# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 182/1652 data_nnco _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C14 H20 Co0.50 N2 O2' _chemical_formula_weight 277.79 _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 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 14.830(3) _cell_length_b 15.354(3) _cell_length_c 15.282(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.83(3) _cell_angle_gamma 90.00 _cell_volume 3467.4(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 1.064 _exptl_crystal_density_method ? _exptl_crystal_F_000 1180 _exptl_absorpt_coefficient_mu 0.527 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3101 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0294 _diffrn_reflns_limit_h_min 1 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min 1 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.19 _diffrn_reflns_theta_max 25.97 _reflns_number_total 3101 _reflns_number_observed 2516 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 1 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. Tree independent C atoms of solvate benzene molecule were refined with the population factor 0.5. ; _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 3100 _refine_ls_number_parameters 204 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0678 _refine_ls_R_factor_obs 0.0483 _refine_ls_wR_factor_all 0.1344 _refine_ls_wR_factor_obs 0.1214 _refine_ls_goodness_of_fit_all 1.311 _refine_ls_goodness_of_fit_obs 1.351 _refine_ls_restrained_S_all 1.312 _refine_ls_restrained_S_obs 1.351 _refine_ls_shift/esd_max 0.058 _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 0.15170(3) 0.2500 0.0349(2) Uani 1 d S . O1 O 0.05890(13) 0.24445(12) 0.19073(12) 0.0445(5) Uani 1 d . . O2 O 0.1631(2) 0.2984(2) 0.2876(2) 0.0885(10) Uani 1 d . . N1 N 0.0813(2) 0.1576(2) 0.3591(2) 0.0416(5) Uani 1 d . . N2 N 0.0736(2) 0.0650(2) 0.19779(15) 0.0452(5) Uani 1 d . . C1 C 0.1166(2) 0.3017(2) 0.2183(2) 0.0519(7) Uani 1 d . . C2 C 0.1286(3) 0.3783(3) 0.1546(3) 0.0674(9) Uani 1 d . . C3 C 0.0394(4) 0.4002(4) 0.1051(4) 0.132(3) Uani 1 d . . H3D H 0.0158(4) 0.3495(4) 0.0743(4) 0.198 Uiso 1 calc R . H3E H 0.0480(4) 0.4459(4) 0.0638(4) 0.198 Uiso 1 calc R . H3F H -0.0026(4) 0.4191(4) 0.1457(4) 0.198 Uiso 1 calc R . C4 C 0.1938(7) 0.3486(5) 0.0918(6) 0.179(4) Uani 1 d . . H4A H 0.1686(7) 0.3000(5) 0.0586(6) 0.268 Uiso 1 calc R . H4B H 0.2494(7) 0.3313(5) 0.1238(6) 0.268 Uiso 1 calc R . H4C H 0.2054(7) 0.3953(5) 0.0526(6) 0.268 Uiso 1 calc R . C5 C 0.1703(6) 0.4535(4) 0.2046(5) 0.161(3) Uani 1 d . . H5A H 0.1297(6) 0.4742(4) 0.2456(5) 0.241 Uiso 1 calc R . H5B H 0.1822(6) 0.4995(4) 0.1645(5) 0.241 Uiso 1 calc R . H5C H 0.2261(6) 0.4354(4) 0.2358(5) 0.241 Uiso 1 calc R . C6 C 0.1386(3) 0.0849(2) 0.3909(2) 0.0719(11) Uani 1 d . . H6A H 0.1792(3) 0.0697(2) 0.3467(2) 0.086 Uiso 1 calc R . H6B H 0.1009(3) 0.0346(2) 0.4000(2) 0.086 Uiso 1 calc R . C7 C 0.1922(2) 0.1062(2) 0.4736(2) 0.0631(9) Uani 1 d . . C8 C 0.2356(3) 0.1241(3) 0.5383(3) 0.0793(12) Uani 1 d . . C9 C 0.1438(2) 0.0930(2) 0.1412(2) 0.0598(8) Uani 1 d . . H9A H 0.1740(2) 0.1443(2) 0.1665(2) 0.072 Uiso 1 calc R . H9B H 0.1887(2) 0.0473(2) 0.1391(2) 0.072 Uiso 1 calc R . C10 C 0.1063(3) 0.1129(3) 0.0520(2) 0.0640(9) Uani 1 d . . C11 C 0.0756(4) 0.1267(3) -0.0199(3) 0.0853(13) Uani 1 d . . C12 C 0.0627(3) -0.0189(2) 0.2045(2) 0.0564(8) Uani 1 d . . C13 C 0.0000 -0.0617(3) 0.2500 0.0603(12) Uani 1 d S . H1A H 0.0410(29) 0.1726(26) 0.4124(30) 0.080(12) Uiso 1 d . . H1B H 0.1077(27) 0.2076(29) 0.3659(26) 0.076(12) Uiso 1 d . . H8 H 0.2618(38) 0.1592(30) 0.5942(37) 0.108(17) Uiso 1 d . . H11 H 0.0360(50) 0.1330(45) -0.0771(50) 0.156(26) Uiso 1 d . . H12 H 0.0916(36) -0.0543(34) 0.1771(37) 0.105(17) Uiso 1 d . . H13 H 0.0000 -0.1269(33) 0.2500 0.053(12) Uiso 1 d S . C1S C -0.0491(15) -0.3065(7) 0.1820(10) 0.126(6) Uani 0.50 d P . H1SA H -0.0837(15) -0.3122(7) 0.1287(10) 0.152 Uiso 0.50 calc PR . C2S C 0.0483(21) -0.3051(8) 0.1730(14) 0.204(11) Uani 0.50 d P . H2SA H 0.0706(21) -0.3073(8) 0.1179(14) 0.245 Uiso 0.50 calc PR . C3S C 0.1027(13) -0.3008(9) 0.2440(19) 0.167(9) Uani 0.50 d P . H3SA H 0.1653(13) -0.2951(9) 0.2466(19) 0.201 Uiso 0.50 calc PR . 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 0.0400(3) 0.0360(3) 0.0271(3) 0.000 -0.0075(2) 0.000 O1 0.0506(11) 0.0442(11) 0.0371(10) 0.0025(8) -0.0067(8) -0.0113(8) O2 0.099(2) 0.090(2) 0.069(2) 0.0204(15) -0.042(2) -0.049(2) N1 0.0463(13) 0.0426(12) 0.0335(12) -0.0008(9) -0.0108(9) 0.0039(10) N2 0.0525(13) 0.0469(13) 0.0345(12) -0.0044(9) -0.0064(10) 0.0076(10) C1 0.053(2) 0.053(2) 0.048(2) 0.0044(13) -0.0076(13) -0.0127(13) C2 0.073(2) 0.061(2) 0.066(2) 0.013(2) -0.007(2) -0.023(2) C3 0.121(4) 0.123(5) 0.145(5) 0.087(4) -0.031(4) -0.029(4) C4 0.220(9) 0.165(7) 0.171(8) 0.082(5) 0.132(7) 0.037(5) C5 0.243(8) 0.093(4) 0.137(6) 0.021(4) -0.036(6) -0.096(5) C6 0.092(3) 0.056(2) 0.059(2) -0.009(2) -0.044(2) 0.024(2) C7 0.072(2) 0.058(2) 0.054(2) 0.0038(15) -0.025(2) 0.004(2) C8 0.086(3) 0.083(3) 0.061(2) 0.010(2) -0.036(2) -0.016(2) C9 0.055(2) 0.071(2) 0.054(2) -0.008(2) 0.0053(14) 0.0111(15) C10 0.073(2) 0.071(2) 0.050(2) -0.006(2) 0.015(2) 0.002(2) C11 0.118(4) 0.094(3) 0.045(2) -0.001(2) 0.010(2) 0.000(3) C12 0.078(2) 0.049(2) 0.039(2) -0.0085(13) -0.0145(14) 0.0139(15) C13 0.090(3) 0.041(2) 0.047(2) 0.000 -0.011(2) 0.000 C1S 0.199(16) 0.058(6) 0.107(9) 0.011(6) -0.077(11) -0.035(8) C2S 0.319(30) 0.045(7) 0.227(20) -0.035(8) -0.104(21) 0.063(11) C3S 0.183(15) 0.072(8) 0.231(21) -0.060(11) -0.081(18) 0.047(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 Co1 O1 1.935(2) 2 ? Co1 O1 1.935(2) . ? Co1 N2 1.936(2) 2 ? Co1 N2 1.936(2) . ? Co1 N1 1.976(2) . ? Co1 N1 1.976(2) 2 ? O1 C1 1.274(3) . ? O2 C1 1.215(4) . ? N1 C6 1.461(4) . ? N2 C12 1.303(4) . ? N2 C9 1.473(4) . ? C1 C2 1.547(5) . ? C2 C5 1.490(7) . ? C2 C4 1.491(7) . ? C2 C3 1.506(6) . ? C6 C7 1.471(4) . ? C7 C8 1.167(5) . ? C9 C10 1.461(5) . ? C10 C11 1.172(6) . ? C12 C13 1.375(5) . ? C13 C12 1.375(4) 2 ? C1S C3S 1.44(2) 2 ? C1S C2S 1.46(3) . ? C2S C3S 1.30(2) . ? C3S C1S 1.44(2) 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 O1 Co1 O1 85.23(12) 2 . ? O1 Co1 N2 91.19(10) 2 2 ? O1 Co1 N2 172.51(8) . 2 ? O1 Co1 N2 172.51(9) 2 . ? O1 Co1 N2 91.19(10) . . ? N2 Co1 N2 93.10(15) 2 . ? O1 Co1 N1 80.71(9) 2 . ? O1 Co1 N1 95.39(9) . . ? N2 Co1 N1 90.51(10) 2 . ? N2 Co1 N1 93.11(10) . . ? O1 Co1 N1 95.39(9) 2 2 ? O1 Co1 N1 80.71(9) . 2 ? N2 Co1 N1 93.11(10) 2 2 ? N2 Co1 N1 90.51(10) . 2 ? N1 Co1 N1 174.74(14) . 2 ? C1 O1 Co1 132.1(2) . . ? C6 N1 Co1 122.8(2) . . ? C12 N2 C9 115.7(3) . . ? C12 N2 Co1 124.7(2) . . ? C9 N2 Co1 119.5(2) . . ? O2 C1 O1 125.2(3) . . ? O2 C1 C2 119.6(3) . . ? O1 C1 C2 115.2(3) . . ? C5 C2 C4 107.6(7) . . ? C5 C2 C3 113.2(6) . . ? C4 C2 C3 109.6(6) . . ? C5 C2 C1 109.4(4) . . ? C4 C2 C1 106.7(4) . . ? C3 C2 C1 110.1(3) . . ? N1 C6 C7 111.9(3) . . ? C8 C7 C6 178.7(4) . . ? C10 C9 N2 112.1(3) . . ? C11 C10 C9 178.3(5) . . ? N2 C12 C13 127.3(3) . . ? C12 C13 C12 122.9(4) 2 . ? C3S C1S C2S 133.6(13) 2 . ? C3S C2S C1S 118.1(22) . . ? C2S C3S C1S 107.9(20) . 2 ? _refine_diff_density_max 0.427 _refine_diff_density_min -0.334 _refine_diff_density_rms 0.068 data_copr _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C22 H38 Co N4 O4' _chemical_formula_weight 481.49 _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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.528(3) _cell_length_b 10.634(4) _cell_length_c 11.041(4) _cell_angle_alpha 66.36 _cell_angle_beta 79.60 _cell_angle_gamma 75.89 _cell_volume 678.0(5) _cell_formula_units_Z 1 _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 1.179 _exptl_crystal_density_method ? _exptl_crystal_F_000 257 _exptl_absorpt_coefficient_mu 0.663 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3675 _diffrn_reflns_av_R_equivalents 0.0265 _diffrn_reflns_av_sigmaI/netI 0.0197 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 28.57 _reflns_number_total 3388 _reflns_number_observed 3033 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^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 3388 _refine_ls_number_parameters 218 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0524 _refine_ls_R_factor_obs 0.0463 _refine_ls_wR_factor_all 0.1326 _refine_ls_wR_factor_obs 0.1310 _refine_ls_goodness_of_fit_all 1.173 _refine_ls_goodness_of_fit_obs 1.229 _refine_ls_restrained_S_all 1.173 _refine_ls_restrained_S_obs 1.229 _refine_ls_shift/esd_max -0.068 _refine_ls_shift/esd_mean 0.006 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 0.0000 0.03639(14) Uani 1 d S . O1 O -0.0792(2) 0.61076(15) -0.19239(13) 0.0483(3) Uani 1 d . . O2 O -0.4174(2) 0.5933(2) -0.16486(14) 0.0533(3) Uani 1 d . . N1 N -0.1645(3) 0.3300(2) 0.0273(2) 0.0483(3) Uani 1 d . . N2 N 0.2964(2) 0.3928(2) -0.0766(2) 0.0449(3) Uani 1 d . . C1 C -0.2591(2) 0.6377(2) -0.2343(2) 0.0388(3) Uani 1 d . . C2 C -0.2748(3) 0.7292(2) -0.3823(2) 0.0484(4) Uani 1 d . . C3 C -0.1662(7) 0.6374(4) -0.4600(3) 0.0911(11) Uani 1 d . . C4 C -0.5050(5) 0.7856(4) -0.4137(3) 0.0800(8) Uani 1 d . . C5 C -0.1616(6) 0.8508(3) -0.4215(4) 0.0893(10) Uani 1 d . . C6 C -0.0652(5) 0.1835(2) 0.0845(4) 0.0755(7) Uani 1 d . . C7 C -0.2090(5) 0.0854(3) 0.1175(3) 0.0775(7) Uani 1 d . . C8 C -0.3259(8) 0.0100(4) 0.1437(5) 0.1088(14) Uani 1 d . . C9 C 0.3145(4) 0.3784(3) -0.2036(2) 0.0637(5) Uani 1 d . . C10 C 0.5240(4) 0.3053(3) -0.2393(3) 0.0685(6) Uani 1 d . . C11 C 0.6904(6) 0.2454(4) -0.2633(4) 0.0986(12) Uani 1 d . . H1A H -0.2165(51) 0.3430(35) -0.0545(35) 0.083(9) Uiso 1 d . . H1B H -0.2781(44) 0.3405(26) 0.0726(25) 0.051(6) Uiso 1 d . . H21 H 0.3370(42) 0.3142(31) -0.0183(28) 0.059(7) Uiso 1 d . . H22 H 0.3812(44) 0.4313(29) -0.0827(26) 0.058(7) Uiso 1 d . . H31 H -0.2559(108) 0.5315(82) -0.4187(70) 0.214(28) Uiso 1 d . . H32 H -0.0349(75) 0.6074(52) -0.4462(43) 0.117(15) Uiso 1 d . . H33 H -0.1735(57) 0.6929(38) -0.5537(39) 0.092(10) Uiso 1 d . . H41 H -0.5553(53) 0.7071(38) -0.4014(34) 0.082(10) Uiso 1 d . . H42 H -0.5675(64) 0.8366(46) -0.3451(42) 0.116(13) Uiso 1 d . . H43 H -0.5105(56) 0.8403(40) -0.5012(39) 0.096(11) Uiso 1 d . . H51 H -0.2281(59) 0.8964(40) -0.3609(39) 0.091(11) Uiso 1 d . . H52 H -0.1783(55) 0.9152(39) -0.5177(36) 0.087(9) Uiso 1 d . . H53 H 0.0085(72) 0.8154(48) -0.4044(44) 0.118(14) Uiso 1 d . . H61 H 0.0465(73) 0.1614(52) 0.0070(49) 0.139(16) Uiso 1 d . . H62 H -0.0115(73) 0.1769(54) 0.1633(49) 0.134(16) Uiso 1 d . . H8 H -0.4209(69) -0.0297(56) 0.1536(49) 0.128(16) Uiso 1 d . . H91 H 0.1990(49) 0.3324(33) -0.1957(31) 0.079(9) Uiso 1 d . . H92 H 0.2739(60) 0.4759(41) -0.2684(39) 0.095(11) Uiso 1 d . . H11 H 0.8257(83) 0.1967(61) -0.2925(57) 0.162(20) Uiso 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0309(2) 0.0345(2) 0.0428(2) -0.01328(12) -0.00284(11) -0.00689(11) O1 0.0370(6) 0.0564(7) 0.0431(6) -0.0094(5) -0.0031(5) -0.0102(5) O2 0.0410(6) 0.0635(8) 0.0499(7) -0.0133(6) 0.0002(5) -0.0170(6) N1 0.0391(7) 0.0400(7) 0.0649(9) -0.0180(7) -0.0009(7) -0.0114(6) N2 0.0351(7) 0.0496(8) 0.0546(8) -0.0256(7) -0.0004(6) -0.0084(6) C1 0.0364(7) 0.0361(7) 0.0420(7) -0.0150(6) -0.0005(6) -0.0048(6) C2 0.0460(9) 0.0469(9) 0.0439(8) -0.0112(7) -0.0042(7) -0.0038(7) C3 0.119(3) 0.088(2) 0.0484(12) -0.0291(13) -0.0020(14) 0.014(2) C4 0.0599(14) 0.095(2) 0.0653(15) -0.0111(14) -0.0210(11) -0.0002(14) C5 0.107(2) 0.062(2) 0.079(2) 0.0091(14) -0.023(2) -0.032(2) C6 0.0701(15) 0.0440(10) 0.110(2) -0.0223(12) -0.0186(15) -0.0112(10) C7 0.095(2) 0.0473(11) 0.092(2) -0.0297(12) 0.0118(14) -0.0245(11) C8 0.120(3) 0.072(2) 0.150(4) -0.058(2) 0.036(3) -0.052(2) C9 0.0579(12) 0.080(2) 0.0616(12) -0.0399(12) -0.0006(9) -0.0088(11) C10 0.0727(15) 0.0711(14) 0.0721(14) -0.0426(12) 0.0204(11) -0.0240(11) C11 0.082(2) 0.096(2) 0.127(3) -0.069(2) 0.040(2) -0.023(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 O1 2.0638(14) 2_565 ? Co1 O1 2.0638(14) . ? Co1 N2 2.206(2) . ? Co1 N2 2.206(2) 2_565 ? Co1 N1 2.214(2) . ? Co1 N1 2.214(2) 2_565 ? O1 C1 1.265(2) . ? O2 C1 1.241(2) . ? N1 C6 1.453(3) . ? N2 C9 1.452(3) . ? C1 C2 1.538(2) . ? C2 C3 1.518(3) . ? C2 C5 1.519(4) . ? C2 C4 1.523(3) . ? C6 C7 1.467(4) . ? C7 C8 1.158(4) . ? C9 C10 1.471(4) . ? C10 C11 1.162(4) . ? 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 Co1 O1 180.0 2_565 . ? O1 Co1 N2 90.78(6) 2_565 . ? O1 Co1 N2 89.22(6) . . ? O1 Co1 N2 89.22(6) 2_565 2_565 ? O1 Co1 N2 90.78(6) . 2_565 ? N2 Co1 N2 180.0 . 2_565 ? O1 Co1 N1 87.11(6) 2_565 . ? O1 Co1 N1 92.89(6) . . ? N2 Co1 N1 90.96(7) . . ? N2 Co1 N1 89.04(7) 2_565 . ? O1 Co1 N1 92.89(6) 2_565 2_565 ? O1 Co1 N1 87.11(6) . 2_565 ? N2 Co1 N1 89.04(7) . 2_565 ? N2 Co1 N1 90.96(7) 2_565 2_565 ? N1 Co1 N1 180.0 . 2_565 ? C1 O1 Co1 127.37(11) . . ? C6 N1 Co1 121.89(14) . . ? C9 N2 Co1 121.42(14) . . ? O2 C1 O1 124.4(2) . . ? O2 C1 C2 119.5(2) . . ? O1 C1 C2 116.12(14) . . ? C3 C2 C5 109.4(3) . . ? C3 C2 C4 109.6(3) . . ? C5 C2 C4 109.2(2) . . ? C3 C2 C1 107.0(2) . . ? C5 C2 C1 110.2(2) . . ? C4 C2 C1 111.4(2) . . ? N1 C6 C7 114.5(2) . . ? C8 C7 C6 178.6(4) . . ? N2 C9 C10 113.9(2) . . ? C11 C10 C9 177.9(4) . . ? _refine_diff_density_max 0.918 _refine_diff_density_min -0.596 _refine_diff_density_rms 0.094