# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 440/109 data_copoly _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C30 H31 Co F6 N4 O5.50' _chemical_formula_weight 708.52 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Co' 'Co' 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 27.173(3) _cell_length_b 15.280(2) _cell_length_c 17.026(2) _cell_angle_alpha 90.00 _cell_angle_beta 107.06 _cell_angle_gamma 90.00 _cell_volume 6758.1(12) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.393 _exptl_crystal_density_method ? _exptl_crystal_F_000 2912 _exptl_absorpt_coefficient_mu 0.585 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.70930 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19534 _diffrn_reflns_av_R_equivalents 0.0901 _diffrn_reflns_av_sigmaI/netI 0.1360 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 28.87 _reflns_number_total 8570 _reflns_number_observed 3311 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 3 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8567 _refine_ls_number_parameters 410 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2041 _refine_ls_R_factor_obs 0.0784 _refine_ls_wR_factor_all 0.2435 _refine_ls_wR_factor_obs 0.1838 _refine_ls_goodness_of_fit_all 1.037 _refine_ls_goodness_of_fit_obs 1.294 _refine_ls_restrained_S_all 1.039 _refine_ls_restrained_S_obs 1.294 _refine_ls_shift/esd_max -1.993 _refine_ls_shift/esd_mean 0.063 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Co Co 0.61491(3) 0.24936(5) 0.10012(4) 0.0379(2) Uani 1 d . . C1 C 0.6526(2) 0.1564(4) 0.2681(3) 0.055(2) Uani 1 d . . H1 H 0.6751(2) 0.2038(4) 0.2794(3) 0.066 Uiso 1 calc R . C3 C 0.6206(2) 0.0289(3) 0.3168(3) 0.0395(13) Uani 1 d . . C19 C 0.5724(2) 0.4678(4) -0.0790(4) 0.052(2) Uani 1 d . . H19 H 0.5459(2) 0.5087(4) -0.0928(4) 0.063 Uiso 1 calc R . C18 C 0.6094(2) 0.4668(3) -0.1213(3) 0.047(2) Uani 1 d . . C17 C 0.6477(2) 0.4040(4) -0.0965(4) 0.059(2) Uani 1 d . . H17 H 0.6735(2) 0.3997(4) -0.1222(4) 0.070 Uiso 1 calc R . C13 C 0.6078(2) 0.4707(3) 0.3115(3) 0.046(2) Uani 1 d . . C8 C 0.6198(2) 0.0333(3) -0.1164(3) 0.0414(14) Uani 1 d . . C10 C 0.6551(3) 0.0937(4) 0.0185(4) 0.057(2) Uani 1 d . . H10 H 0.6809(3) 0.0922(4) 0.0685(4) 0.069 Uiso 1 calc R . C9 C 0.6579(3) 0.0356(4) -0.0427(4) 0.061(2) Uani 1 d . . H9 H 0.6859(3) -0.0021(4) -0.0338(4) 0.073 Uiso 1 calc R . C20 C 0.5750(2) 0.4083(3) -0.0167(4) 0.052(2) Uani 1 d . . H20 H 0.5498(2) 0.4105(3) 0.0103(4) 0.062 Uiso 1 calc R . C6 C 0.5800(3) 0.1489(4) -0.0629(4) 0.059(2) Uani 1 d . . H6 H 0.5527(3) 0.1877(4) -0.0705(4) 0.071 Uiso 1 calc R . C15 C 0.5795(2) 0.3373(3) 0.2385(4) 0.052(2) Uani 1 d . . H15 H 0.5586(2) 0.2879(3) 0.2316(4) 0.063 Uiso 1 calc R . C16 C 0.6471(3) 0.3479(4) -0.0331(4) 0.056(2) Uani 1 d . . H16 H 0.6734(3) 0.3068(4) -0.0170(4) 0.067 Uiso 1 calc R . C4 C 0.5890(3) 0.0201(4) 0.2376(4) 0.062(2) Uani 1 d . . H4 H 0.5668(3) -0.0275(4) 0.2240(4) 0.075 Uiso 1 calc R . C14 C 0.5781(2) 0.3970(4) 0.2989(4) 0.056(2) Uani 1 d . . H14 H 0.5566(2) 0.3867(4) 0.3316(4) 0.067 Uiso 1 calc R . C2 C 0.6540(2) 0.0991(4) 0.3301(4) 0.055(2) Uani 1 d . . H2 H 0.6776(2) 0.1073(4) 0.3816(4) 0.066 Uiso 1 calc R . C5 C 0.5898(3) 0.0805(4) 0.1783(3) 0.059(2) Uani 1 d . . H5 H 0.5672(3) 0.0728(4) 0.1259(3) 0.070 Uiso 1 calc R . C21 C 0.4950(3) 0.2621(4) 0.0632(4) 0.060(2) Uani 1 d . . O2 O 0.4832(2) 0.3395(3) 0.0644(4) 0.095(2) Uani 1 d . . C11 C 0.6378(3) 0.4208(3) 0.2007(4) 0.054(2) Uani 1 d . . H11 H 0.6585(3) 0.4303(3) 0.1667(4) 0.065 Uiso 1 calc R . C12 C 0.6380(3) 0.4827(4) 0.2597(4) 0.059(2) Uani 1 d . . H12 H 0.6585(3) 0.5324(4) 0.2646(4) 0.070 Uiso 1 calc R . C23 C 0.7373(3) 0.2399(5) 0.1599(4) 0.068(2) Uani 1 d . . O4 O 0.7521(2) 0.1613(4) 0.1758(4) 0.113(2) Uani 1 d . . C7 C 0.5797(2) 0.0929(4) -0.1255(4) 0.062(2) Uani 1 d . . H7 H 0.5528(2) 0.0944(4) -0.1741(4) 0.074 Uiso 1 calc R . O3 O 0.6936(2) 0.2688(3) 0.1389(2) 0.0558(11) Uani 1 d . . O1 O 0.5361(2) 0.2284(2) 0.0634(2) 0.0513(10) Uani 1 d . . N3 N 0.6094(2) 0.3478(3) 0.1897(3) 0.0441(12) Uani 1 d . . N2 N 0.6173(2) 0.1513(3) 0.0086(3) 0.0436(12) Uani 1 d . . N1 N 0.6206(2) 0.1484(3) 0.1917(3) 0.0428(12) Uani 1 d . . N4 N 0.6116(2) 0.3484(3) 0.0066(3) 0.0420(12) Uani 1 d . . C22 C 0.4532(5) 0.1975(9) 0.0585(12) 0.154(6) Uani 1 d . . C24 C 0.7791(5) 0.3040(8) 0.1692(14) 0.160(6) Uani 1 d . . F2 F 0.4082(3) 0.2255(5) 0.0501(8) 0.232(5) Uani 1 d . . F1 F 0.4617(4) 0.1718(7) 0.1429(8) 0.275(7) Uani 1 d . . F3 F 0.4549(3) 0.1250(6) 0.0277(8) 0.234(6) Uani 1 d . . F6 F 0.7834(7) 0.3069(8) 0.0870(11) 0.336(10) Uani 1 d . . F5 F 0.8240(3) 0.2835(7) 0.1975(10) 0.253(6) Uani 1 d . . F1 F 0.7703(3) 0.3821(4) 0.1802(6) 0.213(5) Uani 1 d . . C25 C 0.1931(8) 0.0873(14) 0.0890(12) 0.197(12) Uani 0.70 d P . H25A H 0.1614(8) 0.1016(14) 0.1002(12) 0.295 Uiso 0.70 calc PR . H25B H 0.2215(8) 0.1073(14) 0.1334(12) 0.295 Uiso 0.70 calc PR . H25C H 0.1953(8) 0.0251(14) 0.0834(12) 0.295 Uiso 0.70 calc PR . O5 O 0.2356(5) 0.1130(8) -0.0044(9) 0.154(5) Uani 0.70 d P . C27 C 0.2283(8) 0.1505(14) -0.0754(14) 0.174(8) Uiso 0.70 d P . H27A H 0.1957(8) 0.1315(14) -0.1125(14) 0.209 Uiso 0.70 calc PR . H27B H 0.2269(8) 0.2135(14) -0.0691(14) 0.209 Uiso 0.70 calc PR . C28 C 0.2611(8) 0.1328(15) -0.1025(14) 0.209(9) Uiso 0.70 d P . H28A H 0.2554(8) 0.1609(15) -0.1548(14) 0.313 Uiso 0.70 calc PR . H28B H 0.2621(8) 0.0705(15) -0.1092(14) 0.313 Uiso 0.70 calc PR . H28C H 0.2933(8) 0.1523(15) -0.0659(14) 0.313 Uiso 0.70 calc PR . C26 C 0.1943(8) 0.1267(14) 0.0186(15) 0.185(10) Uani 0.70 d P . H26A H 0.1647(8) 0.1072(14) -0.0252(15) 0.222 Uiso 0.70 calc PR . H26B H 0.1907(8) 0.1893(14) 0.0247(15) 0.222 Uiso 0.70 calc PR . C29 C 0.0577(10) 0.2249(26) 0.2033(28) 0.240(17) Uani 0.70 d P . H29A H 0.0642(10) 0.1834(26) 0.1652(28) 0.360 Uiso 0.70 calc PR . H29B H 0.0875(10) 0.2291(26) 0.2505(28) 0.360 Uiso 0.70 calc PR . H29C H 0.0505(10) 0.2811(26) 0.1774(28) 0.360 Uiso 0.70 calc PR . C30 C 0.0233(13) 0.2023(29) 0.2234(38) 0.308(105) Uani 0.70 d P . H30A H 0.0355(13) 0.1567(29) 0.2641(38) 0.369 Uiso 0.70 calc PR . H30B H -0.0006(13) 0.1748(29) 0.1761(38) 0.369 Uiso 0.70 calc PR . O6 O 0.0000 0.2505(12) 0.2500 0.196(12) Uani 0.70 d SP . 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 Co 0.0671(5) 0.0262(3) 0.0285(3) 0.0000(4) 0.0266(3) 0.0010(4) C1 0.076(5) 0.053(4) 0.035(3) 0.009(3) 0.014(3) -0.017(3) C3 0.057(4) 0.032(3) 0.034(3) 0.003(2) 0.020(3) 0.004(3) C19 0.073(5) 0.046(3) 0.050(4) 0.018(3) 0.037(3) 0.017(3) C18 0.065(4) 0.040(3) 0.043(4) 0.014(3) 0.030(3) 0.009(3) C17 0.077(5) 0.059(4) 0.057(4) 0.027(3) 0.045(3) 0.023(3) C13 0.074(4) 0.033(3) 0.041(3) -0.013(3) 0.032(3) -0.008(3) C8 0.062(4) 0.031(3) 0.034(3) -0.002(2) 0.021(3) 0.004(3) C10 0.076(5) 0.054(4) 0.039(3) -0.010(3) 0.013(3) 0.020(3) C9 0.081(5) 0.057(4) 0.039(3) -0.012(3) 0.009(3) 0.031(3) C20 0.076(5) 0.039(3) 0.056(4) 0.018(3) 0.045(3) 0.012(3) C6 0.074(5) 0.060(4) 0.041(4) -0.009(3) 0.014(3) 0.027(3) C15 0.077(4) 0.042(3) 0.053(4) -0.018(3) 0.041(3) -0.021(3) C16 0.086(5) 0.046(3) 0.051(4) 0.019(3) 0.043(3) 0.024(3) C4 0.098(5) 0.044(3) 0.039(3) 0.003(3) 0.012(3) -0.028(3) C14 0.084(5) 0.049(3) 0.053(4) -0.021(3) 0.048(3) -0.019(3) C2 0.067(4) 0.057(4) 0.040(3) 0.014(3) 0.015(3) -0.015(3) C5 0.092(5) 0.044(3) 0.033(3) 0.004(3) 0.008(3) -0.021(3) C21 0.071(5) 0.064(4) 0.056(4) 0.009(3) 0.036(3) 0.004(4) O2 0.123(5) 0.064(3) 0.130(5) 0.015(3) 0.086(4) 0.031(3) C11 0.097(5) 0.034(3) 0.051(3) -0.010(3) 0.052(3) -0.016(3) C12 0.093(5) 0.041(3) 0.062(4) -0.016(3) 0.053(4) -0.019(3) C23 0.081(5) 0.074(5) 0.061(4) -0.013(4) 0.038(4) -0.007(5) O4 0.109(5) 0.080(4) 0.148(6) 0.002(4) 0.035(4) 0.023(4) C7 0.072(5) 0.071(4) 0.035(3) -0.020(3) 0.004(3) 0.017(3) O3 0.058(3) 0.062(3) 0.054(2) 0.008(2) 0.027(2) 0.006(2) O1 0.057(3) 0.055(3) 0.050(2) -0.005(2) 0.029(2) 0.003(2) N3 0.066(3) 0.036(3) 0.039(3) -0.006(2) 0.030(2) 0.000(2) N2 0.069(4) 0.035(3) 0.030(3) -0.002(2) 0.020(2) 0.006(2) N1 0.069(3) 0.029(2) 0.036(3) 0.005(2) 0.024(2) -0.002(2) N4 0.068(3) 0.030(2) 0.037(3) 0.004(2) 0.030(2) 0.006(2) C22 0.100(10) 0.122(10) 0.281(19) 0.020(12) 0.117(11) -0.011(8) C24 0.080(9) 0.108(9) 0.329(21) -0.023(11) 0.117(11) -0.012(7) F2 0.067(4) 0.202(8) 0.438(16) 0.014(9) 0.090(7) -0.008(4) F1 0.240(12) 0.257(12) 0.398(16) 0.123(12) 0.201(12) -0.048(8) F3 0.176(7) 0.135(6) 0.426(17) -0.127(8) 0.144(8) -0.098(6) F6 0.412(22) 0.226(11) 0.537(24) -0.089(14) 0.402(22) -0.136(13) F5 0.077(6) 0.220(10) 0.422(18) -0.016(10) 0.010(7) -0.024(5) F1 0.170(7) 0.091(5) 0.428(14) -0.093(7) 0.165(8) -0.055(5) C25 0.200(22) 0.216(23) 0.153(19) 0.058(17) 0.019(15) -0.117(17) O5 0.137(11) 0.131(9) 0.192(13) 0.071(9) 0.043(9) 0.023(7) C26 0.133(18) 0.144(18) 0.260(32) -0.043(19) 0.030(20) -0.031(15) C29 0.087(23) 0.256(32) 0.337(43) -0.090(27) 0.001(24) 0.019(22) C30 0.217(93) 0.234(42) 0.331(156) -0.002(72) -0.139(121) 0.114(51) O6 0.117(18) 0.107(14) 0.260(24) 0.000 -0.104(17) 0.000 _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 Co O3 2.066(4) . ? Co O1 2.071(4) . ? Co N1 2.166(4) . ? Co N2 2.176(4) . ? Co N3 2.178(4) . ? Co N4 2.180(4) . ? C1 N1 1.341(7) . ? C1 C2 1.364(7) . ? C1 H1 0.93 . ? C3 C4 1.376(8) . ? C3 C2 1.380(7) . ? C3 C8 1.488(7) 6_556 ? C19 C20 1.383(7) . ? C19 C18 1.397(7) . ? C19 H19 0.93 . ? C18 C17 1.388(8) . ? C18 C13 1.482(7) 6_565 ? C17 C16 1.382(7) . ? C17 H17 0.93 . ? C13 C14 1.366(7) . ? C13 C12 1.381(7) . ? C13 C18 1.482(7) 6_566 ? C8 C9 1.373(8) . ? C8 C7 1.392(8) . ? C8 C3 1.488(7) 6 ? C10 N2 1.327(7) . ? C10 C9 1.388(7) . ? C10 H10 0.93 . ? C9 H9 0.93 . ? C20 N4 1.324(7) . ? C20 H20 0.93 . ? C6 N2 1.336(7) . ? C6 C7 1.365(7) . ? C6 H6 0.93 . ? C15 N3 1.331(6) . ? C15 C14 1.384(7) . ? C15 H15 0.93 . ? C16 N4 1.329(6) . ? C16 H16 0.93 . ? C4 C5 1.372(7) . ? C4 H4 0.93 . ? C14 H14 0.93 . ? C2 H2 0.93 . ? C5 N1 1.312(7) . ? C5 H5 0.93 . ? C21 O2 1.226(7) . ? C21 O1 1.231(7) . ? C21 C22 1.489(13) . ? C11 N3 1.339(6) . ? C11 C12 1.378(7) . ? C11 H11 0.93 . ? C12 H12 0.93 . ? C23 O3 1.217(8) . ? C23 O4 1.270(8) . ? C23 C24 1.473(12) . ? C7 H7 0.93 . ? C22 F3 1.232(15) . ? C22 F2 1.262(12) . ? C22 F1 1.44(2) . ? C24 F5 1.213(13) . ? C24 F1 1.242(12) . ? C24 F6 1.44(2) . ? C25 C26 1.35(2) . ? C25 H25A 0.96 . ? C25 H25B 0.96 . ? C25 H25C 0.96 . ? O5 C27 1.30(2) . ? O5 C26 1.31(2) . ? C27 C28 1.15(2) . ? C27 H27A 0.97 . ? C27 H27B 0.97 . ? C28 H28A 0.96 . ? C28 H28B 0.96 . ? C28 H28C 0.96 . ? C26 H26A 0.97 . ? C26 H26B 0.97 . ? C29 C30 1.14(8) . ? C29 H29A 0.96 . ? C29 H29B 0.96 . ? C29 H29C 0.96 . ? C30 O6 1.15(5) . ? C30 C30 1.76(13) 2 ? C30 H30A 0.97 . ? C30 H30B 0.97 . ? O6 C30 1.15(5) 2 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Co O1 178.9(2) . . ? O3 Co N1 91.4(2) . . ? O1 Co N1 87.5(2) . . ? O3 Co N2 94.7(2) . . ? O1 Co N2 85.5(2) . . ? N1 Co N2 90.8(2) . . ? O3 Co N3 87.4(2) . . ? O1 Co N3 92.4(2) . . ? N1 Co N3 89.6(2) . . ? N2 Co N3 177.8(2) . . ? O3 Co N4 87.2(2) . . ? O1 Co N4 94.0(2) . . ? N1 Co N4 177.7(2) . . ? N2 Co N4 87.59(14) . . ? N3 Co N4 92.1(2) . . ? N1 C1 C2 123.7(6) . . ? N1 C1 H1 118.1(3) . . ? C2 C1 H1 118.1(4) . . ? C4 C3 C2 115.3(5) . . ? C4 C3 C8 122.8(5) . 6_556 ? C2 C3 C8 121.8(5) . 6_556 ? C20 C19 C18 120.3(5) . . ? C20 C19 H19 119.9(3) . . ? C18 C19 H19 119.9(3) . . ? C17 C18 C19 116.2(5) . . ? C17 C18 C13 121.9(5) . 6_565 ? C19 C18 C13 122.0(5) . 6_565 ? C16 C17 C18 119.0(5) . . ? C16 C17 H17 120.5(3) . . ? C18 C17 H17 120.5(3) . . ? C14 C13 C12 116.3(5) . . ? C14 C13 C18 122.2(5) . 6_566 ? C12 C13 C18 121.4(5) . 6_566 ? C9 C8 C7 116.2(5) . . ? C9 C8 C3 122.6(5) . 6 ? C7 C8 C3 121.3(5) . 6 ? N2 C10 C9 122.7(6) . . ? N2 C10 H10 118.7(3) . . ? C9 C10 H10 118.7(4) . . ? C8 C9 C10 120.6(6) . . ? C8 C9 H9 119.7(3) . . ? C10 C9 H9 119.7(4) . . ? N4 C20 C19 123.4(5) . . ? N4 C20 H20 118.3(3) . . ? C19 C20 H20 118.3(3) . . ? N2 C6 C7 123.9(6) . . ? N2 C6 H6 118.0(3) . . ? C7 C6 H6 118.0(4) . . ? N3 C15 C14 122.6(5) . . ? N3 C15 H15 118.7(3) . . ? C14 C15 H15 118.7(3) . . ? N4 C16 C17 124.8(5) . . ? N4 C16 H16 117.6(3) . . ? C17 C16 H16 117.6(4) . . ? C5 C4 C3 121.0(5) . . ? C5 C4 H4 119.5(4) . . ? C3 C4 H4 119.5(3) . . ? C13 C14 C15 121.1(5) . . ? C13 C14 H14 119.4(3) . . ? C15 C14 H14 119.4(3) . . ? C1 C2 C3 120.3(6) . . ? C1 C2 H2 119.9(4) . . ? C3 C2 H2 119.9(3) . . ? N1 C5 C4 123.5(6) . . ? N1 C5 H5 118.3(3) . . ? C4 C5 H5 118.3(4) . . ? O2 C21 O1 130.1(7) . . ? O2 C21 C22 116.2(8) . . ? O1 C21 C22 113.6(8) . . ? N3 C11 C12 123.6(5) . . ? N3 C11 H11 118.2(3) . . ? C12 C11 H11 118.2(3) . . ? C11 C12 C13 119.9(5) . . ? C11 C12 H12 120.1(3) . . ? C13 C12 H12 120.0(3) . . ? O3 C23 O4 128.7(7) . . ? O3 C23 C24 116.5(9) . . ? O4 C23 C24 114.8(9) . . ? C6 C7 C8 119.8(6) . . ? C6 C7 H7 120.1(4) . . ? C8 C7 H7 120.1(3) . . ? C23 O3 Co 150.5(5) . . ? C21 O1 Co 142.5(4) . . ? C15 N3 C11 116.5(4) . . ? C15 N3 Co 122.3(4) . . ? C11 N3 Co 121.2(3) . . ? C10 N2 C6 116.7(5) . . ? C10 N2 Co 123.4(4) . . ? C6 N2 Co 119.9(4) . . ? C5 N1 C1 116.1(5) . . ? C5 N1 Co 122.1(4) . . ? C1 N1 Co 121.5(4) . . ? C20 N4 C16 116.4(5) . . ? C20 N4 Co 124.4(3) . . ? C16 N4 Co 119.2(4) . . ? F3 C22 F2 114.5(14) . . ? F3 C22 F1 99.4(13) . . ? F2 C22 F1 94.1(11) . . ? F3 C22 C21 119.7(11) . . ? F2 C22 C21 118.6(11) . . ? F1 C22 C21 103.3(13) . . ? F5 C24 F1 113.7(14) . . ? F5 C24 F6 92.0(11) . . ? F1 C24 F6 101.0(15) . . ? F5 C24 C23 121.7(13) . . ? F1 C24 C23 118.6(9) . . ? F6 C24 C23 101.3(14) . . ? C26 C25 H25A 109.6(16) . . ? C26 C25 H25B 109.4(12) . . ? H25A C25 H25B 109.5 . . ? C26 C25 H25C 109.3(15) . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C27 O5 C26 107.2(18) . . ? C28 C27 O5 110.1(24) . . ? C28 C27 H27A 109.5(18) . . ? O5 C27 H27A 109.7(11) . . ? C28 C27 H27B 109.7(18) . . ? O5 C27 H27B 109.7(12) . . ? H27A C27 H27B 108.1 . . ? C27 C28 H28A 109.5(18) . . ? C27 C28 H28B 109.5(18) . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.4(18) . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? O5 C26 C25 116.2(23) . . ? O5 C26 H26A 108.3(12) . . ? C25 C26 H26A 108.2(12) . . ? O5 C26 H26B 108.3(11) . . ? C25 C26 H26B 108.1(15) . . ? H26A C26 H26B 107.4 . . ? C30 C29 H29A 112.4(39) . . ? C30 C29 H29B 103.5(32) . . ? H29A C29 H29B 109.5 . . ? C30 C29 H29C 112.4(34) . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C29 C30 O6 121.4(58) . . ? C29 C30 C30 158.8(48) . 2 ? O6 C30 C30 39.9(34) . 2 ? C29 C30 H30A 110.9(32) . . ? O6 C30 H30A 109.4(35) . . ? C30 C30 H30A 76.2(15) 2 . ? C29 C30 H30B 101.1(34) . . ? O6 C30 H30B 106.1(18) . . ? C30 C30 H30B 95.5(25) 2 . ? H30A C30 H30B 106.6 . . ? C30 O6 C30 100.1(69) 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 C20 C19 C18 C17 -0.3(9) . . . . ? C20 C19 C18 C13 179.8(6) . . . 6_565 ? C19 C18 C17 C16 -0.1(10) . . . . ? C13 C18 C17 C16 179.7(6) 6_565 . . . ? C7 C8 C9 C10 1.1(9) . . . . ? C3 C8 C9 C10 -178.9(6) 6 . . . ? N2 C10 C9 C8 -2.4(10) . . . . ? C18 C19 C20 N4 0.1(10) . . . . ? C18 C17 C16 N4 0.8(11) . . . . ? C2 C3 C4 C5 -3.1(9) . . . . ? C8 C3 C4 C5 177.8(6) 6_556 . . . ? C12 C13 C14 C15 1.3(10) . . . . ? C18 C13 C14 C15 -176.5(6) 6_566 . . . ? N3 C15 C14 C13 0.2(11) . . . . ? N1 C1 C2 C3 -1.4(10) . . . . ? C4 C3 C2 C1 3.0(9) . . . . ? C8 C3 C2 C1 -177.9(5) 6_556 . . . ? C3 C4 C5 N1 1.5(11) . . . . ? N3 C11 C12 C13 0.1(11) . . . . ? C14 C13 C12 C11 -1.4(10) . . . . ? C18 C13 C12 C11 176.4(6) 6_566 . . . ? N2 C6 C7 C8 0.4(11) . . . . ? C9 C8 C7 C6 -0.1(9) . . . . ? C3 C8 C7 C6 179.8(6) 6 . . . ? O4 C23 O3 Co -9.4(14) . . . . ? C24 C23 O3 Co 171.2(10) . . . . ? O1 Co O3 C23 56.4(81) . . . . ? N1 Co O3 C23 45.0(8) . . . . ? N2 Co O3 C23 -46.0(8) . . . . ? N3 Co O3 C23 134.5(8) . . . . ? N4 Co O3 C23 -133.3(8) . . . . ? O2 C21 O1 Co 27.0(12) . . . . ? C22 C21 O1 Co -155.0(9) . . . . ? O3 Co O1 C21 98.5(79) . . . . ? N1 Co O1 C21 109.9(6) . . . . ? N2 Co O1 C21 -159.1(6) . . . . ? N3 Co O1 C21 20.4(6) . . . . ? N4 Co O1 C21 -71.9(6) . . . . ? C14 C15 N3 C11 -1.5(9) . . . . ? C14 C15 N3 Co 176.0(5) . . . . ? C12 C11 N3 C15 1.3(10) . . . . ? C12 C11 N3 Co -176.2(5) . . . . ? O3 Co N3 C15 -136.0(5) . . . . ? O1 Co N3 C15 42.9(5) . . . . ? N1 Co N3 C15 -44.6(5) . . . . ? N2 Co N3 C15 55.7(44) . . . . ? N4 Co N3 C15 137.0(5) . . . . ? O3 Co N3 C11 41.4(5) . . . . ? O1 Co N3 C11 -139.7(5) . . . . ? N1 Co N3 C11 132.7(5) . . . . ? N2 Co N3 C11 -127.0(41) . . . . ? N4 Co N3 C11 -45.7(5) . . . . ? C9 C10 N2 C6 2.6(9) . . . . ? C9 C10 N2 Co -175.4(5) . . . . ? C7 C6 N2 C10 -1.6(10) . . . . ? C7 C6 N2 Co 176.4(5) . . . . ? O3 Co N2 C10 34.9(5) . . . . ? O1 Co N2 C10 -144.0(5) . . . . ? N1 Co N2 C10 -56.5(5) . . . . ? N3 Co N2 C10 -156.7(41) . . . . ? N4 Co N2 C10 121.9(5) . . . . ? O3 Co N2 C6 -143.0(5) . . . . ? O1 Co N2 C6 38.1(5) . . . . ? N1 Co N2 C6 125.6(5) . . . . ? N3 Co N2 C6 25.3(45) . . . . ? N4 Co N2 C6 -56.1(5) . . . . ? C4 C5 N1 C1 0.3(9) . . . . ? C4 C5 N1 Co -173.3(5) . . . . ? C2 C1 N1 C5 -0.3(9) . . . . ? C2 C1 N1 Co 173.4(5) . . . . ? O3 Co N1 C5 -146.4(5) . . . . ? O1 Co N1 C5 33.8(5) . . . . ? N2 Co N1 C5 -51.7(5) . . . . ? N3 Co N1 C5 126.2(5) . . . . ? N4 Co N1 C5 -97.1(44) . . . . ? O3 Co N1 C1 40.3(5) . . . . ? O1 Co N1 C1 -139.5(5) . . . . ? N2 Co N1 C1 135.0(5) . . . . ? N3 Co N1 C1 -47.1(5) . . . . ? N4 Co N1 C1 89.6(44) . . . . ? C19 C20 N4 C16 0.5(9) . . . . ? C19 C20 N4 Co -176.8(5) . . . . ? C17 C16 N4 C20 -1.0(10) . . . . ? C17 C16 N4 Co 176.4(5) . . . . ? O3 Co N4 C20 -141.0(5) . . . . ? O1 Co N4 C20 38.8(5) . . . . ? N1 Co N4 C20 169.7(42) . . . . ? N2 Co N4 C20 124.2(5) . . . . ? N3 Co N4 C20 -53.7(5) . . . . ? O3 Co N4 C16 41.8(5) . . . . ? O1 Co N4 C16 -138.3(5) . . . . ? N1 Co N4 C16 -7.5(46) . . . . ? N2 Co N4 C16 -53.0(5) . . . . ? N3 Co N4 C16 129.1(5) . . . . ? O2 C21 C22 F3 153.5(15) . . . . ? O1 C21 C22 F3 -24.8(22) . . . . ? O2 C21 C22 F2 5.0(21) . . . . ? O1 C21 C22 F2 -173.3(14) . . . . ? O2 C21 C22 F1 -97.3(11) . . . . ? O1 C21 C22 F1 84.4(12) . . . . ? O3 C23 C24 F5 172.7(18) . . . . ? O4 C23 C24 F5 -6.8(26) . . . . ? O3 C23 C24 F1 21.6(23) . . . . ? O4 C23 C24 F1 -157.9(15) . . . . ? O3 C23 C24 F6 -87.7(11) . . . . ? O4 C23 C24 F6 92.8(14) . . . . ? C26 O5 C27 C28 -172.5(23) . . . . ? C27 O5 C26 C25 175.6(20) . . . . ? C29 C30 O6 C30 -166.6(64) . . . 2 ? C30 C30 O6 C30 0.000(5) 2 . . 2 ? _refine_diff_density_max 0.554 _refine_diff_density_min -0.463 _refine_diff_density_rms 0.091 data_ys150b _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C19 H25 Co1.33 N2.67 O8.33' _chemical_formula_weight 502.66 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Co' 'Co' 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z-1/2' _cell_length_a 11.8538(14) _cell_length_b 7.4146(8) _cell_length_c 19.448(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.06(2) _cell_angle_gamma 90.00 _cell_volume 1709.3(6) _cell_formula_units_Z 3 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 21 _cell_measurement_theta_min 3.86 _cell_measurement_theta_max 5.86 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max .3 _exptl_crystal_size_mid .5 _exptl_crystal_size_min .4 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.465 _exptl_crystal_density_method ? _exptl_crystal_F_000 781 _exptl_absorpt_coefficient_mu 1.036 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9025 _exptl_absorpt_correction_T_max 0.9844 _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 'Siemens P4' _diffrn_measurement_method '2\q/\w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 197 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3168 _diffrn_reflns_av_R_equivalents 0.0293 _diffrn_reflns_av_sigmaI/netI 0.0303 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3015 _reflns_number_observed 2393 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 23 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0900P)^2^+7.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2992 _refine_ls_number_parameters 213 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0855 _refine_ls_R_factor_obs 0.0671 _refine_ls_wR_factor_all 0.2279 _refine_ls_wR_factor_obs 0.1892 _refine_ls_goodness_of_fit_all 1.124 _refine_ls_goodness_of_fit_obs 1.179 _refine_ls_restrained_S_all 1.266 _refine_ls_restrained_S_obs 1.179 _refine_ls_shift/esd_max 0.115 _refine_ls_shift/esd_mean 0.005 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Co1 Co 0.0000 0.5000 0.5000 0.0239(3) Uani 1 d S . O1 O 0.1112(3) 0.2884(5) 0.4660(2) 0.0383(9) Uani 1 d . . C1 C -0.2070(5) 0.5303(8) 0.4052(3) 0.0355(13) Uani 1 d . . H1 H -0.2441(5) 0.5507(8) 0.4466(3) 0.043 Uiso 1 calc R . N1 N -0.0958(4) 0.5038(6) 0.4065(2) 0.0299(10) Uani 1 d . . Co2 Co -0.5000 0.0000 0.5000 0.0242(3) Uani 1 d S . C2 C -0.2699(5) 0.5288(9) 0.3450(3) 0.0378(13) Uani 1 d . . H2 H -0.3475(5) 0.5465(9) 0.3467(3) 0.045 Uiso 1 calc R . N2 N -0.4044(4) 0.0048(6) 0.4063(2) 0.0303(10) Uani 1 d . . O2 O 0.1628(4) 0.0233(5) 0.4331(3) 0.0468(11) Uani 1 d . . O3 O -0.1202(3) 0.3435(5) 0.5484(2) 0.0355(9) Uani 1 d . . C3 C -0.2177(4) 0.5013(7) 0.2828(3) 0.0279(11) Uani 1 d . . O4 O -0.3886(3) 0.2125(5) 0.5340(2) 0.0371(9) Uani 1 d . . C4 C -0.1017(5) 0.4736(9) 0.2842(3) 0.0395(14) Uani 1 d . . H4 H -0.0625(5) 0.4532(9) 0.2435(3) 0.047 Uiso 1 calc R . C5 C -0.0451(5) 0.4766(9) 0.3461(3) 0.0407(14) Uani 1 d . . H5 H 0.0325(5) 0.4588(9) 0.3458(3) 0.049 Uiso 1 calc R . O5 O -0.3374(4) 0.4768(6) 0.5671(2) 0.0462(11) Uiso 1 d . . O6 O -0.6207(3) 0.1566(5) 0.4516(2) 0.0359(9) Uani 1 d . . C6 C 0.0844(4) 0.1359(6) 0.4440(2) 0.0217(10) Uani 1 d . . C7 C -0.0135(3) 0.0947(6) 0.4335(3) 0.0274(11) Uani 1 d . . H7A H -0.0170(3) -0.0270(6) 0.4167(3) 0.041 Uiso 1 calc R . H7B H -0.0454(3) 0.1748(6) 0.3999(3) 0.041 Uiso 1 calc R . H7C H -0.0554(3) 0.1038(6) 0.4756(3) 0.041 Uiso 1 calc R . C8 C -0.4546(5) -0.0225(9) 0.3459(3) 0.0413(15) Uani 1 d . . H8 H -0.5322(5) -0.0405(9) 0.3454(3) 0.050 Uiso 1 calc R . C9 C -0.3982(5) -0.0254(9) 0.2845(3) 0.0402(14) Uani 1 d . . H9 H -0.4376(5) -0.0456(9) 0.2438(3) 0.048 Uiso 1 calc R . C10 C -0.2817(4) 0.0018(7) 0.2827(2) 0.0278(11) Uani 1 d . . C11 C -0.2304(5) 0.0293(9) 0.3450(3) 0.0381(13) Uani 1 d . . H11 H -0.1528(5) 0.0474(9) 0.3470(3) 0.046 Uiso 1 calc R . C12 C -0.2927(5) 0.0303(8) 0.4048(3) 0.0359(13) Uani 1 d . . H12 H -0.2553(5) 0.0497(8) 0.4462(3) 0.043 Uiso 1 calc R . C13 C -0.4158(4) 0.3648(6) 0.5560(2) 0.0204(9) Uani 1 d . . C14 C -0.5136(3) 0.4048(6) 0.5666(3) 0.0261(11) Uani 1 d . . H14A H -0.5175(3) 0.5265(6) 0.5832(3) 0.039 Uiso 1 calc R . H14B H -0.5448(3) 0.3245(6) 0.6002(3) 0.039 Uiso 1 calc R . H14C H -0.5558(3) 0.3951(6) 0.5245(3) 0.039 Uiso 1 calc R . C15 C -0.7172(3) -0.2104(6) 0.2306(3) 0.181(29) Uiso 0.25 d PR . C16 C -0.7663(3) -0.4495(6) 0.2493(3) 0.222(30) Uiso 0.25 d PR . C17 C -0.7841(3) -0.6948(6) 0.2305(3) 0.160(25) Uiso 0.25 d PR . H3A H -0.1181(3) 0.2216(6) 0.5523(3) 0.087(28) Uiso 1 d R . H6A H -0.6179(3) 0.2805(6) 0.4494(3) 0.118(37) Uiso 1 d R . H3B H -0.1979(3) 0.3610(6) 0.5534(3) 0.137(42) Uiso 1 d R . H6B H -0.6789(3) 0.1252(6) 0.4391(3) 0.233(79) Uiso 1 d R . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0212(5) 0.0276(6) 0.0230(5) -0.0007(4) -0.0052(4) 0.0011(4) O1 0.031(2) 0.029(2) 0.055(2) -0.011(2) -0.006(2) 0.003(2) C1 0.029(3) 0.054(4) 0.023(2) -0.003(2) -0.002(2) 0.007(2) N1 0.024(2) 0.042(3) 0.024(2) 0.001(2) -0.004(2) 0.005(2) Co2 0.0214(5) 0.0282(6) 0.0230(5) -0.0007(4) 0.0046(4) -0.0011(4) C2 0.023(3) 0.060(4) 0.030(3) -0.001(3) -0.004(2) 0.005(2) N2 0.024(2) 0.042(3) 0.025(2) 0.001(2) 0.003(2) -0.003(2) O2 0.040(2) 0.030(2) 0.070(3) -0.009(2) 0.003(2) 0.002(2) O3 0.031(2) 0.028(2) 0.048(2) 0.006(2) 0.000(2) 0.001(2) C3 0.025(3) 0.034(3) 0.024(3) -0.001(2) -0.004(2) 0.002(2) O4 0.031(2) 0.029(2) 0.051(2) -0.011(2) 0.005(2) -0.003(2) C4 0.027(3) 0.066(4) 0.026(3) -0.002(3) 0.000(2) 0.004(3) C5 0.025(3) 0.068(4) 0.029(3) -0.002(3) -0.005(2) 0.008(3) O6 0.030(2) 0.027(2) 0.050(2) 0.003(2) -0.001(2) -0.001(2) C6 0.022(2) 0.017(2) 0.026(2) -0.003(2) -0.004(2) 0.002(2) C7 0.010(2) 0.019(2) 0.053(3) -0.008(2) -0.014(2) -0.002(2) C8 0.024(3) 0.069(4) 0.031(3) -0.001(3) 0.004(2) -0.006(3) C9 0.029(3) 0.069(4) 0.022(3) -0.001(3) -0.001(2) -0.002(3) C10 0.027(3) 0.035(3) 0.022(2) 0.000(2) 0.003(2) -0.002(2) C11 0.024(3) 0.058(4) 0.033(3) -0.002(3) 0.001(2) -0.007(2) C12 0.030(3) 0.054(4) 0.023(3) -0.002(2) 0.001(2) -0.004(2) C13 0.019(2) 0.017(2) 0.026(2) -0.002(2) 0.003(2) -0.005(2) C14 0.010(2) 0.020(2) 0.048(3) -0.008(2) 0.012(2) 0.001(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O3 2.066(4) . ? Co1 O3 2.066(4) 3_566 ? Co1 N1 2.144(4) 3_566 ? Co1 N1 2.144(4) . ? Co1 O1 2.154(4) 3_566 ? Co1 O1 2.154(4) . ? O1 C6 1.250(6) . ? C1 N1 1.333(7) . ? C1 C2 1.389(8) . ? N1 C5 1.335(7) . ? Co2 O6 2.068(4) 3_456 ? Co2 O6 2.068(4) . ? Co2 N2 2.147(4) . ? Co2 N2 2.147(4) 3_456 ? Co2 O4 2.159(4) 3_456 ? Co2 O4 2.159(4) . ? C2 C3 1.373(8) . ? N2 C8 1.332(7) . ? N2 C12 1.337(7) . ? O2 C6 1.268(6) . ? C3 C4 1.391(8) . ? C3 C3 1.488(10) 2_455 ? O4 C13 1.249(6) . ? C4 C5 1.378(8) . ? O5 C13 1.264(6) . ? C6 C7 1.217(6) . ? C8 C9 1.371(8) . ? C9 C10 1.395(8) . ? C10 C11 1.371(8) . ? C10 C10 1.477(10) 2_455 ? C11 C12 1.379(8) . ? C13 C14 1.214(6) . ? C15 C15 1.086(9) 2_355 ? C15 C16 1.826(2) 2_355 ? C15 C16 1.90 . ? C16 C16 0.387(8) 2_355 ? C16 C15 1.826(2) 2_355 ? C16 C17 1.87 . ? C16 C17 1.954(4) 2_355 ? C17 C17 1.108(10) 2_355 ? C17 C16 1.954(4) 2_355 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Co1 O3 180.0 . 3_566 ? O3 Co1 N1 88.3(2) . 3_566 ? O3 Co1 N1 91.7(2) 3_566 3_566 ? O3 Co1 N1 91.7(2) . . ? O3 Co1 N1 88.3(2) 3_566 . ? N1 Co1 N1 180.0 3_566 . ? O3 Co1 O1 81.16(15) . 3_566 ? O3 Co1 O1 98.84(15) 3_566 3_566 ? N1 Co1 O1 94.2(2) 3_566 3_566 ? N1 Co1 O1 85.8(2) . 3_566 ? O3 Co1 O1 98.84(15) . . ? O3 Co1 O1 81.16(15) 3_566 . ? N1 Co1 O1 85.8(2) 3_566 . ? N1 Co1 O1 94.2(2) . . ? O1 Co1 O1 180.0 3_566 . ? C6 O1 Co1 127.5(3) . . ? N1 C1 C2 123.0(5) . . ? C1 N1 C5 116.9(4) . . ? C1 N1 Co1 122.7(3) . . ? C5 N1 Co1 120.4(3) . . ? O6 Co2 O6 180.0 3_456 . ? O6 Co2 N2 91.7(2) 3_456 . ? O6 Co2 N2 88.3(2) . . ? O6 Co2 N2 88.3(2) 3_456 3_456 ? O6 Co2 N2 91.7(2) . 3_456 ? N2 Co2 N2 180.0 . 3_456 ? O6 Co2 O4 98.8(2) 3_456 3_456 ? O6 Co2 O4 81.2(2) . 3_456 ? N2 Co2 O4 94.3(2) . 3_456 ? N2 Co2 O4 85.7(2) 3_456 3_456 ? O6 Co2 O4 81.2(2) 3_456 . ? O6 Co2 O4 98.8(2) . . ? N2 Co2 O4 85.7(2) . . ? N2 Co2 O4 94.3(2) 3_456 . ? O4 Co2 O4 180.0 3_456 . ? C3 C2 C1 120.1(5) . . ? C8 N2 C12 116.3(4) . . ? C8 N2 Co2 120.7(4) . . ? C12 N2 Co2 123.0(3) . . ? C2 C3 C4 116.9(5) . . ? C2 C3 C3 121.6(6) . 2_455 ? C4 C3 C3 121.5(6) . 2_455 ? C13 O4 Co2 127.3(3) . . ? C5 C4 C3 119.6(5) . . ? N1 C5 C4 123.5(5) . . ? C7 C6 O1 121.7(5) . . ? C7 C6 O2 120.4(5) . . ? O1 C6 O2 117.9(4) . . ? N2 C8 C9 123.6(5) . . ? C8 C9 C10 120.2(5) . . ? C11 C10 C9 116.0(5) . . ? C11 C10 C10 122.3(6) . 2_455 ? C9 C10 C10 121.7(6) . 2_455 ? C10 C11 C12 120.6(5) . . ? N2 C12 C11 123.3(5) . . ? C14 C13 O4 121.7(5) . . ? C14 C13 O5 120.8(5) . . ? O4 C13 O5 117.5(4) . . ? C15 C15 C16 76.9(3) 2_355 2_355 ? C15 C15 C16 69.3 2_355 . ? C16 C15 C16 11.7(3) 2_355 . ? C16 C16 C15 95.3(5) 2_355 2_355 ? C16 C16 C17 97.3(3) 2_355 . ? C15 C16 C17 167.3(3) 2_355 . ? C16 C16 C15 73.1(3) 2_355 . ? C15 C16 C15 33.8(3) 2_355 . ? C17 C16 C15 154.9 . . ? C16 C16 C17 71.4(4) 2_355 2_355 ? C15 C16 C17 153.3(6) 2_355 2_355 ? C17 C16 C17 33.6(3) . 2_355 ? C15 C16 C17 144.4(2) . 2_355 ? C17 C17 C16 77.5 2_355 . ? C17 C17 C16 68.9(3) 2_355 2_355 ? C16 C17 C16 11.3(2) . 2_355 ? _refine_diff_density_max 0.823 _refine_diff_density_min -0.700 _refine_diff_density_rms 0.132