# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # 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 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C66 H52 Co3 N6 O18' _chemical_formula_weight 1393.93 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.3568(12) _cell_length_b 12.0897(13) _cell_length_c 12.9531(13) _cell_angle_alpha 95.237(2) _cell_angle_beta 97.074(2) _cell_angle_gamma 107.616(2) _cell_volume 1666.6(3) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1633 _cell_measurement_theta_min 2.722 _cell_measurement_theta_max 22.167 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.389 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 715 _exptl_absorpt_coefficient_mu 0.811 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7813 _exptl_absorpt_correction_T_max 0.8545 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruck 1000 CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8559 _diffrn_reflns_av_R_equivalents 0.0258 _diffrn_reflns_av_sigmaI/netI 0.0632 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 25.10 _reflns_number_total 5900 _reflns_number_gt 4484 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0440P)^2^+0.2486P] 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 5900 _refine_ls_number_parameters 421 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0627 _refine_ls_R_factor_gt 0.0484 _refine_ls_wR_factor_ref 0.1084 _refine_ls_wR_factor_gt 0.1017 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.007 _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 0.9395(3) 0.4877(3) 0.9864(3) 0.0380(9) Uani 1 1 d . . . H1 H 0.9113 0.5456 0.9598 0.046 Uiso 1 1 calc R . . C2 C 0.8444(3) 0.3765(3) 0.9942(3) 0.0346(8) Uani 1 1 d . . . C3 C 0.8705(3) 0.2801(3) 1.0292(3) 0.0410(9) Uani 1 1 d . . . H3 H 0.9527 0.2843 1.0526 0.049 Uiso 1 1 calc R . . C4 C 0.7748(3) 0.1788(3) 1.0291(3) 0.0407(9) Uani 1 1 d . . . H4 H 0.7956 0.1149 1.0508 0.049 Uiso 1 1 calc R . . C5 C 0.6292(3) 0.2590(3) 0.9699(3) 0.0383(9) Uani 1 1 d . . . H5 H 0.5458 0.2539 0.9518 0.046 Uiso 1 1 calc R . . C6 C 0.7191(3) 0.3634(3) 0.9637(3) 0.0429(10) Uani 1 1 d . . . H6 H 0.6957 0.4248 0.9390 0.051 Uiso 1 1 calc R . . C7 C 0.2946(3) 0.1114(3) 0.9506(3) 0.0294(8) Uani 1 1 d . . . C8 C 0.1798(3) 0.0994(3) 0.8728(3) 0.0296(8) Uani 1 1 d . . . C9 C 0.1000(3) 0.1629(3) 0.8924(3) 0.0355(8) Uani 1 1 d . . . H9 H 0.1157 0.2109 0.9562 0.043 Uiso 1 1 calc R . . C10 C -0.0029(3) 0.1567(3) 0.8193(3) 0.0361(8) Uani 1 1 d . . . H10 H -0.0546 0.2011 0.8332 0.043 Uiso 1 1 calc R . . C11 C -0.0272(3) 0.0831(3) 0.7252(3) 0.0285(8) Uani 1 1 d . . . C12 C 0.0489(3) 0.0163(3) 0.7059(3) 0.0351(8) Uani 1 1 d . . . H12 H 0.0303 -0.0349 0.6437 0.042 Uiso 1 1 calc R . . C13 C 0.1521(3) 0.0248(3) 0.7780(3) 0.0338(8) Uani 1 1 d . . . H13 H 0.2037 -0.0195 0.7635 0.041 Uiso 1 1 calc R . . C14 C -0.1999(3) 0.1440(3) 0.6583(2) 0.0276(7) Uani 1 1 d . . . C15 C -0.2922(3) 0.1164(3) 0.7200(3) 0.0345(8) Uani 1 1 d . . . H15 H -0.3009 0.0538 0.7584 0.041 Uiso 1 1 calc R . . C16 C -0.3720(3) 0.1832(3) 0.7239(3) 0.0375(9) Uani 1 1 d . . . H16 H -0.4372 0.1634 0.7627 0.045 Uiso 1 1 calc R . . C17 C -0.3546(3) 0.2792(3) 0.6702(3) 0.0344(8) Uani 1 1 d . . . H17 H -0.4059 0.3258 0.6761 0.041 Uiso 1 1 calc R . . C18 C -0.2620(3) 0.3069(3) 0.6079(2) 0.0260(7) Uani 1 1 d . . . C19 C -0.1837(3) 0.2366(3) 0.5987(2) 0.0257(7) Uani 1 1 d . . . C20 C -0.0861(3) 0.2526(3) 0.5269(3) 0.0272(7) Uani 1 1 d . . . C21 C 0.3434(3) 0.2650(3) 0.4146(3) 0.0418(9) Uani 1 1 d . . . H21 H 0.3510 0.3224 0.3705 0.050 Uiso 1 1 calc R . . C22 C 0.4208(4) 0.1971(3) 0.4101(3) 0.0445(10) Uani 1 1 d . . . H22 H 0.4782 0.2087 0.3635 0.053 Uiso 1 1 calc R . . C23 C 0.4131(3) 0.1121(3) 0.4746(3) 0.0345(8) Uani 1 1 d . . . C24 C 0.3217(4) 0.0966(3) 0.5393(3) 0.0450(10) Uani 1 1 d . . . H24 H 0.3106 0.0381 0.5826 0.054 Uiso 1 1 calc R . . C25 C 0.2481(4) 0.1682(3) 0.5387(3) 0.0403(9) Uani 1 1 d . . . H25 H 0.1878 0.1567 0.5826 0.048 Uiso 1 1 calc R . . C26 C 0.4996(4) 0.0417(3) 0.4712(3) 0.0425(9) Uani 1 1 d . . . H26 H 0.5572 0.0580 0.4251 0.051 Uiso 1 1 calc R . . C27 C 0.4009(4) 0.5103(4) 0.6724(3) 0.0558(12) Uani 1 1 d . . . H27 H 0.4321 0.5452 0.6161 0.067 Uiso 1 1 calc R . . C28 C 0.4761(4) 0.5413(4) 0.7686(3) 0.0558(12) Uani 1 1 d . . . H28 H 0.5555 0.5958 0.7757 0.067 Uiso 1 1 calc R . . C29 C 0.4351(3) 0.4925(3) 0.8544(3) 0.0339(8) Uani 1 1 d . . . C30 C 0.3169(4) 0.4110(4) 0.8359(3) 0.0534(11) Uani 1 1 d . . . H30 H 0.2839 0.3742 0.8907 0.064 Uiso 1 1 calc R . . C31 C 0.2485(4) 0.3843(3) 0.7377(3) 0.0473(10) Uani 1 1 d . . . H31 H 0.1699 0.3278 0.7278 0.057 Uiso 1 1 calc R . . C32 C 0.5136(3) 0.5260(3) 0.9581(2) 0.0347(8) Uani 1 1 d . . . H32 H 0.5876 0.5881 0.9657 0.042 Uiso 1 1 calc R . . C33 C -0.2407(3) 0.4157(3) 0.5558(3) 0.0299(8) Uani 1 1 d . . . Co1 Co 0.5000 0.0000 1.0000 0.02448(16) Uani 1 2 d S . . Co2 Co 0.17723(4) 0.38563(4) 0.50055(3) 0.02604(14) Uani 1 1 d . . . N1 N 0.2872(3) 0.4343(2) 0.6548(2) 0.0316(7) Uani 1 1 d . . . N2 N 0.2585(3) 0.2536(2) 0.4783(2) 0.0323(7) Uani 1 1 d . . . N3 N 0.6539(2) 0.1652(2) 1.0002(2) 0.0306(7) Uani 1 1 d . . . O1 O 0.0251(2) 0.30967(19) 0.56889(17) 0.0313(5) Uani 1 1 d . . . O2 O -0.1211(2) 0.2045(2) 0.43469(17) 0.0360(6) Uani 1 1 d . . . O3 O -0.1524(2) 0.44468(19) 0.50349(19) 0.0375(6) Uani 1 1 d . . . O4 O -0.3066(2) 0.4811(2) 0.57060(19) 0.0392(6) Uani 1 1 d . . . O5 O 0.3098(2) 0.1680(2) 1.0399(2) 0.0487(7) Uani 1 1 d . . . O6 O 0.3690(2) 0.06052(19) 0.91967(17) 0.0319(5) Uani 1 1 d . . . O8 O -0.1246(2) 0.07280(19) 0.64654(17) 0.0347(6) Uani 1 1 d . . . O9 O 0.0720(2) 0.3228(2) 0.34268(18) 0.0415(6) Uani 1 1 d . . . O10 O 0.4722(2) 0.0773(2) 1.14543(17) 0.0368(6) Uani 1 1 d . . . H9A H 0.0322 0.3669 0.3266 0.055 Uiso 1 1 d R . . H9B H -0.0104 0.2645 0.3552 0.055 Uiso 1 1 d R . . H10A H 0.4320 0.1222 1.1343 0.055 Uiso 1 1 d R . . H10B H 0.5500 0.1315 1.1896 0.055 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0314(19) 0.0261(18) 0.055(2) 0.0074(16) 0.0124(18) 0.0046(16) C2 0.0237(19) 0.0279(18) 0.047(2) -0.0033(16) 0.0080(16) 0.0021(15) C3 0.0224(19) 0.032(2) 0.064(3) 0.0105(18) 0.0024(18) 0.0024(16) C4 0.027(2) 0.0317(19) 0.062(3) 0.0169(18) 0.0009(18) 0.0057(16) C5 0.0234(19) 0.034(2) 0.054(2) 0.0072(17) 0.0060(17) 0.0043(15) C6 0.029(2) 0.0268(19) 0.075(3) 0.0142(18) 0.0108(19) 0.0093(16) C7 0.0224(18) 0.0262(18) 0.037(2) 0.0074(15) -0.0007(15) 0.0047(15) C8 0.0233(18) 0.0282(18) 0.037(2) 0.0098(15) 0.0000(15) 0.0074(15) C9 0.036(2) 0.036(2) 0.035(2) 0.0014(16) -0.0032(16) 0.0161(16) C10 0.035(2) 0.035(2) 0.041(2) 0.0012(16) -0.0010(17) 0.0198(16) C11 0.0281(19) 0.0255(17) 0.0309(19) 0.0082(14) -0.0028(15) 0.0087(14) C12 0.040(2) 0.0309(19) 0.035(2) 0.0031(15) -0.0004(16) 0.0146(16) C13 0.032(2) 0.0322(19) 0.041(2) 0.0078(16) 0.0011(16) 0.0160(16) C14 0.0249(18) 0.0291(18) 0.0265(18) 0.0009(14) -0.0044(14) 0.0096(14) C15 0.037(2) 0.036(2) 0.0273(19) 0.0098(15) -0.0025(16) 0.0072(16) C16 0.036(2) 0.041(2) 0.037(2) 0.0102(17) 0.0124(17) 0.0102(17) C17 0.032(2) 0.037(2) 0.037(2) 0.0026(16) 0.0069(16) 0.0147(16) C18 0.0240(17) 0.0266(17) 0.0246(18) 0.0035(13) -0.0027(14) 0.0063(14) C19 0.0206(17) 0.0270(17) 0.0259(18) 0.0015(13) -0.0043(13) 0.0058(14) C20 0.0271(19) 0.0252(17) 0.0302(19) 0.0046(14) 0.0007(15) 0.0110(15) C21 0.046(2) 0.045(2) 0.049(2) 0.0189(18) 0.0188(19) 0.0286(19) C22 0.050(2) 0.048(2) 0.049(2) 0.0092(19) 0.021(2) 0.028(2) C23 0.035(2) 0.0323(19) 0.039(2) -0.0023(16) 0.0012(17) 0.0188(16) C24 0.056(3) 0.036(2) 0.053(3) 0.0169(18) 0.009(2) 0.0246(19) C25 0.046(2) 0.035(2) 0.051(2) 0.0141(17) 0.0164(19) 0.0232(18) C26 0.042(2) 0.040(2) 0.048(2) 0.0003(17) 0.0029(18) 0.0201(19) C27 0.040(2) 0.077(3) 0.032(2) 0.020(2) -0.0036(18) -0.008(2) C28 0.033(2) 0.072(3) 0.040(2) 0.019(2) -0.0096(18) -0.014(2) C29 0.031(2) 0.037(2) 0.031(2) 0.0049(15) -0.0007(15) 0.0088(16) C30 0.043(2) 0.063(3) 0.036(2) 0.0186(19) -0.0063(18) -0.008(2) C31 0.040(2) 0.051(2) 0.035(2) 0.0122(18) -0.0062(18) -0.0049(19) C32 0.030(2) 0.036(2) 0.032(2) 0.0039(15) -0.0036(16) 0.0052(16) C33 0.0305(19) 0.0317(18) 0.0275(19) 0.0004(14) -0.0021(15) 0.0135(16) Co1 0.0179(3) 0.0244(3) 0.0295(4) 0.0060(3) 0.0010(3) 0.0046(3) Co2 0.0256(3) 0.0290(3) 0.0271(3) 0.00561(19) 0.00308(19) 0.0138(2) N1 0.0287(16) 0.0342(16) 0.0302(16) 0.0063(13) 0.0008(13) 0.0085(13) N2 0.0341(17) 0.0317(16) 0.0377(17) 0.0077(13) 0.0079(14) 0.0185(13) N3 0.0246(16) 0.0277(15) 0.0352(17) 0.0042(12) 0.0030(13) 0.0031(12) O1 0.0217(12) 0.0417(14) 0.0294(13) 0.0056(10) 0.0019(10) 0.0090(10) O2 0.0374(14) 0.0397(14) 0.0267(13) -0.0045(10) 0.0005(11) 0.0104(11) O3 0.0394(15) 0.0353(14) 0.0475(15) 0.0179(11) 0.0192(12) 0.0181(12) O4 0.0414(15) 0.0399(14) 0.0483(16) 0.0162(11) 0.0140(12) 0.0252(12) O5 0.0404(16) 0.0618(18) 0.0434(16) -0.0085(13) -0.0100(12) 0.0262(13) O6 0.0252(13) 0.0342(13) 0.0366(14) 0.0081(10) 0.0007(10) 0.0108(11) O8 0.0376(14) 0.0342(13) 0.0341(14) 0.0033(10) -0.0065(11) 0.0195(11) O9 0.0383(15) 0.0481(15) 0.0373(15) 0.0051(11) 0.0004(12) 0.0152(12) O10 0.0306(14) 0.0433(14) 0.0347(14) 0.0055(11) 0.0027(11) 0.0100(11) _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 C1 1.310(7) 2_767 ? C1 C2 1.468(4) . ? C1 H1 0.9300 . ? C2 C6 1.386(5) . ? C2 C3 1.386(5) . ? C3 C4 1.370(5) . ? C3 H3 0.9300 . ? C4 N3 1.333(4) . ? C4 H4 0.9300 . ? C5 N3 1.328(4) . ? C5 C6 1.379(5) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 O5 1.253(4) . ? C7 O6 1.267(4) . ? C7 C8 1.507(4) . ? C8 C9 1.384(5) . ? C8 C13 1.397(5) . ? C9 C10 1.389(5) . ? C9 H9 0.9300 . ? C10 C11 1.387(4) . ? C10 H10 0.9300 . ? C11 O8 1.377(4) . ? C11 C12 1.378(5) . ? C12 C13 1.377(5) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.375(4) . ? C14 O8 1.397(4) . ? C14 C19 1.397(4) . ? C15 C16 1.387(5) . ? C15 H15 0.9300 . ? C16 C17 1.383(5) . ? C16 H16 0.9300 . ? C17 C18 1.384(4) . ? C17 H17 0.9300 . ? C18 C19 1.412(4) . ? C18 C33 1.501(4) . ? C19 C20 1.512(4) . ? C20 O2 1.241(4) . ? C20 O1 1.265(4) . ? C21 N2 1.329(4) . ? C21 C22 1.375(5) . ? C21 H21 0.9300 . ? C22 C23 1.371(5) . ? C22 H22 0.9300 . ? C23 C24 1.393(5) . ? C23 C26 1.483(5) . ? C24 C25 1.374(5) . ? C24 H24 0.9300 . ? C25 N2 1.337(4) . ? C25 H25 0.9300 . ? C26 C26 1.310(7) 2_656 ? C26 H26 0.9300 . ? C27 N1 1.317(4) . ? C27 C28 1.371(5) . ? C27 H27 0.9300 . ? C28 C29 1.372(5) . ? C28 H28 0.9300 . ? C29 C30 1.381(5) . ? C29 C32 1.467(5) . ? C30 C31 1.362(5) . ? C30 H30 0.9300 . ? C31 N1 1.337(4) . ? C31 H31 0.9300 . ? C32 C32 1.325(6) 2_667 ? C32 H32 0.9300 . ? C33 O3 1.259(4) . ? C33 O4 1.261(4) . ? C33 Co2 2.494(3) 2_566 ? Co1 O6 2.061(2) 2_657 ? Co1 O6 2.061(2) . ? Co1 O10 2.127(2) . ? Co1 O10 2.127(2) 2_657 ? Co1 N3 2.221(3) . ? Co1 N3 2.221(3) 2_657 ? Co2 O1 2.044(2) . ? Co2 N2 2.087(3) . ? Co2 N1 2.150(3) . ? Co2 O3 2.158(2) 2_566 ? Co2 O9 2.180(2) . ? Co2 O4 2.185(2) 2_566 ? Co2 C33 2.494(3) 2_566 ? O3 Co2 2.158(2) 2_566 ? O4 Co2 2.185(2) 2_566 ? O9 H9A 0.8220 . ? O9 H9B 1.0285 . ? O10 H10A 0.8200 . ? O10 H10B 0.9974 . ? 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 C1 C1 C2 125.7(4) 2_767 . ? C1 C1 H1 117.2 2_767 . ? C2 C1 H1 117.2 . . ? C6 C2 C3 116.1(3) . . ? C6 C2 C1 119.3(3) . . ? C3 C2 C1 124.6(3) . . ? C4 C3 C2 119.8(3) . . ? C4 C3 H3 120.1 . . ? C2 C3 H3 120.1 . . ? N3 C4 C3 124.6(3) . . ? N3 C4 H4 117.7 . . ? C3 C4 H4 117.7 . . ? N3 C5 C6 124.4(3) . . ? N3 C5 H5 117.8 . . ? C6 C5 H5 117.8 . . ? C5 C6 C2 119.8(3) . . ? C5 C6 H6 120.1 . . ? C2 C6 H6 120.1 . . ? O5 C7 O6 124.7(3) . . ? O5 C7 C8 119.4(3) . . ? O6 C7 C8 115.9(3) . . ? C9 C8 C13 118.2(3) . . ? C9 C8 C7 121.1(3) . . ? C13 C8 C7 120.6(3) . . ? C8 C9 C10 121.7(3) . . ? C8 C9 H9 119.2 . . ? C10 C9 H9 119.2 . . ? C11 C10 C9 118.8(3) . . ? C11 C10 H10 120.6 . . ? C9 C10 H10 120.6 . . ? O8 C11 C12 116.3(3) . . ? O8 C11 C10 123.4(3) . . ? C12 C11 C10 120.2(3) . . ? C13 C12 C11 120.5(3) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C12 C13 C8 120.5(3) . . ? C12 C13 H13 119.7 . . ? C8 C13 H13 119.7 . . ? C15 C14 O8 120.1(3) . . ? C15 C14 C19 122.6(3) . . ? O8 C14 C19 117.2(3) . . ? C14 C15 C16 118.9(3) . . ? C14 C15 H15 120.5 . . ? C16 C15 H15 120.5 . . ? C17 C16 C15 120.1(3) . . ? C17 C16 H16 120.0 . . ? C15 C16 H16 120.0 . . ? C16 C17 C18 121.0(3) . . ? C16 C17 H17 119.5 . . ? C18 C17 H17 119.5 . . ? C17 C18 C19 119.8(3) . . ? C17 C18 C33 119.6(3) . . ? C19 C18 C33 120.4(3) . . ? C14 C19 C18 117.5(3) . . ? C14 C19 C20 117.9(3) . . ? C18 C19 C20 124.7(3) . . ? O2 C20 O1 126.4(3) . . ? O2 C20 C19 117.4(3) . . ? O1 C20 C19 116.1(3) . . ? N2 C21 C22 124.0(3) . . ? N2 C21 H21 118.0 . . ? C22 C21 H21 118.0 . . ? C23 C22 C21 119.7(4) . . ? C23 C22 H22 120.1 . . ? C21 C22 H22 120.1 . . ? C22 C23 C24 116.9(3) . . ? C22 C23 C26 119.2(3) . . ? C24 C23 C26 123.8(3) . . ? C25 C24 C23 119.5(3) . . ? C25 C24 H24 120.3 . . ? C23 C24 H24 120.3 . . ? N2 C25 C24 123.5(3) . . ? N2 C25 H25 118.2 . . ? C24 C25 H25 118.2 . . ? C26 C26 C23 124.6(5) 2_656 . ? C26 C26 H26 117.7 2_656 . ? C23 C26 H26 117.7 . . ? N1 C27 C28 124.1(4) . . ? N1 C27 H27 117.9 . . ? C28 C27 H27 117.9 . . ? C27 C28 C29 120.5(3) . . ? C27 C28 H28 119.7 . . ? C29 C28 H28 119.7 . . ? C28 C29 C30 115.6(3) . . ? C28 C29 C32 121.2(3) . . ? C30 C29 C32 123.2(3) . . ? C31 C30 C29 120.3(4) . . ? C31 C30 H30 119.8 . . ? C29 C30 H30 119.8 . . ? N1 C31 C30 124.0(4) . . ? N1 C31 H31 118.0 . . ? C30 C31 H31 118.0 . . ? C32 C32 C29 124.6(4) 2_667 . ? C32 C32 H32 117.7 2_667 . ? C29 C32 H32 117.7 . . ? O3 C33 O4 120.6(3) . . ? O3 C33 C18 119.9(3) . . ? O4 C33 C18 119.3(3) . . ? O3 C33 Co2 59.91(17) . 2_566 ? O4 C33 Co2 61.14(17) . 2_566 ? C18 C33 Co2 169.4(2) . 2_566 ? O6 Co1 O6 180.000(1) 2_657 . ? O6 Co1 O10 89.38(9) 2_657 . ? O6 Co1 O10 90.62(9) . . ? O6 Co1 O10 90.62(9) 2_657 2_657 ? O6 Co1 O10 89.38(9) . 2_657 ? O10 Co1 O10 180.0 . 2_657 ? O6 Co1 N3 87.30(10) 2_657 . ? O6 Co1 N3 92.70(10) . . ? O10 Co1 N3 86.77(9) . . ? O10 Co1 N3 93.23(9) 2_657 . ? O6 Co1 N3 92.70(10) 2_657 2_657 ? O6 Co1 N3 87.30(10) . 2_657 ? O10 Co1 N3 93.23(9) . 2_657 ? O10 Co1 N3 86.77(9) 2_657 2_657 ? N3 Co1 N3 180.00(10) . 2_657 ? O1 Co2 N2 103.83(10) . . ? O1 Co2 N1 88.25(9) . . ? N2 Co2 N1 87.46(11) . . ? O1 Co2 O3 97.80(9) . 2_566 ? N2 Co2 O3 158.38(10) . 2_566 ? N1 Co2 O3 93.32(10) . 2_566 ? O1 Co2 O9 92.46(9) . . ? N2 Co2 O9 87.38(10) . . ? N1 Co2 O9 174.81(10) . . ? O3 Co2 O9 91.67(9) 2_566 . ? O1 Co2 O4 158.20(9) . 2_566 ? N2 Co2 O4 97.87(10) . 2_566 ? N1 Co2 O4 94.79(10) . 2_566 ? O3 Co2 O4 60.51(8) 2_566 2_566 ? O9 Co2 O4 86.44(9) . 2_566 ? O1 Co2 C33 127.86(10) . 2_566 ? N2 Co2 C33 128.15(11) . 2_566 ? N1 Co2 C33 96.90(10) . 2_566 ? O3 Co2 C33 30.31(9) 2_566 2_566 ? O9 Co2 C33 86.72(10) . 2_566 ? O4 Co2 C33 30.35(9) 2_566 2_566 ? C27 N1 C31 115.4(3) . . ? C27 N1 Co2 122.0(2) . . ? C31 N1 Co2 122.5(2) . . ? C21 N2 C25 116.3(3) . . ? C21 N2 Co2 119.1(2) . . ? C25 N2 Co2 123.5(2) . . ? C5 N3 C4 115.3(3) . . ? C5 N3 Co1 120.5(2) . . ? C4 N3 Co1 124.1(2) . . ? C20 O1 Co2 129.8(2) . . ? C33 O3 Co2 89.78(19) . 2_566 ? C33 O4 Co2 88.5(2) . 2_566 ? C7 O6 Co1 132.1(2) . . ? C11 O8 C14 119.1(2) . . ? Co2 O9 H9A 109.2 . . ? Co2 O9 H9B 103.4 . . ? H9A O9 H9B 87.8 . . ? Co1 O10 H10A 109.4 . . ? Co1 O10 H10B 114.5 . . ? H10A O10 H10B 101.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 C1 C2 C6 179.1(5) 2_767 . . . ? C1 C1 C2 C3 -1.9(7) 2_767 . . . ? C6 C2 C3 C4 1.8(5) . . . . ? C1 C2 C3 C4 -177.2(4) . . . . ? C2 C3 C4 N3 -2.2(6) . . . . ? N3 C5 C6 C2 -2.7(6) . . . . ? C3 C2 C6 C5 0.4(5) . . . . ? C1 C2 C6 C5 179.5(3) . . . . ? O5 C7 C8 C9 9.1(5) . . . . ? O6 C7 C8 C9 -171.8(3) . . . . ? O5 C7 C8 C13 -171.8(3) . . . . ? O6 C7 C8 C13 7.4(4) . . . . ? C13 C8 C9 C10 -2.1(5) . . . . ? C7 C8 C9 C10 177.0(3) . . . . ? C8 C9 C10 C11 1.3(5) . . . . ? C9 C10 C11 O8 -178.2(3) . . . . ? C9 C10 C11 C12 0.9(5) . . . . ? O8 C11 C12 C13 177.0(3) . . . . ? C10 C11 C12 C13 -2.2(5) . . . . ? C11 C12 C13 C8 1.3(5) . . . . ? C9 C8 C13 C12 0.8(5) . . . . ? C7 C8 C13 C12 -178.3(3) . . . . ? O8 C14 C15 C16 -175.0(3) . . . . ? C19 C14 C15 C16 -0.4(5) . . . . ? C14 C15 C16 C17 -2.9(5) . . . . ? C15 C16 C17 C18 3.2(5) . . . . ? C16 C17 C18 C19 -0.1(5) . . . . ? C16 C17 C18 C33 -176.4(3) . . . . ? C15 C14 C19 C18 3.4(5) . . . . ? O8 C14 C19 C18 178.2(3) . . . . ? C15 C14 C19 C20 -175.0(3) . . . . ? O8 C14 C19 C20 -0.3(4) . . . . ? C17 C18 C19 C14 -3.1(4) . . . . ? C33 C18 C19 C14 173.1(3) . . . . ? C17 C18 C19 C20 175.2(3) . . . . ? C33 C18 C19 C20 -8.6(5) . . . . ? C14 C19 C20 O2 92.6(4) . . . . ? C18 C19 C20 O2 -85.7(4) . . . . ? C14 C19 C20 O1 -84.1(4) . . . . ? C18 C19 C20 O1 97.6(4) . . . . ? N2 C21 C22 C23 -0.5(6) . . . . ? C21 C22 C23 C24 2.5(6) . . . . ? C21 C22 C23 C26 -178.2(3) . . . . ? C22 C23 C24 C25 -2.4(5) . . . . ? C26 C23 C24 C25 178.3(3) . . . . ? C23 C24 C25 N2 0.2(6) . . . . ? C22 C23 C26 C26 -179.7(5) . . . 2_656 ? C24 C23 C26 C26 -0.5(7) . . . 2_656 ? N1 C27 C28 C29 0.1(8) . . . . ? C27 C28 C29 C30 1.1(6) . . . . ? C27 C28 C29 C32 -179.1(4) . . . . ? C28 C29 C30 C31 -0.6(6) . . . . ? C32 C29 C30 C31 179.6(4) . . . . ? C29 C30 C31 N1 -1.3(7) . . . . ? C28 C29 C32 C32 -172.3(5) . . . 2_667 ? C30 C29 C32 C32 7.5(7) . . . 2_667 ? C17 C18 C33 O3 176.2(3) . . . . ? C19 C18 C33 O3 0.0(5) . . . . ? C17 C18 C33 O4 0.8(5) . . . . ? C19 C18 C33 O4 -175.4(3) . . . . ? C17 C18 C33 Co2 90.3(13) . . . 2_566 ? C19 C18 C33 Co2 -86.0(13) . . . 2_566 ? C28 C27 N1 C31 -1.9(7) . . . . ? C28 C27 N1 Co2 -177.8(4) . . . . ? C30 C31 N1 C27 2.5(6) . . . . ? C30 C31 N1 Co2 178.4(3) . . . . ? O1 Co2 N1 C27 -167.0(3) . . . . ? N2 Co2 N1 C27 89.1(3) . . . . ? O3 Co2 N1 C27 -69.3(3) 2_566 . . . ? O9 Co2 N1 C27 95.0(11) . . . . ? O4 Co2 N1 C27 -8.6(3) 2_566 . . . ? C33 Co2 N1 C27 -39.0(3) 2_566 . . . ? O1 Co2 N1 C31 17.4(3) . . . . ? N2 Co2 N1 C31 -86.6(3) . . . . ? O3 Co2 N1 C31 115.1(3) 2_566 . . . ? O9 Co2 N1 C31 -80.7(11) . . . . ? O4 Co2 N1 C31 175.8(3) 2_566 . . . ? C33 Co2 N1 C31 145.3(3) 2_566 . . . ? C22 C21 N2 C25 -1.6(6) . . . . ? C22 C21 N2 Co2 166.3(3) . . . . ? C24 C25 N2 C21 1.7(5) . . . . ? C24 C25 N2 Co2 -165.6(3) . . . . ? O1 Co2 N2 C21 165.2(3) . . . . ? N1 Co2 N2 C21 -107.2(3) . . . . ? O3 Co2 N2 C21 -14.6(5) 2_566 . . . ? O9 Co2 N2 C21 73.3(3) . . . . ? O4 Co2 N2 C21 -12.7(3) 2_566 . . . ? C33 Co2 N2 C21 -10.4(3) 2_566 . . . ? O1 Co2 N2 C25 -27.7(3) . . . . ? N1 Co2 N2 C25 59.8(3) . . . . ? O3 Co2 N2 C25 152.4(3) 2_566 . . . ? O9 Co2 N2 C25 -119.6(3) . . . . ? O4 Co2 N2 C25 154.3(3) 2_566 . . . ? C33 Co2 N2 C25 156.6(3) 2_566 . . . ? C6 C5 N3 C4 2.5(5) . . . . ? C6 C5 N3 Co1 -177.3(3) . . . . ? C3 C4 N3 C5 0.0(6) . . . . ? C3 C4 N3 Co1 179.8(3) . . . . ? O6 Co1 N3 C5 -169.9(3) 2_657 . . . ? O6 Co1 N3 C5 10.1(3) . . . . ? O10 Co1 N3 C5 -80.4(3) . . . . ? O10 Co1 N3 C5 99.6(3) 2_657 . . . ? N3 Co1 N3 C5 41(100) 2_657 . . . ? O6 Co1 N3 C4 10.3(3) 2_657 . . . ? O6 Co1 N3 C4 -169.7(3) . . . . ? O10 Co1 N3 C4 99.8(3) . . . . ? O10 Co1 N3 C4 -80.2(3) 2_657 . . . ? N3 Co1 N3 C4 -139(100) 2_657 . . . ? O2 C20 O1 Co2 19.7(5) . . . . ? C19 C20 O1 Co2 -163.8(2) . . . . ? N2 Co2 O1 C20 -90.0(3) . . . . ? N1 Co2 O1 C20 -177.0(3) . . . . ? O3 Co2 O1 C20 89.9(3) 2_566 . . . ? O9 Co2 O1 C20 -2.1(3) . . . . ? O4 Co2 O1 C20 84.5(4) 2_566 . . . ? C33 Co2 O1 C20 85.7(3) 2_566 . . . ? O4 C33 O3 Co2 7.7(3) . . . 2_566 ? C18 C33 O3 Co2 -167.7(3) . . . 2_566 ? O3 C33 O4 Co2 -7.6(3) . . . 2_566 ? C18 C33 O4 Co2 167.8(3) . . . 2_566 ? O5 C7 O6 Co1 22.9(5) . . . . ? C8 C7 O6 Co1 -156.2(2) . . . . ? O6 Co1 O6 C7 35(100) 2_657 . . . ? O10 Co1 O6 C7 -6.9(3) . . . . ? O10 Co1 O6 C7 173.1(3) 2_657 . . . ? N3 Co1 O6 C7 -93.7(3) . . . . ? N3 Co1 O6 C7 86.3(3) 2_657 . . . ? C12 C11 O8 C14 -175.7(3) . . . . ? C10 C11 O8 C14 3.5(5) . . . . ? C15 C14 O8 C11 -79.1(4) . . . . ? C19 C14 O8 C11 106.0(3) . . . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.181 0.621 0.751 56.0 17.8 2 -0.182 0.378 0.249 56.0 17.1 3 0.160 0.258 0.169 50.5 10.1 4 0.840 0.742 0.831 50.5 10.8 _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.772 _refine_diff_density_min -0.410 _refine_diff_density_rms 0.066 _database_code_depnum_ccdc_archive 'CCDC 965948' ####################################################################### # # 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-sr _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H23 Co2 N2 O10' _chemical_formula_weight 653.33 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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.3914(7) _cell_length_b 12.7364(9) _cell_length_c 13.0153(9) _cell_angle_alpha 107.453(7) _cell_angle_beta 105.230(8) _cell_angle_gamma 97.342(8) _cell_volume 1545.10(18) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1324 _cell_measurement_theta_min 2.246 _cell_measurement_theta_max 21.925 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.404 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 666 _exptl_absorpt_coefficient_mu 1.127 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7285 _exptl_absorpt_correction_T_max 0.7977 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruck 1000 CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 7913 _diffrn_reflns_av_R_equivalents 0.0314 _diffrn_reflns_av_sigmaI/netI 0.0708 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5406 _reflns_number_gt 3916 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1250P)^2^+0.3595P] 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 5406 _refine_ls_number_parameters 376 _refine_ls_number_restraints 249 _refine_ls_R_factor_all 0.0873 _refine_ls_R_factor_gt 0.0678 _refine_ls_wR_factor_ref 0.2093 _refine_ls_wR_factor_gt 0.1931 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0.017 _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 0.04181(7) 0.02983(6) 0.40188(6) 0.0249(2) Uani 1 1 d U . . Co2 Co -0.08117(7) 0.21534(6) 0.60233(6) 0.0259(2) Uani 1 1 d U . . O1 O -0.1378(4) 0.0713(3) 0.3212(3) 0.0361(10) Uani 1 1 d U . . O2 O -0.2012(4) 0.2006(3) 0.4442(3) 0.0332(9) Uani 1 1 d U . . O3 O -0.4103(4) -0.0320(4) 0.3549(4) 0.0467(11) Uani 1 1 d U . . O4 O -0.6228(5) -0.0038(5) 0.3106(5) 0.0688(16) Uani 1 1 d U . . H4A H -0.6320 -0.0412 0.3508 0.083 Uiso 1 1 d R . . O5 O -0.1881(4) 0.2523(3) 0.2055(3) 0.0376(10) Uani 1 1 d U . . O6 O -0.0175(4) 0.0641(3) -0.2335(3) 0.0339(9) Uani 1 1 d U . . O7 O -0.0119(4) 0.2422(3) -0.2258(3) 0.0395(10) Uani 1 1 d U . . O15 O -0.0479(4) -0.1094(3) 0.4328(3) 0.0261(8) Uani 1 1 d U . . H15A H -0.1195 -0.1358 0.3783 0.039 Uiso 1 1 d R . . O17 O 0.2230(4) -0.0492(3) 0.4361(4) 0.0328(9) Uani 1 1 d DU . . N1 N 0.9328(5) 0.6445(4) 0.3842(4) 0.0304(11) Uani 1 1 d U . . N2 N 0.1775(5) 0.1637(4) 0.3961(4) 0.0337(11) Uani 1 1 d U . . C1 C -0.2153(6) 0.1333(5) 0.3476(5) 0.0293(12) Uani 1 1 d U . . C2 C -0.3403(6) 0.1309(5) 0.2529(5) 0.0306(13) Uani 1 1 d U . . C3 C -0.4721(6) 0.0730(5) 0.2352(5) 0.0353(14) Uani 1 1 d U . . C4 C -0.5793(7) 0.0763(7) 0.1469(6) 0.0515(18) Uani 1 1 d U . . H4 H -0.6682 0.0403 0.1356 0.062 Uiso 1 1 calc R . . C5 C -0.5548(7) 0.1334(7) 0.0747(6) 0.057(2) Uani 1 1 d U . . H5 H -0.6266 0.1328 0.0141 0.068 Uiso 1 1 calc R . . C6 C -0.4247(7) 0.1901(6) 0.0937(6) 0.0505(18) Uani 1 1 d U . . H6 H -0.4079 0.2289 0.0467 0.061 Uiso 1 1 calc R . . C7 C -0.3211(6) 0.1890(5) 0.1812(5) 0.0354(14) Uani 1 1 d U . . C8 C -0.5059(6) 0.0095(5) 0.3076(5) 0.0399(15) Uani 1 1 d U . . C9 C -0.1409(6) 0.2320(5) 0.1129(5) 0.0354(14) Uani 1 1 d U . . C10 C -0.1118(7) 0.3197(5) 0.0749(5) 0.0441(16) Uani 1 1 d U . . H10 H -0.1206 0.3918 0.1123 0.053 Uiso 1 1 calc R . . C11 C -0.0694(7) 0.2981(5) -0.0197(5) 0.0435(16) Uani 1 1 d U . . H11 H -0.0504 0.3565 -0.0463 0.052 Uiso 1 1 calc R . . C12 C -0.0543(6) 0.1916(5) -0.0762(5) 0.0338(13) Uani 1 1 d U . . C13 C -0.0831(6) 0.1053(5) -0.0348(5) 0.0338(13) Uani 1 1 d U . . H13 H -0.0720 0.0336 -0.0706 0.041 Uiso 1 1 calc R . . C14 C -0.1278(6) 0.1248(5) 0.0584(5) 0.0380(14) Uani 1 1 d U . . H14 H -0.1488 0.0664 0.0844 0.046 Uiso 1 1 calc R . . C15 C -0.0257(5) 0.1643(5) -0.1864(5) 0.0310(13) Uani 1 1 d U . . C25 C 0.9403(7) 0.6172(5) 0.4775(6) 0.0425(15) Uani 1 1 d U . . H25 H 1.0182 0.6510 0.5407 0.051 Uiso 1 1 calc R . . C24 C 0.8377(7) 0.5413(6) 0.4834(7) 0.0491(17) Uani 1 1 d U . . H24 H 0.8473 0.5251 0.5497 0.059 Uiso 1 1 calc R . . C23 C 0.7216(6) 0.4898(5) 0.3919(6) 0.0421(15) Uani 1 1 d U . . C27 C 0.7137(7) 0.5171(6) 0.2936(6) 0.0482(17) Uani 1 1 d U . . H27 H 0.6374 0.4843 0.2290 0.058 Uiso 1 1 calc R . . C26 C 0.8206(6) 0.5927(5) 0.2953(6) 0.0411(15) Uani 1 1 d U . . H26 H 0.8146 0.6092 0.2295 0.049 Uiso 1 1 calc R . . C22 C 0.6118(7) 0.4140(6) 0.4039(7) 0.0537(19) Uani 1 1 d U . . H22 H 0.6372 0.3866 0.4632 0.064 Uiso 1 1 calc R . . C21 C 0.4845(7) 0.3806(6) 0.3424(7) 0.0548(19) Uani 1 1 d U . . H21 H 0.4582 0.4037 0.2801 0.066 Uiso 1 1 calc R . . C18 C 0.3766(6) 0.3084(5) 0.3626(6) 0.0434(16) Uani 1 1 d U . . C17 C 0.4005(7) 0.2847(6) 0.4636(7) 0.0532(19) Uani 1 1 d U . . H17 H 0.4833 0.3174 0.5218 0.064 Uiso 1 1 calc R . . C16 C 0.2992(6) 0.2121(5) 0.4753(6) 0.0424(16) Uani 1 1 d U . . H16 H 0.3168 0.1961 0.5422 0.051 Uiso 1 1 calc R . . C20 C 0.1553(7) 0.1905(5) 0.3014(6) 0.0421(15) Uani 1 1 d U . . H20 H 0.0705 0.1590 0.2455 0.051 Uiso 1 1 calc R . . C19 C 0.2501(7) 0.2612(6) 0.2822(6) 0.0503(18) Uani 1 1 d U . . H19 H 0.2287 0.2770 0.2153 0.060 Uiso 1 1 calc R . . O28 O -0.2234(6) 0.3130(5) 0.6552(6) 0.097(2) Uani 1 1 d U . . H17A H 0.252(10) -0.051(9) 0.381(5) 0.145 Uiso 1 1 d D . . H17B H 0.282(9) 0.003(7) 0.491(5) 0.145 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 0.0254(4) 0.0257(4) 0.0258(4) 0.0098(3) 0.0124(3) 0.0023(3) Co2 0.0282(4) 0.0254(4) 0.0259(4) 0.0093(3) 0.0119(3) 0.0044(3) O1 0.033(2) 0.040(2) 0.034(2) 0.0090(19) 0.0114(19) 0.0132(18) O2 0.034(2) 0.034(2) 0.027(2) 0.0087(18) 0.0066(18) 0.0047(17) O3 0.043(3) 0.053(3) 0.044(3) 0.023(2) 0.010(2) 0.002(2) O4 0.043(3) 0.110(5) 0.076(4) 0.052(3) 0.035(3) 0.014(3) O5 0.046(2) 0.039(2) 0.032(2) 0.0143(19) 0.019(2) 0.0045(19) O6 0.043(2) 0.037(2) 0.027(2) 0.0109(18) 0.0182(18) 0.0122(18) O7 0.053(3) 0.035(2) 0.030(2) 0.0101(18) 0.018(2) 0.0002(19) O15 0.0237(18) 0.0290(19) 0.0230(19) 0.0072(16) 0.0081(16) 0.0003(15) O17 0.030(2) 0.037(2) 0.034(2) 0.0164(18) 0.0130(18) 0.0015(17) N1 0.028(2) 0.031(2) 0.038(3) 0.015(2) 0.017(2) 0.003(2) N2 0.031(3) 0.032(3) 0.041(3) 0.015(2) 0.015(2) 0.004(2) C1 0.029(3) 0.030(3) 0.030(3) 0.014(3) 0.010(2) 0.002(2) C2 0.030(3) 0.034(3) 0.026(3) 0.007(2) 0.008(2) 0.010(2) C3 0.032(3) 0.047(4) 0.028(3) 0.010(3) 0.014(3) 0.012(3) C4 0.028(3) 0.083(5) 0.041(4) 0.020(4) 0.008(3) 0.012(3) C5 0.045(4) 0.087(6) 0.042(4) 0.032(4) 0.009(3) 0.020(4) C6 0.044(4) 0.076(5) 0.044(4) 0.032(4) 0.021(3) 0.018(3) C7 0.037(3) 0.044(3) 0.033(3) 0.019(3) 0.018(3) 0.012(3) C8 0.033(3) 0.050(4) 0.033(3) 0.011(3) 0.013(3) -0.001(3) C9 0.040(3) 0.039(3) 0.029(3) 0.012(3) 0.015(3) 0.004(3) C10 0.063(4) 0.032(3) 0.037(3) 0.007(3) 0.022(3) 0.006(3) C11 0.063(4) 0.036(3) 0.041(4) 0.019(3) 0.027(3) 0.007(3) C12 0.034(3) 0.038(3) 0.027(3) 0.009(3) 0.011(3) 0.005(3) C13 0.043(3) 0.031(3) 0.030(3) 0.012(2) 0.015(3) 0.006(3) C14 0.045(4) 0.037(3) 0.042(4) 0.021(3) 0.020(3) 0.010(3) C15 0.024(3) 0.037(3) 0.024(3) 0.007(3) 0.004(2) -0.001(2) C25 0.037(3) 0.047(4) 0.050(4) 0.025(3) 0.017(3) 0.007(3) C24 0.046(4) 0.054(4) 0.063(5) 0.037(4) 0.026(4) 0.008(3) C23 0.039(3) 0.040(3) 0.059(4) 0.025(3) 0.025(3) 0.009(3) C27 0.038(4) 0.048(4) 0.045(4) 0.012(3) 0.006(3) -0.011(3) C26 0.044(4) 0.038(3) 0.039(4) 0.015(3) 0.012(3) 0.001(3) C22 0.045(4) 0.055(4) 0.080(5) 0.041(4) 0.030(4) 0.010(3) C21 0.048(4) 0.049(4) 0.066(5) 0.022(4) 0.019(4) 0.001(3) C18 0.041(4) 0.043(4) 0.060(4) 0.028(3) 0.026(3) 0.008(3) C17 0.036(4) 0.052(4) 0.063(5) 0.022(4) 0.008(3) -0.006(3) C16 0.035(3) 0.046(4) 0.043(4) 0.019(3) 0.010(3) -0.007(3) C20 0.039(3) 0.045(4) 0.049(4) 0.026(3) 0.020(3) -0.002(3) C19 0.041(4) 0.062(4) 0.061(5) 0.040(4) 0.018(3) 0.008(3) O28 0.076(4) 0.088(4) 0.133(6) 0.030(4) 0.039(4) 0.048(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O15 2.065(4) 2_556 ? Co1 O6 2.088(4) 2 ? Co1 O15 2.092(3) . ? Co1 N2 2.102(5) . ? Co1 O1 2.102(4) . ? Co1 O17 2.252(4) . ? Co2 O2 2.046(4) . ? Co2 O15 2.060(4) 2_556 ? Co2 O7 2.066(4) 1_556 ? Co2 N1 2.136(4) 2_666 ? Co2 O28 2.167(6) . ? Co2 O17 2.254(4) 2_556 ? O1 C1 1.239(7) . ? O2 C1 1.250(7) . ? O3 C8 1.285(8) . ? O4 C8 1.218(7) . ? O4 H4A 0.8195 . ? O5 C9 1.384(7) . ? O5 C7 1.411(7) . ? O6 C15 1.264(7) . ? O6 Co1 2.087(4) 2 ? O7 C15 1.255(7) . ? O7 Co2 2.066(4) 1_554 ? O15 Co2 2.060(4) 2_556 ? O15 Co1 2.065(4) 2_556 ? O15 H15A 0.8282 . ? O17 Co2 2.254(4) 2_556 ? O17 H17A 0.85(2) . ? O17 H17B 0.84(2) . ? N1 C26 1.330(8) . ? N1 C25 1.345(8) . ? N1 Co2 2.136(4) 2_666 ? N2 C16 1.333(8) . ? N2 C20 1.346(8) . ? C1 C2 1.527(8) . ? C2 C7 1.391(8) . ? C2 C3 1.395(8) . ? C3 C4 1.390(9) . ? C3 C8 1.492(8) . ? C4 C5 1.401(10) . ? C4 H4 0.9300 . ? C5 C6 1.370(10) . ? C5 H5 0.9300 . ? C6 C7 1.351(9) . ? C6 H6 0.9300 . ? C9 C14 1.379(8) . ? C9 C10 1.381(8) . ? C10 C11 1.377(9) . ? C10 H10 0.9300 . ? C11 C12 1.386(8) . ? C11 H11 0.9300 . ? C12 C13 1.395(8) . ? C12 C15 1.489(8) . ? C13 C14 1.376(8) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C25 C24 1.379(8) . ? C25 H25 0.9300 . ? C24 C23 1.371(10) . ? C24 H24 0.9300 . ? C23 C27 1.408(9) . ? C23 C22 1.470(9) . ? C27 C26 1.365(9) . ? C27 H27 0.9300 . ? C26 H26 0.9300 . ? C22 C21 1.291(10) . ? C22 H22 0.9300 . ? C21 C18 1.487(9) . ? C21 H21 0.9300 . ? C18 C19 1.372(9) . ? C18 C17 1.402(10) . ? C17 C16 1.381(9) . ? C17 H17 0.9300 . ? C16 H16 0.9300 . ? C20 C19 1.371(8) . ? C20 H20 0.9300 . ? C19 H19 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O15 Co1 O6 173.62(14) 2_556 2 ? O15 Co1 O15 80.83(15) 2_556 . ? O6 Co1 O15 93.37(15) 2 . ? O15 Co1 N2 95.49(17) 2_556 . ? O6 Co1 N2 90.78(18) 2 . ? O15 Co1 N2 165.51(17) . . ? O15 Co1 O1 97.33(15) 2_556 . ? O6 Co1 O1 80.85(16) 2 . ? O15 Co1 O1 98.65(15) . . ? N2 Co1 O1 95.71(17) . . ? O15 Co1 O17 99.12(15) 2_556 . ? O6 Co1 O17 82.40(15) 2 . ? O15 Co1 O17 80.41(14) . . ? N2 Co1 O17 86.39(16) . . ? O1 Co1 O17 163.14(16) . . ? O2 Co2 O15 102.94(15) . 2_556 ? O2 Co2 O7 162.58(17) . 1_556 ? O15 Co2 O7 92.75(16) 2_556 1_556 ? O2 Co2 N1 93.86(17) . 2_666 ? O15 Co2 N1 90.29(16) 2_556 2_666 ? O7 Co2 N1 93.56(17) 1_556 2_666 ? O2 Co2 O28 82.4(2) . . ? O15 Co2 O28 171.5(2) 2_556 . ? O7 Co2 O28 81.2(2) 1_556 . ? N1 Co2 O28 96.1(2) 2_666 . ? O2 Co2 O17 82.56(15) . 2_556 ? O15 Co2 O17 81.05(14) 2_556 2_556 ? O7 Co2 O17 92.62(15) 1_556 2_556 ? N1 Co2 O17 169.59(17) 2_666 2_556 ? O28 Co2 O17 93.1(2) . 2_556 ? C1 O1 Co1 138.2(4) . . ? C1 O2 Co2 131.7(4) . . ? C8 O4 H4A 110.0 . . ? C9 O5 C7 114.0(4) . . ? C15 O6 Co1 132.1(4) . 2 ? C15 O7 Co2 122.7(4) . 1_554 ? Co2 O15 Co1 120.68(17) 2_556 2_556 ? Co2 O15 Co1 100.27(15) 2_556 . ? Co1 O15 Co1 99.17(15) 2_556 . ? Co2 O15 H15A 105.8 2_556 . ? Co1 O15 H15A 123.7 2_556 . ? Co1 O15 H15A 102.1 . . ? Co2 O17 Co1 90.04(14) 2_556 . ? Co2 O17 H17A 110(7) 2_556 . ? Co1 O17 H17A 103(8) . . ? Co2 O17 H17B 140(7) 2_556 . ? Co1 O17 H17B 103(8) . . ? H17A O17 H17B 103(3) . . ? C26 N1 C25 116.4(5) . . ? C26 N1 Co2 124.4(4) . 2_666 ? C25 N1 Co2 118.3(4) . 2_666 ? C16 N2 C20 116.3(5) . . ? C16 N2 Co1 122.4(4) . . ? C20 N2 Co1 120.3(4) . . ? O1 C1 O2 126.9(5) . . ? O1 C1 C2 117.7(5) . . ? O2 C1 C2 115.4(5) . . ? C7 C2 C3 118.8(5) . . ? C7 C2 C1 118.2(5) . . ? C3 C2 C1 123.0(5) . . ? C4 C3 C2 118.6(6) . . ? C4 C3 C8 117.6(6) . . ? C2 C3 C8 123.7(5) . . ? C3 C4 C5 120.6(6) . . ? C3 C4 H4 119.7 . . ? C5 C4 H4 119.7 . . ? C6 C5 C4 119.9(7) . . ? C6 C5 H5 120.1 . . ? C4 C5 H5 120.1 . . ? C7 C6 C5 119.4(6) . . ? C7 C6 H6 120.3 . . ? C5 C6 H6 120.3 . . ? C6 C7 C2 122.6(6) . . ? C6 C7 O5 119.9(5) . . ? C2 C7 O5 117.4(5) . . ? O4 C8 O3 126.5(6) . . ? O4 C8 C3 117.2(6) . . ? O3 C8 C3 116.2(5) . . ? C14 C9 C10 121.3(6) . . ? C14 C9 O5 119.9(5) . . ? C10 C9 O5 118.8(5) . . ? C11 C10 C9 118.6(6) . . ? C11 C10 H10 120.7 . . ? C9 C10 H10 120.7 . . ? C10 C11 C12 121.7(6) . . ? C10 C11 H11 119.1 . . ? C12 C11 H11 119.1 . . ? C11 C12 C13 118.2(5) . . ? C11 C12 C15 121.8(5) . . ? C13 C12 C15 119.5(5) . . ? C14 C13 C12 120.9(6) . . ? C14 C13 H13 119.6 . . ? C12 C13 H13 119.6 . . ? C9 C14 C13 119.3(5) . . ? C9 C14 H14 120.3 . . ? C13 C14 H14 120.3 . . ? O7 C15 O6 124.9(5) . . ? O7 C15 C12 117.7(5) . . ? O6 C15 C12 117.4(5) . . ? N1 C25 C24 122.8(6) . . ? N1 C25 H25 118.6 . . ? C24 C25 H25 118.6 . . ? C23 C24 C25 120.2(6) . . ? C23 C24 H24 119.9 . . ? C25 C24 H24 119.9 . . ? C24 C23 C27 117.2(6) . . ? C24 C23 C22 118.4(6) . . ? C27 C23 C22 124.4(6) . . ? C26 C27 C23 118.5(6) . . ? C26 C27 H27 120.7 . . ? C23 C27 H27 120.7 . . ? N1 C26 C27 124.8(6) . . ? N1 C26 H26 117.6 . . ? C27 C26 H26 117.6 . . ? C21 C22 C23 128.1(7) . . ? C21 C22 H22 116.0 . . ? C23 C22 H22 116.0 . . ? C22 C21 C18 125.5(7) . . ? C22 C21 H21 117.2 . . ? C18 C21 H21 117.2 . . ? C19 C18 C17 117.4(6) . . ? C19 C18 C21 121.1(6) . . ? C17 C18 C21 121.5(6) . . ? C16 C17 C18 119.0(6) . . ? C16 C17 H17 120.5 . . ? C18 C17 H17 120.5 . . ? N2 C16 C17 123.6(6) . . ? N2 C16 H16 118.2 . . ? C17 C16 H16 118.2 . . ? N2 C20 C19 124.0(6) . . ? N2 C20 H20 118.0 . . ? C19 C20 H20 118.0 . . ? C18 C19 C20 119.5(6) . . ? C18 C19 H19 120.2 . . ? C20 C19 H19 120.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O15 Co1 O1 C1 10.0(6) 2_556 . . . ? O6 Co1 O1 C1 -176.2(6) 2 . . . ? O15 Co1 O1 C1 91.7(6) . . . . ? N2 Co1 O1 C1 -86.3(6) . . . . ? O17 Co1 O1 C1 177.2(5) . . . . ? O15 Co2 O2 C1 11.0(5) 2_556 . . . ? O7 Co2 O2 C1 -142.8(6) 1_556 . . . ? N1 Co2 O2 C1 102.2(5) 2_666 . . . ? O28 Co2 O2 C1 -162.2(5) . . . . ? O17 Co2 O2 C1 -68.0(5) 2_556 . . . ? O15 Co1 O15 Co2 -123.7(2) 2_556 . . 2_556 ? O6 Co1 O15 Co2 58.99(17) 2 . . 2_556 ? N2 Co1 O15 Co2 -47.4(7) . . . 2_556 ? O1 Co1 O15 Co2 140.23(15) . . . 2_556 ? O17 Co1 O15 Co2 -22.72(16) . . . 2_556 ? O15 Co1 O15 Co1 0.0 2_556 . . 2_556 ? O6 Co1 O15 Co1 -177.33(15) 2 . . 2_556 ? N2 Co1 O15 Co1 76.3(7) . . . 2_556 ? O1 Co1 O15 Co1 -96.09(16) . . . 2_556 ? O17 Co1 O15 Co1 100.96(16) . . . 2_556 ? O15 Co1 O17 Co2 99.33(14) 2_556 . . 2_556 ? O6 Co1 O17 Co2 -74.41(15) 2 . . 2_556 ? O15 Co1 O17 Co2 20.33(14) . . . 2_556 ? N2 Co1 O17 Co2 -165.68(18) . . . 2_556 ? O1 Co1 O17 Co2 -67.9(5) . . . 2_556 ? O15 Co1 N2 C16 51.1(5) 2_556 . . . ? O6 Co1 N2 C16 -130.0(5) 2 . . . ? O15 Co1 N2 C16 -23.3(10) . . . . ? O1 Co1 N2 C16 149.1(5) . . . . ? O17 Co1 N2 C16 -47.7(5) . . . . ? O15 Co1 N2 C20 -140.9(5) 2_556 . . . ? O6 Co1 N2 C20 37.9(5) 2 . . . ? O15 Co1 N2 C20 144.6(6) . . . . ? O1 Co1 N2 C20 -43.0(5) . . . . ? O17 Co1 N2 C20 120.2(5) . . . . ? Co1 O1 C1 O2 3.1(9) . . . . ? Co1 O1 C1 C2 -178.6(4) . . . . ? Co2 O2 C1 O1 -16.2(9) . . . . ? Co2 O2 C1 C2 165.4(4) . . . . ? O1 C1 C2 C7 -77.5(7) . . . . ? O2 C1 C2 C7 101.0(6) . . . . ? O1 C1 C2 C3 102.2(7) . . . . ? O2 C1 C2 C3 -79.3(7) . . . . ? C7 C2 C3 C4 -0.5(9) . . . . ? C1 C2 C3 C4 179.8(6) . . . . ? C7 C2 C3 C8 -178.9(6) . . . . ? C1 C2 C3 C8 1.4(9) . . . . ? C2 C3 C4 C5 2.2(10) . . . . ? C8 C3 C4 C5 -179.3(7) . . . . ? C3 C4 C5 C6 -2.4(12) . . . . ? C4 C5 C6 C7 0.8(12) . . . . ? C5 C6 C7 C2 0.9(11) . . . . ? C5 C6 C7 O5 -176.4(6) . . . . ? C3 C2 C7 C6 -1.1(9) . . . . ? C1 C2 C7 C6 178.6(6) . . . . ? C3 C2 C7 O5 176.3(5) . . . . ? C1 C2 C7 O5 -4.0(8) . . . . ? C9 O5 C7 C6 -52.2(8) . . . . ? C9 O5 C7 C2 130.3(6) . . . . ? C4 C3 C8 O4 -23.1(9) . . . . ? C2 C3 C8 O4 155.3(6) . . . . ? C4 C3 C8 O3 152.6(6) . . . . ? C2 C3 C8 O3 -29.0(9) . . . . ? C7 O5 C9 C14 -60.6(7) . . . . ? C7 O5 C9 C10 117.5(6) . . . . ? C14 C9 C10 C11 0.2(10) . . . . ? O5 C9 C10 C11 -177.8(6) . . . . ? C9 C10 C11 C12 -0.6(10) . . . . ? C10 C11 C12 C13 -0.1(10) . . . . ? C10 C11 C12 C15 172.1(6) . . . . ? C11 C12 C13 C14 1.2(9) . . . . ? C15 C12 C13 C14 -171.2(5) . . . . ? C10 C9 C14 C13 0.8(9) . . . . ? O5 C9 C14 C13 178.8(5) . . . . ? C12 C13 C14 C9 -1.5(9) . . . . ? Co2 O7 C15 O6 36.2(8) 1_554 . . . ? Co2 O7 C15 C12 -143.6(4) 1_554 . . . ? Co1 O6 C15 O7 -22.3(8) 2 . . . ? Co1 O6 C15 C12 157.5(4) 2 . . . ? C11 C12 C15 O7 1.8(8) . . . . ? C13 C12 C15 O7 174.0(5) . . . . ? C11 C12 C15 O6 -178.0(5) . . . . ? C13 C12 C15 O6 -5.8(8) . . . . ? C26 N1 C25 C24 -1.1(9) . . . . ? Co2 N1 C25 C24 168.8(5) 2_666 . . . ? N1 C25 C24 C23 0.1(11) . . . . ? C25 C24 C23 C27 0.6(10) . . . . ? C25 C24 C23 C22 -176.9(7) . . . . ? C24 C23 C27 C26 -0.3(10) . . . . ? C22 C23 C27 C26 177.1(6) . . . . ? C25 N1 C26 C27 1.5(10) . . . . ? Co2 N1 C26 C27 -167.8(5) 2_666 . . . ? C23 C27 C26 N1 -0.8(11) . . . . ? C24 C23 C22 C21 160.6(8) . . . . ? C27 C23 C22 C21 -16.7(13) . . . . ? C23 C22 C21 C18 -176.6(7) . . . . ? C22 C21 C18 C19 -168.5(8) . . . . ? C22 C21 C18 C17 10.7(12) . . . . ? C19 C18 C17 C16 2.8(11) . . . . ? C21 C18 C17 C16 -176.4(7) . . . . ? C20 N2 C16 C17 -1.0(10) . . . . ? Co1 N2 C16 C17 167.4(6) . . . . ? C18 C17 C16 N2 -1.0(11) . . . . ? C16 N2 C20 C19 1.3(10) . . . . ? Co1 N2 C20 C19 -167.3(5) . . . . ? C17 C18 C19 C20 -2.5(11) . . . . ? C21 C18 C19 C20 176.7(7) . . . . ? N2 C20 C19 C18 0.5(11) . . . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 0.500 0.000 292 81 ' ' _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 2.896 _refine_diff_density_min -0.532 _refine_diff_density_rms 0.117 _database_code_depnum_ccdc_archive 'CCDC 965949' ####################################################################### # # 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 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C78 H62 Co3 N8 O14' _chemical_formula_weight 1512.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 monoclinic _symmetry_space_group_name_H-M P2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 12.856(3) _cell_length_b 11.081(3) _cell_length_c 27.351(6) _cell_angle_alpha 90.00 _cell_angle_beta 114.913(9) _cell_angle_gamma 90.00 _cell_volume 3533.8(15) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1551 _cell_measurement_theta_min 2.465 _cell_measurement_theta_max 20.859 _exptl_crystal_description pink _exptl_crystal_colour block _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.421 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1558 _exptl_absorpt_coefficient_mu 0.768 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8022 _exptl_absorpt_correction_T_max 0.8491 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruck 1000 CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 21559 _diffrn_reflns_av_R_equivalents 0.0947 _diffrn_reflns_av_sigmaI/netI 0.1443 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 28.36 _reflns_number_total 8638 _reflns_number_gt 4147 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0900P)^2^+3.0000P] 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 8638 _refine_ls_number_parameters 465 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1668 _refine_ls_R_factor_gt 0.0706 _refine_ls_wR_factor_ref 0.2246 _refine_ls_wR_factor_gt 0.1597 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 1.0000 1.01659(10) 0.2500 0.0296(3) Uani 1 2 d S . . Co2 Co 0.19783(6) 0.47236(6) 0.01437(3) 0.0220(2) Uani 1 1 d . . . C1 C 0.7889(5) 1.0099(5) 0.2122(2) 0.0328(14) Uani 1 1 d . . . C2 C 0.6590(5) 1.0089(5) 0.1927(2) 0.0338(14) Uani 1 1 d . . . C3 C 0.6023(6) 1.1131(6) 0.1936(3) 0.057(2) Uani 1 1 d . . . H3 H 0.6427 1.1850 0.2046 0.068 Uiso 1 1 calc R . . C4 C 0.4831(7) 1.1112(7) 0.1778(4) 0.069(2) Uani 1 1 d . . . H4 H 0.4437 1.1824 0.1765 0.082 Uiso 1 1 calc R . . C5 C 0.4250(5) 1.0020(6) 0.1642(3) 0.0529(19) Uani 1 1 d . . . H5 H 0.3468 0.9994 0.1553 0.063 Uiso 1 1 calc R . . C6 C 0.4831(5) 0.8965(6) 0.1640(2) 0.0396(15) Uani 1 1 d . . . C7 C 0.6014(5) 0.9009(5) 0.1785(2) 0.0350(14) Uani 1 1 d . . . H7 H 0.6410 0.8306 0.1785 0.042 Uiso 1 1 calc R . . C8 C 0.3182(5) 0.7695(6) 0.1420(2) 0.0360(14) Uani 1 1 d . . . C9 C 0.2882(6) 0.7870(6) 0.1851(2) 0.0440(16) Uani 1 1 d . . . H9 H 0.3428 0.8122 0.2185 0.053 Uiso 1 1 calc R . . C10 C 0.1765(6) 0.7662(6) 0.1772(3) 0.0439(16) Uani 1 1 d . . . H10 H 0.1538 0.7798 0.2049 0.053 Uiso 1 1 calc R . . C11 C 0.1000(6) 0.7254(5) 0.1283(2) 0.0414(16) Uani 1 1 d . . . H11 H 0.0250 0.7107 0.1233 0.050 Uiso 1 1 calc R . . C12 C 0.1292(5) 0.7048(5) 0.0855(2) 0.0284(13) Uani 1 1 d . . . C13 C 0.2385(5) 0.7294(5) 0.0915(2) 0.0268(12) Uani 1 1 d . . . C14 C 0.0386(5) 0.6524(4) 0.0336(2) 0.0258(12) Uani 1 1 d . . . C15 C 0.2829(5) 0.7168(5) 0.0478(2) 0.0287(12) Uani 1 1 d . . . C16 C 0.3175(5) 0.4568(6) 0.1382(2) 0.0430(16) Uani 1 1 d . . . H16 H 0.3798 0.4732 0.1303 0.052 Uiso 1 1 calc R . . C17 C 0.3345(6) 0.4586(6) 0.1911(3) 0.0495(18) Uani 1 1 d . . . H17 H 0.4067 0.4760 0.2180 0.059 Uiso 1 1 calc R . . C18 C 0.2437(6) 0.4346(6) 0.2046(2) 0.0405(15) Uani 1 1 d . . . C19 C 0.1429(5) 0.4059(6) 0.1626(2) 0.0436(16) Uani 1 1 d . . . H19 H 0.0796 0.3862 0.1692 0.052 Uiso 1 1 calc R . . C20 C 0.1333(6) 0.4055(5) 0.1108(2) 0.0410(16) Uani 1 1 d . . . H20 H 0.0627 0.3842 0.0836 0.049 Uiso 1 1 calc R . . C21 C 0.2584(7) 0.4485(8) 0.2619(3) 0.064(2) Uani 1 1 d . . . H21A H 0.3105 0.3864 0.2837 0.077 Uiso 1 1 calc R . . H21B H 0.2941 0.5260 0.2754 0.077 Uiso 1 1 calc R . . C22 C 0.1507(8) 0.4408(9) 0.2691(3) 0.078(3) Uani 1 1 d . . . H22A H 0.1166 0.3619 0.2573 0.094 Uiso 1 1 calc R . . H22B H 0.0972 0.5007 0.2463 0.094 Uiso 1 1 calc R . . C23 C 0.1678(6) 0.4606(8) 0.3270(3) 0.055(2) Uani 1 1 d . . . C24 C 0.1696(6) 0.5746(7) 0.3480(3) 0.0535(19) Uani 1 1 d . . . H24 H 0.1634 0.6419 0.3267 0.064 Uiso 1 1 calc R . . C25 C 0.1806(5) 0.5904(6) 0.4002(3) 0.0420(16) Uani 1 1 d . . . H25 H 0.1831 0.6683 0.4132 0.050 Uiso 1 1 calc R . . C26 C 0.1888(5) 0.3853(6) 0.4138(2) 0.0406(15) Uani 1 1 d . . . H26 H 0.1982 0.3198 0.4365 0.049 Uiso 1 1 calc R . . C27 C 0.1767(6) 0.3644(7) 0.3621(3) 0.055(2) Uani 1 1 d . . . H27 H 0.1743 0.2854 0.3502 0.067 Uiso 1 1 calc R . . C28 C 0.4160(5) 0.3530(5) 0.0173(3) 0.0359(14) Uani 1 1 d . . . H28 H 0.4337 0.4310 0.0107 0.043 Uiso 1 1 calc R . . C29 C 0.4891(5) 0.2607(5) 0.0182(3) 0.0440(17) Uani 1 1 d . . . H29 H 0.5542 0.2763 0.0124 0.053 Uiso 1 1 calc R . . C30 C 0.4627(5) 0.1433(5) 0.0279(3) 0.0390(15) Uani 1 1 d . . . C31 C 0.3685(5) 0.1259(5) 0.0385(2) 0.0347(14) Uani 1 1 d . . . H31 H 0.3517 0.0494 0.0471 0.042 Uiso 1 1 calc R . . C32 C 0.2976(5) 0.2240(5) 0.0362(2) 0.0355(15) Uani 1 1 d . . . H32 H 0.2329 0.2106 0.0425 0.043 Uiso 1 1 calc R . . C33 C 0.5346(5) 0.0369(6) 0.0258(3) 0.0447(16) Uani 1 1 d . . . H33A H 0.5535 -0.0134 0.0574 0.054 Uiso 1 1 calc R . . H33B H 0.6056 0.0651 0.0253 0.054 Uiso 1 1 calc R . . C34 C 1.0817(8) 1.0787(7) 0.1606(3) 0.074(3) Uani 1 1 d . . . H34 H 1.1461 1.1079 0.1896 0.089 Uiso 1 1 calc R . . C35 C 1.0751(7) 1.0881(7) 0.1086(3) 0.067(2) Uani 1 1 d . . . H35 H 1.1353 1.1239 0.1036 0.081 Uiso 1 1 calc R . . C36 C 0.9824(6) 1.0460(5) 0.0646(2) 0.0390(15) Uani 1 1 d . . . C37 C 0.9032(7) 0.9898(9) 0.0759(3) 0.078(3) Uani 1 1 d . . . H37 H 0.8406 0.9550 0.0479 0.093 Uiso 1 1 calc R . . C38 C 0.9113(6) 0.9819(8) 0.1271(3) 0.065(2) Uani 1 1 d . . . H38 H 0.8532 0.9412 0.1321 0.078 Uiso 1 1 calc R . . C39 C 0.9779(6) 1.0546(6) 0.0091(3) 0.0479(18) Uani 1 1 d . . . H39A H 1.0222 1.1243 0.0078 0.058 Uiso 1 1 calc R . . H39B H 0.8990 1.0684 -0.0162 0.058 Uiso 1 1 calc R . . N1 N 0.2155(4) 0.4326(4) 0.09666(17) 0.0246(10) Uani 1 1 d . . . N2 N 0.1877(4) 0.4962(4) 0.43259(18) 0.0307(11) Uani 1 1 d . . . N3 N 0.3200(4) 0.3365(4) 0.02536(19) 0.0309(11) Uani 1 1 d . . . N4 N 0.9948(4) 1.0274(5) 0.16965(19) 0.0365(12) Uani 1 1 d . . . O1 O 0.8402(4) 1.1124(4) 0.22012(16) 0.0397(10) Uani 1 1 d . . . O2 O 0.8448(3) 0.9134(4) 0.22026(16) 0.0371(10) Uani 1 1 d . . . O3 O 0.4335(3) 0.7840(4) 0.15005(17) 0.0464(11) Uani 1 1 d . . . O4 O 0.0749(3) 0.6057(3) 0.00117(14) 0.0270(9) Uani 1 1 d . . . O5 O -0.0633(3) 0.6566(3) 0.02592(15) 0.0294(9) Uani 1 1 d . . . O6 O 0.3175(3) 0.6103(3) 0.04128(15) 0.0297(9) Uani 1 1 d . . . O7 O 0.2890(4) 0.8091(4) 0.02399(18) 0.0442(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0319(6) 0.0378(6) 0.0220(6) 0.000 0.0143(5) 0.000 Co2 0.0253(4) 0.0248(4) 0.0199(4) -0.0007(3) 0.0134(3) 0.0033(3) C1 0.033(3) 0.046(4) 0.017(3) 0.005(2) 0.009(2) -0.006(3) C2 0.023(3) 0.045(4) 0.028(3) 0.005(3) 0.005(3) 0.001(3) C3 0.046(5) 0.045(4) 0.075(5) 0.004(4) 0.021(4) -0.005(3) C4 0.052(5) 0.052(5) 0.098(7) -0.002(5) 0.028(5) 0.008(4) C5 0.015(3) 0.058(5) 0.068(5) -0.009(4) 0.000(3) -0.002(3) C6 0.043(4) 0.053(4) 0.024(3) -0.003(3) 0.016(3) -0.002(3) C7 0.027(3) 0.044(4) 0.028(3) -0.005(3) 0.006(3) -0.001(3) C8 0.016(3) 0.052(4) 0.033(3) -0.019(3) 0.004(3) -0.005(3) C9 0.044(4) 0.055(4) 0.024(3) -0.020(3) 0.006(3) -0.009(3) C10 0.044(4) 0.057(4) 0.033(4) -0.015(3) 0.019(3) 0.000(3) C11 0.063(5) 0.040(3) 0.042(4) -0.012(3) 0.043(4) -0.009(3) C12 0.039(4) 0.023(3) 0.033(3) -0.005(2) 0.025(3) -0.001(2) C13 0.027(3) 0.026(3) 0.027(3) -0.004(2) 0.011(3) 0.001(2) C14 0.039(4) 0.021(3) 0.028(3) 0.004(2) 0.025(3) 0.004(2) C15 0.024(3) 0.032(3) 0.029(3) -0.006(3) 0.011(3) -0.001(2) C16 0.024(3) 0.078(5) 0.026(3) 0.008(3) 0.010(3) 0.006(3) C17 0.042(4) 0.079(5) 0.026(3) 0.000(3) 0.012(3) 0.003(4) C18 0.044(4) 0.058(4) 0.019(3) 0.002(3) 0.012(3) 0.011(3) C19 0.019(3) 0.082(5) 0.025(3) -0.004(3) 0.005(3) -0.008(3) C20 0.054(4) 0.047(4) 0.029(3) -0.002(3) 0.025(3) -0.004(3) C21 0.065(6) 0.103(6) 0.026(4) 0.003(4) 0.020(4) 0.014(5) C22 0.085(7) 0.125(8) 0.037(4) -0.007(5) 0.039(5) 0.004(6) C23 0.054(5) 0.094(6) 0.028(4) -0.017(4) 0.028(3) -0.007(4) C24 0.052(5) 0.080(5) 0.031(4) 0.018(4) 0.020(3) 0.006(4) C25 0.045(4) 0.046(4) 0.039(4) 0.007(3) 0.021(3) 0.005(3) C26 0.044(4) 0.051(4) 0.024(3) -0.003(3) 0.011(3) 0.001(3) C27 0.079(6) 0.063(5) 0.038(4) -0.012(4) 0.038(4) 0.004(4) C28 0.028(3) 0.034(3) 0.051(4) -0.002(3) 0.022(3) -0.001(3) C29 0.034(4) 0.044(4) 0.064(5) -0.002(3) 0.032(4) 0.008(3) C30 0.042(4) 0.036(3) 0.043(4) 0.002(3) 0.021(3) 0.020(3) C31 0.039(4) 0.029(3) 0.039(4) 0.000(3) 0.020(3) 0.007(3) C32 0.044(4) 0.032(3) 0.043(4) 0.003(3) 0.031(3) 0.007(3) C33 0.031(4) 0.049(4) 0.052(4) -0.003(3) 0.015(3) 0.016(3) C34 0.110(7) 0.094(6) 0.045(5) -0.017(4) 0.059(5) -0.048(5) C35 0.087(6) 0.092(6) 0.047(5) -0.003(4) 0.052(5) -0.038(5) C36 0.049(4) 0.044(4) 0.029(3) 0.009(3) 0.022(3) 0.013(3) C37 0.054(5) 0.137(8) 0.033(4) -0.013(5) 0.010(4) -0.025(5) C38 0.036(4) 0.114(7) 0.042(4) -0.006(4) 0.014(3) -0.025(4) C39 0.065(5) 0.053(4) 0.033(3) 0.016(3) 0.027(3) 0.021(3) N1 0.022(3) 0.035(2) 0.018(2) 0.0018(19) 0.010(2) 0.0072(19) N2 0.042(3) 0.040(3) 0.022(2) 0.000(2) 0.025(2) 0.000(2) N3 0.045(3) 0.027(2) 0.036(3) 0.001(2) 0.031(3) 0.005(2) N4 0.036(3) 0.048(3) 0.024(3) -0.001(2) 0.011(2) 0.002(3) O1 0.040(3) 0.041(2) 0.038(2) 0.0051(19) 0.016(2) -0.004(2) O2 0.038(3) 0.038(2) 0.035(2) 0.0056(19) 0.015(2) -0.001(2) O3 0.024(2) 0.058(3) 0.051(3) -0.028(2) 0.008(2) -0.011(2) O4 0.034(2) 0.032(2) 0.023(2) 0.0003(16) 0.0201(18) 0.0054(17) O5 0.022(2) 0.027(2) 0.042(2) -0.0077(17) 0.0161(19) 0.0019(16) O6 0.035(2) 0.030(2) 0.034(2) -0.0073(17) 0.025(2) -0.0016(17) O7 0.056(3) 0.034(2) 0.059(3) 0.005(2) 0.040(3) -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 2.141(4) . ? Co1 O2 2.141(4) 2_755 ? Co1 O1 2.145(4) . ? Co1 O1 2.145(4) 2_755 ? Co1 N4 2.174(5) 2_755 ? Co1 N4 2.174(5) . ? Co1 C1 2.464(6) . ? Co1 C1 2.464(6) 2_755 ? Co2 O6 2.071(4) . ? Co2 O4 2.081(3) . ? Co2 N3 2.104(4) . ? Co2 O5 2.154(4) 3_565 ? Co2 N1 2.209(4) . ? Co2 N2 2.212(4) 4_565 ? C1 O2 1.254(7) . ? C1 O1 1.286(6) . ? C1 C2 1.525(8) . ? C2 C3 1.371(9) . ? C2 C7 1.375(8) . ? C3 C4 1.406(10) . ? C3 H3 0.9300 . ? C4 C5 1.388(10) . ? C4 H4 0.9300 . ? C5 C6 1.388(9) . ? C5 H5 0.9300 . ? C6 O3 1.378(7) . ? C6 C7 1.402(8) . ? C7 H7 0.9300 . ? C8 C13 1.402(7) . ? C8 C9 1.400(8) . ? C8 O3 1.413(6) . ? C9 C10 1.379(8) . ? C9 H9 0.9300 . ? C10 C11 1.360(8) . ? C10 H10 0.9300 . ? C11 C12 1.393(7) . ? C11 H11 0.9300 . ? C12 C13 1.371(7) . ? C12 C14 1.521(8) . ? C13 C15 1.530(7) . ? C14 O5 1.237(6) . ? C14 O4 1.274(5) . ? C15 O7 1.233(6) . ? C15 O6 1.300(6) . ? C16 N1 1.351(7) . ? C16 C17 1.371(8) . ? C16 H16 0.9300 . ? C17 C18 1.390(9) . ? C17 H17 0.9300 . ? C18 C19 1.358(8) . ? C18 C21 1.506(8) . ? C19 C20 1.370(8) . ? C19 H19 0.9300 . ? C20 N1 1.305(7) . ? C20 H20 0.9300 . ? C21 C22 1.482(10) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.520(9) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.384(10) . ? C23 C27 1.407(10) . ? C24 C25 1.384(8) . ? C24 H24 0.9300 . ? C25 N2 1.346(7) . ? C25 H25 0.9300 . ? C26 N2 1.335(7) . ? C26 C27 1.374(8) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 N3 1.355(7) . ? C28 C29 1.383(8) . ? C28 H28 0.9300 . ? C29 C30 1.398(8) . ? C29 H29 0.9300 . ? C30 C31 1.373(8) . ? C30 C33 1.514(7) . ? C31 C32 1.404(7) . ? C31 H31 0.9300 . ? C32 N3 1.340(7) . ? C32 H32 0.9300 . ? C33 C33 1.546(12) 3_655 ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 N4 1.366(8) . ? C34 C35 1.393(9) . ? C34 H34 0.9300 . ? C35 C36 1.370(10) . ? C35 H35 0.9300 . ? C36 C37 1.335(10) . ? C36 C39 1.497(8) . ? C37 C38 1.363(10) . ? C37 H37 0.9300 . ? C38 N4 1.307(8) . ? C38 H38 0.9300 . ? C39 C39 1.508(11) 3_775 ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? N2 Co2 2.212(4) 4_566 ? O5 Co2 2.154(4) 3_565 ? 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 115.4(2) . 2_755 ? O2 Co1 O1 61.96(16) . . ? O2 Co1 O1 177.33(16) 2_755 . ? O2 Co1 O1 177.34(16) . 2_755 ? O2 Co1 O1 61.96(16) 2_755 2_755 ? O1 Co1 O1 120.7(2) . 2_755 ? O2 Co1 N4 92.31(16) . 2_755 ? O2 Co1 N4 91.05(17) 2_755 2_755 ? O1 Co1 N4 88.55(17) . 2_755 ? O1 Co1 N4 88.33(17) 2_755 2_755 ? O2 Co1 N4 91.05(17) . . ? O2 Co1 N4 92.31(16) 2_755 . ? O1 Co1 N4 88.33(17) . . ? O1 Co1 N4 88.55(17) 2_755 . ? N4 Co1 N4 173.7(3) 2_755 . ? O2 Co1 C1 30.59(16) . . ? O2 Co1 C1 145.9(2) 2_755 . ? O1 Co1 C1 31.43(16) . . ? O1 Co1 C1 152.0(2) 2_755 . ? N4 Co1 C1 89.14(18) 2_755 . ? N4 Co1 C1 91.05(18) . . ? O2 Co1 C1 145.9(2) . 2_755 ? O2 Co1 C1 30.59(16) 2_755 2_755 ? O1 Co1 C1 152.0(2) . 2_755 ? O1 Co1 C1 31.43(16) 2_755 2_755 ? N4 Co1 C1 91.05(18) 2_755 2_755 ? N4 Co1 C1 89.14(18) . 2_755 ? C1 Co1 C1 176.5(3) . 2_755 ? O6 Co2 O4 86.20(14) . . ? O6 Co2 N3 94.57(17) . . ? O4 Co2 N3 178.38(16) . . ? O6 Co2 O5 170.81(15) . 3_565 ? O4 Co2 O5 89.70(14) . 3_565 ? N3 Co2 O5 89.34(16) . 3_565 ? O6 Co2 N1 92.46(15) . . ? O4 Co2 N1 93.61(14) . . ? N3 Co2 N1 87.78(16) . . ? O5 Co2 N1 96.01(15) 3_565 . ? O6 Co2 N2 87.82(15) . 4_565 ? O4 Co2 N2 89.77(15) . 4_565 ? N3 Co2 N2 88.84(17) . 4_565 ? O5 Co2 N2 83.94(16) 3_565 4_565 ? N1 Co2 N2 176.61(16) . 4_565 ? O2 C1 O1 120.6(5) . . ? O2 C1 C2 121.1(5) . . ? O1 C1 C2 118.3(5) . . ? O2 C1 Co1 60.3(3) . . ? O1 C1 Co1 60.4(3) . . ? C2 C1 Co1 176.0(4) . . ? C3 C2 C7 120.8(6) . . ? C3 C2 C1 120.0(6) . . ? C7 C2 C1 119.0(5) . . ? C2 C3 C4 120.1(7) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C5 C4 C3 119.3(7) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? C6 C5 C4 120.4(6) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? O3 C6 C5 125.2(6) . . ? O3 C6 C7 115.4(5) . . ? C5 C6 C7 119.4(6) . . ? C2 C7 C6 120.1(6) . . ? C2 C7 H7 120.0 . . ? C6 C7 H7 120.0 . . ? C13 C8 C9 121.9(5) . . ? C13 C8 O3 118.3(5) . . ? C9 C8 O3 119.7(5) . . ? C10 C9 C8 118.9(5) . . ? C10 C9 H9 120.6 . . ? C8 C9 H9 120.6 . . ? C11 C10 C9 118.9(6) . . ? C11 C10 H10 120.6 . . ? C9 C10 H10 120.6 . . ? C10 C11 C12 122.9(6) . . ? C10 C11 H11 118.6 . . ? C12 C11 H11 118.6 . . ? C13 C12 C11 119.5(5) . . ? C13 C12 C14 122.1(4) . . ? C11 C12 C14 118.3(5) . . ? C12 C13 C8 117.9(5) . . ? C12 C13 C15 126.1(5) . . ? C8 C13 C15 116.0(5) . . ? O5 C14 O4 124.7(5) . . ? O5 C14 C12 119.1(4) . . ? O4 C14 C12 116.3(5) . . ? O7 C15 O6 125.3(5) . . ? O7 C15 C13 117.7(5) . . ? O6 C15 C13 116.9(5) . . ? N1 C16 C17 123.8(6) . . ? N1 C16 H16 118.1 . . ? C17 C16 H16 118.1 . . ? C16 C17 C18 119.9(6) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? C19 C18 C17 115.5(6) . . ? C19 C18 C21 124.1(6) . . ? C17 C18 C21 120.3(6) . . ? C18 C19 C20 120.9(6) . . ? C18 C19 H19 119.6 . . ? C20 C19 H19 119.6 . . ? N1 C20 C19 125.1(6) . . ? N1 C20 H20 117.4 . . ? C19 C20 H20 117.4 . . ? C22 C21 C18 114.7(6) . . ? C22 C21 H21A 108.6 . . ? C18 C21 H21A 108.6 . . ? C22 C21 H21B 108.6 . . ? C18 C21 H21B 108.6 . . ? H21A C21 H21B 107.6 . . ? C21 C22 C23 113.4(7) . . ? C21 C22 H22A 108.9 . . ? C23 C22 H22A 108.9 . . ? C21 C22 H22B 108.9 . . ? C23 C22 H22B 108.9 . . ? H22A C22 H22B 107.7 . . ? C24 C23 C27 115.2(6) . . ? C24 C23 C22 122.3(7) . . ? C27 C23 C22 122.4(7) . . ? C25 C24 C23 121.3(6) . . ? C25 C24 H24 119.3 . . ? C23 C24 H24 119.3 . . ? N2 C25 C24 122.0(6) . . ? N2 C25 H25 119.0 . . ? C24 C25 H25 119.0 . . ? N2 C26 C27 122.5(6) . . ? N2 C26 H26 118.7 . . ? C27 C26 H26 118.7 . . ? C26 C27 C23 121.0(6) . . ? C26 C27 H27 119.5 . . ? C23 C27 H27 119.5 . . ? N3 C28 C29 123.8(5) . . ? N3 C28 H28 118.1 . . ? C29 C28 H28 118.1 . . ? C28 C29 C30 118.3(5) . . ? C28 C29 H29 120.8 . . ? C30 C29 H29 120.8 . . ? C31 C30 C29 118.5(5) . . ? C31 C30 C33 120.4(6) . . ? C29 C30 C33 121.1(5) . . ? C30 C31 C32 119.8(5) . . ? C30 C31 H31 120.1 . . ? C32 C31 H31 120.1 . . ? N3 C32 C31 122.3(5) . . ? N3 C32 H32 118.9 . . ? C31 C32 H32 118.9 . . ? C30 C33 C33 108.7(6) . 3_655 ? C30 C33 H33A 110.0 . . ? C33 C33 H33A 110.0 3_655 . ? C30 C33 H33B 110.0 . . ? C33 C33 H33B 110.0 3_655 . ? H33A C33 H33B 108.3 . . ? N4 C34 C35 120.8(7) . . ? N4 C34 H34 119.6 . . ? C35 C34 H34 119.6 . . ? C36 C35 C34 121.9(6) . . ? C36 C35 H35 119.1 . . ? C34 C35 H35 119.1 . . ? C37 C36 C35 114.9(6) . . ? C37 C36 C39 123.8(7) . . ? C35 C36 C39 121.1(6) . . ? C36 C37 C38 122.2(7) . . ? C36 C37 H37 118.9 . . ? C38 C37 H37 118.9 . . ? N4 C38 C37 124.6(7) . . ? N4 C38 H38 117.7 . . ? C37 C38 H38 117.7 . . ? C36 C39 C39 115.2(6) . 3_775 ? C36 C39 H39A 108.5 . . ? C39 C39 H39A 108.5 3_775 . ? C36 C39 H39B 108.5 . . ? C39 C39 H39B 108.5 3_775 . ? H39A C39 H39B 107.5 . . ? C20 N1 C16 114.7(5) . . ? C20 N1 Co2 126.9(4) . . ? C16 N1 Co2 117.6(4) . . ? C26 N2 C25 117.9(5) . . ? C26 N2 Co2 122.0(4) . 4_566 ? C25 N2 Co2 120.2(4) . 4_566 ? C32 N3 C28 117.2(5) . . ? C32 N3 Co2 118.7(4) . . ? C28 N3 Co2 123.8(4) . . ? C38 N4 C34 115.4(6) . . ? C38 N4 Co1 122.9(4) . . ? C34 N4 Co1 121.7(5) . . ? C1 O1 Co1 88.1(3) . . ? C1 O2 Co1 89.1(3) . . ? C6 O3 C8 118.6(5) . . ? C14 O4 Co2 129.9(3) . . ? C14 O5 Co2 128.8(3) . 3_565 ? C15 O6 Co2 118.2(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 Co1 C1 O2 -5.4(5) 2_755 . . . ? O1 Co1 C1 O2 175.4(5) . . . . ? O1 Co1 C1 O2 179.2(3) 2_755 . . . ? N4 Co1 C1 O2 -96.0(3) 2_755 . . . ? N4 Co1 C1 O2 90.3(3) . . . . ? C1 Co1 C1 O2 -2.8(3) 2_755 . . . ? O2 Co1 C1 O1 -175.4(5) . . . . ? O2 Co1 C1 O1 179.2(3) 2_755 . . . ? O1 Co1 C1 O1 3.8(6) 2_755 . . . ? N4 Co1 C1 O1 88.6(3) 2_755 . . . ? N4 Co1 C1 O1 -85.1(3) . . . . ? C1 Co1 C1 O1 -178.2(3) 2_755 . . . ? O2 Co1 C1 C2 112(6) . . . . ? O2 Co1 C1 C2 107(6) 2_755 . . . ? O1 Co1 C1 C2 -72(6) . . . . ? O1 Co1 C1 C2 -69(6) 2_755 . . . ? N4 Co1 C1 C2 16(6) 2_755 . . . ? N4 Co1 C1 C2 -158(6) . . . . ? C1 Co1 C1 C2 109(6) 2_755 . . . ? O2 C1 C2 C3 168.1(6) . . . . ? O1 C1 C2 C3 -12.2(8) . . . . ? Co1 C1 C2 C3 58(6) . . . . ? O2 C1 C2 C7 -6.6(8) . . . . ? O1 C1 C2 C7 173.1(5) . . . . ? Co1 C1 C2 C7 -117(6) . . . . ? C7 C2 C3 C4 -2.6(10) . . . . ? C1 C2 C3 C4 -177.2(6) . . . . ? C2 C3 C4 C5 3.4(12) . . . . ? C3 C4 C5 C6 -2.8(12) . . . . ? C4 C5 C6 O3 -178.6(7) . . . . ? C4 C5 C6 C7 1.2(10) . . . . ? C3 C2 C7 C6 0.9(9) . . . . ? C1 C2 C7 C6 175.6(5) . . . . ? O3 C6 C7 C2 179.5(5) . . . . ? C5 C6 C7 C2 -0.2(9) . . . . ? C13 C8 C9 C10 -1.2(10) . . . . ? O3 C8 C9 C10 -176.6(6) . . . . ? C8 C9 C10 C11 2.2(10) . . . . ? C9 C10 C11 C12 -0.7(10) . . . . ? C10 C11 C12 C13 -1.9(9) . . . . ? C10 C11 C12 C14 176.6(6) . . . . ? C11 C12 C13 C8 2.9(8) . . . . ? C14 C12 C13 C8 -175.6(5) . . . . ? C11 C12 C13 C15 -177.3(5) . . . . ? C14 C12 C13 C15 4.3(8) . . . . ? C9 C8 C13 C12 -1.4(9) . . . . ? O3 C8 C13 C12 174.1(5) . . . . ? C9 C8 C13 C15 178.8(5) . . . . ? O3 C8 C13 C15 -5.7(8) . . . . ? C13 C12 C14 O5 -164.3(5) . . . . ? C11 C12 C14 O5 17.2(7) . . . . ? C13 C12 C14 O4 16.3(7) . . . . ? C11 C12 C14 O4 -162.2(5) . . . . ? C12 C13 C15 O7 99.5(7) . . . . ? C8 C13 C15 O7 -80.7(7) . . . . ? C12 C13 C15 O6 -84.4(7) . . . . ? C8 C13 C15 O6 95.4(6) . . . . ? N1 C16 C17 C18 0.1(11) . . . . ? C16 C17 C18 C19 2.4(10) . . . . ? C16 C17 C18 C21 -173.9(6) . . . . ? C17 C18 C19 C20 -2.1(10) . . . . ? C21 C18 C19 C20 174.0(7) . . . . ? C18 C19 C20 N1 -0.7(11) . . . . ? C19 C18 C21 C22 -6.0(11) . . . . ? C17 C18 C21 C22 169.9(7) . . . . ? C18 C21 C22 C23 -177.5(7) . . . . ? C21 C22 C23 C24 85.3(10) . . . . ? C21 C22 C23 C27 -98.2(9) . . . . ? C27 C23 C24 C25 0.6(10) . . . . ? C22 C23 C24 C25 177.3(7) . . . . ? C23 C24 C25 N2 -1.3(10) . . . . ? N2 C26 C27 C23 3.1(11) . . . . ? C24 C23 C27 C26 -1.4(11) . . . . ? C22 C23 C27 C26 -178.1(7) . . . . ? N3 C28 C29 C30 0.1(10) . . . . ? C28 C29 C30 C31 -2.9(10) . . . . ? C28 C29 C30 C33 175.9(6) . . . . ? C29 C30 C31 C32 3.8(10) . . . . ? C33 C30 C31 C32 -175.1(6) . . . . ? C30 C31 C32 N3 -1.8(10) . . . . ? C31 C30 C33 C33 71.2(9) . . . 3_655 ? C29 C30 C33 C33 -107.6(8) . . . 3_655 ? N4 C34 C35 C36 -0.4(13) . . . . ? C34 C35 C36 C37 -3.7(12) . . . . ? C34 C35 C36 C39 -178.7(7) . . . . ? C35 C36 C37 C38 3.8(12) . . . . ? C39 C36 C37 C38 178.7(7) . . . . ? C36 C37 C38 N4 0.2(15) . . . . ? C37 C36 C39 C39 -82.1(11) . . . 3_775 ? C35 C36 C39 C39 92.5(10) . . . 3_775 ? C19 C20 N1 C16 3.1(9) . . . . ? C19 C20 N1 Co2 -165.7(5) . . . . ? C17 C16 N1 C20 -2.8(9) . . . . ? C17 C16 N1 Co2 167.1(5) . . . . ? O6 Co2 N1 C20 139.9(5) . . . . ? O4 Co2 N1 C20 53.6(5) . . . . ? N3 Co2 N1 C20 -125.6(5) . . . . ? O5 Co2 N1 C20 -36.5(5) 3_565 . . . ? N2 Co2 N1 C20 -125(3) 4_565 . . . ? O6 Co2 N1 C16 -28.6(4) . . . . ? O4 Co2 N1 C16 -114.9(4) . . . . ? N3 Co2 N1 C16 65.9(4) . . . . ? O5 Co2 N1 C16 155.0(4) 3_565 . . . ? N2 Co2 N1 C16 66(3) 4_565 . . . ? C27 C26 N2 C25 -3.7(9) . . . . ? C27 C26 N2 Co2 176.6(5) . . . 4_566 ? C24 C25 N2 C26 2.8(9) . . . . ? C24 C25 N2 Co2 -177.5(5) . . . 4_566 ? C31 C32 N3 C28 -1.0(9) . . . . ? C31 C32 N3 Co2 173.1(4) . . . . ? C29 C28 N3 C32 1.9(9) . . . . ? C29 C28 N3 Co2 -171.9(5) . . . . ? O6 Co2 N3 C32 151.1(4) . . . . ? O4 Co2 N3 C32 -91(6) . . . . ? O5 Co2 N3 C32 -37.2(4) 3_565 . . . ? N1 Co2 N3 C32 58.9(4) . . . . ? N2 Co2 N3 C32 -121.1(4) 4_565 . . . ? O6 Co2 N3 C28 -35.2(5) . . . . ? O4 Co2 N3 C28 83(6) . . . . ? O5 Co2 N3 C28 136.5(5) 3_565 . . . ? N1 Co2 N3 C28 -127.5(5) . . . . ? N2 Co2 N3 C28 52.5(5) 4_565 . . . ? C37 C38 N4 C34 -4.4(12) . . . . ? C37 C38 N4 Co1 178.0(7) . . . . ? C35 C34 N4 C38 4.3(11) . . . . ? C35 C34 N4 Co1 -178.0(6) . . . . ? O2 Co1 N4 C38 2.6(6) . . . . ? O2 Co1 N4 C38 118.1(6) 2_755 . . . ? O1 Co1 N4 C38 -59.3(6) . . . . ? O1 Co1 N4 C38 179.9(6) 2_755 . . . ? N4 Co1 N4 C38 -119.7(6) 2_755 . . . ? C1 Co1 N4 C38 -28.0(6) . . . . ? C1 Co1 N4 C38 148.5(6) 2_755 . . . ? O2 Co1 N4 C34 -174.9(6) . . . . ? O2 Co1 N4 C34 -59.4(6) 2_755 . . . ? O1 Co1 N4 C34 123.2(6) . . . . ? O1 Co1 N4 C34 2.5(6) 2_755 . . . ? N4 Co1 N4 C34 62.8(6) 2_755 . . . ? C1 Co1 N4 C34 154.5(6) . . . . ? C1 Co1 N4 C34 -29.0(6) 2_755 . . . ? O2 C1 O1 Co1 -4.7(5) . . . . ? C2 C1 O1 Co1 175.6(4) . . . . ? O2 Co1 O1 C1 2.7(3) . . . . ? O2 Co1 O1 C1 -9(3) 2_755 . . . ? O1 Co1 O1 C1 -177.9(3) 2_755 . . . ? N4 Co1 O1 C1 -90.7(3) 2_755 . . . ? N4 Co1 O1 C1 94.7(3) . . . . ? C1 Co1 O1 C1 179.77(4) 2_755 . . . ? O1 C1 O2 Co1 4.7(5) . . . . ? C2 C1 O2 Co1 -175.6(4) . . . . ? O2 Co1 O2 C1 176.7(3) 2_755 . . . ? O1 Co1 O2 C1 -2.7(3) . . . . ? O1 Co1 O2 C1 -172(3) 2_755 . . . ? N4 Co1 O2 C1 84.4(3) 2_755 . . . ? N4 Co1 O2 C1 -90.3(3) . . . . ? C1 Co1 O2 C1 179.70(4) 2_755 . . . ? C5 C6 O3 C8 -8.7(9) . . . . ? C7 C6 O3 C8 171.6(5) . . . . ? C13 C8 O3 C6 120.6(6) . . . . ? C9 C8 O3 C6 -63.9(8) . . . . ? O5 C14 O4 Co2 -125.2(5) . . . . ? C12 C14 O4 Co2 54.2(6) . . . . ? O6 Co2 O4 C14 -84.8(4) . . . . ? N3 Co2 O4 C14 157(5) . . . . ? O5 Co2 O4 C14 103.5(4) 3_565 . . . ? N1 Co2 O4 C14 7.4(4) . . . . ? N2 Co2 O4 C14 -172.6(4) 4_565 . . . ? O4 C14 O5 Co2 34.0(7) . . . 3_565 ? C12 C14 O5 Co2 -145.4(4) . . . 3_565 ? O7 C15 O6 Co2 -119.5(5) . . . . ? C13 C15 O6 Co2 64.8(6) . . . . ? O4 Co2 O6 C15 9.0(4) . . . . ? N3 Co2 O6 C15 -172.4(4) . . . . ? O5 Co2 O6 C15 72.7(9) 3_565 . . . ? N1 Co2 O6 C15 -84.4(4) . . . . ? N2 Co2 O6 C15 99.0(4) 4_565 . . . ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 28.36 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 1.225 _refine_diff_density_min -0.562 _refine_diff_density_rms 0.130 _database_code_depnum_ccdc_archive 'CCDC 965950'