# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_lby01-6 _database_code_depnum_ccdc_archive 'CCDC 894114' #TrackingRef '894114.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H37 Cl2 Co N2 O4' _chemical_formula_weight 607.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.0530(3) _cell_length_b 11.5924(3) _cell_length_c 12.9469(4) _cell_angle_alpha 111.8210(10) _cell_angle_beta 94.2400(10) _cell_angle_gamma 101.0300(10) _cell_volume 1357.30(7) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9961 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 28.37 _exptl_crystal_description block _exptl_crystal_colour brown-red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.486 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 636 _exptl_absorpt_coefficient_mu 0.868 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8455 _exptl_absorpt_correction_T_max 0.8955 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 16948 _diffrn_reflns_av_R_equivalents 0.0230 _diffrn_reflns_av_sigmaI/netI 0.0204 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5000 _reflns_number_gt 4688 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0498P)^2^+0.9204P] 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 5000 _refine_ls_number_parameters 350 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0310 _refine_ls_R_factor_gt 0.0289 _refine_ls_wR_factor_ref 0.0804 _refine_ls_wR_factor_gt 0.0779 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _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 0.63928(2) 0.357503(19) 0.758271(17) 0.01067(8) Uani 1 1 d . . . N1 N 0.67514(14) 0.38996(13) 0.91273(11) 0.0124(3) Uani 1 1 d . . . N2 N 0.58410(14) 0.18141(13) 0.73818(11) 0.0122(3) Uani 1 1 d . . . O1 O 0.69805(12) 0.52905(11) 0.78133(9) 0.0137(2) Uani 1 1 d . . . O2 O 0.81556(11) 0.33628(11) 0.73742(9) 0.0139(2) Uani 1 1 d . . . C1 C 0.80075(16) 0.60502(15) 0.86010(13) 0.0129(3) Uani 1 1 d . . . C2 C 0.87353(17) 0.71383(16) 0.84349(14) 0.0141(3) Uani 1 1 d . . . C3 C 0.97682(17) 0.80364(16) 0.92587(14) 0.0157(3) Uani 1 1 d . . . H3 H 1.0233 0.8757 0.9136 0.019 Uiso 1 1 calc R . . C4 C 1.01573(17) 0.79233(16) 1.02732(14) 0.0152(3) Uani 1 1 d . . . C5 C 0.94900(17) 0.68516(16) 1.04231(13) 0.0147(3) Uani 1 1 d . . . H5 H 0.9756 0.6755 1.1100 0.018 Uiso 1 1 calc R . . C6 C 0.84231(17) 0.58908(15) 0.96043(13) 0.0132(3) Uani 1 1 d . . . C7 C 0.83304(18) 0.72712(16) 0.73490(14) 0.0172(3) Uani 1 1 d . . . H7A H 0.8994 0.7979 0.7298 0.026 Uiso 1 1 calc R . . H7B H 0.7415 0.7445 0.7331 0.026 Uiso 1 1 calc R . . H7C H 0.8318 0.6476 0.6711 0.026 Uiso 1 1 calc R . . C8 C 1.12418(18) 0.89558(17) 1.11869(15) 0.0193(4) Uani 1 1 d . . . H8A H 1.1537 0.8628 1.1741 0.029 Uiso 1 1 calc R . . H8B H 1.0862 0.9696 1.1560 0.029 Uiso 1 1 calc R . . H8C H 1.2030 0.9213 1.0853 0.029 Uiso 1 1 calc R . . C9 C 0.77141(16) 0.48163(15) 0.98573(13) 0.0129(3) Uani 1 1 d . . . C10 C 0.81425(18) 0.48298(16) 1.10050(14) 0.0162(3) Uani 1 1 d . . . H10A H 0.7757 0.3990 1.1012 0.024 Uiso 1 1 calc R . . H10B H 0.7802 0.5485 1.1577 0.024 Uiso 1 1 calc R . . H10C H 0.9146 0.5023 1.1171 0.024 Uiso 1 1 calc R . . C11 C 0.59662(17) 0.28462(15) 0.93930(13) 0.0132(3) Uani 1 1 d . . . H11 H 0.6631 0.2430 0.9650 0.016 Uiso 1 1 calc R . . C12 C 0.50554(17) 0.32644(16) 1.02957(14) 0.0159(3) Uani 1 1 d . . . H12A H 0.5619 0.3926 1.1001 0.019 Uiso 1 1 calc R . . H12B H 0.4353 0.3633 1.0038 0.019 Uiso 1 1 calc R . . C13 C 0.43592(18) 0.20955(17) 1.05078(14) 0.0183(4) Uani 1 1 d . . . H13A H 0.5068 0.1764 1.0806 0.022 Uiso 1 1 calc R . . H13B H 0.3758 0.2354 1.1083 0.022 Uiso 1 1 calc R . . C14 C 0.35089(18) 0.10415(17) 0.94347(15) 0.0199(4) Uani 1 1 d . . . H14A H 0.2738 0.1342 0.9182 0.024 Uiso 1 1 calc R . . H14B H 0.3117 0.0286 0.9595 0.024 Uiso 1 1 calc R . . C15 C 0.43746(18) 0.06520(16) 0.84894(14) 0.0172(3) Uani 1 1 d . . . H15A H 0.5095 0.0271 0.8703 0.021 Uiso 1 1 calc R . . H15B H 0.3786 0.0009 0.7787 0.021 Uiso 1 1 calc R . . C16 C 0.50342(17) 0.18481(15) 0.83016(13) 0.0137(3) Uani 1 1 d . . . H16 H 0.4261 0.2236 0.8180 0.016 Uiso 1 1 calc R . . C17 C 0.62836(16) 0.08979(15) 0.66840(13) 0.0136(3) Uani 1 1 d . . . C18 C 0.59093(19) -0.04851(16) 0.65245(15) 0.0188(4) Uani 1 1 d . . . H18A H 0.5284 -0.0985 0.5811 0.028 Uiso 1 1 calc R . . H18B H 0.5458 -0.0562 0.7149 0.028 Uiso 1 1 calc R . . H18C H 0.6743 -0.0809 0.6509 0.028 Uiso 1 1 calc R . . C19 C 0.72879(17) 0.12091(16) 0.59930(13) 0.0140(3) Uani 1 1 d . . . C20 C 0.74634(17) 0.02548(16) 0.49827(14) 0.0162(3) Uani 1 1 d . . . H20 H 0.6861 -0.0571 0.4712 0.019 Uiso 1 1 calc R . . C21 C 0.84847(18) 0.04864(17) 0.43770(14) 0.0174(3) Uani 1 1 d . . . C22 C 0.93215(17) 0.17236(17) 0.47738(14) 0.0168(3) Uani 1 1 d . . . H22 H 1.0022 0.1899 0.4362 0.020 Uiso 1 1 calc R . . C23 C 0.91731(17) 0.27034(16) 0.57392(14) 0.0156(3) Uani 1 1 d . . . C24 C 0.81794(16) 0.24394(16) 0.63979(13) 0.0135(3) Uani 1 1 d . . . C25 C 0.87210(19) -0.05568(18) 0.33317(15) 0.0226(4) Uani 1 1 d . . . H25A H 0.7972 -0.1321 0.3117 0.034 Uiso 1 1 calc R . . H25B H 0.9595 -0.0764 0.3487 0.034 Uiso 1 1 calc R . . H25C H 0.8749 -0.0261 0.2715 0.034 Uiso 1 1 calc R . . C26 C 0.99844(18) 0.40559(17) 0.60997(15) 0.0188(3) Uani 1 1 d . . . H26A H 1.0377 0.4164 0.5461 0.028 Uiso 1 1 calc R . . H26B H 1.0726 0.4246 0.6717 0.028 Uiso 1 1 calc R . . H26C H 0.9380 0.4642 0.6357 0.028 Uiso 1 1 calc R . . O3 O 0.55928(12) 0.32049(11) 0.60136(9) 0.0144(2) Uani 1 1 d . . . O4 O 0.44529(12) 0.37268(11) 0.74126(10) 0.0150(2) Uani 1 1 d . . . C27 C 0.44875(17) 0.34367(15) 0.63672(14) 0.0152(3) Uani 1 1 d . . . C28 C 0.32546(18) 0.33352(17) 0.55914(15) 0.0212(4) Uani 1 1 d . . . H28A H 0.2627 0.2495 0.5371 0.032 Uiso 1 1 calc R . . H28B H 0.3541 0.3439 0.4918 0.032 Uiso 1 1 calc R . . H28C H 0.2786 0.4005 0.5976 0.032 Uiso 1 1 calc R . . C29 C 0.29812(19) 0.68340(19) 0.61312(16) 0.0241(4) Uani 1 1 d . . . H29A H 0.2440 0.6053 0.5499 0.029 Uiso 1 1 calc R . . H29B H 0.3201 0.7523 0.5849 0.029 Uiso 1 1 calc R . . Cl2 Cl 0.45200(5) 0.65361(4) 0.66136(4) 0.02506(11) Uani 1 1 d . . . Cl3 Cl 0.19958(5) 0.72935(5) 0.72339(4) 0.02852(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.01086(13) 0.01270(12) 0.00917(12) 0.00474(9) 0.00371(8) 0.00279(8) N1 0.0129(7) 0.0140(6) 0.0125(6) 0.0066(5) 0.0060(5) 0.0043(5) N2 0.0104(6) 0.0160(7) 0.0107(6) 0.0060(5) 0.0033(5) 0.0022(5) O1 0.0140(6) 0.0142(5) 0.0125(5) 0.0058(4) 0.0010(4) 0.0018(4) O2 0.0121(6) 0.0160(6) 0.0127(5) 0.0045(4) 0.0042(4) 0.0028(4) C1 0.0120(8) 0.0146(7) 0.0131(8) 0.0050(6) 0.0054(6) 0.0052(6) C2 0.0139(8) 0.0167(8) 0.0145(8) 0.0077(6) 0.0063(6) 0.0056(6) C3 0.0141(8) 0.0159(8) 0.0190(8) 0.0084(7) 0.0071(6) 0.0030(6) C4 0.0118(8) 0.0173(8) 0.0161(8) 0.0053(6) 0.0044(6) 0.0046(6) C5 0.0147(8) 0.0178(8) 0.0127(8) 0.0063(6) 0.0037(6) 0.0052(6) C6 0.0125(8) 0.0152(8) 0.0132(8) 0.0058(6) 0.0057(6) 0.0050(6) C7 0.0174(8) 0.0200(8) 0.0157(8) 0.0093(7) 0.0046(7) 0.0023(6) C8 0.0169(8) 0.0205(9) 0.0183(8) 0.0065(7) 0.0015(7) 0.0021(7) C9 0.0136(8) 0.0158(8) 0.0115(7) 0.0052(6) 0.0059(6) 0.0073(6) C10 0.0180(8) 0.0190(8) 0.0126(8) 0.0074(6) 0.0030(6) 0.0038(6) C11 0.0147(8) 0.0142(8) 0.0131(8) 0.0074(6) 0.0058(6) 0.0032(6) C12 0.0169(8) 0.0190(8) 0.0141(8) 0.0072(6) 0.0080(6) 0.0057(6) C13 0.0197(9) 0.0236(9) 0.0167(8) 0.0112(7) 0.0105(7) 0.0068(7) C14 0.0188(9) 0.0224(9) 0.0205(9) 0.0113(7) 0.0101(7) 0.0011(7) C15 0.0180(8) 0.0175(8) 0.0163(8) 0.0077(7) 0.0064(7) 0.0009(6) C16 0.0130(8) 0.0168(8) 0.0124(8) 0.0063(6) 0.0064(6) 0.0029(6) C17 0.0128(8) 0.0153(8) 0.0116(7) 0.0047(6) 0.0015(6) 0.0023(6) C18 0.0238(9) 0.0147(8) 0.0174(8) 0.0051(7) 0.0088(7) 0.0041(7) C19 0.0136(8) 0.0186(8) 0.0128(8) 0.0077(6) 0.0047(6) 0.0064(6) C20 0.0169(8) 0.0169(8) 0.0151(8) 0.0058(7) 0.0036(6) 0.0052(6) C21 0.0187(9) 0.0246(9) 0.0114(8) 0.0067(7) 0.0046(6) 0.0107(7) C22 0.0135(8) 0.0282(9) 0.0136(8) 0.0115(7) 0.0059(6) 0.0077(7) C23 0.0133(8) 0.0219(8) 0.0144(8) 0.0096(7) 0.0027(6) 0.0052(6) C24 0.0127(8) 0.0185(8) 0.0119(7) 0.0073(6) 0.0034(6) 0.0067(6) C25 0.0233(9) 0.0287(10) 0.0153(8) 0.0055(7) 0.0077(7) 0.0098(7) C26 0.0152(8) 0.0246(9) 0.0181(8) 0.0105(7) 0.0064(7) 0.0024(7) O3 0.0142(6) 0.0173(6) 0.0123(5) 0.0057(5) 0.0037(4) 0.0048(4) O4 0.0149(6) 0.0165(6) 0.0141(6) 0.0054(5) 0.0046(4) 0.0050(4) C27 0.0175(8) 0.0113(7) 0.0155(8) 0.0045(6) 0.0031(7) 0.0019(6) C28 0.0188(9) 0.0243(9) 0.0199(9) 0.0070(7) 0.0004(7) 0.0080(7) C29 0.0188(9) 0.0318(10) 0.0233(9) 0.0146(8) 0.0015(7) 0.0027(7) Cl2 0.0214(2) 0.0278(2) 0.0269(2) 0.01355(19) 0.00016(18) 0.00369(17) Cl3 0.0261(2) 0.0348(3) 0.0317(3) 0.0200(2) 0.01019(19) 0.00706(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O2 1.8607(11) . ? Co1 O1 1.8643(11) . ? Co1 N1 1.8849(14) . ? Co1 N2 1.9217(14) . ? Co1 O3 1.9840(11) . ? Co1 O4 1.9949(12) . ? Co1 C27 2.3281(17) . ? N1 C9 1.298(2) . ? N1 C11 1.4887(19) . ? N2 C17 1.292(2) . ? N2 C16 1.4826(19) . ? O1 C1 1.308(2) . ? O2 C24 1.324(2) . ? C1 C6 1.423(2) . ? C1 C2 1.430(2) . ? C2 C3 1.377(2) . ? C2 C7 1.505(2) . ? C3 C4 1.403(2) . ? C4 C5 1.382(2) . ? C4 C8 1.509(2) . ? C5 C6 1.418(2) . ? C6 C9 1.471(2) . ? C9 C10 1.510(2) . ? C11 C12 1.532(2) . ? C11 C16 1.545(2) . ? C12 C13 1.531(2) . ? C13 C14 1.522(2) . ? C14 C15 1.535(2) . ? C15 C16 1.531(2) . ? C17 C19 1.478(2) . ? C17 C18 1.505(2) . ? C19 C24 1.413(2) . ? C19 C20 1.414(2) . ? C20 C21 1.382(2) . ? C21 C22 1.398(3) . ? C21 C25 1.514(2) . ? C22 C23 1.383(2) . ? C23 C24 1.422(2) . ? C23 C26 1.500(2) . ? O3 C27 1.271(2) . ? O4 C27 1.272(2) . ? C27 C28 1.494(2) . ? C29 Cl2 1.7676(19) . ? C29 Cl3 1.7745(19) . ? 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 O1 89.50(5) . . ? O2 Co1 N1 92.26(5) . . ? O1 Co1 N1 93.86(5) . . ? O2 Co1 N2 89.20(5) . . ? O1 Co1 N2 178.02(5) . . ? N1 Co1 N2 84.69(6) . . ? O2 Co1 O3 100.02(5) . . ? O1 Co1 O3 88.83(5) . . ? N1 Co1 O3 167.45(5) . . ? N2 Co1 O3 92.87(5) . . ? O2 Co1 O4 166.15(5) . . ? O1 Co1 O4 89.23(5) . . ? N1 Co1 O4 101.58(5) . . ? N2 Co1 O4 92.39(5) . . ? O3 Co1 O4 66.17(5) . . ? O2 Co1 C27 133.06(5) . . ? O1 Co1 C27 88.44(5) . . ? N1 Co1 C27 134.66(6) . . ? N2 Co1 C27 93.55(6) . . ? O3 Co1 C27 33.06(5) . . ? O4 Co1 C27 33.11(5) . . ? C9 N1 C11 122.09(14) . . ? C9 N1 Co1 125.07(11) . . ? C11 N1 Co1 112.02(10) . . ? C17 N2 C16 131.01(14) . . ? C17 N2 Co1 124.34(11) . . ? C16 N2 Co1 103.97(10) . . ? C1 O1 Co1 120.97(10) . . ? C24 O2 Co1 112.79(10) . . ? O1 C1 C6 125.24(15) . . ? O1 C1 C2 116.29(14) . . ? C6 C1 C2 118.45(15) . . ? C3 C2 C1 120.16(15) . . ? C3 C2 C7 121.66(15) . . ? C1 C2 C7 118.18(15) . . ? C2 C3 C4 122.25(15) . . ? C5 C4 C3 117.89(15) . . ? C5 C4 C8 120.95(15) . . ? C3 C4 C8 121.13(15) . . ? C4 C5 C6 122.49(15) . . ? C5 C6 C1 118.65(15) . . ? C5 C6 C9 119.00(14) . . ? C1 C6 C9 122.17(15) . . ? N1 C9 C6 121.36(14) . . ? N1 C9 C10 121.33(14) . . ? C6 C9 C10 117.30(14) . . ? N1 C11 C12 114.68(13) . . ? N1 C11 C16 108.27(12) . . ? C12 C11 C16 107.90(13) . . ? C13 C12 C11 108.67(13) . . ? C14 C13 C12 111.59(14) . . ? C13 C14 C15 111.62(14) . . ? C16 C15 C14 108.37(14) . . ? N2 C16 C15 123.29(14) . . ? N2 C16 C11 105.45(12) . . ? C15 C16 C11 110.04(13) . . ? N2 C17 C19 118.59(14) . . ? N2 C17 C18 126.02(15) . . ? C19 C17 C18 115.36(14) . . ? C24 C19 C20 119.20(15) . . ? C24 C19 C17 119.77(14) . . ? C20 C19 C17 120.72(15) . . ? C21 C20 C19 121.99(16) . . ? C20 C21 C22 117.67(15) . . ? C20 C21 C25 121.87(16) . . ? C22 C21 C25 120.46(15) . . ? C23 C22 C21 122.84(15) . . ? C22 C23 C24 119.21(16) . . ? C22 C23 C26 122.49(15) . . ? C24 C23 C26 118.25(15) . . ? O2 C24 C19 123.38(14) . . ? O2 C24 C23 117.76(15) . . ? C19 C24 C23 118.86(15) . . ? C27 O3 Co1 88.52(10) . . ? C27 O4 Co1 87.98(10) . . ? O3 C27 O4 117.32(15) . . ? O3 C27 C28 121.95(15) . . ? O4 C27 C28 120.71(15) . . ? O3 C27 Co1 58.42(8) . . ? O4 C27 Co1 58.91(8) . . ? C28 C27 Co1 179.27(13) . . ? Cl2 C29 Cl3 110.64(10) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.661 _refine_diff_density_min -0.383 _refine_diff_density_rms 0.062 data_lby04 _database_code_depnum_ccdc_archive 'CCDC 894115' #TrackingRef '894115.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H39 Cl2 Co N2 O5' _chemical_formula_weight 781.58 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 9.8572(7) _cell_length_b 12.4423(9) _cell_length_c 17.1598(12) _cell_angle_alpha 111.160(2) _cell_angle_beta 102.001(3) _cell_angle_gamma 91.009(3) _cell_volume 1909.9(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9922 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 29.50 _exptl_crystal_description block _exptl_crystal_colour brown-red _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.359 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 812 _exptl_absorpt_coefficient_mu 0.636 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9106 _exptl_absorpt_correction_T_max 0.9391 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 27710 _diffrn_reflns_av_R_equivalents 0.0156 _diffrn_reflns_av_sigmaI/netI 0.0154 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.31 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6689 _reflns_number_gt 5868 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. 9 restraints (SAME command) were used in CH2Cl2 for making equivalent the geometry of three disordered CH2Cl2 molecules. 'PART' option was applied to disorder CH2Cl2 molecules. The site occupancy ratio for the three CH2Cl2 was 0.31 : 0.55 : 0.14. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0570P)^2^+0.5817P] 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 6689 _refine_ls_number_parameters 534 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0377 _refine_ls_R_factor_gt 0.0310 _refine_ls_wR_factor_ref 0.1012 _refine_ls_wR_factor_gt 0.0915 _refine_ls_goodness_of_fit_ref 1.104 _refine_ls_restrained_S_all 1.104 _refine_ls_shift/su_max 0.023 _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 0.56041(2) 0.80312(2) 0.670943(14) 0.03107(10) Uani 1 1 d . A 4 N1 N 0.57609(15) 0.84784(13) 0.79222(9) 0.0310(3) Uani 1 1 d . A 4 N2 N 0.46897(16) 0.65308(13) 0.64641(9) 0.0320(3) Uani 1 1 d . A 4 O1 O 0.64991(14) 0.94724(12) 0.68694(9) 0.0408(3) Uani 1 1 d . A 4 O2 O 0.38862(14) 0.86495(12) 0.65916(9) 0.0400(3) Uani 1 1 d . A 4 C1 C 0.7590(2) 0.99706(16) 0.74964(12) 0.0361(4) Uani 1 1 d . A 4 C2 C 0.8568(2) 1.07173(19) 0.73839(15) 0.0464(5) Uani 1 1 d . A 4 C3 C 0.8315(3) 1.0878(3) 0.65377(18) 0.0712(8) Uani 1 1 d . A 4 H3A H 0.9036 1.1449 0.6561 0.107 Uiso 1 1 calc R A 4 H3B H 0.7396 1.1152 0.6424 0.107 Uiso 1 1 calc R A 4 H3C H 0.8348 1.0137 0.6078 0.107 Uiso 1 1 calc R A 4 C4 C 0.9710(2) 1.12588(19) 0.80439(15) 0.0505(5) Uani 1 1 d . A 4 H4 H 1.0367 1.1746 0.7956 0.061 Uiso 1 1 calc R A 4 C5 C 0.9955(2) 1.11307(19) 0.88380(15) 0.0492(5) Uani 1 1 d . A 4 C6 C 1.1236(3) 1.1758(3) 0.95352(18) 0.0697(7) Uani 1 1 d . A 4 H6A H 1.1283 1.1518 1.0024 0.105 Uiso 1 1 calc R A 4 H6B H 1.1180 1.2596 0.9722 0.105 Uiso 1 1 calc R A 4 H6C H 1.2073 1.1567 0.9310 0.105 Uiso 1 1 calc R A 4 C7 C 0.8981(2) 1.04403(18) 0.89565(13) 0.0446(5) Uani 1 1 d . A 4 H7 H 0.9103 1.0360 0.9496 0.054 Uiso 1 1 calc R A 4 C8 C 0.7802(2) 0.98457(16) 0.82996(12) 0.0368(4) Uani 1 1 d . A 4 C9 C 0.6766(2) 0.92081(16) 0.84793(12) 0.0362(4) Uani 1 1 d . A 4 H9 H 0.6823 0.9334 0.9066 0.043 Uiso 1 1 calc R A 4 C10 C 0.46612(19) 0.80949(16) 0.82226(11) 0.0337(4) Uani 1 1 d . A 4 C11 C 0.3785(2) 0.89258(18) 0.85824(14) 0.0458(5) Uani 1 1 d . A 4 H11 H 0.3979 0.9711 0.8653 0.055 Uiso 1 1 calc R A 4 C12 C 0.2665(2) 0.8611(2) 0.88287(15) 0.0529(6) Uani 1 1 d . A 4 H12 H 0.2089 0.9180 0.9077 0.063 Uiso 1 1 calc R A 4 C13 C 0.2349(2) 0.74521(19) 0.87193(13) 0.0446(5) Uani 1 1 d . A 4 C14 C 0.1151(3) 0.7106(2) 0.89343(15) 0.0597(6) Uani 1 1 d . A 4 H14 H 0.0568 0.7671 0.9179 0.072 Uiso 1 1 calc R A 4 C15 C 0.0819(3) 0.5982(2) 0.87976(15) 0.0628(7) Uani 1 1 d . A 4 H15 H 0.0014 0.5765 0.8951 0.075 Uiso 1 1 calc R A 4 C16 C 0.1661(3) 0.5144(2) 0.84314(15) 0.0587(7) Uani 1 1 d . A 4 H16 H 0.1414 0.4355 0.8329 0.070 Uiso 1 1 calc R A 4 C17 C 0.2840(2) 0.54388(19) 0.82175(13) 0.0462(5) Uani 1 1 d . A 4 H17 H 0.3401 0.4854 0.7972 0.055 Uiso 1 1 calc R A 4 C18 C 0.3229(2) 0.66094(17) 0.83589(11) 0.0374(4) Uani 1 1 d . A 4 C19 C 0.44327(19) 0.69507(16) 0.81228(11) 0.0330(4) Uani 1 1 d . A 4 C20 C 0.5356(2) 0.60745(15) 0.77271(11) 0.0337(4) Uani 1 1 d . A 4 C21 C 0.6160(2) 0.54478(17) 0.81819(13) 0.0389(4) Uani 1 1 d . A 4 C22 C 0.6204(3) 0.5666(2) 0.90591(14) 0.0514(6) Uani 1 1 d . A 4 H22 H 0.5702 0.6256 0.9365 0.062 Uiso 1 1 calc R A 4 C23 C 0.6961(3) 0.5035(2) 0.94657(17) 0.0654(7) Uani 1 1 d . A 4 H23 H 0.6973 0.5186 1.0051 0.078 Uiso 1 1 calc R A 4 C24 C 0.7722(3) 0.4168(2) 0.9031(2) 0.0709(8) Uani 1 1 d . A 4 H24 H 0.8242 0.3733 0.9322 0.085 Uiso 1 1 calc R A 4 C25 C 0.7721(3) 0.3945(2) 0.81974(18) 0.0592(6) Uani 1 1 d . A 4 H25 H 0.8251 0.3362 0.7912 0.071 Uiso 1 1 calc R A 4 C26 C 0.6938(2) 0.45714(18) 0.77431(14) 0.0449(5) Uani 1 1 d . A 4 C27 C 0.6907(2) 0.43428(19) 0.68755(16) 0.0514(5) Uani 1 1 d . A 4 H27 H 0.7417 0.3750 0.6581 0.062 Uiso 1 1 calc R A 4 C28 C 0.6163(2) 0.49522(18) 0.64493(14) 0.0444(5) Uani 1 1 d . A 4 H28 H 0.6158 0.4792 0.5864 0.053 Uiso 1 1 calc R A 4 C29 C 0.5396(2) 0.58260(16) 0.68861(11) 0.0342(4) Uani 1 1 d . A 4 C30 C 0.3483(2) 0.61515(17) 0.59529(11) 0.0361(4) Uani 1 1 d . A 4 H30 H 0.3170 0.5358 0.5791 0.043 Uiso 1 1 calc R A 4 C31 C 0.2580(2) 0.68407(18) 0.56121(12) 0.0383(4) Uani 1 1 d . A 4 C32 C 0.1384(2) 0.6284(2) 0.49531(13) 0.0474(5) Uani 1 1 d . A 4 H32 H 0.1248 0.5462 0.4712 0.057 Uiso 1 1 calc R A 4 C33 C 0.0415(2) 0.6905(2) 0.46548(13) 0.0531(6) Uani 1 1 d . A 4 C34 C -0.0845(3) 0.6332(3) 0.39296(17) 0.0765(9) Uani 1 1 d . A 4 H34A H -0.0771 0.5498 0.3679 0.115 Uiso 1 1 calc R A 4 H34B H -0.0889 0.6665 0.3488 0.115 Uiso 1 1 calc R A 4 H34C H -0.1692 0.6462 0.4152 0.115 Uiso 1 1 calc R A 4 C35 C 0.0626(2) 0.8104(3) 0.50516(16) 0.0595(6) Uani 1 1 d . A 4 H35 H -0.0055 0.8542 0.4863 0.071 Uiso 1 1 calc R A 4 C36 C 0.1760(2) 0.8698(2) 0.57010(15) 0.0534(6) Uani 1 1 d . A 4 C37 C 0.1956(3) 0.9994(3) 0.6112(2) 0.0876(10) Uani 1 1 d . A 4 H37A H 0.1237 1.0319 0.5800 0.131 Uiso 1 1 calc R A 4 H37B H 0.2879 1.0277 0.6094 0.131 Uiso 1 1 calc R A 4 H37C H 0.1880 1.0236 0.6710 0.131 Uiso 1 1 calc R A 4 C38 C 0.2797(2) 0.80633(18) 0.59841(12) 0.0390(4) Uani 1 1 d . A 4 O3 O 0.74176(13) 0.75072(12) 0.69110(8) 0.0367(3) Uani 1 1 d . A 4 O4 O 0.77295(19) 0.6714(2) 0.55816(10) 0.0766(6) Uani 1 1 d . A 4 C39 C 0.8158(2) 0.7073(2) 0.63780(14) 0.0473(5) Uani 1 1 d . A 4 C40 C 0.9640(3) 0.6975(3) 0.67593(18) 0.0763(9) Uani 1 1 d . A 4 H40A H 1.0141 0.6672 0.6300 0.115 Uiso 1 1 calc R A 4 H40B H 0.9660 0.6447 0.7068 0.115 Uiso 1 1 calc R A 4 H40C H 1.0087 0.7741 0.7159 0.115 Uiso 1 1 calc R A 4 C41 C 0.5287(3) 0.8343(3) 0.50411(16) 0.0702(8) Uani 1 1 d . A 4 H41A H 0.6018 0.8992 0.5336 0.105 Uiso 1 1 calc R A 4 H41B H 0.4371 0.8634 0.5047 0.105 Uiso 1 1 calc R A 4 H41C H 0.5364 0.7950 0.4446 0.105 Uiso 1 1 calc R A 4 O5 O 0.54471(16) 0.75431(13) 0.54708(8) 0.0421(3) Uani 1 1 d . A 4 H101 H 0.619(3) 0.723(2) 0.5440(18) 0.072(9) Uiso 1 1 d . B 4 C51 C 0.496(4) 0.176(3) 0.8196(12) 0.084(8) Uani 0.31(2) 1 d PD C 1 H51A H 0.4636 0.0933 0.7841 0.101 Uiso 0.31(2) 1 calc PR C 1 H51B H 0.5776 0.1973 0.8012 0.101 Uiso 0.31(2) 1 calc PR C 1 Cl1 Cl 0.5460(7) 0.1910(6) 0.9249(4) 0.066(2) Uani 0.31(2) 1 d PD C 1 Cl2 Cl 0.3645(10) 0.2597(8) 0.8016(7) 0.109(2) Uani 0.31(2) 1 d PD C 1 C51A C 0.5019(13) 0.1716(11) 0.7980(12) 0.083(6) Uani 0.549(18) 1 d PD C 2 H51C H 0.4668 0.0890 0.7657 0.100 Uiso 0.549(18) 1 calc PR C 2 H51D H 0.5939 0.1841 0.7863 0.100 Uiso 0.549(18) 1 calc PR C 2 Cl1A Cl 0.5225(17) 0.2013(6) 0.9053(10) 0.142(3) Uani 0.549(18) 1 d PD C 2 Cl2A Cl 0.3887(11) 0.2558(4) 0.7614(17) 0.168(4) Uani 0.549(18) 1 d PD C 2 C51B C 0.503(6) 0.179(6) 0.788(3) 0.12(3) Uani 0.137(5) 1 d PD C 3 H51E H 0.4902 0.0932 0.7588 0.139 Uiso 0.137(5) 1 calc PR C 3 H51F H 0.6037 0.2035 0.8119 0.139 Uiso 0.137(5) 1 calc PR C 3 Cl1B Cl 0.414(2) 0.2206(10) 0.8685(10) 0.141(5) Uani 0.137(5) 1 d PD C 3 Cl2B Cl 0.4355(18) 0.2432(11) 0.7170(8) 0.131(6) Uani 0.137(5) 1 d PD C 3 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 0.03325(15) 0.03342(16) 0.02709(14) 0.01260(11) 0.00580(10) 0.00202(10) N1 0.0344(8) 0.0288(8) 0.0303(8) 0.0108(6) 0.0092(6) 0.0018(6) N2 0.0385(8) 0.0323(8) 0.0245(7) 0.0093(6) 0.0078(6) 0.0042(7) O1 0.0428(8) 0.0415(8) 0.0413(7) 0.0221(6) 0.0050(6) -0.0028(6) O2 0.0373(7) 0.0377(7) 0.0423(7) 0.0144(6) 0.0037(6) 0.0055(6) C1 0.0365(10) 0.0304(10) 0.0415(10) 0.0119(8) 0.0118(8) 0.0033(8) C2 0.0482(12) 0.0422(12) 0.0544(13) 0.0213(10) 0.0180(10) 0.0014(9) C3 0.0773(18) 0.0794(19) 0.0710(17) 0.0449(15) 0.0186(14) -0.0148(15) C4 0.0439(12) 0.0443(12) 0.0647(14) 0.0183(11) 0.0201(11) -0.0068(10) C5 0.0391(11) 0.0423(12) 0.0563(13) 0.0076(10) 0.0104(10) -0.0035(9) C6 0.0494(14) 0.0697(17) 0.0718(17) 0.0111(14) 0.0047(12) -0.0177(12) C7 0.0435(11) 0.0448(12) 0.0385(11) 0.0088(9) 0.0073(9) -0.0031(9) C8 0.0368(10) 0.0332(10) 0.0374(10) 0.0095(8) 0.0089(8) 0.0002(8) C9 0.0405(10) 0.0358(10) 0.0301(9) 0.0102(8) 0.0076(8) 0.0014(8) C10 0.0383(10) 0.0330(10) 0.0285(9) 0.0091(8) 0.0092(8) -0.0008(8) C11 0.0528(12) 0.0332(11) 0.0519(12) 0.0098(9) 0.0241(10) 0.0028(9) C12 0.0534(13) 0.0457(13) 0.0597(14) 0.0106(11) 0.0294(11) 0.0056(10) C13 0.0450(11) 0.0518(13) 0.0332(10) 0.0098(9) 0.0124(9) -0.0052(10) C14 0.0537(14) 0.0716(17) 0.0508(13) 0.0133(12) 0.0240(11) -0.0091(12) C15 0.0584(15) 0.0794(18) 0.0473(13) 0.0191(13) 0.0161(11) -0.0237(13) C16 0.0718(16) 0.0564(15) 0.0433(12) 0.0191(11) 0.0050(11) -0.0275(13) C17 0.0580(13) 0.0431(12) 0.0349(10) 0.0139(9) 0.0076(9) -0.0104(10) C18 0.0450(11) 0.0400(11) 0.0241(9) 0.0103(8) 0.0056(8) -0.0074(9) C19 0.0405(10) 0.0329(10) 0.0232(8) 0.0091(7) 0.0049(7) -0.0011(8) C20 0.0398(10) 0.0283(9) 0.0315(9) 0.0107(8) 0.0061(8) -0.0016(8) C21 0.0434(11) 0.0318(10) 0.0394(10) 0.0160(8) 0.0011(8) -0.0059(8) C22 0.0637(14) 0.0472(13) 0.0389(11) 0.0194(10) -0.0024(10) -0.0075(11) C23 0.0771(18) 0.0660(17) 0.0529(14) 0.0365(13) -0.0098(13) -0.0096(14) C24 0.0675(17) 0.0641(17) 0.086(2) 0.0519(16) -0.0145(15) -0.0047(14) C25 0.0532(14) 0.0457(13) 0.0824(18) 0.0355(13) 0.0020(12) 0.0042(11) C26 0.0446(11) 0.0343(11) 0.0552(13) 0.0206(10) 0.0038(10) -0.0006(9) C27 0.0582(14) 0.0372(12) 0.0629(14) 0.0187(11) 0.0217(11) 0.0144(10) C28 0.0573(13) 0.0360(11) 0.0404(11) 0.0112(9) 0.0173(10) 0.0084(9) C29 0.0408(10) 0.0291(9) 0.0319(9) 0.0109(8) 0.0074(8) 0.0009(8) C30 0.0418(11) 0.0342(10) 0.0290(9) 0.0072(8) 0.0100(8) -0.0019(8) C31 0.0344(10) 0.0489(12) 0.0311(9) 0.0140(9) 0.0081(8) 0.0023(9) C32 0.0424(11) 0.0614(14) 0.0320(10) 0.0117(10) 0.0059(9) -0.0033(10) C33 0.0390(11) 0.0839(18) 0.0346(11) 0.0230(12) 0.0034(9) 0.0002(11) C34 0.0519(15) 0.119(3) 0.0471(14) 0.0282(15) -0.0077(11) -0.0047(15) C35 0.0428(12) 0.087(2) 0.0573(14) 0.0423(14) 0.0019(11) 0.0138(12) C36 0.0480(13) 0.0611(15) 0.0562(13) 0.0307(12) 0.0058(10) 0.0125(11) C37 0.0761(19) 0.0626(18) 0.114(3) 0.0403(18) -0.0139(18) 0.0196(15) C38 0.0339(10) 0.0508(12) 0.0363(10) 0.0211(9) 0.0079(8) 0.0038(9) O3 0.0369(7) 0.0423(8) 0.0307(7) 0.0128(6) 0.0088(5) 0.0068(6) O4 0.0606(11) 0.1280(18) 0.0379(9) 0.0214(10) 0.0197(8) 0.0302(11) C39 0.0412(11) 0.0597(14) 0.0423(12) 0.0180(10) 0.0137(9) 0.0068(10) C40 0.0446(14) 0.122(3) 0.0622(16) 0.0309(17) 0.0160(12) 0.0250(15) C41 0.092(2) 0.0836(19) 0.0476(14) 0.0433(14) 0.0083(13) 0.0007(16) O5 0.0432(8) 0.0544(9) 0.0308(7) 0.0198(6) 0.0058(6) 0.0029(7) C51 0.114(17) 0.078(13) 0.078(15) 0.046(12) 0.025(11) 0.028(10) Cl1 0.094(4) 0.042(2) 0.058(3) 0.0117(17) 0.018(2) 0.0091(17) Cl2 0.097(4) 0.086(4) 0.133(5) 0.040(3) 0.004(3) 0.034(2) C51A 0.073(9) 0.038(5) 0.132(14) 0.014(7) 0.043(9) 0.001(6) Cl1A 0.230(8) 0.071(2) 0.145(5) 0.034(3) 0.098(5) -0.008(3) Cl2A 0.155(4) 0.0499(16) 0.258(11) 0.046(4) -0.019(5) 0.0114(18) C51B 0.11(4) 0.16(5) 0.08(4) 0.03(3) 0.04(3) 0.08(3) Cl1B 0.234(15) 0.102(6) 0.140(10) 0.056(6) 0.135(11) 0.058(9) Cl2B 0.203(13) 0.079(6) 0.090(6) 0.015(4) 0.025(6) -0.070(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O2 1.8751(13) . ? Co1 O1 1.8861(13) . ? Co1 O3 1.9202(13) . ? Co1 N2 1.9210(15) . ? Co1 N1 1.9213(15) . ? Co1 O5 1.9592(13) . ? N1 C9 1.291(2) . ? N1 C10 1.435(2) . ? N2 C30 1.286(2) . ? N2 C29 1.431(2) . ? O1 C1 1.308(2) . ? O2 C38 1.315(2) . ? C1 C8 1.415(3) . ? C1 C2 1.417(3) . ? C2 C4 1.377(3) . ? C2 C3 1.507(3) . ? C4 C5 1.401(3) . ? C5 C7 1.371(3) . ? C5 C6 1.516(3) . ? C7 C8 1.411(3) . ? C8 C9 1.431(3) . ? C10 C19 1.380(3) . ? C10 C11 1.410(3) . ? C11 C12 1.361(3) . ? C12 C13 1.405(3) . ? C13 C14 1.412(3) . ? C13 C18 1.422(3) . ? C14 C15 1.353(4) . ? C15 C16 1.395(4) . ? C16 C17 1.371(3) . ? C17 C18 1.419(3) . ? C18 C19 1.435(3) . ? C19 C20 1.495(3) . ? C20 C29 1.372(3) . ? C20 C21 1.432(3) . ? C21 C22 1.421(3) . ? C21 C26 1.422(3) . ? C22 C23 1.363(3) . ? C23 C24 1.402(4) . ? C24 C25 1.355(4) . ? C25 C26 1.421(3) . ? C26 C27 1.405(3) . ? C27 C28 1.358(3) . ? C28 C29 1.411(3) . ? C30 C31 1.429(3) . ? C31 C38 1.414(3) . ? C31 C32 1.414(3) . ? C32 C33 1.371(3) . ? C33 C35 1.389(4) . ? C33 C34 1.512(3) . ? C35 C36 1.377(3) . ? C36 C38 1.415(3) . ? C36 C37 1.500(4) . ? O3 C39 1.263(2) . ? O4 C39 1.248(3) . ? C39 C40 1.498(3) . ? C41 O5 1.430(3) . ? C51 Cl1 1.709(14) . ? C51 Cl2 1.727(14) . ? C51A Cl1A 1.709(12) . ? C51A Cl2A 1.721(10) . ? C51B Cl1B 1.711(19) . ? C51B Cl2B 1.722(17) . ? 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 O1 89.02(6) . . ? O2 Co1 O3 175.41(6) . . ? O1 Co1 O3 87.91(6) . . ? O2 Co1 N2 91.18(6) . . ? O1 Co1 N2 176.07(6) . . ? O3 Co1 N2 92.11(6) . . ? O2 Co1 N1 90.61(6) . . ? O1 Co1 N1 91.59(6) . . ? O3 Co1 N1 86.06(6) . . ? N2 Co1 N1 92.33(6) . . ? O2 Co1 O5 90.00(6) . . ? O1 Co1 O5 89.38(6) . . ? O3 Co1 O5 93.38(6) . . ? N2 Co1 O5 86.70(6) . . ? N1 Co1 O5 178.86(6) . . ? C9 N1 C10 118.48(15) . . ? C9 N1 Co1 121.66(13) . . ? C10 N1 Co1 119.52(11) . . ? C30 N2 C29 119.65(16) . . ? C30 N2 Co1 122.96(13) . . ? C29 N2 Co1 117.38(12) . . ? C1 O1 Co1 121.66(12) . . ? C38 O2 Co1 121.39(13) . . ? O1 C1 C8 123.05(17) . . ? O1 C1 C2 118.59(18) . . ? C8 C1 C2 118.28(18) . . ? C4 C2 C1 119.1(2) . . ? C4 C2 C3 122.7(2) . . ? C1 C2 C3 118.2(2) . . ? C2 C4 C5 123.58(19) . . ? C7 C5 C4 117.2(2) . . ? C7 C5 C6 122.2(2) . . ? C4 C5 C6 120.5(2) . . ? C5 C7 C8 121.9(2) . . ? C7 C8 C1 119.91(18) . . ? C7 C8 C9 119.41(18) . . ? C1 C8 C9 120.42(17) . . ? N1 C9 C8 126.35(17) . . ? C19 C10 C11 121.67(18) . . ? C19 C10 N1 121.24(17) . . ? C11 C10 N1 117.01(17) . . ? C12 C11 C10 120.4(2) . . ? C11 C12 C13 120.7(2) . . ? C12 C13 C14 121.2(2) . . ? C12 C13 C18 119.20(18) . . ? C14 C13 C18 119.6(2) . . ? C15 C14 C13 121.1(2) . . ? C14 C15 C16 119.9(2) . . ? C17 C16 C15 121.1(2) . . ? C16 C17 C18 120.6(2) . . ? C17 C18 C13 117.67(18) . . ? C17 C18 C19 122.38(19) . . ? C13 C18 C19 119.91(18) . . ? C10 C19 C18 118.01(18) . . ? C10 C19 C20 121.13(16) . . ? C18 C19 C20 120.74(17) . . ? C29 C20 C21 118.46(18) . . ? C29 C20 C19 119.00(17) . . ? C21 C20 C19 122.49(16) . . ? C22 C21 C26 118.56(19) . . ? C22 C21 C20 122.3(2) . . ? C26 C21 C20 119.15(18) . . ? C23 C22 C21 120.6(2) . . ? C22 C23 C24 120.8(2) . . ? C25 C24 C23 120.4(2) . . ? C24 C25 C26 121.0(3) . . ? C27 C26 C25 121.9(2) . . ? C27 C26 C21 119.40(19) . . ? C25 C26 C21 118.7(2) . . ? C28 C27 C26 121.4(2) . . ? C27 C28 C29 119.23(19) . . ? C20 C29 C28 122.36(18) . . ? C20 C29 N2 117.75(16) . . ? C28 C29 N2 119.80(16) . . ? N2 C30 C31 124.56(18) . . ? C38 C31 C32 120.24(19) . . ? C38 C31 C30 120.61(17) . . ? C32 C31 C30 118.85(19) . . ? C33 C32 C31 121.4(2) . . ? C32 C33 C35 117.2(2) . . ? C32 C33 C34 122.5(3) . . ? C35 C33 C34 120.3(2) . . ? C36 C35 C33 124.2(2) . . ? C35 C36 C38 118.9(2) . . ? C35 C36 C37 122.7(2) . . ? C38 C36 C37 118.5(2) . . ? O2 C38 C31 124.18(18) . . ? O2 C38 C36 117.84(19) . . ? C31 C38 C36 117.96(19) . . ? C39 O3 Co1 128.36(13) . . ? O4 C39 O3 124.7(2) . . ? O4 C39 C40 119.8(2) . . ? O3 C39 C40 115.50(19) . . ? C41 O5 Co1 122.29(15) . . ? Cl1 C51 Cl2 112.8(11) . . ? Cl1A C51A Cl2A 113.0(7) . . ? Cl1B C51B Cl2B 107.1(13) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.422 _refine_diff_density_min -0.300 _refine_diff_density_rms 0.047 data_co08-c2c _database_code_depnum_ccdc_archive 'CCDC 894116' #TrackingRef '894116.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H26 Co N2 O2' _chemical_formula_weight 421.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 24.891(5) _cell_length_b 11.215(2) _cell_length_c 7.3326(15) _cell_angle_alpha 90.00 _cell_angle_beta 104.80(3) _cell_angle_gamma 90.00 _cell_volume 1979.1(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2089 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description Rod _exptl_crystal_colour Red _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.414 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 884 _exptl_absorpt_coefficient_mu 0.888 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.7463 _exptl_absorpt_correction_T_max 0.9164 _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_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 4416 _diffrn_reflns_av_R_equivalents 0.0680 _diffrn_reflns_av_sigmaI/netI 0.0794 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 3.39 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1740 _reflns_number_gt 1128 _reflns_threshold_expression >2sigma(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^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0527P)^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 1740 _refine_ls_number_parameters 150 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1029 _refine_ls_R_factor_gt 0.0564 _refine_ls_wR_factor_ref 0.1205 _refine_ls_wR_factor_gt 0.1088 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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 1.0000 0.46385(8) 0.7500 0.0454(3) Uani 1 2 d S . . O1 O 0.94791(9) 0.3448(2) 0.7337(4) 0.0483(7) Uani 1 1 d . . . N1 N 0.94889(12) 0.5852(3) 0.7600(4) 0.0513(9) Uani 1 1 d . . . C1 C 0.9788(5) 0.7018(11) 0.812(4) 0.045(3) Uani 0.63(5) 1 d P . 1 H1 H 0.9984 0.7028 0.9465 0.054 Uiso 0.63(5) 1 calc PR . 1 C1A C 0.9714(12) 0.694(2) 0.709(10) 0.059(7) Uani 0.37(5) 1 d P . 2 H1A H 0.9666 0.6913 0.5717 0.071 Uiso 0.37(5) 1 calc PR . 2 C2 C 0.95001(18) 0.8181(4) 0.7547(7) 0.0648(13) Uani 1 1 d . . . H2A H 0.9437 0.8135 0.8793 0.16(3) Uiso 1 1 d R . . H2B H 0.9163 0.8450 0.6664 0.15(2) Uiso 1 1 d R . . C3 C 1.0000 0.9012(6) 0.7500 0.0704(19) Uani 1 2 d S . . H3A H 0.9912 0.9515 0.6391 0.14(2) Uiso 1 1 d R . . C6 C 0.89735(18) 0.5732(4) 0.7639(6) 0.0582(13) Uani 1 1 d . . . H6 H 0.8777 0.6424 0.7734 0.088(17) Uiso 1 1 d R . . C7 C 0.86906(14) 0.4626(4) 0.7568(5) 0.0474(10) Uani 1 1 d . . . C8 C 0.89526(15) 0.3541(4) 0.7420(5) 0.0461(11) Uani 1 1 d . . . C9 C 0.86452(14) 0.2476(4) 0.7355(6) 0.0520(11) Uani 1 1 d . . . C10 C 0.80978(16) 0.2549(5) 0.7464(6) 0.0633(13) Uani 1 1 d . . . H10 H 0.7898 0.1844 0.7426 0.056(12) Uiso 1 1 d R . . C11 C 0.78255(16) 0.3629(4) 0.7600(6) 0.0596(12) Uani 1 1 d . . . C12 C 0.81303(15) 0.4631(5) 0.7669(6) 0.0587(11) Uani 1 1 d . . . H12 H 0.7964 0.5356 0.7767 0.066(14) Uiso 1 1 d R . . C13 C 0.89180(19) 0.1297(4) 0.7205(8) 0.0677(13) Uani 1 1 d . . . H13A H 0.9116 0.1035 0.8310 0.15(3) Uiso 1 1 d R . . H13B H 0.9126 0.1378 0.6247 0.23(4) Uiso 1 1 d R . . H13C H 0.8607 0.0731 0.6621 0.19(3) Uiso 1 1 d R . . C14 C 0.72297(17) 0.3635(6) 0.7766(9) 0.0878(18) Uani 1 1 d . . . H14A H 0.7005 0.4138 0.6573 0.15(2) Uiso 1 1 d R . . H14B H 0.7180 0.4042 0.8779 0.14(3) Uiso 1 1 d R . . H14C H 0.7073 0.2883 0.7545 0.18(4) Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0403(4) 0.0412(5) 0.0557(5) 0.000 0.0139(3) 0.000 O1 0.0384(14) 0.0438(19) 0.0647(18) 0.0015(14) 0.0169(12) -0.0024(12) N1 0.047(2) 0.041(2) 0.068(2) 0.0057(18) 0.0184(17) 0.0023(16) C1 0.059(6) 0.027(5) 0.053(8) -0.008(6) 0.024(6) -0.001(3) C1A 0.074(11) 0.031(9) 0.08(2) -0.007(13) 0.035(14) 0.001(7) C2 0.077(3) 0.042(3) 0.081(4) 0.010(3) 0.029(3) 0.010(2) C3 0.076(4) 0.041(4) 0.098(6) 0.000 0.028(4) 0.000 C6 0.055(3) 0.049(3) 0.073(3) 0.006(2) 0.020(2) 0.013(2) C7 0.048(2) 0.043(3) 0.052(2) 0.004(2) 0.0137(17) 0.001(2) C8 0.044(2) 0.045(3) 0.050(3) 0.005(2) 0.0131(18) 0.003(2) C9 0.041(2) 0.051(3) 0.065(3) -0.002(2) 0.0152(18) -0.004(2) C10 0.049(2) 0.061(4) 0.083(3) -0.001(3) 0.023(2) -0.011(2) C11 0.047(2) 0.057(3) 0.077(3) 0.005(3) 0.020(2) 0.002(2) C12 0.047(2) 0.059(3) 0.071(3) 0.004(3) 0.0173(19) 0.012(3) C13 0.061(3) 0.044(3) 0.100(4) 0.003(3) 0.025(3) 0.001(2) C14 0.046(3) 0.098(5) 0.126(5) -0.001(4) 0.034(3) 0.004(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O1 1.844(2) . ? Co1 O1 1.844(2) 2_756 ? Co1 N1 1.877(3) . ? Co1 N1 1.877(3) 2_756 ? O1 C8 1.332(4) . ? N1 C6 1.297(5) . ? N1 C1A 1.43(2) . ? N1 C1 1.506(15) . ? C1 C2 1.496(13) . ? C1 C1 1.56(4) 2_756 ? C1A C1A 1.40(8) 2_756 ? C1A C2 1.56(3) . ? C2 C3 1.562(6) . ? C3 C2 1.562(6) 2_756 ? C6 C7 1.421(6) . ? C7 C8 1.397(6) . ? C7 C12 1.415(5) . ? C8 C9 1.413(5) . ? C9 C10 1.388(5) . ? C9 C13 1.503(6) . ? C10 C11 1.404(6) . ? C11 C12 1.350(6) . ? C11 C14 1.519(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O1 87.18(15) . 2_756 ? O1 Co1 N1 93.17(12) . . ? O1 Co1 N1 174.24(13) 2_756 . ? O1 Co1 N1 174.24(13) . 2_756 ? O1 Co1 N1 93.17(12) 2_756 2_756 ? N1 Co1 N1 87.1(2) . 2_756 ? C8 O1 Co1 128.6(2) . . ? C6 N1 C1A 123.3(10) . . ? C6 N1 C1 120.8(6) . . ? C1A N1 C1 29.1(17) . . ? C6 N1 Co1 127.6(3) . . ? C1A N1 Co1 107.0(9) . . ? C1 N1 Co1 110.1(5) . . ? C2 C1 N1 121.0(12) . . ? C2 C1 C1 100.5(16) . 2_756 ? N1 C1 C1 102.4(16) . 2_756 ? C1A C1A N1 108(4) 2_756 . ? C1A C1A C2 106(3) 2_756 . ? N1 C1A C2 122(2) . . ? C1 C2 C1A 28.0(14) . . ? C1 C2 C3 101.5(6) . . ? C1A C2 C3 102.1(9) . . ? C2 C3 C2 106.7(5) 2_756 . ? N1 C6 C7 125.0(4) . . ? C8 C7 C12 119.6(4) . . ? C8 C7 C6 121.7(4) . . ? C12 C7 C6 118.7(5) . . ? O1 C8 C7 123.8(4) . . ? O1 C8 C9 117.6(4) . . ? C7 C8 C9 118.6(4) . . ? C10 C9 C8 118.7(4) . . ? C10 C9 C13 121.6(4) . . ? C8 C9 C13 119.7(3) . . ? C9 C10 C11 123.6(4) . . ? C12 C11 C10 116.4(4) . . ? C12 C11 C14 123.0(5) . . ? C10 C11 C14 120.6(5) . . ? C11 C12 C7 123.1(5) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.270 _refine_diff_density_min -0.225 _refine_diff_density_rms 0.060