# 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 _publ_contact_author_name 'Yao-Yu Wang' _publ_contact_author_email wyaoyu@nwu.edu.cn _publ_contact_author_fax '(+86) 29-88303798' _publ_section_title ; Four 3D "brick-wall"-like metal-organic frameworks with a flexible ligand of (S,S,R,R)-1,2,3,4-cyclopentanetetracarboxylic acid: crystal structures, luminescent and magnetic properties ; loop_ _publ_author_name 'Lin Cui' 'Xin-Jun Luan' 'Cui-Ping Zhang' 'Yi-Fan Kang' 'Wen-Tao Zhang' ; Yao-Yu Wang ; 'Qi-Zhen Shi' data_1 _database_code_depnum_ccdc_archive 'CCDC 895148' #TrackingRef 'Crystal Data.txt' _audit_update_record ; 2012-09-19 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H46 Cu4 N4 O23' _chemical_formula_weight 1228.99 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.0724(12) _cell_length_b 9.1553(12) _cell_length_c 27.683(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.481(2) _cell_angle_gamma 90.00 _cell_volume 2274.3(5) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1825 _cell_measurement_theta_min 2.524 _cell_measurement_theta_max 22.675 _exptl_crystal_description needle _exptl_crystal_colour blue _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.795 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1252 _exptl_absorpt_coefficient_mu 1.940 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5584 _exptl_absorpt_correction_T_max 0.6532 _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 'Bruck 1000 CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11013 _diffrn_reflns_av_R_equivalents 0.0515 _diffrn_reflns_av_sigmaI/netI 0.0650 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 1.49 _diffrn_reflns_theta_max 25.09 _reflns_number_total 4044 _reflns_number_gt 2891 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0800P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4044 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0720 _refine_ls_R_factor_gt 0.0448 _refine_ls_wR_factor_ref 0.1397 _refine_ls_wR_factor_gt 0.1150 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.90167(6) 0.54910(7) 0.13080(2) 0.0307(2) Uani 1 1 d . . . Cu2 Cu 0.50817(6) 0.22983(6) 0.28262(2) 0.0276(2) Uani 1 1 d . . . C1 C 1.3151(6) 1.0509(6) -0.1724(2) 0.0399(13) Uani 1 1 d . . . H1 H 1.2909 1.0301 -0.2055 0.048 Uiso 1 1 calc R . . C2 C 1.2398(6) 0.9791(6) -0.1408(2) 0.0426(14) Uani 1 1 d . . . H2 H 1.1660 0.9121 -0.1524 0.051 Uiso 1 1 calc R . . C3 C 1.2738(6) 1.0063(6) -0.0915(2) 0.0424(14) Uani 1 1 d . . . C4 C 1.3806(7) 1.1113(7) -0.0767(2) 0.0484(15) Uani 1 1 d . . . H4 H 1.4053 1.1345 -0.0438 0.058 Uiso 1 1 calc R . . C5 C 1.4506(6) 1.1816(6) -0.11155(19) 0.0407(13) Uani 1 1 d . . . H5 H 1.5202 1.2539 -0.1013 0.049 Uiso 1 1 calc R . . C6 C 1.1943(7) 0.9232(6) -0.0573(2) 0.0481(15) Uani 1 1 d . . . H6 H 1.1249 0.8545 -0.0709 0.058 Uiso 1 1 calc R . . C7 C 1.2126(7) 0.9372(6) -0.0093(2) 0.0474(15) Uani 1 1 d . . . H7 H 1.2819 1.0054 0.0047 0.057 Uiso 1 1 calc R . . C8 C 1.1314(6) 0.8528(6) 0.02362(19) 0.0389(13) Uani 1 1 d . . . C9 C 1.0319(7) 0.7411(6) 0.0077(2) 0.0466(15) Uani 1 1 d . . . H9 H 1.0129 0.7159 -0.0252 0.056 Uiso 1 1 calc R . . C10 C 0.9619(6) 0.6681(6) 0.0418(2) 0.0446(14) Uani 1 1 d . . . H10 H 0.8940 0.5952 0.0306 0.054 Uiso 1 1 calc R . . C11 C 1.0803(6) 0.8030(6) 0.1043(2) 0.0428(14) Uani 1 1 d . . . H11 H 1.0972 0.8263 0.1374 0.051 Uiso 1 1 calc R . . C12 C 1.1537(6) 0.8803(6) 0.0730(2) 0.0491(15) Uani 1 1 d . . . H12 H 1.2203 0.9530 0.0853 0.059 Uiso 1 1 calc R . . C13 C 0.6524(5) 0.4177(5) 0.11708(18) 0.0295(11) Uani 1 1 d . . . C14 C 0.5198(5) 0.3182(5) 0.12064(17) 0.0284(11) Uani 1 1 d . . . H14 H 0.5427 0.2239 0.1068 0.034 Uiso 1 1 calc R . . C15 C 0.3677(5) 0.3660(6) 0.09333(17) 0.0329(12) Uani 1 1 d . . . H15A H 0.3580 0.3397 0.0591 0.039 Uiso 1 1 calc R . . H15B H 0.3545 0.4707 0.0960 0.039 Uiso 1 1 calc R . . C16 C 0.2520(5) 0.2817(5) 0.11919(17) 0.0271(11) Uani 1 1 d . . . H16 H 0.2038 0.2073 0.0968 0.033 Uiso 1 1 calc R . . C17 C 0.3439(5) 0.2043(5) 0.16361(16) 0.0246(10) Uani 1 1 d . . . H17 H 0.3700 0.1093 0.1509 0.030 Uiso 1 1 calc R . . C18 C 0.4932(5) 0.2881(5) 0.17327(17) 0.0248(10) Uani 1 1 d . . . H18 H 0.5708 0.2217 0.1888 0.030 Uiso 1 1 calc R . . C19 C 0.1339(5) 0.3830(5) 0.13313(18) 0.0280(11) Uani 1 1 d . . . C20 C 0.2526(5) 0.1672(5) 0.20385(19) 0.0301(11) Uani 1 1 d . . . C21 C 0.4956(5) 0.4261(5) 0.20365(17) 0.0248(10) Uani 1 1 d . . . O1 O 0.8800(4) 0.6758(4) 0.18572(14) 0.0462(10) Uani 1 1 d . . . O2 O 0.7602(4) 0.4115(4) 0.15160(12) 0.0340(8) Uani 1 1 d . . . O3 O 0.6561(4) 0.4947(4) 0.08036(13) 0.0441(9) Uani 1 1 d . . . O4 O 0.0159(4) 0.3953(4) 0.10253(12) 0.0344(8) Uani 1 1 d . . . O5 O 0.1546(4) 0.4499(4) 0.17242(13) 0.0390(9) Uani 1 1 d . . . O6 O 0.1276(4) 0.1133(4) 0.18954(13) 0.0478(10) Uani 1 1 d . . . O7 O 0.3037(3) 0.1857(4) 0.24839(12) 0.0314(8) Uani 1 1 d . . . O8 O 0.5108(4) 0.4155(3) 0.24941(11) 0.0300(8) Uani 1 1 d . . . O9 O 0.4858(3) 0.5472(3) 0.18175(11) 0.0276(8) Uani 1 1 d . . . O10 O 0.7245(4) 0.2008(5) 0.28274(18) 0.0660(14) Uani 1 1 d . . . O11 O 0.9426(4) 0.3783(4) 0.26021(14) 0.0544(11) Uani 1 1 d . . . H11A H 0.9199 0.4525 0.2760 0.082 Uiso 1 1 d R . . H11B H 1.0312 0.3498 0.2699 0.082 Uiso 1 1 d R . . O12 O 0.5583(10) 0.1489(9) 0.4888(3) 0.060(2) Uani 0.50 1 d P . . N1 N 1.4227(5) 1.1503(5) -0.15885(15) 0.0357(10) Uani 1 1 d . . . N2 N 0.9851(4) 0.6952(4) 0.08925(15) 0.0328(10) Uani 1 1 d . . . H1A H 0.8214 0.6791 0.2071 0.039 Uiso 1 1 d R . . H1B H 0.9355 0.7393 0.2027 0.039 Uiso 1 1 d R . . H10A H 0.7619 0.1214 0.2962 0.039 Uiso 1 1 d R . . H10B H 0.7933 0.2549 0.2754 0.039 Uiso 1 1 d R . . H12A H 0.4958 0.1010 0.4680 0.049 Uiso 0.50 1 d PR . . H12B H 0.5882 0.1042 0.5156 0.049 Uiso 0.50 1 d PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0311(3) 0.0284(4) 0.0347(4) 0.0015(3) 0.0119(3) -0.0001(3) Cu2 0.0347(4) 0.0191(3) 0.0301(4) 0.0016(2) 0.0082(3) -0.0019(2) C1 0.051(3) 0.030(3) 0.041(3) -0.002(2) 0.012(3) 0.003(3) C2 0.044(3) 0.039(3) 0.046(4) -0.002(3) 0.012(3) -0.001(3) C3 0.041(3) 0.034(3) 0.055(4) 0.008(3) 0.016(3) 0.004(3) C4 0.062(4) 0.051(4) 0.034(3) 0.002(3) 0.012(3) -0.002(3) C5 0.049(3) 0.039(3) 0.035(3) 0.002(3) 0.009(3) -0.002(3) C6 0.053(4) 0.041(4) 0.053(4) 0.000(3) 0.018(3) -0.005(3) C7 0.053(4) 0.040(4) 0.051(4) 0.005(3) 0.014(3) -0.002(3) C8 0.045(3) 0.039(3) 0.036(3) 0.003(2) 0.017(2) -0.001(3) C9 0.063(4) 0.048(4) 0.030(3) 0.005(3) 0.011(3) -0.013(3) C10 0.049(3) 0.040(4) 0.046(4) 0.000(3) 0.011(3) -0.014(3) C11 0.050(3) 0.045(4) 0.035(3) -0.003(3) 0.013(3) -0.005(3) C12 0.057(4) 0.036(3) 0.053(4) 0.003(3) 0.003(3) -0.013(3) C13 0.034(3) 0.023(3) 0.034(3) -0.004(2) 0.011(2) 0.000(2) C14 0.035(3) 0.021(3) 0.030(3) -0.002(2) 0.009(2) 0.001(2) C15 0.033(3) 0.039(3) 0.028(3) -0.003(2) 0.008(2) 0.003(2) C16 0.029(3) 0.023(3) 0.030(3) -0.006(2) 0.006(2) -0.001(2) C17 0.025(2) 0.019(2) 0.030(3) -0.004(2) 0.003(2) -0.0005(19) C18 0.023(2) 0.020(2) 0.033(3) 0.001(2) 0.008(2) 0.0065(19) C19 0.023(2) 0.027(3) 0.034(3) 0.000(2) 0.008(2) -0.003(2) C20 0.030(3) 0.023(3) 0.038(3) 0.007(2) 0.009(2) 0.001(2) C21 0.019(2) 0.025(3) 0.032(3) -0.005(2) 0.008(2) -0.0043(19) O1 0.048(2) 0.043(2) 0.053(2) -0.0207(19) 0.0263(19) -0.0123(18) O2 0.0302(18) 0.035(2) 0.037(2) 0.0027(16) 0.0057(16) -0.0046(15) O3 0.044(2) 0.048(2) 0.041(2) 0.0117(19) 0.0079(17) -0.0064(18) O4 0.0322(19) 0.035(2) 0.036(2) -0.0048(16) 0.0058(16) 0.0040(15) O5 0.039(2) 0.039(2) 0.038(2) -0.0152(17) 0.0028(16) 0.0076(16) O6 0.037(2) 0.058(3) 0.049(2) 0.005(2) 0.0042(18) -0.0213(19) O7 0.0305(18) 0.034(2) 0.031(2) 0.0047(15) 0.0093(15) 0.0016(15) O8 0.047(2) 0.0204(18) 0.0239(18) -0.0011(14) 0.0100(15) -0.0015(15) O9 0.0392(19) 0.0159(18) 0.0290(18) 0.0003(14) 0.0088(15) 0.0002(14) O10 0.035(2) 0.049(3) 0.113(4) 0.045(3) 0.007(2) -0.0014(19) O11 0.061(3) 0.041(2) 0.064(3) 0.010(2) 0.019(2) 0.016(2) O12 0.083(6) 0.055(6) 0.034(5) -0.001(4) -0.015(4) -0.017(5) N1 0.046(3) 0.031(3) 0.031(2) 0.0020(19) 0.012(2) 0.006(2) N2 0.039(2) 0.031(2) 0.031(2) 0.0034(19) 0.0107(19) -0.0020(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 Cu1 O1 1.945(3) . ? Cu1 O2 1.945(3) . ? Cu1 O4 1.977(3) 1_655 ? Cu1 N2 1.986(4) . ? Cu2 O8 1.934(3) . ? Cu2 O9 1.938(3) 2_645 ? Cu2 O10 1.980(4) . ? Cu2 O7 1.996(3) . ? Cu2 N1 2.191(4) 4_476 ? C1 N1 1.347(7) . ? C1 C2 1.355(7) . ? C1 H1 0.9300 . ? C2 C3 1.377(8) . ? C2 H2 0.9300 . ? C3 C4 1.383(8) . ? C3 C6 1.483(8) . ? C4 C5 1.388(7) . ? C4 H4 0.9300 . ? C5 N1 1.328(6) . ? C5 H5 0.9300 . ? C6 C7 1.320(8) . ? C6 H6 0.9300 . ? C7 C8 1.473(7) . ? C7 H7 0.9300 . ? C8 C12 1.374(7) . ? C8 C9 1.392(7) . ? C9 C10 1.384(8) . ? C9 H9 0.9300 . ? C10 N2 1.324(6) . ? C10 H10 0.9300 . ? C11 N2 1.337(7) . ? C11 C12 1.366(8) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 O3 1.242(6) . ? C13 O2 1.264(6) . ? C13 C14 1.523(6) . ? C14 C15 1.536(6) . ? C14 C18 1.537(6) . ? C14 H14 0.9800 . ? C15 C16 1.559(6) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C19 1.510(6) . ? C16 C17 1.552(6) . ? C16 H16 0.9800 . ? C17 C20 1.521(6) . ? C17 C18 1.545(6) . ? C17 H17 0.9800 . ? C18 C21 1.516(6) . ? C18 H18 0.9800 . ? C19 O5 1.238(6) . ? C19 O4 1.268(5) . ? C20 O6 1.246(6) . ? C20 O7 1.263(6) . ? C21 O8 1.258(6) . ? C21 O9 1.261(5) . ? O1 H1A 0.8529 . ? O1 H1B 0.8622 . ? O4 Cu1 1.977(3) 1_455 ? O9 Cu2 1.938(3) 2_655 ? O10 H10A 0.8633 . ? O10 H10B 0.8443 . ? O11 H11A 0.8499 . ? O11 H11B 0.8500 . ? O12 H12A 0.8641 . ? O12 H12B 0.8563 . ? N1 Cu2 2.191(4) 4_675 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 O2 90.44(15) . . ? O1 Cu1 O4 148.60(15) . 1_655 ? O2 Cu1 O4 93.61(15) . 1_655 ? O1 Cu1 N2 98.18(17) . . ? O2 Cu1 N2 158.81(16) . . ? O4 Cu1 N2 89.06(16) 1_655 . ? O8 Cu2 O9 177.06(14) . 2_645 ? O8 Cu2 O10 92.14(15) . . ? O9 Cu2 O10 85.97(14) 2_645 . ? O8 Cu2 O7 91.60(14) . . ? O9 Cu2 O7 91.23(13) 2_645 . ? O10 Cu2 O7 145.61(18) . . ? O8 Cu2 N1 86.67(15) . 4_476 ? O9 Cu2 N1 92.40(14) 2_645 4_476 ? O10 Cu2 N1 121.65(19) . 4_476 ? O7 Cu2 N1 92.70(15) . 4_476 ? N1 C1 C2 124.2(5) . . ? N1 C1 H1 117.9 . . ? C2 C1 H1 117.9 . . ? C1 C2 C3 119.4(5) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? C2 C3 C4 117.6(5) . . ? C2 C3 C6 118.8(5) . . ? C4 C3 C6 123.6(5) . . ? C3 C4 C5 119.3(5) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? N1 C5 C4 123.0(5) . . ? N1 C5 H5 118.5 . . ? C4 C5 H5 118.5 . . ? C7 C6 C3 126.3(6) . . ? C7 C6 H6 116.8 . . ? C3 C6 H6 116.8 . . ? C6 C7 C8 124.9(6) . . ? C6 C7 H7 117.6 . . ? C8 C7 H7 117.6 . . ? C12 C8 C9 116.3(5) . . ? C12 C8 C7 120.4(5) . . ? C9 C8 C7 123.3(5) . . ? C10 C9 C8 118.7(5) . . ? C10 C9 H9 120.7 . . ? C8 C9 H9 120.7 . . ? N2 C10 C9 124.4(5) . . ? N2 C10 H10 117.8 . . ? C9 C10 H10 117.8 . . ? N2 C11 C12 122.5(5) . . ? N2 C11 H11 118.8 . . ? C12 C11 H11 118.8 . . ? C11 C12 C8 121.5(5) . . ? C11 C12 H12 119.3 . . ? C8 C12 H12 119.3 . . ? O3 C13 O2 122.2(4) . . ? O3 C13 C14 120.6(4) . . ? O2 C13 C14 117.1(4) . . ? C13 C14 C15 117.3(4) . . ? C13 C14 C18 113.9(4) . . ? C15 C14 C18 105.2(4) . . ? C13 C14 H14 106.6 . . ? C15 C14 H14 106.6 . . ? C18 C14 H14 106.6 . . ? C14 C15 C16 104.5(4) . . ? C14 C15 H15A 110.9 . . ? C16 C15 H15A 110.9 . . ? C14 C15 H15B 110.9 . . ? C16 C15 H15B 110.9 . . ? H15A C15 H15B 108.9 . . ? C19 C16 C17 113.4(4) . . ? C19 C16 C15 111.4(4) . . ? C17 C16 C15 105.7(4) . . ? C19 C16 H16 108.8 . . ? C17 C16 H16 108.8 . . ? C15 C16 H16 108.8 . . ? C20 C17 C18 122.8(4) . . ? C20 C17 C16 113.3(4) . . ? C18 C17 C16 105.4(4) . . ? C20 C17 H17 104.5 . . ? C18 C17 H17 104.5 . . ? C16 C17 H17 104.5 . . ? C21 C18 C14 112.6(4) . . ? C21 C18 C17 116.8(4) . . ? C14 C18 C17 100.4(4) . . ? C21 C18 H18 108.9 . . ? C14 C18 H18 108.9 . . ? C17 C18 H18 108.9 . . ? O5 C19 O4 123.1(4) . . ? O5 C19 C16 120.5(4) . . ? O4 C19 C16 116.4(4) . . ? O6 C20 O7 123.3(4) . . ? O6 C20 C17 115.1(4) . . ? O7 C20 C17 121.6(4) . . ? O8 C21 O9 122.8(4) . . ? O8 C21 C18 119.0(4) . . ? O9 C21 C18 118.2(4) . . ? Cu1 O1 H1A 135.2 . . ? Cu1 O1 H1B 135.2 . . ? H1A O1 H1B 88.4 . . ? C13 O2 Cu1 102.6(3) . . ? C19 O4 Cu1 103.8(3) . 1_455 ? C20 O7 Cu2 132.3(3) . . ? C21 O8 Cu2 122.7(3) . . ? C21 O9 Cu2 121.3(3) . 2_655 ? Cu2 O10 H10A 116.1 . . ? Cu2 O10 H10B 133.5 . . ? H10A O10 H10B 109.9 . . ? H11A O11 H11B 112.0 . . ? H12A O12 H12B 115.2 . . ? C5 N1 C1 116.4(5) . . ? C5 N1 Cu2 125.8(4) . 4_675 ? C1 N1 Cu2 117.0(4) . 4_675 ? C10 N2 C11 116.7(5) . . ? C10 N2 Cu1 115.5(4) . . ? C11 N2 Cu1 126.9(4) . . ? 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 N1 C1 C2 C3 -0.5(8) . . . . ? C1 C2 C3 C4 2.5(8) . . . . ? C1 C2 C3 C6 -177.8(5) . . . . ? C2 C3 C4 C5 -1.4(8) . . . . ? C6 C3 C4 C5 178.9(5) . . . . ? C3 C4 C5 N1 -1.8(9) . . . . ? C2 C3 C6 C7 -179.2(6) . . . . ? C4 C3 C6 C7 0.4(10) . . . . ? C3 C6 C7 C8 179.9(5) . . . . ? C6 C7 C8 C12 -177.1(6) . . . . ? C6 C7 C8 C9 4.3(9) . . . . ? C12 C8 C9 C10 1.0(9) . . . . ? C7 C8 C9 C10 179.7(5) . . . . ? C8 C9 C10 N2 -1.5(9) . . . . ? N2 C11 C12 C8 1.2(9) . . . . ? C9 C8 C12 C11 -0.9(9) . . . . ? C7 C8 C12 C11 -179.7(5) . . . . ? O3 C13 C14 C15 -29.2(7) . . . . ? O2 C13 C14 C15 154.7(4) . . . . ? O3 C13 C14 C18 -152.7(4) . . . . ? O2 C13 C14 C18 31.2(6) . . . . ? C13 C14 C15 C16 -158.8(4) . . . . ? C18 C14 C15 C16 -31.1(5) . . . . ? C14 C15 C16 C19 129.9(4) . . . . ? C14 C15 C16 C17 6.3(5) . . . . ? C19 C16 C17 C20 35.0(5) . . . . ? C15 C16 C17 C20 157.3(4) . . . . ? C19 C16 C17 C18 -101.9(4) . . . . ? C15 C16 C17 C18 20.4(5) . . . . ? C13 C14 C18 C21 48.0(5) . . . . ? C15 C14 C18 C21 -81.8(5) . . . . ? C13 C14 C18 C17 173.0(4) . . . . ? C15 C14 C18 C17 43.1(4) . . . . ? C20 C17 C18 C21 -48.3(6) . . . . ? C16 C17 C18 C21 83.4(5) . . . . ? C20 C17 C18 C14 -170.4(4) . . . . ? C16 C17 C18 C14 -38.6(4) . . . . ? C17 C16 C19 O5 32.7(6) . . . . ? C15 C16 C19 O5 -86.3(5) . . . . ? C17 C16 C19 O4 -147.8(4) . . . . ? C15 C16 C19 O4 93.2(5) . . . . ? C18 C17 C20 O6 172.7(4) . . . . ? C16 C17 C20 O6 44.3(6) . . . . ? C18 C17 C20 O7 -9.7(7) . . . . ? C16 C17 C20 O7 -138.1(5) . . . . ? C14 C18 C21 O8 -163.3(4) . . . . ? C17 C18 C21 O8 81.2(5) . . . . ? C14 C18 C21 O9 15.0(6) . . . . ? C17 C18 C21 O9 -100.5(5) . . . . ? O3 C13 O2 Cu1 2.4(5) . . . . ? C14 C13 O2 Cu1 178.4(3) . . . . ? O1 Cu1 O2 C13 114.6(3) . . . . ? O4 Cu1 O2 C13 -96.6(3) 1_655 . . . ? N2 Cu1 O2 C13 0.2(6) . . . . ? O5 C19 O4 Cu1 5.0(6) . . . 1_455 ? C16 C19 O4 Cu1 -174.5(3) . . . 1_455 ? O6 C20 O7 Cu2 165.9(4) . . . . ? C17 C20 O7 Cu2 -11.5(7) . . . . ? O8 Cu2 O7 C20 63.0(4) . . . . ? O9 Cu2 O7 C20 -117.8(4) 2_645 . . . ? O10 Cu2 O7 C20 -33.2(6) . . . . ? N1 Cu2 O7 C20 149.7(4) 4_476 . . . ? O9 C21 O8 Cu2 174.4(3) . . . . ? C18 C21 O8 Cu2 -7.3(5) . . . . ? O9 Cu2 O8 C21 137(3) 2_645 . . . ? O10 Cu2 O8 C21 86.8(4) . . . . ? O7 Cu2 O8 C21 -59.0(4) . . . . ? N1 Cu2 O8 C21 -151.6(4) 4_476 . . . ? O8 C21 O9 Cu2 -0.5(6) . . . 2_655 ? C18 C21 O9 Cu2 -178.8(3) . . . 2_655 ? C4 C5 N1 C1 3.7(8) . . . . ? C4 C5 N1 Cu2 172.9(4) . . . 4_675 ? C2 C1 N1 C5 -2.5(8) . . . . ? C2 C1 N1 Cu2 -172.7(4) . . . 4_675 ? C9 C10 N2 C11 1.7(9) . . . . ? C9 C10 N2 Cu1 -168.2(5) . . . . ? C12 C11 N2 C10 -1.5(8) . . . . ? C12 C11 N2 Cu1 167.0(4) . . . . ? O1 Cu1 N2 C10 -154.6(4) . . . . ? O2 Cu1 N2 C10 -41.5(7) . . . . ? O4 Cu1 N2 C10 56.1(4) 1_655 . . . ? O1 Cu1 N2 C11 36.8(5) . . . . ? O2 Cu1 N2 C11 149.8(4) . . . . ? O4 Cu1 N2 C11 -112.6(4) 1_655 . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.09 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.518 _refine_diff_density_min -0.577 _refine_diff_density_rms 0.160 data_2 _database_code_depnum_ccdc_archive 'CCDC 895149' #TrackingRef 'Crystal Data.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H15 Co2 N O12' _chemical_formula_weight 519.14 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' 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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.1238(12) _cell_length_b 9.6201(13) _cell_length_c 12.6475(17) _cell_angle_alpha 94.475(2) _cell_angle_beta 104.722(2) _cell_angle_gamma 114.437(2) _cell_volume 956.1(2) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2003 _cell_measurement_theta_min 2.584 _cell_measurement_theta_max 27.471 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.803 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 524 _exptl_absorpt_coefficient_mu 1.801 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6140 _exptl_absorpt_correction_T_max 0.7493 _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 'Bruck 1000 CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4785 _diffrn_reflns_av_R_equivalents 0.0192 _diffrn_reflns_av_sigmaI/netI 0.0417 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 25.10 _reflns_number_total 3333 _reflns_number_gt 2789 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1171P)^2^+0.3855P] 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 3333 _refine_ls_number_parameters 286 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0551 _refine_ls_R_factor_gt 0.0464 _refine_ls_wR_factor_ref 0.1627 _refine_ls_wR_factor_gt 0.1468 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.040 _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 O3 O 0.1201(5) 0.2746(5) 0.1922(3) 0.0521(10) Uani 1 1 d . . . O10 O 0.0682(4) 0.2353(4) 0.5689(3) 0.0434(9) Uani 1 1 d D . . H10A H 0.1375 0.2943 0.5426 0.065 Uiso 1 1 calc RD . . O2 O 0.4006(4) 0.2707(3) 0.5186(3) 0.0328(7) Uani 1 1 d . . . C1 C 0.3297(5) 0.1513(5) 0.4410(4) 0.0279(9) Uani 1 1 d . . . O4 O 0.3299(4) 0.4254(4) 0.3388(2) 0.0321(7) Uani 1 1 d . . . C4 C 0.2605(5) 0.3049(5) 0.2589(4) 0.0306(10) Uani 1 1 d . . . O8 O 0.7922(4) 0.3410(4) 0.5653(3) 0.0348(7) Uani 1 1 d . . . O7 O 0.6931(4) 0.4744(3) 0.4568(2) 0.0292(7) Uani 1 1 d . . . C9 C 0.7032(5) 0.3501(5) 0.4756(3) 0.0254(9) Uani 1 1 d . . . C8 C 0.6046(5) 0.2063(5) 0.3817(4) 0.0274(9) Uani 1 1 d . . . H8 H 0.6377 0.1249 0.4022 0.033 Uiso 1 1 calc R . . Co1 Co 1.12792(7) 0.48609(7) 0.29804(5) 0.0275(2) Uani 1 1 d . . . Co2 Co 0.5000 0.5000 0.5000 0.0246(2) Uani 1 2 d S . . Co3 Co 0.0000 0.0000 0.5000 0.0312(3) Uani 1 2 d S . . O1 O 0.1912(4) 0.0376(4) 0.4297(3) 0.0455(9) Uani 1 1 d . . . O6 O 0.9322(4) 0.3168(4) 0.3421(3) 0.0487(9) Uani 1 1 d . . . N1 N 1.2231(5) 0.6336(4) 0.1948(3) 0.0311(8) Uani 1 1 d . . . O5 O 0.8601(4) 0.4516(5) 0.2277(3) 0.0509(10) Uani 1 1 d . . . C3 C 0.3492(5) 0.2067(5) 0.2461(4) 0.0306(10) Uani 1 1 d . . . H3 H 0.2727 0.1183 0.1835 0.037 Uiso 1 1 calc R . . C5 C 0.5106(6) 0.3015(6) 0.2156(4) 0.0334(10) Uani 1 1 d . . . H5A H 0.4870 0.2838 0.1352 0.040 Uiso 1 1 calc R . . H5B H 0.5548 0.4123 0.2446 0.040 Uiso 1 1 calc R . . C6 C 0.6363(5) 0.2420(5) 0.2701(4) 0.0293(9) Uani 1 1 d . . . H6 H 0.6029 0.1417 0.2225 0.035 Uiso 1 1 calc R . . C7 C 0.8188(5) 0.3442(5) 0.2803(4) 0.0317(10) Uani 1 1 d . . . C15 C 1.4190(6) 0.9587(5) -0.0039(4) 0.0338(10) Uani 1 1 d . . . C2 C 0.4081(5) 0.1390(5) 0.3490(4) 0.0288(9) Uani 1 1 d . . . H2 H 0.3633 0.0270 0.3202 0.035 Uiso 1 1 calc R . . C12 C 1.3553(6) 0.8450(5) 0.0641(4) 0.0330(10) Uani 1 1 d . . . C13 C 1.4600(6) 0.8142(6) 0.1503(4) 0.0426(12) Uani 1 1 d . . . H13 H 1.5770 0.8637 0.1652 0.051 Uiso 1 1 calc R . . C10 C 1.1238(6) 0.6598(6) 0.1113(4) 0.0462(13) Uani 1 1 d . . . H10 H 1.0072 0.6059 0.0971 0.055 Uiso 1 1 calc R . . O9 O 0.1427(5) -0.0150(5) 0.6533(3) 0.0533(10) Uani 1 1 d D . . H9A H 0.1312 0.0330 0.7045 0.080 Uiso 1 1 calc RD . . C11 C 1.1815(6) 0.7615(7) 0.0441(4) 0.0465(13) Uani 1 1 d . . . H11 H 1.1052 0.7743 -0.0140 0.056 Uiso 1 1 calc R . . C14 C 1.3906(6) 0.7109(6) 0.2130(4) 0.0439(12) Uani 1 1 d . . . H14 H 1.4631 0.6936 0.2709 0.053 Uiso 1 1 calc R . . O11 O 0.6819(10) 0.5654(9) 0.0537(8) 0.145(3) Uani 1 1 d . . . O12 O 0.0932(19) 0.1236(17) 0.8296(16) 0.185(9) Uani 0.50 1 d P . . O13 O 0.0000 0.0000 0.0000 0.265(9) Uani 1 2 d SU . . H15 H 1.315(2) 0.967(2) -0.071(3) 0.066(18) Uiso 1 1 d . . . H9B H 0.0565 -0.1043 0.6312 0.079 Uiso 1 1 d RD . . H10B H -0.0088 0.2585 0.5664 0.079 Uiso 1 1 d RD . . 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 O3 0.037(2) 0.057(2) 0.054(2) 0.0008(18) -0.0040(17) 0.0269(18) O10 0.0364(19) 0.0264(17) 0.069(2) 0.0123(16) 0.0311(17) 0.0073(15) O2 0.0346(17) 0.0252(16) 0.0389(17) 0.0072(14) 0.0202(14) 0.0088(13) C1 0.022(2) 0.024(2) 0.044(3) 0.0137(19) 0.0168(18) 0.0106(18) O4 0.0322(16) 0.0357(17) 0.0303(16) 0.0025(14) 0.0062(13) 0.0200(14) C4 0.022(2) 0.038(3) 0.036(2) 0.012(2) 0.0149(19) 0.0141(19) O8 0.0367(17) 0.0387(18) 0.0326(17) 0.0087(14) 0.0116(14) 0.0196(15) O7 0.0226(15) 0.0272(16) 0.0384(17) 0.0062(13) 0.0144(13) 0.0091(12) C9 0.021(2) 0.030(2) 0.033(2) 0.0101(18) 0.0180(17) 0.0124(18) C8 0.022(2) 0.026(2) 0.038(2) 0.0104(18) 0.0135(18) 0.0103(18) Co1 0.0251(4) 0.0309(4) 0.0332(4) 0.0127(3) 0.0166(3) 0.0134(3) Co2 0.0196(4) 0.0232(4) 0.0314(5) 0.0050(3) 0.0096(3) 0.0093(3) Co3 0.0239(5) 0.0252(5) 0.0487(5) 0.0110(4) 0.0214(4) 0.0087(4) O1 0.0346(18) 0.0278(17) 0.069(2) 0.0010(16) 0.0345(17) 0.0005(15) O6 0.0246(17) 0.045(2) 0.079(3) 0.0253(19) 0.0179(17) 0.0149(15) N1 0.0279(19) 0.034(2) 0.0335(19) 0.0133(16) 0.0160(16) 0.0112(16) O5 0.0322(19) 0.068(3) 0.057(2) 0.033(2) 0.0241(17) 0.0175(18) C3 0.022(2) 0.035(2) 0.031(2) -0.0011(19) 0.0081(17) 0.0120(19) C5 0.028(2) 0.043(3) 0.032(2) 0.010(2) 0.0142(18) 0.015(2) C6 0.027(2) 0.030(2) 0.032(2) 0.0027(18) 0.0140(18) 0.0115(18) C7 0.026(2) 0.036(3) 0.037(2) 0.0044(19) 0.0179(19) 0.013(2) C15 0.046(3) 0.033(2) 0.027(2) 0.0109(19) 0.018(2) 0.017(2) C2 0.025(2) 0.021(2) 0.041(2) 0.0038(18) 0.0158(19) 0.0086(18) C12 0.040(3) 0.029(2) 0.029(2) 0.0068(18) 0.016(2) 0.012(2) C13 0.029(2) 0.048(3) 0.048(3) 0.023(2) 0.014(2) 0.011(2) C10 0.029(2) 0.054(3) 0.057(3) 0.028(3) 0.016(2) 0.016(2) O9 0.051(2) 0.050(2) 0.057(2) 0.0040(18) 0.0122(19) 0.0255(19) C11 0.034(3) 0.060(3) 0.047(3) 0.027(3) 0.012(2) 0.019(2) C14 0.035(3) 0.051(3) 0.044(3) 0.028(2) 0.011(2) 0.015(2) O11 0.112(5) 0.126(6) 0.209(8) 0.081(6) 0.051(5) 0.057(5) O12 0.127(11) 0.116(10) 0.245(18) -0.112(11) 0.131(13) -0.024(8) O13 0.276(15) 0.225(13) 0.259(15) -0.036(11) -0.074(11) 0.186(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 O3 C4 1.242(6) . ? O3 Co1 2.312(4) 1_455 ? O10 Co3 2.127(3) . ? O10 H10A 0.8200 . ? O10 H10B 0.8148 . ? O2 C1 1.260(5) . ? O2 Co2 2.069(3) . ? C1 O1 1.247(5) . ? C1 C2 1.533(6) . ? O4 C4 1.285(5) . ? O4 Co2 2.079(3) . ? O4 Co1 2.111(3) 1_455 ? C4 C3 1.500(6) . ? O8 C9 1.249(5) . ? O8 Co1 2.047(3) 2_766 ? O7 C9 1.272(5) . ? O7 Co2 2.071(3) . ? C9 C8 1.517(6) . ? C8 C6 1.548(6) . ? C8 C2 1.558(6) . ? C8 H8 0.9800 . ? Co1 O8 2.047(3) 2_766 ? Co1 N1 2.078(4) . ? Co1 O6 2.096(3) . ? Co1 O4 2.111(3) 1_655 ? Co1 O5 2.247(4) . ? Co1 O3 2.312(4) 1_655 ? Co2 O2 2.069(3) 2_666 ? Co2 O7 2.071(3) 2_666 ? Co2 O4 2.079(3) 2_666 ? Co3 O1 2.069(3) . ? Co3 O1 2.069(3) 2_556 ? Co3 O9 2.095(4) 2_556 ? Co3 O9 2.095(4) . ? Co3 O10 2.127(3) 2_556 ? O6 C7 1.265(6) . ? N1 C10 1.320(6) . ? N1 C14 1.340(6) . ? O5 C7 1.251(6) . ? C3 C5 1.544(6) . ? C3 C2 1.573(6) . ? C3 H3 0.9800 . ? C5 C6 1.523(6) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 C7 1.507(6) . ? C6 H6 0.9800 . ? C15 C15 1.330(10) 2_875 ? C15 C12 1.466(6) . ? C15 H15 1.13(3) . ? C2 H2 0.9800 . ? C12 C13 1.395(7) . ? C12 C11 1.391(7) . ? C13 C14 1.369(7) . ? C13 H13 0.9300 . ? C10 C11 1.374(7) . ? C10 H10 0.9300 . ? O9 H9A 0.8200 . ? O9 H9B 0.8520 . ? C11 H11 0.9300 . ? C14 H14 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C4 O3 Co1 87.8(3) . 1_455 ? Co3 O10 H10A 109.5 . . ? Co3 O10 H10B 117.2 . . ? H10A O10 H10B 111.8 . . ? C1 O2 Co2 126.0(3) . . ? O1 C1 O2 124.3(4) . . ? O1 C1 C2 114.6(4) . . ? O2 C1 C2 121.1(4) . . ? C4 O4 Co2 137.7(3) . . ? C4 O4 Co1 95.9(2) . 1_455 ? Co2 O4 Co1 120.47(14) . 1_455 ? O3 C4 O4 117.9(4) . . ? O3 C4 C3 121.5(4) . . ? O4 C4 C3 120.6(4) . . ? C9 O8 Co1 117.3(3) . 2_766 ? C9 O7 Co2 113.9(2) . . ? O8 C9 O7 123.9(4) . . ? O8 C9 C8 118.6(4) . . ? O7 C9 C8 117.6(4) . . ? C9 C8 C6 112.0(3) . . ? C9 C8 C2 114.8(3) . . ? C6 C8 C2 101.9(3) . . ? C9 C8 H8 109.3 . . ? C6 C8 H8 109.3 . . ? C2 C8 H8 109.3 . . ? O8 Co1 N1 96.07(14) 2_766 . ? O8 Co1 O6 96.67(15) 2_766 . ? N1 Co1 O6 153.56(15) . . ? O8 Co1 O4 99.63(12) 2_766 1_655 ? N1 Co1 O4 95.13(14) . 1_655 ? O6 Co1 O4 105.43(13) . 1_655 ? O8 Co1 O5 98.62(14) 2_766 . ? N1 Co1 O5 95.27(14) . . ? O6 Co1 O5 59.93(13) . . ? O4 Co1 O5 157.88(14) 1_655 . ? O8 Co1 O3 157.11(13) 2_766 1_655 ? N1 Co1 O3 92.56(15) . 1_655 ? O6 Co1 O3 84.50(16) . 1_655 ? O4 Co1 O3 58.40(12) 1_655 1_655 ? O5 Co1 O3 101.65(14) . 1_655 ? O2 Co2 O2 180.0 2_666 . ? O2 Co2 O7 89.84(12) 2_666 2_666 ? O2 Co2 O7 90.16(12) . 2_666 ? O2 Co2 O7 90.16(12) 2_666 . ? O2 Co2 O7 89.84(12) . . ? O7 Co2 O7 180.000(1) 2_666 . ? O2 Co2 O4 91.47(12) 2_666 . ? O2 Co2 O4 88.53(12) . . ? O7 Co2 O4 83.97(12) 2_666 . ? O7 Co2 O4 96.03(12) . . ? O2 Co2 O4 88.53(12) 2_666 2_666 ? O2 Co2 O4 91.47(12) . 2_666 ? O7 Co2 O4 96.03(12) 2_666 2_666 ? O7 Co2 O4 83.97(12) . 2_666 ? O4 Co2 O4 180.000(1) . 2_666 ? O1 Co3 O1 180.0 . 2_556 ? O1 Co3 O9 87.01(16) . 2_556 ? O1 Co3 O9 92.99(16) 2_556 2_556 ? O1 Co3 O9 92.99(16) . . ? O1 Co3 O9 87.01(16) 2_556 . ? O9 Co3 O9 180.00(15) 2_556 . ? O1 Co3 O10 99.29(13) . . ? O1 Co3 O10 80.71(13) 2_556 . ? O9 Co3 O10 90.82(15) 2_556 . ? O9 Co3 O10 89.18(15) . . ? O1 Co3 O10 80.71(13) . 2_556 ? O1 Co3 O10 99.29(13) 2_556 2_556 ? O9 Co3 O10 89.18(15) 2_556 2_556 ? O9 Co3 O10 90.82(15) . 2_556 ? O10 Co3 O10 180.0 . 2_556 ? C1 O1 Co3 133.9(3) . . ? C7 O6 Co1 93.5(3) . . ? C10 N1 C14 116.9(4) . . ? C10 N1 Co1 122.3(3) . . ? C14 N1 Co1 120.8(3) . . ? C7 O5 Co1 87.0(3) . . ? C4 C3 C5 109.8(4) . . ? C4 C3 C2 118.1(4) . . ? C5 C3 C2 105.7(3) . . ? C4 C3 H3 107.6 . . ? C5 C3 H3 107.6 . . ? C2 C3 H3 107.6 . . ? C6 C5 C3 104.9(3) . . ? C6 C5 H5A 110.8 . . ? C3 C5 H5A 110.8 . . ? C6 C5 H5B 110.8 . . ? C3 C5 H5B 110.8 . . ? H5A C5 H5B 108.8 . . ? C7 C6 C5 115.5(4) . . ? C7 C6 C8 114.7(4) . . ? C5 C6 C8 106.1(3) . . ? C7 C6 H6 106.7 . . ? C5 C6 H6 106.7 . . ? C8 C6 H6 106.7 . . ? O5 C7 O6 119.5(4) . . ? O5 C7 C6 122.1(4) . . ? O6 C7 C6 118.3(4) . . ? C15 C15 C12 125.6(6) 2_875 . ? C15 C15 H15 120.5(13) 2_875 . ? C12 C15 H15 113.8(13) . . ? C1 C2 C8 118.5(4) . . ? C1 C2 C3 113.4(3) . . ? C8 C2 C3 107.2(3) . . ? C1 C2 H2 105.6 . . ? C8 C2 H2 105.6 . . ? C3 C2 H2 105.6 . . ? C13 C12 C11 116.5(4) . . ? C13 C12 C15 123.7(4) . . ? C11 C12 C15 119.8(4) . . ? C14 C13 C12 120.0(5) . . ? C14 C13 H13 120.0 . . ? C12 C13 H13 120.0 . . ? N1 C10 C11 124.3(5) . . ? N1 C10 H10 117.8 . . ? C11 C10 H10 117.8 . . ? Co3 O9 H9A 109.5 . . ? Co3 O9 H9B 76.4 . . ? H9A O9 H9B 107.2 . . ? C10 C11 C12 119.2(5) . . ? C10 C11 H11 120.4 . . ? C12 C11 H11 120.4 . . ? N1 C14 C13 123.0(4) . . ? N1 C14 H14 118.5 . . ? C13 C14 H14 118.5 . . ? 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 Co2 O2 C1 O1 -131.7(4) . . . . ? Co2 O2 C1 C2 46.1(5) . . . . ? Co1 O3 C4 O4 -2.2(4) 1_455 . . . ? Co1 O3 C4 C3 179.0(4) 1_455 . . . ? Co2 O4 C4 O3 152.9(4) . . . . ? Co1 O4 C4 O3 2.4(4) 1_455 . . . ? Co2 O4 C4 C3 -28.3(6) . . . . ? Co1 O4 C4 C3 -178.8(3) 1_455 . . . ? Co1 O8 C9 O7 17.5(5) 2_766 . . . ? Co1 O8 C9 C8 -164.3(3) 2_766 . . . ? Co2 O7 C9 O8 -90.5(4) . . . . ? Co2 O7 C9 C8 91.2(4) . . . . ? O8 C9 C8 C6 -128.9(4) . . . . ? O7 C9 C8 C6 49.5(5) . . . . ? O8 C9 C8 C2 115.5(4) . . . . ? O7 C9 C8 C2 -66.1(5) . . . . ? C1 O2 Co2 O2 70(100) . . . 2_666 ? C1 O2 Co2 O7 110.2(3) . . . 2_666 ? C1 O2 Co2 O7 -69.8(3) . . . . ? C1 O2 Co2 O4 26.2(3) . . . . ? C1 O2 Co2 O4 -153.8(3) . . . 2_666 ? C9 O7 Co2 O2 168.2(3) . . . 2_666 ? C9 O7 Co2 O2 -11.8(3) . . . . ? C9 O7 Co2 O7 -44(100) . . . 2_666 ? C9 O7 Co2 O4 -100.4(3) . . . . ? C9 O7 Co2 O4 79.6(3) . . . 2_666 ? C4 O4 Co2 O2 145.9(4) . . . 2_666 ? Co1 O4 Co2 O2 -68.71(18) 1_455 . . 2_666 ? C4 O4 Co2 O2 -34.1(4) . . . . ? Co1 O4 Co2 O2 111.29(18) 1_455 . . . ? C4 O4 Co2 O7 -124.4(4) . . . 2_666 ? Co1 O4 Co2 O7 20.97(17) 1_455 . . 2_666 ? C4 O4 Co2 O7 55.6(4) . . . . ? Co1 O4 Co2 O7 -159.03(17) 1_455 . . . ? C4 O4 Co2 O4 -60(100) . . . 2_666 ? Co1 O4 Co2 O4 86(100) 1_455 . . 2_666 ? O2 C1 O1 Co3 13.1(7) . . . . ? C2 C1 O1 Co3 -164.7(3) . . . . ? O1 Co3 O1 C1 -141(100) 2_556 . . . ? O9 Co3 O1 C1 105.8(5) 2_556 . . . ? O9 Co3 O1 C1 -74.2(5) . . . . ? O10 Co3 O1 C1 15.5(5) . . . . ? O10 Co3 O1 C1 -164.5(5) 2_556 . . . ? O8 Co1 O6 C7 97.8(3) 2_766 . . . ? N1 Co1 O6 C7 -20.5(5) . . . . ? O4 Co1 O6 C7 -160.2(3) 1_655 . . . ? O5 Co1 O6 C7 1.7(3) . . . . ? O3 Co1 O6 C7 -105.2(3) 1_655 . . . ? O8 Co1 N1 C10 -107.1(4) 2_766 . . . ? O6 Co1 N1 C10 11.3(6) . . . . ? O4 Co1 N1 C10 152.6(4) 1_655 . . . ? O5 Co1 N1 C10 -7.8(4) . . . . ? O3 Co1 N1 C10 94.1(4) 1_655 . . . ? O8 Co1 N1 C14 70.6(4) 2_766 . . . ? O6 Co1 N1 C14 -170.9(4) . . . . ? O4 Co1 N1 C14 -29.6(4) 1_655 . . . ? O5 Co1 N1 C14 169.9(4) . . . . ? O3 Co1 N1 C14 -88.1(4) 1_655 . . . ? O8 Co1 O5 C7 -94.5(3) 2_766 . . . ? N1 Co1 O5 C7 168.5(3) . . . . ? O6 Co1 O5 C7 -1.7(3) . . . . ? O4 Co1 O5 C7 50.8(5) 1_655 . . . ? O3 Co1 O5 C7 74.8(3) 1_655 . . . ? O3 C4 C3 C5 112.4(5) . . . . ? O4 C4 C3 C5 -66.4(5) . . . . ? O3 C4 C3 C2 -126.4(5) . . . . ? O4 C4 C3 C2 54.8(6) . . . . ? C4 C3 C5 C6 147.3(4) . . . . ? C2 C3 C5 C6 18.9(4) . . . . ? C3 C5 C6 C7 -163.9(4) . . . . ? C3 C5 C6 C8 -35.6(4) . . . . ? C9 C8 C6 C7 42.9(5) . . . . ? C2 C8 C6 C7 166.1(4) . . . . ? C9 C8 C6 C5 -85.9(4) . . . . ? C2 C8 C6 C5 37.4(4) . . . . ? Co1 O5 C7 O6 2.9(4) . . . . ? Co1 O5 C7 C6 -175.3(4) . . . . ? Co1 O6 C7 O5 -3.1(5) . . . . ? Co1 O6 C7 C6 175.2(3) . . . . ? C5 C6 C7 O5 -14.4(6) . . . . ? C8 C6 C7 O5 -138.3(5) . . . . ? C5 C6 C7 O6 167.4(4) . . . . ? C8 C6 C7 O6 43.5(6) . . . . ? O1 C1 C2 C8 -144.1(4) . . . . ? O2 C1 C2 C8 37.9(6) . . . . ? O1 C1 C2 C3 88.8(5) . . . . ? O2 C1 C2 C3 -89.1(5) . . . . ? C9 C8 C2 C1 -33.6(5) . . . . ? C6 C8 C2 C1 -154.9(4) . . . . ? C9 C8 C2 C3 96.3(4) . . . . ? C6 C8 C2 C3 -24.9(4) . . . . ? C4 C3 C2 C1 13.6(5) . . . . ? C5 C3 C2 C1 136.9(4) . . . . ? C4 C3 C2 C8 -119.1(4) . . . . ? C5 C3 C2 C8 4.2(5) . . . . ? C15 C15 C12 C13 2.9(9) 2_875 . . . ? C15 C15 C12 C11 -177.3(6) 2_875 . . . ? C11 C12 C13 C14 -2.6(8) . . . . ? C15 C12 C13 C14 177.2(5) . . . . ? C14 N1 C10 C11 -0.9(8) . . . . ? Co1 N1 C10 C11 177.0(5) . . . . ? N1 C10 C11 C12 -0.6(9) . . . . ? C13 C12 C11 C10 2.3(8) . . . . ? C15 C12 C11 C10 -177.5(5) . . . . ? C10 N1 C14 C13 0.6(8) . . . . ? Co1 N1 C14 C13 -177.3(4) . . . . ? C12 C13 C14 N1 1.2(9) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 1.028 _refine_diff_density_min -0.429 _refine_diff_density_rms 0.126 data_3 _database_code_depnum_ccdc_archive 'CCDC 895150' #TrackingRef 'Crystal Data.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H36 Cd4 N4 O23' _chemical_formula_weight 1414.35 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 30.306(3) _cell_length_b 14.6161(14) _cell_length_c 12.0026(11) _cell_angle_alpha 90.00 _cell_angle_beta 107.468(2) _cell_angle_gamma 90.00 _cell_volume 5071.4(8) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1818 _cell_measurement_theta_min 2.521 _cell_measurement_theta_max 22.295 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.852 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2768 _exptl_absorpt_coefficient_mu 1.739 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6235 _exptl_absorpt_correction_T_max 0.7009 _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 'Bruck 1000 CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12740 _diffrn_reflns_av_R_equivalents 0.0560 _diffrn_reflns_av_sigmaI/netI 0.0662 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.41 _diffrn_reflns_theta_max 25.10 _reflns_number_total 4520 _reflns_number_gt 3468 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F\^2\^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F\^2\^, conventional R-factors R are based on F, with F set to zero for negative F\^2\^. The threshold expression of F\^2\^ > 2sigma(F\^2\^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F\^2\^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\\s\^2\^(Fo\^2\^)+(0.0245P)\^2\^+9.6362P] 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 SHELXL _refine_ls_extinction_coef 0.000060(13) _refine_ls_extinction_expression Fc\^*\^=kFc[1+0.001xFc\^2\^\\l\^3\^/sin(2\\q)]\^-1/4\^ _refine_ls_number_reflns 4520 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0600 _refine_ls_R_factor_gt 0.0411 _refine_ls_wR_factor_ref 0.0847 _refine_ls_wR_factor_gt 0.0769 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _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 0.215882(15) 0.04140(3) 0.93133(3) 0.02225(13) Uani 1 1 d . . . Cd2 Cd 0.176610(15) 0.33727(3) 0.82755(3) 0.02609(13) Uani 1 1 d . . . C1 C 0.2823(2) 0.1905(4) 0.6338(4) 0.0241(13) Uani 1 1 d . . . H1 H 0.2854 0.2383 0.5794 0.029 Uiso 1 1 calc R . . C2 C 0.2570(2) 0.2348(3) 0.7126(5) 0.0236(13) Uani 1 1 d . . . H2 H 0.2320 0.2736 0.6653 0.028 Uiso 1 1 calc R . . C3 C 0.29653(19) 0.2961(4) 0.7879(4) 0.0219(13) Uani 1 1 d . . . H3 H 0.3021 0.3409 0.7330 0.026 Uiso 1 1 calc R . . C4 C 0.33956(19) 0.2337(4) 0.8190(5) 0.0231(13) Uani 1 1 d . . . H4 H 0.3668 0.2717 0.8252 0.028 Uiso 1 1 calc R . . C5 C 0.3321(2) 0.1696(4) 0.7119(5) 0.0272(14) Uani 1 1 d . . . H5A H 0.3545 0.1825 0.6707 0.033 Uiso 1 1 calc R . . H5B H 0.3351 0.1060 0.7360 0.033 Uiso 1 1 calc R . . C6 C 0.2572(2) 0.1118(4) 0.5586(5) 0.0263(14) Uani 1 1 d . . . C7 C 0.2374(2) 0.1661(4) 0.7806(5) 0.0248(13) Uani 1 1 d . . . C8 C 0.2914(2) 0.3527(4) 0.8888(5) 0.0240(13) Uani 1 1 d . . . C9 C 0.3477(2) 0.1803(4) 0.9329(5) 0.0283(14) Uani 1 1 d . . . C10 C 0.1332(2) 0.0079(4) 0.6918(5) 0.0348(16) Uani 1 1 d . . . H10 H 0.1509 0.0477 0.6625 0.042 Uiso 1 1 calc R . . C11 C 0.0925(2) -0.0256(4) 0.6169(5) 0.0407(17) Uani 1 1 d . . . H11 H 0.0835 -0.0073 0.5391 0.049 Uiso 1 1 calc R . . C12 C 0.0653(2) -0.0848(4) 0.6541(6) 0.0380(16) Uani 1 1 d . . . C13 C 0.0811(2) -0.1083(5) 0.7723(6) 0.0449(18) Uani 1 1 d . . . H13 H 0.0640 -0.1480 0.8037 0.054 Uiso 1 1 calc R . . C14 C 0.1223(2) -0.0723(4) 0.8425(6) 0.0385(16) Uani 1 1 d . . . H14 H 0.1325 -0.0895 0.9206 0.046 Uiso 1 1 calc R . . C15 C 0.0273(3) -0.1873(8) 0.4873(8) 0.111(4) Uani 1 1 d . . . H15A H 0.0470 -0.2378 0.5248 0.133 Uiso 1 1 calc R . . H15B H 0.0426 -0.1553 0.4384 0.133 Uiso 1 1 calc R . . C16 C 0.0214(2) -0.1249(5) 0.5765(6) 0.055(2) Uani 1 1 d . . . H16A H 0.0060 -0.1575 0.6247 0.066 Uiso 1 1 calc R . . H16B H 0.0012 -0.0753 0.5382 0.066 Uiso 1 1 calc R . . C17 C 0.0889(3) 0.2111(5) 0.7465(7) 0.058(2) Uani 1 1 d . . . H17 H 0.1068 0.1779 0.8100 0.070 Uiso 1 1 calc R . . C18 C 0.0459(3) 0.1760(6) 0.6844(8) 0.077(3) Uani 1 1 d . . . H18 H 0.0354 0.1210 0.7062 0.093 Uiso 1 1 calc R . . C19 C 0.0188(3) 0.2250(7) 0.5889(9) 0.077(3) Uani 1 1 d . . . C20 C 0.0349(4) 0.3052(8) 0.5643(9) 0.119(4) Uani 1 1 d . . . H20 H 0.0170 0.3411 0.5034 0.143 Uiso 1 1 calc R . . C21 C 0.0789(3) 0.3352(6) 0.6309(8) 0.103(4) Uani 1 1 d . . . H21 H 0.0898 0.3904 0.6109 0.123 Uiso 1 1 calc R . . O1 O 0.28042(16) 0.0568(3) 0.5159(4) 0.0410(12) Uani 1 1 d . . . O2 O 0.21476(15) 0.1037(3) 0.5351(3) 0.0375(11) Uani 1 1 d . . . O3 O 0.25468(14) 0.0874(3) 0.8022(3) 0.0303(10) Uani 1 1 d . . . O4 O 0.20295(14) 0.1893(2) 0.8135(3) 0.0310(10) Uani 1 1 d . . . O5 O 0.25168(14) 0.3696(3) 0.9004(3) 0.0311(10) Uani 1 1 d . . . O6 O 0.32653(14) 0.3884(3) 0.9571(3) 0.0343(10) Uani 1 1 d . . . O7 O 0.32036(15) 0.1954(3) 0.9907(3) 0.0385(11) Uani 1 1 d . . . O8 O 0.38096(17) 0.1266(3) 0.9615(4) 0.0590(15) Uani 1 1 d . . . O9 O 0.13602(16) 0.4695(3) 0.8679(3) 0.0419(12) Uani 1 1 d . . . O10 O 0.0630(2) 0.4239(4) 0.1780(5) 0.090(2) Uani 1 1 d . . . O11 O 0.0000 0.6921(7) 0.7500 0.125(4) Uani 1 2 d S . . N1 N 0.14804(17) -0.0145(3) 0.8039(4) 0.0275(12) Uani 1 1 d . . . N2 N 0.1056(2) 0.2891(4) 0.7204(5) 0.0469(15) Uani 1 1 d . . . O12 O 0.18210(18) 0.4332(3) 0.6715(4) 0.0530(13) 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 0.0263(2) 0.0190(2) 0.0197(2) -0.00169(17) 0.00422(19) -0.00200(19) Cd2 0.0264(3) 0.0276(2) 0.0219(2) -0.00038(18) 0.00373(19) -0.0022(2) C1 0.036(4) 0.020(3) 0.018(3) -0.001(2) 0.011(3) -0.004(3) C2 0.031(3) 0.018(3) 0.021(3) 0.000(2) 0.007(3) -0.003(3) C3 0.032(3) 0.022(3) 0.011(3) -0.002(2) 0.006(3) -0.006(3) C4 0.024(3) 0.023(3) 0.024(3) -0.006(2) 0.010(3) -0.006(3) C5 0.033(4) 0.021(3) 0.028(3) -0.005(2) 0.010(3) 0.000(3) C6 0.038(4) 0.024(3) 0.018(3) 0.007(2) 0.011(3) -0.005(3) C7 0.026(3) 0.031(3) 0.014(3) -0.008(3) 0.002(3) -0.008(3) C8 0.026(3) 0.021(3) 0.025(3) -0.001(2) 0.009(3) -0.006(3) C9 0.027(3) 0.036(4) 0.018(3) -0.004(3) 0.001(3) -0.003(3) C10 0.033(4) 0.031(3) 0.039(4) -0.002(3) 0.010(3) -0.006(3) C11 0.038(4) 0.050(4) 0.028(4) 0.000(3) 0.001(3) -0.007(3) C12 0.027(4) 0.040(4) 0.041(4) -0.016(3) 0.002(3) 0.000(3) C13 0.028(4) 0.050(4) 0.057(5) -0.011(4) 0.014(4) -0.010(3) C14 0.033(4) 0.049(4) 0.034(4) -0.001(3) 0.010(3) -0.003(3) C15 0.037(5) 0.171(11) 0.110(8) -0.092(8) 0.000(5) -0.020(6) C16 0.031(4) 0.069(5) 0.057(5) -0.018(4) 0.000(4) -0.012(4) C17 0.045(5) 0.052(5) 0.074(6) -0.010(4) 0.013(4) -0.012(4) C18 0.053(6) 0.070(6) 0.107(7) -0.040(6) 0.023(6) -0.024(5) C19 0.038(5) 0.077(7) 0.092(7) -0.041(6) -0.014(5) 0.003(5) C20 0.090(9) 0.106(9) 0.107(8) -0.005(7) -0.050(7) -0.017(7) C21 0.085(7) 0.080(7) 0.095(7) 0.010(6) -0.047(6) -0.022(6) O1 0.056(3) 0.032(2) 0.043(3) -0.015(2) 0.026(2) -0.008(2) O2 0.042(3) 0.028(2) 0.037(3) -0.0088(19) 0.003(2) -0.006(2) O3 0.036(3) 0.024(2) 0.032(2) 0.0072(18) 0.010(2) 0.0015(19) O4 0.036(3) 0.024(2) 0.036(2) -0.0006(18) 0.016(2) -0.003(2) O5 0.026(2) 0.035(2) 0.030(2) -0.0116(19) 0.005(2) -0.004(2) O6 0.030(3) 0.038(2) 0.032(2) -0.0159(19) 0.006(2) -0.009(2) O7 0.047(3) 0.044(3) 0.028(2) 0.009(2) 0.017(2) 0.011(2) O8 0.052(3) 0.080(4) 0.055(3) 0.036(3) 0.031(3) 0.039(3) O9 0.057(3) 0.032(2) 0.039(3) 0.003(2) 0.018(2) 0.006(2) O10 0.062(4) 0.116(5) 0.093(5) -0.008(4) 0.025(4) 0.012(4) O11 0.176(12) 0.102(8) 0.121(8) 0.000 0.081(8) 0.000 N1 0.028(3) 0.031(3) 0.023(3) -0.006(2) 0.007(2) -0.007(2) N2 0.044(4) 0.034(3) 0.047(4) -0.006(3) -0.011(3) -0.005(3) O12 0.075(4) 0.045(3) 0.046(3) 0.013(2) 0.029(3) 0.007(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 O3 2.309(4) . ? Cd1 N1 2.312(5) . ? Cd1 O6 2.352(4) 7_557 ? Cd1 O5 2.356(4) 7_557 ? Cd1 O1 2.393(4) 6_556 ? Cd1 O2 2.465(4) 6_556 ? Cd1 O4 2.549(4) . ? Cd1 C8 2.718(6) 7_557 ? Cd2 O7 2.208(4) 7_557 ? Cd2 O5 2.229(4) . ? Cd2 N2 2.263(5) . ? Cd2 O4 2.328(4) . ? Cd2 O12 2.386(4) . ? Cd2 O9 2.417(4) . ? C1 C6 1.518(7) . ? C1 C2 1.529(7) . ? C1 C5 1.549(8) . ? C1 H1 0.9800 . ? C2 C7 1.524(7) . ? C2 C3 1.550(7) . ? C2 H2 0.9800 . ? C3 C8 1.513(7) . ? C3 C4 1.542(7) . ? C3 H3 0.9800 . ? C4 C9 1.529(8) . ? C4 C5 1.551(7) . ? C4 H4 0.9800 . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 O2 1.238(7) . ? C6 O1 1.272(7) . ? C7 O3 1.258(6) . ? C7 O4 1.267(7) . ? C8 O6 1.247(6) . ? C8 O5 1.275(6) . ? C8 Cd1 2.718(6) 7_557 ? C9 O8 1.242(7) . ? C9 O7 1.250(7) . ? C10 N1 1.326(7) . ? C10 C11 1.380(8) . ? C10 H10 0.9300 . ? C11 C12 1.361(8) . ? C11 H11 0.9300 . ? C12 C13 1.397(9) . ? C12 C16 1.495(8) . ? C13 C14 1.384(8) . ? C13 H13 0.9300 . ? C14 N1 1.323(7) . ? C14 H14 0.9300 . ? C15 C16 1.458(10) . ? C15 C19 1.524(10) 5_556 ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 N2 1.322(8) . ? C17 C18 1.391(10) . ? C17 H17 0.9300 . ? C18 C19 1.391(12) . ? C18 H18 0.9300 . ? C19 C20 1.337(13) . ? C19 C15 1.524(10) 5_556 ? C20 C21 1.403(12) . ? C20 H20 0.9300 . ? C21 N2 1.320(9) . ? C21 H21 0.9300 . ? O1 Cd1 2.393(4) 6 ? O2 Cd1 2.465(4) 6 ? O5 Cd1 2.356(4) 7_557 ? O6 Cd1 2.352(4) 7_557 ? O7 Cd2 2.208(4) 7_557 ? 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 Cd1 N1 100.96(15) . . ? O3 Cd1 O6 136.94(14) . 7_557 ? N1 Cd1 O6 90.07(15) . 7_557 ? O3 Cd1 O5 104.42(14) . 7_557 ? N1 Cd1 O5 145.25(15) . 7_557 ? O6 Cd1 O5 55.21(13) 7_557 7_557 ? O3 Cd1 O1 86.75(14) . 6_556 ? N1 Cd1 O1 121.34(16) . 6_556 ? O6 Cd1 O1 122.48(14) 7_557 6_556 ? O5 Cd1 O1 83.69(14) 7_557 6_556 ? O3 Cd1 O2 132.61(14) . 6_556 ? N1 Cd1 O2 83.44(15) . 6_556 ? O6 Cd1 O2 89.70(14) 7_557 6_556 ? O5 Cd1 O2 96.18(14) 7_557 6_556 ? O1 Cd1 O2 53.34(14) 6_556 6_556 ? O3 Cd1 O4 53.47(13) . . ? N1 Cd1 O4 88.54(15) . . ? O6 Cd1 O4 85.80(13) 7_557 . ? O5 Cd1 O4 87.83(13) 7_557 . ? O1 Cd1 O4 135.58(14) 6_556 . ? O2 Cd1 O4 170.81(14) 6_556 . ? O3 Cd1 C8 123.09(15) . 7_557 ? N1 Cd1 C8 117.30(17) . 7_557 ? O6 Cd1 C8 27.28(15) 7_557 7_557 ? O5 Cd1 C8 27.95(15) 7_557 7_557 ? O1 Cd1 C8 104.79(16) 6_556 7_557 ? O2 Cd1 C8 94.12(15) 6_556 7_557 ? O4 Cd1 C8 85.54(14) . 7_557 ? O7 Cd2 O5 85.62(15) 7_557 . ? O7 Cd2 N2 104.16(19) 7_557 . ? O5 Cd2 N2 166.74(17) . . ? O7 Cd2 O4 87.54(14) 7_557 . ? O5 Cd2 O4 83.87(14) . . ? N2 Cd2 O4 87.59(17) . . ? O7 Cd2 O12 155.64(16) 7_557 . ? O5 Cd2 O12 83.10(16) . . ? N2 Cd2 O12 90.87(19) . . ? O4 Cd2 O12 112.51(14) . . ? O7 Cd2 O9 81.24(14) 7_557 . ? O5 Cd2 O9 105.85(15) . . ? N2 Cd2 O9 84.75(17) . . ? O4 Cd2 O9 164.43(14) . . ? O12 Cd2 O9 81.19(14) . . ? C6 C1 C2 115.7(5) . . ? C6 C1 C5 115.7(5) . . ? C2 C1 C5 106.7(4) . . ? C6 C1 H1 105.9 . . ? C2 C1 H1 105.9 . . ? C5 C1 H1 105.9 . . ? C7 C2 C1 113.7(4) . . ? C7 C2 C3 115.2(4) . . ? C1 C2 C3 99.3(4) . . ? C7 C2 H2 109.4 . . ? C1 C2 H2 109.4 . . ? C3 C2 H2 109.4 . . ? C8 C3 C4 114.4(4) . . ? C8 C3 C2 122.4(5) . . ? C4 C3 C2 104.4(4) . . ? C8 C3 H3 104.7 . . ? C4 C3 H3 104.7 . . ? C2 C3 H3 104.7 . . ? C9 C4 C3 114.6(5) . . ? C9 C4 C5 112.1(4) . . ? C3 C4 C5 104.8(4) . . ? C9 C4 H4 108.4 . . ? C3 C4 H4 108.4 . . ? C5 C4 H4 108.4 . . ? C1 C5 C4 104.8(4) . . ? C1 C5 H5A 110.8 . . ? C4 C5 H5A 110.8 . . ? C1 C5 H5B 110.8 . . ? C4 C5 H5B 110.8 . . ? H5A C5 H5B 108.9 . . ? O2 C6 O1 120.7(5) . . ? O2 C6 C1 120.6(5) . . ? O1 C6 C1 118.6(5) . . ? O3 C7 O4 120.8(5) . . ? O3 C7 C2 120.5(5) . . ? O4 C7 C2 118.8(5) . . ? O6 C8 O5 119.7(5) . . ? O6 C8 C3 118.8(5) . . ? O5 C8 C3 121.4(5) . . ? O6 C8 Cd1 59.8(3) . 7_557 ? O5 C8 Cd1 60.0(3) . 7_557 ? C3 C8 Cd1 178.1(4) . 7_557 ? O8 C9 O7 125.2(6) . . ? O8 C9 C4 118.0(6) . . ? O7 C9 C4 116.7(5) . . ? N1 C10 C11 122.6(6) . . ? N1 C10 H10 118.7 . . ? C11 C10 H10 118.7 . . ? C12 C11 C10 121.6(6) . . ? C12 C11 H11 119.2 . . ? C10 C11 H11 119.2 . . ? C11 C12 C13 115.6(6) . . ? C11 C12 C16 124.0(6) . . ? C13 C12 C16 120.4(6) . . ? C14 C13 C12 119.8(6) . . ? C14 C13 H13 120.1 . . ? C12 C13 H13 120.1 . . ? N1 C14 C13 123.3(6) . . ? N1 C14 H14 118.4 . . ? C13 C14 H14 118.4 . . ? C16 C15 C19 111.9(7) . 5_556 ? C16 C15 H15A 109.2 . . ? C19 C15 H15A 109.2 5_556 . ? C16 C15 H15B 109.2 . . ? C19 C15 H15B 109.2 5_556 . ? H15A C15 H15B 107.9 . . ? C15 C16 C12 114.8(6) . . ? C15 C16 H16A 108.6 . . ? C12 C16 H16A 108.6 . . ? C15 C16 H16B 108.6 . . ? C12 C16 H16B 108.6 . . ? H16A C16 H16B 107.5 . . ? N2 C17 C18 123.7(8) . . ? N2 C17 H17 118.1 . . ? C18 C17 H17 118.1 . . ? C17 C18 C19 118.6(8) . . ? C17 C18 H18 120.7 . . ? C19 C18 H18 120.7 . . ? C20 C19 C18 117.9(8) . . ? C20 C19 C15 121.0(10) . 5_556 ? C18 C19 C15 121.1(10) . 5_556 ? C19 C20 C21 119.8(10) . . ? C19 C20 H20 120.1 . . ? C21 C20 H20 120.1 . . ? N2 C21 C20 123.4(9) . . ? N2 C21 H21 118.3 . . ? C20 C21 H21 118.3 . . ? C6 O1 Cd1 94.0(4) . 6 ? C6 O2 Cd1 91.5(4) . 6 ? C7 O3 Cd1 98.1(4) . . ? C7 O4 Cd2 127.1(4) . . ? C7 O4 Cd1 86.7(3) . . ? Cd2 O4 Cd1 138.29(17) . . ? C8 O5 Cd2 143.3(4) . . ? C8 O5 Cd1 92.0(3) . 7_557 ? Cd2 O5 Cd1 124.56(17) . 7_557 ? C8 O6 Cd1 92.9(3) . 7_557 ? C9 O7 Cd2 132.2(4) . 7_557 ? C14 N1 C10 117.2(5) . . ? C14 N1 Cd1 119.6(4) . . ? C10 N1 Cd1 123.2(4) . . ? C21 N2 C17 116.6(7) . . ? C21 N2 Cd2 123.4(6) . . ? C17 N2 Cd2 120.0(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 C6 C1 C2 C7 47.1(6) . . . . ? C5 C1 C2 C7 -83.2(5) . . . . ? C6 C1 C2 C3 170.0(4) . . . . ? C5 C1 C2 C3 39.6(5) . . . . ? C7 C2 C3 C8 -54.2(7) . . . . ? C1 C2 C3 C8 -176.0(5) . . . . ? C7 C2 C3 C4 77.7(6) . . . . ? C1 C2 C3 C4 -44.1(5) . . . . ? C8 C3 C4 C9 45.5(6) . . . . ? C2 C3 C4 C9 -90.8(5) . . . . ? C8 C3 C4 C5 168.8(4) . . . . ? C2 C3 C4 C5 32.5(5) . . . . ? C6 C1 C5 C4 -151.0(5) . . . . ? C2 C1 C5 C4 -20.6(6) . . . . ? C9 C4 C5 C1 117.4(5) . . . . ? C3 C4 C5 C1 -7.4(6) . . . . ? C2 C1 C6 O2 21.8(7) . . . . ? C5 C1 C6 O2 147.7(5) . . . . ? C2 C1 C6 O1 -161.4(5) . . . . ? C5 C1 C6 O1 -35.4(7) . . . . ? C1 C2 C7 O3 24.4(7) . . . . ? C3 C2 C7 O3 -89.3(6) . . . . ? C1 C2 C7 O4 -154.7(5) . . . . ? C3 C2 C7 O4 91.6(6) . . . . ? C4 C3 C8 O6 40.8(7) . . . . ? C2 C3 C8 O6 168.5(5) . . . . ? C4 C3 C8 O5 -144.0(5) . . . . ? C2 C3 C8 O5 -16.3(8) . . . . ? C4 C3 C8 Cd1 81(13) . . . 7_557 ? C2 C3 C8 Cd1 -151(13) . . . 7_557 ? C3 C4 C9 O8 177.9(5) . . . . ? C5 C4 C9 O8 58.7(7) . . . . ? C3 C4 C9 O7 -3.0(7) . . . . ? C5 C4 C9 O7 -122.3(6) . . . . ? N1 C10 C11 C12 -0.7(10) . . . . ? C10 C11 C12 C13 0.5(10) . . . . ? C10 C11 C12 C16 -178.6(6) . . . . ? C11 C12 C13 C14 -0.6(10) . . . . ? C16 C12 C13 C14 178.5(6) . . . . ? C12 C13 C14 N1 1.0(10) . . . . ? C19 C15 C16 C12 -179.6(8) 5_556 . . . ? C11 C12 C16 C15 66.6(11) . . . . ? C13 C12 C16 C15 -112.4(9) . . . . ? N2 C17 C18 C19 0.3(13) . . . . ? C17 C18 C19 C20 -2.4(14) . . . . ? C17 C18 C19 C15 176.2(7) . . . 5_556 ? C18 C19 C20 C21 3.1(16) . . . . ? C15 C19 C20 C21 -175.5(9) 5_556 . . . ? C19 C20 C21 N2 -1.8(18) . . . . ? O2 C6 O1 Cd1 -7.2(6) . . . 6 ? C1 C6 O1 Cd1 176.0(4) . . . 6 ? O1 C6 O2 Cd1 6.9(6) . . . 6 ? C1 C6 O2 Cd1 -176.3(4) . . . 6 ? O4 C7 O3 Cd1 -10.9(6) . . . . ? C2 C7 O3 Cd1 170.0(4) . . . . ? N1 Cd1 O3 C7 85.7(3) . . . . ? O6 Cd1 O3 C7 -16.4(4) 7_557 . . . ? O5 Cd1 O3 C7 -70.4(3) 7_557 . . . ? O1 Cd1 O3 C7 -153.0(3) 6_556 . . . ? O2 Cd1 O3 C7 176.8(3) 6_556 . . . ? O4 Cd1 O3 C7 5.8(3) . . . . ? C8 Cd1 O3 C7 -47.5(4) 7_557 . . . ? O3 C7 O4 Cd2 163.1(4) . . . . ? C2 C7 O4 Cd2 -17.8(7) . . . . ? O3 C7 O4 Cd1 9.8(5) . . . . ? C2 C7 O4 Cd1 -171.1(4) . . . . ? O7 Cd2 O4 C7 -127.2(5) 7_557 . . . ? O5 Cd2 O4 C7 -41.4(4) . . . . ? N2 Cd2 O4 C7 128.5(5) . . . . ? O12 Cd2 O4 C7 38.5(5) . . . . ? O9 Cd2 O4 C7 -171.0(5) . . . . ? O7 Cd2 O4 Cd1 10.5(3) 7_557 . . . ? O5 Cd2 O4 Cd1 96.3(3) . . . . ? N2 Cd2 O4 Cd1 -93.8(3) . . . . ? O12 Cd2 O4 Cd1 176.2(2) . . . . ? O9 Cd2 O4 Cd1 -33.3(7) . . . . ? O3 Cd1 O4 C7 -5.7(3) . . . . ? N1 Cd1 O4 C7 -110.5(3) . . . . ? O6 Cd1 O4 C7 159.3(3) 7_557 . . . ? O5 Cd1 O4 C7 104.1(3) 7_557 . . . ? O1 Cd1 O4 C7 25.4(4) 6_556 . . . ? O2 Cd1 O4 C7 -139.8(8) 6_556 . . . ? C8 Cd1 O4 C7 132.0(3) 7_557 . . . ? O3 Cd1 O4 Cd2 -153.2(3) . . . . ? N1 Cd1 O4 Cd2 102.0(3) . . . . ? O6 Cd1 O4 Cd2 11.9(3) 7_557 . . . ? O5 Cd1 O4 Cd2 -43.4(3) 7_557 . . . ? O1 Cd1 O4 Cd2 -122.1(3) 6_556 . . . ? O2 Cd1 O4 Cd2 72.7(9) 6_556 . . . ? C8 Cd1 O4 Cd2 -15.5(3) 7_557 . . . ? O6 C8 O5 Cd2 -178.5(4) . . . . ? C3 C8 O5 Cd2 6.4(9) . . . . ? Cd1 C8 O5 Cd2 -175.2(6) 7_557 . . . ? O6 C8 O5 Cd1 -3.3(5) . . . 7_557 ? C3 C8 O5 Cd1 -178.4(4) . . . 7_557 ? O7 Cd2 O5 C8 127.9(6) 7_557 . . . ? N2 Cd2 O5 C8 -10.3(12) . . . . ? O4 Cd2 O5 C8 39.9(6) . . . . ? O12 Cd2 O5 C8 -73.7(6) . . . . ? O9 Cd2 O5 C8 -152.5(6) . . . . ? O7 Cd2 O5 Cd1 -46.3(2) 7_557 . . 7_557 ? N2 Cd2 O5 Cd1 175.5(7) . . . 7_557 ? O4 Cd2 O5 Cd1 -134.3(2) . . . 7_557 ? O12 Cd2 O5 Cd1 112.1(2) . . . 7_557 ? O9 Cd2 O5 Cd1 33.3(2) . . . 7_557 ? O5 C8 O6 Cd1 3.3(5) . . . 7_557 ? C3 C8 O6 Cd1 178.6(4) . . . 7_557 ? O8 C9 O7 Cd2 13.8(9) . . . 7_557 ? C4 C9 O7 Cd2 -165.2(4) . . . 7_557 ? C13 C14 N1 C10 -1.1(9) . . . . ? C13 C14 N1 Cd1 179.5(5) . . . . ? C11 C10 N1 C14 0.9(9) . . . . ? C11 C10 N1 Cd1 -179.6(5) . . . . ? O3 Cd1 N1 C14 159.4(4) . . . . ? O6 Cd1 N1 C14 -62.5(5) 7_557 . . . ? O5 Cd1 N1 C14 -64.2(5) 7_557 . . . ? O1 Cd1 N1 C14 66.5(5) 6_556 . . . ? O2 Cd1 N1 C14 27.2(4) 6_556 . . . ? O4 Cd1 N1 C14 -148.3(5) . . . . ? C8 Cd1 N1 C14 -64.1(5) 7_557 . . . ? O3 Cd1 N1 C10 -20.0(5) . . . . ? O6 Cd1 N1 C10 118.1(5) 7_557 . . . ? O5 Cd1 N1 C10 116.4(5) 7_557 . . . ? O1 Cd1 N1 C10 -112.9(5) 6_556 . . . ? O2 Cd1 N1 C10 -152.2(5) 6_556 . . . ? O4 Cd1 N1 C10 32.3(5) . . . . ? C8 Cd1 N1 C10 116.5(5) 7_557 . . . ? C20 C21 N2 C17 -0.3(15) . . . . ? C20 C21 N2 Cd2 179.9(8) . . . . ? C18 C17 N2 C21 1.1(12) . . . . ? C18 C17 N2 Cd2 -179.2(6) . . . . ? O7 Cd2 N2 C21 139.2(7) 7_557 . . . ? O5 Cd2 N2 C21 -84.1(10) . . . . ? O4 Cd2 N2 C21 -133.9(7) . . . . ? O12 Cd2 N2 C21 -21.4(7) . . . . ? O9 Cd2 N2 C21 59.7(7) . . . . ? O7 Cd2 N2 C17 -40.5(6) 7_557 . . . ? O5 Cd2 N2 C17 96.2(9) . . . . ? O4 Cd2 N2 C17 46.3(5) . . . . ? O12 Cd2 N2 C17 158.8(6) . . . . ? O9 Cd2 N2 C17 -120.1(6) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.590 _refine_diff_density_min -0.609 _refine_diff_density_rms 0.123 data_4 _database_code_depnum_ccdc_archive 'CCDC 895151' #TrackingRef 'Crystal Data.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H18 Co2 N O12' _chemical_formula_weight 510.15 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' 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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0377(14) _cell_length_b 9.7838(15) _cell_length_c 11.3709(18) _cell_angle_alpha 88.129(3) _cell_angle_beta 78.639(2) _cell_angle_gamma 65.906(2) _cell_volume 898.6(2) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2276 _cell_measurement_theta_min 2.617 _cell_measurement_theta_max 27.821 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.885 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 518 _exptl_absorpt_coefficient_mu 1.915 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5974 _exptl_absorpt_correction_T_max 0.6893 _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 'Bruck 1000 CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4464 _diffrn_reflns_av_R_equivalents 0.0222 _diffrn_reflns_av_sigmaI/netI 0.0434 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 25.10 _reflns_number_total 3156 _reflns_number_gt 2698 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F\^2\^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F\^2\^, conventional R-factors R are based on F, with F set to zero for negative F\^2\^. The threshold expression of F\^2\^ > 2sigma(F\^2\^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F\^2\^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\\s\^2\^(Fo\^2\^)+(0.0672P)\^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 3156 _refine_ls_number_parameters 291 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0449 _refine_ls_R_factor_gt 0.0374 _refine_ls_wR_factor_ref 0.1079 _refine_ls_wR_factor_gt 0.1024 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.009 _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 0.16717(5) 0.46462(5) 0.21807(4) 0.02797(16) Uani 1 1 d . . . Co2 Co 0.5000 0.5000 0.0000 0.02499(18) Uani 1 2 d S . . Co3 Co 1.0000 0.0000 0.0000 0.03035(19) Uani 1 2 d S . . O3 O 0.7022(3) 0.5180(2) 0.0475(2) 0.0280(5) Uani 1 1 d . . . O4 O 0.6068(3) 0.2700(2) 0.0174(2) 0.0327(5) Uani 1 1 d . . . O1 O 0.3618(3) 0.5352(3) 0.17299(19) 0.0323(5) Uani 1 1 d . . . O9 O 0.2204(3) 0.3263(3) 0.0703(2) 0.0331(5) Uani 1 1 d . . . C5 C 0.7102(4) 0.6425(4) 0.0273(3) 0.0267(7) Uani 1 1 d . . . O8 O -0.0340(3) 0.6472(3) 0.1667(2) 0.0389(6) Uani 1 1 d . . . O2 O 0.1829(3) 0.6431(3) 0.3344(2) 0.0424(6) Uani 1 1 d . . . O7 O 0.9435(3) 0.2161(3) 0.0791(3) 0.0413(6) Uani 1 1 d D . . H7A H 0.8653 0.2797 0.0545 0.062 Uiso 1 1 calc RD . . O5 O 0.7901(3) 0.0524(3) -0.0717(3) 0.0452(7) Uani 1 1 d . . . N1 N 0.2893(3) 0.2953(3) 0.3243(3) 0.0345(7) Uani 1 1 d . . . C11 C 0.4368(4) 0.8215(4) 0.1632(3) 0.0290(7) Uani 1 1 d . . . H11 H 0.3976 0.9249 0.1951 0.035 Uiso 1 1 calc R . . C12 C 0.6810(4) 0.7059(4) 0.2475(3) 0.0298(7) Uani 1 1 d . . . H12 H 0.6572 0.7940 0.2987 0.036 Uiso 1 1 calc R . . C13 C 0.6285(4) 0.7640(3) 0.1278(3) 0.0266(7) Uani 1 1 d . . . H13 H 0.6580 0.8487 0.1054 0.032 Uiso 1 1 calc R . . C14 C -0.1365(4) 0.6078(4) 0.2345(3) 0.0298(7) Uani 1 1 d . . . C15 C 0.6584(4) 0.1681(4) -0.0635(3) 0.0289(7) Uani 1 1 d . . . O12 O -0.0844(3) 0.4913(3) 0.2917(2) 0.0409(6) Uani 1 1 d . . . C17 C 0.4553(4) 0.0623(4) 0.4630(3) 0.0311(7) Uani 1 1 d . . . C18 C 0.3974(4) 0.7325(4) 0.2733(3) 0.0291(7) Uani 1 1 d . . . H18 H 0.3308 0.8054 0.3406 0.035 Uiso 1 1 calc R . . C19 C 0.3074(4) 0.6340(4) 0.2593(3) 0.0291(7) Uani 1 1 d . . . O6 O 0.8945(4) -0.0571(3) 0.1628(3) 0.0492(7) Uani 1 1 d D . . H6A H 0.9293 -0.0347 0.2173 0.074 Uiso 1 1 calc RD . . C21 C 0.5654(4) 0.6343(4) 0.3069(3) 0.0326(8) Uani 1 1 d . . . H21A H 0.5562 0.6354 0.3934 0.039 Uiso 1 1 calc R . . H21B H 0.6050 0.5314 0.2763 0.039 Uiso 1 1 calc R . . C22 C 0.5386(5) 0.1160(5) 0.3727(4) 0.0551(12) Uani 1 1 d . . . H22 H 0.6537 0.0752 0.3565 0.066 Uiso 1 1 calc R . . O11 O 0.7882(4) 0.3028(4) 0.4299(3) 0.0638(8) Uani 1 1 d D . . C24 C 0.2848(5) 0.1305(5) 0.4820(4) 0.0539(11) Uani 1 1 d . . . H24 H 0.2215 0.0984 0.5415 0.065 Uiso 1 1 calc R . . C25 C 0.2089(5) 0.2452(5) 0.4132(4) 0.0581(13) Uani 1 1 d . . . H25 H 0.0939 0.2910 0.4297 0.070 Uiso 1 1 calc R . . C27 C 0.4526(5) 0.2303(5) 0.3057(4) 0.0544(12) Uani 1 1 d . . . H27 H 0.5126 0.2634 0.2444 0.065 Uiso 1 1 calc R . . O10 O 1.0103(7) 0.0260(6) 0.3368(6) 0.124(2) Uani 1 1 d D . . H6B H 0.933(6) -0.153(2) 0.162(4) 0.090(19) Uiso 1 1 d D . . H7B H 1.020(4) 0.246(6) 0.064(6) 0.14(3) Uiso 1 1 d D . . H11A H 0.821(9) 0.370(6) 0.399(5) 0.15(3) Uiso 1 1 d D . . H11B H 0.816(10) 0.293(9) 0.498(4) 0.18(4) Uiso 1 1 d D . . H10A H 0.937(7) 0.120(3) 0.342(4) 0.13(3) Uiso 1 1 d D . . H10B H 0.990(5) 0.014(4) 0.4149(19) 0.038(12) 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 Co1 0.0196(3) 0.0279(3) 0.0355(3) 0.00533(19) -0.01055(19) -0.00689(19) Co2 0.0173(3) 0.0226(3) 0.0327(3) 0.0001(2) -0.0064(2) -0.0051(2) Co3 0.0198(3) 0.0236(3) 0.0446(4) 0.0028(3) -0.0123(3) -0.0033(3) O3 0.0201(11) 0.0246(12) 0.0378(12) 0.0014(9) -0.0114(9) -0.0051(9) O4 0.0287(12) 0.0274(12) 0.0385(13) 0.0001(10) -0.0130(10) -0.0050(10) O1 0.0294(13) 0.0360(13) 0.0323(12) -0.0028(10) -0.0040(10) -0.0150(11) O9 0.0263(12) 0.0384(14) 0.0357(13) 0.0010(10) -0.0051(10) -0.0149(11) C5 0.0160(15) 0.0291(18) 0.0364(18) 0.0036(14) -0.0137(13) -0.0068(13) O8 0.0217(12) 0.0324(13) 0.0599(16) 0.0098(11) -0.0091(11) -0.0084(10) O2 0.0282(14) 0.0465(16) 0.0490(15) -0.0093(12) 0.0037(12) -0.0164(12) O7 0.0306(14) 0.0286(13) 0.0590(17) 0.0012(11) -0.0169(12) -0.0027(11) O5 0.0284(13) 0.0304(13) 0.0713(18) -0.0071(12) -0.0257(13) 0.0012(11) N1 0.0302(16) 0.0338(16) 0.0385(16) 0.0066(12) -0.0116(13) -0.0105(13) C11 0.0179(16) 0.0240(16) 0.0432(19) -0.0015(14) -0.0096(14) -0.0051(13) C12 0.0181(16) 0.0301(17) 0.0380(18) -0.0045(14) -0.0089(13) -0.0048(13) C13 0.0196(16) 0.0238(16) 0.0367(17) -0.0001(13) -0.0085(13) -0.0079(13) C14 0.0208(16) 0.0319(18) 0.0373(18) -0.0024(14) -0.0126(14) -0.0078(14) C15 0.0186(15) 0.0271(17) 0.0397(19) 0.0052(14) -0.0111(14) -0.0060(13) O12 0.0249(12) 0.0459(15) 0.0474(15) 0.0165(12) -0.0107(11) -0.0094(11) C17 0.0310(18) 0.0258(17) 0.0335(18) 0.0013(14) -0.0101(15) -0.0069(14) C18 0.0189(16) 0.0316(18) 0.0350(18) -0.0044(14) -0.0059(13) -0.0077(14) C19 0.0183(16) 0.0316(18) 0.0342(18) 0.0036(14) -0.0102(14) -0.0051(14) O6 0.0535(18) 0.0351(16) 0.0558(17) 0.0023(13) -0.0037(14) -0.0183(14) C21 0.0231(17) 0.0372(19) 0.0362(18) 0.0021(15) -0.0105(14) -0.0090(15) C22 0.030(2) 0.047(2) 0.065(3) 0.025(2) -0.0022(19) 0.0026(18) O11 0.059(2) 0.067(2) 0.066(2) 0.0051(17) -0.0103(17) -0.0274(18) C24 0.032(2) 0.068(3) 0.068(3) 0.035(2) -0.0214(19) -0.024(2) C25 0.027(2) 0.072(3) 0.080(3) 0.041(2) -0.027(2) -0.021(2) C27 0.030(2) 0.053(3) 0.062(3) 0.028(2) -0.0023(18) -0.0043(19) O10 0.122(4) 0.078(3) 0.158(5) -0.028(3) -0.081(4) -0.003(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 O9 2.045(2) . ? Co1 N1 2.079(3) . ? Co1 O1 2.109(2) . ? Co1 O8 2.130(2) . ? Co1 O12 2.172(2) . ? Co1 O2 2.291(3) . ? Co2 O1 2.067(2) 2_665 ? Co2 O1 2.067(2) . ? Co2 O4 2.075(2) . ? Co2 O4 2.075(2) 2_665 ? Co2 O3 2.078(2) 2_665 ? Co2 O3 2.078(2) . ? Co3 O5 2.077(2) . ? Co3 O5 2.077(2) 2_755 ? Co3 O6 2.079(3) 2_755 ? Co3 O6 2.079(3) . ? Co3 O7 2.146(3) 2_755 ? Co3 O7 2.146(3) . ? O3 C5 1.260(4) . ? O4 C15 1.253(4) . ? O1 C19 1.274(4) . ? O9 C5 1.257(4) 2_665 ? C5 O9 1.257(4) 2_665 ? C5 C13 1.518(4) . ? O8 C14 1.261(4) . ? O2 C19 1.244(4) . ? O7 H7A 0.8200 . ? O7 H7B 0.836(19) . ? O5 C15 1.253(4) . ? N1 C27 1.322(5) . ? N1 C25 1.326(5) . ? C11 C15 1.530(5) 2_665 ? C11 C13 1.558(4) . ? C11 C18 1.569(5) . ? C11 H11 0.9800 . ? C12 C14 1.511(4) 1_655 ? C12 C21 1.526(5) . ? C12 C13 1.544(4) . ? C12 H12 0.9800 . ? C13 H13 0.9800 . ? C14 O12 1.256(4) . ? C14 C12 1.511(4) 1_455 ? C15 C11 1.530(5) 2_665 ? C17 C22 1.372(5) . ? C17 C24 1.381(5) . ? C17 C17 1.497(6) 2_656 ? C18 C19 1.522(5) . ? C18 C21 1.546(4) . ? C18 H18 0.9800 . ? O6 H6A 0.8200 . ? O6 H6B 0.856(19) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C27 1.379(5) . ? C22 H22 0.9300 . ? O11 H11A 0.86(2) . ? O11 H11B 0.84(2) . ? C24 C25 1.367(5) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C27 H27 0.9300 . ? O10 H10A 0.89(2) . ? O10 H10B 0.885(18) . ? 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 O9 Co1 N1 95.46(11) . . ? O9 Co1 O1 99.47(9) . . ? N1 Co1 O1 94.43(10) . . ? O9 Co1 O8 96.33(10) . . ? N1 Co1 O8 157.60(11) . . ? O1 Co1 O8 102.31(9) . . ? O9 Co1 O12 99.92(10) . . ? N1 Co1 O12 98.53(10) . . ? O1 Co1 O12 155.47(10) . . ? O8 Co1 O12 60.67(9) . . ? O9 Co1 O2 157.49(9) . . ? N1 Co1 O2 91.56(11) . . ? O1 Co1 O2 58.59(8) . . ? O8 Co1 O2 84.72(10) . . ? O12 Co1 O2 100.14(9) . . ? O1 Co2 O1 180.00(14) 2_665 . ? O1 Co2 O4 88.32(9) 2_665 . ? O1 Co2 O4 91.68(9) . . ? O1 Co2 O4 91.68(9) 2_665 2_665 ? O1 Co2 O4 88.32(9) . 2_665 ? O4 Co2 O4 180.000(1) . 2_665 ? O1 Co2 O3 95.33(9) 2_665 2_665 ? O1 Co2 O3 84.67(9) . 2_665 ? O4 Co2 O3 90.02(9) . 2_665 ? O4 Co2 O3 89.98(9) 2_665 2_665 ? O1 Co2 O3 84.67(9) 2_665 . ? O1 Co2 O3 95.33(9) . . ? O4 Co2 O3 89.98(9) . . ? O4 Co2 O3 90.02(9) 2_665 . ? O3 Co2 O3 180.00(16) 2_665 . ? O5 Co3 O5 180.00(13) . 2_755 ? O5 Co3 O6 86.74(12) . 2_755 ? O5 Co3 O6 93.26(12) 2_755 2_755 ? O5 Co3 O6 93.26(12) . . ? O5 Co3 O6 86.74(12) 2_755 . ? O6 Co3 O6 180.0(2) 2_755 . ? O5 Co3 O7 80.67(9) . 2_755 ? O5 Co3 O7 99.33(9) 2_755 2_755 ? O6 Co3 O7 89.73(11) 2_755 2_755 ? O6 Co3 O7 90.27(11) . 2_755 ? O5 Co3 O7 99.33(9) . . ? O5 Co3 O7 80.67(9) 2_755 . ? O6 Co3 O7 90.27(11) 2_755 . ? O6 Co3 O7 89.73(11) . . ? O7 Co3 O7 180.00(14) 2_755 . ? C5 O3 Co2 114.41(18) . . ? C15 O4 Co2 127.8(2) . . ? C19 O1 Co2 138.0(2) . . ? C19 O1 Co1 95.34(19) . . ? Co2 O1 Co1 120.70(10) . . ? C5 O9 Co1 117.5(2) 2_665 . ? O9 C5 O3 124.7(3) 2_665 . ? O9 C5 C13 117.7(3) 2_665 . ? O3 C5 C13 117.7(3) . . ? C14 O8 Co1 90.84(19) . . ? C19 O2 Co1 87.8(2) . . ? Co3 O7 H7A 109.5 . . ? Co3 O7 H7B 115(4) . . ? H7A O7 H7B 105.8 . . ? C15 O5 Co3 132.6(2) . . ? C27 N1 C25 116.2(3) . . ? C27 N1 Co1 121.5(2) . . ? C25 N1 Co1 122.3(2) . . ? C15 C11 C13 118.1(3) 2_665 . ? C15 C11 C18 114.8(3) 2_665 . ? C13 C11 C18 107.2(3) . . ? C15 C11 H11 105.2 2_665 . ? C13 C11 H11 105.2 . . ? C18 C11 H11 105.2 . . ? C14 C12 C21 115.2(3) 1_655 . ? C14 C12 C13 113.9(3) 1_655 . ? C21 C12 C13 106.5(3) . . ? C14 C12 H12 106.9 1_655 . ? C21 C12 H12 106.9 . . ? C13 C12 H12 106.9 . . ? C5 C13 C12 111.8(3) . . ? C5 C13 C11 114.6(3) . . ? C12 C13 C11 101.8(3) . . ? C5 C13 H13 109.4 . . ? C12 C13 H13 109.4 . . ? C11 C13 H13 109.4 . . ? O12 C14 O8 119.4(3) . . ? O12 C14 C12 122.0(3) . 1_455 ? O8 C14 C12 118.6(3) . 1_455 ? O4 C15 O5 124.2(3) . . ? O4 C15 C11 121.3(3) . 2_665 ? O5 C15 C11 114.5(3) . 2_665 ? C14 O12 Co1 89.07(19) . . ? C22 C17 C24 116.0(3) . . ? C22 C17 C17 121.8(4) . 2_656 ? C24 C17 C17 122.2(4) . 2_656 ? C19 C18 C21 109.0(3) . . ? C19 C18 C11 118.4(3) . . ? C21 C18 C11 106.1(3) . . ? C19 C18 H18 107.7 . . ? C21 C18 H18 107.7 . . ? C11 C18 H18 107.7 . . ? O2 C19 O1 118.1(3) . . ? O2 C19 C18 121.1(3) . . ? O1 C19 C18 120.8(3) . . ? Co3 O6 H6A 109.5 . . ? Co3 O6 H6B 108(3) . . ? H6A O6 H6B 103.6 . . ? C12 C21 C18 104.4(3) . . ? C12 C21 H21A 110.9 . . ? C18 C21 H21A 110.9 . . ? C12 C21 H21B 110.9 . . ? C18 C21 H21B 110.9 . . ? H21A C21 H21B 108.9 . . ? C17 C22 C27 120.3(4) . . ? C17 C22 H22 119.8 . . ? C27 C22 H22 119.8 . . ? H11A O11 H11B 103(3) . . ? C25 C24 C17 120.0(4) . . ? C25 C24 H24 120.0 . . ? C17 C24 H24 120.0 . . ? N1 C25 C24 124.0(4) . . ? N1 C25 H25 118.0 . . ? C24 C25 H25 118.0 . . ? N1 C27 C22 123.4(4) . . ? N1 C27 H27 118.3 . . ? C22 C27 H27 118.3 . . ? H10A O10 H10B 95(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 O1 Co2 O3 C5 78.5(2) 2_665 . . . ? O1 Co2 O3 C5 -101.5(2) . . . . ? O4 Co2 O3 C5 166.8(2) . . . . ? O4 Co2 O3 C5 -13.2(2) 2_665 . . . ? O3 Co2 O3 C5 -69(100) 2_665 . . . ? O1 Co2 O4 C15 -29.3(3) 2_665 . . . ? O1 Co2 O4 C15 150.7(3) . . . . ? O4 Co2 O4 C15 151(100) 2_665 . . . ? O3 Co2 O4 C15 66.0(3) 2_665 . . . ? O3 Co2 O4 C15 -114.0(3) . . . . ? O1 Co2 O1 C19 2(100) 2_665 . . . ? O4 Co2 O1 C19 145.9(3) . . . . ? O4 Co2 O1 C19 -34.1(3) 2_665 . . . ? O3 Co2 O1 C19 -124.3(3) 2_665 . . . ? O3 Co2 O1 C19 55.7(3) . . . . ? O1 Co2 O1 Co1 147(100) 2_665 . . . ? O4 Co2 O1 Co1 -68.92(13) . . . . ? O4 Co2 O1 Co1 111.08(13) 2_665 . . . ? O3 Co2 O1 Co1 20.94(12) 2_665 . . . ? O3 Co2 O1 Co1 -159.06(12) . . . . ? O9 Co1 O1 C19 171.74(19) . . . . ? N1 Co1 O1 C19 -92.0(2) . . . . ? O8 Co1 O1 C19 73.1(2) . . . . ? O12 Co1 O1 C19 29.9(3) . . . . ? O2 Co1 O1 C19 -2.83(18) . . . . ? O9 Co1 O1 Co2 14.27(14) . . . . ? N1 Co1 O1 Co2 110.57(14) . . . . ? O8 Co1 O1 Co2 -84.40(14) . . . . ? O12 Co1 O1 Co2 -127.56(19) . . . . ? O2 Co1 O1 Co2 -160.30(17) . . . . ? N1 Co1 O9 C5 -125.7(2) . . . 2_665 ? O1 Co1 O9 C5 -30.3(2) . . . 2_665 ? O8 Co1 O9 C5 73.4(2) . . . 2_665 ? O12 Co1 O9 C5 134.6(2) . . . 2_665 ? O2 Co1 O9 C5 -18.1(4) . . . 2_665 ? Co2 O3 C5 O9 -87.8(3) . . . 2_665 ? Co2 O3 C5 C13 91.5(3) . . . . ? O9 Co1 O8 C14 99.3(2) . . . . ? N1 Co1 O8 C14 -22.1(4) . . . . ? O1 Co1 O8 C14 -159.56(19) . . . . ? O12 Co1 O8 C14 1.42(18) . . . . ? O2 Co1 O8 C14 -103.3(2) . . . . ? O9 Co1 O2 C19 -11.2(4) . . . . ? N1 Co1 O2 C19 97.1(2) . . . . ? O1 Co1 O2 C19 2.89(18) . . . . ? O8 Co1 O2 C19 -105.0(2) . . . . ? O12 Co1 O2 C19 -163.92(19) . . . . ? O5 Co3 O5 C15 32(100) 2_755 . . . ? O6 Co3 O5 C15 -96.6(3) 2_755 . . . ? O6 Co3 O5 C15 83.4(3) . . . . ? O7 Co3 O5 C15 173.1(3) 2_755 . . . ? O7 Co3 O5 C15 -6.9(3) . . . . ? O9 Co1 N1 C27 73.4(3) . . . . ? O1 Co1 N1 C27 -26.5(3) . . . . ? O8 Co1 N1 C27 -165.0(3) . . . . ? O12 Co1 N1 C27 174.4(3) . . . . ? O2 Co1 N1 C27 -85.1(3) . . . . ? O9 Co1 N1 C25 -105.9(3) . . . . ? O1 Co1 N1 C25 154.2(3) . . . . ? O8 Co1 N1 C25 15.6(5) . . . . ? O12 Co1 N1 C25 -5.0(3) . . . . ? O2 Co1 N1 C25 95.5(3) . . . . ? O9 C5 C13 C12 -130.7(3) 2_665 . . . ? O3 C5 C13 C12 49.9(4) . . . . ? O9 C5 C13 C11 114.1(3) 2_665 . . . ? O3 C5 C13 C11 -65.3(4) . . . . ? C14 C12 C13 C5 42.7(4) 1_655 . . . ? C21 C12 C13 C5 -85.4(3) . . . . ? C14 C12 C13 C11 165.5(3) 1_655 . . . ? C21 C12 C13 C11 37.4(3) . . . . ? C15 C11 C13 C5 -35.7(4) 2_665 . . . ? C18 C11 C13 C5 95.8(3) . . . . ? C15 C11 C13 C12 -156.6(3) 2_665 . . . ? C18 C11 C13 C12 -25.1(3) . . . . ? Co1 O8 C14 O12 -2.5(3) . . . . ? Co1 O8 C14 C12 175.5(3) . . . 1_455 ? Co2 O4 C15 O5 138.4(3) . . . . ? Co2 O4 C15 C11 -40.5(4) . . . 2_665 ? Co3 O5 C15 O4 -19.1(5) . . . . ? Co3 O5 C15 C11 159.9(2) . . . 2_665 ? O8 C14 O12 Co1 2.4(3) . . . . ? C12 C14 O12 Co1 -175.5(3) 1_455 . . . ? O9 Co1 O12 C14 -93.2(2) . . . . ? N1 Co1 O12 C14 169.7(2) . . . . ? O1 Co1 O12 C14 48.6(3) . . . . ? O8 Co1 O12 C14 -1.43(19) . . . . ? O2 Co1 O12 C14 76.6(2) . . . . ? C15 C11 C18 C19 15.2(4) 2_665 . . . ? C13 C11 C18 C19 -118.2(3) . . . . ? C15 C11 C18 C21 137.8(3) 2_665 . . . ? C13 C11 C18 C21 4.5(3) . . . . ? Co1 O2 C19 O1 -4.6(3) . . . . ? Co1 O2 C19 C18 178.4(3) . . . . ? Co2 O1 C19 O2 155.5(2) . . . . ? Co1 O1 C19 O2 5.1(3) . . . . ? Co2 O1 C19 C18 -27.4(5) . . . . ? Co1 O1 C19 C18 -177.9(3) . . . . ? C21 C18 C19 O2 108.9(3) . . . . ? C11 C18 C19 O2 -129.9(3) . . . . ? C21 C18 C19 O1 -68.0(4) . . . . ? C11 C18 C19 O1 53.2(4) . . . . ? C14 C12 C21 C18 -162.6(3) 1_655 . . . ? C13 C12 C21 C18 -35.3(3) . . . . ? C19 C18 C21 C12 146.8(3) . . . . ? C11 C18 C21 C12 18.4(3) . . . . ? C24 C17 C22 C27 -0.8(7) . . . . ? C17 C17 C22 C27 179.6(4) 2_656 . . . ? C22 C17 C24 C25 -0.5(7) . . . . ? C17 C17 C24 C25 179.0(4) 2_656 . . . ? C27 N1 C25 C24 -1.9(7) . . . . ? Co1 N1 C25 C24 177.5(4) . . . . ? C17 C24 C25 N1 2.0(8) . . . . ? C25 N1 C27 C22 0.4(7) . . . . ? Co1 N1 C27 C22 -178.9(4) . . . . ? C17 C22 C27 N1 0.9(8) . . . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.716 _refine_diff_density_min -0.674 _refine_diff_density_rms 0.084