# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety CoO2(C7H4O4NSCl2)2(C10H8N2) _chemical_formula_sum 'C24 H16 Cl4 Co N4 O10 S2' _chemical_formula_weight 785.26 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' 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.5406(6) _cell_length_b 11.4130(13) _cell_length_c 12.5086(15) _cell_angle_alpha 64.504(2) _cell_angle_beta 88.982(2) _cell_angle_gamma 81.527(2) _cell_volume 705.23(14) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 1239 _cell_measurement_theta_min 3.617 _cell_measurement_theta_max 28.280 _exptl_crystal_description Block _exptl_crystal_colour Pink _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.849 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 395 _exptl_absorpt_coefficient_mu 1.202 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7144 _exptl_absorpt_correction_T_max 0.7951 _exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4900 _diffrn_reflns_av_R_equivalents 0.0254 _diffrn_reflns_av_sigmaI/netI 0.0563 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.61 _diffrn_reflns_theta_max 28.22 _reflns_number_total 3398 _reflns_number_gt 2591 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0463P)^2^+0.3238P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3398 _refine_ls_number_parameters 213 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0632 _refine_ls_R_factor_gt 0.0424 _refine_ls_wR_factor_ref 0.1006 _refine_ls_wR_factor_gt 0.0916 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.5000 0.5000 1.0000 0.00933(14) Uani 1 2 d S . . S1 S 0.90526(13) 0.95997(7) 0.32741(7) 0.01545(17) Uani 1 1 d . . . Cl1 Cl 1.08250(14) 0.39371(7) 0.74849(7) 0.02044(18) Uani 1 1 d . . . Cl2 Cl 1.37726(13) 0.74662(8) 0.35196(7) 0.02098(18) Uani 1 1 d . . . O1 O 0.7200(3) 0.54675(18) 0.84504(18) 0.0116(4) Uani 1 1 d . . . O2 O 0.4416(4) 0.6928(2) 0.70682(19) 0.0168(4) Uani 1 1 d . . . O3 O 0.8762(4) 0.9301(2) 0.2282(2) 0.0217(5) Uani 1 1 d . . . O4 O 1.0919(4) 1.0354(2) 0.3264(2) 0.0237(5) Uani 1 1 d . . . O5 O 0.8204(3) 0.41501(19) 1.10597(18) 0.0137(4) Uani 1 1 d . . . N1 N 0.6526(5) 1.0304(3) 0.3518(3) 0.0200(6) Uani 1 1 d . . . N2 N 0.4892(4) 0.3080(2) 1.0102(2) 0.0115(5) Uani 1 1 d . . . C1 C 0.8331(5) 0.6476(3) 0.6428(3) 0.0124(6) Uani 1 1 d . . . C2 C 1.0283(5) 0.5549(3) 0.6416(3) 0.0144(6) Uani 1 1 d . . . C3 C 1.1899(5) 0.5869(3) 0.5509(3) 0.0154(6) Uani 1 1 d . . . H5A H 1.3191 0.5241 0.5521 0.018 Uiso 1 1 calc R . . C4 C 1.1596(5) 0.7116(3) 0.4587(3) 0.0147(6) Uani 1 1 d . . . C5 C 0.9617(5) 0.8053(3) 0.4540(3) 0.0137(6) Uani 1 1 d . . . C6 C 0.8045(5) 0.7718(3) 0.5462(3) 0.0137(6) Uani 1 1 d . . . H2 H 0.6742 0.8345 0.5438 0.016 Uiso 1 1 calc R . . C7 C 0.6506(5) 0.6264(3) 0.7392(3) 0.0114(5) Uani 1 1 d . . . C8 C 0.6707(5) 0.2593(3) 0.9616(3) 0.0153(6) Uani 1 1 d . . . H8 H 0.7970 0.3078 0.9310 0.018 Uiso 1 1 calc R . . C9 C 0.6814(5) 0.1410(3) 0.9545(3) 0.0156(6) Uani 1 1 d . . . H9 H 0.8102 0.1126 0.9184 0.019 Uiso 1 1 calc R . . C10 C 0.4968(5) 0.0642(3) 1.0020(3) 0.0106(5) Uani 1 1 d . . . C11 C 0.3112(5) 0.1146(3) 1.0536(3) 0.0173(6) Uani 1 1 d . . . H7 H 0.1849 0.0671 1.0871 0.021 Uiso 1 1 calc R . . C12 C 0.3124(5) 0.2347(3) 1.0558(3) 0.0163(6) Uani 1 1 d . . . H12 H 0.1846 0.2660 1.0904 0.020 Uiso 1 1 calc R . . H1A H 0.520(7) 1.020(4) 0.328(4) 0.028(11) Uiso 1 1 d . . . H1B H 0.651(6) 1.109(4) 0.343(3) 0.021(10) 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 Co1 0.0097(3) 0.0078(3) 0.0113(3) -0.0048(2) 0.0014(2) -0.00142(19) S1 0.0153(4) 0.0140(3) 0.0134(4) -0.0028(3) 0.0034(3) -0.0017(3) Cl1 0.0248(4) 0.0127(3) 0.0177(4) -0.0028(3) 0.0070(3) 0.0028(3) Cl2 0.0174(4) 0.0238(4) 0.0173(4) -0.0059(3) 0.0079(3) -0.0005(3) O1 0.0122(10) 0.0107(9) 0.0118(10) -0.0047(8) 0.0017(8) -0.0020(7) O2 0.0133(10) 0.0172(10) 0.0158(11) -0.0041(9) 0.0022(8) -0.0001(8) O3 0.0249(12) 0.0224(11) 0.0134(11) -0.0048(9) 0.0029(9) 0.0001(9) O4 0.0205(12) 0.0177(11) 0.0300(14) -0.0067(10) 0.0064(10) -0.0064(9) O5 0.0106(10) 0.0158(10) 0.0153(11) -0.0078(8) 0.0011(8) -0.0006(8) N1 0.0147(14) 0.0147(13) 0.0265(16) -0.0062(12) 0.0032(11) 0.0016(11) N2 0.0125(11) 0.0101(11) 0.0117(12) -0.0048(9) 0.0013(9) -0.0017(9) C1 0.0116(13) 0.0134(13) 0.0138(15) -0.0071(11) 0.0009(11) -0.0024(11) C2 0.0164(14) 0.0117(13) 0.0146(15) -0.0055(12) -0.0005(11) -0.0013(11) C3 0.0140(14) 0.0174(14) 0.0152(15) -0.0087(12) 0.0027(11) 0.0006(11) C4 0.0152(14) 0.0182(14) 0.0105(14) -0.0057(12) 0.0057(11) -0.0043(11) C5 0.0146(14) 0.0118(13) 0.0134(15) -0.0042(11) 0.0019(11) -0.0028(11) C6 0.0112(13) 0.0149(14) 0.0148(15) -0.0070(12) 0.0014(11) 0.0002(11) C7 0.0132(13) 0.0096(12) 0.0139(14) -0.0069(11) 0.0032(11) -0.0038(10) C8 0.0181(15) 0.0112(13) 0.0204(16) -0.0086(12) 0.0068(12) -0.0082(11) C9 0.0166(15) 0.0124(13) 0.0201(16) -0.0092(12) 0.0067(12) -0.0035(11) C10 0.0124(13) 0.0089(13) 0.0103(14) -0.0039(11) -0.0005(10) -0.0019(10) C11 0.0148(14) 0.0155(14) 0.0258(17) -0.0118(13) 0.0072(12) -0.0069(11) C12 0.0144(14) 0.0156(14) 0.0227(17) -0.0116(13) 0.0063(12) -0.0035(11) _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 Co1 O5 2.0779(19) 2_667 ? Co1 O5 2.0779(19) . ? Co1 N2 2.150(2) 2_667 ? Co1 N2 2.150(2) . ? Co1 O1 2.178(2) . ? Co1 O1 2.178(2) 2_667 ? S1 O4 1.436(2) . ? S1 O3 1.439(2) . ? S1 N1 1.601(3) . ? S1 C5 1.781(3) . ? Cl1 C2 1.731(3) . ? Cl2 C4 1.739(3) . ? O1 C7 1.267(3) . ? O2 C7 1.255(3) . ? N2 C12 1.340(4) . ? N2 C8 1.339(4) . ? C1 C6 1.400(4) . ? C1 C2 1.401(4) . ? C1 C7 1.521(4) . ? C2 C3 1.389(4) . ? C3 C4 1.381(4) . ? C4 C5 1.397(4) . ? C5 C6 1.384(4) . ? C8 C9 1.384(4) . ? C9 C10 1.400(4) . ? C10 C11 1.388(4) . ? C10 C10 1.484(5) 2_657 ? C11 C12 1.384(4) . ? 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 O5 Co1 O5 180.000(1) 2_667 . ? O5 Co1 N2 85.87(8) 2_667 2_667 ? O5 Co1 N2 94.13(8) . 2_667 ? O5 Co1 N2 94.13(8) 2_667 . ? O5 Co1 N2 85.87(8) . . ? N2 Co1 N2 180.000(1) 2_667 . ? O5 Co1 O1 91.56(8) 2_667 . ? O5 Co1 O1 88.44(8) . . ? N2 Co1 O1 89.70(8) 2_667 . ? N2 Co1 O1 90.30(8) . . ? O5 Co1 O1 88.44(8) 2_667 2_667 ? O5 Co1 O1 91.56(8) . 2_667 ? N2 Co1 O1 90.30(8) 2_667 2_667 ? N2 Co1 O1 89.70(8) . 2_667 ? O1 Co1 O1 180.000(1) . 2_667 ? O4 S1 O3 118.87(14) . . ? O4 S1 N1 107.71(15) . . ? O3 S1 N1 110.84(15) . . ? O4 S1 C5 108.71(14) . . ? O3 S1 C5 105.60(14) . . ? N1 S1 C5 104.10(14) . . ? C7 O1 Co1 126.39(18) . . ? C12 N2 C8 116.8(2) . . ? C12 N2 Co1 126.2(2) . . ? C8 N2 Co1 116.97(18) . . ? C6 C1 C2 116.8(3) . . ? C6 C1 C7 117.0(2) . . ? C2 C1 C7 126.2(3) . . ? C3 C2 C1 121.3(3) . . ? C3 C2 Cl1 115.2(2) . . ? C1 C2 Cl1 123.5(2) . . ? C4 C3 C2 120.2(3) . . ? C3 C4 C5 120.3(3) . . ? C3 C4 Cl2 117.6(2) . . ? C5 C4 Cl2 122.1(2) . . ? C6 C5 C4 118.5(3) . . ? C6 C5 S1 121.3(2) . . ? C4 C5 S1 120.1(2) . . ? C5 C6 C1 122.9(3) . . ? O2 C7 O1 125.0(3) . . ? O2 C7 C1 116.3(2) . . ? O1 C7 C1 118.7(2) . . ? N2 C8 C9 123.8(3) . . ? C8 C9 C10 119.5(3) . . ? C11 C10 C9 116.3(3) . . ? C11 C10 C10 122.4(3) . 2_657 ? C9 C10 C10 121.3(3) . 2_657 ? C12 C11 C10 120.6(3) . . ? N2 C12 C11 123.0(3) . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 28.22 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.802 _refine_diff_density_min -0.481 _refine_diff_density_rms 0.100 _database_code_depnum_ccdc_archive 'CCDC 947959' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety CdO(C7H2O4NSCl2)(C10H8N2) _chemical_formula_sum 'C17 H10 Cd Cl2 N3 O5 S' _chemical_formula_weight 551.64 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' Cd Cd -0.8075 1.2024 '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' S S 0.1246 0.1234 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.0260(10) _cell_length_b 10.3105(10) _cell_length_c 10.8084(11) _cell_angle_alpha 67.6180(10) _cell_angle_beta 74.9450(10) _cell_angle_gamma 64.4580(10) _cell_volume 926.02(16) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5201 _cell_measurement_theta_min 3.526 _cell_measurement_theta_max 28.292 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.978 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 542 _exptl_absorpt_coefficient_mu 1.618 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6878 _exptl_absorpt_correction_T_max 0.7379 _exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6349 _diffrn_reflns_av_R_equivalents 0.0115 _diffrn_reflns_av_sigmaI/netI 0.0196 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 28.27 _reflns_number_total 4449 _reflns_number_gt 4271 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0203P)^2^+1.0659P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4449 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0206 _refine_ls_R_factor_gt 0.0196 _refine_ls_wR_factor_ref 0.0504 _refine_ls_wR_factor_gt 0.0499 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.078 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.271644(13) 0.383977(13) 0.353764(12) 0.01034(4) Uani 1 1 d . . . S1 S 0.59949(5) 0.43062(5) 0.29438(4) 0.01113(8) Uani 1 1 d . . . Cl1 Cl 1.16187(5) -0.17745(5) 0.36171(4) 0.01495(9) Uani 1 1 d . . . Cl2 Cl 0.93703(5) 0.41714(5) 0.14978(5) 0.01766(9) Uani 1 1 d . . . O1 O 0.69697(15) -0.14617(15) 0.46428(14) 0.0155(3) Uani 1 1 d . . . O2 O 0.90917(14) -0.26705(14) 0.55498(13) 0.0140(2) Uani 1 1 d . . . O3 O 0.64122(15) 0.53426(15) 0.32420(14) 0.0157(3) Uani 1 1 d . . . O4 O 0.56657(15) 0.47481(15) 0.15840(13) 0.0163(3) Uani 1 1 d . . . O5 O 0.15332(14) 0.49049(15) 0.52977(13) 0.0146(2) Uani 1 1 d . . . N1 N 0.47135(17) 0.39190(18) 0.39673(16) 0.0144(3) Uani 1 1 d . . . N2 N 0.37068(17) 0.23241(17) 0.21195(16) 0.0133(3) Uani 1 1 d . . . N3 N 0.15805(17) 0.61080(17) 0.18853(16) 0.0134(3) Uani 1 1 d . . . C1 C 0.8608(2) -0.0160(2) 0.39834(18) 0.0121(3) Uani 1 1 d . . . C2 C 1.0030(2) -0.0143(2) 0.34436(18) 0.0125(3) Uani 1 1 d . . . C3 C 1.0241(2) 0.1197(2) 0.26845(18) 0.0135(3) Uani 1 1 d . . . H3A H 1.1190 0.1184 0.2299 0.016 Uiso 1 1 calc R . . C4 C 0.9031(2) 0.2557(2) 0.25042(17) 0.0123(3) Uani 1 1 d . . . C5 C 0.7608(2) 0.2597(2) 0.31018(17) 0.0117(3) Uani 1 1 d . . . C6 C 0.7421(2) 0.1233(2) 0.38000(18) 0.0123(3) Uani 1 1 d . . . H6A H 0.6468 0.1248 0.4160 0.015 Uiso 1 1 calc R . . C7 C 0.8211(2) -0.1537(2) 0.47627(17) 0.0120(3) Uani 1 1 d . . . C8 C 0.3453(2) 0.2901(2) 0.08292(19) 0.0184(4) Uani 1 1 d . . . H8A H 0.2922 0.3933 0.0493 0.022 Uiso 1 1 calc R . . C9 C 0.3944(2) 0.2036(2) -0.0030(2) 0.0202(4) Uani 1 1 d . . . H9A H 0.3751 0.2490 -0.0924 0.024 Uiso 1 1 calc R . . C10 C 0.4728(2) 0.0484(2) 0.04463(18) 0.0136(3) Uani 1 1 d . . . C11 C 0.4988(2) -0.0111(2) 0.17924(19) 0.0174(4) Uani 1 1 d . . . H11A H 0.5506 -0.1141 0.2159 0.021 Uiso 1 1 calc R . . C12 C 0.4475(2) 0.0832(2) 0.25819(19) 0.0167(4) Uani 1 1 d . . . H12A H 0.4670 0.0413 0.3475 0.020 Uiso 1 1 calc R . . C13 C 0.0120(2) 0.6926(2) 0.20929(19) 0.0151(3) Uani 1 1 d . . . H13A H -0.0475 0.6459 0.2756 0.018 Uiso 1 1 calc R . . C14 C -0.0538(2) 0.8431(2) 0.13659(19) 0.0149(3) Uani 1 1 d . . . H14A H -0.1554 0.8945 0.1540 0.018 Uiso 1 1 calc R . . C15 C 0.0322(2) 0.91797(19) 0.03713(18) 0.0125(3) Uani 1 1 d . . . C16 C 0.1820(2) 0.8302(2) 0.01209(19) 0.0165(4) Uani 1 1 d . . . H16A H 0.2431 0.8728 -0.0563 0.020 Uiso 1 1 calc R . . C17 C 0.2400(2) 0.6798(2) 0.08862(19) 0.0160(3) Uani 1 1 d . . . H17A H 0.3402 0.6241 0.0699 0.019 Uiso 1 1 calc R . . 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 Cd1 0.01175(7) 0.00799(6) 0.01052(7) -0.00272(4) -0.00064(4) -0.00345(5) S1 0.01128(19) 0.00996(19) 0.01186(19) -0.00324(15) -0.00121(15) -0.00386(15) Cl1 0.01237(19) 0.01245(19) 0.0186(2) -0.00548(16) -0.00187(15) -0.00270(15) Cl2 0.0170(2) 0.0129(2) 0.0192(2) 0.00012(16) 0.00082(16) -0.00820(16) O1 0.0144(6) 0.0119(6) 0.0191(6) -0.0019(5) -0.0034(5) -0.0056(5) O2 0.0143(6) 0.0113(6) 0.0147(6) -0.0033(5) -0.0020(5) -0.0037(5) O3 0.0169(6) 0.0119(6) 0.0203(7) -0.0062(5) -0.0032(5) -0.0055(5) O4 0.0159(6) 0.0174(6) 0.0130(6) -0.0032(5) -0.0035(5) -0.0043(5) O5 0.0141(6) 0.0142(6) 0.0148(6) -0.0065(5) 0.0003(5) -0.0040(5) N1 0.0119(7) 0.0175(8) 0.0152(7) -0.0066(6) 0.0020(6) -0.0074(6) N2 0.0143(7) 0.0128(7) 0.0139(7) -0.0055(6) -0.0007(6) -0.0053(6) N3 0.0159(7) 0.0096(7) 0.0137(7) -0.0034(6) -0.0038(6) -0.0028(6) C1 0.0142(8) 0.0110(8) 0.0116(8) -0.0041(6) -0.0009(6) -0.0050(6) C2 0.0133(8) 0.0117(8) 0.0129(8) -0.0052(6) -0.0023(6) -0.0033(6) C3 0.0124(8) 0.0160(8) 0.0136(8) -0.0051(7) 0.0001(6) -0.0070(7) C4 0.0160(8) 0.0122(8) 0.0104(7) -0.0015(6) -0.0016(6) -0.0084(7) C5 0.0130(8) 0.0111(8) 0.0109(7) -0.0034(6) -0.0018(6) -0.0040(6) C6 0.0125(8) 0.0126(8) 0.0126(8) -0.0036(6) -0.0003(6) -0.0062(6) C7 0.0146(8) 0.0101(8) 0.0112(8) -0.0048(6) 0.0018(6) -0.0049(6) C8 0.0272(10) 0.0105(8) 0.0149(8) -0.0037(7) -0.0027(7) -0.0047(7) C9 0.0331(11) 0.0124(9) 0.0124(8) -0.0035(7) -0.0035(8) -0.0058(8) C10 0.0151(8) 0.0119(8) 0.0137(8) -0.0051(7) 0.0005(7) -0.0051(7) C11 0.0194(9) 0.0114(8) 0.0164(9) -0.0044(7) -0.0042(7) -0.0001(7) C12 0.0180(9) 0.0148(9) 0.0141(8) -0.0049(7) -0.0041(7) -0.0016(7) C13 0.0156(8) 0.0132(8) 0.0154(8) -0.0023(7) -0.0010(7) -0.0068(7) C14 0.0115(8) 0.0131(8) 0.0183(9) -0.0040(7) -0.0016(7) -0.0036(7) C15 0.0141(8) 0.0113(8) 0.0115(8) -0.0031(7) -0.0031(6) -0.0038(7) C16 0.0156(9) 0.0141(8) 0.0144(8) -0.0017(7) 0.0002(7) -0.0041(7) C17 0.0144(8) 0.0136(8) 0.0154(8) -0.0038(7) -0.0007(7) -0.0023(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N1 2.2100(15) . ? Cd1 N2 2.3394(16) . ? Cd1 O5 2.3511(13) . ? Cd1 N3 2.3526(15) . ? Cd1 O2 2.4006(13) 2_656 ? Cd1 O1 2.4418(13) 2_656 ? Cd1 C7 2.7518(17) 2_656 ? S1 O4 1.4453(14) . ? S1 O3 1.4624(13) . ? S1 N1 1.5497(16) . ? S1 C5 1.7909(18) . ? Cl1 C2 1.7339(18) . ? Cl2 C4 1.7281(18) . ? O1 C7 1.251(2) . ? O1 Cd1 2.4418(13) 2_656 ? O2 C7 1.270(2) . ? O2 Cd1 2.4006(13) 2_656 ? N2 C8 1.336(2) . ? N2 C12 1.343(2) . ? N3 C17 1.343(2) . ? N3 C13 1.347(2) . ? C1 C6 1.396(2) . ? C1 C2 1.398(2) . ? C1 C7 1.511(2) . ? C2 C3 1.388(2) . ? C3 C4 1.387(3) . ? C3 H3A 0.9300 . ? C4 C5 1.395(2) . ? C5 C6 1.388(2) . ? C6 H6A 0.9300 . ? C7 Cd1 2.7518(17) 2_656 ? C8 C9 1.384(3) . ? C8 H8A 0.9300 . ? C9 C10 1.393(3) . ? C9 H9A 0.9300 . ? C10 C11 1.393(3) . ? C10 C10 1.489(3) 2_655 ? C11 C12 1.382(3) . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? C13 C14 1.385(3) . ? C13 H13A 0.9300 . ? C14 C15 1.398(2) . ? C14 H14A 0.9300 . ? C15 C16 1.397(3) . ? C15 C15 1.489(3) 2_575 ? C16 C17 1.387(3) . ? C16 H16A 0.9300 . ? C17 H17A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cd1 N2 103.04(6) . . ? N1 Cd1 O5 83.33(5) . . ? N2 Cd1 O5 166.61(5) . . ? N1 Cd1 N3 108.48(6) . . ? N2 Cd1 N3 96.14(5) . . ? O5 Cd1 N3 92.89(5) . . ? N1 Cd1 O2 143.47(5) . 2_656 ? N2 Cd1 O2 86.22(5) . 2_656 ? O5 Cd1 O2 81.85(5) . 2_656 ? N3 Cd1 O2 105.45(5) . 2_656 ? N1 Cd1 O1 90.79(5) . 2_656 ? N2 Cd1 O1 84.87(5) . 2_656 ? O5 Cd1 O1 83.26(5) . 2_656 ? N3 Cd1 O1 159.83(5) . 2_656 ? O2 Cd1 O1 54.44(4) 2_656 2_656 ? N1 Cd1 C7 117.46(6) . 2_656 ? N2 Cd1 C7 83.59(5) . 2_656 ? O5 Cd1 C7 83.01(5) . 2_656 ? N3 Cd1 C7 132.91(5) . 2_656 ? O2 Cd1 C7 27.47(5) 2_656 2_656 ? O1 Cd1 C7 27.04(5) 2_656 2_656 ? O4 S1 O3 115.93(8) . . ? O4 S1 N1 110.06(8) . . ? O3 S1 N1 112.24(8) . . ? O4 S1 C5 104.21(8) . . ? O3 S1 C5 105.91(8) . . ? N1 S1 C5 107.78(9) . . ? C7 O1 Cd1 90.43(11) . 2_656 ? C7 O2 Cd1 91.85(10) . 2_656 ? S1 N1 Cd1 127.75(9) . . ? C8 N2 C12 117.33(16) . . ? C8 N2 Cd1 120.90(12) . . ? C12 N2 Cd1 121.66(12) . . ? C17 N3 C13 117.04(16) . . ? C17 N3 Cd1 121.02(12) . . ? C13 N3 Cd1 120.08(12) . . ? C6 C1 C2 117.27(16) . . ? C6 C1 C7 115.91(15) . . ? C2 C1 C7 126.81(16) . . ? C3 C2 C1 121.29(16) . . ? C3 C2 Cl1 115.86(14) . . ? C1 C2 Cl1 122.80(14) . . ? C4 C3 C2 119.65(16) . . ? C4 C3 H3A 120.2 . . ? C2 C3 H3A 120.2 . . ? C3 C4 C5 120.74(16) . . ? C3 C4 Cl2 117.03(14) . . ? C5 C4 Cl2 122.22(14) . . ? C6 C5 C4 118.15(16) . . ? C6 C5 S1 118.28(13) . . ? C4 C5 S1 123.49(13) . . ? C5 C6 C1 122.66(16) . . ? C5 C6 H6A 118.7 . . ? C1 C6 H6A 118.7 . . ? O1 C7 O2 122.98(16) . . ? O1 C7 C1 117.08(16) . . ? O2 C7 C1 119.84(16) . . ? O1 C7 Cd1 62.54(9) . 2_656 ? O2 C7 Cd1 60.68(9) . 2_656 ? C1 C7 Cd1 171.74(12) . 2_656 ? N2 C8 C9 123.07(18) . . ? N2 C8 H8A 118.5 . . ? C9 C8 H8A 118.5 . . ? C8 C9 C10 119.93(18) . . ? C8 C9 H9A 120.0 . . ? C10 C9 H9A 120.0 . . ? C11 C10 C9 116.74(16) . . ? C11 C10 C10 121.8(2) . 2_655 ? C9 C10 C10 121.5(2) . 2_655 ? C12 C11 C10 119.84(17) . . ? C12 C11 H11A 120.1 . . ? C10 C11 H11A 120.1 . . ? N2 C12 C11 123.07(17) . . ? N2 C12 H12A 118.5 . . ? C11 C12 H12A 118.5 . . ? N3 C13 C14 123.14(17) . . ? N3 C13 H13A 118.4 . . ? C14 C13 H13A 118.4 . . ? C13 C14 C15 120.16(17) . . ? C13 C14 H14A 119.9 . . ? C15 C14 H14A 119.9 . . ? C16 C15 C14 116.17(16) . . ? C16 C15 C15 122.0(2) . 2_575 ? C14 C15 C15 121.8(2) . 2_575 ? C17 C16 C15 120.35(17) . . ? C17 C16 H16A 119.8 . . ? C15 C16 H16A 119.8 . . ? N3 C17 C16 122.99(17) . . ? N3 C17 H17A 118.5 . . ? C16 C17 H17A 118.5 . . ? _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 28.27 _diffrn_measured_fraction_theta_full 0.968 _refine_diff_density_max 0.871 _refine_diff_density_min -0.513 _refine_diff_density_rms 0.078 _database_code_depnum_ccdc_archive 'CCDC 947960' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety Zn(C7H2O4NSCl2)(C10H8N2) _chemical_formula_sum 'C17 H10 Cl2 N3 O4 S Zn' _chemical_formula_weight 488.61 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' 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 16.236(2) _cell_length_b 10.7795(14) _cell_length_c 22.336(3) _cell_angle_alpha 90.00 _cell_angle_beta 110.571(2) _cell_angle_gamma 90.00 _cell_volume 3660.0(8) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5861 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 25.0 _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.773 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1960 _exptl_absorpt_coefficient_mu 1.779 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5748 _exptl_absorpt_correction_T_max 0.6647 _exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9481 _diffrn_reflns_av_R_equivalents 0.0179 _diffrn_reflns_av_sigmaI/netI 0.0194 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3220 _reflns_number_gt 2974 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0290P)^2^+5.1702P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3220 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0240 _refine_ls_R_factor_gt 0.0216 _refine_ls_wR_factor_ref 0.0578 _refine_ls_wR_factor_gt 0.0565 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.245845(14) 0.83800(2) 0.155052(10) 0.01410(8) Uani 1 1 d . . . S1 S 0.41300(3) 0.71597(5) 0.14894(2) 0.01658(12) Uani 1 1 d . . . Cl1 Cl 0.41221(3) 0.13391(5) 0.18352(2) 0.02464(12) Uani 1 1 d . . . Cl2 Cl 0.49804(3) 0.52249(5) 0.07315(2) 0.02563(13) Uani 1 1 d . . . O1 O 0.31347(9) 0.41049(13) 0.29090(7) 0.0216(3) Uani 1 1 d . . . O2 O 0.28558(10) 0.22547(14) 0.24310(7) 0.0265(3) Uani 1 1 d . . . O3 O 0.50392(9) 0.75413(14) 0.16494(7) 0.0232(3) Uani 1 1 d . . . O4 O 0.35572(9) 0.73074(13) 0.08283(6) 0.0209(3) Uani 1 1 d . . . N1 N 0.36691(11) 0.77739(15) 0.19231(8) 0.0184(4) Uani 1 1 d . . . N2 N 0.15604(11) 0.71045(15) 0.10066(8) 0.0160(3) Uani 1 1 d . . . N3 N 0.23296(11) 0.98420(15) 0.09035(7) 0.0156(3) Uani 1 1 d . . . C1 C 0.37040(13) 0.37258(19) 0.20903(9) 0.0174(4) Uani 1 1 d . . . C2 C 0.40924(13) 0.29434(19) 0.17630(9) 0.0182(4) Uani 1 1 d . . . C3 C 0.44985(13) 0.34321(19) 0.13626(9) 0.0201(4) Uani 1 1 d . . . H3A H 0.4759 0.2905 0.1151 0.024 Uiso 1 1 calc R . . C4 C 0.45172(13) 0.47017(19) 0.12778(9) 0.0185(4) Uani 1 1 d . . . C5 C 0.41605(12) 0.55143(18) 0.16101(9) 0.0156(4) Uani 1 1 d . . . C6 C 0.37640(12) 0.50029(18) 0.20136(9) 0.0165(4) Uani 1 1 d . . . H6A H 0.3530 0.5534 0.2241 0.020 Uiso 1 1 calc R . . C7 C 0.31945(13) 0.32902(19) 0.25037(9) 0.0187(4) Uani 1 1 d . . . C8 C 0.13846(14) 0.60211(19) 0.12374(10) 0.0206(4) Uani 1 1 d . . . H8A H 0.1686 0.5829 0.1665 0.025 Uiso 1 1 calc R . . C9 C 0.07735(14) 0.51809(19) 0.08638(10) 0.0216(4) Uani 1 1 d . . . H9A H 0.0666 0.4445 0.1041 0.026 Uiso 1 1 calc R . . C10 C 0.03176(13) 0.54473(18) 0.02160(9) 0.0161(4) Uani 1 1 d . . . C11 C 0.04867(14) 0.65793(19) -0.00115(10) 0.0224(5) Uani 1 1 d . . . H11A H 0.0187 0.6805 -0.0434 0.027 Uiso 1 1 calc R . . C12 C 0.11023(14) 0.73707(19) 0.03931(10) 0.0215(4) Uani 1 1 d . . . H12A H 0.1204 0.8127 0.0231 0.026 Uiso 1 1 calc R . . C13 C 0.25895(14) 0.97484(19) 0.03947(10) 0.0219(4) Uani 1 1 d . . . H13A H 0.2736 0.8968 0.0284 0.026 Uiso 1 1 calc R . . C14 C 0.26496(14) 1.07545(19) 0.00293(10) 0.0224(4) Uani 1 1 d . . . H14A H 0.2828 1.0640 -0.0320 0.027 Uiso 1 1 calc R . . C15 C 0.24434(12) 1.19392(18) 0.01819(9) 0.0151(4) Uani 1 1 d . . . C16 C 0.21389(13) 1.20227(18) 0.06918(9) 0.0178(4) Uani 1 1 d . . . H16A H 0.1963 1.2786 0.0799 0.021 Uiso 1 1 calc R . . C17 C 0.20969(13) 1.09744(18) 0.10389(9) 0.0170(4) Uani 1 1 d . . . H17A H 0.1899 1.1058 0.1380 0.020 Uiso 1 1 calc R . . 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 Zn1 0.01850(13) 0.01268(13) 0.01234(12) -0.00063(8) 0.00696(9) -0.00157(8) S1 0.0176(2) 0.0195(3) 0.0135(2) 0.00226(19) 0.00652(19) -0.00080(19) Cl1 0.0241(3) 0.0193(2) 0.0269(3) 0.0003(2) 0.0045(2) 0.0032(2) Cl2 0.0283(3) 0.0344(3) 0.0212(3) 0.0043(2) 0.0174(2) 0.0042(2) O1 0.0303(8) 0.0195(7) 0.0201(7) -0.0005(6) 0.0151(6) -0.0023(6) O2 0.0361(9) 0.0234(8) 0.0239(8) -0.0033(6) 0.0155(7) -0.0102(7) O3 0.0201(7) 0.0274(8) 0.0237(8) 0.0010(6) 0.0095(6) -0.0054(6) O4 0.0240(8) 0.0247(8) 0.0136(7) 0.0037(6) 0.0062(6) 0.0028(6) N1 0.0197(9) 0.0196(9) 0.0164(9) -0.0007(7) 0.0069(7) 0.0004(7) N2 0.0195(8) 0.0160(8) 0.0149(8) -0.0013(7) 0.0090(7) -0.0012(7) N3 0.0174(8) 0.0152(8) 0.0139(8) 0.0007(7) 0.0051(7) -0.0024(6) C1 0.0167(10) 0.0222(10) 0.0117(9) 0.0007(8) 0.0029(8) -0.0017(8) C2 0.0165(10) 0.0190(10) 0.0150(9) 0.0005(8) 0.0003(8) 0.0019(8) C3 0.0180(10) 0.0269(11) 0.0157(10) -0.0022(8) 0.0063(8) 0.0044(8) C4 0.0152(10) 0.0283(11) 0.0119(9) 0.0018(8) 0.0048(8) 0.0010(8) C5 0.0135(9) 0.0208(10) 0.0110(9) 0.0019(8) 0.0027(7) 0.0007(8) C6 0.0162(9) 0.0212(10) 0.0121(9) -0.0008(8) 0.0049(8) 0.0016(8) C7 0.0190(10) 0.0224(11) 0.0135(9) 0.0033(8) 0.0044(8) 0.0009(8) C8 0.0261(11) 0.0184(10) 0.0159(10) 0.0013(8) 0.0057(8) -0.0015(9) C9 0.0281(11) 0.0165(10) 0.0191(10) 0.0022(8) 0.0068(9) -0.0043(9) C10 0.0184(10) 0.0165(9) 0.0164(10) -0.0033(8) 0.0097(8) -0.0028(8) C11 0.0268(11) 0.0240(11) 0.0142(10) 0.0018(8) 0.0046(9) -0.0081(9) C12 0.0285(11) 0.0199(10) 0.0168(10) 0.0021(8) 0.0088(9) -0.0071(9) C13 0.0328(12) 0.0147(10) 0.0221(11) -0.0012(8) 0.0146(9) 0.0021(9) C14 0.0334(12) 0.0190(10) 0.0207(10) 0.0019(9) 0.0169(9) 0.0012(9) C15 0.0139(9) 0.0142(9) 0.0154(9) 0.0011(8) 0.0030(7) -0.0023(7) C16 0.0204(10) 0.0142(9) 0.0192(10) -0.0005(8) 0.0073(8) 0.0018(8) C17 0.0190(10) 0.0182(10) 0.0149(9) -0.0006(8) 0.0074(8) -0.0016(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.9525(13) 4 ? Zn1 N1 1.9580(17) . ? Zn1 N2 2.0610(16) . ? Zn1 N3 2.0984(16) . ? S1 O3 1.4509(15) . ? S1 O4 1.4509(14) . ? S1 N1 1.5641(16) . ? S1 C5 1.792(2) . ? Cl1 C2 1.736(2) . ? Cl2 C4 1.7369(19) . ? O1 C7 1.289(2) . ? O1 Zn1 1.9525(13) 4_545 ? O2 C7 1.230(2) . ? N2 C12 1.341(3) . ? N2 C8 1.347(3) . ? N3 C17 1.343(3) . ? N3 C13 1.348(3) . ? C1 C6 1.395(3) . ? C1 C2 1.403(3) . ? C1 C7 1.515(3) . ? C2 C3 1.388(3) . ? C3 C4 1.383(3) . ? C4 C5 1.399(3) . ? C5 C6 1.392(3) . ? C8 C9 1.385(3) . ? C9 C10 1.404(3) . ? C10 C11 1.386(3) . ? C10 C10 1.492(4) 5_565 ? C11 C12 1.382(3) . ? C13 C14 1.381(3) . ? C14 C15 1.393(3) . ? C15 C16 1.395(3) . ? C15 C15 1.504(4) 7_575 ? C16 C17 1.386(3) . ? 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 O1 Zn1 N1 120.69(7) 4 . ? O1 Zn1 N2 103.35(6) 4 . ? N1 Zn1 N2 115.12(7) . . ? O1 Zn1 N3 100.01(6) 4 . ? N1 Zn1 N3 112.68(7) . . ? N2 Zn1 N3 102.50(6) . . ? O3 S1 O4 116.90(8) . . ? O3 S1 N1 113.22(9) . . ? O4 S1 N1 107.99(9) . . ? O3 S1 C5 105.75(9) . . ? O4 S1 C5 103.63(9) . . ? N1 S1 C5 108.64(9) . . ? C7 O1 Zn1 109.68(12) . 4_545 ? S1 N1 Zn1 120.35(9) . . ? C12 N2 C8 117.44(17) . . ? C12 N2 Zn1 118.90(13) . . ? C8 N2 Zn1 123.63(13) . . ? C17 N3 C13 117.00(17) . . ? C17 N3 Zn1 119.69(12) . . ? C13 N3 Zn1 122.65(13) . . ? C6 C1 C2 117.75(18) . . ? C6 C1 C7 117.23(18) . . ? C2 C1 C7 124.98(18) . . ? C3 C2 C1 120.67(19) . . ? C3 C2 Cl1 115.72(15) . . ? C1 C2 Cl1 123.60(16) . . ? C4 C3 C2 120.13(18) . . ? C3 C4 C5 120.91(18) . . ? C3 C4 Cl2 116.95(15) . . ? C5 C4 Cl2 122.12(16) . . ? C6 C5 C4 117.87(18) . . ? C6 C5 S1 119.65(15) . . ? C4 C5 S1 122.32(15) . . ? C5 C6 C1 122.58(18) . . ? O2 C7 O1 124.79(18) . . ? O2 C7 C1 121.04(18) . . ? O1 C7 C1 114.14(17) . . ? N2 C8 C9 122.64(19) . . ? C8 C9 C10 119.59(18) . . ? C11 C10 C9 117.21(18) . . ? C11 C10 C10 120.9(2) . 5_565 ? C9 C10 C10 121.9(2) . 5_565 ? C12 C11 C10 119.66(19) . . ? N2 C12 C11 123.40(18) . . ? N3 C13 C14 123.20(19) . . ? C13 C14 C15 120.16(18) . . ? C14 C15 C16 116.34(18) . . ? C14 C15 C15 121.3(2) . 7_575 ? C16 C15 C15 122.4(2) . 7_575 ? C17 C16 C15 120.37(18) . . ? N3 C17 C16 122.83(18) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.774 _refine_diff_density_min -0.329 _refine_diff_density_rms 0.055 _database_code_depnum_ccdc_archive 'CCDC 947961' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety Cu6(C7H4O5NSCl)6(C10H8N2)5(H2O)7 _chemical_formula_sum 'C92 H78 Cl6 Cu6 N16 O37 S6' _chemical_formula_weight 2785.92 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' 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' Cu Cu 0.3201 1.2651 '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' S S 0.1246 0.1234 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.6420(11) _cell_length_b 16.0895(16) _cell_length_c 18.2984(19) _cell_angle_alpha 64.614(2) _cell_angle_beta 89.078(2) _cell_angle_gamma 79.539(2) _cell_volume 2776.8(5) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3376 _cell_measurement_theta_min 2.57 _cell_measurement_theta_max 27.35 _exptl_crystal_description Block _exptl_crystal_colour Green _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.660 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 1.475 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6263 _exptl_absorpt_correction_T_max 0.6660 _exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16160 _diffrn_reflns_av_R_equivalents 0.0356 _diffrn_reflns_av_sigmaI/netI 0.0732 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.23 _diffrn_reflns_theta_max 26.37 _reflns_number_total 11065 _reflns_number_gt 7902 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0480P)^2^+1.5000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11065 _refine_ls_number_parameters 807 _refine_ls_number_restraints 54 _refine_ls_R_factor_all 0.0762 _refine_ls_R_factor_gt 0.0454 _refine_ls_wR_factor_ref 0.1120 _refine_ls_wR_factor_gt 0.0983 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.007 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.48161(4) 0.39168(3) 0.21182(3) 0.01224(11) Uani 1 1 d . . . Cu2 Cu 0.84356(4) 0.28499(3) 0.38573(3) 0.01212(11) Uani 1 1 d . . . Cu3 Cu 0.13940(4) 0.47383(3) 0.34416(3) 0.01552(12) Uani 1 1 d . . . Cl2 Cl 1.21831(9) 0.08917(8) 0.17147(6) 0.0239(2) Uani 1 1 d . . . Cl4 Cl 0.60467(14) 0.83440(8) 0.01391(9) 0.0541(4) Uani 1 1 d . . . Cl6 Cl 0.50796(11) 0.17318(10) 0.69148(6) 0.0391(3) Uani 1 1 d . . . S1 S 0.95260(10) 0.14130(7) 0.05974(6) 0.0167(2) Uani 1 1 d D . . S2 S 0.35785(10) 0.89443(6) 0.10088(6) 0.0163(2) Uani 1 1 d D . . S3 S 0.26078(10) 0.06631(8) 0.73700(6) 0.0226(2) Uani 1 1 d D . . O1 O 1.0471(3) 0.1796(2) 0.00421(17) 0.0249(7) Uani 1 1 d . . . O2 O 0.8200(3) 0.1692(2) 0.03029(17) 0.0238(7) Uani 1 1 d . . . O3 O 0.7238(3) 0.32263(18) 0.29319(15) 0.0169(6) Uani 1 1 d . . . O4 O 0.6365(2) 0.32081(17) 0.18550(15) 0.0131(5) Uani 1 1 d . . . O5 O 0.4573(3) 0.93642(19) 0.11468(17) 0.0267(7) Uani 1 1 d . . . O6 O 0.2465(3) 0.89207(19) 0.14699(18) 0.0287(7) Uani 1 1 d . . . O7 O 0.3511(3) 0.45795(17) 0.25504(15) 0.0150(6) Uani 1 1 d . . . O8 O 0.2441(2) 0.56944(17) 0.28495(15) 0.0149(6) Uani 1 1 d . . . O9 O 0.1299(3) 0.0531(2) 0.74048(17) 0.0254(7) Uani 1 1 d . . . O10 O 0.3586(3) -0.0063(2) 0.7355(2) 0.0408(9) Uani 1 1 d . . . O11 O 0.0295(3) 0.3845(2) 0.39279(16) 0.0236(7) Uani 1 1 d . . . O12 O 0.9700(2) 0.25377(18) 0.47628(15) 0.0160(6) Uani 1 1 d . . . O13 O 0.9768(3) 0.22945(19) 0.33965(15) 0.0182(6) Uani 1 1 d . . . O14 O 0.5447(3) 0.50388(18) 0.15166(17) 0.0206(6) Uani 1 1 d . . . O15 O 0.2590(3) 0.41575(19) 0.43725(15) 0.0188(6) Uani 1 1 d . . . N1 N 0.9897(3) 0.0298(2) 0.0918(2) 0.0234(8) Uani 1 1 d DU . . H1A H 0.949(3) -0.0045(8) 0.1312(18) 0.035 Uiso 1 1 d D . . H1B H 1.0696(12) 0.0039(9) 0.099(2) 0.035 Uiso 1 1 d D . . N2 N 0.3102(4) 0.9552(2) 0.00691(19) 0.0235(8) Uani 1 1 d D . . H2A H 0.2600 0.9289 -0.0156 0.035 Uiso 1 1 d RD . . H2B H 0.3675 0.9762 -0.0252 0.035 Uiso 1 1 d RD . . N3 N 0.2911(4) 0.0819(3) 0.8147(2) 0.0296(9) Uani 1 1 d D . . H3C H 0.3688(12) 0.081(3) 0.8276(18) 0.044 Uiso 1 1 d D . . H3D H 0.240(2) 0.125(2) 0.8234(19) 0.044 Uiso 1 1 d D . . N4 N 0.4396(3) 0.2683(2) 0.29193(18) 0.0139(7) Uani 1 1 d . . . N5 N 0.7662(3) 0.1530(2) 0.45882(19) 0.0181(7) Uani 1 1 d . . . N6 N 0.3396(3) 0.4061(2) 0.10992(19) 0.0176(7) Uani 1 1 d . . . N7 N 0.0439(3) 0.5057(2) 0.23836(19) 0.0176(7) Uani 1 1 d . . . N8 N 0.7248(3) 0.3693(2) 0.42470(18) 0.0144(7) Uani 1 1 d . . . C1 C 0.8511(4) 0.2415(3) 0.2249(2) 0.0124(8) Uani 1 1 d . . . C2 C 0.9654(4) 0.2144(3) 0.2761(2) 0.0147(8) Uani 1 1 d . . . C3 C 1.0765(4) 0.1684(3) 0.2551(2) 0.0163(8) Uani 1 1 d . . . H3A H 1.1531 0.1528 0.2859 0.020 Uiso 1 1 calc R . . C4 C 1.0750(4) 0.1462(3) 0.1908(2) 0.0146(8) Uani 1 1 d . . . C5 C 0.9624(4) 0.1700(3) 0.1415(2) 0.0139(8) Uani 1 1 d . . . C6 C 0.8529(4) 0.2171(3) 0.1604(2) 0.0138(8) Uani 1 1 d . . . H6A H 0.7774 0.2331 0.1284 0.017 Uiso 1 1 calc R . . C7 C 0.7319(3) 0.2979(2) 0.2357(2) 0.0119(8) Uani 1 1 d . . . C8 C 0.3983(4) 0.6130(3) 0.1877(2) 0.0140(8) Uani 1 1 d . . . C9 C 0.5009(4) 0.5875(3) 0.1454(2) 0.0170(8) Uani 1 1 d . . . C10 C 0.5604(4) 0.6609(3) 0.0919(3) 0.0287(11) Uani 1 1 d . . . H10A H 0.6286 0.6465 0.0642 0.034 Uiso 1 1 calc R . . C11 C 0.5209(4) 0.7524(3) 0.0797(3) 0.0265(10) Uani 1 1 d . . . C12 C 0.4184(4) 0.7776(3) 0.1195(2) 0.0156(8) Uani 1 1 d . . . C13 C 0.3589(4) 0.7070(3) 0.1722(2) 0.0140(8) Uani 1 1 d . . . H13A H 0.2896 0.7230 0.1983 0.017 Uiso 1 1 calc R . . C14 C 0.3286(3) 0.5430(2) 0.2452(2) 0.0124(8) Uani 1 1 d . . . C15 C 0.1539(4) 0.2866(3) 0.5185(2) 0.0147(8) Uani 1 1 d . . . C16 C 0.1599(4) 0.2059(3) 0.5916(2) 0.0161(8) Uani 1 1 d . . . H16A H 0.0912 0.1749 0.6027 0.019 Uiso 1 1 calc R . . C17 C 0.2637(4) 0.1705(3) 0.6477(2) 0.0195(9) Uani 1 1 d . . . C18 C 0.3678(4) 0.2174(3) 0.6279(2) 0.0244(10) Uani 1 1 d . . . C19 C 0.3631(4) 0.2977(3) 0.5587(2) 0.0233(10) Uani 1 1 d . . . H19A H 0.4331 0.3274 0.5486 0.028 Uiso 1 1 calc R . . C20 C 0.2553(4) 0.3381(3) 0.5012(2) 0.0166(8) Uani 1 1 d . . . C21 C 0.0458(4) 0.3113(3) 0.4588(2) 0.0152(8) Uani 1 1 d . . . C22 C 0.4706(4) 0.1906(3) 0.2797(2) 0.0174(8) Uani 1 1 d . . . H22A H 0.5191 0.1933 0.2363 0.021 Uiso 1 1 calc R . . C23 C 0.4340(4) 0.1073(3) 0.3284(2) 0.0183(8) Uani 1 1 d . . . H23A H 0.4560 0.0558 0.3168 0.022 Uiso 1 1 calc R . . C24 C 0.3643(4) 0.1005(3) 0.3947(2) 0.0160(8) Uani 1 1 d . . . C25 C 0.3353(5) 0.1796(3) 0.4089(3) 0.0280(10) Uani 1 1 d . . . H25A H 0.2900 0.1776 0.4534 0.034 Uiso 1 1 calc R . . C26 C 0.3738(5) 0.2614(3) 0.3570(2) 0.0246(10) Uani 1 1 d . . . H26A H 0.3534 0.3137 0.3676 0.030 Uiso 1 1 calc R . . C27 C 0.8364(7) 0.0697(5) 0.4746(5) 0.038(2) Uani 0.681(5) 1 d PU . 1 H27A H 0.9166 0.0677 0.4537 0.045 Uiso 0.681(5) 1 calc PR . 1 C28 C 0.2008(7) 0.0136(5) 0.4805(4) 0.037(2) Uani 0.681(5) 1 d PU . 1 H28A H 0.1481 0.0700 0.4726 0.044 Uiso 0.681(5) 1 calc PR . 1 C27' C 0.7416(13) 0.0956(9) 0.4262(8) 0.023(3) Uani 0.319(5) 1 d PU . 2 H27C H 0.7521 0.1133 0.3713 0.028 Uiso 0.319(5) 1 calc PR . 2 C28' C 0.2987(14) -0.0114(9) 0.5285(8) 0.023(3) Uani 0.319(5) 1 d PU . 2 H28C H 0.3115 0.0278 0.5519 0.027 Uiso 0.319(5) 1 calc PR . 2 C29 C 0.3197(4) 0.0128(3) 0.4465(2) 0.0170(8) Uani 1 1 d . . . C30 C 0.3923(6) -0.0737(4) 0.4617(4) 0.0205(15) Uani 0.681(5) 1 d P . 1 H30A H 0.4718 -0.0781 0.4403 0.025 Uiso 0.681(5) 1 calc PR . 1 C31 C 0.6539(6) 0.1539(4) 0.4910(4) 0.0238(15) Uani 0.681(5) 1 d P . 1 H31A H 0.6032 0.2116 0.4812 0.029 Uiso 0.681(5) 1 calc PR . 1 C30' C 0.2952(15) -0.0464(9) 0.4150(8) 0.028(4) Uani 0.319(5) 1 d P . 2 H30C H 0.3076 -0.0323 0.3608 0.033 Uiso 0.319(5) 1 calc PR . 2 C31' C 0.7473(16) 0.1259(10) 0.5367(9) 0.032(4) Uani 0.319(5) 1 d PU . 2 H31C H 0.7644 0.1642 0.5601 0.038 Uiso 0.319(5) 1 calc PR . 2 C32 C 0.3208(4) 0.4882(3) 0.0434(2) 0.0221(9) Uani 1 1 d . . . H32A H 0.3657 0.5335 0.0416 0.026 Uiso 1 1 calc R . . C33 C 0.2389(4) 0.5095(3) -0.0225(2) 0.0197(9) Uani 1 1 d . . . H33A H 0.2283 0.5682 -0.0664 0.024 Uiso 1 1 calc R . . C34 C 0.1723(4) 0.4434(3) -0.0231(2) 0.0159(8) Uani 1 1 d . . . C35 C 0.1910(4) 0.3572(3) 0.0456(2) 0.0211(9) Uani 1 1 d . . . H35A H 0.1484 0.3104 0.0485 0.025 Uiso 1 1 calc R . . C36 C 0.2737(4) 0.3427(3) 0.1092(2) 0.0221(9) Uani 1 1 d . . . H36A H 0.2845 0.2851 0.1545 0.027 Uiso 1 1 calc R . . C37 C -0.0155(5) 0.5913(3) 0.1889(3) 0.0303(11) Uani 1 1 d . . . H37A H -0.0104 0.6403 0.2022 0.036 Uiso 1 1 calc R . . C38 C 0.0849(5) 0.3888(3) -0.1179(3) 0.0297(11) Uani 1 1 d . . . H38A H 0.1262 0.3277 -0.0852 0.036 Uiso 1 1 calc R . . C39 C 0.0929(4) 0.4602(3) -0.0957(2) 0.0167(8) Uani 1 1 d . . . C40 C 0.0279(4) 0.5501(3) -0.1476(2) 0.0215(9) Uani 1 1 d . . . H40A H 0.0298 0.6003 -0.1353 0.026 Uiso 1 1 calc R . . C41 C 0.0391(4) 0.4360(3) 0.2172(2) 0.0218(9) Uani 1 1 d . . . H41A H 0.0828 0.3759 0.2507 0.026 Uiso 1 1 calc R . . C42 C 0.6298(4) 0.4370(3) 0.3765(2) 0.0278(10) Uani 1 1 d . . . H42A H 0.6227 0.4488 0.3222 0.033 Uiso 1 1 calc R . . C43 C 0.5419(5) 0.4900(3) 0.4034(3) 0.0307(11) Uani 1 1 d . . . H43A H 0.4778 0.5364 0.3674 0.037 Uiso 1 1 calc R . . C44 C 0.5486(4) 0.4743(3) 0.4841(2) 0.0144(8) Uani 1 1 d . . . C45 C 0.6515(4) 0.4069(3) 0.5325(3) 0.0290(11) Uani 1 1 d . . . H45A H 0.6645 0.3963 0.5862 0.035 Uiso 1 1 calc R . . C46 C 0.7338(4) 0.3561(4) 0.5016(3) 0.0298(11) Uani 1 1 d . . . H46A H 0.7996 0.3099 0.5362 0.036 Uiso 1 1 calc R . . O1W O 0.0287(6) 0.6074(5) 0.3628(4) 0.037(2) Uani 0.651(16) 1 d PU . . O6W O -0.0004(11) 0.5571(10) 0.3998(9) 0.044(4) Uani 0.349(16) 1 d PU . . O2W O 0.0720(4) 0.1830(3) 0.8476(2) 0.0608(12) Uani 1 1 d . . . H2C H 0.0648 0.1824 0.8942 0.091 Uiso 1 1 d R . . H2D H 0.0027 0.1946 0.8220 0.091 Uiso 1 1 d R . . O3W O 0.1014(6) 0.7971(4) 0.2858(4) 0.0304(16) Uani 0.50 1 d P A 1 O5W O 0.0804(8) 0.7231(8) 0.2964(6) 0.074(3) Uani 0.50 1 d P A 1 O4W O 0.1387(9) 0.8739(7) 0.3001(5) 0.072(3) Uani 0.50 1 d P B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0133(2) 0.0073(2) 0.0129(2) -0.00159(18) 0.00166(18) -0.00172(18) Cu2 0.0122(2) 0.0138(2) 0.0097(2) -0.00423(19) 0.00006(18) -0.00311(19) Cu3 0.0147(2) 0.0173(3) 0.0110(2) -0.0020(2) 0.00040(19) -0.0051(2) Cl2 0.0149(5) 0.0312(6) 0.0289(5) -0.0184(5) 0.0021(4) 0.0011(4) Cl4 0.0635(9) 0.0173(6) 0.0771(10) -0.0131(6) 0.0524(8) -0.0200(6) Cl6 0.0215(6) 0.0589(8) 0.0177(5) 0.0041(5) -0.0068(4) -0.0142(6) S1 0.0192(5) 0.0176(5) 0.0157(5) -0.0088(4) 0.0028(4) -0.0051(4) S2 0.0250(5) 0.0088(4) 0.0122(4) -0.0016(4) -0.0012(4) -0.0034(4) S3 0.0203(5) 0.0247(6) 0.0129(5) 0.0005(4) 0.0029(4) -0.0030(4) O1 0.0301(17) 0.0283(16) 0.0181(14) -0.0096(13) 0.0086(13) -0.0118(14) O2 0.0232(16) 0.0278(16) 0.0233(15) -0.0150(14) -0.0062(13) -0.0010(13) O3 0.0167(14) 0.0189(14) 0.0146(13) -0.0079(12) -0.0021(11) -0.0008(12) O4 0.0133(13) 0.0129(13) 0.0121(13) -0.0047(11) 0.0000(11) -0.0016(11) O5 0.0378(18) 0.0159(15) 0.0218(15) -0.0029(13) -0.0134(14) -0.0068(13) O6 0.0367(18) 0.0119(14) 0.0297(17) -0.0047(13) 0.0128(15) 0.0015(13) O7 0.0187(14) 0.0077(13) 0.0155(13) -0.0015(11) 0.0035(11) -0.0042(11) O8 0.0162(14) 0.0118(13) 0.0142(13) -0.0032(11) 0.0035(11) -0.0032(11) O9 0.0226(16) 0.0282(16) 0.0179(14) -0.0012(13) 0.0044(13) -0.0098(13) O10 0.0294(18) 0.0283(18) 0.042(2) 0.0003(16) 0.0101(16) 0.0082(15) O11 0.0181(15) 0.0336(17) 0.0095(13) 0.0021(13) -0.0025(12) -0.0108(13) O12 0.0143(14) 0.0207(15) 0.0142(13) -0.0077(12) 0.0023(11) -0.0057(12) O13 0.0169(14) 0.0232(15) 0.0146(14) -0.0090(12) -0.0004(12) -0.0018(12) O14 0.0214(15) 0.0092(13) 0.0275(15) -0.0050(12) 0.0085(13) -0.0023(12) O15 0.0221(15) 0.0186(14) 0.0127(13) -0.0015(12) -0.0002(12) -0.0100(12) N1 0.026(2) 0.0176(18) 0.031(2) -0.0148(16) 0.0053(17) -0.0063(15) N2 0.035(2) 0.0136(17) 0.0155(17) 0.0013(14) -0.0108(16) -0.0075(16) N3 0.025(2) 0.045(3) 0.0120(17) -0.0045(17) -0.0012(16) -0.0091(19) N4 0.0145(16) 0.0097(16) 0.0131(16) -0.0017(13) -0.0019(13) 0.0001(13) N5 0.0208(18) 0.0157(17) 0.0152(17) -0.0029(14) 0.0018(14) -0.0073(14) N6 0.0192(18) 0.0149(17) 0.0149(16) -0.0033(14) -0.0007(14) -0.0020(14) N7 0.0192(18) 0.0155(17) 0.0146(16) -0.0021(14) 0.0001(14) -0.0065(14) N8 0.0147(16) 0.0136(16) 0.0124(15) -0.0030(13) -0.0008(13) -0.0036(13) C1 0.0133(19) 0.0104(18) 0.0114(18) -0.0021(15) 0.0002(15) -0.0036(15) C2 0.016(2) 0.0131(19) 0.0136(18) -0.0043(16) 0.0003(16) -0.0029(16) C3 0.0117(19) 0.020(2) 0.0163(19) -0.0081(17) -0.0021(16) 0.0003(16) C4 0.0101(18) 0.0143(19) 0.0187(19) -0.0061(16) 0.0050(16) -0.0033(15) C5 0.017(2) 0.0140(19) 0.0140(18) -0.0094(16) 0.0016(16) -0.0030(16) C6 0.0139(19) 0.0120(18) 0.0143(18) -0.0048(16) -0.0003(15) -0.0018(15) C7 0.0124(19) 0.0105(18) 0.0108(18) -0.0015(15) 0.0029(15) -0.0056(15) C8 0.0136(19) 0.0135(19) 0.0141(18) -0.0044(16) 0.0001(15) -0.0042(15) C9 0.015(2) 0.0109(19) 0.020(2) -0.0031(17) 0.0047(17) -0.0016(16) C10 0.030(3) 0.019(2) 0.039(3) -0.013(2) 0.021(2) -0.009(2) C11 0.031(2) 0.016(2) 0.031(2) -0.0063(19) 0.018(2) -0.0127(19) C12 0.019(2) 0.0083(18) 0.0144(19) -0.0011(16) -0.0002(16) 0.0006(16) C13 0.0135(19) 0.0143(19) 0.0124(18) -0.0040(16) 0.0011(15) -0.0028(15) C14 0.0113(18) 0.0106(18) 0.0120(18) -0.0015(15) -0.0011(15) -0.0027(15) C15 0.015(2) 0.021(2) 0.0087(17) -0.0054(16) 0.0014(15) -0.0062(16) C16 0.016(2) 0.024(2) 0.0135(18) -0.0116(17) 0.0050(16) -0.0077(17) C17 0.019(2) 0.025(2) 0.0088(18) -0.0015(17) 0.0003(16) -0.0040(18) C18 0.018(2) 0.039(3) 0.0113(19) -0.0055(19) -0.0037(17) -0.0064(19) C19 0.018(2) 0.034(3) 0.014(2) -0.0037(19) -0.0002(17) -0.0128(19) C20 0.016(2) 0.024(2) 0.0111(18) -0.0076(17) 0.0035(16) -0.0067(17) C21 0.0127(19) 0.023(2) 0.0118(18) -0.0088(17) 0.0035(15) -0.0035(16) C22 0.019(2) 0.0132(19) 0.017(2) -0.0050(17) 0.0041(16) -0.0005(16) C23 0.022(2) 0.0124(19) 0.023(2) -0.0095(17) 0.0059(17) -0.0042(17) C24 0.019(2) 0.0128(19) 0.0139(18) -0.0038(16) -0.0032(16) -0.0018(16) C25 0.048(3) 0.015(2) 0.018(2) -0.0042(18) 0.017(2) -0.006(2) C26 0.050(3) 0.0086(19) 0.0134(19) -0.0039(17) 0.011(2) -0.0051(19) C27 0.033(4) 0.020(4) 0.045(4) -0.003(3) 0.021(4) 0.000(3) C28 0.041(4) 0.012(3) 0.043(4) -0.001(3) 0.024(4) 0.002(3) C27' 0.026(7) 0.011(6) 0.019(6) 0.003(5) 0.006(6) 0.001(5) C28' 0.034(8) 0.010(6) 0.025(7) -0.008(5) 0.008(6) -0.010(6) C29 0.019(2) 0.0111(19) 0.0150(19) -0.0003(16) -0.0014(16) -0.0025(16) C30 0.018(3) 0.012(3) 0.031(4) -0.007(3) 0.007(3) -0.004(2) C31 0.019(3) 0.012(3) 0.035(4) -0.006(3) 0.002(3) -0.001(3) C30' 0.050(10) 0.021(7) 0.008(6) 0.000(6) 0.001(6) -0.013(7) C31' 0.050(8) 0.032(7) 0.026(6) -0.019(5) -0.005(6) -0.019(6) C32 0.029(2) 0.015(2) 0.022(2) -0.0069(18) -0.0022(19) -0.0070(18) C33 0.029(2) 0.0100(19) 0.0112(19) 0.0036(16) 0.0001(17) -0.0027(17) C34 0.017(2) 0.015(2) 0.0123(18) -0.0048(16) -0.0011(16) 0.0015(16) C35 0.021(2) 0.019(2) 0.018(2) -0.0008(17) -0.0010(17) -0.0071(18) C36 0.024(2) 0.017(2) 0.016(2) 0.0027(17) -0.0013(18) -0.0049(18) C37 0.043(3) 0.020(2) 0.027(2) -0.007(2) -0.010(2) -0.009(2) C38 0.035(3) 0.017(2) 0.025(2) 0.0021(19) -0.012(2) -0.004(2) C39 0.017(2) 0.016(2) 0.0126(18) -0.0016(16) -0.0012(16) -0.0057(16) C40 0.022(2) 0.020(2) 0.021(2) -0.0082(18) 0.0001(18) -0.0020(18) C41 0.025(2) 0.017(2) 0.016(2) -0.0018(17) -0.0012(18) -0.0013(18) C42 0.036(3) 0.029(2) 0.012(2) -0.0092(19) -0.0063(19) 0.011(2) C43 0.036(3) 0.030(3) 0.017(2) -0.011(2) -0.010(2) 0.016(2) C44 0.018(2) 0.0142(19) 0.0141(19) -0.0072(16) 0.0015(16) -0.0068(16) C45 0.023(2) 0.043(3) 0.016(2) -0.015(2) -0.0065(18) 0.010(2) C46 0.022(2) 0.047(3) 0.018(2) -0.017(2) -0.0072(19) 0.009(2) O1W 0.037(3) 0.032(4) 0.041(4) -0.018(3) 0.011(3) 0.000(3) O6W 0.053(7) 0.025(7) 0.063(8) -0.025(6) 0.029(6) -0.017(5) O2W 0.079(3) 0.066(3) 0.033(2) -0.024(2) -0.001(2) 0.005(2) O3W 0.031(4) 0.007(3) 0.050(4) -0.008(3) 0.016(3) -0.008(3) O5W 0.044(5) 0.114(9) 0.064(6) -0.048(6) 0.001(5) 0.010(6) O4W 0.066(6) 0.070(6) 0.060(6) -0.013(5) 0.011(5) -0.001(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 Cu1 O14 1.907(3) . ? Cu1 O7 1.960(3) . ? Cu1 O4 2.003(3) . ? Cu1 N4 2.024(3) . ? Cu1 N6 2.326(3) . ? Cu2 O13 1.915(3) . ? Cu2 O3 1.941(3) . ? Cu2 O12 1.980(3) . ? Cu2 N8 2.031(3) . ? Cu2 N5 2.267(3) . ? Cu3 O15 1.915(3) . ? Cu3 O11 1.925(3) . ? Cu3 O8 1.984(2) . ? Cu3 N7 2.017(3) . ? Cu3 O6W 2.333(11) . ? Cu3 O1W 2.412(6) . ? Cl2 C4 1.745(4) . ? Cl4 C11 1.737(4) . ? Cl6 C18 1.745(4) . ? S1 O2 1.438(3) . ? S1 O1 1.442(3) . ? S1 N1 1.602(3) . ? S1 C5 1.754(4) . ? S2 O5 1.434(3) . ? S2 O6 1.440(3) . ? S2 N2 1.605(3) . ? S2 C12 1.756(4) . ? S3 O10 1.426(3) . ? S3 O9 1.443(3) . ? S3 N3 1.593(4) . ? S3 C17 1.775(4) . ? O3 C7 1.271(5) . ? O4 C7 1.270(4) . ? O7 C14 1.278(4) . ? O8 C14 1.274(5) . ? O11 C21 1.260(4) . ? O12 C21 1.272(4) 1_655 ? O13 C2 1.297(5) . ? O14 C9 1.298(5) . ? O15 C20 1.302(4) . ? N1 H1A 0.866(9) . ? N1 H1B 0.862(9) . ? N2 H2A 0.9340 . ? N2 H2B 0.8506 . ? N3 H3C 0.861(9) . ? N3 H3D 0.866(9) . ? N4 C22 1.344(5) . ? N4 C26 1.345(5) . ? N5 C27 1.322(8) . ? N5 C31' 1.323(15) . ? N5 C31 1.324(7) . ? N5 C27' 1.357(14) . ? N6 C32 1.342(5) . ? N6 C36 1.343(5) . ? N7 C37 1.323(5) . ? N7 C41 1.343(5) . ? N8 C46 1.333(5) . ? N8 C42 1.339(5) . ? C1 C6 1.394(5) . ? C1 C2 1.428(5) . ? C1 C7 1.483(5) . ? C2 C3 1.416(5) . ? C3 C4 1.369(5) . ? C3 H3A 0.9300 . ? C4 C5 1.403(5) . ? C5 C6 1.394(5) . ? C6 H6A 0.9300 . ? C8 C13 1.397(5) . ? C8 C9 1.429(5) . ? C8 C14 1.479(5) . ? C9 C10 1.418(5) . ? C10 C11 1.374(6) . ? C10 H10A 0.9300 . ? C11 C12 1.398(6) . ? C12 C13 1.386(5) . ? C13 H13A 0.9300 . ? C15 C16 1.401(5) . ? C15 C20 1.428(5) . ? C15 C21 1.476(5) . ? C16 C17 1.380(5) . ? C16 H16A 0.9300 . ? C17 C18 1.408(6) . ? C18 C19 1.361(6) . ? C19 C20 1.425(5) . ? C19 H19A 0.9300 . ? C21 O12 1.272(4) 1_455 ? C22 C23 1.378(5) . ? C22 H22A 0.9300 . ? C23 C24 1.386(6) . ? C23 H23A 0.9300 . ? C24 C25 1.386(6) . ? C24 C29 1.482(5) . ? C25 C26 1.384(5) . ? C25 H25A 0.9300 . ? C26 H26A 0.9300 . ? C27 C28 1.367(9) 2_656 ? C27 H27A 0.9300 . ? C28 C27 1.367(9) 2_656 ? C28 C29 1.401(8) . ? C28 H28A 0.9300 . ? C27' C28' 1.395(17) 2_656 ? C27' H27C 0.9300 . ? C28' C27' 1.395(17) 2_656 ? C28' C29 1.404(14) . ? C28' H28C 0.9300 . ? C29 C30' 1.368(14) . ? C29 C30 1.376(7) . ? C30 C31 1.385(8) 2_656 ? C30 H30A 0.9300 . ? C31 C30 1.385(8) 2_656 ? C31 H31A 0.9300 . ? C30' C31' 1.362(18) 2_656 ? C30' H30C 0.9300 . ? C31' C30' 1.362(18) 2_656 ? C31' H31C 0.9300 . ? C32 C33 1.378(5) . ? C32 H32A 0.9300 . ? C33 C34 1.385(5) . ? C33 H33A 0.9300 . ? C34 C35 1.399(5) . ? C34 C39 1.482(5) . ? C35 C36 1.381(6) . ? C35 H35A 0.9300 . ? C36 H36A 0.9300 . ? C37 C38 1.387(6) 2_565 ? C37 H37A 0.9300 . ? C38 C37 1.387(6) 2_565 ? C38 C39 1.388(6) . ? C38 H38A 0.9300 . ? C39 C40 1.397(5) . ? C40 C41 1.381(6) 2_565 ? C40 H40A 0.9300 . ? C41 C40 1.381(6) 2_565 ? C41 H41A 0.9300 . ? C42 C43 1.379(6) . ? C42 H42A 0.9300 . ? C43 C44 1.388(6) . ? C43 H43A 0.9300 . ? C44 C45 1.391(5) . ? C44 C44 1.475(8) 2_666 ? C45 C46 1.369(6) . ? C45 H45A 0.9300 . ? C46 H46A 0.9300 . ? O1W O6W 0.909(11) . ? O2W H2C 0.8505 . ? O2W H2D 0.8267 . ? O3W O5W 1.184(12) . ? 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 O14 Cu1 O7 90.96(11) . . ? O14 Cu1 O4 88.33(11) . . ? O7 Cu1 O4 169.07(10) . . ? O14 Cu1 N4 169.32(12) . . ? O7 Cu1 N4 89.47(12) . . ? O4 Cu1 N4 89.23(12) . . ? O14 Cu1 N6 97.22(12) . . ? O7 Cu1 N6 92.90(12) . . ? O4 Cu1 N6 98.00(11) . . ? N4 Cu1 N6 93.41(12) . . ? O13 Cu2 O3 92.30(11) . . ? O13 Cu2 O12 87.30(11) . . ? O3 Cu2 O12 176.42(11) . . ? O13 Cu2 N8 166.49(12) . . ? O3 Cu2 N8 90.11(12) . . ? O12 Cu2 N8 89.47(12) . . ? O13 Cu2 N5 96.79(12) . . ? O3 Cu2 N5 92.82(11) . . ? O12 Cu2 N5 90.75(11) . . ? N8 Cu2 N5 96.37(13) . . ? O15 Cu3 O11 92.85(11) . . ? O15 Cu3 O8 92.00(11) . . ? O11 Cu3 O8 175.03(11) . . ? O15 Cu3 N7 163.16(14) . . ? O11 Cu3 N7 85.64(12) . . ? O8 Cu3 N7 89.40(11) . . ? O15 Cu3 O6W 93.8(3) . . ? O11 Cu3 O6W 81.4(4) . . ? O8 Cu3 O6W 99.4(4) . . ? N7 Cu3 O6W 102.5(3) . . ? O15 Cu3 O1W 100.27(16) . . ? O11 Cu3 O1W 102.1(2) . . ? O8 Cu3 O1W 78.1(2) . . ? N7 Cu3 O1W 96.44(17) . . ? O6W Cu3 O1W 22.0(3) . . ? O2 S1 O1 118.64(18) . . ? O2 S1 N1 107.05(18) . . ? O1 S1 N1 106.32(19) . . ? O2 S1 C5 106.32(18) . . ? O1 S1 C5 108.86(18) . . ? N1 S1 C5 109.44(19) . . ? O5 S2 O6 118.0(2) . . ? O5 S2 N2 105.31(17) . . ? O6 S2 N2 107.28(19) . . ? O5 S2 C12 110.47(19) . . ? O6 S2 C12 105.78(18) . . ? N2 S2 C12 109.83(19) . . ? O10 S3 O9 118.3(2) . . ? O10 S3 N3 108.2(2) . . ? O9 S3 N3 106.22(19) . . ? O10 S3 C17 108.4(2) . . ? O9 S3 C17 105.79(18) . . ? N3 S3 C17 109.7(2) . . ? C7 O3 Cu2 129.4(2) . . ? C7 O4 Cu1 112.5(2) . . ? C14 O7 Cu1 130.9(2) . . ? C14 O8 Cu3 113.0(2) . . ? C21 O11 Cu3 129.9(3) . . ? C21 O12 Cu2 113.0(2) 1_655 . ? C2 O13 Cu2 126.9(2) . . ? C9 O14 Cu1 128.4(3) . . ? C20 O15 Cu3 126.1(2) . . ? S1 N1 H1A 118.0(11) . . ? S1 N1 H1B 118.3(11) . . ? H1A N1 H1B 109.1(15) . . ? S2 N2 H2A 116.4 . . ? S2 N2 H2B 116.1 . . ? H2A N2 H2B 109.1 . . ? S3 N3 H3C 119.5(11) . . ? S3 N3 H3D 118.7(11) . . ? H3C N3 H3D 109.7(15) . . ? C22 N4 C26 117.2(3) . . ? C22 N4 Cu1 121.0(3) . . ? C26 N4 Cu1 121.7(3) . . ? C27 N5 C31' 90.7(8) . . ? C27 N5 C31 116.6(5) . . ? C31' N5 C31 53.8(7) . . ? C27 N5 C27' 55.1(6) . . ? C31' N5 C27' 116.4(8) . . ? C31 N5 C27' 92.6(7) . . ? C27 N5 Cu2 120.2(4) . . ? C31' N5 Cu2 121.5(6) . . ? C31 N5 Cu2 123.1(3) . . ? C27' N5 Cu2 122.0(6) . . ? C32 N6 C36 115.8(3) . . ? C32 N6 Cu1 116.0(3) . . ? C36 N6 Cu1 128.3(3) . . ? C37 N7 C41 118.0(3) . . ? C37 N7 Cu3 123.7(3) . . ? C41 N7 Cu3 118.3(3) . . ? C46 N8 C42 116.6(4) . . ? C46 N8 Cu2 121.0(3) . . ? C42 N8 Cu2 122.3(3) . . ? C6 C1 C2 118.8(3) . . ? C6 C1 C7 118.5(3) . . ? C2 C1 C7 122.6(3) . . ? O13 C2 C3 117.0(3) . . ? O13 C2 C1 125.6(4) . . ? C3 C2 C1 117.4(3) . . ? C4 C3 C2 122.2(3) . . ? C4 C3 H3A 118.9 . . ? C2 C3 H3A 118.9 . . ? C3 C4 C5 121.0(4) . . ? C3 C4 Cl2 117.7(3) . . ? C5 C4 Cl2 121.3(3) . . ? C6 C5 C4 117.5(3) . . ? C6 C5 S1 119.1(3) . . ? C4 C5 S1 123.4(3) . . ? C1 C6 C5 123.1(3) . . ? C1 C6 H6A 118.4 . . ? C5 C6 H6A 118.4 . . ? O4 C7 O3 120.5(3) . . ? O4 C7 C1 117.8(3) . . ? O3 C7 C1 121.8(3) . . ? C13 C8 C9 119.3(3) . . ? C13 C8 C14 118.7(4) . . ? C9 C8 C14 121.9(3) . . ? O14 C9 C10 117.3(4) . . ? O14 C9 C8 126.1(3) . . ? C10 C9 C8 116.6(4) . . ? C11 C10 C9 122.3(4) . . ? C11 C10 H10A 118.8 . . ? C9 C10 H10A 118.8 . . ? C10 C11 C12 121.0(4) . . ? C10 C11 Cl4 117.3(3) . . ? C12 C11 Cl4 121.7(3) . . ? C13 C12 C11 117.7(4) . . ? C13 C12 S2 119.6(3) . . ? C11 C12 S2 122.6(3) . . ? C12 C13 C8 123.0(4) . . ? C12 C13 H13A 118.5 . . ? C8 C13 H13A 118.5 . . ? O8 C14 O7 120.1(3) . . ? O8 C14 C8 118.4(3) . . ? O7 C14 C8 121.4(3) . . ? C16 C15 C20 120.0(3) . . ? C16 C15 C21 117.8(3) . . ? C20 C15 C21 122.0(3) . . ? C17 C16 C15 122.6(4) . . ? C17 C16 H16A 118.7 . . ? C15 C16 H16A 118.7 . . ? C16 C17 C18 117.3(3) . . ? C16 C17 S3 118.2(3) . . ? C18 C17 S3 124.4(3) . . ? C19 C18 C17 121.4(4) . . ? C19 C18 Cl6 117.9(3) . . ? C17 C18 Cl6 120.7(3) . . ? C18 C19 C20 122.5(4) . . ? C18 C19 H19A 118.7 . . ? C20 C19 H19A 118.7 . . ? O15 C20 C19 118.1(3) . . ? O15 C20 C15 126.0(3) . . ? C19 C20 C15 115.8(3) . . ? O11 C21 O12 121.0(3) . 1_455 ? O11 C21 C15 122.4(3) . . ? O12 C21 C15 116.6(3) 1_455 . ? N4 C22 C23 123.1(4) . . ? N4 C22 H22A 118.4 . . ? C23 C22 H22A 118.4 . . ? C22 C23 C24 119.8(4) . . ? C22 C23 H23A 120.1 . . ? C24 C23 H23A 120.1 . . ? C23 C24 C25 117.3(4) . . ? C23 C24 C29 121.0(4) . . ? C25 C24 C29 121.7(4) . . ? C26 C25 C24 119.9(4) . . ? C26 C25 H25A 120.0 . . ? C24 C25 H25A 120.0 . . ? N4 C26 C25 122.6(4) . . ? N4 C26 H26A 118.7 . . ? C25 C26 H26A 118.7 . . ? N5 C27 C28 124.4(6) . 2_656 ? N5 C27 H27A 117.8 . . ? C28 C27 H27A 117.8 2_656 . ? C27 C28 C29 119.0(6) 2_656 . ? C27 C28 H28A 120.5 2_656 . ? C29 C28 H28A 120.5 . . ? N5 C27' C28' 122.7(12) . 2_656 ? N5 C27' H27C 118.6 . . ? C28' C27' H27C 118.6 2_656 . ? C27' C28' C29 118.3(11) 2_656 . ? C27' C28' H28C 120.9 2_656 . ? C29 C28' H28C 120.9 . . ? C30' C29 C30 53.6(7) . . ? C30' C29 C28 92.2(8) . . ? C30 C29 C28 116.8(4) . . ? C30' C29 C28' 118.0(8) . . ? C30 C29 C28' 94.1(6) . . ? C28 C29 C28' 53.5(6) . . ? C30' C29 C24 120.6(6) . . ? C30 C29 C24 121.2(4) . . ? C28 C29 C24 121.9(4) . . ? C28' C29 C24 121.4(6) . . ? C29 C30 C31 119.4(5) . 2_656 ? C29 C30 H30A 120.3 . . ? C31 C30 H30A 120.3 2_656 . ? N5 C31 C30 123.7(6) . 2_656 ? N5 C31 H31A 118.2 . . ? C30 C31 H31A 118.2 2_656 . ? C31' C30' C29 119.6(11) 2_656 . ? C31' C30' H30C 120.2 2_656 . ? C29 C30' H30C 120.2 . . ? N5 C31' C30' 124.9(12) . 2_656 ? N5 C31' H31C 117.5 . . ? C30' C31' H31C 117.5 2_656 . ? N6 C32 C33 123.9(4) . . ? N6 C32 H32A 118.0 . . ? C33 C32 H32A 118.0 . . ? C32 C33 C34 119.9(3) . . ? C32 C33 H33A 120.1 . . ? C34 C33 H33A 120.1 . . ? C33 C34 C35 117.0(3) . . ? C33 C34 C39 121.5(3) . . ? C35 C34 C39 121.3(4) . . ? C36 C35 C34 119.0(4) . . ? C36 C35 H35A 120.5 . . ? C34 C35 H35A 120.5 . . ? N6 C36 C35 124.4(4) . . ? N6 C36 H36A 117.8 . . ? C35 C36 H36A 117.8 . . ? N7 C37 C38 122.9(4) . 2_565 ? N7 C37 H37A 118.6 . . ? C38 C37 H37A 118.6 2_565 . ? C37 C38 C39 120.0(4) 2_565 . ? C37 C38 H38A 120.0 2_565 . ? C39 C38 H38A 120.0 . . ? C38 C39 C40 116.8(4) . . ? C38 C39 C34 121.9(4) . . ? C40 C39 C34 121.3(4) . . ? C41 C40 C39 119.7(4) 2_565 . ? C41 C40 H40A 120.2 2_565 . ? C39 C40 H40A 120.2 . . ? N7 C41 C40 122.7(4) . 2_565 ? N7 C41 H41A 118.6 . . ? C40 C41 H41A 118.6 2_565 . ? N8 C42 C43 123.2(4) . . ? N8 C42 H42A 118.4 . . ? C43 C42 H42A 118.4 . . ? C42 C43 C44 120.3(4) . . ? C42 C43 H43A 119.9 . . ? C44 C43 H43A 119.9 . . ? C43 C44 C45 115.8(4) . . ? C43 C44 C44 121.5(4) . 2_666 ? C45 C44 C44 122.7(4) . 2_666 ? C46 C45 C44 120.4(4) . . ? C46 C45 H45A 119.8 . . ? C44 C45 H45A 119.8 . . ? N8 C46 C45 123.6(4) . . ? N8 C46 H46A 118.2 . . ? C45 C46 H46A 118.2 . . ? O6W O1W Cu3 74.1(8) . . ? O1W O6W Cu3 83.9(9) . . ? H2C O2W H2D 113.9 . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 0.836 _refine_diff_density_min -0.873 _refine_diff_density_rms 0.101 _database_code_depnum_ccdc_archive 'CCDC 947962'