# Electronic Supplementary Material (ESI) for Dalton Transactions. # This journal is © The Royal Society of Chemistry 2024 ####################################################################### # # 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_mo_ig0215_0m_a _database_code_depnum_ccdc_archive 'CCDC 2085805' _audit_update_record ; 2024-02-05 deposited with the CCDC. 2024-02-16 downloaded from the CCDC. ; _audit_creation_date 2023-12-02 _audit_creation_method ; Olex2 1.5 (compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817) ; _shelx_SHELXL_version_number 2019/1 loop_ _audit_author_email isabelle.gerz@kjemi.uio.no inga.schmidtke@smn.uio.no david.wragg@smn.uio.no _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C19 H18 N4 O4' _chemical_formula_sum 'C19 H18 N4 O4' _chemical_formula_weight 366.37 _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' O O 0.0106 0.0060 '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 30.2632(14) _cell_length_b 17.8811(8) _cell_length_c 14.5204(7) _cell_angle_alpha 90 _cell_angle_beta 116.6440(10) _cell_angle_gamma 90 _cell_volume 7023.2(6) _cell_formula_units_Z 16 _cell_measurement_reflns_used 9844 _cell_measurement_temperature 100.0 _cell_measurement_theta_max 28.26 _cell_measurement_theta_min 2.32 _shelx_estimated_absorpt_T_max 0.969 _shelx_estimated_absorpt_T_min 0.955 _exptl_absorpt_coefficient_mu 0.100 _exptl_absorpt_correction_T_max 0.7457 _exptl_absorpt_correction_T_min 0.7049 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0705 before and 0.0506 after correction. The Ratio of minimum to maximum transmission is 0.9453. The \l/2 correction factor is Not present. ; _exptl_absorpt_special_details ? _exptl_crystal_colour yellow _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.386 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description block _exptl_crystal_F_000 3072 _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.32 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0390 _diffrn_reflns_av_unetI/netI 0.0417 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.996 _diffrn_reflns_limit_h_max 40 _diffrn_reflns_limit_h_min -40 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 67828 _diffrn_reflns_point_group_measured_fraction_full 0.994 _diffrn_reflns_point_group_measured_fraction_max 0.981 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.377 _diffrn_reflns_theta_min 2.278 _diffrn_ambient_temperature 100.00 _diffrn_detector 'Bruker Photon 100 area detector' _diffrn_detector_area_resol_mean 10.42 _diffrn_detector_type 'CMOS area detector' _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device 'three-circle diffractometer' _diffrn_measurement_device_type 'Bruker D8 Venture' _diffrn_measurement_method '\w and \f shutterless scans' _diffrn_radiation_monochromator 'mirror optics' _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'microfocus sealed X-ray tube' _diffrn_source_type 'Incoatec I\ms' _diffrn_special_details ? _reflns_Friedel_coverage 0.968 _reflns_Friedel_fraction_full 0.989 _reflns_Friedel_fraction_max 0.966 _reflns_number_gt 14379 _reflns_number_total 17263 _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 'SAINT V8.40A (Bruker, 2019)' _computing_data_collection 'Bruker Apex 3, Bruker 2019' _computing_data_reduction 'SAINT V8.40A (Bruker, 2019)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _refine_diff_density_max 0.336 _refine_diff_density_min -0.281 _refine_diff_density_rms 0.047 _refine_ls_abs_structure_details ; Flack x determined using 5902 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack 0.1(3) _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 1009 _refine_ls_number_reflns 17263 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0610 _refine_ls_R_factor_gt 0.0447 _refine_ls_restrained_S_all 1.010 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0533P)^2^+2.7787P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0971 _refine_ls_wR_factor_ref 0.1038 _refine_special_details 'Hydrogen atoms bonded to nitrogens refined freely. Those bonded to carbon atoms are positioned and refined using a riding model.' _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups, All N(H) groups At 1.5 times of: All C(H,H,H) groups 2.a Secondary CH2 refined with riding coordinates: C73(H73A,H73B), C54(H54A,H54B), C35(H35A,H35B), C16(H16A,H16B) 2.b Aromatic/amide H refined with riding coordinates: N10(H10), C2(H2A), C11(H11), C19(H19), C62(H62), C59(H59), C66(H66), C37(H37), C65(H65), C61(H61), C21(H21), C28(H28), C40(H40), C18(H18), C5(H5), C27(H27), C56(H56), C38(H38), C75(H75), C68(H68), C47(H47), C43(H43), C23(H23), C42(H42), C4(H4A), C24(H24), C30(H30), C8(H8A), C76(H76), C46(H46), C9(H9), C57(H57), C49(H49) 2.c Idealised Me refined as rotating group: C34(H34A,H34B,H34C), C70(H70A,H70B,H70C), C51(H51A,H51B,H51C), C15(H15A,H15B, H15C), C32(H32A,H32B,H32C), C13(H13A,H13B,H13C), C72(H72A,H72B,H72C), C53(H53A, H53B,H53C) ; _atom_sites_solution_hydrogens mixed _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 O6 O 0.59097(8) 0.08902(12) 0.96029(15) 0.0218(4) Uani 1 1 d . . . . . O16 O 0.45276(7) -0.19205(12) 0.22356(14) 0.0224(5) Uani 1 1 d . . . . . O13 O 0.12224(8) 0.12524(13) 0.20401(15) 0.0219(4) Uani 1 1 d . . . . . O8 O 0.87932(7) 0.36511(12) 0.78103(15) 0.0212(4) Uani 1 1 d . . . . . O15 O 0.41603(7) -0.16144(11) 0.05624(14) 0.0193(4) Uani 1 1 d . . . . . O12 O 0.44652(8) 0.30955(13) 0.20670(16) 0.0271(5) Uani 1 1 d . . . . . O1 O 0.55392(7) 0.54216(12) 0.75661(15) 0.0245(5) Uani 1 1 d . . . . . O2 O 0.59145(8) 0.57226(14) 0.92398(16) 0.0285(5) Uani 1 1 d . . . . . O7 O 0.82965(8) 0.34578(14) 0.61365(16) 0.0312(5) Uani 1 1 d . . . . . O5 O 0.55118(8) 0.05997(13) 0.79240(15) 0.0253(5) Uani 1 1 d . . . . . O11 O 0.40460(8) 0.33427(13) 0.03768(16) 0.0258(5) Uani 1 1 d . . . . . O4 O 0.86961(8) 0.88185(12) 0.75619(15) 0.0251(5) Uani 1 1 d . . . . . O9 O 0.13350(9) 0.63603(13) 0.24057(17) 0.0320(6) Uani 1 1 d . . . . . O14 O 0.16934(8) 0.10648(13) 0.37295(15) 0.0287(5) Uani 1 1 d . . . . . N2 N 0.65181(9) 0.64972(14) 0.59416(17) 0.0171(5) Uani 1 1 d . . . . . O3 O 0.84883(9) 0.81246(14) 0.61475(18) 0.0375(6) Uani 1 1 d . . . . . N13 N 0.28022(8) 0.01454(13) 0.31757(17) 0.0190(5) Uani 1 1 d . . . . . N12 N 0.48275(10) 0.51639(15) 0.49740(19) 0.0214(5) Uani 1 1 d . . . . . O10 O 0.16316(10) 0.57285(16) 0.38912(18) 0.0453(7) Uani 1 1 d . . . . . N16 N 0.48540(10) 0.01104(15) 0.53304(19) 0.0207(5) Uani 1 1 d . . . . . N14 N 0.34697(8) -0.09938(14) 0.37775(17) 0.0156(5) Uani 1 1 d . . . . . N15 N 0.48126(9) -0.11042(14) 0.55049(19) 0.0225(5) Uani 1 1 d . . . . . N6 N 0.65627(9) 0.13769(14) 0.63139(17) 0.0175(5) Uani 1 1 d . . . . . N9 N 0.25845(9) 0.45419(14) 0.30988(17) 0.0203(5) Uani 1 1 d . . . . . N4 N 0.51516(9) 0.76607(14) 0.48223(19) 0.0209(5) Uani 1 1 d . . . . . N1 N 0.74669(8) 0.69524(13) 0.67456(16) 0.0169(5) Uani 1 1 d . . . . . N3 N 0.51625(9) 0.64739(14) 0.44323(19) 0.0212(5) Uani 1 1 d . . . . . N10 N 0.34797(9) 0.39476(14) 0.37748(17) 0.0181(5) Uani 1 1 d . . . . . H10 H 0.324474 0.410932 0.392399 0.022 Uiso 1 1 calc R U . . . N7 N 0.52285(9) 0.14009(14) 0.4870(2) 0.0249(6) Uani 1 1 d . . . . . N11 N 0.48285(9) 0.39410(14) 0.5070(2) 0.0256(6) Uani 1 1 d . . . . . N8 N 0.52221(10) 0.26169(15) 0.47061(19) 0.0238(6) Uani 1 1 d . . . . . C64 C 0.27010(10) -0.00654(15) 0.2209(2) 0.0142(5) Uani 1 1 d . . . . . C60 C 0.38107(10) -0.11767(15) 0.1649(2) 0.0153(5) Uani 1 1 d . . . . . N5 N 0.72497(9) 0.24523(15) 0.68216(18) 0.0255(6) Uani 1 1 d . . . . . C71 C 0.16237(10) 0.10011(16) 0.2848(2) 0.0180(6) Uani 1 1 d . . . . . C2 C 0.62332(10) 0.61096(15) 0.7169(2) 0.0155(6) Uani 1 1 d . . . . . H2A H 0.593197 0.594211 0.662144 0.019 Uiso 1 1 calc R U . . . C36 C 0.57007(10) 0.16333(16) 0.5098(2) 0.0152(6) Uani 1 1 d . . . . . C11 C 0.78079(10) 0.73197(16) 0.6582(2) 0.0176(6) Uani 1 1 d . . . . . H11 H 0.784798 0.719561 0.598739 0.021 Uiso 1 1 calc R U . . . C12 C 0.59098(10) 0.57170(16) 0.8404(2) 0.0185(6) Uani 1 1 d . . . . . C73 C 0.38885(10) -0.13118(16) 0.4649(2) 0.0159(6) Uani 1 1 d . . . . . H73A H 0.396586 -0.180741 0.445424 0.019 Uiso 1 1 calc R U . . . H73B H 0.380037 -0.138667 0.522239 0.019 Uiso 1 1 calc R U . . . C45 C 0.25995(10) 0.46951(17) 0.2202(2) 0.0180(6) Uani 1 1 d . . . . . C41 C 0.36850(11) 0.36570(16) 0.1496(2) 0.0192(6) Uani 1 1 d . . . . . C19 C 0.48840(11) 0.70501(17) 0.4420(2) 0.0234(6) Uani 1 1 d . . . . . H19 H 0.453467 0.702864 0.415583 0.028 Uiso 1 1 calc R U . . . C62 C 0.31114(10) -0.03749(15) 0.11127(19) 0.0166(5) Uani 1 1 d . . . . . H62 H 0.287199 -0.006535 0.059946 0.020 Uiso 1 1 calc R U . . . C52 C 0.16267(12) 0.58535(18) 0.3066(2) 0.0238(7) Uani 1 1 d . . . . . C59 C 0.38266(10) -0.12309(15) 0.2616(2) 0.0151(5) Uani 1 1 d . . . . . H59 H 0.408307 -0.151339 0.313621 0.018 Uiso 1 1 calc R U . . . C17 C 0.56404(10) 0.67423(16) 0.48883(19) 0.0155(6) Uani 1 1 d . . . . . C66 C 0.18766(10) 0.04252(16) 0.1549(2) 0.0161(6) Uani 1 1 d . . . . . H66 H 0.156229 0.052748 0.099169 0.019 Uiso 1 1 calc R U . . . C54 C 0.39352(11) 0.36737(16) 0.4601(2) 0.0167(6) Uani 1 1 d . . . . . H54A H 0.401224 0.317520 0.441330 0.020 Uiso 1 1 calc R U . . . H54B H 0.389188 0.361673 0.523385 0.020 Uiso 1 1 calc R U . . . C37 C 0.56986(12) 0.23862(18) 0.5002(2) 0.0256(7) Uani 1 1 d . . . . . H37 H 0.597396 0.269505 0.511740 0.031 Uiso 1 1 calc R U . . . C31 C 0.58807(11) 0.09131(16) 0.8746(2) 0.0179(6) Uani 1 1 d . . . . . C67 C 0.19807(10) 0.06347(15) 0.2548(2) 0.0144(5) Uani 1 1 d . . . . . C65 C 0.22365(10) 0.00673(16) 0.1380(2) 0.0155(6) Uani 1 1 d . . . . . H65 H 0.217042 -0.008882 0.070511 0.019 Uiso 1 1 calc R U . . . C58 C 0.34737(10) -0.08790(15) 0.28441(19) 0.0134(5) Uani 1 1 d . . . . . C61 C 0.34526(10) -0.07412(15) 0.08853(19) 0.0166(5) Uani 1 1 d . . . . . H61 H 0.344270 -0.069655 0.022439 0.020 Uiso 1 1 calc R U . . . C21 C 0.62214(10) 0.12053(16) 0.7506(2) 0.0166(6) Uani 1 1 d . . . . . H21 H 0.595993 0.091950 0.700255 0.020 Uiso 1 1 calc R U . . . C3 C 0.63044(10) 0.60341(16) 0.8175(2) 0.0177(6) Uani 1 1 d . . . . . C48 C 0.19459(11) 0.54586(17) 0.2698(2) 0.0196(6) Uani 1 1 d . . . . . C63 C 0.31027(10) -0.04392(15) 0.20613(19) 0.0150(5) Uani 1 1 d . . . . . C28 C 0.81420(10) 0.29294(15) 0.8393(2) 0.0162(6) Uani 1 1 d . . . . . H28 H 0.844497 0.309827 0.893378 0.019 Uiso 1 1 calc R U . . . C40 C 0.37571(11) 0.36684(16) 0.2501(2) 0.0171(6) Uani 1 1 d . . . . . H40 H 0.405553 0.347104 0.302478 0.020 Uiso 1 1 calc R U . . . C39 C 0.34014(10) 0.39643(15) 0.2776(2) 0.0157(6) Uani 1 1 d . . . . . C18 C 0.56383(11) 0.74732(17) 0.5133(2) 0.0186(6) Uani 1 1 d . . . . . H18 H 0.591730 0.779217 0.545396 0.022 Uiso 1 1 calc R U . . . C5 C 0.71067(10) 0.65758(17) 0.8779(2) 0.0214(6) Uani 1 1 d . . . . . H5 H 0.741069 0.672091 0.933797 0.026 Uiso 1 1 calc R U . . . C27 C 0.77948(10) 0.25703(16) 0.8612(2) 0.0166(6) Uani 1 1 d . . . . . H27 H 0.786269 0.247861 0.930699 0.020 Uiso 1 1 calc R U . . . C74 C 0.43389(10) -0.08218(16) 0.50120(19) 0.0147(5) Uani 1 1 d . . . . . C56 C 0.43539(12) 0.49543(16) 0.4749(2) 0.0207(6) Uani 1 1 d . . . . . H56 H 0.407800 0.527472 0.458185 0.025 Uiso 1 1 calc R U . . . C20 C 0.65752(10) 0.15298(16) 0.7246(2) 0.0157(6) Uani 1 1 d . . . . . C34 C 0.91377(11) 0.40171(18) 0.7514(2) 0.0241(7) Uani 1 1 d . . . . . H34A H 0.896884 0.442435 0.703227 0.036 Uiso 1 1 calc R U . . . H34B H 0.926223 0.365378 0.718186 0.036 Uiso 1 1 calc R U . . . H34C H 0.941474 0.422064 0.812857 0.036 Uiso 1 1 calc R U . . . C44 C 0.29661(10) 0.42887(16) 0.1982(2) 0.0187(6) Uani 1 1 d . . . . . C6 C 0.70395(10) 0.66904(15) 0.7773(2) 0.0169(6) Uani 1 1 d . . . . . C10 C 0.81071(10) 0.78717(16) 0.7228(2) 0.0182(6) Uani 1 1 d . . . . . C1 C 0.65969(10) 0.64288(15) 0.6938(2) 0.0150(5) Uani 1 1 d . . . . . C38 C 0.49566(12) 0.20132(17) 0.4648(2) 0.0261(7) Uani 1 1 d . . . . . H38 H 0.461374 0.202040 0.446913 0.031 Uiso 1 1 calc R U . . . C7 C 0.74238(10) 0.71037(15) 0.7612(2) 0.0157(5) Uani 1 1 d . . . . . C75 C 0.43612(12) -0.00687(17) 0.4900(2) 0.0196(6) Uani 1 1 d . . . . . H75 H 0.409009 0.026546 0.458617 0.024 Uiso 1 1 calc R U . . . C70 C 0.48962(11) -0.23229(19) 0.2063(2) 0.0248(7) Uani 1 1 d . . . . . H70A H 0.473577 -0.271307 0.154481 0.037 Uiso 1 1 calc R U . . . H70B H 0.513280 -0.255327 0.270895 0.037 Uiso 1 1 calc R U . . . H70C H 0.507068 -0.197604 0.181661 0.037 Uiso 1 1 calc R U . . . C69 C 0.41751(10) -0.15859(15) 0.1402(2) 0.0160(6) Uani 1 1 d . . . . . C55 C 0.43589(10) 0.41958(16) 0.4812(2) 0.0157(5) Uani 1 1 d . . . . . C68 C 0.24470(10) 0.04832(16) 0.3325(2) 0.0187(6) Uani 1 1 d . . . . . H68 H 0.251860 0.062855 0.400683 0.022 Uiso 1 1 calc R U . . . C29 C 0.80398(11) 0.30382(16) 0.7372(2) 0.0177(6) Uani 1 1 d . . . . . C47 C 0.19510(12) 0.56048(18) 0.1765(2) 0.0253(7) Uani 1 1 d . . . . . H47 H 0.173147 0.596296 0.130239 0.030 Uiso 1 1 calc R U . . . C43 C 0.28992(11) 0.42410(18) 0.0972(2) 0.0262(7) Uani 1 1 d . . . . . H43 H 0.260097 0.442835 0.043583 0.031 Uiso 1 1 calc R U . . . C23 C 0.66111(10) 0.17326(17) 0.9210(2) 0.0213(6) Uani 1 1 d . . . . . H23 H 0.662604 0.179944 0.987278 0.026 Uiso 1 1 calc R U . . . C25 C 0.69541(10) 0.19770(16) 0.8001(2) 0.0169(6) Uani 1 1 d . . . . . C42 C 0.32476(11) 0.39330(18) 0.0712(2) 0.0266(7) Uani 1 1 d . . . . . H42 H 0.318968 0.391010 0.001337 0.032 Uiso 1 1 calc R U . . . C35 C 0.61220(10) 0.10946(16) 0.5446(2) 0.0178(6) Uani 1 1 d . . . . . H35A H 0.602202 0.061799 0.564542 0.021 Uiso 1 1 calc R U . . . H35B H 0.619998 0.098968 0.486555 0.021 Uiso 1 1 calc R U . . . C4 C 0.67446(11) 0.62575(17) 0.8988(2) 0.0227(6) Uani 1 1 d . . . . . H4A H 0.679726 0.619321 0.967901 0.027 Uiso 1 1 calc R U . . . C24 C 0.69541(11) 0.20724(17) 0.8960(2) 0.0220(6) Uani 1 1 d . . . . . H24 H 0.719968 0.238325 0.945800 0.026 Uiso 1 1 calc R U . . . C51 C 0.48695(12) 0.2815(2) 0.1896(3) 0.0301(7) Uani 1 1 d . . . . . H51A H 0.475965 0.237553 0.144606 0.045 Uiso 1 1 calc R U . . . H51B H 0.514430 0.267443 0.255774 0.045 Uiso 1 1 calc R U . . . H51C H 0.497917 0.320400 0.156988 0.045 Uiso 1 1 calc R U . . . C16 C 0.60692(10) 0.62438(16) 0.50785(19) 0.0159(6) Uani 1 1 d . . . . . H16A H 0.599282 0.572963 0.521633 0.019 Uiso 1 1 calc R U . . . H16B H 0.612128 0.622851 0.445265 0.019 Uiso 1 1 calc R U . . . C30 C 0.75896(11) 0.27838(18) 0.6622(2) 0.0253(7) Uani 1 1 d . . . . . H30 H 0.751977 0.285087 0.592067 0.030 Uiso 1 1 calc R U . . . C8 C 0.77250(12) 0.76337(18) 0.8319(2) 0.0235(7) Uani 1 1 d . . . . . H8A H 0.769467 0.772479 0.893307 0.028 Uiso 1 1 calc R U . . . C76 C 0.51041(11) -0.05216(17) 0.5668(2) 0.0242(6) Uani 1 1 d . . . . . H76 H 0.545480 -0.055081 0.599084 0.029 Uiso 1 1 calc R U . . . C14 C 0.84442(11) 0.82729(17) 0.6909(2) 0.0203(6) Uani 1 1 d . . . . . C46 C 0.22784(12) 0.52241(19) 0.1519(2) 0.0261(7) Uani 1 1 d . . . . . H46 H 0.228655 0.532039 0.088341 0.031 Uiso 1 1 calc R U . . . C26 C 0.73439(10) 0.23420(16) 0.7810(2) 0.0172(6) Uani 1 1 d . . . . . C15 C 0.90114(12) 0.92586(19) 0.7256(2) 0.0303(8) Uani 1 1 d . . . . . H15A H 0.881245 0.947419 0.657266 0.045 Uiso 1 1 calc R U . . . H15B H 0.926865 0.893713 0.723366 0.045 Uiso 1 1 calc R U . . . H15C H 0.916610 0.966159 0.775609 0.045 Uiso 1 1 calc R U . . . C50 C 0.40735(11) 0.33520(16) 0.1229(2) 0.0194(6) Uani 1 1 d . . . . . C9 C 0.80681(11) 0.80263(18) 0.8125(2) 0.0231(7) Uani 1 1 d . . . . . H9 H 0.827254 0.839397 0.859523 0.028 Uiso 1 1 calc R U . . . C57 C 0.50918(12) 0.45442(18) 0.5149(3) 0.0270(7) Uani 1 1 d . . . . . H57 H 0.543303 0.453598 0.531300 0.032 Uiso 1 1 calc R U . . . C49 C 0.22621(10) 0.49122(17) 0.3319(2) 0.0217(6) Uani 1 1 d . . . . . H49 H 0.224865 0.479324 0.394373 0.026 Uiso 1 1 calc R U . . . C32 C 0.51403(12) 0.0219(2) 0.8115(2) 0.0284(7) Uani 1 1 d . . . . . H32A H 0.488074 0.003003 0.746259 0.043 Uiso 1 1 calc R U . . . H32B H 0.499565 0.056873 0.842368 0.043 Uiso 1 1 calc R U . . . H32C H 0.529222 -0.020012 0.858663 0.043 Uiso 1 1 calc R U . . . C13 C 0.51275(11) 0.51308(19) 0.7706(2) 0.0272(7) Uani 1 1 d . . . . . H13A H 0.487733 0.493114 0.705085 0.041 Uiso 1 1 calc R U . . . H13B H 0.498239 0.553331 0.794057 0.041 Uiso 1 1 calc R U . . . H13C H 0.524387 0.473107 0.822274 0.041 Uiso 1 1 calc R U . . . C22 C 0.62449(10) 0.12923(16) 0.8474(2) 0.0180(6) Uani 1 1 d . . . . . C33 C 0.83823(11) 0.33948(17) 0.7023(2) 0.0194(6) Uani 1 1 d . . . . . C72 C 0.08710(11) 0.16321(19) 0.2299(2) 0.0252(7) Uani 1 1 d . . . . . H72A H 0.059386 0.181424 0.166739 0.038 Uiso 1 1 calc R U . . . H72B H 0.103321 0.205587 0.275353 0.038 Uiso 1 1 calc R U . . . H72C H 0.074768 0.128345 0.265100 0.038 Uiso 1 1 calc R U . . . C53 C 0.10358(14) 0.6796(2) 0.2750(3) 0.0389(9) Uani 1 1 d . . . . . H53A H 0.084941 0.717080 0.222751 0.058 Uiso 1 1 calc R U . . . H53B H 0.124979 0.704685 0.339865 0.058 Uiso 1 1 calc R U . . . H53C H 0.080515 0.646511 0.285898 0.058 Uiso 1 1 calc R U . . . H6 H 0.6757(12) 0.1648(17) 0.618(2) 0.021(8) Uiso 1 1 d . . . . . H12 H 0.4934(17) 0.561(3) 0.488(3) 0.064(14) Uiso 1 1 d . . . . . H8 H 0.5123(16) 0.311(3) 0.473(3) 0.055(13) Uiso 1 1 d . . . . . H4 H 0.5056(13) 0.810(2) 0.502(3) 0.029(9) Uiso 1 1 d . . . . . H16 H 0.4971(14) 0.053(2) 0.525(3) 0.033(10) Uiso 1 1 d . . . . . H14 H 0.3296(12) -0.0658(18) 0.393(2) 0.022(8) Uiso 1 1 d . . . . . H2 H 0.6791(12) 0.6551(18) 0.587(2) 0.025(8) Uiso 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O6 0.0227(11) 0.0260(11) 0.0213(10) 0.0037(8) 0.0141(9) -0.0019(9) O16 0.0181(10) 0.0322(12) 0.0180(10) 0.0023(8) 0.0090(8) 0.0124(9) O13 0.0161(10) 0.0324(12) 0.0182(10) 0.0014(8) 0.0087(8) 0.0088(9) O8 0.0147(10) 0.0300(12) 0.0201(10) 0.0012(8) 0.0089(8) -0.0086(9) O15 0.0179(10) 0.0248(11) 0.0174(9) -0.0012(8) 0.0098(8) 0.0025(8) O12 0.0226(11) 0.0394(13) 0.0215(10) -0.0044(9) 0.0118(9) 0.0109(10) O1 0.0182(11) 0.0361(12) 0.0198(10) 0.0014(9) 0.0091(9) -0.0112(9) O2 0.0219(11) 0.0478(14) 0.0174(10) 0.0031(9) 0.0102(9) -0.0098(10) O7 0.0260(12) 0.0504(15) 0.0185(10) -0.0005(10) 0.0111(9) -0.0166(11) O5 0.0187(11) 0.0368(13) 0.0215(10) 0.0016(9) 0.0100(9) -0.0114(9) O11 0.0276(12) 0.0315(12) 0.0230(11) -0.0050(9) 0.0156(9) 0.0028(9) O4 0.0278(13) 0.0306(12) 0.0240(11) -0.0082(9) 0.0179(10) -0.0170(10) O9 0.0349(14) 0.0403(14) 0.0288(12) 0.0083(10) 0.0213(11) 0.0196(11) O14 0.0242(12) 0.0470(14) 0.0182(10) 0.0034(10) 0.0125(9) 0.0146(10) N2 0.0117(12) 0.0273(13) 0.0139(11) -0.0012(9) 0.0072(9) -0.0020(10) O3 0.0493(15) 0.0453(14) 0.0324(12) -0.0147(11) 0.0313(11) -0.0262(12) N13 0.0158(11) 0.0249(12) 0.0150(11) -0.0020(9) 0.0058(9) 0.0038(10) N12 0.0211(13) 0.0209(13) 0.0225(13) 0.0001(10) 0.0100(11) -0.0029(11) O10 0.0515(16) 0.0676(18) 0.0301(12) 0.0164(12) 0.0299(12) 0.0357(14) N16 0.0191(13) 0.0190(13) 0.0251(13) -0.0023(10) 0.0109(11) -0.0029(10) N14 0.0117(12) 0.0224(12) 0.0135(11) 0.0025(9) 0.0063(9) 0.0036(10) N15 0.0143(12) 0.0218(13) 0.0282(13) 0.0018(10) 0.0067(10) 0.0010(10) N6 0.0131(12) 0.0239(13) 0.0177(11) -0.0028(9) 0.0089(10) -0.0056(10) N9 0.0162(12) 0.0270(13) 0.0186(11) -0.0022(10) 0.0087(9) 0.0020(10) N4 0.0200(13) 0.0193(13) 0.0238(13) 0.0020(10) 0.0103(11) 0.0038(10) N1 0.0130(11) 0.0224(12) 0.0161(11) 0.0000(9) 0.0070(9) -0.0020(9) N3 0.0147(12) 0.0216(13) 0.0256(13) 0.0000(10) 0.0074(10) -0.0023(10) N10 0.0136(12) 0.0265(13) 0.0169(11) 0.0015(10) 0.0092(9) 0.0031(10) N7 0.0158(13) 0.0230(13) 0.0365(15) 0.0018(11) 0.0121(11) 0.0001(10) N11 0.0170(13) 0.0227(14) 0.0388(15) -0.0023(11) 0.0140(12) -0.0001(10) N8 0.0271(15) 0.0205(13) 0.0214(13) -0.0006(10) 0.0089(11) 0.0057(11) C64 0.0148(13) 0.0138(13) 0.0152(12) 0.0004(10) 0.0078(10) 0.0004(10) C60 0.0117(13) 0.0184(14) 0.0163(12) -0.0018(10) 0.0068(10) 0.0001(10) N5 0.0228(13) 0.0357(15) 0.0178(12) 0.0008(10) 0.0089(10) -0.0112(11) C71 0.0160(14) 0.0217(15) 0.0180(13) 0.0034(11) 0.0091(11) 0.0038(11) C2 0.0126(13) 0.0162(13) 0.0165(12) -0.0003(10) 0.0056(10) -0.0014(10) C36 0.0152(14) 0.0199(14) 0.0117(12) -0.0029(10) 0.0072(10) -0.0036(11) C11 0.0152(13) 0.0227(15) 0.0158(13) 0.0017(11) 0.0078(11) 0.0017(11) C12 0.0154(14) 0.0227(15) 0.0166(13) 0.0044(11) 0.0065(11) -0.0014(11) C73 0.0156(14) 0.0203(14) 0.0133(12) 0.0034(11) 0.0078(10) 0.0027(11) C45 0.0133(13) 0.0256(15) 0.0146(12) -0.0061(11) 0.0059(11) -0.0012(11) C41 0.0179(14) 0.0199(14) 0.0218(14) -0.0070(11) 0.0105(11) -0.0004(11) C19 0.0158(14) 0.0266(16) 0.0268(15) 0.0066(12) 0.0087(12) 0.0032(12) C62 0.0134(13) 0.0191(14) 0.0139(12) 0.0030(10) 0.0029(10) 0.0050(11) C52 0.0203(15) 0.0314(17) 0.0208(14) -0.0015(13) 0.0103(12) 0.0057(13) C59 0.0098(13) 0.0171(13) 0.0158(12) -0.0008(10) 0.0033(10) 0.0007(10) C17 0.0155(14) 0.0215(14) 0.0116(12) 0.0004(10) 0.0081(10) -0.0018(11) C66 0.0137(14) 0.0191(14) 0.0151(13) 0.0036(10) 0.0061(11) 0.0000(11) C54 0.0167(14) 0.0188(14) 0.0164(12) 0.0032(11) 0.0090(11) 0.0007(11) C37 0.0199(16) 0.0231(16) 0.0309(16) -0.0005(13) 0.0090(13) -0.0031(12) C31 0.0172(14) 0.0174(14) 0.0207(14) 0.0041(11) 0.0098(12) 0.0010(11) C67 0.0136(13) 0.0145(13) 0.0167(13) 0.0024(10) 0.0082(11) 0.0019(10) C65 0.0149(14) 0.0195(14) 0.0127(12) -0.0010(10) 0.0065(11) 0.0012(11) C58 0.0123(13) 0.0156(13) 0.0120(12) -0.0019(10) 0.0051(10) -0.0029(10) C61 0.0158(13) 0.0221(14) 0.0121(12) -0.0014(10) 0.0065(10) 0.0014(11) C21 0.0132(13) 0.0181(14) 0.0175(13) 0.0001(11) 0.0059(11) -0.0012(11) C3 0.0165(14) 0.0192(14) 0.0182(13) 0.0026(11) 0.0086(11) -0.0023(11) C48 0.0160(14) 0.0261(16) 0.0186(13) -0.0034(11) 0.0094(11) 0.0016(12) C63 0.0118(13) 0.0185(13) 0.0137(12) -0.0028(10) 0.0047(10) 0.0000(10) C28 0.0109(13) 0.0186(14) 0.0179(13) -0.0016(11) 0.0053(10) -0.0025(11) C40 0.0155(14) 0.0162(14) 0.0204(13) -0.0018(11) 0.0088(11) -0.0001(11) C39 0.0154(14) 0.0170(13) 0.0164(13) -0.0037(10) 0.0086(11) -0.0041(11) C18 0.0164(15) 0.0209(15) 0.0178(13) 0.0007(11) 0.0070(11) -0.0020(11) C5 0.0148(13) 0.0327(16) 0.0140(12) 0.0004(11) 0.0041(10) -0.0057(12) C27 0.0167(14) 0.0188(14) 0.0145(12) 0.0002(10) 0.0073(11) -0.0022(11) C74 0.0138(13) 0.0195(14) 0.0112(12) 0.0000(10) 0.0060(10) 0.0030(11) C56 0.0182(15) 0.0207(15) 0.0217(14) 0.0009(11) 0.0078(12) 0.0023(12) C20 0.0131(13) 0.0183(14) 0.0155(13) 0.0009(11) 0.0062(10) 0.0019(11) C34 0.0170(14) 0.0319(17) 0.0260(15) 0.0024(13) 0.0119(12) -0.0084(13) C44 0.0155(14) 0.0230(15) 0.0193(13) -0.0032(11) 0.0093(11) 0.0006(11) C6 0.0152(13) 0.0207(14) 0.0163(13) 0.0011(11) 0.0084(11) 0.0003(11) C10 0.0150(14) 0.0229(14) 0.0181(13) 0.0010(11) 0.0088(11) -0.0021(11) C1 0.0127(13) 0.0173(13) 0.0158(13) 0.0003(10) 0.0073(11) 0.0010(10) C38 0.0217(16) 0.0274(16) 0.0303(16) 0.0011(13) 0.0126(13) 0.0025(13) C7 0.0129(13) 0.0191(14) 0.0147(12) 0.0034(11) 0.0058(10) 0.0003(11) C75 0.0172(15) 0.0210(15) 0.0222(14) 0.0005(12) 0.0103(12) 0.0020(12) C70 0.0210(16) 0.0329(17) 0.0230(15) 0.0034(13) 0.0121(13) 0.0138(13) C69 0.0122(13) 0.0181(14) 0.0174(13) -0.0026(11) 0.0063(11) -0.0008(11) C55 0.0158(14) 0.0207(14) 0.0110(12) 0.0005(10) 0.0065(10) 0.0030(11) C68 0.0189(14) 0.0259(15) 0.0128(12) -0.0019(11) 0.0086(11) 0.0029(11) C29 0.0144(14) 0.0193(14) 0.0191(13) 0.0003(11) 0.0074(11) -0.0039(11) C47 0.0260(17) 0.0303(17) 0.0212(14) 0.0063(12) 0.0122(13) 0.0095(13) C43 0.0190(15) 0.0388(18) 0.0175(14) -0.0045(13) 0.0053(12) 0.0070(13) C23 0.0222(15) 0.0282(16) 0.0163(13) -0.0007(12) 0.0112(12) -0.0052(12) C25 0.0155(14) 0.0199(14) 0.0156(12) 0.0021(11) 0.0073(10) -0.0019(11) C42 0.0246(16) 0.0389(18) 0.0152(13) -0.0064(13) 0.0078(12) 0.0069(13) C35 0.0154(14) 0.0216(14) 0.0184(13) -0.0041(11) 0.0092(11) -0.0017(11) C4 0.0222(15) 0.0334(16) 0.0135(12) 0.0027(11) 0.0089(11) -0.0061(12) C24 0.0193(15) 0.0287(16) 0.0172(13) -0.0028(12) 0.0075(11) -0.0090(12) C51 0.0232(16) 0.0417(19) 0.0285(16) -0.0072(14) 0.0142(13) 0.0105(14) C16 0.0133(13) 0.0226(14) 0.0114(12) -0.0030(10) 0.0052(10) -0.0030(11) C30 0.0229(16) 0.0377(18) 0.0151(13) 0.0029(12) 0.0082(12) -0.0107(13) C8 0.0241(16) 0.0333(18) 0.0177(14) -0.0057(12) 0.0135(12) -0.0093(13) C76 0.0133(14) 0.0263(16) 0.0302(16) 0.0004(13) 0.0073(12) 0.0025(12) C14 0.0187(15) 0.0252(15) 0.0186(14) -0.0012(12) 0.0098(12) -0.0047(12) C46 0.0291(17) 0.0341(18) 0.0215(14) 0.0053(13) 0.0170(13) 0.0076(14) C26 0.0172(14) 0.0194(14) 0.0165(13) -0.0003(11) 0.0089(11) -0.0031(11) C15 0.0335(19) 0.0350(18) 0.0304(17) -0.0063(14) 0.0214(15) -0.0181(15) C50 0.0175(14) 0.0209(15) 0.0203(14) -0.0062(11) 0.0090(11) 0.0001(11) C9 0.0230(16) 0.0285(17) 0.0215(14) -0.0071(12) 0.0132(13) -0.0104(13) C57 0.0187(15) 0.0293(17) 0.0357(17) -0.0055(14) 0.0147(13) -0.0034(13) C49 0.0189(15) 0.0304(16) 0.0188(14) -0.0012(12) 0.0112(12) 0.0000(12) C32 0.0192(16) 0.0397(19) 0.0274(16) 0.0055(14) 0.0113(13) -0.0118(13) C13 0.0175(15) 0.0393(18) 0.0255(15) 0.0038(14) 0.0103(12) -0.0121(14) C22 0.0155(14) 0.0214(14) 0.0182(13) 0.0024(11) 0.0086(11) -0.0014(11) C33 0.0163(15) 0.0220(15) 0.0186(14) 0.0004(12) 0.0067(12) -0.0028(12) C72 0.0177(15) 0.0383(18) 0.0214(14) 0.0024(13) 0.0105(12) 0.0114(13) C53 0.045(2) 0.046(2) 0.0375(19) 0.0101(17) 0.0295(17) 0.0275(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 O6 C31 1.208(3) . ? O16 C70 1.441(3) . ? O16 C69 1.342(3) . ? O13 C71 1.332(3) . ? O13 C72 1.446(3) . ? O8 C34 1.450(3) . ? O8 C33 1.337(3) . ? O15 C69 1.201(3) . ? O12 C51 1.443(4) . ? O12 C50 1.342(4) . ? O1 C12 1.339(3) . ? O1 C13 1.446(3) . ? O2 C12 1.207(3) . ? O7 C33 1.198(3) . ? O5 C31 1.338(4) . ? O5 C32 1.443(3) . ? O11 C50 1.203(3) . ? O4 C14 1.336(3) . ? O4 C15 1.452(3) . ? O9 C52 1.327(4) . ? O9 C53 1.443(4) . ? O14 C71 1.206(3) . ? N2 C1 1.362(3) . ? N2 C16 1.447(3) . ? N2 H2 0.89(3) . ? O3 C14 1.201(3) . ? N13 C64 1.349(3) . ? N13 C68 1.333(3) . ? N12 C56 1.372(4) . ? N12 C57 1.323(4) . ? N12 H12 0.89(5) . ? O10 C52 1.213(4) . ? N16 C75 1.371(4) . ? N16 C76 1.326(4) . ? N16 H16 0.86(4) . ? N14 C73 1.447(3) . ? N14 C58 1.376(3) . ? N14 H14 0.89(3) . ? N15 C74 1.379(4) . ? N15 C76 1.316(4) . ? N6 C20 1.365(3) . ? N6 C35 1.454(4) . ? N6 H6 0.85(3) . ? N9 C45 1.352(3) . ? N9 C49 1.331(3) . ? N4 C19 1.329(4) . ? N4 C18 1.375(4) . ? N4 H4 0.92(4) . ? N1 C11 1.332(3) . ? N1 C7 1.348(3) . ? N3 C19 1.326(4) . ? N3 C17 1.379(4) . ? N10 H10 0.8800 . ? N10 C54 1.448(4) . ? N10 C39 1.361(3) . ? N7 C36 1.378(4) . ? N7 C38 1.320(4) . ? N11 C55 1.375(4) . ? N11 C57 1.315(4) . ? N8 C37 1.370(4) . ? N8 C38 1.326(4) . ? N8 H8 0.93(4) . ? C64 C65 1.402(4) . ? C64 C63 1.485(4) . ? C60 C59 1.386(3) . ? C60 C61 1.391(4) . ? C60 C69 1.495(4) . ? N5 C30 1.327(4) . ? N5 C26 1.347(3) . ? C71 C67 1.486(4) . ? C2 H2A 0.9500 . ? C2 C3 1.385(4) . ? C2 C1 1.407(4) . ? C36 C37 1.353(4) . ? C36 C35 1.494(4) . ? C11 H11 0.9500 . ? C11 C10 1.383(4) . ? C12 C3 1.488(4) . ? C73 H73A 0.9900 . ? C73 H73B 0.9900 . ? C73 C74 1.503(4) . ? C45 C44 1.476(4) . ? C45 C46 1.399(4) . ? C41 C40 1.375(4) . ? C41 C42 1.393(4) . ? C41 C50 1.496(4) . ? C19 H19 0.9500 . ? C62 H62 0.9500 . ? C62 C61 1.382(4) . ? C62 C63 1.394(4) . ? C52 C48 1.477(4) . ? C59 H59 0.9500 . ? C59 C58 1.402(4) . ? C17 C18 1.355(4) . ? C17 C16 1.494(4) . ? C66 H66 0.9500 . ? C66 C67 1.391(4) . ? C66 C65 1.377(4) . ? C54 H54A 0.9900 . ? C54 H54B 0.9900 . ? C54 C55 1.502(4) . ? C37 H37 0.9500 . ? C31 C22 1.490(4) . ? C67 C68 1.382(4) . ? C65 H65 0.9500 . ? C58 C63 1.424(4) . ? C61 H61 0.9500 . ? C21 H21 0.9500 . ? C21 C20 1.409(4) . ? C21 C22 1.385(4) . ? C3 C4 1.384(4) . ? C48 C47 1.386(4) . ? C48 C49 1.382(4) . ? C28 H28 0.9500 . ? C28 C27 1.384(4) . ? C28 C29 1.386(4) . ? C40 H40 0.9500 . ? C40 C39 1.408(4) . ? C39 C44 1.428(4) . ? C18 H18 0.9500 . ? C5 H5 0.9500 . ? C5 C6 1.397(4) . ? C5 C4 1.384(4) . ? C27 H27 0.9500 . ? C27 C26 1.399(4) . ? C74 C75 1.362(4) . ? C56 H56 0.9500 . ? C56 C55 1.359(4) . ? C20 C25 1.424(4) . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C44 C43 1.390(4) . ? C6 C1 1.424(4) . ? C6 C7 1.483(4) . ? C10 C14 1.481(4) . ? C10 C9 1.387(4) . ? C38 H38 0.9500 . ? C7 C8 1.395(4) . ? C75 H75 0.9500 . ? C70 H70A 0.9800 . ? C70 H70B 0.9800 . ? C70 H70C 0.9800 . ? C68 H68 0.9500 . ? C29 C30 1.385(4) . ? C29 C33 1.486(4) . ? C47 H47 0.9500 . ? C47 C46 1.375(4) . ? C43 H43 0.9500 . ? C43 C42 1.383(4) . ? C23 H23 0.9500 . ? C23 C24 1.385(4) . ? C23 C22 1.388(4) . ? C25 C24 1.403(4) . ? C25 C26 1.479(4) . ? C42 H42 0.9500 . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C4 H4A 0.9500 . ? C24 H24 0.9500 . ? C51 H51A 0.9800 . ? C51 H51B 0.9800 . ? C51 H51C 0.9800 . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C30 H30 0.9500 . ? C8 H8A 0.9500 . ? C8 C9 1.383(4) . ? C76 H76 0.9500 . ? C46 H46 0.9500 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C9 H9 0.9500 . ? C57 H57 0.9500 . ? C49 H49 0.9500 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C72 H72A 0.9800 . ? C72 H72B 0.9800 . ? C72 H72C 0.9800 . ? C53 H53A 0.9800 . ? C53 H53B 0.9800 . ? C53 H53C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C69 O16 C70 115.5(2) . . ? C71 O13 C72 114.6(2) . . ? C33 O8 C34 114.7(2) . . ? C50 O12 C51 115.8(2) . . ? C12 O1 C13 115.9(2) . . ? C31 O5 C32 115.9(2) . . ? C14 O4 C15 115.0(2) . . ? C52 O9 C53 115.8(2) . . ? C1 N2 C16 122.7(2) . . ? C1 N2 H2 114(2) . . ? C16 N2 H2 119(2) . . ? C68 N13 C64 118.2(2) . . ? C56 N12 H12 128(3) . . ? C57 N12 C56 107.1(3) . . ? C57 N12 H12 123(3) . . ? C75 N16 H16 125(2) . . ? C76 N16 C75 107.1(3) . . ? C76 N16 H16 126(2) . . ? C73 N14 H14 116(2) . . ? C58 N14 C73 122.0(2) . . ? C58 N14 H14 114(2) . . ? C76 N15 C74 105.1(2) . . ? C20 N6 C35 122.4(2) . . ? C20 N6 H6 113(2) . . ? C35 N6 H6 118(2) . . ? C49 N9 C45 118.4(2) . . ? C19 N4 C18 107.2(3) . . ? C19 N4 H4 128(2) . . ? C18 N4 H4 123(2) . . ? C11 N1 C7 118.3(2) . . ? C19 N3 C17 105.0(2) . . ? C54 N10 H10 118.8 . . ? C39 N10 H10 118.8 . . ? C39 N10 C54 122.4(2) . . ? C38 N7 C36 105.9(3) . . ? C57 N11 C55 105.3(3) . . ? C37 N8 H8 126(3) . . ? C38 N8 C37 107.3(3) . . ? C38 N8 H8 125(3) . . ? N13 C64 C65 121.3(2) . . ? N13 C64 C63 117.2(2) . . ? C65 C64 C63 121.5(2) . . ? C59 C60 C61 120.5(2) . . ? C59 C60 C69 120.9(2) . . ? C61 C60 C69 118.5(2) . . ? C30 N5 C26 119.0(2) . . ? O13 C71 C67 112.7(2) . . ? O14 C71 O13 124.0(3) . . ? O14 C71 C67 123.3(2) . . ? C3 C2 H2A 119.2 . . ? C3 C2 C1 121.5(2) . . ? C1 C2 H2A 119.2 . . ? N7 C36 C35 121.5(2) . . ? C37 C36 N7 108.6(3) . . ? C37 C36 C35 129.8(3) . . ? N1 C11 H11 118.2 . . ? N1 C11 C10 123.7(2) . . ? C10 C11 H11 118.2 . . ? O1 C12 C3 112.1(2) . . ? O2 C12 O1 123.0(2) . . ? O2 C12 C3 124.9(3) . . ? N14 C73 H73A 109.2 . . ? N14 C73 H73B 109.2 . . ? N14 C73 C74 112.2(2) . . ? H73A C73 H73B 107.9 . . ? C74 C73 H73A 109.2 . . ? C74 C73 H73B 109.2 . . ? N9 C45 C44 117.5(3) . . ? N9 C45 C46 120.5(3) . . ? C46 C45 C44 122.0(3) . . ? C40 C41 C42 120.2(3) . . ? C40 C41 C50 120.7(3) . . ? C42 C41 C50 119.1(3) . . ? N4 C19 H19 124.0 . . ? N3 C19 N4 112.0(3) . . ? N3 C19 H19 124.0 . . ? C61 C62 H62 118.5 . . ? C61 C62 C63 123.0(2) . . ? C63 C62 H62 118.5 . . ? O9 C52 C48 113.4(3) . . ? O10 C52 O9 123.3(3) . . ? O10 C52 C48 123.3(3) . . ? C60 C59 H59 119.2 . . ? C60 C59 C58 121.6(2) . . ? C58 C59 H59 119.2 . . ? N3 C17 C16 121.2(2) . . ? C18 C17 N3 109.5(3) . . ? C18 C17 C16 129.2(3) . . ? C67 C66 H66 120.5 . . ? C65 C66 H66 120.5 . . ? C65 C66 C67 118.9(3) . . ? N10 C54 H54A 109.3 . . ? N10 C54 H54B 109.3 . . ? N10 C54 C55 111.5(2) . . ? H54A C54 H54B 108.0 . . ? C55 C54 H54A 109.3 . . ? C55 C54 H54B 109.3 . . ? N8 C37 H37 126.6 . . ? C36 C37 N8 106.7(3) . . ? C36 C37 H37 126.6 . . ? O6 C31 O5 123.4(3) . . ? O6 C31 C22 124.6(3) . . ? O5 C31 C22 112.0(2) . . ? C66 C67 C71 124.8(2) . . ? C68 C67 C71 117.2(2) . . ? C68 C67 C66 118.0(2) . . ? C64 C65 H65 120.2 . . ? C66 C65 C64 119.6(2) . . ? C66 C65 H65 120.2 . . ? N14 C58 C59 120.7(2) . . ? N14 C58 C63 121.1(2) . . ? C59 C58 C63 118.1(2) . . ? C60 C61 H61 120.9 . . ? C62 C61 C60 118.2(2) . . ? C62 C61 H61 120.9 . . ? C20 C21 H21 119.1 . . ? C22 C21 H21 119.1 . . ? C22 C21 C20 121.7(3) . . ? C2 C3 C12 120.8(2) . . ? C4 C3 C2 120.4(2) . . ? C4 C3 C12 118.8(2) . . ? C47 C48 C52 124.0(3) . . ? C49 C48 C52 118.4(3) . . ? C49 C48 C47 117.6(3) . . ? C62 C63 C64 119.0(2) . . ? C62 C63 C58 118.5(2) . . ? C58 C63 C64 122.5(2) . . ? C27 C28 H28 120.6 . . ? C27 C28 C29 118.8(3) . . ? C29 C28 H28 120.6 . . ? C41 C40 H40 119.1 . . ? C41 C40 C39 121.9(3) . . ? C39 C40 H40 119.1 . . ? N10 C39 C40 120.3(3) . . ? N10 C39 C44 121.7(2) . . ? C40 C39 C44 118.0(2) . . ? N4 C18 H18 126.9 . . ? C17 C18 N4 106.2(3) . . ? C17 C18 H18 126.9 . . ? C6 C5 H5 119.0 . . ? C4 C5 H5 119.0 . . ? C4 C5 C6 122.1(2) . . ? C28 C27 H27 119.9 . . ? C28 C27 C26 120.2(3) . . ? C26 C27 H27 119.9 . . ? N15 C74 C73 122.5(2) . . ? C75 C74 N15 109.2(3) . . ? C75 C74 C73 128.3(3) . . ? N12 C56 H56 126.9 . . ? C55 C56 N12 106.1(3) . . ? C55 C56 H56 126.9 . . ? N6 C20 C21 119.7(3) . . ? N6 C20 C25 122.0(2) . . ? C21 C20 C25 118.2(2) . . ? O8 C34 H34A 109.5 . . ? O8 C34 H34B 109.5 . . ? O8 C34 H34C 109.5 . . ? H34A C34 H34B 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C39 C44 C45 122.4(2) . . ? C43 C44 C45 119.4(3) . . ? C43 C44 C39 118.2(3) . . ? C5 C6 C1 118.9(2) . . ? C5 C6 C7 118.8(2) . . ? C1 C6 C7 122.3(2) . . ? C11 C10 C14 117.8(2) . . ? C11 C10 C9 118.3(3) . . ? C9 C10 C14 123.9(3) . . ? N2 C1 C2 120.4(2) . . ? N2 C1 C6 121.7(2) . . ? C2 C1 C6 117.9(2) . . ? N7 C38 N8 111.5(3) . . ? N7 C38 H38 124.3 . . ? N8 C38 H38 124.3 . . ? N1 C7 C6 117.3(2) . . ? N1 C7 C8 121.3(2) . . ? C8 C7 C6 121.5(2) . . ? N16 C75 H75 126.9 . . ? C74 C75 N16 106.2(3) . . ? C74 C75 H75 126.9 . . ? O16 C70 H70A 109.5 . . ? O16 C70 H70B 109.5 . . ? O16 C70 H70C 109.5 . . ? H70A C70 H70B 109.5 . . ? H70A C70 H70C 109.5 . . ? H70B C70 H70C 109.5 . . ? O16 C69 C60 112.1(2) . . ? O15 C69 O16 123.3(2) . . ? O15 C69 C60 124.7(2) . . ? N11 C55 C54 122.2(2) . . ? C56 C55 N11 109.1(3) . . ? C56 C55 C54 128.6(3) . . ? N13 C68 C67 124.0(2) . . ? N13 C68 H68 118.0 . . ? C67 C68 H68 118.0 . . ? C28 C29 C33 124.8(3) . . ? C30 C29 C28 117.6(3) . . ? C30 C29 C33 117.6(2) . . ? C48 C47 H47 120.5 . . ? C46 C47 C48 119.1(3) . . ? C46 C47 H47 120.5 . . ? C44 C43 H43 118.5 . . ? C42 C43 C44 122.9(3) . . ? C42 C43 H43 118.5 . . ? C24 C23 H23 120.7 . . ? C24 C23 C22 118.7(3) . . ? C22 C23 H23 120.7 . . ? C20 C25 C26 122.6(2) . . ? C24 C25 C20 118.3(2) . . ? C24 C25 C26 119.1(2) . . ? C41 C42 H42 120.7 . . ? C43 C42 C41 118.6(3) . . ? C43 C42 H42 120.7 . . ? N6 C35 C36 112.4(2) . . ? N6 C35 H35A 109.1 . . ? N6 C35 H35B 109.1 . . ? C36 C35 H35A 109.1 . . ? C36 C35 H35B 109.1 . . ? H35A C35 H35B 107.9 . . ? C3 C4 H4A 120.5 . . ? C5 C4 C3 119.1(2) . . ? C5 C4 H4A 120.5 . . ? C23 C24 C25 122.8(3) . . ? C23 C24 H24 118.6 . . ? C25 C24 H24 118.6 . . ? O12 C51 H51A 109.5 . . ? O12 C51 H51B 109.5 . . ? O12 C51 H51C 109.5 . . ? H51A C51 H51B 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? N2 C16 C17 111.9(2) . . ? N2 C16 H16A 109.2 . . ? N2 C16 H16B 109.2 . . ? C17 C16 H16A 109.2 . . ? C17 C16 H16B 109.2 . . ? H16A C16 H16B 107.9 . . ? N5 C30 C29 124.1(3) . . ? N5 C30 H30 118.0 . . ? C29 C30 H30 118.0 . . ? C7 C8 H8A 120.1 . . ? C9 C8 C7 119.8(3) . . ? C9 C8 H8A 120.1 . . ? N16 C76 H76 123.8 . . ? N15 C76 N16 112.5(3) . . ? N15 C76 H76 123.8 . . ? O4 C14 C10 112.7(2) . . ? O3 C14 O4 123.4(3) . . ? O3 C14 C10 123.9(3) . . ? C45 C46 H46 119.9 . . ? C47 C46 C45 120.2(3) . . ? C47 C46 H46 119.9 . . ? N5 C26 C27 120.3(2) . . ? N5 C26 C25 117.3(2) . . ? C27 C26 C25 122.4(2) . . ? O4 C15 H15A 109.5 . . ? O4 C15 H15B 109.5 . . ? O4 C15 H15C 109.5 . . ? H15A C15 H15B 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O12 C50 C41 111.5(2) . . ? O11 C50 O12 123.6(3) . . ? O11 C50 C41 124.9(3) . . ? C10 C9 H9 120.7 . . ? C8 C9 C10 118.6(3) . . ? C8 C9 H9 120.7 . . ? N12 C57 H57 123.8 . . ? N11 C57 N12 112.3(3) . . ? N11 C57 H57 123.8 . . ? N9 C49 C48 124.2(3) . . ? N9 C49 H49 117.9 . . ? C48 C49 H49 117.9 . . ? O5 C32 H32A 109.5 . . ? O5 C32 H32B 109.5 . . ? O5 C32 H32C 109.5 . . ? H32A C32 H32B 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? O1 C13 H13A 109.5 . . ? O1 C13 H13B 109.5 . . ? O1 C13 H13C 109.5 . . ? H13A C13 H13B 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C21 C22 C31 120.7(3) . . ? C21 C22 C23 120.3(3) . . ? C23 C22 C31 119.0(2) . . ? O8 C33 C29 112.2(2) . . ? O7 C33 O8 123.8(3) . . ? O7 C33 C29 123.9(3) . . ? O13 C72 H72A 109.5 . . ? O13 C72 H72B 109.5 . . ? O13 C72 H72C 109.5 . . ? H72A C72 H72B 109.5 . . ? H72A C72 H72C 109.5 . . ? H72B C72 H72C 109.5 . . ? O9 C53 H53A 109.5 . . ? O9 C53 H53B 109.5 . . ? O9 C53 H53C 109.5 . . ? H53A C53 H53B 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 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 O6 C31 C22 C21 171.1(3) . . . . ? O6 C31 C22 C23 -8.6(4) . . . . ? O13 C71 C67 C66 -13.0(4) . . . . ? O13 C71 C67 C68 168.0(3) . . . . ? O1 C12 C3 C2 10.0(4) . . . . ? O1 C12 C3 C4 -170.4(3) . . . . ? O2 C12 C3 C2 -169.7(3) . . . . ? O2 C12 C3 C4 9.9(5) . . . . ? O5 C31 C22 C21 -9.2(4) . . . . ? O5 C31 C22 C23 171.1(3) . . . . ? O9 C52 C48 C47 1.1(5) . . . . ? O9 C52 C48 C49 -179.4(3) . . . . ? O14 C71 C67 C66 167.3(3) . . . . ? O14 C71 C67 C68 -11.7(4) . . . . ? N13 C64 C65 C66 0.6(4) . . . . ? N13 C64 C63 C62 -152.0(3) . . . . ? N13 C64 C63 C58 29.7(4) . . . . ? N12 C56 C55 N11 -0.2(3) . . . . ? N12 C56 C55 C54 -177.5(3) . . . . ? O10 C52 C48 C47 -178.8(3) . . . . ? O10 C52 C48 C49 0.8(5) . . . . ? N14 C73 C74 N15 -152.6(2) . . . . ? N14 C73 C74 C75 25.2(4) . . . . ? N14 C58 C63 C64 1.6(4) . . . . ? N14 C58 C63 C62 -176.7(2) . . . . ? N15 C74 C75 N16 -0.1(3) . . . . ? N6 C20 C25 C24 -176.6(3) . . . . ? N6 C20 C25 C26 3.5(4) . . . . ? N9 C45 C44 C39 -22.7(4) . . . . ? N9 C45 C44 C43 159.9(3) . . . . ? N9 C45 C46 C47 1.4(5) . . . . ? N1 C11 C10 C14 -175.5(3) . . . . ? N1 C11 C10 C9 3.4(4) . . . . ? N1 C7 C8 C9 1.5(5) . . . . ? N3 C17 C18 N4 -0.1(3) . . . . ? N3 C17 C16 N2 -152.9(2) . . . . ? N10 C54 C55 N11 -142.7(3) . . . . ? N10 C54 C55 C56 34.3(4) . . . . ? N10 C39 C44 C45 6.6(4) . . . . ? N10 C39 C44 C43 -176.0(3) . . . . ? N7 C36 C37 N8 -0.4(3) . . . . ? N7 C36 C35 N6 -135.6(3) . . . . ? C64 N13 C68 C67 -0.4(4) . . . . ? C60 C59 C58 N14 174.2(2) . . . . ? C60 C59 C58 C63 -2.0(4) . . . . ? C71 C67 C68 N13 178.8(3) . . . . ? C2 C3 C4 C5 1.7(5) . . . . ? C36 N7 C38 N8 0.9(3) . . . . ? C11 N1 C7 C6 179.7(2) . . . . ? C11 N1 C7 C8 0.4(4) . . . . ? C11 C10 C14 O4 176.7(3) . . . . ? C11 C10 C14 O3 -3.4(5) . . . . ? C11 C10 C9 C8 -1.4(5) . . . . ? C12 C3 C4 C5 -177.9(3) . . . . ? C73 N14 C58 C59 16.1(4) . . . . ? C73 N14 C58 C63 -167.8(3) . . . . ? C73 C74 C75 N16 -178.1(2) . . . . ? C45 N9 C49 C48 -1.4(5) . . . . ? C45 C44 C43 C42 173.7(3) . . . . ? C41 C40 C39 N10 178.2(3) . . . . ? C41 C40 C39 C44 -2.8(4) . . . . ? C19 N4 C18 C17 0.6(3) . . . . ? C19 N3 C17 C18 -0.5(3) . . . . ? C19 N3 C17 C16 177.7(2) . . . . ? C52 C48 C47 C46 177.3(3) . . . . ? C52 C48 C49 N9 -176.6(3) . . . . ? C59 C60 C61 C62 -0.9(4) . . . . ? C59 C60 C69 O16 -6.6(4) . . . . ? C59 C60 C69 O15 173.7(3) . . . . ? C59 C58 C63 C64 177.7(2) . . . . ? C59 C58 C63 C62 -0.6(4) . . . . ? C17 N3 C19 N4 0.8(3) . . . . ? C66 C67 C68 N13 -0.3(4) . . . . ? C54 N10 C39 C40 3.8(4) . . . . ? C54 N10 C39 C44 -175.1(3) . . . . ? C37 N8 C38 N7 -1.1(4) . . . . ? C37 C36 C35 N6 40.5(4) . . . . ? C67 C66 C65 C64 -1.2(4) . . . . ? C65 C64 C63 C62 27.6(4) . . . . ? C65 C64 C63 C58 -150.7(3) . . . . ? C65 C66 C67 C71 -177.9(3) . . . . ? C65 C66 C67 C68 1.1(4) . . . . ? C58 N14 C73 C74 63.6(3) . . . . ? C61 C60 C59 C58 2.8(4) . . . . ? C61 C60 C69 O16 173.7(2) . . . . ? C61 C60 C69 O15 -6.0(4) . . . . ? C61 C62 C63 C64 -175.9(3) . . . . ? C61 C62 C63 C58 2.5(4) . . . . ? C21 C20 C25 C24 -0.2(4) . . . . ? C21 C20 C25 C26 179.9(3) . . . . ? C3 C2 C1 N2 -180.0(3) . . . . ? C3 C2 C1 C6 -1.4(4) . . . . ? C48 C47 C46 C45 0.2(5) . . . . ? C63 C64 C65 C66 -179.1(3) . . . . ? C63 C62 C61 C60 -1.8(4) . . . . ? C28 C27 C26 N5 1.7(4) . . . . ? C28 C27 C26 C25 -178.1(3) . . . . ? C28 C29 C30 N5 0.9(5) . . . . ? C28 C29 C33 O8 -4.4(4) . . . . ? C28 C29 C33 O7 176.9(3) . . . . ? C40 C41 C42 C43 2.4(5) . . . . ? C40 C41 C50 O12 1.5(4) . . . . ? C40 C41 C50 O11 -177.6(3) . . . . ? C40 C39 C44 C45 -172.4(3) . . . . ? C40 C39 C44 C43 5.1(4) . . . . ? C39 N10 C54 C55 70.0(3) . . . . ? C39 C44 C43 C42 -3.8(5) . . . . ? C18 N4 C19 N3 -0.9(3) . . . . ? C18 C17 C16 N2 24.8(4) . . . . ? C5 C6 C1 N2 -177.4(3) . . . . ? C5 C6 C1 C2 4.1(4) . . . . ? C5 C6 C7 N1 153.2(3) . . . . ? C5 C6 C7 C8 -27.5(4) . . . . ? C27 C28 C29 C30 0.5(4) . . . . ? C27 C28 C29 C33 -178.2(3) . . . . ? C74 N15 C76 N16 0.9(3) . . . . ? C56 N12 C57 N11 -0.9(4) . . . . ? C20 N6 C35 C36 62.7(3) . . . . ? C20 C21 C22 C31 -177.0(3) . . . . ? C20 C21 C22 C23 2.7(4) . . . . ? C20 C25 C24 C23 2.0(5) . . . . ? C20 C25 C26 N5 21.3(4) . . . . ? C20 C25 C26 C27 -158.8(3) . . . . ? C34 O8 C33 O7 -0.2(4) . . . . ? C34 O8 C33 C29 -179.0(2) . . . . ? C44 C45 C46 C47 -178.3(3) . . . . ? C44 C43 C42 C41 0.1(5) . . . . ? C6 C5 C4 C3 1.1(5) . . . . ? C6 C7 C8 C9 -177.8(3) . . . . ? C1 N2 C16 C17 73.0(3) . . . . ? C1 C2 C3 C12 178.1(3) . . . . ? C1 C2 C3 C4 -1.5(4) . . . . ? C1 C6 C7 N1 -29.0(4) . . . . ? C1 C6 C7 C8 150.3(3) . . . . ? C38 N7 C36 C37 -0.3(3) . . . . ? C38 N7 C36 C35 176.6(3) . . . . ? C38 N8 C37 C36 0.9(3) . . . . ? C7 N1 C11 C10 -2.9(4) . . . . ? C7 C6 C1 N2 4.8(4) . . . . ? C7 C6 C1 C2 -173.7(2) . . . . ? C7 C8 C9 C10 -0.9(5) . . . . ? C75 N16 C76 N15 -0.9(3) . . . . ? C70 O16 C69 O15 0.2(4) . . . . ? C70 O16 C69 C60 -179.5(2) . . . . ? C69 C60 C59 C58 -177.0(3) . . . . ? C69 C60 C61 C62 178.9(2) . . . . ? C55 N11 C57 N12 0.8(4) . . . . ? C68 N13 C64 C65 0.2(4) . . . . ? C68 N13 C64 C63 179.9(2) . . . . ? C29 C28 C27 C26 -1.8(4) . . . . ? C47 C48 C49 N9 3.0(5) . . . . ? C42 C41 C40 C39 -0.9(4) . . . . ? C42 C41 C50 O12 -178.7(3) . . . . ? C42 C41 C50 O11 2.2(5) . . . . ? C35 N6 C20 C21 20.1(4) . . . . ? C35 N6 C20 C25 -163.6(3) . . . . ? C35 C36 C37 N8 -176.9(3) . . . . ? C4 C5 C6 C1 -4.0(4) . . . . ? C4 C5 C6 C7 173.9(3) . . . . ? C24 C23 C22 C31 178.8(3) . . . . ? C24 C23 C22 C21 -0.9(4) . . . . ? C24 C25 C26 N5 -158.6(3) . . . . ? C24 C25 C26 C27 21.3(4) . . . . ? C51 O12 C50 O11 1.4(4) . . . . ? C51 O12 C50 C41 -177.7(3) . . . . ? C16 N2 C1 C2 -0.8(4) . . . . ? C16 N2 C1 C6 -179.3(3) . . . . ? C16 C17 C18 N4 -178.0(2) . . . . ? C30 N5 C26 C27 -0.4(4) . . . . ? C30 N5 C26 C25 179.5(3) . . . . ? C30 C29 C33 O8 176.9(3) . . . . ? C30 C29 C33 O7 -1.9(5) . . . . ? C76 N16 C75 C74 0.6(3) . . . . ? C76 N15 C74 C73 177.7(2) . . . . ? C76 N15 C74 C75 -0.4(3) . . . . ? C14 C10 C9 C8 177.4(3) . . . . ? C46 C45 C44 C39 157.0(3) . . . . ? C46 C45 C44 C43 -20.5(4) . . . . ? C26 N5 C30 C29 -0.9(5) . . . . ? C26 C25 C24 C23 -178.1(3) . . . . ? C15 O4 C14 O3 3.5(5) . . . . ? C15 O4 C14 C10 -176.6(3) . . . . ? C50 C41 C40 C39 178.9(3) . . . . ? C50 C41 C42 C43 -177.4(3) . . . . ? C9 C10 C14 O4 -2.1(4) . . . . ? C9 C10 C14 O3 177.8(3) . . . . ? C57 N12 C56 C55 0.6(3) . . . . ? C57 N11 C55 C54 177.2(3) . . . . ? C57 N11 C55 C56 -0.3(3) . . . . ? C49 N9 C45 C44 178.9(3) . . . . ? C49 N9 C45 C46 -0.8(4) . . . . ? C49 C48 C47 C46 -2.3(5) . . . . ? C32 O5 C31 O6 -0.3(4) . . . . ? C32 O5 C31 C22 -180.0(3) . . . . ? C13 O1 C12 O2 2.5(4) . . . . ? C13 O1 C12 C3 -177.2(3) . . . . ? C22 C21 C20 N6 174.4(3) . . . . ? C22 C21 C20 C25 -2.1(4) . . . . ? C22 C23 C24 C25 -1.5(5) . . . . ? C33 C29 C30 N5 179.7(3) . . . . ? C72 O13 C71 O14 1.4(4) . . . . ? C72 O13 C71 C67 -178.3(2) . . . . ? C53 O9 C52 O10 3.4(5) . . . . ? C53 O9 C52 C48 -176.4(3) . . . . ? _shelx_res_file ; TITL mo_IG0215_0m_a.res in Cc mo_ig0215_0m_a.res created by SHELXL-2019/1 at 22:41:54 on 02-Dec-2023 REM Old TITL mo_IG0215_0m in C2/c REM SHELXT solution in Cc REM R1 0.104, Rweak 0.013, Alpha 0.002, Orientation as input REM Flack x = -0.069 ( 0.239 ) from Parsons' quotients REM Formula found by SHELXT: C77 N18 O13 CELL 0.71073 30.2632 17.8811 14.5204 90 116.644 90 ZERR 16 0.0014 0.0008 0.0007 0 0.001 0 LATT -7 SYMM +X,-Y,0.5+Z SFAC C H N O UNIT 304 288 64 64 L.S. 10 PLAN 8 SIZE 0.32 0.42 0.47 TEMP -173.15 CONF BOND $H LIST 6 MORE -1 fmap 2 acta OMIT -1 1 1 REM REM REM WGHT 0.053300 2.778700 FVAR 0.22684 O6 4 0.590968 0.089025 0.960290 11.00000 0.02270 0.02603 = 0.02131 0.00366 0.01413 -0.00194 O16 4 0.452760 -0.192054 0.223557 11.00000 0.01814 0.03216 = 0.01797 0.00230 0.00899 0.01235 O13 4 0.122237 0.125243 0.204007 11.00000 0.01608 0.03239 = 0.01819 0.00135 0.00866 0.00881 O8 4 0.879317 0.365106 0.781030 11.00000 0.01473 0.03000 = 0.02015 0.00118 0.00888 -0.00856 O15 4 0.416028 -0.161443 0.056237 11.00000 0.01789 0.02477 = 0.01735 -0.00122 0.00976 0.00253 O12 4 0.446519 0.309552 0.206697 11.00000 0.02257 0.03940 = 0.02151 -0.00442 0.01183 0.01090 O1 4 0.553915 0.542157 0.756609 11.00000 0.01817 0.03614 = 0.01982 0.00145 0.00912 -0.01115 O2 4 0.591453 0.572257 0.923983 11.00000 0.02193 0.04783 = 0.01744 0.00310 0.01021 -0.00984 O7 4 0.829652 0.345784 0.613649 11.00000 0.02598 0.05044 = 0.01854 -0.00053 0.01109 -0.01663 O5 4 0.551183 0.059968 0.792395 11.00000 0.01870 0.03681 = 0.02154 0.00159 0.00999 -0.01137 O11 4 0.404598 0.334270 0.037685 11.00000 0.02758 0.03155 = 0.02299 -0.00500 0.01559 0.00282 O4 4 0.869606 0.881855 0.756190 11.00000 0.02782 0.03062 = 0.02402 -0.00817 0.01792 -0.01697 O9 4 0.133499 0.636025 0.240567 11.00000 0.03490 0.04031 = 0.02880 0.00829 0.02132 0.01957 O14 4 0.169340 0.106478 0.372955 11.00000 0.02423 0.04698 = 0.01822 0.00340 0.01247 0.01460 N2 3 0.651813 0.649722 0.594158 11.00000 0.01168 0.02731 = 0.01386 -0.00124 0.00723 -0.00202 O3 4 0.848834 0.812456 0.614750 11.00000 0.04928 0.04532 = 0.03242 -0.01465 0.03130 -0.02618 N13 3 0.280221 0.014539 0.317567 11.00000 0.01583 0.02491 = 0.01497 -0.00197 0.00581 0.00376 N12 3 0.482748 0.516387 0.497400 11.00000 0.02106 0.02089 = 0.02253 0.00009 0.00996 -0.00292 O10 4 0.163156 0.572853 0.389124 11.00000 0.05150 0.06757 = 0.03006 0.01638 0.02994 0.03566 N16 3 0.485400 0.011037 0.533039 11.00000 0.01913 0.01895 = 0.02511 -0.00225 0.01093 -0.00291 N14 3 0.346967 -0.099382 0.377754 11.00000 0.01173 0.02245 = 0.01348 0.00249 0.00632 0.00361 N15 3 0.481261 -0.110418 0.550489 11.00000 0.01429 0.02182 = 0.02819 0.00182 0.00670 0.00100 N6 3 0.656273 0.137691 0.631390 11.00000 0.01306 0.02394 = 0.01769 -0.00280 0.00893 -0.00557 N9 3 0.258449 0.454187 0.309883 11.00000 0.01618 0.02696 = 0.01864 -0.00224 0.00866 0.00195 N4 3 0.515165 0.766071 0.482227 11.00000 0.02004 0.01931 = 0.02383 0.00198 0.01034 0.00377 N1 3 0.746688 0.695239 0.674560 11.00000 0.01298 0.02238 = 0.01607 0.00000 0.00704 -0.00196 N3 3 0.516249 0.647392 0.443227 11.00000 0.01467 0.02160 = 0.02560 0.00004 0.00738 -0.00234 N10 3 0.347972 0.394761 0.377480 11.00000 0.01362 0.02646 = 0.01689 0.00146 0.00924 0.00307 AFIX 43 H10 2 0.324474 0.410932 0.392399 11.00000 -1.20000 AFIX 0 N7 3 0.522847 0.140089 0.486968 11.00000 0.01579 0.02296 = 0.03645 0.00182 0.01207 0.00013 N11 3 0.482854 0.394095 0.506954 11.00000 0.01695 0.02272 = 0.03878 -0.00228 0.01403 -0.00009 N8 3 0.522210 0.261690 0.470614 11.00000 0.02712 0.02053 = 0.02145 -0.00062 0.00893 0.00575 C64 1 0.270099 -0.006544 0.220949 11.00000 0.01480 0.01380 = 0.01525 0.00043 0.00778 0.00042 C60 1 0.381069 -0.117669 0.164939 11.00000 0.01171 0.01835 = 0.01630 -0.00185 0.00679 0.00008 N5 3 0.724971 0.245226 0.682155 11.00000 0.02279 0.03574 = 0.01776 0.00083 0.00886 -0.01122 C71 1 0.162375 0.100107 0.284760 11.00000 0.01599 0.02173 = 0.01797 0.00341 0.00913 0.00385 C2 1 0.623323 0.610962 0.716861 11.00000 0.01264 0.01621 = 0.01646 -0.00034 0.00555 -0.00137 AFIX 43 H2A 2 0.593197 0.594211 0.662144 11.00000 -1.20000 AFIX 0 C36 1 0.570071 0.163326 0.509831 11.00000 0.01525 0.01988 = 0.01174 -0.00289 0.00718 -0.00365 C11 1 0.780793 0.731969 0.658174 11.00000 0.01522 0.02267 = 0.01579 0.00174 0.00778 0.00167 AFIX 43 H11 2 0.784798 0.719561 0.598739 11.00000 -1.20000 AFIX 0 C12 1 0.590977 0.571702 0.840401 11.00000 0.01538 0.02272 = 0.01665 0.00445 0.00647 -0.00138 C73 1 0.388846 -0.131179 0.464941 11.00000 0.01563 0.02028 = 0.01332 0.00345 0.00782 0.00267 AFIX 23 H73A 2 0.396586 -0.180741 0.445424 11.00000 -1.20000 H73B 2 0.380037 -0.138667 0.522239 11.00000 -1.20000 AFIX 0 C45 1 0.259953 0.469507 0.220179 11.00000 0.01334 0.02565 = 0.01465 -0.00607 0.00588 -0.00116 C41 1 0.368496 0.365704 0.149624 11.00000 0.01790 0.01991 = 0.02177 -0.00703 0.01054 -0.00041 C19 1 0.488401 0.705005 0.442034 11.00000 0.01579 0.02663 = 0.02678 0.00657 0.00867 0.00323 AFIX 43 H19 2 0.453467 0.702864 0.415583 11.00000 -1.20000 AFIX 0 C62 1 0.311141 -0.037491 0.111272 11.00000 0.01337 0.01910 = 0.01389 0.00303 0.00293 0.00502 AFIX 43 H62 2 0.287199 -0.006535 0.059946 11.00000 -1.20000 AFIX 0 C52 1 0.162668 0.585353 0.306590 11.00000 0.02030 0.03137 = 0.02083 -0.00150 0.01031 0.00567 C59 1 0.382665 -0.123087 0.261577 11.00000 0.00976 0.01706 = 0.01581 -0.00083 0.00329 0.00073 AFIX 43 H59 2 0.408307 -0.151339 0.313621 11.00000 -1.20000 AFIX 0 C17 1 0.564045 0.674226 0.488831 11.00000 0.01551 0.02154 = 0.01160 0.00041 0.00806 -0.00177 C66 1 0.187664 0.042523 0.154869 11.00000 0.01368 0.01908 = 0.01506 0.00358 0.00613 0.00002 AFIX 43 H66 2 0.156229 0.052748 0.099169 11.00000 -1.20000 AFIX 0 C54 1 0.393519 0.367369 0.460097 11.00000 0.01672 0.01884 = 0.01637 0.00316 0.00901 0.00066 AFIX 23 H54A 2 0.401224 0.317520 0.441330 11.00000 -1.20000 H54B 2 0.389188 0.361673 0.523385 11.00000 -1.20000 AFIX 0 C37 1 0.569855 0.238622 0.500211 11.00000 0.01995 0.02314 = 0.03092 -0.00049 0.00905 -0.00311 AFIX 43 H37 2 0.597396 0.269505 0.511740 11.00000 -1.20000 AFIX 0 C31 1 0.588067 0.091312 0.874626 11.00000 0.01722 0.01736 = 0.02073 0.00409 0.00985 0.00103 C67 1 0.198069 0.063469 0.254760 11.00000 0.01361 0.01452 = 0.01673 0.00244 0.00821 0.00188 C65 1 0.223652 0.006732 0.138001 11.00000 0.01485 0.01950 = 0.01266 -0.00105 0.00651 0.00116 AFIX 43 H65 2 0.217042 -0.008882 0.070511 11.00000 -1.20000 AFIX 0 C58 1 0.347371 -0.087902 0.284413 11.00000 0.01227 0.01560 = 0.01198 -0.00189 0.00513 -0.00291 C61 1 0.345257 -0.074115 0.088530 11.00000 0.01577 0.02206 = 0.01211 -0.00141 0.00650 0.00139 AFIX 43 H61 2 0.344270 -0.069655 0.022439 11.00000 -1.20000 AFIX 0 C21 1 0.622140 0.120534 0.750555 11.00000 0.01316 0.01811 = 0.01749 0.00009 0.00588 -0.00118 AFIX 43 H21 2 0.595993 0.091950 0.700255 11.00000 -1.20000 AFIX 0 C3 1 0.630439 0.603410 0.817516 11.00000 0.01654 0.01919 = 0.01815 0.00259 0.00861 -0.00233 C48 1 0.194586 0.545859 0.269783 11.00000 0.01598 0.02606 = 0.01862 -0.00340 0.00940 0.00156 C63 1 0.310269 -0.043916 0.206133 11.00000 0.01181 0.01850 = 0.01365 -0.00276 0.00467 0.00000 C28 1 0.814200 0.292936 0.839326 11.00000 0.01086 0.01862 = 0.01788 -0.00157 0.00528 -0.00251 AFIX 43 H28 2 0.844497 0.309827 0.893378 11.00000 -1.20000 AFIX 0 C40 1 0.375715 0.366843 0.250097 11.00000 0.01549 0.01621 = 0.02041 -0.00182 0.00885 -0.00008 AFIX 43 H40 2 0.405553 0.347104 0.302478 11.00000 -1.20000 AFIX 0 C39 1 0.340143 0.396431 0.277580 11.00000 0.01538 0.01698 = 0.01640 -0.00367 0.00860 -0.00414 C18 1 0.563832 0.747321 0.513260 11.00000 0.01638 0.02089 = 0.01784 0.00069 0.00696 -0.00197 AFIX 43 H18 2 0.591730 0.779217 0.545396 11.00000 -1.20000 AFIX 0 C5 1 0.710671 0.657577 0.877921 11.00000 0.01476 0.03275 = 0.01400 0.00039 0.00409 -0.00572 AFIX 43 H5 2 0.741069 0.672091 0.933797 11.00000 -1.20000 AFIX 0 C27 1 0.779476 0.257027 0.861161 11.00000 0.01669 0.01882 = 0.01451 0.00019 0.00725 -0.00225 AFIX 43 H27 2 0.786269 0.247861 0.930699 11.00000 -1.20000 AFIX 0 C74 1 0.433891 -0.082180 0.501198 11.00000 0.01381 0.01952 = 0.01117 -0.00001 0.00596 0.00297 C56 1 0.435387 0.495434 0.474860 11.00000 0.01825 0.02070 = 0.02167 0.00091 0.00775 0.00231 AFIX 43 H56 2 0.407800 0.527472 0.458185 11.00000 -1.20000 AFIX 0 C20 1 0.657521 0.152979 0.724638 11.00000 0.01312 0.01829 = 0.01552 0.00094 0.00615 0.00185 C34 1 0.913765 0.401711 0.751427 11.00000 0.01698 0.03192 = 0.02597 0.00242 0.01188 -0.00837 AFIX 137 H34A 2 0.896884 0.442435 0.703227 11.00000 -1.50000 H34B 2 0.926223 0.365378 0.718186 11.00000 -1.50000 H34C 2 0.941474 0.422064 0.812857 11.00000 -1.50000 AFIX 0 C44 1 0.296609 0.428873 0.198175 11.00000 0.01548 0.02295 = 0.01933 -0.00324 0.00925 0.00057 C6 1 0.703953 0.669043 0.777300 11.00000 0.01522 0.02074 = 0.01629 0.00115 0.00843 0.00027 C10 1 0.810715 0.787175 0.722835 11.00000 0.01501 0.02290 = 0.01814 0.00100 0.00878 -0.00212 C1 1 0.659693 0.642879 0.693795 11.00000 0.01274 0.01730 = 0.01583 0.00029 0.00728 0.00102 C38 1 0.495659 0.201321 0.464794 11.00000 0.02167 0.02741 = 0.03034 0.00115 0.01260 0.00249 AFIX 43 H38 2 0.461374 0.202040 0.446913 11.00000 -1.20000 AFIX 0 C7 1 0.742378 0.710370 0.761151 11.00000 0.01290 0.01914 = 0.01470 0.00338 0.00580 0.00033 C75 1 0.436125 -0.006865 0.489970 11.00000 0.01723 0.02098 = 0.02223 0.00046 0.01031 0.00200 AFIX 43 H75 2 0.409009 0.026546 0.458617 11.00000 -1.20000 AFIX 0 C70 1 0.489618 -0.232291 0.206266 11.00000 0.02099 0.03294 = 0.02301 0.00344 0.01210 0.01381 AFIX 137 H70A 2 0.473577 -0.271307 0.154481 11.00000 -1.50000 H70B 2 0.513280 -0.255327 0.270895 11.00000 -1.50000 H70C 2 0.507068 -0.197604 0.181661 11.00000 -1.50000 AFIX 0 C69 1 0.417512 -0.158592 0.140238 11.00000 0.01219 0.01808 = 0.01739 -0.00259 0.00627 -0.00084 C55 1 0.435891 0.419579 0.481200 11.00000 0.01584 0.02070 = 0.01103 0.00051 0.00646 0.00304 C68 1 0.244696 0.048317 0.332491 11.00000 0.01893 0.02590 = 0.01283 -0.00189 0.00857 0.00293 AFIX 43 H68 2 0.251860 0.062855 0.400683 11.00000 -1.20000 AFIX 0 C29 1 0.803982 0.303816 0.737181 11.00000 0.01445 0.01929 = 0.01911 0.00026 0.00739 -0.00391 C47 1 0.195101 0.560480 0.176496 11.00000 0.02597 0.03035 = 0.02124 0.00630 0.01215 0.00947 AFIX 43 H47 2 0.173147 0.596296 0.130239 11.00000 -1.20000 AFIX 0 C43 1 0.289924 0.424101 0.097167 11.00000 0.01896 0.03878 = 0.01752 -0.00454 0.00529 0.00696 AFIX 43 H43 2 0.260097 0.442835 0.043583 11.00000 -1.20000 AFIX 0 C23 1 0.661105 0.173257 0.921033 11.00000 0.02223 0.02820 = 0.01630 -0.00068 0.01122 -0.00521 AFIX 43 H23 2 0.662604 0.179944 0.987278 11.00000 -1.20000 AFIX 0 C25 1 0.695412 0.197698 0.800080 11.00000 0.01546 0.01992 = 0.01564 0.00211 0.00726 -0.00191 C42 1 0.324756 0.393300 0.071216 11.00000 0.02455 0.03888 = 0.01518 -0.00642 0.00784 0.00690 AFIX 43 H42 2 0.318968 0.391010 0.001337 11.00000 -1.20000 AFIX 0 C35 1 0.612203 0.109460 0.544619 11.00000 0.01536 0.02158 = 0.01838 -0.00407 0.00922 -0.00166 AFIX 23 H35A 2 0.602202 0.061799 0.564542 11.00000 -1.20000 H35B 2 0.619998 0.098968 0.486555 11.00000 -1.20000 AFIX 0 C4 1 0.674459 0.625752 0.898779 11.00000 0.02225 0.03342 = 0.01350 0.00268 0.00890 -0.00613 AFIX 43 H4A 2 0.679726 0.619321 0.967901 11.00000 -1.20000 AFIX 0 C24 1 0.695410 0.207244 0.895964 11.00000 0.01932 0.02871 = 0.01723 -0.00278 0.00754 -0.00896 AFIX 43 H24 2 0.719968 0.238325 0.945800 11.00000 -1.20000 AFIX 0 C51 1 0.486950 0.281486 0.189649 11.00000 0.02320 0.04170 = 0.02850 -0.00721 0.01424 0.01053 AFIX 137 H51A 2 0.475965 0.237553 0.144606 11.00000 -1.50000 H51B 2 0.514430 0.267443 0.255774 11.00000 -1.50000 H51C 2 0.497917 0.320400 0.156988 11.00000 -1.50000 AFIX 0 C16 1 0.606916 0.624378 0.507853 11.00000 0.01330 0.02260 = 0.01145 -0.00296 0.00521 -0.00303 AFIX 23 H16A 2 0.599282 0.572963 0.521633 11.00000 -1.20000 H16B 2 0.612128 0.622851 0.445265 11.00000 -1.20000 AFIX 0 C30 1 0.758961 0.278381 0.662179 11.00000 0.02288 0.03769 = 0.01511 0.00290 0.00821 -0.01067 AFIX 43 H30 2 0.751977 0.285087 0.592067 11.00000 -1.20000 AFIX 0 C8 1 0.772499 0.763370 0.831933 11.00000 0.02409 0.03332 = 0.01770 -0.00568 0.01353 -0.00931 AFIX 43 H8A 2 0.769467 0.772479 0.893307 11.00000 -1.20000 AFIX 0 C76 1 0.510413 -0.052164 0.566764 11.00000 0.01335 0.02628 = 0.03023 0.00043 0.00729 0.00253 AFIX 43 H76 2 0.545480 -0.055081 0.599084 11.00000 -1.20000 AFIX 0 C14 1 0.844422 0.827290 0.690895 11.00000 0.01867 0.02518 = 0.01856 -0.00118 0.00977 -0.00475 C46 1 0.227835 0.522407 0.151897 11.00000 0.02912 0.03412 = 0.02145 0.00529 0.01704 0.00758 AFIX 43 H46 2 0.228655 0.532039 0.088341 11.00000 -1.20000 AFIX 0 C26 1 0.734388 0.234196 0.781046 11.00000 0.01721 0.01935 = 0.01646 -0.00027 0.00892 -0.00309 C15 1 0.901143 0.925860 0.725626 11.00000 0.03345 0.03501 = 0.03037 -0.00630 0.02141 -0.01810 AFIX 137 H15A 2 0.881245 0.947419 0.657266 11.00000 -1.50000 H15B 2 0.926865 0.893713 0.723366 11.00000 -1.50000 H15C 2 0.916610 0.966159 0.775609 11.00000 -1.50000 AFIX 0 C50 1 0.407351 0.335203 0.122929 11.00000 0.01746 0.02094 = 0.02034 -0.00616 0.00902 0.00015 C9 1 0.806809 0.802634 0.812478 11.00000 0.02304 0.02847 = 0.02145 -0.00712 0.01324 -0.01036 AFIX 43 H9 2 0.827254 0.839397 0.859523 11.00000 -1.20000 AFIX 0 C57 1 0.509183 0.454424 0.514884 11.00000 0.01869 0.02935 = 0.03571 -0.00553 0.01475 -0.00337 AFIX 43 H57 2 0.543303 0.453598 0.531300 11.00000 -1.20000 AFIX 0 C49 1 0.226213 0.491221 0.331920 11.00000 0.01892 0.03037 = 0.01883 -0.00124 0.01116 0.00004 AFIX 43 H49 2 0.224865 0.479324 0.394373 11.00000 -1.20000 AFIX 0 C32 1 0.514030 0.021903 0.811450 11.00000 0.01920 0.03968 = 0.02736 0.00547 0.01126 -0.01179 AFIX 137 H32A 2 0.488074 0.003003 0.746259 11.00000 -1.50000 H32B 2 0.499565 0.056873 0.842368 11.00000 -1.50000 H32C 2 0.529222 -0.020012 0.858663 11.00000 -1.50000 AFIX 0 C13 1 0.512752 0.513085 0.770637 11.00000 0.01746 0.03934 = 0.02551 0.00377 0.01027 -0.01214 AFIX 137 H13A 2 0.487733 0.493114 0.705085 11.00000 -1.50000 H13B 2 0.498239 0.553331 0.794057 11.00000 -1.50000 H13C 2 0.524387 0.473107 0.822274 11.00000 -1.50000 AFIX 0 C22 1 0.624488 0.129226 0.847449 11.00000 0.01548 0.02137 = 0.01821 0.00238 0.00856 -0.00140 C33 1 0.838230 0.339478 0.702267 11.00000 0.01629 0.02200 = 0.01862 0.00036 0.00674 -0.00284 C72 1 0.087096 0.163210 0.229885 11.00000 0.01769 0.03829 = 0.02145 0.00243 0.01052 0.01144 AFIX 137 H72A 2 0.059386 0.181424 0.166739 11.00000 -1.50000 H72B 2 0.103321 0.205587 0.275353 11.00000 -1.50000 H72C 2 0.074768 0.128345 0.265100 11.00000 -1.50000 AFIX 0 C53 1 0.103583 0.679569 0.275036 11.00000 0.04531 0.04626 = 0.03753 0.01010 0.02949 0.02750 AFIX 137 H53A 2 0.084941 0.717080 0.222751 11.00000 -1.50000 H53B 2 0.124979 0.704685 0.339865 11.00000 -1.50000 H53C 2 0.080515 0.646511 0.285898 11.00000 -1.50000 AFIX 0 H6 2 0.675657 0.164793 0.618353 11.00000 0.02112 H12 2 0.493443 0.560927 0.487957 11.00000 0.06364 H8 2 0.512309 0.310523 0.473274 11.00000 0.05455 H4 2 0.505629 0.809683 0.501828 11.00000 0.02926 H16 2 0.497120 0.053001 0.524527 11.00000 0.03277 H14 2 0.329581 -0.065815 0.393029 11.00000 0.02174 H2 2 0.679107 0.655133 0.586586 11.00000 0.02528 HKLF 4 REM mo_IG0215_0m_a.res in Cc REM wR2 = 0.1038, GooF = S = 1.010, Restrained GooF = 1.010 for all data REM R1 = 0.0447 for 14379 Fo > 4sig(Fo) and 0.0610 for all 17263 data REM 1009 parameters refined using 2 restraints END WGHT 0.0538 2.7177 REM Highest difference peak 0.336, deepest hole -0.281, 1-sigma level 0.047 Q1 1 0.7152 0.2134 0.7912 11.00000 0.05 0.34 Q2 1 0.2888 -0.0307 0.2061 11.00000 0.05 0.31 Q3 1 0.3943 -0.1416 0.1511 11.00000 0.05 0.30 Q4 1 0.3897 0.3492 0.1463 11.00000 0.05 0.30 Q5 1 0.6110 0.5935 0.8276 11.00000 0.05 0.29 Q6 1 0.1817 0.0802 0.2718 11.00000 0.05 0.29 Q7 1 0.8300 0.8024 0.7192 11.00000 0.05 0.28 Q8 1 0.7227 0.6926 0.7716 11.00000 0.05 0.28 ; _shelx_res_checksum 39061 _olex2_exptl_crystal_mounting_method 'frozen on cryoloop' _olex2_submission_original_sample_id IG0215 _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_mo_ig0247_0m_a _database_code_depnum_ccdc_archive 'CCDC 2105656' _audit_update_record ; 2021-08-26 deposited with the CCDC. 2024-02-16 downloaded from the CCDC. ; _audit_creation_date 2021-08-26 _audit_creation_method ; Olex2 1.3 (compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272) ; _shelx_SHELXL_version_number 2018/3 loop_ _audit_author_email isabelle.gerz@kjemi.uio.no ingalsc@kjemi.uio.no _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety '2(Cl), C17 H16 N4 O4, 3(H2 O)' _chemical_formula_sum 'C17 H22 Cl2 N4 O7' _chemical_formula_weight 465.28 _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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 9.4125(5) _cell_length_b 9.5825(5) _cell_length_c 12.6203(7) _cell_angle_alpha 111.8100(10) _cell_angle_beta 94.7840(10) _cell_angle_gamma 97.0590(10) _cell_volume 1038.46(10) _cell_formula_units_Z 2 _cell_measurement_reflns_used 9892 _cell_measurement_temperature 100.0 _cell_measurement_theta_max 28.29 _cell_measurement_theta_min 2.31 _shelx_estimated_absorpt_T_max 0.941 _shelx_estimated_absorpt_T_min 0.869 _exptl_absorpt_coefficient_mu 0.360 _exptl_absorpt_correction_T_max 0.7457 _exptl_absorpt_correction_T_min 0.6944 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1059 before and 0.0429 after correction. The Ratio of minimum to maximum transmission is 0.9312. The \l/2 correction factor is Not present. ; _exptl_absorpt_special_details ? _exptl_crystal_colour 'clear yellow' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.488 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description block _exptl_crystal_F_000 484 _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.17 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0290 _diffrn_reflns_av_unetI/netI 0.0181 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 34513 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.997 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.339 _diffrn_reflns_theta_min 2.202 _diffrn_ambient_temperature 100.0 _diffrn_detector 'Bruker Photon 100 area detector' _diffrn_detector_area_resol_mean 10.42 _diffrn_detector_type 'CMOS area detector' _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device 'three-circle diffractometer' _diffrn_measurement_device_type 'Bruker D8 Venture' _diffrn_measurement_method '\w and \f shutterless scans' _diffrn_radiation_monochromator 'mirror optics' _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'microfocus sealed X-ray tube' _diffrn_source_current 1.0 _diffrn_source_power 0.05 _diffrn_source_type 'Incoatec I\ms' _diffrn_source_voltage 50.0 _diffrn_standards_number 0 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 4594 _reflns_number_total 5156 _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 'SAINT V8.40A (Bruker, 2019)' _computing_data_collection ? _computing_data_reduction 'SAINT V8.40A (Bruker, 2019)' _computing_molecular_graphics 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _refine_diff_density_max 0.431 _refine_diff_density_min -0.285 _refine_diff_density_rms 0.058 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 298 _refine_ls_number_reflns 5156 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0382 _refine_ls_R_factor_gt 0.0326 _refine_ls_restrained_S_all 1.060 _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^)+(0.0460P)^2^+0.5320P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0850 _refine_ls_wR_factor_ref 0.0885 _refine_special_details ? _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups, All N(H) groups At 1.5 times of: All O(H) groups, All O(H,H) groups 2.a Free rotating group: O7(H7A,H7B), O6(H6A,H6B), O5(H5A,H5B) 2.b Secondary CH2 refined with riding coordinates: C14(H14A,H14B) 2.c Aromatic/amide H refined with riding coordinates: N3(H3), N4(H4A), C5(H5), C4(H4B), C2(H2A), C9(H9), C8(H8), C11(H11) 2.d Idealised tetrahedral OH refined as rotating group: O1(H1), O4(H4) ; _atom_sites_solution_hydrogens mixed _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 Cl1 Cl 0.73035(3) -0.31882(3) 0.47493(3) 0.01774(8) Uani 1 1 d . . . . . Cl2 Cl 1.00419(3) 1.57043(4) 0.77652(3) 0.01969(9) Uani 1 1 d . . . . . O1 O 0.25856(10) 1.10238(11) 0.92077(9) 0.0190(2) Uani 1 1 d . . . . . H1 H 0.241096 1.189650 0.958836 0.028 Uiso 1 1 calc R U . . . O4 O 0.63837(12) -0.01148(11) 0.59169(9) 0.0226(2) Uani 1 1 d . . . . . H4 H 0.666898 -0.094442 0.557892 0.034 Uiso 1 1 calc R U . . . O2 O 0.47745(11) 1.23277(11) 0.93609(9) 0.0208(2) Uani 1 1 d . . . . . O7 O 1.04955(11) 0.69549(11) 0.58257(9) 0.0215(2) Uani 1 1 d G . . . . H7A H 1.039358 0.645231 0.627147 0.032 Uiso 1 1 d G U . . . H7B H 0.968132 0.667400 0.536445 0.032 Uiso 1 1 d G U . . . O6 O 0.24321(12) 1.61819(13) 0.98556(10) 0.0264(2) Uani 1 1 d G . . . . H6A H 0.329991 1.666018 0.991157 0.040 Uiso 1 1 d G U . . . H6B H 0.198084 1.617036 0.922153 0.040 Uiso 1 1 d G U . . . O5 O 0.19142(13) 1.36296(12) 1.02712(11) 0.0310(3) Uani 1 1 d G . . . . H5A H 0.210156 1.442091 1.009300 0.047 Uiso 1 1 d G U . . . H5B H 0.129637 1.387229 1.075864 0.047 Uiso 1 1 d G U . . . N1 N 0.64715(12) 0.49038(12) 0.61532(10) 0.0153(2) Uani 1 1 d . . . . . N2 N 0.78339(12) 0.81269(12) 0.78696(10) 0.0158(2) Uani 1 1 d . . . . . O3 O 0.74721(16) 0.05806(13) 0.46423(13) 0.0455(4) Uani 1 1 d . . . . . N3 N 1.01627(12) 0.99763(13) 0.69555(10) 0.0179(2) Uani 1 1 d . . . . . H3 H 1.038492 0.906280 0.661730 0.021 Uiso 1 1 calc R U . . . N4 N 0.99784(13) 1.23219(13) 0.73552(11) 0.0222(3) Uani 1 1 d . . . . . H4A H 1.005684 1.323165 0.732688 0.027 Uiso 1 1 calc R U . . . C1 C 0.63863(13) 0.81832(14) 0.79376(11) 0.0135(2) Uani 1 1 d . . . . . C3 C 0.44221(14) 0.96057(14) 0.85138(11) 0.0137(2) Uani 1 1 d . . . . . C5 C 0.39030(14) 0.68869(15) 0.76471(11) 0.0161(2) Uani 1 1 d . . . . . H5 H 0.322792 0.596535 0.738108 0.019 Uiso 1 1 calc R U . . . C12 C 0.39595(14) 1.11175(14) 0.90689(11) 0.0144(2) Uani 1 1 d . . . . . C4 C 0.34222(14) 0.82676(15) 0.81260(11) 0.0159(2) Uani 1 1 d . . . . . H4B H 0.242663 0.829882 0.818801 0.019 Uiso 1 1 calc R U . . . C7 C 0.57747(13) 0.52969(14) 0.70893(11) 0.0139(2) Uani 1 1 d . . . . . C2 C 0.58804(13) 0.95713(14) 0.84112(11) 0.0137(2) Uani 1 1 d . . . . . H2A H 0.654167 1.050137 0.866576 0.016 Uiso 1 1 calc R U . . . C15 C 0.94011(14) 1.04182(15) 0.78872(11) 0.0164(3) Uani 1 1 d . . . . . C9 C 0.57546(15) 0.27676(15) 0.70414(12) 0.0177(3) Uani 1 1 d . . . . . H9 H 0.550318 0.202180 0.735196 0.021 Uiso 1 1 calc R U . . . C10 C 0.64500(14) 0.24076(14) 0.60719(12) 0.0164(3) Uani 1 1 d . . . . . C6 C 0.53605(14) 0.68269(14) 0.75490(11) 0.0136(2) Uani 1 1 d . . . . . C8 C 0.54268(15) 0.42208(15) 0.75566(11) 0.0174(3) Uani 1 1 d . . . . . H8 H 0.496449 0.447794 0.822882 0.021 Uiso 1 1 calc R U . . . C11 C 0.68171(14) 0.35130(15) 0.56388(12) 0.0171(3) Uani 1 1 d . . . . . H11 H 0.730967 0.329020 0.498301 0.021 Uiso 1 1 calc R U . . . C14 C 0.89617(14) 0.94193(15) 0.85132(12) 0.0171(3) Uani 1 1 d . . . . . H14A H 0.982383 0.903413 0.872877 0.020 Uiso 1 1 calc R U . . . H14B H 0.862472 1.004559 0.923543 0.020 Uiso 1 1 calc R U . . . C16 C 0.92923(15) 1.18939(16) 0.81324(12) 0.0197(3) Uani 1 1 d . . . . . C17 C 1.05039(16) 1.11512(16) 0.66543(13) 0.0225(3) Uani 1 1 d . . . . . C13 C 0.68337(15) 0.08638(15) 0.54598(13) 0.0201(3) Uani 1 1 d . . . . . H16 H 0.886(2) 1.260(2) 0.8751(16) 0.026(5) Uiso 1 1 d . . . . . H17 H 1.106(2) 1.119(2) 0.6069(17) 0.032(5) Uiso 1 1 d . . . . . H2 H 0.810(2) 0.725(2) 0.7725(16) 0.028(5) Uiso 1 1 d . . . . . H1A H 0.671(2) 0.564(2) 0.5828(17) 0.034(5) Uiso 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cl1 0.02278(16) 0.01168(14) 0.01986(15) 0.00672(11) 0.00361(12) 0.00444(11) Cl2 0.01971(16) 0.01501(15) 0.02889(17) 0.01139(13) 0.00838(12) 0.00673(12) O1 0.0151(4) 0.0136(4) 0.0264(5) 0.0039(4) 0.0062(4) 0.0059(3) O4 0.0337(6) 0.0107(4) 0.0266(5) 0.0081(4) 0.0087(4) 0.0091(4) O2 0.0199(5) 0.0118(4) 0.0306(5) 0.0067(4) 0.0073(4) 0.0040(4) O7 0.0222(5) 0.0173(5) 0.0275(5) 0.0105(4) 0.0069(4) 0.0039(4) O6 0.0248(5) 0.0274(6) 0.0293(6) 0.0144(5) 0.0048(4) 0.0001(4) O5 0.0409(7) 0.0183(5) 0.0400(6) 0.0119(5) 0.0240(5) 0.0126(5) N1 0.0161(5) 0.0106(5) 0.0205(5) 0.0064(4) 0.0055(4) 0.0033(4) N2 0.0134(5) 0.0096(5) 0.0245(6) 0.0056(4) 0.0048(4) 0.0039(4) O3 0.0655(9) 0.0188(6) 0.0672(9) 0.0207(6) 0.0500(8) 0.0210(6) N3 0.0189(5) 0.0121(5) 0.0234(6) 0.0059(4) 0.0066(4) 0.0054(4) N4 0.0242(6) 0.0126(5) 0.0321(7) 0.0098(5) 0.0084(5) 0.0051(4) C1 0.0141(6) 0.0128(6) 0.0153(6) 0.0065(5) 0.0042(4) 0.0038(4) C3 0.0163(6) 0.0120(6) 0.0144(6) 0.0056(5) 0.0036(4) 0.0051(5) C5 0.0161(6) 0.0123(6) 0.0187(6) 0.0045(5) 0.0038(5) 0.0016(5) C12 0.0158(6) 0.0138(6) 0.0155(6) 0.0065(5) 0.0037(5) 0.0055(5) C4 0.0137(6) 0.0147(6) 0.0192(6) 0.0054(5) 0.0044(5) 0.0035(5) C7 0.0128(5) 0.0105(5) 0.0172(6) 0.0039(5) 0.0014(4) 0.0025(4) C2 0.0150(6) 0.0102(5) 0.0165(6) 0.0057(4) 0.0028(4) 0.0026(4) C15 0.0127(6) 0.0143(6) 0.0211(6) 0.0052(5) 0.0031(5) 0.0029(5) C9 0.0204(6) 0.0134(6) 0.0218(6) 0.0093(5) 0.0038(5) 0.0036(5) C10 0.0153(6) 0.0105(6) 0.0234(6) 0.0060(5) 0.0031(5) 0.0033(5) C6 0.0166(6) 0.0095(5) 0.0150(6) 0.0044(4) 0.0031(4) 0.0037(4) C8 0.0205(6) 0.0149(6) 0.0185(6) 0.0071(5) 0.0056(5) 0.0051(5) C11 0.0169(6) 0.0126(6) 0.0225(6) 0.0056(5) 0.0078(5) 0.0048(5) C14 0.0153(6) 0.0144(6) 0.0211(6) 0.0061(5) 0.0028(5) 0.0032(5) C16 0.0176(6) 0.0150(6) 0.0255(7) 0.0057(5) 0.0046(5) 0.0046(5) C17 0.0231(7) 0.0181(7) 0.0294(7) 0.0111(6) 0.0089(6) 0.0055(5) C13 0.0194(6) 0.0119(6) 0.0304(7) 0.0081(5) 0.0077(5) 0.0046(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 H1 0.8400 . ? O1 C12 1.3161(15) . ? O4 H4 0.8400 . ? O4 C13 1.3178(17) . ? O2 C12 1.2188(16) . ? O7 H7A 0.8698 . ? O7 H7B 0.8701 . ? O6 H6A 0.8698 . ? O6 H6B 0.8697 . ? O5 H5A 0.8701 . ? O5 H5B 0.8702 . ? N1 C7 1.3517(17) . ? N1 C11 1.3425(16) . ? N1 H1A 0.95(2) . ? N2 C1 1.3788(16) . ? N2 C14 1.4512(17) . ? N2 H2 0.87(2) . ? O3 C13 1.1978(19) . ? N3 H3 0.8800 . ? N3 C15 1.3860(17) . ? N3 C17 1.3284(18) . ? N4 H4A 0.8800 . ? N4 C16 1.3737(19) . ? N4 C17 1.3257(18) . ? C1 C2 1.4020(17) . ? C1 C6 1.4145(17) . ? C3 C12 1.4936(17) . ? C3 C4 1.3892(18) . ? C3 C2 1.3927(17) . ? C5 H5 0.9500 . ? C5 C4 1.3854(17) . ? C5 C6 1.3939(18) . ? C4 H4B 0.9500 . ? C7 C6 1.4779(17) . ? C7 C8 1.3855(18) . ? C2 H2A 0.9500 . ? C15 C14 1.4935(19) . ? C15 C16 1.3496(19) . ? C9 H9 0.9500 . ? C9 C10 1.3855(19) . ? C9 C8 1.3868(18) . ? C10 C11 1.3827(19) . ? C10 C13 1.4982(18) . ? C8 H8 0.9500 . ? C11 H11 0.9500 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C16 H16 0.980(19) . ? C17 H17 0.95(2) . ? 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 C12 O1 H1 109.5 . . ? C13 O4 H4 109.5 . . ? H7A O7 H7B 104.5 . . ? H6A O6 H6B 104.5 . . ? H5A O5 H5B 104.5 . . ? C7 N1 H1A 118.5(12) . . ? C11 N1 C7 123.31(11) . . ? C11 N1 H1A 118.1(12) . . ? C1 N2 C14 122.69(11) . . ? C1 N2 H2 116.9(13) . . ? C14 N2 H2 114.1(13) . . ? C15 N3 H3 125.4 . . ? C17 N3 H3 125.4 . . ? C17 N3 C15 109.15(11) . . ? C16 N4 H4A 125.3 . . ? C17 N4 H4A 125.3 . . ? C17 N4 C16 109.40(12) . . ? N2 C1 C2 121.66(11) . . ? N2 C1 C6 120.66(11) . . ? C2 C1 C6 117.66(11) . . ? C4 C3 C12 120.64(11) . . ? C4 C3 C2 120.97(11) . . ? C2 C3 C12 118.39(11) . . ? C4 C5 H5 119.4 . . ? C4 C5 C6 121.12(12) . . ? C6 C5 H5 119.4 . . ? O1 C12 C3 113.76(11) . . ? O2 C12 O1 122.99(12) . . ? O2 C12 C3 123.24(12) . . ? C3 C4 H4B 120.6 . . ? C5 C4 C3 118.80(12) . . ? C5 C4 H4B 120.6 . . ? N1 C7 C6 119.22(11) . . ? N1 C7 C8 118.36(11) . . ? C8 C7 C6 122.37(11) . . ? C1 C2 H2A 119.5 . . ? C3 C2 C1 120.92(11) . . ? C3 C2 H2A 119.5 . . ? N3 C15 C14 123.38(11) . . ? C16 C15 N3 106.40(12) . . ? C16 C15 C14 129.95(13) . . ? C10 C9 H9 120.1 . . ? C10 C9 C8 119.75(12) . . ? C8 C9 H9 120.1 . . ? C9 C10 C13 123.11(12) . . ? C11 C10 C9 119.23(12) . . ? C11 C10 C13 117.66(12) . . ? C1 C6 C7 122.52(11) . . ? C5 C6 C1 120.51(11) . . ? C5 C6 C7 116.88(11) . . ? C7 C8 C9 119.89(12) . . ? C7 C8 H8 120.1 . . ? C9 C8 H8 120.1 . . ? N1 C11 C10 119.42(12) . . ? N1 C11 H11 120.3 . . ? C10 C11 H11 120.3 . . ? N2 C14 C15 114.87(11) . . ? N2 C14 H14A 108.5 . . ? N2 C14 H14B 108.5 . . ? C15 C14 H14A 108.5 . . ? C15 C14 H14B 108.5 . . ? H14A C14 H14B 107.5 . . ? N4 C16 H16 122.8(11) . . ? C15 C16 N4 107.14(12) . . ? C15 C16 H16 130.0(11) . . ? N3 C17 H17 127.5(12) . . ? N4 C17 N3 107.90(13) . . ? N4 C17 H17 124.6(12) . . ? O4 C13 C10 112.53(12) . . ? O3 C13 O4 125.06(13) . . ? O3 C13 C10 122.40(13) . . ? 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 C7 C6 C1 -59.54(17) . . . . ? N1 C7 C6 C5 123.96(13) . . . . ? N1 C7 C8 C9 -1.99(19) . . . . ? N2 C1 C2 C3 -177.51(12) . . . . ? N2 C1 C6 C5 178.29(12) . . . . ? N2 C1 C6 C7 1.91(19) . . . . ? N3 C15 C14 N2 -70.31(16) . . . . ? N3 C15 C16 N4 0.10(15) . . . . ? C1 N2 C14 C15 -92.25(15) . . . . ? C12 C3 C4 C5 -178.11(12) . . . . ? C12 C3 C2 C1 177.58(11) . . . . ? C4 C3 C12 O1 4.16(17) . . . . ? C4 C3 C12 O2 -175.45(13) . . . . ? C4 C3 C2 C1 -1.48(19) . . . . ? C4 C5 C6 C1 -0.1(2) . . . . ? C4 C5 C6 C7 176.50(12) . . . . ? C7 N1 C11 C10 0.1(2) . . . . ? C2 C1 C6 C5 -0.45(18) . . . . ? C2 C1 C6 C7 -176.82(11) . . . . ? C2 C3 C12 O1 -174.90(11) . . . . ? C2 C3 C12 O2 5.50(19) . . . . ? C2 C3 C4 C5 0.92(19) . . . . ? C15 N3 C17 N4 -0.43(16) . . . . ? C9 C10 C11 N1 -1.1(2) . . . . ? C9 C10 C13 O4 2.65(19) . . . . ? C9 C10 C13 O3 -177.79(16) . . . . ? C10 C9 C8 C7 1.0(2) . . . . ? C6 C1 C2 C3 1.21(18) . . . . ? C6 C5 C4 C3 -0.2(2) . . . . ? C6 C7 C8 C9 175.52(12) . . . . ? C8 C7 C6 C1 122.97(14) . . . . ? C8 C7 C6 C5 -53.53(17) . . . . ? C8 C9 C10 C11 0.5(2) . . . . ? C8 C9 C10 C13 -179.59(13) . . . . ? C11 N1 C7 C6 -176.17(12) . . . . ? C11 N1 C7 C8 1.42(19) . . . . ? C11 C10 C13 O4 -177.47(12) . . . . ? C11 C10 C13 O3 2.1(2) . . . . ? C14 N2 C1 C2 15.26(19) . . . . ? C14 N2 C1 C6 -163.42(12) . . . . ? C14 C15 C16 N4 174.23(13) . . . . ? C16 N4 C17 N3 0.50(17) . . . . ? C16 C15 C14 N2 116.44(16) . . . . ? C17 N3 C15 C14 -174.41(13) . . . . ? C17 N3 C15 C16 0.20(16) . . . . ? C17 N4 C16 C15 -0.37(17) . . . . ? C13 C10 C11 N1 178.98(12) . . . . ? _shelx_res_file ; TITL mo_IG0247_0m_a.res in P-1 mo_ig0247_0m_a.res created by SHELXL-2018/3 at 12:51:29 on 26-Aug-2021 REM Old TITL mo_IG0247_0m in P-1 REM SHELXT solution in P-1 REM R1 0.107, Rweak 0.005, Alpha 0.035, Orientation as input REM Formula found by SHELXT: C18 Cl2 N2 O8 CELL 0.71073 9.4125 9.5825 12.6203 111.81 94.784 97.059 ZERR 2 0.0005 0.0005 0.0007 0.001 0.001 0.001 LATT 1 SFAC C H Cl N O UNIT 34 44 4 8 14 L.S. 20 PLAN 5 SIZE 0.17 0.25 0.4 TEMP -173.15 CONF BOND $H LIST 6 MORE -1 fmap 2 acta OMIT 0 4 0 OMIT 1 -5 5 OMIT -3 -1 3 OMIT 1 -4 2 OMIT 2 -3 2 REM REM REM WGHT 0.046000 0.532000 FVAR 0.92363 CL1 3 0.730352 -0.318817 0.474934 11.00000 0.02278 0.01168 = 0.01986 0.00672 0.00361 0.00444 CL2 3 1.004195 1.570435 0.776523 11.00000 0.01971 0.01501 = 0.02889 0.01139 0.00838 0.00673 O1 5 0.258561 1.102377 0.920775 11.00000 0.01509 0.01358 = 0.02645 0.00389 0.00617 0.00595 AFIX 147 H1 2 0.241096 1.189650 0.958836 11.00000 -1.50000 AFIX 0 O4 5 0.638372 -0.011484 0.591693 11.00000 0.03372 0.01071 = 0.02657 0.00815 0.00869 0.00908 AFIX 147 H4 2 0.666898 -0.094442 0.557892 11.00000 -1.50000 AFIX 0 O2 5 0.477447 1.232768 0.936086 11.00000 0.01987 0.01180 = 0.03060 0.00670 0.00729 0.00402 AFIX 6 O7 5 1.049553 0.695494 0.582575 11.00000 0.02224 0.01730 = 0.02752 0.01052 0.00686 0.00387 H7A 2 1.039358 0.645231 0.627147 11.00000 -1.50000 H7B 2 0.968132 0.667400 0.536445 11.00000 -1.50000 AFIX 6 O6 5 0.243208 1.618188 0.985559 11.00000 0.02475 0.02738 = 0.02929 0.01445 0.00480 0.00007 H6A 2 0.329991 1.666018 0.991157 11.00000 -1.50000 H6B 2 0.198084 1.617036 0.922153 11.00000 -1.50000 AFIX 6 O5 5 0.191419 1.362961 1.027118 11.00000 0.04086 0.01831 = 0.03999 0.01188 0.02405 0.01262 H5A 2 0.210156 1.442091 1.009300 11.00000 -1.50000 H5B 2 0.129637 1.387229 1.075864 11.00000 -1.50000 AFIX 0 N1 4 0.647150 0.490379 0.615315 11.00000 0.01608 0.01057 = 0.02046 0.00644 0.00548 0.00327 N2 4 0.783390 0.812692 0.786963 11.00000 0.01337 0.00962 = 0.02446 0.00564 0.00479 0.00385 O3 5 0.747213 0.058062 0.464227 11.00000 0.06548 0.01877 = 0.06723 0.02068 0.05000 0.02098 N3 4 1.016273 0.997627 0.695549 11.00000 0.01889 0.01210 = 0.02337 0.00592 0.00658 0.00544 AFIX 43 H3 2 1.038492 0.906280 0.661730 11.00000 -1.20000 AFIX 0 N4 4 0.997837 1.232194 0.735518 11.00000 0.02419 0.01261 = 0.03211 0.00983 0.00836 0.00513 AFIX 43 H4A 2 1.005684 1.323165 0.732688 11.00000 -1.20000 AFIX 0 C1 1 0.638625 0.818319 0.793756 11.00000 0.01413 0.01280 = 0.01525 0.00646 0.00419 0.00376 C3 1 0.442214 0.960575 0.851384 11.00000 0.01625 0.01204 = 0.01441 0.00562 0.00364 0.00508 C5 1 0.390299 0.688692 0.764711 11.00000 0.01612 0.01226 = 0.01868 0.00448 0.00383 0.00158 AFIX 43 H5 2 0.322792 0.596535 0.738108 11.00000 -1.20000 AFIX 0 C12 1 0.395952 1.111755 0.906886 11.00000 0.01584 0.01381 = 0.01551 0.00654 0.00371 0.00546 C4 1 0.342219 0.826765 0.812599 11.00000 0.01366 0.01467 = 0.01921 0.00545 0.00438 0.00355 AFIX 43 H4B 2 0.242663 0.829882 0.818801 11.00000 -1.20000 AFIX 0 C7 1 0.577473 0.529693 0.708927 11.00000 0.01283 0.01050 = 0.01721 0.00387 0.00139 0.00245 C2 1 0.588041 0.957128 0.841123 11.00000 0.01500 0.01024 = 0.01649 0.00568 0.00277 0.00259 AFIX 43 H2A 2 0.654167 1.050137 0.866576 11.00000 -1.20000 AFIX 0 C15 1 0.940112 1.041823 0.788721 11.00000 0.01274 0.01429 = 0.02105 0.00519 0.00313 0.00294 C9 1 0.575455 0.276763 0.704135 11.00000 0.02045 0.01340 = 0.02181 0.00931 0.00376 0.00356 AFIX 43 H9 2 0.550318 0.202180 0.735196 11.00000 -1.20000 AFIX 0 C10 1 0.644996 0.240761 0.607195 11.00000 0.01531 0.01050 = 0.02342 0.00603 0.00310 0.00330 C6 1 0.536045 0.682690 0.754899 11.00000 0.01656 0.00947 = 0.01499 0.00438 0.00315 0.00374 C8 1 0.542682 0.422080 0.755655 11.00000 0.02050 0.01489 = 0.01847 0.00711 0.00559 0.00514 AFIX 43 H8 2 0.496449 0.447794 0.822882 11.00000 -1.20000 AFIX 0 C11 1 0.681714 0.351298 0.563881 11.00000 0.01687 0.01257 = 0.02250 0.00561 0.00777 0.00481 AFIX 43 H11 2 0.730967 0.329020 0.498301 11.00000 -1.20000 AFIX 0 C14 1 0.896175 0.941933 0.851321 11.00000 0.01531 0.01435 = 0.02114 0.00607 0.00280 0.00322 AFIX 23 H14A 2 0.982383 0.903413 0.872877 11.00000 -1.20000 H14B 2 0.862472 1.004559 0.923543 11.00000 -1.20000 AFIX 0 C16 1 0.929232 1.189385 0.813243 11.00000 0.01758 0.01503 = 0.02546 0.00574 0.00465 0.00460 C17 1 1.050387 1.115120 0.665432 11.00000 0.02315 0.01808 = 0.02942 0.01106 0.00893 0.00552 C13 1 0.683371 0.086378 0.545985 11.00000 0.01939 0.01189 = 0.03044 0.00813 0.00770 0.00461 H16 2 0.886245 1.260112 0.875117 11.00000 0.02649 H17 2 1.105876 1.118911 0.606874 11.00000 0.03158 H2 2 0.810300 0.724803 0.772481 11.00000 0.02811 H1A 2 0.670549 0.563653 0.582810 11.00000 0.03374 HKLF 4 REM mo_IG0247_0m_a.res in P-1 REM wR2 = 0.0885, GooF = S = 1.060, Restrained GooF = 1.060 for all data REM R1 = 0.0326 for 4594 Fo > 4sig(Fo) and 0.0382 for all 5156 data REM 298 parameters refined using 0 restraints END WGHT 0.0460 0.5319 REM Highest difference peak 0.431, deepest hole -0.285, 1-sigma level 0.058 Q1 1 1.0538 1.6027 0.8443 11.00000 0.05 0.43 Q2 1 0.7904 0.0893 0.5259 11.00000 0.05 0.42 Q3 1 0.7712 -0.2937 0.4224 11.00000 0.05 0.37 Q4 1 0.4000 0.8936 0.8423 11.00000 0.05 0.36 Q5 1 0.8035 -0.2729 0.5309 11.00000 0.05 0.35 ; _shelx_res_checksum 84306 _olex2_date_sample_data_collection 2021-08-25 _olex2_date_sample_submission 2021-08-16 _olex2_exptl_crystal_mounting_method 'Frozen on a Mitegen cryoloop using Paretone oil.' _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_mo_rc108_0m_a _database_code_depnum_ccdc_archive 'CCDC 2325932' loop_ _audit_author_name _audit_author_address 'Inga Schmidtke' ;University of Oslo Norway ; _audit_update_record ; 2024-02-05 deposited with the CCDC. 2024-02-16 downloaded from the CCDC. ; _audit_creation_date 2024-01-16 _audit_creation_method ; Olex2 1.5 (compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817) ; _shelx_SHELXL_version_number 2018/3 loop_ _audit_author_email r.c.s.pupo@kjemi.uio.no inga.schmidtke@smn.uio.no isabelle.gerz@kjemi.uio.no d.s.wragg@smn.uio.no _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C38 H36 Cu N8 O8' _chemical_formula_sum 'C38 H36 Cu N8 O8' _chemical_formula_weight 796.29 _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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 7.0232(12) _cell_length_b 13.372(2) _cell_length_c 20.612(3) _cell_angle_alpha 95.020(7) _cell_angle_beta 91.808(9) _cell_angle_gamma 100.397(9) _cell_volume 1894.5(5) _cell_formula_units_Z 2 _cell_measurement_reflns_used 2625 _cell_measurement_temperature 100.00 _cell_measurement_theta_max 20.25 _cell_measurement_theta_min 2.64 _shelx_estimated_absorpt_T_max 0.968 _shelx_estimated_absorpt_T_min 0.894 _exptl_absorpt_coefficient_mu 0.639 _exptl_absorpt_correction_T_max 0.7446 _exptl_absorpt_correction_T_min 0.6570 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0909 before and 0.0592 after correction. The Ratio of minimum to maximum transmission is 0.8824. The \l/2 correction factor is Not present. ; _exptl_absorpt_special_details ? _exptl_crystal_colour yellow _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.396 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description needle _exptl_crystal_F_000 826 _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.128 _exptl_crystal_size_min 0.052 _exptl_transmission_factor_max ? _exptl_transmission_factor_min ? _diffrn_reflns_av_R_equivalents 0.0689 _diffrn_reflns_av_unetI/netI 0.0643 _diffrn_reflns_Laue_measured_fraction_full 0.993 _diffrn_reflns_Laue_measured_fraction_max 0.993 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 17194 _diffrn_reflns_point_group_measured_fraction_full 0.993 _diffrn_reflns_point_group_measured_fraction_max 0.993 _diffrn_reflns_theta_full 21.035 _diffrn_reflns_theta_max 21.035 _diffrn_reflns_theta_min 1.764 _diffrn_ambient_temperature 100.00 _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.993 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measurement_device_type 'Bruker D8 Venture' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source ? _diffrn_source_current 1.0 _diffrn_source_power 0.05 _diffrn_source_voltage 50.0 _diffrn_standards_number 0 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 3176 _reflns_number_total 4059 _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 'SAINT V8.40B (Bruker, 2019)' _computing_data_collection 'Bruker Apex 3, Bruker 2019' _computing_data_reduction 'SAINT V8.40B (Bruker, 2019)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _refine_diff_density_max 0.923 _refine_diff_density_min -0.934 _refine_diff_density_rms 0.121 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.166 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 332 _refine_ls_number_reflns 4059 _refine_ls_number_restraints 36 _refine_ls_R_factor_all 0.1283 _refine_ls_R_factor_gt 0.1064 _refine_ls_restrained_S_all 1.161 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0544P)^2^+27.8398P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2336 _refine_ls_wR_factor_ref 0.2436 _refine_special_details 'The sample scattered very weakly. Similar carbon and oxygen atom environments were constrained to have the same thermal parameteres using EADP, see _olex2_refinement_description section 3. Some carbon atoms were restrained to behave more isotropically using ISOR. The solvent mask removed 59 disordered electrons per unit cell, correspond roughly to the electron count of one BF4- counterion (42) and one acetonitrile solvent molecule (22) per unit cell.' _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups, All N(H) groups At 1.5 times of: All C(H,H,H) groups 2. Uiso/Uaniso restraints and constraints Uanis(C4) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C5) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2 Uanis(C3) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C1) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2 Uanis(C25) = Uanis(C26) = Uanis(C27) = Uanis(C28) = Uanis(C29) = Uanis(C30) = Uanis(C31) = Uanis(C32) = Uanis(C33) = Uanis(C34) = Uanis(C10) = Uanis(C9) = Uanis(C24) = Uanis(C14) = Uanis(C13) = Uanis(C12) = Uanis(C11) = Uanis(C15) = Uanis(C16) = Uanis(C17) = Uanis(C18) = Uanis(C19) Uanis(C35) = Uanis(C22) = Uanis(C37) = Uanis(C20) Uanis(C8) = Uanis(C7) Uanis(O5) = Uanis(O3) = Uanis(O1) = Uanis(O7) 3.a Secondary CH2 refined with riding coordinates: C7(H7A,H7B), C8(H8A,H8B) 3.b Aromatic/amide H refined with riding coordinates: N3(H3), N4(H4), N5(H5), N7(H7), C1(H1), C2(H2), C4(H4A), C5(H5A), C10(H10), C12(H12), C13(H13), C16(H16), C17(H17), C19(H19), C25(H25), C27(H27), C28(H28), C31(H31), C32(H32), C34(H34) 3.c Idealised Me refined as rotating group: C21(H21A,H21B,H21C), C23(H23A,H23B,H23C), C36(H36A,H36B,H36C), C38(H38A,H38B, H38C) ; _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 Cu1 Cu 0.5440(2) 0.65469(11) 0.36587(7) 0.0298(5) Uani 1 1 d . . . . . O1 O 0.7847(10) 0.9401(5) 0.0852(4) 0.0257(10) Uani 1 1 d . . . . . O2 O 0.7096(12) 0.8639(6) -0.0165(3) 0.034(2) Uani 1 1 d . . . . . O3 O 0.6413(10) 0.2297(5) 0.3194(4) 0.0257(10) Uani 1 1 d . . . . . O4 O 0.5967(12) 0.1214(5) 0.2278(4) 0.039(2) Uani 1 1 d . . . . . O5 O 0.0859(10) 0.1084(5) 0.3526(4) 0.0257(10) Uani 1 1 d . . . . . O6 O 0.1296(11) 0.0160(5) 0.2604(4) 0.031(2) Uani 1 1 d . . . . . O7 O 0.2868(10) 0.8335(5) 0.1285(4) 0.0257(10) Uani 1 1 d . . . . . O8 O 0.2073(11) 0.7612(5) 0.0250(3) 0.031(2) Uani 1 1 d . . . . . N1 N 0.5348(12) 0.7713(6) 0.3248(4) 0.020(2) Uani 1 1 d . . . . . N2 N 0.5422(16) 0.5317(7) 0.4010(4) 0.034(3) Uani 1 1 d . . . . . N3 N 0.4242(14) 0.8957(7) 0.2838(4) 0.026(2) Uani 1 1 d . . . . . H3 H 0.346281 0.937842 0.274898 0.031 Uiso 1 1 calc R U . . . N4 N 0.6319(19) 0.4059(8) 0.4456(5) 0.045(3) Uani 1 1 d . . . . . H4 H 0.707609 0.368418 0.462772 0.054 Uiso 1 1 calc R U . . . N5 N 0.1635(14) 0.4677(7) 0.3108(4) 0.032(3) Uani 1 1 d . . . . . H5 H 0.156004 0.524657 0.293294 0.038 Uiso 1 1 calc R U . . . N6 N 0.2548(13) 0.5631(6) 0.2053(4) 0.026(2) Uani 1 1 d . . . . . N7 N 0.8282(12) 0.6828(6) 0.2345(4) 0.020(2) Uani 1 1 d . . . . . H7 H 0.842817 0.627306 0.252513 0.023 Uiso 1 1 calc R U . . . N8 N 0.6922(12) 0.4847(6) 0.2269(4) 0.017(2) Uani 1 1 d . . . . . C1 C 0.3870(17) 0.8209(8) 0.3229(5) 0.027(3) Uani 1 1 d . U . . . H1 H 0.271980 0.805255 0.345879 0.032 Uiso 1 1 calc R U . . . C2 C 0.6028(18) 0.8960(8) 0.2601(5) 0.024(3) Uani 1 1 d . U . . . H2 H 0.665850 0.941562 0.231323 0.028 Uiso 1 1 calc R U . . . C3 C 0.6741(16) 0.8190(8) 0.2854(5) 0.022(3) Uani 1 1 d . U . . . C4 C 0.690(2) 0.4979(10) 0.4260(5) 0.042(4) Uani 1 1 d . U . . . H4A H 0.820299 0.534044 0.429457 0.050 Uiso 1 1 calc R U . . . C5 C 0.436(3) 0.3785(10) 0.4349(6) 0.045(4) Uani 1 1 d . U . . . H5A H 0.355458 0.317590 0.445248 0.054 Uiso 1 1 calc R U . . . C6 C 0.381(2) 0.4586(9) 0.4058(5) 0.037(3) Uani 1 1 d . U . . . C7 C 0.8585(16) 0.7807(8) 0.2757(5) 0.024(2) Uani 1 1 d . . . . . H7A H 0.950860 0.832093 0.255188 0.029 Uiso 1 1 calc R U . . . H7B H 0.916636 0.771552 0.318713 0.029 Uiso 1 1 calc R U . . . C8 C 0.1828(16) 0.4701(8) 0.3817(5) 0.024(2) Uani 1 1 d . . . . . H8A H 0.085758 0.414297 0.396260 0.029 Uiso 1 1 calc R U . . . H8B H 0.154301 0.535596 0.401462 0.029 Uiso 1 1 calc R U . . . C9 C 0.7783(15) 0.6748(8) 0.1695(5) 0.0198(6) Uani 1 1 d . . . . . C10 C 0.7852(15) 0.7642(8) 0.1380(5) 0.0198(6) Uani 1 1 d . . . . . H10 H 0.823333 0.828472 0.162804 0.024 Uiso 1 1 calc R U . . . C11 C 0.7385(15) 0.7618(8) 0.0726(5) 0.0198(6) Uani 1 1 d . . . . . C12 C 0.6739(14) 0.6677(7) 0.0359(5) 0.0198(6) Uani 1 1 d . . . . . H12 H 0.637024 0.664763 -0.009076 0.024 Uiso 1 1 calc R U . . . C13 C 0.6651(14) 0.5802(8) 0.0665(5) 0.0198(6) Uani 1 1 d . . . . . H13 H 0.623963 0.516481 0.041291 0.024 Uiso 1 1 calc R U . . . C14 C 0.7132(15) 0.5795(8) 0.1324(5) 0.0198(6) Uani 1 1 d . . . . . C15 C 0.6879(15) 0.4794(8) 0.1619(5) 0.0198(6) Uani 1 1 d . . . . . C16 C 0.6688(14) 0.3848(7) 0.1237(5) 0.0198(6) Uani 1 1 d . . . . . H16 H 0.671308 0.382460 0.077574 0.024 Uiso 1 1 calc R U . . . C17 C 0.6470(14) 0.2980(8) 0.1535(5) 0.0198(6) Uani 1 1 d . . . . . H17 H 0.630576 0.233890 0.128126 0.024 Uiso 1 1 calc R U . . . C18 C 0.6485(15) 0.3016(8) 0.2205(5) 0.0198(6) Uani 1 1 d . . . . . C19 C 0.6713(14) 0.3963(7) 0.2551(5) 0.0198(6) Uani 1 1 d . . . . . H19 H 0.672474 0.399508 0.301360 0.024 Uiso 1 1 calc R U . . . C20 C 0.7449(15) 0.8600(8) 0.0410(6) 0.0221(14) Uani 1 1 d . . . . . C21 C 0.7960(19) 1.0427(9) 0.0627(6) 0.042(3) Uani 1 1 d . . . . . H21A H 0.904714 1.056338 0.034153 0.063 Uiso 1 1 calc R U . . . H21B H 0.815633 1.094026 0.100469 0.063 Uiso 1 1 calc R U . . . H21C H 0.675015 1.045946 0.038636 0.063 Uiso 1 1 calc R U . . . C22 C 0.6272(15) 0.2074(9) 0.2547(5) 0.0221(14) Uani 1 1 d . . . . . C23 C 0.6212(18) 0.1443(9) 0.3588(6) 0.036(3) Uani 1 1 d . . . . . H23A H 0.709276 0.098689 0.344195 0.055 Uiso 1 1 calc R U . . . H23B H 0.487352 0.106771 0.354238 0.055 Uiso 1 1 calc R U . . . H23C H 0.653430 0.169537 0.404620 0.055 Uiso 1 1 calc R U . . . C24 C 0.1565(15) 0.3788(8) 0.2705(5) 0.0198(6) Uani 1 1 d . . . . . C25 C 0.1346(14) 0.2850(7) 0.2970(5) 0.0198(6) Uani 1 1 d . . . . . H25 H 0.121590 0.283191 0.342626 0.024 Uiso 1 1 calc R U . . . C26 C 0.1315(15) 0.1949(8) 0.2585(5) 0.0198(6) Uani 1 1 d . . . . . C27 C 0.1453(14) 0.1941(8) 0.1914(5) 0.0198(6) Uani 1 1 d . . . . . H27 H 0.140908 0.131783 0.164946 0.024 Uiso 1 1 calc R U . . . C28 C 0.1652(14) 0.2847(7) 0.1644(5) 0.0198(6) Uani 1 1 d . . . . . H28 H 0.176861 0.284313 0.118633 0.024 Uiso 1 1 calc R U . . . C29 C 0.1694(15) 0.3793(8) 0.2016(5) 0.0198(6) Uani 1 1 d . . . . . C30 C 0.1895(15) 0.4736(8) 0.1689(5) 0.0198(6) Uani 1 1 d . . . . . C31 C 0.1453(14) 0.4743(8) 0.1025(5) 0.0198(6) Uani 1 1 d . . . . . H31 H 0.101539 0.411546 0.076572 0.024 Uiso 1 1 calc R U . . . C32 C 0.1642(14) 0.5648(7) 0.0738(5) 0.0198(6) Uani 1 1 d . . . . . H32 H 0.134527 0.564684 0.028515 0.024 Uiso 1 1 calc R U . . . C33 C 0.2274(15) 0.6559(8) 0.1123(5) 0.0198(6) Uani 1 1 d . . . . . C34 C 0.2676(15) 0.6501(8) 0.1776(5) 0.0198(6) Uani 1 1 d . . . . . H34 H 0.307043 0.712247 0.204541 0.024 Uiso 1 1 calc R U . . . C35 C 0.1116(15) 0.0972(8) 0.2893(5) 0.0221(14) Uani 1 1 d . . . . . C36 C 0.0652(19) 0.0201(8) 0.3873(6) 0.040(3) Uani 1 1 d . . . . . H36A H -0.050582 -0.028603 0.370136 0.060 Uiso 1 1 calc R U . . . H36B H 0.052102 0.039652 0.433656 0.060 Uiso 1 1 calc R U . . . H36C H 0.179734 -0.011689 0.382044 0.060 Uiso 1 1 calc R U . . . C37 C 0.2375(15) 0.7531(8) 0.0822(6) 0.0221(14) Uani 1 1 d . . . . . C38 C 0.3010(19) 0.9353(9) 0.1080(6) 0.038(3) Uani 1 1 d . . . . . H38A H 0.385954 0.942921 0.071298 0.057 Uiso 1 1 calc R U . . . H38B H 0.354713 0.985775 0.144383 0.057 Uiso 1 1 calc R U . . . H38C H 0.171761 0.946231 0.094577 0.057 Uiso 1 1 calc R U . . . 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 Cu1 0.0294(10) 0.0319(9) 0.0323(9) 0.0157(7) 0.0043(7) 0.0104(7) O1 0.023(2) 0.016(2) 0.039(2) 0.0131(18) 0.0033(19) -0.0014(17) O2 0.054(6) 0.032(5) 0.018(4) 0.018(4) 0.002(4) 0.008(4) O3 0.023(2) 0.016(2) 0.039(2) 0.0131(18) 0.0033(19) -0.0014(17) O4 0.044(6) 0.013(4) 0.056(6) -0.001(4) -0.007(5) -0.005(4) O5 0.023(2) 0.016(2) 0.039(2) 0.0131(18) 0.0033(19) -0.0014(17) O6 0.019(5) 0.012(4) 0.062(6) 0.008(4) 0.005(4) 0.001(3) O7 0.023(2) 0.016(2) 0.039(2) 0.0131(18) 0.0033(19) -0.0014(17) O8 0.039(5) 0.033(5) 0.019(4) 0.011(4) -0.005(4) 0.000(4) N1 0.010(5) 0.027(5) 0.023(5) 0.006(4) 0.002(4) 0.000(5) N2 0.053(8) 0.032(6) 0.024(6) 0.010(5) 0.003(5) 0.019(6) N3 0.029(7) 0.030(6) 0.021(5) -0.001(5) -0.012(5) 0.015(5) N4 0.065(10) 0.039(7) 0.034(7) -0.004(5) -0.010(6) 0.024(6) N5 0.038(7) 0.032(6) 0.035(6) 0.013(5) 0.008(5) 0.025(5) N6 0.025(6) 0.020(5) 0.035(6) 0.009(4) -0.005(5) 0.008(4) N7 0.024(6) 0.014(5) 0.021(5) 0.005(4) -0.008(4) 0.004(4) N8 0.015(5) 0.016(5) 0.021(5) 0.008(4) -0.001(4) 0.002(4) C1 0.025(8) 0.021(6) 0.034(7) 0.005(6) 0.000(6) 0.002(6) C2 0.031(8) 0.011(6) 0.027(7) -0.001(5) -0.004(6) 0.003(5) C3 0.014(7) 0.028(7) 0.025(6) -0.002(5) 0.002(5) 0.007(6) C4 0.065(11) 0.045(9) 0.021(7) 0.000(6) -0.005(7) 0.030(8) C5 0.084(13) 0.036(8) 0.019(7) 0.000(6) 0.005(8) 0.025(8) C6 0.063(10) 0.037(8) 0.022(7) 0.015(6) 0.025(7) 0.031(8) C7 0.028(5) 0.017(4) 0.029(5) 0.010(4) 0.003(4) 0.007(4) C8 0.028(5) 0.017(4) 0.029(5) 0.010(4) 0.003(4) 0.007(4) C9 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C10 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C11 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C12 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C13 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C14 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C15 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C16 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C17 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C18 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C19 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C20 0.004(3) 0.027(3) 0.034(4) 0.005(3) -0.003(3) -0.001(3) C21 0.042(9) 0.038(8) 0.048(8) 0.012(6) -0.006(7) 0.011(7) C22 0.004(3) 0.027(3) 0.034(4) 0.005(3) -0.003(3) -0.001(3) C23 0.035(8) 0.031(7) 0.044(8) 0.006(6) -0.004(6) 0.006(6) C24 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C25 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C26 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C27 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C28 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C29 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C30 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C31 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C32 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C33 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C34 0.0071(13) 0.0201(11) 0.0328(13) 0.0068(10) 0.0015(11) 0.0020(10) C35 0.004(3) 0.027(3) 0.034(4) 0.005(3) -0.003(3) -0.001(3) C36 0.048(9) 0.023(7) 0.049(8) 0.009(6) 0.022(7) 0.002(6) C37 0.004(3) 0.027(3) 0.034(4) 0.005(3) -0.003(3) -0.001(3) C38 0.044(9) 0.035(7) 0.039(8) 0.011(6) -0.003(6) 0.014(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 1.849(8) . ? Cu1 N2 1.852(9) . ? O1 C20 1.328(13) . ? O1 C21 1.476(13) . ? O2 C20 1.210(12) . ? O3 C22 1.338(13) . ? O3 C23 1.447(13) . ? O4 C22 1.211(13) . ? O5 C35 1.320(12) . ? O5 C36 1.422(13) . ? O6 C35 1.221(13) . ? O7 C37 1.361(13) . ? O7 C38 1.448(13) . ? O8 C37 1.209(12) . ? N1 C1 1.329(14) . ? N1 C3 1.393(13) . ? N2 C4 1.315(15) . ? N2 C6 1.366(16) . ? N3 H3 0.8800 . ? N3 C1 1.333(13) . ? N3 C2 1.359(14) . ? N4 H4 0.8800 . ? N4 C4 1.327(16) . ? N4 C5 1.361(18) . ? N5 H5 0.8800 . ? N5 C8 1.459(13) . ? N5 C24 1.383(13) . ? N6 C30 1.352(13) . ? N6 C34 1.330(13) . ? N7 H7 0.8800 . ? N7 C7 1.474(13) . ? N7 C9 1.364(13) . ? N8 C15 1.336(13) . ? N8 C19 1.349(12) . ? C1 H1 0.9500 . ? C2 H2 0.9500 . ? C2 C3 1.358(15) . ? C3 C7 1.489(15) . ? C4 H4A 0.9500 . ? C5 H5A 0.9500 . ? C5 C6 1.380(16) . ? C6 C8 1.504(17) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.403(14) . ? C9 C14 1.419(14) . ? C10 H10 0.9500 . ? C10 C11 1.375(14) . ? C11 C12 1.402(14) . ? C11 C20 1.511(15) . ? C12 H12 0.9500 . ? C12 C13 1.370(14) . ? C13 H13 0.9500 . ? C13 C14 1.391(14) . ? C14 C15 1.501(14) . ? C15 C16 1.412(15) . ? C16 H16 0.9500 . ? C16 C17 1.347(14) . ? C17 H17 0.9500 . ? C17 C18 1.377(14) . ? C18 C19 1.379(14) . ? C18 C22 1.484(15) . ? C19 H19 0.9500 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 C25 1.398(14) . ? C24 C29 1.426(15) . ? C25 H25 0.9500 . ? C25 C26 1.380(14) . ? C26 C27 1.388(14) . ? C26 C35 1.489(15) . ? C27 H27 0.9500 . ? C27 C28 1.364(14) . ? C28 H28 0.9500 . ? C28 C29 1.415(14) . ? C29 C30 1.468(14) . ? C30 C31 1.396(14) . ? C31 H31 0.9500 . ? C31 C32 1.379(14) . ? C32 H32 0.9500 . ? C32 C33 1.387(14) . ? C33 C34 1.378(14) . ? C33 C37 1.480(15) . ? C34 H34 0.9500 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 N2 175.3(4) . . ? C20 O1 C21 118.0(9) . . ? C22 O3 C23 116.8(8) . . ? C35 O5 C36 118.0(9) . . ? C37 O7 C38 117.8(8) . . ? C1 N1 Cu1 126.5(8) . . ? C1 N1 C3 106.8(9) . . ? C3 N1 Cu1 126.6(7) . . ? C4 N2 Cu1 127.8(10) . . ? C4 N2 C6 107.1(10) . . ? C6 N2 Cu1 125.2(8) . . ? C1 N3 H3 125.7 . . ? C1 N3 C2 108.6(9) . . ? C2 N3 H3 125.7 . . ? C4 N4 H4 125.4 . . ? C4 N4 C5 109.3(11) . . ? C5 N4 H4 125.4 . . ? C8 N5 H5 119.0 . . ? C24 N5 H5 119.0 . . ? C24 N5 C8 122.0(8) . . ? C34 N6 C30 119.2(9) . . ? C7 N7 H7 118.6 . . ? C9 N7 H7 118.6 . . ? C9 N7 C7 122.8(8) . . ? C15 N8 C19 117.8(9) . . ? N1 C1 N3 109.9(10) . . ? N1 C1 H1 125.0 . . ? N3 C1 H1 125.0 . . ? N3 C2 H2 126.4 . . ? C3 C2 N3 107.2(10) . . ? C3 C2 H2 126.4 . . ? N1 C3 C7 120.6(9) . . ? C2 C3 N1 107.5(10) . . ? C2 C3 C7 131.8(11) . . ? N2 C4 N4 110.1(13) . . ? N2 C4 H4A 124.9 . . ? N4 C4 H4A 124.9 . . ? N4 C5 H5A 127.6 . . ? N4 C5 C6 104.9(12) . . ? C6 C5 H5A 127.6 . . ? N2 C6 C5 108.6(12) . . ? N2 C6 C8 122.5(10) . . ? C5 C6 C8 128.9(13) . . ? N7 C7 C3 112.0(9) . . ? N7 C7 H7A 109.2 . . ? N7 C7 H7B 109.2 . . ? C3 C7 H7A 109.2 . . ? C3 C7 H7B 109.2 . . ? H7A C7 H7B 107.9 . . ? N5 C8 C6 113.0(9) . . ? N5 C8 H8A 109.0 . . ? N5 C8 H8B 109.0 . . ? C6 C8 H8A 109.0 . . ? C6 C8 H8B 109.0 . . ? H8A C8 H8B 107.8 . . ? N7 C9 C10 119.0(10) . . ? N7 C9 C14 122.8(9) . . ? C10 C9 C14 118.2(10) . . ? C9 C10 H10 118.9 . . ? C11 C10 C9 122.1(10) . . ? C11 C10 H10 118.9 . . ? C10 C11 C12 119.7(9) . . ? C10 C11 C20 120.3(10) . . ? C12 C11 C20 119.8(9) . . ? C11 C12 H12 120.8 . . ? C13 C12 C11 118.4(10) . . ? C13 C12 H12 120.8 . . ? C12 C13 H13 118.2 . . ? C12 C13 C14 123.5(10) . . ? C14 C13 H13 118.2 . . ? C9 C14 C15 122.8(9) . . ? C13 C14 C9 118.0(9) . . ? C13 C14 C15 119.2(9) . . ? N8 C15 C14 116.1(9) . . ? N8 C15 C16 121.3(9) . . ? C16 C15 C14 122.5(10) . . ? C15 C16 H16 120.3 . . ? C17 C16 C15 119.3(10) . . ? C17 C16 H16 120.3 . . ? C16 C17 H17 119.8 . . ? C16 C17 C18 120.3(10) . . ? C18 C17 H17 119.8 . . ? C17 C18 C19 117.7(9) . . ? C17 C18 C22 121.6(10) . . ? C19 C18 C22 120.7(10) . . ? N8 C19 C18 123.5(10) . . ? N8 C19 H19 118.2 . . ? C18 C19 H19 118.2 . . ? O1 C20 C11 110.7(9) . . ? O2 C20 O1 125.1(10) . . ? O2 C20 C11 124.1(10) . . ? O1 C21 H21A 109.5 . . ? O1 C21 H21B 109.5 . . ? O1 C21 H21C 109.5 . . ? H21A C21 H21B 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? O3 C22 C18 111.1(9) . . ? O4 C22 O3 124.2(10) . . ? O4 C22 C18 124.6(10) . . ? O3 C23 H23A 109.5 . . ? O3 C23 H23B 109.5 . . ? O3 C23 H23C 109.5 . . ? H23A C23 H23B 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N5 C24 C25 119.9(10) . . ? N5 C24 C29 121.9(9) . . ? C25 C24 C29 118.2(10) . . ? C24 C25 H25 119.2 . . ? C26 C25 C24 121.6(10) . . ? C26 C25 H25 119.2 . . ? C25 C26 C27 120.9(9) . . ? C25 C26 C35 119.4(10) . . ? C27 C26 C35 119.6(10) . . ? C26 C27 H27 120.8 . . ? C28 C27 C26 118.4(10) . . ? C28 C27 H27 120.8 . . ? C27 C28 H28 118.5 . . ? C27 C28 C29 123.0(10) . . ? C29 C28 H28 118.5 . . ? C24 C29 C30 122.4(9) . . ? C28 C29 C24 117.8(9) . . ? C28 C29 C30 119.8(10) . . ? N6 C30 C29 117.9(9) . . ? N6 C30 C31 119.2(9) . . ? C31 C30 C29 122.9(10) . . ? C30 C31 H31 119.5 . . ? C32 C31 C30 121.0(10) . . ? C32 C31 H31 119.5 . . ? C31 C32 H32 120.6 . . ? C31 C32 C33 118.8(10) . . ? C33 C32 H32 120.6 . . ? C32 C33 C37 118.7(10) . . ? C34 C33 C32 117.3(9) . . ? C34 C33 C37 123.8(10) . . ? N6 C34 C33 124.3(10) . . ? N6 C34 H34 117.9 . . ? C33 C34 H34 117.9 . . ? O5 C35 C26 113.0(9) . . ? O6 C35 O5 123.0(10) . . ? O6 C35 C26 123.8(10) . . ? O5 C36 H36A 109.5 . . ? O5 C36 H36B 109.5 . . ? O5 C36 H36C 109.5 . . ? H36A C36 H36B 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? O7 C37 C33 110.0(9) . . ? O8 C37 O7 124.3(9) . . ? O8 C37 C33 125.7(10) . . ? O7 C38 H38A 109.5 . . ? O7 C38 H38B 109.5 . . ? O7 C38 H38C 109.5 . . ? H38A C38 H38B 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 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 Cu1 N1 C1 N3 -174.1(7) . . . . ? Cu1 N1 C3 C2 174.3(7) . . . . ? Cu1 N1 C3 C7 -3.7(14) . . . . ? Cu1 N2 C4 N4 -179.4(8) . . . . ? Cu1 N2 C6 C5 -179.5(8) . . . . ? Cu1 N2 C6 C8 0.7(15) . . . . ? N1 C3 C7 N7 71.7(12) . . . . ? N2 C6 C8 N5 67.8(14) . . . . ? N3 C2 C3 N1 0.3(12) . . . . ? N3 C2 C3 C7 178.0(11) . . . . ? N4 C5 C6 N2 -1.2(13) . . . . ? N4 C5 C6 C8 178.6(11) . . . . ? N5 C24 C25 C26 -178.5(10) . . . . ? N5 C24 C29 C28 178.6(10) . . . . ? N5 C24 C29 C30 -0.4(16) . . . . ? N6 C30 C31 C32 -1.1(15) . . . . ? N7 C9 C10 C11 179.5(9) . . . . ? N7 C9 C14 C13 179.7(10) . . . . ? N7 C9 C14 C15 1.8(16) . . . . ? N8 C15 C16 C17 2.6(15) . . . . ? C1 N1 C3 C2 -0.8(12) . . . . ? C1 N1 C3 C7 -178.8(10) . . . . ? C1 N3 C2 C3 0.3(12) . . . . ? C2 N3 C1 N1 -0.8(12) . . . . ? C2 C3 C7 N7 -105.7(13) . . . . ? C3 N1 C1 N3 1.0(12) . . . . ? C4 N2 C6 C5 0.2(13) . . . . ? C4 N2 C6 C8 -179.6(10) . . . . ? C4 N4 C5 C6 1.8(13) . . . . ? C5 N4 C4 N2 -1.7(14) . . . . ? C5 C6 C8 N5 -112.0(13) . . . . ? C6 N2 C4 N4 0.9(13) . . . . ? C7 N7 C9 C10 10.2(15) . . . . ? C7 N7 C9 C14 -167.6(10) . . . . ? C8 N5 C24 C25 11.0(15) . . . . ? C8 N5 C24 C29 -169.6(10) . . . . ? C9 N7 C7 C3 69.3(12) . . . . ? C9 C10 C11 C12 2.7(16) . . . . ? C9 C10 C11 C20 179.1(10) . . . . ? C9 C14 C15 N8 13.0(15) . . . . ? C9 C14 C15 C16 -164.4(10) . . . . ? C10 C9 C14 C13 1.8(15) . . . . ? C10 C9 C14 C15 -176.0(10) . . . . ? C10 C11 C12 C13 -2.0(15) . . . . ? C10 C11 C20 O1 -4.7(14) . . . . ? C10 C11 C20 O2 178.5(10) . . . . ? C11 C12 C13 C14 1.4(16) . . . . ? C12 C11 C20 O1 171.6(9) . . . . ? C12 C11 C20 O2 -5.2(16) . . . . ? C12 C13 C14 C9 -1.3(16) . . . . ? C12 C13 C14 C15 176.6(10) . . . . ? C13 C14 C15 N8 -164.8(9) . . . . ? C13 C14 C15 C16 17.8(15) . . . . ? C14 C9 C10 C11 -2.6(16) . . . . ? C14 C15 C16 C17 179.8(10) . . . . ? C15 N8 C19 C18 0.8(15) . . . . ? C15 C16 C17 C18 -1.7(16) . . . . ? C16 C17 C18 C19 0.5(15) . . . . ? C16 C17 C18 C22 -179.3(10) . . . . ? C17 C18 C19 N8 0.0(16) . . . . ? C17 C18 C22 O3 177.3(9) . . . . ? C17 C18 C22 O4 -4.2(17) . . . . ? C19 N8 C15 C14 -179.5(9) . . . . ? C19 N8 C15 C16 -2.1(14) . . . . ? C19 C18 C22 O3 -2.4(14) . . . . ? C19 C18 C22 O4 176.0(10) . . . . ? C20 C11 C12 C13 -178.4(10) . . . . ? C21 O1 C20 O2 -3.0(16) . . . . ? C21 O1 C20 C11 -179.8(9) . . . . ? C22 C18 C19 N8 179.7(9) . . . . ? C23 O3 C22 O4 1.0(15) . . . . ? C23 O3 C22 C18 179.4(9) . . . . ? C24 N5 C8 C6 71.8(13) . . . . ? C24 C25 C26 C27 -1.6(16) . . . . ? C24 C25 C26 C35 178.8(9) . . . . ? C24 C29 C30 N6 19.9(15) . . . . ? C24 C29 C30 C31 -160.4(10) . . . . ? C25 C24 C29 C28 -1.9(15) . . . . ? C25 C24 C29 C30 179.0(10) . . . . ? C25 C26 C27 C28 1.0(15) . . . . ? C25 C26 C35 O5 4.2(14) . . . . ? C25 C26 C35 O6 -171.3(10) . . . . ? C26 C27 C28 C29 -1.0(16) . . . . ? C27 C26 C35 O5 -175.4(9) . . . . ? C27 C26 C35 O6 9.2(16) . . . . ? C27 C28 C29 C24 1.5(15) . . . . ? C27 C28 C29 C30 -179.4(10) . . . . ? C28 C29 C30 N6 -159.1(9) . . . . ? C28 C29 C30 C31 20.6(16) . . . . ? C29 C24 C25 C26 2.0(15) . . . . ? C29 C30 C31 C32 179.3(10) . . . . ? C30 N6 C34 C33 -3.4(16) . . . . ? C30 C31 C32 C33 -0.3(15) . . . . ? C31 C32 C33 C34 -0.1(15) . . . . ? C31 C32 C33 C37 -176.7(10) . . . . ? C32 C33 C34 N6 1.9(16) . . . . ? C32 C33 C37 O7 175.0(9) . . . . ? C32 C33 C37 O8 -5.2(17) . . . . ? C34 N6 C30 C29 -177.5(9) . . . . ? C34 N6 C30 C31 2.8(15) . . . . ? C34 C33 C37 O7 -1.4(14) . . . . ? C34 C33 C37 O8 178.3(10) . . . . ? C35 C26 C27 C28 -179.4(9) . . . . ? C36 O5 C35 O6 -4.4(15) . . . . ? C36 O5 C35 C26 -180.0(9) . . . . ? C37 C33 C34 N6 178.4(10) . . . . ? C38 O7 C37 O8 1.1(15) . . . . ? C38 O7 C37 C33 -179.2(9) . . . . ? _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 -0.856 0.000 0.500 225.2 117.5 ? _smtbx_masks_void_probe_radius 1.2 _smtbx_masks_void_truncation_radius 1.2 _shelx_res_file ; TITL mo_RC108_0m_a.res in P-1 mo_rc108_0m_a.res created by SHELXL-2018/3 at 17:29:42 on 15-Dec-2023 REM Old TITL Integration of RC108 REM SHELXT solution in P-1: R1 0.190, Rweak 0.033, Alpha 0.117 REM 0.000 for 0 systematic absences, Orientation as input REM Formula found by SHELXT: C44 B Cu F N4 O10 CELL 0.71073 7.0232 13.3721 20.6122 95.02 91.808 100.397 ZERR 2 0.0012 0.002 0.003 0.007 0.009 0.009 LATT 1 SFAC C H Cu N O UNIT 76 72 2 16 16 EADP C25 C26 C27 C28 C29 C30 C31 C32 C33 C34 C10 C9 C24 C14 C13 C12 C11 C15 = C16 C17 C18 C19 EADP C35 C22 C37 C20 EADP C8 C7 ISOR C4 C6 C5 ISOR C3 C2 C1 EADP O5 O3 O1 O7 L.S. 50 PLAN 1 SIZE 0.052 0.128 0.18 TEMP -173.15 CONF LIST 4 MORE -1 ABIN BOND $H fmap 2 acta SHEL 9999 0.99 OMIT -2 1 1 OMIT -1 -2 3 OMIT 0 -7 1 OMIT 0 1 0 OMIT 1 -1 7 OMIT 2 1 4 REM REM REM WGHT 0.054400 27.839800 FVAR 0.24087 CU1 3 0.543964 0.654692 0.365868 11.00000 0.02935 0.03195 = 0.03235 0.01566 0.00434 0.01035 O1 5 0.784718 0.940099 0.085222 11.00000 0.02261 0.01561 = 0.03909 0.01313 0.00333 -0.00144 O2 5 0.709571 0.863943 -0.016501 11.00000 0.05390 0.03249 = 0.01788 0.01796 0.00175 0.00768 O3 5 0.641333 0.229677 0.319443 11.00000 0.02261 0.01561 = 0.03909 0.01313 0.00333 -0.00144 O4 5 0.596689 0.121426 0.227846 11.00000 0.04430 0.01271 = 0.05602 -0.00140 -0.00701 -0.00501 O5 5 0.085869 0.108424 0.352561 11.00000 0.02261 0.01561 = 0.03909 0.01313 0.00333 -0.00144 O6 5 0.129612 0.015993 0.260446 11.00000 0.01928 0.01192 = 0.06167 0.00795 0.00529 0.00051 O7 5 0.286811 0.833518 0.128528 11.00000 0.02261 0.01561 = 0.03909 0.01313 0.00333 -0.00144 O8 5 0.207320 0.761183 0.025012 11.00000 0.03899 0.03257 = 0.01853 0.01061 -0.00495 -0.00019 N1 4 0.534790 0.771334 0.324786 11.00000 0.01021 0.02701 = 0.02340 0.00603 0.00210 -0.00041 N2 4 0.542236 0.531724 0.400976 11.00000 0.05283 0.03208 = 0.02395 0.00992 0.00294 0.01946 N3 4 0.424240 0.895702 0.283832 11.00000 0.02917 0.02974 = 0.02088 -0.00078 -0.01150 0.01542 AFIX 43 H3 2 0.346281 0.937842 0.274898 11.00000 -1.20000 AFIX 0 N4 4 0.631888 0.405858 0.445574 11.00000 0.06514 0.03899 = 0.03371 -0.00371 -0.00962 0.02446 AFIX 43 H4 2 0.707609 0.368418 0.462772 11.00000 -1.20000 AFIX 0 N5 4 0.163477 0.467737 0.310847 11.00000 0.03835 0.03179 = 0.03457 0.01303 0.00837 0.02542 AFIX 43 H5 2 0.156004 0.524657 0.293294 11.00000 -1.20000 AFIX 0 N6 4 0.254798 0.563106 0.205314 11.00000 0.02463 0.02005 = 0.03455 0.00903 -0.00457 0.00845 N7 4 0.828154 0.682849 0.234453 11.00000 0.02355 0.01422 = 0.02099 0.00517 -0.00837 0.00376 AFIX 43 H7 2 0.842817 0.627306 0.252513 11.00000 -1.20000 AFIX 0 N8 4 0.692176 0.484732 0.226915 11.00000 0.01450 0.01589 = 0.02136 0.00821 -0.00145 0.00177 C1 1 0.387039 0.820877 0.322854 11.00000 0.02487 0.02075 = 0.03404 0.00527 0.00035 0.00229 AFIX 43 H1 2 0.271980 0.805255 0.345879 11.00000 -1.20000 AFIX 0 C2 1 0.602781 0.896024 0.260144 11.00000 0.03150 0.01100 = 0.02695 -0.00146 -0.00449 0.00259 AFIX 43 H2 2 0.665850 0.941562 0.231323 11.00000 -1.20000 AFIX 0 C3 1 0.674139 0.819042 0.285399 11.00000 0.01422 0.02824 = 0.02481 -0.00238 0.00238 0.00687 C4 1 0.690343 0.497883 0.425957 11.00000 0.06507 0.04539 = 0.02116 0.00027 -0.00536 0.03015 AFIX 43 H4A 2 0.820299 0.534044 0.429457 11.00000 -1.20000 AFIX 0 C5 1 0.436361 0.378489 0.434904 11.00000 0.08439 0.03632 = 0.01916 0.00001 0.00512 0.02487 AFIX 43 H5A 2 0.355458 0.317590 0.445248 11.00000 -1.20000 AFIX 0 C6 1 0.381462 0.458621 0.405766 11.00000 0.06334 0.03712 = 0.02151 0.01536 0.02505 0.03072 C7 1 0.858523 0.780679 0.275742 11.00000 0.02759 0.01728 = 0.02943 0.00994 0.00337 0.00669 AFIX 23 H7A 2 0.950860 0.832093 0.255188 11.00000 -1.20000 H7B 2 0.916636 0.771552 0.318713 11.00000 -1.20000 AFIX 0 C8 1 0.182813 0.470075 0.381669 11.00000 0.02759 0.01728 = 0.02943 0.00994 0.00337 0.00669 AFIX 23 H8A 2 0.085758 0.414297 0.396260 11.00000 -1.20000 H8B 2 0.154301 0.535596 0.401462 11.00000 -1.20000 AFIX 0 C9 1 0.778310 0.674780 0.169471 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 C10 1 0.785183 0.764190 0.138049 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 AFIX 43 H10 2 0.823333 0.828472 0.162804 11.00000 -1.20000 AFIX 0 C11 1 0.738491 0.761782 0.072592 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 C12 1 0.673851 0.667717 0.035896 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 AFIX 43 H12 2 0.637024 0.664763 -0.009076 11.00000 -1.20000 AFIX 0 C13 1 0.665090 0.580168 0.066472 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 AFIX 43 H13 2 0.623963 0.516481 0.041291 11.00000 -1.20000 AFIX 0 C14 1 0.713178 0.579503 0.132413 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 C15 1 0.687883 0.479436 0.161866 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 C16 1 0.668805 0.384826 0.123732 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 AFIX 43 H16 2 0.671308 0.382460 0.077574 11.00000 -1.20000 AFIX 0 C17 1 0.647018 0.297952 0.153484 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 AFIX 43 H17 2 0.630576 0.233890 0.128126 11.00000 -1.20000 AFIX 0 C18 1 0.648472 0.301585 0.220454 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 C19 1 0.671337 0.396330 0.255122 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 AFIX 43 H19 2 0.672474 0.399508 0.301360 11.00000 -1.20000 AFIX 0 C20 1 0.744913 0.859991 0.040952 11.00000 0.00447 0.02651 = 0.03385 0.00503 -0.00309 -0.00126 C21 1 0.795965 1.042726 0.062730 11.00000 0.04152 0.03810 = 0.04830 0.01222 -0.00563 0.01110 AFIX 137 H21A 2 0.904714 1.056338 0.034153 11.00000 -1.50000 H21B 2 0.815633 1.094026 0.100469 11.00000 -1.50000 H21C 2 0.675015 1.045946 0.038636 11.00000 -1.50000 AFIX 0 C22 1 0.627188 0.207382 0.254726 11.00000 0.00447 0.02651 = 0.03385 0.00503 -0.00309 -0.00126 C23 1 0.621226 0.144281 0.358798 11.00000 0.03456 0.03087 = 0.04360 0.00646 -0.00375 0.00559 AFIX 137 H23A 2 0.709276 0.098689 0.344195 11.00000 -1.50000 H23B 2 0.487352 0.106771 0.354238 11.00000 -1.50000 H23C 2 0.653430 0.169537 0.404620 11.00000 -1.50000 AFIX 0 C24 1 0.156530 0.378845 0.270454 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 C25 1 0.134617 0.284996 0.296988 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 AFIX 43 H25 2 0.121590 0.283191 0.342626 11.00000 -1.20000 AFIX 0 C26 1 0.131454 0.194900 0.258473 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 C27 1 0.145259 0.194053 0.191431 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 AFIX 43 H27 2 0.140908 0.131783 0.164946 11.00000 -1.20000 AFIX 0 C28 1 0.165220 0.284698 0.164444 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 AFIX 43 H28 2 0.176861 0.284313 0.118633 11.00000 -1.20000 AFIX 0 C29 1 0.169383 0.379288 0.201559 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 C30 1 0.189526 0.473615 0.168911 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 C31 1 0.145330 0.474350 0.102454 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 AFIX 43 H31 2 0.101539 0.411546 0.076572 11.00000 -1.20000 AFIX 0 C32 1 0.164240 0.564775 0.073806 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 AFIX 43 H32 2 0.134527 0.564684 0.028515 11.00000 -1.20000 AFIX 0 C33 1 0.227427 0.655910 0.112285 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 C34 1 0.267621 0.650097 0.177584 11.00000 0.00714 0.02005 = 0.03280 0.00677 0.00147 0.00203 AFIX 43 H34 2 0.307043 0.712247 0.204541 11.00000 -1.20000 AFIX 0 C35 1 0.111551 0.097182 0.289339 11.00000 0.00447 0.02651 = 0.03385 0.00503 -0.00309 -0.00126 C36 1 0.065172 0.020082 0.387299 11.00000 0.04770 0.02345 = 0.04935 0.00946 0.02222 0.00249 AFIX 137 H36A 2 -0.050582 -0.028603 0.370136 11.00000 -1.50000 H36B 2 0.052102 0.039652 0.433656 11.00000 -1.50000 H36C 2 0.179734 -0.011689 0.382044 11.00000 -1.50000 AFIX 0 C37 1 0.237466 0.753115 0.082225 11.00000 0.00447 0.02651 = 0.03385 0.00503 -0.00309 -0.00126 C38 1 0.300952 0.935337 0.108041 11.00000 0.04412 0.03500 = 0.03858 0.01083 -0.00303 0.01362 AFIX 137 H38A 2 0.385954 0.942921 0.071298 11.00000 -1.50000 H38B 2 0.354713 0.985775 0.144383 11.00000 -1.50000 H38C 2 0.171761 0.946231 0.094577 11.00000 -1.50000 AFIX 0 HKLF 4 REM mo_RC108_0m_a.res in P-1 REM wR2 = 0.2436, GooF = S = 1.166, Restrained GooF = 1.161 for all data REM R1 = 0.1064 for 3176 Fo > 4sig(Fo) and 0.1283 for all 4059 data REM 332 parameters refined using 36 restraints END WGHT 0.0546 27.8305 REM Highest difference peak 0.923, deepest hole -0.934, 1-sigma level 0.121 Q1 1 0.4960 0.6489 0.3004 11.00000 0.05 0.92 ; _shelx_res_checksum 44197 _shelx_fab_file ; -7 -1 1 -2.6563 0.2752 -7 -1 2 3.3050 -0.1504 -7 -1 3 -3.5675 0.0425 -7 0 1 -2.2557 -0.0922 -7 0 2 1.8191 0.1386 -7 0 3 -1.1259 -0.1557 -7 0 4 0.3728 0.1545 -7 0 5 0.2278 -0.1473 -7 1 1 2.5503 -0.1985 -7 1 2 -2.7993 0.1416 -7 1 3 2.9411 -0.0784 -7 1 4 -2.9205 0.0141 -7 1 5 2.7207 0.0475 -7 1 6 -2.3663 -0.1025 -7 2 1 1.2762 0.1163 -7 2 2 -0.8853 -0.1704 -7 2 3 0.6922 0.2224 -7 2 4 -0.7394 -0.2616 -7 2 5 0.9569 0.2761 -7 2 6 -1.2014 -0.2569 -7 3 1 1.0378 0.0912 -7 3 2 -1.2566 -0.0461 -7 3 3 1.4988 -0.0252 -7 3 4 -1.6384 0.1154 -7 3 5 1.5728 -0.2088 -7 3 6 -1.2821 0.2861 -7 4 1 0.7966 -0.2166 -7 4 2 -1.4717 0.2934 -7 4 3 1.9190 -0.3440 -7 4 4 -2.0503 0.3485 -7 4 5 1.8845 -0.2989 -7 5 1 -2.2696 -0.0745 -7 5 2 1.7526 -0.0191 -7 5 3 -1.1422 0.1487 -7 5 4 0.5115 -0.2804 -7 6 1 -0.9947 0.2759 -6 -5 1 3.4825 0.3477 -6 -5 2 -3.3511 -0.2496 -6 -5 3 2.9563 0.1511 -6 -5 4 -2.3975 -0.0745 -6 -5 5 1.7816 0.0314 -6 -5 6 -1.1932 -0.0201 -6 -4 1 -1.4162 -0.1926 -6 -4 2 1.3326 0.2072 -6 -4 3 -1.1081 -0.1604 -6 -4 4 0.8662 0.0757 -6 -4 5 -0.7259 0.0142 -6 -4 6 0.7431 -0.0795 -6 -4 7 -0.8834 0.1032 -6 -4 8 1.0408 -0.0857 -6 -3 1 0.0567 -0.1543 -6 -3 2 -0.6107 0.0398 -6 -3 3 1.0567 0.0588 -6 -3 4 -1.2108 -0.1104 -6 -3 5 1.0354 0.1034 -6 -3 6 -0.6424 -0.0477 -6 -3 7 0.2254 -0.0306 -6 -3 8 0.0416 0.1009 -6 -3 9 -0.0843 -0.1403 -6 -3 10 -0.0517 0.1418 -6 -2 1 5.2098 0.1940 -6 -2 2 -4.5024 -0.1625 -6 -2 3 3.5861 0.0844 -6 -2 4 -2.7369 0.0132 -6 -2 5 2.1619 -0.0979 -6 -2 6 -1.9138 0.1433 -6 -2 7 1.8786 -0.1379 -6 -2 8 -1.8454 0.0880 -6 -2 9 1.6224 -0.0135 -6 -2 10 -1.1370 -0.0613 -6 -2 11 0.4702 0.1164 -6 -1 1 -2.4946 -0.0493 -6 -1 2 3.0951 0.1122 -6 -1 3 -3.2933 -0.1343 -6 -1 4 3.1293 0.1101 -6 -1 5 -2.8043 -0.0486 -6 -1 6 2.5672 -0.0299 -6 -1 7 -2.5787 0.1016 -6 -1 8 2.8243 -0.1477 -6 -1 9 -3.1252 0.1601 -6 -1 10 3.2369 -0.1423 -6 -1 11 -2.9832 0.1060 -6 0 1 -4.7019 -0.0979 -6 0 2 4.1655 0.0143 -6 0 3 -3.8094 0.0632 -6 0 4 3.9360 -0.1099 -6 0 5 -4.5846 0.1132 -6 0 6 5.4944 -0.0766 -6 0 7 -6.2149 0.0170 -6 0 8 6.3157 0.0426 -6 0 9 -5.5901 -0.0827 -6 0 10 4.1545 0.0940 -6 0 11 -2.3949 -0.0797 -6 0 12 0.7937 0.0521 -6 1 1 -2.1422 0.1180 -6 1 2 2.5095 -0.1057 -6 1 3 -2.9306 0.0563 -6 1 4 3.1901 0.0114 -6 1 5 -3.0182 -0.0727 -6 1 6 2.2405 0.1053 -6 1 7 -0.8987 -0.0971 -6 1 8 -0.7262 0.0504 -6 1 9 2.2104 0.0201 -6 1 10 -3.1579 -0.0929 -6 1 11 3.3611 0.1484 -6 1 12 -2.8739 -0.1753 -6 2 1 -6.6086 -0.0684 -6 2 2 6.1660 0.1106 -6 2 3 -4.8107 -0.1119 -6 2 4 2.7048 0.0728 -6 2 5 -0.2545 -0.0069 -6 2 6 -1.9995 -0.0632 -6 2 7 3.5609 0.1135 -6 2 8 -4.1493 -0.1267 -6 2 9 3.7901 0.0977 -6 2 10 -2.7814 -0.0350 -6 2 11 1.5576 -0.0424 -6 2 12 -0.5164 0.1128 -6 3 1 -1.3648 -0.0774 -6 3 2 -0.4117 0.0106 -6 3 3 1.7840 0.0491 -6 3 4 -2.3211 -0.0831 -6 3 5 1.8780 0.0818 -6 3 6 -0.6495 -0.0464 -6 3 7 -0.9107 -0.0121 -6 3 8 2.2722 0.0774 -6 3 9 -3.0315 -0.1329 -6 3 10 3.0487 0.1668 -6 3 11 -2.4615 -0.1745 -6 3 12 1.5851 0.1591 -6 4 1 2.7618 0.1317 -6 4 2 -2.7198 -0.0834 -6 4 3 1.6442 0.0093 -6 4 4 0.0812 0.0645 -6 4 5 -1.8318 -0.1119 -6 4 6 2.9977 0.1146 -6 4 7 -3.2245 -0.0676 -6 4 8 2.5334 -0.0196 -6 4 9 -1.2723 0.1260 -6 4 10 -0.0619 -0.2262 -6 4 11 1.0385 0.2973 -6 5 1 -3.8205 -0.1054 -6 5 2 4.3057 0.1437 -6 5 3 -4.3237 -0.1312 -6 5 4 3.6162 0.0736 -6 5 5 -2.1983 0.0098 -6 5 6 0.3677 -0.0933 -6 5 7 1.4155 0.1534 -6 5 8 -2.7174 -0.1754 -6 5 9 3.2946 0.1562 -6 5 10 -3.1598 -0.1043 -6 5 11 2.5306 0.0359 -6 6 1 -0.5145 -0.1263 -6 6 2 0.2026 0.0172 -6 6 3 0.3955 0.0808 -6 6 4 -1.0480 -0.1337 -6 6 5 1.5010 0.1220 -6 6 6 -1.5974 -0.0452 -6 6 7 1.3416 -0.0792 -6 6 8 -0.8796 0.2214 -6 6 9 0.4108 -0.3481 -6 6 10 -0.0859 0.4311 -6 7 1 5.0106 0.2694 -6 7 2 -3.9834 -0.2402 -6 7 3 2.5333 0.1456 -6 7 4 -0.8877 -0.0077 -6 7 5 -0.6109 -0.1400 -6 7 6 1.6358 0.2628 -6 7 7 -2.0121 -0.3344 -6 7 8 1.7857 0.3433 -6 8 1 -0.1882 0.0115 -6 8 2 1.2793 0.0995 -6 8 3 -2.1123 -0.1933 -6 8 4 2.4415 0.2446 -6 8 5 -2.1965 -0.2398 -6 8 6 1.5196 0.1802 -6 8 7 -0.7001 -0.0804 -6 9 1 -3.1971 -0.4717 -6 9 2 2.7489 0.4315 -6 9 3 -1.9823 -0.3374 -6 9 4 1.0840 0.2064 -5 -8 1 1.4191 -0.2116 -5 -8 2 -1.2942 0.1515 -5 -8 3 1.2071 -0.1030 -5 -8 4 -1.2135 0.0738 -5 -7 1 -0.0924 0.0475 -5 -7 2 0.4693 -0.0779 -5 -7 3 -0.5081 0.0731 -5 -7 4 0.3640 -0.0488 -5 -7 5 -0.2116 0.0235 -5 -7 6 0.1617 -0.0118 -5 -7 7 -0.2212 0.0207 -5 -7 8 0.3101 -0.0490 -5 -6 1 -0.2948 0.1576 -5 -6 2 0.7750 -0.0879 -5 -6 3 -1.1421 0.0251 -5 -6 4 1.3494 0.0110 -5 -6 5 -1.3324 -0.0118 -5 -6 6 1.0492 -0.0199 -5 -6 7 -0.5227 0.0711 -5 -6 8 -0.1427 -0.1240 -5 -6 9 0.7846 0.1606 -5 -6 10 -1.2374 -0.1686 -5 -6 11 1.3941 0.1451 -5 -5 1 2.3356 -0.0339 -5 -5 2 -2.4924 0.0650 -5 -5 3 2.7851 -0.0721 -5 -5 4 -3.3041 0.0575 -5 -5 5 3.9912 -0.0298 -5 -5 6 -4.6437 0.0013 -5 -5 7 4.9929 0.0156 -5 -5 8 -4.8242 -0.0132 -5 -5 9 4.0793 -0.0089 -5 -5 10 -2.8914 0.0425 -5 -5 11 1.5374 -0.0741 -5 -5 12 -0.3292 0.0895 -5 -4 1 -1.4878 -0.1065 -5 -4 2 -0.1202 0.0668 -5 -4 3 1.8699 -0.0257 -5 -4 4 -3.2131 -0.0074 -5 -4 5 3.7169 0.0260 -5 -4 6 -3.2371 -0.0285 -5 -4 7 1.9787 0.0185 -5 -4 8 -0.4138 -0.0033 -5 -4 9 -0.9092 -0.0084 -5 -4 10 1.5825 0.0099 -5 -4 11 -1.4855 0.0003 -5 -4 12 0.8002 -0.0179 -5 -4 13 0.0997 0.0349 -5 -3 1 1.7889 0.0384 -5 -3 2 -2.3609 -0.0496 -5 -3 3 2.0008 0.0498 -5 -3 4 -0.6186 -0.0404 -5 -3 5 -1.4251 0.0253 -5 -3 6 3.4716 -0.0103 -5 -3 7 -4.8454 0.0001 -5 -3 8 5.1357 0.0035 -5 -3 9 -4.3522 -0.0028 -5 -3 10 2.8905 0.0032 -5 -3 11 -1.3357 -0.0103 -5 -3 12 0.2046 0.0267 -5 -3 13 0.2529 -0.0493 -5 -3 14 -0.1094 0.0707 -5 -2 1 5.4557 0.0418 -5 -2 2 -2.9765 -0.0123 -5 -2 3 0.2415 -0.0197 -5 -2 4 1.8868 0.0456 -5 -2 5 -2.7799 -0.0594 -5 -2 6 2.2955 0.0598 -5 -2 7 -0.8157 -0.0500 -5 -2 8 -0.9424 0.0363 -5 -2 9 2.2487 -0.0240 -5 -2 10 -2.6619 0.0145 -5 -2 11 2.1757 -0.0046 -5 -2 12 -1.1566 -0.0119 -5 -2 13 0.1253 0.0395 -5 -2 14 0.5002 -0.0772 -5 -2 15 -0.5733 0.1170 -5 -1 1 -4.9108 -0.0616 -5 -1 2 5.1983 0.0694 -5 -1 3 -4.3417 -0.0668 -5 -1 4 2.5399 0.0530 -5 -1 5 -0.3799 -0.0302 -5 -1 6 -1.4206 0.0034 -5 -1 7 2.3301 0.0218 -5 -1 8 -2.2239 -0.0414 -5 -1 9 1.4057 0.0549 -5 -1 10 -0.4301 -0.0643 -5 -1 11 -0.1771 0.0724 -5 -1 12 0.1569 -0.0798 -5 -1 13 0.3979 0.0842 -5 -1 14 -1.1361 -0.0809 -5 -1 15 1.6556 0.0663 -5 0 1 2.7753 -0.0080 -5 0 2 -4.8433 -0.0132 -5 0 3 6.0387 0.0292 -5 0 4 -5.8023 -0.0363 -5 0 5 4.1088 0.0336 -5 0 6 -1.4871 -0.0225 -5 0 7 -1.2024 0.0059 -5 0 8 3.1341 0.0134 -5 0 9 -3.8552 -0.0339 -5 0 10 3.4397 0.0560 -5 0 11 -2.3959 -0.0812 -5 0 12 1.3864 0.1105 -5 0 13 -0.9084 -0.1418 -5 0 14 1.0886 0.1695 -5 0 15 -1.6804 -0.1856 -5 1 1 13.8854 0.0564 -5 1 2 -11.4669 -0.0484 -5 1 3 7.8749 0.0283 -5 1 4 -4.0688 -0.0016 -5 1 5 1.0593 -0.0254 -5 1 6 0.4985 0.0471 -5 1 7 -0.5580 -0.0602 -5 1 8 -0.3365 0.0635 -5 1 9 1.3273 -0.0578 -5 1 10 -1.6465 0.0445 -5 1 11 0.9496 -0.0246 -5 1 12 0.5685 -0.0014 -5 1 13 -2.3133 0.0328 -5 1 14 3.6001 -0.0674 -5 1 15 -3.9711 0.1007 -5 2 1 -4.8180 -0.0155 -5 2 2 7.3774 0.0316 -5 2 3 -8.1609 -0.0349 -5 2 4 6.9051 0.0236 -5 2 5 -4.0994 -0.0006 -5 2 6 0.7879 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5 0.4192 -0.1186 7 -2 0 -1.7234 0.0660 7 -2 1 2.0441 -0.0201 7 -2 2 -2.0873 -0.0252 7 -2 3 1.7880 0.0740 7 -2 4 -1.1845 -0.1262 7 -1 0 -2.2637 -0.2434 7 -1 1 1.9897 0.2706 7 -1 2 -1.7348 -0.2747 7 -1 3 1.4652 0.2519 7 -1 4 -1.1391 -0.2017 7 0 0 2.3369 -0.0136 7 0 1 -2.0953 -0.0901 7 0 2 1.6638 0.2013 7 0 3 -1.2008 -0.2969 7 1 0 1.8804 0.3841 0 0 0 0.0 0.0 ; _shelx_fab_checksum 38293 _olex2_date_sample_data_collection 2023-12-06 _olex2_date_sample_submission 2023-12-05 _olex2_exptl_crystal_mounting_method 'Frozen on a Mitegen cryoloop using Paretone oil.' _olex2_submission_special_instructions 'No special instructions were received' # start Validation Reply Form _vrf_THETM01_mo_rc108_0m_a ; PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550 RESPONSE: Weak scatterer. This was the best data possible after several recrystallizations and data collection attempts. The struture is in agreement with other data we have collected for this sample. ; # end Validation Reply Form