# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and The Centre National de la Recherche Scientifique, 2010 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _publ_contact_author_name 'Biradha, Kumar' _publ_contact_author_email kbiradha@yahoo.com _publ_section_title ; Assembling Coordination Networks of Bis-amido Pyridines via Hydrogen Bonds: Isostructurality and Large Hydrophobic Cavities for Guest Inclusion ; loop_ _publ_author_name L.Rajput K.Biradha # Attachment '- kb3.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 763762' #TrackingRef '- kb3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H21 Cu N7 O3 S2' _chemical_formula_weight 523.09 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' S S 0.1246 0.1234 '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 7.3067(6) _cell_length_b 8.9226(8) _cell_length_c 9.7407(8) _cell_angle_alpha 76.265(2) _cell_angle_beta 88.597(2) _cell_angle_gamma 70.435(2) _cell_volume 580.21(9) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2150 _cell_measurement_theta_min 2.16 _cell_measurement_theta_max 26 _exptl_crystal_description plates _exptl_crystal_colour green _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.497 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 269 _exptl_absorpt_coefficient_mu 1.157 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.847 _exptl_absorpt_correction_T_max 0.901 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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-2 CCD area detector' _diffrn_measurement_method hemisphere _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7039 _diffrn_reflns_av_R_equivalents 0.0258 _diffrn_reflns_av_sigmaI/netI 0.0250 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 26.00 _reflns_number_total 2150 _reflns_number_gt 2097 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0377P)^2^+1.7721P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2150 _refine_ls_number_parameters 161 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0645 _refine_ls_R_factor_gt 0.0633 _refine_ls_wR_factor_ref 0.1647 _refine_ls_wR_factor_gt 0.1642 _refine_ls_goodness_of_fit_ref 1.314 _refine_ls_restrained_S_all 1.314 _refine_ls_shift/su_max 0.011 _refine_ls_shift/su_mean 0.001 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 1.0000 0.0000 0.0000 0.0387(3) Uani 1 2 d S . . S100 S 1.5120(2) -0.3716(3) 0.30776(19) 0.0721(6) Uani 1 1 d . . . O21 O 1.1083(8) 0.2831(9) 0.3606(7) 0.107(2) Uani 1 1 d . . . O200 O 0.9185(14) -0.2315(12) 0.0278(10) 0.068(2) Uiso 0.50 1 d P . . N11 N 0.8387(6) 0.0472(5) 0.1678(4) 0.0410(10) Uani 1 1 d . . . N21 N 0.8319(6) 0.2578(6) 0.4513(5) 0.0483(12) Uani 1 1 d . . . H21 H 0.7593 0.2743 0.5208 0.058 Uiso 1 1 d R . . N100 N 1.2298(8) -0.1195(8) 0.1269(6) 0.0738(19) Uani 1 1 d . . . N200 N 1.0000 -0.5000 0.0000 0.095(3) Uani 1 2 d S . . C1 C 0.865(4) -0.361(2) 0.020(3) 0.113(8) Uani 0.50 1 d P . . C2 C 0.966(4) -0.629(2) -0.028(2) 0.095(6) Uani 0.50 1 d P . . C3 C 1.219(4) -0.533(4) 0.039(3) 0.126(8) Uani 0.50 1 d P . . C11 C 0.7797(7) 0.1740(7) 0.3617(5) 0.0410(12) Uani 1 1 d . . . C12 C 0.8981(7) 0.1167(7) 0.2577(5) 0.0391(11) Uani 1 1 d . . . H12 H 1.0207 0.1268 0.2505 0.047 Uiso 1 1 calc R . . C13 C 0.6669(8) 0.0260(7) 0.1802(6) 0.0474(13) Uani 1 1 d . . . H13 H 0.6283 -0.0245 0.1185 0.057 Uiso 1 1 calc R . . C14 C 0.5440(9) 0.0776(9) 0.2831(7) 0.0583(16) Uani 1 1 d . . . H14 H 0.4253 0.0602 0.2915 0.070 Uiso 1 1 calc R . . C15 C 0.5993(9) 0.1544(9) 0.3720(7) 0.0565(16) Uani 1 1 d . . . H15 H 0.5162 0.1934 0.4391 0.068 Uiso 1 1 calc R . . C21 C 0.9814(9) 0.3150(9) 0.4415(7) 0.0621(18) Uani 1 1 d . . . C22 C 0.9813(10) 0.4255(9) 0.5388(7) 0.0656(19) Uani 1 1 d . . . H22A H 0.8563 0.4563 0.5804 0.079 Uiso 1 1 calc R . . H22B H 1.0807 0.3659 0.6150 0.079 Uiso 1 1 calc R . . C100 C 1.3476(8) -0.2261(8) 0.2014(6) 0.0538(16) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0357(5) 0.0448(5) 0.0391(5) -0.0238(4) -0.0003(3) -0.0087(4) S100 0.0490(9) 0.0854(14) 0.0574(10) -0.0137(9) -0.0056(7) 0.0067(9) O21 0.070(3) 0.179(6) 0.144(5) -0.135(5) 0.061(4) -0.073(4) N11 0.038(2) 0.048(3) 0.039(2) -0.020(2) 0.0042(18) -0.0120(19) N21 0.040(2) 0.069(3) 0.042(2) -0.034(2) 0.0074(19) -0.013(2) N100 0.050(3) 0.096(5) 0.043(3) -0.013(3) -0.002(2) 0.014(3) N200 0.150(11) 0.079(7) 0.063(6) -0.041(5) 0.025(6) -0.033(7) C1 0.16(2) 0.051(9) 0.128(18) -0.035(11) 0.067(17) -0.027(12) C2 0.132(17) 0.064(10) 0.087(12) -0.040(9) 0.028(12) -0.019(12) C3 0.105(17) 0.16(2) 0.120(18) -0.057(17) 0.008(14) -0.046(16) C11 0.036(3) 0.053(3) 0.035(3) -0.017(2) 0.003(2) -0.011(2) C12 0.034(2) 0.049(3) 0.038(3) -0.018(2) 0.003(2) -0.014(2) C13 0.046(3) 0.060(4) 0.048(3) -0.023(3) 0.006(2) -0.026(3) C14 0.046(3) 0.086(5) 0.059(4) -0.030(3) 0.016(3) -0.036(3) C15 0.045(3) 0.082(4) 0.053(3) -0.036(3) 0.019(3) -0.025(3) C21 0.041(3) 0.089(5) 0.072(4) -0.056(4) 0.007(3) -0.018(3) C22 0.053(3) 0.093(5) 0.070(4) -0.058(4) 0.007(3) -0.024(3) C100 0.040(3) 0.073(4) 0.037(3) -0.022(3) 0.005(2) 0.001(3) _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 N100 1.940(5) . ? Cu1 N100 1.940(5) 2_755 ? Cu1 N11 2.034(4) 2_755 ? Cu1 N11 2.034(4) . ? Cu1 O200 2.290(10) . ? Cu1 O200 2.290(10) 2_755 ? S100 C100 1.606(6) . ? O21 C21 1.207(7) . ? O200 C2 1.25(2) 2_745 ? O200 C1 1.36(3) . ? N11 C13 1.329(7) . ? N11 C12 1.340(6) . ? N21 C21 1.345(8) . ? N21 C11 1.408(7) . ? N100 C100 1.152(8) . ? N200 C1 1.354(19) 2_745 ? N200 C1 1.354(19) . ? N200 C2 1.34(2) . ? N200 C2 1.34(2) 2_745 ? N200 C3 1.57(2) 2_745 ? N200 C3 1.57(2) . ? C1 C2 1.21(3) 2_745 ? C1 C3 1.51(4) 2_745 ? C2 C1 1.21(3) 2_745 ? C2 O200 1.25(2) 2_745 ? C2 C3 1.60(3) 2_745 ? C3 C1 1.51(4) 2_745 ? C3 C2 1.60(3) 2_745 ? C11 C15 1.384(8) . ? C11 C12 1.394(7) . ? C13 C14 1.386(8) . ? C14 C15 1.367(8) . ? C21 C22 1.521(8) . ? C22 C22 1.472(15) 2_766 ? 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 N100 Cu1 N100 180 . 2_755 ? N100 Cu1 N11 89.9(2) . 2_755 ? N100 Cu1 N11 90.1(2) 2_755 2_755 ? N100 Cu1 N11 90.1(2) . . ? N100 Cu1 N11 89.9(2) 2_755 . ? N11 Cu1 N11 180 2_755 . ? N100 Cu1 O200 91.2(3) . . ? N100 Cu1 O200 88.8(3) 2_755 . ? N11 Cu1 O200 92.4(3) 2_755 . ? N11 Cu1 O200 87.6(3) . . ? N100 Cu1 O200 88.8(3) . 2_755 ? N100 Cu1 O200 91.2(3) 2_755 2_755 ? N11 Cu1 O200 87.6(3) 2_755 2_755 ? N11 Cu1 O200 92.4(3) . 2_755 ? O200 Cu1 O200 180 . 2_755 ? C2 O200 C1 55.3(13) 2_745 . ? C2 O200 Cu1 125.5(14) 2_745 . ? C1 O200 Cu1 170.1(13) . . ? C13 N11 C12 120.0(4) . . ? C13 N11 Cu1 120.7(3) . . ? C12 N11 Cu1 118.9(3) . . ? C21 N21 C11 128.0(5) . . ? C100 N100 Cu1 160.6(7) . . ? C1 N200 C1 180 2_745 . ? C1 N200 C2 53.5(13) 2_745 . ? C1 N200 C2 126.5(13) . . ? C1 N200 C2 126.5(13) 2_745 2_745 ? C1 N200 C2 53.5(13) . 2_745 ? C2 N200 C2 180 . 2_745 ? C1 N200 C3 118.5(16) 2_745 2_745 ? C1 N200 C3 61.5(16) . 2_745 ? C2 N200 C3 66.0(14) . 2_745 ? C2 N200 C3 114.0(14) 2_745 2_745 ? C1 N200 C3 61.5(16) 2_745 . ? C1 N200 C3 118.5(16) . . ? C2 N200 C3 114.0(14) . . ? C2 N200 C3 66.0(14) 2_745 . ? C3 N200 C3 180 2_745 . ? C2 C1 N200 62.7(15) 2_745 . ? C2 C1 O200 57.9(16) 2_745 . ? N200 C1 O200 120(2) . . ? C2 C1 C3 127.7(19) 2_745 2_745 ? N200 C1 C3 66.2(13) . 2_745 ? O200 C1 C3 160(2) . 2_745 ? C1 C2 O200 66.8(16) 2_745 2_745 ? C1 C2 N200 63.8(15) 2_745 . ? O200 C2 N200 130(2) 2_745 . ? C1 C2 C3 127(2) 2_745 2_745 ? O200 C2 C3 166(2) 2_745 2_745 ? N200 C2 C3 63.9(12) . 2_745 ? C1 C3 N200 52.3(12) 2_745 . ? C1 C3 C2 101.9(18) 2_745 2_745 ? N200 C3 C2 50.2(12) . 2_745 ? C15 C11 C12 118.2(5) . . ? C15 C11 N21 118.9(5) . . ? C12 C11 N21 122.8(5) . . ? N11 C12 C11 121.3(5) . . ? N11 C13 C14 121.4(5) . . ? C15 C14 C13 119.3(5) . . ? C14 C15 C11 119.7(5) . . ? O21 C21 N21 123.0(5) . . ? O21 C21 C22 121.1(6) . . ? N21 C21 C22 115.8(5) . . ? C22 C22 C21 111.3(7) 2_766 . ? N100 C100 S100 178.5(6) . . ? _diffrn_measured_fraction_theta_max 0.945 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.945 _refine_diff_density_max 0.480 _refine_diff_density_min -0.381 _refine_diff_density_rms 0.082 data_4 _database_code_depnum_ccdc_archive 'CCDC 763763' #TrackingRef '- kb3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H42 Cu N10 O6 S2' _chemical_formula_weight 742.38 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' S S 0.1246 0.1234 '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 8.899(4) _cell_length_b 9.728(4) _cell_length_c 12.736(6) _cell_angle_alpha 77.685(14) _cell_angle_beta 71.179(12) _cell_angle_gamma 68.753(13) _cell_volume 966.8(7) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3718 _cell_measurement_theta_min 1.70 _cell_measurement_theta_max 26 _exptl_crystal_description plates _exptl_crystal_colour green _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.275 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 389 _exptl_absorpt_coefficient_mu 0.722 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.901 _exptl_absorpt_correction_T_max 0.944 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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-2 CCD area detector' _diffrn_measurement_method hemisphere _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12006 _diffrn_reflns_av_R_equivalents 0.0473 _diffrn_reflns_av_sigmaI/netI 0.0456 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3718 _reflns_number_gt 2836 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. The DMF molecules are refined using same restraint ; _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^)+(0.1446P)^2^+0.3930P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3718 _refine_ls_number_parameters 189 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0935 _refine_ls_R_factor_gt 0.0707 _refine_ls_wR_factor_ref 0.2363 _refine_ls_wR_factor_gt 0.2204 _refine_ls_goodness_of_fit_ref 1.137 _refine_ls_restrained_S_all 1.147 _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 Cu1 Cu 1.0000 0.5000 0.0000 0.0435(3) Uani 1 2 d S . . N1 N 1.1912(5) 0.3518(5) -0.0866(3) 0.0545(9) Uani 1 1 d . . . S1 S 1.3928(6) 0.1523(4) -0.2366(3) 0.2063(19) Uani 1 1 d . . . C1 C 1.2737(8) 0.2727(7) -0.1496(5) 0.0735(15) Uani 1 1 d . . . O11 O 0.7953(4) -0.0124(4) 0.4722(3) 0.0781(13) Uani 1 1 d . . . N21 N 1.0031(4) 0.3553(4) 0.1415(3) 0.0438(8) Uani 1 1 d . . . N22 N 0.7131(4) 0.1866(4) 0.3489(3) 0.0494(9) Uani 1 1 d . . . H22 H 0.6267 0.2459 0.3281 0.059 Uiso 1 1 calc R . . C11 C 0.6873(5) 0.0736(5) 0.4301(3) 0.0467(10) Uani 1 1 d . . . C12 C 0.5083(5) 0.0717(5) 0.4653(4) 0.0515(11) Uani 1 1 d . . . H12A H 0.4706 0.0843 0.3994 0.062 Uiso 1 1 calc . . . H12B H 0.4368 0.1542 0.5083 0.062 Uiso 1 1 calc . . . C21 C 0.8637(5) 0.2166(5) 0.2960(3) 0.0417(9) Uani 1 1 d . . . C22 C 0.8666(5) 0.3174(5) 0.2007(3) 0.0416(9) Uani 1 1 d . . . H22A H 0.7696 0.3606 0.1769 0.050 Uiso 1 1 calc R . . C23 C 1.1421(6) 0.2945(6) 0.1768(4) 0.0557(12) Uani 1 1 d . . . H23 H 1.2373 0.3205 0.1363 0.067 Uiso 1 1 calc R . . C24 C 1.1482(6) 0.1951(6) 0.2708(4) 0.0587(12) Uani 1 1 d . . . H24 H 1.2467 0.1550 0.2929 0.070 Uiso 1 1 calc R . . C25 C 1.0096(5) 0.1542(5) 0.3328(4) 0.0497(11) Uani 1 1 d . . . H25 H 1.0125 0.0874 0.3969 0.060 Uiso 1 1 calc R . . O100 O 0.8028(5) 0.4036(4) -0.0376(3) 0.0707(10) Uani 1 1 d D . . N100 N 0.7490(7) 0.1982(6) -0.0460(5) 0.0877(16) Uani 1 1 d D . . C100 C 0.8485(8) 0.2803(8) -0.0654(5) 0.0802(17) Uani 1 1 d D . . H100 H 0.9606 0.2403 -0.1029 0.096 Uiso 1 1 calc R . . C101 C 0.8113(16) 0.0507(11) -0.0850(13) 0.186(6) Uani 1 1 d D . . H10A H 0.7213 0.0095 -0.0640 0.279 Uiso 1 1 calc R . . H10B H 0.8987 -0.0133 -0.0517 0.279 Uiso 1 1 calc R . . H10C H 0.8544 0.0595 -0.1648 0.279 Uiso 1 1 calc R . . C102 C 0.5764(10) 0.2489(12) 0.0124(10) 0.151(4) Uani 1 1 d D . . H10D H 0.5261 0.1745 0.0180 0.226 Uiso 1 1 calc R . . H10E H 0.5210 0.3387 -0.0273 0.226 Uiso 1 1 calc R . . H10F H 0.5656 0.2678 0.0859 0.226 Uiso 1 1 calc R . . O200 O 0.4290(6) 0.3825(5) 0.2790(4) 0.0883(13) Uiso 1 1 d D . . N200 N 0.2475(13) 0.5796(11) 0.3672(9) 0.151(3) Uiso 1 1 d D . . C200 C 0.3206(13) 0.4934(11) 0.2941(10) 0.134(3) Uiso 1 1 d D . . H200 H 0.2751 0.5280 0.2335 0.161 Uiso 1 1 calc R . . C201 C 0.365(4) 0.547(3) 0.440(3) 0.46(2) Uiso 1 1 d D . . H20A H 0.3134 0.6118 0.4979 0.688 Uiso 1 1 calc R . . H20B H 0.4677 0.5642 0.3949 0.688 Uiso 1 1 calc R . . H20C H 0.3878 0.4460 0.4723 0.688 Uiso 1 1 calc R . . C202 C 0.153(3) 0.736(2) 0.368(2) 0.321(12) Uiso 1 1 d D . . H20D H 0.1186 0.7626 0.4430 0.481 Uiso 1 1 calc R . . H20E H 0.0563 0.7568 0.3426 0.481 Uiso 1 1 calc R . . H20F H 0.2223 0.7935 0.3201 0.481 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 Cu1 0.0399(4) 0.0433(5) 0.0387(4) 0.0091(3) -0.0014(3) -0.0190(3) N1 0.051(2) 0.055(2) 0.047(2) -0.0005(18) -0.0013(18) -0.0185(18) S1 0.222(4) 0.189(3) 0.150(3) -0.112(3) 0.011(3) 0.000(3) C1 0.071(4) 0.079(4) 0.062(3) -0.010(3) -0.004(3) -0.025(3) O11 0.059(2) 0.085(3) 0.087(3) 0.052(2) -0.035(2) -0.041(2) N21 0.0365(17) 0.051(2) 0.0404(18) 0.0069(15) -0.0042(14) -0.0223(15) N22 0.0386(18) 0.054(2) 0.049(2) 0.0217(17) -0.0117(15) -0.0228(16) C11 0.047(2) 0.048(2) 0.043(2) 0.0151(18) -0.0116(18) -0.0240(19) C12 0.046(2) 0.057(3) 0.049(2) 0.012(2) -0.0068(19) -0.028(2) C21 0.039(2) 0.044(2) 0.040(2) 0.0084(17) -0.0087(17) -0.0195(17) C22 0.038(2) 0.045(2) 0.040(2) 0.0107(17) -0.0112(17) -0.0179(17) C23 0.041(2) 0.068(3) 0.056(3) 0.016(2) -0.010(2) -0.030(2) C24 0.040(2) 0.069(3) 0.063(3) 0.018(2) -0.019(2) -0.022(2) C25 0.049(2) 0.054(3) 0.046(2) 0.016(2) -0.018(2) -0.024(2) O100 0.082(3) 0.063(2) 0.076(3) -0.0005(19) -0.023(2) -0.035(2) N100 0.079(3) 0.086(4) 0.108(4) -0.038(3) -0.006(3) -0.040(3) C100 0.071(4) 0.099(5) 0.078(4) -0.017(4) -0.011(3) -0.039(4) C101 0.175(11) 0.130(9) 0.260(16) -0.104(10) 0.000(10) -0.061(8) C102 0.080(5) 0.179(10) 0.201(12) -0.066(9) 0.006(6) -0.064(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 1.969(4) 2_765 ? Cu1 N1 1.969(4) . ? Cu1 N21 2.038(3) . ? Cu1 N21 2.038(3) 2_765 ? N1 C1 1.117(7) . ? S1 C1 1.619(7) . ? O11 C11 1.213(5) . ? N21 C23 1.340(6) . ? N21 C22 1.339(5) . ? N22 C11 1.370(5) . ? N22 C21 1.397(5) . ? N22 H22 0.8600 . ? C11 C12 1.515(6) . ? C12 C12 1.512(8) 2_656 ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C21 C22 1.388(5) . ? C21 C25 1.405(6) . ? C22 H22A 0.9300 . ? C23 C24 1.372(6) . ? C23 H23 0.9300 . ? C24 C25 1.377(6) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? O100 C100 1.210(7) . ? N100 C100 1.331(7) . ? N100 C102 1.423(9) . ? N100 C101 1.471(9) . ? C100 H100 0.9300 . ? C101 H10A 0.9600 . ? C101 H10B 0.9600 . ? C101 H10C 0.9600 . ? C102 H10D 0.9600 . ? C102 H10E 0.9600 . ? C102 H10F 0.9600 . ? O200 C200 1.160(9) . ? N200 C200 1.242(11) . ? N200 C202 1.450(15) . ? N200 C201 1.518(18) . ? C200 H200 0.9300 . ? C201 H20A 0.9600 . ? C201 H20B 0.9600 . ? C201 H20C 0.9600 . ? C202 H20D 0.9600 . ? C202 H20E 0.9600 . ? C202 H20F 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 N1 180 2_765 . ? N1 Cu1 N21 89.45(16) 2_765 . ? N1 Cu1 N21 90.55(16) . . ? N1 Cu1 N21 90.55(16) 2_765 2_765 ? N1 Cu1 N21 89.45(16) . 2_765 ? N21 Cu1 N21 180.0 . 2_765 ? C1 N1 Cu1 163.7(5) . . ? N1 C1 S1 177.6(6) . . ? C23 N21 C22 118.5(3) . . ? C23 N21 Cu1 120.8(3) . . ? C22 N21 Cu1 120.7(3) . . ? C11 N22 C21 127.5(3) . . ? C11 N22 H22 116.3 . . ? C21 N22 H22 116.3 . . ? O11 C11 N22 123.3(4) . . ? O11 C11 C12 123.6(4) . . ? N22 C11 C12 113.1(4) . . ? C11 C12 C12 111.8(5) . 2_656 ? C11 C12 H12A 109.3 . . ? C12 C12 H12A 109.3 2_656 . ? C11 C12 H12B 109.3 . . ? C12 C12 H12B 109.3 2_656 . ? H12A C12 H12B 107.9 . . ? C22 C21 N22 116.7(3) . . ? C22 C21 C25 118.3(4) . . ? N22 C21 C25 125.0(4) . . ? N21 C22 C21 122.8(4) . . ? N21 C22 H22A 118.6 . . ? C21 C22 H22A 118.6 . . ? N21 C23 C24 122.0(4) . . ? N21 C23 H23 119.0 . . ? C24 C23 H23 119.0 . . ? C23 C24 C25 120.6(4) . . ? C23 C24 H24 119.7 . . ? C25 C24 H24 119.7 . . ? C24 C25 C21 117.9(4) . . ? C24 C25 H25 121.1 . . ? C21 C25 H25 121.1 . . ? C100 N100 C102 121.9(6) . . ? C100 N100 C101 121.7(7) . . ? C102 N100 C101 116.5(8) . . ? O100 C100 N100 124.4(6) . . ? O100 C100 H100 117.8 . . ? N100 C100 H100 117.8 . . ? N100 C101 H10A 109.5 . . ? N100 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? N100 C101 H10C 109.5 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? N100 C102 H10D 109.5 . . ? N100 C102 H10E 109.5 . . ? H10D C102 H10E 109.5 . . ? N100 C102 H10F 109.5 . . ? H10D C102 H10F 109.5 . . ? H10E C102 H10F 109.5 . . ? C200 N200 C202 135.0(14) . . ? C200 N200 C201 106.4(15) . . ? C202 N200 C201 106.2(16) . . ? O200 C200 N200 138.7(12) . . ? O200 C200 H200 110.6 . . ? N200 C200 H200 110.6 . . ? N200 C201 H20A 109.5 . . ? N200 C201 H20B 109.5 . . ? H20A C201 H20B 109.5 . . ? N200 C201 H20C 109.5 . . ? H20A C201 H20C 109.5 . . ? H20B C201 H20C 109.5 . . ? N200 C202 H20D 109.5 . . ? N200 C202 H20E 109.5 . . ? H20D C202 H20E 109.5 . . ? N200 C202 H20F 109.5 . . ? H20D C202 H20F 109.5 . . ? H20E C202 H20F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.822 _refine_diff_density_min -0.747 _refine_diff_density_rms 0.091 data_5 _database_code_depnum_ccdc_archive 'CCDC 763764' #TrackingRef '- kb3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H32 Cu N8 O4 S2' _chemical_formula_weight 624.24 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' S S 0.1246 0.1234 '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 7.474(3) _cell_length_b 9.371(3) _cell_length_c 10.441(4) _cell_angle_alpha 80.422(10) _cell_angle_beta 89.867(10) _cell_angle_gamma 76.380(10) _cell_volume 700.3(4) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2698 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 26 _exptl_crystal_description plates _exptl_crystal_colour green _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.480 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 325 _exptl_absorpt_coefficient_mu 0.975 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.864 _exptl_absorpt_correction_T_max 0.916 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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-2 CCD area detector' _diffrn_measurement_method hemisphere _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8624 _diffrn_reflns_av_R_equivalents 0.0253 _diffrn_reflns_av_sigmaI/netI 0.0255 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.27 _diffrn_reflns_theta_max 26.00 _reflns_number_total 2698 _reflns_number_gt 2361 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0580P)^2^+0.4904P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2698 _refine_ls_number_parameters 178 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0432 _refine_ls_R_factor_gt 0.0353 _refine_ls_wR_factor_ref 0.1035 _refine_ls_wR_factor_gt 0.1004 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _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 Cu1 Cu 0.0000 0.5000 0.0000 0.02850(15) Uani 1 2 d S . . S200 S 0.44270(9) 0.19322(9) 0.31544(7) 0.0432(2) Uani 1 1 d . . . N200 N 0.1893(3) 0.3598(2) 0.1201(2) 0.0369(5) Uani 1 1 d . . . C200 C 0.2957(3) 0.2919(3) 0.2002(2) 0.0295(5) Uani 1 1 d . . . O16 O 0.1725(2) 0.6776(2) 0.40259(19) 0.0424(5) Uani 1 1 d . . . N11 N -0.1575(3) 0.5475(2) 0.15336(18) 0.0267(4) Uani 1 1 d . . . N12 N -0.1217(3) 0.6875(2) 0.45905(19) 0.0288(4) Uani 1 1 d . . . H12 H -0.1967 0.7072 0.5199 0.035 Uiso 1 1 calc R . . C11 C -0.1904(3) 0.6338(2) 0.3562(2) 0.0246(5) Uani 1 1 d . . . C12 C -0.0851(3) 0.5908(2) 0.2533(2) 0.0255(5) Uani 1 1 d . . . H12A H 0.0389 0.5921 0.2538 0.031 Uiso 1 1 calc R . . C13 C -0.3347(3) 0.5431(3) 0.1531(2) 0.0330(5) Uani 1 1 d . . . H13 H -0.3848 0.5145 0.0827 0.040 Uiso 1 1 calc R . . C14 C -0.4453(3) 0.5797(3) 0.2537(3) 0.0358(6) Uani 1 1 d . . . H14 H -0.5675 0.5730 0.2524 0.043 Uiso 1 1 calc R . . C15 C -0.3742(3) 0.6263(3) 0.3562(2) 0.0331(5) Uani 1 1 d . . . H15 H -0.4477 0.6524 0.4246 0.040 Uiso 1 1 calc R . . C16 C 0.0482(3) 0.7122(3) 0.4744(2) 0.0276(5) Uani 1 1 d . . . C17 C 0.0723(3) 0.7910(3) 0.5863(2) 0.0313(5) Uani 1 1 d . . . H17A H 0.1827 0.7367 0.6377 0.038 Uiso 1 1 calc . . . H17B H -0.0321 0.7932 0.6419 0.038 Uiso 1 1 calc . . . C18 C 0.0877(3) 0.9503(3) 0.5353(2) 0.0334(5) Uani 1 1 d . . . H18A H 0.1173 0.9944 0.6078 0.040 Uiso 1 1 calc . . . H18B H 0.1885 0.9470 0.4764 0.040 Uiso 1 1 calc . . . N100 N -0.2343(3) 0.0786(2) -0.0103(2) 0.0410(5) Uani 1 1 d . . . O100 O -0.1750(3) 0.3082(2) -0.0360(2) 0.0454(5) Uani 1 1 d . . . C100 C -0.2112(4) 0.1995(3) 0.0313(3) 0.0414(6) Uani 1 1 d . . . H100 H -0.2237 0.2019 0.1197 0.050 Uiso 1 1 calc R . . C101 C -0.2192(5) 0.0656(4) -0.1462(3) 0.0511(7) Uani 1 1 d . . . H10A H -0.2398 -0.0286 -0.1584 0.077 Uiso 1 1 calc R . . H10B H -0.0982 0.0721 -0.1735 0.077 Uiso 1 1 calc R . . H10C H -0.3095 0.1447 -0.1970 0.077 Uiso 1 1 calc R . . C102 C -0.2622(5) -0.0503(4) 0.0793(4) 0.0597(9) Uani 1 1 d . . . H10D H -0.2760 -0.1262 0.0313 0.090 Uiso 1 1 calc R . . H10E H -0.3713 -0.0215 0.1268 0.090 Uiso 1 1 calc R . . H10F H -0.1578 -0.0883 0.1390 0.090 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 Cu1 0.0331(2) 0.0300(2) 0.0208(2) -0.00815(16) 0.00209(15) -0.00162(17) S200 0.0335(4) 0.0555(5) 0.0360(4) -0.0084(3) -0.0043(3) -0.0014(3) N200 0.0398(12) 0.0365(12) 0.0292(11) -0.0051(9) 0.0013(9) 0.0007(10) C200 0.0312(12) 0.0302(13) 0.0302(12) -0.0124(10) 0.0080(10) -0.0085(10) O16 0.0333(9) 0.0623(13) 0.0405(10) -0.0245(9) 0.0120(8) -0.0183(9) N11 0.0311(10) 0.0264(10) 0.0240(9) -0.0074(8) 0.0026(8) -0.0074(8) N12 0.0301(10) 0.0359(11) 0.0255(10) -0.0148(8) 0.0086(8) -0.0117(8) C11 0.0289(11) 0.0215(11) 0.0243(11) -0.0047(9) 0.0031(9) -0.0076(9) C12 0.0270(11) 0.0259(12) 0.0257(11) -0.0067(9) 0.0039(9) -0.0085(9) C13 0.0319(12) 0.0376(14) 0.0323(12) -0.0127(11) -0.0026(10) -0.0090(10) C14 0.0254(12) 0.0435(15) 0.0428(14) -0.0152(12) 0.0028(10) -0.0112(11) C15 0.0302(12) 0.0393(14) 0.0337(13) -0.0153(11) 0.0093(10) -0.0097(11) C16 0.0333(12) 0.0248(12) 0.0256(11) -0.0038(9) 0.0006(9) -0.0086(9) C17 0.0367(13) 0.0329(13) 0.0271(12) -0.0083(10) -0.0016(10) -0.0115(10) C18 0.0348(13) 0.0329(13) 0.0365(13) -0.0102(11) -0.0036(10) -0.0126(11) N100 0.0485(13) 0.0317(12) 0.0437(13) -0.0065(10) 0.0074(10) -0.0112(10) O100 0.0602(13) 0.0360(11) 0.0464(11) -0.0124(9) 0.0093(9) -0.0204(9) C100 0.0462(15) 0.0397(16) 0.0379(14) -0.0104(12) 0.0082(12) -0.0067(12) C101 0.0617(19) 0.0439(17) 0.0508(18) -0.0152(14) -0.0012(14) -0.0137(14) C102 0.066(2) 0.0393(17) 0.072(2) 0.0019(16) 0.0151(17) -0.0157(15) _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 N200 1.971(2) 2_565 ? Cu1 N200 1.971(2) . ? Cu1 N11 2.0322(19) 2_565 ? Cu1 N11 2.0322(19) . ? S200 C200 1.633(3) . ? N200 C200 1.150(3) . ? O16 C16 1.211(3) . ? N11 C12 1.339(3) . ? N11 C13 1.335(3) . ? N12 C16 1.358(3) . ? N12 C11 1.405(3) . ? N12 H12 0.8600 . ? C11 C12 1.388(3) . ? C11 C15 1.392(3) . ? C12 H12A 0.9300 . ? C13 C14 1.374(4) . ? C13 H13 0.9300 . ? C14 C15 1.373(4) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.514(3) . ? C17 C18 1.531(4) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C18 1.527(5) 2_576 ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? N100 C100 1.326(4) . ? N100 C101 1.447(4) . ? N100 C102 1.456(4) . ? O100 C100 1.223(3) . ? C100 H100 0.9300 . ? C101 H10A 0.9600 . ? C101 H10B 0.9600 . ? C101 H10C 0.9600 . ? C102 H10D 0.9600 . ? C102 H10E 0.9600 . ? C102 H10F 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N200 Cu1 N200 180 2_565 . ? N200 Cu1 N11 89.79(9) 2_565 2_565 ? N200 Cu1 N11 90.21(9) . 2_565 ? N200 Cu1 N11 90.21(9) 2_565 . ? N200 Cu1 N11 89.79(9) . . ? N11 Cu1 N11 180 2_565 . ? C200 N200 Cu1 171.1(2) . . ? N200 C200 S200 178.5(2) . . ? C12 N11 C13 119.5(2) . . ? C12 N11 Cu1 119.56(15) . . ? C13 N11 Cu1 120.90(16) . . ? C16 N12 C11 128.10(19) . . ? C16 N12 H12 116.0 . . ? C11 N12 H12 116.0 . . ? C12 C11 C15 118.4(2) . . ? C12 C11 N12 123.3(2) . . ? C15 C11 N12 118.3(2) . . ? N11 C12 C11 121.7(2) . . ? N11 C12 H12A 119.2 . . ? C11 C12 H12A 119.2 . . ? N11 C13 C14 121.9(2) . . ? N11 C13 H13 119.1 . . ? C14 C13 H13 119.1 . . ? C13 C14 C15 119.5(2) . . ? C13 C14 H14 120.2 . . ? C15 C14 H14 120.2 . . ? C14 C15 C11 119.0(2) . . ? C14 C15 H15 120.5 . . ? C11 C15 H15 120.5 . . ? O16 C16 N12 123.1(2) . . ? O16 C16 C17 121.3(2) . . ? N12 C16 C17 115.5(2) . . ? C16 C17 C18 110.5(2) . . ? C16 C17 H17A 109.6 . . ? C18 C17 H17A 109.6 . . ? C16 C17 H17B 109.6 . . ? C18 C17 H17B 109.6 . . ? H17A C17 H17B 108.1 . . ? C18 C18 C17 113.5(3) 2_576 . ? C18 C18 H18A 108.9 2_576 . ? C17 C18 H18A 108.9 . . ? C18 C18 H18B 108.9 2_576 . ? C17 C18 H18B 108.9 . . ? H18A C18 H18B 107.7 . . ? C100 N100 C101 120.9(2) . . ? C100 N100 C102 121.7(3) . . ? C101 N100 C102 117.2(3) . . ? O100 C100 N100 125.9(3) . . ? O100 C100 H100 117.1 . . ? N100 C100 H100 117.1 . . ? N100 C101 H10A 109.5 . . ? N100 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? N100 C101 H10C 109.5 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? N100 C102 H10D 109.5 . . ? N100 C102 H10E 109.5 . . ? H10D C102 H10E 109.5 . . ? N100 C102 H10F 109.5 . . ? H10D C102 H10F 109.5 . . ? H10E C102 H10F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.414 _refine_diff_density_min -0.360 _refine_diff_density_rms 0.061 data_6 _database_code_depnum_ccdc_archive 'CCDC 763765' #TrackingRef '- kb3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H26 Cu N6 O6 S2' _chemical_formula_weight 574.13 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' S S 0.1246 0.1234 '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 7.808(3) _cell_length_b 8.946(3) _cell_length_c 10.837(6) _cell_angle_alpha 102.017(14) _cell_angle_beta 104.357(15) _cell_angle_gamma 111.247(10) _cell_volume 645.2(5) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2467 _cell_measurement_theta_min 2.06 _cell_measurement_theta_max 26 _exptl_crystal_description plates _exptl_crystal_colour green _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.478 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 297 _exptl_absorpt_coefficient_mu 1.054 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.848 _exptl_absorpt_correction_T_max 0.919 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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-2 CCD area detector' _diffrn_measurement_method hemisphere _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8146 _diffrn_reflns_av_R_equivalents 0.0303 _diffrn_reflns_av_sigmaI/netI 0.0339 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 26.00 _reflns_number_total 2497 _reflns_number_gt 2098 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0761P)^2^+0.3962P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2497 _refine_ls_number_parameters 160 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0550 _refine_ls_R_factor_gt 0.0424 _refine_ls_wR_factor_ref 0.1286 _refine_ls_wR_factor_gt 0.1138 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _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 Cu1 Cu 0.0000 -0.5000 0.5000 0.0319(2) Uani 1 2 d S . . S100 S 0.00476(17) -0.82835(13) 0.10285(9) 0.0568(3) Uani 1 1 d . . . O2W O 0.3715(4) -0.4167(3) 0.6019(3) 0.0535(6) Uani 1 1 d . . . O21 O 0.4831(4) 0.3176(3) 0.5990(2) 0.0459(6) Uani 1 1 d . . . N11 N 0.5489(4) 0.1810(3) 0.7434(3) 0.0346(6) Uani 1 1 d . . . H11 H 0.5137 0.0858 0.7585 0.042 Uiso 1 1 d R . . N21 N 0.0777(3) -0.2764(3) 0.4606(2) 0.0301(5) Uani 1 1 d . . . N100 N -0.0098(4) -0.6164(3) 0.3234(3) 0.0417(7) Uani 1 1 d . . . C11 C 0.7190(4) 0.3311(4) 0.8466(3) 0.0387(7) Uani 1 1 d . . . H11A H 0.7616 0.4195 0.8071 0.046 Uiso 1 1 calc R . . H11B H 0.8265 0.3012 0.8756 0.046 Uiso 1 1 calc R . . C12 C 0.6740(5) 0.3998(4) 0.9686(3) 0.0415(8) Uani 1 1 d . . . H12A H 0.6315 0.3109 1.0076 0.050 Uiso 1 1 calc R . . H12B H 0.7941 0.4924 1.0355 0.050 Uiso 1 1 calc R . . C13 C 0.5196(5) 0.4625(5) 0.9390(3) 0.0467(9) Uani 1 1 d . . . H13A H 0.3980 0.3687 0.8748 0.056 Uiso 1 1 calc R . . H13B H 0.5595 0.5481 0.8964 0.056 Uiso 1 1 calc R . . C21 C 0.2813(4) 0.0223(3) 0.5271(3) 0.0276(6) Uani 1 1 d . . . C22 C 0.2231(4) -0.1310(3) 0.5519(3) 0.0300(6) Uani 1 1 d . . . H22 H 0.2879 -0.1330 0.6356 0.036 Uiso 1 1 calc R . . C23 C -0.0162(4) -0.2719(4) 0.3416(3) 0.0349(7) Uani 1 1 d . . . H23 H -0.1170 -0.3722 0.2774 0.042 Uiso 1 1 calc R . . C24 C 0.0307(5) -0.1235(4) 0.3099(3) 0.0390(7) Uani 1 1 d . . . H24 H -0.0386 -0.1241 0.2264 0.047 Uiso 1 1 calc R . . C25 C 0.1809(5) 0.0247(4) 0.4036(3) 0.0352(7) Uani 1 1 d . . . H25 H 0.2147 0.1257 0.3841 0.042 Uiso 1 1 calc R . . C26 C 0.4480(4) 0.1862(3) 0.6285(3) 0.0297(6) Uani 1 1 d . . . C100 C -0.0039(5) -0.7055(4) 0.2324(3) 0.0367(7) Uani 1 1 d . . . O1W O 0.4519(5) 0.0985(4) 0.1613(4) 0.0879(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0448(3) 0.0203(3) 0.0276(3) 0.00550(19) 0.0147(2) 0.0111(2) S100 0.0844(7) 0.0553(6) 0.0392(5) 0.0062(4) 0.0238(5) 0.0434(5) O2W 0.0643(16) 0.0502(15) 0.0666(17) 0.0279(13) 0.0337(14) 0.0353(13) O21 0.0558(14) 0.0272(11) 0.0502(14) 0.0171(10) 0.0158(12) 0.0130(10) N11 0.0385(14) 0.0243(12) 0.0337(13) 0.0079(10) 0.0101(11) 0.0085(10) N21 0.0340(13) 0.0249(12) 0.0273(12) 0.0058(9) 0.0090(10) 0.0114(10) N100 0.0586(18) 0.0283(13) 0.0351(14) 0.0060(11) 0.0233(13) 0.0138(12) C11 0.0330(16) 0.0332(16) 0.0370(16) 0.0029(13) 0.0084(13) 0.0083(13) C12 0.0373(17) 0.0439(18) 0.0327(16) 0.0036(14) 0.0052(14) 0.0163(14) C13 0.0431(19) 0.050(2) 0.0371(18) 0.0027(15) 0.0077(15) 0.0208(16) C21 0.0316(15) 0.0265(14) 0.0296(14) 0.0104(11) 0.0146(12) 0.0148(12) C22 0.0341(15) 0.0268(14) 0.0257(14) 0.0073(11) 0.0083(12) 0.0121(12) C23 0.0361(16) 0.0321(15) 0.0286(14) 0.0038(12) 0.0089(13) 0.0116(13) C24 0.0434(18) 0.0423(17) 0.0306(15) 0.0162(13) 0.0090(14) 0.0185(14) C25 0.0437(17) 0.0321(15) 0.0350(16) 0.0182(13) 0.0152(14) 0.0173(13) C26 0.0364(15) 0.0233(14) 0.0326(15) 0.0092(11) 0.0179(13) 0.0128(12) C100 0.0447(18) 0.0313(15) 0.0365(17) 0.0160(13) 0.0148(14) 0.0162(14) O1W 0.075(2) 0.070(2) 0.102(3) 0.0463(19) 0.0021(19) 0.0228(17) _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 N100 1.947(3) . ? Cu1 N100 1.947(3) 2_546 ? Cu1 N21 2.038(3) 2_546 ? Cu1 N21 2.038(3) . ? S100 C100 1.625(3) . ? O21 C26 1.235(4) . ? N11 C26 1.318(4) . ? N11 C11 1.471(4) . ? N11 H11 0.8599 . ? N21 C23 1.333(4) . ? N21 C22 1.340(3) . ? N100 C100 1.155(4) . ? C11 C12 1.515(4) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.498(5) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C13 1.507(6) 2_667 ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C21 C25 1.382(4) . ? C21 C22 1.386(4) . ? C21 C26 1.513(4) . ? C22 H22 0.9300 . ? C23 C24 1.383(4) . ? C23 H23 0.9300 . ? C24 C25 1.373(4) . ? C24 H24 0.9300 . ? C25 H25 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 N100 Cu1 N100 180 . 2_546 ? N100 Cu1 N21 89.36(11) . 2_546 ? N100 Cu1 N21 90.64(11) 2_546 2_546 ? N100 Cu1 N21 90.64(11) . . ? N100 Cu1 N21 89.36(11) 2_546 . ? N21 Cu1 N21 180 2_546 . ? C26 N11 C11 122.8(3) . . ? C26 N11 H11 118.5 . . ? C11 N11 H11 118.6 . . ? C23 N21 C22 118.1(3) . . ? C23 N21 Cu1 120.17(19) . . ? C22 N21 Cu1 121.7(2) . . ? C100 N100 Cu1 166.0(3) . . ? N11 C11 C12 112.8(3) . . ? N11 C11 H11A 109.0 . . ? C12 C11 H11A 109.0 . . ? N11 C11 H11B 109.0 . . ? C12 C11 H11B 109.0 . . ? H11A C11 H11B 107.8 . . ? C13 C12 C11 114.4(3) . . ? C13 C12 H12A 108.7 . . ? C11 C12 H12A 108.7 . . ? C13 C12 H12B 108.7 . . ? C11 C12 H12B 108.7 . . ? H12A C12 H12B 107.6 . . ? C12 C13 C13 114.5(4) . 2_667 ? C12 C13 H13A 108.6 . . ? C13 C13 H13A 108.6 2_667 . ? C12 C13 H13B 108.6 . . ? C13 C13 H13B 108.6 2_667 . ? H13A C13 H13B 107.6 . . ? C25 C21 C22 118.0(3) . . ? C25 C21 C26 118.7(3) . . ? C22 C21 C26 123.2(3) . . ? N21 C22 C21 122.9(3) . . ? N21 C22 H22 118.5 . . ? C21 C22 H22 118.5 . . ? N21 C23 C24 122.4(3) . . ? N21 C23 H23 118.8 . . ? C24 C23 H23 118.8 . . ? C25 C24 C23 119.1(3) . . ? C25 C24 H24 120.5 . . ? C23 C24 H24 120.5 . . ? C24 C25 C21 119.4(3) . . ? C24 C25 H25 120.3 . . ? C21 C25 H25 120.3 . . ? O21 C26 N11 123.5(3) . . ? O21 C26 C21 118.3(3) . . ? N11 C26 C21 118.2(3) . . ? N100 C100 S100 178.9(3) . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.640 _refine_diff_density_min -0.296 _refine_diff_density_rms 0.081 data_7 _database_code_depnum_ccdc_archive 'CCDC 763766' #TrackingRef '- kb3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H44 Cu N8 O6 S2' _chemical_formula_weight 716.37 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' S S 0.1246 0.1234 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.243(3) _cell_length_b 14.680(3) _cell_length_c 9.1658(18) _cell_angle_alpha 90.00 _cell_angle_beta 109.618(6) _cell_angle_gamma 90.00 _cell_volume 1678.5(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3246 _cell_measurement_theta_min 1.63 _cell_measurement_theta_max 26 _exptl_crystal_description plates _exptl_crystal_colour green _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.417 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 754 _exptl_absorpt_coefficient_mu 0.828 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.869 _exptl_absorpt_correction_T_max 0.921 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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-2 CCD area detector' _diffrn_measurement_method hemisphere _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20553 _diffrn_reflns_av_R_equivalents 0.1030 _diffrn_reflns_av_sigmaI/netI 0.0868 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3246 _reflns_number_gt 1782 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0900P)^2^+0.0000P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3246 _refine_ls_number_parameters 170 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1211 _refine_ls_R_factor_gt 0.0612 _refine_ls_wR_factor_ref 0.1656 _refine_ls_wR_factor_gt 0.1439 _refine_ls_goodness_of_fit_ref 0.918 _refine_ls_restrained_S_all 0.918 _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 1.5000 0.0000 0.0000 0.0454(3) Uani 1 2 d S . . O16 O 1.1175(2) -0.1783(2) -0.2695(3) 0.0530(8) Uani 1 1 d . . . N11 N 1.4170(3) -0.1109(2) 0.0359(4) 0.0432(9) Uani 1 1 d . . . C11 C 1.2571(3) -0.2013(3) -0.0313(4) 0.0367(9) Uani 1 1 d . . . C12 C 1.3145(3) -0.1259(3) -0.0488(5) 0.0420(10) Uani 1 1 d . . . H12 H 1.2798 -0.0831 -0.1238 0.050 Uiso 1 1 calc R . . C13 C 1.4656(4) -0.1738(3) 0.1416(5) 0.0569(13) Uani 1 1 d . . . H13 H 1.5377 -0.1656 0.1989 0.068 Uiso 1 1 calc R . . C14 C 1.4151(4) -0.2496(3) 0.1703(6) 0.0675(15) Uani 1 1 d . . . H14 H 1.4515 -0.2904 0.2476 0.081 Uiso 1 1 calc R . . C15 C 1.3088(4) -0.2642(3) 0.0818(5) 0.0557(12) Uani 1 1 d . . . H15 H 1.2727 -0.3154 0.0981 0.067 Uiso 1 1 calc R . . C16 C 1.1451(3) -0.2136(3) -0.1396(5) 0.0428(10) Uani 1 1 d . . . N21 N 1.0810(3) -0.2651(2) -0.0901(4) 0.0456(9) Uani 1 1 d . . . H21 H 1.1073 -0.2891 0.0004 0.055 Uiso 1 1 calc R . . C21 C 0.9676(3) -0.2841(3) -0.1793(5) 0.0560(12) Uani 1 1 d . . . H21A H 0.9434 -0.2414 -0.2647 0.067 Uiso 1 1 calc . . . H21B H 0.9248 -0.2743 -0.1131 0.067 Uiso 1 1 calc . . . C22 C 0.9491(4) -0.3795(3) -0.2425(5) 0.0546(12) Uani 1 1 d . . . H22A H 0.8725 -0.3901 -0.2867 0.066 Uiso 1 1 calc . . . H22B H 0.9777 -0.4221 -0.1576 0.066 Uiso 1 1 calc . . . C23 C 0.9994(4) -0.3988(3) -0.3641(6) 0.0588(13) Uani 1 1 d . . . H23A H 0.9767 -0.3521 -0.4432 0.071 Uiso 1 1 calc . . . H23B H 1.0766 -0.3942 -0.3167 0.071 Uiso 1 1 calc . . . C24 C 0.9728(4) -0.4909(3) -0.4413(5) 0.0592(12) Uani 1 1 d . . . H24A H 0.9937 -0.5379 -0.3623 0.071 Uiso 1 1 calc . . . H24B H 0.8958 -0.4951 -0.4921 0.071 Uiso 1 1 calc . . . C200 C 1.3436(4) 0.1393(4) 0.0492(6) 0.0608(13) Uani 1 1 d . . . S200 S 1.28151(14) 0.22297(16) 0.0971(3) 0.1442(11) Uani 1 1 d . . . N200 N 1.3876(3) 0.0804(3) 0.0176(5) 0.0615(11) Uani 1 1 d . . . O11A O 1.4044(4) -0.0146(3) -0.2812(6) 0.0994(15) Uani 1 1 d . . . C11A C 1.3523(9) 0.0075(6) -0.3824(11) 0.171(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0400(5) 0.0390(4) 0.0566(5) -0.0013(4) 0.0153(3) -0.0032(4) O16 0.0491(19) 0.070(2) 0.0372(17) 0.0003(15) 0.0107(15) -0.0022(15) N11 0.035(2) 0.0439(19) 0.047(2) 0.0009(17) 0.0087(17) -0.0028(16) C11 0.033(2) 0.037(2) 0.039(2) -0.0007(18) 0.0096(18) -0.0001(18) C12 0.039(3) 0.046(2) 0.038(2) 0.0016(19) 0.009(2) 0.004(2) C13 0.039(3) 0.059(3) 0.059(3) 0.013(2) -0.001(2) -0.003(2) C14 0.057(3) 0.063(3) 0.067(3) 0.025(3) 0.000(3) -0.008(3) C15 0.045(3) 0.049(3) 0.069(3) 0.015(2) 0.013(3) -0.005(2) C16 0.040(3) 0.048(2) 0.037(2) -0.008(2) 0.009(2) 0.000(2) N21 0.038(2) 0.058(2) 0.039(2) -0.0042(17) 0.0122(17) -0.0023(17) C21 0.034(3) 0.075(3) 0.057(3) -0.017(2) 0.013(2) -0.011(2) C22 0.044(3) 0.067(3) 0.050(3) -0.010(2) 0.012(2) -0.013(2) C23 0.061(3) 0.057(3) 0.060(3) -0.002(2) 0.023(3) -0.013(2) C24 0.066(3) 0.056(3) 0.053(3) -0.008(2) 0.017(2) -0.016(3) C200 0.036(3) 0.066(3) 0.074(4) -0.011(3) 0.010(3) -0.009(2) S200 0.0606(11) 0.1361(17) 0.217(2) -0.1025(18) 0.0208(13) 0.0178(11) N200 0.048(3) 0.054(2) 0.085(3) 0.005(2) 0.026(2) 0.002(2) O11A 0.098(3) 0.095(3) 0.074(3) 0.021(2) -0.012(3) -0.016(2) C11A 0.182(9) 0.143(8) 0.101(6) 0.055(6) -0.069(6) -0.076(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 Cu1 N200 1.949(4) . ? Cu1 N200 1.949(4) 3_855 ? Cu1 N11 2.051(3) 3_855 ? Cu1 N11 2.051(3) . ? O16 C16 1.236(5) . ? N11 C13 1.337(5) . ? N11 C12 1.337(5) . ? C11 C15 1.385(6) . ? C11 C12 1.383(5) . ? C11 C16 1.493(6) . ? C13 C14 1.367(6) . ? C14 C15 1.385(6) . ? C16 N21 1.326(5) . ? N21 C21 1.475(5) . ? C21 C22 1.504(7) . ? C22 C23 1.505(6) . ? C23 C24 1.512(6) . ? C24 C24 1.506(10) 3_744 ? C200 N200 1.133(6) . ? C200 S200 1.619(6) . ? O11A C11A 1.006(8) . ? 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 N200 Cu1 N200 180 . 3_855 ? N200 Cu1 N11 89.87(15) . 3_855 ? N200 Cu1 N11 90.13(15) 3_855 3_855 ? N200 Cu1 N11 90.13(15) . . ? N200 Cu1 N11 89.87(15) 3_855 . ? N11 Cu1 N11 180 3_855 . ? C13 N11 C12 117.1(4) . . ? C13 N11 Cu1 120.8(3) . . ? C12 N11 Cu1 122.1(3) . . ? C15 C11 C12 117.9(4) . . ? C15 C11 C16 123.3(4) . . ? C12 C11 C16 118.8(4) . . ? N11 C12 C11 123.7(4) . . ? N11 C13 C14 123.7(4) . . ? C13 C14 C15 118.7(4) . . ? C11 C15 C14 119.0(4) . . ? O16 C16 N21 123.6(4) . . ? O16 C16 C11 119.7(4) . . ? N21 C16 C11 116.7(4) . . ? C16 N21 C21 124.6(4) . . ? N21 C21 C22 113.2(4) . . ? C21 C22 C23 113.9(4) . . ? C24 C23 C22 115.0(4) . . ? C24 C24 C23 113.6(5) 3_744 . ? N200 C200 S200 179.1(6) . . ? C200 N200 Cu1 163.0(4) . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.401 _refine_diff_density_min -0.431 _refine_diff_density_rms 0.064 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 0.500 0.000 227 51 ' ' 2 0.500 1.000 0.500 227 51 ' ' _platon_squeeze_details ; The final structure was refined using squeeze option without NME2 group of DMF and H2O molecules. ; data_8 _database_code_depnum_ccdc_archive 'CCDC 763767' #TrackingRef '- kb3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H42 Cu N10 O6 S2' _chemical_formula_weight 790.42 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' S S 0.1246 0.1234 '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' _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 10.069(3) _cell_length_b 14.339(3) _cell_length_c 14.469(4) _cell_angle_alpha 75.382(7) _cell_angle_beta 85.836(7) _cell_angle_gamma 76.313(7) _cell_volume 1963.8(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7634 _cell_measurement_theta_min 1.45 _cell_measurement_theta_max 26 _exptl_crystal_description plates _exptl_crystal_colour green _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.337 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 826 _exptl_absorpt_coefficient_mu 0.716 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.898 _exptl_absorpt_correction_T_max 0.944 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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-2 CCD area detector' _diffrn_measurement_method hemisphere _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25020 _diffrn_reflns_av_R_equivalents 0.0422 _diffrn_reflns_av_sigmaI/netI 0.0459 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.45 _diffrn_reflns_theta_max 26.00 _reflns_number_total 7634 _reflns_number_gt 5666 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. The carbon atoms of one of the DMF molecules are disoredred over two sites which is modeled and refined isotopically. ; _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^)+(0.1000P)^2^+0.0000P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7634 _refine_ls_number_parameters 447 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0829 _refine_ls_R_factor_gt 0.0583 _refine_ls_wR_factor_ref 0.1866 _refine_ls_wR_factor_gt 0.1734 _refine_ls_goodness_of_fit_ref 1.227 _refine_ls_restrained_S_all 1.227 _refine_ls_shift/su_max 0.008 _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 0.43390(4) 1.25296(3) 0.47287(3) 0.04214(17) Uani 1 1 d . . . S100 S 0.58461(17) 1.11214(12) 0.21857(9) 0.0928(5) Uani 1 1 d . . . C100 C 0.5562(4) 1.1488(3) 0.3159(3) 0.0476(8) Uani 1 1 d . . . N100 N 0.5345(3) 1.1743(2) 0.3860(2) 0.0523(8) Uani 1 1 d . . . S200 S 0.15754(18) 1.39823(13) 0.69611(12) 0.1056(6) Uani 1 1 d . . . C200 C 0.2586(4) 1.3594(3) 0.6153(3) 0.0502(9) Uani 1 1 d . . . N200 N 0.3292(3) 1.3323(2) 0.5567(2) 0.0517(7) Uani 1 1 d . . . O16 O 0.7402(3) 1.30046(19) 0.7437(2) 0.0679(8) Uani 1 1 d . . . N11 N 0.5577(3) 1.1692(2) 0.58330(19) 0.0384(6) Uani 1 1 d . . . C11 C 0.6932(3) 1.1557(2) 0.7174(2) 0.0341(7) Uani 1 1 d . . . C12 C 0.6042(3) 1.2097(2) 0.6446(2) 0.0369(7) Uani 1 1 d . . . H12 H 0.5750 1.2776 0.6378 0.044 Uiso 1 1 calc R . . C13 C 0.5998(4) 1.0716(3) 0.5938(3) 0.0466(8) Uani 1 1 d . . . H13 H 0.5691 1.0425 0.5513 0.056 Uiso 1 1 calc R . . C14 C 0.6871(4) 1.0124(3) 0.6654(3) 0.0472(8) Uani 1 1 d . . . H14 H 0.7134 0.9445 0.6712 0.057 Uiso 1 1 calc R . . C15 C 0.7352(3) 1.0545(2) 0.7284(2) 0.0410(8) Uani 1 1 d . . . H15 H 0.7943 1.0157 0.7770 0.049 Uiso 1 1 calc R . . C16 C 0.7461(3) 1.2124(3) 0.7756(2) 0.0415(8) Uani 1 1 d . . . N21 N 1.3092(3) 1.3326(2) 1.36272(19) 0.0407(6) Uani 1 1 d . . . O26 O 1.0744(3) 1.19419(19) 1.24414(18) 0.0618(8) Uani 1 1 d . . . C21 C 1.1637(3) 1.3344(2) 1.2382(2) 0.0385(7) Uani 1 1 d . . . C22 C 1.2427(3) 1.2865(2) 1.3181(2) 0.0403(7) Uani 1 1 d . . . H22 H 1.2500 1.2189 1.3419 0.048 Uiso 1 1 calc R . . C23 C 1.2952(4) 1.4302(3) 1.3292(3) 0.0470(9) Uani 1 1 d . . . H23 H 1.3409 1.4630 1.3597 0.056 Uiso 1 1 calc R . . C24 C 1.2166(4) 1.4839(3) 1.2520(3) 0.0547(10) Uani 1 1 d . . . H24 H 1.2085 1.5518 1.2309 0.066 Uiso 1 1 calc R . . C25 C 1.1493(4) 1.4350(3) 1.2059(3) 0.0505(9) Uani 1 1 d . . . H25 H 1.0949 1.4700 1.1535 0.061 Uiso 1 1 calc R . . C26 C 1.0976(3) 1.2719(3) 1.1953(2) 0.0411(8) Uani 1 1 d . . . N31 N 0.8004(3) 1.1597(2) 0.86074(18) 0.0400(6) Uani 1 1 d . . . H31 H 0.7924 1.0994 0.8799 0.048 Uiso 1 1 calc R . . N32 N 1.0697(3) 1.3068(2) 1.10120(19) 0.0437(7) Uani 1 1 d . . . H32 H 1.0949 1.3603 1.0729 0.052 Uiso 1 1 calc R . . C31 C 0.8698(3) 1.1964(2) 0.9212(2) 0.0369(7) Uani 1 1 d . . . C32 C 0.8591(4) 1.1624(3) 1.0191(2) 0.0513(9) Uani 1 1 d . . . H32A H 0.8066 1.1163 1.0441 0.062 Uiso 1 1 calc R . . C33 C 0.9250(4) 1.1958(3) 1.0805(3) 0.0532(10) Uani 1 1 d . . . H33 H 0.9169 1.1721 1.1462 0.064 Uiso 1 1 calc R . . C34 C 1.0034(3) 1.2648(2) 1.0440(2) 0.0385(7) Uani 1 1 d . . . C35 C 1.0158(3) 1.2972(2) 0.9453(2) 0.0395(7) Uani 1 1 d . . . H35 H 1.0699 1.3422 0.9199 0.047 Uiso 1 1 calc R . . C36 C 0.9499(3) 1.2640(2) 0.8849(2) 0.0390(7) Uani 1 1 d . . . H36 H 0.9589 1.2870 0.8192 0.047 Uiso 1 1 calc R . . O300 O 0.5839(3) 1.3750(2) 0.4320(2) 0.0729(9) Uani 1 1 d . . . N300 N 0.8055(4) 1.3450(3) 0.4716(3) 0.0688(10) Uani 1 1 d . . . C301 C 0.6772(5) 1.3952(3) 0.4653(3) 0.0645(11) Uani 1 1 d . . . H301 H 0.6564 1.4517 0.4888 0.077 Uiso 1 1 calc R . . C302 C 0.8450(7) 1.2560(5) 0.4405(6) 0.131(3) Uani 1 1 d . . . H30A H 0.7678 1.2265 0.4445 0.197 Uiso 1 1 calc R . . H30B H 0.9166 1.2109 0.4803 0.197 Uiso 1 1 calc R . . H30C H 0.8773 1.2703 0.3755 0.197 Uiso 1 1 calc R . . C303 C 0.9093(6) 1.3761(5) 0.5142(5) 0.113(2) Uani 1 1 d . . . H30D H 0.8760 1.4434 0.5182 0.169 Uiso 1 1 calc R . . H30E H 0.9909 1.3709 0.4753 0.169 Uiso 1 1 calc R . . H30F H 0.9295 1.3343 0.5771 0.169 Uiso 1 1 calc R . . N400 N 0.1450(3) 1.0728(3) 0.6356(3) 0.0631(9) Uani 1 1 d . . . O400 O 0.2880(3) 1.1283(2) 0.5167(2) 0.0672(8) Uani 1 1 d . . . C400 C 0.2350(5) 1.1255(3) 0.5963(4) 0.0694(12) Uani 1 1 d . . . H400 H 0.2605 1.1639 0.6321 0.083 Uiso 1 1 calc R . . C401 C 0.1093(6) 1.0049(5) 0.5920(5) 0.117(2) Uani 1 1 d . . . H40A H 0.0982 1.0335 0.5247 0.175 Uiso 1 1 calc R . . H40B H 0.0251 0.9895 0.6195 0.175 Uiso 1 1 calc R . . H40C H 0.1802 0.9455 0.6022 0.175 Uiso 1 1 calc R . . C402 C 0.0923(6) 1.0757(5) 0.7320(5) 0.117(2) Uani 1 1 d . . . H40D H 0.1448 1.1087 0.7605 0.175 Uiso 1 1 calc R . . H40E H 0.0993 1.0094 0.7700 0.175 Uiso 1 1 calc R . . H40F H -0.0017 1.1108 0.7288 0.175 Uiso 1 1 calc R . . N500 N 1.3673(3) 1.1439(2) -0.0367(3) 0.0602(9) Uani 1 1 d . . . O500 O 1.2780(4) 1.0142(2) 0.0376(2) 0.0916(11) Uani 1 1 d . . . C500 C 1.3213(5) 1.0870(4) 0.0377(4) 0.0802(14) Uani 1 1 d . . . H500 H 1.3213 1.1033 0.0960 0.096 Uiso 1 1 calc R . . C501 C 1.4208(6) 1.2266(4) -0.0277(5) 0.110(2) Uani 1 1 d . . . H50A H 1.3966 1.2394 0.0340 0.165 Uiso 1 1 calc R . . H50B H 1.3827 1.2842 -0.0764 0.165 Uiso 1 1 calc R . . H50C H 1.5185 1.2109 -0.0349 0.165 Uiso 1 1 calc R . . C502 C 1.3665(8) 1.1275(5) -0.1289(4) 0.118(2) Uani 1 1 d . . . H50D H 1.3166 1.0777 -0.1270 0.177 Uiso 1 1 calc R . . H50E H 1.4587 1.1058 -0.1499 0.177 Uiso 1 1 calc R . . H50F H 1.3235 1.1879 -0.1725 0.177 Uiso 1 1 calc R . . N600 N 0.6770(5) 1.4387(4) 1.1041(4) 0.0947(13) Uiso 1 1 d . . . O600 O 0.8112(4) 1.5340(3) 1.0219(3) 0.0987(11) Uiso 1 1 d . . . C600 C 0.7411(10) 1.4761(7) 1.0300(8) 0.074(2) Uiso 0.50 1 d P A 1 H600 H 0.7319 1.4555 0.9753 0.089 Uiso 0.50 1 calc PR A 1 C601 C 0.634(3) 1.4900(19) 1.1795(18) 0.231(11) Uiso 0.50 1 d P A 1 H60A H 0.5863 1.4512 1.2285 0.347 Uiso 0.50 1 calc PR A 1 H60B H 0.5747 1.5531 1.1538 0.347 Uiso 0.50 1 calc PR A 1 H60C H 0.7130 1.4996 1.2062 0.347 Uiso 0.50 1 calc PR A 1 C602 C 0.5857(16) 1.3726(11) 1.1136(12) 0.132(5) Uiso 0.50 1 d P A 1 H60D H 0.5529 1.3574 1.1784 0.198 Uiso 0.50 1 calc PR A 1 H60E H 0.6339 1.3127 1.0970 0.198 Uiso 0.50 1 calc PR A 1 H60F H 0.5097 1.4038 1.0717 0.198 Uiso 0.50 1 calc PR A 1 C603 C 0.6424(15) 1.3947(11) 1.0302(11) 0.126(5) Uiso 0.50 1 d P A 2 H60G H 0.5762 1.3561 1.0554 0.190 Uiso 0.50 1 calc PR A 2 H60H H 0.7234 1.3530 1.0109 0.190 Uiso 0.50 1 calc PR A 2 H60I H 0.6051 1.4464 0.9761 0.190 Uiso 0.50 1 calc PR A 2 C604 C 0.7641(12) 1.4961(9) 1.0920(10) 0.094(3) Uiso 0.50 1 d P A 2 H604 H 0.7915 1.5075 1.1474 0.112 Uiso 0.50 1 calc PR A 2 C605 C 0.661(2) 1.3916(17) 1.2030(15) 0.190(8) Uiso 0.50 1 d P A 2 H60J H 0.5969 1.3503 1.2091 0.285 Uiso 0.50 1 calc PR A 2 H60K H 0.6279 1.4411 1.2382 0.285 Uiso 0.50 1 calc PR A 2 H60L H 0.7478 1.3519 1.2277 0.285 Uiso 0.50 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0489(3) 0.0478(3) 0.0340(3) -0.0177(2) -0.01612(18) -0.00634(19) S100 0.1202(11) 0.1196(12) 0.0561(8) -0.0487(8) 0.0208(7) -0.0382(9) C100 0.051(2) 0.050(2) 0.043(2) -0.0096(18) -0.0023(16) -0.0155(17) N100 0.0581(18) 0.059(2) 0.0421(18) -0.0226(16) -0.0115(14) -0.0035(15) S200 0.1211(12) 0.1170(12) 0.0899(11) -0.0501(9) 0.0533(9) -0.0382(10) C200 0.060(2) 0.048(2) 0.047(2) -0.0119(18) -0.0069(18) -0.0192(18) N200 0.0574(18) 0.0551(19) 0.0446(18) -0.0191(15) -0.0114(15) -0.0059(15) O16 0.108(2) 0.0411(16) 0.0613(18) -0.0002(13) -0.0479(16) -0.0293(15) N11 0.0446(14) 0.0425(16) 0.0333(15) -0.0135(12) -0.0117(11) -0.0123(12) C11 0.0411(16) 0.0374(18) 0.0267(16) -0.0082(14) -0.0061(13) -0.0126(13) C12 0.0451(17) 0.0379(18) 0.0325(17) -0.0124(14) -0.0082(13) -0.0120(14) C13 0.060(2) 0.042(2) 0.047(2) -0.0208(17) -0.0161(17) -0.0127(16) C14 0.063(2) 0.0339(18) 0.048(2) -0.0127(16) -0.0146(17) -0.0114(16) C15 0.0474(18) 0.0413(19) 0.0356(18) -0.0073(15) -0.0110(14) -0.0117(15) C16 0.0490(18) 0.047(2) 0.0356(18) -0.0117(16) -0.0142(14) -0.0191(16) N21 0.0486(15) 0.0417(16) 0.0368(15) -0.0148(13) -0.0158(12) -0.0098(12) O26 0.097(2) 0.0508(16) 0.0444(15) 0.0044(13) -0.0335(14) -0.0383(15) C21 0.0456(17) 0.0380(18) 0.0354(18) -0.0115(15) -0.0124(14) -0.0101(14) C22 0.0508(18) 0.0352(17) 0.0370(18) -0.0091(15) -0.0149(15) -0.0091(14) C23 0.057(2) 0.041(2) 0.053(2) -0.0225(17) -0.0163(17) -0.0134(16) C24 0.076(3) 0.0358(19) 0.056(2) -0.0097(18) -0.023(2) -0.0151(18) C25 0.065(2) 0.041(2) 0.046(2) -0.0094(17) -0.0269(17) -0.0071(17) C26 0.0456(18) 0.042(2) 0.0392(19) -0.0115(16) -0.0160(14) -0.0096(15) N31 0.0566(16) 0.0389(15) 0.0312(15) -0.0071(12) -0.0121(12) -0.0218(13) N32 0.0586(17) 0.0452(16) 0.0340(15) -0.0045(13) -0.0167(13) -0.0250(14) C31 0.0431(16) 0.0442(19) 0.0298(17) -0.0120(14) -0.0102(13) -0.0163(14) C32 0.067(2) 0.061(2) 0.0364(19) -0.0042(17) -0.0119(17) -0.041(2) C33 0.074(2) 0.069(3) 0.0281(18) -0.0061(17) -0.0106(16) -0.040(2) C34 0.0449(17) 0.0431(19) 0.0313(17) -0.0085(15) -0.0134(14) -0.0139(15) C35 0.0427(17) 0.0447(19) 0.0357(18) -0.0066(15) -0.0060(14) -0.0202(15) C36 0.0455(17) 0.047(2) 0.0270(16) -0.0055(15) -0.0077(13) -0.0172(15) O300 0.0668(18) 0.084(2) 0.075(2) -0.0134(17) -0.0117(15) -0.0357(17) N300 0.064(2) 0.074(2) 0.073(3) -0.019(2) -0.0095(18) -0.0214(19) C301 0.075(3) 0.061(3) 0.059(3) -0.010(2) -0.008(2) -0.020(2) C302 0.100(5) 0.133(6) 0.174(7) -0.081(5) 0.000(5) -0.007(4) C303 0.087(4) 0.132(5) 0.132(5) -0.024(4) -0.036(4) -0.050(4) N400 0.0519(18) 0.072(2) 0.073(2) -0.0236(19) 0.0069(17) -0.0251(17) O400 0.0767(19) 0.078(2) 0.0506(18) -0.0102(15) -0.0049(15) -0.0285(16) C400 0.075(3) 0.068(3) 0.072(3) -0.016(2) -0.011(2) -0.027(2) C401 0.094(4) 0.146(6) 0.152(6) -0.091(5) 0.010(4) -0.053(4) C402 0.083(4) 0.162(6) 0.135(6) -0.082(5) 0.040(4) -0.048(4) N500 0.061(2) 0.052(2) 0.064(2) -0.0038(17) 0.0009(17) -0.0177(16) O500 0.133(3) 0.077(2) 0.078(2) -0.0009(18) -0.011(2) -0.065(2) C500 0.103(4) 0.080(3) 0.063(3) -0.013(3) -0.005(3) -0.035(3) C501 0.106(4) 0.091(4) 0.147(6) -0.032(4) 0.008(4) -0.051(4) C502 0.163(6) 0.132(6) 0.076(4) -0.035(4) 0.021(4) -0.065(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 N200 1.954(3) . ? Cu1 N100 1.967(3) . ? Cu1 N21 2.028(3) 1_454 ? Cu1 N11 2.040(3) . ? S100 C100 1.609(4) . ? C100 N100 1.151(4) . ? S200 C200 1.613(4) . ? C200 N200 1.150(5) . ? O16 C16 1.219(4) . ? N11 C13 1.335(4) . ? N11 C12 1.338(4) . ? C11 C15 1.383(4) . ? C11 C12 1.382(4) . ? C11 C16 1.506(4) . ? C13 C14 1.378(5) . ? C14 C15 1.383(4) . ? C16 N31 1.349(4) . ? N21 C22 1.337(4) . ? N21 C23 1.337(4) . ? N21 Cu1 2.028(3) 1_656 ? O26 C26 1.224(4) . ? C21 C25 1.376(5) . ? C21 C22 1.384(5) . ? C21 C26 1.501(4) . ? C23 C24 1.368(5) . ? C24 C25 1.385(5) . ? C26 N32 1.352(4) . ? N31 C31 1.423(4) . ? N32 C34 1.419(4) . ? C31 C32 1.383(4) . ? C31 C36 1.385(4) . ? C32 C33 1.382(5) . ? C33 C34 1.388(5) . ? C34 C35 1.392(4) . ? C35 C36 1.369(4) . ? O300 C301 1.209(5) . ? N300 C301 1.319(6) . ? N300 C302 1.419(7) . ? N300 C303 1.457(6) . ? N400 C400 1.322(5) . ? N400 C401 1.409(6) . ? N400 C402 1.462(6) . ? O400 C400 1.230(5) . ? N500 C500 1.306(6) . ? N500 C502 1.413(6) . ? N500 C501 1.449(6) . ? O500 C500 1.223(5) . ? N600 C600 1.276(10) . ? N600 C604 1.313(12) . ? N600 C601 1.45(2) . ? N600 C605 1.43(2) . ? N600 C603 1.470(14) . ? N600 C602 1.446(15) . ? O600 C604 1.150(12) . ? O600 C600 1.190(10) . ? 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 N200 Cu1 N100 178.28(12) . . ? N200 Cu1 N21 90.42(12) . 1_454 ? N100 Cu1 N21 87.97(12) . 1_454 ? N200 Cu1 N11 90.43(12) . . ? N100 Cu1 N11 91.17(12) . . ? N21 Cu1 N11 178.29(10) 1_454 . ? N100 C100 S100 179.0(4) . . ? C100 N100 Cu1 156.2(3) . . ? N200 C200 S200 179.0(4) . . ? C200 N200 Cu1 164.5(3) . . ? C13 N11 C12 117.9(3) . . ? C13 N11 Cu1 120.2(2) . . ? C12 N11 Cu1 121.8(2) . . ? C15 C11 C12 118.4(3) . . ? C15 C11 C16 124.1(3) . . ? C12 C11 C16 117.4(3) . . ? N11 C12 C11 123.3(3) . . ? N11 C13 C14 122.4(3) . . ? C13 C14 C15 119.6(3) . . ? C11 C15 C14 118.4(3) . . ? O16 C16 N31 124.2(3) . . ? O16 C16 C11 119.6(3) . . ? N31 C16 C11 116.2(3) . . ? C22 N21 C23 117.8(3) . . ? C22 N21 Cu1 119.8(2) . 1_656 ? C23 N21 Cu1 122.4(2) . 1_656 ? C25 C21 C22 117.8(3) . . ? C25 C21 C26 125.3(3) . . ? C22 C21 C26 116.9(3) . . ? N21 C22 C21 123.3(3) . . ? N21 C23 C24 122.9(3) . . ? C23 C24 C25 118.7(3) . . ? C21 C25 C24 119.5(3) . . ? O26 C26 N32 124.1(3) . . ? O26 C26 C21 120.4(3) . . ? N32 C26 C21 115.5(3) . . ? C16 N31 C31 124.9(3) . . ? C26 N32 C34 127.2(3) . . ? C32 C31 C36 118.8(3) . . ? C32 C31 N31 119.2(3) . . ? C36 C31 N31 122.0(3) . . ? C33 C32 C31 121.2(3) . . ? C32 C33 C34 119.9(3) . . ? C33 C34 C35 118.6(3) . . ? C33 C34 N32 124.0(3) . . ? C35 C34 N32 117.4(3) . . ? C36 C35 C34 121.2(3) . . ? C35 C36 C31 120.4(3) . . ? C301 N300 C302 120.4(4) . . ? C301 N300 C303 121.6(5) . . ? C302 N300 C303 118.0(5) . . ? O300 C301 N300 126.5(5) . . ? C400 N400 C401 121.9(4) . . ? C400 N400 C402 119.6(4) . . ? C401 N400 C402 118.1(4) . . ? O400 C400 N400 125.7(4) . . ? C500 N500 C502 121.3(4) . . ? C500 N500 C501 121.1(4) . . ? C502 N500 C501 117.6(4) . . ? O500 C500 N500 125.8(5) . . ? C600 N600 C604 48.5(7) . . ? C600 N600 C601 121.4(12) . . ? C604 N600 C601 78.7(12) . . ? C600 N600 C605 155.6(12) . . ? C604 N600 C605 111.8(12) . . ? C601 N600 C605 54.9(11) . . ? C600 N600 C603 76.2(8) . . ? C604 N600 C603 124.5(9) . . ? C601 N600 C603 149.8(13) . . ? C605 N600 C603 119.5(11) . . ? C600 N600 C602 128.9(9) . . ? C604 N600 C602 176.7(10) . . ? C601 N600 C602 104.5(13) . . ? C605 N600 C602 70.1(10) . . ? C603 N600 C602 52.7(8) . . ? C604 O600 C600 54.0(7) . . ? O600 C600 N600 128.4(10) . . ? O600 C604 N600 128.5(12) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.863 _refine_diff_density_min -0.675 _refine_diff_density_rms 0.068 data_9 _database_code_depnum_ccdc_archive 'CCDC 763768' #TrackingRef '- kb3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H50 Cu N8 O4 S2' _chemical_formula_weight 858.56 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' S S 0.1246 0.1234 '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 7.4123(4) _cell_length_b 10.5479(6) _cell_length_c 14.0519(8) _cell_angle_alpha 83.276(2) _cell_angle_beta 75.937(2) _cell_angle_gamma 89.908(2) _cell_volume 1057.97(10) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4091 _cell_measurement_theta_min 1.50 _cell_measurement_theta_max 26 _exptl_crystal_description plates _exptl_crystal_colour blue _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.348 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 451 _exptl_absorpt_coefficient_mu 0.666 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.887 _exptl_absorpt_correction_T_max 0.936 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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-2 CCD area detector' _diffrn_measurement_method hemisphere _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13328 _diffrn_reflns_av_R_equivalents 0.0244 _diffrn_reflns_av_sigmaI/netI 0.0257 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4091 _reflns_number_gt 3527 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0804P)^2^+0.8414P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4091 _refine_ls_number_parameters 259 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0539 _refine_ls_R_factor_gt 0.0458 _refine_ls_wR_factor_ref 0.1401 _refine_ls_wR_factor_gt 0.1361 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _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 Cu1 Cu 0.5000 0.0000 0.5000 0.03547(17) Uani 1 2 d S . . S200 S 0.06145(11) -0.30145(8) 0.70718(6) 0.0509(2) Uani 1 1 d . . . N200 N 0.3092(4) -0.1125(2) 0.5944(2) 0.0498(6) Uani 1 1 d . . . C200 C 0.2059(4) -0.1903(3) 0.6410(2) 0.0371(6) Uani 1 1 d . . . N11 N 0.3419(3) 0.1541(2) 0.53172(16) 0.0347(5) Uani 1 1 d . . . N12 N 0.3824(3) 0.4644(2) 0.62243(16) 0.0344(5) Uani 1 1 d . . . H12 H 0.3093 0.5272 0.6336 0.041 Uiso 1 1 calc R . . C11 C 0.3122(4) 0.3609(2) 0.58568(18) 0.0318(5) Uani 1 1 d . . . C12 C 0.4158(4) 0.2544(2) 0.56070(19) 0.0337(5) Uani 1 1 d . . . H12A H 0.5395 0.2528 0.5642 0.040 Uiso 1 1 calc R . . C13 C 0.1645(4) 0.1562(3) 0.5258(2) 0.0414(6) Uani 1 1 d . . . H13 H 0.1133 0.0857 0.5069 0.050 Uiso 1 1 calc R . . C14 C 0.0554(4) 0.2600(3) 0.5470(2) 0.0419(6) Uani 1 1 d . . . H14 H -0.0669 0.2601 0.5410 0.050 Uiso 1 1 calc R . . C15 C 0.1293(4) 0.3635(3) 0.5770(2) 0.0376(6) Uani 1 1 d . . . H15 H 0.0577 0.4345 0.5913 0.045 Uiso 1 1 calc R . . O21 O 0.6745(3) 0.4010(2) 0.62110(19) 0.0561(6) Uani 1 1 d . . . C21 C 0.5516(4) 0.4763(2) 0.6422(2) 0.0359(6) Uani 1 1 d . . . C22 C 0.5791(4) 0.5901(3) 0.6938(2) 0.0406(6) Uani 1 1 d . . . H22A H 0.4695 0.6419 0.7014 0.049 Uiso 1 1 calc . . . H22B H 0.6844 0.6421 0.6539 0.049 Uiso 1 1 calc . . . C23 C 0.6140(5) 0.5460(3) 0.7962(2) 0.0535(8) Uani 1 1 d . . . H23A H 0.7087 0.4818 0.7893 0.064 Uiso 1 1 calc . . . H23B H 0.6615 0.6180 0.8207 0.064 Uiso 1 1 calc . . . C24 C 0.4426(5) 0.4916(4) 0.8705(3) 0.0637(9) Uani 1 1 d . . . H24A H 0.3955 0.4196 0.8457 0.076 Uiso 1 1 calc . . . H24B H 0.3480 0.5559 0.8769 0.076 Uiso 1 1 calc . . . C25 C 0.4734(6) 0.4473(4) 0.9733(3) 0.0611(9) Uani 1 1 d . . . H25A H 0.3602 0.4047 1.0139 0.073 Uiso 1 1 calc . . . H25B H 0.5707 0.3849 0.9664 0.073 Uiso 1 1 calc . . . C31 C 0.0211(5) 0.8686(4) -0.0084(3) 0.0554(8) Uani 1 1 d . . . C32 C 0.0415(6) 0.7351(4) -0.0134(3) 0.0713(11) Uani 1 1 d . . . H32 H 0.0691 0.7048 -0.0747 0.086 Uiso 1 1 calc R . . C33 C 0.0215(6) 0.6521(4) 0.0689(3) 0.0704(10) Uani 1 1 d . . . H33 H 0.0361 0.5654 0.0638 0.084 Uiso 1 1 calc R . . C34 C -0.0210(6) 0.6946(4) 0.1620(3) 0.0726(11) Uani 1 1 d . . . H34 H -0.0340 0.6357 0.2181 0.087 Uiso 1 1 calc R . . C35 C -0.0434(6) 0.8199(4) 0.1718(3) 0.0697(10) Uani 1 1 d . . . H35 H -0.0721 0.8461 0.2345 0.084 Uiso 1 1 calc R . . C36 C -0.0234(5) 0.9130(4) 0.0867(2) 0.0555(8) Uani 1 1 d . . . C37 C 0.0426(6) 0.9580(4) -0.0924(3) 0.0642(10) Uani 1 1 d . . . H37 H 0.0709 0.9294 -0.1543 0.077 Uiso 1 1 calc R . . O100 O 0.6654(4) 0.0389(2) 0.62850(19) 0.0669(7) Uani 1 1 d . . . N100 N 0.5964(5) 0.0017(3) 0.7954(2) 0.0654(8) Uani 1 1 d . . . C100 C 0.6458(7) -0.0329(4) 0.7042(4) 0.0777(12) Uani 1 1 d . . . H100 H 0.6667 -0.1190 0.6986 0.093 Uiso 1 1 calc R . . C101 C 0.5728(10) -0.0945(5) 0.8812(4) 0.1114(19) Uani 1 1 d . . . H10A H 0.4426 -0.1130 0.9090 0.167 Uiso 1 1 calc R . . H10B H 0.6267 -0.0629 0.9297 0.167 Uiso 1 1 calc R . . H10C H 0.6334 -0.1710 0.8614 0.167 Uiso 1 1 calc R . . C102 C 0.5617(8) 0.1304(4) 0.8113(4) 0.0907(14) Uani 1 1 d . . . H10D H 0.6060 0.1848 0.7502 0.136 Uiso 1 1 calc R . . H10E H 0.6251 0.1532 0.8591 0.136 Uiso 1 1 calc R . . H10F H 0.4303 0.1406 0.8354 0.136 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 Cu1 0.0357(3) 0.0223(2) 0.0459(3) -0.00718(17) -0.00377(19) 0.00024(17) S200 0.0459(5) 0.0436(4) 0.0562(5) -0.0010(3) -0.0010(3) -0.0074(3) N200 0.0473(15) 0.0316(12) 0.0619(16) -0.0039(11) 0.0023(12) -0.0019(11) C200 0.0381(15) 0.0327(14) 0.0408(14) -0.0097(11) -0.0076(12) 0.0084(11) N11 0.0345(12) 0.0267(11) 0.0433(12) -0.0079(9) -0.0086(9) 0.0023(9) N12 0.0370(12) 0.0265(11) 0.0418(12) -0.0109(9) -0.0108(9) 0.0074(9) C11 0.0360(14) 0.0278(12) 0.0311(12) -0.0055(9) -0.0065(10) 0.0034(10) C12 0.0322(13) 0.0270(12) 0.0425(13) -0.0066(10) -0.0093(11) 0.0041(10) C13 0.0378(15) 0.0354(14) 0.0531(16) -0.0133(12) -0.0116(12) -0.0025(11) C14 0.0327(14) 0.0446(16) 0.0521(16) -0.0136(13) -0.0137(12) 0.0054(12) C15 0.0378(15) 0.0348(14) 0.0420(14) -0.0106(11) -0.0106(11) 0.0103(11) O21 0.0409(12) 0.0460(12) 0.0918(17) -0.0311(12) -0.0258(11) 0.0132(9) C21 0.0387(15) 0.0282(13) 0.0410(14) -0.0042(10) -0.0103(11) 0.0002(11) C22 0.0476(17) 0.0332(14) 0.0422(14) -0.0081(11) -0.0116(12) -0.0033(12) C23 0.058(2) 0.0545(19) 0.0509(17) -0.0099(14) -0.0168(15) -0.0016(15) C24 0.063(2) 0.076(3) 0.0531(19) -0.0111(17) -0.0139(16) -0.0115(18) C25 0.069(2) 0.062(2) 0.0489(18) 0.0013(15) -0.0120(16) -0.0112(18) C31 0.0488(19) 0.066(2) 0.0517(18) -0.0129(15) -0.0108(14) 0.0030(16) C32 0.078(3) 0.072(3) 0.065(2) -0.0168(19) -0.015(2) 0.007(2) C33 0.069(2) 0.065(2) 0.075(3) -0.0085(19) -0.013(2) 0.0014(19) C34 0.069(3) 0.080(3) 0.062(2) 0.006(2) -0.0073(19) 0.003(2) C35 0.075(3) 0.083(3) 0.0472(19) -0.0069(18) -0.0076(17) 0.007(2) C36 0.0506(19) 0.069(2) 0.0466(17) -0.0088(15) -0.0098(14) 0.0048(16) C37 0.073(2) 0.076(3) 0.0435(17) -0.0169(16) -0.0096(16) 0.0075(19) O100 0.099(2) 0.0498(14) 0.0575(14) -0.0097(11) -0.0281(14) 0.0127(13) N100 0.081(2) 0.0588(18) 0.0582(17) -0.0063(14) -0.0218(16) 0.0046(16) C100 0.106(4) 0.051(2) 0.087(3) -0.019(2) -0.040(3) 0.012(2) C101 0.142(5) 0.091(4) 0.092(4) 0.016(3) -0.023(4) 0.004(4) C102 0.107(4) 0.066(3) 0.099(3) -0.021(2) -0.022(3) 0.012(3) _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 N200 1.973(3) . ? Cu1 N200 1.973(3) 2_656 ? Cu1 N11 2.030(2) 2_656 ? Cu1 N11 2.030(2) . ? S200 C200 1.628(3) . ? N200 C200 1.149(4) . ? N11 C13 1.338(4) . ? N11 C12 1.341(3) . ? N12 C21 1.358(4) . ? N12 C11 1.411(3) . ? N12 H12 0.8600 . ? C11 C12 1.390(3) . ? C11 C15 1.391(4) . ? C12 H12A 0.9300 . ? C13 C14 1.377(4) . ? C13 H13 0.9300 . ? C14 C15 1.375(4) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? O21 C21 1.212(3) . ? C21 C22 1.511(4) . ? C22 C23 1.542(4) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.500(5) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.536(5) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C25 1.516(7) 2_667 ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C31 C37 1.399(5) . ? C31 C32 1.424(5) . ? C31 C36 1.431(5) . ? C32 C33 1.343(6) . ? C32 H32 0.9300 . ? C33 C34 1.395(6) . ? C33 H33 0.9300 . ? C34 C35 1.351(6) . ? C34 H34 0.9300 . ? C35 C36 1.433(5) . ? C35 H35 0.9300 . ? C36 C37 1.377(5) 2_575 ? C37 C36 1.377(5) 2_575 ? C37 H37 0.9300 . ? O100 C100 1.210(5) . ? N100 C100 1.338(5) . ? N100 C102 1.415(5) . ? N100 C101 1.458(6) . ? C100 H100 0.9300 . ? C101 H10A 0.9600 . ? C101 H10B 0.9600 . ? C101 H10C 0.9600 . ? C102 H10D 0.9600 . ? C102 H10E 0.9600 . ? C102 H10F 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N200 Cu1 N200 180 . 2_656 ? N200 Cu1 N11 89.69(10) . 2_656 ? N200 Cu1 N11 90.31(10) 2_656 2_656 ? N200 Cu1 N11 90.31(10) . . ? N200 Cu1 N11 89.69(10) 2_656 . ? N11 Cu1 N11 180 2_656 . ? C200 N200 Cu1 170.8(2) . . ? N200 C200 S200 179.4(3) . . ? C13 N11 C12 119.5(2) . . ? C13 N11 Cu1 121.12(18) . . ? C12 N11 Cu1 119.38(18) . . ? C21 N12 C11 127.6(2) . . ? C21 N12 H12 116.2 . . ? C11 N12 H12 116.2 . . ? C12 C11 C15 118.4(2) . . ? C12 C11 N12 123.0(2) . . ? C15 C11 N12 118.6(2) . . ? N11 C12 C11 121.7(2) . . ? N11 C12 H12A 119.2 . . ? C11 C12 H12A 119.2 . . ? N11 C13 C14 121.9(3) . . ? N11 C13 H13 119.1 . . ? C14 C13 H13 119.1 . . ? C15 C14 C13 119.3(3) . . ? C15 C14 H14 120.4 . . ? C13 C14 H14 120.4 . . ? C14 C15 C11 119.3(2) . . ? C14 C15 H15 120.3 . . ? C11 C15 H15 120.3 . . ? O21 C21 N12 123.2(2) . . ? O21 C21 C22 121.0(3) . . ? N12 C21 C22 115.9(2) . . ? C21 C22 C23 110.6(2) . . ? C21 C22 H22A 109.5 . . ? C23 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? C23 C22 H22B 109.5 . . ? H22A C22 H22B 108.1 . . ? C24 C23 C22 113.1(3) . . ? C24 C23 H23A 109.0 . . ? C22 C23 H23A 109.0 . . ? C24 C23 H23B 109.0 . . ? C22 C23 H23B 109.0 . . ? H23A C23 H23B 107.8 . . ? C23 C24 C25 114.2(3) . . ? C23 C24 H24A 108.7 . . ? C25 C24 H24A 108.7 . . ? C23 C24 H24B 108.7 . . ? C25 C24 H24B 108.7 . . ? H24A C24 H24B 107.6 . . ? C25 C25 C24 115.0(4) 2_667 . ? C25 C25 H25A 108.5 2_667 . ? C24 C25 H25A 108.5 . . ? C25 C25 H25B 108.5 2_667 . ? C24 C25 H25B 108.5 . . ? H25A C25 H25B 107.5 . . ? C37 C31 C32 122.9(3) . . ? C37 C31 C36 118.6(3) . . ? C32 C31 C36 118.5(3) . . ? C33 C32 C31 121.2(4) . . ? C33 C32 H32 119.4 . . ? C31 C32 H32 119.4 . . ? C32 C33 C34 120.8(4) . . ? C32 C33 H33 119.6 . . ? C34 C33 H33 119.6 . . ? C35 C34 C33 121.0(4) . . ? C35 C34 H34 119.5 . . ? C33 C34 H34 119.5 . . ? C34 C35 C36 120.9(4) . . ? C34 C35 H35 119.6 . . ? C36 C35 H35 119.6 . . ? C37 C36 C31 119.0(3) 2_575 . ? C37 C36 C35 123.3(3) 2_575 . ? C31 C36 C35 117.7(3) . . ? C36 C37 C31 122.4(3) 2_575 . ? C36 C37 H37 118.8 2_575 . ? C31 C37 H37 118.8 . . ? C100 N100 C102 121.5(4) . . ? C100 N100 C101 120.0(4) . . ? C102 N100 C101 118.5(4) . . ? O100 C100 N100 125.1(4) . . ? O100 C100 H100 117.4 . . ? N100 C100 H100 117.4 . . ? N100 C101 H10A 109.5 . . ? N100 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? N100 C101 H10C 109.5 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? N100 C102 H10D 109.5 . . ? N100 C102 H10E 109.5 . . ? H10D C102 H10E 109.5 . . ? N100 C102 H10F 109.5 . . ? H10D C102 H10F 109.5 . . ? H10E C102 H10F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.652 _refine_diff_density_min -0.252 _refine_diff_density_rms 0.066 data_10 _database_code_depnum_ccdc_archive 'CCDC 763769' #TrackingRef '- kb3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H50 Cu N8 O4 S2' _chemical_formula_weight 834.54 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' S S 0.1246 0.1234 '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 7.4307(3) _cell_length_b 10.5364(4) _cell_length_c 14.0517(5) _cell_angle_alpha 91.1390(10) _cell_angle_beta 103.4700(10) _cell_angle_gamma 91.6260(10) _cell_volume 1069.06(7) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4146 _cell_measurement_theta_min 1.49 _cell_measurement_theta_max 26 _exptl_crystal_description plates _exptl_crystal_colour green _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.296 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 439 _exptl_absorpt_coefficient_mu 0.657 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.900 _exptl_absorpt_correction_T_max 0.943 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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-2 CCD area detector' _diffrn_measurement_method hemisphere _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13618 _diffrn_reflns_av_R_equivalents 0.0276 _diffrn_reflns_av_sigmaI/netI 0.0284 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.49 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4146 _reflns_number_gt 3550 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. The carbon atoms on the DMF molecule are disordered which is modeled and refined anisotopically ; _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^)+(0.1084P)^2^+0.5460P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4146 _refine_ls_number_parameters 277 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0499 _refine_ls_R_factor_gt 0.0418 _refine_ls_wR_factor_ref 0.1307 _refine_ls_wR_factor_gt 0.1231 _refine_ls_goodness_of_fit_ref 0.827 _refine_ls_restrained_S_all 0.827 _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 0.5000 0.5000 0.5000 0.03487(15) Uani 1 2 d S . . S200 S 0.06384(9) 0.75682(6) 0.29840(5) 0.0541(2) Uani 1 1 d . . . C200 C 0.2083(3) 0.6605(2) 0.36340(17) 0.0384(5) Uani 1 1 d . . . N200 N 0.3114(3) 0.5931(2) 0.40890(16) 0.0494(5) Uani 1 1 d . . . O11 O 0.6692(3) 0.07871(18) 0.37945(18) 0.0641(6) Uani 1 1 d . . . N11 N 0.3398(3) 0.33785(16) 0.46866(13) 0.0354(4) Uani 1 1 d . . . C11 C 0.3059(3) 0.12218(19) 0.41026(15) 0.0337(4) Uani 1 1 d . . . C12 C 0.4119(3) 0.23335(19) 0.43840(16) 0.0355(5) Uani 1 1 d . . . H12 H 0.5361 0.2354 0.4362 0.043 Uiso 1 1 calc R . . C13 C 0.1636(3) 0.3347(2) 0.47409(18) 0.0428(5) Uani 1 1 d . . . H13 H 0.1146 0.4074 0.4953 0.051 Uiso 1 1 calc R . . C14 C 0.0510(3) 0.2268(2) 0.4492(2) 0.0471(6) Uani 1 1 d . . . H14 H -0.0717 0.2267 0.4539 0.056 Uiso 1 1 calc R . . C15 C 0.1226(3) 0.1198(2) 0.41730(18) 0.0421(5) Uani 1 1 d . . . H15 H 0.0489 0.0462 0.4005 0.051 Uiso 1 1 calc R . . N21 N 0.3752(3) 0.01344(17) 0.37360(14) 0.0385(4) Uani 1 1 d . . . H21 H 0.2997 -0.0512 0.3597 0.046 Uiso 1 1 calc R . . C21 C 0.5463(3) -0.0023(2) 0.35731(18) 0.0393(5) Uani 1 1 d . . . C22 C 0.5758(4) -0.1255(2) 0.30802(18) 0.0444(5) Uani 1 1 d . . . H22A H 0.4606 -0.1755 0.2919 0.053 Uiso 1 1 calc . . . H22B H 0.6667 -0.1736 0.3526 0.053 Uiso 1 1 calc . . . C23 C 0.6425(4) -0.1019(3) 0.2149(2) 0.0501(6) Uani 1 1 d . . . H23A H 0.7478 -0.0423 0.2302 0.060 Uiso 1 1 calc . . . H23B H 0.6844 -0.1810 0.1926 0.060 Uiso 1 1 calc . . . C24 C 0.4967(4) -0.0503(3) 0.1328(2) 0.0553(7) Uani 1 1 d . . . H24A H 0.4533 0.0285 0.1548 0.066 Uiso 1 1 calc . . . H24B H 0.3921 -0.1104 0.1161 0.066 Uiso 1 1 calc . . . C25 C 0.5700(4) -0.0261(3) 0.0416(2) 0.0609(7) Uani 1 1 d . . . H25A H 0.6755 0.0332 0.0589 0.073 Uiso 1 1 calc . . . H25B H 0.6131 -0.1052 0.0199 0.073 Uiso 1 1 calc . . . C301 C -0.0186(5) 0.5587(3) -0.0293(2) 0.0663(8) Uani 1 1 d . . . C302 C -0.0003(5) 0.6769(4) 0.0131(3) 0.0775(9) Uani 1 1 d . . . H302 H 0.0355 0.6856 0.0809 0.093 Uiso 1 1 calc R . . C303 C -0.0341(6) 0.7855(4) -0.0428(4) 0.0931(12) Uani 1 1 d . . . H303 H -0.0180 0.8652 -0.0118 0.112 Uiso 1 1 calc R . . C304 C -0.0903(7) 0.7759(5) -0.1422(4) 0.1035(14) Uani 1 1 d . . . H304 H -0.1159 0.8479 -0.1795 0.124 Uiso 1 1 calc R . . C305 C -0.1078(9) 0.6595(5) -0.1848(3) 0.124(2) Uani 1 1 d . . . H305 H -0.1418 0.6518 -0.2528 0.149 Uiso 1 1 calc R . . C306 C -0.0769(8) 0.5512(4) -0.1307(3) 0.1036(15) Uani 1 1 d . . . H306 H -0.0954 0.4720 -0.1626 0.124 Uiso 1 1 calc R . . O101 O 0.6653(4) 0.4433(2) 0.37205(17) 0.0739(6) Uani 1 1 d . . . N100 N 0.6118(5) 0.4348(3) 0.2074(2) 0.0738(8) Uani 1 1 d . . . C101 C 0.6372(9) 0.4987(4) 0.2988(4) 0.0519(13) Uani 0.50 1 d P A 1 C102 C 0.586(2) 0.5124(13) 0.1196(7) 0.113(4) Uani 0.50 1 d P A 1 C103 C 0.6326(15) 0.3053(7) 0.2028(6) 0.094(3) Uani 0.50 1 d P A 1 C104 C 0.6459(14) 0.3810(11) 0.2910(7) 0.108(3) Uani 0.50 1 d P A 2 C105 C 0.573(2) 0.5572(11) 0.1689(15) 0.143(6) Uani 0.50 1 d P A 2 C106 C 0.5764(18) 0.3318(11) 0.1230(9) 0.128(4) Uani 0.50 1 d P A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0360(2) 0.0251(2) 0.0399(2) 0.00084(14) 0.00127(15) 0.00236(14) S200 0.0493(4) 0.0448(4) 0.0597(4) 0.0043(3) -0.0058(3) 0.0121(3) C200 0.0388(12) 0.0326(11) 0.0408(12) -0.0016(9) 0.0038(10) -0.0014(9) N200 0.0470(11) 0.0368(10) 0.0559(13) 0.0072(9) -0.0059(10) 0.0019(9) O11 0.0469(10) 0.0482(10) 0.1012(16) -0.0204(10) 0.0280(11) -0.0076(8) N11 0.0371(9) 0.0285(9) 0.0389(10) -0.0009(7) 0.0058(8) 0.0018(7) C11 0.0377(11) 0.0305(10) 0.0319(11) 0.0011(8) 0.0057(8) 0.0014(8) C12 0.0367(11) 0.0304(10) 0.0391(12) 0.0017(9) 0.0079(9) 0.0002(8) C13 0.0378(12) 0.0384(12) 0.0521(14) -0.0035(10) 0.0105(10) 0.0058(9) C14 0.0364(12) 0.0481(14) 0.0575(15) -0.0066(11) 0.0135(11) 0.0001(10) C15 0.0400(12) 0.0381(12) 0.0475(14) -0.0047(10) 0.0103(10) -0.0069(9) N21 0.0395(10) 0.0288(9) 0.0468(11) -0.0053(8) 0.0106(8) -0.0031(7) C21 0.0430(12) 0.0337(11) 0.0413(13) 0.0016(9) 0.0098(10) 0.0020(9) C22 0.0530(14) 0.0363(12) 0.0455(14) 0.0021(10) 0.0138(11) 0.0096(10) C23 0.0506(14) 0.0501(14) 0.0517(15) 0.0014(11) 0.0153(12) 0.0117(11) C24 0.0581(16) 0.0633(17) 0.0457(15) 0.0043(12) 0.0135(12) 0.0106(13) C25 0.0659(18) 0.0694(18) 0.0491(17) 0.0066(14) 0.0146(14) 0.0167(14) C301 0.0671(19) 0.079(2) 0.0534(17) -0.0058(14) 0.0159(14) 0.0078(16) C302 0.087(2) 0.080(2) 0.064(2) -0.0061(18) 0.0173(18) 0.0023(19) C303 0.099(3) 0.077(2) 0.108(3) -0.008(2) 0.035(3) 0.002(2) C304 0.115(4) 0.106(4) 0.091(3) 0.027(3) 0.021(3) 0.028(3) C305 0.183(6) 0.116(4) 0.063(3) 0.011(3) 0.004(3) 0.038(4) C306 0.152(4) 0.090(3) 0.058(2) -0.007(2) 0.001(2) 0.024(3) O101 0.0978(18) 0.0648(13) 0.0616(14) -0.0124(12) 0.0269(12) -0.0125(12) N100 0.092(2) 0.0773(19) 0.0562(16) 0.0090(14) 0.0248(14) 0.0016(15) C101 0.083(4) 0.027(2) 0.052(3) -0.001(2) 0.029(3) -0.006(2) C102 0.163(11) 0.123(11) 0.064(6) 0.031(6) 0.043(6) 0.037(9) C103 0.158(9) 0.064(4) 0.062(5) -0.030(4) 0.035(5) -0.002(5) C104 0.095(6) 0.142(9) 0.093(7) 0.023(6) 0.031(5) -0.013(6) C105 0.144(11) 0.062(6) 0.23(2) 0.025(9) 0.058(13) 0.018(6) C106 0.151(10) 0.128(9) 0.112(8) -0.060(7) 0.053(8) -0.033(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 Cu1 N200 1.964(2) . ? Cu1 N200 1.964(2) 2_666 ? Cu1 N11 2.0347(17) 2_666 ? Cu1 N11 2.0347(17) . ? S200 C200 1.630(2) . ? C200 N200 1.149(3) . ? O11 C21 1.213(3) . ? N11 C13 1.329(3) . ? N11 C12 1.342(3) . ? C11 C15 1.388(3) . ? C11 C12 1.390(3) . ? C11 N21 1.406(3) . ? C12 H12 0.9300 . ? C13 C14 1.382(4) . ? C13 H13 0.9300 . ? C14 C15 1.371(3) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? N21 C21 1.357(3) . ? N21 H21 0.8600 . ? C21 C22 1.505(3) . ? C22 C23 1.526(4) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.509(4) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.527(4) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C25 1.497(6) 2_655 ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C301 C302 1.359(5) . ? C301 C306 1.390(5) . ? C301 C301 1.496(7) 2_565 ? C302 C303 1.396(6) . ? C302 H302 0.9300 . ? C303 C304 1.362(6) . ? C303 H303 0.9300 . ? C304 C305 1.343(7) . ? C304 H304 0.9300 . ? C305 C306 1.379(6) . ? C305 H305 0.9300 . ? C306 H306 0.9300 . ? O101 C101 1.172(6) . ? O101 C104 1.280(11) . ? N100 C104 1.289(10) . ? N100 C103 1.380(8) . ? N100 C101 1.408(6) . ? N100 C105 1.419(13) . ? N100 C102 1.472(11) . ? N100 C106 1.563(10) . ? 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 N200 Cu1 N200 180.0 . 2_666 ? N200 Cu1 N11 89.82(8) . 2_666 ? N200 Cu1 N11 90.18(8) 2_666 2_666 ? N200 Cu1 N11 90.18(8) . . ? N200 Cu1 N11 89.82(8) 2_666 . ? N11 Cu1 N11 180.0 2_666 . ? N200 C200 S200 179.4(2) . . ? C200 N200 Cu1 171.4(2) . . ? C13 N11 C12 119.42(19) . . ? C13 N11 Cu1 121.32(15) . . ? C12 N11 Cu1 119.21(14) . . ? C15 C11 C12 118.2(2) . . ? C15 C11 N21 118.82(19) . . ? C12 C11 N21 122.99(19) . . ? N11 C12 C11 121.8(2) . . ? N11 C12 H12 119.1 . . ? C11 C12 H12 119.1 . . ? N11 C13 C14 122.0(2) . . ? N11 C13 H13 119.0 . . ? C14 C13 H13 119.0 . . ? C15 C14 C13 119.1(2) . . ? C15 C14 H14 120.4 . . ? C13 C14 H14 120.4 . . ? C14 C15 C11 119.5(2) . . ? C14 C15 H15 120.3 . . ? C11 C15 H15 120.3 . . ? C21 N21 C11 128.14(18) . . ? C21 N21 H21 115.9 . . ? C11 N21 H21 115.9 . . ? O11 C21 N21 122.5(2) . . ? O11 C21 C22 121.1(2) . . ? N21 C21 C22 116.4(2) . . ? C21 C22 C23 111.0(2) . . ? C21 C22 H22A 109.4 . . ? C23 C22 H22A 109.4 . . ? C21 C22 H22B 109.4 . . ? C23 C22 H22B 109.4 . . ? H22A C22 H22B 108.0 . . ? C24 C23 C22 113.9(2) . . ? C24 C23 H23A 108.8 . . ? C22 C23 H23A 108.8 . . ? C24 C23 H23B 108.8 . . ? C22 C23 H23B 108.8 . . ? H23A C23 H23B 107.7 . . ? C23 C24 C25 112.2(2) . . ? C23 C24 H24A 109.2 . . ? C25 C24 H24A 109.2 . . ? C23 C24 H24B 109.2 . . ? C25 C24 H24B 109.2 . . ? H24A C24 H24B 107.9 . . ? C25 C25 C24 113.9(3) 2_655 . ? C25 C25 H25A 108.8 2_655 . ? C24 C25 H25A 108.8 . . ? C25 C25 H25B 108.8 2_655 . ? C24 C25 H25B 108.8 . . ? H25A C25 H25B 107.7 . . ? C302 C301 C306 116.7(3) . . ? C302 C301 C301 122.3(4) . 2_565 ? C306 C301 C301 121.0(4) . 2_565 ? C301 C302 C303 121.6(4) . . ? C301 C302 H302 119.2 . . ? C303 C302 H302 119.2 . . ? C304 C303 C302 120.7(4) . . ? C304 C303 H303 119.7 . . ? C302 C303 H303 119.7 . . ? C305 C304 C303 118.2(4) . . ? C305 C304 H304 120.9 . . ? C303 C304 H304 120.9 . . ? C304 C305 C306 121.8(4) . . ? C304 C305 H305 119.1 . . ? C306 C305 H305 119.1 . . ? C305 C306 C301 120.9(4) . . ? C305 C306 H306 119.5 . . ? C301 C306 H306 119.5 . . ? C101 O101 C104 61.0(5) . . ? C104 N100 C103 65.3(7) . . ? C104 N100 C101 54.9(6) . . ? C103 N100 C101 120.2(5) . . ? C104 N100 C105 139.0(10) . . ? C103 N100 C105 155.6(9) . . ? C101 N100 C105 84.2(8) . . ? C104 N100 C102 171.9(8) . . ? C103 N100 C102 121.7(6) . . ? C101 N100 C102 117.7(6) . . ? C105 N100 C102 34.4(7) . . ? C104 N100 C106 109.9(8) . . ? C103 N100 C106 45.3(6) . . ? C101 N100 C106 164.3(6) . . ? C105 N100 C106 110.4(10) . . ? C102 N100 C106 77.6(7) . . ? O101 C101 N100 121.5(4) . . ? O101 C104 N100 122.6(10) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.444 _refine_diff_density_min -0.240 _refine_diff_density_rms 0.069 data_11 _database_code_depnum_ccdc_archive 'CCDC 763770' #TrackingRef '- kb3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H50 Cu N8 O4 S2' _chemical_formula_weight 882.58 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' S S 0.1246 0.1234 '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 7.4296(13) _cell_length_b 10.7026(19) _cell_length_c 14.433(3) _cell_angle_alpha 105.255(5) _cell_angle_beta 100.958(6) _cell_angle_gamma 90.074(5) _cell_volume 1085.4(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3343 _cell_measurement_theta_min 1.49 _cell_measurement_theta_max 24.22 _exptl_crystal_description plates _exptl_crystal_colour green _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.350 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 463 _exptl_absorpt_coefficient_mu 0.651 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.889 _exptl_absorpt_correction_T_max 0.937 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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-2 CCD area detector' _diffrn_measurement_method hemisphere _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11320 _diffrn_reflns_av_R_equivalents 0.0449 _diffrn_reflns_av_sigmaI/netI 0.0484 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.49 _diffrn_reflns_theta_max 24.22 _reflns_number_total 3343 _reflns_number_gt 2687 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1000P)^2^+0.0000P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3343 _refine_ls_number_parameters 268 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0917 _refine_ls_R_factor_gt 0.0738 _refine_ls_wR_factor_ref 0.2044 _refine_ls_wR_factor_gt 0.1978 _refine_ls_goodness_of_fit_ref 1.405 _refine_ls_restrained_S_all 1.405 _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 1.5000 0.5000 0.0000 0.0337(3) Uani 1 2 d S . . S100 S 1.7558(2) 0.15373(16) -0.20495(12) 0.0576(5) Uani 1 1 d . . . C100 C 1.6760(7) 0.2796(5) -0.1373(4) 0.0375(12) Uani 1 1 d . . . N100 N 1.6175(6) 0.3686(5) -0.0891(3) 0.0472(11) Uani 1 1 d . . . O300 O 1.2355(6) 0.5144(5) -0.1331(3) 0.0680(13) Uani 1 1 d . . . N300 N 1.1191(7) 0.4814(5) -0.2956(4) 0.0520(12) Uani 1 1 d . . . C301 C 1.0476(12) 0.3919(8) -0.3905(6) 0.087(2) Uani 1 1 d . . . H30A H 1.0177 0.4394 -0.4388 0.131 Uiso 1 1 calc R . . H30B H 0.9393 0.3456 -0.3873 0.131 Uiso 1 1 calc R . . H30C H 1.1387 0.3315 -0.4083 0.131 Uiso 1 1 calc R . . C302 C 1.1407(11) 0.6169(7) -0.2944(6) 0.076(2) Uani 1 1 d . . . H30D H 1.0945 0.6267 -0.3588 0.114 Uiso 1 1 calc R . . H30E H 1.2684 0.6447 -0.2748 0.114 Uiso 1 1 calc R . . H30F H 1.0736 0.6687 -0.2489 0.114 Uiso 1 1 calc R . . C303 C 1.1720(9) 0.4434(6) -0.2152(5) 0.0641(18) Uani 1 1 d . . . H303 H 1.1601 0.3550 -0.2210 0.077 Uiso 1 1 calc R . . N11 N 1.3649(5) 0.3552(4) 0.0304(3) 0.0335(9) Uani 1 1 d . . . C11 C 1.3800(6) 0.1599(4) 0.0827(3) 0.0287(10) Uani 1 1 d . . . C12 C 1.4606(6) 0.2608(5) 0.0587(3) 0.0334(11) Uani 1 1 d . . . H12 H 1.5869 0.2632 0.0622 0.040 Uiso 1 1 calc R . . C13 C 1.1838(7) 0.3516(5) 0.0236(4) 0.0419(13) Uani 1 1 d . . . H13 H 1.1174 0.4172 0.0042 0.050 Uiso 1 1 calc R . . C14 C 1.0917(7) 0.2534(6) 0.0445(4) 0.0435(13) Uani 1 1 d . . . H14 H 0.9647 0.2524 0.0381 0.052 Uiso 1 1 calc R . . C15 C 1.1879(6) 0.1580(5) 0.0743(4) 0.0385(12) Uani 1 1 d . . . H15 H 1.1271 0.0920 0.0891 0.046 Uiso 1 1 calc R . . O20 O 1.7639(5) 0.1110(4) 0.0978(3) 0.0462(9) Uani 1 1 d . . . N21 N 1.4767(5) 0.0662(4) 0.1177(3) 0.0335(10) Uani 1 1 d . . . H21 H 1.4133 0.0115 0.1344 0.040 Uiso 1 1 calc R . . C20 C 1.6642(6) 0.0498(5) 0.1291(3) 0.0329(11) Uani 1 1 d . . . C21 C 1.7338(7) -0.0419(5) 0.1884(4) 0.0382(12) Uani 1 1 d . . . H21A H 1.8277 -0.0930 0.1604 0.046 Uiso 1 1 calc . . . H21B H 1.6343 -0.1005 0.1887 0.046 Uiso 1 1 calc . . . C22 C 1.8131(8) 0.0373(6) 0.2920(4) 0.0461(13) Uani 1 1 d . . . H22A H 1.9141 0.0937 0.2904 0.055 Uiso 1 1 calc . . . H22B H 1.7196 0.0919 0.3171 0.055 Uiso 1 1 calc . . . C23 C 1.8809(7) -0.0438(6) 0.3610(4) 0.0456(14) Uani 1 1 d . . . H23A H 1.9761 -0.0974 0.3368 0.055 Uiso 1 1 calc . . . H23B H 1.7805 -0.1009 0.3623 0.055 Uiso 1 1 calc . . . C24 C 1.9579(8) 0.0386(6) 0.4656(4) 0.0515(15) Uani 1 1 d . . . H24A H 1.8595 0.0864 0.4916 0.062 Uiso 1 1 calc . . . H24B H 2.0501 0.1013 0.4632 0.062 Uiso 1 1 calc . . . C1 C 0.3997(10) 0.5558(9) 0.3387(5) 0.072(2) Uani 1 1 d . . . H1 H 0.3736 0.5970 0.2889 0.087 Uiso 1 1 calc R . . C2 C 0.3675(10) 0.4297(10) 0.3172(5) 0.078(2) Uani 1 1 d . . . H2 H 0.3174 0.3844 0.2529 0.093 Uiso 1 1 calc R . . C3 C 0.4080(8) 0.3597(7) 0.3910(5) 0.0598(17) Uani 1 1 d . . . C4 C 0.4823(7) 0.4323(6) 0.4895(4) 0.0472(14) Uani 1 1 d . . . C5 C 0.5265(9) 0.3680(7) 0.5637(5) 0.0620(17) Uani 1 1 d . . . C6 C 0.4908(11) 0.2321(9) 0.5377(7) 0.081(2) Uani 1 1 d . . . H6 H 0.5167 0.1878 0.5857 0.097 Uiso 1 1 calc R . . C7 C 0.4201(12) 0.1654(9) 0.4445(8) 0.091(3) Uani 1 1 d . . . H7 H 0.4005 0.0759 0.4297 0.109 Uiso 1 1 calc R . . C8 C 0.3756(10) 0.2265(8) 0.3699(6) 0.081(2) Uani 1 1 d . . . H8 H 0.3246 0.1786 0.3065 0.097 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 Cu1 0.0354(5) 0.0271(5) 0.0446(6) 0.0155(4) 0.0141(4) 0.0045(3) S100 0.0674(10) 0.0471(10) 0.0645(10) 0.0122(8) 0.0318(8) 0.0162(8) C100 0.041(3) 0.041(3) 0.039(3) 0.022(3) 0.014(2) 0.007(2) N100 0.059(3) 0.036(3) 0.053(3) 0.015(2) 0.024(2) 0.006(2) O300 0.071(3) 0.065(3) 0.062(3) 0.024(3) -0.011(2) -0.003(2) N300 0.054(3) 0.045(3) 0.053(3) 0.015(2) 0.000(2) 0.000(2) C301 0.102(6) 0.070(5) 0.070(5) 0.004(4) -0.008(4) 0.007(4) C302 0.093(5) 0.053(5) 0.074(5) 0.025(4) -0.012(4) 0.003(4) C303 0.069(4) 0.042(4) 0.075(5) 0.015(4) -0.001(4) -0.004(3) N11 0.033(2) 0.029(2) 0.041(2) 0.0136(19) 0.0069(17) 0.0055(17) C11 0.031(2) 0.029(3) 0.026(2) 0.007(2) 0.0033(19) 0.001(2) C12 0.031(2) 0.030(3) 0.041(3) 0.013(2) 0.006(2) 0.000(2) C13 0.036(3) 0.041(3) 0.054(3) 0.021(3) 0.010(2) 0.009(2) C14 0.032(2) 0.046(3) 0.053(3) 0.015(3) 0.009(2) 0.003(2) C15 0.032(3) 0.043(3) 0.042(3) 0.015(2) 0.008(2) -0.001(2) O20 0.0378(19) 0.043(2) 0.064(3) 0.026(2) 0.0089(17) 0.0011(17) N21 0.032(2) 0.036(2) 0.036(2) 0.0162(19) 0.0042(17) 0.0003(17) C20 0.034(2) 0.031(3) 0.031(3) 0.008(2) 0.000(2) 0.005(2) C21 0.039(3) 0.038(3) 0.037(3) 0.015(2) -0.001(2) 0.005(2) C22 0.053(3) 0.044(3) 0.040(3) 0.015(3) 0.004(2) 0.011(3) C23 0.045(3) 0.057(4) 0.037(3) 0.017(3) 0.007(2) 0.005(3) C24 0.048(3) 0.067(4) 0.038(3) 0.013(3) 0.006(2) 0.010(3) C1 0.077(5) 0.092(6) 0.055(4) 0.032(4) 0.014(4) 0.009(4) C2 0.068(4) 0.125(8) 0.038(4) 0.022(4) 0.004(3) 0.012(5) C3 0.048(3) 0.073(5) 0.056(4) 0.010(4) 0.015(3) 0.008(3) C4 0.038(3) 0.063(4) 0.045(3) 0.017(3) 0.014(2) 0.012(3) C5 0.054(4) 0.074(5) 0.070(4) 0.033(4) 0.023(3) 0.010(3) C6 0.079(5) 0.082(6) 0.098(6) 0.042(5) 0.032(5) 0.013(4) C7 0.084(5) 0.063(5) 0.135(9) 0.027(6) 0.044(6) 0.011(4) C8 0.074(5) 0.068(6) 0.086(6) -0.005(5) 0.018(4) 0.000(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N100 1.968(5) . ? Cu1 N100 1.968(5) 2_865 ? Cu1 N11 2.031(4) 2_865 ? Cu1 N11 2.031(4) . ? S100 C100 1.628(6) . ? C100 N100 1.160(7) . ? O300 C303 1.232(8) . ? N300 C303 1.321(8) . ? N300 C301 1.452(9) . ? N300 C302 1.454(8) . ? C301 H30A 0.9600 . ? C301 H30B 0.9600 . ? C301 H30C 0.9600 . ? C302 H30D 0.9600 . ? C302 H30E 0.9600 . ? C302 H30F 0.9600 . ? C303 H303 0.9300 . ? N11 C13 1.330(6) . ? N11 C12 1.341(6) . ? C11 C12 1.385(6) . ? C11 N21 1.381(6) . ? C11 C15 1.409(6) . ? C12 H12 0.9300 . ? C13 C14 1.381(7) . ? C13 H13 0.9300 . ? C14 C15 1.362(8) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? O20 C20 1.209(6) . ? N21 C20 1.388(6) . ? N21 H21 0.8600 . ? C20 C21 1.496(7) . ? C21 C22 1.516(7) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.504(7) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.534(8) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C24 1.502(11) 2_956 ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C1 C2 1.314(11) . ? C1 C5 1.432(10) 2_666 ? C1 H1 0.9300 . ? C2 C3 1.444(10) . ? C2 H2 0.9300 . ? C3 C8 1.388(10) . ? C3 C4 1.432(8) . ? C4 C5 1.408(9) . ? C4 C4 1.414(12) 2_666 ? C5 C6 1.414(11) . ? C5 C1 1.432(10) 2_666 ? C6 C7 1.349(12) . ? C6 H6 0.9300 . ? C7 C8 1.390(12) . ? C7 H7 0.9300 . ? C8 H8 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 N100 Cu1 N100 180 . 2_865 ? N100 Cu1 N11 90.83(17) . 2_865 ? N100 Cu1 N11 89.17(17) 2_865 2_865 ? N100 Cu1 N11 89.17(17) . . ? N100 Cu1 N11 90.83(17) 2_865 . ? N11 Cu1 N11 180 2_865 . ? N100 C100 S100 179.3(5) . . ? C100 N100 Cu1 171.2(4) . . ? C303 N300 C301 123.0(6) . . ? C303 N300 C302 120.9(5) . . ? C301 N300 C302 116.0(6) . . ? N300 C301 H30A 109.5 . . ? N300 C301 H30B 109.5 . . ? H30A C301 H30B 109.5 . . ? N300 C301 H30C 109.5 . . ? H30A C301 H30C 109.5 . . ? H30B C301 H30C 109.5 . . ? N300 C302 H30D 109.5 . . ? N300 C302 H30E 109.5 . . ? H30D C302 H30E 109.5 . . ? N300 C302 H30F 109.5 . . ? H30D C302 H30F 109.5 . . ? H30E C302 H30F 109.5 . . ? O300 C303 N300 125.9(6) . . ? O300 C303 H303 117.0 . . ? N300 C303 H303 117.0 . . ? C13 N11 C12 119.0(4) . . ? C13 N11 Cu1 121.7(3) . . ? C12 N11 Cu1 119.3(3) . . ? C12 C11 N21 124.1(4) . . ? C12 C11 C15 116.8(4) . . ? N21 C11 C15 119.0(4) . . ? N11 C12 C11 123.1(4) . . ? N11 C12 H12 118.5 . . ? C11 C12 H12 118.5 . . ? N11 C13 C14 121.8(5) . . ? N11 C13 H13 119.1 . . ? C14 C13 H13 119.1 . . ? C15 C14 C13 119.6(5) . . ? C15 C14 H14 120.2 . . ? C13 C14 H14 120.2 . . ? C14 C15 C11 119.7(5) . . ? C14 C15 H15 120.2 . . ? C11 C15 H15 120.2 . . ? C20 N21 C11 127.7(4) . . ? C20 N21 H21 116.2 . . ? C11 N21 H21 116.2 . . ? O20 C20 N21 122.0(4) . . ? O20 C20 C21 123.0(4) . . ? N21 C20 C21 114.9(4) . . ? C20 C21 C22 108.1(4) . . ? C20 C21 H21A 110.1 . . ? C22 C21 H21A 110.1 . . ? C20 C21 H21B 110.1 . . ? C22 C21 H21B 110.1 . . ? H21A C21 H21B 108.4 . . ? C23 C22 C21 113.6(5) . . ? C23 C22 H22A 108.8 . . ? C21 C22 H22A 108.8 . . ? C23 C22 H22B 108.8 . . ? C21 C22 H22B 108.8 . . ? H22A C22 H22B 107.7 . . ? C22 C23 C24 112.6(5) . . ? C22 C23 H23A 109.1 . . ? C24 C23 H23A 109.1 . . ? C22 C23 H23B 109.1 . . ? C24 C23 H23B 109.1 . . ? H23A C23 H23B 107.8 . . ? C23 C24 C24 114.0(7) . 2_956 ? C23 C24 H24A 108.7 . . ? C24 C24 H24A 108.7 2_956 . ? C23 C24 H24B 108.7 . . ? C24 C24 H24B 108.7 2_956 . ? H24A C24 H24B 107.6 . . ? C2 C1 C5 122.3(7) . 2_666 ? C2 C1 H1 118.8 . . ? C5 C1 H1 118.8 2_666 . ? C1 C2 C3 121.5(7) . . ? C1 C2 H2 119.3 . . ? C3 C2 H2 119.3 . . ? C8 C3 C2 122.5(7) . . ? C8 C3 C4 119.5(7) . . ? C2 C3 C4 118.0(7) . . ? C5 C4 C4 120.6(7) . 2_666 ? C5 C4 C3 120.0(6) . . ? C4 C4 C3 119.3(7) 2_666 . ? C4 C5 C6 117.9(7) . . ? C4 C5 C1 118.2(7) . 2_666 ? C6 C5 C1 123.9(7) . 2_666 ? C7 C6 C5 121.3(8) . . ? C7 C6 H6 119.4 . . ? C5 C6 H6 119.4 . . ? C6 C7 C8 122.0(9) . . ? C6 C7 H7 119.0 . . ? C8 C7 H7 119.0 . . ? C7 C8 C3 119.3(8) . . ? C7 C8 H8 120.3 . . ? C3 C8 H8 120.3 . . ? _diffrn_measured_fraction_theta_max 0.954 _diffrn_reflns_theta_full 24.22 _diffrn_measured_fraction_theta_full 0.954 _refine_diff_density_max 1.419 _refine_diff_density_min -0.547 _refine_diff_density_rms 0.096 data_12 _database_code_depnum_ccdc_archive 'CCDC 763771' #TrackingRef '- kb3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H33 Cu N9 O6 S2' _chemical_formula_weight 719.29 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' Cu Cu 0.3201 1.2651 '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' _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 11.099(3) _cell_length_b 12.396(3) _cell_length_c 13.677(3) _cell_angle_alpha 95.279(7) _cell_angle_beta 98.762(7) _cell_angle_gamma 111.365(7) _cell_volume 1709.5(7) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6390 _cell_measurement_theta_min 1.79 _cell_measurement_theta_max 26 _exptl_crystal_description plates _exptl_crystal_colour green _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.397 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 746 _exptl_absorpt_coefficient_mu 0.814 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.872 _exptl_absorpt_correction_T_max 0.921 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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-2 CCD area detector' _diffrn_measurement_method hemisphere _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20411 _diffrn_reflns_av_R_equivalents 0.0855 _diffrn_reflns_av_sigmaI/netI 0.0928 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 26.00 _reflns_number_total 6390 _reflns_number_gt 3749 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1600P)^2^+0.0000P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6390 _refine_ls_number_parameters 396 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1459 _refine_ls_R_factor_gt 0.0860 _refine_ls_wR_factor_ref 0.2407 _refine_ls_wR_factor_gt 0.2138 _refine_ls_goodness_of_fit_ref 0.944 _refine_ls_restrained_S_all 0.944 _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 Cu1 Cu 0.0000 0.5000 0.0000 0.0369(3) Uani 1 2 d S . . Cu2 Cu 0.5000 1.5000 1.0000 0.0413(3) Uani 1 2 d S . . S100 S 0.23793(17) 1.72200(14) 1.03017(14) 0.0554(5) Uani 1 1 d . . . N100 N 0.4086(5) 1.6065(4) 1.0163(4) 0.0437(11) Uiso 1 1 d . . . C100 C 0.3374(5) 1.6546(5) 1.0204(4) 0.0359(12) Uiso 1 1 d . . . S200 S 0.28700(18) 0.30185(16) 0.05617(16) 0.0615(5) Uani 1 1 d . . . N200 N 0.1028(5) 0.4030(4) 0.0137(4) 0.0444(11) Uani 1 1 d . . . C200 C 0.1782(6) 0.3616(5) 0.0307(4) 0.0385(12) Uani 1 1 d . . . N11 N 0.0021(5) 0.5141(4) 0.1506(3) 0.0402(11) Uani 1 1 d . . . N12 N 0.0830(6) 0.7533(4) 0.3536(4) 0.0595(15) Uani 1 1 d . . . H12 H 0.0826 0.8026 0.3134 0.071 Uiso 1 1 calc R . . C11 C 0.0485(6) 0.6389(5) 0.3094(4) 0.0446(14) Uani 1 1 d . . . C12 C 0.0316(6) 0.6195(5) 0.2052(4) 0.0417(13) Uani 1 1 d . . . H12A H 0.0412 0.6831 0.1717 0.050 Uiso 1 1 calc R . . C13 C -0.0158(7) 0.4227(5) 0.2000(4) 0.0484(15) Uani 1 1 d . . . H13 H -0.0355 0.3489 0.1640 0.058 Uiso 1 1 calc R . . C14 C -0.0061(8) 0.4342(6) 0.3022(5) 0.0601(18) Uani 1 1 d . . . H14 H -0.0224 0.3686 0.3340 0.072 Uiso 1 1 calc R . . C15 C 0.0275(7) 0.5419(6) 0.3561(5) 0.0581(17) Uani 1 1 d . . . H15 H 0.0364 0.5503 0.4255 0.070 Uiso 1 1 calc R . . N21 N 0.4017(5) 1.4434(4) 0.8545(4) 0.0454(12) Uani 1 1 d . . . N22 N 0.2581(6) 1.1692(4) 0.6801(4) 0.0551(14) Uani 1 1 d . . . H22 H 0.2700 1.1279 0.7251 0.066 Uiso 1 1 calc R . . C21 C 0.2940(7) 1.2888(5) 0.7131(5) 0.0510(15) Uani 1 1 d . . . C22 C 0.3606(6) 1.3299(5) 0.8138(4) 0.0458(14) Uani 1 1 d . . . H22A H 0.3764 1.2772 0.8530 0.055 Uiso 1 1 calc R . . C23 C 0.3760(7) 1.5180(5) 0.7983(5) 0.0543(16) Uani 1 1 d . . . H23 H 0.4051 1.5967 0.8259 0.065 Uiso 1 1 calc R . . O31 O 0.1203(7) 0.7391(5) 0.5190(4) 0.096(2) Uani 1 1 d . . . C24 C 0.3075(7) 1.4813(6) 0.7007(5) 0.0594(18) Uani 1 1 d . . . H24 H 0.2889 1.5350 0.6642 0.071 Uiso 1 1 calc R . . C25 C 0.2663(7) 1.3666(6) 0.6567(5) 0.0595(18) Uani 1 1 d . . . H25 H 0.2209 1.3419 0.5905 0.071 Uiso 1 1 calc R . . O34 O 0.1822(8) 1.1580(5) 0.5165(4) 0.113(3) Uani 1 1 d . . . C31 C 0.1172(8) 0.7975(6) 0.4524(5) 0.065(2) Uani 1 1 d . . . C32 C 0.1608(10) 0.9308(6) 0.4709(5) 0.084(3) Uani 1 1 d . . . H32A H 0.2413 0.9653 0.4459 0.101 Uiso 1 1 calc . . . H32B H 0.0935 0.9513 0.4325 0.101 Uiso 1 1 calc . . . C33 C 0.1841(10) 0.9824(6) 0.5755(5) 0.081(3) Uani 1 1 d . . . H33A H 0.2604 0.9731 0.6127 0.097 Uiso 1 1 calc . . . H33B H 0.1084 0.9411 0.6039 0.097 Uiso 1 1 calc . . . C34 C 0.2074(8) 1.1120(6) 0.5868(5) 0.068(2) Uani 1 1 d . . . O300 O 0.6494(9) -0.0435(6) 0.1830(6) 0.112(2) Uani 1 1 d . . . N300 N 0.5360(11) 0.0690(9) 0.1671(7) 0.121(3) Uani 1 1 d . . . C301 C 0.6514(16) 0.1750(10) 0.2183(12) 0.166(6) Uani 1 1 d . . . H30A H 0.6285 0.2425 0.2173 0.250 Uiso 1 1 calc R . . H30B H 0.7234 0.1849 0.1842 0.250 Uiso 1 1 calc R . . H30C H 0.6773 0.1664 0.2864 0.250 Uiso 1 1 calc R . . C302 C 0.4234(18) 0.0872(17) 0.1300(16) 0.234(11) Uani 1 1 d . . . H30D H 0.4398 0.1691 0.1450 0.351 Uiso 1 1 calc R . . H30E H 0.3527 0.0425 0.1604 0.351 Uiso 1 1 calc R . . H30F H 0.3996 0.0627 0.0587 0.351 Uiso 1 1 calc R . . C300 C 0.5531(13) -0.0226(10) 0.1609(11) 0.142(6) Uani 1 1 d . . . H300 H 0.4770 -0.0885 0.1339 0.171 Uiso 1 1 calc R . . O400 O 0.0698(11) -0.0956(7) 0.2161(6) 0.144(3) Uani 1 1 d . . . N400 N 0.0034(10) 0.0454(8) 0.1700(7) 0.106(3) Uani 1 1 d . . . C400 C -0.0033(15) -0.0597(9) 0.1656(9) 0.123(4) Uani 1 1 d . . . H400 H -0.0721 -0.1157 0.1183 0.148 Uiso 1 1 calc R . . C401 C -0.0809(15) 0.0793(14) 0.0929(15) 0.201(9) Uani 1 1 d . . . H40A H -0.0279 0.1222 0.0493 0.301 Uiso 1 1 calc R . . H40B H -0.1187 0.1275 0.1254 0.301 Uiso 1 1 calc R . . H40C H -0.1503 0.0098 0.0543 0.301 Uiso 1 1 calc R . . C402 C 0.0905(17) 0.1337(11) 0.2464(10) 0.166(7) Uani 1 1 d . . . H40D H 0.0895 0.1047 0.3091 0.249 Uiso 1 1 calc R . . H40E H 0.0642 0.1994 0.2500 0.249 Uiso 1 1 calc R . . H40F H 0.1781 0.1580 0.2329 0.249 Uiso 1 1 calc R . . O502 O 0.5281(16) 0.7353(12) 0.6322(9) 0.237(7) Uani 1 1 d . . . N500 N 0.4946(16) 0.7868(13) 0.5652(10) 0.162(5) Uani 1 1 d . . . O501 O 0.5124(17) 0.8862(12) 0.5674(13) 0.233(7) Uani 1 1 d . . . C501 C 0.4411(9) 0.7102(10) 0.4666(6) 0.146(6) Uani 1 1 d G . . C502 C 0.4219(10) 0.7612(9) 0.3823(10) 0.196(9) Uani 1 1 d G . . H502 H 0.4416 0.8415 0.3889 0.235 Uiso 1 1 calc R . . C503 C 0.3733(9) 0.6923(15) 0.2880(7) 0.199(11) Uani 1 1 d G . . H503 H 0.3605 0.7265 0.2316 0.238 Uiso 1 1 calc R . . C504 C 0.3438(8) 0.5723(14) 0.2781(6) 0.167(9) Uani 1 1 d G . . H504 H 0.3113 0.5262 0.2150 0.200 Uiso 1 1 calc R . . C505 C 0.3630(10) 0.5213(9) 0.3623(10) 0.192(8) Uani 1 1 d G . . H505 H 0.3433 0.4410 0.3557 0.230 Uiso 1 1 calc R . . C506 C 0.4116(10) 0.5902(11) 0.4566(7) 0.152(6) Uani 1 1 d G . . H506 H 0.4244 0.5560 0.5130 0.183 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 Cu1 0.0451(6) 0.0403(5) 0.0294(5) -0.0030(4) 0.0006(4) 0.0258(4) Cu2 0.0431(6) 0.0373(5) 0.0423(6) -0.0101(4) -0.0010(4) 0.0217(4) S100 0.0487(10) 0.0478(9) 0.0738(12) -0.0030(8) 0.0052(8) 0.0291(7) S200 0.0527(10) 0.0619(10) 0.0888(14) 0.0278(9) 0.0189(9) 0.0380(9) N200 0.045(3) 0.044(3) 0.043(3) -0.005(2) 0.002(2) 0.022(2) C200 0.040(3) 0.044(3) 0.037(3) 0.008(2) 0.010(2) 0.021(3) N11 0.053(3) 0.038(2) 0.032(2) -0.0020(19) 0.005(2) 0.023(2) N12 0.100(5) 0.041(3) 0.036(3) -0.004(2) 0.012(3) 0.029(3) C11 0.055(4) 0.044(3) 0.036(3) 0.001(2) 0.005(3) 0.022(3) C12 0.048(3) 0.037(3) 0.038(3) 0.001(2) 0.008(3) 0.016(3) C13 0.068(4) 0.039(3) 0.037(3) 0.000(2) 0.012(3) 0.021(3) C14 0.089(5) 0.048(4) 0.051(4) 0.014(3) 0.019(4) 0.032(4) C15 0.079(5) 0.054(4) 0.039(3) 0.006(3) 0.017(3) 0.021(3) N21 0.056(3) 0.033(2) 0.045(3) -0.008(2) 0.000(2) 0.022(2) N22 0.078(4) 0.042(3) 0.042(3) -0.005(2) 0.006(3) 0.023(3) C21 0.063(4) 0.043(3) 0.045(3) -0.005(3) 0.005(3) 0.024(3) C22 0.060(4) 0.039(3) 0.037(3) -0.004(2) 0.001(3) 0.022(3) C23 0.073(5) 0.042(3) 0.050(4) 0.001(3) 0.008(3) 0.027(3) O31 0.178(7) 0.058(3) 0.043(3) 0.006(2) 0.017(3) 0.037(4) C24 0.081(5) 0.049(4) 0.050(4) 0.007(3) 0.002(3) 0.031(3) C25 0.078(5) 0.058(4) 0.042(4) 0.005(3) 0.000(3) 0.031(4) O34 0.211(8) 0.064(3) 0.043(3) -0.011(3) -0.023(4) 0.051(4) C31 0.098(6) 0.057(4) 0.034(3) -0.007(3) 0.008(3) 0.029(4) C32 0.150(8) 0.042(4) 0.045(4) -0.013(3) 0.013(5) 0.027(4) C33 0.135(8) 0.046(4) 0.043(4) -0.016(3) 0.000(4) 0.025(4) C34 0.101(6) 0.053(4) 0.045(4) -0.004(3) 0.003(4) 0.033(4) O300 0.146(7) 0.088(5) 0.107(5) 0.029(4) 0.006(5) 0.054(5) N300 0.163(10) 0.106(7) 0.113(7) 0.004(5) -0.012(6) 0.093(7) C301 0.218(17) 0.072(7) 0.194(16) -0.004(9) 0.050(13) 0.041(9) C302 0.186(18) 0.192(18) 0.31(3) -0.023(17) -0.069(17) 0.119(16) C300 0.117(10) 0.073(7) 0.201(15) 0.001(8) -0.056(10) 0.034(7) O400 0.240(11) 0.097(5) 0.112(6) 0.041(5) 0.007(6) 0.088(6) N400 0.139(8) 0.073(5) 0.125(7) 0.041(5) 0.057(6) 0.046(5) C400 0.195(14) 0.070(6) 0.102(8) 0.025(6) 0.034(9) 0.044(8) C401 0.129(12) 0.179(15) 0.34(3) 0.169(17) 0.056(14) 0.075(11) C402 0.253(19) 0.098(8) 0.123(11) 0.016(8) 0.106(12) 0.013(10) O502 0.331(18) 0.196(12) 0.103(8) 0.016(8) 0.002(10) 0.026(12) N500 0.232(15) 0.137(11) 0.102(9) 0.024(8) 0.062(10) 0.041(11) O501 0.281(17) 0.132(9) 0.269(18) 0.057(10) 0.100(13) 0.035(11) C501 0.123(11) 0.243(19) 0.098(10) 0.046(12) 0.047(8) 0.087(12) C502 0.123(12) 0.39(3) 0.164(15) 0.156(19) 0.083(12) 0.153(16) C503 0.064(8) 0.42(4) 0.095(11) 0.066(15) 0.011(7) 0.071(14) C504 0.082(9) 0.29(2) 0.089(9) -0.019(12) 0.024(7) 0.039(12) C505 0.126(13) 0.26(2) 0.183(18) -0.054(17) 0.017(13) 0.088(13) C506 0.175(14) 0.206(16) 0.086(9) -0.010(10) 0.015(9) 0.098(13) _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 N200 1.939(5) 2_565 ? Cu1 N200 1.939(5) . ? Cu1 N11 2.047(4) 2_565 ? Cu1 N11 2.047(4) . ? Cu2 N100 1.952(5) 2_687 ? Cu2 N100 1.952(5) . ? Cu2 N21 2.041(5) 2_687 ? Cu2 N21 2.041(5) . ? S100 C100 1.622(6) . ? N100 C100 1.155(7) . ? S200 C200 1.643(6) . ? N200 C200 1.137(7) . ? N11 C13 1.342(7) . ? N11 C12 1.344(7) . ? N12 C31 1.352(8) . ? N12 C11 1.378(7) . ? C11 C15 1.375(9) . ? C11 C12 1.395(8) . ? C13 C14 1.374(9) . ? C14 C15 1.356(9) . ? N21 C22 1.345(7) . ? N21 C23 1.335(7) . ? N22 C34 1.331(8) . ? N22 C21 1.397(7) . ? C21 C25 1.379(9) . ? C21 C22 1.410(8) . ? C23 C24 1.377(9) . ? O31 C31 1.218(8) . ? C24 C25 1.371(9) . ? O34 C34 1.210(8) . ? C31 C32 1.526(9) . ? C32 C33 1.456(10) . ? C33 C34 1.519(10) . ? O300 C300 1.191(13) . ? N300 C300 1.215(14) . ? N300 C302 1.380(15) . ? N300 C301 1.479(16) . ? O400 C400 1.217(14) . ? N400 C400 1.273(12) . ? N400 C402 1.391(16) . ? N400 C401 1.494(15) . ? O502 N500 1.250(16) . ? N500 O501 1.171(15) . ? N500 C501 1.478(15) . ? C501 C502 1.3900 . ? C501 C506 1.3900 . ? C502 C503 1.3900 . ? C503 C504 1.3900 . ? C504 C505 1.3900 . ? C505 C506 1.3900 . ? 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 N200 Cu1 N200 180 2_565 . ? N200 Cu1 N11 89.94(19) 2_565 2_565 ? N200 Cu1 N11 90.06(19) . 2_565 ? N200 Cu1 N11 90.06(19) 2_565 . ? N200 Cu1 N11 89.94(19) . . ? N11 Cu1 N11 180 2_565 . ? N100 Cu2 N100 180 2_687 . ? N100 Cu2 N21 90.15(19) 2_687 2_687 ? N100 Cu2 N21 89.85(19) . 2_687 ? N100 Cu2 N21 89.85(19) 2_687 . ? N100 Cu2 N21 90.15(19) . . ? N21 Cu2 N21 180 2_687 . ? C100 N100 Cu2 169.6(5) . . ? N100 C100 S100 178.1(5) . . ? C200 N200 Cu1 169.2(5) . . ? N200 C200 S200 179.6(5) . . ? C13 N11 C12 117.2(5) . . ? C13 N11 Cu1 122.5(3) . . ? C12 N11 Cu1 120.1(4) . . ? C31 N12 C11 127.9(6) . . ? C15 C11 N12 127.5(5) . . ? C15 C11 C12 116.5(5) . . ? N12 C11 C12 116.0(5) . . ? N11 C12 C11 123.8(5) . . ? N11 C13 C14 122.2(5) . . ? C15 C14 C13 119.5(6) . . ? C14 C15 C11 120.7(6) . . ? C22 N21 C23 118.8(5) . . ? C22 N21 Cu2 120.5(4) . . ? C23 N21 Cu2 120.7(4) . . ? C34 N22 C21 127.2(6) . . ? C25 C21 C22 118.7(5) . . ? C25 C21 N22 125.5(6) . . ? C22 C21 N22 115.7(5) . . ? N21 C22 C21 121.7(5) . . ? N21 C23 C24 121.7(6) . . ? C25 C24 C23 120.8(6) . . ? C24 C25 C21 118.3(6) . . ? O31 C31 N12 124.2(6) . . ? O31 C31 C32 123.7(6) . . ? N12 C31 C32 112.0(6) . . ? C33 C32 C31 114.7(6) . . ? C32 C33 C34 111.8(6) . . ? O34 C34 N22 123.6(7) . . ? O34 C34 C33 122.4(6) . . ? N22 C34 C33 114.0(6) . . ? C300 N300 C302 128.1(13) . . ? C300 N300 C301 116.1(11) . . ? C302 N300 C301 115.8(12) . . ? N300 C300 O300 131.9(12) . . ? C400 N400 C402 121.3(12) . . ? C400 N400 C401 121.4(13) . . ? C402 N400 C401 117.3(11) . . ? O400 C400 N400 127.6(13) . . ? O501 N500 O502 129.8(18) . . ? O501 N500 C501 117.3(16) . . ? O502 N500 C501 112.3(14) . . ? C502 C501 C506 120.0 . . ? C502 C501 N500 118.3(11) . . ? C506 C501 N500 121.7(11) . . ? C501 C502 C503 120.0 . . ? C504 C503 C502 120.0 . . ? C503 C504 C505 120.0 . . ? C504 C505 C506 120.0 . . ? C505 C506 C501 120.0 . . ? _diffrn_measured_fraction_theta_max 0.950 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.950 _refine_diff_density_max 2.303 _refine_diff_density_min -0.507 _refine_diff_density_rms 0.118 data_13 _database_code_depnum_ccdc_archive 'CCDC 763772' #TrackingRef '- kb3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H28 Cu N8 O6 S2' _chemical_formula_weight 724.26 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' 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' S S 0.1246 0.1234 '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' _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 7.3122(17) _cell_length_b 9.953(2) _cell_length_c 12.917(3) _cell_angle_alpha 99.909(6) _cell_angle_beta 105.708(6) _cell_angle_gamma 110.183(6) _cell_volume 811.9(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3152 _cell_measurement_theta_min 1.71 _cell_measurement_theta_max 26 _exptl_crystal_description plates _exptl_crystal_colour green _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.481 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 373 _exptl_absorpt_coefficient_mu 0.857 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.884 _exptl_absorpt_correction_T_max 0.926 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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-2 CCD area detector' _diffrn_measurement_method hemisphere _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10348 _diffrn_reflns_av_R_equivalents 0.0239 _diffrn_reflns_av_sigmaI/netI 0.0246 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3152 _reflns_number_gt 2874 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0565P)^2^+0.2132P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3152 _refine_ls_number_parameters 214 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0362 _refine_ls_R_factor_gt 0.0324 _refine_ls_wR_factor_ref 0.0960 _refine_ls_wR_factor_gt 0.0937 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _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 Cu1 Cu 1.0000 0.0000 0.0000 0.03543(13) Uani 1 2 d S . . S100 S 1.51406(10) 0.49072(7) 0.19640(7) 0.0679(2) Uani 1 1 d . . . N100 N 1.2115(3) 0.19887(19) 0.09629(14) 0.0426(4) Uani 1 1 d . . . C100 C 1.3369(3) 0.3200(2) 0.13749(17) 0.0386(4) Uani 1 1 d . . . O16 O 0.2681(2) -0.10135(18) 0.07730(15) 0.0526(4) Uani 1 1 d . . . N11 N 0.8830(2) -0.03005(17) 0.12334(13) 0.0343(3) Uani 1 1 d . . . C11 C 0.5847(3) -0.1105(2) 0.17742(16) 0.0334(4) Uani 1 1 d . . . C12 C 0.6780(3) -0.0755(2) 0.10037(16) 0.0334(4) Uani 1 1 d . . . H12 H 0.5942 -0.0838 0.0290 0.040 Uiso 1 1 calc R . . C13 C 1.0035(3) -0.0137(2) 0.22742(17) 0.0399(4) Uani 1 1 d . . . H13 H 1.1470 0.0216 0.2452 0.048 Uiso 1 1 calc R . . C14 C 0.9227(3) -0.0471(2) 0.30870(17) 0.0446(5) Uani 1 1 d . . . H14 H 1.0107 -0.0354 0.3799 0.053 Uiso 1 1 calc R . . C15 C 0.7105(3) -0.0982(2) 0.28434(17) 0.0397(4) Uani 1 1 d . . . H15 H 0.6528 -0.1238 0.3379 0.048 Uiso 1 1 calc R . . C16 C 0.3524(3) -0.1601(2) 0.13959(16) 0.0352(4) Uani 1 1 d . . . N20 N 0.2516(3) -0.27040(19) 0.17502(14) 0.0403(4) Uani 1 1 d . . . H20 H 0.3236 -0.2943 0.2274 0.048 Uiso 1 1 calc R . . C21 C 0.0250(3) -0.3538(2) 0.13022(17) 0.0419(4) Uani 1 1 d . . . H21A H -0.0392 -0.2971 0.0916 0.050 Uiso 1 1 calc . . . H21B H -0.0248 -0.3676 0.1917 0.050 Uiso 1 1 calc . . . C22 C -0.0378(3) -0.5054(2) 0.04915(16) 0.0386(4) Uani 1 1 d . . . H22A H -0.1886 -0.5578 0.0201 0.046 Uiso 1 1 calc . . . H22B H 0.0186 -0.5641 0.0898 0.046 Uiso 1 1 calc . . . N1A N 0.6333(4) 0.2143(3) 0.4855(2) 0.0743(6) Uani 1 1 d . . . O1A O 0.6731(5) 0.2277(5) 0.5823(2) 0.1561(16) Uani 1 1 d . . . O2A O 0.4582(4) 0.1609(5) 0.4223(3) 0.1439(14) Uani 1 1 d . . . C1A C 0.8045(4) 0.2661(3) 0.44322(19) 0.0519(5) Uani 1 1 d . . . C2A C 0.7547(6) 0.2617(3) 0.3314(2) 0.0687(8) Uani 1 1 d . . . H2A H 0.6169 0.2277 0.2838 0.082 Uiso 1 1 calc R . . C3A C 0.9164(8) 0.3097(4) 0.2935(3) 0.0912(12) Uani 1 1 d . . . H3A H 0.8880 0.3063 0.2182 0.109 Uiso 1 1 calc R . . C4A C 1.1178(8) 0.3620(4) 0.3637(4) 0.1004(13) Uani 1 1 d . . . H4A H 1.2251 0.3950 0.3361 0.120 Uiso 1 1 calc R . . C5A C 1.1646(5) 0.3666(4) 0.4757(3) 0.0833(9) Uani 1 1 d . . . H5A H 1.3026 0.4021 0.5233 0.100 Uiso 1 1 calc R . . C6A C 1.0052(4) 0.3182(3) 0.5161(2) 0.0630(6) Uani 1 1 d . . . H6A H 1.0333 0.3209 0.5912 0.076 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 Cu1 0.02801(19) 0.03441(19) 0.0387(2) 0.00513(13) 0.01704(14) 0.00580(14) S100 0.0397(3) 0.0381(3) 0.0998(5) 0.0086(3) 0.0064(3) 0.0058(3) N100 0.0372(9) 0.0381(9) 0.0450(9) 0.0063(7) 0.0173(8) 0.0079(8) C100 0.0329(10) 0.0423(11) 0.0428(10) 0.0131(9) 0.0142(8) 0.0172(9) O16 0.0381(8) 0.0595(9) 0.0803(11) 0.0399(9) 0.0302(8) 0.0269(7) N11 0.0277(8) 0.0352(8) 0.0384(8) 0.0080(6) 0.0147(7) 0.0101(6) C11 0.0330(10) 0.0293(8) 0.0386(9) 0.0090(7) 0.0167(8) 0.0113(7) C12 0.0301(9) 0.0335(9) 0.0370(9) 0.0096(7) 0.0141(8) 0.0122(8) C13 0.0295(10) 0.0409(10) 0.0425(10) 0.0055(8) 0.0107(8) 0.0116(8) C14 0.0425(12) 0.0480(11) 0.0374(10) 0.0108(9) 0.0095(9) 0.0166(10) C15 0.0401(11) 0.0400(10) 0.0382(10) 0.0117(8) 0.0178(8) 0.0125(9) C16 0.0342(10) 0.0361(9) 0.0388(10) 0.0094(8) 0.0199(8) 0.0141(8) N20 0.0320(9) 0.0432(9) 0.0391(8) 0.0144(7) 0.0130(7) 0.0066(7) C21 0.0325(10) 0.0458(11) 0.0466(11) 0.0120(9) 0.0214(9) 0.0105(9) C22 0.0319(10) 0.0395(10) 0.0445(10) 0.0149(8) 0.0189(8) 0.0098(8) N1A 0.0672(16) 0.0880(17) 0.0622(14) 0.0172(12) 0.0233(12) 0.0280(14) O1A 0.105(2) 0.253(4) 0.0663(16) 0.041(2) 0.0451(15) 0.016(2) O2A 0.0595(16) 0.220(4) 0.119(2) 0.040(2) 0.0166(16) 0.037(2) C1A 0.0642(15) 0.0512(13) 0.0437(11) 0.0122(10) 0.0187(11) 0.0290(11) C2A 0.106(2) 0.0598(15) 0.0462(13) 0.0181(12) 0.0195(14) 0.0453(16) C3A 0.166(4) 0.0667(19) 0.0666(19) 0.0312(16) 0.064(2) 0.054(2) C4A 0.139(4) 0.066(2) 0.125(3) 0.027(2) 0.097(3) 0.036(2) C5A 0.070(2) 0.0702(19) 0.102(2) 0.0100(17) 0.0385(18) 0.0220(16) C6A 0.0694(17) 0.0632(15) 0.0511(13) 0.0108(11) 0.0185(12) 0.0266(13) _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 N100 1.9634(18) . ? Cu1 N100 1.9634(18) 2_755 ? Cu1 N11 2.0211(15) 2_755 ? Cu1 N11 2.0211(15) . ? S100 C100 1.627(2) . ? N100 C100 1.153(3) . ? O16 C16 1.230(2) . ? N11 C13 1.340(3) . ? N11 C12 1.336(2) . ? C11 C12 1.379(3) . ? C11 C15 1.395(3) . ? C11 C16 1.502(3) . ? C12 H12 0.9300 . ? C13 C14 1.372(3) . ? C13 H13 0.9300 . ? C14 C15 1.379(3) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 N20 1.325(2) . ? N20 C21 1.462(3) . ? N20 H20 0.8600 . ? C21 C22 1.517(3) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C22 1.522(4) 2_545 ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? N1A O1A 1.177(3) . ? N1A O2A 1.185(3) . ? N1A C1A 1.467(3) . ? C1A C6A 1.366(4) . ? C1A C2A 1.379(3) . ? C2A C3A 1.368(5) . ? C2A H2A 0.9300 . ? C3A C4A 1.359(6) . ? C3A H3A 0.9300 . ? C4A C5A 1.382(5) . ? C4A H4A 0.9300 . ? C5A C6A 1.375(4) . ? C5A H5A 0.9300 . ? C6A H6A 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 N100 Cu1 N100 180 . 2_755 ? N100 Cu1 N11 89.33(7) . 2_755 ? N100 Cu1 N11 90.67(7) 2_755 2_755 ? N100 Cu1 N11 90.67(7) . . ? N100 Cu1 N11 89.33(7) 2_755 . ? N11 Cu1 N11 180 2_755 . ? C100 N100 Cu1 169.46(17) . . ? N100 C100 S100 179.7(2) . . ? C13 N11 C12 118.06(16) . . ? C13 N11 Cu1 122.01(13) . . ? C12 N11 Cu1 119.83(13) . . ? C12 C11 C15 118.34(17) . . ? C12 C11 C16 117.20(16) . . ? C15 C11 C16 124.46(17) . . ? N11 C12 C11 123.14(17) . . ? N11 C12 H12 118.4 . . ? C11 C12 H12 118.4 . . ? N11 C13 C14 122.37(18) . . ? N11 C13 H13 118.8 . . ? C14 C13 H13 118.8 . . ? C13 C14 C15 119.73(19) . . ? C13 C14 H14 120.1 . . ? C15 C14 H14 120.1 . . ? C14 C15 C11 118.30(18) . . ? C14 C15 H15 120.9 . . ? C11 C15 H15 120.9 . . ? O16 C16 N20 124.50(18) . . ? O16 C16 C11 119.83(16) . . ? N20 C16 C11 115.65(16) . . ? C16 N20 C21 123.74(17) . . ? C16 N20 H20 118.1 . . ? C21 N20 H20 118.1 . . ? N20 C21 C22 110.69(16) . . ? N20 C21 H21A 109.5 . . ? C22 C21 H21A 109.5 . . ? N20 C21 H21B 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 108.1 . . ? C21 C22 C22 113.1(2) . 2_545 ? C21 C22 H22A 109.0 . . ? C22 C22 H22A 109.0 2_545 . ? C21 C22 H22B 109.0 . . ? C22 C22 H22B 109.0 2_545 . ? H22A C22 H22B 107.8 . . ? O1A N1A O2A 121.1(3) . . ? O1A N1A C1A 119.1(3) . . ? O2A N1A C1A 119.8(3) . . ? C6A C1A C2A 123.0(3) . . ? C6A C1A N1A 118.9(2) . . ? C2A C1A N1A 118.1(3) . . ? C3A C2A C1A 117.2(3) . . ? C3A C2A H2A 121.4 . . ? C1A C2A H2A 121.4 . . ? C4A C3A C2A 121.3(3) . . ? C4A C3A H3A 119.4 . . ? C2A C3A H3A 119.4 . . ? C3A C4A C5A 120.6(3) . . ? C3A C4A H4A 119.7 . . ? C5A C4A H4A 119.7 . . ? C6A C5A C4A 119.4(3) . . ? C6A C5A H5A 120.3 . . ? C4A C5A H5A 120.3 . . ? C1A C6A C5A 118.5(3) . . ? C1A C6A H6A 120.8 . . ? C5A C6A H6A 120.8 . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.288 _refine_diff_density_min -0.253 _refine_diff_density_rms 0.049 data_16 _database_code_depnum_ccdc_archive 'CCDC 763773' #TrackingRef '- kb3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C72 H72 Cu N10 O6 S2' _chemical_formula_weight 1301.06 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' S S 0.1246 0.1234 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.8451(13) _cell_length_b 14.9205(19) _cell_length_c 22.721(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.076(4) _cell_angle_gamma 90.00 _cell_volume 3312.2(7) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6662 _cell_measurement_theta_min 1.64 _cell_measurement_theta_max 26.24 _exptl_crystal_description plates _exptl_crystal_colour green _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.305 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1366 _exptl_absorpt_coefficient_mu 0.453 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.922 _exptl_absorpt_correction_T_max 0.960 _exptl_absorpt_process_details Sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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-2 CCD area detector' _diffrn_measurement_method hemisphere _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 41723 _diffrn_reflns_av_R_equivalents 0.0486 _diffrn_reflns_av_sigmaI/netI 0.0339 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 26.24 _reflns_number_total 6662 _reflns_number_gt 4490 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0649P)^2^+0.9942P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6662 _refine_ls_number_parameters 412 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0817 _refine_ls_R_factor_gt 0.0478 _refine_ls_wR_factor_ref 0.1356 _refine_ls_wR_factor_gt 0.1155 _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 Cu1 Cu 0.0000 0.0000 0.0000 0.05187(15) Uani 1 2 d S . . N100 N 0.0490(2) 0.10265(16) 0.05172(9) 0.0602(6) Uani 1 1 d . . . C100 C 0.0523(2) 0.17329(19) 0.07105(11) 0.0525(6) Uani 1 1 d . . . S100 S 0.05551(11) 0.27352(7) 0.09733(5) 0.1048(4) Uani 1 1 d . . . N11 N 0.1756(2) -0.09039(15) -0.93831(9) 0.0566(5) Uani 1 1 d . . . N12 N 0.3300(2) -0.08586(17) -0.78344(9) 0.0654(6) Uani 1 1 d . . . H12 H 0.4150 -0.0882 -0.7692 0.079 Uiso 1 1 calc R . . C11 C 0.2933(2) -0.11730(19) -0.84163(11) 0.0542(6) Uani 1 1 d . . . C12 C 0.2183(2) -0.06390(18) -0.88324(11) 0.0530(6) Uani 1 1 d . . . H12A H 0.1964 -0.0062 -0.8722 0.064 Uiso 1 1 calc R . . C13 C 0.2144(3) -0.1710(2) -0.95427(13) 0.0657(8) Uani 1 1 d . . . H13 H 0.1859 -0.1907 -0.9926 0.079 Uiso 1 1 calc R . . C14 C 0.2943(3) -0.2262(2) -0.91672(15) 0.0804(9) Uani 1 1 d . . . H14 H 0.3228 -0.2812 -0.9300 0.097 Uiso 1 1 calc R . . C15 C 0.3324(3) -0.1998(2) -0.85893(14) 0.0740(8) Uani 1 1 d . . . H15 H 0.3837 -0.2376 -0.8323 0.089 Uiso 1 1 calc R . . N21 N 0.1501(2) 0.03551(15) -0.05221(8) 0.0520(5) Uani 1 1 d . . . N22 N 0.1794(2) 0.06170(15) -0.20871(8) 0.0536(5) Uani 1 1 d . . . H22 H 0.0933 0.0536 -0.2192 0.064 Uiso 1 1 calc R . . C21 C 0.2218(2) 0.06050(17) -0.14780(10) 0.0482(6) Uani 1 1 d . . . C22 C 0.1248(2) 0.03807(17) -0.11114(10) 0.0498(6) Uani 1 1 d . . . H22A H 0.0369 0.0240 -0.1286 0.060 Uiso 1 1 calc R . . C23 C 0.2769(3) 0.0547(2) -0.02742(11) 0.0627(7) Uani 1 1 d . . . H23 H 0.2961 0.0538 0.0137 0.075 Uiso 1 1 calc R . . C24 C 0.3793(3) 0.0756(2) -0.06059(12) 0.0729(9) Uani 1 1 d . . . H24 H 0.4670 0.0873 -0.0420 0.088 Uiso 1 1 calc R . . C25 C 0.3530(3) 0.0795(2) -0.12160(12) 0.0667(8) Uani 1 1 d . . . H25 H 0.4217 0.0945 -0.1445 0.080 Uiso 1 1 calc R . . O30 O 0.11849(17) -0.04968(16) -0.76480(8) 0.0726(6) Uani 1 1 d . . . O39 O 0.37895(18) 0.08930(17) -0.24435(8) 0.0789(6) Uani 1 1 d . . . C30 C 0.2411(3) -0.05232(19) -0.74853(11) 0.0553(6) Uani 1 1 d . . . C31 C 0.3061(3) -0.0195(2) -0.68958(12) 0.0697(8) Uani 1 1 d . . . H31A H 0.3419 0.0402 -0.6947 0.084 Uiso 1 1 calc . . . H31B H 0.3832 -0.0580 -0.6764 0.084 Uiso 1 1 calc . . . C32 C 0.2147(3) -0.01580(19) -0.64150(11) 0.0587(7) Uani 1 1 d . . . H32A H 0.1747 -0.0745 -0.6373 0.070 Uiso 1 1 calc . . . H32B H 0.1407 0.0260 -0.6529 0.070 Uiso 1 1 calc . . . C33 C 0.2902(3) 0.01277(19) -0.58237(11) 0.0596(7) Uani 1 1 d . . . H33A H 0.3631 -0.0298 -0.5709 0.072 Uiso 1 1 calc . . . H33B H 0.3322 0.0707 -0.5872 0.072 Uiso 1 1 calc . . . C34 C 0.2011(3) 0.01929(19) -0.53302(11) 0.0578(7) Uani 1 1 d . . . H34A H 0.1555 -0.0377 -0.5294 0.069 Uiso 1 1 calc . . . H34B H 0.1311 0.0642 -0.5435 0.069 Uiso 1 1 calc . . . C35 C 0.2797(3) 0.0434(2) -0.47344(11) 0.0644(7) Uani 1 1 d . . . H35A H 0.3462 -0.0034 -0.4620 0.077 Uiso 1 1 calc . . . H35B H 0.3296 0.0986 -0.4776 0.077 Uiso 1 1 calc . . . C36 C 0.1902(3) 0.0551(2) -0.42458(11) 0.0599(7) Uani 1 1 d . . . H36A H 0.1287 0.0043 -0.4249 0.072 Uiso 1 1 calc . . . H36B H 0.1347 0.1085 -0.4326 0.072 Uiso 1 1 calc . . . C37 C 0.2705(3) 0.06322(19) -0.36337(11) 0.0576(7) Uani 1 1 d . . . H37A H 0.3279 0.1162 -0.3622 0.069 Uiso 1 1 calc . . . H37B H 0.3300 0.0115 -0.3562 0.069 Uiso 1 1 calc . . . C38 C 0.1789(2) 0.06942(18) -0.31453(11) 0.0538(6) Uani 1 1 d . . . H38A H 0.1218 0.1223 -0.3210 0.065 Uiso 1 1 calc . . . H38B H 0.1192 0.0175 -0.3168 0.065 Uiso 1 1 calc . . . C39 C 0.2568(2) 0.07411(17) -0.25357(11) 0.0508(6) Uani 1 1 d . . . O1A O 0.4947(3) 0.6545(2) 0.23093(13) 0.1160(9) Uani 1 1 d . . . C1A C 0.6675(5) 0.6798(2) 0.14054(19) 0.0964(11) Uani 1 1 d . . . H1A H 0.5770 0.6678 0.1456 0.116 Uiso 1 1 calc R . . C2A C 0.7001(6) 0.6898(3) 0.0852(2) 0.1215(15) Uani 1 1 d . . . H2A H 0.6327 0.6843 0.0530 0.146 Uiso 1 1 calc R . . C3A C 0.8369(8) 0.7088(3) 0.0758(3) 0.135(2) Uani 1 1 d . . . H3A H 0.8592 0.7164 0.0375 0.162 Uiso 1 1 calc R . . C4A C 0.9338(6) 0.7157(3) 0.1224(3) 0.1268(17) Uani 1 1 d . . . H4A H 1.0231 0.7283 0.1157 0.152 Uiso 1 1 calc R . . C5A C 1.0853(5) 0.7073(3) 0.3365(3) 0.1204(15) Uani 1 1 d . . . H5A H 1.1747 0.7175 0.3289 0.144 Uiso 1 1 calc R . . C6A C 1.0590(5) 0.6997(4) 0.3923(3) 0.1358(18) Uani 1 1 d . . . H6A H 1.1296 0.7042 0.4233 0.163 Uiso 1 1 calc R . . C7A C 0.9249(5) 0.6849(3) 0.4042(2) 0.1185(14) Uani 1 1 d . . . H7A H 0.9075 0.6800 0.4434 0.142 Uiso 1 1 calc R . . C8A C 0.8196(4) 0.6774(2) 0.36000(18) 0.0946(11) Uani 1 1 d . . . H8A H 0.7315 0.6676 0.3694 0.114 Uiso 1 1 calc R . . C9A C 1.0054(4) 0.7103(3) 0.2303(3) 0.1062(13) Uani 1 1 d . . . H9A H 1.0949 0.7216 0.2234 0.127 Uiso 1 1 calc R . . C10A C 0.7373(3) 0.67864(19) 0.25081(16) 0.0733(8) Uani 1 1 d . . . C11A C 0.9049(5) 0.7045(2) 0.1819(2) 0.0956(12) Uani 1 1 d . . . C12A C 0.7664(4) 0.6868(2) 0.19177(18) 0.0803(9) Uani 1 1 d . . . C13A C 0.9791(4) 0.7000(2) 0.2885(2) 0.0930(11) Uani 1 1 d . . . C14A C 0.8417(3) 0.6843(2) 0.29957(17) 0.0774(9) Uani 1 1 d . . . C15A C 0.5958(4) 0.6667(3) 0.26338(18) 0.0923(11) Uani 1 1 d . . . H15A H 0.5840 0.6693 0.3033 0.111 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 Cu1 0.0589(3) 0.0587(3) 0.0395(2) -0.00700(19) 0.01224(18) -0.0102(2) N100 0.0665(14) 0.0626(15) 0.0519(13) -0.0080(11) 0.0086(11) -0.0086(12) C100 0.0438(13) 0.0656(18) 0.0476(14) -0.0062(13) 0.0042(11) -0.0004(12) S100 0.1027(7) 0.0756(6) 0.1333(9) -0.0439(6) 0.0033(6) 0.0130(5) N11 0.0595(13) 0.0675(15) 0.0434(11) -0.0030(10) 0.0088(10) -0.0041(11) N12 0.0372(11) 0.113(2) 0.0462(12) -0.0027(12) 0.0040(9) 0.0076(11) C11 0.0357(12) 0.0797(19) 0.0479(14) -0.0007(13) 0.0084(10) 0.0018(12) C12 0.0489(14) 0.0645(17) 0.0464(14) -0.0021(12) 0.0086(11) -0.0016(12) C13 0.0544(16) 0.082(2) 0.0612(17) -0.0193(15) 0.0092(13) 0.0005(15) C14 0.0688(19) 0.079(2) 0.092(2) -0.0225(18) 0.0024(17) 0.0154(17) C15 0.0570(17) 0.086(2) 0.077(2) 0.0037(17) 0.0008(15) 0.0177(16) N21 0.0552(12) 0.0590(13) 0.0419(11) -0.0035(10) 0.0062(9) -0.0073(10) N22 0.0375(10) 0.0814(16) 0.0422(11) -0.0030(10) 0.0062(8) -0.0070(10) C21 0.0451(13) 0.0574(15) 0.0427(13) -0.0016(11) 0.0074(10) -0.0027(11) C22 0.0442(13) 0.0618(15) 0.0439(13) -0.0042(12) 0.0069(10) -0.0025(12) C23 0.0633(17) 0.082(2) 0.0418(13) -0.0002(13) 0.0013(12) -0.0160(15) C24 0.0551(16) 0.110(3) 0.0513(16) -0.0001(15) -0.0022(13) -0.0225(16) C25 0.0488(15) 0.102(2) 0.0499(15) -0.0014(15) 0.0067(12) -0.0187(15) O30 0.0404(10) 0.1224(18) 0.0544(11) -0.0163(11) 0.0039(8) 0.0039(10) O39 0.0395(10) 0.147(2) 0.0508(11) -0.0008(11) 0.0075(8) -0.0162(11) C30 0.0414(13) 0.0786(19) 0.0455(13) 0.0035(13) 0.0036(10) -0.0021(12) C31 0.0496(15) 0.111(3) 0.0481(14) -0.0054(15) 0.0045(12) -0.0114(15) C32 0.0490(14) 0.080(2) 0.0464(14) -0.0014(13) 0.0035(11) -0.0009(13) C33 0.0539(15) 0.0757(19) 0.0485(14) -0.0024(13) 0.0037(12) -0.0025(13) C34 0.0558(15) 0.0719(19) 0.0452(13) 0.0010(12) 0.0039(11) -0.0079(13) C35 0.0590(16) 0.090(2) 0.0434(14) -0.0026(14) 0.0049(12) -0.0119(15) C36 0.0553(15) 0.080(2) 0.0442(14) -0.0002(13) 0.0055(11) -0.0060(14) C37 0.0500(14) 0.0806(19) 0.0427(13) -0.0012(12) 0.0083(11) -0.0132(13) C38 0.0447(13) 0.0712(17) 0.0458(13) -0.0003(12) 0.0069(11) -0.0037(12) C39 0.0399(13) 0.0669(16) 0.0458(13) -0.0008(12) 0.0067(10) -0.0034(11) O1A 0.0823(18) 0.142(3) 0.119(2) 0.0245(18) -0.0062(16) -0.0199(16) C1A 0.117(3) 0.076(2) 0.099(3) 0.007(2) 0.023(2) 0.022(2) C2A 0.168(5) 0.094(3) 0.107(3) -0.001(3) 0.033(3) 0.031(3) C3A 0.203(7) 0.098(3) 0.119(4) 0.004(3) 0.077(4) 0.023(4) C4A 0.155(5) 0.093(3) 0.146(5) -0.005(3) 0.075(4) -0.001(3) C5A 0.074(3) 0.123(4) 0.160(5) 0.002(4) -0.001(3) -0.005(2) C6A 0.090(3) 0.136(4) 0.169(5) 0.020(4) -0.032(3) 0.003(3) C7A 0.120(4) 0.124(4) 0.103(3) 0.022(3) -0.019(3) 0.003(3) C8A 0.089(3) 0.092(3) 0.101(3) 0.020(2) 0.004(2) -0.001(2) C9A 0.081(3) 0.080(3) 0.165(5) -0.007(3) 0.042(3) -0.003(2) C10A 0.0703(19) 0.0526(17) 0.098(2) 0.0110(16) 0.0156(17) 0.0093(14) C11A 0.108(3) 0.062(2) 0.125(3) -0.003(2) 0.048(3) 0.003(2) C12A 0.086(2) 0.0482(17) 0.109(3) 0.0035(17) 0.023(2) 0.0111(16) C13A 0.074(2) 0.074(2) 0.132(3) 0.003(2) 0.019(2) 0.0029(18) C14A 0.068(2) 0.0575(18) 0.105(3) 0.0061(17) 0.0065(18) 0.0037(15) C15A 0.077(2) 0.105(3) 0.093(3) 0.012(2) 0.005(2) 0.010(2) _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 N100 1.955(2) . ? Cu1 N100 1.955(2) 3 ? Cu1 N21 2.075(2) 3 ? Cu1 N21 2.075(2) . ? N100 C100 1.141(3) . ? C100 S100 1.609(3) . ? N11 C13 1.326(3) . ? N11 C12 1.330(3) . ? N12 C30 1.348(3) . ? N12 C11 1.407(3) . ? C11 C15 1.362(4) . ? C11 C12 1.379(3) . ? C13 C14 1.364(4) . ? C14 C15 1.378(4) . ? N21 C22 1.332(3) . ? N21 C23 1.336(3) . ? N22 C39 1.359(3) . ? N22 C21 1.396(3) . ? C21 C22 1.384(3) . ? C21 C25 1.383(3) . ? C23 C24 1.367(4) . ? C24 C25 1.380(4) . ? O30 C30 1.219(3) . ? O39 C39 1.216(3) . ? C30 C31 1.494(4) . ? C31 C32 1.499(4) . ? C32 C33 1.514(4) . ? C33 C34 1.509(4) . ? C34 C35 1.517(4) . ? C35 C36 1.510(4) . ? C36 C37 1.518(3) . ? C37 C38 1.516(3) . ? C38 C39 1.500(3) . ? O1A C15A 1.177(4) . ? C1A C2A 1.343(5) . ? C1A C12A 1.426(5) . ? C2A C3A 1.418(7) . ? C3A C4A 1.339(7) . ? C4A C11A 1.426(6) . ? C5A C6A 1.329(7) . ? C5A C13A 1.420(6) . ? C6A C7A 1.397(7) . ? C7A C8A 1.356(5) . ? C8A C14A 1.420(5) . ? C9A C13A 1.386(6) . ? C9A C11A 1.388(6) . ? C10A C12A 1.411(5) . ? C10A C14A 1.418(5) . ? C10A C15A 1.467(5) . ? C11A C12A 1.433(5) . ? C13A C14A 1.425(5) . ? 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 N100 Cu1 N100 180 . 3 ? N100 Cu1 N21 89.83(8) . 3 ? N100 Cu1 N21 90.17(8) 3 3 ? N100 Cu1 N21 90.17(8) . . ? N100 Cu1 N21 89.83(8) 3 . ? N21 Cu1 N21 180 3 . ? C100 N100 Cu1 161.6(2) . . ? N100 C100 S100 179.1(3) . . ? C13 N11 C12 117.3(2) . . ? C30 N12 C11 124.5(2) . . ? C15 C11 C12 118.1(2) . . ? C15 C11 N12 121.6(2) . . ? C12 C11 N12 120.4(3) . . ? N11 C12 C11 123.6(3) . . ? N11 C13 C14 122.7(3) . . ? C13 C14 C15 119.5(3) . . ? C11 C15 C14 118.7(3) . . ? C22 N21 C23 117.9(2) . . ? C22 N21 Cu1 121.57(16) . . ? C23 N21 Cu1 120.54(17) . . ? C39 N22 C21 128.2(2) . . ? C22 C21 C25 117.9(2) . . ? C22 C21 N22 117.1(2) . . ? C25 C21 N22 125.0(2) . . ? N21 C22 C21 123.7(2) . . ? N21 C23 C24 122.0(2) . . ? C23 C24 C25 120.3(3) . . ? C24 C25 C21 118.3(2) . . ? O30 C30 N12 121.6(2) . . ? O30 C30 C31 124.1(2) . . ? N12 C30 C31 114.3(2) . . ? C30 C31 C32 115.8(2) . . ? C31 C32 C33 112.6(2) . . ? C34 C33 C32 114.2(2) . . ? C33 C34 C35 113.5(2) . . ? C36 C35 C34 113.8(2) . . ? C35 C36 C37 113.4(2) . . ? C36 C37 C38 112.7(2) . . ? C39 C38 C37 113.3(2) . . ? O39 C39 N22 122.0(2) . . ? O39 C39 C38 123.4(2) . . ? N22 C39 C38 114.6(2) . . ? C2A C1A C12A 122.5(5) . . ? C1A C2A C3A 120.3(5) . . ? C4A C3A C2A 119.5(5) . . ? C3A C4A C11A 122.4(5) . . ? C6A C5A C13A 121.0(5) . . ? C5A C6A C7A 119.9(5) . . ? C8A C7A C6A 121.6(5) . . ? C7A C8A C14A 121.0(4) . . ? C13A C9A C11A 123.4(4) . . ? C12A C10A C14A 121.7(3) . . ? C12A C10A C15A 120.3(3) . . ? C14A C10A C15A 118.0(3) . . ? C9A C11A C4A 122.6(5) . . ? C9A C11A C12A 119.1(4) . . ? C4A C11A C12A 118.3(5) . . ? C10A C12A C1A 124.9(3) . . ? C10A C12A C11A 118.2(4) . . ? C1A C12A C11A 117.0(4) . . ? C9A C13A C5A 121.2(4) . . ? C9A C13A C14A 118.6(4) . . ? C5A C13A C14A 120.1(4) . . ? C10A C14A C8A 124.6(3) . . ? C10A C14A C13A 119.0(4) . . ? C8A C14A C13A 116.4(3) . . ? O1A C15A C10A 130.3(4) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.24 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.322 _refine_diff_density_min -0.420 _refine_diff_density_rms 0.043 data_18b _database_code_depnum_ccdc_archive 'CCDC 763774' #TrackingRef '- kb3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H38 Cu N12 O8 S2' _chemical_formula_weight 1062.58 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' S S 0.1246 0.1234 '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' _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 8.1263(13) _cell_length_b 10.0055(17) _cell_length_c 15.295(3) _cell_angle_alpha 73.118(4) _cell_angle_beta 87.475(4) _cell_angle_gamma 87.115(4) _cell_volume 1187.9(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4594 _cell_measurement_theta_min 2.13 _cell_measurement_theta_max 26.00 _exptl_crystal_description 'rectangular block' _exptl_crystal_colour green _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.485 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 547 _exptl_absorpt_coefficient_mu 0.618 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.895 _exptl_absorpt_correction_T_max 0.929 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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-2 CCD area detector' _diffrn_measurement_method hemisphere _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14706 _diffrn_reflns_av_R_equivalents 0.0251 _diffrn_reflns_av_sigmaI/netI 0.0269 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4594 _reflns_number_gt 3944 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0552P)^2^+0.8703P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4594 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0466 _refine_ls_R_factor_gt 0.0381 _refine_ls_wR_factor_ref 0.1056 _refine_ls_wR_factor_gt 0.1007 _refine_ls_goodness_of_fit_ref 0.957 _refine_ls_restrained_S_all 0.957 _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 Cu1 Cu 0.0000 0.0000 0.0000 0.03495(13) Uani 1 2 d S . . S100 S -0.16944(12) -0.09730(10) 0.30410(5) 0.0732(3) Uani 1 1 d . . . C100 C -0.1398(3) -0.0417(2) 0.19426(16) 0.0374(5) Uani 1 1 d . . . N100 N -0.1144(2) -0.0016(2) 0.11642(13) 0.0409(4) Uani 1 1 d . . . N11A N 0.2086(2) 0.07636(18) 0.04271(12) 0.0340(4) Uani 1 1 d . . . N12A N 0.4087(2) 0.04760(18) 0.25692(11) 0.0334(4) Uani 1 1 d . . . H12A H 0.3940 -0.0390 0.2850 0.040 Uiso 1 1 calc R . . C11A C 0.3818(3) 0.0934(2) 0.16165(13) 0.0302(4) Uani 1 1 d . . . C12A C 0.2455(3) 0.0453(2) 0.13103(14) 0.0337(5) Uani 1 1 d . . . H12B H 0.1755 -0.0119 0.1741 0.040 Uiso 1 1 calc R . . C13A C 0.3096(3) 0.1608(2) -0.01793(15) 0.0412(5) Uani 1 1 d . . . H13A H 0.2858 0.1847 -0.0796 0.049 Uiso 1 1 calc R . . C14A C 0.4471(3) 0.2136(3) 0.00747(16) 0.0484(6) Uani 1 1 d . . . H14A H 0.5137 0.2724 -0.0367 0.058 Uiso 1 1 calc R . . C15A C 0.4862(3) 0.1791(2) 0.09862(16) 0.0413(5) Uani 1 1 d . . . H15A H 0.5797 0.2124 0.1168 0.050 Uiso 1 1 calc R . . O21A O 0.4783(2) 0.25506(15) 0.27432(10) 0.0454(4) Uani 1 1 d . . . C21A C 0.4556(3) 0.1298(2) 0.30686(14) 0.0310(4) Uani 1 1 d . . . C22A C 0.4766(2) 0.05907(19) 0.40673(13) 0.0272(4) Uani 1 1 d . . . C23A C 0.5922(3) 0.1114(2) 0.45123(14) 0.0333(5) Uani 1 1 d . . . H23A H 0.6541 0.1865 0.4186 0.040 Uiso 1 1 calc R . . C24A C 0.3843(3) -0.0526(2) 0.45628(14) 0.0326(5) Uani 1 1 d . . . H24A H 0.3062 -0.0880 0.4272 0.039 Uiso 1 1 calc R . . N11B N 0.0913(2) -0.2523(2) 0.07229(13) 0.0415(5) Uani 1 1 d . . . N12B N 0.3149(2) -0.46029(18) 0.27521(11) 0.0345(4) Uani 1 1 d . . . H12C H 0.3316 -0.5486 0.2998 0.041 Uiso 1 1 calc R . . C11B C 0.2465(3) -0.4178(2) 0.18775(14) 0.0318(4) Uani 1 1 d . . . C12B C 0.1492(3) -0.2964(2) 0.15719(15) 0.0384(5) Uani 1 1 d . . . H12D H 0.1230 -0.2434 0.1971 0.046 Uiso 1 1 calc R . . C13B C 0.1216(3) -0.3338(2) 0.01823(16) 0.0439(6) Uani 1 1 d . . . H13B H 0.0814 -0.3047 -0.0406 0.053 Uiso 1 1 calc R . . C14B C 0.2092(4) -0.4587(3) 0.04489(16) 0.0489(6) Uani 1 1 d . . . H14B H 0.2242 -0.5142 0.0056 0.059 Uiso 1 1 calc R . . C15B C 0.2747(3) -0.5010(2) 0.13042(15) 0.0427(6) Uani 1 1 d . . . H15B H 0.3369 -0.5844 0.1493 0.051 Uiso 1 1 calc R . . O21B O 0.3335(2) -0.24706(15) 0.29784(11) 0.0492(4) Uani 1 1 d . . . C21B C 0.3568(3) -0.3735(2) 0.32390(14) 0.0322(4) Uani 1 1 d . . . C22B C 0.4323(3) -0.4432(2) 0.41437(13) 0.0290(4) Uani 1 1 d . . . C23B C 0.5355(3) -0.3655(2) 0.44897(14) 0.0337(5) Uani 1 1 d . . . H23B H 0.5601 -0.2753 0.4145 0.040 Uiso 1 1 calc R . . C24B C 0.6018(3) -0.4213(2) 0.53402(14) 0.0331(5) Uani 1 1 d . . . H24B H 0.6696 -0.3681 0.5569 0.040 Uiso 1 1 calc R . . N200 N 0.2140(4) 0.5114(3) -0.22732(18) 0.0683(7) Uani 1 1 d . . . O202 O 0.2069(5) 0.5399(4) -0.15641(17) 0.1233(12) Uani 1 1 d . . . O201 O 0.2918(4) 0.4111(3) -0.23870(19) 0.1010(9) Uani 1 1 d . . . C201 C 0.1242(3) 0.6060(3) -0.30423(17) 0.0483(6) Uani 1 1 d . . . C202 C 0.1244(4) 0.5709(3) -0.3842(2) 0.0598(7) Uani 1 1 d . . . H202 H 0.1750 0.4880 -0.3894 0.072 Uiso 1 1 calc R . . C203 C 0.0451(4) 0.6655(4) -0.4584(2) 0.0721(9) Uani 1 1 d . . . H203 H 0.0437 0.6462 -0.5143 0.087 Uiso 1 1 calc R . . C204 C -0.0302(4) 0.7859(4) -0.4483(3) 0.0713(9) Uani 1 1 d . . . H204 H -0.0832 0.8480 -0.4973 0.086 Uiso 1 1 calc R . . C205 C -0.0276(4) 0.8147(4) -0.3672(3) 0.0744(9) Uani 1 1 d . . . H205 H -0.0798 0.8966 -0.3612 0.089 Uiso 1 1 calc R . . C206 C 0.0494(4) 0.7267(3) -0.2944(2) 0.0643(8) Uani 1 1 d . . . H206 H 0.0514 0.7479 -0.2391 0.077 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 Cu1 0.0345(2) 0.0505(2) 0.02097(19) -0.01042(16) -0.00780(14) -0.00584(16) S100 0.0851(6) 0.0989(6) 0.0323(4) -0.0141(4) 0.0108(4) -0.0110(5) C100 0.0328(12) 0.0438(12) 0.0397(13) -0.0184(10) -0.0043(10) -0.0004(9) N100 0.0394(11) 0.0574(12) 0.0278(10) -0.0145(9) -0.0043(8) -0.0033(9) N11A 0.0381(10) 0.0379(9) 0.0245(9) -0.0055(7) -0.0101(7) -0.0018(8) N12A 0.0468(11) 0.0287(8) 0.0238(9) -0.0039(7) -0.0131(8) -0.0041(7) C11A 0.0350(11) 0.0303(10) 0.0246(10) -0.0063(8) -0.0106(8) 0.0030(8) C12A 0.0379(12) 0.0361(11) 0.0238(10) -0.0024(8) -0.0071(9) -0.0038(9) C13A 0.0492(14) 0.0488(13) 0.0237(11) -0.0055(9) -0.0073(10) -0.0078(11) C14A 0.0541(15) 0.0602(15) 0.0295(12) -0.0081(11) 0.0013(11) -0.0214(12) C15A 0.0403(13) 0.0503(13) 0.0347(12) -0.0121(10) -0.0067(10) -0.0107(10) O21A 0.0739(12) 0.0287(8) 0.0313(8) -0.0020(6) -0.0164(8) -0.0066(7) C21A 0.0340(11) 0.0296(10) 0.0283(11) -0.0058(8) -0.0110(8) 0.0017(8) C22A 0.0320(10) 0.0254(9) 0.0246(10) -0.0075(8) -0.0082(8) 0.0038(8) C23A 0.0396(12) 0.0303(10) 0.0291(11) -0.0050(8) -0.0078(9) -0.0072(9) C24A 0.0353(11) 0.0332(10) 0.0311(11) -0.0102(8) -0.0111(9) -0.0050(9) N11B 0.0466(11) 0.0458(11) 0.0319(10) -0.0100(8) -0.0178(8) 0.0064(9) N12B 0.0511(11) 0.0268(8) 0.0253(9) -0.0053(7) -0.0167(8) 0.0029(8) C11B 0.0390(12) 0.0315(10) 0.0240(10) -0.0049(8) -0.0101(9) -0.0044(8) C12B 0.0447(13) 0.0426(12) 0.0304(11) -0.0140(9) -0.0115(10) 0.0051(10) C13B 0.0558(15) 0.0476(13) 0.0289(11) -0.0101(10) -0.0182(10) -0.0004(11) C14B 0.0758(18) 0.0432(13) 0.0325(12) -0.0167(10) -0.0167(12) 0.0012(12) C15B 0.0642(16) 0.0309(11) 0.0337(12) -0.0094(9) -0.0167(11) 0.0046(10) O21B 0.0773(12) 0.0272(8) 0.0435(10) -0.0071(7) -0.0324(9) 0.0026(8) C21B 0.0375(12) 0.0307(10) 0.0283(11) -0.0072(8) -0.0095(9) 0.0001(8) C22B 0.0346(11) 0.0292(10) 0.0236(10) -0.0083(8) -0.0077(8) 0.0031(8) C23B 0.0437(12) 0.0273(10) 0.0291(11) -0.0047(8) -0.0088(9) -0.0048(9) C24B 0.0402(12) 0.0312(10) 0.0294(11) -0.0092(8) -0.0119(9) -0.0042(9) N200 0.0746(18) 0.0765(18) 0.0467(15) -0.0076(13) 0.0069(13) -0.0050(14) O202 0.183(3) 0.143(3) 0.0405(14) -0.0241(16) -0.0114(17) 0.025(2) O201 0.115(2) 0.0898(18) 0.0825(18) -0.0058(15) -0.0083(16) 0.0314(17) C201 0.0458(14) 0.0566(15) 0.0415(14) -0.0123(12) 0.0066(11) -0.0104(12) C202 0.0538(16) 0.0721(18) 0.0622(18) -0.0332(15) -0.0005(14) -0.0039(14) C203 0.0603(19) 0.110(3) 0.0521(18) -0.0310(18) -0.0077(15) -0.0153(19) C204 0.0503(17) 0.077(2) 0.079(2) -0.0080(18) -0.0177(16) -0.0062(15) C205 0.061(2) 0.0657(19) 0.096(3) -0.0238(19) -0.0085(18) 0.0068(15) C206 0.0645(19) 0.0724(19) 0.0619(19) -0.0299(16) 0.0060(15) -0.0015(15) _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 N100 1.9683(19) 2 ? Cu1 N100 1.9683(19) . ? Cu1 N11A 2.0980(17) 2 ? Cu1 N11A 2.0980(17) . ? S100 C100 1.620(2) . ? C100 N100 1.153(3) . ? N11A C12A 1.339(3) . ? N11A C13A 1.340(3) . ? N12A C21A 1.351(3) . ? N12A C11A 1.418(3) . ? C11A C12A 1.382(3) . ? C11A C15A 1.380(3) . ? C13A C14A 1.377(3) . ? C14A C15A 1.383(3) . ? O21A C21A 1.227(2) . ? C21A C22A 1.499(3) . ? C22A C24A 1.389(3) . ? C22A C23A 1.390(3) . ? C23A C24A 1.383(3) 2_656 ? C24A C23A 1.383(3) 2_656 ? N11B C13B 1.328(3) . ? N11B C12B 1.343(3) . ? N12B C21B 1.361(3) . ? N12B C11B 1.411(3) . ? C11B C15B 1.379(3) . ? C11B C12B 1.387(3) . ? C13B C14B 1.369(4) . ? C14B C15B 1.375(3) . ? O21B C21B 1.218(3) . ? C21B C22B 1.500(3) . ? C22B C23B 1.390(3) . ? C22B C24B 1.391(3) 2_646 ? C23B C24B 1.380(3) . ? C24B C22B 1.391(3) 2_646 ? N200 O202 1.197(4) . ? N200 O201 1.209(4) . ? N200 C201 1.474(4) . ? C201 C206 1.369(4) . ? C201 C202 1.367(4) . ? C202 C203 1.406(5) . ? C203 C204 1.369(5) . ? C204 C205 1.354(5) . ? C205 C206 1.358(5) . ? 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 N100 Cu1 N100 180 2 . ? N100 Cu1 N11A 89.50(7) 2 2 ? N100 Cu1 N11A 90.50(7) . 2 ? N100 Cu1 N11A 90.50(7) 2 . ? N100 Cu1 N11A 89.50(7) . . ? N11A Cu1 N11A 180 2 . ? N100 C100 S100 178.2(2) . . ? C100 N100 Cu1 155.12(19) . . ? C12A N11A C13A 117.14(18) . . ? C12A N11A Cu1 121.97(14) . . ? C13A N11A Cu1 120.88(14) . . ? C21A N12A C11A 124.93(17) . . ? C12A C11A C15A 118.90(19) . . ? C12A C11A N12A 117.34(18) . . ? C15A C11A N12A 123.72(19) . . ? N11A C12A C11A 123.57(19) . . ? N11A C13A C14A 122.6(2) . . ? C15A C14A C13A 120.0(2) . . ? C11A C15A C14A 117.8(2) . . ? O21A C21A N12A 123.27(19) . . ? O21A C21A C22A 120.88(18) . . ? N12A C21A C22A 115.85(17) . . ? C24A C22A C23A 119.25(18) . . ? C24A C22A C21A 123.24(18) . . ? C23A C22A C21A 117.49(18) . . ? C24A C23A C22A 120.48(19) 2_656 . ? C23A C24A C22A 120.27(18) 2_656 . ? C13B N11B C12B 117.7(2) . . ? C21B N12B C11B 125.55(17) . . ? C15B C11B C12B 118.26(19) . . ? C15B C11B N12B 118.97(19) . . ? C12B C11B N12B 122.76(19) . . ? N11B C12B C11B 122.7(2) . . ? N11B C13B C14B 123.2(2) . . ? C13B C14B C15B 119.2(2) . . ? C14B C15B C11B 118.9(2) . . ? O21B C21B N12B 123.36(19) . . ? O21B C21B C22B 120.87(18) . . ? N12B C21B C22B 115.77(17) . . ? C23B C22B C24B 119.23(18) . 2_646 ? C23B C22B C21B 117.74(18) . . ? C24B C22B C21B 122.98(18) 2_646 . ? C24B C23B C22B 120.47(19) . . ? C23B C24B C22B 120.29(18) . 2_646 ? O202 N200 O201 123.5(3) . . ? O202 N200 C201 117.2(3) . . ? O201 N200 C201 119.3(3) . . ? C206 C201 C202 122.6(3) . . ? C206 C201 N200 119.4(3) . . ? C202 C201 N200 117.9(3) . . ? C201 C202 C203 117.3(3) . . ? C204 C203 C202 120.0(3) . . ? C205 C204 C203 120.2(3) . . ? C204 C205 C206 121.4(3) . . ? C205 C206 C201 118.4(3) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.421 _refine_diff_density_min -0.302 _refine_diff_density_rms 0.051 ##END