# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'Bao-Hui Ye' _publ_contact_author_name 'Bao-Hui Ye' _publ_contact_author_email CESYBH@MAIL.SYSU.EDU.CN _publ_section_title ; Spontaneous chiral resolution of mer-[CoII(N,N,O-L3)2] enantiomers mediated by ?-? interactions ; # Attachment 'CC-2010.cif' data_complex_1 _database_code_depnum_ccdc_archive 'CCDC 764582' #TrackingRef 'CC-2010.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H25 Co N6.5 O3' _chemical_formula_weight 691.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_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' '-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 21.4667(15) _cell_length_b 12.2495(9) _cell_length_c 24.7299(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6502.9(8) _cell_formula_units_Z 8 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 6386 _cell_measurement_theta_min 1.65 _cell_measurement_theta_max 26.00 _exptl_crystal_description 'plate shape' _exptl_crystal_colour red _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.413 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2844 _exptl_absorpt_coefficient_mu 0.578 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8017 _exptl_absorpt_correction_T_max 0.8931 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% negligible _diffrn_reflns_number 33227 _diffrn_reflns_av_R_equivalents 0.0317 _diffrn_reflns_av_sigmaI/netI 0.0250 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 26.00 _reflns_number_total 6386 _reflns_number_gt 4870 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0760P)^2^+8.6465P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6386 _refine_ls_number_parameters 441 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0750 _refine_ls_R_factor_gt 0.0531 _refine_ls_wR_factor_ref 0.1624 _refine_ls_wR_factor_gt 0.1405 _refine_ls_goodness_of_fit_ref 1.126 _refine_ls_restrained_S_all 1.128 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.127988(19) 0.01221(3) 0.396076(17) 0.02931(15) Uani 1 1 d . . . O1 O 0.13844(10) 0.16220(18) 0.43409(9) 0.0348(5) Uani 1 1 d . . . N5 N 0.03415(12) 0.0325(2) 0.38169(10) 0.0305(6) Uani 1 1 d . . . N3 N 0.31631(13) 0.0199(2) 0.43535(11) 0.0316(6) Uani 1 1 d . . . N2 N 0.21743(13) -0.0146(2) 0.42024(11) 0.0320(6) Uani 1 1 d . . . O2 O 0.13329(10) 0.0684(2) 0.31643(9) 0.0372(5) Uani 1 1 d . . . N6 N -0.05858(12) 0.0684(2) 0.34860(10) 0.0297(6) Uani 1 1 d . . . N1 N 0.15350(13) -0.1481(2) 0.35980(10) 0.0320(6) Uani 1 1 d . . . C26 C -0.12793(15) -0.0452(3) 0.40201(13) 0.0336(7) Uani 1 1 d . . . H26A H -0.1348 -0.0960 0.4304 0.040 Uiso 1 1 calc R . . C7 C 0.31430(16) -0.0696(3) 0.39968(13) 0.0330(7) Uani 1 1 d . . . C19 C 0.10961(16) -0.1440(3) 0.49738(12) 0.0316(7) Uani 1 1 d . . . H19A H 0.1536 -0.1386 0.5007 0.038 Uiso 1 1 calc R . . C10 C 0.42591(17) 0.0263(3) 0.43016(15) 0.0432(9) Uani 1 1 d . . . H10A H 0.4644 0.0581 0.4405 0.052 Uiso 1 1 calc R . . C23 C 0.01832(15) -0.0957(2) 0.45343(12) 0.0289(6) Uani 1 1 d . . . C25 C -0.06681(15) -0.0095(2) 0.39011(12) 0.0296(7) Uani 1 1 d . . . N4 N 0.08118(12) -0.0882(2) 0.45771(10) 0.0297(6) Uani 1 1 d . . . C13 C 0.23564(15) 0.1375(3) 0.48278(13) 0.0328(7) Uani 1 1 d . . . C9 C 0.42584(17) -0.0638(3) 0.39431(15) 0.0429(8) Uani 1 1 d . . . H9A H 0.4642 -0.0914 0.3808 0.051 Uiso 1 1 calc R . . C6 C 0.25125(15) -0.0904(3) 0.39168(12) 0.0318(7) Uani 1 1 d . . . C24 C -0.00739(15) -0.0292(2) 0.40979(12) 0.0291(7) Uani 1 1 d . . . C30 C 0.00445(15) 0.0924(3) 0.34531(12) 0.0301(7) Uani 1 1 d . . . C5 C 0.21508(15) -0.1732(3) 0.36332(12) 0.0317(7) Uani 1 1 d . . . C21 C 0.01347(16) -0.2161(3) 0.52941(13) 0.0362(7) Uani 1 1 d . . . H21A H -0.0097 -0.2592 0.5542 0.043 Uiso 1 1 calc R . . C8 C 0.37115(16) -0.1112(3) 0.37906(15) 0.0382(8) Uani 1 1 d . . . H8A H 0.3711 -0.1714 0.3549 0.046 Uiso 1 1 calc R . . C22 C -0.01652(16) -0.1597(3) 0.48872(13) 0.0345(7) Uani 1 1 d . . . H22A H -0.0605 -0.1645 0.4848 0.041 Uiso 1 1 calc R . . C2 C 0.13509(17) -0.3223(3) 0.31936(13) 0.0391(8) Uani 1 1 d . . . H2A H 0.1062 -0.3736 0.3051 0.047 Uiso 1 1 calc R . . C31 C 0.03562(16) 0.1675(3) 0.30840(13) 0.0346(7) Uani 1 1 d . . . C11 C 0.37244(15) 0.0676(3) 0.44984(14) 0.0376(8) Uani 1 1 d . . . H11A H 0.3732 0.1289 0.4734 0.045 Uiso 1 1 calc R . . C35 C 0.12716(17) 0.2187(3) 0.25679(15) 0.0464(9) Uani 1 1 d . . . H35A H 0.1686 0.2049 0.2451 0.056 Uiso 1 1 calc R . . C18 C 0.17771(15) 0.1918(3) 0.47131(13) 0.0328(7) Uani 1 1 d . . . C36 C 0.09970(16) 0.1477(3) 0.29530(13) 0.0373(8) Uani 1 1 d . . . C3 C 0.19773(18) -0.3462(3) 0.32168(13) 0.0408(8) Uani 1 1 d . . . H3A H 0.2129 -0.4135 0.3078 0.049 Uiso 1 1 calc R . . C12 C 0.25592(15) 0.0497(3) 0.44731(12) 0.0315(7) Uani 1 1 d . . . C20 C 0.07751(16) -0.2092(3) 0.53379(13) 0.0354(7) Uani 1 1 d . . . H20A H 0.0991 -0.2484 0.5612 0.042 Uiso 1 1 calc R . . C1 C 0.11537(17) -0.2223(3) 0.33812(13) 0.0369(8) Uani 1 1 d . . . H1A H 0.0723 -0.2052 0.3355 0.044 Uiso 1 1 calc R . . C29 C -0.10883(16) 0.1035(3) 0.31780(13) 0.0367(8) Uani 1 1 d . . . H29A H -0.1025 0.1526 0.2886 0.044 Uiso 1 1 calc R . . C17 C 0.16350(16) 0.2829(3) 0.50472(14) 0.0374(8) Uani 1 1 d . . . H17A H 0.1275 0.3250 0.4968 0.045 Uiso 1 1 calc R . . C28 C -0.16660(16) 0.0677(3) 0.32941(14) 0.0390(8) Uani 1 1 d . . . H28A H -0.2009 0.0923 0.3084 0.047 Uiso 1 1 calc R . . C15 C 0.25269(17) 0.2527(3) 0.56184(14) 0.0417(8) Uani 1 1 d . . . H15A H 0.2763 0.2705 0.5931 0.050 Uiso 1 1 calc R . . C16 C 0.20013(18) 0.3126(3) 0.54829(14) 0.0434(9) Uani 1 1 d . . . H16A H 0.1892 0.3748 0.5692 0.052 Uiso 1 1 calc R . . C14 C 0.27003(16) 0.1666(3) 0.52897(13) 0.0371(8) Uani 1 1 d . . . H14A H 0.3063 0.1259 0.5379 0.044 Uiso 1 1 calc R . . C4 C 0.23853(17) -0.2715(3) 0.34444(13) 0.0368(8) Uani 1 1 d . . . H4A H 0.2817 -0.2874 0.3471 0.044 Uiso 1 1 calc R . . C34 C 0.0956(2) 0.3070(3) 0.23576(16) 0.0552(11) Uani 1 1 d . . . H34A H 0.1158 0.3529 0.2102 0.066 Uiso 1 1 calc R . . C27 C -0.17682(16) -0.0067(3) 0.37291(14) 0.0383(8) Uani 1 1 d . . . H27A H -0.2180 -0.0294 0.3815 0.046 Uiso 1 1 calc R . . C32 C 0.00541(17) 0.2605(3) 0.28727(14) 0.0405(8) Uani 1 1 d . . . H32A H -0.0362 0.2757 0.2980 0.049 Uiso 1 1 calc R . . C33 C 0.03480(19) 0.3299(3) 0.25141(16) 0.0501(10) Uani 1 1 d . . . H33A H 0.0138 0.3923 0.2377 0.060 Uiso 1 1 calc R . . O1W O 0.21650(19) -0.0172(3) 0.24731(18) 0.0999(13) Uani 1 1 d D . . H1WA H 0.1907 0.0045 0.2711 0.150 Uiso 1 1 d R A . C4W C 0.1481(5) -0.0724(9) 0.1749(4) 0.113(3) Uiso 0.75 1 d PD A 1 C3W C 0.1968(4) -0.1136(6) 0.2151(3) 0.096(2) Uiso 0.75 1 d PD A 1 C6W C 0.1113(7) -0.079(2) 0.2257(11) 0.113(3) Uiso 0.25 1 d PD A 2 C5W C 0.1767(8) -0.068(2) 0.2069(8) 0.096(2) Uiso 0.25 1 d PD A 2 C1W C 0.0730(5) 0.0432(10) 0.1103(4) 0.076(3) Uiso 0.50 1 d P . . N7 N 0.0873(5) -0.0306(9) 0.0884(4) 0.094(3) Uiso 0.50 1 d P . . C2W C 0.0558(6) 0.1388(11) 0.1374(5) 0.095(4) Uiso 0.50 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0296(3) 0.0285(2) 0.0298(2) 0.00294(17) -0.00170(17) -0.00160(17) O1 0.0360(12) 0.0283(11) 0.0402(12) 0.0000(10) -0.0029(10) -0.0002(10) N5 0.0319(14) 0.0291(14) 0.0304(13) 0.0031(11) -0.0017(11) 0.0004(11) N3 0.0323(14) 0.0289(14) 0.0335(14) 0.0000(11) -0.0059(11) -0.0001(11) N2 0.0339(15) 0.0276(14) 0.0343(14) -0.0005(11) -0.0032(12) -0.0004(11) O2 0.0371(13) 0.0406(13) 0.0338(12) 0.0086(10) 0.0017(10) 0.0008(10) N6 0.0316(14) 0.0301(14) 0.0274(12) 0.0002(11) -0.0031(11) 0.0016(11) N1 0.0359(15) 0.0331(14) 0.0269(13) 0.0021(11) -0.0026(11) -0.0032(12) C26 0.0342(18) 0.0327(17) 0.0338(17) 0.0007(13) 0.0012(13) 0.0001(14) C7 0.0371(17) 0.0271(16) 0.0346(16) 0.0014(13) -0.0047(14) 0.0020(14) C19 0.0345(17) 0.0296(16) 0.0308(16) 0.0005(13) -0.0023(13) 0.0030(13) C10 0.0341(19) 0.044(2) 0.051(2) -0.0012(17) -0.0105(16) -0.0006(16) C23 0.0332(16) 0.0267(15) 0.0268(14) -0.0020(12) -0.0002(12) 0.0007(13) C25 0.0348(17) 0.0253(16) 0.0286(15) -0.0031(12) 0.0008(13) 0.0005(13) N4 0.0330(14) 0.0273(13) 0.0289(13) -0.0007(10) -0.0013(11) 0.0014(11) C13 0.0345(17) 0.0292(16) 0.0348(16) -0.0001(13) 0.0016(13) -0.0053(14) C9 0.0372(19) 0.038(2) 0.053(2) 0.0000(16) -0.0054(16) 0.0063(16) C6 0.0336(16) 0.0295(16) 0.0323(15) 0.0018(13) -0.0028(13) 0.0022(13) C24 0.0305(16) 0.0272(16) 0.0295(15) -0.0013(12) -0.0015(13) -0.0016(13) C30 0.0329(17) 0.0292(16) 0.0282(15) 0.0001(12) -0.0021(12) -0.0005(13) C5 0.0377(17) 0.0304(16) 0.0269(15) 0.0028(12) -0.0021(13) -0.0010(14) C21 0.0443(19) 0.0302(17) 0.0340(17) 0.0022(13) 0.0050(15) 0.0006(15) C8 0.0405(19) 0.0298(17) 0.0442(18) 0.0009(14) -0.0046(15) 0.0043(14) C22 0.0335(17) 0.0318(17) 0.0381(17) 0.0025(14) -0.0007(14) 0.0001(14) C2 0.050(2) 0.0389(19) 0.0280(16) -0.0005(14) -0.0024(14) -0.0116(16) C31 0.0387(18) 0.0336(17) 0.0313(16) 0.0046(13) -0.0044(14) -0.0036(14) C11 0.0340(18) 0.0364(18) 0.0423(19) -0.0012(15) -0.0088(14) -0.0033(15) C35 0.046(2) 0.050(2) 0.043(2) 0.0135(17) 0.0043(16) -0.0073(17) C18 0.0348(17) 0.0292(16) 0.0344(16) 0.0021(13) 0.0027(14) -0.0048(14) C36 0.0407(19) 0.0366(18) 0.0345(17) 0.0067(14) -0.0024(14) -0.0025(15) C3 0.060(2) 0.0302(17) 0.0326(17) -0.0014(14) 0.0019(16) -0.0036(16) C12 0.0325(17) 0.0293(16) 0.0328(15) 0.0029(13) -0.0039(13) -0.0001(13) C20 0.0445(19) 0.0320(17) 0.0296(16) 0.0014(13) -0.0006(14) 0.0066(15) C1 0.0408(18) 0.0409(19) 0.0290(16) 0.0008(14) -0.0030(14) -0.0076(15) C29 0.0407(19) 0.0395(19) 0.0298(16) 0.0000(14) -0.0057(14) 0.0042(15) C17 0.0396(19) 0.0293(17) 0.0433(18) -0.0007(14) 0.0063(15) -0.0036(14) C28 0.0367(18) 0.042(2) 0.0382(18) -0.0010(15) -0.0059(15) 0.0063(15) C15 0.049(2) 0.043(2) 0.0334(16) -0.0061(15) 0.0006(15) -0.0131(17) C16 0.050(2) 0.0381(19) 0.0417(19) -0.0080(15) 0.0090(16) -0.0073(17) C14 0.0389(18) 0.0373(18) 0.0351(17) 0.0008(14) -0.0003(14) -0.0089(15) C4 0.044(2) 0.0306(17) 0.0357(17) 0.0007(13) -0.0027(15) 0.0000(15) C34 0.063(3) 0.054(2) 0.048(2) 0.0275(19) -0.0014(19) -0.009(2) C27 0.0299(17) 0.044(2) 0.0409(18) -0.0026(15) -0.0006(14) -0.0004(15) C32 0.0431(19) 0.0379(19) 0.0406(18) 0.0062(15) -0.0059(15) -0.0007(16) C33 0.060(2) 0.039(2) 0.051(2) 0.0163(17) -0.0087(19) -0.0025(18) O1W 0.095(3) 0.112(3) 0.093(3) 0.010(2) 0.043(2) 0.004(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 N2 2.037(3) . ? Co1 N5 2.061(3) . ? Co1 O1 2.076(2) . ? Co1 O2 2.089(2) . ? Co1 N4 2.201(3) . ? Co1 N1 2.227(3) . ? O1 C18 1.300(4) . ? N5 C30 1.325(4) . ? N5 C24 1.360(4) . ? N3 C12 1.379(4) . ? N3 C11 1.386(4) . ? N3 C7 1.408(4) . ? N2 C12 1.324(4) . ? N2 C6 1.374(4) . ? O2 C36 1.318(4) . ? N6 C30 1.387(4) . ? N6 C29 1.389(4) . ? N6 C25 1.413(4) . ? N1 C1 1.336(4) . ? N1 C5 1.360(4) . ? C26 C27 1.357(5) . ? C26 C25 1.414(5) . ? C7 C6 1.391(5) . ? C7 C8 1.417(5) . ? C19 N4 1.342(4) . ? C19 C20 1.387(5) . ? C10 C11 1.346(5) . ? C10 C9 1.415(5) . ? C23 N4 1.357(4) . ? C23 C22 1.391(4) . ? C23 C24 1.461(4) . ? C25 C24 1.386(5) . ? C13 C14 1.406(4) . ? C13 C18 1.438(5) . ? C13 C12 1.455(4) . ? C9 C8 1.363(5) . ? C6 C5 1.457(4) . ? C30 C31 1.458(4) . ? C5 C4 1.387(4) . ? C21 C22 1.380(5) . ? C21 C20 1.381(5) . ? C2 C1 1.376(5) . ? C2 C3 1.378(5) . ? C31 C32 1.411(5) . ? C31 C36 1.434(5) . ? C35 C34 1.378(5) . ? C35 C36 1.418(5) . ? C18 C17 1.422(5) . ? C3 C4 1.386(5) . ? C29 C28 1.346(5) . ? C17 C16 1.383(5) . ? C28 C27 1.427(5) . ? C15 C14 1.383(5) . ? C15 C16 1.387(5) . ? C34 C33 1.391(6) . ? C32 C33 1.381(5) . ? O1W C5W 1.455(10) . ? O1W C3W 1.486(7) . ? C4W C3W 1.529(8) . ? C6W C5W 1.485(10) . ? C1W N7 1.098(14) . ? C1W C2W 1.399(17) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Co1 N5 172.42(10) . . ? N2 Co1 O1 84.73(10) . . ? N5 Co1 O1 94.42(10) . . ? N2 Co1 O2 106.15(10) . . ? N5 Co1 O2 81.43(10) . . ? O1 Co1 O2 97.45(9) . . ? N2 Co1 N4 97.87(10) . . ? N5 Co1 N4 74.97(10) . . ? O1 Co1 N4 103.32(9) . . ? O2 Co1 N4 149.50(9) . . ? N2 Co1 N1 75.18(10) . . ? N5 Co1 N1 106.09(10) . . ? O1 Co1 N1 159.41(10) . . ? O2 Co1 N1 84.10(9) . . ? N4 Co1 N1 84.18(9) . . ? C18 O1 Co1 129.6(2) . . ? C30 N5 C24 109.8(3) . . ? C30 N5 Co1 130.9(2) . . ? C24 N5 Co1 119.1(2) . . ? C12 N3 C11 130.5(3) . . ? C12 N3 C7 108.2(3) . . ? C11 N3 C7 121.1(3) . . ? C12 N2 C6 109.4(3) . . ? C12 N2 Co1 129.8(2) . . ? C6 N2 Co1 117.1(2) . . ? C36 O2 Co1 125.9(2) . . ? C30 N6 C29 131.3(3) . . ? C30 N6 C25 107.9(2) . . ? C29 N6 C25 120.7(3) . . ? C1 N1 C5 117.9(3) . . ? C1 N1 Co1 127.7(2) . . ? C5 N1 Co1 114.3(2) . . ? C27 C26 C25 120.0(3) . . ? C6 C7 N3 105.2(3) . . ? C6 C7 C8 136.1(3) . . ? N3 C7 C8 118.6(3) . . ? N4 C19 C20 122.8(3) . . ? C11 C10 C9 121.3(3) . . ? N4 C23 C22 121.6(3) . . ? N4 C23 C24 113.3(3) . . ? C22 C23 C24 125.1(3) . . ? C24 C25 N6 104.9(3) . . ? C24 C25 C26 136.6(3) . . ? N6 C25 C26 118.4(3) . . ? C19 N4 C23 118.3(3) . . ? C19 N4 Co1 125.7(2) . . ? C23 N4 Co1 116.0(2) . . ? C14 C13 C18 119.8(3) . . ? C14 C13 C12 121.4(3) . . ? C18 C13 C12 118.8(3) . . ? C8 C9 C10 120.4(3) . . ? N2 C6 C7 108.5(3) . . ? N2 C6 C5 115.8(3) . . ? C7 C6 C5 135.6(3) . . ? N5 C24 C25 109.1(3) . . ? N5 C24 C23 116.1(3) . . ? C25 C24 C23 134.7(3) . . ? N5 C30 N6 108.2(3) . . ? N5 C30 C31 123.6(3) . . ? N6 C30 C31 128.2(3) . . ? N1 C5 C4 121.8(3) . . ? N1 C5 C6 113.1(3) . . ? C4 C5 C6 125.0(3) . . ? C22 C21 C20 119.4(3) . . ? C9 C8 C7 119.3(3) . . ? C21 C22 C23 119.2(3) . . ? C1 C2 C3 118.4(3) . . ? C32 C31 C36 119.6(3) . . ? C32 C31 C30 122.0(3) . . ? C36 C31 C30 118.4(3) . . ? C10 C11 N3 119.3(3) . . ? C34 C35 C36 122.0(4) . . ? O1 C18 C17 119.4(3) . . ? O1 C18 C13 124.9(3) . . ? C17 C18 C13 115.7(3) . . ? O2 C36 C35 119.4(3) . . ? O2 C36 C31 124.0(3) . . ? C35 C36 C31 116.6(3) . . ? C2 C3 C4 119.6(3) . . ? N2 C12 N3 108.7(3) . . ? N2 C12 C13 123.9(3) . . ? N3 C12 C13 127.3(3) . . ? C21 C20 C19 118.6(3) . . ? N1 C1 C2 123.5(3) . . ? C28 C29 N6 119.9(3) . . ? C16 C17 C18 122.5(3) . . ? C29 C28 C27 120.7(3) . . ? C14 C15 C16 118.7(3) . . ? C17 C16 C15 120.8(3) . . ? C15 C14 C13 122.0(3) . . ? C3 C4 C5 118.7(3) . . ? C35 C34 C33 121.0(3) . . ? C26 C27 C28 120.2(3) . . ? C33 C32 C31 121.7(3) . . ? C32 C33 C34 118.9(3) . . ? C5W O1W C3W 28.9(12) . . ? O1W C3W C4W 106.3(7) . . ? O1W C5W C6W 112.2(10) . . ? N7 C1W C2W 178.6(15) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.823 _refine_diff_density_min -0.486 _refine_diff_density_rms 0.083 #====================END data_complex_2 _database_code_depnum_ccdc_archive 'CCDC 764583' #TrackingRef 'CC-2010.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H20 Cl4 Co N6 O3' _chemical_formula_weight 785.33 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' 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M R-3c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z+1/2' '-x, -x+y, -z+1/2' 'x-y, -y, -z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'y+2/3, x+1/3, -z+5/6' '-x+2/3, -x+y+1/3, -z+5/6' 'x-y+2/3, -y+1/3, -z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'y+1/3, x+2/3, -z+7/6' '-x+1/3, -x+y+2/3, -z+7/6' 'x-y+1/3, -y+2/3, -z+7/6' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-y, -x, z-1/2' 'x, x-y, z-1/2' '-x+y, y, z-1/2' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-y+2/3, -x+1/3, z-1/6' 'x+2/3, x-y+1/3, z-1/6' '-x+y+2/3, y+1/3, z-1/6' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' '-y+1/3, -x+2/3, z+1/6' 'x+1/3, x-y+2/3, z+1/6' '-x+y+1/3, y+2/3, z+1/6' _cell_length_a 28.4649(7) _cell_length_b 28.4649(7) _cell_length_c 21.9509(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 15402.9(6) _cell_formula_units_Z 18 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 3344 _cell_measurement_theta_min 2.03 _cell_measurement_theta_max 26.00 _exptl_crystal_description block _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.524 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 7145 _exptl_absorpt_coefficient_mu 0.861 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7527 _exptl_absorpt_correction_T_max 0.8467 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% negligible _diffrn_reflns_number 16027 _diffrn_reflns_av_R_equivalents 0.0256 _diffrn_reflns_av_sigmaI/netI 0.0197 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 35 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3344 _reflns_number_gt 2909 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0949P)^2^+26.7011P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3344 _refine_ls_number_parameters 229 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0526 _refine_ls_R_factor_gt 0.0464 _refine_ls_wR_factor_ref 0.1430 _refine_ls_wR_factor_gt 0.1361 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.6667 0.722674(16) 0.0833 0.02943(18) Uani 1 2 d S . . Cl1 Cl 0.88498(4) 1.00899(3) 0.08286(5) 0.0653(3) Uani 1 1 d . . . Cl2 Cl 0.73032(3) 0.86802(3) -0.06730(3) 0.0430(2) Uani 1 1 d . . . O1 O 0.71204(8) 0.78784(7) 0.02640(8) 0.0346(4) Uani 1 1 d . . . N1 N 0.65461(9) 0.65703(9) 0.14516(10) 0.0343(5) Uani 1 1 d . . . N2 N 0.73592(9) 0.75549(8) 0.13429(9) 0.0310(5) Uani 1 1 d . . . N3 N 0.82062(9) 0.80068(9) 0.16621(10) 0.0347(5) Uani 1 1 d . . . C1 C 0.61016(13) 0.60745(11) 0.14785(14) 0.0434(7) Uani 1 1 d . . . H1A H 0.5801 0.5999 0.1226 0.052 Uiso 1 1 calc R . . C2 C 0.60648(15) 0.56704(12) 0.18586(15) 0.0518(8) Uani 1 1 d . . . H2A H 0.5746 0.5323 0.1865 0.062 Uiso 1 1 calc R . . C3 C 0.64999(14) 0.57812(13) 0.22287(14) 0.0494(8) Uani 1 1 d . . . H3A H 0.6484 0.5509 0.2493 0.059 Uiso 1 1 calc R . . C5 C 0.69733(12) 0.66773(11) 0.18129(12) 0.0350(6) Uani 1 1 d . . . C6 C 0.74327(11) 0.72251(11) 0.17360(11) 0.0331(6) Uani 1 1 d . . . C7 C 0.79582(12) 0.74975(11) 0.19502(12) 0.0358(6) Uani 1 1 d . . . C8 C 0.82752(13) 0.73797(13) 0.23560(13) 0.0442(7) Uani 1 1 d . . . H8A H 0.8114 0.7047 0.2574 0.053 Uiso 1 1 calc R . . C9 C 0.88099(15) 0.77457(15) 0.24289(15) 0.0520(8) Uani 1 1 d . . . H9A H 0.9023 0.7669 0.2701 0.062 Uiso 1 1 calc R . . C10 C 0.90534(13) 0.82416(15) 0.21020(15) 0.0506(8) Uani 1 1 d . . . H10A H 0.9430 0.8490 0.2151 0.061 Uiso 1 1 calc R . . C11 C 0.87599(12) 0.83658(13) 0.17242(14) 0.0429(7) Uani 1 1 d . . . H11A H 0.8929 0.8696 0.1501 0.051 Uiso 1 1 calc R . . C12 C 0.78173(11) 0.80266(11) 0.12987(12) 0.0327(6) Uani 1 1 d . . . C13 C 0.78832(11) 0.84694(11) 0.09089(12) 0.0332(6) Uani 1 1 d . . . C14 C 0.82800(12) 0.90110(11) 0.10384(13) 0.0381(6) Uani 1 1 d . . . H14A H 0.8490 0.9092 0.1400 0.046 Uiso 1 1 calc R . . C15 C 0.83651(12) 0.94216(11) 0.06481(14) 0.0420(7) Uani 1 1 d . . . C16 C 0.80704(12) 0.93229(11) 0.01193(13) 0.0386(6) Uani 1 1 d . . . H16A H 0.8144 0.9608 -0.0157 0.046 Uiso 1 1 calc R . . C17 C 0.76686(12) 0.88025(11) 0.00029(12) 0.0347(6) Uani 1 1 d . . . C18 C 0.75257(11) 0.83462(10) 0.03935(12) 0.0313(5) Uani 1 1 d . . . C4 C 0.69590(14) 0.62881(12) 0.22141(13) 0.0431(7) Uani 1 1 d . . . H4A H 0.7259 0.6371 0.2471 0.052 Uiso 1 1 calc R . . O1W O 0.0000 0.0000 0.5000 0.315(13) Uiso 1 6 d S . . O2W O -0.0159(15) -0.0309(10) 0.2826(12) 0.154(12) Uiso 0.17 1 d P . 1 O2W' O 0.0000 0.0000 0.3786(13) 0.228(12) Uiso 0.50 3 d SP 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_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0344(3) 0.0301(2) 0.0252(3) 0.00147(9) 0.00294(18) 0.01718(15) Cl1 0.0724(6) 0.0307(4) 0.0727(6) -0.0001(3) -0.0080(4) 0.0108(4) Cl2 0.0549(4) 0.0382(4) 0.0382(4) 0.0078(3) 0.0004(3) 0.0250(3) O1 0.0411(10) 0.0314(9) 0.0300(10) 0.0039(7) 0.0021(8) 0.0172(8) N1 0.0450(13) 0.0316(11) 0.0268(11) -0.0003(8) 0.0043(9) 0.0195(10) N2 0.0390(12) 0.0331(11) 0.0249(11) 0.0009(8) 0.0028(8) 0.0210(10) N3 0.0386(12) 0.0390(12) 0.0307(12) -0.0028(9) 0.0007(9) 0.0226(10) C1 0.0554(18) 0.0362(15) 0.0332(16) 0.0011(11) 0.0071(12) 0.0188(13) C2 0.066(2) 0.0340(15) 0.0462(18) 0.0045(13) 0.0168(15) 0.0178(15) C3 0.073(2) 0.0432(16) 0.0400(17) 0.0128(13) 0.0157(15) 0.0351(16) C5 0.0489(16) 0.0386(14) 0.0245(13) 0.0025(10) 0.0071(11) 0.0272(13) C6 0.0451(15) 0.0385(14) 0.0236(12) -0.0007(10) 0.0013(10) 0.0267(12) C7 0.0490(16) 0.0410(14) 0.0267(13) -0.0016(10) 0.0020(11) 0.0295(13) C8 0.0561(18) 0.0524(18) 0.0343(15) -0.0033(13) -0.0052(13) 0.0347(15) C9 0.059(2) 0.065(2) 0.0422(17) -0.0046(15) -0.0120(15) 0.0379(18) C10 0.0429(17) 0.060(2) 0.0503(18) -0.0038(15) -0.0049(13) 0.0266(16) C11 0.0384(15) 0.0470(16) 0.0425(16) -0.0023(12) -0.0005(12) 0.0207(13) C12 0.0377(14) 0.0369(14) 0.0266(13) -0.0025(10) 0.0019(10) 0.0210(12) C13 0.0383(14) 0.0326(13) 0.0325(14) 0.0018(10) 0.0064(11) 0.0205(11) C14 0.0415(15) 0.0371(14) 0.0366(15) -0.0025(11) 0.0024(11) 0.0203(13) C15 0.0438(16) 0.0294(13) 0.0480(17) 0.0001(11) 0.0071(13) 0.0148(12) C16 0.0485(16) 0.0310(13) 0.0400(15) 0.0074(11) 0.0125(12) 0.0226(12) C17 0.0416(15) 0.0363(14) 0.0323(14) 0.0048(11) 0.0086(11) 0.0240(12) C18 0.0362(13) 0.0314(13) 0.0308(13) 0.0027(10) 0.0073(10) 0.0203(11) C4 0.0611(19) 0.0472(17) 0.0309(15) 0.0065(12) 0.0079(12) 0.0345(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 N2 2.042(2) 17_654 ? Co1 N2 2.042(2) . ? Co1 O1 2.0676(18) 17_654 ? Co1 O1 2.0677(18) . ? Co1 N1 2.193(2) . ? Co1 N1 2.193(2) 17_654 ? Cl1 C15 1.748(3) . ? Cl2 C17 1.744(3) . ? O1 C18 1.284(3) . ? N1 C1 1.346(4) . ? N1 C5 1.353(4) . ? N2 C12 1.327(3) . ? N2 C6 1.366(3) . ? N3 C12 1.388(3) . ? N3 C11 1.392(4) . ? N3 C7 1.406(4) . ? C1 C2 1.382(4) . ? C1 H1A 0.9500 . ? C2 C3 1.379(5) . ? C2 H2A 0.9500 . ? C3 C4 1.380(5) . ? C3 H3A 0.9500 . ? C5 C4 1.400(4) . ? C5 C6 1.460(4) . ? C6 C7 1.379(4) . ? C7 C8 1.422(4) . ? C8 C9 1.357(5) . ? C8 H8A 0.9500 . ? C9 C10 1.418(5) . ? C9 H9A 0.9500 . ? C10 C11 1.344(5) . ? C10 H10A 0.9500 . ? C11 H11A 0.9500 . ? C12 C13 1.456(4) . ? C13 C14 1.411(4) . ? C13 C18 1.443(4) . ? C14 C15 1.370(4) . ? C14 H14A 0.9500 . ? C15 C16 1.376(4) . ? C16 C17 1.369(4) . ? C16 H16A 0.9500 . ? C17 C18 1.435(4) . ? C4 H4A 0.9500 . ? O2W O2W 1.32(4) 2 ? O2W O2W 1.32(4) 3 ? O2W O2W 1.61(6) 4 ? O2W O2W 1.63(6) 5 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Co1 N2 177.11(12) 17_654 . ? N2 Co1 O1 83.89(8) 17_654 17_654 ? N2 Co1 O1 97.81(8) . 17_654 ? N2 Co1 O1 97.81(8) 17_654 . ? N2 Co1 O1 83.89(8) . . ? O1 Co1 O1 108.42(11) 17_654 . ? N2 Co1 N1 101.90(8) 17_654 . ? N2 Co1 N1 75.80(8) . . ? O1 Co1 N1 90.30(8) 17_654 . ? O1 Co1 N1 154.14(8) . . ? N2 Co1 N1 75.80(8) 17_654 17_654 ? N2 Co1 N1 101.90(8) . 17_654 ? O1 Co1 N1 154.14(8) 17_654 17_654 ? O1 Co1 N1 90.30(8) . 17_654 ? N1 Co1 N1 78.61(11) . 17_654 ? C18 O1 Co1 129.11(17) . . ? C1 N1 C5 118.6(2) . . ? C1 N1 Co1 125.8(2) . . ? C5 N1 Co1 115.53(17) . . ? C12 N2 C6 109.3(2) . . ? C12 N2 Co1 131.17(18) . . ? C6 N2 Co1 118.43(18) . . ? C12 N3 C11 131.3(2) . . ? C12 N3 C7 107.5(2) . . ? C11 N3 C7 120.9(2) . . ? N1 C1 C2 122.7(3) . . ? N1 C1 H1A 118.7 . . ? C2 C1 H1A 118.7 . . ? C3 C2 C1 118.7(3) . . ? C3 C2 H2A 120.7 . . ? C1 C2 H2A 120.7 . . ? C2 C3 C4 119.9(3) . . ? C2 C3 H3A 120.1 . . ? C4 C3 H3A 120.1 . . ? N1 C5 C4 121.6(3) . . ? N1 C5 C6 113.4(2) . . ? C4 C5 C6 125.0(3) . . ? N2 C6 C7 109.0(2) . . ? N2 C6 C5 116.4(2) . . ? C7 C6 C5 134.6(3) . . ? C6 C7 N3 105.7(2) . . ? C6 C7 C8 136.0(3) . . ? N3 C7 C8 118.3(3) . . ? C9 C8 C7 119.5(3) . . ? C9 C8 H8A 120.2 . . ? C7 C8 H8A 120.2 . . ? C8 C9 C10 120.5(3) . . ? C8 C9 H9A 119.8 . . ? C10 C9 H9A 119.8 . . ? C11 C10 C9 121.0(3) . . ? C11 C10 H10A 119.5 . . ? C9 C10 H10A 119.5 . . ? C10 C11 N3 119.5(3) . . ? C10 C11 H11A 120.3 . . ? N3 C11 H11A 120.3 . . ? N2 C12 N3 108.5(2) . . ? N2 C12 C13 123.7(2) . . ? N3 C12 C13 127.8(2) . . ? C14 C13 C18 120.4(2) . . ? C14 C13 C12 120.9(3) . . ? C18 C13 C12 118.7(2) . . ? C15 C14 C13 120.6(3) . . ? C15 C14 H14A 119.7 . . ? C13 C14 H14A 119.7 . . ? C14 C15 C16 121.6(3) . . ? C14 C15 Cl1 119.6(2) . . ? C16 C15 Cl1 118.8(2) . . ? C17 C16 C15 118.2(3) . . ? C17 C16 H16A 120.9 . . ? C15 C16 H16A 120.9 . . ? C16 C17 C18 125.0(3) . . ? C16 C17 Cl2 117.8(2) . . ? C18 C17 Cl2 117.2(2) . . ? O1 C18 C17 120.5(2) . . ? O1 C18 C13 125.8(2) . . ? C17 C18 C13 113.7(2) . . ? C3 C4 C5 118.7(3) . . ? C3 C4 H4A 120.7 . . ? C5 C4 H4A 120.7 . . ? O2W O2W O2W 60.000(8) 2 3 ? O2W O2W O2W 90.4(14) 2 4 ? O2W O2W O2W 67(3) 3 4 ? O2W O2W O2W 65(3) 2 5 ? O2W O2W O2W 89.6(15) 3 5 ? O2W O2W O2W 48(2) 4 5 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Co1 O1 C18 155.8(2) 17_654 . . . ? N2 Co1 O1 C18 -26.6(2) . . . . ? O1 Co1 O1 C18 69.6(2) 17_654 . . . ? N1 Co1 O1 C18 -64.7(3) . . . . ? N1 Co1 O1 C18 -128.5(2) 17_654 . . . ? N2 Co1 N1 C1 -3.2(2) 17_654 . . . ? N2 Co1 N1 C1 178.6(2) . . . . ? O1 Co1 N1 C1 80.7(2) 17_654 . . . ? O1 Co1 N1 C1 -142.0(2) . . . . ? N1 Co1 N1 C1 -75.8(2) 17_654 . . . ? N2 Co1 N1 C5 173.66(18) 17_654 . . . ? N2 Co1 N1 C5 -4.54(18) . . . . ? O1 Co1 N1 C5 -102.52(18) 17_654 . . . ? O1 Co1 N1 C5 34.8(3) . . . . ? N1 Co1 N1 C5 101.0(2) 17_654 . . . ? N2 Co1 N2 C12 135.5(2) 17_654 . . . ? O1 Co1 N2 C12 -98.5(2) 17_654 . . . ? O1 Co1 N2 C12 9.3(2) . . . . ? N1 Co1 N2 C12 173.1(2) . . . . ? N1 Co1 N2 C12 98.3(2) 17_654 . . . ? N2 Co1 N2 C6 -31.26(18) 17_654 . . . ? O1 Co1 N2 C6 94.73(18) 17_654 . . . ? O1 Co1 N2 C6 -157.45(19) . . . . ? N1 Co1 N2 C6 6.41(18) . . . . ? N1 Co1 N2 C6 -68.43(19) 17_654 . . . ? C5 N1 C1 C2 -0.2(4) . . . . ? Co1 N1 C1 C2 176.5(2) . . . . ? N1 C1 C2 C3 0.5(5) . . . . ? C1 C2 C3 C4 0.1(5) . . . . ? C1 N1 C5 C4 -0.7(4) . . . . ? Co1 N1 C5 C4 -177.8(2) . . . . ? C1 N1 C5 C6 179.2(2) . . . . ? Co1 N1 C5 C6 2.1(3) . . . . ? C12 N2 C6 C7 0.0(3) . . . . ? Co1 N2 C6 C7 169.44(17) . . . . ? C12 N2 C6 C5 -177.0(2) . . . . ? Co1 N2 C6 C5 -7.5(3) . . . . ? N1 C5 C6 N2 3.2(3) . . . . ? C4 C5 C6 N2 -176.9(2) . . . . ? N1 C5 C6 C7 -172.8(3) . . . . ? C4 C5 C6 C7 7.1(5) . . . . ? N2 C6 C7 N3 -1.0(3) . . . . ? C5 C6 C7 N3 175.2(3) . . . . ? N2 C6 C7 C8 -179.8(3) . . . . ? C5 C6 C7 C8 -3.6(5) . . . . ? C12 N3 C7 C6 1.5(3) . . . . ? C11 N3 C7 C6 -172.8(2) . . . . ? C12 N3 C7 C8 -179.4(2) . . . . ? C11 N3 C7 C8 6.2(4) . . . . ? C6 C7 C8 C9 175.3(3) . . . . ? N3 C7 C8 C9 -3.5(4) . . . . ? C7 C8 C9 C10 -0.3(5) . . . . ? C8 C9 C10 C11 1.4(5) . . . . ? C9 C10 C11 N3 1.3(5) . . . . ? C12 N3 C11 C10 -178.1(3) . . . . ? C7 N3 C11 C10 -5.2(4) . . . . ? C6 N2 C12 N3 1.0(3) . . . . ? Co1 N2 C12 N3 -166.64(17) . . . . ? C6 N2 C12 C13 178.9(2) . . . . ? Co1 N2 C12 C13 11.3(4) . . . . ? C11 N3 C12 N2 172.0(3) . . . . ? C7 N3 C12 N2 -1.6(3) . . . . ? C11 N3 C12 C13 -5.8(4) . . . . ? C7 N3 C12 C13 -179.4(2) . . . . ? N2 C12 C13 C14 155.6(3) . . . . ? N3 C12 C13 C14 -26.9(4) . . . . ? N2 C12 C13 C18 -22.9(4) . . . . ? N3 C12 C13 C18 154.6(3) . . . . ? C18 C13 C14 C15 -6.0(4) . . . . ? C12 C13 C14 C15 175.5(3) . . . . ? C13 C14 C15 C16 -0.1(4) . . . . ? C13 C14 C15 Cl1 178.7(2) . . . . ? C14 C15 C16 C17 2.9(4) . . . . ? Cl1 C15 C16 C17 -175.9(2) . . . . ? C15 C16 C17 C18 0.4(4) . . . . ? C15 C16 C17 Cl2 -179.2(2) . . . . ? Co1 O1 C18 C17 -158.09(18) . . . . ? Co1 O1 C18 C13 23.7(4) . . . . ? C16 C17 C18 O1 175.7(2) . . . . ? Cl2 C17 C18 O1 -4.7(3) . . . . ? C16 C17 C18 C13 -5.9(4) . . . . ? Cl2 C17 C18 C13 173.70(18) . . . . ? C14 C13 C18 O1 -173.3(2) . . . . ? C12 C13 C18 O1 5.2(4) . . . . ? C14 C13 C18 C17 8.4(3) . . . . ? C12 C13 C18 C17 -173.0(2) . . . . ? C2 C3 C4 C5 -0.9(4) . . . . ? N1 C5 C4 C3 1.3(4) . . . . ? C6 C5 C4 C3 -178.6(3) . . . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 1.172 _refine_diff_density_min -0.337 _refine_diff_density_rms 0.094 #==================END data_complex_3 _database_code_depnum_ccdc_archive 'CCDC 764584' #TrackingRef 'CC-2010.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H20 Cl4 Fe N6 O2' _chemical_formula_weight 766.23 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.7789(13) _cell_length_b 12.3126(9) _cell_length_c 16.0946(12) _cell_angle_alpha 90.00 _cell_angle_beta 115.3170(10) _cell_angle_gamma 90.00 _cell_volume 3184.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3128 _cell_measurement_theta_min 2.08 _cell_measurement_theta_max 26.00 _exptl_crystal_description block _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.598 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1552 _exptl_absorpt_coefficient_mu 0.855 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8475 _exptl_absorpt_correction_T_max 0.8475 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% negligible _diffrn_reflns_number 8388 _diffrn_reflns_av_R_equivalents 0.0732 _diffrn_reflns_av_sigmaI/netI 0.0473 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3128 _reflns_number_gt 2710 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0407P)^2^+1.1359P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3128 _refine_ls_number_parameters 222 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0398 _refine_ls_R_factor_gt 0.0354 _refine_ls_wR_factor_ref 0.0924 _refine_ls_wR_factor_gt 0.0890 _refine_ls_goodness_of_fit_ref 1.082 _refine_ls_restrained_S_all 1.082 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 1.0000 0.13037(3) 0.2500 0.03264(13) Uani 1 2 d S . . Cl1 Cl 0.61477(4) 0.23599(6) 0.30442(5) 0.0701(2) Uani 1 1 d . . . Cl2 Cl 0.91837(4) 0.41176(5) 0.41129(5) 0.0707(2) Uani 1 1 d . . . O1 O 0.93746(8) 0.24994(11) 0.28665(9) 0.0426(3) Uani 1 1 d . . . N2 N 0.87668(9) 0.08658(12) 0.15800(10) 0.0340(3) Uani 1 1 d . . . N3 N 0.74590(9) 0.10785(12) 0.05848(10) 0.0345(3) Uani 1 1 d . . . N1 N 1.00958(9) 0.00202(12) 0.15332(10) 0.0349(3) Uani 1 1 d . . . C1 C 1.07994(11) -0.04395(16) 0.15916(13) 0.0400(4) Uani 1 1 d . . . H1A H 1.1299 -0.0237 0.2075 0.048 Uiso 1 1 calc R . . C12 C 0.80537(11) 0.13185(14) 0.14625(12) 0.0343(4) Uani 1 1 d . . . C5 C 0.93747(11) -0.02968(14) 0.08334(12) 0.0341(4) Uani 1 1 d . . . C13 C 0.79368(11) 0.19252(15) 0.21741(12) 0.0365(4) Uani 1 1 d . . . C6 C 0.86525(11) 0.02815(14) 0.08126(12) 0.0342(4) Uani 1 1 d . . . C14 C 0.71833(12) 0.18606(16) 0.22619(14) 0.0426(4) Uani 1 1 d . . . H14A H 0.6759 0.1410 0.1873 0.051 Uiso 1 1 calc R . . C10 C 0.62310(13) 0.12079(17) -0.07997(15) 0.0484(5) Uani 1 1 d . . . H10A H 0.5700 0.1487 -0.1133 0.058 Uiso 1 1 calc R . . C3 C 1.00814(13) -0.15339(17) 0.02736(14) 0.0467(5) Uani 1 1 d . . . H3A H 1.0077 -0.2052 -0.0149 0.056 Uiso 1 1 calc R . . C2 C 1.08217(13) -0.11984(16) 0.09712(14) 0.0444(5) Uani 1 1 d . . . H2A H 1.1326 -0.1478 0.1023 0.053 Uiso 1 1 calc R . . C18 C 0.86297(12) 0.25279(15) 0.28196(13) 0.0380(4) Uani 1 1 d . . . C4 C 0.93477(13) -0.10907(16) 0.02105(13) 0.0430(4) Uani 1 1 d . . . H4A H 0.8841 -0.1321 -0.0244 0.052 Uiso 1 1 calc R . . C11 C 0.66615(12) 0.14811(16) 0.00875(14) 0.0430(4) Uani 1 1 d . . . H11A H 0.6425 0.1941 0.0369 0.052 Uiso 1 1 calc R . . C7 C 0.78378(11) 0.04089(15) 0.01628(12) 0.0359(4) Uani 1 1 d . . . C17 C 0.84324(13) 0.32036(17) 0.34174(14) 0.0466(5) Uani 1 1 d . . . C8 C 0.73563(12) 0.01014(18) -0.07669(13) 0.0463(5) Uani 1 1 d . . . H8A H 0.7576 -0.0374 -0.1055 0.056 Uiso 1 1 calc R . . C15 C 0.70731(13) 0.24615(17) 0.29221(15) 0.0475(5) Uani 1 1 d . . . C16 C 0.76864(14) 0.31636(18) 0.34842(14) 0.0515(5) Uani 1 1 d . . . H16A H 0.7596 0.3604 0.3902 0.062 Uiso 1 1 calc R . . C9 C 0.65806(13) 0.04987(19) -0.12312(14) 0.0520(5) Uani 1 1 d . . . H9A H 0.6272 0.0304 -0.1843 0.062 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0252(2) 0.0385(2) 0.0315(2) 0.000 0.00954(15) 0.000 Cl1 0.0670(4) 0.0783(4) 0.0917(5) 0.0140(3) 0.0594(4) 0.0175(3) Cl2 0.0634(4) 0.0666(4) 0.0694(4) -0.0319(3) 0.0164(3) 0.0041(3) O1 0.0332(7) 0.0463(7) 0.0451(8) -0.0092(6) 0.0136(6) 0.0008(6) N2 0.0286(7) 0.0410(8) 0.0315(8) -0.0017(6) 0.0119(6) 0.0025(6) N3 0.0263(7) 0.0397(8) 0.0338(8) -0.0016(6) 0.0092(6) 0.0012(6) N1 0.0302(8) 0.0409(8) 0.0314(8) 0.0015(6) 0.0109(6) 0.0046(6) C1 0.0338(9) 0.0461(11) 0.0378(10) 0.0024(8) 0.0131(8) 0.0081(8) C12 0.0266(9) 0.0392(10) 0.0339(9) -0.0013(7) 0.0100(7) 0.0013(7) C5 0.0331(9) 0.0373(9) 0.0317(9) 0.0027(7) 0.0135(7) 0.0034(7) C13 0.0335(9) 0.0399(10) 0.0362(9) 0.0012(8) 0.0149(8) 0.0078(7) C6 0.0308(9) 0.0375(9) 0.0330(9) -0.0030(7) 0.0125(7) 0.0005(7) C14 0.0354(9) 0.0480(11) 0.0456(11) 0.0054(9) 0.0183(9) 0.0072(8) C10 0.0317(10) 0.0536(12) 0.0466(12) 0.0060(9) 0.0040(9) 0.0038(8) C3 0.0539(12) 0.0438(11) 0.0451(11) -0.0031(9) 0.0238(10) 0.0108(9) C2 0.0422(11) 0.0484(11) 0.0450(11) 0.0053(9) 0.0209(9) 0.0157(9) C18 0.0364(10) 0.0400(10) 0.0363(10) 0.0012(7) 0.0143(8) 0.0080(8) C4 0.0413(11) 0.0455(10) 0.0389(10) -0.0056(8) 0.0139(9) 0.0028(8) C11 0.0297(9) 0.0482(11) 0.0468(11) 0.0031(9) 0.0122(8) 0.0068(8) C7 0.0321(9) 0.0388(9) 0.0356(9) -0.0025(7) 0.0133(8) -0.0001(7) C17 0.0493(11) 0.0454(11) 0.0396(11) -0.0050(8) 0.0135(9) 0.0104(9) C8 0.0414(11) 0.0538(12) 0.0369(10) -0.0083(9) 0.0102(9) -0.0015(9) C15 0.0460(11) 0.0542(12) 0.0530(12) 0.0119(9) 0.0313(10) 0.0179(9) C16 0.0586(13) 0.0556(13) 0.0459(12) 0.0009(10) 0.0277(10) 0.0203(11) C9 0.0423(11) 0.0625(13) 0.0375(11) -0.0040(10) 0.0039(9) -0.0013(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_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe1 O1 2.0767(13) 2_755 ? Fe1 O1 2.0767(13) . ? Fe1 N2 2.1245(14) . ? Fe1 N2 2.1245(14) 2_755 ? Fe1 N1 2.2747(15) . ? Fe1 N1 2.2747(15) 2_755 ? Cl1 C15 1.743(2) . ? Cl2 C17 1.739(2) . ? O1 C18 1.294(2) . ? N2 C12 1.322(2) . ? N2 C6 1.367(2) . ? N3 C12 1.387(2) . ? N3 C11 1.388(2) . ? N3 C7 1.409(2) . ? N1 C1 1.339(2) . ? N1 C5 1.353(2) . ? C1 C2 1.380(3) . ? C12 C13 1.455(2) . ? C5 C4 1.386(3) . ? C5 C6 1.456(2) . ? C13 C14 1.408(3) . ? C13 C18 1.433(3) . ? C6 C7 1.386(2) . ? C14 C15 1.376(3) . ? C10 C11 1.343(3) . ? C10 C9 1.414(3) . ? C3 C4 1.377(3) . ? C3 C2 1.378(3) . ? C18 C17 1.425(3) . ? C7 C8 1.421(3) . ? C17 C16 1.377(3) . ? C8 C9 1.348(3) . ? C15 C16 1.382(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Fe1 O1 89.70(8) 2_755 . ? O1 Fe1 N2 120.02(5) 2_755 . ? O1 Fe1 N2 81.92(5) . . ? O1 Fe1 N2 81.92(5) 2_755 2_755 ? O1 Fe1 N2 120.02(5) . 2_755 ? N2 Fe1 N2 150.60(8) . 2_755 ? O1 Fe1 N1 95.30(5) 2_755 . ? O1 Fe1 N1 153.21(5) . . ? N2 Fe1 N1 72.77(5) . . ? N2 Fe1 N1 86.77(5) 2_755 . ? O1 Fe1 N1 153.21(5) 2_755 2_755 ? O1 Fe1 N1 95.30(5) . 2_755 ? N2 Fe1 N1 86.77(5) . 2_755 ? N2 Fe1 N1 72.77(5) 2_755 2_755 ? N1 Fe1 N1 91.99(8) . 2_755 ? C18 O1 Fe1 131.41(12) . . ? C12 N2 C6 109.24(14) . . ? C12 N2 Fe1 129.30(12) . . ? C6 N2 Fe1 118.26(11) . . ? C12 N3 C11 131.09(16) . . ? C12 N3 C7 107.59(14) . . ? C11 N3 C7 120.80(15) . . ? C1 N1 C5 117.44(15) . . ? C1 N1 Fe1 125.92(12) . . ? C5 N1 Fe1 116.65(11) . . ? N1 C1 C2 123.38(18) . . ? N2 C12 N3 108.82(15) . . ? N2 C12 C13 123.69(16) . . ? N3 C12 C13 127.44(16) . . ? N1 C5 C4 122.21(16) . . ? N1 C5 C6 112.99(15) . . ? C4 C5 C6 124.81(16) . . ? C14 C13 C18 121.09(17) . . ? C14 C13 C12 120.82(17) . . ? C18 C13 C12 117.95(16) . . ? N2 C6 C7 109.01(15) . . ? N2 C6 C5 116.59(15) . . ? C7 C6 C5 134.39(16) . . ? C15 C14 C13 120.19(19) . . ? C11 C10 C9 120.43(18) . . ? C4 C3 C2 119.07(18) . . ? C3 C2 C1 118.64(18) . . ? O1 C18 C17 121.19(18) . . ? O1 C18 C13 124.70(16) . . ? C17 C18 C13 114.11(17) . . ? C3 C4 C5 119.17(18) . . ? C10 C11 N3 120.07(18) . . ? C6 C7 N3 105.26(15) . . ? C6 C7 C8 136.80(17) . . ? N3 C7 C8 117.80(16) . . ? C16 C17 C18 123.7(2) . . ? C16 C17 Cl2 118.25(16) . . ? C18 C17 Cl2 118.00(16) . . ? C9 C8 C7 119.98(19) . . ? C14 C15 C16 120.58(19) . . ? C14 C15 Cl1 120.10(18) . . ? C16 C15 Cl1 119.31(16) . . ? C17 C16 C15 119.20(19) . . ? C8 C9 C10 120.79(19) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.319 _refine_diff_density_min -0.292 _refine_diff_density_rms 0.070 #===END data_complex_4-R _database_code_depnum_ccdc_archive 'CCDC 764585' #TrackingRef 'CC-2010.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H42 Co N8 O2' _chemical_formula_weight 773.79 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P4(3)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y+1/2, x+1/2, z+3/4' 'y+1/2, -x+1/2, z+1/4' '-x+1/2, y+1/2, -z+3/4' 'x+1/2, -y+1/2, -z+1/4' 'y, x, -z' '-y, -x, -z+1/2' _cell_length_a 13.7890(6) _cell_length_b 13.7890(6) _cell_length_c 19.1083(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3633.2(4) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 3566 _cell_measurement_theta_min 1.82 _cell_measurement_theta_max 26.00 _exptl_crystal_description block _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.415 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1620 _exptl_absorpt_coefficient_mu 0.524 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9024 _exptl_absorpt_correction_T_max 0.9024 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% negligible _diffrn_reflns_number 13996 _diffrn_reflns_av_R_equivalents 0.0399 _diffrn_reflns_av_sigmaI/netI 0.0441 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3566 _reflns_number_gt 3181 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0431P)^2^+0.2883P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.031(16) _refine_ls_number_reflns 3566 _refine_ls_number_parameters 249 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0454 _refine_ls_R_factor_gt 0.0382 _refine_ls_wR_factor_ref 0.0868 _refine_ls_wR_factor_gt 0.0828 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.22467(2) 0.22467(2) 0.0000 0.02304(13) Uani 1 2 d S . . O1 O 0.35357(12) 0.21598(14) -0.05051(7) 0.0284(4) Uani 1 1 d . . . N2 N 0.29233(15) 0.14855(15) 0.07770(8) 0.0235(5) Uani 1 1 d . . . C18 C 0.44093(18) 0.20242(18) -0.02547(11) 0.0248(6) Uani 1 1 d . . . C6 C 0.2353(2) 0.10232(18) 0.12693(11) 0.0246(5) Uani 1 1 d . . . C2 C -0.0619(2) 0.1569(2) 0.10058(12) 0.0320(6) Uani 1 1 d . . . H2A H -0.1283 0.1700 0.0911 0.038 Uiso 1 1 calc R . . C14 C 0.55950(19) 0.15671(19) 0.06269(12) 0.0272(6) Uani 1 1 d . . . H14A H 0.5739 0.1311 0.1077 0.033 Uiso 1 1 calc R . . C4 C 0.0620(2) 0.08403(19) 0.16986(12) 0.0293(6) Uani 1 1 d . . . H4A H 0.0815 0.0475 0.2096 0.035 Uiso 1 1 calc R . . N3 N 0.38854(16) 0.05382(15) 0.13825(9) 0.0254(5) Uani 1 1 d . . . C17 C 0.51972(19) 0.23506(19) -0.06590(12) 0.0275(6) Uani 1 1 d . . . H17A H 0.5063 0.2610 -0.1109 0.033 Uiso 1 1 calc R . . C7 C 0.29377(19) 0.04330(19) 0.16675(12) 0.0281(6) Uani 1 1 d . . . C5 C 0.13142(19) 0.11866(18) 0.12299(10) 0.0246(5) Uani 1 1 d . . . C15 C 0.63526(19) 0.19086(18) 0.02301(12) 0.0280(6) Uani 1 1 d . . . H15A H 0.6997 0.1871 0.0404 0.034 Uiso 1 1 calc R . . C13 C 0.46266(19) 0.15729(19) 0.04110(12) 0.0238(5) Uani 1 1 d . . . C12 C 0.38336(19) 0.12110(18) 0.08384(11) 0.0249(6) Uani 1 1 d . . . C16 C 0.61721(19) 0.2318(2) -0.04405(12) 0.0280(6) Uani 1 1 d . . . N1 N 0.10448(16) 0.17241(15) 0.06677(10) 0.0249(5) Uani 1 1 d . . . N4 N 0.69134(16) 0.26920(18) -0.08408(11) 0.0376(6) Uani 1 1 d . . . C9 C 0.3583(2) -0.0722(2) 0.24874(15) 0.0398(7) Uani 1 1 d . . . H9A H 0.3506 -0.1128 0.2885 0.048 Uiso 1 1 calc R . . C11 C 0.4634(2) -0.00561(19) 0.16073(12) 0.0327(6) Uani 1 1 d . . . H11A H 0.5248 -0.0029 0.1383 0.039 Uiso 1 1 calc R . . C8 C 0.2819(2) -0.01905(19) 0.22518(12) 0.0342(6) Uani 1 1 d . . . H8A H 0.2208 -0.0237 0.2478 0.041 Uiso 1 1 calc R . . C21 C 0.7926(2) 0.2598(2) -0.06436(14) 0.0367(7) Uani 1 1 d . . . H21A H 0.7989 0.2694 -0.0132 0.044 Uiso 1 1 calc R . . H21B H 0.8307 0.3112 -0.0879 0.044 Uiso 1 1 calc R . . C10 C 0.4489(2) -0.0673(2) 0.21462(14) 0.0411(7) Uani 1 1 d . . . H10A H 0.5004 -0.1080 0.2298 0.049 Uiso 1 1 calc R . . C22 C 0.8336(2) 0.1620(2) -0.08372(14) 0.0421(7) Uani 1 1 d . . . H22A H 0.9018 0.1587 -0.0695 0.063 Uiso 1 1 calc R . . H22B H 0.8288 0.1528 -0.1345 0.063 Uiso 1 1 calc R . . H22C H 0.7969 0.1110 -0.0598 0.063 Uiso 1 1 calc R . . C1 C 0.00982(19) 0.1909(2) 0.05727(12) 0.0291(6) Uani 1 1 d . . . H1A H -0.0085 0.2297 0.0184 0.035 Uiso 1 1 calc R . . C3 C -0.0349(2) 0.1028(2) 0.15861(12) 0.0322(6) Uani 1 1 d . . . H3A H -0.0826 0.0790 0.1901 0.039 Uiso 1 1 calc R . . C19 C 0.6746(2) 0.3088(2) -0.15395(13) 0.0349(7) Uani 1 1 d D . . H19A H 0.6217 0.2782 -0.1776 0.042 Uiso 1 1 d RD . . H19B H 0.7337 0.2954 -0.1810 0.042 Uiso 1 1 d RD . . C20 C 0.6586(3) 0.4170(2) -0.15279(15) 0.0468(8) Uani 1 1 d . . . H20B H 0.6037 0.4322 -0.1221 0.056 Uiso 1 1 calc R . . H20A H 0.6447 0.4399 -0.2003 0.056 Uiso 1 1 calc R . . H20C H 0.7171 0.4493 -0.1352 0.056 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.02444(17) 0.02444(17) 0.0202(2) 0.00160(14) -0.00160(14) -0.0007(2) O1 0.0231(10) 0.0400(11) 0.0221(7) 0.0003(8) -0.0018(7) -0.0015(9) N2 0.0259(13) 0.0249(12) 0.0198(8) 0.0024(8) -0.0011(9) -0.0012(9) C18 0.0264(14) 0.0231(14) 0.0249(10) -0.0060(10) -0.0020(10) -0.0016(11) C6 0.0307(15) 0.0229(13) 0.0203(10) -0.0001(10) -0.0015(10) -0.0025(11) C2 0.0289(15) 0.0353(16) 0.0317(13) -0.0065(12) 0.0004(11) 0.0009(13) C14 0.0305(15) 0.0237(14) 0.0275(12) -0.0023(11) -0.0035(11) -0.0017(12) C4 0.0336(16) 0.0295(16) 0.0249(11) 0.0022(11) 0.0001(11) -0.0056(12) N3 0.0276(13) 0.0218(12) 0.0268(9) 0.0019(9) -0.0049(9) -0.0017(9) C17 0.0303(15) 0.0275(15) 0.0247(11) -0.0015(11) 0.0013(10) -0.0009(12) C7 0.0341(17) 0.0243(14) 0.0259(11) -0.0007(10) -0.0032(11) -0.0019(12) C5 0.0319(15) 0.0203(14) 0.0217(10) -0.0041(10) -0.0001(10) -0.0021(11) C15 0.0221(14) 0.0246(14) 0.0374(13) -0.0046(11) -0.0035(11) -0.0013(11) C13 0.0246(14) 0.0218(14) 0.0251(11) -0.0021(10) -0.0028(10) -0.0003(11) C12 0.0312(15) 0.0213(14) 0.0223(11) -0.0027(10) -0.0045(10) -0.0013(12) C16 0.0279(14) 0.0211(14) 0.0351(12) -0.0046(11) 0.0031(11) -0.0013(12) N1 0.0271(12) 0.0245(12) 0.0231(10) -0.0015(9) 0.0009(9) -0.0012(10) N4 0.0272(13) 0.0430(15) 0.0426(12) 0.0098(11) 0.0014(10) -0.0009(11) C9 0.0501(19) 0.0318(16) 0.0375(13) 0.0123(13) -0.0120(15) -0.0096(13) C11 0.0319(16) 0.0294(15) 0.0368(13) 0.0024(12) -0.0118(12) 0.0012(12) C8 0.0449(18) 0.0292(15) 0.0284(11) 0.0046(11) -0.0049(12) -0.0047(14) C21 0.0294(16) 0.0343(17) 0.0464(14) 0.0000(12) 0.0072(12) -0.0055(12) C10 0.048(2) 0.0287(16) 0.0462(15) 0.0047(13) -0.0177(14) -0.0011(14) C22 0.0381(19) 0.0413(19) 0.0470(15) -0.0059(14) 0.0008(14) 0.0021(14) C1 0.0271(15) 0.0341(16) 0.0261(11) -0.0007(11) -0.0007(11) 0.0038(12) C3 0.0352(17) 0.0330(16) 0.0284(12) -0.0038(11) 0.0072(12) -0.0089(13) C19 0.0330(16) 0.0366(17) 0.0352(13) -0.0001(12) 0.0085(12) -0.0036(13) C20 0.057(2) 0.0369(19) 0.0460(17) 0.0005(14) 0.0002(15) 0.0005(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O1 2.0261(16) 7 ? Co1 O1 2.0261(16) . ? Co1 N2 2.0437(18) 7 ? Co1 N2 2.0437(18) . ? Co1 N1 2.212(2) 7 ? Co1 N1 2.212(2) . ? O1 C18 1.310(3) . ? N2 C12 1.316(3) . ? N2 C6 1.381(3) . ? C18 C17 1.407(3) . ? C18 C13 1.447(3) . ? C6 C7 1.375(3) . ? C6 C5 1.453(4) . ? C2 C1 1.373(4) . ? C2 C3 1.387(4) . ? C14 C15 1.374(4) . ? C14 C13 1.398(4) . ? C4 C3 1.377(4) . ? C4 C5 1.395(3) . ? N3 C11 1.386(3) . ? N3 C12 1.395(3) . ? N3 C7 1.423(3) . ? C17 C16 1.408(4) . ? C7 C8 1.419(3) . ? C5 N1 1.357(3) . ? C15 C16 1.422(3) . ? C13 C12 1.453(4) . ? C16 N4 1.377(3) . ? N1 C1 1.342(3) . ? N4 C21 1.452(3) . ? N4 C19 1.461(3) . ? C9 C8 1.359(4) . ? C9 C10 1.411(4) . ? C11 C10 1.351(4) . ? C21 C22 1.509(4) . ? C19 C20 1.509(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O1 109.31(11) 7 . ? O1 Co1 N2 85.14(7) 7 7 ? O1 Co1 N2 97.55(7) . 7 ? O1 Co1 N2 97.55(7) 7 . ? O1 Co1 N2 85.14(7) . . ? N2 Co1 N2 175.37(12) 7 . ? O1 Co1 N1 155.88(8) 7 7 ? O1 Co1 N1 88.09(7) . 7 ? N2 Co1 N1 75.86(8) 7 7 ? N2 Co1 N1 100.54(8) . 7 ? O1 Co1 N1 88.09(7) 7 . ? O1 Co1 N1 155.88(8) . . ? N2 Co1 N1 100.54(8) 7 . ? N2 Co1 N1 75.86(8) . . ? N1 Co1 N1 81.06(10) 7 . ? C18 O1 Co1 129.88(14) . . ? C12 N2 C6 110.4(2) . . ? C12 N2 Co1 130.38(15) . . ? C6 N2 Co1 118.16(16) . . ? O1 C18 C17 117.6(2) . . ? O1 C18 C13 125.0(2) . . ? C17 C18 C13 117.4(2) . . ? C7 C6 N2 108.5(2) . . ? C7 C6 C5 134.3(2) . . ? N2 C6 C5 117.0(2) . . ? C1 C2 C3 118.2(3) . . ? C15 C14 C13 124.2(2) . . ? C3 C4 C5 120.1(2) . . ? C11 N3 C12 131.5(2) . . ? C11 N3 C7 120.3(2) . . ? C12 N3 C7 107.8(2) . . ? C18 C17 C16 124.3(2) . . ? C6 C7 C8 136.6(3) . . ? C6 C7 N3 105.4(2) . . ? C8 C7 N3 117.9(2) . . ? N1 C5 C4 120.5(3) . . ? N1 C5 C6 113.3(2) . . ? C4 C5 C6 126.2(2) . . ? C14 C15 C16 120.0(2) . . ? C14 C13 C18 117.4(2) . . ? C14 C13 C12 123.4(2) . . ? C18 C13 C12 119.1(2) . . ? N2 C12 N3 107.8(2) . . ? N2 C12 C13 124.7(2) . . ? N3 C12 C13 127.5(2) . . ? N4 C16 C17 122.1(2) . . ? N4 C16 C15 121.3(2) . . ? C17 C16 C15 116.5(2) . . ? C1 N1 C5 118.5(2) . . ? C1 N1 Co1 126.06(16) . . ? C5 N1 Co1 115.43(17) . . ? C16 N4 C21 122.4(2) . . ? C16 N4 C19 122.1(2) . . ? C21 N4 C19 115.0(2) . . ? C8 C9 C10 120.5(3) . . ? C10 C11 N3 119.9(3) . . ? C9 C8 C7 119.9(3) . . ? N4 C21 C22 112.1(2) . . ? C11 C10 C9 120.9(3) . . ? N1 C1 C2 123.7(2) . . ? C4 C3 C2 119.1(2) . . ? N4 C19 C20 112.3(2) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.400 _refine_diff_density_min -0.234 _refine_diff_density_rms 0.058 #===END data_complex_4-S _database_code_depnum_ccdc_archive 'CCDC 764586' #TrackingRef 'CC-2010.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H42 Co N8 O2' _chemical_formula_weight 773.79 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P4(1)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y+1/2, x+1/2, z+1/4' 'y+1/2, -x+1/2, z+3/4' '-x+1/2, y+1/2, -z+1/4' 'x+1/2, -y+1/2, -z+3/4' 'y, x, -z' '-y, -x, -z+1/2' _cell_length_a 13.7816(4) _cell_length_b 13.7816(4) _cell_length_c 19.1276(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3633.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 3557 _cell_measurement_theta_min 1.82 _cell_measurement_theta_max 26.00 _exptl_crystal_description block _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.415 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1620 _exptl_absorpt_coefficient_mu 0.525 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9255 _exptl_absorpt_correction_T_max 0.9255 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% negligible _diffrn_reflns_number 13927 _diffrn_reflns_av_R_equivalents 0.0298 _diffrn_reflns_av_sigmaI/netI 0.0339 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3557 _reflns_number_gt 3304 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0391P)^2^+0.5981P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment CONSTR _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.016(13) _refine_ls_number_reflns 3557 _refine_ls_number_parameters 249 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0341 _refine_ls_R_factor_gt 0.0303 _refine_ls_wR_factor_ref 0.0760 _refine_ls_wR_factor_gt 0.0737 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.775399(18) 0.775399(18) 1.0000 0.02294(10) Uani 1 2 d S . . O1 O 0.64630(9) 0.78406(11) 1.05052(7) 0.0285(3) Uani 1 1 d . . . N2 N 0.70811(12) 0.85142(11) 0.92218(8) 0.0236(3) Uani 1 1 d . . . C12 C 0.61658(14) 0.87904(14) 0.91614(10) 0.0253(4) Uani 1 1 d . . . C6 C 0.76465(15) 0.89771(14) 0.87304(10) 0.0251(4) Uani 1 1 d . . . C4 C 0.93793(16) 0.91608(15) 0.83006(11) 0.0302(5) Uani 1 1 d . . . H4A H 0.9183 0.9529 0.7905 0.036 Uiso 1 1 calc R . . C18 C 0.55893(14) 0.79766(14) 1.02537(10) 0.0254(4) Uani 1 1 d . . . C14 C 0.44030(15) 0.84338(14) 0.93705(11) 0.0274(5) Uani 1 1 d . . . H14A H 0.4258 0.8690 0.8921 0.033 Uiso 1 1 calc R . . N3 N 0.61147(12) 0.94634(12) 0.86180(8) 0.0265(4) Uani 1 1 d . . . C16 C 0.38306(15) 0.76854(15) 1.04393(11) 0.0293(4) Uani 1 1 d . . . C15 C 0.36492(15) 0.80895(14) 0.97709(11) 0.0291(4) Uani 1 1 d . . . H15A H 0.3004 0.8123 0.9599 0.035 Uiso 1 1 calc R . . N1 N 0.89568(12) 0.82783(12) 0.93329(8) 0.0248(4) Uani 1 1 d . . . N4 N 0.30874(13) 0.73047(14) 1.08421(10) 0.0386(5) Uani 1 1 d . . . C2 C 1.06222(16) 0.84325(16) 0.89931(11) 0.0322(5) Uani 1 1 d . . . H2A H 1.1286 0.8302 0.9088 0.039 Uiso 1 1 calc R . . C17 C 0.48015(14) 0.76513(15) 1.06616(10) 0.0279(4) Uani 1 1 d . . . H17A H 0.4935 0.7395 1.1112 0.034 Uiso 1 1 calc R . . C8 C 0.71823(18) 1.01928(15) 0.77485(11) 0.0340(5) Uani 1 1 d . . . H8A H 0.7795 1.0239 0.7524 0.041 Uiso 1 1 calc R . . C5 C 0.86903(15) 0.88111(14) 0.87692(9) 0.0239(4) Uani 1 1 d . . . C13 C 0.53775(15) 0.84267(15) 0.95909(11) 0.0257(4) Uani 1 1 d . . . C7 C 0.70604(15) 0.95685(14) 0.83327(10) 0.0276(4) Uani 1 1 d . . . C11 C 0.53648(16) 1.00554(15) 0.83928(11) 0.0334(5) Uani 1 1 d . . . H11A H 0.4749 1.0026 0.8616 0.040 Uiso 1 1 calc R . . C19 C 0.20709(15) 0.74001(16) 1.06429(13) 0.0372(5) Uani 1 1 d . . . H19A H 0.1687 0.6888 1.0878 0.045 Uiso 1 1 calc R . . H19B H 0.2008 0.7305 1.0132 0.045 Uiso 1 1 calc R . . C20 C 0.16661(17) 0.83866(18) 1.08384(13) 0.0424(5) Uani 1 1 d . . . H20A H 0.0984 0.8425 1.0697 0.064 Uiso 1 1 calc R . . H20B H 0.2037 0.8894 1.0599 0.064 Uiso 1 1 calc R . . H20C H 0.1716 0.8478 1.1345 0.064 Uiso 1 1 calc R . . C9 C 0.64188(17) 1.07240(16) 0.75122(13) 0.0403(5) Uani 1 1 d . . . H9A H 0.6495 1.1130 0.7115 0.048 Uiso 1 1 calc R . . C3 C 1.03523(16) 0.89692(16) 0.84135(11) 0.0333(5) Uani 1 1 d . . . H3A H 1.0829 0.9203 0.8097 0.040 Uiso 1 1 calc R . . C21 C 0.32541(16) 0.69177(16) 1.15384(12) 0.0362(5) Uani 1 1 d D . . H21A H 0.2704 0.7063 1.1828 0.043 Uiso 1 1 d RD . . H21B H 0.3809 0.7205 1.1773 0.043 Uiso 1 1 d RD . . C10 C 0.55107(18) 1.06744(17) 0.78560(13) 0.0409(6) Uani 1 1 d . . . H10A H 0.4996 1.1083 0.7707 0.049 Uiso 1 1 calc R . . C1 C 0.99019(15) 0.80926(15) 0.94295(11) 0.0294(5) Uani 1 1 d . . . H1A H 1.0085 0.7706 0.9819 0.035 Uiso 1 1 calc R . . C22 C 0.3414(2) 0.58290(18) 1.15272(14) 0.0465(6) Uani 1 1 d . . . H22D H 0.3522 0.5596 1.2005 0.070 Uiso 1 1 calc R . . H22A H 0.3982 0.5678 1.1239 0.070 Uiso 1 1 calc R . . H22B H 0.2840 0.5509 1.1331 0.070 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.02225(13) 0.02225(13) 0.02433(18) 0.00191(11) -0.00191(11) -0.00069(15) O1 0.0230(7) 0.0368(8) 0.0257(7) 0.0002(6) -0.0015(5) -0.0013(6) N2 0.0250(9) 0.0213(8) 0.0243(8) 0.0013(6) -0.0002(7) -0.0015(6) C12 0.0283(11) 0.0213(10) 0.0264(10) -0.0017(8) -0.0051(8) -0.0016(8) C6 0.0306(11) 0.0207(9) 0.0238(9) 0.0011(8) -0.0003(8) -0.0025(8) C4 0.0352(12) 0.0268(11) 0.0284(10) 0.0033(8) 0.0013(9) -0.0046(9) C18 0.0258(10) 0.0218(10) 0.0286(10) -0.0056(8) -0.0026(8) -0.0015(8) C14 0.0279(11) 0.0222(10) 0.0321(11) -0.0020(9) -0.0041(8) -0.0004(8) N3 0.0262(9) 0.0219(9) 0.0315(9) 0.0029(7) -0.0059(7) -0.0008(7) C16 0.0253(10) 0.0232(10) 0.0394(11) -0.0047(9) 0.0027(9) -0.0002(9) C15 0.0205(10) 0.0239(10) 0.0429(12) -0.0033(9) -0.0048(8) -0.0004(8) N1 0.0256(9) 0.0218(8) 0.0270(9) -0.0016(7) 0.0008(7) -0.0010(7) N4 0.0247(9) 0.0424(11) 0.0486(11) 0.0109(9) 0.0028(8) 0.0004(8) C2 0.0263(11) 0.0337(12) 0.0367(12) -0.0052(9) 0.0019(9) 0.0014(9) C17 0.0283(11) 0.0263(10) 0.0291(10) -0.0013(9) 0.0014(8) -0.0005(8) C8 0.0395(12) 0.0298(11) 0.0328(11) 0.0074(9) -0.0039(10) -0.0058(10) C5 0.0292(11) 0.0184(10) 0.0242(9) -0.0031(8) -0.0004(8) -0.0004(8) C13 0.0246(10) 0.0213(10) 0.0312(11) -0.0020(8) -0.0025(8) -0.0009(8) C7 0.0309(11) 0.0223(10) 0.0296(10) 0.0006(8) -0.0032(9) -0.0032(8) C11 0.0307(11) 0.0258(11) 0.0437(12) 0.0022(9) -0.0129(10) 0.0013(9) C19 0.0245(11) 0.0351(12) 0.0520(13) -0.0006(10) 0.0057(10) -0.0052(9) C20 0.0325(13) 0.0392(14) 0.0554(14) -0.0071(12) 0.0009(11) 0.0030(9) C9 0.0496(14) 0.0311(11) 0.0401(12) 0.0126(10) -0.0130(12) -0.0093(10) C3 0.0339(12) 0.0337(12) 0.0321(11) -0.0024(9) 0.0059(9) -0.0084(10) C21 0.0304(12) 0.0359(12) 0.0424(12) -0.0014(10) 0.0085(10) -0.0013(9) C10 0.0435(14) 0.0281(12) 0.0512(14) 0.0052(10) -0.0178(11) -0.0001(10) C1 0.0268(11) 0.0301(11) 0.0313(11) 0.0008(9) 0.0006(9) 0.0010(8) C22 0.0550(16) 0.0359(14) 0.0488(15) 0.0006(11) -0.0018(13) -0.0004(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O1 2.0283(13) . ? Co1 O1 2.0283(13) 7_557 ? Co1 N2 2.0428(15) . ? Co1 N2 2.0428(15) 7_557 ? Co1 N1 2.2132(17) 7_557 ? Co1 N1 2.2132(17) . ? O1 C18 1.310(2) . ? N2 C12 1.323(3) . ? N2 C6 1.378(2) . ? C12 N3 1.395(2) . ? C12 C13 1.451(3) . ? C6 C7 1.377(3) . ? C6 C5 1.459(3) . ? C4 C3 1.384(3) . ? C4 C5 1.392(3) . ? C18 C17 1.410(3) . ? C18 C13 1.441(3) . ? C14 C15 1.375(3) . ? C14 C13 1.408(3) . ? N3 C11 1.385(3) . ? N3 C7 1.420(3) . ? C16 N4 1.385(3) . ? C16 C17 1.405(3) . ? C16 C15 1.417(3) . ? N1 C1 1.340(3) . ? N1 C5 1.355(2) . ? N4 C21 1.453(3) . ? N4 C19 1.458(3) . ? C2 C1 1.379(3) . ? C2 C3 1.384(3) . ? C8 C9 1.359(3) . ? C8 C7 1.420(3) . ? C11 C10 1.350(3) . ? C19 C20 1.516(3) . ? C9 C10 1.415(4) . ? C21 C22 1.517(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O1 109.29(9) . 7_557 ? O1 Co1 N2 85.34(6) . . ? O1 Co1 N2 97.44(6) 7_557 . ? O1 Co1 N2 97.44(6) . 7_557 ? O1 Co1 N2 85.34(6) 7_557 7_557 ? N2 Co1 N2 175.23(9) . 7_557 ? O1 Co1 N1 88.15(6) . 7_557 ? O1 Co1 N1 155.86(6) 7_557 7_557 ? N2 Co1 N1 100.61(6) . 7_557 ? N2 Co1 N1 75.67(6) 7_557 7_557 ? O1 Co1 N1 155.86(6) . . ? O1 Co1 N1 88.15(6) 7_557 . ? N2 Co1 N1 75.67(6) . . ? N2 Co1 N1 100.61(6) 7_557 . ? N1 Co1 N1 80.98(9) 7_557 . ? C18 O1 Co1 129.76(12) . . ? C12 N2 C6 110.28(16) . . ? C12 N2 Co1 130.11(13) . . ? C6 N2 Co1 118.55(13) . . ? N2 C12 N3 107.74(17) . . ? N2 C12 C13 124.40(18) . . ? N3 C12 C13 127.86(18) . . ? C7 C6 N2 108.62(18) . . ? C7 C6 C5 134.40(18) . . ? N2 C6 C5 116.78(17) . . ? C3 C4 C5 119.6(2) . . ? O1 C18 C17 117.32(18) . . ? O1 C18 C13 124.80(18) . . ? C17 C18 C13 117.88(18) . . ? C15 C14 C13 123.5(2) . . ? C11 N3 C12 131.37(19) . . ? C11 N3 C7 120.33(17) . . ? C12 N3 C7 107.93(16) . . ? N4 C16 C17 121.56(19) . . ? N4 C16 C15 121.36(19) . . ? C17 C16 C15 117.03(19) . . ? C14 C15 C16 120.33(19) . . ? C1 N1 C5 118.46(17) . . ? C1 N1 Co1 125.88(14) . . ? C5 N1 Co1 115.63(13) . . ? C16 N4 C21 122.15(18) . . ? C16 N4 C19 122.09(19) . . ? C21 N4 C19 115.13(18) . . ? C1 C2 C3 118.2(2) . . ? C16 C17 C18 123.7(2) . . ? C9 C8 C7 119.8(2) . . ? N1 C5 C4 121.00(19) . . ? N1 C5 C6 113.13(17) . . ? C4 C5 C6 125.86(18) . . ? C14 C13 C18 117.36(19) . . ? C14 C13 C12 122.83(19) . . ? C18 C13 C12 119.67(18) . . ? C6 C7 N3 105.41(17) . . ? C6 C7 C8 136.4(2) . . ? N3 C7 C8 118.21(19) . . ? C10 C11 N3 119.8(2) . . ? N4 C19 C20 111.71(19) . . ? C8 C9 C10 120.3(2) . . ? C4 C3 C2 119.2(2) . . ? N4 C21 C22 111.91(19) . . ? C11 C10 C9 121.0(2) . . ? N1 C1 C2 123.5(2) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.292 _refine_diff_density_min -0.277 _refine_diff_density_rms 0.058 #===END