# Electronic Supplementary Material (ESI) for Chemical Science. # This journal is © The Royal Society of Chemistry 2019 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_compound1b _database_code_depnum_ccdc_archive 'CCDC 1939608' loop_ _audit_author_name _audit_author_address 'Hans Georg Stammler' ;University of Bielefeld Germany ; _audit_update_record ; 2019-07-10 deposited with the CCDC. 2019-10-18 downloaded from the CCDC. ; _audit_creation_date 2019-04-15 _audit_creation_method ; Olex2 1.3-ac4 (compiled 2018.12.18 svn.r3554 for Rigaku Oxford Diffraction, GUI svn.r1) ; _shelx_SHELXL_version_number 2018/3 _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'Br, C34 H43 N2' _chemical_formula_sum 'C34 H43 Br N2' _chemical_formula_weight 559.61 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.3786(2) _cell_length_b 15.7209(3) _cell_length_c 19.3197(3) _cell_angle_alpha 90 _cell_angle_beta 100.6678(18) _cell_angle_gamma 90 _cell_volume 3097.75(10) _cell_formula_units_Z 4 _cell_measurement_reflns_used 22413 _cell_measurement_temperature 100.0(1) _cell_measurement_theta_max 30.9030 _cell_measurement_theta_min 1.6990 _shelx_estimated_absorpt_T_max ? _shelx_estimated_absorpt_T_min ? _exptl_absorpt_coefficient_mu 1.350 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.79577 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.40.47a (Rigaku Oxford Diffraction, 2019) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_special_details ? _exptl_crystal_colour 'clear colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.200 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description block _exptl_crystal_F_000 1184 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 0 1 0.0336 0 0 -1 0.0336 -1 0 -1 0.0781 1 0 1 0.0781 0 -1 1 0.0712 0 1 -1 0.0712 -3 5 1 0.0945 3 -5 -1 0.0945 _exptl_crystal_size_max 0.268 _exptl_crystal_size_mid 0.189 _exptl_crystal_size_min 0.067 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0379 _diffrn_reflns_av_unetI/netI 0.0268 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.950 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_number 76135 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.950 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 32.162 _diffrn_reflns_theta_min 1.682 _diffrn_ambient_temperature 100.0(1) _diffrn_detector_area_resol_mean 8.0951 _diffrn_detector_type Eos _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.950 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -4.00 96.00 1.00 29.96 -- 26.03 77.00 -90.00 100 2 \w 1.00 98.00 1.00 29.96 -- 26.03 38.00-150.00 97 3 \w 6.00 95.00 1.00 29.96 -- 26.03 57.00 30.00 89 4 \w -4.00 96.00 1.00 29.96 -- 26.03 77.00 120.00 100 5 \w -20.00 68.00 1.00 29.96 -- 26.03 -99.00-120.00 88 6 \w -46.00 52.00 1.00 29.96 -- 26.03 -38.00 120.00 98 7 \w 6.00 95.00 1.00 29.96 -- 26.03 57.00-120.00 89 8 \w -20.00 68.00 1.00 29.96 -- 26.03 -99.00 0.00 88 9 \w -20.00 68.00 1.00 29.96 -- 26.03 -99.00 90.00 88 10 \w -47.00 70.00 1.00 29.96 -- 26.03 -19.00-150.00 117 11 \w -99.00 -42.00 1.00 29.96 -- -23.50-178.00 150.00 57 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Single source at offset/far, Eos' _diffrn_measurement_method '\w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source ? _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 8477 _reflns_number_total 10359 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _reflns_threshold_expression 'I > 2\s(I)' _computing_cell_refinement 'CrysAlisPro 1.171.40.47a (Rigaku OD, 2019)' _computing_data_collection 'CrysAlisPro 1.171.40.47a (Rigaku OD, 2019)' _computing_data_reduction 'CrysAlisPro 1.171.40.47a (Rigaku OD, 2019)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXS (Sheldrick, 2008)' _refine_diff_density_max 0.958 _refine_diff_density_min -0.677 _refine_diff_density_rms 0.060 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 342 _refine_ls_number_reflns 10359 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0510 _refine_ls_R_factor_gt 0.0357 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0348P)^2^+1.8602P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0815 _refine_ls_wR_factor_ref 0.0874 _refine_special_details 'Hydrgen atoms taken into account using a riding model. Methyl group C10 disordered in ratio 1:1.' _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H,H,H,H,H) groups At 1.5 times of: All C(H,H,H) groups 2. Others Fixed Sof: H10A(0.5) H10B(0.5) H10C(0.5) H10D(0.5) H10E(0.5) H10F(0.5) 3.a Ternary CH refined with riding coordinates: C17(H17), C20(H20), C29(H29), C32(H32) 3.b Aromatic/amide H refined with riding coordinates: C2(H2), C3(H3), C5(H5), C7(H7), C8(H8), C9(H9), C13(H13), C14(H14), C15(H15), C25(H25), C26(H26), C27(H27) 3.c Disordered Me refined with riding coordinates: C10(H10A,H10B,H10C,H10D,H10E,H10F) 3.d Idealised Me refined as rotating group: C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C22(H22A,H22B, H22C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C33(H33A,H33B,H33C), C34(H34A, H34B,H34C) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary ? loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 0.25939(2) 0.74035(2) 0.06482(2) 0.02525(5) Uani 1 1 d . . . . . N1 N 0.36755(11) 0.53383(7) 0.27048(6) 0.0165(2) Uani 1 1 d . . . . . N2 N 0.25555(11) 0.47251(7) 0.17828(6) 0.0156(2) Uani 1 1 d . . . . . C1 C 0.30865(13) 0.46055(8) 0.24672(6) 0.0149(2) Uani 1 1 d . . . . . C2 C 0.34991(14) 0.59311(9) 0.21644(7) 0.0201(3) Uani 1 1 d . . . . . H2 H 0.380737 0.650131 0.219394 0.024 Uiso 1 1 calc R . . . . C3 C 0.28073(14) 0.55468(8) 0.15881(7) 0.0197(3) Uani 1 1 d . . . . . H3 H 0.254373 0.579365 0.113513 0.024 Uiso 1 1 calc R . . . . C4 C 0.29745(13) 0.38364(8) 0.28814(6) 0.0149(2) Uani 1 1 d . . . . . C5 C 0.17279(14) 0.35046(9) 0.28889(7) 0.0191(3) Uani 1 1 d . . . . . H5 H 0.098063 0.377372 0.261917 0.023 Uiso 1 1 calc R . . . . C6 C 0.15624(14) 0.27864(9) 0.32848(7) 0.0210(3) Uani 1 1 d . . . . . C7 C 0.26809(15) 0.24083(9) 0.36746(7) 0.0203(3) Uani 1 1 d . . . . . H7 H 0.258866 0.192073 0.395180 0.024 Uiso 1 1 calc R . . . . C8 C 0.39248(14) 0.27265(9) 0.36677(7) 0.0193(3) Uani 1 1 d . . . . . H8 H 0.467156 0.245187 0.393278 0.023 Uiso 1 1 calc R . . . . C9 C 0.40812(13) 0.34465(8) 0.32737(7) 0.0168(2) Uani 1 1 d . . . . . H9 H 0.493080 0.367022 0.327163 0.020 Uiso 1 1 calc R . . . . C10 C 0.02139(17) 0.24337(12) 0.32883(10) 0.0349(4) Uani 1 1 d . . . . . H10A H 0.028439 0.193131 0.359326 0.042 Uiso 0.5 1 calc R . P . . H10B H -0.032148 0.286669 0.346580 0.042 Uiso 0.5 1 calc R . P . . H10C H -0.019824 0.227365 0.280795 0.042 Uiso 0.5 1 calc R . P . . H10D H -0.044128 0.278313 0.298475 0.042 Uiso 0.5 1 calc R . P . . H10E H 0.016459 0.184775 0.311220 0.042 Uiso 0.5 1 calc R . P . . H10F H 0.004135 0.244078 0.377006 0.042 Uiso 0.5 1 calc R . P . . C11 C 0.42990(13) 0.55243(8) 0.34253(7) 0.0162(2) Uani 1 1 d . . . . . C12 C 0.34946(13) 0.57668(8) 0.38978(7) 0.0180(2) Uani 1 1 d . . . . . C13 C 0.41195(14) 0.60084(9) 0.45723(7) 0.0201(3) Uani 1 1 d . . . . . H13 H 0.361081 0.618578 0.490746 0.024 Uiso 1 1 calc R . . . . C14 C 0.54731(14) 0.59918(9) 0.47572(7) 0.0203(3) Uani 1 1 d . . . . . H14 H 0.588288 0.615765 0.521838 0.024 Uiso 1 1 calc R . . . . C15 C 0.62381(14) 0.57365(9) 0.42781(7) 0.0198(3) Uani 1 1 d . . . . . H15 H 0.716513 0.572430 0.441697 0.024 Uiso 1 1 calc R . . . . C16 C 0.56667(13) 0.54974(8) 0.35953(7) 0.0171(2) Uani 1 1 d . . . . . C17 C 0.20105(14) 0.58030(10) 0.36984(8) 0.0233(3) Uani 1 1 d . . . . . H17 H 0.174186 0.550719 0.323590 0.028 Uiso 1 1 calc R . . . . C18 C 0.15617(18) 0.67274(12) 0.36076(10) 0.0367(4) Uani 1 1 d . . . . . H18A H 0.185510 0.703667 0.404904 0.055 Uiso 1 1 calc GR . . . . H18B H 0.060276 0.674754 0.348438 0.055 Uiso 1 1 calc GR . . . . H18C H 0.193893 0.699151 0.323103 0.055 Uiso 1 1 calc GR . . . . C19 C 0.13568(18) 0.53500(17) 0.42418(11) 0.0491(6) Uani 1 1 d . . . . . H19A H 0.167108 0.476167 0.429680 0.074 Uiso 1 1 calc GR . . . . H19B H 0.040383 0.535200 0.408232 0.074 Uiso 1 1 calc GR . . . . H19C H 0.157621 0.564583 0.469481 0.074 Uiso 1 1 calc GR . . . . C20 C 0.65346(15) 0.52473(9) 0.30737(7) 0.0218(3) Uani 1 1 d . . . . . H20 H 0.596675 0.497883 0.265625 0.026 Uiso 1 1 calc R . . . . C21 C 0.75855(16) 0.46012(11) 0.33885(9) 0.0287(3) Uani 1 1 d . . . . . H21A H 0.818200 0.486159 0.378434 0.043 Uiso 1 1 calc GR . . . . H21B H 0.808177 0.442593 0.302760 0.043 Uiso 1 1 calc GR . . . . H21C H 0.716511 0.410251 0.355508 0.043 Uiso 1 1 calc GR . . . . C22 C 0.71727(19) 0.60411(12) 0.28201(10) 0.0370(4) Uani 1 1 d . . . . . H22A H 0.648844 0.642675 0.258378 0.055 Uiso 1 1 calc GR . . . . H22B H 0.773748 0.587221 0.248951 0.055 Uiso 1 1 calc GR . . . . H22C H 0.769979 0.633099 0.322494 0.055 Uiso 1 1 calc GR . . . . C23 C 0.20294(13) 0.40569(8) 0.12918(6) 0.0145(2) Uani 1 1 d . . . . . C24 C 0.29349(13) 0.35481(8) 0.10300(7) 0.0172(2) Uani 1 1 d . . . . . C25 C 0.24267(14) 0.28974(9) 0.05660(7) 0.0209(3) Uani 1 1 d . . . . . H25 H 0.300819 0.252780 0.038486 0.025 Uiso 1 1 calc R . . . . C26 C 0.10864(15) 0.27849(9) 0.03673(7) 0.0212(3) Uani 1 1 d . . . . . H26 H 0.075827 0.233474 0.005601 0.025 Uiso 1 1 calc R . . . . C27 C 0.02186(14) 0.33218(9) 0.06175(7) 0.0190(3) Uani 1 1 d . . . . . H27 H -0.069798 0.324629 0.046407 0.023 Uiso 1 1 calc R . . . . C28 C 0.06723(13) 0.39719(8) 0.10916(7) 0.0158(2) Uani 1 1 d . . . . . C29 C 0.44037(14) 0.37017(10) 0.11976(8) 0.0229(3) Uani 1 1 d . . . . . H29 H 0.457173 0.420105 0.152235 0.027 Uiso 1 1 calc R . . . . C30 C 0.51478(16) 0.29392(11) 0.15647(9) 0.0294(3) Uani 1 1 d . . . . . H30A H 0.480527 0.280104 0.199102 0.044 Uiso 1 1 calc GR . . . . H30B H 0.608200 0.307852 0.169268 0.044 Uiso 1 1 calc GR . . . . H30C H 0.503350 0.244895 0.124590 0.044 Uiso 1 1 calc GR . . . . C31 C 0.48980(19) 0.39236(18) 0.05202(11) 0.0538(6) Uani 1 1 d . . . . . H31A H 0.479836 0.342839 0.020670 0.081 Uiso 1 1 calc GR . . . . H31B H 0.582511 0.408463 0.063620 0.081 Uiso 1 1 calc GR . . . . H31C H 0.438661 0.439984 0.028419 0.081 Uiso 1 1 calc GR . . . . C32 C -0.02974(14) 0.45715(9) 0.13420(7) 0.0204(3) Uani 1 1 d . . . . . H32 H 0.017025 0.487994 0.176793 0.024 Uiso 1 1 calc R . . . . C33 C -0.07957(19) 0.52295(11) 0.07709(9) 0.0351(4) Uani 1 1 d . . . . . H33A H -0.005641 0.556748 0.067297 0.053 Uiso 1 1 calc GR . . . . H33B H -0.143167 0.560513 0.093383 0.053 Uiso 1 1 calc GR . . . . H33C H -0.121788 0.493726 0.034022 0.053 Uiso 1 1 calc GR . . . . C34 C -0.14558(15) 0.40904(11) 0.15450(9) 0.0296(3) Uani 1 1 d . . . . . H34A H -0.195983 0.381276 0.112682 0.044 Uiso 1 1 calc GR . . . . H34B H -0.202123 0.449107 0.173752 0.044 Uiso 1 1 calc GR . . . . H34C H -0.112742 0.365940 0.190058 0.044 Uiso 1 1 calc GR . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br1 0.02175(7) 0.02492(8) 0.02656(8) 0.00866(5) -0.00209(5) -0.00560(5) N1 0.0204(5) 0.0138(5) 0.0142(5) -0.0003(4) 0.0000(4) -0.0030(4) N2 0.0187(5) 0.0138(5) 0.0131(5) 0.0004(4) 0.0000(4) -0.0019(4) C1 0.0157(6) 0.0148(5) 0.0132(5) -0.0005(4) 0.0001(4) -0.0012(4) C2 0.0270(7) 0.0143(6) 0.0177(6) 0.0020(5) 0.0008(5) -0.0034(5) C3 0.0265(7) 0.0140(6) 0.0174(6) 0.0020(4) 0.0005(5) -0.0010(5) C4 0.0187(6) 0.0138(5) 0.0116(5) -0.0005(4) 0.0013(4) -0.0016(4) C5 0.0182(6) 0.0207(6) 0.0176(6) 0.0027(5) 0.0015(5) -0.0012(5) C6 0.0215(7) 0.0228(7) 0.0182(6) 0.0036(5) 0.0026(5) -0.0051(5) C7 0.0266(7) 0.0179(6) 0.0156(6) 0.0026(5) 0.0018(5) -0.0031(5) C8 0.0223(6) 0.0174(6) 0.0163(6) 0.0012(5) -0.0015(5) 0.0005(5) C9 0.0177(6) 0.0161(6) 0.0156(6) -0.0007(4) 0.0003(5) -0.0020(5) C10 0.0241(8) 0.0433(10) 0.0364(9) 0.0162(7) 0.0036(7) -0.0098(7) C11 0.0200(6) 0.0135(5) 0.0140(5) -0.0014(4) 0.0001(5) -0.0030(5) C12 0.0196(6) 0.0147(6) 0.0192(6) -0.0008(4) 0.0023(5) -0.0017(5) C13 0.0258(7) 0.0166(6) 0.0183(6) -0.0014(5) 0.0051(5) -0.0024(5) C14 0.0258(7) 0.0177(6) 0.0159(6) -0.0015(5) -0.0004(5) -0.0047(5) C15 0.0196(6) 0.0188(6) 0.0195(6) 0.0008(5) -0.0006(5) -0.0038(5) C16 0.0202(6) 0.0144(5) 0.0165(6) 0.0008(4) 0.0026(5) -0.0017(5) C17 0.0193(7) 0.0273(7) 0.0227(7) -0.0018(5) 0.0027(5) -0.0007(5) C18 0.0295(9) 0.0333(9) 0.0434(10) -0.0066(7) -0.0033(7) 0.0101(7) C19 0.0224(8) 0.0808(16) 0.0435(11) 0.0204(11) 0.0043(8) -0.0115(9) C20 0.0225(7) 0.0238(7) 0.0198(6) -0.0002(5) 0.0058(5) -0.0010(5) C21 0.0239(7) 0.0322(8) 0.0308(8) 0.0017(6) 0.0071(6) 0.0048(6) C22 0.0442(10) 0.0315(9) 0.0417(10) 0.0074(7) 0.0249(8) -0.0022(7) C23 0.0178(6) 0.0132(5) 0.0116(5) 0.0000(4) 0.0007(4) -0.0009(4) C24 0.0178(6) 0.0157(6) 0.0178(6) 0.0018(4) 0.0027(5) 0.0020(5) C25 0.0266(7) 0.0172(6) 0.0192(6) -0.0020(5) 0.0055(5) 0.0042(5) C26 0.0280(7) 0.0170(6) 0.0177(6) -0.0038(5) 0.0017(5) -0.0018(5) C27 0.0190(6) 0.0204(6) 0.0163(6) -0.0006(5) 0.0001(5) -0.0024(5) C28 0.0174(6) 0.0160(6) 0.0136(5) 0.0004(4) 0.0020(5) 0.0010(5) C29 0.0173(6) 0.0237(7) 0.0274(7) 0.0024(5) 0.0034(5) 0.0019(5) C30 0.0231(7) 0.0293(8) 0.0337(8) -0.0003(6) -0.0007(6) 0.0070(6) C31 0.0231(9) 0.0919(18) 0.0473(12) 0.0317(12) 0.0085(8) -0.0034(10) C32 0.0194(6) 0.0227(7) 0.0189(6) -0.0025(5) 0.0031(5) 0.0047(5) C33 0.0422(10) 0.0329(9) 0.0308(8) 0.0052(7) 0.0082(7) 0.0206(7) C34 0.0190(7) 0.0374(9) 0.0333(8) -0.0031(7) 0.0073(6) 0.0014(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.3445(16) . ? N1 C2 1.3860(17) . ? N1 C11 1.4521(16) . ? N2 C1 1.3481(16) . ? N2 C3 1.3839(17) . ? N2 C23 1.4524(16) . ? C1 C4 1.4663(17) . ? C2 H2 0.9500 . ? C2 C3 1.3507(19) . ? C3 H3 0.9500 . ? C4 C5 1.3976(18) . ? C4 C9 1.3955(18) . ? C5 H5 0.9500 . ? C5 C6 1.3921(19) . ? C6 C7 1.394(2) . ? C6 C10 1.507(2) . ? C7 H7 0.9500 . ? C7 C8 1.387(2) . ? C8 H8 0.9500 . ? C8 C9 1.3902(18) . ? C9 H9 0.9500 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C10 H10D 0.9800 . ? C10 H10E 0.9800 . ? C10 H10F 0.9800 . ? C11 C12 1.3993(19) . ? C11 C16 1.3971(19) . ? C12 C13 1.3963(19) . ? C12 C17 1.518(2) . ? C13 H13 0.9500 . ? C13 C14 1.384(2) . ? C14 H14 0.9500 . ? C14 C15 1.386(2) . ? C15 H15 0.9500 . ? C15 C16 1.3942(18) . ? C16 C20 1.5223(19) . ? C17 H17 1.0000 . ? C17 C18 1.526(2) . ? C17 C19 1.527(2) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20 1.0000 . ? C20 C21 1.532(2) . ? C20 C22 1.535(2) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.3982(18) . ? C23 C28 1.3962(18) . ? C24 C25 1.3975(19) . ? C24 C29 1.5179(19) . ? C25 H25 0.9500 . ? C25 C26 1.384(2) . ? C26 H26 0.9500 . ? C26 C27 1.385(2) . ? C27 H27 0.9500 . ? C27 C28 1.3949(18) . ? C28 C32 1.5218(18) . ? C29 H29 1.0000 . ? C29 C30 1.528(2) . ? C29 C31 1.532(2) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32 1.0000 . ? C32 C33 1.531(2) . ? C32 C34 1.532(2) . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C2 109.31(11) . . ? C1 N1 C11 126.42(11) . . ? C2 N1 C11 124.05(11) . . ? C1 N2 C3 109.47(11) . . ? C1 N2 C23 125.15(11) . . ? C3 N2 C23 124.38(11) . . ? N1 C1 N2 107.03(11) . . ? N1 C1 C4 126.66(11) . . ? N2 C1 C4 126.22(11) . . ? N1 C2 H2 126.4 . . ? C3 C2 N1 107.23(12) . . ? C3 C2 H2 126.4 . . ? N2 C3 H3 126.5 . . ? C2 C3 N2 106.96(11) . . ? C2 C3 H3 126.5 . . ? C5 C4 C1 118.72(12) . . ? C9 C4 C1 121.21(12) . . ? C9 C4 C5 120.06(12) . . ? C4 C5 H5 119.4 . . ? C6 C5 C4 121.14(13) . . ? C6 C5 H5 119.4 . . ? C5 C6 C7 117.87(13) . . ? C5 C6 C10 120.67(13) . . ? C7 C6 C10 121.46(13) . . ? C6 C7 H7 119.2 . . ? C8 C7 C6 121.63(13) . . ? C8 C7 H7 119.2 . . ? C7 C8 H8 119.9 . . ? C7 C8 C9 120.15(13) . . ? C9 C8 H8 119.9 . . ? C4 C9 H9 120.4 . . ? C8 C9 C4 119.16(12) . . ? C8 C9 H9 120.4 . . ? C6 C10 H10A 109.5 . . ? C6 C10 H10B 109.5 . . ? C6 C10 H10C 109.5 . . ? H10A C10 H10B 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? H10D C10 H10E 109.5 . . ? H10D C10 H10F 109.5 . . ? H10E C10 H10F 109.5 . . ? C12 C11 N1 117.81(12) . . ? C16 C11 N1 118.19(12) . . ? C16 C11 C12 123.91(12) . . ? C11 C12 C17 122.99(12) . . ? C13 C12 C11 116.92(13) . . ? C13 C12 C17 120.06(12) . . ? C12 C13 H13 119.7 . . ? C14 C13 C12 120.64(13) . . ? C14 C13 H13 119.7 . . ? C13 C14 H14 119.6 . . ? C13 C14 C15 120.84(13) . . ? C15 C14 H14 119.6 . . ? C14 C15 H15 119.5 . . ? C14 C15 C16 120.94(13) . . ? C16 C15 H15 119.5 . . ? C11 C16 C20 123.51(12) . . ? C15 C16 C11 116.74(12) . . ? C15 C16 C20 119.72(13) . . ? C12 C17 H17 108.1 . . ? C12 C17 C18 109.79(13) . . ? C12 C17 C19 111.52(13) . . ? C18 C17 H17 108.1 . . ? C18 C17 C19 110.97(16) . . ? C19 C17 H17 108.1 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18B 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19B 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C16 C20 H20 108.1 . . ? C16 C20 C21 111.93(12) . . ? C16 C20 C22 110.16(12) . . ? C21 C20 H20 108.1 . . ? C21 C20 C22 110.38(13) . . ? C22 C20 H20 108.1 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21B 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22B 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 N2 116.96(11) . . ? C28 C23 N2 119.22(11) . . ? C28 C23 C24 123.79(12) . . ? C23 C24 C29 123.21(12) . . ? C25 C24 C23 116.85(12) . . ? C25 C24 C29 119.87(12) . . ? C24 C25 H25 119.6 . . ? C26 C25 C24 120.80(13) . . ? C26 C25 H25 119.6 . . ? C25 C26 H26 119.7 . . ? C25 C26 C27 120.68(13) . . ? C27 C26 H26 119.7 . . ? C26 C27 H27 119.6 . . ? C26 C27 C28 120.89(13) . . ? C28 C27 H27 119.6 . . ? C23 C28 C32 123.04(12) . . ? C27 C28 C23 116.91(12) . . ? C27 C28 C32 119.99(12) . . ? C24 C29 H29 108.1 . . ? C24 C29 C30 112.07(12) . . ? C24 C29 C31 109.63(13) . . ? C30 C29 H29 108.1 . . ? C30 C29 C31 110.79(15) . . ? C31 C29 H29 108.1 . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30B 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31B 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C28 C32 H32 108.2 . . ? C28 C32 C33 110.15(12) . . ? C28 C32 C34 111.85(12) . . ? C33 C32 H32 108.2 . . ? C33 C32 C34 109.99(13) . . ? C34 C32 H32 108.2 . . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33B 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C32 C34 H34A 109.5 . . ? C32 C34 H34B 109.5 . . ? C32 C34 H34C 109.5 . . ? H34A C34 H34B 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C4 C5 123.93(15) . . . . ? N1 C1 C4 C9 -54.85(19) . . . . ? N1 C2 C3 N2 0.58(16) . . . . ? N1 C11 C12 C13 -175.03(11) . . . . ? N1 C11 C12 C17 2.89(19) . . . . ? N1 C11 C16 C15 175.67(11) . . . . ? N1 C11 C16 C20 -2.68(19) . . . . ? N2 C1 C4 C5 -52.27(19) . . . . ? N2 C1 C4 C9 128.95(14) . . . . ? N2 C23 C24 C25 179.05(11) . . . . ? N2 C23 C24 C29 -4.11(18) . . . . ? N2 C23 C28 C27 179.82(11) . . . . ? N2 C23 C28 C32 2.47(18) . . . . ? C1 N1 C2 C3 -0.83(16) . . . . ? C1 N1 C11 C12 -81.18(17) . . . . ? C1 N1 C11 C16 102.37(16) . . . . ? C1 N2 C3 C2 -0.15(16) . . . . ? C1 N2 C23 C24 -76.82(16) . . . . ? C1 N2 C23 C28 105.07(15) . . . . ? C1 C4 C5 C6 -178.64(12) . . . . ? C1 C4 C9 C8 178.94(12) . . . . ? C2 N1 C1 N2 0.73(15) . . . . ? C2 N1 C1 C4 -176.07(13) . . . . ? C2 N1 C11 C12 92.77(16) . . . . ? C2 N1 C11 C16 -83.69(17) . . . . ? C3 N2 C1 N1 -0.36(15) . . . . ? C3 N2 C1 C4 176.45(13) . . . . ? C3 N2 C23 C24 90.49(16) . . . . ? C3 N2 C23 C28 -87.62(16) . . . . ? C4 C5 C6 C7 0.0(2) . . . . ? C4 C5 C6 C10 -179.93(14) . . . . ? C5 C4 C9 C8 0.17(19) . . . . ? C5 C6 C7 C8 -0.6(2) . . . . ? C6 C7 C8 C9 0.9(2) . . . . ? C7 C8 C9 C4 -0.7(2) . . . . ? C9 C4 C5 C6 0.2(2) . . . . ? C10 C6 C7 C8 179.40(15) . . . . ? C11 N1 C1 N2 175.42(12) . . . . ? C11 N1 C1 C4 -1.4(2) . . . . ? C11 N1 C2 C3 -175.67(13) . . . . ? C11 C12 C13 C14 -0.9(2) . . . . ? C11 C12 C17 C18 -105.16(16) . . . . ? C11 C12 C17 C19 131.42(17) . . . . ? C11 C16 C20 C21 -132.75(14) . . . . ? C11 C16 C20 C22 104.03(16) . . . . ? C12 C11 C16 C15 -0.6(2) . . . . ? C12 C11 C16 C20 -178.90(13) . . . . ? C12 C13 C14 C15 0.1(2) . . . . ? C13 C12 C17 C18 72.70(17) . . . . ? C13 C12 C17 C19 -50.7(2) . . . . ? C13 C14 C15 C16 0.6(2) . . . . ? C14 C15 C16 C11 -0.4(2) . . . . ? C14 C15 C16 C20 178.03(13) . . . . ? C15 C16 C20 C21 48.95(18) . . . . ? C15 C16 C20 C22 -74.26(17) . . . . ? C16 C11 C12 C13 1.2(2) . . . . ? C16 C11 C12 C17 179.13(13) . . . . ? C17 C12 C13 C14 -178.92(13) . . . . ? C23 N2 C1 N1 168.55(12) . . . . ? C23 N2 C1 C4 -14.6(2) . . . . ? C23 N2 C3 C2 -169.17(13) . . . . ? C23 C24 C25 C26 1.6(2) . . . . ? C23 C24 C29 C30 120.29(15) . . . . ? C23 C24 C29 C31 -116.26(17) . . . . ? C23 C28 C32 C33 99.94(16) . . . . ? C23 C28 C32 C34 -137.41(13) . . . . ? C24 C23 C28 C27 1.85(19) . . . . ? C24 C23 C28 C32 -175.50(12) . . . . ? C24 C25 C26 C27 0.8(2) . . . . ? C25 C24 C29 C30 -62.96(17) . . . . ? C25 C24 C29 C31 60.50(19) . . . . ? C25 C26 C27 C28 -2.0(2) . . . . ? C26 C27 C28 C23 0.67(19) . . . . ? C26 C27 C28 C32 178.10(13) . . . . ? C27 C28 C32 C33 -77.33(17) . . . . ? C27 C28 C32 C34 45.32(17) . . . . ? C28 C23 C24 C25 -2.94(19) . . . . ? C28 C23 C24 C29 173.90(12) . . . . ? C29 C24 C25 C26 -175.39(13) . . . . ? _shelx_res_file ; TITL rottschaefer111_a.res in P2(1)/c rottschaefer111.res created by SHELXL-2018/3 at 08:13:31 on 15-Apr-2019 REM Old TITL rottschaefer111 in P2(1)/c REM SHELXT solution in P2(1)/c: R1 0.119, Rweak 0.042, Alpha 0.043 REM 0.934 for 248 systematic absences, Orientation as input REM Formula found by SHELXT: C22 N2 Br CELL 0.71073 10.378619 15.720909 19.319742 90 100.6678 90 ZERR 4 0.000196 0.000262 0.000339 0 0.0018 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H Br N UNIT 136 172 4 8 L.S. 4 PLAN 9 TEMP -173.15(10) MORE -1 BOND $H CONF fmap 2 acta OMIT -3 3 3 OMIT 0 0 12 OMIT 7 7 7 OMIT 0 9 6 OMIT -3 6 15 OMIT -3 9 12 REM REM REM WGHT 0.034800 1.860200 FVAR 3.03661 BR1 3 0.259392 0.740351 0.064818 11.00000 0.02175 0.02492 = 0.02656 0.00866 -0.00209 -0.00560 N1 4 0.367553 0.533826 0.270478 11.00000 0.02035 0.01382 = 0.01419 -0.00031 -0.00002 -0.00298 N2 4 0.255548 0.472505 0.178279 11.00000 0.01867 0.01378 = 0.01315 0.00044 -0.00005 -0.00190 C1 1 0.308652 0.460547 0.246715 11.00000 0.01574 0.01481 = 0.01315 -0.00051 0.00014 -0.00119 C2 1 0.349915 0.593107 0.216443 11.00000 0.02704 0.01429 = 0.01769 0.00205 0.00079 -0.00337 AFIX 43 H2 2 0.380737 0.650131 0.219394 11.00000 -1.20000 AFIX 0 C3 1 0.280731 0.554678 0.158805 11.00000 0.02648 0.01401 = 0.01735 0.00199 0.00051 -0.00096 AFIX 43 H3 2 0.254373 0.579365 0.113513 11.00000 -1.20000 AFIX 0 C4 1 0.297449 0.383642 0.288140 11.00000 0.01873 0.01379 = 0.01159 -0.00047 0.00131 -0.00159 C5 1 0.172792 0.350456 0.288889 11.00000 0.01818 0.02071 = 0.01762 0.00269 0.00149 -0.00116 AFIX 43 H5 2 0.098063 0.377372 0.261917 11.00000 -1.20000 AFIX 0 C6 1 0.156243 0.278640 0.328479 11.00000 0.02152 0.02285 = 0.01822 0.00364 0.00258 -0.00509 C7 1 0.268095 0.240832 0.367463 11.00000 0.02661 0.01791 = 0.01559 0.00264 0.00179 -0.00312 AFIX 43 H7 2 0.258866 0.192073 0.395180 11.00000 -1.20000 AFIX 0 C8 1 0.392475 0.272653 0.366770 11.00000 0.02231 0.01741 = 0.01632 0.00122 -0.00148 0.00046 AFIX 43 H8 2 0.467156 0.245187 0.393278 11.00000 -1.20000 AFIX 0 C9 1 0.408123 0.344650 0.327373 11.00000 0.01774 0.01605 = 0.01555 -0.00067 0.00033 -0.00198 AFIX 43 H9 2 0.493080 0.367022 0.327163 11.00000 -1.20000 AFIX 0 C10 1 0.021395 0.243370 0.328825 11.00000 0.02413 0.04330 = 0.03638 0.01615 0.00357 -0.00983 AFIX 123 H10A 2 0.028439 0.193131 0.359326 10.50000 -1.20000 H10B 2 -0.032148 0.286669 0.346580 10.50000 -1.20000 H10C 2 -0.019824 0.227365 0.280795 10.50000 -1.20000 H10D 2 -0.044128 0.278313 0.298475 10.50000 -1.20000 H10E 2 0.016459 0.184775 0.311220 10.50000 -1.20000 H10F 2 0.004135 0.244078 0.377006 10.50000 -1.20000 AFIX 0 C11 1 0.429903 0.552428 0.342532 11.00000 0.01997 0.01354 = 0.01396 -0.00138 0.00009 -0.00300 C12 1 0.349458 0.576678 0.389784 11.00000 0.01955 0.01467 = 0.01924 -0.00077 0.00230 -0.00172 C13 1 0.411952 0.600837 0.457227 11.00000 0.02581 0.01665 = 0.01830 -0.00143 0.00510 -0.00236 AFIX 43 H13 2 0.361081 0.618578 0.490746 11.00000 -1.20000 AFIX 0 C14 1 0.547313 0.599184 0.475716 11.00000 0.02579 0.01767 = 0.01589 -0.00152 -0.00044 -0.00469 AFIX 43 H14 2 0.588288 0.615765 0.521838 11.00000 -1.20000 AFIX 0 C15 1 0.623808 0.573655 0.427814 11.00000 0.01960 0.01882 = 0.01945 0.00078 -0.00061 -0.00376 AFIX 43 H15 2 0.716513 0.572430 0.441697 11.00000 -1.20000 AFIX 0 C16 1 0.566666 0.549740 0.359530 11.00000 0.02019 0.01440 = 0.01653 0.00079 0.00260 -0.00166 C17 1 0.201053 0.580299 0.369835 11.00000 0.01934 0.02734 = 0.02274 -0.00181 0.00272 -0.00067 AFIX 13 H17 2 0.174186 0.550719 0.323590 11.00000 -1.20000 AFIX 0 C18 1 0.156167 0.672739 0.360758 11.00000 0.02951 0.03328 = 0.04337 -0.00658 -0.00332 0.01010 AFIX 137 H18A 2 0.185510 0.703667 0.404904 11.00000 -1.50000 H18B 2 0.060276 0.674754 0.348438 11.00000 -1.50000 H18C 2 0.193893 0.699151 0.323103 11.00000 -1.50000 AFIX 0 C19 1 0.135684 0.535003 0.424176 11.00000 0.02242 0.08079 = 0.04352 0.02039 0.00429 -0.01155 AFIX 137 H19A 2 0.167108 0.476167 0.429680 11.00000 -1.50000 H19B 2 0.040383 0.535200 0.408232 11.00000 -1.50000 H19C 2 0.157621 0.564583 0.469481 11.00000 -1.50000 AFIX 0 C20 1 0.653456 0.524734 0.307372 11.00000 0.02245 0.02378 = 0.01978 -0.00023 0.00577 -0.00097 AFIX 13 H20 2 0.596675 0.497883 0.265625 11.00000 -1.20000 AFIX 0 C21 1 0.758549 0.460116 0.338853 11.00000 0.02390 0.03224 = 0.03078 0.00172 0.00713 0.00481 AFIX 137 H21A 2 0.818200 0.486159 0.378434 11.00000 -1.50000 H21B 2 0.808177 0.442593 0.302760 11.00000 -1.50000 H21C 2 0.716511 0.410251 0.355508 11.00000 -1.50000 AFIX 0 C22 1 0.717275 0.604106 0.282006 11.00000 0.04421 0.03151 = 0.04170 0.00740 0.02489 -0.00217 AFIX 137 H22A 2 0.648844 0.642675 0.258378 11.00000 -1.50000 H22B 2 0.773748 0.587221 0.248951 11.00000 -1.50000 H22C 2 0.769979 0.633099 0.322494 11.00000 -1.50000 AFIX 0 C23 1 0.202936 0.405691 0.129179 11.00000 0.01782 0.01315 = 0.01162 0.00001 0.00069 -0.00089 C24 1 0.293495 0.354813 0.102998 11.00000 0.01776 0.01569 = 0.01785 0.00176 0.00274 0.00197 C25 1 0.242673 0.289740 0.056603 11.00000 0.02663 0.01723 = 0.01918 -0.00205 0.00548 0.00417 AFIX 43 H25 2 0.300819 0.252780 0.038486 11.00000 -1.20000 AFIX 0 C26 1 0.108636 0.278488 0.036726 11.00000 0.02800 0.01702 = 0.01769 -0.00376 0.00165 -0.00177 AFIX 43 H26 2 0.075827 0.233474 0.005601 11.00000 -1.20000 AFIX 0 C27 1 0.021861 0.332179 0.061747 11.00000 0.01902 0.02035 = 0.01632 -0.00058 0.00012 -0.00237 AFIX 43 H27 2 -0.069798 0.324629 0.046407 11.00000 -1.20000 AFIX 0 C28 1 0.067234 0.397186 0.109163 11.00000 0.01741 0.01603 = 0.01363 0.00042 0.00198 0.00099 C29 1 0.440374 0.370167 0.119755 11.00000 0.01734 0.02367 = 0.02739 0.00242 0.00335 0.00192 AFIX 13 H29 2 0.457173 0.420105 0.152235 11.00000 -1.20000 AFIX 0 C30 1 0.514781 0.293922 0.156469 11.00000 0.02310 0.02926 = 0.03365 -0.00033 -0.00072 0.00696 AFIX 137 H30A 2 0.480527 0.280104 0.199102 11.00000 -1.50000 H30B 2 0.608200 0.307852 0.169268 11.00000 -1.50000 H30C 2 0.503350 0.244895 0.124590 11.00000 -1.50000 AFIX 0 C31 1 0.489796 0.392362 0.052016 11.00000 0.02307 0.09189 = 0.04727 0.03174 0.00851 -0.00341 AFIX 137 H31A 2 0.479836 0.342839 0.020670 11.00000 -1.50000 H31B 2 0.582511 0.408463 0.063620 11.00000 -1.50000 H31C 2 0.438661 0.439984 0.028419 11.00000 -1.50000 AFIX 0 C32 1 -0.029739 0.457148 0.134200 11.00000 0.01938 0.02269 = 0.01889 -0.00253 0.00308 0.00466 AFIX 13 H32 2 0.017025 0.487994 0.176793 11.00000 -1.20000 AFIX 0 C33 1 -0.079567 0.522955 0.077087 11.00000 0.04215 0.03290 = 0.03078 0.00520 0.00815 0.02065 AFIX 137 H33A 2 -0.005641 0.556748 0.067297 11.00000 -1.50000 H33B 2 -0.143167 0.560513 0.093383 11.00000 -1.50000 H33C 2 -0.121788 0.493726 0.034022 11.00000 -1.50000 AFIX 0 C34 1 -0.145577 0.409036 0.154501 11.00000 0.01896 0.03742 = 0.03332 -0.00306 0.00733 0.00142 AFIX 137 H34A 2 -0.195983 0.381276 0.112682 11.00000 -1.50000 H34B 2 -0.202123 0.449107 0.173752 11.00000 -1.50000 H34C 2 -0.112742 0.365940 0.190058 11.00000 -1.50000 AFIX 0 HKLF 4 REM rottschaefer111_a.res in P2(1)/c REM wR2 = 0.0874, GooF = S = 1.043, Restrained GooF = 1.043 for all data REM R1 = 0.0357 for 8477 Fo > 4sig(Fo) and 0.0510 for all 10359 data REM 342 parameters refined using 0 restraints END WGHT 0.0348 1.8600 REM Highest difference peak 0.958, deepest hole -0.677, 1-sigma level 0.060 Q1 1 0.2932 0.7096 0.0386 11.00000 0.05 0.96 Q2 1 0.2498 0.3855 0.1127 11.00000 0.05 0.42 Q3 1 0.4033 0.3087 0.3477 11.00000 0.05 0.40 Q4 1 0.3119 0.4196 0.2666 11.00000 0.05 0.40 Q5 1 0.3079 0.5793 0.1873 11.00000 0.05 0.40 Q6 1 0.4990 0.5572 0.3443 11.00000 0.05 0.39 Q7 1 0.1380 0.4036 0.1163 11.00000 0.05 0.39 Q8 1 0.3282 0.2514 0.3546 11.00000 0.05 0.37 Q9 1 0.1612 0.3249 0.3164 11.00000 0.05 0.37 ; _shelx_res_checksum 44631 _olex2_date_sample_data_collection 2019-04-12 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_compound4a _database_code_depnum_ccdc_archive 'CCDC 1939609' loop_ _audit_author_name _audit_author_address 'Hans Georg Stammler' ;University of Bielefeld Germany ; _audit_update_record ; 2019-07-10 deposited with the CCDC. 2019-10-18 downloaded from the CCDC. ; _audit_creation_date 2018-11-05 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _shelx_SHELXL_version_number 2018/3 _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C33 H39 N2 P3' _chemical_formula_sum 'C33 H39 N2 P3' _chemical_formula_weight 556.57 _chemical_melting_point ? _chemical_oxdiff_formula 'C33 H39 N2 P3' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_H-M_alt 'C 1 2/c 1' _space_group_name_Hall '-C 2yc' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 10.5947(8) _cell_length_b 16.2615(8) _cell_length_c 17.8991(13) _cell_angle_alpha 90 _cell_angle_beta 97.414(7) _cell_angle_gamma 90 _cell_volume 3058.0(4) _cell_formula_units_Z 4 _cell_measurement_reflns_used 2925 _cell_measurement_temperature 99.9(3) _cell_measurement_theta_max 76.4040 _cell_measurement_theta_min 5.0190 _shelx_estimated_absorpt_T_max 0.962 _shelx_estimated_absorpt_T_min 0.727 _exptl_absorpt_coefficient_mu 1.959 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.755 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) Numerical absorption correction based on gaussian integration over a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_special_details ? _exptl_crystal_colour 'clear colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.209 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description needle _exptl_crystal_F_000 1184 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 0 0.0838 -1 0 0 0.0838 0 -1 1 0.0098 0 1 -1 0.0098 0 1 1 0.0151 0 -1 -1 0.0151 _exptl_crystal_size_max 0.174 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.02 loop_ _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z 0.9995 -0.0038 -0.4356 0.0199 0.1409 0.0350 -0.9995 0.0038 0.4356 -0.0199 -0.1409 -0.0350 -0.0018 -0.9997 0.9986 -0.1283 0.0066 -0.0005 0.0018 0.9997 -0.9986 0.1283 -0.0066 0.0005 0.0016 0.9978 0.9975 0.0126 0.0180 -0.1262 -0.0016 -0.9978 -0.9975 -0.0126 -0.0180 0.1262 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_number 17147 _diffrn_reflns_av_R_equivalents 0.0747 _diffrn_reflns_av_sigmaI/netI 0.0869 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.985 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.985 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 76.546 _diffrn_reflns_theta_min 4.983 _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 99.9(3) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 5.3114 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.985 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -88.00 -15.00 1.00 55.50 -- -38.50 -57.00 -60.00 73 2 \w -115.00 -26.00 1.00 55.50 -- -38.50 -19.00 0.00 89 3 \w -63.00 29.00 1.00 55.50 -- -38.50 57.00 120.00 92 4 \w 19.00 54.00 1.00 55.50 -- 43.20 77.00 -60.00 35 5 \w 57.00 127.00 1.00 55.50 -- 43.20 178.00 -60.00 70 6 \w 88.00 115.00 1.00 55.50 -- 43.20 77.00 -60.00 27 7 \w 102.00 127.00 1.00 55.50 -- 43.20 178.00-180.00 25 8 \w 69.00 117.00 1.00 111.00 -- 111.00-125.00 150.00 48 9 \w 42.00 67.00 1.00 111.00 -- 111.00-125.00 -60.00 25 10 \w 56.00 105.00 1.00 111.00 -- 111.00 -77.00 0.00 49 11 \w 41.00 117.00 1.00 111.00 -- 111.00-125.00-150.00 76 12 \w 38.00 118.00 1.00 111.00 -- 111.00 -30.00 -60.00 80 13 \w 90.00 152.00 1.00 111.00 -- 111.00 30.00-120.00 62 14 \w 82.00 172.00 1.00 111.00 -- 111.00 77.00 -90.00 90 15 \w 45.00 135.00 1.00 111.00 -- 111.00 -61.00-150.00 90 16 \w 61.00 117.00 1.00 111.00 -- 111.00-125.00 30.00 56 17 \w 45.00 120.00 1.00 111.00 -- 111.00 -45.00 30.00 75 18 \w 129.00 155.00 1.00 111.00 -- 111.00 30.00-150.00 26 19 \w 102.00 178.00 1.00 111.00 -- 111.00 45.00 -30.00 76 20 \w 90.00 117.00 1.00 111.00 -- 111.00-125.00 -30.00 27 21 \w 95.00 127.00 1.00 111.00 -- 111.00 125.00-150.00 32 22 \w 43.00 106.00 1.00 111.00 -- 111.00 -77.00-180.00 63 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at home/near, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0050853000 _diffrn_orient_matrix_UB_12 0.0705067000 _diffrn_orient_matrix_UB_13 -0.0578821000 _diffrn_orient_matrix_UB_21 0.1463634000 _diffrn_orient_matrix_UB_22 0.0054573000 _diffrn_orient_matrix_UB_23 0.0123777000 _diffrn_orient_matrix_UB_31 0.0070472000 _diffrn_orient_matrix_UB_32 -0.0630012000 _diffrn_orient_matrix_UB_33 -0.0635574000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Cu) X-ray Source' _diffrn_special_details ? _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 3981 _reflns_number_total 5324 _reflns_special_details ; _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. Completness statistics refer to single and composite reflections containing twin component 1 only. ; _reflns_threshold_expression 'I > 2\s(I)' _computing_cell_refinement 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_data_collection 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_data_reduction 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _refine_diff_density_max 0.323 _refine_diff_density_min -0.312 _refine_diff_density_rms 0.069 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 179 _refine_ls_number_reflns 5324 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0610 _refine_ls_R_factor_gt 0.0437 _refine_ls_restrained_S_all 1.068 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0735P)^2^+0.0459P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1184 _refine_ls_wR_factor_ref 0.1298 _refine_special_details 'Refined as a 2-component twin. Component 2 rotated by 179.8773\% around [0.98 0.00 -0.21] (reciprocal) or [1.00 -0.00 0.00] (direct). BASF 0.4067' _olex2_refinement_description ; 1. Twinned data refinement Scales: 0.5933(14) 0.4067(14) 2. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups 3.a Ternary CH refined with riding coordinates: C9(H9), C12(H12) 3.b Aromatic/amide H refined with riding coordinates: C5(H5), C6(H6), C7(H7), C16(H16), C17(H17), C18(H18) 3.c Idealised Me refined as rotating group: C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C13(H13A,H13B,H13C), C14(H14A,H14B, H14C) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _atom_sites_solution_secondary ? loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.48047(8) 0.83165(5) 0.65664(4) 0.02415(18) Uani 1 1 d . . . . . P2 P 0.500000 0.91130(7) 0.750000 0.0256(2) Uani 1 2 d S T P . . N1 N 0.4870(2) 0.65824(14) 0.68872(11) 0.0186(4) Uani 1 1 d . . . . . C1 C 0.4918(3) 0.74116(16) 0.71069(14) 0.0191(5) Uani 1 1 d . . . . . C2 C 0.500000 0.6097(2) 0.750000 0.0186(7) Uani 1 2 d S T P . . C3 C 0.4830(3) 0.63244(16) 0.61097(14) 0.0187(5) Uani 1 1 d . . . . . C4 C 0.3646(3) 0.61729(17) 0.56898(15) 0.0207(6) Uani 1 1 d . . . . . C5 C 0.3645(3) 0.60067(18) 0.49241(15) 0.0227(6) Uani 1 1 d . . . . . H5 H 0.287798 0.590730 0.462272 0.027 Uiso 1 1 calc R . . . . C6 C 0.4765(3) 0.59877(19) 0.46085(15) 0.0238(6) Uani 1 1 d . . . . . H6 H 0.474247 0.588180 0.409636 0.029 Uiso 1 1 calc R . . . . C7 C 0.5921(3) 0.61242(18) 0.50444(15) 0.0225(6) Uani 1 1 d . . . . . H7 H 0.666799 0.610214 0.482306 0.027 Uiso 1 1 calc R . . . . C8 C 0.5981(3) 0.62944(17) 0.58113(15) 0.0201(6) Uani 1 1 d . . . . . C9 C 0.2405(3) 0.62023(19) 0.60283(16) 0.0240(6) Uani 1 1 d . . . . . H9 H 0.261699 0.621623 0.657754 0.029 Uiso 1 1 calc R . . . . C10 C 0.1656(3) 0.6980(2) 0.57927(18) 0.0319(7) Uani 1 1 d . . . . . H10A H 0.216784 0.745381 0.594266 0.048 Uiso 1 1 calc GR . . . . H10B H 0.089504 0.699423 0.603149 0.048 Uiso 1 1 calc GR . . . . H10C H 0.143263 0.698319 0.525559 0.048 Uiso 1 1 calc GR . . . . C11 C 0.1600(3) 0.5435(2) 0.58289(19) 0.0332(7) Uani 1 1 d . . . . . H11A H 0.127327 0.544601 0.530314 0.050 Uiso 1 1 calc GR . . . . H11B H 0.090451 0.542248 0.612337 0.050 Uiso 1 1 calc GR . . . . H11C H 0.211682 0.495338 0.593469 0.050 Uiso 1 1 calc GR . . . . C12 C 0.7257(3) 0.6453(2) 0.62813(16) 0.0256(6) Uani 1 1 d . . . . . H12 H 0.710365 0.653706 0.680421 0.031 Uiso 1 1 calc R . . . . C13 C 0.7897(3) 0.7227(2) 0.60245(19) 0.0336(7) Uani 1 1 d . . . . . H13A H 0.813490 0.713856 0.553099 0.050 Uiso 1 1 calc GR . . . . H13B H 0.864371 0.734636 0.637126 0.050 Uiso 1 1 calc GR . . . . H13C H 0.731611 0.768088 0.601007 0.050 Uiso 1 1 calc GR . . . . C14 C 0.8143(3) 0.5714(2) 0.62635(18) 0.0341(7) Uani 1 1 d . . . . . H14A H 0.771755 0.522685 0.640293 0.051 Uiso 1 1 calc GR . . . . H14B H 0.889879 0.580116 0.661202 0.051 Uiso 1 1 calc GR . . . . H14C H 0.836913 0.564915 0.576449 0.051 Uiso 1 1 calc GR . . . . C15 C 0.500000 0.5189(2) 0.750000 0.0191(7) Uani 1 2 d S T P . . C16 C 0.3852(3) 0.47573(17) 0.74265(16) 0.0242(6) Uani 1 1 d . . . . . H16 H 0.308408 0.504125 0.737792 0.029 Uiso 1 1 calc R . . . . C17 C 0.3857(3) 0.39082(18) 0.74259(17) 0.0281(6) Uani 1 1 d . . . . . H17 H 0.309199 0.362105 0.737574 0.034 Uiso 1 1 calc R . . . . C18 C 0.500000 0.3483(2) 0.750000 0.0261(8) Uani 1 2 d S T P . . H18 H 0.500002 0.291084 0.750000 0.031 Uiso 1 2 calc RS T P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0297(4) 0.0220(3) 0.0199(3) 0.0022(3) 0.0001(3) 0.0006(3) P2 0.0301(6) 0.0199(5) 0.0256(5) 0.000 -0.0015(4) 0.000 N1 0.0213(11) 0.0210(12) 0.0135(10) -0.0010(8) 0.0023(8) 0.0005(9) C1 0.0170(12) 0.0201(14) 0.0202(13) 0.0007(10) 0.0023(10) -0.0018(11) C2 0.0166(18) 0.024(2) 0.0156(16) 0.000 0.0031(14) 0.000 C3 0.0232(14) 0.0208(13) 0.0118(12) 0.0005(9) 0.0009(10) 0.0016(11) C4 0.0207(14) 0.0223(14) 0.0192(12) 0.0023(10) 0.0034(11) 0.0034(11) C5 0.0223(14) 0.0262(15) 0.0181(12) -0.0011(10) -0.0028(10) 0.0008(11) C6 0.0287(15) 0.0265(15) 0.0159(12) 0.0007(11) 0.0021(11) 0.0027(12) C7 0.0241(15) 0.0254(15) 0.0191(13) -0.0002(10) 0.0061(11) 0.0020(11) C8 0.0219(14) 0.0208(14) 0.0175(12) 0.0003(10) 0.0022(11) -0.0002(11) C9 0.0193(14) 0.0327(16) 0.0205(13) 0.0003(11) 0.0044(11) 0.0009(12) C10 0.0228(15) 0.0370(18) 0.0360(17) 0.0021(13) 0.0046(13) 0.0077(13) C11 0.0241(15) 0.0405(19) 0.0360(17) -0.0048(14) 0.0081(13) -0.0047(14) C12 0.0207(15) 0.0336(17) 0.0219(14) -0.0022(12) 0.0006(11) 0.0012(12) C13 0.0264(16) 0.0383(19) 0.0360(16) -0.0052(14) 0.0033(13) -0.0075(13) C14 0.0236(15) 0.046(2) 0.0314(16) 0.0010(14) -0.0003(13) 0.0064(14) C15 0.0229(19) 0.0203(18) 0.0140(16) 0.000 0.0025(14) 0.000 C16 0.0214(14) 0.0250(14) 0.0254(14) 0.0017(11) 0.0001(11) -0.0007(11) C17 0.0294(16) 0.0274(15) 0.0260(14) 0.0010(11) -0.0019(12) -0.0016(12) C18 0.034(2) 0.021(2) 0.0225(19) 0.000 -0.0029(17) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 P2 2.1032(10) . ? P1 C1 1.757(3) . ? N1 C1 1.404(3) . ? N1 C2 1.344(3) . ? N1 C3 1.449(3) . ? C1 C1 1.395(5) 2_656 ? C2 C15 1.476(5) . ? C3 C4 1.399(4) . ? C3 C8 1.394(4) . ? C4 C5 1.397(4) . ? C4 C9 1.518(4) . ? C5 H5 0.9300 . ? C5 C6 1.379(4) . ? C6 H6 0.9300 . ? C6 C7 1.383(4) . ? C7 H7 0.9300 . ? C7 C8 1.394(4) . ? C8 C12 1.519(4) . ? C9 H9 0.9800 . ? C9 C10 1.524(4) . ? C9 C11 1.527(4) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12 0.9800 . ? C12 C13 1.528(4) . ? C12 C14 1.528(4) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 C16 1.396(3) 2_656 ? C15 C16 1.396(3) . ? C16 H16 0.9300 . ? C16 C17 1.381(4) . ? C17 H17 0.9300 . ? C17 C18 1.386(4) . ? C18 H18 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 P1 P2 94.91(9) . . ? P1 P2 P1 103.98(6) . 2_656 ? C1 N1 C3 122.9(2) . . ? C2 N1 C1 109.8(2) . . ? C2 N1 C3 127.0(2) . . ? N1 C1 P1 130.76(19) . . ? C1 C1 P1 123.11(9) 2_656 . ? C1 C1 N1 106.13(13) 2_656 . ? N1 C2 N1 108.1(3) . 2_656 ? N1 C2 C15 125.95(16) 2_656 . ? N1 C2 C15 125.95(16) . . ? C4 C3 N1 118.7(2) . . ? C8 C3 N1 117.4(2) . . ? C8 C3 C4 123.8(2) . . ? C3 C4 C9 122.9(2) . . ? C5 C4 C3 116.6(3) . . ? C5 C4 C9 120.5(3) . . ? C4 C5 H5 119.5 . . ? C6 C5 C4 121.0(3) . . ? C6 C5 H5 119.5 . . ? C5 C6 H6 119.6 . . ? C5 C6 C7 120.8(3) . . ? C7 C6 H6 119.6 . . ? C6 C7 H7 119.6 . . ? C6 C7 C8 120.8(3) . . ? C8 C7 H7 119.6 . . ? C3 C8 C7 117.0(3) . . ? C3 C8 C12 122.8(2) . . ? C7 C8 C12 120.2(3) . . ? C4 C9 H9 107.6 . . ? C4 C9 C10 111.3(3) . . ? C4 C9 C11 111.5(3) . . ? C10 C9 H9 107.6 . . ? C10 C9 C11 111.0(3) . . ? C11 C9 H9 107.6 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10B 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C11 H11A 109.5 . . ? C9 C11 H11B 109.5 . . ? C9 C11 H11C 109.5 . . ? H11A C11 H11B 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C8 C12 H12 107.9 . . ? C8 C12 C13 111.8(2) . . ? C8 C12 C14 111.1(3) . . ? C13 C12 H12 107.9 . . ? C13 C12 C14 110.1(3) . . ? C14 C12 H12 107.9 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13B 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14B 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 C2 120.23(18) 2_656 . ? C16 C15 C2 120.23(18) . . ? C16 C15 C16 119.5(4) 2_656 . ? C15 C16 H16 120.0 . . ? C17 C16 C15 120.0(3) . . ? C17 C16 H16 120.0 . . ? C16 C17 H17 119.9 . . ? C16 C17 C18 120.2(3) . . ? C18 C17 H17 119.9 . . ? C17 C18 C17 120.1(4) . 2_656 ? C17 C18 H18 120.0 . . ? C17 C18 H18 120.0 2_656 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag P2 P1 C1 N1 179.9(3) . . . . ? P2 P1 C1 C1 0.0(3) . . . 2_656 ? N1 C2 C15 C16 96.02(18) . . . 2_656 ? N1 C2 C15 C16 -83.98(18) 2_656 . . 2_656 ? N1 C2 C15 C16 -83.98(18) . . . . ? N1 C2 C15 C16 96.02(18) 2_656 . . . ? N1 C3 C4 C5 173.7(2) . . . . ? N1 C3 C4 C9 -4.9(4) . . . . ? N1 C3 C8 C7 -173.9(2) . . . . ? N1 C3 C8 C12 4.9(4) . . . . ? C1 N1 C2 N1 0.07(14) . . . 2_656 ? C1 N1 C2 C15 -179.93(14) . . . . ? C1 N1 C3 C4 -94.4(3) . . . . ? C1 N1 C3 C8 81.5(3) . . . . ? C2 N1 C1 P1 179.96(18) . . . . ? C2 N1 C1 C1 -0.2(4) . . . 2_656 ? C2 N1 C3 C4 93.0(3) . . . . ? C2 N1 C3 C8 -91.0(3) . . . . ? C2 C15 C16 C17 179.9(2) . . . . ? C3 N1 C1 P1 6.3(4) . . . . ? C3 N1 C1 C1 -173.8(3) . . . 2_656 ? C3 N1 C2 N1 173.4(3) . . . 2_656 ? C3 N1 C2 C15 -6.6(3) . . . . ? C3 C4 C5 C6 0.6(4) . . . . ? C3 C4 C9 C10 105.1(3) . . . . ? C3 C4 C9 C11 -130.3(3) . . . . ? C3 C8 C12 C13 -115.0(3) . . . . ? C3 C8 C12 C14 121.6(3) . . . . ? C4 C3 C8 C7 1.8(4) . . . . ? C4 C3 C8 C12 -179.4(3) . . . . ? C4 C5 C6 C7 0.7(5) . . . . ? C5 C4 C9 C10 -73.4(4) . . . . ? C5 C4 C9 C11 51.1(4) . . . . ? C5 C6 C7 C8 -0.8(5) . . . . ? C6 C7 C8 C3 -0.4(4) . . . . ? C6 C7 C8 C12 -179.3(3) . . . . ? C7 C8 C12 C13 63.8(4) . . . . ? C7 C8 C12 C14 -59.6(4) . . . . ? C8 C3 C4 C5 -1.9(4) . . . . ? C8 C3 C4 C9 179.5(3) . . . . ? C9 C4 C5 C6 179.3(3) . . . . ? C15 C16 C17 C18 0.2(4) . . . . ? C16 C15 C16 C17 -0.1(2) 2_656 . . . ? C16 C17 C18 C17 -0.1(2) . . . 2_656 ? _shelx_res_file ; TITL rottschaefer101_twin1_hklf4_a.res in C2/c rottschaefer101_twin1_hklf4.res created by SHELXL-2018/3 at 07:52:06 on 05-Nov-2018 REM Old TITL rottschaefer101_twin1_hklf4 in C2/c REM SHELXT solution in C2/c: R1 0.175, Rweak 0.023, Alpha 0.053 REM 0.000 for 0 systematic absences, Orientation as input REM Formula found by SHELXT: C33 N2 P3 CELL 1.54184 10.5947 16.2615 17.8991 90 97.414 90 ZERR 4 0.0008 0.0008 0.0013 0 0.007 0 LATT 7 SYMM -X,+Y,0.5-Z SFAC C H N P UNIT 132 156 8 12 L.S. 11 PLAN 5 SIZE 0.02 0.03 0.174 BOND $H more -1 conf list fmap 2 53 acta REM REM REM WGHT 0.073500 0.045900 BASF 0.40666 FVAR 2.12973 P1 4 0.480467 0.831648 0.656641 11.00000 0.02972 0.02202 = 0.01990 0.00218 0.00006 0.00056 P2 4 0.500000 0.911295 0.750000 10.50000 0.03006 0.01989 = 0.02562 0.00000 -0.00150 0.00000 N1 3 0.486975 0.658245 0.688718 11.00000 0.02134 0.02105 = 0.01352 -0.00098 0.00226 0.00050 C1 1 0.491803 0.741160 0.710694 11.00000 0.01705 0.02015 = 0.02017 0.00070 0.00227 -0.00185 C2 1 0.500000 0.609738 0.750000 10.50000 0.01655 0.02389 = 0.01557 0.00000 0.00311 0.00000 C3 1 0.483031 0.632442 0.610969 11.00000 0.02320 0.02083 = 0.01180 0.00046 0.00087 0.00156 C4 1 0.364570 0.617292 0.568984 11.00000 0.02070 0.02233 = 0.01916 0.00230 0.00343 0.00336 C5 1 0.364530 0.600667 0.492415 11.00000 0.02234 0.02618 = 0.01808 -0.00114 -0.00282 0.00076 AFIX 43 H5 2 0.287798 0.590730 0.462272 11.00000 -1.20000 AFIX 0 C6 1 0.476504 0.598767 0.460851 11.00000 0.02865 0.02649 = 0.01595 0.00069 0.00213 0.00267 AFIX 43 H6 2 0.474247 0.588180 0.409636 11.00000 -1.20000 AFIX 0 C7 1 0.592128 0.612417 0.504435 11.00000 0.02406 0.02538 = 0.01905 -0.00022 0.00613 0.00200 AFIX 43 H7 2 0.666799 0.610214 0.482306 11.00000 -1.20000 AFIX 0 C8 1 0.598134 0.629436 0.581132 11.00000 0.02191 0.02082 = 0.01751 0.00025 0.00215 -0.00021 C9 1 0.240452 0.620228 0.602834 11.00000 0.01930 0.03269 = 0.02051 0.00035 0.00437 0.00089 AFIX 13 H9 2 0.261699 0.621623 0.657754 11.00000 -1.20000 AFIX 0 C10 1 0.165575 0.698034 0.579273 11.00000 0.02282 0.03698 = 0.03599 0.00207 0.00461 0.00767 AFIX 137 H10A 2 0.216784 0.745381 0.594266 11.00000 -1.50000 H10B 2 0.089504 0.699423 0.603149 11.00000 -1.50000 H10C 2 0.143263 0.698319 0.525559 11.00000 -1.50000 AFIX 0 C11 1 0.160006 0.543475 0.582886 11.00000 0.02408 0.04048 = 0.03603 -0.00479 0.00808 -0.00474 AFIX 137 H11A 2 0.127327 0.544601 0.530314 11.00000 -1.50000 H11B 2 0.090451 0.542248 0.612337 11.00000 -1.50000 H11C 2 0.211682 0.495338 0.593469 11.00000 -1.50000 AFIX 0 C12 1 0.725692 0.645312 0.628126 11.00000 0.02071 0.03356 = 0.02186 -0.00223 0.00062 0.00121 AFIX 13 H12 2 0.710365 0.653706 0.680421 11.00000 -1.20000 AFIX 0 C13 1 0.789742 0.722659 0.602454 11.00000 0.02637 0.03826 = 0.03600 -0.00521 0.00329 -0.00750 AFIX 137 H13A 2 0.813490 0.713856 0.553099 11.00000 -1.50000 H13B 2 0.864371 0.734636 0.637126 11.00000 -1.50000 H13C 2 0.731611 0.768088 0.601007 11.00000 -1.50000 AFIX 0 C14 1 0.814295 0.571386 0.626353 11.00000 0.02364 0.04614 = 0.03137 0.00105 -0.00028 0.00641 AFIX 137 H14A 2 0.771755 0.522685 0.640293 11.00000 -1.50000 H14B 2 0.889879 0.580116 0.661202 11.00000 -1.50000 H14C 2 0.836913 0.564915 0.576449 11.00000 -1.50000 AFIX 0 C15 1 0.500000 0.518941 0.750000 10.50000 0.02290 0.02032 = 0.01402 0.00000 0.00245 0.00000 C16 1 0.385224 0.475726 0.742651 11.00000 0.02139 0.02496 = 0.02537 0.00166 0.00005 -0.00071 AFIX 43 H16 2 0.308408 0.504125 0.737792 11.00000 -1.20000 AFIX 0 C17 1 0.385740 0.390819 0.742595 11.00000 0.02945 0.02735 = 0.02603 0.00102 -0.00187 -0.00162 AFIX 43 H17 2 0.309199 0.362105 0.737574 11.00000 -1.20000 AFIX 0 C18 1 0.500000 0.348274 0.750000 10.50000 0.03367 0.02057 = 0.02245 0.00000 -0.00289 0.00000 AFIX 43 H18 2 0.500002 0.291084 0.750000 10.50000 -1.20000 AFIX 0 HKLF 5 REM rottschaefer101_twin1_hklf4_a.res in C2/c REM wR2 = 0.1298, GooF = S = 1.068, Restrained GooF = 1.068 for all data REM R1 = 0.0437 for 3981 Fo > 4sig(Fo) and 0.0610 for all 5324 data REM 179 parameters refined using 0 restraints END WGHT 0.0735 0.0459 REM Highest difference peak 0.323, deepest hole -0.312, 1-sigma level 0.069 Q1 1 0.6517 0.6354 0.6010 11.00000 0.05 0.32 Q2 1 0.6011 0.6331 0.5442 11.00000 0.05 0.27 Q3 1 0.5331 0.8528 0.7161 11.00000 0.05 0.26 Q4 1 0.5366 0.6010 0.4851 11.00000 0.05 0.26 Q5 1 0.3605 0.6359 0.5446 11.00000 0.05 0.25 ; _shelx_res_checksum 20294 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.345 _oxdiff_exptl_absorpt_empirical_full_min 0.833 _oxdiff_twin_integration_method simultaneous _oxdiff_twin_items 2 loop_ _twin_individual_id _twin_individual_mass_fraction_refined _oxdiff_twin_reflns_isolated _oxdiff_twin_reflns_overlapped _twin_individual_twin_lattice_type _twin_individual_twin_matrix_11 _twin_individual_twin_matrix_12 _twin_individual_twin_matrix_13 _twin_individual_twin_matrix_21 _twin_individual_twin_matrix_22 _twin_individual_twin_matrix_23 _twin_individual_twin_matrix_31 _twin_individual_twin_matrix_32 _twin_individual_twin_matrix_33 1 0.5933(14) 4914 7329 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000 0.0000 1.0000 2 0.4067(14) 4904 7329 nmt 1.0004 0.0000 -0.0000 -0.0000 -1.0001 -0.0010 -0.4354 0.0023 -0.9992 _twin_special_details ; Component 2 rotated by 179.8773\% around [0.98 0.00 -0.21] (reciprocal) or [1.00 -0.00 0.00] (direct) ; ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_compound4c _database_code_depnum_ccdc_archive 'CCDC 1939611' loop_ _audit_author_name _audit_author_address 'Hans Georg Stammler' ;University of Bielefeld Germany ; _audit_update_record ; 2019-07-10 deposited with the CCDC. 2019-10-18 downloaded from the CCDC. ; _audit_creation_date 2018-10-23 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _shelx_SHELXL_version_number 2018/3 _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C34 H41 N2 P3, C7 H8' _chemical_formula_sum 'C41 H49 N2 P3' _chemical_formula_weight 662.73 _chemical_absolute_configuration ad _chemical_melting_point ? _chemical_oxdiff_formula C41H49N2P3 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _space_group_crystal_system orthorhombic _space_group_IT_number 19 _space_group_name_H-M_alt 'P 21 21 21' _space_group_name_Hall 'P 2ac 2ab' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 11.1499(5) _cell_length_b 17.6614(8) _cell_length_c 19.2232(6) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3785.5(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 14670 _cell_measurement_temperature 100.0(1) _cell_measurement_theta_max 76.1140 _cell_measurement_theta_min 3.3750 _shelx_estimated_absorpt_T_max ? _shelx_estimated_absorpt_T_min ? _exptl_absorpt_coefficient_mu 1.659 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.855 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) Numerical absorption correction based on gaussian integration over a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_special_details ? _exptl_crystal_colour 'clear brown' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary brown _exptl_crystal_density_diffrn 1.163 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description irregular _exptl_crystal_F_000 1416 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 2 -11 -2 0.0561 3 -10 3 0.0586 1 7 9 0.0740 -3 10 -2 0.0441 -3 6 -9 0.0531 -2 -3 -12 0.0555 -1 -8 9 0.0653 5 6 -7 0.0140 -7 2 -1 0.0351 3 -7 8 0.0772 -6 -3 -6 0.0486 6 -2 8 0.0837 7 -3 1 0.0498 -1 -4 12 0.0695 _exptl_crystal_size_max 0.153 _exptl_crystal_size_mid 0.108 _exptl_crystal_size_min 0.087 loop_ _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z 1.8140 -10.9341 -2.1511 0.2225 -0.7515 0.6211 2.8642 -10.1880 2.9969 0.1241 -0.4212 0.8984 0.6112 7.4909 9.3723 -0.2838 0.9556 0.0795 -2.7061 10.4883 -2.0521 -0.1450 0.4912 -0.8589 -3.3681 5.9567 -8.9668 0.0474 -0.1563 -0.9866 -2.1472 -2.6583 -11.5492 0.2374 -0.7979 -0.5540 -1.3352 -7.8708 8.7717 -0.5952 -0.1759 0.7841 4.7629 5.7977 -6.9309 0.8946 0.2652 -0.3597 -7.1385 1.7235 -0.9973 -0.7666 -0.2282 -0.6001 2.9879 -6.9989 8.0047 -0.0568 0.0268 0.9734 -5.9886 -3.0158 -6.0004 -0.4504 -0.7262 -0.5071 5.9858 -1.9882 8.0032 0.3257 0.4851 0.8846 6.9914 -2.9863 1.0058 0.7400 0.1384 0.6617 -1.0114 -4.0060 11.9996 -0.6703 0.2435 0.7470 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0500 _diffrn_reflns_av_unetI/netI 0.0417 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.982 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_number 31369 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.974 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 76.768 _diffrn_reflns_theta_min 3.398 _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 100.0(1) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 5.3114 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.982 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -122.00 -35.00 1.00 8.00 -- -38.50-178.00 30.00 87 2 \w -110.00 -18.00 1.00 8.00 -- -38.50 -38.00 150.00 92 3 \w -123.00 -34.00 1.00 8.00 -- -38.50 178.00 150.00 89 4 \w 57.00 127.00 1.00 8.00 -- 43.20 178.00 90.00 70 5 \w 85.00 178.00 1.00 32.00 -- 111.00 61.00 120.00 93 6 \w 31.00 110.00 1.00 32.00 -- 111.00 -94.00 60.00 79 7 \w 94.00 178.00 1.00 32.00 -- 111.00 125.00 -90.00 84 8 \w 81.00 178.00 1.00 32.00 -- 111.00 77.00-180.00 97 9 \w 41.00 118.00 1.00 32.00 -- 111.00-125.00 -30.00 77 10 \w 41.00 118.00 1.00 32.00 -- 111.00-125.00-150.00 77 11 \w 31.00 110.00 1.00 32.00 -- 111.00 -94.00-180.00 79 12 \w 90.00 178.00 1.00 32.00 -- 111.00 30.00-120.00 88 13 \w 13.00 115.00 1.00 8.00 -- 43.20 77.00 0.00 102 14 \w 18.00 112.00 1.00 8.00 -- 43.20 57.00 120.00 94 15 \w 18.00 112.00 1.00 8.00 -- 43.20 57.00 -90.00 94 16 \w 71.00 141.00 1.00 32.00 -- 111.00 15.00 60.00 70 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at home/near, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.1152783000 _diffrn_orient_matrix_UB_12 0.0073722000 _diffrn_orient_matrix_UB_13 -0.0436866000 _diffrn_orient_matrix_UB_21 0.0416141000 _diffrn_orient_matrix_UB_22 0.0665810000 _diffrn_orient_matrix_UB_23 0.0460297000 _diffrn_orient_matrix_UB_31 0.0637426000 _diffrn_orient_matrix_UB_32 -0.0558597000 _diffrn_orient_matrix_UB_33 0.0489742000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Cu) X-ray Source' _reflns_Friedel_coverage 0.780 _reflns_Friedel_fraction_full 1.000 _reflns_Friedel_fraction_max 0.963 _reflns_number_gt 7012 _reflns_number_total 7770 _reflns_odcompleteness_completeness 99.98 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 71.98 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _reflns_threshold_expression 'I > 2\s(I)' _computing_cell_refinement 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_data_collection 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_data_reduction 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _refine_diff_density_max 0.295 _refine_diff_density_min -0.446 _refine_diff_density_rms 0.049 _refine_ls_abs_structure_details ; Flack x determined using 2682 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack -0.024(12) _refine_ls_extinction_coef 0.00082(15) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2018/3 (Sheldrick 2018)' _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 491 _refine_ls_number_reflns 7770 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0566 _refine_ls_R_factor_gt 0.0509 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0492P)^2^+2.6152P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1214 _refine_ls_wR_factor_ref 0.1253 _refine_special_details 'Hydrogen atoms were taken into account using a riding model. One solvent toluene molecule is disordered with ratio 58:42' _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups 2. Others Sof(C35B)=Sof(C36B)=Sof(H36B)=Sof(C37B)=Sof(H37B)=Sof(C38B)=Sof(H38B)= Sof(C39B)=Sof(H39B)=Sof(C40B)=Sof(H40B)=Sof(C41B)=Sof(H41D)=Sof(H41E)= Sof(H41F)=1-FVAR(1) Sof(C35A)=Sof(C36A)=Sof(H36A)=Sof(C37A)=Sof(H37A)=Sof(C38A)=Sof(H38A)= Sof(C39A)=Sof(H39A)=Sof(C40A)=Sof(H40A)=Sof(C41A)=Sof(H41A)=Sof(H41B)= Sof(H41C)=FVAR(1) 3.a Ternary CH refined with riding coordinates: C17(H17), C20(H20), C29(H29), C32(H32) 3.b Aromatic/amide H refined with riding coordinates: C5(H5), C6(H6), C8(H8), C9(H9), C13(H13), C14(H14), C15(H15), C25(H25), C26(H26), C27(H27), C36A(H36A), C37A(H37A), C38A(H38A), C39A(H39A), C40A(H40A), C36B(H36B), C37B(H37B), C38B(H38B), C39B(H39B), C40B(H40B) 3.c Idealised Me refined as rotating group: C10(H10A,H10B,H10C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C21(H21A,H21B, H21C), C22(H22A,H22B,H22C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C33(H33A, H33B,H33C), C34(H34A,H34B,H34C), C41A(H41A,H41B,H41C), C41B(H41D,H41E,H41F) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _atom_sites_solution_secondary ? loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.72514(11) 0.33363(7) 0.62759(5) 0.0381(3) Uani 1 1 d . . . . . P2 P 0.76861(11) 0.35151(7) 0.73303(5) 0.0424(3) Uani 1 1 d . . . . . P3 P 0.63658(11) 0.42865(7) 0.76650(5) 0.0389(3) Uani 1 1 d . . . . . N1 N 0.5176(3) 0.41081(18) 0.57443(14) 0.0289(7) Uani 1 1 d . . . . . N2 N 0.4638(3) 0.47753(19) 0.66490(15) 0.0309(7) Uani 1 1 d . . . . . C1 C 0.4358(4) 0.4624(2) 0.59772(17) 0.0292(8) Uani 1 1 d . . . . . C2 C 0.6010(4) 0.3940(2) 0.62733(18) 0.0297(8) Uani 1 1 d . . . . . C3 C 0.5641(4) 0.4348(2) 0.68569(18) 0.0327(8) Uani 1 1 d . . . . . C4 C 0.3374(4) 0.4967(2) 0.55818(18) 0.0329(9) Uani 1 1 d . . . . . C5 C 0.2777(4) 0.4572(2) 0.50567(18) 0.0344(8) Uani 1 1 d . . . . . H5 H 0.299692 0.407698 0.495004 0.041 Uiso 1 1 calc R . . . . C6 C 0.1848(4) 0.4923(3) 0.4693(2) 0.0369(9) Uani 1 1 d . . . . . H6 H 0.145484 0.465743 0.434317 0.044 Uiso 1 1 calc R . . . . C7 C 0.1496(5) 0.5662(3) 0.4840(2) 0.0420(10) Uani 1 1 d . . . . . C8 C 0.2073(6) 0.6035(3) 0.5370(2) 0.0559(15) Uani 1 1 d . . . . . H8 H 0.183116 0.652254 0.548841 0.067 Uiso 1 1 calc R . . . . C9 C 0.3004(5) 0.5701(3) 0.5729(2) 0.0497(13) Uani 1 1 d . . . . . H9 H 0.339147 0.597264 0.607774 0.060 Uiso 1 1 calc R . . . . C10 C 0.0476(5) 0.6027(3) 0.4456(2) 0.0510(12) Uani 1 1 d . . . . . H10A H 0.028671 0.573256 0.405063 0.076 Uiso 1 1 calc GR . . . . H10B H 0.070306 0.652893 0.431783 0.076 Uiso 1 1 calc GR . . . . H10C H -0.021346 0.605183 0.475408 0.076 Uiso 1 1 calc GR . . . . C11 C 0.5246(4) 0.3800(2) 0.50472(17) 0.0314(8) Uani 1 1 d . . . . . C12 C 0.5670(4) 0.4264(2) 0.45166(18) 0.0344(9) Uani 1 1 d . . . . . C13 C 0.5693(4) 0.3956(3) 0.38410(18) 0.0374(9) Uani 1 1 d . . . . . H13 H 0.596900 0.425000 0.347271 0.045 Uiso 1 1 calc R . . . . C14 C 0.5315(4) 0.3231(3) 0.37187(19) 0.0374(9) Uani 1 1 d . . . . . H14 H 0.531938 0.304061 0.326760 0.045 Uiso 1 1 calc R . . . . C15 C 0.4924(4) 0.2778(3) 0.4263(2) 0.0349(9) Uani 1 1 d . . . . . H15 H 0.468738 0.228244 0.417244 0.042 Uiso 1 1 calc R . . . . C16 C 0.4880(4) 0.3050(2) 0.49461(18) 0.0309(8) Uani 1 1 d . . . . . C17 C 0.6150(5) 0.5053(3) 0.4640(2) 0.0438(11) Uani 1 1 d . . . . . H17 H 0.604058 0.517056 0.513392 0.053 Uiso 1 1 calc R . . . . C18 C 0.5468(7) 0.5652(3) 0.4218(3) 0.0709(18) Uani 1 1 d . . . . . H18A H 0.557878 0.555813 0.373041 0.106 Uiso 1 1 calc GR . . . . H18B H 0.577043 0.614585 0.433135 0.106 Uiso 1 1 calc GR . . . . H18C H 0.462975 0.562692 0.432879 0.106 Uiso 1 1 calc GR . . . . C19 C 0.7492(6) 0.5079(3) 0.4485(3) 0.0636(16) Uani 1 1 d . . . . . H19A H 0.790063 0.471432 0.476926 0.095 Uiso 1 1 calc GR . . . . H19B H 0.779452 0.557649 0.458536 0.095 Uiso 1 1 calc GR . . . . H19C H 0.762562 0.496416 0.400315 0.095 Uiso 1 1 calc GR . . . . C20 C 0.4440(4) 0.2541(2) 0.55350(19) 0.0343(9) Uani 1 1 d . . . . . H20 H 0.474764 0.274824 0.597273 0.041 Uiso 1 1 calc R . . . . C21 C 0.4932(5) 0.1740(3) 0.5459(2) 0.0488(12) Uani 1 1 d . . . . . H21A H 0.578687 0.176124 0.540256 0.073 Uiso 1 1 calc GR . . . . H21B H 0.457846 0.150319 0.505967 0.073 Uiso 1 1 calc GR . . . . H21C H 0.474144 0.145261 0.586835 0.073 Uiso 1 1 calc GR . . . . C22 C 0.3084(4) 0.2530(3) 0.5582(2) 0.0421(10) Uani 1 1 d . . . . . H22A H 0.279651 0.303128 0.567940 0.063 Uiso 1 1 calc GR . . . . H22B H 0.284096 0.219396 0.594879 0.063 Uiso 1 1 calc GR . . . . H22C H 0.275477 0.235771 0.514884 0.063 Uiso 1 1 calc GR . . . . C23 C 0.3947(4) 0.5214(2) 0.71367(17) 0.0313(8) Uani 1 1 d . . . . . C24 C 0.2890(4) 0.4886(2) 0.74133(19) 0.0345(9) Uani 1 1 d . . . . . C25 C 0.2239(4) 0.5317(3) 0.78841(19) 0.0378(9) Uani 1 1 d . . . . . H25 H 0.154451 0.511820 0.807949 0.045 Uiso 1 1 calc R . . . . C26 C 0.2608(4) 0.6039(3) 0.80681(19) 0.0400(10) Uani 1 1 d . . . . . H26 H 0.215227 0.632201 0.837935 0.048 Uiso 1 1 calc R . . . . C27 C 0.3643(4) 0.6342(2) 0.77935(19) 0.0370(9) Uani 1 1 d . . . . . H27 H 0.387676 0.682680 0.792424 0.044 Uiso 1 1 calc R . . . . C28 C 0.4349(4) 0.5937(2) 0.73232(19) 0.0335(8) Uani 1 1 d . . . . . C29 C 0.2481(4) 0.4089(2) 0.7222(2) 0.0394(10) Uani 1 1 d . . . . . H29 H 0.305886 0.388278 0.688792 0.047 Uiso 1 1 calc R . . . . C30 C 0.2497(6) 0.3585(3) 0.7864(3) 0.0631(16) Uani 1 1 d . . . . . H30A H 0.222942 0.308618 0.774142 0.095 Uiso 1 1 calc GR . . . . H30B H 0.197411 0.379299 0.821197 0.095 Uiso 1 1 calc GR . . . . H30C H 0.329906 0.355808 0.804500 0.095 Uiso 1 1 calc GR . . . . C31 C 0.1256(5) 0.4092(3) 0.6876(3) 0.0533(12) Uani 1 1 d . . . . . H31A H 0.126155 0.443859 0.649115 0.080 Uiso 1 1 calc GR . . . . H31B H 0.065987 0.424759 0.720702 0.080 Uiso 1 1 calc GR . . . . H31C H 0.107190 0.359240 0.671146 0.080 Uiso 1 1 calc GR . . . . C32 C 0.5492(4) 0.6286(3) 0.7033(2) 0.0397(10) Uani 1 1 d . . . . . H32 H 0.586171 0.591754 0.671696 0.048 Uiso 1 1 calc R . . . . C33 C 0.5242(6) 0.7013(3) 0.6619(3) 0.0590(14) Uani 1 1 d . . . . . H33A H 0.468266 0.690531 0.625220 0.089 Uiso 1 1 calc GR . . . . H33B H 0.597745 0.719765 0.642220 0.089 Uiso 1 1 calc GR . . . . H33C H 0.491016 0.738906 0.692311 0.089 Uiso 1 1 calc GR . . . . C34 C 0.6389(5) 0.6459(3) 0.7613(2) 0.0484(11) Uani 1 1 d . . . . . H34A H 0.608126 0.685933 0.790046 0.073 Uiso 1 1 calc GR . . . . H34B H 0.713911 0.661329 0.741314 0.073 Uiso 1 1 calc GR . . . . H34C H 0.650958 0.601395 0.789118 0.073 Uiso 1 1 calc GR . . . . C35A C 0.8759(16) 0.6912(15) 0.5928(12) 0.047(6) Uani 0.584(12) 1 d . . P A 1 C36A C 0.8177(10) 0.6219(7) 0.6013(5) 0.053(3) Uani 0.584(12) 1 d . . P A 1 H36A H 0.748027 0.609953 0.577164 0.063 Uiso 0.584(12) 1 calc R . P A 1 C37A C 0.8709(12) 0.5712(7) 0.6488(6) 0.055(3) Uani 0.584(12) 1 d . . P A 1 H37A H 0.839443 0.522624 0.652961 0.066 Uiso 0.584(12) 1 calc R . P A 1 C38A C 0.965(2) 0.5907(11) 0.6880(10) 0.065(5) Uani 0.584(12) 1 d . . P A 1 H38A H 0.997700 0.557668 0.720663 0.078 Uiso 0.584(12) 1 calc R . P A 1 C39A C 1.0124(17) 0.6624(16) 0.6778(12) 0.075(10) Uani 0.584(12) 1 d . . P A 1 H39A H 1.078616 0.676676 0.704095 0.090 Uiso 0.584(12) 1 calc R . P A 1 C40A C 0.9694(11) 0.7109(7) 0.6336(6) 0.056(3) Uani 0.584(12) 1 d . . P A 1 H40A H 1.002890 0.758939 0.630008 0.067 Uiso 0.584(12) 1 calc R . P A 1 C41A C 0.8188(12) 0.7477(7) 0.5415(5) 0.079(4) Uani 0.584(12) 1 d . . P A 1 H41A H 0.754782 0.723357 0.516747 0.119 Uiso 0.584(12) 1 calc GR . P A 1 H41B H 0.878438 0.764753 0.509013 0.119 Uiso 0.584(12) 1 calc GR . P A 1 H41C H 0.787741 0.790343 0.566722 0.119 Uiso 0.584(12) 1 calc GR . P A 1 C35B C 0.9003(12) 0.6101(9) 0.6308(7) 0.043(3) Uani 0.416(12) 1 d . . P A 2 C36B C 0.988(2) 0.6220(15) 0.6780(10) 0.048(7) Uani 0.416(12) 1 d . . P A 2 H36B H 1.008563 0.582758 0.707856 0.057 Uiso 0.416(12) 1 calc R . P A 2 C37B C 1.0461(19) 0.6883(15) 0.6835(12) 0.047(5) Uani 0.416(12) 1 d . . P A 2 H37B H 1.112600 0.693526 0.712333 0.056 Uiso 0.416(12) 1 calc R . P A 2 C38B C 1.0025(17) 0.7498(11) 0.6437(6) 0.055(4) Uani 0.416(12) 1 d . . P A 2 H38B H 1.036055 0.797525 0.650213 0.066 Uiso 0.416(12) 1 calc R . P A 2 C39B C 0.9125(17) 0.7413(10) 0.5960(7) 0.054(4) Uani 0.416(12) 1 d . . P A 2 H39B H 0.895677 0.781279 0.566101 0.064 Uiso 0.416(12) 1 calc R . P A 2 C40B C 0.843(3) 0.674(2) 0.5902(18) 0.052(7) Uani 0.416(12) 1 d . . P A 2 H40B H 0.772611 0.669459 0.564743 0.063 Uiso 0.416(12) 1 calc R . P A 2 C41B C 0.8447(14) 0.5328(10) 0.6236(8) 0.060(4) Uani 0.416(12) 1 d . . P A 2 H41D H 0.900607 0.499254 0.601409 0.090 Uiso 0.416(12) 1 calc GR . P A 2 H41E H 0.773199 0.536333 0.596031 0.090 Uiso 0.416(12) 1 calc GR . P A 2 H41F H 0.824963 0.513499 0.668894 0.090 Uiso 0.416(12) 1 calc GR . P A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0416(5) 0.0458(6) 0.0268(4) -0.0004(4) 0.0002(4) 0.0064(5) P2 0.0456(6) 0.0535(7) 0.0282(5) 0.0034(5) -0.0042(5) 0.0054(5) P3 0.0470(6) 0.0503(7) 0.0195(4) -0.0005(4) -0.0038(4) 0.0036(5) N1 0.0398(18) 0.0303(17) 0.0167(13) -0.0019(11) 0.0024(12) 0.0001(14) N2 0.0416(18) 0.0327(18) 0.0184(13) -0.0036(12) -0.0023(13) 0.0040(15) C1 0.042(2) 0.0285(19) 0.0174(15) -0.0041(13) -0.0003(14) 0.0018(17) C2 0.040(2) 0.031(2) 0.0183(15) 0.0034(14) 0.0004(15) 0.0023(16) C3 0.042(2) 0.034(2) 0.0221(16) 0.0014(15) -0.0007(15) 0.0000(18) C4 0.045(2) 0.035(2) 0.0192(15) -0.0014(15) -0.0020(16) 0.0033(18) C5 0.045(2) 0.035(2) 0.0238(16) -0.0019(15) -0.0014(17) 0.0029(19) C6 0.042(2) 0.045(3) 0.0232(17) -0.0001(16) -0.0041(16) -0.0016(19) C7 0.057(3) 0.045(3) 0.0236(17) 0.0032(17) -0.0015(18) 0.006(2) C8 0.095(4) 0.043(3) 0.031(2) -0.0098(19) -0.015(2) 0.024(3) C9 0.086(4) 0.034(2) 0.0286(19) -0.0054(17) -0.016(2) 0.010(2) C10 0.059(3) 0.059(3) 0.034(2) 0.004(2) -0.003(2) 0.018(3) C11 0.040(2) 0.036(2) 0.0177(16) -0.0040(14) 0.0009(15) 0.0041(17) C12 0.045(2) 0.037(2) 0.0216(16) 0.0002(15) 0.0014(16) 0.0065(19) C13 0.048(2) 0.047(2) 0.0179(16) 0.0036(15) 0.0031(16) 0.006(2) C14 0.043(2) 0.050(3) 0.0194(15) -0.0056(17) -0.0013(16) 0.0069(19) C15 0.038(2) 0.039(2) 0.0274(18) -0.0070(16) -0.0040(16) 0.0008(18) C16 0.036(2) 0.036(2) 0.0206(16) -0.0018(15) -0.0005(15) 0.0030(17) C17 0.068(3) 0.038(2) 0.0255(17) 0.0009(16) 0.008(2) -0.005(2) C18 0.124(6) 0.041(3) 0.047(3) 0.014(2) -0.006(3) 0.002(3) C19 0.078(4) 0.069(4) 0.044(2) -0.009(2) 0.019(3) -0.028(3) C20 0.046(2) 0.034(2) 0.0227(16) -0.0023(15) -0.0005(16) -0.0029(18) C21 0.068(3) 0.036(3) 0.043(2) 0.0026(19) 0.013(2) 0.007(2) C22 0.046(3) 0.048(3) 0.033(2) 0.0024(19) -0.0019(18) -0.002(2) C23 0.041(2) 0.036(2) 0.0159(15) -0.0034(14) -0.0001(14) 0.0040(17) C24 0.043(2) 0.039(2) 0.0226(16) 0.0001(15) -0.0014(16) 0.0022(18) C25 0.041(2) 0.045(2) 0.0271(17) -0.0017(16) 0.0038(17) 0.006(2) C26 0.047(3) 0.048(3) 0.0253(17) -0.0073(16) 0.0009(17) 0.011(2) C27 0.052(2) 0.034(2) 0.0244(17) -0.0076(15) -0.0028(17) 0.0047(19) C28 0.046(2) 0.034(2) 0.0205(15) -0.0018(15) -0.0005(17) 0.0004(17) C29 0.045(2) 0.037(2) 0.036(2) -0.0021(16) 0.0012(17) -0.0017(18) C30 0.092(5) 0.040(3) 0.057(3) 0.011(2) -0.005(3) -0.006(3) C31 0.050(3) 0.050(3) 0.059(3) -0.006(2) -0.005(2) -0.006(2) C32 0.051(3) 0.039(2) 0.0285(18) -0.0030(17) 0.0035(18) -0.004(2) C33 0.072(4) 0.060(3) 0.045(3) 0.015(2) -0.009(3) -0.015(3) C34 0.051(3) 0.054(3) 0.040(2) -0.004(2) -0.001(2) -0.007(2) C35A 0.031(8) 0.076(16) 0.035(6) 0.017(9) 0.000(6) -0.003(7) C36A 0.058(6) 0.062(7) 0.038(4) -0.014(4) 0.009(4) -0.008(5) C37A 0.084(8) 0.033(6) 0.048(6) -0.007(5) 0.015(6) -0.002(6) C38A 0.085(12) 0.069(12) 0.042(8) 0.009(7) 0.008(7) 0.027(10) C39A 0.039(10) 0.13(3) 0.055(10) 0.011(18) 0.012(7) -0.014(13) C40A 0.070(7) 0.044(6) 0.054(6) -0.014(6) 0.011(6) -0.007(6) C41A 0.096(9) 0.096(9) 0.045(5) 0.016(6) 0.011(5) 0.021(7) C35B 0.050(8) 0.041(8) 0.038(6) -0.004(5) 0.000(6) -0.006(6) C36B 0.051(14) 0.08(2) 0.016(6) 0.017(12) 0.003(7) 0.002(14) C37B 0.043(12) 0.068(13) 0.029(6) 0.004(7) -0.005(8) 0.007(10) C38B 0.086(11) 0.050(9) 0.030(6) 0.001(6) -0.004(6) 0.011(8) C39B 0.077(10) 0.047(8) 0.037(6) -0.001(6) -0.010(6) 0.011(9) C40B 0.052(18) 0.071(17) 0.034(7) -0.010(9) 0.007(11) -0.013(13) C41B 0.066(9) 0.067(11) 0.046(7) 0.009(7) 0.002(7) -0.007(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 P2 2.1078(14) . ? P1 C2 1.747(4) . ? P2 P3 2.1066(17) . ? P3 C3 1.755(4) . ? N1 C1 1.365(5) . ? N1 C2 1.410(5) . ? N1 C11 1.448(4) . ? N2 C1 1.355(4) . ? N2 C3 1.406(5) . ? N2 C23 1.440(5) . ? C1 C4 1.465(6) . ? C2 C3 1.395(5) . ? C4 C5 1.396(5) . ? C4 C9 1.391(6) . ? C5 H5 0.9300 . ? C5 C6 1.396(6) . ? C6 H6 0.9300 . ? C6 C7 1.391(7) . ? C7 C8 1.374(6) . ? C7 C10 1.500(6) . ? C8 H8 0.9300 . ? C8 C9 1.380(7) . ? C9 H9 0.9300 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C12 1.392(5) . ? C11 C16 1.398(6) . ? C12 C13 1.408(5) . ? C12 C17 1.510(6) . ? C13 H13 0.9300 . ? C13 C14 1.369(6) . ? C14 H14 0.9300 . ? C14 C15 1.388(6) . ? C15 H15 0.9300 . ? C15 C16 1.399(5) . ? C16 C20 1.528(5) . ? C17 H17 0.9800 . ? C17 C18 1.534(7) . ? C17 C19 1.527(8) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20 0.9800 . ? C20 C21 1.523(6) . ? C20 C22 1.515(6) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 C24 1.417(6) . ? C23 C28 1.399(6) . ? C24 C25 1.388(6) . ? C24 C29 1.523(6) . ? C25 H25 0.9300 . ? C25 C26 1.386(6) . ? C26 H26 0.9300 . ? C26 C27 1.377(7) . ? C27 H27 0.9300 . ? C27 C28 1.396(5) . ? C28 C32 1.522(6) . ? C29 H29 0.9800 . ? C29 C30 1.523(6) . ? C29 C31 1.519(7) . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C32 H32 0.9800 . ? C32 C33 1.536(7) . ? C32 C34 1.530(6) . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 0.9600 . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? C35A C36A 1.39(2) . ? C35A C40A 1.35(2) . ? C35A C41A 1.54(3) . ? C36A H36A 0.9300 . ? C36A C37A 1.409(16) . ? C37A H37A 0.9300 . ? C37A C38A 1.34(3) . ? C38A H38A 0.9300 . ? C38A C39A 1.38(2) . ? C39A H39A 0.9300 . ? C39A C40A 1.30(3) . ? C40A H40A 0.9300 . ? C41A H41A 0.9600 . ? C41A H41B 0.9600 . ? C41A H41C 0.9600 . ? C35B C36B 1.35(3) . ? C35B C40B 1.51(4) . ? C35B C41B 1.51(2) . ? C36B H36B 0.9300 . ? C36B C37B 1.34(4) . ? C37B H37B 0.9300 . ? C37B C38B 1.41(3) . ? C38B H38B 0.9300 . ? C38B C39B 1.37(2) . ? C39B H39B 0.9300 . ? C39B C40B 1.42(3) . ? C40B H40B 0.9300 . ? C41B H41D 0.9600 . ? C41B H41E 0.9600 . ? C41B H41F 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 P1 P2 95.37(13) . . ? P3 P2 P1 103.29(6) . . ? C3 P3 P2 95.27(15) . . ? C1 N1 C2 110.2(3) . . ? C1 N1 C11 126.2(3) . . ? C2 N1 C11 123.6(3) . . ? C1 N2 C3 110.4(3) . . ? C1 N2 C23 127.1(3) . . ? C3 N2 C23 121.9(3) . . ? N1 C1 C4 127.3(3) . . ? N2 C1 N1 106.8(3) . . ? N2 C1 C4 125.9(4) . . ? N1 C2 P1 130.8(3) . . ? C3 C2 P1 123.1(3) . . ? C3 C2 N1 106.1(3) . . ? N2 C3 P3 130.6(3) . . ? C2 C3 P3 122.9(3) . . ? C2 C3 N2 106.4(3) . . ? C5 C4 C1 121.7(4) . . ? C9 C4 C1 120.1(4) . . ? C9 C4 C5 118.2(4) . . ? C4 C5 H5 120.2 . . ? C6 C5 C4 119.6(4) . . ? C6 C5 H5 120.2 . . ? C5 C6 H6 119.1 . . ? C7 C6 C5 121.7(4) . . ? C7 C6 H6 119.1 . . ? C6 C7 C10 121.1(4) . . ? C8 C7 C6 117.9(4) . . ? C8 C7 C10 120.9(4) . . ? C7 C8 H8 119.4 . . ? C7 C8 C9 121.2(4) . . ? C9 C8 H8 119.4 . . ? C4 C9 H9 119.3 . . ? C8 C9 C4 121.3(4) . . ? C8 C9 H9 119.3 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10B 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 N1 118.3(3) . . ? C12 C11 C16 123.7(3) . . ? C16 C11 N1 117.9(3) . . ? C11 C12 C13 117.0(4) . . ? C11 C12 C17 123.3(3) . . ? C13 C12 C17 119.6(4) . . ? C12 C13 H13 119.5 . . ? C14 C13 C12 120.9(4) . . ? C14 C13 H13 119.5 . . ? C13 C14 H14 119.8 . . ? C13 C14 C15 120.5(4) . . ? C15 C14 H14 119.8 . . ? C14 C15 H15 119.3 . . ? C14 C15 C16 121.3(4) . . ? C16 C15 H15 119.3 . . ? C11 C16 C15 116.5(4) . . ? C11 C16 C20 123.3(3) . . ? C15 C16 C20 120.2(4) . . ? C12 C17 H17 107.7 . . ? C12 C17 C18 112.2(4) . . ? C12 C17 C19 110.2(4) . . ? C18 C17 H17 107.7 . . ? C19 C17 H17 107.7 . . ? C19 C17 C18 111.2(5) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18B 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19B 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C16 C20 H20 107.6 . . ? C21 C20 C16 111.1(3) . . ? C21 C20 H20 107.6 . . ? C22 C20 C16 111.9(4) . . ? C22 C20 H20 107.6 . . ? C22 C20 C21 110.7(4) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21B 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22B 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 N2 118.0(4) . . ? C28 C23 N2 119.1(4) . . ? C28 C23 C24 122.9(4) . . ? C23 C24 C29 122.4(4) . . ? C25 C24 C23 117.0(4) . . ? C25 C24 C29 120.5(4) . . ? C24 C25 H25 119.4 . . ? C26 C25 C24 121.1(4) . . ? C26 C25 H25 119.4 . . ? C25 C26 H26 119.8 . . ? C27 C26 C25 120.5(4) . . ? C27 C26 H26 119.8 . . ? C26 C27 H27 119.3 . . ? C26 C27 C28 121.5(4) . . ? C28 C27 H27 119.3 . . ? C23 C28 C32 122.9(4) . . ? C27 C28 C23 116.9(4) . . ? C27 C28 C32 120.2(4) . . ? C24 C29 H29 107.8 . . ? C30 C29 C24 109.9(4) . . ? C30 C29 H29 107.8 . . ? C31 C29 C24 111.8(4) . . ? C31 C29 H29 107.8 . . ? C31 C29 C30 111.6(4) . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30B 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31B 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C28 C32 H32 108.1 . . ? C28 C32 C33 112.1(4) . . ? C28 C32 C34 111.1(3) . . ? C33 C32 H32 108.1 . . ? C34 C32 H32 108.1 . . ? C34 C32 C33 109.2(4) . . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33B 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C32 C34 H34A 109.5 . . ? C32 C34 H34B 109.5 . . ? C32 C34 H34C 109.5 . . ? H34A C34 H34B 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C36A C35A C41A 116.9(14) . . ? C40A C35A C36A 121.1(17) . . ? C40A C35A C41A 121.6(18) . . ? C35A C36A H36A 122.0 . . ? C35A C36A C37A 116.0(14) . . ? C37A C36A H36A 122.0 . . ? C36A C37A H37A 119.0 . . ? C38A C37A C36A 122.0(14) . . ? C38A C37A H37A 119.0 . . ? C37A C38A H38A 121.5 . . ? C37A C38A C39A 117(2) . . ? C39A C38A H38A 121.5 . . ? C38A C39A H39A 118.1 . . ? C40A C39A C38A 124(2) . . ? C40A C39A H39A 118.1 . . ? C35A C40A H40A 120.1 . . ? C39A C40A C35A 119.7(16) . . ? C39A C40A H40A 120.1 . . ? C35A C41A H41A 109.5 . . ? C35A C41A H41B 109.5 . . ? C35A C41A H41C 109.5 . . ? H41A C41A H41B 109.5 . . ? H41A C41A H41C 109.5 . . ? H41B C41A H41C 109.5 . . ? C36B C35B C40B 122.5(19) . . ? C36B C35B C41B 120.1(16) . . ? C41B C35B C40B 117.0(15) . . ? C35B C36B H36B 118.7 . . ? C37B C36B C35B 123(2) . . ? C37B C36B H36B 118.7 . . ? C36B C37B H37B 121.3 . . ? C36B C37B C38B 117.4(18) . . ? C38B C37B H37B 121.3 . . ? C37B C38B H38B 119.0 . . ? C39B C38B C37B 122.0(18) . . ? C39B C38B H38B 119.0 . . ? C38B C39B H39B 118.6 . . ? C38B C39B C40B 123(2) . . ? C40B C39B H39B 118.6 . . ? C35B C40B H40B 124.6 . . ? C39B C40B C35B 111(2) . . ? C39B C40B H40B 124.6 . . ? C35B C41B H41D 109.5 . . ? C35B C41B H41E 109.5 . . ? C35B C41B H41F 109.5 . . ? H41D C41B H41E 109.5 . . ? H41D C41B H41F 109.5 . . ? H41E C41B H41F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag P1 C2 C3 P3 -1.2(5) . . . . ? P1 C2 C3 N2 178.9(3) . . . . ? P2 P1 C2 N1 -176.9(4) . . . . ? P2 P1 C2 C3 0.8(4) . . . . ? P2 P3 C3 N2 -179.3(4) . . . . ? P2 P3 C3 C2 0.9(4) . . . . ? N1 C1 C4 C5 32.5(6) . . . . ? N1 C1 C4 C9 -148.1(4) . . . . ? N1 C2 C3 P3 176.9(3) . . . . ? N1 C2 C3 N2 -3.0(4) . . . . ? N1 C11 C12 C13 -178.1(4) . . . . ? N1 C11 C12 C17 4.8(6) . . . . ? N1 C11 C16 C15 178.1(4) . . . . ? N1 C11 C16 C20 -1.3(6) . . . . ? N2 C1 C4 C5 -148.8(4) . . . . ? N2 C1 C4 C9 30.6(7) . . . . ? N2 C23 C24 C25 179.8(3) . . . . ? N2 C23 C24 C29 1.0(5) . . . . ? N2 C23 C28 C27 179.5(3) . . . . ? N2 C23 C28 C32 0.1(6) . . . . ? C1 N1 C2 P1 -179.3(3) . . . . ? C1 N1 C2 C3 2.7(4) . . . . ? C1 N1 C11 C12 73.1(5) . . . . ? C1 N1 C11 C16 -106.8(5) . . . . ? C1 N2 C3 P3 -177.6(3) . . . . ? C1 N2 C3 C2 2.3(5) . . . . ? C1 N2 C23 C24 73.7(5) . . . . ? C1 N2 C23 C28 -107.1(5) . . . . ? C1 C4 C5 C6 -179.8(4) . . . . ? C1 C4 C9 C8 -179.4(5) . . . . ? C2 N1 C1 N2 -1.4(4) . . . . ? C2 N1 C1 C4 177.5(4) . . . . ? C2 N1 C11 C12 -103.0(5) . . . . ? C2 N1 C11 C16 77.0(5) . . . . ? C3 N2 C1 N1 -0.6(4) . . . . ? C3 N2 C1 C4 -179.5(4) . . . . ? C3 N2 C23 C24 -96.7(5) . . . . ? C3 N2 C23 C28 82.6(5) . . . . ? C4 C5 C6 C7 -0.1(6) . . . . ? C5 C4 C9 C8 0.0(7) . . . . ? C5 C6 C7 C8 -1.5(7) . . . . ? C5 C6 C7 C10 -178.5(4) . . . . ? C6 C7 C8 C9 2.4(8) . . . . ? C7 C8 C9 C4 -1.7(9) . . . . ? C9 C4 C5 C6 0.9(6) . . . . ? C10 C7 C8 C9 179.4(5) . . . . ? C11 N1 C1 N2 -178.0(4) . . . . ? C11 N1 C1 C4 0.9(7) . . . . ? C11 N1 C2 P1 -2.6(6) . . . . ? C11 N1 C2 C3 179.5(3) . . . . ? C11 C12 C13 C14 -0.2(6) . . . . ? C11 C12 C17 C18 -122.7(5) . . . . ? C11 C12 C17 C19 112.9(5) . . . . ? C11 C16 C20 C21 -139.0(4) . . . . ? C11 C16 C20 C22 96.6(5) . . . . ? C12 C11 C16 C15 -1.9(6) . . . . ? C12 C11 C16 C20 178.7(4) . . . . ? C12 C13 C14 C15 -1.4(7) . . . . ? C13 C12 C17 C18 60.3(6) . . . . ? C13 C12 C17 C19 -64.1(5) . . . . ? C13 C14 C15 C16 1.4(7) . . . . ? C14 C15 C16 C11 0.2(6) . . . . ? C14 C15 C16 C20 179.6(4) . . . . ? C15 C16 C20 C21 41.6(6) . . . . ? C15 C16 C20 C22 -82.8(5) . . . . ? C16 C11 C12 C13 1.9(6) . . . . ? C16 C11 C12 C17 -175.2(4) . . . . ? C17 C12 C13 C14 177.0(4) . . . . ? C23 N2 C1 N1 -171.8(4) . . . . ? C23 N2 C1 C4 9.2(7) . . . . ? C23 N2 C3 P3 -5.8(6) . . . . ? C23 N2 C3 C2 174.1(4) . . . . ? C23 C24 C25 C26 0.6(6) . . . . ? C23 C24 C29 C30 116.3(5) . . . . ? C23 C24 C29 C31 -119.3(4) . . . . ? C23 C28 C32 C33 118.1(5) . . . . ? C23 C28 C32 C34 -119.3(4) . . . . ? C24 C23 C28 C27 -1.3(6) . . . . ? C24 C23 C28 C32 179.3(4) . . . . ? C24 C25 C26 C27 -1.0(6) . . . . ? C25 C24 C29 C30 -62.4(5) . . . . ? C25 C24 C29 C31 62.0(5) . . . . ? C25 C26 C27 C28 0.2(6) . . . . ? C26 C27 C28 C23 0.9(6) . . . . ? C26 C27 C28 C32 -179.6(4) . . . . ? C27 C28 C32 C33 -61.3(5) . . . . ? C27 C28 C32 C34 61.3(5) . . . . ? C28 C23 C24 C25 0.6(6) . . . . ? C28 C23 C24 C29 -178.2(4) . . . . ? C29 C24 C25 C26 179.3(4) . . . . ? C35A C36A C37A C38A 6(2) . . . . ? C36A C35A C40A C39A 6(3) . . . . ? C36A C37A C38A C39A -3(3) . . . . ? C37A C38A C39A C40A 1(3) . . . . ? C38A C39A C40A C35A -2(3) . . . . ? C40A C35A C36A C37A -7(3) . . . . ? C41A C35A C36A C37A -179.6(13) . . . . ? C41A C35A C40A C39A 177.7(17) . . . . ? C35B C36B C37B C38B 8(4) . . . . ? C36B C35B C40B C39B 14(3) . . . . ? C36B C37B C38B C39B -7(3) . . . . ? C37B C38B C39B C40B 10(3) . . . . ? C38B C39B C40B C35B -13(3) . . . . ? C40B C35B C36B C37B -13(3) . . . . ? C41B C35B C36B C37B 175(2) . . . . ? C41B C35B C40B C39B -173.7(18) . . . . ? _shelx_res_file ; TITL rottschaefer99_a.res in P2(1)2(1)2(1) rottschaefer99.res created by SHELXL-2018/3 at 08:29:57 on 23-Oct-2018 REM Old TITL Rottschaefer99 in P212121 #19 REM SHELXT solution in P2(1)2(1)2(1): R1 0.124, Rweak 0.040, Alpha 0.005 REM 1.420 for 22 systematic absences, Orientation as input REM Flack x = 0.008 ( 0.017 ) from 1160 Parsons' quotients REM Formula found by SHELXT: C41 N3 P3 CELL 1.54184 11.149941 17.661444 19.223216 90 90 90 ZERR 4 0.00052 0.000765 0.000589 0 0 0 LATT -1 SYMM 0.5-X,-Y,0.5+Z SYMM -X,0.5+Y,0.5-Z SYMM 0.5+X,0.5-Y,-Z SFAC C H N P UNIT 164 196 8 12 L.S. 4 PLAN 5 more -1 htab conf BOND $h list 4 fmap 2 acta REM REM REM WGHT 0.049200 2.615200 EXTI 0.000824 FVAR 5.15869 0.58434 P1 4 0.725136 0.333632 0.627595 11.00000 0.04164 0.04580 = 0.02675 -0.00036 0.00022 0.00644 P2 4 0.768615 0.351506 0.733034 11.00000 0.04563 0.05351 = 0.02819 0.00343 -0.00417 0.00543 P3 4 0.636582 0.428652 0.766501 11.00000 0.04698 0.05029 = 0.01947 -0.00054 -0.00381 0.00365 N1 3 0.517572 0.410811 0.574427 11.00000 0.03977 0.03034 = 0.01673 -0.00189 0.00236 0.00007 N2 3 0.463827 0.477528 0.664895 11.00000 0.04161 0.03272 = 0.01839 -0.00357 -0.00232 0.00403 C1 1 0.435769 0.462415 0.597719 11.00000 0.04157 0.02854 = 0.01741 -0.00409 -0.00033 0.00177 C2 1 0.601010 0.394039 0.627330 11.00000 0.04016 0.03068 = 0.01834 0.00342 0.00041 0.00232 C3 1 0.564070 0.434830 0.685688 11.00000 0.04200 0.03408 = 0.02209 0.00138 -0.00066 -0.00003 C4 1 0.337449 0.496652 0.558182 11.00000 0.04481 0.03459 = 0.01925 -0.00139 -0.00204 0.00333 C5 1 0.277724 0.457151 0.505674 11.00000 0.04456 0.03483 = 0.02377 -0.00193 -0.00138 0.00286 AFIX 43 H5 2 0.299692 0.407698 0.495004 11.00000 -1.20000 AFIX 0 C6 1 0.184815 0.492349 0.469282 11.00000 0.04241 0.04499 = 0.02318 -0.00013 -0.00409 -0.00157 AFIX 43 H6 2 0.145484 0.465743 0.434317 11.00000 -1.20000 AFIX 0 C7 1 0.149554 0.566172 0.483965 11.00000 0.05693 0.04540 = 0.02365 0.00319 -0.00153 0.00630 C8 1 0.207261 0.603533 0.536978 11.00000 0.09459 0.04267 = 0.03050 -0.00982 -0.01492 0.02419 AFIX 43 H8 2 0.183116 0.652254 0.548841 11.00000 -1.20000 AFIX 0 C9 1 0.300385 0.570113 0.572949 11.00000 0.08604 0.03446 = 0.02860 -0.00537 -0.01605 0.00979 AFIX 43 H9 2 0.339147 0.597264 0.607774 11.00000 -1.20000 AFIX 0 C10 1 0.047618 0.602661 0.445601 11.00000 0.05932 0.05935 = 0.03433 0.00369 -0.00316 0.01758 AFIX 137 H10A 2 0.028671 0.573256 0.405063 11.00000 -1.50000 H10B 2 0.070306 0.652893 0.431783 11.00000 -1.50000 H10C 2 -0.021346 0.605183 0.475408 11.00000 -1.50000 AFIX 0 C11 1 0.524561 0.379986 0.504723 11.00000 0.04042 0.03604 = 0.01769 -0.00402 0.00088 0.00412 C12 1 0.567024 0.426420 0.451662 11.00000 0.04484 0.03670 = 0.02158 0.00018 0.00136 0.00647 C13 1 0.569307 0.395639 0.384104 11.00000 0.04768 0.04656 = 0.01790 0.00357 0.00312 0.00554 AFIX 43 H13 2 0.596900 0.425000 0.347271 11.00000 -1.20000 AFIX 0 C14 1 0.531475 0.323088 0.371869 11.00000 0.04309 0.04979 = 0.01941 -0.00560 -0.00135 0.00694 AFIX 43 H14 2 0.531938 0.304061 0.326760 11.00000 -1.20000 AFIX 0 C15 1 0.492445 0.277752 0.426325 11.00000 0.03828 0.03899 = 0.02736 -0.00700 -0.00401 0.00084 AFIX 43 H15 2 0.468738 0.228244 0.417244 11.00000 -1.20000 AFIX 0 C16 1 0.488047 0.305036 0.494612 11.00000 0.03562 0.03650 = 0.02056 -0.00181 -0.00050 0.00305 C17 1 0.614968 0.505264 0.463980 11.00000 0.06774 0.03820 = 0.02545 0.00092 0.00764 -0.00455 AFIX 13 H17 2 0.604058 0.517056 0.513392 11.00000 -1.20000 AFIX 0 C18 1 0.546840 0.565198 0.421812 11.00000 0.12441 0.04106 = 0.04729 0.01402 -0.00554 0.00182 AFIX 137 H18A 2 0.557878 0.555813 0.373041 11.00000 -1.50000 H18B 2 0.577043 0.614585 0.433135 11.00000 -1.50000 H18C 2 0.462975 0.562692 0.432879 11.00000 -1.50000 AFIX 0 C19 1 0.749223 0.507939 0.448502 11.00000 0.07753 0.06933 = 0.04398 -0.00940 0.01904 -0.02753 AFIX 137 H19A 2 0.790063 0.471432 0.476926 11.00000 -1.50000 H19B 2 0.779452 0.557649 0.458536 11.00000 -1.50000 H19C 2 0.762562 0.496416 0.400315 11.00000 -1.50000 AFIX 0 C20 1 0.443963 0.254056 0.553504 11.00000 0.04569 0.03444 = 0.02267 -0.00227 -0.00055 -0.00291 AFIX 13 H20 2 0.474764 0.274824 0.597273 11.00000 -1.20000 AFIX 0 C21 1 0.493211 0.174046 0.545941 11.00000 0.06774 0.03604 = 0.04273 0.00258 0.01319 0.00696 AFIX 137 H21A 2 0.578687 0.176124 0.540256 11.00000 -1.50000 H21B 2 0.457846 0.150319 0.505967 11.00000 -1.50000 H21C 2 0.474144 0.145261 0.586835 11.00000 -1.50000 AFIX 0 C22 1 0.308387 0.252990 0.558235 11.00000 0.04560 0.04751 = 0.03313 0.00238 -0.00189 -0.00223 AFIX 137 H22A 2 0.279651 0.303128 0.567940 11.00000 -1.50000 H22B 2 0.284096 0.219396 0.594879 11.00000 -1.50000 H22C 2 0.275477 0.235771 0.514884 11.00000 -1.50000 AFIX 0 C23 1 0.394696 0.521421 0.713668 11.00000 0.04143 0.03642 = 0.01594 -0.00338 -0.00010 0.00398 C24 1 0.288966 0.488571 0.741327 11.00000 0.04250 0.03853 = 0.02260 0.00008 -0.00136 0.00224 C25 1 0.223941 0.531712 0.788405 11.00000 0.04101 0.04540 = 0.02706 -0.00166 0.00375 0.00574 AFIX 43 H25 2 0.154451 0.511820 0.807949 11.00000 -1.20000 AFIX 0 C26 1 0.260772 0.603947 0.806809 11.00000 0.04684 0.04776 = 0.02527 -0.00726 0.00088 0.01055 AFIX 43 H26 2 0.215227 0.632201 0.837935 11.00000 -1.20000 AFIX 0 C27 1 0.364286 0.634180 0.779350 11.00000 0.05230 0.03437 = 0.02437 -0.00764 -0.00285 0.00474 AFIX 43 H27 2 0.387676 0.682680 0.792424 11.00000 -1.20000 AFIX 0 C28 1 0.434946 0.593670 0.732316 11.00000 0.04619 0.03388 = 0.02055 -0.00184 -0.00046 0.00037 C29 1 0.248115 0.408949 0.722190 11.00000 0.04543 0.03680 = 0.03594 -0.00214 0.00117 -0.00174 AFIX 13 H29 2 0.305886 0.388278 0.688792 11.00000 -1.20000 AFIX 0 C30 1 0.249744 0.358506 0.786446 11.00000 0.09170 0.04039 = 0.05736 0.01066 -0.00471 -0.00553 AFIX 137 H30A 2 0.222942 0.308618 0.774142 11.00000 -1.50000 H30B 2 0.197411 0.379299 0.821197 11.00000 -1.50000 H30C 2 0.329906 0.355808 0.804500 11.00000 -1.50000 AFIX 0 C31 1 0.125584 0.409227 0.687605 11.00000 0.05019 0.05028 = 0.05928 -0.00581 -0.00482 -0.00638 AFIX 137 H31A 2 0.126155 0.443859 0.649115 11.00000 -1.50000 H31B 2 0.065987 0.424759 0.720702 11.00000 -1.50000 H31C 2 0.107190 0.359240 0.671146 11.00000 -1.50000 AFIX 0 C32 1 0.549248 0.628572 0.703257 11.00000 0.05137 0.03916 = 0.02849 -0.00303 0.00352 -0.00415 AFIX 13 H32 2 0.586171 0.591754 0.671696 11.00000 -1.20000 AFIX 0 C33 1 0.524224 0.701256 0.661873 11.00000 0.07210 0.05989 = 0.04515 0.01468 -0.00882 -0.01502 AFIX 137 H33A 2 0.468266 0.690531 0.625220 11.00000 -1.50000 H33B 2 0.597745 0.719765 0.642220 11.00000 -1.50000 H33C 2 0.491016 0.738906 0.692311 11.00000 -1.50000 AFIX 0 C34 1 0.638909 0.645923 0.761342 11.00000 0.05120 0.05424 = 0.03989 -0.00439 -0.00145 -0.00749 AFIX 137 H34A 2 0.608126 0.685933 0.790046 11.00000 -1.50000 H34B 2 0.713911 0.661329 0.741314 11.00000 -1.50000 H34C 2 0.650958 0.601395 0.789118 11.00000 -1.50000 AFIX 0 PART 1 C35A 1 0.875859 0.691207 0.592798 21.00000 0.03068 0.07556 = 0.03536 0.01705 -0.00027 -0.00305 C36A 1 0.817734 0.621949 0.601336 21.00000 0.05773 0.06245 = 0.03754 -0.01353 0.00866 -0.00784 AFIX 43 H36A 2 0.748027 0.609953 0.577164 21.00000 -1.20000 AFIX 0 C37A 1 0.870861 0.571188 0.648768 21.00000 0.08371 0.03317 = 0.04821 -0.00734 0.01491 -0.00206 AFIX 43 H37A 2 0.839443 0.522624 0.652961 21.00000 -1.20000 AFIX 0 C38A 1 0.965300 0.590735 0.688038 21.00000 0.08543 0.06908 = 0.04173 0.00931 0.00836 0.02685 AFIX 43 H38A 2 0.997700 0.557668 0.720663 21.00000 -1.20000 AFIX 0 C39A 1 1.012366 0.662426 0.677780 21.00000 0.03865 0.13113 = 0.05543 0.01137 0.01200 -0.01397 AFIX 43 H39A 2 1.078616 0.676676 0.704095 21.00000 -1.20000 AFIX 0 C40A 1 0.969398 0.710871 0.633582 21.00000 0.07000 0.04446 = 0.05415 -0.01353 0.01102 -0.00729 AFIX 43 H40A 2 1.002890 0.758939 0.630008 21.00000 -1.20000 AFIX 0 C41A 1 0.818830 0.747743 0.541484 21.00000 0.09591 0.09614 = 0.04549 0.01623 0.01078 0.02114 AFIX 137 H41A 2 0.754782 0.723357 0.516747 21.00000 -1.50000 H41B 2 0.878438 0.764753 0.509013 21.00000 -1.50000 H41C 2 0.787741 0.790343 0.566722 21.00000 -1.50000 AFIX 0 PART 0 PART 2 C35B 1 0.900281 0.610103 0.630809 -21.00000 0.04970 0.04144 = 0.03795 -0.00351 -0.00047 -0.00624 C36B 1 0.987764 0.622013 0.677952 -21.00000 0.05124 0.07544 = 0.01648 0.01691 0.00272 0.00213 AFIX 43 H36B 2 1.008563 0.582758 0.707856 -21.00000 -1.20000 AFIX 0 C37B 1 1.046143 0.688299 0.683495 -21.00000 0.04345 0.06755 = 0.02851 0.00444 -0.00530 0.00743 AFIX 43 H37B 2 1.112600 0.693526 0.712333 -21.00000 -1.20000 AFIX 0 C38B 1 1.002516 0.749832 0.643727 -21.00000 0.08584 0.04958 = 0.03018 0.00108 -0.00414 0.01130 AFIX 43 H38B 2 1.036055 0.797525 0.650213 -21.00000 -1.20000 AFIX 0 C39B 1 0.912458 0.741272 0.596013 -21.00000 0.07697 0.04677 = 0.03698 -0.00098 -0.00983 0.01096 AFIX 43 H39B 2 0.895677 0.781279 0.566101 -21.00000 -1.20000 AFIX 0 C40B 1 0.843264 0.673740 0.590152 -21.00000 0.05243 0.07082 = 0.03411 -0.01013 0.00673 -0.01341 AFIX 43 H40B 2 0.772611 0.669459 0.564743 -21.00000 -1.20000 AFIX 0 C41B 1 0.844729 0.532793 0.623636 -21.00000 0.06647 0.06710 = 0.04629 0.00851 0.00221 -0.00694 AFIX 137 H41D 2 0.900607 0.499254 0.601409 -21.00000 -1.50000 H41E 2 0.773199 0.536333 0.596031 -21.00000 -1.50000 H41F 2 0.824963 0.513499 0.668894 -21.00000 -1.50000 AFIX 0 HKLF 4 REM rottschaefer99_a.res in P2(1)2(1)2(1) REM wR2 = 0.1253, GooF = S = 1.037, Restrained GooF = 1.037 for all data REM R1 = 0.0509 for 7012 Fo > 4sig(Fo) and 0.0566 for all 7770 data REM 491 parameters refined using 0 restraints END WGHT 0.0491 2.6186 REM No hydrogen bonds found for HTAB generation REM Highest difference peak 0.295, deepest hole -0.446, 1-sigma level 0.049 Q1 1 0.6812 0.3536 0.7377 11.00000 0.05 0.30 Q2 1 0.7199 0.3815 0.6257 11.00000 0.05 0.28 Q3 1 0.7597 0.3994 0.7439 11.00000 0.05 0.26 Q4 1 0.7351 0.4627 0.7387 11.00000 0.05 0.25 Q5 1 0.5520 0.4264 0.7619 11.00000 0.05 0.25 ; _shelx_res_checksum 31519 _olex2_date_sample_data_collection 2018-10-22 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling - Detector area scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.189 _oxdiff_exptl_absorpt_empirical_full_min 0.847 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_compound5a _database_code_depnum_ccdc_archive 'CCDC 1939612' loop_ _audit_author_name _audit_author_address 'Hans Georg Stammler' ;University of Bielefeld Germany ; _audit_update_record ; 2019-07-10 deposited with the CCDC. 2019-10-18 downloaded from the CCDC. ; _audit_creation_date 2019-03-18 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _shelx_SHELXL_version_number 2018/3 _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C37 H39 Fe N2 O4 P3, C7 H8' _chemical_formula_sum 'C44 H47 Fe N2 O4 P3' _chemical_formula_weight 816.59 _chemical_melting_point ? _chemical_oxdiff_formula 'C44 H47 Fe N2 O4 P3' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.9413(2) _cell_length_b 23.5902(4) _cell_length_c 16.2953(3) _cell_angle_alpha 90 _cell_angle_beta 96.991(2) _cell_angle_gamma 90 _cell_volume 4174.67(13) _cell_formula_units_Z 4 _cell_measurement_reflns_used 42796 _cell_measurement_temperature 100.01(10) _cell_measurement_theta_max 32.6560 _cell_measurement_theta_min 3.0440 _shelx_estimated_absorpt_T_max ? _shelx_estimated_absorpt_T_min ? _exptl_absorpt_coefficient_mu 0.520 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.515 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.40.39a (Rigaku Oxford Diffraction, 2019) Numerical absorption correction based on gaussian integration over a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_special_details ? _exptl_crystal_colour 'clear orange' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary orange _exptl_crystal_density_diffrn 1.299 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description irregular _exptl_crystal_F_000 1712 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 0 1 0.0918 0 0 -1 0.0918 0 1 0 0.1333 0 -1 0 0.1333 1 0 0 0.1468 -1 1 0 0.1883 -4 -5 2 0.1741 1 -5 -5 0.1252 1 5 4 0.1164 -1 -5 -4 0.1164 0 5 -4 0.0946 0 -5 4 0.0946 _exptl_crystal_size_max 0.368 _exptl_crystal_size_mid 0.267 _exptl_crystal_size_min 0.184 loop_ _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z 0.0003 -0.0025 0.9994 0.0048 0.0432 -0.0058 -0.0003 0.0025 -0.9994 -0.0048 -0.0432 0.0058 -0.0000 0.9997 0.0011 0.0152 0.0018 0.0259 0.0000 -0.9997 -0.0011 -0.0152 -0.0018 -0.0259 0.9994 -0.0003 0.0001 -0.0545 0.0184 0.0309 -0.9994 1.0000 0.0010 0.0697 -0.0166 -0.0050 -3.9968 -5.0022 1.9927 0.1515 0.0041 -0.2644 0.9977 -4.9863 -5.0025 -0.1547 -0.2063 -0.0693 1.0007 4.9882 4.0033 0.0409 0.1999 0.1368 -1.0007 -4.9882 -4.0033 -0.0409 -0.1999 -0.1368 -0.0014 5.0083 -3.9920 0.0569 -0.1638 0.1526 0.0014 -5.0083 3.9920 -0.0569 0.1638 -0.1526 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0417 _diffrn_reflns_av_unetI/netI 0.0286 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.955 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 35 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 127619 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.955 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 32.838 _diffrn_reflns_theta_min 2.534 _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 100.01(10) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 5.3114 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.955 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -42.00 51.00 1.00 5.76 -- -17.14 57.00 150.00 93 2 \w -91.00 -39.00 1.00 5.76 -- -17.14 154.00 126.53 52 3 \w -88.00 13.00 1.00 5.76 -- -17.14 -77.00 150.00 101 4 \w -8.00 86.00 1.00 5.76 -- 17.14 57.00 120.00 94 5 \w -54.00 38.00 1.00 5.76 -- 17.14 -38.00-180.00 92 6 \w -51.00 42.00 1.00 5.76 -- 17.14 -57.00 -60.00 93 7 \w -4.00 88.00 1.00 5.76 -- 17.14 41.00 -96.00 92 8 \w -4.00 88.00 1.00 5.76 -- 17.14 38.00 -30.00 92 9 \w -8.00 86.00 1.00 5.76 -- 17.14 57.00 30.00 94 10 \w 6.00 75.00 1.00 5.76 -- 17.14-131.00 100.45 69 11 \w -75.00 -27.00 1.00 5.76 -- -17.14 131.00-156.20 48 12 \w -91.00 -61.00 1.00 5.76 -- -17.14 154.00 82.56 30 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at home/near, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0545427000 _diffrn_orient_matrix_UB_12 0.0152282000 _diffrn_orient_matrix_UB_13 0.0048768000 _diffrn_orient_matrix_UB_21 0.0183620000 _diffrn_orient_matrix_UB_22 0.0017222000 _diffrn_orient_matrix_UB_23 0.0431947000 _diffrn_orient_matrix_UB_31 0.0308984000 _diffrn_orient_matrix_UB_32 0.0258674000 _diffrn_orient_matrix_UB_33 -0.0057750000 _diffrn_oxdiff_digest_frames ; 013276e1a369d73b85ee513372dafeaa30000273358 ; _diffrn_oxdiff_digest_hkl ; 01f7f3ba0b4390b256e94d13cbb7f2d5fb7236 ; _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Mo) X-ray Source' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 12232 _reflns_number_total 14823 _reflns_odcompleteness_completeness 99.88 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 30.01 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _reflns_threshold_expression 'I > 2\s(I)' _computing_cell_refinement 'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)' _computing_data_collection 'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)' _computing_data_reduction 'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _refine_diff_density_max 0.477 _refine_diff_density_min -0.319 _refine_diff_density_rms 0.060 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 549 _refine_ls_number_reflns 14823 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0482 _refine_ls_R_factor_gt 0.0344 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0284P)^2^+2.2181P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0756 _refine_ls_wR_factor_ref 0.0823 _refine_special_details 'Disorder of toluene over two sites (85:15).' _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups 2. Restrained distances C38-C39 \\sim C38A-C39A with sigma of 0.02 C38-C43 \\sim C38A-C43A with sigma of 0.02 C38-C44 \\sim C38A-C44A with sigma of 0.02 C39-C40 \\sim C39A-C40A with sigma of 0.02 C40-C41 \\sim C40A-C41A with sigma of 0.02 C41-C42 \\sim C41A-C42A with sigma of 0.02 C42-C43 \\sim C42A-C43A with sigma of 0.02 C38-C40 \\sim C38A-C40A with sigma of 0.04 C38-C42 \\sim C38A-C42A with sigma of 0.04 C39-C41 \\sim C39A-C41A with sigma of 0.04 C39-C43 \\sim C39A-C43A with sigma of 0.04 C39-C44 \\sim C39A-C44A with sigma of 0.04 C40-C42 \\sim C40A-C42A with sigma of 0.04 C41-C43 \\sim C41A-C43A with sigma of 0.04 C43-C44 \\sim C43A-C44A with sigma of 0.04 3. Uiso/Uaniso restraints and constraints Uanis(C43) = Uanis(C43A) Uanis(C39) = Uanis(C39A) 4. Others Sof(C43A)=Sof(H43A)=Sof(C38A)=Sof(C39A)=Sof(H39A)=Sof(C44A)=Sof(H44D)= Sof(H44E)=Sof(H44F)=Sof(C40A)=Sof(H40A)=Sof(C42A)=Sof(H42A)=Sof(C41A)= Sof(H41A)=1-FVAR(1) Sof(C38)=Sof(C39)=Sof(H39)=Sof(C40)=Sof(H40)=Sof(C41)=Sof(H41)=Sof(C42)= Sof(H42)=Sof(C43)=Sof(H43)=Sof(C44)=Sof(H44A)=Sof(H44B)=Sof(H44C)=FVAR(1) 5.a Ternary CH refined with riding coordinates: C10(H10), C13(H13), C22(H22), C25(H25) 5.b Aromatic/amide H refined with riding coordinates: C6(H6), C7(H7), C8(H8), C18(H18), C19(H19), C20(H20), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33), C39(H39), C40(H40), C41(H41), C42(H42), C43(H43), C43A(H43A), C39A(H39A), C40A(H40A), C42A(H42A), C41A(H41A) 5.c Idealised Me refined as rotating group: C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C15(H15A,H15B, H15C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C27(H27A, H27B,H27C), C44(H44A,H44B,H44C), C44A(H44D,H44E,H44F) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _atom_sites_solution_secondary ? loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe -0.00983(2) 0.62255(2) 0.36878(2) 0.01416(4) Uani 1 1 d . . . . . P1 P 0.27831(3) 0.53374(2) 0.35418(2) 0.01623(6) Uani 1 1 d . . . . . P2 P 0.09104(3) 0.54875(2) 0.32259(2) 0.01533(6) Uani 1 1 d . . . . . P3 P 0.01596(3) 0.48368(2) 0.24531(2) 0.01590(6) Uani 1 1 d . . . . . O1 O 0.22749(8) 0.68242(4) 0.39279(7) 0.0297(2) Uani 1 1 d . . . . . O2 O -0.16363(10) 0.62998(5) 0.20813(6) 0.0332(2) Uani 1 1 d . . . . . O3 O -0.08425(10) 0.55061(5) 0.50224(7) 0.0331(2) Uani 1 1 d . . . . . O4 O -0.14456(9) 0.71610(4) 0.43394(7) 0.0286(2) Uani 1 1 d . . . . . N1 N 0.36174(8) 0.43253(4) 0.28384(6) 0.01396(17) Uani 1 1 d . . . . . N2 N 0.19180(8) 0.39736(4) 0.21987(6) 0.01366(17) Uani 1 1 d . . . . . C1 C 0.31341(10) 0.38789(5) 0.23909(7) 0.01396(19) Uani 1 1 d . . . . . C2 C 0.26855(10) 0.47136(5) 0.29501(7) 0.01420(19) Uani 1 1 d . . . . . C3 C 0.16038(10) 0.44961(5) 0.25261(7) 0.01400(19) Uani 1 1 d . . . . . C4 C 0.48416(10) 0.43565(5) 0.32899(7) 0.0160(2) Uani 1 1 d . . . . . C5 C 0.50566(11) 0.40431(5) 0.40226(7) 0.0182(2) Uani 1 1 d . . . . . C6 C 0.62426(11) 0.40684(6) 0.44492(8) 0.0228(2) Uani 1 1 d . . . . . H6 H 0.643269 0.385391 0.492652 0.027 Uiso 1 1 calc R . . . . C7 C 0.71394(11) 0.44083(6) 0.41720(8) 0.0252(3) Uani 1 1 d . . . . . H7 H 0.792315 0.442022 0.446547 0.030 Uiso 1 1 calc R . . . . C8 C 0.68808(11) 0.47293(6) 0.34645(8) 0.0243(3) Uani 1 1 d . . . . . H8 H 0.748889 0.496141 0.329383 0.029 Uiso 1 1 calc R . . . . C9 C 0.57202(10) 0.47115(5) 0.30000(7) 0.0192(2) Uani 1 1 d . . . . . C10 C 0.40601(12) 0.37160(6) 0.43908(8) 0.0230(2) Uani 1 1 d . . . . . H10 H 0.328790 0.376190 0.402371 0.028 Uiso 1 1 calc R . . . . C11 C 0.38789(14) 0.39662(7) 0.52376(9) 0.0305(3) Uani 1 1 d . . . . . H11A H 0.462309 0.392177 0.560982 0.046 Uiso 1 1 calc GR . . . . H11B H 0.321823 0.377145 0.545523 0.046 Uiso 1 1 calc GR . . . . H11C H 0.368199 0.436172 0.517725 0.046 Uiso 1 1 calc GR . . . . C12 C 0.43456(16) 0.30828(6) 0.44666(10) 0.0360(3) Uani 1 1 d . . . . . H12A H 0.442420 0.293006 0.392944 0.054 Uiso 1 1 calc GR . . . . H12B H 0.368935 0.289250 0.469565 0.054 Uiso 1 1 calc GR . . . . H12C H 0.510248 0.302794 0.482219 0.054 Uiso 1 1 calc GR . . . . C13 C 0.54627(12) 0.50765(6) 0.22338(8) 0.0237(2) Uani 1 1 d . . . . . H13 H 0.464082 0.498074 0.196062 0.028 Uiso 1 1 calc R . . . . C14 C 0.54729(13) 0.57084(6) 0.24579(9) 0.0282(3) Uani 1 1 d . . . . . H14A H 0.484931 0.578207 0.281062 0.042 Uiso 1 1 calc GR . . . . H14B H 0.531109 0.592984 0.196233 0.042 Uiso 1 1 calc GR . . . . H14C H 0.626461 0.580849 0.274085 0.042 Uiso 1 1 calc GR . . . . C15 C 0.63963(14) 0.49700(7) 0.16182(9) 0.0333(3) Uani 1 1 d . . . . . H15A H 0.719241 0.510472 0.184912 0.050 Uiso 1 1 calc GR . . . . H15B H 0.613910 0.516763 0.111153 0.050 Uiso 1 1 calc GR . . . . H15C H 0.644051 0.457103 0.150929 0.050 Uiso 1 1 calc GR . . . . C16 C 0.10074(9) 0.36198(5) 0.17278(7) 0.01372(19) Uani 1 1 d . . . . . C17 C 0.02097(10) 0.33069(5) 0.21661(7) 0.0157(2) Uani 1 1 d . . . . . C18 C -0.07468(10) 0.30177(5) 0.17002(8) 0.0191(2) Uani 1 1 d . . . . . H18 H -0.129087 0.280296 0.196804 0.023 Uiso 1 1 calc R . . . . C19 C -0.08998(11) 0.30451(5) 0.08447(8) 0.0214(2) Uani 1 1 d . . . . . H19 H -0.155944 0.285926 0.054574 0.026 Uiso 1 1 calc R . . . . C20 C -0.00812(11) 0.33459(5) 0.04329(7) 0.0200(2) Uani 1 1 d . . . . . H20 H -0.018554 0.335236 -0.014198 0.024 Uiso 1 1 calc R . . . . C21 C 0.09012(10) 0.36408(5) 0.08639(7) 0.0160(2) Uani 1 1 d . . . . . C22 C 0.03413(11) 0.32691(5) 0.31055(7) 0.0202(2) Uani 1 1 d . . . . . H22 H 0.105608 0.349678 0.332574 0.024 Uiso 1 1 calc R . . . . C23 C -0.07920(15) 0.35102(6) 0.34462(9) 0.0308(3) Uani 1 1 d . . . . . H23A H -0.088949 0.390204 0.329330 0.046 Uiso 1 1 calc GR . . . . H23B H -0.068864 0.347765 0.403783 0.046 Uiso 1 1 calc GR . . . . H23C H -0.150973 0.330214 0.322138 0.046 Uiso 1 1 calc GR . . . . C24 C 0.05657(13) 0.26562(6) 0.34057(9) 0.0277(3) Uani 1 1 d . . . . . H24A H -0.010308 0.242074 0.317146 0.042 Uiso 1 1 calc GR . . . . H24B H 0.061817 0.264507 0.399787 0.042 Uiso 1 1 calc GR . . . . H24C H 0.132216 0.251976 0.323535 0.042 Uiso 1 1 calc GR . . . . C25 C 0.18023(11) 0.39546(5) 0.03903(7) 0.0201(2) Uani 1 1 d . . . . . H25 H 0.235748 0.417341 0.078837 0.024 Uiso 1 1 calc R . . . . C26 C 0.11352(14) 0.43694(7) -0.02318(9) 0.0319(3) Uani 1 1 d . . . . . H26A H 0.059361 0.416333 -0.063355 0.048 Uiso 1 1 calc GR . . . . H26B H 0.172840 0.457334 -0.050520 0.048 Uiso 1 1 calc GR . . . . H26C H 0.066484 0.463190 0.005280 0.048 Uiso 1 1 calc GR . . . . C27 C 0.25811(12) 0.35319(6) -0.00365(8) 0.0257(3) Uani 1 1 d . . . . . H27A H 0.300837 0.328467 0.036970 0.039 Uiso 1 1 calc GR . . . . H27B H 0.316790 0.373456 -0.031729 0.039 Uiso 1 1 calc GR . . . . H27C H 0.205483 0.331167 -0.042944 0.039 Uiso 1 1 calc GR . . . . C28 C 0.38199(10) 0.33835(5) 0.21512(7) 0.0161(2) Uani 1 1 d . . . . . C29 C 0.33318(11) 0.28403(5) 0.21817(8) 0.0216(2) Uani 1 1 d . . . . . H29 H 0.255983 0.278861 0.235408 0.026 Uiso 1 1 calc R . . . . C30 C 0.39938(13) 0.23747(6) 0.19556(9) 0.0276(3) Uani 1 1 d . . . . . H30 H 0.366772 0.201207 0.198238 0.033 Uiso 1 1 calc R . . . . C31 C 0.51386(12) 0.24500(6) 0.16902(9) 0.0293(3) Uani 1 1 d . . . . . H31 H 0.558155 0.213811 0.154015 0.035 Uiso 1 1 calc R . . . . C32 C 0.56228(12) 0.29903(6) 0.16488(8) 0.0273(3) Uani 1 1 d . . . . . H32 H 0.638698 0.304038 0.146412 0.033 Uiso 1 1 calc R . . . . C33 C 0.49748(11) 0.34570(6) 0.18809(7) 0.0212(2) Uani 1 1 d . . . . . H33 H 0.530790 0.381842 0.185690 0.025 Uiso 1 1 calc R . . . . C34 C 0.13460(11) 0.65910(5) 0.38357(8) 0.0203(2) Uani 1 1 d . . . . . C35 C -0.10326(11) 0.62641(5) 0.27030(8) 0.0208(2) Uani 1 1 d . . . . . C36 C -0.05487(11) 0.57743(5) 0.44974(8) 0.0209(2) Uani 1 1 d . . . . . C37 C -0.09071(11) 0.68023(5) 0.40792(8) 0.0190(2) Uani 1 1 d . . . . . C38 C 0.69450(15) 0.16776(8) 0.39231(10) 0.0305(4) Uani 0.850(2) 1 d D . P A 1 C39 C 0.61270(17) 0.15524(10) 0.44915(11) 0.0283(4) Uani 0.850(2) 1 d D . P A 1 H39 H 0.566193 0.184200 0.468551 0.034 Uiso 0.850(2) 1 calc R . P A 1 C40 C 0.59966(16) 0.10046(8) 0.47712(10) 0.0303(4) Uani 0.850(2) 1 d D . P A 1 H40 H 0.544485 0.092791 0.514819 0.036 Uiso 0.850(2) 1 calc R . P A 1 C41 C 0.66904(17) 0.05696(8) 0.44882(11) 0.0335(4) Uani 0.850(2) 1 d D . P A 1 H41 H 0.661212 0.020118 0.467791 0.040 Uiso 0.850(2) 1 calc R . P A 1 C42 C 0.75004(17) 0.06891(9) 0.39208(12) 0.0360(4) Uani 0.850(2) 1 d D . P A 1 H42 H 0.795980 0.039902 0.372242 0.043 Uiso 0.850(2) 1 calc R . P A 1 C43 C 0.7628(6) 0.1241(2) 0.3647(3) 0.0343(5) Uani 0.850(2) 1 d D . P A 1 H43 H 0.818250 0.131816 0.327228 0.041 Uiso 0.850(2) 1 calc R . P A 1 C44 C 0.7101(2) 0.22748(10) 0.36378(14) 0.0458(5) Uani 0.850(2) 1 d D . P A 1 H44A H 0.631227 0.245745 0.354993 0.069 Uiso 0.850(2) 1 calc GR . P A 1 H44B H 0.746329 0.227109 0.312989 0.069 Uiso 0.850(2) 1 calc GR . P A 1 H44C H 0.762884 0.247808 0.405092 0.069 Uiso 0.850(2) 1 calc GR . P A 1 C43A C 0.760(4) 0.1304(12) 0.354(2) 0.0343(5) Uani 0.150(2) 1 d D . P A 2 H43A H 0.809467 0.110570 0.321744 0.041 Uiso 0.150(2) 1 calc R . P A 2 C38A C 0.7168(7) 0.1042(3) 0.4198(5) 0.0231(18) Uani 0.150(2) 1 d D . P A 2 C39A C 0.6289(10) 0.1319(5) 0.4627(7) 0.0283(4) Uani 0.150(2) 1 d D . P A 2 H39A H 0.595473 0.113478 0.505202 0.034 Uiso 0.150(2) 1 calc R . P A 2 C44A C 0.7561(11) 0.0461(4) 0.4466(8) 0.039(3) Uani 0.150(2) 1 d D . P A 2 H44D H 0.793969 0.027858 0.403469 0.058 Uiso 0.150(2) 1 calc GR . P A 2 H44E H 0.685521 0.024590 0.457924 0.058 Uiso 0.150(2) 1 calc GR . P A 2 H44F H 0.814050 0.048272 0.495679 0.058 Uiso 0.150(2) 1 calc GR . P A 2 C40A C 0.5927(9) 0.1875(5) 0.4405(6) 0.0272(19) Uani 0.150(2) 1 d D . P A 2 H40A H 0.534608 0.206067 0.467953 0.033 Uiso 0.150(2) 1 calc R . P A 2 C42A C 0.7299(9) 0.1868(4) 0.3360(6) 0.033(2) Uani 0.150(2) 1 d D . P A 2 H42A H 0.767747 0.205921 0.295942 0.039 Uiso 0.150(2) 1 calc R . P A 2 C41A C 0.6439(10) 0.2146(4) 0.3773(6) 0.030(2) Uani 0.150(2) 1 d D . P A 2 H41A H 0.620495 0.251450 0.362575 0.036 Uiso 0.150(2) 1 calc R . P A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.01373(7) 0.01300(8) 0.01590(8) -0.00080(6) 0.00243(5) 0.00068(5) P1 0.01396(12) 0.01701(14) 0.01762(13) -0.00513(10) 0.00148(10) -0.00087(10) P2 0.01396(12) 0.01466(13) 0.01760(13) -0.00255(10) 0.00279(10) 0.00032(10) P3 0.01157(12) 0.01575(13) 0.02003(14) -0.00296(10) 0.00057(10) 0.00104(10) O1 0.0179(4) 0.0202(5) 0.0502(6) -0.0019(4) 0.0016(4) -0.0013(3) O2 0.0349(5) 0.0393(6) 0.0234(5) 0.0022(4) -0.0046(4) -0.0015(4) O3 0.0356(5) 0.0316(5) 0.0343(5) 0.0119(4) 0.0131(4) 0.0033(4) O4 0.0239(4) 0.0232(5) 0.0396(6) -0.0069(4) 0.0068(4) 0.0040(4) N1 0.0110(4) 0.0169(4) 0.0139(4) -0.0026(3) 0.0009(3) 0.0001(3) N2 0.0114(4) 0.0145(4) 0.0150(4) -0.0026(3) 0.0012(3) 0.0001(3) C1 0.0115(4) 0.0168(5) 0.0136(5) -0.0018(4) 0.0015(3) 0.0001(4) C2 0.0124(4) 0.0158(5) 0.0146(5) -0.0019(4) 0.0026(4) 0.0001(4) C3 0.0123(4) 0.0146(5) 0.0152(5) -0.0021(4) 0.0021(4) 0.0002(4) C4 0.0113(4) 0.0208(5) 0.0157(5) -0.0053(4) 0.0004(4) 0.0003(4) C5 0.0159(5) 0.0204(5) 0.0179(5) -0.0040(4) 0.0001(4) 0.0019(4) C6 0.0191(5) 0.0287(6) 0.0194(5) -0.0044(5) -0.0030(4) 0.0044(5) C7 0.0132(5) 0.0368(7) 0.0245(6) -0.0109(5) -0.0025(4) 0.0031(5) C8 0.0135(5) 0.0357(7) 0.0240(6) -0.0098(5) 0.0035(4) -0.0052(5) C9 0.0137(5) 0.0268(6) 0.0174(5) -0.0062(4) 0.0039(4) -0.0026(4) C10 0.0220(6) 0.0276(6) 0.0186(5) 0.0030(5) -0.0014(4) -0.0031(5) C11 0.0292(7) 0.0380(8) 0.0256(7) 0.0002(6) 0.0082(5) -0.0020(6) C12 0.0510(9) 0.0274(7) 0.0282(7) 0.0023(6) -0.0005(6) -0.0045(6) C13 0.0196(5) 0.0332(7) 0.0187(5) -0.0010(5) 0.0041(4) -0.0081(5) C14 0.0253(6) 0.0327(7) 0.0273(7) 0.0013(5) 0.0057(5) -0.0047(5) C15 0.0366(8) 0.0401(8) 0.0260(7) -0.0034(6) 0.0152(6) -0.0098(6) C16 0.0108(4) 0.0138(5) 0.0160(5) -0.0034(4) -0.0005(4) 0.0010(3) C17 0.0142(5) 0.0154(5) 0.0175(5) -0.0019(4) 0.0020(4) 0.0014(4) C18 0.0153(5) 0.0186(5) 0.0231(6) -0.0013(4) 0.0012(4) -0.0020(4) C19 0.0181(5) 0.0205(6) 0.0239(6) -0.0033(5) -0.0047(4) -0.0026(4) C20 0.0209(5) 0.0207(6) 0.0170(5) -0.0023(4) -0.0031(4) 0.0007(4) C21 0.0161(5) 0.0158(5) 0.0158(5) -0.0016(4) 0.0006(4) 0.0018(4) C22 0.0219(5) 0.0224(6) 0.0167(5) -0.0022(4) 0.0037(4) -0.0042(4) C23 0.0422(8) 0.0240(7) 0.0300(7) -0.0006(5) 0.0197(6) 0.0037(6) C24 0.0298(7) 0.0299(7) 0.0241(6) 0.0061(5) 0.0062(5) 0.0058(5) C25 0.0209(5) 0.0230(6) 0.0164(5) 0.0003(4) 0.0027(4) -0.0014(4) C26 0.0335(7) 0.0326(7) 0.0305(7) 0.0120(6) 0.0082(6) 0.0054(6) C27 0.0216(6) 0.0368(7) 0.0190(6) -0.0003(5) 0.0042(4) 0.0037(5) C28 0.0129(5) 0.0209(5) 0.0142(5) -0.0036(4) 0.0001(4) 0.0034(4) C29 0.0167(5) 0.0206(6) 0.0272(6) -0.0059(5) 0.0010(4) 0.0031(4) C30 0.0252(6) 0.0216(6) 0.0347(7) -0.0091(5) -0.0018(5) 0.0057(5) C31 0.0239(6) 0.0328(7) 0.0298(7) -0.0126(6) -0.0020(5) 0.0135(5) C32 0.0175(5) 0.0406(8) 0.0242(6) -0.0078(5) 0.0044(5) 0.0083(5) C33 0.0161(5) 0.0287(6) 0.0190(5) -0.0036(5) 0.0028(4) 0.0028(4) C34 0.0185(5) 0.0150(5) 0.0273(6) -0.0012(4) 0.0024(4) 0.0029(4) C35 0.0215(5) 0.0200(6) 0.0213(6) 0.0002(4) 0.0035(4) -0.0002(4) C36 0.0201(5) 0.0189(6) 0.0242(6) 0.0008(4) 0.0051(4) 0.0041(4) C37 0.0166(5) 0.0188(5) 0.0213(5) -0.0010(4) 0.0014(4) -0.0012(4) C38 0.0245(7) 0.0425(10) 0.0234(8) 0.0004(7) -0.0019(6) -0.0070(7) C39 0.0260(8) 0.0366(13) 0.0222(8) -0.0009(8) 0.0030(6) 0.0029(8) C40 0.0311(8) 0.0377(10) 0.0226(8) 0.0043(7) 0.0056(6) 0.0045(7) C41 0.0370(10) 0.0371(10) 0.0256(8) 0.0001(7) 0.0001(7) 0.0073(7) C42 0.0299(8) 0.0489(12) 0.0290(9) -0.0117(8) 0.0024(7) 0.0058(8) C43 0.0231(7) 0.0578(16) 0.0221(17) -0.0091(9) 0.0029(13) -0.0036(10) C44 0.0448(12) 0.0530(14) 0.0395(11) 0.0071(10) 0.0046(9) -0.0139(10) C43A 0.0231(7) 0.0578(16) 0.0221(17) -0.0091(9) 0.0029(13) -0.0036(10) C38A 0.019(4) 0.024(4) 0.026(4) -0.001(3) 0.000(3) 0.004(3) C39A 0.0260(8) 0.0366(13) 0.0222(8) -0.0009(8) 0.0030(6) 0.0029(8) C44A 0.037(6) 0.036(6) 0.045(7) -0.003(5) 0.011(5) 0.013(4) C40A 0.030(5) 0.028(5) 0.024(4) 0.004(4) 0.007(3) 0.002(4) C42A 0.031(5) 0.041(6) 0.026(5) 0.010(4) 0.003(4) -0.005(4) C41A 0.034(5) 0.028(5) 0.029(5) 0.008(4) 0.011(4) 0.003(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 P2 2.2400(3) . ? Fe1 C34 1.7905(12) . ? Fe1 C35 1.7970(13) . ? Fe1 C36 1.8097(13) . ? Fe1 C37 1.7830(12) . ? P1 P2 2.0814(4) . ? P1 C2 1.7556(11) . ? P2 P3 2.0893(4) . ? P3 C3 1.7637(11) . ? O1 C34 1.1493(15) . ? O2 C35 1.1431(16) . ? O3 C36 1.1412(16) . ? O4 C37 1.1418(15) . ? N1 C1 1.3515(14) . ? N1 C2 1.3990(14) . ? N1 C4 1.4494(14) . ? N2 C1 1.3480(13) . ? N2 C3 1.4025(14) . ? N2 C16 1.4464(14) . ? C1 C28 1.4672(15) . ? C2 C3 1.3937(15) . ? C4 C5 1.3997(17) . ? C4 C9 1.3996(16) . ? C5 C6 1.3968(16) . ? C5 C10 1.5177(17) . ? C6 H6 0.9300 . ? C6 C7 1.3847(19) . ? C7 H7 0.9300 . ? C7 C8 1.380(2) . ? C8 H8 0.9300 . ? C8 C9 1.3976(16) . ? C9 C13 1.5146(18) . ? C10 H10 0.9800 . ? C10 C11 1.5358(19) . ? C10 C12 1.528(2) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13 0.9800 . ? C13 C14 1.534(2) . ? C13 C15 1.5371(18) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.4030(15) . ? C16 C21 1.3991(15) . ? C17 C18 1.3941(16) . ? C17 C22 1.5227(16) . ? C18 H18 0.9300 . ? C18 C19 1.3851(17) . ? C19 H19 0.9300 . ? C19 C20 1.3791(18) . ? C20 H20 0.9300 . ? C20 C21 1.3960(16) . ? C21 C25 1.5169(16) . ? C22 H22 0.9800 . ? C22 C23 1.5286(18) . ? C22 C24 1.5366(19) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25 0.9800 . ? C25 C26 1.5289(18) . ? C25 C27 1.5324(18) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 C29 1.3914(17) . ? C28 C33 1.3987(16) . ? C29 H29 0.9300 . ? C29 C30 1.3899(17) . ? C30 H30 0.9300 . ? C30 C31 1.385(2) . ? C31 H31 0.9300 . ? C31 C32 1.385(2) . ? C32 H32 0.9300 . ? C32 C33 1.3867(17) . ? C33 H33 0.9300 . ? C38 C39 1.396(2) . ? C38 C43 1.378(4) . ? C38 C44 1.500(3) . ? C39 H39 0.9300 . ? C39 C40 1.383(3) . ? C40 H40 0.9300 . ? C40 C41 1.388(2) . ? C41 H41 0.9300 . ? C41 C42 1.385(3) . ? C42 H42 0.9300 . ? C42 C43 1.390(5) . ? C43 H43 0.9300 . ? C44 H44A 0.9600 . ? C44 H44B 0.9600 . ? C44 H44C 0.9600 . ? C43A H43A 0.9300 . ? C43A C38A 1.367(16) . ? C43A C42A 1.394(19) . ? C38A C39A 1.416(11) . ? C38A C44A 1.486(11) . ? C39A H39A 0.9300 . ? C39A C40A 1.405(12) . ? C44A H44D 0.9600 . ? C44A H44E 0.9600 . ? C44A H44F 0.9600 . ? C40A H40A 0.9300 . ? C40A C41A 1.386(11) . ? C42A H42A 0.9300 . ? C42A C41A 1.386(12) . ? C41A H41A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C34 Fe1 P2 87.52(4) . . ? C34 Fe1 C35 119.52(6) . . ? C34 Fe1 C36 119.96(6) . . ? C35 Fe1 P2 89.39(4) . . ? C35 Fe1 C36 120.33(6) . . ? C36 Fe1 P2 88.67(4) . . ? C37 Fe1 P2 178.49(4) . . ? C37 Fe1 C34 93.01(5) . . ? C37 Fe1 C35 91.58(6) . . ? C37 Fe1 C36 89.83(5) . . ? C2 P1 P2 90.83(4) . . ? P1 P2 Fe1 124.021(16) . . ? P1 P2 P3 109.094(17) . . ? P3 P2 Fe1 126.867(16) . . ? C3 P3 P2 90.62(4) . . ? C1 N1 C2 109.69(9) . . ? C1 N1 C4 126.17(9) . . ? C2 N1 C4 122.95(9) . . ? C1 N2 C3 109.76(9) . . ? C1 N2 C16 128.63(9) . . ? C3 N2 C16 121.61(9) . . ? N1 C1 C28 125.81(10) . . ? N2 C1 N1 107.85(9) . . ? N2 C1 C28 126.33(10) . . ? N1 C2 P1 128.59(8) . . ? C3 C2 P1 124.90(8) . . ? C3 C2 N1 106.43(9) . . ? N2 C3 P3 129.34(8) . . ? C2 C3 P3 124.44(8) . . ? C2 C3 N2 106.23(9) . . ? C5 C4 N1 117.07(10) . . ? C5 C4 C9 123.57(10) . . ? C9 C4 N1 119.30(10) . . ? C4 C5 C10 123.47(10) . . ? C6 C5 C4 116.83(11) . . ? C6 C5 C10 119.58(11) . . ? C5 C6 H6 119.5 . . ? C7 C6 C5 120.98(12) . . ? C7 C6 H6 119.5 . . ? C6 C7 H7 119.7 . . ? C8 C7 C6 120.59(11) . . ? C8 C7 H7 119.7 . . ? C7 C8 H8 119.5 . . ? C7 C8 C9 121.10(12) . . ? C9 C8 H8 119.5 . . ? C4 C9 C13 123.50(10) . . ? C8 C9 C4 116.83(12) . . ? C8 C9 C13 119.66(11) . . ? C5 C10 H10 108.1 . . ? C5 C10 C11 109.72(11) . . ? C5 C10 C12 112.29(12) . . ? C11 C10 H10 108.1 . . ? C12 C10 H10 108.1 . . ? C12 C10 C11 110.52(11) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11B 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12B 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C9 C13 H13 108.2 . . ? C9 C13 C14 111.16(11) . . ? C9 C13 C15 111.92(12) . . ? C14 C13 H13 108.2 . . ? C14 C13 C15 109.15(11) . . ? C15 C13 H13 108.2 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14B 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15B 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 N2 117.67(9) . . ? C21 C16 N2 118.74(10) . . ? C21 C16 C17 123.38(10) . . ? C16 C17 C22 123.64(10) . . ? C18 C17 C16 116.90(10) . . ? C18 C17 C22 119.46(10) . . ? C17 C18 H18 119.5 . . ? C19 C18 C17 121.06(11) . . ? C19 C18 H18 119.5 . . ? C18 C19 H19 119.8 . . ? C20 C19 C18 120.50(11) . . ? C20 C19 H19 119.8 . . ? C19 C20 H20 119.4 . . ? C19 C20 C21 121.16(11) . . ? C21 C20 H20 119.4 . . ? C16 C21 C25 123.35(10) . . ? C20 C21 C16 116.94(11) . . ? C20 C21 C25 119.71(10) . . ? C17 C22 H22 108.0 . . ? C17 C22 C23 111.20(11) . . ? C17 C22 C24 111.53(10) . . ? C23 C22 H22 108.0 . . ? C23 C22 C24 109.85(10) . . ? C24 C22 H22 108.0 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23B 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24B 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C21 C25 H25 108.0 . . ? C21 C25 C26 111.24(10) . . ? C21 C25 C27 110.19(10) . . ? C26 C25 H25 108.0 . . ? C26 C25 C27 111.25(11) . . ? C27 C25 H25 108.0 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26B 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27B 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C29 C28 C1 120.87(10) . . ? C29 C28 C33 119.39(11) . . ? C33 C28 C1 119.74(11) . . ? C28 C29 H29 119.9 . . ? C30 C29 C28 120.24(12) . . ? C30 C29 H29 119.9 . . ? C29 C30 H30 119.9 . . ? C31 C30 C29 120.11(13) . . ? C31 C30 H30 119.9 . . ? C30 C31 H31 120.0 . . ? C32 C31 C30 119.93(12) . . ? C32 C31 H31 120.0 . . ? C31 C32 H32 119.8 . . ? C31 C32 C33 120.40(12) . . ? C33 C32 H32 119.8 . . ? C28 C33 H33 120.0 . . ? C32 C33 C28 119.93(12) . . ? C32 C33 H33 120.0 . . ? O1 C34 Fe1 179.69(13) . . ? O2 C35 Fe1 178.51(12) . . ? O3 C36 Fe1 177.63(12) . . ? O4 C37 Fe1 178.08(11) . . ? C39 C38 C44 120.74(19) . . ? C43 C38 C39 118.4(2) . . ? C43 C38 C44 120.9(2) . . ? C38 C39 H39 119.4 . . ? C40 C39 C38 121.10(19) . . ? C40 C39 H39 119.4 . . ? C39 C40 H40 120.0 . . ? C39 C40 C41 119.90(17) . . ? C41 C40 H40 120.0 . . ? C40 C41 H41 120.3 . . ? C42 C41 C40 119.44(18) . . ? C42 C41 H41 120.3 . . ? C41 C42 H42 119.9 . . ? C41 C42 C43 120.1(2) . . ? C43 C42 H42 119.9 . . ? C38 C43 C42 121.1(3) . . ? C38 C43 H43 119.5 . . ? C42 C43 H43 119.5 . . ? C38 C44 H44A 109.5 . . ? C38 C44 H44B 109.5 . . ? C38 C44 H44C 109.5 . . ? H44A C44 H44B 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C38A C43A H43A 119.8 . . ? C38A C43A C42A 120.3(15) . . ? C42A C43A H43A 119.8 . . ? C43A C38A C39A 119.7(11) . . ? C43A C38A C44A 122.2(11) . . ? C39A C38A C44A 118.1(9) . . ? C38A C39A H39A 120.3 . . ? C40A C39A C38A 119.4(10) . . ? C40A C39A H39A 120.3 . . ? C38A C44A H44D 109.5 . . ? C38A C44A H44E 109.5 . . ? C38A C44A H44F 109.5 . . ? H44D C44A H44E 109.5 . . ? H44D C44A H44F 109.5 . . ? H44E C44A H44F 109.5 . . ? C39A C40A H40A 120.2 . . ? C41A C40A C39A 119.6(9) . . ? C41A C40A H40A 120.2 . . ? C43A C42A H42A 119.9 . . ? C41A C42A C43A 120.2(11) . . ? C41A C42A H42A 119.9 . . ? C40A C41A H41A 119.9 . . ? C42A C41A C40A 120.2(9) . . ? C42A C41A H41A 119.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag P1 C2 C3 P3 4.56(15) . . . . ? P1 C2 C3 N2 -175.02(8) . . . . ? P2 P1 C2 N1 -178.81(10) . . . . ? P2 P1 C2 C3 -2.40(10) . . . . ? P2 P3 C3 N2 176.08(10) . . . . ? P2 P3 C3 C2 -3.40(10) . . . . ? N1 C1 C28 C29 138.92(12) . . . . ? N1 C1 C28 C33 -41.67(17) . . . . ? N1 C2 C3 P3 -178.37(8) . . . . ? N1 C2 C3 N2 2.05(12) . . . . ? N1 C4 C5 C6 179.14(10) . . . . ? N1 C4 C5 C10 -4.80(17) . . . . ? N1 C4 C9 C8 179.35(10) . . . . ? N1 C4 C9 C13 0.63(17) . . . . ? N2 C1 C28 C29 -41.81(17) . . . . ? N2 C1 C28 C33 137.60(12) . . . . ? N2 C16 C17 C18 173.14(10) . . . . ? N2 C16 C17 C22 -7.02(16) . . . . ? N2 C16 C21 C20 -172.58(10) . . . . ? N2 C16 C21 C25 8.55(16) . . . . ? C1 N1 C2 P1 174.98(9) . . . . ? C1 N1 C2 C3 -1.95(12) . . . . ? C1 N1 C4 C5 -73.37(14) . . . . ? C1 N1 C4 C9 109.50(13) . . . . ? C1 N2 C3 P3 178.95(9) . . . . ? C1 N2 C3 C2 -1.50(12) . . . . ? C1 N2 C16 C17 103.57(13) . . . . ? C1 N2 C16 C21 -81.45(15) . . . . ? C1 C28 C29 C30 -179.77(12) . . . . ? C1 C28 C33 C32 -179.59(11) . . . . ? C2 N1 C1 N2 1.03(12) . . . . ? C2 N1 C1 C28 -179.59(10) . . . . ? C2 N1 C4 C5 92.83(13) . . . . ? C2 N1 C4 C9 -84.30(14) . . . . ? C3 N2 C1 N1 0.31(12) . . . . ? C3 N2 C1 C28 -179.07(10) . . . . ? C3 N2 C16 C17 -76.87(13) . . . . ? C3 N2 C16 C21 98.11(12) . . . . ? C4 N1 C1 N2 168.76(10) . . . . ? C4 N1 C1 C28 -11.86(18) . . . . ? C4 N1 C2 P1 6.78(16) . . . . ? C4 N1 C2 C3 -170.15(10) . . . . ? C4 C5 C6 C7 2.66(18) . . . . ? C4 C5 C10 C11 -116.53(13) . . . . ? C4 C5 C10 C12 120.14(13) . . . . ? C4 C9 C13 C14 111.67(13) . . . . ? C4 C9 C13 C15 -125.99(13) . . . . ? C5 C4 C9 C8 2.42(17) . . . . ? C5 C4 C9 C13 -176.30(11) . . . . ? C5 C6 C7 C8 -0.17(19) . . . . ? C6 C5 C10 C11 59.42(15) . . . . ? C6 C5 C10 C12 -63.91(15) . . . . ? C6 C7 C8 C9 -1.4(2) . . . . ? C7 C8 C9 C4 0.29(18) . . . . ? C7 C8 C9 C13 179.06(12) . . . . ? C8 C9 C13 C14 -67.01(15) . . . . ? C8 C9 C13 C15 55.32(16) . . . . ? C9 C4 C5 C6 -3.86(17) . . . . ? C9 C4 C5 C10 172.19(11) . . . . ? C10 C5 C6 C7 -173.56(12) . . . . ? C16 N2 C1 N1 179.90(10) . . . . ? C16 N2 C1 C28 0.52(18) . . . . ? C16 N2 C3 P3 -0.68(16) . . . . ? C16 N2 C3 C2 178.87(10) . . . . ? C16 C17 C18 C19 -0.55(17) . . . . ? C16 C17 C22 C23 118.58(12) . . . . ? C16 C17 C22 C24 -118.41(12) . . . . ? C16 C21 C25 C26 -126.68(13) . . . . ? C16 C21 C25 C27 109.45(12) . . . . ? C17 C16 C21 C20 2.10(17) . . . . ? C17 C16 C21 C25 -176.77(11) . . . . ? C17 C18 C19 C20 2.10(19) . . . . ? C18 C17 C22 C23 -61.58(15) . . . . ? C18 C17 C22 C24 61.43(14) . . . . ? C18 C19 C20 C21 -1.57(19) . . . . ? C19 C20 C21 C16 -0.48(17) . . . . ? C19 C20 C21 C25 178.43(11) . . . . ? C20 C21 C25 C26 54.48(15) . . . . ? C20 C21 C25 C27 -69.38(14) . . . . ? C21 C16 C17 C18 -1.59(16) . . . . ? C21 C16 C17 C22 178.25(11) . . . . ? C22 C17 C18 C19 179.60(11) . . . . ? C28 C29 C30 C31 -0.7(2) . . . . ? C29 C28 C33 C32 -0.17(18) . . . . ? C29 C30 C31 C32 -0.1(2) . . . . ? C30 C31 C32 C33 0.8(2) . . . . ? C31 C32 C33 C28 -0.62(19) . . . . ? C33 C28 C29 C30 0.81(18) . . . . ? C38 C39 C40 C41 0.3(3) . . . . ? C39 C38 C43 C42 0.6(8) . . . . ? C39 C40 C41 C42 -0.6(3) . . . . ? C40 C41 C42 C43 0.9(4) . . . . ? C41 C42 C43 C38 -0.9(8) . . . . ? C43 C38 C39 C40 -0.3(4) . . . . ? C44 C38 C39 C40 -178.61(17) . . . . ? C44 C38 C43 C42 178.9(4) . . . . ? C43A C38A C39A C40A -4(3) . . . . ? C43A C42A C41A C40A 4(3) . . . . ? C38A C43A C42A C41A -8(5) . . . . ? C38A C39A C40A C41A -0.4(17) . . . . ? C39A C40A C41A C42A 0.3(17) . . . . ? C44A C38A C39A C40A 178.1(10) . . . . ? C42A C43A C38A C39A 8(5) . . . . ? C42A C43A C38A C44A -174(3) . . . . ? _shelx_res_file ; TITL rottschaefer107_a.res in P2(1)/c rottschaefer107.res created by SHELXL-2018/3 at 14:46:56 on 18-Mar-2019 REM Old TITL rottschaefer107 in P2/c REM SHELXT solution in P2(1)/c: R1 0.088, Rweak 0.006, Alpha 0.059 REM 1.128 for 227 systematic absences, Orientation as input REM Formula found by SHELXT: C44 N2 O4 P3 Fe CELL 0.71073 10.9413 23.5902 16.2953 90 96.991 90 ZERR 4 0.0002 0.0004 0.0003 0 0.002 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H Fe N O P UNIT 176 188 4 8 16 12 SADI C38 C39 C38A C39A SADI C38 C43 C38A C43A SADI C38 C44 C38A C44A SADI C39 C40 C39A C40A SADI C40 C41 C40A C41A SADI C41 C42 C41A C42A SADI C42 C43 C42A C43A SADI 0.04 C38 C40 C38A C40A SADI 0.04 C38 C42 C38A C42A SADI 0.04 C39 C41 C39A C41A SADI 0.04 C39 C43 C39A C43A SADI 0.04 C39 C44 C39A C44A SADI 0.04 C40 C42 C40A C42A SADI 0.04 C41 C43 C41A C43A SADI 0.04 C43 C44 C43A C44A EADP C43 C43A EADP C39 C39A L.S. 11 PLAN 9 MORE -1 BOND $H CONF fmap 2 acta OMIT 3 3 12 REM REM REM WGHT 0.028400 2.218100 FVAR 2.78084 0.85025 FE1 3 -0.009829 0.622547 0.368779 11.00000 0.01373 0.01300 = 0.01590 -0.00080 0.00243 0.00068 P1 6 0.278315 0.533745 0.354179 11.00000 0.01396 0.01701 = 0.01762 -0.00513 0.00148 -0.00087 P2 6 0.091035 0.548748 0.322587 11.00000 0.01396 0.01466 = 0.01760 -0.00255 0.00279 0.00032 P3 6 0.015964 0.483676 0.245306 11.00000 0.01157 0.01575 = 0.02003 -0.00296 0.00057 0.00104 O1 5 0.227486 0.682417 0.392787 11.00000 0.01795 0.02023 = 0.05022 -0.00194 0.00158 -0.00128 O2 5 -0.163626 0.629980 0.208133 11.00000 0.03491 0.03932 = 0.02342 0.00218 -0.00458 -0.00148 O3 5 -0.084247 0.550611 0.502245 11.00000 0.03561 0.03161 = 0.03429 0.01195 0.01309 0.00332 O4 5 -0.144557 0.716105 0.433941 11.00000 0.02393 0.02315 = 0.03956 -0.00694 0.00683 0.00400 N1 4 0.361744 0.432527 0.283842 11.00000 0.01099 0.01686 = 0.01387 -0.00260 0.00092 0.00009 N2 4 0.191799 0.397357 0.219871 11.00000 0.01135 0.01455 = 0.01497 -0.00258 0.00119 0.00007 C1 1 0.313413 0.387889 0.239086 11.00000 0.01147 0.01682 = 0.01356 -0.00181 0.00146 0.00007 C2 1 0.268552 0.471359 0.295007 11.00000 0.01242 0.01580 = 0.01460 -0.00189 0.00257 0.00005 C3 1 0.160377 0.449610 0.252610 11.00000 0.01234 0.01455 = 0.01521 -0.00211 0.00210 0.00023 C4 1 0.484163 0.435647 0.328987 11.00000 0.01126 0.02085 = 0.01570 -0.00531 0.00036 0.00030 C5 1 0.505663 0.404305 0.402260 11.00000 0.01591 0.02045 = 0.01788 -0.00399 0.00012 0.00187 C6 1 0.624258 0.406843 0.444923 11.00000 0.01911 0.02866 = 0.01937 -0.00442 -0.00297 0.00445 AFIX 43 H6 2 0.643269 0.385391 0.492652 11.00000 -1.20000 AFIX 0 C7 1 0.713943 0.440827 0.417205 11.00000 0.01316 0.03680 = 0.02449 -0.01094 -0.00254 0.00306 AFIX 43 H7 2 0.792315 0.442022 0.446547 11.00000 -1.20000 AFIX 0 C8 1 0.688079 0.472930 0.346452 11.00000 0.01354 0.03572 = 0.02398 -0.00976 0.00355 -0.00520 AFIX 43 H8 2 0.748889 0.496141 0.329383 11.00000 -1.20000 AFIX 0 C9 1 0.572016 0.471149 0.300003 11.00000 0.01375 0.02683 = 0.01742 -0.00621 0.00389 -0.00262 C10 1 0.406012 0.371598 0.439080 11.00000 0.02197 0.02755 = 0.01858 0.00299 -0.00144 -0.00310 AFIX 13 H10 2 0.328790 0.376190 0.402371 11.00000 -1.20000 AFIX 0 C11 1 0.387887 0.396618 0.523765 11.00000 0.02919 0.03796 = 0.02556 0.00016 0.00824 -0.00195 AFIX 137 H11A 2 0.462309 0.392177 0.560982 11.00000 -1.50000 H11B 2 0.321823 0.377145 0.545523 11.00000 -1.50000 H11C 2 0.368199 0.436172 0.517725 11.00000 -1.50000 AFIX 0 C12 1 0.434556 0.308278 0.446656 11.00000 0.05098 0.02737 = 0.02820 0.00229 -0.00055 -0.00453 AFIX 137 H12A 2 0.442420 0.293006 0.392944 11.00000 -1.50000 H12B 2 0.368935 0.289250 0.469565 11.00000 -1.50000 H12C 2 0.510248 0.302794 0.482219 11.00000 -1.50000 AFIX 0 C13 1 0.546268 0.507651 0.223383 11.00000 0.01956 0.03323 = 0.01867 -0.00097 0.00410 -0.00807 AFIX 13 H13 2 0.464082 0.498074 0.196062 11.00000 -1.20000 AFIX 0 C14 1 0.547288 0.570835 0.245787 11.00000 0.02527 0.03271 = 0.02725 0.00126 0.00573 -0.00470 AFIX 137 H14A 2 0.484931 0.578207 0.281062 11.00000 -1.50000 H14B 2 0.531109 0.592984 0.196233 11.00000 -1.50000 H14C 2 0.626461 0.580849 0.274085 11.00000 -1.50000 AFIX 0 C15 1 0.639631 0.496997 0.161815 11.00000 0.03658 0.04011 = 0.02600 -0.00342 0.01519 -0.00980 AFIX 137 H15A 2 0.719241 0.510472 0.184912 11.00000 -1.50000 H15B 2 0.613910 0.516763 0.111153 11.00000 -1.50000 H15C 2 0.644051 0.457103 0.150929 11.00000 -1.50000 AFIX 0 C16 1 0.100744 0.361976 0.172776 11.00000 0.01082 0.01379 = 0.01601 -0.00344 -0.00054 0.00096 C17 1 0.020967 0.330693 0.216607 11.00000 0.01424 0.01539 = 0.01753 -0.00187 0.00201 0.00140 C18 1 -0.074678 0.301773 0.170016 11.00000 0.01533 0.01860 = 0.02311 -0.00131 0.00118 -0.00204 AFIX 43 H18 2 -0.129087 0.280296 0.196804 11.00000 -1.20000 AFIX 0 C19 1 -0.089976 0.304511 0.084470 11.00000 0.01807 0.02047 = 0.02391 -0.00329 -0.00473 -0.00256 AFIX 43 H19 2 -0.155944 0.285926 0.054574 11.00000 -1.20000 AFIX 0 C20 1 -0.008121 0.334589 0.043294 11.00000 0.02086 0.02066 = 0.01704 -0.00235 -0.00308 0.00065 AFIX 43 H20 2 -0.018554 0.335236 -0.014198 11.00000 -1.20000 AFIX 0 C21 1 0.090121 0.364080 0.086393 11.00000 0.01615 0.01578 = 0.01583 -0.00158 0.00064 0.00180 C22 1 0.034134 0.326913 0.310554 11.00000 0.02191 0.02244 = 0.01670 -0.00222 0.00371 -0.00416 AFIX 13 H22 2 0.105608 0.349678 0.332574 11.00000 -1.20000 AFIX 0 C23 1 -0.079203 0.351015 0.344619 11.00000 0.04225 0.02396 = 0.02997 -0.00061 0.01971 0.00372 AFIX 137 H23A 2 -0.088949 0.390204 0.329330 11.00000 -1.50000 H23B 2 -0.068864 0.347765 0.403783 11.00000 -1.50000 H23C 2 -0.150973 0.330214 0.322138 11.00000 -1.50000 AFIX 0 C24 1 0.056569 0.265617 0.340572 11.00000 0.02978 0.02988 = 0.02409 0.00606 0.00624 0.00577 AFIX 137 H24A 2 -0.010308 0.242074 0.317146 11.00000 -1.50000 H24B 2 0.061817 0.264507 0.399787 11.00000 -1.50000 H24C 2 0.132216 0.251976 0.323535 11.00000 -1.50000 AFIX 0 C25 1 0.180231 0.395457 0.039027 11.00000 0.02092 0.02297 = 0.01640 0.00033 0.00269 -0.00137 AFIX 13 H25 2 0.235748 0.417341 0.078837 11.00000 -1.20000 AFIX 0 C26 1 0.113523 0.436938 -0.023179 11.00000 0.03353 0.03264 = 0.03046 0.01200 0.00816 0.00542 AFIX 137 H26A 2 0.059361 0.416333 -0.063355 11.00000 -1.50000 H26B 2 0.172840 0.457334 -0.050520 11.00000 -1.50000 H26C 2 0.066484 0.463190 0.005280 11.00000 -1.50000 AFIX 0 C27 1 0.258107 0.353190 -0.003654 11.00000 0.02164 0.03683 = 0.01897 -0.00032 0.00416 0.00371 AFIX 137 H27A 2 0.300837 0.328467 0.036970 11.00000 -1.50000 H27B 2 0.316790 0.373456 -0.031729 11.00000 -1.50000 H27C 2 0.205483 0.331167 -0.042944 11.00000 -1.50000 AFIX 0 C28 1 0.381990 0.338349 0.215117 11.00000 0.01295 0.02089 = 0.01415 -0.00360 0.00010 0.00341 C29 1 0.333179 0.284031 0.218172 11.00000 0.01665 0.02064 = 0.02716 -0.00589 0.00095 0.00309 AFIX 43 H29 2 0.255983 0.278861 0.235408 11.00000 -1.20000 AFIX 0 C30 1 0.399380 0.237472 0.195556 11.00000 0.02521 0.02163 = 0.03470 -0.00914 -0.00176 0.00568 AFIX 43 H30 2 0.366772 0.201207 0.198238 11.00000 -1.20000 AFIX 0 C31 1 0.513861 0.245001 0.169024 11.00000 0.02389 0.03282 = 0.02983 -0.01258 -0.00197 0.01354 AFIX 43 H31 2 0.558155 0.213811 0.154015 11.00000 -1.20000 AFIX 0 C32 1 0.562276 0.299029 0.164877 11.00000 0.01750 0.04064 = 0.02420 -0.00778 0.00443 0.00833 AFIX 43 H32 2 0.638698 0.304038 0.146412 11.00000 -1.20000 AFIX 0 C33 1 0.497484 0.345696 0.188090 11.00000 0.01610 0.02866 = 0.01902 -0.00359 0.00283 0.00277 AFIX 43 H33 2 0.530790 0.381842 0.185690 11.00000 -1.20000 AFIX 0 C34 1 0.134598 0.659101 0.383572 11.00000 0.01855 0.01497 = 0.02731 -0.00122 0.00239 0.00286 C35 1 -0.103264 0.626406 0.270303 11.00000 0.02148 0.01997 = 0.02131 0.00019 0.00352 -0.00016 C36 1 -0.054873 0.577426 0.449744 11.00000 0.02008 0.01895 = 0.02417 0.00076 0.00511 0.00407 C37 1 -0.090709 0.680234 0.407922 11.00000 0.01659 0.01882 = 0.02132 -0.00100 0.00137 -0.00119 PART 1 C38 1 0.694501 0.167761 0.392315 21.00000 0.02447 0.04247 = 0.02336 0.00038 -0.00186 -0.00703 C39 1 0.612704 0.155236 0.449153 21.00000 0.02604 0.03665 = 0.02223 -0.00090 0.00300 0.00289 AFIX 43 H39 2 0.566193 0.184200 0.468551 21.00000 -1.20000 AFIX 0 C40 1 0.599657 0.100464 0.477116 21.00000 0.03107 0.03775 = 0.02263 0.00431 0.00565 0.00446 AFIX 43 H40 2 0.544485 0.092791 0.514819 21.00000 -1.20000 AFIX 0 C41 1 0.669039 0.056964 0.448819 21.00000 0.03698 0.03710 = 0.02561 0.00006 0.00006 0.00729 AFIX 43 H41 2 0.661212 0.020118 0.467791 21.00000 -1.20000 AFIX 0 C42 1 0.750039 0.068909 0.392075 21.00000 0.02987 0.04895 = 0.02903 -0.01174 0.00241 0.00578 AFIX 43 H42 2 0.795980 0.039902 0.372242 21.00000 -1.20000 AFIX 0 C43 1 0.762777 0.124149 0.364733 21.00000 0.02309 0.05783 = 0.02206 -0.00905 0.00289 -0.00363 AFIX 43 H43 2 0.818250 0.131816 0.327228 21.00000 -1.20000 AFIX 0 C44 1 0.710143 0.227480 0.363780 21.00000 0.04484 0.05296 = 0.03947 0.00709 0.00465 -0.01391 AFIX 137 H44A 2 0.631227 0.245745 0.354993 21.00000 -1.50000 H44B 2 0.746329 0.227109 0.312989 21.00000 -1.50000 H44C 2 0.762884 0.247808 0.405092 21.00000 -1.50000 AFIX 0 PART 0 PART 2 C43A 1 0.759899 0.130442 0.354275 -21.00000 0.02309 0.05783 = 0.02206 -0.00905 0.00289 -0.00363 AFIX 43 H43A 2 0.809467 0.110570 0.321744 -21.00000 -1.20000 AFIX 0 C38A 1 0.716794 0.104200 0.419796 -21.00000 0.01928 0.02372 = 0.02579 -0.00103 0.00029 0.00429 C39A 1 0.628917 0.131915 0.462680 -21.00000 0.02604 0.03665 = 0.02223 -0.00090 0.00300 0.00289 AFIX 43 H39A 2 0.595473 0.113478 0.505202 -21.00000 -1.20000 AFIX 0 C44A 1 0.756059 0.046086 0.446589 -21.00000 0.03735 0.03595 = 0.04505 -0.00281 0.01111 0.01304 AFIX 137 H44D 2 0.793969 0.027858 0.403469 -21.00000 -1.50000 H44E 2 0.685521 0.024590 0.457924 -21.00000 -1.50000 H44F 2 0.814050 0.048272 0.495679 -21.00000 -1.50000 AFIX 0 C40A 1 0.592654 0.187520 0.440450 -21.00000 0.03033 0.02794 = 0.02433 0.00361 0.00686 0.00232 AFIX 43 H40A 2 0.534608 0.206067 0.467953 -21.00000 -1.20000 AFIX 0 C42A 1 0.729928 0.186846 0.335972 -21.00000 0.03059 0.04144 = 0.02588 0.00993 0.00324 -0.00542 AFIX 43 H42A 2 0.767747 0.205921 0.295942 -21.00000 -1.20000 AFIX 0 C41A 1 0.643909 0.214573 0.377282 -21.00000 0.03429 0.02793 = 0.02877 0.00796 0.01107 0.00294 AFIX 43 H41A 2 0.620495 0.251450 0.362575 -21.00000 -1.20000 AFIX 0 HKLF 4 REM rottschaefer107_a.res in P2(1)/c REM wR2 = 0.0823, GooF = S = 1.044, Restrained GooF = 1.043 for all data REM R1 = 0.0344 for 12232 Fo > 4sig(Fo) and 0.0482 for all 14823 data REM 549 parameters refined using 15 restraints END WGHT 0.0284 2.2143 REM Highest difference peak 0.477, deepest hole -0.319, 1-sigma level 0.060 Q1 1 0.2127 0.4638 0.2760 11.00000 0.05 0.48 Q2 1 0.0256 0.3268 0.2596 11.00000 0.05 0.46 Q3 1 0.4434 0.3461 0.2099 11.00000 0.05 0.41 Q4 1 0.0543 0.3477 0.1907 11.00000 0.05 0.41 Q5 1 -0.0402 0.3121 0.0646 11.00000 0.05 0.40 Q6 1 0.0358 0.3521 0.0700 11.00000 0.05 0.40 Q7 1 0.5576 0.4061 0.4252 11.00000 0.05 0.39 Q8 1 0.5310 0.4534 0.3131 11.00000 0.05 0.39 Q9 1 0.0951 0.3653 0.1276 11.00000 0.05 0.38 ; _shelx_res_checksum 2700 _olex2_date_sample_data_collection 2019-03-18 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling - Detector area scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.108 _oxdiff_exptl_absorpt_empirical_full_min 0.881 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_compound5b _database_code_depnum_ccdc_archive 'CCDC 1939613' loop_ _audit_author_name _audit_author_address 'Hans Georg Stammler' ;University of Bielefeld Germany ; _audit_update_record ; 2019-07-10 deposited with the CCDC. 2019-10-18 downloaded from the CCDC. ; _audit_creation_date 2019-02-11 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _shelx_SHELXL_version_number 2018/3 _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C38 H41 Fe N2 O4 P3, C7 H8' _chemical_formula_sum 'C45 H49 Fe N2 O4 P3' _chemical_formula_weight 830.62 _chemical_melting_point ? _chemical_oxdiff_formula 'C44 H49 Fe N2 O3 P3' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.83254(14) _cell_length_b 24.9423(3) _cell_length_c 16.03521(18) _cell_angle_alpha 90 _cell_angle_beta 96.0125(11) _cell_angle_gamma 90 _cell_volume 4308.69(9) _cell_formula_units_Z 4 _cell_measurement_reflns_used 93941 _cell_measurement_temperature 100.01(10) _cell_measurement_theta_max 32.6160 _cell_measurement_theta_min 2.9980 _shelx_estimated_absorpt_T_max ? _shelx_estimated_absorpt_T_min ? _exptl_absorpt_coefficient_mu 0.505 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.777 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.40.39a (Rigaku Oxford Diffraction, 2019) Numerical absorption correction based on gaussian integration over a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_special_details ? _exptl_crystal_colour 'clear orange' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary orange _exptl_crystal_density_diffrn 1.280 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description irregular _exptl_crystal_F_000 1744 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 -5 -2 0.0788 0 -5 3 0.0777 2 3 -5 0.0722 -2 -3 5 0.0722 0 0 1 0.0710 0 5 2 0.0788 0 0 -1 0.0710 -1 1 0 0.0850 0 5 -3 0.0777 -1 -1 0 0.0757 1 1 0 0.0757 1 -1 0 0.0850 _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.151 _exptl_crystal_size_min 0.142 loop_ _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z 0.0031 -4.9932 -2.0011 0.1162 -0.0049 0.1206 -0.0029 -4.9767 2.9934 0.1548 -0.0817 -0.0842 2.0053 2.9719 -4.9899 -0.1577 -0.0249 0.2055 -2.0053 -2.9719 4.9899 0.1577 0.0249 -0.2055 -0.0012 0.0033 0.9989 0.0077 -0.0154 -0.0410 -0.0031 4.9932 2.0011 -0.1162 0.0049 -0.1206 0.0012 -0.0033 -0.9989 -0.0077 0.0154 0.0410 -1.0000 0.9991 -0.0007 -0.0063 0.0687 -0.0197 0.0029 4.9767 -2.9934 -0.1548 0.0817 0.0842 -0.9997 -0.9956 -0.0020 0.0464 0.0544 -0.0042 0.9997 0.9956 0.0020 -0.0464 -0.0544 0.0042 1.0000 -0.9991 0.0007 0.0063 -0.0687 0.0197 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0435 _diffrn_reflns_av_unetI/netI 0.0200 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.970 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_k_min -38 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 261252 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.970 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 32.880 _diffrn_reflns_theta_min 2.526 _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 100.01(10) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 5.3114 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.970 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -72.00 -24.00 1.00 34.42 -- -17.14 126.00 80.50 48 2 \w -42.00 51.00 1.00 34.42 -- -17.14 57.00 60.00 93 3 \w -8.00 86.00 1.00 34.42 -- 17.14 57.00 150.00 94 4 \w -51.00 42.00 1.00 34.42 -- 17.14 -57.00 150.00 93 5 \w -4.00 88.00 1.00 34.42 -- 17.14 38.00 90.00 92 6 \w 6.00 75.00 1.00 34.42 -- 17.14-131.00 -76.29 69 7 \w -8.00 86.00 1.00 34.42 -- 17.14 57.00-150.00 94 8 \w -54.00 47.00 1.00 34.42 -- 17.14 -77.00 -30.00 101 9 \w -13.00 88.00 1.00 34.42 -- 17.14 77.00 -60.00 101 10 \w -76.00 -27.00 1.00 34.42 -- -17.14 132.00 125.75 49 11 \w -74.00 -27.00 1.00 34.42 -- -17.14 130.00 -14.47 47 12 \w -88.00 13.00 1.00 34.42 -- -17.14 -77.00 -90.00 101 13 \w -1.00 69.00 1.00 34.42 -- 17.14-121.00 -15.47 70 14 \w 6.00 76.00 1.00 34.42 -- 17.14-132.00 104.16 70 15 \w 34.00 102.00 1.00 34.42 -- 17.14-178.00-120.00 68 16 \w -1.00 69.00 1.00 34.42 -- 17.14-121.00 63.35 70 17 \w -102.00 -55.00 1.00 34.42 -- -17.14 178.00 -90.00 47 18 \w -86.00 8.00 1.00 34.42 -- -17.14 -57.00 60.00 94 19 \w -8.00 64.00 1.00 34.42 -- 17.14-113.00 83.47 72 20 \w 13.00 85.00 1.00 34.42 -- 17.14-147.00 143.11 72 21 \w 10.00 79.00 1.00 34.42 -- 17.14-138.00 36.10 69 22 \w -11.00 62.00 1.00 34.42 -- 17.14-110.00 -43.80 73 23 \w 3.00 72.00 1.00 34.42 -- 17.14-126.00-130.76 69 24 \w -88.00 -16.00 1.00 34.42 -- -17.14 -38.00 90.00 72 25 \w -20.00 56.00 1.00 34.42 -- 17.14 -99.00-180.00 76 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at home/near, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0201123000 _diffrn_orient_matrix_UB_12 -0.0264147000 _diffrn_orient_matrix_UB_13 0.0077912000 _diffrn_orient_matrix_UB_21 -0.0615321000 _diffrn_orient_matrix_UB_22 0.0071467000 _diffrn_orient_matrix_UB_23 -0.0154857000 _diffrn_orient_matrix_UB_31 0.0119594000 _diffrn_orient_matrix_UB_32 -0.0077261000 _diffrn_orient_matrix_UB_33 -0.0409732000 _diffrn_oxdiff_digest_frames ; 0184baab6d09e2b3f7627ce149193a7f9701984d1b3 ; _diffrn_oxdiff_digest_hkl ; 01032c01b9d7f2128de70d05e56bc6919ba88a ; _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Mo) X-ray Source' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 13655 _reflns_number_total 15612 _reflns_odcompleteness_completeness 99.90 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 30.01 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _reflns_threshold_expression 'I > 2\s(I)' _computing_cell_refinement 'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)' _computing_data_collection 'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)' _computing_data_reduction 'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _refine_diff_density_max 0.545 _refine_diff_density_min -0.408 _refine_diff_density_rms 0.057 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 506 _refine_ls_number_reflns 15612 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0386 _refine_ls_R_factor_gt 0.0311 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0346P)^2^+2.2156P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0789 _refine_ls_wR_factor_ref 0.0827 _refine_special_details ? _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups 2.a Ternary CH refined with riding coordinates: C10(H10), C13(H13), C22(H22), C25(H25) 2.b Aromatic/amide H refined with riding coordinates: C6(H6), C7(H7), C8(H8), C18(H18), C19(H19), C20(H20), C29(H29), C31(H31), C32(H32), C33(H33), C40(H40), C41(H41), C42(H42), C43(H43), C44(H44) 2.c Idealised Me refined as rotating group: C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C15(H15A,H15B, H15C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C27(H27A, H27B,H27C), C34(H34A,H34B,H34C), C45(H45A,H45B,H45C) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _atom_sites_solution_secondary ? loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 1.01116(2) 0.61196(2) 0.13823(2) 0.01238(4) Uani 1 1 d . . . . . P1 P 0.71648(2) 0.52924(2) 0.15198(2) 0.01392(5) Uani 1 1 d . . . . . P2 P 0.90668(2) 0.54052(2) 0.17952(2) 0.01328(5) Uani 1 1 d . . . . . P3 P 0.98039(2) 0.47451(2) 0.24814(2) 0.01426(5) Uani 1 1 d . . . . . O1 O 0.77838(8) 0.67325(4) 0.11342(6) 0.02726(18) Uani 1 1 d . . . . . O2 O 1.15222(10) 0.61356(5) 0.30482(6) 0.0357(2) Uani 1 1 d . . . . . O3 O 1.08560(9) 0.54912(4) -0.00419(6) 0.03008(19) Uani 1 1 d . . . . . O4 O 1.15723(9) 0.70162(4) 0.08372(6) 0.02950(19) Uani 1 1 d . . . . . N1 N 0.62826(7) 0.43125(3) 0.21509(5) 0.01126(14) Uani 1 1 d . . . . . N2 N 0.79889(7) 0.39347(3) 0.27115(5) 0.01143(14) Uani 1 1 d . . . . . C1 C 0.67522(9) 0.38701(4) 0.25513(6) 0.01118(15) Uani 1 1 d . . . . . C2 C 0.72426(9) 0.46734(4) 0.20445(6) 0.01152(15) Uani 1 1 d . . . . . C3 C 0.83313(9) 0.44382(4) 0.24176(6) 0.01186(15) Uani 1 1 d . . . . . C4 C 0.50478(9) 0.43610(4) 0.17177(6) 0.01245(16) Uani 1 1 d . . . . . C5 C 0.48271(9) 0.41093(4) 0.09347(6) 0.01410(17) Uani 1 1 d . . . . . C6 C 0.36293(10) 0.41475(5) 0.05255(7) 0.01886(19) Uani 1 1 d . . . . . H6 H 0.343794 0.397309 0.001573 0.023 Uiso 1 1 calc R . . . . C7 C 0.27195(10) 0.44415(5) 0.08666(7) 0.0211(2) Uani 1 1 d . . . . . H7 H 0.192805 0.446490 0.058191 0.025 Uiso 1 1 calc R . . . . C8 C 0.29805(10) 0.47001(5) 0.16272(7) 0.0199(2) Uani 1 1 d . . . . . H8 H 0.236619 0.490305 0.184133 0.024 Uiso 1 1 calc R . . . . C9 C 0.41516(9) 0.46617(4) 0.20795(6) 0.01468(17) Uani 1 1 d . . . . . C10 C 0.58331(10) 0.38287(4) 0.05045(6) 0.01722(18) Uani 1 1 d . . . . . H10 H 0.660625 0.384515 0.088022 0.021 Uiso 1 1 calc R . . . . C11 C 0.60417(12) 0.41251(5) -0.03067(7) 0.0246(2) Uani 1 1 d . . . . . H11A H 0.529853 0.410937 -0.068872 0.037 Uiso 1 1 calc GR . . . . H11B H 0.671064 0.395882 -0.055857 0.037 Uiso 1 1 calc GR . . . . H11C H 0.624652 0.449277 -0.018062 0.037 Uiso 1 1 calc GR . . . . C12 C 0.55250(13) 0.32371(5) 0.03292(8) 0.0279(2) Uani 1 1 d . . . . . H12A H 0.544765 0.305513 0.084871 0.042 Uiso 1 1 calc GR . . . . H12B H 0.617744 0.307487 0.005510 0.042 Uiso 1 1 calc GR . . . . H12C H 0.475697 0.321079 -0.002591 0.042 Uiso 1 1 calc GR . . . . C13 C 0.44098(10) 0.49483(4) 0.29148(7) 0.01805(18) Uani 1 1 d . . . . . H13 H 0.521281 0.482436 0.318448 0.022 Uiso 1 1 calc R . . . . C14 C 0.44887(12) 0.55553(5) 0.27800(8) 0.0250(2) Uani 1 1 d . . . . . H14A H 0.516211 0.563320 0.245472 0.037 Uiso 1 1 calc GR . . . . H14B H 0.462843 0.573185 0.331345 0.037 Uiso 1 1 calc GR . . . . H14C H 0.372492 0.568087 0.248725 0.037 Uiso 1 1 calc GR . . . . C15 C 0.34163(12) 0.48322(5) 0.35086(8) 0.0251(2) Uani 1 1 d . . . . . H15A H 0.264860 0.499838 0.329431 0.038 Uiso 1 1 calc GR . . . . H15B H 0.368190 0.497371 0.405474 0.038 Uiso 1 1 calc GR . . . . H15C H 0.329792 0.445191 0.354748 0.038 Uiso 1 1 calc GR . . . . C16 C 0.88578(9) 0.35739(4) 0.31699(6) 0.01217(16) Uani 1 1 d . . . . . C17 C 0.95864(9) 0.32395(4) 0.27175(6) 0.01521(17) Uani 1 1 d . . . . . C18 C 1.04706(10) 0.29229(4) 0.31839(7) 0.0198(2) Uani 1 1 d . . . . . H18 H 1.096893 0.269466 0.290569 0.024 Uiso 1 1 calc R . . . . C19 C 1.06213(11) 0.29414(4) 0.40520(7) 0.0210(2) Uani 1 1 d . . . . . H19 H 1.122297 0.273000 0.434915 0.025 Uiso 1 1 calc R . . . . C20 C 0.98795(10) 0.32736(4) 0.44785(7) 0.01921(19) Uani 1 1 d . . . . . H20 H 0.998336 0.328063 0.506155 0.023 Uiso 1 1 calc R . . . . C21 C 0.89772(9) 0.35984(4) 0.40460(6) 0.01466(17) Uani 1 1 d . . . . . C22 C 0.81792(11) 0.39584(5) 0.45316(6) 0.01969(19) Uani 1 1 d . . . . . H22 H 0.765905 0.417724 0.412663 0.024 Uiso 1 1 calc R . . . . C23 C 0.89901(12) 0.43375(5) 0.51061(7) 0.0252(2) Uani 1 1 d . . . . . H23A H 0.951608 0.413143 0.550500 0.038 Uiso 1 1 calc GR . . . . H23B H 0.846960 0.456766 0.539790 0.038 Uiso 1 1 calc GR . . . . H23C H 0.949285 0.455104 0.477566 0.038 Uiso 1 1 calc GR . . . . C24 C 0.73192(12) 0.36200(6) 0.50229(8) 0.0285(3) Uani 1 1 d . . . . . H24A H 0.682369 0.338926 0.464317 0.043 Uiso 1 1 calc GR . . . . H24B H 0.678659 0.385231 0.530116 0.043 Uiso 1 1 calc GR . . . . H24C H 0.780923 0.340672 0.543169 0.043 Uiso 1 1 calc GR . . . . C25 C 0.94710(11) 0.32154(5) 0.17632(7) 0.0219(2) Uani 1 1 d . . . . . H25 H 0.877684 0.344585 0.154833 0.026 Uiso 1 1 calc R . . . . C26 C 1.06498(14) 0.34309(5) 0.14318(9) 0.0316(3) Uani 1 1 d . . . . . H26A H 1.079253 0.379296 0.162076 0.047 Uiso 1 1 calc GR . . . . H26B H 1.055157 0.342319 0.082991 0.047 Uiso 1 1 calc GR . . . . H26C H 1.134437 0.321157 0.163684 0.047 Uiso 1 1 calc GR . . . . C27 C 0.92016(12) 0.26461(6) 0.14292(8) 0.0288(3) Uani 1 1 d . . . . . H27A H 0.988402 0.241534 0.161676 0.043 Uiso 1 1 calc GR . . . . H27B H 0.909436 0.265274 0.082741 0.043 Uiso 1 1 calc GR . . . . H27C H 0.845783 0.251410 0.163466 0.043 Uiso 1 1 calc GR . . . . C28 C 0.60072(9) 0.34140(4) 0.27805(6) 0.01273(16) Uani 1 1 d . . . . . C29 C 0.63662(10) 0.28873(4) 0.26399(7) 0.01664(18) Uani 1 1 d . . . . . H29 H 0.711145 0.282222 0.241800 0.020 Uiso 1 1 calc R . . . . C30 C 0.56220(11) 0.24579(4) 0.28277(7) 0.0198(2) Uani 1 1 d . . . . . C31 C 0.45224(11) 0.25628(5) 0.31744(7) 0.0216(2) Uani 1 1 d . . . . . H31 H 0.402178 0.227900 0.330730 0.026 Uiso 1 1 calc R . . . . C32 C 0.41617(10) 0.30844(5) 0.33249(7) 0.0210(2) Uani 1 1 d . . . . . H32 H 0.342472 0.314828 0.355804 0.025 Uiso 1 1 calc R . . . . C33 C 0.49004(10) 0.35112(4) 0.31276(7) 0.01698(18) Uani 1 1 d . . . . . H33 H 0.465806 0.386119 0.322665 0.020 Uiso 1 1 calc R . . . . C34 C 0.59683(13) 0.18913(5) 0.26328(10) 0.0309(3) Uani 1 1 d . . . . . H34A H 0.534861 0.174214 0.222671 0.046 Uiso 1 1 calc GR . . . . H34B H 0.601969 0.168070 0.313639 0.046 Uiso 1 1 calc GR . . . . H34C H 0.675775 0.188928 0.241102 0.046 Uiso 1 1 calc GR . . . . C35 C 0.86852(10) 0.64871(4) 0.12315(7) 0.01794(18) Uani 1 1 d . . . . . C36 C 1.09713(11) 0.61231(5) 0.23999(7) 0.0205(2) Uani 1 1 d . . . . . C37 C 1.05645(10) 0.57234(4) 0.05204(7) 0.01853(19) Uani 1 1 d . . . . . C38 C 1.09908(10) 0.66709(4) 0.10532(7) 0.01856(19) Uani 1 1 d . . . . . C39 C 0.28262(12) 0.38798(5) 0.59023(7) 0.0237(2) Uani 1 1 d . . . . . C40 C 0.36142(13) 0.36117(5) 0.54109(8) 0.0278(2) Uani 1 1 d . . . . . H40 H 0.400965 0.380260 0.501745 0.033 Uiso 1 1 calc R . . . . C41 C 0.38200(14) 0.30640(6) 0.54980(8) 0.0304(3) Uani 1 1 d . . . . . H41 H 0.434909 0.289119 0.516430 0.036 Uiso 1 1 calc R . . . . C42 C 0.32376(13) 0.27753(6) 0.60816(8) 0.0306(3) Uani 1 1 d . . . . . H42 H 0.336573 0.240788 0.613849 0.037 Uiso 1 1 calc R . . . . C43 C 0.24633(13) 0.30389(6) 0.65792(8) 0.0311(3) Uani 1 1 d . . . . . H43 H 0.207813 0.284783 0.697747 0.037 Uiso 1 1 calc R . . . . C44 C 0.22567(12) 0.35838(6) 0.64899(8) 0.0278(2) Uani 1 1 d . . . . . H44 H 0.172974 0.375479 0.682714 0.033 Uiso 1 1 calc R . . . . C45 C 0.25935(15) 0.44704(6) 0.58024(10) 0.0360(3) Uani 1 1 d . . . . . H45A H 0.194665 0.453011 0.535549 0.054 Uiso 1 1 calc GR . . . . H45B H 0.333959 0.464526 0.567303 0.054 Uiso 1 1 calc GR . . . . H45C H 0.234537 0.461378 0.631488 0.054 Uiso 1 1 calc GR . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.01189(6) 0.01158(6) 0.01388(6) 0.00082(5) 0.00238(5) -0.00164(5) P1 0.01166(11) 0.01249(11) 0.01745(11) 0.00462(8) 0.00074(8) -0.00012(8) P2 0.01147(11) 0.01218(10) 0.01629(11) 0.00234(8) 0.00195(8) -0.00133(8) P3 0.00972(10) 0.01400(11) 0.01877(11) 0.00306(9) 0.00009(8) -0.00101(8) O1 0.0191(4) 0.0215(4) 0.0412(5) 0.0001(4) 0.0031(3) 0.0032(3) O2 0.0358(5) 0.0502(6) 0.0195(4) 0.0042(4) -0.0045(4) -0.0143(5) O3 0.0310(5) 0.0322(5) 0.0284(4) -0.0106(4) 0.0092(4) -0.0009(4) O4 0.0251(4) 0.0222(4) 0.0422(5) 0.0095(4) 0.0086(4) -0.0052(3) N1 0.0093(3) 0.0108(3) 0.0137(3) 0.0015(3) 0.0010(3) -0.0006(3) N2 0.0104(3) 0.0108(3) 0.0130(3) 0.0020(3) 0.0008(3) 0.0003(3) C1 0.0111(4) 0.0110(4) 0.0115(4) 0.0003(3) 0.0016(3) 0.0002(3) C2 0.0103(4) 0.0110(4) 0.0133(4) 0.0012(3) 0.0012(3) -0.0011(3) C3 0.0110(4) 0.0113(4) 0.0133(4) 0.0017(3) 0.0017(3) -0.0004(3) C4 0.0095(4) 0.0133(4) 0.0144(4) 0.0027(3) 0.0003(3) -0.0011(3) C5 0.0133(4) 0.0147(4) 0.0141(4) 0.0022(3) 0.0004(3) -0.0016(3) C6 0.0161(4) 0.0226(5) 0.0170(4) 0.0039(4) -0.0023(3) -0.0040(4) C7 0.0116(4) 0.0281(5) 0.0230(5) 0.0073(4) -0.0017(4) -0.0022(4) C8 0.0112(4) 0.0249(5) 0.0238(5) 0.0058(4) 0.0031(4) 0.0031(4) C9 0.0116(4) 0.0153(4) 0.0174(4) 0.0039(3) 0.0029(3) 0.0009(3) C10 0.0174(4) 0.0190(4) 0.0152(4) -0.0013(3) 0.0010(3) 0.0005(4) C11 0.0241(5) 0.0298(6) 0.0211(5) 0.0029(4) 0.0081(4) 0.0004(4) C12 0.0367(7) 0.0196(5) 0.0276(6) -0.0034(4) 0.0049(5) 0.0004(5) C13 0.0165(4) 0.0185(5) 0.0197(4) -0.0004(4) 0.0046(4) 0.0038(4) C14 0.0244(5) 0.0185(5) 0.0331(6) -0.0026(4) 0.0080(4) 0.0014(4) C15 0.0275(6) 0.0253(5) 0.0243(5) 0.0007(4) 0.0118(4) 0.0047(4) C16 0.0110(4) 0.0115(4) 0.0137(4) 0.0024(3) -0.0002(3) 0.0004(3) C17 0.0148(4) 0.0142(4) 0.0165(4) 0.0009(3) 0.0013(3) 0.0029(3) C18 0.0178(5) 0.0179(5) 0.0233(5) 0.0011(4) 0.0013(4) 0.0063(4) C19 0.0195(5) 0.0186(5) 0.0235(5) 0.0043(4) -0.0040(4) 0.0048(4) C20 0.0220(5) 0.0184(5) 0.0161(4) 0.0036(4) -0.0034(4) 0.0022(4) C21 0.0152(4) 0.0141(4) 0.0144(4) 0.0015(3) 0.0003(3) 0.0002(3) C22 0.0223(5) 0.0229(5) 0.0138(4) -0.0002(4) 0.0019(4) 0.0049(4) C23 0.0348(6) 0.0214(5) 0.0197(5) -0.0039(4) 0.0044(4) 0.0000(5) C24 0.0245(6) 0.0430(7) 0.0187(5) -0.0031(5) 0.0054(4) -0.0049(5) C25 0.0256(5) 0.0241(5) 0.0162(4) -0.0003(4) 0.0035(4) 0.0099(4) C26 0.0457(8) 0.0238(6) 0.0286(6) 0.0019(5) 0.0188(6) 0.0026(5) C27 0.0273(6) 0.0350(7) 0.0247(5) -0.0107(5) 0.0053(4) 0.0012(5) C28 0.0129(4) 0.0122(4) 0.0129(4) 0.0017(3) 0.0004(3) -0.0015(3) C29 0.0156(4) 0.0134(4) 0.0207(4) 0.0012(3) 0.0013(3) -0.0001(3) C30 0.0217(5) 0.0129(4) 0.0240(5) 0.0032(4) -0.0019(4) -0.0025(4) C31 0.0225(5) 0.0189(5) 0.0233(5) 0.0054(4) 0.0017(4) -0.0084(4) C32 0.0183(5) 0.0238(5) 0.0219(5) 0.0031(4) 0.0073(4) -0.0049(4) C33 0.0170(4) 0.0156(4) 0.0190(4) 0.0008(3) 0.0053(3) -0.0017(3) C34 0.0331(7) 0.0123(5) 0.0466(8) 0.0017(5) 0.0005(6) -0.0014(4) C35 0.0175(5) 0.0144(4) 0.0223(5) 0.0003(4) 0.0038(4) -0.0026(3) C36 0.0203(5) 0.0223(5) 0.0191(5) 0.0021(4) 0.0028(4) -0.0059(4) C37 0.0167(4) 0.0178(4) 0.0212(5) -0.0004(4) 0.0026(4) -0.0025(4) C38 0.0166(5) 0.0177(4) 0.0217(5) 0.0021(4) 0.0034(4) -0.0002(4) C39 0.0240(5) 0.0263(5) 0.0207(5) -0.0011(4) 0.0013(4) -0.0002(4) C40 0.0322(6) 0.0300(6) 0.0224(5) 0.0042(4) 0.0096(5) 0.0017(5) C41 0.0370(7) 0.0309(6) 0.0244(6) 0.0009(5) 0.0089(5) 0.0059(5) C42 0.0355(7) 0.0261(6) 0.0299(6) 0.0034(5) 0.0022(5) -0.0020(5) C43 0.0282(6) 0.0369(7) 0.0289(6) 0.0051(5) 0.0067(5) -0.0092(5) C44 0.0233(6) 0.0374(7) 0.0235(5) -0.0018(5) 0.0066(4) -0.0021(5) C45 0.0409(8) 0.0286(6) 0.0390(7) 0.0014(5) 0.0066(6) 0.0059(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 P2 2.2474(3) . ? Fe1 C35 1.7911(11) . ? Fe1 C36 1.7921(11) . ? Fe1 C37 1.8080(11) . ? Fe1 C38 1.7837(11) . ? P1 P2 2.0805(4) . ? P1 C2 1.7562(9) . ? P2 P3 2.0917(4) . ? P3 C3 1.7626(10) . ? O1 C35 1.1491(14) . ? O2 C36 1.1435(14) . ? O3 C37 1.1436(14) . ? O4 C38 1.1420(13) . ? N1 C1 1.3492(12) . ? N1 C2 1.3992(12) . ? N1 C4 1.4463(12) . ? N2 C1 1.3471(12) . ? N2 C3 1.4049(12) . ? N2 C16 1.4460(12) . ? C1 C28 1.4638(13) . ? C2 C3 1.3947(13) . ? C4 C5 1.4018(13) . ? C4 C9 1.3999(14) . ? C5 C6 1.3946(14) . ? C5 C10 1.5201(14) . ? C6 H6 0.9300 . ? C6 C7 1.3859(16) . ? C7 H7 0.9300 . ? C7 C8 1.3825(17) . ? C8 H8 0.9300 . ? C8 C9 1.3970(14) . ? C9 C13 1.5181(15) . ? C10 H10 0.9800 . ? C10 C11 1.5334(15) . ? C10 C12 1.5321(16) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13 0.9800 . ? C13 C14 1.5329(16) . ? C13 C15 1.5374(16) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.4018(14) . ? C16 C21 1.3986(13) . ? C17 C18 1.3965(14) . ? C17 C25 1.5234(15) . ? C18 H18 0.9300 . ? C18 C19 1.3853(16) . ? C19 H19 0.9300 . ? C19 C20 1.3837(16) . ? C20 H20 0.9300 . ? C20 C21 1.3966(14) . ? C21 C22 1.5169(15) . ? C22 H22 0.9800 . ? C22 C23 1.5312(17) . ? C22 C24 1.5346(17) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25 0.9800 . ? C25 C26 1.5310(18) . ? C25 C27 1.5347(18) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 C29 1.3950(14) . ? C28 C33 1.3949(14) . ? C29 H29 0.9300 . ? C29 C30 1.3922(14) . ? C30 C31 1.3911(17) . ? C30 C34 1.5034(16) . ? C31 H31 0.9300 . ? C31 C32 1.3868(17) . ? C32 H32 0.9300 . ? C32 C33 1.3880(15) . ? C33 H33 0.9300 . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? C39 C40 1.3920(17) . ? C39 C44 1.3910(17) . ? C39 C45 1.5004(19) . ? C40 H40 0.9300 . ? C40 C41 1.3888(19) . ? C41 H41 0.9300 . ? C41 C42 1.3840(19) . ? C42 H42 0.9300 . ? C42 C43 1.383(2) . ? C43 H43 0.9300 . ? C43 C44 1.382(2) . ? C44 H44 0.9300 . ? C45 H45A 0.9600 . ? C45 H45B 0.9600 . ? C45 H45C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C35 Fe1 P2 89.52(3) . . ? C35 Fe1 C36 118.62(5) . . ? C35 Fe1 C37 118.41(5) . . ? C36 Fe1 P2 88.01(4) . . ? C36 Fe1 C37 122.81(5) . . ? C37 Fe1 P2 88.70(3) . . ? C38 Fe1 P2 177.85(4) . . ? C38 Fe1 C35 92.60(5) . . ? C38 Fe1 C36 91.32(5) . . ? C38 Fe1 C37 89.95(5) . . ? C2 P1 P2 91.17(3) . . ? P1 P2 Fe1 124.244(14) . . ? P1 P2 P3 108.677(15) . . ? P3 P2 Fe1 127.068(14) . . ? C3 P3 P2 91.03(3) . . ? C1 N1 C2 109.65(8) . . ? C1 N1 C4 125.49(8) . . ? C2 N1 C4 123.33(8) . . ? C1 N2 C3 109.59(8) . . ? C1 N2 C16 127.15(8) . . ? C3 N2 C16 123.10(8) . . ? N1 C1 C28 124.39(8) . . ? N2 C1 N1 108.10(8) . . ? N2 C1 C28 127.49(8) . . ? N1 C2 P1 128.69(7) . . ? C3 C2 P1 124.84(7) . . ? C3 C2 N1 106.44(8) . . ? N2 C3 P3 129.64(7) . . ? C2 C3 P3 124.18(7) . . ? C2 C3 N2 106.19(8) . . ? C5 C4 N1 117.07(8) . . ? C9 C4 N1 119.50(8) . . ? C9 C4 C5 123.41(9) . . ? C4 C5 C10 123.34(9) . . ? C6 C5 C4 116.99(9) . . ? C6 C5 C10 119.60(9) . . ? C5 C6 H6 119.5 . . ? C7 C6 C5 121.03(10) . . ? C7 C6 H6 119.5 . . ? C6 C7 H7 119.8 . . ? C8 C7 C6 120.45(10) . . ? C8 C7 H7 119.8 . . ? C7 C8 H8 119.4 . . ? C7 C8 C9 121.11(10) . . ? C9 C8 H8 119.4 . . ? C4 C9 C13 123.11(9) . . ? C8 C9 C4 116.93(9) . . ? C8 C9 C13 119.95(9) . . ? C5 C10 H10 108.0 . . ? C5 C10 C11 109.83(9) . . ? C5 C10 C12 111.96(9) . . ? C11 C10 H10 108.0 . . ? C12 C10 H10 108.0 . . ? C12 C10 C11 110.94(9) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11B 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12B 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C9 C13 H13 108.3 . . ? C9 C13 C14 110.39(9) . . ? C9 C13 C15 112.42(9) . . ? C14 C13 H13 108.3 . . ? C14 C13 C15 109.05(9) . . ? C15 C13 H13 108.3 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14B 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15B 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 N2 118.62(8) . . ? C21 C16 N2 118.05(8) . . ? C21 C16 C17 123.23(9) . . ? C16 C17 C25 123.50(9) . . ? C18 C17 C16 116.81(9) . . ? C18 C17 C25 119.68(9) . . ? C17 C18 H18 119.3 . . ? C19 C18 C17 121.42(10) . . ? C19 C18 H18 119.3 . . ? C18 C19 H19 119.9 . . ? C20 C19 C18 120.22(10) . . ? C20 C19 H19 119.9 . . ? C19 C20 H20 119.5 . . ? C19 C20 C21 120.95(10) . . ? C21 C20 H20 119.5 . . ? C16 C21 C22 122.93(9) . . ? C20 C21 C16 117.37(9) . . ? C20 C21 C22 119.69(9) . . ? C21 C22 H22 108.0 . . ? C21 C22 C23 110.65(9) . . ? C21 C22 C24 110.31(10) . . ? C23 C22 H22 108.0 . . ? C23 C22 C24 111.82(9) . . ? C24 C22 H22 108.0 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23B 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24B 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C17 C25 H25 108.0 . . ? C17 C25 C26 110.56(10) . . ? C17 C25 C27 112.31(10) . . ? C26 C25 H25 108.0 . . ? C26 C25 C27 109.80(10) . . ? C27 C25 H25 108.0 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26B 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27B 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C29 C28 C1 121.39(9) . . ? C33 C28 C1 118.98(9) . . ? C33 C28 C29 119.61(9) . . ? C28 C29 H29 119.6 . . ? C30 C29 C28 120.79(10) . . ? C30 C29 H29 119.6 . . ? C29 C30 C34 121.02(11) . . ? C31 C30 C29 118.76(10) . . ? C31 C30 C34 120.17(10) . . ? C30 C31 H31 119.5 . . ? C32 C31 C30 120.98(10) . . ? C32 C31 H31 119.5 . . ? C31 C32 H32 120.0 . . ? C31 C32 C33 120.01(10) . . ? C33 C32 H32 120.0 . . ? C28 C33 H33 120.1 . . ? C32 C33 C28 119.85(10) . . ? C32 C33 H33 120.1 . . ? C30 C34 H34A 109.5 . . ? C30 C34 H34B 109.5 . . ? C30 C34 H34C 109.5 . . ? H34A C34 H34B 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? O1 C35 Fe1 178.59(10) . . ? O2 C36 Fe1 178.71(11) . . ? O3 C37 Fe1 177.29(10) . . ? O4 C38 Fe1 178.51(11) . . ? C40 C39 C45 121.15(12) . . ? C44 C39 C40 118.05(12) . . ? C44 C39 C45 120.79(12) . . ? C39 C40 H40 119.4 . . ? C41 C40 C39 121.13(12) . . ? C41 C40 H40 119.4 . . ? C40 C41 H41 120.0 . . ? C42 C41 C40 120.00(12) . . ? C42 C41 H41 120.0 . . ? C41 C42 H42 120.3 . . ? C43 C42 C41 119.32(13) . . ? C43 C42 H42 120.3 . . ? C42 C43 H43 119.7 . . ? C44 C43 C42 120.59(12) . . ? C44 C43 H43 119.7 . . ? C39 C44 H44 119.6 . . ? C43 C44 C39 120.89(12) . . ? C43 C44 H44 119.6 . . ? C39 C45 H45A 109.5 . . ? C39 C45 H45B 109.5 . . ? C39 C45 H45C 109.5 . . ? H45A C45 H45B 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag P1 C2 C3 P3 4.21(13) . . . . ? P1 C2 C3 N2 -176.04(7) . . . . ? P2 P1 C2 N1 -179.64(8) . . . . ? P2 P1 C2 C3 -2.20(8) . . . . ? P2 P3 C3 N2 177.13(9) . . . . ? P2 P3 C3 C2 -3.18(8) . . . . ? N1 C1 C28 C29 134.83(10) . . . . ? N1 C1 C28 C33 -43.57(14) . . . . ? N1 C2 C3 P3 -177.87(7) . . . . ? N1 C2 C3 N2 1.88(10) . . . . ? N1 C4 C5 C6 178.77(9) . . . . ? N1 C4 C5 C10 -4.49(14) . . . . ? N1 C4 C9 C8 179.19(9) . . . . ? N1 C4 C9 C13 0.39(14) . . . . ? N2 C1 C28 C29 -47.00(14) . . . . ? N2 C1 C28 C33 134.60(10) . . . . ? N2 C16 C17 C18 175.91(9) . . . . ? N2 C16 C17 C25 -3.01(15) . . . . ? N2 C16 C21 C20 -175.76(9) . . . . ? N2 C16 C21 C22 4.13(14) . . . . ? C1 N1 C2 P1 176.42(7) . . . . ? C1 N1 C2 C3 -1.40(10) . . . . ? C1 N1 C4 C5 -75.31(12) . . . . ? C1 N1 C4 C9 106.26(11) . . . . ? C1 N2 C3 P3 177.96(7) . . . . ? C1 N2 C3 C2 -1.78(10) . . . . ? C1 N2 C16 C17 101.83(11) . . . . ? C1 N2 C16 C21 -81.68(12) . . . . ? C1 C28 C29 C30 -177.22(9) . . . . ? C1 C28 C33 C32 178.00(10) . . . . ? C2 N1 C1 N2 0.30(10) . . . . ? C2 N1 C1 C28 178.77(9) . . . . ? C2 N1 C4 C5 89.08(11) . . . . ? C2 N1 C4 C9 -89.35(11) . . . . ? C3 N2 C1 N1 0.93(10) . . . . ? C3 N2 C1 C28 -177.49(9) . . . . ? C3 N2 C16 C17 -83.28(12) . . . . ? C3 N2 C16 C21 93.20(11) . . . . ? C4 N1 C1 N2 166.48(8) . . . . ? C4 N1 C1 C28 -15.04(15) . . . . ? C4 N1 C2 P1 9.87(14) . . . . ? C4 N1 C2 C3 -167.94(8) . . . . ? C4 C5 C6 C7 2.68(15) . . . . ? C4 C5 C10 C11 -114.91(11) . . . . ? C4 C5 C10 C12 121.38(11) . . . . ? C4 C9 C13 C14 106.97(11) . . . . ? C4 C9 C13 C15 -131.02(10) . . . . ? C5 C4 C9 C8 0.86(15) . . . . ? C5 C4 C9 C13 -177.93(9) . . . . ? C5 C6 C7 C8 -0.57(17) . . . . ? C6 C5 C10 C11 61.75(13) . . . . ? C6 C5 C10 C12 -61.95(13) . . . . ? C6 C7 C8 C9 -1.58(17) . . . . ? C7 C8 C9 C4 1.42(15) . . . . ? C7 C8 C9 C13 -179.75(10) . . . . ? C8 C9 C13 C14 -71.79(12) . . . . ? C8 C9 C13 C15 50.22(13) . . . . ? C9 C4 C5 C6 -2.87(15) . . . . ? C9 C4 C5 C10 173.87(9) . . . . ? C10 C5 C6 C7 -174.19(10) . . . . ? C16 N2 C1 N1 176.38(8) . . . . ? C16 N2 C1 C28 -2.03(15) . . . . ? C16 N2 C3 P3 2.28(14) . . . . ? C16 N2 C3 C2 -177.45(8) . . . . ? C16 C17 C18 C19 -0.29(16) . . . . ? C16 C17 C25 C26 113.57(12) . . . . ? C16 C17 C25 C27 -123.41(11) . . . . ? C16 C21 C22 C23 -122.89(11) . . . . ? C16 C21 C22 C24 112.86(11) . . . . ? C17 C16 C21 C20 0.55(15) . . . . ? C17 C16 C21 C22 -179.56(10) . . . . ? C17 C18 C19 C20 0.76(18) . . . . ? C18 C17 C25 C26 -65.33(13) . . . . ? C18 C17 C25 C27 57.69(14) . . . . ? C18 C19 C20 C21 -0.57(17) . . . . ? C19 C20 C21 C16 -0.07(16) . . . . ? C19 C20 C21 C22 -179.96(10) . . . . ? C20 C21 C22 C23 56.99(13) . . . . ? C20 C21 C22 C24 -67.26(13) . . . . ? C21 C16 C17 C18 -0.38(15) . . . . ? C21 C16 C17 C25 -179.30(10) . . . . ? C25 C17 C18 C19 178.68(11) . . . . ? C28 C29 C30 C31 -1.24(16) . . . . ? C28 C29 C30 C34 176.54(11) . . . . ? C29 C28 C33 C32 -0.43(15) . . . . ? C29 C30 C31 C32 0.60(17) . . . . ? C30 C31 C32 C33 0.12(17) . . . . ? C31 C32 C33 C28 -0.20(17) . . . . ? C33 C28 C29 C30 1.17(15) . . . . ? C34 C30 C31 C32 -177.21(11) . . . . ? C39 C40 C41 C42 0.0(2) . . . . ? C40 C39 C44 C43 -0.33(19) . . . . ? C40 C41 C42 C43 -0.7(2) . . . . ? C41 C42 C43 C44 0.8(2) . . . . ? C42 C43 C44 C39 -0.4(2) . . . . ? C44 C39 C40 C41 0.5(2) . . . . ? C45 C39 C40 C41 -179.38(13) . . . . ? C45 C39 C44 C43 179.57(13) . . . . ? _shelx_res_file ; TITL rottschaefer105_a.res in P2(1)/c rottschaefer105.res created by SHELXL-2018/3 at 09:16:00 on 11-Feb-2019 REM Old TITL rottschaefer105 in P2/c REM SHELXT solution in P2(1)/c: R1 0.079, Rweak 0.005, Alpha 0.044 REM 2.482 for 224 systematic absences, Orientation as input REM Formula found by SHELXT: C45 N1 O4 P3 Fe CELL 0.71073 10.832545 24.942258 16.035212 90 96.0125 90 ZERR 4 0.00014 0.000283 0.000182 0 0.0011 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H Fe N O P UNIT 180 196 4 8 16 12 L.S. 11 PLAN 5 MORE -1 BOND $H CONF fmap 2 acta OMIT 3 3 12 OMIT -3 9 6 OMIT -3 6 3 OMIT 0 14 7 OMIT -9 12 6 OMIT 0 18 3 OMIT 0 0 6 REM REM REM WGHT 0.034600 2.215600 FVAR 2.13206 FE1 3 1.011161 0.611956 0.138227 11.00000 0.01189 0.01158 = 0.01388 0.00082 0.00238 -0.00164 P1 6 0.716484 0.529244 0.151980 11.00000 0.01166 0.01249 = 0.01745 0.00462 0.00074 -0.00012 P2 6 0.906681 0.540520 0.179519 11.00000 0.01147 0.01218 = 0.01629 0.00234 0.00195 -0.00133 P3 6 0.980391 0.474509 0.248143 11.00000 0.00972 0.01400 = 0.01877 0.00306 0.00009 -0.00101 O1 5 0.778381 0.673245 0.113416 11.00000 0.01905 0.02149 = 0.04122 0.00014 0.00306 0.00318 O2 5 1.152225 0.613555 0.304815 11.00000 0.03575 0.05017 = 0.01955 0.00420 -0.00451 -0.01432 O3 5 1.085603 0.549118 -0.004187 11.00000 0.03099 0.03219 = 0.02836 -0.01061 0.00920 -0.00087 O4 5 1.157230 0.701615 0.083718 11.00000 0.02514 0.02224 = 0.04219 0.00947 0.00859 -0.00517 N1 4 0.628264 0.431250 0.215093 11.00000 0.00928 0.01078 = 0.01367 0.00148 0.00105 -0.00059 N2 4 0.798889 0.393467 0.271152 11.00000 0.01045 0.01076 = 0.01300 0.00198 0.00079 0.00031 C1 1 0.675218 0.387005 0.255134 11.00000 0.01111 0.01098 = 0.01153 0.00029 0.00158 0.00023 C2 1 0.724260 0.467339 0.204453 11.00000 0.01031 0.01096 = 0.01328 0.00121 0.00123 -0.00106 C3 1 0.833135 0.443820 0.241759 11.00000 0.01102 0.01135 = 0.01330 0.00173 0.00172 -0.00039 C4 1 0.504781 0.436100 0.171774 11.00000 0.00946 0.01327 = 0.01441 0.00275 0.00026 -0.00108 C5 1 0.482712 0.410930 0.093465 11.00000 0.01333 0.01467 = 0.01409 0.00224 0.00040 -0.00162 C6 1 0.362925 0.414755 0.052546 11.00000 0.01612 0.02262 = 0.01700 0.00391 -0.00229 -0.00397 AFIX 43 H6 2 0.343794 0.397309 0.001573 11.00000 -1.20000 AFIX 0 C7 1 0.271953 0.444148 0.086660 11.00000 0.01163 0.02810 = 0.02295 0.00735 -0.00170 -0.00216 AFIX 43 H7 2 0.192805 0.446490 0.058191 11.00000 -1.20000 AFIX 0 C8 1 0.298054 0.470011 0.162719 11.00000 0.01124 0.02493 = 0.02382 0.00582 0.00312 0.00311 AFIX 43 H8 2 0.236619 0.490305 0.184133 11.00000 -1.20000 AFIX 0 C9 1 0.415160 0.466175 0.207953 11.00000 0.01162 0.01530 = 0.01740 0.00387 0.00289 0.00087 C10 1 0.583309 0.382866 0.050451 11.00000 0.01738 0.01897 = 0.01518 -0.00132 0.00104 0.00051 AFIX 13 H10 2 0.660625 0.384515 0.088022 11.00000 -1.20000 AFIX 0 C11 1 0.604170 0.412512 -0.030669 11.00000 0.02406 0.02981 = 0.02108 0.00294 0.00811 0.00044 AFIX 137 H11A 2 0.529853 0.410937 -0.068872 11.00000 -1.50000 H11B 2 0.671064 0.395882 -0.055857 11.00000 -1.50000 H11C 2 0.624652 0.449277 -0.018062 11.00000 -1.50000 AFIX 0 C12 1 0.552503 0.323714 0.032924 11.00000 0.03673 0.01959 = 0.02758 -0.00340 0.00490 0.00040 AFIX 137 H12A 2 0.544765 0.305513 0.084871 11.00000 -1.50000 H12B 2 0.617744 0.307487 0.005510 11.00000 -1.50000 H12C 2 0.475697 0.321079 -0.002591 11.00000 -1.50000 AFIX 0 C13 1 0.440984 0.494832 0.291478 11.00000 0.01645 0.01855 = 0.01971 -0.00038 0.00456 0.00381 AFIX 13 H13 2 0.521281 0.482436 0.318448 11.00000 -1.20000 AFIX 0 C14 1 0.448869 0.555527 0.277995 11.00000 0.02437 0.01855 = 0.03308 -0.00258 0.00802 0.00142 AFIX 137 H14A 2 0.516211 0.563320 0.245472 11.00000 -1.50000 H14B 2 0.462843 0.573185 0.331345 11.00000 -1.50000 H14C 2 0.372492 0.568087 0.248725 11.00000 -1.50000 AFIX 0 C15 1 0.341628 0.483217 0.350858 11.00000 0.02753 0.02528 = 0.02431 0.00067 0.01178 0.00469 AFIX 137 H15A 2 0.264860 0.499838 0.329431 11.00000 -1.50000 H15B 2 0.368190 0.497371 0.405474 11.00000 -1.50000 H15C 2 0.329792 0.445191 0.354748 11.00000 -1.50000 AFIX 0 C16 1 0.885782 0.357391 0.316992 11.00000 0.01099 0.01152 = 0.01368 0.00237 -0.00021 0.00040 C17 1 0.958645 0.323948 0.271747 11.00000 0.01484 0.01423 = 0.01647 0.00092 0.00130 0.00293 C18 1 1.047057 0.292288 0.318388 11.00000 0.01784 0.01794 = 0.02335 0.00107 0.00133 0.00630 AFIX 43 H18 2 1.096893 0.269466 0.290569 11.00000 -1.20000 AFIX 0 C19 1 1.062130 0.294145 0.405203 11.00000 0.01947 0.01864 = 0.02353 0.00434 -0.00397 0.00483 AFIX 43 H19 2 1.122297 0.273000 0.434915 11.00000 -1.20000 AFIX 0 C20 1 0.987955 0.327358 0.447854 11.00000 0.02199 0.01840 = 0.01608 0.00357 -0.00343 0.00215 AFIX 43 H20 2 0.998336 0.328063 0.506155 11.00000 -1.20000 AFIX 0 C21 1 0.897722 0.359835 0.404603 11.00000 0.01524 0.01414 = 0.01435 0.00145 0.00033 0.00018 C22 1 0.817925 0.395844 0.453160 11.00000 0.02233 0.02291 = 0.01383 -0.00017 0.00192 0.00488 AFIX 13 H22 2 0.765905 0.417724 0.412663 11.00000 -1.20000 AFIX 0 C23 1 0.899006 0.433749 0.510612 11.00000 0.03482 0.02135 = 0.01973 -0.00389 0.00441 -0.00001 AFIX 137 H23A 2 0.951608 0.413143 0.550500 11.00000 -1.50000 H23B 2 0.846960 0.456766 0.539790 11.00000 -1.50000 H23C 2 0.949285 0.455104 0.477566 11.00000 -1.50000 AFIX 0 C24 1 0.731918 0.362000 0.502289 11.00000 0.02447 0.04297 = 0.01869 -0.00309 0.00542 -0.00492 AFIX 137 H24A 2 0.682369 0.338926 0.464317 11.00000 -1.50000 H24B 2 0.678659 0.385231 0.530116 11.00000 -1.50000 H24C 2 0.780923 0.340672 0.543169 11.00000 -1.50000 AFIX 0 C25 1 0.947104 0.321537 0.176318 11.00000 0.02557 0.02410 = 0.01619 -0.00034 0.00346 0.00987 AFIX 13 H25 2 0.877684 0.344585 0.154833 11.00000 -1.20000 AFIX 0 C26 1 1.064978 0.343086 0.143177 11.00000 0.04567 0.02376 = 0.02863 0.00189 0.01882 0.00262 AFIX 137 H26A 2 1.079253 0.379296 0.162076 11.00000 -1.50000 H26B 2 1.055157 0.342319 0.082991 11.00000 -1.50000 H26C 2 1.134437 0.321157 0.163684 11.00000 -1.50000 AFIX 0 C27 1 0.920159 0.264609 0.142924 11.00000 0.02731 0.03504 = 0.02470 -0.01066 0.00525 0.00118 AFIX 137 H27A 2 0.988402 0.241534 0.161676 11.00000 -1.50000 H27B 2 0.909436 0.265274 0.082741 11.00000 -1.50000 H27C 2 0.845783 0.251410 0.163466 11.00000 -1.50000 AFIX 0 C28 1 0.600719 0.341396 0.278054 11.00000 0.01289 0.01217 = 0.01295 0.00173 0.00045 -0.00148 C29 1 0.636616 0.288729 0.263987 11.00000 0.01565 0.01340 = 0.02074 0.00116 0.00133 -0.00007 AFIX 43 H29 2 0.711145 0.282222 0.241800 11.00000 -1.20000 AFIX 0 C30 1 0.562198 0.245793 0.282769 11.00000 0.02166 0.01289 = 0.02401 0.00319 -0.00187 -0.00253 C31 1 0.452239 0.256285 0.317444 11.00000 0.02247 0.01891 = 0.02331 0.00540 0.00175 -0.00842 AFIX 43 H31 2 0.402178 0.227900 0.330730 11.00000 -1.20000 AFIX 0 C32 1 0.416167 0.308444 0.332492 11.00000 0.01833 0.02380 = 0.02195 0.00308 0.00728 -0.00493 AFIX 43 H32 2 0.342472 0.314828 0.355804 11.00000 -1.20000 AFIX 0 C33 1 0.490042 0.351121 0.312764 11.00000 0.01705 0.01561 = 0.01902 0.00084 0.00535 -0.00169 AFIX 43 H33 2 0.465806 0.386119 0.322665 11.00000 -1.20000 AFIX 0 C34 1 0.596831 0.189131 0.263285 11.00000 0.03309 0.01232 = 0.04658 0.00174 0.00046 -0.00138 AFIX 137 H34A 2 0.534861 0.174214 0.222671 11.00000 -1.50000 H34B 2 0.601969 0.168070 0.313639 11.00000 -1.50000 H34C 2 0.675775 0.188928 0.241102 11.00000 -1.50000 AFIX 0 C35 1 0.868517 0.648706 0.123150 11.00000 0.01746 0.01437 = 0.02234 0.00035 0.00376 -0.00261 C36 1 1.097132 0.612309 0.239991 11.00000 0.02032 0.02229 = 0.01910 0.00214 0.00283 -0.00594 C37 1 1.056452 0.572339 0.052044 11.00000 0.01674 0.01779 = 0.02119 -0.00037 0.00265 -0.00251 C38 1 1.099078 0.667086 0.105316 11.00000 0.01662 0.01768 = 0.02168 0.00212 0.00343 -0.00016 C39 1 0.282617 0.387976 0.590234 11.00000 0.02396 0.02632 = 0.02068 -0.00110 0.00129 -0.00025 C40 1 0.361420 0.361168 0.541089 11.00000 0.03220 0.03004 = 0.02244 0.00425 0.00964 0.00169 AFIX 43 H40 2 0.400965 0.380260 0.501745 11.00000 -1.20000 AFIX 0 C41 1 0.381999 0.306398 0.549804 11.00000 0.03696 0.03091 = 0.02441 0.00093 0.00886 0.00594 AFIX 43 H41 2 0.434909 0.289119 0.516430 11.00000 -1.20000 AFIX 0 C42 1 0.323764 0.277533 0.608158 11.00000 0.03547 0.02605 = 0.02991 0.00337 0.00218 -0.00203 AFIX 43 H42 2 0.336573 0.240788 0.613849 11.00000 -1.20000 AFIX 0 C43 1 0.246329 0.303889 0.657918 11.00000 0.02825 0.03687 = 0.02894 0.00506 0.00671 -0.00916 AFIX 43 H43 2 0.207813 0.284783 0.697747 11.00000 -1.20000 AFIX 0 C44 1 0.225666 0.358379 0.648986 11.00000 0.02333 0.03738 = 0.02351 -0.00177 0.00661 -0.00207 AFIX 43 H44 2 0.172974 0.375479 0.682714 11.00000 -1.20000 AFIX 0 C45 1 0.259350 0.447041 0.580244 11.00000 0.04087 0.02858 = 0.03905 0.00138 0.00662 0.00591 AFIX 137 H45A 2 0.194665 0.453011 0.535549 11.00000 -1.50000 H45B 2 0.333959 0.464526 0.567303 11.00000 -1.50000 H45C 2 0.234537 0.461378 0.631488 11.00000 -1.50000 AFIX 0 HKLF 4 REM rottschaefer105_a.res in P2(1)/c REM wR2 = 0.0827, GooF = S = 1.039, Restrained GooF = 1.039 for all data REM R1 = 0.0311 for 13655 Fo > 4sig(Fo) and 0.0386 for all 15612 data REM 506 parameters refined using 0 restraints END WGHT 0.0345 2.2040 REM Highest difference peak 0.545, deepest hole -0.408, 1-sigma level 0.057 Q1 1 0.7813 0.4569 0.2222 11.00000 0.05 0.54 Q2 1 0.5045 0.2498 0.2963 11.00000 0.05 0.50 Q3 1 0.8936 0.3575 0.3600 11.00000 0.05 0.49 Q4 1 0.9250 0.3423 0.2949 11.00000 0.05 0.49 Q5 1 0.7223 0.4929 0.1837 11.00000 0.05 0.47 ; _shelx_res_checksum 28337 _olex2_date_sample_data_collection 2019-02-08 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling - Detector area scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.251 _oxdiff_exptl_absorpt_empirical_full_min 0.893 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_compound5d _database_code_depnum_ccdc_archive 'CCDC 1939615' loop_ _audit_author_name _audit_author_address 'Hans Georg Stammler' ;University of Bielefeld Germany ; _audit_update_record ; 2019-07-10 deposited with the CCDC. 2019-10-18 downloaded from the CCDC. ; _audit_creation_date 2019-06-27 _audit_creation_method ; Olex2 1.3-ac4 (compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739) ; _shelx_SHELXL_version_number 2018/3 loop_ _audit_author_email dennis.rottschaefer@uni-bielefeld.de beate.neumann@uni-bielefeld.de _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C40 H44 N3 O5 P3 W, 1.5(C7 H8)' _chemical_formula_sum 'C50.50 H56 N3 O5 P3 W' _chemical_formula_weight 1061.74 _chemical_melting_point ? _chemical_oxdiff_formula 'C34 H44 N3 O5 P3 W' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' W W -5.4734 5.5774 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.0860(2) _cell_length_b 13.1486(2) _cell_length_c 16.9350(2) _cell_angle_alpha 106.1610(10) _cell_angle_beta 98.4870(10) _cell_angle_gamma 100.5390(10) _cell_volume 2484.47(7) _cell_formula_units_Z 2 _cell_measurement_reflns_used 58491 _cell_measurement_temperature 100.00(10) _cell_measurement_theta_max 76.3490 _cell_measurement_theta_min 2.7300 _shelx_estimated_absorpt_T_max ? _shelx_estimated_absorpt_T_min ? _exptl_absorpt_coefficient_mu 5.599 _exptl_absorpt_correction_T_max 0.529 _exptl_absorpt_correction_T_min 0.116 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019) Numerical absorption correction based on gaussian integration over a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_special_details ? _exptl_crystal_colour 'clear yellow' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.419 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description block _exptl_crystal_F_000 1078 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 0 1 0.0345 1 1 -1 0.0858 0 0 -1 0.0394 0 -1 -1 0.0755 -1 -1 1 0.0742 -1 1 0 0.0726 1 -1 0 0.0643 _exptl_crystal_size_max 0.181 _exptl_crystal_size_mid 0.137 _exptl_crystal_size_min 0.074 loop_ _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z 0.0001 0.0001 0.9996 0.0084 0.0964 0.0049 0.9995 0.9996 -0.9998 -0.0065 -0.0193 -0.1926 -0.0001 -0.0001 -0.9996 -0.0084 -0.0964 -0.0049 -0.0000 -1.0000 -0.9995 0.0690 -0.1471 0.0798 -0.9995 -0.9996 0.9998 0.0065 0.0193 0.1926 -0.9997 1.0000 0.0001 -0.1567 0.0244 0.0181 0.9997 -1.0000 -0.0001 0.1567 -0.0244 -0.0181 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0474 _diffrn_reflns_av_unetI/netI 0.0201 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.993 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 92149 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.993 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 76.490 _diffrn_reflns_theta_min 2.779 _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 100.00(10) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 5.3114 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -116.00 -5.00 1.00 2.00 -- -38.50 -19.00 0.00 111 2 \w -64.00 30.00 1.00 2.00 -- -38.50 57.00 0.00 94 3 \w -59.00 33.00 1.00 2.00 -- -38.50 38.00 120.00 92 4 \w 22.00 114.00 1.00 2.00 -- 42.89 38.00 -30.00 92 5 \w 13.00 114.00 1.00 2.00 -- 42.89 77.00 60.00 101 6 \w 13.00 114.00 1.00 2.00 -- 42.89 77.00 120.00 101 7 \w 22.00 114.00 1.00 2.00 -- 42.89 38.00 150.00 92 8 \w 1.00 82.00 1.00 2.00 -- 42.89 -99.00 90.00 81 9 \w 18.00 111.00 1.00 2.00 -- 42.89 57.00-150.00 93 10 \w 13.00 114.00 1.00 2.00 -- 42.89 77.00 -30.00 101 11 \w 13.00 114.00 1.00 2.00 -- 42.89 77.00-150.00 101 12 \w 13.00 114.00 1.00 2.00 -- 42.89 77.00 -90.00 101 13 \w -26.00 68.00 1.00 2.00 -- 42.89 -57.00-180.00 94 14 \w 41.00 118.00 1.00 8.00 -- 111.00-125.00 -90.00 77 15 \w 89.00 178.00 1.00 8.00 -- 111.00 45.00 -60.00 89 16 \w 85.00 178.00 1.00 8.00 -- 111.00 61.00 -60.00 93 17 \w 81.00 178.00 1.00 8.00 -- 111.00 77.00 150.00 97 18 \w 83.00 178.00 1.00 8.00 -- 111.00 70.00 16.73 95 19 \w 85.00 178.00 1.00 8.00 -- 111.00 61.00-120.00 93 20 \w 81.00 178.00 1.00 8.00 -- 111.00 77.00 30.00 97 21 \w 81.00 178.00 1.00 8.00 -- 111.00 77.00-120.00 97 22 \w 81.00 178.00 1.00 8.00 -- 111.00 77.00 60.00 97 23 \w 81.00 178.00 1.00 8.00 -- 111.00 77.00 -60.00 97 24 \w 81.00 178.00 1.00 8.00 -- 111.00 77.00 -90.00 97 25 \w 85.00 178.00 1.00 8.00 -- 111.00 61.00 90.00 93 26 \w 85.00 178.00 1.00 8.00 -- 111.00 61.00-180.00 93 27 \w 85.00 178.00 1.00 8.00 -- 111.00 61.00 -90.00 93 28 \w 81.00 178.00 1.00 8.00 -- 111.00 77.00 0.00 97 29 \w 85.00 178.00 1.00 8.00 -- 111.00 61.00 120.00 93 30 \w 94.00 178.00 1.00 8.00 -- 111.00 125.00 -60.00 84 31 \w 81.00 178.00 1.00 8.00 -- 111.00 77.00 120.00 97 32 \w 85.00 178.00 1.00 8.00 -- 111.00 61.00-150.00 93 33 \w 41.00 118.00 1.00 8.00 -- 111.00-125.00 -60.00 77 34 \w 31.00 110.00 1.00 8.00 -- 111.00 -94.00 90.00 79 35 \w 85.00 178.00 1.00 8.00 -- 111.00 61.00 0.00 93 36 \w 81.00 178.00 1.00 8.00 -- 111.00 77.00-150.00 97 37 \w 41.00 118.00 1.00 8.00 -- 111.00-125.00 60.00 77 38 \w 85.00 178.00 1.00 8.00 -- 111.00 61.00 60.00 93 39 \w 94.00 178.00 1.00 8.00 -- 111.00 125.00 -30.00 84 40 \w 89.00 178.00 1.00 8.00 -- 111.00 45.00 30.00 89 41 \w 89.00 178.00 1.00 8.00 -- 111.00 45.00 60.00 89 42 \w 81.00 178.00 1.00 8.00 -- 111.00 77.00 -30.00 97 43 \w 85.00 178.00 1.00 8.00 -- 111.00 61.00 -30.00 93 44 \w 85.00 178.00 1.00 8.00 -- 111.00 61.00 150.00 93 45 \w 81.00 178.00 1.00 8.00 -- 111.00 77.00-180.00 97 46 \w 41.00 118.00 1.00 8.00 -- 111.00-125.00-180.00 77 47 \w 81.00 178.00 1.00 8.00 -- 111.00 77.00 90.00 97 48 \w 89.00 178.00 1.00 8.00 -- 111.00 45.00 150.00 89 49 \w 40.00 141.00 1.00 8.00 -- 111.00 -77.00 -60.00 101 50 \w 41.00 118.00 1.00 8.00 -- 111.00-125.00 -30.00 77 51 \w 31.00 110.00 1.00 8.00 -- 111.00 -94.00 60.00 79 52 \w 88.00 178.00 1.00 8.00 -- 111.00 47.00 110.31 90 53 \w -107.00 -13.00 1.00 2.00 -- -38.50 -57.00 -60.00 94 54 \w 13.00 114.00 1.00 2.00 -- 42.89 77.00 30.00 101 55 \w 18.00 111.00 1.00 2.00 -- 42.89 57.00-120.00 93 56 \w 22.00 114.00 1.00 2.00 -- 42.89 38.00 0.00 92 57 \w 22.00 114.00 1.00 2.00 -- 42.89 38.00 30.00 92 58 \w 22.00 114.00 1.00 2.00 -- 42.89 38.00 90.00 92 59 \w 22.00 114.00 1.00 2.00 -- 42.89 38.00 -90.00 92 60 \w 18.00 111.00 1.00 2.00 -- 42.89 57.00 -30.00 93 61 \w 18.00 111.00 1.00 2.00 -- 42.89 57.00 90.00 93 62 \w 18.00 111.00 1.00 2.00 -- 42.89 57.00 120.00 93 63 \w 23.00 97.00 1.00 2.00 -- 42.89-125.00 -60.00 74 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at home/near, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.0793185000 _diffrn_orient_matrix_UB_12 -0.0774299000 _diffrn_orient_matrix_UB_13 0.0084192000 _diffrn_orient_matrix_UB_21 0.0263964000 _diffrn_orient_matrix_UB_22 0.0507515000 _diffrn_orient_matrix_UB_23 0.0963820000 _diffrn_orient_matrix_UB_31 -0.1029510000 _diffrn_orient_matrix_UB_32 -0.0847676000 _diffrn_orient_matrix_UB_33 0.0049677000 _diffrn_oxdiff_digest_frames ; 01f812d98aa51174b5998ca4360e2754df05809a99c ; _diffrn_oxdiff_digest_hkl ; 01435365d267d9ddcd7bc7eac9a3e0977f7262 ; _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Cu) X-ray Source' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 9927 _reflns_number_total 10372 _reflns_odcompleteness_completeness 99.86 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 74.33 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _reflns_threshold_expression 'I > 2\s(I)' _computing_cell_refinement 'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)' _computing_data_collection 'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)' _computing_data_reduction 'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _refine_diff_density_max 3.385 _refine_diff_density_min -1.106 _refine_diff_density_rms 0.108 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 664 _refine_ls_number_reflns 10372 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0416 _refine_ls_R_factor_gt 0.0403 _refine_ls_restrained_S_all 1.078 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0638P)^2^+4.7652P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1108 _refine_ls_wR_factor_ref 0.1120 _refine_special_details 'Disorder of C29, C30, C32, C33, C34, and C35 over two sites (52:48). Disorder of a half toluene on an inversion center.' _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups 2. Others Sof(C29B)=Sof(H29B)=Sof(C30B)=Sof(H30B)=Sof(C32B)=Sof(H32B)=Sof(C33B)= Sof(H33B)=Sof(C34B)=Sof(H34D)=Sof(H34E)=Sof(H34F)=Sof(C35B)=Sof(H35D)= Sof(H35E)=Sof(H35F)=1-FVAR(1) Sof(C29)=Sof(H29)=Sof(C30)=Sof(H30)=Sof(C32)=Sof(H32)=Sof(C33)=Sof(H33)= Sof(C34)=Sof(H34A)=Sof(H34B)=Sof(H34C)=Sof(C35)=Sof(H35A)=Sof(H35B)=Sof(H35C)= FVAR(1) Fixed Sof: C48(0.5) H48(0.5) C49(0.5) H49(0.5) C50(0.5) H50(0.5) C51(0.5) H51(0.5) C52(0.5) H52(0.5) C53(0.5) C54(0.5) H54A(0.5) H54B(0.5) H54C(0.5) 3.a Ternary CH refined with riding coordinates: C10(H10), C13(H13), C22(H22), C25(H25) 3.b Aromatic/amide H refined with riding coordinates: C6(H6), C7(H7), C8(H8), C18(H18), C19(H19), C20(H20), C29(H29), C29B(H29B), C30(H30), C30B(H30B), C32(H32), C32B(H32B), C33(H33), C33B(H33B), C41(H41), C42(H42), C43(H43), C44(H44), C45(H45), C48(H48), C49(H49), C50(H50), C51(H51), C52(H52) 3.c Idealised Me refined as rotating group: C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C15(H15A,H15B, H15C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C27(H27A, H27B,H27C), C34(H34A,H34B,H34C), C34B(H34D,H34E,H34F), C35(H35A,H35B,H35C), C35B(H35D,H35E,H35F), C47(H47A,H47B,H47C), C54(H54A,H54B,H54C) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _atom_sites_solution_secondary ? loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group W1 W 0.83308(2) 0.86708(2) 0.81039(2) 0.03454(7) Uani 1 1 d . . . . . P1 P 0.81907(8) 0.66677(7) 0.57539(5) 0.03061(18) Uani 1 1 d . . . . . P2 P 0.79686(8) 0.81237(7) 0.65380(5) 0.02895(17) Uani 1 1 d . . . . . P3 P 0.72986(7) 0.89568(7) 0.57655(5) 0.02902(17) Uani 1 1 d . . . . . O1 O 0.7970(3) 0.6147(3) 0.7917(2) 0.0516(7) Uani 1 1 d . . . . . O2 O 1.1000(3) 0.8739(3) 0.8252(2) 0.0577(9) Uani 1 1 d . . . . . O3 O 0.8706(4) 0.9303(4) 1.0073(2) 0.0694(10) Uani 1 1 d . . . . . O4 O 0.8770(6) 1.1138(3) 0.8120(4) 0.103(2) Uani 1 1 d . . . . . O5 O 0.5662(3) 0.8567(3) 0.7964(2) 0.0498(7) Uani 1 1 d . . . . . N1 N 0.7560(2) 0.6385(2) 0.40026(18) 0.0283(6) Uani 1 1 d . . . . . N2 N 0.6986(2) 0.7858(2) 0.40015(17) 0.0261(5) Uani 1 1 d . . . . . N3 N 0.6464(3) 0.5602(4) -0.0077(2) 0.0512(9) Uani 1 1 d . . . . . C1 C 0.7140(3) 0.6916(3) 0.3488(2) 0.0279(6) Uani 1 1 d . . . . . C2 C 0.7681(3) 0.6984(3) 0.4847(2) 0.0262(6) Uani 1 1 d . . . . . C3 C 0.7309(3) 0.7922(3) 0.4848(2) 0.0253(6) Uani 1 1 d . . . . . C4 C 0.7830(3) 0.5330(3) 0.3759(2) 0.0307(7) Uani 1 1 d . . . . . C5 C 0.6957(3) 0.4416(3) 0.3643(3) 0.0361(8) Uani 1 1 d . . . . . C6 C 0.7203(4) 0.3401(3) 0.3318(3) 0.0472(10) Uani 1 1 d . . . . . H6 H 0.663747 0.276805 0.321169 0.057 Uiso 1 1 calc R . . . . C7 C 0.8277(4) 0.3329(4) 0.3152(3) 0.0560(12) Uani 1 1 d . . . . . H7 H 0.841692 0.264791 0.291710 0.067 Uiso 1 1 calc R . . . . C8 C 0.9135(4) 0.4245(4) 0.3329(4) 0.0614(14) Uani 1 1 d . . . . . H8 H 0.985918 0.417533 0.323232 0.074 Uiso 1 1 calc R . . . . C9 C 0.8948(4) 0.5280(4) 0.3652(3) 0.0459(10) Uani 1 1 d . . . . . C10 C 0.5789(3) 0.4509(3) 0.3835(4) 0.0504(11) Uani 1 1 d . . . . . H10 H 0.587909 0.525195 0.420703 0.061 Uiso 1 1 calc R . . . . C11 C 0.5374(4) 0.3735(4) 0.4308(4) 0.0635(14) Uani 1 1 d . . . . . H11A H 0.521182 0.299672 0.394402 0.095 Uiso 1 1 calc GR . . . . H11B H 0.468726 0.388444 0.448803 0.095 Uiso 1 1 calc GR . . . . H11C H 0.596066 0.383433 0.478962 0.095 Uiso 1 1 calc GR . . . . C12 C 0.4895(4) 0.4352(5) 0.3054(5) 0.087(2) Uani 1 1 d . . . . . H12A H 0.513449 0.490215 0.280227 0.131 Uiso 1 1 calc GR . . . . H12B H 0.416906 0.440846 0.320652 0.131 Uiso 1 1 calc GR . . . . H12C H 0.481559 0.364486 0.266032 0.131 Uiso 1 1 calc GR . . . . C13 C 0.9916(4) 0.6289(4) 0.3874(4) 0.0654(16) Uani 1 1 d . . . . . H13 H 0.960616 0.691692 0.411686 0.079 Uiso 1 1 calc R . . . . C14 C 1.0887(4) 0.6270(5) 0.4546(5) 0.083(2) Uani 1 1 d . . . . . H14A H 1.058411 0.615930 0.501626 0.125 Uiso 1 1 calc GR . . . . H14B H 1.144913 0.695198 0.472651 0.125 Uiso 1 1 calc GR . . . . H14C H 1.124139 0.568837 0.431925 0.125 Uiso 1 1 calc GR . . . . C15 C 1.0317(8) 0.6442(7) 0.3077(6) 0.121(4) Uani 1 1 d . . . . . H15A H 1.063430 0.584266 0.282464 0.181 Uiso 1 1 calc GR . . . . H15B H 1.089356 0.711060 0.323071 0.181 Uiso 1 1 calc GR . . . . H15C H 0.967208 0.646621 0.268348 0.181 Uiso 1 1 calc GR . . . . C16 C 0.6540(3) 0.8714(3) 0.3779(2) 0.0298(7) Uani 1 1 d . . . . . C17 C 0.7321(4) 0.9613(4) 0.3735(3) 0.0459(10) Uani 1 1 d . . . . . C18 C 0.6877(5) 1.0424(5) 0.3525(4) 0.0626(14) Uani 1 1 d . . . . . H18 H 0.737321 1.102633 0.348078 0.075 Uiso 1 1 calc R . . . . C19 C 0.5698(4) 1.0350(4) 0.3381(3) 0.0553(12) Uani 1 1 d . . . . . H19 H 0.541049 1.089898 0.323702 0.066 Uiso 1 1 calc R . . . . C20 C 0.4956(3) 0.9467(4) 0.3451(3) 0.0438(9) Uani 1 1 d . . . . . H20 H 0.416920 0.942946 0.335464 0.053 Uiso 1 1 calc R . . . . C21 C 0.5354(3) 0.8632(3) 0.3661(2) 0.0340(7) Uani 1 1 d . . . . . C22 C 0.8612(4) 0.9701(5) 0.3885(5) 0.0685(17) Uani 1 1 d . . . . . H22 H 0.876491 0.915693 0.415436 0.082 Uiso 1 1 calc R . . . . C23 C 0.9272(4) 1.0808(5) 0.4481(5) 0.081(2) Uani 1 1 d . . . . . H23A H 0.910510 1.136494 0.425000 0.122 Uiso 1 1 calc GR . . . . H23B H 1.008265 1.084187 0.455888 0.122 Uiso 1 1 calc GR . . . . H23C H 0.904692 1.091798 0.501365 0.122 Uiso 1 1 calc GR . . . . C24 C 0.9011(7) 0.9415(8) 0.3037(7) 0.118(4) Uani 1 1 d . . . . . H24A H 0.853615 0.873061 0.266830 0.178 Uiso 1 1 calc GR . . . . H24B H 0.979817 0.936371 0.313507 0.178 Uiso 1 1 calc GR . . . . H24C H 0.894388 0.997472 0.278199 0.178 Uiso 1 1 calc GR . . . . C25 C 0.4526(3) 0.7686(4) 0.3750(4) 0.0562(13) Uani 1 1 d . . . . . H25 H 0.497160 0.721002 0.393312 0.067 Uiso 1 1 calc R . . . . C26 C 0.3853(5) 0.8096(6) 0.4422(5) 0.0786(18) Uani 1 1 d . . . . . H26A H 0.335703 0.851066 0.422988 0.118 Uiso 1 1 calc GR . . . . H26B H 0.438099 0.854965 0.493232 0.118 Uiso 1 1 calc GR . . . . H26C H 0.339741 0.748609 0.452463 0.118 Uiso 1 1 calc GR . . . . C27 C 0.3714(6) 0.7026(6) 0.2912(6) 0.105(3) Uani 1 1 d . . . . . H27A H 0.323691 0.639632 0.297477 0.158 Uiso 1 1 calc GR . . . . H27B H 0.415450 0.679936 0.249603 0.158 Uiso 1 1 calc GR . . . . H27C H 0.323750 0.746735 0.273816 0.158 Uiso 1 1 calc GR . . . . C28 C 0.6927(3) 0.6560(3) 0.2571(2) 0.0303(7) Uani 1 1 d . . . . . C29 C 0.6791(11) 0.7348(8) 0.2124(5) 0.035(2) Uani 0.516(17) 1 d . . P A 1 H29 H 0.680840 0.806285 0.242441 0.042 Uiso 0.516(17) 1 calc R . P A 1 C29B C 0.6250(12) 0.6947(11) 0.2066(5) 0.037(3) Uani 0.484(17) 1 d . . P A 2 H29B H 0.587627 0.746597 0.232352 0.045 Uiso 0.484(17) 1 calc R . P A 2 C30 C 0.6637(11) 0.7038(8) 0.1260(5) 0.039(2) Uani 0.516(17) 1 d . . P A 1 H30 H 0.654837 0.754556 0.098163 0.047 Uiso 0.516(17) 1 calc R . P A 1 C30B C 0.6077(12) 0.6631(12) 0.1210(6) 0.044(3) Uani 0.484(17) 1 d . . P A 2 H30B H 0.557397 0.692067 0.091520 0.052 Uiso 0.484(17) 1 calc R . P A 2 C31 C 0.6610(3) 0.5912(4) 0.0775(2) 0.0410(9) Uani 1 1 d . . . . . C32 C 0.6671(13) 0.5207(7) 0.1230(5) 0.042(2) Uani 0.516(17) 1 d . . P A 1 H32 H 0.661051 0.447851 0.094179 0.050 Uiso 0.516(17) 1 calc R . P A 1 C32B C 0.7320(12) 0.5414(10) 0.1259(5) 0.041(3) Uani 0.484(17) 1 d . . P A 2 H32B H 0.766294 0.487791 0.098496 0.049 Uiso 0.484(17) 1 calc R . P A 2 C33 C 0.6817(12) 0.5516(7) 0.2088(5) 0.039(2) Uani 0.516(17) 1 d . . P A 1 H33 H 0.684105 0.498614 0.235285 0.046 Uiso 0.516(17) 1 calc R . P A 1 C33B C 0.7479(12) 0.5735(9) 0.2114(5) 0.038(2) Uani 0.484(17) 1 d . . P A 2 H33B H 0.794798 0.542546 0.241662 0.046 Uiso 0.484(17) 1 calc R . P A 2 C34 C 0.6336(17) 0.6465(14) -0.0521(11) 0.060(4) Uani 0.516(17) 1 d . . P A 1 H34A H 0.573861 0.680909 -0.034696 0.090 Uiso 0.516(17) 1 calc GR . P A 1 H34B H 0.614077 0.611890 -0.111898 0.090 Uiso 0.516(17) 1 calc GR . P A 1 H34C H 0.704963 0.700298 -0.037377 0.090 Uiso 0.516(17) 1 calc GR . P A 1 C34B C 0.5934(17) 0.6121(17) -0.0563(11) 0.058(4) Uani 0.484(17) 1 d . . P A 2 H34D H 0.513069 0.600060 -0.054732 0.087 Uiso 0.484(17) 1 calc GR . P A 2 H34E H 0.601882 0.583932 -0.113198 0.087 Uiso 0.484(17) 1 calc GR . P A 2 H34F H 0.628011 0.688878 -0.034996 0.087 Uiso 0.484(17) 1 calc GR . P A 2 C35 C 0.7018(14) 0.4715(17) -0.0527(10) 0.062(4) Uani 0.516(17) 1 d . . P A 1 H35A H 0.783991 0.497490 -0.038028 0.093 Uiso 0.516(17) 1 calc GR . P A 1 H35B H 0.675991 0.453457 -0.112398 0.093 Uiso 0.516(17) 1 calc GR . P A 1 H35C H 0.680147 0.407929 -0.036004 0.093 Uiso 0.516(17) 1 calc GR . P A 1 C35B C 0.6509(16) 0.4572(13) -0.0543(10) 0.054(4) Uani 0.484(17) 1 d . . P A 2 H35D H 0.716051 0.437356 -0.028059 0.081 Uiso 0.484(17) 1 calc GR . P A 2 H35E H 0.658105 0.456610 -0.110084 0.081 Uiso 0.484(17) 1 calc GR . P A 2 H35F H 0.581622 0.405886 -0.057082 0.081 Uiso 0.484(17) 1 calc GR . P A 2 C36 C 0.8086(3) 0.7053(3) 0.7994(3) 0.0382(8) Uani 1 1 d . . . . . C37 C 1.0050(4) 0.8728(3) 0.8190(3) 0.0451(9) Uani 1 1 d . . . . . C38 C 0.8578(4) 0.9050(4) 0.9353(3) 0.0454(9) Uani 1 1 d . . . . . C39 C 0.8618(5) 1.0260(4) 0.8125(3) 0.0618(14) Uani 1 1 d . . . . . C40 C 0.6620(4) 0.8607(3) 0.8017(2) 0.0409(9) Uani 1 1 d . . . . . C41 C 0.4167(8) 0.8657(5) 0.1004(4) 0.082(2) Uani 1 1 d . . . . . H41 H 0.429312 0.886073 0.158735 0.098 Uiso 1 1 calc R . . . . C42 C 0.3018(9) 0.8035(6) 0.0489(6) 0.102(3) Uani 1 1 d . . . . . H42 H 0.238641 0.786747 0.072324 0.123 Uiso 1 1 calc R . . . . C43 C 0.2957(6) 0.7711(6) -0.0400(5) 0.0811(18) Uani 1 1 d . . . . . H43 H 0.227633 0.730478 -0.077791 0.097 Uiso 1 1 calc R . . . . C44 C 0.3932(7) 0.8020(6) -0.0670(5) 0.090(2) Uani 1 1 d . . . . . H44 H 0.390443 0.777557 -0.124501 0.108 Uiso 1 1 calc R . . . . C45 C 0.4910(8) 0.8636(7) -0.0181(5) 0.095(2) Uani 1 1 d . . . . . H45 H 0.552032 0.886477 -0.041584 0.114 Uiso 1 1 calc R . . . . C46 C 0.5025(6) 0.8926(7) 0.0627(5) 0.0806(19) Uani 1 1 d . . . . . C47 C 0.6175(7) 0.9659(7) 0.1207(5) 0.091(2) Uani 1 1 d . . . . . H47A H 0.609730 1.039561 0.140910 0.136 Uiso 1 1 calc GR . . . . H47B H 0.677682 0.963640 0.089440 0.136 Uiso 1 1 calc GR . . . . H47C H 0.636368 0.940021 0.167453 0.136 Uiso 1 1 calc GR . . . . C48 C 1.0265(14) 0.5254(16) -0.0618(8) 0.084(5) Uani 0.5 1 d . . P B -1 H48 H 1.024330 0.537645 -0.113503 0.100 Uiso 0.5 1 calc R . P B -1 C49 C 1.0372(15) 0.4267(15) -0.0573(10) 0.083(5) Uani 0.5 1 d . . P B -1 H49 H 1.040882 0.372094 -0.104830 0.100 Uiso 0.5 1 calc R . P B -1 C50 C 1.0426(14) 0.4090(13) 0.0189(10) 0.075(4) Uani 0.5 1 d . . P B -1 H50 H 1.050478 0.341910 0.023963 0.090 Uiso 0.5 1 calc R . P B -1 C51 C 1.0364(13) 0.4904(12) 0.0872(9) 0.065(3) Uani 0.5 1 d . . P B -1 H51 H 1.039316 0.477064 0.138550 0.078 Uiso 0.5 1 calc R . P B -1 C52 C 1.0259(12) 0.5917(13) 0.0835(8) 0.064(3) Uani 0.5 1 d . . P B -1 H52 H 1.023971 0.646238 0.131574 0.077 Uiso 0.5 1 calc R . P B -1 C53 C 1.0185(14) 0.6107(14) 0.0070(8) 0.075(4) Uani 0.5 1 d . . P B -1 C54 C 0.9837(13) 0.7050(11) -0.0034(8) 0.082(4) Uani 0.5 1 d . . P B -1 H54A H 1.009685 0.720907 -0.050560 0.123 Uiso 0.5 1 calc GR . P B -1 H54B H 1.016762 0.765897 0.046497 0.123 Uiso 0.5 1 calc GR . P B -1 H54C H 0.901297 0.691784 -0.013244 0.123 Uiso 0.5 1 calc GR . P B -1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 W1 0.04120(11) 0.02916(10) 0.02937(10) 0.00224(7) 0.01081(7) 0.00688(7) P1 0.0393(5) 0.0221(4) 0.0296(4) 0.0053(3) 0.0084(3) 0.0086(3) P2 0.0341(4) 0.0207(4) 0.0303(4) 0.0047(3) 0.0095(3) 0.0053(3) P3 0.0314(4) 0.0217(4) 0.0327(4) 0.0043(3) 0.0097(3) 0.0075(3) O1 0.0541(18) 0.0378(17) 0.065(2) 0.0203(14) 0.0077(15) 0.0119(13) O2 0.0423(18) 0.058(2) 0.060(2) -0.0027(16) 0.0136(14) 0.0122(15) O3 0.073(2) 0.088(3) 0.0372(17) 0.0063(17) 0.0153(16) 0.012(2) O4 0.177(6) 0.0269(18) 0.120(4) 0.015(2) 0.090(4) 0.024(2) O5 0.0475(18) 0.060(2) 0.0497(17) 0.0181(15) 0.0147(13) 0.0282(15) N1 0.0292(14) 0.0221(13) 0.0293(14) 0.0029(11) 0.0060(11) 0.0035(11) N2 0.0223(12) 0.0253(13) 0.0297(13) 0.0063(11) 0.0067(10) 0.0055(10) N3 0.050(2) 0.064(2) 0.0325(17) 0.0060(16) 0.0080(15) 0.0094(18) C1 0.0187(14) 0.0272(16) 0.0332(17) 0.0042(13) 0.0059(12) 0.0021(12) C2 0.0254(15) 0.0197(14) 0.0294(15) 0.0029(12) 0.0065(12) 0.0024(11) C3 0.0224(14) 0.0209(14) 0.0296(15) 0.0043(12) 0.0067(12) 0.0020(11) C4 0.0312(17) 0.0251(16) 0.0308(16) 0.0006(13) 0.0068(13) 0.0068(13) C5 0.0294(17) 0.0246(17) 0.046(2) 0.0011(14) 0.0003(15) 0.0077(13) C6 0.040(2) 0.0234(18) 0.064(3) -0.0041(17) -0.0013(18) 0.0084(15) C7 0.049(2) 0.035(2) 0.069(3) -0.0106(19) 0.008(2) 0.0181(18) C8 0.042(2) 0.051(3) 0.074(3) -0.015(2) 0.023(2) 0.016(2) C9 0.037(2) 0.040(2) 0.052(2) -0.0034(18) 0.0202(17) 0.0057(16) C10 0.0254(18) 0.0225(17) 0.092(3) 0.0057(19) 0.0059(19) 0.0008(14) C11 0.042(2) 0.044(3) 0.096(4) 0.011(3) 0.023(3) -0.001(2) C12 0.034(2) 0.060(3) 0.157(7) 0.049(4) -0.023(3) -0.005(2) C13 0.048(3) 0.046(3) 0.090(4) -0.006(2) 0.046(3) -0.003(2) C14 0.035(2) 0.059(3) 0.122(6) -0.014(3) 0.019(3) -0.005(2) C15 0.112(6) 0.102(6) 0.135(7) 0.011(5) 0.094(6) -0.021(5) C16 0.0267(16) 0.0324(17) 0.0320(16) 0.0092(13) 0.0071(12) 0.0116(13) C17 0.036(2) 0.051(2) 0.070(3) 0.038(2) 0.0211(19) 0.0187(18) C18 0.056(3) 0.064(3) 0.099(4) 0.058(3) 0.030(3) 0.029(2) C19 0.056(3) 0.065(3) 0.063(3) 0.036(2) 0.015(2) 0.035(2) C20 0.0343(19) 0.055(2) 0.039(2) 0.0044(17) 0.0015(15) 0.0240(18) C21 0.0264(16) 0.0342(18) 0.0345(17) -0.0004(14) 0.0026(13) 0.0104(14) C22 0.034(2) 0.071(3) 0.135(5) 0.074(4) 0.034(3) 0.020(2) C23 0.037(2) 0.074(4) 0.152(7) 0.075(4) 0.015(3) 0.005(2) C24 0.076(5) 0.135(7) 0.200(10) 0.093(7) 0.096(6) 0.045(5) C25 0.0221(18) 0.042(2) 0.093(4) 0.010(2) 0.006(2) 0.0033(16) C26 0.046(3) 0.088(4) 0.100(5) 0.029(4) 0.033(3) -0.002(3) C27 0.049(3) 0.073(4) 0.131(7) -0.039(4) -0.001(4) -0.013(3) C28 0.0221(15) 0.0337(18) 0.0302(16) 0.0051(14) 0.0054(12) 0.0024(13) C29 0.038(5) 0.026(4) 0.035(4) 0.004(3) 0.010(4) 0.004(4) C29B 0.035(6) 0.040(6) 0.035(4) 0.004(4) 0.004(4) 0.019(5) C30 0.042(6) 0.038(5) 0.035(4) 0.009(3) 0.012(4) 0.004(4) C30B 0.042(6) 0.057(7) 0.034(4) 0.013(4) 0.003(4) 0.023(6) C31 0.0313(18) 0.051(2) 0.0325(18) 0.0045(16) 0.0059(14) 0.0030(16) C32 0.046(7) 0.031(4) 0.038(4) -0.001(3) 0.008(4) 0.005(4) C32B 0.033(6) 0.055(6) 0.034(4) 0.004(4) 0.009(4) 0.020(5) C33 0.042(7) 0.033(4) 0.039(4) 0.008(3) 0.011(4) 0.007(4) C33B 0.030(6) 0.050(5) 0.033(4) 0.006(3) 0.007(3) 0.020(4) C34 0.082(12) 0.054(8) 0.033(5) 0.008(5) 0.017(7) -0.006(6) C34B 0.068(10) 0.074(13) 0.033(5) 0.016(8) 0.007(7) 0.023(8) C35 0.058(8) 0.086(11) 0.031(5) -0.004(5) 0.009(7) 0.024(9) C35B 0.069(10) 0.048(6) 0.034(5) -0.003(4) 0.017(8) 0.008(8) C36 0.0349(18) 0.040(2) 0.0397(19) 0.0121(16) 0.0073(15) 0.0095(15) C37 0.054(3) 0.037(2) 0.0338(19) -0.0029(16) 0.0116(17) 0.0053(18) C38 0.044(2) 0.050(2) 0.036(2) 0.0063(17) 0.0116(17) 0.0074(18) C39 0.085(4) 0.038(2) 0.058(3) 0.001(2) 0.036(3) 0.011(2) C40 0.059(3) 0.0346(19) 0.0320(18) 0.0087(15) 0.0140(17) 0.0179(18) C41 0.145(7) 0.044(3) 0.052(3) 0.005(2) 0.020(4) 0.029(4) C42 0.131(7) 0.072(5) 0.132(7) 0.037(5) 0.079(6) 0.044(5) C43 0.077(4) 0.066(4) 0.085(4) 0.006(3) 0.002(3) 0.017(3) C44 0.107(6) 0.072(4) 0.088(5) 0.010(4) 0.045(4) 0.019(4) C45 0.097(6) 0.092(5) 0.089(5) 0.007(4) 0.027(4) 0.034(4) C46 0.083(4) 0.099(5) 0.087(5) 0.053(4) 0.029(4) 0.042(4) C47 0.090(5) 0.094(5) 0.093(5) 0.032(4) 0.012(4) 0.035(4) C48 0.060(8) 0.118(14) 0.044(6) 0.009(7) -0.001(6) -0.014(8) C49 0.070(9) 0.095(12) 0.063(8) 0.001(7) 0.027(7) -0.009(9) C50 0.074(9) 0.074(9) 0.072(9) 0.011(7) 0.032(8) 0.011(7) C51 0.063(7) 0.078(8) 0.056(7) 0.017(6) 0.025(6) 0.021(7) C52 0.057(7) 0.084(9) 0.053(6) 0.019(6) 0.010(5) 0.026(7) C53 0.066(8) 0.097(11) 0.050(7) 0.017(6) -0.010(6) 0.014(8) C54 0.095(10) 0.073(8) 0.064(7) 0.017(6) -0.014(7) 0.016(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag W1 P2 2.4942(9) . ? W1 C36 2.044(4) . ? W1 C37 2.047(5) . ? W1 C38 1.996(4) . ? W1 C39 2.044(5) . ? W1 C40 2.036(5) . ? P1 P2 2.0925(12) . ? P1 C2 1.755(3) . ? P2 P3 2.0921(12) . ? P3 C3 1.761(3) . ? O1 C36 1.142(5) . ? O2 C37 1.135(6) . ? O3 C38 1.151(6) . ? O4 C39 1.138(7) . ? O5 C40 1.138(6) . ? N1 C1 1.357(5) . ? N1 C2 1.399(4) . ? N1 C4 1.446(4) . ? N2 C1 1.363(4) . ? N2 C3 1.403(4) . ? N2 C16 1.448(4) . ? N3 C31 1.359(5) . ? N3 C34 1.543(19) . ? N3 C34B 1.367(18) . ? N3 C35 1.527(17) . ? N3 C35B 1.381(16) . ? C1 C28 1.461(5) . ? C2 C3 1.388(4) . ? C4 C5 1.393(5) . ? C4 C9 1.400(5) . ? C5 C6 1.398(5) . ? C5 C10 1.513(5) . ? C6 H6 0.9300 . ? C6 C7 1.382(6) . ? C7 H7 0.9300 . ? C7 C8 1.366(7) . ? C8 H8 0.9300 . ? C8 C9 1.392(6) . ? C9 C13 1.516(6) . ? C10 H10 0.9800 . ? C10 C11 1.522(7) . ? C10 C12 1.517(8) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13 0.9800 . ? C13 C14 1.518(10) . ? C13 C15 1.550(9) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.398(6) . ? C16 C21 1.397(5) . ? C17 C18 1.384(6) . ? C17 C22 1.521(6) . ? C18 H18 0.9300 . ? C18 C19 1.390(7) . ? C19 H19 0.9300 . ? C19 C20 1.376(7) . ? C20 H20 0.9300 . ? C20 C21 1.388(6) . ? C21 C25 1.505(6) . ? C22 H22 0.9800 . ? C22 C23 1.514(10) . ? C22 C24 1.551(11) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25 0.9800 . ? C25 C26 1.530(8) . ? C25 C27 1.523(8) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 C29 1.461(9) . ? C28 C29B 1.359(9) . ? C28 C33 1.359(9) . ? C28 C33B 1.473(9) . ? C29 H29 0.9300 . ? C29 C30 1.379(12) . ? C29B H29B 0.9300 . ? C29B C30B 1.364(13) . ? C30 H30 0.9300 . ? C30 C31 1.473(10) . ? C30B H30B 0.9300 . ? C30B C31 1.353(10) . ? C31 C32 1.364(10) . ? C31 C32B 1.461(10) . ? C32 H32 0.9300 . ? C32 C33 1.371(12) . ? C32B H32B 0.9300 . ? C32B C33B 1.363(12) . ? C33 H33 0.9300 . ? C33B H33B 0.9300 . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? C34B H34D 0.9600 . ? C34B H34E 0.9600 . ? C34B H34F 0.9600 . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C35B H35D 0.9600 . ? C35B H35E 0.9600 . ? C35B H35F 0.9600 . ? C41 H41 0.9300 . ? C41 C42 1.479(12) . ? C41 C46 1.339(10) . ? C42 H42 0.9300 . ? C42 C43 1.432(11) . ? C43 H43 0.9300 . ? C43 C44 1.360(10) . ? C44 H44 0.9300 . ? C44 C45 1.315(11) . ? C45 H45 0.9300 . ? C45 C46 1.293(10) . ? C46 C47 1.551(11) . ? C47 H47A 0.9600 . ? C47 H47B 0.9600 . ? C47 H47C 0.9600 . ? C48 H48 0.9300 . ? C48 C49 1.35(3) . ? C48 C53 1.40(2) . ? C49 H49 0.9300 . ? C49 C50 1.37(2) . ? C50 H50 0.9300 . ? C50 C51 1.363(19) . ? C51 H51 0.9300 . ? C51 C52 1.379(19) . ? C52 H52 0.9300 . ? C52 C53 1.379(19) . ? C53 C54 1.43(2) . ? C54 H54A 0.9600 . ? C54 H54B 0.9600 . ? C54 H54C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C36 W1 P2 87.65(11) . . ? C36 W1 C37 87.75(17) . . ? C37 W1 P2 91.86(12) . . ? C38 W1 P2 177.65(13) . . ? C38 W1 C36 90.30(18) . . ? C38 W1 C37 89.22(17) . . ? C38 W1 C39 93.8(2) . . ? C38 W1 C40 90.80(17) . . ? C39 W1 P2 88.28(15) . . ? C39 W1 C36 175.42(17) . . ? C39 W1 C37 90.3(2) . . ? C40 W1 P2 88.11(11) . . ? C40 W1 C36 92.02(16) . . ? C40 W1 C37 179.76(16) . . ? C40 W1 C39 90.0(2) . . ? C2 P1 P2 91.83(11) . . ? P1 P2 W1 125.13(5) . . ? P3 P2 W1 127.30(4) . . ? P3 P2 P1 107.46(5) . . ? C3 P3 P2 91.93(11) . . ? C1 N1 C2 110.9(3) . . ? C1 N1 C4 127.4(3) . . ? C2 N1 C4 121.7(3) . . ? C1 N2 C3 110.4(3) . . ? C1 N2 C16 129.1(3) . . ? C3 N2 C16 120.5(3) . . ? C31 N3 C34 118.3(8) . . ? C31 N3 C34B 123.3(9) . . ? C31 N3 C35 119.9(8) . . ? C31 N3 C35B 122.1(8) . . ? C34B N3 C35B 111.9(12) . . ? C35 N3 C34 114.3(11) . . ? N1 C1 N2 106.1(3) . . ? N1 C1 C28 126.7(3) . . ? N2 C1 C28 127.1(3) . . ? N1 C2 P1 129.1(2) . . ? C3 C2 P1 124.7(3) . . ? C3 C2 N1 106.2(3) . . ? N2 C3 P3 129.5(2) . . ? C2 C3 P3 124.0(3) . . ? C2 C3 N2 106.4(3) . . ? C5 C4 N1 117.8(3) . . ? C5 C4 C9 123.6(3) . . ? C9 C4 N1 118.5(3) . . ? C4 C5 C6 116.6(4) . . ? C4 C5 C10 122.0(3) . . ? C6 C5 C10 121.5(4) . . ? C5 C6 H6 119.6 . . ? C7 C6 C5 120.8(4) . . ? C7 C6 H6 119.6 . . ? C6 C7 H7 119.6 . . ? C8 C7 C6 120.8(4) . . ? C8 C7 H7 119.6 . . ? C7 C8 H8 119.3 . . ? C7 C8 C9 121.4(4) . . ? C9 C8 H8 119.3 . . ? C4 C9 C13 122.6(4) . . ? C8 C9 C4 116.5(4) . . ? C8 C9 C13 120.9(4) . . ? C5 C10 H10 107.2 . . ? C5 C10 C11 111.6(4) . . ? C5 C10 C12 112.5(5) . . ? C11 C10 H10 107.2 . . ? C12 C10 H10 107.2 . . ? C12 C10 C11 110.9(4) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11B 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12B 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C9 C13 H13 107.1 . . ? C9 C13 C14 110.6(5) . . ? C9 C13 C15 111.2(5) . . ? C14 C13 H13 107.1 . . ? C14 C13 C15 113.3(6) . . ? C15 C13 H13 107.1 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14B 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15B 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 N2 118.5(3) . . ? C21 C16 N2 118.5(3) . . ? C21 C16 C17 122.9(3) . . ? C16 C17 C22 122.3(3) . . ? C18 C17 C16 117.5(4) . . ? C18 C17 C22 120.2(4) . . ? C17 C18 H18 119.6 . . ? C17 C18 C19 120.8(5) . . ? C19 C18 H18 119.6 . . ? C18 C19 H19 119.9 . . ? C20 C19 C18 120.1(4) . . ? C20 C19 H19 119.9 . . ? C19 C20 H20 119.3 . . ? C19 C20 C21 121.5(4) . . ? C21 C20 H20 119.3 . . ? C16 C21 C25 122.5(3) . . ? C20 C21 C16 117.1(4) . . ? C20 C21 C25 120.4(4) . . ? C17 C22 H22 107.4 . . ? C17 C22 C24 110.5(6) . . ? C23 C22 C17 111.4(5) . . ? C23 C22 H22 107.4 . . ? C23 C22 C24 112.6(5) . . ? C24 C22 H22 107.4 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23B 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24B 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C21 C25 H25 108.3 . . ? C21 C25 C26 110.0(4) . . ? C21 C25 C27 111.1(6) . . ? C26 C25 H25 108.3 . . ? C27 C25 H25 108.3 . . ? C27 C25 C26 110.9(5) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26B 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27B 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C1 C28 C33B 120.7(4) . . ? C29 C28 C1 119.5(4) . . ? C29B C28 C1 125.1(5) . . ? C29B C28 C33B 114.2(5) . . ? C33 C28 C1 124.0(5) . . ? C33 C28 C29 116.6(5) . . ? C28 C29 H29 119.8 . . ? C30 C29 C28 120.3(7) . . ? C30 C29 H29 119.8 . . ? C28 C29B H29B 117.6 . . ? C28 C29B C30B 124.9(7) . . ? C30B C29B H29B 117.6 . . ? C29 C30 H30 119.7 . . ? C29 C30 C31 120.6(7) . . ? C31 C30 H30 119.7 . . ? C29B C30B H30B 118.8 . . ? C31 C30B C29B 122.4(7) . . ? C31 C30B H30B 118.8 . . ? N3 C31 C30 120.9(5) . . ? N3 C31 C32 123.4(5) . . ? N3 C31 C32B 120.0(5) . . ? C30B C31 N3 123.2(5) . . ? C30B C31 C32B 116.8(6) . . ? C32 C31 C30 115.6(6) . . ? C31 C32 H32 118.2 . . ? C31 C32 C33 123.5(7) . . ? C33 C32 H32 118.2 . . ? C31 C32B H32B 120.0 . . ? C33B C32B C31 119.9(7) . . ? C33B C32B H32B 120.0 . . ? C28 C33 C32 123.1(7) . . ? C28 C33 H33 118.5 . . ? C32 C33 H33 118.5 . . ? C28 C33B H33B 119.1 . . ? C32B C33B C28 121.7(7) . . ? C32B C33B H33B 119.1 . . ? N3 C34 H34A 109.5 . . ? N3 C34 H34B 109.5 . . ? N3 C34 H34C 109.5 . . ? H34A C34 H34B 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? N3 C34B H34D 109.5 . . ? N3 C34B H34E 109.5 . . ? N3 C34B H34F 109.5 . . ? H34D C34B H34E 109.5 . . ? H34D C34B H34F 109.5 . . ? H34E C34B H34F 109.5 . . ? N3 C35 H35A 109.5 . . ? N3 C35 H35B 109.5 . . ? N3 C35 H35C 109.5 . . ? H35A C35 H35B 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? N3 C35B H35D 109.5 . . ? N3 C35B H35E 109.5 . . ? N3 C35B H35F 109.5 . . ? H35D C35B H35E 109.5 . . ? H35D C35B H35F 109.5 . . ? H35E C35B H35F 109.5 . . ? O1 C36 W1 178.0(4) . . ? O2 C37 W1 178.0(4) . . ? O3 C38 W1 177.4(5) . . ? O4 C39 W1 178.7(6) . . ? O5 C40 W1 179.6(4) . . ? C42 C41 H41 120.1 . . ? C46 C41 H41 120.1 . . ? C46 C41 C42 119.8(7) . . ? C41 C42 H42 122.7 . . ? C43 C42 C41 114.5(7) . . ? C43 C42 H42 122.7 . . ? C42 C43 H43 121.3 . . ? C44 C43 C42 117.5(7) . . ? C44 C43 H43 121.3 . . ? C43 C44 H44 117.5 . . ? C45 C44 C43 125.0(8) . . ? C45 C44 H44 117.5 . . ? C44 C45 H45 120.0 . . ? C46 C45 C44 120.0(9) . . ? C46 C45 H45 120.0 . . ? C41 C46 C47 116.9(7) . . ? C45 C46 C41 122.8(8) . . ? C45 C46 C47 120.2(7) . . ? C46 C47 H47A 109.5 . . ? C46 C47 H47B 109.5 . . ? C46 C47 H47C 109.5 . . ? H47A C47 H47B 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? C49 C48 H48 118.1 . . ? C49 C48 C53 123.7(14) . . ? C53 C48 H48 118.1 . . ? C48 C49 H49 120.8 . . ? C48 C49 C50 118.3(14) . . ? C50 C49 H49 120.8 . . ? C49 C50 H50 120.3 . . ? C51 C50 C49 119.5(16) . . ? C51 C50 H50 120.3 . . ? C50 C51 H51 118.7 . . ? C50 C51 C52 122.7(14) . . ? C52 C51 H51 118.7 . . ? C51 C52 H52 120.6 . . ? C53 C52 C51 118.7(13) . . ? C53 C52 H52 120.6 . . ? C48 C53 C54 121.8(14) . . ? C52 C53 C48 117.0(16) . . ? C52 C53 C54 120.2(14) . . ? C53 C54 H54A 109.5 . . ? C53 C54 H54B 109.5 . . ? C53 C54 H54C 109.5 . . ? H54A C54 H54B 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag P1 C2 C3 P3 0.4(4) . . . . ? P1 C2 C3 N2 179.6(2) . . . . ? P2 P1 C2 N1 179.4(3) . . . . ? P2 P1 C2 C3 -0.7(3) . . . . ? P2 P3 C3 N2 -178.8(3) . . . . ? P2 P3 C3 C2 0.1(3) . . . . ? N1 C1 C28 C29 -162.6(6) . . . . ? N1 C1 C28 C29B 162.4(9) . . . . ? N1 C1 C28 C33 19.1(9) . . . . ? N1 C1 C28 C33B -18.9(8) . . . . ? N1 C2 C3 P3 -179.6(2) . . . . ? N1 C2 C3 N2 -0.5(3) . . . . ? N1 C4 C5 C6 173.1(4) . . . . ? N1 C4 C5 C10 -5.3(6) . . . . ? N1 C4 C9 C8 -173.2(4) . . . . ? N1 C4 C9 C13 6.9(7) . . . . ? N2 C1 C28 C29 15.6(7) . . . . ? N2 C1 C28 C29B -19.4(10) . . . . ? N2 C1 C28 C33 -162.7(8) . . . . ? N2 C1 C28 C33B 159.3(7) . . . . ? N2 C16 C17 C18 -179.7(4) . . . . ? N2 C16 C17 C22 1.9(7) . . . . ? N2 C16 C21 C20 179.8(3) . . . . ? N2 C16 C21 C25 -0.4(5) . . . . ? N3 C31 C32 C33 -179.9(8) . . . . ? N3 C31 C32B C33B 179.1(9) . . . . ? C1 N1 C2 P1 -179.6(3) . . . . ? C1 N1 C2 C3 0.4(4) . . . . ? C1 N1 C4 C5 -89.0(4) . . . . ? C1 N1 C4 C9 90.9(5) . . . . ? C1 N2 C3 P3 179.4(2) . . . . ? C1 N2 C3 C2 0.3(4) . . . . ? C1 N2 C16 C17 -94.0(5) . . . . ? C1 N2 C16 C21 89.1(4) . . . . ? C1 C28 C29 C30 177.3(7) . . . . ? C1 C28 C29B C30B 178.3(10) . . . . ? C1 C28 C33 C32 -176.8(8) . . . . ? C1 C28 C33B C32B -178.0(9) . . . . ? C2 N1 C1 N2 -0.2(4) . . . . ? C2 N1 C1 C28 178.3(3) . . . . ? C2 N1 C4 C5 88.9(4) . . . . ? C2 N1 C4 C9 -91.1(4) . . . . ? C3 N2 C1 N1 -0.1(4) . . . . ? C3 N2 C1 C28 -178.6(3) . . . . ? C3 N2 C16 C17 87.2(4) . . . . ? C3 N2 C16 C21 -89.6(4) . . . . ? C4 N1 C1 N2 177.9(3) . . . . ? C4 N1 C1 C28 -3.6(5) . . . . ? C4 N1 C2 P1 2.2(5) . . . . ? C4 N1 C2 C3 -177.8(3) . . . . ? C4 C5 C6 C7 2.2(7) . . . . ? C4 C5 C10 C11 -135.8(4) . . . . ? C4 C5 C10 C12 98.8(5) . . . . ? C4 C9 C13 C14 119.4(5) . . . . ? C4 C9 C13 C15 -113.7(6) . . . . ? C5 C4 C9 C8 6.8(7) . . . . ? C5 C4 C9 C13 -173.1(5) . . . . ? C5 C6 C7 C8 2.3(8) . . . . ? C6 C5 C10 C11 45.9(6) . . . . ? C6 C5 C10 C12 -79.6(5) . . . . ? C6 C7 C8 C9 -2.4(9) . . . . ? C7 C8 C9 C4 -2.0(8) . . . . ? C7 C8 C9 C13 177.9(6) . . . . ? C8 C9 C13 C14 -60.5(7) . . . . ? C8 C9 C13 C15 66.4(8) . . . . ? C9 C4 C5 C6 -6.8(6) . . . . ? C9 C4 C5 C10 174.7(4) . . . . ? C10 C5 C6 C7 -179.4(5) . . . . ? C16 N2 C1 N1 -178.9(3) . . . . ? C16 N2 C1 C28 2.6(5) . . . . ? C16 N2 C3 P3 -1.6(4) . . . . ? C16 N2 C3 C2 179.3(3) . . . . ? C16 C17 C18 C19 1.1(9) . . . . ? C16 C17 C22 C23 -132.5(5) . . . . ? C16 C17 C22 C24 101.6(6) . . . . ? C16 C21 C25 C26 121.8(5) . . . . ? C16 C21 C25 C27 -115.0(5) . . . . ? C17 C16 C21 C20 3.1(6) . . . . ? C17 C16 C21 C25 -177.1(4) . . . . ? C17 C18 C19 C20 0.4(9) . . . . ? C18 C17 C22 C23 49.1(7) . . . . ? C18 C17 C22 C24 -76.8(7) . . . . ? C18 C19 C20 C21 -0.3(8) . . . . ? C19 C20 C21 C16 -1.4(6) . . . . ? C19 C20 C21 C25 178.8(4) . . . . ? C20 C21 C25 C26 -58.4(6) . . . . ? C20 C21 C25 C27 64.8(6) . . . . ? C21 C16 C17 C18 -3.0(7) . . . . ? C21 C16 C17 C22 178.6(5) . . . . ? C22 C17 C18 C19 179.6(6) . . . . ? C28 C29 C30 C31 -0.2(14) . . . . ? C28 C29B C30B C31 -2(2) . . . . ? C29 C28 C33 C32 4.8(13) . . . . ? C29 C30 C31 N3 -179.7(8) . . . . ? C29 C30 C31 C32 4.1(13) . . . . ? C29B C28 C33B C32B 0.8(14) . . . . ? C29B C30B C31 N3 -178.8(10) . . . . ? C29B C30B C31 C32B 4.7(16) . . . . ? C30 C31 C32 C33 -3.8(14) . . . . ? C30B C31 C32B C33B -4.3(15) . . . . ? C31 C32 C33 C28 -0.7(17) . . . . ? C31 C32B C33B C28 1.6(16) . . . . ? C33 C28 C29 C30 -4.2(12) . . . . ? C33B C28 C29B C30B -0.5(15) . . . . ? C34 N3 C31 C30 0.5(10) . . . . ? C34 N3 C31 C32 176.4(10) . . . . ? C34B N3 C31 C30B 12.0(13) . . . . ? C34B N3 C31 C32B -171.7(11) . . . . ? C35 N3 C31 C30 148.7(12) . . . . ? C35 N3 C31 C32 -35.4(14) . . . . ? C35B N3 C31 C30B -147.8(15) . . . . ? C35B N3 C31 C32B 28.6(14) . . . . ? C41 C42 C43 C44 -1.2(10) . . . . ? C42 C41 C46 C45 -2.2(11) . . . . ? C42 C41 C46 C47 175.1(6) . . . . ? C42 C43 C44 C45 -3.5(13) . . . . ? C43 C44 C45 C46 5.5(14) . . . . ? C44 C45 C46 C41 -2.5(13) . . . . ? C44 C45 C46 C47 -179.6(7) . . . . ? C46 C41 C42 C43 3.9(10) . . . . ? C48 C49 C50 C51 0(3) . . . . ? C49 C48 C53 C52 2(3) . . . . ? C49 C48 C53 C54 -166.8(17) . . . . ? C49 C50 C51 C52 -1(3) . . . . ? C50 C51 C52 C53 2(3) . . . . ? C51 C52 C53 C48 -2(2) . . . . ? C51 C52 C53 C54 166.8(15) . . . . ? C53 C48 C49 C50 -1(3) . . . . ? _shelx_res_file ; TITL rottschaefer114_a.res in P-1 rottschaefer114.res created by SHELXL-2018/3 at 14:33:13 on 27-Jun-2019 REM Old TITL Rottschaefer114 in P-1 REM SHELXT solution in P-1: R1 0.112, Rweak 0.010, Alpha 0.035 REM 0.000 for 0 systematic absences, Orientation as input REM Formula found by SHELXT: C46 N7 O5 P3 W CELL 1.54184 12.086 13.1486 16.935 106.161 98.487 100.539 ZERR 2 0.0002 0.0002 0.0002 0.001 0.001 0.001 LATT 1 SFAC C H N O P W UNIT 101 112 6 10 6 2 L.S. 11 PLAN 13 BOND $H more -1 conf list fmap 2 53 acta OMIT 4 -10 2 REM REM REM WGHT 0.063800 4.765200 FVAR 0.24636 0.51629 W1 6 0.833081 0.867080 0.810389 11.00000 0.04120 0.02916 = 0.02937 0.00224 0.01081 0.00688 P1 5 0.819069 0.666769 0.575395 11.00000 0.03932 0.02209 = 0.02959 0.00533 0.00844 0.00856 P2 5 0.796864 0.812375 0.653805 11.00000 0.03409 0.02070 = 0.03034 0.00469 0.00946 0.00532 P3 5 0.729857 0.895684 0.576552 11.00000 0.03138 0.02172 = 0.03275 0.00434 0.00970 0.00748 O1 4 0.797004 0.614685 0.791736 11.00000 0.05414 0.03778 = 0.06459 0.02034 0.00765 0.01189 O2 4 1.100004 0.873936 0.825165 11.00000 0.04235 0.05807 = 0.06017 -0.00273 0.01362 0.01215 O3 4 0.870577 0.930315 1.007344 11.00000 0.07299 0.08818 = 0.03718 0.00630 0.01531 0.01245 O4 4 0.876964 1.113751 0.811969 11.00000 0.17740 0.02695 = 0.12003 0.01503 0.08984 0.02437 O5 4 0.566171 0.856677 0.796396 11.00000 0.04747 0.06040 = 0.04971 0.01808 0.01471 0.02816 N1 3 0.755973 0.638531 0.400256 11.00000 0.02923 0.02211 = 0.02927 0.00287 0.00597 0.00346 N2 3 0.698557 0.785844 0.400155 11.00000 0.02232 0.02528 = 0.02969 0.00628 0.00667 0.00548 N3 3 0.646376 0.560237 -0.007684 11.00000 0.04982 0.06370 = 0.03253 0.00604 0.00797 0.00939 C1 1 0.714010 0.691646 0.348846 11.00000 0.01867 0.02719 = 0.03323 0.00415 0.00594 0.00206 C2 1 0.768121 0.698382 0.484732 11.00000 0.02540 0.01975 = 0.02939 0.00288 0.00645 0.00244 C3 1 0.730937 0.792226 0.484757 11.00000 0.02237 0.02086 = 0.02965 0.00432 0.00673 0.00199 C4 1 0.782967 0.532977 0.375886 11.00000 0.03117 0.02507 = 0.03076 0.00060 0.00682 0.00675 C5 1 0.695650 0.441564 0.364272 11.00000 0.02940 0.02457 = 0.04608 0.00106 0.00028 0.00767 C6 1 0.720293 0.340124 0.331766 11.00000 0.03959 0.02335 = 0.06381 -0.00407 -0.00128 0.00841 AFIX 43 H6 2 0.663747 0.276805 0.321169 11.00000 -1.20000 AFIX 0 C7 1 0.827680 0.332850 0.315202 11.00000 0.04866 0.03507 = 0.06911 -0.01057 0.00837 0.01813 AFIX 43 H7 2 0.841692 0.264791 0.291710 11.00000 -1.20000 AFIX 0 C8 1 0.913489 0.424469 0.332933 11.00000 0.04216 0.05112 = 0.07442 -0.01462 0.02282 0.01574 AFIX 43 H8 2 0.985918 0.417533 0.323232 11.00000 -1.20000 AFIX 0 C9 1 0.894755 0.527971 0.365212 11.00000 0.03683 0.03951 = 0.05231 -0.00338 0.02016 0.00569 C10 1 0.578902 0.450944 0.383500 11.00000 0.02541 0.02252 = 0.09152 0.00574 0.00588 0.00079 AFIX 13 H10 2 0.587909 0.525195 0.420703 11.00000 -1.20000 AFIX 0 C11 1 0.537387 0.373473 0.430781 11.00000 0.04157 0.04438 = 0.09557 0.01099 0.02261 -0.00119 AFIX 137 H11A 2 0.521182 0.299672 0.394402 11.00000 -1.50000 H11B 2 0.468726 0.388444 0.448803 11.00000 -1.50000 H11C 2 0.596066 0.383433 0.478962 11.00000 -1.50000 AFIX 0 C12 1 0.489494 0.435175 0.305434 11.00000 0.03365 0.06016 = 0.15663 0.04880 -0.02326 -0.00532 AFIX 137 H12A 2 0.513449 0.490215 0.280227 11.00000 -1.50000 H12B 2 0.416906 0.440846 0.320652 11.00000 -1.50000 H12C 2 0.481559 0.364486 0.266032 11.00000 -1.50000 AFIX 0 C13 1 0.991615 0.628916 0.387408 11.00000 0.04813 0.04579 = 0.08976 -0.00554 0.04562 -0.00317 AFIX 13 H13 2 0.960616 0.691692 0.411686 11.00000 -1.20000 AFIX 0 C14 1 1.088685 0.627049 0.454571 11.00000 0.03516 0.05923 = 0.12175 -0.01429 0.01859 -0.00530 AFIX 137 H14A 2 1.058411 0.615930 0.501626 11.00000 -1.50000 H14B 2 1.144913 0.695198 0.472651 11.00000 -1.50000 H14C 2 1.124139 0.568837 0.431925 11.00000 -1.50000 AFIX 0 C15 1 1.031720 0.644168 0.307739 11.00000 0.11158 0.10209 = 0.13514 0.01133 0.09381 -0.02098 AFIX 137 H15A 2 1.063430 0.584266 0.282464 11.00000 -1.50000 H15B 2 1.089356 0.711060 0.323071 11.00000 -1.50000 H15C 2 0.967208 0.646621 0.268348 11.00000 -1.50000 AFIX 0 C16 1 0.653998 0.871442 0.377919 11.00000 0.02668 0.03237 = 0.03199 0.00921 0.00709 0.01157 C17 1 0.732117 0.961279 0.373454 11.00000 0.03597 0.05091 = 0.06983 0.03833 0.02113 0.01868 C18 1 0.687693 1.042433 0.352531 11.00000 0.05604 0.06431 = 0.09889 0.05842 0.03031 0.02871 AFIX 43 H18 2 0.737321 1.102633 0.348078 11.00000 -1.20000 AFIX 0 C19 1 0.569800 1.035044 0.338093 11.00000 0.05613 0.06528 = 0.06334 0.03562 0.01488 0.03492 AFIX 43 H19 2 0.541049 1.089898 0.323702 11.00000 -1.20000 AFIX 0 C20 1 0.495564 0.946734 0.345053 11.00000 0.03434 0.05505 = 0.03899 0.00444 0.00147 0.02403 AFIX 43 H20 2 0.416920 0.942946 0.335464 11.00000 -1.20000 AFIX 0 C21 1 0.535446 0.863191 0.366064 11.00000 0.02642 0.03416 = 0.03450 -0.00040 0.00256 0.01042 C22 1 0.861235 0.970150 0.388484 11.00000 0.03351 0.07130 = 0.13528 0.07370 0.03438 0.01973 AFIX 13 H22 2 0.876491 0.915693 0.415436 11.00000 -1.20000 AFIX 0 C23 1 0.927211 1.080778 0.448142 11.00000 0.03724 0.07446 = 0.15191 0.07515 0.01462 0.00451 AFIX 137 H23A 2 0.910510 1.136494 0.425000 11.00000 -1.50000 H23B 2 1.008265 1.084187 0.455888 11.00000 -1.50000 H23C 2 0.904692 1.091798 0.501365 11.00000 -1.50000 AFIX 0 C24 1 0.901057 0.941538 0.303677 11.00000 0.07615 0.13508 = 0.20004 0.09328 0.09603 0.04488 AFIX 137 H24A 2 0.853615 0.873061 0.266830 11.00000 -1.50000 H24B 2 0.979817 0.936371 0.313507 11.00000 -1.50000 H24C 2 0.894388 0.997472 0.278199 11.00000 -1.50000 AFIX 0 C25 1 0.452620 0.768609 0.374958 11.00000 0.02208 0.04196 = 0.09336 0.00955 0.00632 0.00334 AFIX 13 H25 2 0.497160 0.721002 0.393312 11.00000 -1.20000 AFIX 0 C26 1 0.385266 0.809634 0.442172 11.00000 0.04583 0.08773 = 0.10038 0.02904 0.03338 -0.00222 AFIX 137 H26A 2 0.335703 0.851066 0.422988 11.00000 -1.50000 H26B 2 0.438099 0.854965 0.493232 11.00000 -1.50000 H26C 2 0.339741 0.748609 0.452463 11.00000 -1.50000 AFIX 0 C27 1 0.371366 0.702628 0.291222 11.00000 0.04861 0.07315 = 0.13071 -0.03909 -0.00096 -0.01302 AFIX 137 H27A 2 0.323691 0.639632 0.297477 11.00000 -1.50000 H27B 2 0.415450 0.679936 0.249603 11.00000 -1.50000 H27C 2 0.323750 0.746735 0.273816 11.00000 -1.50000 AFIX 0 C28 1 0.692724 0.656017 0.257051 11.00000 0.02209 0.03374 = 0.03023 0.00513 0.00537 0.00239 PART 1 C29 1 0.679099 0.734847 0.212430 21.00000 0.03799 0.02634 = 0.03548 0.00427 0.01043 0.00378 AFIX 43 H29 2 0.680840 0.806285 0.242441 21.00000 -1.20000 AFIX 0 PART 0 PART 2 C29B 1 0.624988 0.694699 0.206601 -21.00000 0.03513 0.04016 = 0.03453 0.00376 0.00350 0.01902 AFIX 43 H29B 2 0.587627 0.746597 0.232352 -21.00000 -1.20000 AFIX 0 PART 0 PART 1 C30 1 0.663668 0.703848 0.126027 21.00000 0.04189 0.03769 = 0.03529 0.00903 0.01241 0.00387 AFIX 43 H30 2 0.654837 0.754556 0.098163 21.00000 -1.20000 AFIX 0 PART 0 PART 2 C30B 1 0.607692 0.663095 0.121002 -21.00000 0.04164 0.05727 = 0.03382 0.01265 0.00289 0.02299 AFIX 43 H30B 2 0.557397 0.692067 0.091520 -21.00000 -1.20000 AFIX 0 PART 0 C31 1 0.661044 0.591150 0.077461 11.00000 0.03133 0.05068 = 0.03248 0.00453 0.00591 0.00303 PART 1 C32 1 0.667116 0.520727 0.122960 21.00000 0.04633 0.03072 = 0.03828 -0.00075 0.00804 0.00509 AFIX 43 H32 2 0.661051 0.447851 0.094179 21.00000 -1.20000 AFIX 0 PART 0 PART 2 C32B 1 0.732008 0.541354 0.125920 -21.00000 0.03307 0.05466 = 0.03409 0.00388 0.00928 0.02018 AFIX 43 H32B 2 0.766294 0.487791 0.098496 -21.00000 -1.20000 AFIX 0 PART 0 PART 1 C33 1 0.681676 0.551614 0.208817 21.00000 0.04177 0.03298 = 0.03918 0.00834 0.01125 0.00736 AFIX 43 H33 2 0.684105 0.498614 0.235285 21.00000 -1.20000 AFIX 0 PART 0 PART 2 C33B 1 0.747892 0.573515 0.211390 -21.00000 0.03008 0.05022 = 0.03332 0.00583 0.00660 0.01954 AFIX 43 H33B 2 0.794798 0.542546 0.241662 -21.00000 -1.20000 AFIX 0 PART 0 PART 1 C34 1 0.633614 0.646478 -0.052110 21.00000 0.08222 0.05416 = 0.03292 0.00781 0.01694 -0.00616 AFIX 137 H34A 2 0.573861 0.680909 -0.034696 21.00000 -1.50000 H34B 2 0.614077 0.611890 -0.111898 21.00000 -1.50000 H34C 2 0.704963 0.700298 -0.037377 21.00000 -1.50000 AFIX 0 PART 0 PART 2 C34B 1 0.593387 0.612143 -0.056272 -21.00000 0.06835 0.07448 = 0.03313 0.01635 0.00698 0.02326 AFIX 137 H34D 2 0.513069 0.600060 -0.054732 -21.00000 -1.50000 H34E 2 0.601882 0.583932 -0.113198 -21.00000 -1.50000 H34F 2 0.628011 0.688878 -0.034996 -21.00000 -1.50000 AFIX 0 PART 0 PART 1 C35 1 0.701766 0.471549 -0.052706 21.00000 0.05812 0.08583 = 0.03131 -0.00389 0.00935 0.02368 AFIX 137 H35A 2 0.783991 0.497490 -0.038028 21.00000 -1.50000 H35B 2 0.675991 0.453457 -0.112398 21.00000 -1.50000 H35C 2 0.680147 0.407929 -0.036004 21.00000 -1.50000 AFIX 0 PART 0 PART 2 C35B 1 0.650882 0.457170 -0.054277 -21.00000 0.06928 0.04755 = 0.03402 -0.00306 0.01676 0.00815 AFIX 137 H35D 2 0.716051 0.437356 -0.028059 -21.00000 -1.50000 H35E 2 0.658105 0.456610 -0.110084 -21.00000 -1.50000 H35F 2 0.581622 0.405886 -0.057082 -21.00000 -1.50000 AFIX 0 PART 0 C36 1 0.808563 0.705321 0.799397 11.00000 0.03494 0.03999 = 0.03966 0.01206 0.00735 0.00955 C37 1 1.004961 0.872759 0.819040 11.00000 0.05424 0.03692 = 0.03385 -0.00293 0.01158 0.00527 C38 1 0.857818 0.905020 0.935271 11.00000 0.04449 0.05010 = 0.03644 0.00634 0.01159 0.00737 C39 1 0.861819 1.025977 0.812455 11.00000 0.08530 0.03813 = 0.05805 0.00053 0.03648 0.01072 C40 1 0.661953 0.860745 0.801691 11.00000 0.05919 0.03457 = 0.03203 0.00868 0.01403 0.01786 C41 1 0.416691 0.865693 0.100378 11.00000 0.14468 0.04421 = 0.05224 0.00485 0.02022 0.02940 AFIX 43 H41 2 0.429312 0.886073 0.158735 11.00000 -1.20000 AFIX 0 C42 1 0.301784 0.803471 0.048887 11.00000 0.13120 0.07184 = 0.13182 0.03692 0.07899 0.04361 AFIX 43 H42 2 0.238641 0.786747 0.072324 11.00000 -1.20000 AFIX 0 C43 1 0.295675 0.771078 -0.039985 11.00000 0.07708 0.06570 = 0.08479 0.00647 0.00224 0.01690 AFIX 43 H43 2 0.227633 0.730478 -0.077791 11.00000 -1.20000 AFIX 0 C44 1 0.393192 0.801957 -0.067001 11.00000 0.10731 0.07223 = 0.08763 0.00960 0.04480 0.01948 AFIX 43 H44 2 0.390443 0.777557 -0.124501 11.00000 -1.20000 AFIX 0 C45 1 0.491018 0.863643 -0.018061 11.00000 0.09725 0.09181 = 0.08889 0.00742 0.02669 0.03364 AFIX 43 H45 2 0.552032 0.886477 -0.041584 11.00000 -1.20000 AFIX 0 C46 1 0.502464 0.892588 0.062748 11.00000 0.08330 0.09851 = 0.08692 0.05259 0.02876 0.04224 C47 1 0.617523 0.965941 0.120655 11.00000 0.09040 0.09426 = 0.09304 0.03206 0.01181 0.03525 AFIX 137 H47A 2 0.609730 1.039561 0.140910 11.00000 -1.50000 H47B 2 0.677682 0.963640 0.089440 11.00000 -1.50000 H47C 2 0.636368 0.940021 0.167453 11.00000 -1.50000 AFIX 0 PART -1 C48 1 1.026522 0.525406 -0.061849 10.50000 0.06026 0.11769 = 0.04432 0.00932 -0.00122 -0.01423 AFIX 43 H48 2 1.024330 0.537645 -0.113503 10.50000 -1.20000 AFIX 0 C49 1 1.037243 0.426705 -0.057338 10.50000 0.06962 0.09495 = 0.06295 0.00053 0.02667 -0.00920 AFIX 43 H49 2 1.040882 0.372094 -0.104830 10.50000 -1.20000 AFIX 0 C50 1 1.042628 0.408987 0.018865 10.50000 0.07360 0.07429 = 0.07241 0.01059 0.03173 0.01102 AFIX 43 H50 2 1.050478 0.341910 0.023963 10.50000 -1.20000 AFIX 0 C51 1 1.036399 0.490395 0.087244 10.50000 0.06327 0.07782 = 0.05564 0.01667 0.02462 0.02085 AFIX 43 H51 2 1.039316 0.477064 0.138550 10.50000 -1.20000 AFIX 0 C52 1 1.025948 0.591733 0.083466 10.50000 0.05710 0.08358 = 0.05264 0.01875 0.01011 0.02600 AFIX 43 H52 2 1.023971 0.646238 0.131574 10.50000 -1.20000 AFIX 0 C53 1 1.018486 0.610667 0.006971 10.50000 0.06562 0.09745 = 0.04978 0.01740 -0.01035 0.01398 C54 1 0.983709 0.705043 -0.003436 10.50000 0.09503 0.07338 = 0.06383 0.01671 -0.01379 0.01586 AFIX 137 H54A 2 1.009685 0.720907 -0.050560 10.50000 -1.50000 H54B 2 1.016762 0.765897 0.046497 10.50000 -1.50000 H54C 2 0.901297 0.691784 -0.013244 10.50000 -1.50000 AFIX 0 HKLF 4 REM rottschaefer114_a.res in P-1 REM wR2 = 0.1120, GooF = S = 1.078, Restrained GooF = 1.078 for all data REM R1 = 0.0403 for 9927 Fo > 4sig(Fo) and 0.0416 for all 10372 data REM 664 parameters refined using 0 restraints END WGHT 0.0640 4.7557 REM Highest difference peak 3.385, deepest hole -1.106, 1-sigma level 0.108 Q1 1 0.8430 0.8638 0.8654 11.00000 0.05 3.39 Q2 1 0.8217 0.8429 0.7507 11.00000 0.05 2.73 Q3 1 0.6164 0.8853 0.0241 11.00000 0.05 1.09 Q4 1 0.3353 0.8437 0.1131 11.00000 0.05 0.76 Q5 1 0.8754 0.8958 0.9636 11.00000 0.05 0.72 Q6 1 0.8007 0.6603 0.5196 11.00000 0.05 0.67 Q7 1 0.7737 0.8064 0.5948 11.00000 0.05 0.65 Q8 1 0.7161 0.8795 0.5161 11.00000 0.05 0.62 Q9 1 0.7079 0.7814 0.4390 11.00000 0.05 0.59 Q10 1 0.7364 0.9039 0.6332 11.00000 0.05 0.57 Q11 1 0.7924 0.9228 0.7538 11.00000 0.05 0.56 Q12 1 0.8253 0.7779 0.8473 11.00000 0.05 0.52 Q13 1 0.8296 0.6752 0.6304 11.00000 0.05 0.50 ; _shelx_res_checksum 15770 _olex2_date_sample_data_collection 2019-05-21 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.494 _oxdiff_exptl_absorpt_empirical_full_min 0.612 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_compound4b _database_code_depnum_ccdc_archive 'CCDC 1939610' loop_ _audit_author_name _audit_author_address 'Hans Georg Stammler' ;University of Bielefeld Germany ; _audit_update_record ; 2019-07-10 deposited with the CCDC. 2019-10-18 downloaded from the CCDC. ; _audit_creation_date 2019-04-08 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _shelx_SHELXL_version_number 2018/3 _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C34 H41 N2 P3' _chemical_formula_sum 'C34 H41 N2 P3' _chemical_formula_weight 570.60 _chemical_melting_point ? _chemical_oxdiff_formula 'C34 H41 N2 P3' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_H-M_alt 'C 1 2/c 1' _space_group_name_Hall '-C 2yc' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 10.8550(3) _cell_length_b 15.5962(3) _cell_length_c 19.1059(4) _cell_angle_alpha 90 _cell_angle_beta 102.358(2) _cell_angle_gamma 90 _cell_volume 3159.62(13) _cell_formula_units_Z 4 _cell_measurement_reflns_used 27571 _cell_measurement_temperature 100.01(10) _cell_measurement_theta_max 32.6240 _cell_measurement_theta_min 3.4780 _shelx_estimated_absorpt_T_max ? _shelx_estimated_absorpt_T_min ? _exptl_absorpt_coefficient_mu 0.213 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.532 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.40.47a (Rigaku Oxford Diffraction, 2019) Numerical absorption correction based on gaussian integration over a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_special_details ? _exptl_crystal_colour 'clear yellow' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.200 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description block _exptl_crystal_F_000 1216 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 1 0 0.0537 0 -1 0 0.0537 1 -3 5 0.1090 -1 3 -5 0.1090 -5 0 2 0.1416 5 0 -2 0.1416 0 0 1 0.1069 0 0 -1 0.1069 1 5 4 0.0787 _exptl_crystal_size_max 0.286 _exptl_crystal_size_mid 0.214 _exptl_crystal_size_min 0.107 loop_ _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z 0.0033 0.9995 0.0103 -0.0377 0.0024 0.0253 -0.0033 -0.9995 -0.0103 0.0377 -0.0024 -0.0253 0.9832 -3.0443 4.9732 -0.0021 -0.0839 -0.2398 -0.9832 3.0443 -4.9732 0.0021 0.0839 0.2398 -5.0029 0.0401 1.9965 0.0007 0.3257 -0.0289 5.0029 -0.0401 -1.9965 -0.0007 -0.3257 0.0289 -0.0014 -0.0070 1.0006 -0.0213 -0.0022 -0.0314 0.0014 0.0070 -1.0006 0.0213 0.0022 0.0314 1.0111 4.9588 4.0547 -0.2822 -0.0628 -0.0058 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0394 _diffrn_reflns_av_unetI/netI 0.0210 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.971 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_number 70658 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.971 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 32.824 _diffrn_reflns_theta_min 2.612 _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 100.01(10) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 5.3114 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.971 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -38.00 54.00 1.00 5.50 -- -17.14 38.00 120.00 92 2 \w -76.00 -27.00 1.00 5.50 -- -17.14 132.00 101.29 49 3 \w -13.00 88.00 1.00 5.50 -- 17.14 77.00-150.00 101 4 \w -8.00 86.00 1.00 5.50 -- 17.14 57.00 0.00 94 5 \w -54.00 38.00 1.00 5.50 -- 17.14 -38.00 -60.00 92 6 \w -8.00 86.00 1.00 5.50 -- 17.14 57.00 120.00 94 7 \w -54.00 47.00 1.00 5.50 -- 17.14 -77.00-150.00 101 8 \w -32.00 53.00 1.00 5.50 -- 17.14 -90.00 -83.29 85 9 \w -11.00 62.00 1.00 5.50 -- 17.14-110.00 65.63 73 10 \w -91.00 -39.00 1.00 5.50 -- -17.14 154.00-144.14 52 11 \w -91.00 -39.00 1.00 5.50 -- -17.14 154.00 135.98 52 12 \w -84.00 -34.00 1.00 5.50 -- -17.14 146.00 -80.12 50 13 \w 35.00 101.00 1.00 5.50 -- 17.14 178.00 120.00 66 14 \w -13.00 88.00 1.00 5.50 -- 17.14 77.00-120.00 101 15 \w 34.00 102.00 1.00 5.50 -- 17.14-178.00 -90.00 68 16 \w 2.00 71.00 1.00 5.50 -- 17.14-125.00 160.51 69 17 \w 35.00 101.00 1.00 5.50 -- 17.14 178.00-180.00 66 18 \w -2.00 68.00 1.00 5.50 -- 17.14-120.00 125.51 70 19 \w -20.00 5.00 1.00 5.50 -- 17.14 -99.00 30.00 25 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at home/near, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0090364000 _diffrn_orient_matrix_UB_12 -0.0374407000 _diffrn_orient_matrix_UB_13 -0.0215650000 _diffrn_orient_matrix_UB_21 -0.0659637000 _diffrn_orient_matrix_UB_22 0.0026133000 _diffrn_orient_matrix_UB_23 -0.0022327000 _diffrn_orient_matrix_UB_31 -0.0064682000 _diffrn_orient_matrix_UB_32 0.0256821000 _diffrn_orient_matrix_UB_33 -0.0312164000 _diffrn_oxdiff_digest_frames ; 014a6c2231e60673a3ba0a2b5582dd226001962acb7 ; _diffrn_oxdiff_digest_hkl ; 01dce08475e98abda01380f1a78eca99c2b341 ; _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Mo) X-ray Source' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 4716 _reflns_number_total 5715 _reflns_odcompleteness_completeness 99.92 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 30.01 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _reflns_threshold_expression 'I > 2\s(I)' _computing_cell_refinement 'CrysAlisPro 1.171.40.47a (Rigaku OD, 2019)' _computing_data_collection 'CrysAlisPro 1.171.40.47a (Rigaku OD, 2019)' _computing_data_reduction 'CrysAlisPro 1.171.40.47a (Rigaku OD, 2019)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _refine_diff_density_max 0.610 _refine_diff_density_min -0.264 _refine_diff_density_rms 0.049 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 234 _refine_ls_number_reflns 5715 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0521 _refine_ls_R_factor_gt 0.0388 _refine_ls_restrained_S_all 1.070 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0412P)^2^+2.3832P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0970 _refine_ls_wR_factor_ref 0.1052 _refine_special_details 'Disorder of the tolyl-ligand on a twofold axis (50:50). Influenced disorder of methylgroups C10 and C14 with the same occupation.' _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2. Others Fixed Sof: H9A(0.5) H9B(0.5) C10(0.5) H10A(0.5) H10B(0.5) H10C(0.5) C10B(0.5) H10D(0.5) H10E(0.5) H10F(0.5) H12(0.5) H12A(0.5) C14(0.5) H14A(0.5) H14B(0.5) H14C(0.5) C14B(0.5) H14D(0.5) H14E(0.5) H14F(0.5) C15(0.5) C16(0.5) H16(0.5) C17(0.5) C18(0.5) H18(0.5) C19(0.5) H19(0.5) C20(0.5) H20(0.5) C21(0.5) H21A(0.5) H21B(0.5) H21C(0.5) 3.a Ternary CH refined with riding coordinates: C9(H9A), C9(H9B), C12(H12), C12(H12A) 3.b Aromatic/amide H refined with riding coordinates: C5(H5), C6(H6), C7(H7), C16(H16), C18(H18), C19(H19), C20(H20) 3.c Idealised Me refined as rotating group: C10(H10A,H10B,H10C), C10B(H10D,H10E,H10F), C11(H11A,H11B,H11C), C13(H13A,H13B, H13C), C14(H14A,H14B,H14C), C14B(H14D,H14E,H14F), C21(H21A,H21B,H21C) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _atom_sites_solution_secondary ? loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.44278(3) 0.60189(2) 0.66249(2) 0.02286(8) Uani 1 1 d . . . . . P2 P 0.500000 0.68516(2) 0.750000 0.02432(9) Uani 1 2 d S T P . . N1 N 0.45656(10) 0.42124(6) 0.69291(5) 0.0267(2) Uani 1 1 d . . . . . C1 C 0.500000 0.37063(10) 0.750000 0.0324(4) Uani 1 2 d S T P . . C2 C 0.47407(10) 0.50779(6) 0.71324(5) 0.02115(19) Uani 1 1 d . . . . . C3 C 0.40956(13) 0.39264(7) 0.61994(5) 0.0281(2) Uani 1 1 d . . . . . C4 C 0.49747(14) 0.36378(7) 0.58110(6) 0.0318(3) Uani 1 1 d . . . . . C5 C 0.44942(17) 0.33704(8) 0.51054(6) 0.0403(3) Uani 1 1 d . . . . . H5 H 0.504548 0.316619 0.483246 0.048 Uiso 1 1 calc R . . . . C6 C 0.32262(17) 0.34037(8) 0.48085(6) 0.0450(4) Uani 1 1 d . . . . . H6 H 0.293037 0.321751 0.434023 0.054 Uiso 1 1 calc R . . . . C7 C 0.23848(16) 0.37112(9) 0.51984(7) 0.0408(3) Uani 1 1 d . . . . . H7 H 0.153073 0.373997 0.498637 0.049 Uiso 1 1 calc R . . . . C8 C 0.28034(14) 0.39800(7) 0.59090(6) 0.0323(3) Uani 1 1 d . . . . . C9 C 0.63833(15) 0.36456(9) 0.60991(7) 0.0399(3) Uani 1 1 d . . . . . H9A H 0.648881 0.373769 0.661589 0.048 Uiso 0.5 1 calc R . . A 1 H9B H 0.658546 0.384451 0.659707 0.048 Uiso 0.5 1 calc R . . B 2 C10 C 0.7085(5) 0.4440(3) 0.5821(3) 0.0440(10) Uani 0.5 1 d . . . C 1 H10A H 0.698629 0.440373 0.531044 0.066 Uiso 0.5 1 calc GR . . C 1 H10B H 0.796561 0.442572 0.604395 0.066 Uiso 0.5 1 calc GR . . C 1 H10C H 0.672279 0.496678 0.594219 0.066 Uiso 0.5 1 calc GR . . C 1 C10B C 0.6881(6) 0.4252(4) 0.5625(3) 0.0389(9) Uani 0.5 1 d . . . C 2 H10D H 0.667810 0.404340 0.514072 0.058 Uiso 0.5 1 calc GR . . C 2 H10E H 0.778009 0.429610 0.578133 0.058 Uiso 0.5 1 calc GR . . C 2 H10F H 0.650626 0.480576 0.564602 0.058 Uiso 0.5 1 calc GR . . C 2 C11 C 0.6993(2) 0.27753(11) 0.60290(10) 0.0634(5) Uani 1 1 d . . . . . H11A H 0.658087 0.234256 0.625343 0.095 Uiso 1 1 calc GR . . . . H11B H 0.787026 0.279780 0.625829 0.095 Uiso 1 1 calc GR . . . . H11C H 0.691047 0.263889 0.553110 0.095 Uiso 1 1 calc GR . . . . C12 C 0.18446(14) 0.43208(10) 0.63141(8) 0.0412(3) Uani 1 1 d . . . . . H12 H 0.234095 0.449627 0.678277 0.049 Uiso 0.5 1 calc R . . D 1 H12A H 0.223704 0.441456 0.681989 0.049 Uiso 0.5 1 calc R . . E 2 C13 C 0.12277(14) 0.51432(10) 0.59732(8) 0.0433(3) Uani 1 1 d . . . . . H13A H 0.186088 0.557633 0.598708 0.065 Uiso 1 1 calc GR . . . . H13B H 0.061640 0.533794 0.623370 0.065 Uiso 1 1 calc GR . . . . H13C H 0.081800 0.503246 0.548456 0.065 Uiso 1 1 calc GR . . . . C14 C 0.1037(3) 0.3586(3) 0.6470(3) 0.0529(10) Uani 0.5 1 d . . . F 1 H14A H 0.053460 0.337298 0.602877 0.079 Uiso 0.5 1 calc GR . . F 1 H14B H 0.049353 0.378270 0.677269 0.079 Uiso 0.5 1 calc GR . . F 1 H14C H 0.156818 0.313516 0.670809 0.079 Uiso 0.5 1 calc GR . . F 1 C14B C 0.0615(3) 0.3716(3) 0.6237(2) 0.0479(9) Uani 0.5 1 d . . . F 2 H14D H 0.017161 0.370389 0.574500 0.072 Uiso 0.5 1 calc GR . . F 2 H14E H 0.007168 0.394027 0.652843 0.072 Uiso 0.5 1 calc GR . . F 2 H14F H 0.087224 0.314570 0.639094 0.072 Uiso 0.5 1 calc GR . . F 2 C15 C 0.52997(16) 0.27621(12) 0.75315(12) 0.0180(4) Uani 0.5 1 d . . . G -1 C16 C 0.4245(2) 0.22440(13) 0.73027(10) 0.0197(3) Uani 0.5 1 d . . . G -1 H16 H 0.346182 0.249468 0.712957 0.024 Uiso 0.5 1 calc R . . G -1 C17 C 0.4353(2) 0.13506(18) 0.73308(13) 0.0218(5) Uani 0.5 1 d . . . G -1 C18 C 0.5547(3) 0.10013(18) 0.75892(14) 0.0236(5) Uani 0.5 1 d . . . G -1 H18 H 0.563407 0.040841 0.761832 0.028 Uiso 0.5 1 calc R . . G -1 C19 C 0.6611(2) 0.15112(14) 0.78044(11) 0.0240(4) Uani 0.5 1 d . . . G -1 H19 H 0.739912 0.126136 0.796500 0.029 Uiso 0.5 1 calc R . . G -1 C20 C 0.6486(2) 0.23973(14) 0.77773(11) 0.0223(4) Uani 0.5 1 d . . . G -1 H20 H 0.719016 0.274555 0.792219 0.027 Uiso 0.5 1 calc R . . G -1 C21 C 0.3222(2) 0.07861(15) 0.70971(14) 0.0323(5) Uani 0.5 1 d . . . G -1 H21A H 0.257282 0.095596 0.733946 0.049 Uiso 0.5 1 calc GR . . G -1 H21B H 0.345328 0.020078 0.721315 0.049 Uiso 0.5 1 calc GR . . G -1 H21C H 0.291719 0.084003 0.658902 0.049 Uiso 0.5 1 calc GR . . G -1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.03096(14) 0.02012(13) 0.01752(12) 0.00270(9) 0.00523(10) 0.00222(10) P2 0.0318(2) 0.01788(16) 0.02395(18) 0.000 0.00748(14) 0.000 N1 0.0495(6) 0.0183(4) 0.0139(4) -0.0010(3) 0.0103(4) -0.0022(4) C1 0.0673(12) 0.0186(6) 0.0142(6) 0.000 0.0147(7) 0.000 C2 0.0309(5) 0.0178(4) 0.0161(4) -0.0002(3) 0.0082(4) 0.0000(3) C3 0.0534(7) 0.0191(4) 0.0130(4) -0.0019(3) 0.0098(4) -0.0044(4) C4 0.0620(8) 0.0176(4) 0.0187(5) 0.0032(4) 0.0151(5) 0.0055(5) C5 0.0849(11) 0.0218(5) 0.0183(5) 0.0004(4) 0.0202(6) 0.0059(6) C6 0.0919(12) 0.0242(5) 0.0164(5) -0.0040(4) 0.0062(6) -0.0039(6) C7 0.0643(9) 0.0277(6) 0.0264(6) -0.0038(5) 0.0007(6) -0.0113(6) C8 0.0523(7) 0.0231(5) 0.0225(5) -0.0022(4) 0.0100(5) -0.0088(5) C9 0.0616(9) 0.0308(6) 0.0320(6) 0.0082(5) 0.0201(6) 0.0159(6) C10 0.043(2) 0.033(2) 0.058(3) 0.0106(19) 0.015(2) -0.0006(16) C10B 0.040(2) 0.040(3) 0.036(2) -0.0033(14) 0.0064(15) -0.0030(16) C11 0.0986(15) 0.0476(9) 0.0455(9) 0.0075(7) 0.0187(9) 0.0413(10) C12 0.0484(8) 0.0414(7) 0.0368(7) -0.0044(6) 0.0161(6) -0.0119(6) C13 0.0397(7) 0.0505(8) 0.0370(7) -0.0117(6) 0.0024(5) -0.0020(6) C14 0.0279(18) 0.0439(18) 0.088(3) 0.019(2) 0.0148(18) -0.0009(14) C14B 0.0276(17) 0.054(2) 0.059(2) 0.0197(17) 0.0014(14) -0.0018(15) C15 0.0234(12) 0.0174(7) 0.0132(7) 0.0001(7) 0.0041(11) -0.0002(6) C16 0.0206(10) 0.0210(9) 0.0170(8) 0.0008(7) 0.0026(7) 0.0010(7) C17 0.0265(11) 0.0193(11) 0.0188(10) -0.0001(9) 0.0035(8) -0.0008(10) C18 0.0320(11) 0.0171(11) 0.0222(11) 0.0002(10) 0.0067(8) -0.0008(10) C19 0.0220(9) 0.0254(9) 0.0236(9) 0.0021(7) 0.0028(7) 0.0036(7) C20 0.0230(11) 0.0226(9) 0.0211(9) -0.0002(7) 0.0038(7) -0.0008(8) C21 0.0302(11) 0.0234(10) 0.0395(13) -0.0012(9) -0.0011(9) -0.0059(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 P2 2.1032(4) . ? P1 C2 1.7516(10) . ? N1 C1 1.3472(13) . ? N1 C2 1.4063(13) . ? N1 C3 1.4485(13) . ? C1 C15 1.507(2) . ? C2 C2 1.3971(19) 2_656 ? C3 C4 1.4025(17) . ? C3 C8 1.3961(19) . ? C4 C5 1.4010(17) . ? C4 C9 1.510(2) . ? C5 H5 0.9300 . ? C5 C6 1.373(2) . ? C6 H6 0.9300 . ? C6 C7 1.382(2) . ? C7 H7 0.9300 . ? C7 C8 1.4006(17) . ? C8 C12 1.520(2) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 C10 1.603(6) . ? C9 C10B 1.489(7) . ? C9 C11 1.528(2) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C10B H10D 0.9600 . ? C10B H10E 0.9600 . ? C10B H10F 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12 0.9800 . ? C12 H12A 0.9800 . ? C12 C13 1.527(2) . ? C12 C14 1.511(4) . ? C12 C14B 1.614(4) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C14B H14D 0.9600 . ? C14B H14E 0.9600 . ? C14B H14F 0.9600 . ? C15 C16 1.393(3) . ? C15 C20 1.394(3) . ? C16 H16 0.9300 . ? C16 C17 1.398(3) . ? C17 C18 1.396(3) . ? C17 C21 1.498(3) . ? C18 H18 0.9300 . ? C18 C19 1.390(3) . ? C19 H19 0.9300 . ? C19 C20 1.388(3) . ? C20 H20 0.9300 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 P1 P2 95.05(3) . . ? P1 P2 P1 103.73(2) 2_656 . ? C1 N1 C2 109.61(9) . . ? C1 N1 C3 126.09(10) . . ? C2 N1 C3 124.08(9) . . ? N1 C1 N1 108.27(13) . 2_656 ? N1 C1 C15 129.81(11) . . ? N1 C1 C15 120.34(10) 2_656 . ? N1 C2 P1 130.74(7) . . ? C2 C2 P1 123.04(3) 2_656 . ? C2 C2 N1 106.21(5) 2_656 . ? C4 C3 N1 117.95(12) . . ? C8 C3 N1 118.75(11) . . ? C8 C3 C4 123.26(10) . . ? C3 C4 C9 123.72(11) . . ? C5 C4 C3 116.70(13) . . ? C5 C4 C9 119.50(12) . . ? C4 C5 H5 119.3 . . ? C6 C5 C4 121.34(13) . . ? C6 C5 H5 119.3 . . ? C5 C6 H6 119.7 . . ? C5 C6 C7 120.68(12) . . ? C7 C6 H6 119.7 . . ? C6 C7 H7 119.6 . . ? C6 C7 C8 120.77(15) . . ? C8 C7 H7 119.6 . . ? C3 C8 C7 117.21(12) . . ? C3 C8 C12 123.91(11) . . ? C7 C8 C12 118.88(13) . . ? C4 C9 H9A 105.0 . . ? C4 C9 H9B 110.8 . . ? C4 C9 C10 113.6(2) . . ? C4 C9 C11 112.62(14) . . ? C10 C9 H9A 105.0 . . ? C10B C9 C4 104.7(2) . . ? C10B C9 H9B 110.8 . . ? C10B C9 C11 106.9(3) . . ? C11 C9 H9A 105.0 . . ? C11 C9 H9B 110.8 . . ? C11 C9 C10 114.3(3) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10B 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C10B H10D 109.5 . . ? C9 C10B H10E 109.5 . . ? C9 C10B H10F 109.5 . . ? H10D C10B H10E 109.5 . . ? H10D C10B H10F 109.5 . . ? H10E C10B H10F 109.5 . . ? C9 C11 H11A 109.5 . . ? C9 C11 H11B 109.5 . . ? C9 C11 H11C 109.5 . . ? H11A C11 H11B 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C8 C12 H12 105.1 . . ? C8 C12 H12A 110.7 . . ? C8 C12 C13 111.24(11) . . ? C8 C12 C14B 113.1(2) . . ? C13 C12 H12 105.1 . . ? C13 C12 H12A 110.7 . . ? C13 C12 C14B 99.97(18) . . ? C14 C12 C8 109.0(2) . . ? C14 C12 H12 105.1 . . ? C14 C12 C13 120.08(19) . . ? C14B C12 H12A 110.7 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13B 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14B 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C14B H14D 109.5 . . ? C12 C14B H14E 109.5 . . ? C12 C14B H14F 109.5 . . ? H14D C14B H14E 109.5 . . ? H14D C14B H14F 109.5 . . ? H14E C14B H14F 109.5 . . ? C16 C15 C1 113.49(15) . . ? C16 C15 C20 120.5(2) . . ? C20 C15 C1 126.04(16) . . ? C15 C16 H16 119.7 . . ? C15 C16 C17 120.6(2) . . ? C17 C16 H16 119.7 . . ? C16 C17 C21 121.2(2) . . ? C18 C17 C16 117.8(2) . . ? C18 C17 C21 121.04(18) . . ? C17 C18 H18 118.9 . . ? C19 C18 C17 122.1(2) . . ? C19 C18 H18 118.9 . . ? C18 C19 H19 120.3 . . ? C20 C19 C18 119.3(2) . . ? C20 C19 H19 120.3 . . ? C15 C20 H20 120.2 . . ? C19 C20 C15 119.6(2) . . ? C19 C20 H20 120.2 . . ? C17 C21 H21A 109.5 . . ? C17 C21 H21B 109.5 . . ? C17 C21 H21C 109.5 . . ? H21A C21 H21B 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag P2 P1 C2 N1 178.08(10) . . . . ? P2 P1 C2 C2 -2.48(13) . . . 2_656 ? N1 C1 C15 C16 -65.6(2) . . . . ? N1 C1 C15 C16 130.53(15) 2_656 . . . ? N1 C1 C15 C20 116.1(2) . . . . ? N1 C1 C15 C20 -47.8(2) 2_656 . . . ? N1 C3 C4 C5 -179.60(10) . . . . ? N1 C3 C4 C9 -2.81(16) . . . . ? N1 C3 C8 C7 178.97(10) . . . . ? N1 C3 C8 C12 -0.18(17) . . . . ? C1 N1 C2 P1 177.09(7) . . . . ? C1 N1 C2 C2 -2.42(14) . . . 2_656 ? C1 N1 C3 C4 -74.10(14) . . . . ? C1 N1 C3 C8 108.21(12) . . . . ? C1 C15 C16 C17 -176.95(18) . . . . ? C1 C15 C20 C19 177.17(18) . . . . ? C2 N1 C1 N1 0.93(5) . . . 2_656 ? C2 N1 C1 C15 -164.44(11) . . . . ? C2 N1 C3 C4 99.80(13) . . . . ? C2 N1 C3 C8 -77.89(14) . . . . ? C3 N1 C1 N1 175.57(13) . . . 2_656 ? C3 N1 C1 C15 10.19(17) . . . . ? C3 N1 C2 P1 2.32(18) . . . . ? C3 N1 C2 C2 -177.19(12) . . . 2_656 ? C3 C4 C5 C6 0.99(17) . . . . ? C3 C4 C9 C10 -99.8(2) . . . . ? C3 C4 C9 C10B -116.1(2) . . . . ? C3 C4 C9 C11 128.15(13) . . . . ? C3 C8 C12 C13 115.20(14) . . . . ? C3 C8 C12 C14 -110.2(2) . . . . ? C3 C8 C12 C14B -133.25(18) . . . . ? C4 C3 C8 C7 1.40(17) . . . . ? C4 C3 C8 C12 -177.74(11) . . . . ? C4 C5 C6 C7 0.58(19) . . . . ? C5 C4 C9 C10 76.9(3) . . . . ? C5 C4 C9 C10B 60.6(2) . . . . ? C5 C4 C9 C11 -55.15(16) . . . . ? C5 C6 C7 C8 -1.2(2) . . . . ? C6 C7 C8 C3 0.27(18) . . . . ? C6 C7 C8 C12 179.46(12) . . . . ? C7 C8 C12 C13 -63.93(15) . . . . ? C7 C8 C12 C14 70.7(2) . . . . ? C7 C8 C12 C14B 47.6(2) . . . . ? C8 C3 C4 C5 -2.02(16) . . . . ? C8 C3 C4 C9 174.77(11) . . . . ? C9 C4 C5 C6 -175.93(11) . . . . ? C15 C16 C17 C18 -0.5(3) . . . . ? C15 C16 C17 C21 179.0(2) . . . . ? C16 C15 C20 C19 -1.0(3) . . . . ? C16 C17 C18 C19 -0.9(3) . . . . ? C17 C18 C19 C20 1.4(3) . . . . ? C18 C19 C20 C15 -0.4(3) . . . . ? C20 C15 C16 C17 1.5(3) . . . . ? C21 C17 C18 C19 179.5(3) . . . . ? _shelx_res_file ; TITL rottschaefer110_a.res in C2/c rottschaefer110.res created by SHELXL-2018/3 at 08:50:10 on 08-Apr-2019 REM Old TITL rottschaefer110 in C2/c #15 REM SHELXT solution in C2/c: R1 0.195, Rweak 0.085, Alpha 0.028 REM 1.042 for 123 systematic absences, Orientation as input REM Formula found by SHELXT: C32 N4 P3 CELL 0.71073 10.855 15.5962 19.1059 90 102.358 90 ZERR 4 0.0003 0.0003 0.0004 0 0.002 0 LATT 7 SYMM -X,+Y,0.5-Z SFAC C H N P UNIT 136 164 8 12 L.S. 11 PLAN 4 BOND $H more -1 conf list fmap 2 acta OMIT 3 3 0 OMIT 0 6 9 OMIT -3 3 3 REM REM REM WGHT 0.041200 2.383200 FVAR 3.30804 P1 4 0.442783 0.601894 0.662489 11.00000 0.03096 0.02012 = 0.01752 0.00270 0.00523 0.00222 P2 4 0.500000 0.685164 0.750000 10.50000 0.03182 0.01788 = 0.02395 0.00000 0.00748 0.00000 N1 3 0.456558 0.421239 0.692909 11.00000 0.04952 0.01828 = 0.01389 -0.00102 0.01029 -0.00215 C1 1 0.500000 0.370633 0.750000 10.50000 0.06726 0.01856 = 0.01416 0.00000 0.01470 0.00000 C2 1 0.474067 0.507795 0.713236 11.00000 0.03095 0.01779 = 0.01613 -0.00020 0.00818 -0.00003 C3 1 0.409562 0.392643 0.619943 11.00000 0.05338 0.01910 = 0.01297 -0.00185 0.00985 -0.00439 C4 1 0.497474 0.363785 0.581104 11.00000 0.06205 0.01762 = 0.01868 0.00322 0.01514 0.00548 C5 1 0.449425 0.337043 0.510536 11.00000 0.08491 0.02177 = 0.01825 0.00045 0.02020 0.00594 AFIX 43 H5 2 0.504548 0.316619 0.483246 11.00000 -1.20000 AFIX 0 C6 1 0.322622 0.340375 0.480849 11.00000 0.09188 0.02418 = 0.01638 -0.00395 0.00615 -0.00391 AFIX 43 H6 2 0.293037 0.321751 0.434023 11.00000 -1.20000 AFIX 0 C7 1 0.238484 0.371122 0.519838 11.00000 0.06429 0.02774 = 0.02642 -0.00381 0.00074 -0.01127 AFIX 43 H7 2 0.153073 0.373997 0.498637 11.00000 -1.20000 AFIX 0 C8 1 0.280344 0.398003 0.590905 11.00000 0.05228 0.02310 = 0.02249 -0.00224 0.00998 -0.00882 C9 1 0.638335 0.364555 0.609906 11.00000 0.06156 0.03076 = 0.03200 0.00821 0.02006 0.01591 PART 1 AFIX 13 H9A 2 0.648881 0.373769 0.661589 10.50000 -1.20000 AFIX 13 PART 0 PART 2 H9B 2 0.658546 0.384451 0.659707 10.50000 -1.20000 AFIX 0 PART 0 PART 1 C10 1 0.708489 0.444017 0.582102 10.50000 0.04336 0.03250 = 0.05780 0.01060 0.01476 -0.00062 AFIX 137 H10A 2 0.698629 0.440373 0.531044 10.50000 -1.50000 H10B 2 0.796561 0.442572 0.604395 10.50000 -1.50000 H10C 2 0.672279 0.496678 0.594219 10.50000 -1.50000 AFIX 0 PART 0 PART 2 C10B 1 0.688115 0.425150 0.562466 10.50000 0.04001 0.03997 = 0.03600 -0.00335 0.00638 -0.00295 AFIX 137 H10D 2 0.667810 0.404340 0.514072 10.50000 -1.50000 H10E 2 0.778009 0.429610 0.578133 10.50000 -1.50000 H10F 2 0.650626 0.480576 0.564602 10.50000 -1.50000 AFIX 0 PART 0 C11 1 0.699291 0.277529 0.602895 11.00000 0.09864 0.04758 = 0.04554 0.00746 0.01872 0.04132 AFIX 137 H11A 2 0.658087 0.234256 0.625343 11.00000 -1.50000 H11B 2 0.787026 0.279780 0.625829 11.00000 -1.50000 H11C 2 0.691047 0.263889 0.553110 11.00000 -1.50000 AFIX 0 C12 1 0.184457 0.432082 0.631413 11.00000 0.04844 0.04145 = 0.03681 -0.00443 0.01614 -0.01187 PART 1 AFIX 13 H12 2 0.234095 0.449627 0.678277 10.50000 -1.20000 AFIX 13 PART 0 PART 2 H12A 2 0.223704 0.441456 0.681989 10.50000 -1.20000 AFIX 0 PART 0 C13 1 0.122771 0.514321 0.597323 11.00000 0.03969 0.05051 = 0.03697 -0.01170 0.00240 -0.00198 AFIX 137 H13A 2 0.186088 0.557633 0.598708 11.00000 -1.50000 H13B 2 0.061640 0.533794 0.623370 11.00000 -1.50000 H13C 2 0.081800 0.503246 0.548456 11.00000 -1.50000 AFIX 0 PART 1 C14 1 0.103653 0.358589 0.647015 10.50000 0.02791 0.04391 = 0.08809 0.01879 0.01481 -0.00087 AFIX 137 H14A 2 0.053460 0.337298 0.602877 10.50000 -1.50000 H14B 2 0.049353 0.378270 0.677269 10.50000 -1.50000 H14C 2 0.156818 0.313516 0.670809 10.50000 -1.50000 AFIX 0 PART 0 PART 2 C14B 1 0.061548 0.371643 0.623679 10.50000 0.02759 0.05402 = 0.05865 0.01974 0.00136 -0.00175 AFIX 137 H14D 2 0.017161 0.370389 0.574500 10.50000 -1.50000 H14E 2 0.007168 0.394027 0.652843 10.50000 -1.50000 H14F 2 0.087224 0.314570 0.639094 10.50000 -1.50000 AFIX 0 PART 0 PART -1 C15 1 0.529974 0.276206 0.753149 10.50000 0.02340 0.01736 = 0.01318 0.00005 0.00405 -0.00016 C16 1 0.424512 0.224396 0.730271 10.50000 0.02058 0.02099 = 0.01701 0.00076 0.00263 0.00102 AFIX 43 H16 2 0.346182 0.249468 0.712957 10.50000 -1.20000 AFIX 0 C17 1 0.435273 0.135060 0.733083 10.50000 0.02654 0.01930 = 0.01884 -0.00012 0.00354 -0.00078 C18 1 0.554719 0.100134 0.758920 10.50000 0.03202 0.01711 = 0.02216 0.00015 0.00673 -0.00082 AFIX 43 H18 2 0.563407 0.040841 0.761832 10.50000 -1.20000 AFIX 0 C19 1 0.661137 0.151123 0.780443 10.50000 0.02201 0.02538 = 0.02360 0.00213 0.00281 0.00361 AFIX 43 H19 2 0.739912 0.126136 0.796500 10.50000 -1.20000 AFIX 0 C20 1 0.648633 0.239725 0.777726 10.50000 0.02295 0.02261 = 0.02106 -0.00021 0.00383 -0.00083 AFIX 43 H20 2 0.719016 0.274555 0.792219 10.50000 -1.20000 AFIX 0 C21 1 0.322248 0.078614 0.709712 10.50000 0.03024 0.02343 = 0.03950 -0.00124 -0.00111 -0.00592 AFIX 137 H21A 2 0.257282 0.095596 0.733946 10.50000 -1.50000 H21B 2 0.345328 0.020078 0.721315 10.50000 -1.50000 H21C 2 0.291719 0.084003 0.658902 10.50000 -1.50000 AFIX 0 HKLF 4 REM rottschaefer110_a.res in C2/c REM wR2 = 0.1052, GooF = S = 1.070, Restrained GooF = 1.070 for all data REM R1 = 0.0388 for 4716 Fo > 4sig(Fo) and 0.0521 for all 5715 data REM 234 parameters refined using 0 restraints END WGHT 0.0412 2.3831 REM Highest difference peak 0.610, deepest hole -0.264, 1-sigma level 0.049 Q1 1 0.5000 0.5132 0.7500 10.50000 0.05 0.61 Q2 1 0.4756 0.3943 0.7179 11.00000 0.05 0.34 Q3 1 0.4518 0.3744 0.6011 11.00000 0.05 0.33 Q4 1 0.1387 0.4018 0.6287 11.00000 0.05 0.32 ; _shelx_res_checksum 45402 _olex2_date_sample_data_collection 2019-04-05 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling - Detector area scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.108 _oxdiff_exptl_absorpt_empirical_full_min 0.892 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_compound5c _database_code_depnum_ccdc_archive 'CCDC 1939614' loop_ _audit_author_name _audit_author_address 'Hans Georg Stammler' ;University of Bielefeld Germany ; _audit_update_record ; 2019-07-10 deposited with the CCDC. 2019-10-18 downloaded from the CCDC. ; _audit_creation_date 2019-04-05 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _shelx_SHELXL_version_number 2018/3 _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C38 H39 Mo N2 O5 P3' _chemical_formula_sum 'C38 H39 Mo N2 O5 P3' _chemical_formula_weight 792.56 _chemical_melting_point ? _chemical_oxdiff_formula 'C38 H39 Mo N2 O5 P3' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.68020(10) _cell_length_b 13.72590(10) _cell_length_c 23.0210(2) _cell_angle_alpha 93.5620(10) _cell_angle_beta 101.0270(10) _cell_angle_gamma 98.0390(10) _cell_volume 3877.80(6) _cell_formula_units_Z 4 _cell_measurement_reflns_used 105202 _cell_measurement_temperature 100.01(10) _cell_measurement_theta_max 32.6150 _cell_measurement_theta_min 3.0660 _shelx_estimated_absorpt_T_max ? _shelx_estimated_absorpt_T_min ? _exptl_absorpt_coefficient_mu 0.505 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.463 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro 1.171.40.47a (Rigaku Oxford Diffraction, 2019) Numerical absorption correction based on gaussian integration over a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_special_details ? _exptl_crystal_colour 'clear yellow' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.358 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description irregular _exptl_crystal_F_000 1632 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -2 1 5 0.0813 2 -1 -5 0.0813 -1 4 -5 0.0965 1 -4 5 0.0965 5 3 3 0.0705 -1 0 -5 0.1035 -4 -3 5 0.0674 2 -5 3 0.0714 -1 -5 -4 0.1164 1 5 -2 0.0973 -5 -3 -1 0.0852 _exptl_crystal_size_max 0.196 _exptl_crystal_size_mid 0.167 _exptl_crystal_size_min 0.163 loop_ _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z -1.9908 0.9941 5.0075 -0.0593 -0.1062 -0.1354 1.9908 -0.9941 -5.0075 0.0593 0.1062 0.1354 -0.9941 4.0034 -4.9882 -0.0917 -0.1334 0.1993 0.9941 -4.0034 4.9882 0.0917 0.1334 -0.1993 5.0041 2.9785 2.9881 0.3268 -0.1929 0.0145 -1.0035 0.0107 -4.9956 -0.1075 0.0627 0.1278 -3.9979 -2.9942 5.0068 -0.1890 0.0937 -0.2240 1.9888 -5.0004 2.9835 0.1244 0.2049 -0.1542 -1.0143 -4.9820 -4.0049 -0.1171 0.2957 0.0111 1.0087 4.9921 -1.9938 0.0565 -0.2227 0.1525 -5.0022 -2.9819 -0.9885 -0.3066 0.1686 -0.0690 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0347 _diffrn_reflns_av_unetI/netI 0.0216 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.952 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_number 240247 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.952 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 32.846 _diffrn_reflns_theta_min 2.607 _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 100.01(10) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 5.3114 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.952 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -88.00 13.00 1.00 10.00 -- -17.14 -77.00 120.00 101 2 \w -75.00 -27.00 1.00 10.00 -- -17.14 131.00 91.94 48 3 \w -8.00 86.00 1.00 10.00 -- 17.14 57.00 -60.00 94 4 \w -51.00 42.00 1.00 10.00 -- 17.14 -57.00 30.00 93 5 \w -51.00 42.00 1.00 10.00 -- 17.14 -57.00 150.00 93 6 \w -8.00 86.00 1.00 10.00 -- 17.14 57.00 60.00 94 7 \w -8.00 86.00 1.00 10.00 -- 17.14 57.00-180.00 94 8 \w -51.00 42.00 1.00 10.00 -- 17.14 -57.00-120.00 93 9 \w 17.00 91.00 1.00 10.00 -- 17.14-154.00 19.71 74 10 \w -76.00 -27.00 1.00 10.00 -- -17.14 132.00 -0.72 49 11 \w -75.00 -27.00 1.00 10.00 -- -17.14 131.00 -56.72 48 12 \w -72.00 -24.00 1.00 10.00 -- -17.14 126.00 178.71 48 13 \w -76.00 -27.00 1.00 10.00 -- -17.14 132.00 30.84 49 14 \w 17.00 91.00 1.00 10.00 -- 17.14-154.00 117.32 74 15 \w 18.00 92.00 1.00 10.00 -- 17.14-156.00 -31.31 74 16 \w 3.00 72.00 1.00 10.00 -- 17.14-126.00-157.63 69 17 \w 35.00 101.00 1.00 10.00 -- 17.14 178.00-180.00 66 18 \w -102.00 -55.00 1.00 10.00 -- -17.14 178.00 30.00 47 19 \w -20.00 56.00 1.00 10.00 -- 17.14 -99.00 -90.00 76 20 \w -54.00 38.00 1.00 10.00 -- 17.14 -38.00-150.00 92 21 \w -13.00 88.00 1.00 10.00 -- 17.14 77.00 150.00 101 22 \w -4.00 88.00 1.00 10.00 -- 17.14 38.00 0.00 92 23 \w -51.00 42.00 1.00 10.00 -- 17.14 -57.00-180.00 93 24 \w -68.00 5.00 1.00 10.00 -- 17.14 0.00-180.00 73 25 \w 6.00 76.00 1.00 10.00 -- 17.14-132.00-107.65 70 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at home/near, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.0570247000 _diffrn_orient_matrix_UB_12 0.0038089000 _diffrn_orient_matrix_UB_13 0.0100663000 _diffrn_orient_matrix_UB_21 -0.0020164000 _diffrn_orient_matrix_UB_22 -0.0490919000 _diffrn_orient_matrix_UB_23 -0.0122560000 _diffrn_orient_matrix_UB_31 0.0084727000 _diffrn_orient_matrix_UB_32 0.0179479000 _diffrn_orient_matrix_UB_33 -0.0272422000 _diffrn_oxdiff_digest_frames ; 01ee8ab338ebed4b1acc0e3be826262166019852c52 ; _diffrn_oxdiff_digest_hkl ; 018c117ea63cae84997943726e38057fe48e71 ; _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Mo) X-ray Source' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 24041 _reflns_number_total 27490 _reflns_odcompleteness_completeness 99.92 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 30.01 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _reflns_threshold_expression 'I > 2\s(I)' _computing_cell_refinement 'CrysAlisPro 1.171.40.47a (Rigaku OD, 2019)' _computing_data_collection 'CrysAlisPro 1.171.40.47a (Rigaku OD, 2019)' _computing_data_reduction 'CrysAlisPro 1.171.40.47a (Rigaku OD, 2019)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _refine_diff_density_max 0.644 _refine_diff_density_min -0.581 _refine_diff_density_rms 0.062 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 899 _refine_ls_number_reflns 27490 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0356 _refine_ls_R_factor_gt 0.0279 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0213P)^2^+2.4112P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0619 _refine_ls_wR_factor_ref 0.0652 _refine_special_details ? _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups 2.a Ternary CH refined with riding coordinates: C10(H10), C13(H13), C22(H22), C25(H25), C48(H48), C51(H51), C60(H60), C63(H63) 2.b Aromatic/amide H refined with riding coordinates: C6(H6), C7(H7), C8(H8), C18(H18), C19(H19), C20(H20), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33), C44(H44), C45(H45), C46(H46), C56(H56), C57(H57), C58(H58), C67(H67), C68(H68), C69(H69), C70(H70), C71(H71) 2.c Idealised Me refined as rotating group: C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C15(H15A,H15B, H15C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C27(H27A, H27B,H27C), C49(H49A,H49B,H49C), C50(H50A,H50B,H50C), C52(H52A,H52B,H52C), C53(H53A,H53B,H53C), C61(H61A,H61B,H61C), C62(H62A,H62B,H62C), C64(H64A,H64B, H64C), C65(H65A,H65B,H65C) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _atom_sites_solution_secondary ? loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Mo1 Mo 0.18643(2) 0.29841(2) 0.21741(2) 0.01505(2) Uani 1 1 d . . . . . Mo2 Mo 0.73712(2) 1.17269(2) 0.27633(2) 0.01544(2) Uani 1 1 d . . . . . P1 P 0.36956(3) 0.49810(2) 0.12609(2) 0.01658(6) Uani 1 1 d . . . . . P2 P 0.24231(3) 0.45005(2) 0.16840(2) 0.01681(6) Uani 1 1 d . . . . . P3 P 0.15094(3) 0.56469(2) 0.17083(2) 0.01758(6) Uani 1 1 d . . . . . P4 P 0.89613(2) 0.93948(2) 0.32974(2) 0.01449(5) Uani 1 1 d . . . . . P5 P 0.76519(3) 1.01754(2) 0.32595(2) 0.01571(5) Uani 1 1 d . . . . . P6 P 0.64982(3) 0.93594(2) 0.36557(2) 0.01673(6) Uani 1 1 d . . . . . O1 O 0.42749(10) 0.25615(9) 0.26513(7) 0.0485(3) Uani 1 1 d . . . . . O2 O 0.21554(10) 0.44266(9) 0.33472(5) 0.0375(3) Uani 1 1 d . . . . . O3 O -0.05751(8) 0.33599(8) 0.17507(5) 0.0291(2) Uani 1 1 d . . . . . O4 O 0.17729(14) 0.15402(11) 0.10183(5) 0.0567(4) Uani 1 1 d . . . . . O5 O 0.07986(9) 0.12385(7) 0.27944(5) 0.0286(2) Uani 1 1 d . . . . . O6 O 0.97057(9) 1.29653(8) 0.33174(5) 0.0288(2) Uani 1 1 d . . . . . O7 O 0.84019(11) 1.09449(9) 0.16966(5) 0.0406(3) Uani 1 1 d . . . . . O8 O 0.50972(12) 1.05873(13) 0.20456(7) 0.0635(4) Uani 1 1 d . . . . . O9 O 0.63840(10) 1.24225(9) 0.38634(5) 0.0380(3) Uani 1 1 d . . . . . O10 O 0.67736(11) 1.36554(8) 0.21967(5) 0.0360(3) Uani 1 1 d . . . . . N1 N 0.37262(8) 0.69606(7) 0.09091(4) 0.01376(17) Uani 1 1 d . . . . . N2 N 0.22612(8) 0.73517(7) 0.11661(4) 0.01475(17) Uani 1 1 d . . . . . N3 N 0.87274(7) 0.76012(7) 0.38573(4) 0.01169(16) Uani 1 1 d . . . . . N4 N 0.71732(8) 0.76042(7) 0.41393(4) 0.01301(16) Uani 1 1 d . . . . . C1 C 0.30949(9) 0.76742(8) 0.09063(5) 0.01499(19) Uani 1 1 d . . . . . C2 C 0.32785(9) 0.61440(8) 0.11698(5) 0.01337(19) Uani 1 1 d . . . . . C3 C 0.23527(9) 0.64071(8) 0.13440(5) 0.01406(19) Uani 1 1 d . . . . . C4 C 0.46511(9) 0.69623(8) 0.06267(5) 0.01415(19) Uani 1 1 d . . . . . C5 C 0.44552(9) 0.67971(8) 0.00058(5) 0.01435(19) Uani 1 1 d . . . . . C6 C 0.53597(10) 0.67754(9) -0.02540(5) 0.0177(2) Uani 1 1 d . . . . . H6 H 0.526198 0.667109 -0.066516 0.021 Uiso 1 1 calc R . . . . C7 C 0.63989(10) 0.69063(9) 0.00888(6) 0.0199(2) Uani 1 1 d . . . . . H7 H 0.699121 0.688700 -0.009320 0.024 Uiso 1 1 calc R . . . . C8 C 0.65640(10) 0.70656(10) 0.07006(6) 0.0220(2) Uani 1 1 d . . . . . H8 H 0.726846 0.715539 0.092505 0.026 Uiso 1 1 calc R . . . . C9 C 0.56934(10) 0.70942(10) 0.09870(5) 0.0196(2) Uani 1 1 d . . . . . C10 C 0.33306(10) 0.66421(9) -0.03876(5) 0.0185(2) Uani 1 1 d . . . . . H10 H 0.279743 0.665470 -0.013115 0.022 Uiso 1 1 calc R . . . . C11 C 0.30937(13) 0.56348(10) -0.07505(6) 0.0285(3) Uani 1 1 d . . . . . H11A H 0.359714 0.561258 -0.101217 0.043 Uiso 1 1 calc GR . . . . H11B H 0.236477 0.553722 -0.098029 0.043 Uiso 1 1 calc GR . . . . H11C H 0.317062 0.512297 -0.048662 0.043 Uiso 1 1 calc GR . . . . C12 C 0.32087(11) 0.74786(11) -0.07967(6) 0.0253(3) Uani 1 1 d . . . . . H12A H 0.333550 0.810063 -0.056013 0.038 Uiso 1 1 calc GR . . . . H12B H 0.248655 0.737655 -0.103510 0.038 Uiso 1 1 calc GR . . . . H12C H 0.372771 0.748176 -0.105060 0.038 Uiso 1 1 calc GR . . . . C13 C 0.59095(11) 0.72561(14) 0.16618(6) 0.0338(4) Uani 1 1 d . . . . . H13 H 0.521553 0.729807 0.178239 0.041 Uiso 1 1 calc R . . . . C14 C 0.63779(13) 0.63848(16) 0.19422(7) 0.0415(4) Uani 1 1 d . . . . . H14A H 0.585893 0.579252 0.182593 0.062 Uiso 1 1 calc GR . . . . H14B H 0.653207 0.651046 0.236721 0.062 Uiso 1 1 calc GR . . . . H14C H 0.703634 0.630555 0.180923 0.062 Uiso 1 1 calc GR . . . . C15 C 0.66810(14) 0.82219(16) 0.18926(8) 0.0482(5) Uani 1 1 d . . . . . H15A H 0.737729 0.818363 0.179419 0.072 Uiso 1 1 calc GR . . . . H15B H 0.676375 0.832427 0.231621 0.072 Uiso 1 1 calc GR . . . . H15C H 0.638532 0.876293 0.171191 0.072 Uiso 1 1 calc GR . . . . C16 C 0.13619(9) 0.78726(8) 0.12172(5) 0.0160(2) Uani 1 1 d . . . . . C17 C 0.03823(10) 0.75653(9) 0.08087(5) 0.0181(2) Uani 1 1 d . . . . . C18 C -0.04542(10) 0.81164(10) 0.08364(6) 0.0227(2) Uani 1 1 d . . . . . H18 H -0.111415 0.794527 0.056876 0.027 Uiso 1 1 calc R . . . . C19 C -0.03157(11) 0.89145(10) 0.12566(7) 0.0257(3) Uani 1 1 d . . . . . H19 H -0.088059 0.927711 0.126488 0.031 Uiso 1 1 calc R . . . . C20 C 0.06524(11) 0.91788(9) 0.16642(6) 0.0233(2) Uani 1 1 d . . . . . H20 H 0.072175 0.970673 0.194935 0.028 Uiso 1 1 calc R . . . . C21 C 0.15284(10) 0.86675(9) 0.16555(6) 0.0180(2) Uani 1 1 d . . . . . C22 C 0.02029(11) 0.66786(10) 0.03491(6) 0.0222(2) Uani 1 1 d . . . . . H22 H 0.086617 0.637524 0.040789 0.027 Uiso 1 1 calc R . . . . C23 C -0.07327(12) 0.59088(11) 0.04417(8) 0.0309(3) Uani 1 1 d . . . . . H23A H -0.057545 0.571247 0.083818 0.046 Uiso 1 1 calc GR . . . . H23B H -0.081590 0.534242 0.016101 0.046 Uiso 1 1 calc GR . . . . H23C H -0.139364 0.618891 0.038385 0.046 Uiso 1 1 calc GR . . . . C24 C -0.00195(18) 0.69669(14) -0.02869(7) 0.0450(4) Uani 1 1 d . . . . . H24A H -0.064767 0.729445 -0.034917 0.068 Uiso 1 1 calc GR . . . . H24B H -0.014915 0.638408 -0.055921 0.068 Uiso 1 1 calc GR . . . . H24C H 0.059836 0.740386 -0.035265 0.068 Uiso 1 1 calc GR . . . . C25 C 0.25905(11) 0.89405(9) 0.21088(6) 0.0208(2) Uani 1 1 d . . . . . H25 H 0.318600 0.883581 0.190792 0.025 Uiso 1 1 calc R . . . . C26 C 0.26271(17) 0.82742(14) 0.26170(8) 0.0477(5) Uani 1 1 d . . . . . H26A H 0.206291 0.837666 0.282855 0.072 Uiso 1 1 calc GR . . . . H26B H 0.332164 0.843110 0.288321 0.072 Uiso 1 1 calc GR . . . . H26C H 0.251974 0.759578 0.245885 0.072 Uiso 1 1 calc GR . . . . C27 C 0.28015(16) 1.00094(12) 0.23727(10) 0.0490(5) Uani 1 1 d . . . . . H27A H 0.278228 1.043928 0.205869 0.074 Uiso 1 1 calc GR . . . . H27B H 0.350341 1.014322 0.263302 0.074 Uiso 1 1 calc GR . . . . H27C H 0.225200 1.012085 0.259307 0.074 Uiso 1 1 calc GR . . . . C28 C 0.32911(11) 0.86444(9) 0.06793(6) 0.0206(2) Uani 1 1 d . . . . . C29 C 0.24502(13) 0.90314(11) 0.03362(8) 0.0328(3) Uani 1 1 d . . . . . H29 H 0.175174 0.867287 0.024248 0.039 Uiso 1 1 calc R . . . . C30 C 0.26607(18) 0.99587(13) 0.01342(9) 0.0477(5) Uani 1 1 d . . . . . H30 H 0.210114 1.021894 -0.009730 0.057 Uiso 1 1 calc R . . . . C31 C 0.3693(2) 1.04940(12) 0.02749(10) 0.0530(6) Uani 1 1 d . . . . . H31 H 0.382816 1.111252 0.013687 0.064 Uiso 1 1 calc R . . . . C32 C 0.45225(18) 1.01157(12) 0.06189(9) 0.0474(5) Uani 1 1 d . . . . . H32 H 0.521645 1.048280 0.071596 0.057 Uiso 1 1 calc R . . . . C33 C 0.43310(13) 0.91892(11) 0.08221(7) 0.0307(3) Uani 1 1 d . . . . . H33 H 0.489550 0.893394 0.105279 0.037 Uiso 1 1 calc R . . . . C34 C 0.34239(12) 0.27207(10) 0.24738(7) 0.0271(3) Uani 1 1 d . . . . . C35 C 0.20305(11) 0.39065(10) 0.29260(6) 0.0223(2) Uani 1 1 d . . . . . C36 C 0.17916(14) 0.20617(11) 0.14244(6) 0.0299(3) Uani 1 1 d . . . . . C37 C 0.03012(11) 0.32337(9) 0.18933(5) 0.0198(2) Uani 1 1 d . . . . . C38 C 0.12241(11) 0.18649(9) 0.25742(6) 0.0203(2) Uani 1 1 d . . . . . C39 C 0.80268(9) 0.71127(8) 0.41509(5) 0.01246(18) Uani 1 1 d . . . . . C40 C 0.83282(9) 0.84481(8) 0.36547(5) 0.01239(18) Uani 1 1 d . . . . . C41 C 0.73227(9) 0.84422(8) 0.38227(5) 0.01342(19) Uani 1 1 d . . . . . C42 C 0.98291(9) 0.74200(8) 0.38581(5) 0.01242(18) Uani 1 1 d . . . . . C43 C 1.00452(9) 0.68665(8) 0.33736(5) 0.01472(19) Uani 1 1 d . . . . . C44 C 1.11197(10) 0.67119(9) 0.34032(5) 0.0190(2) Uani 1 1 d . . . . . H44 H 1.128944 0.633036 0.309586 0.023 Uiso 1 1 calc R . . . . C45 C 1.19360(10) 0.71149(10) 0.38804(6) 0.0205(2) Uani 1 1 d . . . . . H45 H 1.264522 0.700143 0.389086 0.025 Uiso 1 1 calc R . . . . C46 C 1.17023(10) 0.76871(9) 0.43432(5) 0.0183(2) Uani 1 1 d . . . . . H46 H 1.226063 0.796636 0.465733 0.022 Uiso 1 1 calc R . . . . C47 C 1.06377(9) 0.78502(8) 0.43441(5) 0.01463(19) Uani 1 1 d . . . . . C48 C 0.91958(10) 0.64858(9) 0.28184(5) 0.0172(2) Uani 1 1 d . . . . . H48 H 0.847758 0.655215 0.290051 0.021 Uiso 1 1 calc R . . . . C49 C 0.93953(11) 0.71276(10) 0.23151(5) 0.0206(2) Uani 1 1 d . . . . . H49A H 0.931845 0.779667 0.242417 0.031 Uiso 1 1 calc GR . . . . H49B H 0.887507 0.687873 0.195818 0.031 Uiso 1 1 calc GR . . . . H49C H 1.011688 0.710862 0.224828 0.031 Uiso 1 1 calc GR . . . . C50 C 0.91982(12) 0.53971(10) 0.26208(6) 0.0247(3) Uani 1 1 d . . . . . H50A H 0.985782 0.533356 0.248516 0.037 Uiso 1 1 calc GR . . . . H50B H 0.858533 0.516920 0.230359 0.037 Uiso 1 1 calc GR . . . . H50C H 0.915297 0.500792 0.295005 0.037 Uiso 1 1 calc GR . . . . C51 C 1.03998(10) 0.84660(8) 0.48592(5) 0.0164(2) Uani 1 1 d . . . . . H51 H 0.964094 0.857318 0.475619 0.020 Uiso 1 1 calc R . . . . C52 C 1.11239(11) 0.94775(9) 0.49664(6) 0.0235(2) Uani 1 1 d . . . . . H52A H 1.187331 0.938991 0.506422 0.035 Uiso 1 1 calc GR . . . . H52B H 1.094886 0.985883 0.528893 0.035 Uiso 1 1 calc GR . . . . H52C H 1.100346 0.981783 0.461343 0.035 Uiso 1 1 calc GR . . . . C53 C 1.05414(11) 0.79375(10) 0.54297(5) 0.0220(2) Uani 1 1 d . . . . . H53A H 1.008449 0.730499 0.535919 0.033 Uiso 1 1 calc GR . . . . H53B H 1.034133 0.832873 0.573963 0.033 Uiso 1 1 calc GR . . . . H53C H 1.128712 0.784767 0.554764 0.033 Uiso 1 1 calc GR . . . . C54 C 0.62358(9) 0.72535(9) 0.43874(5) 0.01491(19) Uani 1 1 d . . . . . C55 C 0.61482(10) 0.76833(9) 0.49423(5) 0.0189(2) Uani 1 1 d . . . . . C56 C 0.52895(11) 0.72617(11) 0.51894(6) 0.0257(3) Uani 1 1 d . . . . . H56 H 0.520981 0.752663 0.555737 0.031 Uiso 1 1 calc R . . . . C57 C 0.45563(11) 0.64615(12) 0.49006(6) 0.0288(3) Uani 1 1 d . . . . . H57 H 0.400101 0.618368 0.507901 0.035 Uiso 1 1 calc R . . . . C58 C 0.46434(11) 0.60692(11) 0.43453(6) 0.0252(3) Uani 1 1 d . . . . . H58 H 0.413553 0.553777 0.415085 0.030 Uiso 1 1 calc R . . . . C59 C 0.54836(10) 0.64610(9) 0.40737(5) 0.0183(2) Uani 1 1 d . . . . . C60 C 0.69112(11) 0.85822(10) 0.52731(6) 0.0221(2) Uani 1 1 d . . . . . H60 H 0.746948 0.876951 0.504208 0.027 Uiso 1 1 calc R . . . . C61 C 0.62835(14) 0.94509(11) 0.53245(7) 0.0316(3) Uani 1 1 d . . . . . H61A H 0.597073 0.960635 0.493408 0.047 Uiso 1 1 calc GR . . . . H61B H 0.677137 1.001636 0.553317 0.047 Uiso 1 1 calc GR . . . . H61C H 0.571549 0.927370 0.553827 0.047 Uiso 1 1 calc GR . . . . C62 C 0.74828(14) 0.83895(12) 0.58952(6) 0.0325(3) Uani 1 1 d . . . . . H62A H 0.694926 0.821431 0.613110 0.049 Uiso 1 1 calc GR . . . . H62B H 0.796421 0.897534 0.608043 0.049 Uiso 1 1 calc GR . . . . H62C H 0.789291 0.785810 0.586375 0.049 Uiso 1 1 calc GR . . . . C63 C 0.55114(11) 0.60506(10) 0.34493(6) 0.0239(3) Uani 1 1 d . . . . . H63 H 0.620401 0.633752 0.335494 0.029 Uiso 1 1 calc R . . . . C64 C 0.45909(13) 0.63835(15) 0.30085(7) 0.0373(4) Uani 1 1 d . . . . . H64A H 0.390419 0.613694 0.310421 0.056 Uiso 1 1 calc GR . . . . H64B H 0.460496 0.612960 0.261239 0.056 Uiso 1 1 calc GR . . . . H64C H 0.468763 0.709218 0.303298 0.056 Uiso 1 1 calc GR . . . . C65 C 0.54389(15) 0.49290(12) 0.33893(9) 0.0410(4) Uani 1 1 d . . . . . H65A H 0.600758 0.473867 0.367833 0.061 Uiso 1 1 calc GR . . . . H65B H 0.551812 0.471267 0.299753 0.061 Uiso 1 1 calc GR . . . . H65C H 0.474536 0.462977 0.345446 0.061 Uiso 1 1 calc GR . . . . C66 C 0.81682(9) 0.61858(8) 0.44176(5) 0.01407(19) Uani 1 1 d . . . . . C67 C 0.80709(11) 0.60703(9) 0.50030(5) 0.0207(2) Uani 1 1 d . . . . . H67 H 0.787585 0.657627 0.522828 0.025 Uiso 1 1 calc R . . . . C68 C 0.82649(13) 0.52017(10) 0.52486(6) 0.0276(3) Uani 1 1 d . . . . . H68 H 0.820342 0.512587 0.563991 0.033 Uiso 1 1 calc R . . . . C69 C 0.85500(14) 0.44460(10) 0.49139(7) 0.0315(3) Uani 1 1 d . . . . . H69 H 0.869466 0.386897 0.508344 0.038 Uiso 1 1 calc R . . . . C70 C 0.86204(15) 0.45455(10) 0.43288(7) 0.0325(3) Uani 1 1 d . . . . . H70 H 0.879861 0.403116 0.410242 0.039 Uiso 1 1 calc R . . . . C71 C 0.84251(12) 0.54133(9) 0.40789(6) 0.0227(2) Uani 1 1 d . . . . . H71 H 0.846624 0.547811 0.368377 0.027 Uiso 1 1 calc R . . . . C72 C 0.88766(11) 1.24943(9) 0.31382(5) 0.0204(2) Uani 1 1 d . . . . . C73 C 0.80339(13) 1.12293(10) 0.20766(6) 0.0255(3) Uani 1 1 d . . . . . C74 C 0.58987(13) 1.09963(12) 0.23168(7) 0.0328(3) Uani 1 1 d . . . . . C75 C 0.67304(11) 1.21716(10) 0.34692(6) 0.0221(2) Uani 1 1 d . . . . . C76 C 0.70125(12) 1.29497(10) 0.23927(6) 0.0238(3) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mo1 0.01850(5) 0.01207(4) 0.01583(4) 0.00271(3) 0.00486(3) 0.00409(3) Mo2 0.02094(5) 0.01440(4) 0.01321(4) 0.00342(3) 0.00458(3) 0.00782(4) P1 0.01792(14) 0.01618(13) 0.01883(13) 0.00342(10) 0.00744(11) 0.00763(11) P2 0.02003(14) 0.01386(13) 0.01956(13) 0.00434(10) 0.00825(11) 0.00586(11) P3 0.01818(14) 0.01399(13) 0.02484(15) 0.00564(11) 0.01196(11) 0.00487(11) P4 0.01587(13) 0.01253(12) 0.01643(12) 0.00423(10) 0.00520(10) 0.00289(10) P5 0.01927(14) 0.01347(13) 0.01595(13) 0.00396(10) 0.00431(10) 0.00575(11) P6 0.01644(13) 0.01737(13) 0.01898(13) 0.00475(10) 0.00557(11) 0.00742(11) O1 0.0256(6) 0.0355(6) 0.0798(10) -0.0021(6) -0.0040(6) 0.0121(5) O2 0.0444(7) 0.0389(6) 0.0271(5) -0.0104(5) 0.0102(5) 0.0011(5) O3 0.0216(5) 0.0303(5) 0.0339(5) 0.0025(4) 0.0017(4) 0.0042(4) O4 0.0954(12) 0.0507(8) 0.0283(6) -0.0091(5) 0.0046(7) 0.0428(8) O5 0.0338(5) 0.0213(5) 0.0337(5) 0.0097(4) 0.0124(4) 0.0032(4) O6 0.0269(5) 0.0308(5) 0.0290(5) 0.0013(4) 0.0097(4) 0.0005(4) O7 0.0640(8) 0.0379(6) 0.0303(5) 0.0039(5) 0.0247(6) 0.0226(6) O8 0.0420(8) 0.0759(11) 0.0570(9) -0.0250(8) -0.0123(7) 0.0001(7) O9 0.0389(6) 0.0476(7) 0.0330(6) -0.0026(5) 0.0197(5) 0.0113(5) O10 0.0547(7) 0.0269(5) 0.0320(5) 0.0129(4) 0.0093(5) 0.0206(5) N1 0.0130(4) 0.0138(4) 0.0158(4) 0.0017(3) 0.0060(3) 0.0022(3) N2 0.0140(4) 0.0123(4) 0.0204(4) 0.0031(3) 0.0076(3) 0.0037(3) N3 0.0128(4) 0.0108(4) 0.0124(4) 0.0020(3) 0.0038(3) 0.0025(3) N4 0.0138(4) 0.0129(4) 0.0136(4) 0.0022(3) 0.0051(3) 0.0027(3) C1 0.0147(5) 0.0135(5) 0.0178(5) 0.0013(4) 0.0059(4) 0.0020(4) C2 0.0131(5) 0.0140(5) 0.0139(4) 0.0018(4) 0.0042(4) 0.0030(4) C3 0.0144(5) 0.0123(5) 0.0170(5) 0.0025(4) 0.0057(4) 0.0031(4) C4 0.0122(5) 0.0154(5) 0.0159(5) 0.0004(4) 0.0062(4) 0.0017(4) C5 0.0156(5) 0.0123(5) 0.0157(5) 0.0018(4) 0.0045(4) 0.0018(4) C6 0.0204(5) 0.0185(5) 0.0163(5) 0.0026(4) 0.0077(4) 0.0041(4) C7 0.0173(5) 0.0229(6) 0.0232(6) 0.0045(4) 0.0106(4) 0.0060(4) C8 0.0122(5) 0.0313(7) 0.0225(6) 0.0005(5) 0.0043(4) 0.0031(5) C9 0.0141(5) 0.0269(6) 0.0168(5) -0.0028(4) 0.0039(4) 0.0011(4) C10 0.0166(5) 0.0222(6) 0.0158(5) 0.0028(4) 0.0028(4) 0.0000(4) C11 0.0322(7) 0.0237(6) 0.0245(6) -0.0002(5) 0.0017(5) -0.0066(5) C12 0.0243(6) 0.0277(7) 0.0233(6) 0.0082(5) 0.0007(5) 0.0051(5) C13 0.0165(6) 0.0642(11) 0.0174(6) -0.0093(6) 0.0021(5) 0.0031(6) C14 0.0213(7) 0.0805(14) 0.0198(6) 0.0123(7) 0.0003(5) 0.0001(7) C15 0.0286(8) 0.0671(13) 0.0392(9) -0.0287(9) -0.0049(7) 0.0051(8) C16 0.0158(5) 0.0133(5) 0.0227(5) 0.0051(4) 0.0097(4) 0.0054(4) C17 0.0168(5) 0.0180(5) 0.0224(5) 0.0060(4) 0.0080(4) 0.0047(4) C18 0.0166(5) 0.0238(6) 0.0306(6) 0.0078(5) 0.0078(5) 0.0066(5) C19 0.0217(6) 0.0224(6) 0.0389(7) 0.0071(5) 0.0132(5) 0.0117(5) C20 0.0250(6) 0.0168(5) 0.0321(7) 0.0017(5) 0.0125(5) 0.0081(5) C21 0.0195(5) 0.0136(5) 0.0241(5) 0.0044(4) 0.0099(4) 0.0043(4) C22 0.0205(6) 0.0232(6) 0.0229(6) 0.0011(5) 0.0037(5) 0.0049(5) C23 0.0210(6) 0.0247(7) 0.0453(8) -0.0016(6) 0.0051(6) 0.0021(5) C24 0.0668(13) 0.0429(10) 0.0225(7) 0.0029(6) 0.0026(7) 0.0073(9) C25 0.0215(6) 0.0166(5) 0.0251(6) 0.0005(4) 0.0072(5) 0.0028(4) C26 0.0568(12) 0.0385(9) 0.0351(9) 0.0115(7) -0.0102(8) -0.0130(8) C27 0.0384(9) 0.0202(7) 0.0776(14) -0.0082(8) -0.0109(9) 0.0042(6) C28 0.0272(6) 0.0131(5) 0.0262(6) 0.0035(4) 0.0166(5) 0.0035(4) C29 0.0349(8) 0.0275(7) 0.0478(9) 0.0206(6) 0.0241(7) 0.0155(6) C30 0.0665(12) 0.0329(8) 0.0656(12) 0.0319(8) 0.0435(10) 0.0296(9) C31 0.0900(16) 0.0181(7) 0.0680(13) 0.0174(8) 0.0528(12) 0.0106(8) C32 0.0683(13) 0.0224(7) 0.0522(10) 0.0023(7) 0.0303(10) -0.0151(8) C33 0.0385(8) 0.0209(6) 0.0319(7) 0.0006(5) 0.0148(6) -0.0080(6) C34 0.0247(6) 0.0181(6) 0.0386(7) 0.0019(5) 0.0057(5) 0.0047(5) C35 0.0234(6) 0.0220(6) 0.0218(6) 0.0028(4) 0.0059(5) 0.0028(5) C36 0.0447(9) 0.0252(7) 0.0229(6) 0.0038(5) 0.0059(6) 0.0167(6) C37 0.0237(6) 0.0158(5) 0.0197(5) 0.0016(4) 0.0045(4) 0.0019(4) C38 0.0234(6) 0.0169(5) 0.0209(5) 0.0024(4) 0.0040(4) 0.0047(4) C39 0.0142(5) 0.0117(4) 0.0122(4) 0.0009(3) 0.0045(4) 0.0022(4) C40 0.0137(5) 0.0109(4) 0.0129(4) 0.0014(3) 0.0026(4) 0.0028(4) C41 0.0144(5) 0.0135(5) 0.0132(4) 0.0023(4) 0.0038(4) 0.0031(4) C42 0.0123(4) 0.0110(4) 0.0153(5) 0.0037(3) 0.0043(4) 0.0032(4) C43 0.0158(5) 0.0142(5) 0.0159(5) 0.0037(4) 0.0062(4) 0.0034(4) C44 0.0192(5) 0.0209(6) 0.0204(5) 0.0042(4) 0.0090(4) 0.0077(4) C45 0.0157(5) 0.0245(6) 0.0246(6) 0.0091(5) 0.0068(4) 0.0084(4) C46 0.0157(5) 0.0184(5) 0.0210(5) 0.0062(4) 0.0016(4) 0.0041(4) C47 0.0167(5) 0.0120(5) 0.0160(5) 0.0046(4) 0.0032(4) 0.0037(4) C48 0.0172(5) 0.0190(5) 0.0160(5) -0.0010(4) 0.0062(4) 0.0019(4) C49 0.0215(6) 0.0245(6) 0.0168(5) 0.0027(4) 0.0059(4) 0.0045(5) C50 0.0314(7) 0.0204(6) 0.0236(6) -0.0036(5) 0.0135(5) 0.0000(5) C51 0.0189(5) 0.0136(5) 0.0159(5) 0.0008(4) 0.0006(4) 0.0040(4) C52 0.0265(6) 0.0153(5) 0.0255(6) -0.0007(4) -0.0003(5) 0.0013(5) C53 0.0294(6) 0.0197(6) 0.0164(5) 0.0014(4) 0.0029(5) 0.0051(5) C54 0.0131(5) 0.0168(5) 0.0167(5) 0.0040(4) 0.0064(4) 0.0032(4) C55 0.0184(5) 0.0231(6) 0.0172(5) 0.0024(4) 0.0068(4) 0.0050(4) C56 0.0226(6) 0.0372(7) 0.0203(6) 0.0026(5) 0.0120(5) 0.0042(5) C57 0.0209(6) 0.0394(8) 0.0280(7) 0.0068(6) 0.0130(5) -0.0008(6) C58 0.0180(6) 0.0291(7) 0.0278(6) 0.0031(5) 0.0074(5) -0.0029(5) C59 0.0153(5) 0.0208(5) 0.0189(5) 0.0021(4) 0.0050(4) 0.0011(4) C60 0.0246(6) 0.0235(6) 0.0196(5) -0.0025(4) 0.0087(5) 0.0044(5) C61 0.0394(8) 0.0275(7) 0.0326(7) 0.0006(6) 0.0151(6) 0.0120(6) C62 0.0397(8) 0.0318(7) 0.0229(6) -0.0058(5) -0.0001(6) 0.0077(6) C63 0.0188(6) 0.0286(7) 0.0220(6) -0.0057(5) 0.0062(5) -0.0038(5) C64 0.0273(7) 0.0594(11) 0.0212(6) -0.0021(6) 0.0005(5) 0.0019(7) C65 0.0410(9) 0.0295(8) 0.0508(10) -0.0138(7) 0.0182(8) -0.0050(7) C66 0.0158(5) 0.0119(5) 0.0158(5) 0.0032(4) 0.0057(4) 0.0024(4) C67 0.0302(6) 0.0182(5) 0.0179(5) 0.0043(4) 0.0109(5) 0.0087(5) C68 0.0428(8) 0.0247(6) 0.0228(6) 0.0118(5) 0.0165(6) 0.0126(6) C69 0.0501(9) 0.0196(6) 0.0352(7) 0.0149(5) 0.0234(7) 0.0151(6) C70 0.0565(10) 0.0162(6) 0.0353(7) 0.0082(5) 0.0267(7) 0.0154(6) C71 0.0366(7) 0.0154(5) 0.0213(6) 0.0045(4) 0.0156(5) 0.0078(5) C72 0.0269(6) 0.0197(5) 0.0185(5) 0.0043(4) 0.0101(5) 0.0087(5) C73 0.0385(8) 0.0210(6) 0.0208(6) 0.0054(5) 0.0091(5) 0.0120(5) C74 0.0334(8) 0.0349(8) 0.0278(7) -0.0050(6) 0.0003(6) 0.0093(6) C75 0.0217(6) 0.0234(6) 0.0228(6) 0.0031(5) 0.0061(5) 0.0063(5) C76 0.0326(7) 0.0226(6) 0.0189(5) 0.0043(4) 0.0063(5) 0.0109(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mo1 P2 2.5083(3) . ? Mo1 C34 2.0559(14) . ? Mo1 C35 2.0390(13) . ? Mo1 C36 2.0556(14) . ? Mo1 C37 2.0473(13) . ? Mo1 C38 1.9952(13) . ? Mo2 P5 2.5150(3) . ? Mo2 C72 2.0476(14) . ? Mo2 C73 2.0508(13) . ? Mo2 C74 2.0402(16) . ? Mo2 C75 2.0480(13) . ? Mo2 C76 1.9988(13) . ? P1 P2 2.0907(4) . ? P1 C2 1.7627(11) . ? P2 P3 2.0846(4) . ? P3 C3 1.7536(11) . ? P4 P5 2.0895(4) . ? P4 C40 1.7615(11) . ? P5 P6 2.0991(4) . ? P6 C41 1.7608(11) . ? O1 C34 1.1347(18) . ? O2 C35 1.1395(16) . ? O3 C37 1.1374(16) . ? O4 C36 1.1359(18) . ? O5 C38 1.1472(16) . ? O6 C72 1.1420(17) . ? O7 C73 1.1403(17) . ? O8 C74 1.137(2) . ? O9 C75 1.1363(16) . ? O10 C76 1.1478(16) . ? N1 C1 1.3485(14) . ? N1 C2 1.4052(14) . ? N1 C4 1.4454(14) . ? N2 C1 1.3472(14) . ? N2 C3 1.3972(14) . ? N2 C16 1.4471(14) . ? N3 C39 1.3473(14) . ? N3 C40 1.4024(13) . ? N3 C42 1.4523(14) . ? N4 C39 1.3501(14) . ? N4 C41 1.4094(14) . ? N4 C54 1.4507(14) . ? C1 C28 1.4671(16) . ? C2 C3 1.3964(15) . ? C4 C5 1.4014(15) . ? C4 C9 1.4009(16) . ? C5 C6 1.3943(16) . ? C5 C10 1.5153(16) . ? C6 H6 0.9300 . ? C6 C7 1.3821(17) . ? C7 H7 0.9300 . ? C7 C8 1.3825(18) . ? C8 H8 0.9300 . ? C8 C9 1.3935(17) . ? C9 C13 1.5215(18) . ? C10 H10 0.9800 . ? C10 C11 1.5311(18) . ? C10 C12 1.5355(18) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13 0.9800 . ? C13 C14 1.532(3) . ? C13 C15 1.532(2) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.4008(17) . ? C16 C21 1.4039(17) . ? C17 C18 1.3948(17) . ? C17 C22 1.5242(18) . ? C18 H18 0.9300 . ? C18 C19 1.384(2) . ? C19 H19 0.9300 . ? C19 C20 1.383(2) . ? C20 H20 0.9300 . ? C20 C21 1.3969(17) . ? C21 C25 1.5218(18) . ? C22 H22 0.9800 . ? C22 C23 1.531(2) . ? C22 C24 1.525(2) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25 0.9800 . ? C25 C26 1.527(2) . ? C25 C27 1.520(2) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 C29 1.390(2) . ? C28 C33 1.391(2) . ? C29 H29 0.9300 . ? C29 C30 1.390(2) . ? C30 H30 0.9300 . ? C30 C31 1.377(3) . ? C31 H31 0.9300 . ? C31 C32 1.374(3) . ? C32 H32 0.9300 . ? C32 C33 1.388(2) . ? C33 H33 0.9300 . ? C39 C66 1.4651(15) . ? C40 C41 1.4005(15) . ? C42 C43 1.4023(15) . ? C42 C47 1.4005(16) . ? C43 C44 1.3976(16) . ? C43 C48 1.5164(16) . ? C44 H44 0.9300 . ? C44 C45 1.3834(18) . ? C45 H45 0.9300 . ? C45 C46 1.3862(18) . ? C46 H46 0.9300 . ? C46 C47 1.3993(16) . ? C47 C51 1.5149(16) . ? C48 H48 0.9800 . ? C48 C49 1.5361(17) . ? C48 C50 1.5353(17) . ? C49 H49A 0.9600 . ? C49 H49B 0.9600 . ? C49 H49C 0.9600 . ? C50 H50A 0.9600 . ? C50 H50B 0.9600 . ? C50 H50C 0.9600 . ? C51 H51 0.9800 . ? C51 C52 1.5316(17) . ? C51 C53 1.5324(16) . ? C52 H52A 0.9600 . ? C52 H52B 0.9600 . ? C52 H52C 0.9600 . ? C53 H53A 0.9600 . ? C53 H53B 0.9600 . ? C53 H53C 0.9600 . ? C54 C55 1.4039(16) . ? C54 C59 1.4012(17) . ? C55 C56 1.3948(17) . ? C55 C60 1.5186(18) . ? C56 H56 0.9300 . ? C56 C57 1.378(2) . ? C57 H57 0.9300 . ? C57 C58 1.386(2) . ? C58 H58 0.9300 . ? C58 C59 1.3969(17) . ? C59 C63 1.5197(17) . ? C60 H60 0.9800 . ? C60 C61 1.5340(19) . ? C60 C62 1.5329(19) . ? C61 H61A 0.9600 . ? C61 H61B 0.9600 . ? C61 H61C 0.9600 . ? C62 H62A 0.9600 . ? C62 H62B 0.9600 . ? C62 H62C 0.9600 . ? C63 H63 0.9800 . ? C63 C64 1.534(2) . ? C63 C65 1.525(2) . ? C64 H64A 0.9600 . ? C64 H64B 0.9600 . ? C64 H64C 0.9600 . ? C65 H65A 0.9600 . ? C65 H65B 0.9600 . ? C65 H65C 0.9600 . ? C66 C67 1.3931(16) . ? C66 C71 1.3890(16) . ? C67 H67 0.9300 . ? C67 C68 1.3835(17) . ? C68 H68 0.9300 . ? C68 C69 1.3829(19) . ? C69 H69 0.9300 . ? C69 C70 1.381(2) . ? C70 H70 0.9300 . ? C70 C71 1.3873(18) . ? C71 H71 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C34 Mo1 P2 95.02(4) . . ? C35 Mo1 P2 86.41(4) . . ? C35 Mo1 C34 88.42(6) . . ? C35 Mo1 C36 176.74(6) . . ? C35 Mo1 C37 90.90(5) . . ? C36 Mo1 P2 92.81(4) . . ? C36 Mo1 C34 88.50(6) . . ? C37 Mo1 P2 86.11(4) . . ? C37 Mo1 C34 178.64(6) . . ? C37 Mo1 C36 92.20(6) . . ? C38 Mo1 P2 171.54(4) . . ? C38 Mo1 C34 92.59(5) . . ? C38 Mo1 C35 90.11(5) . . ? C38 Mo1 C36 91.08(6) . . ? C38 Mo1 C37 86.24(5) . . ? C72 Mo2 P5 95.55(3) . . ? C72 Mo2 C73 87.85(6) . . ? C72 Mo2 C75 92.01(5) . . ? C73 Mo2 P5 90.05(4) . . ? C74 Mo2 P5 87.72(5) . . ? C74 Mo2 C72 174.80(6) . . ? C74 Mo2 C73 88.10(6) . . ? C74 Mo2 C75 92.18(6) . . ? C75 Mo2 P5 87.40(4) . . ? C75 Mo2 C73 177.42(5) . . ? C76 Mo2 P5 174.58(4) . . ? C76 Mo2 C72 88.12(5) . . ? C76 Mo2 C73 94.09(5) . . ? C76 Mo2 C74 88.91(6) . . ? C76 Mo2 C75 88.48(5) . . ? C2 P1 P2 92.54(4) . . ? P1 P2 Mo1 135.377(16) . . ? P3 P2 Mo1 117.545(16) . . ? P3 P2 P1 107.000(18) . . ? C3 P3 P2 92.68(4) . . ? C40 P4 P5 91.97(4) . . ? P4 P5 Mo2 128.053(16) . . ? P4 P5 P6 107.333(17) . . ? P6 P5 Mo2 124.424(16) . . ? C41 P6 P5 92.49(4) . . ? C1 N1 C2 109.76(9) . . ? C1 N1 C4 126.20(10) . . ? C2 N1 C4 123.64(9) . . ? C1 N2 C3 109.90(9) . . ? C1 N2 C16 125.26(10) . . ? C3 N2 C16 124.71(9) . . ? C39 N3 C40 109.48(9) . . ? C39 N3 C42 125.73(9) . . ? C40 N3 C42 123.51(9) . . ? C39 N4 C41 109.30(9) . . ? C39 N4 C54 123.24(9) . . ? C41 N4 C54 127.34(9) . . ? N1 C1 C28 126.48(10) . . ? N2 C1 N1 107.88(10) . . ? N2 C1 C28 125.61(10) . . ? N1 C2 P1 130.45(8) . . ? C3 C2 P1 123.55(8) . . ? C3 C2 N1 105.97(9) . . ? N2 C3 P3 129.38(8) . . ? C2 C3 P3 124.16(8) . . ? C2 C3 N2 106.46(9) . . ? C5 C4 N1 118.14(10) . . ? C9 C4 N1 118.51(10) . . ? C9 C4 C5 123.31(10) . . ? C4 C5 C10 123.75(10) . . ? C6 C5 C4 116.97(10) . . ? C6 C5 C10 119.28(10) . . ? C5 C6 H6 119.4 . . ? C7 C6 C5 121.13(11) . . ? C7 C6 H6 119.4 . . ? C6 C7 H7 119.8 . . ? C6 C7 C8 120.44(11) . . ? C8 C7 H7 119.8 . . ? C7 C8 H8 119.4 . . ? C7 C8 C9 121.17(11) . . ? C9 C8 H8 119.4 . . ? C4 C9 C13 123.54(11) . . ? C8 C9 C4 116.97(11) . . ? C8 C9 C13 119.48(11) . . ? C5 C10 H10 108.1 . . ? C5 C10 C11 110.85(11) . . ? C5 C10 C12 110.69(10) . . ? C11 C10 H10 108.1 . . ? C11 C10 C12 110.83(11) . . ? C12 C10 H10 108.1 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11B 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12B 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C9 C13 H13 108.2 . . ? C9 C13 C14 110.69(13) . . ? C9 C13 C15 111.46(14) . . ? C14 C13 H13 108.2 . . ? C14 C13 C15 109.99(13) . . ? C15 C13 H13 108.2 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14B 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15B 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 N2 117.28(10) . . ? C17 C16 C21 124.06(11) . . ? C21 C16 N2 118.63(11) . . ? C16 C17 C22 123.38(11) . . ? C18 C17 C16 116.70(12) . . ? C18 C17 C22 119.93(12) . . ? C17 C18 H18 119.5 . . ? C19 C18 C17 120.92(12) . . ? C19 C18 H18 119.5 . . ? C18 C19 H19 119.6 . . ? C20 C19 C18 120.77(12) . . ? C20 C19 H19 119.6 . . ? C19 C20 H20 119.4 . . ? C19 C20 C21 121.23(12) . . ? C21 C20 H20 119.4 . . ? C16 C21 C25 122.04(10) . . ? C20 C21 C16 116.28(12) . . ? C20 C21 C25 121.66(11) . . ? C17 C22 H22 108.0 . . ? C17 C22 C23 110.33(11) . . ? C17 C22 C24 112.53(12) . . ? C23 C22 H22 108.0 . . ? C24 C22 H22 108.0 . . ? C24 C22 C23 109.88(13) . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23B 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24B 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C21 C25 H25 107.8 . . ? C21 C25 C26 110.98(11) . . ? C26 C25 H25 107.8 . . ? C27 C25 C21 113.83(11) . . ? C27 C25 H25 107.8 . . ? C27 C25 C26 108.37(14) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26B 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27B 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C29 C28 C1 120.95(12) . . ? C29 C28 C33 119.89(13) . . ? C33 C28 C1 119.15(12) . . ? C28 C29 H29 120.2 . . ? C28 C29 C30 119.51(16) . . ? C30 C29 H29 120.2 . . ? C29 C30 H30 119.8 . . ? C31 C30 C29 120.40(18) . . ? C31 C30 H30 119.8 . . ? C30 C31 H31 119.9 . . ? C32 C31 C30 120.12(15) . . ? C32 C31 H31 119.9 . . ? C31 C32 H32 119.8 . . ? C31 C32 C33 120.39(18) . . ? C33 C32 H32 119.8 . . ? C28 C33 H33 120.2 . . ? C32 C33 C28 119.68(17) . . ? C32 C33 H33 120.2 . . ? O1 C34 Mo1 178.10(15) . . ? O2 C35 Mo1 178.00(12) . . ? O4 C36 Mo1 178.16(14) . . ? O3 C37 Mo1 178.06(12) . . ? O5 C38 Mo1 176.04(12) . . ? N3 C39 N4 108.58(9) . . ? N3 C39 C66 124.85(10) . . ? N4 C39 C66 126.55(10) . . ? N3 C40 P4 128.51(8) . . ? C41 C40 P4 124.90(8) . . ? C41 C40 N3 106.50(9) . . ? N4 C41 P6 130.68(8) . . ? C40 C41 P6 123.20(8) . . ? C40 C41 N4 106.10(9) . . ? C43 C42 N3 119.68(10) . . ? C47 C42 N3 117.08(9) . . ? C47 C42 C43 123.20(10) . . ? C42 C43 C48 123.50(10) . . ? C44 C43 C42 116.92(11) . . ? C44 C43 C48 119.50(10) . . ? C43 C44 H44 119.3 . . ? C45 C44 C43 121.33(11) . . ? C45 C44 H44 119.3 . . ? C44 C45 H45 119.8 . . ? C44 C45 C46 120.33(11) . . ? C46 C45 H45 119.8 . . ? C45 C46 H46 119.6 . . ? C45 C46 C47 120.90(11) . . ? C47 C46 H46 119.6 . . ? C42 C47 C51 122.82(10) . . ? C46 C47 C42 117.25(10) . . ? C46 C47 C51 119.93(10) . . ? C43 C48 H48 108.4 . . ? C43 C48 C49 108.91(10) . . ? C43 C48 C50 112.95(10) . . ? C49 C48 H48 108.4 . . ? C50 C48 H48 108.4 . . ? C50 C48 C49 109.73(10) . . ? C48 C49 H49A 109.5 . . ? C48 C49 H49B 109.5 . . ? C48 C49 H49C 109.5 . . ? H49A C49 H49B 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? C48 C50 H50A 109.5 . . ? C48 C50 H50B 109.5 . . ? C48 C50 H50C 109.5 . . ? H50A C50 H50B 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C47 C51 H51 108.0 . . ? C47 C51 C52 110.97(10) . . ? C47 C51 C53 111.68(9) . . ? C52 C51 H51 108.0 . . ? C52 C51 C53 109.96(10) . . ? C53 C51 H51 108.0 . . ? C51 C52 H52A 109.5 . . ? C51 C52 H52B 109.5 . . ? C51 C52 H52C 109.5 . . ? H52A C52 H52B 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C51 C53 H53A 109.5 . . ? C51 C53 H53B 109.5 . . ? C51 C53 H53C 109.5 . . ? H53A C53 H53B 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C55 C54 N4 119.02(10) . . ? C59 C54 N4 118.09(10) . . ? C59 C54 C55 122.80(11) . . ? C54 C55 C60 123.82(11) . . ? C56 C55 C54 117.04(12) . . ? C56 C55 C60 119.12(11) . . ? C55 C56 H56 119.2 . . ? C57 C56 C55 121.51(12) . . ? C57 C56 H56 119.2 . . ? C56 C57 H57 119.9 . . ? C56 C57 C58 120.26(12) . . ? C58 C57 H57 119.9 . . ? C57 C58 H58 119.5 . . ? C57 C58 C59 120.91(13) . . ? C59 C58 H58 119.5 . . ? C54 C59 C63 123.25(11) . . ? C58 C59 C54 117.41(11) . . ? C58 C59 C63 119.27(11) . . ? C55 C60 H60 108.2 . . ? C55 C60 C61 109.97(12) . . ? C55 C60 C62 112.97(12) . . ? C61 C60 H60 108.2 . . ? C62 C60 H60 108.2 . . ? C62 C60 C61 109.27(11) . . ? C60 C61 H61A 109.5 . . ? C60 C61 H61B 109.5 . . ? C60 C61 H61C 109.5 . . ? H61A C61 H61B 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? C60 C62 H62A 109.5 . . ? C60 C62 H62B 109.5 . . ? C60 C62 H62C 109.5 . . ? H62A C62 H62B 109.5 . . ? H62A C62 H62C 109.5 . . ? H62B C62 H62C 109.5 . . ? C59 C63 H63 108.0 . . ? C59 C63 C64 108.95(11) . . ? C59 C63 C65 112.74(12) . . ? C64 C63 H63 108.0 . . ? C65 C63 H63 108.0 . . ? C65 C63 C64 111.12(13) . . ? C63 C64 H64A 109.5 . . ? C63 C64 H64B 109.5 . . ? C63 C64 H64C 109.5 . . ? H64A C64 H64B 109.5 . . ? H64A C64 H64C 109.5 . . ? H64B C64 H64C 109.5 . . ? C63 C65 H65A 109.5 . . ? C63 C65 H65B 109.5 . . ? C63 C65 H65C 109.5 . . ? H65A C65 H65B 109.5 . . ? H65A C65 H65C 109.5 . . ? H65B C65 H65C 109.5 . . ? C67 C66 C39 121.61(10) . . ? C71 C66 C39 118.80(10) . . ? C71 C66 C67 119.58(11) . . ? C66 C67 H67 120.1 . . ? C68 C67 C66 119.90(11) . . ? C68 C67 H67 120.1 . . ? C67 C68 H68 119.9 . . ? C69 C68 C67 120.21(12) . . ? C69 C68 H68 119.9 . . ? C68 C69 H69 119.9 . . ? C70 C69 C68 120.20(12) . . ? C70 C69 H69 119.9 . . ? C69 C70 H70 120.0 . . ? C69 C70 C71 119.94(12) . . ? C71 C70 H70 120.0 . . ? C66 C71 H71 119.9 . . ? C70 C71 C66 120.13(12) . . ? C70 C71 H71 119.9 . . ? O6 C72 Mo2 175.30(11) . . ? O7 C73 Mo2 179.42(12) . . ? O8 C74 Mo2 176.91(16) . . ? O9 C75 Mo2 179.37(14) . . ? O10 C76 Mo2 176.87(12) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag P1 C2 C3 P3 3.13(15) . . . . ? P1 C2 C3 N2 -176.39(8) . . . . ? P2 P1 C2 N1 179.93(10) . . . . ? P2 P1 C2 C3 -2.36(10) . . . . ? P2 P3 C3 N2 177.72(10) . . . . ? P2 P3 C3 C2 -1.69(10) . . . . ? P4 C40 C41 P6 4.16(15) . . . . ? P4 C40 C41 N4 -174.74(8) . . . . ? P5 P4 C40 N3 -178.25(9) . . . . ? P5 P4 C40 C41 -2.32(10) . . . . ? P5 P6 C41 N4 175.55(10) . . . . ? P5 P6 C41 C40 -3.05(10) . . . . ? N1 C1 C28 C29 136.51(14) . . . . ? N1 C1 C28 C33 -44.89(18) . . . . ? N1 C2 C3 P3 -178.68(8) . . . . ? N1 C2 C3 N2 1.80(12) . . . . ? N1 C4 C5 C6 -178.28(10) . . . . ? N1 C4 C5 C10 1.59(17) . . . . ? N1 C4 C9 C8 178.34(11) . . . . ? N1 C4 C9 C13 -1.22(19) . . . . ? N2 C1 C28 C29 -45.56(19) . . . . ? N2 C1 C28 C33 133.04(13) . . . . ? N2 C16 C17 C18 -175.70(10) . . . . ? N2 C16 C17 C22 4.26(17) . . . . ? N2 C16 C21 C20 176.56(10) . . . . ? N2 C16 C21 C25 -5.23(17) . . . . ? N3 C39 C66 C67 129.88(13) . . . . ? N3 C39 C66 C71 -48.93(17) . . . . ? N3 C40 C41 P6 -179.16(8) . . . . ? N3 C40 C41 N4 1.95(12) . . . . ? N3 C42 C43 C44 -179.54(10) . . . . ? N3 C42 C43 C48 3.83(16) . . . . ? N3 C42 C47 C46 -179.26(9) . . . . ? N3 C42 C47 C51 1.08(15) . . . . ? N4 C39 C66 C67 -52.29(17) . . . . ? N4 C39 C66 C71 128.91(13) . . . . ? N4 C54 C55 C56 -174.10(11) . . . . ? N4 C54 C55 C60 7.42(17) . . . . ? N4 C54 C59 C58 173.90(11) . . . . ? N4 C54 C59 C63 -9.16(17) . . . . ? C1 N1 C2 P1 176.26(9) . . . . ? C1 N1 C2 C3 -1.76(12) . . . . ? C1 N1 C4 C5 -73.20(15) . . . . ? C1 N1 C4 C9 109.00(14) . . . . ? C1 N2 C3 P3 179.24(9) . . . . ? C1 N2 C3 C2 -1.27(13) . . . . ? C1 N2 C16 C17 100.13(14) . . . . ? C1 N2 C16 C21 -77.89(15) . . . . ? C1 C28 C29 C30 179.19(14) . . . . ? C1 C28 C33 C32 -178.85(13) . . . . ? C2 N1 C1 N2 0.99(13) . . . . ? C2 N1 C1 C28 179.22(11) . . . . ? C2 N1 C4 C5 98.86(13) . . . . ? C2 N1 C4 C9 -78.94(14) . . . . ? C3 N2 C1 N1 0.19(13) . . . . ? C3 N2 C1 C28 -178.06(11) . . . . ? C3 N2 C16 C17 -75.30(15) . . . . ? C3 N2 C16 C21 106.69(13) . . . . ? C4 N1 C1 N2 173.97(10) . . . . ? C4 N1 C1 C28 -7.80(19) . . . . ? C4 N1 C2 P1 3.06(17) . . . . ? C4 N1 C2 C3 -174.96(10) . . . . ? C4 C5 C6 C7 0.35(17) . . . . ? C4 C5 C10 C11 -120.42(12) . . . . ? C4 C5 C10 C12 116.18(13) . . . . ? C4 C9 C13 C14 114.28(14) . . . . ? C4 C9 C13 C15 -122.96(15) . . . . ? C5 C4 C9 C8 0.66(19) . . . . ? C5 C4 C9 C13 -178.90(13) . . . . ? C5 C6 C7 C8 -0.21(19) . . . . ? C6 C5 C10 C11 59.44(14) . . . . ? C6 C5 C10 C12 -63.96(14) . . . . ? C6 C7 C8 C9 0.3(2) . . . . ? C7 C8 C9 C4 -0.5(2) . . . . ? C7 C8 C9 C13 179.08(14) . . . . ? C8 C9 C13 C14 -65.28(18) . . . . ? C8 C9 C13 C15 57.49(19) . . . . ? C9 C4 C5 C6 -0.59(17) . . . . ? C9 C4 C5 C10 179.28(11) . . . . ? C10 C5 C6 C7 -179.53(11) . . . . ? C16 N2 C1 N1 -175.82(10) . . . . ? C16 N2 C1 C28 5.94(19) . . . . ? C16 N2 C3 P3 -4.73(17) . . . . ? C16 N2 C3 C2 174.75(10) . . . . ? C16 C17 C18 C19 -1.13(18) . . . . ? C16 C17 C22 C23 119.89(13) . . . . ? C16 C17 C22 C24 -117.00(15) . . . . ? C16 C21 C25 C26 -80.74(16) . . . . ? C16 C21 C25 C27 156.69(14) . . . . ? C17 C16 C21 C20 -1.31(18) . . . . ? C17 C16 C21 C25 176.90(11) . . . . ? C17 C18 C19 C20 -0.7(2) . . . . ? C18 C17 C22 C23 -60.16(15) . . . . ? C18 C17 C22 C24 62.96(17) . . . . ? C18 C19 C20 C21 1.7(2) . . . . ? C19 C20 C21 C16 -0.67(18) . . . . ? C19 C20 C21 C25 -178.89(12) . . . . ? C20 C21 C25 C26 97.37(16) . . . . ? C20 C21 C25 C27 -25.20(19) . . . . ? C21 C16 C17 C18 2.20(18) . . . . ? C21 C16 C17 C22 -177.84(11) . . . . ? C22 C17 C18 C19 178.90(12) . . . . ? C28 C29 C30 C31 -0.4(3) . . . . ? C29 C28 C33 C32 -0.2(2) . . . . ? C29 C30 C31 C32 -0.3(3) . . . . ? C30 C31 C32 C33 0.6(3) . . . . ? C31 C32 C33 C28 -0.4(3) . . . . ? C33 C28 C29 C30 0.6(2) . . . . ? C39 N3 C40 P4 174.70(8) . . . . ? C39 N3 C40 C41 -1.82(12) . . . . ? C39 N3 C42 C43 100.81(13) . . . . ? C39 N3 C42 C47 -81.57(13) . . . . ? C39 N4 C41 P6 179.76(9) . . . . ? C39 N4 C41 C40 -1.45(12) . . . . ? C39 N4 C54 C55 102.13(13) . . . . ? C39 N4 C54 C59 -74.59(14) . . . . ? C39 C66 C67 C68 -176.69(13) . . . . ? C39 C66 C71 C70 176.60(13) . . . . ? C40 N3 C39 N4 0.93(12) . . . . ? C40 N3 C39 C66 179.09(10) . . . . ? C40 N3 C42 C43 -93.52(13) . . . . ? C40 N3 C42 C47 84.09(13) . . . . ? C41 N4 C39 N3 0.34(12) . . . . ? C41 N4 C39 C66 -177.78(10) . . . . ? C41 N4 C54 C55 -82.30(14) . . . . ? C41 N4 C54 C59 100.99(13) . . . . ? C42 N3 C39 N4 168.28(10) . . . . ? C42 N3 C39 C66 -13.56(17) . . . . ? C42 N3 C40 P4 7.02(15) . . . . ? C42 N3 C40 C41 -169.51(9) . . . . ? C42 C43 C44 C45 -2.05(17) . . . . ? C42 C43 C48 C49 104.35(12) . . . . ? C42 C43 C48 C50 -133.47(11) . . . . ? C42 C47 C51 C52 -126.28(12) . . . . ? C42 C47 C51 C53 110.65(12) . . . . ? C43 C42 C47 C46 -1.74(16) . . . . ? C43 C42 C47 C51 178.60(10) . . . . ? C43 C44 C45 C46 -0.08(19) . . . . ? C44 C43 C48 C49 -72.20(13) . . . . ? C44 C43 C48 C50 49.98(14) . . . . ? C44 C45 C46 C47 1.44(18) . . . . ? C45 C46 C47 C42 -0.55(17) . . . . ? C45 C46 C47 C51 179.12(11) . . . . ? C46 C47 C51 C52 54.07(14) . . . . ? C46 C47 C51 C53 -69.00(14) . . . . ? C47 C42 C43 C44 3.00(16) . . . . ? C47 C42 C43 C48 -173.63(10) . . . . ? C48 C43 C44 C45 174.73(11) . . . . ? C54 N4 C39 N3 176.61(10) . . . . ? C54 N4 C39 C66 -1.51(17) . . . . ? C54 N4 C41 P6 3.69(17) . . . . ? C54 N4 C41 C40 -177.53(10) . . . . ? C54 C55 C56 C57 -0.3(2) . . . . ? C54 C55 C60 C61 115.18(13) . . . . ? C54 C55 C60 C62 -122.45(13) . . . . ? C54 C59 C63 C64 -105.52(14) . . . . ? C54 C59 C63 C65 130.64(14) . . . . ? C55 C54 C59 C58 -2.68(18) . . . . ? C55 C54 C59 C63 174.26(12) . . . . ? C55 C56 C57 C58 -1.6(2) . . . . ? C56 C55 C60 C61 -63.27(16) . . . . ? C56 C55 C60 C62 59.10(16) . . . . ? C56 C57 C58 C59 1.3(2) . . . . ? C57 C58 C59 C54 0.7(2) . . . . ? C57 C58 C59 C63 -176.33(13) . . . . ? C58 C59 C63 C64 71.36(16) . . . . ? C58 C59 C63 C65 -52.48(17) . . . . ? C59 C54 C55 C56 2.45(18) . . . . ? C59 C54 C55 C60 -176.03(12) . . . . ? C60 C55 C56 C57 178.27(13) . . . . ? C66 C67 C68 C69 -0.3(2) . . . . ? C67 C66 C71 C70 -2.2(2) . . . . ? C67 C68 C69 C70 -1.4(3) . . . . ? C68 C69 C70 C71 1.2(3) . . . . ? C69 C70 C71 C66 0.6(2) . . . . ? C71 C66 C67 C68 2.1(2) . . . . ? _shelx_res_file ; TITL rottschaefer109_a.res in P-1 rottschaefer109.res created by SHELXL-2018/3 at 08:08:39 on 05-Apr-2019 REM Old TITL rottschaefer109 in P-1 REM SHELXT solution in P-1: R1 0.080, Rweak 0.005, Alpha 0.046 REM 0.000 for 0 systematic absences, Orientation as input REM Formula found by SHELXT: C30 N5 O10 P5 Mo2 CELL 0.71073 12.6802 13.7259 23.021 93.562 101.027 98.039 ZERR 4 0.0001 0.0001 0.0002 0.001 0.001 0.001 LATT 1 SFAC C H Mo N O P UNIT 152 156 4 8 20 12 L.S. 11 PLAN 11 MORE -1 BOND $H CONF fmap 2 acta OMIT 0 0 6 OMIT -6 0 6 REM REM REM WGHT 0.021300 2.411200 FVAR 2.56430 MO1 3 0.186434 0.298412 0.217408 11.00000 0.01850 0.01207 = 0.01583 0.00271 0.00486 0.00409 MO2 3 0.737122 1.172690 0.276327 11.00000 0.02094 0.01440 = 0.01321 0.00342 0.00458 0.00782 P1 6 0.369561 0.498102 0.126086 11.00000 0.01792 0.01618 = 0.01883 0.00342 0.00744 0.00763 P2 6 0.242312 0.450046 0.168402 11.00000 0.02003 0.01386 = 0.01956 0.00434 0.00825 0.00586 P3 6 0.150943 0.564692 0.170829 11.00000 0.01818 0.01399 = 0.02484 0.00564 0.01196 0.00487 P4 6 0.896129 0.939477 0.329739 11.00000 0.01587 0.01253 = 0.01643 0.00423 0.00520 0.00289 P5 6 0.765193 1.017543 0.325947 11.00000 0.01927 0.01347 = 0.01595 0.00396 0.00431 0.00575 P6 6 0.649817 0.935938 0.365573 11.00000 0.01644 0.01737 = 0.01898 0.00475 0.00557 0.00742 O1 5 0.427494 0.256155 0.265125 11.00000 0.02562 0.03548 = 0.07978 -0.00213 -0.00404 0.01215 O2 5 0.215535 0.442656 0.334720 11.00000 0.04436 0.03890 = 0.02714 -0.01035 0.01024 0.00111 O3 5 -0.057512 0.335989 0.175075 11.00000 0.02165 0.03032 = 0.03387 0.00251 0.00170 0.00421 O4 5 0.177288 0.154017 0.101834 11.00000 0.09537 0.05072 = 0.02827 -0.00909 0.00461 0.04278 O5 5 0.079859 0.123853 0.279438 11.00000 0.03379 0.02128 = 0.03374 0.00970 0.01243 0.00323 O6 5 0.970567 1.296526 0.331738 11.00000 0.02687 0.03080 = 0.02895 0.00132 0.00974 0.00048 O7 5 0.840189 1.094491 0.169655 11.00000 0.06403 0.03786 = 0.03028 0.00386 0.02471 0.02261 O8 5 0.509724 1.058734 0.204557 11.00000 0.04196 0.07594 = 0.05700 -0.02503 -0.01228 0.00008 O9 5 0.638402 1.242251 0.386340 11.00000 0.03891 0.04758 = 0.03301 -0.00261 0.01972 0.01132 O10 5 0.677357 1.365537 0.219669 11.00000 0.05468 0.02687 = 0.03199 0.01291 0.00929 0.02055 N1 4 0.372618 0.696058 0.090909 11.00000 0.01302 0.01382 = 0.01576 0.00170 0.00602 0.00219 N2 4 0.226115 0.735171 0.116606 11.00000 0.01399 0.01226 = 0.02035 0.00311 0.00756 0.00369 N3 4 0.872745 0.760121 0.385728 11.00000 0.01278 0.01075 = 0.01236 0.00202 0.00381 0.00247 N4 4 0.717323 0.760417 0.413933 11.00000 0.01377 0.01288 = 0.01365 0.00224 0.00512 0.00273 C1 1 0.309487 0.767417 0.090630 11.00000 0.01466 0.01354 = 0.01775 0.00125 0.00590 0.00204 C2 1 0.327851 0.614403 0.116983 11.00000 0.01314 0.01402 = 0.01388 0.00179 0.00422 0.00297 C3 1 0.235271 0.640714 0.134402 11.00000 0.01436 0.01228 = 0.01699 0.00253 0.00566 0.00310 C4 1 0.465107 0.696235 0.062667 11.00000 0.01225 0.01541 = 0.01585 0.00038 0.00616 0.00166 C5 1 0.445518 0.679709 0.000583 11.00000 0.01558 0.01229 = 0.01566 0.00180 0.00445 0.00178 C6 1 0.535966 0.677540 -0.025405 11.00000 0.02038 0.01846 = 0.01628 0.00259 0.00766 0.00408 AFIX 43 H6 2 0.526198 0.667109 -0.066516 11.00000 -1.20000 AFIX 0 C7 1 0.639894 0.690627 0.008883 11.00000 0.01734 0.02290 = 0.02317 0.00453 0.01062 0.00603 AFIX 43 H7 2 0.699121 0.688700 -0.009320 11.00000 -1.20000 AFIX 0 C8 1 0.656395 0.706563 0.070062 11.00000 0.01221 0.03128 = 0.02249 0.00053 0.00434 0.00310 AFIX 43 H8 2 0.726846 0.715539 0.092505 11.00000 -1.20000 AFIX 0 C9 1 0.569336 0.709416 0.098696 11.00000 0.01414 0.02686 = 0.01680 -0.00282 0.00387 0.00109 C10 1 0.333057 0.664206 -0.038755 11.00000 0.01663 0.02222 = 0.01581 0.00281 0.00282 0.00002 AFIX 13 H10 2 0.279743 0.665470 -0.013115 11.00000 -1.20000 AFIX 0 C11 1 0.309369 0.563478 -0.075050 11.00000 0.03222 0.02366 = 0.02448 -0.00019 0.00173 -0.00661 AFIX 137 H11A 2 0.359714 0.561258 -0.101217 11.00000 -1.50000 H11B 2 0.236477 0.553722 -0.098029 11.00000 -1.50000 H11C 2 0.317062 0.512297 -0.048662 11.00000 -1.50000 AFIX 0 C12 1 0.320866 0.747864 -0.079668 11.00000 0.02429 0.02768 = 0.02326 0.00818 0.00072 0.00514 AFIX 137 H12A 2 0.333550 0.810063 -0.056013 11.00000 -1.50000 H12B 2 0.248655 0.737655 -0.103510 11.00000 -1.50000 H12C 2 0.372771 0.748176 -0.105060 11.00000 -1.50000 AFIX 0 C13 1 0.590949 0.725606 0.166178 11.00000 0.01653 0.06415 = 0.01745 -0.00932 0.00211 0.00306 AFIX 13 H13 2 0.521553 0.729807 0.178239 11.00000 -1.20000 AFIX 0 C14 1 0.637794 0.638480 0.194222 11.00000 0.02131 0.08050 = 0.01980 0.01229 0.00029 0.00009 AFIX 137 H14A 2 0.585893 0.579252 0.182593 11.00000 -1.50000 H14B 2 0.653207 0.651046 0.236721 11.00000 -1.50000 H14C 2 0.703634 0.630555 0.180923 11.00000 -1.50000 AFIX 0 C15 1 0.668099 0.822190 0.189257 11.00000 0.02860 0.06706 = 0.03921 -0.02870 -0.00485 0.00513 AFIX 137 H15A 2 0.737729 0.818363 0.179419 11.00000 -1.50000 H15B 2 0.676375 0.832427 0.231621 11.00000 -1.50000 H15C 2 0.638532 0.876293 0.171191 11.00000 -1.50000 AFIX 0 C16 1 0.136191 0.787255 0.121717 11.00000 0.01580 0.01327 = 0.02272 0.00514 0.00966 0.00540 C17 1 0.038230 0.756532 0.080874 11.00000 0.01675 0.01801 = 0.02243 0.00596 0.00804 0.00466 C18 1 -0.045417 0.811640 0.083639 11.00000 0.01660 0.02385 = 0.03063 0.00781 0.00783 0.00656 AFIX 43 H18 2 -0.111415 0.794527 0.056876 11.00000 -1.20000 AFIX 0 C19 1 -0.031574 0.891447 0.125661 11.00000 0.02169 0.02240 = 0.03895 0.00711 0.01322 0.01175 AFIX 43 H19 2 -0.088059 0.927711 0.126488 11.00000 -1.20000 AFIX 0 C20 1 0.065242 0.917877 0.166416 11.00000 0.02505 0.01681 = 0.03207 0.00170 0.01247 0.00811 AFIX 43 H20 2 0.072175 0.970673 0.194935 11.00000 -1.20000 AFIX 0 C21 1 0.152843 0.866751 0.165554 11.00000 0.01948 0.01359 = 0.02406 0.00440 0.00987 0.00426 C22 1 0.020290 0.667855 0.034913 11.00000 0.02052 0.02323 = 0.02290 0.00109 0.00373 0.00488 AFIX 13 H22 2 0.086617 0.637524 0.040789 11.00000 -1.20000 AFIX 0 C23 1 -0.073274 0.590884 0.044167 11.00000 0.02101 0.02469 = 0.04527 -0.00160 0.00512 0.00206 AFIX 137 H23A 2 -0.057545 0.571247 0.083818 11.00000 -1.50000 H23B 2 -0.081590 0.534242 0.016101 11.00000 -1.50000 H23C 2 -0.139364 0.618891 0.038385 11.00000 -1.50000 AFIX 0 C24 1 -0.001949 0.696694 -0.028687 11.00000 0.06676 0.04292 = 0.02248 0.00292 0.00261 0.00735 AFIX 137 H24A 2 -0.064767 0.729445 -0.034917 11.00000 -1.50000 H24B 2 -0.014915 0.638408 -0.055921 11.00000 -1.50000 H24C 2 0.059836 0.740386 -0.035265 11.00000 -1.50000 AFIX 0 C25 1 0.259054 0.894050 0.210885 11.00000 0.02154 0.01658 = 0.02513 0.00050 0.00719 0.00284 AFIX 13 H25 2 0.318600 0.883581 0.190792 11.00000 -1.20000 AFIX 0 C26 1 0.262710 0.827416 0.261703 11.00000 0.05684 0.03850 = 0.03506 0.01151 -0.01019 -0.01301 AFIX 137 H26A 2 0.206291 0.837666 0.282855 11.00000 -1.50000 H26B 2 0.332164 0.843110 0.288321 11.00000 -1.50000 H26C 2 0.251974 0.759578 0.245885 11.00000 -1.50000 AFIX 0 C27 1 0.280149 1.000942 0.237271 11.00000 0.03844 0.02022 = 0.07762 -0.00824 -0.01091 0.00424 AFIX 137 H27A 2 0.278228 1.043928 0.205869 11.00000 -1.50000 H27B 2 0.350341 1.014322 0.263302 11.00000 -1.50000 H27C 2 0.225200 1.012085 0.259307 11.00000 -1.50000 AFIX 0 C28 1 0.329109 0.864445 0.067926 11.00000 0.02721 0.01312 = 0.02621 0.00354 0.01664 0.00351 C29 1 0.245016 0.903144 0.033623 11.00000 0.03491 0.02747 = 0.04781 0.02055 0.02405 0.01549 AFIX 43 H29 2 0.175174 0.867287 0.024248 11.00000 -1.20000 AFIX 0 C30 1 0.266065 0.995869 0.013421 11.00000 0.06653 0.03287 = 0.06564 0.03187 0.04350 0.02959 AFIX 43 H30 2 0.210114 1.021894 -0.009730 11.00000 -1.20000 AFIX 0 C31 1 0.369256 1.049397 0.027487 11.00000 0.08995 0.01810 = 0.06804 0.01736 0.05277 0.01060 AFIX 43 H31 2 0.382816 1.111252 0.013687 11.00000 -1.20000 AFIX 0 C32 1 0.452250 1.011572 0.061885 11.00000 0.06825 0.02236 = 0.05224 0.00229 0.03026 -0.01507 AFIX 43 H32 2 0.521645 1.048280 0.071596 11.00000 -1.20000 AFIX 0 C33 1 0.433104 0.918923 0.082214 11.00000 0.03852 0.02095 = 0.03194 0.00060 0.01480 -0.00798 AFIX 43 H33 2 0.489550 0.893394 0.105279 11.00000 -1.20000 AFIX 0 C34 1 0.342391 0.272069 0.247378 11.00000 0.02467 0.01806 = 0.03865 0.00191 0.00566 0.00470 C35 1 0.203047 0.390652 0.292603 11.00000 0.02338 0.02202 = 0.02184 0.00282 0.00587 0.00277 C36 1 0.179158 0.206170 0.142436 11.00000 0.04467 0.02520 = 0.02292 0.00380 0.00594 0.01669 C37 1 0.030119 0.323373 0.189331 11.00000 0.02365 0.01577 = 0.01965 0.00162 0.00447 0.00191 C38 1 0.122407 0.186487 0.257423 11.00000 0.02345 0.01688 = 0.02090 0.00240 0.00401 0.00470 C39 1 0.802685 0.711269 0.415089 11.00000 0.01425 0.01168 = 0.01219 0.00087 0.00448 0.00219 C40 1 0.832822 0.844812 0.365467 11.00000 0.01367 0.01087 = 0.01291 0.00144 0.00263 0.00281 C41 1 0.732271 0.844216 0.382271 11.00000 0.01440 0.01346 = 0.01325 0.00233 0.00381 0.00312 C42 1 0.982907 0.742004 0.385812 11.00000 0.01229 0.01103 = 0.01527 0.00372 0.00429 0.00321 C43 1 1.004523 0.686649 0.337360 11.00000 0.01582 0.01419 = 0.01593 0.00366 0.00616 0.00337 C44 1 1.111975 0.671190 0.340321 11.00000 0.01923 0.02092 = 0.02039 0.00424 0.00905 0.00773 AFIX 43 H44 2 1.128944 0.633036 0.309586 11.00000 -1.20000 AFIX 0 C45 1 1.193605 0.711493 0.388045 11.00000 0.01573 0.02452 = 0.02464 0.00907 0.00682 0.00842 AFIX 43 H45 2 1.264522 0.700143 0.389086 11.00000 -1.20000 AFIX 0 C46 1 1.170231 0.768709 0.434320 11.00000 0.01569 0.01841 = 0.02097 0.00619 0.00164 0.00412 AFIX 43 H46 2 1.226063 0.796636 0.465733 11.00000 -1.20000 AFIX 0 C47 1 1.063769 0.785019 0.434413 11.00000 0.01673 0.01202 = 0.01596 0.00456 0.00319 0.00372 C48 1 0.919584 0.648576 0.281844 11.00000 0.01716 0.01905 = 0.01601 -0.00102 0.00622 0.00193 AFIX 13 H48 2 0.847758 0.655215 0.290051 11.00000 -1.20000 AFIX 0 C49 1 0.939526 0.712763 0.231507 11.00000 0.02155 0.02454 = 0.01685 0.00270 0.00587 0.00446 AFIX 137 H49A 2 0.931845 0.779667 0.242417 11.00000 -1.50000 H49B 2 0.887507 0.687873 0.195818 11.00000 -1.50000 H49C 2 1.011688 0.710862 0.224828 11.00000 -1.50000 AFIX 0 C50 1 0.919821 0.539713 0.262079 11.00000 0.03142 0.02043 = 0.02358 -0.00363 0.01347 0.00005 AFIX 137 H50A 2 0.985782 0.533356 0.248516 11.00000 -1.50000 H50B 2 0.858533 0.516920 0.230359 11.00000 -1.50000 H50C 2 0.915297 0.500792 0.295005 11.00000 -1.50000 AFIX 0 C51 1 1.039981 0.846604 0.485916 11.00000 0.01888 0.01356 = 0.01594 0.00075 0.00056 0.00403 AFIX 13 H51 2 0.964094 0.857318 0.475619 11.00000 -1.20000 AFIX 0 C52 1 1.112392 0.947752 0.496645 11.00000 0.02654 0.01533 = 0.02553 -0.00066 -0.00029 0.00126 AFIX 137 H52A 2 1.187331 0.938991 0.506422 11.00000 -1.50000 H52B 2 1.094886 0.985883 0.528893 11.00000 -1.50000 H52C 2 1.100346 0.981783 0.461343 11.00000 -1.50000 AFIX 0 C53 1 1.054141 0.793750 0.542968 11.00000 0.02940 0.01974 = 0.01643 0.00144 0.00291 0.00509 AFIX 137 H53A 2 1.008449 0.730499 0.535919 11.00000 -1.50000 H53B 2 1.034133 0.832873 0.573963 11.00000 -1.50000 H53C 2 1.128712 0.784767 0.554764 11.00000 -1.50000 AFIX 0 C54 1 0.623578 0.725354 0.438736 11.00000 0.01312 0.01684 = 0.01669 0.00397 0.00636 0.00320 C55 1 0.614816 0.768325 0.494225 11.00000 0.01835 0.02310 = 0.01721 0.00242 0.00683 0.00502 C56 1 0.528948 0.726171 0.518936 11.00000 0.02256 0.03722 = 0.02027 0.00265 0.01197 0.00422 AFIX 43 H56 2 0.520981 0.752663 0.555737 11.00000 -1.20000 AFIX 0 C57 1 0.455631 0.646148 0.490059 11.00000 0.02094 0.03945 = 0.02798 0.00677 0.01296 -0.00085 AFIX 43 H57 2 0.400101 0.618368 0.507901 11.00000 -1.20000 AFIX 0 C58 1 0.464343 0.606916 0.434529 11.00000 0.01803 0.02911 = 0.02781 0.00308 0.00740 -0.00289 AFIX 43 H58 2 0.413553 0.553777 0.415085 11.00000 -1.20000 AFIX 0 C59 1 0.548357 0.646098 0.407373 11.00000 0.01533 0.02079 = 0.01888 0.00208 0.00503 0.00105 C60 1 0.691117 0.858219 0.527314 11.00000 0.02458 0.02354 = 0.01964 -0.00249 0.00872 0.00441 AFIX 13 H60 2 0.746948 0.876951 0.504208 11.00000 -1.20000 AFIX 0 C61 1 0.628347 0.945092 0.532447 11.00000 0.03939 0.02753 = 0.03264 0.00063 0.01511 0.01197 AFIX 137 H61A 2 0.597073 0.960635 0.493408 11.00000 -1.50000 H61B 2 0.677137 1.001636 0.553317 11.00000 -1.50000 H61C 2 0.571549 0.927370 0.553827 11.00000 -1.50000 AFIX 0 C62 1 0.748280 0.838948 0.589523 11.00000 0.03972 0.03178 = 0.02292 -0.00577 -0.00007 0.00772 AFIX 137 H62A 2 0.694926 0.821431 0.613110 11.00000 -1.50000 H62B 2 0.796421 0.897534 0.608043 11.00000 -1.50000 H62C 2 0.789291 0.785810 0.586375 11.00000 -1.50000 AFIX 0 C63 1 0.551140 0.605063 0.344928 11.00000 0.01882 0.02855 = 0.02196 -0.00571 0.00618 -0.00383 AFIX 13 H63 2 0.620401 0.633752 0.335494 11.00000 -1.20000 AFIX 0 C64 1 0.459089 0.638349 0.300846 11.00000 0.02734 0.05943 = 0.02124 -0.00214 0.00052 0.00190 AFIX 137 H64A 2 0.390419 0.613694 0.310421 11.00000 -1.50000 H64B 2 0.460496 0.612960 0.261239 11.00000 -1.50000 H64C 2 0.468763 0.709218 0.303298 11.00000 -1.50000 AFIX 0 C65 1 0.543890 0.492900 0.338935 11.00000 0.04097 0.02951 = 0.05077 -0.01383 0.01820 -0.00504 AFIX 137 H65A 2 0.600758 0.473867 0.367833 11.00000 -1.50000 H65B 2 0.551812 0.471267 0.299753 11.00000 -1.50000 H65C 2 0.474536 0.462977 0.345446 11.00000 -1.50000 AFIX 0 C66 1 0.816822 0.618580 0.441763 11.00000 0.01581 0.01193 = 0.01581 0.00319 0.00572 0.00238 C67 1 0.807091 0.607030 0.500297 11.00000 0.03016 0.01819 = 0.01793 0.00426 0.01089 0.00869 AFIX 43 H67 2 0.787585 0.657627 0.522828 11.00000 -1.20000 AFIX 0 C68 1 0.826491 0.520172 0.524855 11.00000 0.04276 0.02466 = 0.02278 0.01184 0.01647 0.01257 AFIX 43 H68 2 0.820342 0.512587 0.563991 11.00000 -1.20000 AFIX 0 C69 1 0.854997 0.444597 0.491390 11.00000 0.05012 0.01964 = 0.03517 0.01491 0.02343 0.01511 AFIX 43 H69 2 0.869466 0.386897 0.508344 11.00000 -1.20000 AFIX 0 C70 1 0.862041 0.454546 0.432878 11.00000 0.05652 0.01622 = 0.03529 0.00824 0.02671 0.01541 AFIX 43 H70 2 0.879861 0.403116 0.410242 11.00000 -1.20000 AFIX 0 C71 1 0.842510 0.541335 0.407889 11.00000 0.03659 0.01542 = 0.02134 0.00447 0.01559 0.00775 AFIX 43 H71 2 0.846624 0.547811 0.368377 11.00000 -1.20000 AFIX 0 C72 1 0.887661 1.249428 0.313820 11.00000 0.02692 0.01969 = 0.01854 0.00426 0.01009 0.00874 C73 1 0.803388 1.122926 0.207661 11.00000 0.03848 0.02097 = 0.02079 0.00538 0.00913 0.01195 C74 1 0.589873 1.099627 0.231684 11.00000 0.03344 0.03486 = 0.02778 -0.00497 0.00035 0.00935 C75 1 0.673037 1.217160 0.346917 11.00000 0.02166 0.02337 = 0.02279 0.00306 0.00614 0.00635 C76 1 0.701249 1.294973 0.239266 11.00000 0.03261 0.02261 = 0.01895 0.00430 0.00631 0.01090 HKLF 4 REM rottschaefer109_a.res in P-1 REM wR2 = 0.0652, GooF = S = 1.055, Restrained GooF = 1.055 for all data REM R1 = 0.0279 for 24041 Fo > 4sig(Fo) and 0.0356 for all 27490 data REM 899 parameters refined using 0 restraints END WGHT 0.0214 2.3983 REM Highest difference peak 0.644, deepest hole -0.581, 1-sigma level 0.062 Q1 1 0.2912 1.0038 0.2031 11.00000 0.05 0.64 Q2 1 0.2326 0.8772 0.2691 11.00000 0.05 0.60 Q3 1 0.6323 0.6948 0.2023 11.00000 0.05 0.57 Q4 1 1.0259 0.7647 0.4096 11.00000 0.05 0.53 Q5 1 0.4600 0.6928 0.0315 11.00000 0.05 0.51 Q6 1 0.6657 0.8716 0.1729 11.00000 0.05 0.50 Q7 1 0.9863 0.7066 0.3584 11.00000 0.05 0.48 Q8 1 0.5979 0.7803 0.1615 11.00000 0.05 0.48 Q9 1 -0.0027 0.7877 0.0808 11.00000 0.05 0.47 Q10 1 1.1176 0.7825 0.4331 11.00000 0.05 0.46 Q11 1 0.7793 0.8461 0.3720 11.00000 0.05 0.46 ; _shelx_res_checksum 65123 _olex2_date_sample_data_collection 2019-04-04 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling - Detector area scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.070 _oxdiff_exptl_absorpt_empirical_full_min 0.940