# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_l _database_code_depnum_ccdc_archive 'CCDC 890024' #TrackingRef 'web_deposit_cif_file_0_Qin-YuZhu_1343086523.1-6.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H18 Cd N2 O9 S2' _chemical_formula_weight 546.83 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 triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.7258(11) _cell_length_b 10.6743(6) _cell_length_c 11.7457(11) _cell_angle_alpha 65.623(12) _cell_angle_beta 78.885(14) _cell_angle_gamma 76.553(14) _cell_volume 963.36(19) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 4786 _cell_measurement_theta_min 3.2 _cell_measurement_theta_max 27.5 _exptl_crystal_description Prism _exptl_crystal_colour Red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.878 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 544 _exptl_absorpt_coefficient_mu 1.403 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.845 _exptl_absorpt_correction_T_max 0.894 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9325 _diffrn_reflns_av_R_equivalents 0.0448 _diffrn_reflns_av_sigmaI/netI 0.0735 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.24 _diffrn_reflns_theta_max 27.47 _reflns_number_total 4323 _reflns_number_gt 3517 _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^)+(0.0496P)^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 4323 _refine_ls_number_parameters 295 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0680 _refine_ls_R_factor_gt 0.0496 _refine_ls_wR_factor_ref 0.1083 _refine_ls_wR_factor_gt 0.0997 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.021 _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 Cd1 Cd 0.29033(4) 0.49218(4) -0.15435(3) 0.02270(12) Uani 1 1 d . . . S1 S 0.34677(13) 0.13042(13) 0.34985(10) 0.0256(3) Uani 1 1 d . . . S2 S 0.69416(14) 0.04820(13) 0.34687(11) 0.0291(3) Uani 1 1 d . . . N1 N 0.5259(4) 0.5296(4) -0.2905(3) 0.0218(8) Uani 1 1 d . . . N2 N 0.2307(4) 0.6474(4) -0.3580(3) 0.0256(9) Uani 1 1 d . . . C1 C 0.4643(5) 0.2087(4) 0.2094(4) 0.0194(9) Uani 1 1 d . . . C2 C 0.6213(5) 0.1717(5) 0.2082(4) 0.0210(9) Uani 1 1 d . . . C3 C 0.5082(5) 0.0368(5) 0.4378(4) 0.0251(10) Uani 1 1 d . . . C4 C 0.3728(6) 0.3069(5) 0.1018(4) 0.0235(10) Uani 1 1 d . . . C5 C 0.7473(5) 0.2235(5) 0.0985(4) 0.0221(10) Uani 1 1 d . . . C6 C 0.6706(6) 0.4692(5) -0.2533(4) 0.0273(10) Uani 1 1 d . . . H6 H 0.6791 0.4159 -0.1674 0.033 Uiso 1 1 calc R . . C7 C 0.8072(6) 0.4820(5) -0.3359(5) 0.0326(11) Uani 1 1 d . . . H7 H 0.9069 0.4380 -0.3071 0.039 Uiso 1 1 calc R . . C8 C 0.7941(6) 0.5601(6) -0.4601(5) 0.0374(13) Uani 1 1 d . . . H8 H 0.8853 0.5710 -0.5186 0.045 Uiso 1 1 calc R . . C9 C 0.6459(6) 0.6231(6) -0.4998(4) 0.0311(11) Uani 1 1 d . . . H9 H 0.6356 0.6766 -0.5855 0.037 Uiso 1 1 calc R . . C10 C 0.5131(5) 0.6072(5) -0.4130(4) 0.0220(10) Uani 1 1 d . . . C11 C 0.0845(6) 0.7104(5) -0.3871(5) 0.0347(12) Uani 1 1 d . . . H11 H 0.0001 0.6928 -0.3227 0.042 Uiso 1 1 calc R . . C12 C 0.0507(6) 0.8004(6) -0.5072(5) 0.0452(14) Uani 1 1 d . . . H12 H -0.0540 0.8429 -0.5242 0.054 Uiso 1 1 calc R . . C13 C 0.1744(6) 0.8257(6) -0.6006(5) 0.0398(13) Uani 1 1 d . . . H13 H 0.1557 0.8855 -0.6836 0.048 Uiso 1 1 calc R . . C14 C 0.3268(6) 0.7625(5) -0.5717(4) 0.0319(11) Uani 1 1 d . . . H14 H 0.4129 0.7796 -0.6347 0.038 Uiso 1 1 calc R . . C15 C 0.3516(5) 0.6740(5) -0.4497(4) 0.0222(10) Uani 1 1 d . . . O1 O 0.2247(4) 0.3223(4) 0.1214(3) 0.0346(8) Uani 1 1 d . . . O2 O 0.4509(4) 0.3640(4) -0.0024(3) 0.0328(8) Uani 1 1 d . . . O3 O 0.7966(4) 0.1493(4) 0.0358(3) 0.0405(9) Uani 1 1 d . . . O4 O 0.7998(4) 0.3298(3) 0.0822(3) 0.0286(8) Uani 1 1 d . . . O5 O 0.0242(4) 0.4635(4) -0.1179(3) 0.0268(7) Uani 1 1 d D . . O6 O 0.3176(4) 0.2883(4) -0.1900(3) 0.0332(8) Uani 1 1 d D . . O7 O 0.0659(6) 0.1541(5) -0.1418(5) 0.0556(12) Uani 1 1 d D . . O8 O 0.5825(5) 0.1012(5) -0.0948(4) 0.0523(11) Uani 1 1 d D . . O9 O 0.1447(11) 0.0801(9) 0.1245(8) 0.162(3) Uani 1 1 d . . . H7A H 0.111(7) 0.069(3) -0.112(6) 0.06(2) Uiso 1 1 d D . . H5A H -0.009(8) 0.395(5) -0.057(4) 0.08(2) Uiso 1 1 d D . . H8A H 0.633(6) 0.135(5) -0.064(5) 0.038(16) Uiso 1 1 d D . . H6A H 0.387(5) 0.222(4) -0.151(5) 0.038(17) Uiso 1 1 d D . . H5B H -0.045(4) 0.535(3) -0.122(4) 0.025(14) Uiso 1 1 d D . . H8B H 0.591(15) 0.018(5) -0.087(11) 0.19(6) Uiso 1 1 d D . . H7B H -0.016(7) 0.153(11) -0.089(7) 0.14(4) Uiso 1 1 d D . . H6B H 0.239(6) 0.245(7) -0.164(6) 0.07(2) Uiso 1 1 d 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 Cd1 0.01931(19) 0.0261(2) 0.01786(19) -0.00524(14) -0.00077(13) -0.00199(14) S1 0.0173(6) 0.0298(7) 0.0185(6) 0.0004(5) -0.0013(4) -0.0025(5) S2 0.0177(6) 0.0345(7) 0.0198(6) 0.0020(5) -0.0023(5) 0.0009(5) N1 0.020(2) 0.022(2) 0.0200(19) -0.0046(16) -0.0018(16) -0.0029(16) N2 0.019(2) 0.028(2) 0.021(2) -0.0045(17) 0.0010(16) -0.0012(17) C1 0.019(2) 0.020(2) 0.014(2) -0.0020(18) -0.0004(17) -0.0039(19) C2 0.025(2) 0.021(2) 0.016(2) -0.0061(19) -0.0007(18) -0.006(2) C3 0.021(2) 0.027(3) 0.023(2) -0.006(2) -0.0014(19) -0.005(2) C4 0.030(3) 0.020(2) 0.019(2) -0.007(2) -0.0033(19) -0.003(2) C5 0.018(2) 0.024(3) 0.019(2) -0.005(2) -0.0012(18) -0.001(2) C6 0.025(3) 0.033(3) 0.020(2) -0.008(2) -0.004(2) -0.001(2) C7 0.016(2) 0.040(3) 0.036(3) -0.012(2) -0.005(2) 0.002(2) C8 0.023(3) 0.053(4) 0.032(3) -0.016(3) 0.008(2) -0.007(3) C9 0.027(3) 0.043(3) 0.020(2) -0.011(2) -0.001(2) -0.003(2) C10 0.024(2) 0.024(2) 0.020(2) -0.010(2) -0.0008(19) -0.008(2) C11 0.023(3) 0.031(3) 0.030(3) 0.001(2) 0.001(2) 0.004(2) C12 0.021(3) 0.053(4) 0.042(3) -0.004(3) -0.005(2) 0.003(3) C13 0.036(3) 0.044(3) 0.026(3) -0.003(2) -0.008(2) 0.001(3) C14 0.028(3) 0.037(3) 0.022(2) -0.004(2) 0.000(2) -0.006(2) C15 0.021(2) 0.023(2) 0.022(2) -0.008(2) -0.0014(18) -0.004(2) O1 0.0237(19) 0.040(2) 0.0320(19) -0.0083(17) -0.0091(15) 0.0039(16) O2 0.032(2) 0.038(2) 0.0164(16) 0.0030(15) -0.0098(15) -0.0031(17) O3 0.042(2) 0.041(2) 0.042(2) -0.0262(19) 0.0200(18) -0.0167(19) O4 0.0269(18) 0.0288(19) 0.0274(18) -0.0104(15) 0.0070(14) -0.0089(15) O5 0.0205(18) 0.030(2) 0.0259(18) -0.0081(17) 0.0004(15) -0.0037(16) O6 0.028(2) 0.032(2) 0.034(2) -0.0109(18) -0.0028(17) 0.0006(18) O7 0.044(3) 0.042(3) 0.079(3) -0.024(3) 0.009(3) -0.014(2) O8 0.052(3) 0.046(3) 0.066(3) -0.025(2) -0.015(2) -0.006(2) O9 0.172(9) 0.146(7) 0.159(8) -0.041(6) -0.026(6) -0.035(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O2 2.253(3) . ? Cd1 O4 2.307(3) 2_665 ? Cd1 O6 2.333(4) . ? Cd1 O5 2.347(3) . ? Cd1 N1 2.351(3) . ? Cd1 N2 2.355(4) . ? S1 C1 1.755(4) . ? S1 C3 1.762(5) . ? S2 C2 1.741(5) . ? S2 C3 1.762(5) . ? N1 C6 1.342(6) . ? N1 C10 1.343(5) . ? N2 C11 1.332(6) . ? N2 C15 1.342(5) . ? C1 C2 1.334(6) . ? C1 C4 1.497(6) . ? C2 C5 1.525(6) . ? C3 C3 1.341(9) 2_656 ? C4 O1 1.252(6) . ? C4 O2 1.261(5) . ? C5 O3 1.246(5) . ? C5 O4 1.250(5) . ? C6 C7 1.379(6) . ? C6 H6 0.9400 . ? C7 C8 1.362(7) . ? C7 H7 0.9400 . ? C8 C9 1.383(7) . ? C8 H8 0.9400 . ? C9 C10 1.380(6) . ? C9 H9 0.9400 . ? C10 C15 1.481(6) . ? C11 C12 1.382(7) . ? C11 H11 0.9400 . ? C12 C13 1.370(7) . ? C12 H12 0.9400 . ? C13 C14 1.381(7) . ? C13 H13 0.9400 . ? C14 C15 1.379(7) . ? C14 H14 0.9400 . ? O4 Cd1 2.307(3) 2_665 ? O5 H5A 0.85(2) . ? O5 H5B 0.848(19) . ? O6 H6A 0.84(2) . ? O6 H6B 0.85(2) . ? O7 H7A 0.85(2) . ? O7 H7B 0.85(2) . ? O8 H8A 0.837(19) . ? O8 H8B 0.84(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Cd1 O4 94.87(12) . 2_665 ? O2 Cd1 O6 85.83(13) . . ? O4 Cd1 O6 163.53(11) 2_665 . ? O2 Cd1 O5 119.22(12) . . ? O4 Cd1 O5 85.53(11) 2_665 . ? O6 Cd1 O5 79.82(13) . . ? O2 Cd1 N1 85.36(12) . . ? O4 Cd1 N1 110.64(11) 2_665 . ? O6 Cd1 N1 85.83(12) . . ? O5 Cd1 N1 150.11(12) . . ? O2 Cd1 N2 155.13(13) . . ? O4 Cd1 N2 90.21(12) 2_665 . ? O6 Cd1 N2 96.05(13) . . ? O5 Cd1 N2 85.41(13) . . ? N1 Cd1 N2 70.10(13) . . ? C1 S1 C3 94.9(2) . . ? C2 S2 C3 95.7(2) . . ? C6 N1 C10 118.9(4) . . ? C6 N1 Cd1 123.2(3) . . ? C10 N1 Cd1 117.7(3) . . ? C11 N2 C15 118.3(4) . . ? C11 N2 Cd1 123.9(3) . . ? C15 N2 Cd1 117.8(3) . . ? C2 C1 C4 127.5(4) . . ? C2 C1 S1 117.9(3) . . ? C4 C1 S1 114.5(3) . . ? C1 C2 C5 127.7(4) . . ? C1 C2 S2 117.2(3) . . ? C5 C2 S2 115.1(3) . . ? C3 C3 S2 122.9(5) 2_656 . ? C3 C3 S1 123.4(5) 2_656 . ? S2 C3 S1 113.7(2) . . ? O1 C4 O2 125.2(4) . . ? O1 C4 C1 117.3(4) . . ? O2 C4 C1 117.4(4) . . ? O3 C5 O4 125.0(4) . . ? O3 C5 C2 115.8(4) . . ? O4 C5 C2 119.0(4) . . ? N1 C6 C7 122.8(4) . . ? N1 C6 H6 118.6 . . ? C7 C6 H6 118.6 . . ? C8 C7 C6 118.3(5) . . ? C8 C7 H7 120.8 . . ? C6 C7 H7 120.8 . . ? C7 C8 C9 119.5(5) . . ? C7 C8 H8 120.2 . . ? C9 C8 H8 120.2 . . ? C10 C9 C8 119.7(5) . . ? C10 C9 H9 120.2 . . ? C8 C9 H9 120.2 . . ? N1 C10 C9 120.8(4) . . ? N1 C10 C15 117.1(4) . . ? C9 C10 C15 122.1(4) . . ? N2 C11 C12 123.4(5) . . ? N2 C11 H11 118.3 . . ? C12 C11 H11 118.3 . . ? C13 C12 C11 118.0(5) . . ? C13 C12 H12 121.0 . . ? C11 C12 H12 121.0 . . ? C12 C13 C14 119.4(5) . . ? C12 C13 H13 120.3 . . ? C14 C13 H13 120.3 . . ? C15 C14 C13 119.4(5) . . ? C15 C14 H14 120.3 . . ? C13 C14 H14 120.3 . . ? N2 C15 C14 121.5(4) . . ? N2 C15 C10 117.0(4) . . ? C14 C15 C10 121.5(4) . . ? C4 O2 Cd1 111.4(3) . . ? C5 O4 Cd1 133.3(3) . 2_665 ? Cd1 O5 H5A 122(5) . . ? Cd1 O5 H5B 117(3) . . ? H5A O5 H5B 107(6) . . ? Cd1 O6 H6A 114(4) . . ? Cd1 O6 H6B 117(5) . . ? H6A O6 H6B 98(6) . . ? H7A O7 H7B 101(8) . . ? H8A O8 H8B 130(10) . . ? 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 Cd1 N1 C6 4.1(3) . . . . ? O4 Cd1 N1 C6 97.5(3) 2_665 . . . ? O6 Cd1 N1 C6 -82.1(4) . . . . ? O5 Cd1 N1 C6 -143.2(3) . . . . ? N2 Cd1 N1 C6 180.0(4) . . . . ? O2 Cd1 N1 C10 179.0(3) . . . . ? O4 Cd1 N1 C10 -87.6(3) 2_665 . . . ? O6 Cd1 N1 C10 92.8(3) . . . . ? O5 Cd1 N1 C10 31.6(4) . . . . ? N2 Cd1 N1 C10 -5.2(3) . . . . ? O2 Cd1 N2 C11 -166.1(4) . . . . ? O4 Cd1 N2 C11 -63.9(4) 2_665 . . . ? O6 Cd1 N2 C11 100.8(4) . . . . ? O5 Cd1 N2 C11 21.6(4) . . . . ? N1 Cd1 N2 C11 -175.9(4) . . . . ? O2 Cd1 N2 C15 13.7(5) . . . . ? O4 Cd1 N2 C15 115.8(3) 2_665 . . . ? O6 Cd1 N2 C15 -79.4(3) . . . . ? O5 Cd1 N2 C15 -158.7(3) . . . . ? N1 Cd1 N2 C15 3.9(3) . . . . ? C3 S1 C1 C2 4.1(4) . . . . ? C3 S1 C1 C4 -178.4(3) . . . . ? C4 C1 C2 C5 2.3(7) . . . . ? S1 C1 C2 C5 179.4(3) . . . . ? C4 C1 C2 S2 -176.9(3) . . . . ? S1 C1 C2 S2 0.2(5) . . . . ? C3 S2 C2 C1 -4.4(4) . . . . ? C3 S2 C2 C5 176.3(3) . . . . ? C2 S2 C3 C3 -173.3(5) . . . 2_656 ? C2 S2 C3 S1 6.9(3) . . . . ? C1 S1 C3 C3 173.4(6) . . . 2_656 ? C1 S1 C3 S2 -6.8(3) . . . . ? C2 C1 C4 O1 176.6(4) . . . . ? S1 C1 C4 O1 -0.6(5) . . . . ? C2 C1 C4 O2 -1.3(7) . . . . ? S1 C1 C4 O2 -178.5(3) . . . . ? C1 C2 C5 O3 -95.2(6) . . . . ? S2 C2 C5 O3 84.0(5) . . . . ? C1 C2 C5 O4 89.0(6) . . . . ? S2 C2 C5 O4 -91.8(5) . . . . ? C10 N1 C6 C7 -0.7(7) . . . . ? Cd1 N1 C6 C7 174.2(3) . . . . ? N1 C6 C7 C8 0.4(7) . . . . ? C6 C7 C8 C9 -0.3(8) . . . . ? C7 C8 C9 C10 0.5(8) . . . . ? C6 N1 C10 C9 0.9(6) . . . . ? Cd1 N1 C10 C9 -174.2(3) . . . . ? C6 N1 C10 C15 -179.0(4) . . . . ? Cd1 N1 C10 C15 5.9(5) . . . . ? C8 C9 C10 N1 -0.8(7) . . . . ? C8 C9 C10 C15 179.1(4) . . . . ? C15 N2 C11 C12 0.8(8) . . . . ? Cd1 N2 C11 C12 -179.4(4) . . . . ? N2 C11 C12 C13 0.0(9) . . . . ? C11 C12 C13 C14 -0.7(9) . . . . ? C12 C13 C14 C15 0.7(8) . . . . ? C11 N2 C15 C14 -0.9(7) . . . . ? Cd1 N2 C15 C14 179.3(3) . . . . ? C11 N2 C15 C10 177.4(4) . . . . ? Cd1 N2 C15 C10 -2.4(5) . . . . ? C13 C14 C15 N2 0.2(7) . . . . ? C13 C14 C15 C10 -178.0(4) . . . . ? N1 C10 C15 N2 -2.3(6) . . . . ? C9 C10 C15 N2 177.8(4) . . . . ? N1 C10 C15 C14 175.9(4) . . . . ? C9 C10 C15 C14 -3.9(7) . . . . ? O1 C4 O2 Cd1 -2.5(6) . . . . ? C1 C4 O2 Cd1 175.1(3) . . . . ? O4 Cd1 O2 C4 73.5(3) 2_665 . . . ? O6 Cd1 O2 C4 -90.0(3) . . . . ? O5 Cd1 O2 C4 -14.1(3) . . . . ? N1 Cd1 O2 C4 -176.1(3) . . . . ? N2 Cd1 O2 C4 174.6(3) . . . . ? O3 C5 O4 Cd1 167.2(3) . . . 2_665 ? C2 C5 O4 Cd1 -17.4(6) . . . 2_665 ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 1.065 _refine_diff_density_min -0.848 _refine_diff_density_rms 0.160 data_2 _database_code_depnum_ccdc_archive 'CCDC 890025' #TrackingRef 'web_deposit_cif_file_0_Qin-YuZhu_1343086523.1-6.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C35 H40 Cd2 N4 O15 S4' _chemical_formula_weight 1109.75 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 'C 2/c ' _symmetry_space_group_name_Hall '-C 2yc ' 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 10.7360(13) _cell_length_b 23.426(3) _cell_length_c 16.561(2) _cell_angle_alpha 90.00 _cell_angle_beta 95.698(4) _cell_angle_gamma 90.00 _cell_volume 4144.5(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5704 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description Prism _exptl_crystal_colour Red _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.769 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2208 _exptl_absorpt_coefficient_mu 1.301 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.883 _exptl_absorpt_correction_T_max 0.901 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11917 _diffrn_reflns_av_R_equivalents 0.0496 _diffrn_reflns_av_sigmaI/netI 0.0698 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 27.49 _reflns_number_total 4682 _reflns_number_gt 3705 _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^)+(0.0745P)^2^+25.4159P] 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 4682 _refine_ls_number_parameters 288 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0969 _refine_ls_R_factor_gt 0.0728 _refine_ls_wR_factor_ref 0.1824 _refine_ls_wR_factor_gt 0.1691 _refine_ls_goodness_of_fit_ref 1.157 _refine_ls_restrained_S_all 1.156 _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 Cd1 Cd 0.37694(5) 0.44282(2) -0.03029(3) 0.02936(19) Uani 1 1 d . . . S1 S 0.72788(19) 0.33803(7) 0.04133(10) 0.0317(4) Uani 1 1 d . . . S2 S 0.76899(19) 0.28927(7) -0.11858(10) 0.0324(4) Uani 1 1 d . . . N1 N 0.4054(6) 0.3434(3) -0.0446(4) 0.0384(15) Uani 1 1 d . . . N2 N 0.3537(6) 0.3989(2) 0.0916(3) 0.0311(13) Uani 1 1 d . . . C1 C 0.7227(6) 0.3851(3) -0.0403(4) 0.0239(13) Uani 1 1 d . . . C2 C 0.7417(6) 0.3628(3) -0.1130(4) 0.0231(13) Uani 1 1 d . . . C3 C 0.7495(7) 0.2761(3) -0.0157(4) 0.0279(15) Uani 1 1 d . . . C4 C 0.7055(7) 0.4476(3) -0.0218(4) 0.0257(14) Uani 1 1 d . . . C5 C 0.7379(6) 0.3949(3) -0.1919(3) 0.0232(13) Uani 1 1 d . . . C6 C 0.4248(8) 0.3180(4) -0.1143(5) 0.046(2) Uani 1 1 d . . . H6 H 0.4295 0.3406 -0.1600 0.056 Uiso 1 1 calc R . . C7 C 0.4379(9) 0.2605(4) -0.1218(6) 0.055(2) Uani 1 1 d . . . H7 H 0.4496 0.2441 -0.1716 0.066 Uiso 1 1 calc R . . C8 C 0.4333(9) 0.2266(4) -0.0527(7) 0.060(3) Uani 1 1 d . . . H8 H 0.4427 0.1872 -0.0555 0.072 Uiso 1 1 calc R . . C9 C 0.4145(8) 0.2527(3) 0.0196(6) 0.047(2) Uani 1 1 d . . . H9 H 0.4132 0.2312 0.0666 0.057 Uiso 1 1 calc R . . C10 C 0.3975(7) 0.3116(3) 0.0217(5) 0.0327(16) Uani 1 1 d . . . C11 C 0.3283(8) 0.4268(3) 0.1575(5) 0.0387(18) Uani 1 1 d . . . H11 H 0.3148 0.4659 0.1534 0.046 Uiso 1 1 calc R . . C12 C 0.3205(9) 0.4011(4) 0.2327(5) 0.048(2) Uani 1 1 d . . . H12 H 0.3037 0.4224 0.2778 0.058 Uiso 1 1 calc R . . C13 C 0.3382(11) 0.3437(4) 0.2377(5) 0.065(3) Uani 1 1 d . . . H13 H 0.3313 0.3248 0.2864 0.078 Uiso 1 1 calc R . . C14 C 0.3670(9) 0.3132(4) 0.1691(5) 0.050(2) Uani 1 1 d . . . H14 H 0.3828 0.2742 0.1725 0.060 Uiso 1 1 calc R . . C15 C 0.3715(7) 0.3418(3) 0.0965(4) 0.0332(16) Uani 1 1 d . . . C16 C 0.0775(13) 0.4113(6) -0.0775(8) 0.090(4) Uani 1 1 d . . . H16A H 0.0837 0.3701 -0.0728 0.108 Uiso 1 1 calc R . . H16B H 0.0102 0.4186 -0.1198 0.108 Uiso 1 1 calc R . . C17 C 0.0271(17) 0.4306(8) 0.0000(11) 0.135(7) Uani 1 1 d . . . H17A H 0.0266 0.3990 0.0368 0.202 Uiso 1 1 calc R . . H17B H -0.0567 0.4447 -0.0120 0.202 Uiso 1 1 calc R . . H17C H 0.0793 0.4605 0.0245 0.202 Uiso 1 1 calc R . . O1 O 0.6022(5) 0.4610(2) 0.0017(3) 0.0339(11) Uani 1 1 d . . . O2 O 0.7926(5) 0.4807(2) -0.0272(3) 0.0370(12) Uani 1 1 d . . . O3 O 0.6740(5) 0.4401(2) -0.1985(3) 0.0328(11) Uani 1 1 d . . . O4 O 0.7946(5) 0.3728(2) -0.2465(3) 0.0385(13) Uani 1 1 d . . . O5 O 0.1906(5) 0.4288(3) -0.1119(3) 0.0409(13) Uani 1 1 d D . . O6 O 0.4401(6) 0.4638(3) -0.1537(3) 0.0418(13) Uani 1 1 d D . . O7 O 1.0000 0.2997(4) -0.2500 0.073(3) Uani 1 2 d S . . O8 O -0.012(3) 0.3407(5) 0.2403(17) 0.076(5) Uiso 0.50 1 d P . . C18 C -0.015(3) 0.4877(14) 0.2192(18) 0.118(11) Uiso 0.50 1 d P . . O9 O -0.001(3) 0.4310(6) 0.2641(13) 0.077(5) Uiso 0.50 1 d P . . H6A H 0.421(12) 0.483(5) -0.197(5) 0.11(5) Uiso 1 1 d D . . H6B H 0.516(4) 0.456(5) -0.160(7) 0.09(4) Uiso 1 1 d D . . H7A H 0.941(7) 0.323(3) -0.256(4) 0.03(2) Uiso 1 1 d . . . H5 H 0.240(7) 0.401(3) -0.116(6) 0.06(3) Uiso 1 1 d 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 Cd1 0.0387(3) 0.0271(3) 0.0225(3) -0.0014(2) 0.0039(2) -0.0017(2) S1 0.0533(12) 0.0236(8) 0.0194(7) 0.0011(6) 0.0091(7) 0.0072(8) S2 0.0549(12) 0.0221(9) 0.0222(8) 0.0017(6) 0.0141(7) 0.0090(8) N1 0.045(4) 0.033(3) 0.037(3) -0.008(3) 0.001(3) 0.001(3) N2 0.039(3) 0.026(3) 0.029(3) -0.003(2) 0.007(2) -0.002(3) C1 0.029(3) 0.021(3) 0.023(3) 0.005(3) 0.006(3) 0.003(3) C2 0.029(3) 0.017(3) 0.024(3) 0.000(2) 0.006(3) 0.002(3) C3 0.035(4) 0.029(4) 0.021(3) 0.005(3) 0.008(3) 0.003(3) C4 0.035(4) 0.027(3) 0.015(3) 0.000(2) -0.003(3) 0.010(3) C5 0.029(3) 0.025(3) 0.016(3) 0.004(2) 0.006(2) 0.001(3) C6 0.048(5) 0.051(5) 0.039(4) -0.014(4) 0.002(4) 0.007(4) C7 0.049(5) 0.055(6) 0.060(6) -0.024(5) 0.007(4) 0.002(4) C8 0.058(6) 0.036(5) 0.088(7) -0.023(5) 0.020(5) 0.009(4) C9 0.043(5) 0.028(4) 0.073(6) 0.001(4) 0.012(4) 0.007(4) C10 0.029(4) 0.020(3) 0.049(4) -0.001(3) 0.001(3) 0.005(3) C11 0.050(5) 0.031(4) 0.036(4) 0.001(3) 0.012(3) 0.000(3) C12 0.066(6) 0.045(5) 0.037(4) 0.002(4) 0.020(4) -0.003(4) C13 0.100(9) 0.057(6) 0.039(5) 0.021(4) 0.015(5) -0.001(6) C14 0.076(7) 0.027(4) 0.049(5) 0.009(4) 0.008(4) 0.001(4) C15 0.032(4) 0.032(4) 0.035(4) -0.001(3) 0.004(3) -0.002(3) C16 0.107(11) 0.089(10) 0.073(8) -0.016(7) 0.008(7) 0.009(8) C17 0.124(15) 0.156(17) 0.128(15) -0.033(12) 0.031(12) -0.028(12) O1 0.030(3) 0.033(3) 0.038(3) -0.005(2) -0.001(2) 0.010(2) O2 0.037(3) 0.026(3) 0.049(3) -0.002(2) 0.008(2) -0.006(2) O3 0.046(3) 0.029(3) 0.023(2) 0.0035(19) 0.003(2) 0.011(2) O4 0.049(3) 0.043(3) 0.026(2) 0.006(2) 0.012(2) 0.013(3) O5 0.031(3) 0.055(4) 0.037(3) -0.012(3) 0.005(2) 0.003(3) O6 0.043(3) 0.061(4) 0.022(2) -0.003(3) 0.004(2) -0.004(3) O7 0.046(6) 0.033(5) 0.146(11) 0.000 0.044(6) 0.000 _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 O6 2.270(5) . ? Cd1 N2 2.301(6) . ? Cd1 O1 2.309(5) 5_665 ? Cd1 O5 2.324(5) . ? Cd1 N1 2.363(6) . ? Cd1 O1 2.460(5) . ? S1 C1 1.741(6) . ? S1 C3 1.760(7) . ? S2 C2 1.751(6) . ? S2 C3 1.765(6) . ? N1 C6 1.334(10) . ? N1 C10 1.337(10) . ? N2 C11 1.324(9) . ? N2 C15 1.352(9) . ? C1 C2 1.347(9) . ? C1 C4 1.510(9) . ? C2 C5 1.504(8) . ? C3 C3 1.326(13) 7_655 ? C4 O2 1.224(9) . ? C4 O1 1.252(8) . ? C5 O4 1.251(8) . ? C5 O3 1.260(8) . ? C6 C7 1.362(13) . ? C6 H6 0.9300 . ? C7 C8 1.396(14) . ? C7 H7 0.9300 . ? C8 C9 1.377(13) . ? C8 H8 0.9300 . ? C9 C10 1.392(10) . ? C9 H9 0.9300 . ? C10 C15 1.476(10) . ? C11 C12 1.393(11) . ? C11 H11 0.9300 . ? C12 C13 1.358(13) . ? C12 H12 0.9300 . ? C13 C14 1.403(13) . ? C13 H13 0.9300 . ? C14 C15 1.382(11) . ? C14 H14 0.9300 . ? C16 O5 1.451(15) . ? C16 C17 1.511(19) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? O1 Cd1 2.309(5) 5_665 ? O5 H5 0.84(2) . ? O6 H6A 0.85(2) . ? O6 H6B 0.85(2) . ? O7 H7A 0.84(7) . ? C18 C18 1.04(6) 2 ? C18 O9 1.36(3) 2 ? C18 O9 1.52(3) . ? O9 O9 0.47(4) 2 ? O9 C18 1.36(3) 2 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O6 Cd1 N2 162.6(2) . . ? O6 Cd1 O1 86.7(2) . 5_665 ? N2 Cd1 O1 105.87(19) . 5_665 ? O6 Cd1 O5 79.8(2) . . ? N2 Cd1 O5 106.6(2) . . ? O1 Cd1 O5 108.50(19) 5_665 . ? O6 Cd1 N1 94.0(2) . . ? N2 Cd1 N1 70.9(2) . . ? O1 Cd1 N1 166.2(2) 5_665 . ? O5 Cd1 N1 85.1(2) . . ? O6 Cd1 O1 77.38(19) . . ? N2 Cd1 O1 94.48(19) . . ? O1 Cd1 O1 73.36(18) 5_665 . ? O5 Cd1 O1 157.01(19) . . ? N1 Cd1 O1 93.3(2) . . ? C1 S1 C3 95.8(3) . . ? C2 S2 C3 94.9(3) . . ? C6 N1 C10 119.3(7) . . ? C6 N1 Cd1 124.0(6) . . ? C10 N1 Cd1 116.6(5) . . ? C11 N2 C15 118.5(6) . . ? C11 N2 Cd1 123.5(5) . . ? C15 N2 Cd1 117.9(4) . . ? C2 C1 C4 126.1(6) . . ? C2 C1 S1 116.9(5) . . ? C4 C1 S1 116.8(5) . . ? C1 C2 C5 126.1(6) . . ? C1 C2 S2 118.0(5) . . ? C5 C2 S2 115.9(5) . . ? C3 C3 S1 123.1(7) 7_655 . ? C3 C3 S2 122.8(7) 7_655 . ? S1 C3 S2 114.1(4) . . ? O2 C4 O1 124.8(6) . . ? O2 C4 C1 119.3(6) . . ? O1 C4 C1 115.8(6) . . ? O4 C5 O3 125.8(6) . . ? O4 C5 C2 116.6(6) . . ? O3 C5 C2 117.5(6) . . ? N1 C6 C7 123.2(9) . . ? N1 C6 H6 118.4 . . ? C7 C6 H6 118.4 . . ? C6 C7 C8 118.3(9) . . ? C6 C7 H7 120.8 . . ? C8 C7 H7 120.8 . . ? C9 C8 C7 118.7(9) . . ? C9 C8 H8 120.6 . . ? C7 C8 H8 120.6 . . ? C8 C9 C10 119.5(9) . . ? C8 C9 H9 120.2 . . ? C10 C9 H9 120.2 . . ? N1 C10 C9 120.8(7) . . ? N1 C10 C15 117.0(6) . . ? C9 C10 C15 122.2(7) . . ? N2 C11 C12 124.1(8) . . ? N2 C11 H11 118.0 . . ? C12 C11 H11 118.0 . . ? C13 C12 C11 117.5(8) . . ? C13 C12 H12 121.3 . . ? C11 C12 H12 121.3 . . ? C12 C13 C14 119.7(8) . . ? C12 C13 H13 120.1 . . ? C14 C13 H13 120.1 . . ? C15 C14 C13 119.2(8) . . ? C15 C14 H14 120.4 . . ? C13 C14 H14 120.4 . . ? N2 C15 C14 121.0(7) . . ? N2 C15 C10 117.4(6) . . ? C14 C15 C10 121.6(7) . . ? O5 C16 C17 129.3(12) . . ? O5 C16 H16A 105.0 . . ? C17 C16 H16A 105.0 . . ? O5 C16 H16B 105.0 . . ? C17 C16 H16B 105.0 . . ? H16A C16 H16B 105.8 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C4 O1 Cd1 103.7(4) . 5_665 ? C4 O1 Cd1 140.5(4) . . ? Cd1 O1 Cd1 106.64(18) 5_665 . ? C16 O5 Cd1 121.1(6) . . ? C16 O5 H5 112(7) . . ? Cd1 O5 H5 69(7) . . ? Cd1 O6 H6A 143(9) . . ? Cd1 O6 H6B 116(8) . . ? H6A O6 H6B 99(10) . . ? C18 C18 O9 77.4(15) 2 2 ? C18 C18 O9 60.9(14) 2 . ? O9 C18 O9 17.7(17) 2 . ? O9 O9 C18 100.7(19) 2 2 ? O9 O9 C18 61.7(16) 2 . ? C18 O9 C18 42(2) 2 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O6 Cd1 N1 C6 -12.2(7) . . . . ? N2 Cd1 N1 C6 176.6(7) . . . . ? O1 Cd1 N1 C6 -104.6(10) 5_665 . . . ? O5 Cd1 N1 C6 67.2(7) . . . . ? O1 Cd1 N1 C6 -89.8(7) . . . . ? O6 Cd1 N1 C10 169.8(5) . . . . ? N2 Cd1 N1 C10 -1.4(5) . . . . ? O1 Cd1 N1 C10 77.4(11) 5_665 . . . ? O5 Cd1 N1 C10 -110.8(6) . . . . ? O1 Cd1 N1 C10 92.2(5) . . . . ? O6 Cd1 N2 C11 149.2(7) . . . . ? O1 Cd1 N2 C11 14.2(7) 5_665 . . . ? O5 Cd1 N2 C11 -101.2(6) . . . . ? N1 Cd1 N2 C11 -179.9(7) . . . . ? O1 Cd1 N2 C11 88.1(6) . . . . ? O6 Cd1 N2 C15 -28.4(10) . . . . ? O1 Cd1 N2 C15 -163.4(5) 5_665 . . . ? O5 Cd1 N2 C15 81.2(5) . . . . ? N1 Cd1 N2 C15 2.5(5) . . . . ? O1 Cd1 N2 C15 -89.5(5) . . . . ? C3 S1 C1 C2 -3.3(6) . . . . ? C3 S1 C1 C4 -179.5(5) . . . . ? C4 C1 C2 C5 -6.0(11) . . . . ? S1 C1 C2 C5 178.2(5) . . . . ? C4 C1 C2 S2 176.0(5) . . . . ? S1 C1 C2 S2 0.2(8) . . . . ? C3 S2 C2 C1 2.9(6) . . . . ? C3 S2 C2 C5 -175.2(5) . . . . ? C1 S1 C3 C3 -174.5(9) . . . 7_655 ? C1 S1 C3 S2 5.2(5) . . . . ? C2 S2 C3 C3 174.7(9) . . . 7_655 ? C2 S2 C3 S1 -5.0(4) . . . . ? C2 C1 C4 O2 -65.5(9) . . . . ? S1 C1 C4 O2 110.3(6) . . . . ? C2 C1 C4 O1 117.5(8) . . . . ? S1 C1 C4 O1 -66.7(7) . . . . ? C1 C2 C5 O4 158.2(7) . . . . ? S2 C2 C5 O4 -23.8(8) . . . . ? C1 C2 C5 O3 -24.8(10) . . . . ? S2 C2 C5 O3 153.2(5) . . . . ? C10 N1 C6 C7 -0.4(13) . . . . ? Cd1 N1 C6 C7 -178.3(6) . . . . ? N1 C6 C7 C8 -1.3(14) . . . . ? C6 C7 C8 C9 0.6(14) . . . . ? C7 C8 C9 C10 1.6(14) . . . . ? C6 N1 C10 C9 2.7(11) . . . . ? Cd1 N1 C10 C9 -179.2(6) . . . . ? C6 N1 C10 C15 -177.9(7) . . . . ? Cd1 N1 C10 C15 0.2(8) . . . . ? C8 C9 C10 N1 -3.4(12) . . . . ? C8 C9 C10 C15 177.3(8) . . . . ? C15 N2 C11 C12 1.1(12) . . . . ? Cd1 N2 C11 C12 -176.5(6) . . . . ? N2 C11 C12 C13 -1.1(14) . . . . ? C11 C12 C13 C14 1.9(16) . . . . ? C12 C13 C14 C15 -2.7(16) . . . . ? C11 N2 C15 C14 -1.9(11) . . . . ? Cd1 N2 C15 C14 175.8(6) . . . . ? C11 N2 C15 C10 179.0(7) . . . . ? Cd1 N2 C15 C10 -3.3(8) . . . . ? C13 C14 C15 N2 2.7(14) . . . . ? C13 C14 C15 C10 -178.1(9) . . . . ? N1 C10 C15 N2 2.0(10) . . . . ? C9 C10 C15 N2 -178.6(7) . . . . ? N1 C10 C15 C14 -177.1(8) . . . . ? C9 C10 C15 C14 2.3(12) . . . . ? O2 C4 O1 Cd1 -0.4(7) . . . 5_665 ? C1 C4 O1 Cd1 176.4(4) . . . 5_665 ? O2 C4 O1 Cd1 139.1(6) . . . . ? C1 C4 O1 Cd1 -44.1(9) . . . . ? O6 Cd1 O1 C4 -48.6(7) . . . . ? N2 Cd1 O1 C4 115.9(7) . . . . ? O1 Cd1 O1 C4 -138.8(8) 5_665 . . . ? O5 Cd1 O1 C4 -40.6(10) . . . . ? N1 Cd1 O1 C4 44.8(7) . . . . ? O6 Cd1 O1 Cd1 90.3(2) . . . 5_665 ? N2 Cd1 O1 Cd1 -105.2(2) . . . 5_665 ? O1 Cd1 O1 Cd1 0.0 5_665 . . 5_665 ? O5 Cd1 O1 Cd1 98.3(5) . . . 5_665 ? N1 Cd1 O1 Cd1 -176.4(2) . . . 5_665 ? C17 C16 O5 Cd1 40.5(19) . . . . ? O6 Cd1 O5 C16 180.0(8) . . . . ? N2 Cd1 O5 C16 16.6(8) . . . . ? O1 Cd1 O5 C16 -97.0(8) 5_665 . . . ? N1 Cd1 O5 C16 85.0(8) . . . . ? O1 Cd1 O5 C16 172.1(7) . . . . ? C18 C18 O9 O9 -157(9) 2 . . 2 ? O9 C18 O9 C18 157(9) 2 . . 2 ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 2.743 _refine_diff_density_min -0.740 _refine_diff_density_rms 0.163 data_3 _database_code_depnum_ccdc_archive 'CCDC 890026' #TrackingRef 'web_deposit_cif_file_0_Qin-YuZhu_1343086523.1-6.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H18 Cd N2 O8 S2' _chemical_formula_weight 566.86 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 'C 2/c ' _symmetry_space_group_name_Hall '-C 2yc ' 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 10.8173(18) _cell_length_b 23.278(4) _cell_length_c 16.465(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.660(5) _cell_angle_gamma 90.00 _cell_volume 4109.0(12) _cell_formula_units_Z 8 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 7509 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description Prism _exptl_crystal_colour Red _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.800 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2192 _exptl_absorpt_coefficient_mu 1.316 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.789 _exptl_absorpt_correction_T_max 0.877 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11049 _diffrn_reflns_av_R_equivalents 0.0819 _diffrn_reflns_av_sigmaI/netI 0.0937 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3600 _reflns_number_gt 2634 _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^)+(0.0352P)^2^+28.3190P] 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 3600 _refine_ls_number_parameters 281 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1187 _refine_ls_R_factor_gt 0.0799 _refine_ls_wR_factor_ref 0.1460 _refine_ls_wR_factor_gt 0.1307 _refine_ls_goodness_of_fit_ref 1.180 _refine_ls_restrained_S_all 1.180 _refine_ls_shift/su_max 0.063 _refine_ls_shift/su_mean 0.003 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 0.62119(6) 0.44196(3) 0.53396(4) 0.0349(2) Uani 1 1 d . . . S1 S 0.7257(2) 0.66200(10) 0.54326(13) 0.0368(6) Uani 1 1 d . . . S2 S 0.7677(2) 0.70928(10) 0.38194(13) 0.0380(6) Uani 1 1 d . . . N1 N 0.5894(7) 0.3430(3) 0.5522(4) 0.0350(18) Uani 1 1 d . . . N2 N 0.6397(7) 0.3949(3) 0.4120(4) 0.0361(18) Uani 1 1 d . . . C1 C 0.7246(7) 0.6138(3) 0.4613(4) 0.0253(19) Uani 1 1 d . . . C2 C 0.7417(8) 0.6353(4) 0.3886(5) 0.028(2) Uani 1 1 d . . . C3 C 0.7488(8) 0.7238(4) 0.4849(5) 0.034(2) Uani 1 1 d . . . C4 C 0.7379(9) 0.6032(4) 0.3090(5) 0.033(2) Uani 1 1 d . . . C5 C 0.7038(8) 0.5520(4) 0.4818(5) 0.032(2) Uani 1 1 d . . . C6 C 0.5695(8) 0.3171(4) 0.6206(6) 0.043(2) Uani 1 1 d . . . H6 H 0.5642 0.3398 0.6673 0.051 Uiso 1 1 calc R . . C7 C 0.5559(9) 0.2573(5) 0.6270(6) 0.052(3) Uani 1 1 d . . . H7 H 0.5428 0.2404 0.6770 0.062 Uiso 1 1 calc R . . C8 C 0.5623(9) 0.2247(4) 0.5595(7) 0.051(3) Uani 1 1 d . . . H8 H 0.5503 0.1847 0.5622 0.061 Uiso 1 1 calc R . . C9 C 0.5858(8) 0.2491(4) 0.4873(6) 0.040(2) Uani 1 1 d . . . C10 C 0.6008(8) 0.3090(4) 0.4865(5) 0.034(2) Uani 1 1 d . . . C11 C 0.6648(9) 0.4209(4) 0.3431(6) 0.048(3) Uani 1 1 d . . . H11 H 0.6762 0.4610 0.3433 0.058 Uiso 1 1 calc R . . C12 C 0.6746(10) 0.3902(5) 0.2713(5) 0.049(3) Uani 1 1 d . . . H12 H 0.6914 0.4095 0.2238 0.059 Uiso 1 1 calc R . . C13 C 0.6594(9) 0.3318(5) 0.2705(6) 0.051(3) Uani 1 1 d . . . H13 H 0.6652 0.3107 0.2224 0.061 Uiso 1 1 calc R . . C14 C 0.6355(8) 0.3039(4) 0.3414(6) 0.040(2) Uani 1 1 d . . . C15 C 0.6254(8) 0.3368(4) 0.4116(5) 0.032(2) Uani 1 1 d . . . C16 C 0.5971(9) 0.2168(4) 0.4151(6) 0.047(3) Uani 1 1 d . . . H16 H 0.5887 0.1766 0.4159 0.057 Uiso 1 1 calc R . . C17 C 0.6197(9) 0.2431(4) 0.3458(6) 0.046(3) Uani 1 1 d . . . H17 H 0.6252 0.2208 0.2989 0.055 Uiso 1 1 calc R . . O1 O 0.6030(6) 0.5394(3) 0.5075(4) 0.0404(16) Uani 1 1 d . . . O2 O 0.7860(7) 0.5168(3) 0.4745(4) 0.0503(18) Uani 1 1 d . . . O3 O 0.6790(6) 0.5567(3) 0.3025(3) 0.0391(15) Uani 1 1 d . . . O4 O 0.7914(6) 0.6266(3) 0.2557(4) 0.0502(18) Uani 1 1 d . . . O5 O 0.8103(6) 0.4303(3) 0.6155(4) 0.0518(18) Uani 1 1 d . . . O6 O 0.5537(6) 0.4640(3) 0.6560(3) 0.0460(17) Uani 1 1 d . . . O7 O 0.0259(15) 0.4237(8) 0.0169(19) 0.294(13) Uani 1 1 d . . . O8 O 0.0281(17) 0.4912(14) 0.1336(15) 0.341(16) Uani 1 1 d . . . C18 C -0.083(3) 0.4596(18) 0.189(2) 0.300(19) 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 Cd1 0.0497(4) 0.0254(4) 0.0308(4) 0.0002(3) 0.0102(3) 0.0037(4) S1 0.0604(16) 0.0254(13) 0.0264(11) -0.0021(10) 0.0128(10) -0.0097(11) S2 0.0594(16) 0.0278(13) 0.0297(12) -0.0035(10) 0.0165(11) -0.0106(11) N1 0.039(5) 0.032(4) 0.035(4) -0.003(4) 0.009(3) 0.003(4) N2 0.038(4) 0.035(5) 0.036(4) -0.003(4) 0.009(3) 0.005(4) C1 0.036(5) 0.020(5) 0.020(4) -0.001(3) 0.006(3) -0.001(4) C2 0.036(5) 0.021(5) 0.029(5) -0.003(4) 0.008(4) -0.011(4) C3 0.045(5) 0.036(5) 0.022(5) 0.001(4) 0.007(4) -0.009(5) C4 0.055(6) 0.028(5) 0.018(4) 0.000(4) 0.010(4) 0.005(5) C5 0.045(6) 0.035(6) 0.018(4) -0.006(4) 0.003(4) -0.001(5) C6 0.040(6) 0.044(7) 0.043(6) 0.005(5) 0.005(4) -0.007(5) C7 0.041(6) 0.064(8) 0.050(6) 0.016(6) 0.004(5) -0.010(5) C8 0.058(7) 0.025(6) 0.071(8) 0.011(5) 0.013(6) 0.003(5) C9 0.035(5) 0.023(5) 0.062(6) -0.006(5) 0.007(5) 0.002(4) C10 0.032(5) 0.028(5) 0.042(5) -0.006(4) 0.008(4) 0.009(4) C11 0.055(7) 0.038(6) 0.051(6) 0.000(5) 0.008(5) -0.005(5) C12 0.073(7) 0.054(7) 0.025(5) 0.004(5) 0.021(5) 0.006(6) C13 0.058(7) 0.052(7) 0.047(6) -0.012(5) 0.023(5) 0.001(6) C14 0.038(6) 0.030(6) 0.052(6) -0.007(5) 0.010(4) -0.001(5) C15 0.033(5) 0.031(5) 0.034(5) -0.013(4) 0.005(4) 0.008(4) C16 0.042(6) 0.034(6) 0.065(7) 0.000(5) 0.001(5) 0.004(5) C17 0.047(6) 0.041(6) 0.050(6) -0.022(5) 0.006(5) -0.002(5) O1 0.041(4) 0.036(4) 0.044(4) 0.013(3) 0.006(3) -0.005(3) O2 0.074(5) 0.034(4) 0.047(4) 0.010(3) 0.021(4) 0.010(4) O3 0.056(4) 0.032(4) 0.030(3) 0.001(3) 0.006(3) -0.008(4) O4 0.074(5) 0.047(4) 0.033(4) -0.005(3) 0.022(3) -0.014(4) O5 0.053(4) 0.056(5) 0.046(4) 0.007(3) 0.004(3) -0.003(4) O6 0.058(4) 0.056(5) 0.025(3) 0.005(3) 0.008(3) 0.006(4) O7 0.125(13) 0.155(17) 0.61(4) 0.02(2) 0.071(19) 0.009(12) O8 0.126(14) 0.58(5) 0.33(3) -0.15(3) 0.054(16) 0.02(2) C18 0.19(3) 0.37(5) 0.36(5) -0.03(4) 0.11(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 O6 2.286(6) . ? Cd1 O5 2.309(6) . ? Cd1 O1 2.314(6) . ? Cd1 N2 2.320(7) . ? Cd1 N1 2.355(8) . ? Cd1 O1 2.468(6) 5_666 ? S1 C1 1.753(8) . ? S1 C3 1.765(9) . ? S2 C2 1.750(8) . ? S2 C3 1.768(8) . ? N1 C6 1.319(11) . ? N1 C10 1.359(11) . ? N2 C11 1.345(11) . ? N2 C15 1.361(11) . ? C1 C2 1.333(11) . ? C1 C5 1.502(12) . ? C2 C4 1.504(11) . ? C3 C3 1.317(17) 7_666 ? C4 O4 1.240(10) . ? C4 O3 1.253(10) . ? C5 O2 1.227(10) . ? C5 O1 1.256(10) . ? C6 C7 1.405(14) . ? C6 H6 0.9400 . ? C7 C8 1.356(14) . ? C7 H7 0.9400 . ? C8 C9 1.372(13) . ? C8 H8 0.9400 . ? C9 C10 1.405(12) . ? C9 C16 1.425(13) . ? C10 C15 1.449(12) . ? C11 C12 1.398(13) . ? C11 H11 0.9400 . ? C12 C13 1.371(14) . ? C12 H12 0.9400 . ? C13 C14 1.390(13) . ? C13 H13 0.9400 . ? C14 C15 1.402(12) . ? C14 C17 1.429(13) . ? C16 C17 1.346(13) . ? C16 H16 0.9400 . ? C17 H17 0.9400 . ? O1 Cd1 2.468(6) 5_666 ? O8 C18 1.76(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O6 Cd1 O5 82.9(2) . . ? O6 Cd1 O1 85.2(2) . . ? O5 Cd1 O1 105.7(2) . . ? O6 Cd1 N2 160.3(3) . . ? O5 Cd1 N2 106.1(2) . . ? O1 Cd1 N2 108.3(2) . . ? O6 Cd1 N1 92.2(2) . . ? O5 Cd1 N1 86.8(2) . . ? O1 Cd1 N1 166.7(2) . . ? N2 Cd1 N1 71.3(3) . . ? O6 Cd1 O1 77.7(2) . 5_666 ? O5 Cd1 O1 160.6(2) . 5_666 ? O1 Cd1 O1 73.7(2) . 5_666 ? N2 Cd1 O1 92.2(2) . 5_666 ? N1 Cd1 O1 93.0(2) . 5_666 ? C1 S1 C3 95.1(4) . . ? C2 S2 C3 95.0(4) . . ? C6 N1 C10 117.2(8) . . ? C6 N1 Cd1 126.8(6) . . ? C10 N1 Cd1 115.9(6) . . ? C11 N2 C15 118.6(8) . . ? C11 N2 Cd1 124.6(6) . . ? C15 N2 Cd1 116.8(6) . . ? C2 C1 C5 127.2(7) . . ? C2 C1 S1 117.6(6) . . ? C5 C1 S1 115.2(5) . . ? C1 C2 C4 127.2(8) . . ? C1 C2 S2 117.9(6) . . ? C4 C2 S2 114.8(6) . . ? C3 C3 S1 123.2(8) 7_666 . ? C3 C3 S2 122.6(9) 7_666 . ? S1 C3 S2 114.2(5) . . ? O4 C4 O3 126.7(8) . . ? O4 C4 C2 116.0(8) . . ? O3 C4 C2 117.3(7) . . ? O2 C5 O1 123.4(9) . . ? O2 C5 C1 119.1(8) . . ? O1 C5 C1 117.5(8) . . ? N1 C6 C7 123.2(10) . . ? N1 C6 H6 118.4 . . ? C7 C6 H6 118.4 . . ? C8 C7 C6 118.5(10) . . ? C8 C7 H7 120.8 . . ? C6 C7 H7 120.8 . . ? C7 C8 C9 120.9(10) . . ? C7 C8 H8 119.6 . . ? C9 C8 H8 119.6 . . ? C8 C9 C10 117.1(9) . . ? C8 C9 C16 123.4(9) . . ? C10 C9 C16 119.5(9) . . ? N1 C10 C9 123.2(9) . . ? N1 C10 C15 117.7(8) . . ? C9 C10 C15 119.1(8) . . ? N2 C11 C12 121.9(9) . . ? N2 C11 H11 119.0 . . ? C12 C11 H11 119.0 . . ? C11 C12 C13 119.6(9) . . ? C11 C12 H12 120.2 . . ? C13 C12 H12 120.2 . . ? C14 C13 C12 119.3(9) . . ? C14 C13 H13 120.3 . . ? C12 C13 H13 120.3 . . ? C13 C14 C15 118.8(9) . . ? C13 C14 C17 122.8(9) . . ? C15 C14 C17 118.5(9) . . ? N2 C15 C14 121.7(8) . . ? N2 C15 C10 118.2(7) . . ? C14 C15 C10 120.0(8) . . ? C17 C16 C9 120.8(10) . . ? C17 C16 H16 119.6 . . ? C9 C16 H16 119.6 . . ? C16 C17 C14 122.0(9) . . ? C16 C17 H17 119.0 . . ? C14 C17 H17 119.0 . . ? C5 O1 Cd1 103.7(6) . . ? C5 O1 Cd1 137.0(6) . 5_666 ? Cd1 O1 Cd1 106.3(2) . 5_666 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O6 Cd1 N1 C6 -13.6(7) . . . . ? O5 Cd1 N1 C6 69.2(7) . . . . ? O1 Cd1 N1 C6 -91.9(12) . . . . ? N2 Cd1 N1 C6 177.3(8) . . . . ? O1 Cd1 N1 C6 -91.3(7) 5_666 . . . ? O6 Cd1 N1 C10 170.9(6) . . . . ? O5 Cd1 N1 C10 -106.3(6) . . . . ? O1 Cd1 N1 C10 92.6(11) . . . . ? N2 Cd1 N1 C10 1.8(6) . . . . ? O1 Cd1 N1 C10 93.1(6) 5_666 . . . ? O6 Cd1 N2 C11 145.9(8) . . . . ? O5 Cd1 N2 C11 -98.9(7) . . . . ? O1 Cd1 N2 C11 14.2(8) . . . . ? N1 Cd1 N2 C11 -179.8(8) . . . . ? O1 Cd1 N2 C11 87.8(7) 5_666 . . . ? O6 Cd1 N2 C15 -35.0(11) . . . . ? O5 Cd1 N2 C15 80.1(6) . . . . ? O1 Cd1 N2 C15 -166.8(6) . . . . ? N1 Cd1 N2 C15 -0.8(6) . . . . ? O1 Cd1 N2 C15 -93.2(6) 5_666 . . . ? C3 S1 C1 C2 1.1(8) . . . . ? C3 S1 C1 C5 -178.8(7) . . . . ? C5 C1 C2 C4 3.3(15) . . . . ? S1 C1 C2 C4 -176.5(7) . . . . ? C5 C1 C2 S2 -178.5(7) . . . . ? S1 C1 C2 S2 1.6(10) . . . . ? C3 S2 C2 C1 -3.4(8) . . . . ? C3 S2 C2 C4 175.0(7) . . . . ? C1 S1 C3 C3 176.4(12) . . . 7_666 ? C1 S1 C3 S2 -3.3(6) . . . . ? C2 S2 C3 C3 -175.8(11) . . . 7_666 ? C2 S2 C3 S1 4.0(6) . . . . ? C1 C2 C4 O4 -159.3(9) . . . . ? S2 C2 C4 O4 22.5(11) . . . . ? C1 C2 C4 O3 22.4(14) . . . . ? S2 C2 C4 O3 -155.8(7) . . . . ? C2 C1 C5 O2 62.6(12) . . . . ? S1 C1 C5 O2 -117.5(7) . . . . ? C2 C1 C5 O1 -118.9(9) . . . . ? S1 C1 C5 O1 60.9(9) . . . . ? C10 N1 C6 C7 -2.1(13) . . . . ? Cd1 N1 C6 C7 -177.6(7) . . . . ? N1 C6 C7 C8 -0.7(15) . . . . ? C6 C7 C8 C9 2.3(15) . . . . ? C7 C8 C9 C10 -1.0(15) . . . . ? C7 C8 C9 C16 178.1(9) . . . . ? C6 N1 C10 C9 3.5(13) . . . . ? Cd1 N1 C10 C9 179.4(7) . . . . ? C6 N1 C10 C15 -178.6(8) . . . . ? Cd1 N1 C10 C15 -2.7(10) . . . . ? C8 C9 C10 N1 -2.0(14) . . . . ? C16 C9 C10 N1 178.9(8) . . . . ? C8 C9 C10 C15 -179.8(9) . . . . ? C16 C9 C10 C15 1.0(13) . . . . ? C15 N2 C11 C12 1.1(14) . . . . ? Cd1 N2 C11 C12 -179.9(7) . . . . ? N2 C11 C12 C13 -0.6(16) . . . . ? C11 C12 C13 C14 -0.5(16) . . . . ? C12 C13 C14 C15 1.1(15) . . . . ? C12 C13 C14 C17 -179.4(10) . . . . ? C11 N2 C15 C14 -0.4(13) . . . . ? Cd1 N2 C15 C14 -179.5(6) . . . . ? C11 N2 C15 C10 178.8(8) . . . . ? Cd1 N2 C15 C10 -0.3(10) . . . . ? C13 C14 C15 N2 -0.7(14) . . . . ? C17 C14 C15 N2 179.9(8) . . . . ? C13 C14 C15 C10 -179.9(9) . . . . ? C17 C14 C15 C10 0.7(13) . . . . ? N1 C10 C15 N2 2.0(12) . . . . ? C9 C10 C15 N2 -180.0(8) . . . . ? N1 C10 C15 C14 -178.7(8) . . . . ? C9 C10 C15 C14 -0.8(13) . . . . ? C8 C9 C16 C17 179.7(10) . . . . ? C10 C9 C16 C17 -1.2(14) . . . . ? C9 C16 C17 C14 1.1(15) . . . . ? C13 C14 C17 C16 179.7(10) . . . . ? C15 C14 C17 C16 -0.9(15) . . . . ? O2 C5 O1 Cd1 0.5(10) . . . . ? C1 C5 O1 Cd1 -177.9(5) . . . . ? O2 C5 O1 Cd1 -132.6(8) . . . 5_666 ? C1 C5 O1 Cd1 49.0(11) . . . 5_666 ? O6 Cd1 O1 C5 132.7(5) . . . . ? O5 Cd1 O1 C5 51.5(5) . . . . ? N2 Cd1 O1 C5 -61.9(5) . . . . ? N1 Cd1 O1 C5 -148.2(9) . . . . ? O1 Cd1 O1 C5 -148.7(6) 5_666 . . . ? O6 Cd1 O1 Cd1 -78.5(2) . . . 5_666 ? O5 Cd1 O1 Cd1 -159.8(2) . . . 5_666 ? N2 Cd1 O1 Cd1 86.9(3) . . . 5_666 ? N1 Cd1 O1 Cd1 0.6(11) . . . 5_666 ? O1 Cd1 O1 Cd1 0.0 5_666 . . 5_666 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.612 _refine_diff_density_min -0.624 _refine_diff_density_rms 0.129 data_4 _database_code_depnum_ccdc_archive 'CCDC 890027' #TrackingRef 'web_deposit_cif_file_0_Qin-YuZhu_1343086523.1-6.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H20 Co N2 O9 S2' _chemical_formula_weight 531.41 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 triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0480(11) _cell_length_b 10.9486(15) _cell_length_c 12.7222(18) _cell_angle_alpha 106.620(2) _cell_angle_beta 103.906(3) _cell_angle_gamma 102.182(2) _cell_volume 1118.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 4926 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description Block _exptl_crystal_colour Red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.579 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 546 _exptl_absorpt_coefficient_mu 1.006 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7522 _exptl_absorpt_correction_T_max 0.8637 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9088 _diffrn_reflns_av_R_equivalents 0.0358 _diffrn_reflns_av_sigmaI/netI 0.0464 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.39 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3820 _reflns_number_gt 3060 _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^)+(0.0018P)^2^+15.4884P] 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 3820 _refine_ls_number_parameters 292 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0984 _refine_ls_R_factor_gt 0.0813 _refine_ls_wR_factor_ref 0.1808 _refine_ls_wR_factor_gt 0.1708 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.001 _refine_ls_shift/su_max 0.089 _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 0.59905(13) -0.01902(11) 0.38176(9) 0.0398(3) Uani 1 1 d . . . S1 S 0.98202(18) 0.30188(15) 0.88156(13) 0.0213(4) Uani 1 1 d . . . S2 S 0.80369(18) 0.49455(15) 0.85797(13) 0.0215(4) Uani 1 1 d . . . N1 N 0.4309(6) 0.0753(5) 0.2531(4) 0.0191(11) Uani 1 1 d . . . N2 N 0.5194(6) -0.1455(5) 0.1648(4) 0.0205(11) Uani 1 1 d . . . C1 C 0.8158(6) 0.2501(5) 0.7558(4) 0.0131(11) Uani 1 1 d . . . C2 C 0.7355(6) 0.3390(5) 0.7457(4) 0.0112(11) Uani 1 1 d . . . C3 C 0.9548(7) 0.4569(6) 0.9462(5) 0.0160(12) Uani 1 1 d . . . C4 C 0.7919(7) 0.1143(5) 0.6719(5) 0.0131(11) Uani 1 1 d . . . C5 C 0.5932(7) 0.3313(6) 0.6498(5) 0.0154(12) Uani 1 1 d . . . C6 C 0.3870(8) 0.1823(6) 0.2944(6) 0.0252(14) Uani 1 1 d . . . H6 H 0.4299 0.2312 0.3744 0.030 Uiso 1 1 calc R . . C7 C 0.2807(8) 0.2272(7) 0.2264(6) 0.0300(15) Uani 1 1 d . . . H7 H 0.2546 0.3048 0.2598 0.036 Uiso 1 1 calc R . . C8 C 0.2157(8) 0.1553(7) 0.1099(6) 0.0263(15) Uani 1 1 d . . . H8 H 0.1419 0.1819 0.0625 0.032 Uiso 1 1 calc R . . C9 C 0.2592(7) 0.0432(6) 0.0624(5) 0.0228(14) Uani 1 1 d . . . C10 C 0.3664(7) 0.0039(6) 0.1360(5) 0.0160(12) Uani 1 1 d . . . C11 C 0.5683(8) -0.2486(7) 0.1221(6) 0.0269(15) Uani 1 1 d . . . H11 H 0.6401 -0.2727 0.1733 0.032 Uiso 1 1 calc R . . C12 C 0.5172(9) -0.3238(7) 0.0031(6) 0.0318(16) Uani 1 1 d . . . H12 H 0.5551 -0.3963 -0.0242 0.038 Uiso 1 1 calc R . . C13 C 0.4134(9) -0.2914(7) -0.0717(6) 0.0332(17) Uani 1 1 d . . . H13 H 0.3791 -0.3410 -0.1515 0.040 Uiso 1 1 calc R . . C14 C 0.3567(8) -0.1830(7) -0.0302(5) 0.0249(14) Uani 1 1 d . . . C15 C 0.4172(7) -0.1101(6) 0.0917(5) 0.0176(12) Uani 1 1 d . . . C16 C 0.2001(8) -0.0347(7) -0.0602(5) 0.0279(15) Uani 1 1 d . . . H16 H 0.1274 -0.0103 -0.1107 0.034 Uiso 1 1 calc R . . C17 C 0.2472(9) -0.1404(8) -0.1026(6) 0.0345(17) Uani 1 1 d . . . H17 H 0.2072 -0.1886 -0.1828 0.041 Uiso 1 1 calc R . . C18 C 0.9429(11) 0.4838(10) 0.3365(8) 0.056(2) Uani 1 1 d . . . H18A H 1.0044 0.5569 0.4089 0.084 Uiso 1 1 calc R . . H18B H 0.9105 0.5195 0.2761 0.084 Uiso 1 1 calc R . . H18C H 1.0079 0.4269 0.3154 0.084 Uiso 1 1 calc R . . O1 O 0.9016(5) 0.0641(4) 0.6953(4) 0.0218(9) Uani 1 1 d . . . O2 O 0.6643(5) 0.0589(4) 0.5870(3) 0.0176(9) Uani 1 1 d . . . O3 O 0.4750(5) 0.2304(4) 0.6060(4) 0.0249(10) Uani 1 1 d . . . O4 O 0.6025(5) 0.4352(4) 0.6265(4) 0.0315(12) Uani 1 1 d . . . O5 O 0.8257(5) -0.0940(5) 0.3795(4) 0.0297(11) Uani 1 1 d . . . O6 O 0.7889(5) 0.1828(4) 0.4113(4) 0.0276(10) Uani 1 1 d . . . O7 O 0.8066(6) 0.4087(5) 0.3499(4) 0.0351(12) Uani 1 1 d . . . H7A H 0.7626 0.4600 0.3828 0.053 Uiso 1 1 calc R . . O8 O 0.6911(5) 0.5690(4) 0.4917(4) 0.0251(10) Uani 1 1 d . . . O9 O 0.0971(5) 0.1830(4) 0.4392(4) 0.0263(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 0.0387(6) 0.0386(6) 0.0389(6) 0.0121(5) 0.0093(5) 0.0113(5) S1 0.0217(8) 0.0159(7) 0.0150(7) -0.0034(6) -0.0078(6) 0.0108(6) S2 0.0242(8) 0.0142(7) 0.0155(7) -0.0027(6) -0.0062(6) 0.0100(6) N1 0.020(3) 0.020(3) 0.017(3) 0.006(2) 0.006(2) 0.005(2) N2 0.023(3) 0.022(3) 0.018(3) 0.008(2) 0.006(2) 0.009(2) C1 0.010(3) 0.015(3) 0.006(3) 0.001(2) -0.004(2) -0.001(2) C2 0.012(3) 0.007(3) 0.008(3) -0.001(2) -0.001(2) -0.002(2) C3 0.017(3) 0.012(3) 0.014(3) 0.000(2) -0.002(2) 0.009(2) C4 0.016(3) 0.011(3) 0.012(3) 0.002(2) 0.005(2) 0.004(2) C5 0.015(3) 0.017(3) 0.012(3) 0.003(2) 0.001(2) 0.007(2) C6 0.033(4) 0.021(3) 0.022(3) 0.007(3) 0.008(3) 0.012(3) C7 0.036(4) 0.028(4) 0.035(4) 0.015(3) 0.015(3) 0.020(3) C8 0.020(3) 0.035(4) 0.035(4) 0.023(3) 0.009(3) 0.014(3) C9 0.019(3) 0.026(3) 0.022(3) 0.010(3) 0.005(3) 0.003(3) C10 0.015(3) 0.017(3) 0.016(3) 0.007(2) 0.005(2) 0.004(2) C11 0.034(4) 0.026(3) 0.029(4) 0.012(3) 0.015(3) 0.016(3) C12 0.041(4) 0.024(3) 0.030(4) 0.002(3) 0.017(3) 0.013(3) C13 0.042(4) 0.031(4) 0.021(3) 0.000(3) 0.017(3) 0.004(3) C14 0.029(4) 0.025(3) 0.017(3) 0.007(3) 0.007(3) 0.003(3) C15 0.018(3) 0.018(3) 0.016(3) 0.007(2) 0.007(2) 0.001(2) C16 0.026(4) 0.037(4) 0.014(3) 0.008(3) -0.001(3) 0.007(3) C17 0.038(4) 0.043(4) 0.015(3) 0.007(3) 0.004(3) 0.006(3) C18 0.053(6) 0.054(6) 0.049(5) 0.010(4) 0.020(4) -0.002(4) O1 0.016(2) 0.016(2) 0.027(2) -0.0002(18) 0.0052(18) 0.0071(17) O2 0.015(2) 0.017(2) 0.013(2) 0.0001(16) 0.0016(16) 0.0007(16) O3 0.017(2) 0.016(2) 0.031(2) 0.0082(19) -0.0061(19) -0.0006(18) O4 0.025(2) 0.020(2) 0.038(3) 0.021(2) -0.011(2) -0.0051(19) O5 0.024(2) 0.034(3) 0.040(3) 0.019(2) 0.015(2) 0.015(2) O6 0.017(2) 0.022(2) 0.044(3) 0.016(2) 0.007(2) 0.0044(18) O7 0.044(3) 0.028(3) 0.035(3) 0.009(2) 0.017(2) 0.012(2) O8 0.023(2) 0.022(2) 0.030(2) 0.0108(19) 0.0042(19) 0.0080(18) O9 0.020(2) 0.022(2) 0.037(3) 0.010(2) 0.011(2) 0.0058(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 O3 2.331(4) 2_656 ? Co1 O6 2.363(4) . ? Co1 O5 2.368(5) . ? Co1 O2 2.380(4) . ? S1 C1 1.763(5) . ? S1 C3 1.759(6) . ? S2 C2 1.750(5) . ? S2 C3 1.750(6) . ? N1 C6 1.324(8) . ? N1 C10 1.376(8) . ? N2 C11 1.319(8) . ? N2 C15 1.346(8) . ? C1 C2 1.349(8) . ? C1 C4 1.497(8) . ? C2 C5 1.514(7) . ? C3 C3 1.354(11) 2_767 ? C4 O1 1.248(7) . ? C4 O2 1.265(7) . ? C5 O3 1.240(7) . ? C5 O4 1.246(7) . ? C6 C7 1.399(9) . ? C6 H6 0.9400 . ? C7 C8 1.371(10) . ? C7 H7 0.9400 . ? C8 C9 1.387(10) . ? C8 H8 0.9400 . ? C9 C10 1.404(9) . ? C9 C16 1.446(9) . ? C10 C15 1.433(9) . ? C11 C12 1.404(10) . ? C11 H11 0.9400 . ? C12 C13 1.348(11) . ? C12 H12 0.9400 . ? C13 C14 1.407(10) . ? C13 H13 0.9400 . ? C14 C15 1.428(8) . ? C14 C17 1.433(10) . ? C16 C17 1.332(10) . ? C16 H16 0.9400 . ? C17 H17 0.9400 . ? C18 O7 1.407(10) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C18 H18C 0.9700 . ? O3 Co1 2.331(4) 2_656 ? O7 H7A 0.8300 . ? 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 O3 Co1 O6 152.99(15) 2_656 . ? O3 Co1 O5 75.92(16) 2_656 . ? O6 Co1 O5 79.99(16) . . ? O3 Co1 O2 84.47(15) 2_656 . ? O6 Co1 O2 85.68(16) . . ? O5 Co1 O2 95.06(16) . . ? C1 S1 C3 95.3(3) . . ? C2 S2 C3 95.5(3) . . ? C6 N1 C10 117.4(5) . . ? C11 N2 C15 119.0(5) . . ? C2 C1 C4 129.6(5) . . ? C2 C1 S1 116.7(4) . . ? C4 C1 S1 113.6(4) . . ? C1 C2 C5 131.2(5) . . ? C1 C2 S2 117.6(4) . . ? C5 C2 S2 111.2(4) . . ? C3 C3 S2 121.9(6) 2_767 . ? C3 C3 S1 123.5(6) 2_767 . ? S2 C3 S1 114.5(3) . . ? O1 C4 O2 125.7(5) . . ? O1 C4 C1 115.4(5) . . ? O2 C4 C1 119.0(5) . . ? O3 C5 O4 124.8(5) . . ? O3 C5 C2 120.3(5) . . ? O4 C5 C2 114.7(5) . . ? N1 C6 C7 124.1(6) . . ? N1 C6 H6 118.0 . . ? C7 C6 H6 118.0 . . ? C8 C7 C6 118.3(6) . . ? C8 C7 H7 120.8 . . ? C6 C7 H7 120.8 . . ? C7 C8 C9 119.7(6) . . ? C7 C8 H8 120.1 . . ? C9 C8 H8 120.1 . . ? C8 C9 C10 118.7(6) . . ? C8 C9 C16 122.8(6) . . ? C10 C9 C16 118.5(6) . . ? N1 C10 C9 121.7(6) . . ? N1 C10 C15 117.0(5) . . ? C9 C10 C15 121.3(5) . . ? N2 C11 C12 122.5(6) . . ? N2 C11 H11 118.7 . . ? C12 C11 H11 118.7 . . ? C13 C12 C11 119.7(6) . . ? C13 C12 H12 120.2 . . ? C11 C12 H12 120.2 . . ? C12 C13 C14 119.8(6) . . ? C12 C13 H13 120.1 . . ? C14 C13 H13 120.1 . . ? C13 C14 C15 116.9(6) . . ? C13 C14 C17 124.0(6) . . ? C15 C14 C17 119.0(6) . . ? N2 C15 C14 122.0(6) . . ? N2 C15 C10 119.8(5) . . ? C14 C15 C10 118.2(5) . . ? C17 C16 C9 120.9(6) . . ? C17 C16 H16 119.6 . . ? C9 C16 H16 119.6 . . ? C16 C17 C14 122.2(6) . . ? C16 C17 H17 118.9 . . ? C14 C17 H17 118.9 . . ? O7 C18 H18A 109.5 . . ? O7 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? O7 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C4 O2 Co1 135.4(4) . . ? C5 O3 Co1 137.7(4) . 2_656 ? C18 O7 H7A 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 C3 S1 C1 C2 4.1(5) . . . . ? C3 S1 C1 C4 -179.6(4) . . . . ? C4 C1 C2 C5 2.2(10) . . . . ? S1 C1 C2 C5 177.7(5) . . . . ? C4 C1 C2 S2 -176.0(5) . . . . ? S1 C1 C2 S2 -0.4(6) . . . . ? C3 S2 C2 C1 -3.5(5) . . . . ? C3 S2 C2 C5 177.9(4) . . . . ? C2 S2 C3 C3 -175.6(7) . . . 2_767 ? C2 S2 C3 S1 6.3(4) . . . . ? C1 S1 C3 C3 175.5(8) . . . 2_767 ? C1 S1 C3 S2 -6.4(4) . . . . ? C2 C1 C4 O1 167.5(6) . . . . ? S1 C1 C4 O1 -8.2(6) . . . . ? C2 C1 C4 O2 -14.4(9) . . . . ? S1 C1 C4 O2 170.0(4) . . . . ? C1 C2 C5 O3 46.5(9) . . . . ? S2 C2 C5 O3 -135.3(5) . . . . ? C1 C2 C5 O4 -138.1(7) . . . . ? S2 C2 C5 O4 40.2(6) . . . . ? C10 N1 C6 C7 -0.5(10) . . . . ? N1 C6 C7 C8 1.0(11) . . . . ? C6 C7 C8 C9 -1.6(10) . . . . ? C7 C8 C9 C10 1.7(9) . . . . ? C7 C8 C9 C16 -177.7(6) . . . . ? C6 N1 C10 C9 0.6(8) . . . . ? C6 N1 C10 C15 178.7(5) . . . . ? C8 C9 C10 N1 -1.2(9) . . . . ? C16 C9 C10 N1 178.2(6) . . . . ? C8 C9 C10 C15 -179.2(6) . . . . ? C16 C9 C10 C15 0.2(9) . . . . ? C15 N2 C11 C12 -0.4(10) . . . . ? N2 C11 C12 C13 -0.4(11) . . . . ? C11 C12 C13 C14 -0.3(11) . . . . ? C12 C13 C14 C15 1.6(10) . . . . ? C12 C13 C14 C17 179.7(7) . . . . ? C11 N2 C15 C14 1.8(9) . . . . ? C11 N2 C15 C10 -178.2(6) . . . . ? C13 C14 C15 N2 -2.4(9) . . . . ? C17 C14 C15 N2 179.4(6) . . . . ? C13 C14 C15 C10 177.6(6) . . . . ? C17 C14 C15 C10 -0.6(9) . . . . ? N1 C10 C15 N2 2.3(8) . . . . ? C9 C10 C15 N2 -179.6(5) . . . . ? N1 C10 C15 C14 -177.7(5) . . . . ? C9 C10 C15 C14 0.4(9) . . . . ? C8 C9 C16 C17 178.8(7) . . . . ? C10 C9 C16 C17 -0.6(10) . . . . ? C9 C16 C17 C14 0.4(11) . . . . ? C13 C14 C17 C16 -177.9(7) . . . . ? C15 C14 C17 C16 0.2(11) . . . . ? O1 C4 O2 Co1 -62.8(8) . . . . ? C1 C4 O2 Co1 119.3(5) . . . . ? O3 Co1 O2 C4 111.1(5) 2_656 . . . ? O6 Co1 O2 C4 -43.8(5) . . . . ? O5 Co1 O2 C4 35.8(5) . . . . ? O4 C5 O3 Co1 179.4(5) . . . 2_656 ? C2 C5 O3 Co1 -5.6(9) . . . 2_656 ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 0.694 _refine_diff_density_min -1.346 _refine_diff_density_rms 0.140 data_5 _database_code_depnum_ccdc_archive 'CCDC 890028' #TrackingRef 'web_deposit_cif_file_0_Qin-YuZhu_1343086523.1-6.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H14 Co N2 O7 S2' _chemical_formula_weight 481.35 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 'P 21/n ' _symmetry_space_group_name_Hall '-P 2yn ' 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 8.913(3) _cell_length_b 21.652(6) _cell_length_c 10.046(4) _cell_angle_alpha 90.00 _cell_angle_beta 110.545(11) _cell_angle_gamma 90.00 _cell_volume 1815.5(10) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 6769 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description Prism _exptl_crystal_colour Red _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.746 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 964 _exptl_absorpt_coefficient_mu 1.221 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7750 _exptl_absorpt_correction_T_max 0.9086 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8493 _diffrn_reflns_av_R_equivalents 0.1108 _diffrn_reflns_av_sigmaI/netI 0.1302 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3056 _reflns_number_gt 1919 _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^)+(0.0100P)^2^+15.0000P] 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 3056 _refine_ls_number_parameters 263 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1625 _refine_ls_R_factor_gt 0.0980 _refine_ls_wR_factor_ref 0.1660 _refine_ls_wR_factor_gt 0.1378 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _refine_ls_shift/su_max 0.003 _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 -0.04286(14) 0.21847(5) 0.33361(15) 0.0321(4) Uani 1 1 d . . . S1 S 0.2610(3) 0.45766(11) 0.4165(3) 0.0378(7) Uani 1 1 d . . . S2 S 0.5875(3) 0.40478(11) 0.5208(3) 0.0403(7) Uani 1 1 d . . . N1 N 0.1185(8) 0.1434(3) 0.3756(8) 0.0315(19) Uani 1 1 d . . . N2 N -0.2043(9) 0.1415(3) 0.2802(8) 0.035(2) Uani 1 1 d . . . C1 C 0.2781(9) 0.3775(4) 0.4411(9) 0.028(2) Uani 1 1 d . . . C2 C 0.4250(11) 0.3537(4) 0.4903(11) 0.032(2) Uani 1 1 d . . . C3 C 0.4699(10) 0.4709(4) 0.4869(10) 0.035(2) Uani 1 1 d . . . C4 C 0.1259(10) 0.3418(5) 0.3980(9) 0.034(2) Uani 1 1 d . . . C5 C 0.4816(9) 0.2876(4) 0.5291(11) 0.032(2) Uani 1 1 d . . . C6 C 0.2774(11) 0.1445(4) 0.4250(11) 0.038(3) Uani 1 1 d . . . H6 H 0.3290 0.1826 0.4399 0.046 Uiso 1 1 calc R . . C7 C 0.3708(11) 0.0908(5) 0.4559(12) 0.046(3) Uani 1 1 d . . . H7 H 0.4820 0.0935 0.4933 0.056 Uiso 1 1 calc R . . C8 C 0.2971(11) 0.0343(4) 0.4306(12) 0.045(3) Uani 1 1 d . . . H8 H 0.3578 -0.0017 0.4496 0.054 Uiso 1 1 calc R . . C9 C 0.1289(11) 0.0313(4) 0.3756(9) 0.029(2) Uani 1 1 d . . . C10 C 0.0442(10) 0.0870(4) 0.3507(9) 0.027(2) Uani 1 1 d . . . C11 C -0.3645(11) 0.1411(5) 0.2318(11) 0.041(3) Uani 1 1 d . . . H11 H -0.4183 0.1787 0.2191 0.049 Uiso 1 1 calc R . . C12 C -0.4542(12) 0.0868(5) 0.1993(11) 0.046(3) Uani 1 1 d . . . H12 H -0.5654 0.0883 0.1617 0.055 Uiso 1 1 calc R . . C13 C -0.3766(12) 0.0314(5) 0.2236(12) 0.049(3) Uani 1 1 d . . . H13 H -0.4350 -0.0052 0.2057 0.059 Uiso 1 1 calc R . . C14 C -0.2069(11) 0.0296(5) 0.2761(10) 0.039(2) Uani 1 1 d . . . C15 C -0.1289(10) 0.0857(4) 0.3009(10) 0.030(2) Uani 1 1 d . . . C16 C 0.0431(12) -0.0255(4) 0.3477(10) 0.038(2) Uani 1 1 d . . . H16 H 0.1000 -0.0624 0.3639 0.045 Uiso 1 1 calc R . . C17 C -0.1184(13) -0.0273(5) 0.2983(11) 0.049(3) Uani 1 1 d . . . H17 H -0.1719 -0.0650 0.2789 0.058 Uiso 1 1 calc R . . O1 O -0.0023(7) 0.3717(3) 0.3619(8) 0.0428(18) Uani 1 1 d . . . O2 O 0.1380(7) 0.2837(3) 0.3998(7) 0.0379(16) Uani 1 1 d . . . O3 O 0.5506(8) 0.2639(3) 0.4519(8) 0.053(2) Uani 1 1 d . . . O4 O 0.4589(7) 0.2628(3) 0.6310(7) 0.0358(16) Uani 1 1 d . . . O5 O -0.2304(6) 0.2870(3) 0.2990(6) 0.0347(16) Uani 1 1 d . . . O6 O -0.0207(7) 0.2145(3) 0.5520(7) 0.0484(18) Uani 1 1 d . . . O7 O 0.2320(9) 0.3297(4) 0.1155(9) 0.067(2) 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 0.0221(6) 0.0287(7) 0.0407(8) -0.0002(6) 0.0050(6) -0.0026(6) S1 0.0235(12) 0.0295(13) 0.0522(18) 0.0074(11) 0.0033(12) -0.0024(10) S2 0.0224(12) 0.0318(14) 0.0596(19) 0.0067(12) 0.0056(12) -0.0043(10) N1 0.024(4) 0.033(4) 0.037(5) -0.001(4) 0.011(4) 0.003(3) N2 0.028(4) 0.035(5) 0.035(5) 0.001(4) 0.004(4) -0.003(4) C1 0.016(4) 0.033(5) 0.029(6) -0.007(4) 0.001(4) -0.012(4) C2 0.032(5) 0.023(5) 0.049(7) -0.001(4) 0.023(5) -0.003(4) C3 0.028(5) 0.034(5) 0.041(6) 0.007(4) 0.008(5) -0.007(4) C4 0.022(5) 0.051(7) 0.020(6) 0.003(4) -0.002(4) -0.004(5) C5 0.009(4) 0.037(6) 0.045(7) -0.005(5) 0.002(4) -0.005(4) C6 0.027(5) 0.033(5) 0.056(7) -0.003(5) 0.017(5) -0.003(4) C7 0.028(5) 0.039(6) 0.074(8) 0.008(5) 0.021(6) 0.019(5) C8 0.036(6) 0.031(6) 0.065(8) -0.006(5) 0.013(6) 0.007(5) C9 0.040(5) 0.024(5) 0.025(5) 0.011(4) 0.013(4) 0.000(4) C10 0.033(5) 0.026(5) 0.021(5) -0.005(4) 0.008(4) -0.002(4) C11 0.026(5) 0.053(7) 0.038(7) 0.004(5) 0.003(5) 0.006(5) C12 0.023(5) 0.068(8) 0.038(7) 0.001(5) 0.001(5) -0.007(5) C13 0.034(6) 0.041(6) 0.063(8) 0.003(5) 0.007(5) -0.016(5) C14 0.037(6) 0.045(6) 0.036(6) -0.006(5) 0.013(5) -0.005(5) C15 0.029(5) 0.032(5) 0.032(6) 0.000(4) 0.014(4) -0.013(4) C16 0.055(7) 0.020(5) 0.047(7) -0.004(4) 0.030(6) -0.001(5) C17 0.053(7) 0.036(6) 0.048(7) -0.004(5) 0.007(6) -0.018(6) O1 0.022(3) 0.039(4) 0.061(5) -0.002(3) 0.007(3) -0.003(3) O2 0.025(3) 0.034(4) 0.047(4) -0.006(3) 0.004(3) -0.006(3) O3 0.053(5) 0.042(4) 0.076(6) -0.002(4) 0.039(4) 0.005(4) O4 0.047(4) 0.041(4) 0.023(4) 0.004(3) 0.017(3) -0.005(3) O5 0.019(3) 0.044(4) 0.037(4) 0.003(3) 0.003(3) 0.006(3) O6 0.036(4) 0.074(5) 0.030(4) -0.007(4) 0.005(3) 0.002(4) O7 0.049(5) 0.077(6) 0.083(6) -0.024(5) 0.032(5) -0.011(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 Co1 O2 2.069(6) . ? Co1 O4 2.081(7) 4_565 ? Co1 N1 2.113(7) . ? Co1 O6 2.134(7) . ? Co1 N2 2.144(7) . ? Co1 O5 2.169(6) . ? S1 C1 1.752(9) . ? S1 C3 1.768(9) . ? S2 C3 1.736(10) . ? S2 C2 1.762(9) . ? N1 C6 1.326(11) . ? N1 C10 1.368(11) . ? N2 C11 1.337(11) . ? N2 C15 1.361(11) . ? C1 C2 1.331(12) . ? C1 C4 1.488(11) . ? C2 C5 1.521(12) . ? C3 C3 1.358(17) 3_666 ? C4 O1 1.251(10) . ? C4 O2 1.262(11) . ? C5 O4 1.234(11) . ? C5 O3 1.255(11) . ? C6 C7 1.400(12) . ? C6 H6 0.9300 . ? C7 C8 1.369(13) . ? C7 H7 0.9300 . ? C8 C9 1.406(12) . ? C8 H8 0.9300 . ? C9 C10 1.399(11) . ? C9 C16 1.423(12) . ? C10 C15 1.446(11) . ? C11 C12 1.396(14) . ? C11 H11 0.9300 . ? C12 C13 1.362(14) . ? C12 H12 0.9300 . ? C13 C14 1.417(13) . ? C13 H13 0.9300 . ? C14 C15 1.379(13) . ? C14 C17 1.438(14) . ? C16 C17 1.348(13) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? O4 Co1 2.081(7) 4_666 ? 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 Co1 O4 84.8(3) . 4_565 ? O2 Co1 N1 93.5(3) . . ? O4 Co1 N1 96.1(3) 4_565 . ? O2 Co1 O6 85.2(3) . . ? O4 Co1 O6 169.6(3) 4_565 . ? N1 Co1 O6 87.3(3) . . ? O2 Co1 N2 171.8(3) . . ? O4 Co1 N2 98.1(3) 4_565 . ? N1 Co1 N2 78.6(3) . . ? O6 Co1 N2 92.2(3) . . ? O2 Co1 O5 93.1(2) . . ? O4 Co1 O5 88.9(2) 4_565 . ? N1 Co1 O5 172.0(3) . . ? O6 Co1 O5 88.9(2) . . ? N2 Co1 O5 94.6(3) . . ? C1 S1 C3 94.4(4) . . ? C3 S2 C2 94.7(4) . . ? C6 N1 C10 118.0(8) . . ? C6 N1 Co1 128.5(7) . . ? C10 N1 Co1 113.4(5) . . ? C11 N2 C15 117.2(8) . . ? C11 N2 Co1 129.2(7) . . ? C15 N2 Co1 113.6(6) . . ? C2 C1 C4 125.7(8) . . ? C2 C1 S1 117.5(6) . . ? C4 C1 S1 116.7(6) . . ? C1 C2 C5 130.9(8) . . ? C1 C2 S2 117.5(7) . . ? C5 C2 S2 111.5(6) . . ? C3 C3 S2 123.9(9) 3_666 . ? C3 C3 S1 121.1(10) 3_666 . ? S2 C3 S1 115.0(5) . . ? O1 C4 O2 125.8(8) . . ? O1 C4 C1 117.5(8) . . ? O2 C4 C1 116.7(8) . . ? O4 C5 O3 126.4(9) . . ? O4 C5 C2 119.0(9) . . ? O3 C5 C2 114.6(9) . . ? N1 C6 C7 122.8(9) . . ? N1 C6 H6 118.6 . . ? C7 C6 H6 118.6 . . ? C8 C7 C6 119.4(9) . . ? C8 C7 H7 120.3 . . ? C6 C7 H7 120.3 . . ? C7 C8 C9 119.4(9) . . ? C7 C8 H8 120.3 . . ? C9 C8 H8 120.3 . . ? C10 C9 C8 117.6(8) . . ? C10 C9 C16 119.4(8) . . ? C8 C9 C16 122.9(9) . . ? N1 C10 C9 122.7(8) . . ? N1 C10 C15 118.1(8) . . ? C9 C10 C15 119.2(8) . . ? N2 C11 C12 122.7(10) . . ? N2 C11 H11 118.6 . . ? C12 C11 H11 118.6 . . ? C13 C12 C11 119.2(9) . . ? C13 C12 H12 120.4 . . ? C11 C12 H12 120.4 . . ? C12 C13 C14 119.9(9) . . ? C12 C13 H13 120.0 . . ? C14 C13 H13 120.0 . . ? C15 C14 C13 116.6(9) . . ? C15 C14 C17 120.8(9) . . ? C13 C14 C17 122.5(9) . . ? N2 C15 C14 124.3(8) . . ? N2 C15 C10 116.4(8) . . ? C14 C15 C10 119.3(9) . . ? C17 C16 C9 121.9(9) . . ? C17 C16 H16 119.1 . . ? C9 C16 H16 119.1 . . ? C16 C17 C14 119.3(9) . . ? C16 C17 H17 120.4 . . ? C14 C17 H17 120.4 . . ? C4 O2 Co1 128.5(6) . . ? C5 O4 Co1 141.9(6) . 4_666 ? 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 Co1 N1 C6 -0.8(9) . . . . ? O4 Co1 N1 C6 84.3(9) 4_565 . . . ? O6 Co1 N1 C6 -85.8(9) . . . . ? N2 Co1 N1 C6 -178.6(9) . . . . ? O5 Co1 N1 C6 -147.4(17) . . . . ? O2 Co1 N1 C10 177.2(6) . . . . ? O4 Co1 N1 C10 -97.7(6) 4_565 . . . ? O6 Co1 N1 C10 92.2(6) . . . . ? N2 Co1 N1 C10 -0.6(6) . . . . ? O5 Co1 N1 C10 31(2) . . . . ? O2 Co1 N2 C11 165.0(18) . . . . ? O4 Co1 N2 C11 -84.7(9) 4_565 . . . ? N1 Co1 N2 C11 -179.4(9) . . . . ? O6 Co1 N2 C11 93.8(9) . . . . ? O5 Co1 N2 C11 4.8(9) . . . . ? O2 Co1 N2 C15 -14(2) . . . . ? O4 Co1 N2 C15 95.9(6) 4_565 . . . ? N1 Co1 N2 C15 1.3(7) . . . . ? O6 Co1 N2 C15 -85.6(7) . . . . ? O5 Co1 N2 C15 -174.6(6) . . . . ? C3 S1 C1 C2 -3.9(9) . . . . ? C3 S1 C1 C4 179.1(8) . . . . ? C4 C1 C2 C5 -6.2(17) . . . . ? S1 C1 C2 C5 177.0(9) . . . . ? C4 C1 C2 S2 174.9(8) . . . . ? S1 C1 C2 S2 -1.8(11) . . . . ? C3 S2 C2 C1 6.6(9) . . . . ? C3 S2 C2 C5 -172.5(7) . . . . ? C2 S2 C3 C3 170.2(12) . . . 3_666 ? C2 S2 C3 S1 -9.1(6) . . . . ? C1 S1 C3 C3 -170.9(12) . . . 3_666 ? C1 S1 C3 S2 8.3(6) . . . . ? C2 C1 C4 O1 175.8(10) . . . . ? S1 C1 C4 O1 -7.4(12) . . . . ? C2 C1 C4 O2 -4.9(14) . . . . ? S1 C1 C4 O2 171.9(7) . . . . ? C1 C2 C5 O4 -66.1(14) . . . . ? S2 C2 C5 O4 112.8(8) . . . . ? C1 C2 C5 O3 114.8(11) . . . . ? S2 C2 C5 O3 -66.3(9) . . . . ? C10 N1 C6 C7 -1.7(15) . . . . ? Co1 N1 C6 C7 176.2(8) . . . . ? N1 C6 C7 C8 2.0(17) . . . . ? C6 C7 C8 C9 -0.7(16) . . . . ? C7 C8 C9 C10 -0.7(15) . . . . ? C7 C8 C9 C16 -179.3(10) . . . . ? C6 N1 C10 C9 0.1(14) . . . . ? Co1 N1 C10 C9 -178.1(7) . . . . ? C6 N1 C10 C15 178.1(9) . . . . ? Co1 N1 C10 C15 -0.1(10) . . . . ? C8 C9 C10 N1 1.1(14) . . . . ? C16 C9 C10 N1 179.7(8) . . . . ? C8 C9 C10 C15 -176.9(9) . . . . ? C16 C9 C10 C15 1.7(13) . . . . ? C15 N2 C11 C12 -1.6(14) . . . . ? Co1 N2 C11 C12 179.0(7) . . . . ? N2 C11 C12 C13 3.0(16) . . . . ? C11 C12 C13 C14 -2.3(16) . . . . ? C12 C13 C14 C15 0.5(16) . . . . ? C12 C13 C14 C17 -177.4(10) . . . . ? C11 N2 C15 C14 -0.4(14) . . . . ? Co1 N2 C15 C14 179.1(8) . . . . ? C11 N2 C15 C10 178.8(8) . . . . ? Co1 N2 C15 C10 -1.7(10) . . . . ? C13 C14 C15 N2 0.9(15) . . . . ? C17 C14 C15 N2 178.9(9) . . . . ? C13 C14 C15 C10 -178.3(9) . . . . ? C17 C14 C15 C10 -0.3(14) . . . . ? N1 C10 C15 N2 1.2(12) . . . . ? C9 C10 C15 N2 179.4(8) . . . . ? N1 C10 C15 C14 -179.5(9) . . . . ? C9 C10 C15 C14 -1.4(13) . . . . ? C10 C9 C16 C17 -0.3(14) . . . . ? C8 C9 C16 C17 178.3(10) . . . . ? C9 C16 C17 C14 -1.4(15) . . . . ? C15 C14 C17 C16 1.7(15) . . . . ? C13 C14 C17 C16 179.5(10) . . . . ? O1 C4 O2 Co1 4.3(14) . . . . ? C1 C4 O2 Co1 -174.9(6) . . . . ? O4 Co1 O2 C4 81.0(8) 4_565 . . . ? N1 Co1 O2 C4 176.9(8) . . . . ? O6 Co1 O2 C4 -96.1(8) . . . . ? N2 Co1 O2 C4 -167.8(19) . . . . ? O5 Co1 O2 C4 -7.5(8) . . . . ? O3 C5 O4 Co1 141.7(8) . . . 4_666 ? C2 C5 O4 Co1 -37.3(13) . . . 4_666 ? _diffrn_measured_fraction_theta_max 0.956 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.956 _refine_diff_density_max 0.540 _refine_diff_density_min -0.457 _refine_diff_density_rms 0.106 data_6 _database_code_depnum_ccdc_archive 'CCDC 890029' #TrackingRef 'web_deposit_cif_file_0_Qin-YuZhu_1343086523.1-6.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H12 Co N2 O5 S2' _chemical_formula_weight 435.35 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' Co Co 0.3494 0.9721 '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 monoclinic _symmetry_space_group_name_H-M 'C 2/c ' _symmetry_space_group_name_Hall '-C 2yc ' 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 22.748(5) _cell_length_b 10.543(2) _cell_length_c 15.131(3) _cell_angle_alpha 90.00 _cell_angle_beta 108.49(3) _cell_angle_gamma 90.00 _cell_volume 3441.6(12) _cell_formula_units_Z 8 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 6499 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 27.5 _exptl_crystal_description Block _exptl_crystal_colour Red _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.680 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1768 _exptl_absorpt_coefficient_mu 1.271 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.796 _exptl_absorpt_correction_T_max 0.881 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9289 _diffrn_reflns_av_R_equivalents 0.1116 _diffrn_reflns_av_sigmaI/netI 0.1689 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.31 _diffrn_reflns_theta_max 27.47 _reflns_number_total 3814 _reflns_number_gt 2177 _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^)+(0.0494P)^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 3814 _refine_ls_number_parameters 240 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1736 _refine_ls_R_factor_gt 0.0953 _refine_ls_wR_factor_ref 0.1752 _refine_ls_wR_factor_gt 0.1429 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.078 _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 0.25902(4) 0.63720(8) 0.79079(7) 0.0259(3) Uani 1 1 d . . . S1 S 0.06454(8) 0.65614(17) 0.50818(15) 0.0398(6) Uani 1 1 d . . . S2 S 0.08458(8) 0.38598(17) 0.55552(15) 0.0409(6) Uani 1 1 d . . . N1 N 0.1643(2) 0.6495(5) 0.7978(4) 0.0327(15) Uani 1 1 d . . . N2 N 0.3511(2) 0.6209(5) 0.7782(4) 0.0288(14) Uani 1 1 d . . . C1 C 0.1397(3) 0.6096(6) 0.5770(5) 0.0295(17) Uani 1 1 d . . . C2 C 0.1484(3) 0.4867(6) 0.5981(5) 0.0264(16) Uani 1 1 d . . . C3 C 0.0302(3) 0.5083(7) 0.5137(5) 0.0353(19) Uani 1 1 d . . . C4 C 0.1823(3) 0.7222(7) 0.5961(5) 0.0323(17) Uani 1 1 d . . . C5 C 0.2064(3) 0.4136(6) 0.6557(5) 0.0258(16) Uani 1 1 d . . . C6 C 0.1336(3) 0.5435(7) 0.8087(6) 0.040(2) Uani 1 1 d . . . H6 H 0.1563 0.4698 0.8293 0.048 Uiso 1 1 calc R . . C7 C 0.0697(3) 0.5404(8) 0.7904(6) 0.039(2) Uani 1 1 d . . . H7 H 0.0506 0.4650 0.7980 0.046 Uiso 1 1 calc R . . C8 C 0.0344(3) 0.6476(7) 0.7612(5) 0.0324(17) Uani 1 1 d . . . C9 C 0.0670(3) 0.7559(7) 0.7534(5) 0.0368(19) Uani 1 1 d . . . H9 H 0.0459 0.8321 0.7356 0.044 Uiso 1 1 calc R . . C10 C 0.1307(3) 0.7514(7) 0.7718(5) 0.0338(18) Uani 1 1 d . . . H10 H 0.1508 0.8259 0.7653 0.041 Uiso 1 1 calc R . . C11 C 0.3604(3) 0.6487(7) 0.6973(6) 0.0393(19) Uani 1 1 d . . . H11 H 0.3262 0.6732 0.6476 0.047 Uiso 1 1 calc R . . C12 C 0.4165(3) 0.6437(8) 0.6826(6) 0.0404(19) Uani 1 1 d . . . H12 H 0.4195 0.6611 0.6239 0.049 Uiso 1 1 calc R . . C13 C 0.4689(3) 0.6126(7) 0.7557(5) 0.0332(18) Uani 1 1 d . . . C14 C 0.4604(3) 0.5864(7) 0.8402(6) 0.0369(19) Uani 1 1 d . . . H14 H 0.4943 0.5660 0.8916 0.044 Uiso 1 1 calc R . . C15 C 0.4017(3) 0.5905(7) 0.8487(5) 0.0352(18) Uani 1 1 d . . . H15 H 0.3972 0.5711 0.9062 0.042 Uiso 1 1 calc R . . C16 C 0.2837(6) 0.5796(9) 1.0012(7) 0.081(4) Uani 1 1 d . . . H16A H 0.3232 0.6158 1.0346 0.121 Uiso 1 1 calc R . . H16B H 0.2752 0.5098 1.0361 0.121 Uiso 1 1 calc R . . H16C H 0.2520 0.6428 0.9925 0.121 Uiso 1 1 calc R . . O1 O 0.1640(2) 0.8142(5) 0.5415(4) 0.0522(16) Uani 1 1 d . . . O2 O 0.2315(2) 0.7229(4) 0.6632(3) 0.0325(12) Uani 1 1 d . . . O3 O 0.24578(19) 0.4667(4) 0.7220(4) 0.0335(13) Uani 1 1 d . . . O4 O 0.2069(2) 0.2992(4) 0.6319(3) 0.0309(12) Uani 1 1 d . . . O5 O 0.2847(2) 0.5365(5) 0.9146(4) 0.0374(14) Uani 1 1 d . . . H1 H 0.293(3) 0.464(6) 0.917(5) 0.03(2) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0197(4) 0.0264(5) 0.0300(6) -0.0008(4) 0.0058(4) -0.0011(4) S1 0.0269(9) 0.0290(10) 0.0527(14) 0.0096(9) -0.0025(9) -0.0033(8) S2 0.0253(9) 0.0264(10) 0.0594(15) 0.0033(9) -0.0032(9) -0.0053(8) N1 0.029(3) 0.029(3) 0.040(4) 0.006(3) 0.010(3) 0.005(3) N2 0.023(3) 0.031(3) 0.036(4) 0.003(3) 0.013(3) -0.003(2) C1 0.026(3) 0.032(4) 0.029(4) -0.003(3) 0.006(3) -0.009(3) C2 0.019(3) 0.026(4) 0.033(5) -0.005(3) 0.005(3) 0.002(3) C3 0.026(3) 0.033(4) 0.034(5) 0.007(4) -0.009(3) 0.007(4) C4 0.035(4) 0.029(4) 0.036(5) 0.003(4) 0.016(4) -0.003(3) C5 0.020(3) 0.028(4) 0.030(4) 0.006(3) 0.010(3) -0.005(3) C6 0.039(4) 0.032(4) 0.056(6) 0.005(4) 0.023(4) 0.005(4) C7 0.029(4) 0.045(5) 0.047(6) 0.003(4) 0.020(4) -0.007(3) C8 0.029(4) 0.032(4) 0.035(5) -0.006(4) 0.008(3) 0.006(3) C9 0.038(4) 0.028(4) 0.044(5) -0.008(4) 0.012(4) 0.006(3) C10 0.021(3) 0.039(4) 0.043(5) 0.003(4) 0.012(3) -0.001(3) C11 0.026(4) 0.047(5) 0.044(5) 0.011(4) 0.009(3) 0.004(4) C12 0.034(4) 0.056(5) 0.031(5) 0.009(4) 0.010(3) 0.005(4) C13 0.028(4) 0.039(4) 0.033(5) -0.006(4) 0.010(3) 0.001(3) C14 0.031(4) 0.036(4) 0.040(5) -0.001(4) 0.007(4) 0.008(3) C15 0.030(4) 0.041(4) 0.030(5) 0.003(4) 0.002(3) 0.000(3) C16 0.158(11) 0.059(6) 0.048(7) 0.012(5) 0.064(7) 0.037(7) O1 0.048(3) 0.041(3) 0.052(4) 0.015(3) -0.005(3) -0.012(3) O2 0.023(2) 0.037(3) 0.035(3) 0.002(2) 0.005(2) -0.008(2) O3 0.020(2) 0.029(3) 0.047(4) -0.005(2) 0.004(2) 0.001(2) O4 0.037(3) 0.019(2) 0.034(3) 0.001(2) 0.008(2) -0.001(2) O5 0.043(3) 0.029(3) 0.042(4) 0.001(3) 0.016(3) 0.011(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 O2 2.042(5) . ? Co1 O3 2.051(5) . ? Co1 O5 2.070(6) . ? Co1 O4 2.077(5) 4_556 ? Co1 N2 2.168(5) . ? Co1 N1 2.195(6) . ? S1 C3 1.758(7) . ? S1 C1 1.765(7) . ? S2 C2 1.749(6) . ? S2 C3 1.760(7) . ? N1 C10 1.304(8) . ? N1 C6 1.354(9) . ? N2 C15 1.338(8) . ? N2 C11 1.341(9) . ? C1 C2 1.334(9) . ? C1 C4 1.502(9) . ? C2 C5 1.537(9) . ? C3 C3 1.313(13) 5_566 ? C4 O2 1.250(8) . ? C4 O1 1.256(8) . ? C5 O3 1.246(8) . ? C5 O4 1.260(8) . ? C6 C7 1.393(9) . ? C6 H6 0.9300 . ? C7 C8 1.375(10) . ? C7 H7 0.9300 . ? C8 C9 1.386(10) . ? C8 C8 1.492(13) 2_556 ? C9 C10 1.388(9) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.364(10) . ? C11 H11 0.9300 . ? C12 C13 1.384(10) . ? C12 H12 0.9300 . ? C13 C14 1.382(10) . ? C13 C13 1.478(13) 2_656 ? C14 C15 1.382(10) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 O5 1.394(10) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? O4 Co1 2.077(5) 4_546 ? O5 H1 0.78(7) . ? 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 Co1 O3 87.5(2) . . ? O2 Co1 O5 175.3(2) . . ? O3 Co1 O5 87.9(2) . . ? O2 Co1 O4 96.70(19) . 4_556 ? O3 Co1 O4 167.24(17) . 4_556 ? O5 Co1 O4 87.9(2) . 4_556 ? O2 Co1 N2 88.1(2) . . ? O3 Co1 N2 82.91(19) . . ? O5 Co1 N2 92.0(2) . . ? O4 Co1 N2 85.2(2) 4_556 . ? O2 Co1 N1 90.4(2) . . ? O3 Co1 N1 95.0(2) . . ? O5 Co1 N1 89.2(2) . . ? O4 Co1 N1 97.0(2) 4_556 . ? N2 Co1 N1 177.6(2) . . ? C3 S1 C1 95.0(3) . . ? C2 S2 C3 95.4(3) . . ? C10 N1 C6 116.2(6) . . ? C10 N1 Co1 121.6(5) . . ? C6 N1 Co1 120.5(5) . . ? C15 N2 C11 115.8(6) . . ? C15 N2 Co1 124.1(5) . . ? C11 N2 Co1 120.0(4) . . ? C2 C1 C4 133.1(6) . . ? C2 C1 S1 117.0(5) . . ? C4 C1 S1 109.8(5) . . ? C1 C2 C5 131.3(6) . . ? C1 C2 S2 117.2(5) . . ? C5 C2 S2 111.5(5) . . ? C3 C3 S1 122.6(7) 5_566 . ? C3 C3 S2 124.2(8) 5_566 . ? S1 C3 S2 113.2(4) . . ? O2 C4 O1 123.7(6) . . ? O2 C4 C1 121.2(6) . . ? O1 C4 C1 115.1(6) . . ? O3 C5 O4 126.2(6) . . ? O3 C5 C2 120.0(6) . . ? O4 C5 C2 113.7(6) . . ? N1 C6 C7 122.7(7) . . ? N1 C6 H6 118.6 . . ? C7 C6 H6 118.6 . . ? C8 C7 C6 120.7(7) . . ? C8 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C7 C8 C9 115.5(6) . . ? C7 C8 C8 122.4(4) . 2_556 ? C9 C8 C8 122.1(4) . 2_556 ? C8 C9 C10 120.5(7) . . ? C8 C9 H9 119.7 . . ? C10 C9 H9 119.7 . . ? N1 C10 C9 124.2(7) . . ? N1 C10 H10 117.9 . . ? C9 C10 H10 117.9 . . ? N2 C11 C12 124.6(7) . . ? N2 C11 H11 117.7 . . ? C12 C11 H11 117.7 . . ? C11 C12 C13 119.5(7) . . ? C11 C12 H12 120.3 . . ? C13 C12 H12 120.3 . . ? C14 C13 C12 116.7(6) . . ? C14 C13 C13 121.9(8) . 2_656 ? C12 C13 C13 121.4(9) . 2_656 ? C13 C14 C15 120.2(7) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? N2 C15 C14 123.1(7) . . ? N2 C15 H15 118.4 . . ? C14 C15 H15 118.4 . . ? O5 C16 H16A 109.5 . . ? O5 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? O5 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C4 O2 Co1 133.9(5) . . ? C5 O3 Co1 139.0(4) . . ? C5 O4 Co1 131.4(5) . 4_546 ? C16 O5 Co1 126.8(5) . . ? C16 O5 H1 110(5) . . ? Co1 O5 H1 122(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 O2 Co1 N1 C10 -42.5(6) . . . . ? O3 Co1 N1 C10 -130.0(6) . . . . ? O5 Co1 N1 C10 142.2(6) . . . . ? O4 Co1 N1 C10 54.3(6) 4_556 . . . ? N2 Co1 N1 C10 -97(5) . . . . ? O2 Co1 N1 C6 122.4(6) . . . . ? O3 Co1 N1 C6 34.8(6) . . . . ? O5 Co1 N1 C6 -53.0(6) . . . . ? O4 Co1 N1 C6 -140.8(6) 4_556 . . . ? N2 Co1 N1 C6 68(5) . . . . ? O2 Co1 N2 C15 167.1(6) . . . . ? O3 Co1 N2 C15 -105.1(6) . . . . ? O5 Co1 N2 C15 -17.5(6) . . . . ? O4 Co1 N2 C15 70.3(6) 4_556 . . . ? N1 Co1 N2 C15 -138(5) . . . . ? O2 Co1 N2 C11 -9.1(6) . . . . ? O3 Co1 N2 C11 78.6(6) . . . . ? O5 Co1 N2 C11 166.3(6) . . . . ? O4 Co1 N2 C11 -106.0(6) 4_556 . . . ? N1 Co1 N2 C11 46(5) . . . . ? C3 S1 C1 C2 8.6(7) . . . . ? C3 S1 C1 C4 -174.0(5) . . . . ? C4 C1 C2 C5 3.7(14) . . . . ? S1 C1 C2 C5 -179.7(6) . . . . ? C4 C1 C2 S2 -176.7(7) . . . . ? S1 C1 C2 S2 -0.1(8) . . . . ? C3 S2 C2 C1 -8.4(7) . . . . ? C3 S2 C2 C5 171.2(5) . . . . ? C1 S1 C3 C3 168.2(10) . . . 5_566 ? C1 S1 C3 S2 -13.9(5) . . . . ? C2 S2 C3 C3 -168.2(10) . . . 5_566 ? C2 S2 C3 S1 13.9(5) . . . . ? C2 C1 C4 O2 -24.2(13) . . . . ? S1 C1 C4 O2 159.0(6) . . . . ? C2 C1 C4 O1 157.3(8) . . . . ? S1 C1 C4 O1 -19.4(9) . . . . ? C1 C2 C5 O3 31.0(12) . . . . ? S2 C2 C5 O3 -148.6(5) . . . . ? C1 C2 C5 O4 -152.4(8) . . . . ? S2 C2 C5 O4 28.0(8) . . . . ? C10 N1 C6 C7 2.3(12) . . . . ? Co1 N1 C6 C7 -163.4(6) . . . . ? N1 C6 C7 C8 -1.0(13) . . . . ? C6 C7 C8 C9 -1.0(12) . . . . ? C6 C7 C8 C8 178.6(9) . . . 2_556 ? C7 C8 C9 C10 1.8(11) . . . . ? C8 C8 C9 C10 -177.8(8) 2_556 . . . ? C6 N1 C10 C9 -1.5(12) . . . . ? Co1 N1 C10 C9 164.0(6) . . . . ? C8 C9 C10 N1 -0.5(12) . . . . ? C15 N2 C11 C12 2.3(11) . . . . ? Co1 N2 C11 C12 178.8(6) . . . . ? N2 C11 C12 C13 -2.5(12) . . . . ? C11 C12 C13 C14 0.9(11) . . . . ? C11 C12 C13 C13 -176.7(6) . . . 2_656 ? C12 C13 C14 C15 0.7(11) . . . . ? C13 C13 C14 C15 178.3(5) 2_656 . . . ? C11 N2 C15 C14 -0.5(10) . . . . ? Co1 N2 C15 C14 -176.9(5) . . . . ? C13 C14 C15 N2 -1.0(11) . . . . ? O1 C4 O2 Co1 149.6(6) . . . . ? C1 C4 O2 Co1 -28.7(11) . . . . ? O3 Co1 O2 C4 62.1(7) . . . . ? O5 Co1 O2 C4 53(3) . . . . ? O4 Co1 O2 C4 -129.9(6) 4_556 . . . ? N2 Co1 O2 C4 145.1(7) . . . . ? N1 Co1 O2 C4 -32.9(7) . . . . ? O4 C5 O3 Co1 -172.8(5) . . . . ? C2 C5 O3 Co1 3.3(11) . . . . ? O2 Co1 O3 C5 -45.9(7) . . . . ? O5 Co1 O3 C5 133.4(7) . . . . ? O4 Co1 O3 C5 -155.6(8) 4_556 . . . ? N2 Co1 O3 C5 -134.3(7) . . . . ? N1 Co1 O3 C5 44.3(7) . . . . ? O3 C5 O4 Co1 30.8(10) . . . 4_546 ? C2 C5 O4 Co1 -145.5(5) . . . 4_546 ? O2 Co1 O5 C16 -149(2) . . . . ? O3 Co1 O5 C16 -157.9(8) . . . . ? O4 Co1 O5 C16 34.2(8) 4_556 . . . ? N2 Co1 O5 C16 119.3(8) . . . . ? N1 Co1 O5 C16 -62.8(8) . . . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 0.507 _refine_diff_density_min -0.456 _refine_diff_density_rms 0.110 ########End