# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name 'Zhong-Yi Liu' 'En-Cui Yang' 'Li-Li Li' 'Xiao-Jun Zhao' _publ_contact_author_name 'Xiao-Jun Zhao' _publ_contact_author_email xiaojun_zhao15@yahoo.com.cn data_101214a _database_code_depnum_ccdc_archive 'CCDC 838389' #TrackingRef '- 1.cif' _audit_update_record ; 2012-02-13 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H17.50 Co3 N5 O12.25 S' _chemical_formula_weight 624.65 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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 29.956(5) _cell_length_b 8.0173(13) _cell_length_c 20.629(4) _cell_angle_alpha 90.00 _cell_angle_beta 122.302(5) _cell_angle_gamma 90.00 _cell_volume 4187.6(13) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5113 _cell_measurement_theta_min 2.79 _cell_measurement_theta_max 28.16 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.982 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2508 _exptl_absorpt_coefficient_mu 2.521 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7036 _exptl_absorpt_correction_T_max 0.7352 _exptl_absorpt_process_details sadabs _exptl_special_details ; ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10204 _diffrn_reflns_av_R_equivalents 0.0359 _diffrn_reflns_av_sigmaI/netI 0.0372 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 35 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 25.01 _reflns_number_total 3677 _reflns_number_gt 3096 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.250 -0.250 0.500 119 23 ' ' 2 0.250 0.250 1.000 119 23 ' ' 3 0.750 -0.250 0.000 119 23 ' ' 4 0.750 0.250 0.500 119 23 ' ' _platon_squeeze_details ; The unit cell contains eight water molecules which have been treated as a diffuse contribution to the overall scattering without specific atom positions by SQUEEZE/PLATON. ; _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^)+(0.0452P)^2^+13.7933P] 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 3677 _refine_ls_number_parameters 290 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0396 _refine_ls_R_factor_gt 0.0315 _refine_ls_wR_factor_ref 0.0939 _refine_ls_wR_factor_gt 0.0888 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.069 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.114584(17) 1.03064(6) 1.10240(3) 0.01760(14) Uani 1 1 d . . . Co2 Co 0.014198(17) 0.80783(6) 1.00646(3) 0.01688(14) Uani 1 1 d . . . Co3 Co 0.132159(18) 0.75058(6) 1.01317(3) 0.01948(15) Uani 1 1 d . . . S1 S 0.09588(4) 0.72372(14) 0.83746(6) 0.0278(2) Uani 1 1 d . . . O1 O 0.06200(9) 0.3349(3) 0.60778(14) 0.0210(6) Uani 1 1 d . . . O2 O 0.13932(10) 0.2216(3) 0.64189(16) 0.0281(7) Uani 1 1 d . . . O3 O 0.30468(9) 0.4633(3) 0.86615(16) 0.0267(6) Uani 1 1 d . . . O4 O 0.29357(9) 0.6906(4) 0.91945(16) 0.0304(7) Uani 1 1 d . . . O5 O 0.07726(13) 0.8577(4) 0.78245(19) 0.0460(8) Uani 1 1 d . . . O6 O 0.13315(11) 0.7838(4) 0.91590(16) 0.0339(7) Uani 1 1 d . . . O7 O 0.05489(11) 0.6223(5) 0.83232(18) 0.0434(8) Uani 1 1 d . . . O8 O 0.07729(9) 0.9035(3) 0.99661(14) 0.0180(5) Uani 1 1 d . . . H8' H 0.0653 0.9771 0.9524 0.022 Uiso 1 1 calc R . . O9 O 0.03664(9) 1.0215(3) 1.07693(14) 0.0204(6) Uani 1 1 d . . . H9 H 0.0332 1.0120 1.1214 0.024 Uiso 1 1 calc R . . O10 O 0.14180(12) 1.0858(5) 1.21737(17) 0.0473(9) Uani 1 1 d D . . H10 H 0.1236 1.1583 1.2233 0.071 Uiso 1 1 d RD . . O11 O 0.0202(3) 0.0528(6) 0.8472(3) 0.0798(19) Uani 0.821(7) 1 d P A 1 O11' O 0.0527(12) 0.206(3) 0.8449(13) 0.0798(19) Uani 0.179(7) 1 d P A 2 O12 O 0.0000 0.313(2) 0.7500 0.136(7) Uani 0.50 2 d SP . . N1 N 0.05155(11) 0.3220(4) 1.00395(17) 0.0180(6) Uani 1 1 d . . . N2 N 0.10325(11) 0.2642(4) 1.05626(18) 0.0210(7) Uani 1 1 d . . . N3 N 0.10835(11) 0.5180(4) 1.01555(18) 0.0192(7) Uani 1 1 d . . . N4 N 0.18867(12) 0.3820(4) 1.1054(2) 0.0381(10) Uani 1 1 d . . . H4A H 0.2046 0.2973 1.1342 0.046 Uiso 1 1 calc R . . H4B H 0.2067 0.4652 1.1050 0.046 Uiso 1 1 calc R . . N5 N 0.01650(11) 0.5835(4) 0.93721(17) 0.0195(7) Uani 1 1 d . . . H5A H -0.0146 0.5293 0.9148 0.023 Uiso 1 1 calc R . . H5B H 0.0207 0.6219 0.8998 0.023 Uiso 1 1 calc R . . C1 C 0.13488(13) 0.3846(4) 1.0603(2) 0.0213(8) Uani 1 1 d . . . C2 C 0.05717(13) 0.4717(4) 0.9829(2) 0.0162(7) Uani 1 1 d . . . C3 C 0.13808(13) 0.4224(5) 0.7244(2) 0.0200(8) Uani 1 1 d . . . C4 C 0.19296(14) 0.4384(5) 0.7665(2) 0.0210(8) Uani 1 1 d . . . H4 H 0.2128 0.3831 0.7507 0.025 Uiso 1 1 calc R . . C5 C 0.21799(13) 0.5373(5) 0.8322(2) 0.0207(8) Uani 1 1 d . . . C6 C 0.18887(14) 0.6178(5) 0.8566(2) 0.0224(8) Uani 1 1 d . . . H6 H 0.2056 0.6832 0.9006 0.027 Uiso 1 1 calc R . . C7 C 0.13430(14) 0.6003(5) 0.8148(2) 0.0229(8) Uani 1 1 d . . . C8 C 0.10896(14) 0.5032(5) 0.7488(2) 0.0222(8) Uani 1 1 d . . . H8 H 0.0724 0.4927 0.7211 0.027 Uiso 1 1 calc R . . C9 C 0.11091(13) 0.3179(4) 0.6530(2) 0.0193(8) Uani 1 1 d . . . C10 C 0.27676(13) 0.5640(5) 0.8758(2) 0.0217(8) Uani 1 1 d . . . C11 C 0.1876(3) 1.0173(9) 1.2815(4) 0.080(2) Uani 1 1 d . . . H11A H 0.2005 0.9276 1.2650 0.119 Uiso 1 1 calc R . . H11B H 0.1792 0.9757 1.3174 0.119 Uiso 1 1 calc R . . H11C H 0.2143 1.1020 1.3056 0.119 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0110(2) 0.0151(3) 0.0208(3) 0.00005(19) 0.0046(2) 0.00111(18) Co2 0.0103(2) 0.0141(3) 0.0216(3) 0.00212(19) 0.0055(2) 0.00066(18) Co3 0.0114(2) 0.0153(3) 0.0270(3) -0.0028(2) 0.0071(2) -0.00200(19) S1 0.0203(5) 0.0387(6) 0.0241(5) -0.0050(4) 0.0117(4) 0.0025(4) O1 0.0131(12) 0.0206(13) 0.0205(13) -0.0047(10) 0.0031(11) 0.0005(10) O2 0.0161(13) 0.0238(14) 0.0347(16) -0.0115(12) 0.0071(12) 0.0012(11) O3 0.0141(12) 0.0196(14) 0.0402(17) -0.0010(12) 0.0104(12) 0.0005(11) O4 0.0135(13) 0.0389(17) 0.0325(16) -0.0176(13) 0.0080(12) -0.0071(12) O5 0.0495(19) 0.048(2) 0.0435(19) 0.0097(16) 0.0267(16) 0.0220(16) O6 0.0305(15) 0.0469(18) 0.0273(15) -0.0121(13) 0.0174(13) -0.0047(13) O7 0.0252(15) 0.070(2) 0.0403(18) -0.0136(17) 0.0208(14) -0.0092(15) O8 0.0136(11) 0.0174(12) 0.0211(13) 0.0029(10) 0.0081(10) 0.0019(10) O9 0.0146(12) 0.0187(13) 0.0215(13) 0.0008(10) 0.0055(11) 0.0015(10) O10 0.0370(17) 0.064(2) 0.0267(17) -0.0075(15) 0.0077(14) 0.0180(17) O11 0.141(5) 0.065(3) 0.049(3) 0.022(2) 0.062(3) 0.048(3) O11' 0.141(5) 0.065(3) 0.049(3) 0.022(2) 0.062(3) 0.048(3) O12 0.19(2) 0.093(12) 0.19(2) 0.000 0.145(18) 0.000 N1 0.0091(13) 0.0152(15) 0.0229(16) 0.0013(12) 0.0040(12) 0.0015(12) N2 0.0103(14) 0.0170(16) 0.0293(18) 0.0014(13) 0.0063(13) 0.0018(12) N3 0.0113(14) 0.0161(15) 0.0255(16) 0.0001(13) 0.0066(13) -0.0007(12) N4 0.0116(15) 0.0235(18) 0.057(2) 0.0074(17) 0.0037(16) -0.0009(14) N5 0.0132(14) 0.0161(15) 0.0244(17) 0.0033(13) 0.0069(13) -0.0002(12) C1 0.0126(17) 0.0165(19) 0.029(2) -0.0012(15) 0.0077(16) -0.0007(14) C2 0.0122(16) 0.0157(17) 0.0199(18) -0.0011(14) 0.0081(14) -0.0002(14) C3 0.0147(17) 0.0182(18) 0.0238(19) -0.0013(15) 0.0080(15) -0.0010(14) C4 0.0137(17) 0.0224(19) 0.0243(19) -0.0040(15) 0.0084(15) -0.0016(15) C5 0.0123(17) 0.0222(19) 0.0215(19) -0.0021(15) 0.0050(15) -0.0024(14) C6 0.0156(17) 0.025(2) 0.0188(18) -0.0040(15) 0.0038(15) -0.0018(15) C7 0.0172(17) 0.025(2) 0.026(2) -0.0013(16) 0.0112(16) 0.0001(15) C8 0.0112(16) 0.028(2) 0.0220(19) -0.0026(16) 0.0050(15) -0.0027(15) C9 0.0145(17) 0.0161(18) 0.0222(19) -0.0039(15) 0.0062(15) -0.0008(14) C10 0.0124(17) 0.025(2) 0.0220(19) 0.0017(16) 0.0052(15) 0.0001(15) C11 0.073(4) 0.086(5) 0.054(4) -0.004(3) 0.018(3) 0.016(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 N2 2.045(3) 1_565 ? Co1 O10 2.102(3) . ? Co1 O9 2.103(2) . ? Co1 O8 2.108(3) . ? Co1 O3 2.144(3) 7_567 ? Co1 O2 2.158(3) 6_566 ? Co2 O9 2.086(2) 5_577 ? Co2 O9 2.111(3) . ? Co2 O1 2.128(2) 6_566 ? Co2 N1 2.135(3) 5_567 ? Co2 O8 2.148(2) . ? Co2 N5 2.321(3) . ? Co3 O8 1.929(2) . ? Co3 O4 1.949(2) 7_567 ? Co3 N3 2.007(3) . ? Co3 O6 2.040(3) . ? S1 O7 1.429(3) . ? S1 O5 1.441(3) . ? S1 O6 1.472(3) . ? S1 C7 1.760(4) . ? O1 C9 1.255(4) . ? O1 Co2 2.128(2) 6_565 ? O2 C9 1.257(4) . ? O2 Co1 2.158(3) 6_565 ? O3 C10 1.253(5) . ? O3 Co1 2.144(3) 7_567 ? O4 C10 1.269(5) . ? O4 Co3 1.949(2) 7_567 ? O8 H8' 0.9800 . ? O9 Co2 2.086(2) 5_577 ? O9 H9 0.9800 . ? O10 C11 1.412(7) . ? O10 H10 0.8500 . ? N1 C2 1.317(5) . ? N1 N2 1.411(4) . ? N1 Co2 2.135(3) 5_567 ? N2 C1 1.324(5) . ? N2 Co1 2.045(3) 1_545 ? N3 C2 1.356(4) . ? N3 C1 1.358(5) . ? N4 C1 1.364(5) . ? N4 H4A 0.8600 . ? N4 H4B 0.8600 . ? N5 C2 1.396(4) . ? N5 H5A 0.9000 . ? N5 H5B 0.9000 . ? C3 C8 1.380(5) . ? C3 C4 1.396(5) . ? C3 C9 1.501(5) . ? C4 C5 1.394(5) . ? C4 H4 0.9300 . ? C5 C6 1.378(5) . ? C5 C10 1.504(5) . ? C6 C7 1.389(5) . ? C6 H6 0.9300 . ? C7 C8 1.390(5) . ? C8 H8 0.9300 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Co1 O10 101.57(14) 1_565 . ? N2 Co1 O9 91.68(11) 1_565 . ? O10 Co1 O9 89.92(12) . . ? N2 Co1 O8 95.54(11) 1_565 . ? O10 Co1 O8 160.25(13) . . ? O9 Co1 O8 79.69(9) . . ? N2 Co1 O3 90.00(11) 1_565 7_567 ? O10 Co1 O3 87.66(12) . 7_567 ? O9 Co1 O3 177.29(11) . 7_567 ? O8 Co1 O3 102.26(10) . 7_567 ? N2 Co1 O2 166.37(12) 1_565 6_566 ? O10 Co1 O2 85.59(12) . 6_566 ? O9 Co1 O2 99.98(10) . 6_566 ? O8 Co1 O2 79.80(10) . 6_566 ? O3 Co1 O2 78.62(10) 7_567 6_566 ? O9 Co2 O9 81.90(10) 5_577 . ? O9 Co2 O1 166.95(11) 5_577 6_566 ? O9 Co2 O1 87.74(10) . 6_566 ? O9 Co2 N1 90.51(10) 5_577 5_567 ? O9 Co2 N1 113.72(11) . 5_567 ? O1 Co2 N1 86.39(10) 6_566 5_567 ? O9 Co2 O8 88.82(10) 5_577 . ? O9 Co2 O8 78.62(10) . . ? O1 Co2 O8 96.93(9) 6_566 . ? N1 Co2 O8 167.42(11) 5_567 . ? O9 Co2 N5 104.44(10) 5_577 . ? O9 Co2 N5 161.74(10) . . ? O1 Co2 N5 87.83(10) 6_566 . ? N1 Co2 N5 83.65(11) 5_567 . ? O8 Co2 N5 84.35(10) . . ? O8 Co3 O4 120.82(11) . 7_567 ? O8 Co3 N3 108.34(11) . . ? O4 Co3 N3 119.51(12) 7_567 . ? O8 Co3 O6 101.65(12) . . ? O4 Co3 O6 93.37(12) 7_567 . ? N3 Co3 O6 109.72(13) . . ? O7 S1 O5 114.2(2) . . ? O7 S1 O6 112.64(19) . . ? O5 S1 O6 111.7(2) . . ? O7 S1 C7 108.55(19) . . ? O5 S1 C7 104.04(19) . . ? O6 S1 C7 104.86(17) . . ? C9 O1 Co2 125.2(2) . 6_565 ? C9 O2 Co1 121.0(2) . 6_565 ? C10 O3 Co1 132.7(2) . 7_567 ? C10 O4 Co3 124.6(2) . 7_567 ? S1 O6 Co3 129.61(18) . . ? Co3 O8 Co1 101.18(10) . . ? Co3 O8 Co2 117.76(12) . . ? Co1 O8 Co2 94.65(10) . . ? Co3 O8 H8' 113.6 . . ? Co1 O8 H8' 113.6 . . ? Co2 O8 H8' 113.6 . . ? Co2 O9 Co1 114.04(12) 5_577 . ? Co2 O9 Co2 98.10(10) 5_577 . ? Co1 O9 Co2 95.90(10) . . ? Co2 O9 H9 115.3 5_577 . ? Co1 O9 H9 115.3 . . ? Co2 O9 H9 115.3 . . ? C11 O10 Co1 124.9(4) . . ? C11 O10 H10 120.6 . . ? Co1 O10 H10 114.5 . . ? C2 N1 N2 105.7(3) . . ? C2 N1 Co2 133.2(2) . 5_567 ? N2 N1 Co2 119.6(2) . 5_567 ? C1 N2 N1 105.3(3) . . ? C1 N2 Co1 134.7(2) . 1_545 ? N1 N2 Co1 119.9(2) . 1_545 ? C2 N3 C1 102.6(3) . . ? C2 N3 Co3 124.4(2) . . ? C1 N3 Co3 131.5(2) . . ? C1 N4 H4A 120.0 . . ? C1 N4 H4B 120.0 . . ? H4A N4 H4B 120.0 . . ? C2 N5 Co2 112.6(2) . . ? C2 N5 H5A 109.1 . . ? Co2 N5 H5A 109.1 . . ? C2 N5 H5B 109.1 . . ? Co2 N5 H5B 109.1 . . ? H5A N5 H5B 107.8 . . ? N2 C1 N3 113.1(3) . . ? N2 C1 N4 125.2(3) . . ? N3 C1 N4 121.6(3) . . ? N1 C2 N3 113.3(3) . . ? N1 C2 N5 126.1(3) . . ? N3 C2 N5 120.4(3) . . ? C8 C3 C4 119.6(3) . . ? C8 C3 C9 120.2(3) . . ? C4 C3 C9 120.2(3) . . ? C5 C4 C3 120.0(3) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C6 C5 C4 120.3(3) . . ? C6 C5 C10 118.8(3) . . ? C4 C5 C10 120.8(3) . . ? C5 C6 C7 119.4(3) . . ? C5 C6 H6 120.3 . . ? C7 C6 H6 120.3 . . ? C6 C7 C8 120.7(4) . . ? C6 C7 S1 119.9(3) . . ? C8 C7 S1 118.9(3) . . ? C3 C8 C7 120.0(3) . . ? C3 C8 H8 120.0 . . ? C7 C8 H8 120.0 . . ? O1 C9 O2 124.5(3) . . ? O1 C9 C3 118.3(3) . . ? O2 C9 C3 117.2(3) . . ? O3 C10 O4 125.7(3) . . ? O3 C10 C5 118.7(3) . . ? O4 C10 C5 115.6(3) . . ? O10 C11 H11A 109.5 . . ? O10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? O10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 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 O7 S1 O6 Co3 -2.8(3) . . . . ? O5 S1 O6 Co3 127.3(2) . . . . ? C7 S1 O6 Co3 -120.7(2) . . . . ? O8 Co3 O6 S1 -75.5(3) . . . . ? O4 Co3 O6 S1 162.1(2) 7_567 . . . ? N3 Co3 O6 S1 39.1(3) . . . . ? O4 Co3 O8 Co1 -30.47(16) 7_567 . . . ? N3 Co3 O8 Co1 112.86(12) . . . . ? O6 Co3 O8 Co1 -131.60(11) . . . . ? O4 Co3 O8 Co2 -131.86(14) 7_567 . . . ? N3 Co3 O8 Co2 11.47(17) . . . . ? O6 Co3 O8 Co2 127.01(13) . . . . ? N2 Co1 O8 Co3 124.96(12) 1_565 . . . ? O10 Co1 O8 Co3 -85.0(3) . . . . ? O9 Co1 O8 Co3 -144.33(12) . . . . ? O3 Co1 O8 Co3 33.75(12) 7_567 . . . ? O2 Co1 O8 Co3 -42.11(11) 6_566 . . . ? N2 Co1 O8 Co2 -115.53(11) 1_565 . . . ? O10 Co1 O8 Co2 34.5(3) . . . . ? O9 Co1 O8 Co2 -24.83(9) . . . . ? O3 Co1 O8 Co2 153.26(9) 7_567 . . . ? O2 Co1 O8 Co2 77.40(10) 6_566 . . . ? O9 Co2 O8 Co3 -147.98(14) 5_577 . . . ? O9 Co2 O8 Co3 130.05(14) . . . . ? O1 Co2 O8 Co3 43.77(14) 6_566 . . . ? N1 Co2 O8 Co3 -60.9(5) 5_567 . . . ? N5 Co2 O8 Co3 -43.34(13) . . . . ? O9 Co2 O8 Co1 106.79(10) 5_577 . . . ? O9 Co2 O8 Co1 24.82(9) . . . . ? O1 Co2 O8 Co1 -61.46(10) 6_566 . . . ? N1 Co2 O8 Co1 -166.2(4) 5_567 . . . ? N5 Co2 O8 Co1 -148.57(10) . . . . ? N2 Co1 O9 Co2 19.06(14) 1_565 . . 5_577 ? O10 Co1 O9 Co2 120.63(15) . . . 5_577 ? O8 Co1 O9 Co2 -76.27(13) . . . 5_577 ? O3 Co1 O9 Co2 147(2) 7_567 . . 5_577 ? O2 Co1 O9 Co2 -153.86(13) 6_566 . . 5_577 ? N2 Co1 O9 Co2 120.67(12) 1_565 . . . ? O10 Co1 O9 Co2 -137.76(13) . . . . ? O8 Co1 O9 Co2 25.34(9) . . . . ? O3 Co1 O9 Co2 -111(2) 7_567 . . . ? O2 Co1 O9 Co2 -52.25(12) 6_566 . . . ? O9 Co2 O9 Co2 0.0 5_577 . . 5_577 ? O1 Co2 O9 Co2 -172.04(11) 6_566 . . 5_577 ? N1 Co2 O9 Co2 -86.98(12) 5_567 . . 5_577 ? O8 Co2 O9 Co2 90.42(11) . . . 5_577 ? N5 Co2 O9 Co2 111.9(3) . . . 5_577 ? O9 Co2 O9 Co1 -115.36(14) 5_577 . . . ? O1 Co2 O9 Co1 72.60(10) 6_566 . . . ? N1 Co2 O9 Co1 157.66(10) 5_567 . . . ? O8 Co2 O9 Co1 -24.94(9) . . . . ? N5 Co2 O9 Co1 -3.5(4) . . . . ? N2 Co1 O10 C11 -129.7(5) 1_565 . . . ? O9 Co1 O10 C11 138.6(5) . . . . ? O8 Co1 O10 C11 80.8(6) . . . . ? O3 Co1 O10 C11 -40.2(5) 7_567 . . . ? O2 Co1 O10 C11 38.6(5) 6_566 . . . ? C2 N1 N2 C1 -1.1(4) . . . . ? Co2 N1 N2 C1 -168.6(2) 5_567 . . . ? C2 N1 N2 Co1 -178.1(2) . . . 1_545 ? Co2 N1 N2 Co1 14.4(4) 5_567 . . 1_545 ? O8 Co3 N3 C2 22.8(3) . . . . ? O4 Co3 N3 C2 166.7(3) 7_567 . . . ? O6 Co3 N3 C2 -87.3(3) . . . . ? O8 Co3 N3 C1 -140.2(3) . . . . ? O4 Co3 N3 C1 3.7(4) 7_567 . . . ? O6 Co3 N3 C1 109.6(3) . . . . ? O9 Co2 N5 C2 167.1(2) 5_577 . . . ? O9 Co2 N5 C2 58.6(4) . . . . ? O1 Co2 N5 C2 -17.4(2) 6_566 . . . ? N1 Co2 N5 C2 -104.0(2) 5_567 . . . ? O8 Co2 N5 C2 79.8(2) . . . . ? N1 N2 C1 N3 0.6(4) . . . . ? Co1 N2 C1 N3 176.9(3) 1_545 . . . ? N1 N2 C1 N4 179.0(4) . . . . ? Co1 N2 C1 N4 -4.6(6) 1_545 . . . ? C2 N3 C1 N2 0.1(4) . . . . ? Co3 N3 C1 N2 165.8(3) . . . . ? C2 N3 C1 N4 -178.4(4) . . . . ? Co3 N3 C1 N4 -12.7(6) . . . . ? N2 N1 C2 N3 1.2(4) . . . . ? Co2 N1 C2 N3 166.3(3) 5_567 . . . ? N2 N1 C2 N5 -173.4(3) . . . . ? Co2 N1 C2 N5 -8.4(6) 5_567 . . . ? C1 N3 C2 N1 -0.8(4) . . . . ? Co3 N3 C2 N1 -167.9(2) . . . . ? C1 N3 C2 N5 174.2(3) . . . . ? Co3 N3 C2 N5 7.1(5) . . . . ? Co2 N5 C2 N1 107.6(4) . . . . ? Co2 N5 C2 N3 -66.7(4) . . . . ? C8 C3 C4 C5 -0.8(6) . . . . ? C9 C3 C4 C5 179.1(4) . . . . ? C3 C4 C5 C6 0.9(6) . . . . ? C3 C4 C5 C10 -176.5(3) . . . . ? C4 C5 C6 C7 -0.4(6) . . . . ? C10 C5 C6 C7 177.1(3) . . . . ? C5 C6 C7 C8 -0.2(6) . . . . ? C5 C6 C7 S1 -171.4(3) . . . . ? O7 S1 C7 C6 -139.5(3) . . . . ? O5 S1 C7 C6 98.5(4) . . . . ? O6 S1 C7 C6 -18.9(4) . . . . ? O7 S1 C7 C8 49.1(4) . . . . ? O5 S1 C7 C8 -72.9(4) . . . . ? O6 S1 C7 C8 169.7(3) . . . . ? C4 C3 C8 C7 0.2(6) . . . . ? C9 C3 C8 C7 -179.7(4) . . . . ? C6 C7 C8 C3 0.3(6) . . . . ? S1 C7 C8 C3 171.6(3) . . . . ? Co2 O1 C9 O2 5.2(5) 6_565 . . . ? Co2 O1 C9 C3 -176.5(2) 6_565 . . . ? Co1 O2 C9 O1 -45.0(5) 6_565 . . . ? Co1 O2 C9 C3 136.7(3) 6_565 . . . ? C8 C3 C9 O1 15.4(5) . . . . ? C4 C3 C9 O1 -164.5(4) . . . . ? C8 C3 C9 O2 -166.1(4) . . . . ? C4 C3 C9 O2 13.9(5) . . . . ? Co1 O3 C10 O4 -11.8(6) 7_567 . . . ? Co1 O3 C10 C5 167.4(3) 7_567 . . . ? Co3 O4 C10 O3 -4.2(6) 7_567 . . . ? Co3 O4 C10 C5 176.6(3) 7_567 . . . ? C6 C5 C10 O3 163.0(4) . . . . ? C4 C5 C10 O3 -19.5(6) . . . . ? C6 C5 C10 O4 -17.7(5) . . . . ? C4 C5 C10 O4 159.8(4) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.656 _refine_diff_density_min -0.468 _refine_diff_density_rms 0.101 # Attachment '- 2.cif' data_n120322b _database_code_depnum_ccdc_archive 'CCDC 838390' #TrackingRef '- 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H19.25 Co3 N5 O14.125 S' _chemical_formula_weight 644.40 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 P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.835(6) _cell_length_b 7.831(3) _cell_length_c 21.085(6) _cell_angle_alpha 90.00 _cell_angle_beta 122.317(19) _cell_angle_gamma 90.00 _cell_volume 2070.1(13) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4168 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 28.01 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 2.068 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1297 _exptl_absorpt_coefficient_mu 2.560 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7001 _exptl_absorpt_correction_T_max 0.7320 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9760 _diffrn_reflns_av_R_equivalents 0.0464 _diffrn_reflns_av_sigmaI/netI 0.0537 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 25.01 _reflns_number_total 3653 _reflns_number_gt 2942 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0599P)^2^+2.4221P] 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 3653 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0557 _refine_ls_R_factor_gt 0.0402 _refine_ls_wR_factor_ref 0.1094 _refine_ls_wR_factor_gt 0.0989 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _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 Co1 Co 0.71912(4) 0.74452(7) 0.99604(3) 0.01370(17) Uani 1 1 d . . . Co2 Co 0.03200(4) 1.30366(7) 0.50868(3) 0.01203(17) Uani 1 1 d . . . Co3 Co 0.77175(4) 1.02291(7) 0.89213(3) 0.01335(17) Uani 1 1 d . . . S1 S 0.21582(9) 0.67554(15) 0.83115(7) 0.0223(3) Uani 1 1 d . . . O1 O 0.6024(2) 0.7637(4) 0.88376(17) 0.0186(7) Uani 1 1 d . . . O2 O 0.6068(2) 1.0279(4) 0.84329(17) 0.0176(7) Uani 1 1 d . . . O3 O 0.2610(2) 1.3333(4) 0.68180(17) 0.0196(7) Uani 1 1 d . . . O4 O 0.1233(2) 1.1559(4) 0.60940(16) 0.0153(6) Uani 1 1 d . . . O5 O 0.1021(2) 0.7158(4) 0.7880(2) 0.0284(8) Uani 1 1 d . . . O6 O 0.2373(3) 0.4996(4) 0.8193(2) 0.0272(8) Uani 1 1 d . . . O7 O 0.2685(3) 0.7173(4) 0.91139(19) 0.0273(8) Uani 1 1 d . . . H9' H -0.0541 1.4871 0.3823 0.033 Uiso 1 1 d R . . H8' H 0.8558 0.9807 1.0324 0.033 Uiso 1 1 d R . . O8 O 0.8301(2) 0.8935(4) 0.99173(16) 0.0152(6) Uani 1 1 d . . . O9 O -0.0666(2) 1.4766(3) 0.42422(16) 0.0130(6) Uani 1 1 d . . . O10 O 0.6100(2) 0.5859(4) 1.00582(17) 0.0218(7) Uani 1 1 d . . . H10A H 0.5952 0.6297 1.0355 0.026 Uiso 1 1 d R . . H10B H 0.6494 0.5014 1.0278 0.026 Uiso 1 1 d R . . O11 O 0.8305(2) 0.7273(4) 1.11491(17) 0.0186(7) Uani 1 1 d . . . H11A H 0.8198 0.6757 1.1452 0.022 Uiso 1 1 d R . . H11B H 0.8605 0.8200 1.1352 0.022 Uiso 1 1 d R . . O12 O 0.6468(3) 0.9602(4) 1.01921(19) 0.0284(8) Uani 1 1 d . . . H12A H 0.6862 1.0408 1.0460 0.034 Uiso 1 1 d R . . H12B H 0.6267 0.9085 1.0445 0.034 Uiso 1 1 d R . . N1 N -0.2251(2) 0.9825(4) 0.47742(19) 0.0119(7) Uani 1 1 d . . . N2 N -0.1064(3) 1.1818(4) 0.4918(2) 0.0142(8) Uani 1 1 d . . . N3 N -0.2103(3) 1.2406(4) 0.4371(2) 0.0147(8) Uani 1 1 d . . . N4 N -0.0394(3) 0.9151(4) 0.55863(19) 0.0134(8) Uani 1 1 d . . . H4A H 0.0249 0.9714 0.5831 0.016 Uiso 1 1 d R . . H4B H -0.0516 0.8727 0.5940 0.016 Uiso 1 1 d R . . N5 N -0.3868(3) 1.1258(5) 0.3867(2) 0.0173(8) Uani 1 1 d . . . H5' H -0.4085 1.0173 0.3729 0.021 Uiso 1 1 d R . . H5" H -0.4078 1.1958 0.3474 0.021 Uiso 1 1 d R . . C1 C -0.1213(3) 1.0305(5) 0.5115(2) 0.0115(9) Uani 1 1 d . . . C2 C -0.2759(3) 1.1179(5) 0.4325(2) 0.0135(9) Uani 1 1 d . . . C3 C 0.4385(3) 0.9104(5) 0.8092(2) 0.0145(9) Uani 1 1 d . . . C4 C 0.3812(3) 1.0397(5) 0.7576(2) 0.0140(9) Uani 1 1 d . . . H4 H 0.4175 1.1200 0.7453 0.017 Uiso 1 1 calc R . . C5 C 0.2709(3) 1.0523(6) 0.7237(2) 0.0150(9) Uani 1 1 d . . . C6 C 0.2181(3) 0.9371(5) 0.7435(2) 0.0174(10) Uani 1 1 d . . . H6 H 0.1430 0.9441 0.7207 0.021 Uiso 1 1 calc R . . C7 C 0.2769(3) 0.8111(6) 0.7975(3) 0.0175(10) Uani 1 1 d . . . C8 C 0.3864(3) 0.7958(6) 0.8295(2) 0.0173(10) Uani 1 1 d . . . H8 H 0.4253 0.7078 0.8648 0.021 Uiso 1 1 calc R . . C9 C 0.5586(3) 0.9011(6) 0.8483(2) 0.0161(10) Uani 1 1 d . . . C10 C 0.2129(3) 1.1908(5) 0.6670(2) 0.0137(9) Uani 1 1 d . . . O14 O 0.0350(3) 1.0024(4) 0.83190(19) 0.0274(8) Uani 1 1 d . . . H14A H 0.0539 0.9211 0.8156 0.033 Uiso 1 1 d R . . H14B H -0.0210 1.0433 0.7950 0.033 Uiso 1 1 d R . . O13 O 0.4331(4) 0.2613(7) 0.9008(3) 0.0326(12) Uani 0.75 1 d P A 1 O13' O 0.4847(14) 0.195(2) 0.9379(9) 0.041(4) Uani 0.25 1 d P B 2 O15 O 0.395(2) 0.393(3) 0.8221(16) 0.031(7) Uani 0.13 1 d P C 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0060(3) 0.0130(3) 0.0191(3) 0.0014(2) 0.0047(3) 0.0008(2) Co2 0.0038(3) 0.0110(3) 0.0163(3) 0.0001(2) 0.0021(2) 0.0000(2) Co3 0.0042(3) 0.0114(3) 0.0183(3) -0.0004(2) 0.0019(2) -0.0002(2) S1 0.0153(6) 0.0236(6) 0.0270(7) 0.0049(5) 0.0107(5) -0.0035(5) O1 0.0081(14) 0.0147(16) 0.0217(18) 0.0041(13) 0.0005(13) 0.0012(12) O2 0.0098(14) 0.0134(16) 0.0248(18) 0.0007(13) 0.0060(13) -0.0004(12) O3 0.0096(14) 0.0171(17) 0.0223(18) 0.0057(13) 0.0021(13) -0.0001(13) O4 0.0073(14) 0.0137(15) 0.0180(16) 0.0009(12) 0.0022(13) -0.0002(12) O5 0.0157(16) 0.0301(19) 0.040(2) 0.0059(16) 0.0151(16) -0.0012(14) O6 0.0251(17) 0.0219(18) 0.036(2) 0.0034(15) 0.0173(17) -0.0030(14) O7 0.0272(18) 0.032(2) 0.0240(19) 0.0023(15) 0.0147(16) -0.0054(15) O8 0.0098(14) 0.0135(15) 0.0202(17) -0.0004(12) 0.0066(13) -0.0018(12) O9 0.0040(13) 0.0153(15) 0.0149(16) -0.0010(12) 0.0018(12) 0.0001(11) O10 0.0162(15) 0.0236(17) 0.0260(19) 0.0016(14) 0.0115(14) 0.0003(13) O11 0.0148(15) 0.0183(17) 0.0193(17) 0.0003(13) 0.0068(14) -0.0046(12) O12 0.0269(18) 0.0265(19) 0.033(2) -0.0014(15) 0.0171(16) 0.0040(15) N1 0.0034(15) 0.0142(19) 0.0141(19) -0.0014(15) 0.0020(14) -0.0007(14) N2 0.0072(16) 0.0150(19) 0.016(2) 0.0009(15) 0.0037(15) 0.0033(14) N3 0.0046(16) 0.0113(18) 0.020(2) 0.0002(15) 0.0016(15) 0.0017(14) N4 0.0069(16) 0.0141(18) 0.0152(19) 0.0000(15) 0.0033(15) -0.0016(14) N5 0.0075(17) 0.0146(19) 0.022(2) 0.0031(16) 0.0028(16) 0.0011(15) C1 0.0069(19) 0.010(2) 0.015(2) -0.0015(17) 0.0046(17) 0.0000(16) C2 0.0084(19) 0.014(2) 0.016(2) -0.0029(18) 0.0052(18) -0.0016(17) C3 0.0060(19) 0.015(2) 0.016(2) 0.0015(18) 0.0012(17) 0.0000(17) C4 0.008(2) 0.015(2) 0.016(2) -0.0036(18) 0.0046(18) -0.0044(17) C5 0.0089(19) 0.018(2) 0.011(2) -0.0008(18) 0.0009(17) 0.0004(17) C6 0.008(2) 0.018(2) 0.021(2) 0.0022(19) 0.0038(19) -0.0013(17) C7 0.011(2) 0.017(2) 0.018(2) 0.0037(18) 0.0034(18) -0.0022(18) C8 0.009(2) 0.017(2) 0.015(2) 0.0031(18) -0.0002(18) 0.0020(17) C9 0.007(2) 0.018(2) 0.016(2) -0.0012(18) 0.0017(18) 0.0031(18) C10 0.0050(19) 0.013(2) 0.020(2) -0.0011(18) 0.0049(18) 0.0008(17) O14 0.0214(17) 0.030(2) 0.0249(19) -0.0042(14) 0.0083(15) 0.0000(14) O13 0.026(3) 0.038(3) 0.043(4) -0.011(3) 0.025(3) -0.006(2) O13' 0.044(10) 0.046(10) 0.024(9) -0.017(8) 0.012(8) 0.022(9) O15 0.023(14) 0.020(15) 0.035(17) -0.007(12) 0.005(12) 0.008(12) _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 O8 2.059(3) . ? Co1 O1 2.060(3) . ? Co1 N1 2.085(3) 4_676 ? Co1 O10 2.136(3) . ? Co1 O11 2.145(3) . ? Co1 O12 2.192(3) . ? Co2 O9 2.088(3) . ? Co2 O9 2.110(3) 3_586 ? Co2 N2 2.115(4) . ? Co2 O4 2.147(3) . ? Co2 O8 2.168(3) 2_656 ? Co2 N4 2.264(4) 3_576 ? Co3 O3 2.015(3) 2_646 ? Co3 N3 2.032(4) 4_686 ? Co3 O8 2.060(3) . ? Co3 O2 2.088(3) . ? Co3 O9 2.115(3) 4_686 ? S1 O5 1.460(3) . ? S1 O6 1.465(3) . ? S1 O7 1.472(4) . ? S1 C7 1.772(5) . ? O1 C9 1.272(5) . ? O2 C9 1.260(5) . ? O3 C10 1.270(5) . ? O3 Co3 2.015(3) 2_656 ? O4 C10 1.261(5) . ? O8 Co2 2.168(3) 2_646 ? O8 H8' 0.9985 . ? O9 Co2 2.110(3) 3_586 ? O9 Co3 2.115(3) 4_485 ? O9 H9' 0.9992 . ? O10 H10A 0.8400 . ? O10 H10B 0.8399 . ? O11 H11A 0.8400 . ? O11 H11B 0.8400 . ? O12 H12A 0.8398 . ? O12 H12B 0.8402 . ? N1 C2 1.351(5) . ? N1 C1 1.357(5) . ? N1 Co1 2.085(3) 4_475 ? N2 C1 1.313(5) . ? N2 N3 1.420(5) . ? N3 C2 1.333(5) . ? N3 Co3 2.032(4) 4_485 ? N4 C1 1.411(5) . ? N4 Co2 2.264(4) 3_576 ? N4 H4A 0.9190 . ? N4 H4B 0.9194 . ? N5 C2 1.395(5) . ? N5 H5' 0.8999 . ? N5 H5" 0.8999 . ? C3 C8 1.392(6) . ? C3 C4 1.395(6) . ? C3 C9 1.513(5) . ? C4 C5 1.395(6) . ? C4 H4 0.9500 . ? C5 C6 1.397(6) . ? C5 C10 1.499(6) . ? C6 C7 1.403(6) . ? C6 H6 0.9500 . ? C7 C8 1.392(6) . ? C8 H8 0.9500 . ? O14 H14A 0.8403 . ? O14 H14B 0.8402 . ? 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 O8 Co1 O1 96.23(12) . . ? O8 Co1 N1 93.88(12) . 4_676 ? O1 Co1 N1 91.16(13) . 4_676 ? O8 Co1 O10 177.22(12) . . ? O1 Co1 O10 86.47(12) . . ? N1 Co1 O10 85.42(13) 4_676 . ? O8 Co1 O11 87.27(12) . . ? O1 Co1 O11 175.27(12) . . ? N1 Co1 O11 91.76(13) 4_676 . ? O10 Co1 O11 90.06(12) . . ? O8 Co1 O12 94.09(13) . . ? O1 Co1 O12 89.36(12) . . ? N1 Co1 O12 171.91(13) 4_676 . ? O10 Co1 O12 86.56(13) . . ? O11 Co1 O12 87.22(12) . . ? O9 Co2 O9 81.44(12) . 3_586 ? O9 Co2 N2 88.53(12) . . ? O9 Co2 N2 110.33(12) 3_586 . ? O9 Co2 O4 167.73(11) . . ? O9 Co2 O4 88.72(11) 3_586 . ? N2 Co2 O4 88.02(12) . . ? O9 Co2 O8 91.07(11) . 2_656 ? O9 Co2 O8 81.15(11) 3_586 2_656 ? N2 Co2 O8 168.30(12) . 2_656 ? O4 Co2 O8 94.67(11) . 2_656 ? O9 Co2 N4 101.69(12) . 3_576 ? O9 Co2 N4 164.07(11) 3_586 3_576 ? N2 Co2 N4 85.46(13) . 3_576 ? O4 Co2 N4 89.77(12) . 3_576 ? O8 Co2 N4 83.17(12) 2_656 3_576 ? O3 Co3 N3 161.73(14) 2_646 4_686 ? O3 Co3 O8 102.85(13) 2_646 . ? N3 Co3 O8 95.39(14) 4_686 . ? O3 Co3 O2 84.16(12) 2_646 . ? N3 Co3 O2 92.26(12) 4_686 . ? O8 Co3 O2 104.76(12) . . ? O3 Co3 O9 90.69(11) 2_646 4_686 ? N3 Co3 O9 90.32(12) 4_686 4_686 ? O8 Co3 O9 83.59(11) . 4_686 ? O2 Co3 O9 170.97(12) . 4_686 ? O5 S1 O6 112.4(2) . . ? O5 S1 O7 113.2(2) . . ? O6 S1 O7 112.0(2) . . ? O5 S1 C7 106.8(2) . . ? O6 S1 C7 106.9(2) . . ? O7 S1 C7 104.9(2) . . ? C9 O1 Co1 126.1(3) . . ? C9 O2 Co3 120.7(3) . . ? C10 O3 Co3 125.8(3) . 2_656 ? C10 O4 Co2 128.2(3) . . ? Co1 O8 Co3 114.46(13) . . ? Co1 O8 Co2 126.49(14) . 2_646 ? Co3 O8 Co2 92.20(12) . 2_646 ? Co1 O8 H8' 107.3 . . ? Co3 O8 H8' 107.4 . . ? Co2 O8 H8' 107.3 2_646 . ? Co2 O9 Co2 98.56(12) . 3_586 ? Co2 O9 Co3 115.58(13) . 4_485 ? Co2 O9 Co3 92.34(11) 3_586 4_485 ? Co2 O9 H9' 115.5 . . ? Co2 O9 H9' 115.6 3_586 . ? Co3 O9 H9' 115.6 4_485 . ? Co1 O10 H10A 110.4 . . ? Co1 O10 H10B 99.9 . . ? H10A O10 H10B 107.0 . . ? Co1 O11 H11A 125.3 . . ? Co1 O11 H11B 114.1 . . ? H11A O11 H11B 106.9 . . ? Co1 O12 H12A 118.7 . . ? Co1 O12 H12B 98.7 . . ? H12A O12 H12B 107.0 . . ? C2 N1 C1 101.8(3) . . ? C2 N1 Co1 132.2(3) . 4_475 ? C1 N1 Co1 126.0(3) . 4_475 ? C1 N2 N3 104.9(3) . . ? C1 N2 Co2 131.8(3) . . ? N3 N2 Co2 121.7(3) . . ? C2 N3 N2 104.9(3) . . ? C2 N3 Co3 135.6(3) . 4_485 ? N2 N3 Co3 119.3(2) . 4_485 ? C1 N4 Co2 110.9(3) . 3_576 ? C1 N4 H4A 109.5 . . ? Co2 N4 H4A 109.4 3_576 . ? C1 N4 H4B 109.4 . . ? Co2 N4 H4B 109.4 3_576 . ? H4A N4 H4B 108.2 . . ? C2 N5 H5' 105.6 . . ? C2 N5 H5" 111.3 . . ? H5' N5 H5" 112.9 . . ? N2 C1 N1 114.6(4) . . ? N2 C1 N4 125.0(3) . . ? N1 C1 N4 120.1(3) . . ? N3 C2 N1 113.8(4) . . ? N3 C2 N5 124.3(4) . . ? N1 C2 N5 121.9(4) . . ? C8 C3 C4 120.1(4) . . ? C8 C3 C9 119.2(4) . . ? C4 C3 C9 120.6(4) . . ? C3 C4 C5 120.6(4) . . ? C3 C4 H4 119.7 . . ? C5 C4 H4 119.7 . . ? C4 C5 C6 119.5(4) . . ? C4 C5 C10 118.3(4) . . ? C6 C5 C10 122.1(4) . . ? C5 C6 C7 119.4(4) . . ? C5 C6 H6 120.3 . . ? C7 C6 H6 120.3 . . ? C8 C7 C6 120.9(4) . . ? C8 C7 S1 117.9(3) . . ? C6 C7 S1 121.1(3) . . ? C7 C8 C3 119.4(4) . . ? C7 C8 H8 120.3 . . ? C3 C8 H8 120.3 . . ? O2 C9 O1 125.6(4) . . ? O2 C9 C3 118.1(4) . . ? O1 C9 C3 116.3(4) . . ? O4 C10 O3 126.3(4) . . ? O4 C10 C5 118.1(4) . . ? O3 C10 C5 115.6(4) . . ? H14A O14 H14B 107.0 . . ? 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 O8 Co1 O1 C9 -60.1(4) . . . . ? N1 Co1 O1 C9 -154.1(4) 4_676 . . . ? O10 Co1 O1 C9 120.5(4) . . . . ? O11 Co1 O1 C9 77.7(15) . . . . ? O12 Co1 O1 C9 33.9(4) . . . . ? O3 Co3 O2 C9 63.8(3) 2_646 . . . ? N3 Co3 O2 C9 -134.1(3) 4_686 . . . ? O8 Co3 O2 C9 -38.0(3) . . . . ? O9 Co3 O2 C9 119.3(7) 4_686 . . . ? O9 Co2 O4 C10 -81.0(6) . . . . ? O9 Co2 O4 C10 -44.4(3) 3_586 . . . ? N2 Co2 O4 C10 -154.8(4) . . . . ? O8 Co2 O4 C10 36.6(4) 2_656 . . . ? N4 Co2 O4 C10 119.7(3) 3_576 . . . ? O1 Co1 O8 Co3 10.61(16) . . . . ? N1 Co1 O8 Co3 102.21(16) 4_676 . . . ? O10 Co1 O8 Co3 177(49) . . . . ? O11 Co1 O8 Co3 -166.21(15) . . . . ? O12 Co1 O8 Co3 -79.19(15) . . . . ? O1 Co1 O8 Co2 -102.28(17) . . . 2_646 ? N1 Co1 O8 Co2 -10.68(19) 4_676 . . 2_646 ? O10 Co1 O8 Co2 65(3) . . . 2_646 ? O11 Co1 O8 Co2 80.90(17) . . . 2_646 ? O12 Co1 O8 Co2 167.92(17) . . . 2_646 ? O3 Co3 O8 Co1 -67.26(16) 2_646 . . . ? N3 Co3 O8 Co1 113.78(15) 4_686 . . . ? O2 Co3 O8 Co1 20.01(17) . . . . ? O9 Co3 O8 Co1 -156.50(15) 4_686 . . . ? O3 Co3 O8 Co2 64.91(12) 2_646 . . 2_646 ? N3 Co3 O8 Co2 -114.05(12) 4_686 . . 2_646 ? O2 Co3 O8 Co2 152.18(11) . . . 2_646 ? O9 Co3 O8 Co2 -24.33(11) 4_686 . . 2_646 ? O9 Co2 O9 Co2 0.0 3_586 . . 3_586 ? N2 Co2 O9 Co2 110.81(13) . . . 3_586 ? O4 Co2 O9 Co2 37.1(5) . . . 3_586 ? O8 Co2 O9 Co2 -80.88(12) 2_656 . . 3_586 ? N4 Co2 O9 Co2 -164.13(11) 3_576 . . 3_586 ? O9 Co2 O9 Co3 -96.76(16) 3_586 . . 4_485 ? N2 Co2 O9 Co3 14.05(15) . . . 4_485 ? O4 Co2 O9 Co3 -59.7(5) . . . 4_485 ? O8 Co2 O9 Co3 -177.65(14) 2_656 . . 4_485 ? N4 Co2 O9 Co3 99.11(15) 3_576 . . 4_485 ? O9 Co2 N2 C1 163.1(4) . . . . ? O9 Co2 N2 C1 -116.6(4) 3_586 . . . ? O4 Co2 N2 C1 -28.7(4) . . . . ? O8 Co2 N2 C1 74.9(8) 2_656 . . . ? N4 Co2 N2 C1 61.2(4) 3_576 . . . ? O9 Co2 N2 N3 0.1(3) . . . . ? O9 Co2 N2 N3 80.4(3) 3_586 . . . ? O4 Co2 N2 N3 168.3(3) . . . . ? O8 Co2 N2 N3 -88.1(6) 2_656 . . . ? N4 Co2 N2 N3 -101.8(3) 3_576 . . . ? C1 N2 N3 C2 1.9(4) . . . . ? Co2 N2 N3 C2 168.9(3) . . . . ? C1 N2 N3 Co3 177.8(3) . . . 4_485 ? Co2 N2 N3 Co3 -15.3(4) . . . 4_485 ? N3 N2 C1 N1 -1.8(5) . . . . ? Co2 N2 C1 N1 -166.8(3) . . . . ? N3 N2 C1 N4 172.4(4) . . . . ? Co2 N2 C1 N4 7.4(7) . . . . ? C2 N1 C1 N2 0.9(5) . . . . ? Co1 N1 C1 N2 -178.3(3) 4_475 . . . ? C2 N1 C1 N4 -173.6(4) . . . . ? Co1 N1 C1 N4 7.2(6) 4_475 . . . ? Co2 N4 C1 N2 -105.7(4) 3_576 . . . ? Co2 N4 C1 N1 68.3(4) 3_576 . . . ? N2 N3 C2 N1 -1.5(5) . . . . ? Co3 N3 C2 N1 -176.3(3) 4_485 . . . ? N2 N3 C2 N5 177.8(4) . . . . ? Co3 N3 C2 N5 3.0(7) 4_485 . . . ? C1 N1 C2 N3 0.5(5) . . . . ? Co1 N1 C2 N3 179.6(3) 4_475 . . . ? C1 N1 C2 N5 -178.9(4) . . . . ? Co1 N1 C2 N5 0.3(6) 4_475 . . . ? C8 C3 C4 C5 -2.2(7) . . . . ? C9 C3 C4 C5 -177.5(4) . . . . ? C3 C4 C5 C6 1.9(7) . . . . ? C3 C4 C5 C10 -178.3(4) . . . . ? C4 C5 C6 C7 0.3(7) . . . . ? C10 C5 C6 C7 -179.5(4) . . . . ? C5 C6 C7 C8 -2.2(7) . . . . ? C5 C6 C7 S1 173.8(3) . . . . ? O5 S1 C7 C8 -179.2(4) . . . . ? O6 S1 C7 C8 -58.7(4) . . . . ? O7 S1 C7 C8 60.3(4) . . . . ? O5 S1 C7 C6 4.6(5) . . . . ? O6 S1 C7 C6 125.1(4) . . . . ? O7 S1 C7 C6 -115.9(4) . . . . ? C6 C7 C8 C3 1.9(7) . . . . ? S1 C7 C8 C3 -174.2(3) . . . . ? C4 C3 C8 C7 0.3(7) . . . . ? C9 C3 C8 C7 175.6(4) . . . . ? Co3 O2 C9 O1 2.3(6) . . . . ? Co3 O2 C9 C3 -177.8(3) . . . . ? Co1 O1 C9 O2 57.4(6) . . . . ? Co1 O1 C9 C3 -122.6(3) . . . . ? C8 C3 C9 O2 -163.0(4) . . . . ? C4 C3 C9 O2 12.3(6) . . . . ? C8 C3 C9 O1 17.0(6) . . . . ? C4 C3 C9 O1 -167.7(4) . . . . ? Co2 O4 C10 O3 11.3(6) . . . . ? Co2 O4 C10 C5 -167.8(3) . . . . ? Co3 O3 C10 O4 -17.0(6) 2_656 . . . ? Co3 O3 C10 C5 162.1(3) 2_656 . . . ? C4 C5 C10 O4 140.4(4) . . . . ? C6 C5 C10 O4 -39.8(6) . . . . ? C4 C5 C10 O3 -38.8(6) . . . . ? C6 C5 C10 O3 141.1(4) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.759 _refine_diff_density_min -0.998 _refine_diff_density_rms 0.133