Ms No. icXXXXXX (Article) _publ_requested_journal 'Inorg. Chem.' _publ_section_title ; Coordination Polymers Assembled from Angular Dipyridyl Ligands and CuII, CdII, CoII Salts: Crystal Structures and Properties _publ_contact_author ; Xian-He Bu Department of Chemistry, Nankai University, Tianjin 300071,China ; _publ_contact_author_email 'buxh@nankai.edu.cn' data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H22 Cl6 Cu2 N4 O8 S' _chemical_formula_weight 842.28 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' 'O' 'O' 0.0106 0.0060 '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' 'Cl' 'Cl' 0.1484 0.1585 '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 7.416(3) _cell_length_b 8.207(3) _cell_length_c 14.137(5) _cell_angle_alpha 100.333(7) _cell_angle_beta 105.013(6) _cell_angle_gamma 94.547(6) _cell_volume 810.4(5) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 868 _cell_measurement_theta_min 2.87 _cell_measurement_theta_max 26.09 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.726 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 422 _exptl_absorpt_coefficient_mu 1.921 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.6453 _exptl_absorpt_correction_T_max 0.7000 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3124 _diffrn_reflns_av_R_equivalents 0.0191 _diffrn_reflns_av_sigmaI/netI 0.0456 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.56 _diffrn_reflns_theta_max 25.03 _reflns_number_total 2637 _reflns_number_gt 2057 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0807P)^2^+0.7343P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2637 _refine_ls_number_parameters 217 _refine_ls_number_restraints 24 _refine_ls_R_factor_all 0.0725 _refine_ls_R_factor_gt 0.0528 _refine_ls_wR_factor_ref 0.1413 _refine_ls_wR_factor_gt 0.1282 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.029 _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 0.36401(7) 0.41899(7) 0.42287(4) 0.0317(2) Uani 1 1 d . . . Cl1 Cl 0.3563(4) 0.8834(3) 0.25312(19) 0.0964(7) Uani 1 1 d . . . C7 C -0.2003(7) 0.1441(7) 0.1467(4) 0.0472(14) Uani 1 1 d . . . O1 O 0.5140(5) 0.5011(5) 0.3398(3) 0.0459(9) Uani 1 1 d . . . Cl3 Cl 0.0104(4) 0.6888(5) 0.1255(2) 0.1305(12) Uani 1 1 d . . . O2 O 0.2552(5) 0.3623(5) 0.5271(3) 0.0502(9) Uani 1 1 d . . . Cl2 Cl 0.3637(4) 0.6174(4) 0.0903(2) 0.1156(9) Uani 1 1 d . . . O3 O 0.2607(5) 0.6336(4) 0.4343(3) 0.0496(9) Uani 1 1 d . . . O4 O 0.5133(5) 0.2304(4) 0.4307(3) 0.0473(9) Uani 1 1 d . . . N1 N 0.1209(5) 0.2939(5) 0.3013(3) 0.0361(9) Uani 1 1 d . . . C2 C 0.6686(7) 0.5912(7) 0.3792(4) 0.0405(12) Uani 1 1 d . . . C9 C -0.0509(7) 0.2734(8) 0.3173(4) 0.0489(14) Uani 1 1 d . . . H9A H -0.0612 0.3134 0.3813 0.059 Uiso 1 1 calc R . . C4 C 0.3365(7) 0.7620(6) 0.5021(4) 0.0386(11) Uani 1 1 d . . . C6 C -0.0258(8) 0.1694(8) 0.1295(4) 0.0517(14) Uani 1 1 d . . . H6A H -0.0123 0.1366 0.0655 0.062 Uiso 1 1 calc R . . C5 C 0.1269(7) 0.2431(7) 0.2077(4) 0.0451(13) Uani 1 1 d . . . H5A H 0.2428 0.2586 0.1944 0.054 Uiso 1 1 calc R . . C1 C 0.7758(9) 0.6491(9) 0.3120(5) 0.0582(16) Uani 1 1 d . . . H1A H 0.8916 0.7162 0.3520 0.087 Uiso 1 1 calc R . . H1B H 0.7014 0.7142 0.2708 0.087 Uiso 1 1 calc R . . H1C H 0.8031 0.5539 0.2703 0.087 Uiso 1 1 calc R . . C8 C -0.2102(8) 0.1972(9) 0.2444(5) 0.0558(15) Uani 1 1 d . . . H8A H -0.3239 0.1808 0.2598 0.067 Uiso 1 1 calc R . . C21 C 0.2530(12) 0.6850(10) 0.1825(6) 0.079(2) Uani 1 1 d . . . H21A H 0.2641 0.6059 0.2274 0.094 Uiso 1 1 calc R . . C3 C 0.2393(9) 0.9154(7) 0.4984(5) 0.0576(15) Uani 1 1 d . . . H3A H 0.1267 0.8911 0.4435 0.086 Uiso 1 1 calc R . . H3B H 0.3218 1.0039 0.4894 0.086 Uiso 1 1 calc R . . H3C H 0.2073 0.9492 0.5600 0.086 Uiso 1 1 calc R . . S1 S -0.5715(3) 0.0531(3) 0.02947(18) 0.0934(7) Uani 1 1 d . . . C10' C -0.3374(14) 0.0328(13) 0.0542(7) 0.033(2) Uani 0.50 1 d PU . . C10 C -0.3964(13) 0.0916(12) 0.0763(7) 0.034(2) Uani 0.50 1 d PU . . N2' N -0.2883(14) -0.0729(11) -0.0145(7) 0.0412(19) Uani 0.50 1 d PU . . N2 N -0.5517(13) 0.1479(12) 0.0927(8) 0.045(2) Uani 0.50 1 d PU . . 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 0.0242(3) 0.0327(3) 0.0270(3) 0.0011(2) -0.0066(2) -0.0033(2) Cl1 0.1145(17) 0.0743(13) 0.0906(15) 0.0225(11) 0.0111(12) 0.0019(12) C7 0.033(3) 0.054(3) 0.036(3) 0.010(2) -0.018(2) -0.018(2) O1 0.0373(19) 0.056(2) 0.0353(19) 0.0058(16) 0.0005(15) -0.0050(17) Cl3 0.0808(15) 0.206(3) 0.0916(18) 0.042(2) 0.0049(13) -0.0149(18) O2 0.042(2) 0.062(2) 0.036(2) 0.0049(17) 0.0012(16) -0.0119(18) Cl2 0.1093(19) 0.143(2) 0.0819(16) 0.0086(15) 0.0097(13) 0.0314(17) O3 0.0387(19) 0.038(2) 0.059(2) 0.0026(17) -0.0061(17) 0.0065(16) O4 0.042(2) 0.0360(19) 0.051(2) 0.0000(16) -0.0021(17) 0.0059(15) N1 0.0233(18) 0.044(2) 0.028(2) -0.0029(17) -0.0063(15) -0.0033(16) C2 0.035(3) 0.045(3) 0.040(3) 0.010(2) 0.005(2) 0.005(2) C9 0.031(3) 0.072(4) 0.034(3) -0.001(3) 0.005(2) -0.006(2) C4 0.030(2) 0.037(3) 0.047(3) 0.007(2) 0.009(2) 0.003(2) C6 0.046(3) 0.065(4) 0.030(3) -0.011(2) 0.006(2) -0.013(3) C5 0.024(2) 0.062(3) 0.041(3) -0.002(2) 0.005(2) 0.006(2) C1 0.048(3) 0.076(4) 0.053(4) 0.022(3) 0.015(3) -0.001(3) C8 0.029(3) 0.080(4) 0.049(3) 0.002(3) 0.007(2) -0.013(3) C21 0.091(5) 0.075(5) 0.054(4) 0.024(4) -0.009(4) -0.012(4) C3 0.052(3) 0.039(3) 0.073(4) 0.004(3) 0.006(3) 0.010(3) S1 0.0732(14) 0.1056(18) 0.0792(15) -0.0071(13) 0.0041(11) -0.0012(12) C10' 0.033(2) 0.033(2) 0.032(2) 0.0060(11) 0.0087(11) 0.0042(10) C10 0.033(2) 0.034(2) 0.034(2) 0.0070(11) 0.0091(11) 0.0043(10) N2' 0.039(2) 0.042(2) 0.041(2) 0.0072(11) 0.0104(11) 0.0061(10) N2 0.045(2) 0.045(2) 0.044(2) 0.0065(11) 0.0121(11) 0.0063(10) _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 O2 1.960(4) . ? Cu1 O3 1.972(4) . ? Cu1 O4 1.975(4) . ? Cu1 O1 1.978(4) . ? Cu1 N1 2.174(4) . ? Cu1 Cu1 2.6168(12) 2_666 ? Cl1 C21 1.748(8) . ? C7 C6 1.384(8) . ? C7 C8 1.395(9) . ? C7 C10 1.513(10) . ? C7 C10' 1.521(11) . ? O1 C2 1.248(6) . ? Cl3 C21 1.776(8) . ? O2 C2 1.271(6) 2_666 ? Cl2 C21 1.746(9) . ? O3 C4 1.269(6) . ? O4 C4 1.252(6) 2_666 ? N1 C5 1.328(7) . ? N1 C9 1.353(7) . ? C2 O2 1.271(6) 2_666 ? C2 C1 1.502(8) . ? C9 C8 1.367(8) . ? C9 H9A 0.9300 . ? C4 O4 1.252(6) 2_666 ? C4 C3 1.501(7) . ? C6 C5 1.369(8) . ? C6 H6A 0.9300 . ? C5 H5A 0.9300 . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C8 H8A 0.9300 . ? C21 H21A 0.9800 . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? S1 N2' 1.038(9) 2_455 ? S1 N2 1.045(10) . ? S1 C10' 1.251(10) 2_455 ? S1 C10 1.280(10) . ? S1 C10 1.684(11) 2_455 ? S1 C10' 1.707(10) . ? S1 S1 1.709(5) 2_455 ? C10' C10 0.756(11) . ? C10' S1 1.251(10) 2_455 ? C10' N2' 1.326(14) . ? C10 N2 1.334(14) . ? C10 S1 1.684(11) 2_455 ? N2' S1 1.038(9) 2_455 ? N2' N2 1.404(14) 2_455 ? N2 N2' 1.404(14) 2_455 ? 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 O2 Cu1 O3 90.07(18) . . ? O2 Cu1 O4 90.75(18) . . ? O3 Cu1 O4 168.54(14) . . ? O2 Cu1 O1 168.87(14) . . ? O3 Cu1 O1 88.48(18) . . ? O4 Cu1 O1 88.51(17) . . ? O2 Cu1 N1 93.68(16) . . ? O3 Cu1 N1 92.78(15) . . ? O4 Cu1 N1 98.57(16) . . ? O1 Cu1 N1 97.42(16) . . ? O2 Cu1 Cu1 82.80(11) . 2_666 ? O3 Cu1 Cu1 83.68(11) . 2_666 ? O4 Cu1 Cu1 85.09(11) . 2_666 ? O1 Cu1 Cu1 86.07(11) . 2_666 ? N1 Cu1 Cu1 174.98(12) . 2_666 ? C6 C7 C8 117.2(4) . . ? C6 C7 C10 132.0(6) . . ? C8 C7 C10 110.0(6) . . ? C6 C7 C10' 109.3(6) . . ? C8 C7 C10' 132.4(6) . . ? C10 C7 C10' 28.9(4) . . ? C2 O1 Cu1 120.9(3) . . ? C2 O2 Cu1 125.1(3) 2_666 . ? C4 O3 Cu1 124.0(3) . . ? C4 O4 Cu1 122.6(3) 2_666 . ? C5 N1 C9 116.1(4) . . ? C5 N1 Cu1 123.5(3) . . ? C9 N1 Cu1 120.2(3) . . ? O1 C2 O2 125.1(5) . 2_666 ? O1 C2 C1 118.3(5) . . ? O2 C2 C1 116.6(5) 2_666 . ? N1 C9 C8 123.5(5) . . ? N1 C9 H9A 118.3 . . ? C8 C9 H9A 118.3 . . ? O4 C4 O3 124.6(4) 2_666 . ? O4 C4 C3 118.7(5) 2_666 . ? O3 C4 C3 116.7(5) . . ? C5 C6 C7 119.3(5) . . ? C5 C6 H6A 120.3 . . ? C7 C6 H6A 120.3 . . ? N1 C5 C6 124.4(5) . . ? N1 C5 H5A 117.8 . . ? C6 C5 H5A 117.8 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C9 C8 C7 119.3(5) . . ? C9 C8 H8A 120.3 . . ? C7 C8 H8A 120.3 . . ? Cl2 C21 Cl1 111.6(5) . . ? Cl2 C21 Cl3 109.5(4) . . ? Cl1 C21 Cl3 109.7(5) . . ? Cl2 C21 H21A 108.7 . . ? Cl1 C21 H21A 108.7 . . ? Cl3 C21 H21A 108.7 . . ? C4 C3 H3A 109.5 . . ? C4 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C4 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? N2' S1 N2 84.7(8) 2_455 . ? N2' S1 C10' 70.1(7) 2_455 2_455 ? N2 S1 C10' 154.2(8) . 2_455 ? N2' S1 C10 153.3(8) 2_455 . ? N2 S1 C10 69.2(7) . . ? C10' S1 C10 134.9(6) 2_455 . ? N2' S1 C10 94.6(6) 2_455 2_455 ? N2 S1 C10 176.8(6) . 2_455 ? C10' S1 C10 24.7(5) 2_455 2_455 ? C10 S1 C10 111.1(5) . 2_455 ? N2' S1 C10' 176.6(6) 2_455 . ? N2 S1 C10' 93.4(6) . . ? C10' S1 C10' 111.4(5) 2_455 . ? C10 S1 C10' 24.4(5) . . ? C10 S1 C10' 87.1(4) 2_455 . ? N2' S1 S1 138.5(6) 2_455 2_455 ? N2 S1 S1 135.8(6) . 2_455 ? C10' S1 S1 68.5(5) 2_455 2_455 ? C10 S1 S1 66.8(5) . 2_455 ? C10 S1 S1 44.3(4) 2_455 2_455 ? C10' S1 S1 42.9(4) . 2_455 ? C10 C10' S1 111.7(13) . 2_455 ? C10 C10' N2' 158.3(15) . . ? S1 C10' N2' 47.4(6) 2_455 . ? C10 C10' C7 75.0(11) . . ? S1 C10' C7 169.8(9) 2_455 . ? N2' C10' C7 124.9(9) . . ? C10 C10' S1 44.3(10) . . ? S1 C10' S1 68.6(5) 2_455 . ? N2' C10' S1 115.9(8) . . ? C7 C10' S1 119.0(7) . . ? C10' C10 S1 111.4(13) . . ? C10' C10 N2 157.7(15) . . ? S1 C10 N2 47.0(6) . . ? C10' C10 C7 76.2(11) . . ? S1 C10 C7 170.7(9) . . ? N2 C10 C7 124.7(9) . . ? C10' C10 S1 43.6(10) . 2_455 ? S1 C10 S1 68.9(5) . 2_455 ? N2 C10 S1 115.9(8) . 2_455 ? C7 C10 S1 119.4(7) . 2_455 ? S1 N2' C10' 62.5(6) 2_455 . ? S1 N2' N2 47.8(6) 2_455 2_455 ? C10' N2' N2 110.1(9) . 2_455 ? S1 N2 C10 63.8(7) . . ? S1 N2 N2' 47.4(6) . 2_455 ? C10 N2 N2' 111.0(9) . 2_455 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 Cu1 O1 C2 1.1(11) . . . . ? O3 Cu1 O1 C2 83.7(4) . . . . ? O4 Cu1 O1 C2 -85.2(4) . . . . ? N1 Cu1 O1 C2 176.3(4) . . . . ? Cu1 Cu1 O1 C2 -0.1(4) 2_666 . . . ? O3 Cu1 O2 C2 -84.2(4) . . . 2_666 ? O4 Cu1 O2 C2 84.4(4) . . . 2_666 ? O1 Cu1 O2 C2 -1.7(11) . . . 2_666 ? N1 Cu1 O2 C2 -177.0(4) . . . 2_666 ? Cu1 Cu1 O2 C2 -0.6(4) 2_666 . . 2_666 ? O2 Cu1 O3 C4 80.4(4) . . . . ? O4 Cu1 O3 C4 -13.8(12) . . . . ? O1 Cu1 O3 C4 -88.6(4) . . . . ? N1 Cu1 O3 C4 174.0(4) . . . . ? Cu1 Cu1 O3 C4 -2.4(4) 2_666 . . . ? O2 Cu1 O4 C4 -79.6(4) . . . 2_666 ? O3 Cu1 O4 C4 14.4(11) . . . 2_666 ? O1 Cu1 O4 C4 89.3(4) . . . 2_666 ? N1 Cu1 O4 C4 -173.5(4) . . . 2_666 ? Cu1 Cu1 O4 C4 3.1(4) 2_666 . . 2_666 ? O2 Cu1 N1 C5 -158.9(4) . . . . ? O3 Cu1 N1 C5 110.9(4) . . . . ? O4 Cu1 N1 C5 -67.5(4) . . . . ? O1 Cu1 N1 C5 22.1(5) . . . . ? Cu1 Cu1 N1 C5 155.9(12) 2_666 . . . ? O2 Cu1 N1 C9 25.5(4) . . . . ? O3 Cu1 N1 C9 -64.8(4) . . . . ? O4 Cu1 N1 C9 116.8(4) . . . . ? O1 Cu1 N1 C9 -153.6(4) . . . . ? Cu1 Cu1 N1 C9 -19.8(17) 2_666 . . . ? Cu1 O1 C2 O2 0.5(7) . . . 2_666 ? Cu1 O1 C2 C1 179.8(4) . . . . ? C5 N1 C9 C8 3.5(9) . . . . ? Cu1 N1 C9 C8 179.5(5) . . . . ? Cu1 O3 C4 O4 0.8(8) . . . 2_666 ? Cu1 O3 C4 C3 179.3(4) . . . . ? C8 C7 C6 C5 0.3(9) . . . . ? C10 C7 C6 C5 169.6(7) . . . . ? C10' C7 C6 C5 -169.5(6) . . . . ? C9 N1 C5 C6 -1.8(9) . . . . ? Cu1 N1 C5 C6 -177.6(5) . . . . ? C7 C6 C5 N1 -0.1(10) . . . . ? N1 C9 C8 C7 -3.4(10) . . . . ? C6 C7 C8 C9 1.3(10) . . . . ? C10 C7 C8 C9 -170.2(7) . . . . ? C10' C7 C8 C9 168.2(7) . . . . ? C6 C7 C10' C10 -146.6(11) . . . . ? C8 C7 C10' C10 45.7(14) . . . . ? C6 C7 C10' S1 -14(5) . . . 2_455 ? C8 C7 C10' S1 178(5) . . . 2_455 ? C10 C7 C10' S1 132(6) . . . 2_455 ? C6 C7 C10' N2' 23.5(11) . . . . ? C8 C7 C10' N2' -144.1(9) . . . . ? C10 C7 C10' N2' 170.1(17) . . . . ? C6 C7 C10' S1 -151.2(6) . . . . ? C8 C7 C10' S1 41.1(11) . . . . ? C10 C7 C10' S1 -4.6(8) . . . . ? N2' S1 C10' C10 50(11) 2_455 . . . ? N2 S1 C10' C10 -6.4(14) . . . . ? C10' S1 C10' C10 166.1(15) 2_455 . . . ? C10 S1 C10' C10 170.4(11) 2_455 . . . ? S1 S1 C10' C10 166.1(15) 2_455 . . . ? N2' S1 C10' S1 -116(11) 2_455 . . 2_455 ? N2 S1 C10' S1 -172.6(7) . . . 2_455 ? C10' S1 C10' S1 0.0 2_455 . . 2_455 ? C10 S1 C10' S1 -166.1(15) . . . 2_455 ? C10 S1 C10' S1 4.3(5) 2_455 . . 2_455 ? N2' S1 C10' N2' -119(11) 2_455 . . . ? N2 S1 C10' N2' -175.2(9) . . . . ? C10' S1 C10' N2' -2.7(5) 2_455 . . . ? C10 S1 C10' N2' -168.8(18) . . . . ? C10 S1 C10' N2' 1.6(8) 2_455 . . . ? S1 S1 C10' N2' -2.7(5) 2_455 . . . ? N2' S1 C10' C7 56(11) 2_455 . . . ? N2 S1 C10' C7 0.0(8) . . . . ? C10' S1 C10' C7 172.5(9) 2_455 . . . ? C10 S1 C10' C7 6.4(11) . . . . ? C10 S1 C10' C7 176.8(7) 2_455 . . . ? S1 S1 C10' C7 172.5(9) 2_455 . . . ? S1 C10' C10 S1 13.9(15) 2_455 . . . ? N2' C10' C10 S1 28(4) . . . . ? C7 C10' C10 S1 -174.2(10) . . . . ? S1 C10' C10 N2 27(4) 2_455 . . . ? N2' C10' C10 N2 41(7) . . . . ? C7 C10' C10 N2 -161(4) . . . . ? S1 C10' C10 N2 13(3) . . . . ? S1 C10' C10 C7 -171.9(10) 2_455 . . . ? N2' C10' C10 C7 -158(4) . . . . ? S1 C10' C10 C7 174.2(10) . . . . ? N2' C10' C10 S1 14(3) . . . 2_455 ? C7 C10' C10 S1 171.9(10) . . . 2_455 ? S1 C10' C10 S1 -13.9(15) . . . 2_455 ? N2' S1 C10 C10' -174.2(14) 2_455 . . . ? N2 S1 C10 C10' 173.1(15) . . . . ? C10' S1 C10 C10' -18(2) 2_455 . . . ? C10 S1 C10 C10' -10.2(11) 2_455 . . . ? S1 S1 C10 C10' -10.2(11) 2_455 . . . ? N2' S1 C10 N2 12.7(16) 2_455 . . . ? C10' S1 C10 N2 168.5(10) 2_455 . . . ? C10 S1 C10 N2 176.6(7) 2_455 . . . ? C10' S1 C10 N2 -173.1(15) . . . . ? S1 S1 C10 N2 176.6(7) 2_455 . . . ? N2' S1 C10 C7 43(6) 2_455 . . . ? N2 S1 C10 C7 30(5) . . . . ? C10' S1 C10 C7 -161(5) 2_455 . . . ? C10 S1 C10 C7 -153(5) 2_455 . . . ? C10' S1 C10 C7 -143(6) . . . . ? S1 S1 C10 C7 -153(5) 2_455 . . . ? N2' S1 C10 S1 -163.9(14) 2_455 . . 2_455 ? N2 S1 C10 S1 -176.6(7) . . . 2_455 ? C10' S1 C10 S1 -8.1(9) 2_455 . . 2_455 ? C10 S1 C10 S1 0.0 2_455 . . 2_455 ? C10' S1 C10 S1 10.2(11) . . . 2_455 ? C6 C7 C10 C10' 44.4(14) . . . . ? C8 C7 C10 C10' -145.8(11) . . . . ? C6 C7 C10 S1 -171(5) . . . . ? C8 C7 C10 S1 -1(5) . . . . ? C10' C7 C10 S1 145(6) . . . . ? C6 C7 C10 N2 -144.3(9) . . . . ? C8 C7 C10 N2 25.5(11) . . . . ? C10' C7 C10 N2 171.3(17) . . . . ? C6 C7 C10 S1 38.0(11) . . . 2_455 ? C8 C7 C10 S1 -152.2(6) . . . 2_455 ? C10' C7 C10 S1 -6.4(8) . . . 2_455 ? C10 C10' N2' S1 -18(4) . . . 2_455 ? C7 C10' N2' S1 -171.5(10) . . . 2_455 ? S1 C10' N2' S1 3.4(7) . . . 2_455 ? C10 C10' N2' N2 -23(4) . . . 2_455 ? S1 C10' N2' N2 -4.8(6) 2_455 . . 2_455 ? C7 C10' N2' N2 -176.3(8) . . . 2_455 ? S1 C10' N2' N2 -1.4(10) . . . 2_455 ? N2' S1 N2 C10 -174.3(7) 2_455 . . . ? C10' S1 N2 C10 -161.1(16) 2_455 . . . ? C10 S1 N2 C10 -96(12) 2_455 . . . ? C10' S1 N2 C10 2.8(6) . . . . ? S1 S1 N2 C10 -4.5(9) 2_455 . . . ? C10' S1 N2 N2' 13.2(16) 2_455 . . 2_455 ? C10 S1 N2 N2' 174.3(7) . . . 2_455 ? C10 S1 N2 N2' 78(12) 2_455 . . 2_455 ? C10' S1 N2 N2' 177.1(6) . . . 2_455 ? S1 S1 N2 N2' 169.9(9) 2_455 . . 2_455 ? C10' C10 N2 S1 -17(4) . . . . ? C7 C10 N2 S1 -174.3(10) . . . . ? S1 C10 N2 S1 3.5(7) 2_455 . . . ? C10' C10 N2 N2' -22(4) . . . 2_455 ? S1 C10 N2 N2' -4.5(6) . . . 2_455 ? C7 C10 N2 N2' -178.8(8) . . . 2_455 ? S1 C10 N2 N2' -1.0(10) 2_455 . . 2_455 ? _diffrn_measured_fraction_theta_max 0.924 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.924 _refine_diff_density_max 0.627 _refine_diff_density_min -0.754 _refine_diff_density_rms 0.094 #===END data_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12.50 H8.50 Cl1.50 Cu N6 O6 S' _chemical_formula_weight 487.53 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' 'Cl' 'Cl' 0.1484 0.1585 '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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 28.070(8) _cell_length_b 9.289(3) _cell_length_c 15.235(4) _cell_angle_alpha 90.00 _cell_angle_beta 113.537(5) _cell_angle_gamma 90.00 _cell_volume 3641.9(17) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 874 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 26.31 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.778 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1952 _exptl_absorpt_coefficient_mu 1.580 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.845370 _exptl_absorpt_correction_T_max 1.000000 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10200 _diffrn_reflns_av_R_equivalents 0.0365 _diffrn_reflns_av_sigmaI/netI 0.0465 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 26.36 _reflns_number_total 3719 _reflns_number_gt 2697 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0484P)^2^+8.1787P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3719 _refine_ls_number_parameters 262 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0698 _refine_ls_R_factor_gt 0.0420 _refine_ls_wR_factor_ref 0.1101 _refine_ls_wR_factor_gt 0.0977 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.015 _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 0.209076(15) 0.37471(5) 0.39612(3) 0.02960(14) Uani 1 1 d . . . S1 S 0.45299(4) 0.69917(11) 0.40585(8) 0.0423(3) Uani 1 1 d . . . N1 N 0.27350(10) 0.4391(3) 0.3839(2) 0.0299(7) Uani 1 1 d . . . N2 N 0.44618(12) 0.4343(4) 0.3611(3) 0.0502(9) Uani 1 1 d . . . N3 N 0.49351(12) 0.4780(4) 0.3662(3) 0.0520(10) Uani 1 1 d . . . N4 N 0.64483(10) 0.7951(3) 0.4042(2) 0.0313(7) Uani 1 1 d . . . C1 C 0.29957(13) 0.3435(4) 0.3540(3) 0.0325(8) Uani 1 1 d . . . H1A H 0.2851 0.2531 0.3342 0.039 Uiso 1 1 calc R . . C2 C 0.34689(13) 0.3740(4) 0.3515(3) 0.0348(8) Uani 1 1 d . . . H2A H 0.3642 0.3050 0.3312 0.042 Uiso 1 1 calc R . . C3 C 0.36836(12) 0.5094(4) 0.3796(3) 0.0307(8) Uani 1 1 d . . . C4 C 0.34055(14) 0.6103(4) 0.4066(3) 0.0349(8) Uani 1 1 d . . . H4A H 0.3534 0.7031 0.4236 0.042 Uiso 1 1 calc R . . C5 C 0.29351(14) 0.5712(4) 0.4081(3) 0.0367(9) Uani 1 1 d . . . H5A H 0.2750 0.6391 0.4265 0.044 Uiso 1 1 calc R . . C6 C 0.42023(13) 0.5377(4) 0.3800(3) 0.0340(8) Uani 1 1 d . . . C7 C 0.50282(13) 0.6126(4) 0.3891(3) 0.0358(9) Uani 1 1 d . . . C8 C 0.55241(12) 0.6790(4) 0.3977(3) 0.0324(8) Uani 1 1 d . . . C9 C 0.56902(14) 0.8118(5) 0.4378(3) 0.0401(9) Uani 1 1 d . . . H9A H 0.5494 0.8647 0.4631 0.048 Uiso 1 1 calc R . . C10 C 0.61531(14) 0.8655(4) 0.4399(3) 0.0393(9) Uani 1 1 d . . . H10A H 0.6264 0.9553 0.4675 0.047 Uiso 1 1 calc R . . C11 C 0.62923(13) 0.6638(4) 0.3673(3) 0.0371(9) Uani 1 1 d . . . H11A H 0.6500 0.6123 0.3439 0.044 Uiso 1 1 calc R . . C12 C 0.58395(14) 0.6027(4) 0.3628(3) 0.0399(9) Uani 1 1 d . . . H12A H 0.5743 0.5113 0.3367 0.048 Uiso 1 1 calc R . . O1 O 0.17472(10) 0.3407(3) 0.25517(18) 0.0388(6) Uani 1 1 d . . . O2 O 0.16541(14) 0.5667(4) 0.2719(3) 0.0699(10) Uani 1 1 d . . . O3 O 0.13304(14) 0.4699(4) 0.1305(2) 0.0726(10) Uani 1 1 d . . . N5 N 0.15711(13) 0.4630(4) 0.2171(2) 0.0457(9) Uani 1 1 d . . . O4 O 0.24597(9) 0.3768(3) 0.53935(17) 0.0357(6) Uani 1 1 d . . . O5 O 0.21234(12) 0.5895(3) 0.5125(3) 0.0562(8) Uani 1 1 d . . . O6 O 0.25963(16) 0.5203(5) 0.6579(3) 0.0917(13) Uani 1 1 d . . . N6 N 0.23938(13) 0.5014(4) 0.5717(2) 0.0431(8) Uani 1 1 d . . . Cl1 Cl 0.47110(11) 0.0745(3) 0.3086(2) 0.1633(10) Uani 1 1 d D . . Cl2 Cl 0.57748(15) 0.2038(4) 0.3666(3) 0.1163(13) Uani 0.50 1 d PD . . C13 C 0.5164(4) 0.1675(12) 0.2736(7) 0.207(14) Uani 0.50 1 d PD . . H13A H 0.5000 0.2580 0.2500 0.249 Uiso 1 2 d SR . . 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 0.0210(2) 0.0392(3) 0.0305(2) -0.0017(2) 0.01222(17) -0.00914(18) S1 0.0268(5) 0.0436(6) 0.0629(7) -0.0049(5) 0.0244(5) -0.0107(4) N1 0.0255(14) 0.0318(16) 0.0350(16) 0.0021(14) 0.0149(13) -0.0065(13) N2 0.0318(17) 0.043(2) 0.087(3) -0.0034(19) 0.0349(19) -0.0104(15) N3 0.0305(17) 0.047(2) 0.089(3) -0.005(2) 0.0347(19) -0.0097(16) N4 0.0187(13) 0.0432(19) 0.0339(16) 0.0006(14) 0.0123(12) -0.0068(13) C1 0.0272(17) 0.034(2) 0.038(2) -0.0008(16) 0.0146(16) -0.0103(15) C2 0.0294(18) 0.037(2) 0.042(2) -0.0017(18) 0.0188(16) -0.0043(16) C3 0.0218(16) 0.038(2) 0.034(2) 0.0063(16) 0.0126(15) -0.0060(15) C4 0.0321(18) 0.032(2) 0.044(2) 0.0012(17) 0.0186(17) -0.0103(16) C5 0.0302(19) 0.036(2) 0.049(2) -0.0016(18) 0.0203(18) -0.0032(16) C6 0.0238(17) 0.040(2) 0.041(2) 0.0045(17) 0.0156(16) -0.0058(16) C7 0.0235(17) 0.046(2) 0.040(2) 0.0024(18) 0.0141(15) -0.0052(16) C8 0.0195(16) 0.043(2) 0.035(2) 0.0071(17) 0.0106(15) -0.0044(15) C9 0.0268(18) 0.050(2) 0.051(2) -0.006(2) 0.0232(18) -0.0036(17) C10 0.0313(19) 0.043(2) 0.049(2) -0.0082(19) 0.0213(18) -0.0106(17) C11 0.0245(18) 0.045(2) 0.046(2) -0.0045(18) 0.0189(17) -0.0056(16) C12 0.0299(19) 0.043(2) 0.049(2) -0.0056(19) 0.0182(17) -0.0111(17) O1 0.0388(14) 0.0422(16) 0.0347(15) 0.0037(12) 0.0138(12) -0.0058(12) O2 0.081(2) 0.0469(19) 0.069(2) -0.0004(18) 0.016(2) 0.0091(18) O3 0.076(2) 0.091(3) 0.0409(19) 0.0208(18) 0.0128(17) 0.009(2) N5 0.0406(19) 0.057(2) 0.039(2) 0.0090(18) 0.0152(16) 0.0000(17) O4 0.0333(13) 0.0402(15) 0.0349(14) -0.0075(12) 0.0150(11) -0.0073(12) O5 0.0564(19) 0.0437(18) 0.075(2) -0.0034(16) 0.0334(18) -0.0012(15) O6 0.095(3) 0.117(4) 0.051(2) -0.043(2) 0.015(2) -0.009(2) N6 0.0363(18) 0.054(2) 0.041(2) -0.0162(18) 0.0178(16) -0.0128(17) Cl1 0.146(2) 0.149(2) 0.205(3) 0.031(2) 0.081(2) 0.0462(18) Cl2 0.120(3) 0.071(2) 0.125(3) -0.008(2) 0.014(2) 0.018(2) C13 0.51(4) 0.041(6) 0.057(13) -0.003(6) 0.10(2) -0.074(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 N1 1.983(3) . ? Cu1 O1 1.997(3) . ? Cu1 N4 1.998(3) 3_445 ? Cu1 O4 2.007(3) . ? S1 C7 1.718(4) . ? S1 C6 1.721(4) . ? N1 C5 1.338(5) . ? N1 C1 1.341(5) . ? N2 C6 1.305(5) . ? N2 N3 1.362(4) . ? N3 C7 1.296(5) . ? N4 C10 1.330(5) . ? N4 C11 1.340(5) . ? N4 Cu1 1.998(3) 3 ? C1 C2 1.374(5) . ? C1 H1A 0.9300 . ? C2 C3 1.386(5) . ? C2 H2A 0.9300 . ? C3 C4 1.384(5) . ? C3 C6 1.477(4) . ? C4 C5 1.378(5) . ? C4 H4A 0.9300 . ? C5 H5A 0.9300 . ? C7 C8 1.480(5) . ? C8 C9 1.372(5) . ? C8 C12 1.395(5) . ? C9 C10 1.380(5) . ? C9 H9A 0.9300 . ? C10 H10A 0.9300 . ? C11 C12 1.369(5) . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? O1 N5 1.281(4) . ? O2 N5 1.234(5) . ? O3 N5 1.221(4) . ? O4 N6 1.300(4) . ? O5 N6 1.230(5) . ? O6 N6 1.217(4) . ? Cl1 C13 1.670(14) 2_655 ? Cl1 C13 1.786(9) . ? Cl2 C13 1.767(9) . ? C13 C13 0.91(2) 2_655 ? C13 Cl1 1.670(14) 2_655 ? C13 H13A 0.9564 . ? 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 O1 90.78(11) . . ? N1 Cu1 N4 175.54(13) . 3_445 ? O1 Cu1 N4 87.01(11) . 3_445 ? N1 Cu1 O4 90.29(11) . . ? O1 Cu1 O4 171.32(11) . . ? N4 Cu1 O4 91.31(11) 3_445 . ? C7 S1 C6 87.17(18) . . ? C5 N1 C1 118.3(3) . . ? C5 N1 Cu1 123.3(2) . . ? C1 N1 Cu1 118.3(2) . . ? C6 N2 N3 112.7(3) . . ? C7 N3 N2 113.0(3) . . ? C10 N4 C11 117.8(3) . . ? C10 N4 Cu1 124.6(3) . 3 ? C11 N4 Cu1 117.5(2) . 3 ? N1 C1 C2 122.6(3) . . ? N1 C1 H1A 118.7 . . ? C2 C1 H1A 118.7 . . ? C1 C2 C3 119.0(3) . . ? C1 C2 H2A 120.5 . . ? C3 C2 H2A 120.5 . . ? C4 C3 C2 118.6(3) . . ? C4 C3 C6 123.4(3) . . ? C2 C3 C6 118.0(3) . . ? C5 C4 C3 118.9(3) . . ? C5 C4 H4A 120.5 . . ? C3 C4 H4A 120.5 . . ? N1 C5 C4 122.5(3) . . ? N1 C5 H5A 118.8 . . ? C4 C5 H5A 118.8 . . ? N2 C6 C3 120.3(3) . . ? N2 C6 S1 113.4(3) . . ? C3 C6 S1 126.3(3) . . ? N3 C7 C8 120.5(3) . . ? N3 C7 S1 113.8(3) . . ? C8 C7 S1 125.8(3) . . ? C9 C8 C12 118.2(3) . . ? C9 C8 C7 123.7(3) . . ? C12 C8 C7 118.2(3) . . ? C8 C9 C10 119.0(4) . . ? C8 C9 H9A 120.5 . . ? C10 C9 H9A 120.5 . . ? N4 C10 C9 123.1(4) . . ? N4 C10 H10A 118.4 . . ? C9 C10 H10A 118.4 . . ? N4 C11 C12 122.7(4) . . ? N4 C11 H11A 118.7 . . ? C12 C11 H11A 118.7 . . ? C11 C12 C8 119.2(4) . . ? C11 C12 H12A 120.4 . . ? C8 C12 H12A 120.4 . . ? N5 O1 Cu1 106.3(2) . . ? O3 N5 O2 124.3(4) . . ? O3 N5 O1 118.9(4) . . ? O2 N5 O1 116.8(3) . . ? N6 O4 Cu1 109.3(2) . . ? O6 N6 O5 125.5(4) . . ? O6 N6 O4 117.5(4) . . ? O5 N6 O4 117.0(3) . . ? C13 Cl1 C13 30.4(7) 2_655 . ? C13 C13 Cl1 81.8(12) 2_655 2_655 ? C13 C13 Cl2 168.8(7) 2_655 . ? Cl1 C13 Cl2 105.8(7) 2_655 . ? C13 C13 Cl1 67.8(13) 2_655 . ? Cl1 C13 Cl1 111.2(6) 2_655 . ? Cl2 C13 Cl1 115.5(6) . . ? C13 C13 H13A 61.5 2_655 . ? Cl1 C13 H13A 112.7 2_655 . ? Cl2 C13 H13A 107.5 . . ? Cl1 C13 H13A 104.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Cu1 N1 C5 118.8(3) . . . . ? N4 Cu1 N1 C5 179(100) 3_445 . . . ? O4 Cu1 N1 C5 -69.8(3) . . . . ? O1 Cu1 N1 C1 -64.3(3) . . . . ? N4 Cu1 N1 C1 -4.0(17) 3_445 . . . ? O4 Cu1 N1 C1 107.1(3) . . . . ? C6 N2 N3 C7 0.3(5) . . . . ? C5 N1 C1 C2 3.0(5) . . . . ? Cu1 N1 C1 C2 -174.0(3) . . . . ? N1 C1 C2 C3 -0.9(6) . . . . ? C1 C2 C3 C4 -1.9(5) . . . . ? C1 C2 C3 C6 177.5(3) . . . . ? C2 C3 C4 C5 2.4(5) . . . . ? C6 C3 C4 C5 -177.0(3) . . . . ? C1 N1 C5 C4 -2.4(6) . . . . ? Cu1 N1 C5 C4 174.5(3) . . . . ? C3 C4 C5 N1 -0.3(6) . . . . ? N3 N2 C6 C3 -178.9(3) . . . . ? N3 N2 C6 S1 0.0(5) . . . . ? C4 C3 C6 N2 174.4(4) . . . . ? C2 C3 C6 N2 -4.9(5) . . . . ? C4 C3 C6 S1 -4.3(5) . . . . ? C2 C3 C6 S1 176.3(3) . . . . ? C7 S1 C6 N2 -0.2(3) . . . . ? C7 S1 C6 C3 178.6(3) . . . . ? N2 N3 C7 C8 -179.9(3) . . . . ? N2 N3 C7 S1 -0.5(5) . . . . ? C6 S1 C7 N3 0.4(3) . . . . ? C6 S1 C7 C8 179.7(3) . . . . ? N3 C7 C8 C9 -167.9(4) . . . . ? S1 C7 C8 C9 12.8(5) . . . . ? N3 C7 C8 C12 12.3(6) . . . . ? S1 C7 C8 C12 -166.9(3) . . . . ? C12 C8 C9 C10 1.5(6) . . . . ? C7 C8 C9 C10 -178.2(4) . . . . ? C11 N4 C10 C9 -2.1(6) . . . . ? Cu1 N4 C10 C9 174.9(3) 3 . . . ? C8 C9 C10 N4 0.4(6) . . . . ? C10 N4 C11 C12 1.8(6) . . . . ? Cu1 N4 C11 C12 -175.3(3) 3 . . . ? N4 C11 C12 C8 0.1(6) . . . . ? C9 C8 C12 C11 -1.7(6) . . . . ? C7 C8 C12 C11 178.0(4) . . . . ? N1 Cu1 O1 N5 -83.3(2) . . . . ? N4 Cu1 O1 N5 100.6(2) 3_445 . . . ? O4 Cu1 O1 N5 180(100) . . . . ? Cu1 O1 N5 O3 -178.2(3) . . . . ? Cu1 O1 N5 O2 1.0(4) . . . . ? N1 Cu1 O4 N6 92.3(2) . . . . ? O1 Cu1 O4 N6 -170.5(6) . . . . ? N4 Cu1 O4 N6 -91.8(2) 3_445 . . . ? Cu1 O4 N6 O6 -179.8(3) . . . . ? Cu1 O4 N6 O5 1.5(4) . . . . ? C13 Cl1 C13 Cl1 -71.1(9) 2_655 . . 2_655 ? C13 Cl1 C13 Cl2 168.2(13) 2_655 . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.36 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.812 _refine_diff_density_min -0.628 _refine_diff_density_rms 0.075 #==END data_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H14 Cu N4 O7 S2' _chemical_formula_weight 453.93 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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 5.509(2) _cell_length_b 10.545(4) _cell_length_c 29.399(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1707.8(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 902 _cell_measurement_theta_min 3.38 _cell_measurement_theta_max 26.29 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas NONE _exptl_crystal_density_diffrn 1.765 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 924 _exptl_absorpt_coefficient_mu 1.568 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.826643 _exptl_absorpt_correction_T_max 1.000000 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9588 _diffrn_reflns_av_R_equivalents 0.0268 _diffrn_reflns_av_sigmaI/netI 0.0369 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.39 _diffrn_reflns_theta_max 26.38 _reflns_number_total 3463 _reflns_number_gt 3289 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0658P)^2^+0.5993P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.03(2) _refine_ls_number_reflns 3463 _refine_ls_number_parameters 264 _refine_ls_number_restraints 36 _refine_ls_R_factor_all 0.0429 _refine_ls_R_factor_gt 0.0374 _refine_ls_wR_factor_ref 0.1172 _refine_ls_wR_factor_gt 0.1088 _refine_ls_goodness_of_fit_ref 1.256 _refine_ls_restrained_S_all 1.252 _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 0.76830(9) 0.01373(4) 0.237631(15) 0.01831(15) Uani 1 1 d . . . S1 S 0.8256(2) 0.04178(13) -0.01249(4) 0.0305(3) Uani 1 1 d . . . N1 N 0.7380(7) 0.0546(3) 0.17073(10) 0.0203(7) Uani 1 1 d . . . N2 N 0.4215(8) 0.1370(5) 0.01103(13) 0.0359(11) Uani 1 1 d . . . N3 N 0.4181(8) 0.1359(5) -0.03554(13) 0.0353(11) Uani 1 1 d . . . N4 N 0.7008(7) 0.0351(3) -0.19555(11) 0.0213(7) Uani 1 1 d . . . C1 C 0.5396(9) 0.1141(5) 0.15442(16) 0.0262(10) Uani 1 1 d . . . H1 H 0.4256 0.1453 0.1749 0.031 Uiso 1 1 calc R . . C2 C 0.4989(9) 0.1306(4) 0.10813(15) 0.0237(9) Uani 1 1 d . . . H2 H 0.3606 0.1725 0.0980 0.028 Uiso 1 1 calc R . . C3 C 0.6671(9) 0.0836(4) 0.07711(13) 0.0214(9) Uani 1 1 d . . . C4 C 0.8759(9) 0.0266(5) 0.09423(15) 0.0283(10) Uani 1 1 d . . . H4 H 0.9952 -0.0031 0.0745 0.034 Uiso 1 1 calc R . . C5 C 0.9045(8) 0.0146(5) 0.14075(15) 0.0257(10) Uani 1 1 d . . . H5 H 1.0456 -0.0229 0.1517 0.031 Uiso 1 1 calc R . . C6 C 0.6226(9) 0.0927(4) 0.02764(15) 0.0242(10) Uani 1 1 d . . . C7 C 0.6171(8) 0.0882(4) -0.05260(15) 0.0224(9) Uani 1 1 d . . . C8 C 0.6529(9) 0.0728(4) -0.10217(14) 0.0213(9) Uani 1 1 d . . . C9 C 0.4814(10) 0.1185(5) -0.13219(16) 0.0286(10) Uani 1 1 d . . . H9 H 0.3484 0.1640 -0.1216 0.034 Uiso 1 1 calc R . . C10 C 0.5091(9) 0.0961(5) -0.17796(15) 0.0268(10) Uani 1 1 d . . . H10 H 0.3889 0.1247 -0.1977 0.032 Uiso 1 1 calc R . . C11 C 0.8747(8) -0.0053(4) -0.16650(15) 0.0248(9) Uani 1 1 d . . . H11 H 1.0105 -0.0465 -0.1781 0.030 Uiso 1 1 calc R . . C12 C 0.8562(9) 0.0129(5) -0.11978(15) 0.0276(10) Uani 1 1 d . . . H12 H 0.9791 -0.0148 -0.1005 0.033 Uiso 1 1 calc R . . S2 S 0.3405(2) -0.18110(10) 0.21621(3) 0.0178(2) Uani 1 1 d . . . O1 O 0.4393(5) -0.0613(3) 0.23745(11) 0.0232(6) Uani 1 1 d . . . O2 O 0.4154(8) -0.1872(4) 0.16861(12) 0.0374(9) Uani 1 1 d . . . O3 O 0.0737(6) -0.1708(3) 0.21975(11) 0.0249(7) Uani 1 1 d . . . O4 O 0.4276(6) -0.2906(3) 0.24318(11) 0.0250(7) Uani 1 1 d . . . O5 O 1.0745(5) 0.1124(3) 0.23860(11) 0.0226(6) Uani 1 1 d . . . O6 O 0.8427(16) 0.6998(7) 0.1367(3) 0.111(3) Uani 1 1 d . . . O7 O 0.312(7) 0.783(5) 0.0670(10) 0.112(10) Uani 0.34(6) 1 d PU . . O7' O 0.296(8) 0.821(5) 0.055(4) 0.084(18) Uani 0.16(6) 1 d PU . . O8 O 0.382(16) 0.789(5) 0.9540(17) 0.13(2) Uani 0.22(4) 1 d PU . . O8' O 0.208(12) 0.781(5) 0.9538(18) 0.156(19) Uani 0.28(4) 1 d PU . . 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 0.0213(3) 0.0223(2) 0.0114(2) 0.00270(17) -0.00160(19) -0.0063(2) S1 0.0277(6) 0.0498(7) 0.0140(5) -0.0021(4) -0.0010(4) 0.0111(5) N1 0.0255(18) 0.0237(16) 0.0117(14) -0.0001(12) 0.0001(15) -0.0064(16) N2 0.033(2) 0.061(3) 0.0133(19) -0.0043(19) -0.0038(17) 0.013(2) N3 0.035(2) 0.059(3) 0.0115(18) 0.0005(19) -0.0017(17) 0.014(2) N4 0.0258(18) 0.0264(17) 0.0115(14) -0.0029(13) 0.0023(15) -0.0029(15) C1 0.025(2) 0.034(2) 0.020(2) 0.0009(19) 0.0017(18) 0.000(2) C2 0.025(2) 0.027(2) 0.019(2) 0.0044(17) -0.0018(18) 0.0030(19) C3 0.028(2) 0.024(2) 0.0130(18) 0.0015(16) -0.0012(17) -0.0025(17) C4 0.028(2) 0.041(3) 0.016(2) 0.003(2) 0.0021(17) 0.010(2) C5 0.029(2) 0.031(2) 0.017(2) 0.0074(19) -0.0013(17) 0.003(2) C6 0.030(2) 0.026(2) 0.017(2) -0.0023(17) -0.0012(18) 0.0023(18) C7 0.023(2) 0.025(2) 0.019(2) 0.0016(17) -0.0023(18) 0.0013(17) C8 0.025(2) 0.025(2) 0.0139(19) -0.0034(16) -0.0011(17) -0.0028(18) C9 0.031(3) 0.038(3) 0.016(2) -0.0036(19) 0.0032(19) 0.008(2) C10 0.026(2) 0.041(3) 0.013(2) 0.0002(19) -0.0038(18) 0.009(2) C11 0.024(2) 0.027(2) 0.024(2) -0.0048(18) 0.0023(17) 0.006(2) C12 0.029(2) 0.035(3) 0.018(2) 0.0033(19) -0.0055(17) 0.005(2) S2 0.0227(5) 0.0178(5) 0.0129(4) 0.0006(4) -0.0015(4) -0.0033(4) O1 0.0212(15) 0.0216(14) 0.0269(16) -0.0036(14) 0.0030(14) -0.0044(12) O2 0.055(2) 0.037(2) 0.0201(17) -0.0054(14) 0.0080(17) -0.0057(18) O3 0.0226(16) 0.0240(16) 0.0282(17) 0.0034(14) -0.0080(13) -0.0050(13) O4 0.0281(16) 0.0171(14) 0.0297(17) 0.0037(13) -0.0033(14) 0.0001(12) O5 0.0198(15) 0.0257(15) 0.0222(15) -0.0036(14) -0.0006(14) -0.0013(12) O6 0.118(6) 0.081(4) 0.133(6) -0.010(4) -0.009(5) 0.000(5) O7 0.17(3) 0.038(16) 0.129(17) 0.003(11) -0.095(19) 0.040(14) O7' 0.06(2) 0.021(18) 0.17(4) 0.02(2) -0.01(3) 0.049(15) O8 0.17(5) 0.10(3) 0.11(3) 0.01(2) -0.05(3) -0.05(3) O8' 0.15(4) 0.12(3) 0.20(3) -0.01(2) 0.01(3) 0.09(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 O1 1.978(3) . ? Cu1 O5 1.982(3) . ? Cu1 N1 2.020(3) . ? Cu1 N4 2.038(3) 2_655 ? Cu1 O4 2.396(3) 3_655 ? S1 C6 1.712(5) . ? S1 C7 1.718(4) . ? N1 C5 1.340(6) . ? N1 C1 1.348(6) . ? N2 C6 1.298(6) . ? N2 N3 1.369(6) . ? N3 C7 1.306(6) . ? N4 C10 1.341(6) . ? N4 C11 1.352(6) . ? N4 Cu1 2.038(3) 2_654 ? C1 C2 1.390(6) . ? C1 H1 0.9300 . ? C2 C3 1.391(6) . ? C2 H2 0.9300 . ? C3 C4 1.392(6) . ? C3 C6 1.478(6) . ? C4 C5 1.382(6) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C7 C8 1.479(6) . ? C8 C9 1.380(7) . ? C8 C12 1.386(7) . ? C9 C10 1.375(6) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.391(6) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? S2 O2 1.461(4) . ? S2 O3 1.477(3) . ? S2 O4 1.481(3) . ? S2 O1 1.511(3) . ? O4 Cu1 2.396(3) 3_645 ? O7 O7' 0.54(6) . ? O8 O8' 0.96(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 O1 Cu1 O5 171.89(12) . . ? O1 Cu1 N1 90.40(14) . . ? O5 Cu1 N1 88.42(14) . . ? O1 Cu1 N4 88.74(14) . 2_655 ? O5 Cu1 N4 92.74(14) . 2_655 ? N1 Cu1 N4 177.67(14) . 2_655 ? O1 Cu1 O4 86.12(12) . 3_655 ? O5 Cu1 O4 85.87(12) . 3_655 ? N1 Cu1 O4 90.48(13) . 3_655 ? N4 Cu1 O4 91.62(13) 2_655 3_655 ? C6 S1 C7 86.9(2) . . ? C5 N1 C1 117.9(4) . . ? C5 N1 Cu1 121.1(3) . . ? C1 N1 Cu1 120.8(3) . . ? C6 N2 N3 112.6(4) . . ? C7 N3 N2 112.1(4) . . ? C10 N4 C11 117.7(3) . . ? C10 N4 Cu1 124.0(3) . 2_654 ? C11 N4 Cu1 118.0(3) . 2_654 ? N1 C1 C2 122.5(4) . . ? N1 C1 H1 118.8 . . ? C2 C1 H1 118.8 . . ? C1 C2 C3 119.3(4) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? C2 C3 C4 117.8(4) . . ? C2 C3 C6 120.8(4) . . ? C4 C3 C6 121.4(4) . . ? C5 C4 C3 119.4(4) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? N1 C5 C4 122.9(4) . . ? N1 C5 H5 118.5 . . ? C4 C5 H5 118.5 . . ? N2 C6 C3 122.4(4) . . ? N2 C6 S1 114.3(3) . . ? C3 C6 S1 123.3(4) . . ? N3 C7 C8 122.2(4) . . ? N3 C7 S1 114.0(3) . . ? C8 C7 S1 123.8(4) . . ? C9 C8 C12 118.2(4) . . ? C9 C8 C7 120.0(4) . . ? C12 C8 C7 121.7(4) . . ? C10 C9 C8 119.4(4) . . ? C10 C9 H9 120.3 . . ? C8 C9 H9 120.3 . . ? N4 C10 C9 123.2(4) . . ? N4 C10 H10 118.4 . . ? C9 C10 H10 118.4 . . ? N4 C11 C12 121.9(4) . . ? N4 C11 H11 119.0 . . ? C12 C11 H11 119.0 . . ? C8 C12 C11 119.4(4) . . ? C8 C12 H12 120.3 . . ? C11 C12 H12 120.3 . . ? O2 S2 O3 110.6(2) . . ? O2 S2 O4 112.8(2) . . ? O3 S2 O4 110.0(2) . . ? O2 S2 O1 109.3(2) . . ? O3 S2 O1 105.5(2) . . ? O4 S2 O1 108.31(18) . . ? S2 O1 Cu1 131.76(19) . . ? S2 O4 Cu1 130.66(19) . 3_645 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Cu1 N1 C5 -125.4(3) . . . . ? O5 Cu1 N1 C5 62.6(3) . . . . ? N4 Cu1 N1 C5 -57(4) 2_655 . . . ? O4 Cu1 N1 C5 148.5(3) 3_655 . . . ? O1 Cu1 N1 C1 49.2(3) . . . . ? O5 Cu1 N1 C1 -122.8(3) . . . . ? N4 Cu1 N1 C1 117(4) 2_655 . . . ? O4 Cu1 N1 C1 -36.9(3) 3_655 . . . ? C6 N2 N3 C7 1.2(7) . . . . ? C5 N1 C1 C2 2.5(7) . . . . ? Cu1 N1 C1 C2 -172.3(4) . . . . ? N1 C1 C2 C3 0.4(7) . . . . ? C1 C2 C3 C4 -2.8(7) . . . . ? C1 C2 C3 C6 176.3(4) . . . . ? C2 C3 C4 C5 2.3(7) . . . . ? C6 C3 C4 C5 -176.8(5) . . . . ? C1 N1 C5 C4 -3.0(7) . . . . ? Cu1 N1 C5 C4 171.7(4) . . . . ? C3 C4 C5 N1 0.6(8) . . . . ? N3 N2 C6 C3 -179.5(4) . . . . ? N3 N2 C6 S1 -1.4(6) . . . . ? C2 C3 C6 N2 -4.3(7) . . . . ? C4 C3 C6 N2 174.8(5) . . . . ? C2 C3 C6 S1 177.8(4) . . . . ? C4 C3 C6 S1 -3.1(6) . . . . ? C7 S1 C6 N2 1.0(4) . . . . ? C7 S1 C6 C3 179.0(4) . . . . ? N2 N3 C7 C8 177.9(5) . . . . ? N2 N3 C7 S1 -0.4(6) . . . . ? C6 S1 C7 N3 -0.3(4) . . . . ? C6 S1 C7 C8 -178.5(4) . . . . ? N3 C7 C8 C9 5.1(8) . . . . ? S1 C7 C8 C9 -176.8(4) . . . . ? N3 C7 C8 C12 -174.8(5) . . . . ? S1 C7 C8 C12 3.3(7) . . . . ? C12 C8 C9 C10 4.2(7) . . . . ? C7 C8 C9 C10 -175.7(5) . . . . ? C11 N4 C10 C9 -0.4(7) . . . . ? Cu1 N4 C10 C9 174.1(4) 2_654 . . . ? C8 C9 C10 N4 -2.4(8) . . . . ? C10 N4 C11 C12 1.2(7) . . . . ? Cu1 N4 C11 C12 -173.6(4) 2_654 . . . ? C9 C8 C12 C11 -3.4(7) . . . . ? C7 C8 C12 C11 176.5(5) . . . . ? N4 C11 C12 C8 0.8(7) . . . . ? O2 S2 O1 Cu1 -49.3(3) . . . . ? O3 S2 O1 Cu1 -168.3(2) . . . . ? O4 S2 O1 Cu1 74.0(3) . . . . ? O5 Cu1 O1 S2 151.3(8) . . . . ? N1 Cu1 O1 S2 69.7(3) . . . . ? N4 Cu1 O1 S2 -108.1(3) 2_655 . . . ? O4 Cu1 O1 S2 160.2(3) 3_655 . . . ? O2 S2 O4 Cu1 -95.2(3) . . . 3_645 ? O3 S2 O4 Cu1 28.8(3) . . . 3_645 ? O1 S2 O4 Cu1 143.7(2) . . . 3_645 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.38 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.017 _refine_diff_density_min -0.818 _refine_diff_density_rms 0.328 #==END data_4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15.50 H14 Cd N6 O1.50 S3' _chemical_formula_weight 516.91 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' 'Cd' 'Cd' -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 28.408(10) _cell_length_b 9.997(5) _cell_length_c 7.358(4) _cell_angle_alpha 90.00 _cell_angle_beta 99.013(8) _cell_angle_gamma 90.00 _cell_volume 2063.9(15) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 830 _cell_measurement_theta_min 2.90 _cell_measurement_theta_max 26.08 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas NONE _exptl_crystal_density_diffrn 1.664 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1028 _exptl_absorpt_coefficient_mu 1.382 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.759185 _exptl_absorpt_correction_T_max 1.000000 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5728 _diffrn_reflns_av_R_equivalents 0.0300 _diffrn_reflns_av_sigmaI/netI 0.0374 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.45 _diffrn_reflns_theta_max 26.47 _reflns_number_total 2119 _reflns_number_gt 1643 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0565P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2119 _refine_ls_number_parameters 148 _refine_ls_number_restraints 62 _refine_ls_R_factor_all 0.0486 _refine_ls_R_factor_gt 0.0299 _refine_ls_wR_factor_ref 0.0973 _refine_ls_wR_factor_gt 0.0748 _refine_ls_goodness_of_fit_ref 1.103 _refine_ls_restrained_S_all 1.090 _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 Cd1 Cd 0.2500 0.7500 0.0000 0.02927(15) Uani 1 2 d S . . S1 S 0.0000 0.78587(15) 0.2500 0.0512(4) Uani 1 2 d S . . N1 N 0.17835(10) 0.8158(3) 0.1013(4) 0.0333(7) Uani 1 1 d . . . N2 N 0.02315(12) 1.0300(3) 0.2329(5) 0.0447(9) Uani 1 1 d . . . C1 C 0.15041(17) 0.7234(4) 0.1610(8) 0.0574(14) Uani 1 1 d . . . H1 H 0.1618 0.6362 0.1762 0.069 Uiso 1 1 calc R . . C2 C 0.10566(18) 0.7503(4) 0.2014(9) 0.0597(15) Uani 1 1 d . . . H2 H 0.0873 0.6822 0.2403 0.072 Uiso 1 1 calc R . . C3 C 0.08829(13) 0.8801(4) 0.1833(5) 0.0346(9) Uani 1 1 d . . . C4 C 0.11772(14) 0.9773(4) 0.1318(5) 0.0368(9) Uani 1 1 d . . . H4 H 0.1080 1.0662 0.1238 0.044 Uiso 1 1 calc R . . C5 C 0.16208(14) 0.9415(4) 0.0916(6) 0.0356(9) Uani 1 1 d . . . H5 H 0.1815 1.0084 0.0562 0.043 Uiso 1 1 calc R . . C6 C 0.03975(13) 0.9101(4) 0.2201(5) 0.0347(9) Uani 1 1 d . . . S2 S 0.30158(5) 0.78537(11) 0.34087(17) 0.0507(3) Uani 1 1 d . . . C7 C 0.27843(13) 0.9285(3) 0.3935(5) 0.0312(8) Uani 1 1 d . . . N3 N 0.26241(12) 1.0289(3) 0.4296(5) 0.0402(8) Uani 1 1 d . . . C8 C 0.0455(6) 0.4668(16) 0.302(3) 0.128(7) Uani 0.527(15) 1 d PDU A 1 H8A H 0.0615 0.4909 0.4224 0.191 Uiso 0.527(15) 1 calc PR A 1 H8B H 0.0163 0.4212 0.3132 0.191 Uiso 0.527(15) 1 calc PR A 1 H8C H 0.0385 0.5461 0.2294 0.191 Uiso 0.527(15) 1 calc PR A 1 O1 O 0.0756(5) 0.3800(14) 0.215(2) 0.167(7) Uani 0.527(15) 1 d PDU A 1 H1A H 0.0803 0.4132 0.1172 0.250 Uiso 0.527(15) 1 d PR A 1 O1' O 0.0385(10) 0.464(3) 0.145(4) 0.111(10) Uani 0.223(15) 1 d PDU A 2 H1' H 0.0582 0.4557 0.0754 0.166 Uiso 0.223(15) 1 d PR A 2 C8' C 0.040(2) 0.346(3) 0.260(6) 0.170(18) Uani 0.223(15) 1 d PDU A 2 H8D H 0.0703 0.3037 0.2691 0.254 Uiso 0.223(15) 1 calc PR A 2 H8E H 0.0154 0.2842 0.2065 0.254 Uiso 0.223(15) 1 calc PR A 2 H8F H 0.0340 0.3709 0.3806 0.254 Uiso 0.223(15) 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 Cd1 0.0246(2) 0.0225(2) 0.0440(2) -0.00009(15) 0.01578(16) -0.00002(15) S1 0.0304(8) 0.0359(7) 0.0937(13) 0.000 0.0297(9) 0.000 N1 0.0239(17) 0.0325(17) 0.0466(19) -0.0024(14) 0.0150(15) 0.0000(13) N2 0.0255(18) 0.0409(19) 0.071(2) 0.0038(17) 0.0166(17) 0.0008(15) C1 0.040(3) 0.036(2) 0.104(4) 0.013(2) 0.036(3) 0.0098(18) C2 0.042(3) 0.039(2) 0.109(4) 0.012(2) 0.045(3) 0.0007(19) C3 0.0246(19) 0.038(2) 0.043(2) -0.0026(16) 0.0107(17) -0.0007(16) C4 0.028(2) 0.0291(19) 0.055(3) -0.0008(17) 0.0136(19) 0.0014(16) C5 0.028(2) 0.0314(18) 0.050(2) -0.0041(16) 0.0144(18) -0.0035(16) C6 0.027(2) 0.037(2) 0.042(2) -0.0017(17) 0.0124(18) -0.0012(16) S2 0.0583(7) 0.0395(6) 0.0510(6) -0.0101(5) -0.0020(6) 0.0230(5) C7 0.031(2) 0.0265(18) 0.037(2) 0.0006(15) 0.0069(17) -0.0018(15) N3 0.044(2) 0.0279(16) 0.052(2) -0.0079(15) 0.0158(18) 0.0011(15) C8 0.105(13) 0.069(9) 0.21(2) -0.025(13) 0.020(15) -0.007(8) O1 0.135(12) 0.129(11) 0.233(15) -0.022(9) 0.018(11) 0.053(10) O1' 0.095(17) 0.081(15) 0.16(2) 0.011(17) 0.031(18) 0.001(12) C8' 0.20(4) 0.10(3) 0.19(3) -0.04(3) -0.02(3) 0.06(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 Cd1 N3 2.309(3) 6_575 ? Cd1 N3 2.309(3) 4_545 ? Cd1 N1 2.368(3) 7_565 ? Cd1 N1 2.368(3) . ? Cd1 S2 2.7224(16) 7_565 ? Cd1 S2 2.7224(16) . ? S1 C6 1.715(4) 2 ? S1 C6 1.715(4) . ? N1 C1 1.337(5) . ? N1 C5 1.337(5) . ? N2 C6 1.297(5) . ? N2 N2 1.377(6) 2 ? C1 C2 1.377(6) . ? C1 H1 0.9300 . ? C2 C3 1.387(5) . ? C2 H2 0.9300 . ? C3 C4 1.373(5) . ? C3 C6 1.477(5) . ? C4 C5 1.385(5) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? S2 C7 1.646(4) . ? C7 N3 1.151(4) . ? N3 Cd1 2.309(3) 4 ? C8 O1 1.439(9) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? O1 H1A 0.8200 . ? O1 H1' 1.3069 . ? O1' C8' 1.448(10) . ? O1' H1A 1.3343 . ? O1' H1' 0.8200 . ? C8' H8D 0.9600 . ? C8' H8E 0.9600 . ? C8' H8F 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 N3 Cd1 N3 180.0 6_575 4_545 ? N3 Cd1 N1 91.51(11) 6_575 7_565 ? N3 Cd1 N1 88.49(11) 4_545 7_565 ? N3 Cd1 N1 88.49(11) 6_575 . ? N3 Cd1 N1 91.51(11) 4_545 . ? N1 Cd1 N1 180.00(6) 7_565 . ? N3 Cd1 S2 89.81(9) 6_575 7_565 ? N3 Cd1 S2 90.19(9) 4_545 7_565 ? N1 Cd1 S2 92.24(9) 7_565 7_565 ? N1 Cd1 S2 87.76(9) . 7_565 ? N3 Cd1 S2 90.19(9) 6_575 . ? N3 Cd1 S2 89.81(9) 4_545 . ? N1 Cd1 S2 87.76(9) 7_565 . ? N1 Cd1 S2 92.24(9) . . ? S2 Cd1 S2 180.0 7_565 . ? C6 S1 C6 87.3(3) 2 . ? C1 N1 C5 116.7(3) . . ? C1 N1 Cd1 119.7(3) . . ? C5 N1 Cd1 123.5(2) . . ? C6 N2 N2 112.4(2) . 2 ? N1 C1 C2 123.5(4) . . ? N1 C1 H1 118.3 . . ? C2 C1 H1 118.3 . . ? C1 C2 C3 119.3(4) . . ? C1 C2 H2 120.4 . . ? C3 C2 H2 120.4 . . ? C4 C3 C2 117.7(3) . . ? C4 C3 C6 122.3(3) . . ? C2 C3 C6 120.0(3) . . ? C3 C4 C5 119.3(3) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? N1 C5 C4 123.3(3) . . ? N1 C5 H5 118.3 . . ? C4 C5 H5 118.3 . . ? N2 C6 C3 124.1(3) . . ? N2 C6 S1 113.9(3) . . ? C3 C6 S1 121.9(3) . . ? C7 S2 Cd1 98.77(14) . . ? N3 C7 S2 179.6(4) . . ? C7 N3 Cd1 165.2(3) . 4 ? O1 C8 H8A 109.5 . . ? O1 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? O1 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C8 O1 H1A 109.7 . . ? C8 O1 H1' 79.9 . . ? H1A O1 H1' 34.2 . . ? C8' O1' H1A 81.0 . . ? C8' O1' H1' 109.4 . . ? H1A O1' H1' 32.6 . . ? O1' C8' H8D 109.5 . . ? O1' C8' H8E 109.5 . . ? H8D C8' H8E 109.5 . . ? O1' C8' H8F 109.5 . . ? H8D C8' H8F 109.5 . . ? H8E C8' H8F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Cd1 N1 C1 178.0(4) 6_575 . . . ? N3 Cd1 N1 C1 -2.0(4) 4_545 . . . ? N1 Cd1 N1 C1 0(100) 7_565 . . . ? S2 Cd1 N1 C1 88.1(4) 7_565 . . . ? S2 Cd1 N1 C1 -91.9(4) . . . . ? N3 Cd1 N1 C5 2.4(3) 6_575 . . . ? N3 Cd1 N1 C5 -177.6(3) 4_545 . . . ? N1 Cd1 N1 C5 0(100) 7_565 . . . ? S2 Cd1 N1 C5 -87.5(3) 7_565 . . . ? S2 Cd1 N1 C5 92.5(3) . . . . ? C5 N1 C1 C2 3.9(8) . . . . ? Cd1 N1 C1 C2 -171.9(5) . . . . ? N1 C1 C2 C3 -1.3(9) . . . . ? C1 C2 C3 C4 -2.3(8) . . . . ? C1 C2 C3 C6 178.0(5) . . . . ? C2 C3 C4 C5 3.1(6) . . . . ? C6 C3 C4 C5 -177.3(4) . . . . ? C1 N1 C5 C4 -3.1(6) . . . . ? Cd1 N1 C5 C4 172.6(3) . . . . ? C3 C4 C5 N1 -0.4(6) . . . . ? N2 N2 C6 C3 179.7(4) 2 . . . ? N2 N2 C6 S1 -0.2(6) 2 . . . ? C4 C3 C6 N2 -10.1(6) . . . . ? C2 C3 C6 N2 169.6(5) . . . . ? C4 C3 C6 S1 169.9(3) . . . . ? C2 C3 C6 S1 -10.5(6) . . . . ? C6 S1 C6 N2 0.1(2) 2 . . . ? C6 S1 C6 C3 -179.9(4) 2 . . . ? N3 Cd1 S2 C7 44.99(16) 6_575 . . . ? N3 Cd1 S2 C7 -135.01(16) 4_545 . . . ? N1 Cd1 S2 C7 136.50(15) 7_565 . . . ? N1 Cd1 S2 C7 -43.50(15) . . . . ? S2 Cd1 S2 C7 143(100) 7_565 . . . ? Cd1 S2 C7 N3 -78(78) . . . . ? S2 C7 N3 Cd1 -37(79) . . . 4 ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.47 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.516 _refine_diff_density_min -0.449 _refine_diff_density_rms 0.151 #==END data_5 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H21 Co N10 O2.50 S4' _chemical_formula_weight 700.70 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' 'Co' 'Co' 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pnna loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' '-x+1/2, y+1/2, -z+1/2' 'x, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' 'x-1/2, -y-1/2, z-1/2' '-x, y-1/2, z-1/2' _cell_length_a 22.210(5) _cell_length_b 12.899(3) _cell_length_c 20.232(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5796(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 835 _cell_measurement_theta_min 3.15 _cell_measurement_theta_max 24.64 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas NONE _exptl_crystal_density_diffrn 0.803 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1432 _exptl_absorpt_coefficient_mu 0.464 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.751974 _exptl_absorpt_correction_T_max 1.000000 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14127 _diffrn_reflns_av_R_equivalents 0.0482 _diffrn_reflns_av_sigmaI/netI 0.0574 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.15 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4998 _reflns_number_gt 2855 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1224P)^2^+0.2712P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4998 _refine_ls_number_parameters 297 _refine_ls_number_restraints 326 _refine_ls_R_factor_all 0.1184 _refine_ls_R_factor_gt 0.0639 _refine_ls_wR_factor_ref 0.2145 _refine_ls_wR_factor_gt 0.1747 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.005 _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 Co1 Co 0.62517(3) 0.2500 0.2500 0.0424(3) Uani 1 2 d SD . . N1 N 0.69588(14) 0.2134(3) 0.17837(16) 0.0487(8) Uani 1 1 d . A . S1 S 0.8595(10) 0.236(3) -0.0186(12) 0.062(3) Uani 0.55(9) 1 d PDU A 1 C6 C 0.84559(19) 0.1645(3) 0.0520(2) 0.0617(12) Uani 0.55(9) 1 d PDU A 1 C7 C 0.92467(19) 0.1685(3) -0.0268(2) 0.0658(13) Uani 0.55(9) 1 d PDU A 1 N2 N 0.8875(8) 0.0982(18) 0.0648(10) 0.084(4) Uani 0.55(9) 1 d PDU A 1 N3 N 0.9331(8) 0.1003(18) 0.0195(10) 0.089(4) Uani 0.55(9) 1 d PDU A 1 N2' N 0.8787(13) 0.0826(18) 0.0541(15) 0.101(6) Uani 0.45(9) 1 d PDU A 2 N3' N 0.9247(12) 0.0847(18) 0.0084(16) 0.097(5) Uani 0.45(9) 1 d PDU A 2 S1' S 0.8678(17) 0.252(2) -0.007(2) 0.062(4) Uani 0.45(9) 1 d PDU A 2 C6' C 0.84559(19) 0.1645(3) 0.0520(2) 0.0617(12) Uani 0.45(9) 1 d PDU A 2 C7' C 0.92467(19) 0.1685(3) -0.0268(2) 0.0658(13) Uani 0.45(9) 1 d PDU A 2 N4 N 1.05589(14) 0.2199(3) -0.17651(16) 0.0481(8) Uani 1 1 d . . . N5 N 0.6292(15) 0.4043(12) 0.221(2) 0.067(7) Uani 0.54(3) 1 d PDU B 1 C13 C 0.6379(9) 0.4800(11) 0.1949(9) 0.055(4) Uani 0.54(3) 1 d PDU B 1 S2 S 0.6579(7) 0.5884(9) 0.1613(5) 0.127(4) Uani 0.54(3) 1 d PDU B 1 N5' N 0.6228(15) 0.4049(12) 0.2212(17) 0.043(5) Uani 0.46(3) 1 d PDU B 2 C13' C 0.6265(14) 0.4886(12) 0.2060(15) 0.075(7) Uani 0.46(3) 1 d PDU B 2 S2' S 0.6302(10) 0.6070(7) 0.1805(9) 0.156(4) Uani 0.46(3) 1 d PDU B 2 C1 C 0.69883(19) 0.2561(4) 0.1198(2) 0.0613(12) Uani 1 1 d . . . H1A H 0.6670 0.2982 0.1067 0.074 Uiso 1 1 calc R B . C2 C 0.7458(2) 0.2431(4) 0.0763(2) 0.0666(13) Uani 1 1 d . A . H2A H 0.7456 0.2764 0.0356 0.080 Uiso 1 1 calc R . . C3 C 0.79264(19) 0.1802(3) 0.0940(2) 0.0558(11) Uani 1 1 d . . . C4 C 0.79017(19) 0.1334(4) 0.1554(2) 0.0599(12) Uani 1 1 d . A . H4A H 0.8213 0.0907 0.1697 0.072 Uiso 1 1 calc R . . C5 C 0.74135(18) 0.1506(4) 0.1949(2) 0.0560(11) Uani 1 1 d . . . H5A H 0.7396 0.1169 0.2355 0.067 Uiso 1 1 calc R A . C8 C 1.0122(2) 0.2866(4) -0.1653(2) 0.0678(13) Uani 1 1 d . . . H8A H 1.0109 0.3460 -0.1913 0.081 Uiso 1 1 calc R . . C9 C 0.9685(2) 0.2747(4) -0.1180(3) 0.0718(15) Uani 1 1 d . A . H9A H 0.9385 0.3243 -0.1126 0.086 Uiso 1 1 calc R . . C10 C 0.96997(19) 0.1874(4) -0.0785(2) 0.0611(12) Uani 1 1 d . . . C11 C 1.0156(2) 0.1171(4) -0.0894(2) 0.0666(13) Uani 1 1 d . A . H11A H 1.0187 0.0576 -0.0636 0.080 Uiso 1 1 calc R . . C12 C 1.05631(19) 0.1361(4) -0.1388(2) 0.0611(12) Uani 1 1 d . . . H12A H 1.0862 0.0869 -0.1463 0.073 Uiso 1 1 calc R A . O1 O 0.4981(8) 0.6889(19) 0.0964(8) 0.188(8) Uani 0.38 1 d PU . . O2 O 0.7500 0.5000 1.008(2) 0.28(3) Uani 0.25 2 d SPU . . O3 O 0.460(2) 0.475(4) -0.046(2) 0.21(3) Uani 0.13 1 d PU . . O4 O 0.090(3) 0.967(4) 0.212(3) 0.20(2) Uani 0.13 1 d PU . . O5 O 0.7500 0.0000 0.960(2) 0.25(2) Uani 0.25 2 d SPU . . O6 O 0.442(3) 0.776(4) 0.096(2) 0.157(17) Uani 0.13 1 d PU . . O7 O -0.028(3) 1.146(3) 0.1992(17) 0.28(2) Uani 0.25 1 d PU . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0274(4) 0.0692(5) 0.0307(4) -0.0040(3) 0.000 0.000 N1 0.0343(17) 0.075(2) 0.0368(17) 0.0010(16) 0.0045(15) 0.0051(15) S1 0.048(4) 0.087(9) 0.052(5) 0.018(4) 0.020(3) 0.020(4) C6 0.056(3) 0.071(3) 0.058(3) 0.014(2) 0.026(2) 0.014(2) C7 0.057(3) 0.081(3) 0.059(3) 0.020(2) 0.027(2) 0.020(2) N2 0.069(6) 0.097(8) 0.086(7) 0.050(6) 0.052(6) 0.045(6) N3 0.074(7) 0.106(8) 0.087(7) 0.052(7) 0.047(7) 0.044(7) N2' 0.090(10) 0.113(10) 0.099(10) 0.038(9) 0.054(9) 0.033(9) N3' 0.085(9) 0.111(10) 0.096(10) 0.039(9) 0.069(8) 0.044(8) S1' 0.059(8) 0.064(5) 0.064(9) 0.013(5) 0.029(6) 0.015(4) C6' 0.056(3) 0.071(3) 0.058(3) 0.014(2) 0.026(2) 0.014(2) C7' 0.057(3) 0.081(3) 0.059(3) 0.020(2) 0.027(2) 0.020(2) N4 0.0338(16) 0.066(2) 0.0442(18) 0.0135(16) 0.0078(15) 0.0092(15) N5 0.055(10) 0.082(9) 0.063(9) -0.002(7) -0.003(6) 0.008(6) C13 0.052(7) 0.077(7) 0.035(6) 0.003(5) -0.004(5) -0.004(5) S2 0.151(7) 0.110(4) 0.119(5) 0.049(3) -0.034(4) -0.061(4) N5' 0.030(6) 0.065(8) 0.035(7) 0.001(6) -0.003(5) -0.008(5) C13' 0.070(10) 0.089(9) 0.067(10) 0.000(7) -0.010(7) 0.001(7) S2' 0.177(8) 0.105(4) 0.185(7) 0.035(4) -0.013(6) -0.007(5) C1 0.044(2) 0.096(3) 0.044(2) 0.009(2) 0.0078(19) 0.021(2) C2 0.057(3) 0.102(3) 0.041(2) 0.015(2) 0.014(2) 0.019(3) C3 0.045(2) 0.071(3) 0.051(2) 0.007(2) 0.016(2) 0.006(2) C4 0.042(2) 0.084(3) 0.053(3) 0.013(2) 0.012(2) 0.018(2) C5 0.041(2) 0.082(3) 0.045(2) 0.013(2) 0.009(2) 0.010(2) C8 0.053(3) 0.082(3) 0.068(3) 0.034(2) 0.021(2) 0.021(2) C9 0.057(3) 0.083(3) 0.075(3) 0.028(3) 0.032(3) 0.026(2) C10 0.049(2) 0.079(3) 0.055(3) 0.016(2) 0.018(2) 0.017(2) C11 0.057(3) 0.077(3) 0.065(3) 0.027(2) 0.026(2) 0.026(2) C12 0.045(2) 0.077(3) 0.061(3) 0.019(2) 0.019(2) 0.020(2) O1 0.128(13) 0.32(2) 0.118(12) 0.095(15) -0.025(10) -0.053(14) O2 0.61(8) 0.076(18) 0.16(3) 0.000 0.000 0.09(3) O3 0.21(4) 0.23(4) 0.18(4) 0.17(3) -0.18(3) -0.17(3) O4 0.23(5) 0.17(4) 0.20(5) 0.00(3) -0.12(4) -0.08(4) O5 0.29(5) 0.27(4) 0.18(3) 0.000 0.000 -0.21(4) O6 0.16(4) 0.19(4) 0.12(3) -0.04(3) -0.02(3) -0.04(3) O7 0.44(6) 0.22(3) 0.19(3) 0.01(2) -0.05(4) -0.13(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 Co1 N5 2.080(9) . ? Co1 N5 2.080(9) 4 ? Co1 N5' 2.081(10) . ? Co1 N5' 2.081(10) 4 ? Co1 N4 2.175(3) 6 ? Co1 N4 2.175(3) 7_566 ? Co1 N1 2.188(3) 4 ? Co1 N1 2.188(3) . ? N1 C1 1.308(5) . ? N1 C5 1.337(5) . ? S1 C7 1.70(3) . ? S1 C6 1.73(3) . ? C6 N2 1.291(10) . ? C6 C3 1.466(5) . ? C7 N3 1.298(11) . ? C7 C10 1.472(6) . ? N2 N3 1.367(14) . ? N2' N3' 1.378(18) . ? N4 C8 1.316(5) . ? N4 C12 1.324(5) . ? N4 Co1 2.175(3) 6_655 ? N5 C13 1.122(11) . ? C13 S2 1.616(10) . ? N5' C13' 1.126(13) . ? C13' S2' 1.615(12) . ? C1 C2 1.375(6) . ? C1 H1A 0.9300 . ? C2 C3 1.368(6) . ? C2 H2A 0.9300 . ? C3 C4 1.382(6) . ? C4 C5 1.365(5) . ? C4 H4A 0.9300 . ? C5 H5A 0.9300 . ? C8 C9 1.372(6) . ? C8 H8A 0.9300 . ? C9 C10 1.381(6) . ? C9 H9A 0.9300 . ? C10 C11 1.378(6) . ? C11 C12 1.370(6) . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? O1 O6 1.67(6) . ? 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 N5 Co1 N5 175.0(19) . 4 ? N5 Co1 N5' 3.9(18) . . ? N5 Co1 N5' 178.9(9) 4 . ? N5 Co1 N5' 178.9(9) . 4 ? N5 Co1 N5' 3.9(18) 4 4 ? N5' Co1 N5' 177.1(19) . 4 ? N5 Co1 N4 90.3(11) . 6 ? N5 Co1 N4 93.2(10) 4 6 ? N5' Co1 N4 87.8(10) . 6 ? N5' Co1 N4 90.1(10) 4 6 ? N5 Co1 N4 93.2(10) . 7_566 ? N5 Co1 N4 90.3(11) 4 7_566 ? N5' Co1 N4 90.1(10) . 7_566 ? N5' Co1 N4 87.8(10) 4 7_566 ? N4 Co1 N4 89.92(17) 6 7_566 ? N5 Co1 N1 87.3(11) . 4 ? N5 Co1 N1 89.2(10) 4 4 ? N5' Co1 N1 89.8(10) . 4 ? N5' Co1 N1 92.3(10) 4 4 ? N4 Co1 N1 177.48(12) 6 4 ? N4 Co1 N1 90.94(12) 7_566 4 ? N5 Co1 N1 89.2(10) . . ? N5 Co1 N1 87.3(11) 4 . ? N5' Co1 N1 92.3(10) . . ? N5' Co1 N1 89.8(10) 4 . ? N4 Co1 N1 90.94(12) 6 . ? N4 Co1 N1 177.48(12) 7_566 . ? N1 Co1 N1 88.29(17) 4 . ? C1 N1 C5 116.3(3) . . ? C1 N1 Co1 123.0(3) . . ? C5 N1 Co1 120.5(3) . . ? C7 S1 C6 87.4(12) . . ? N2 C6 C3 123.6(5) . . ? N2 C6 S1 113.1(10) . . ? C3 C6 S1 123.2(9) . . ? N3 C7 C10 121.7(6) . . ? N3 C7 S1 113.7(10) . . ? C10 C7 S1 124.5(9) . . ? C6 N2 N3 112.7(7) . . ? C7 N3 N2 113.0(8) . . ? C8 N4 C12 116.1(3) . . ? C8 N4 Co1 121.5(3) . 6_655 ? C12 N4 Co1 122.3(2) . 6_655 ? C13 N5 Co1 167(3) . . ? N5 C13 S2 174(3) . . ? C13' N5' Co1 174(3) . . ? N5' C13' S2' 177(3) . . ? N1 C1 C2 124.5(4) . . ? N1 C1 H1A 117.7 . . ? C2 C1 H1A 117.7 . . ? C3 C2 C1 118.8(4) . . ? C3 C2 H2A 120.6 . . ? C1 C2 H2A 120.6 . . ? C2 C3 C4 117.7(4) . . ? C2 C3 C6 122.7(4) . . ? C4 C3 C6 119.6(4) . . ? C5 C4 C3 119.1(4) . . ? C5 C4 H4A 120.5 . . ? C3 C4 H4A 120.5 . . ? N1 C5 C4 123.6(4) . . ? N1 C5 H5A 118.2 . . ? C4 C5 H5A 118.2 . . ? N4 C8 C9 124.7(4) . . ? N4 C8 H8A 117.7 . . ? C9 C8 H8A 117.7 . . ? C8 C9 C10 118.5(4) . . ? C8 C9 H9A 120.7 . . ? C10 C9 H9A 120.7 . . ? C11 C10 C9 117.5(4) . . ? C11 C10 C7 120.5(4) . . ? C9 C10 C7 122.0(4) . . ? C12 C11 C10 119.0(4) . . ? C12 C11 H11A 120.5 . . ? C10 C11 H11A 120.5 . . ? N4 C12 C11 124.2(4) . . ? N4 C12 H12A 117.9 . . ? C11 C12 H12A 117.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N5 Co1 N1 C1 -38.4(11) . . . . ? N5 Co1 N1 C1 145.0(11) 4 . . . ? N5' Co1 N1 C1 -36.0(10) . . . . ? N5' Co1 N1 C1 142.0(11) 4 . . . ? N4 Co1 N1 C1 51.9(4) 6 . . . ? N4 Co1 N1 C1 162(3) 7_566 . . . ? N1 Co1 N1 C1 -125.7(4) 4 . . . ? N5 Co1 N1 C5 136.6(11) . . . . ? N5 Co1 N1 C5 -40.0(11) 4 . . . ? N5' Co1 N1 C5 139.0(10) . . . . ? N5' Co1 N1 C5 -43.0(11) 4 . . . ? N4 Co1 N1 C5 -133.1(3) 6 . . . ? N4 Co1 N1 C5 -23(3) 7_566 . . . ? N1 Co1 N1 C5 49.3(3) 4 . . . ? C7 S1 C6 N2 0.0(2) . . . . ? C7 S1 C6 C3 177.9(6) . . . . ? C6 S1 C7 N3 0.0(2) . . . . ? C6 S1 C7 C10 -176.5(6) . . . . ? C3 C6 N2 N3 -177.9(6) . . . . ? S1 C6 N2 N3 -0.1(2) . . . . ? C10 C7 N3 N2 176.6(5) . . . . ? S1 C7 N3 N2 0.0(2) . . . . ? C6 N2 N3 C7 0.0(2) . . . . ? N5 Co1 N5 C13 56(13) 4 . . . ? N5' Co1 N5 C13 -130(41) . . . . ? N5' Co1 N5 C13 34(100) 4 . . . ? N4 Co1 N5 C13 -79(13) 6 . . . ? N4 Co1 N5 C13 -169(13) 7_566 . . . ? N1 Co1 N5 C13 100(13) 4 . . . ? N1 Co1 N5 C13 12(13) . . . . ? Co1 N5 C13 S2 -76(33) . . . . ? N5 Co1 N5' C13' -10(18) . . . . ? N5 Co1 N5' C13' 18(100) 4 . . . ? N5' Co1 N5' C13' 176(34) 4 . . . ? N4 Co1 N5' C13' -139(34) 6 . . . ? N4 Co1 N5' C13' 131(34) 7_566 . . . ? N1 Co1 N5' C13' 40(34) 4 . . . ? N1 Co1 N5' C13' -48(34) . . . . ? Co1 N5' C13' S2' 117(54) . . . . ? C5 N1 C1 C2 -2.1(7) . . . . ? Co1 N1 C1 C2 173.0(4) . . . . ? N1 C1 C2 C3 1.1(8) . . . . ? C1 C2 C3 C4 -0.3(7) . . . . ? C1 C2 C3 C6 -177.8(5) . . . . ? N2 C6 C3 C2 -173.2(18) . . . . ? S1 C6 C3 C2 9.1(15) . . . . ? N2 C6 C3 C4 9.4(19) . . . . ? S1 C6 C3 C4 -168.2(14) . . . . ? C2 C3 C4 C5 0.8(7) . . . . ? C6 C3 C4 C5 178.3(4) . . . . ? C1 N1 C5 C4 2.7(7) . . . . ? Co1 N1 C5 C4 -172.7(4) . . . . ? C3 C4 C5 N1 -2.1(7) . . . . ? C12 N4 C8 C9 0.3(8) . . . . ? Co1 N4 C8 C9 -177.2(4) 6_655 . . . ? N4 C8 C9 C10 0.5(9) . . . . ? C8 C9 C10 C11 -0.1(8) . . . . ? C8 C9 C10 C7 -179.8(5) . . . . ? N3 C7 C10 C11 16.1(18) . . . . ? S1 C7 C10 C11 -167.6(14) . . . . ? N3 C7 C10 C9 -164.3(18) . . . . ? S1 C7 C10 C9 12.0(15) . . . . ? C9 C10 C11 C12 -0.9(8) . . . . ? C7 C10 C11 C12 178.7(5) . . . . ? C8 N4 C12 C11 -1.4(7) . . . . ? Co1 N4 C12 C11 176.0(4) 6_655 . . . ? C10 C11 C12 N4 1.8(8) . . . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.498 _refine_diff_density_min -0.264 _refine_diff_density_rms 0.080 #==END data_6 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H16 Co N10 O2 S2' _chemical_formula_weight 623.54 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' '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' 'Co' 'Co' 0.3494 0.9721 '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 8.120(3) _cell_length_b 9.829(4) _cell_length_c 17.453(6) _cell_angle_alpha 90.00 _cell_angle_beta 103.307(6) _cell_angle_gamma 90.00 _cell_volume 1355.6(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 592 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 22.17 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.528 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 634 _exptl_absorpt_coefficient_mu 0.833 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.855215 _exptl_absorpt_correction_T_max 1.000000 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4712 _diffrn_reflns_av_R_equivalents 0.0517 _diffrn_reflns_av_sigmaI/netI 0.0746 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.39 _diffrn_reflns_theta_max 25.03 _reflns_number_total 2334 _reflns_number_gt 1517 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0316P)^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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0009(7) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2334 _refine_ls_number_parameters 188 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0933 _refine_ls_R_factor_gt 0.0475 _refine_ls_wR_factor_ref 0.0920 _refine_ls_wR_factor_gt 0.0807 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.0000 0.5000 0.5000 0.0306(2) Uani 1 2 d S . . S1 S 0.19367(18) 0.73374(14) 0.29973(7) 0.0840(5) Uani 1 1 d . . . N1 N 0.0681(3) 0.2898(3) 0.48266(16) 0.0319(7) Uani 1 1 d . . . N2 N 0.4627(4) -0.0564(3) 0.60501(19) 0.0557(10) Uani 1 1 d . . . N3 N 0.5510(4) -0.0688(3) 0.68463(19) 0.0542(9) Uani 1 1 d . . . N4 N 0.7386(3) 0.0456(3) 0.92835(17) 0.0327(7) Uani 1 1 d . . . N5 N 0.0647(4) 0.5609(3) 0.39682(17) 0.0385(8) Uani 1 1 d . . . O1 O 0.3563(3) 0.0902(2) 0.67561(14) 0.0391(6) Uani 1 1 d . . . C1 C 0.1645(4) 0.2221(3) 0.5428(2) 0.0339(9) Uani 1 1 d . . . H1 H 0.1856 0.2618 0.5925 0.041 Uiso 1 1 calc R . . C2 C 0.2348(4) 0.0963(4) 0.5353(2) 0.0345(9) Uani 1 1 d . . . C3 C 0.1982(4) 0.0336(4) 0.4617(2) 0.0440(10) Uani 1 1 d . . . H3 H 0.2427 -0.0515 0.4548 0.053 Uiso 1 1 calc R . . C4 C 0.0948(4) 0.1003(4) 0.3997(2) 0.0452(11) Uani 1 1 d . . . H4 H 0.0665 0.0604 0.3501 0.054 Uiso 1 1 calc R . . C5 C 0.0340(4) 0.2269(4) 0.4122(2) 0.0410(10) Uani 1 1 d . . . H5 H -0.0345 0.2716 0.3696 0.049 Uiso 1 1 calc R . . C6 C 0.3506(4) 0.0367(3) 0.6026(2) 0.0369(10) Uani 1 1 d . . . C7 C 0.4846(4) 0.0187(4) 0.7231(2) 0.0367(9) Uani 1 1 d . . . C8 C 0.6878(4) 0.0191(3) 0.8510(2) 0.0350(9) Uani 1 1 d . . . H8 H 0.7638 -0.0230 0.8260 0.042 Uiso 1 1 calc R . . C9 C 0.5281(4) 0.0511(3) 0.8063(2) 0.0340(9) Uani 1 1 d . . . C10 C 0.4149(5) 0.1150(4) 0.8426(2) 0.0446(10) Uani 1 1 d . . . H10 H 0.3068 0.1380 0.8144 0.053 Uiso 1 1 calc R . . C11 C 0.4669(5) 0.1434(4) 0.9217(2) 0.0473(11) Uani 1 1 d . . . H11 H 0.3940 0.1867 0.9478 0.057 Uiso 1 1 calc R . . C12 C 0.6262(5) 0.1079(4) 0.9616(2) 0.0417(10) Uani 1 1 d . . . H12 H 0.6584 0.1281 1.0150 0.050 Uiso 1 1 calc R . . C13 C 0.1157(4) 0.6321(4) 0.3549(2) 0.0382(10) 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 Co1 0.0287(4) 0.0355(4) 0.0260(4) 0.0034(4) 0.0029(3) 0.0017(3) S1 0.1104(11) 0.0859(11) 0.0577(9) 0.0250(7) 0.0233(8) -0.0285(8) N1 0.0305(16) 0.0371(18) 0.0256(17) 0.0041(14) 0.0018(13) 0.0048(13) N2 0.064(2) 0.056(2) 0.040(2) -0.0031(17) -0.0021(17) 0.0260(18) N3 0.060(2) 0.053(2) 0.043(2) -0.0020(18) -0.0037(18) 0.0248(18) N4 0.0277(17) 0.0365(18) 0.0332(19) -0.0023(14) 0.0054(14) 0.0020(13) N5 0.0356(18) 0.0469(19) 0.0317(19) 0.0031(16) 0.0052(15) -0.0023(15) O1 0.0362(15) 0.0430(16) 0.0348(16) 0.0024(13) 0.0016(12) 0.0113(11) C1 0.032(2) 0.039(2) 0.030(2) -0.0009(17) 0.0050(17) -0.0006(17) C2 0.034(2) 0.036(2) 0.031(2) 0.0036(18) 0.0015(17) 0.0015(16) C3 0.044(2) 0.045(3) 0.041(3) -0.0064(19) 0.0052(19) 0.0068(18) C4 0.044(2) 0.056(3) 0.032(2) -0.008(2) 0.0031(19) 0.006(2) C5 0.036(2) 0.052(3) 0.033(2) 0.008(2) 0.0052(18) 0.0063(19) C6 0.039(2) 0.038(3) 0.033(2) -0.0015(17) 0.0055(18) 0.0031(17) C7 0.032(2) 0.035(2) 0.039(2) 0.0059(19) -0.0010(17) 0.0068(17) C8 0.034(2) 0.037(2) 0.034(2) 0.0000(18) 0.0066(17) 0.0063(17) C9 0.035(2) 0.030(2) 0.035(2) 0.0031(17) 0.0032(18) 0.0012(16) C10 0.040(2) 0.046(3) 0.044(3) 0.005(2) 0.002(2) 0.0080(19) C11 0.040(2) 0.056(3) 0.047(3) -0.002(2) 0.012(2) 0.014(2) C12 0.042(2) 0.043(2) 0.038(2) 0.0005(19) 0.0041(19) 0.0031(19) C13 0.037(2) 0.047(3) 0.027(2) -0.0025(19) 0.0007(18) 0.0010(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 N5 2.077(3) 3_566 ? Co1 N5 2.077(3) . ? Co1 N1 2.178(3) . ? Co1 N1 2.178(3) 3_566 ? Co1 N4 2.247(3) 2_656 ? Co1 N4 2.247(3) 4_465 ? S1 C13 1.615(4) . ? N1 C1 1.334(4) . ? N1 C5 1.347(4) . ? N2 C6 1.284(4) . ? N2 N3 1.415(4) . ? N3 C7 1.283(4) . ? N4 C12 1.337(4) . ? N4 C8 1.344(4) . ? N4 Co1 2.247(3) 2_646 ? N5 C13 1.155(4) . ? O1 C7 1.367(4) . ? O1 C6 1.370(4) . ? C1 C2 1.380(4) . ? C1 H1 0.9300 . ? C2 C3 1.393(5) . ? C2 C6 1.449(5) . ? C3 C4 1.374(5) . ? C3 H3 0.9300 . ? C4 C5 1.374(5) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C7 C9 1.449(5) . ? C8 C9 1.387(4) . ? C8 H8 0.9300 . ? C9 C10 1.381(5) . ? C10 C11 1.376(5) . ? C10 H10 0.9300 . ? C11 C12 1.366(5) . ? C11 H11 0.9300 . ? C12 H12 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 N5 Co1 N5 180.000(1) 3_566 . ? N5 Co1 N1 88.29(11) 3_566 . ? N5 Co1 N1 91.71(11) . . ? N5 Co1 N1 91.71(11) 3_566 3_566 ? N5 Co1 N1 88.29(11) . 3_566 ? N1 Co1 N1 180.000(1) . 3_566 ? N5 Co1 N4 88.29(11) 3_566 2_656 ? N5 Co1 N4 91.71(11) . 2_656 ? N1 Co1 N4 91.67(10) . 2_656 ? N1 Co1 N4 88.33(10) 3_566 2_656 ? N5 Co1 N4 91.71(11) 3_566 4_465 ? N5 Co1 N4 88.29(11) . 4_465 ? N1 Co1 N4 88.33(10) . 4_465 ? N1 Co1 N4 91.67(10) 3_566 4_465 ? N4 Co1 N4 180.0 2_656 4_465 ? C1 N1 C5 116.7(3) . . ? C1 N1 Co1 119.1(2) . . ? C5 N1 Co1 123.8(2) . . ? C6 N2 N3 106.8(3) . . ? C7 N3 N2 106.1(3) . . ? C12 N4 C8 116.3(3) . . ? C12 N4 Co1 120.1(2) . 2_646 ? C8 N4 Co1 123.5(2) . 2_646 ? C13 N5 Co1 157.2(3) . . ? C7 O1 C6 102.9(3) . . ? N1 C1 C2 123.6(3) . . ? N1 C1 H1 118.2 . . ? C2 C1 H1 118.2 . . ? C1 C2 C3 118.6(3) . . ? C1 C2 C6 119.4(3) . . ? C3 C2 C6 122.0(3) . . ? C4 C3 C2 118.5(3) . . ? C4 C3 H3 120.8 . . ? C2 C3 H3 120.8 . . ? C3 C4 C5 118.9(4) . . ? C3 C4 H4 120.5 . . ? C5 C4 H4 120.5 . . ? N1 C5 C4 123.7(3) . . ? N1 C5 H5 118.2 . . ? C4 C5 H5 118.2 . . ? N2 C6 O1 111.8(3) . . ? N2 C6 C2 129.6(4) . . ? O1 C6 C2 118.4(3) . . ? N3 C7 O1 112.4(3) . . ? N3 C7 C9 129.5(3) . . ? O1 C7 C9 118.1(3) . . ? N4 C8 C9 123.5(3) . . ? N4 C8 H8 118.3 . . ? C9 C8 H8 118.3 . . ? C10 C9 C8 118.7(3) . . ? C10 C9 C7 121.7(3) . . ? C8 C9 C7 119.6(3) . . ? C11 C10 C9 118.0(3) . . ? C11 C10 H10 121.0 . . ? C9 C10 H10 121.0 . . ? C12 C11 C10 119.7(4) . . ? C12 C11 H11 120.1 . . ? C10 C11 H11 120.1 . . ? N4 C12 C11 123.8(4) . . ? N4 C12 H12 118.1 . . ? C11 C12 H12 118.1 . . ? N5 C13 S1 177.4(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N5 Co1 N1 C1 -47.4(3) 3_566 . . . ? N5 Co1 N1 C1 132.6(3) . . . . ? N1 Co1 N1 C1 169(100) 3_566 . . . ? N4 Co1 N1 C1 40.8(3) 2_656 . . . ? N4 Co1 N1 C1 -139.2(3) 4_465 . . . ? N5 Co1 N1 C5 140.0(3) 3_566 . . . ? N5 Co1 N1 C5 -40.0(3) . . . . ? N1 Co1 N1 C5 -4(100) 3_566 . . . ? N4 Co1 N1 C5 -131.7(3) 2_656 . . . ? N4 Co1 N1 C5 48.3(3) 4_465 . . . ? C6 N2 N3 C7 -0.3(4) . . . . ? N5 Co1 N5 C13 -106(100) 3_566 . . . ? N1 Co1 N5 C13 -145.9(8) . . . . ? N1 Co1 N5 C13 34.1(8) 3_566 . . . ? N4 Co1 N5 C13 -54.2(8) 2_656 . . . ? N4 Co1 N5 C13 125.8(8) 4_465 . . . ? C5 N1 C1 C2 2.8(5) . . . . ? Co1 N1 C1 C2 -170.3(3) . . . . ? N1 C1 C2 C3 -2.6(5) . . . . ? N1 C1 C2 C6 174.2(3) . . . . ? C1 C2 C3 C4 0.5(5) . . . . ? C6 C2 C3 C4 -176.2(3) . . . . ? C2 C3 C4 C5 1.1(5) . . . . ? C1 N1 C5 C4 -1.0(5) . . . . ? Co1 N1 C5 C4 171.7(3) . . . . ? C3 C4 C5 N1 -0.9(6) . . . . ? N3 N2 C6 O1 0.3(4) . . . . ? N3 N2 C6 C2 175.0(4) . . . . ? C7 O1 C6 N2 -0.2(4) . . . . ? C7 O1 C6 C2 -175.6(3) . . . . ? C1 C2 C6 N2 -159.1(4) . . . . ? C3 C2 C6 N2 17.6(6) . . . . ? C1 C2 C6 O1 15.3(5) . . . . ? C3 C2 C6 O1 -168.0(3) . . . . ? N2 N3 C7 O1 0.2(4) . . . . ? N2 N3 C7 C9 -178.8(4) . . . . ? C6 O1 C7 N3 -0.1(4) . . . . ? C6 O1 C7 C9 179.1(3) . . . . ? C12 N4 C8 C9 -0.9(5) . . . . ? Co1 N4 C8 C9 -178.0(3) 2_646 . . . ? N4 C8 C9 C10 0.7(5) . . . . ? N4 C8 C9 C7 179.9(3) . . . . ? N3 C7 C9 C10 -159.3(4) . . . . ? O1 C7 C9 C10 21.7(5) . . . . ? N3 C7 C9 C8 21.5(6) . . . . ? O1 C7 C9 C8 -157.5(3) . . . . ? C8 C9 C10 C11 -0.1(5) . . . . ? C7 C9 C10 C11 -179.3(3) . . . . ? C9 C10 C11 C12 -0.2(6) . . . . ? C8 N4 C12 C11 0.5(5) . . . . ? Co1 N4 C12 C11 177.7(3) 2_646 . . . ? C10 C11 C12 N4 0.0(6) . . . . ? Co1 N5 C13 S1 40(9) . . . . ? _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 0.458 _refine_diff_density_min -0.465 _refine_diff_density_rms 0.061 #==END