# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 #TrackingRef 'combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C58 H50 Co3 N8 O18' _chemical_formula_weight 1323.85 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 _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number No.2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.5887(8) _cell_length_b 12.0516(10) _cell_length_c 13.4317(11) _cell_angle_alpha 73.0720(10) _cell_angle_beta 87.0920(10) _cell_angle_gamma 71.8270(10) _cell_volume 1409.5(2) _cell_formula_units_Z 1 _cell_measurement_temperature 185(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.560 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 679 _exptl_absorpt_coefficient_mu 0.956 _exptl_absorpt_correction_type multi-scans _exptl_absorpt_correction_T_min 0.8101 _exptl_absorpt_correction_T_max 0.8393 _exptl_absorpt_process_details 'SADABS, Sheldrick, 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 185(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 ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9016 _diffrn_reflns_av_R_equivalents 0.0350 _diffrn_reflns_av_sigmaI/netI 0.0649 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 26.03 _reflns_number_total 5459 _reflns_number_gt 4260 _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, 1997)' _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^)+(0.0755P)^2^+0.5254P] 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 5459 _refine_ls_number_parameters 398 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0685 _refine_ls_R_factor_gt 0.0530 _refine_ls_wR_factor_ref 0.1453 _refine_ls_wR_factor_gt 0.1350 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _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 C1 C 0.3039(4) -0.0730(3) 0.6962(3) 0.0181(8) Uani 1 1 d . . . C2 C 0.1511(4) -0.0037(3) 0.6506(3) 0.0154(7) Uani 1 1 d . . . C3 C 0.1239(4) 0.1143(3) 0.5851(3) 0.0180(7) Uani 1 1 d . . . H3 H 0.2008 0.1500 0.5698 0.022 Uiso 1 1 calc R . . C4 C -0.0172(4) 0.1796(3) 0.5423(3) 0.0189(8) Uani 1 1 d . . . C5 C -0.1287(4) 0.1274(3) 0.5623(3) 0.0206(8) Uani 1 1 d . . . H5 H -0.2241 0.1721 0.5311 0.025 Uiso 1 1 calc R . . C6 C -0.1013(4) 0.0092(3) 0.6281(3) 0.0177(7) Uani 1 1 d . . . C7 C 0.0379(4) -0.0558(3) 0.6750(3) 0.0180(7) Uani 1 1 d . . . H7 H 0.0557 -0.1347 0.7230 0.022 Uiso 1 1 calc R . . C8 C -0.2255(4) -0.0452(3) 0.6412(3) 0.0200(8) Uani 1 1 d . . . C9 C -0.1290(4) 0.3949(3) 0.5046(3) 0.0203(8) Uani 1 1 d . . . C10 C -0.1607(5) 0.3900(4) 0.6068(3) 0.0364(11) Uani 1 1 d . . . H10 H -0.1276 0.3147 0.6602 0.044 Uiso 1 1 calc R . . C11 C -0.2403(5) 0.4944(4) 0.6310(3) 0.0368(11) Uani 1 1 d . . . H11 H -0.2612 0.4903 0.7017 0.044 Uiso 1 1 calc R . . C12 C -0.2906(4) 0.6047(3) 0.5558(3) 0.0209(8) Uani 1 1 d . . . C13 C -0.2586(5) 0.6079(4) 0.4537(3) 0.0326(10) Uani 1 1 d . . . H13 H -0.2928 0.6831 0.4002 0.039 Uiso 1 1 calc R . . C14 C -0.1780(5) 0.5042(4) 0.4279(3) 0.0343(10) Uani 1 1 d . . . H14 H -0.1564 0.5082 0.3573 0.041 Uiso 1 1 calc R . . C15 C -0.3718(4) 0.7202(3) 0.5835(3) 0.0200(8) Uani 1 1 d . . . C16 C 0.6257(5) -0.0192(4) 0.9104(3) 0.0301(9) Uani 1 1 d . . . H16 H 0.6793 -0.0908 0.9622 0.036 Uiso 1 1 calc R . . C17 C 0.4937(5) 0.1003(4) 0.7757(4) 0.0429(12) Uani 1 1 d . . . H17 H 0.4350 0.1292 0.7130 0.052 Uiso 1 1 calc R . . C18 C 0.5317(5) 0.1721(4) 0.8241(4) 0.0474(13) Uani 1 1 d . . . H18 H 0.5049 0.2586 0.8024 0.057 Uiso 1 1 calc R . . C19 C 0.6889(5) 0.1280(4) 0.9859(3) 0.0363(10) Uani 1 1 d . . . H19A H 0.7299 0.0553 1.0460 0.044 Uiso 1 1 calc R . . H19B H 0.6151 0.1901 1.0120 0.044 Uiso 1 1 calc R . . C20 C 0.8104(5) 0.1781(4) 0.9386(3) 0.0301(9) Uani 1 1 d . . . C21 C 0.9194(5) 0.1107(4) 0.8886(4) 0.0398(11) Uani 1 1 d . . . H21 H 0.9145 0.0350 0.8836 0.048 Uiso 1 1 calc R . . C22 C 1.0345(5) 0.1511(4) 0.8460(3) 0.0395(11) Uani 1 1 d . . . H22 H 1.1084 0.1030 0.8126 0.047 Uiso 1 1 calc R . . C23 C 1.0427(5) 0.2610(4) 0.8519(3) 0.0363(10) Uani 1 1 d . . . H23 H 1.1220 0.2892 0.8225 0.044 Uiso 1 1 calc R . . C24 C 0.9352(4) 0.3297(4) 0.9008(3) 0.0314(9) Uani 1 1 d . . . H24 H 0.9403 0.4061 0.9039 0.038 Uiso 1 1 calc R . . C25 C 0.8198(4) 0.2895(3) 0.9456(3) 0.0237(8) Uani 1 1 d . . . C26 C 0.7031(5) 0.3641(3) 1.0024(3) 0.0322(10) Uani 1 1 d . . . H26A H 0.6052 0.3634 0.9831 0.039 Uiso 1 1 calc R . . H26B H 0.7206 0.3251 1.0784 0.039 Uiso 1 1 calc R . . C27 C 0.6314(4) 0.5809(3) 0.8959(3) 0.0253(9) Uani 1 1 d . . . H27 H 0.5704 0.5717 0.8473 0.030 Uiso 1 1 calc R . . C28 C 0.7516(5) 0.6563(4) 0.9729(4) 0.0392(11) Uani 1 1 d . . . H28 H 0.7916 0.7121 0.9892 0.047 Uiso 1 1 calc R . . C29 C 0.7809(5) 0.5378(4) 1.0278(4) 0.0422(12) Uani 1 1 d . . . H29 H 0.8433 0.4959 1.0887 0.051 Uiso 1 1 calc R . . N1 N 0.5529(3) -0.0200(3) 0.8310(3) 0.0246(7) Uani 1 1 d . . . N2 N 0.6162(4) 0.0940(3) 0.9105(3) 0.0296(8) Uani 1 1 d . . . N3 N 0.6560(3) 0.6846(3) 0.8902(2) 0.0226(7) Uani 1 1 d . . . N4 N 0.7028(4) 0.4901(3) 0.9785(3) 0.0273(8) Uani 1 1 d . . . O1 O 0.3284(3) -0.1586(2) 0.7786(2) 0.0251(6) Uani 1 1 d . . . O2 O 0.4100(2) -0.0380(2) 0.65089(19) 0.0184(5) Uani 1 1 d . . . O1W O 0.0090(4) -0.3642(3) 0.7613(3) 0.0648(11) Uani 1 1 d . . . O3 O -0.2199(3) -0.1386(2) 0.7169(2) 0.0271(6) Uani 1 1 d . . . O2W' O 0.487(2) 0.452(2) 0.7546(18) 0.226(8) Uiso 0.50 1 d P . . O2W O 0.3428(13) 0.5950(10) 0.7414(7) 0.100(4) Uani 0.50 1 d P . . O4 O -0.3293(3) 0.0104(2) 0.5750(2) 0.0260(6) Uani 1 1 d . . . O5 O -0.0425(3) 0.2962(2) 0.4734(2) 0.0232(6) Uani 1 1 d . . . O6 O -0.4047(3) 0.8180(2) 0.5108(2) 0.0225(6) Uani 1 1 d . . . O7 O -0.3989(3) 0.7099(2) 0.6781(2) 0.0288(6) Uani 1 1 d . . . Co1 Co 0.5000 0.0000 0.5000 0.01489(18) Uani 1 2 d S . . Co2 Co 0.57729(5) -0.16450(4) 0.76028(4) 0.01735(16) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0182(17) 0.0216(19) 0.019(2) -0.0129(16) 0.0017(14) -0.0059(15) C2 0.0160(16) 0.0181(18) 0.0129(18) -0.0089(15) 0.0015(13) -0.0024(14) C3 0.0161(16) 0.0212(19) 0.0192(19) -0.0104(16) 0.0050(14) -0.0056(14) C4 0.0210(17) 0.0156(18) 0.0192(19) -0.0070(15) 0.0026(14) -0.0029(14) C5 0.0142(16) 0.023(2) 0.021(2) -0.0078(17) -0.0027(14) 0.0003(14) C6 0.0171(16) 0.0208(19) 0.0182(19) -0.0101(16) 0.0010(14) -0.0059(14) C7 0.0188(17) 0.0185(19) 0.0153(19) -0.0054(15) 0.0013(14) -0.0035(14) C8 0.0183(17) 0.0199(19) 0.024(2) -0.0112(17) 0.0046(15) -0.0050(15) C9 0.0196(17) 0.0175(19) 0.024(2) -0.0076(16) 0.0000(15) -0.0051(14) C10 0.053(3) 0.021(2) 0.021(2) -0.0028(18) -0.0009(19) 0.0061(19) C11 0.058(3) 0.023(2) 0.019(2) -0.0054(18) 0.003(2) 0.000(2) C12 0.0230(18) 0.0140(18) 0.024(2) -0.0054(16) -0.0016(15) -0.0030(14) C13 0.052(3) 0.017(2) 0.021(2) -0.0038(17) 0.0003(19) 0.0000(18) C14 0.055(3) 0.020(2) 0.018(2) -0.0034(18) 0.0033(19) -0.0006(19) C15 0.0156(17) 0.0198(19) 0.024(2) -0.0066(17) 0.0011(15) -0.0053(14) C16 0.041(2) 0.026(2) 0.027(2) -0.0084(18) 0.0009(18) -0.0146(18) C17 0.047(3) 0.027(2) 0.053(3) -0.014(2) -0.022(2) -0.003(2) C18 0.059(3) 0.026(2) 0.059(3) -0.017(2) -0.020(3) -0.008(2) C19 0.061(3) 0.036(3) 0.025(2) -0.015(2) 0.002(2) -0.027(2) C20 0.040(2) 0.031(2) 0.019(2) -0.0074(18) -0.0006(17) -0.0115(19) C21 0.062(3) 0.032(2) 0.031(3) -0.018(2) 0.008(2) -0.015(2) C22 0.046(3) 0.043(3) 0.027(2) -0.018(2) 0.004(2) -0.003(2) C23 0.029(2) 0.051(3) 0.030(2) -0.014(2) 0.0024(18) -0.013(2) C24 0.038(2) 0.030(2) 0.029(2) -0.0110(19) 0.0015(18) -0.0130(19) C25 0.0278(19) 0.024(2) 0.020(2) -0.0068(17) -0.0020(16) -0.0088(16) C26 0.041(2) 0.018(2) 0.034(2) -0.0028(18) 0.0137(19) -0.0089(18) C27 0.0256(19) 0.027(2) 0.024(2) -0.0069(18) 0.0006(16) -0.0081(16) C28 0.057(3) 0.023(2) 0.035(3) -0.006(2) -0.022(2) -0.008(2) C29 0.059(3) 0.031(3) 0.031(3) -0.008(2) -0.024(2) -0.003(2) N1 0.0269(16) 0.0224(17) 0.0280(19) -0.0120(15) 0.0016(14) -0.0084(14) N2 0.044(2) 0.0305(19) 0.0221(18) -0.0112(16) 0.0034(15) -0.0200(16) N3 0.0271(16) 0.0182(16) 0.0224(18) -0.0055(14) -0.0002(13) -0.0070(13) N4 0.0356(18) 0.0202(17) 0.0215(18) -0.0036(15) 0.0027(14) -0.0047(14) O1 0.0205(13) 0.0257(15) 0.0227(15) 0.0010(12) -0.0024(11) -0.0050(11) O2 0.0150(12) 0.0219(13) 0.0183(13) -0.0074(11) 0.0018(10) -0.0042(10) O1W 0.078(3) 0.048(2) 0.041(2) -0.0098(18) 0.0004(19) 0.0154(19) O3 0.0202(13) 0.0216(14) 0.0366(17) -0.0030(13) 0.0035(12) -0.0079(11) O2W 0.177(10) 0.142(9) 0.055(5) -0.040(6) 0.022(6) -0.142(8) O4 0.0179(13) 0.0343(16) 0.0298(16) -0.0117(13) -0.0009(11) -0.0111(11) O5 0.0249(13) 0.0173(13) 0.0246(15) -0.0068(12) 0.0050(11) -0.0025(11) O6 0.0285(14) 0.0147(13) 0.0209(14) -0.0031(11) 0.0012(11) -0.0038(11) O7 0.0480(17) 0.0196(14) 0.0170(15) -0.0071(12) 0.0060(12) -0.0071(12) Co1 0.0138(3) 0.0154(4) 0.0156(4) -0.0053(3) -0.0005(3) -0.0038(3) Co2 0.0178(3) 0.0175(3) 0.0163(3) -0.0048(2) -0.00089(19) -0.0048(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.246(4) . ? C1 O2 1.280(4) . ? C1 C2 1.500(5) . ? C2 C3 1.388(5) . ? C2 C7 1.396(5) . ? C3 C4 1.390(5) . ? C3 H3 0.9500 . ? C4 C5 1.380(5) . ? C4 O5 1.394(4) . ? C5 C6 1.391(5) . ? C5 H5 0.9500 . ? C6 C7 1.393(5) . ? C6 C8 1.509(5) . ? C7 H7 0.9500 . ? C8 O4 1.248(4) . ? C8 O3 1.267(4) . ? C9 C14 1.375(5) . ? C9 C10 1.379(6) . ? C9 O5 1.385(4) . ? C10 C11 1.374(6) . ? C10 H10 0.9500 . ? C11 C12 1.374(5) . ? C11 H11 0.9500 . ? C12 C13 1.382(6) . ? C12 C15 1.510(5) . ? C13 C14 1.380(5) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 O6 1.253(4) . ? C15 O7 1.262(5) . ? C16 N1 1.309(5) . ? C16 N2 1.339(5) . ? C16 H16 0.9500 . ? C17 C18 1.360(6) . ? C17 N1 1.371(5) . ? C17 H17 0.9500 . ? C18 N2 1.369(6) . ? C18 H18 0.9500 . ? C19 N2 1.473(5) . ? C19 C20 1.506(6) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.386(6) . ? C20 C25 1.403(5) . ? C21 C22 1.374(6) . ? C21 H21 0.9500 . ? C22 C23 1.376(6) . ? C22 H22 0.9500 . ? C23 C24 1.377(6) . ? C23 H23 0.9500 . ? C24 C25 1.385(6) . ? C24 H24 0.9500 . ? C25 C26 1.526(5) . ? C26 N4 1.456(5) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 N3 1.323(5) . ? C27 N4 1.341(5) . ? C27 H27 0.9500 . ? C28 C29 1.348(6) . ? C28 N3 1.371(5) . ? C28 H28 0.9500 . ? C29 N4 1.368(5) . ? C29 H29 0.9500 . ? N1 Co2 2.162(3) . ? N3 Co2 2.086(3) 1_565 ? O1 Co2 2.368(2) . ? O2 Co2 2.113(2) . ? O2 Co1 2.143(2) . ? O3 Co2 2.092(3) 1_455 ? O2W' O2W 1.81(2) . ? O4 Co1 2.020(2) 1_455 ? O6 Co1 2.060(2) 1_465 ? O7 Co2 2.073(3) 1_465 ? Co1 O4 2.020(2) 2_556 ? Co1 O4 2.020(2) 1_655 ? Co1 O6 2.060(2) 1_645 ? Co1 O6 2.060(2) 2_566 ? Co1 O2 2.143(2) 2_656 ? Co2 O7 2.073(3) 1_645 ? Co2 N3 2.086(3) 1_545 ? Co2 O3 2.092(3) 1_655 ? 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 C1 O2 120.0(3) . . ? O1 C1 C2 121.9(3) . . ? O2 C1 C2 118.0(3) . . ? C3 C2 C7 120.7(3) . . ? C3 C2 C1 118.6(3) . . ? C7 C2 C1 120.7(3) . . ? C2 C3 C4 119.2(3) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C5 C4 C3 120.7(3) . . ? C5 C4 O5 120.2(3) . . ? C3 C4 O5 119.0(3) . . ? C4 C5 C6 120.0(3) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C5 C6 C7 120.1(3) . . ? C5 C6 C8 117.2(3) . . ? C7 C6 C8 122.6(3) . . ? C6 C7 C2 119.2(3) . . ? C6 C7 H7 120.4 . . ? C2 C7 H7 120.4 . . ? O4 C8 O3 125.4(3) . . ? O4 C8 C6 114.9(3) . . ? O3 C8 C6 119.7(3) . . ? C14 C9 C10 119.7(4) . . ? C14 C9 O5 116.4(3) . . ? C10 C9 O5 123.8(3) . . ? C11 C10 C9 119.7(4) . . ? C11 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? C12 C11 C10 121.7(4) . . ? C12 C11 H11 119.1 . . ? C10 C11 H11 119.1 . . ? C11 C12 C13 117.9(3) . . ? C11 C12 C15 121.5(4) . . ? C13 C12 C15 120.6(3) . . ? C14 C13 C12 121.2(4) . . ? C14 C13 H13 119.4 . . ? C12 C13 H13 119.4 . . ? C9 C14 C13 119.8(4) . . ? C9 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? O6 C15 O7 125.8(3) . . ? O6 C15 C12 117.2(3) . . ? O7 C15 C12 117.0(3) . . ? N1 C16 N2 112.4(4) . . ? N1 C16 H16 123.8 . . ? N2 C16 H16 123.8 . . ? C18 C17 N1 109.8(4) . . ? C18 C17 H17 125.1 . . ? N1 C17 H17 125.1 . . ? C17 C18 N2 105.9(4) . . ? C17 C18 H18 127.0 . . ? N2 C18 H18 127.0 . . ? N2 C19 C20 112.2(3) . . ? N2 C19 H19A 109.2 . . ? C20 C19 H19A 109.2 . . ? N2 C19 H19B 109.2 . . ? C20 C19 H19B 109.2 . . ? H19A C19 H19B 107.9 . . ? C21 C20 C25 118.5(4) . . ? C21 C20 C19 119.1(4) . . ? C25 C20 C19 122.4(4) . . ? C22 C21 C20 121.4(4) . . ? C22 C21 H21 119.3 . . ? C20 C21 H21 119.3 . . ? C21 C22 C23 120.0(4) . . ? C21 C22 H22 120.0 . . ? C23 C22 H22 120.0 . . ? C22 C23 C24 119.5(4) . . ? C22 C23 H23 120.2 . . ? C24 C23 H23 120.2 . . ? C23 C24 C25 121.2(4) . . ? C23 C24 H24 119.4 . . ? C25 C24 H24 119.4 . . ? C24 C25 C20 119.3(4) . . ? C24 C25 C26 121.1(3) . . ? C20 C25 C26 119.6(3) . . ? N4 C26 C25 112.9(3) . . ? N4 C26 H26A 109.0 . . ? C25 C26 H26A 109.0 . . ? N4 C26 H26B 109.0 . . ? C25 C26 H26B 109.0 . . ? H26A C26 H26B 107.8 . . ? N3 C27 N4 112.0(3) . . ? N3 C27 H27 124.0 . . ? N4 C27 H27 124.0 . . ? C29 C28 N3 110.3(4) . . ? C29 C28 H28 124.8 . . ? N3 C28 H28 124.8 . . ? C28 C29 N4 106.4(4) . . ? C28 C29 H29 126.8 . . ? N4 C29 H29 126.8 . . ? C16 N1 C17 105.2(3) . . ? C16 N1 Co2 129.8(3) . . ? C17 N1 Co2 121.4(3) . . ? C16 N2 C18 106.8(3) . . ? C16 N2 C19 126.7(4) . . ? C18 N2 C19 126.4(4) . . ? C27 N3 C28 104.6(3) . . ? C27 N3 Co2 119.9(3) . 1_565 ? C28 N3 Co2 134.7(3) . 1_565 ? C27 N4 C29 106.6(3) . . ? C27 N4 C26 124.7(4) . . ? C29 N4 C26 128.5(3) . . ? C1 O1 Co2 85.6(2) . . ? C1 O2 Co2 96.4(2) . . ? C1 O2 Co1 140.1(2) . . ? Co2 O2 Co1 109.04(10) . . ? C8 O3 Co2 115.3(2) . 1_455 ? C8 O4 Co1 146.4(3) . 1_455 ? C9 O5 C4 118.3(3) . . ? C15 O6 Co1 135.4(2) . 1_465 ? C15 O7 Co2 129.1(2) . 1_465 ? O4 Co1 O4 180.00(15) 2_556 1_655 ? O4 Co1 O6 85.93(10) 2_556 1_645 ? O4 Co1 O6 94.07(10) 1_655 1_645 ? O4 Co1 O6 94.07(10) 2_556 2_566 ? O4 Co1 O6 85.93(10) 1_655 2_566 ? O6 Co1 O6 180.00(15) 1_645 2_566 ? O4 Co1 O2 85.13(10) 2_556 2_656 ? O4 Co1 O2 94.87(10) 1_655 2_656 ? O6 Co1 O2 86.69(10) 1_645 2_656 ? O6 Co1 O2 93.31(10) 2_566 2_656 ? O4 Co1 O2 94.87(10) 2_556 . ? O4 Co1 O2 85.13(10) 1_655 . ? O6 Co1 O2 93.31(10) 1_645 . ? O6 Co1 O2 86.69(10) 2_566 . ? O2 Co1 O2 180.0 2_656 . ? O7 Co2 N3 85.93(11) 1_645 1_545 ? O7 Co2 O3 93.17(11) 1_645 1_655 ? N3 Co2 O3 96.96(11) 1_545 1_655 ? O7 Co2 O2 89.41(10) 1_645 . ? N3 Co2 O2 152.89(11) 1_545 . ? O3 Co2 O2 109.97(10) 1_655 . ? O7 Co2 N1 174.16(11) 1_645 . ? N3 Co2 N1 99.53(12) 1_545 . ? O3 Co2 N1 84.15(11) 1_655 . ? O2 Co2 N1 86.65(11) . . ? O7 Co2 O1 87.50(11) 1_645 . ? N3 Co2 O1 94.97(11) 1_545 . ? O3 Co2 O1 168.07(10) 1_655 . ? O2 Co2 O1 58.11(9) . . ? N1 Co2 O1 94.05(11) . . ? 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 C1 C2 C3 156.0(3) . . . . ? O2 C1 C2 C3 -20.6(5) . . . . ? O1 C1 C2 C7 -22.8(5) . . . . ? O2 C1 C2 C7 160.7(3) . . . . ? C7 C2 C3 C4 -1.2(5) . . . . ? C1 C2 C3 C4 -180.0(3) . . . . ? C2 C3 C4 C5 -1.5(5) . . . . ? C2 C3 C4 O5 -177.5(3) . . . . ? C3 C4 C5 C6 1.7(5) . . . . ? O5 C4 C5 C6 177.6(3) . . . . ? C4 C5 C6 C7 0.9(5) . . . . ? C4 C5 C6 C8 -176.2(3) . . . . ? C5 C6 C7 C2 -3.6(5) . . . . ? C8 C6 C7 C2 173.4(3) . . . . ? C3 C2 C7 C6 3.8(5) . . . . ? C1 C2 C7 C6 -177.5(3) . . . . ? C5 C6 C8 O4 14.9(5) . . . . ? C7 C6 C8 O4 -162.2(3) . . . . ? C5 C6 C8 O3 -163.5(3) . . . . ? C7 C6 C8 O3 19.5(5) . . . . ? C14 C9 C10 C11 -0.3(7) . . . . ? O5 C9 C10 C11 176.1(4) . . . . ? C9 C10 C11 C12 0.4(7) . . . . ? C10 C11 C12 C13 0.0(7) . . . . ? C10 C11 C12 C15 -177.0(4) . . . . ? C11 C12 C13 C14 -0.4(7) . . . . ? C15 C12 C13 C14 176.6(4) . . . . ? C10 C9 C14 C13 -0.1(6) . . . . ? O5 C9 C14 C13 -176.8(4) . . . . ? C12 C13 C14 C9 0.5(7) . . . . ? C11 C12 C15 O6 175.1(4) . . . . ? C13 C12 C15 O6 -1.8(5) . . . . ? C11 C12 C15 O7 -4.1(5) . . . . ? C13 C12 C15 O7 179.0(4) . . . . ? N1 C17 C18 N2 0.2(6) . . . . ? N2 C19 C20 C21 -53.1(5) . . . . ? N2 C19 C20 C25 128.6(4) . . . . ? C25 C20 C21 C22 -0.2(7) . . . . ? C19 C20 C21 C22 -178.6(4) . . . . ? C20 C21 C22 C23 -0.5(7) . . . . ? C21 C22 C23 C24 0.1(7) . . . . ? C22 C23 C24 C25 0.9(6) . . . . ? C23 C24 C25 C20 -1.6(6) . . . . ? C23 C24 C25 C26 178.2(4) . . . . ? C21 C20 C25 C24 1.2(6) . . . . ? C19 C20 C25 C24 179.6(4) . . . . ? C21 C20 C25 C26 -178.6(4) . . . . ? C19 C20 C25 C26 -0.2(6) . . . . ? C24 C25 C26 N4 16.5(6) . . . . ? C20 C25 C26 N4 -163.7(4) . . . . ? N3 C28 C29 N4 0.3(6) . . . . ? N2 C16 N1 C17 0.6(5) . . . . ? N2 C16 N1 Co2 158.8(3) . . . . ? C18 C17 N1 C16 -0.5(5) . . . . ? C18 C17 N1 Co2 -160.9(3) . . . . ? N1 C16 N2 C18 -0.5(5) . . . . ? N1 C16 N2 C19 -177.5(4) . . . . ? C17 C18 N2 C16 0.1(5) . . . . ? C17 C18 N2 C19 177.2(4) . . . . ? C20 C19 N2 C16 109.2(5) . . . . ? C20 C19 N2 C18 -67.3(6) . . . . ? N4 C27 N3 C28 1.5(5) . . . . ? N4 C27 N3 Co2 173.2(2) . . . 1_565 ? C29 C28 N3 C27 -1.1(5) . . . . ? C29 C28 N3 Co2 -170.9(3) . . . 1_565 ? N3 C27 N4 C29 -1.4(5) . . . . ? N3 C27 N4 C26 -176.7(3) . . . . ? C28 C29 N4 C27 0.6(5) . . . . ? C28 C29 N4 C26 175.7(4) . . . . ? C25 C26 N4 C27 84.9(5) . . . . ? C25 C26 N4 C29 -89.3(5) . . . . ? O2 C1 O1 Co2 0.2(3) . . . . ? C2 C1 O1 Co2 -176.3(3) . . . . ? O1 C1 O2 Co2 -0.2(3) . . . . ? C2 C1 O2 Co2 176.4(2) . . . . ? O1 C1 O2 Co1 129.9(3) . . . . ? C2 C1 O2 Co1 -53.5(5) . . . . ? O4 C8 O3 Co2 -20.8(5) . . . 1_455 ? C6 C8 O3 Co2 157.3(2) . . . 1_455 ? O3 C8 O4 Co1 -25.7(7) . . . 1_455 ? C6 C8 O4 Co1 156.1(3) . . . 1_455 ? C14 C9 O5 C4 -166.1(3) . . . . ? C10 C9 O5 C4 17.3(5) . . . . ? C5 C4 O5 C9 71.8(4) . . . . ? C3 C4 O5 C9 -112.3(4) . . . . ? O7 C15 O6 Co1 3.6(6) . . . 1_465 ? C12 C15 O6 Co1 -175.5(2) . . . 1_465 ? O6 C15 O7 Co2 -27.8(5) . . . 1_465 ? C12 C15 O7 Co2 151.3(3) . . . 1_465 ? C1 O2 Co1 O4 9.5(4) . . . 2_556 ? Co2 O2 Co1 O4 136.03(12) . . . 2_556 ? C1 O2 Co1 O4 -170.5(4) . . . 1_655 ? Co2 O2 Co1 O4 -43.97(12) . . . 1_655 ? C1 O2 Co1 O6 -76.7(3) . . . 1_645 ? Co2 O2 Co1 O6 49.84(12) . . . 1_645 ? C1 O2 Co1 O6 103.3(3) . . . 2_566 ? Co2 O2 Co1 O6 -130.16(12) . . . 2_566 ? C1 O2 Co1 O2 109(100) . . . 2_656 ? Co2 O2 Co1 O2 -125(100) . . . 2_656 ? C1 O2 Co2 O7 87.6(2) . . . 1_645 ? Co1 O2 Co2 O7 -61.15(12) . . . 1_645 ? C1 O2 Co2 N3 7.7(3) . . . 1_545 ? Co1 O2 Co2 N3 -141.0(2) . . . 1_545 ? C1 O2 Co2 O3 -179.29(19) . . . 1_655 ? Co1 O2 Co2 O3 32.01(14) . . . 1_655 ? C1 O2 Co2 N1 -96.7(2) . . . . ? Co1 O2 Co2 N1 114.54(12) . . . . ? C1 O2 Co2 O1 0.13(18) . . . . ? Co1 O2 Co2 O1 -148.58(15) . . . . ? C16 N1 Co2 O7 -130.0(11) . . . 1_645 ? C17 N1 Co2 O7 25.1(13) . . . 1_645 ? C16 N1 Co2 N3 29.0(4) . . . 1_545 ? C17 N1 Co2 N3 -175.9(3) . . . 1_545 ? C16 N1 Co2 O3 -67.1(4) . . . 1_655 ? C17 N1 Co2 O3 88.0(3) . . . 1_655 ? C16 N1 Co2 O2 -177.6(4) . . . . ? C17 N1 Co2 O2 -22.4(3) . . . . ? C16 N1 Co2 O1 124.7(4) . . . . ? C17 N1 Co2 O1 -80.1(3) . . . . ? C1 O1 Co2 O7 -91.0(2) . . . 1_645 ? C1 O1 Co2 N3 -176.7(2) . . . 1_545 ? C1 O1 Co2 O3 2.5(6) . . . 1_655 ? C1 O1 Co2 O2 -0.13(19) . . . . ? C1 O1 Co2 N1 83.4(2) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 26.03 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.909 _refine_diff_density_min -0.469 _refine_diff_density_rms 0.099 _database_code_depnum_ccdc_archive 'CCDC 930757' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_2 #TrackingRef 'combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H24 Co2 N4 O9' _chemical_formula_weight 690.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number No.2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.6774(5) _cell_length_b 10.8538(5) _cell_length_c 13.5266(10) _cell_angle_alpha 91.5320(10) _cell_angle_beta 95.8120(10) _cell_angle_gamma 118.4180(10) _cell_volume 1366.58(14) _cell_formula_units_Z 2 _cell_measurement_temperature 185(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.678 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 704 _exptl_absorpt_coefficient_mu 1.279 _exptl_absorpt_correction_type multi-scans _exptl_absorpt_correction_T_min 0.8024 _exptl_absorpt_correction_T_max 0.8514 _exptl_absorpt_process_details 'SADABS, Sheldrick, 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 185(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 ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7639 _diffrn_reflns_av_R_equivalents 0.0197 _diffrn_reflns_av_sigmaI/netI 0.0433 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 26.06 _reflns_number_total 5329 _reflns_number_gt 4481 _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, 1997)' _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^)+(0.0320P)^2^+0.3758P] 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 5329 _refine_ls_number_parameters 400 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0426 _refine_ls_R_factor_gt 0.0344 _refine_ls_wR_factor_ref 0.0776 _refine_ls_wR_factor_gt 0.0741 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.050 _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 C1 C 0.2781(2) 0.6013(2) 0.34852(17) 0.0169(5) Uani 1 1 d . . . C2 C 0.1698(2) 0.4555(2) 0.30466(17) 0.0159(5) Uani 1 1 d . . . C3 C 0.1886(2) 0.4028(2) 0.21547(18) 0.0172(5) Uani 1 1 d . . . H3 H 0.2714 0.4570 0.1841 0.021 Uiso 1 1 calc R . . C4 C 0.0864(2) 0.2714(2) 0.17312(17) 0.0152(5) Uani 1 1 d . . . C5 C -0.0333(2) 0.1889(2) 0.21908(17) 0.0156(5) Uani 1 1 d . . . H5 H -0.1013 0.0972 0.1904 0.019 Uiso 1 1 calc R . . C6 C -0.0528(2) 0.2418(2) 0.30782(17) 0.0139(5) Uani 1 1 d . . . C7 C 0.0484(2) 0.3750(2) 0.35006(17) 0.0152(5) Uani 1 1 d . . . H7 H 0.0346 0.4113 0.4103 0.018 Uiso 1 1 calc R . . C8 C -0.1878(2) 0.1542(2) 0.35369(18) 0.0164(5) Uani 1 1 d . . . C9 C 0.0045(2) 0.1883(2) 0.00198(18) 0.0163(5) Uani 1 1 d . . . C10 C 0.0221(3) 0.1259(2) -0.08251(18) 0.0182(5) Uani 1 1 d . . . H10 H 0.0987 0.1043 -0.0808 0.022 Uiso 1 1 calc R . . C11 C -0.0723(3) 0.0950(3) -0.16978(18) 0.0194(5) Uani 1 1 d . . . H11 H -0.0588 0.0542 -0.2280 0.023 Uiso 1 1 calc R . . C12 C -0.1867(3) 0.1237(2) -0.17200(18) 0.0185(5) Uani 1 1 d . . . C13 C -0.2016(3) 0.1860(3) -0.08621(18) 0.0210(6) Uani 1 1 d . . . H13 H -0.2789 0.2064 -0.0871 0.025 Uiso 1 1 calc R . . C14 C -0.1073(3) 0.2193(3) 0.00062(19) 0.0218(6) Uani 1 1 d . . . H14 H -0.1190 0.2628 0.0583 0.026 Uiso 1 1 calc R . . C15 C 0.2905(3) 0.9046(2) 0.26361(19) 0.0197(5) Uani 1 1 d . . . C16 C 0.5762(3) 0.8501(3) 0.0958(2) 0.0247(6) Uani 1 1 d . . . H16 H 0.5607 0.9293 0.0940 0.030 Uiso 1 1 calc R . . C17 C 0.6094(3) 0.6817(3) 0.1472(2) 0.0265(6) Uani 1 1 d . . . H17 H 0.6218 0.6194 0.1901 0.032 Uiso 1 1 calc R . . C18 C 0.6105(3) 0.6759(3) 0.0473(2) 0.0278(6) Uani 1 1 d . . . H18 H 0.6233 0.6101 0.0078 0.033 Uiso 1 1 calc R . . C19 C 0.5565(3) 0.8010(3) -0.0901(2) 0.0305(7) Uani 1 1 d . . . H19A H 0.6292 0.7978 -0.1285 0.037 Uiso 1 1 calc R . . H19B H 0.5618 0.8942 -0.0955 0.037 Uiso 1 1 calc R . . C20 C 0.4083(3) 0.6872(3) -0.1346(2) 0.0248(6) Uani 1 1 d . . . C21 C 0.3775(3) 0.6553(3) -0.2377(2) 0.0286(6) Uani 1 1 d . . . H21 H 0.4498 0.7049 -0.2788 0.034 Uiso 1 1 calc R . . C22 C 0.2429(3) 0.5523(3) -0.2811(2) 0.0296(6) Uani 1 1 d . . . C23 C 0.1364(3) 0.4825(3) -0.2212(2) 0.0328(7) Uani 1 1 d . . . H23 H 0.0432 0.4136 -0.2506 0.039 Uiso 1 1 calc R . . C24 C 0.1656(3) 0.5128(3) -0.1192(2) 0.0305(7) Uani 1 1 d . . . H24 H 0.0926 0.4644 -0.0783 0.037 Uiso 1 1 calc R . . C25 C 0.3009(3) 0.6136(3) -0.0763(2) 0.0260(6) Uani 1 1 d . . . H25 H 0.3206 0.6327 -0.0059 0.031 Uiso 1 1 calc R . . C26 C 0.2160(4) 0.5079(3) -0.3920(2) 0.0417(8) Uani 1 1 d . . . H26A H 0.1234 0.5001 -0.4214 0.050 Uiso 1 1 calc R . . H26B H 0.2933 0.5792 -0.4260 0.050 Uiso 1 1 calc R . . C27 C 0.3276(3) 0.3518(3) -0.3911(2) 0.0263(6) Uani 1 1 d . . . H27 H 0.4240 0.4259 -0.3837 0.032 Uiso 1 1 calc R . . C28 C 0.1438(3) 0.1480(3) -0.4018(2) 0.0307(7) Uani 1 1 d . . . H28 H 0.0855 0.0489 -0.4037 0.037 Uiso 1 1 calc R . . C29 C 0.0941(3) 0.2413(3) -0.4124(2) 0.0389(8) Uani 1 1 d . . . H29 H -0.0036 0.2204 -0.4223 0.047 Uiso 1 1 calc R . . N1 N 0.5877(2) 0.7918(2) 0.17751(16) 0.0223(5) Uani 1 1 d . . . N2 N 0.5892(2) 0.7841(2) 0.01446(16) 0.0249(5) Uani 1 1 d . . . N3 N 0.2917(2) 0.2183(2) -0.38777(16) 0.0231(5) Uani 1 1 d . . . N4 N 0.2122(3) 0.3715(2) -0.40613(17) 0.0304(6) Uani 1 1 d . . . O1 O 0.23546(17) 0.66576(17) 0.40303(13) 0.0223(4) Uani 1 1 d . . . O2 O 0.40268(17) 0.64675(17) 0.32587(13) 0.0243(4) Uani 1 1 d . . . O1W O 0.3342(3) 1.2176(3) 0.37189(19) 0.0600(7) Uani 1 1 d . . . O3 O -0.19607(17) 0.19980(17) 0.43848(12) 0.0208(4) Uani 1 1 d . . . O4 O -0.28070(18) 0.04567(17) 0.30354(13) 0.0242(4) Uani 1 1 d . . . O5 O 0.40268(18) 0.89969(19) 0.25392(13) 0.0258(4) Uani 1 1 d . . . O6 O 0.25717(18) 0.93164(18) 0.34651(12) 0.0226(4) Uani 1 1 d . . . O7 O 0.10792(17) 0.22197(17) 0.08358(12) 0.0180(4) Uani 1 1 d . . . O8 O 0.54283(17) 0.91034(17) 0.46904(12) 0.0153(4) Uani 1 1 d D . . H8O H 0.562(3) 0.854(2) 0.5031(18) 0.023 Uiso 1 1 d D . . Co1 Co 0.56226(3) 0.85068(3) 0.32576(2) 0.01566(9) Uani 1 1 d . . . Co2 Co 0.34180(3) 0.87608(3) 0.46689(2) 0.01508(9) 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 C1 0.0166(12) 0.0174(12) 0.0129(12) 0.0012(10) 0.0010(10) 0.0053(10) C2 0.0146(12) 0.0157(12) 0.0160(13) 0.0006(10) 0.0014(10) 0.0063(10) C3 0.0124(12) 0.0196(12) 0.0179(13) 0.0013(10) 0.0036(10) 0.0060(10) C4 0.0168(12) 0.0199(12) 0.0113(12) -0.0010(9) 0.0014(10) 0.0109(10) C5 0.0148(12) 0.0126(11) 0.0165(13) 0.0001(9) 0.0007(10) 0.0047(10) C6 0.0123(11) 0.0143(11) 0.0146(12) 0.0025(9) 0.0017(10) 0.0060(9) C7 0.0138(12) 0.0171(12) 0.0136(12) -0.0004(9) 0.0038(10) 0.0063(10) C8 0.0168(12) 0.0170(12) 0.0152(13) 0.0029(10) 0.0033(10) 0.0076(10) C9 0.0162(12) 0.0150(12) 0.0146(12) 0.0009(9) 0.0002(10) 0.0055(10) C10 0.0160(12) 0.0208(13) 0.0180(13) -0.0018(10) 0.0015(10) 0.0094(11) C11 0.0244(14) 0.0218(13) 0.0124(13) -0.0004(10) 0.0043(11) 0.0112(11) C12 0.0185(13) 0.0164(12) 0.0175(13) 0.0030(10) 0.0023(11) 0.0058(10) C13 0.0198(13) 0.0278(14) 0.0185(13) -0.0003(11) 0.0016(11) 0.0143(11) C14 0.0225(14) 0.0261(14) 0.0177(14) -0.0038(11) 0.0032(11) 0.0126(11) C15 0.0217(14) 0.0136(12) 0.0201(14) 0.0019(10) 0.0014(11) 0.0058(10) C16 0.0211(14) 0.0223(14) 0.0270(15) -0.0039(11) 0.0030(12) 0.0079(11) C17 0.0289(15) 0.0249(14) 0.0273(16) -0.0008(12) 0.0046(12) 0.0142(12) C18 0.0259(15) 0.0257(14) 0.0282(16) -0.0077(12) 0.0037(12) 0.0101(12) C19 0.0331(16) 0.0300(15) 0.0221(15) 0.0026(12) 0.0091(13) 0.0091(13) C20 0.0306(15) 0.0261(14) 0.0224(14) 0.0025(11) 0.0052(12) 0.0169(12) C21 0.0399(17) 0.0304(15) 0.0235(15) 0.0060(12) 0.0096(13) 0.0221(14) C22 0.0433(18) 0.0329(16) 0.0233(15) -0.0029(12) -0.0040(13) 0.0287(14) C23 0.0327(16) 0.0269(15) 0.0412(19) -0.0051(13) -0.0095(14) 0.0194(13) C24 0.0274(15) 0.0272(15) 0.0399(18) 0.0048(13) 0.0085(14) 0.0146(13) C25 0.0345(16) 0.0246(14) 0.0234(15) 0.0014(11) 0.0066(12) 0.0173(13) C26 0.068(2) 0.0488(19) 0.0263(17) -0.0064(14) -0.0112(16) 0.0462(18) C27 0.0290(15) 0.0286(15) 0.0251(15) -0.0007(12) 0.0029(12) 0.0171(12) C28 0.0223(15) 0.0321(16) 0.0335(17) -0.0040(13) -0.0026(13) 0.0114(13) C29 0.0256(16) 0.049(2) 0.0429(19) -0.0101(15) -0.0120(14) 0.0224(15) N1 0.0172(11) 0.0207(11) 0.0235(12) -0.0029(9) 0.0032(9) 0.0048(9) N2 0.0232(12) 0.0239(12) 0.0225(12) -0.0016(9) 0.0053(10) 0.0070(10) N3 0.0200(11) 0.0265(12) 0.0233(12) -0.0007(9) 0.0022(9) 0.0117(10) N4 0.0379(14) 0.0363(14) 0.0238(13) -0.0059(10) -0.0087(11) 0.0262(12) O1 0.0179(9) 0.0164(9) 0.0254(10) -0.0058(7) 0.0078(8) 0.0019(7) O2 0.0142(9) 0.0174(9) 0.0348(11) -0.0051(8) 0.0074(8) 0.0019(7) O1W 0.0713(17) 0.0553(16) 0.0597(17) 0.0099(13) 0.0157(14) 0.0339(14) O3 0.0169(9) 0.0195(9) 0.0184(9) -0.0033(7) 0.0066(7) 0.0020(7) O4 0.0210(9) 0.0166(9) 0.0208(10) -0.0036(7) 0.0065(8) -0.0029(8) O5 0.0205(10) 0.0350(11) 0.0222(10) 0.0005(8) -0.0010(8) 0.0144(8) O6 0.0257(10) 0.0282(10) 0.0136(9) -0.0020(7) -0.0025(8) 0.0138(8) O7 0.0169(9) 0.0258(9) 0.0105(9) -0.0035(7) 0.0009(7) 0.0100(8) O8 0.0137(8) 0.0148(8) 0.0150(9) -0.0009(7) 0.0000(7) 0.0055(7) Co1 0.01093(17) 0.01427(17) 0.01729(18) -0.00252(13) 0.00245(13) 0.00253(13) Co2 0.01140(17) 0.01696(17) 0.01305(18) -0.00044(13) 0.00253(13) 0.00365(14) _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 C1 O2 1.254(3) . ? C1 O1 1.259(3) . ? C1 C2 1.504(3) . ? C2 C7 1.390(3) . ? C2 C3 1.395(3) . ? C3 C4 1.379(3) . ? C3 H3 0.9500 . ? C4 C5 1.387(3) . ? C4 O7 1.395(3) . ? C5 C6 1.394(3) . ? C5 H5 0.9500 . ? C6 C7 1.389(3) . ? C6 C8 1.509(3) . ? C7 H7 0.9500 . ? C8 O4 1.241(3) . ? C8 O3 1.265(3) . ? C9 O7 1.385(3) . ? C9 C14 1.385(3) . ? C9 C10 1.387(3) . ? C10 C11 1.392(3) . ? C10 H10 0.9500 . ? C11 C12 1.395(3) . ? C11 H11 0.9500 . ? C12 C13 1.389(3) . ? C12 C15 1.495(3) 2_565 ? C13 C14 1.384(3) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 O5 1.244(3) . ? C15 O6 1.278(3) . ? C15 C12 1.495(3) 2_565 ? C16 N1 1.312(3) . ? C16 N2 1.351(3) . ? C16 H16 0.9500 . ? C17 C18 1.352(4) . ? C17 N1 1.381(3) . ? C17 H17 0.9500 . ? C18 N2 1.374(3) . ? C18 H18 0.9500 . ? C19 N2 1.460(3) . ? C19 C20 1.516(4) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C25 1.386(3) . ? C20 C21 1.394(4) . ? C21 C22 1.387(4) . ? C21 H21 0.9500 . ? C22 C23 1.386(4) . ? C22 C26 1.520(4) . ? C23 C24 1.379(4) . ? C23 H23 0.9500 . ? C24 C25 1.384(4) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? C26 N4 1.468(4) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 N3 1.314(3) . ? C27 N4 1.345(3) . ? C27 H27 0.9500 . ? C28 C29 1.353(4) . ? C28 N3 1.377(3) . ? C28 H28 0.9500 . ? C29 N4 1.368(4) . ? C29 H29 0.9500 . ? N1 Co1 2.170(2) . ? N3 Co1 2.139(2) 2_665 ? O1 Co2 2.1156(16) . ? O2 Co1 2.0527(16) . ? O3 Co2 1.9944(16) 2_566 ? O4 Co1 2.0345(16) 1_445 ? O5 Co1 2.1647(18) . ? O6 Co2 2.0261(17) . ? O8 Co2 1.9933(16) . ? O8 Co1 2.0883(16) . ? O8 Co2 2.1448(16) 2_676 ? O8 H8O 0.860(17) . ? Co1 O4 2.0345(16) 1_665 ? Co1 N3 2.139(2) 2_665 ? Co2 O3 1.9944(16) 2_566 ? Co2 O8 2.1448(16) 2_676 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 C1 O1 126.5(2) . . ? O2 C1 C2 116.0(2) . . ? O1 C1 C2 117.5(2) . . ? C7 C2 C3 119.7(2) . . ? C7 C2 C1 120.7(2) . . ? C3 C2 C1 119.6(2) . . ? C4 C3 C2 119.6(2) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C3 C4 C5 121.1(2) . . ? C3 C4 O7 118.2(2) . . ? C5 C4 O7 120.6(2) . . ? C4 C5 C6 119.3(2) . . ? C4 C5 H5 120.3 . . ? C6 C5 H5 120.3 . . ? C7 C6 C5 119.9(2) . . ? C7 C6 C8 121.4(2) . . ? C5 C6 C8 118.6(2) . . ? C6 C7 C2 120.3(2) . . ? C6 C7 H7 119.8 . . ? C2 C7 H7 119.8 . . ? O4 C8 O3 126.6(2) . . ? O4 C8 C6 116.6(2) . . ? O3 C8 C6 116.8(2) . . ? O7 C9 C14 123.5(2) . . ? O7 C9 C10 116.0(2) . . ? C14 C9 C10 120.5(2) . . ? C9 C10 C11 120.0(2) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C10 C11 C12 120.2(2) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C13 C12 C11 118.4(2) . . ? C13 C12 C15 118.6(2) . 2_565 ? C11 C12 C15 123.0(2) . 2_565 ? C14 C13 C12 122.0(2) . . ? C14 C13 H13 119.0 . . ? C12 C13 H13 119.0 . . ? C13 C14 C9 118.8(2) . . ? C13 C14 H14 120.6 . . ? C9 C14 H14 120.6 . . ? O5 C15 O6 124.6(2) . . ? O5 C15 C12 117.9(2) . 2_565 ? O6 C15 C12 117.5(2) . 2_565 ? N1 C16 N2 111.9(2) . . ? N1 C16 H16 124.1 . . ? N2 C16 H16 124.1 . . ? C18 C17 N1 109.8(2) . . ? C18 C17 H17 125.1 . . ? N1 C17 H17 125.1 . . ? C17 C18 N2 106.3(2) . . ? C17 C18 H18 126.8 . . ? N2 C18 H18 126.8 . . ? N2 C19 C20 111.8(2) . . ? N2 C19 H19A 109.3 . . ? C20 C19 H19A 109.3 . . ? N2 C19 H19B 109.3 . . ? C20 C19 H19B 109.3 . . ? H19A C19 H19B 107.9 . . ? C25 C20 C21 118.4(3) . . ? C25 C20 C19 122.2(2) . . ? C21 C20 C19 119.5(2) . . ? C22 C21 C20 121.0(3) . . ? C22 C21 H21 119.5 . . ? C20 C21 H21 119.5 . . ? C23 C22 C21 119.5(3) . . ? C23 C22 C26 120.1(3) . . ? C21 C22 C26 120.3(3) . . ? C24 C23 C22 120.1(3) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C23 C24 C25 120.1(3) . . ? C23 C24 H24 119.9 . . ? C25 C24 H24 119.9 . . ? C24 C25 C20 120.9(3) . . ? C24 C25 H25 119.5 . . ? C20 C25 H25 119.5 . . ? N4 C26 C22 109.0(2) . . ? N4 C26 H26A 109.9 . . ? C22 C26 H26A 109.9 . . ? N4 C26 H26B 109.9 . . ? C22 C26 H26B 109.9 . . ? H26A C26 H26B 108.3 . . ? N3 C27 N4 112.2(2) . . ? N3 C27 H27 123.9 . . ? N4 C27 H27 123.9 . . ? C29 C28 N3 109.7(3) . . ? C29 C28 H28 125.1 . . ? N3 C28 H28 125.1 . . ? C28 C29 N4 106.5(3) . . ? C28 C29 H29 126.7 . . ? N4 C29 H29 126.7 . . ? C16 N1 C17 105.3(2) . . ? C16 N1 Co1 126.16(18) . . ? C17 N1 Co1 128.40(18) . . ? C16 N2 C18 106.6(2) . . ? C16 N2 C19 127.6(2) . . ? C18 N2 C19 124.6(2) . . ? C27 N3 C28 105.0(2) . . ? C27 N3 Co1 122.80(18) . 2_665 ? C28 N3 Co1 129.37(19) . 2_665 ? C27 N4 C29 106.6(2) . . ? C27 N4 C26 124.7(2) . . ? C29 N4 C26 127.0(3) . . ? C1 O1 Co2 130.46(15) . . ? C1 O2 Co1 129.27(16) . . ? C8 O3 Co2 133.28(15) . 2_566 ? C8 O4 Co1 138.77(16) . 1_445 ? C15 O5 Co1 144.53(17) . . ? C15 O6 Co2 114.19(16) . . ? C9 O7 C4 117.77(18) . . ? Co2 O8 Co1 106.95(7) . . ? Co2 O8 Co2 100.01(7) . 2_676 ? Co1 O8 Co2 122.63(8) . 2_676 ? Co2 O8 H8O 114.3(18) . . ? Co1 O8 H8O 100.5(18) . . ? Co2 O8 H8O 113.0(18) 2_676 . ? O4 Co1 O2 171.41(7) 1_665 . ? O4 Co1 O8 94.15(6) 1_665 . ? O2 Co1 O8 94.30(7) . . ? O4 Co1 N3 94.53(8) 1_665 2_665 ? O2 Co1 N3 86.98(8) . 2_665 ? O8 Co1 N3 90.01(7) . 2_665 ? O4 Co1 O5 89.68(7) 1_665 . ? O2 Co1 O5 88.24(7) . . ? O8 Co1 O5 93.86(7) . . ? N3 Co1 O5 174.06(7) 2_665 . ? O4 Co1 N1 84.80(7) 1_665 . ? O2 Co1 N1 86.77(7) . . ? O8 Co1 N1 178.69(7) . . ? N3 Co1 N1 89.27(8) 2_665 . ? O5 Co1 N1 86.94(7) . . ? O8 Co2 O3 134.33(7) . 2_566 ? O8 Co2 O6 117.21(7) . . ? O3 Co2 O6 108.44(7) 2_566 . ? O8 Co2 O1 97.86(7) . . ? O3 Co2 O1 83.52(6) 2_566 . ? O6 Co2 O1 89.35(7) . . ? O8 Co2 O8 79.99(7) . 2_676 ? O3 Co2 O8 98.08(6) 2_566 2_676 ? O6 Co2 O8 91.50(7) . 2_676 ? O1 Co2 O8 177.85(6) . 2_676 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C7 156.4(2) . . . . ? O1 C1 C2 C7 -24.3(4) . . . . ? O2 C1 C2 C3 -26.1(3) . . . . ? O1 C1 C2 C3 153.3(2) . . . . ? C7 C2 C3 C4 0.2(4) . . . . ? C1 C2 C3 C4 -177.4(2) . . . . ? C2 C3 C4 C5 -1.8(4) . . . . ? C2 C3 C4 O7 179.6(2) . . . . ? C3 C4 C5 C6 2.2(4) . . . . ? O7 C4 C5 C6 -179.2(2) . . . . ? C4 C5 C6 C7 -1.1(4) . . . . ? C4 C5 C6 C8 176.5(2) . . . . ? C5 C6 C7 C2 -0.5(4) . . . . ? C8 C6 C7 C2 -178.0(2) . . . . ? C3 C2 C7 C6 1.0(4) . . . . ? C1 C2 C7 C6 178.5(2) . . . . ? C7 C6 C8 O4 170.2(2) . . . . ? C5 C6 C8 O4 -7.3(3) . . . . ? C7 C6 C8 O3 -8.5(3) . . . . ? C5 C6 C8 O3 173.9(2) . . . . ? O7 C9 C10 C11 -176.7(2) . . . . ? C14 C9 C10 C11 0.5(4) . . . . ? C9 C10 C11 C12 -1.4(3) . . . . ? C10 C11 C12 C13 1.3(3) . . . . ? C10 C11 C12 C15 178.9(2) . . . 2_565 ? C11 C12 C13 C14 -0.3(4) . . . . ? C15 C12 C13 C14 -178.0(2) 2_565 . . . ? C12 C13 C14 C9 -0.6(4) . . . . ? O7 C9 C14 C13 177.4(2) . . . . ? C10 C9 C14 C13 0.5(4) . . . . ? N1 C17 C18 N2 0.1(3) . . . . ? N2 C19 C20 C25 23.0(4) . . . . ? N2 C19 C20 C21 -157.5(2) . . . . ? C25 C20 C21 C22 -0.1(4) . . . . ? C19 C20 C21 C22 -179.7(3) . . . . ? C20 C21 C22 C23 1.6(4) . . . . ? C20 C21 C22 C26 -173.4(2) . . . . ? C21 C22 C23 C24 -1.7(4) . . . . ? C26 C22 C23 C24 173.3(3) . . . . ? C22 C23 C24 C25 0.4(4) . . . . ? C23 C24 C25 C20 1.1(4) . . . . ? C21 C20 C25 C24 -1.2(4) . . . . ? C19 C20 C25 C24 178.3(3) . . . . ? C23 C22 C26 N4 -71.1(3) . . . . ? C21 C22 C26 N4 103.8(3) . . . . ? N3 C28 C29 N4 0.7(3) . . . . ? N2 C16 N1 C17 0.0(3) . . . . ? N2 C16 N1 Co1 -176.16(15) . . . . ? C18 C17 N1 C16 0.0(3) . . . . ? C18 C17 N1 Co1 176.01(17) . . . . ? N1 C16 N2 C18 0.0(3) . . . . ? N1 C16 N2 C19 167.6(2) . . . . ? C17 C18 N2 C16 -0.1(3) . . . . ? C17 C18 N2 C19 -168.1(2) . . . . ? C20 C19 N2 C16 -97.3(3) . . . . ? C20 C19 N2 C18 68.2(3) . . . . ? N4 C27 N3 C28 0.1(3) . . . . ? N4 C27 N3 Co1 -162.37(17) . . . 2_665 ? C29 C28 N3 C27 -0.5(3) . . . . ? C29 C28 N3 Co1 160.4(2) . . . 2_665 ? N3 C27 N4 C29 0.3(3) . . . . ? N3 C27 N4 C26 166.2(2) . . . . ? C28 C29 N4 C27 -0.6(3) . . . . ? C28 C29 N4 C26 -166.0(3) . . . . ? C22 C26 N4 C27 -71.9(4) . . . . ? C22 C26 N4 C29 91.1(3) . . . . ? O2 C1 O1 Co2 6.5(4) . . . . ? C2 C1 O1 Co2 -172.79(15) . . . . ? O1 C1 O2 Co1 -22.3(4) . . . . ? C2 C1 O2 Co1 156.98(16) . . . . ? O4 C8 O3 Co2 4.6(4) . . . 2_566 ? C6 C8 O3 Co2 -176.74(16) . . . 2_566 ? O3 C8 O4 Co1 -31.5(4) . . . 1_445 ? C6 C8 O4 Co1 149.91(18) . . . 1_445 ? O6 C15 O5 Co1 31.2(4) . . . . ? C12 C15 O5 Co1 -148.5(2) 2_565 . . . ? O5 C15 O6 Co2 -28.1(3) . . . . ? C12 C15 O6 Co2 151.67(16) 2_565 . . . ? C14 C9 O7 C4 9.4(3) . . . . ? C10 C9 O7 C4 -173.5(2) . . . . ? C3 C4 O7 C9 -120.9(2) . . . . ? C5 C4 O7 C9 60.5(3) . . . . ? C1 O2 Co1 O4 -120.7(5) . . . 1_665 ? C1 O2 Co1 O8 49.1(2) . . . . ? C1 O2 Co1 N3 138.9(2) . . . 2_665 ? C1 O2 Co1 O5 -44.6(2) . . . . ? C1 O2 Co1 N1 -131.7(2) . . . . ? Co2 O8 Co1 O4 119.32(8) . . . 1_665 ? Co2 O8 Co1 O4 5.06(10) 2_676 . . 1_665 ? Co2 O8 Co1 O2 -59.16(8) . . . . ? Co2 O8 Co1 O2 -173.42(9) 2_676 . . . ? Co2 O8 Co1 N3 -146.13(9) . . . 2_665 ? Co2 O8 Co1 N3 99.61(10) 2_676 . . 2_665 ? Co2 O8 Co1 O5 29.36(8) . . . . ? Co2 O8 Co1 O5 -84.90(10) 2_676 . . . ? Co2 O8 Co1 N1 157(3) . . . . ? Co2 O8 Co1 N1 43(3) 2_676 . . . ? C15 O5 Co1 O4 -125.3(3) . . . 1_665 ? C15 O5 Co1 O2 63.0(3) . . . . ? C15 O5 Co1 O8 -31.1(3) . . . . ? C15 O5 Co1 N3 99.5(7) . . . 2_665 ? C15 O5 Co1 N1 149.9(3) . . . . ? C16 N1 Co1 O4 -56.2(2) . . . 1_665 ? C17 N1 Co1 O4 128.5(2) . . . 1_665 ? C16 N1 Co1 O2 122.1(2) . . . . ? C17 N1 Co1 O2 -53.1(2) . . . . ? C16 N1 Co1 O8 -94(3) . . . . ? C17 N1 Co1 O8 91(3) . . . . ? C16 N1 Co1 N3 -150.8(2) . . . 2_665 ? C17 N1 Co1 N3 33.9(2) . . . 2_665 ? C16 N1 Co1 O5 33.7(2) . . . . ? C17 N1 Co1 O5 -141.5(2) . . . . ? Co1 O8 Co2 O3 139.67(8) . . . 2_566 ? Co2 O8 Co2 O3 -91.55(10) 2_676 . . 2_566 ? Co1 O8 Co2 O6 -42.26(10) . . . . ? Co2 O8 Co2 O6 86.51(8) 2_676 . . . ? Co1 O8 Co2 O1 51.07(8) . . . . ? Co2 O8 Co2 O1 179.84(7) 2_676 . . . ? Co1 O8 Co2 O8 -128.77(10) . . . 2_676 ? Co2 O8 Co2 O8 0.0 2_676 . . 2_676 ? C15 O6 Co2 O8 39.70(18) . . . . ? C15 O6 Co2 O3 -141.76(16) . . . 2_566 ? C15 O6 Co2 O1 -58.81(16) . . . . ? C15 O6 Co2 O8 119.21(16) . . . 2_676 ? C1 O1 Co2 O8 -24.6(2) . . . . ? C1 O1 Co2 O3 -158.6(2) . . . 2_566 ? C1 O1 Co2 O6 92.8(2) . . . . ? C1 O1 Co2 O8 -20(2) . . . 2_676 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O8 H8O O1W 0.860(17) 2.283(19) 3.099(3) 159(2) 2_676 _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 26.06 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.486 _refine_diff_density_min -0.323 _refine_diff_density_rms 0.069 _database_code_depnum_ccdc_archive 'CCDC 930758' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_3 #TrackingRef 'combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C58 H42 Co3 N8 O14' _chemical_formula_weight 1251.79 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 _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number No.2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.5727(11) _cell_length_b 11.6322(13) _cell_length_c 12.3114(13) _cell_angle_alpha 86.020(2) _cell_angle_beta 76.379(2) _cell_angle_gamma 78.833(2) _cell_volume 1306.7(3) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.591 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 639 _exptl_absorpt_coefficient_mu 1.021 _exptl_absorpt_correction_type multi-scans _exptl_absorpt_correction_T_min 0.8219 _exptl_absorpt_correction_T_max 0.8620 _exptl_absorpt_process_details 'SADABS, Sheldrick, 1996' _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 ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6244 _diffrn_reflns_av_R_equivalents 0.0730 _diffrn_reflns_av_sigmaI/netI 0.1560 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 24.17 _reflns_number_total 4137 _reflns_number_gt 2269 _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, 1997)' _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^)+(0.0413P)^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 4137 _refine_ls_number_parameters 376 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1255 _refine_ls_R_factor_gt 0.0611 _refine_ls_wR_factor_ref 0.1370 _refine_ls_wR_factor_gt 0.1078 _refine_ls_goodness_of_fit_ref 0.943 _refine_ls_restrained_S_all 0.943 _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 C1 C 0.4926(7) 0.7479(6) -0.1200(6) 0.0222(17) Uani 1 1 d . . . C2 C 0.4148(7) 0.8717(5) -0.0861(6) 0.0183(16) Uani 1 1 d . . . C3 C 0.3771(8) 0.9563(6) -0.1636(6) 0.0269(18) Uani 1 1 d . . . H3 H 0.4089 0.9392 -0.2408 0.032 Uiso 1 1 calc R . . C4 C 0.2949(8) 1.0647(6) -0.1327(6) 0.0239(18) Uani 1 1 d . . . H4 H 0.2686 1.1207 -0.1877 0.029 Uiso 1 1 calc R . . C5 C 0.2511(7) 1.0911(6) -0.0206(6) 0.0188(16) Uani 1 1 d . . . C6 C 0.2951(7) 1.0091(6) 0.0574(6) 0.0242(18) Uani 1 1 d . . . H6 H 0.2697 1.0287 0.1341 0.029 Uiso 1 1 calc R . . C7 C 0.3746(7) 0.9001(6) 0.0267(6) 0.0229(17) Uani 1 1 d . . . H7 H 0.4019 0.8446 0.0817 0.028 Uiso 1 1 calc R . . C8 C 0.1373(7) 0.2909(5) -0.0472(5) 0.0177(16) Uani 1 1 d . . . C9 C -0.0031(7) 0.3307(6) -0.0608(5) 0.0198(17) Uani 1 1 d . . . H9 H -0.0796 0.2897 -0.0267 0.024 Uiso 1 1 calc R . . C10 C -0.0308(7) 0.4329(5) -0.1259(5) 0.0158(16) Uani 1 1 d . . . C11 C 0.0830(7) 0.4897(6) -0.1773(5) 0.0164(16) Uani 1 1 d . . . H11 H 0.0655 0.5568 -0.2242 0.020 Uiso 1 1 calc R . . C12 C 0.2242(7) 0.4480(6) -0.1602(5) 0.0181(16) Uani 1 1 d . . . C13 C 0.2506(7) 0.3480(5) -0.0949(5) 0.0185(16) Uani 1 1 d . . . H13 H 0.3459 0.3191 -0.0832 0.022 Uiso 1 1 calc R . . C14 C 0.3515(7) 0.5082(5) -0.2103(6) 0.0168(16) Uani 1 1 d . . . C15 C -0.1863(7) 0.4741(6) -0.1388(6) 0.0213(17) Uani 1 1 d . . . C16 C 0.8138(7) 0.7061(6) -0.4232(6) 0.0235(17) Uani 1 1 d . . . H16 H 0.8265 0.7297 -0.3544 0.028 Uiso 1 1 calc R . . C17 C 0.7407(8) 0.6241(6) -0.5442(6) 0.0287(19) Uani 1 1 d . . . H17 H 0.6911 0.5776 -0.5771 0.034 Uiso 1 1 calc R . . C18 C 0.8404(8) 0.6875(6) -0.6015(6) 0.033(2) Uani 1 1 d . . . H18 H 0.8717 0.6947 -0.6804 0.040 Uiso 1 1 calc R . . C19 C 0.9904(7) 0.8194(6) -0.5472(6) 0.0269(18) Uani 1 1 d . . . H19A H 1.0800 0.7831 -0.6006 0.032 Uiso 1 1 calc R . . H19B H 1.0181 0.8331 -0.4772 0.032 Uiso 1 1 calc R . . C20 C 0.9282(8) 0.9351(6) -0.5953(6) 0.0257(18) Uani 1 1 d . . . C21 C 1.0039(8) 0.9809(6) -0.6944(6) 0.0312(19) Uani 1 1 d . . . H21 H 1.0948 0.9378 -0.7328 0.037 Uiso 1 1 calc R . . C22 C 0.9481(9) 1.0883(6) -0.7373(6) 0.037(2) Uani 1 1 d . . . H22 H 1.0011 1.1189 -0.8046 0.045 Uiso 1 1 calc R . . C23 C 0.8154(9) 1.1515(7) -0.6825(6) 0.035(2) Uani 1 1 d . . . H23 H 0.7778 1.2258 -0.7116 0.041 Uiso 1 1 calc R . . C24 C 0.7362(8) 1.1054(6) -0.5838(6) 0.0250(18) Uani 1 1 d . . . C25 C 0.7925(7) 0.9985(6) -0.5423(6) 0.0249(18) Uani 1 1 d . . . H25 H 0.7381 0.9668 -0.4762 0.030 Uiso 1 1 calc R . . C26 C 0.5915(8) 1.1751(6) -0.5248(6) 0.032(2) Uani 1 1 d . . . H26A H 0.5486 1.2290 -0.5791 0.038 Uiso 1 1 calc R . . H26B H 0.5230 1.1212 -0.4929 0.038 Uiso 1 1 calc R . . C27 C 0.6340(7) 1.3552(6) -0.4449(6) 0.0265(18) Uani 1 1 d . . . H27 H 0.6366 1.4020 -0.5115 0.032 Uiso 1 1 calc R . . C28 C 0.6146(7) 1.2046(6) -0.3270(6) 0.0238(18) Uani 1 1 d . . . H28 H 0.6025 1.1294 -0.2952 0.029 Uiso 1 1 calc R . . C29 C 0.6385(7) 1.2960(6) -0.2752(6) 0.0268(18) Uani 1 1 d . . . H29 H 0.6452 1.2951 -0.1994 0.032 Uiso 1 1 calc R . . N1 N 0.7220(6) 0.6371(5) -0.4306(5) 0.0223(14) Uani 1 1 d . . . N2 N 0.8872(6) 0.7389(5) -0.5235(5) 0.0223(14) Uani 1 1 d . . . N3 N 0.6519(6) 1.3912(5) -0.3500(5) 0.0223(14) Uani 1 1 d . . . N4 N 0.6113(6) 1.2432(5) -0.4346(5) 0.0237(14) Uani 1 1 d . . . O1 O 0.5119(5) 0.6756(4) -0.0402(4) 0.0205(11) Uani 1 1 d . . . O2 O 0.5316(5) 0.7279(4) -0.2231(4) 0.0234(12) Uani 1 1 d . . . O3 O 0.4554(4) 0.4954(4) -0.1598(4) 0.0163(11) Uani 1 1 d . . . O4 O 0.3586(5) 0.5623(4) -0.3021(4) 0.0234(12) Uani 1 1 d . . . O5 O -0.2028(4) 0.5379(4) -0.2236(4) 0.0213(11) Uani 1 1 d . . . O6 O -0.2831(5) 0.4380(4) -0.0657(4) 0.0219(11) Uani 1 1 d . . . O7 O 0.1597(5) 0.1916(4) 0.0230(4) 0.0226(12) Uani 1 1 d . . . Co1 Co 0.5000 0.5000 0.0000 0.0147(3) Uani 1 2 d S . . Co2 Co 0.61191(10) 0.56246(8) -0.28513(8) 0.0185(3) 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 C1 0.020(4) 0.024(4) 0.025(5) 0.005(4) -0.007(4) -0.009(3) C2 0.025(4) 0.009(4) 0.023(4) 0.006(3) -0.005(4) -0.010(3) C3 0.039(5) 0.026(4) 0.020(4) 0.004(3) -0.017(4) -0.004(4) C4 0.034(5) 0.015(4) 0.023(5) 0.003(3) -0.009(4) -0.003(3) C5 0.011(4) 0.016(4) 0.028(4) -0.002(3) -0.005(3) 0.001(3) C6 0.031(4) 0.022(4) 0.013(4) 0.006(3) 0.001(4) 0.000(4) C7 0.028(4) 0.023(4) 0.014(4) 0.003(3) -0.001(4) -0.002(3) C8 0.023(4) 0.012(4) 0.013(4) -0.002(3) 0.005(3) 0.000(3) C9 0.021(4) 0.021(4) 0.016(4) -0.002(3) -0.002(3) -0.003(3) C10 0.014(4) 0.019(4) 0.016(4) 0.001(3) -0.005(3) -0.004(3) C11 0.014(4) 0.019(4) 0.017(4) -0.002(3) -0.007(3) 0.000(3) C12 0.015(4) 0.025(4) 0.013(4) 0.003(3) 0.004(3) -0.008(3) C13 0.021(4) 0.014(4) 0.019(4) -0.002(3) -0.008(3) 0.002(3) C14 0.020(4) 0.011(4) 0.020(4) -0.002(3) -0.006(3) -0.003(3) C15 0.020(4) 0.024(4) 0.021(4) -0.002(3) -0.007(4) -0.002(3) C16 0.023(4) 0.030(4) 0.014(4) 0.001(3) 0.001(4) -0.003(4) C17 0.036(5) 0.025(4) 0.025(5) -0.006(4) 0.005(4) -0.017(4) C18 0.052(5) 0.042(5) 0.010(4) -0.001(4) 0.003(4) -0.030(4) C19 0.028(4) 0.026(4) 0.023(4) 0.003(3) 0.003(4) -0.010(4) C20 0.030(5) 0.025(4) 0.025(5) 0.006(4) -0.008(4) -0.012(4) C21 0.024(4) 0.028(5) 0.036(5) -0.001(4) -0.004(4) 0.005(4) C22 0.046(5) 0.032(5) 0.028(5) 0.007(4) 0.003(4) -0.010(4) C23 0.043(5) 0.031(5) 0.034(5) 0.004(4) -0.020(5) -0.006(4) C24 0.025(4) 0.024(4) 0.026(5) -0.009(4) -0.006(4) -0.003(4) C25 0.027(4) 0.023(4) 0.025(5) 0.002(3) -0.002(4) -0.010(4) C26 0.031(5) 0.035(5) 0.036(5) 0.000(4) -0.022(4) -0.005(4) C27 0.021(4) 0.031(5) 0.023(5) 0.003(4) 0.000(4) -0.002(4) C28 0.028(4) 0.024(4) 0.017(4) 0.007(3) -0.005(4) -0.002(3) C29 0.033(5) 0.028(5) 0.018(4) -0.002(4) -0.006(4) -0.003(4) N1 0.025(3) 0.026(4) 0.016(4) 0.002(3) -0.002(3) -0.008(3) N2 0.018(3) 0.028(4) 0.018(4) 0.010(3) 0.001(3) -0.008(3) N3 0.030(4) 0.022(3) 0.014(3) 0.006(3) -0.006(3) -0.007(3) N4 0.026(4) 0.024(4) 0.021(4) -0.004(3) -0.004(3) -0.005(3) O1 0.022(3) 0.020(3) 0.022(3) 0.004(2) -0.010(2) -0.004(2) O2 0.033(3) 0.015(3) 0.024(3) 0.004(2) -0.008(3) -0.007(2) O3 0.013(2) 0.023(3) 0.016(3) 0.002(2) -0.008(2) -0.008(2) O4 0.028(3) 0.027(3) 0.016(3) 0.007(2) -0.008(2) -0.007(2) O5 0.014(3) 0.030(3) 0.018(3) 0.007(2) -0.003(2) -0.003(2) O6 0.013(3) 0.029(3) 0.021(3) 0.004(2) 0.003(2) -0.007(2) O7 0.023(3) 0.016(3) 0.024(3) 0.006(2) 0.000(2) 0.000(2) Co1 0.0121(7) 0.0182(8) 0.0132(8) 0.0016(6) -0.0021(6) -0.0031(6) Co2 0.0175(5) 0.0215(6) 0.0153(6) 0.0022(4) -0.0016(5) -0.0044(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 C1 O2 1.260(8) . ? C1 O1 1.272(7) . ? C1 C2 1.525(9) . ? C2 C3 1.380(8) . ? C2 C7 1.396(9) . ? C3 C4 1.377(9) . ? C3 H3 0.9500 . ? C4 C5 1.382(9) . ? C4 H4 0.9500 . ? C5 O7 1.375(7) 1_565 ? C5 C6 1.386(8) . ? C6 C7 1.373(9) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 C13 1.373(9) . ? C8 C9 1.380(8) . ? C8 O7 1.407(7) . ? C9 C10 1.405(8) . ? C9 H9 0.9500 . ? C10 C11 1.386(8) . ? C10 C15 1.515(8) . ? C11 C12 1.405(8) . ? C11 H11 0.9500 . ? C12 C13 1.385(8) . ? C12 C14 1.507(9) . ? C13 H13 0.9500 . ? C14 O4 1.248(7) . ? C14 O3 1.272(7) . ? C15 O6 1.246(8) . ? C15 O5 1.261(7) . ? C16 N1 1.321(8) . ? C16 N2 1.339(8) . ? C16 H16 0.9500 . ? C17 C18 1.355(9) . ? C17 N1 1.382(8) . ? C17 H17 0.9500 . ? C18 N2 1.366(8) . ? C18 H18 0.9500 . ? C19 N2 1.457(8) . ? C19 C20 1.504(9) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.392(9) . ? C20 C25 1.398(9) . ? C21 C22 1.382(9) . ? C21 H21 0.9500 . ? C22 C23 1.383(10) . ? C22 H22 0.9500 . ? C23 C24 1.403(10) . ? C23 H23 0.9500 . ? C24 C25 1.371(9) . ? C24 C26 1.510(9) . ? C25 H25 0.9500 . ? C26 N4 1.475(8) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 N3 1.326(8) . ? C27 N4 1.355(8) . ? C27 H27 0.9500 . ? C28 C29 1.358(9) . ? C28 N4 1.374(8) . ? C28 H28 0.9500 . ? C29 N3 1.396(8) . ? C29 H29 0.9500 . ? N1 Co2 2.079(6) . ? N3 Co2 2.129(6) 1_565 ? O1 Co1 2.087(4) . ? O2 Co2 2.057(4) . ? O3 Co2 2.105(4) . ? O3 Co1 2.116(4) . ? O5 Co2 2.051(4) 1_455 ? O6 Co1 2.048(4) 1_455 ? O7 C5 1.375(7) 1_545 ? Co1 O6 2.048(4) 1_655 ? Co1 O6 2.048(4) 2_565 ? Co1 O1 2.087(4) 2_665 ? Co1 O3 2.116(4) 2_665 ? Co2 O5 2.051(4) 1_655 ? Co2 N3 2.129(6) 1_545 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 C1 O1 126.9(6) . . ? O2 C1 C2 117.3(6) . . ? O1 C1 C2 115.8(6) . . ? C3 C2 C7 118.4(6) . . ? C3 C2 C1 121.8(6) . . ? C7 C2 C1 119.7(6) . . ? C4 C3 C2 122.1(7) . . ? C4 C3 H3 118.9 . . ? C2 C3 H3 118.9 . . ? C3 C4 C5 119.2(6) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? O7 C5 C4 125.6(6) 1_565 . ? O7 C5 C6 115.3(6) 1_565 . ? C4 C5 C6 119.0(6) . . ? C7 C6 C5 121.6(7) . . ? C7 C6 H6 119.2 . . ? C5 C6 H6 119.2 . . ? C6 C7 C2 119.4(6) . . ? C6 C7 H7 120.3 . . ? C2 C7 H7 120.3 . . ? C13 C8 C9 122.3(6) . . ? C13 C8 O7 120.4(6) . . ? C9 C8 O7 117.2(6) . . ? C8 C9 C10 118.8(6) . . ? C8 C9 H9 120.6 . . ? C10 C9 H9 120.6 . . ? C11 C10 C9 119.8(6) . . ? C11 C10 C15 122.9(6) . . ? C9 C10 C15 117.3(6) . . ? C10 C11 C12 120.0(6) . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? C13 C12 C11 119.9(6) . . ? C13 C12 C14 117.4(6) . . ? C11 C12 C14 122.6(6) . . ? C8 C13 C12 119.2(6) . . ? C8 C13 H13 120.4 . . ? C12 C13 H13 120.4 . . ? O4 C14 O3 121.3(6) . . ? O4 C14 C12 120.7(6) . . ? O3 C14 C12 117.8(6) . . ? O6 C15 O5 127.4(6) . . ? O6 C15 C10 115.9(6) . . ? O5 C15 C10 116.7(6) . . ? N1 C16 N2 112.6(6) . . ? N1 C16 H16 123.7 . . ? N2 C16 H16 123.7 . . ? C18 C17 N1 109.8(6) . . ? C18 C17 H17 125.1 . . ? N1 C17 H17 125.1 . . ? C17 C18 N2 106.6(6) . . ? C17 C18 H18 126.7 . . ? N2 C18 H18 126.7 . . ? N2 C19 C20 112.3(5) . . ? N2 C19 H19A 109.1 . . ? C20 C19 H19A 109.1 . . ? N2 C19 H19B 109.1 . . ? C20 C19 H19B 109.1 . . ? H19A C19 H19B 107.9 . . ? C21 C20 C25 118.5(7) . . ? C21 C20 C19 120.7(7) . . ? C25 C20 C19 120.7(6) . . ? C22 C21 C20 120.7(7) . . ? C22 C21 H21 119.7 . . ? C20 C21 H21 119.7 . . ? C21 C22 C23 120.2(7) . . ? C21 C22 H22 119.9 . . ? C23 C22 H22 119.9 . . ? C22 C23 C24 119.8(7) . . ? C22 C23 H23 120.1 . . ? C24 C23 H23 120.1 . . ? C25 C24 C23 119.4(7) . . ? C25 C24 C26 121.2(7) . . ? C23 C24 C26 119.4(7) . . ? C24 C25 C20 121.3(7) . . ? C24 C25 H25 119.3 . . ? C20 C25 H25 119.3 . . ? N4 C26 C24 110.4(5) . . ? N4 C26 H26A 109.6 . . ? C24 C26 H26A 109.6 . . ? N4 C26 H26B 109.6 . . ? C24 C26 H26B 109.6 . . ? H26A C26 H26B 108.1 . . ? N3 C27 N4 111.3(6) . . ? N3 C27 H27 124.4 . . ? N4 C27 H27 124.4 . . ? C29 C28 N4 106.0(6) . . ? C29 C28 H28 127.0 . . ? N4 C28 H28 127.0 . . ? C28 C29 N3 109.9(6) . . ? C28 C29 H29 125.0 . . ? N3 C29 H29 125.0 . . ? C16 N1 C17 104.4(6) . . ? C16 N1 Co2 118.9(5) . . ? C17 N1 Co2 136.1(5) . . ? C16 N2 C18 106.7(6) . . ? C16 N2 C19 127.5(6) . . ? C18 N2 C19 125.7(6) . . ? C27 N3 C29 105.1(6) . . ? C27 N3 Co2 130.9(5) . 1_565 ? C29 N3 Co2 118.8(5) . 1_565 ? C27 N4 C28 107.7(6) . . ? C27 N4 C26 125.4(6) . . ? C28 N4 C26 126.9(6) . . ? C1 O1 Co1 137.4(4) . . ? C1 O2 Co2 123.1(4) . . ? C14 O3 Co2 99.2(4) . . ? C14 O3 Co1 142.8(4) . . ? Co2 O3 Co1 111.51(18) . . ? C15 O5 Co2 123.4(4) . 1_455 ? C15 O6 Co1 134.6(4) . 1_455 ? C5 O7 C8 119.5(5) 1_545 . ? O6 Co1 O6 180.0 1_655 2_565 ? O6 Co1 O1 95.17(17) 1_655 . ? O6 Co1 O1 84.83(17) 2_565 . ? O6 Co1 O1 84.83(17) 1_655 2_665 ? O6 Co1 O1 95.17(17) 2_565 2_665 ? O1 Co1 O1 180.0 . 2_665 ? O6 Co1 O3 89.98(17) 1_655 . ? O6 Co1 O3 90.02(17) 2_565 . ? O1 Co1 O3 85.27(16) . . ? O1 Co1 O3 94.73(16) 2_665 . ? O6 Co1 O3 90.02(17) 1_655 2_665 ? O6 Co1 O3 89.98(17) 2_565 2_665 ? O1 Co1 O3 94.73(16) . 2_665 ? O1 Co1 O3 85.27(16) 2_665 2_665 ? O3 Co1 O3 180.000(1) . 2_665 ? O5 Co2 O2 94.94(17) 1_655 . ? O5 Co2 N1 89.6(2) 1_655 . ? O2 Co2 N1 89.0(2) . . ? O5 Co2 O3 105.39(17) 1_655 . ? O2 Co2 O3 89.97(18) . . ? N1 Co2 O3 164.95(19) . . ? O5 Co2 N3 95.47(19) 1_655 1_545 ? O2 Co2 N3 168.8(2) . 1_545 ? N1 Co2 N3 95.2(2) . 1_545 ? O3 Co2 N3 83.33(19) . 1_545 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C3 5.4(10) . . . . ? O1 C1 C2 C3 -175.1(6) . . . . ? O2 C1 C2 C7 -177.3(6) . . . . ? O1 C1 C2 C7 2.2(9) . . . . ? C7 C2 C3 C4 -3.6(10) . . . . ? C1 C2 C3 C4 173.7(6) . . . . ? C2 C3 C4 C5 1.4(11) . . . . ? C3 C4 C5 O7 -174.6(6) . . . 1_565 ? C3 C4 C5 C6 2.1(10) . . . . ? O7 C5 C6 C7 173.6(6) 1_565 . . . ? C4 C5 C6 C7 -3.5(10) . . . . ? C5 C6 C7 C2 1.3(11) . . . . ? C3 C2 C7 C6 2.2(10) . . . . ? C1 C2 C7 C6 -175.2(6) . . . . ? C13 C8 C9 C10 0.2(10) . . . . ? O7 C8 C9 C10 176.9(5) . . . . ? C8 C9 C10 C11 1.7(10) . . . . ? C8 C9 C10 C15 -179.9(6) . . . . ? C9 C10 C11 C12 -2.9(10) . . . . ? C15 C10 C11 C12 178.9(6) . . . . ? C10 C11 C12 C13 2.1(10) . . . . ? C10 C11 C12 C14 -177.7(6) . . . . ? C9 C8 C13 C12 -0.9(10) . . . . ? O7 C8 C13 C12 -177.6(6) . . . . ? C11 C12 C13 C8 -0.2(10) . . . . ? C14 C12 C13 C8 179.6(6) . . . . ? C13 C12 C14 O4 148.9(6) . . . . ? C11 C12 C14 O4 -31.2(10) . . . . ? C13 C12 C14 O3 -26.5(9) . . . . ? C11 C12 C14 O3 153.4(6) . . . . ? C11 C10 C15 O6 -160.2(6) . . . . ? C9 C10 C15 O6 21.5(9) . . . . ? C11 C10 C15 O5 21.8(10) . . . . ? C9 C10 C15 O5 -156.5(6) . . . . ? N1 C17 C18 N2 1.2(9) . . . . ? N2 C19 C20 C21 -127.7(7) . . . . ? N2 C19 C20 C25 51.6(9) . . . . ? C25 C20 C21 C22 2.1(11) . . . . ? C19 C20 C21 C22 -178.6(7) . . . . ? C20 C21 C22 C23 -0.5(12) . . . . ? C21 C22 C23 C24 -0.9(11) . . . . ? C22 C23 C24 C25 0.6(11) . . . . ? C22 C23 C24 C26 -180.0(6) . . . . ? C23 C24 C25 C20 1.0(10) . . . . ? C26 C24 C25 C20 -178.4(6) . . . . ? C21 C20 C25 C24 -2.3(10) . . . . ? C19 C20 C25 C24 178.4(6) . . . . ? C25 C24 C26 N4 83.5(8) . . . . ? C23 C24 C26 N4 -95.9(8) . . . . ? N4 C28 C29 N3 -0.6(8) . . . . ? N2 C16 N1 C17 1.0(8) . . . . ? N2 C16 N1 Co2 174.0(4) . . . . ? C18 C17 N1 C16 -1.4(8) . . . . ? C18 C17 N1 Co2 -172.5(5) . . . . ? N1 C16 N2 C18 -0.3(8) . . . . ? N1 C16 N2 C19 176.2(6) . . . . ? C17 C18 N2 C16 -0.6(8) . . . . ? C17 C18 N2 C19 -177.2(6) . . . . ? C20 C19 N2 C16 -107.6(8) . . . . ? C20 C19 N2 C18 68.3(9) . . . . ? N4 C27 N3 C29 -0.5(8) . . . . ? N4 C27 N3 Co2 -153.6(5) . . . 1_565 ? C28 C29 N3 C27 0.7(8) . . . . ? C28 C29 N3 Co2 157.7(5) . . . 1_565 ? N3 C27 N4 C28 0.1(8) . . . . ? N3 C27 N4 C26 -178.2(6) . . . . ? C29 C28 N4 C27 0.3(8) . . . . ? C29 C28 N4 C26 178.6(6) . . . . ? C24 C26 N4 C27 92.7(8) . . . . ? C24 C26 N4 C28 -85.3(9) . . . . ? O2 C1 O1 Co1 -41.0(11) . . . . ? C2 C1 O1 Co1 139.6(5) . . . . ? O1 C1 O2 Co2 9.2(10) . . . . ? C2 C1 O2 Co2 -171.3(4) . . . . ? O4 C14 O3 Co2 -7.9(7) . . . . ? C12 C14 O3 Co2 167.5(5) . . . . ? O4 C14 O3 Co1 138.0(6) . . . . ? C12 C14 O3 Co1 -46.6(9) . . . . ? O6 C15 O5 Co2 -17.2(10) . . . 1_455 ? C10 C15 O5 Co2 160.6(4) . . . 1_455 ? O5 C15 O6 Co1 -29.3(11) . . . 1_455 ? C10 C15 O6 Co1 152.9(4) . . . 1_455 ? C13 C8 O7 C5 -65.4(8) . . . 1_545 ? C9 C8 O7 C5 117.8(6) . . . 1_545 ? C1 O1 Co1 O6 93.4(7) . . . 1_655 ? C1 O1 Co1 O6 -86.6(7) . . . 2_565 ? C1 O1 Co1 O1 158(100) . . . 2_665 ? C1 O1 Co1 O3 3.8(7) . . . . ? C1 O1 Co1 O3 -176.2(7) . . . 2_665 ? C14 O3 Co1 O6 172.7(7) . . . 1_655 ? Co2 O3 Co1 O6 -43.9(2) . . . 1_655 ? C14 O3 Co1 O6 -7.3(7) . . . 2_565 ? Co2 O3 Co1 O6 136.1(2) . . . 2_565 ? C14 O3 Co1 O1 -92.1(7) . . . . ? Co2 O3 Co1 O1 51.3(2) . . . . ? C14 O3 Co1 O1 87.9(7) . . . 2_665 ? Co2 O3 Co1 O1 -128.7(2) . . . 2_665 ? C14 O3 Co1 O3 176(100) . . . 2_665 ? Co2 O3 Co1 O3 -41(100) . . . 2_665 ? C1 O2 Co2 O5 -65.2(5) . . . 1_655 ? C1 O2 Co2 N1 -154.8(5) . . . . ? C1 O2 Co2 O3 40.2(5) . . . . ? C1 O2 Co2 N3 93.3(11) . . . 1_545 ? C16 N1 Co2 O5 -38.6(5) . . . 1_655 ? C17 N1 Co2 O5 131.6(7) . . . 1_655 ? C16 N1 Co2 O2 56.3(5) . . . . ? C17 N1 Co2 O2 -133.4(7) . . . . ? C16 N1 Co2 O3 142.4(7) . . . . ? C17 N1 Co2 O3 -47.4(12) . . . . ? C16 N1 Co2 N3 -134.1(5) . . . 1_545 ? C17 N1 Co2 N3 36.1(7) . . . 1_545 ? C14 O3 Co2 O5 -175.8(4) . . . 1_655 ? Co1 O3 Co2 O5 25.6(2) . . . 1_655 ? C14 O3 Co2 O2 89.1(4) . . . . ? Co1 O3 Co2 O2 -69.5(2) . . . . ? C14 O3 Co2 N1 3.1(9) . . . . ? Co1 O3 Co2 N1 -155.5(7) . . . . ? C14 O3 Co2 N3 -82.0(4) . . . 1_545 ? Co1 O3 Co2 N3 119.4(2) . . . 1_545 ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 24.17 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.498 _refine_diff_density_min -0.547 _refine_diff_density_rms 0.121 _database_code_depnum_ccdc_archive 'CCDC 930759' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_4 #TrackingRef 'combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H36 Co3 N4 O18' _chemical_formula_weight 1085.56 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number No.2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.6706(8) _cell_length_b 11.0066(9) _cell_length_c 12.2565(10) _cell_angle_alpha 63.5430(10) _cell_angle_beta 69.7420(10) _cell_angle_gamma 73.9200(10) _cell_volume 1083.95(15) _cell_formula_units_Z 1 _cell_measurement_temperature 185(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.663 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 553 _exptl_absorpt_coefficient_mu 1.220 _exptl_absorpt_correction_type multi-scans _exptl_absorpt_correction_T_min 0.7752 _exptl_absorpt_correction_T_max 0.8195 _exptl_absorpt_process_details 'SADABS, Sheldrick, 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 185(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 ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6098 _diffrn_reflns_av_R_equivalents 0.0384 _diffrn_reflns_av_sigmaI/netI 0.0902 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 26.15 _reflns_number_total 4276 _reflns_number_gt 2848 _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, 1997)' _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^)+(0.0382P)^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 4276 _refine_ls_number_parameters 325 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0862 _refine_ls_R_factor_gt 0.0507 _refine_ls_wR_factor_ref 0.1108 _refine_ls_wR_factor_gt 0.0950 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.015 _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 0.0000 1.0000 0.0000 0.0149(2) Uani 1 2 d S . . Co2 Co 0.12063(6) 0.66330(5) 0.03835(5) 0.01827(17) Uani 1 1 d . . . O1 O 0.3033(3) 0.7134(3) 0.0551(3) 0.0274(7) Uani 1 1 d . . . O2 O 0.1721(3) 0.9035(3) 0.0822(3) 0.0246(7) Uani 1 1 d . . . O5 O 0.4543(3) 1.0420(3) 0.2662(3) 0.0208(7) Uani 1 1 d . . . O4 O 0.8685(3) 0.6535(3) 0.0352(3) 0.0250(7) Uani 1 1 d . . . O3 O 0.9298(3) 0.8055(2) 0.0723(3) 0.0180(6) Uani 1 1 d . . . O6 O 0.1660(3) 0.7642(3) 0.8516(3) 0.0280(8) Uani 1 1 d . . . O7 O 0.1118(3) 0.9853(3) 0.8266(3) 0.0205(7) Uani 1 1 d . . . O1W O 0.2695(3) 0.4965(3) 0.0035(3) 0.0255(7) Uani 1 1 d D . . N1 N 0.0517(4) 0.5347(3) 0.2270(3) 0.0260(9) Uani 1 1 d . . . N2 N -0.0877(4) 0.4732(4) 0.4230(3) 0.0313(10) Uani 1 1 d . . . C1 C 0.2866(5) 0.8165(4) 0.0804(4) 0.0192(9) Uani 1 1 d . . . C2 C 0.4106(4) 0.8380(4) 0.1142(4) 0.0164(9) Uani 1 1 d . . . C3 C 0.3754(4) 0.9231(4) 0.1785(4) 0.0169(9) Uani 1 1 d . . . H3 H 0.2752 0.9636 0.2021 0.020 Uiso 1 1 calc R . . C4 C 0.4868(5) 0.9487(4) 0.2084(4) 0.0172(9) Uani 1 1 d . . . C5 C 0.6331(4) 0.8929(4) 0.1736(4) 0.0181(9) Uani 1 1 d . . . H5 H 0.7084 0.9112 0.1952 0.022 Uiso 1 1 calc R . . C6 C 0.6694(4) 0.8097(4) 0.1068(4) 0.0158(9) Uani 1 1 d . . . C7 C 0.5574(4) 0.7813(4) 0.0781(4) 0.0172(9) Uani 1 1 d . . . H7 H 0.5817 0.7230 0.0337 0.021 Uiso 1 1 calc R . . C9 C 0.3806(4) 0.9997(4) 0.3926(4) 0.0183(9) Uani 1 1 d . . . C10 C 0.3668(5) 0.8638(4) 0.4705(4) 0.0240(10) Uani 1 1 d . . . H10 H 0.4059 0.7939 0.4379 0.029 Uiso 1 1 calc R . . C11 C 0.2944(5) 0.8319(4) 0.5973(4) 0.0266(11) Uani 1 1 d . . . H11 H 0.2840 0.7389 0.6511 0.032 Uiso 1 1 calc R . . C12 C 0.2375(5) 0.9301(4) 0.6476(4) 0.0194(9) Uani 1 1 d . . . C13 C 0.2532(5) 1.0668(4) 0.5669(4) 0.0274(11) Uani 1 1 d . . . H13 H 0.2147 1.1367 0.5994 0.033 Uiso 1 1 calc R . . C14 C 0.3239(5) 1.1002(4) 0.4410(4) 0.0250(10) Uani 1 1 d . . . H14 H 0.3337 1.1933 0.3869 0.030 Uiso 1 1 calc R . . C8 C 0.8303(4) 0.7531(4) 0.0674(4) 0.0170(9) Uani 1 1 d . . . C15 C 0.1663(4) 0.8912(4) 0.7860(4) 0.0194(9) Uani 1 1 d . . . C17 C 0.0615(5) 0.3942(5) 0.2819(5) 0.0360(12) Uani 1 1 d . . . H17 H 0.1203 0.3335 0.2416 0.043 Uiso 1 1 calc R . . C16 C -0.0399(5) 0.5782(5) 0.3155(4) 0.0271(11) Uani 1 1 d . . . H16 H -0.0683 0.6719 0.3044 0.032 Uiso 1 1 calc R . . C18 C -0.0248(5) 0.3555(5) 0.4011(5) 0.0426(14) Uani 1 1 d . . . H18 H -0.0393 0.2644 0.4589 0.051 Uiso 1 1 calc R . . C19 C -0.2106(5) 0.4858(6) 0.5300(4) 0.0385(13) Uani 1 1 d . . . H19A H -0.2089 0.5692 0.5409 0.046 Uiso 1 1 calc R . . H19B H -0.1969 0.4056 0.6079 0.046 Uiso 1 1 calc R . . C20 C -0.3604(5) 0.4942(4) 0.5112(4) 0.0251(10) Uani 1 1 d . . . C21 C -0.4840(5) 0.4842(4) 0.6132(4) 0.0249(10) Uani 1 1 d . . . H21 H -0.4729 0.4729 0.6914 0.030 Uiso 1 1 calc R . . C22 C -0.3768(5) 0.5094(4) 0.3982(4) 0.0278(11) Uani 1 1 d . . . H22 H -0.2923 0.5154 0.3282 0.033 Uiso 1 1 calc R . . O2W O 0.5189(4) 0.6129(5) -0.1673(4) 0.0560(11) Uani 1 1 d D . . H1A H 0.332(5) 0.539(5) -0.066(4) 0.084 Uiso 1 1 d D . . H1B H 0.234(6) 0.447(5) -0.018(5) 0.084 Uiso 1 1 d D . . H2B H 0.590(5) 0.567(6) -0.128(5) 0.084 Uiso 1 1 d D . . H2A H 0.510(7) 0.673(5) -0.135(6) 0.084 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 0.0117(4) 0.0170(4) 0.0173(4) -0.0087(4) -0.0034(3) -0.0008(3) Co2 0.0149(3) 0.0185(3) 0.0219(3) -0.0100(3) -0.0034(2) -0.0012(2) O1 0.0185(17) 0.0265(17) 0.045(2) -0.0210(16) -0.0109(14) 0.0005(13) O2 0.0147(16) 0.0299(17) 0.0337(19) -0.0164(15) -0.0100(14) 0.0020(14) O5 0.0197(16) 0.0235(16) 0.0215(16) -0.0147(13) 0.0006(13) -0.0036(13) O4 0.0182(16) 0.0239(16) 0.040(2) -0.0210(15) -0.0076(14) 0.0011(13) O3 0.0127(15) 0.0160(14) 0.0244(16) -0.0082(13) -0.0030(12) -0.0028(12) O6 0.0347(19) 0.0244(17) 0.0187(17) -0.0091(14) -0.0023(14) 0.0000(14) O7 0.0205(16) 0.0236(16) 0.0202(16) -0.0135(13) -0.0009(13) -0.0042(13) O1W 0.0254(19) 0.0206(17) 0.0328(19) -0.0147(15) -0.0063(14) -0.0008(13) N1 0.019(2) 0.022(2) 0.026(2) -0.0047(17) -0.0041(17) 0.0016(16) N2 0.018(2) 0.046(3) 0.022(2) -0.007(2) -0.0042(17) -0.0049(19) C1 0.016(2) 0.021(2) 0.019(2) -0.0079(19) -0.0038(18) -0.0019(18) C2 0.014(2) 0.014(2) 0.018(2) -0.0029(18) -0.0057(17) -0.0021(17) C3 0.012(2) 0.017(2) 0.017(2) -0.0040(18) -0.0024(17) -0.0008(17) C4 0.021(2) 0.017(2) 0.011(2) -0.0037(17) -0.0018(17) -0.0050(18) C5 0.020(2) 0.016(2) 0.017(2) -0.0036(18) -0.0064(18) -0.0042(18) C6 0.015(2) 0.014(2) 0.015(2) -0.0032(17) -0.0041(17) -0.0029(17) C7 0.017(2) 0.013(2) 0.019(2) -0.0071(18) -0.0014(17) -0.0002(17) C9 0.011(2) 0.023(2) 0.022(2) -0.0143(19) -0.0017(18) 0.0018(18) C10 0.026(3) 0.021(2) 0.028(3) -0.016(2) -0.003(2) -0.001(2) C11 0.036(3) 0.019(2) 0.021(3) -0.008(2) 0.000(2) -0.007(2) C12 0.021(2) 0.020(2) 0.019(2) -0.0087(19) -0.0062(18) -0.0030(19) C13 0.030(3) 0.028(3) 0.023(3) -0.016(2) -0.005(2) 0.006(2) C14 0.036(3) 0.015(2) 0.021(2) -0.0061(19) -0.007(2) 0.000(2) C8 0.012(2) 0.018(2) 0.017(2) -0.0046(18) -0.0013(17) -0.0039(18) C15 0.014(2) 0.026(2) 0.023(2) -0.014(2) -0.0048(18) -0.0014(18) C17 0.030(3) 0.029(3) 0.039(3) -0.008(2) -0.006(2) -0.002(2) C16 0.025(3) 0.032(3) 0.026(3) -0.010(2) -0.011(2) -0.002(2) C18 0.031(3) 0.037(3) 0.039(3) 0.004(3) -0.008(2) -0.007(2) C19 0.023(3) 0.067(4) 0.023(3) -0.016(3) 0.000(2) -0.014(3) C20 0.019(2) 0.026(2) 0.024(3) -0.004(2) -0.005(2) -0.003(2) C21 0.029(3) 0.025(2) 0.019(2) -0.004(2) -0.007(2) -0.007(2) C22 0.020(2) 0.032(3) 0.024(3) -0.009(2) 0.004(2) -0.007(2) O2W 0.032(2) 0.086(3) 0.036(2) -0.016(2) -0.0085(18) -0.002(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O2 2.035(3) 2_575 ? Co1 O2 2.035(3) . ? Co1 O7 2.080(3) 1_554 ? Co1 O7 2.080(3) 2_576 ? Co1 O3 2.128(2) 1_455 ? Co1 O3 2.128(2) 2_675 ? Co2 O6 1.994(3) 1_554 ? Co2 N1 2.082(3) . ? Co2 O1 2.087(3) . ? Co2 O1W 2.106(3) . ? Co2 O3 2.116(3) 1_455 ? O1 C1 1.260(5) . ? O2 C1 1.248(5) . ? O5 C9 1.378(5) . ? O5 C4 1.404(4) . ? O4 C8 1.247(5) . ? O3 C8 1.281(4) . ? O3 Co2 2.116(3) 1_655 ? O3 Co1 2.128(2) 1_655 ? O6 C15 1.264(5) . ? O6 Co2 1.994(3) 1_556 ? O7 C15 1.255(4) . ? O7 Co1 2.080(3) 1_556 ? O1W H1A 0.87(2) . ? O1W H1B 0.89(2) . ? N1 C16 1.324(5) . ? N1 C17 1.375(5) . ? N2 C16 1.343(5) . ? N2 C18 1.372(6) . ? N2 C19 1.464(5) . ? C1 C2 1.502(5) . ? C2 C3 1.381(5) . ? C2 C7 1.385(5) . ? C3 C4 1.381(5) . ? C3 H3 0.9500 . ? C4 C5 1.376(5) . ? C5 C6 1.387(5) . ? C5 H5 0.9500 . ? C6 C7 1.395(5) . ? C6 C8 1.501(5) . ? C7 H7 0.9500 . ? C9 C14 1.379(5) . ? C9 C10 1.384(5) . ? C10 C11 1.387(6) . ? C10 H10 0.9500 . ? C11 C12 1.371(5) . ? C11 H11 0.9500 . ? C12 C13 1.401(5) . ? C12 C15 1.498(6) . ? C13 C14 1.374(6) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C17 C18 1.346(6) . ? C17 H17 0.9500 . ? C16 H16 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.516(6) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C22 1.379(6) . ? C20 C21 1.386(6) . ? C21 C22 1.381(6) 2_466 ? C21 H21 0.9500 . ? C22 C21 1.381(6) 2_466 ? C22 H22 0.9500 . ? O2W H2B 0.88(2) . ? O2W H2A 0.88(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Co1 O2 180.00(16) 2_575 . ? O2 Co1 O7 83.56(11) 2_575 1_554 ? O2 Co1 O7 96.44(11) . 1_554 ? O2 Co1 O7 96.44(11) 2_575 2_576 ? O2 Co1 O7 83.56(11) . 2_576 ? O7 Co1 O7 180.0 1_554 2_576 ? O2 Co1 O3 91.88(11) 2_575 1_455 ? O2 Co1 O3 88.12(11) . 1_455 ? O7 Co1 O3 91.15(10) 1_554 1_455 ? O7 Co1 O3 88.85(10) 2_576 1_455 ? O2 Co1 O3 88.12(11) 2_575 2_675 ? O2 Co1 O3 91.88(11) . 2_675 ? O7 Co1 O3 88.85(10) 1_554 2_675 ? O7 Co1 O3 91.15(10) 2_576 2_675 ? O3 Co1 O3 180.00(6) 1_455 2_675 ? O6 Co2 N1 168.57(14) 1_554 . ? O6 Co2 O1 94.12(12) 1_554 . ? N1 Co2 O1 96.22(13) . . ? O6 Co2 O1W 86.66(12) 1_554 . ? N1 Co2 O1W 89.28(13) . . ? O1 Co2 O1W 85.66(11) . . ? O6 Co2 O3 93.62(11) 1_554 1_455 ? N1 Co2 O3 87.55(12) . 1_455 ? O1 Co2 O3 109.28(11) . 1_455 ? O1W Co2 O3 164.97(11) . 1_455 ? C1 O1 Co2 119.5(3) . . ? C1 O2 Co1 142.9(3) . . ? C9 O5 C4 117.7(3) . . ? C8 O3 Co2 100.1(2) . 1_655 ? C8 O3 Co1 139.2(3) . 1_655 ? Co2 O3 Co1 107.73(11) 1_655 1_655 ? C15 O6 Co2 129.9(3) . 1_556 ? C15 O7 Co1 136.8(3) . 1_556 ? Co2 O1W H1A 101(4) . . ? Co2 O1W H1B 116(4) . . ? H1A O1W H1B 103(5) . . ? C16 N1 C17 105.2(4) . . ? C16 N1 Co2 123.7(3) . . ? C17 N1 Co2 129.8(3) . . ? C16 N2 C18 106.8(4) . . ? C16 N2 C19 125.2(4) . . ? C18 N2 C19 126.4(4) . . ? O2 C1 O1 125.1(4) . . ? O2 C1 C2 115.8(4) . . ? O1 C1 C2 119.0(4) . . ? C3 C2 C7 119.9(4) . . ? C3 C2 C1 117.7(4) . . ? C7 C2 C1 122.4(4) . . ? C4 C3 C2 119.5(4) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C5 C4 C3 121.3(4) . . ? C5 C4 O5 118.3(4) . . ? C3 C4 O5 120.1(4) . . ? C4 C5 C6 119.3(4) . . ? C4 C5 H5 120.3 . . ? C6 C5 H5 120.3 . . ? C5 C6 C7 119.8(4) . . ? C5 C6 C8 118.2(4) . . ? C7 C6 C8 122.1(4) . . ? C2 C7 C6 120.1(4) . . ? C2 C7 H7 120.0 . . ? C6 C7 H7 120.0 . . ? O5 C9 C14 116.5(3) . . ? O5 C9 C10 123.2(4) . . ? C14 C9 C10 120.3(4) . . ? C9 C10 C11 118.5(4) . . ? C9 C10 H10 120.7 . . ? C11 C10 H10 120.7 . . ? C12 C11 C10 122.3(4) . . ? C12 C11 H11 118.9 . . ? C10 C11 H11 118.9 . . ? C11 C12 C13 118.2(4) . . ? C11 C12 C15 120.8(4) . . ? C13 C12 C15 121.0(4) . . ? C14 C13 C12 120.4(4) . . ? C14 C13 H13 119.8 . . ? C12 C13 H13 119.8 . . ? C13 C14 C9 120.4(4) . . ? C13 C14 H14 119.8 . . ? C9 C14 H14 119.8 . . ? O4 C8 O3 119.6(4) . . ? O4 C8 C6 121.7(4) . . ? O3 C8 C6 118.6(3) . . ? O7 C15 O6 125.8(4) . . ? O7 C15 C12 118.2(4) . . ? O6 C15 C12 115.9(4) . . ? C18 C17 N1 109.8(5) . . ? C18 C17 H17 125.1 . . ? N1 C17 H17 125.1 . . ? N1 C16 N2 111.6(4) . . ? N1 C16 H16 124.2 . . ? N2 C16 H16 124.2 . . ? C17 C18 N2 106.6(4) . . ? C17 C18 H18 126.7 . . ? N2 C18 H18 126.7 . . ? N2 C19 C20 111.7(4) . . ? N2 C19 H19A 109.3 . . ? C20 C19 H19A 109.3 . . ? N2 C19 H19B 109.3 . . ? C20 C19 H19B 109.3 . . ? H19A C19 H19B 107.9 . . ? C22 C20 C21 119.7(4) . . ? C22 C20 C19 122.6(4) . . ? C21 C20 C19 117.7(4) . . ? C22 C21 C20 120.3(4) 2_466 . ? C22 C21 H21 119.9 2_466 . ? C20 C21 H21 119.9 . . ? C20 C22 C21 120.0(4) . 2_466 ? C20 C22 H22 120.0 . . ? C21 C22 H22 120.0 2_466 . ? H2B O2W H2A 85(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 O6 Co2 O1 C1 94.5(3) 1_554 . . . ? N1 Co2 O1 C1 -90.3(3) . . . . ? O1W Co2 O1 C1 -179.1(3) . . . . ? O3 Co2 O1 C1 -0.8(3) 1_455 . . . ? O2 Co1 O2 C1 -148(100) 2_575 . . . ? O7 Co1 O2 C1 -27.7(4) 1_554 . . . ? O7 Co1 O2 C1 152.3(4) 2_576 . . . ? O3 Co1 O2 C1 63.2(4) 1_455 . . . ? O3 Co1 O2 C1 -116.8(4) 2_675 . . . ? O6 Co2 N1 C16 -117.7(7) 1_554 . . . ? O1 Co2 N1 C16 87.6(4) . . . . ? O1W Co2 N1 C16 173.1(4) . . . . ? O3 Co2 N1 C16 -21.6(4) 1_455 . . . ? O6 Co2 N1 C17 47.4(9) 1_554 . . . ? O1 Co2 N1 C17 -107.3(4) . . . . ? O1W Co2 N1 C17 -21.7(4) . . . . ? O3 Co2 N1 C17 143.6(4) 1_455 . . . ? Co1 O2 C1 O1 -32.3(7) . . . . ? Co1 O2 C1 C2 149.0(3) . . . . ? Co2 O1 C1 O2 -9.1(6) . . . . ? Co2 O1 C1 C2 169.6(3) . . . . ? O2 C1 C2 C3 18.6(5) . . . . ? O1 C1 C2 C3 -160.2(4) . . . . ? O2 C1 C2 C7 -158.3(4) . . . . ? O1 C1 C2 C7 22.9(6) . . . . ? C7 C2 C3 C4 -1.2(6) . . . . ? C1 C2 C3 C4 -178.2(3) . . . . ? C2 C3 C4 C5 1.0(6) . . . . ? C2 C3 C4 O5 175.7(3) . . . . ? C9 O5 C4 C5 -109.6(4) . . . . ? C9 O5 C4 C3 75.5(5) . . . . ? C3 C4 C5 C6 0.3(6) . . . . ? O5 C4 C5 C6 -174.5(3) . . . . ? C4 C5 C6 C7 -1.4(6) . . . . ? C4 C5 C6 C8 178.5(3) . . . . ? C3 C2 C7 C6 0.1(6) . . . . ? C1 C2 C7 C6 177.0(3) . . . . ? C5 C6 C7 C2 1.2(6) . . . . ? C8 C6 C7 C2 -178.7(3) . . . . ? C4 O5 C9 C14 -167.4(4) . . . . ? C4 O5 C9 C10 14.7(6) . . . . ? O5 C9 C10 C11 178.0(4) . . . . ? C14 C9 C10 C11 0.2(7) . . . . ? C9 C10 C11 C12 -0.4(7) . . . . ? C10 C11 C12 C13 0.3(7) . . . . ? C10 C11 C12 C15 -177.1(4) . . . . ? C11 C12 C13 C14 0.0(7) . . . . ? C15 C12 C13 C14 177.4(4) . . . . ? C12 C13 C14 C9 -0.2(7) . . . . ? O5 C9 C14 C13 -177.8(4) . . . . ? C10 C9 C14 C13 0.1(7) . . . . ? Co2 O3 C8 O4 -6.6(4) 1_655 . . . ? Co1 O3 C8 O4 126.3(4) 1_655 . . . ? Co2 O3 C8 C6 170.5(3) 1_655 . . . ? Co1 O3 C8 C6 -56.7(5) 1_655 . . . ? C5 C6 C8 O4 162.3(4) . . . . ? C7 C6 C8 O4 -17.8(6) . . . . ? C5 C6 C8 O3 -14.7(5) . . . . ? C7 C6 C8 O3 165.2(4) . . . . ? Co1 O7 C15 O6 -0.4(7) 1_556 . . . ? Co1 O7 C15 C12 179.0(3) 1_556 . . . ? Co2 O6 C15 O7 -13.5(6) 1_556 . . . ? Co2 O6 C15 C12 167.1(3) 1_556 . . . ? C11 C12 C15 O7 -177.8(4) . . . . ? C13 C12 C15 O7 4.8(6) . . . . ? C11 C12 C15 O6 1.6(6) . . . . ? C13 C12 C15 O6 -175.7(4) . . . . ? C16 N1 C17 C18 0.6(6) . . . . ? Co2 N1 C17 C18 -166.6(3) . . . . ? C17 N1 C16 N2 0.4(5) . . . . ? Co2 N1 C16 N2 168.6(3) . . . . ? C18 N2 C16 N1 -1.1(5) . . . . ? C19 N2 C16 N1 -167.5(4) . . . . ? N1 C17 C18 N2 -1.3(6) . . . . ? C16 N2 C18 C17 1.5(6) . . . . ? C19 N2 C18 C17 167.6(4) . . . . ? C16 N2 C19 C20 83.5(6) . . . . ? C18 N2 C19 C20 -80.3(6) . . . . ? N2 C19 C20 C22 -9.3(7) . . . . ? N2 C19 C20 C21 169.8(4) . . . . ? C22 C20 C21 C22 -0.6(7) . . . 2_466 ? C19 C20 C21 C22 -179.7(4) . . . 2_466 ? C21 C20 C22 C21 0.6(7) . . . 2_466 ? C19 C20 C22 C21 179.7(4) . . . 2_466 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1A O2W 0.87(2) 1.95(3) 2.769(5) 155(6) . O2W H2A O1 0.88(2) 2.62(5) 3.237(5) 128(5) . O1W H1B O4 0.89(2) 1.79(2) 2.662(4) 169(6) 2_665 O2W H2B O1W 0.88(2) 2.15(3) 2.999(5) 161(6) 2_665 _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 26.15 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.515 _refine_diff_density_min -0.476 _refine_diff_density_rms 0.108 _database_code_depnum_ccdc_archive 'CCDC 930760' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_5 #TrackingRef 'combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C110 H82 Co5 N10 O34' _chemical_formula_weight 2382.51 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 Monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number No.15 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 46.6723(14) _cell_length_b 11.4002(3) _cell_length_c 20.0539(6) _cell_angle_alpha 90.00 _cell_angle_beta 108.2300(10) _cell_angle_gamma 90.00 _cell_volume 10134.6(5) _cell_formula_units_Z 4 _cell_measurement_temperature 185(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.561 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4876 _exptl_absorpt_coefficient_mu 0.895 _exptl_absorpt_correction_type multi-scans _exptl_absorpt_correction_T_min 0.8275 _exptl_absorpt_correction_T_max 0.8628 _exptl_absorpt_process_details 'SADABS, Sheldrick, 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 185(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 ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27570 _diffrn_reflns_av_R_equivalents 0.0344 _diffrn_reflns_av_sigmaI/netI 0.0399 _diffrn_reflns_limit_h_min -41 _diffrn_reflns_limit_h_max 57 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 0.92 _diffrn_reflns_theta_max 26.07 _reflns_number_total 10030 _reflns_number_gt 7878 _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, 1997)' _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^)+(0.0560P)^2^+8.6768P] 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 10030 _refine_ls_number_parameters 722 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0502 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.1090 _refine_ls_wR_factor_gt 0.0965 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C8 C 0.21491(6) 0.4984(2) 0.58057(13) 0.0149(5) Uani 1 1 d . . . C10 C 0.34104(6) 0.7346(2) 0.53383(13) 0.0163(5) Uani 1 1 d . . . H10 H 0.3370 0.8164 0.5327 0.020 Uiso 1 1 calc R . . C11 C 0.37028(6) 0.6931(2) 0.55377(13) 0.0174(5) Uani 1 1 d . . . H11 H 0.3866 0.7471 0.5664 0.021 Uiso 1 1 calc R . . C12 C 0.37630(6) 0.5729(2) 0.55567(13) 0.0181(6) Uani 1 1 d . . . C13 C 0.35232(6) 0.4943(2) 0.53695(14) 0.0194(6) Uani 1 1 d . . . H13 H 0.3563 0.4124 0.5385 0.023 Uiso 1 1 calc R . . C14 C 0.32275(6) 0.5336(2) 0.51611(13) 0.0179(6) Uani 1 1 d . . . H14 H 0.3064 0.4797 0.5026 0.021 Uiso 1 1 calc R . . C15 C 0.40746(6) 0.5265(3) 0.57849(15) 0.0248(6) Uani 1 1 d . . . C16 C 0.10293(6) 0.5061(2) 0.37684(13) 0.0137(5) Uani 1 1 d . . . C17 C 0.08958(6) 0.5231(2) 0.43527(13) 0.0136(5) Uani 1 1 d . . . C18 C 0.06070(6) 0.5696(2) 0.42119(13) 0.0168(5) Uani 1 1 d . . . H18 H 0.0489 0.5868 0.3743 0.020 Uiso 1 1 calc R . . C19 C 0.04947(6) 0.5903(2) 0.47610(13) 0.0190(6) Uani 1 1 d . . . C20 C 0.06580(6) 0.5614(2) 0.54474(13) 0.0186(6) Uani 1 1 d . . . H20 H 0.0572 0.5717 0.5815 0.022 Uiso 1 1 calc R . . C21 C 0.09494(6) 0.5170(2) 0.55894(13) 0.0146(5) Uani 1 1 d . . . C22 C 0.10697(6) 0.4992(2) 0.50448(13) 0.0139(5) Uani 1 1 d . . . H22 H 0.1270 0.4709 0.5143 0.017 Uiso 1 1 calc R . . C23 C 0.11406(6) 0.4944(2) 0.63377(12) 0.0120(5) Uani 1 1 d . . . C24 C 0.01798(6) 0.7362(3) 0.50047(13) 0.0223(6) Uani 1 1 d . . . C25 C -0.00986(6) 0.7532(3) 0.50979(14) 0.0252(6) Uani 1 1 d . . . H25 H -0.0262 0.7022 0.4881 0.030 Uiso 1 1 calc R . . C26 C -0.01355(6) 0.8459(2) 0.55126(14) 0.0230(6) Uani 1 1 d . . . H26 H -0.0327 0.8592 0.5574 0.028 Uiso 1 1 calc R . . C27 C 0.01061(6) 0.9197(2) 0.58391(13) 0.0188(6) Uani 1 1 d . . . C28 C 0.03794(6) 0.9038(2) 0.57103(14) 0.0219(6) Uani 1 1 d . . . H28 H 0.0542 0.9556 0.5917 0.026 Uiso 1 1 calc R . . C29 C 0.04161(6) 0.8136(2) 0.52859(14) 0.0227(6) Uani 1 1 d . . . H29 H 0.0601 0.8045 0.5187 0.027 Uiso 1 1 calc R . . C30 C 0.00826(6) 1.0026(2) 0.63893(14) 0.0184(6) Uani 1 1 d . . . C38 C 0.10327(6) 1.2484(2) 0.24603(14) 0.0190(6) Uani 1 1 d . . . H38 H 0.0855 1.2908 0.2221 0.023 Uiso 1 1 calc R . . C40 C 0.15284(6) 1.2472(2) 0.31373(13) 0.0169(5) Uani 1 1 d . . . H40 H 0.1707 1.2885 0.3386 0.020 Uiso 1 1 calc R . . C41 C 0.16201(6) 0.7789(2) 0.13436(13) 0.0181(6) Uani 1 1 d . . . H41 H 0.1446 0.7374 0.1074 0.022 Uiso 1 1 calc R . . C42 C 0.16093(6) 0.9000(2) 0.13504(13) 0.0188(6) Uani 1 1 d . . . H42 H 0.1429 0.9396 0.1095 0.023 Uiso 1 1 calc R . . C43 C 0.18622(6) 0.9644(2) 0.17319(13) 0.0137(5) Uani 1 1 d . . . C44 C 0.21175(6) 0.8992(2) 0.20912(14) 0.0210(6) Uani 1 1 d . . . H44 H 0.2298 0.9379 0.2355 0.025 Uiso 1 1 calc R . . C45 C 0.21067(6) 0.7782(2) 0.20617(14) 0.0202(6) Uani 1 1 d . . . H45 H 0.2283 0.7359 0.2315 0.024 Uiso 1 1 calc R . . C46 C 0.18593(6) 1.0940(2) 0.17553(12) 0.0138(5) Uani 1 1 d . . . C47 C 0.16312(6) 1.1595(2) 0.12900(13) 0.0178(6) Uani 1 1 d . . . H47 H 0.1469 1.1208 0.0955 0.021 Uiso 1 1 calc R . . C48 C 0.16405(6) 1.2804(2) 0.13147(13) 0.0174(6) Uani 1 1 d . . . H48 H 0.1484 1.3227 0.0985 0.021 Uiso 1 1 calc R . . C49 C 0.20846(6) 1.1573(2) 0.22420(13) 0.0167(5) Uani 1 1 d . . . H49 H 0.2245 1.1170 0.2575 0.020 Uiso 1 1 calc R . . C50 C 0.20763(6) 1.2789(2) 0.22421(13) 0.0169(5) Uani 1 1 d . . . H50 H 0.2231 1.3199 0.2585 0.020 Uiso 1 1 calc R . . C51 C -0.02569(6) 0.7986(2) 0.72435(14) 0.0204(6) Uani 1 1 d . . . H51 H -0.0440 0.8405 0.7050 0.024 Uiso 1 1 calc R . . C52 C -0.02677(6) 0.6767(2) 0.72477(14) 0.0208(6) Uani 1 1 d . . . H52 H -0.0455 0.6369 0.7080 0.025 Uiso 1 1 calc R . . C53 C 0.0000 0.6138(3) 0.7500 0.0166(8) Uani 1 2 d S . . C54 C 0.0000 0.4835(3) 0.7500 0.0174(8) Uani 1 2 d S . . C55 C -0.01826(6) 0.4206(2) 0.78028(13) 0.0196(6) Uani 1 1 d . . . H55 H -0.0313 0.4604 0.8007 0.023 Uiso 1 1 calc R . . C56 C -0.01721(6) 0.2989(2) 0.78032(14) 0.0203(6) Uani 1 1 d . . . H56 H -0.0292 0.2570 0.8028 0.024 Uiso 1 1 calc R . . N2 N 0.12825(5) 1.30946(18) 0.28009(10) 0.0139(4) Uani 1 1 d . . . N3 N 0.18642(5) 0.71694(18) 0.16988(10) 0.0138(4) Uani 1 1 d . . . N4 N 0.18592(5) 1.34145(17) 0.17793(10) 0.0128(4) Uani 1 1 d . . . N5 N 0.0000 0.8601(3) 0.7500 0.0175(7) Uani 1 2 d S . . N6 N 0.0000 0.2376(3) 0.7500 0.0165(6) Uani 1 2 d S . . O1W O 0.15880(5) 0.30052(18) 0.48050(11) 0.0349(5) Uani 1 1 d . . . O3 O 0.18659(4) 0.48509(15) 0.56718(9) 0.0172(4) Uani 1 1 d . . . O2W O 0.25925(6) 0.2628(2) 0.61027(11) 0.0522(7) Uani 1 1 d . . . O4 O 0.23242(4) 0.48791(16) 0.64223(9) 0.0205(4) Uani 1 1 d . . . O3W O 0.28629(6) 0.2968(2) 0.50826(14) 0.0506(7) Uani 1 1 d . . . O7 O 0.42800(4) 0.61064(18) 0.58849(11) 0.0309(5) Uani 1 1 d D . . O8 O 0.08655(4) 0.51206(15) 0.31398(9) 0.0155(4) Uani 1 1 d . . . O9 O 0.13108(4) 0.48834(15) 0.39224(9) 0.0158(4) Uani 1 1 d . . . O10 O 0.10180(4) 0.50712(14) 0.68102(9) 0.0151(4) Uani 1 1 d . . . O11 O 0.14112(4) 0.46497(15) 0.64497(9) 0.0149(4) Uani 1 1 d . . . O12 O 0.02075(4) 0.63928(18) 0.46056(9) 0.0264(5) Uani 1 1 d . . . O13 O -0.01757(4) 1.03194(16) 0.64263(9) 0.0197(4) Uani 1 1 d . . . O14 O 0.03149(4) 1.03273(16) 0.68770(10) 0.0212(4) Uani 1 1 d . . . Co3 Co 0.0000 1.05331(4) 0.7500 0.01594(12) Uani 1 2 d S . . H7O H 0.4462(4) 0.578(2) 0.6029(14) 0.024 Uiso 1 1 d D . . C1 C 0.20139(6) 0.5219(2) 0.32211(13) 0.0124(5) Uani 1 1 d . . . C2 C 0.22025(5) 0.5437(2) 0.39729(13) 0.0128(5) Uani 1 1 d . . . C3 C 0.24777(6) 0.6024(2) 0.41219(13) 0.0150(5) Uani 1 1 d . . . H3 H 0.2552 0.6261 0.3753 0.018 Uiso 1 1 calc R . . C4 C 0.26398(5) 0.6257(2) 0.48130(13) 0.0156(5) Uani 1 1 d . . . C5 C 0.25437(6) 0.5873(2) 0.53623(13) 0.0168(5) Uani 1 1 d . . . H5 H 0.2665 0.5998 0.5835 0.020 Uiso 1 1 calc R . . C6 C 0.22683(6) 0.5301(2) 0.52133(13) 0.0145(5) Uani 1 1 d . . . C7 C 0.20949(6) 0.5102(2) 0.45196(13) 0.0140(5) Uani 1 1 d . . . H7 H 0.1903 0.4738 0.4418 0.017 Uiso 1 1 calc R . . C9 C 0.31756(6) 0.6532(2) 0.51538(12) 0.0152(5) Uani 1 1 d . . . C31 C 0.10364(6) 0.7443(2) 0.25658(14) 0.0204(6) Uani 1 1 d . . . H31 H 0.0855 0.7006 0.2397 0.025 Uiso 1 1 calc R . . C32 C 0.10180(6) 0.8658(2) 0.25453(14) 0.0211(6) Uani 1 1 d . . . H32 H 0.0828 0.9035 0.2371 0.025 Uiso 1 1 calc R . . C33 C 0.12816(6) 0.9321(2) 0.27824(12) 0.0134(5) Uani 1 1 d . . . C34 C 0.15516(6) 0.8703(2) 0.30232(13) 0.0161(5) Uani 1 1 d . . . H34 H 0.1738 0.9114 0.3178 0.019 Uiso 1 1 calc R . . C35 C 0.15489(6) 0.7496(2) 0.30366(13) 0.0159(5) Uani 1 1 d . . . H35 H 0.1736 0.7098 0.3216 0.019 Uiso 1 1 calc R . . C36 C 0.12794(6) 1.0625(2) 0.27875(12) 0.0134(5) Uani 1 1 d . . . C37 C 0.10214(6) 1.1275(2) 0.24406(14) 0.0185(6) Uani 1 1 d . . . H37 H 0.0839 1.0886 0.2193 0.022 Uiso 1 1 calc R . . C39 C 0.15369(6) 1.1266(2) 0.31426(13) 0.0167(5) Uani 1 1 d . . . H39 H 0.1718 1.0869 0.3388 0.020 Uiso 1 1 calc R . . N1 N 0.12970(5) 0.68503(18) 0.28110(10) 0.0136(4) Uani 1 1 d . . . O1 O 0.21358(4) 0.54138(15) 0.27492(8) 0.0153(4) Uani 1 1 d . . . O2 O 0.17473(4) 0.48810(14) 0.30974(9) 0.0141(4) Uani 1 1 d . . . O5 O 0.28890(4) 0.70080(15) 0.49475(9) 0.0187(4) Uani 1 1 d . . . O6 O 0.41387(5) 0.4242(2) 0.58796(15) 0.0502(7) Uani 1 1 d . . . Co1 Co 0.186818(7) 0.52810(3) 0.172500(16) 0.01099(9) Uani 1 1 d . . . Co2 Co 0.128808(7) 0.49747(3) 0.283776(16) 0.01045(9) 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 C8 0.0233(14) 0.0091(12) 0.0124(12) -0.0027(9) 0.0060(11) 0.0011(10) C10 0.0160(13) 0.0152(13) 0.0167(13) -0.0024(10) 0.0036(11) -0.0004(10) C11 0.0162(13) 0.0191(14) 0.0170(13) 0.0002(11) 0.0055(11) -0.0034(11) C12 0.0175(14) 0.0197(14) 0.0163(13) 0.0021(11) 0.0040(11) 0.0021(11) C13 0.0229(15) 0.0158(13) 0.0186(13) 0.0019(10) 0.0054(11) 0.0020(11) C14 0.0216(14) 0.0162(13) 0.0155(13) 0.0002(10) 0.0054(11) -0.0047(11) C15 0.0199(15) 0.0279(16) 0.0265(15) 0.0039(12) 0.0070(12) 0.0020(12) C16 0.0210(14) 0.0088(12) 0.0125(12) -0.0004(9) 0.0071(11) -0.0014(10) C17 0.0149(13) 0.0122(12) 0.0135(12) -0.0022(10) 0.0039(10) -0.0007(10) C18 0.0204(14) 0.0188(14) 0.0095(12) 0.0000(10) 0.0023(10) 0.0020(11) C19 0.0159(13) 0.0222(14) 0.0168(13) -0.0037(11) 0.0021(11) 0.0053(11) C20 0.0195(14) 0.0258(15) 0.0121(12) -0.0036(11) 0.0072(11) 0.0001(11) C21 0.0196(13) 0.0129(12) 0.0111(12) -0.0010(10) 0.0046(10) 0.0005(10) C22 0.0153(13) 0.0116(12) 0.0144(12) 0.0001(10) 0.0040(10) 0.0007(10) C23 0.0163(13) 0.0074(12) 0.0114(12) -0.0012(9) 0.0031(10) -0.0017(9) C24 0.0240(15) 0.0292(16) 0.0132(13) 0.0020(11) 0.0051(11) 0.0111(12) C25 0.0167(14) 0.0354(17) 0.0211(14) -0.0075(12) 0.0025(12) 0.0030(12) C26 0.0159(14) 0.0293(16) 0.0242(14) -0.0015(12) 0.0070(12) 0.0064(12) C27 0.0193(14) 0.0192(14) 0.0175(13) 0.0048(11) 0.0055(11) 0.0075(11) C28 0.0192(14) 0.0230(15) 0.0239(14) 0.0077(11) 0.0071(12) 0.0031(11) C29 0.0184(14) 0.0305(16) 0.0227(14) 0.0062(12) 0.0114(12) 0.0053(12) C30 0.0159(14) 0.0169(14) 0.0222(14) 0.0074(11) 0.0059(12) 0.0028(10) C38 0.0152(13) 0.0148(13) 0.0257(14) -0.0001(11) 0.0045(11) 0.0013(10) C40 0.0174(13) 0.0149(13) 0.0172(13) 0.0006(10) 0.0034(11) -0.0018(10) C41 0.0196(14) 0.0132(13) 0.0170(13) -0.0010(10) -0.0010(11) -0.0032(10) C42 0.0226(14) 0.0136(13) 0.0161(13) 0.0023(10) 0.0003(11) 0.0011(11) C43 0.0164(13) 0.0116(12) 0.0149(12) -0.0001(10) 0.0073(10) 0.0001(10) C44 0.0152(13) 0.0134(13) 0.0317(15) -0.0006(11) 0.0034(12) -0.0023(10) C45 0.0141(13) 0.0146(13) 0.0298(15) 0.0017(11) 0.0039(12) 0.0025(10) C46 0.0172(13) 0.0120(12) 0.0140(12) -0.0001(10) 0.0075(10) 0.0011(10) C47 0.0212(14) 0.0123(13) 0.0169(13) -0.0041(10) 0.0016(11) 0.0009(10) C48 0.0210(14) 0.0144(13) 0.0140(12) 0.0007(10) 0.0014(11) 0.0024(10) C49 0.0162(13) 0.0119(13) 0.0189(13) 0.0011(10) 0.0012(11) 0.0022(10) C50 0.0159(13) 0.0140(13) 0.0192(13) 0.0007(10) 0.0031(11) -0.0011(10) C51 0.0165(14) 0.0165(14) 0.0257(15) -0.0007(11) 0.0031(11) 0.0010(11) C52 0.0182(14) 0.0153(13) 0.0267(15) -0.0007(11) 0.0038(12) -0.0016(11) C53 0.022(2) 0.0115(18) 0.0163(18) 0.000 0.0064(15) 0.000 C54 0.0179(19) 0.0120(18) 0.0168(18) 0.000 -0.0027(15) 0.000 C55 0.0196(14) 0.0168(13) 0.0220(14) -0.0014(11) 0.0060(11) 0.0008(11) C56 0.0202(14) 0.0176(14) 0.0236(14) 0.0003(11) 0.0077(12) -0.0002(11) N2 0.0163(11) 0.0127(11) 0.0130(10) -0.0003(8) 0.0051(9) -0.0007(8) N3 0.0166(11) 0.0123(11) 0.0131(10) -0.0007(8) 0.0054(9) -0.0013(8) N4 0.0158(11) 0.0118(10) 0.0112(10) -0.0005(8) 0.0049(9) 0.0005(8) N5 0.0150(16) 0.0169(16) 0.0200(16) 0.000 0.0044(13) 0.000 N6 0.0166(16) 0.0124(15) 0.0187(16) 0.000 0.0031(13) 0.000 O1W 0.0436(14) 0.0261(12) 0.0366(12) 0.0022(9) 0.0150(11) 0.0023(10) O3 0.0197(10) 0.0182(9) 0.0155(9) -0.0005(7) 0.0082(8) -0.0022(7) O2W 0.0732(19) 0.0448(15) 0.0295(13) 0.0022(11) 0.0031(12) 0.0238(13) O4 0.0251(11) 0.0233(10) 0.0111(9) 0.0010(7) 0.0029(8) 0.0008(8) O3W 0.0538(16) 0.0250(12) 0.0704(17) -0.0014(12) 0.0156(14) -0.0103(11) O7 0.0135(10) 0.0318(12) 0.0454(13) 0.0110(10) 0.0065(9) 0.0029(9) O8 0.0180(9) 0.0174(9) 0.0107(9) -0.0015(7) 0.0040(7) -0.0012(7) O9 0.0148(9) 0.0210(10) 0.0122(9) -0.0008(7) 0.0050(7) 0.0019(7) O10 0.0175(9) 0.0186(9) 0.0094(8) -0.0003(7) 0.0046(7) 0.0034(7) O11 0.0138(9) 0.0155(9) 0.0146(9) -0.0004(7) 0.0033(7) 0.0003(7) O12 0.0193(10) 0.0400(12) 0.0169(10) -0.0084(9) 0.0010(8) 0.0139(9) O13 0.0157(10) 0.0209(10) 0.0208(10) -0.0007(8) 0.0034(8) 0.0049(8) O14 0.0181(10) 0.0189(10) 0.0258(10) -0.0016(8) 0.0059(8) 0.0006(8) Co3 0.0153(3) 0.0111(2) 0.0205(3) 0.000 0.0043(2) 0.000 C1 0.0140(13) 0.0088(12) 0.0139(12) 0.0012(9) 0.0037(10) 0.0032(9) C2 0.0128(12) 0.0104(12) 0.0160(12) -0.0003(10) 0.0056(10) 0.0013(10) C3 0.0163(13) 0.0146(13) 0.0152(12) 0.0017(10) 0.0067(10) 0.0020(10) C4 0.0110(12) 0.0152(13) 0.0199(13) -0.0026(10) 0.0037(10) 0.0018(10) C5 0.0171(13) 0.0168(13) 0.0135(12) -0.0012(10) 0.0005(10) 0.0025(10) C6 0.0160(13) 0.0119(12) 0.0171(13) 0.0014(10) 0.0073(11) 0.0024(10) C7 0.0135(13) 0.0130(12) 0.0148(12) 0.0002(10) 0.0035(10) 0.0013(10) C9 0.0149(13) 0.0208(14) 0.0101(12) 0.0015(10) 0.0044(10) 0.0013(10) C31 0.0153(13) 0.0153(13) 0.0262(14) -0.0003(11) 0.0000(11) -0.0015(11) C32 0.0161(14) 0.0145(13) 0.0286(15) 0.0009(11) 0.0012(12) 0.0019(11) C33 0.0163(13) 0.0125(12) 0.0123(12) 0.0002(10) 0.0059(10) 0.0008(10) C34 0.0147(13) 0.0134(13) 0.0199(13) -0.0009(10) 0.0049(11) -0.0016(10) C35 0.0150(13) 0.0156(13) 0.0165(12) 0.0007(10) 0.0040(10) 0.0027(10) C36 0.0163(13) 0.0111(12) 0.0134(12) -0.0003(10) 0.0056(10) -0.0001(10) C37 0.0133(13) 0.0140(13) 0.0241(14) -0.0007(11) 0.0001(11) -0.0013(10) C39 0.0150(13) 0.0137(13) 0.0186(13) 0.0005(10) 0.0010(11) 0.0018(10) N1 0.0179(11) 0.0120(11) 0.0096(10) -0.0019(8) 0.0026(9) -0.0001(8) O1 0.0178(9) 0.0162(9) 0.0119(8) -0.0008(7) 0.0048(7) -0.0030(7) O2 0.0126(9) 0.0127(9) 0.0161(9) -0.0011(7) 0.0032(7) -0.0007(7) O5 0.0108(9) 0.0171(9) 0.0267(10) -0.0007(8) 0.0034(8) -0.0027(7) O6 0.0253(13) 0.0255(13) 0.092(2) 0.0084(13) 0.0069(13) 0.0084(10) Co1 0.01351(18) 0.00951(17) 0.00981(17) -0.00050(12) 0.00344(13) -0.00047(13) Co2 0.01235(18) 0.00993(18) 0.00908(17) -0.00041(12) 0.00339(13) -0.00059(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 C8 O4 1.257(3) . ? C8 O3 1.273(3) . ? C8 C6 1.505(4) . ? C10 C11 1.380(3) . ? C10 C9 1.395(3) . ? C10 H10 0.9500 . ? C11 C12 1.397(4) . ? C11 H11 0.9500 . ? C12 C13 1.391(4) . ? C12 C15 1.479(4) . ? C13 C14 1.385(4) . ? C13 H13 0.9500 . ? C14 C9 1.384(4) . ? C14 H14 0.9500 . ? C15 O6 1.204(4) . ? C15 O7 1.326(3) . ? C16 O8 1.255(3) . ? C16 O9 1.268(3) . ? C16 C17 1.502(3) . ? C17 C18 1.393(3) . ? C17 C22 1.398(3) . ? C18 C19 1.380(3) . ? C18 H18 0.9500 . ? C19 C20 1.389(3) . ? C19 O12 1.394(3) . ? C20 C21 1.395(4) . ? C20 H20 0.9500 . ? C21 C22 1.390(4) . ? C21 C23 1.509(3) . ? C22 H22 0.9500 . ? C23 O11 1.257(3) . ? C23 O10 1.259(3) . ? C24 C25 1.383(4) . ? C24 C29 1.387(4) . ? C24 O12 1.394(3) . ? C25 C26 1.388(4) . ? C25 H25 0.9500 . ? C26 C27 1.395(4) . ? C26 H26 0.9500 . ? C27 C28 1.390(4) . ? C27 C30 1.482(4) . ? C28 C29 1.380(4) . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? C30 O14 1.260(3) . ? C30 O13 1.275(3) . ? C30 Co3 2.446(3) . ? C38 N2 1.346(3) . ? C38 C37 1.379(4) . ? C38 H38 0.9500 . ? C40 N2 1.339(3) . ? C40 C39 1.375(3) . ? C40 H40 0.9500 . ? C41 N3 1.340(3) . ? C41 C42 1.382(4) . ? C41 H41 0.9500 . ? C42 C43 1.397(3) . ? C42 H42 0.9500 . ? C43 C44 1.398(3) . ? C43 C46 1.479(3) . ? C44 C45 1.381(4) . ? C44 H44 0.9500 . ? C45 N3 1.335(3) . ? C45 H45 0.9500 . ? C46 C49 1.392(3) . ? C46 C47 1.393(3) . ? C47 C48 1.380(3) . ? C47 H47 0.9500 . ? C48 N4 1.341(3) . ? C48 H48 0.9500 . ? C49 C50 1.387(3) . ? C49 H49 0.9500 . ? C50 N4 1.345(3) . ? C50 H50 0.9500 . ? C51 N5 1.345(3) . ? C51 C52 1.391(4) . ? C51 H51 0.9500 . ? C52 C53 1.391(3) . ? C52 H52 0.9500 . ? C53 C52 1.391(3) 2_556 ? C53 C54 1.486(5) . ? C54 C55 1.390(3) 2_556 ? C54 C55 1.390(3) . ? C55 C56 1.388(4) . ? C55 H55 0.9500 . ? C56 N6 1.345(3) . ? C56 H56 0.9500 . ? N2 Co2 2.145(2) 1_565 ? N3 Co1 2.153(2) . ? N4 Co1 2.132(2) 1_565 ? N5 C51 1.345(3) 2_556 ? N5 Co3 2.202(3) . ? N6 C56 1.345(3) 2_556 ? N6 Co3 2.101(3) 1_545 ? O3 Co1 2.1142(17) 6_566 ? O4 Co1 2.3960(19) 6_566 ? O7 H7O 0.890(17) . ? O8 Co2 2.2432(18) . ? O9 Co2 2.1469(17) . ? O10 Co2 2.0525(17) 6_566 ? O11 Co1 2.0305(17) 6_566 ? O13 Co3 2.0648(18) . ? O14 Co3 2.2191(18) . ? Co3 O13 2.0648(18) 2_556 ? Co3 N6 2.101(3) 1_565 ? Co3 O14 2.2191(18) 2_556 ? Co3 C30 2.446(3) 2_556 ? C1 O2 1.251(3) . ? C1 O1 1.267(3) . ? C1 C2 1.510(3) . ? C2 C7 1.394(3) . ? C2 C3 1.395(3) . ? C3 C4 1.381(3) . ? C3 H3 0.9500 . ? C4 C5 1.384(4) . ? C4 O5 1.401(3) . ? C5 C6 1.388(3) . ? C5 H5 0.9500 . ? C6 C7 1.392(3) . ? C7 H7 0.9500 . ? C9 O5 1.382(3) . ? C31 N1 1.343(3) . ? C31 C32 1.388(4) . ? C31 H31 0.9500 . ? C32 C33 1.395(3) . ? C32 H32 0.9500 . ? C33 C34 1.392(3) . ? C33 C36 1.487(3) . ? C34 C35 1.376(3) . ? C34 H34 0.9500 . ? C35 N1 1.340(3) . ? C35 H35 0.9500 . ? C36 C39 1.396(3) . ? C36 C37 1.400(3) . ? C37 H37 0.9500 . ? C39 H39 0.9500 . ? N1 Co2 2.140(2) . ? O1 Co1 2.0485(17) . ? O2 Co2 2.0441(17) . ? Co1 O11 2.0305(17) 6_565 ? Co1 O3 2.1142(17) 6_565 ? Co1 N4 2.132(2) 1_545 ? Co1 O4 2.396(2) 6_565 ? Co2 O10 2.0525(17) 6_565 ? Co2 N2 2.145(2) 1_545 ? 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 O4 C8 O3 120.6(2) . . ? O4 C8 C6 120.8(2) . . ? O3 C8 C6 118.5(2) . . ? C11 C10 C9 118.2(2) . . ? C11 C10 H10 120.9 . . ? C9 C10 H10 120.9 . . ? C10 C11 C12 121.1(2) . . ? C10 C11 H11 119.4 . . ? C12 C11 H11 119.4 . . ? C13 C12 C11 119.1(2) . . ? C13 C12 C15 118.9(2) . . ? C11 C12 C15 121.9(2) . . ? C14 C13 C12 121.0(2) . . ? C14 C13 H13 119.5 . . ? C12 C13 H13 119.5 . . ? C13 C14 C9 118.5(2) . . ? C13 C14 H14 120.8 . . ? C9 C14 H14 120.8 . . ? O6 C15 O7 123.0(3) . . ? O6 C15 C12 124.5(3) . . ? O7 C15 C12 112.5(2) . . ? O8 C16 O9 120.8(2) . . ? O8 C16 C17 120.4(2) . . ? O9 C16 C17 118.8(2) . . ? C18 C17 C22 120.0(2) . . ? C18 C17 C16 120.2(2) . . ? C22 C17 C16 119.7(2) . . ? C19 C18 C17 119.2(2) . . ? C19 C18 H18 120.4 . . ? C17 C18 H18 120.4 . . ? C18 C19 C20 121.5(2) . . ? C18 C19 O12 118.0(2) . . ? C20 C19 O12 120.5(2) . . ? C19 C20 C21 119.1(2) . . ? C19 C20 H20 120.4 . . ? C21 C20 H20 120.4 . . ? C22 C21 C20 120.0(2) . . ? C22 C21 C23 119.9(2) . . ? C20 C21 C23 120.0(2) . . ? C21 C22 C17 120.0(2) . . ? C21 C22 H22 120.0 . . ? C17 C22 H22 120.0 . . ? O11 C23 O10 124.3(2) . . ? O11 C23 C21 118.1(2) . . ? O10 C23 C21 117.5(2) . . ? C25 C24 C29 121.1(3) . . ? C25 C24 O12 116.7(3) . . ? C29 C24 O12 122.2(2) . . ? C24 C25 C26 119.1(3) . . ? C24 C25 H25 120.5 . . ? C26 C25 H25 120.5 . . ? C25 C26 C27 120.4(2) . . ? C25 C26 H26 119.8 . . ? C27 C26 H26 119.8 . . ? C28 C27 C26 119.2(2) . . ? C28 C27 C30 120.5(2) . . ? C26 C27 C30 119.8(2) . . ? C29 C28 C27 120.7(3) . . ? C29 C28 H28 119.7 . . ? C27 C28 H28 119.7 . . ? C28 C29 C24 119.2(2) . . ? C28 C29 H29 120.4 . . ? C24 C29 H29 120.4 . . ? O14 C30 O13 118.9(2) . . ? O14 C30 C27 120.4(2) . . ? O13 C30 C27 120.1(2) . . ? O14 C30 Co3 64.59(14) . . ? O13 C30 Co3 57.57(13) . . ? C27 C30 Co3 153.90(18) . . ? N2 C38 C37 123.4(2) . . ? N2 C38 H38 118.3 . . ? C37 C38 H38 118.3 . . ? N2 C40 C39 123.5(2) . . ? N2 C40 H40 118.2 . . ? C39 C40 H40 118.2 . . ? N3 C41 C42 123.3(2) . . ? N3 C41 H41 118.4 . . ? C42 C41 H41 118.4 . . ? C41 C42 C43 120.2(2) . . ? C41 C42 H42 119.9 . . ? C43 C42 H42 119.9 . . ? C42 C43 C44 116.2(2) . . ? C42 C43 C46 121.9(2) . . ? C44 C43 C46 122.0(2) . . ? C45 C44 C43 119.7(2) . . ? C45 C44 H44 120.2 . . ? C43 C44 H44 120.2 . . ? N3 C45 C44 124.0(2) . . ? N3 C45 H45 118.0 . . ? C44 C45 H45 118.0 . . ? C49 C46 C47 116.3(2) . . ? C49 C46 C43 121.9(2) . . ? C47 C46 C43 121.8(2) . . ? C48 C47 C46 120.2(2) . . ? C48 C47 H47 119.9 . . ? C46 C47 H47 119.9 . . ? N4 C48 C47 123.5(2) . . ? N4 C48 H48 118.3 . . ? C47 C48 H48 118.3 . . ? C50 C49 C46 120.2(2) . . ? C50 C49 H49 119.9 . . ? C46 C49 H49 119.9 . . ? N4 C50 C49 123.0(2) . . ? N4 C50 H50 118.5 . . ? C49 C50 H50 118.5 . . ? N5 C51 C52 123.3(3) . . ? N5 C51 H51 118.4 . . ? C52 C51 H51 118.4 . . ? C51 C52 C53 119.2(3) . . ? C51 C52 H52 120.4 . . ? C53 C52 H52 120.4 . . ? C52 C53 C52 118.0(3) 2_556 . ? C52 C53 C54 121.02(16) 2_556 . ? C52 C53 C54 121.02(16) . . ? C55 C54 C55 117.9(3) 2_556 . ? C55 C54 C53 121.05(17) 2_556 . ? C55 C54 C53 121.05(17) . . ? C56 C55 C54 119.3(3) . . ? C56 C55 H55 120.4 . . ? C54 C55 H55 120.4 . . ? N6 C56 C55 123.0(3) . . ? N6 C56 H56 118.5 . . ? C55 C56 H56 118.5 . . ? C40 N2 C38 116.8(2) . . ? C40 N2 Co2 120.90(16) . 1_565 ? C38 N2 Co2 122.24(17) . 1_565 ? C45 N3 C41 116.7(2) . . ? C45 N3 Co1 120.66(17) . . ? C41 N3 Co1 122.62(16) . . ? C48 N4 C50 116.7(2) . . ? C48 N4 Co1 120.34(16) . 1_565 ? C50 N4 Co1 122.81(16) . 1_565 ? C51 N5 C51 117.1(3) 2_556 . ? C51 N5 Co3 121.43(16) 2_556 . ? C51 N5 Co3 121.43(16) . . ? C56 N6 C56 117.4(3) 2_556 . ? C56 N6 Co3 121.32(16) 2_556 1_545 ? C56 N6 Co3 121.32(16) . 1_545 ? C8 O3 Co1 96.74(15) . 6_566 ? C8 O4 Co1 84.30(16) . 6_566 ? C15 O7 H7O 108.6(19) . . ? C16 O8 Co2 87.50(15) . . ? C16 O9 Co2 91.51(14) . . ? C23 O10 Co2 118.14(16) . 6_566 ? C23 O11 Co1 161.63(16) . 6_566 ? C24 O12 C19 116.4(2) . . ? C30 O13 Co3 91.00(15) . . ? C30 O14 Co3 84.57(15) . . ? O13 Co3 O13 166.45(10) . 2_556 ? O13 Co3 N6 96.78(5) . 1_565 ? O13 Co3 N6 96.78(5) 2_556 1_565 ? O13 Co3 N5 83.22(5) . . ? O13 Co3 N5 83.22(5) 2_556 . ? N6 Co3 N5 180.000(2) 1_565 . ? O13 Co3 O14 61.14(7) . . ? O13 Co3 O14 117.24(7) 2_556 . ? N6 Co3 O14 96.07(5) 1_565 . ? N5 Co3 O14 83.93(5) . . ? O13 Co3 O14 117.24(7) . 2_556 ? O13 Co3 O14 61.14(7) 2_556 2_556 ? N6 Co3 O14 96.07(5) 1_565 2_556 ? N5 Co3 O14 83.93(5) . 2_556 ? O14 Co3 O14 167.87(10) . 2_556 ? O13 Co3 C30 31.43(8) . . ? O13 Co3 C30 142.89(8) 2_556 . ? N6 Co3 C30 103.68(6) 1_565 . ? N5 Co3 C30 76.32(6) . . ? O14 Co3 C30 30.84(8) . . ? O14 Co3 C30 143.96(8) 2_556 . ? O13 Co3 C30 142.89(8) . 2_556 ? O13 Co3 C30 31.43(8) 2_556 2_556 ? N6 Co3 C30 103.68(6) 1_565 2_556 ? N5 Co3 C30 76.32(6) . 2_556 ? O14 Co3 C30 143.96(8) . 2_556 ? O14 Co3 C30 30.84(8) 2_556 2_556 ? C30 Co3 C30 152.64(12) . 2_556 ? O2 C1 O1 123.8(2) . . ? O2 C1 C2 118.8(2) . . ? O1 C1 C2 117.4(2) . . ? C7 C2 C3 119.8(2) . . ? C7 C2 C1 120.0(2) . . ? C3 C2 C1 120.2(2) . . ? C4 C3 C2 119.1(2) . . ? C4 C3 H3 120.5 . . ? C2 C3 H3 120.5 . . ? C3 C4 C5 121.7(2) . . ? C3 C4 O5 118.2(2) . . ? C5 C4 O5 119.8(2) . . ? C4 C5 C6 119.1(2) . . ? C4 C5 H5 120.5 . . ? C6 C5 H5 120.5 . . ? C5 C6 C7 120.1(2) . . ? C5 C6 C8 119.3(2) . . ? C7 C6 C8 120.5(2) . . ? C6 C7 C2 120.1(2) . . ? C6 C7 H7 119.9 . . ? C2 C7 H7 119.9 . . ? O5 C9 C14 122.7(2) . . ? O5 C9 C10 115.2(2) . . ? C14 C9 C10 122.1(2) . . ? N1 C31 C32 123.6(2) . . ? N1 C31 H31 118.2 . . ? C32 C31 H31 118.2 . . ? C31 C32 C33 119.4(2) . . ? C31 C32 H32 120.3 . . ? C33 C32 H32 120.3 . . ? C34 C33 C32 116.8(2) . . ? C34 C33 C36 120.7(2) . . ? C32 C33 C36 122.5(2) . . ? C35 C34 C33 120.0(2) . . ? C35 C34 H34 120.0 . . ? C33 C34 H34 120.0 . . ? N1 C35 C34 123.7(2) . . ? N1 C35 H35 118.1 . . ? C34 C35 H35 118.1 . . ? C39 C36 C37 116.4(2) . . ? C39 C36 C33 121.4(2) . . ? C37 C36 C33 122.2(2) . . ? C38 C37 C36 119.7(2) . . ? C38 C37 H37 120.1 . . ? C36 C37 H37 120.1 . . ? C40 C39 C36 120.1(2) . . ? C40 C39 H39 120.0 . . ? C36 C39 H39 120.0 . . ? C35 N1 C31 116.5(2) . . ? C35 N1 Co2 124.21(17) . . ? C31 N1 Co2 119.31(17) . . ? C1 O1 Co1 117.43(16) . . ? C1 O2 Co2 158.88(16) . . ? C9 O5 C4 119.05(19) . . ? O11 Co1 O1 121.93(7) 6_565 . ? O11 Co1 O3 93.13(7) 6_565 6_565 ? O1 Co1 O3 144.87(7) . 6_565 ? O11 Co1 N4 90.97(7) 6_565 1_545 ? O1 Co1 N4 92.18(7) . 1_545 ? O3 Co1 N4 89.20(7) 6_565 1_545 ? O11 Co1 N3 87.37(7) 6_565 . ? O1 Co1 N3 87.05(7) . . ? O3 Co1 N3 92.84(7) 6_565 . ? N4 Co1 N3 177.44(8) 1_545 . ? O11 Co1 O4 151.03(6) 6_565 6_565 ? O1 Co1 O4 87.04(6) . 6_565 ? O3 Co1 O4 57.90(6) 6_565 6_565 ? N4 Co1 O4 88.29(7) 1_545 6_565 ? N3 Co1 O4 94.10(7) . 6_565 ? O2 Co2 O10 121.34(7) . 6_565 ? O2 Co2 N1 91.81(7) . . ? O10 Co2 N1 90.63(7) 6_565 . ? O2 Co2 N2 87.54(7) . 1_545 ? O10 Co2 N2 86.72(7) 6_565 1_545 ? N1 Co2 N2 176.43(8) . 1_545 ? O2 Co2 O9 91.37(7) . . ? O10 Co2 O9 146.73(7) 6_565 . ? N1 Co2 O9 94.51(7) . . ? N2 Co2 O9 89.01(7) 1_545 . ? O2 Co2 O8 151.11(7) . . ? O10 Co2 O8 87.55(7) 6_565 . ? N1 Co2 O8 87.61(7) . . ? N2 Co2 O8 94.66(7) 1_545 . ? O9 Co2 O8 59.92(6) . . ? 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 C9 C10 C11 C12 -0.1(4) . . . . ? C10 C11 C12 C13 0.1(4) . . . . ? C10 C11 C12 C15 -178.5(2) . . . . ? C11 C12 C13 C14 0.5(4) . . . . ? C15 C12 C13 C14 179.2(2) . . . . ? C12 C13 C14 C9 -1.0(4) . . . . ? C13 C12 C15 O6 -6.6(4) . . . . ? C11 C12 C15 O6 172.0(3) . . . . ? C13 C12 C15 O7 174.2(2) . . . . ? C11 C12 C15 O7 -7.2(4) . . . . ? O8 C16 C17 C18 -13.6(4) . . . . ? O9 C16 C17 C18 164.8(2) . . . . ? O8 C16 C17 C22 170.6(2) . . . . ? O9 C16 C17 C22 -11.0(3) . . . . ? C22 C17 C18 C19 -0.7(4) . . . . ? C16 C17 C18 C19 -176.6(2) . . . . ? C17 C18 C19 C20 -2.7(4) . . . . ? C17 C18 C19 O12 178.6(2) . . . . ? C18 C19 C20 C21 4.0(4) . . . . ? O12 C19 C20 C21 -177.4(2) . . . . ? C19 C20 C21 C22 -1.8(4) . . . . ? C19 C20 C21 C23 174.9(2) . . . . ? C20 C21 C22 C17 -1.6(4) . . . . ? C23 C21 C22 C17 -178.3(2) . . . . ? C18 C17 C22 C21 2.9(4) . . . . ? C16 C17 C22 C21 178.7(2) . . . . ? C22 C21 C23 O11 3.2(3) . . . . ? C20 C21 C23 O11 -173.4(2) . . . . ? C22 C21 C23 O10 -177.1(2) . . . . ? C20 C21 C23 O10 6.2(3) . . . . ? C29 C24 C25 C26 -3.6(4) . . . . ? O12 C24 C25 C26 177.6(2) . . . . ? C24 C25 C26 C27 -0.9(4) . . . . ? C25 C26 C27 C28 3.9(4) . . . . ? C25 C26 C27 C30 -167.7(2) . . . . ? C26 C27 C28 C29 -2.4(4) . . . . ? C30 C27 C28 C29 169.1(2) . . . . ? C27 C28 C29 C24 -2.0(4) . . . . ? C25 C24 C29 C28 5.1(4) . . . . ? O12 C24 C29 C28 -176.2(2) . . . . ? C28 C27 C30 O14 -21.1(4) . . . . ? C26 C27 C30 O14 150.4(3) . . . . ? C28 C27 C30 O13 168.1(2) . . . . ? C26 C27 C30 O13 -20.4(4) . . . . ? C28 C27 C30 Co3 -114.9(4) . . . . ? C26 C27 C30 Co3 56.6(5) . . . . ? N3 C41 C42 C43 1.0(4) . . . . ? C41 C42 C43 C44 0.1(4) . . . . ? C41 C42 C43 C46 -179.7(2) . . . . ? C42 C43 C44 C45 -0.9(4) . . . . ? C46 C43 C44 C45 178.9(2) . . . . ? C43 C44 C45 N3 0.7(4) . . . . ? C42 C43 C46 C49 166.4(2) . . . . ? C44 C43 C46 C49 -13.4(4) . . . . ? C42 C43 C46 C47 -13.7(4) . . . . ? C44 C43 C46 C47 166.5(3) . . . . ? C49 C46 C47 C48 1.7(4) . . . . ? C43 C46 C47 C48 -178.2(2) . . . . ? C46 C47 C48 N4 -1.1(4) . . . . ? C47 C46 C49 C50 -0.7(4) . . . . ? C43 C46 C49 C50 179.2(2) . . . . ? C46 C49 C50 N4 -1.0(4) . . . . ? N5 C51 C52 C53 -2.9(4) . . . . ? C51 C52 C53 C52 1.35(18) . . . 2_556 ? C51 C52 C53 C54 -178.65(18) . . . . ? C52 C53 C54 C55 -52.73(18) 2_556 . . 2_556 ? C52 C53 C54 C55 127.27(18) . . . 2_556 ? C52 C53 C54 C55 127.27(18) 2_556 . . . ? C52 C53 C54 C55 -52.73(18) . . . . ? C55 C54 C55 C56 1.16(17) 2_556 . . . ? C53 C54 C55 C56 -178.85(17) . . . . ? C54 C55 C56 N6 -2.5(4) . . . . ? C39 C40 N2 C38 0.7(4) . . . . ? C39 C40 N2 Co2 178.86(19) . . . 1_565 ? C37 C38 N2 C40 -0.5(4) . . . . ? C37 C38 N2 Co2 -178.6(2) . . . 1_565 ? C44 C45 N3 C41 0.4(4) . . . . ? C44 C45 N3 Co1 -177.5(2) . . . . ? C42 C41 N3 C45 -1.2(4) . . . . ? C42 C41 N3 Co1 176.6(2) . . . . ? C47 C48 N4 C50 -0.5(4) . . . . ? C47 C48 N4 Co1 175.7(2) . . . 1_565 ? C49 C50 N4 C48 1.6(4) . . . . ? C49 C50 N4 Co1 -174.54(19) . . . 1_565 ? C52 C51 N5 C51 1.46(19) . . . 2_556 ? C52 C51 N5 Co3 -178.54(19) . . . . ? C55 C56 N6 C56 1.25(18) . . . 2_556 ? C55 C56 N6 Co3 -178.75(18) . . . 1_545 ? O4 C8 O3 Co1 7.2(2) . . . 6_566 ? C6 C8 O3 Co1 -171.17(18) . . . 6_566 ? O3 C8 O4 Co1 -6.3(2) . . . 6_566 ? C6 C8 O4 Co1 172.0(2) . . . 6_566 ? O9 C16 O8 Co2 -4.7(2) . . . . ? C17 C16 O8 Co2 173.7(2) . . . . ? O8 C16 O9 Co2 4.9(2) . . . . ? C17 C16 O9 Co2 -173.49(19) . . . . ? O11 C23 O10 Co2 9.1(3) . . . 6_566 ? C21 C23 O10 Co2 -170.53(15) . . . 6_566 ? O10 C23 O11 Co1 -77.1(6) . . . 6_566 ? C21 C23 O11 Co1 102.5(5) . . . 6_566 ? C25 C24 O12 C19 -151.7(2) . . . . ? C29 C24 O12 C19 29.6(4) . . . . ? C18 C19 O12 C24 -130.4(3) . . . . ? C20 C19 O12 C24 51.0(3) . . . . ? O14 C30 O13 Co3 -21.5(2) . . . . ? C27 C30 O13 Co3 149.5(2) . . . . ? O13 C30 O14 Co3 20.0(2) . . . . ? C27 C30 O14 Co3 -150.9(2) . . . . ? C30 O13 Co3 O13 -74.80(14) . . . 2_556 ? C30 O13 Co3 N6 105.20(14) . . . 1_565 ? C30 O13 Co3 N5 -74.80(14) . . . . ? C30 O13 Co3 O14 11.99(14) . . . . ? C30 O13 Co3 O14 -154.37(14) . . . 2_556 ? C30 O13 Co3 C30 -131.3(2) . . . 2_556 ? C51 N5 Co3 O13 119.30(14) 2_556 . . . ? C51 N5 Co3 O13 -60.70(14) . . . . ? C51 N5 Co3 O13 -60.70(14) 2_556 . . 2_556 ? C51 N5 Co3 O13 119.30(14) . . . 2_556 ? C51 N5 Co3 N6 25(33) 2_556 . . 1_565 ? C51 N5 Co3 N6 -155(30) . . . 1_565 ? C51 N5 Co3 O14 57.74(14) 2_556 . . . ? C51 N5 Co3 O14 -122.26(14) . . . . ? C51 N5 Co3 O14 -122.26(14) 2_556 . . 2_556 ? C51 N5 Co3 O14 57.74(14) . . . 2_556 ? C51 N5 Co3 C30 88.11(15) 2_556 . . . ? C51 N5 Co3 C30 -91.89(15) . . . . ? C51 N5 Co3 C30 -91.89(15) 2_556 . . 2_556 ? C51 N5 Co3 C30 88.11(15) . . . 2_556 ? C30 O14 Co3 O13 -12.20(14) . . . . ? C30 O14 Co3 O13 152.54(14) . . . 2_556 ? C30 O14 Co3 N6 -106.61(14) . . . 1_565 ? C30 O14 Co3 N5 73.39(14) . . . . ? C30 O14 Co3 O14 73.39(14) . . . 2_556 ? C30 O14 Co3 C30 130.0(2) . . . 2_556 ? O14 C30 Co3 O13 159.2(2) . . . . ? C27 C30 Co3 O13 -93.1(5) . . . . ? O14 C30 Co3 O13 -42.8(2) . . . 2_556 ? O13 C30 Co3 O13 157.99(17) . . . 2_556 ? C27 C30 Co3 O13 64.9(5) . . . 2_556 ? O14 C30 Co3 N6 78.73(14) . . . 1_565 ? O13 C30 Co3 N6 -80.48(14) . . . 1_565 ? C27 C30 Co3 N6 -173.6(4) . . . 1_565 ? O14 C30 Co3 N5 -101.27(14) . . . . ? O13 C30 Co3 N5 99.52(14) . . . . ? C27 C30 Co3 N5 6.4(4) . . . . ? O13 C30 Co3 O14 -159.2(2) . . . . ? C27 C30 Co3 O14 107.7(5) . . . . ? O14 C30 Co3 O14 -159.98(16) . . . 2_556 ? O13 C30 Co3 O14 40.8(2) . . . 2_556 ? C27 C30 Co3 O14 -52.3(5) . . . 2_556 ? O14 C30 Co3 C30 -101.27(14) . . . 2_556 ? O13 C30 Co3 C30 99.52(14) . . . 2_556 ? C27 C30 Co3 C30 6.4(4) . . . 2_556 ? O2 C1 C2 C7 9.2(3) . . . . ? O1 C1 C2 C7 -172.0(2) . . . . ? O2 C1 C2 C3 -167.6(2) . . . . ? O1 C1 C2 C3 11.2(3) . . . . ? C7 C2 C3 C4 0.4(4) . . . . ? C1 C2 C3 C4 177.2(2) . . . . ? C2 C3 C4 C5 3.2(4) . . . . ? C2 C3 C4 O5 -169.8(2) . . . . ? C3 C4 C5 C6 -4.0(4) . . . . ? O5 C4 C5 C6 168.9(2) . . . . ? C4 C5 C6 C7 1.1(4) . . . . ? C4 C5 C6 C8 -174.2(2) . . . . ? O4 C8 C6 C5 -22.6(4) . . . . ? O3 C8 C6 C5 155.7(2) . . . . ? O4 C8 C6 C7 162.0(2) . . . . ? O3 C8 C6 C7 -19.6(3) . . . . ? C5 C6 C7 C2 2.4(4) . . . . ? C8 C6 C7 C2 177.7(2) . . . . ? C3 C2 C7 C6 -3.2(4) . . . . ? C1 C2 C7 C6 180.0(2) . . . . ? C13 C14 C9 O5 179.3(2) . . . . ? C13 C14 C9 C10 1.0(4) . . . . ? C11 C10 C9 O5 -178.9(2) . . . . ? C11 C10 C9 C14 -0.4(4) . . . . ? N1 C31 C32 C33 0.7(4) . . . . ? C31 C32 C33 C34 0.6(4) . . . . ? C31 C32 C33 C36 -179.0(2) . . . . ? C32 C33 C34 C35 -1.7(4) . . . . ? C36 C33 C34 C35 177.8(2) . . . . ? C33 C34 C35 N1 1.7(4) . . . . ? C34 C33 C36 C39 -11.5(3) . . . . ? C32 C33 C36 C39 168.0(2) . . . . ? C34 C33 C36 C37 168.6(2) . . . . ? C32 C33 C36 C37 -11.9(4) . . . . ? N2 C38 C37 C36 0.0(4) . . . . ? C39 C36 C37 C38 0.4(4) . . . . ? C33 C36 C37 C38 -179.7(2) . . . . ? N2 C40 C39 C36 -0.4(4) . . . . ? C37 C36 C39 C40 -0.2(4) . . . . ? C33 C36 C39 C40 179.9(2) . . . . ? C34 C35 N1 C31 -0.5(4) . . . . ? C34 C35 N1 Co2 -179.34(19) . . . . ? C32 C31 N1 C35 -0.8(4) . . . . ? C32 C31 N1 Co2 178.2(2) . . . . ? O2 C1 O1 Co1 4.8(3) . . . . ? C2 C1 O1 Co1 -173.93(15) . . . . ? O1 C1 O2 Co2 -82.5(5) . . . . ? C2 C1 O2 Co2 96.2(5) . . . . ? C14 C9 O5 C4 7.2(3) . . . . ? C10 C9 O5 C4 -174.4(2) . . . . ? C3 C4 O5 C9 -102.8(3) . . . . ? C5 C4 O5 C9 84.0(3) . . . . ? C1 O1 Co1 O11 18.94(19) . . . 6_565 ? C1 O1 Co1 O3 -165.29(15) . . . 6_565 ? C1 O1 Co1 N4 -73.57(17) . . . 1_545 ? C1 O1 Co1 N3 103.99(17) . . . . ? C1 O1 Co1 O4 -161.75(17) . . . 6_565 ? C45 N3 Co1 O11 156.9(2) . . . 6_565 ? C41 N3 Co1 O11 -20.9(2) . . . 6_565 ? C45 N3 Co1 O1 34.8(2) . . . . ? C41 N3 Co1 O1 -143.0(2) . . . . ? C45 N3 Co1 O3 -110.1(2) . . . 6_565 ? C41 N3 Co1 O3 72.1(2) . . . 6_565 ? C45 N3 Co1 N4 107.3(18) . . . 1_545 ? C41 N3 Co1 N4 -70.5(19) . . . 1_545 ? C45 N3 Co1 O4 -52.1(2) . . . 6_565 ? C41 N3 Co1 O4 130.14(19) . . . 6_565 ? C1 O2 Co2 O10 86.6(5) . . . 6_565 ? C1 O2 Co2 N1 -5.2(5) . . . . ? C1 O2 Co2 N2 171.3(5) . . . 1_545 ? C1 O2 Co2 O9 -99.8(5) . . . . ? C1 O2 Co2 O8 -93.5(5) . . . . ? C35 N1 Co2 O2 -9.87(19) . . . . ? C31 N1 Co2 O2 171.28(19) . . . . ? C35 N1 Co2 O10 -131.25(19) . . . 6_565 ? C31 N1 Co2 O10 49.90(19) . . . 6_565 ? C35 N1 Co2 N2 -89.3(13) . . . 1_545 ? C31 N1 Co2 N2 91.8(13) . . . 1_545 ? C35 N1 Co2 O9 81.65(19) . . . . ? C31 N1 Co2 O9 -97.20(19) . . . . ? C35 N1 Co2 O8 141.23(19) . . . . ? C31 N1 Co2 O8 -37.63(19) . . . . ? C16 O9 Co2 O2 173.80(14) . . . . ? C16 O9 Co2 O10 -16.2(2) . . . 6_565 ? C16 O9 Co2 N1 81.87(15) . . . . ? C16 O9 Co2 N2 -98.69(15) . . . 1_545 ? C16 O9 Co2 O8 -2.73(13) . . . . ? C16 O8 Co2 O2 -4.4(2) . . . . ? C16 O8 Co2 O10 175.42(14) . . . 6_565 ? C16 O8 Co2 N1 -93.86(14) . . . . ? C16 O8 Co2 N2 88.91(14) . . . 1_545 ? C16 O8 Co2 O9 2.76(13) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O7 H7O O13 0.890(17) 1.710(18) 2.591(3) 170(3) 3_545 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.07 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.003 _refine_diff_density_min -0.415 _refine_diff_density_rms 0.101 _database_code_depnum_ccdc_archive 'CCDC 930761' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_6 #TrackingRef 'combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H44 Co3 N4 O15' _chemical_formula_weight 1189.74 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 _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number No.2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.6355(11) _cell_length_b 12.1928(13) _cell_length_c 23.234(3) _cell_angle_alpha 82.255(2) _cell_angle_beta 78.694(2) _cell_angle_gamma 71.046(2) _cell_volume 2524.0(5) _cell_formula_units_Z 2 _cell_measurement_temperature 185(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.565 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1218 _exptl_absorpt_coefficient_mu 1.051 _exptl_absorpt_correction_type multi-scans _exptl_absorpt_correction_T_min 0.8415 _exptl_absorpt_correction_T_max 0.8668 _exptl_absorpt_process_details 'SADABS, Sheldrick, 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 185(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 ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13901 _diffrn_reflns_av_R_equivalents 0.0355 _diffrn_reflns_av_sigmaI/netI 0.0835 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 0.90 _diffrn_reflns_theta_max 25.99 _reflns_number_total 9699 _reflns_number_gt 5836 _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, 1997)' _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^)+(0.0464P)^2^+2.5269P] 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 9699 _refine_ls_number_parameters 703 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1019 _refine_ls_R_factor_gt 0.0560 _refine_ls_wR_factor_ref 0.1445 _refine_ls_wR_factor_gt 0.1182 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _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 C8 C -0.6261(5) 0.7029(4) 0.2489(2) 0.0175(10) Uani 1 1 d . . . C12 C -0.3329(5) 0.5666(4) -0.0643(2) 0.0208(11) Uani 1 1 d . . . C13 C -0.2248(6) 0.4627(5) -0.0508(2) 0.0313(13) Uani 1 1 d . . . H13 H -0.1684 0.4142 -0.0814 0.038 Uiso 1 1 calc R . . C15 C -0.3551(5) 0.6032(4) -0.1269(2) 0.0215(11) Uani 1 1 d . . . C16 C 0.1201(5) 0.2773(4) 0.2499(2) 0.0188(10) Uani 1 1 d . . . C17 C -0.0374(5) 0.3273(4) 0.27741(19) 0.0156(10) Uani 1 1 d . . . C18 C -0.1512(5) 0.3005(4) 0.2593(2) 0.0166(10) Uani 1 1 d . . . H18 H -0.1286 0.2485 0.2294 0.020 Uiso 1 1 calc R . . C19 C -0.2986(5) 0.3500(4) 0.2851(2) 0.0189(10) Uani 1 1 d . . . C20 C -0.3300(5) 0.4235(4) 0.3301(2) 0.0200(11) Uani 1 1 d . . . H20 H -0.4300 0.4586 0.3476 0.024 Uiso 1 1 calc R . . C21 C -0.2152(5) 0.4453(4) 0.34920(19) 0.0195(11) Uani 1 1 d . . . C22 C -0.0692(5) 0.3987(4) 0.32333(19) 0.0157(10) Uani 1 1 d . . . H22 H 0.0085 0.4151 0.3367 0.019 Uiso 1 1 calc R . . C23 C -0.2144(5) 0.4910(4) 0.4468(2) 0.0184(10) Uani 1 1 d . . . C24 C -0.2677(6) 0.5748(5) 0.4871(2) 0.0395(16) Uani 1 1 d . . . H24 H -0.3231 0.6515 0.4750 0.047 Uiso 1 1 calc R . . C25 C -0.2426(6) 0.5500(5) 0.5442(2) 0.0378(15) Uani 1 1 d . . . H25 H -0.2803 0.6093 0.5709 0.045 Uiso 1 1 calc R . . C26 C -0.1624(5) 0.4386(4) 0.5632(2) 0.0213(11) Uani 1 1 d . . . C27 C -0.1064(6) 0.3545(4) 0.5228(2) 0.0272(12) Uani 1 1 d . . . H27 H -0.0508 0.2780 0.5351 0.033 Uiso 1 1 calc R . . C28 C -0.1302(6) 0.3802(4) 0.4645(2) 0.0278(12) Uani 1 1 d . . . H28 H -0.0890 0.3222 0.4371 0.033 Uiso 1 1 calc R . . C29 C 0.1409(5) 0.5913(4) 0.3732(2) 0.0200(11) Uani 1 1 d . . . C30 C 0.5725(5) 0.3302(4) 0.2649(2) 0.0193(11) Uani 1 1 d . . . C31 C 0.3316(5) 0.1722(4) 0.3567(2) 0.0257(12) Uani 1 1 d . . . H31 H 0.3251 0.2521 0.3536 0.031 Uiso 1 1 calc R . . C32 C 0.2851(6) 0.1217(4) 0.4114(2) 0.0278(12) Uani 1 1 d . . . H32 H 0.2462 0.1670 0.4444 0.033 Uiso 1 1 calc R . . C33 C 0.2960(5) 0.0046(4) 0.4172(2) 0.0267(12) Uani 1 1 d . . . C34 C 0.3540(5) -0.0576(4) 0.3678(2) 0.0274(12) Uani 1 1 d . . . H34 H 0.3649 -0.1382 0.3701 0.033 Uiso 1 1 calc R . . C35 C 0.3960(5) -0.0005(4) 0.3149(2) 0.0250(11) Uani 1 1 d . . . H35 H 0.4346 -0.0442 0.2812 0.030 Uiso 1 1 calc R . . C36 C 0.2501(6) -0.0548(5) 0.4758(2) 0.0322(13) Uani 1 1 d . . . H36A H 0.1942 -0.1066 0.4701 0.039 Uiso 1 1 calc R . . H36B H 0.1835 0.0045 0.5024 0.039 Uiso 1 1 calc R . . C37 C 0.3849(6) -0.1256(4) 0.5040(2) 0.0303(12) Uani 1 1 d . . . H37A H 0.4429 -0.0740 0.5079 0.036 Uiso 1 1 calc R . . H37B H 0.4492 -0.1865 0.4778 0.036 Uiso 1 1 calc R . . C38 C 0.3434(6) -0.1833(4) 0.5646(2) 0.0271(12) Uani 1 1 d . . . H38A H 0.2930 -0.2401 0.5605 0.033 Uiso 1 1 calc R . . H38B H 0.4353 -0.2264 0.5810 0.033 Uiso 1 1 calc R . . C39 C 0.2430(6) -0.0963(4) 0.6067(2) 0.0228(11) Uani 1 1 d . . . C40 C 0.0976(6) -0.0896(4) 0.6277(2) 0.0308(13) Uani 1 1 d . . . H40 H 0.0574 -0.1438 0.6168 0.037 Uiso 1 1 calc R . . C41 C 0.0090(6) -0.0053(4) 0.6644(2) 0.0278(12) Uani 1 1 d . . . H41 H -0.0914 -0.0032 0.6780 0.033 Uiso 1 1 calc R . . C42 C 0.2003(5) 0.0685(5) 0.6611(2) 0.0342(14) Uani 1 1 d . . . H42 H 0.2379 0.1240 0.6724 0.041 Uiso 1 1 calc R . . C43 C 0.2930(6) -0.0138(5) 0.6246(2) 0.0358(14) Uani 1 1 d . . . H43 H 0.3929 -0.0144 0.6112 0.043 Uiso 1 1 calc R . . C44 C 0.1658(5) 0.8150(4) 0.1401(2) 0.0244(11) Uani 1 1 d . . . H44 H 0.2000 0.7324 0.1440 0.029 Uiso 1 1 calc R . . C45 C 0.1772(5) 0.8699(4) 0.0847(2) 0.0262(12) Uani 1 1 d . . . H45 H 0.2181 0.8250 0.0515 0.031 Uiso 1 1 calc R . . C46 C 0.1298(6) 0.9900(4) 0.0766(2) 0.0283(12) Uani 1 1 d . . . C47 C 0.0732(6) 1.0483(4) 0.1272(2) 0.0306(13) Uani 1 1 d . . . H47 H 0.0391 1.1309 0.1243 0.037 Uiso 1 1 calc R . . C48 C 0.0654(6) 0.9894(4) 0.1813(2) 0.0282(12) Uani 1 1 d . . . H48 H 0.0278 1.0330 0.2150 0.034 Uiso 1 1 calc R . . C49 C 0.1335(7) 1.0549(5) 0.0153(2) 0.0379(14) Uani 1 1 d . . . H49A H 0.1829 0.9974 -0.0144 0.046 Uiso 1 1 calc R . . H49B H 0.0299 1.0929 0.0083 0.046 Uiso 1 1 calc R . . C50 C 0.2122(6) 1.1457(4) 0.0062(2) 0.0312(13) Uani 1 1 d . . . H50A H 0.3158 1.1092 0.0136 0.037 Uiso 1 1 calc R . . H50B H 0.1613 1.2058 0.0345 0.037 Uiso 1 1 calc R . . C51 C 0.2130(6) 1.2028(4) -0.0573(2) 0.0290(12) Uani 1 1 d . . . H51A H 0.1096 1.2342 -0.0653 0.035 Uiso 1 1 calc R . . H51B H 0.2542 1.2685 -0.0613 0.035 Uiso 1 1 calc R . . C52 C 0.3042(6) 1.1172(4) -0.1019(2) 0.0246(11) Uani 1 1 d . . . C53 C 0.4573(6) 1.0661(5) -0.1038(2) 0.0342(13) Uani 1 1 d . . . H53 H 0.5078 1.0893 -0.0786 0.041 Uiso 1 1 calc R . . C54 C 0.5344(6) 0.9822(5) -0.1421(2) 0.0368(15) Uani 1 1 d . . . H54 H 0.6379 0.9472 -0.1419 0.044 Uiso 1 1 calc R . . C55 C 0.3287(5) 1.0002(4) -0.1803(2) 0.0268(12) Uani 1 1 d . . . H55 H 0.2824 0.9800 -0.2080 0.032 Uiso 1 1 calc R . . C56 C 0.2426(6) 1.0846(4) -0.1422(2) 0.0319(13) Uani 1 1 d . . . H56 H 0.1400 1.1198 -0.1443 0.038 Uiso 1 1 calc R . . N1 N 0.3855(4) 0.1129(3) 0.30813(17) 0.0200(9) Uani 1 1 d . . . N2 N 0.0577(4) 0.0734(3) 0.68165(17) 0.0202(9) Uani 1 1 d . . . N3 N 0.1083(4) 0.8726(3) 0.18946(17) 0.0213(9) Uani 1 1 d . . . N4 N 0.4710(4) 0.9471(3) -0.17983(17) 0.0223(9) Uani 1 1 d . . . O1W O -0.7329(7) 0.7958(6) -0.0858(3) 0.131(3) Uani 1 1 d . . . O3 O -0.6730(3) 0.7939(3) 0.27509(15) 0.0244(8) Uani 1 1 d . . . O4 O -0.7174(3) 0.6535(3) 0.24025(13) 0.0175(7) Uani 1 1 d . . . O6 O -0.3158(3) 0.5243(3) -0.16166(13) 0.0215(8) Uani 1 1 d . . . O7 O -0.4119(4) 0.7110(3) -0.13988(14) 0.0271(8) Uani 1 1 d . . . O8 O 0.2151(3) 0.3255(3) 0.25831(14) 0.0197(7) Uani 1 1 d . . . O9 O 0.1637(4) 0.1903(3) 0.22078(15) 0.0260(8) Uani 1 1 d . . . O10 O -0.2535(3) 0.5257(3) 0.39187(14) 0.0230(8) Uani 1 1 d . . . O11 O 0.0920(4) 0.6978(3) 0.35749(14) 0.0257(8) Uani 1 1 d . . . O12 O 0.1776(3) 0.5070(3) 0.34122(13) 0.0209(7) Uani 1 1 d . . . O13 O 0.5960(4) 0.2405(3) 0.23843(15) 0.0252(8) Uani 1 1 d . . . O14 O 0.4497(3) 0.4055(3) 0.27738(15) 0.0251(8) Uani 1 1 d . . . C1 C -0.0750(5) 0.6471(4) 0.23515(19) 0.0165(10) Uani 1 1 d . . . C2 C -0.2053(5) 0.6309(4) 0.2142(2) 0.0161(10) Uani 1 1 d . . . C3 C -0.3524(5) 0.6822(4) 0.2393(2) 0.0168(10) Uani 1 1 d . . . H3 H -0.3753 0.7362 0.2683 0.020 Uiso 1 1 calc R . . C4 C -0.4659(5) 0.6538(4) 0.2217(2) 0.0166(10) Uani 1 1 d . . . C5 C -0.4344(5) 0.5788(4) 0.1778(2) 0.0177(10) Uani 1 1 d . . . H5 H -0.5121 0.5589 0.1665 0.021 Uiso 1 1 calc R . . C6 C -0.2882(5) 0.5329(4) 0.15057(19) 0.0166(10) Uani 1 1 d . . . C7 C -0.1735(5) 0.5558(4) 0.1698(2) 0.0177(10) Uani 1 1 d . . . H7 H -0.0733 0.5203 0.1527 0.021 Uiso 1 1 calc R . . C9 C -0.2853(5) 0.4973(4) 0.0512(2) 0.0203(11) Uani 1 1 d . . . C10 C -0.3960(5) 0.5991(4) 0.0389(2) 0.0242(11) Uani 1 1 d . . . H10 H -0.4569 0.6454 0.0696 0.029 Uiso 1 1 calc R . . C11 C -0.4162(6) 0.6320(4) -0.0186(2) 0.0276(12) Uani 1 1 d . . . H11 H -0.4906 0.7026 -0.0271 0.033 Uiso 1 1 calc R . . C14 C -0.1989(6) 0.4294(4) 0.0062(2) 0.0286(13) Uani 1 1 d . . . H14 H -0.1221 0.3603 0.0145 0.034 Uiso 1 1 calc R . . O1 O 0.0449(3) 0.5669(3) 0.22557(14) 0.0212(7) Uani 1 1 d . . . O2 O -0.0933(3) 0.7398(3) 0.25831(14) 0.0211(7) Uani 1 1 d . . . O5 O -0.2500(3) 0.4556(3) 0.10665(14) 0.0210(8) Uani 1 1 d . . . Co1 Co 0.24678(7) 0.49023(5) 0.25153(3) 0.01481(15) Uani 1 1 d . . . Co2 Co 0.41226(7) 0.20527(5) 0.22239(3) 0.01830(17) Uani 1 1 d . . . Co3 Co 0.08725(7) 0.77997(5) 0.27538(3) 0.01680(16) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C8 0.014(2) 0.021(3) 0.019(3) 0.002(2) -0.004(2) -0.008(2) C12 0.026(3) 0.020(3) 0.019(3) -0.007(2) -0.002(2) -0.009(2) C13 0.031(3) 0.036(3) 0.023(3) -0.012(2) -0.005(2) -0.001(2) C15 0.016(3) 0.031(3) 0.021(3) -0.007(2) -0.001(2) -0.011(2) C16 0.019(3) 0.019(2) 0.021(3) 0.002(2) -0.004(2) -0.010(2) C17 0.015(2) 0.021(2) 0.012(2) 0.0043(19) -0.0013(19) -0.0095(19) C18 0.017(2) 0.018(2) 0.016(2) 0.0004(19) -0.003(2) -0.0082(19) C19 0.019(3) 0.023(3) 0.016(3) 0.001(2) -0.004(2) -0.008(2) C20 0.014(2) 0.027(3) 0.018(3) -0.001(2) -0.004(2) -0.004(2) C21 0.026(3) 0.025(3) 0.010(2) -0.002(2) -0.005(2) -0.009(2) C22 0.021(3) 0.018(2) 0.012(2) 0.0041(19) -0.0042(19) -0.012(2) C23 0.018(3) 0.024(3) 0.013(2) -0.001(2) 0.000(2) -0.008(2) C24 0.055(4) 0.029(3) 0.026(3) -0.007(3) -0.020(3) 0.009(3) C25 0.052(4) 0.031(3) 0.027(3) -0.016(3) -0.017(3) 0.004(3) C26 0.021(3) 0.030(3) 0.015(3) -0.007(2) -0.004(2) -0.009(2) C27 0.038(3) 0.017(3) 0.025(3) -0.007(2) -0.010(2) -0.002(2) C28 0.035(3) 0.027(3) 0.020(3) -0.010(2) -0.003(2) -0.005(2) C29 0.017(3) 0.029(3) 0.015(3) -0.003(2) -0.001(2) -0.009(2) C30 0.017(3) 0.022(3) 0.018(3) 0.002(2) -0.002(2) -0.008(2) C31 0.029(3) 0.024(3) 0.023(3) -0.005(2) -0.006(2) -0.006(2) C32 0.032(3) 0.027(3) 0.021(3) -0.006(2) 0.001(2) -0.006(2) C33 0.024(3) 0.034(3) 0.019(3) 0.003(2) -0.002(2) -0.008(2) C34 0.029(3) 0.025(3) 0.030(3) -0.004(2) -0.005(2) -0.010(2) C35 0.022(3) 0.026(3) 0.025(3) -0.006(2) 0.001(2) -0.006(2) C36 0.031(3) 0.039(3) 0.026(3) -0.002(3) 0.000(2) -0.013(2) C37 0.034(3) 0.028(3) 0.025(3) -0.004(2) 0.001(2) -0.007(2) C38 0.035(3) 0.018(3) 0.023(3) 0.002(2) 0.003(2) -0.007(2) C39 0.032(3) 0.017(2) 0.015(3) 0.003(2) 0.000(2) -0.005(2) C40 0.042(3) 0.025(3) 0.029(3) -0.009(2) 0.001(3) -0.016(3) C41 0.026(3) 0.027(3) 0.034(3) -0.007(2) 0.001(2) -0.014(2) C42 0.020(3) 0.044(3) 0.044(4) -0.023(3) -0.002(2) -0.010(2) C43 0.016(3) 0.047(4) 0.043(4) -0.021(3) 0.001(2) -0.005(2) C44 0.027(3) 0.026(3) 0.021(3) -0.005(2) -0.007(2) -0.006(2) C45 0.028(3) 0.025(3) 0.025(3) -0.009(2) 0.001(2) -0.007(2) C46 0.035(3) 0.032(3) 0.023(3) 0.003(2) -0.005(2) -0.018(2) C47 0.045(3) 0.021(3) 0.026(3) 0.001(2) -0.001(3) -0.016(2) C48 0.035(3) 0.026(3) 0.022(3) -0.001(2) 0.002(2) -0.010(2) C49 0.050(4) 0.047(4) 0.022(3) -0.006(3) -0.002(3) -0.022(3) C50 0.036(3) 0.032(3) 0.024(3) -0.009(2) 0.003(2) -0.011(2) C51 0.035(3) 0.024(3) 0.023(3) -0.007(2) 0.004(2) -0.006(2) C52 0.029(3) 0.023(3) 0.020(3) -0.001(2) 0.001(2) -0.008(2) C53 0.035(3) 0.036(3) 0.038(3) -0.013(3) -0.002(3) -0.018(3) C54 0.020(3) 0.050(4) 0.045(4) -0.029(3) -0.004(3) -0.007(3) C55 0.023(3) 0.032(3) 0.026(3) -0.009(2) -0.009(2) -0.004(2) C56 0.024(3) 0.035(3) 0.031(3) -0.006(3) -0.007(2) 0.002(2) N1 0.020(2) 0.024(2) 0.017(2) -0.0046(18) -0.0054(17) -0.0051(17) N2 0.021(2) 0.021(2) 0.017(2) 0.0009(17) -0.0038(17) -0.0045(17) N3 0.018(2) 0.020(2) 0.025(2) -0.0046(18) -0.0044(18) -0.0034(17) N4 0.022(2) 0.028(2) 0.018(2) -0.0046(18) -0.0024(18) -0.0079(18) O1W 0.099(5) 0.113(5) 0.142(6) 0.007(5) 0.004(4) -0.002(4) O3 0.0214(19) 0.0236(19) 0.031(2) -0.0110(16) -0.0029(15) -0.0079(15) O4 0.0156(17) 0.0195(17) 0.0187(18) -0.0007(14) -0.0019(14) -0.0079(13) O6 0.0262(19) 0.0264(19) 0.0166(18) -0.0065(15) -0.0010(15) -0.0140(15) O7 0.034(2) 0.0251(19) 0.0185(19) -0.0021(15) -0.0050(16) -0.0038(16) O8 0.0110(16) 0.0230(18) 0.0258(19) -0.0048(15) -0.0021(14) -0.0055(13) O9 0.0248(19) 0.0221(18) 0.033(2) -0.0081(16) -0.0003(16) -0.0102(15) O10 0.0267(19) 0.0244(18) 0.0170(18) -0.0058(15) -0.0078(15) -0.0025(15) O11 0.030(2) 0.026(2) 0.0177(19) -0.0041(15) -0.0041(15) -0.0032(16) O12 0.0243(19) 0.0256(18) 0.0157(18) -0.0069(15) 0.0005(14) -0.0118(15) O13 0.0255(19) 0.0240(19) 0.032(2) -0.0032(16) -0.0055(16) -0.0147(15) O14 0.0163(18) 0.0290(19) 0.030(2) -0.0031(16) -0.0092(15) -0.0034(15) C1 0.014(2) 0.022(3) 0.016(2) 0.006(2) -0.0043(19) -0.010(2) C2 0.021(3) 0.013(2) 0.016(2) 0.0038(19) -0.007(2) -0.0069(19) C3 0.018(2) 0.015(2) 0.019(3) 0.000(2) -0.003(2) -0.0074(19) C4 0.015(2) 0.020(2) 0.016(2) 0.002(2) -0.0047(19) -0.0066(19) C5 0.015(2) 0.018(2) 0.025(3) 0.001(2) -0.007(2) -0.0102(19) C6 0.026(3) 0.014(2) 0.011(2) 0.0005(19) -0.005(2) -0.006(2) C7 0.015(2) 0.020(2) 0.017(3) 0.000(2) -0.001(2) -0.0060(19) C9 0.018(3) 0.027(3) 0.020(3) -0.006(2) -0.007(2) -0.007(2) C10 0.027(3) 0.025(3) 0.016(3) -0.008(2) -0.003(2) 0.001(2) C11 0.032(3) 0.025(3) 0.022(3) -0.006(2) -0.005(2) -0.001(2) C14 0.030(3) 0.023(3) 0.025(3) -0.011(2) -0.005(2) 0.006(2) O1 0.0175(18) 0.0207(17) 0.0264(19) -0.0031(15) -0.0052(15) -0.0060(14) O2 0.0189(18) 0.0212(18) 0.0255(19) -0.0050(15) -0.0046(14) -0.0074(14) O5 0.0223(18) 0.0213(18) 0.0192(18) -0.0037(14) -0.0070(15) -0.0036(14) Co1 0.0124(3) 0.0186(3) 0.0145(3) -0.0042(3) -0.0028(2) -0.0049(2) Co2 0.0157(3) 0.0204(4) 0.0184(4) -0.0048(3) -0.0020(3) -0.0042(3) Co3 0.0151(3) 0.0188(3) 0.0167(4) -0.0035(3) -0.0021(3) -0.0048(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 C8 O3 1.247(5) . ? C8 O4 1.274(5) . ? C8 C4 1.503(6) . ? C12 C11 1.372(6) . ? C12 C13 1.397(7) . ? C12 C15 1.500(6) . ? C13 C14 1.377(7) . ? C13 H13 0.9500 . ? C15 O6 1.254(5) . ? C15 O7 1.268(5) . ? C16 O9 1.245(5) . ? C16 O8 1.293(5) . ? C16 C17 1.486(6) . ? C17 C18 1.391(6) . ? C17 C22 1.393(6) . ? C18 C19 1.395(6) . ? C18 H18 0.9500 . ? C19 C20 1.393(6) . ? C19 C30 1.508(6) 1_455 ? C20 C21 1.381(6) . ? C20 H20 0.9500 . ? C21 C22 1.380(6) . ? C21 O10 1.401(5) . ? C22 H22 0.9500 . ? C23 O10 1.375(5) . ? C23 C24 1.384(6) . ? C23 C28 1.386(6) . ? C24 C25 1.370(7) . ? C24 H24 0.9500 . ? C25 C26 1.388(7) . ? C25 H25 0.9500 . ? C26 C27 1.387(6) . ? C26 C29 1.511(6) 2_566 ? C27 C28 1.395(7) . ? C27 H27 0.9500 . ? C28 H28 0.9500 . ? C29 O11 1.259(5) . ? C29 O12 1.265(5) . ? C29 C26 1.511(6) 2_566 ? C30 O14 1.249(5) . ? C30 O13 1.262(5) . ? C30 C19 1.508(6) 1_655 ? C31 N1 1.347(6) . ? C31 C32 1.392(7) . ? C31 H31 0.9500 . ? C32 C33 1.386(7) . ? C32 H32 0.9500 . ? C33 C34 1.384(7) . ? C33 C36 1.511(7) . ? C34 C35 1.384(7) . ? C34 H34 0.9500 . ? C35 N1 1.343(6) . ? C35 H35 0.9500 . ? C36 C37 1.522(7) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 C38 1.527(6) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 C39 1.503(6) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 C40 1.369(7) . ? C39 C43 1.387(7) . ? C40 C41 1.375(7) . ? C40 H40 0.9500 . ? C41 N2 1.332(6) . ? C41 H41 0.9500 . ? C42 N2 1.348(6) . ? C42 C43 1.370(7) . ? C42 H42 0.9500 . ? C43 H43 0.9500 . ? C44 N3 1.354(6) . ? C44 C45 1.369(7) . ? C44 H44 0.9500 . ? C45 C46 1.384(7) . ? C45 H45 0.9500 . ? C46 C47 1.382(7) . ? C46 C49 1.533(7) . ? C47 C48 1.362(7) . ? C47 H47 0.9500 . ? C48 N3 1.346(6) . ? C48 H48 0.9500 . ? C49 C50 1.505(7) . ? C49 H49A 0.9900 . ? C49 H49B 0.9900 . ? C50 C51 1.545(7) . ? C50 H50A 0.9900 . ? C50 H50B 0.9900 . ? C51 C52 1.507(6) . ? C51 H51A 0.9900 . ? C51 H51B 0.9900 . ? C52 C56 1.365(7) . ? C52 C53 1.396(7) . ? C53 C54 1.372(7) . ? C53 H53 0.9500 . ? C54 N4 1.344(6) . ? C54 H54 0.9500 . ? C55 N4 1.314(6) . ? C55 C56 1.390(7) . ? C55 H55 0.9500 . ? C56 H56 0.9500 . ? N1 Co2 2.165(4) . ? N2 Co3 2.111(4) 2_566 ? N3 Co3 2.164(4) . ? N4 Co2 2.097(4) 2_665 ? O3 Co3 2.369(3) 1_455 ? O4 Co1 2.103(3) 1_455 ? O4 Co3 2.106(3) 1_455 ? O6 Co1 2.077(3) 2_565 ? O7 Co2 2.047(3) 2_565 ? O8 Co2 2.086(3) . ? O8 Co1 2.109(3) . ? O11 Co3 2.033(3) . ? O12 Co1 2.076(3) . ? O13 Co2 2.063(3) . ? O14 Co1 2.057(3) . ? C1 O1 1.251(5) . ? C1 O2 1.263(5) . ? C1 C2 1.510(6) . ? C2 C3 1.392(6) . ? C2 C7 1.395(6) . ? C3 C4 1.394(6) . ? C3 H3 0.9500 . ? C4 C5 1.383(6) . ? C5 C6 1.390(6) . ? C5 H5 0.9500 . ? C6 C7 1.388(6) . ? C6 O5 1.397(5) . ? C7 H7 0.9500 . ? C9 O5 1.383(5) . ? C9 C14 1.386(6) . ? C9 C10 1.388(6) . ? C10 C11 1.375(6) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C14 H14 0.9500 . ? O1 Co1 2.036(3) . ? O2 Co3 2.074(3) . ? Co1 O6 2.077(3) 2_565 ? Co1 O4 2.103(3) 1_655 ? Co2 O7 2.047(3) 2_565 ? Co2 N4 2.097(4) 2_665 ? Co3 O4 2.106(3) 1_655 ? Co3 N2 2.111(4) 2_566 ? Co3 O3 2.369(3) 1_655 ? 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 C8 O4 119.7(4) . . ? O3 C8 C4 122.5(4) . . ? O4 C8 C4 117.5(4) . . ? C11 C12 C13 117.8(5) . . ? C11 C12 C15 122.2(4) . . ? C13 C12 C15 120.0(4) . . ? C14 C13 C12 121.0(5) . . ? C14 C13 H13 119.5 . . ? C12 C13 H13 119.5 . . ? O6 C15 O7 126.0(5) . . ? O6 C15 C12 116.9(4) . . ? O7 C15 C12 117.0(4) . . ? O9 C16 O8 119.5(4) . . ? O9 C16 C17 122.8(4) . . ? O8 C16 C17 117.6(4) . . ? C18 C17 C22 120.2(4) . . ? C18 C17 C16 121.0(4) . . ? C22 C17 C16 118.7(4) . . ? C17 C18 C19 120.0(4) . . ? C17 C18 H18 120.0 . . ? C19 C18 H18 120.0 . . ? C20 C19 C18 119.4(4) . . ? C20 C19 C30 118.0(4) . 1_455 ? C18 C19 C30 122.5(4) . 1_455 ? C21 C20 C19 119.8(4) . . ? C21 C20 H20 120.1 . . ? C19 C20 H20 120.1 . . ? C22 C21 C20 121.4(4) . . ? C22 C21 O10 121.0(4) . . ? C20 C21 O10 117.4(4) . . ? C21 C22 C17 119.1(4) . . ? C21 C22 H22 120.4 . . ? C17 C22 H22 120.4 . . ? O10 C23 C24 115.8(4) . . ? O10 C23 C28 125.4(4) . . ? C24 C23 C28 118.8(4) . . ? C25 C24 C23 121.6(5) . . ? C25 C24 H24 119.2 . . ? C23 C24 H24 119.2 . . ? C24 C25 C26 120.4(5) . . ? C24 C25 H25 119.8 . . ? C26 C25 H25 119.8 . . ? C27 C26 C25 118.4(5) . . ? C27 C26 C29 120.9(4) . 2_566 ? C25 C26 C29 120.8(4) . 2_566 ? C26 C27 C28 121.3(5) . . ? C26 C27 H27 119.4 . . ? C28 C27 H27 119.4 . . ? C23 C28 C27 119.5(4) . . ? C23 C28 H28 120.2 . . ? C27 C28 H28 120.2 . . ? O11 C29 O12 127.1(4) . . ? O11 C29 C26 116.2(4) . 2_566 ? O12 C29 C26 116.7(4) . 2_566 ? O14 C30 O13 126.0(4) . . ? O14 C30 C19 115.3(4) . 1_655 ? O13 C30 C19 118.7(4) . 1_655 ? N1 C31 C32 123.0(5) . . ? N1 C31 H31 118.5 . . ? C32 C31 H31 118.5 . . ? C33 C32 C31 119.5(5) . . ? C33 C32 H32 120.3 . . ? C31 C32 H32 120.3 . . ? C34 C33 C32 118.0(5) . . ? C34 C33 C36 120.6(5) . . ? C32 C33 C36 121.4(5) . . ? C33 C34 C35 119.0(5) . . ? C33 C34 H34 120.5 . . ? C35 C34 H34 120.5 . . ? N1 C35 C34 124.1(5) . . ? N1 C35 H35 118.0 . . ? C34 C35 H35 118.0 . . ? C33 C36 C37 111.2(4) . . ? C33 C36 H36A 109.4 . . ? C37 C36 H36A 109.4 . . ? C33 C36 H36B 109.4 . . ? C37 C36 H36B 109.4 . . ? H36A C36 H36B 108.0 . . ? C36 C37 C38 113.0(4) . . ? C36 C37 H37A 109.0 . . ? C38 C37 H37A 109.0 . . ? C36 C37 H37B 109.0 . . ? C38 C37 H37B 109.0 . . ? H37A C37 H37B 107.8 . . ? C39 C38 C37 112.1(4) . . ? C39 C38 H38A 109.2 . . ? C37 C38 H38A 109.2 . . ? C39 C38 H38B 109.2 . . ? C37 C38 H38B 109.2 . . ? H38A C38 H38B 107.9 . . ? C40 C39 C43 116.0(4) . . ? C40 C39 C38 123.3(5) . . ? C43 C39 C38 120.6(5) . . ? C39 C40 C41 120.9(5) . . ? C39 C40 H40 119.6 . . ? C41 C40 H40 119.6 . . ? N2 C41 C40 122.9(5) . . ? N2 C41 H41 118.5 . . ? C40 C41 H41 118.5 . . ? N2 C42 C43 122.3(5) . . ? N2 C42 H42 118.9 . . ? C43 C42 H42 118.9 . . ? C42 C43 C39 120.9(5) . . ? C42 C43 H43 119.5 . . ? C39 C43 H43 119.5 . . ? N3 C44 C45 123.3(5) . . ? N3 C44 H44 118.4 . . ? C45 C44 H44 118.4 . . ? C44 C45 C46 120.6(5) . . ? C44 C45 H45 119.7 . . ? C46 C45 H45 119.7 . . ? C47 C46 C45 115.8(5) . . ? C47 C46 C49 121.8(5) . . ? C45 C46 C49 122.4(5) . . ? C48 C47 C46 121.1(5) . . ? C48 C47 H47 119.4 . . ? C46 C47 H47 119.4 . . ? N3 C48 C47 123.4(5) . . ? N3 C48 H48 118.3 . . ? C47 C48 H48 118.3 . . ? C50 C49 C46 114.7(4) . . ? C50 C49 H49A 108.6 . . ? C46 C49 H49A 108.6 . . ? C50 C49 H49B 108.6 . . ? C46 C49 H49B 108.6 . . ? H49A C49 H49B 107.6 . . ? C49 C50 C51 110.2(4) . . ? C49 C50 H50A 109.6 . . ? C51 C50 H50A 109.6 . . ? C49 C50 H50B 109.6 . . ? C51 C50 H50B 109.6 . . ? H50A C50 H50B 108.1 . . ? C52 C51 C50 111.6(4) . . ? C52 C51 H51A 109.3 . . ? C50 C51 H51A 109.3 . . ? C52 C51 H51B 109.3 . . ? C50 C51 H51B 109.3 . . ? H51A C51 H51B 108.0 . . ? C56 C52 C53 116.2(5) . . ? C56 C52 C51 122.3(5) . . ? C53 C52 C51 121.5(5) . . ? C54 C53 C52 119.7(5) . . ? C54 C53 H53 120.2 . . ? C52 C53 H53 120.2 . . ? N4 C54 C53 123.4(5) . . ? N4 C54 H54 118.3 . . ? C53 C54 H54 118.3 . . ? N4 C55 C56 123.2(5) . . ? N4 C55 H55 118.4 . . ? C56 C55 H55 118.4 . . ? C52 C56 C55 120.6(5) . . ? C52 C56 H56 119.7 . . ? C55 C56 H56 119.7 . . ? C35 N1 C31 116.5(4) . . ? C35 N1 Co2 122.4(3) . . ? C31 N1 Co2 120.1(3) . . ? C41 N2 C42 117.0(4) . . ? C41 N2 Co3 122.4(3) . 2_566 ? C42 N2 Co3 119.5(3) . 2_566 ? C48 N3 C44 115.7(4) . . ? C48 N3 Co3 123.0(3) . . ? C44 N3 Co3 121.2(3) . . ? C55 N4 C54 116.7(4) . . ? C55 N4 Co2 122.8(3) . 2_665 ? C54 N4 Co2 119.5(3) . 2_665 ? C8 O3 Co3 85.4(3) . 1_455 ? C8 O4 Co1 141.1(3) . 1_455 ? C8 O4 Co3 96.8(3) . 1_455 ? Co1 O4 Co3 109.51(13) 1_455 1_455 ? C15 O6 Co1 137.1(3) . 2_565 ? C15 O7 Co2 127.0(3) . 2_565 ? C16 O8 Co2 99.8(3) . . ? C16 O8 Co1 140.6(3) . . ? Co2 O8 Co1 109.12(14) . . ? C23 O10 C21 120.4(3) . . ? C29 O11 Co3 129.9(3) . . ? C29 O12 Co1 133.7(3) . . ? C30 O13 Co2 117.0(3) . . ? C30 O14 Co1 145.0(3) . . ? O1 C1 O2 125.7(4) . . ? O1 C1 C2 115.4(4) . . ? O2 C1 C2 118.8(4) . . ? C3 C2 C7 119.7(4) . . ? C3 C2 C1 123.0(4) . . ? C7 C2 C1 117.3(4) . . ? C2 C3 C4 119.6(4) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C5 C4 C3 120.7(4) . . ? C5 C4 C8 117.4(4) . . ? C3 C4 C8 121.9(4) . . ? C4 C5 C6 119.5(4) . . ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 . . ? C7 C6 C5 120.3(4) . . ? C7 C6 O5 117.7(4) . . ? C5 C6 O5 121.9(4) . . ? C6 C7 C2 120.0(4) . . ? C6 C7 H7 120.0 . . ? C2 C7 H7 120.0 . . ? O5 C9 C14 114.8(4) . . ? O5 C9 C10 125.1(4) . . ? C14 C9 C10 120.1(5) . . ? C11 C10 C9 118.9(4) . . ? C11 C10 H10 120.5 . . ? C9 C10 H10 120.5 . . ? C12 C11 C10 122.5(5) . . ? C12 C11 H11 118.8 . . ? C10 C11 H11 118.8 . . ? C13 C14 C9 119.7(5) . . ? C13 C14 H14 120.2 . . ? C9 C14 H14 120.2 . . ? C1 O1 Co1 144.0(3) . . ? C1 O2 Co3 120.7(3) . . ? C9 O5 C6 119.2(3) . . ? O1 Co1 O14 177.39(13) . . ? O1 Co1 O12 97.76(13) . . ? O14 Co1 O12 82.77(13) . . ? O1 Co1 O6 82.09(13) . 2_565 ? O14 Co1 O6 97.42(13) . 2_565 ? O12 Co1 O6 179.29(12) . 2_565 ? O1 Co1 O4 89.19(12) . 1_655 ? O14 Co1 O4 93.36(13) . 1_655 ? O12 Co1 O4 90.67(12) . 1_655 ? O6 Co1 O4 88.64(12) 2_565 1_655 ? O1 Co1 O8 90.59(12) . . ? O14 Co1 O8 86.84(12) . . ? O12 Co1 O8 92.20(12) . . ? O6 Co1 O8 88.49(12) 2_565 . ? O4 Co1 O8 177.12(12) 1_655 . ? O7 Co2 O13 95.71(14) 2_565 . ? O7 Co2 O8 93.75(13) 2_565 . ? O13 Co2 O8 111.44(13) . . ? O7 Co2 N4 86.10(14) 2_565 2_665 ? O13 Co2 N4 96.61(14) . 2_665 ? O8 Co2 N4 151.79(14) . 2_665 ? O7 Co2 N1 172.35(14) 2_565 . ? O13 Co2 N1 91.92(14) . . ? O8 Co2 N1 82.92(13) . . ? N4 Co2 N1 93.57(15) 2_665 . ? O11 Co3 O2 97.01(13) . . ? O11 Co3 O4 92.01(12) . 1_655 ? O2 Co3 O4 108.08(12) . 1_655 ? O11 Co3 N2 85.43(14) . 2_566 ? O2 Co3 N2 90.29(14) . 2_566 ? O4 Co3 N2 161.63(14) 1_655 2_566 ? O11 Co3 N3 172.36(14) . . ? O2 Co3 N3 90.62(14) . . ? O4 Co3 N3 85.21(13) 1_655 . ? N2 Co3 N3 94.97(14) 2_566 . ? O11 Co3 O3 89.00(13) . 1_655 ? O2 Co3 O3 165.13(12) . 1_655 ? O4 Co3 O3 57.94(11) 1_655 1_655 ? N2 Co3 O3 103.78(13) 2_566 1_655 ? N3 Co3 O3 83.49(13) . 1_655 ? 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 C11 C12 C13 C14 -2.5(8) . . . . ? C15 C12 C13 C14 177.7(5) . . . . ? C11 C12 C15 O6 -155.4(5) . . . . ? C13 C12 C15 O6 24.3(7) . . . . ? C11 C12 C15 O7 24.5(7) . . . . ? C13 C12 C15 O7 -155.7(5) . . . . ? O9 C16 C17 C18 -17.9(7) . . . . ? O8 C16 C17 C18 164.1(4) . . . . ? O9 C16 C17 C22 160.0(4) . . . . ? O8 C16 C17 C22 -18.1(6) . . . . ? C22 C17 C18 C19 3.3(7) . . . . ? C16 C17 C18 C19 -178.9(4) . . . . ? C17 C18 C19 C20 -1.8(7) . . . . ? C17 C18 C19 C30 176.2(4) . . . 1_455 ? C18 C19 C20 C21 -0.9(7) . . . . ? C30 C19 C20 C21 -179.0(4) 1_455 . . . ? C19 C20 C21 C22 2.2(7) . . . . ? C19 C20 C21 O10 176.0(4) . . . . ? C20 C21 C22 C17 -0.7(7) . . . . ? O10 C21 C22 C17 -174.3(4) . . . . ? C18 C17 C22 C21 -2.1(6) . . . . ? C16 C17 C22 C21 -179.9(4) . . . . ? O10 C23 C24 C25 176.9(5) . . . . ? C28 C23 C24 C25 -1.8(9) . . . . ? C23 C24 C25 C26 -0.2(10) . . . . ? C24 C25 C26 C27 1.2(9) . . . . ? C24 C25 C26 C29 -176.8(5) . . . 2_566 ? C25 C26 C27 C28 -0.3(8) . . . . ? C29 C26 C27 C28 177.7(5) 2_566 . . . ? O10 C23 C28 C27 -175.9(5) . . . . ? C24 C23 C28 C27 2.6(8) . . . . ? C26 C27 C28 C23 -1.6(8) . . . . ? N1 C31 C32 C33 1.1(8) . . . . ? C31 C32 C33 C34 0.3(7) . . . . ? C31 C32 C33 C36 178.7(5) . . . . ? C32 C33 C34 C35 -1.1(7) . . . . ? C36 C33 C34 C35 -179.5(5) . . . . ? C33 C34 C35 N1 0.7(8) . . . . ? C34 C33 C36 C37 76.9(6) . . . . ? C32 C33 C36 C37 -101.5(6) . . . . ? C33 C36 C37 C38 177.6(4) . . . . ? C36 C37 C38 C39 -57.5(6) . . . . ? C37 C38 C39 C40 112.1(6) . . . . ? C37 C38 C39 C43 -65.1(6) . . . . ? C43 C39 C40 C41 -0.2(8) . . . . ? C38 C39 C40 C41 -177.5(5) . . . . ? C39 C40 C41 N2 -0.1(8) . . . . ? N2 C42 C43 C39 0.3(9) . . . . ? C40 C39 C43 C42 0.1(8) . . . . ? C38 C39 C43 C42 177.5(5) . . . . ? N3 C44 C45 C46 0.3(8) . . . . ? C44 C45 C46 C47 0.6(8) . . . . ? C44 C45 C46 C49 -177.0(5) . . . . ? C45 C46 C47 C48 -0.1(8) . . . . ? C49 C46 C47 C48 177.5(5) . . . . ? C46 C47 C48 N3 -1.4(9) . . . . ? C47 C46 C49 C50 55.4(7) . . . . ? C45 C46 C49 C50 -127.2(5) . . . . ? C46 C49 C50 C51 178.4(4) . . . . ? C49 C50 C51 C52 -65.7(6) . . . . ? C50 C51 C52 C56 115.6(6) . . . . ? C50 C51 C52 C53 -64.0(6) . . . . ? C56 C52 C53 C54 -4.4(8) . . . . ? C51 C52 C53 C54 175.2(5) . . . . ? C52 C53 C54 N4 1.6(9) . . . . ? C53 C52 C56 C55 3.5(8) . . . . ? C51 C52 C56 C55 -176.1(5) . . . . ? N4 C55 C56 C52 0.4(8) . . . . ? C34 C35 N1 C31 0.6(7) . . . . ? C34 C35 N1 Co2 -168.0(4) . . . . ? C32 C31 N1 C35 -1.5(7) . . . . ? C32 C31 N1 Co2 167.4(4) . . . . ? C40 C41 N2 C42 0.5(8) . . . . ? C40 C41 N2 Co3 168.4(4) . . . 2_566 ? C43 C42 N2 C41 -0.5(8) . . . . ? C43 C42 N2 Co3 -168.8(4) . . . 2_566 ? C47 C48 N3 C44 2.2(7) . . . . ? C47 C48 N3 Co3 -177.5(4) . . . . ? C45 C44 N3 C48 -1.7(7) . . . . ? C45 C44 N3 Co3 178.0(4) . . . . ? C56 C55 N4 C54 -3.3(8) . . . . ? C56 C55 N4 Co2 165.1(4) . . . 2_665 ? C53 C54 N4 C55 2.3(8) . . . . ? C53 C54 N4 Co2 -166.5(5) . . . 2_665 ? O4 C8 O3 Co3 -3.5(4) . . . 1_455 ? C4 C8 O3 Co3 170.6(4) . . . 1_455 ? O3 C8 O4 Co1 -129.2(4) . . . 1_455 ? C4 C8 O4 Co1 56.5(6) . . . 1_455 ? O3 C8 O4 Co3 4.0(5) . . . 1_455 ? C4 C8 O4 Co3 -170.4(3) . . . 1_455 ? O7 C15 O6 Co1 25.9(8) . . . 2_565 ? C12 C15 O6 Co1 -154.1(3) . . . 2_565 ? O6 C15 O7 Co2 -15.8(7) . . . 2_565 ? C12 C15 O7 Co2 164.2(3) . . . 2_565 ? O9 C16 O8 Co2 -6.8(5) . . . . ? C17 C16 O8 Co2 171.3(3) . . . . ? O9 C16 O8 Co1 130.5(4) . . . . ? C17 C16 O8 Co1 -51.4(7) . . . . ? C24 C23 O10 C21 -175.0(4) . . . . ? C28 C23 O10 C21 3.6(7) . . . . ? C22 C21 O10 C23 -70.1(6) . . . . ? C20 C21 O10 C23 116.1(5) . . . . ? O12 C29 O11 Co3 -12.5(7) . . . . ? C26 C29 O11 Co3 165.4(3) 2_566 . . . ? O11 C29 O12 Co1 24.2(7) . . . . ? C26 C29 O12 Co1 -153.7(3) 2_566 . . . ? O14 C30 O13 Co2 -7.3(6) . . . . ? C19 C30 O13 Co2 171.5(3) 1_655 . . . ? O13 C30 O14 Co1 -31.5(9) . . . . ? C19 C30 O14 Co1 149.7(4) 1_655 . . . ? O1 C1 C2 C3 154.3(4) . . . . ? O2 C1 C2 C3 -28.3(6) . . . . ? O1 C1 C2 C7 -22.2(6) . . . . ? O2 C1 C2 C7 155.2(4) . . . . ? C7 C2 C3 C4 3.0(7) . . . . ? C1 C2 C3 C4 -173.5(4) . . . . ? C2 C3 C4 C5 -2.6(7) . . . . ? C2 C3 C4 C8 177.6(4) . . . . ? O3 C8 C4 C5 -158.5(4) . . . . ? O4 C8 C4 C5 15.7(6) . . . . ? O3 C8 C4 C3 21.3(7) . . . . ? O4 C8 C4 C3 -164.5(4) . . . . ? C3 C4 C5 C6 -1.0(7) . . . . ? C8 C4 C5 C6 178.8(4) . . . . ? C4 C5 C6 C7 4.3(7) . . . . ? C4 C5 C6 O5 179.1(4) . . . . ? C5 C6 C7 C2 -3.9(7) . . . . ? O5 C6 C7 C2 -179.0(4) . . . . ? C3 C2 C7 C6 0.3(7) . . . . ? C1 C2 C7 C6 176.9(4) . . . . ? O5 C9 C10 C11 178.1(5) . . . . ? C14 C9 C10 C11 -1.1(8) . . . . ? C13 C12 C11 C10 0.5(8) . . . . ? C15 C12 C11 C10 -179.8(5) . . . . ? C9 C10 C11 C12 1.4(8) . . . . ? C12 C13 C14 C9 2.8(8) . . . . ? O5 C9 C14 C13 179.8(5) . . . . ? C10 C9 C14 C13 -0.9(8) . . . . ? O2 C1 O1 Co1 24.8(8) . . . . ? C2 C1 O1 Co1 -158.1(4) . . . . ? O1 C1 O2 Co3 7.2(6) . . . . ? C2 C1 O2 Co3 -169.9(3) . . . . ? C14 C9 O5 C6 156.8(4) . . . . ? C10 C9 O5 C6 -22.4(7) . . . . ? C7 C6 O5 C9 -111.7(5) . . . . ? C5 C6 O5 C9 73.4(5) . . . . ? C1 O1 Co1 O14 138(3) . . . . ? C1 O1 Co1 O12 37.1(5) . . . . ? C1 O1 Co1 O6 -142.2(5) . . . 2_565 ? C1 O1 Co1 O4 -53.5(5) . . . 1_655 ? C1 O1 Co1 O8 129.4(5) . . . . ? C30 O14 Co1 O1 51(3) . . . . ? C30 O14 Co1 O12 152.8(6) . . . . ? C30 O14 Co1 O6 -27.9(6) . . . 2_565 ? C30 O14 Co1 O4 -116.9(6) . . . 1_655 ? C30 O14 Co1 O8 60.2(6) . . . . ? C29 O12 Co1 O1 -75.8(4) . . . . ? C29 O12 Co1 O14 106.8(4) . . . . ? C29 O12 Co1 O6 1(11) . . . 2_565 ? C29 O12 Co1 O4 13.5(4) . . . 1_655 ? C29 O12 Co1 O8 -166.7(4) . . . . ? C16 O8 Co1 O1 2.0(5) . . . . ? Co2 O8 Co1 O1 137.04(15) . . . . ? C16 O8 Co1 O14 -177.5(5) . . . . ? Co2 O8 Co1 O14 -42.55(15) . . . . ? C16 O8 Co1 O12 99.8(5) . . . . ? Co2 O8 Co1 O12 -125.17(15) . . . . ? C16 O8 Co1 O6 -80.0(5) . . . 2_565 ? Co2 O8 Co1 O6 54.97(15) . . . 2_565 ? C16 O8 Co1 O4 -83(2) . . . 1_655 ? Co2 O8 Co1 O4 52(2) . . . 1_655 ? C30 O13 Co2 O7 93.4(3) . . . 2_565 ? C30 O13 Co2 O8 -2.9(4) . . . . ? C30 O13 Co2 N4 -179.9(3) . . . 2_665 ? C30 O13 Co2 N1 -86.1(3) . . . . ? C16 O8 Co2 O7 90.6(3) . . . 2_565 ? Co1 O8 Co2 O7 -62.36(16) . . . 2_565 ? C16 O8 Co2 O13 -171.8(3) . . . . ? Co1 O8 Co2 O13 35.28(18) . . . . ? C16 O8 Co2 N4 1.8(5) . . . 2_665 ? Co1 O8 Co2 N4 -151.1(3) . . . 2_665 ? C16 O8 Co2 N1 -82.5(3) . . . . ? Co1 O8 Co2 N1 124.56(16) . . . . ? C35 N1 Co2 O7 66.3(11) . . . 2_565 ? C31 N1 Co2 O7 -101.9(10) . . . 2_565 ? C35 N1 Co2 O13 -117.7(4) . . . . ? C31 N1 Co2 O13 74.1(4) . . . . ? C35 N1 Co2 O8 130.9(4) . . . . ? C31 N1 Co2 O8 -37.3(3) . . . . ? C35 N1 Co2 N4 -21.0(4) . . . 2_665 ? C31 N1 Co2 N4 170.8(4) . . . 2_665 ? C29 O11 Co3 O2 77.8(4) . . . . ? C29 O11 Co3 O4 -30.7(4) . . . 1_655 ? C29 O11 Co3 N2 167.5(4) . . . 2_566 ? C29 O11 Co3 N3 -99.2(11) . . . . ? C29 O11 Co3 O3 -88.6(4) . . . 1_655 ? C1 O2 Co3 O11 -88.9(3) . . . . ? C1 O2 Co3 O4 5.6(3) . . . 1_655 ? C1 O2 Co3 N2 -174.3(3) . . . 2_566 ? C1 O2 Co3 N3 90.7(3) . . . . ? C1 O2 Co3 O3 24.4(7) . . . 1_655 ? C48 N3 Co3 O11 -78.3(11) . . . . ? C44 N3 Co3 O11 102.0(10) . . . . ? C48 N3 Co3 O2 104.7(4) . . . . ? C44 N3 Co3 O2 -75.0(4) . . . . ? C48 N3 Co3 O4 -147.3(4) . . . 1_655 ? C44 N3 Co3 O4 33.1(4) . . . 1_655 ? C48 N3 Co3 N2 14.3(4) . . . 2_566 ? C44 N3 Co3 N2 -165.3(4) . . . 2_566 ? C48 N3 Co3 O3 -89.0(4) . . . 1_655 ? C44 N3 Co3 O3 91.3(4) . . . 1_655 ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.664 _refine_diff_density_min -0.594 _refine_diff_density_rms 0.103 _database_code_depnum_ccdc_archive 'CCDC 930762'