# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # 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_I _chemical_name_systematic ? _chemical_name_common JBWW01_B _chemical_formula_moiety ? _chemical_formula_sum 'C26 H32 B Cl Co F2 N7 O4' _chemical_formula_iupac ? _chemical_formula_weight 649.78 _chemical_melting_point ? _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.3775(6) _cell_length_b 14.6934(5) _cell_length_c 14.0989(6) _cell_angle_alpha 90 _cell_angle_beta 97.256(2) _cell_angle_gamma 90 _cell_volume 2954.6(2) _cell_formula_units_Z 4 _cell_measurement_reflns_used 9989 _cell_measurement_theta_min 2.5704 _cell_measurement_theta_max 33.3864 _cell_measurement_temperature 110.(2) _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.050 _exptl_crystal_density_diffrn 1.461 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1344 _exptl_absorpt_coefficient_mu 0.729 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS Inc.)' _exptl_absorpt_correction_T_min 0.6720 _exptl_absorpt_correction_T_max 0.7466 _exptl_special_details ; ; _diffrn_ambient_temperature 110.(2) _diffrn_source 'fine-focus sealed tube' _diffrn_source_type ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius X8 Kappa APEX II' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 32625 _diffrn_reflns_av_R_equivalents 0.0304 _diffrn_reflns_av_sigmaI/netI 0.0352 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 31.51 _diffrn_reflns_theta_full 31.51 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _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. Hydroxide hydrogens were placed using AFIX commands, and then restraints removed late in refinement. The thermal parameters were still allowed to ride on parent atom; coordinates were freely refined. Different combinations were tried by matching H postisions to peaks in difference map The elongated O-H bonds and the fact they are nearly equidistant between their respective oxygen atoms is consistent with bonding in th eligand (i.e. the nearly equivalent C=N bond lengths). and the distribution of charge expected in the complex. ; _reflns_number_total 9829 _reflns_number_gt 7724 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0508 _refine_ls_R_factor_gt 0.0337 _refine_ls_wR_factor_gt 0.0789 _refine_ls_wR_factor_ref 0.0861 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _refine_ls_number_reflns 9829 _refine_ls_number_parameters 393 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0402P)^2^+0.9787P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.436 _refine_diff_density_min -0.394 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _computing_data_collection 'Bruker Instrument Service v2009, 11, 0, 0' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS Inc., 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS Inc., 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Co Co1 0.403503(12) 0.432333(12) 0.222175(12) 0.01162(5) Uani d . 1 . . N N1 0.51751(8) 0.49972(8) 0.23585(9) 0.0167(2) Uani d . 1 . . N N2 0.39204(8) 0.49090(8) 0.34060(8) 0.0168(2) Uani d . 1 . . N N3 0.29022(8) 0.36625(8) 0.20955(8) 0.0143(2) Uani d . 1 . . N N4 0.41363(8) 0.37798(8) 0.10269(8) 0.0144(2) Uani d . 1 . . N N5 0.33733(8) 0.53427(8) 0.15374(8) 0.0130(2) Uani d . 1 . . N N6 0.12467(8) 0.88598(8) -0.05158(8) 0.0129(2) Uani d . 1 . . N N7 0.07345(8) 0.76170(8) -0.16602(8) 0.0142(2) Uani d . 1 . . O O1 0.58098(7) 0.49281(7) 0.17323(8) 0.0217(2) Uani d . 1 . . O O2 0.31927(8) 0.47538(8) 0.39036(7) 0.0236(2) Uani d . 1 . . H H2 0.2768(14) 0.4257(13) 0.3433(15) 0.035 Uiso d . 1 . . O O3 0.23372(7) 0.36518(7) 0.27777(7) 0.0200(2) Uani d . 1 . . O O4 0.48887(7) 0.38995(7) 0.05785(7) 0.0203(2) Uani d . 1 . . H H1 0.5435(14) 0.4422(13) 0.1157(15) 0.03 Uiso d . 1 . . C C1 0.53147(10) 0.55377(10) 0.30876(11) 0.0205(3) Uani d . 1 . . C C2 0.45547(11) 0.55038(10) 0.36934(10) 0.0212(3) Uani d . 1 . . C C3 0.61574(12) 0.61272(11) 0.33094(14) 0.0313(4) Uani d . 1 . . H H3A 0.6616 0.598 0.2874 0.047 Uiso calc R 1 . . H H3B 0.6437 0.6022 0.3971 0.047 Uiso calc R 1 . . H H3C 0.5973 0.6767 0.3229 0.047 Uiso calc R 1 . . C C4 0.45363(14) 0.61020(12) 0.45492(12) 0.0341(4) Uani d . 1 . . H H4A 0.3961 0.5987 0.4836 0.051 Uiso calc R 1 . . H H4B 0.4554 0.6741 0.4354 0.051 Uiso calc R 1 . . H H4C 0.5082 0.5969 0.5018 0.051 Uiso calc R 1 . . C C5 0.26768(10) 0.32565(10) 0.12802(10) 0.0171(3) Uani d . 1 . . C C6 0.34071(10) 0.33267(10) 0.06433(10) 0.0169(3) Uani d . 1 . . C C7 0.17699(12) 0.27620(12) 0.10450(13) 0.0304(4) Uani d . 1 . . H H7A 0.1263 0.3119 0.1265 0.046 Uiso calc R 1 . . H H7B 0.1809 0.2168 0.1364 0.046 Uiso calc R 1 . . H H7C 0.1643 0.2674 0.0352 0.046 Uiso calc R 1 . . C C8 0.33343(13) 0.29242(12) -0.03366(11) 0.0280(3) Uani d . 1 . . H H8A 0.3924 0.302 -0.0602 0.042 Uiso calc R 1 . . H H8B 0.2821 0.3218 -0.0749 0.042 Uiso calc R 1 . . H H8C 0.3209 0.227 -0.0301 0.042 Uiso calc R 1 . . C C9 0.37588(10) 0.58071(9) 0.08614(10) 0.0156(3) Uani d . 1 . . H H9 0.4389 0.5682 0.0769 0.019 Uiso calc R 1 . . C C10 0.32651(10) 0.64617(9) 0.02967(10) 0.0162(3) Uani d . 1 . . H H10 0.3556 0.6779 -0.0174 0.019 Uiso calc R 1 . . C C11 0.23420(9) 0.66499(9) 0.04234(9) 0.0143(2) Uani d . 1 . . C C12 0.19597(10) 0.61934(10) 0.11438(10) 0.0182(3) Uani d . 1 . . H H12 0.1337 0.6321 0.1263 0.022 Uiso calc R 1 . . C C13 0.24910(10) 0.55499(10) 0.16873(10) 0.0175(3) Uani d . 1 . . H H13 0.2225 0.5244 0.2182 0.021 Uiso calc R 1 . . C C14 0.17706(9) 0.73142(9) -0.01981(9) 0.0142(2) Uani d . 1 . . C C15 0.17395(9) 0.82183(9) 0.00881(9) 0.0133(2) Uani d . 1 . . C C16 0.21518(9) 0.86793(10) 0.09337(10) 0.0158(3) Uani d . 1 . . C C17 0.19026(10) 0.95851(10) 0.08043(10) 0.0169(3) Uani d . 1 . . H H17 0.2068 1.0062 0.1248 0.02 Uiso calc R 1 . . C C18 0.13644(9) 0.96808(9) -0.00932(9) 0.0145(2) Uani d . 1 . . C C19 0.27222(11) 0.82929(11) 0.18056(10) 0.0219(3) Uani d . 1 . . H H19A 0.2935 0.8788 0.2246 0.033 Uiso calc R 1 . . H H19B 0.3267 0.7971 0.1617 0.033 Uiso calc R 1 . . H H19C 0.2337 0.7868 0.2123 0.033 Uiso calc R 1 . . C C20 0.09738(10) 1.05324(9) -0.05517(10) 0.0179(3) Uani d . 1 . . H H20A 0.1203 1.0608 -0.1173 0.027 Uiso calc R 1 . . H H20B 0.1173 1.1053 -0.014 0.027 Uiso calc R 1 . . H H20C 0.0288 1.0498 -0.0645 0.027 Uiso calc R 1 . . C C21 0.03035(10) 0.71411(10) -0.24120(10) 0.0169(3) Uani d . 1 . . C C22 0.05601(11) 0.62220(10) -0.23093(11) 0.0213(3) Uani d . 1 . . H H22 0.0348 0.5747 -0.274 0.026 Uiso calc R 1 . . C C23 0.11706(11) 0.61212(10) -0.14802(11) 0.0198(3) Uani d . 1 . . C C24 0.12782(10) 0.70059(9) -0.10585(10) 0.0154(2) Uani d . 1 . . C C25 -0.03410(10) 0.75681(10) -0.32030(10) 0.0201(3) Uani d . 1 . . H H25A -0.0332 0.8231 -0.3123 0.03 Uiso calc R 1 . . H H25B -0.098 0.7341 -0.3186 0.03 Uiso calc R 1 . . H H25C -0.0134 0.7412 -0.3819 0.03 Uiso calc R 1 . . C C26 0.16215(13) 0.52349(11) -0.11473(13) 0.0291(4) Uani d . 1 . . H H26A 0.1384 0.4748 -0.1587 0.044 Uiso calc R 1 . . H H26B 0.1472 0.5096 -0.0504 0.044 Uiso calc R 1 . . H H26C 0.2303 0.5284 -0.1134 0.044 Uiso calc R 1 . . Cl Cl1 0.47671(2) 0.31427(2) 0.29777(2) 0.01691(7) Uani d . 1 . . B B1 0.06239(10) 0.86463(10) -0.14643(10) 0.0131(3) Uani d . 1 . . F F1 -0.03124(6) 0.88479(6) -0.13884(6) 0.01884(17) Uani d . 1 . . F F2 0.08988(6) 0.91650(6) -0.22083(6) 0.01845(17) Uani d . 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Co1 0.01213(8) 0.01251(9) 0.01037(8) 0.00095(6) 0.00201(6) 0.00076(6) N1 0.0132(5) 0.0166(6) 0.0200(6) 0.0010(4) 0.0008(4) 0.0044(4) N2 0.0200(6) 0.0185(6) 0.0119(5) 0.0055(4) 0.0019(4) 0.0004(4) N3 0.0139(5) 0.0151(6) 0.0144(5) 0.0006(4) 0.0041(4) 0.0022(4) N4 0.0159(5) 0.0160(6) 0.0123(5) 0.0035(4) 0.0054(4) 0.0015(4) N5 0.0132(5) 0.0142(5) 0.0118(5) 0.0014(4) 0.0025(4) 0.0007(4) N6 0.0131(5) 0.0125(5) 0.0129(5) 0.0002(4) 0.0014(4) 0.0004(4) N7 0.0147(5) 0.0143(5) 0.0133(5) 0.0001(4) 0.0002(4) 0.0001(4) O1 0.0147(5) 0.0240(6) 0.0274(5) 0.0005(4) 0.0061(4) 0.0058(4) O2 0.0271(6) 0.0305(6) 0.0148(5) 0.0047(5) 0.0088(4) -0.0005(4) O3 0.0186(5) 0.0244(5) 0.0191(5) -0.0012(4) 0.0109(4) 0.0029(4) O4 0.0184(5) 0.0263(6) 0.0184(5) 0.0030(4) 0.0113(4) 0.0013(4) C1 0.0207(7) 0.0137(7) 0.0246(7) -0.0001(5) -0.0066(5) 0.0030(5) C2 0.0292(8) 0.0166(7) 0.0159(6) 0.0046(6) -0.0050(5) -0.0018(5) C3 0.0275(8) 0.0179(8) 0.0441(10) -0.0043(6) -0.0130(7) 0.0021(7) C4 0.0493(11) 0.0267(9) 0.0235(8) 0.0062(8) -0.0067(7) -0.0092(7) C5 0.0165(6) 0.0165(7) 0.0181(6) -0.0013(5) 0.0009(5) -0.0006(5) C6 0.0209(7) 0.0159(7) 0.0140(6) 0.0030(5) 0.0024(5) -0.0011(5) C7 0.0238(8) 0.0340(9) 0.0331(9) -0.0117(7) 0.0024(7) -0.0073(7) C8 0.0356(9) 0.0304(9) 0.0177(7) 0.0033(7) 0.0017(6) -0.0093(6) C9 0.0143(6) 0.0171(7) 0.0160(6) 0.0021(5) 0.0037(5) 0.0027(5) C10 0.0169(6) 0.0162(7) 0.0161(6) 0.0013(5) 0.0041(5) 0.0028(5) C11 0.0163(6) 0.0131(6) 0.0136(6) 0.0016(5) 0.0014(5) 0.0005(5) C12 0.0149(6) 0.0218(7) 0.0189(6) 0.0052(5) 0.0057(5) 0.0049(5) C13 0.0164(6) 0.0208(7) 0.0162(6) 0.0032(5) 0.0052(5) 0.0049(5) C14 0.0122(6) 0.0162(6) 0.0145(6) 0.0021(5) 0.0026(4) 0.0021(5) C15 0.0123(6) 0.0153(6) 0.0123(5) 0.0010(5) 0.0011(4) 0.0016(5) C16 0.0125(6) 0.0211(7) 0.0138(6) -0.0010(5) 0.0014(4) -0.0014(5) C17 0.0170(6) 0.0173(7) 0.0162(6) -0.0024(5) 0.0011(5) -0.0030(5) C18 0.0142(6) 0.0151(6) 0.0148(6) -0.0012(5) 0.0039(5) -0.0003(5) C19 0.0213(7) 0.0264(8) 0.0162(6) 0.0042(6) -0.0049(5) -0.0014(5) C20 0.0237(7) 0.0142(7) 0.0160(6) 0.0001(5) 0.0033(5) -0.0001(5) C21 0.0170(6) 0.0175(7) 0.0155(6) -0.0022(5) -0.0001(5) -0.0016(5) C22 0.0247(7) 0.0170(7) 0.0211(7) -0.0021(6) -0.0015(6) -0.0040(5) C23 0.0228(7) 0.0158(7) 0.0202(7) 0.0004(5) -0.0005(5) -0.0012(5) C24 0.0167(6) 0.0140(6) 0.0151(6) 0.0013(5) 0.0011(5) 0.0007(5) C25 0.0209(7) 0.0209(7) 0.0170(6) -0.0019(5) -0.0030(5) -0.0006(5) C26 0.0372(9) 0.0155(8) 0.0319(9) 0.0041(6) -0.0065(7) -0.0019(6) Cl1 0.01825(15) 0.01549(16) 0.01663(14) 0.00236(11) 0.00077(11) 0.00325(11) B1 0.0134(6) 0.0136(7) 0.0127(6) 0.0004(5) 0.0030(5) 0.0005(5) F1 0.0133(4) 0.0230(5) 0.0200(4) 0.0027(3) 0.0011(3) -0.0025(3) F2 0.0264(4) 0.0171(4) 0.0125(4) -0.0035(3) 0.0048(3) 0.0021(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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Co1 N3 . 1.8852(11) ? Co1 N4 . 1.8865(11) ? Co1 N1 . 1.9038(12) ? Co1 N2 . 1.9040(12) ? Co1 N5 . 1.9615(11) ? Co1 Cl1 . 2.2293(4) ? N1 C1 . 1.2944(19) ? N1 O1 . 1.3514(15) ? N2 C2 . 1.291(2) ? N2 O2 . 1.3507(15) ? N3 C5 . 1.2992(18) ? N3 O3 . 1.3352(14) ? N4 C6 . 1.3006(18) ? N4 O4 . 1.3317(14) ? N5 C13 . 1.3469(17) ? N5 C9 . 1.3471(17) ? N6 C18 . 1.3465(17) ? N6 C15 . 1.4011(17) ? N6 B1 . 1.5448(18) ? N7 C21 . 1.3530(17) ? N7 C24 . 1.4033(17) ? N7 B1 . 1.5492(19) ? O1 H1 . 1.18(2) ? O2 H2 . 1.11(2) ? O3 H2 . 1.37(2) ? O4 H1 . 1.31(2) ? C1 C2 . 1.470(2) ? C1 C3 . 1.490(2) ? C2 C4 . 1.496(2) ? C3 H3A . 0.98 ? C3 H3B . 0.98 ? C3 H3C . 0.98 ? C4 H4A . 0.98 ? C4 H4B . 0.98 ? C4 H4C . 0.98 ? C5 C6 . 1.469(2) ? C5 C7 . 1.493(2) ? C6 C8 . 1.494(2) ? C7 H7A . 0.98 ? C7 H7B . 0.98 ? C7 H7C . 0.98 ? C8 H8A . 0.98 ? C8 H8B . 0.98 ? C8 H8C . 0.98 ? C9 C10 . 1.3857(19) ? C9 H9 . 0.95 ? C10 C11 . 1.3891(19) ? C10 H10 . 0.95 ? C11 C12 . 1.3874(19) ? C11 C14 . 1.4878(18) ? C12 C13 . 1.3846(19) ? C12 H12 . 0.95 ? C13 H13 . 0.95 ? C14 C15 . 1.3908(19) ? C14 C24 . 1.4003(18) ? C15 C16 . 1.4327(18) ? C16 C17 . 1.384(2) ? C16 C19 . 1.5004(19) ? C17 C18 . 1.4044(19) ? C17 H17 . 0.95 ? C18 C20 . 1.4857(19) ? C19 H19A . 0.98 ? C19 H19B . 0.98 ? C19 H19C . 0.98 ? C20 H20A . 0.98 ? C20 H20B . 0.98 ? C20 H20C . 0.98 ? C21 C22 . 1.403(2) ? C21 C25 . 1.4950(19) ? C22 C23 . 1.378(2) ? C22 H22 . 0.95 ? C23 C24 . 1.430(2) ? C23 C26 . 1.503(2) ? C25 H25A . 0.98 ? C25 H25B . 0.98 ? C25 H25C . 0.98 ? C26 H26A . 0.98 ? C26 H26B . 0.98 ? C26 H26C . 0.98 ? B1 F2 . 1.3936(16) ? B1 F1 . 1.3955(16) ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N3 Co1 N4 . . 82.00(5) ? N3 Co1 N1 . . 179.47(5) ? N4 Co1 N1 . . 98.51(5) ? N3 Co1 N2 . . 98.41(5) ? N4 Co1 N2 . . 178.08(5) ? N1 Co1 N2 . . 81.08(5) ? N3 Co1 N5 . . 89.27(5) ? N4 Co1 N5 . . 88.36(5) ? N1 Co1 N5 . . 90.60(5) ? N2 Co1 N5 . . 89.76(5) ? N3 Co1 Cl1 . . 89.68(4) ? N4 Co1 Cl1 . . 90.71(4) ? N1 Co1 Cl1 . . 90.45(4) ? N2 Co1 Cl1 . . 91.17(4) ? N5 Co1 Cl1 . . 178.69(4) ? C1 N1 O1 . . 121.01(12) ? C1 N1 Co1 . . 116.41(10) ? O1 N1 Co1 . . 122.59(9) ? C2 N2 O2 . . 120.94(12) ? C2 N2 Co1 . . 116.44(10) ? O2 N2 Co1 . . 122.53(9) ? C5 N3 O3 . . 121.70(12) ? C5 N3 Co1 . . 115.85(9) ? O3 N3 Co1 . . 122.34(9) ? C6 N4 O4 . . 122.05(11) ? C6 N4 Co1 . . 116.03(9) ? O4 N4 Co1 . . 121.80(9) ? C13 N5 C9 . . 118.45(12) ? C13 N5 Co1 . . 120.22(9) ? C9 N5 Co1 . . 121.16(9) ? C18 N6 C15 . . 107.95(11) ? C18 N6 B1 . . 126.28(11) ? C15 N6 B1 . . 125.65(11) ? C21 N7 C24 . . 107.93(11) ? C21 N7 B1 . . 126.66(11) ? C24 N7 B1 . . 125.37(11) ? N1 O1 H1 . . 102.1(10) ? N2 O2 H2 . . 101.8(11) ? N3 O3 H2 . . 102.4(9) ? N4 O4 H1 . . 104.0(9) ? N1 C1 C2 . . 112.86(13) ? N1 C1 C3 . . 124.32(15) ? C2 C1 C3 . . 122.82(14) ? N2 C2 C1 . . 112.83(13) ? N2 C2 C4 . . 124.56(16) ? C1 C2 C4 . . 122.61(15) ? C1 C3 H3A . . 109.5 ? C1 C3 H3B . . 109.5 ? H3A C3 H3B . . 109.5 ? C1 C3 H3C . . 109.5 ? H3A C3 H3C . . 109.5 ? H3B C3 H3C . . 109.5 ? C2 C4 H4A . . 109.5 ? C2 C4 H4B . . 109.5 ? H4A C4 H4B . . 109.5 ? C2 C4 H4C . . 109.5 ? H4A C4 H4C . . 109.5 ? H4B C4 H4C . . 109.5 ? N3 C5 C6 . . 113.01(12) ? N3 C5 C7 . . 122.23(13) ? C6 C5 C7 . . 124.76(13) ? N4 C6 C5 . . 112.50(12) ? N4 C6 C8 . . 123.07(13) ? C5 C6 C8 . . 124.43(13) ? C5 C7 H7A . . 109.5 ? C5 C7 H7B . . 109.5 ? H7A C7 H7B . . 109.5 ? C5 C7 H7C . . 109.5 ? H7A C7 H7C . . 109.5 ? H7B C7 H7C . . 109.5 ? C6 C8 H8A . . 109.5 ? C6 C8 H8B . . 109.5 ? H8A C8 H8B . . 109.5 ? C6 C8 H8C . . 109.5 ? H8A C8 H8C . . 109.5 ? H8B C8 H8C . . 109.5 ? N5 C9 C10 . . 122.10(12) ? N5 C9 H9 . . 118.9 ? C10 C9 H9 . . 118.9 ? C9 C10 C11 . . 119.52(12) ? C9 C10 H10 . . 120.2 ? C11 C10 H10 . . 120.2 ? C12 C11 C10 . . 118.11(12) ? C12 C11 C14 . . 120.53(12) ? C10 C11 C14 . . 121.35(12) ? C13 C12 C11 . . 119.57(13) ? C13 C12 H12 . . 120.2 ? C11 C12 H12 . . 120.2 ? N5 C13 C12 . . 122.15(13) ? N5 C13 H13 . . 118.9 ? C12 C13 H13 . . 118.9 ? C15 C14 C24 . . 121.94(12) ? C15 C14 C11 . . 119.43(12) ? C24 C14 C11 . . 118.63(12) ? C14 C15 N6 . . 119.91(11) ? C14 C15 C16 . . 131.91(12) ? N6 C15 C16 . . 108.18(12) ? C17 C16 C15 . . 105.77(12) ? C17 C16 C19 . . 125.26(13) ? C15 C16 C19 . . 128.96(13) ? C16 C17 C18 . . 108.60(12) ? C16 C17 H17 . . 125.7 ? C18 C17 H17 . . 125.7 ? N6 C18 C17 . . 109.46(12) ? N6 C18 C20 . . 122.85(12) ? C17 C18 C20 . . 127.68(12) ? C16 C19 H19A . . 109.5 ? C16 C19 H19B . . 109.5 ? H19A C19 H19B . . 109.5 ? C16 C19 H19C . . 109.5 ? H19A C19 H19C . . 109.5 ? H19B C19 H19C . . 109.5 ? C18 C20 H20A . . 109.5 ? C18 C20 H20B . . 109.5 ? H20A C20 H20B . . 109.5 ? C18 C20 H20C . . 109.5 ? H20A C20 H20C . . 109.5 ? H20B C20 H20C . . 109.5 ? N7 C21 C22 . . 109.17(12) ? N7 C21 C25 . . 123.16(13) ? C22 C21 C25 . . 127.68(13) ? C23 C22 C21 . . 108.78(13) ? C23 C22 H22 . . 125.6 ? C21 C22 H22 . . 125.6 ? C22 C23 C24 . . 106.20(13) ? C22 C23 C26 . . 124.14(14) ? C24 C23 C26 . . 129.65(13) ? C14 C24 N7 . . 119.92(12) ? C14 C24 C23 . . 132.12(13) ? N7 C24 C23 . . 107.91(12) ? C21 C25 H25A . . 109.5 ? C21 C25 H25B . . 109.5 ? H25A C25 H25B . . 109.5 ? C21 C25 H25C . . 109.5 ? H25A C25 H25C . . 109.5 ? H25B C25 H25C . . 109.5 ? C23 C26 H26A . . 109.5 ? C23 C26 H26B . . 109.5 ? H26A C26 H26B . . 109.5 ? C23 C26 H26C . . 109.5 ? H26A C26 H26C . . 109.5 ? H26B C26 H26C . . 109.5 ? F2 B1 F1 . . 108.04(11) ? F2 B1 N6 . . 110.61(11) ? F1 B1 N6 . . 110.48(11) ? F2 B1 N7 . . 110.76(11) ? F1 B1 N7 . . 110.04(11) ? N6 B1 N7 . . 106.93(11) ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag N3 Co1 N1 C1 . . . . 9.(6) ? N4 Co1 N1 C1 . . . . 174.23(10) ? N2 Co1 N1 C1 . . . . -3.87(11) ? N5 Co1 N1 C1 . . . . 85.80(11) ? Cl1 Co1 N1 C1 . . . . -94.98(10) ? N3 Co1 N1 O1 . . . . -170.(30) ? N4 Co1 N1 O1 . . . . -5.37(11) ? N2 Co1 N1 O1 . . . . 176.53(11) ? N5 Co1 N1 O1 . . . . -93.80(10) ? Cl1 Co1 N1 O1 . . . . 85.42(10) ? N3 Co1 N2 C2 . . . . -174.03(11) ? N4 Co1 N2 C2 . . . . -72.0(16) ? N1 Co1 N2 C2 . . . . 5.85(11) ? N5 Co1 N2 C2 . . . . -84.80(11) ? Cl1 Co1 N2 C2 . . . . 96.13(10) ? N3 Co1 N2 O2 . . . . 2.62(11) ? N4 Co1 N2 O2 . . . . 104.6(16) ? N1 Co1 N2 O2 . . . . -177.50(11) ? N5 Co1 N2 O2 . . . . 91.85(10) ? Cl1 Co1 N2 O2 . . . . -87.23(10) ? N4 Co1 N3 C5 . . . . -6.78(10) ? N1 Co1 N3 C5 . . . . 158.(6) ? N2 Co1 N3 C5 . . . . 171.32(10) ? N5 Co1 N3 C5 . . . . 81.67(11) ? Cl1 Co1 N3 C5 . . . . -97.54(10) ? N4 Co1 N3 O3 . . . . 176.90(11) ? N1 Co1 N3 O3 . . . . -18.(6) ? N2 Co1 N3 O3 . . . . -5.00(11) ? N5 Co1 N3 O3 . . . . -94.66(10) ? Cl1 Co1 N3 O3 . . . . 86.13(10) ? N3 Co1 N4 C6 . . . . 6.95(10) ? N1 Co1 N4 C6 . . . . -172.91(10) ? N2 Co1 N4 C6 . . . . -95.3(16) ? N5 Co1 N4 C6 . . . . -82.54(11) ? Cl1 Co1 N4 C6 . . . . 96.53(10) ? N3 Co1 N4 O4 . . . . -176.91(11) ? N1 Co1 N4 O4 . . . . 3.23(11) ? N2 Co1 N4 O4 . . . . 80.8(16) ? N5 Co1 N4 O4 . . . . 93.59(10) ? Cl1 Co1 N4 O4 . . . . -87.33(10) ? N3 Co1 N5 C13 . . . . 37.89(11) ? N4 Co1 N5 C13 . . . . 119.90(11) ? N1 Co1 N5 C13 . . . . -141.60(11) ? N2 Co1 N5 C13 . . . . -60.52(11) ? Cl1 Co1 N5 C13 . . . . 74.8(16) ? N3 Co1 N5 C9 . . . . -137.26(11) ? N4 Co1 N5 C9 . . . . -55.24(11) ? N1 Co1 N5 C9 . . . . 43.26(11) ? N2 Co1 N5 C9 . . . . 124.33(11) ? Cl1 Co1 N5 C9 . . . . -100.3(15) ? O1 N1 C1 C2 . . . . -178.88(11) ? Co1 N1 C1 C2 . . . . 1.51(16) ? O1 N1 C1 C3 . . . . 0.3(2) ? Co1 N1 C1 C3 . . . . -179.31(11) ? O2 N2 C2 C1 . . . . 176.79(11) ? Co1 N2 C2 C1 . . . . -6.51(16) ? O2 N2 C2 C4 . . . . -3.1(2) ? Co1 N2 C2 C4 . . . . 173.58(12) ? N1 C1 C2 N2 . . . . 3.23(18) ? C3 C1 C2 N2 . . . . -175.97(13) ? N1 C1 C2 C4 . . . . -176.86(14) ? C3 C1 C2 C4 . . . . 3.9(2) ? O3 N3 C5 C6 . . . . -178.23(11) ? Co1 N3 C5 C6 . . . . 5.41(16) ? O3 N3 C5 C7 . . . . 0.8(2) ? Co1 N3 C5 C7 . . . . -175.58(12) ? O4 N4 C6 C5 . . . . 178.06(11) ? Co1 N4 C6 C5 . . . . -5.81(16) ? O4 N4 C6 C8 . . . . -1.7(2) ? Co1 N4 C6 C8 . . . . 174.40(11) ? N3 C5 C6 N4 . . . . 0.26(18) ? C7 C5 C6 N4 . . . . -178.73(14) ? N3 C5 C6 C8 . . . . -179.96(14) ? C7 C5 C6 C8 . . . . 1.1(2) ? C13 N5 C9 C10 . . . . -2.5(2) ? Co1 N5 C9 C10 . . . . 172.75(11) ? N5 C9 C10 C11 . . . . -0.1(2) ? C9 C10 C11 C12 . . . . 2.4(2) ? C9 C10 C11 C14 . . . . -176.97(13) ? C10 C11 C12 C13 . . . . -2.1(2) ? C14 C11 C12 C13 . . . . 177.28(13) ? C9 N5 C13 C12 . . . . 2.8(2) ? Co1 N5 C13 C12 . . . . -172.48(11) ? C11 C12 C13 N5 . . . . -0.5(2) ? C12 C11 C14 C15 . . . . 87.67(17) ? C10 C11 C14 C15 . . . . -92.93(16) ? C12 C11 C14 C24 . . . . -92.32(17) ? C10 C11 C14 C24 . . . . 87.07(17) ? C24 C14 C15 N6 . . . . -3.6(2) ? C11 C14 C15 N6 . . . . 176.42(11) ? C24 C14 C15 C16 . . . . 177.79(14) ? C11 C14 C15 C16 . . . . -2.2(2) ? C18 N6 C15 C14 . . . . -177.09(12) ? B1 N6 C15 C14 . . . . 6.79(19) ? C18 N6 C15 C16 . . . . 1.84(14) ? B1 N6 C15 C16 . . . . -174.28(11) ? C14 C15 C16 C17 . . . . 178.01(14) ? N6 C15 C16 C17 . . . . -0.74(15) ? C14 C15 C16 C19 . . . . -3.2(3) ? N6 C15 C16 C19 . . . . 178.09(13) ? C15 C16 C17 C18 . . . . -0.59(15) ? C19 C16 C17 C18 . . . . -179.47(13) ? C15 N6 C18 C17 . . . . -2.23(15) ? B1 N6 C18 C17 . . . . 173.86(12) ? C15 N6 C18 C20 . . . . 177.17(12) ? B1 N6 C18 C20 . . . . -6.7(2) ? C16 C17 C18 N6 . . . . 1.78(16) ? C16 C17 C18 C20 . . . . -177.58(13) ? C24 N7 C21 C22 . . . . -0.03(16) ? B1 N7 C21 C22 . . . . -177.69(12) ? C24 N7 C21 C25 . . . . 179.71(13) ? B1 N7 C21 C25 . . . . 2.0(2) ? N7 C21 C22 C23 . . . . -0.51(18) ? C25 C21 C22 C23 . . . . 179.77(14) ? C21 C22 C23 C24 . . . . 0.82(17) ? C21 C22 C23 C26 . . . . -177.93(15) ? C15 C14 C24 N7 . . . . 0.1(2) ? C11 C14 C24 N7 . . . . -179.90(12) ? C15 C14 C24 C23 . . . . -177.03(15) ? C11 C14 C24 C23 . . . . 3.0(2) ? C21 N7 C24 C14 . . . . -177.23(12) ? B1 N7 C24 C14 . . . . 0.5(2) ? C21 N7 C24 C23 . . . . 0.53(16) ? B1 N7 C24 C23 . . . . 178.24(12) ? C22 C23 C24 C14 . . . . 176.55(15) ? C26 C23 C24 C14 . . . . -4.8(3) ? C22 C23 C24 N7 . . . . -0.83(16) ? C26 C23 C24 N7 . . . . 177.82(16) ? C18 N6 B1 F2 . . . . 58.27(17) ? C15 N6 B1 F2 . . . . -126.31(13) ? C18 N6 B1 F1 . . . . -61.31(17) ? C15 N6 B1 F1 . . . . 114.11(14) ? C18 N6 B1 N7 . . . . 178.95(11) ? C15 N6 B1 N7 . . . . -5.63(17) ? C21 N7 B1 F2 . . . . -60.16(17) ? C24 N7 B1 F2 . . . . 122.57(13) ? C21 N7 B1 F1 . . . . 59.23(17) ? C24 N7 B1 F1 . . . . -118.04(14) ? C21 N7 B1 N6 . . . . 179.25(12) ? C24 N7 B1 N6 . . . . 1.98(17) ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag O1 H1 O4 . 1.18(2) 1.31(2) 2.4779(16) 170.2(18) ? O2 H2 O3 . 1.11(2) 1.37(2) 2.4822(15) 172.4(19) ? _database_code_depnum_ccdc_archive 'CCDC 948417' ####################################################################### # # 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_II _chemical_name_systematic ? _chemical_name_common JBWW02_B _chemical_formula_moiety ? _chemical_formula_sum 'C27 H34 B Cl Co F2 N7 O4' _chemical_formula_iupac ? _chemical_formula_weight 663.80 _chemical_melting_point ? _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.6111(5) _cell_length_b 13.0356(4) _cell_length_c 27.7368(10) _cell_angle_alpha 90 _cell_angle_beta 90.834(2) _cell_angle_gamma 90 _cell_volume 6005.4(3) _cell_formula_units_Z 8 _cell_measurement_reflns_used 9565 _cell_measurement_theta_min 2.4524 _cell_measurement_theta_max 33.0820 _cell_measurement_temperature 110.(2) _exptl_crystal_description block _exptl_crystal_colour 'dark red-orange' _exptl_crystal_size_max 0.340 _exptl_crystal_size_mid 0.270 _exptl_crystal_size_min 0.210 _exptl_crystal_density_diffrn 1.468 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2752 _exptl_absorpt_coefficient_mu 0.719 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS Inc.)' _exptl_absorpt_correction_T_min 0.76 _exptl_absorpt_correction_T_max 0.86 _exptl_special_details ; ; _diffrn_ambient_temperature 110.(2) _diffrn_source 'fine-focus sealed tube' _diffrn_source_type ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius X8 Kappa APEX II' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 108930 _diffrn_reflns_av_R_equivalents 0.0369 _diffrn_reflns_av_sigmaI/netI 0.0272 _diffrn_reflns_theta_min 1.23 _diffrn_reflns_theta_max 30.51 _diffrn_reflns_theta_full 30.51 _diffrn_measured_fraction_theta_max 1.00 _diffrn_measured_fraction_theta_full 1.00 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -39 _diffrn_reflns_limit_l_max 39 _refine_special_details ; Disordered ligand parts required numerous restraints to approximate chemical reasonableness, and match the geometry of the major component of the disorder. Refined as a 2-component twin. Twin Law: -1 0 0 0 -1 0 0 0 1, BASF: 0.11195. The A level alert, and others that refer to discrepancies in R values between .cif and .fcf are present because CHECKCIF/PLATON did not detect the twinning during validation, and thus did not suppress these alerts. ###.res instructions follow ### DFIX -1.46 0.01 C12 C14A DANG 2.5 0.01 C11 C14A DANG 2.5 0.01 C13 C14A FLAT C11 C12 C13 C14A DELU F3A F3 F4A F4 DELU B2A B2 DELU N14 N14A N13 N13A DELU C49 C50 C51 C53 C54 C49A C50A C51A C53A C54A C52 C42 C43 C43A C52A C42A = C46 C48 C47 C44 C45 C46A C48A C47A C44A C45A DELU N13 N13A N14 N14A DELU B1A B1 DELU F1 F2 F1A F2A DELU N7A N7 N6A N6 DELU C23 C24 C22A C23A C24A C25A C26A C26 C22 C27 C27A C15 C15A C25 C16 C17 = C20 C16A C17A C18A C20A C19 C21 C21A C19A C18 SIMU 0.01 0.02 1.7 F3A F3 F4A F4 SIMU 0.01 0.02 1.7 B2A B2 SIMU 0.01 0.02 1.7 N14 N14A N13 N13A SIMU 0.01 0.02 1.7 C49 C50 C51 C53 C54 C49A C50A C51A C53A C54A C52 C42 C43 = C43A C52A C42A C46 C48 C47 C44 C45 C46A C48A C47A C44A C45A SIMU 0.01 0.02 1.7 N13 N13A N14 N14A SIMU 0.01 0.02 1.7 B1A B1 SIMU 0.01 0.02 1.7 F1 F2 F1A F2A SIMU 0.01 0.02 1.7 N7A N7 N6A N6 SIMU 0.01 0.02 1.7 C23 C24 C22A C23A C24A C25A C26A C26 C22 C27 C27A C15 = C15A C25 C16 C17 C20 C16A C17A C18A C20A C19 C21 C21A C19A C18 ISOR 0.005 0.01 C54A EADP C14 C14A eadp n14 n14a L.S. 10 PLAN 5 SIZE 0.21 0.27 0.34 TEMP -163 HTAB BOND $H CONF rem TWIN -1 0 0 0 -1 0 0.049 0 1 2 fmap 2 acta SHEL 999 0.7 TWIN -1 0 0 0 -1 0 0 0 1 2 OMIT 0 0 2 OMIT 1 1 0 REM C:/frames/rsommer/rds013/work/rds013_0m.hkl WGHT 0.016900 15.189000 BASF 0.11195 FVAR 0.07357 0.78294 0.82977 0.84209 0.74307 ###### 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. ; _reflns_number_total 18312 _reflns_number_gt 16245 _reflns_threshold_expression 'I > 2\s(I)' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0654 _refine_ls_R_factor_gt 0.0574 _refine_ls_wR_factor_gt 0.1220 _refine_ls_wR_factor_ref 0.1252 _refine_ls_goodness_of_fit_ref 1.227 _refine_ls_restrained_S_all 1.207 _refine_ls_number_reflns 18312 _refine_ls_number_parameters 1144 _refine_ls_number_restraints 823 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; w=1/[\s^2^(Fo^2^)+(0.0170P)^2^+15.1833P] where P=(Fo^2^+2Fc^2^)/3 ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.026 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 0.883 _refine_diff_density_min -0.787 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 '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' _computing_data_collection 'Bruker Instrument Service v2009, 11, 0, 0' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS Inc., 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS Inc., 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-2013 (Sheldrick, 2013)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_refinement_flags_posn _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Co Co1 0.57507(2) 0.74577(3) 0.94561(2) 0.01250(7) Uani d . . . 1.0 . . Cl Cl1 0.66563(4) 0.81590(5) 0.99537(3) 0.01866(13) Uani d . . . 1.0 . . F F1 0.09902(18) 0.5666(3) 0.73766(11) 0.0307(7) Uani d U P . 0.743(5) A 1 F F1A 0.0832(6) 0.6283(10) 0.7378(3) 0.038(2) Uani d U P . 0.257(5) A 2 F F2 0.0735(2) 0.4479(3) 0.79581(13) 0.0275(7) Uani d U P . 0.743(5) A 1 F F2A 0.0650(6) 0.4975(9) 0.7900(4) 0.035(2) Uani d U P . 0.257(5) A 2 O O1 0.58001(13) 0.56968(18) 1.00475(9) 0.0252(5) Uani d . . . 1.0 . . H H1 0.5337 0.5927 1.0098 0.038 Uiso calc U P R 0.5 B 1 O O2 0.67461(12) 0.79710(16) 0.86724(7) 0.0173(4) Uani d . . . 1.0 . . H H2 0.6403 0.8444 0.8676 0.026 Uiso calc U P R 0.5 C 2 O O3 0.57336(13) 0.92828(16) 0.88867(8) 0.0198(4) Uani d . . . 1.0 . . H H3 0.6161 0.8986 0.8808 0.03 Uiso calc U P R 0.5 D 1 O O4 0.47702(13) 0.69883(18) 1.02636(8) 0.0219(4) Uani d . . . 1.0 . . H H4 0.5139 0.6548 1.0275 0.033 Uiso calc U P R 0.5 E 2 N N1 0.61035(14) 0.61557(18) 0.96613(9) 0.0171(5) Uani d . . . 1.0 . . N N2 0.65536(14) 0.72601(18) 0.89966(9) 0.0147(4) Uani d . . . 1.0 . . N N3 0.53952(14) 0.87727(18) 0.92511(9) 0.0155(4) Uani d . . . 1.0 . . N N4 0.49217(14) 0.76674(19) 0.99121(9) 0.0160(4) Uani d . . . 1.0 . . N N5 0.49420(14) 0.68208(18) 0.90296(9) 0.0152(4) Uani d . . . 1.0 . . N N6 0.2108(2) 0.4721(3) 0.77107(13) 0.0194(7) Uani d U P . 0.743(5) A 1 N N6A 0.1979(7) 0.5248(11) 0.7624(4) 0.024(2) Uani d U P . 0.257(5) A 2 N N7 0.1407(3) 0.6049(4) 0.81972(18) 0.0179(8) Uani d U P . 0.743(5) A 1 N N7A 0.1346(10) 0.6466(11) 0.8179(6) 0.024(3) Uani d U P . 0.257(5) A 2 C C1 0.66557(17) 0.5727(2) 0.94061(12) 0.0201(6) Uani d . . . 1.0 . . C C2 0.69341(16) 0.6389(2) 0.90156(11) 0.0174(5) Uani d . . . 1.0 . . C C3 0.6965(2) 0.4678(3) 0.95160(16) 0.0336(8) Uani d . . . 1.0 . . H H3A 0.728 0.4694 0.9818 0.05 Uiso calc U . R 1.0 . . H H3B 0.7309 0.4447 0.9253 0.05 Uiso calc U . R 1.0 . . H H3C 0.6512 0.4205 0.9549 0.05 Uiso calc U . R 1.0 . . C C4 0.7604(2) 0.6152(3) 0.86792(13) 0.0268(7) Uani d . . . 1.0 . . H H4A 0.741 0.6221 0.8345 0.04 Uiso calc U . R 1.0 . . H H4B 0.7791 0.5448 0.8734 0.04 Uiso calc U . R 1.0 . . H H4C 0.8049 0.663 0.8737 0.04 Uiso calc U . R 1.0 . . C C5 0.47529(17) 0.9128(2) 0.94542(11) 0.0182(5) Uani d . . . 1.0 . . C C6 0.44846(17) 0.8481(2) 0.98547(10) 0.0173(5) Uani d . . . 1.0 . . C C7 0.4337(2) 1.0076(2) 0.92814(13) 0.0268(7) Uani d . . . 1.0 . . H H7A 0.4668 1.0677 0.9361 0.04 Uiso calc U . R 1.0 . . H H7B 0.3814 1.0137 0.9438 0.04 Uiso calc U . R 1.0 . . H H7C 0.4255 1.0038 0.8931 0.04 Uiso calc U . R 1.0 . . C C8 0.37884(19) 0.8734(3) 1.01678(12) 0.0265(7) Uani d . . . 1.0 . . H H8A 0.3311 0.8359 1.0054 0.04 Uiso calc U . R 1.0 . . H H8B 0.3682 0.9473 1.0153 0.04 Uiso calc U . R 1.0 . . H H8C 0.3915 0.8536 1.0501 0.04 Uiso calc U . R 1.0 . . C C9 0.47598(18) 0.7224(2) 0.85965(11) 0.0186(5) Uani d . . . 1.0 . . H H9 0.5101 0.774 0.847 0.022 Uiso calc U . R 1.0 . . C C10 0.40909(18) 0.6917(3) 0.83250(11) 0.0212(6) Uani d . . . 1.0 . . H H10 0.3967 0.7228 0.8023 0.025 Uiso calc U P R 0.170(7) F 2 C C11 0.36094(18) 0.6139(3) 0.85088(11) 0.0235(6) Uani d . . D 1.0 . . C C12 0.3829(2) 0.5674(3) 0.89413(12) 0.0266(7) Uani d . . D 1.0 . . H H12 0.3524 0.5117 0.9063 0.032 Uiso calc U P R 0.830(7) F 1 C C13 0.44955(18) 0.6030(2) 0.91918(11) 0.0208(6) Uani d . . D 1.0 . . H H13 0.4645 0.571 0.9487 0.025 Uiso calc U . R 1.0 . . C C14 0.2844(3) 0.5796(3) 0.82770(15) 0.0123(7) Uani d U P . 0.743(5) A 1 C C14A 0.2777(9) 0.6159(12) 0.8207(5) 0.0176(19) Uani d U P . 0.257(5) A 2 C C15 0.2835(3) 0.5017(4) 0.79340(16) 0.0159(8) Uani d U P . 0.743(5) A 1 C C15A 0.2729(9) 0.5407(12) 0.7858(5) 0.021(2) Uani d U P . 0.257(5) A 2 C C16 0.3461(3) 0.4388(4) 0.77433(17) 0.0179(8) Uani d U P . 0.743(5) A 1 C C16A 0.3295(10) 0.4723(12) 0.7672(6) 0.0218(19) Uani d U P . 0.257(5) A 2 C C17 0.3095(3) 0.3737(4) 0.74183(16) 0.0244(9) Uani d U P . 0.743(5) A 1 H H17 0.3358 0.3224 0.7235 0.029 Uiso calc U P R 0.743(5) A 1 C C17A 0.2887(9) 0.4155(13) 0.7318(5) 0.0264(19) Uani d U P . 0.257(5) A 2 H H17A 0.3111 0.3623 0.7129 0.032 Uiso calc U P R 0.257(5) A 2 C C18 0.2269(3) 0.3954(4) 0.74025(16) 0.0246(9) Uani d U P . 0.743(5) A 1 C C18A 0.2099(9) 0.4503(13) 0.7291(5) 0.029(2) Uani d U P . 0.257(5) A 2 C C19 0.4341(4) 0.4428(6) 0.7855(3) 0.0212(12) Uani d U P . 0.743(5) A 1 H H19A 0.4548 0.5113 0.778 0.032 Uiso calc U P R 0.743(5) A 1 H H19B 0.4621 0.3915 0.7661 0.032 Uiso calc U P R 0.743(5) A 1 H H19C 0.4433 0.4282 0.8198 0.032 Uiso calc U P R 0.743(5) A 1 C C19A 0.4163(14) 0.460(2) 0.7791(10) 0.027(4) Uani d U P . 0.257(5) A 2 H H19D 0.4455 0.5219 0.7703 0.041 Uiso calc U P R 0.257(5) A 2 H H19E 0.4378 0.401 0.7612 0.041 Uiso calc U P R 0.257(5) A 2 H H19F 0.423 0.4472 0.8138 0.041 Uiso calc U P R 0.257(5) A 2 C C20 0.1642(3) 0.3444(5) 0.70956(18) 0.0375(13) Uani d U P . 0.743(5) A 1 H H20A 0.1572 0.2734 0.7203 0.056 Uiso calc U P R 0.743(5) A 1 H H20B 0.1812 0.345 0.6759 0.056 Uiso calc U P R 0.743(5) A 1 H H20C 0.1131 0.3814 0.7124 0.056 Uiso calc U P R 0.743(5) A 1 C C20A 0.1437(10) 0.4174(15) 0.6939(5) 0.040(3) Uani d U P . 0.257(5) A 2 H H20D 0.1101 0.3649 0.709 0.06 Uiso calc U P R 0.257(5) A 2 H H20E 0.168 0.3891 0.6647 0.06 Uiso calc U P R 0.257(5) A 2 H H20F 0.1104 0.4769 0.6853 0.06 Uiso calc U P R 0.257(5) A 2 C C21 0.0835(4) 0.6645(4) 0.8387(2) 0.0239(11) Uani d U P . 0.743(5) A 1 C C21A 0.0828(13) 0.6999(13) 0.8451(8) 0.027(2) Uani d U P . 0.257(5) A 2 C C22 0.1202(5) 0.7301(5) 0.8729(3) 0.0259(12) Uani d U P . 0.743(5) A 1 H H22 0.0927 0.7798 0.8915 0.031 Uiso calc U P R 0.743(5) A 1 C C22A 0.1170(16) 0.7562(16) 0.8786(10) 0.026(2) Uani d U P . 0.257(5) A 2 H H22A 0.0919 0.7979 0.9021 0.031 Uiso calc U P R 0.257(5) A 2 C C23 0.2029(3) 0.7112(4) 0.8755(2) 0.0190(9) Uani d U P . 0.743(5) A 1 C C23A 0.1949(13) 0.7410(14) 0.8720(8) 0.027(2) Uani d U P . 0.257(5) A 2 C C24 0.2149(3) 0.6310(4) 0.84120(17) 0.0156(8) Uani d U P . 0.743(5) A 1 C C24A 0.2099(10) 0.6693(13) 0.8365(6) 0.023(2) Uani d U P . 0.257(5) A 2 C C25 -0.0028(4) 0.6560(6) 0.8249(3) 0.0352(14) Uani d U P . 0.743(5) A 1 H H25A -0.0092 0.666 0.79 0.053 Uiso calc U P R 0.743(5) A 1 H H25B -0.0337 0.7084 0.8419 0.053 Uiso calc U P R 0.743(5) A 1 H H25C -0.0227 0.5878 0.8336 0.053 Uiso calc U P R 0.743(5) A 1 C C25A -0.0078(13) 0.6912(16) 0.8353(9) 0.035(4) Uani d U P . 0.257(5) A 2 H H25D -0.0209 0.7218 0.8039 0.052 Uiso calc U P R 0.257(5) A 2 H H25E -0.037 0.7275 0.8606 0.052 Uiso calc U P R 0.257(5) A 2 H H25F -0.0235 0.6188 0.8352 0.052 Uiso calc U P R 0.257(5) A 2 C C26 0.2636(5) 0.7651(4) 0.9073(3) 0.0241(11) Uani d U P . 0.743(5) A 1 H H26A 0.3043 0.7979 0.8873 0.036 Uiso calc U P R 0.743(5) A 1 H H26B 0.2896 0.7151 0.9289 0.036 Uiso calc U P R 0.743(5) A 1 H H26C 0.2364 0.8174 0.9266 0.036 Uiso calc U P R 0.743(5) A 1 C C26A 0.2595(16) 0.7984(16) 0.9021(9) 0.034(4) Uani d U P . 0.257(5) A 2 H H26D 0.2339 0.8334 0.9291 0.051 Uiso calc U P R 0.257(5) A 2 H H26E 0.2864 0.8491 0.8818 0.051 Uiso calc U P R 0.257(5) A 2 H H26F 0.2993 0.7492 0.9146 0.051 Uiso calc U P R 0.257(5) A 2 C C27 0.3879(2) 0.7427(3) 0.78693(14) 0.0258(8) Uani d . P . 0.830(7) F 1 H H27A 0.3369 0.7795 0.7904 0.039 Uiso calc U P R 0.830(7) F 1 H H27B 0.3823 0.6913 0.7613 0.039 Uiso calc U P R 0.830(7) F 1 H H27C 0.4304 0.7914 0.7786 0.039 Uiso calc U P R 0.830(7) F 1 C C27A 0.3170(8) 0.5083(13) 0.9177(5) 0.0258(8) Uani d . P D 0.170(7) F 2 H H27D 0.2734 0.5552 0.9264 0.039 Uiso calc U P R 0.170(7) F 2 H H27E 0.3382 0.4747 0.9469 0.039 Uiso calc U P R 0.170(7) F 2 H H27F 0.2961 0.4562 0.8954 0.039 Uiso calc U P R 0.170(7) F 2 B B1 0.1277(3) 0.5221(5) 0.78006(19) 0.0218(10) Uani d U P . 0.743(5) A 1 B B1A 0.1186(10) 0.5746(16) 0.7751(6) 0.028(3) Uani d U P . 0.257(5) A 2 Co Co2 0.92518(2) 0.24147(3) 0.94251(2) 0.01238(7) Uani d . . . 1.0 . . Cl Cl2 0.83365(4) 0.29993(6) 0.99269(3) 0.02022(14) Uani d . . . 1.0 . . F F3 1.43237(19) 0.0023(2) 0.79221(12) 0.0249(6) Uani d U P . 0.842(5) G 1 F F3A 1.4229(12) -0.0403(14) 0.7990(7) 0.030(4) Uani d U P . 0.158(5) G 2 F F4 1.41419(17) 0.1325(3) 0.73866(10) 0.0297(6) Uani d U P . 0.842(5) G 1 F F4A 1.3995(10) 0.0777(16) 0.7398(6) 0.038(4) Uani d U P . 0.158(5) G 2 O O5 0.82391(13) 0.30213(17) 0.86428(8) 0.0226(4) Uani d . . . 1.0 . . H H5 0.8532 0.3535 0.8698 0.034 Uiso calc U P R 0.5 H 1 O O6 0.92471(13) 0.05529(17) 0.99455(9) 0.0235(5) Uani d . . . 1.0 . . H H6 0.9638 0.0883 1.0062 0.035 Uiso calc U P R 0.5 I 2 O O7 1.02102(13) 0.18694(18) 1.02471(8) 0.0227(4) Uani d . . . 1.0 . . H H7 0.9878 0.1387 1.0217 0.034 Uiso calc U P R 0.5 J 1 O O8 0.92365(14) 0.43139(16) 0.89130(8) 0.0233(5) Uani d . . . 1.0 . . H H8 0.885 0.398 0.8794 0.035 Uiso calc U P R 0.5 K 2 N N8 0.84480(14) 0.22593(18) 0.89423(9) 0.0161(4) Uani d . . . 1.0 . . N N9 0.89291(14) 0.10700(18) 0.95718(9) 0.0164(5) Uani d . . . 1.0 . . N N10 1.00619(14) 0.25801(19) 0.99085(9) 0.0174(5) Uani d . . . 1.0 . . N N11 0.95843(15) 0.37655(18) 0.92711(9) 0.0172(5) Uani d . . . 1.0 . . N N12 1.00816(13) 0.18913(18) 0.89953(9) 0.0143(4) Uani d . . . 1.0 . . N N13 1.29846(19) 0.0336(3) 0.76253(11) 0.0174(6) Uani d U P . 0.842(5) G 1 N N13A 1.2896(11) -0.0161(18) 0.7716(7) 0.022(3) Uani d U P . 0.158(5) G 2 N N14 1.3654(2) 0.1549(3) 0.81933(13) 0.0166(6) Uani d U P . 0.842(5) G 1 N N14A 1.3602(14) 0.1195(16) 0.8211(9) 0.0166(6) Uani d U P . 0.158(5) G 2 C C28 0.80959(18) 0.1376(2) 0.89199(11) 0.0200(6) Uani d . . . 1.0 . . C C29 0.83911(17) 0.0661(2) 0.92920(12) 0.0201(6) Uani d . . . 1.0 . . C C30 0.7441(2) 0.1142(3) 0.85620(15) 0.0354(8) Uani d . . . 1.0 . . H H30A 0.7089 0.174 0.8526 0.053 Uiso calc U . R 1.0 . . H H30B 0.7127 0.0555 0.8675 0.053 Uiso calc U . R 1.0 . . H H30C 0.7679 0.0976 0.825 0.053 Uiso calc U . R 1.0 . . C C31 0.8099(2) -0.0407(3) 0.93509(16) 0.0353(9) Uani d . . . 1.0 . . H H31A 0.8522 -0.0822 0.9506 0.053 Uiso calc U . R 1.0 . . H H31B 0.7964 -0.0697 0.9034 0.053 Uiso calc U . R 1.0 . . H H31C 0.7619 -0.0408 0.9552 0.053 Uiso calc U . R 1.0 . . C C32 1.04978(18) 0.3405(2) 0.98791(11) 0.0202(6) Uani d . . . 1.0 . . C C33 1.02244(19) 0.4098(2) 0.94944(12) 0.0213(6) Uani d . . . 1.0 . . C C34 1.1194(2) 0.3622(3) 1.02115(13) 0.0299(7) Uani d . . . 1.0 . . H H34A 1.1178 0.3154 1.0488 0.045 Uiso calc U . R 1.0 . . H H34B 1.1163 0.4332 1.0326 0.045 Uiso calc U . R 1.0 . . H H34C 1.1699 0.3522 1.0039 0.045 Uiso calc U . R 1.0 . . C C35 1.0644(2) 0.5066(3) 0.93588(14) 0.0330(8) Uani d . . . 1.0 . . H H35A 1.1058 0.4914 0.9121 0.049 Uiso calc U . R 1.0 . . H H35B 1.0897 0.5371 0.9646 0.049 Uiso calc U . R 1.0 . . H H35C 1.0253 0.555 0.922 0.049 Uiso calc U . R 1.0 . . C C36 1.02154(17) 0.2329(2) 0.85681(10) 0.0189(5) Uani d . . . 1.0 . . H H36 0.9837 0.2811 0.8444 0.023 Uiso calc U . R 1.0 . . C C37 1.08892(18) 0.2100(3) 0.83014(11) 0.0218(6) Uani d . . . 1.0 . . H H37 1.0968 0.2417 0.7997 0.026 Uiso calc U P R 0.783(9) L 1 C C38 1.14465(18) 0.1407(3) 0.84805(11) 0.0224(6) Uani d . . . 1.0 . . C C39 1.12965(18) 0.0917(3) 0.89146(11) 0.0227(6) Uani d . . . 1.0 . . H H39 1.1658 0.0416 0.9041 0.027 Uiso calc U P R 0.217(9) L 2 C C40 1.06037(17) 0.1179(2) 0.91581(11) 0.0191(5) Uani d . . . 1.0 . . H H40 1.0493 0.084 0.9453 0.023 Uiso calc U . R 1.0 . . C C41 1.2224(2) 0.1254(3) 0.82216(14) 0.0157(7) Uani d U P . 0.842(5) G 1 C C41A 1.2180(15) 0.0892(18) 0.8280(9) 0.017(2) Uani d U P . 0.158(5) G 2 C C42 1.2263(2) 0.0498(3) 0.78688(14) 0.0177(7) Uani d U P . 0.842(5) G 1 C C42A 1.2152(14) 0.0111(19) 0.7937(8) 0.019(2) Uani d U P . 0.158(5) G 2 C C43 1.1681(3) -0.0210(4) 0.76863(17) 0.0210(8) Uani d U P . 0.842(5) G 1 C C43A 1.1529(17) -0.051(2) 0.7739(10) 0.023(3) Uani d U P . 0.158(5) G 2 C C44 1.2062(3) -0.0763(4) 0.73305(15) 0.0239(8) Uani d U P . 0.842(5) G 1 H H44 1.1825 -0.1291 0.714 0.029 Uiso calc U P R 0.842(5) G 1 C C44A 1.1918(15) -0.118(2) 0.7425(9) 0.026(3) Uani d U P . 0.158(5) G 2 H H44A 1.1672 -0.1727 0.7255 0.031 Uiso calc U P R 0.158(5) G 2 C C45 1.2853(2) -0.0413(3) 0.72988(13) 0.0220(8) Uani d U P . 0.842(5) G 1 C C45A 1.2691(14) -0.091(2) 0.7403(8) 0.025(3) Uani d U P . 0.158(5) G 2 C C46 1.0834(4) -0.0382(7) 0.7835(3) 0.0256(14) Uani d U P . 0.842(5) G 1 H H46A 1.0824 -0.0569 0.8177 0.038 Uiso calc U P R 0.842(5) G 1 H H46B 1.0597 -0.0938 0.7642 0.038 Uiso calc U P R 0.842(5) G 1 H H46C 1.0522 0.0247 0.7783 0.038 Uiso calc U P R 0.842(5) G 1 C C46A 1.070(3) -0.050(4) 0.7913(18) 0.027(5) Uani d U P . 0.158(5) G 2 H H46D 1.0702 -0.0671 0.8258 0.041 Uiso calc U P R 0.158(5) G 2 H H46E 1.0383 -0.1016 0.7735 0.041 Uiso calc U P R 0.158(5) G 2 H H46F 1.0465 0.0177 0.7863 0.041 Uiso calc U P R 0.158(5) G 2 C C47 1.3480(3) -0.0756(4) 0.69524(14) 0.0283(9) Uani d U P . 0.842(5) G 1 H H47A 1.3682 -0.0161 0.6775 0.043 Uiso calc U P R 0.842(5) G 1 H H47B 1.3244 -0.1251 0.6725 0.043 Uiso calc U P R 0.842(5) G 1 H H47C 1.3926 -0.108 0.713 0.043 Uiso calc U P R 0.842(5) G 1 C C47A 1.3338(15) -0.141(2) 0.7099(8) 0.034(4) Uani d U P . 0.158(5) G 2 H H47D 1.3739 -0.0894 0.7011 0.051 Uiso calc U P R 0.158(5) G 2 H H47E 1.3091 -0.1697 0.6806 0.051 Uiso calc U P R 0.158(5) G 2 H H47F 1.36 -0.1959 0.7285 0.051 Uiso calc U P R 0.158(5) G 2 C C48 1.4213(3) 0.2076(4) 0.8448(2) 0.0188(9) Uani d U P . 0.842(5) G 1 C C48A 1.416(2) 0.177(2) 0.8399(12) 0.019(3) Uani d U P . 0.158(5) G 2 C C49 1.3822(3) 0.2686(4) 0.87941(18) 0.0214(9) Uani d U P . 0.842(5) G 1 H H49 1.4083 0.3122 0.9022 0.026 Uiso calc U P R 0.842(5) G 1 C C49A 1.3915(19) 0.248(2) 0.8703(11) 0.021(2) Uani d U P . 0.158(5) G 2 H H49A 1.4219 0.3012 0.8852 0.025 Uiso calc U P R 0.158(5) G 2 C C50 1.3025(3) 0.2550(3) 0.87500(17) 0.0204(8) Uani d U P . 0.842(5) G 1 C C50A 1.2968(16) 0.2214(19) 0.8758(10) 0.018(2) Uani d U P . 0.158(5) G 2 C C51 1.2901(2) 0.1793(3) 0.83762(14) 0.0157(7) Uani d U P . 0.842(5) G 1 C C51A 1.2838(14) 0.1409(18) 0.8427(8) 0.016(2) Uani d U P . 0.158(5) G 2 C C52 1.5088(3) 0.1963(4) 0.8373(2) 0.0268(11) Uani d U P . 0.842(5) G 1 H H52A 1.5248 0.1253 0.844 0.04 Uiso calc U P R 0.842(5) G 1 H H52B 1.5381 0.2427 0.8591 0.04 Uiso calc U P R 0.842(5) G 1 H H52C 1.5213 0.2133 0.8038 0.04 Uiso calc U P R 0.842(5) G 1 C C52A 1.509(2) 0.169(2) 0.8254(12) 0.026(5) Uani d U P . 0.158(5) G 2 H H52D 1.5334 0.1086 0.841 0.039 Uiso calc U P R 0.158(5) G 2 H H52E 1.5374 0.2308 0.8361 0.039 Uiso calc U P R 0.158(5) G 2 H H52F 1.5131 0.162 0.7903 0.039 Uiso calc U P R 0.158(5) G 2 C C53 1.2414(3) 0.3094(4) 0.90361(16) 0.0253(9) Uani d U P . 0.842(5) G 1 H H53A 1.2094 0.2593 0.9214 0.038 Uiso calc U P R 0.842(5) G 1 H H53B 1.206 0.3488 0.882 0.038 Uiso calc U P R 0.842(5) G 1 H H53C 1.2683 0.356 0.9264 0.038 Uiso calc U P R 0.842(5) G 1 C C53A 1.2315(14) 0.2709(16) 0.9117(8) 0.017(3) Uani d U P . 0.158(5) G 2 H H53D 1.1838 0.2922 0.8931 0.026 Uiso calc U P R 0.158(5) G 2 H H53E 1.2552 0.3307 0.928 0.026 Uiso calc U P R 0.158(5) G 2 H H53F 1.216 0.2198 0.9358 0.026 Uiso calc U P R 0.158(5) G 2 C C54 1.1895(2) 0.0206(3) 0.91264(15) 0.0241(10) Uani d . P . 0.783(9) L 1 H H54A 1.2078 -0.0271 0.8878 0.036 Uiso calc U P R 0.783(9) L 1 H H54B 1.1648 -0.0182 0.9389 0.036 Uiso calc U P R 0.783(9) L 1 H H54C 1.2355 0.0597 0.9253 0.036 Uiso calc U P R 0.783(9) L 1 C C54A 1.1096(10) 0.2498(13) 0.7874(5) 0.027(4) Uani d . P . 0.217(9) L 2 H H54D 1.0698 0.3013 0.7774 0.041 Uiso calc U P R 0.217(9) L 2 H H54E 1.1114 0.195 0.7632 0.041 Uiso calc U P R 0.217(9) L 2 H H54F 1.1628 0.282 0.7903 0.041 Uiso calc U P R 0.217(9) L 2 B B2 1.3806(2) 0.0794(4) 0.77716(15) 0.0184(8) Uani d U P . 0.842(5) G 1 B B2A 1.3681(17) 0.027(3) 0.7810(10) 0.029(4) Uani d U P . 0.158(5) G 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Co1 0.01284(15) 0.00966(15) 0.01503(16) -0.00089(13) 0.00152(12) 0.00354(13) Cl1 0.0154(3) 0.0217(3) 0.0189(3) -0.0043(2) -0.0009(2) 0.0012(2) F1 0.0251(14) 0.0422(19) 0.0246(14) -0.0044(14) -0.0078(11) 0.0060(14) F1A 0.032(5) 0.050(6) 0.033(5) 0.002(5) -0.011(4) 0.000(4) F2 0.0196(13) 0.0286(17) 0.0345(16) -0.0087(14) 0.0055(11) 0.0011(15) F2A 0.025(5) 0.033(5) 0.046(6) -0.015(5) 0.004(4) -0.011(5) O1 0.0202(10) 0.0236(11) 0.0319(12) 0.0001(9) 0.0050(9) 0.0191(9) O2 0.0179(9) 0.0170(9) 0.0171(9) -0.0024(8) 0.0033(7) 0.0055(8) O3 0.0225(10) 0.0143(9) 0.0226(10) -0.0007(8) 0.0030(8) 0.0079(8) O4 0.0222(11) 0.0248(11) 0.0187(10) -0.0049(9) 0.0049(8) 0.0063(9) N1 0.0141(10) 0.0146(10) 0.0226(12) -0.0020(9) 0.0000(9) 0.0069(9) N2 0.0134(10) 0.0136(10) 0.0172(11) -0.0024(8) 0.0007(8) 0.0023(8) N3 0.0172(11) 0.0113(10) 0.0179(11) -0.0006(8) -0.0006(9) 0.0038(8) N4 0.0142(10) 0.0171(11) 0.0166(11) -0.0054(9) 0.0020(8) 0.0015(9) N5 0.0126(10) 0.0150(11) 0.0181(11) -0.0004(8) 0.0035(8) 0.0006(9) N6 0.0148(16) 0.026(2) 0.0169(17) -0.0052(15) 0.0013(12) -0.0035(15) N6A 0.024(5) 0.027(5) 0.021(5) -0.005(4) -0.002(4) -0.006(4) N7 0.0110(16) 0.021(2) 0.0213(17) 0.0013(18) 0.0003(12) 0.007(2) N7A 0.019(5) 0.022(6) 0.031(5) -0.002(6) -0.004(4) 0.005(6) C1 0.0167(13) 0.0124(12) 0.0313(16) 0.0007(10) -0.0010(11) 0.0043(11) C2 0.0123(12) 0.0168(12) 0.0229(14) 0.0002(10) -0.0004(10) 0.0005(10) C3 0.0247(16) 0.0182(14) 0.058(2) 0.0072(12) 0.0041(16) 0.0112(15) C4 0.0235(15) 0.0272(16) 0.0298(17) 0.0061(13) 0.0067(12) -0.0014(13) C5 0.0189(13) 0.0145(12) 0.0212(14) 0.0018(10) -0.0019(10) -0.0016(10) C6 0.0157(12) 0.0189(13) 0.0172(13) 0.0003(10) 0.0009(10) -0.0043(10) C7 0.0256(16) 0.0195(14) 0.0351(18) 0.0103(12) -0.0046(13) 0.0010(12) C8 0.0212(14) 0.0309(17) 0.0276(16) 0.0022(13) 0.0070(12) -0.0070(13) C9 0.0199(13) 0.0174(13) 0.0185(13) -0.0007(10) 0.0023(10) 0.0000(10) C10 0.0204(14) 0.0275(15) 0.0158(13) 0.0019(12) -0.0003(10) -0.0017(11) C11 0.0156(13) 0.0348(17) 0.0203(14) -0.0041(12) 0.0036(11) -0.0097(12) C12 0.0243(15) 0.0319(17) 0.0237(15) -0.0158(13) 0.0052(12) -0.0023(13) C13 0.0215(14) 0.0215(14) 0.0195(14) -0.0077(11) 0.0030(11) 0.0004(11) C14 0.0131(16) 0.0114(18) 0.0125(17) -0.0018(15) 0.0005(12) 0.0066(14) C14A 0.015(4) 0.021(4) 0.017(4) -0.005(4) -0.003(3) 0.004(4) C15 0.0172(17) 0.0173(19) 0.0132(17) -0.0015(15) 0.0003(13) 0.0031(15) C15A 0.020(4) 0.026(4) 0.018(4) 0.000(4) 0.006(3) 0.004(4) C16 0.021(2) 0.018(2) 0.0146(18) -0.0001(15) 0.0077(14) 0.0009(15) C16A 0.024(4) 0.023(4) 0.019(4) -0.004(4) 0.003(3) 0.003(4) C17 0.031(2) 0.024(2) 0.0180(19) -0.0013(17) 0.0085(16) -0.0023(16) C17A 0.033(4) 0.029(4) 0.018(4) -0.007(4) 0.008(3) -0.001(3) C18 0.028(2) 0.030(2) 0.0160(18) -0.0101(18) 0.0062(15) -0.0059(17) C18A 0.031(4) 0.035(5) 0.022(5) -0.012(4) 0.007(4) -0.004(4) C19 0.023(3) 0.020(3) 0.021(3) 0.009(2) 0.005(2) 0.006(2) C19A 0.033(6) 0.028(8) 0.022(7) 0.013(6) 0.000(6) 0.005(6) C20 0.033(2) 0.054(3) 0.026(2) -0.021(2) 0.0053(19) -0.017(2) C20A 0.043(7) 0.055(8) 0.023(6) -0.014(7) 0.000(5) -0.009(6) C21 0.0195(19) 0.023(3) 0.030(3) 0.008(2) 0.0058(17) 0.006(2) C21A 0.024(4) 0.022(5) 0.034(5) 0.007(5) 0.012(4) 0.002(5) C22 0.028(2) 0.021(3) 0.029(3) 0.009(2) 0.0135(18) 0.002(2) C22A 0.025(4) 0.022(6) 0.031(5) 0.009(4) 0.006(4) 0.005(5) C23 0.0169(18) 0.018(2) 0.0224(19) 0.0088(17) 0.0074(14) 0.0091(18) C23A 0.031(4) 0.025(5) 0.026(4) 0.011(4) 0.005(4) 0.007(4) C24 0.0134(16) 0.0160(19) 0.0174(17) 0.0001(16) -0.0001(13) 0.0071(16) C24A 0.021(4) 0.027(5) 0.021(4) 0.005(4) 0.003(3) 0.007(4) C25 0.018(2) 0.043(4) 0.045(4) 0.013(3) 0.003(2) 0.005(3) C25A 0.024(6) 0.037(9) 0.043(8) 0.013(7) -0.002(6) 0.003(7) C26 0.030(2) 0.015(3) 0.027(2) 0.004(2) 0.0101(19) -0.002(2) C26A 0.033(6) 0.032(9) 0.036(8) 0.012(8) 0.006(6) -0.003(7) C27 0.0294(19) 0.0285(19) 0.0193(17) -0.0105(16) -0.0032(14) 0.0092(15) C27A 0.0294(19) 0.0285(19) 0.0193(17) -0.0105(16) -0.0032(14) 0.0092(15) B1 0.018(2) 0.027(3) 0.021(2) -0.004(2) 0.0002(16) 0.001(2) B1A 0.020(6) 0.033(7) 0.031(6) -0.007(6) 0.000(5) -0.006(6) Co2 0.01249(15) 0.00986(15) 0.01481(16) 0.00180(13) 0.00095(12) 0.00331(13) Cl2 0.0168(3) 0.0242(3) 0.0197(3) 0.0073(3) 0.0049(2) 0.0027(3) F3 0.0187(12) 0.0255(15) 0.0304(15) 0.0064(13) 0.0005(10) -0.0038(13) F3A 0.027(7) 0.029(8) 0.033(8) 0.006(7) -0.006(6) -0.002(7) F4 0.0295(13) 0.0365(16) 0.0236(12) -0.0018(12) 0.0149(10) 0.0027(12) F4A 0.038(8) 0.045(9) 0.031(7) 0.006(8) 0.009(6) 0.003(7) O5 0.0248(11) 0.0223(11) 0.0206(11) 0.0050(9) -0.0040(8) 0.0086(9) O6 0.0195(10) 0.0209(10) 0.0300(12) 0.0009(8) -0.0039(9) 0.0158(9) O7 0.0231(11) 0.0247(11) 0.0202(10) 0.0044(9) -0.0047(8) 0.0058(9) O8 0.0307(12) 0.0141(9) 0.0253(11) 0.0045(9) 0.0017(9) 0.0086(8) N8 0.0153(10) 0.0163(11) 0.0168(11) 0.0056(9) 0.0003(8) 0.0047(9) N9 0.0130(10) 0.0137(10) 0.0227(12) 0.0020(8) 0.0019(9) 0.0089(9) N10 0.0174(11) 0.0181(11) 0.0166(11) 0.0051(9) 0.0003(9) 0.0007(9) N11 0.0213(12) 0.0100(10) 0.0205(12) 0.0022(9) 0.0049(9) 0.0023(9) N12 0.0112(10) 0.0149(10) 0.0170(11) 0.0006(8) 0.0018(8) -0.0003(8) N13 0.0149(13) 0.0237(17) 0.0137(14) 0.0084(13) 0.0012(10) -0.0004(13) N13A 0.019(6) 0.030(7) 0.018(7) 0.013(6) -0.004(5) -0.002(6) N14 0.0128(12) 0.0170(17) 0.0199(13) -0.0005(14) 0.0027(10) 0.0046(15) N14A 0.0128(12) 0.0170(17) 0.0199(13) -0.0005(14) 0.0027(10) 0.0046(15) C28 0.0160(12) 0.0209(14) 0.0231(14) 0.0030(11) -0.0007(10) 0.0016(11) C29 0.0126(12) 0.0173(13) 0.0304(16) -0.0015(10) 0.0013(11) 0.0051(11) C30 0.0253(17) 0.038(2) 0.042(2) -0.0052(15) -0.0130(15) 0.0025(17) C31 0.0260(17) 0.0222(16) 0.058(2) -0.0098(13) -0.0055(16) 0.0109(16) C32 0.0172(13) 0.0222(14) 0.0212(14) 0.0008(11) 0.0031(10) -0.0053(11) C33 0.0237(14) 0.0153(13) 0.0252(15) -0.0011(11) 0.0079(11) -0.0046(11) C34 0.0225(15) 0.0362(19) 0.0309(18) -0.0025(14) -0.0032(13) -0.0109(14) C35 0.040(2) 0.0191(15) 0.040(2) -0.0104(14) 0.0114(16) -0.0049(14) C36 0.0182(13) 0.0226(14) 0.0160(13) 0.0030(11) 0.0012(10) 0.0011(11) C37 0.0193(14) 0.0320(16) 0.0142(13) 0.0027(12) 0.0032(10) -0.0004(11) C38 0.0153(13) 0.0355(17) 0.0165(13) 0.0032(12) 0.0009(10) -0.0082(12) C39 0.0159(13) 0.0302(16) 0.0219(14) 0.0110(12) 0.0002(11) -0.0006(12) C40 0.0158(13) 0.0203(13) 0.0211(14) 0.0063(10) 0.0014(10) 0.0018(11) C41 0.0142(14) 0.0199(18) 0.0132(15) 0.0050(15) 0.0037(11) 0.0026(14) C41A 0.018(4) 0.017(5) 0.015(4) 0.003(4) 0.000(4) 0.006(4) C42 0.0148(15) 0.0234(18) 0.0149(15) 0.0019(14) -0.0009(12) 0.0004(14) C42A 0.019(4) 0.022(4) 0.016(4) 0.003(4) 0.004(4) 0.001(4) C43 0.0178(18) 0.026(2) 0.0188(17) 0.0021(15) -0.0037(14) -0.0026(16) C43A 0.023(5) 0.027(5) 0.019(5) 0.003(4) -0.004(4) 0.001(4) C44 0.0262(18) 0.028(2) 0.0177(17) 0.0046(16) -0.0055(13) -0.0042(15) C44A 0.026(5) 0.029(5) 0.021(5) 0.005(5) -0.006(4) -0.003(4) C45 0.0249(17) 0.028(2) 0.0134(15) 0.0086(15) -0.0006(13) -0.0023(14) C45A 0.028(5) 0.030(5) 0.016(5) 0.006(5) -0.002(4) -0.006(5) C46 0.021(3) 0.034(3) 0.022(3) -0.002(2) -0.0009(18) -0.003(2) C46A 0.022(8) 0.031(11) 0.028(12) 0.000(9) -0.002(8) 0.008(10) C47 0.031(2) 0.037(2) 0.0166(17) 0.0153(18) 0.0028(14) -0.0051(16) C47A 0.036(7) 0.050(9) 0.016(7) 0.010(8) -0.002(6) -0.008(7) C48 0.0154(16) 0.017(2) 0.0237(19) -0.0051(18) -0.0013(14) 0.0041(18) C48A 0.019(5) 0.016(7) 0.023(6) -0.005(6) 0.001(5) 0.003(6) C49 0.0211(18) 0.021(2) 0.022(2) 0.0029(15) 0.0013(15) -0.0026(15) C49A 0.020(4) 0.018(5) 0.024(5) -0.001(4) 0.001(4) 0.001(4) C50 0.0238(17) 0.0166(18) 0.0210(16) 0.0007(17) 0.0029(13) 0.0012(16) C50A 0.014(4) 0.016(5) 0.022(4) 0.002(4) -0.002(4) 0.003(4) C51 0.0116(14) 0.0199(18) 0.0156(15) 0.0018(14) 0.0041(11) 0.0025(14) C51A 0.017(4) 0.017(5) 0.015(5) 0.003(4) 0.002(4) 0.006(4) C52 0.0187(18) 0.028(3) 0.034(3) -0.0012(19) 0.0077(19) 0.002(2) C52A 0.024(7) 0.026(10) 0.029(10) 0.003(8) 0.002(7) -0.009(8) C53 0.0240(19) 0.028(2) 0.024(2) -0.0053(18) 0.0029(15) -0.0056(18) C53A 0.020(6) 0.012(6) 0.020(6) -0.011(5) 0.002(5) 0.000(5) C54 0.0190(18) 0.029(2) 0.024(2) 0.0167(15) 0.0105(14) 0.0153(16) C54A 0.035(8) 0.029(8) 0.017(7) 0.003(6) 0.002(6) 0.008(6) B2 0.0124(17) 0.026(2) 0.0173(18) 0.0041(16) 0.0039(13) -0.0018(17) B2A 0.030(8) 0.029(8) 0.028(8) 0.007(8) 0.007(7) -0.008(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Co1 N2 . 1.876(2) ? Co1 N1 . 1.881(2) ? Co1 N3 . 1.897(2) ? Co1 N4 . 1.903(2) ? Co1 N5 . 1.961(2) ? Co1 Cl1 . 2.2234(8) ? F1 B1 . 1.389(6) ? F1A B1A . 1.37(2) ? F2 B1 . 1.396(6) ? F2A B1A . 1.41(2) ? O1 N1 . 1.332(3) ? O1 H1 . 0.84 ? O2 N2 . 1.333(3) ? O2 H2 . 0.84 ? O3 N3 . 1.340(3) ? O3 H3 . 0.84 ? O4 N4 . 1.343(3) ? O4 H4 . 0.84 ? N1 C1 . 1.294(4) ? N2 C2 . 1.300(4) ? N3 C5 . 1.299(4) ? N4 C6 . 1.294(4) ? N5 C9 . 1.342(4) ? N5 C13 . 1.351(4) ? N6 C18 . 1.344(6) ? N6 C15 . 1.403(6) ? N6 B1 . 1.550(7) ? N6A C18A . 1.357(18) ? N6A C15A . 1.412(19) ? N6A B1A . 1.51(2) ? N7 C21 . 1.340(7) ? N7 C24 . 1.403(7) ? N7 B1 . 1.553(7) ? N7A C21A . 1.35(2) ? N7A C24A . 1.38(2) ? N7A B1A . 1.53(2) ? C1 C2 . 1.465(4) ? C1 C3 . 1.490(4) ? C2 C4 . 1.494(4) ? C3 H3A . 0.98 ? C3 H3B . 0.98 ? C3 H3C . 0.98 ? C4 H4A . 0.98 ? C4 H4B . 0.98 ? C4 H4C . 0.98 ? C5 C6 . 1.470(4) ? C5 C7 . 1.492(4) ? C6 C8 . 1.493(4) ? C7 H7A . 0.98 ? C7 H7B . 0.98 ? C7 H7C . 0.98 ? C8 H8A . 0.98 ? C8 H8B . 0.98 ? C8 H8C . 0.98 ? C9 C10 . 1.392(4) ? C9 H9 . 0.95 ? C10 C11 . 1.392(4) ? C10 C27 . 1.467(5) ? C10 H10 . 0.95 ? C11 C12 . 1.389(5) ? C11 C14 . 1.485(5) ? C11 C14A . 1.607(15) ? C12 C13 . 1.379(4) ? C12 C27A . 1.498(9) ? C12 H12 . 0.95 ? C13 H13 . 0.95 ? C14 C15 . 1.391(6) ? C14 C24 . 1.392(6) ? C14A C15A . 1.38(2) ? C14A C24A . 1.40(2) ? C15 C16 . 1.432(6) ? C15A C16A . 1.40(2) ? C16 C17 . 1.374(6) ? C16 C19 . 1.492(7) ? C16A C17A . 1.40(2) ? C16A C19A . 1.48(2) ? C17 C18 . 1.400(7) ? C17 H17 . 0.95 ? C17A C18A . 1.39(2) ? C17A H17A . 0.95 ? C18 C20 . 1.492(6) ? C18A C20A . 1.52(2) ? C19 H19A . 0.98 ? C19 H19B . 0.98 ? C19 H19C . 0.98 ? C19A H19D . 0.98 ? C19A H19E . 0.98 ? C19A H19F . 0.98 ? C20 H20A . 0.98 ? C20 H20B . 0.98 ? C20 H20C . 0.98 ? C20A H20D . 0.98 ? C20A H20E . 0.98 ? C20A H20F . 0.98 ? C21 C22 . 1.410(9) ? C21 C25 . 1.484(9) ? C21A C22A . 1.31(3) ? C21A C25A . 1.53(3) ? C22 C23 . 1.396(9) ? C22 H22 . 0.95 ? C22A C23A . 1.32(3) ? C22A H22A . 0.95 ? C23 C24 . 1.430(7) ? C23 C26 . 1.504(10) ? C23A C24A . 1.38(2) ? C23A C26A . 1.54(3) ? C25 H25A . 0.98 ? C25 H25B . 0.98 ? C25 H25C . 0.98 ? C25A H25D . 0.98 ? C25A H25E . 0.98 ? C25A H25F . 0.98 ? C26 H26A . 0.98 ? C26 H26B . 0.98 ? C26 H26C . 0.98 ? C26A H26D . 0.98 ? C26A H26E . 0.98 ? C26A H26F . 0.98 ? C27 H27A . 0.98 ? C27 H27B . 0.98 ? C27 H27C . 0.98 ? C27A H27D . 0.98 ? C27A H27E . 0.98 ? C27A H27F . 0.98 ? Co2 N9 . 1.879(2) ? Co2 N8 . 1.888(2) ? Co2 N11 . 1.896(2) ? Co2 N10 . 1.898(3) ? Co2 N12 . 1.958(2) ? Co2 Cl2 . 2.2117(7) ? F3 B2 . 1.384(5) ? F3A B2A . 1.36(3) ? F4 B2 . 1.396(5) ? F4A B2A . 1.42(3) ? O5 N8 . 1.337(3) ? O5 H5 . 0.84 ? O6 N9 . 1.339(3) ? O6 H6 . 0.84 ? O7 N10 . 1.340(3) ? O7 H7 . 0.84 ? O8 N11 . 1.347(3) ? O8 H8 . 0.84 ? N8 C28 . 1.293(4) ? N9 C29 . 1.290(4) ? N10 C32 . 1.300(4) ? N11 C33 . 1.297(4) ? N12 C36 . 1.337(4) ? N12 C40 . 1.344(4) ? N13 C45 . 1.348(5) ? N13 C42 . 1.400(5) ? N13 B2 . 1.538(5) ? N13A C45A . 1.35(3) ? N13A C42A . 1.43(3) ? N13A B2A . 1.44(4) ? N14 C48 . 1.347(6) ? N14 C51 . 1.394(5) ? N14 B2 . 1.552(6) ? N14A C48A . 1.29(3) ? N14A C51A . 1.44(3) ? N14A B2A . 1.64(3) ? C28 C29 . 1.469(4) ? C28 C30 . 1.493(5) ? C29 C31 . 1.485(4) ? C30 H30A . 0.98 ? C30 H30B . 0.98 ? C30 H30C . 0.98 ? C31 H31A . 0.98 ? C31 H31B . 0.98 ? C31 H31C . 0.98 ? C32 C33 . 1.465(5) ? C32 C34 . 1.496(4) ? C33 C35 . 1.493(4) ? C34 H34A . 0.98 ? C34 H34B . 0.98 ? C34 H34C . 0.98 ? C35 H35A . 0.98 ? C35 H35B . 0.98 ? C35 H35C . 0.98 ? C36 C37 . 1.383(4) ? C36 H36 . 0.95 ? C37 C54A . 1.344(14) ? C37 C38 . 1.380(4) ? C37 H37 . 0.95 ? C38 C39 . 1.389(4) ? C38 C41 . 1.500(5) ? C38 C41A . 1.51(2) ? C39 C40 . 1.386(4) ? C39 C54 . 1.475(4) ? C39 H39 . 0.95 ? C40 H40 . 0.95 ? C41 C51 . 1.389(5) ? C41 C42 . 1.391(5) ? C41A C51A . 1.34(3) ? C41A C42A . 1.39(3) ? C42 C43 . 1.424(6) ? C42A C43A . 1.42(3) ? C43 C44 . 1.383(6) ? C43 C46 . 1.490(7) ? C43A C44A . 1.39(4) ? C43A C46A . 1.46(4) ? C44 C45 . 1.395(6) ? C44 H44 . 0.95 ? C44A C45A . 1.33(3) ? C44A H44A . 0.95 ? C45 C47 . 1.496(5) ? C45A C47A . 1.52(3) ? C46 H46A . 0.98 ? C46 H46B . 0.98 ? C46 H46C . 0.98 ? C46A H46D . 0.98 ? C46A H46E . 0.98 ? C46A H46F . 0.98 ? C47 H47A . 0.98 ? C47 H47B . 0.98 ? C47 H47C . 0.98 ? C47A H47D . 0.98 ? C47A H47E . 0.98 ? C47A H47F . 0.98 ? C48 C49 . 1.413(6) ? C48 C52 . 1.477(7) ? C48A C49A . 1.32(4) ? C48A C52A . 1.61(5) ? C49 C50 . 1.340(7) ? C49 H49 . 0.95 ? C49A C50A . 1.62(4) ? C49A H49A . 0.95 ? C50 C51 . 1.444(6) ? C50 C53 . 1.479(6) ? C50A C51A . 1.41(3) ? C50A C53A . 1.62(4) ? C52 H52A . 0.98 ? C52 H52B . 0.98 ? C52 H52C . 0.98 ? C52A H52D . 0.98 ? C52A H52E . 0.98 ? C52A H52F . 0.98 ? C53 H53A . 0.98 ? C53 H53B . 0.98 ? C53 H53C . 0.98 ? C53A H53D . 0.98 ? C53A H53E . 0.98 ? C53A H53F . 0.98 ? C54 H54A . 0.98 ? C54 H54B . 0.98 ? C54 H54C . 0.98 ? C54A H54D . 0.98 ? C54A H54E . 0.98 ? C54A H54F . 0.98 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N2 Co1 N1 . . 81.96(10) ? N2 Co1 N3 . . 98.15(10) ? N1 Co1 N3 . . 179.82(12) ? N2 Co1 N4 . . 178.84(11) ? N1 Co1 N4 . . 98.84(11) ? N3 Co1 N4 . . 81.05(10) ? N2 Co1 N5 . . 91.13(10) ? N1 Co1 N5 . . 90.46(11) ? N3 Co1 N5 . . 89.67(10) ? N4 Co1 N5 . . 88.04(10) ? N2 Co1 Cl1 . . 89.82(8) ? N1 Co1 Cl1 . . 88.75(8) ? N3 Co1 Cl1 . . 91.11(8) ? N4 Co1 Cl1 . . 91.03(8) ? N5 Co1 Cl1 . . 178.67(7) ? N1 O1 H1 . . 109.5 ? N2 O2 H2 . . 109.5 ? N3 O3 H3 . . 109.5 ? N4 O4 H4 . . 109.5 ? C1 N1 O1 . . 121.7(2) ? C1 N1 Co1 . . 116.4(2) ? O1 N1 Co1 . . 121.91(19) ? C2 N2 O2 . . 120.9(2) ? C2 N2 Co1 . . 116.3(2) ? O2 N2 Co1 . . 122.86(18) ? C5 N3 O3 . . 120.4(2) ? C5 N3 Co1 . . 116.5(2) ? O3 N3 Co1 . . 122.82(18) ? C6 N4 O4 . . 121.2(2) ? C6 N4 Co1 . . 116.5(2) ? O4 N4 Co1 . . 122.19(19) ? C9 N5 C13 . . 118.6(3) ? C9 N5 Co1 . . 121.2(2) ? C13 N5 Co1 . . 119.8(2) ? C18 N6 C15 . . 107.9(4) ? C18 N6 B1 . . 126.9(4) ? C15 N6 B1 . . 125.1(4) ? C18A N6A C15A . . 106.3(12) ? C18A N6A B1A . . 127.1(12) ? C15A N6A B1A . . 126.4(12) ? C21 N7 C24 . . 108.4(5) ? C21 N7 B1 . . 126.1(5) ? C24 N7 B1 . . 125.5(4) ? C21A N7A C24A . . 105.2(16) ? C21A N7A B1A . . 130.2(16) ? C24A N7A B1A . . 124.6(15) ? N1 C1 C2 . . 112.5(2) ? N1 C1 C3 . . 122.0(3) ? C2 C1 C3 . . 125.4(3) ? N2 C2 C1 . . 112.7(3) ? N2 C2 C4 . . 121.4(3) ? C1 C2 C4 . . 125.8(3) ? C1 C3 H3A . . 109.5 ? C1 C3 H3B . . 109.5 ? H3A C3 H3B . . 109.5 ? C1 C3 H3C . . 109.5 ? H3A C3 H3C . . 109.5 ? H3B C3 H3C . . 109.5 ? C2 C4 H4A . . 109.5 ? C2 C4 H4B . . 109.5 ? H4A C4 H4B . . 109.5 ? C2 C4 H4C . . 109.5 ? H4A C4 H4C . . 109.5 ? H4B C4 H4C . . 109.5 ? N3 C5 C6 . . 112.5(2) ? N3 C5 C7 . . 122.4(3) ? C6 C5 C7 . . 125.1(3) ? N4 C6 C5 . . 112.8(2) ? N4 C6 C8 . . 123.2(3) ? C5 C6 C8 . . 124.0(3) ? C5 C7 H7A . . 109.5 ? C5 C7 H7B . . 109.5 ? H7A C7 H7B . . 109.5 ? C5 C7 H7C . . 109.5 ? H7A C7 H7C . . 109.5 ? H7B C7 H7C . . 109.5 ? C6 C8 H8A . . 109.5 ? C6 C8 H8B . . 109.5 ? H8A C8 H8B . . 109.5 ? C6 C8 H8C . . 109.5 ? H8A C8 H8C . . 109.5 ? H8B C8 H8C . . 109.5 ? N5 C9 C10 . . 122.7(3) ? N5 C9 H9 . . 118.7 ? C10 C9 H9 . . 118.7 ? C9 C10 C11 . . 118.0(3) ? C9 C10 C27 . . 121.0(3) ? C11 C10 C27 . . 120.9(3) ? C9 C10 H10 . . 121.0 ? C11 C10 H10 . . 121.0 ? C12 C11 C10 . . 119.3(3) ? C12 C11 C14 . . 117.1(3) ? C10 C11 C14 . . 123.6(3) ? C12 C11 C14A . . 132.1(6) ? C10 C11 C14A . . 107.0(6) ? C13 C12 C11 . . 119.2(3) ? C13 C12 C27A . . 122.7(5) ? C11 C12 C27A . . 114.7(5) ? C13 C12 H12 . . 120.4 ? C11 C12 H12 . . 120.4 ? N5 C13 C12 . . 122.0(3) ? N5 C13 H13 . . 119.0 ? C12 C13 H13 . . 119.0 ? C15 C14 C24 . . 122.3(4) ? C15 C14 C11 . . 121.2(4) ? C24 C14 C11 . . 116.6(4) ? C15A C14A C24A . . 122.4(14) ? C15A C14A C11 . . 113.2(12) ? C24A C14A C11 . . 122.3(12) ? C14 C15 N6 . . 120.3(4) ? C14 C15 C16 . . 132.0(4) ? N6 C15 C16 . . 107.7(4) ? C14A C15A C16A . . 132.8(14) ? C14A C15A N6A . . 118.0(13) ? C16A C15A N6A . . 109.2(13) ? C17 C16 C15 . . 106.2(4) ? C17 C16 C19 . . 125.6(5) ? C15 C16 C19 . . 128.2(5) ? C17A C16A C15A . . 106.0(14) ? C17A C16A C19A . . 123.9(17) ? C15A C16A C19A . . 130.1(16) ? C16 C17 C18 . . 108.6(4) ? C16 C17 H17 . . 125.7 ? C18 C17 H17 . . 125.7 ? C18A C17A C16A . . 108.2(13) ? C18A C17A H17A . . 125.9 ? C16A C17A H17A . . 125.9 ? N6 C18 C17 . . 109.5(4) ? N6 C18 C20 . . 123.4(4) ? C17 C18 C20 . . 127.0(4) ? N6A C18A C17A . . 110.2(13) ? N6A C18A C20A . . 121.7(14) ? C17A C18A C20A . . 128.0(14) ? C16 C19 H19A . . 109.5 ? C16 C19 H19B . . 109.5 ? H19A C19 H19B . . 109.5 ? C16 C19 H19C . . 109.5 ? H19A C19 H19C . . 109.5 ? H19B C19 H19C . . 109.5 ? C16A C19A H19D . . 109.5 ? C16A C19A H19E . . 109.5 ? H19D C19A H19E . . 109.5 ? C16A C19A H19F . . 109.5 ? H19D C19A H19F . . 109.5 ? H19E C19A H19F . . 109.5 ? C18 C20 H20A . . 109.5 ? C18 C20 H20B . . 109.5 ? H20A C20 H20B . . 109.5 ? C18 C20 H20C . . 109.5 ? H20A C20 H20C . . 109.5 ? H20B C20 H20C . . 109.5 ? C18A C20A H20D . . 109.5 ? C18A C20A H20E . . 109.5 ? H20D C20A H20E . . 109.5 ? C18A C20A H20F . . 109.5 ? H20D C20A H20F . . 109.5 ? H20E C20A H20F . . 109.5 ? N7 C21 C22 . . 108.3(5) ? N7 C21 C25 . . 122.9(5) ? C22 C21 C25 . . 128.8(5) ? C22A C21A N7A . . 114.5(19) ? C22A C21A C25A . . 125.7(18) ? N7A C21A C25A . . 119.8(18) ? C23 C22 C21 . . 110.1(5) ? C23 C22 H22 . . 125.0 ? C21 C22 H22 . . 125.0 ? C21A C22A C23A . . 103.4(19) ? C21A C22A H22A . . 128.3 ? C23A C22A H22A . . 128.3 ? C22 C23 C24 . . 103.9(5) ? C22 C23 C26 . . 126.7(5) ? C24 C23 C26 . . 129.3(5) ? C22A C23A C24A . . 113.(2) ? C22A C23A C26A . . 122.(2) ? C24A C23A C26A . . 125.5(18) ? C14 C24 N7 . . 119.8(4) ? C14 C24 C23 . . 130.9(4) ? N7 C24 C23 . . 109.3(4) ? N7A C24A C23A . . 103.9(15) ? N7A C24A C14A . . 120.3(15) ? C23A C24A C14A . . 135.6(16) ? C21 C25 H25A . . 109.5 ? C21 C25 H25B . . 109.5 ? H25A C25 H25B . . 109.5 ? C21 C25 H25C . . 109.5 ? H25A C25 H25C . . 109.5 ? H25B C25 H25C . . 109.5 ? C21A C25A H25D . . 109.5 ? C21A C25A H25E . . 109.5 ? H25D C25A H25E . . 109.5 ? C21A C25A H25F . . 109.5 ? H25D C25A H25F . . 109.5 ? H25E C25A H25F . . 109.5 ? C23 C26 H26A . . 109.5 ? C23 C26 H26B . . 109.5 ? H26A C26 H26B . . 109.5 ? C23 C26 H26C . . 109.5 ? H26A C26 H26C . . 109.5 ? H26B C26 H26C . . 109.5 ? C23A C26A H26D . . 109.5 ? C23A C26A H26E . . 109.5 ? H26D C26A H26E . . 109.5 ? C23A C26A H26F . . 109.5 ? H26D C26A H26F . . 109.5 ? H26E C26A H26F . . 109.5 ? C10 C27 H27A . . 109.5 ? C10 C27 H27B . . 109.5 ? H27A C27 H27B . . 109.5 ? C10 C27 H27C . . 109.5 ? H27A C27 H27C . . 109.5 ? H27B C27 H27C . . 109.5 ? C12 C27A H27D . . 109.5 ? C12 C27A H27E . . 109.5 ? H27D C27A H27E . . 109.5 ? C12 C27A H27F . . 109.5 ? H27D C27A H27F . . 109.5 ? H27E C27A H27F . . 109.5 ? F1 B1 F2 . . 109.9(4) ? F1 B1 N6 . . 109.6(4) ? F2 B1 N6 . . 109.8(4) ? F1 B1 N7 . . 110.6(5) ? F2 B1 N7 . . 110.1(4) ? N6 B1 N7 . . 106.9(4) ? F1A B1A F2A . . 108.6(13) ? F1A B1A N6A . . 114.0(13) ? F2A B1A N6A . . 108.5(15) ? F1A B1A N7A . . 109.8(15) ? F2A B1A N7A . . 108.3(13) ? N6A B1A N7A . . 107.5(12) ? N9 Co2 N8 . . 81.52(11) ? N9 Co2 N11 . . 179.34(11) ? N8 Co2 N11 . . 98.35(11) ? N9 Co2 N10 . . 98.88(11) ? N8 Co2 N10 . . 179.59(12) ? N11 Co2 N10 . . 81.24(11) ? N9 Co2 N12 . . 90.71(10) ? N8 Co2 N12 . . 91.58(10) ? N11 Co2 N12 . . 88.65(10) ? N10 Co2 N12 . . 88.37(10) ? N9 Co2 Cl2 . . 89.10(8) ? N8 Co2 Cl2 . . 89.88(7) ? N11 Co2 Cl2 . . 91.54(8) ? N10 Co2 Cl2 . . 90.17(7) ? N12 Co2 Cl2 . . 178.48(8) ? N8 O5 H5 . . 109.5 ? N9 O6 H6 . . 109.5 ? N10 O7 H7 . . 109.5 ? N11 O8 H8 . . 109.5 ? C28 N8 O5 . . 121.2(2) ? C28 N8 Co2 . . 116.4(2) ? O5 N8 Co2 . . 122.36(19) ? C29 N9 O6 . . 121.3(2) ? C29 N9 Co2 . . 116.9(2) ? O6 N9 Co2 . . 121.79(19) ? C32 N10 O7 . . 121.3(3) ? C32 N10 Co2 . . 116.1(2) ? O7 N10 Co2 . . 122.55(19) ? C33 N11 O8 . . 121.0(3) ? C33 N11 Co2 . . 116.2(2) ? O8 N11 Co2 . . 122.38(19) ? C36 N12 C40 . . 118.5(2) ? C36 N12 Co2 . . 121.25(19) ? C40 N12 Co2 . . 119.51(19) ? C45 N13 C42 . . 107.6(3) ? C45 N13 B2 . . 126.4(3) ? C42 N13 B2 . . 125.2(3) ? C45A N13A C42A . . 104.1(19) ? C45A N13A B2A . . 128.4(19) ? C42A N13A B2A . . 127.(2) ? C48 N14 C51 . . 108.0(4) ? C48 N14 B2 . . 126.8(4) ? C51 N14 B2 . . 125.2(3) ? C48A N14A C51A . . 111.(2) ? C48A N14A B2A . . 129.(2) ? C51A N14A B2A . . 120.(2) ? N8 C28 C29 . . 112.6(3) ? N8 C28 C30 . . 122.6(3) ? C29 C28 C30 . . 124.8(3) ? N9 C29 C28 . . 112.5(3) ? N9 C29 C31 . . 123.1(3) ? C28 C29 C31 . . 124.5(3) ? C28 C30 H30A . . 109.5 ? C28 C30 H30B . . 109.5 ? H30A C30 H30B . . 109.5 ? C28 C30 H30C . . 109.5 ? H30A C30 H30C . . 109.5 ? H30B C30 H30C . . 109.5 ? C29 C31 H31A . . 109.5 ? C29 C31 H31B . . 109.5 ? H31A C31 H31B . . 109.5 ? C29 C31 H31C . . 109.5 ? H31A C31 H31C . . 109.5 ? H31B C31 H31C . . 109.5 ? N10 C32 C33 . . 112.9(3) ? N10 C32 C34 . . 123.0(3) ? C33 C32 C34 . . 124.1(3) ? N11 C33 C32 . . 112.7(3) ? N11 C33 C35 . . 123.0(3) ? C32 C33 C35 . . 124.3(3) ? C32 C34 H34A . . 109.5 ? C32 C34 H34B . . 109.5 ? H34A C34 H34B . . 109.5 ? C32 C34 H34C . . 109.5 ? H34A C34 H34C . . 109.5 ? H34B C34 H34C . . 109.5 ? C33 C35 H35A . . 109.5 ? C33 C35 H35B . . 109.5 ? H35A C35 H35B . . 109.5 ? C33 C35 H35C . . 109.5 ? H35A C35 H35C . . 109.5 ? H35B C35 H35C . . 109.5 ? N12 C36 C37 . . 121.9(3) ? N12 C36 H36 . . 119.1 ? C37 C36 H36 . . 119.1 ? C54A C37 C38 . . 113.0(7) ? C54A C37 C36 . . 127.5(8) ? C38 C37 C36 . . 119.5(3) ? C38 C37 H37 . . 120.3 ? C36 C37 H37 . . 120.2 ? C37 C38 C39 . . 119.0(3) ? C37 C38 C41 . . 119.5(3) ? C39 C38 C41 . . 121.3(3) ? C37 C38 C41A . . 134.5(9) ? C39 C38 C41A . . 105.7(9) ? C40 C39 C38 . . 118.0(3) ? C40 C39 C54 . . 121.4(3) ? C38 C39 C54 . . 120.4(3) ? C40 C39 H39 . . 121.0 ? C38 C39 H39 . . 121.0 ? N12 C40 C39 . . 122.9(3) ? N12 C40 H40 . . 118.6 ? C39 C40 H40 . . 118.6 ? C51 C41 C42 . . 122.0(3) ? C51 C41 C38 . . 118.9(3) ? C42 C41 C38 . . 118.8(3) ? C51A C41A C42A . . 126.(2) ? C51A C41A C38 . . 108.8(18) ? C42A C41A C38 . . 124.0(19) ? C41 C42 N13 . . 119.7(4) ? C41 C42 C43 . . 132.1(4) ? N13 C42 C43 . . 108.2(3) ? C41A C42A C43A . . 134.(2) ? C41A C42A N13A . . 117.(2) ? C43A C42A N13A . . 109.(2) ? C44 C43 C42 . . 106.0(4) ? C44 C43 C46 . . 124.2(5) ? C42 C43 C46 . . 129.7(5) ? C44A C43A C42A . . 105.(2) ? C44A C43A C46A . . 131.(3) ? C42A C43A C46A . . 124.(3) ? C43 C44 C45 . . 108.4(4) ? C43 C44 H44 . . 125.8 ? C45 C44 H44 . . 125.8 ? C45A C44A C43A . . 109.(2) ? C45A C44A H44A . . 125.6 ? C43A C44A H44A . . 125.6 ? N13 C45 C44 . . 109.7(3) ? N13 C45 C47 . . 122.7(4) ? C44 C45 C47 . . 127.5(4) ? C44A C45A N13A . . 113.(2) ? C44A C45A C47A . . 127.(2) ? N13A C45A C47A . . 120.(2) ? C43 C46 H46A . . 109.5 ? C43 C46 H46B . . 109.5 ? H46A C46 H46B . . 109.5 ? C43 C46 H46C . . 109.5 ? H46A C46 H46C . . 109.5 ? H46B C46 H46C . . 109.5 ? C43A C46A H46D . . 109.5 ? C43A C46A H46E . . 109.5 ? H46D C46A H46E . . 109.5 ? C43A C46A H46F . . 109.5 ? H46D C46A H46F . . 109.5 ? H46E C46A H46F . . 109.5 ? C45 C47 H47A . . 109.5 ? C45 C47 H47B . . 109.5 ? H47A C47 H47B . . 109.5 ? C45 C47 H47C . . 109.5 ? H47A C47 H47C . . 109.5 ? H47B C47 H47C . . 109.5 ? C45A C47A H47D . . 109.5 ? C45A C47A H47E . . 109.5 ? H47D C47A H47E . . 109.5 ? C45A C47A H47F . . 109.5 ? H47D C47A H47F . . 109.5 ? H47E C47A H47F . . 109.5 ? N14 C48 C49 . . 108.8(4) ? N14 C48 C52 . . 123.2(4) ? C49 C48 C52 . . 127.9(4) ? N14A C48A C49A . . 116.(3) ? N14A C48A C52A . . 123.(3) ? C49A C48A C52A . . 121.(3) ? C50 C49 C48 . . 109.1(4) ? C50 C49 H49 . . 125.5 ? C48 C49 H49 . . 125.5 ? C48A C49A C50A . . 102.(3) ? C48A C49A H49A . . 128.8 ? C50A C49A H49A . . 128.8 ? C49 C50 C51 . . 106.7(4) ? C49 C50 C53 . . 125.0(4) ? C51 C50 C53 . . 128.4(4) ? C51A C50A C53A . . 127.(2) ? C51A C50A C49A . . 104.(2) ? C53A C50A C49A . . 129.(2) ? C41 C51 N14 . . 119.9(3) ? C41 C51 C50 . . 132.4(4) ? N14 C51 C50 . . 107.3(3) ? C41A C51A C50A . . 134.(2) ? C41A C51A N14A . . 120.(2) ? C50A C51A N14A . . 107.(2) ? C48 C52 H52A . . 109.5 ? C48 C52 H52B . . 109.5 ? H52A C52 H52B . . 109.5 ? C48 C52 H52C . . 109.5 ? H52A C52 H52C . . 109.5 ? H52B C52 H52C . . 109.5 ? C48A C52A H52D . . 109.5 ? C48A C52A H52E . . 109.5 ? H52D C52A H52E . . 109.5 ? C48A C52A H52F . . 109.5 ? H52D C52A H52F . . 109.5 ? H52E C52A H52F . . 109.5 ? C50 C53 H53A . . 109.5 ? C50 C53 H53B . . 109.5 ? H53A C53 H53B . . 109.5 ? C50 C53 H53C . . 109.5 ? H53A C53 H53C . . 109.5 ? H53B C53 H53C . . 109.5 ? C50A C53A H53D . . 109.5 ? C50A C53A H53E . . 109.5 ? H53D C53A H53E . . 109.5 ? C50A C53A H53F . . 109.5 ? H53D C53A H53F . . 109.5 ? H53E C53A H53F . . 109.5 ? C39 C54 H54A . . 109.5 ? C39 C54 H54B . . 109.5 ? H54A C54 H54B . . 109.5 ? C39 C54 H54C . . 109.5 ? H54A C54 H54C . . 109.5 ? H54B C54 H54C . . 109.5 ? C37 C54A H54D . . 109.5 ? C37 C54A H54E . . 109.5 ? H54D C54A H54E . . 109.5 ? C37 C54A H54F . . 109.5 ? H54D C54A H54F . . 109.5 ? H54E C54A H54F . . 109.5 ? F3 B2 F4 . . 109.7(3) ? F3 B2 N13 . . 110.0(4) ? F4 B2 N13 . . 110.7(3) ? F3 B2 N14 . . 109.9(3) ? F4 B2 N14 . . 109.5(4) ? N13 B2 N14 . . 107.0(3) ? F3A B2A F4A . . 110.(2) ? F3A B2A N13A . . 114.(3) ? F4A B2A N13A . . 112.(2) ? F3A B2A N14A . . 107.(2) ? F4A B2A N14A . . 104.(2) ? N13A B2A N14A . . 109.2(19) ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag N2 Co1 N1 C1 . . . . -3.1(2) ? N4 Co1 N1 C1 . . . . 176.1(2) ? N5 Co1 N1 C1 . . . . 88.0(2) ? Cl1 Co1 N1 C1 . . . . -93.1(2) ? N2 Co1 N1 O1 . . . . 177.1(2) ? N4 Co1 N1 O1 . . . . -3.7(2) ? N5 Co1 N1 O1 . . . . -91.8(2) ? Cl1 Co1 N1 O1 . . . . 87.1(2) ? N1 Co1 N2 C2 . . . . 2.0(2) ? N3 Co1 N2 C2 . . . . -178.2(2) ? N5 Co1 N2 C2 . . . . -88.3(2) ? Cl1 Co1 N2 C2 . . . . 90.7(2) ? N1 Co1 N2 O2 . . . . -176.6(2) ? N3 Co1 N2 O2 . . . . 3.3(2) ? N5 Co1 N2 O2 . . . . 93.1(2) ? Cl1 Co1 N2 O2 . . . . -87.8(2) ? N2 Co1 N3 C5 . . . . 171.8(2) ? N4 Co1 N3 C5 . . . . -7.4(2) ? N5 Co1 N3 C5 . . . . 80.7(2) ? Cl1 Co1 N3 C5 . . . . -98.2(2) ? N2 Co1 N3 O3 . . . . -2.3(2) ? N4 Co1 N3 O3 . . . . 178.6(2) ? N5 Co1 N3 O3 . . . . -93.4(2) ? Cl1 Co1 N3 O3 . . . . 87.7(2) ? O1 N1 C1 C2 . . . . -176.7(3) ? Co1 N1 C1 C2 . . . . 3.5(3) ? O1 N1 C1 C3 . . . . 2.4(5) ? Co1 N1 C1 C3 . . . . -177.4(3) ? O2 N2 C2 C1 . . . . 177.9(2) ? Co1 N2 C2 C1 . . . . -0.6(3) ? O2 N2 C2 C4 . . . . 0.5(4) ? Co1 N2 C2 C4 . . . . -178.1(2) ? N1 C1 C2 N2 . . . . -1.8(4) ? C3 C1 C2 N2 . . . . 179.1(3) ? N1 C1 C2 C4 . . . . 175.5(3) ? C3 C1 C2 C4 . . . . -3.6(5) ? O3 N3 C5 C6 . . . . -178.3(2) ? Co1 N3 C5 C6 . . . . 7.4(3) ? O3 N3 C5 C7 . . . . 3.2(4) ? Co1 N3 C5 C7 . . . . -171.0(2) ? O4 N4 C6 C5 . . . . 179.5(2) ? Co1 N4 C6 C5 . . . . -3.4(3) ? O4 N4 C6 C8 . . . . 0.1(4) ? Co1 N4 C6 C8 . . . . 177.3(2) ? N3 C5 C6 N4 . . . . -2.6(4) ? C7 C5 C6 N4 . . . . 175.8(3) ? N3 C5 C6 C8 . . . . 176.7(3) ? C7 C5 C6 C8 . . . . -4.9(5) ? C13 N5 C9 C10 . . . . 5.3(4) ? Co1 N5 C9 C10 . . . . -167.4(2) ? N5 C9 C10 C11 . . . . -1.8(5) ? N5 C9 C10 C27 . . . . 175.5(3) ? C9 C10 C11 C12 . . . . -2.7(5) ? C27 C10 C11 C12 . . . . 180.0(3) ? C9 C10 C11 C14 . . . . 174.9(3) ? C27 C10 C11 C14 . . . . -2.5(5) ? C9 C10 C11 C14A . . . . 164.7(6) ? C27 C10 C11 C14A . . . . -12.6(7) ? C10 C11 C12 C13 . . . . 3.5(5) ? C14 C11 C12 C13 . . . . -174.2(3) ? C14A C11 C12 C13 . . . . -160.1(8) ? C10 C11 C12 C27A . . . . 163.0(9) ? C14 C11 C12 C27A . . . . -14.7(9) ? C14A C11 C12 C27A . . . . -0.6(12) ? C9 N5 C13 C12 . . . . -4.4(4) ? Co1 N5 C13 C12 . . . . 168.4(2) ? C11 C12 C13 N5 . . . . 0.1(5) ? C27A C12 C13 N5 . . . . -157.7(10) ? C12 C11 C14 C15 . . . . -92.8(5) ? C10 C11 C14 C15 . . . . 89.6(5) ? C14A C11 C14 C15 . . . . 121.(2) ? C12 C11 C14 C24 . . . . 88.8(4) ? C10 C11 C14 C24 . . . . -88.8(4) ? C14A C11 C14 C24 . . . . -57.5(18) ? C12 C11 C14A C15A . . . . -93.5(12) ? C10 C11 C14A C15A . . . . 101.4(11) ? C14 C11 C14A C15A . . . . -51.7(17) ? C12 C11 C14A C24A . . . . 70.4(16) ? C10 C11 C14A C24A . . . . -94.7(13) ? C14 C11 C14A C24A . . . . 112.(2) ? C24 C14 C15 N6 . . . . -0.1(7) ? C11 C14 C15 N6 . . . . -178.5(4) ? C24 C14 C15 C16 . . . . -179.6(5) ? C11 C14 C15 C16 . . . . 2.1(7) ? C18 N6 C15 C14 . . . . -179.3(4) ? B1 N6 C15 C14 . . . . 2.1(7) ? C18 N6 C15 C16 . . . . 0.3(5) ? B1 N6 C15 C16 . . . . -178.3(4) ? C24A C14A C15A C16A . . . . -174.0(16) ? C11 C14A C15A C16A . . . . -10.(2) ? C24A C14A C15A N6A . . . . 6.(2) ? C11 C14A C15A N6A . . . . 170.2(11) ? C18A N6A C15A C14A . . . . 177.9(13) ? B1A N6A C15A C14A . . . . -7.(2) ? C18A N6A C15A C16A . . . . -1.8(17) ? B1A N6A C15A C16A . . . . 173.2(15) ? C14 C15 C16 C17 . . . . 179.1(5) ? N6 C15 C16 C17 . . . . -0.4(5) ? C14 C15 C16 C19 . . . . -2.5(9) ? N6 C15 C16 C19 . . . . 178.0(5) ? C14A C15A C16A C17A . . . . -179.0(16) ? N6A C15A C16A C17A . . . . 0.6(16) ? C14A C15A C16A C19A . . . . -1.(3) ? N6A C15A C16A C19A . . . . 178.9(18) ? C15 C16 C17 C18 . . . . 0.4(5) ? C19 C16 C17 C18 . . . . -178.0(5) ? C15A C16A C17A C18A . . . . 0.8(17) ? C19A C16A C17A C18A . . . . -177.7(17) ? C15 N6 C18 C17 . . . . 0.0(5) ? B1 N6 C18 C17 . . . . 178.6(4) ? C15 N6 C18 C20 . . . . -179.5(5) ? B1 N6 C18 C20 . . . . -1.0(8) ? C16 C17 C18 N6 . . . . -0.3(6) ? C16 C17 C18 C20 . . . . 179.2(5) ? C15A N6A C18A C17A . . . . 2.3(17) ? B1A N6A C18A C17A . . . . -172.7(15) ? C15A N6A C18A C20A . . . . -175.5(14) ? B1A N6A C18A C20A . . . . 10.(2) ? C16A C17A C18A N6A . . . . -2.0(18) ? C16A C17A C18A C20A . . . . 175.7(15) ? C24 N7 C21 C22 . . . . -0.2(6) ? B1 N7 C21 C22 . . . . -179.1(5) ? C24 N7 C21 C25 . . . . -178.6(5) ? B1 N7 C21 C25 . . . . 2.5(9) ? C24A N7A C21A C22A . . . . 1.(2) ? B1A N7A C21A C22A . . . . -178.8(19) ? C24A N7A C21A C25A . . . . -178.6(17) ? B1A N7A C21A C25A . . . . 1.(3) ? N7 C21 C22 C23 . . . . 0.1(7) ? C25 C21 C22 C23 . . . . 178.4(6) ? N7A C21A C22A C23A . . . . 2.(2) ? C25A C21A C22A C23A . . . . -178.2(19) ? C21 C22 C23 C24 . . . . 0.0(7) ? C21 C22 C23 C26 . . . . 179.6(5) ? C21A C22A C23A C24A . . . . -5.(2) ? C21A C22A C23A C26A . . . . 176.3(18) ? C15 C14 C24 N7 . . . . -0.4(7) ? C11 C14 C24 N7 . . . . 178.1(4) ? C15 C14 C24 C23 . . . . 179.3(5) ? C11 C14 C24 C23 . . . . -2.3(7) ? C21 N7 C24 C14 . . . . 179.9(4) ? B1 N7 C24 C14 . . . . -1.1(7) ? C21 N7 C24 C23 . . . . 0.2(6) ? B1 N7 C24 C23 . . . . 179.2(4) ? C22 C23 C24 C14 . . . . -179.8(5) ? C26 C23 C24 C14 . . . . 0.6(9) ? C22 C23 C24 N7 . . . . -0.1(6) ? C26 C23 C24 N7 . . . . -179.7(5) ? C21A N7A C24A C23A . . . . -3.8(18) ? B1A N7A C24A C23A . . . . 176.3(16) ? C21A N7A C24A C14A . . . . 171.6(15) ? B1A N7A C24A C14A . . . . -8.(2) ? C22A C23A C24A N7A . . . . 5.(2) ? C26A C23A C24A N7A . . . . -175.5(17) ? C22A C23A C24A C14A . . . . -169.(2) ? C26A C23A C24A C14A . . . . 10.(3) ? C15A C14A C24A N7A . . . . 1.(2) ? C11 C14A C24A N7A . . . . -161.5(13) ? C15A C14A C24A C23A . . . . 174.6(18) ? C11 C14A C24A C23A . . . . 12.(3) ? C18 N6 B1 F1 . . . . -61.4(6) ? C15 N6 B1 F1 . . . . 116.9(5) ? C18 N6 B1 F2 . . . . 59.3(6) ? C15 N6 B1 F2 . . . . -122.4(5) ? C18 N6 B1 N7 . . . . 178.6(4) ? C15 N6 B1 N7 . . . . -3.0(6) ? C21 N7 B1 F1 . . . . 62.1(6) ? C24 N7 B1 F1 . . . . -116.7(5) ? C21 N7 B1 F2 . . . . -59.5(7) ? C24 N7 B1 F2 . . . . 121.7(5) ? C21 N7 B1 N6 . . . . -178.7(5) ? C24 N7 B1 N6 . . . . 2.6(6) ? C18A N6A B1A F1A . . . . -63.(2) ? C15A N6A B1A F1A . . . . 122.6(16) ? C18A N6A B1A F2A . . . . 58.(2) ? C15A N6A B1A F2A . . . . -116.2(16) ? C18A N6A B1A N7A . . . . 174.7(15) ? C15A N6A B1A N7A . . . . 1.(2) ? C21A N7A B1A F1A . . . . 63.(2) ? C24A N7A B1A F1A . . . . -117.4(16) ? C21A N7A B1A F2A . . . . -56.(2) ? C24A N7A B1A F2A . . . . 124.2(16) ? C21A N7A B1A N6A . . . . -172.8(17) ? C24A N7A B1A N6A . . . . 7.(2) ? N9 Co2 N8 C28 . . . . -2.4(2) ? N11 Co2 N8 C28 . . . . 177.0(2) ? N12 Co2 N8 C28 . . . . 88.1(2) ? Cl2 Co2 N8 C28 . . . . -91.5(2) ? N9 Co2 N8 O5 . . . . 176.5(2) ? N11 Co2 N8 O5 . . . . -4.2(2) ? N12 Co2 N8 O5 . . . . -93.0(2) ? Cl2 Co2 N8 O5 . . . . 87.4(2) ? N8 Co2 N9 C29 . . . . 3.3(2) ? N10 Co2 N9 C29 . . . . -176.7(2) ? N12 Co2 N9 C29 . . . . -88.2(2) ? Cl2 Co2 N9 C29 . . . . 93.3(2) ? N8 Co2 N9 O6 . . . . -177.4(2) ? N10 Co2 N9 O6 . . . . 2.6(2) ? N12 Co2 N9 O6 . . . . 91.1(2) ? Cl2 Co2 N9 O6 . . . . -87.4(2) ? N9 Co2 N10 C32 . . . . 171.8(2) ? N11 Co2 N10 C32 . . . . -7.5(2) ? N12 Co2 N10 C32 . . . . 81.4(2) ? Cl2 Co2 N10 C32 . . . . -99.1(2) ? N9 Co2 N10 O7 . . . . -4.8(2) ? N11 Co2 N10 O7 . . . . 175.9(2) ? N12 Co2 N10 O7 . . . . -95.3(2) ? Cl2 Co2 N10 O7 . . . . 84.3(2) ? N8 Co2 N11 C33 . . . . -171.0(2) ? N10 Co2 N11 C33 . . . . 9.0(2) ? N12 Co2 N11 C33 . . . . -79.6(2) ? Cl2 Co2 N11 C33 . . . . 98.9(2) ? N8 Co2 N11 O8 . . . . 1.8(2) ? N10 Co2 N11 O8 . . . . -178.3(2) ? N12 Co2 N11 O8 . . . . 93.2(2) ? Cl2 Co2 N11 O8 . . . . -88.3(2) ? O5 N8 C28 C29 . . . . -177.7(2) ? Co2 N8 C28 C29 . . . . 1.2(3) ? O5 N8 C28 C30 . . . . 0.2(5) ? Co2 N8 C28 C30 . . . . 179.1(3) ? O6 N9 C29 C28 . . . . 177.3(2) ? Co2 N9 C29 C28 . . . . -3.5(3) ? O6 N9 C29 C31 . . . . -1.7(5) ? Co2 N9 C29 C31 . . . . 177.6(3) ? N8 C28 C29 N9 . . . . 1.4(4) ? C30 C28 C29 N9 . . . . -176.4(3) ? N8 C28 C29 C31 . . . . -179.6(3) ? C30 C28 C29 C31 . . . . 2.5(5) ? O7 N10 C32 C33 . . . . -178.3(2) ? Co2 N10 C32 C33 . . . . 5.0(3) ? O7 N10 C32 C34 . . . . 0.7(4) ? Co2 N10 C32 C34 . . . . -176.0(2) ? O8 N11 C33 C32 . . . . 178.6(2) ? Co2 N11 C33 C32 . . . . -8.6(3) ? O8 N11 C33 C35 . . . . -3.3(4) ? Co2 N11 C33 C35 . . . . 169.6(2) ? N10 C32 C33 N11 . . . . 2.3(4) ? C34 C32 C33 N11 . . . . -176.7(3) ? N10 C32 C33 C35 . . . . -175.8(3) ? C34 C32 C33 C35 . . . . 5.2(5) ? C40 N12 C36 C37 . . . . -2.7(4) ? Co2 N12 C36 C37 . . . . 167.6(2) ? N12 C36 C37 C54A . . . . -178.9(10) ? N12 C36 C37 C38 . . . . -0.6(5) ? C54A C37 C38 C39 . . . . -178.3(8) ? C36 C37 C38 C39 . . . . 3.2(5) ? C54A C37 C38 C41 . . . . 5.9(9) ? C36 C37 C38 C41 . . . . -172.6(3) ? C54A C37 C38 C41A . . . . -9.5(16) ? C36 C37 C38 C41A . . . . 172.0(14) ? C37 C38 C39 C40 . . . . -2.5(5) ? C41 C38 C39 C40 . . . . 173.3(3) ? C41A C38 C39 C40 . . . . -174.2(10) ? C37 C38 C39 C54 . . . . -177.4(3) ? C41 C38 C39 C54 . . . . -1.6(5) ? C41A C38 C39 C54 . . . . 10.9(11) ? C36 N12 C40 C39 . . . . 3.5(5) ? Co2 N12 C40 C39 . . . . -167.0(2) ? C38 C39 C40 N12 . . . . -0.9(5) ? C54 C39 C40 N12 . . . . 174.0(3) ? C37 C38 C41 C51 . . . . 95.8(4) ? C39 C38 C41 C51 . . . . -79.9(5) ? C41A C38 C41 C51 . . . . -119.(3) ? C37 C38 C41 C42 . . . . -90.8(4) ? C39 C38 C41 C42 . . . . 93.4(4) ? C41A C38 C41 C42 . . . . 54.(3) ? C37 C38 C41A C51A . . . . 97.9(18) ? C39 C38 C41A C51A . . . . -92.2(16) ? C41 C38 C41A C51A . . . . 54.(3) ? C37 C38 C41A C42A . . . . -73.(2) ? C39 C38 C41A C42A . . . . 97.(2) ? C41 C38 C41A C42A . . . . -117.(4) ? C51 C41 C42 N13 . . . . -6.4(6) ? C38 C41 C42 N13 . . . . -179.5(3) ? C51 C41 C42 C43 . . . . 173.4(4) ? C38 C41 C42 C43 . . . . 0.3(7) ? C45 N13 C42 C41 . . . . -178.6(4) ? B2 N13 C42 C41 . . . . 11.5(6) ? C45 N13 C42 C43 . . . . 1.6(5) ? B2 N13 C42 C43 . . . . -168.3(4) ? C51A C41A C42A C43A . . . . -180.(3) ? C38 C41A C42A C43A . . . . -11.(4) ? C51A C41A C42A N13A . . . . -1.(3) ? C38 C41A C42A N13A . . . . 168.3(18) ? C45A N13A C42A C41A . . . . -179.(2) ? B2A N13A C42A C41A . . . . 1.(4) ? C45A N13A C42A C43A . . . . 0.(3) ? B2A N13A C42A C43A . . . . -180.(2) ? C41 C42 C43 C44 . . . . 178.9(4) ? N13 C42 C43 C44 . . . . -1.3(5) ? C41 C42 C43 C46 . . . . -2.3(9) ? N13 C42 C43 C46 . . . . 177.5(6) ? C41A C42A C43A C44A . . . . -178.(3) ? N13A C42A C43A C44A . . . . 3.(3) ? C41A C42A C43A C46A . . . . -7.(5) ? N13A C42A C43A C46A . . . . 174.(3) ? C42 C43 C44 C45 . . . . 0.6(5) ? C46 C43 C44 C45 . . . . -178.3(6) ? C42A C43A C44A C45A . . . . -5.(3) ? C46A C43A C44A C45A . . . . -175.(4) ? C42 N13 C45 C44 . . . . -1.3(5) ? B2 N13 C45 C44 . . . . 168.5(4) ? C42 N13 C45 C47 . . . . 176.7(4) ? B2 N13 C45 C47 . . . . -13.5(6) ? C43 C44 C45 N13 . . . . 0.5(5) ? C43 C44 C45 C47 . . . . -177.4(4) ? C43A C44A C45A N13A . . . . 6.(3) ? C43A C44A C45A C47A . . . . -179.(2) ? C42A N13A C45A C44A . . . . -4.(3) ? B2A N13A C45A C44A . . . . 176.(3) ? C42A N13A C45A C47A . . . . -179.(2) ? B2A N13A C45A C47A . . . . 1.(4) ? C51 N14 C48 C49 . . . . -1.1(5) ? B2 N14 C48 C49 . . . . 179.2(4) ? C51 N14 C48 C52 . . . . 176.3(4) ? B2 N14 C48 C52 . . . . -3.4(7) ? C51A N14A C48A C49A . . . . -7.(4) ? B2A N14A C48A C49A . . . . 178.(3) ? C51A N14A C48A C52A . . . . 177.(3) ? B2A N14A C48A C52A . . . . 2.(5) ? N14 C48 C49 C50 . . . . -1.0(6) ? C52 C48 C49 C50 . . . . -178.2(5) ? N14A C48A C49A C50A . . . . 7.(4) ? C52A C48A C49A C50A . . . . -177.(3) ? C48 C49 C50 C51 . . . . 2.5(5) ? C48 C49 C50 C53 . . . . -177.2(4) ? C48A C49A C50A C51A . . . . -5.(3) ? C48A C49A C50A C53A . . . . 173.(3) ? C42 C41 C51 N14 . . . . -3.1(6) ? C38 C41 C51 N14 . . . . 170.0(3) ? C42 C41 C51 C50 . . . . -175.5(4) ? C38 C41 C51 C50 . . . . -2.4(7) ? C48 N14 C51 C41 . . . . -171.5(4) ? B2 N14 C51 C41 . . . . 8.2(6) ? C48 N14 C51 C50 . . . . 2.6(5) ? B2 N14 C51 C50 . . . . -177.7(4) ? C49 C50 C51 C41 . . . . 169.9(5) ? C53 C50 C51 C41 . . . . -10.4(8) ? C49 C50 C51 N14 . . . . -3.2(5) ? C53 C50 C51 N14 . . . . 176.5(4) ? C42A C41A C51A C50A . . . . 179.(2) ? C38 C41A C51A C50A . . . . 8.(3) ? C42A C41A C51A N14A . . . . 2.(3) ? C38 C41A C51A N14A . . . . -168.0(17) ? C53A C50A C51A C41A . . . . 7.(4) ? C49A C50A C51A C41A . . . . -176.(3) ? C53A C50A C51A N14A . . . . -177.(2) ? C49A C50A C51A N14A . . . . 1.(2) ? C48A N14A C51A C41A . . . . 180.(2) ? B2A N14A C51A C41A . . . . -4.(3) ? C48A N14A C51A C50A . . . . 3.(3) ? B2A N14A C51A C50A . . . . 179.(2) ? C45 N13 B2 F3 . . . . -55.1(5) ? C42 N13 B2 F3 . . . . 113.0(4) ? C45 N13 B2 F4 . . . . 66.3(5) ? C42 N13 B2 F4 . . . . -125.6(4) ? C45 N13 B2 N14 . . . . -174.4(4) ? C42 N13 B2 N14 . . . . -6.3(5) ? C48 N14 B2 F3 . . . . 56.7(5) ? C51 N14 B2 F3 . . . . -122.9(4) ? C48 N14 B2 F4 . . . . -63.8(5) ? C51 N14 B2 F4 . . . . 116.6(4) ? C48 N14 B2 N13 . . . . 176.1(4) ? C51 N14 B2 N13 . . . . -3.5(5) ? C45A N13A B2A F3A . . . . -63.(4) ? C42A N13A B2A F3A . . . . 117.(3) ? C45A N13A B2A F4A . . . . 63.(3) ? C42A N13A B2A F4A . . . . -117.(2) ? C45A N13A B2A N14A . . . . 178.(2) ? C42A N13A B2A N14A . . . . -2.(4) ? C48A N14A B2A F3A . . . . 55.(4) ? C51A N14A B2A F3A . . . . -120.(2) ? C48A N14A B2A F4A . . . . -61.(3) ? C51A N14A B2A F4A . . . . 123.(2) ? C48A N14A B2A N13A . . . . 179.(3) ? C51A N14A B2A N13A . . . . 3.(3) ? _database_code_depnum_ccdc_archive 'CCDC 948418' ####################################################################### # # 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_III _chemical_name_systematic ? _chemical_name_common JBW03 _chemical_formula_moiety ? _chemical_formula_sum 'C27 H33 B Cl4 Co F2 N7 O4' _chemical_formula_iupac ? _chemical_formula_weight 769.14 _chemical_absolute_configuration ? _chemical_melting_point ? _space_group_crystal_system orthorhombic _space_group_name_H-M_alt 'P 21 21 21' _space_group_name_Hall 'P 2ac 2ab' loop_ _space_group_symop_operation_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' _cell_length_a 9.8118(3) _cell_length_b 15.3669(4) _cell_length_c 22.9114(5) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3454.51(16) _cell_formula_units_Z 4 _cell_measurement_reflns_used 9959 _cell_measurement_theta_min 2.2579 _cell_measurement_theta_max 25.9589 _cell_measurement_temperature 100.(2) _exptl_crystal_description needle _exptl_crystal_colour 'clear orange-red' _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.100 _exptl_crystal_density_diffrn 1.479 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1576 _exptl_absorpt_coefficient_mu 0.860 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2012/1 (Bruker AXS Inc.)' _exptl_absorpt_correction_T_min 0.84 _exptl_absorpt_correction_T_max 0.92 _exptl_special_details ; ; _diffrn_ambient_temperature 100.(2) _diffrn_source 'fine-focus sealed tube' _diffrn_source_type ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius X8 Kappa APEX II' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 44132 _diffrn_reflns_av_R_equivalents 0.0480 _diffrn_reflns_av_sigmaI/netI 0.0486 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 28.50 _diffrn_reflns_theta_full 28.50 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _refine_special_details 'Refined as a 2-component inversion twin.' _reflns_number_total 8754 _reflns_number_gt 7457 _reflns_threshold_expression 'I > 2\s(I)' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0727 _refine_ls_R_factor_gt 0.0580 _refine_ls_wR_factor_gt 0.1641 _refine_ls_wR_factor_ref 0.1732 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_number_reflns 8754 _refine_ls_number_parameters 430 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; w=1/[\s^2^(Fo^2^)+(0.1120P)^2^+3.0925P] where P=(Fo^2^+2Fc^2^)/3 ; _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 1.459 _refine_diff_density_min -1.193 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Refined as an inversion twin.' _refine_ls_abs_structure_Flack 0.02(3) 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _computing_data_collection 'Bruker Instrument Service v2009, 11, 0, 0' _computing_cell_refinement 'SAINT V8.27B (Bruker AXS Inc., 2012)' _computing_data_reduction 'SAINT V8.27B (Bruker AXS Inc., 2012)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-2013 (Sheldrick, 2013)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_refinement_flags_posn _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Co Co1 0.76249(7) 0.37612(5) 0.77462(3) 0.01470(18) Uani d . . . 1 . . Cl Cl2 0.53767(14) 0.16172(10) 0.60754(6) 0.0239(3) Uani d . . . 1 . . Cl Cl1 0.75941(16) 0.43695(9) 0.86298(6) 0.0235(3) Uani d . . . 1 . . N N2 0.5693(5) 0.3886(3) 0.7711(2) 0.0178(9) Uani d . . . 1 . . N N1 0.7552(5) 0.4881(3) 0.74031(19) 0.0185(9) Uani d . . . 1 . . N N3 0.7695(5) 0.2649(3) 0.8106(2) 0.0204(10) Uani d . . . 1 . . N N4 0.9540(5) 0.3660(3) 0.7817(2) 0.0184(9) Uani d . . . 1 . . N N5 0.7678(5) 0.3235(3) 0.69645(19) 0.0155(9) Uani d . . . 1 . . N N6 0.7588(5) 0.2038(3) 0.42502(19) 0.0171(9) Uani d . . . 1 . . N N7 0.8362(5) 0.0686(3) 0.4747(2) 0.0185(9) Uani d . . . 1 . . O O2 0.4848(4) 0.3277(3) 0.79173(19) 0.0212(9) Uani d . . . 1 . . H H2 0.527(8) 0.281(5) 0.793(3) 0.025 Uiso d U . . 1 . . O O1 0.8677(4) 0.5336(3) 0.7264(2) 0.0248(9) Uani d . . . 1 . . O O3 0.6561(5) 0.2194(3) 0.8223(2) 0.0250(10) Uani d . . . 1 . . O O4 1.0395(4) 0.4284(3) 0.76351(18) 0.0218(9) Uani d . . . 1 . . H H4 0.983(8) 0.463(5) 0.738(3) 0.026 Uiso d U . . 1 . . C C2 0.5247(6) 0.4619(4) 0.7504(3) 0.0204(11) Uani d . . . 1 . . C C1 0.6353(6) 0.5189(4) 0.7300(3) 0.0204(11) Uani d . . . 1 . . C C3 0.6112(7) 0.6051(4) 0.7009(3) 0.0291(14) Uani d . . . 1 . . H H3A 0.6233 0.652 0.7294 0.044 Uiso calc U . R 1 . . H H3B 0.5182 0.607 0.6853 0.044 Uiso calc U . R 1 . . H H3C 0.6765 0.6127 0.6689 0.044 Uiso calc U . R 1 . . C C4 0.3768(6) 0.4854(4) 0.7474(3) 0.0272(13) Uani d . . . 1 . . H H4A 0.3377 0.463 0.711 0.041 Uiso calc U . R 1 . . H H4B 0.3671 0.5488 0.7484 0.041 Uiso calc U . R 1 . . H H4C 0.3288 0.4598 0.7807 0.041 Uiso calc U . R 1 . . C C5 0.8898(7) 0.2370(4) 0.8251(3) 0.0223(12) Uani d . . . 1 . . C C6 0.9978(6) 0.2976(4) 0.8092(3) 0.0210(12) Uani d . . . 1 . . C C8 1.1426(7) 0.2845(5) 0.8262(3) 0.0306(14) Uani d . . . 1 . . H H8A 1.1776 0.2316 0.8077 0.046 Uiso calc U . R 1 . . H H8B 1.1489 0.2787 0.8688 0.046 Uiso calc U . R 1 . . H H8C 1.1967 0.3346 0.8135 0.046 Uiso calc U . R 1 . . C C7 0.9128(8) 0.1519(5) 0.8545(3) 0.0366(16) Uani d . . . 1 . . H H7A 0.9358 0.1618 0.8956 0.055 Uiso calc U . R 1 . . H H7B 0.988 0.1213 0.8353 0.055 Uiso calc U . R 1 . . H H7C 0.8298 0.1167 0.852 0.055 Uiso calc U . R 1 . . C C9 0.6679(6) 0.2701(4) 0.6791(2) 0.0176(11) Uani d . . . 1 . . H H9 0.5931 0.2596 0.7045 0.021 Uiso calc U . R 1 . . C C10 0.6706(6) 0.2297(4) 0.6250(3) 0.0190(11) Uani d . . . 1 . . C C11 0.7782(6) 0.2433(4) 0.5871(2) 0.0171(10) Uani d . . . 1 . . C C12 0.8811(6) 0.2995(4) 0.6056(3) 0.0185(11) Uani d . . . 1 . . H H12 0.9569 0.3109 0.5809 0.022 Uiso calc U . R 1 . . C C13 0.8729(6) 0.3383(4) 0.6594(2) 0.0180(11) Uani d . . . 1 . . H H13 0.9434 0.3768 0.6711 0.022 Uiso calc U . R 1 . . C C14 0.7869(5) 0.1986(4) 0.5295(2) 0.0156(10) Uani d . . . 1 . . C C15 0.7530(6) 0.2451(3) 0.4793(2) 0.0170(10) Uani d . . . 1 . . C C16 0.7128(6) 0.3339(4) 0.4703(3) 0.0208(11) Uani d . . . 1 . . C C17 0.6947(6) 0.3413(4) 0.4104(3) 0.0236(12) Uani d . . . 1 . . H H17 0.6666 0.3927 0.3907 0.028 Uiso calc U . R 1 . . C C18 0.7240(6) 0.2622(4) 0.3835(2) 0.0216(12) Uani d . . . 1 . . C C19 0.6939(7) 0.4053(4) 0.5139(3) 0.0288(14) Uani d . . . 1 . . H H19A 0.6298 0.3864 0.5441 0.043 Uiso calc U . R 1 . . H H19B 0.6578 0.457 0.4943 0.043 Uiso calc U . R 1 . . H H19C 0.7819 0.4194 0.5319 0.043 Uiso calc U . R 1 . . C C20 0.7225(7) 0.2424(5) 0.3203(3) 0.0289(14) Uani d . . . 1 . . H H20A 0.8161 0.2417 0.3054 0.043 Uiso calc U . R 1 . . H H20B 0.6698 0.287 0.2997 0.043 Uiso calc U . R 1 . . H H20C 0.6805 0.1853 0.314 0.043 Uiso calc U . R 1 . . C C24 0.8281(6) 0.1120(4) 0.5277(2) 0.0172(10) Uani d . . . 1 . . C C23 0.8711(6) 0.0535(4) 0.5723(3) 0.0222(12) Uani d . . . 1 . . C C22 0.9028(7) -0.0230(4) 0.5450(3) 0.0265(13) Uani d . . . 1 . . H H22 0.9345 -0.0744 0.5636 0.032 Uiso calc U . R 1 . . C C21 0.8805(7) -0.0126(4) 0.4847(3) 0.0245(12) Uani d . . . 1 . . C C26 0.8811(6) 0.0699(5) 0.6373(3) 0.0280(14) Uani d . . . 1 . . H H26A 0.7894 0.0707 0.6542 0.042 Uiso calc U . R 1 . . H H26B 0.9254 0.1262 0.6441 0.042 Uiso calc U . R 1 . . H H26C 0.9348 0.0236 0.6555 0.042 Uiso calc U . R 1 . . C C25 0.9063(9) -0.0773(5) 0.4386(4) 0.0395(18) Uani d . . . 1 . . H H25A 0.8595 -0.0596 0.4028 0.059 Uiso calc U . R 1 . . H H25B 0.8722 -0.1342 0.4512 0.059 Uiso calc U . R 1 . . H H25C 1.0045 -0.0811 0.4313 0.059 Uiso calc U . R 1 . . B B1 0.8033(7) 0.1084(4) 0.4143(3) 0.0204(13) Uani d . . . 1 . . F F1 0.6990(4) 0.0627(3) 0.38696(16) 0.0313(9) Uani d . . . 1 . . F F2 0.9203(4) 0.1076(3) 0.37926(15) 0.0297(9) Uani d . . . 1 . . C C1S 0.0512(16) 0.6111(12) 0.4360(6) 0.116(6) Uani d . . . 1 . . H H1SA -0.0367 0.6241 0.4166 0.14 Uiso calc U . R 1 . . H H1SB 0.1123 0.5841 0.4067 0.14 Uiso calc U . R 1 . . Cl Cl1S 0.0237(4) 0.5378(2) 0.49316(15) 0.0838(9) Uani d . . . 1 . . Cl Cl2S 0.1244(5) 0.7087(3) 0.4611(2) 0.1133(14) Uani d . . . 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Co1 0.0113(3) 0.0165(3) 0.0164(3) -0.0021(3) 0.0005(3) -0.0037(3) Cl2 0.0140(6) 0.0307(7) 0.0271(7) -0.0058(5) -0.0005(5) -0.0107(6) Cl1 0.0220(7) 0.0280(7) 0.0205(6) -0.0017(6) 0.0014(6) -0.0104(5) N2 0.016(2) 0.018(2) 0.019(2) -0.0022(17) 0.0017(18) -0.0048(19) N1 0.016(2) 0.018(2) 0.021(2) -0.005(2) 0.0015(19) -0.0043(16) N3 0.020(2) 0.022(2) 0.019(2) -0.001(2) 0.001(2) -0.0010(18) N4 0.018(2) 0.020(2) 0.017(2) -0.0018(19) 0.0007(18) -0.0077(19) N5 0.013(2) 0.017(2) 0.0165(19) -0.0020(18) -0.0003(18) -0.0036(16) N6 0.014(2) 0.022(2) 0.0157(19) -0.0040(19) 0.0013(18) 0.0030(17) N7 0.019(2) 0.018(2) 0.018(2) -0.0004(19) 0.0002(18) -0.0037(18) O2 0.0124(19) 0.023(2) 0.028(2) -0.0055(16) 0.0045(16) 0.0006(17) O1 0.018(2) 0.022(2) 0.034(2) -0.0083(16) 0.0020(19) -0.0004(19) O3 0.021(2) 0.022(2) 0.031(2) -0.0088(18) 0.0028(19) 0.0028(18) O4 0.0134(18) 0.026(2) 0.026(2) -0.0060(17) -0.0001(16) -0.0064(17) C2 0.017(3) 0.026(3) 0.018(2) 0.000(2) 0.004(2) -0.005(2) C1 0.018(3) 0.017(2) 0.026(3) 0.001(2) -0.003(2) -0.004(2) C3 0.028(3) 0.017(3) 0.043(4) -0.001(2) -0.010(3) 0.004(3) C4 0.015(3) 0.031(3) 0.036(3) 0.006(2) 0.000(2) -0.009(3) C5 0.024(3) 0.023(3) 0.020(3) 0.003(2) -0.001(2) -0.002(2) C6 0.016(3) 0.030(3) 0.018(3) 0.003(2) 0.001(2) -0.006(2) C8 0.019(3) 0.048(4) 0.025(3) 0.008(3) -0.002(2) -0.002(3) C7 0.039(4) 0.036(4) 0.035(4) 0.013(3) 0.003(3) 0.004(3) C9 0.014(3) 0.021(3) 0.018(3) 0.000(2) -0.001(2) -0.004(2) C10 0.012(2) 0.023(3) 0.022(3) -0.001(2) 0.000(2) -0.003(2) C11 0.014(3) 0.019(2) 0.019(2) 0.005(2) -0.001(2) -0.001(2) C12 0.013(2) 0.023(3) 0.020(3) 0.002(2) -0.001(2) 0.001(2) C13 0.013(2) 0.022(3) 0.019(3) -0.004(2) -0.001(2) 0.002(2) C14 0.009(2) 0.020(3) 0.017(2) -0.0020(19) 0.0004(19) 0.001(2) C15 0.017(2) 0.018(2) 0.015(2) -0.001(2) -0.002(2) -0.0006(18) C16 0.015(3) 0.023(3) 0.025(3) 0.001(2) -0.002(2) 0.003(2) C17 0.013(2) 0.028(3) 0.030(3) 0.000(2) -0.001(2) 0.013(3) C18 0.010(2) 0.037(3) 0.018(3) -0.003(2) 0.000(2) 0.006(2) C19 0.028(3) 0.024(3) 0.034(3) 0.005(2) -0.002(3) -0.003(3) C20 0.023(3) 0.046(4) 0.018(3) -0.008(3) -0.004(2) 0.005(3) C24 0.013(2) 0.022(3) 0.016(2) 0.001(2) 0.0008(19) 0.002(2) C23 0.017(3) 0.025(3) 0.025(3) 0.002(2) 0.005(2) 0.005(2) C22 0.026(3) 0.019(3) 0.034(3) 0.003(2) 0.005(3) 0.005(3) C21 0.024(3) 0.018(3) 0.032(3) 0.001(2) 0.002(2) 0.000(2) C26 0.019(3) 0.042(4) 0.023(3) 0.006(3) 0.002(2) 0.015(3) C25 0.042(4) 0.027(4) 0.049(4) 0.013(3) 0.004(4) -0.012(3) B1 0.019(3) 0.025(3) 0.017(3) 0.001(2) 0.001(2) -0.005(2) F1 0.035(2) 0.032(2) 0.0261(18) -0.0069(16) -0.0095(16) -0.0062(16) F2 0.030(2) 0.039(2) 0.0203(17) 0.0036(16) 0.0073(14) -0.0059(15) C1S 0.088(10) 0.171(17) 0.090(10) -0.049(11) -0.054(9) 0.020(10) Cl1S 0.078(2) 0.083(2) 0.090(2) -0.0014(17) -0.0055(17) -0.0100(17) Cl2S 0.107(3) 0.099(3) 0.134(4) 0.015(2) 0.033(3) 0.017(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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Co1 N4 . 1.892(5) ? Co1 N1 . 1.894(5) ? Co1 N3 . 1.899(5) ? Co1 N2 . 1.907(5) ? Co1 N5 . 1.966(4) ? Co1 Cl1 . 2.2300(14) ? Cl2 C10 . 1.719(6) ? N2 C2 . 1.298(8) ? N2 O2 . 1.337(6) ? N1 C1 . 1.290(8) ? N1 O1 . 1.344(6) ? N3 C5 . 1.299(8) ? N3 O3 . 1.341(6) ? N4 C6 . 1.299(8) ? N4 O4 . 1.342(6) ? N5 C9 . 1.340(7) ? N5 C13 . 1.354(7) ? N6 C18 . 1.353(7) ? N6 C15 . 1.398(7) ? N6 B1 . 1.550(8) ? N7 C21 . 1.342(8) ? N7 C24 . 1.387(7) ? N7 B1 . 1.547(8) ? O2 H2 . 0.83(8) ? O4 H4 . 0.96(8) ? C2 C1 . 1.470(8) ? C2 C4 . 1.497(8) ? C1 C3 . 1.503(8) ? C3 H3A . 0.98 ? C3 H3B . 0.98 ? C3 H3C . 0.98 ? C4 H4A . 0.98 ? C4 H4B . 0.98 ? C4 H4C . 0.98 ? C5 C6 . 1.457(9) ? C5 C7 . 1.487(9) ? C6 C8 . 1.487(9) ? C8 H8A . 0.98 ? C8 H8B . 0.98 ? C8 H8C . 0.98 ? C7 H7A . 0.98 ? C7 H7B . 0.98 ? C7 H7C . 0.98 ? C9 C10 . 1.385(8) ? C9 H9 . 0.95 ? C10 C11 . 1.383(8) ? C11 C12 . 1.395(8) ? C11 C14 . 1.489(7) ? C12 C13 . 1.373(8) ? C12 H12 . 0.95 ? C13 H13 . 0.95 ? C14 C24 . 1.392(8) ? C14 C15 . 1.395(7) ? C15 C16 . 1.435(8) ? C16 C17 . 1.389(8) ? C16 C19 . 1.496(9) ? C17 C18 . 1.393(9) ? C17 H17 . 0.95 ? C18 C20 . 1.479(8) ? C19 H19A . 0.98 ? C19 H19B . 0.98 ? C19 H19C . 0.98 ? C20 H20A . 0.98 ? C20 H20B . 0.98 ? C20 H20C . 0.98 ? C24 C23 . 1.425(8) ? C23 C22 . 1.367(9) ? C23 C26 . 1.513(9) ? C22 C21 . 1.409(9) ? C22 H22 . 0.95 ? C21 C25 . 1.471(9) ? C26 H26A . 0.98 ? C26 H26B . 0.98 ? C26 H26C . 0.98 ? C25 H25A . 0.98 ? C25 H25B . 0.98 ? C25 H25C . 0.98 ? B1 F1 . 1.390(8) ? B1 F2 . 1.400(7) ? C1S Cl1S . 1.749(16) ? C1S Cl2S . 1.759(17) ? C1S H1SA . 0.99 ? C1S H1SB . 0.99 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N4 Co1 N1 . . 98.5(2) ? N4 Co1 N3 . . 81.5(2) ? N1 Co1 N3 . . 178.8(2) ? N4 Co1 N2 . . 177.32(19) ? N1 Co1 N2 . . 81.6(2) ? N3 Co1 N2 . . 98.3(2) ? N4 Co1 N5 . . 91.01(19) ? N1 Co1 N5 . . 89.81(18) ? N3 Co1 N5 . . 91.41(19) ? N2 Co1 N5 . . 91.7(2) ? N4 Co1 Cl1 . . 88.29(14) ? N1 Co1 Cl1 . . 89.73(14) ? N3 Co1 Cl1 . . 89.05(15) ? N2 Co1 Cl1 . . 89.03(15) ? N5 Co1 Cl1 . . 179.10(15) ? C2 N2 O2 . . 121.9(5) ? C2 N2 Co1 . . 115.9(4) ? O2 N2 Co1 . . 122.1(4) ? C1 N1 O1 . . 121.1(5) ? C1 N1 Co1 . . 116.3(4) ? O1 N1 Co1 . . 122.7(4) ? C5 N3 O3 . . 122.1(5) ? C5 N3 Co1 . . 116.2(4) ? O3 N3 Co1 . . 121.7(4) ? C6 N4 O4 . . 121.5(5) ? C6 N4 Co1 . . 115.9(4) ? O4 N4 Co1 . . 122.4(4) ? C9 N5 C13 . . 118.3(5) ? C9 N5 Co1 . . 120.2(4) ? C13 N5 Co1 . . 121.5(4) ? C18 N6 C15 . . 108.4(5) ? C18 N6 B1 . . 126.0(5) ? C15 N6 B1 . . 125.6(5) ? C21 N7 C24 . . 108.4(5) ? C21 N7 B1 . . 126.0(5) ? C24 N7 B1 . . 125.5(5) ? N2 O2 H2 . . 108.(5) ? N4 O4 H4 . . 103.(5) ? N2 C2 C1 . . 112.6(5) ? N2 C2 C4 . . 123.5(6) ? C1 C2 C4 . . 123.9(6) ? N1 C1 C2 . . 113.4(5) ? N1 C1 C3 . . 123.2(6) ? C2 C1 C3 . . 123.4(5) ? C1 C3 H3A . . 109.5 ? C1 C3 H3B . . 109.5 ? H3A C3 H3B . . 109.5 ? C1 C3 H3C . . 109.5 ? H3A C3 H3C . . 109.5 ? H3B C3 H3C . . 109.5 ? C2 C4 H4A . . 109.5 ? C2 C4 H4B . . 109.5 ? H4A C4 H4B . . 109.5 ? C2 C4 H4C . . 109.5 ? H4A C4 H4C . . 109.5 ? H4B C4 H4C . . 109.5 ? N3 C5 C6 . . 112.7(5) ? N3 C5 C7 . . 123.0(6) ? C6 C5 C7 . . 124.4(6) ? N4 C6 C5 . . 113.5(5) ? N4 C6 C8 . . 123.5(6) ? C5 C6 C8 . . 122.9(6) ? C6 C8 H8A . . 109.5 ? C6 C8 H8B . . 109.5 ? H8A C8 H8B . . 109.5 ? C6 C8 H8C . . 109.5 ? H8A C8 H8C . . 109.5 ? H8B C8 H8C . . 109.5 ? C5 C7 H7A . . 109.5 ? C5 C7 H7B . . 109.5 ? H7A C7 H7B . . 109.5 ? C5 C7 H7C . . 109.5 ? H7A C7 H7C . . 109.5 ? H7B C7 H7C . . 109.5 ? N5 C9 C10 . . 121.7(5) ? N5 C9 H9 . . 119.1 ? C10 C9 H9 . . 119.1 ? C11 C10 C9 . . 120.6(5) ? C11 C10 Cl2 . . 121.6(4) ? C9 C10 Cl2 . . 117.8(4) ? C10 C11 C12 . . 117.0(5) ? C10 C11 C14 . . 122.1(5) ? C12 C11 C14 . . 120.8(5) ? C13 C12 C11 . . 119.9(5) ? C13 C12 H12 . . 120.0 ? C11 C12 H12 . . 120.0 ? N5 C13 C12 . . 122.4(5) ? N5 C13 H13 . . 118.8 ? C12 C13 H13 . . 118.8 ? C24 C14 C15 . . 122.3(5) ? C24 C14 C11 . . 119.0(5) ? C15 C14 C11 . . 118.7(5) ? C14 C15 N6 . . 119.5(5) ? C14 C15 C16 . . 132.2(5) ? N6 C15 C16 . . 108.3(4) ? C17 C16 C15 . . 104.8(5) ? C17 C16 C19 . . 125.7(6) ? C15 C16 C19 . . 129.5(5) ? C16 C17 C18 . . 109.9(5) ? C16 C17 H17 . . 125.1 ? C18 C17 H17 . . 125.1 ? N6 C18 C17 . . 108.6(5) ? N6 C18 C20 . . 123.7(6) ? C17 C18 C20 . . 127.7(6) ? C16 C19 H19A . . 109.5 ? C16 C19 H19B . . 109.5 ? H19A C19 H19B . . 109.5 ? C16 C19 H19C . . 109.5 ? H19A C19 H19C . . 109.5 ? H19B C19 H19C . . 109.5 ? C18 C20 H20A . . 109.5 ? C18 C20 H20B . . 109.5 ? H20A C20 H20B . . 109.5 ? C18 C20 H20C . . 109.5 ? H20A C20 H20C . . 109.5 ? H20B C20 H20C . . 109.5 ? N7 C24 C14 . . 120.2(5) ? N7 C24 C23 . . 108.0(5) ? C14 C24 C23 . . 131.8(5) ? C22 C23 C24 . . 106.4(5) ? C22 C23 C26 . . 125.3(6) ? C24 C23 C26 . . 128.3(6) ? C23 C22 C21 . . 108.4(6) ? C23 C22 H22 . . 125.8 ? C21 C22 H22 . . 125.8 ? N7 C21 C22 . . 108.9(5) ? N7 C21 C25 . . 124.2(6) ? C22 C21 C25 . . 126.9(6) ? C23 C26 H26A . . 109.5 ? C23 C26 H26B . . 109.5 ? H26A C26 H26B . . 109.5 ? C23 C26 H26C . . 109.5 ? H26A C26 H26C . . 109.5 ? H26B C26 H26C . . 109.5 ? C21 C25 H25A . . 109.5 ? C21 C25 H25B . . 109.5 ? H25A C25 H25B . . 109.5 ? C21 C25 H25C . . 109.5 ? H25A C25 H25C . . 109.5 ? H25B C25 H25C . . 109.5 ? F1 B1 F2 . . 109.9(5) ? F1 B1 N7 . . 110.9(5) ? F2 B1 N7 . . 109.7(5) ? F1 B1 N6 . . 110.0(5) ? F2 B1 N6 . . 109.3(5) ? N7 B1 N6 . . 106.9(5) ? Cl1S C1S Cl2S . . 111.5(8) ? Cl1S C1S H1SA . . 109.3 ? Cl2S C1S H1SA . . 109.3 ? Cl1S C1S H1SB . . 109.3 ? Cl2S C1S H1SB . . 109.3 ? H1SA C1S H1SB . . 108.0 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag N4 Co1 N1 C1 . . . . -178.4(4) ? N2 Co1 N1 C1 . . . . -1.1(4) ? N5 Co1 N1 C1 . . . . 90.6(4) ? Cl1 Co1 N1 C1 . . . . -90.2(4) ? N4 Co1 N1 O1 . . . . 2.5(4) ? N2 Co1 N1 O1 . . . . 179.8(4) ? N5 Co1 N1 O1 . . . . -88.5(4) ? Cl1 Co1 N1 O1 . . . . 90.7(4) ? N4 Co1 N3 C5 . . . . 3.2(4) ? N2 Co1 N3 C5 . . . . -174.1(4) ? N5 Co1 N3 C5 . . . . 94.0(4) ? Cl1 Co1 N3 C5 . . . . -85.2(4) ? N4 Co1 N3 O3 . . . . -179.2(4) ? N2 Co1 N3 O3 . . . . 3.5(4) ? N5 Co1 N3 O3 . . . . -88.4(4) ? Cl1 Co1 N3 O3 . . . . 92.4(4) ? N1 Co1 N4 C6 . . . . 174.1(4) ? N3 Co1 N4 C6 . . . . -4.7(4) ? N5 Co1 N4 C6 . . . . -95.9(4) ? Cl1 Co1 N4 C6 . . . . 84.6(4) ? N1 Co1 N4 O4 . . . . -1.0(4) ? N3 Co1 N4 O4 . . . . -179.7(4) ? N5 Co1 N4 O4 . . . . 89.0(4) ? Cl1 Co1 N4 O4 . . . . -90.4(4) ? O2 N2 C2 C1 . . . . -179.9(5) ? Co1 N2 C2 C1 . . . . 3.8(7) ? O2 N2 C2 C4 . . . . -0.1(9) ? Co1 N2 C2 C4 . . . . -176.4(5) ? O1 N1 C1 C2 . . . . -177.5(5) ? Co1 N1 C1 C2 . . . . 3.3(7) ? O1 N1 C1 C3 . . . . 1.6(8) ? Co1 N1 C1 C3 . . . . -177.6(5) ? N2 C2 C1 N1 . . . . -4.6(8) ? C4 C2 C1 N1 . . . . 175.6(5) ? N2 C2 C1 C3 . . . . 176.3(6) ? C4 C2 C1 C3 . . . . -3.5(10) ? O3 N3 C5 C6 . . . . -178.9(5) ? Co1 N3 C5 C6 . . . . -1.3(7) ? O3 N3 C5 C7 . . . . 1.4(9) ? Co1 N3 C5 C7 . . . . 179.0(5) ? O4 N4 C6 C5 . . . . -179.7(5) ? Co1 N4 C6 C5 . . . . 5.2(6) ? O4 N4 C6 C8 . . . . 3.9(8) ? Co1 N4 C6 C8 . . . . -171.2(5) ? N3 C5 C6 N4 . . . . -2.5(8) ? C7 C5 C6 N4 . . . . 177.2(6) ? N3 C5 C6 C8 . . . . 173.9(5) ? C7 C5 C6 C8 . . . . -6.4(9) ? C13 N5 C9 C10 . . . . 0.6(8) ? Co1 N5 C9 C10 . . . . -177.9(4) ? N5 C9 C10 C11 . . . . 0.2(9) ? N5 C9 C10 Cl2 . . . . 179.4(4) ? C9 C10 C11 C12 . . . . -0.6(8) ? Cl2 C10 C11 C12 . . . . -179.8(4) ? C9 C10 C11 C14 . . . . 177.8(5) ? Cl2 C10 C11 C14 . . . . -1.3(8) ? C10 C11 C12 C13 . . . . 0.2(8) ? C14 C11 C12 C13 . . . . -178.3(5) ? C9 N5 C13 C12 . . . . -1.1(8) ? Co1 N5 C13 C12 . . . . 177.4(4) ? C11 C12 C13 N5 . . . . 0.6(9) ? C10 C11 C14 C24 . . . . -77.5(7) ? C12 C11 C14 C24 . . . . 101.0(6) ? C10 C11 C14 C15 . . . . 102.3(7) ? C12 C11 C14 C15 . . . . -79.3(7) ? C24 C14 C15 N6 . . . . 0.6(8) ? C11 C14 C15 N6 . . . . -179.1(5) ? C24 C14 C15 C16 . . . . -177.7(6) ? C11 C14 C15 C16 . . . . 2.6(9) ? C18 N6 C15 C14 . . . . -178.9(5) ? B1 N6 C15 C14 . . . . -1.1(9) ? C18 N6 C15 C16 . . . . -0.3(6) ? B1 N6 C15 C16 . . . . 177.5(5) ? C14 C15 C16 C17 . . . . 179.1(6) ? N6 C15 C16 C17 . . . . 0.7(6) ? C14 C15 C16 C19 . . . . -0.5(11) ? N6 C15 C16 C19 . . . . -178.9(6) ? C15 C16 C17 C18 . . . . -0.9(7) ? C19 C16 C17 C18 . . . . 178.7(6) ? C15 N6 C18 C17 . . . . -0.3(6) ? B1 N6 C18 C17 . . . . -178.1(5) ? C15 N6 C18 C20 . . . . 178.3(5) ? B1 N6 C18 C20 . . . . 0.5(9) ? C16 C17 C18 N6 . . . . 0.8(7) ? C16 C17 C18 C20 . . . . -177.7(6) ? C21 N7 C24 C14 . . . . 178.8(5) ? B1 N7 C24 C14 . . . . 0.3(8) ? C21 N7 C24 C23 . . . . 0.5(6) ? B1 N7 C24 C23 . . . . -178.0(5) ? C15 C14 C24 N7 . . . . -0.2(8) ? C11 C14 C24 N7 . . . . 179.5(5) ? C15 C14 C24 C23 . . . . 177.7(6) ? C11 C14 C24 C23 . . . . -2.6(9) ? N7 C24 C23 C22 . . . . -0.4(7) ? C14 C24 C23 C22 . . . . -178.5(6) ? N7 C24 C23 C26 . . . . 179.8(6) ? C14 C24 C23 C26 . . . . 1.7(11) ? C24 C23 C22 C21 . . . . 0.1(7) ? C26 C23 C22 C21 . . . . -180.0(6) ? C24 N7 C21 C22 . . . . -0.4(7) ? B1 N7 C21 C22 . . . . 178.1(6) ? C24 N7 C21 C25 . . . . -177.8(6) ? B1 N7 C21 C25 . . . . 0.7(10) ? C23 C22 C21 N7 . . . . 0.1(8) ? C23 C22 C21 C25 . . . . 177.5(7) ? C21 N7 B1 F1 . . . . 61.1(8) ? C24 N7 B1 F1 . . . . -120.6(6) ? C21 N7 B1 F2 . . . . -60.5(8) ? C24 N7 B1 F2 . . . . 117.7(6) ? C21 N7 B1 N6 . . . . -178.9(6) ? C24 N7 B1 N6 . . . . -0.7(8) ? C18 N6 B1 F1 . . . . -60.9(7) ? C15 N6 B1 F1 . . . . 121.6(6) ? C18 N6 B1 F2 . . . . 59.8(7) ? C15 N6 B1 F2 . . . . -117.6(6) ? C18 N6 B1 N7 . . . . 178.5(5) ? C15 N6 B1 N7 . . . . 1.1(8) ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag O2 H2 O3 . 0.83(8) 1.72(8) 2.467(7) 149.(8) ? O4 H4 O1 . 0.96(8) 1.59(8) 2.485(6) 153.(7) ? _database_code_depnum_ccdc_archive 'CCDC 948419' ####################################################################### # # 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_IV _chemical_name_systematic ? _chemical_name_common JBWW04 _chemical_formula_moiety 'C26 H30 B Cl3 Co F2 N7 O4, C H2 Cl2' _chemical_formula_sum 'C27 H32 B Cl5 Co F2 N7 O4' _chemical_formula_iupac ? _chemical_formula_weight 803.58 _chemical_absolute_configuration ? _chemical_melting_point ? _space_group_crystal_system orthorhombic _space_group_name_H-M_alt 'P 21 21 21' _space_group_name_Hall 'P 2ac 2ab' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 10.6796(4) _cell_length_b 15.1701(6) _cell_length_c 22.0725(8) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3576.0(2) _cell_formula_units_Z 4 _cell_measurement_reflns_used 9886 _cell_measurement_theta_min 2.2821 _cell_measurement_theta_max 28.9405 _cell_measurement_temperature 100.(2) _exptl_crystal_description needle _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.500 _exptl_crystal_size_mid 0.500 _exptl_crystal_size_min 0.100 _exptl_crystal_density_diffrn 1.493 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1640 _exptl_absorpt_coefficient_mu 0.907 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2012/1 (Bruker AXS Inc.)' _exptl_absorpt_correction_T_min 0.73 _exptl_absorpt_correction_T_max 0.92 _exptl_special_details ; ; _diffrn_ambient_temperature 100.(2) _diffrn_source 'fine-focus sealed tube' _diffrn_source_type ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius X8 Kappa APEX II' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.3333 _diffrn_reflns_number 52258 _diffrn_reflns_av_R_equivalents 0.0467 _diffrn_reflns_av_sigmaI/netI 0.0324 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 33.16 _diffrn_reflns_theta_full 33.16 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _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. The solvent region of this structure is poorly resolved. This is the root of the A level alerts, and most of the C level alerts in the in the checkcif report, and contibrutes to the large K in ANOVA. The non-solvent part of the structure seems sound and reasonable. A chemically reasonable model was built starting with the one partially occupied dichloromethane that is clearly visible in the difference map. A second orientation that fills voidspace was also located, but strong restraints were necesarry to achieve bond lengths that are consistent with dichloromethane. The crystals were grown from DCM/methanol mixture. Incorporation of methanol as a solvate provided less satifactory space filling and demanded similarly heavy-handed restraints. The large residual peak near C2s suggests the potential for a third orientation. Attempts to model this resulted in unstable refinements and chemically invalid geometries. ; _reflns_number_total 13569 _reflns_number_gt 11017 _reflns_threshold_expression 'I > 2\s(I)' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.1002 _refine_ls_R_factor_gt 0.0838 _refine_ls_wR_factor_gt 0.2230 _refine_ls_wR_factor_ref 0.2332 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_number_reflns 13569 _refine_ls_number_parameters 439 _refine_ls_number_restraints 27 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; w=1/[\s^2^(Fo^2^)+(0.1206P)^2^+11.0643P] where P=(Fo^2^+2Fc^2^)/3 ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 3.313 _refine_diff_density_min -2.309 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Refined as an inversion twin.' _refine_ls_abs_structure_Flack 0.06(3) 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' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 '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' _computing_data_collection 'Bruker Instrument Service v2009, 11, 0, 0' _computing_cell_refinement 'SAINT V8.27B (Bruker AXS Inc., 2012)' _computing_data_reduction 'SAINT V8.27B (Bruker AXS Inc., 2012)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-2013 (Sheldrick, 2013)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_refinement_flags_posn _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Co Co1 0.24097(8) 0.38788(5) 0.21995(4) 0.01951(18) Uani d . . . 1.0 . . Cl Cl1 0.2353(2) 0.44359(12) 0.12706(7) 0.0335(4) Uani d . . . 1.0 . . Cl Cl2 0.48715(13) 0.34503(10) 0.43671(7) 0.0210(3) Uani d . . . 1.0 . . Cl Cl3 0.04955(13) 0.17187(9) 0.39855(6) 0.0187(3) Uani d . . . 1.0 . . F F1 0.4500(4) 0.0992(3) 0.61430(18) 0.0253(8) Uani d . . . 1.0 . . F F2 0.2535(4) 0.0406(3) 0.61147(19) 0.0278(8) Uani d . . . 1.0 . . O O1 -0.0168(5) 0.3456(4) 0.2077(2) 0.0308(11) Uani d . . . 1.0 . . O O2 0.3506(5) 0.5477(3) 0.2639(3) 0.0303(11) Uani d . . . 1.0 . . H H2 0.4121 0.519 0.2509 0.045 Uiso calc U . R 1.0 . . O O3 0.4982(5) 0.4339(3) 0.2271(2) 0.0251(10) Uani d . . . 1.0 . . O O4 0.1310(6) 0.2287(4) 0.1764(3) 0.0340(12) Uani d . . . 1.0 . . H H4 0.07 0.263 0.1808 0.051 Uiso calc U . R 1.0 . . N N1 0.0654(5) 0.4051(4) 0.2261(3) 0.0247(11) Uani d . . . 1.0 . . N N2 0.2443(6) 0.5032(3) 0.2522(3) 0.0231(10) Uani d . . . 1.0 . . N N3 0.4165(5) 0.3715(3) 0.2107(2) 0.0202(10) Uani d . . . 1.0 . . N N4 0.2380(6) 0.2725(3) 0.1870(2) 0.0235(10) Uani d . . . 1.0 . . N N5 0.2464(5) 0.3396(3) 0.3022(2) 0.0159(8) Uani d . . . 1.0 . . N N6 0.2810(4) 0.1913(3) 0.5800(2) 0.0144(8) Uani d . . . 1.0 . . N N7 0.3595(5) 0.0676(3) 0.5163(2) 0.0182(9) Uani d . . . 1.0 . . C C1 0.0302(7) 0.4815(5) 0.2474(3) 0.0299(15) Uani d . . . 1.0 . . C C2 0.1358(8) 0.5377(5) 0.2653(4) 0.0321(17) Uani d . . . 1.0 . . C C3 -0.1023(8) 0.5087(6) 0.2532(5) 0.041(2) Uani d . . . 1.0 . . H H3A -0.1509 0.4835 0.2197 0.061 Uiso calc U . R 1.0 . . H H3B -0.1079 0.5731 0.2517 0.061 Uiso calc U . R 1.0 . . H H3C -0.1359 0.4875 0.2918 0.061 Uiso calc U . R 1.0 . . C C4 0.1223(10) 0.6258(5) 0.2960(6) 0.055(3) Uani d . . . 1.0 . . H H4A 0.2014 0.6415 0.3157 0.082 Uiso calc U . R 1.0 . . H H4B 0.0556 0.6225 0.3264 0.082 Uiso calc U . R 1.0 . . H H4C 0.1011 0.6707 0.2658 0.082 Uiso calc U . R 1.0 . . C C5 0.4508(7) 0.2974(4) 0.1862(3) 0.0220(11) Uani d . . . 1.0 . . C C6 0.3440(7) 0.2393(4) 0.1737(3) 0.0241(12) Uani d . . . 1.0 . . C C7 0.5838(8) 0.2758(5) 0.1696(3) 0.0292(14) Uani d . . . 1.0 . . H H7A 0.6395 0.3218 0.1852 0.044 Uiso calc U . R 1.0 . . H H7B 0.5916 0.2727 0.1254 0.044 Uiso calc U . R 1.0 . . H H7C 0.6069 0.2189 0.1873 0.044 Uiso calc U . R 1.0 . . C C8 0.3586(11) 0.1482(6) 0.1474(4) 0.047(2) Uani d . . . 1.0 . . H H8A 0.3857 0.1074 0.1792 0.07 Uiso calc U . R 1.0 . . H H8B 0.4214 0.1495 0.115 0.07 Uiso calc U . R 1.0 . . H H8C 0.2782 0.1285 0.1308 0.07 Uiso calc U . R 1.0 . . C C9 0.3448(6) 0.3578(4) 0.3383(3) 0.0176(10) Uani d . . . 1.0 . . H H9 0.4061 0.3988 0.3251 0.021 Uiso calc U . R 1.0 . . C C10 0.3582(5) 0.3178(3) 0.3945(3) 0.0148(9) Uani d . . . 1.0 . . C C11 0.2713(5) 0.2571(3) 0.4154(2) 0.0131(8) Uani d . . . 1.0 . . C C12 0.1669(5) 0.2438(3) 0.3779(3) 0.0146(9) Uani d . . . 1.0 . . C C13 0.1581(5) 0.2846(4) 0.3220(3) 0.0164(9) Uani d . . . 1.0 . . H H13 0.0873 0.2732 0.2972 0.02 Uiso calc U . R 1.0 . . C C14 0.2914(5) 0.2052(3) 0.4712(2) 0.0125(8) Uani d . . . 1.0 . . C C15 0.2646(5) 0.2414(3) 0.5274(2) 0.0149(9) Uani d . . . 1.0 . . C C16 0.2174(5) 0.3259(4) 0.5445(2) 0.0162(9) Uani d . . . 1.0 . . C C17 0.2040(5) 0.3243(4) 0.6063(3) 0.0198(10) Uani d . . . 1.0 . . H H17 0.1742 0.3714 0.6306 0.024 Uiso calc U . R 1.0 . . C C18 0.2417(6) 0.2413(4) 0.6274(3) 0.0193(10) Uani d . . . 1.0 . . C C19 0.1855(7) 0.4031(4) 0.5045(3) 0.0222(12) Uani d . . . 1.0 . . H H19A 0.26 0.421 0.4817 0.033 Uiso calc U . R 1.0 . . H H19B 0.1567 0.4524 0.5296 0.033 Uiso calc U . R 1.0 . . H H19C 0.1191 0.3862 0.4762 0.033 Uiso calc U . R 1.0 . . C C20 0.2384(8) 0.2061(5) 0.6904(3) 0.0299(14) Uani d . . . 1.0 . . H H20A 0.178 0.1576 0.6927 0.045 Uiso calc U . R 1.0 . . H H20B 0.2134 0.253 0.7184 0.045 Uiso calc U . R 1.0 . . H H20C 0.3218 0.1844 0.7015 0.045 Uiso calc U . R 1.0 . . C C21 0.4042(7) -0.0107(4) 0.4975(4) 0.0265(13) Uani d U . . 1.0 . . C C22 0.4140(7) -0.0115(4) 0.4345(4) 0.0293(15) Uani d . . . 1.0 . . H H22 0.4417 -0.0597 0.4104 0.035 Uiso calc U . R 1.0 . . C C23 0.3761(6) 0.0704(4) 0.4131(3) 0.0211(11) Uani d . . . 1.0 . . C C24 0.3405(5) 0.1200(4) 0.4653(3) 0.0162(9) Uani d . . . 1.0 . . C C25 0.4387(11) -0.0838(5) 0.5406(5) 0.046(2) Uani d U . . 1.0 . . H H25A 0.4931 -0.0605 0.5726 0.069 Uiso calc U . R 1.0 . . H H25B 0.4829 -0.1304 0.5185 0.069 Uiso calc U . R 1.0 . . H H25C 0.3625 -0.1082 0.5588 0.069 Uiso calc U . R 1.0 . . C C26 0.3763(7) 0.0969(5) 0.3476(3) 0.0276(13) Uani d . . . 1.0 . . H H26A 0.29 0.0996 0.3327 0.041 Uiso calc U . R 1.0 . . H H26B 0.4236 0.0535 0.324 0.041 Uiso calc U . R 1.0 . . H H26C 0.4155 0.155 0.3434 0.041 Uiso calc U . R 1.0 . . B B1 0.3369(7) 0.0979(4) 0.5822(3) 0.0193(12) Uani d . . . 1.0 . . C C1S 0.0873(17) 0.8957(7) 0.4251(5) 0.066(4) Uani d U P D 0.769(4) A 1 H H1SA 0.1436 0.9268 0.3966 0.079 Uiso calc U P R 0.769(4) A 1 H H1SB 0.0055 0.8869 0.4049 0.079 Uiso calc U P R 0.769(4) A 1 Cl Cl1S 0.0677(4) 0.9581(2) 0.4900(2) 0.0611(7) Uani d U P D 0.769(4) A 1 Cl Cl2S 0.1520(4) 0.7935(2) 0.44482(19) 0.0611(7) Uani d U P D 0.769(4) A 1 C C2S 0.337(4) 0.639(2) 0.4730(16) 0.066(4) Uani d . P D 0.231(4) A 2 H H2SA 0.4241 0.6604 0.4671 0.079 Uiso calc U P R 0.231(4) A 2 H H2SB 0.3361 0.5998 0.5088 0.079 Uiso calc U P R 0.231(4) A 2 Cl Cl3S 0.2357(14) 0.7296(7) 0.4849(6) 0.0611(7) Uani d . P D 0.231(4) A 2 Cl Cl4S 0.2870(14) 0.5816(8) 0.4088(6) 0.0611(7) Uani d . P D 0.231(4) A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Co1 0.0247(4) 0.0165(3) 0.0173(3) -0.0032(3) 0.0039(3) 0.0049(3) Cl1 0.0464(10) 0.0319(8) 0.0221(6) -0.0044(8) 0.0037(7) 0.0125(6) Cl2 0.0140(5) 0.0238(6) 0.0253(6) -0.0041(5) -0.0011(5) -0.0024(5) Cl3 0.0150(5) 0.0214(6) 0.0197(6) -0.0052(4) 0.0011(5) 0.0056(5) F1 0.0228(18) 0.0289(19) 0.0244(18) 0.0038(15) -0.0084(15) 0.0040(15) F2 0.030(2) 0.0236(17) 0.0300(19) -0.0055(16) -0.0007(18) 0.0095(14) O1 0.027(2) 0.037(3) 0.029(2) -0.006(2) -0.0068(19) 0.008(2) O2 0.028(2) 0.021(2) 0.043(3) -0.0069(19) 0.018(2) -0.002(2) O3 0.029(2) 0.0164(19) 0.030(2) -0.0070(17) 0.012(2) 0.0006(17) O4 0.042(3) 0.032(3) 0.029(3) -0.012(2) -0.003(2) -0.006(2) N1 0.024(3) 0.026(3) 0.024(2) -0.002(2) -0.001(2) 0.012(2) N2 0.026(3) 0.0153(19) 0.028(2) 0.000(2) 0.009(2) 0.0046(17) N3 0.026(3) 0.018(2) 0.016(2) -0.0026(18) 0.0044(18) 0.0054(17) N4 0.036(3) 0.019(2) 0.0151(19) -0.007(2) -0.001(2) 0.0003(16) N5 0.019(2) 0.0140(17) 0.0147(17) -0.0029(17) 0.0017(17) 0.0000(14) N6 0.0100(18) 0.019(2) 0.0146(18) -0.0010(15) 0.0000(15) 0.0003(15) N7 0.018(2) 0.0111(19) 0.026(2) 0.0019(16) -0.0025(18) 0.0019(17) C1 0.031(4) 0.028(3) 0.031(3) 0.008(3) 0.006(3) 0.016(3) C2 0.035(4) 0.021(3) 0.041(4) 0.004(3) 0.025(3) 0.013(3) C3 0.028(4) 0.039(4) 0.056(5) 0.011(3) 0.010(3) 0.023(4) C4 0.044(5) 0.021(3) 0.099(9) 0.001(3) 0.038(5) -0.010(4) C5 0.030(3) 0.022(3) 0.014(2) 0.001(2) 0.002(2) 0.003(2) C6 0.037(4) 0.016(2) 0.019(3) -0.001(2) 0.004(2) -0.003(2) C7 0.039(4) 0.028(3) 0.021(3) 0.011(3) 0.006(3) 0.002(2) C8 0.066(6) 0.032(4) 0.042(5) -0.001(4) -0.005(4) -0.015(4) C9 0.018(2) 0.015(2) 0.020(2) -0.0027(19) 0.006(2) 0.0000(19) C10 0.010(2) 0.015(2) 0.020(2) -0.0019(16) 0.0024(18) -0.0019(18) C11 0.011(2) 0.0138(19) 0.015(2) -0.0011(16) 0.0030(16) -0.0004(15) C12 0.013(2) 0.014(2) 0.017(2) -0.0011(17) 0.0020(18) 0.0034(17) C13 0.016(2) 0.019(2) 0.014(2) -0.0023(19) 0.0015(18) 0.0010(18) C14 0.0088(19) 0.013(2) 0.015(2) 0.0006(16) 0.0018(16) 0.0016(16) C15 0.013(2) 0.014(2) 0.018(2) -0.0002(17) 0.0024(18) 0.0006(17) C16 0.014(2) 0.020(2) 0.015(2) 0.0036(18) -0.0011(17) -0.0026(18) C17 0.017(2) 0.026(3) 0.017(2) 0.001(2) 0.0003(19) -0.008(2) C18 0.017(2) 0.024(2) 0.017(2) -0.004(2) -0.001(2) -0.0026(19) C19 0.030(3) 0.014(2) 0.022(3) 0.007(2) 0.001(2) -0.0037(19) C20 0.039(4) 0.036(3) 0.015(2) -0.006(3) -0.002(3) 0.001(2) C21 0.023(3) 0.021(3) 0.035(3) 0.006(2) -0.008(3) -0.003(3) C22 0.028(3) 0.018(3) 0.042(4) 0.007(2) -0.015(3) -0.014(3) C23 0.016(2) 0.018(2) 0.030(3) 0.0029(19) -0.005(2) -0.008(2) C24 0.011(2) 0.016(2) 0.022(2) 0.0018(18) -0.0022(18) 0.0004(19) C25 0.067(6) 0.016(3) 0.056(5) 0.016(3) -0.015(5) 0.000(3) C26 0.030(3) 0.026(3) 0.026(3) 0.006(2) 0.007(3) -0.011(2) B1 0.019(3) 0.016(3) 0.023(3) 0.000(2) -0.005(2) 0.001(2) C1S 0.065(9) 0.083(10) 0.050(7) 0.004(8) -0.014(7) 0.016(7) Cl1S 0.0734(17) 0.0432(11) 0.0667(15) -0.0080(11) -0.0072(13) -0.0018(10) Cl2S 0.0734(17) 0.0432(11) 0.0667(15) -0.0080(11) -0.0072(13) -0.0018(10) C2S 0.065(9) 0.083(10) 0.050(7) 0.004(8) -0.014(7) 0.016(7) Cl3S 0.0734(17) 0.0432(11) 0.0667(15) -0.0080(11) -0.0072(13) -0.0018(10) Cl4S 0.0734(17) 0.0432(11) 0.0667(15) -0.0080(11) -0.0072(13) -0.0018(10) _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Co1 N2 . 1.889(5) ? Co1 N4 . 1.896(5) ? Co1 N1 . 1.898(6) ? Co1 N3 . 1.902(6) ? Co1 N5 . 1.958(4) ? Co1 Cl1 . 2.2184(17) ? Cl2 C10 . 1.714(6) ? Cl3 C12 . 1.723(6) ? F1 B1 . 1.401(8) ? F2 B1 . 1.403(8) ? O1 N1 . 1.323(8) ? O2 N2 . 1.346(8) ? O2 H2 . 0.84 ? O3 N3 . 1.336(7) ? O4 N4 . 1.342(8) ? O4 H4 . 0.84 ? N1 C1 . 1.306(10) ? N2 C2 . 1.304(9) ? N3 C5 . 1.300(8) ? N4 C6 . 1.274(10) ? N5 C13 . 1.334(7) ? N5 C9 . 1.348(8) ? N6 C18 . 1.360(7) ? N6 C15 . 1.399(7) ? N6 B1 . 1.538(8) ? N7 C21 . 1.346(8) ? N7 C24 . 1.393(8) ? N7 B1 . 1.543(9) ? C1 C2 . 1.468(12) ? C1 C3 . 1.480(11) ? C2 C4 . 1.505(12) ? C3 H3A . 0.98 ? C3 H3B . 0.98 ? C3 H3C . 0.98 ? C4 H4A . 0.98 ? C4 H4B . 0.98 ? C4 H4C . 0.98 ? C5 C6 . 1.467(10) ? C5 C7 . 1.503(10) ? C6 C8 . 1.508(11) ? C7 H7A . 0.98 ? C7 H7B . 0.98 ? C7 H7C . 0.98 ? C8 H8A . 0.98 ? C8 H8B . 0.98 ? C8 H8C . 0.98 ? C9 C10 . 1.386(8) ? C9 H9 . 0.95 ? C10 C11 . 1.387(7) ? C11 C12 . 1.403(8) ? C11 C14 . 1.477(7) ? C12 C13 . 1.384(8) ? C13 H13 . 0.95 ? C14 C15 . 1.386(7) ? C14 C24 . 1.401(7) ? C15 C16 . 1.428(7) ? C16 C17 . 1.371(8) ? C16 C19 . 1.505(8) ? C17 C18 . 1.401(9) ? C17 H17 . 0.95 ? C18 C20 . 1.490(8) ? C19 H19A . 0.98 ? C19 H19B . 0.98 ? C19 H19C . 0.98 ? C20 H20A . 0.98 ? C20 H20B . 0.98 ? C20 H20C . 0.98 ? C21 C22 . 1.394(11) ? C21 C25 . 1.508(11) ? C22 C23 . 1.390(9) ? C22 H22 . 0.95 ? C23 C24 . 1.427(8) ? C23 C26 . 1.501(10) ? C25 H25A . 0.98 ? C25 H25B . 0.98 ? C25 H25C . 0.98 ? C26 H26A . 0.98 ? C26 H26B . 0.98 ? C26 H26C . 0.98 ? C1S Cl1S . 1.731(8) ? C1S Cl2S . 1.753(8) ? C1S H1SA . 0.99 ? C1S H1SB . 0.99 ? C2S Cl4S . 1.750(10) ? C2S Cl3S . 1.769(10) ? C2S H2SA . 0.99 ? C2S H2SB . 0.99 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N2 Co1 N4 . . 179.6(2) ? N2 Co1 N1 . . 82.2(3) ? N4 Co1 N1 . . 97.9(3) ? N2 Co1 N3 . . 98.2(3) ? N4 Co1 N3 . . 81.7(3) ? N1 Co1 N3 . . 177.9(2) ? N2 Co1 N5 . . 89.8(2) ? N4 Co1 N5 . . 90.6(2) ? N1 Co1 N5 . . 90.8(2) ? N3 Co1 N5 . . 91.2(2) ? N2 Co1 Cl1 . . 89.78(17) ? N4 Co1 Cl1 . . 89.79(16) ? N1 Co1 Cl1 . . 89.25(18) ? N3 Co1 Cl1 . . 88.71(16) ? N5 Co1 Cl1 . . 179.55(16) ? N2 O2 H2 . . 109.5 ? N4 O4 H4 . . 109.5 ? C1 N1 O1 . . 121.7(6) ? C1 N1 Co1 . . 115.6(5) ? O1 N1 Co1 . . 122.7(5) ? C2 N2 O2 . . 120.3(6) ? C2 N2 Co1 . . 116.0(5) ? O2 N2 Co1 . . 123.6(4) ? C5 N3 O3 . . 122.7(6) ? C5 N3 Co1 . . 115.8(5) ? O3 N3 Co1 . . 121.5(4) ? C6 N4 O4 . . 121.4(5) ? C6 N4 Co1 . . 116.0(5) ? O4 N4 Co1 . . 122.6(5) ? C13 N5 C9 . . 119.0(5) ? C13 N5 Co1 . . 121.2(4) ? C9 N5 Co1 . . 119.7(4) ? C18 N6 C15 . . 107.3(5) ? C18 N6 B1 . . 127.5(5) ? C15 N6 B1 . . 125.2(5) ? C21 N7 C24 . . 107.7(5) ? C21 N7 B1 . . 127.5(5) ? C24 N7 B1 . . 124.7(5) ? N1 C1 C2 . . 113.0(7) ? N1 C1 C3 . . 123.6(8) ? C2 C1 C3 . . 123.4(7) ? N2 C2 C1 . . 112.9(7) ? N2 C2 C4 . . 122.8(8) ? C1 C2 C4 . . 124.3(7) ? C1 C3 H3A . . 109.5 ? C1 C3 H3B . . 109.5 ? H3A C3 H3B . . 109.5 ? C1 C3 H3C . . 109.5 ? H3A C3 H3C . . 109.5 ? H3B C3 H3C . . 109.5 ? C2 C4 H4A . . 109.5 ? C2 C4 H4B . . 109.5 ? H4A C4 H4B . . 109.5 ? C2 C4 H4C . . 109.5 ? H4A C4 H4C . . 109.5 ? H4B C4 H4C . . 109.5 ? N3 C5 C6 . . 112.3(6) ? N3 C5 C7 . . 123.8(6) ? C6 C5 C7 . . 123.9(6) ? N4 C6 C5 . . 114.2(6) ? N4 C6 C8 . . 122.9(8) ? C5 C6 C8 . . 122.9(7) ? C5 C7 H7A . . 109.5 ? C5 C7 H7B . . 109.5 ? H7A C7 H7B . . 109.5 ? C5 C7 H7C . . 109.5 ? H7A C7 H7C . . 109.5 ? H7B C7 H7C . . 109.5 ? C6 C8 H8A . . 109.5 ? C6 C8 H8B . . 109.5 ? H8A C8 H8B . . 109.5 ? C6 C8 H8C . . 109.5 ? H8A C8 H8C . . 109.5 ? H8B C8 H8C . . 109.5 ? N5 C9 C10 . . 121.4(5) ? N5 C9 H9 . . 119.3 ? C10 C9 H9 . . 119.3 ? C9 C10 C11 . . 121.3(5) ? C9 C10 Cl2 . . 117.6(4) ? C11 C10 Cl2 . . 121.1(4) ? C10 C11 C12 . . 115.5(5) ? C10 C11 C14 . . 122.3(5) ? C12 C11 C14 . . 122.0(5) ? C13 C12 C11 . . 121.0(5) ? C13 C12 Cl3 . . 118.0(4) ? C11 C12 Cl3 . . 120.9(4) ? N5 C13 C12 . . 121.7(5) ? N5 C13 H13 . . 119.2 ? C12 C13 H13 . . 119.2 ? C15 C14 C24 . . 121.8(5) ? C15 C14 C11 . . 120.2(5) ? C24 C14 C11 . . 118.0(5) ? C14 C15 N6 . . 120.0(5) ? C14 C15 C16 . . 131.8(5) ? N6 C15 C16 . . 108.2(5) ? C17 C16 C15 . . 106.5(5) ? C17 C16 C19 . . 125.0(5) ? C15 C16 C19 . . 128.5(5) ? C16 C17 C18 . . 108.5(5) ? C16 C17 H17 . . 125.7 ? C18 C17 H17 . . 125.7 ? N6 C18 C17 . . 109.5(5) ? N6 C18 C20 . . 121.7(6) ? C17 C18 C20 . . 128.8(6) ? C16 C19 H19A . . 109.5 ? C16 C19 H19B . . 109.5 ? H19A C19 H19B . . 109.5 ? C16 C19 H19C . . 109.5 ? H19A C19 H19C . . 109.5 ? H19B C19 H19C . . 109.5 ? C18 C20 H20A . . 109.5 ? C18 C20 H20B . . 109.5 ? H20A C20 H20B . . 109.5 ? C18 C20 H20C . . 109.5 ? H20A C20 H20C . . 109.5 ? H20B C20 H20C . . 109.5 ? N7 C21 C22 . . 110.1(6) ? N7 C21 C25 . . 122.7(7) ? C22 C21 C25 . . 127.2(7) ? C23 C22 C21 . . 108.0(6) ? C23 C22 H22 . . 126.0 ? C21 C22 H22 . . 126.0 ? C22 C23 C24 . . 105.9(6) ? C22 C23 C26 . . 124.5(6) ? C24 C23 C26 . . 129.5(5) ? N7 C24 C14 . . 120.3(5) ? N7 C24 C23 . . 108.3(5) ? C14 C24 C23 . . 131.4(5) ? C21 C25 H25A . . 109.5 ? C21 C25 H25B . . 109.5 ? H25A C25 H25B . . 109.5 ? C21 C25 H25C . . 109.5 ? H25A C25 H25C . . 109.5 ? H25B C25 H25C . . 109.5 ? C23 C26 H26A . . 109.5 ? C23 C26 H26B . . 109.5 ? H26A C26 H26B . . 109.5 ? C23 C26 H26C . . 109.5 ? H26A C26 H26C . . 109.5 ? H26B C26 H26C . . 109.5 ? F1 B1 F2 . . 108.8(5) ? F1 B1 N6 . . 109.7(5) ? F2 B1 N6 . . 109.9(5) ? F1 B1 N7 . . 110.2(5) ? F2 B1 N7 . . 110.4(5) ? N6 B1 N7 . . 107.8(5) ? Cl1S C1S Cl2S . . 109.0(6) ? Cl1S C1S H1SA . . 109.9 ? Cl2S C1S H1SA . . 109.9 ? Cl1S C1S H1SB . . 109.9 ? Cl2S C1S H1SB . . 109.9 ? H1SA C1S H1SB . . 108.3 ? Cl4S C2S Cl3S . . 108.6(11) ? Cl4S C2S H2SA . . 110.0 ? Cl3S C2S H2SA . . 110.0 ? Cl4S C2S H2SB . . 110.0 ? Cl3S C2S H2SB . . 110.0 ? H2SA C2S H2SB . . 108.3 ? _database_code_depnum_ccdc_archive 'CCDC 948420'