# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # 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_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H29.50 N2 Ni O9.75' _chemical_formula_weight 596.74 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' Ni Ni 0.3393 1.1124 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pcca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' 'x+1/2, -y, -z+1/2' '-x, y, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' '-x-1/2, y, z-1/2' 'x, -y, z-1/2' _cell_length_a 23.423(4) _cell_length_b 11.2363(19) _cell_length_c 22.563(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5938.3(18) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 5356 _cell_measurement_theta_min 1.74 _cell_measurement_theta_max 25.20 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.335 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2492 _exptl_absorpt_coefficient_mu 0.708 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8429 _exptl_absorpt_correction_T_max 0.8891 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX SMART II' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31230 _diffrn_reflns_av_R_equivalents 0.0890 _diffrn_reflns_av_sigmaI/netI 0.0800 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 26.36 _reflns_number_total 6033 _reflns_number_gt 2772 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2004)' _computing_cell_refinement APEX2 _computing_data_reduction APEX2 _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics APEX2 _computing_publication_material APEX2 _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^)+(0.0680P)^2^+1.9000P] 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 6033 _refine_ls_number_parameters 398 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1228 _refine_ls_R_factor_gt 0.0589 _refine_ls_wR_factor_ref 0.1673 _refine_ls_wR_factor_gt 0.1516 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.004 _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 Ni1 Ni 0.0000 0.83844(6) 0.2500 0.0489(3) Uani 1 2 d S . . Ni2 Ni 0.7500 0.5000 0.35267(3) 0.0409(2) Uani 1 2 d S . . O1 O 0.06416(12) 0.8383(2) 0.31081(16) 0.0557(8) Uani 1 1 d . . . O2 O 0.01845(16) 0.8748(4) 0.39566(18) 0.0938(13) Uani 1 1 d . . . O3 O 0.26918(18) 0.8440(4) 0.4922(2) 0.1087(15) Uani 1 1 d . . . O4 O 0.42190(15) 0.6648(4) 0.45882(19) 0.1073(14) Uani 1 1 d . . . O5 O 0.62329(12) 0.3530(3) 0.34971(15) 0.0681(10) Uani 1 1 d . . . O6 O 0.66387(12) 0.5320(3) 0.35376(12) 0.0499(8) Uani 1 1 d . . . O1W O -0.06282(11) 0.8450(2) 0.31746(14) 0.0581(8) Uani 1 1 d . . . H1W H -0.0445 0.8577 0.3477 0.087 Uiso 1 1 d R . . H2W H -0.0784 0.7803 0.3160 0.087 Uiso 1 1 d R . . O2W O 0.76135(13) 0.6870(3) 0.35330(15) 0.0738(10) Uani 1 1 d . . . H3W H 0.7701 0.7356 0.3806 0.111 Uiso 1 1 d R . . H4W H 0.7902 0.6798 0.3324 0.111 Uiso 1 1 d R . . N1 N 0.0000 0.6523(4) 0.2500 0.0415(11) Uani 1 2 d S . . N2 N 0.0000 0.0232(4) 0.2500 0.0565(15) Uani 1 2 d S . . N3 N 0.7500 0.5000 0.4461(2) 0.0419(11) Uani 1 2 d S . . N4 N 0.7500 0.5000 0.7598(2) 0.0484(13) Uani 1 2 d S . . C1 C 0.0630(2) 0.8555(4) 0.3660(3) 0.0630(14) Uani 1 1 d . . . C2 C 0.1183(2) 0.8526(4) 0.3974(3) 0.0647(14) Uani 1 1 d . . . C3 C 0.1682(2) 0.8515(4) 0.3670(3) 0.0734(16) Uani 1 1 d . . . H3 H 0.1679 0.8521 0.3258 0.088 Uiso 1 1 calc R . . C4 C 0.1198(2) 0.8526(5) 0.4591(3) 0.0867(18) Uani 1 1 d . . . H4 H 0.0858 0.8545 0.4802 0.104 Uiso 1 1 calc R . . C5 C 0.1703(3) 0.8499(5) 0.4892(3) 0.0967(19) Uani 1 1 d . . . H5 H 0.1706 0.8495 0.5304 0.116 Uiso 1 1 calc R . . C6 C 0.2200(2) 0.8479(5) 0.4588(3) 0.0807(17) Uani 1 1 d . . . C7 C 0.2207(2) 0.8496(5) 0.3976(3) 0.0844(18) Uani 1 1 d . . . H7 H 0.2551 0.8495 0.3770 0.101 Uiso 1 1 calc R . . C8 C 0.3205(2) 0.8256(6) 0.4617(3) 0.0897(18) Uani 1 1 d . . . H8A H 0.3281 0.8914 0.4351 0.108 Uiso 1 1 calc R . . H8B H 0.3186 0.7528 0.4386 0.108 Uiso 1 1 calc R . . C9 C 0.3677(3) 0.8165(6) 0.5095(3) 0.111(2) Uani 1 1 d . . . H9A H 0.3712 0.8918 0.5302 0.133 Uiso 1 1 calc R . . H9B H 0.3577 0.7557 0.5382 0.133 Uiso 1 1 calc R . . C10 C 0.4226(3) 0.7860(7) 0.4809(3) 0.122(3) Uani 1 1 d . . . H10A H 0.4297 0.8403 0.4483 0.147 Uiso 1 1 calc R . . H10B H 0.4533 0.7949 0.5094 0.147 Uiso 1 1 calc R . . C11 C 0.4730(2) 0.6250(7) 0.4337(2) 0.0824(18) Uani 1 1 d . . . C12 C 0.4743(2) 0.5016(7) 0.4264(2) 0.0816(17) Uani 1 1 d . . . H12 H 0.4432 0.4554 0.4375 0.098 Uiso 1 1 calc R . . C13 C 0.5228(2) 0.4480(5) 0.4024(2) 0.0685(15) Uani 1 1 d . . . H13 H 0.5238 0.3659 0.3971 0.082 Uiso 1 1 calc R . . C14 C 0.56906(18) 0.5158(5) 0.38638(19) 0.0541(12) Uani 1 1 d . . . C15 C 0.5651(2) 0.6380(5) 0.3948(2) 0.0705(15) Uani 1 1 d . . . H15 H 0.5958 0.6857 0.3838 0.085 Uiso 1 1 calc R . . C16 C 0.5174(2) 0.6912(6) 0.4189(2) 0.0828(18) Uani 1 1 d . . . H16 H 0.5165 0.7731 0.4247 0.099 Uiso 1 1 calc R . . C17 C 0.62195(19) 0.4626(5) 0.36107(19) 0.0516(12) Uani 1 1 d . . . C18 C 0.7083(2) 0.5467(5) 0.4766(2) 0.0776(17) Uani 1 1 d . . . H18 H 0.6780 0.5813 0.4562 0.093 Uiso 1 1 calc R . . C19 C 0.7070(2) 0.5470(5) 0.5381(2) 0.0804(18) Uani 1 1 d . . . H19 H 0.6758 0.5804 0.5573 0.096 Uiso 1 1 calc R . . C20 C 0.7500 0.5000 0.5713(3) 0.0465(15) Uani 1 2 d S . . C21 C 0.7500 0.5000 0.6367(2) 0.0375(14) Uani 1 2 d S . . C22 C 0.79512(19) 0.4588(5) 0.6687(2) 0.0729(16) Uani 1 1 d . . . H22 H 0.8273 0.4300 0.6492 0.087 Uiso 1 1 calc R . . C23 C 0.79347(19) 0.4596(5) 0.7289(2) 0.0720(16) Uani 1 1 d . . . H23 H 0.8248 0.4298 0.7493 0.086 Uiso 1 1 calc R . . C24 C 0.04442(18) 0.5902(4) 0.2692(2) 0.0493(12) Uani 1 1 d . . . H24 H 0.0761 0.6316 0.2830 0.059 Uiso 1 1 calc R . . C25 C 0.04619(18) 0.4686(3) 0.2699(2) 0.0503(12) Uani 1 1 d . . . H25 H 0.0786 0.4296 0.2838 0.060 Uiso 1 1 calc R . . C26 C 0.0000 0.4037(5) 0.2500 0.0429(15) Uani 1 2 d S . . C27 C 0.0000 0.2715(5) 0.2500 0.0459(15) Uani 1 2 d S . . C28 C -0.0489(2) 0.2065(4) 0.2432(2) 0.0722(17) Uani 1 1 d . . . H28 H -0.0838 0.2453 0.2391 0.087 Uiso 1 1 calc R . . C29 C -0.04683(19) 0.0854(4) 0.2425(3) 0.0782(18) Uani 1 1 d . . . H29 H -0.0807 0.0442 0.2363 0.094 Uiso 1 1 calc R . . O3W O 0.7595(10) 0.9048(19) 0.3750(14) 0.207(16) Uani 0.25 1 d P . . H3A H 0.7580 0.9062 0.3387 0.310 Uiso 0.25 1 d PR . . H3B H 0.7855 0.8563 0.3783 0.310 Uiso 0.25 1 d PR . . O4W O 0.7500 1.0000 0.3971(6) 0.169(9) Uani 0.50 2 d SP . . O5W O 0.6865(7) 0.7697(15) 0.2752(8) 0.108(6) Uani 0.25 1 d P . . H5A H 0.7125 0.7520 0.2980 0.162 Uiso 0.25 1 d PR . . H5B H 0.7013 0.8060 0.2478 0.162 Uiso 0.25 1 d PR . . O6W O 0.7206(8) 0.8440(14) 0.2692(10) 0.114(7) Uani 0.25 1 d P . . H6A H 0.7002 0.8086 0.2456 0.170 Uiso 0.25 1 d PR . . H6B H 0.7424 0.8754 0.2455 0.170 Uiso 0.25 1 d PR . . O7W O 0.6632(5) 1.0146(11) 0.3165(7) 0.274(11) Uani 0.50 1 d P . . H7A H 0.6797 1.0201 0.2846 0.411 Uiso 0.50 1 d PR . . H7B H 0.6524 0.9495 0.3285 0.411 Uiso 0.50 1 d PR . . O8W O 0.0183(16) 0.9616(19) 0.5248(19) 0.29(2) Uani 0.25 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 Ni1 0.0476(4) 0.0228(4) 0.0764(6) 0.000 0.0059(4) 0.000 Ni2 0.0467(4) 0.0413(5) 0.0347(4) 0.000 0.000 -0.0020(4) O1 0.0569(19) 0.0327(17) 0.078(3) -0.0083(18) -0.0035(17) 0.0000(14) O2 0.069(2) 0.116(4) 0.096(3) -0.032(2) 0.009(2) -0.005(2) O3 0.077(3) 0.130(4) 0.119(4) 0.000(3) -0.008(3) 0.019(3) O4 0.072(2) 0.151(4) 0.099(3) -0.010(3) 0.004(2) 0.038(3) O5 0.0518(19) 0.067(2) 0.085(3) -0.018(2) 0.0006(17) -0.0062(17) O6 0.0460(17) 0.059(2) 0.0445(19) -0.0004(15) 0.0008(14) 0.0026(14) O1W 0.0548(18) 0.0399(17) 0.080(2) -0.0063(17) 0.0080(16) -0.0029(14) O2W 0.089(2) 0.056(2) 0.077(3) -0.0030(18) 0.0133(19) -0.0016(17) N1 0.049(3) 0.025(3) 0.050(3) 0.000 0.005(2) 0.000 N2 0.050(3) 0.026(3) 0.093(5) 0.000 0.007(3) 0.000 N3 0.046(3) 0.052(3) 0.028(3) 0.000 0.000 0.004(3) N4 0.045(3) 0.061(3) 0.039(3) 0.000 0.000 0.001(3) C1 0.058(3) 0.042(3) 0.089(5) -0.010(3) 0.000(3) -0.004(2) C2 0.059(3) 0.058(3) 0.077(4) -0.004(3) -0.001(3) -0.004(2) C3 0.062(3) 0.062(4) 0.096(5) 0.002(3) -0.010(3) 0.000(3) C4 0.065(4) 0.096(5) 0.099(5) -0.006(4) 0.002(3) 0.000(3) C5 0.084(5) 0.106(5) 0.100(5) -0.001(4) -0.001(4) -0.001(4) C6 0.064(4) 0.088(4) 0.090(5) 0.006(4) -0.014(4) 0.008(3) C7 0.072(4) 0.068(4) 0.113(6) 0.012(4) 0.014(4) 0.003(3) C8 0.077(4) 0.096(5) 0.096(5) 0.002(4) 0.003(4) 0.013(3) C9 0.091(5) 0.133(6) 0.109(6) 0.005(5) 0.009(4) 0.030(4) C10 0.085(5) 0.169(8) 0.112(6) -0.037(5) 0.007(4) 0.047(5) C11 0.057(4) 0.121(6) 0.069(4) -0.009(4) 0.000(3) 0.034(4) C12 0.047(3) 0.130(6) 0.068(4) 0.006(4) 0.000(3) 0.008(4) C13 0.051(3) 0.100(4) 0.054(3) 0.004(3) -0.003(3) 0.000(3) C14 0.047(3) 0.075(4) 0.041(3) 0.000(3) -0.007(2) 0.004(3) C15 0.065(3) 0.084(4) 0.062(4) -0.006(3) -0.004(3) 0.009(3) C16 0.059(3) 0.103(5) 0.086(5) -0.014(4) 0.000(3) 0.019(3) C17 0.048(3) 0.072(4) 0.035(3) -0.004(2) -0.007(2) 0.003(2) C18 0.063(3) 0.124(5) 0.046(4) -0.018(3) -0.009(3) 0.035(3) C19 0.059(3) 0.138(5) 0.044(3) -0.018(3) -0.001(3) 0.032(3) C20 0.054(4) 0.051(4) 0.036(4) 0.000 0.000 0.002(3) C21 0.039(3) 0.036(3) 0.037(4) 0.000 0.000 0.006(3) C22 0.055(3) 0.123(5) 0.041(3) -0.008(3) 0.000(2) 0.033(3) C23 0.050(3) 0.123(5) 0.043(3) -0.006(3) -0.007(2) 0.028(3) C24 0.049(3) 0.032(3) 0.067(3) -0.003(2) 0.001(2) -0.001(2) C25 0.053(3) 0.029(3) 0.069(3) -0.001(2) 0.001(2) 0.0041(19) C26 0.046(3) 0.030(3) 0.053(4) 0.000 0.018(3) 0.000 C27 0.054(4) 0.017(3) 0.067(4) 0.000 0.009(3) 0.000 C28 0.053(3) 0.027(2) 0.137(5) 0.000(3) -0.005(3) 0.004(2) C29 0.049(3) 0.030(3) 0.156(6) -0.002(3) -0.003(3) -0.003(2) O3W 0.16(2) 0.136(18) 0.32(3) -0.17(2) 0.14(2) -0.099(16) O4W 0.070(8) 0.38(3) 0.053(8) 0.000 0.000 0.013(15) O5W 0.115(14) 0.078(13) 0.131(16) -0.060(12) -0.031(12) 0.048(10) O6W 0.101(14) 0.046(10) 0.19(2) 0.046(12) 0.022(13) 0.018(9) O7W 0.186(11) 0.241(14) 0.39(2) -0.252(15) -0.216(13) 0.164(11) O8W 0.36(5) 0.070(19) 0.43(6) -0.03(2) 0.19(4) 0.06(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 Ni1 O1 2.035(3) 4 ? Ni1 O1 2.035(3) . ? Ni1 N2 2.076(5) 1_565 ? Ni1 N1 2.091(4) . ? Ni1 O1W 2.118(3) 4 ? Ni1 O1W 2.118(3) . ? Ni2 O6 2.049(3) . ? Ni2 O6 2.049(3) 2_665 ? Ni2 N4 2.095(5) 7_755 ? Ni2 N3 2.108(4) . ? Ni2 O2W 2.118(3) 2_665 ? Ni2 O2W 2.118(3) . ? O1 C1 1.260(6) . ? O2 C1 1.259(6) . ? O3 C6 1.377(6) . ? O3 C8 1.400(6) . ? O4 C11 1.397(6) . ? O4 C10 1.450(7) . ? O5 C17 1.258(5) . ? O6 C17 1.264(5) . ? O1W H1W 0.8195 . ? O1W H2W 0.8139 . ? O2W H3W 0.8489 . ? O2W H4W 0.8286 . ? N1 C24 1.326(4) 4 ? N1 C24 1.326(4) . ? N2 C29 1.311(5) . ? N2 C29 1.311(5) 4 ? N2 Ni1 2.076(5) 1_545 ? N3 C18 1.306(5) . ? N3 C18 1.306(5) 2_665 ? N4 C23 1.316(5) 2_665 ? N4 C23 1.316(5) . ? N4 Ni2 2.095(5) 7_756 ? C1 C2 1.476(7) . ? C2 C3 1.357(7) . ? C2 C4 1.393(7) . ? C3 C7 1.410(7) . ? C3 H3 0.9300 . ? C4 C5 1.364(7) . ? C4 H4 0.9300 . ? C5 C6 1.351(8) . ? C5 H5 0.9300 . ? C6 C7 1.380(8) . ? C7 H7 0.9300 . ? C8 C9 1.548(8) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.479(7) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C16 1.323(8) . ? C11 C12 1.396(8) . ? C12 C13 1.395(7) . ? C12 H12 0.9300 . ? C13 C14 1.373(6) . ? C13 H13 0.9300 . ? C14 C15 1.389(6) . ? C14 C17 1.490(6) . ? C15 C16 1.379(7) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C18 C19 1.387(7) . ? C18 H18 0.9300 . ? C19 C20 1.361(6) . ? C19 H19 0.9300 . ? C20 C19 1.361(6) 2_665 ? C20 C21 1.476(8) . ? C21 C22 1.361(5) . ? C21 C22 1.361(5) 2_665 ? C22 C23 1.359(6) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? C24 C25 1.366(6) . ? C24 H24 0.9300 . ? C25 C26 1.380(5) . ? C25 H25 0.9300 . ? C26 C25 1.380(5) 4 ? C26 C27 1.486(7) . ? C27 C28 1.367(5) . ? C27 C28 1.367(5) 4 ? C28 C29 1.362(6) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? O3W O4W 1.200(16) . ? O3W H3A 0.8202 . ? O3W H3B 0.8201 . ? O4W O3W 1.200(16) 2_675 ? O5W O6W 1.16(2) . ? O5W H5A 0.8200 . ? O5W H5B 0.8201 . ? O5W H6A 0.8615 . ? O6W H5A 1.2347 . ? O6W H5B 0.7873 . ? O6W H6A 0.8180 . ? O6W H6B 0.8200 . ? O7W H7A 0.8199 . ? O7W H7B 0.8200 . ? O8W O8W 1.65(8) 5_576 ? 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 Ni1 O1 179.92(18) 4 . ? O1 Ni1 N2 90.04(8) 4 1_565 ? O1 Ni1 N2 90.04(8) . 1_565 ? O1 Ni1 N1 89.96(8) 4 . ? O1 Ni1 N1 89.96(8) . . ? N2 Ni1 N1 180.000(1) 1_565 . ? O1 Ni1 O1W 91.64(13) 4 4 ? O1 Ni1 O1W 88.36(13) . 4 ? N2 Ni1 O1W 88.00(7) 1_565 4 ? N1 Ni1 O1W 92.00(7) . 4 ? O1 Ni1 O1W 88.36(13) 4 . ? O1 Ni1 O1W 91.64(13) . . ? N2 Ni1 O1W 88.00(7) 1_565 . ? N1 Ni1 O1W 92.00(7) . . ? O1W Ni1 O1W 176.00(15) 4 . ? O6 Ni2 O6 178.63(16) . 2_665 ? O6 Ni2 N4 90.68(8) . 7_755 ? O6 Ni2 N4 90.68(8) 2_665 7_755 ? O6 Ni2 N3 89.32(8) . . ? O6 Ni2 N3 89.32(8) 2_665 . ? N4 Ni2 N3 180.000(1) 7_755 . ? O6 Ni2 O2W 92.89(12) . 2_665 ? O6 Ni2 O2W 87.10(12) 2_665 2_665 ? N4 Ni2 O2W 90.38(9) 7_755 2_665 ? N3 Ni2 O2W 89.62(9) . 2_665 ? O6 Ni2 O2W 87.10(12) . . ? O6 Ni2 O2W 92.89(12) 2_665 . ? N4 Ni2 O2W 90.38(9) 7_755 . ? N3 Ni2 O2W 89.62(9) . . ? O2W Ni2 O2W 179.24(18) 2_665 . ? C1 O1 Ni1 130.6(3) . . ? C6 O3 C8 117.0(5) . . ? C11 O4 C10 115.5(5) . . ? C17 O6 Ni2 131.1(3) . . ? Ni1 O1W H1W 103.9 . . ? Ni1 O1W H2W 104.5 . . ? H1W O1W H2W 115.1 . . ? Ni2 O2W H3W 132.3 . . ? Ni2 O2W H4W 90.0 . . ? H3W O2W H4W 106.2 . . ? C24 N1 C24 116.4(5) 4 . ? C24 N1 Ni1 121.8(2) 4 . ? C24 N1 Ni1 121.8(2) . . ? C29 N2 C29 115.6(5) . 4 ? C29 N2 Ni1 122.2(3) . 1_545 ? C29 N2 Ni1 122.2(3) 4 1_545 ? C18 N3 C18 116.4(6) . 2_665 ? C18 N3 Ni2 121.8(3) . . ? C18 N3 Ni2 121.8(3) 2_665 . ? C23 N4 C23 115.9(6) 2_665 . ? C23 N4 Ni2 122.1(3) 2_665 7_756 ? C23 N4 Ni2 122.1(3) . 7_756 ? O2 C1 O1 124.7(5) . . ? O2 C1 C2 118.4(5) . . ? O1 C1 C2 116.9(5) . . ? C3 C2 C4 118.9(5) . . ? C3 C2 C1 120.9(6) . . ? C4 C2 C1 120.2(5) . . ? C2 C3 C7 120.3(6) . . ? C2 C3 H3 119.8 . . ? C7 C3 H3 119.8 . . ? C5 C4 C2 121.4(6) . . ? C5 C4 H4 119.3 . . ? C2 C4 H4 119.3 . . ? C6 C5 C4 119.6(7) . . ? C6 C5 H5 120.2 . . ? C4 C5 H5 120.2 . . ? C5 C6 O3 116.3(6) . . ? C5 C6 C7 121.2(6) . . ? O3 C6 C7 122.5(6) . . ? C6 C7 C3 118.6(6) . . ? C6 C7 H7 120.7 . . ? C3 C7 H7 120.7 . . ? O3 C8 C9 106.3(5) . . ? O3 C8 H8A 110.5 . . ? C9 C8 H8A 110.5 . . ? O3 C8 H8B 110.5 . . ? C9 C8 H8B 110.5 . . ? H8A C8 H8B 108.7 . . ? C10 C9 C8 109.4(6) . . ? C10 C9 H9A 109.8 . . ? C8 C9 H9A 109.8 . . ? C10 C9 H9B 109.8 . . ? C8 C9 H9B 109.8 . . ? H9A C9 H9B 108.2 . . ? O4 C10 C9 111.0(6) . . ? O4 C10 H10A 109.4 . . ? C9 C10 H10A 109.4 . . ? O4 C10 H10B 109.4 . . ? C9 C10 H10B 109.4 . . ? H10A C10 H10B 108.0 . . ? C16 C11 C12 120.7(5) . . ? C16 C11 O4 126.6(7) . . ? C12 C11 O4 112.7(6) . . ? C13 C12 C11 119.6(5) . . ? C13 C12 H12 120.2 . . ? C11 C12 H12 120.2 . . ? C14 C13 C12 120.3(6) . . ? C14 C13 H13 119.8 . . ? C12 C13 H13 119.8 . . ? C13 C14 C15 117.4(5) . . ? C13 C14 C17 122.3(5) . . ? C15 C14 C17 120.3(5) . . ? C16 C15 C14 122.4(5) . . ? C16 C15 H15 118.8 . . ? C14 C15 H15 118.8 . . ? C11 C16 C15 119.6(6) . . ? C11 C16 H16 120.2 . . ? C15 C16 H16 120.2 . . ? O5 C17 O6 123.9(4) . . ? O5 C17 C14 119.4(4) . . ? O6 C17 C14 116.6(5) . . ? N3 C18 C19 122.9(5) . . ? N3 C18 H18 118.6 . . ? C19 C18 H18 118.6 . . ? C20 C19 C18 122.3(5) . . ? C20 C19 H19 118.9 . . ? C18 C19 H19 118.9 . . ? C19 C20 C19 113.2(6) 2_665 . ? C19 C20 C21 123.4(3) 2_665 . ? C19 C20 C21 123.4(3) . . ? C22 C21 C22 116.0(6) . 2_665 ? C22 C21 C20 122.0(3) . . ? C22 C21 C20 122.0(3) 2_665 . ? C23 C22 C21 120.4(4) . . ? C23 C22 H22 119.8 . . ? C21 C22 H22 119.8 . . ? N4 C23 C22 123.7(5) . . ? N4 C23 H23 118.1 . . ? C22 C23 H23 118.1 . . ? N1 C24 C25 123.6(4) . . ? N1 C24 H24 118.2 . . ? C25 C24 H24 118.2 . . ? C24 C25 C26 120.0(4) . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 120.0 . . ? C25 C26 C25 116.2(5) . 4 ? C25 C26 C27 121.9(3) . . ? C25 C26 C27 121.9(3) 4 . ? C28 C27 C28 115.5(5) . 4 ? C28 C27 C26 122.3(3) . . ? C28 C27 C26 122.3(3) 4 . ? C29 C28 C27 120.3(4) . . ? C29 C28 H28 119.9 . . ? C27 C28 H28 119.9 . . ? N2 C29 C28 124.1(4) . . ? N2 C29 H29 117.9 . . ? C28 C29 H29 117.9 . . ? O4W O3W H3A 113.0 . . ? O4W O3W H3B 133.8 . . ? H3A O3W H3B 97.7 . . ? O3W O4W O3W 131(4) . 2_675 ? O6W O5W H5A 74.7 . . ? O6W O5W H5B 42.5 . . ? H5A O5W H5B 106.2 . . ? O6W O5W H6A 44.6 . . ? H5A O5W H6A 109.3 . . ? H5B O5W H6A 3.2 . . ? O5W O6W H5A 39.8 . . ? O5W O6W H5B 44.7 . . ? H5A O6W H5B 77.4 . . ? O5W O6W H6A 47.7 . . ? H5A O6W H6A 81.1 . . ? H5B O6W H6A 3.9 . . ? O5W O6W H6B 144.4 . . ? H5A O6W H6B 143.1 . . ? H5B O6W H6B 100.8 . . ? H6A O6W H6B 98.5 . . ? H7A O7W H7B 120.1 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 26.36 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.791 _refine_diff_density_min -0.412 _refine_diff_density_rms 0.082 _database_code_depnum_ccdc_archive 'CCDC 913913' ####################################################################### # # 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_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C70 H56.58 Co2 N12 O14.29 S3' _chemical_formula_weight 1508.55 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' 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' S S 0.1246 0.1234 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M p-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 14.079(5) _cell_length_b 14.669(5) _cell_length_c 19.559(6) _cell_angle_alpha 108.878(5) _cell_angle_beta 92.031(7) _cell_angle_gamma 116.314(5) _cell_volume 3349.0(19) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 11411 _cell_measurement_theta_min 1.65 _cell_measurement_theta_max 25.10 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.497 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1557 _exptl_absorpt_coefficient_mu 0.666 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8302 _exptl_absorpt_correction_T_max 0.8895 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX SMART II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_reflns_number 16723 _diffrn_reflns_av_R_equivalents 0.0941 _diffrn_reflns_av_sigmaI/netI 0.5254 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 25.10 _reflns_number_total 11400 _reflns_number_gt 2323 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2004)' _computing_cell_refinement APEX2 _computing_data_reduction APEX2 _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics APEX2 _computing_publication_material APEX2 _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. It was assigned to some non-hydrogen atoms an isotropic temperature factor of 1.3 times the isotropic temperature factor of the atom to which they were attached. ; _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^)+(0.0000P)^2^+0.0100P] 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 11400 _refine_ls_number_parameters 906 _refine_ls_number_restraints 19 _refine_ls_R_factor_all 0.2876 _refine_ls_R_factor_gt 0.0594 _refine_ls_wR_factor_ref 0.0823 _refine_ls_wR_factor_gt 0.0645 _refine_ls_goodness_of_fit_ref 0.640 _refine_ls_restrained_S_all 0.644 _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 0.20213(7) 0.21866(9) 0.26300(6) 0.0581(4) Uani 1 1 d . . . Co2 Co 0.26513(7) 0.32179(8) 0.41667(5) 0.0580(4) Uani 1 1 d . . . N1 N 0.2116(6) 0.2206(5) 0.1568(3) 0.0534(19) Uani 1 1 d . . . N2 N 0.3608(5) 0.2469(5) -0.0696(4) 0.070(2) Uani 1 1 d . . . N3 N 0.3634(5) 0.2266(5) -0.1428(4) 0.075(2) Uani 1 1 d . . . N4 N 0.2235(9) 0.0776(8) -0.4167(5) 0.096(3) Uani 1 1 d . . . N5 N 0.2817(5) 0.3355(5) 0.5248(3) 0.0446(18) Uani 1 1 d . . . N6 N 0.4245(5) 0.4742(5) 0.7990(4) 0.072(2) Uani 1 1 d . . . N7 N 0.4167(4) 0.4977(5) 0.8727(3) 0.062(2) Uani 1 1 d . . . N8 N 0.2396(7) 0.4670(7) 1.0924(4) 0.079(2) Uani 1 1 d . . . O1 O 0.1394(4) 0.0561(4) 0.2480(3) 0.085(2) Uani 1 1 d . . . O2 O 0.1928(4) 0.1505(4) 0.3695(3) 0.081(2) Uani 1 1 d . . . O3 O 0.0719(4) -0.3068(5) 0.3801(3) 0.0818(19) Uani 1 1 d . . . O4 O -0.1402(4) -0.5765(4) 0.3218(3) 0.0779(19) Uani 1 1 d . . . O5 O -0.6443(3) -0.7561(4) 0.2769(3) 0.0578(17) Uani 1 1 d . . . O6 O -0.5950(3) -0.6712(4) 0.4011(3) 0.0702(18) Uani 1 1 d . . . O7 O 0.2742(4) 0.3950(4) 0.3038(3) 0.0606(17) Uani 1 1 d . . . O8 O 0.3155(4) 0.4767(4) 0.4255(3) 0.0664(17) Uani 1 1 d . . . O9 O 0.3904(4) 0.8689(5) 0.3250(3) 0.088(2) Uani 1 1 d . . . O10 O 0.6138(4) 1.1227(4) 0.3769(3) 0.0847(19) Uani 1 1 d . . . O11 O 1.0633(3) 1.2170(4) 0.2793(3) 0.0670(18) Uani 1 1 d . . . O12 O 1.1117(4) 1.2938(4) 0.4037(3) 0.0663(18) Uani 1 1 d . . . S1 S 0.16657(16) 0.11868(18) -0.13873(12) 0.0765(7) Uani 1 1 d . . . S2 S 0.22410(15) 0.38951(18) 0.80178(12) 0.0732(7) Uani 1 1 d . . . C1 C 0.1551(6) 0.0607(8) 0.3126(6) 0.068(3) Uani 1 1 d . . . C2 C 0.1270(5) -0.0382(7) 0.3282(5) 0.048(2) Uani 1 1 d . . . C3 C 0.1383(5) -0.0331(7) 0.4014(5) 0.067(3) Uani 1 1 d . . . H3 H 0.1611 0.0336 0.4404 0.081 Uiso 1 1 calc R . . C4 C 0.1165(6) -0.1241(8) 0.4156(4) 0.064(3) Uani 1 1 d . . . H4 H 0.1206 -0.1205 0.4640 0.077 Uiso 1 1 calc R . . C5 C 0.0875(5) -0.2242(7) 0.3567(6) 0.055(2) Uani 1 1 d . . . C6 C 0.0742(5) -0.2326(7) 0.2855(5) 0.064(3) Uani 1 1 d . . . H6 H 0.0521 -0.2994 0.2467 0.076 Uiso 1 1 calc R . . C7 C 0.0941(6) -0.1394(8) 0.2720(5) 0.064(3) Uani 1 1 d . . . H7 H 0.0851 -0.1449 0.2232 0.077 Uiso 1 1 calc R . . C8 C 0.0653(6) -0.4032(7) 0.3272(4) 0.083(3) Uani 1 1 d . . . H8A H 0.1313 -0.3854 0.3082 0.099 Uiso 1 1 calc R . . H8B H 0.0047 -0.4360 0.2862 0.099 Uiso 1 1 calc R . . C9 C 0.0500(5) -0.4828(6) 0.3650(4) 0.074(3) Uani 1 1 d . . . H9A H 0.1081 -0.4475 0.4080 0.089 Uiso 1 1 calc R . . H9B H 0.0527 -0.5463 0.3314 0.089 Uiso 1 1 calc R . . C10 C -0.0591(6) -0.5195(6) 0.3886(4) 0.081(3) Uani 1 1 d . . . H10A H -0.0678 -0.5678 0.4148 0.097 Uiso 1 1 calc R . . H10B H -0.0642 -0.4565 0.4208 0.097 Uiso 1 1 calc R . . C11 C -0.2438(7) -0.6062(7) 0.3312(6) 0.063(3) Uani 1 1 d . . . C12 C -0.3186(7) -0.6586(6) 0.2640(5) 0.069(3) Uani 1 1 d . . . H12 H -0.2965 -0.6712 0.2192 0.083 Uiso 1 1 calc R . . C13 C -0.4276(6) -0.6915(5) 0.2664(4) 0.051(2) Uani 1 1 d . . . H13 H -0.4782 -0.7253 0.2223 0.062 Uiso 1 1 calc R . . C14 C -0.4627(7) -0.6752(6) 0.3333(5) 0.055(2) Uani 1 1 d . . . C15 C -0.3838(7) -0.6246(6) 0.3975(4) 0.054(2) Uani 1 1 d . . . H15 H -0.4046 -0.6123 0.4428 0.065 Uiso 1 1 calc R . . C16 C -0.2767(6) -0.5922(6) 0.3968(5) 0.064(3) Uani 1 1 d . . . H16 H -0.2265 -0.5607 0.4408 0.077 Uiso 1 1 calc R . . C17 C -0.5759(6) -0.7047(6) 0.3371(5) 0.055(3) Uani 1 1 d . . . C18 C 0.3087(6) 0.4803(7) 0.3622(5) 0.047(2) Uani 1 1 d . . . C19 C 0.3353(6) 0.5860(7) 0.3550(5) 0.048(2) Uani 1 1 d . . . C20 C 0.3403(5) 0.5920(7) 0.2862(5) 0.063(3) Uani 1 1 d . . . H20 H 0.3282 0.5312 0.2450 0.075 Uiso 1 1 calc R . . C21 C 0.3637(6) 0.6904(9) 0.2802(5) 0.074(3) Uani 1 1 d . . . H21 H 0.3726 0.6976 0.2350 0.089 Uiso 1 1 calc R . . C22 C 0.3741(6) 0.7778(8) 0.3398(6) 0.067(3) Uani 1 1 d . . . C23 C 0.3676(5) 0.7728(7) 0.4088(5) 0.063(3) Uani 1 1 d . . . H23 H 0.3747 0.8320 0.4493 0.076 Uiso 1 1 calc R . . C24 C 0.3499(5) 0.6744(8) 0.4148(5) 0.054(2) Uani 1 1 d . . . H24 H 0.3481 0.6691 0.4609 0.065 Uiso 1 1 calc R . . C25 C 0.4040(6) 0.9642(7) 0.3815(5) 0.087(3) Uani 1 1 d . . . H25A H 0.4649 0.9910 0.4209 0.104 Uiso 1 1 calc R . . H25B H 0.3394 0.9492 0.4019 0.104 Uiso 1 1 calc R . . C26 C 0.4246(5) 1.0479(6) 0.3474(5) 0.100(3) Uani 1 1 d . . . H26A H 0.4319 1.1146 0.3846 0.120 Uiso 1 1 calc R . . H26B H 0.3630 1.0198 0.3082 0.120 Uiso 1 1 calc R . . C27 C 0.5270(6) 1.0746(6) 0.3160(4) 0.085(3) Uani 1 1 d . . . H27A H 0.5225 1.0082 0.2803 0.102 Uiso 1 1 calc R . . H27B H 0.5368 1.1254 0.2918 0.102 Uiso 1 1 calc R . . C28 C 0.7146(7) 1.1510(7) 0.3622(6) 0.063(3) Uani 1 1 d . . . C29 C 0.7963(9) 1.1978(7) 0.4234(5) 0.074(3) Uani 1 1 d . . . H29 H 0.7792 1.2074 0.4699 0.089 Uiso 1 1 calc R . . C30 C 0.9018(7) 1.2306(6) 0.4173(6) 0.075(3) Uani 1 1 d . . . H30 H 0.9559 1.2645 0.4597 0.090 Uiso 1 1 calc R . . C31 C 0.9287(7) 1.2138(6) 0.3492(5) 0.056(2) Uani 1 1 d . . . C32 C 0.8471(8) 1.1652(6) 0.2874(5) 0.068(3) Uani 1 1 d . . . H32 H 0.8640 1.1545 0.2409 0.082 Uiso 1 1 calc R . . C33 C 0.7414(7) 1.1325(6) 0.2938(5) 0.070(3) Uani 1 1 d . . . H33 H 0.6872 1.0974 0.2514 0.084 Uiso 1 1 calc R . . C34 C 1.0418(6) 1.2450(6) 0.3444(5) 0.059(3) Uani 1 1 d . . . C35 C 0.3061(6) 0.2826(6) 0.1450(4) 0.058(3) Uani 1 1 d . . . H35 H 0.3626 0.3327 0.1856 0.070 Uiso 1 1 calc R . . C36 C 0.3258(5) 0.2774(6) 0.0754(4) 0.056(2) Uani 1 1 d . . . H36 H 0.3941 0.3221 0.0694 0.067 Uiso 1 1 calc R . . C37 C 0.2415(7) 0.2042(6) 0.0151(4) 0.050(2) Uani 1 1 d . . . C38 C 0.1429(6) 0.1456(6) 0.0275(4) 0.061(3) Uani 1 1 d . . . H38 H 0.0835 0.1002 -0.0119 0.074 Uiso 1 1 calc R . . C39 C 0.1301(5) 0.1524(6) 0.0970(5) 0.057(2) Uani 1 1 d . . . H39 H 0.0622 0.1082 0.1037 0.068 Uiso 1 1 calc R . . C40 C 0.2626(6) 0.1955(6) -0.0579(4) 0.055(2) Uani 1 1 d . . . C41 C 0.2681(6) 0.1600(6) -0.1850(5) 0.055(2) Uani 1 1 d . . . C42 C 0.2529(9) 0.1300(7) -0.2658(5) 0.066(3) Uani 1 1 d . . . C43 C 0.3388(8) 0.1596(7) -0.2970(6) 0.090(3) Uani 1 1 d . . . H43 H 0.4090 0.2001 -0.2687 0.108 Uiso 1 1 calc R . . C44 C 0.3194(8) 0.1280(8) -0.3727(7) 0.094(4) Uani 1 1 d . . . H44 H 0.3792 0.1436 -0.3946 0.113 Uiso 1 1 calc R . . C45 C 0.1416(8) 0.0487(8) -0.3845(7) 0.109(4) Uani 1 1 d . . . H45 H 0.0726 0.0069 -0.4146 0.131 Uiso 1 1 calc R . . C46 C 0.1489(8) 0.0756(8) -0.3078(6) 0.091(3) Uani 1 1 d . . . H46 H 0.0880 0.0579 -0.2869 0.109 Uiso 1 1 calc R . . C47 C 0.3815(6) 0.3884(6) 0.5685(5) 0.054(2) Uani 1 1 d . . . H47 H 0.4416 0.4079 0.5469 0.064 Uiso 1 1 calc R . . C48 C 0.3973(5) 0.4139(5) 0.6420(4) 0.055(2) Uani 1 1 d . . . H48 H 0.4674 0.4484 0.6696 0.066 Uiso 1 1 calc R . . C49 C 0.3121(7) 0.3900(6) 0.6767(4) 0.049(2) Uani 1 1 d . . . C50 C 0.2094(6) 0.3321(6) 0.6333(5) 0.072(3) Uani 1 1 d . . . H50 H 0.1488 0.3098 0.6541 0.087 Uiso 1 1 calc R . . C51 C 0.1987(5) 0.3081(6) 0.5596(5) 0.058(3) Uani 1 1 d . . . H51 H 0.1288 0.2699 0.5310 0.070 Uiso 1 1 calc R . . C52 C 0.3276(6) 0.4210(6) 0.7568(5) 0.053(2) Uani 1 1 d . . . C53 C 0.3184(6) 0.4533(6) 0.8822(4) 0.057(2) Uani 1 1 d . . . C54 C 0.2892(9) 0.4623(7) 0.9560(5) 0.056(2) Uani 1 1 d . . . C55 C 0.3696(6) 0.5204(7) 1.0186(6) 0.070(3) Uani 1 1 d . . . H55 H 0.4420 0.5573 1.0162 0.084 Uiso 1 1 calc R . . C56 C 0.3404(8) 0.5225(7) 1.0847(5) 0.078(3) Uani 1 1 d . . . H56 H 0.3948 0.5657 1.1273 0.093 Uiso 1 1 calc R . . C57 C 0.1626(8) 0.4096(8) 1.0332(6) 0.093(4) Uani 1 1 d . . . H57 H 0.0916 0.3708 1.0376 0.112 Uiso 1 1 calc R . . C58 C 0.1837(7) 0.4051(7) 0.9641(6) 0.087(3) Uani 1 1 d . . . H58 H 0.1271 0.3635 0.9227 0.105 Uiso 1 1 calc R . . N9 N 0.8638(11) 0.3394(12) 0.9074(9) 0.170(6) Uani 1 1 d . A . C59 C 0.8588(15) 0.3589(12) 0.9765(9) 0.147(7) Uani 1 1 d . . . H59 H 0.9205 0.4107 1.0132 0.177 Uiso 1 1 calc R . . C60 C 0.7613(14) 0.3024(12) 0.9959(8) 0.110(5) Uani 1 1 d . A . H60 H 0.7577 0.3180 1.0454 0.132 Uiso 1 1 calc R . . C61 C 0.6736(9) 0.2263(11) 0.9435(10) 0.100(5) Uani 1 1 d D . . C62 C 0.6785(10) 0.2061(10) 0.8700(7) 0.125(5) Uani 1 1 d . A . H62 H 0.6182 0.1556 0.8319 0.150 Uiso 1 1 calc R . . C63 C 0.7795(15) 0.2662(15) 0.8566(8) 0.151(6) Uani 1 1 d . . . H63 H 0.7863 0.2525 0.8077 0.181 Uiso 1 1 calc R A . C64 C 0.5751(8) 0.1706(8) 0.9678(5) 0.135(4) Uiso 0.61 1 d PD A 1 S5 S 0.4651(3) 0.0703(3) 0.9292(3) 0.0885(14) Uiso 0.61 1 d PD A 1 C65 C 0.4046(8) 0.0592(8) 0.9945(5) 0.130(4) Uiso 0.61 1 d PD A 1 N11 N 0.4810(8) 0.1526(9) 1.0697(6) 0.097(4) Uiso 0.61 1 d PD A 1 N10 N 0.5874(8) 0.2186(9) 1.0519(6) 0.093(4) Uiso 0.61 1 d PD A 1 C65A C 0.4046(8) 0.0592(8) 0.9945(5) 0.130(4) Uiso 0.39 1 d PD A 2 S5A S 0.5116(6) 0.1510(6) 1.0262(4) 0.095(2) Uiso 0.39 1 d PD A 2 C64A C 0.5751(8) 0.1706(8) 0.9678(5) 0.135(4) Uiso 0.39 1 d PD A 2 N11A N 0.3829(13) -0.0027(13) 0.9044(8) 0.111(7) Uiso 0.39 1 d PD A 2 N10A N 0.4915(14) 0.0762(14) 0.8918(10) 0.139(10) Uiso 0.39 1 d PD A 2 C70 C 0.3020(8) -0.0081(10) 1.0110(10) 0.079(3) Uani 1 1 d D . . C66 C 0.2829(11) 0.0106(8) 1.0797(7) 0.097(4) Uani 1 1 d . A . H66 H 0.3369 0.0655 1.1206 0.117 Uiso 1 1 calc R . . C67 C 0.1803(15) -0.0548(14) 1.0872(8) 0.121(6) Uani 1 1 d . . . H67 H 0.1673 -0.0411 1.1348 0.146 Uiso 1 1 calc R A . N12 N 0.0983(12) -0.1356(12) 1.0321(10) 0.157(6) Uani 1 1 d . A . C68 C 0.1244(13) -0.1448(13) 0.9671(9) 0.134(6) Uani 1 1 d . . . H68 H 0.0696 -0.1980 0.9261 0.160 Uiso 1 1 calc R A . C69 C 0.2226(14) -0.0853(12) 0.9529(7) 0.113(4) Uani 1 1 d . A . H69 H 0.2336 -0.0979 0.9048 0.135 Uiso 1 1 calc R . . O13 O 0.9741(7) 0.5080(7) 0.1419(5) 0.219(4) Uani 0.77 1 d P . . O14 O 0.8950(9) 0.3456(11) 0.1755(6) 0.194(6) Uani 0.52 1 d P . . O15 O 0.0921(4) 0.3820(4) 0.1874(2) 0.115(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0605(8) 0.0705(10) 0.0401(9) 0.0207(7) 0.0107(6) 0.0291(7) Co2 0.0629(8) 0.0665(10) 0.0402(9) 0.0186(7) 0.0094(6) 0.0287(7) N1 0.067(5) 0.067(5) 0.021(5) 0.012(4) 0.009(4) 0.032(4) N2 0.056(5) 0.095(6) 0.047(5) 0.033(5) 0.006(4) 0.022(4) N3 0.086(5) 0.079(6) 0.039(5) 0.021(5) 0.012(5) 0.024(5) N4 0.144(10) 0.112(8) 0.047(7) 0.025(6) 0.026(7) 0.077(8) N5 0.063(4) 0.061(5) 0.007(4) 0.004(4) -0.004(4) 0.034(4) N6 0.070(5) 0.095(6) 0.026(5) 0.014(4) 0.007(4) 0.026(5) N7 0.038(4) 0.071(5) 0.042(5) 0.011(4) 0.002(4) 0.005(4) N8 0.085(6) 0.111(7) 0.053(6) 0.034(6) 0.020(5) 0.055(6) O1 0.095(4) 0.078(5) 0.088(5) 0.050(5) 0.021(4) 0.034(4) O2 0.107(5) 0.044(4) 0.094(5) 0.030(4) 0.030(4) 0.035(4) O3 0.105(4) 0.064(5) 0.070(5) 0.031(4) 0.014(4) 0.032(4) O4 0.052(4) 0.081(5) 0.082(5) 0.018(4) 0.013(4) 0.025(4) O5 0.049(3) 0.063(4) 0.042(4) 0.013(3) -0.003(3) 0.017(3) O6 0.059(4) 0.096(5) 0.048(4) 0.017(4) 0.016(3) 0.038(3) O7 0.082(4) 0.046(4) 0.042(4) 0.012(3) 0.011(3) 0.024(3) O8 0.098(4) 0.063(4) 0.046(4) 0.031(4) 0.015(3) 0.038(3) O9 0.105(4) 0.059(5) 0.103(6) 0.046(5) 0.019(4) 0.031(4) O10 0.050(4) 0.088(5) 0.112(6) 0.047(4) 0.025(4) 0.023(4) O11 0.055(4) 0.101(5) 0.062(4) 0.038(4) 0.031(3) 0.046(3) O12 0.049(4) 0.091(5) 0.051(4) 0.022(4) 0.010(3) 0.030(3) S1 0.0708(16) 0.0931(19) 0.0465(17) 0.0217(15) 0.0097(14) 0.0272(14) S2 0.0683(15) 0.103(2) 0.0422(17) 0.0257(15) 0.0110(13) 0.0371(15) C1 0.045(6) 0.044(7) 0.103(10) 0.023(8) 0.030(7) 0.013(6) C2 0.044(5) 0.034(7) 0.054(7) 0.022(6) 0.014(5) 0.006(5) C3 0.081(6) 0.054(7) 0.061(8) 0.020(6) 0.011(6) 0.029(5) C4 0.107(7) 0.059(7) 0.030(6) 0.017(6) 0.024(5) 0.042(6) C5 0.041(5) 0.057(8) 0.061(8) 0.024(7) 0.013(5) 0.017(5) C6 0.061(5) 0.063(8) 0.042(7) 0.011(6) 0.005(5) 0.016(5) C7 0.065(6) 0.046(7) 0.072(7) 0.020(7) 0.013(5) 0.021(6) C8 0.078(6) 0.065(7) 0.088(8) 0.030(7) 0.008(6) 0.019(6) C9 0.055(5) 0.066(7) 0.107(8) 0.047(6) 0.021(5) 0.024(5) C10 0.073(6) 0.067(7) 0.111(9) 0.046(6) 0.031(6) 0.030(6) C11 0.067(7) 0.065(7) 0.062(8) 0.018(6) 0.024(7) 0.038(6) C12 0.063(6) 0.072(7) 0.063(8) 0.028(6) 0.018(6) 0.023(6) C13 0.051(6) 0.046(6) 0.041(7) 0.015(5) -0.001(5) 0.013(5) C14 0.074(7) 0.045(6) 0.039(7) 0.019(5) 0.007(6) 0.022(6) C15 0.060(6) 0.057(6) 0.054(7) 0.023(5) 0.022(6) 0.033(5) C16 0.043(6) 0.063(7) 0.079(8) 0.029(6) 0.001(5) 0.019(5) C17 0.057(7) 0.050(7) 0.060(8) 0.035(6) 0.012(6) 0.018(6) C18 0.051(5) 0.057(8) 0.049(8) 0.029(6) 0.014(5) 0.032(5) C19 0.058(5) 0.035(7) 0.035(7) -0.003(6) 0.007(5) 0.021(5) C20 0.082(6) 0.064(8) 0.033(7) 0.010(6) -0.008(5) 0.035(6) C21 0.081(6) 0.083(9) 0.071(8) 0.042(8) 0.024(6) 0.038(7) C22 0.064(6) 0.048(8) 0.086(10) 0.034(7) 0.025(6) 0.018(6) C23 0.066(5) 0.056(7) 0.069(8) 0.020(6) 0.028(5) 0.032(5) C24 0.066(5) 0.058(7) 0.057(7) 0.032(6) 0.012(5) 0.038(6) C25 0.072(6) 0.058(7) 0.115(9) 0.039(7) 0.018(6) 0.014(6) C26 0.063(6) 0.090(8) 0.174(10) 0.080(8) 0.044(6) 0.037(6) C27 0.069(6) 0.090(8) 0.101(8) 0.051(7) 0.010(6) 0.033(6) C28 0.040(6) 0.055(7) 0.074(9) 0.017(7) 0.008(7) 0.012(5) C29 0.090(7) 0.083(7) 0.057(8) 0.033(6) 0.040(7) 0.041(7) C30 0.056(7) 0.087(8) 0.093(10) 0.053(7) 0.015(6) 0.030(6) C31 0.069(7) 0.059(6) 0.040(7) 0.019(6) 0.017(6) 0.028(6) C32 0.064(6) 0.077(7) 0.064(8) 0.032(6) 0.016(6) 0.031(6) C33 0.072(8) 0.051(7) 0.079(9) 0.019(6) 0.007(6) 0.028(6) C34 0.035(6) 0.033(6) 0.097(10) 0.025(6) 0.023(6) 0.005(5) C35 0.047(6) 0.058(6) 0.062(8) 0.024(6) 0.024(5) 0.017(5) C36 0.051(5) 0.076(7) 0.039(6) 0.040(6) 0.021(5) 0.015(5) C37 0.054(6) 0.060(7) 0.025(6) 0.012(5) 0.000(5) 0.022(5) C38 0.058(6) 0.075(7) 0.051(7) 0.036(6) 0.009(5) 0.023(5) C39 0.038(5) 0.054(6) 0.047(6) 0.016(5) 0.013(5) -0.002(4) C40 0.050(6) 0.062(6) 0.051(7) 0.029(6) -0.003(5) 0.022(5) C41 0.069(6) 0.053(6) 0.028(6) 0.009(5) 0.022(5) 0.020(5) C42 0.095(8) 0.071(7) 0.051(8) 0.030(6) 0.023(8) 0.049(7) C43 0.104(9) 0.107(8) 0.037(8) 0.017(7) 0.018(7) 0.040(7) C44 0.102(9) 0.119(9) 0.060(9) 0.032(8) 0.047(7) 0.051(8) C45 0.101(10) 0.115(9) 0.078(12) 0.018(9) -0.015(8) 0.040(8) C46 0.078(8) 0.137(9) 0.048(8) 0.031(7) 0.001(7) 0.049(7) C47 0.082(7) 0.059(6) 0.031(6) 0.020(5) 0.032(5) 0.039(5) C48 0.053(6) 0.077(6) 0.028(6) 0.013(5) -0.002(5) 0.030(5) C49 0.049(6) 0.064(6) 0.026(6) 0.008(5) 0.014(5) 0.026(5) C50 0.060(6) 0.103(8) 0.026(6) 0.020(6) 0.012(5) 0.019(6) C51 0.049(6) 0.066(6) 0.046(7) 0.018(6) 0.021(5) 0.018(5) C52 0.050(6) 0.067(6) 0.037(7) 0.019(5) 0.013(5) 0.023(5) C53 0.053(5) 0.066(6) 0.036(6) 0.018(5) 0.005(5) 0.017(5) C54 0.101(8) 0.067(7) 0.027(7) 0.027(6) 0.022(6) 0.055(6) C55 0.078(7) 0.103(8) 0.038(7) 0.018(7) 0.019(7) 0.057(6) C56 0.082(8) 0.090(8) 0.031(7) 0.006(6) -0.002(6) 0.030(6) C57 0.092(9) 0.150(10) 0.069(9) 0.058(9) 0.054(8) 0.070(8) C58 0.048(6) 0.112(8) 0.103(10) 0.060(8) -0.001(6) 0.027(6) N9 0.117(9) 0.180(12) 0.214(17) 0.111(14) -0.023(13) 0.052(9) C59 0.152(15) 0.139(13) 0.141(16) 0.034(13) -0.033(15) 0.080(12) C60 0.142(12) 0.121(13) 0.128(14) 0.069(11) 0.074(12) 0.094(11) C61 0.083(9) 0.092(10) 0.156(15) 0.068(10) 0.021(9) 0.055(8) C62 0.165(14) 0.221(14) 0.052(9) 0.061(9) 0.047(8) 0.136(12) C63 0.176(14) 0.29(2) 0.144(16) 0.150(16) 0.128(13) 0.185(16) C70 0.067(8) 0.094(9) 0.107(10) 0.056(9) 0.028(8) 0.052(7) C66 0.149(13) 0.119(10) 0.063(10) 0.038(8) 0.027(8) 0.094(10) C67 0.192(16) 0.159(16) 0.152(16) 0.120(14) 0.138(14) 0.148(13) N12 0.159(13) 0.121(12) 0.23(2) 0.086(14) 0.072(12) 0.087(9) C68 0.083(11) 0.122(12) 0.180(18) 0.038(13) -0.016(11) 0.053(10) C69 0.117(10) 0.136(13) 0.109(12) 0.054(11) 0.008(11) 0.076(10) O13 0.185(8) 0.200(10) 0.138(8) 0.012(8) 0.055(7) 0.018(8) O14 0.164(11) 0.233(16) 0.114(11) 0.018(11) 0.015(9) 0.071(12) O15 0.135(5) 0.136(5) 0.073(4) 0.034(4) 0.017(4) 0.069(4) _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 O11 1.983(4) 1_445 ? Co1 O5 2.017(4) 1_665 ? Co1 O1 2.053(5) . ? Co1 N1 2.095(5) . ? Co1 O7 2.153(5) . ? Co1 Co2 2.7908(16) . ? Co2 O6 1.966(5) 1_665 ? Co2 O8 2.001(4) . ? Co2 O12 2.002(5) 1_445 ? Co2 N5 2.053(5) . ? Co2 O2 2.090(5) . ? N1 C35 1.317(6) . ? N1 C39 1.348(7) . ? N2 C40 1.320(7) . ? N2 N3 1.370(7) . ? N3 C41 1.294(7) . ? N4 C44 1.315(9) . ? N4 C45 1.302(10) . ? N5 C51 1.344(7) . ? N5 C47 1.352(7) . ? N6 C52 1.308(7) . ? N6 N7 1.391(7) . ? N7 C53 1.293(7) . ? N8 C57 1.302(9) . ? N8 C56 1.330(8) . ? O1 C1 1.250(9) . ? O2 C1 1.282(9) . ? O3 C5 1.362(8) . ? O3 C8 1.417(8) . ? O4 C11 1.364(8) . ? O4 C10 1.433(7) . ? O5 C17 1.259(7) . ? O5 Co1 2.017(4) 1_445 ? O6 C17 1.274(8) . ? O6 Co2 1.966(5) 1_445 ? O7 C18 1.267(8) . ? O8 C18 1.259(7) . ? O9 C22 1.380(8) . ? O9 C25 1.400(8) . ? O10 C28 1.363(8) . ? O10 C27 1.414(7) . ? O11 C34 1.296(8) . ? O11 Co1 1.983(4) 1_665 ? O12 C34 1.259(8) . ? O12 Co2 2.002(5) 1_665 ? S1 C41 1.705(7) . ? S1 C40 1.716(7) . ? S2 C52 1.694(7) . ? S2 C53 1.706(7) . ? C1 C2 1.463(10) . ? C2 C7 1.388(9) . ? C2 C3 1.408(9) . ? C3 C4 1.355(8) . ? C3 H3 0.9300 . ? C4 C5 1.412(9) . ? C4 H4 0.9300 . ? C5 C6 1.356(8) . ? C6 C7 1.384(8) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.516(8) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.529(7) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C16 1.364(9) . ? C11 C12 1.399(9) . ? C12 C13 1.397(7) . ? C12 H12 0.9300 . ? C13 C14 1.400(8) . ? C13 H13 0.9300 . ? C14 C15 1.390(8) . ? C14 C17 1.466(9) . ? C15 C16 1.367(7) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C18 C19 1.481(9) . ? C19 C24 1.362(9) . ? C19 C20 1.379(9) . ? C20 C21 1.377(8) . ? C20 H20 0.9300 . ? C21 C22 1.371(10) . ? C21 H21 0.9300 . ? C22 C23 1.380(9) . ? C23 C24 1.397(8) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 C26 1.504(8) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C27 1.526(8) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C33 1.377(9) . ? C28 C29 1.378(8) . ? C29 C30 1.368(8) . ? C29 H29 0.9300 . ? C30 C31 1.373(9) . ? C30 H30 0.9300 . ? C31 C32 1.380(8) . ? C31 C34 1.465(9) . ? C32 C33 1.370(8) . ? C32 H32 0.9300 . ? C33 H33 0.9300 . ? C35 C36 1.384(7) . ? C35 H35 0.9300 . ? C36 C37 1.380(8) . ? C36 H36 0.9300 . ? C37 C38 1.351(8) . ? C37 C40 1.446(9) . ? C38 C39 1.354(8) . ? C38 H38 0.9300 . ? C39 H39 0.9300 . ? C41 C42 1.475(9) . ? C42 C43 1.335(9) . ? C42 C46 1.382(9) . ? C43 C44 1.377(10) . ? C43 H43 0.9300 . ? C44 H44 0.9300 . ? C45 C46 1.410(10) . ? C45 H45 0.9300 . ? C46 H46 0.9300 . ? C47 C48 1.346(7) . ? C47 H47 0.9300 . ? C48 C49 1.364(8) . ? C48 H48 0.9300 . ? C49 C50 1.374(8) . ? C49 C52 1.461(8) . ? C50 C51 1.355(8) . ? C50 H50 0.9300 . ? C51 H51 0.9300 . ? C53 C54 1.494(8) . ? C54 C55 1.371(8) . ? C54 C58 1.390(8) . ? C55 C56 1.365(8) . ? C55 H55 0.9300 . ? C56 H56 0.9300 . ? C57 C58 1.381(9) . ? C57 H57 0.9300 . ? C58 H58 0.9300 . ? N9 C63 1.283(15) . ? N9 C59 1.301(15) . ? C59 C60 1.394(15) . ? C59 H59 0.9300 . ? C60 C61 1.330(12) . ? C60 H60 0.9300 . ? C61 C62 1.383(12) . ? C61 C64 1.452(11) . ? C62 C63 1.389(12) . ? C62 H62 0.9300 . ? C63 H63 0.9300 . ? C64 S5 1.520(10) . ? C64 N10 1.534(10) . ? S5 C65 1.572(9) . ? C65 C70 1.462(10) . ? C65 N11 1.573(11) . ? N11 N10 1.507(13) . ? N11A N10A 1.542(17) . ? C70 C66 1.342(10) . ? C70 C69 1.334(11) . ? C66 C67 1.381(11) . ? C66 H66 0.9300 . ? C67 N12 1.331(15) . ? C67 H67 0.9300 . ? N12 C68 1.318(15) . ? C68 C69 1.365(12) . ? C68 H68 0.9300 . ? C69 H69 0.9300 . ? 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 O11 Co1 O5 164.1(2) 1_445 1_665 ? O11 Co1 O1 92.1(2) 1_445 . ? O5 Co1 O1 92.3(2) 1_665 . ? O11 Co1 N1 104.8(2) 1_445 . ? O5 Co1 N1 88.8(2) 1_665 . ? O1 Co1 N1 104.7(2) . . ? O11 Co1 O7 86.7(2) 1_445 . ? O5 Co1 O7 85.67(18) 1_665 . ? O1 Co1 O7 167.6(2) . . ? N1 Co1 O7 87.6(2) . . ? O11 Co1 Co2 84.02(15) 1_445 . ? O5 Co1 Co2 80.12(13) 1_665 . ? O1 Co1 Co2 101.86(16) . . ? N1 Co1 Co2 151.6(2) . . ? O7 Co1 Co2 65.70(13) . . ? O6 Co2 O8 93.3(2) 1_665 . ? O6 Co2 O12 165.0(2) 1_665 1_445 ? O8 Co2 O12 89.6(2) . 1_445 ? O6 Co2 N5 97.8(2) 1_665 . ? O8 Co2 N5 103.1(2) . . ? O12 Co2 N5 95.9(2) 1_445 . ? O6 Co2 O2 88.7(2) 1_665 . ? O8 Co2 O2 159.9(2) . . ? O12 Co2 O2 83.6(2) 1_445 . ? N5 Co2 O2 96.4(2) . . ? O6 Co2 Co1 84.51(15) 1_665 . ? O8 Co2 Co1 98.69(14) . . ? O12 Co2 Co1 80.46(14) 1_445 . ? N5 Co2 Co1 157.93(17) . . ? O2 Co2 Co1 61.59(15) . . ? C35 N1 C39 116.7(6) . . ? C35 N1 Co1 118.7(6) . . ? C39 N1 Co1 124.0(6) . . ? C40 N2 N3 113.5(7) . . ? C41 N3 N2 112.0(7) . . ? C44 N4 C45 115.0(11) . . ? C51 N5 C47 115.3(6) . . ? C51 N5 Co2 124.1(6) . . ? C47 N5 Co2 120.0(6) . . ? C52 N6 N7 109.8(6) . . ? C53 N7 N6 114.0(6) . . ? C57 N8 C56 118.0(9) . . ? C1 O1 Co1 102.5(6) . . ? C1 O2 Co2 150.6(7) . . ? C5 O3 C8 116.8(7) . . ? C11 O4 C10 115.3(7) . . ? C17 O5 Co1 126.0(5) . 1_445 ? C17 O6 Co2 122.9(5) . 1_445 ? C18 O7 Co1 143.3(5) . . ? C18 O8 Co2 109.9(5) . . ? C22 O9 C25 120.6(8) . . ? C28 O10 C27 117.0(7) . . ? C34 O11 Co1 123.0(5) . 1_665 ? C34 O12 Co2 127.6(5) . 1_665 ? C41 S1 C40 88.3(4) . . ? C52 S2 C53 88.1(4) . . ? O1 C1 O2 123.0(10) . . ? O1 C1 C2 121.5(9) . . ? O2 C1 C2 115.4(10) . . ? C7 C2 C3 117.2(8) . . ? C7 C2 C1 121.6(9) . . ? C3 C2 C1 121.1(9) . . ? C4 C3 C2 120.9(8) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C3 C4 C5 119.7(8) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? C6 C5 O3 126.3(10) . . ? C6 C5 C4 120.9(8) . . ? O3 C5 C4 112.7(9) . . ? C5 C6 C7 118.4(9) . . ? C5 C6 H6 120.8 . . ? C7 C6 H6 120.8 . . ? C6 C7 C2 122.7(8) . . ? C6 C7 H7 118.6 . . ? C2 C7 H7 118.6 . . ? O3 C8 C9 108.0(7) . . ? O3 C8 H8A 110.1 . . ? C9 C8 H8A 110.1 . . ? O3 C8 H8B 110.1 . . ? C9 C8 H8B 110.1 . . ? H8A C8 H8B 108.4 . . ? C8 C9 C10 110.3(6) . . ? C8 C9 H9A 109.6 . . ? C10 C9 H9A 109.6 . . ? C8 C9 H9B 109.6 . . ? C10 C9 H9B 109.6 . . ? H9A C9 H9B 108.1 . . ? O4 C10 C9 105.9(6) . . ? O4 C10 H10A 110.5 . . ? C9 C10 H10A 110.5 . . ? O4 C10 H10B 110.5 . . ? C9 C10 H10B 110.5 . . ? H10A C10 H10B 108.7 . . ? C16 C11 O4 126.4(9) . . ? C16 C11 C12 121.1(8) . . ? O4 C11 C12 112.5(9) . . ? C13 C12 C11 117.9(8) . . ? C13 C12 H12 121.1 . . ? C11 C12 H12 121.1 . . ? C12 C13 C14 121.9(7) . . ? C12 C13 H13 119.0 . . ? C14 C13 H13 119.0 . . ? C15 C14 C13 116.7(8) . . ? C15 C14 C17 120.5(9) . . ? C13 C14 C17 122.7(8) . . ? C16 C15 C14 122.6(8) . . ? C16 C15 H15 118.7 . . ? C14 C15 H15 118.7 . . ? C15 C16 C11 119.7(8) . . ? C15 C16 H16 120.2 . . ? C11 C16 H16 120.2 . . ? O5 C17 O6 126.0(8) . . ? O5 C17 C14 117.2(8) . . ? O6 C17 C14 116.7(8) . . ? O8 C18 O7 122.1(8) . . ? O8 C18 C19 119.5(8) . . ? O7 C18 C19 118.3(8) . . ? C24 C19 C20 120.5(8) . . ? C24 C19 C18 120.5(9) . . ? C20 C19 C18 118.9(9) . . ? C21 C20 C19 118.3(8) . . ? C21 C20 H20 120.9 . . ? C19 C20 H20 120.9 . . ? C22 C21 C20 121.0(10) . . ? C22 C21 H21 119.5 . . ? C20 C21 H21 119.5 . . ? C21 C22 O9 115.1(11) . . ? C21 C22 C23 121.4(9) . . ? O9 C22 C23 123.5(10) . . ? C24 C23 C22 116.7(8) . . ? C24 C23 H23 121.6 . . ? C22 C23 H23 121.6 . . ? C19 C24 C23 121.9(8) . . ? C19 C24 H24 119.1 . . ? C23 C24 H24 119.1 . . ? O9 C25 C26 106.8(8) . . ? O9 C25 H25A 110.4 . . ? C26 C25 H25A 110.4 . . ? O9 C25 H25B 110.4 . . ? C26 C25 H25B 110.4 . . ? H25A C25 H25B 108.6 . . ? C25 C26 C27 111.5(6) . . ? C25 C26 H26A 109.3 . . ? C27 C26 H26A 109.3 . . ? C25 C26 H26B 109.3 . . ? C27 C26 H26B 109.3 . . ? H26A C26 H26B 108.0 . . ? O10 C27 C26 106.1(7) . . ? O10 C27 H27A 110.5 . . ? C26 C27 H27A 110.5 . . ? O10 C27 H27B 110.5 . . ? C26 C27 H27B 110.5 . . ? H27A C27 H27B 108.7 . . ? C33 C28 C29 118.1(8) . . ? C33 C28 O10 127.2(10) . . ? C29 C28 O10 114.6(10) . . ? C30 C29 C28 121.3(9) . . ? C30 C29 H29 119.3 . . ? C28 C29 H29 119.3 . . ? C31 C30 C29 120.5(9) . . ? C31 C30 H30 119.7 . . ? C29 C30 H30 119.7 . . ? C30 C31 C32 118.5(8) . . ? C30 C31 C34 119.1(9) . . ? C32 C31 C34 122.4(9) . . ? C33 C32 C31 120.8(8) . . ? C33 C32 H32 119.6 . . ? C31 C32 H32 119.6 . . ? C32 C33 C28 120.7(8) . . ? C32 C33 H33 119.6 . . ? C28 C33 H33 119.6 . . ? O11 C34 O12 123.9(8) . . ? O11 C34 C31 118.0(8) . . ? O12 C34 C31 118.1(8) . . ? N1 C35 C36 123.7(7) . . ? N1 C35 H35 118.2 . . ? C36 C35 H35 118.2 . . ? C35 C36 C37 118.1(7) . . ? C35 C36 H36 120.9 . . ? C37 C36 H36 120.9 . . ? C38 C37 C36 118.2(8) . . ? C38 C37 C40 123.4(8) . . ? C36 C37 C40 118.4(8) . . ? C37 C38 C39 120.4(7) . . ? C37 C38 H38 119.8 . . ? C39 C38 H38 119.8 . . ? N1 C39 C38 122.7(7) . . ? N1 C39 H39 118.7 . . ? C38 C39 H39 118.7 . . ? N2 C40 C37 122.8(7) . . ? N2 C40 S1 111.9(6) . . ? C37 C40 S1 125.3(6) . . ? N3 C41 C42 120.5(8) . . ? N3 C41 S1 114.3(6) . . ? C42 C41 S1 125.2(7) . . ? C43 C42 C46 120.8(9) . . ? C43 C42 C41 120.2(10) . . ? C46 C42 C41 118.9(10) . . ? C42 C43 C44 117.4(10) . . ? C42 C43 H43 121.3 . . ? C44 C43 H43 121.3 . . ? N4 C44 C43 125.7(10) . . ? N4 C44 H44 117.1 . . ? C43 C44 H44 117.1 . . ? N4 C45 C46 125.4(11) . . ? N4 C45 H45 117.3 . . ? C46 C45 H45 117.3 . . ? C42 C46 C45 115.2(9) . . ? C42 C46 H46 122.4 . . ? C45 C46 H46 122.4 . . ? C48 C47 N5 122.6(7) . . ? C48 C47 H47 118.7 . . ? N5 C47 H47 118.7 . . ? C47 C48 C49 121.1(7) . . ? C47 C48 H48 119.5 . . ? C49 C48 H48 119.5 . . ? C48 C49 C50 117.6(7) . . ? C48 C49 C52 122.0(8) . . ? C50 C49 C52 120.4(8) . . ? C51 C50 C49 118.4(7) . . ? C51 C50 H50 120.8 . . ? C49 C50 H50 120.8 . . ? N5 C51 C50 124.8(7) . . ? N5 C51 H51 117.6 . . ? C50 C51 H51 117.6 . . ? N6 C52 C49 121.4(7) . . ? N6 C52 S2 115.0(6) . . ? C49 C52 S2 123.5(6) . . ? N7 C53 C54 124.1(8) . . ? N7 C53 S2 112.7(6) . . ? C54 C53 S2 123.1(7) . . ? C55 C54 C58 117.2(8) . . ? C55 C54 C53 119.7(10) . . ? C58 C54 C53 122.8(10) . . ? C54 C55 C56 118.1(8) . . ? C54 C55 H55 120.9 . . ? C56 C55 H55 120.9 . . ? N8 C56 C55 124.5(8) . . ? N8 C56 H56 117.7 . . ? C55 C56 H56 117.7 . . ? N8 C57 C58 121.7(9) . . ? N8 C57 H57 119.1 . . ? C58 C57 H57 119.1 . . ? C57 C58 C54 120.3(8) . . ? C57 C58 H58 119.8 . . ? C54 C58 H58 119.8 . . ? C63 N9 C59 120(2) . . ? C60 C59 N9 120.3(19) . . ? C60 C59 H59 119.9 . . ? N9 C59 H59 119.9 . . ? C61 C60 C59 120.1(15) . . ? C61 C60 H60 120.0 . . ? C59 C60 H60 120.0 . . ? C60 C61 C62 119.7(12) . . ? C60 C61 C64 117.0(15) . . ? C62 C61 C64 123.2(15) . . ? C61 C62 C63 115.7(12) . . ? C61 C62 H62 122.2 . . ? C63 C62 H62 122.2 . . ? N9 C63 C62 124.3(16) . . ? N9 C63 H63 117.9 . . ? C62 C63 H63 117.9 . . ? C61 C64 S5 134.3(10) . . ? C61 C64 N10 112.9(11) . . ? S5 C64 N10 112.7(9) . . ? C64 S5 C65 103.2(6) . . ? C70 C65 S5 142.6(10) . . ? C70 C65 N11 107.5(11) . . ? S5 C65 N11 109.8(8) . . ? N10 N11 C65 106.8(9) . . ? N11 N10 C64 107.5(9) . . ? C66 C70 C69 120.2(10) . . ? C66 C70 C65 123.4(16) . . ? C69 C70 C65 116.2(16) . . ? C70 C66 C67 117.6(11) . . ? C70 C66 H66 121.2 . . ? C67 C66 H66 121.2 . . ? N12 C67 C66 125.5(16) . . ? N12 C67 H67 117.2 . . ? C66 C67 H67 117.2 . . ? C68 N12 C67 112.0(19) . . ? N12 C68 C69 127.6(18) . . ? N12 C68 H68 116.2 . . ? C69 C68 H68 116.2 . . ? C70 C69 C68 117.0(13) . . ? C70 C69 H69 121.5 . . ? C68 C69 H69 121.5 . . ? _diffrn_measured_fraction_theta_max 0.956 _diffrn_reflns_theta_full 25.10 _diffrn_measured_fraction_theta_full 0.956 _refine_diff_density_max 0.459 _refine_diff_density_min -0.294 _refine_diff_density_rms 0.066 _vrf_PLAT026 ; PROBLEM: Ratio Observed / Unique Reflections too Low----20 Deg RESPONSE: The available crystals of the title compound diffracted very weakly, especially at higher diffraction angles. This is most likely related to the disorder in the solvent molecule. the crystal quality and data in 2 was not good enough so a sufficient fraction of the unique data is above the 2 sigma level. The Crystal quality was not good. After several attempt of data collection, the reported one is found to be the best one. ; _database_code_depnum_ccdc_archive 'CCDC 913914' ####################################################################### # # 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_4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H26 Co N2 O8' _chemical_formula_weight 565.43 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M p-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.6092(9) _cell_length_b 10.6950(11) _cell_length_c 13.4360(14) _cell_angle_alpha 70.763(2) _cell_angle_beta 87.595(2) _cell_angle_gamma 72.381(2) _cell_volume 1240.0(2) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 4408 _cell_measurement_theta_min 1.61 _cell_measurement_theta_max 25.21 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.514 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 586 _exptl_absorpt_coefficient_mu 0.748 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8123 _exptl_absorpt_correction_T_max 0.8772 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX SMART II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_reflns_number 6740 _diffrn_reflns_av_R_equivalents 0.0222 _diffrn_reflns_av_sigmaI/netI 0.0688 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 26.15 _reflns_number_total 4780 _reflns_number_gt 3057 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0624P)^2^] 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 4780 _refine_ls_number_parameters 346 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0702 _refine_ls_R_factor_gt 0.0447 _refine_ls_wR_factor_ref 0.1165 _refine_ls_wR_factor_gt 0.1104 _refine_ls_goodness_of_fit_ref 0.956 _refine_ls_restrained_S_all 0.971 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.001 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 0.30476(5) 0.34025(4) 0.55651(3) 0.03592(16) Uani 1 1 d . . . O1 O 0.3972(2) 0.4037(2) 0.65673(17) 0.0452(6) Uani 1 1 d . . . O2 O 0.2251(2) 0.6000(2) 0.65043(18) 0.0497(6) Uani 1 1 d . . . O3 O 0.7221(2) 0.5874(2) 0.95595(18) 0.0503(6) Uani 1 1 d . . . O4 O 0.8494(2) 0.8740(2) 0.96644(17) 0.0467(6) Uani 1 1 d . . . O5 O 1.0860(2) 1.3232(2) 0.62626(17) 0.0504(6) Uani 1 1 d . . . O6 O 1.2909(3) 1.1555(2) 0.68027(18) 0.0485(6) Uani 1 1 d . . . O1W O 0.1985(2) 0.54886(19) 0.47166(16) 0.0454(6) Uani 1 1 d . . . H1W1 H 0.1159 0.5566 0.4477 0.068 Uiso 1 1 d R . . H1W2 H 0.1884 0.5965 0.5118 0.068 Uiso 1 1 d R . . O2W O 1.5163(13) 1.1101(12) 0.8276(11) 0.220(5) Uani 0.50 1 d PU A 1 H21 H 1.4550 1.1348 0.7767 0.264 Uiso 0.50 1 d PR A 1 H22 H 1.5010 1.0426 0.8753 0.264 Uiso 0.50 1 d PR A 1 O2W' O 1.4682(14) 1.0118(12) 0.8945(10) 0.220(5) Uani 0.50 1 d P B 2 H23 H 1.4032 1.0293 0.8476 0.264 Uiso 0.50 1 d PR B 2 H24 H 1.5155 1.0688 0.8715 0.264 Uiso 0.50 1 d PR B 2 N1 N 0.5137(3) 0.2329(2) 0.52179(19) 0.0363(6) Uani 1 1 d . . . N2 N 0.2605(3) 0.2807(2) 0.42808(19) 0.0386(6) Uani 1 1 d . . . C1 C 0.3463(3) 0.5127(3) 0.6821(2) 0.0338(7) Uani 1 1 d . . . C2 C 0.4434(3) 0.5347(3) 0.7552(2) 0.0329(7) Uani 1 1 d . . . C3 C 0.3879(3) 0.6272(3) 0.8093(2) 0.0372(7) Uani 1 1 d . . . H3 H 0.2890 0.6775 0.7992 0.045 Uiso 1 1 calc R . . C4 C 0.4762(4) 0.6470(3) 0.8783(2) 0.0398(8) Uani 1 1 d . . . H4 H 0.4362 0.7074 0.9157 0.048 Uiso 1 1 calc R . . C5 C 0.6246(4) 0.5756(3) 0.8909(2) 0.0397(8) Uani 1 1 d . . . C6 C 0.6807(4) 0.4848(3) 0.8357(3) 0.0491(9) Uani 1 1 d . . . H6 H 0.7802 0.4367 0.8436 0.059 Uiso 1 1 calc R . . C7 C 0.5913(4) 0.4649(3) 0.7695(3) 0.0446(8) Uani 1 1 d . . . H7 H 0.6312 0.4028 0.7334 0.054 Uiso 1 1 calc R . . C8 C 0.6711(4) 0.6833(3) 1.0121(3) 0.0480(9) Uani 1 1 d . . . H8A H 0.5934 0.6612 1.0562 0.058 Uiso 1 1 calc R . . H8B H 0.6330 0.7773 0.9629 0.058 Uiso 1 1 calc R . . C9 C 0.7992(4) 0.6717(4) 1.0795(3) 0.0545(10) Uani 1 1 d . . . H9A H 0.7632 0.7218 1.1285 0.065 Uiso 1 1 calc R . . H9B H 0.8439 0.5747 1.1207 0.065 Uiso 1 1 calc R . . C10 C 0.9136(4) 0.7269(3) 1.0181(3) 0.0490(9) Uani 1 1 d . . . H10A H 0.9963 0.7094 1.0651 0.059 Uiso 1 1 calc R . . H10B H 0.9477 0.6814 0.9662 0.059 Uiso 1 1 calc R . . C11 C 0.9320(4) 0.9471(3) 0.9024(2) 0.0379(8) Uani 1 1 d . . . C12 C 0.8584(4) 1.0866(3) 0.8488(3) 0.0451(8) Uani 1 1 d . . . H12 H 0.7608 1.1242 0.8600 0.054 Uiso 1 1 calc R . . C13 C 0.9303(3) 1.1688(3) 0.7791(2) 0.0418(8) Uani 1 1 d . . . H13 H 0.8798 1.2613 0.7425 0.050 Uiso 1 1 calc R . . C14 C 1.0766(3) 1.1160(3) 0.7626(2) 0.0355(7) Uani 1 1 d . . . C15 C 1.1547(4) 1.2031(3) 0.6865(2) 0.0375(8) Uani 1 1 d . . . C16 C 1.1489(4) 0.9774(3) 0.8193(3) 0.0456(8) Uani 1 1 d . . . H16 H 1.2477 0.9406 0.8108 0.055 Uiso 1 1 calc R . . C17 C 1.0770(4) 0.8930(3) 0.8883(3) 0.0451(8) Uani 1 1 d . . . H17 H 1.1270 0.8002 0.9246 0.054 Uiso 1 1 calc R . . C18 C 0.6404(4) 0.2119(3) 0.5733(3) 0.0428(8) Uani 1 1 d . . . H18 H 0.6378 0.2518 0.6255 0.051 Uiso 1 1 calc R . . C19 C 0.7719(4) 0.1348(3) 0.5524(3) 0.0497(9) Uani 1 1 d . . . H19 H 0.8572 0.1235 0.5891 0.060 Uiso 1 1 calc R . . C20 C 0.7773(4) 0.0734(3) 0.4761(3) 0.0488(9) Uani 1 1 d . . . H20 H 0.8661 0.0199 0.4608 0.059 Uiso 1 1 calc R . . C21 C 0.6494(4) 0.0927(3) 0.4229(2) 0.0423(8) Uani 1 1 d . . . H21A H 0.6504 0.0520 0.3714 0.051 Uiso 1 1 calc R . . C22 C 0.5190(3) 0.1735(3) 0.4469(2) 0.0339(7) Uani 1 1 d . . . C23 C 0.3762(3) 0.2011(3) 0.3941(2) 0.0339(7) Uani 1 1 d . . . C24 C 0.3605(4) 0.1475(3) 0.3153(2) 0.0441(8) Uani 1 1 d . . . H24A H 0.4416 0.0909 0.2940 0.053 Uiso 1 1 calc R . . C25 C 0.2235(4) 0.1795(4) 0.2695(3) 0.0523(9) Uani 1 1 d . . . H25 H 0.2108 0.1452 0.2164 0.063 Uiso 1 1 calc R . . C26 C 0.1052(4) 0.2627(4) 0.3027(3) 0.0530(9) Uani 1 1 d . . . H26 H 0.0115 0.2853 0.2726 0.064 Uiso 1 1 calc R . . C27 C 0.1280(4) 0.3117(3) 0.3811(3) 0.0483(9) Uani 1 1 d . . . H27 H 0.0479 0.3691 0.4027 0.058 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 0.0362(3) 0.0368(2) 0.0380(3) -0.01781(19) -0.00116(19) -0.00942(19) O1 0.0427(14) 0.0429(12) 0.0545(14) -0.0284(11) -0.0106(11) -0.0043(10) O2 0.0396(14) 0.0510(13) 0.0592(15) -0.0303(12) -0.0131(12) 0.0003(11) O3 0.0510(15) 0.0579(14) 0.0501(14) -0.0250(12) -0.0114(12) -0.0183(12) O4 0.0510(15) 0.0464(13) 0.0471(14) -0.0143(11) 0.0030(11) -0.0225(12) O5 0.0545(16) 0.0470(13) 0.0459(14) -0.0051(11) -0.0064(11) -0.0203(12) O6 0.0440(15) 0.0495(13) 0.0553(15) -0.0226(12) 0.0110(12) -0.0144(11) O1W 0.0499(15) 0.0399(12) 0.0472(13) -0.0139(10) -0.0063(11) -0.0142(11) O2W 0.170(6) 0.239(9) 0.239(9) -0.102(7) -0.078(6) -0.009(6) O2W' 0.170(6) 0.239(9) 0.239(9) -0.102(7) -0.078(6) -0.009(6) N1 0.0384(16) 0.0351(13) 0.0397(15) -0.0163(12) -0.0012(12) -0.0128(12) N2 0.0389(17) 0.0412(14) 0.0367(15) -0.0143(12) -0.0029(13) -0.0114(13) C1 0.0342(19) 0.0336(16) 0.0328(17) -0.0113(14) 0.0017(14) -0.0090(15) C2 0.0340(18) 0.0322(15) 0.0337(17) -0.0135(14) 0.0015(14) -0.0091(14) C3 0.0311(18) 0.0394(16) 0.0411(18) -0.0165(15) 0.0023(14) -0.0074(14) C4 0.046(2) 0.0384(17) 0.0396(19) -0.0199(15) 0.0029(16) -0.0123(16) C5 0.043(2) 0.0423(17) 0.0381(18) -0.0138(15) -0.0061(15) -0.0170(16) C6 0.035(2) 0.0517(19) 0.061(2) -0.0296(18) -0.0096(17) 0.0001(16) C7 0.038(2) 0.0478(18) 0.054(2) -0.0333(17) -0.0018(16) -0.0030(16) C8 0.063(2) 0.0510(19) 0.043(2) -0.0208(17) 0.0027(17) -0.0296(18) C9 0.078(3) 0.059(2) 0.0347(19) -0.0094(17) -0.0080(18) -0.038(2) C10 0.059(2) 0.0469(19) 0.043(2) -0.0093(16) -0.0130(18) -0.0231(18) C11 0.046(2) 0.0436(17) 0.0326(17) -0.0170(15) 0.0015(15) -0.0208(16) C12 0.035(2) 0.0496(19) 0.051(2) -0.0202(17) 0.0006(16) -0.0099(16) C13 0.042(2) 0.0362(16) 0.045(2) -0.0121(15) -0.0040(16) -0.0084(15) C14 0.040(2) 0.0375(16) 0.0346(17) -0.0197(14) -0.0020(15) -0.0109(15) C15 0.051(2) 0.0396(17) 0.0333(18) -0.0217(15) 0.0020(16) -0.0191(16) C16 0.042(2) 0.0467(19) 0.048(2) -0.0222(17) 0.0048(16) -0.0069(16) C17 0.049(2) 0.0360(17) 0.044(2) -0.0076(15) 0.0010(17) -0.0100(16) C18 0.041(2) 0.0485(18) 0.046(2) -0.0242(16) 0.0008(16) -0.0151(16) C19 0.034(2) 0.053(2) 0.065(2) -0.0257(19) -0.0036(18) -0.0100(17) C20 0.036(2) 0.050(2) 0.059(2) -0.0244(18) 0.0060(17) -0.0050(16) C21 0.047(2) 0.0445(18) 0.0393(19) -0.0193(16) 0.0072(16) -0.0139(16) C22 0.041(2) 0.0320(15) 0.0308(17) -0.0109(13) 0.0037(14) -0.0143(14) C23 0.0385(19) 0.0345(15) 0.0315(17) -0.0137(14) 0.0055(14) -0.0124(14) C24 0.052(2) 0.0502(19) 0.0393(19) -0.0249(16) 0.0044(16) -0.0182(17) C25 0.068(3) 0.062(2) 0.039(2) -0.0243(18) -0.0011(19) -0.030(2) C26 0.047(2) 0.071(2) 0.048(2) -0.027(2) -0.0076(18) -0.019(2) C27 0.037(2) 0.060(2) 0.047(2) -0.0218(18) -0.0017(17) -0.0099(17) 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 2.032(2) . ? Co1 O1W 2.0886(19) . ? Co1 N1 2.109(3) . ? Co1 N2 2.125(2) . ? Co1 O6 2.160(2) 1_445 ? Co1 O5 2.298(2) 1_445 ? O1 C1 1.272(3) . ? O2 C1 1.237(3) . ? O3 C5 1.368(3) . ? O3 C8 1.427(4) . ? O4 C11 1.362(4) . ? O4 C10 1.437(3) . ? O5 C15 1.259(3) . ? O5 Co1 2.298(2) 1_665 ? O6 C15 1.263(4) . ? O6 Co1 2.160(2) 1_665 ? O1W H1W1 0.8400 . ? O1W H1W2 0.8400 . ? O2W H21 0.8399 . ? O2W H22 0.8400 . ? O2W H24 0.6105 . ? O2W' H22 0.5234 . ? O2W' H23 0.8399 . ? O2W' H24 0.8400 . ? N1 C18 1.347(4) . ? N1 C22 1.347(4) . ? N2 C27 1.343(4) . ? N2 C23 1.345(4) . ? C1 C2 1.500(4) . ? C2 C7 1.379(4) . ? C2 C3 1.384(4) . ? C3 C4 1.388(4) . ? C3 H3 0.9300 . ? C4 C5 1.386(4) . ? C4 H4 0.9300 . ? C5 C6 1.381(4) . ? C6 C7 1.370(4) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.509(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.494(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C17 1.369(4) . ? C11 C12 1.393(4) . ? C12 C13 1.378(4) . ? C12 H12 0.9300 . ? C13 C14 1.386(4) . ? C13 H13 0.9300 . ? C14 C16 1.391(4) . ? C14 C15 1.486(4) . ? C16 C17 1.387(4) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 C19 1.359(4) . ? C18 H18 0.9300 . ? C19 C20 1.379(4) . ? C19 H19 0.9300 . ? C20 C21 1.374(4) . ? C20 H20 0.9300 . ? C21 C22 1.384(4) . ? C21 H21A 0.9300 . ? C22 C23 1.475(4) . ? C23 C24 1.392(4) . ? C24 C25 1.374(5) . ? C24 H24A 0.9300 . ? C25 C26 1.374(5) . ? C25 H25 0.9300 . ? C26 C27 1.374(4) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? 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 O1W 88.69(8) . . ? O1 Co1 N1 90.49(9) . . ? O1W Co1 N1 122.34(9) . . ? O1 Co1 N2 163.93(10) . . ? O1W Co1 N2 90.59(9) . . ? N1 Co1 N2 76.36(10) . . ? O1 Co1 O6 93.00(9) . 1_445 ? O1W Co1 O6 146.20(9) . 1_445 ? N1 Co1 O6 91.41(9) . 1_445 ? N2 Co1 O6 96.48(9) . 1_445 ? O1 Co1 O5 104.43(9) . 1_445 ? O1W Co1 O5 88.51(8) . 1_445 ? N1 Co1 O5 146.37(8) . 1_445 ? N2 Co1 O5 91.59(9) . 1_445 ? O6 Co1 O5 58.39(8) 1_445 1_445 ? C1 O1 Co1 128.5(2) . . ? C5 O3 C8 118.8(3) . . ? C11 O4 C10 118.8(3) . . ? C15 O5 Co1 87.9(2) . 1_665 ? C15 O6 Co1 94.23(18) . 1_665 ? Co1 O1W H1W1 109.5 . . ? Co1 O1W H1W2 109.5 . . ? H1W1 O1W H1W2 109.5 . . ? H21 O2W H22 108.0 . . ? H23 O2W' H24 107.7 . . ? C18 N1 C22 117.9(3) . . ? C18 N1 Co1 125.0(2) . . ? C22 N1 Co1 117.0(2) . . ? C27 N2 C23 118.0(3) . . ? C27 N2 Co1 125.8(2) . . ? C23 N2 Co1 116.17(19) . . ? O2 C1 O1 124.8(3) . . ? O2 C1 C2 119.0(3) . . ? O1 C1 C2 116.3(3) . . ? C7 C2 C3 117.7(3) . . ? C7 C2 C1 121.1(3) . . ? C3 C2 C1 121.2(3) . . ? C2 C3 C4 121.7(3) . . ? C2 C3 H3 119.1 . . ? C4 C3 H3 119.1 . . ? C5 C4 C3 119.3(3) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? O3 C5 C6 116.4(3) . . ? O3 C5 C4 124.5(3) . . ? C6 C5 C4 119.2(3) . . ? C7 C6 C5 120.7(3) . . ? C7 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? C6 C7 C2 121.4(3) . . ? C6 C7 H7 119.3 . . ? C2 C7 H7 119.3 . . ? O3 C8 C9 107.5(3) . . ? O3 C8 H8A 110.2 . . ? C9 C8 H8A 110.2 . . ? O3 C8 H8B 110.2 . . ? C9 C8 H8B 110.2 . . ? H8A C8 H8B 108.5 . . ? C10 C9 C8 114.1(3) . . ? C10 C9 H9A 108.7 . . ? C8 C9 H9A 108.7 . . ? C10 C9 H9B 108.7 . . ? C8 C9 H9B 108.7 . . ? H9A C9 H9B 107.6 . . ? O4 C10 C9 108.0(3) . . ? O4 C10 H10A 110.1 . . ? C9 C10 H10A 110.1 . . ? O4 C10 H10B 110.1 . . ? C9 C10 H10B 110.1 . . ? H10A C10 H10B 108.4 . . ? O4 C11 C17 124.9(3) . . ? O4 C11 C12 115.2(3) . . ? C17 C11 C12 119.9(3) . . ? C13 C12 C11 120.0(3) . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C12 C13 C14 121.1(3) . . ? C12 C13 H13 119.5 . . ? C14 C13 H13 119.5 . . ? C13 C14 C16 117.8(3) . . ? C13 C14 C15 121.6(3) . . ? C16 C14 C15 120.6(3) . . ? O5 C15 O6 119.4(3) . . ? O5 C15 C14 120.7(3) . . ? O6 C15 C14 119.8(3) . . ? C17 C16 C14 121.6(3) . . ? C17 C16 H16 119.2 . . ? C14 C16 H16 119.2 . . ? C11 C17 C16 119.5(3) . . ? C11 C17 H17 120.2 . . ? C16 C17 H17 120.2 . . ? N1 C18 C19 122.9(3) . . ? N1 C18 H18 118.6 . . ? C19 C18 H18 118.6 . . ? C18 C19 C20 119.2(3) . . ? C18 C19 H19 120.4 . . ? C20 C19 H19 120.4 . . ? C21 C20 C19 118.9(3) . . ? C21 C20 H20 120.5 . . ? C19 C20 H20 120.5 . . ? C20 C21 C22 119.2(3) . . ? C20 C21 H21A 120.4 . . ? C22 C21 H21A 120.4 . . ? N1 C22 C21 121.9(3) . . ? N1 C22 C23 114.8(3) . . ? C21 C22 C23 123.4(3) . . ? N2 C23 C24 121.8(3) . . ? N2 C23 C22 115.4(3) . . ? C24 C23 C22 122.7(3) . . ? C25 C24 C23 118.9(3) . . ? C25 C24 H24A 120.5 . . ? C23 C24 H24A 120.5 . . ? C24 C25 C26 119.5(3) . . ? C24 C25 H25 120.2 . . ? C26 C25 H25 120.2 . . ? C27 C26 C25 118.6(3) . . ? C27 C26 H26 120.7 . . ? C25 C26 H26 120.7 . . ? N2 C27 C26 123.1(3) . . ? N2 C27 H27 118.5 . . ? C26 C27 H27 118.5 . . ? 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 O1W Co1 O1 C1 29.8(3) . . . . ? N1 Co1 O1 C1 152.1(3) . . . . ? N2 Co1 O1 C1 117.4(4) . . . . ? O6 Co1 O1 C1 -116.5(3) 1_445 . . . ? O5 Co1 O1 C1 -58.4(3) 1_445 . . . ? O1 Co1 N1 C18 9.3(2) . . . . ? O1W Co1 N1 C18 98.1(2) . . . . ? N2 Co1 N1 C18 -180.0(2) . . . . ? O6 Co1 N1 C18 -83.7(2) 1_445 . . . ? O5 Co1 N1 C18 -108.2(2) 1_445 . . . ? O1 Co1 N1 C22 -175.2(2) . . . . ? O1W Co1 N1 C22 -86.5(2) . . . . ? N2 Co1 N1 C22 -4.57(19) . . . . ? O6 Co1 N1 C22 91.8(2) 1_445 . . . ? O5 Co1 N1 C22 67.2(3) 1_445 . . . ? O1 Co1 N2 C27 -142.0(3) . . . . ? O1W Co1 N2 C27 -54.7(2) . . . . ? N1 Co1 N2 C27 -177.9(3) . . . . ? O6 Co1 N2 C27 92.2(3) 1_445 . . . ? O5 Co1 N2 C27 33.8(2) 1_445 . . . ? O1 Co1 N2 C23 40.2(4) . . . . ? O1W Co1 N2 C23 127.5(2) . . . . ? N1 Co1 N2 C23 4.28(19) . . . . ? O6 Co1 N2 C23 -85.6(2) 1_445 . . . ? O5 Co1 N2 C23 -144.0(2) 1_445 . . . ? Co1 O1 C1 O2 2.0(5) . . . . ? Co1 O1 C1 C2 -177.49(18) . . . . ? O2 C1 C2 C7 -161.8(3) . . . . ? O1 C1 C2 C7 17.7(4) . . . . ? O2 C1 C2 C3 17.3(4) . . . . ? O1 C1 C2 C3 -163.2(3) . . . . ? C7 C2 C3 C4 -1.9(4) . . . . ? C1 C2 C3 C4 179.0(3) . . . . ? C2 C3 C4 C5 2.1(4) . . . . ? C8 O3 C5 C6 177.9(3) . . . . ? C8 O3 C5 C4 -2.7(4) . . . . ? C3 C4 C5 O3 179.5(3) . . . . ? C3 C4 C5 C6 -1.0(4) . . . . ? O3 C5 C6 C7 179.3(3) . . . . ? C4 C5 C6 C7 -0.2(5) . . . . ? C5 C6 C7 C2 0.4(5) . . . . ? C3 C2 C7 C6 0.6(5) . . . . ? C1 C2 C7 C6 179.8(3) . . . . ? C5 O3 C8 C9 178.3(2) . . . . ? O3 C8 C9 C10 69.7(3) . . . . ? C11 O4 C10 C9 -177.8(2) . . . . ? C8 C9 C10 O4 64.6(4) . . . . ? C10 O4 C11 C17 -4.7(4) . . . . ? C10 O4 C11 C12 175.1(3) . . . . ? O4 C11 C12 C13 -177.7(3) . . . . ? C17 C11 C12 C13 2.0(5) . . . . ? C11 C12 C13 C14 -1.3(5) . . . . ? C12 C13 C14 C16 -0.5(5) . . . . ? C12 C13 C14 C15 179.1(3) . . . . ? Co1 O5 C15 O6 -0.6(3) 1_665 . . . ? Co1 O5 C15 C14 -179.0(2) 1_665 . . . ? Co1 O6 C15 O5 0.6(3) 1_665 . . . ? Co1 O6 C15 C14 179.1(2) 1_665 . . . ? C13 C14 C15 O5 -7.8(4) . . . . ? C16 C14 C15 O5 171.7(3) . . . . ? C13 C14 C15 O6 173.7(3) . . . . ? C16 C14 C15 O6 -6.7(4) . . . . ? C13 C14 C16 C17 1.6(5) . . . . ? C15 C14 C16 C17 -177.9(3) . . . . ? O4 C11 C17 C16 178.8(3) . . . . ? C12 C11 C17 C16 -0.9(5) . . . . ? C14 C16 C17 C11 -1.0(5) . . . . ? C22 N1 C18 C19 0.5(4) . . . . ? Co1 N1 C18 C19 175.9(2) . . . . ? N1 C18 C19 C20 -0.8(5) . . . . ? C18 C19 C20 C21 0.3(5) . . . . ? C19 C20 C21 C22 0.3(5) . . . . ? C18 N1 C22 C21 0.2(4) . . . . ? Co1 N1 C22 C21 -175.6(2) . . . . ? C18 N1 C22 C23 180.0(2) . . . . ? Co1 N1 C22 C23 4.2(3) . . . . ? C20 C21 C22 N1 -0.6(4) . . . . ? C20 C21 C22 C23 179.6(3) . . . . ? C27 N2 C23 C24 -2.3(4) . . . . ? Co1 N2 C23 C24 175.7(2) . . . . ? C27 N2 C23 C22 178.6(2) . . . . ? Co1 N2 C23 C22 -3.5(3) . . . . ? N1 C22 C23 N2 -0.4(4) . . . . ? C21 C22 C23 N2 179.3(3) . . . . ? N1 C22 C23 C24 -179.6(3) . . . . ? C21 C22 C23 C24 0.2(4) . . . . ? N2 C23 C24 C25 1.5(4) . . . . ? C22 C23 C24 C25 -179.4(3) . . . . ? C23 C24 C25 C26 -0.4(5) . . . . ? C24 C25 C26 C27 0.1(5) . . . . ? C23 N2 C27 C26 2.0(5) . . . . ? Co1 N2 C27 C26 -175.7(2) . . . . ? C25 C26 C27 N2 -0.9(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1W2 O2 0.84 1.93 2.671(3) 147.4 . O1W H1W1 O5 0.84 2.05 2.816(3) 150.8 2_676 O2W H21 O6 0.84 2.00 2.818(12) 165.4 . O2W' H23 O6 0.84 2.32 3.076(12) 150.6 . _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 26.15 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 0.795 _refine_diff_density_min -0.517 _refine_diff_density_rms 0.064 #===END _database_code_depnum_ccdc_archive 'CCDC 913915' ####################################################################### # # 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_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H44 Co2 N2 O12' _chemical_formula_weight 958.71 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.0721(8) _cell_length_b 8.1857(4) _cell_length_c 21.867(3) _cell_angle_alpha 90.00 _cell_angle_beta 107.835(8) _cell_angle_gamma 90.00 _cell_volume 2227.4(4) _cell_formula_units_Z 2 _cell_measurement_temperature 119.6(9) _cell_measurement_reflns_used 922 _cell_measurement_theta_min 2.97 _cell_measurement_theta_max 22.28 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.429 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 0.811 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.84590 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 119.6(9) _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10846 _diffrn_reflns_av_R_equivalents 0.1004 _diffrn_reflns_av_sigmaI/netI 0.1562 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.67 _diffrn_reflns_theta_max 27.10 _reflns_number_total 4817 _reflns_number_gt 2640 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2004)' _computing_cell_refinement APEX2 _computing_data_reduction APEX2 _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics APEX2 _computing_publication_material APEX2 _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^)+(0.0350P)^2^+2.3655P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4817 _refine_ls_number_parameters 308 _refine_ls_number_restraints 39 _refine_ls_R_factor_all 0.1537 _refine_ls_R_factor_gt 0.0747 _refine_ls_wR_factor_ref 0.1658 _refine_ls_wR_factor_gt 0.1255 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.039 _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 0.47417(5) 0.64354(8) 0.03034(4) 0.0216(2) Uani 1 1 d . . . O1 O 0.4452(3) 0.4719(4) 0.08840(19) 0.0252(9) Uani 1 1 d . . . O2 O 0.4985(3) 0.2502(4) 0.04532(18) 0.0238(9) Uani 1 1 d . . . O3 O 0.3245(3) -0.0756(5) 0.2563(2) 0.0427(12) Uani 1 1 d . . . O4 O 0.1152(3) -0.3809(5) 0.2237(2) 0.0359(11) Uani 1 1 d . . . O5 O -0.3897(3) -0.2577(4) 0.09697(19) 0.0250(9) Uani 1 1 d . . . O6 O -0.3627(3) -0.4797(4) 0.04670(19) 0.0260(9) Uani 1 1 d . . . N4 N 0.3363(3) 0.7755(5) 0.0252(2) 0.0228(11) Uani 1 1 d . . . C1 C 0.4587(4) 0.3195(7) 0.0855(3) 0.0262(14) Uani 1 1 d . . . C2 C 0.4265(4) 0.2132(6) 0.1311(3) 0.0223(13) Uani 1 1 d . . . C3 C 0.4512(4) 0.0474(6) 0.1352(3) 0.0257(14) Uani 1 1 d . . . H3 H 0.4905 0.0032 0.1091 0.031 Uiso 1 1 calc R . . C4 C 0.4195(4) -0.0540(7) 0.1768(3) 0.0304(14) Uani 1 1 d . . . H4 H 0.4366 -0.1671 0.1791 0.037 Uiso 1 1 calc R . . C5 C 0.3627(4) 0.0118(7) 0.2147(3) 0.0330(15) Uani 1 1 d . . . C6 C 0.3394(5) 0.1782(7) 0.2123(3) 0.0363(16) Uani 1 1 d . . . H6 H 0.3015 0.2230 0.2391 0.044 Uiso 1 1 calc R . . C7 C 0.3714(4) 0.2772(7) 0.1710(3) 0.0296(14) Uani 1 1 d . . . H7 H 0.3559 0.3907 0.1696 0.035 Uiso 1 1 calc R . . C8 C 0.3317(4) -0.2490(7) 0.2544(3) 0.0315(15) Uani 1 1 d . . . H8A H 0.4078 -0.2837 0.2662 0.038 Uiso 1 1 calc R . . H8B H 0.2939 -0.2900 0.2107 0.038 Uiso 1 1 calc R . . C9 C 0.2793(4) -0.3149(7) 0.3023(3) 0.0384(17) Uani 1 1 d . . . H9A H 0.2934 -0.4337 0.3078 0.046 Uiso 1 1 calc R . . H9B H 0.3123 -0.2618 0.3444 0.046 Uiso 1 1 calc R . . C10 C 0.1595(4) -0.2860(8) 0.2815(3) 0.0351(15) Uani 1 1 d . . . H10A H 0.1287 -0.3218 0.3154 0.042 Uiso 1 1 calc R . . H10B H 0.1434 -0.1686 0.2728 0.042 Uiso 1 1 calc R . . C11 C 0.0087(4) -0.3670(7) 0.1932(3) 0.0272(14) Uani 1 1 d . . . C12 C -0.0606(4) -0.2591(7) 0.2098(3) 0.0290(14) Uani 1 1 d . . . H12 H -0.0343 -0.1868 0.2451 0.035 Uiso 1 1 calc R . . C13 C -0.1686(4) -0.2586(6) 0.1741(3) 0.0247(13) Uani 1 1 d . . . H13 H -0.2154 -0.1829 0.1848 0.030 Uiso 1 1 calc R . . C14 C -0.2099(4) -0.3642(6) 0.1235(3) 0.0214(12) Uani 1 1 d . . . C15 C -0.1403(4) -0.4721(7) 0.1069(3) 0.0286(14) Uani 1 1 d . . . H15 H -0.1673 -0.5464 0.0723 0.034 Uiso 1 1 calc R . . C16 C -0.0319(4) -0.4710(7) 0.1408(3) 0.0305(15) Uani 1 1 d . . . H16 H 0.0155 -0.5420 0.1283 0.037 Uiso 1 1 calc R . . C17 C -0.3273(4) -0.3664(7) 0.0870(3) 0.0225(12) Uani 1 1 d . . . C18 C 0.3109(4) 0.9151(7) -0.0068(3) 0.0360(16) Uani 1 1 d . . . H18 H 0.3589 0.9583 -0.0277 0.043 Uiso 1 1 calc R . . C19 C 0.2180(5) 1.0001(8) -0.0110(4) 0.052(2) Uani 1 1 d . . . H19 H 0.2022 1.0989 -0.0349 0.063 Uiso 1 1 calc R . . C20 C 0.1481(5) 0.9400(9) 0.0197(4) 0.062(2) Uani 1 1 d D . . C21 C 0.1737(5) 0.7947(8) 0.0528(4) 0.053(2) Uani 1 1 d . . . H21 H 0.1274 0.7497 0.0744 0.064 Uiso 1 1 calc R . . C22 C 0.2675(4) 0.7155(7) 0.0540(3) 0.0277(14) Uani 1 1 d . . . H22 H 0.2839 0.6144 0.0762 0.033 Uiso 1 1 calc R . . C23 C 0.0479(5) 1.0380(9) 0.0238(4) 0.029(2) Uani 0.722(11) 1 d PDU . 1 H23A H 0.0550 1.1479 0.0056 0.035 Uiso 0.722(11) 1 calc PR . 1 C24 C 0.0471(9) 1.0711(16) 0.0910(6) 0.092(5) Uani 0.722(11) 1 d PDU . 1 H24A H -0.0200 1.1263 0.0899 0.138 Uiso 0.722(11) 1 calc PR . 1 H24B H 0.1082 1.1410 0.1128 0.138 Uiso 0.722(11) 1 calc PR . 1 H24C H 0.0525 0.9676 0.1143 0.138 Uiso 0.722(11) 1 calc PR . 1 C23B C 0.0249(9) 0.956(3) -0.0218(7) 0.063(7) Uani 0.278(11) 1 d PDU . 2 H23B H 0.0171 1.0205 -0.0618 0.076 Uiso 0.278(11) 1 calc PR . 2 C24B C -0.054(2) 0.812(3) -0.0352(17) 0.086(10) Uani 0.278(11) 1 d PDU . 2 H24D H -0.1140 0.8345 -0.0738 0.129 Uiso 0.278(11) 1 calc PR . 2 H24E H -0.0809 0.7959 0.0015 0.129 Uiso 0.278(11) 1 calc PR . 2 H24F H -0.0166 0.7125 -0.0419 0.129 Uiso 0.278(11) 1 calc PR . 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 0.0183(4) 0.0185(4) 0.0292(5) 0.0002(4) 0.0089(3) 0.0034(3) O1 0.023(2) 0.022(2) 0.033(3) 0.0056(19) 0.0125(18) 0.0069(16) O2 0.022(2) 0.023(2) 0.029(3) 0.0005(19) 0.0118(17) 0.0028(15) O3 0.059(3) 0.032(2) 0.046(3) 0.006(2) 0.028(2) -0.012(2) O4 0.017(2) 0.039(3) 0.045(3) -0.008(2) -0.0017(18) -0.0023(17) O5 0.023(2) 0.022(2) 0.030(3) -0.0008(19) 0.0088(17) 0.0056(16) O6 0.020(2) 0.021(2) 0.036(3) -0.001(2) 0.0067(18) 0.0023(16) N4 0.021(2) 0.016(2) 0.035(3) -0.002(2) 0.014(2) 0.0015(18) C1 0.015(3) 0.034(4) 0.025(4) 0.007(3) 0.000(2) -0.002(2) C2 0.018(3) 0.027(3) 0.023(3) 0.001(3) 0.008(2) -0.002(2) C3 0.018(3) 0.024(3) 0.036(4) -0.003(3) 0.008(3) -0.002(2) C4 0.029(3) 0.028(3) 0.035(4) 0.000(3) 0.010(3) -0.002(3) C5 0.035(3) 0.023(3) 0.040(4) 0.004(3) 0.009(3) -0.008(3) C6 0.040(4) 0.037(4) 0.039(4) -0.003(3) 0.024(3) 0.002(3) C7 0.034(3) 0.022(3) 0.037(4) 0.000(3) 0.017(3) 0.003(2) C8 0.027(3) 0.032(4) 0.030(4) 0.008(3) 0.002(3) -0.007(3) C9 0.020(3) 0.040(4) 0.046(5) 0.010(3) -0.002(3) -0.012(3) C10 0.026(3) 0.044(4) 0.031(4) 0.005(3) 0.001(3) -0.011(3) C11 0.017(3) 0.022(3) 0.040(4) 0.000(3) 0.005(3) -0.002(2) C12 0.027(3) 0.026(3) 0.038(4) -0.010(3) 0.015(3) -0.007(2) C13 0.021(3) 0.021(3) 0.035(4) 0.000(3) 0.012(3) 0.000(2) C14 0.018(3) 0.018(3) 0.030(3) 0.000(3) 0.011(2) -0.003(2) C15 0.023(3) 0.028(3) 0.031(4) -0.003(3) 0.002(3) 0.001(2) C16 0.024(3) 0.023(3) 0.044(4) -0.006(3) 0.009(3) 0.000(2) C17 0.021(3) 0.019(3) 0.027(3) 0.001(3) 0.007(2) -0.004(2) C18 0.029(3) 0.032(4) 0.048(5) 0.007(3) 0.014(3) 0.005(3) C19 0.034(4) 0.037(4) 0.091(7) 0.020(4) 0.026(4) 0.016(3) C20 0.023(4) 0.051(5) 0.115(8) 0.028(5) 0.027(4) 0.020(3) C21 0.034(4) 0.045(4) 0.093(7) 0.021(4) 0.038(4) 0.010(3) C22 0.019(3) 0.023(3) 0.040(4) 0.004(3) 0.008(3) 0.002(2) C23 0.026(4) 0.021(4) 0.041(5) -0.012(4) 0.011(4) 0.014(3) C24 0.065(7) 0.115(8) 0.088(8) -0.021(7) 0.009(6) 0.046(6) C23B 0.068(10) 0.062(10) 0.062(10) -0.015(8) 0.024(8) -0.002(8) C24B 0.076(12) 0.090(13) 0.089(13) -0.033(9) 0.020(9) 0.028(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O2 1.996(4) 3_665 ? Co1 O1 2.006(4) . ? Co1 N4 2.074(4) . ? Co1 O5 2.087(4) 1_665 ? Co1 O6 2.286(3) 1_665 ? Co1 O6 2.293(4) 3 ? Co1 C17 2.512(5) 1_665 ? Co1 Co1 2.8790(14) 3_665 ? O1 C1 1.264(6) . ? O2 C1 1.283(6) . ? O2 Co1 1.996(4) 3_665 ? O3 C5 1.367(6) . ? O3 C8 1.424(6) . ? O4 C11 1.352(6) . ? O4 C10 1.445(7) . ? O5 C17 1.271(6) . ? O5 Co1 2.087(4) 1_445 ? O6 C17 1.266(6) . ? O6 Co1 2.286(3) 1_445 ? O6 Co1 2.293(4) 3 ? N4 C18 1.328(7) . ? N4 C22 1.340(6) . ? C1 C2 1.479(7) . ? C2 C3 1.391(7) . ? C2 C7 1.391(7) . ? C3 C4 1.384(7) . ? C3 H3 0.9500 . ? C4 C5 1.382(8) . ? C4 H4 0.9500 . ? C5 C6 1.393(8) . ? C6 C7 1.370(7) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 C9 1.515(7) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.510(7) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.390(7) . ? C11 C16 1.394(8) . ? C12 C13 1.389(7) . ? C12 H12 0.9500 . ? C13 C14 1.377(7) . ? C13 H13 0.9500 . ? C14 C15 1.394(7) . ? C14 C17 1.497(7) . ? C15 C16 1.384(7) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 Co1 2.512(5) 1_445 ? C18 C19 1.378(7) . ? C18 H18 0.9500 . ? C19 C20 1.380(8) . ? C19 H19 0.9500 . ? C20 C21 1.379(9) . ? C20 C23 1.562(8) . ? C20 C23B 1.594(12) . ? C21 C22 1.379(7) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 C24 1.498(12) . ? C23 C23 1.497(13) 3_575 ? C23 H23A 1.0000 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C23B C23B 1.492(16) 3_575 ? C23B C24B 1.534(15) . ? C23B H23B 1.0000 . ? C24B H24D 0.9800 . ? C24B H24E 0.9800 . ? C24B H24F 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Co1 O1 161.14(15) 3_665 . ? O2 Co1 N4 95.81(16) 3_665 . ? O1 Co1 N4 94.00(15) . . ? O2 Co1 O5 94.53(14) 3_665 1_665 ? O1 Co1 O5 96.63(15) . 1_665 ? N4 Co1 O5 112.15(16) . 1_665 ? O2 Co1 O6 85.79(13) 3_665 1_665 ? O1 Co1 O6 86.55(13) . 1_665 ? N4 Co1 O6 172.56(16) . 1_665 ? O5 Co1 O6 60.44(13) 1_665 1_665 ? O2 Co1 O6 83.15(14) 3_665 3 ? O1 Co1 O6 81.64(14) . 3 ? N4 Co1 O6 85.33(15) . 3 ? O5 Co1 O6 162.52(12) 1_665 3 ? O6 Co1 O6 102.08(11) 1_665 3 ? O2 Co1 C17 90.14(16) 3_665 1_665 ? O1 Co1 C17 91.85(15) . 1_665 ? N4 Co1 C17 142.47(18) . 1_665 ? O5 Co1 C17 30.32(15) 1_665 1_665 ? O6 Co1 C17 30.12(14) 1_665 1_665 ? O6 Co1 C17 132.20(15) 3 1_665 ? O2 Co1 Co1 81.19(10) 3_665 3_665 ? O1 Co1 Co1 80.58(10) . 3_665 ? N4 Co1 Co1 136.26(13) . 3_665 ? O5 Co1 Co1 111.58(10) 1_665 3_665 ? O6 Co1 Co1 51.14(10) 1_665 3_665 ? O6 Co1 Co1 50.94(8) 3 3_665 ? C17 Co1 Co1 81.26(13) 1_665 3_665 ? C1 O1 Co1 127.1(4) . . ? C1 O2 Co1 126.1(3) . 3_665 ? C5 O3 C8 117.4(5) . . ? C11 O4 C10 117.6(4) . . ? C17 O5 Co1 93.7(3) . 1_445 ? C17 O6 Co1 84.9(3) . 1_445 ? C17 O6 Co1 162.8(3) . 3 ? Co1 O6 Co1 77.92(11) 1_445 3 ? C18 N4 C22 117.8(4) . . ? C18 N4 Co1 123.4(3) . . ? C22 N4 Co1 118.8(4) . . ? O1 C1 O2 124.2(5) . . ? O1 C1 C2 118.3(5) . . ? O2 C1 C2 117.4(5) . . ? C3 C2 C7 118.8(5) . . ? C3 C2 C1 120.6(5) . . ? C7 C2 C1 120.6(5) . . ? C4 C3 C2 121.1(5) . . ? C4 C3 H3 119.4 . . ? C2 C3 H3 119.4 . . ? C5 C4 C3 119.0(5) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? O3 C5 C4 124.7(5) . . ? O3 C5 C6 114.7(5) . . ? C4 C5 C6 120.6(5) . . ? C7 C6 C5 119.7(5) . . ? C7 C6 H6 120.1 . . ? C5 C6 H6 120.1 . . ? C6 C7 C2 120.7(5) . . ? C6 C7 H7 119.6 . . ? C2 C7 H7 119.6 . . ? O3 C8 C9 106.6(5) . . ? O3 C8 H8A 110.4 . . ? C9 C8 H8A 110.4 . . ? O3 C8 H8B 110.4 . . ? C9 C8 H8B 110.4 . . ? H8A C8 H8B 108.6 . . ? C10 C9 C8 112.5(5) . . ? C10 C9 H9A 109.1 . . ? C8 C9 H9A 109.1 . . ? C10 C9 H9B 109.1 . . ? C8 C9 H9B 109.1 . . ? H9A C9 H9B 107.8 . . ? O4 C10 C9 106.3(5) . . ? O4 C10 H10A 110.5 . . ? C9 C10 H10A 110.5 . . ? O4 C10 H10B 110.5 . . ? C9 C10 H10B 110.5 . . ? H10A C10 H10B 108.7 . . ? O4 C11 C12 125.4(5) . . ? O4 C11 C16 115.4(5) . . ? C12 C11 C16 119.2(5) . . ? C11 C12 C13 119.1(5) . . ? C11 C12 H12 120.4 . . ? C13 C12 H12 120.4 . . ? C14 C13 C12 122.1(5) . . ? C14 C13 H13 119.0 . . ? C12 C13 H13 119.0 . . ? C13 C14 C15 118.8(5) . . ? C13 C14 C17 121.4(5) . . ? C15 C14 C17 119.8(5) . . ? C16 C15 C14 119.9(5) . . ? C16 C15 H15 120.1 . . ? C14 C15 H15 120.1 . . ? C15 C16 C11 121.0(5) . . ? C15 C16 H16 119.5 . . ? C11 C16 H16 119.5 . . ? O6 C17 O5 121.0(5) . . ? O6 C17 C14 118.5(5) . . ? O5 C17 C14 120.5(5) . . ? O6 C17 Co1 65.0(3) . 1_445 ? O5 C17 Co1 56.0(3) . 1_445 ? C14 C17 Co1 176.4(4) . 1_445 ? N4 C18 C19 122.9(5) . . ? N4 C18 H18 118.6 . . ? C19 C18 H18 118.6 . . ? C18 C19 C20 119.3(6) . . ? C18 C19 H19 120.4 . . ? C20 C19 H19 120.4 . . ? C21 C20 C19 118.2(5) . . ? C21 C20 C23 119.1(6) . . ? C19 C20 C23 122.5(6) . . ? C21 C20 C23B 114.2(11) . . ? C19 C20 C23B 113.5(10) . . ? C23 C20 C23B 43.2(6) . . ? C20 C21 C22 119.2(5) . . ? C20 C21 H21 120.4 . . ? C22 C21 H21 120.4 . . ? N4 C22 C21 122.7(5) . . ? N4 C22 H22 118.7 . . ? C21 C22 H22 118.7 . . ? C24 C23 C23 120.1(9) . 3_575 ? C24 C23 C20 114.0(7) . . ? C23 C23 C20 106.6(7) 3_575 . ? C24 C23 H23A 104.9 . . ? C23 C23 H23A 104.9 3_575 . ? C20 C23 H23A 104.9 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C23B C23B C24B 96(2) 3_575 . ? C23B C23B C20 103.8(10) 3_575 . ? C24B C23B C20 123.2(19) . . ? C23B C23B H23B 110.8 3_575 . ? C24B C23B H23B 110.8 . . ? C20 C23B H23B 110.8 . . ? C23B C24B H24D 109.5 . . ? C23B C24B H24E 109.5 . . ? H24D C24B H24E 109.5 . . ? C23B C24B H24F 109.5 . . ? H24D C24B H24F 109.5 . . ? H24E C24B H24F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 27.10 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.834 _refine_diff_density_min -0.655 _refine_diff_density_rms 0.111 _database_code_depnum_ccdc_archive 'CCDC 971937'