Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2001 data_1508 _database_code_CSD 144421 _journal_coden_Cambridge 182 loop_ _publ_author_name 'Cheng, Ching-Yuan' 'Lai, Szu-Fan' 'Lin, Kuan-Jiuh' _publ_contact_author ; Kuan-Jiuh Lin Department of Chemistry National Chung-Hsing University, Institute of Chemistry, Academia Sinica Taipei TAIWAN ; _publ_contact_author_email kjlin@nchu.edu.tw _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C28 H26 Co N4 O9' _chemical_formula_weight 621.46 _chemical_melting_point ? _chemical_compound_source ? 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 Tricliniuc _symmetry_space_group_name_H-M p-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.918(3) _cell_length_b 11.292(2) _cell_length_c 13.276(4) _cell_angle_alpha 93.33(2) _cell_angle_beta 101.21(3) _cell_angle_gamma 110.44(2) _cell_volume 1353.8(7) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.525 _exptl_crystal_density_method ? _exptl_crystal_F_000 642 _exptl_absorpt_coefficient_mu 0.697 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type ? _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4757 _diffrn_reflns_av_R_equivalents 0.028 _diffrn_reflns_av_sigmaI/netI 0.0964 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 24.92 _reflns_number_total 4757 _reflns_number_observed 2804 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0572P)^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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4757 _refine_ls_number_parameters 483 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0959 _refine_ls_R_factor_obs 0.0405 _refine_ls_wR_factor_all 0.1207 _refine_ls_wR_factor_obs 0.1034 _refine_ls_goodness_of_fit_all 0.925 _refine_ls_goodness_of_fit_obs 1.070 _refine_ls_restrained_S_all 0.925 _refine_ls_restrained_S_obs 1.070 _refine_ls_shift/esd_max -5.486 _refine_ls_shift/esd_mean 0.022 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Co1 Co 0.52919(6) 0.75833(4) 0.27693(4) 0.0291(2) Uani 1 d . . O1 O 0.5880(3) 0.8616(2) 0.4273(2) 0.0354(6) Uani 1 d . . O2 O 0.3618(3) 1.0039(3) 0.3420(2) 0.0526(8) Uani 1 d . . O3 O 0.1165(3) 0.7040(2) 0.0838(2) 0.0505(7) Uani 1 d . . O4 O 0.0383(3) 0.4231(3) 0.1544(2) 0.0518(7) Uani 1 d . . O9 O 0.1075(5) 0.0515(4) 0.2534(4) 0.0684(12) Uani 1 d . . N1 N 0.4689(3) 0.6821(3) 0.1153(2) 0.0340(7) Uani 1 d . . N2 N 0.6355(3) 0.9214(3) 0.2095(2) 0.0352(7) Uani 1 d . . N3 N 0.7256(3) 0.7128(3) 0.3111(2) 0.0335(7) Uani 1 d . . N4 N 0.4516(3) 0.5775(3) 0.3300(2) 0.0316(7) Uani 1 d . . C1 C 0.5383(4) 0.9373(3) 0.4660(3) 0.0299(8) Uani 1 d . . C2 C 0.4373(4) 1.0020(3) 0.4288(3) 0.0328(8) Uani 1 d . . C3 C 0.0515(4) 0.5913(3) 0.0380(3) 0.0364(9) Uani 1 d . . C4 C 0.0167(4) 0.4645(3) 0.0692(3) 0.0368(9) Uani 1 d . . C5 C 0.3815(4) 0.5664(4) 0.0690(3) 0.0403(9) Uani 1 d . . C6 C 0.3437(5) 0.5336(5) -0.0383(4) 0.0532(12) Uani 1 d . . C7 C 0.4005(5) 0.6224(5) -0.0984(4) 0.0551(12) Uani 1 d . . C8 C 0.4957(5) 0.7472(4) -0.0534(3) 0.0446(10) Uani 1 d . . C9 C 0.5613(6) 0.8463(6) -0.1113(4) 0.0554(13) Uani 1 d . . C10 C 0.6488(6) 0.9623(6) -0.0646(4) 0.0566(13) Uani 1 d . . C11 C 0.6804(4) 0.9947(4) 0.0465(3) 0.0433(10) Uani 1 d . . C12 C 0.7702(5) 1.1148(4) 0.0991(4) 0.0543(12) Uani 1 d . . C13 C 0.7898(5) 1.1365(4) 0.2027(4) 0.0558(12) Uani 1 d . . C14 C 0.7197(5) 1.0385(4) 0.2560(4) 0.0458(10) Uani 1 d . . C15 C 0.6147(4) 0.8981(3) 0.1044(3) 0.0350(8) Uani 1 d . . C16 C 0.5252(4) 0.7722(4) 0.0545(3) 0.0353(8) Uani 1 d . . C17 C 0.8606(5) 0.7790(4) 0.2995(4) 0.0490(11) Uani 1 d . . C18 C 0.9764(5) 0.7344(6) 0.3198(5) 0.0697(15) Uani 1 d . . C19 C 0.9526(6) 0.6188(6) 0.3497(4) 0.0688(15) Uani 1 d . . C20 C 0.8119(5) 0.5444(4) 0.3641(3) 0.0458(10) Uani 1 d . . C21 C 0.7745(6) 0.4202(5) 0.3972(4) 0.0597(13) Uani 1 d . . C22 C 0.6392(6) 0.3552(4) 0.4096(4) 0.0559(12) Uani 1 d . . C23 C 0.5225(5) 0.4040(4) 0.3876(3) 0.0417(10) Uani 1 d . . C24 C 0.3791(5) 0.3400(4) 0.3990(3) 0.0507(11) Uani 1 d . . C25 C 0.2754(5) 0.3927(4) 0.3747(3) 0.0488(11) Uani 1 d . . C26 C 0.3156(4) 0.5135(4) 0.3391(3) 0.0389(9) Uani 1 d . . C27 C 0.5545(4) 0.5238(3) 0.3538(3) 0.0318(8) Uani 1 d . . C28 C 0.7008(4) 0.5959(3) 0.3431(3) 0.0345(8) Uani 1 d . . O5 O 0.3229(3) 0.7729(3) 0.2571(2) 0.0410(7) Uani 1 d . . O6 O 0.9354(7) 0.8467(7) 0.0753(4) 0.099(2) Uani 1 d . . O7 O 0.0562(14) 0.1080(12) 0.4456(8) 0.282(9) Uani 1 d . . O8 O 0.1758(5) 0.2501(4) 0.1374(3) 0.0758(12) Uani 1 d . . H3B H 0.0999(44) 0.0786(38) 0.4699(33) 0.000(7) Uiso 1 d . . H5 H 0.3460(40) 0.5087(35) 0.1141(30) 0.036(10) Uiso 1 d . . H1A H 0.3346(43) 0.8516(41) 0.2787(32) 0.045(12) Uiso 1 d . . H3A H 0.0040(41) 0.1541(36) 0.4254(32) 0.000(7) Uiso 1 d . . H26 H 0.2462(45) 0.5509(37) 0.3128(32) 0.048(12) Uiso 1 d . . H5A H 0.1221(47) 0.0986(37) 0.2345(32) 0.017(13) Uiso 1 d . . H22 H 0.6039(47) 0.2659(42) 0.4239(34) 0.061(13) Uiso 1 d . . H12 H 0.8121(44) 1.1731(39) 0.0628(33) 0.047(12) Uiso 1 d . . H21 H 0.8437(56) 0.3879(47) 0.4123(40) 0.077(16) Uiso 1 d . . H17 H 0.8803(44) 0.8655(39) 0.2734(32) 0.052(12) Uiso 1 d . . H14 H 0.7371(51) 1.0511(43) 0.3318(38) 0.069(15) Uiso 1 d . . H7 H 0.3728(50) 0.6005(44) -0.1673(40) 0.068(15) Uiso 1 d . . H6 H 0.2866(54) 0.4604(46) -0.0654(40) 0.070(17) Uiso 1 d . . H13 H 0.8441(52) 1.2137(47) 0.2415(38) 0.069(15) Uiso 1 d . . H25 H 0.1663(58) 0.3531(48) 0.3869(42) 0.090(17) Uiso 1 d . . H4A H 0.1260(47) 0.2827(42) 0.1454(35) 0.040(14) Uiso 1 d . . H24 H 0.3521(49) 0.2585(44) 0.4202(36) 0.065(14) Uiso 1 d . . H18 H 1.0744(65) 0.7984(55) 0.3069(47) 0.113(21) Uiso 1 d . . H1B H 0.2536(59) 0.7449(49) 0.1980(45) 0.089(19) Uiso 1 d . . H2A H 0.9811(104) 0.9081(79) 0.0571(78) 0.149(49) Uiso 1 d . . H2B H 1.0269(90) 0.8061(71) 0.0826(61) 0.165(31) Uiso 1 d . . H4B H 0.1289(88) 0.1959(76) 0.0634(72) 0.171(34) Uiso 1 d . . H9 H 0.5508(55) 0.8223(48) -0.1784(43) 0.084(18) Uiso 1 d . . H19 H 1.0181(73) 0.5633(63) 0.3564(54) 0.134(24) Uiso 1 d . . H10 H 0.6950(67) 1.0221(59) -0.1027(51) 0.116(23) Uiso 1 d . . H5B H 0.1939(69) 0.0435(57) 0.2694(50) 0.104(23) Uiso 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 0.0353(3) 0.0276(3) 0.0259(3) 0.0055(2) 0.0073(2) 0.0132(2) O1 0.048(2) 0.0381(14) 0.0253(13) 0.0001(11) 0.0057(11) 0.0235(12) O2 0.079(2) 0.057(2) 0.0296(15) -0.0022(13) -0.0094(14) 0.047(2) O3 0.064(2) 0.0332(15) 0.045(2) 0.0006(13) -0.0043(14) 0.0165(14) O4 0.067(2) 0.043(2) 0.038(2) 0.0109(13) -0.0007(14) 0.0178(14) O9 0.068(3) 0.057(3) 0.084(3) 0.028(2) 0.012(2) 0.027(2) N1 0.038(2) 0.035(2) 0.031(2) 0.0027(14) 0.0098(14) 0.0149(14) N2 0.040(2) 0.030(2) 0.036(2) 0.0058(14) 0.0087(14) 0.0121(14) N3 0.034(2) 0.033(2) 0.036(2) 0.0064(14) 0.0108(14) 0.0130(14) N4 0.035(2) 0.031(2) 0.026(2) 0.0034(13) 0.0061(13) 0.0099(13) C1 0.035(2) 0.024(2) 0.033(2) 0.0076(15) 0.007(2) 0.0130(15) C2 0.042(2) 0.031(2) 0.027(2) 0.003(2) 0.003(2) 0.018(2) C3 0.035(2) 0.031(2) 0.039(2) 0.007(2) 0.000(2) 0.011(2) C4 0.038(2) 0.033(2) 0.039(2) 0.008(2) 0.003(2) 0.015(2) C5 0.043(2) 0.043(2) 0.037(2) -0.002(2) 0.010(2) 0.018(2) C6 0.047(3) 0.056(3) 0.052(3) -0.016(3) 0.003(2) 0.021(2) C7 0.061(3) 0.083(4) 0.032(2) -0.002(2) 0.007(2) 0.043(3) C8 0.049(2) 0.063(3) 0.031(2) 0.003(2) 0.010(2) 0.033(2) C9 0.078(3) 0.082(4) 0.032(2) 0.024(2) 0.027(2) 0.050(3) C10 0.064(3) 0.081(4) 0.049(3) 0.031(3) 0.030(2) 0.044(3) C11 0.048(2) 0.051(2) 0.049(2) 0.026(2) 0.023(2) 0.029(2) C12 0.054(3) 0.048(3) 0.074(3) 0.032(3) 0.030(3) 0.023(2) C13 0.056(3) 0.033(2) 0.073(4) 0.010(2) 0.017(3) 0.009(2) C14 0.047(2) 0.037(2) 0.050(3) 0.009(2) 0.011(2) 0.011(2) C15 0.037(2) 0.039(2) 0.038(2) 0.013(2) 0.015(2) 0.020(2) C16 0.041(2) 0.050(2) 0.029(2) 0.008(2) 0.014(2) 0.030(2) C17 0.040(2) 0.052(3) 0.060(3) 0.016(2) 0.022(2) 0.017(2) C18 0.046(3) 0.089(4) 0.089(4) 0.033(3) 0.031(3) 0.030(3) C19 0.058(3) 0.089(4) 0.078(4) 0.020(3) 0.024(3) 0.044(3) C20 0.053(3) 0.055(3) 0.041(2) 0.009(2) 0.010(2) 0.034(2) C21 0.070(3) 0.058(3) 0.065(3) 0.010(2) 0.007(3) 0.045(3) C22 0.079(4) 0.038(2) 0.050(3) 0.007(2) -0.003(2) 0.031(2) C23 0.058(3) 0.032(2) 0.029(2) 0.003(2) 0.001(2) 0.014(2) C24 0.063(3) 0.032(2) 0.043(2) 0.014(2) 0.003(2) 0.004(2) C25 0.051(3) 0.043(2) 0.039(2) 0.009(2) 0.010(2) -0.001(2) C26 0.035(2) 0.042(2) 0.036(2) 0.010(2) 0.007(2) 0.010(2) C27 0.040(2) 0.031(2) 0.025(2) 0.0020(15) 0.005(2) 0.015(2) C28 0.041(2) 0.038(2) 0.027(2) 0.001(2) 0.008(2) 0.018(2) O5 0.042(2) 0.042(2) 0.038(2) -0.0041(13) 0.0001(13) 0.0211(14) O6 0.105(4) 0.122(5) 0.084(3) -0.004(3) 0.009(3) 0.067(4) O7 0.287(17) 0.268(16) 0.135(10) -0.021(9) 0.088(11) -0.100(11) O8 0.095(3) 0.084(3) 0.071(3) 0.018(2) 0.016(2) 0.061(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O5 2.076(3) . ? Co1 O1 2.118(2) . ? Co1 N2 2.123(3) . ? Co1 N4 2.131(3) . ? Co1 N1 2.152(3) . ? Co1 N3 2.156(3) . ? O1 C1 1.256(4) . ? O2 C2 1.252(4) . ? O3 C3 1.261(4) . ? O4 C4 1.257(4) . ? O9 H5A 0.58(4) . ? O9 H5B 0.88(6) . ? N1 C5 1.320(5) . ? N1 C16 1.369(5) . ? N2 C14 1.327(5) . ? N2 C15 1.366(5) . ? N3 C17 1.330(5) . ? N3 C28 1.366(5) . ? N4 C26 1.322(5) . ? N4 C27 1.356(4) . ? C1 C2 1.456(5) 2_676 ? C1 C2 1.465(5) . ? C2 C1 1.456(5) 2_676 ? C3 C4 1.451(5) 2_565 ? C3 C4 1.456(5) . ? C4 C3 1.451(5) 2_565 ? C5 C6 1.394(6) . ? C5 H5 0.93(4) . ? C6 C7 1.354(7) . ? C6 H6 0.83(5) . ? C7 C8 1.410(6) . ? C7 H7 0.90(5) . ? C8 C16 1.395(5) . ? C8 C9 1.433(6) . ? C9 C10 1.325(7) . ? C9 H9 0.89(5) . ? C10 C11 1.444(6) . ? C10 H10 0.91(6) . ? C11 C12 1.387(6) . ? C11 C15 1.415(5) . ? C12 C13 1.347(7) . ? C12 H12 0.87(4) . ? C13 C14 1.397(6) . ? C13 H13 0.91(5) . ? C14 H14 0.98(5) . ? C15 C16 1.424(5) . ? C17 C18 1.394(6) . ? C17 H17 1.02(4) . ? C18 C19 1.341(7) . ? C18 H18 1.04(6) . ? C19 C20 1.412(7) . ? C19 H19 1.04(7) . ? C20 C28 1.406(5) . ? C20 C21 1.439(6) . ? C21 C22 1.334(7) . ? C21 H21 0.88(5) . ? C22 C23 1.436(6) . ? C22 H22 0.99(4) . ? C23 C24 1.395(6) . ? C23 C27 1.399(5) . ? C24 C25 1.356(6) . ? C24 H24 0.94(5) . ? C25 C26 1.418(6) . ? C25 H25 1.07(5) . ? C26 H26 0.95(4) . ? C27 C28 1.434(5) . ? O5 H1A 0.88(4) . ? O5 H1B 0.89(6) . ? O6 H2A 0.77(8) . ? O6 H2B 1.14(8) . ? O7 H3B 0.68(4) . ? O7 H3A 0.87(3) . ? O8 H4A 0.73(4) . ? O8 H4B 1.05(9) . ? 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 O5 Co1 O1 88.76(11) . . ? O5 Co1 N2 98.21(12) . . ? O1 Co1 N2 93.69(11) . . ? O5 Co1 N4 92.05(12) . . ? O1 Co1 N4 93.64(10) . . ? N2 Co1 N4 167.50(11) . . ? O5 Co1 N1 87.56(12) . . ? O1 Co1 N1 170.61(11) . . ? N2 Co1 N1 78.29(12) . . ? N4 Co1 N1 95.13(11) . . ? O5 Co1 N3 169.40(11) . . ? O1 Co1 N3 90.30(11) . . ? N2 Co1 N3 92.39(12) . . ? N4 Co1 N3 77.47(11) . . ? N1 Co1 N3 94.88(12) . . ? C1 O1 Co1 131.4(2) . . ? H5A O9 H5B 101.6(62) . . ? C5 N1 C16 118.0(3) . . ? C5 N1 Co1 129.3(3) . . ? C16 N1 Co1 112.5(2) . . ? C14 N2 C15 117.6(3) . . ? C14 N2 Co1 128.7(3) . . ? C15 N2 Co1 113.6(2) . . ? C17 N3 C28 117.9(3) . . ? C17 N3 Co1 128.9(3) . . ? C28 N3 Co1 113.1(2) . . ? C26 N4 C27 118.4(3) . . ? C26 N4 Co1 126.8(3) . . ? C27 N4 Co1 114.7(2) . . ? O1 C1 C2 133.1(3) . 2_676 ? O1 C1 C2 136.9(3) . . ? C2 C1 C2 90.0(3) 2_676 . ? O2 C2 C1 135.3(3) . 2_676 ? O2 C2 C1 134.6(3) . . ? C1 C2 C1 90.0(3) 2_676 . ? O3 C3 C4 134.2(3) . 2_565 ? O3 C3 C4 135.5(4) . . ? C4 C3 C4 90.3(3) 2_565 . ? O4 C4 C3 136.0(3) . 2_565 ? O4 C4 C3 134.3(4) . . ? C3 C4 C3 89.7(3) 2_565 . ? N1 C5 C6 122.7(4) . . ? N1 C5 H5 114.5(23) . . ? C6 C5 H5 122.8(23) . . ? C7 C6 C5 119.2(4) . . ? C7 C6 H6 120.2(36) . . ? C5 C6 H6 120.6(37) . . ? C6 C7 C8 120.6(4) . . ? C6 C7 H7 118.1(31) . . ? C8 C7 H7 121.2(31) . . ? C16 C8 C7 116.2(4) . . ? C16 C8 C9 119.7(4) . . ? C7 C8 C9 124.1(4) . . ? C10 C9 C8 121.3(4) . . ? C10 C9 H9 122.1(34) . . ? C8 C9 H9 116.0(34) . . ? C9 C10 C11 121.5(5) . . ? C9 C10 H10 119.7(40) . . ? C11 C10 H10 118.8(41) . . ? C12 C11 C15 118.4(4) . . ? C12 C11 C10 123.8(4) . . ? C15 C11 C10 117.8(4) . . ? C13 C12 C11 119.4(4) . . ? C13 C12 H12 122.9(28) . . ? C11 C12 H12 117.7(27) . . ? C12 C13 C14 119.9(4) . . ? C12 C13 H13 123.8(32) . . ? C14 C13 H13 116.3(32) . . ? N2 C14 C13 123.0(4) . . ? N2 C14 H14 115.7(27) . . ? C13 C14 H14 121.1(28) . . ? N2 C15 C11 121.6(4) . . ? N2 C15 C16 117.7(3) . . ? C11 C15 C16 120.7(4) . . ? N1 C16 C8 123.2(4) . . ? N1 C16 C15 117.8(3) . . ? C8 C16 C15 119.0(4) . . ? N3 C17 C18 122.7(4) . . ? N3 C17 H17 118.9(23) . . ? C18 C17 H17 118.4(23) . . ? C19 C18 C17 119.9(5) . . ? C19 C18 H18 127.5(33) . . ? C17 C18 H18 112.5(33) . . ? C18 C19 C20 120.0(5) . . ? C18 C19 H19 131.1(38) . . ? C20 C19 H19 108.4(37) . . ? C28 C20 C19 117.0(4) . . ? C28 C20 C21 118.2(4) . . ? C19 C20 C21 124.7(4) . . ? C22 C21 C20 121.6(4) . . ? C22 C21 H21 119.2(34) . . ? C20 C21 H21 119.1(34) . . ? C21 C22 C23 121.7(4) . . ? C21 C22 H22 125.0(26) . . ? C23 C22 H22 112.7(26) . . ? C24 C23 C27 117.8(4) . . ? C24 C23 C22 124.0(4) . . ? C27 C23 C22 118.2(4) . . ? C25 C24 C23 119.9(4) . . ? C25 C24 H24 119.3(28) . . ? C23 C24 H24 120.7(28) . . ? C24 C25 C26 119.1(4) . . ? C24 C25 H25 124.1(29) . . ? C26 C25 H25 116.6(29) . . ? N4 C26 C25 122.2(4) . . ? N4 C26 H26 114.1(25) . . ? C25 C26 H26 123.3(25) . . ? N4 C27 C23 122.6(3) . . ? N4 C27 C28 116.9(3) . . ? C23 C27 C28 120.5(3) . . ? N3 C28 C20 122.4(4) . . ? N3 C28 C27 117.7(3) . . ? C20 C28 C27 119.8(4) . . ? Co1 O5 H1A 109.0(26) . . ? Co1 O5 H1B 123.7(34) . . ? H1A O5 H1B 109.2(42) . . ? H2A O6 H2B 93.5(76) . . ? H3B O7 H3A 169.4(52) . . ? H4A O8 H4B 105.5(56) . . ? 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 O5 Co1 O1 C1 -22.9(3) . . . . ? N2 Co1 O1 C1 75.3(3) . . . . ? N4 Co1 O1 C1 -114.9(3) . . . . ? N1 Co1 O1 C1 44.1(8) . . . . ? N3 Co1 O1 C1 167.7(3) . . . . ? O5 Co1 N1 C5 -77.5(3) . . . . ? O1 Co1 N1 C5 -144.6(6) . . . . ? N2 Co1 N1 C5 -176.4(4) . . . . ? N4 Co1 N1 C5 14.4(3) . . . . ? N3 Co1 N1 C5 92.2(3) . . . . ? O5 Co1 N1 C16 98.4(2) . . . . ? O1 Co1 N1 C16 31.3(8) . . . . ? N2 Co1 N1 C16 -0.5(2) . . . . ? N4 Co1 N1 C16 -169.8(2) . . . . ? N3 Co1 N1 C16 -91.9(2) . . . . ? O5 Co1 N2 C14 95.6(3) . . . . ? O1 Co1 N2 C14 6.3(3) . . . . ? N4 Co1 N2 C14 -119.5(6) . . . . ? N1 Co1 N2 C14 -178.6(4) . . . . ? N3 Co1 N2 C14 -84.1(3) . . . . ? O5 Co1 N2 C15 -86.0(3) . . . . ? O1 Co1 N2 C15 -175.3(2) . . . . ? N4 Co1 N2 C15 58.9(7) . . . . ? N1 Co1 N2 C15 -0.3(2) . . . . ? N3 Co1 N2 C15 94.2(3) . . . . ? O5 Co1 N3 C17 -172.9(6) . . . . ? O1 Co1 N3 C17 -88.0(4) . . . . ? N2 Co1 N3 C17 5.7(4) . . . . ? N4 Co1 N3 C17 178.3(4) . . . . ? N1 Co1 N3 C17 84.2(4) . . . . ? O5 Co1 N3 C28 11.3(8) . . . . ? O1 Co1 N3 C28 96.2(2) . . . . ? N2 Co1 N3 C28 -170.1(2) . . . . ? N4 Co1 N3 C28 2.6(2) . . . . ? N1 Co1 N3 C28 -91.6(2) . . . . ? O5 Co1 N4 C26 1.1(3) . . . . ? O1 Co1 N4 C26 90.0(3) . . . . ? N2 Co1 N4 C26 -144.2(5) . . . . ? N1 Co1 N4 C26 -86.6(3) . . . . ? N3 Co1 N4 C26 179.5(3) . . . . ? O5 Co1 N4 C27 179.3(2) . . . . ? O1 Co1 N4 C27 -91.8(2) . . . . ? N2 Co1 N4 C27 34.0(7) . . . . ? N1 Co1 N4 C27 91.6(2) . . . . ? N3 Co1 N4 C27 -2.3(2) . . . . ? Co1 O1 C1 C2 171.3(3) . . . 2_676 ? Co1 O1 C1 C2 -9.4(6) . . . . ? O1 C1 C2 O2 0.4(8) . . . . ? C2 C1 C2 O2 179.8(6) 2_676 . . . ? O1 C1 C2 C1 -179.4(5) . . . 2_676 ? C2 C1 C2 C1 0.0 2_676 . . 2_676 ? O3 C3 C4 O4 1.1(8) . . . . ? C4 C3 C4 O4 179.8(6) 2_565 . . . ? O3 C3 C4 C3 -178.7(6) . . . 2_565 ? C4 C3 C4 C3 0.0 2_565 . . 2_565 ? C16 N1 C5 C6 -0.8(6) . . . . ? Co1 N1 C5 C6 174.9(3) . . . . ? N1 C5 C6 C7 1.4(7) . . . . ? C5 C6 C7 C8 -0.7(7) . . . . ? C6 C7 C8 C16 -0.5(6) . . . . ? C6 C7 C8 C9 179.5(4) . . . . ? C16 C8 C9 C10 -0.7(7) . . . . ? C7 C8 C9 C10 179.3(4) . . . . ? C8 C9 C10 C11 -0.9(7) . . . . ? C9 C10 C11 C12 -179.5(4) . . . . ? C9 C10 C11 C15 0.1(6) . . . . ? C15 C11 C12 C13 -1.3(6) . . . . ? C10 C11 C12 C13 178.2(4) . . . . ? C11 C12 C13 C14 0.0(7) . . . . ? C15 N2 C14 C13 -1.7(6) . . . . ? Co1 N2 C14 C13 176.6(3) . . . . ? C12 C13 C14 N2 1.6(7) . . . . ? C14 N2 C15 C11 0.2(5) . . . . ? Co1 N2 C15 C11 -178.4(3) . . . . ? C14 N2 C15 C16 179.6(3) . . . . ? Co1 N2 C15 C16 1.0(4) . . . . ? C12 C11 C15 N2 1.3(6) . . . . ? C10 C11 C15 N2 -178.3(4) . . . . ? C12 C11 C15 C16 -178.1(4) . . . . ? C10 C11 C15 C16 2.3(5) . . . . ? C5 N1 C16 C8 -0.6(5) . . . . ? Co1 N1 C16 C8 -177.0(3) . . . . ? C5 N1 C16 C15 177.6(3) . . . . ? Co1 N1 C16 C15 1.2(4) . . . . ? C7 C8 C16 N1 1.2(6) . . . . ? C9 C8 C16 N1 -178.8(3) . . . . ? C7 C8 C16 C15 -177.0(3) . . . . ? C9 C8 C16 C15 3.0(6) . . . . ? N2 C15 C16 N1 -1.6(5) . . . . ? C11 C15 C16 N1 177.8(3) . . . . ? N2 C15 C16 C8 176.7(3) . . . . ? C11 C15 C16 C8 -3.9(5) . . . . ? C28 N3 C17 C18 -0.9(6) . . . . ? Co1 N3 C17 C18 -176.5(4) . . . . ? N3 C17 C18 C19 2.0(8) . . . . ? C17 C18 C19 C20 -2.3(9) . . . . ? C18 C19 C20 C28 1.7(8) . . . . ? C18 C19 C20 C21 -179.2(5) . . . . ? C28 C20 C21 C22 -1.1(7) . . . . ? C19 C20 C21 C22 179.8(5) . . . . ? C20 C21 C22 C23 2.0(7) . . . . ? C21 C22 C23 C24 179.8(4) . . . . ? C21 C22 C23 C27 -1.0(6) . . . . ? C27 C23 C24 C25 1.9(6) . . . . ? C22 C23 C24 C25 -178.9(4) . . . . ? C23 C24 C25 C26 -0.8(6) . . . . ? C27 N4 C26 C25 1.3(5) . . . . ? Co1 N4 C26 C25 179.5(3) . . . . ? C24 C25 C26 N4 -0.8(6) . . . . ? C26 N4 C27 C23 -0.1(5) . . . . ? Co1 N4 C27 C23 -178.5(3) . . . . ? C26 N4 C27 C28 -179.9(3) . . . . ? Co1 N4 C27 C28 1.7(4) . . . . ? C24 C23 C27 N4 -1.4(5) . . . . ? C22 C23 C27 N4 179.3(3) . . . . ? C24 C23 C27 C28 178.4(3) . . . . ? C22 C23 C27 C28 -0.9(5) . . . . ? C17 N3 C28 C20 0.2(5) . . . . ? Co1 N3 C28 C20 176.5(3) . . . . ? C17 N3 C28 C27 -178.9(3) . . . . ? Co1 N3 C28 C27 -2.6(4) . . . . ? C19 C20 C28 N3 -0.6(6) . . . . ? C21 C20 C28 N3 -179.8(4) . . . . ? C19 C20 C28 C27 178.5(4) . . . . ? C21 C20 C28 C27 -0.8(6) . . . . ? N4 C27 C28 N3 0.7(5) . . . . ? C23 C27 C28 N3 -179.2(3) . . . . ? N4 C27 C28 C20 -178.5(3) . . . . ? C23 C27 C28 C20 1.7(5) . . . . ? _refine_diff_density_max 0.350 _refine_diff_density_min -0.322 _refine_diff_density_rms 0.068