# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Soo Young Choi' _publ_contact_author_email soo0@snu.ac.kr loop_ _publ_author_name A.Cyriac 'Jong Yeob Jeon' J.K.Varghese 'Ji Hae Park' ; Soo Young Choi ; 'Young Keun Chung' 'Bun Yeoul Lee' data_co01 _database_code_depnum_ccdc_archive 'CCDC 840673' #TrackingRef '- 840673.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H39 Co N2 O8' _chemical_formula_weight 614.56 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/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 11.6690(6) _cell_length_b 17.5399(13) _cell_length_c 16.0611(11) _cell_angle_alpha 90.00 _cell_angle_beta 110.763(4) _cell_angle_gamma 90.00 _cell_volume 3073.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4937 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 25.350 _exptl_crystal_description Prism _exptl_crystal_colour 'Dark brown' _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.328 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1296 _exptl_absorpt_coefficient_mu 0.609 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.8337 _exptl_absorpt_correction_T_max 0.9089 _exptl_absorpt_process_details 'R. H. Blessing, Acta Crystallogr., Sect A 1995, 51, 33-38.' _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 'horizonally mounted graphite crystal' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9388 _diffrn_reflns_av_R_equivalents 0.0335 _diffrn_reflns_av_sigmaI/netI 0.0502 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.54 _diffrn_reflns_theta_max 25.33 _reflns_number_total 5539 _reflns_number_gt 3947 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP32 _computing_publication_material 'WINGX v1.8' _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^ > 2\s(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^)+(0.0810P)^2^+3.6970P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5539 _refine_ls_number_parameters 381 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0957 _refine_ls_R_factor_gt 0.0650 _refine_ls_wR_factor_ref 0.1813 _refine_ls_wR_factor_gt 0.1623 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _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 H6O H 0.545(5) 0.018(3) 0.263(3) 0.075(16) Uiso 1 1 d . . . Co1 Co 0.74419(5) 0.09499(3) 0.34504(3) 0.0470(2) Uani 1 1 d . . . N1 N 0.8135(3) 0.0697(2) 0.4680(2) 0.0521(8) Uani 1 1 d . . . N2 N 0.7942(3) 0.1954(2) 0.3833(2) 0.0565(9) Uani 1 1 d . . . O1 O 0.6874(3) -0.00602(16) 0.30830(18) 0.0556(7) Uani 1 1 d . . . O2 O 0.6725(3) 0.11987(18) 0.22368(18) 0.0571(8) Uani 1 1 d . . . C1 C 0.8540(7) 0.1374(3) 0.5237(3) 0.097(2) Uani 1 1 d . . . H1 H 0.7770 0.1540 0.5294 0.116 Uiso 1 1 calc R . . C2 C 0.8777(7) 0.1975(3) 0.4769(4) 0.105(2) Uani 1 1 d . . . H2 H 0.9569 0.1836 0.4728 0.126 Uiso 1 1 calc R . . C3 C 0.9040(5) 0.2739(3) 0.5231(3) 0.0690(13) Uani 1 1 d . . . H3A H 0.8274 0.2977 0.5198 0.083 Uiso 1 1 calc R . . H3B H 0.9435 0.3069 0.4929 0.083 Uiso 1 1 calc R . . C4 C 0.9863(8) 0.2655(4) 0.6203(4) 0.125(3) Uani 1 1 d . . . H4A H 1.0704 0.2623 0.6229 0.150 Uiso 1 1 calc R . . H4B H 0.9792 0.3117 0.6515 0.150 Uiso 1 1 calc R . . C5 C 0.9641(7) 0.2039(4) 0.6664(4) 0.104(2) Uani 1 1 d . . . H5A H 0.8968 0.2176 0.6856 0.125 Uiso 1 1 calc R . . H5B H 1.0359 0.1971 0.7197 0.125 Uiso 1 1 calc R . . C6 C 0.9340(5) 0.1276(3) 0.6202(3) 0.0641(12) Uani 1 1 d . . . H6A H 1.0093 0.1019 0.6239 0.077 Uiso 1 1 calc R . . H6B H 0.8919 0.0961 0.6499 0.077 Uiso 1 1 calc R . . C7 C 0.8235(4) 0.0027(3) 0.5004(3) 0.0524(10) Uani 1 1 d . . . H7 H 0.8645 -0.0019 0.5615 0.063 Uiso 1 1 calc R . . C8 C 0.7776(4) -0.0667(3) 0.4521(3) 0.0501(10) Uani 1 1 d . . . C9 C 0.7108(4) -0.0684(3) 0.3597(3) 0.0504(10) Uani 1 1 d . . . C10 C 0.6637(4) -0.1382(3) 0.3193(3) 0.0571(11) Uani 1 1 d . . . C11 C 0.6848(4) -0.2033(3) 0.3720(3) 0.0643(12) Uani 1 1 d . . . H11 H 0.6531 -0.2493 0.3449 0.077 Uiso 1 1 calc R . . C12 C 0.7508(4) -0.2032(3) 0.4629(3) 0.0616(12) Uani 1 1 d . . . C13 C 0.7966(4) -0.1346(3) 0.5020(3) 0.0545(11) Uani 1 1 d . . . H13 H 0.8412 -0.1330 0.5628 0.065 Uiso 1 1 calc R . . C14 C 0.5913(5) -0.1411(3) 0.2210(3) 0.0774(15) Uani 1 1 d . . . H14A H 0.5638 -0.1923 0.2043 0.116 Uiso 1 1 calc R . . H14B H 0.6422 -0.1250 0.1887 0.116 Uiso 1 1 calc R . . H14C H 0.5217 -0.1078 0.2075 0.116 Uiso 1 1 calc R . . C15 C 0.7747(6) -0.2761(3) 0.5181(4) 0.0891(17) Uani 1 1 d . . . H15A H 0.8549 -0.2738 0.5632 0.134 Uiso 1 1 calc R . . H15B H 0.7699 -0.3191 0.4802 0.134 Uiso 1 1 calc R . . H15C H 0.7144 -0.2811 0.5458 0.134 Uiso 1 1 calc R . . C16 C 0.7634(4) 0.2555(3) 0.3343(3) 0.0578(11) Uani 1 1 d . . . H16 H 0.7913 0.3021 0.3616 0.069 Uiso 1 1 calc R . . C17 C 0.6900(4) 0.2567(3) 0.2416(3) 0.0537(10) Uani 1 1 d . . . C18 C 0.6522(4) 0.1895(3) 0.1908(3) 0.0526(10) Uani 1 1 d . . . C19 C 0.5878(4) 0.1964(3) 0.0976(3) 0.0596(11) Uani 1 1 d . . . C20 C 0.5636(4) 0.2687(3) 0.0619(3) 0.0640(12) Uani 1 1 d . . . H20 H 0.5224 0.2728 0.0008 0.077 Uiso 1 1 calc R . . C21 C 0.5964(4) 0.3361(3) 0.1104(3) 0.0643(12) Uani 1 1 d . . . C22 C 0.6610(4) 0.3285(3) 0.2000(3) 0.0624(12) Uani 1 1 d . . . H22 H 0.6864 0.3723 0.2344 0.075 Uiso 1 1 calc R . . C23 C 0.5499(5) 0.1249(3) 0.0426(3) 0.0801(15) Uani 1 1 d . . . H23A H 0.5096 0.1383 -0.0189 0.120 Uiso 1 1 calc R . . H23B H 0.4948 0.0960 0.0628 0.120 Uiso 1 1 calc R . . H23C H 0.6212 0.0947 0.0489 0.120 Uiso 1 1 calc R . . C24 C 0.5627(5) 0.4131(3) 0.0678(4) 0.0775(15) Uani 1 1 d . . . H24A H 0.4752 0.4187 0.0456 0.116 Uiso 1 1 calc R . . H24B H 0.5925 0.4178 0.0194 0.116 Uiso 1 1 calc R . . H24C H 0.5989 0.4521 0.1111 0.116 Uiso 1 1 calc R . . O3 O 0.9022(3) 0.07905(19) 0.33889(19) 0.0614(8) Uani 1 1 d . . . O4 O 1.0464(3) 0.0621(2) 0.2850(2) 0.0739(10) Uani 1 1 d . . . C25 C 0.9375(4) 0.0540(3) 0.2770(3) 0.0606(12) Uani 1 1 d . . . C26 C 0.8541(5) 0.0123(4) 0.1976(4) 0.0874(18) Uani 1 1 d . . . H26A H 0.8345 0.0444 0.1460 0.131 Uiso 1 1 calc R . . H26B H 0.7801 -0.0013 0.2073 0.131 Uiso 1 1 calc R . . H26C H 0.8941 -0.0331 0.1883 0.131 Uiso 1 1 calc R . . O5 O 0.5873(3) 0.12050(19) 0.3584(2) 0.0615(8) Uani 1 1 d . . . O6 O 0.4692(4) 0.0402(3) 0.2580(3) 0.0922(13) Uani 1 1 d . . . C27 C 0.4845(4) 0.0973(3) 0.3118(3) 0.0614(12) Uani 1 1 d . . . C28 C 0.3710(4) 0.1286(3) 0.3196(4) 0.0809(16) Uani 1 1 d . . . H28A H 0.3413 0.0943 0.3539 0.121 Uiso 1 1 calc R . . H28B H 0.3100 0.1344 0.2613 0.121 Uiso 1 1 calc R . . H28C H 0.3881 0.1773 0.3486 0.121 Uiso 1 1 calc R . . O31 O 1.1290(4) 0.0535(3) 0.1549(3) 0.1125(15) Uani 1 1 d . . . H31 H 1.0918 0.0472 0.1891 0.169 Uiso 1 1 calc R . . O32 O 1.1044(7) -0.0686(4) 0.1421(5) 0.164(3) Uani 1 1 d . . . C31 C 1.1414(6) -0.0090(4) 0.1221(4) 0.0894(18) Uani 1 1 d . . . C32 C 1.2081(7) -0.0068(4) 0.0578(5) 0.113(2) Uani 1 1 d . . . H32A H 1.2945 -0.0025 0.0901 0.169 Uiso 1 1 calc R . . H32B H 1.1806 0.0362 0.0189 0.169 Uiso 1 1 calc R . . H32C H 1.1919 -0.0529 0.0232 0.169 Uiso 1 1 calc 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 0.0524(4) 0.0492(3) 0.0402(3) -0.0011(3) 0.0172(2) 0.0005(3) N1 0.060(2) 0.050(2) 0.0437(19) -0.0024(16) 0.0148(16) -0.0016(17) N2 0.071(2) 0.053(2) 0.0418(19) -0.0036(17) 0.0151(17) -0.0050(18) O1 0.0689(19) 0.0496(17) 0.0434(16) -0.0035(13) 0.0138(14) -0.0015(14) O2 0.0702(19) 0.0581(19) 0.0405(15) 0.0000(13) 0.0165(14) 0.0013(15) C1 0.155(6) 0.056(3) 0.050(3) -0.006(3) 0.001(3) -0.020(3) C2 0.170(7) 0.061(3) 0.052(3) -0.001(3) 0.000(4) -0.024(4) C3 0.083(3) 0.056(3) 0.065(3) -0.008(2) 0.022(3) -0.014(2) C4 0.197(8) 0.087(5) 0.061(4) -0.015(3) 0.007(4) -0.038(5) C5 0.155(6) 0.082(4) 0.054(3) -0.013(3) 0.011(4) -0.031(4) C6 0.075(3) 0.066(3) 0.046(2) -0.009(2) 0.015(2) -0.002(2) C7 0.055(2) 0.056(3) 0.046(2) 0.003(2) 0.0176(19) 0.003(2) C8 0.048(2) 0.055(2) 0.050(2) 0.002(2) 0.0214(19) 0.0009(19) C9 0.051(2) 0.053(2) 0.050(2) -0.003(2) 0.0212(19) 0.000(2) C10 0.059(3) 0.058(3) 0.059(3) -0.007(2) 0.027(2) -0.004(2) C11 0.068(3) 0.050(3) 0.077(3) -0.007(2) 0.028(3) -0.008(2) C12 0.060(3) 0.057(3) 0.070(3) 0.006(2) 0.026(2) -0.005(2) C13 0.056(3) 0.056(3) 0.052(2) 0.004(2) 0.020(2) 0.003(2) C14 0.095(4) 0.073(4) 0.058(3) -0.013(3) 0.020(3) -0.014(3) C15 0.100(4) 0.060(3) 0.105(5) 0.019(3) 0.033(4) -0.006(3) C16 0.070(3) 0.049(3) 0.054(3) -0.002(2) 0.022(2) -0.006(2) C17 0.057(3) 0.059(3) 0.049(2) 0.004(2) 0.024(2) 0.005(2) C18 0.052(2) 0.061(3) 0.049(2) 0.007(2) 0.022(2) 0.005(2) C19 0.057(3) 0.074(3) 0.047(2) 0.005(2) 0.018(2) 0.010(2) C20 0.066(3) 0.078(3) 0.048(3) 0.015(2) 0.021(2) 0.015(2) C21 0.068(3) 0.073(3) 0.060(3) 0.016(3) 0.034(2) 0.016(2) C22 0.076(3) 0.058(3) 0.062(3) 0.004(2) 0.035(3) 0.003(2) C23 0.092(4) 0.084(4) 0.052(3) -0.004(3) 0.011(3) 0.011(3) C24 0.093(4) 0.071(3) 0.075(3) 0.022(3) 0.038(3) 0.022(3) O3 0.0558(17) 0.082(2) 0.0483(17) -0.0140(16) 0.0215(14) -0.0016(15) O4 0.062(2) 0.105(3) 0.061(2) -0.0081(19) 0.0295(16) 0.0002(19) C25 0.066(3) 0.073(3) 0.042(2) 0.000(2) 0.019(2) 0.011(2) C26 0.077(3) 0.123(5) 0.065(3) -0.034(3) 0.028(3) -0.004(3) O5 0.0528(18) 0.075(2) 0.0544(18) -0.0117(16) 0.0159(15) -0.0018(15) O6 0.063(2) 0.113(3) 0.091(3) -0.038(3) 0.016(2) -0.008(2) C27 0.059(3) 0.069(3) 0.053(3) 0.001(2) 0.016(2) -0.001(2) C28 0.052(3) 0.092(4) 0.093(4) -0.012(3) 0.018(3) 0.001(3) O31 0.120(3) 0.110(4) 0.129(4) -0.046(3) 0.071(3) -0.016(3) O32 0.243(7) 0.094(4) 0.208(7) 0.020(4) 0.144(6) 0.037(4) C31 0.093(4) 0.082(4) 0.093(4) -0.013(4) 0.033(4) 0.020(3) C32 0.142(6) 0.125(6) 0.097(5) -0.020(4) 0.073(5) 0.004(5) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O2 1.880(3) . ? Co1 N2 1.889(4) . ? Co1 O3 1.902(3) . ? Co1 N1 1.902(3) . ? Co1 O1 1.910(3) . ? Co1 O5 1.969(3) . ? N1 C7 1.274(5) . ? N1 C1 1.460(6) . ? N2 C16 1.287(6) . ? N2 C2 1.475(6) . ? O1 C9 1.339(5) . ? O2 C18 1.318(5) . ? C1 C2 1.379(8) . ? C1 C6 1.509(7) . ? C1 H1 0.9800 . ? C2 C3 1.510(7) . ? C2 H2 0.9800 . ? C3 C4 1.522(8) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C5 1.385(8) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.511(7) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.442(6) . ? C7 H7 0.9300 . ? C8 C13 1.409(6) . ? C8 C9 1.410(6) . ? C9 C10 1.403(6) . ? C10 C11 1.390(6) . ? C10 C14 1.503(6) . ? C11 C12 1.389(7) . ? C11 H11 0.9300 . ? C12 C13 1.374(6) . ? C12 C15 1.523(7) . ? C13 H13 0.9300 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.431(6) . ? C16 H16 0.9300 . ? C17 C22 1.410(6) . ? C17 C18 1.412(6) . ? C18 C19 1.422(6) . ? C19 C20 1.380(6) . ? C19 C23 1.508(7) . ? C20 C21 1.392(7) . ? C20 H20 0.9300 . ? C21 C22 1.375(6) . ? C21 C24 1.503(6) . ? C22 H22 0.9300 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? O3 C25 1.280(5) . ? O4 C25 1.240(5) . ? C25 C26 1.494(7) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? O5 C27 1.235(5) . ? O6 C27 1.293(6) . ? O6 H6O 0.94(5) . ? C27 C28 1.480(7) . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? O31 C31 1.246(7) . ? O31 H31 0.8200 . ? O32 C31 1.217(8) . ? C31 C32 1.498(9) . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Co1 N2 95.34(14) . . ? O2 Co1 O3 93.63(13) . . ? N2 Co1 O3 87.74(15) . . ? O2 Co1 N1 178.86(14) . . ? N2 Co1 N1 84.93(15) . . ? O3 Co1 N1 87.49(14) . . ? O2 Co1 O1 85.24(13) . . ? N2 Co1 O1 177.34(14) . . ? O3 Co1 O1 94.82(13) . . ? N1 Co1 O1 94.44(14) . . ? O2 Co1 O5 88.33(13) . . ? N2 Co1 O5 86.83(15) . . ? O3 Co1 O5 174.38(13) . . ? N1 Co1 O5 90.58(14) . . ? O1 Co1 O5 90.59(13) . . ? C7 N1 C1 122.4(4) . . ? C7 N1 Co1 125.7(3) . . ? C1 N1 Co1 111.8(3) . . ? C16 N2 C2 122.9(4) . . ? C16 N2 Co1 125.3(3) . . ? C2 N2 Co1 111.8(3) . . ? C9 O1 Co1 126.5(3) . . ? C18 O2 Co1 125.5(3) . . ? C2 C1 N1 111.9(5) . . ? C2 C1 C6 118.4(5) . . ? N1 C1 C6 119.0(4) . . ? C2 C1 H1 101.0 . . ? N1 C1 H1 101.0 . . ? C6 C1 H1 101.0 . . ? C1 C2 N2 110.4(5) . . ? C1 C2 C3 117.2(5) . . ? N2 C2 C3 117.9(5) . . ? C1 C2 H2 102.9 . . ? N2 C2 H2 102.9 . . ? C3 C2 H2 102.9 . . ? C2 C3 C4 111.2(5) . . ? C2 C3 H3A 109.4 . . ? C4 C3 H3A 109.4 . . ? C2 C3 H3B 109.4 . . ? C4 C3 H3B 109.4 . . ? H3A C3 H3B 108.0 . . ? C5 C4 C3 117.0(6) . . ? C5 C4 H4A 108.0 . . ? C3 C4 H4A 108.0 . . ? C5 C4 H4B 108.0 . . ? C3 C4 H4B 108.0 . . ? H4A C4 H4B 107.3 . . ? C4 C5 C6 118.9(5) . . ? C4 C5 H5A 107.6 . . ? C6 C5 H5A 107.6 . . ? C4 C5 H5B 107.6 . . ? C6 C5 H5B 107.6 . . ? H5A C5 H5B 107.0 . . ? C1 C6 C5 110.8(4) . . ? C1 C6 H6A 109.5 . . ? C5 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 108.1 . . ? N1 C7 C8 126.6(4) . . ? N1 C7 H7 116.7 . . ? C8 C7 H7 116.7 . . ? C13 C8 C9 119.8(4) . . ? C13 C8 C7 117.0(4) . . ? C9 C8 C7 123.1(4) . . ? O1 C9 C10 117.8(4) . . ? O1 C9 C8 123.2(4) . . ? C10 C9 C8 119.0(4) . . ? C11 C10 C9 118.6(4) . . ? C11 C10 C14 121.6(4) . . ? C9 C10 C14 119.8(4) . . ? C12 C11 C10 123.5(4) . . ? C12 C11 H11 118.2 . . ? C10 C11 H11 118.2 . . ? C13 C12 C11 117.5(4) . . ? C13 C12 C15 120.5(5) . . ? C11 C12 C15 122.0(5) . . ? C12 C13 C8 121.5(4) . . ? C12 C13 H13 119.2 . . ? C8 C13 H13 119.2 . . ? C10 C14 H14A 109.5 . . ? C10 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C10 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 H15A 109.5 . . ? C12 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C12 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N2 C16 C17 125.6(4) . . ? N2 C16 H16 117.2 . . ? C17 C16 H16 117.2 . . ? C22 C17 C18 120.0(4) . . ? C22 C17 C16 117.4(4) . . ? C18 C17 C16 122.6(4) . . ? O2 C18 C17 124.5(4) . . ? O2 C18 C19 116.9(4) . . ? C17 C18 C19 118.5(4) . . ? C20 C19 C18 118.0(5) . . ? C20 C19 C23 123.2(4) . . ? C18 C19 C23 118.8(4) . . ? C19 C20 C21 124.9(4) . . ? C19 C20 H20 117.5 . . ? C21 C20 H20 117.5 . . ? C22 C21 C20 116.4(4) . . ? C22 C21 C24 121.4(5) . . ? C20 C21 C24 122.2(4) . . ? C21 C22 C17 122.1(5) . . ? C21 C22 H22 118.9 . . ? C17 C22 H22 118.9 . . ? C19 C23 H23A 109.5 . . ? C19 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C19 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C25 O3 Co1 132.4(3) . . ? O4 C25 O3 118.7(4) . . ? O4 C25 C26 118.5(4) . . ? O3 C25 C26 122.7(4) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C27 O5 Co1 126.8(3) . . ? C27 O6 H6O 111(3) . . ? O5 C27 O6 122.3(5) . . ? O5 C27 C28 122.2(5) . . ? O6 C27 C28 115.3(4) . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C31 O31 H31 109.5 . . ? O32 C31 O31 122.7(7) . . ? O32 C31 C32 121.5(6) . . ? O31 C31 C32 115.8(7) . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.33 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.740 _refine_diff_density_min -0.430 _refine_diff_density_rms 0.061 # Attachment '- 840674.cif' data_co03 _database_code_depnum_ccdc_archive 'CCDC 840674' #TrackingRef '- 840674.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H33 Cl2 Co N2 O4' _chemical_formula_weight 579.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.0257(4) _cell_length_b 12.2862(4) _cell_length_c 12.3223(4) _cell_angle_alpha 82.506(2) _cell_angle_beta 65.358(2) _cell_angle_gamma 66.712(2) _cell_volume 1392.42(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4964 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description Prism _exptl_crystal_colour 'Dark brown' _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.382 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 604 _exptl_absorpt_coefficient_mu 0.843 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.7347 _exptl_absorpt_correction_T_max 0.8700 _exptl_absorpt_process_details 'R. H. Blessing, Acta Crystallogr., Sect A 1995, 51, 33-38.' _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 'horizonally mounted graphite crystal' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9154 _diffrn_reflns_av_R_equivalents 0.0242 _diffrn_reflns_av_sigmaI/netI 0.0448 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.62 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6350 _reflns_number_gt 4852 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP32 _computing_publication_material 'WINGX v1.8' _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^ > 2\s(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^)+(0.0818P)^2^+1.0292P] 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 6350 _refine_ls_number_parameters 330 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0796 _refine_ls_R_factor_gt 0.0575 _refine_ls_wR_factor_ref 0.1651 _refine_ls_wR_factor_gt 0.1499 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _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 Co1 Co 0.61578(4) 0.57708(3) 0.73290(4) 0.04006(15) Uani 1 1 d . . . N1 N 0.5676(3) 0.4574(2) 0.8339(2) 0.0414(5) Uani 1 1 d . . . N2 N 0.8026(3) 0.4573(2) 0.6711(2) 0.0420(6) Uani 1 1 d . . . O1 O 0.4322(2) 0.69803(18) 0.7982(2) 0.0475(5) Uani 1 1 d . . . O2 O 0.6707(2) 0.63932(18) 0.82847(19) 0.0456(5) Uani 1 1 d . . . O3 O 0.5674(2) 0.54333(19) 0.60797(19) 0.0469(5) Uani 1 1 d . . . O4 O 0.6586(2) 0.67486(19) 0.5903(2) 0.0499(5) Uani 1 1 d . . . C1 C 0.6907(3) 0.3423(3) 0.8121(3) 0.0455(7) Uani 1 1 d . . . H1 H 0.7406 0.3427 0.8617 0.055 Uiso 1 1 calc R . . C2 C 0.7936(3) 0.3398(2) 0.6802(3) 0.0450(7) Uani 1 1 d . . . H2 H 0.7460 0.3366 0.6296 0.054 Uiso 1 1 calc R . . C3 C 0.9322(4) 0.2318(3) 0.6498(4) 0.0586(9) Uani 1 1 d . . . H3A H 0.9818 0.2337 0.6983 0.070 Uiso 1 1 calc R . . H3B H 0.9950 0.2312 0.5664 0.070 Uiso 1 1 calc R . . C4 C 0.8965(5) 0.1208(3) 0.6739(4) 0.0712(11) Uani 1 1 d . . . H4A H 0.8531 0.1168 0.6211 0.085 Uiso 1 1 calc R . . H4B H 0.9847 0.0511 0.6567 0.085 Uiso 1 1 calc R . . C5 C 0.7934(5) 0.1207(3) 0.8032(4) 0.0758(12) Uani 1 1 d . . . H5A H 0.8412 0.1157 0.8553 0.091 Uiso 1 1 calc R . . H5B H 0.7693 0.0510 0.8140 0.091 Uiso 1 1 calc R . . C6 C 0.6542(4) 0.2318(3) 0.8393(4) 0.0652(10) Uani 1 1 d . . . H6A H 0.5987 0.2316 0.7955 0.078 Uiso 1 1 calc R . . H6B H 0.5962 0.2319 0.9239 0.078 Uiso 1 1 calc R . . C7 C 0.4375(3) 0.4681(3) 0.9030(3) 0.0447(7) Uani 1 1 d . . . H7 H 0.4247 0.4009 0.9419 0.054 Uiso 1 1 calc R . . C8 C 0.3109(3) 0.5737(3) 0.9254(3) 0.0449(7) Uani 1 1 d . . . C9 C 0.3152(3) 0.6836(3) 0.8754(3) 0.0445(7) Uani 1 1 d . . . C10 C 0.1839(4) 0.7845(3) 0.9120(3) 0.0510(8) Uani 1 1 d . . . C11 C 0.0580(4) 0.7719(3) 0.9901(3) 0.0570(9) Uani 1 1 d . . . H11 H -0.0268 0.8390 1.0126 0.068 Uiso 1 1 calc R . . C12 C 0.0507(4) 0.6631(3) 1.0377(3) 0.0577(9) Uani 1 1 d . . . C13 C 0.1771(4) 0.5668(3) 1.0052(3) 0.0528(8) Uani 1 1 d . . . H13 H 0.1758 0.4940 1.0363 0.063 Uiso 1 1 calc R . . C14 C 0.1873(4) 0.9018(3) 0.8609(4) 0.0686(11) Uani 1 1 d . . . H14A H 0.0905 0.9592 0.8837 0.103 Uiso 1 1 calc R . . H14B H 0.2344 0.8931 0.7753 0.103 Uiso 1 1 calc R . . H14C H 0.2392 0.9280 0.8909 0.103 Uiso 1 1 calc R . . C15 C -0.0913(4) 0.6549(4) 1.1227(4) 0.0802(13) Uani 1 1 d . . . H15A H -0.0741 0.5773 1.1546 0.120 Uiso 1 1 calc R . . H15B H -0.1520 0.6690 1.0806 0.120 Uiso 1 1 calc R . . H15C H -0.1380 0.7133 1.1868 0.120 Uiso 1 1 calc R . . C16 C 0.9188(3) 0.4729(3) 0.6517(3) 0.0466(7) Uani 1 1 d . . . H16 H 1.0071 0.4112 0.6154 0.056 Uiso 1 1 calc R . . C17 C 0.9179(3) 0.5815(3) 0.6838(3) 0.0446(7) Uani 1 1 d . . . C18 C 0.7929(3) 0.6570(3) 0.7766(3) 0.0422(6) Uani 1 1 d . . . C19 C 0.8043(4) 0.7520(3) 0.8213(3) 0.0461(7) Uani 1 1 d . . . C20 C 0.9325(4) 0.7695(3) 0.7706(3) 0.0509(8) Uani 1 1 d . . . H20 H 0.9373 0.8330 0.8000 0.061 Uiso 1 1 calc R . . C21 C 1.0559(4) 0.6973(3) 0.6774(3) 0.0517(8) Uani 1 1 d . . . C22 C 1.0463(4) 0.6031(3) 0.6376(3) 0.0500(7) Uani 1 1 d . . . H22 H 1.1273 0.5516 0.5780 0.060 Uiso 1 1 calc R . . C23 C 0.6756(4) 0.8291(3) 0.9254(3) 0.0611(9) Uani 1 1 d . . . H23A H 0.6930 0.8961 0.9380 0.092 Uiso 1 1 calc R . . H23B H 0.6608 0.7838 0.9961 0.092 Uiso 1 1 calc R . . H23C H 0.5914 0.8562 0.9080 0.092 Uiso 1 1 calc R . . C24 C 1.1932(4) 0.7201(4) 0.6271(4) 0.0710(11) Uani 1 1 d . . . H24A H 1.2637 0.6648 0.5615 0.107 Uiso 1 1 calc R . . H24B H 1.2290 0.7106 0.6881 0.107 Uiso 1 1 calc R . . H24C H 1.1745 0.7995 0.5997 0.107 Uiso 1 1 calc R . . C25 C 0.6060(3) 0.6249(3) 0.5482(3) 0.0486(7) Uani 1 1 d . . . C26 C 0.5903(5) 0.6590(4) 0.4325(4) 0.0714(11) Uani 1 1 d . . . H26A H 0.5127 0.7346 0.4432 0.107 Uiso 1 1 calc R . . H26B H 0.5696 0.6004 0.4067 0.107 Uiso 1 1 calc R . . H26C H 0.6782 0.6639 0.3734 0.107 Uiso 1 1 calc R . . C101 C 0.5850(10) 0.9376(5) 0.6508(6) 0.140(3) Uani 1 1 d . . . H10A H 0.6473 0.8794 0.6854 0.167 Uiso 1 1 calc R . . H10B H 0.5286 0.9009 0.6378 0.167 Uiso 1 1 calc R . . Cl01 Cl 0.4696(3) 1.05647(14) 0.75165(19) 0.1402(7) Uani 1 1 d . . . Cl02 Cl 0.6897(3) 0.9746(3) 0.5161(3) 0.2109(14) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0397(2) 0.0342(2) 0.0378(2) -0.00004(15) -0.01026(17) -0.01082(16) N1 0.0415(13) 0.0366(12) 0.0390(14) 0.0003(10) -0.0123(11) -0.0115(10) N2 0.0436(14) 0.0369(12) 0.0361(13) -0.0021(10) -0.0107(11) -0.0107(11) O1 0.0418(12) 0.0375(10) 0.0486(13) -0.0001(9) -0.0102(10) -0.0087(9) O2 0.0435(12) 0.0445(11) 0.0409(12) -0.0073(9) -0.0084(9) -0.0153(9) O3 0.0482(12) 0.0482(12) 0.0421(12) 0.0015(9) -0.0157(10) -0.0183(10) O4 0.0495(13) 0.0423(11) 0.0482(13) 0.0064(9) -0.0138(11) -0.0153(10) C1 0.0484(17) 0.0372(14) 0.0430(17) 0.0019(12) -0.0159(14) -0.0111(13) C2 0.0500(17) 0.0337(14) 0.0421(17) -0.0034(12) -0.0144(14) -0.0098(13) C3 0.053(2) 0.0413(16) 0.060(2) -0.0058(15) -0.0110(17) -0.0064(15) C4 0.073(3) 0.0359(17) 0.084(3) -0.0079(17) -0.024(2) -0.0052(17) C5 0.068(3) 0.0376(17) 0.097(3) 0.0056(19) -0.022(2) -0.0085(17) C6 0.060(2) 0.0385(17) 0.081(3) 0.0060(17) -0.018(2) -0.0157(16) C7 0.0483(17) 0.0413(15) 0.0402(17) 0.0029(12) -0.0151(14) -0.0158(14) C8 0.0448(17) 0.0477(16) 0.0374(16) -0.0004(13) -0.0138(13) -0.0151(14) C9 0.0416(16) 0.0450(16) 0.0379(16) -0.0056(12) -0.0131(13) -0.0085(13) C10 0.0477(18) 0.0476(17) 0.0473(19) -0.0056(14) -0.0157(15) -0.0092(14) C11 0.0418(18) 0.059(2) 0.053(2) -0.0106(16) -0.0145(16) -0.0028(15) C12 0.0443(18) 0.072(2) 0.049(2) -0.0019(17) -0.0146(16) -0.0179(17) C13 0.0458(18) 0.0593(19) 0.0476(19) 0.0060(15) -0.0164(15) -0.0181(15) C14 0.057(2) 0.0422(18) 0.083(3) -0.0079(18) -0.019(2) -0.0031(16) C15 0.045(2) 0.096(3) 0.080(3) 0.007(2) -0.013(2) -0.023(2) C16 0.0397(16) 0.0444(16) 0.0416(17) -0.0058(13) -0.0083(13) -0.0083(13) C17 0.0432(16) 0.0445(16) 0.0396(17) -0.0009(13) -0.0137(13) -0.0123(13) C18 0.0449(16) 0.0412(15) 0.0375(16) 0.0042(12) -0.0166(13) -0.0140(13) C19 0.0514(18) 0.0416(15) 0.0407(17) 0.0024(12) -0.0159(14) -0.0161(14) C20 0.059(2) 0.0477(17) 0.0486(19) 0.0012(14) -0.0225(16) -0.0214(15) C21 0.0485(18) 0.0600(19) 0.0477(19) 0.0030(15) -0.0173(15) -0.0240(16) C22 0.0431(17) 0.0565(18) 0.0426(18) -0.0020(14) -0.0128(14) -0.0146(15) C23 0.064(2) 0.0520(19) 0.058(2) -0.0109(16) -0.0117(18) -0.0221(17) C24 0.065(2) 0.096(3) 0.059(2) -0.004(2) -0.014(2) -0.046(2) C25 0.0423(17) 0.0492(17) 0.0417(18) 0.0029(14) -0.0121(14) -0.0105(14) C26 0.068(3) 0.088(3) 0.055(2) 0.020(2) -0.029(2) -0.027(2) C101 0.216(8) 0.066(3) 0.120(6) 0.006(3) -0.080(6) -0.025(4) Cl01 0.194(2) 0.0780(9) 0.1364(15) -0.0024(9) -0.0621(14) -0.0422(11) Cl02 0.1101(16) 0.174(2) 0.243(3) -0.014(2) 0.0082(18) -0.0280(15) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 1.878(2) . ? Co1 O2 1.880(2) . ? Co1 N2 1.891(3) . ? Co1 N1 1.892(2) . ? Co1 O3 1.962(2) . ? Co1 O4 1.990(2) . ? Co1 C25 2.311(3) . ? N1 C7 1.289(4) . ? N1 C1 1.480(4) . ? N2 C16 1.289(4) . ? N2 C2 1.473(4) . ? O1 C9 1.310(4) . ? O2 C18 1.322(4) . ? O3 C25 1.269(4) . ? O4 C25 1.264(4) . ? C1 C6 1.522(4) . ? C1 C2 1.542(4) . ? C1 H1 0.9800 . ? C2 C3 1.512(4) . ? C2 H2 0.9800 . ? C3 C4 1.525(5) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C5 1.523(6) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.533(5) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.431(4) . ? C7 H7 0.9300 . ? C8 C9 1.418(4) . ? C8 C13 1.420(5) . ? C9 C10 1.421(4) . ? C10 C11 1.376(5) . ? C10 C14 1.503(5) . ? C11 C12 1.407(5) . ? C11 H11 0.9300 . ? C12 C13 1.363(5) . ? C12 C15 1.513(5) . ? C13 H13 0.9300 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.435(4) . ? C16 H16 0.9300 . ? C17 C22 1.408(4) . ? C17 C18 1.421(4) . ? C18 C19 1.421(4) . ? C19 C20 1.379(5) . ? C19 C23 1.514(5) . ? C20 C21 1.402(5) . ? C20 H20 0.9300 . ? C21 C22 1.371(5) . ? C21 C24 1.504(5) . ? C22 H22 0.9300 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 C26 1.493(5) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C101 Cl02 1.707(8) . ? C101 Cl01 1.726(6) . ? C101 H10A 0.9700 . ? C101 H10B 0.9700 . ? 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 O2 88.05(10) . . ? O1 Co1 N2 177.80(11) . . ? O2 Co1 N2 89.76(10) . . ? O1 Co1 N1 96.23(10) . . ? O2 Co1 N1 98.76(10) . . ? N2 Co1 N1 83.94(11) . . ? O1 Co1 O3 89.69(10) . . ? O2 Co1 O3 166.07(9) . . ? N2 Co1 O3 92.48(10) . . ? N1 Co1 O3 95.15(10) . . ? O1 Co1 O4 87.57(9) . . ? O2 Co1 O4 99.81(10) . . ? N2 Co1 O4 92.97(10) . . ? N1 Co1 O4 161.15(10) . . ? O3 Co1 O4 66.35(9) . . ? O1 Co1 C25 86.97(11) . . ? O2 Co1 C25 132.81(11) . . ? N2 Co1 C25 94.65(11) . . ? N1 Co1 C25 128.43(12) . . ? O3 Co1 C25 33.29(10) . . ? O4 Co1 C25 33.11(10) . . ? C7 N1 C1 121.9(3) . . ? C7 N1 Co1 123.9(2) . . ? C1 N1 Co1 113.55(19) . . ? C16 N2 C2 123.7(3) . . ? C16 N2 Co1 124.0(2) . . ? C2 N2 Co1 110.27(19) . . ? C9 O1 Co1 125.47(19) . . ? C18 O2 Co1 117.81(19) . . ? C25 O3 Co1 88.63(19) . . ? C25 O4 Co1 87.55(19) . . ? N1 C1 C6 116.4(3) . . ? N1 C1 C2 105.8(2) . . ? C6 C1 C2 111.1(3) . . ? N1 C1 H1 107.7 . . ? C6 C1 H1 107.7 . . ? C2 C1 H1 107.7 . . ? N2 C2 C3 117.8(3) . . ? N2 C2 C1 102.0(2) . . ? C3 C2 C1 111.1(3) . . ? N2 C2 H2 108.5 . . ? C3 C2 H2 108.5 . . ? C1 C2 H2 108.5 . . ? C2 C3 C4 108.8(3) . . ? C2 C3 H3A 109.9 . . ? C4 C3 H3A 109.9 . . ? C2 C3 H3B 109.9 . . ? C4 C3 H3B 109.9 . . ? H3A C3 H3B 108.3 . . ? C5 C4 C3 111.5(3) . . ? C5 C4 H4A 109.3 . . ? C3 C4 H4A 109.3 . . ? C5 C4 H4B 109.3 . . ? C3 C4 H4B 109.3 . . ? H4A C4 H4B 108.0 . . ? C4 C5 C6 112.5(3) . . ? C4 C5 H5A 109.1 . . ? C6 C5 H5A 109.1 . . ? C4 C5 H5B 109.1 . . ? C6 C5 H5B 109.1 . . ? H5A C5 H5B 107.8 . . ? C1 C6 C5 109.8(3) . . ? C1 C6 H6A 109.7 . . ? C5 C6 H6A 109.7 . . ? C1 C6 H6B 109.7 . . ? C5 C6 H6B 109.7 . . ? H6A C6 H6B 108.2 . . ? N1 C7 C8 126.2(3) . . ? N1 C7 H7 116.9 . . ? C8 C7 H7 116.9 . . ? C9 C8 C13 119.7(3) . . ? C9 C8 C7 122.9(3) . . ? C13 C8 C7 117.3(3) . . ? O1 C9 C8 124.3(3) . . ? O1 C9 C10 117.9(3) . . ? C8 C9 C10 117.8(3) . . ? C11 C10 C9 119.5(3) . . ? C11 C10 C14 122.1(3) . . ? C9 C10 C14 118.3(3) . . ? C10 C11 C12 123.6(3) . . ? C10 C11 H11 118.2 . . ? C12 C11 H11 118.2 . . ? C13 C12 C11 116.9(3) . . ? C13 C12 C15 122.0(4) . . ? C11 C12 C15 121.1(4) . . ? C12 C13 C8 122.4(3) . . ? C12 C13 H13 118.8 . . ? C8 C13 H13 118.8 . . ? C10 C14 H14A 109.5 . . ? C10 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C10 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 H15A 109.5 . . ? C12 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C12 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N2 C16 C17 122.8(3) . . ? N2 C16 H16 118.6 . . ? C17 C16 H16 118.6 . . ? C22 C17 C18 120.2(3) . . ? C22 C17 C16 120.0(3) . . ? C18 C17 C16 119.0(3) . . ? O2 C18 C17 123.8(3) . . ? O2 C18 C19 118.5(3) . . ? C17 C18 C19 117.5(3) . . ? C20 C19 C18 119.3(3) . . ? C20 C19 C23 122.1(3) . . ? C18 C19 C23 118.6(3) . . ? C19 C20 C21 123.9(3) . . ? C19 C20 H20 118.1 . . ? C21 C20 H20 118.1 . . ? C22 C21 C20 116.7(3) . . ? C22 C21 C24 122.0(3) . . ? C20 C21 C24 121.3(3) . . ? C21 C22 C17 122.3(3) . . ? C21 C22 H22 118.9 . . ? C17 C22 H22 118.9 . . ? C19 C23 H23A 109.5 . . ? C19 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C19 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O4 C25 O3 117.3(3) . . ? O4 C25 C26 121.9(3) . . ? O3 C25 C26 120.9(3) . . ? O4 C25 Co1 59.34(17) . . ? O3 C25 Co1 58.08(17) . . ? C26 C25 Co1 176.6(3) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? Cl02 C101 Cl01 113.9(4) . . ? Cl02 C101 H10A 108.8 . . ? Cl01 C101 H10A 108.8 . . ? Cl02 C101 H10B 108.8 . . ? Cl01 C101 H10B 108.8 . . ? H10A C101 H10B 107.7 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.707 _refine_diff_density_min -0.736 _refine_diff_density_rms 0.078 # Attachment '- 840675.cif' data_co05 _database_code_depnum_ccdc_archive 'CCDC 840675' #TrackingRef '- 840675.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C45 H59 Cl2 Co2 N4 O11.50' _chemical_formula_weight 1028.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.9561(9) _cell_length_b 15.1436(11) _cell_length_c 15.2435(8) _cell_angle_alpha 92.675(4) _cell_angle_beta 92.569(4) _cell_angle_gamma 110.492(3) _cell_volume 2577.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8373 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description Prism _exptl_crystal_colour 'Dark brown' _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.326 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1074 _exptl_absorpt_coefficient_mu 0.806 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.7883 _exptl_absorpt_correction_T_max 0.9025 _exptl_absorpt_process_details 'R. H. Blessing, Acta Crystallogr., Sect A 1995, 51, 33-38.' _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 'horizonally mounted graphite crystal' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15632 _diffrn_reflns_av_R_equivalents 0.0997 _diffrn_reflns_av_sigmaI/netI 0.2370 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.69 _diffrn_reflns_theta_max 27.59 _reflns_number_total 10799 _reflns_number_gt 3734 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP32 _computing_publication_material 'WINGX v1.8' _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^ > 2\s(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. 'We cannot reach R(obs) value below 0.1 even though all found atoms are fully utilized in the refinement. Inclusion of many solvent molecules (a CH2Cl2 and 1.5 water molecules in an asymmetric unit cell) may deteriorate the quality of the single crystal. ; _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^)+(0.1762P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10799 _refine_ls_number_parameters 605 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2889 _refine_ls_R_factor_gt 0.1130 _refine_ls_wR_factor_ref 0.3760 _refine_ls_wR_factor_gt 0.2840 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.54777(13) 0.04982(10) 0.15038(8) 0.0552(5) Uani 1 1 d . . . N11 N 0.7026(8) 0.0718(6) 0.2005(5) 0.061(2) Uani 1 1 d . . . N12 N 0.5763(9) 0.1784(6) 0.1836(5) 0.062(2) Uani 1 1 d . . . O11 O 0.5216(6) -0.0783(5) 0.1138(4) 0.0602(19) Uani 1 1 d . . . O12 O 0.3960(6) 0.0358(5) 0.0945(4) 0.0583(18) Uani 1 1 d . . . O13 O 0.4676(7) 0.0168(5) 0.2536(4) 0.066(2) Uani 1 1 d . . . O14 O 0.5822(11) -0.0452(9) 0.3308(7) 0.140(5) Uani 1 1 d . . . O15 O 0.6172(6) 0.0886(5) 0.0374(4) 0.0573(18) Uani 1 1 d . . . C1 C 0.7520(10) 0.1604(8) 0.2534(7) 0.071(3) Uani 1 1 d . . . H1A H 0.8387 0.1835 0.2555 0.085 Uiso 1 1 calc R . . H1B H 0.7267 0.1524 0.3130 0.085 Uiso 1 1 calc R . . C2 C 0.7037(12) 0.2297(8) 0.2085(7) 0.078(4) Uani 1 1 d . . . H2A H 0.7133 0.2839 0.2485 0.093 Uiso 1 1 calc R . . H2B H 0.7468 0.2518 0.1567 0.093 Uiso 1 1 calc R . . C3 C 0.7622(10) 0.0177(8) 0.1924(6) 0.062(3) Uani 1 1 d . . . H3 H 0.8403 0.0402 0.2173 0.074 Uiso 1 1 calc R . . C4 C 0.7213(11) -0.0749(8) 0.1488(5) 0.058(3) Uani 1 1 d . . . C5 C 0.6024(10) -0.1202(8) 0.1150(6) 0.055(3) Uani 1 1 d . . . C6 C 0.5680(11) -0.2137(9) 0.0809(7) 0.066(3) Uani 1 1 d . . . C7 C 0.6519(13) -0.2560(8) 0.0775(7) 0.071(3) Uani 1 1 d . . . H7 H 0.6276 -0.3185 0.0551 0.085 Uiso 1 1 calc R . . C8 C 0.7700(13) -0.2112(9) 0.1053(7) 0.068(3) Uani 1 1 d . . . C9 C 0.8044(11) -0.1235(9) 0.1419(7) 0.068(3) Uani 1 1 d . . . H9 H 0.8835 -0.0934 0.1632 0.082 Uiso 1 1 calc R . . C10 C 0.4412(11) -0.2678(8) 0.0508(7) 0.078(4) Uani 1 1 d . . . H10A H 0.4301 -0.2632 -0.0113 0.117 Uiso 1 1 calc R . . H10B H 0.3897 -0.2423 0.0814 0.117 Uiso 1 1 calc R . . H10C H 0.4221 -0.3329 0.0630 0.117 Uiso 1 1 calc R . . C11 C 0.8608(12) -0.2613(10) 0.0935(9) 0.096(4) Uani 1 1 d . . . H11A H 0.8261 -0.3257 0.1088 0.144 Uiso 1 1 calc R . . H11B H 0.9315 -0.2294 0.1311 0.144 Uiso 1 1 calc R . . H11C H 0.8815 -0.2602 0.0333 0.144 Uiso 1 1 calc R . . C12 C 0.4956(12) 0.2184(8) 0.1897(6) 0.065(3) Uani 1 1 d . . . H12 H 0.5210 0.2807 0.2129 0.078 Uiso 1 1 calc R . . C13 C 0.3734(11) 0.1741(8) 0.1635(6) 0.060(3) Uani 1 1 d . . . C14 C 0.3276(10) 0.0855(8) 0.1182(6) 0.054(3) Uani 1 1 d . . . C15 C 0.2045(11) 0.0482(8) 0.0957(6) 0.059(3) Uani 1 1 d . . . C16 C 0.1388(12) 0.1025(11) 0.1150(7) 0.082(4) Uani 1 1 d . . . H16 H 0.0568 0.0764 0.1009 0.098 Uiso 1 1 calc R . . C17 C 0.1833(14) 0.1944(10) 0.1542(8) 0.081(4) Uani 1 1 d . . . C18 C 0.3020(13) 0.2270(9) 0.1791(7) 0.074(3) Uani 1 1 d . . . H18 H 0.3363 0.2868 0.2075 0.089 Uiso 1 1 calc R . . C19 C 0.1490(11) -0.0509(9) 0.0544(7) 0.081(4) Uani 1 1 d . . . H19A H 0.0634 -0.0699 0.0530 0.122 Uiso 1 1 calc R . . H19B H 0.1745 -0.0930 0.0885 0.122 Uiso 1 1 calc R . . H19C H 0.1736 -0.0529 -0.0045 0.122 Uiso 1 1 calc R . . C20 C 0.0975(14) 0.2477(11) 0.1717(9) 0.118(6) Uani 1 1 d . . . H20A H 0.0217 0.2149 0.1401 0.178 Uiso 1 1 calc R . . H20B H 0.1307 0.3105 0.1522 0.178 Uiso 1 1 calc R . . H20C H 0.0865 0.2510 0.2336 0.178 Uiso 1 1 calc R . . C21 C 0.4960(14) -0.0221(9) 0.3198(8) 0.078(4) Uani 1 1 d . . . C22 C 0.3995(13) -0.0495(9) 0.3869(7) 0.101(5) Uani 1 1 d . . . H22A H 0.3779 -0.1155 0.3965 0.151 Uiso 1 1 calc R . . H22B H 0.3302 -0.0374 0.3647 0.151 Uiso 1 1 calc R . . H22C H 0.4301 -0.0129 0.4415 0.151 Uiso 1 1 calc R . . Co3 Co 0.58822(14) -0.44218(10) 0.37241(8) 0.0564(5) Uani 1 1 d . . . N31 N 0.6232(10) -0.3143(6) 0.3534(5) 0.064(3) Uani 1 1 d . . . N32 N 0.7523(9) -0.4137(7) 0.3617(5) 0.065(3) Uani 1 1 d . . . O31 O 0.4253(7) -0.4607(5) 0.3888(4) 0.0626(19) Uani 1 1 d . . . O32 O 0.5553(6) -0.5716(5) 0.3937(4) 0.0553(18) Uani 1 1 d . . . O33 O 0.5448(7) -0.4693(5) 0.2523(4) 0.070(2) Uani 1 1 d . . . O34 O 0.6633(10) -0.5453(7) 0.2088(5) 0.108(3) Uani 1 1 d . . . O35 O 0.6240(6) -0.4082(4) 0.4987(4) 0.0567(18) Uani 1 1 d . . . C31 C 0.7514(14) -0.2586(8) 0.3642(8) 0.088(4) Uani 1 1 d . . . H31A H 0.7756 -0.2395 0.4258 0.105 Uiso 1 1 calc R . . H31B H 0.7696 -0.2023 0.3315 0.105 Uiso 1 1 calc R . . C32 C 0.8154(12) -0.3211(8) 0.3294(8) 0.081(4) Uani 1 1 d . . . H32A H 0.8115 -0.3245 0.2656 0.097 Uiso 1 1 calc R . . H32B H 0.8987 -0.2974 0.3512 0.097 Uiso 1 1 calc R . . C33 C 0.5515(15) -0.2741(9) 0.3259(7) 0.080(4) Uani 1 1 d . . . H33 H 0.5836 -0.2114 0.3119 0.096 Uiso 1 1 calc R . . C34 C 0.4239(16) -0.3211(10) 0.3156(6) 0.079(4) Uani 1 1 d . . . C35 C 0.3613(13) -0.4177(9) 0.3450(6) 0.070(3) Uani 1 1 d . . . C36 C 0.2369(13) -0.4582(11) 0.3300(7) 0.081(4) Uani 1 1 d . . . C37 C 0.1743(14) -0.4063(13) 0.2893(8) 0.100(5) Uani 1 1 d . . . H37 H 0.0915 -0.4338 0.2802 0.120 Uiso 1 1 calc R . . C38 C 0.230(2) -0.3165(16) 0.2621(9) 0.122(7) Uani 1 1 d . . . C39 C 0.3547(17) -0.2750(11) 0.2741(8) 0.098(5) Uani 1 1 d . . . H39 H 0.3927 -0.2155 0.2541 0.117 Uiso 1 1 calc R . . C40 C 0.1746(12) -0.5585(10) 0.3599(8) 0.091(4) Uani 1 1 d . . . H40A H 0.2201 -0.5973 0.3444 0.136 Uiso 1 1 calc R . . H40B H 0.0957 -0.5851 0.3313 0.136 Uiso 1 1 calc R . . H40C H 0.1690 -0.5556 0.4225 0.136 Uiso 1 1 calc R . . C41 C 0.1565(17) -0.2649(13) 0.2165(10) 0.148(8) Uani 1 1 d . . . H41A H 0.1531 -0.2144 0.2556 0.222 Uiso 1 1 calc R . . H41B H 0.0769 -0.3084 0.2011 0.222 Uiso 1 1 calc R . . H41C H 0.1936 -0.2395 0.1642 0.222 Uiso 1 1 calc R . . C42 C 0.8122(11) -0.4661(9) 0.3827(6) 0.068(3) Uani 1 1 d . . . H42 H 0.8948 -0.4413 0.3794 0.081 Uiso 1 1 calc R . . C43 C 0.7605(12) -0.5610(8) 0.4111(6) 0.063(3) Uani 1 1 d . . . C44 C 0.6367(11) -0.6107(8) 0.4114(6) 0.056(3) Uani 1 1 d . . . C45 C 0.5970(12) -0.7076(8) 0.4299(6) 0.060(3) Uani 1 1 d . . . C46 C 0.6807(15) -0.7477(9) 0.4548(6) 0.077(4) Uani 1 1 d . . . H46 H 0.6530 -0.8109 0.4677 0.092 Uiso 1 1 calc R . . C47 C 0.8056(15) -0.6981(11) 0.4619(7) 0.079(4) Uani 1 1 d . . . C48 C 0.8448(11) -0.6048(9) 0.4376(7) 0.070(3) Uani 1 1 d . . . H48 H 0.9264 -0.5705 0.4386 0.084 Uiso 1 1 calc R . . C49 C 0.4707(12) -0.7651(8) 0.4238(8) 0.086(4) Uani 1 1 d . . . H49A H 0.4613 -0.8293 0.4342 0.129 Uiso 1 1 calc R . . H49B H 0.4365 -0.7628 0.3662 0.129 Uiso 1 1 calc R . . H49C H 0.4306 -0.7413 0.4671 0.129 Uiso 1 1 calc R . . C50 C 0.8966(13) -0.7419(10) 0.4926(9) 0.108(5) Uani 1 1 d . . . H50A H 0.9247 -0.7197 0.5523 0.162 Uiso 1 1 calc R . . H50B H 0.9629 -0.7241 0.4557 0.162 Uiso 1 1 calc R . . H50C H 0.8594 -0.8095 0.4890 0.162 Uiso 1 1 calc R . . C51 C 0.5842(13) -0.5140(8) 0.1972(7) 0.069(3) Uani 1 1 d . . . C52 C 0.5114(14) -0.5319(9) 0.1071(7) 0.108(5) Uani 1 1 d . . . H52A H 0.5653 -0.5170 0.0607 0.162 Uiso 1 1 calc R . . H52B H 0.4633 -0.4927 0.1056 0.162 Uiso 1 1 calc R . . H52C H 0.4604 -0.5971 0.0992 0.162 Uiso 1 1 calc R . . C101 C 0.1479(17) 0.0572(13) 0.3555(13) 0.151(7) Uani 1 1 d . . . H10D H 0.1912 0.0792 0.3038 0.181 Uiso 1 1 calc R . . H10E H 0.2063 0.0582 0.4022 0.181 Uiso 1 1 calc R . . Cl1 Cl 0.0555(6) -0.0561(5) 0.3326(5) 0.214(3) Uani 1 1 d . . . Cl2 Cl 0.0807(8) 0.1347(6) 0.3864(5) 0.236(4) Uani 1 1 d . . . O101 O 0.1159(13) -0.3569(10) -0.0276(10) 0.079(5) Uani 0.50 1 d P . . O102 O 0.1933(12) -0.4900(10) 0.0356(11) 0.086(5) Uani 0.50 1 d P . . O103 O 0.765(2) -0.0283(16) 0.4458(13) 0.136(8) Uani 0.50 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 Co1 0.0617(11) 0.0595(10) 0.0484(7) -0.0007(6) 0.0000(6) 0.0274(8) N11 0.057(6) 0.068(6) 0.059(5) -0.011(4) -0.001(4) 0.026(5) N12 0.057(7) 0.062(6) 0.055(5) -0.001(4) -0.007(4) 0.008(5) O11 0.066(5) 0.063(5) 0.057(4) 0.005(3) 0.001(3) 0.030(4) O12 0.060(5) 0.070(5) 0.053(4) 0.000(3) -0.007(3) 0.036(4) O13 0.081(6) 0.074(5) 0.052(4) 0.003(4) 0.001(4) 0.039(4) O14 0.150(11) 0.186(12) 0.122(8) 0.081(8) 0.014(7) 0.097(10) O15 0.058(5) 0.063(5) 0.050(3) 0.004(3) 0.008(3) 0.020(4) C1 0.063(8) 0.068(8) 0.071(7) -0.021(6) 0.006(6) 0.012(6) C2 0.099(12) 0.065(8) 0.075(7) -0.005(6) 0.015(7) 0.036(8) C3 0.054(8) 0.065(8) 0.070(6) 0.001(6) -0.007(5) 0.027(6) C4 0.077(9) 0.068(8) 0.033(5) 0.004(5) 0.009(5) 0.030(7) C5 0.059(8) 0.069(8) 0.048(5) 0.003(5) -0.002(5) 0.037(7) C6 0.071(9) 0.078(9) 0.059(6) 0.004(6) 0.002(6) 0.039(8) C7 0.102(12) 0.053(7) 0.065(7) 0.004(5) 0.013(7) 0.036(8) C8 0.084(11) 0.075(9) 0.060(6) 0.001(6) -0.001(6) 0.047(8) C9 0.066(9) 0.084(9) 0.065(6) 0.004(6) 0.003(6) 0.038(7) C10 0.085(11) 0.072(8) 0.087(8) -0.001(6) 0.000(7) 0.042(8) C11 0.092(11) 0.105(11) 0.110(10) 0.006(8) 0.011(8) 0.058(9) C12 0.087(11) 0.064(8) 0.057(6) 0.000(5) 0.014(6) 0.042(8) C13 0.061(9) 0.068(8) 0.058(6) -0.004(5) -0.003(5) 0.031(7) C14 0.053(8) 0.071(8) 0.051(5) 0.018(5) 0.009(5) 0.038(6) C15 0.055(8) 0.079(8) 0.058(6) 0.010(5) 0.008(5) 0.041(7) C16 0.077(10) 0.126(12) 0.059(7) 0.017(7) 0.003(6) 0.054(9) C17 0.088(12) 0.081(10) 0.076(8) 0.009(7) 0.006(7) 0.033(9) C18 0.084(11) 0.068(8) 0.073(7) 0.000(6) 0.011(7) 0.031(8) C19 0.073(10) 0.095(10) 0.078(7) 0.021(7) 0.002(6) 0.032(8) C20 0.137(15) 0.151(14) 0.117(11) -0.008(10) 0.007(10) 0.115(13) C21 0.109(12) 0.070(8) 0.068(7) 0.022(6) 0.011(7) 0.046(8) C22 0.131(13) 0.108(11) 0.072(8) 0.022(7) 0.040(8) 0.046(9) Co3 0.0727(12) 0.0619(10) 0.0443(7) 0.0090(6) 0.0073(6) 0.0348(8) N31 0.089(8) 0.055(6) 0.060(5) 0.011(4) 0.015(5) 0.037(6) N32 0.076(8) 0.071(7) 0.059(5) 0.012(4) 0.010(5) 0.038(6) O31 0.077(6) 0.074(5) 0.052(4) 0.020(3) 0.007(3) 0.043(4) O32 0.051(5) 0.065(5) 0.060(4) 0.010(3) 0.011(3) 0.032(4) O33 0.103(7) 0.082(5) 0.041(4) 0.001(3) 0.006(4) 0.055(5) O34 0.136(9) 0.137(9) 0.078(6) -0.019(5) -0.001(5) 0.087(8) O35 0.071(5) 0.054(4) 0.045(3) 0.001(3) -0.002(3) 0.023(4) C31 0.125(14) 0.053(8) 0.083(8) 0.019(6) 0.018(8) 0.026(9) C32 0.094(11) 0.068(9) 0.082(8) 0.022(6) 0.023(7) 0.025(8) C33 0.110(13) 0.072(9) 0.060(7) 0.014(6) 0.012(7) 0.035(9) C34 0.138(14) 0.084(10) 0.045(6) 0.014(6) 0.013(7) 0.073(10) C35 0.099(11) 0.093(10) 0.036(5) -0.002(5) 0.015(6) 0.055(9) C36 0.064(10) 0.132(13) 0.059(7) -0.007(7) -0.002(6) 0.051(9) C37 0.098(12) 0.161(16) 0.076(8) -0.004(9) -0.013(8) 0.093(12) C38 0.19(2) 0.157(18) 0.069(9) 0.004(10) -0.012(11) 0.128(18) C39 0.160(17) 0.103(11) 0.068(8) 0.024(7) 0.000(9) 0.092(12) C40 0.075(10) 0.120(12) 0.084(8) -0.006(8) -0.002(7) 0.046(9) C41 0.20(2) 0.193(18) 0.129(13) 0.025(12) -0.010(12) 0.164(17) C42 0.061(9) 0.082(9) 0.059(6) 0.003(6) 0.022(6) 0.021(7) C43 0.085(10) 0.063(8) 0.053(6) -0.005(5) 0.000(6) 0.041(8) C44 0.062(9) 0.065(8) 0.045(5) 0.000(5) 0.006(5) 0.027(7) C45 0.085(10) 0.043(7) 0.058(6) 0.014(5) 0.013(6) 0.027(7) C46 0.133(14) 0.059(8) 0.055(6) 0.002(5) 0.006(7) 0.054(9) C47 0.105(12) 0.097(11) 0.053(6) -0.002(6) -0.003(7) 0.060(10) C48 0.067(9) 0.076(9) 0.065(7) -0.012(6) 0.002(6) 0.026(7) C49 0.117(13) 0.051(8) 0.089(8) 0.001(6) 0.023(8) 0.027(8) C50 0.116(13) 0.117(12) 0.125(11) 0.025(9) -0.002(9) 0.083(11) C51 0.092(11) 0.071(8) 0.055(6) 0.009(6) 0.003(6) 0.041(8) C52 0.175(16) 0.091(10) 0.060(7) 0.007(6) -0.007(8) 0.052(10) C101 0.128(17) 0.154(18) 0.171(17) 0.008(14) 0.013(13) 0.050(14) Cl1 0.170(6) 0.208(7) 0.223(7) 0.008(5) -0.036(5) 0.024(5) Cl2 0.303(10) 0.292(9) 0.190(6) 0.008(6) 0.022(6) 0.201(8) O101 0.052(10) 0.078(11) 0.114(11) 0.027(9) 0.067(9) 0.019(8) O102 0.029(10) 0.051(9) 0.151(14) -0.008(9) 0.021(9) -0.022(7) O103 0.15(2) 0.17(2) 0.110(14) -0.041(13) -0.061(13) 0.100(17) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 O13 1.875(7) . ? Co1 N11 1.882(9) . ? Co1 N12 1.895(9) . ? Co1 O11 1.905(7) . ? Co1 O12 1.908(7) . ? Co1 O15 1.970(6) . ? N11 C3 1.266(12) . ? N11 C1 1.449(12) . ? N12 C12 1.311(13) . ? N12 C2 1.469(14) . ? O11 C5 1.328(11) . ? O12 C14 1.341(11) . ? O13 C21 1.282(13) . ? O14 C21 1.207(15) . ? C1 C2 1.536(15) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.432(14) . ? C3 H3 0.9300 . ? C4 C5 1.406(14) . ? C4 C9 1.434(14) . ? C5 C6 1.396(15) . ? C6 C7 1.369(15) . ? C6 C10 1.487(15) . ? C7 C8 1.372(16) . ? C7 H7 0.9300 . ? C8 C9 1.330(15) . ? C8 C11 1.539(15) . ? C9 H9 0.9300 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 C13 1.407(15) . ? C12 H12 0.9300 . ? C13 C18 1.380(15) . ? C13 C14 1.393(14) . ? C14 C15 1.399(14) . ? C15 C16 1.352(15) . ? C15 C19 1.505(15) . ? C16 C17 1.398(17) . ? C16 H16 0.9300 . ? C17 C18 1.358(16) . ? C17 C20 1.536(17) . ? C18 H18 0.9300 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 C22 1.537(17) . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? Co3 O33 1.867(6) . ? Co3 N31 1.871(9) . ? Co3 N32 1.872(10) . ? Co3 O31 1.899(8) . ? Co3 O32 1.905(7) . ? Co3 O35 1.958(5) . ? N31 C33 1.280(15) . ? N31 C31 1.465(15) . ? N32 C42 1.282(13) . ? N32 C32 1.462(13) . ? O31 C35 1.342(13) . ? O32 C44 1.328(12) . ? O33 C51 1.261(13) . ? O34 C51 1.207(13) . ? C31 C32 1.503(16) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 C34 1.438(18) . ? C33 H33 0.9300 . ? C34 C39 1.403(17) . ? C34 C35 1.492(17) . ? C35 C36 1.400(16) . ? C36 C37 1.407(18) . ? C36 C40 1.540(18) . ? C37 C38 1.38(2) . ? C37 H37 0.9300 . ? C38 C39 1.40(2) . ? C38 C41 1.528(19) . ? C39 H39 0.9300 . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C41 H41A 0.9600 . ? C41 H41B 0.9600 . ? C41 H41C 0.9600 . ? C42 C43 1.449(16) . ? C42 H42 0.9300 . ? C43 C44 1.407(15) . ? C43 C48 1.440(15) . ? C44 C45 1.422(14) . ? C45 C46 1.388(16) . ? C45 C49 1.452(15) . ? C46 C47 1.414(17) . ? C46 H46 0.9300 . ? C47 C48 1.398(16) . ? C47 C50 1.528(16) . ? C48 H48 0.9300 . ? C49 H49A 0.9600 . ? C49 H49B 0.9600 . ? C49 H49C 0.9600 . ? C50 H50A 0.9600 . ? C50 H50B 0.9600 . ? C50 H50C 0.9600 . ? C51 C52 1.554(15) . ? C52 H52A 0.9600 . ? C52 H52B 0.9600 . ? C52 H52C 0.9600 . ? C101 Cl1 1.694(19) . ? C101 Cl2 1.699(19) . ? C101 H10D 0.9700 . ? C101 H10E 0.9700 . ? 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 O13 Co1 N11 96.6(3) . . ? O13 Co1 N12 88.8(3) . . ? N11 Co1 N12 86.2(4) . . ? O13 Co1 O11 93.0(3) . . ? N11 Co1 O11 93.6(3) . . ? N12 Co1 O11 178.3(3) . . ? O13 Co1 O12 86.7(3) . . ? N11 Co1 O12 175.6(3) . . ? N12 Co1 O12 91.1(4) . . ? O11 Co1 O12 89.1(3) . . ? O13 Co1 O15 173.7(3) . . ? N11 Co1 O15 89.1(3) . . ? N12 Co1 O15 89.0(3) . . ? O11 Co1 O15 89.3(3) . . ? O12 Co1 O15 87.4(3) . . ? C3 N11 C1 120.4(10) . . ? C3 N11 Co1 126.5(8) . . ? C1 N11 Co1 113.1(7) . . ? C12 N12 C2 122.2(10) . . ? C12 N12 Co1 126.6(8) . . ? C2 N12 Co1 111.1(8) . . ? C5 O11 Co1 126.8(7) . . ? C14 O12 Co1 124.9(6) . . ? C21 O13 Co1 128.7(8) . . ? N11 C1 C2 106.0(9) . . ? N11 C1 H1A 110.5 . . ? C2 C1 H1A 110.5 . . ? N11 C1 H1B 110.5 . . ? C2 C1 H1B 110.5 . . ? H1A C1 H1B 108.7 . . ? N12 C2 C1 107.1(9) . . ? N12 C2 H2A 110.3 . . ? C1 C2 H2A 110.3 . . ? N12 C2 H2B 110.3 . . ? C1 C2 H2B 110.3 . . ? H2A C2 H2B 108.6 . . ? N11 C3 C4 126.5(11) . . ? N11 C3 H3 116.8 . . ? C4 C3 H3 116.8 . . ? C5 C4 C3 122.3(10) . . ? C5 C4 C9 119.3(10) . . ? C3 C4 C9 118.4(11) . . ? O11 C5 C6 118.6(10) . . ? O11 C5 C4 123.2(10) . . ? C6 C5 C4 118.2(10) . . ? C7 C6 C5 119.1(12) . . ? C7 C6 C10 120.1(11) . . ? C5 C6 C10 120.7(11) . . ? C6 C7 C8 123.5(11) . . ? C6 C7 H7 118.3 . . ? C8 C7 H7 118.3 . . ? C9 C8 C7 118.7(11) . . ? C9 C8 C11 120.8(13) . . ? C7 C8 C11 120.4(12) . . ? C8 C9 C4 121.0(11) . . ? C8 C9 H9 119.5 . . ? C4 C9 H9 119.5 . . ? C6 C10 H10A 109.5 . . ? C6 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C6 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C8 C11 H11A 109.5 . . ? C8 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C8 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N12 C12 C13 124.8(11) . . ? N12 C12 H12 117.6 . . ? C13 C12 H12 117.6 . . ? C18 C13 C14 121.2(11) . . ? C18 C13 C12 115.8(11) . . ? C14 C13 C12 122.7(10) . . ? O12 C14 C13 123.1(10) . . ? O12 C14 C15 119.1(10) . . ? C13 C14 C15 117.7(10) . . ? C16 C15 C14 118.0(12) . . ? C16 C15 C19 122.3(12) . . ? C14 C15 C19 119.7(10) . . ? C15 C16 C17 125.7(13) . . ? C15 C16 H16 117.1 . . ? C17 C16 H16 117.1 . . ? C18 C17 C16 114.9(12) . . ? C18 C17 C20 125.2(13) . . ? C16 C17 C20 119.8(14) . . ? C17 C18 C13 122.1(12) . . ? C17 C18 H18 118.9 . . ? C13 C18 H18 118.9 . . ? C15 C19 H19A 109.5 . . ? C15 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C15 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? O14 C21 O13 128.0(13) . . ? O14 C21 C22 118.4(12) . . ? O13 C21 C22 113.4(13) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? O33 Co3 N31 88.1(3) . . ? O33 Co3 N32 95.7(3) . . ? N31 Co3 N32 84.1(5) . . ? O33 Co3 O31 87.4(3) . . ? N31 Co3 O31 92.0(4) . . ? N32 Co3 O31 175.0(3) . . ? O33 Co3 O32 92.9(3) . . ? N31 Co3 O32 178.8(4) . . ? N32 Co3 O32 95.1(4) . . ? O31 Co3 O32 88.7(3) . . ? O33 Co3 O35 175.2(3) . . ? N31 Co3 O35 89.1(3) . . ? N32 Co3 O35 88.0(3) . . ? O31 Co3 O35 88.8(3) . . ? O32 Co3 O35 89.9(3) . . ? C33 N31 C31 118.5(11) . . ? C33 N31 Co3 128.1(10) . . ? C31 N31 Co3 113.2(8) . . ? C42 N32 C32 118.9(11) . . ? C42 N32 Co3 126.0(9) . . ? C32 N32 Co3 115.0(8) . . ? C35 O31 Co3 124.5(7) . . ? C44 O32 Co3 125.7(7) . . ? C51 O33 Co3 128.4(7) . . ? N31 C31 C32 106.5(10) . . ? N31 C31 H31A 110.4 . . ? C32 C31 H31A 110.4 . . ? N31 C31 H31B 110.4 . . ? C32 C31 H31B 110.4 . . ? H31A C31 H31B 108.6 . . ? N32 C32 C31 105.0(10) . . ? N32 C32 H32A 110.7 . . ? C31 C32 H32A 110.7 . . ? N32 C32 H32B 110.7 . . ? C31 C32 H32B 110.7 . . ? H32A C32 H32B 108.8 . . ? N31 C33 C34 123.2(13) . . ? N31 C33 H33 118.4 . . ? C34 C33 H33 118.4 . . ? C39 C34 C33 118.6(14) . . ? C39 C34 C35 118.2(15) . . ? C33 C34 C35 123.2(11) . . ? O31 C35 C36 122.2(12) . . ? O31 C35 C34 118.9(12) . . ? C36 C35 C34 118.8(12) . . ? C35 C36 C37 119.3(15) . . ? C35 C36 C40 117.8(12) . . ? C37 C36 C40 122.9(14) . . ? C38 C37 C36 123.2(16) . . ? C38 C37 H37 118.4 . . ? C36 C37 H37 118.4 . . ? C37 C38 C39 118.8(15) . . ? C37 C38 C41 121(2) . . ? C39 C38 C41 120.6(19) . . ? C34 C39 C38 121.7(15) . . ? C34 C39 H39 119.1 . . ? C38 C39 H39 119.1 . . ? C36 C40 H40A 109.5 . . ? C36 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C36 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C38 C41 H41A 109.5 . . ? C38 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C38 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? N32 C42 C43 124.7(12) . . ? N32 C42 H42 117.6 . . ? C43 C42 H42 117.6 . . ? C44 C43 C48 120.6(11) . . ? C44 C43 C42 123.8(11) . . ? C48 C43 C42 115.6(12) . . ? O32 C44 C43 123.0(10) . . ? O32 C44 C45 118.7(11) . . ? C43 C44 C45 118.3(11) . . ? C46 C45 C44 119.4(12) . . ? C46 C45 C49 119.5(11) . . ? C44 C45 C49 121.2(11) . . ? C45 C46 C47 123.8(12) . . ? C45 C46 H46 118.1 . . ? C47 C46 H46 118.1 . . ? C48 C47 C46 116.8(12) . . ? C48 C47 C50 119.9(14) . . ? C46 C47 C50 123.3(14) . . ? C47 C48 C43 120.8(12) . . ? C47 C48 H48 119.6 . . ? C43 C48 H48 119.6 . . ? C45 C49 H49A 109.5 . . ? C45 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C45 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? C47 C50 H50A 109.5 . . ? C47 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C47 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? O34 C51 O33 128.1(11) . . ? O34 C51 C52 120.6(11) . . ? O33 C51 C52 111.2(12) . . ? C51 C52 H52A 109.5 . . ? C51 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C51 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? Cl1 C101 Cl2 115.8(12) . . ? Cl1 C101 H10D 108.3 . . ? Cl2 C101 H10D 108.3 . . ? Cl1 C101 H10E 108.3 . . ? Cl2 C101 H10E 108.3 . . ? H10D C101 H10E 107.4 . . ? _diffrn_measured_fraction_theta_max 0.903 _diffrn_reflns_theta_full 27.59 _diffrn_measured_fraction_theta_full 0.903 _refine_diff_density_max 1.253 _refine_diff_density_min -0.461 _refine_diff_density_rms 0.108 # Attachment '- 840676.cif' data_co06 _database_code_depnum_ccdc_archive 'CCDC 840676' #TrackingRef '- 840676.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H28 Co N3 O5' _chemical_formula_weight 497.42 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/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 12.1174(9) _cell_length_b 10.9880(8) _cell_length_c 17.4499(11) _cell_angle_alpha 90.00 _cell_angle_beta 95.855(4) _cell_angle_gamma 90.00 _cell_volume 2311.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4345 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description Prism _exptl_crystal_colour 'Dark brown' _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.430 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1040 _exptl_absorpt_coefficient_mu 0.783 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.7933 _exptl_absorpt_correction_T_max 0.9329 _exptl_absorpt_process_details 'R. H. Blessing, Acta Crystallogr., Sect A 1995, 51, 33-38.' _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 'horizonally mounted graphite crystal' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9108 _diffrn_reflns_av_R_equivalents 0.0762 _diffrn_reflns_av_sigmaI/netI 0.1340 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.55 _diffrn_reflns_theta_max 27.59 _reflns_number_total 5274 _reflns_number_gt 2523 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP32 _computing_publication_material 'WINGX v1.8' _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^ > 2\s(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^)+(0.0391P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5274 _refine_ls_number_parameters 302 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1566 _refine_ls_R_factor_gt 0.0606 _refine_ls_wR_factor_ref 0.1216 _refine_ls_wR_factor_gt 0.0977 _refine_ls_goodness_of_fit_ref 0.966 _refine_ls_restrained_S_all 0.966 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.72804(4) 0.36988(4) 0.50967(2) 0.04272(18) Uani 1 1 d . . . N1 N 0.8144(2) 0.5003(3) 0.47573(15) 0.0432(8) Uani 1 1 d . . . N2 N 0.6141(3) 0.4388(3) 0.44191(14) 0.0393(7) Uani 1 1 d . . . O1 O 0.7098(2) 0.4560(2) 0.59914(12) 0.0482(7) Uani 1 1 d . . . O2 O 0.6420(2) 0.2446(2) 0.54513(12) 0.0480(7) Uani 1 1 d . . . C1 C 0.7733(3) 0.5343(3) 0.39638(18) 0.0416(9) Uani 1 1 d . . . H1 H 0.7844 0.4646 0.3630 0.050 Uiso 1 1 calc R . . C2 C 0.6494(3) 0.5488(3) 0.40071(18) 0.0418(9) Uani 1 1 d . . . H2 H 0.6387 0.6195 0.4334 0.050 Uiso 1 1 calc R . . C3 C 0.5878(3) 0.5735(3) 0.32225(18) 0.0546(11) Uani 1 1 d . . . H3A H 0.5107 0.5917 0.3279 0.066 Uiso 1 1 calc R . . H3B H 0.5900 0.5015 0.2902 0.066 Uiso 1 1 calc R . . C4 C 0.6401(4) 0.6801(4) 0.2837(2) 0.0619(12) Uani 1 1 d . . . H4A H 0.6044 0.6890 0.2317 0.074 Uiso 1 1 calc R . . H4B H 0.6270 0.7541 0.3117 0.074 Uiso 1 1 calc R . . C5 C 0.7637(4) 0.6647(3) 0.28057(19) 0.0612(12) Uani 1 1 d . . . H5A H 0.7933 0.7364 0.2575 0.073 Uiso 1 1 calc R . . H5B H 0.7771 0.5952 0.2485 0.073 Uiso 1 1 calc R . . C6 C 0.8233(3) 0.6456(3) 0.36141(19) 0.0523(10) Uani 1 1 d . . . H6A H 0.9020 0.6333 0.3584 0.063 Uiso 1 1 calc R . . H6B H 0.8139 0.7166 0.3931 0.063 Uiso 1 1 calc R . . C7 C 0.8761(3) 0.5690(3) 0.52103(19) 0.0479(10) Uani 1 1 d . . . H7 H 0.9147 0.6315 0.4997 0.058 Uiso 1 1 calc R . . C8 C 0.8887(3) 0.5542(3) 0.6035(2) 0.0468(10) Uani 1 1 d . . . C9 C 0.8035(3) 0.4963(3) 0.6385(2) 0.0447(10) Uani 1 1 d . . . C10 C 0.8130(3) 0.4867(3) 0.7201(2) 0.0515(10) Uani 1 1 d . . . C11 C 0.9067(4) 0.5349(4) 0.7612(2) 0.0561(11) Uani 1 1 d . . . H11 H 0.9149 0.5246 0.8144 0.067 Uiso 1 1 calc R . . C12 C 0.9892(4) 0.5975(3) 0.7279(2) 0.0562(11) Uani 1 1 d . . . C13 C 0.9779(3) 0.6066(3) 0.6493(2) 0.0529(10) Uani 1 1 d . . . H13 H 1.0313 0.6491 0.6255 0.063 Uiso 1 1 calc R . . C14 C 0.7224(3) 0.4256(4) 0.7587(2) 0.0750(14) Uani 1 1 d . . . H14A H 0.7484 0.4088 0.8114 0.113 Uiso 1 1 calc R . . H14B H 0.7021 0.3508 0.7326 0.113 Uiso 1 1 calc R . . H14C H 0.6590 0.4783 0.7567 0.113 Uiso 1 1 calc R . . C15 C 1.0859(4) 0.6547(4) 0.7768(2) 0.0837(15) Uani 1 1 d . . . H15A H 1.1467 0.6658 0.7462 0.126 Uiso 1 1 calc R . . H15B H 1.1086 0.6024 0.8196 0.126 Uiso 1 1 calc R . . H15C H 1.0638 0.7322 0.7955 0.126 Uiso 1 1 calc R . . C16 C 0.5183(3) 0.3893(3) 0.42539(18) 0.0418(9) Uani 1 1 d . . . H16 H 0.4720 0.4256 0.3861 0.050 Uiso 1 1 calc R . . C17 C 0.4755(3) 0.2846(3) 0.46087(19) 0.0409(9) Uani 1 1 d . . . C18 C 0.5385(3) 0.2220(3) 0.5220(2) 0.0421(9) Uani 1 1 d . . . C19 C 0.4841(3) 0.1300(3) 0.56099(19) 0.0457(9) Uani 1 1 d . . . C20 C 0.3775(4) 0.0987(3) 0.5353(2) 0.0512(11) Uani 1 1 d . . . H20 H 0.3438 0.0370 0.5611 0.061 Uiso 1 1 calc R . . C21 C 0.3154(3) 0.1549(3) 0.4720(2) 0.0489(10) Uani 1 1 d . . . C22 C 0.3666(3) 0.2479(3) 0.43706(19) 0.0453(10) Uani 1 1 d . . . H22 H 0.3275 0.2883 0.3960 0.054 Uiso 1 1 calc R . . C23 C 0.5467(3) 0.0699(3) 0.6300(2) 0.0625(12) Uani 1 1 d . . . H23A H 0.5034 0.0041 0.6473 0.094 Uiso 1 1 calc R . . H23B H 0.5606 0.1285 0.6707 0.094 Uiso 1 1 calc R . . H23C H 0.6160 0.0390 0.6161 0.094 Uiso 1 1 calc R . . C24 C 0.1990(3) 0.1114(4) 0.4453(2) 0.0702(12) Uani 1 1 d . . . H24A H 0.1656 0.1655 0.4064 0.105 Uiso 1 1 calc R . . H24B H 0.1554 0.1104 0.4882 0.105 Uiso 1 1 calc R . . H24C H 0.2023 0.0308 0.4244 0.105 Uiso 1 1 calc R . . N3 N 0.8589(3) 0.2180(3) 0.4835(2) 0.0592(9) Uani 1 1 d . . . O3 O 0.7812(2) 0.2547(2) 0.43343(14) 0.0561(7) Uani 1 1 d . . . O4 O 0.8607(2) 0.2745(2) 0.54839(15) 0.0559(7) Uani 1 1 d . . . O5 O 0.9245(3) 0.1390(3) 0.47142(19) 0.0925(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0428(3) 0.0481(3) 0.0372(3) 0.0054(2) 0.0040(2) 0.0016(3) N1 0.045(2) 0.0450(19) 0.0398(17) 0.0017(15) 0.0037(15) 0.0009(16) N2 0.038(2) 0.0455(19) 0.0342(16) 0.0039(14) 0.0045(14) 0.0000(16) O1 0.0458(18) 0.0615(17) 0.0383(13) -0.0012(12) 0.0089(12) 0.0001(13) O2 0.0446(18) 0.0502(16) 0.0492(14) 0.0139(12) 0.0045(13) -0.0011(13) C1 0.051(3) 0.042(2) 0.0323(19) 0.0010(17) 0.0083(17) -0.0022(19) C2 0.046(3) 0.042(2) 0.0371(19) 0.0059(17) 0.0042(18) 0.0018(19) C3 0.062(3) 0.062(3) 0.039(2) 0.0135(19) -0.002(2) -0.009(2) C4 0.079(4) 0.061(3) 0.045(2) 0.012(2) 0.002(2) -0.004(2) C5 0.086(4) 0.056(3) 0.043(2) 0.0097(19) 0.011(2) -0.013(2) C6 0.057(3) 0.050(3) 0.051(2) 0.000(2) 0.0138(19) -0.006(2) C7 0.042(3) 0.056(3) 0.047(2) 0.003(2) 0.0063(19) -0.002(2) C8 0.043(3) 0.052(2) 0.045(2) 0.0034(19) 0.002(2) 0.001(2) C9 0.049(3) 0.040(2) 0.044(2) -0.0031(18) -0.003(2) 0.011(2) C10 0.051(3) 0.062(3) 0.042(2) -0.002(2) 0.008(2) 0.013(2) C11 0.067(3) 0.065(3) 0.035(2) -0.004(2) -0.004(2) 0.019(3) C12 0.064(3) 0.052(3) 0.051(2) -0.015(2) -0.002(2) 0.007(2) C13 0.045(3) 0.055(3) 0.057(2) -0.007(2) 0.001(2) 0.000(2) C14 0.066(4) 0.113(4) 0.047(2) 0.014(2) 0.008(2) 0.009(3) C15 0.072(4) 0.099(4) 0.075(3) -0.026(3) -0.019(3) -0.005(3) C16 0.045(3) 0.046(2) 0.0347(19) 0.0014(17) 0.0053(18) 0.003(2) C17 0.047(3) 0.039(2) 0.0367(19) -0.0024(18) 0.0071(18) -0.001(2) C18 0.041(3) 0.041(2) 0.045(2) -0.0065(18) 0.0108(19) 0.002(2) C19 0.058(3) 0.039(2) 0.042(2) -0.0007(19) 0.0115(19) -0.001(2) C20 0.061(3) 0.046(2) 0.050(2) 0.0034(19) 0.022(2) -0.008(2) C21 0.048(3) 0.049(3) 0.051(2) -0.012(2) 0.013(2) -0.003(2) C22 0.049(3) 0.047(2) 0.040(2) -0.0037(18) 0.0056(19) -0.003(2) C23 0.070(3) 0.059(3) 0.059(2) 0.018(2) 0.012(2) 0.006(2) C24 0.063(3) 0.071(3) 0.078(3) -0.006(2) 0.012(2) -0.020(2) N3 0.059(3) 0.054(2) 0.068(3) 0.012(2) 0.024(2) 0.004(2) O3 0.065(2) 0.0542(17) 0.0499(15) -0.0024(13) 0.0087(14) 0.0025(15) O4 0.0481(19) 0.0660(19) 0.0534(16) 0.0130(15) 0.0042(13) 0.0065(14) O5 0.088(3) 0.069(2) 0.126(3) 0.0113(19) 0.039(2) 0.035(2) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 1.858(2) . ? Co1 O2 1.870(2) . ? Co1 N2 1.883(3) . ? Co1 N1 1.904(3) . ? Co1 O4 1.980(2) . ? Co1 O3 1.990(2) . ? Co1 N3 2.379(4) . ? N1 C7 1.277(4) . ? N1 C1 1.471(4) . ? N2 C16 1.288(4) . ? N2 C2 1.490(4) . ? O1 C9 1.341(4) . ? O2 C18 1.301(4) . ? C1 C6 1.519(4) . ? C1 C2 1.520(4) . ? C1 H1 0.9800 . ? C2 C3 1.516(4) . ? C2 H2 0.9800 . ? C3 C4 1.521(5) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C5 1.513(5) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.532(4) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.441(4) . ? C7 H7 0.9300 . ? C8 C13 1.401(5) . ? C8 C9 1.404(5) . ? C9 C10 1.420(5) . ? C10 C11 1.385(5) . ? C10 C14 1.503(5) . ? C11 C12 1.388(5) . ? C11 H11 0.9300 . ? C12 C13 1.369(5) . ? C12 C15 1.513(5) . ? C13 H13 0.9300 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.429(5) . ? C16 H16 0.9300 . ? C17 C22 1.402(5) . ? C17 C18 1.424(5) . ? C18 C19 1.418(5) . ? C19 C20 1.368(5) . ? C19 C23 1.509(4) . ? C20 C21 1.414(5) . ? C20 H20 0.9300 . ? C21 C22 1.370(5) . ? C21 C24 1.517(5) . ? C22 H22 0.9300 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? N3 O5 1.210(4) . ? N3 O3 1.283(4) . ? N3 O4 1.290(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 O2 88.77(10) . . ? O1 Co1 N2 100.39(11) . . ? O2 Co1 N2 96.09(12) . . ? O1 Co1 N1 89.69(11) . . ? O2 Co1 N1 178.42(11) . . ? N2 Co1 N1 83.84(12) . . ? O1 Co1 O4 98.34(11) . . ? O2 Co1 O4 87.60(10) . . ? N2 Co1 O4 160.98(11) . . ? N1 Co1 O4 92.97(11) . . ? O1 Co1 O3 163.71(11) . . ? O2 Co1 O3 88.99(10) . . ? N2 Co1 O3 95.89(11) . . ? N1 Co1 O3 92.59(11) . . ? O4 Co1 O3 65.45(11) . . ? O1 Co1 N3 131.12(12) . . ? O2 Co1 N3 87.27(11) . . ? N2 Co1 N3 128.48(13) . . ? N1 Co1 N3 94.01(12) . . ? O4 Co1 N3 32.83(10) . . ? O3 Co1 N3 32.63(10) . . ? C7 N1 C1 123.6(3) . . ? C7 N1 Co1 123.9(2) . . ? C1 N1 Co1 109.9(2) . . ? C16 N2 C2 122.1(3) . . ? C16 N2 Co1 123.8(2) . . ? C2 N2 Co1 113.7(2) . . ? C9 O1 Co1 115.5(2) . . ? C18 O2 Co1 126.2(2) . . ? N1 C1 C6 118.2(3) . . ? N1 C1 C2 102.7(3) . . ? C6 C1 C2 111.9(3) . . ? N1 C1 H1 107.9 . . ? C6 C1 H1 107.9 . . ? C2 C1 H1 107.9 . . ? N2 C2 C3 116.2(3) . . ? N2 C2 C1 105.8(3) . . ? C3 C2 C1 111.8(3) . . ? N2 C2 H2 107.5 . . ? C3 C2 H2 107.5 . . ? C1 C2 H2 107.5 . . ? C2 C3 C4 110.4(3) . . ? C2 C3 H3A 109.6 . . ? C4 C3 H3A 109.6 . . ? C2 C3 H3B 109.6 . . ? C4 C3 H3B 109.6 . . ? H3A C3 H3B 108.1 . . ? C5 C4 C3 112.9(3) . . ? C5 C4 H4A 109.0 . . ? C3 C4 H4A 109.0 . . ? C5 C4 H4B 109.0 . . ? C3 C4 H4B 109.0 . . ? H4A C4 H4B 107.8 . . ? C4 C5 C6 110.9(3) . . ? C4 C5 H5A 109.5 . . ? C6 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? C6 C5 H5B 109.5 . . ? H5A C5 H5B 108.0 . . ? C1 C6 C5 108.1(3) . . ? C1 C6 H6A 110.1 . . ? C5 C6 H6A 110.1 . . ? C1 C6 H6B 110.1 . . ? C5 C6 H6B 110.1 . . ? H6A C6 H6B 108.4 . . ? N1 C7 C8 123.2(3) . . ? N1 C7 H7 118.4 . . ? C8 C7 H7 118.4 . . ? C13 C8 C9 119.8(3) . . ? C13 C8 C7 121.4(4) . . ? C9 C8 C7 118.6(3) . . ? O1 C9 C8 123.2(3) . . ? O1 C9 C10 117.8(4) . . ? C8 C9 C10 118.8(3) . . ? C11 C10 C9 118.0(4) . . ? C11 C10 C14 122.4(3) . . ? C9 C10 C14 119.6(4) . . ? C10 C11 C12 124.1(3) . . ? C10 C11 H11 118.0 . . ? C12 C11 H11 118.0 . . ? C13 C12 C11 116.9(4) . . ? C13 C12 C15 121.8(4) . . ? C11 C12 C15 121.3(4) . . ? C12 C13 C8 122.3(4) . . ? C12 C13 H13 118.8 . . ? C8 C13 H13 118.8 . . ? C10 C14 H14A 109.5 . . ? C10 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C10 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 H15A 109.5 . . ? C12 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C12 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N2 C16 C17 127.0(3) . . ? N2 C16 H16 116.5 . . ? C17 C16 H16 116.5 . . ? C22 C17 C18 120.0(3) . . ? C22 C17 C16 118.4(3) . . ? C18 C17 C16 121.5(3) . . ? O2 C18 C19 117.9(3) . . ? O2 C18 C17 124.5(3) . . ? C19 C18 C17 117.6(3) . . ? C20 C19 C18 119.5(3) . . ? C20 C19 C23 122.2(3) . . ? C18 C19 C23 118.3(3) . . ? C19 C20 C21 123.8(3) . . ? C19 C20 H20 118.1 . . ? C21 C20 H20 118.1 . . ? C22 C21 C20 116.4(4) . . ? C22 C21 C24 123.2(4) . . ? C20 C21 C24 120.4(4) . . ? C21 C22 C17 122.5(3) . . ? C21 C22 H22 118.7 . . ? C17 C22 H22 118.7 . . ? C19 C23 H23A 109.5 . . ? C19 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C19 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O5 N3 O3 123.9(4) . . ? O5 N3 O4 123.0(4) . . ? O3 N3 O4 113.1(3) . . ? O5 N3 Co1 178.5(3) . . ? O3 N3 Co1 56.79(18) . . ? O4 N3 Co1 56.33(18) . . ? N3 O3 Co1 90.6(2) . . ? N3 O4 Co1 90.8(2) . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 27.59 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.277 _refine_diff_density_min -0.331 _refine_diff_density_rms 0.061 # Attachment '- 840677.cif' data_co10 _database_code_depnum_ccdc_archive 'CCDC 840677' #TrackingRef '- 840677.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H28 Co N2 O2' _chemical_formula_weight 435.41 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.5058(4) _cell_length_b 8.7766(4) _cell_length_c 18.0814(7) _cell_angle_alpha 90.00 _cell_angle_beta 96.924(2) _cell_angle_gamma 90.00 _cell_volume 2127.65(14) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4504 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description Prism _exptl_crystal_colour 'Dark red' _exptl_crystal_size_max 0.51 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.359 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 916 _exptl_absorpt_coefficient_mu 0.829 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.6773 _exptl_absorpt_correction_T_max 0.8387 _exptl_absorpt_process_details 'R. H. Blessing, Acta Crystallogr., Sect A 1995, 51, 33-38.' _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 'horizonally mounted graphite crystal' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7867 _diffrn_reflns_av_R_equivalents 0.0265 _diffrn_reflns_av_sigmaI/netI 0.0455 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4861 _reflns_number_gt 3602 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^ > 2\s(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^)+(0.0373P)^2^+0.6701P] 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 4861 _refine_ls_number_parameters 266 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0618 _refine_ls_R_factor_gt 0.0391 _refine_ls_wR_factor_ref 0.0956 _refine_ls_wR_factor_gt 0.0872 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 Co1 Co 0.767505(18) 0.03877(3) 0.830092(15) 0.03291(10) Uani 1 1 d . . . N1 N 0.63295(12) -0.0049(2) 0.80132(10) 0.0341(4) Uani 1 1 d . . . N2 N 0.78817(12) -0.0253(2) 0.73554(10) 0.0349(4) Uani 1 1 d . . . O1 O 0.74409(9) 0.13552(18) 0.91680(8) 0.0394(4) Uani 1 1 d . . . O2 O 0.90246(10) 0.05300(18) 0.86281(8) 0.0397(4) Uani 1 1 d . . . C1 C 0.61716(14) -0.0976(3) 0.73159(12) 0.0381(5) Uani 1 1 d . . . H1 H 0.6333 -0.2037 0.7449 0.046 Uiso 1 1 calc R . . C2 C 0.69500(15) -0.0404(3) 0.68393(12) 0.0381(5) Uani 1 1 d . . . H2 H 0.7043 -0.1154 0.6452 0.046 Uiso 1 1 calc R . . C3 C 0.66643(16) 0.1130(3) 0.64815(13) 0.0461(6) Uani 1 1 d . . . H3A H 0.7153 0.1414 0.6155 0.055 Uiso 1 1 calc R . . H3B H 0.6673 0.1900 0.6867 0.055 Uiso 1 1 calc R . . C4 C 0.56299(18) 0.1087(4) 0.60336(14) 0.0588(7) Uani 1 1 d . . . H4A H 0.5459 0.2093 0.5835 0.071 Uiso 1 1 calc R . . H4B H 0.5634 0.0389 0.5618 0.071 Uiso 1 1 calc R . . C5 C 0.48563(17) 0.0577(3) 0.65243(15) 0.0562(7) Uani 1 1 d . . . H5A H 0.4806 0.1330 0.6911 0.067 Uiso 1 1 calc R . . H5B H 0.4211 0.0500 0.6227 0.067 Uiso 1 1 calc R . . C6 C 0.51335(15) -0.0950(3) 0.68795(14) 0.0478(6) Uani 1 1 d . . . H6A H 0.5100 -0.1720 0.6493 0.057 Uiso 1 1 calc R . . H6B H 0.4648 -0.1214 0.7212 0.057 Uiso 1 1 calc R . . C7 C 0.55858(15) 0.0282(3) 0.83761(13) 0.0389(5) Uani 1 1 d . . . H7 H 0.4957 -0.0058 0.8178 0.047 Uiso 1 1 calc R . . C8 C 0.56529(14) 0.1123(3) 0.90512(12) 0.0379(5) Uani 1 1 d . . . C9 C 0.65776(14) 0.1657(3) 0.94086(12) 0.0362(5) Uani 1 1 d . . . C10 C 0.65745(16) 0.2586(3) 1.00478(13) 0.0442(6) Uani 1 1 d . . . C11 C 0.56855(18) 0.2913(3) 1.03118(14) 0.0518(6) Uani 1 1 d . . . H11 H 0.5697 0.3524 1.0733 0.062 Uiso 1 1 calc R . . C12 C 0.47601(17) 0.2369(3) 0.99762(14) 0.0499(6) Uani 1 1 d . . . C13 C 0.47622(15) 0.1493(3) 0.93589(13) 0.0461(6) Uani 1 1 d . . . H13 H 0.4158 0.1121 0.9128 0.055 Uiso 1 1 calc R . . C14 C 0.75553(18) 0.3221(3) 1.04143(15) 0.0603(7) Uani 1 1 d . . . H14A H 0.7796 0.3978 1.0096 0.090 Uiso 1 1 calc R . . H14B H 0.8035 0.2412 1.0496 0.090 Uiso 1 1 calc R . . H14C H 0.7458 0.3676 1.0883 0.090 Uiso 1 1 calc R . . C15 C 0.38101(19) 0.2779(4) 1.03003(16) 0.0679(8) Uani 1 1 d . . . H15A H 0.3578 0.3757 1.0115 0.102 Uiso 1 1 calc R . . H15B H 0.3942 0.2817 1.0834 0.102 Uiso 1 1 calc R . . H15C H 0.3309 0.2024 1.0157 0.102 Uiso 1 1 calc R . . C16 C 0.87321(15) -0.0514(2) 0.71022(13) 0.0398(5) Uani 1 1 d . . . H16 H 0.8714 -0.0823 0.6609 0.048 Uiso 1 1 calc R . . C17 C 0.96846(15) -0.0357(3) 0.75284(13) 0.0383(5) Uani 1 1 d . . . C18 C 0.97862(15) 0.0163(3) 0.82739(13) 0.0380(5) Uani 1 1 d . . . C19 C 1.07666(15) 0.0314(3) 0.86591(14) 0.0451(6) Uani 1 1 d . . . C20 C 1.15643(16) -0.0087(3) 0.82905(16) 0.0536(7) Uani 1 1 d . . . H20 H 1.2202 0.0009 0.8545 0.064 Uiso 1 1 calc R . . C21 C 1.14753(16) -0.0631(3) 0.75583(16) 0.0542(7) Uani 1 1 d . . . C22 C 1.05428(17) -0.0736(3) 0.71852(15) 0.0499(6) Uani 1 1 d . . . H22 H 1.0465 -0.1065 0.6693 0.060 Uiso 1 1 calc R . . C23 C 1.09126(17) 0.0918(4) 0.94415(14) 0.0642(8) Uani 1 1 d . . . H23A H 1.0964 0.0083 0.9786 0.096 Uiso 1 1 calc R . . H23B H 1.0354 0.1546 0.9524 0.096 Uiso 1 1 calc R . . H23C H 1.1513 0.1513 0.9514 0.096 Uiso 1 1 calc R . . C24 C 1.2404(2) -0.1072(4) 0.72043(19) 0.0838(10) Uani 1 1 d . . . H24A H 1.2213 -0.1397 0.6700 0.126 Uiso 1 1 calc R . . H24B H 1.2743 -0.1889 0.7483 0.126 Uiso 1 1 calc R . . H24C H 1.2840 -0.0209 0.7207 0.126 Uiso 1 1 calc 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 0.02618(15) 0.03771(18) 0.03503(17) -0.00088(13) 0.00449(11) 0.00064(12) N1 0.0297(8) 0.0356(10) 0.0367(10) 0.0003(8) 0.0027(7) 0.0000(7) N2 0.0310(8) 0.0363(10) 0.0376(10) -0.0026(8) 0.0045(7) -0.0004(7) O1 0.0304(7) 0.0507(10) 0.0373(8) -0.0039(7) 0.0053(6) 0.0008(6) O2 0.0282(7) 0.0520(10) 0.0392(8) -0.0028(7) 0.0043(6) 0.0011(6) C1 0.0344(11) 0.0321(11) 0.0468(13) -0.0041(10) 0.0009(9) -0.0017(9) C2 0.0372(11) 0.0401(13) 0.0363(12) -0.0087(10) 0.0012(9) 0.0009(10) C3 0.0486(13) 0.0491(15) 0.0411(13) 0.0039(12) 0.0075(10) -0.0005(11) C4 0.0586(15) 0.0688(19) 0.0454(15) 0.0063(14) -0.0078(12) 0.0103(14) C5 0.0394(12) 0.0690(19) 0.0562(16) -0.0024(14) -0.0104(11) 0.0111(12) C6 0.0354(11) 0.0507(15) 0.0554(15) -0.0111(12) -0.0024(10) -0.0035(10) C7 0.0274(10) 0.0432(13) 0.0459(13) 0.0043(11) 0.0034(9) -0.0027(9) C8 0.0339(10) 0.0402(13) 0.0410(12) 0.0063(10) 0.0105(9) 0.0017(9) C9 0.0348(10) 0.0384(12) 0.0366(12) 0.0064(10) 0.0085(9) 0.0026(9) C10 0.0454(12) 0.0479(15) 0.0399(13) 0.0013(11) 0.0076(10) 0.0036(10) C11 0.0606(15) 0.0525(16) 0.0452(14) -0.0028(12) 0.0175(12) 0.0088(12) C12 0.0482(13) 0.0515(15) 0.0538(16) 0.0084(13) 0.0223(12) 0.0084(12) C13 0.0335(11) 0.0534(15) 0.0533(15) 0.0077(12) 0.0126(10) 0.0023(10) C14 0.0571(15) 0.0689(19) 0.0541(16) -0.0171(14) 0.0032(12) -0.0001(13) C15 0.0591(16) 0.074(2) 0.077(2) 0.0038(17) 0.0320(14) 0.0151(15) C16 0.0411(12) 0.0363(13) 0.0431(13) -0.0047(10) 0.0095(9) -0.0003(10) C17 0.0326(10) 0.0349(12) 0.0489(13) 0.0014(11) 0.0113(9) -0.0008(9) C18 0.0290(10) 0.0359(12) 0.0493(14) 0.0060(10) 0.0062(9) -0.0002(9) C19 0.0320(11) 0.0493(15) 0.0535(15) 0.0090(12) 0.0026(10) -0.0011(10) C20 0.0280(11) 0.0601(17) 0.0726(19) 0.0177(14) 0.0056(11) 0.0009(10) C21 0.0354(12) 0.0543(17) 0.0764(19) 0.0087(14) 0.0204(12) 0.0062(11) C22 0.0429(13) 0.0469(15) 0.0628(17) -0.0028(12) 0.0183(11) 0.0038(11) C23 0.0372(13) 0.098(2) 0.0550(17) 0.0052(16) -0.0054(11) -0.0041(13) C24 0.0486(15) 0.102(3) 0.107(3) 0.003(2) 0.0347(16) 0.0195(17) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 1.8436(14) . ? Co1 O2 1.8514(13) . ? Co1 N2 1.8525(17) . ? Co1 N1 1.8687(16) . ? N1 C7 1.297(3) . ? N1 C1 1.494(3) . ? N2 C16 1.307(3) . ? N2 C2 1.479(2) . ? O1 C9 1.319(2) . ? O2 C18 1.316(2) . ? C1 C2 1.523(3) . ? C1 C6 1.524(3) . ? C1 H1 0.9800 . ? C2 C3 1.523(3) . ? C2 H2 0.9800 . ? C3 C4 1.528(3) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C5 1.517(4) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.514(4) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.420(3) . ? C7 H7 0.9300 . ? C8 C9 1.415(3) . ? C8 C13 1.423(3) . ? C9 C10 1.415(3) . ? C10 C11 1.375(3) . ? C10 C14 1.514(3) . ? C11 C12 1.405(3) . ? C11 H11 0.9300 . ? C12 C13 1.355(3) . ? C12 C15 1.517(3) . ? C13 H13 0.9300 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.424(3) . ? C16 H16 0.9300 . ? C17 C18 1.414(3) . ? C17 C22 1.419(3) . ? C18 C19 1.426(3) . ? C19 C20 1.379(3) . ? C19 C23 1.501(3) . ? C20 C21 1.399(4) . ? C20 H20 0.9300 . ? C21 C22 1.358(3) . ? C21 C24 1.525(3) . ? C22 H22 0.9300 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? 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 O2 87.73(6) . . ? O1 Co1 N2 170.07(8) . . ? O2 Co1 N2 93.63(7) . . ? O1 Co1 N1 94.04(7) . . ? O2 Co1 N1 171.76(7) . . ? N2 Co1 N1 86.01(7) . . ? C7 N1 C1 120.57(17) . . ? C7 N1 Co1 126.83(15) . . ? C1 N1 Co1 112.44(12) . . ? C16 N2 C2 118.68(18) . . ? C16 N2 Co1 127.81(15) . . ? C2 N2 Co1 113.45(13) . . ? C9 O1 Co1 128.44(13) . . ? C18 O2 Co1 128.71(14) . . ? N1 C1 C2 105.07(16) . . ? N1 C1 C6 117.23(17) . . ? C2 C1 C6 110.91(19) . . ? N1 C1 H1 107.8 . . ? C2 C1 H1 107.8 . . ? C6 C1 H1 107.8 . . ? N2 C2 C1 105.38(17) . . ? N2 C2 C3 109.98(18) . . ? C1 C2 C3 112.02(18) . . ? N2 C2 H2 109.8 . . ? C1 C2 H2 109.8 . . ? C3 C2 H2 109.8 . . ? C2 C3 C4 111.8(2) . . ? C2 C3 H3A 109.2 . . ? C4 C3 H3A 109.2 . . ? C2 C3 H3B 109.2 . . ? C4 C3 H3B 109.2 . . ? H3A C3 H3B 107.9 . . ? C5 C4 C3 110.3(2) . . ? C5 C4 H4A 109.6 . . ? C3 C4 H4A 109.6 . . ? C5 C4 H4B 109.6 . . ? C3 C4 H4B 109.6 . . ? H4A C4 H4B 108.1 . . ? C6 C5 C4 110.9(2) . . ? C6 C5 H5A 109.5 . . ? C4 C5 H5A 109.5 . . ? C6 C5 H5B 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 108.0 . . ? C5 C6 C1 113.46(19) . . ? C5 C6 H6A 108.9 . . ? C1 C6 H6A 108.9 . . ? C5 C6 H6B 108.9 . . ? C1 C6 H6B 108.9 . . ? H6A C6 H6B 107.7 . . ? N1 C7 C8 125.34(19) . . ? N1 C7 H7 117.3 . . ? C8 C7 H7 117.3 . . ? C9 C8 C7 121.74(18) . . ? C9 C8 C13 119.1(2) . . ? C7 C8 C13 119.1(2) . . ? O1 C9 C8 123.3(2) . . ? O1 C9 C10 118.34(19) . . ? C8 C9 C10 118.33(19) . . ? C11 C10 C9 119.5(2) . . ? C11 C10 C14 121.7(2) . . ? C9 C10 C14 118.7(2) . . ? C10 C11 C12 123.2(2) . . ? C10 C11 H11 118.4 . . ? C12 C11 H11 118.4 . . ? C13 C12 C11 117.3(2) . . ? C13 C12 C15 122.6(2) . . ? C11 C12 C15 120.1(2) . . ? C12 C13 C8 122.5(2) . . ? C12 C13 H13 118.7 . . ? C8 C13 H13 118.7 . . ? C10 C14 H14A 109.5 . . ? C10 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C10 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 H15A 109.5 . . ? C12 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C12 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N2 C16 C17 124.6(2) . . ? N2 C16 H16 117.7 . . ? C17 C16 H16 117.7 . . ? C18 C17 C22 120.2(2) . . ? C18 C17 C16 121.63(19) . . ? C22 C17 C16 118.2(2) . . ? O2 C18 C17 123.46(18) . . ? O2 C18 C19 118.3(2) . . ? C17 C18 C19 118.24(19) . . ? C20 C19 C18 118.3(2) . . ? C20 C19 C23 121.6(2) . . ? C18 C19 C23 120.1(2) . . ? C19 C20 C21 124.2(2) . . ? C19 C20 H20 117.9 . . ? C21 C20 H20 117.9 . . ? C22 C21 C20 117.5(2) . . ? C22 C21 C24 122.3(3) . . ? C20 C21 C24 120.2(2) . . ? C21 C22 C17 121.6(2) . . ? C21 C22 H22 119.2 . . ? C17 C22 H22 119.2 . . ? C19 C23 H23A 109.5 . . ? C19 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C19 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.287 _refine_diff_density_min -0.231 _refine_diff_density_rms 0.050