# Electronic Supplementary Material (ESI) for RSC Advances. # This journal is © The Royal Society of Chemistry 2018 ####################################################################### # # 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_invt _database_code_depnum_ccdc_archive 'CCDC 1819816' _audit_update_record ; 2018-09-17 deposited with the CCDC. 2018-10-16 downloaded from the CCDC. ; _audit_creation_date 2018-08-28 _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 'C12 H15 N3 S2' _chemical_formula_sum 'C12 H15 N3 S2' _chemical_formula_weight 265.39 _chemical_absolute_configuration ? _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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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 9 _space_group_name_H-M_alt 'C 1 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' _cell_length_a 11.438(2) _cell_length_b 11.940(2) _cell_length_c 9.8740(19) _cell_angle_alpha 90 _cell_angle_beta 107.370(2) _cell_angle_gamma 90 _cell_volume 1287.0(4) _cell_formula_units_Z 4 _cell_measurement_reflns_used 4687 _cell_measurement_temperature 220(2) _cell_measurement_theta_max 26.92 _cell_measurement_theta_min 3.41 _shelx_estimated_absorpt_T_max 0.966 _shelx_estimated_absorpt_T_min 0.947 _exptl_absorpt_coefficient_mu 0.395 _exptl_absorpt_correction_T_max ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_type none _exptl_absorpt_process_details ? _exptl_absorpt_special_details ? _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.370 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description block _exptl_crystal_F_000 560 _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.137 _exptl_crystal_size_min 0.087 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0183 _diffrn_reflns_av_unetI/netI 0.0230 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 6623 _diffrn_reflns_point_group_measured_fraction_full 0.996 _diffrn_reflns_point_group_measured_fraction_max 0.989 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 26.948 _diffrn_reflns_theta_min 3.413 _diffrn_ambient_temperature 220.15 _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source ? _diffrn_standards_number 0 _reflns_Friedel_coverage 0.976 _reflns_Friedel_fraction_full 0.993 _reflns_Friedel_fraction_max 0.979 _reflns_number_gt 2716 _reflns_number_total 2763 _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 ? _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _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 ? _refine_diff_density_max 0.141 _refine_diff_density_min -0.128 _refine_diff_density_rms 0.029 _refine_ls_abs_structure_details ; Flack x determined using 1313 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack 0.04(2) _refine_ls_extinction_coef 0.0202(12) _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 1.052 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 156 _refine_ls_number_reflns 2763 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0208 _refine_ls_R_factor_gt 0.0203 _refine_ls_restrained_S_all 1.051 _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^)+(0.0261P)^2^+0.2095P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0505 _refine_ls_wR_factor_ref 0.0509 _refine_special_details ? _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.a Secondary CH2 refined with riding coordinates: C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B) 2.b Aromatic/amide H refined with riding coordinates: C1(H1), C4(H4) 2.c Idealised Me refined as rotating group: C12(H12A,H12B,H12C) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary ? _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 S1 S 0.78559(5) 0.87248(4) 0.19861(5) 0.03380(14) Uani 1 1 d . . . . . N1 N 0.87977(16) 0.73276(14) 0.4051(2) 0.0348(4) Uani 1 1 d . . . . . C1 C 0.8859(2) 0.76711(18) 0.2826(2) 0.0371(5) Uani 1 1 d . . . . . H1 H 0.942496 0.736133 0.240930 0.045 Uiso 1 1 calc R . . . . S2 S 0.52876(4) 1.02050(4) 0.37842(5) 0.03299(14) Uani 1 1 d . . . . . N2 N 0.74666(16) 0.78770(14) 0.55270(17) 0.0294(4) Uani 1 1 d . . . . . C2 C 0.79020(17) 0.79325(16) 0.4371(2) 0.0282(4) Uani 1 1 d . . . . . C3 C 0.65533(17) 0.86683(16) 0.5274(2) 0.0273(4) Uani 1 1 d . . . . . N3 N 0.58073(17) 0.89703(16) 0.60616(17) 0.0339(4) Uani 1 1 d . . . . . C4 C 0.5100(2) 0.97720(19) 0.5376(2) 0.0354(5) Uani 1 1 d . . . . . H4 H 0.450823 1.010270 0.573541 0.042 Uiso 1 1 calc R . . . . C5 C 0.64118(17) 0.92125(15) 0.3991(2) 0.0267(4) Uani 1 1 d . . . . . C6 C 0.72834(17) 0.87339(15) 0.34069(19) 0.0267(4) Uani 1 1 d . . . . . C7 C 0.7962(2) 0.72245(17) 0.6823(2) 0.0355(5) Uani 1 1 d . . . . . H7A H 0.855261 0.667999 0.667358 0.043 Uiso 1 1 calc R . . . . H7B H 0.729475 0.680654 0.702303 0.043 Uiso 1 1 calc R . . . . C8 C 0.85906(19) 0.79502(19) 0.8101(2) 0.0353(5) Uani 1 1 d . . . . . H8A H 0.799013 0.847855 0.826270 0.042 Uiso 1 1 calc R . . . . H8B H 0.886511 0.746932 0.894118 0.042 Uiso 1 1 calc R . . . . C9 C 0.9679(2) 0.86046(18) 0.7950(2) 0.0352(5) Uani 1 1 d . . . . . H9A H 0.941700 0.905937 0.708565 0.042 Uiso 1 1 calc R . . . . H9B H 1.030223 0.807743 0.784299 0.042 Uiso 1 1 calc R . . . . C10 C 1.0246(2) 0.9365(2) 0.9205(2) 0.0383(5) Uani 1 1 d . . . . . H10A H 1.053502 0.890585 1.006319 0.046 Uiso 1 1 calc R . . . . H10B H 0.961414 0.987176 0.933369 0.046 Uiso 1 1 calc R . . . . C11 C 1.1307(2) 1.0055(2) 0.9039(3) 0.0457(6) Uani 1 1 d . . . . . H11A H 1.196423 0.954780 0.898088 0.055 Uiso 1 1 calc R . . . . H11B H 1.103392 1.047037 0.814311 0.055 Uiso 1 1 calc R . . . . C12 C 1.1817(3) 1.0875(2) 1.0236(3) 0.0559(7) Uani 1 1 d . . . . . H12A H 1.246832 1.130810 1.004673 0.084 Uiso 1 1 calc GR . . . . H12B H 1.213834 1.046837 1.111975 0.084 Uiso 1 1 calc GR . . . . H12C H 1.117032 1.137532 1.031026 0.084 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 S1 0.0406(3) 0.0338(3) 0.0322(3) 0.0014(2) 0.0188(2) 0.0059(2) N1 0.0336(9) 0.0320(9) 0.0399(9) -0.0007(7) 0.0125(7) 0.0068(7) C1 0.0362(11) 0.0350(11) 0.0445(12) -0.0037(9) 0.0188(9) 0.0063(9) S2 0.0367(3) 0.0381(3) 0.0255(2) 0.0032(2) 0.01129(18) 0.0143(2) N2 0.0322(8) 0.0294(8) 0.0261(8) 0.0035(6) 0.0078(7) 0.0056(7) C2 0.0287(9) 0.0266(9) 0.0293(10) -0.0017(7) 0.0083(8) 0.0013(7) C3 0.0293(9) 0.0280(9) 0.0244(9) -0.0008(7) 0.0076(8) 0.0022(7) N3 0.0367(9) 0.0415(10) 0.0257(8) 0.0006(7) 0.0125(7) 0.0055(8) C4 0.0344(11) 0.0469(12) 0.0272(10) -0.0010(9) 0.0127(8) 0.0089(9) C5 0.0291(9) 0.0262(9) 0.0243(9) -0.0001(7) 0.0074(8) 0.0039(7) C6 0.0293(9) 0.0269(9) 0.0250(9) -0.0002(7) 0.0099(8) 0.0007(7) C7 0.0401(11) 0.0304(9) 0.0328(11) 0.0076(9) 0.0061(8) 0.0027(9) C8 0.0374(11) 0.0385(11) 0.0274(10) 0.0062(8) 0.0057(9) 0.0028(9) C9 0.0347(10) 0.0351(10) 0.0349(11) 0.0018(9) 0.0090(8) 0.0040(9) C10 0.0357(10) 0.0420(12) 0.0332(11) 0.0027(9) 0.0042(9) 0.0016(9) C11 0.0398(13) 0.0476(13) 0.0496(14) -0.0044(11) 0.0131(11) -0.0029(10) C12 0.0480(15) 0.0542(15) 0.0640(18) -0.0116(14) 0.0145(12) -0.0098(12) _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 S1 C1 1.738(2) . ? S1 C6 1.7163(19) . ? N1 C1 1.299(3) . ? N1 C2 1.365(2) . ? C1 H1 0.9400 . ? S2 C4 1.728(2) . ? S2 C5 1.7155(18) . ? N2 C2 1.377(3) . ? N2 C3 1.375(2) . ? N2 C7 1.461(3) . ? C2 C6 1.386(3) . ? C3 N3 1.364(3) . ? C3 C5 1.389(3) . ? N3 C4 1.305(3) . ? C4 H4 0.9400 . ? C5 C6 1.413(3) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 C8 1.523(3) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 C9 1.515(3) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 C10 1.516(3) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 C11 1.516(3) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 C12 1.512(4) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 H12C 0.9700 . ? 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 C6 S1 C1 88.47(10) . . ? C1 N1 C2 107.53(17) . . ? S1 C1 H1 121.3 . . ? N1 C1 S1 117.47(16) . . ? N1 C1 H1 121.3 . . ? C5 S2 C4 88.70(10) . . ? C2 N2 C7 127.63(17) . . ? C3 N2 C2 105.03(15) . . ? C3 N2 C7 126.94(16) . . ? N1 C2 N2 130.42(18) . . ? N1 C2 C6 118.12(17) . . ? N2 C2 C6 111.46(16) . . ? N2 C3 C5 111.26(16) . . ? N3 C3 N2 130.44(17) . . ? N3 C3 C5 118.30(17) . . ? C4 N3 C3 107.13(17) . . ? S2 C4 H4 121.1 . . ? N3 C4 S2 117.74(16) . . ? N3 C4 H4 121.1 . . ? C3 C5 S2 108.10(14) . . ? C3 C5 C6 106.18(16) . . ? C6 C5 S2 145.69(16) . . ? C2 C6 S1 108.41(14) . . ? C2 C6 C5 106.07(16) . . ? C5 C6 S1 145.50(15) . . ? N2 C7 H7A 109.0 . . ? N2 C7 H7B 109.0 . . ? N2 C7 C8 112.73(16) . . ? H7A C7 H7B 107.8 . . ? C8 C7 H7A 109.0 . . ? C8 C7 H7B 109.0 . . ? C7 C8 H8A 108.7 . . ? C7 C8 H8B 108.7 . . ? H8A C8 H8B 107.6 . . ? C9 C8 C7 114.23(18) . . ? C9 C8 H8A 108.7 . . ? C9 C8 H8B 108.7 . . ? C8 C9 H9A 109.0 . . ? C8 C9 H9B 109.0 . . ? C8 C9 C10 113.07(19) . . ? H9A C9 H9B 107.8 . . ? C10 C9 H9A 109.0 . . ? C10 C9 H9B 109.0 . . ? C9 C10 H10A 108.9 . . ? C9 C10 H10B 108.9 . . ? C9 C10 C11 113.5(2) . . ? H10A C10 H10B 107.7 . . ? C11 C10 H10A 108.9 . . ? C11 C10 H10B 108.9 . . ? C10 C11 H11A 108.8 . . ? C10 C11 H11B 108.8 . . ? H11A C11 H11B 107.7 . . ? C12 C11 C10 113.7(2) . . ? C12 C11 H11A 108.8 . . ? C12 C11 H11B 108.8 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12B 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 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 C2 C6 S1 0.5(2) . . . . ? N1 C2 C6 C5 179.25(16) . . . . ? C1 S1 C6 C2 -0.46(15) . . . . ? C1 S1 C6 C5 -178.4(3) . . . . ? C1 N1 C2 N2 178.7(2) . . . . ? C1 N1 C2 C6 -0.2(2) . . . . ? S2 C5 C6 S1 -4.7(5) . . . . ? S2 C5 C6 C2 177.4(2) . . . . ? N2 C2 C6 S1 -178.60(14) . . . . ? N2 C2 C6 C5 0.2(2) . . . . ? N2 C3 N3 C4 179.3(2) . . . . ? N2 C3 C5 S2 -178.44(13) . . . . ? N2 C3 C5 C6 0.1(2) . . . . ? N2 C7 C8 C9 -61.2(2) . . . . ? C2 N1 C1 S1 -0.2(2) . . . . ? C2 N2 C3 N3 179.7(2) . . . . ? C2 N2 C3 C5 0.0(2) . . . . ? C2 N2 C7 C8 108.0(2) . . . . ? C3 N2 C2 N1 -179.04(19) . . . . ? C3 N2 C2 C6 -0.1(2) . . . . ? C3 N2 C7 C8 -63.6(3) . . . . ? C3 N3 C4 S2 -0.2(2) . . . . ? C3 C5 C6 S1 177.8(2) . . . . ? C3 C5 C6 C2 -0.2(2) . . . . ? N3 C3 C5 S2 1.8(2) . . . . ? N3 C3 C5 C6 -179.61(17) . . . . ? C4 S2 C5 C3 -1.50(15) . . . . ? C4 S2 C5 C6 -179.0(3) . . . . ? C5 S2 C4 N3 1.09(19) . . . . ? C5 C3 N3 C4 -1.1(3) . . . . ? C6 S1 C1 N1 0.41(19) . . . . ? C7 N2 C2 N1 7.9(3) . . . . ? C7 N2 C2 C6 -173.21(18) . . . . ? C7 N2 C3 N3 -7.2(3) . . . . ? C7 N2 C3 C5 173.15(18) . . . . ? C7 C8 C9 C10 177.03(17) . . . . ? C8 C9 C10 C11 -177.87(19) . . . . ? C9 C10 C11 C12 175.8(2) . . . . ? _shelx_res_file ; TITL cc in Cc invt.res created by SHELXL-2018/3 at 11:26:01 on 28-Aug-2018 CELL 0.71073 11.4381 11.94 9.874 90 107.37 90 ZERR 4 0.0023 0.0023 0.0019 0 0.002 0 LATT -7 SYMM +X,-Y,0.5+Z SFAC C H N S UNIT 48 60 12 8 L.S. 9 PLAN 20 SIZE 0.087 0.137 0.14 TEMP -53 BOND $h HTAB conf fmap 2 acta REM REM REM WGHT 0.026100 0.209500 EXTI 0.020218 FVAR 0.21261 S1 4 0.785589 0.872480 0.198609 11.00000 0.04059 0.03377 = 0.03225 0.00142 0.01883 0.00593 N1 3 0.879765 0.732765 0.405140 11.00000 0.03364 0.03203 = 0.03985 -0.00072 0.01249 0.00678 C1 1 0.885919 0.767112 0.282578 11.00000 0.03617 0.03501 = 0.04451 -0.00366 0.01881 0.00627 AFIX 43 H1 2 0.942496 0.736133 0.240930 11.00000 -1.20000 AFIX 0 S2 4 0.528762 1.020505 0.378421 11.00000 0.03666 0.03809 = 0.02552 0.00318 0.01129 0.01431 N2 3 0.746663 0.787702 0.552699 11.00000 0.03221 0.02936 = 0.02612 0.00345 0.00777 0.00558 C2 1 0.790204 0.793249 0.437072 11.00000 0.02868 0.02655 = 0.02927 -0.00166 0.00831 0.00126 C3 1 0.655331 0.866835 0.527362 11.00000 0.02931 0.02805 = 0.02435 -0.00078 0.00760 0.00219 N3 3 0.580733 0.897028 0.606156 11.00000 0.03666 0.04149 = 0.02567 0.00057 0.01255 0.00548 C4 1 0.509992 0.977199 0.537572 11.00000 0.03437 0.04694 = 0.02719 -0.00098 0.01273 0.00891 AFIX 43 H4 2 0.450823 1.010270 0.573541 11.00000 -1.20000 AFIX 0 C5 1 0.641183 0.921245 0.399085 11.00000 0.02909 0.02622 = 0.02431 -0.00007 0.00741 0.00386 C6 1 0.728338 0.873395 0.340689 11.00000 0.02931 0.02686 = 0.02503 -0.00022 0.00990 0.00073 C7 1 0.796204 0.722448 0.682323 11.00000 0.04011 0.03040 = 0.03276 0.00762 0.00607 0.00271 AFIX 23 H7A 2 0.855261 0.667999 0.667358 11.00000 -1.20000 H7B 2 0.729475 0.680654 0.702303 11.00000 -1.20000 AFIX 0 C8 1 0.859062 0.795021 0.810140 11.00000 0.03744 0.03849 = 0.02742 0.00618 0.00572 0.00276 AFIX 23 H8A 2 0.799013 0.847855 0.826270 11.00000 -1.20000 H8B 2 0.886511 0.746932 0.894118 11.00000 -1.20000 AFIX 0 C9 1 0.967909 0.860462 0.795005 11.00000 0.03470 0.03505 = 0.03486 0.00179 0.00897 0.00404 AFIX 23 H9A 2 0.941700 0.905937 0.708565 11.00000 -1.20000 H9B 2 1.030223 0.807743 0.784299 11.00000 -1.20000 AFIX 0 C10 1 1.024624 0.936468 0.920484 11.00000 0.03574 0.04195 = 0.03323 0.00269 0.00424 0.00163 AFIX 23 H10A 2 1.053502 0.890585 1.006319 11.00000 -1.20000 H10B 2 0.961414 0.987176 0.933369 11.00000 -1.20000 AFIX 0 C11 1 1.130728 1.005512 0.903864 11.00000 0.03981 0.04760 = 0.04959 -0.00437 0.01305 -0.00290 AFIX 23 H11A 2 1.196423 0.954780 0.898088 11.00000 -1.20000 H11B 2 1.103392 1.047037 0.814311 11.00000 -1.20000 AFIX 0 C12 1 1.181670 1.087518 1.023611 11.00000 0.04796 0.05419 = 0.06402 -0.01165 0.01451 -0.00984 AFIX 137 H12A 2 1.246832 1.130810 1.004673 11.00000 -1.50000 H12B 2 1.213834 1.046837 1.111975 11.00000 -1.50000 H12C 2 1.117032 1.137532 1.031026 11.00000 -1.50000 AFIX 0 HKLF 4 REM cc in Cc REM wR2 = 0.0509, GooF = S = 1.052, Restrained GooF = 1.051 for all data REM R1 = 0.0203 for 2716 Fo > 4sig(Fo) and 0.0208 for all 2763 data REM 156 parameters refined using 2 restraints END WGHT 0.0260 0.2099 REM No hydrogen bonds found for HTAB generation REM Highest difference peak 0.141, deepest hole -0.128, 1-sigma level 0.029 Q1 1 0.7041 0.9229 0.3785 11.00000 0.05 0.14 Q2 1 0.6307 0.8778 0.4454 11.00000 0.05 0.14 Q3 1 0.7544 0.8273 0.3803 11.00000 0.05 0.14 Q4 1 0.7711 0.8513 0.4055 11.00000 0.05 0.13 Q5 1 0.8428 0.8263 0.2575 11.00000 0.05 0.13 Q6 1 0.7538 0.8934 0.2895 11.00000 0.05 0.12 Q7 1 0.7350 0.8777 0.2655 11.00000 0.05 0.12 Q8 1 0.6892 0.8146 0.5354 11.00000 0.05 0.12 Q9 1 0.6013 0.9684 0.3800 11.00000 0.05 0.11 Q10 1 0.8396 0.7825 0.4357 11.00000 0.05 0.10 Q11 1 0.4831 1.0756 0.3142 11.00000 0.05 0.10 Q12 1 0.9202 0.6598 0.4178 11.00000 0.05 0.10 Q13 1 0.9448 0.6902 0.4925 11.00000 0.05 0.10 Q14 1 0.5911 0.9053 0.7067 11.00000 0.05 0.10 Q15 1 0.6139 0.8740 0.5615 11.00000 0.05 0.10 Q16 1 0.5622 1.0869 0.4317 11.00000 0.05 0.09 Q17 1 1.0791 0.9716 0.9170 11.00000 0.05 0.09 Q18 1 1.1189 1.1019 0.8979 11.00000 0.05 0.09 Q19 1 0.5577 1.0267 0.4810 11.00000 0.05 0.09 Q20 1 0.8587 0.6636 0.3882 11.00000 0.05 0.09 ; _shelx_res_checksum 2581 _olex2_submission_special_instructions 'No special instructions were received' ####################################################################### # # 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_str0086lt100k _database_code_depnum_ccdc_archive 'CCDC 1819817' _audit_update_record ; 2018-09-17 deposited with the CCDC. 2018-10-16 downloaded from the CCDC. ; _audit_creation_date 2018-09-11 _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 'C12 H13 I2 N3 S2' _chemical_formula_sum 'C12 H13 I2 N3 S2' _chemical_formula_weight 517.17 _chemical_absolute_configuration ? _chemical_melting_point ? _chemical_oxdiff_formula C10H10N3S2I2 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' I I -0.4742 1.8119 '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' S S 0.1246 0.1234 '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 8 _space_group_name_H-M_alt 'C 1 m 1' _space_group_name_Hall 'C -2y' loop_ _space_group_symop_operation_xyz 'x, y, z' 'x, -y, z' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z' _cell_length_a 16.8767(2) _cell_length_b 33.8581(5) _cell_length_c 4.41650(10) _cell_angle_alpha 90 _cell_angle_beta 91.6500(10) _cell_angle_gamma 90 _cell_volume 2522.60(7) _cell_formula_units_Z 6 _cell_measurement_reflns_used 41565 _cell_measurement_temperature 100.00(10) _cell_measurement_theta_max 31.1450 _cell_measurement_theta_min 2.1560 _shelx_estimated_absorpt_T_max ? _shelx_estimated_absorpt_T_min ? _exptl_absorpt_coefficient_mu 3.979 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.66919 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.40.12b (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_special_details ? _exptl_crystal_colour 'clear light yellow' _exptl_crystal_density_diffrn 2.043 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description plate _exptl_crystal_F_000 1464 _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.035 _exptl_crystal_size_min 0.015 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0237 _diffrn_reflns_av_unetI/netI 0.0117 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_k_max 43 _diffrn_reflns_limit_k_min -43 _diffrn_reflns_limit_l_max 5 _diffrn_reflns_limit_l_min -5 _diffrn_reflns_number 36525 _diffrn_reflns_point_group_measured_fraction_full 0.995 _diffrn_reflns_point_group_measured_fraction_max 0.992 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.100 _diffrn_reflns_theta_min 2.171 _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 100.00(10) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean ? _diffrn_detector_type HyPix _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _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 -20.00 63.00 0.50 30.00 -- -5.49 39.00 10.61 166 2 \w 21.00 61.00 0.50 30.00 -- -5.49 33.00 45.33 80 3 \w 43.00 69.00 0.50 30.00 -- -5.49 33.00 142.30 52 4 \w -18.00 39.00 0.50 30.00 -- 4.56 -99.00 30.00 114 5 \w 18.00 43.00 0.50 30.00 -- 4.56-106.00 -58.00 50 6 \w -19.00 62.00 0.50 30.00 -- -5.49 19.00 -90.00 162 7 \w 39.00 65.00 0.50 30.00 -- -5.49 40.00-143.04 52 8 \w -20.00 21.00 0.50 30.00 -- -5.49 40.00-143.04 82 9 \w -19.00 54.00 0.50 30.00 -- -5.49 35.00 -47.98 146 10 \w -20.00 6.00 0.50 30.00 -- -5.49 33.00 45.33 52 11 \w -20.00 36.00 0.50 30.00 -- -5.49 33.00 142.30 112 12 \w -18.00 27.00 0.50 30.00 -- -5.49 -99.00 90.00 90 13 \w -18.00 29.00 0.50 30.00 -- -5.49 -99.00 -60.00 94 14 \w -18.00 23.00 0.50 30.00 -- -5.49 -99.00 -90.00 82 15 \w -13.00 29.00 0.50 30.00 -- -5.49 -99.00-180.00 84 16 \w -64.00 20.00 0.50 30.00 -- 4.56 -57.00-180.00 168 17 \w -70.00 19.00 0.50 30.00 -- 4.56 -33.00 81.66 178 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'XtaLAB Synergy, Dualflex, HyPix' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0006487000 _diffrn_orient_matrix_UB_12 0.0200686000 _diffrn_orient_matrix_UB_13 0.0459134000 _diffrn_orient_matrix_UB_21 -0.0368473000 _diffrn_orient_matrix_UB_22 -0.0031585000 _diffrn_orient_matrix_UB_23 0.0693936000 _diffrn_orient_matrix_UB_31 0.0202232000 _diffrn_orient_matrix_UB_32 -0.0051203000 _diffrn_orient_matrix_UB_33 0.1374312000 _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 'PhotonJet (Mo) X-ray Source' _reflns_Friedel_coverage 0.979 _reflns_Friedel_fraction_full 0.991 _reflns_Friedel_fraction_max 0.985 _reflns_number_gt 5610 _reflns_number_total 5624 _reflns_odcompleteness_completeness 99.92 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 26.32 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. Structure factors included contributions from the .fab file. _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 1.171.40.12b (Rigaku OD, 2018)' _computing_data_collection 'CrysAlisPro 1.171.40.12b (Rigaku OD, 2018)' _computing_data_reduction 'CrysAlisPro 1.171.40.12b (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 0.888 _refine_diff_density_min -0.681 _refine_diff_density_rms 0.091 _refine_ls_abs_structure_details ; Flack x determined using 2759 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack -0.027(10) _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 260 _refine_ls_number_reflns 5624 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0187 _refine_ls_R_factor_gt 0.0187 _refine_ls_restrained_S_all 1.055 _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^)+(0.0295P)^2^+7.3822P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0478 _refine_ls_wR_factor_ref 0.0479 _refine_special_details ? _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H,H) groups, All C(H,H,H,H) groups At 1.5 times of: All C(H,H,H) groups 2. Restrained distances C9A-C10A \\sim C11A-C12A with sigma of 0.005 C9A-C10A \\sim C11B-C12B with sigma of 0.005 3. Uiso/Uaniso restraints and constraints Uanis(C7A) = Uanis(C11A) Uanis(C7A) = Uanis(C11B) Uanis(C8A) = Uanis(C12A) Uanis(C8A) = Uanis(C12B) Uanis(C9A) = Uanis(C10A) 4. Others Sof(H10C)=Sof(H10D)=Sof(C11B)=Sof(H11C)=Sof(H11D)=Sof(C12B)=Sof(H12D)= Sof(H12E)=Sof(H12F)=1-FVAR(1) Sof(H10A)=Sof(H10B)=Sof(C11A)=Sof(H11A)=Sof(H11B)=Sof(C12A)=Sof(H12A)= Sof(H12B)=Sof(H12C)=FVAR(1) Fixed Sof: H4A(0.5) H4B(0.5) H5A(0.5) H5B(0.5) H6A(0.5) H6B(0.5) H7A(0.5) H7B(0.5) H8A(0.5) H8B(0.5) H9A(0.5) H9B(0.5) H9C(0.5) 5.a Secondary CH2 refined with riding coordinates: C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C7A(H7AA, H7AB), C8A(H8AA,H8AB), C9A(H9AA,H9AB), C10A(H10A,H10B), C10A(H10C,H10D), C11A(H11A,H11B), C11B(H11C,H11D) 5.b Idealised Me refined as rotating group: C9(H9A,H9B,H9C), C12A(H12A,H12B,H12C), C12B(H12D,H12E,H12F) ; _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 I1 I 0.29180(2) 0.34768(2) 0.40115(6) 0.01853(8) Uani 1 1 d . . . . . S1 S 0.36439(8) 0.43676(4) 0.2586(3) 0.0227(3) Uani 1 1 d . . . . . N1 N 0.2401(3) 0.42844(13) 0.5925(10) 0.0178(8) Uani 1 1 d . . . . . N2 N 0.2178(4) 0.500000 0.6786(14) 0.0184(12) Uani 1 2 d S T P . . C1 C 0.2931(3) 0.40877(15) 0.4422(12) 0.0191(10) Uani 1 1 d . . . . . C2 C 0.2566(3) 0.46764(15) 0.5662(12) 0.0195(10) Uani 1 1 d . . . . . C3 C 0.3201(3) 0.47909(15) 0.3922(12) 0.0199(10) Uani 1 1 d . . . . . C4 C 0.1470(4) 0.500000 0.8571(17) 0.0195(14) Uani 1 2 d S T P . . H4A H 0.147407 0.523162 0.986357 0.023 Uiso 0.5 1 calc R . . . . H4B H 0.147407 0.476838 0.986357 0.023 Uiso 0.5 1 calc R . . . . C5 C 0.0709(4) 0.500000 0.6573(16) 0.0199(14) Uani 1 2 d S T P . . H5A H 0.070714 0.523151 0.527886 0.024 Uiso 0.5 1 calc R . . . . H5B H 0.070714 0.476849 0.527885 0.024 Uiso 0.5 1 calc R . . . . C6 C -0.0043(4) 0.500000 0.8428(16) 0.0206(14) Uani 1 2 d S T P . . H6A H -0.004132 0.476850 0.972245 0.025 Uiso 0.5 1 calc R . . . . H6B H -0.004132 0.523150 0.972245 0.025 Uiso 0.5 1 calc R . . . . C7 C -0.0793(5) 0.500000 0.6466(18) 0.0287(17) Uani 1 2 d S T P . . H7A H -0.079270 0.476868 0.517047 0.034 Uiso 0.5 1 calc R . . . . H7B H -0.079270 0.523132 0.517048 0.034 Uiso 0.5 1 calc R . . . . C8 C -0.1550(5) 0.500000 0.826(2) 0.0355(19) Uani 1 2 d S T P . . H8A H -0.155346 0.523148 0.955722 0.043 Uiso 0.5 1 calc R . . . . H8B H -0.155346 0.476852 0.955722 0.043 Uiso 0.5 1 calc R . . . . C9 C -0.2301(6) 0.500000 0.624(3) 0.050(3) Uani 1 2 d S T P . . H9A H -0.275647 0.496307 0.745972 0.075 Uiso 0.5 1 calc GR . . A -1 H9B H -0.227322 0.478918 0.478982 0.075 Uiso 0.5 1 calc GR . . A -1 H9C H -0.234526 0.524775 0.518780 0.075 Uiso 0.5 1 calc GR . . A -1 I1A I 0.13575(2) 0.27160(2) 0.74171(6) 0.01717(8) Uani 1 1 d . . . . . I2A I 0.59934(2) 0.11200(2) -0.12567(6) 0.01917(8) Uani 1 1 d . . . . . S1A S 0.24441(7) 0.19120(4) 0.6307(3) 0.0185(2) Uani 1 1 d . . . . . S2A S 0.43355(8) 0.12430(4) 0.2587(3) 0.0201(2) Uani 1 1 d . . . . . N1A N 0.2845(3) 0.25894(12) 0.3944(10) 0.0158(8) Uani 1 1 d . . . . . N2A N 0.4028(2) 0.23445(12) 0.1344(9) 0.0138(8) Uani 1 1 d . . . . . N3A N 0.4999(2) 0.18350(13) -0.0176(10) 0.0164(8) Uani 1 1 d . . . . . C1A C 0.2318(3) 0.24171(15) 0.5640(11) 0.0183(9) Uani 1 1 d . . . . . C2A C 0.3374(3) 0.23109(14) 0.3120(11) 0.0152(9) Uani 1 1 d . . . . . C3A C 0.4345(3) 0.19702(15) 0.1252(11) 0.0158(9) Uani 1 1 d . . . . . C4A C 0.5069(3) 0.14567(14) 0.0378(12) 0.0179(10) Uani 1 1 d . . . . . C5A C 0.3902(3) 0.17059(14) 0.2910(12) 0.0167(9) Uani 1 1 d . . . . . C6A C 0.3278(3) 0.19244(14) 0.4137(11) 0.0164(9) Uani 1 1 d . . . . . C7A C 0.4291(3) 0.26955(14) -0.0295(11) 0.0171(8) Uani 1 1 d . . . . . H7AA H 0.382822 0.284603 -0.095748 0.020 Uiso 1 1 calc R . . . . H7AB H 0.456332 0.261168 -0.208875 0.020 Uiso 1 1 calc R . . . . C8A C 0.4838(4) 0.29622(17) 0.1578(13) 0.0251(9) Uani 1 1 d . . . . . H8AA H 0.530255 0.281399 0.224889 0.030 Uiso 1 1 calc R . . . . H8AB H 0.456645 0.305112 0.336046 0.030 Uiso 1 1 calc R . . . . C9A C 0.5095(4) 0.33199(17) -0.0257(12) 0.0275(9) Uani 1 1 d D . . . . H9AA H 0.541808 0.323068 -0.190505 0.033 Uiso 1 1 calc R . . . . H9AB H 0.462833 0.344751 -0.113656 0.033 Uiso 1 1 calc R . . . . C10A C 0.5564(4) 0.36200(16) 0.1634(12) 0.0275(9) Uani 1 1 d D . . . . H10A H 0.606402 0.350361 0.230178 0.033 Uiso 0.558(10) 1 calc R . . B 1 H10B H 0.526947 0.368572 0.342041 0.033 Uiso 0.558(10) 1 calc R . . B 1 H10C H 0.593894 0.348121 0.295490 0.033 Uiso 0.442(10) 1 calc R . . B 2 H10D H 0.520260 0.376358 0.290231 0.033 Uiso 0.442(10) 1 calc R . . B 2 C11A C 0.5729(6) 0.4005(3) -0.018(2) 0.0171(8) Uani 0.558(10) 1 d D . . B 1 H11A H 0.605761 0.394157 -0.187786 0.020 Uiso 0.558(10) 1 calc R . . B 1 H11B H 0.523031 0.410900 -0.098732 0.020 Uiso 0.558(10) 1 calc R . . B 1 C11B C 0.6012(8) 0.3914(3) -0.030(2) 0.0171(8) Uani 0.442(10) 1 d D . . B 2 H11C H 0.635540 0.376961 -0.163123 0.020 Uiso 0.442(10) 1 calc R . . B 2 H11D H 0.563480 0.406107 -0.155078 0.020 Uiso 0.442(10) 1 calc R . . B 2 C12A C 0.6139(7) 0.4322(3) 0.174(2) 0.0251(9) Uani 0.558(10) 1 d D . . B 1 H12A H 0.631575 0.453090 0.045615 0.038 Uiso 0.558(10) 1 calc GR . . B 1 H12B H 0.658717 0.420869 0.281472 0.038 Uiso 0.558(10) 1 calc GR . . B 1 H12C H 0.577457 0.442578 0.316734 0.038 Uiso 0.558(10) 1 calc GR . . B 1 C12B C 0.6511(8) 0.4203(4) 0.158(3) 0.0251(9) Uani 0.442(10) 1 d D . . B 2 H12D H 0.657923 0.444243 0.045807 0.038 Uiso 0.442(10) 1 calc GR . . B 2 H12E H 0.702000 0.408789 0.204851 0.038 Uiso 0.442(10) 1 calc GR . . B 2 H12F H 0.624820 0.426065 0.343142 0.038 Uiso 0.442(10) 1 calc GR . . B 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 I1 0.01812(15) 0.01535(15) 0.02232(15) -0.00051(11) 0.00396(11) 0.00212(12) S1 0.0194(6) 0.0183(6) 0.0310(7) -0.0009(5) 0.0113(5) 0.0012(5) N1 0.017(2) 0.0170(19) 0.019(2) 0.0029(15) 0.0047(16) -0.0003(15) N2 0.016(3) 0.017(3) 0.023(3) 0.000 0.007(2) 0.000 C1 0.018(2) 0.017(2) 0.022(2) -0.0018(19) 0.0034(19) 0.0000(19) C2 0.016(2) 0.017(3) 0.026(3) 0.0001(19) 0.005(2) 0.0020(19) C3 0.015(2) 0.018(3) 0.027(3) 0.001(2) 0.0078(19) 0.0022(18) C4 0.021(3) 0.019(3) 0.019(3) 0.000 0.006(3) 0.000 C5 0.018(3) 0.026(4) 0.016(3) 0.000 0.009(3) 0.000 C6 0.013(3) 0.030(4) 0.020(3) 0.000 0.006(3) 0.000 C7 0.017(4) 0.045(5) 0.023(4) 0.000 0.004(3) 0.000 C8 0.020(4) 0.057(6) 0.030(4) 0.000 0.007(3) 0.000 C9 0.022(5) 0.088(9) 0.039(5) 0.000 -0.002(4) 0.000 I1A 0.01311(14) 0.01918(15) 0.01953(14) -0.00205(11) 0.00610(10) 0.00015(11) I2A 0.01624(14) 0.01615(15) 0.02535(15) -0.00241(12) 0.00432(11) 0.00261(12) S1A 0.0156(5) 0.0168(5) 0.0234(6) 0.0026(4) 0.0085(4) -0.0014(4) S2A 0.0190(6) 0.0139(5) 0.0279(6) 0.0023(4) 0.0069(5) 0.0000(4) N1A 0.0141(19) 0.0162(18) 0.0172(18) -0.0024(16) 0.0031(14) 0.0002(16) N2A 0.0106(18) 0.0146(19) 0.0163(19) -0.0012(15) 0.0051(15) 0.0004(14) N3A 0.0095(18) 0.021(2) 0.018(2) -0.0038(16) 0.0040(15) -0.0017(16) C1A 0.017(2) 0.018(2) 0.020(2) -0.0013(18) 0.0038(18) 0.0014(19) C2A 0.014(2) 0.016(2) 0.016(2) 0.0004(17) 0.0066(18) -0.0012(17) C3A 0.015(2) 0.015(2) 0.017(2) -0.0014(17) 0.0027(18) -0.0021(18) C4A 0.016(2) 0.013(2) 0.024(2) 0.0000(18) 0.0046(19) -0.0007(18) C5A 0.016(2) 0.013(2) 0.022(2) -0.0028(18) 0.0059(18) 0.0002(17) C6A 0.015(2) 0.017(2) 0.017(2) 0.0006(17) 0.0037(18) -0.0029(18) C7A 0.016(2) 0.018(2) 0.0174(17) 0.0011(14) 0.0043(16) -0.0009(15) C8A 0.028(2) 0.025(2) 0.023(2) 0.0000(17) 0.0028(18) -0.0051(18) C9A 0.038(2) 0.025(2) 0.0197(17) 0.0026(15) 0.0006(16) -0.0175(17) C10A 0.038(2) 0.025(2) 0.0197(17) 0.0026(15) 0.0006(16) -0.0175(17) C11A 0.016(2) 0.018(2) 0.0174(17) 0.0011(14) 0.0043(16) -0.0009(15) C11B 0.016(2) 0.018(2) 0.0174(17) 0.0011(14) 0.0043(16) -0.0009(15) C12A 0.028(2) 0.025(2) 0.023(2) 0.0000(17) 0.0028(18) -0.0051(18) C12B 0.028(2) 0.025(2) 0.023(2) 0.0000(17) 0.0028(18) -0.0051(18) _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 I1 C1 2.076(5) . ? S1 C1 1.750(5) . ? S1 C3 1.728(5) . ? N1 C1 1.310(7) . ? N1 C2 1.361(7) . ? N2 C2 1.376(6) . ? N2 C2 1.376(6) 2_565 ? N2 C4 1.449(9) . ? C2 C3 1.392(7) . ? C3 C3 1.416(10) 2_565 ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C4 C5 1.538(10) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C5 C6 1.531(9) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C6 C7 1.513(11) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C7 C8 1.523(11) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C8 C9 1.531(13) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? I1A C1A 2.084(5) . ? I2A C4A 2.078(5) . ? S1A C1A 1.747(5) . ? S1A C6A 1.725(5) . ? S2A C4A 1.754(5) . ? S2A C5A 1.737(5) . ? N1A C1A 1.315(7) . ? N1A C2A 1.356(6) . ? N2A C2A 1.377(6) . ? N2A C3A 1.376(6) . ? N2A C7A 1.467(6) . ? N3A C3A 1.365(7) . ? N3A C4A 1.309(7) . ? C2A C6A 1.394(7) . ? C3A C5A 1.388(7) . ? C5A C6A 1.409(7) . ? C7A H7AA 0.9700 . ? C7A H7AB 0.9700 . ? C7A C8A 1.520(7) . ? C8A H8AA 0.9700 . ? C8A H8AB 0.9700 . ? C8A C9A 1.527(7) . ? C9A H9AA 0.9700 . ? C9A H9AB 0.9700 . ? C9A C10A 1.522(6) . ? C10A H10A 0.9700 . ? C10A H10B 0.9700 . ? C10A H10C 0.9700 . ? C10A H10D 0.9700 . ? C10A C11A 1.560(10) . ? C10A C11B 1.526(12) . ? C11A H11A 0.9700 . ? C11A H11B 0.9700 . ? C11A C12A 1.522(7) . ? C11B H11C 0.9700 . ? C11B H11D 0.9700 . ? C11B C12B 1.521(8) . ? C12A H12A 0.9600 . ? C12A H12B 0.9600 . ? C12A H12C 0.9600 . ? C12B H12D 0.9600 . ? C12B H12E 0.9600 . ? C12B H12F 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 C3 S1 C1 88.9(2) . . ? C1 N1 C2 108.0(4) . . ? C2 N2 C2 105.5(6) . 2_565 ? C2 N2 C4 127.1(3) . . ? C2 N2 C4 127.1(3) 2_565 . ? S1 C1 I1 120.3(3) . . ? N1 C1 I1 123.0(4) . . ? N1 C1 S1 116.6(4) . . ? N1 C2 N2 130.2(5) . . ? N1 C2 C3 118.7(5) . . ? N2 C2 C3 111.1(5) . . ? C2 C3 S1 107.8(4) . . ? C2 C3 C3 106.2(3) . 2_565 ? C3 C3 S1 146.03(17) 2_565 . ? N2 C4 H4A 109.2 . . ? N2 C4 H4B 109.2 . . ? N2 C4 C5 112.1(6) . . ? H4A C4 H4B 107.9 . . ? C5 C4 H4A 109.2 . . ? C5 C4 H4B 109.2 . . ? C4 C5 H5A 109.1 . . ? C4 C5 H5B 109.1 . . ? H5A C5 H5B 107.8 . . ? C6 C5 C4 112.7(6) . . ? C6 C5 H5A 109.1 . . ? C6 C5 H5B 109.1 . . ? C5 C6 H6A 109.0 . . ? C5 C6 H6B 109.0 . . ? H6A C6 H6B 107.8 . . ? C7 C6 C5 112.7(6) . . ? C7 C6 H6A 109.0 . . ? C7 C6 H6B 109.0 . . ? C6 C7 H7A 108.8 . . ? C6 C7 H7B 108.8 . . ? C6 C7 C8 113.7(7) . . ? H7A C7 H7B 107.7 . . ? C8 C7 H7A 108.8 . . ? C8 C7 H7B 108.8 . . ? C7 C8 H8A 109.0 . . ? C7 C8 H8B 109.0 . . ? C7 C8 C9 112.8(7) . . ? H8A C8 H8B 107.8 . . ? C9 C8 H8A 109.0 . . ? C9 C8 H8B 109.0 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9B 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6A S1A C1A 88.8(2) . . ? C5A S2A C4A 88.8(2) . . ? C1A N1A C2A 107.8(4) . . ? C2A N2A C7A 127.3(4) . . ? C3A N2A C2A 105.0(4) . . ? C3A N2A C7A 127.5(4) . . ? C4A N3A C3A 108.2(4) . . ? S1A C1A I1A 120.3(3) . . ? N1A C1A I1A 123.0(4) . . ? N1A C1A S1A 116.7(4) . . ? N1A C2A N2A 129.8(4) . . ? N1A C2A C6A 118.8(4) . . ? N2A C2A C6A 111.3(4) . . ? N2A C3A C5A 111.3(4) . . ? N3A C3A N2A 129.9(4) . . ? N3A C3A C5A 118.8(4) . . ? S2A C4A I2A 121.1(3) . . ? N3A C4A I2A 122.4(4) . . ? N3A C4A S2A 116.5(4) . . ? C3A C5A S2A 107.7(3) . . ? C3A C5A C6A 106.5(4) . . ? C6A C5A S2A 145.8(4) . . ? C2A C6A S1A 107.8(4) . . ? C2A C6A C5A 105.9(4) . . ? C5A C6A S1A 146.3(4) . . ? N2A C7A H7AA 108.9 . . ? N2A C7A H7AB 108.9 . . ? N2A C7A C8A 113.6(4) . . ? H7AA C7A H7AB 107.7 . . ? C8A C7A H7AA 108.9 . . ? C8A C7A H7AB 108.9 . . ? C7A C8A H8AA 109.4 . . ? C7A C8A H8AB 109.4 . . ? C7A C8A C9A 111.1(4) . . ? H8AA C8A H8AB 108.0 . . ? C9A C8A H8AA 109.4 . . ? C9A C8A H8AB 109.4 . . ? C8A C9A H9AA 109.0 . . ? C8A C9A H9AB 109.0 . . ? H9AA C9A H9AB 107.8 . . ? C10A C9A C8A 112.9(4) . . ? C10A C9A H9AA 109.0 . . ? C10A C9A H9AB 109.0 . . ? C9A C10A H10A 109.2 . . ? C9A C10A H10B 109.2 . . ? C9A C10A H10C 109.0 . . ? C9A C10A H10D 109.0 . . ? C9A C10A C11A 112.0(5) . . ? C9A C10A C11B 112.8(5) . . ? H10A C10A H10B 107.9 . . ? H10C C10A H10D 107.8 . . ? C11A C10A H10A 109.2 . . ? C11A C10A H10B 109.2 . . ? C11B C10A H10C 109.0 . . ? C11B C10A H10D 109.0 . . ? C10A C11A H11A 109.0 . . ? C10A C11A H11B 109.0 . . ? H11A C11A H11B 107.8 . . ? C12A C11A C10A 112.8(7) . . ? C12A C11A H11A 109.0 . . ? C12A C11A H11B 109.0 . . ? C10A C11B H11C 109.0 . . ? C10A C11B H11D 109.0 . . ? H11C C11B H11D 107.8 . . ? C12B C11B C10A 112.9(9) . . ? C12B C11B H11C 109.0 . . ? C12B C11B H11D 109.0 . . ? C11A C12A H12A 109.5 . . ? C11A C12A H12B 109.5 . . ? C11A C12A H12C 109.5 . . ? H12A C12A H12B 109.5 . . ? H12A C12A H12C 109.5 . . ? H12B C12A H12C 109.5 . . ? C11B C12B H12D 109.5 . . ? C11B C12B H12E 109.5 . . ? C11B C12B H12F 109.5 . . ? H12D C12B H12E 109.5 . . ? H12D C12B H12F 109.5 . . ? H12E C12B H12F 109.5 . . ? _smtbx_masks_special_details ? loop_ _smtbx_masks_void_nr _smtbx_masks_void_average_x _smtbx_masks_void_average_y _smtbx_masks_void_average_z _smtbx_masks_void_volume _smtbx_masks_void_count_electrons _smtbx_masks_void_content 1 0.007 0.000 -0.508 43.6 6.0 '1 water' 2 0.297 0.095 0.727 19.1 0.0 ? 3 0.297 0.905 0.727 19.1 0.0 ? 4 0.507 0.500 -0.424 43.6 6.0 '1 water' 5 0.797 0.405 0.727 19.1 0.0 ? 6 0.797 0.595 0.727 19.1 0.0 ? _shelx_res_file ; TITL str0086lt100k_a.res in Cm str0086lt100k.res created by SHELXL-2018/3 at 08:32:13 on 11-Sep-2018 REM Old TITL str0086lt100k in Cm REM SHELXT solution in Cm: R1 0.061, Rweak 0.035, Alpha 0.004 REM 0.000 for 0 systematic absences, Orientation as input REM Flack x = -0.008 ( 0.009 ) from 2586 Parsons' quotients REM Formula found by SHELXT: C31 N9 S6 I6 CELL 0.71073 16.8767 33.8581 4.4165 90 91.65 90 ZERR 6 0.0002 0.0005 0.0001 0 0.001 0 LATT -7 SYMM +X,-Y,+Z SFAC C H I N S UNIT 72 78 12 18 12 SADI 0.005 C9A C10A C11A C12A SADI 0.005 C9A C10A C11B C12B EADP C7A C11A EADP C7A C11B EADP C8A C12A EADP C8A C12B EADP C9A C10A L.S. 9 PLAN 20 BOND $H list 4 fmap 2 acta ABIN SHEL 100 0.78 REM REM REM WGHT 0.029500 7.382200 FVAR 0.10402 0.55820 I1 3 0.291801 0.347682 0.401149 11.00000 0.01812 0.01535 = 0.02232 -0.00051 0.00396 0.00212 S1 5 0.364387 0.436758 0.258554 11.00000 0.01941 0.01833 = 0.03103 -0.00090 0.01133 0.00115 N1 4 0.240141 0.428444 0.592518 11.00000 0.01743 0.01696 = 0.01919 0.00290 0.00468 -0.00027 N2 4 0.217780 0.500000 0.678630 10.50000 0.01569 0.01693 = 0.02286 0.00000 0.00723 0.00000 C1 1 0.293066 0.408773 0.442231 11.00000 0.01817 0.01747 = 0.02193 -0.00177 0.00344 -0.00005 C2 1 0.256559 0.467641 0.566232 11.00000 0.01580 0.01668 = 0.02614 0.00013 0.00485 0.00196 C3 1 0.320103 0.479095 0.392231 11.00000 0.01470 0.01780 = 0.02746 0.00121 0.00779 0.00218 C4 1 0.147045 0.500000 0.857068 10.50000 0.02071 0.01898 = 0.01915 0.00000 0.00607 0.00000 AFIX 23 H4A 2 0.147407 0.523162 0.986357 10.50000 -1.20000 H4B 2 0.147407 0.476838 0.986357 10.50000 -1.20000 AFIX 0 C5 1 0.070905 0.500000 0.657278 10.50000 0.01751 0.02644 = 0.01620 0.00000 0.00902 0.00000 AFIX 23 H5A 2 0.070714 0.523151 0.527886 10.50000 -1.20000 H5B 2 0.070714 0.476849 0.527885 10.50000 -1.20000 AFIX 0 C6 1 -0.004345 0.500000 0.842835 10.50000 0.01259 0.02995 = 0.01952 0.00000 0.00553 0.00000 AFIX 23 H6A 2 -0.004132 0.476850 0.972245 10.50000 -1.20000 H6B 2 -0.004132 0.523150 0.972245 10.50000 -1.20000 AFIX 0 C7 1 -0.079338 0.500000 0.646617 10.50000 0.01733 0.04547 = 0.02348 0.00000 0.00421 0.00000 AFIX 23 H7A 2 -0.079270 0.476868 0.517047 10.50000 -1.20000 H7B 2 -0.079270 0.523132 0.517048 10.50000 -1.20000 AFIX 0 C8 1 -0.155025 0.500000 0.826356 10.50000 0.01987 0.05724 = 0.02962 0.00000 0.00719 0.00000 AFIX 23 H8A 2 -0.155346 0.523148 0.955722 10.50000 -1.20000 H8B 2 -0.155346 0.476852 0.955722 10.50000 -1.20000 AFIX 0 C9 1 -0.230130 0.500000 0.623627 10.50000 0.02240 0.08834 = 0.03879 0.00000 -0.00223 0.00000 PART -1 AFIX 137 H9A 2 -0.275647 0.496307 0.745972 10.50000 -1.50000 H9B 2 -0.227322 0.478918 0.478982 10.50000 -1.50000 H9C 2 -0.234526 0.524775 0.518780 10.50000 -1.50000 AFIX 0 PART 0 I1A 3 0.135749 0.271602 0.741710 11.00000 0.01311 0.01918 = 0.01953 -0.00205 0.00610 0.00015 I2A 3 0.599341 0.112003 -0.125669 11.00000 0.01624 0.01615 = 0.02535 -0.00241 0.00432 0.00261 S1A 5 0.244408 0.191196 0.630726 11.00000 0.01562 0.01681 = 0.02338 0.00260 0.00847 -0.00143 S2A 5 0.433548 0.124299 0.258666 11.00000 0.01901 0.01387 = 0.02791 0.00229 0.00695 -0.00001 N1A 4 0.284478 0.258936 0.394419 11.00000 0.01408 0.01625 = 0.01720 -0.00240 0.00314 0.00023 N2A 4 0.402835 0.234450 0.134440 11.00000 0.01061 0.01464 = 0.01629 -0.00122 0.00513 0.00040 N3A 4 0.499865 0.183501 -0.017643 11.00000 0.00952 0.02149 = 0.01848 -0.00383 0.00401 -0.00170 C1A 1 0.231797 0.241705 0.564046 11.00000 0.01710 0.01796 = 0.02014 -0.00133 0.00375 0.00135 C2A 1 0.337400 0.231087 0.312008 11.00000 0.01436 0.01584 = 0.01568 0.00042 0.00657 -0.00121 C3A 1 0.434498 0.197024 0.125168 11.00000 0.01513 0.01538 = 0.01696 -0.00144 0.00267 -0.00208 C4A 1 0.506878 0.145666 0.037753 11.00000 0.01614 0.01342 = 0.02425 0.00004 0.00457 -0.00068 C5A 1 0.390222 0.170587 0.291027 11.00000 0.01576 0.01277 = 0.02184 -0.00278 0.00591 0.00023 C6A 1 0.327751 0.192443 0.413680 11.00000 0.01511 0.01705 = 0.01738 0.00061 0.00372 -0.00286 C7A 1 0.429054 0.269551 -0.029528 11.00000 0.01633 0.01762 = 0.01743 0.00110 0.00429 -0.00092 AFIX 23 H7AA 2 0.382822 0.284603 -0.095748 11.00000 -1.20000 H7AB 2 0.456332 0.261168 -0.208875 11.00000 -1.20000 AFIX 0 C8A 1 0.483791 0.296215 0.157830 11.00000 0.02839 0.02462 = 0.02255 -0.00005 0.00283 -0.00511 AFIX 23 H8AA 2 0.530255 0.281399 0.224889 11.00000 -1.20000 H8AB 2 0.456645 0.305112 0.336046 11.00000 -1.20000 AFIX 0 C9A 1 0.509525 0.331992 -0.025678 11.00000 0.03842 0.02453 = 0.01968 0.00256 0.00059 -0.01746 AFIX 23 H9AA 2 0.541808 0.323068 -0.190505 11.00000 -1.20000 H9AB 2 0.462833 0.344751 -0.113656 11.00000 -1.20000 AFIX 0 C10A 1 0.556372 0.362005 0.163427 11.00000 0.03842 0.02453 = 0.01968 0.00256 0.00059 -0.01746 PART 1 AFIX 23 H10A 2 0.606402 0.350361 0.230178 21.00000 -1.20000 H10B 2 0.526947 0.368572 0.342041 21.00000 -1.20000 AFIX 23 PART 0 PART 2 H10C 2 0.593894 0.348121 0.295490 -21.00000 -1.20000 H10D 2 0.520260 0.376358 0.290231 -21.00000 -1.20000 AFIX 0 PART 0 PART 1 C11A 1 0.572871 0.400521 -0.017986 21.00000 0.01633 0.01762 = 0.01743 0.00110 0.00429 -0.00092 AFIX 23 H11A 2 0.605761 0.394157 -0.187786 21.00000 -1.20000 H11B 2 0.523031 0.410900 -0.098732 21.00000 -1.20000 AFIX 0 PART 0 PART 2 C11B 1 0.601248 0.391395 -0.029652 -21.00000 0.01633 0.01762 = 0.01743 0.00110 0.00429 -0.00092 AFIX 23 H11C 2 0.635540 0.376961 -0.163123 -21.00000 -1.20000 H11D 2 0.563480 0.406107 -0.155078 -21.00000 -1.20000 AFIX 0 PART 0 PART 1 C12A 1 0.613947 0.432188 0.174202 21.00000 0.02839 0.02462 = 0.02255 -0.00005 0.00283 -0.00511 AFIX 137 H12A 2 0.631575 0.453090 0.045615 21.00000 -1.50000 H12B 2 0.658717 0.420869 0.281472 21.00000 -1.50000 H12C 2 0.577457 0.442578 0.316734 21.00000 -1.50000 AFIX 0 PART 0 PART 2 C12B 1 0.651095 0.420288 0.158380 -21.00000 0.02839 0.02462 = 0.02255 -0.00005 0.00283 -0.00511 AFIX 137 H12D 2 0.657923 0.444243 0.045807 -21.00000 -1.50000 H12E 2 0.702000 0.408789 0.204851 -21.00000 -1.50000 H12F 2 0.624820 0.426065 0.343142 -21.00000 -1.50000 AFIX 0 HKLF 4 REM str0086lt100k_a.res in Cm REM wR2 = 0.0479, GooF = S = 1.055, Restrained GooF = 1.055 for all data REM R1 = 0.0187 for 5610 Fo > 4sig(Fo) and 0.0187 for all 5624 data REM 260 parameters refined using 5 restraints END WGHT 0.0295 7.3825 REM Highest difference peak 0.888, deepest hole -0.681, 1-sigma level 0.091 Q1 1 0.5616 0.1105 -0.2767 11.00000 0.05 0.89 Q2 1 0.5864 0.0909 -0.0322 11.00000 0.05 0.86 Q3 1 0.3289 0.3502 0.5712 11.00000 0.05 0.81 Q4 1 0.6370 0.1118 0.0434 11.00000 0.05 0.80 Q5 1 0.1308 0.2928 0.7018 11.00000 0.05 0.77 Q6 1 0.0985 0.2729 0.5820 11.00000 0.05 0.77 Q7 1 0.1723 0.2722 0.8809 11.00000 0.05 0.73 Q8 1 0.2000 0.2736 1.0604 11.00000 0.05 0.67 Q9 1 0.2576 0.3498 0.2305 11.00000 0.05 0.65 Q10 1 0.6836 0.4069 0.1175 11.00000 0.05 0.65 Q11 1 0.0772 0.2759 0.4260 11.00000 0.05 0.61 Q12 1 0.5367 0.1121 -0.4114 11.00000 0.05 0.59 Q13 1 0.2287 0.3503 0.0838 11.00000 0.05 0.57 Q14 1 0.3542 0.3494 0.7156 11.00000 0.05 0.56 Q15 1 0.3955 0.4398 0.4336 11.00000 0.05 0.51 Q16 1 0.3059 0.3716 0.4714 11.00000 0.05 0.48 Q17 1 0.5792 0.4407 0.1624 11.00000 0.05 0.48 Q18 1 0.5904 0.3497 0.1547 11.00000 0.05 0.48 Q19 1 0.2794 0.3714 0.2954 11.00000 0.05 0.46 Q20 1 0.1412 0.2530 0.6772 11.00000 0.05 0.46 ; _shelx_res_checksum 68338 _shelx_fab_file ; -21 -9 0 -0.2426 -0.1352 -21 -7 0 -0.1655 0.0093 -21 -5 -1 -0.5302 -0.7966 -21 -5 0 -0.0686 0.1553 -21 -3 -1 -0.5902 -0.7189 -21 -3 0 0.0181 0.2733 -21 -1 -1 -0.6241 -0.6719 -21 -1 0 0.0688 0.3394 -21 1 1 -0.3116 0.5158 -21 3 1 -0.3646 0.5004 -21 5 1 -0.4585 0.4685 -21 7 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-0.5003 0.6746 16 -10 -2 -0.1701 1.4578 16 -10 -1 -0.4625 0.2587 16 -8 -3 -0.5117 0.8304 16 -8 -2 -0.1423 1.4755 16 -8 -1 -0.7641 0.4433 16 -6 -3 -0.5207 0.9256 16 -6 -2 -0.1411 1.4749 16 -6 -1 -1.0194 0.6256 16 -4 -3 -0.5273 0.9714 16 -4 -2 -0.1569 1.4646 16 -4 -1 -1.2114 0.7803 16 -2 -3 -0.5315 0.9874 16 -2 -2 -0.1753 1.4539 16 -2 -1 -1.3298 0.8844 16 0 -3 -0.5335 0.9909 16 0 -2 -0.1838 1.4495 16 0 -1 -1.3696 0.9215 16 0 0 -0.0824 0.3941 16 0 1 0.4331 0.9513 16 0 2 0.1464 -0.1305 16 0 3 -1.0707 0.2362 16 2 0 -0.1139 0.3975 16 2 1 0.4587 0.9669 16 2 2 0.1328 -0.1341 16 2 3 -1.0473 0.2792 16 4 0 -0.2017 0.3989 16 4 1 0.5216 1.0085 16 4 2 0.0969 -0.1407 16 4 3 -0.9846 0.3969 16 6 0 -0.3245 0.3737 16 6 1 0.5837 1.0541 16 6 2 0.0432 -0.1411 16 6 3 -0.8977 0.5586 16 8 0 -0.4515 0.2938 16 8 1 0.5982 1.0731 16 8 2 -0.0228 -0.1260 16 8 3 -0.8075 0.7231 16 10 0 -0.5504 0.1424 16 10 1 0.5295 1.0344 16 10 2 -0.0965 -0.0924 16 10 3 -0.7358 0.8498 16 12 0 -0.5951 -0.0757 16 12 1 0.3672 0.9161 16 12 2 -0.1738 -0.0469 16 12 3 -0.6985 0.9090 16 14 0 -0.5738 -0.3308 16 14 1 0.1318 0.7142 16 14 2 -0.2513 -0.0039 16 14 3 -0.7007 0.8886 16 16 0 -0.4930 -0.5743 16 16 1 -0.1320 0.4460 16 16 2 -0.3243 0.0200 16 16 3 -0.7345 0.7952 16 18 0 -0.3765 -0.7532 16 18 1 -0.3702 0.1492 16 18 2 -0.3861 0.0133 16 20 0 -0.2593 -0.8255 16 20 1 -0.5367 -0.1265 16 20 2 -0.4279 -0.0250 16 22 0 -0.1768 -0.7736 16 22 1 -0.6074 -0.3321 16 22 2 -0.4412 -0.0845 16 24 0 -0.1537 -0.6095 16 24 1 -0.5850 -0.4330 16 24 2 -0.4203 -0.1469 16 26 0 -0.1951 -0.3710 16 26 1 -0.4950 -0.4194 16 28 0 -0.2851 -0.1103 17 -25 -1 0.6937 -0.0155 17 -23 -1 0.7156 0.0433 17 -21 -2 -0.7111 0.4762 17 -21 -1 0.6694 0.0921 17 -19 -2 -0.7500 0.5797 17 -19 -1 0.5511 0.1308 17 -17 -2 -0.7217 0.6906 17 -17 -1 0.3684 0.1667 17 -15 -3 -0.3994 -0.0118 17 -15 -2 -0.6322 0.8112 17 -15 -1 0.1384 0.2112 17 -13 -3 -0.4542 0.2339 17 -13 -2 -0.5000 0.9397 17 -13 -1 -0.1163 0.2755 17 -11 -3 -0.5178 0.4816 17 -11 -2 -0.3499 1.0704 17 -11 -1 -0.3721 0.3653 17 -9 -3 -0.5862 0.6998 17 -9 -2 -0.2059 1.1950 17 -9 -1 -0.6081 0.4781 17 -7 -3 -0.6532 0.8691 17 -7 -2 -0.0856 1.3045 17 -7 -1 -0.8089 0.6027 17 -5 -3 -0.7116 0.9848 17 -5 -2 0.0024 1.3918 17 -5 -1 -0.9643 0.7217 17 -3 -3 -0.7550 1.0529 17 -3 -2 0.0575 1.4519 17 -3 -1 -1.0694 0.8156 17 -1 -3 -0.7784 1.0838 17 -1 -2 0.0829 1.4823 17 -1 -1 -1.1220 0.8677 17 1 0 0.2949 0.2767 17 1 1 0.2372 1.1196 17 1 2 0.0574 -0.1134 17 1 3 -0.9467 -0.0331 17 3 0 0.2296 0.2858 17 3 1 0.2791 1.1382 17 3 2 0.0245 -0.1199 17 3 3 -0.9123 0.0588 17 5 0 0.1143 0.2893 17 5 1 0.3413 1.1623 17 5 2 -0.0349 -0.1280 17 5 3 -0.8531 0.2196 17 7 0 -0.0221 0.2641 17 7 1 0.3876 1.1665 17 7 2 -0.1122 -0.1303 17 7 3 -0.7839 0.4096 17 9 0 -0.1457 0.1890 17 9 1 0.3819 1.1213 17 9 2 -0.1982 -0.1217 17 9 3 -0.7216 0.5835 17 11 0 -0.2254 0.0561 17 11 1 0.3031 1.0026 17 11 2 -0.2848 -0.1027 17 11 3 -0.6804 0.7027 17 13 0 -0.2425 -0.1233 17 13 1 0.1529 0.8002 17 13 2 -0.3655 -0.0803 17 15 0 -0.1966 -0.3187 17 15 1 -0.0432 0.5245 17 15 2 -0.4348 -0.0654 17 17 0 -0.1068 -0.4888 17 17 1 -0.2450 0.2074 17 17 2 -0.4865 -0.0675 17 19 0 -0.0068 -0.5929 17 19 1 -0.4103 -0.1033 17 19 2 -0.5135 -0.0905 17 21 0 0.0648 -0.6041 17 21 1 -0.5086 -0.3554 17 21 2 -0.5084 -0.1298 17 23 0 0.0772 -0.5176 17 23 1 -0.5293 -0.5062 17 25 0 0.0176 -0.3527 17 25 1 -0.4828 -0.5355 18 -22 -1 0.4226 0.2322 18 -20 -1 0.2941 0.2837 18 -18 -2 -0.8453 0.1288 18 -18 -1 0.1196 0.3105 18 -16 -2 -0.7828 0.2209 18 -16 -1 -0.0804 0.3211 18 -14 -2 -0.6504 0.3538 18 -14 -1 -0.2827 0.3289 18 -12 -2 -0.4690 0.5235 18 -12 -1 -0.4669 0.3463 18 -10 -2 -0.2655 0.7173 18 -10 -1 -0.6193 0.3809 18 -8 -3 -0.7058 0.6471 18 -8 -2 -0.0668 0.9161 18 -8 -1 -0.7344 0.4324 18 -6 -3 -0.8180 0.8020 18 -6 -2 0.1052 1.0986 18 -6 -1 -0.8133 0.4933 18 -4 -3 -0.9101 0.9106 18 -4 -2 0.2355 1.2447 18 -4 -1 -0.8620 0.5514 18 -2 -3 -0.9707 0.9741 18 -2 -2 0.3157 1.3388 18 -2 -1 -0.8875 0.5933 18 0 -3 -0.9920 0.9956 18 0 -2 0.3422 1.3711 18 0 -1 -0.8954 0.6089 18 0 0 0.4892 0.1273 18 0 1 0.0255 1.1580 18 0 2 -0.0464 -0.1041 18 0 3 -0.7407 -0.2273 18 2 0 0.4550 0.1405 18 2 1 0.0464 1.1679 18 2 2 -0.0612 -0.1069 18 4 0 0.3597 0.1737 18 4 1 0.1017 1.1919 18 4 2 -0.1017 -0.1142 18 6 0 0.2273 0.2076 18 6 1 0.1665 1.2093 18 6 2 -0.1607 -0.1219 18 8 0 0.0912 0.2186 18 8 1 0.2094 1.1914 18 8 2 -0.2290 -0.1262 18 10 0 -0.0143 0.1877 18 10 1 0.2043 1.1102 18 10 2 -0.2986 -0.1253 18 12 0 -0.0640 0.1089 18 12 1 0.1398 0.9479 18 12 2 -0.3628 -0.1213 18 14 0 -0.0491 -0.0072 18 14 1 0.0234 0.7048 18 14 2 -0.4172 -0.1192 18 16 0 0.0188 -0.1351 18 16 1 -0.1209 0.4028 18 16 2 -0.4571 -0.1246 18 18 0 0.1105 -0.2420 18 18 1 -0.2606 0.0830 18 20 0 0.1875 -0.2978 18 20 1 -0.3653 -0.2032 18 22 0 0.2140 -0.2849 18 22 1 -0.4161 -0.4079 18 24 0 0.1691 -0.2043 19 -19 -1 -0.1028 0.2905 19 -17 -1 -0.2993 0.2780 19 -15 -2 -0.6495 -0.1390 19 -15 -1 -0.4798 0.2463 19 -13 -2 -0.4991 0.0069 19 -13 -1 -0.6215 0.2090 19 -11 -2 -0.3034 0.2064 19 -11 -1 -0.7124 0.1786 19 -9 -2 -0.0885 0.4386 19 -9 -1 -0.7524 0.1625 19 -7 -2 0.1190 0.6751 19 -7 -1 -0.7520 0.1620 19 -5 -2 0.2953 0.8857 19 -5 -1 -0.7284 0.1726 19 -3 -2 0.4225 1.0429 19 -3 -1 -0.6998 0.1865 19 -1 -2 0.4888 1.1266 19 -1 -1 -0.6815 0.1962 19 1 0 0.4540 -0.0453 19 1 1 -0.2043 1.0990 19 1 2 -0.1335 -0.0933 19 3 0 0.3884 -0.0012 19 3 1 -0.1644 1.1263 19 3 2 -0.1487 -0.0946 19 5 0 0.2737 0.0733 19 5 1 -0.0979 1.1662 19 5 2 -0.1751 -0.0965 19 7 0 0.1397 0.1544 19 7 1 -0.0285 1.1913 19 7 2 -0.2074 -0.0983 19 9 0 0.0212 0.2163 19 9 1 0.0184 1.1703 19 9 2 -0.2405 -0.0999 19 11 0 -0.0513 0.2393 19 11 1 0.0245 1.0769 19 11 2 -0.2711 -0.1024 19 13 0 -0.0609 0.2158 19 13 1 -0.0158 0.8998 19 15 0 -0.0099 0.1536 19 15 1 -0.0937 0.6479 19 17 0 0.0801 0.0734 19 17 1 -0.1886 0.3516 19 19 0 0.1741 0.0020 20 -14 -1 -0.7039 0.0305 20 -12 -1 -0.7725 -0.0415 20 -10 -1 -0.7748 -0.1057 20 -8 -2 0.0510 0.2431 20 -8 -1 -0.7244 -0.1556 20 -6 -2 0.2291 0.4682 20 -6 -1 -0.6446 -0.1896 20 -4 -2 0.3747 0.6568 20 -4 -1 -0.5623 -0.2094 20 -2 -2 0.4697 0.7817 20 -2 -1 -0.5020 -0.2188 20 0 -2 0.5027 0.8252 20 0 -1 -0.4803 -0.2211 20 0 0 0.2918 -0.2275 20 0 1 -0.4501 0.9292 20 0 2 -0.1700 -0.0628 20 2 0 0.2609 -0.1969 20 2 1 -0.4305 0.9492 20 4 0 0.1755 -0.1126 20 4 1 -0.3767 1.0020 20 6 0 0.0590 0.0053 20 6 1 -0.3037 1.0639 20 8 0 -0.0565 0.1292 20 8 1 -0.2318 1.1027 20 10 0 -0.1386 0.2313 20 10 1 -0.1805 1.0860 20 12 0 -0.1644 0.2909 20 12 1 -0.1622 0.9915 20 14 0 -0.1268 0.2998 20 14 1 -0.1792 0.8148 20 16 0 -0.0383 0.2647 21 -7 -1 -0.5704 -0.4199 21 -5 -1 -0.4585 -0.4685 21 -3 -1 -0.3646 -0.5004 21 -1 -1 -0.3116 -0.5158 21 1 0 0.0688 -0.3394 21 1 1 -0.6241 0.6719 21 3 0 0.0181 -0.2733 21 3 1 -0.5902 0.7189 21 5 0 -0.0686 -0.1553 21 5 1 -0.5302 0.7966 21 7 0 -0.1655 -0.0093 21 9 0 -0.2426 0.1352 0 0 0 0.0 0.0 ; _shelx_fab_checksum 74570 _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 1.438 _oxdiff_exptl_absorpt_empirical_full_min 0.583 ####################################################################### # # 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_str0040lt100k _database_code_depnum_ccdc_archive 'CCDC 1868490' _audit_update_record ; 2018-09-18 deposited with the CCDC. 2018-10-16 downloaded from the CCDC. ; _audit_creation_date 2018-09-12 _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 'C18 H13 N7 S2' _chemical_formula_sum 'C18 H13 N7 S2' _chemical_formula_weight 391.47 _chemical_melting_point ? _chemical_oxdiff_formula C20H20N8S2 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' S S 0.3331 0.5567 '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 15.8211(3) _cell_length_b 15.8245(3) _cell_length_c 16.6689(2) _cell_angle_alpha 79.7400(10) _cell_angle_beta 66.715(2) _cell_angle_gamma 73.107(2) _cell_volume 3658.41(12) _cell_formula_units_Z 8 _cell_measurement_reflns_used 21426 _cell_measurement_temperature 100.00(10) _cell_measurement_theta_max 76.0860 _cell_measurement_theta_min 2.8850 _shelx_estimated_absorpt_T_max 0.959 _shelx_estimated_absorpt_T_min 0.767 _exptl_absorpt_coefficient_mu 2.794 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.61010 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.40.12b (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_special_details ? _exptl_crystal_colour 'metallic dark black' _exptl_crystal_density_diffrn 1.422 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description plate _exptl_crystal_F_000 1616 _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.065 _exptl_crystal_size_min 0.015 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0754 _diffrn_reflns_av_unetI/netI 0.0701 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.988 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 48939 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.988 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 72.129 _diffrn_reflns_theta_min 2.894 _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 100.00(10) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean ? _diffrn_detector_type HyPix _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.988 _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 -43.00 23.00 0.50 2.00 -- -46.12 34.00 105.00 132 2 \w -45.00 -19.00 0.50 3.99 -- -88.50 125.00 150.00 52 3 \w -74.00 -12.00 0.50 3.99 -- -88.50 34.00 105.00 124 4 \w -85.00 -58.00 0.50 3.99 -- -88.50 125.00 150.00 54 5 \w -85.00 -60.00 0.50 3.99 -- -88.50 45.00 -60.00 50 6 \w -121.00 -55.00 0.50 2.00 -- -46.12 -34.00 -52.00 132 7 \w -28.00 44.00 0.50 2.00 -- 46.12 -34.00 -52.00 144 8 \w 30.00 59.00 0.50 3.99 -- 105.44 -34.00 -52.00 58 9 \w 31.00 59.00 0.50 3.99 -- 105.44 -30.00 0.00 56 10 \w 39.00 65.00 0.50 3.99 -- 105.44 -45.00 60.00 52 11 \w 37.00 65.00 0.50 3.99 -- 105.44 -45.00 120.00 56 12 \w 36.00 61.00 0.50 3.99 -- 105.44 -45.00 150.00 50 13 \w 31.00 58.00 0.50 3.99 -- 105.44 -30.00 120.00 54 14 \w 32.00 58.00 0.50 3.99 -- 105.44 -30.00 150.00 52 15 \w 32.00 57.00 0.50 3.99 -- 105.44 -45.00 90.00 50 16 \w 30.00 55.00 0.50 3.99 -- 105.44 -30.00 30.00 50 17 \w 89.00 178.00 0.50 3.99 -- 105.44 34.00 105.00 178 18 \w 109.00 177.00 0.50 3.99 -- 105.44 30.00 -30.00 136 19 \w 149.00 178.00 0.50 3.99 -- 105.44 125.00 0.00 58 20 \w 100.00 126.00 0.50 3.99 -- 105.44 125.00-150.00 52 21 \w 139.00 170.00 0.50 3.99 -- 105.44 125.00-150.00 62 22 \w 101.00 133.00 0.50 3.99 -- 105.44 125.00 0.00 64 23 \w 88.00 172.00 0.50 3.99 -- 105.44 61.00 0.00 168 24 \w 85.00 110.00 0.50 2.00 -- 46.12 77.00-150.00 50 25 \w 30.00 57.00 0.50 3.99 -- 105.44 -30.00-150.00 54 26 \w 33.00 59.00 0.50 3.99 -- 105.44 -30.00 -90.00 52 27 \w 32.00 126.00 0.50 3.99 -- 105.44 -77.00 -90.00 188 28 \w 92.00 118.00 0.50 3.99 -- 105.44-125.00 -30.00 52 29 \w 71.00 107.00 0.50 3.99 -- 105.44-125.00 30.00 72 30 \w 74.00 118.00 0.50 3.99 -- 105.44-125.00 60.00 88 31 \w 38.00 65.00 0.50 2.00 -- 46.12 -77.00 90.00 54 32 \w 30.00 95.00 0.50 2.00 -- 46.12-125.00 -30.00 130 33 \w 41.00 85.00 0.50 3.99 -- 105.44 -94.00 30.00 88 34 \w 38.00 63.00 0.50 3.99 -- 105.44-125.00 30.00 50 35 \w 32.00 108.00 0.50 3.99 -- 105.44 -94.00 60.00 152 36 \w 33.00 107.00 0.50 3.99 -- 105.44 -94.00 -90.00 148 37 \w 67.00 115.00 0.50 3.99 -- 105.44-125.00-120.00 96 38 \w 33.00 62.00 0.50 3.99 -- 105.44-125.00 -30.00 58 39 \w -6.00 24.00 0.50 2.00 -- 46.12 -77.00 90.00 60 40 \w 36.00 82.00 0.50 3.99 -- 105.44 -94.00 150.00 92 41 \w 30.00 120.00 0.50 2.00 -- 46.12 34.00 105.00 180 42 \w 31.00 57.00 0.50 3.99 -- 105.44 -30.00-180.00 52 43 \w 38.00 63.00 0.50 3.99 -- 105.44 -45.00-180.00 50 44 \w 38.00 116.00 0.50 3.99 -- 105.44-125.00-180.00 156 45 \w -118.00 -92.00 0.50 2.00 -- -46.12-125.00 120.00 52 46 \w -156.00 -95.00 0.50 3.99 -- -88.50 -34.00 -52.00 122 47 \w -119.00 -94.00 0.50 2.00 -- -46.12 -77.00-150.00 50 48 \w -113.00 -87.00 0.50 2.00 -- -46.12 -77.00-180.00 52 49 \w -103.00 -78.00 0.50 2.00 -- -46.12-125.00 -60.00 50 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'XtaLAB Synergy, Dualflex, HyPix' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.0261447000 _diffrn_orient_matrix_UB_12 -0.0951531000 _diffrn_orient_matrix_UB_13 0.0395691000 _diffrn_orient_matrix_UB_21 -0.1005092000 _diffrn_orient_matrix_UB_22 -0.0097466000 _diffrn_orient_matrix_UB_23 0.0195687000 _diffrn_orient_matrix_UB_31 0.0340756000 _diffrn_orient_matrix_UB_32 -0.0354475000 _diffrn_orient_matrix_UB_33 -0.0907069000 _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 'PhotonJet (Cu) X-ray Source' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 12073 _reflns_number_total 14247 _reflns_odcompleteness_completeness 99.98 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _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 1.171.40.12b (Rigaku OD, 2018)' _computing_data_collection 'CrysAlisPro 1.171.40.12b (Rigaku OD, 2018)' _computing_data_reduction 'CrysAlisPro 1.171.40.12b (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 ? _refine_diff_density_max 0.583 _refine_diff_density_min -0.385 _refine_diff_density_rms 0.080 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 977 _refine_ls_number_reflns 14247 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0641 _refine_ls_R_factor_gt 0.0468 _refine_ls_restrained_S_all 1.023 _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^)+(0.0698P)^2^+1.0624P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1139 _refine_ls_wR_factor_ref 0.1199 _refine_special_details ? _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2.a Secondary CH2 refined with riding coordinates: C13C(H13G,H13H), C14C(H14G,H14H), C15C(H15G,H15H), C16C(H16G,H16H), C17C(H17G, H17H), C13(H13A,H13B), C13A(H13C,H13D), C13B(H13E,H13F), C14(H14A,H14B), C14A(H14C,H14D), C14B(H14E,H14F), C15(H15A,H15B), C15A(H15C,H15D), C15B(H15E, H15F), C16(H16A,H16B), C16A(H16C,H16D), C16B(H16E,H16F), C17(H17A,H17B), C17A(H17C,H17D), C17B(H17E,H17F) 2.b Idealised Me refined as rotating group: C18C(H18J,H18K,H18L), C18(H18A,H18B,H18C), C18A(H18D,H18E,H18F), C18B(H18G, H18H,H18I) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary ? _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 S1 S 0.98230(3) 0.58688(3) 0.29603(3) 0.01586(10) Uani 1 1 d . . . . . S1A S 0.88671(3) 0.44272(3) 0.01437(3) 0.01623(10) Uani 1 1 d . . . . . S1B S 0.45885(3) 0.43507(3) 0.71397(3) 0.01502(10) Uani 1 1 d . . . . . S1C S 0.40857(3) 0.61972(3) 1.05014(3) 0.01581(10) Uani 1 1 d . . . . . S2C S 0.55332(3) 0.56705(3) 0.78721(3) 0.01513(10) Uani 1 1 d . . . . . N1C N 0.50228(11) 0.73895(10) 1.04611(10) 0.0162(3) Uani 1 1 d . . . . . N2C N 0.59904(10) 0.73763(10) 0.89161(9) 0.0154(3) Uani 1 1 d . . . . . N3C N 0.65712(10) 0.68745(10) 0.74570(9) 0.0146(3) Uani 1 1 d . . . . . N4C N 0.26449(12) 0.62778(12) 1.29367(11) 0.0291(4) Uani 1 1 d . . . . . N5C N 0.44210(12) 0.81226(12) 1.25345(11) 0.0266(4) Uani 1 1 d . . . . . N6C N 0.61891(11) 0.49997(11) 0.57244(10) 0.0199(3) Uani 1 1 d . . . . . N7C N 0.79354(11) 0.69230(11) 0.50696(10) 0.0219(3) Uani 1 1 d . . . . . C1C C 0.43417(13) 0.69517(12) 1.10014(12) 0.0164(3) Uani 1 1 d . . . . . C2C C 0.53235(12) 0.71263(12) 0.96808(11) 0.0154(3) Uani 1 1 d . . . . . C3C C 0.60542(12) 0.68808(11) 0.82903(11) 0.0140(3) Uani 1 1 d . . . . . C4C C 0.63681(12) 0.62632(11) 0.71145(11) 0.0150(3) Uani 1 1 d . . . . . C5C C 0.54059(12) 0.62942(11) 0.86761(11) 0.0152(3) Uani 1 1 d . . . . . C6C C 0.49401(12) 0.64590(12) 0.95279(11) 0.0150(3) Uani 1 1 d . . . . . C7C C 0.39013(13) 0.70922(12) 1.18773(11) 0.0168(4) Uani 1 1 d . . . . . C8C C 0.32013(13) 0.66405(12) 1.24625(11) 0.0191(4) Uani 1 1 d . . . . . C9C C 0.41833(13) 0.76774(12) 1.22330(11) 0.0194(4) Uani 1 1 d . . . . . C10C C 0.67436(12) 0.61121(12) 0.62456(11) 0.0152(3) Uani 1 1 d . . . . . C11C C 0.64544(12) 0.54888(12) 0.59471(11) 0.0163(4) Uani 1 1 d . . . . . C12C C 0.74019(13) 0.65724(11) 0.56072(11) 0.0156(3) Uani 1 1 d . . . . . C13C C 0.64712(13) 0.80849(12) 0.87974(11) 0.0166(4) Uani 1 1 d . . . . . H13G H 0.690921 0.812182 0.819651 0.020 Uiso 1 1 calc R . . . . H13H H 0.683538 0.794002 0.917560 0.020 Uiso 1 1 calc R . . . . C14C C 0.57663(13) 0.89783(12) 0.90084(12) 0.0203(4) Uani 1 1 d . . . . . H14G H 0.535110 0.894919 0.961861 0.024 Uiso 1 1 calc R . . . . H14H H 0.537731 0.910545 0.865420 0.024 Uiso 1 1 calc R . . . . C15C C 0.62559(14) 0.97291(13) 0.88391(13) 0.0239(4) Uani 1 1 d . . . . . H15G H 0.677342 0.966867 0.827529 0.029 Uiso 1 1 calc R . . . . H15H H 0.580582 1.028798 0.880440 0.029 Uiso 1 1 calc R . . . . C16C C 0.66477(14) 0.97609(12) 0.95320(13) 0.0231(4) Uani 1 1 d . . . . . H16G H 0.614306 0.977574 1.010340 0.028 Uiso 1 1 calc R . . . . H16H H 0.713838 0.922469 0.953386 0.028 Uiso 1 1 calc R . . . . C17C C 0.70590(17) 1.05589(14) 0.93813(15) 0.0318(5) Uani 1 1 d . . . . . H17G H 0.764367 1.047864 0.887253 0.038 Uiso 1 1 calc R . . . . H17H H 0.661720 1.108283 0.925221 0.038 Uiso 1 1 calc R . . . . C18C C 0.72628(18) 1.07134(16) 1.01531(17) 0.0388(5) Uani 1 1 d . . . . . H18J H 0.755750 1.120055 0.999990 0.058 Uiso 1 1 calc GR . . . . H18K H 0.768053 1.018999 1.030106 0.058 Uiso 1 1 calc GR . . . . H18L H 0.667920 1.084728 1.064635 0.058 Uiso 1 1 calc GR . . . . S2 S 1.10930(3) 0.54501(3) 0.48034(3) 0.01469(10) Uani 1 1 d . . . . . S2A S 1.02945(3) 0.40429(3) 0.18593(3) 0.01623(10) Uani 1 1 d . . . . . S2B S 0.59875(3) 0.38838(3) 0.44950(3) 0.01534(10) Uani 1 1 d . . . . . N1 N 0.92121(11) 0.76421(10) 0.30242(10) 0.0168(3) Uani 1 1 d . . . . . N1A N 0.92875(11) 0.27018(10) -0.01398(10) 0.0175(3) Uani 1 1 d . . . . . N1B N 0.34775(10) 0.32180(9) 0.75210(9) 0.0143(3) Uani 1 1 d . . . . . N2 N 0.97926(11) 0.77489(10) 0.41348(10) 0.0164(3) Uani 1 1 d . . . . . N2A N 1.01674(11) 0.21335(10) 0.08244(10) 0.0170(3) Uani 1 1 d . . . . . N2B N 0.40425(10) 0.27420(10) 0.60563(9) 0.0144(3) Uani 1 1 d . . . . . N3 N 1.05888(11) 0.71600(10) 0.51666(10) 0.0165(3) Uani 1 1 d . . . . . N3A N 1.08472(10) 0.22641(10) 0.18515(9) 0.0158(3) Uani 1 1 d . . . . . N3B N 0.50214(11) 0.27257(10) 0.45098(10) 0.0161(3) Uani 1 1 d . . . . . N4 N 0.89354(12) 0.56151(11) 0.13752(10) 0.0218(3) Uani 1 1 d . . . . . N4A N 0.75632(12) 0.52717(12) -0.13621(11) 0.0257(4) Uani 1 1 d . . . . . N4B N 0.38463(11) 0.50597(11) 0.92888(10) 0.0214(3) Uani 1 1 d . . . . . N5 N 0.82207(13) 0.85383(12) 0.13025(11) 0.0271(4) Uani 1 1 d . . . . . N5A N 0.84412(14) 0.23798(13) -0.17112(12) 0.0318(4) Uani 1 1 d . . . . . N5B N 0.21684(12) 0.30676(11) 0.98943(10) 0.0235(3) Uani 1 1 d . . . . . N6 N 1.24013(12) 0.45897(11) 0.63057(11) 0.0238(4) Uani 1 1 d . . . . . N6A N 1.10763(11) 0.42909(11) 0.35318(10) 0.0206(3) Uani 1 1 d . . . . . N6B N 0.74125(13) 0.39070(12) 0.21316(11) 0.0296(4) Uani 1 1 d . . . . . N7 N 1.13056(12) 0.74224(11) 0.68647(11) 0.0240(4) Uani 1 1 d . . . . . N7A N 1.18095(12) 0.13583(12) 0.35570(11) 0.0268(4) Uani 1 1 d . . . . . N7B N 0.57214(13) 0.20858(11) 0.22945(11) 0.0252(4) Uani 1 1 d . . . . . C1 C 0.92367(12) 0.69376(12) 0.26279(11) 0.0163(3) Uani 1 1 d . . . . . C1A C 0.88373(12) 0.35431(12) -0.03616(11) 0.0179(4) Uani 1 1 d . . . . . C1B C 0.37063(12) 0.37963(11) 0.78781(11) 0.0151(3) Uani 1 1 d . . . . . C2 C 0.96444(12) 0.73236(12) 0.35734(11) 0.0152(3) Uani 1 1 d . . . . . C2A C 0.96504(12) 0.27739(12) 0.04115(11) 0.0162(4) Uani 1 1 d . . . . . C2B C 0.40002(12) 0.32120(11) 0.66919(11) 0.0130(3) Uani 1 1 d . . . . . C3 C 1.02878(12) 0.71011(12) 0.45661(11) 0.0157(3) Uani 1 1 d . . . . . C3A C 1.03826(12) 0.25722(12) 0.13275(11) 0.0155(3) Uani 1 1 d . . . . . C3B C 0.47220(12) 0.29778(11) 0.52979(11) 0.0139(3) Uani 1 1 d . . . . . C4 C 1.10567(12) 0.63169(12) 0.53713(11) 0.0159(3) Uani 1 1 d . . . . . C4A C 1.08492(12) 0.29743(12) 0.22221(11) 0.0162(3) Uani 1 1 d . . . . . C4B C 0.57089(12) 0.31577(11) 0.39795(11) 0.0160(3) Uani 1 1 d . . . . . C5 C 1.04672(12) 0.62333(11) 0.42527(11) 0.0148(3) Uani 1 1 d . . . . . C5A C 0.99891(12) 0.35253(12) 0.12275(11) 0.0160(3) Uani 1 1 d . . . . . C5B C 0.51328(12) 0.36174(11) 0.54641(11) 0.0142(3) Uani 1 1 d . . . . . C6 C 1.00594(12) 0.63715(11) 0.36497(11) 0.0151(3) Uani 1 1 d . . . . . C6A C 0.95285(12) 0.36531(12) 0.06735(11) 0.0162(3) Uani 1 1 d . . . . . C6B C 0.46835(12) 0.37671(11) 0.63194(11) 0.0145(3) Uani 1 1 d . . . . . C7 C 0.88592(13) 0.70235(12) 0.19970(11) 0.0181(4) Uani 1 1 d . . . . . C7A C 0.83992(13) 0.36876(13) -0.09573(12) 0.0188(4) Uani 1 1 d . . . . . C7B C 0.33219(12) 0.39400(12) 0.87517(11) 0.0152(3) Uani 1 1 d . . . . . C8 C 0.88858(13) 0.62505(12) 0.16509(11) 0.0179(4) Uani 1 1 d . . . . . C8A C 0.79347(13) 0.45618(13) -0.11900(11) 0.0190(4) Uani 1 1 d . . . . . C8B C 0.35983(12) 0.45619(12) 0.90622(11) 0.0175(4) Uani 1 1 d . . . . . C9 C 0.84936(13) 0.78705(13) 0.16310(11) 0.0191(4) Uani 1 1 d . . . . . C9A C 0.84195(13) 0.29564(14) -0.13694(12) 0.0220(4) Uani 1 1 d . . . . . C9B C 0.26800(13) 0.34521(12) 0.93740(11) 0.0174(4) Uani 1 1 d . . . . . C10 C 1.14705(12) 0.61580(12) 0.59852(11) 0.0163(3) Uani 1 1 d . . . . . C10A C 1.11986(12) 0.28906(12) 0.28688(11) 0.0166(3) Uani 1 1 d . . . . . C10B C 0.61508(13) 0.30540(12) 0.31005(11) 0.0174(4) Uani 1 1 d . . . . . C11 C 1.19842(13) 0.52893(12) 0.61720(11) 0.0168(4) Uani 1 1 d . . . . . C11A C 1.11490(12) 0.36572(12) 0.32384(11) 0.0167(4) Uani 1 1 d . . . . . C11B C 0.68548(13) 0.35219(13) 0.25591(11) 0.0198(4) Uani 1 1 d . . . . . C12 C 1.13815(13) 0.68670(12) 0.64641(11) 0.0182(4) Uani 1 1 d . . . . . C12A C 1.15464(13) 0.20353(12) 0.32422(11) 0.0179(4) Uani 1 1 d . . . . . C12B C 0.59074(13) 0.25002(12) 0.26752(12) 0.0196(4) Uani 1 1 d . . . . . C13 C 0.95054(13) 0.87109(12) 0.42231(12) 0.0196(4) Uani 1 1 d . . . . . H13A H 0.949196 0.882453 0.478143 0.024 Uiso 1 1 calc R . . . . H13B H 0.887100 0.894577 0.421224 0.024 Uiso 1 1 calc R . . . . C13A C 1.04181(14) 0.11652(12) 0.07768(12) 0.0198(4) Uani 1 1 d . . . . . H13C H 1.106097 0.092334 0.076409 0.024 Uiso 1 1 calc R . . . . H13D H 1.039942 0.103602 0.023744 0.024 Uiso 1 1 calc R . . . . C13B C 0.34680(12) 0.21138(12) 0.61801(11) 0.0161(3) Uani 1 1 d . . . . . H13E H 0.358930 0.191860 0.561662 0.019 Uiso 1 1 calc R . . . . H13F H 0.280045 0.240857 0.642757 0.019 Uiso 1 1 calc R . . . . C14 C 1.01901(15) 0.91772(13) 0.34845(13) 0.0247(4) Uani 1 1 d . . . . . H14A H 0.993589 0.981184 0.351833 0.030 Uiso 1 1 calc R . . . . H14B H 1.022600 0.903004 0.292952 0.030 Uiso 1 1 calc R . . . . C14A C 0.97460(14) 0.07182(13) 0.15514(13) 0.0228(4) Uani 1 1 d . . . . . H14C H 0.970569 0.090863 0.208994 0.027 Uiso 1 1 calc R . . . . H14D H 1.000680 0.008247 0.155285 0.027 Uiso 1 1 calc R . . . . C14B C 0.36946(13) 0.13178(12) 0.67811(12) 0.0188(4) Uani 1 1 d . . . . . H14E H 0.324112 0.096370 0.691524 0.023 Uiso 1 1 calc R . . . . H14F H 0.361935 0.152153 0.732642 0.023 Uiso 1 1 calc R . . . . C15 C 1.11900(15) 0.89410(13) 0.34973(12) 0.0239(4) Uani 1 1 d . . . . . H15A H 1.142054 0.830165 0.352534 0.029 Uiso 1 1 calc R . . . . H15B H 1.160346 0.917649 0.295352 0.029 Uiso 1 1 calc R . . . . C15A C 0.87484(15) 0.09248(15) 0.15334(14) 0.0297(5) Uani 1 1 d . . . . . H15C H 0.879202 0.074244 0.098990 0.036 Uiso 1 1 calc R . . . . H15D H 0.848711 0.156032 0.153786 0.036 Uiso 1 1 calc R . . . . C15B C 0.46936(13) 0.07356(12) 0.63956(12) 0.0189(4) Uani 1 1 d . . . . . H15E H 0.476555 0.050938 0.586232 0.023 Uiso 1 1 calc R . . . . H15F H 0.515067 0.108923 0.624537 0.023 Uiso 1 1 calc R . . . . C16 C 1.12521(14) 0.92918(13) 0.42591(13) 0.0259(4) Uani 1 1 d . . . . . H16A H 1.087723 0.902106 0.480267 0.031 Uiso 1 1 calc R . . . . H16B H 1.097738 0.992542 0.425722 0.031 Uiso 1 1 calc R . . . . C16A C 0.80645(15) 0.04726(14) 0.22999(13) 0.0287(4) Uani 1 1 d . . . . . H16C H 0.749446 0.054082 0.218122 0.034 Uiso 1 1 calc R . . . . H16D H 0.835801 -0.015582 0.233711 0.034 Uiso 1 1 calc R . . . . C16B C 0.48978(14) -0.00375(13) 0.70363(12) 0.0229(4) Uani 1 1 d . . . . . H16E H 0.481124 0.019423 0.757187 0.028 Uiso 1 1 calc R . . . . H16F H 0.443917 -0.038839 0.718135 0.028 Uiso 1 1 calc R . . . . C17 C 1.22635(15) 0.91136(14) 0.42317(14) 0.0286(4) Uani 1 1 d . . . . . H17A H 1.267119 0.925087 0.363877 0.034 Uiso 1 1 calc R . . . . H17B H 1.227611 0.950935 0.460706 0.034 Uiso 1 1 calc R . . . . C17A C 0.77857(14) 0.08358(13) 0.31800(13) 0.0262(4) Uani 1 1 d . . . . . H17C H 0.833756 0.068347 0.334542 0.031 Uiso 1 1 calc R . . . . H17D H 0.758283 0.147649 0.312045 0.031 Uiso 1 1 calc R . . . . C17B C 0.58910(15) -0.06371(13) 0.66910(13) 0.0256(4) Uani 1 1 d . . . . . H17E H 0.634885 -0.028680 0.655244 0.031 Uiso 1 1 calc R . . . . H17F H 0.597772 -0.108406 0.715112 0.031 Uiso 1 1 calc R . . . . C18 C 1.26630(16) 0.81689(15) 0.45177(14) 0.0315(5) Uani 1 1 d . . . . . H18A H 1.263987 0.777000 0.415929 0.047 Uiso 1 1 calc GR . . . . H18B H 1.229319 0.804039 0.511916 0.047 Uiso 1 1 calc GR . . . . H18C H 1.330891 0.809778 0.445574 0.047 Uiso 1 1 calc GR . . . . C18A C 0.69953(16) 0.04812(16) 0.39020(14) 0.0336(5) Uani 1 1 d . . . . . H18D H 0.645176 0.061660 0.373616 0.050 Uiso 1 1 calc GR . . . . H18E H 0.682698 0.075153 0.443367 0.050 Uiso 1 1 calc GR . . . . H18F H 0.720734 -0.014892 0.399281 0.050 Uiso 1 1 calc GR . . . . C18B C 0.60991(15) -0.10961(13) 0.58849(13) 0.0272(4) Uani 1 1 d . . . . . H18G H 0.603735 -0.065996 0.541782 0.041 Uiso 1 1 calc GR . . . . H18H H 0.565797 -0.145474 0.601739 0.041 Uiso 1 1 calc GR . . . . H18I H 0.673375 -0.146421 0.570924 0.041 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 S1 0.0185(2) 0.0152(2) 0.0124(2) -0.00174(15) -0.00570(16) -0.00144(16) S1A 0.0171(2) 0.0177(2) 0.0104(2) -0.00091(15) -0.00408(16) -0.00049(16) S1B 0.0183(2) 0.0162(2) 0.0081(2) -0.00257(15) -0.00121(16) -0.00479(16) S1C 0.0172(2) 0.0190(2) 0.0084(2) -0.00256(15) -0.00046(16) -0.00524(17) S2C 0.0182(2) 0.0161(2) 0.0084(2) -0.00295(15) -0.00076(16) -0.00470(16) N1C 0.0180(7) 0.0172(7) 0.0107(7) -0.0022(6) -0.0031(6) -0.0027(6) N2C 0.0179(7) 0.0159(7) 0.0097(7) -0.0028(5) -0.0012(6) -0.0044(6) N3C 0.0159(7) 0.0150(7) 0.0093(7) -0.0032(5) -0.0022(6) -0.0007(6) N4C 0.0255(9) 0.0368(10) 0.0186(9) 0.0037(7) -0.0028(7) -0.0089(8) N5C 0.0287(9) 0.0287(9) 0.0193(8) -0.0085(7) -0.0048(7) -0.0042(7) N6C 0.0222(8) 0.0226(8) 0.0120(7) -0.0042(6) -0.0021(6) -0.0053(7) N7C 0.0205(8) 0.0223(8) 0.0160(8) -0.0009(6) -0.0016(6) -0.0027(7) C1C 0.0166(8) 0.0168(9) 0.0124(8) -0.0013(6) -0.0034(7) -0.0013(7) C2C 0.0157(8) 0.0160(8) 0.0103(8) -0.0025(6) -0.0022(7) -0.0005(7) C3C 0.0158(8) 0.0139(8) 0.0092(8) -0.0011(6) -0.0040(6) 0.0004(6) C4C 0.0157(8) 0.0138(8) 0.0117(8) -0.0009(6) -0.0031(7) -0.0008(6) C5C 0.0149(8) 0.0148(8) 0.0122(8) -0.0029(6) -0.0026(7) -0.0002(7) C6C 0.0149(8) 0.0153(8) 0.0122(8) -0.0013(6) -0.0037(7) -0.0015(7) C7C 0.0170(8) 0.0192(9) 0.0103(8) -0.0029(7) -0.0026(7) -0.0010(7) C8C 0.0192(9) 0.0226(9) 0.0109(8) -0.0035(7) -0.0036(7) 0.0004(7) C9C 0.0187(9) 0.0218(9) 0.0106(8) -0.0042(7) -0.0010(7) 0.0010(7) C10C 0.0150(8) 0.0150(8) 0.0117(8) -0.0022(6) -0.0024(7) -0.0007(7) C11C 0.0159(8) 0.0183(9) 0.0086(8) -0.0014(6) -0.0005(6) -0.0006(7) C12C 0.0180(8) 0.0148(8) 0.0097(8) -0.0041(6) -0.0034(7) 0.0018(7) C13C 0.0195(9) 0.0166(9) 0.0113(8) -0.0026(6) -0.0022(7) -0.0045(7) C14C 0.0217(9) 0.0175(9) 0.0176(9) -0.0040(7) -0.0041(7) -0.0014(7) C15C 0.0288(10) 0.0180(9) 0.0214(10) -0.0018(7) -0.0074(8) -0.0031(8) C16C 0.0255(10) 0.0187(9) 0.0226(10) -0.0036(7) -0.0074(8) -0.0023(8) C17C 0.0407(12) 0.0217(10) 0.0359(12) -0.0014(9) -0.0169(10) -0.0079(9) C18C 0.0446(14) 0.0297(12) 0.0485(14) -0.0110(10) -0.0207(11) -0.0082(10) S2 0.0167(2) 0.0138(2) 0.0105(2) -0.00156(15) -0.00361(16) -0.00078(16) S2A 0.0198(2) 0.0149(2) 0.0128(2) -0.00060(15) -0.00650(16) -0.00193(16) S2B 0.0172(2) 0.0174(2) 0.0084(2) -0.00165(15) -0.00090(16) -0.00452(16) N1 0.0175(7) 0.0175(7) 0.0126(7) -0.0010(6) -0.0039(6) -0.0024(6) N1A 0.0185(7) 0.0197(8) 0.0107(7) -0.0015(6) -0.0031(6) -0.0023(6) N1B 0.0166(7) 0.0134(7) 0.0098(7) -0.0024(5) -0.0029(6) -0.0010(6) N2 0.0201(7) 0.0129(7) 0.0152(7) -0.0009(6) -0.0070(6) -0.0019(6) N2A 0.0189(7) 0.0154(8) 0.0132(7) -0.0015(6) -0.0048(6) -0.0007(6) N2B 0.0169(7) 0.0145(7) 0.0086(7) -0.0020(5) -0.0015(6) -0.0030(6) N3 0.0180(7) 0.0160(7) 0.0128(7) -0.0006(6) -0.0044(6) -0.0023(6) N3A 0.0163(7) 0.0165(7) 0.0109(7) -0.0009(5) -0.0028(6) -0.0016(6) N3B 0.0177(7) 0.0155(7) 0.0111(7) -0.0024(6) -0.0025(6) -0.0011(6) N4 0.0239(8) 0.0226(8) 0.0167(8) -0.0035(6) -0.0084(6) 0.0004(7) N4A 0.0220(8) 0.0301(10) 0.0186(8) 0.0029(7) -0.0045(7) -0.0039(7) N4B 0.0228(8) 0.0269(9) 0.0119(8) -0.0057(6) -0.0018(6) -0.0061(7) N5 0.0277(9) 0.0258(9) 0.0194(8) 0.0002(7) -0.0060(7) 0.0013(7) N5A 0.0362(10) 0.0341(10) 0.0265(9) -0.0100(8) -0.0150(8) -0.0009(8) N5B 0.0219(8) 0.0280(9) 0.0152(8) 0.0020(7) -0.0032(7) -0.0056(7) N6 0.0243(8) 0.0246(9) 0.0166(8) 0.0008(6) -0.0054(7) -0.0018(7) N6A 0.0215(8) 0.0221(8) 0.0158(8) -0.0028(6) -0.0068(6) -0.0010(6) N6B 0.0259(9) 0.0328(10) 0.0207(9) 0.0032(7) -0.0023(7) -0.0053(8) N7 0.0261(9) 0.0244(9) 0.0199(8) -0.0035(7) -0.0054(7) -0.0069(7) N7A 0.0252(9) 0.0260(9) 0.0230(9) 0.0031(7) -0.0078(7) -0.0017(7) N7B 0.0313(9) 0.0222(8) 0.0187(8) -0.0046(7) -0.0070(7) -0.0025(7) C1 0.0132(8) 0.0180(9) 0.0120(8) 0.0002(7) -0.0010(6) -0.0013(7) C1A 0.0150(8) 0.0230(9) 0.0101(8) -0.0017(7) 0.0002(7) -0.0028(7) C1B 0.0145(8) 0.0145(8) 0.0114(8) 0.0001(6) -0.0023(6) -0.0003(6) C2 0.0142(8) 0.0161(9) 0.0112(8) -0.0002(6) -0.0012(6) -0.0029(7) C2A 0.0156(8) 0.0201(9) 0.0080(8) -0.0017(6) 0.0005(6) -0.0035(7) C2B 0.0150(8) 0.0114(8) 0.0102(8) -0.0011(6) -0.0040(6) -0.0003(6) C3 0.0161(8) 0.0149(8) 0.0127(8) -0.0014(6) -0.0017(7) -0.0038(7) C3A 0.0153(8) 0.0184(9) 0.0088(8) -0.0011(6) -0.0009(6) -0.0033(7) C3B 0.0152(8) 0.0132(8) 0.0094(8) -0.0018(6) -0.0024(6) -0.0001(6) C4 0.0148(8) 0.0166(9) 0.0112(8) -0.0020(6) 0.0001(6) -0.0029(7) C4A 0.0149(8) 0.0160(8) 0.0121(8) 0.0001(6) -0.0010(7) -0.0018(7) C4B 0.0164(8) 0.0142(8) 0.0136(9) -0.0009(6) -0.0045(7) 0.0003(7) C5 0.0145(8) 0.0140(8) 0.0113(8) -0.0004(6) -0.0011(6) -0.0020(6) C5A 0.0160(8) 0.0172(9) 0.0107(8) -0.0005(6) -0.0013(7) -0.0031(7) C5B 0.0155(8) 0.0132(8) 0.0108(8) -0.0010(6) -0.0027(6) -0.0016(6) C6 0.0149(8) 0.0139(8) 0.0124(8) -0.0011(6) -0.0015(7) -0.0024(7) C6A 0.0159(8) 0.0165(9) 0.0107(8) -0.0003(6) -0.0011(6) -0.0018(7) C6B 0.0150(8) 0.0135(8) 0.0122(8) -0.0011(6) -0.0030(7) -0.0020(6) C7 0.0172(9) 0.0202(9) 0.0127(8) -0.0021(7) -0.0029(7) -0.0016(7) C7A 0.0159(8) 0.0242(10) 0.0123(8) -0.0022(7) -0.0029(7) -0.0018(7) C7B 0.0162(8) 0.0155(8) 0.0107(8) -0.0028(6) -0.0034(7) -0.0003(7) C8 0.0160(8) 0.0235(10) 0.0097(8) 0.0013(7) -0.0044(7) -0.0002(7) C8A 0.0154(8) 0.0285(11) 0.0098(8) -0.0006(7) -0.0018(7) -0.0049(8) C8B 0.0156(8) 0.0227(9) 0.0083(8) -0.0010(7) -0.0005(7) -0.0014(7) C9 0.0186(9) 0.0243(10) 0.0105(8) -0.0029(7) -0.0027(7) -0.0023(7) C9A 0.0203(9) 0.0293(11) 0.0138(9) -0.0015(8) -0.0069(7) -0.0013(8) C9B 0.0174(9) 0.0211(9) 0.0108(8) -0.0038(7) -0.0044(7) 0.0001(7) C10 0.0157(8) 0.0186(9) 0.0107(8) -0.0017(7) -0.0012(7) -0.0031(7) C10A 0.0153(8) 0.0183(9) 0.0129(8) -0.0022(7) -0.0035(7) -0.0011(7) C10B 0.0176(9) 0.0184(9) 0.0109(8) -0.0034(7) -0.0019(7) 0.0001(7) C11 0.0173(8) 0.0219(10) 0.0094(8) -0.0011(7) -0.0028(7) -0.0052(7) C11A 0.0153(8) 0.0199(9) 0.0104(8) 0.0004(7) -0.0038(6) 0.0000(7) C11B 0.0202(9) 0.0228(9) 0.0093(8) -0.0034(7) -0.0023(7) 0.0020(8) C12 0.0168(8) 0.0226(10) 0.0126(9) 0.0011(7) -0.0039(7) -0.0043(7) C12A 0.0170(8) 0.0217(10) 0.0124(8) -0.0014(7) -0.0034(7) -0.0034(7) C12B 0.0215(9) 0.0193(9) 0.0113(8) -0.0019(7) -0.0025(7) 0.0002(7) C13 0.0231(9) 0.0125(8) 0.0209(9) -0.0039(7) -0.0090(8) 0.0021(7) C13A 0.0233(9) 0.0168(9) 0.0165(9) -0.0033(7) -0.0069(7) 0.0001(7) C13B 0.0159(8) 0.0182(9) 0.0134(8) -0.0049(7) -0.0026(7) -0.0046(7) C14 0.0373(11) 0.0186(9) 0.0196(10) 0.0018(7) -0.0129(8) -0.0072(8) C14A 0.0298(10) 0.0190(9) 0.0194(10) 0.0016(7) -0.0100(8) -0.0059(8) C14B 0.0214(9) 0.0172(9) 0.0142(9) -0.0025(7) -0.0017(7) -0.0054(7) C15 0.0300(10) 0.0203(10) 0.0164(9) -0.0023(7) -0.0014(8) -0.0080(8) C15A 0.0322(11) 0.0370(12) 0.0242(11) 0.0046(9) -0.0129(9) -0.0153(9) C15B 0.0214(9) 0.0172(9) 0.0148(9) -0.0032(7) -0.0037(7) -0.0029(7) C16 0.0260(10) 0.0216(10) 0.0265(10) -0.0071(8) -0.0046(8) -0.0045(8) C16A 0.0317(11) 0.0307(11) 0.0261(11) -0.0002(8) -0.0102(9) -0.0129(9) C16B 0.0293(10) 0.0208(9) 0.0160(9) -0.0039(7) -0.0069(8) -0.0025(8) C17 0.0276(11) 0.0264(11) 0.0294(11) -0.0042(8) -0.0065(9) -0.0074(8) C17A 0.0256(10) 0.0236(10) 0.0296(11) -0.0028(8) -0.0104(8) -0.0051(8) C17B 0.0304(11) 0.0208(10) 0.0264(11) -0.0041(8) -0.0142(9) -0.0008(8) C18 0.0289(11) 0.0330(12) 0.0252(11) 0.0019(9) -0.0044(9) -0.0065(9) C18A 0.0340(12) 0.0435(13) 0.0245(11) -0.0067(9) -0.0065(9) -0.0144(10) C18B 0.0285(10) 0.0225(10) 0.0251(10) -0.0049(8) -0.0071(8) -0.0002(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 S1 C1 1.7858(18) . ? S1 C6 1.7124(18) . ? S1A C1A 1.7772(19) . ? S1A C6A 1.7250(18) . ? S1B C1B 1.7893(18) . ? S1B C6B 1.7180(18) . ? S1C C1C 1.7853(18) . ? S1C C6C 1.7274(18) . ? S2C C4C 1.7885(18) . ? S2C C5C 1.7183(18) . ? N1C C1C 1.377(2) . ? N1C C2C 1.296(2) . ? N2C C2C 1.376(2) . ? N2C C3C 1.369(2) . ? N2C C13C 1.474(2) . ? N3C C3C 1.304(2) . ? N3C C4C 1.374(2) . ? N4C C8C 1.145(3) . ? N5C C9C 1.149(3) . ? N6C C11C 1.152(2) . ? N7C C12C 1.149(2) . ? C1C C7C 1.374(3) . ? C2C C6C 1.462(2) . ? C3C C5C 1.465(2) . ? C4C C10C 1.367(2) . ? C5C C6C 1.349(3) . ? C7C C8C 1.431(3) . ? C7C C9C 1.433(3) . ? C10C C11C 1.431(2) . ? C10C C12C 1.427(2) . ? C13C H13G 0.9700 . ? C13C H13H 0.9700 . ? C13C C14C 1.522(2) . ? C14C H14G 0.9700 . ? C14C H14H 0.9700 . ? C14C C15C 1.528(3) . ? C15C H15G 0.9700 . ? C15C H15H 0.9700 . ? C15C C16C 1.525(3) . ? C16C H16G 0.9700 . ? C16C H16H 0.9700 . ? C16C C17C 1.522(3) . ? C17C H17G 0.9700 . ? C17C H17H 0.9700 . ? C17C C18C 1.518(3) . ? C18C H18J 0.9600 . ? C18C H18K 0.9600 . ? C18C H18L 0.9600 . ? S2 C4 1.7762(18) . ? S2 C5 1.7202(18) . ? S2A C4A 1.7855(18) . ? S2A C5A 1.7184(18) . ? S2B C4B 1.7882(18) . ? S2B C5B 1.7255(17) . ? N1 C1 1.378(2) . ? N1 C2 1.300(2) . ? N1A C1A 1.378(2) . ? N1A C2A 1.296(2) . ? N1B C1B 1.371(2) . ? N1B C2B 1.300(2) . ? N2 C2 1.369(2) . ? N2 C3 1.377(2) . ? N2 C13 1.473(2) . ? N2A C2A 1.373(2) . ? N2A C3A 1.368(2) . ? N2A C13A 1.475(2) . ? N2B C2B 1.370(2) . ? N2B C3B 1.372(2) . ? N2B C13B 1.470(2) . ? N3 C3 1.294(2) . ? N3 C4 1.381(2) . ? N3A C3A 1.299(2) . ? N3A C4A 1.377(2) . ? N3B C3B 1.302(2) . ? N3B C4B 1.374(2) . ? N4 C8 1.148(2) . ? N4A C8A 1.151(3) . ? N4B C8B 1.149(2) . ? N5 C9 1.148(3) . ? N5A C9A 1.144(3) . ? N5B C9B 1.149(2) . ? N6 C11 1.146(2) . ? N6A C11A 1.149(2) . ? N6B C11B 1.148(3) . ? N7 C12 1.148(3) . ? N7A C12A 1.144(3) . ? N7B C12B 1.152(3) . ? C1 C7 1.371(3) . ? C1A C7A 1.375(3) . ? C1B C7B 1.371(2) . ? C2 C6 1.463(2) . ? C2A C6A 1.469(2) . ? C2B C6B 1.467(2) . ? C3 C5 1.467(2) . ? C3A C5A 1.462(2) . ? C3B C5B 1.466(2) . ? C4 C10 1.372(3) . ? C4A C10A 1.365(3) . ? C4B C10B 1.368(3) . ? C5 C6 1.352(3) . ? C5A C6A 1.343(3) . ? C5B C6B 1.347(2) . ? C7 C8 1.426(3) . ? C7 C9 1.428(3) . ? C7A C8A 1.431(3) . ? C7A C9A 1.434(3) . ? C7B C8B 1.428(3) . ? C7B C9B 1.429(3) . ? C10 C11 1.430(3) . ? C10 C12 1.433(3) . ? C10A C11A 1.425(3) . ? C10A C12A 1.435(3) . ? C10B C11B 1.432(3) . ? C10B C12B 1.432(3) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C13 C14 1.523(3) . ? C13A H13C 0.9700 . ? C13A H13D 0.9700 . ? C13A C14A 1.525(3) . ? C13B H13E 0.9700 . ? C13B H13F 0.9700 . ? C13B C14B 1.514(3) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 C15 1.524(3) . ? C14A H14C 0.9700 . ? C14A H14D 0.9700 . ? C14A C15A 1.527(3) . ? C14B H14E 0.9700 . ? C14B H14F 0.9700 . ? C14B C15B 1.524(2) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C15 C16 1.520(3) . ? C15A H15C 0.9700 . ? C15A H15D 0.9700 . ? C15A C16A 1.532(3) . ? C15B H15E 0.9700 . ? C15B H15F 0.9700 . ? C15B C16B 1.523(3) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C16 C17 1.525(3) . ? C16A H16C 0.9700 . ? C16A H16D 0.9700 . ? C16A C17A 1.523(3) . ? C16B H16E 0.9700 . ? C16B H16F 0.9700 . ? C16B C17B 1.521(3) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C17 C18 1.516(3) . ? C17A H17C 0.9700 . ? C17A H17D 0.9700 . ? C17A C18A 1.518(3) . ? C17B H17E 0.9700 . ? C17B H17F 0.9700 . ? C17B C18B 1.517(3) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C18A H18D 0.9600 . ? C18A H18E 0.9600 . ? C18A H18F 0.9600 . ? C18B H18G 0.9600 . ? C18B H18H 0.9600 . ? C18B H18I 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 C6 S1 C1 88.20(8) . . ? C6A S1A C1A 87.93(9) . . ? C6B S1B C1B 88.28(8) . . ? C6C S1C C1C 87.97(8) . . ? C5C S2C C4C 88.26(8) . . ? C2C N1C C1C 107.74(15) . . ? C2C N2C C13C 126.10(14) . . ? C3C N2C C2C 105.88(14) . . ? C3C N2C C13C 127.86(14) . . ? C3C N3C C4C 107.65(15) . . ? N1C C1C S1C 116.33(13) . . ? C7C C1C S1C 122.90(14) . . ? C7C C1C N1C 120.77(16) . . ? N1C C2C N2C 129.84(17) . . ? N1C C2C C6C 119.66(16) . . ? N2C C2C C6C 110.51(15) . . ? N2C C3C C5C 110.15(15) . . ? N3C C3C N2C 130.34(16) . . ? N3C C3C C5C 119.50(15) . . ? N3C C4C S2C 116.21(12) . . ? C10C C4C S2C 119.91(14) . . ? C10C C4C N3C 123.86(16) . . ? C3C C5C S2C 108.31(12) . . ? C6C C5C S2C 144.63(15) . . ? C6C C5C C3C 107.06(15) . . ? C2C C6C S1C 108.28(12) . . ? C5C C6C S1C 145.37(15) . . ? C5C C6C C2C 106.35(15) . . ? C1C C7C C8C 122.47(17) . . ? C1C C7C C9C 119.20(16) . . ? C8C C7C C9C 118.26(16) . . ? N4C C8C C7C 179.4(2) . . ? N5C C9C C7C 177.7(2) . . ? C4C C10C C11C 119.63(16) . . ? C4C C10C C12C 122.59(16) . . ? C12C C10C C11C 117.76(15) . . ? N6C C11C C10C 177.61(19) . . ? N7C C12C C10C 177.39(19) . . ? N2C C13C H13G 109.3 . . ? N2C C13C H13H 109.3 . . ? N2C C13C C14C 111.72(15) . . ? H13G C13C H13H 107.9 . . ? C14C C13C H13G 109.3 . . ? C14C C13C H13H 109.3 . . ? C13C C14C H14G 109.1 . . ? C13C C14C H14H 109.1 . . ? C13C C14C C15C 112.38(15) . . ? H14G C14C H14H 107.9 . . ? C15C C14C H14G 109.1 . . ? C15C C14C H14H 109.1 . . ? C14C C15C H15G 108.6 . . ? C14C C15C H15H 108.6 . . ? H15G C15C H15H 107.6 . . ? C16C C15C C14C 114.49(16) . . ? C16C C15C H15G 108.6 . . ? C16C C15C H15H 108.6 . . ? C15C C16C H16G 109.0 . . ? C15C C16C H16H 109.0 . . ? H16G C16C H16H 107.8 . . ? C17C C16C C15C 113.00(16) . . ? C17C C16C H16G 109.0 . . ? C17C C16C H16H 109.0 . . ? C16C C17C H17G 108.8 . . ? C16C C17C H17H 108.8 . . ? H17G C17C H17H 107.7 . . ? C18C C17C C16C 113.93(18) . . ? C18C C17C H17G 108.8 . . ? C18C C17C H17H 108.8 . . ? C17C C18C H18J 109.5 . . ? C17C C18C H18K 109.5 . . ? C17C C18C H18L 109.5 . . ? H18J C18C H18K 109.5 . . ? H18J C18C H18L 109.5 . . ? H18K C18C H18L 109.5 . . ? C5 S2 C4 87.98(8) . . ? C5A S2A C4A 88.12(8) . . ? C5B S2B C4B 87.97(8) . . ? C2 N1 C1 107.23(15) . . ? C2A N1A C1A 107.29(15) . . ? C2B N1B C1B 107.72(14) . . ? C2 N2 C3 106.07(14) . . ? C2 N2 C13 126.08(15) . . ? C3 N2 C13 127.81(15) . . ? C2A N2A C13A 128.13(15) . . ? C3A N2A C2A 105.89(14) . . ? C3A N2A C13A 125.94(15) . . ? C2B N2B C3B 106.12(14) . . ? C2B N2B C13B 126.00(14) . . ? C3B N2B C13B 127.88(14) . . ? C3 N3 C4 107.26(15) . . ? C3A N3A C4A 107.41(15) . . ? C3B N3B C4B 107.71(15) . . ? N1 C1 S1 116.34(13) . . ? C7 C1 S1 119.96(14) . . ? C7 C1 N1 123.69(16) . . ? N1A C1A S1A 116.95(13) . . ? C7A C1A S1A 121.88(15) . . ? C7A C1A N1A 121.16(17) . . ? N1B C1B S1B 116.21(12) . . ? C7B C1B S1B 120.03(14) . . ? C7B C1B N1B 123.73(16) . . ? N1 C2 N2 129.87(17) . . ? N1 C2 C6 119.77(16) . . ? N2 C2 C6 110.36(15) . . ? N1A C2A N2A 130.09(17) . . ? N1A C2A C6A 119.61(16) . . ? N2A C2A C6A 110.29(15) . . ? N1B C2B N2B 130.21(16) . . ? N1B C2B C6B 119.62(15) . . ? N2B C2B C6B 110.16(14) . . ? N2 C3 C5 110.14(15) . . ? N3 C3 N2 130.25(16) . . ? N3 C3 C5 119.61(16) . . ? N2A C3A C5A 110.33(15) . . ? N3A C3A N2A 129.92(17) . . ? N3A C3A C5A 119.75(16) . . ? N2B C3B C5B 110.25(14) . . ? N3B C3B N2B 130.29(16) . . ? N3B C3B C5B 119.45(15) . . ? N3 C4 S2 116.76(13) . . ? C10 C4 S2 121.71(14) . . ? C10 C4 N3 121.53(16) . . ? N3A C4A S2A 116.30(13) . . ? C10A C4A S2A 120.12(14) . . ? C10A C4A N3A 123.48(16) . . ? N3B C4B S2B 116.47(13) . . ? C10B C4B S2B 121.27(14) . . ? C10B C4B N3B 122.25(16) . . ? C3 C5 S2 108.38(13) . . ? C6 C5 S2 145.11(15) . . ? C6 C5 C3 106.50(15) . . ? C3A C5A S2A 108.33(13) . . ? C6A C5A S2A 144.56(15) . . ? C6A C5A C3A 107.12(16) . . ? C3B C5B S2B 108.39(12) . . ? C6B C5B S2B 144.97(14) . . ? C6B C5B C3B 106.64(15) . . ? C2 C6 S1 108.43(13) . . ? C5 C6 S1 144.63(15) . . ? C5 C6 C2 106.92(15) . . ? C2A C6A S1A 108.21(13) . . ? C5A C6A S1A 145.43(15) . . ? C5A C6A C2A 106.36(16) . . ? C2B C6B S1B 108.14(12) . . ? C5B C6B S1B 145.04(14) . . ? C5B C6B C2B 106.82(15) . . ? C1 C7 C8 119.52(17) . . ? C1 C7 C9 121.82(17) . . ? C8 C7 C9 118.53(16) . . ? C1A C7A C8A 121.15(17) . . ? C1A C7A C9A 119.91(17) . . ? C8A C7A C9A 118.93(16) . . ? C1B C7B C8B 119.70(16) . . ? C1B C7B C9B 121.72(16) . . ? C8B C7B C9B 118.51(15) . . ? N4 C8 C7 177.74(19) . . ? N4A C8A C7A 178.5(2) . . ? N4B C8B C7B 177.85(19) . . ? N5 C9 C7 177.1(2) . . ? N5A C9A C7A 178.9(2) . . ? N5B C9B C7B 177.95(19) . . ? C4 C10 C11 121.34(16) . . ? C4 C10 C12 120.06(16) . . ? C11 C10 C12 118.60(16) . . ? C4A C10A C11A 120.18(16) . . ? C4A C10A C12A 121.11(17) . . ? C11A C10A C12A 118.50(16) . . ? C4B C10B C11B 121.22(17) . . ? C4B C10B C12B 121.72(16) . . ? C11B C10B C12B 117.03(16) . . ? N6 C11 C10 178.73(18) . . ? N6A C11A C10A 177.34(19) . . ? N6B C11B C10B 179.1(2) . . ? N7 C12 C10 178.45(19) . . ? N7A C12A C10A 178.5(2) . . ? N7B C12B C10B 176.37(19) . . ? N2 C13 H13A 109.5 . . ? N2 C13 H13B 109.5 . . ? N2 C13 C14 110.92(15) . . ? H13A C13 H13B 108.0 . . ? C14 C13 H13A 109.5 . . ? C14 C13 H13B 109.5 . . ? N2A C13A H13C 109.2 . . ? N2A C13A H13D 109.2 . . ? N2A C13A C14A 112.06(15) . . ? H13C C13A H13D 107.9 . . ? C14A C13A H13C 109.2 . . ? C14A C13A H13D 109.2 . . ? N2B C13B H13E 109.4 . . ? N2B C13B H13F 109.4 . . ? N2B C13B C14B 111.29(14) . . ? H13E C13B H13F 108.0 . . ? C14B C13B H13E 109.4 . . ? C14B C13B H13F 109.4 . . ? C13 C14 H14A 108.7 . . ? C13 C14 H14B 108.7 . . ? C13 C14 C15 114.35(16) . . ? H14A C14 H14B 107.6 . . ? C15 C14 H14A 108.7 . . ? C15 C14 H14B 108.7 . . ? C13A C14A H14C 108.9 . . ? C13A C14A H14D 108.9 . . ? C13A C14A C15A 113.21(16) . . ? H14C C14A H14D 107.7 . . ? C15A C14A H14C 108.9 . . ? C15A C14A H14D 108.9 . . ? C13B C14B H14E 108.8 . . ? C13B C14B H14F 108.8 . . ? C13B C14B C15B 113.61(15) . . ? H14E C14B H14F 107.7 . . ? C15B C14B H14E 108.8 . . ? C15B C14B H14F 108.8 . . ? C14 C15 H15A 108.8 . . ? C14 C15 H15B 108.8 . . ? H15A C15 H15B 107.7 . . ? C16 C15 C14 113.71(17) . . ? C16 C15 H15A 108.8 . . ? C16 C15 H15B 108.8 . . ? C14A C15A H15C 108.7 . . ? C14A C15A H15D 108.7 . . ? C14A C15A C16A 114.08(17) . . ? H15C C15A H15D 107.6 . . ? C16A C15A H15C 108.7 . . ? C16A C15A H15D 108.7 . . ? C14B C15B H15E 109.3 . . ? C14B C15B H15F 109.3 . . ? H15E C15B H15F 108.0 . . ? C16B C15B C14B 111.57(15) . . ? C16B C15B H15E 109.3 . . ? C16B C15B H15F 109.3 . . ? C15 C16 H16A 108.9 . . ? C15 C16 H16B 108.9 . . ? C15 C16 C17 113.53(17) . . ? H16A C16 H16B 107.7 . . ? C17 C16 H16A 108.9 . . ? C17 C16 H16B 108.9 . . ? C15A C16A H16C 108.8 . . ? C15A C16A H16D 108.8 . . ? H16C C16A H16D 107.7 . . ? C17A C16A C15A 113.90(17) . . ? C17A C16A H16C 108.8 . . ? C17A C16A H16D 108.8 . . ? C15B C16B H16E 108.8 . . ? C15B C16B H16F 108.8 . . ? H16E C16B H16F 107.7 . . ? C17B C16B C15B 113.96(16) . . ? C17B C16B H16E 108.8 . . ? C17B C16B H16F 108.8 . . ? C16 C17 H17A 108.7 . . ? C16 C17 H17B 108.7 . . ? H17A C17 H17B 107.6 . . ? C18 C17 C16 114.06(17) . . ? C18 C17 H17A 108.7 . . ? C18 C17 H17B 108.7 . . ? C16A C17A H17C 109.0 . . ? C16A C17A H17D 109.0 . . ? H17C C17A H17D 107.8 . . ? C18A C17A C16A 112.89(17) . . ? C18A C17A H17C 109.0 . . ? C18A C17A H17D 109.0 . . ? C16B C17B H17E 108.7 . . ? C16B C17B H17F 108.7 . . ? H17E C17B H17F 107.6 . . ? C18B C17B C16B 114.31(17) . . ? C18B C17B H17E 108.7 . . ? C18B C17B H17F 108.7 . . ? 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 . . ? C17A C18A H18D 109.5 . . ? C17A C18A H18E 109.5 . . ? C17A C18A H18F 109.5 . . ? H18D C18A H18E 109.5 . . ? H18D C18A H18F 109.5 . . ? H18E C18A H18F 109.5 . . ? C17B C18B H18G 109.5 . . ? C17B C18B H18H 109.5 . . ? C17B C18B H18I 109.5 . . ? H18G C18B H18H 109.5 . . ? H18G C18B H18I 109.5 . . ? H18H C18B H18I 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 S1 C1 C7 C8 4.0(2) . . . . ? S1 C1 C7 C9 -171.82(13) . . . . ? S1A C1A C7A C8A -0.8(2) . . . . ? S1A C1A C7A C9A 177.99(14) . . . . ? S1B C1B C7B C8B 2.7(2) . . . . ? S1B C1B C7B C9B -174.30(13) . . . . ? S1C C1C C7C C8C 0.2(3) . . . . ? S1C C1C C7C C9C 176.95(14) . . . . ? S2C C4C C10C C11C 0.9(2) . . . . ? S2C C4C C10C C12C 179.07(13) . . . . ? S2C C5C C6C S1C -1.4(4) . . . . ? S2C C5C C6C C2C 178.2(2) . . . . ? N1C C1C C7C C8C -179.02(17) . . . . ? N1C C1C C7C C9C -2.3(3) . . . . ? N1C C2C C6C S1C 2.1(2) . . . . ? N1C C2C C6C C5C -177.66(16) . . . . ? N2C C2C C6C S1C -178.29(12) . . . . ? N2C C2C C6C C5C 2.0(2) . . . . ? N2C C3C C5C S2C -178.61(12) . . . . ? N2C C3C C5C C6C 1.5(2) . . . . ? N2C C13C C14C C15C -176.76(14) . . . . ? N3C C3C C5C S2C 2.2(2) . . . . ? N3C C3C C5C C6C -177.74(16) . . . . ? N3C C4C C10C C11C -177.17(16) . . . . ? N3C C4C C10C C12C 1.0(3) . . . . ? C1C S1C C6C C2C -1.53(13) . . . . ? C1C S1C C6C C5C 178.0(3) . . . . ? C1C N1C C2C N2C 179.14(18) . . . . ? C1C N1C C2C C6C -1.3(2) . . . . ? C2C N1C C1C S1C -0.08(19) . . . . ? C2C N1C C1C C7C 179.22(17) . . . . ? C2C N2C C3C N3C 178.89(18) . . . . ? C2C N2C C3C C5C -0.24(19) . . . . ? C2C N2C C13C C14C -59.2(2) . . . . ? C3C N2C C2C N1C 178.58(18) . . . . ? C3C N2C C2C C6C -1.04(19) . . . . ? C3C N2C C13C C14C 115.45(19) . . . . ? C3C N3C C4C S2C -1.71(18) . . . . ? C3C N3C C4C C10C 176.44(17) . . . . ? C3C C5C C6C S1C 178.5(2) . . . . ? C3C C5C C6C C2C -2.02(19) . . . . ? C4C S2C C5C C3C -2.36(13) . . . . ? C4C S2C C5C C6C 177.5(3) . . . . ? C4C N3C C3C N2C -179.37(17) . . . . ? C4C N3C C3C C5C -0.3(2) . . . . ? C5C S2C C4C N3C 2.53(14) . . . . ? C5C S2C C4C C10C -175.70(16) . . . . ? C6C S1C C1C N1C 1.04(14) . . . . ? C6C S1C C1C C7C -178.24(17) . . . . ? C13C N2C C2C N1C -5.8(3) . . . . ? C13C N2C C2C C6C 174.60(16) . . . . ? C13C N2C C3C N3C 3.4(3) . . . . ? C13C N2C C3C C5C -175.77(16) . . . . ? C13C C14C C15C C16C -76.1(2) . . . . ? C14C C15C C16C C17C -175.38(17) . . . . ? C15C C16C C17C C18C 167.84(19) . . . . ? S2 C4 C10 C11 2.5(2) . . . . ? S2 C4 C10 C12 -176.58(13) . . . . ? S2 C5 C6 S1 1.6(4) . . . . ? S2 C5 C6 C2 179.86(19) . . . . ? S2A C4A C10A C11A -2.0(2) . . . . ? S2A C4A C10A C12A 172.64(13) . . . . ? S2A C5A C6A S1A -0.3(4) . . . . ? S2A C5A C6A C2A 178.86(19) . . . . ? S2B C4B C10B C11B 0.1(2) . . . . ? S2B C4B C10B C12B -177.58(14) . . . . ? S2B C5B C6B S1B 0.8(4) . . . . ? S2B C5B C6B C2B -179.8(2) . . . . ? N1 C1 C7 C8 -177.46(16) . . . . ? N1 C1 C7 C9 6.8(3) . . . . ? N1 C2 C6 S1 -1.8(2) . . . . ? N1 C2 C6 C5 179.23(16) . . . . ? N1A C1A C7A C8A -179.76(16) . . . . ? N1A C1A C7A C9A -1.0(3) . . . . ? N1A C2A C6A S1A 0.7(2) . . . . ? N1A C2A C6A C5A -178.80(16) . . . . ? N1B C1B C7B C8B -179.46(16) . . . . ? N1B C1B C7B C9B 3.5(3) . . . . ? N1B C2B C6B S1B -1.5(2) . . . . ? N1B C2B C6B C5B 178.84(16) . . . . ? N2 C2 C6 S1 178.18(12) . . . . ? N2 C2 C6 C5 -0.79(19) . . . . ? N2 C3 C5 S2 179.57(12) . . . . ? N2 C3 C5 C6 -1.22(19) . . . . ? N2 C13 C14 C15 -65.8(2) . . . . ? N2A C2A C6A S1A -179.47(12) . . . . ? N2A C2A C6A C5A 1.1(2) . . . . ? N2A C3A C5A S2A -179.15(12) . . . . ? N2A C3A C5A C6A 0.8(2) . . . . ? N2A C13A C14A C15A 69.6(2) . . . . ? N2B C2B C6B S1B 179.20(12) . . . . ? N2B C2B C6B C5B -0.4(2) . . . . ? N2B C3B C5B S2B 179.48(12) . . . . ? N2B C3B C5B C6B -0.9(2) . . . . ? N2B C13B C14B C15B -66.82(19) . . . . ? N3 C3 C5 S2 -0.5(2) . . . . ? N3 C3 C5 C6 178.70(16) . . . . ? N3 C4 C10 C11 -177.66(15) . . . . ? N3 C4 C10 C12 3.3(3) . . . . ? N3A C3A C5A S2A 1.8(2) . . . . ? N3A C3A C5A C6A -178.28(16) . . . . ? N3A C4A C10A C11A -178.07(16) . . . . ? N3A C4A C10A C12A -3.5(3) . . . . ? N3B C3B C5B S2B -0.7(2) . . . . ? N3B C3B C5B C6B 178.90(16) . . . . ? N3B C4B C10B C11B 179.03(16) . . . . ? N3B C4B C10B C12B 1.3(3) . . . . ? C1 S1 C6 C2 1.15(12) . . . . ? C1 S1 C6 C5 179.4(2) . . . . ? C1 N1 C2 N2 -178.61(17) . . . . ? C1 N1 C2 C6 1.4(2) . . . . ? C1A S1A C6A C2A -0.77(12) . . . . ? C1A S1A C6A C5A 178.3(3) . . . . ? C1A N1A C2A N2A -179.87(17) . . . . ? C1A N1A C2A C6A 0.0(2) . . . . ? C1B S1B C6B C2B 1.52(12) . . . . ? C1B S1B C6B C5B -179.1(3) . . . . ? C1B N1B C2B N2B 179.52(17) . . . . ? C1B N1B C2B C6B 0.4(2) . . . . ? C2 N1 C1 S1 -0.36(18) . . . . ? C2 N1 C1 C7 -178.98(17) . . . . ? C2 N2 C3 N3 -179.20(18) . . . . ? C2 N2 C3 C5 0.71(19) . . . . ? C2 N2 C13 C14 -78.4(2) . . . . ? C2A N1A C1A S1A -0.63(18) . . . . ? C2A N1A C1A C7A 178.40(16) . . . . ? C2A N2A C3A N3A 178.84(18) . . . . ? C2A N2A C3A C5A -0.13(18) . . . . ? C2A N2A C13A C14A -97.7(2) . . . . ? C2B N1B C1B S1B 0.90(18) . . . . ? C2B N1B C1B C7B -177.00(17) . . . . ? C2B N2B C3B N3B -179.16(18) . . . . ? C2B N2B C3B C5B 0.59(19) . . . . ? C2B N2B C13B C14B -64.9(2) . . . . ? C3 N2 C2 N1 180.00(18) . . . . ? C3 N2 C2 C6 0.02(19) . . . . ? C3 N2 C13 C14 99.0(2) . . . . ? C3 N3 C4 S2 -0.89(18) . . . . ? C3 N3 C4 C10 179.27(16) . . . . ? C3 C5 C6 S1 -177.14(19) . . . . ? C3 C5 C6 C2 1.16(18) . . . . ? C3A N2A C2A N1A 179.30(18) . . . . ? C3A N2A C2A C6A -0.54(19) . . . . ? C3A N2A C13A C14A 79.7(2) . . . . ? C3A N3A C4A S2A -2.53(18) . . . . ? C3A N3A C4A C10A 173.71(17) . . . . ? C3A C5A C6A S1A 179.8(2) . . . . ? C3A C5A C6A C2A -1.08(19) . . . . ? C3B N2B C2B N1B -179.30(18) . . . . ? C3B N2B C2B C6B -0.11(19) . . . . ? C3B N2B C13B C14B 115.00(19) . . . . ? C3B N3B C4B S2B 0.77(19) . . . . ? C3B N3B C4B C10B -178.22(17) . . . . ? C3B C5B C6B S1B -178.6(2) . . . . ? C3B C5B C6B C2B 0.76(19) . . . . ? C4 S2 C5 C3 -0.04(12) . . . . ? C4 S2 C5 C6 -178.7(2) . . . . ? C4 N3 C3 N2 -179.21(17) . . . . ? C4 N3 C3 C5 0.9(2) . . . . ? C4A S2A C5A C3A -2.45(12) . . . . ? C4A S2A C5A C6A 177.6(2) . . . . ? C4A N3A C3A N2A -178.43(17) . . . . ? C4A N3A C3A C5A 0.5(2) . . . . ? C4B S2B C5B C3B 0.89(13) . . . . ? C4B S2B C5B C6B -178.5(3) . . . . ? C4B N3B C3B N2B 179.72(18) . . . . ? C4B N3B C3B C5B 0.0(2) . . . . ? C5 S2 C4 N3 0.54(14) . . . . ? C5 S2 C4 C10 -179.62(16) . . . . ? C5A S2A C4A N3A 3.06(14) . . . . ? C5A S2A C4A C10A -173.31(15) . . . . ? C5B S2B C4B N3B -1.02(14) . . . . ? C5B S2B C4B C10B 177.97(16) . . . . ? C6 S1 C1 N1 -0.54(14) . . . . ? C6 S1 C1 C7 178.14(15) . . . . ? C6A S1A C1A N1A 0.87(14) . . . . ? C6A S1A C1A C7A -178.15(16) . . . . ? C6B S1B C1B N1B -1.52(14) . . . . ? C6B S1B C1B C7B 176.46(15) . . . . ? C13 N2 C2 N1 -2.1(3) . . . . ? C13 N2 C2 C6 177.91(16) . . . . ? C13 N2 C3 N3 3.0(3) . . . . ? C13 N2 C3 C5 -177.13(16) . . . . ? C13 C14 C15 C16 -68.9(2) . . . . ? C13A N2A C2A N1A -2.9(3) . . . . ? C13A N2A C2A C6A 177.24(16) . . . . ? C13A N2A C3A N3A 1.0(3) . . . . ? C13A N2A C3A C5A -177.98(16) . . . . ? C13A C14A C15A C16A 179.26(17) . . . . ? C13B N2B C2B N1B 0.6(3) . . . . ? C13B N2B C2B C6B 179.78(15) . . . . ? C13B N2B C3B N3B 0.9(3) . . . . ? C13B N2B C3B C5B -179.30(16) . . . . ? C13B C14B C15B C16B 178.08(15) . . . . ? C14 C15 C16 C17 -175.69(17) . . . . ? C14A C15A C16A C17A 69.6(2) . . . . ? C14B C15B C16B C17B -179.31(16) . . . . ? C15 C16 C17 C18 -77.0(2) . . . . ? C15A C16A C17A C18A 171.07(19) . . . . ? C15B C16B C17B C18B -62.5(2) . . . . ? _shelx_res_file ; TITL str0040lt100k_a.res in P-1 str0040lt100k.res created by SHELXL-2018/3 at 16:14:57 on 12-Sep-2018 REM Old TITL str0040lt100k in P-1 REM SHELXT solution in P-1: R1 0.109, Rweak 0.034, Alpha 0.077 REM 0.000 for 0 systematic absences, Orientation as input REM Formula found by SHELXT: C2A C5C N1C CELL 1.54184 15.8211 15.8245 16.6689 79.74 66.715 73.107 ZERR 8 0.0003 0.0003 0.0002 0.001 0.002 0.002 LATT 1 SFAC C H N S UNIT 144 104 56 16 L.S. 9 PLAN 20 SIZE 0.015 0.065 0.1 BOND $h LIST 4 conf fmap 2 acta SHEL 100 0.81 OMIT 5 8 19 OMIT 3 2 19 OMIT 2 1 19 OMIT 7 8 20 OMIT 2 -1 18 OMIT 2 3 18 OMIT 7 7 20 OMIT 2 2 19 OMIT 8 8 20 OMIT 3 9 17 OMIT 2 3 19 OMIT 9 8 20 OMIT 2 4 19 OMIT 6 9 19 OMIT 2 4 18 OMIT 2 0 18 OMIT 6 5 20 OMIT 1 5 19 OMIT 6 4 20 OMIT -3 3 17 OMIT 6 0 20 OMIT 8 7 20 OMIT 5 6 20 OMIT 3 4 20 OMIT 9 7 20 OMIT 12 7 19 OMIT 2 1 18 OMIT 13 8 19 OMIT 1 4 19 OMIT 5 -3 10 OMIT 0 3 19 OMIT 7 5 20 OMIT 2 2 18 OMIT 6 3 20 OMIT 9 10 18 OMIT -2 4 17 OMIT 9 6 19 OMIT 13 9 19 OMIT -2 2 18 OMIT 4 7 18 OMIT 6 1 20 OMIT 3 9 18 OMIT 10 8 20 OMIT -3 2 17 OMIT 9 9 18 OMIT 5 7 19 OMIT 5 6 19 OMIT 7 10 19 OMIT 9 -11 9 OMIT -2 3 17 REM REM REM WGHT 0.069800 1.062400 FVAR 1.34356 S1 4 0.982299 0.586875 0.296028 11.00000 0.01855 0.01520 = 0.01237 -0.00174 -0.00570 -0.00144 S1A 4 0.886713 0.442722 0.014367 11.00000 0.01712 0.01765 = 0.01040 -0.00091 -0.00408 -0.00049 S1B 4 0.458851 0.435074 0.713969 11.00000 0.01834 0.01619 = 0.00811 -0.00257 -0.00121 -0.00479 S1C 4 0.408571 0.619717 1.050135 11.00000 0.01721 0.01900 = 0.00837 -0.00256 -0.00046 -0.00524 S2C 4 0.553317 0.567052 0.787214 11.00000 0.01820 0.01609 = 0.00835 -0.00295 -0.00076 -0.00470 N1C 3 0.502279 0.738954 1.046107 11.00000 0.01797 0.01722 = 0.01071 -0.00223 -0.00305 -0.00272 N2C 3 0.599043 0.737628 0.891609 11.00000 0.01788 0.01591 = 0.00966 -0.00284 -0.00117 -0.00442 N3C 3 0.657124 0.687446 0.745697 11.00000 0.01592 0.01498 = 0.00930 -0.00325 -0.00223 -0.00065 N4C 3 0.264485 0.627776 1.293668 11.00000 0.02547 0.03679 = 0.01864 0.00368 -0.00282 -0.00892 N5C 3 0.442097 0.812263 1.253453 11.00000 0.02868 0.02875 = 0.01932 -0.00850 -0.00479 -0.00417 N6C 3 0.618906 0.499972 0.572441 11.00000 0.02217 0.02262 = 0.01200 -0.00417 -0.00214 -0.00526 N7C 3 0.793544 0.692302 0.506956 11.00000 0.02046 0.02229 = 0.01604 -0.00091 -0.00156 -0.00270 C1C 1 0.434171 0.695174 1.100144 11.00000 0.01658 0.01678 = 0.01237 -0.00126 -0.00344 -0.00130 C2C 1 0.532350 0.712628 0.968084 11.00000 0.01570 0.01599 = 0.01025 -0.00247 -0.00219 -0.00049 C3C 1 0.605421 0.688083 0.829029 11.00000 0.01578 0.01386 = 0.00918 -0.00113 -0.00404 0.00037 C4C 1 0.636805 0.626321 0.711445 11.00000 0.01570 0.01381 = 0.01167 -0.00086 -0.00307 -0.00079 C5C 1 0.540590 0.629416 0.867609 11.00000 0.01493 0.01477 = 0.01219 -0.00294 -0.00259 -0.00018 C6C 1 0.494011 0.645899 0.952787 11.00000 0.01492 0.01534 = 0.01220 -0.00128 -0.00367 -0.00154 C7C 1 0.390130 0.709218 1.187728 11.00000 0.01705 0.01918 = 0.01033 -0.00293 -0.00260 -0.00098 C8C 1 0.320127 0.664053 1.246248 11.00000 0.01919 0.02265 = 0.01086 -0.00345 -0.00356 0.00041 C9C 1 0.418326 0.767741 1.223296 11.00000 0.01869 0.02179 = 0.01063 -0.00415 -0.00104 0.00096 C10C 1 0.674363 0.611206 0.624562 11.00000 0.01496 0.01499 = 0.01175 -0.00218 -0.00240 -0.00073 C11C 1 0.645437 0.548885 0.594710 11.00000 0.01588 0.01826 = 0.00861 -0.00138 -0.00047 -0.00060 C12C 1 0.740189 0.657238 0.560718 11.00000 0.01798 0.01481 = 0.00971 -0.00415 -0.00336 0.00175 C13C 1 0.647116 0.808491 0.879742 11.00000 0.01946 0.01656 = 0.01126 -0.00265 -0.00216 -0.00448 AFIX 23 H13G 2 0.690921 0.812182 0.819651 11.00000 -1.20000 H13H 2 0.683538 0.794002 0.917560 11.00000 -1.20000 AFIX 0 C14C 1 0.576633 0.897831 0.900840 11.00000 0.02170 0.01745 = 0.01761 -0.00399 -0.00406 -0.00137 AFIX 23 H14G 2 0.535110 0.894919 0.961861 11.00000 -1.20000 H14H 2 0.537731 0.910545 0.865420 11.00000 -1.20000 AFIX 0 C15C 1 0.625594 0.972914 0.883912 11.00000 0.02880 0.01797 = 0.02142 -0.00176 -0.00736 -0.00313 AFIX 23 H15G 2 0.677342 0.966867 0.827529 11.00000 -1.20000 H15H 2 0.580582 1.028798 0.880440 11.00000 -1.20000 AFIX 0 C16C 1 0.664766 0.976093 0.953204 11.00000 0.02555 0.01866 = 0.02262 -0.00358 -0.00736 -0.00232 AFIX 23 H16G 2 0.614306 0.977574 1.010340 11.00000 -1.20000 H16H 2 0.713838 0.922469 0.953386 11.00000 -1.20000 AFIX 0 C17C 1 0.705901 1.055888 0.938132 11.00000 0.04070 0.02167 = 0.03588 -0.00142 -0.01694 -0.00789 AFIX 23 H17G 2 0.764367 1.047864 0.887253 11.00000 -1.20000 H17H 2 0.661720 1.108283 0.925221 11.00000 -1.20000 AFIX 0 C18C 1 0.726279 1.071337 1.015308 11.00000 0.04464 0.02974 = 0.04848 -0.01102 -0.02072 -0.00823 AFIX 137 H18J 2 0.755750 1.120055 0.999990 11.00000 -1.50000 H18K 2 0.768053 1.018999 1.030106 11.00000 -1.50000 H18L 2 0.667920 1.084728 1.064635 11.00000 -1.50000 AFIX 0 S2 4 1.109297 0.545007 0.480342 11.00000 0.01668 0.01380 = 0.01054 -0.00156 -0.00361 -0.00078 S2A 4 1.029446 0.404286 0.185932 11.00000 0.01981 0.01488 = 0.01279 -0.00060 -0.00650 -0.00193 S2B 4 0.598747 0.388378 0.449495 11.00000 0.01716 0.01737 = 0.00837 -0.00165 -0.00090 -0.00452 N1 3 0.921206 0.764213 0.302422 11.00000 0.01748 0.01750 = 0.01257 -0.00097 -0.00394 -0.00237 N1A 3 0.928752 0.270182 -0.013978 11.00000 0.01847 0.01965 = 0.01072 -0.00153 -0.00306 -0.00226 N1B 3 0.347753 0.321798 0.752100 11.00000 0.01661 0.01338 = 0.00982 -0.00240 -0.00287 -0.00098 N2 3 0.979261 0.774886 0.413475 11.00000 0.02011 0.01288 = 0.01524 -0.00092 -0.00702 -0.00192 N2A 3 1.016737 0.213349 0.082440 11.00000 0.01891 0.01543 = 0.01323 -0.00145 -0.00476 -0.00069 N2B 3 0.404250 0.274204 0.605628 11.00000 0.01693 0.01449 = 0.00862 -0.00196 -0.00150 -0.00304 N3 3 1.058881 0.716001 0.516665 11.00000 0.01801 0.01601 = 0.01284 -0.00055 -0.00445 -0.00230 N3A 3 1.084722 0.226411 0.185151 11.00000 0.01626 0.01645 = 0.01089 -0.00091 -0.00280 -0.00160 N3B 3 0.502140 0.272570 0.450977 11.00000 0.01768 0.01550 = 0.01114 -0.00235 -0.00254 -0.00109 N4 3 0.893540 0.561514 0.137521 11.00000 0.02392 0.02255 = 0.01675 -0.00354 -0.00844 0.00043 N4A 3 0.756325 0.527166 -0.136214 11.00000 0.02201 0.03013 = 0.01863 0.00288 -0.00448 -0.00387 N4B 3 0.384625 0.505971 0.928883 11.00000 0.02281 0.02689 = 0.01190 -0.00570 -0.00180 -0.00611 N5 3 0.822074 0.853833 0.130248 11.00000 0.02769 0.02577 = 0.01940 0.00018 -0.00604 0.00126 N5A 3 0.844120 0.237980 -0.171121 11.00000 0.03619 0.03405 = 0.02655 -0.00998 -0.01497 -0.00090 N5B 3 0.216839 0.306764 0.989434 11.00000 0.02193 0.02801 = 0.01515 0.00204 -0.00315 -0.00563 N6 3 1.240133 0.458974 0.630574 11.00000 0.02429 0.02462 = 0.01659 0.00082 -0.00538 -0.00182 N6A 3 1.107629 0.429088 0.353179 11.00000 0.02149 0.02212 = 0.01580 -0.00284 -0.00681 -0.00097 N6B 3 0.741246 0.390703 0.213161 11.00000 0.02587 0.03277 = 0.02068 0.00320 -0.00235 -0.00527 N7 3 1.130556 0.742239 0.686470 11.00000 0.02609 0.02439 = 0.01993 -0.00349 -0.00539 -0.00692 N7A 3 1.180952 0.135829 0.355699 11.00000 0.02523 0.02605 = 0.02299 0.00306 -0.00781 -0.00174 N7B 3 0.572140 0.208584 0.229450 11.00000 0.03133 0.02216 = 0.01871 -0.00461 -0.00695 -0.00254 C1 1 0.923666 0.693763 0.262793 11.00000 0.01316 0.01795 = 0.01196 0.00022 -0.00097 -0.00133 C1A 1 0.883728 0.354313 -0.036156 11.00000 0.01498 0.02298 = 0.01009 -0.00167 0.00024 -0.00282 C1B 1 0.370631 0.379635 0.787811 11.00000 0.01448 0.01449 = 0.01139 0.00007 -0.00229 -0.00030 C2 1 0.964444 0.732356 0.357339 11.00000 0.01416 0.01609 = 0.01121 -0.00019 -0.00120 -0.00293 C2A 1 0.965043 0.277392 0.041149 11.00000 0.01556 0.02009 = 0.00805 -0.00169 0.00049 -0.00346 C2B 1 0.400022 0.321199 0.669189 11.00000 0.01502 0.01139 = 0.01022 -0.00115 -0.00405 -0.00029 C3 1 1.028780 0.710115 0.456610 11.00000 0.01612 0.01489 = 0.01274 -0.00138 -0.00170 -0.00383 C3A 1 1.038263 0.257222 0.132751 11.00000 0.01530 0.01841 = 0.00877 -0.00105 -0.00090 -0.00331 C3B 1 0.472203 0.297783 0.529790 11.00000 0.01516 0.01323 = 0.00944 -0.00180 -0.00240 -0.00008 C4 1 1.105666 0.631690 0.537134 11.00000 0.01484 0.01663 = 0.01118 -0.00202 0.00010 -0.00293 C4A 1 1.084920 0.297432 0.222207 11.00000 0.01494 0.01596 = 0.01213 0.00014 -0.00104 -0.00178 C4B 1 0.570888 0.315772 0.397954 11.00000 0.01644 0.01423 = 0.01357 -0.00089 -0.00448 0.00027 C5 1 1.046723 0.623331 0.425268 11.00000 0.01452 0.01404 = 0.01129 -0.00035 -0.00114 -0.00201 C5A 1 0.998914 0.352535 0.122746 11.00000 0.01598 0.01716 = 0.01072 -0.00048 -0.00131 -0.00311 C5B 1 0.513285 0.361743 0.546408 11.00000 0.01546 0.01325 = 0.01076 -0.00104 -0.00269 -0.00163 C6 1 1.005940 0.637152 0.364974 11.00000 0.01488 0.01393 = 0.01240 -0.00112 -0.00153 -0.00236 C6A 1 0.952848 0.365314 0.067353 11.00000 0.01590 0.01654 = 0.01067 -0.00026 -0.00108 -0.00181 C6B 1 0.468348 0.376715 0.631944 11.00000 0.01496 0.01354 = 0.01223 -0.00106 -0.00299 -0.00203 C7 1 0.885923 0.702353 0.199701 11.00000 0.01718 0.02019 = 0.01269 -0.00206 -0.00287 -0.00158 C7A 1 0.839918 0.368755 -0.095731 11.00000 0.01590 0.02418 = 0.01231 -0.00219 -0.00287 -0.00179 C7B 1 0.332193 0.393997 0.875171 11.00000 0.01623 0.01551 = 0.01071 -0.00280 -0.00341 -0.00029 C8 1 0.888576 0.625054 0.165087 11.00000 0.01600 0.02352 = 0.00969 0.00127 -0.00437 -0.00021 C8A 1 0.793472 0.456177 -0.119002 11.00000 0.01537 0.02847 = 0.00985 -0.00056 -0.00182 -0.00490 C8B 1 0.359833 0.456192 0.906216 11.00000 0.01557 0.02265 = 0.00829 -0.00104 -0.00054 -0.00138 C9 1 0.849361 0.787055 0.163103 11.00000 0.01860 0.02432 = 0.01046 -0.00285 -0.00274 -0.00227 C9A 1 0.841952 0.295638 -0.136938 11.00000 0.02028 0.02933 = 0.01383 -0.00145 -0.00688 -0.00132 C9B 1 0.267998 0.345205 0.937405 11.00000 0.01737 0.02108 = 0.01080 -0.00385 -0.00440 0.00012 C10 1 1.147051 0.615796 0.598521 11.00000 0.01571 0.01864 = 0.01068 -0.00168 -0.00124 -0.00308 C10A 1 1.119857 0.289056 0.286875 11.00000 0.01530 0.01832 = 0.01292 -0.00222 -0.00350 -0.00114 C10B 1 0.615077 0.305396 0.310048 11.00000 0.01759 0.01841 = 0.01094 -0.00340 -0.00194 0.00009 C11 1 1.198420 0.528925 0.617196 11.00000 0.01729 0.02191 = 0.00941 -0.00113 -0.00280 -0.00520 C11A 1 1.114900 0.365723 0.323839 11.00000 0.01535 0.01986 = 0.01041 0.00044 -0.00379 0.00004 C11B 1 0.685478 0.352188 0.255913 11.00000 0.02020 0.02284 = 0.00933 -0.00344 -0.00226 0.00202 C12 1 1.138154 0.686699 0.646411 11.00000 0.01676 0.02256 = 0.01264 0.00107 -0.00391 -0.00427 C12A 1 1.154642 0.203532 0.324220 11.00000 0.01696 0.02171 = 0.01239 -0.00144 -0.00338 -0.00337 C12B 1 0.590737 0.250022 0.267519 11.00000 0.02147 0.01932 = 0.01131 -0.00186 -0.00253 0.00023 C13 1 0.950536 0.871086 0.422306 11.00000 0.02314 0.01249 = 0.02093 -0.00390 -0.00903 0.00207 AFIX 23 H13A 2 0.949196 0.882453 0.478143 11.00000 -1.20000 H13B 2 0.887100 0.894577 0.421224 11.00000 -1.20000 AFIX 0 C13A 1 1.041815 0.116518 0.077678 11.00000 0.02326 0.01680 = 0.01651 -0.00333 -0.00693 0.00014 AFIX 23 H13C 2 1.106097 0.092334 0.076409 11.00000 -1.20000 H13D 2 1.039942 0.103602 0.023744 11.00000 -1.20000 AFIX 0 C13B 1 0.346797 0.211380 0.618013 11.00000 0.01591 0.01819 = 0.01341 -0.00491 -0.00258 -0.00457 AFIX 23 H13E 2 0.358930 0.191860 0.561662 11.00000 -1.20000 H13F 2 0.280045 0.240857 0.642757 11.00000 -1.20000 AFIX 0 C14 1 1.019010 0.917724 0.348453 11.00000 0.03727 0.01863 = 0.01963 0.00182 -0.01287 -0.00715 AFIX 23 H14A 2 0.993589 0.981184 0.351833 11.00000 -1.20000 H14B 2 1.022600 0.903004 0.292952 11.00000 -1.20000 AFIX 0 C14A 1 0.974595 0.071816 0.155136 11.00000 0.02982 0.01899 = 0.01939 0.00157 -0.00999 -0.00586 AFIX 23 H14C 2 0.970569 0.090863 0.208994 11.00000 -1.20000 H14D 2 1.000680 0.008247 0.155285 11.00000 -1.20000 AFIX 0 C14B 1 0.369461 0.131778 0.678111 11.00000 0.02135 0.01719 = 0.01424 -0.00247 -0.00173 -0.00540 AFIX 23 H14E 2 0.324112 0.096370 0.691524 11.00000 -1.20000 H14F 2 0.361935 0.152153 0.732642 11.00000 -1.20000 AFIX 0 C15 1 1.119001 0.894097 0.349727 11.00000 0.02996 0.02030 = 0.01642 -0.00226 -0.00141 -0.00803 AFIX 23 H15A 2 1.142054 0.830165 0.352534 11.00000 -1.20000 H15B 2 1.160346 0.917649 0.295352 11.00000 -1.20000 AFIX 0 C15A 1 0.874835 0.092481 0.153341 11.00000 0.03223 0.03703 = 0.02421 0.00464 -0.01286 -0.01526 AFIX 23 H15C 2 0.879202 0.074244 0.098990 11.00000 -1.20000 H15D 2 0.848711 0.156032 0.153786 11.00000 -1.20000 AFIX 0 C15B 1 0.469357 0.073563 0.639557 11.00000 0.02138 0.01716 = 0.01485 -0.00318 -0.00365 -0.00286 AFIX 23 H15E 2 0.476555 0.050938 0.586232 11.00000 -1.20000 H15F 2 0.515067 0.108923 0.624537 11.00000 -1.20000 AFIX 0 C16 1 1.125209 0.929182 0.425906 11.00000 0.02604 0.02160 = 0.02653 -0.00711 -0.00464 -0.00452 AFIX 23 H16A 2 1.087723 0.902106 0.480267 11.00000 -1.20000 H16B 2 1.097738 0.992542 0.425722 11.00000 -1.20000 AFIX 0 C16A 1 0.806445 0.047261 0.229990 11.00000 0.03171 0.03074 = 0.02608 -0.00021 -0.01022 -0.01286 AFIX 23 H16C 2 0.749446 0.054082 0.218122 11.00000 -1.20000 H16D 2 0.835801 -0.015582 0.233711 11.00000 -1.20000 AFIX 0 C16B 1 0.489778 -0.003749 0.703633 11.00000 0.02926 0.02077 = 0.01603 -0.00393 -0.00690 -0.00247 AFIX 23 H16E 2 0.481124 0.019423 0.757187 11.00000 -1.20000 H16F 2 0.443917 -0.038839 0.718135 11.00000 -1.20000 AFIX 0 C17 1 1.226347 0.911361 0.423165 11.00000 0.02762 0.02639 = 0.02937 -0.00424 -0.00647 -0.00744 AFIX 23 H17A 2 1.267119 0.925087 0.363877 11.00000 -1.20000 H17B 2 1.227611 0.950935 0.460706 11.00000 -1.20000 AFIX 0 C17A 1 0.778566 0.083583 0.318000 11.00000 0.02557 0.02359 = 0.02962 -0.00283 -0.01044 -0.00505 AFIX 23 H17C 2 0.833756 0.068347 0.334542 11.00000 -1.20000 H17D 2 0.758283 0.147649 0.312045 11.00000 -1.20000 AFIX 0 C17B 1 0.589096 -0.063709 0.669101 11.00000 0.03043 0.02078 = 0.02643 -0.00406 -0.01415 -0.00079 AFIX 23 H17E 2 0.634885 -0.028680 0.655244 11.00000 -1.20000 H17F 2 0.597772 -0.108406 0.715112 11.00000 -1.20000 AFIX 0 C18 1 1.266297 0.816886 0.451767 11.00000 0.02889 0.03300 = 0.02517 0.00188 -0.00444 -0.00655 AFIX 137 H18A 2 1.263987 0.777000 0.415929 11.00000 -1.50000 H18B 2 1.229319 0.804039 0.511916 11.00000 -1.50000 H18C 2 1.330891 0.809778 0.445574 11.00000 -1.50000 AFIX 0 C18A 1 0.699530 0.048116 0.390201 11.00000 0.03400 0.04347 = 0.02445 -0.00667 -0.00648 -0.01440 AFIX 137 H18D 2 0.645176 0.061660 0.373616 11.00000 -1.50000 H18E 2 0.682698 0.075153 0.443367 11.00000 -1.50000 H18F 2 0.720734 -0.014892 0.399281 11.00000 -1.50000 AFIX 0 C18B 1 0.609911 -0.109612 0.588489 11.00000 0.02847 0.02247 = 0.02514 -0.00493 -0.00713 -0.00017 AFIX 137 H18G 2 0.603735 -0.065996 0.541782 11.00000 -1.50000 H18H 2 0.565797 -0.145474 0.601739 11.00000 -1.50000 H18I 2 0.673375 -0.146421 0.570924 11.00000 -1.50000 AFIX 0 HKLF 4 REM str0040lt100k_a.res in P-1 REM wR2 = 0.1199, GooF = S = 1.023, Restrained GooF = 1.023 for all data REM R1 = 0.0468 for 12073 Fo > 4sig(Fo) and 0.0641 for all 14247 data REM 977 parameters refined using 0 restraints END WGHT 0.0698 1.0625 REM Highest difference peak 0.583, deepest hole -0.385, 1-sigma level 0.080 Q1 1 0.9016 0.4935 -0.0048 11.00000 0.05 0.58 Q2 1 0.9621 0.5340 0.3172 11.00000 0.05 0.56 Q3 1 1.0335 0.4591 0.1653 11.00000 0.05 0.56 Q4 1 0.5447 0.5085 0.8077 11.00000 0.05 0.54 Q5 1 0.4653 0.4982 0.7029 11.00000 0.05 0.51 Q6 1 1.0932 0.4895 0.4971 11.00000 0.05 0.51 Q7 1 0.4417 0.3482 0.6505 11.00000 0.05 0.50 Q8 1 0.4183 0.3969 0.7406 11.00000 0.05 0.49 Q9 1 0.5983 0.3254 0.4679 11.00000 0.05 0.48 Q10 1 0.5732 0.6110 0.7591 11.00000 0.05 0.46 Q11 1 0.6199 0.7690 0.8890 11.00000 0.05 0.46 Q12 1 0.6163 0.4401 0.4309 11.00000 0.05 0.44 Q13 1 0.4013 0.5624 1.0678 11.00000 0.05 0.44 Q14 1 0.4142 0.6823 1.0302 11.00000 0.05 0.40 Q15 1 0.9586 0.3293 0.0567 11.00000 0.05 0.39 Q16 1 0.8615 0.5990 0.1782 11.00000 0.05 0.38 Q17 1 0.5773 0.6475 0.8495 11.00000 0.05 0.38 Q18 1 0.9978 0.6046 0.3374 11.00000 0.05 0.37 Q19 1 1.0387 0.6614 0.4394 11.00000 0.05 0.37 Q20 1 0.7568 0.6558 0.5225 11.00000 0.05 0.37 ; _shelx_res_checksum 94221 _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 1.842 _oxdiff_exptl_absorpt_empirical_full_min 0.395