# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Jimin Zheng' _publ_contact_author_email JMZHENG@NANKAI.EDU.CN _publ_section_title ; Five novel cobalt coordination polymers : effect of metal-ligand ratio and structure characteristics of flexible bis(imidazole) ligands ; loop_ _publ_author_name 'Jimin Zheng.' 'Yun-xia Che.' 'Yang Liu.' 'Yan Qi.' 'Yan-Hua Su.' ; Fang-Hua Zhao ; # Attachment '1.cif' data_shelxl1 _database_code_depnum_ccdc_archive 'CCDC 757340' #TrackingRef '1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H28 Co N4 O7' _chemical_formula_weight 543.43 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 orthorhombic _symmetry_space_group_name_H-M Pna2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 16.769(3) _cell_length_b 12.475(3) _cell_length_c 12.346(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2582.7(10) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 20550 _cell_measurement_theta_min 3.26 _cell_measurement_theta_max 27.52 _exptl_crystal_description block _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.398 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1132 _exptl_absorpt_coefficient_mu 0.714 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8704 _exptl_absorpt_correction_T_max 0.8704 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'rigaku r-axis rapid IP 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 24440 _diffrn_reflns_av_R_equivalents 0.0337 _diffrn_reflns_av_sigmaI/netI 0.0354 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.27 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5877 _reflns_number_gt 5297 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAXIS-RAPID Auto(Rigaku, 2004)' _computing_cell_refinement 'RAXIS-RAPID Auto(Rigaku, 2004)' _computing_data_reduction 'CrystalStructure(Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 2001)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0475P)^2^+0.4351P] 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 refu _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.012(11) _refine_ls_number_reflns 5877 _refine_ls_number_parameters 349 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0387 _refine_ls_R_factor_gt 0.0333 _refine_ls_wR_factor_ref 0.0845 _refine_ls_wR_factor_gt 0.0817 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.19268(13) 1.07326(17) 0.3810(2) 0.0333(5) Uani 1 1 d . . . C2 C 0.28001(12) 1.05655(18) 0.36354(18) 0.0326(5) Uani 1 1 d . . . C3 C 0.31194(13) 1.03316(19) 0.2633(2) 0.0377(5) Uani 1 1 d . . . H3 H 0.2783 1.0281 0.2036 0.045 Uiso 1 1 calc R . . C4 C 0.39294(13) 1.01712(19) 0.2496(2) 0.0373(5) Uani 1 1 d . . . H4 H 0.4130 1.0031 0.1809 0.045 Uiso 1 1 calc R . . C5 C 0.44482(12) 1.02180(17) 0.33781(19) 0.0315(5) Uani 1 1 d . . . C6 C 0.41224(11) 1.04480(17) 0.4401(2) 0.0349(5) Uani 1 1 d . . . H6 H 0.4455 1.0482 0.5003 0.042 Uiso 1 1 calc R . . C7 C 0.33118(12) 1.06237(19) 0.45222(18) 0.0366(5) Uani 1 1 d . . . H7 H 0.3107 1.0782 0.5204 0.044 Uiso 1 1 calc R . . C8 C 0.53100(12) 0.99677(17) 0.32793(19) 0.0316(5) Uani 1 1 d . . . C9 C 0.55505(16) 0.90961(19) 0.2641(2) 0.0431(6) Uani 1 1 d . . . H9 H 0.5178 0.8749 0.2207 0.052 Uiso 1 1 calc R . . C10 C 0.63335(17) 0.8744(2) 0.2646(3) 0.0517(7) Uani 1 1 d . . . H10 H 0.6485 0.8169 0.2212 0.062 Uiso 1 1 calc R . . C11 C 0.68836(15) 0.9243(2) 0.3291(3) 0.0561(8) Uani 1 1 d . . . H11 H 0.7405 0.8989 0.3316 0.067 Uiso 1 1 calc R . . C12 C 0.66681(14) 1.0121(2) 0.3904(3) 0.0489(7) Uani 1 1 d . . . H12 H 0.7048 1.0460 0.4332 0.059 Uiso 1 1 calc R . . C13 C 0.58857(12) 1.05084(17) 0.3890(2) 0.0332(5) Uani 1 1 d . . . C14 C 0.57038(11) 1.15465(16) 0.44662(19) 0.0303(5) Uani 1 1 d . . . C15 C -0.02107(15) 0.90770(18) 0.5456(2) 0.0385(5) Uani 1 1 d . . . H15 H -0.0508 0.9536 0.5891 0.046 Uiso 1 1 calc R . . C16 C 0.02540(18) 0.7622(2) 0.4747(2) 0.0514(6) Uani 1 1 d . . . H16 H 0.0350 0.6905 0.4587 0.062 Uiso 1 1 calc R . . C17 C 0.05936(14) 0.84825(17) 0.4263(3) 0.0455(5) Uani 1 1 d . . . H17 H 0.0968 0.8453 0.3709 0.055 Uiso 1 1 calc R . . C18 C -0.07806(17) 0.7385(2) 0.6206(2) 0.0511(6) Uani 1 1 d . . . H18A H -0.0743 0.7657 0.6940 0.061 Uiso 1 1 calc R . . H18B H -0.0606 0.6643 0.6212 0.061 Uiso 1 1 calc R . . C19 C -0.16158(18) 0.7430(3) 0.5851(3) 0.0654(9) Uani 1 1 d . . . H19A H -0.1667 0.7098 0.5144 0.079 Uiso 1 1 calc R . . H19B H -0.1782 0.8172 0.5788 0.079 Uiso 1 1 calc R . . C20 C -0.21552(18) 0.6845(3) 0.6669(3) 0.0605(8) Uani 1 1 d . . . H20A H -0.2014 0.6091 0.6687 0.073 Uiso 1 1 calc R . . H20B H -0.2068 0.7139 0.7386 0.073 Uiso 1 1 calc R . . C21 C -0.29916(18) 0.6955(3) 0.6382(3) 0.0722(10) Uani 1 1 d . . . H21A H -0.3066 0.6718 0.5641 0.087 Uiso 1 1 calc R . . H21B H -0.3139 0.7706 0.6420 0.087 Uiso 1 1 calc R . . C22 C -0.40459(15) 0.6709(2) 0.7821(3) 0.0493(7) Uani 1 1 d . . . H22 H -0.4096 0.7428 0.8010 0.059 Uiso 1 1 calc R . . C23 C -0.36178(15) 0.5255(2) 0.7041(2) 0.0470(6) Uani 1 1 d . . . H23 H -0.3334 0.4776 0.6612 0.056 Uiso 1 1 calc R . . C24 C -0.42078(14) 0.5021(2) 0.7742(2) 0.0437(6) Uani 1 1 d . . . H24 H -0.4405 0.4336 0.7872 0.052 Uiso 1 1 calc R . . Co1 Co 0.044611(13) 1.102608(19) 0.42764(3) 0.02806(8) Uani 1 1 d . . . H5A H 0.691(5) 0.187(6) 0.587(7) 0.30(6) Uiso 1 1 d D . . H6A H 0.8107(11) 0.136(2) 0.627(3) 0.056(9) Uiso 1 1 d D . . H7A H -0.0480(8) 1.147(3) 0.591(3) 0.058(10) Uiso 1 1 d D . . H5B H 0.719(2) 0.278(3) 0.570(2) 0.081(12) Uiso 1 1 d D . . H6B H 0.841(3) 0.055(4) 0.687(4) 0.15(2) Uiso 1 1 d D . . H7B H 0.0216(18) 1.2136(14) 0.587(3) 0.061(10) Uiso 1 1 d D . . N1 N 0.02993(11) 0.94018(15) 0.47171(16) 0.0334(4) Uani 1 1 d . . . N2 N -0.02506(12) 0.80048(15) 0.55073(17) 0.0386(4) Uani 1 1 d . . . N3 N -0.44771(11) 0.59383(16) 0.82375(19) 0.0373(5) Uani 1 1 d . . . N4 N -0.35210(15) 0.6338(2) 0.7089(2) 0.0520(6) Uani 1 1 d . . . O1 O 0.16858(9) 1.10743(12) 0.47097(15) 0.0380(4) Uani 1 1 d . . . O2 O 0.14358(9) 1.05195(14) 0.30610(14) 0.0407(4) Uani 1 1 d . . . O3 O 0.55640(9) 1.23336(12) 0.38634(14) 0.0373(4) Uani 1 1 d . . . O4 O 0.57152(10) 1.15585(13) 0.54777(14) 0.0407(4) Uani 1 1 d . . . O5 O 0.72007(15) 0.2320(2) 0.6211(3) 0.0820(8) Uani 1 1 d D . . O6 O 0.85360(15) 0.1044(2) 0.6434(3) 0.0710(7) Uani 1 1 d D . . O7 O 0.00106(11) 1.15300(14) 0.57563(16) 0.0433(4) Uani 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 C1 0.0267(10) 0.0281(9) 0.0452(13) 0.0029(10) 0.0014(10) -0.0039(9) C2 0.0259(10) 0.0351(10) 0.0366(13) -0.0002(9) 0.0033(9) -0.0041(8) C3 0.0308(10) 0.0456(12) 0.0368(12) -0.0075(10) -0.0034(9) -0.0052(9) C4 0.0331(11) 0.0447(12) 0.0341(12) -0.0099(10) 0.0046(9) -0.0041(10) C5 0.0264(9) 0.0303(10) 0.0378(12) -0.0052(9) 0.0034(8) -0.0021(8) C6 0.0279(9) 0.0446(11) 0.0321(12) -0.0031(11) 0.0018(10) 0.0004(8) C7 0.0294(10) 0.0473(11) 0.0330(13) -0.0047(10) 0.0050(8) 0.0021(9) C8 0.0296(10) 0.0282(10) 0.0372(12) 0.0006(9) 0.0087(9) 0.0010(8) C9 0.0458(13) 0.0362(12) 0.0474(15) -0.0065(11) 0.0131(11) 0.0027(10) C10 0.0513(15) 0.0397(12) 0.0641(18) -0.0013(12) 0.0248(14) 0.0118(11) C11 0.0350(13) 0.0456(14) 0.088(2) 0.0096(14) 0.0184(14) 0.0163(11) C12 0.0292(10) 0.0405(12) 0.0770(19) 0.0073(12) 0.0019(11) 0.0065(9) C13 0.0268(9) 0.0295(10) 0.0433(12) 0.0052(9) 0.0049(9) 0.0023(8) C14 0.0220(8) 0.0298(10) 0.0391(14) 0.0016(9) -0.0021(8) -0.0016(7) C15 0.0385(12) 0.0330(11) 0.0441(13) -0.0035(10) 0.0077(11) -0.0027(9) C16 0.0651(15) 0.0315(12) 0.0576(16) -0.0033(11) 0.0196(13) 0.0017(12) C17 0.0518(13) 0.0338(10) 0.0510(14) 0.0017(15) 0.0187(15) 0.0018(9) C18 0.0601(16) 0.0440(13) 0.0493(15) 0.0070(12) 0.0147(13) -0.0147(12) C19 0.0475(15) 0.0671(18) 0.082(2) 0.0232(17) 0.0193(15) -0.0071(14) C20 0.0531(15) 0.0653(18) 0.0629(19) 0.0107(16) 0.0062(14) -0.0120(14) C21 0.0553(17) 0.076(2) 0.086(2) 0.022(2) 0.0281(18) -0.0019(15) C22 0.0403(13) 0.0399(12) 0.0677(18) 0.0005(12) 0.0222(13) -0.0002(10) C23 0.0387(12) 0.0481(14) 0.0542(16) -0.0116(12) 0.0131(12) 0.0003(11) C24 0.0356(11) 0.0418(12) 0.0537(15) -0.0149(11) 0.0091(11) -0.0045(10) Co1 0.02284(12) 0.02729(12) 0.03404(14) -0.00050(14) -0.00160(13) -0.00180(9) N1 0.0317(8) 0.0283(9) 0.0403(10) 0.0002(8) 0.0029(8) -0.0037(7) N2 0.0437(10) 0.0332(9) 0.0388(11) 0.0021(8) 0.0070(9) -0.0088(8) N3 0.0297(9) 0.0385(11) 0.0437(12) -0.0030(9) 0.0063(8) 0.0007(8) N4 0.0427(12) 0.0475(12) 0.0660(16) 0.0015(12) 0.0242(11) 0.0012(10) O1 0.0257(7) 0.0429(9) 0.0455(9) -0.0024(7) 0.0061(7) -0.0020(6) O2 0.0278(7) 0.0453(9) 0.0489(10) -0.0023(8) -0.0034(7) -0.0019(7) O3 0.0482(9) 0.0285(8) 0.0351(8) 0.0019(7) -0.0050(7) 0.0047(6) O4 0.0435(9) 0.0398(9) 0.0390(10) 0.0050(7) -0.0017(7) 0.0041(7) O5 0.0583(13) 0.0737(15) 0.114(2) 0.0305(16) -0.0404(15) -0.0142(12) O6 0.0484(13) 0.0686(16) 0.096(2) 0.0264(13) 0.0268(13) 0.0064(11) O7 0.0466(10) 0.0366(9) 0.0466(10) -0.0030(7) 0.0130(8) -0.0032(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.257(3) . ? C1 O2 1.266(3) . ? C1 C2 1.495(3) . ? C2 C3 1.380(3) . ? C2 C7 1.393(3) . ? C3 C4 1.383(3) . ? C3 H3 0.9300 . ? C4 C5 1.395(3) . ? C4 H4 0.9300 . ? C5 C6 1.406(3) . ? C5 C8 1.483(3) . ? C6 C7 1.385(3) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C13 1.398(3) . ? C8 C9 1.402(3) . ? C9 C10 1.385(4) . ? C9 H9 0.9300 . ? C10 C11 1.369(5) . ? C10 H10 0.9300 . ? C11 C12 1.379(4) . ? C11 H11 0.9300 . ? C12 C13 1.398(3) . ? C12 H12 0.9300 . ? C13 C14 1.509(3) . ? C14 O4 1.249(3) . ? C14 O3 1.254(3) . ? C15 N1 1.315(3) . ? C15 N2 1.341(3) . ? C15 H15 0.9300 . ? C16 N2 1.351(3) . ? C16 C17 1.354(4) . ? C16 H16 0.9300 . ? C17 N1 1.369(3) . ? C17 H17 0.9300 . ? C18 N2 1.460(3) . ? C18 C19 1.469(4) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.540(4) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.453(4) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 N4 1.463(4) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 N3 1.309(3) . ? C22 N4 1.344(3) . ? C22 H22 0.9300 . ? C23 C24 1.347(4) . ? C23 N4 1.362(4) . ? C23 H23 0.9300 . ? C24 N3 1.374(3) . ? C24 H24 0.9300 . ? Co1 O7 2.0655(19) . ? Co1 N3 2.073(2) 3_454 ? Co1 N1 2.112(2) . ? Co1 O3 2.1182(16) 4_475 ? Co1 O1 2.1475(17) . ? Co1 O2 2.3249(17) . ? N3 Co1 2.073(2) 3_445 ? O3 Co1 2.1181(16) 4_575 ? O5 H5A 0.852(10) . ? O5 H5B 0.852(10) . ? O6 H6A 0.842(10) . ? O6 H6B 0.847(10) . ? O7 H7A 0.847(10) . ? O7 H7B 0.843(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 O2 120.51(19) . . ? O1 C1 C2 119.3(2) . . ? O2 C1 C2 120.2(2) . . ? C3 C2 C7 118.49(19) . . ? C3 C2 C1 122.6(2) . . ? C7 C2 C1 118.87(19) . . ? C2 C3 C4 121.4(2) . . ? C2 C3 H3 119.3 . . ? C4 C3 H3 119.3 . . ? C3 C4 C5 120.8(2) . . ? C3 C4 H4 119.6 . . ? C5 C4 H4 119.6 . . ? C4 C5 C6 117.86(19) . . ? C4 C5 C8 122.3(2) . . ? C6 C5 C8 119.7(2) . . ? C7 C6 C5 120.7(2) . . ? C7 C6 H6 119.6 . . ? C5 C6 H6 119.6 . . ? C6 C7 C2 120.8(2) . . ? C6 C7 H7 119.6 . . ? C2 C7 H7 119.6 . . ? C13 C8 C9 118.6(2) . . ? C13 C8 C5 121.79(19) . . ? C9 C8 C5 119.3(2) . . ? C10 C9 C8 121.1(3) . . ? C10 C9 H9 119.5 . . ? C8 C9 H9 119.5 . . ? C11 C10 C9 119.8(2) . . ? C11 C10 H10 120.1 . . ? C9 C10 H10 120.1 . . ? C10 C11 C12 120.3(2) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C11 C12 C13 120.9(3) . . ? C11 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? C12 C13 C8 119.2(2) . . ? C12 C13 C14 118.7(2) . . ? C8 C13 C14 121.91(18) . . ? O4 C14 O3 125.9(2) . . ? O4 C14 C13 118.61(19) . . ? O3 C14 C13 115.5(2) . . ? N1 C15 N2 111.9(2) . . ? N1 C15 H15 124.1 . . ? N2 C15 H15 124.1 . . ? N2 C16 C17 106.8(2) . . ? N2 C16 H16 126.6 . . ? C17 C16 H16 126.6 . . ? C16 C17 N1 109.4(2) . . ? C16 C17 H17 125.3 . . ? N1 C17 H17 125.3 . . ? N2 C18 C19 112.6(2) . . ? N2 C18 H18A 109.1 . . ? C19 C18 H18A 109.1 . . ? N2 C18 H18B 109.1 . . ? C19 C18 H18B 109.1 . . ? H18A C18 H18B 107.8 . . ? C18 C19 C20 110.3(3) . . ? C18 C19 H19A 109.6 . . ? C20 C19 H19A 109.6 . . ? C18 C19 H19B 109.6 . . ? C20 C19 H19B 109.6 . . ? H19A C19 H19B 108.1 . . ? C21 C20 C19 111.3(3) . . ? C21 C20 H20A 109.4 . . ? C19 C20 H20A 109.4 . . ? C21 C20 H20B 109.4 . . ? C19 C20 H20B 109.4 . . ? H20A C20 H20B 108.0 . . ? C20 C21 N4 113.0(3) . . ? C20 C21 H21A 109.0 . . ? N4 C21 H21A 109.0 . . ? C20 C21 H21B 109.0 . . ? N4 C21 H21B 109.0 . . ? H21A C21 H21B 107.8 . . ? N3 C22 N4 111.9(2) . . ? N3 C22 H22 124.1 . . ? N4 C22 H22 124.1 . . ? C24 C23 N4 106.0(2) . . ? C24 C23 H23 127.0 . . ? N4 C23 H23 127.0 . . ? C23 C24 N3 110.3(2) . . ? C23 C24 H24 124.9 . . ? N3 C24 H24 124.9 . . ? O7 Co1 N3 106.63(9) . 3_454 ? O7 Co1 N1 91.32(7) . . ? N3 Co1 N1 90.99(8) 3_454 . ? O7 Co1 O3 87.24(7) . 4_475 ? N3 Co1 O3 88.58(7) 3_454 4_475 ? N1 Co1 O3 178.31(7) . 4_475 ? O7 Co1 O1 96.51(7) . . ? N3 Co1 O1 156.12(8) 3_454 . ? N1 Co1 O1 94.33(7) . . ? O3 Co1 O1 86.71(6) 4_475 . ? O7 Co1 O2 154.96(7) . . ? N3 Co1 O2 98.38(8) 3_454 . ? N1 Co1 O2 89.35(7) . . ? O3 Co1 O2 92.33(6) 4_475 . ? O1 Co1 O2 58.49(6) . . ? C15 N1 C17 105.1(2) . . ? C15 N1 Co1 123.37(16) . . ? C17 N1 Co1 131.02(18) . . ? C15 N2 C16 106.8(2) . . ? C15 N2 C18 125.9(2) . . ? C16 N2 C18 127.2(2) . . ? C22 N3 C24 104.8(2) . . ? C22 N3 Co1 129.59(17) . 3_445 ? C24 N3 Co1 125.25(16) . 3_445 ? C22 N4 C23 107.1(2) . . ? C22 N4 C21 128.1(3) . . ? C23 N4 C21 124.6(3) . . ? C1 O1 Co1 94.68(14) . . ? C1 O2 Co1 86.32(14) . . ? C14 O3 Co1 129.12(15) . 4_575 ? H5A O5 H5B 94(6) . . ? H6A O6 H6B 106(4) . . ? Co1 O7 H7A 121(3) . . ? Co1 O7 H7B 106(2) . . ? H7A O7 H7B 116(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 O1 C1 C2 C3 -171.1(2) . . . . ? O2 C1 C2 C3 9.7(3) . . . . ? O1 C1 C2 C7 10.4(3) . . . . ? O2 C1 C2 C7 -168.8(2) . . . . ? C7 C2 C3 C4 -0.9(3) . . . . ? C1 C2 C3 C4 -179.4(2) . . . . ? C2 C3 C4 C5 1.4(4) . . . . ? C3 C4 C5 C6 -0.9(3) . . . . ? C3 C4 C5 C8 175.1(2) . . . . ? C4 C5 C6 C7 -0.1(3) . . . . ? C8 C5 C6 C7 -176.3(2) . . . . ? C5 C6 C7 C2 0.7(3) . . . . ? C3 C2 C7 C6 -0.2(3) . . . . ? C1 C2 C7 C6 178.4(2) . . . . ? C4 C5 C8 C13 145.2(2) . . . . ? C6 C5 C8 C13 -38.8(3) . . . . ? C4 C5 C8 C9 -41.3(3) . . . . ? C6 C5 C8 C9 134.7(2) . . . . ? C13 C8 C9 C10 2.8(4) . . . . ? C5 C8 C9 C10 -170.9(2) . . . . ? C8 C9 C10 C11 0.7(4) . . . . ? C9 C10 C11 C12 -2.5(5) . . . . ? C10 C11 C12 C13 0.8(4) . . . . ? C11 C12 C13 C8 2.7(4) . . . . ? C11 C12 C13 C14 -172.7(2) . . . . ? C9 C8 C13 C12 -4.4(4) . . . . ? C5 C8 C13 C12 169.2(2) . . . . ? C9 C8 C13 C14 170.9(2) . . . . ? C5 C8 C13 C14 -15.6(3) . . . . ? C12 C13 C14 O4 -70.8(3) . . . . ? C8 C13 C14 O4 113.9(2) . . . . ? C12 C13 C14 O3 108.2(3) . . . . ? C8 C13 C14 O3 -67.1(3) . . . . ? N2 C16 C17 N1 -0.2(4) . . . . ? N2 C18 C19 C20 -175.2(3) . . . . ? C18 C19 C20 C21 175.3(3) . . . . ? C19 C20 C21 N4 175.3(3) . . . . ? N4 C23 C24 N3 -0.6(3) . . . . ? N2 C15 N1 C17 0.7(3) . . . . ? N2 C15 N1 Co1 173.47(16) . . . . ? C16 C17 N1 C15 -0.3(3) . . . . ? C16 C17 N1 Co1 -172.2(2) . . . . ? O7 Co1 N1 C15 24.0(2) . . . . ? N3 Co1 N1 C15 -82.7(2) 3_454 . . . ? O3 Co1 N1 C15 -7(3) 4_475 . . . ? O1 Co1 N1 C15 120.6(2) . . . . ? O2 Co1 N1 C15 178.9(2) . . . . ? O7 Co1 N1 C17 -165.3(2) . . . . ? N3 Co1 N1 C17 88.0(2) 3_454 . . . ? O3 Co1 N1 C17 163(2) 4_475 . . . ? O1 Co1 N1 C17 -68.7(2) . . . . ? O2 Co1 N1 C17 -10.4(2) . . . . ? N1 C15 N2 C16 -0.9(3) . . . . ? N1 C15 N2 C18 -177.2(2) . . . . ? C17 C16 N2 C15 0.7(3) . . . . ? C17 C16 N2 C18 176.9(3) . . . . ? C19 C18 N2 C15 72.1(4) . . . . ? C19 C18 N2 C16 -103.5(4) . . . . ? N4 C22 N3 C24 0.2(3) . . . . ? N4 C22 N3 Co1 -173.3(2) . . . 3_445 ? C23 C24 N3 C22 0.3(3) . . . . ? C23 C24 N3 Co1 174.10(19) . . . 3_445 ? N3 C22 N4 C23 -0.6(4) . . . . ? N3 C22 N4 C21 173.8(3) . . . . ? C24 C23 N4 C22 0.7(3) . . . . ? C24 C23 N4 C21 -173.9(3) . . . . ? C20 C21 N4 C22 111.0(4) . . . . ? C20 C21 N4 C23 -75.5(5) . . . . ? O2 C1 O1 Co1 0.7(2) . . . . ? C2 C1 O1 Co1 -178.47(17) . . . . ? O7 Co1 O1 C1 177.99(13) . . . . ? N3 Co1 O1 C1 -16.2(2) 3_454 . . . ? N1 Co1 O1 C1 86.16(14) . . . . ? O3 Co1 O1 C1 -95.17(13) 4_475 . . . ? O2 Co1 O1 C1 -0.41(12) . . . . ? O1 C1 O2 Co1 -0.7(2) . . . . ? C2 C1 O2 Co1 178.52(18) . . . . ? O7 Co1 O2 C1 -3.4(2) . . . . ? N3 Co1 O2 C1 174.02(13) 3_454 . . . ? N1 Co1 O2 C1 -95.08(13) . . . . ? O3 Co1 O2 C1 85.11(13) 4_475 . . . ? O1 Co1 O2 C1 0.41(12) . . . . ? O4 C14 O3 Co1 8.7(3) . . . 4_575 ? C13 C14 O3 Co1 -170.25(13) . . . 4_575 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.624 _refine_diff_density_min -0.299 _refine_diff_density_rms 0.057 # Attachment '2.cif' data_shelxl2 _database_code_depnum_ccdc_archive 'CCDC 757341' #TrackingRef '2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C58 H58 Co2 N12 O11' _chemical_formula_weight 1217.02 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' O O 0.0106 0.0060 '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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 18.757(4) _cell_length_b 15.943(3) _cell_length_c 21.933(9) _cell_angle_alpha 90.00 _cell_angle_beta 118.48(2) _cell_angle_gamma 90.00 _cell_volume 5765(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.402 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2528 _exptl_absorpt_coefficient_mu 0.646 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8816 _exptl_absorpt_correction_T_max 0.8816 _exptl_absorpt_process_details ? _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 52443 _diffrn_reflns_av_R_equivalents 0.0699 _diffrn_reflns_av_sigmaI/netI 0.0623 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.17 _diffrn_reflns_theta_max 27.49 _reflns_number_total 13046 _reflns_number_gt 8621 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0588P)^2^+1.4853P] 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 13046 _refine_ls_number_parameters 746 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0912 _refine_ls_R_factor_gt 0.0505 _refine_ls_wR_factor_ref 0.1275 _refine_ls_wR_factor_gt 0.1109 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.50592(17) 0.17419(16) 0.62500(14) 0.0318(6) Uani 1 1 d . . . C2 C 0.37754(16) 0.38834(16) 0.72755(15) 0.0340(6) Uani 1 1 d . . . H2 H 0.4220 0.3974 0.7709 0.041 Uiso 1 1 calc R . . C3 C 0.11262(16) 0.69413(16) 0.74904(15) 0.0347(6) Uani 1 1 d . . . H3 H 0.0676 0.6870 0.7057 0.042 Uiso 1 1 calc R . . C4 C 0.39937(17) -0.17304(16) 0.56834(14) 0.0349(6) Uani 1 1 d . . . C5 C 0.38185(18) -0.02442(17) 0.59613(15) 0.0380(7) Uani 1 1 d . . . H5 H 0.3346 -0.0407 0.5968 0.046 Uiso 1 1 calc R . . C6 C 0.37137(17) -0.21840(16) 0.60771(14) 0.0350(6) Uani 1 1 d . . . C7 C 0.47630(16) 0.08470(16) 0.60801(13) 0.0307(6) Uani 1 1 d . . . C8 C 0.42761(17) -0.08439(16) 0.58402(14) 0.0323(6) Uani 1 1 d . . . C9 C 0.40518(17) 0.05868(16) 0.60720(14) 0.0356(6) Uani 1 1 d . . . H9 H 0.3729 0.0977 0.6142 0.043 Uiso 1 1 calc R . . C10 C 0.52158(18) 0.02553(17) 0.59471(15) 0.0390(7) Uani 1 1 d . . . H10 H 0.5688 0.0420 0.5940 0.047 Uiso 1 1 calc R . . C11 C 0.51521(19) 0.61510(18) 0.72579(16) 0.0420(7) Uani 1 1 d . . . H11 H 0.4961 0.6683 0.7277 0.050 Uiso 1 1 calc R . . C12 C -0.12151(17) 0.77184(16) 0.65575(15) 0.0367(6) Uani 1 1 d . . . C13 C 0.23777(18) 0.6996(2) 0.83092(16) 0.0473(8) Uani 1 1 d . . . H13 H 0.2941 0.6974 0.8552 0.057 Uiso 1 1 calc R . . C14 C 0.21599(19) 0.65726(17) 0.71204(16) 0.0411(7) Uani 1 1 d . . . H14A H 0.2475 0.7023 0.7068 0.049 Uiso 1 1 calc R . . H14B H 0.1688 0.6479 0.6673 0.049 Uiso 1 1 calc R . . C15 C 0.2234(2) 0.50351(18) 0.74247(19) 0.0486(8) Uani 1 1 d . . . H15A H 0.1746 0.4940 0.6989 0.058 Uiso 1 1 calc R . . H15B H 0.2069 0.5164 0.7771 0.058 Uiso 1 1 calc R . . C16 C 0.49737(17) -0.05803(17) 0.58238(15) 0.0380(7) Uani 1 1 d . . . H16 H 0.5281 -0.0965 0.5730 0.046 Uiso 1 1 calc R . . C17 C 0.30420(17) 0.35749(19) 0.62041(16) 0.0457(7) Uani 1 1 d . . . H17 H 0.2887 0.3411 0.5751 0.055 Uiso 1 1 calc R . . C18 C 0.18748(17) 0.72002(19) 0.85641(16) 0.0440(7) Uani 1 1 d . . . H18 H 0.2041 0.7342 0.9024 0.053 Uiso 1 1 calc R . . C19 C 0.2729(2) 0.42342(18) 0.76336(17) 0.0428(7) Uani 1 1 d . . . H19A H 0.3199 0.4313 0.8085 0.051 Uiso 1 1 calc R . . H19B H 0.2404 0.3786 0.7674 0.051 Uiso 1 1 calc R . . C20 C 0.47060(19) 0.54464(17) 0.69995(16) 0.0411(7) Uani 1 1 d . . . H20 H 0.4146 0.5414 0.6813 0.049 Uiso 1 1 calc R . . C21 C 0.59419(19) 0.50956(16) 0.73491(15) 0.0382(7) Uani 1 1 d . . . H21 H 0.6407 0.4787 0.7453 0.046 Uiso 1 1 calc R . . C22 C -0.13321(17) 0.79092(17) 0.58397(15) 0.0383(7) Uani 1 1 d . . . C23 C 0.3325(2) -0.33273(19) 0.52609(17) 0.0501(8) Uani 1 1 d . . . H23 H 0.3094 -0.3855 0.5117 0.060 Uiso 1 1 calc R . . C24 C 0.09021(19) 0.43498(17) 1.23237(16) 0.0410(7) Uani 1 1 d . . . H24 H 0.1389 0.4067 1.2460 0.049 Uiso 1 1 calc R . . C25 C 0.39510(19) -0.21101(18) 0.50945(15) 0.0434(7) Uani 1 1 d . . . H25 H 0.4141 -0.1823 0.4832 0.052 Uiso 1 1 calc R . . C26 C 0.33608(19) -0.29658(18) 0.58473(16) 0.0458(8) Uani 1 1 d . . . H26 H 0.3145 -0.3251 0.6092 0.055 Uiso 1 1 calc R . . C27 C 0.3629(2) -0.29090(19) 0.48927(17) 0.0503(8) Uani 1 1 d . . . H27 H 0.3621 -0.3159 0.4506 0.060 Uiso 1 1 calc R . . C28 C -0.0348(2) 0.46206(18) 1.19562(17) 0.0481(8) Uani 1 1 d . . . H28 H -0.0902 0.4551 1.1790 0.058 Uiso 1 1 calc R . . C29 C 0.2670(2) 0.57785(18) 0.73449(19) 0.0482(8) Uani 1 1 d . . . H29A H 0.2845 0.5647 0.7005 0.058 Uiso 1 1 calc R . . H29B H 0.3152 0.5883 0.7784 0.058 Uiso 1 1 calc R . . C30 C 0.25275(18) 0.3784(2) 0.64508(17) 0.0480(8) Uani 1 1 d . . . H30 H 0.1964 0.3791 0.6204 0.058 Uiso 1 1 calc R . . C31 C 0.5533(2) 0.6543(2) 0.48134(16) 0.0526(9) Uani 1 1 d . . . H31 H 0.5350 0.7094 0.4759 0.063 Uiso 1 1 calc R . . C32 C -0.16591(19) 0.86914(19) 0.55596(19) 0.0531(9) Uani 1 1 d . . . H32 H -0.1836 0.9042 0.5800 0.064 Uiso 1 1 calc R . . C33 C 0.1107(2) 0.7558(3) 0.97037(19) 0.0640(10) Uani 1 1 d . . . H33 H 0.1280 0.8087 0.9651 0.077 Uiso 1 1 calc R . . C34 C 0.0035(2) 0.53634(19) 1.20875(18) 0.0518(8) Uani 1 1 d . . . H34 H -0.0200 0.5892 1.2026 0.062 Uiso 1 1 calc R . . C35 C 0.6707(2) 0.7000(2) 0.72300(19) 0.0618(10) Uani 1 1 d . . . H35A H 0.7213 0.7310 0.7449 0.074 Uiso 1 1 calc R . . H35B H 0.6268 0.7404 0.7057 0.074 Uiso 1 1 calc R . . C36 C 0.6652(2) 0.6470(2) 0.77653(18) 0.0542(9) Uani 1 1 d . . . H36A H 0.7136 0.6128 0.7993 0.065 Uiso 1 1 calc R . . H36B H 0.6635 0.6833 0.8114 0.065 Uiso 1 1 calc R . . C37 C -0.1458(2) 0.8444(2) 0.45807(19) 0.0606(10) Uani 1 1 d . . . H37 H -0.1485 0.8626 0.4167 0.073 Uiso 1 1 calc R . . C38 C -0.1727(2) 0.8958(2) 0.4935(2) 0.0626(10) Uani 1 1 d . . . H38 H -0.1952 0.9478 0.4755 0.075 Uiso 1 1 calc R . . C39 C 0.0500(3) 0.6396(2) 0.9485(2) 0.0629(10) Uani 1 1 d . B . H39 H 0.0169 0.5945 0.9249 0.075 Uiso 1 1 calc R . . C40 C 0.5991(3) 0.5331(2) 0.52710(19) 0.0777(13) Uani 1 1 d . . . H40 H 0.6191 0.4885 0.5580 0.093 Uiso 1 1 calc R . . C41 C 0.6668(2) 0.6509(2) 0.66086(19) 0.0597(9) Uani 1 1 d . . . H41A H 0.6985 0.6801 0.6432 0.072 Uiso 1 1 calc R . . H41B H 0.6905 0.5958 0.6763 0.072 Uiso 1 1 calc R . . C42 C 0.1352(3) 0.7155(4) 1.0309(2) 0.0979(18) Uani 1 1 d . B . H42 H 0.1726 0.7346 1.0747 0.118 Uiso 1 1 calc R . . C43 C 0.5842(3) 0.5341(2) 0.46119(19) 0.0727(12) Uani 1 1 d . . . H43 H 0.5918 0.4887 0.4384 0.087 Uiso 1 1 calc R . . C44 C -0.07890(18) 0.65109(16) 0.56912(14) 0.0364(6) Uani 1 1 d . . . C45 C 0.38351(17) -0.18932(16) 0.67743(15) 0.0344(6) Uani 1 1 d . . . C46 C -0.02353(18) 0.48585(16) 0.60993(15) 0.0363(6) Uani 1 1 d . . . C47 C -0.10844(18) 0.73751(17) 0.54706(15) 0.0384(7) Uani 1 1 d . . . C48 C -0.11755(19) 0.59696(17) 0.59475(16) 0.0413(7) Uani 1 1 d . . . H48 H -0.1623 0.6159 0.5984 0.050 Uiso 1 1 calc R . . C49 C 0.01020(18) 0.39910(16) 0.63521(15) 0.0365(6) Uani 1 1 d . . . C50 C 0.01321(18) 0.53775(17) 0.58210(16) 0.0400(7) Uani 1 1 d . . . H50 H 0.0567 0.5178 0.5771 0.048 Uiso 1 1 calc R . . C51 C -0.09020(18) 0.51645(17) 0.61448(16) 0.0404(7) Uani 1 1 d . . . H51 H -0.1168 0.4817 0.6312 0.048 Uiso 1 1 calc R . . C52 C -0.01430(19) 0.61864(18) 0.56184(15) 0.0416(7) Uani 1 1 d . . . H52 H 0.0108 0.6522 0.5430 0.050 Uiso 1 1 calc R . . C53 C -0.1150(2) 0.76626(19) 0.48403(16) 0.0481(8) Uani 1 1 d . . . H53 H -0.0981 0.7317 0.4592 0.058 Uiso 1 1 calc R . . C54 C 0.5819(2) 0.6416(3) 0.60420(18) 0.0679(11) Uani 1 1 d . . . H54A H 0.5532 0.6025 0.6187 0.081 Uiso 1 1 calc R . . H54B H 0.5546 0.6953 0.5955 0.081 Uiso 1 1 calc R . . C55 C 0.1494(2) 0.5798(2) 1.25004(19) 0.0614(10) Uani 1 1 d . . . H55A H 0.2013 0.5519 1.2763 0.074 Uiso 1 1 calc R A 1 H55B H 0.1456 0.6238 1.2789 0.074 Uiso 1 1 calc R A 1 C56A C 0.1437(4) 0.5594(4) 1.1280(4) 0.061(2) Uiso 0.541(6) 1 d P B 1 H56A H 0.1932 0.5670 1.1250 0.073 Uiso 0.541(6) 1 calc PR B 1 H56B H 0.1446 0.5030 1.1449 0.073 Uiso 0.541(6) 1 calc PR B 1 C57A C 0.0731(4) 0.5660(4) 1.0560(3) 0.057(2) Uiso 0.541(6) 1 d P B 1 H57A H 0.0239 0.5794 1.0581 0.068 Uiso 0.541(6) 1 calc PR B 1 H57B H 0.0651 0.5133 1.0315 0.068 Uiso 0.541(6) 1 calc PR B 1 C58A C 0.1448(4) 0.6206(4) 1.1814(4) 0.0515(17) Uiso 0.541(6) 1 d P B 1 H58A H 0.0964 0.6549 1.1594 0.062 Uiso 0.541(6) 1 calc PR B 1 H58B H 0.1911 0.6575 1.1952 0.062 Uiso 0.541(6) 1 calc PR B 1 C56B C 0.1136(5) 0.6159(5) 1.1333(4) 0.057(2) Uiso 0.459(6) 1 d P B 2 H56C H 0.1107 0.6764 1.1365 0.068 Uiso 0.459(6) 1 calc PR B 2 H56D H 0.0606 0.5927 1.1209 0.068 Uiso 0.459(6) 1 calc PR B 2 C57B C 0.1387(5) 0.5926(5) 1.0769(4) 0.054(2) Uiso 0.459(6) 1 d P B 2 H57C H 0.1963 0.6024 1.0951 0.065 Uiso 0.459(6) 1 calc PR B 2 H57D H 0.1283 0.5335 1.0656 0.065 Uiso 0.459(6) 1 calc PR B 2 C58B C 0.1764(5) 0.5805(5) 1.2024(4) 0.052(2) Uiso 0.459(6) 1 d P B 2 H58C H 0.1899 0.5238 1.1956 0.063 Uiso 0.459(6) 1 calc PR B 2 H58D H 0.2254 0.6140 1.2199 0.063 Uiso 0.459(6) 1 calc PR B 2 Co1 Co 0.49175(2) 0.35337(2) 0.671330(18) 0.02567(10) Uani 1 1 d . . . Co2 Co 0.00150(2) 0.72967(2) 0.809696(18) 0.02676(10) Uani 1 1 d . . . N1 N 0.05598(15) 0.70628(15) 0.91740(13) 0.0412(6) Uani 1 1 d . . . N2 N 0.0946(3) 0.6412(2) 1.01585(18) 0.0936(14) Uani 1 1 d . . . N3 N 0.08369(17) 0.51885(14) 1.23290(14) 0.0464(6) Uani 1 1 d . B . N4 N 0.52040(14) 0.47826(14) 0.70528(12) 0.0349(5) Uani 1 1 d . . . N5 N 0.59400(15) 0.59215(14) 0.74842(12) 0.0389(6) Uani 1 1 d . . . N6 N 0.57894(19) 0.61107(17) 0.53989(14) 0.0587(8) Uani 1 1 d . . . N7 N 0.38294(13) 0.36419(13) 0.67264(12) 0.0342(5) Uani 1 1 d . . . N8 N 0.30014(14) 0.39842(13) 0.71353(13) 0.0360(5) Uani 1 1 d . . . N9 N 0.18938(14) 0.68255(14) 0.76219(12) 0.0352(5) Uani 1 1 d . . . N10 N 0.10868(13) 0.71707(13) 0.80539(12) 0.0344(5) Uani 1 1 d . . . N11 N 0.01995(14) 0.39762(14) 1.21032(13) 0.0382(6) Uani 1 1 d . . . N12 N 0.55655(15) 0.61060(15) 0.43197(12) 0.0403(6) Uani 1 1 d . . . O1 O 0.56995(12) 0.19208(12) 0.62276(12) 0.0464(5) Uani 1 1 d . . . O2 O 0.46524(12) 0.22502(11) 0.63959(10) 0.0371(4) Uani 1 1 d . . . O3 O 0.32242(12) -0.17838(14) 0.68524(11) 0.0512(6) Uani 1 1 d . . . O4 O 0.45642(11) -0.18240(11) 0.72389(10) 0.0364(4) Uani 1 1 d . . . O5 O -0.02255(12) 0.35678(11) 0.66414(11) 0.0397(5) Uani 1 1 d . . . O6 O 0.06805(13) 0.37568(12) 0.62627(12) 0.0483(5) Uani 1 1 d . . . O7 O -0.18224(13) 0.77673(15) 0.66504(12) 0.0579(6) Uani 1 1 d . . . O8 O -0.05047(11) 0.75629(11) 0.70197(10) 0.0384(5) Uani 1 1 d . . . O9 O -0.11520(12) 0.73849(12) 0.80187(11) 0.0432(5) Uani 1 1 d . . . O10 O 0.60795(12) 0.34249(11) 0.67695(11) 0.0405(5) Uani 1 1 d . . . O11 O 0.6597(2) 0.8376(2) 0.56784(19) 0.1160(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0388(15) 0.0334(14) 0.0267(14) 0.0003(11) 0.0186(12) 0.0029(12) C2 0.0328(15) 0.0340(14) 0.0390(16) -0.0035(12) 0.0203(13) -0.0016(12) C3 0.0319(15) 0.0362(15) 0.0375(16) -0.0012(12) 0.0177(13) 0.0004(12) C4 0.0367(15) 0.0329(14) 0.0323(15) -0.0009(11) 0.0143(13) 0.0050(12) C5 0.0423(16) 0.0381(15) 0.0429(17) 0.0007(13) 0.0279(14) 0.0018(13) C6 0.0362(15) 0.0317(14) 0.0324(15) 0.0005(12) 0.0126(12) 0.0029(12) C7 0.0360(15) 0.0334(14) 0.0254(14) 0.0019(11) 0.0168(12) 0.0047(11) C8 0.0377(15) 0.0323(14) 0.0288(15) 0.0000(11) 0.0174(12) 0.0027(12) C9 0.0436(16) 0.0327(14) 0.0385(16) 0.0002(12) 0.0260(14) 0.0045(12) C10 0.0425(16) 0.0391(15) 0.0438(17) 0.0007(13) 0.0273(14) 0.0030(13) C11 0.058(2) 0.0355(15) 0.0415(18) -0.0017(13) 0.0313(16) 0.0049(14) C12 0.0335(15) 0.0276(14) 0.0442(17) -0.0025(12) 0.0147(13) 0.0007(12) C13 0.0300(15) 0.064(2) 0.0458(19) -0.0094(15) 0.0162(14) 0.0030(14) C14 0.0480(17) 0.0390(15) 0.0492(19) -0.0007(13) 0.0337(15) 0.0028(13) C15 0.0553(19) 0.0443(17) 0.066(2) -0.0023(15) 0.0445(18) 0.0031(15) C16 0.0423(16) 0.0356(15) 0.0425(17) -0.0019(13) 0.0255(14) 0.0074(13) C17 0.0354(16) 0.061(2) 0.0385(18) -0.0129(14) 0.0156(14) -0.0030(14) C18 0.0310(15) 0.0608(19) 0.0377(17) -0.0102(14) 0.0144(13) -0.0002(14) C19 0.0526(18) 0.0389(16) 0.054(2) -0.0008(14) 0.0389(16) 0.0015(14) C20 0.0485(18) 0.0357(15) 0.0436(18) -0.0020(13) 0.0257(15) 0.0042(14) C21 0.0480(18) 0.0307(14) 0.0404(17) -0.0009(12) 0.0248(15) 0.0020(13) C22 0.0317(15) 0.0323(14) 0.0421(17) 0.0052(12) 0.0105(13) -0.0004(12) C23 0.0504(19) 0.0322(16) 0.048(2) -0.0079(14) 0.0076(16) 0.0000(14) C24 0.0516(18) 0.0270(14) 0.0457(18) -0.0020(13) 0.0243(15) -0.0013(13) C25 0.0529(19) 0.0412(16) 0.0361(17) -0.0015(13) 0.0212(15) 0.0084(14) C26 0.0483(18) 0.0348(16) 0.0455(19) -0.0013(13) 0.0153(15) -0.0032(14) C27 0.060(2) 0.0439(18) 0.0361(18) -0.0111(14) 0.0143(16) 0.0099(15) C28 0.0524(19) 0.0368(16) 0.057(2) -0.0016(14) 0.0271(17) 0.0108(15) C29 0.0547(19) 0.0431(17) 0.064(2) -0.0023(15) 0.0424(18) 0.0044(15) C30 0.0303(15) 0.061(2) 0.050(2) -0.0119(15) 0.0170(15) -0.0005(14) C31 0.078(2) 0.0445(18) 0.0360(18) 0.0030(14) 0.0275(17) 0.0113(17) C32 0.0459(19) 0.0401(17) 0.064(2) 0.0107(15) 0.0189(17) 0.0082(14) C33 0.059(2) 0.083(3) 0.049(2) -0.0211(19) 0.0248(19) -0.013(2) C34 0.067(2) 0.0346(16) 0.053(2) 0.0035(14) 0.0283(18) 0.0132(16) C35 0.080(3) 0.054(2) 0.060(2) -0.0182(17) 0.040(2) -0.0309(19) C36 0.060(2) 0.0499(19) 0.049(2) -0.0148(15) 0.0221(17) -0.0212(16) C37 0.066(2) 0.057(2) 0.048(2) 0.0234(17) 0.0182(18) 0.0010(18) C38 0.061(2) 0.049(2) 0.068(3) 0.0294(18) 0.022(2) 0.0125(17) C39 0.097(3) 0.054(2) 0.054(2) 0.0072(17) 0.049(2) 0.013(2) C40 0.128(4) 0.051(2) 0.044(2) 0.0114(17) 0.032(2) 0.025(2) C41 0.064(2) 0.063(2) 0.063(2) -0.0061(18) 0.039(2) -0.0131(18) C42 0.085(3) 0.153(5) 0.033(2) -0.011(3) 0.010(2) 0.049(3) C43 0.118(3) 0.049(2) 0.043(2) 0.0079(16) 0.032(2) 0.032(2) C44 0.0446(16) 0.0303(14) 0.0317(15) 0.0012(12) 0.0161(13) -0.0054(12) C45 0.0362(16) 0.0292(14) 0.0373(16) 0.0041(12) 0.0172(13) -0.0009(12) C46 0.0455(17) 0.0300(14) 0.0355(16) -0.0004(12) 0.0211(14) -0.0044(12) C47 0.0405(16) 0.0328(15) 0.0354(16) 0.0016(12) 0.0129(13) -0.0054(13) C48 0.0498(18) 0.0356(15) 0.0443(18) 0.0016(13) 0.0271(15) 0.0017(13) C49 0.0463(17) 0.0294(14) 0.0388(17) 0.0004(12) 0.0245(14) -0.0021(12) C50 0.0452(17) 0.0380(15) 0.0443(18) 0.0044(13) 0.0274(15) 0.0010(13) C51 0.0499(18) 0.0324(14) 0.0482(18) 0.0069(13) 0.0309(15) 0.0008(13) C52 0.0542(19) 0.0367(15) 0.0405(17) 0.0051(13) 0.0278(15) -0.0058(14) C53 0.055(2) 0.0451(18) 0.0355(17) 0.0046(14) 0.0142(15) -0.0070(15) C54 0.071(3) 0.098(3) 0.040(2) 0.0103(19) 0.0304(19) 0.016(2) C55 0.078(3) 0.0404(18) 0.053(2) -0.0094(15) 0.021(2) -0.0180(17) Co1 0.02925(19) 0.02560(18) 0.02694(19) -0.00053(14) 0.01727(15) 0.00052(14) Co2 0.02748(19) 0.02371(18) 0.0326(2) -0.00068(14) 0.01715(16) 0.00038(14) N1 0.0432(14) 0.0454(14) 0.0378(14) 0.0008(11) 0.0217(12) 0.0016(11) N2 0.163(4) 0.079(2) 0.046(2) 0.0208(18) 0.056(2) 0.063(3) N3 0.0648(18) 0.0279(12) 0.0477(16) -0.0050(11) 0.0279(14) -0.0059(12) N4 0.0381(13) 0.0317(12) 0.0383(14) -0.0025(10) 0.0210(11) -0.0026(10) N5 0.0495(15) 0.0349(13) 0.0341(14) -0.0034(10) 0.0215(12) -0.0064(11) N6 0.092(2) 0.0515(16) 0.0371(16) 0.0062(13) 0.0341(16) 0.0105(16) N7 0.0336(12) 0.0366(12) 0.0346(13) -0.0037(10) 0.0180(11) 0.0008(10) N8 0.0372(13) 0.0337(12) 0.0443(15) -0.0013(10) 0.0254(12) 0.0016(10) N9 0.0353(13) 0.0356(12) 0.0423(14) -0.0022(10) 0.0248(11) 0.0024(10) N10 0.0335(13) 0.0348(12) 0.0372(13) -0.0032(10) 0.0187(11) 0.0003(10) N11 0.0428(14) 0.0306(12) 0.0424(15) 0.0007(10) 0.0214(12) 0.0018(11) N12 0.0504(15) 0.0391(13) 0.0355(14) -0.0008(11) 0.0238(12) 0.0013(11) O1 0.0462(12) 0.0424(11) 0.0668(15) -0.0115(10) 0.0401(12) -0.0051(10) O2 0.0411(11) 0.0305(10) 0.0477(12) -0.0023(9) 0.0277(10) 0.0003(8) O3 0.0376(12) 0.0757(15) 0.0419(13) -0.0011(11) 0.0203(10) -0.0015(11) O4 0.0359(11) 0.0394(10) 0.0338(11) -0.0032(8) 0.0166(9) -0.0007(9) O5 0.0512(12) 0.0281(10) 0.0519(13) 0.0064(9) 0.0345(11) 0.0046(9) O6 0.0510(13) 0.0418(11) 0.0677(15) 0.0117(10) 0.0410(12) 0.0077(10) O7 0.0352(12) 0.0850(17) 0.0533(15) 0.0043(12) 0.0209(11) 0.0088(11) O8 0.0351(11) 0.0397(11) 0.0391(12) 0.0040(9) 0.0165(9) 0.0062(9) O9 0.0388(11) 0.0384(11) 0.0590(14) -0.0037(10) 0.0288(10) -0.0001(9) O10 0.0398(11) 0.0407(11) 0.0495(13) -0.0020(9) 0.0282(10) -0.0006(9) O11 0.077(2) 0.159(3) 0.107(3) 0.028(2) 0.039(2) 0.013(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.255(3) . ? C1 O1 1.258(3) . ? C1 C7 1.512(4) . ? C2 N7 1.313(3) . ? C2 N8 1.342(3) . ? C2 H2 0.9300 . ? C3 N10 1.324(3) . ? C3 N9 1.339(3) . ? C3 H3 0.9300 . ? C4 C25 1.394(4) . ? C4 C6 1.406(4) . ? C4 C8 1.491(4) . ? C5 C9 1.380(4) . ? C5 C8 1.393(4) . ? C5 H5 0.9300 . ? C6 C26 1.388(4) . ? C6 C45 1.507(4) . ? C7 C9 1.389(4) . ? C7 C10 1.390(4) . ? C8 C16 1.391(4) . ? C9 H9 0.9300 . ? C10 C16 1.392(4) . ? C10 H10 0.9300 . ? C11 C20 1.353(4) . ? C11 N5 1.366(4) . ? C11 H11 0.9300 . ? C12 O7 1.252(3) . ? C12 O8 1.255(3) . ? C12 C22 1.513(4) . ? C13 C18 1.346(4) . ? C13 N9 1.366(4) . ? C13 H13 0.9300 . ? C14 N9 1.465(3) . ? C14 C29 1.521(4) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C29 1.497(4) . ? C15 C19 1.515(4) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16 0.9300 . ? C17 C30 1.354(4) . ? C17 N7 1.375(4) . ? C17 H17 0.9300 . ? C18 N10 1.364(4) . ? C18 H18 0.9300 . ? C19 N8 1.466(3) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 N4 1.379(3) . ? C20 H20 0.9300 . ? C21 N4 1.315(4) . ? C21 N5 1.350(3) . ? C21 H21 0.9300 . ? C22 C32 1.396(4) . ? C22 C47 1.398(4) . ? C23 C27 1.365(5) . ? C23 C26 1.382(4) . ? C23 H23 0.9300 . ? C24 N11 1.311(4) . ? C24 N3 1.343(3) . ? C24 H24 0.9300 . ? C25 C27 1.388(4) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C34 1.343(4) . ? C28 N11 1.377(4) . ? C28 H28 0.9300 . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 N8 1.369(4) . ? C30 H30 0.9300 . ? C31 N12 1.314(4) . ? C31 N6 1.329(4) . ? C31 H31 0.9300 . ? C32 C38 1.380(5) . ? C32 H32 0.9300 . ? C33 C42 1.344(6) . ? C33 N1 1.375(4) . ? C33 H33 0.9300 . ? C34 N3 1.364(4) . ? C34 H34 0.9300 . ? C35 C36 1.489(5) . ? C35 C41 1.543(5) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 N5 1.463(4) . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C37 C53 1.378(4) . ? C37 C38 1.380(5) . ? C37 H37 0.9300 . ? C38 H38 0.9300 . ? C39 N1 1.297(4) . ? C39 N2 1.305(5) . ? C39 H39 0.9300 . ? C40 C43 1.335(5) . ? C40 N6 1.366(4) . ? C40 H40 0.9300 . ? C41 C54 1.489(5) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 N2 1.361(7) . ? C42 H42 0.9300 . ? C43 N12 1.360(4) . ? C43 H43 0.9300 . ? C44 C52 1.395(4) . ? C44 C48 1.405(4) . ? C44 C47 1.478(4) . ? C45 O3 1.249(3) . ? C45 O4 1.262(3) . ? C46 C51 1.390(4) . ? C46 C50 1.390(4) . ? C46 C49 1.512(4) . ? C47 C53 1.405(4) . ? C48 C51 1.373(4) . ? C48 H48 0.9300 . ? C49 O6 1.248(3) . ? C49 O5 1.268(3) . ? C50 C52 1.381(4) . ? C50 H50 0.9300 . ? C51 H51 0.9300 . ? C52 H52 0.9300 . ? C53 H53 0.9300 . ? C54 N6 1.468(4) . ? C54 H54A 0.9700 . ? C54 H54B 0.9700 . ? C55 C58B 1.362(8) . ? C55 N3 1.470(4) . ? C55 C58A 1.604(8) . ? C55 H55A 0.9700 . ? C55 H55B 0.9700 . ? C56A C57A 1.504(9) . ? C56A C58A 1.516(10) . ? C56A H56A 0.9700 . ? C56A H56B 0.9700 . ? C57A N2 1.648(7) . ? C57A H57A 0.9700 . ? C57A H57B 0.9700 . ? C58A H58A 0.9700 . ? C58A H58B 0.9700 . ? C56B C58B 1.516(12) . ? C56B C57B 1.563(11) . ? C56B H56C 0.9700 . ? C56B H56D 0.9700 . ? C57B N2 1.422(8) . ? C57B H57C 0.9700 . ? C57B H57D 0.9700 . ? C58B H58C 0.9700 . ? C58B H58D 0.9700 . ? Co1 N7 2.062(2) . ? Co1 N12 2.080(3) 3_666 ? Co1 O4 2.103(2) 2_656 ? Co1 N4 2.104(2) . ? Co1 O10 2.131(2) . ? Co1 O2 2.1421(18) . ? Co2 N10 2.067(2) . ? Co2 N11 2.075(2) 3_567 ? Co2 O5 2.0919(18) 2_556 ? Co2 N1 2.112(3) . ? Co2 O9 2.117(2) . ? Co2 O8 2.125(2) . ? N11 Co2 2.075(2) 3_567 ? N12 Co1 2.080(3) 3_666 ? O4 Co1 2.103(2) 2_646 ? O5 Co2 2.0919(18) 2_546 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 C1 O1 124.9(2) . . ? O2 C1 C7 118.4(2) . . ? O1 C1 C7 116.7(2) . . ? N7 C2 N8 111.9(3) . . ? N7 C2 H2 124.1 . . ? N8 C2 H2 124.1 . . ? N10 C3 N9 111.7(3) . . ? N10 C3 H3 124.2 . . ? N9 C3 H3 124.2 . . ? C25 C4 C6 118.2(3) . . ? C25 C4 C8 118.9(3) . . ? C6 C4 C8 122.8(2) . . ? C9 C5 C8 121.3(3) . . ? C9 C5 H5 119.3 . . ? C8 C5 H5 119.3 . . ? C26 C6 C4 119.5(3) . . ? C26 C6 C45 117.4(3) . . ? C4 C6 C45 123.0(2) . . ? C9 C7 C10 118.3(2) . . ? C9 C7 C1 121.5(2) . . ? C10 C7 C1 120.2(2) . . ? C16 C8 C5 118.1(2) . . ? C16 C8 C4 121.0(2) . . ? C5 C8 C4 120.8(3) . . ? C5 C9 C7 120.7(2) . . ? C5 C9 H9 119.6 . . ? C7 C9 H9 119.6 . . ? C7 C10 C16 121.0(3) . . ? C7 C10 H10 119.5 . . ? C16 C10 H10 119.5 . . ? C20 C11 N5 106.0(3) . . ? C20 C11 H11 127.0 . . ? N5 C11 H11 127.0 . . ? O7 C12 O8 125.4(3) . . ? O7 C12 C22 117.7(3) . . ? O8 C12 C22 116.8(3) . . ? C18 C13 N9 106.1(3) . . ? C18 C13 H13 126.9 . . ? N9 C13 H13 126.9 . . ? N9 C14 C29 111.9(2) . . ? N9 C14 H14A 109.2 . . ? C29 C14 H14A 109.2 . . ? N9 C14 H14B 109.2 . . ? C29 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? C29 C15 C19 114.3(3) . . ? C29 C15 H15A 108.7 . . ? C19 C15 H15A 108.7 . . ? C29 C15 H15B 108.7 . . ? C19 C15 H15B 108.7 . . ? H15A C15 H15B 107.6 . . ? C8 C16 C10 120.5(3) . . ? C8 C16 H16 119.7 . . ? C10 C16 H16 119.7 . . ? C30 C17 N7 109.6(3) . . ? C30 C17 H17 125.2 . . ? N7 C17 H17 125.2 . . ? C13 C18 N10 110.5(3) . . ? C13 C18 H18 124.7 . . ? N10 C18 H18 124.7 . . ? N8 C19 C15 112.6(3) . . ? N8 C19 H19A 109.1 . . ? C15 C19 H19A 109.1 . . ? N8 C19 H19B 109.1 . . ? C15 C19 H19B 109.1 . . ? H19A C19 H19B 107.8 . . ? C11 C20 N4 110.1(3) . . ? C11 C20 H20 125.0 . . ? N4 C20 H20 125.0 . . ? N4 C21 N5 111.5(3) . . ? N4 C21 H21 124.3 . . ? N5 C21 H21 124.3 . . ? C32 C22 C47 119.1(3) . . ? C32 C22 C12 116.9(3) . . ? C47 C22 C12 123.8(2) . . ? C27 C23 C26 119.9(3) . . ? C27 C23 H23 120.0 . . ? C26 C23 H23 120.0 . . ? N11 C24 N3 112.1(3) . . ? N11 C24 H24 124.0 . . ? N3 C24 H24 124.0 . . ? C27 C25 C4 121.2(3) . . ? C27 C25 H25 119.4 . . ? C4 C25 H25 119.4 . . ? C23 C26 C6 121.0(3) . . ? C23 C26 H26 119.5 . . ? C6 C26 H26 119.5 . . ? C23 C27 C25 120.0(3) . . ? C23 C27 H27 120.0 . . ? C25 C27 H27 120.0 . . ? C34 C28 N11 110.2(3) . . ? C34 C28 H28 124.9 . . ? N11 C28 H28 124.9 . . ? C15 C29 C14 113.7(3) . . ? C15 C29 H29A 108.8 . . ? C14 C29 H29A 108.8 . . ? C15 C29 H29B 108.8 . . ? C14 C29 H29B 108.8 . . ? H29A C29 H29B 107.7 . . ? C17 C30 N8 106.4(3) . . ? C17 C30 H30 126.8 . . ? N8 C30 H30 126.8 . . ? N12 C31 N6 112.6(3) . . ? N12 C31 H31 123.7 . . ? N6 C31 H31 123.7 . . ? C38 C32 C22 121.6(3) . . ? C38 C32 H32 119.2 . . ? C22 C32 H32 119.2 . . ? C42 C33 N1 109.0(4) . . ? C42 C33 H33 125.5 . . ? N1 C33 H33 125.5 . . ? C28 C34 N3 106.3(3) . . ? C28 C34 H34 126.9 . . ? N3 C34 H34 126.9 . . ? C36 C35 C41 114.7(3) . . ? C36 C35 H35A 108.6 . . ? C41 C35 H35A 108.6 . . ? C36 C35 H35B 108.6 . . ? C41 C35 H35B 108.6 . . ? H35A C35 H35B 107.6 . . ? N5 C36 C35 113.5(3) . . ? N5 C36 H36A 108.9 . . ? C35 C36 H36A 108.9 . . ? N5 C36 H36B 108.9 . . ? C35 C36 H36B 108.9 . . ? H36A C36 H36B 107.7 . . ? C53 C37 C38 119.9(3) . . ? C53 C37 H37 120.1 . . ? C38 C37 H37 120.1 . . ? C37 C38 C32 119.4(3) . . ? C37 C38 H38 120.3 . . ? C32 C38 H38 120.3 . . ? N1 C39 N2 114.2(4) . . ? N1 C39 H39 122.9 . . ? N2 C39 H39 122.9 . . ? C43 C40 N6 106.0(3) . . ? C43 C40 H40 127.0 . . ? N6 C40 H40 127.0 . . ? C54 C41 C35 111.6(3) . . ? C54 C41 H41A 109.3 . . ? C35 C41 H41A 109.3 . . ? C54 C41 H41B 109.3 . . ? C35 C41 H41B 109.3 . . ? H41A C41 H41B 108.0 . . ? C33 C42 N2 106.8(4) . . ? C33 C42 H42 126.6 . . ? N2 C42 H42 126.6 . . ? C40 C43 N12 110.9(3) . . ? C40 C43 H43 124.6 . . ? N12 C43 H43 124.6 . . ? C52 C44 C48 117.4(3) . . ? C52 C44 C47 121.2(3) . . ? C48 C44 C47 121.3(3) . . ? O3 C45 O4 126.1(3) . . ? O3 C45 C6 118.5(3) . . ? O4 C45 C6 115.3(2) . . ? C51 C46 C50 118.3(3) . . ? C51 C46 C49 121.9(2) . . ? C50 C46 C49 119.8(3) . . ? C22 C47 C53 118.3(3) . . ? C22 C47 C44 123.7(3) . . ? C53 C47 C44 118.0(3) . . ? C51 C48 C44 120.9(3) . . ? C51 C48 H48 119.5 . . ? C44 C48 H48 119.5 . . ? O6 C49 O5 125.8(3) . . ? O6 C49 C46 117.3(2) . . ? O5 C49 C46 116.9(3) . . ? C52 C50 C46 120.6(3) . . ? C52 C50 H50 119.7 . . ? C46 C50 H50 119.7 . . ? C48 C51 C46 121.3(3) . . ? C48 C51 H51 119.4 . . ? C46 C51 H51 119.4 . . ? C50 C52 C44 121.4(3) . . ? C50 C52 H52 119.3 . . ? C44 C52 H52 119.3 . . ? C37 C53 C47 121.6(3) . . ? C37 C53 H53 119.2 . . ? C47 C53 H53 119.2 . . ? N6 C54 C41 111.7(3) . . ? N6 C54 H54A 109.3 . . ? C41 C54 H54A 109.3 . . ? N6 C54 H54B 109.3 . . ? C41 C54 H54B 109.3 . . ? H54A C54 H54B 107.9 . . ? C58B C55 N3 112.5(4) . . ? C58B C55 C58A 31.7(3) . . ? N3 C55 C58A 111.4(3) . . ? C58B C55 H55A 79.9 . . ? N3 C55 H55A 109.3 . . ? C58A C55 H55A 109.3 . . ? C58B C55 H55B 131.6 . . ? N3 C55 H55B 109.3 . . ? C58A C55 H55B 109.3 . . ? H55A C55 H55B 108.0 . . ? C57A C56A C58A 116.6(6) . . ? C57A C56A H56A 108.1 . . ? C58A C56A H56A 108.1 . . ? C57A C56A H56B 108.1 . . ? C58A C56A H56B 108.1 . . ? H56A C56A H56B 107.3 . . ? C56A C57A N2 107.1(5) . . ? C56A C57A H57A 110.3 . . ? N2 C57A H57A 110.3 . . ? C56A C57A H57B 110.3 . . ? N2 C57A H57B 110.3 . . ? H57A C57A H57B 108.5 . . ? C56A C58A C55 116.0(6) . . ? C56A C58A H58A 108.3 . . ? C55 C58A H58A 108.3 . . ? C56A C58A H58B 108.3 . . ? C55 C58A H58B 108.3 . . ? H58A C58A H58B 107.4 . . ? C58B C56B C57B 108.6(6) . . ? C58B C56B H56C 110.0 . . ? C57B C56B H56C 110.0 . . ? C58B C56B H56D 110.0 . . ? C57B C56B H56D 110.0 . . ? H56C C56B H56D 108.4 . . ? N2 C57B C56B 110.9(6) . . ? N2 C57B H57C 109.5 . . ? C56B C57B H57C 109.5 . . ? N2 C57B H57D 109.5 . . ? C56B C57B H57D 109.5 . . ? H57C C57B H57D 108.1 . . ? C55 C58B C56B 112.0(7) . . ? C55 C58B H58C 109.2 . . ? C56B C58B H58C 109.2 . . ? C55 C58B H58D 109.2 . . ? C56B C58B H58D 109.2 . . ? H58C C58B H58D 107.9 . . ? N7 Co1 N12 94.14(10) . 3_666 ? N7 Co1 O4 87.26(9) . 2_656 ? N12 Co1 O4 178.53(9) 3_666 2_656 ? N7 Co1 N4 90.19(9) . . ? N12 Co1 N4 91.68(9) 3_666 . ? O4 Co1 N4 87.87(8) 2_656 . ? N7 Co1 O10 176.38(9) . . ? N12 Co1 O10 89.30(9) 3_666 . ? O4 Co1 O10 89.29(8) 2_656 . ? N4 Co1 O10 88.57(8) . . ? N7 Co1 O2 90.38(8) . . ? N12 Co1 O2 89.81(9) 3_666 . ? O4 Co1 O2 90.62(7) 2_656 . ? N4 Co1 O2 178.37(9) . . ? O10 Co1 O2 90.78(7) . . ? N10 Co2 N11 89.42(9) . 3_567 ? N10 Co2 O5 92.65(8) . 2_556 ? N11 Co2 O5 176.22(9) 3_567 2_556 ? N10 Co2 N1 94.11(10) . . ? N11 Co2 N1 90.32(10) 3_567 . ? O5 Co2 N1 86.38(9) 2_556 . ? N10 Co2 O9 173.37(9) . . ? N11 Co2 O9 87.66(9) 3_567 . ? O5 Co2 O9 90.60(7) 2_556 . ? N1 Co2 O9 91.87(9) . . ? N10 Co2 O8 84.78(9) . . ? N11 Co2 O8 91.16(9) 3_567 . ? O5 Co2 O8 92.18(8) 2_556 . ? N1 Co2 O8 178.14(9) . . ? O9 Co2 O8 89.32(8) . . ? C39 N1 C33 104.1(3) . . ? C39 N1 Co2 128.0(2) . . ? C33 N1 Co2 127.7(2) . . ? C39 N2 C42 105.9(4) . . ? C39 N2 C57B 145.7(5) . . ? C42 N2 C57B 103.8(5) . . ? C39 N2 C57A 113.8(5) . . ? C42 N2 C57A 139.0(4) . . ? C57B N2 C57A 44.0(4) . . ? C24 N3 C34 106.7(3) . . ? C24 N3 C55 126.2(3) . . ? C34 N3 C55 126.8(3) . . ? C21 N4 C20 105.2(2) . . ? C21 N4 Co1 124.40(19) . . ? C20 N4 Co1 130.4(2) . . ? C21 N5 C11 107.3(2) . . ? C21 N5 C36 125.3(3) . . ? C11 N5 C36 127.2(3) . . ? C31 N6 C40 106.4(3) . . ? C31 N6 C54 125.9(3) . . ? C40 N6 C54 127.7(3) . . ? C2 N7 C17 105.4(2) . . ? C2 N7 Co1 123.15(19) . . ? C17 N7 Co1 131.2(2) . . ? C2 N8 C30 106.8(2) . . ? C2 N8 C19 125.8(3) . . ? C30 N8 C19 127.3(3) . . ? C3 N9 C13 106.9(2) . . ? C3 N9 C14 126.3(3) . . ? C13 N9 C14 126.8(2) . . ? C3 N10 C18 104.7(2) . . ? C3 N10 Co2 123.91(19) . . ? C18 N10 Co2 131.0(2) . . ? C24 N11 C28 104.7(2) . . ? C24 N11 Co2 125.59(19) . 3_567 ? C28 N11 Co2 129.2(2) . 3_567 ? C31 N12 C43 104.1(3) . . ? C31 N12 Co1 125.7(2) . 3_666 ? C43 N12 Co1 129.1(2) . 3_666 ? C1 O2 Co1 128.66(18) . . ? C45 O4 Co1 131.66(18) . 2_646 ? C49 O5 Co2 125.44(18) . 2_546 ? C12 O8 Co2 133.2(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 C25 C4 C6 C26 -3.9(4) . . . . ? C8 C4 C6 C26 171.5(3) . . . . ? C25 C4 C6 C45 171.1(3) . . . . ? C8 C4 C6 C45 -13.4(4) . . . . ? O2 C1 C7 C9 1.1(4) . . . . ? O1 C1 C7 C9 -178.3(3) . . . . ? O2 C1 C7 C10 -177.0(3) . . . . ? O1 C1 C7 C10 3.6(4) . . . . ? C9 C5 C8 C16 -0.9(4) . . . . ? C9 C5 C8 C4 -176.7(3) . . . . ? C25 C4 C8 C16 -48.0(4) . . . . ? C6 C4 C8 C16 136.6(3) . . . . ? C25 C4 C8 C5 127.7(3) . . . . ? C6 C4 C8 C5 -47.7(4) . . . . ? C8 C5 C9 C7 -1.3(4) . . . . ? C10 C7 C9 C5 2.5(4) . . . . ? C1 C7 C9 C5 -175.7(3) . . . . ? C9 C7 C10 C16 -1.4(4) . . . . ? C1 C7 C10 C16 176.8(3) . . . . ? C5 C8 C16 C10 2.0(4) . . . . ? C4 C8 C16 C10 177.7(3) . . . . ? C7 C10 C16 C8 -0.8(4) . . . . ? N9 C13 C18 N10 -0.5(4) . . . . ? C29 C15 C19 N8 -58.8(4) . . . . ? N5 C11 C20 N4 -0.8(3) . . . . ? O7 C12 C22 C32 56.3(4) . . . . ? O8 C12 C22 C32 -120.3(3) . . . . ? O7 C12 C22 C47 -128.0(3) . . . . ? O8 C12 C22 C47 55.3(4) . . . . ? C6 C4 C25 C27 1.0(4) . . . . ? C8 C4 C25 C27 -174.6(3) . . . . ? C27 C23 C26 C6 -1.0(5) . . . . ? C4 C6 C26 C23 4.0(4) . . . . ? C45 C6 C26 C23 -171.4(3) . . . . ? C26 C23 C27 C25 -2.0(5) . . . . ? C4 C25 C27 C23 2.0(5) . . . . ? C19 C15 C29 C14 178.8(3) . . . . ? N9 C14 C29 C15 60.3(4) . . . . ? N7 C17 C30 N8 0.0(4) . . . . ? C47 C22 C32 C38 -1.5(5) . . . . ? C12 C22 C32 C38 174.4(3) . . . . ? N11 C28 C34 N3 -0.7(4) . . . . ? C41 C35 C36 N5 -53.9(4) . . . . ? C53 C37 C38 C32 2.1(6) . . . . ? C22 C32 C38 C37 -0.7(5) . . . . ? C36 C35 C41 C54 89.9(4) . . . . ? N1 C33 C42 N2 -1.0(5) . . . . ? N6 C40 C43 N12 1.0(5) . . . . ? C26 C6 C45 O3 -63.0(4) . . . . ? C4 C6 C45 O3 121.8(3) . . . . ? C26 C6 C45 O4 113.6(3) . . . . ? C4 C6 C45 O4 -61.6(4) . . . . ? C32 C22 C47 C53 2.2(4) . . . . ? C12 C22 C47 C53 -173.4(3) . . . . ? C32 C22 C47 C44 -175.2(3) . . . . ? C12 C22 C47 C44 9.3(4) . . . . ? C52 C44 C47 C22 -140.8(3) . . . . ? C48 C44 C47 C22 42.7(4) . . . . ? C52 C44 C47 C53 41.9(4) . . . . ? C48 C44 C47 C53 -134.7(3) . . . . ? C52 C44 C48 C51 2.7(4) . . . . ? C47 C44 C48 C51 179.3(3) . . . . ? C51 C46 C49 O6 177.0(3) . . . . ? C50 C46 C49 O6 -3.9(4) . . . . ? C51 C46 C49 O5 -3.5(4) . . . . ? C50 C46 C49 O5 175.6(3) . . . . ? C51 C46 C50 C52 2.3(4) . . . . ? C49 C46 C50 C52 -176.8(3) . . . . ? C44 C48 C51 C46 0.1(5) . . . . ? C50 C46 C51 C48 -2.6(4) . . . . ? C49 C46 C51 C48 176.5(3) . . . . ? C46 C50 C52 C44 0.6(5) . . . . ? C48 C44 C52 C50 -3.0(4) . . . . ? C47 C44 C52 C50 -179.7(3) . . . . ? C38 C37 C53 C47 -1.4(5) . . . . ? C22 C47 C53 C37 -0.8(5) . . . . ? C44 C47 C53 C37 176.7(3) . . . . ? C35 C41 C54 N6 168.0(3) . . . . ? C58A C56A C57A N2 83.0(7) . . . . ? C57A C56A C58A C55 123.5(7) . . . . ? C58B C55 C58A C56A 43.8(8) . . . . ? N3 C55 C58A C56A -54.7(7) . . . . ? C58B C56B C57B N2 -165.2(6) . . . . ? N3 C55 C58B C56B 68.8(7) . . . . ? C58A C55 C58B C56B -25.9(7) . . . . ? C57B C56B C58B C55 -164.8(6) . . . . ? N2 C39 N1 C33 0.5(4) . . . . ? N2 C39 N1 Co2 176.2(3) . . . . ? C42 C33 N1 C39 0.3(4) . . . . ? C42 C33 N1 Co2 -175.3(3) . . . . ? N10 Co2 N1 C39 -107.0(3) . . . . ? N11 Co2 N1 C39 -17.6(3) 3_567 . . . ? O5 Co2 N1 C39 160.6(3) 2_556 . . . ? O9 Co2 N1 C39 70.1(3) . . . . ? O8 Co2 N1 C39 -160(3) . . . . ? N10 Co2 N1 C33 67.6(3) . . . . ? N11 Co2 N1 C33 157.1(3) 3_567 . . . ? O5 Co2 N1 C33 -24.8(3) 2_556 . . . ? O9 Co2 N1 C33 -115.2(3) . . . . ? O8 Co2 N1 C33 14(3) . . . . ? N1 C39 N2 C42 -1.2(5) . . . . ? N1 C39 N2 C57B -150.3(8) . . . . ? N1 C39 N2 C57A 168.2(4) . . . . ? C33 C42 N2 C39 1.3(5) . . . . ? C33 C42 N2 C57B 164.0(4) . . . . ? C33 C42 N2 C57A -163.9(5) . . . . ? C56B C57B N2 C39 -129.4(8) . . . . ? C56B C57B N2 C42 81.1(7) . . . . ? C56B C57B N2 C57A -68.7(7) . . . . ? C56A C57A N2 C39 162.8(5) . . . . ? C56A C57A N2 C42 -32.8(9) . . . . ? C56A C57A N2 C57B 15.3(6) . . . . ? N11 C24 N3 C34 -0.7(4) . . . . ? N11 C24 N3 C55 -175.6(3) . . . . ? C28 C34 N3 C24 0.8(4) . . . . ? C28 C34 N3 C55 175.7(3) . . . . ? C58B C55 N3 C24 66.9(6) . . . . ? C58A C55 N3 C24 101.1(4) . . . . ? C58B C55 N3 C34 -106.9(5) . . . . ? C58A C55 N3 C34 -72.8(5) . . . . ? N5 C21 N4 C20 -0.3(3) . . . . ? N5 C21 N4 Co1 177.24(18) . . . . ? C11 C20 N4 C21 0.7(3) . . . . ? C11 C20 N4 Co1 -176.6(2) . . . . ? N7 Co1 N4 C21 159.9(2) . . . . ? N12 Co1 N4 C21 -105.9(2) 3_666 . . . ? O4 Co1 N4 C21 72.7(2) 2_656 . . . ? O10 Co1 N4 C21 -16.7(2) . . . . ? O2 Co1 N4 C21 50(3) . . . . ? N7 Co1 N4 C20 -23.2(3) . . . . ? N12 Co1 N4 C20 70.9(3) 3_666 . . . ? O4 Co1 N4 C20 -110.5(2) 2_656 . . . ? O10 Co1 N4 C20 160.2(2) . . . . ? O2 Co1 N4 C20 -133(3) . . . . ? N4 C21 N5 C11 -0.2(3) . . . . ? N4 C21 N5 C36 -175.4(3) . . . . ? C20 C11 N5 C21 0.6(3) . . . . ? C20 C11 N5 C36 175.7(3) . . . . ? C35 C36 N5 C21 100.8(4) . . . . ? C35 C36 N5 C11 -73.4(4) . . . . ? N12 C31 N6 C40 -1.1(5) . . . . ? N12 C31 N6 C54 -179.2(3) . . . . ? C43 C40 N6 C31 0.0(5) . . . . ? C43 C40 N6 C54 178.1(4) . . . . ? C41 C54 N6 C31 -112.5(4) . . . . ? C41 C54 N6 C40 69.7(5) . . . . ? N8 C2 N7 C17 -0.7(3) . . . . ? N8 C2 N7 Co1 173.83(17) . . . . ? C30 C17 N7 C2 0.4(3) . . . . ? C30 C17 N7 Co1 -173.5(2) . . . . ? N12 Co1 N7 C2 -146.3(2) 3_666 . . . ? O4 Co1 N7 C2 33.3(2) 2_656 . . . ? N4 Co1 N7 C2 -54.6(2) . . . . ? O10 Co1 N7 C2 15.4(14) . . . . ? O2 Co1 N7 C2 123.9(2) . . . . ? N12 Co1 N7 C17 26.7(3) 3_666 . . . ? O4 Co1 N7 C17 -153.7(3) 2_656 . . . ? N4 Co1 N7 C17 118.4(3) . . . . ? O10 Co1 N7 C17 -171.7(11) . . . . ? O2 Co1 N7 C17 -63.1(3) . . . . ? N7 C2 N8 C30 0.7(3) . . . . ? N7 C2 N8 C19 178.9(2) . . . . ? C17 C30 N8 C2 -0.4(3) . . . . ? C17 C30 N8 C19 -178.6(3) . . . . ? C15 C19 N8 C2 120.9(3) . . . . ? C15 C19 N8 C30 -61.3(4) . . . . ? N10 C3 N9 C13 -0.4(3) . . . . ? N10 C3 N9 C14 -179.9(2) . . . . ? C18 C13 N9 C3 0.6(3) . . . . ? C18 C13 N9 C14 -180.0(3) . . . . ? C29 C14 N9 C3 -123.2(3) . . . . ? C29 C14 N9 C13 57.4(4) . . . . ? N9 C3 N10 C18 0.1(3) . . . . ? N9 C3 N10 Co2 -173.61(17) . . . . ? C13 C18 N10 C3 0.3(3) . . . . ? C13 C18 N10 Co2 173.4(2) . . . . ? N11 Co2 N10 C3 63.5(2) 3_567 . . . ? O5 Co2 N10 C3 -119.7(2) 2_556 . . . ? N1 Co2 N10 C3 153.8(2) . . . . ? O9 Co2 N10 C3 -0.4(8) . . . . ? O8 Co2 N10 C3 -27.7(2) . . . . ? N11 Co2 N10 C18 -108.4(3) 3_567 . . . ? O5 Co2 N10 C18 68.4(3) 2_556 . . . ? N1 Co2 N10 C18 -18.2(3) . . . . ? O9 Co2 N10 C18 -172.4(6) . . . . ? O8 Co2 N10 C18 160.3(3) . . . . ? N3 C24 N11 C28 0.3(3) . . . . ? N3 C24 N11 Co2 172.7(2) . . . 3_567 ? C34 C28 N11 C24 0.3(4) . . . . ? C34 C28 N11 Co2 -171.8(2) . . . 3_567 ? N6 C31 N12 C43 1.6(4) . . . . ? N6 C31 N12 Co1 171.1(2) . . . 3_666 ? C40 C43 N12 C31 -1.6(5) . . . . ? C40 C43 N12 Co1 -170.6(3) . . . 3_666 ? O1 C1 O2 Co1 -4.3(4) . . . . ? C7 C1 O2 Co1 176.35(16) . . . . ? N7 Co1 O2 C1 177.1(2) . . . . ? N12 Co1 O2 C1 83.0(2) 3_666 . . . ? O4 Co1 O2 C1 -95.6(2) 2_656 . . . ? N4 Co1 O2 C1 -73(3) . . . . ? O10 Co1 O2 C1 -6.3(2) . . . . ? O3 C45 O4 Co1 -2.9(4) . . . 2_646 ? C6 C45 O4 Co1 -179.18(16) . . . 2_646 ? O6 C49 O5 Co2 -10.5(4) . . . 2_546 ? C46 C49 O5 Co2 170.06(18) . . . 2_546 ? O7 C12 O8 Co2 1.4(4) . . . . ? C22 C12 O8 Co2 177.83(17) . . . . ? N10 Co2 O8 C12 178.1(2) . . . . ? N11 Co2 O8 C12 88.8(2) 3_567 . . . ? O5 Co2 O8 C12 -89.4(2) 2_556 . . . ? N1 Co2 O8 C12 -129(3) . . . . ? O9 Co2 O8 C12 1.1(2) . . . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.634 _refine_diff_density_min -0.548 _refine_diff_density_rms 0.066 # Attachment '3.cif' data_shelxl3 _database_code_depnum_ccdc_archive 'CCDC 757342' #TrackingRef '3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C112 H88 Co4 N16 O16' _chemical_formula_weight 2149.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.568(2) _cell_length_b 14.658(3) _cell_length_c 16.150(6) _cell_angle_alpha 90.00 _cell_angle_beta 116.52(2) _cell_angle_gamma 90.00 _cell_volume 2450.3(11) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 17558 _cell_measurement_theta_min 3.12 _cell_measurement_theta_max 27.51 _exptl_crystal_description block _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.457 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1108 _exptl_absorpt_coefficient_mu 0.743 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8655 _exptl_absorpt_correction_T_max 0.8655 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'rigaku r-axis rapid IP 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 22754 _diffrn_reflns_av_R_equivalents 0.0348 _diffrn_reflns_av_sigmaI/netI 0.0307 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5547 _reflns_number_gt 4665 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAXIS-RAPID Auto(Rigaku, 2004)' _computing_cell_refinement 'RAXIS-RAPID Auto(Rigaku, 2004)' _computing_data_reduction 'CrystalStructure(Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 2001)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0426P)^2^+0.8810P] 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 5547 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0448 _refine_ls_R_factor_gt 0.0357 _refine_ls_wR_factor_ref 0.0924 _refine_ls_wR_factor_gt 0.0884 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.59904(18) 0.24591(12) 0.19401(14) 0.0424(4) Uani 1 1 d . . . C2 C 0.65740(17) 0.33756(11) 0.19569(13) 0.0377(4) Uani 1 1 d . . . C3 C 0.76681(18) 0.36624(12) 0.27163(13) 0.0417(4) Uani 1 1 d . . . H3 H 0.8058 0.3283 0.3229 0.050 Uiso 1 1 calc R . . C4 C 0.81928(18) 0.45172(12) 0.27195(13) 0.0421(4) Uani 1 1 d . . . H4 H 0.8930 0.4706 0.3236 0.051 Uiso 1 1 calc R . . C5 C 0.76299(16) 0.50865(11) 0.19637(12) 0.0355(4) Uani 1 1 d . . . C6 C 0.65345(18) 0.47834(12) 0.11956(13) 0.0439(4) Uani 1 1 d . . . H6 H 0.6151 0.5156 0.0677 0.053 Uiso 1 1 calc R . . C7 C 0.60110(18) 0.39387(12) 0.11931(14) 0.0451(4) Uani 1 1 d . . . H7 H 0.5277 0.3747 0.0676 0.054 Uiso 1 1 calc R . . C8 C 0.81814(17) 0.60018(12) 0.19506(12) 0.0371(4) Uani 1 1 d . . . C9 C 0.9413(2) 0.60560(15) 0.19945(14) 0.0495(5) Uani 1 1 d . . . H9 H 0.9886 0.5525 0.2064 0.059 Uiso 1 1 calc R . . C10 C 0.9942(2) 0.68892(18) 0.19361(16) 0.0604(6) Uani 1 1 d . . . H10 H 1.0770 0.6917 0.1980 0.073 Uiso 1 1 calc R . . C11 C 0.9230(2) 0.76733(16) 0.18132(16) 0.0621(6) Uani 1 1 d . . . H11 H 0.9569 0.8232 0.1756 0.075 Uiso 1 1 calc R . . C12 C 0.8016(2) 0.76345(14) 0.17748(14) 0.0511(5) Uani 1 1 d . . . H12 H 0.7546 0.8170 0.1694 0.061 Uiso 1 1 calc R . . C13 C 0.74801(18) 0.68080(12) 0.18551(12) 0.0378(4) Uani 1 1 d . . . C14 C 0.62159(19) 0.68305(12) 0.19168(14) 0.0423(4) Uani 1 1 d . . . C15 C 0.40677(18) -0.06442(13) 0.08806(13) 0.0421(4) Uani 1 1 d . . . H15 H 0.4378 -0.1081 0.1347 0.051 Uiso 1 1 calc R . . C16 C 0.3673(2) 0.06307(14) 0.01555(14) 0.0516(5) Uani 1 1 d . . . H16 H 0.3663 0.1251 0.0032 0.062 Uiso 1 1 calc R . . C17 C 0.3073(2) -0.00200(15) -0.04777(15) 0.0553(5) Uani 1 1 d . . . H17 H 0.2581 0.0065 -0.1111 0.066 Uiso 1 1 calc R . . C18 C 0.2891(2) -0.17383(14) -0.04035(16) 0.0532(5) Uani 1 1 d . . . H18A H 0.3535 -0.2182 -0.0030 0.064 Uiso 1 1 calc R . . H18B H 0.2834 -0.1755 -0.1021 0.064 Uiso 1 1 calc R . . C19 C 0.16028(17) -0.20163(12) -0.04590(12) 0.0391(4) Uani 1 1 d . . . C20 C 0.11779(19) -0.28990(13) -0.07320(15) 0.0489(5) Uani 1 1 d . . . H20 H 0.1696 -0.3300 -0.0864 0.059 Uiso 1 1 calc R . . C21 C 0.0005(2) -0.31938(14) -0.08115(15) 0.0517(5) Uani 1 1 d . . . H21 H -0.0259 -0.3790 -0.0999 0.062 Uiso 1 1 calc R . . C22 C -0.07887(17) -0.26193(13) -0.06168(13) 0.0419(4) Uani 1 1 d . . . C23 C -0.0371(2) -0.17347(14) -0.03487(15) 0.0522(5) Uani 1 1 d . . . H23 H -0.0892 -0.1333 -0.0220 0.063 Uiso 1 1 calc R . . C24 C 0.0808(2) -0.14393(14) -0.02687(15) 0.0519(5) Uani 1 1 d . . . H24 H 0.1071 -0.0843 -0.0084 0.062 Uiso 1 1 calc R . . C25 C -0.2087(2) -0.28846(15) -0.06898(17) 0.0557(5) Uani 1 1 d . . . H25A H -0.2080 -0.2787 -0.0094 0.067 Uiso 1 1 calc R . . H25B H -0.2736 -0.2483 -0.1132 0.067 Uiso 1 1 calc R . . C26 C -0.1979(3) -0.46015(17) -0.04587(16) 0.0736(8) Uani 1 1 d . . . H26 H -0.1326 -0.4631 0.0145 0.088 Uiso 1 1 calc R . . C27 C -0.2622(3) -0.53065(17) -0.09919(16) 0.0710(7) Uani 1 1 d . . . H27 H -0.2481 -0.5916 -0.0817 0.085 Uiso 1 1 calc R . . C28 C -0.33911(18) -0.41018(12) -0.17933(14) 0.0425(4) Uani 1 1 d . . . H28 H -0.3881 -0.3709 -0.2275 0.051 Uiso 1 1 calc R . . Co1 Co 0.52665(2) 0.092012(15) 0.223370(17) 0.03548(9) Uani 1 1 d . . . N1 N 0.43040(15) 0.02366(10) 0.10157(11) 0.0403(3) Uani 1 1 d . . . N2 N 0.33265(15) -0.08306(10) -0.00116(11) 0.0438(4) Uani 1 1 d . . . N3 N -0.24663(16) -0.38298(11) -0.09730(12) 0.0474(4) Uani 1 1 d . . . N4 N -0.35194(15) -0.49960(11) -0.18323(11) 0.0434(4) Uani 1 1 d . . . O1 O 0.48685(14) 0.22891(9) 0.13547(11) 0.0557(4) Uani 1 1 d . . . O2 O 0.66624(13) 0.18623(9) 0.25167(11) 0.0540(4) Uani 1 1 d . . . O3 O 0.60931(14) 0.62108(9) 0.24198(11) 0.0541(4) Uani 1 1 d . . . O4 O 0.54462(17) 0.74515(12) 0.15468(14) 0.0777(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0407(10) 0.0315(9) 0.0676(12) 0.0023(8) 0.0354(9) 0.0045(7) C2 0.0346(9) 0.0277(8) 0.0567(11) -0.0017(7) 0.0258(8) 0.0027(7) C3 0.0410(10) 0.0338(9) 0.0508(11) 0.0070(7) 0.0208(8) 0.0079(7) C4 0.0342(9) 0.0372(10) 0.0490(11) -0.0012(7) 0.0133(8) 0.0000(7) C5 0.0318(9) 0.0291(8) 0.0487(10) -0.0014(7) 0.0207(7) 0.0003(6) C6 0.0405(10) 0.0352(9) 0.0475(11) 0.0049(7) 0.0121(8) -0.0023(7) C7 0.0364(10) 0.0354(10) 0.0547(12) -0.0022(8) 0.0122(8) -0.0043(7) C8 0.0343(9) 0.0370(9) 0.0395(9) -0.0024(7) 0.0162(7) -0.0072(7) C9 0.0395(11) 0.0554(12) 0.0546(12) -0.0039(9) 0.0219(9) -0.0077(9) C10 0.0430(12) 0.0779(17) 0.0642(14) -0.0058(11) 0.0273(10) -0.0237(11) C11 0.0697(15) 0.0550(14) 0.0687(15) -0.0054(10) 0.0373(12) -0.0316(12) C12 0.0654(14) 0.0359(10) 0.0563(12) -0.0003(8) 0.0311(10) -0.0125(9) C13 0.0426(10) 0.0317(9) 0.0406(9) -0.0007(7) 0.0200(8) -0.0076(7) C14 0.0453(10) 0.0283(9) 0.0569(11) -0.0014(7) 0.0261(9) -0.0005(7) C15 0.0409(10) 0.0360(9) 0.0493(11) 0.0025(7) 0.0201(8) 0.0011(8) C16 0.0560(13) 0.0407(11) 0.0521(12) 0.0094(8) 0.0187(9) 0.0028(9) C17 0.0595(13) 0.0537(12) 0.0454(12) 0.0056(9) 0.0168(10) -0.0036(10) C18 0.0496(12) 0.0475(12) 0.0699(14) -0.0180(10) 0.0334(10) -0.0076(9) C19 0.0376(9) 0.0402(10) 0.0370(9) -0.0040(7) 0.0144(7) -0.0003(7) C20 0.0437(11) 0.0407(10) 0.0637(13) -0.0107(9) 0.0252(9) 0.0022(8) C21 0.0467(11) 0.0375(10) 0.0681(13) -0.0165(9) 0.0231(10) -0.0048(8) C22 0.0355(9) 0.0416(10) 0.0429(10) -0.0079(7) 0.0123(7) -0.0022(7) C23 0.0475(12) 0.0394(11) 0.0744(14) -0.0136(9) 0.0313(10) -0.0004(8) C24 0.0511(12) 0.0374(11) 0.0714(14) -0.0142(9) 0.0313(10) -0.0066(9) C25 0.0413(11) 0.0507(12) 0.0727(14) -0.0248(10) 0.0233(10) -0.0105(9) C26 0.0860(19) 0.0620(15) 0.0448(13) 0.0004(10) 0.0041(11) -0.0121(13) C27 0.0861(18) 0.0494(13) 0.0529(14) 0.0071(10) 0.0089(12) -0.0112(12) C28 0.0330(9) 0.0395(10) 0.0503(11) -0.0059(8) 0.0144(8) -0.0032(7) Co1 0.03138(14) 0.02805(13) 0.04927(16) 0.00258(9) 0.02004(11) 0.00178(9) N1 0.0382(8) 0.0343(8) 0.0491(9) 0.0014(6) 0.0202(7) 0.0025(6) N2 0.0397(9) 0.0410(9) 0.0536(10) -0.0056(7) 0.0233(7) -0.0049(6) N3 0.0401(9) 0.0450(9) 0.0531(10) -0.0127(7) 0.0173(7) -0.0081(7) N4 0.0429(9) 0.0378(8) 0.0464(9) -0.0039(6) 0.0173(7) -0.0059(7) O1 0.0443(8) 0.0385(8) 0.0821(10) -0.0031(7) 0.0263(7) -0.0081(6) O2 0.0432(8) 0.0374(7) 0.0842(10) 0.0129(7) 0.0310(7) 0.0012(6) O3 0.0538(9) 0.0385(7) 0.0900(11) 0.0111(7) 0.0502(8) 0.0056(6) O4 0.0709(11) 0.0593(10) 0.1127(14) 0.0313(10) 0.0498(11) 0.0283(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.243(2) . ? C1 O2 1.261(2) . ? C1 C2 1.498(2) . ? C2 C3 1.377(3) . ? C2 C7 1.382(3) . ? C3 C4 1.391(3) . ? C3 H3 0.9300 . ? C4 C5 1.379(3) . ? C4 H4 0.9300 . ? C5 C6 1.392(2) . ? C5 C8 1.490(2) . ? C6 C7 1.377(3) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.396(3) . ? C8 C13 1.402(3) . ? C9 C10 1.388(3) . ? C9 H9 0.9300 . ? C10 C11 1.376(3) . ? C10 H10 0.9300 . ? C11 C12 1.379(3) . ? C11 H11 0.9300 . ? C12 C13 1.393(2) . ? C12 H12 0.9300 . ? C13 C14 1.510(3) . ? C14 O4 1.226(2) . ? C14 O3 1.268(2) . ? C15 N1 1.318(2) . ? C15 N2 1.335(2) . ? C15 H15 0.9300 . ? C16 C17 1.343(3) . ? C16 N1 1.375(2) . ? C16 H16 0.9300 . ? C17 N2 1.367(3) . ? C17 H17 0.9300 . ? C18 N2 1.463(2) . ? C18 C19 1.508(3) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C24 1.381(3) . ? C19 C20 1.384(3) . ? C20 C21 1.374(3) . ? C20 H20 0.9300 . ? C21 C22 1.382(3) . ? C21 H21 0.9300 . ? C22 C23 1.384(3) . ? C22 C25 1.505(3) . ? C23 C24 1.380(3) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 N3 1.463(2) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C27 1.338(3) . ? C26 N3 1.367(3) . ? C26 H26 0.9300 . ? C27 N4 1.367(3) . ? C27 H27 0.9300 . ? C28 N4 1.317(2) . ? C28 N3 1.339(2) . ? C28 H28 0.9300 . ? Co1 O3 1.9375(14) 2_645 ? Co1 O2 2.0161(14) . ? Co1 N1 2.0389(17) . ? Co1 N4 2.0472(16) 4_656 ? Co1 O1 2.3812(16) . ? N4 Co1 2.0472(16) 4_455 ? O3 Co1 1.9375(14) 2_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 O2 120.84(17) . . ? O1 C1 C2 120.18(17) . . ? O2 C1 C2 118.97(17) . . ? C3 C2 C7 119.47(17) . . ? C3 C2 C1 121.16(17) . . ? C7 C2 C1 119.37(17) . . ? C2 C3 C4 120.28(17) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C5 C4 C3 120.60(17) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C4 C5 C6 118.55(16) . . ? C4 C5 C8 121.45(16) . . ? C6 C5 C8 119.99(16) . . ? C7 C6 C5 120.90(17) . . ? C7 C6 H6 119.6 . . ? C5 C6 H6 119.6 . . ? C6 C7 C2 120.19(17) . . ? C6 C7 H7 119.9 . . ? C2 C7 H7 119.9 . . ? C9 C8 C13 118.98(17) . . ? C9 C8 C5 118.95(17) . . ? C13 C8 C5 122.01(16) . . ? C10 C9 C8 121.2(2) . . ? C10 C9 H9 119.4 . . ? C8 C9 H9 119.4 . . ? C11 C10 C9 119.4(2) . . ? C11 C10 H10 120.3 . . ? C9 C10 H10 120.3 . . ? C10 C11 C12 120.25(19) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C11 C12 C13 121.2(2) . . ? C11 C12 H12 119.4 . . ? C13 C12 H12 119.4 . . ? C12 C13 C8 118.91(18) . . ? C12 C13 C14 118.13(17) . . ? C8 C13 C14 122.75(15) . . ? O4 C14 O3 125.4(2) . . ? O4 C14 C13 119.87(18) . . ? O3 C14 C13 114.55(16) . . ? N1 C15 N2 111.40(17) . . ? N1 C15 H15 124.3 . . ? N2 C15 H15 124.3 . . ? C17 C16 N1 109.37(18) . . ? C17 C16 H16 125.3 . . ? N1 C16 H16 125.3 . . ? C16 C17 N2 106.70(18) . . ? C16 C17 H17 126.7 . . ? N2 C17 H17 126.7 . . ? N2 C18 C19 114.34(16) . . ? N2 C18 H18A 108.7 . . ? C19 C18 H18A 108.7 . . ? N2 C18 H18B 108.7 . . ? C19 C18 H18B 108.7 . . ? H18A C18 H18B 107.6 . . ? C24 C19 C20 117.79(18) . . ? C24 C19 C18 124.01(17) . . ? C20 C19 C18 118.19(17) . . ? C21 C20 C19 121.26(18) . . ? C21 C20 H20 119.4 . . ? C19 C20 H20 119.4 . . ? C20 C21 C22 121.05(18) . . ? C20 C21 H21 119.5 . . ? C22 C21 H21 119.5 . . ? C21 C22 C23 117.86(18) . . ? C21 C22 C25 124.49(17) . . ? C23 C22 C25 117.64(18) . . ? C24 C23 C22 121.04(19) . . ? C24 C23 H23 119.5 . . ? C22 C23 H23 119.5 . . ? C23 C24 C19 120.99(18) . . ? C23 C24 H24 119.5 . . ? C19 C24 H24 119.5 . . ? N3 C25 C22 114.74(17) . . ? N3 C25 H25A 108.6 . . ? C22 C25 H25A 108.6 . . ? N3 C25 H25B 108.6 . . ? C22 C25 H25B 108.6 . . ? H25A C25 H25B 107.6 . . ? C27 C26 N3 106.7(2) . . ? C27 C26 H26 126.6 . . ? N3 C26 H26 126.6 . . ? C26 C27 N4 109.8(2) . . ? C26 C27 H27 125.1 . . ? N4 C27 H27 125.1 . . ? N4 C28 N3 111.51(17) . . ? N4 C28 H28 124.2 . . ? N3 C28 H28 124.2 . . ? O3 Co1 O2 117.07(6) 2_645 . ? O3 Co1 N1 102.87(7) 2_645 . ? O2 Co1 N1 126.33(7) . . ? O3 Co1 N4 108.12(7) 2_645 4_656 ? O2 Co1 N4 93.99(6) . 4_656 ? N1 Co1 N4 106.57(7) . 4_656 ? O3 Co1 O1 91.21(6) 2_645 . ? O2 Co1 O1 58.67(5) . . ? N1 Co1 O1 87.82(6) . . ? N4 Co1 O1 152.04(6) 4_656 . ? C15 N1 C16 105.49(16) . . ? C15 N1 Co1 128.66(13) . . ? C16 N1 Co1 125.67(13) . . ? C15 N2 C17 107.04(16) . . ? C15 N2 C18 125.74(17) . . ? C17 N2 C18 127.22(18) . . ? C28 N3 C26 106.59(17) . . ? C28 N3 C25 125.91(18) . . ? C26 N3 C25 127.49(18) . . ? C28 N4 C27 105.34(17) . . ? C28 N4 Co1 135.98(13) . 4_455 ? C27 N4 Co1 118.57(14) . 4_455 ? C1 O1 Co1 81.79(11) . . ? C1 O2 Co1 98.08(12) . . ? C14 O3 Co1 132.85(13) . 2_655 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C3 163.94(19) . . . . ? O2 C1 C2 C3 -17.3(3) . . . . ? O1 C1 C2 C7 -16.7(3) . . . . ? O2 C1 C2 C7 162.07(18) . . . . ? C7 C2 C3 C4 0.8(3) . . . . ? C1 C2 C3 C4 -179.80(17) . . . . ? C2 C3 C4 C5 -0.2(3) . . . . ? C3 C4 C5 C6 -0.6(3) . . . . ? C3 C4 C5 C8 -179.59(17) . . . . ? C4 C5 C6 C7 0.9(3) . . . . ? C8 C5 C6 C7 179.87(18) . . . . ? C5 C6 C7 C2 -0.3(3) . . . . ? C3 C2 C7 C6 -0.6(3) . . . . ? C1 C2 C7 C6 -179.95(18) . . . . ? C4 C5 C8 C9 63.7(2) . . . . ? C6 C5 C8 C9 -115.3(2) . . . . ? C4 C5 C8 C13 -119.1(2) . . . . ? C6 C5 C8 C13 61.9(2) . . . . ? C13 C8 C9 C10 -0.6(3) . . . . ? C5 C8 C9 C10 176.62(18) . . . . ? C8 C9 C10 C11 -1.4(3) . . . . ? C9 C10 C11 C12 1.8(3) . . . . ? C10 C11 C12 C13 -0.2(3) . . . . ? C11 C12 C13 C8 -1.8(3) . . . . ? C11 C12 C13 C14 173.09(19) . . . . ? C9 C8 C13 C12 2.2(3) . . . . ? C5 C8 C13 C12 -174.97(17) . . . . ? C9 C8 C13 C14 -172.43(17) . . . . ? C5 C8 C13 C14 10.4(3) . . . . ? C12 C13 C14 O4 28.9(3) . . . . ? C8 C13 C14 O4 -156.4(2) . . . . ? C12 C13 C14 O3 -146.44(18) . . . . ? C8 C13 C14 O3 28.2(3) . . . . ? N1 C16 C17 N2 0.1(3) . . . . ? N2 C18 C19 C24 7.6(3) . . . . ? N2 C18 C19 C20 -173.50(18) . . . . ? C24 C19 C20 C21 0.0(3) . . . . ? C18 C19 C20 C21 -179.0(2) . . . . ? C19 C20 C21 C22 -0.3(3) . . . . ? C20 C21 C22 C23 0.7(3) . . . . ? C20 C21 C22 C25 179.7(2) . . . . ? C21 C22 C23 C24 -0.7(3) . . . . ? C25 C22 C23 C24 -179.8(2) . . . . ? C22 C23 C24 C19 0.4(3) . . . . ? C20 C19 C24 C23 0.0(3) . . . . ? C18 C19 C24 C23 178.9(2) . . . . ? C21 C22 C25 N3 1.2(3) . . . . ? C23 C22 C25 N3 -179.78(19) . . . . ? N3 C26 C27 N4 -0.6(3) . . . . ? N2 C15 N1 C16 0.0(2) . . . . ? N2 C15 N1 Co1 175.41(12) . . . . ? C17 C16 N1 C15 -0.1(2) . . . . ? C17 C16 N1 Co1 -175.68(15) . . . . ? O3 Co1 N1 C15 -89.17(17) 2_645 . . . ? O2 Co1 N1 C15 132.46(16) . . . . ? N4 Co1 N1 C15 24.46(18) 4_656 . . . ? O1 Co1 N1 C15 -179.91(17) . . . . ? O3 Co1 N1 C16 85.40(17) 2_645 . . . ? O2 Co1 N1 C16 -52.98(18) . . . . ? N4 Co1 N1 C16 -160.98(16) 4_656 . . . ? O1 Co1 N1 C16 -5.35(16) . . . . ? N1 C15 N2 C17 0.1(2) . . . . ? N1 C15 N2 C18 179.46(17) . . . . ? C16 C17 N2 C15 -0.1(2) . . . . ? C16 C17 N2 C18 -179.50(19) . . . . ? C19 C18 N2 C15 91.6(2) . . . . ? C19 C18 N2 C17 -89.2(3) . . . . ? N4 C28 N3 C26 -0.1(3) . . . . ? N4 C28 N3 C25 -178.86(19) . . . . ? C27 C26 N3 C28 0.4(3) . . . . ? C27 C26 N3 C25 179.2(2) . . . . ? C22 C25 N3 C28 -108.9(2) . . . . ? C22 C25 N3 C26 72.6(3) . . . . ? N3 C28 N4 C27 -0.3(3) . . . . ? N3 C28 N4 Co1 175.55(14) . . . 4_455 ? C26 C27 N4 C28 0.6(3) . . . . ? C26 C27 N4 Co1 -176.1(2) . . . 4_455 ? O2 C1 O1 Co1 7.27(18) . . . . ? C2 C1 O1 Co1 -173.98(16) . . . . ? O3 Co1 O1 C1 116.78(12) 2_645 . . . ? O2 Co1 O1 C1 -4.56(11) . . . . ? N1 Co1 O1 C1 -140.39(12) . . . . ? N4 Co1 O1 C1 -17.90(19) 4_656 . . . ? O1 C1 O2 Co1 -8.6(2) . . . . ? C2 C1 O2 Co1 172.64(14) . . . . ? O3 Co1 O2 C1 -69.04(14) 2_645 . . . ? N1 Co1 O2 C1 64.30(14) . . . . ? N4 Co1 O2 C1 178.27(13) 4_656 . . . ? O1 Co1 O2 C1 4.49(11) . . . . ? O4 C14 O3 Co1 3.7(3) . . . 2_655 ? C13 C14 O3 Co1 178.73(13) . . . 2_655 ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.464 _refine_diff_density_min -0.392 _refine_diff_density_rms 0.052 # Attachment '4.cif' data_shelxl4 _database_code_depnum_ccdc_archive 'CCDC 757343' #TrackingRef '4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H15 Co N2 O4.25' _chemical_formula_weight 422.28 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' O O 0.0106 0.0060 '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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 18.370(4) _cell_length_b 9.5403(19) _cell_length_c 21.034(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3686.3(13) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 14547 _cell_measurement_theta_min 3.08 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Purple _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.522 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1728 _exptl_absorpt_coefficient_mu 0.963 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8307 _exptl_absorpt_correction_T_max 0.8850 _exptl_absorpt_process_details ? _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 'Bruker P4' _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 34188 _diffrn_reflns_av_R_equivalents 0.2348 _diffrn_reflns_av_sigmaI/netI 0.1271 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4222 _reflns_number_gt 1933 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0580P)^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 refu _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0025(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4222 _refine_ls_number_parameters 263 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1620 _refine_ls_R_factor_gt 0.0619 _refine_ls_wR_factor_ref 0.1422 _refine_ls_wR_factor_gt 0.1107 _refine_ls_goodness_of_fit_ref 0.939 _refine_ls_restrained_S_all 0.939 _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 -0.1044(3) -0.1947(6) 0.3019(3) 0.0462(14) Uani 1 1 d . . . C2 C 0.2281(2) 0.0069(5) 0.3292(2) 0.0305(10) Uani 1 1 d . . . C3 C 0.2134(2) 0.0734(5) 0.3925(2) 0.0323(11) Uani 1 1 d . . . C4 C 0.0593(2) 0.0335(5) 0.3330(2) 0.0420(12) Uani 1 1 d . . . H4 H 0.0832 0.1083 0.3138 0.050 Uiso 1 1 calc R . . C5 C 0.2684(3) 0.1441(5) 0.4237(2) 0.0427(12) Uani 1 1 d . . . H5 H 0.3127 0.1589 0.4033 0.051 Uiso 1 1 calc R . . C6 C -0.0009(2) -0.0246(5) 0.3031(2) 0.0433(12) Uani 1 1 d . . . H6 H -0.0169 0.0105 0.2643 0.052 Uiso 1 1 calc R . . C7 C 0.0848(2) -0.0170(5) 0.3907(2) 0.0378(12) Uani 1 1 d . . . C8 C 0.1468(2) 0.0511(5) 0.4236(2) 0.0360(11) Uani 1 1 d . . . C9 C -0.0116(3) -0.1869(5) 0.3882(2) 0.0448(13) Uani 1 1 d . . . H9 H -0.0351 -0.2627 0.4070 0.054 Uiso 1 1 calc R . . C10 C -0.0368(2) -0.1355(5) 0.3318(2) 0.0370(12) Uani 1 1 d . . . C11 C 0.3887(3) 0.2035(6) 0.1194(2) 0.0477(14) Uani 1 1 d . . . H11 H 0.4145 0.1473 0.0911 0.057 Uiso 1 1 calc R . . C12 C 0.3237(3) 0.1740(5) 0.1469(2) 0.0484(13) Uani 1 1 d . . . H12 H 0.2967 0.0929 0.1398 0.058 Uiso 1 1 calc R . . C13 C 0.3570(3) 0.3741(5) 0.1819(2) 0.0453(13) Uani 1 1 d . . . H13 H 0.3583 0.4584 0.2041 0.054 Uiso 1 1 calc R . . C14 C 0.0480(3) -0.1282(5) 0.4178(2) 0.0434(13) Uani 1 1 d . . . H14 H 0.0638 -0.1640 0.4566 0.052 Uiso 1 1 calc R . . C15 C 0.4772(3) 0.4061(6) 0.1293(2) 0.0554(15) Uani 1 1 d . . . H15A H 0.5173 0.3458 0.1416 0.066 Uiso 1 1 calc R . . H15B H 0.4792 0.4891 0.1559 0.066 Uiso 1 1 calc R . . C16 C 0.1943(3) 0.1703(6) 0.5160(3) 0.0563(15) Uani 1 1 d . . . H16 H 0.1883 0.2009 0.5577 0.068 Uiso 1 1 calc R . . C17 C 0.2582(3) 0.1929(6) 0.4846(3) 0.0516(14) Uani 1 1 d . . . H17 H 0.2955 0.2420 0.5047 0.062 Uiso 1 1 calc R . . C18 C 0.1382(3) 0.1009(6) 0.4848(2) 0.0507(14) Uani 1 1 d . . . H18 H 0.0940 0.0878 0.5055 0.061 Uiso 1 1 calc R . . C19 C 0.4305(3) 0.4950(5) 0.0241(2) 0.0440(13) Uani 1 1 d . . . H19 H 0.3832 0.4920 0.0399 0.053 Uiso 1 1 calc R . . C20 C 0.4873(3) 0.4491(5) 0.0613(2) 0.0414(13) Uani 1 1 d . . . C21 C 0.5572(3) 0.4546(5) 0.0364(3) 0.0449(13) Uani 1 1 d . . . H21 H 0.5962 0.4239 0.0609 0.054 Uiso 1 1 calc R . . Co1 Co 0.22672(3) 0.27865(6) 0.25412(3) 0.0346(2) Uani 1 1 d . . . N1 N 0.3034(2) 0.2816(4) 0.18679(18) 0.0388(10) Uani 1 1 d . . . N2 N 0.4088(2) 0.3326(4) 0.14177(19) 0.0443(11) Uani 1 1 d . . . O1 O 0.23510(17) 0.0794(3) 0.27991(14) 0.0386(8) Uani 1 1 d . . . O2 O 0.23332(18) -0.1230(3) 0.32875(15) 0.0472(9) Uani 1 1 d . . . O3 O -0.12888(17) -0.1370(4) 0.25212(18) 0.0513(9) Uani 1 1 d . . . O4 O -0.13633(19) -0.2941(4) 0.32784(17) 0.0562(10) Uani 1 1 d . . . O5 O 0.9044(8) 0.1267(18) 0.1895(7) 0.069(5) Uani 0.25 1 d P . . 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 0.035(3) 0.055(4) 0.049(4) -0.016(3) 0.003(3) -0.003(3) C2 0.023(2) 0.036(3) 0.032(3) 0.002(2) 0.000(2) -0.001(2) C3 0.031(3) 0.033(3) 0.032(3) 0.003(2) 0.000(2) 0.000(2) C4 0.034(3) 0.052(3) 0.040(3) 0.004(3) 0.005(2) -0.004(2) C5 0.038(3) 0.045(3) 0.045(3) -0.001(2) -0.005(3) -0.001(3) C6 0.039(3) 0.053(3) 0.038(3) -0.006(3) -0.003(2) -0.005(2) C7 0.032(3) 0.050(3) 0.032(3) -0.001(2) 0.006(2) 0.002(2) C8 0.041(3) 0.039(3) 0.028(3) 0.001(2) 0.001(2) 0.004(2) C9 0.045(3) 0.044(3) 0.046(3) 0.001(3) 0.005(2) -0.009(2) C10 0.033(3) 0.043(3) 0.035(3) -0.006(2) 0.004(2) 0.002(2) C11 0.055(3) 0.051(4) 0.037(3) 0.002(3) 0.009(3) 0.006(3) C12 0.063(4) 0.037(3) 0.046(3) -0.002(3) 0.001(3) -0.005(3) C13 0.057(3) 0.044(3) 0.036(3) -0.001(2) 0.004(3) -0.002(3) C14 0.048(3) 0.052(3) 0.031(3) 0.006(2) 0.001(2) -0.002(3) C15 0.048(3) 0.081(4) 0.037(3) 0.009(3) 0.004(3) -0.020(3) C16 0.072(4) 0.066(4) 0.032(3) -0.008(3) -0.002(3) 0.000(3) C17 0.055(3) 0.054(4) 0.046(3) -0.005(3) -0.012(3) -0.008(3) C18 0.048(3) 0.064(4) 0.040(3) -0.007(3) 0.005(3) 0.002(3) C19 0.038(3) 0.052(3) 0.042(3) 0.002(3) 0.009(2) -0.006(3) C20 0.044(3) 0.046(3) 0.034(3) 0.003(2) 0.005(2) -0.006(2) C21 0.038(3) 0.049(3) 0.048(3) -0.001(3) 0.001(3) -0.002(2) Co1 0.0365(3) 0.0330(3) 0.0343(4) 0.0026(3) 0.0004(3) -0.0001(3) N1 0.044(2) 0.035(2) 0.037(2) 0.005(2) 0.0027(18) -0.004(2) N2 0.047(3) 0.050(3) 0.036(3) 0.004(2) 0.008(2) -0.005(2) O1 0.052(2) 0.0321(18) 0.0321(19) 0.0019(15) 0.0031(16) -0.0006(16) O2 0.072(2) 0.0256(17) 0.044(2) 0.0037(15) 0.0155(19) 0.0073(18) O3 0.0418(18) 0.058(2) 0.054(2) -0.003(2) -0.012(2) -0.0033(17) O4 0.057(2) 0.053(2) 0.058(3) -0.006(2) -0.0023(19) -0.022(2) O5 0.055(9) 0.098(12) 0.056(11) 0.016(9) 0.017(8) -0.002(9) _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 O4 1.242(6) . ? C1 O3 1.265(6) . ? C1 C10 1.503(6) . ? C2 O2 1.243(5) . ? C2 O1 1.253(5) . ? C2 C3 1.499(6) . ? C3 C5 1.381(6) . ? C3 C8 1.403(6) . ? C4 C7 1.387(6) . ? C4 C6 1.387(6) . ? C4 H4 0.9300 . ? C5 C17 1.377(7) . ? C5 H5 0.9300 . ? C6 C10 1.384(6) . ? C6 H6 0.9300 . ? C7 C14 1.381(6) . ? C7 C8 1.483(6) . ? C8 C18 1.382(6) . ? C9 C10 1.364(6) . ? C9 C14 1.380(6) . ? C9 H9 0.9300 . ? C11 C12 1.357(6) . ? C11 N2 1.370(6) . ? C11 H11 0.9300 . ? C12 N1 1.378(6) . ? C12 H12 0.9300 . ? C13 N1 1.326(6) . ? C13 N2 1.333(6) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 N2 1.462(6) . ? C15 C20 1.501(6) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.365(7) . ? C16 C18 1.389(7) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C20 1.376(6) . ? C19 C21 1.379(6) 5_665 ? C19 H19 0.9300 . ? C20 C21 1.387(6) . ? C21 C19 1.379(6) 5_665 ? C21 H21 0.9300 . ? Co1 O2 1.971(3) 7_665 ? Co1 O3 1.973(3) 4 ? Co1 O1 1.983(3) . ? Co1 N1 1.997(4) . ? O2 Co1 1.971(3) 7_655 ? O3 Co1 1.973(3) 4_545 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 C1 O3 121.9(5) . . ? O4 C1 C10 119.5(5) . . ? O3 C1 C10 118.5(5) . . ? O2 C2 O1 122.4(4) . . ? O2 C2 C3 116.3(4) . . ? O1 C2 C3 121.3(4) . . ? C5 C3 C8 119.4(4) . . ? C5 C3 C2 119.7(4) . . ? C8 C3 C2 120.4(4) . . ? C7 C4 C6 121.7(5) . . ? C7 C4 H4 119.1 . . ? C6 C4 H4 119.1 . . ? C17 C5 C3 120.5(5) . . ? C17 C5 H5 119.7 . . ? C3 C5 H5 119.7 . . ? C10 C6 C4 119.2(5) . . ? C10 C6 H6 120.4 . . ? C4 C6 H6 120.4 . . ? C14 C7 C4 117.7(5) . . ? C14 C7 C8 121.2(4) . . ? C4 C7 C8 121.0(4) . . ? C18 C8 C3 118.7(5) . . ? C18 C8 C7 119.9(4) . . ? C3 C8 C7 121.3(4) . . ? C10 C9 C14 121.0(5) . . ? C10 C9 H9 119.5 . . ? C14 C9 H9 119.5 . . ? C9 C10 C6 119.5(5) . . ? C9 C10 C1 120.6(5) . . ? C6 C10 C1 119.9(5) . . ? C12 C11 N2 106.1(5) . . ? C12 C11 H11 126.9 . . ? N2 C11 H11 126.9 . . ? C11 C12 N1 110.1(5) . . ? C11 C12 H12 125.0 . . ? N1 C12 H12 125.0 . . ? N1 C13 N2 112.5(5) . . ? N1 C13 H13 123.8 . . ? N2 C13 H13 123.8 . . ? C7 C14 C9 120.9(5) . . ? C7 C14 H14 119.6 . . ? C9 C14 H14 119.6 . . ? N2 C15 C20 114.1(4) . . ? N2 C15 H15A 108.7 . . ? C20 C15 H15A 108.7 . . ? N2 C15 H15B 108.7 . . ? C20 C15 H15B 108.7 . . ? H15A C15 H15B 107.6 . . ? C17 C16 C18 119.0(5) . . ? C17 C16 H16 120.5 . . ? C18 C16 H16 120.5 . . ? C16 C17 C5 120.9(5) . . ? C16 C17 H17 119.5 . . ? C5 C17 H17 119.5 . . ? C8 C18 C16 121.4(5) . . ? C8 C18 H18 119.3 . . ? C16 C18 H18 119.3 . . ? C20 C19 C21 120.7(4) . 5_665 ? C20 C19 H19 119.7 . . ? C21 C19 H19 119.7 5_665 . ? C19 C20 C21 118.4(4) . . ? C19 C20 C15 122.3(4) . . ? C21 C20 C15 119.0(5) . . ? C19 C21 C20 120.9(5) 5_665 . ? C19 C21 H21 119.6 5_665 . ? C20 C21 H21 119.6 . . ? O2 Co1 O3 101.42(15) 7_665 4 ? O2 Co1 O1 102.10(13) 7_665 . ? O3 Co1 O1 118.66(14) 4 . ? O2 Co1 N1 107.19(15) 7_665 . ? O3 Co1 N1 126.09(16) 4 . ? O1 Co1 N1 98.80(14) . . ? C13 N1 C12 104.4(4) . . ? C13 N1 Co1 126.0(3) . . ? C12 N1 Co1 127.7(3) . . ? C13 N2 C11 107.0(4) . . ? C13 N2 C15 125.8(5) . . ? C11 N2 C15 126.9(4) . . ? C2 O1 Co1 138.4(3) . . ? C2 O2 Co1 120.6(3) . 7_655 ? C1 O3 Co1 101.6(3) . 4_545 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C2 C3 C5 106.0(5) . . . . ? O1 C2 C3 C5 -73.6(6) . . . . ? O2 C2 C3 C8 -66.8(6) . . . . ? O1 C2 C3 C8 113.6(5) . . . . ? C8 C3 C5 C17 -0.2(7) . . . . ? C2 C3 C5 C17 -173.1(4) . . . . ? C7 C4 C6 C10 0.3(7) . . . . ? C6 C4 C7 C14 0.1(7) . . . . ? C6 C4 C7 C8 -176.8(4) . . . . ? C5 C3 C8 C18 0.1(7) . . . . ? C2 C3 C8 C18 172.8(4) . . . . ? C5 C3 C8 C7 176.4(4) . . . . ? C2 C3 C8 C7 -10.8(7) . . . . ? C14 C7 C8 C18 -54.1(7) . . . . ? C4 C7 C8 C18 122.7(5) . . . . ? C14 C7 C8 C3 129.6(5) . . . . ? C4 C7 C8 C3 -53.7(7) . . . . ? C14 C9 C10 C6 1.5(7) . . . . ? C14 C9 C10 C1 -176.4(4) . . . . ? C4 C6 C10 C9 -1.1(7) . . . . ? C4 C6 C10 C1 176.8(4) . . . . ? O4 C1 C10 C9 -2.1(7) . . . . ? O3 C1 C10 C9 174.7(5) . . . . ? O4 C1 C10 C6 -180.0(5) . . . . ? O3 C1 C10 C6 -3.1(7) . . . . ? N2 C11 C12 N1 -0.9(6) . . . . ? C4 C7 C14 C9 0.3(7) . . . . ? C8 C7 C14 C9 177.1(4) . . . . ? C10 C9 C14 C7 -1.1(7) . . . . ? C18 C16 C17 C5 -2.1(8) . . . . ? C3 C5 C17 C16 1.3(8) . . . . ? C3 C8 C18 C16 -0.9(8) . . . . ? C7 C8 C18 C16 -177.3(5) . . . . ? C17 C16 C18 C8 1.9(8) . . . . ? C21 C19 C20 C21 -0.1(8) 5_665 . . . ? C21 C19 C20 C15 174.2(5) 5_665 . . . ? N2 C15 C20 C19 37.0(7) . . . . ? N2 C15 C20 C21 -148.8(5) . . . . ? C19 C20 C21 C19 0.1(8) . . . 5_665 ? C15 C20 C21 C19 -174.4(5) . . . 5_665 ? N2 C13 N1 C12 0.4(6) . . . . ? N2 C13 N1 Co1 165.6(3) . . . . ? C11 C12 N1 C13 0.3(6) . . . . ? C11 C12 N1 Co1 -164.5(3) . . . . ? O2 Co1 N1 C13 -24.1(4) 7_665 . . . ? O3 Co1 N1 C13 94.7(4) 4 . . . ? O1 Co1 N1 C13 -129.7(4) . . . . ? O2 Co1 N1 C12 137.7(4) 7_665 . . . ? O3 Co1 N1 C12 -103.5(4) 4 . . . ? O1 Co1 N1 C12 32.0(4) . . . . ? N1 C13 N2 C11 -1.0(6) . . . . ? N1 C13 N2 C15 -175.6(4) . . . . ? C12 C11 N2 C13 1.2(6) . . . . ? C12 C11 N2 C15 175.6(5) . . . . ? C20 C15 N2 C13 -120.3(5) . . . . ? C20 C15 N2 C11 66.3(7) . . . . ? O2 C2 O1 Co1 175.5(3) . . . . ? C3 C2 O1 Co1 -4.9(7) . . . . ? O2 Co1 O1 C2 37.5(4) 7_665 . . . ? O3 Co1 O1 C2 -72.8(5) 4 . . . ? N1 Co1 O1 C2 147.4(4) . . . . ? O1 C2 O2 Co1 13.0(6) . . . 7_655 ? C3 C2 O2 Co1 -166.6(3) . . . 7_655 ? O4 C1 O3 Co1 10.1(6) . . . 4_545 ? C10 C1 O3 Co1 -166.7(4) . . . 4_545 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.345 _refine_diff_density_min -0.413 _refine_diff_density_rms 0.076 # Attachment '5.cif' data_shelxl5 _database_code_depnum_ccdc_archive 'CCDC 757344' #TrackingRef '5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H26 Co N4 O4' _chemical_formula_weight 517.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.345(3) _cell_length_b 11.545(2) _cell_length_c 18.410(7) _cell_angle_alpha 90.00 _cell_angle_beta 112.69(3) _cell_angle_gamma 90.00 _cell_volume 2420.8(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 13368 _cell_measurement_theta_min 3.06 _cell_measurement_theta_max 27.51 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.420 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1076 _exptl_absorpt_coefficient_mu 0.749 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8646 _exptl_absorpt_correction_T_max 0.8646 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'rigaku r-axis rapid IP 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 23372 _diffrn_reflns_av_R_equivalents 0.0712 _diffrn_reflns_av_sigmaI/netI 0.0586 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5522 _reflns_number_gt 3615 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAXIS-RAPID Auto(Rigaku, 2004)' _computing_cell_refinement 'RAXIS-RAPID Auto(Rigaku, 2004)' _computing_data_reduction 'CrystalStructure(Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 2001)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0409P)^2^+0.5806P] 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 5522 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0839 _refine_ls_R_factor_gt 0.0458 _refine_ls_wR_factor_ref 0.1039 _refine_ls_wR_factor_gt 0.0915 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3011(3) 0.3876(3) 1.08277(17) 0.0540(7) Uani 1 1 d . . . C2 C 0.2521(2) 0.4816(2) 1.02191(15) 0.0438(6) Uani 1 1 d . . . C3 C 0.1576(2) 0.5480(2) 1.01976(16) 0.0481(7) Uani 1 1 d . . . H3 H 0.1217 0.5320 1.0547 0.058 Uiso 1 1 calc R . . C4 C 0.1158(2) 0.6375(2) 0.96663(16) 0.0457(6) Uani 1 1 d . . . H4 H 0.0528 0.6812 0.9671 0.055 Uiso 1 1 calc R . . C5 C 0.16520(19) 0.6641(2) 0.91234(14) 0.0363(6) Uani 1 1 d . . . C6 C 0.2573(2) 0.5939(2) 0.91267(15) 0.0403(6) Uani 1 1 d . . . H6 H 0.2902 0.6067 0.8757 0.048 Uiso 1 1 calc R . . C7 C 0.3006(2) 0.5057(2) 0.96700(16) 0.0443(6) Uani 1 1 d . . . H7 H 0.3634 0.4616 0.9667 0.053 Uiso 1 1 calc R . . C8 C 0.11959(19) 0.7616(2) 0.85592(14) 0.0372(6) Uani 1 1 d . . . C9 C -0.0001(2) 0.7899(2) 0.82778(15) 0.0468(7) Uani 1 1 d . . . H9 H -0.0493 0.7480 0.8456 0.056 Uiso 1 1 calc R . . C10 C -0.0466(2) 0.8782(3) 0.77449(17) 0.0552(8) Uani 1 1 d . . . H10 H -0.1259 0.8963 0.7579 0.066 Uiso 1 1 calc R . . C11 C 0.0229(3) 0.9395(3) 0.74581(17) 0.0579(8) Uani 1 1 d . . . H11 H -0.0089 0.9987 0.7095 0.069 Uiso 1 1 calc R . . C12 C 0.1410(2) 0.9127(2) 0.77126(15) 0.0497(7) Uani 1 1 d . . . H12 H 0.1881 0.9530 0.7508 0.060 Uiso 1 1 calc R . . C13 C 0.1906(2) 0.8264(2) 0.82693(14) 0.0370(5) Uani 1 1 d . . . C14 C 0.3224(2) 0.8133(2) 0.85530(15) 0.0375(6) Uani 1 1 d . . . C15 C 0.6050(2) 0.6975(2) 0.70363(15) 0.0468(7) Uani 1 1 d . . . H15 H 0.6567 0.6419 0.7347 0.056 Uiso 1 1 calc R . . C16 C 0.4759(2) 0.8309(2) 0.66357(16) 0.0497(7) Uani 1 1 d . . . H16 H 0.4201 0.8858 0.6624 0.060 Uiso 1 1 calc R . . C17 C 0.5089(2) 0.8072(2) 0.60353(16) 0.0489(7) Uani 1 1 d . . . H17 H 0.4814 0.8422 0.5542 0.059 Uiso 1 1 calc R . . C18 C 0.6534(2) 0.6670(3) 0.58518(15) 0.0493(7) Uani 1 1 d . . . H18A H 0.6152 0.6870 0.5299 0.059 Uiso 1 1 calc R . . H18B H 0.6502 0.5835 0.5898 0.059 Uiso 1 1 calc R . . C19 C 0.7795(2) 0.7052(2) 0.61530(16) 0.0473(7) Uani 1 1 d . . . H19A H 0.8156 0.6895 0.6713 0.057 Uiso 1 1 calc R . . H19B H 0.7820 0.7883 0.6082 0.057 Uiso 1 1 calc R . . C20 C 0.8514(2) 0.6462(3) 0.57474(16) 0.0487(7) Uani 1 1 d . . . H20A H 0.8192 0.6655 0.5191 0.058 Uiso 1 1 calc R . . H20B H 0.8472 0.5629 0.5797 0.058 Uiso 1 1 calc R . . C21 C 0.6790(2) 0.9779(2) 0.83917(16) 0.0497(7) Uani 1 1 d . . . H21 H 0.6967 0.9465 0.7986 0.060 Uiso 1 1 calc R . . C22 C 0.6054(2) 1.0036(2) 0.92521(14) 0.0399(6) Uani 1 1 d . . . H22 H 0.5610 0.9935 0.9556 0.048 Uiso 1 1 calc R . . C23 C 0.6797(2) 1.0926(2) 0.93236(15) 0.0440(6) Uani 1 1 d . . . H23 H 0.6967 1.1532 0.9683 0.053 Uiso 1 1 calc R . . C24 C 0.8115(2) 1.1482(3) 0.86195(17) 0.0518(7) Uani 1 1 d . . . H24A H 0.7995 1.2283 0.8730 0.062 Uiso 1 1 calc R . . H24B H 0.7992 1.1429 0.8067 0.062 Uiso 1 1 calc R . . C25 C 0.9368(2) 1.1141(2) 0.91142(15) 0.0441(6) Uani 1 1 d . . . H25A H 0.9522 1.1264 0.9667 0.053 Uiso 1 1 calc R . . H25B H 0.9479 1.0325 0.9039 0.053 Uiso 1 1 calc R . . C26 C 1.0213(2) 1.1850(3) 0.88860(17) 0.0497(7) Uani 1 1 d . . . H26A H 1.0168 1.2649 0.9034 0.060 Uiso 1 1 calc R . . H26B H 0.9962 1.1826 0.8318 0.060 Uiso 1 1 calc R . . Co1 Co 0.52923(3) 0.77516(3) 0.83469(2) 0.03938(12) Uani 1 1 d . . . N1 N 0.53705(18) 0.76180(19) 0.72689(12) 0.0448(5) Uani 1 1 d . . . N2 N 0.59062(17) 0.7219(2) 0.62944(12) 0.0423(5) Uani 1 1 d . . . N3 N 0.60502(17) 0.93070(19) 0.86676(12) 0.0419(5) Uani 1 1 d . . . N4 N 0.72494(17) 1.07575(19) 0.87650(13) 0.0430(5) Uani 1 1 d . . . O1 O 0.2460(2) 0.3551(2) 1.12183(14) 0.0866(8) Uani 1 1 d . . . O2 O 0.40081(18) 0.34675(17) 1.08919(12) 0.0627(6) Uani 1 1 d . . . O3 O 0.35878(14) 0.78131(17) 0.80168(10) 0.0494(5) Uani 1 1 d . . . O4 O 0.38626(14) 0.83609(17) 0.92317(10) 0.0513(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0544(17) 0.0470(17) 0.0505(17) 0.0014(14) 0.0092(15) -0.0042(14) C2 0.0428(14) 0.0390(15) 0.0447(15) -0.0022(12) 0.0116(12) -0.0057(12) C3 0.0472(15) 0.0511(17) 0.0508(16) 0.0013(14) 0.0242(13) -0.0049(13) C4 0.0392(13) 0.0476(17) 0.0549(17) -0.0016(13) 0.0232(13) 0.0040(12) C5 0.0299(12) 0.0351(14) 0.0419(14) -0.0064(11) 0.0116(11) -0.0038(10) C6 0.0388(13) 0.0361(14) 0.0476(15) -0.0038(12) 0.0183(12) -0.0033(11) C7 0.0406(14) 0.0352(15) 0.0555(17) -0.0018(12) 0.0167(13) 0.0027(11) C8 0.0323(12) 0.0393(14) 0.0378(13) -0.0073(11) 0.0110(10) 0.0013(11) C9 0.0324(12) 0.0546(18) 0.0521(16) -0.0076(14) 0.0149(12) 0.0018(12) C10 0.0418(15) 0.0600(19) 0.0555(18) -0.0086(15) 0.0097(14) 0.0174(14) C11 0.0591(18) 0.0498(18) 0.0533(18) 0.0038(14) 0.0091(15) 0.0180(15) C12 0.0514(16) 0.0461(17) 0.0486(16) 0.0038(13) 0.0159(13) 0.0013(13) C13 0.0370(12) 0.0350(13) 0.0370(13) -0.0057(11) 0.0120(11) 0.0006(11) C14 0.0386(13) 0.0346(13) 0.0409(14) 0.0024(11) 0.0171(12) -0.0036(11) C15 0.0502(15) 0.0540(18) 0.0378(14) 0.0029(12) 0.0190(12) 0.0084(13) C16 0.0494(15) 0.0498(16) 0.0497(16) 0.0040(14) 0.0190(13) 0.0097(13) C17 0.0441(15) 0.0536(18) 0.0462(16) 0.0076(13) 0.0143(13) 0.0030(13) C18 0.0446(14) 0.0678(19) 0.0394(15) -0.0077(13) 0.0206(12) -0.0011(14) C19 0.0397(13) 0.0499(18) 0.0529(16) -0.0015(13) 0.0187(12) 0.0026(12) C20 0.0379(13) 0.0572(18) 0.0530(17) -0.0023(14) 0.0199(13) 0.0042(13) C21 0.0498(15) 0.0548(18) 0.0550(17) -0.0107(14) 0.0319(14) -0.0086(14) C22 0.0426(14) 0.0449(16) 0.0357(13) 0.0056(11) 0.0190(11) 0.0041(12) C23 0.0467(15) 0.0437(16) 0.0421(14) -0.0028(12) 0.0177(12) 0.0001(12) C24 0.0418(14) 0.0519(18) 0.0618(18) 0.0114(14) 0.0199(13) -0.0088(13) C25 0.0394(13) 0.0455(16) 0.0482(15) 0.0034(12) 0.0178(12) -0.0024(12) C26 0.0416(14) 0.0512(17) 0.0598(18) 0.0061(14) 0.0232(13) -0.0017(12) Co1 0.03835(19) 0.0417(2) 0.0409(2) 0.00080(16) 0.01836(15) -0.00056(16) N1 0.0481(12) 0.0452(13) 0.0452(13) -0.0003(10) 0.0224(10) 0.0055(10) N2 0.0374(11) 0.0547(13) 0.0371(11) -0.0027(11) 0.0169(9) -0.0001(10) N3 0.0396(11) 0.0471(13) 0.0448(12) -0.0020(10) 0.0229(10) -0.0045(10) N4 0.0372(11) 0.0465(14) 0.0479(13) 0.0023(10) 0.0194(10) -0.0048(10) O1 0.0778(16) 0.105(2) 0.0781(17) 0.0429(15) 0.0316(14) 0.0080(14) O2 0.0672(13) 0.0532(13) 0.0621(13) 0.0123(10) 0.0188(11) 0.0130(11) O3 0.0407(9) 0.0663(13) 0.0435(10) -0.0073(9) 0.0188(8) -0.0026(9) O4 0.0379(9) 0.0716(14) 0.0403(10) -0.0076(9) 0.0107(8) -0.0086(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.224(4) . ? C1 O2 1.281(3) . ? C1 C2 1.509(4) . ? C2 C3 1.384(4) . ? C2 C7 1.387(4) . ? C3 C4 1.379(4) . ? C3 H3 0.9300 . ? C4 C5 1.392(3) . ? C4 H4 0.9300 . ? C5 C6 1.394(3) . ? C5 C8 1.488(3) . ? C6 C7 1.382(3) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.402(3) . ? C8 C13 1.404(3) . ? C9 C10 1.377(4) . ? C9 H9 0.9300 . ? C10 C11 1.365(4) . ? C10 H10 0.9300 . ? C11 C12 1.384(4) . ? C11 H11 0.9300 . ? C12 C13 1.391(3) . ? C12 H12 0.9300 . ? C13 C14 1.512(3) . ? C14 O4 1.222(3) . ? C14 O3 1.287(3) . ? C15 N1 1.310(3) . ? C15 N2 1.338(3) . ? C15 H15 0.9300 . ? C16 C17 1.346(4) . ? C16 N1 1.373(3) . ? C16 H16 0.9300 . ? C17 N2 1.358(3) . ? C17 H17 0.9300 . ? C18 N2 1.468(3) . ? C18 C19 1.504(3) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.523(4) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C26 1.518(3) 2_746 ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 N3 1.322(3) . ? C21 N4 1.330(3) . ? C21 H21 0.9300 . ? C22 C23 1.349(3) . ? C22 N3 1.365(3) . ? C22 H22 0.9300 . ? C23 N4 1.360(3) . ? C23 H23 0.9300 . ? C24 N4 1.462(3) . ? C24 C25 1.513(3) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.508(3) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C20 1.518(3) 2_756 ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? Co1 O2 1.938(2) 3_667 ? Co1 O3 1.9534(18) . ? Co1 N3 2.006(2) . ? Co1 N1 2.030(2) . ? O2 Co1 1.938(2) 3_667 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 O2 124.4(3) . . ? O1 C1 C2 120.2(3) . . ? O2 C1 C2 115.4(3) . . ? C3 C2 C7 117.7(2) . . ? C3 C2 C1 120.8(3) . . ? C7 C2 C1 121.6(3) . . ? C4 C3 C2 121.1(3) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C3 C4 C5 121.8(2) . . ? C3 C4 H4 119.1 . . ? C5 C4 H4 119.1 . . ? C4 C5 C6 116.8(2) . . ? C4 C5 C8 121.1(2) . . ? C6 C5 C8 122.1(2) . . ? C7 C6 C5 121.2(2) . . ? C7 C6 H6 119.4 . . ? C5 C6 H6 119.4 . . ? C6 C7 C2 121.3(2) . . ? C6 C7 H7 119.3 . . ? C2 C7 H7 119.3 . . ? C9 C8 C13 117.3(2) . . ? C9 C8 C5 119.7(2) . . ? C13 C8 C5 123.0(2) . . ? C10 C9 C8 121.7(3) . . ? C10 C9 H9 119.1 . . ? C8 C9 H9 119.1 . . ? C11 C10 C9 120.5(2) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C12 119.4(3) . . ? C10 C11 H11 120.3 . . ? C12 C11 H11 120.3 . . ? C11 C12 C13 121.1(3) . . ? C11 C12 H12 119.5 . . ? C13 C12 H12 119.5 . . ? C12 C13 C8 120.0(2) . . ? C12 C13 C14 115.8(2) . . ? C8 C13 C14 124.2(2) . . ? O4 C14 O3 124.6(2) . . ? O4 C14 C13 121.1(2) . . ? O3 C14 C13 114.3(2) . . ? N1 C15 N2 111.4(2) . . ? N1 C15 H15 124.3 . . ? N2 C15 H15 124.3 . . ? C17 C16 N1 109.7(2) . . ? C17 C16 H16 125.1 . . ? N1 C16 H16 125.1 . . ? C16 C17 N2 106.2(2) . . ? C16 C17 H17 126.9 . . ? N2 C17 H17 126.9 . . ? N2 C18 C19 111.2(2) . . ? N2 C18 H18A 109.4 . . ? C19 C18 H18A 109.4 . . ? N2 C18 H18B 109.4 . . ? C19 C18 H18B 109.4 . . ? H18A C18 H18B 108.0 . . ? C18 C19 C20 113.8(2) . . ? C18 C19 H19A 108.8 . . ? C20 C19 H19A 108.8 . . ? C18 C19 H19B 108.8 . . ? C20 C19 H19B 108.8 . . ? H19A C19 H19B 107.7 . . ? C19 C20 C26 110.4(2) . 2_746 ? C19 C20 H20A 109.6 . . ? C26 C20 H20A 109.6 2_746 . ? C19 C20 H20B 109.6 . . ? C26 C20 H20B 109.6 2_746 . ? H20A C20 H20B 108.1 . . ? N3 C21 N4 111.8(2) . . ? N3 C21 H21 124.1 . . ? N4 C21 H21 124.1 . . ? C23 C22 N3 110.0(2) . . ? C23 C22 H22 125.0 . . ? N3 C22 H22 125.0 . . ? C22 C23 N4 106.2(2) . . ? C22 C23 H23 126.9 . . ? N4 C23 H23 126.9 . . ? N4 C24 C25 113.0(2) . . ? N4 C24 H24A 109.0 . . ? C25 C24 H24A 109.0 . . ? N4 C24 H24B 109.0 . . ? C25 C24 H24B 109.0 . . ? H24A C24 H24B 107.8 . . ? C26 C25 C24 110.3(2) . . ? C26 C25 H25A 109.6 . . ? C24 C25 H25A 109.6 . . ? C26 C25 H25B 109.6 . . ? C24 C25 H25B 109.6 . . ? H25A C25 H25B 108.1 . . ? C25 C26 C20 115.1(2) . 2_756 ? C25 C26 H26A 108.5 . . ? C20 C26 H26A 108.5 2_756 . ? C25 C26 H26B 108.5 . . ? C20 C26 H26B 108.5 2_756 . ? H26A C26 H26B 107.5 . . ? O2 Co1 O3 112.18(9) 3_667 . ? O2 Co1 N3 114.22(9) 3_667 . ? O3 Co1 N3 112.54(8) . . ? O2 Co1 N1 118.41(9) 3_667 . ? O3 Co1 N1 98.65(9) . . ? N3 Co1 N1 99.39(9) . . ? C15 N1 C16 105.3(2) . . ? C15 N1 Co1 129.85(18) . . ? C16 N1 Co1 124.60(18) . . ? C15 N2 C17 107.4(2) . . ? C15 N2 C18 125.8(2) . . ? C17 N2 C18 126.7(2) . . ? C21 N3 C22 104.8(2) . . ? C21 N3 Co1 124.70(19) . . ? C22 N3 Co1 130.08(17) . . ? C21 N4 C23 107.1(2) . . ? C21 N4 C24 126.0(2) . . ? C23 N4 C24 126.8(2) . . ? C1 O2 Co1 118.6(2) . 3_667 ? C14 O3 Co1 115.14(16) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C3 12.9(4) . . . . ? O2 C1 C2 C3 -167.3(3) . . . . ? O1 C1 C2 C7 -167.9(3) . . . . ? O2 C1 C2 C7 11.8(4) . . . . ? C7 C2 C3 C4 -2.2(4) . . . . ? C1 C2 C3 C4 177.0(2) . . . . ? C2 C3 C4 C5 0.9(4) . . . . ? C3 C4 C5 C6 1.7(4) . . . . ? C3 C4 C5 C8 -179.5(2) . . . . ? C4 C5 C6 C7 -3.0(3) . . . . ? C8 C5 C6 C7 178.2(2) . . . . ? C5 C6 C7 C2 1.7(4) . . . . ? C3 C2 C7 C6 0.9(4) . . . . ? C1 C2 C7 C6 -178.3(2) . . . . ? C4 C5 C8 C9 -32.1(3) . . . . ? C6 C5 C8 C9 146.7(2) . . . . ? C4 C5 C8 C13 149.7(2) . . . . ? C6 C5 C8 C13 -31.5(4) . . . . ? C13 C8 C9 C10 -0.6(4) . . . . ? C5 C8 C9 C10 -178.9(2) . . . . ? C8 C9 C10 C11 1.6(4) . . . . ? C9 C10 C11 C12 -0.5(4) . . . . ? C10 C11 C12 C13 -1.6(4) . . . . ? C11 C12 C13 C8 2.6(4) . . . . ? C11 C12 C13 C14 -174.5(2) . . . . ? C9 C8 C13 C12 -1.4(4) . . . . ? C5 C8 C13 C12 176.8(2) . . . . ? C9 C8 C13 C14 175.3(2) . . . . ? C5 C8 C13 C14 -6.5(4) . . . . ? C12 C13 C14 O4 113.0(3) . . . . ? C8 C13 C14 O4 -63.8(3) . . . . ? C12 C13 C14 O3 -64.4(3) . . . . ? C8 C13 C14 O3 118.7(3) . . . . ? N1 C16 C17 N2 0.5(3) . . . . ? N2 C18 C19 C20 176.8(2) . . . . ? C18 C19 C20 C26 -177.1(2) . . . 2_746 ? N3 C22 C23 N4 1.0(3) . . . . ? N4 C24 C25 C26 175.0(2) . . . . ? C24 C25 C26 C20 -171.1(2) . . . 2_756 ? N2 C15 N1 C16 0.1(3) . . . . ? N2 C15 N1 Co1 -174.04(18) . . . . ? C17 C16 N1 C15 -0.4(3) . . . . ? C17 C16 N1 Co1 174.13(18) . . . . ? O2 Co1 N1 C15 -17.8(3) 3_667 . . . ? O3 Co1 N1 C15 -138.8(2) . . . . ? N3 Co1 N1 C15 106.4(2) . . . . ? O2 Co1 N1 C16 169.1(2) 3_667 . . . ? O3 Co1 N1 C16 48.0(2) . . . . ? N3 Co1 N1 C16 -66.7(2) . . . . ? N1 C15 N2 C17 0.2(3) . . . . ? N1 C15 N2 C18 179.5(2) . . . . ? C16 C17 N2 C15 -0.5(3) . . . . ? C16 C17 N2 C18 -179.7(2) . . . . ? C19 C18 N2 C15 -71.7(3) . . . . ? C19 C18 N2 C17 107.4(3) . . . . ? N4 C21 N3 C22 -0.3(3) . . . . ? N4 C21 N3 Co1 -173.48(17) . . . . ? C23 C22 N3 C21 -0.5(3) . . . . ? C23 C22 N3 Co1 172.24(17) . . . . ? O2 Co1 N3 C21 102.5(2) 3_667 . . . ? O3 Co1 N3 C21 -128.1(2) . . . . ? N1 Co1 N3 C21 -24.6(2) . . . . ? O2 Co1 N3 C22 -68.9(2) 3_667 . . . ? O3 Co1 N3 C22 60.5(2) . . . . ? N1 Co1 N3 C22 164.0(2) . . . . ? N3 C21 N4 C23 0.9(3) . . . . ? N3 C21 N4 C24 178.5(2) . . . . ? C22 C23 N4 C21 -1.1(3) . . . . ? C22 C23 N4 C24 -178.7(2) . . . . ? C25 C24 N4 C21 -89.5(3) . . . . ? C25 C24 N4 C23 87.7(3) . . . . ? O1 C1 O2 Co1 0.1(4) . . . 3_667 ? C2 C1 O2 Co1 -179.59(17) . . . 3_667 ? O4 C14 O3 Co1 -1.9(3) . . . . ? C13 C14 O3 Co1 175.53(16) . . . . ? O2 Co1 O3 C14 67.8(2) 3_667 . . . ? N3 Co1 O3 C14 -62.64(19) . . . . ? N1 Co1 O3 C14 -166.62(18) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.217 _refine_diff_density_min -0.427 _refine_diff_density_rms 0.053