# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full J.Mater.Chem. _journal_coden_cambridge 1145 _publ_contact_author_name 'Jian Zhang' _publ_contact_author_address ; State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, CAS Fuzhou, Fujian, China 350002 ; _publ_contact_author_email zhj@fjirsm.ac.cn _publ_contact_author_fax ? _publ_author_name 'Jian Zhang' data_1_DMPU _database_code_depnum_ccdc_archive 'CCDC 874078' #TrackingRef '- compounds.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H42 Co2 N8 O11' _chemical_formula_weight 880.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 11.4398(2) _cell_length_b 13.2955(2) _cell_length_c 26.2483(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3992.31(11) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 6721 _cell_measurement_theta_min 2.3439 _cell_measurement_theta_max 28.7519 _exptl_crystal_description Prism _exptl_crystal_colour Red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.465 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1824 _exptl_absorpt_coefficient_mu 0.899 _exptl_absorpt_correction_T_min 0.88126 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET) (compiled Apr 28 2010,14:27:37) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method none _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 9865 _diffrn_reflns_av_R_equivalents 0.0243 _diffrn_reflns_av_sigmaI/netI 0.0478 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 4 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6664 _reflns_number_gt 5630 _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_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^)+(0.0360P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.003(12) _refine_ls_number_reflns 6664 _refine_ls_number_parameters 509 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0369 _refine_ls_R_factor_gt 0.0289 _refine_ls_wR_factor_ref 0.0691 _refine_ls_wR_factor_gt 0.0679 _refine_ls_goodness_of_fit_ref 1.003 _refine_ls_restrained_S_all 1.003 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.42584(3) 0.55776(3) 0.862950(13) 0.01619(10) Uani 1 1 d . . . Co2 Co 0.68203(3) 0.43754(3) 0.919996(13) 0.01657(10) Uani 1 1 d . . . O1W O 0.60973(16) 0.57366(16) 0.88569(7) 0.0185(5) Uani 1 1 d . . . H13A H 0.6558 0.5911 0.8559 0.022 Uiso 1 1 calc R . . H13B H 0.6163 0.6285 0.9099 0.022 Uiso 1 1 calc R . . O2 O 0.47217(19) 0.43998(19) 0.81859(7) 0.0273(5) Uani 1 1 d . . . O3 O 0.60128(18) 0.34885(16) 0.86403(8) 0.0242(5) Uani 1 1 d . . . O4 O 0.38427(18) 0.46036(17) 0.92300(8) 0.0276(5) Uani 1 1 d . . . O5 O 0.54412(16) 0.43199(17) 0.96993(7) 0.0220(5) Uani 1 1 d . . . O6 O -0.17176(17) 0.44659(17) 0.87358(7) 0.0246(5) Uani 1 1 d . . . O7 O -0.1909(2) 0.5958(2) 0.83628(10) 0.0477(7) Uani 1 1 d . . . O8 O 1.0500(2) 0.7718(2) 1.05967(9) 0.0437(7) Uani 1 1 d . . . O9 O 0.87940(19) 0.81858(17) 1.09261(8) 0.0280(6) Uani 1 1 d . . . O10 O 0.6591(3) 0.9841(2) 0.83281(13) 0.0794(11) Uani 1 1 d . . . O11 O 1.1294(3) 1.1968(4) 0.87205(16) 0.1037(14) Uani 1 1 d . . . N1 N 0.2421(2) 0.5412(2) 0.84391(9) 0.0229(6) Uani 1 1 d . . . N2 N 0.7724(2) 0.5354(2) 0.97599(9) 0.0258(7) Uani 1 1 d . . . N3 N 0.2581(2) 0.1920(2) 1.04443(9) 0.0241(6) Uani 1 1 d . . . N4 N 0.5520(2) 0.15779(19) 0.70055(9) 0.0222(6) Uani 1 1 d . . . N5 N 0.8060(4) 0.8790(3) 0.85305(14) 0.0751(13) Uani 1 1 d . . . N6 N 0.7152(4) 0.9752(3) 0.91431(15) 0.0636(11) Uani 1 1 d . . . N7 N 1.2623(5) 1.0843(5) 0.84468(18) 0.1022(18) Uani 1 1 d . . . N8 N 1.0687(5) 1.0752(4) 0.81798(15) 0.0897(15) Uani 1 1 d . . . C1 C 0.1889(3) 0.4527(2) 0.84816(11) 0.0252(7) Uani 1 1 d . . . H1A H 0.2348 0.3950 0.8502 0.030 Uiso 1 1 calc R . . C2 C 0.0684(3) 0.4422(3) 0.84965(11) 0.0288(7) Uani 1 1 d . . . H2A H 0.0345 0.3791 0.8537 0.035 Uiso 1 1 calc R . . C3 C -0.0002(3) 0.5266(3) 0.84509(12) 0.0266(8) Uani 1 1 d . . . C4 C 0.0538(3) 0.6176(3) 0.83719(13) 0.0357(9) Uani 1 1 d . . . H4A H 0.0099 0.6753 0.8315 0.043 Uiso 1 1 calc R . . C5 C 0.1754(3) 0.6219(3) 0.83791(13) 0.0329(8) Uani 1 1 d . . . H5A H 0.2114 0.6841 0.8340 0.040 Uiso 1 1 calc R . . C6 C -0.1334(3) 0.5227(3) 0.85122(12) 0.0250(8) Uani 1 1 d . . . C7 C 0.7121(3) 0.5933(3) 1.00786(12) 0.0311(9) Uani 1 1 d . . . H7A H 0.6318 0.5836 1.0104 0.037 Uiso 1 1 calc R . . C8 C 0.7632(3) 0.6674(3) 1.03747(13) 0.0318(9) Uani 1 1 d . . . H8A H 0.7175 0.7061 1.0593 0.038 Uiso 1 1 calc R . . C9 C 0.8820(3) 0.6837(3) 1.03443(12) 0.0256(8) Uani 1 1 d . . . C10 C 0.9447(3) 0.6228(3) 1.00195(12) 0.0347(9) Uani 1 1 d . . . H10A H 1.0250 0.6314 0.9986 0.042 Uiso 1 1 calc R . . C11 C 0.8881(3) 0.5490(3) 0.97443(12) 0.0319(8) Uani 1 1 d . . . H11A H 0.9325 0.5068 0.9538 0.038 Uiso 1 1 calc R . . C12 C 0.9428(3) 0.7647(2) 1.06474(12) 0.0251(8) Uani 1 1 d . . . C13 C 0.5393(3) 0.3671(2) 0.82580(11) 0.0203(7) Uani 1 1 d . . . C14 C 0.5456(3) 0.2931(2) 0.78220(11) 0.0215(7) Uani 1 1 d . . . C15 C 0.5991(3) 0.2003(2) 0.78688(11) 0.0273(8) Uani 1 1 d . . . H15A H 0.6348 0.1820 0.8173 0.033 Uiso 1 1 calc R . . C16 C 0.5989(3) 0.1354(3) 0.74608(11) 0.0271(8) Uani 1 1 d . . . H16A H 0.6332 0.0725 0.7502 0.033 Uiso 1 1 calc R . . C17 C 0.5018(3) 0.2478(3) 0.69661(12) 0.0302(9) Uani 1 1 d . . . H17A H 0.4690 0.2651 0.6654 0.036 Uiso 1 1 calc R . . C18 C 0.4952(3) 0.3168(3) 0.73538(11) 0.0305(9) Uani 1 1 d . . . H18A H 0.4577 0.3782 0.7305 0.037 Uiso 1 1 calc R . . C19 C 0.4380(3) 0.4194(2) 0.95803(10) 0.0195(7) Uani 1 1 d . . . C20 C 0.3723(3) 0.3437(2) 0.99013(11) 0.0231(8) Uani 1 1 d . . . C21 C 0.2742(3) 0.2973(3) 0.97090(13) 0.0436(11) Uani 1 1 d . . . H21A H 0.2434 0.3174 0.9397 0.052 Uiso 1 1 calc R . . C22 C 0.2221(4) 0.2212(3) 0.99802(14) 0.0482(12) Uani 1 1 d . . . H22A H 0.1586 0.1882 0.9835 0.058 Uiso 1 1 calc R . . C23 C 0.3492(3) 0.2412(3) 1.06360(12) 0.0296(9) Uani 1 1 d . . . H23A H 0.3739 0.2247 1.0963 0.036 Uiso 1 1 calc R . . C24 C 0.4088(3) 0.3148(3) 1.03784(11) 0.0291(8) Uani 1 1 d . . . H24A H 0.4738 0.3451 1.0526 0.035 Uiso 1 1 calc R . . C25 C 0.7229(4) 0.9472(4) 0.86514(19) 0.0622(12) Uani 1 1 d . . . C26 C 0.8830(5) 0.8314(4) 0.8900(2) 0.093(2) Uani 1 1 d . . . H26A H 0.9604 0.8244 0.8753 0.112 Uiso 1 1 calc R . . H26B H 0.8540 0.7646 0.8977 0.112 Uiso 1 1 calc R . . C27 C 0.8913(5) 0.8914(4) 0.93851(19) 0.0750(16) Uani 1 1 d . . . H27A H 0.9282 0.8513 0.9648 0.090 Uiso 1 1 calc R . . H27B H 0.9385 0.9509 0.9329 0.090 Uiso 1 1 calc R . . C28 C 0.7726(5) 0.9209(4) 0.95493(17) 0.0697(15) Uani 1 1 d . . . H28A H 0.7277 0.8615 0.9636 0.084 Uiso 1 1 calc R . . H28B H 0.7775 0.9632 0.9850 0.084 Uiso 1 1 calc R . . C29 C 0.8089(6) 0.8400(4) 0.80125(18) 0.0934(19) Uani 1 1 d . . . H29A H 0.7561 0.8780 0.7803 0.140 Uiso 1 1 calc R . . H29B H 0.7856 0.7707 0.8013 0.140 Uiso 1 1 calc R . . H29C H 0.8867 0.8457 0.7879 0.140 Uiso 1 1 calc R . . C30 C 0.6261(5) 1.0459(4) 0.9278(2) 0.0802(15) Uani 1 1 d . . . H30A H 0.5955 1.0765 0.8974 0.120 Uiso 1 1 calc R . . H30B H 0.6587 1.0969 0.9494 0.120 Uiso 1 1 calc R . . H30C H 0.5644 1.0118 0.9455 0.120 Uiso 1 1 calc R . . C31 C 1.1533(5) 1.1222(5) 0.84605(19) 0.0719(15) Uani 1 1 d . . . C32 C 1.0942(8) 0.9905(7) 0.7851(3) 0.155(4) Uani 1 1 d . . . H32A H 1.0324 0.9410 0.7889 0.186 Uiso 1 1 calc R . . H32B H 1.0934 1.0134 0.7500 0.186 Uiso 1 1 calc R . . C34 C 1.2952(9) 0.9978(8) 0.8142(5) 0.211(5) Uani 1 1 d . . . H34A H 1.3443 1.0197 0.7862 0.253 Uiso 1 1 calc R . . H34B H 1.3405 0.9517 0.8350 0.253 Uiso 1 1 calc R . . C35 C 1.3519(6) 1.1329(7) 0.8759(3) 0.165(4) Uani 1 1 d . . . H35A H 1.3189 1.1907 0.8925 0.247 Uiso 1 1 calc R . . H35B H 1.4157 1.1537 0.8546 0.247 Uiso 1 1 calc R . . H35C H 1.3798 1.0864 0.9011 0.247 Uiso 1 1 calc R . . C36 C 0.9548(5) 1.1217(6) 0.8146(2) 0.114(2) Uani 1 1 d . . . H36A H 0.9496 1.1755 0.8389 0.171 Uiso 1 1 calc R . . H36B H 0.8955 1.0726 0.8217 0.171 Uiso 1 1 calc R . . H36C H 0.9435 1.1480 0.7809 0.171 Uiso 1 1 calc R . . C33 C 1.1959(15) 0.9464(11) 0.7944(5) 0.253(7) Uiso 1 1 d . . . H33A H 1.2206 0.9160 0.7625 0.304 Uiso 1 1 calc R . . H33B H 1.1798 0.8914 0.8176 0.304 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 0.0160(2) 0.0162(2) 0.01635(19) 0.00111(19) 0.00113(17) 0.0011(2) Co2 0.0149(2) 0.0173(2) 0.01747(19) 0.0002(2) -0.00129(16) 0.0002(2) O1W 0.0179(11) 0.0201(12) 0.0176(10) -0.0019(9) 0.0011(8) -0.0010(10) O2 0.0341(13) 0.0224(12) 0.0255(11) -0.0066(12) -0.0047(10) 0.0112(13) O3 0.0266(13) 0.0253(12) 0.0208(11) -0.0068(10) -0.0064(11) 0.0029(10) O4 0.0196(11) 0.0350(14) 0.0282(11) 0.0168(11) -0.0024(10) -0.0004(11) O5 0.0164(11) 0.0288(12) 0.0209(10) 0.0013(11) 0.0000(8) -0.0041(11) O6 0.0197(11) 0.0250(12) 0.0291(11) 0.0018(11) 0.0053(9) 0.0003(13) O7 0.0197(14) 0.0480(17) 0.0754(18) 0.0301(14) 0.0111(13) 0.0058(13) O8 0.0271(16) 0.0464(17) 0.0575(16) -0.0277(14) 0.0064(13) -0.0118(13) O9 0.0281(13) 0.0271(13) 0.0287(13) -0.0116(11) -0.0027(10) -0.0028(11) O10 0.103(3) 0.055(2) 0.080(2) 0.0073(17) -0.053(2) 0.009(2) O11 0.077(3) 0.119(4) 0.115(3) -0.053(3) 0.000(2) 0.013(3) N1 0.0152(14) 0.0268(17) 0.0267(13) 0.0031(13) 0.0001(11) 0.0017(13) N2 0.0259(16) 0.0260(17) 0.0256(14) -0.0055(12) -0.0070(13) -0.0020(13) N3 0.0212(15) 0.0277(16) 0.0233(14) 0.0038(13) -0.0007(12) -0.0044(14) N4 0.0266(17) 0.0222(14) 0.0177(13) -0.0026(11) -0.0012(12) 0.0006(13) N5 0.095(3) 0.057(3) 0.073(3) 0.001(2) -0.040(3) 0.014(3) N6 0.071(3) 0.046(2) 0.073(3) 0.006(2) -0.030(2) 0.003(2) N7 0.074(3) 0.140(6) 0.092(3) -0.024(3) 0.007(3) 0.036(4) N8 0.094(4) 0.108(4) 0.067(3) -0.031(3) -0.015(3) 0.017(4) C1 0.0199(17) 0.0209(17) 0.0347(17) 0.0028(15) -0.0019(14) 0.0042(17) C2 0.0222(16) 0.0259(16) 0.0384(18) 0.0061(17) 0.0012(14) -0.004(2) C3 0.0190(18) 0.033(2) 0.0276(17) 0.0078(16) 0.0031(14) 0.0007(16) C4 0.019(2) 0.033(2) 0.055(2) 0.0115(19) 0.0048(17) 0.0075(18) C5 0.023(2) 0.0270(19) 0.048(2) 0.0084(17) 0.0023(18) -0.0056(18) C6 0.0164(17) 0.0307(19) 0.0279(19) 0.0064(15) 0.0047(15) 0.0002(16) C7 0.0182(19) 0.040(2) 0.0355(19) -0.0108(17) 0.0034(16) -0.0042(16) C8 0.027(2) 0.035(2) 0.0335(19) -0.0154(17) 0.0012(16) -0.0011(18) C9 0.0263(19) 0.0249(19) 0.0255(17) -0.0007(15) -0.0030(15) -0.0025(16) C10 0.021(2) 0.043(2) 0.041(2) -0.0183(18) -0.0027(16) -0.0038(18) C11 0.0206(18) 0.037(2) 0.0382(19) -0.0167(19) -0.0019(15) -0.0015(18) C12 0.027(2) 0.0243(17) 0.0239(17) -0.0009(15) -0.0044(15) -0.0041(17) C13 0.0196(18) 0.0194(17) 0.0218(17) -0.0042(14) 0.0042(14) -0.0018(15) C14 0.0221(19) 0.0228(17) 0.0195(15) -0.0051(14) -0.0018(14) 0.0023(15) C15 0.034(2) 0.0282(19) 0.0199(16) -0.0040(15) -0.0049(15) 0.0088(17) C16 0.034(2) 0.0209(17) 0.0263(17) -0.0005(15) -0.0042(15) 0.0075(16) C17 0.042(2) 0.029(2) 0.0199(18) -0.0040(16) -0.0096(16) 0.0087(18) C18 0.036(2) 0.027(2) 0.028(2) -0.0038(17) -0.0043(17) 0.0118(18) C19 0.0188(17) 0.0212(18) 0.0185(15) -0.0013(13) 0.0082(14) -0.0012(15) C20 0.0215(18) 0.0229(18) 0.0249(17) 0.0089(15) 0.0003(14) -0.0022(15) C21 0.042(3) 0.057(3) 0.032(2) 0.026(2) -0.0182(19) -0.024(2) C22 0.041(3) 0.063(3) 0.041(2) 0.021(2) -0.0199(19) -0.029(2) C23 0.032(2) 0.037(2) 0.0205(17) 0.0068(16) -0.0018(15) -0.0096(18) C24 0.0243(19) 0.032(2) 0.0307(18) 0.0056(16) -0.0081(15) -0.0118(17) C25 0.077(3) 0.035(2) 0.074(3) 0.004(3) -0.034(3) -0.001(3) C26 0.098(5) 0.061(4) 0.120(4) 0.012(4) -0.051(4) 0.022(3) C27 0.079(4) 0.064(3) 0.082(3) 0.013(3) -0.038(3) -0.008(3) C28 0.075(4) 0.063(4) 0.071(3) 0.009(3) -0.033(3) -0.003(3) C29 0.126(5) 0.073(4) 0.082(4) -0.004(3) -0.032(4) 0.005(4) C30 0.077(4) 0.073(4) 0.091(4) 0.013(3) -0.010(3) 0.000(3) C31 0.069(4) 0.087(4) 0.060(3) -0.008(3) 0.015(3) 0.014(3) C32 0.173(9) 0.163(8) 0.130(6) -0.076(6) -0.014(6) -0.029(7) C34 0.141(9) 0.176(10) 0.315(13) -0.084(10) 0.064(9) 0.069(8) C35 0.068(5) 0.243(11) 0.183(8) -0.072(8) 0.003(5) 0.015(6) C36 0.079(5) 0.168(7) 0.095(4) -0.003(5) -0.024(4) 0.011(5) _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 2.022(2) . ? Co1 O9 2.085(2) 3_467 ? Co1 O4 2.095(2) . ? Co1 N4 2.147(2) 4_656 ? Co1 N1 2.172(3) . ? Co1 O1W 2.1970(19) . ? Co2 O5 2.0524(19) . ? Co2 O6 2.073(2) 1_655 ? Co2 O3 2.098(2) . ? Co2 N3 2.144(3) 3_557 ? Co2 O1W 2.184(2) . ? Co2 N2 2.218(3) . ? O1W H13A 0.9700 . ? O1W H13B 0.9700 . ? O2 C13 1.251(4) . ? O3 C13 1.252(3) . ? O4 C19 1.233(4) . ? O5 C19 1.265(4) . ? O6 C6 1.249(4) . ? O6 Co2 2.073(2) 1_455 ? O7 C6 1.237(4) . ? O8 C12 1.236(4) . ? O9 C12 1.255(4) . ? O9 Co1 2.085(2) 3_567 ? O10 C25 1.222(5) . ? O11 C31 1.235(6) . ? N1 C5 1.326(4) . ? N1 C1 1.329(4) . ? N2 C7 1.330(4) . ? N2 C11 1.336(4) . ? N3 C23 1.329(4) . ? N3 C22 1.344(4) . ? N3 Co2 2.144(3) 3_457 ? N4 C17 1.331(4) . ? N4 C16 1.344(4) . ? N4 Co1 2.147(2) 4_646 ? N5 C25 1.351(6) . ? N5 C26 1.455(6) . ? N5 C29 1.455(6) . ? N6 C25 1.346(6) . ? N6 C30 1.431(6) . ? N6 C28 1.445(5) . ? N7 C31 1.346(7) . ? N7 C34 1.451(10) . ? N7 C35 1.463(8) . ? N8 C31 1.367(7) . ? N8 C36 1.445(7) . ? N8 C32 1.448(8) . ? C1 C2 1.387(4) . ? C1 H1A 0.9300 . ? C2 C3 1.375(5) . ? C2 H2A 0.9300 . ? C3 C4 1.374(5) . ? C3 C6 1.533(4) . ? C4 C5 1.392(5) . ? C4 H4A 0.9300 . ? C5 H5A 0.9300 . ? C7 C8 1.384(5) . ? C7 H7A 0.9300 . ? C8 C9 1.378(5) . ? C8 H8A 0.9300 . ? C9 C10 1.378(5) . ? C9 C12 1.509(5) . ? C10 C11 1.380(5) . ? C10 H10A 0.9300 . ? C11 H11A 0.9300 . ? C13 C14 1.511(4) . ? C14 C15 1.382(4) . ? C14 C18 1.394(4) . ? C15 C16 1.376(4) . ? C15 H15A 0.9300 . ? C16 H16A 0.9300 . ? C17 C18 1.373(4) . ? C17 H17A 0.9300 . ? C18 H18A 0.9300 . ? C19 C20 1.513(4) . ? C20 C24 1.375(4) . ? C20 C21 1.376(5) . ? C21 C22 1.373(5) . ? C21 H21A 0.9300 . ? C22 H22A 0.9300 . ? C23 C24 1.372(5) . ? C23 H23A 0.9300 . ? C24 H24A 0.9300 . ? C26 C27 1.506(7) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C28 1.477(7) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C32 C33 1.326(15) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C34 C33 1.425(15) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Co1 O9 178.69(10) . 3_467 ? O2 Co1 O4 90.81(9) . . ? O9 Co1 O4 90.50(9) 3_467 . ? O2 Co1 N4 90.09(9) . 4_656 ? O9 Co1 N4 88.62(9) 3_467 4_656 ? O4 Co1 N4 173.62(9) . 4_656 ? O2 Co1 N1 92.44(10) . . ? O9 Co1 N1 87.83(10) 3_467 . ? O4 Co1 N1 83.72(9) . . ? N4 Co1 N1 89.93(10) 4_656 . ? O2 Co1 O1W 88.86(8) . . ? O9 Co1 O1W 90.92(8) 3_467 . ? O4 Co1 O1W 94.15(8) . . ? N4 Co1 O1W 92.18(9) 4_656 . ? N1 Co1 O1W 177.52(8) . . ? O5 Co2 O6 176.14(8) . 1_655 ? O5 Co2 O3 95.08(8) . . ? O6 Co2 O3 88.64(8) 1_655 . ? O5 Co2 N3 90.29(9) . 3_557 ? O6 Co2 N3 88.56(9) 1_655 3_557 ? O3 Co2 N3 91.85(9) . 3_557 ? O5 Co2 O1W 90.12(8) . . ? O6 Co2 O1W 90.87(8) 1_655 . ? O3 Co2 O1W 90.59(8) . . ? N3 Co2 O1W 177.48(9) 3_557 . ? O5 Co2 N2 87.49(9) . . ? O6 Co2 N2 88.81(9) 1_655 . ? O3 Co2 N2 177.04(10) . . ? N3 Co2 N2 89.60(10) 3_557 . ? O1W Co2 N2 87.93(9) . . ? Co2 O1W Co1 113.26(9) . . ? Co2 O1W H13A 108.9 . . ? Co1 O1W H13A 108.9 . . ? Co2 O1W H13B 108.9 . . ? Co1 O1W H13B 108.9 . . ? H13A O1W H13B 107.7 . . ? C13 O2 Co1 132.34(19) . . ? C13 O3 Co2 134.5(2) . . ? C19 O4 Co1 136.1(2) . . ? C19 O5 Co2 125.79(18) . . ? C6 O6 Co2 127.3(2) . 1_455 ? C12 O9 Co1 129.0(2) . 3_567 ? C5 N1 C1 117.6(3) . . ? C5 N1 Co1 120.1(2) . . ? C1 N1 Co1 120.9(2) . . ? C7 N2 C11 117.0(3) . . ? C7 N2 Co2 121.0(2) . . ? C11 N2 Co2 121.4(2) . . ? C23 N3 C22 116.2(3) . . ? C23 N3 Co2 123.3(2) . 3_457 ? C22 N3 Co2 120.2(2) . 3_457 ? C17 N4 C16 116.2(3) . . ? C17 N4 Co1 123.2(2) . 4_646 ? C16 N4 Co1 120.4(2) . 4_646 ? C25 N5 C26 124.2(4) . . ? C25 N5 C29 118.3(4) . . ? C26 N5 C29 117.0(4) . . ? C25 N6 C30 117.7(4) . . ? C25 N6 C28 122.7(4) . . ? C30 N6 C28 118.0(4) . . ? C31 N7 C34 123.5(7) . . ? C31 N7 C35 117.9(6) . . ? C34 N7 C35 118.6(7) . . ? C31 N8 C36 118.4(5) . . ? C31 N8 C32 122.2(6) . . ? C36 N8 C32 118.5(6) . . ? N1 C1 C2 123.1(3) . . ? N1 C1 H1A 118.5 . . ? C2 C1 H1A 118.5 . . ? C3 C2 C1 118.9(3) . . ? C3 C2 H2A 120.5 . . ? C1 C2 H2A 120.5 . . ? C4 C3 C2 118.3(3) . . ? C4 C3 C6 119.5(3) . . ? C2 C3 C6 122.1(3) . . ? C3 C4 C5 119.0(3) . . ? C3 C4 H4A 120.5 . . ? C5 C4 H4A 120.5 . . ? N1 C5 C4 122.9(3) . . ? N1 C5 H5A 118.6 . . ? C4 C5 H5A 118.6 . . ? O7 C6 O6 126.8(3) . . ? O7 C6 C3 117.9(3) . . ? O6 C6 C3 115.2(3) . . ? N2 C7 C8 123.1(3) . . ? N2 C7 H7A 118.4 . . ? C8 C7 H7A 118.4 . . ? C9 C8 C7 119.7(3) . . ? C9 C8 H8A 120.1 . . ? C7 C8 H8A 120.1 . . ? C10 C9 C8 117.2(3) . . ? C10 C9 C12 120.4(3) . . ? C8 C9 C12 122.5(3) . . ? C9 C10 C11 119.8(3) . . ? C9 C10 H10A 120.1 . . ? C11 C10 H10A 120.1 . . ? N2 C11 C10 123.0(3) . . ? N2 C11 H11A 118.5 . . ? C10 C11 H11A 118.5 . . ? O8 C12 O9 126.3(3) . . ? O8 C12 C9 117.1(3) . . ? O9 C12 C9 116.6(3) . . ? O2 C13 O3 128.3(3) . . ? O2 C13 C14 114.8(3) . . ? O3 C13 C14 117.0(3) . . ? C15 C14 C18 117.6(3) . . ? C15 C14 C13 122.3(3) . . ? C18 C14 C13 120.1(3) . . ? C16 C15 C14 119.4(3) . . ? C16 C15 H15A 120.3 . . ? C14 C15 H15A 120.3 . . ? N4 C16 C15 123.6(3) . . ? N4 C16 H16A 118.2 . . ? C15 C16 H16A 118.2 . . ? N4 C17 C18 124.6(3) . . ? N4 C17 H17A 117.7 . . ? C18 C17 H17A 117.7 . . ? C17 C18 C14 118.6(3) . . ? C17 C18 H18A 120.7 . . ? C14 C18 H18A 120.7 . . ? O4 C19 O5 127.2(3) . . ? O4 C19 C20 117.5(3) . . ? O5 C19 C20 115.3(3) . . ? C24 C20 C21 117.2(3) . . ? C24 C20 C19 122.8(3) . . ? C21 C20 C19 119.9(3) . . ? C22 C21 C20 119.6(3) . . ? C22 C21 H21A 120.2 . . ? C20 C21 H21A 120.2 . . ? N3 C22 C21 123.4(3) . . ? N3 C22 H22A 118.3 . . ? C21 C22 H22A 118.3 . . ? N3 C23 C24 123.7(3) . . ? N3 C23 H23A 118.2 . . ? C24 C23 H23A 118.2 . . ? C23 C24 C20 119.8(3) . . ? C23 C24 H24A 120.1 . . ? C20 C24 H24A 120.1 . . ? O10 C25 N6 121.1(5) . . ? O10 C25 N5 121.8(5) . . ? N6 C25 N5 117.2(4) . . ? N5 C26 C27 111.8(4) . . ? N5 C26 H26A 109.3 . . ? C27 C26 H26A 109.3 . . ? N5 C26 H26B 109.3 . . ? C27 C26 H26B 109.3 . . ? H26A C26 H26B 107.9 . . ? C28 C27 C26 109.3(4) . . ? C28 C27 H27A 109.8 . . ? C26 C27 H27A 109.8 . . ? C28 C27 H27B 109.8 . . ? C26 C27 H27B 109.8 . . ? H27A C27 H27B 108.3 . . ? N6 C28 C27 109.6(4) . . ? N6 C28 H28A 109.8 . . ? C27 C28 H28A 109.8 . . ? N6 C28 H28B 109.8 . . ? C27 C28 H28B 109.8 . . ? H28A C28 H28B 108.2 . . ? N5 C29 H29A 109.5 . . ? N5 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? N5 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? N6 C30 H30A 109.5 . . ? N6 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? N6 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O11 C31 N7 121.4(6) . . ? O11 C31 N8 120.5(5) . . ? N7 C31 N8 118.1(5) . . ? C33 C32 N8 114.3(9) . . ? C33 C32 H32A 108.7 . . ? N8 C32 H32A 108.7 . . ? C33 C32 H32B 108.7 . . ? N8 C32 H32B 108.7 . . ? H32A C32 H32B 107.6 . . ? C33 C34 N7 112.0(9) . . ? C33 C34 H34A 109.2 . . ? N7 C34 H34A 109.2 . . ? C33 C34 H34B 109.2 . . ? N7 C34 H34B 109.2 . . ? H34A C34 H34B 107.9 . . ? N7 C35 H35A 109.5 . . ? N7 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? N7 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? N8 C36 H36A 109.5 . . ? N8 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? N8 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C32 C33 C34 123.7(13) . . ? C32 C33 H33A 106.4 . . ? C34 C33 H33A 106.4 . . ? C32 C33 H33B 106.4 . . ? C34 C33 H33B 106.4 . . ? H33A C33 H33B 106.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.304 _refine_diff_density_min -0.298 _refine_diff_density_rms 0.059 #end data_1_ethanol _database_code_depnum_ccdc_archive 'CCDC 874079' #TrackingRef '- compounds.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H18 Co2 N4 O9' _chemical_formula_weight 624.28 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 11.3503(3) _cell_length_b 13.1581(3) _cell_length_c 26.2130(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3914.87(16) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3456 _cell_measurement_theta_min 2.345 _cell_measurement_theta_max 27.752 _exptl_crystal_description Prism _exptl_crystal_colour Red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.059 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 0.887 _exptl_absorpt_correction_T_min 0.88126 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET) (compiled Apr 28 2010,14:27:37) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method none _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 10317 _diffrn_reflns_av_R_equivalents 0.0238 _diffrn_reflns_av_sigmaI/netI 0.0498 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6592 _reflns_number_gt 5611 _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_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^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.03(3) _refine_ls_number_reflns 6592 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0567 _refine_ls_R_factor_gt 0.0479 _refine_ls_wR_factor_ref 0.1624 _refine_ls_wR_factor_gt 0.1572 _refine_ls_goodness_of_fit_ref 1.173 _refine_ls_restrained_S_all 1.173 _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 0.83904(6) 0.93919(6) 0.07945(3) 0.01793(19) Uani 1 1 d . . . Co2 Co 1.09320(6) 1.05951(6) 0.13755(3) 0.01760(19) Uani 1 1 d . . . O9 O 0.4788(3) 0.5638(3) -0.02941(14) 0.0253(8) Uani 1 1 d . . . O8 O 0.6387(3) 0.5372(3) -0.07736(17) 0.0326(10) Uani 1 1 d . . . O7 O 0.9209(3) 0.8493(3) 0.13423(15) 0.0272(9) Uani 1 1 d . . . O6 O 1.0501(3) 0.9379(3) 0.18122(15) 0.0297(9) Uani 1 1 d . . . O1W O 0.9093(3) 1.0741(3) 0.11411(14) 0.0217(8) Uani 1 1 d . . . H5A H 0.8611 1.0913 0.1444 0.026 Uiso 1 1 calc R . . H5B H 0.9026 1.1311 0.0896 0.026 Uiso 1 1 calc R . . O4 O 0.6929(3) 0.9517(3) 0.12766(16) 0.0309(10) Uani 1 1 d . . . O3 O 0.6351(4) 1.3140(3) -0.09427(17) 0.0344(11) Uani 1 1 d . . . C9 C 0.6554(5) 1.0294(5) 0.1507(2) 0.0300(14) Uani 1 1 d . . . N4 N 0.9385(4) 0.6560(4) 0.29797(19) 0.0274(11) Uani 1 1 d . . . N3 N 0.2773(4) 1.0488(4) 0.15658(19) 0.0265(11) Uani 1 1 d . . . C17 C 0.9685(5) 0.7905(4) 0.2164(2) 0.0241(12) Uani 1 1 d . . . O2 O 0.7162(4) 1.0993(4) 0.1673(2) 0.0508(15) Uani 1 1 d . . . C19 C 0.8999(6) 0.7042(5) 0.2116(2) 0.0367(15) Uani 1 1 d . . . H19A H 0.8601 0.6899 0.1806 0.044 Uiso 1 1 calc R . . C20 C 0.5219(5) 1.0344(5) 0.1563(2) 0.0311(15) Uani 1 1 d . . . O1 O 0.4618(4) 1.2658(4) -0.0620(2) 0.0501(14) Uani 1 1 d . . . C25 C 0.6323(5) 1.1769(5) -0.0367(2) 0.0308(14) Uani 1 1 d . . . C26 C 0.6520(5) 0.6533(4) -0.0091(2) 0.0265(13) Uani 1 1 d . . . C27 C 0.6789(7) 0.7530(5) 0.0645(3) 0.0444(18) Uani 1 1 d . . . H27A H 0.6581 0.7660 0.0990 0.053 Uiso 1 1 calc R . . C28 C 0.8064(6) 1.0935(5) -0.0065(3) 0.0351(16) Uani 1 1 d . . . H28A H 0.8896 1.0859 -0.0081 0.042 Uiso 1 1 calc R . . N2 N 0.7648(4) 0.8062(4) 0.0437(2) 0.0288(12) Uani 1 1 d . . . N1 N 0.7471(4) 1.0337(3) 0.02399(19) 0.0272(11) Uani 1 1 d . . . C31 C 0.9803(5) 0.8651(4) 0.1733(2) 0.0208(12) Uani 1 1 d . . . C32 C 0.7532(6) 1.1687(5) -0.0372(3) 0.0364(16) Uani 1 1 d . . . H32A H 0.7998 1.2126 -0.0577 0.044 Uiso 1 1 calc R . . C33 C 0.5862(5) 0.5769(4) -0.0416(2) 0.0232(12) Uani 1 1 d . . . C34 C 0.4522(5) 0.9489(5) 0.1550(3) 0.0365(15) Uani 1 1 d . . . H34A H 0.4872 0.8833 0.1535 0.044 Uiso 1 1 calc R . . C35 C 1.0232(6) 0.8065(5) 0.2617(2) 0.0375(17) Uani 1 1 d . . . H35A H 1.0738 0.8634 0.2655 0.045 Uiso 1 1 calc R . . C36 C 0.5713(6) 1.2606(4) -0.0667(2) 0.0309(14) Uani 1 1 d . . . C37 C 0.3321(6) 0.9589(5) 0.1557(3) 0.0347(15) Uani 1 1 d . . . H37A H 0.2854 0.8990 0.1555 0.042 Uiso 1 1 calc R . . C38 C 0.8901(6) 0.6382(5) 0.2532(2) 0.0348(15) Uani 1 1 d . . . H38A H 0.8462 0.5773 0.2490 0.042 Uiso 1 1 calc R . . C39 C 0.3441(6) 1.1302(5) 0.1587(3) 0.0412(17) Uani 1 1 d . . . H39A H 0.3068 1.1948 0.1598 0.049 Uiso 1 1 calc R . . C40 C 0.7468(7) 0.7068(7) -0.0291(3) 0.067(3) Uani 1 1 d . . . H40A H 0.7751 0.6911 -0.0623 0.080 Uiso 1 1 calc R . . C41 C 0.4661(5) 1.1268(5) 0.1593(3) 0.0403(18) Uani 1 1 d . . . H41A H 0.5106 1.1878 0.1618 0.048 Uiso 1 1 calc R . . C43 C 0.6289(5) 1.0413(5) 0.0237(3) 0.0406(17) Uani 1 1 d . . . H43A H 0.5843 0.9971 0.0449 0.049 Uiso 1 1 calc R . . C45 C 0.5696(6) 1.1113(5) -0.0064(3) 0.0442(18) Uani 1 1 d . . . H45A H 0.4860 1.1138 -0.0060 0.053 Uiso 1 1 calc R . . C46 C 1.0066(6) 0.7418(5) 0.3021(3) 0.0383(17) Uani 1 1 d . . . H46A H 1.0433 0.7568 0.3338 0.046 Uiso 1 1 calc R . . C47 C 0.6183(6) 0.6797(5) 0.0381(3) 0.0403(17) Uani 1 1 d . . . H47A H 0.5521 0.6476 0.0533 0.048 Uiso 1 1 calc R . . C50 C 0.7975(7) 0.7790(7) -0.0023(4) 0.068(3) Uani 1 1 d . . . H50A H 0.8622 0.8139 -0.0172 0.082 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 0.0159(3) 0.0184(3) 0.0194(3) -0.0005(3) -0.0022(3) 0.0001(3) Co2 0.0165(3) 0.0171(3) 0.0192(3) -0.0015(3) 0.0023(3) -0.0013(3) O9 0.0178(17) 0.033(2) 0.0250(19) -0.001(2) -0.0006(15) -0.0031(19) O8 0.0207(19) 0.045(3) 0.032(2) -0.016(2) 0.0012(19) -0.0022(18) O7 0.028(2) 0.026(2) 0.028(2) 0.0092(18) -0.011(2) -0.0026(17) O6 0.033(2) 0.026(2) 0.030(2) 0.012(2) -0.0046(17) -0.006(2) O1W 0.0167(17) 0.024(2) 0.0247(18) -0.0003(17) -0.0014(16) 0.0006(18) O4 0.0192(18) 0.037(2) 0.037(2) -0.004(2) 0.0063(16) -0.0002(19) O3 0.033(2) 0.032(2) 0.039(3) 0.015(2) -0.005(2) 0.0047(19) C9 0.019(3) 0.038(4) 0.033(3) -0.004(3) 0.003(3) 0.003(3) N4 0.029(3) 0.028(2) 0.025(3) 0.006(2) 0.002(2) -0.001(2) N3 0.020(2) 0.028(3) 0.032(3) -0.008(2) -0.001(2) -0.003(2) C17 0.027(3) 0.020(3) 0.025(3) 0.003(2) 0.000(3) -0.002(2) O2 0.019(2) 0.058(3) 0.076(4) -0.040(3) 0.005(2) -0.010(2) C19 0.046(4) 0.042(4) 0.022(3) 0.008(3) -0.006(3) -0.017(3) C20 0.024(3) 0.036(4) 0.033(3) -0.006(3) 0.003(3) 0.002(3) O1 0.033(3) 0.055(3) 0.062(3) 0.033(3) 0.009(2) 0.015(2) C25 0.028(3) 0.031(3) 0.033(3) 0.006(3) -0.005(3) 0.008(3) C26 0.022(3) 0.026(3) 0.031(3) -0.007(3) -0.001(3) -0.003(3) C27 0.063(5) 0.043(4) 0.027(3) -0.008(3) 0.007(3) -0.026(4) C28 0.028(3) 0.039(4) 0.038(4) 0.010(3) 0.001(3) 0.006(3) N2 0.024(2) 0.031(3) 0.031(3) -0.007(2) -0.005(2) -0.004(2) N1 0.026(2) 0.025(3) 0.031(3) 0.006(2) -0.007(2) 0.003(2) C31 0.018(3) 0.022(3) 0.023(3) 0.002(2) 0.004(2) 0.001(2) C32 0.030(3) 0.040(4) 0.039(4) 0.017(3) 0.002(3) 0.001(3) C33 0.021(3) 0.025(3) 0.023(3) -0.005(2) -0.007(2) 0.001(3) C34 0.021(3) 0.033(3) 0.056(4) -0.005(4) 0.004(3) 0.004(3) C35 0.044(4) 0.033(3) 0.035(4) 0.016(3) -0.015(3) -0.020(3) C36 0.035(4) 0.029(3) 0.028(3) 0.006(3) -0.007(3) 0.006(3) C37 0.026(3) 0.031(3) 0.048(4) 0.002(3) 0.003(3) -0.004(3) C38 0.042(4) 0.031(3) 0.032(3) 0.006(3) -0.009(3) -0.014(3) C39 0.027(3) 0.029(3) 0.068(5) -0.013(3) -0.004(4) 0.001(3) C40 0.055(5) 0.085(6) 0.061(5) -0.047(5) 0.030(4) -0.041(5) C41 0.022(3) 0.036(4) 0.063(5) -0.012(4) 0.006(3) -0.005(3) C43 0.027(3) 0.045(4) 0.050(4) 0.024(4) -0.003(3) -0.002(3) C45 0.024(3) 0.049(4) 0.060(5) 0.025(4) -0.007(3) 0.000(3) C46 0.053(4) 0.034(3) 0.028(3) 0.007(3) -0.012(3) -0.020(3) C47 0.045(4) 0.041(4) 0.034(4) -0.011(3) 0.007(3) -0.023(3) C50 0.047(5) 0.095(7) 0.062(6) -0.038(5) 0.017(4) -0.045(5) _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 O9 2.058(4) 3_565 ? Co1 O7 2.079(4) . ? Co1 O4 2.092(4) . ? Co1 O1W 2.148(4) . ? Co1 N2 2.157(5) . ? Co1 N1 2.179(5) . ? Co2 O6 2.028(4) . ? Co2 O3 2.070(4) 3_575 ? Co2 O8 2.091(4) 3_565 ? Co2 N4 2.145(5) 4_755 ? Co2 N3 2.153(4) 1_655 ? Co2 O1W 2.184(3) . ? O9 C33 1.272(7) . ? O9 Co1 2.058(3) 3_465 ? O8 C33 1.229(7) . ? O8 Co2 2.091(4) 3_465 ? O7 C31 1.244(7) . ? O6 C31 1.260(7) . ? O1W H5A 0.9900 . ? O1W H5B 0.9900 . ? O4 C9 1.261(7) . ? O3 C36 1.242(7) . ? O3 Co2 2.070(4) 3_475 ? C9 O2 1.229(7) . ? C9 C20 1.524(8) . ? N4 C38 1.316(8) . ? N4 C46 1.372(8) . ? N4 Co2 2.145(5) 4_745 ? N3 C39 1.313(8) . ? N3 C37 1.337(8) . ? N3 Co2 2.153(4) 1_455 ? C17 C35 1.356(9) . ? C17 C19 1.383(8) . ? C17 C31 1.501(8) . ? C19 C38 1.399(9) . ? C19 H19A 0.9500 . ? C20 C41 1.373(9) . ? C20 C34 1.376(9) . ? O1 C36 1.251(8) . ? C25 C45 1.372(9) . ? C25 C32 1.377(9) . ? C25 C36 1.519(8) . ? C26 C47 1.340(9) . ? C26 C40 1.389(9) . ? C26 C33 1.513(7) . ? C27 N2 1.318(8) . ? C27 C47 1.372(9) . ? C27 H27A 0.9500 . ? C28 N1 1.309(8) . ? C28 C32 1.410(9) . ? C28 H28A 0.9500 . ? N2 C50 1.311(10) . ? N1 C43 1.346(8) . ? C32 H32A 0.9500 . ? C34 C37 1.370(8) . ? C34 H34A 0.9500 . ? C35 C46 1.371(9) . ? C35 H35A 0.9500 . ? C37 H37A 0.9500 . ? C38 H38A 0.9500 . ? C39 C41 1.385(9) . ? C39 H39A 0.9500 . ? C40 C50 1.316(10) . ? C40 H40A 0.9500 . ? C41 H41A 0.9500 . ? C43 C45 1.386(9) . ? C43 H43A 0.9500 . ? C45 H45A 0.9500 . ? C46 H46A 0.9500 . ? C47 H47A 0.9500 . ? C50 H50A 0.9500 . ? 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 O9 Co1 O7 94.87(16) 3_565 . ? O9 Co1 O4 175.87(17) 3_565 . ? O7 Co1 O4 88.98(16) . . ? O9 Co1 O1W 89.94(15) 3_565 . ? O7 Co1 O1W 90.69(15) . . ? O4 Co1 O1W 88.50(15) . . ? O9 Co1 N2 90.51(18) 3_565 . ? O7 Co1 N2 90.75(17) . . ? O4 Co1 N2 90.96(18) . . ? O1W Co1 N2 178.45(17) . . ? O9 Co1 N1 87.40(17) 3_565 . ? O7 Co1 N1 177.73(18) . . ? O4 Co1 N1 88.75(18) . . ? O1W Co1 N1 89.34(16) . . ? N2 Co1 N1 89.2(2) . . ? O6 Co2 O3 178.57(18) . 3_575 ? O6 Co2 O8 90.32(18) . 3_565 ? O3 Co2 O8 91.07(18) 3_575 3_565 ? O6 Co2 N4 88.95(18) . 4_755 ? O3 Co2 N4 89.69(18) 3_575 4_755 ? O8 Co2 N4 174.98(17) 3_565 4_755 ? O6 Co2 N3 92.98(18) . 1_655 ? O3 Co2 N3 87.49(18) 3_575 1_655 ? O8 Co2 N3 83.99(16) 3_565 1_655 ? N4 Co2 N3 91.09(18) 4_755 1_655 ? O6 Co2 O1W 89.86(15) . . ? O3 Co2 O1W 89.71(15) 3_575 . ? O8 Co2 O1W 94.44(15) 3_565 . ? N4 Co2 O1W 90.52(16) 4_755 . ? N3 Co2 O1W 176.76(17) 1_655 . ? C33 O9 Co1 125.6(3) . 3_465 ? C33 O8 Co2 135.7(4) . 3_465 ? C31 O7 Co1 135.7(4) . . ? C31 O6 Co2 131.2(4) . . ? Co1 O1W Co2 113.65(16) . . ? Co1 O1W H5A 108.8 . . ? Co2 O1W H5A 108.8 . . ? Co1 O1W H5B 108.8 . . ? Co2 O1W H5B 108.8 . . ? H5A O1W H5B 107.7 . . ? C9 O4 Co1 128.4(4) . . ? C36 O3 Co2 129.8(4) . 3_475 ? O2 C9 O4 125.9(5) . . ? O2 C9 C20 119.4(5) . . ? O4 C9 C20 114.6(5) . . ? C38 N4 C46 116.9(5) . . ? C38 N4 Co2 121.8(4) . 4_745 ? C46 N4 Co2 121.3(4) . 4_745 ? C39 N3 C37 116.9(5) . . ? C39 N3 Co2 121.2(4) . 1_455 ? C37 N3 Co2 120.4(4) . 1_455 ? C35 C17 C19 117.6(5) . . ? C35 C17 C31 121.1(5) . . ? C19 C17 C31 121.2(5) . . ? C17 C19 C38 119.0(6) . . ? C17 C19 H19A 120.5 . . ? C38 C19 H19A 120.5 . . ? C41 C20 C34 117.5(5) . . ? C41 C20 C9 120.2(5) . . ? C34 C20 C9 122.2(5) . . ? C45 C25 C32 118.1(6) . . ? C45 C25 C36 121.3(5) . . ? C32 C25 C36 120.5(6) . . ? C47 C26 C40 116.0(6) . . ? C47 C26 C33 123.4(5) . . ? C40 C26 C33 120.4(6) . . ? N2 C27 C47 122.4(6) . . ? N2 C27 H27A 118.8 . . ? C47 C27 H27A 118.8 . . ? N1 C28 C32 123.4(6) . . ? N1 C28 H28A 118.3 . . ? C32 C28 H28A 118.3 . . ? C50 N2 C27 116.4(6) . . ? C50 N2 Co1 120.7(5) . . ? C27 N2 Co1 122.7(4) . . ? C28 N1 C43 117.7(5) . . ? C28 N1 Co1 120.3(4) . . ? C43 N1 Co1 121.6(4) . . ? O7 C31 O6 127.0(5) . . ? O7 C31 C17 117.6(5) . . ? O6 C31 C17 115.4(5) . . ? C25 C32 C28 118.5(6) . . ? C25 C32 H32A 120.7 . . ? C28 C32 H32A 120.7 . . ? O8 C33 O9 126.7(5) . . ? O8 C33 C26 118.2(5) . . ? O9 C33 C26 115.0(5) . . ? C37 C34 C20 119.5(6) . . ? C37 C34 H34A 120.3 . . ? C20 C34 H34A 120.3 . . ? C17 C35 C46 121.2(6) . . ? C17 C35 H35A 119.4 . . ? C46 C35 H35A 119.4 . . ? O3 C36 O1 127.3(6) . . ? O3 C36 C25 116.4(5) . . ? O1 C36 C25 116.2(6) . . ? N3 C37 C34 123.3(6) . . ? N3 C37 H37A 118.3 . . ? C34 C37 H37A 118.3 . . ? N4 C38 C19 123.4(5) . . ? N4 C38 H38A 118.3 . . ? C19 C38 H38A 118.3 . . ? N3 C39 C41 123.5(6) . . ? N3 C39 H39A 118.2 . . ? C41 C39 H39A 118.2 . . ? C50 C40 C26 120.2(8) . . ? C50 C40 H40A 119.9 . . ? C26 C40 H40A 119.9 . . ? C20 C41 C39 119.2(6) . . ? C20 C41 H41A 120.4 . . ? C39 C41 H41A 120.4 . . ? N1 C43 C45 122.5(6) . . ? N1 C43 H43A 118.8 . . ? C45 C43 H43A 118.8 . . ? C25 C45 C43 119.7(6) . . ? C25 C45 H45A 120.1 . . ? C43 C45 H45A 120.1 . . ? C35 C46 N4 121.8(6) . . ? C35 C46 H46A 119.1 . . ? N4 C46 H46A 119.1 . . ? C26 C47 C27 120.3(6) . . ? C26 C47 H47A 119.8 . . ? C27 C47 H47A 119.8 . . ? N2 C50 C40 124.4(7) . . ? N2 C50 H50A 117.8 . . ? C40 C50 H50A 117.8 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.157 _refine_diff_density_min -0.443 _refine_diff_density_rms 0.140 #end data_1_acetonitrile _database_code_depnum_ccdc_archive 'CCDC 874080' #TrackingRef '- compounds.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H24 Co2 N6 O9' _chemical_formula_weight 706.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 11.249(4) _cell_length_b 13.238(4) _cell_length_c 26.050(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3879(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 11710 _cell_measurement_theta_min 2.1921 _cell_measurement_theta_max 27.4816 _exptl_crystal_description Prism _exptl_crystal_colour red _exptl_crystal_size_max 0.2000 _exptl_crystal_size_mid 0.2000 _exptl_crystal_size_min 0.2000 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.209 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1440 _exptl_absorpt_coefficient_mu 0.904 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.5880 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 33922 _diffrn_reflns_av_R_equivalents 0.1093 _diffrn_reflns_av_sigmaI/netI 0.1130 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 27.46 _reflns_number_total 8859 _reflns_number_gt 8229 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0990P)^2^+3.3176P] 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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.11(3) _refine_ls_number_reflns 8859 _refine_ls_number_parameters 450 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0954 _refine_ls_R_factor_gt 0.0856 _refine_ls_wR_factor_ref 0.2343 _refine_ls_wR_factor_gt 0.2186 _refine_ls_goodness_of_fit_ref 1.174 _refine_ls_restrained_S_all 1.174 _refine_ls_shift/su_max 0.003 _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 0.33853(7) 0.43908(7) 0.07952(3) 0.0189(2) Uani 1 1 d . . . Co2 Co 0.59198(7) 0.56151(7) 0.13693(3) 0.0184(2) Uani 1 1 d . . . O1 O 0.4784(4) 0.4382(4) 0.02784(17) 0.0229(9) Uani 1 1 d . . . O8 O 0.4276(4) 0.3470(4) 0.13232(17) 0.0211(9) Uani 1 1 d . . . O7 O 0.5504(4) 0.4410(4) 0.18207(17) 0.0237(9) Uani 1 1 d . . . O6 O 0.6405(4) 0.4677(4) 0.07625(19) 0.0241(10) Uani 1 1 d . . . O5 O 0.1949(4) 0.4470(4) 0.12940(18) 0.0255(10) Uani 1 1 d . . . O4 O 0.1310(4) 0.8130(4) -0.09271(19) 0.0262(11) Uani 1 1 d . . . C24 C 0.1587(6) 0.5240(5) 0.1538(3) 0.0256(14) Uani 1 1 d . . . N4 N -0.2235(5) 0.5494(4) 0.1570(2) 0.0216(11) Uani 1 1 d . . . N3 N 0.4419(4) 0.1581(4) 0.2989(2) 0.0203(11) Uani 1 1 d . . . C23 C 0.0232(6) 0.5328(5) 0.1586(3) 0.0242(14) Uani 1 1 d . . . O3 O 0.2197(5) 0.5948(5) 0.1706(2) 0.0373(13) Uani 1 1 d . . . N2 N 0.2419(5) 0.5313(4) 0.0243(2) 0.0236(12) Uani 1 1 d . . . O2 O -0.0459(4) 0.7694(4) -0.0590(2) 0.0317(12) Uani 1 1 d . . . C22 C 0.4705(6) 0.2912(5) 0.2163(3) 0.0213(13) Uani 1 1 d . . . C21 C 0.4096(7) 0.2026(5) 0.2106(3) 0.0268(14) Uani 1 1 d . . . H21A H 0.3757 0.1851 0.1784 0.032 Uiso 1 1 calc R . . C20 C 0.5201(7) 0.3103(6) 0.2638(3) 0.0308(17) Uani 1 1 d . . . H20A H 0.5656 0.3700 0.2687 0.037 Uiso 1 1 calc R . . C19 C 0.0640(5) 0.7603(5) -0.0647(3) 0.0201(13) Uani 1 1 d . . . C18 C 0.2495(7) 0.6594(6) -0.0405(3) 0.0289(16) Uani 1 1 d . . . H18A H 0.2945 0.6961 -0.0651 0.035 Uiso 1 1 calc R . . C17 C 0.3019(6) 0.5891(5) -0.0097(3) 0.0239(14) Uani 1 1 d . . . H17A H 0.3855 0.5802 -0.0124 0.029 Uiso 1 1 calc R . . C16 C -0.0498(6) 0.4483(6) 0.1569(3) 0.0293(15) Uani 1 1 d . . . H16A H -0.0155 0.3828 0.1555 0.035 Uiso 1 1 calc R . . C15 C -0.0300(6) 0.6248(6) 0.1610(3) 0.0285(16) Uani 1 1 d . . . H15A H 0.0168 0.6844 0.1632 0.034 Uiso 1 1 calc R . . N1 N 0.7657(5) 0.1927(5) -0.0446(2) 0.0239(12) Uani 1 1 d . . . C14 C 0.1233(6) 0.5459(5) 0.0291(3) 0.0288(16) Uani 1 1 d . . . H14A H 0.0804 0.5052 0.0528 0.035 Uiso 1 1 calc R . . C13 C 0.6810(6) 0.2495(6) -0.0668(3) 0.0302(16) Uani 1 1 d . . . H13A H 0.6600 0.2357 -0.1015 0.036 Uiso 1 1 calc R . . C12 C 0.3978(7) 0.1377(5) 0.2529(3) 0.0280(15) Uani 1 1 d . . . H12A H 0.3561 0.0760 0.2483 0.034 Uiso 1 1 calc R . . C11 C -0.1715(6) 0.4588(5) 0.1572(3) 0.0248(14) Uani 1 1 d . . . H11A H -0.2199 0.4000 0.1575 0.030 Uiso 1 1 calc R . . C10 C 0.1251(6) 0.6763(5) -0.0345(3) 0.0233(14) Uani 1 1 d . . . C9 C 0.5858(6) 0.4260(5) 0.0403(2) 0.0237(13) Uani 1 1 d . . . C8 C 0.6536(6) 0.3498(5) 0.0083(3) 0.0244(13) Uani 1 1 d . . . C7 C 0.7458(7) 0.2967(7) 0.0301(3) 0.0357(19) Uani 1 1 d . . . H7A H 0.7748 0.3146 0.0632 0.043 Uiso 1 1 calc R . . C6 C 0.0612(6) 0.6182(6) 0.0006(3) 0.0280(15) Uani 1 1 d . . . H6A H -0.0219 0.6276 0.0051 0.034 Uiso 1 1 calc R . . C5 C 0.7963(7) 0.2159(7) 0.0030(3) 0.040(2) Uani 1 1 d . . . H5A H 0.8551 0.1761 0.0196 0.048 Uiso 1 1 calc R . . C4 C 0.4832(6) 0.3659(5) 0.1730(3) 0.0220(14) Uani 1 1 d . . . C3 C -0.1550(7) 0.6313(6) 0.1602(3) 0.0278(15) Uani 1 1 d . . . H3A H -0.1915 0.6959 0.1621 0.033 Uiso 1 1 calc R . . C2 C 0.6237(6) 0.3264(5) -0.0416(3) 0.0260(15) Uani 1 1 d . . . H2A H 0.5632 0.3637 -0.0587 0.031 Uiso 1 1 calc R . . C1 C 0.5050(8) 0.2447(6) 0.3039(3) 0.0349(18) Uani 1 1 d . . . H1A H 0.5397 0.2604 0.3362 0.042 Uiso 1 1 calc R . . O1W O 0.4073(4) 0.5742(3) 0.11338(17) 0.0187(8) Uani 1 1 d . . . H10A H 0.3584 0.5917 0.1437 0.022 Uiso 1 1 calc R . . H10B H 0.3999 0.6301 0.0884 0.022 Uiso 1 1 calc R . . C33 C 0.1104(17) 0.8667(13) 0.0753(9) 0.055(6) Uani 0.50 1 d P . . C34 C 0.5232(17) 0.1274(14) 0.0766(7) 0.050(5) Uani 0.50 1 d P . . H34A H 0.6040 0.1188 0.0632 0.075 Uiso 0.50 1 calc PR . . H34B H 0.5204 0.1871 0.0989 0.075 Uiso 0.50 1 calc PR . . H34C H 0.4677 0.1362 0.0480 0.075 Uiso 0.50 1 calc PR . . C35 C 0.490(2) 0.0399(12) 0.1055(7) 0.049(5) Uani 0.50 1 d P . . N7 N 0.0206(18) 0.8588(17) 0.0951(8) 0.073(6) Uani 0.50 1 d P . . C32 C 0.2202(14) 0.8836(14) 0.0499(8) 0.051(6) Uani 0.50 1 d P . . H32A H 0.2638 0.8198 0.0472 0.076 Uiso 0.50 1 calc PR . . H32B H 0.2675 0.9323 0.0696 0.076 Uiso 0.50 1 calc PR . . H32C H 0.2052 0.9105 0.0155 0.076 Uiso 0.50 1 calc PR . . N6 N 0.447(2) -0.0236(14) 0.1319(7) 0.066(6) Uani 0.50 1 d P . . N5 N -0.145(3) 0.848(2) 0.2400(12) 0.106(11) Uani 0.50 1 d P . . C31 C -0.216(3) 0.914(4) 0.2220(14) 0.126(18) Uani 0.50 1 d P . . C30 C -0.302(2) 0.992(3) 0.2098(13) 0.113(14) Uani 0.50 1 d P . . H30A H -0.2988 1.0064 0.1729 0.170 Uiso 0.50 1 calc PR . . H30B H -0.2820 1.0536 0.2289 0.170 Uiso 0.50 1 calc PR . . H30C H -0.3815 0.9694 0.2192 0.170 Uiso 0.50 1 calc PR . . N8 N 0.868(2) 0.1863(14) 0.1435(8) 0.077(7) Uani 0.50 1 d P . . C36 C 1.031(6) 0.123(5) 0.190(3) 0.22(3) Uiso 0.50 1 d PD . . C37 C 1.117(5) 0.032(4) 0.201(2) 0.19(2) Uiso 0.50 1 d PD . . H37A H 1.1768 0.0527 0.2263 0.291 Uiso 0.50 1 calc PR . . H37B H 1.1567 0.0110 0.1693 0.291 Uiso 0.50 1 calc PR . . H37C H 1.0711 -0.0250 0.2149 0.291 Uiso 0.50 1 calc PR . . 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 0.0188(4) 0.0166(4) 0.0212(4) 0.0001(4) -0.0007(3) -0.0001(4) Co2 0.0178(4) 0.0165(4) 0.0209(4) -0.0003(4) 0.0017(3) 0.0000(4) O1 0.024(2) 0.022(2) 0.022(2) 0.002(2) -0.0004(17) 0.003(2) O8 0.025(2) 0.019(2) 0.019(2) 0.0055(19) -0.0026(18) -0.0001(18) O7 0.027(2) 0.018(2) 0.026(2) 0.005(2) -0.0042(18) -0.010(2) O6 0.020(2) 0.027(3) 0.026(2) -0.006(2) -0.0055(19) 0.0034(17) O5 0.021(2) 0.022(2) 0.033(3) -0.003(2) 0.0030(18) 0.0049(19) O4 0.022(2) 0.027(3) 0.029(3) 0.007(2) 0.0024(19) 0.0046(19) C24 0.023(3) 0.027(3) 0.028(3) -0.001(3) -0.001(3) -0.003(3) N4 0.019(2) 0.019(3) 0.026(3) 0.001(2) 0.001(2) 0.005(2) N3 0.015(2) 0.021(3) 0.025(3) 0.004(2) -0.001(2) -0.007(2) C23 0.019(3) 0.026(4) 0.028(3) 0.001(3) 0.000(3) -0.010(2) O3 0.030(3) 0.038(3) 0.044(3) -0.013(3) 0.006(2) -0.008(2) N2 0.026(3) 0.023(3) 0.022(3) 0.002(2) 0.000(2) -0.005(2) O2 0.025(2) 0.033(3) 0.037(3) 0.010(2) 0.000(2) 0.008(2) C22 0.020(3) 0.016(3) 0.028(3) 0.009(3) 0.005(3) -0.001(2) C21 0.035(4) 0.022(3) 0.023(3) 0.004(3) 0.002(3) 0.000(3) C20 0.045(4) 0.022(4) 0.026(4) 0.011(3) -0.007(3) -0.009(3) C19 0.017(3) 0.017(3) 0.026(3) -0.001(3) -0.001(2) 0.002(2) C18 0.028(4) 0.022(3) 0.037(4) 0.009(3) 0.002(3) -0.002(3) C17 0.023(3) 0.024(4) 0.025(3) 0.001(3) 0.003(3) 0.003(2) C16 0.024(3) 0.023(4) 0.041(4) 0.003(3) 0.001(3) -0.004(3) C15 0.012(3) 0.035(4) 0.038(4) -0.002(3) 0.000(3) -0.004(3) N1 0.022(3) 0.028(3) 0.022(3) -0.004(2) 0.004(2) 0.002(2) C14 0.025(3) 0.020(4) 0.042(4) -0.001(3) -0.003(3) 0.001(3) C13 0.025(3) 0.029(4) 0.036(4) -0.006(3) -0.009(3) 0.005(3) C12 0.037(4) 0.016(3) 0.031(4) 0.002(3) -0.008(3) -0.002(3) C11 0.024(3) 0.018(3) 0.033(4) 0.002(3) 0.003(3) 0.001(2) C10 0.026(3) 0.020(3) 0.025(3) -0.003(3) -0.006(2) 0.002(2) C9 0.025(3) 0.023(3) 0.022(3) 0.007(3) 0.004(3) 0.006(3) C8 0.031(3) 0.019(3) 0.023(3) -0.002(3) 0.003(3) 0.003(3) C7 0.034(4) 0.044(5) 0.030(4) -0.009(4) -0.012(3) 0.016(4) C6 0.024(3) 0.027(4) 0.033(4) 0.001(3) -0.007(3) 0.000(3) C5 0.035(4) 0.049(5) 0.036(4) -0.012(4) -0.008(3) 0.027(4) C4 0.028(3) 0.012(3) 0.025(3) 0.004(3) 0.007(3) 0.004(2) C3 0.025(3) 0.024(3) 0.035(4) -0.007(3) -0.003(3) 0.003(3) C2 0.032(4) 0.021(3) 0.025(3) 0.002(3) -0.004(3) 0.011(3) C1 0.045(4) 0.034(4) 0.026(4) 0.001(3) -0.015(3) -0.009(4) O1W 0.021(2) 0.010(2) 0.025(2) 0.0014(17) -0.0010(18) -0.0013(18) C33 0.042(10) 0.026(8) 0.098(16) 0.001(10) -0.055(11) -0.003(7) C34 0.058(11) 0.041(10) 0.051(11) -0.022(9) 0.035(10) 0.001(8) C35 0.085(14) 0.016(8) 0.047(10) -0.018(7) -0.008(10) -0.007(8) N7 0.064(12) 0.083(15) 0.071(13) 0.039(12) -0.031(10) -0.023(11) C32 0.025(8) 0.043(11) 0.085(14) -0.043(10) -0.023(8) 0.019(7) N6 0.113(16) 0.048(10) 0.038(9) -0.007(8) 0.006(10) -0.024(10) N5 0.087(18) 0.10(2) 0.13(2) -0.080(19) -0.002(17) -0.038(16) C31 0.08(2) 0.20(5) 0.10(2) -0.03(3) 0.04(2) -0.09(3) C30 0.064(15) 0.14(3) 0.14(3) 0.08(2) -0.062(17) -0.046(18) N8 0.114(18) 0.038(10) 0.077(13) -0.006(9) -0.019(13) -0.025(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O1 2.071(4) . ? Co1 O5 2.076(4) . ? Co1 O8 2.093(5) . ? Co1 N1 2.132(6) 3_455 ? Co1 O1W 2.139(4) . ? Co1 N2 2.177(6) . ? Co2 O7 2.037(5) . ? Co2 O4 2.069(5) 3_565 ? Co2 O6 2.083(5) . ? Co2 N3 2.139(6) 4_655 ? Co2 N4 2.146(5) 1_655 ? Co2 O1W 2.173(4) . ? O1 C9 1.260(8) . ? O8 C4 1.255(8) . ? O7 C4 1.271(8) . ? O6 C9 1.249(8) . ? O5 C24 1.269(9) . ? O4 C19 1.260(8) . ? O4 Co2 2.069(5) 3_465 ? C24 O3 1.241(9) . ? C24 C23 1.534(9) . ? N4 C3 1.332(9) . ? N4 C11 1.334(8) . ? N4 Co2 2.146(5) 1_455 ? N3 C12 1.325(9) . ? N3 C1 1.355(9) . ? N3 Co2 2.139(6) 4_645 ? C23 C15 1.358(10) . ? C23 C16 1.389(9) . ? N2 C14 1.354(9) . ? N2 C17 1.352(9) . ? O2 C19 1.251(8) . ? C22 C21 1.366(9) . ? C22 C20 1.381(10) . ? C22 C4 1.507(9) . ? C21 C12 1.403(10) . ? C21 H21A 0.9500 . ? C20 C1 1.370(10) . ? C20 H20A 0.9500 . ? C19 C10 1.525(9) . ? C18 C17 1.361(10) . ? C18 C10 1.426(10) . ? C18 H18A 0.9500 . ? C17 H17A 0.9500 . ? C16 C11 1.377(9) . ? C16 H16A 0.9500 . ? C15 C3 1.409(9) . ? C15 H15A 0.9500 . ? N1 C5 1.323(10) . ? N1 C13 1.344(9) . ? N1 Co1 2.132(6) 3 ? C14 C6 1.398(10) . ? C14 H14A 0.9500 . ? C13 C2 1.373(10) . ? C13 H13A 0.9500 . ? C12 H12A 0.9500 . ? C11 H11A 0.9500 . ? C10 C6 1.395(10) . ? C9 C8 1.515(9) . ? C8 C7 1.375(10) . ? C8 C2 1.379(10) . ? C7 C5 1.402(11) . ? C7 H7A 0.9500 . ? C6 H6A 0.9500 . ? C5 H5A 0.9500 . ? C3 H3A 0.9500 . ? C2 H2A 0.9500 . ? C1 H1A 0.9500 . ? O1W H10A 0.9900 . ? O1W H10B 0.9900 . ? C33 N7 1.14(3) . ? C33 C32 1.42(3) . ? C34 C35 1.43(3) . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 N6 1.19(3) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? N5 C31 1.27(5) . ? C31 C30 1.45(6) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? N8 C36 2.35(6) . ? C36 C37 1.58(2) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 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 O1 Co1 O5 176.9(2) . . ? O1 Co1 O8 93.43(18) . . ? O5 Co1 O8 89.47(19) . . ? O1 Co1 N1 90.6(2) . 3_455 ? O5 Co1 N1 90.5(2) . 3_455 ? O8 Co1 N1 89.3(2) . 3_455 ? O1 Co1 O1W 89.90(18) . . ? O5 Co1 O1W 88.91(18) . . ? O8 Co1 O1W 92.45(18) . . ? N1 Co1 O1W 178.1(2) 3_455 . ? O1 Co1 N2 87.3(2) . . ? O5 Co1 N2 89.8(2) . . ? O8 Co1 N2 178.3(2) . . ? N1 Co1 N2 89.1(2) 3_455 . ? O1W Co1 N2 89.08(19) . . ? O7 Co2 O4 178.1(2) . 3_565 ? O7 Co2 O6 91.8(2) . . ? O4 Co2 O6 90.1(2) 3_565 . ? O7 Co2 N3 88.6(2) . 4_655 ? O4 Co2 N3 89.6(2) 3_565 4_655 ? O6 Co2 N3 175.02(18) . 4_655 ? O7 Co2 N4 91.3(2) . 1_655 ? O4 Co2 N4 89.5(2) 3_565 1_655 ? O6 Co2 N4 83.52(19) . 1_655 ? N3 Co2 N4 91.5(2) 4_655 1_655 ? O7 Co2 O1W 90.23(17) . . ? O4 Co2 O1W 89.05(17) 3_565 . ? O6 Co2 O1W 94.73(17) . . ? N3 Co2 O1W 90.23(18) 4_655 . ? N4 Co2 O1W 177.69(19) 1_655 . ? C9 O1 Co1 124.1(4) . . ? C4 O8 Co1 132.6(4) . . ? C4 O7 Co2 129.9(4) . . ? C9 O6 Co2 134.7(4) . . ? C24 O5 Co1 127.2(5) . . ? C19 O4 Co2 129.9(4) . 3_465 ? O3 C24 O5 127.3(7) . . ? O3 C24 C23 117.6(7) . . ? O5 C24 C23 115.0(6) . . ? C3 N4 C11 118.5(6) . . ? C3 N4 Co2 121.0(5) . 1_455 ? C11 N4 Co2 119.5(5) . 1_455 ? C12 N3 C1 117.1(6) . . ? C12 N3 Co2 121.3(5) . 4_645 ? C1 N3 Co2 121.6(5) . 4_645 ? C15 C23 C16 117.6(6) . . ? C15 C23 C24 120.7(6) . . ? C16 C23 C24 121.5(7) . . ? C14 N2 C17 118.1(6) . . ? C14 N2 Co1 120.8(5) . . ? C17 N2 Co1 120.1(5) . . ? C21 C22 C20 117.2(6) . . ? C21 C22 C4 122.0(7) . . ? C20 C22 C4 120.8(6) . . ? C22 C21 C12 119.2(7) . . ? C22 C21 H21A 120.4 . . ? C12 C21 H21A 120.4 . . ? C1 C20 C22 121.2(7) . . ? C1 C20 H20A 119.4 . . ? C22 C20 H20A 119.4 . . ? O2 C19 O4 127.2(6) . . ? O2 C19 C10 117.1(6) . . ? O4 C19 C10 115.7(5) . . ? C17 C18 C10 117.9(7) . . ? C17 C18 H18A 121.0 . . ? C10 C18 H18A 121.1 . . ? N2 C17 C18 123.8(6) . . ? N2 C17 H17A 118.1 . . ? C18 C17 H17A 118.1 . . ? C11 C16 C23 120.4(7) . . ? C11 C16 H16A 119.8 . . ? C23 C16 H16A 119.8 . . ? C23 C15 C3 119.6(7) . . ? C23 C15 H15A 120.2 . . ? C3 C15 H15A 120.2 . . ? C5 N1 C13 117.3(6) . . ? C5 N1 Co1 119.3(5) . 3 ? C13 N1 Co1 123.1(5) . 3 ? N2 C14 C6 122.8(7) . . ? N2 C14 H14A 118.6 . . ? C6 C14 H14A 118.6 . . ? N1 C13 C2 122.8(7) . . ? N1 C13 H13A 118.6 . . ? C2 C13 H13A 118.6 . . ? N3 C12 C21 123.4(7) . . ? N3 C12 H12A 118.3 . . ? C21 C12 H12A 118.3 . . ? N4 C11 C16 121.8(7) . . ? N4 C11 H11A 119.1 . . ? C16 C11 H11A 119.1 . . ? C6 C10 C18 119.4(7) . . ? C6 C10 C19 120.5(6) . . ? C18 C10 C19 120.0(6) . . ? O6 C9 O1 127.5(6) . . ? O6 C9 C8 117.3(6) . . ? O1 C9 C8 115.2(6) . . ? C7 C8 C2 117.4(7) . . ? C7 C8 C9 119.5(6) . . ? C2 C8 C9 123.0(6) . . ? C8 C7 C5 119.1(7) . . ? C8 C7 H7A 120.5 . . ? C5 C7 H7A 120.4 . . ? C10 C6 C14 117.9(6) . . ? C10 C6 H6A 121.1 . . ? C14 C6 H6A 121.0 . . ? N1 C5 C7 123.0(7) . . ? N1 C5 H5A 118.5 . . ? C7 C5 H5A 118.5 . . ? O8 C4 O7 127.5(6) . . ? O8 C4 C22 117.0(6) . . ? O7 C4 C22 115.5(6) . . ? N4 C3 C15 122.0(7) . . ? N4 C3 H3A 119.0 . . ? C15 C3 H3A 119.0 . . ? C13 C2 C8 120.2(6) . . ? C13 C2 H2A 119.9 . . ? C8 C2 H2A 119.9 . . ? N3 C1 C20 121.9(7) . . ? N3 C1 H1A 119.1 . . ? C20 C1 H1A 119.0 . . ? Co1 O1W Co2 113.42(19) . . ? Co1 O1W H10A 108.9 . . ? Co2 O1W H10A 108.9 . . ? Co1 O1W H10B 108.9 . . ? Co2 O1W H10B 108.9 . . ? H10A O1W H10B 107.7 . . ? N7 C33 C32 176(2) . . ? C35 C34 H34A 109.5 . . ? C35 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C35 C34 H34C 109.4 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? N6 C35 C34 169(2) . . ? C33 C32 H32A 109.3 . . ? C33 C32 H32B 109.6 . . ? H32A C32 H32B 109.5 . . ? C33 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? N5 C31 C30 171(4) . . ? C31 C30 H30A 109.8 . . ? C31 C30 H30B 109.7 . . ? H30A C30 H30B 109.5 . . ? C31 C30 H30C 108.9 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C37 C36 N8 148(5) . . ? C36 C37 H37A 106.8 . . ? C36 C37 H37B 110.4 . . ? H37A C37 H37B 109.5 . . ? C36 C37 H37C 111.2 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.733 _refine_diff_density_min -0.801 _refine_diff_density_rms 0.174 #end data_1_cyclohexane _database_code_depnum_ccdc_archive 'CCDC 874081' #TrackingRef '- compounds.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H30 Co2 N4 O9' _chemical_formula_weight 708.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 11.3749(4) _cell_length_b 13.3596(5) _cell_length_c 25.9691(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3946.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4273 _cell_measurement_theta_min 2.3756 _cell_measurement_theta_max 29.1636 _exptl_crystal_description Prism _exptl_crystal_colour Red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.192 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1456 _exptl_absorpt_coefficient_mu 0.887 _exptl_absorpt_correction_T_min 0.88840 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 10082 _diffrn_reflns_av_R_equivalents 0.0277 _diffrn_reflns_av_sigmaI/netI 0.0516 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6476 _reflns_number_gt 6007 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0783P)^2^+2.5713P] 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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.01(2) _refine_ls_number_reflns 6476 _refine_ls_number_parameters 400 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0509 _refine_ls_R_factor_gt 0.0460 _refine_ls_wR_factor_ref 0.1433 _refine_ls_wR_factor_gt 0.1375 _refine_ls_goodness_of_fit_ref 1.144 _refine_ls_restrained_S_all 1.144 _refine_ls_shift/su_max 0.009 _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 0.16192(5) 0.94110(5) 0.92105(2) 0.01734(16) Uani 1 1 d . . . Co2 Co -0.09411(5) 1.05630(5) 0.86162(2) 0.01688(16) Uani 1 1 d . . . O1W O 0.0876(3) 1.0727(2) 0.88584(12) 0.0200(7) Uani 1 1 d . . . H5A H 0.1357 1.0907 0.8554 0.024 Uiso 1 1 calc R . . H5B H 0.0927 1.1288 0.9106 0.024 Uiso 1 1 calc R . . O1 O -0.7151(3) 1.1010(3) 0.83558(19) 0.0473(12) Uani 1 1 d . . . O2 O 0.5300(3) 1.2755(3) 1.05992(17) 0.0451(11) Uani 1 1 d . . . O3 O 0.3592(3) 1.3202(3) 1.09486(15) 0.0319(9) Uani 1 1 d . . . O4 O -0.6933(3) 0.9510(3) 0.87258(13) 0.0272(8) Uani 1 1 d . . . O5 O -0.0501(3) 0.9351(3) 0.81775(13) 0.0286(8) Uani 1 1 d . . . O6 O 0.0797(3) 0.8503(2) 0.86648(13) 0.0274(8) Uani 1 1 d . . . O7 O -0.1385(3) 0.9596(3) 0.92237(14) 0.0289(8) Uani 1 1 d . . . O8 O 0.0216(3) 0.9337(3) 0.97104(12) 0.0242(7) Uani 1 1 d . . . N1 N -0.2784(3) 1.0450(3) 0.84100(16) 0.0251(9) Uani 1 1 d . . . N2 N 0.2509(4) 1.0376(3) 0.97729(17) 0.0300(10) Uani 1 1 d . . . N3 N 0.0616(4) 0.6530(3) 0.70354(17) 0.0254(9) Uani 1 1 d . . . N4 N -0.2610(4) 0.6878(3) 1.04268(17) 0.0270(10) Uani 1 1 d . . . C1 C -0.3457(5) 1.1258(4) 0.8375(3) 0.0391(15) Uani 1 1 d . . . H1A H -0.3086 1.1894 0.8351 0.047 Uiso 1 1 calc R . . C2 C -0.3329(5) 0.9568(4) 0.8431(2) 0.0332(12) Uani 1 1 d . . . H2A H -0.2868 0.8976 0.8443 0.040 Uiso 1 1 calc R . . C3 C -0.2973(8) 0.7192(8) 0.9976(4) 0.103(4) Uani 1 1 d . . . H3A H -0.3647 0.6882 0.9829 0.123 Uiso 1 1 calc R . . C4 C -0.2433(8) 0.7947(7) 0.9702(3) 0.092(4) Uani 1 1 d . . . H4A H -0.2734 0.8139 0.9375 0.111 Uiso 1 1 calc R . . C5 C -0.0049(5) 0.7353(4) 0.6981(2) 0.0387(15) Uani 1 1 d . . . H5C H -0.0411 0.7476 0.6657 0.046 Uiso 1 1 calc R . . C6 C -0.1134(6) 0.8125(5) 1.0369(3) 0.056(2) Uani 1 1 d . . . H6A H -0.0479 0.8444 1.0526 0.067 Uiso 1 1 calc R . . C7 C 0.4221(5) 1.2668(4) 1.0662(2) 0.0290(12) Uani 1 1 d . . . C8 C 0.3690(4) 1.0483(4) 0.9760(2) 0.0355(13) Uani 1 1 d . . . H8A H 0.4143 1.0052 0.9547 0.043 Uiso 1 1 calc R . . C9 C 0.1109(5) 0.6389(4) 0.7488(2) 0.0348(13) Uani 1 1 d . . . H9A H 0.1563 0.5799 0.7536 0.042 Uiso 1 1 calc R . . C10 C -0.4667(5) 1.1221(4) 0.8372(3) 0.0377(14) Uani 1 1 d . . . H10A H -0.5109 1.1820 0.8338 0.045 Uiso 1 1 calc R . . C11 C 0.4255(5) 1.1207(4) 1.0052(2) 0.0388(14) Uani 1 1 d . . . H11A H 0.5087 1.1261 1.0040 0.047 Uiso 1 1 calc R . . C12 C 0.0195(4) 0.8647(3) 0.82708(19) 0.0213(10) Uani 1 1 d . . . C13 C -0.1496(4) 0.8409(3) 0.9892(2) 0.0251(11) Uani 1 1 d . . . C14 C -0.1727(6) 0.7368(5) 1.0623(3) 0.0534(19) Uani 1 1 d . . . H14A H -0.1476 0.7195 1.0960 0.064 Uiso 1 1 calc R . . C15 C -0.0231(5) 0.8034(4) 0.7380(2) 0.0379(15) Uani 1 1 d . . . H15A H -0.0735 0.8594 0.7333 0.046 Uiso 1 1 calc R . . C16 C -0.0847(4) 0.9191(3) 0.95810(18) 0.0223(10) Uani 1 1 d . . . C17 C 0.0327(4) 0.7883(3) 0.78400(19) 0.0221(10) Uani 1 1 d . . . C18 C 0.2412(5) 1.1710(4) 1.0377(2) 0.0312(12) Uani 1 1 d . . . H18A H 0.1938 1.2121 1.0591 0.037 Uiso 1 1 calc R . . C19 C -0.4537(4) 0.9482(4) 0.8436(2) 0.0358(13) Uani 1 1 d . . . H19A H -0.4891 0.8839 0.8452 0.043 Uiso 1 1 calc R . . C20 C 0.1008(5) 0.7039(4) 0.7894(2) 0.0353(13) Uani 1 1 d . . . H20A H 0.1403 0.6907 0.8209 0.042 Uiso 1 1 calc R . . C21 C 0.1906(5) 1.0979(4) 1.0084(2) 0.0316(13) Uani 1 1 d . . . H21A H 0.1078 1.0895 1.0104 0.038 Uiso 1 1 calc R . . C22 C 0.3612(5) 1.1850(4) 1.0360(2) 0.0288(12) Uani 1 1 d . . . C23 C -0.5230(4) 1.0326(4) 0.8419(2) 0.0291(12) Uani 1 1 d . . . C24 C -0.6557(5) 1.0281(4) 0.8498(2) 0.0269(11) Uani 1 1 d . . . C26 C 0.687(4) 0.481(3) 0.7972(16) 0.193(15) Uiso 0.50 1 d P . . H26A H 0.6193 0.4351 0.8000 0.232 Uiso 0.50 1 calc PR . . H26B H 0.7128 0.4788 0.7608 0.232 Uiso 0.50 1 calc PR . . C30 C 0.701(3) 0.643(3) 0.8370(13) 0.160(12) Uiso 0.50 1 d P . . H30A H 0.6532 0.6578 0.8679 0.192 Uiso 0.50 1 calc PR . . H30B H 0.7162 0.7075 0.8190 0.192 Uiso 0.50 1 calc PR . . C28 C 0.840(3) 0.504(2) 0.8390(12) 0.133(9) Uiso 0.50 1 d P . . H28A H 0.9033 0.5086 0.8130 0.159 Uiso 0.50 1 calc PR . . H28B H 0.8748 0.4728 0.8701 0.159 Uiso 0.50 1 calc PR . . C31 C 0.1936(19) 1.4710(16) 0.9172(9) 0.102(6) Uiso 0.50 1 d P . . H31A H 0.2222 1.5404 0.9216 0.123 Uiso 0.50 1 calc PR . . H31B H 0.1120 1.4685 0.9304 0.123 Uiso 0.50 1 calc PR . . C36 C 0.2605(18) 1.4102(15) 0.9463(8) 0.089(6) Uiso 0.50 1 d P . . H36A H 0.2129 1.3509 0.9558 0.107 Uiso 0.50 1 calc PR . . H36B H 0.2803 1.4459 0.9785 0.107 Uiso 0.50 1 calc PR . . C35 C 0.372(2) 1.3746(19) 0.9224(10) 0.117(8) Uiso 0.50 1 d P . . H35A H 0.4365 1.4197 0.9329 0.141 Uiso 0.50 1 calc PR . . H35B H 0.3899 1.3069 0.9358 0.141 Uiso 0.50 1 calc PR . . C32 C 0.191(2) 1.4501(19) 0.8662(9) 0.109(7) Uiso 0.50 1 d P . . H32A H 0.1411 1.3899 0.8624 0.131 Uiso 0.50 1 calc PR . . H32B H 0.1475 1.5058 0.8498 0.131 Uiso 0.50 1 calc PR . . C33 C 0.281(2) 1.4351(19) 0.8383(9) 0.111(7) Uiso 0.50 1 d P . . H33A H 0.3178 1.4998 0.8290 0.134 Uiso 0.50 1 calc PR . . H33B H 0.2577 1.4006 0.8061 0.134 Uiso 0.50 1 calc PR . . C34 C 0.368(2) 1.371(2) 0.8683(11) 0.134(9) Uiso 0.50 1 d P . . H34A H 0.3529 1.3001 0.8587 0.160 Uiso 0.50 1 calc PR . . H34B H 0.4476 1.3874 0.8557 0.160 Uiso 0.50 1 calc PR . . C29 C 0.808(3) 0.602(2) 0.8522(13) 0.165(12) Uiso 0.50 1 d P . . H29A H 0.8108 0.6062 0.8903 0.198 Uiso 0.50 1 calc PR . . H29B H 0.8706 0.6464 0.8390 0.198 Uiso 0.50 1 calc PR . . C27 C 0.765(3) 0.444(2) 0.8219(12) 0.147(10) Uiso 0.50 1 d P . . H27A H 0.8056 0.3944 0.8001 0.176 Uiso 0.50 1 calc PR . . H27B H 0.7297 0.4080 0.8513 0.176 Uiso 0.50 1 calc PR . . C25 C 0.640(3) 0.580(2) 0.8050(13) 0.162(12) Uiso 0.50 1 d P . . H25A H 0.6341 0.6131 0.7710 0.194 Uiso 0.50 1 calc PR . . H25B H 0.5597 0.5734 0.8188 0.194 Uiso 0.50 1 calc PR . . 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 0.0167(3) 0.0168(3) 0.0185(3) 0.0004(3) -0.0023(2) 0.0001(3) Co2 0.0174(3) 0.0160(3) 0.0173(3) 0.0009(3) 0.0022(3) 0.0011(3) O1W 0.0180(15) 0.0193(16) 0.0226(16) -0.0002(13) 0.0008(14) -0.0011(14) O1 0.0209(19) 0.052(2) 0.069(3) 0.031(2) 0.006(2) 0.0059(18) O2 0.031(2) 0.049(2) 0.055(3) -0.026(2) 0.009(2) -0.0135(19) O3 0.0324(19) 0.0283(19) 0.035(2) -0.0123(17) -0.0007(18) -0.0075(17) O4 0.0218(16) 0.0267(17) 0.0331(19) 0.0041(17) 0.0063(14) -0.0005(15) O5 0.0335(18) 0.0249(17) 0.0275(18) -0.0098(16) -0.0043(15) 0.0076(17) O6 0.0350(19) 0.0234(17) 0.0238(19) -0.0063(14) -0.0077(17) 0.0016(15) O7 0.0216(16) 0.036(2) 0.0286(19) 0.0145(17) -0.0009(16) -0.0035(15) O8 0.0205(15) 0.0296(17) 0.0225(17) 0.0053(16) 0.0029(14) -0.0057(16) N1 0.0204(19) 0.025(2) 0.029(2) 0.002(2) 0.0001(17) -0.0004(18) N2 0.030(2) 0.028(2) 0.032(2) -0.006(2) -0.008(2) -0.0040(19) N3 0.030(2) 0.0202(19) 0.026(2) -0.0061(18) 0.0021(19) 0.0042(18) N4 0.029(2) 0.027(2) 0.025(2) 0.0074(19) 0.0053(19) -0.0055(19) C1 0.023(3) 0.028(3) 0.066(4) 0.013(3) -0.001(3) -0.001(2) C2 0.023(2) 0.028(3) 0.049(3) 0.003(3) -0.001(2) 0.003(2) C3 0.087(6) 0.142(9) 0.079(6) 0.078(6) -0.046(5) -0.087(6) C4 0.078(6) 0.125(8) 0.074(6) 0.074(6) -0.053(5) -0.072(6) C5 0.052(4) 0.037(3) 0.027(3) -0.013(3) -0.016(3) 0.017(3) C6 0.051(4) 0.061(4) 0.055(4) 0.031(3) -0.023(3) -0.032(3) C7 0.030(3) 0.027(2) 0.030(3) -0.001(2) -0.006(2) -0.004(2) C8 0.024(2) 0.043(3) 0.039(3) -0.019(3) -0.002(2) -0.002(3) C9 0.042(3) 0.029(3) 0.033(3) -0.008(2) -0.009(3) 0.018(3) C10 0.025(3) 0.028(3) 0.060(4) 0.009(3) 0.002(3) 0.005(2) C11 0.023(3) 0.050(3) 0.043(4) -0.018(3) -0.004(3) -0.006(3) C12 0.023(2) 0.019(2) 0.022(3) -0.003(2) 0.002(2) -0.002(2) C13 0.026(2) 0.022(2) 0.027(3) 0.007(2) 0.005(2) 0.000(2) C14 0.061(4) 0.061(4) 0.039(4) 0.030(3) -0.021(3) -0.032(4) C15 0.043(3) 0.035(3) 0.036(3) -0.012(3) -0.016(3) 0.023(3) C16 0.027(2) 0.019(2) 0.021(2) 0.0004(19) 0.007(2) 0.001(2) C17 0.025(2) 0.019(2) 0.022(3) -0.004(2) 0.000(2) 0.004(2) C18 0.027(3) 0.032(3) 0.035(3) -0.007(2) 0.005(2) -0.003(2) C19 0.025(2) 0.026(3) 0.056(4) 0.001(3) 0.004(2) -0.002(2) C20 0.048(3) 0.039(3) 0.019(3) -0.008(2) -0.009(3) 0.015(3) C21 0.027(3) 0.034(3) 0.034(3) -0.010(2) 0.000(2) -0.002(2) C22 0.036(3) 0.026(3) 0.025(3) -0.003(2) -0.003(2) -0.004(2) C23 0.020(2) 0.037(3) 0.030(3) 0.005(2) 0.001(2) 0.001(2) C24 0.020(2) 0.035(3) 0.026(3) 0.005(2) 0.004(2) -0.001(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O8 2.060(3) . ? Co1 O4 2.077(3) 1_655 ? Co1 O6 2.087(3) . ? Co1 N4 2.150(4) 3_567 ? Co1 O1W 2.154(3) . ? Co1 N2 2.195(4) . ? Co2 O5 2.042(3) . ? Co2 O3 2.069(3) 3_477 ? Co2 O7 2.100(3) . ? Co2 N3 2.161(4) 4_556 ? Co2 N1 2.169(4) . ? Co2 O1W 2.172(3) . ? O1W H5A 0.9900 . ? O1W H5B 0.9900 . ? O1 C24 1.241(6) . ? O2 C7 1.244(7) . ? O3 C7 1.255(6) . ? O3 Co2 2.069(3) 3_577 ? O4 C24 1.263(6) . ? O4 Co1 2.077(3) 1_455 ? O5 C12 1.253(6) . ? O6 C12 1.246(6) . ? O7 C16 1.236(6) . ? O8 C16 1.270(6) . ? N1 C1 1.327(7) . ? N1 C2 1.333(7) . ? N2 C21 1.331(7) . ? N2 C8 1.352(7) . ? N3 C9 1.316(7) . ? N3 C5 1.342(7) . ? N3 Co2 2.161(4) 4_546 ? N4 C14 1.302(8) . ? N4 C3 1.312(9) . ? N4 Co1 2.150(4) 3_467 ? C1 C10 1.377(8) . ? C1 H1A 0.9500 . ? C2 C19 1.378(7) . ? C2 H2A 0.9500 . ? C3 C4 1.378(10) . ? C3 H3A 0.9500 . ? C4 C13 1.326(9) . ? C4 H4A 0.9500 . ? C5 C15 1.394(7) . ? C5 H5C 0.9500 . ? C6 C13 1.359(8) . ? C6 C14 1.384(8) . ? C6 H6A 0.9500 . ? C7 C22 1.512(7) . ? C8 C11 1.385(7) . ? C8 H8A 0.9500 . ? C9 C20 1.370(7) . ? C9 H9A 0.9500 . ? C10 C23 1.362(8) . ? C10 H10A 0.9500 . ? C11 C22 1.384(8) . ? C11 H11A 0.9500 . ? C12 C17 1.522(7) . ? C13 C16 1.513(6) . ? C14 H14A 0.9500 . ? C15 C17 1.368(8) . ? C15 H15A 0.9500 . ? C17 C20 1.375(7) . ? C18 C21 1.365(7) . ? C18 C22 1.379(8) . ? C18 H18A 0.9500 . ? C19 C23 1.377(7) . ? C19 H19A 0.9500 . ? C20 H20A 0.9500 . ? C21 H21A 0.9500 . ? C23 C24 1.524(7) . ? C26 C27 1.20(4) . ? C26 C25 1.44(4) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C30 C25 1.37(4) . ? C30 C29 1.39(4) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C28 C27 1.25(3) . ? C28 C29 1.40(3) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C31 C36 1.35(3) . ? C31 C32 1.35(3) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C36 C35 1.49(3) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C35 C34 1.41(3) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C32 C33 1.27(3) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 C34 1.53(3) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? 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 O8 Co1 O4 178.06(14) . 1_655 ? O8 Co1 O6 93.01(14) . . ? O4 Co1 O6 88.90(14) 1_655 . ? O8 Co1 N4 90.06(15) . 3_567 ? O4 Co1 N4 89.61(16) 1_655 3_567 ? O6 Co1 N4 90.83(15) . 3_567 ? O8 Co1 O1W 90.16(13) . . ? O4 Co1 O1W 90.11(13) 1_655 . ? O6 Co1 O1W 90.60(13) . . ? N4 Co1 O1W 178.54(15) 3_567 . ? O8 Co1 N2 88.06(15) . . ? O4 Co1 N2 90.03(15) 1_655 . ? O6 Co1 N2 178.89(16) . . ? N4 Co1 N2 89.48(17) 3_567 . ? O1W Co1 N2 89.09(14) . . ? O5 Co2 O3 179.03(15) . 3_477 ? O5 Co2 O7 89.47(15) . . ? O3 Co2 O7 91.05(15) 3_477 . ? O5 Co2 N3 89.72(16) . 4_556 ? O3 Co2 N3 89.70(15) 3_477 4_556 ? O7 Co2 N3 175.53(15) . 4_556 ? O5 Co2 N1 92.52(15) . . ? O3 Co2 N1 86.71(15) 3_477 . ? O7 Co2 N1 84.86(14) . . ? N3 Co2 N1 90.79(16) 4_556 . ? O5 Co2 O1W 90.45(13) . . ? O3 Co2 O1W 90.32(13) 3_477 . ? O7 Co2 O1W 94.19(12) . . ? N3 Co2 O1W 90.21(14) 4_556 . ? N1 Co2 O1W 176.86(14) . . ? Co1 O1W Co2 114.48(13) . . ? Co1 O1W H5A 108.6 . . ? Co2 O1W H5A 108.6 . . ? Co1 O1W H5B 108.6 . . ? Co2 O1W H5B 108.6 . . ? H5A O1W H5B 107.6 . . ? C7 O3 Co2 129.2(3) . 3_577 ? C24 O4 Co1 127.2(3) . 1_455 ? C12 O5 Co2 130.0(3) . . ? C12 O6 Co1 135.5(3) . . ? C16 O7 Co2 135.6(3) . . ? C16 O8 Co1 125.3(3) . . ? C1 N1 C2 117.0(4) . . ? C1 N1 Co2 121.2(4) . . ? C2 N1 Co2 120.1(3) . . ? C21 N2 C8 117.6(5) . . ? C21 N2 Co1 121.5(3) . . ? C8 N2 Co1 120.3(4) . . ? C9 N3 C5 116.9(4) . . ? C9 N3 Co2 122.7(3) . 4_546 ? C5 N3 Co2 120.2(4) . 4_546 ? C14 N4 C3 115.6(5) . . ? C14 N4 Co1 123.1(4) . 3_467 ? C3 N4 Co1 121.3(4) . 3_467 ? N1 C1 C10 123.2(5) . . ? N1 C1 H1A 118.4 . . ? C10 C1 H1A 118.4 . . ? N1 C2 C19 122.5(5) . . ? N1 C2 H2A 118.7 . . ? C19 C2 H2A 118.7 . . ? N4 C3 C4 123.7(7) . . ? N4 C3 H3A 118.2 . . ? C4 C3 H3A 118.2 . . ? C13 C4 C3 120.4(7) . . ? C13 C4 H4A 119.8 . . ? C3 C4 H4A 119.8 . . ? N3 C5 C15 122.7(5) . . ? N3 C5 H5C 118.7 . . ? C15 C5 H5C 118.7 . . ? C13 C6 C14 119.3(6) . . ? C13 C6 H6A 120.3 . . ? C14 C6 H6A 120.3 . . ? O2 C7 O3 125.9(5) . . ? O2 C7 C22 116.8(5) . . ? O3 C7 C22 117.2(5) . . ? N2 C8 C11 121.4(5) . . ? N2 C8 H8A 119.3 . . ? C11 C8 H8A 119.3 . . ? N3 C9 C20 124.1(5) . . ? N3 C9 H9A 118.0 . . ? C20 C9 H9A 118.0 . . ? C23 C10 C1 120.1(5) . . ? C23 C10 H10A 119.9 . . ? C1 C10 H10A 119.9 . . ? C22 C11 C8 120.3(5) . . ? C22 C11 H11A 119.8 . . ? C8 C11 H11A 119.8 . . ? O6 C12 O5 128.5(4) . . ? O6 C12 C17 116.5(4) . . ? O5 C12 C17 115.1(4) . . ? C4 C13 C6 117.0(5) . . ? C4 C13 C16 121.0(5) . . ? C6 C13 C16 122.0(5) . . ? N4 C14 C6 123.9(6) . . ? N4 C14 H14A 118.1 . . ? C6 C14 H14A 118.1 . . ? C17 C15 C5 119.0(5) . . ? C17 C15 H15A 120.5 . . ? C5 C15 H15A 120.5 . . ? O7 C16 O8 127.1(4) . . ? O7 C16 C13 117.5(4) . . ? O8 C16 C13 115.4(4) . . ? C15 C17 C20 118.1(5) . . ? C15 C17 C12 119.8(4) . . ? C20 C17 C12 122.1(5) . . ? C21 C18 C22 119.9(5) . . ? C21 C18 H18A 120.1 . . ? C22 C18 H18A 120.1 . . ? C23 C19 C2 120.2(5) . . ? C23 C19 H19A 119.9 . . ? C2 C19 H19A 119.9 . . ? C9 C20 C17 119.3(5) . . ? C9 C20 H20A 120.4 . . ? C17 C20 H20A 120.4 . . ? N2 C21 C18 123.6(5) . . ? N2 C21 H21A 118.2 . . ? C18 C21 H21A 118.2 . . ? C18 C22 C11 117.2(5) . . ? C18 C22 C7 122.4(5) . . ? C11 C22 C7 120.5(5) . . ? C10 C23 C19 116.9(5) . . ? C10 C23 C24 120.8(5) . . ? C19 C23 C24 122.1(5) . . ? O1 C24 O4 126.5(5) . . ? O1 C24 C23 117.9(4) . . ? O4 C24 C23 115.5(4) . . ? C27 C26 C25 125(4) . . ? C27 C26 H26A 106.1 . . ? C25 C26 H26A 106.1 . . ? C27 C26 H26B 106.1 . . ? C25 C26 H26B 106.1 . . ? H26A C26 H26B 106.3 . . ? C25 C30 C29 112(3) . . ? C25 C30 H30A 109.3 . . ? C29 C30 H30A 109.3 . . ? C25 C30 H30B 109.3 . . ? C29 C30 H30B 109.3 . . ? H30A C30 H30B 108.0 . . ? C27 C28 C29 120(3) . . ? C27 C28 H28A 107.2 . . ? C29 C28 H28A 107.2 . . ? C27 C28 H28B 107.2 . . ? C29 C28 H28B 107.2 . . ? H28A C28 H28B 106.9 . . ? C36 C31 C32 116(2) . . ? C36 C31 H31A 108.3 . . ? C32 C31 H31A 108.3 . . ? C36 C31 H31B 108.3 . . ? C32 C31 H31B 108.3 . . ? H31A C31 H31B 107.4 . . ? C31 C36 C35 116(2) . . ? C31 C36 H36A 108.3 . . ? C35 C36 H36A 108.3 . . ? C31 C36 H36B 108.3 . . ? C35 C36 H36B 108.2 . . ? H36A C36 H36B 107.4 . . ? C34 C35 C36 114(2) . . ? C34 C35 H35A 108.8 . . ? C36 C35 H35A 108.8 . . ? C34 C35 H35B 108.8 . . ? C36 C35 H35B 108.8 . . ? H35A C35 H35B 107.7 . . ? C33 C32 C31 125(2) . . ? C33 C32 H32A 106.1 . . ? C31 C32 H32A 106.1 . . ? C33 C32 H32B 106.1 . . ? C31 C32 H32B 106.1 . . ? H32A C32 H32B 106.3 . . ? C32 C33 C34 109(2) . . ? C32 C33 H33A 110.0 . . ? C34 C33 H33A 110.0 . . ? C32 C33 H33B 110.0 . . ? C34 C33 H33B 110.0 . . ? H33A C33 H33B 108.3 . . ? C35 C34 C33 121(2) . . ? C35 C34 H34A 107.2 . . ? C33 C34 H34A 107.2 . . ? C35 C34 H34B 107.2 . . ? C33 C34 H34B 107.2 . . ? H34A C34 H34B 106.8 . . ? C30 C29 C28 122(3) . . ? C30 C29 H29A 106.8 . . ? C28 C29 H29A 106.8 . . ? C30 C29 H29B 106.8 . . ? C28 C29 H29B 106.8 . . ? H29A C29 H29B 106.7 . . ? C26 C27 C28 116(4) . . ? C26 C27 H27A 108.4 . . ? C28 C27 H27A 108.4 . . ? C26 C27 H27B 108.4 . . ? C28 C27 H27B 108.4 . . ? H27A C27 H27B 107.4 . . ? C30 C25 C26 118(3) . . ? C30 C25 H25A 107.9 . . ? C26 C25 H25A 107.9 . . ? C30 C25 H25B 107.9 . . ? C26 C25 H25B 107.9 . . ? H25A C25 H25B 107.2 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.825 _refine_diff_density_min -0.385 _refine_diff_density_rms 0.109 #end data_1_styreneoxide _database_code_depnum_ccdc_archive 'CCDC 874082' #TrackingRef '- compounds.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H18 Co2 N4 O10' _chemical_formula_weight 736.36 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 11.379(3) _cell_length_b 13.386(4) _cell_length_c 25.904(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3945(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 11407 _cell_measurement_theta_min 2.3493 _cell_measurement_theta_max 27.5010 _exptl_crystal_description Prism _exptl_crystal_colour Red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.240 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1488 _exptl_absorpt_coefficient_mu 0.892 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.5554 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 29672 _diffrn_reflns_av_R_equivalents 0.0438 _diffrn_reflns_av_sigmaI/netI 0.0602 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 27.48 _reflns_number_total 8886 _reflns_number_gt 8186 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1554P)^2^+2.0063P] 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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(2) _refine_ls_number_reflns 8886 _refine_ls_number_parameters 485 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0743 _refine_ls_R_factor_gt 0.0671 _refine_ls_wR_factor_ref 0.2176 _refine_ls_wR_factor_gt 0.1995 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0.003 _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 0.84432(5) 0.44353(5) 0.42199(2) 0.01467(17) Uani 1 1 d . . . Co2 Co 1.09813(5) 0.55392(5) 0.36133(2) 0.01449(17) Uani 1 1 d . . . O1W O 0.9163(3) 0.5730(2) 0.38498(12) 0.0176(7) Uani 1 1 d . . . H5B H 0.9112 0.6304 0.4090 0.021 Uiso 1 1 calc R . . H5C H 0.8683 0.5890 0.3542 0.021 Uiso 1 1 calc R . . O1 O 0.9715(3) 0.7305(3) 0.43667(16) 0.0294(8) Uani 1 1 d . . . O2 O 1.7196(3) 0.6033(3) 0.33633(18) 0.0367(10) Uani 1 1 d . . . O3 O 1.6985(3) 0.4510(3) 0.37352(13) 0.0198(7) Uani 1 1 d . . . O4 O 1.1460(3) 0.6738(3) 0.40746(15) 0.0270(8) Uani 1 1 d . . . O5 O 1.0744(3) 0.8495(3) 0.13257(13) 0.0209(7) Uani 1 1 d . . . O6 O 0.9508(3) 0.9363(3) 0.18377(13) 0.0236(7) Uani 1 1 d . . . O7 O 1.1407(3) 0.4535(3) 0.42034(14) 0.0262(8) Uani 1 1 d . . . O8 O 0.9842(3) 0.4363(3) 0.47309(12) 0.0181(6) Uani 1 1 d . . . N1 N 1.2657(4) 0.1820(3) 0.54101(17) 0.0236(9) Uani 1 1 d . . . N2 N 1.0683(4) 0.6544(3) 0.29749(16) 0.0231(9) Uani 1 1 d . . . N3 N 1.2575(4) 0.9579(3) 0.52323(17) 0.0240(9) Uani 1 1 d . . . N4 N 1.2826(4) 0.5436(3) 0.34269(15) 0.0196(8) Uani 1 1 d . . . C1 C 1.3400(5) 0.4556(4) 0.3466(2) 0.0238(10) Uani 1 1 d . . . H1A H 1.2949 0.3959 0.3478 0.029 Uiso 1 1 calc R . . C2 C 1.2886(7) 0.1982(7) 0.4909(3) 0.059(3) Uani 1 1 d . . . H2A H 1.3447 0.1570 0.4740 0.071 Uiso 1 1 calc R . . C3 C 1.0070(5) 0.7396(4) 0.3040(2) 0.0304(12) Uani 1 1 d . . . H3A H 0.9746 0.7536 0.3370 0.036 Uiso 1 1 calc R . . C4 C 1.2322(7) 0.2749(6) 0.4621(3) 0.049(2) Uani 1 1 d . . . H4A H 1.2489 0.2848 0.4266 0.059 Uiso 1 1 calc R . . C5 C 1.1382(5) 0.9504(5) 0.5224(2) 0.0297(11) Uani 1 1 d . . . H5A H 1.0935 0.9976 0.5416 0.036 Uiso 1 1 calc R . . C6 C 1.1424(5) 0.8134(4) 0.4647(2) 0.0258(11) Uani 1 1 d . . . C7 C 1.0195(5) 0.8654(4) 0.17317(19) 0.0201(9) Uani 1 1 d . . . C8 C 1.1505(5) 0.3354(4) 0.4883(2) 0.0273(11) Uani 1 1 d . . . C9 C 0.9892(6) 0.8074(4) 0.2645(2) 0.0326(14) Uani 1 1 d . . . H9A H 0.9457 0.8667 0.2709 0.039 Uiso 1 1 calc R . . C10 C 1.1124(5) 0.6355(4) 0.25040(19) 0.0248(11) Uani 1 1 d . . . H10A H 1.1547 0.5752 0.2450 0.030 Uiso 1 1 calc R . . C11 C 1.3472(5) 0.6262(4) 0.3391(2) 0.0271(11) Uani 1 1 d . . . H11A H 1.3083 0.6887 0.3362 0.033 Uiso 1 1 calc R . . C12 C 1.2653(5) 0.8214(5) 0.4641(2) 0.0308(12) Uani 1 1 d . . . H12A H 1.3113 0.7773 0.4437 0.037 Uiso 1 1 calc R . . C13 C 1.1857(5) 0.2393(4) 0.5641(2) 0.0283(12) Uani 1 1 d . . . H13A H 1.1693 0.2280 0.5996 0.034 Uiso 1 1 calc R . . C14 C 1.0865(5) 0.4151(4) 0.45779(18) 0.0212(10) Uani 1 1 d . . . C15 C 1.0338(5) 0.7898(4) 0.2165(2) 0.0253(11) Uani 1 1 d . . . C16 C 1.0795(5) 0.7322(4) 0.4344(2) 0.0244(10) Uani 1 1 d . . . C17 C 1.3191(5) 0.8955(4) 0.4941(2) 0.0265(11) Uani 1 1 d . . . H17A H 1.4023 0.9013 0.4935 0.032 Uiso 1 1 calc R . . C18 C 1.1248(5) 0.3155(4) 0.5387(2) 0.0291(12) Uani 1 1 d . . . H18A H 1.0662 0.3529 0.5563 0.035 Uiso 1 1 calc R . . C19 C 1.0789(5) 0.8773(4) 0.4949(2) 0.0309(12) Uani 1 1 d . . . H19A H 0.9958 0.8717 0.4970 0.037 Uiso 1 1 calc R . . C20 C 1.0981(6) 0.7021(4) 0.2087(2) 0.0310(13) Uani 1 1 d . . . H20A H 1.1315 0.6876 0.1759 0.037 Uiso 1 1 calc R . . C21 C 1.4709(5) 0.6243(4) 0.3394(2) 0.0278(11) Uani 1 1 d . . . H21A H 1.5149 0.6843 0.3360 0.033 Uiso 1 1 calc R . . C22 C 1.4587(5) 0.4483(4) 0.34897(19) 0.0261(10) Uani 1 1 d . . . H22A H 1.4950 0.3850 0.3535 0.031 Uiso 1 1 calc R . . C23 C 1.5269(4) 0.5337(4) 0.34475(18) 0.0220(10) Uani 1 1 d . . . C24 C 1.6586(5) 0.5302(4) 0.35149(19) 0.0227(10) Uani 1 1 d . . . C25 C 1.338(3) 0.439(3) 0.1282(12) 0.124(10) Uiso 0.50 1 d PD A 1 C27 C 1.4511(16) 0.4350(15) 0.1585(7) 0.064(5) Uani 0.50 1 d P A 1 C28 C 1.4606(17) 0.3959(15) 0.2039(8) 0.063(5) Uani 0.50 1 d P A 1 C30 C 1.6758(16) 0.3941(17) 0.1990(9) 0.075(6) Uani 0.50 1 d P A 1 C31 C 1.662(3) 0.429(3) 0.1451(8) 0.115(12) Uani 0.50 1 d P A 1 C32 C 1.535(3) 0.4559(17) 0.1248(8) 0.098(9) Uani 0.50 1 d P A 1 O9 O 1.2265(14) 0.4455(13) 0.1675(6) 0.087(4) Uiso 0.50 1 d PD A 1 C33 C 1.441(2) 0.3460(14) 0.2366(8) 0.072(6) Uani 0.50 1 d P A 2 C34 C 1.4057(15) 0.2548(18) 0.2697(7) 0.071(6) Uani 0.50 1 d P A 2 C35 C 1.461(3) 0.176(2) 0.2977(7) 0.119(13) Uani 0.50 1 d P A 2 C36 C 1.6022(19) 0.2220(17) 0.2935(9) 0.089(8) Uani 0.50 1 d P A 2 C37 C 1.6388(19) 0.3059(13) 0.2610(6) 0.062(5) Uani 0.50 1 d P A 2 C38 C 1.2655(17) 0.2494(14) 0.2746(8) 0.068(5) Uani 0.50 1 d PD A 2 C39 C 1.2253(16) 0.1316(17) 0.2794(7) 0.094(9) Uani 0.50 1 d PD A 2 O10 O 1.2276(12) 0.2087(10) 0.3236(5) 0.070(3) Uiso 0.50 1 d P A 2 C29 C 1.5659(12) 0.3658(8) 0.2283(4) 0.078(3) Uani 1 1 d . . . C26 C 1.242(3) 0.356(2) 0.1351(12) 0.101(9) Uiso 0.50 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0123(3) 0.0171(3) 0.0147(3) 0.0004(2) 0.0012(2) 0.0006(2) Co2 0.0112(3) 0.0169(3) 0.0153(3) 0.0011(2) -0.0018(2) -0.0010(2) O1W 0.0140(17) 0.0192(16) 0.0196(15) -0.0021(12) 0.0004(12) 0.0025(13) O1 0.0191(19) 0.032(2) 0.037(2) -0.0088(16) 0.0013(16) -0.0083(15) O2 0.016(2) 0.039(2) 0.055(3) 0.024(2) -0.0032(18) -0.0042(17) O3 0.0123(16) 0.0229(16) 0.0244(16) 0.0006(14) -0.0046(12) 0.0008(14) O4 0.0185(18) 0.0293(19) 0.0332(19) -0.0135(15) -0.0045(15) -0.0049(16) O5 0.0214(19) 0.0219(16) 0.0194(16) 0.0055(12) 0.0058(13) -0.0003(14) O6 0.0228(18) 0.0237(18) 0.0244(17) 0.0103(14) 0.0010(13) 0.0025(15) O7 0.0154(17) 0.037(2) 0.0264(18) 0.0149(16) 0.0039(14) 0.0040(15) O8 0.0168(16) 0.0211(16) 0.0163(14) 0.0016(12) -0.0006(12) 0.0024(13) N1 0.020(2) 0.026(2) 0.025(2) 0.0061(17) -0.0006(17) 0.0076(17) N2 0.023(2) 0.025(2) 0.0215(19) 0.0066(16) 0.0034(16) 0.0036(17) N3 0.020(2) 0.025(2) 0.027(2) -0.0031(17) -0.0037(17) -0.0012(17) N4 0.0098(18) 0.026(2) 0.0228(19) 0.0033(16) -0.0034(14) -0.0036(16) C1 0.017(2) 0.022(2) 0.032(2) 0.0031(19) 0.0019(19) 0.000(2) C2 0.060(5) 0.080(5) 0.038(4) 0.031(4) 0.021(3) 0.052(4) C3 0.035(3) 0.031(3) 0.025(3) 0.009(2) 0.012(2) 0.015(2) C4 0.044(4) 0.066(5) 0.037(3) 0.032(3) 0.022(3) 0.034(4) C5 0.018(3) 0.035(3) 0.036(3) -0.015(2) 0.001(2) -0.006(2) C6 0.022(3) 0.028(3) 0.027(2) -0.0053(19) -0.003(2) -0.010(2) C7 0.019(2) 0.022(2) 0.020(2) 0.0030(17) 0.0041(18) 0.0008(18) C8 0.016(3) 0.034(3) 0.032(3) 0.013(2) 0.001(2) 0.004(2) C9 0.038(3) 0.025(3) 0.034(3) 0.010(2) 0.013(3) 0.018(2) C10 0.027(3) 0.026(2) 0.022(2) 0.0018(18) 0.006(2) 0.007(2) C11 0.018(3) 0.024(2) 0.039(3) 0.011(2) 0.001(2) -0.002(2) C12 0.020(3) 0.043(3) 0.029(3) -0.017(2) 0.001(2) -0.008(2) C13 0.029(3) 0.034(3) 0.022(2) 0.005(2) 0.004(2) 0.018(2) C14 0.016(2) 0.028(2) 0.020(2) 0.0061(17) -0.0027(18) 0.0007(19) C15 0.027(3) 0.026(3) 0.023(2) 0.0045(19) 0.003(2) 0.008(2) C16 0.025(3) 0.021(2) 0.026(2) -0.0063(18) -0.005(2) -0.004(2) C17 0.016(3) 0.033(3) 0.031(3) -0.012(2) -0.001(2) -0.007(2) C18 0.033(3) 0.029(3) 0.025(3) 0.003(2) 0.003(2) 0.009(2) C19 0.023(3) 0.042(3) 0.028(3) -0.011(2) -0.007(2) -0.009(2) C20 0.037(3) 0.036(3) 0.020(2) 0.009(2) 0.007(2) 0.018(3) C21 0.021(3) 0.027(3) 0.035(3) 0.011(2) 0.001(2) -0.001(2) C22 0.026(3) 0.025(2) 0.028(2) 0.002(2) 0.0004(19) 0.000(2) C23 0.012(2) 0.036(3) 0.019(2) 0.0054(18) 0.0002(17) -0.0021(19) C24 0.011(2) 0.034(3) 0.023(2) 0.0085(18) 0.0012(19) 0.0038(19) C27 0.059(10) 0.068(11) 0.064(10) -0.020(9) 0.017(8) -0.036(9) C28 0.057(11) 0.062(11) 0.072(12) -0.021(10) 0.016(9) -0.004(8) C30 0.036(9) 0.083(14) 0.107(16) -0.032(12) -0.004(10) 0.004(9) C31 0.092(18) 0.20(4) 0.053(11) -0.029(17) 0.014(11) 0.05(2) C32 0.18(3) 0.059(12) 0.056(11) -0.020(9) 0.007(15) -0.006(15) C33 0.112(19) 0.048(10) 0.057(10) -0.023(8) -0.005(11) 0.008(11) C34 0.035(8) 0.119(17) 0.061(10) -0.048(11) 0.020(7) -0.028(10) C35 0.14(2) 0.18(3) 0.030(8) -0.027(12) -0.009(11) 0.11(2) C36 0.066(12) 0.095(15) 0.105(16) -0.060(13) 0.048(12) -0.030(11) C37 0.082(13) 0.054(9) 0.050(9) -0.005(7) -0.004(8) 0.030(9) C38 0.067(12) 0.068(12) 0.067(11) 0.001(9) 0.001(10) 0.006(10) C39 0.038(10) 0.20(3) 0.042(9) -0.036(12) -0.003(7) -0.036(13) C29 0.092(9) 0.067(6) 0.075(7) -0.024(5) -0.012(6) 0.005(6) _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 O8 2.072(3) . ? Co1 O3 2.083(3) 1_455 ? Co1 O5 2.106(3) 4_745 ? Co1 N1 2.131(4) 3_456 ? Co1 O1W 2.143(3) . ? Co1 N3 2.175(4) 3_466 ? Co2 O6 2.037(4) 4_745 ? Co2 O4 2.074(4) . ? Co2 O7 2.092(4) . ? Co2 N4 2.158(4) . ? Co2 N2 2.158(4) . ? Co2 O1W 2.172(3) . ? O1W H5B 0.9900 . ? O1W H5C 0.9900 . ? O1 C16 1.230(7) . ? O2 C24 1.262(6) . ? O3 C24 1.286(6) . ? O3 Co1 2.083(3) 1_655 ? O4 C16 1.293(7) . ? O5 C7 1.242(6) . ? O5 Co1 2.106(3) 4_755 ? O6 C7 1.261(6) . ? O6 Co2 2.037(3) 4_755 ? O7 C14 1.259(6) . ? O8 C14 1.261(6) . ? N1 C13 1.333(7) . ? N1 C2 1.341(8) . ? N1 Co1 2.131(4) 3_556 ? N2 C3 1.348(7) . ? N2 C10 1.343(6) . ? N3 C17 1.326(7) . ? N3 C5 1.361(7) . ? N3 Co1 2.175(4) 3_566 ? N4 C11 1.331(7) . ? N4 C1 1.350(7) . ? C1 C22 1.356(8) . ? C1 H1A 0.9500 . ? C2 C4 1.422(8) . ? C2 H2A 0.9500 . ? C3 C9 1.382(7) . ? C3 H3A 0.9500 . ? C4 C8 1.407(9) . ? C4 H4A 0.9500 . ? C5 C19 1.387(7) . ? C5 H5A 0.9500 . ? C6 C19 1.366(8) . ? C6 C12 1.403(8) . ? C6 C16 1.520(7) . ? C7 C15 1.520(7) . ? C8 C18 1.364(7) . ? C8 C14 1.515(7) . ? C9 C15 1.364(8) . ? C9 H9A 0.9500 . ? C10 C20 1.410(7) . ? C10 H10A 0.9500 . ? C11 C21 1.408(8) . ? C11 H11A 0.9500 . ? C12 C17 1.401(7) . ? C12 H12A 0.9500 . ? C13 C18 1.398(7) . ? C13 H13A 0.9500 . ? C15 C20 1.399(7) . ? C17 H17A 0.9500 . ? C18 H18A 0.9500 . ? C19 H19A 0.9500 . ? C20 H20A 0.9500 . ? C21 C23 1.376(8) . ? C21 H21A 0.9500 . ? C22 C23 1.386(8) . ? C22 H22A 0.9500 . ? C23 C24 1.510(7) . ? C25 C27 1.51(4) . ? C25 C26 1.57(5) . ? C25 O9 1.626(18) . ? C27 C28 1.29(3) . ? C27 C32 1.32(3) . ? C28 C29 1.41(2) . ? C30 C31 1.48(3) . ? C30 C29 1.51(3) . ? C31 C32 1.58(4) . ? O9 C26 1.48(4) . ? C33 C29 1.46(3) . ? C33 C34 1.54(3) . ? C34 C35 1.43(3) . ? C34 C38 1.60(3) . ? C35 C36 1.73(4) . ? C36 C37 1.46(3) . ? C37 C29 1.43(2) . ? C38 O10 1.45(2) . ? C38 C39 1.645(18) . ? C39 O10 1.54(2) . ? 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 O8 Co1 O3 177.36(13) . 1_455 ? O8 Co1 O5 93.64(14) . 4_745 ? O3 Co1 O5 88.51(14) 1_455 4_745 ? O8 Co1 N1 89.89(16) . 3_456 ? O3 Co1 N1 88.55(16) 1_455 3_456 ? O5 Co1 N1 90.86(16) 4_745 3_456 ? O8 Co1 O1W 91.72(13) . . ? O3 Co1 O1W 89.78(13) 1_455 . ? O5 Co1 O1W 90.87(14) 4_745 . ? N1 Co1 O1W 177.56(16) 3_456 . ? O8 Co1 N3 87.75(15) . 3_466 ? O3 Co1 N3 90.11(15) 1_455 3_466 ? O5 Co1 N3 178.51(16) 4_745 3_466 ? N1 Co1 N3 89.67(18) 3_456 3_466 ? O1W Co1 N3 88.56(15) . 3_466 ? O6 Co2 O4 179.39(16) 4_745 . ? O6 Co2 O7 89.20(16) 4_745 . ? O4 Co2 O7 90.87(17) . . ? O6 Co2 N4 95.02(15) 4_745 . ? O4 Co2 N4 85.58(16) . . ? O7 Co2 N4 84.09(15) . . ? O6 Co2 N2 89.94(17) 4_745 . ? O4 Co2 N2 90.05(17) . . ? O7 Co2 N2 175.16(16) . . ? N4 Co2 N2 91.24(16) . . ? O6 Co2 O1W 89.57(14) 4_745 . ? O4 Co2 O1W 89.82(14) . . ? O7 Co2 O1W 95.16(13) . . ? N4 Co2 O1W 175.33(15) . . ? N2 Co2 O1W 89.60(15) . . ? Co1 O1W Co2 113.27(14) . . ? Co1 O1W H5B 108.9 . . ? Co2 O1W H5B 108.9 . . ? Co1 O1W H5C 108.9 . . ? Co2 O1W H5C 108.9 . . ? H5B O1W H5C 107.7 . . ? C24 O3 Co1 126.0(3) . 1_655 ? C16 O4 Co2 128.7(3) . . ? C7 O5 Co1 133.4(3) . 4_755 ? C7 O6 Co2 128.8(3) . 4_755 ? C14 O7 Co2 135.3(3) . . ? C14 O8 Co1 121.2(3) . . ? C13 N1 C2 118.3(5) . . ? C13 N1 Co1 122.6(4) . 3_556 ? C2 N1 Co1 118.8(4) . 3_556 ? C3 N2 C10 117.8(4) . . ? C3 N2 Co2 120.9(4) . . ? C10 N2 Co2 121.3(3) . . ? C17 N3 C5 118.2(5) . . ? C17 N3 Co1 120.8(4) . 3_566 ? C5 N3 Co1 120.5(4) . 3_566 ? C11 N4 C1 117.6(4) . . ? C11 N4 Co2 120.0(4) . . ? C1 N4 Co2 120.6(3) . . ? N4 C1 C22 123.2(5) . . ? N4 C1 H1A 118.4 . . ? C22 C1 H1A 118.4 . . ? N1 C2 C4 122.5(6) . . ? N1 C2 H2A 118.8 . . ? C4 C2 H2A 118.8 . . ? N2 C3 C9 122.6(5) . . ? N2 C3 H3A 118.7 . . ? C9 C3 H3A 118.7 . . ? C8 C4 C2 117.5(6) . . ? C8 C4 H4A 121.3 . . ? C2 C4 H4A 121.3 . . ? N3 C5 C19 123.0(5) . . ? N3 C5 H5A 118.5 . . ? C19 C5 H5A 118.5 . . ? C19 C6 C12 119.1(5) . . ? C19 C6 C16 119.6(5) . . ? C12 C6 C16 121.2(5) . . ? O5 C7 O6 128.7(4) . . ? O5 C7 C15 117.3(4) . . ? O6 C7 C15 114.0(4) . . ? C18 C8 C4 119.3(5) . . ? C18 C8 C14 122.3(5) . . ? C4 C8 C14 118.2(5) . . ? C15 C9 C3 120.5(5) . . ? C15 C9 H9A 119.8 . . ? C3 C9 H9A 119.8 . . ? N2 C10 C20 122.3(5) . . ? N2 C10 H10A 118.8 . . ? C20 C10 H10A 118.8 . . ? N4 C11 C21 122.5(5) . . ? N4 C11 H11A 118.8 . . ? C21 C11 H11A 118.8 . . ? C17 C12 C6 118.9(5) . . ? C17 C12 H12A 120.5 . . ? C6 C12 H12A 120.5 . . ? N1 C13 C18 123.1(5) . . ? N1 C13 H13A 118.5 . . ? C18 C13 H13A 118.4 . . ? O7 C14 O8 127.1(5) . . ? O7 C14 C8 116.9(5) . . ? O8 C14 C8 116.0(4) . . ? C9 C15 C20 118.2(5) . . ? C9 C15 C7 121.3(5) . . ? C20 C15 C7 120.5(5) . . ? O1 C16 O4 126.8(5) . . ? O1 C16 C6 117.3(5) . . ? O4 C16 C6 115.8(5) . . ? N3 C17 C12 122.0(5) . . ? N3 C17 H17A 119.0 . . ? C12 C17 H17A 119.0 . . ? C8 C18 C13 119.2(5) . . ? C8 C18 H18A 120.4 . . ? C13 C18 H18A 120.4 . . ? C6 C19 C5 118.6(5) . . ? C6 C19 H19A 120.7 . . ? C5 C19 H19A 120.7 . . ? C15 C20 C10 118.7(5) . . ? C15 C20 H20A 120.7 . . ? C10 C20 H20A 120.7 . . ? C23 C21 C11 118.6(5) . . ? C23 C21 H21A 120.7 . . ? C11 C21 H21A 120.7 . . ? C1 C22 C23 119.7(5) . . ? C1 C22 H22A 120.2 . . ? C23 C22 H22A 120.2 . . ? C21 C23 C22 118.4(5) . . ? C21 C23 C24 119.9(5) . . ? C22 C23 C24 121.4(5) . . ? O2 C24 O3 125.7(5) . . ? O2 C24 C23 119.1(5) . . ? O3 C24 C23 115.3(4) . . ? C27 C25 C26 120(3) . . ? C27 C25 O9 110(2) . . ? C26 C25 O9 55.1(15) . . ? C28 C27 C32 129(2) . . ? C28 C27 C25 124.1(18) . . ? C32 C27 C25 105(2) . . ? C27 C28 C29 126.4(18) . . ? C31 C30 C29 117.9(19) . . ? C30 C31 C32 119(2) . . ? C27 C32 C31 113(2) . . ? C26 O9 C25 60.5(19) . . ? C29 C33 C34 118.5(18) . . ? C35 C34 C33 139(2) . . ? C35 C34 C38 111(2) . . ? C33 C34 C38 110(2) . . ? C34 C35 C36 96(2) . . ? C37 C36 C35 125(2) . . ? C29 C37 C36 127(2) . . ? O10 C38 C34 112.6(17) . . ? O10 C38 C39 59.4(11) . . ? C34 C38 C39 109.1(15) . . ? O10 C39 C38 53.9(11) . . ? C38 O10 C39 66.7(9) . . ? C28 C29 C37 156.3(17) . . ? C28 C29 C33 45.0(11) . . ? C37 C29 C33 112.0(16) . . ? C28 C29 C30 113.9(15) . . ? C37 C29 C30 87.6(15) . . ? C33 C29 C30 157.5(16) . . ? C25 C26 O9 64.4(16) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 2.514 _refine_diff_density_min -1.323 _refine_diff_density_rms 0.313 #end data_1_2-butanol _database_code_depnum_ccdc_archive 'CCDC 874083' #TrackingRef '- compounds.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H23 Co2 N4 O9.50' _chemical_formula_weight 661.34 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 11.2690(17) _cell_length_b 13.382(2) _cell_length_c 25.592(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3859.4(10) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 12752 _cell_measurement_theta_min 2.3621 _cell_measurement_theta_max 27.4971 _exptl_crystal_description Prism _exptl_crystal_colour Red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.138 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1348 _exptl_absorpt_coefficient_mu 0.904 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.8635 _exptl_absorpt_process_details ? _exptl_special_details ; loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 -0.500 0.040 0.250 543.4 38.5 2 0.000 0.172 0.750 543.3 38.0 _platon_squeeze_details ; _diffrn_ambient_temperature 173(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 P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 30673 _diffrn_reflns_av_R_equivalents 0.0318 _diffrn_reflns_av_sigmaI/netI 0.0416 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 27.47 _reflns_number_total 8749 _reflns_number_gt 8376 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0654P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.002(11) _refine_ls_number_reflns 8749 _refine_ls_number_parameters 397 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0338 _refine_ls_R_factor_gt 0.0326 _refine_ls_wR_factor_ref 0.1052 _refine_ls_wR_factor_gt 0.1043 _refine_ls_goodness_of_fit_ref 1.112 _refine_ls_restrained_S_all 1.112 _refine_ls_shift/su_max 0.016 _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 1.41710(3) 1.94008(3) 1.863447(11) 0.01062(8) Uani 1 1 d . . . Co2 Co 1.67142(3) 2.05968(3) 1.921136(12) 0.01114(8) Uani 1 1 d . . . O8 O 1.53282(14) 2.06269(15) 1.97410(6) 0.0154(3) Uani 1 1 d . . . O7 O 1.54476(15) 1.56183(15) 1.68111(7) 0.0170(4) Uani 1 1 d . . . O6 O 1.81466(14) 2.04849(14) 1.86914(7) 0.0175(4) Uani 1 1 d . . . O5 O 1.41539(16) 1.65008(13) 1.63236(7) 0.0158(4) Uani 1 1 d . . . N4 N 2.23297(17) 1.95037(17) 1.84279(8) 0.0153(4) Uani 1 1 d . . . O4 O 1.36997(15) 2.03362(14) 1.92530(7) 0.0173(4) Uani 1 1 d . . . O3 O 1.87714(15) 1.68572(14) 2.09333(7) 0.0180(4) Uani 1 1 d . . . O1W O 1.60105(13) 1.92669(13) 1.88693(6) 0.0121(3) Uani 1 1 d . . . H5A H 1.6082 1.8713 1.9124 0.014 Uiso 1 1 calc R . . H5B H 1.6493 1.9091 1.8559 0.014 Uiso 1 1 calc R . . N3 N 1.76723(19) 1.96824(16) 1.97663(8) 0.0152(4) Uani 1 1 d . . . C10 C 1.8524(2) 1.9716(2) 1.84567(10) 0.0180(5) Uani 1 1 d . . . N2 N 1.45182(18) 1.84664(16) 1.79716(8) 0.0155(4) Uani 1 1 d . . . O2 O 2.05366(17) 1.73236(15) 2.06125(8) 0.0238(4) Uani 1 1 d . . . C13 C 1.7590(2) 1.8337(2) 2.03836(10) 0.0194(5) Uani 1 1 d . . . H13A H 1.7123 1.7915 2.0600 0.023 Uiso 1 1 calc R . . C14 C 1.8835(2) 1.8231(2) 2.03632(10) 0.0168(5) Uani 1 1 d . . . C15 C 1.4068(2) 1.79894(19) 1.70903(9) 0.0180(5) Uani 1 1 d . . . H15A H 1.3676 1.8131 1.6770 0.022 Uiso 1 1 calc R . . C16 C 1.9858(2) 1.9660(2) 1.83991(10) 0.0178(5) Uani 1 1 d . . . C19 C 1.7068(2) 1.9068(2) 2.00800(10) 0.0200(6) Uani 1 1 d . . . H19A H 1.6229 1.9138 2.0095 0.024 Uiso 1 1 calc R . . C21 C 1.4252(2) 2.07516(19) 1.96130(9) 0.0136(5) Uani 1 1 d . . . C23 C 1.9436(2) 1.7402(2) 2.06560(9) 0.0170(5) Uani 1 1 d . . . C24 C 1.3995(2) 1.8645(2) 1.75099(10) 0.0187(5) Uani 1 1 d . . . H24A H 1.3556 1.9245 1.7468 0.022 Uiso 1 1 calc R . . C25 C 1.8861(2) 1.9605(2) 1.97613(10) 0.0194(6) Uani 1 1 d . . . H25A H 1.9303 2.0057 1.9551 0.023 Uiso 1 1 calc R . . C26 C 1.5304(2) 1.6957(2) 1.76169(10) 0.0196(5) Uani 1 1 d . . . H26A H 1.5788 1.6382 1.7662 0.024 Uiso 1 1 calc R . . C27 C 2.0569(2) 2.0502(2) 1.84143(10) 0.0207(5) Uani 1 1 d . . . H27A H 2.0218 2.1148 1.8416 0.025 Uiso 1 1 calc R . . C28 C 1.4729(2) 1.71230(19) 1.71512(10) 0.0158(5) Uani 1 1 d . . . O1 O 1.79191(17) 1.90119(18) 1.82867(8) 0.0309(5) Uani 1 1 d . . . N1 N 1.2458(2) 2.30912(18) 2.04497(8) 0.0180(5) Uani 1 1 d . . . C31 C 2.0419(2) 1.8734(2) 1.83642(11) 0.0214(6) Uani 1 1 d . . . H31A H 1.9966 1.8140 1.8322 0.026 Uiso 1 1 calc R . . C32 C 1.9469(2) 1.8896(2) 2.00490(11) 0.0227(6) Uani 1 1 d . . . H32A H 2.0311 1.8861 2.0033 0.027 Uiso 1 1 calc R . . C33 C 2.1790(2) 2.0404(2) 1.84273(11) 0.0202(5) Uani 1 1 d . . . H33A H 2.2265 2.0990 1.8436 0.024 Uiso 1 1 calc R . . C34 C 1.3318(3) 2.2569(2) 2.06728(11) 0.0318(7) Uani 1 1 d . . . H34A H 1.3532 2.2729 2.1022 0.038 Uiso 1 1 calc R . . C38 C 1.3583(2) 2.1526(2) 1.99291(10) 0.0165(5) Uani 1 1 d . . . C39 C 1.4775(2) 1.63447(19) 1.67211(9) 0.0135(5) Uani 1 1 d . . . C40 C 1.2655(4) 2.2048(4) 1.97112(16) 0.0633(15) Uani 1 1 d . . . H40A H 1.2382 2.1883 1.9371 0.076 Uiso 1 1 calc R . . C41 C 1.3923(3) 2.1801(3) 2.04249(11) 0.0330(8) Uani 1 1 d . . . H41A H 1.4561 2.1471 2.0595 0.040 Uiso 1 1 calc R . . C42 C 2.1653(2) 1.8689(2) 1.83925(11) 0.0219(6) Uani 1 1 d . . . H42A H 2.2027 1.8053 1.8386 0.026 Uiso 1 1 calc R . . C43 C 1.5170(2) 1.7640(2) 1.80217(10) 0.0184(5) Uani 1 1 d . . . H43A H 1.5556 1.7514 1.8345 0.022 Uiso 1 1 calc R . . C50 C 1.2133(4) 2.2791(4) 1.99800(17) 0.0677(17) Uani 1 1 d . . . H50A H 1.1483 2.3124 1.9820 0.081 Uiso 1 1 calc R . . O9 O 1.1997(7) 2.0470(6) 1.6957(3) 0.094(3) Uani 0.50 1 d P . . H20A H 1.1524 2.0826 1.7130 0.141 Uiso 0.50 1 calc PR . . C73 C 1.1242(9) 2.1498(9) 1.5700(4) 0.076(3) Uani 0.50 1 d P . . H73A H 1.0541 2.1364 1.5485 0.114 Uiso 0.50 1 calc PR . . H73B H 1.1948 2.1228 1.5527 0.114 Uiso 0.50 1 calc PR . . H73C H 1.1333 2.2221 1.5747 0.114 Uiso 0.50 1 calc PR . . C72 C 1.1111(9) 2.1063(8) 1.6168(4) 0.070(3) Uani 0.50 1 d P . . H72A H 1.0759 2.0392 1.6117 0.084 Uiso 0.50 1 calc PR . . H72B H 1.0546 2.1462 1.6378 0.084 Uiso 0.50 1 calc PR . . C71 C 1.2266(9) 2.0955(9) 1.6472(4) 0.069(3) Uani 0.50 1 d P . . H71A H 1.2635 2.1624 1.6535 0.083 Uiso 0.50 1 calc PR . . C70 C 1.3179(12) 2.0228(10) 1.6225(4) 0.093(4) Uani 0.50 1 d P . . H70A H 1.3919 2.0248 1.6425 0.139 Uiso 0.50 1 calc PR . . H70B H 1.3336 2.0430 1.5863 0.139 Uiso 0.50 1 calc PR . . H70C H 1.2858 1.9548 1.6229 0.139 Uiso 0.50 1 calc PR . . 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 0.00900(14) 0.01042(16) 0.01243(14) -0.00101(13) 0.00105(10) -0.00074(13) Co2 0.00958(13) 0.01142(16) 0.01241(14) -0.00013(13) -0.00111(10) -0.00020(14) O8 0.0131(7) 0.0182(9) 0.0148(7) 0.0005(8) 0.0021(6) 0.0028(8) O7 0.0169(8) 0.0142(9) 0.0199(8) -0.0042(8) -0.0042(6) 0.0021(8) O6 0.0115(7) 0.0176(10) 0.0235(9) 0.0000(8) 0.0040(6) 0.0008(7) O5 0.0179(8) 0.0138(9) 0.0156(8) -0.0037(7) -0.0039(7) 0.0007(7) N4 0.0112(9) 0.0164(11) 0.0182(9) -0.0023(9) -0.0004(7) -0.0010(9) O4 0.0138(8) 0.0185(10) 0.0195(9) -0.0071(7) 0.0029(7) 0.0004(7) O3 0.0161(8) 0.0155(10) 0.0225(9) 0.0062(8) -0.0023(7) 0.0024(7) O1W 0.0094(7) 0.0128(9) 0.0140(7) 0.0002(7) -0.0020(6) 0.0001(7) N3 0.0154(10) 0.0131(11) 0.0172(10) 0.0023(8) -0.0015(8) 0.0009(8) C10 0.0112(11) 0.0266(15) 0.0164(11) -0.0037(10) -0.0005(9) 0.0006(10) N2 0.0133(9) 0.0154(11) 0.0178(10) -0.0042(9) -0.0003(8) 0.0020(8) O2 0.0172(9) 0.0236(10) 0.0306(10) 0.0115(9) 0.0039(8) 0.0061(8) C13 0.0160(12) 0.0215(14) 0.0208(12) 0.0066(11) -0.0017(9) 0.0011(11) C14 0.0147(12) 0.0189(14) 0.0167(11) 0.0023(10) -0.0005(9) 0.0007(10) C15 0.0212(12) 0.0169(13) 0.0159(11) -0.0036(10) -0.0042(10) 0.0023(11) C16 0.0123(11) 0.0246(15) 0.0164(11) -0.0026(10) -0.0010(9) 0.0021(10) C19 0.0174(12) 0.0209(15) 0.0218(13) 0.0003(11) -0.0024(10) 0.0019(10) C21 0.0128(10) 0.0137(12) 0.0142(10) -0.0001(9) 0.0034(8) 0.0003(9) C23 0.0197(12) 0.0153(13) 0.0159(11) 0.0021(10) -0.0009(9) 0.0012(10) C24 0.0196(12) 0.0177(13) 0.0188(12) -0.0017(10) -0.0007(10) 0.0055(11) C25 0.0168(12) 0.0190(15) 0.0226(12) 0.0053(11) -0.0045(9) -0.0016(10) C26 0.0188(12) 0.0190(14) 0.0210(13) -0.0056(11) -0.0022(10) 0.0060(11) C27 0.0146(11) 0.0176(14) 0.0299(13) -0.0033(12) -0.0010(9) 0.0028(11) C28 0.0153(11) 0.0139(12) 0.0181(12) -0.0013(10) 0.0018(9) -0.0006(10) O1 0.0127(9) 0.0414(13) 0.0387(12) -0.0214(11) 0.0028(8) -0.0052(9) N1 0.0169(10) 0.0187(12) 0.0184(10) -0.0032(9) 0.0026(8) 0.0019(9) C31 0.0132(12) 0.0185(14) 0.0325(15) -0.0084(12) -0.0002(10) -0.0040(10) C32 0.0167(12) 0.0246(15) 0.0268(14) 0.0048(12) -0.0030(10) -0.0014(11) C33 0.0143(11) 0.0187(14) 0.0275(13) -0.0015(11) -0.0006(10) -0.0003(10) C34 0.0418(17) 0.0318(17) 0.0218(14) -0.0102(12) -0.0104(12) 0.0207(15) C38 0.0132(11) 0.0186(13) 0.0176(12) -0.0026(10) 0.0029(9) 0.0026(10) C39 0.0118(11) 0.0154(13) 0.0132(11) -0.0024(9) -0.0006(9) -0.0022(9) C40 0.056(2) 0.082(3) 0.052(2) -0.047(2) -0.037(2) 0.047(2) C41 0.0386(17) 0.0362(18) 0.0242(14) -0.0101(13) -0.0093(12) 0.0236(15) C42 0.0145(12) 0.0181(14) 0.0330(15) -0.0045(11) -0.0011(11) 0.0000(11) C43 0.0181(12) 0.0191(14) 0.0181(12) -0.0027(11) -0.0037(10) 0.0037(10) C50 0.062(3) 0.088(4) 0.053(2) -0.050(2) -0.039(2) 0.059(3) O9 0.097(6) 0.109(6) 0.075(5) 0.047(5) 0.028(4) 0.035(5) C73 0.070(7) 0.098(8) 0.060(6) 0.026(6) -0.007(5) -0.004(6) C72 0.076(7) 0.053(6) 0.081(7) -0.001(5) -0.023(6) 0.020(5) C71 0.057(5) 0.090(8) 0.060(5) 0.018(5) -0.018(4) -0.026(5) C70 0.114(10) 0.100(9) 0.066(7) 0.018(7) -0.006(7) 0.008(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 O7 2.0346(19) 4_858 ? Co1 O3 2.0642(18) 3_489 ? Co1 O4 2.0868(18) . ? Co1 N2 2.143(2) . ? Co1 N4 2.146(2) 1_455 ? Co1 O1W 2.1657(16) . ? Co2 O8 2.0685(16) . ? Co2 O5 2.0724(17) 4_858 ? Co2 O6 2.0973(17) . ? Co2 N1 2.130(2) 3_599 ? Co2 O1W 2.1361(17) . ? Co2 N3 2.163(2) . ? O8 C21 1.267(3) . ? O7 C39 1.254(3) . ? O7 Co1 2.0346(19) 4_848 ? O6 C10 1.266(3) . ? O5 C39 1.252(3) . ? O5 Co2 2.0724(17) 4_848 ? N4 C42 1.334(4) . ? N4 C33 1.349(3) . ? N4 Co1 2.146(2) 1_655 ? O4 C21 1.243(3) . ? O3 C23 1.263(3) . ? O3 Co1 2.0642(18) 3_589 ? O1W H5A 0.9900 . ? O1W H5B 0.9900 . ? N3 C19 1.336(3) . ? N3 C25 1.344(3) . ? C10 O1 1.242(3) . ? C10 C16 1.511(3) . ? N2 C43 1.334(3) . ? N2 C24 1.342(3) . ? O2 C23 1.250(3) . ? C13 C19 1.381(4) . ? C13 C14 1.412(4) . ? C13 H13A 0.9500 . ? C14 C32 1.396(4) . ? C14 C23 1.500(4) . ? C15 C28 1.387(4) . ? C15 C24 1.389(4) . ? C15 H15A 0.9500 . ? C16 C27 1.383(4) . ? C16 C31 1.395(4) . ? C19 H19A 0.9500 . ? C21 C38 1.516(3) . ? C24 H24A 0.9500 . ? C25 C32 1.383(4) . ? C25 H25A 0.9500 . ? C26 C28 1.375(4) . ? C26 C43 1.389(4) . ? C26 H26A 0.9500 . ? C27 C33 1.383(4) . ? C27 H27A 0.9500 . ? C28 C39 1.516(3) . ? N1 C50 1.319(4) . ? N1 C34 1.324(4) . ? N1 Co2 2.130(2) 3_499 ? C31 C42 1.393(4) . ? C31 H31A 0.9500 . ? C32 H32A 0.9500 . ? C33 H33A 0.9500 . ? C34 C41 1.387(4) . ? C34 H34A 0.9500 . ? C38 C41 1.375(4) . ? C38 C40 1.376(4) . ? C40 C50 1.344(5) . ? C40 H40A 0.9500 . ? C41 H41A 0.9500 . ? C42 H42A 0.9500 . ? C43 H43A 0.9500 . ? C50 H50A 0.9500 . ? O9 C71 1.434(11) . ? O9 H20A 0.8400 . ? C73 C72 1.338(13) . ? C73 H73A 0.9800 . ? C73 H73B 0.9800 . ? C73 H73C 0.9800 . ? C72 C71 1.525(12) . ? C72 H72A 0.9900 . ? C72 H72B 0.9900 . ? C71 C70 1.550(15) . ? C71 H71A 1.0000 . ? C70 H70A 0.9800 . ? C70 H70B 0.9800 . ? C70 H70C 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 O7 Co1 O3 178.31(8) 4_858 3_489 ? O7 Co1 O4 89.92(8) 4_858 . ? O3 Co1 O4 91.56(8) 3_489 . ? O7 Co1 N2 89.14(8) 4_858 . ? O3 Co1 N2 89.32(8) 3_489 . ? O4 Co1 N2 175.37(8) . . ? O7 Co1 N4 90.85(8) 4_858 1_455 ? O3 Co1 N4 88.48(8) 3_489 1_455 ? O4 Co1 N4 84.39(8) . 1_455 ? N2 Co1 N4 91.09(8) . 1_455 ? O7 Co1 O1W 91.12(7) 4_858 . ? O3 Co1 O1W 89.58(7) 3_489 . ? O4 Co1 O1W 94.74(7) . . ? N2 Co1 O1W 89.81(7) . . ? N4 Co1 O1W 177.85(7) 1_455 . ? O8 Co2 O5 93.74(7) . 4_858 ? O8 Co2 O6 176.69(8) . . ? O5 Co2 O6 89.19(7) 4_858 . ? O8 Co2 N1 90.82(8) . 3_599 ? O5 Co2 N1 88.49(8) 4_858 3_599 ? O6 Co2 N1 90.82(8) . 3_599 ? O8 Co2 O1W 90.26(7) . . ? O5 Co2 O1W 92.31(7) 4_858 . ? O6 Co2 O1W 88.06(7) . . ? N1 Co2 O1W 178.61(8) 3_599 . ? O8 Co2 N3 87.57(8) . . ? O5 Co2 N3 178.12(8) 4_858 . ? O6 Co2 N3 89.54(8) . . ? N1 Co2 N3 90.14(9) 3_599 . ? O1W Co2 N3 89.03(7) . . ? C21 O8 Co2 123.76(15) . . ? C39 O7 Co1 130.21(16) . 4_848 ? C10 O6 Co2 128.18(17) . . ? C39 O5 Co2 134.68(17) . 4_848 ? C42 N4 C33 118.2(2) . . ? C42 N4 Co1 121.16(18) . 1_655 ? C33 N4 Co1 119.56(18) . 1_655 ? C21 O4 Co1 134.67(16) . . ? C23 O3 Co1 129.99(17) . 3_589 ? Co2 O1W Co1 113.59(8) . . ? Co2 O1W H5A 108.8 . . ? Co1 O1W H5A 108.8 . . ? Co2 O1W H5B 108.8 . . ? Co1 O1W H5B 108.8 . . ? H5A O1W H5B 107.7 . . ? C19 N3 C25 117.8(2) . . ? C19 N3 Co2 119.21(17) . . ? C25 N3 Co2 122.35(18) . . ? O1 C10 O6 126.8(2) . . ? O1 C10 C16 118.3(2) . . ? O6 C10 C16 114.9(2) . . ? C43 N2 C24 118.3(2) . . ? C43 N2 Co1 120.54(17) . . ? C24 N2 Co1 120.88(17) . . ? C19 C13 C14 118.3(3) . . ? C19 C13 H13A 120.9 . . ? C14 C13 H13A 120.9 . . ? C32 C14 C13 117.8(2) . . ? C32 C14 C23 121.9(2) . . ? C13 C14 C23 120.3(2) . . ? C28 C15 C24 118.2(2) . . ? C28 C15 H15A 120.9 . . ? C24 C15 H15A 120.9 . . ? C27 C16 C31 117.6(2) . . ? C27 C16 C10 122.2(2) . . ? C31 C16 C10 120.1(2) . . ? N3 C19 C13 123.8(3) . . ? N3 C19 H19A 118.1 . . ? C13 C19 H19A 118.1 . . ? O4 C21 O8 127.7(2) . . ? O4 C21 C38 116.9(2) . . ? O8 C21 C38 115.3(2) . . ? O2 C23 O3 126.1(2) . . ? O2 C23 C14 117.7(2) . . ? O3 C23 C14 116.1(2) . . ? N2 C24 C15 122.9(2) . . ? N2 C24 H24A 118.6 . . ? C15 C24 H24A 118.6 . . ? N3 C25 C32 122.8(3) . . ? N3 C25 H25A 118.6 . . ? C32 C25 H25A 118.6 . . ? C28 C26 C43 119.3(2) . . ? C28 C26 H26A 120.4 . . ? C43 C26 H26A 120.4 . . ? C33 C27 C16 120.0(3) . . ? C33 C27 H27A 120.0 . . ? C16 C27 H27A 120.0 . . ? C26 C28 C15 119.0(2) . . ? C26 C28 C39 120.2(2) . . ? C15 C28 C39 120.7(2) . . ? C50 N1 C34 115.8(3) . . ? C50 N1 Co2 120.8(2) . 3_499 ? C34 N1 Co2 123.18(18) . 3_499 ? C42 C31 C16 119.2(3) . . ? C42 C31 H31A 120.4 . . ? C16 C31 H31A 120.4 . . ? C25 C32 C14 119.3(2) . . ? C25 C32 H32A 120.3 . . ? C14 C32 H32A 120.3 . . ? N4 C33 C27 122.2(3) . . ? N4 C33 H33A 118.9 . . ? C27 C33 H33A 118.9 . . ? N1 C34 C41 123.6(3) . . ? N1 C34 H34A 118.2 . . ? C41 C34 H34A 118.2 . . ? C41 C38 C40 116.7(3) . . ? C41 C38 C21 122.5(2) . . ? C40 C38 C21 120.6(3) . . ? O5 C39 O7 128.0(2) . . ? O5 C39 C28 117.1(2) . . ? O7 C39 C28 114.8(2) . . ? C50 C40 C38 120.0(3) . . ? C50 C40 H40A 120.0 . . ? C38 C40 H40A 120.0 . . ? C38 C41 C34 118.9(3) . . ? C38 C41 H41A 120.5 . . ? C34 C41 H41A 120.5 . . ? N4 C42 C31 122.6(3) . . ? N4 C42 H42A 118.7 . . ? C31 C42 H42A 118.7 . . ? N2 C43 C26 122.2(2) . . ? N2 C43 H43A 118.9 . . ? C26 C43 H43A 118.9 . . ? N1 C50 C40 124.7(3) . . ? N1 C50 H50A 117.6 . . ? C40 C50 H50A 117.6 . . ? C71 O9 H20A 109.5 . . ? C72 C73 H73A 109.5 . . ? C72 C73 H73B 109.5 . . ? H73A C73 H73B 109.5 . . ? C72 C73 H73C 109.5 . . ? H73A C73 H73C 109.5 . . ? H73B C73 H73C 109.5 . . ? C73 C72 C71 113.8(10) . . ? C73 C72 H72A 108.8 . . ? C71 C72 H72A 108.8 . . ? C73 C72 H72B 108.8 . . ? C71 C72 H72B 108.8 . . ? H72A C72 H72B 107.7 . . ? O9 C71 C72 107.8(8) . . ? O9 C71 C70 102.2(9) . . ? C72 C71 C70 114.7(9) . . ? O9 C71 H71A 110.6 . . ? C72 C71 H71A 110.6 . . ? C70 C71 H71A 110.6 . . ? C71 C70 H70A 109.5 . . ? C71 C70 H70B 109.5 . . ? H70A C70 H70B 109.5 . . ? C71 C70 H70C 109.5 . . ? H70A C70 H70C 109.5 . . ? H70B C70 H70C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.682 _refine_diff_density_min -0.445 _refine_diff_density_rms 0.086 #end data_1_(S)-1-phenylethanol _database_code_depnum_ccdc_archive 'CCDC 874084' #TrackingRef '- compounds.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H28 Co2 N4 O10' _chemical_formula_weight 746.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 11.4777(2) _cell_length_b 13.3164(3) _cell_length_c 26.0307(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3978.57(13) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5226 _cell_measurement_theta_min 2.3425 _cell_measurement_theta_max 29.0993 _exptl_crystal_description Prism _exptl_crystal_colour Red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.246 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1528 _exptl_absorpt_coefficient_mu 0.886 _exptl_absorpt_correction_T_min 0.78535 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 10910 _diffrn_reflns_av_R_equivalents 0.0244 _diffrn_reflns_av_sigmaI/netI 0.0432 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.37 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6599 _reflns_number_gt 6130 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1036P)^2^+4.3542P] 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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.01(2) _refine_ls_number_reflns 6599 _refine_ls_number_parameters 433 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0532 _refine_ls_R_factor_gt 0.0479 _refine_ls_wR_factor_ref 0.1725 _refine_ls_wR_factor_gt 0.1665 _refine_ls_goodness_of_fit_ref 1.178 _refine_ls_restrained_S_all 1.178 _refine_ls_shift/su_max 0.003 _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 0.65420(6) 0.55574(6) 0.07816(2) 0.01449(19) Uani 1 1 d . . . Co2 Co 0.39778(6) 0.45003(6) 0.13961(2) 0.01389(19) Uani 1 1 d . . . O1W O 0.5785(3) 0.4280(3) 0.11459(13) 0.0174(8) Uani 1 1 d . . . H5B H 0.6264 0.4100 0.1449 0.021 Uiso 1 1 calc R . . H5C H 0.5811 0.3706 0.0904 0.021 Uiso 1 1 calc R . . O1 O 1.0137(4) 0.2203(4) -0.06060(19) 0.0370(12) Uani 1 1 d . . . O2 O -0.2181(4) 0.3904(4) 0.1616(2) 0.0435(13) Uani 1 1 d . . . O3 O -0.2020(3) 0.5429(3) 0.12680(16) 0.0266(9) Uani 1 1 d . . . O4 O 0.4498(4) 0.5683(3) 0.18345(15) 0.0273(10) Uani 1 1 d . . . O5 O 0.5145(3) 0.5661(3) 0.02878(14) 0.0236(9) Uani 1 1 d . . . O6 O 0.8451(4) 0.1707(3) -0.09454(16) 0.0289(10) Uani 1 1 d . . . O7 O 0.5789(4) 0.6509(3) 0.13384(15) 0.0238(9) Uani 1 1 d . . . O8 O 0.3599(3) 0.5533(3) 0.08094(14) 0.0239(9) Uani 1 1 d . . . O9 O 0.2488(7) 0.3224(6) -0.1423(3) 0.089(2) Uani 1 1 d . . . H9A H 0.1775 0.3145 -0.1484 0.134 Uiso 1 1 calc R . . N1 N 0.5696(4) 0.8495(4) 0.29677(18) 0.0214(10) Uani 1 1 d . . . N2 N 0.2377(4) 0.8219(4) -0.04028(17) 0.0216(10) Uani 1 1 d . . . N3 N 0.7369(4) 0.4549(4) 0.02264(17) 0.0222(10) Uani 1 1 d . . . N4 N 0.2144(4) 0.4601(4) 0.15860(17) 0.0223(10) Uani 1 1 d . . . C1 C 0.8530(5) 0.4422(5) 0.0237(2) 0.0320(14) Uani 1 1 d . . . H1A H 0.8986 0.4850 0.0449 0.038 Uiso 1 1 calc R . . C2 C 0.6170(5) 0.8653(5) 0.2505(2) 0.0271(13) Uani 1 1 d . . . H2A H 0.6624 0.9242 0.2454 0.033 Uiso 1 1 calc R . . C3 C 0.5055(6) 0.7658(5) 0.3033(2) 0.0292(14) Uani 1 1 d . . . H3A H 0.4737 0.7516 0.3362 0.035 Uiso 1 1 calc R . . C4 C 0.1510(6) 0.3765(5) 0.1645(3) 0.0309(14) Uani 1 1 d . . . H4A H 0.1908 0.3146 0.1692 0.037 Uiso 1 1 calc R . . C5 C 0.9086(5) 0.3686(5) -0.0050(2) 0.0313(14) Uani 1 1 d . . . H5A H 0.9907 0.3612 -0.0027 0.038 Uiso 1 1 calc R . . C6 C 0.2791(6) 0.7373(5) 0.0384(2) 0.0273(14) Uani 1 1 d . . . H6A H 0.2666 0.7316 0.0744 0.033 Uiso 1 1 calc R . . C7 C 0.9073(5) 0.2267(4) -0.0667(2) 0.0215(12) Uani 1 1 d . . . C8 C 0.2243(6) 0.8112(5) 0.0109(2) 0.0326(15) Uani 1 1 d . . . H8A H 0.1749 0.8568 0.0287 0.039 Uiso 1 1 calc R . . C9 C 0.5210(5) 0.6372(4) 0.1737(2) 0.0182(12) Uani 1 1 d . . . C10 C 0.6758(5) 0.3956(5) -0.0090(2) 0.0271(14) Uani 1 1 d . . . H10A H 0.5938 0.4049 -0.0108 0.032 Uiso 1 1 calc R . . C11 C 0.0305(5) 0.3756(5) 0.1640(3) 0.0324(15) Uani 1 1 d . . . H11A H -0.0106 0.3146 0.1696 0.039 Uiso 1 1 calc R . . C12 C 0.3108(6) 0.7588(5) -0.0638(2) 0.0280(14) Uani 1 1 d . . . H12A H 0.3222 0.7658 -0.0998 0.034 Uiso 1 1 calc R . . C13 C 0.5355(5) 0.7142(4) 0.2165(2) 0.0200(12) Uani 1 1 d . . . C14 C -0.0302(5) 0.4645(5) 0.1553(2) 0.0263(14) Uani 1 1 d . . . C15 C 0.3524(5) 0.6711(4) 0.0136(2) 0.0207(12) Uani 1 1 d . . . C16 C 0.4848(6) 0.6995(5) 0.2630(2) 0.0341(16) Uani 1 1 d . . . H16A H 0.4348 0.6435 0.2680 0.041 Uiso 1 1 calc R . . C17 C 0.8459(5) 0.3065(4) -0.0366(2) 0.0238(12) Uani 1 1 d . . . C18 C 0.7261(5) 0.3209(5) -0.0393(2) 0.0292(14) Uani 1 1 d . . . H18A H 0.6795 0.2807 -0.0613 0.035 Uiso 1 1 calc R . . C19 C 0.3701(5) 0.6845(5) -0.0385(2) 0.0279(14) Uani 1 1 d . . . H19A H 0.4229 0.6425 -0.0566 0.033 Uiso 1 1 calc R . . C20 C 0.4137(5) 0.5891(4) 0.0442(2) 0.0201(12) Uani 1 1 d . . . C21 C 0.6028(6) 0.7995(5) 0.2097(2) 0.0274(13) Uani 1 1 d . . . H21A H 0.6387 0.8127 0.1775 0.033 Uiso 1 1 calc R . . C22 C 0.1560(5) 0.5462(5) 0.1522(2) 0.0284(13) Uani 1 1 d . . . H22A H 0.1992 0.6068 0.1494 0.034 Uiso 1 1 calc R . . C23 C 0.0360(5) 0.5511(5) 0.1494(2) 0.0310(14) Uani 1 1 d . . . H23A H -0.0013 0.6137 0.1436 0.037 Uiso 1 1 calc R . . C24 C -0.1616(5) 0.4664(5) 0.1479(2) 0.0259(13) Uani 1 1 d . . . C25 C 0.3916(8) 0.3548(9) -0.0767(5) 0.087(3) Uani 1 1 d . . . H25A H 0.4348 0.2957 -0.0884 0.131 Uiso 1 1 calc R . . H25B H 0.4022 0.3629 -0.0395 0.131 Uiso 1 1 calc R . . H25C H 0.4208 0.4147 -0.0944 0.131 Uiso 1 1 calc R . . C26 C 0.2652(8) 0.3416(7) -0.0883(4) 0.059(2) Uani 1 1 d . . . H26A H 0.2367 0.2817 -0.0688 0.071 Uiso 1 1 calc R . . C27 C 0.1963(7) 0.4292(7) -0.0719(3) 0.054(2) Uani 1 1 d . . . C28 C 0.1971(7) 0.4520(8) -0.0204(4) 0.058(2) Uani 1 1 d . . . H28A H 0.2420 0.4118 0.0024 0.070 Uiso 1 1 calc R . . C29 C 0.1338(8) 0.5323(8) -0.0008(4) 0.068(3) Uani 1 1 d . . . H29A H 0.1372 0.5472 0.0349 0.082 Uiso 1 1 calc R . . C30 C 0.0650(10) 0.5914(8) -0.0333(5) 0.080(3) Uani 1 1 d . . . H30A H 0.0220 0.6469 -0.0203 0.096 Uiso 1 1 calc R . . C31 C 0.0614(10) 0.5669(9) -0.0846(5) 0.087(4) Uani 1 1 d . . . H31A H 0.0146 0.6057 -0.1072 0.105 Uiso 1 1 calc R . . C32 C 0.1261(9) 0.4850(8) -0.1045(4) 0.074(3) Uani 1 1 d . . . H32A H 0.1214 0.4684 -0.1399 0.089 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 0.0135(3) 0.0144(4) 0.0155(3) 0.0007(3) 0.0019(3) -0.0002(3) Co2 0.0139(3) 0.0132(3) 0.0146(3) 0.0009(3) -0.0017(3) -0.0010(3) O1W 0.0143(17) 0.019(2) 0.0185(17) -0.0007(15) -0.0015(15) -0.0004(16) O1 0.026(2) 0.039(3) 0.046(3) -0.024(2) -0.005(2) 0.007(2) O2 0.018(2) 0.044(3) 0.068(3) 0.030(3) -0.011(2) -0.009(2) O3 0.0187(18) 0.026(2) 0.036(2) 0.005(2) -0.0076(17) 0.0009(19) O4 0.037(2) 0.022(2) 0.0226(19) -0.0058(18) 0.0048(18) -0.011(2) O5 0.0171(18) 0.032(2) 0.0219(18) 0.0014(18) -0.0013(15) 0.0052(18) O6 0.027(2) 0.026(2) 0.033(2) -0.0131(19) 0.000(2) 0.005(2) O7 0.027(2) 0.023(2) 0.0213(19) -0.0067(17) 0.0058(17) -0.0022(18) O8 0.0200(19) 0.028(2) 0.0239(19) 0.0101(19) -0.0007(17) -0.0009(19) O9 0.094(5) 0.098(6) 0.076(5) -0.016(4) -0.023(4) 0.014(5) N1 0.025(2) 0.019(2) 0.020(2) -0.005(2) -0.002(2) -0.003(2) N2 0.026(2) 0.020(3) 0.019(2) 0.001(2) -0.005(2) 0.003(2) N3 0.023(2) 0.020(2) 0.024(2) -0.002(2) 0.0061(19) 0.001(2) N4 0.018(2) 0.025(3) 0.024(2) 0.004(2) 0.0004(19) -0.002(2) C1 0.020(3) 0.040(4) 0.036(3) -0.018(3) 0.008(3) -0.001(3) C2 0.031(3) 0.021(3) 0.029(3) -0.004(2) 0.003(3) -0.010(3) C3 0.041(4) 0.022(3) 0.025(3) -0.007(3) 0.008(3) -0.012(3) C4 0.020(3) 0.027(3) 0.046(4) 0.004(3) -0.005(3) 0.000(3) C5 0.023(3) 0.032(3) 0.040(3) -0.015(3) 0.003(3) 0.001(3) C6 0.034(3) 0.026(3) 0.021(3) 0.006(3) 0.003(3) 0.009(3) C7 0.020(3) 0.022(3) 0.023(3) -0.001(2) 0.003(2) 0.004(3) C8 0.044(4) 0.030(3) 0.024(3) 0.003(3) 0.007(3) 0.013(3) C9 0.019(3) 0.017(3) 0.019(3) -0.007(2) 0.002(2) 0.002(2) C10 0.021(3) 0.026(3) 0.034(3) -0.009(3) -0.001(3) 0.006(3) C11 0.019(3) 0.028(3) 0.049(4) 0.012(3) -0.001(3) -0.007(3) C12 0.035(3) 0.031(3) 0.018(3) 0.004(2) -0.001(3) 0.008(3) C13 0.021(3) 0.018(3) 0.021(3) -0.006(2) -0.001(2) -0.003(2) C14 0.015(3) 0.031(4) 0.033(3) 0.003(3) -0.002(2) 0.000(3) C15 0.020(3) 0.022(3) 0.020(3) 0.006(2) -0.007(2) -0.002(3) C16 0.041(4) 0.030(3) 0.031(3) -0.011(3) 0.016(3) -0.017(3) C17 0.026(3) 0.023(3) 0.023(3) -0.002(2) 0.007(3) 0.002(3) C18 0.022(3) 0.034(4) 0.031(3) -0.011(3) 0.000(3) 0.000(3) C19 0.033(3) 0.025(3) 0.025(3) 0.002(2) 0.002(3) 0.009(3) C20 0.020(3) 0.017(3) 0.023(3) 0.000(2) -0.006(2) 0.002(2) C21 0.036(3) 0.029(3) 0.017(3) -0.004(2) 0.004(3) -0.006(3) C22 0.022(3) 0.024(3) 0.039(3) 0.001(3) -0.001(3) -0.002(3) C23 0.021(3) 0.029(3) 0.043(3) 0.008(3) 0.000(3) 0.005(3) C24 0.018(3) 0.033(4) 0.027(3) 0.002(3) -0.001(2) -0.002(3) C25 0.046(5) 0.091(8) 0.125(10) -0.013(8) -0.007(6) 0.005(6) C26 0.051(5) 0.056(5) 0.070(6) 0.001(5) -0.010(4) -0.010(4) C27 0.046(4) 0.050(5) 0.067(5) 0.004(4) -0.008(4) -0.011(4) C28 0.045(4) 0.059(5) 0.070(5) -0.004(5) -0.014(4) -0.016(5) C29 0.060(6) 0.078(7) 0.067(6) -0.008(5) -0.001(5) -0.031(5) C30 0.066(6) 0.061(6) 0.113(9) -0.013(6) 0.019(7) -0.009(5) C31 0.078(7) 0.076(8) 0.109(9) 0.041(7) -0.003(7) 0.012(6) C32 0.080(7) 0.085(7) 0.059(6) 0.016(5) 0.001(5) 0.016(6) _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 O5 2.060(4) . ? Co1 O3 2.087(4) 1_655 ? Co1 O7 2.110(4) . ? Co1 N2 2.132(5) 3_565 ? Co1 O1W 2.133(4) . ? Co1 N3 2.189(5) . ? Co2 O4 2.035(4) . ? Co2 O6 2.080(4) 3_455 ? Co2 O8 2.100(4) . ? Co2 N1 2.162(5) 4_645 ? Co2 N4 2.166(4) . ? Co2 O1W 2.194(4) . ? O1W H5B 0.9900 . ? O1W H5C 0.9900 . ? O1 C7 1.234(8) . ? O2 C24 1.254(7) . ? O3 C24 1.247(7) . ? O3 Co1 2.087(4) 1_455 ? O4 C9 1.254(7) . ? O5 C20 1.262(7) . ? O6 C7 1.261(7) . ? O6 Co2 2.080(4) 3 ? O7 C9 1.246(7) . ? O8 C20 1.235(7) . ? O9 C26 1.441(11) . ? O9 H9A 0.8400 . ? N1 C2 1.338(8) . ? N1 C3 1.346(8) . ? N1 Co2 2.162(5) 4_655 ? N2 C12 1.337(8) . ? N2 C8 1.350(8) . ? N2 Co1 2.132(5) 3_465 ? N3 C10 1.339(8) . ? N3 C1 1.343(8) . ? N4 C22 1.338(8) . ? N4 C4 1.340(8) . ? C1 C5 1.388(9) . ? C1 H1A 0.9500 . ? C2 C21 1.388(8) . ? C2 H2A 0.9500 . ? C3 C16 1.392(9) . ? C3 H3A 0.9500 . ? C4 C11 1.383(9) . ? C4 H4A 0.9500 . ? C5 C17 1.369(9) . ? C5 H5A 0.9500 . ? C6 C8 1.371(9) . ? C6 C15 1.378(9) . ? C6 H6A 0.9500 . ? C7 C17 1.497(8) . ? C8 H8A 0.9500 . ? C9 C13 1.522(7) . ? C10 C18 1.395(8) . ? C10 H10A 0.9500 . ? C11 C14 1.392(9) . ? C11 H11A 0.9500 . ? C12 C19 1.370(8) . ? C12 H12A 0.9500 . ? C13 C16 1.357(9) . ? C13 C21 1.385(8) . ? C14 C23 1.389(9) . ? C14 C24 1.520(7) . ? C15 C19 1.383(8) . ? C15 C20 1.524(7) . ? C16 H16A 0.9500 . ? C17 C18 1.391(8) . ? C18 H18A 0.9500 . ? C19 H19A 0.9500 . ? C21 H21A 0.9500 . ? C22 C23 1.381(8) . ? C22 H22A 0.9500 . ? C23 H23A 0.9500 . ? C25 C26 1.492(12) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 C27 1.473(13) . ? C26 H26A 1.0000 . ? C27 C28 1.375(12) . ? C27 C32 1.385(13) . ? C28 C29 1.390(13) . ? C28 H28A 0.9500 . ? C29 C30 1.400(15) . ? C29 H29A 0.9500 . ? C30 C31 1.376(16) . ? C30 H30A 0.9500 . ? C31 C32 1.418(15) . ? C31 H31A 0.9500 . ? C32 H32A 0.9500 . ? 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 O5 Co1 O3 178.51(16) . 1_655 ? O5 Co1 O7 94.01(16) . . ? O3 Co1 O7 87.48(17) 1_655 . ? O5 Co1 N2 90.58(18) . 3_565 ? O3 Co1 N2 89.28(18) 1_655 3_565 ? O7 Co1 N2 92.47(17) . 3_565 ? O5 Co1 O1W 90.79(15) . . ? O3 Co1 O1W 89.27(15) 1_655 . ? O7 Co1 O1W 90.39(15) . . ? N2 Co1 O1W 176.73(17) 3_565 . ? O5 Co1 N3 88.08(17) . . ? O3 Co1 N3 90.43(17) 1_655 . ? O7 Co1 N3 177.80(18) . . ? N2 Co1 N3 88.18(19) 3_565 . ? O1W Co1 N3 88.90(16) . . ? O4 Co2 O6 179.74(18) . 3_455 ? O4 Co2 O8 87.82(17) . . ? O6 Co2 O8 92.04(17) 3_455 . ? O4 Co2 N1 89.94(18) . 4_645 ? O6 Co2 N1 90.21(18) 3_455 4_645 ? O8 Co2 N1 176.43(18) . 4_645 ? O4 Co2 N4 96.27(18) . . ? O6 Co2 N4 83.94(18) 3_455 . ? O8 Co2 N4 85.65(16) . . ? N1 Co2 N4 91.83(18) 4_645 . ? O4 Co2 O1W 89.58(16) . . ? O6 Co2 O1W 90.21(15) 3_455 . ? O8 Co2 O1W 93.87(14) . . ? N1 Co2 O1W 88.89(16) 4_645 . ? N4 Co2 O1W 174.10(17) . . ? Co1 O1W Co2 114.22(16) . . ? Co1 O1W H5B 108.7 . . ? Co2 O1W H5B 108.7 . . ? Co1 O1W H5C 108.7 . . ? Co2 O1W H5C 108.7 . . ? H5B O1W H5C 107.6 . . ? C24 O3 Co1 128.9(4) . 1_455 ? C9 O4 Co2 130.1(4) . . ? C20 O5 Co1 122.1(3) . . ? C7 O6 Co2 128.1(4) . 3 ? C9 O7 Co1 134.7(4) . . ? C20 O8 Co2 135.5(4) . . ? C26 O9 H9A 109.5 . . ? C2 N1 C3 117.8(5) . . ? C2 N1 Co2 121.4(4) . 4_655 ? C3 N1 Co2 120.7(4) . 4_655 ? C12 N2 C8 117.3(5) . . ? C12 N2 Co1 123.4(4) . 3_465 ? C8 N2 Co1 119.1(4) . 3_465 ? C10 N3 C1 117.3(5) . . ? C10 N3 Co1 122.7(4) . . ? C1 N3 Co1 119.6(4) . . ? C22 N4 C4 117.0(5) . . ? C22 N4 Co2 120.8(4) . . ? C4 N4 Co2 120.2(4) . . ? N3 C1 C5 122.2(6) . . ? N3 C1 H1A 118.9 . . ? C5 C1 H1A 118.9 . . ? N1 C2 C21 122.8(5) . . ? N1 C2 H2A 118.6 . . ? C21 C2 H2A 118.6 . . ? N1 C3 C16 121.5(6) . . ? N1 C3 H3A 119.2 . . ? C16 C3 H3A 119.2 . . ? N4 C4 C11 123.4(6) . . ? N4 C4 H4A 118.3 . . ? C11 C4 H4A 118.3 . . ? C17 C5 C1 120.5(6) . . ? C17 C5 H5A 119.7 . . ? C1 C5 H5A 119.7 . . ? C8 C6 C15 119.6(5) . . ? C8 C6 H6A 120.2 . . ? C15 C6 H6A 120.2 . . ? O1 C7 O6 126.3(6) . . ? O1 C7 C17 116.6(5) . . ? O6 C7 C17 117.0(5) . . ? N2 C8 C6 122.6(6) . . ? N2 C8 H8A 118.7 . . ? C6 C8 H8A 118.7 . . ? O7 C9 O4 128.5(5) . . ? O7 C9 C13 116.9(5) . . ? O4 C9 C13 114.6(5) . . ? N3 C10 C18 123.4(5) . . ? N3 C10 H10A 118.3 . . ? C18 C10 H10A 118.3 . . ? C4 C11 C14 119.6(6) . . ? C4 C11 H11A 120.2 . . ? C14 C11 H11A 120.2 . . ? N2 C12 C19 123.0(5) . . ? N2 C12 H12A 118.5 . . ? C19 C12 H12A 118.5 . . ? C16 C13 C21 118.2(5) . . ? C16 C13 C9 120.5(5) . . ? C21 C13 C9 121.3(5) . . ? C23 C14 C11 116.7(5) . . ? C23 C14 C24 121.0(6) . . ? C11 C14 C24 122.1(6) . . ? C6 C15 C19 117.8(5) . . ? C6 C15 C20 119.7(5) . . ? C19 C15 C20 122.5(5) . . ? C13 C16 C3 120.5(6) . . ? C13 C16 H16A 119.7 . . ? C3 C16 H16A 119.7 . . ? C5 C17 C18 117.8(5) . . ? C5 C17 C7 119.7(5) . . ? C18 C17 C7 122.5(5) . . ? C17 C18 C10 118.6(6) . . ? C17 C18 H18A 120.7 . . ? C10 C18 H18A 120.7 . . ? C12 C19 C15 119.5(6) . . ? C12 C19 H19A 120.2 . . ? C15 C19 H19A 120.2 . . ? O8 C20 O5 127.6(5) . . ? O8 C20 C15 116.8(5) . . ? O5 C20 C15 115.5(5) . . ? C13 C21 C2 119.0(5) . . ? C13 C21 H21A 120.5 . . ? C2 C21 H21A 120.5 . . ? N4 C22 C23 123.1(6) . . ? N4 C22 H22A 118.4 . . ? C23 C22 H22A 118.4 . . ? C22 C23 C14 120.1(6) . . ? C22 C23 H23A 120.0 . . ? C14 C23 H23A 120.0 . . ? O3 C24 O2 126.4(5) . . ? O3 C24 C14 116.0(5) . . ? O2 C24 C14 117.6(5) . . ? C26 C25 H25A 109.5 . . ? C26 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C26 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? O9 C26 C27 110.7(8) . . ? O9 C26 C25 110.2(9) . . ? C27 C26 C25 111.7(8) . . ? O9 C26 H26A 108.1 . . ? C27 C26 H26A 108.1 . . ? C25 C26 H26A 108.1 . . ? C28 C27 C32 118.9(9) . . ? C28 C27 C26 117.0(8) . . ? C32 C27 C26 124.0(9) . . ? C27 C28 C29 121.6(9) . . ? C27 C28 H28A 119.2 . . ? C29 C28 H28A 119.2 . . ? C28 C29 C30 120.4(10) . . ? C28 C29 H29A 119.8 . . ? C30 C29 H29A 119.8 . . ? C31 C30 C29 118.0(10) . . ? C31 C30 H30A 121.0 . . ? C29 C30 H30A 121.0 . . ? C30 C31 C32 121.4(10) . . ? C30 C31 H31A 119.3 . . ? C32 C31 H31A 119.3 . . ? C27 C32 C31 119.6(10) . . ? C27 C32 H32A 120.2 . . ? C31 C32 H32A 120.2 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.311 _refine_diff_density_min -0.504 _refine_diff_density_rms 0.158 #end data_1_(R)-1-phenylethanol _database_code_depnum_ccdc_archive 'CCDC 874085' #TrackingRef '- compounds.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H28 Co2 N4 O10' _chemical_formula_weight 746.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 11.4659(3) _cell_length_b 13.2732(3) _cell_length_c 26.1201(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3975.2(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3736 _cell_measurement_theta_min 2.3345 _cell_measurement_theta_max 29.1372 _exptl_crystal_description Prism _exptl_crystal_colour Red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.247 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1528 _exptl_absorpt_coefficient_mu 0.886 _exptl_absorpt_correction_T_min 0.83930 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 10381 _diffrn_reflns_av_R_equivalents 0.0300 _diffrn_reflns_av_sigmaI/netI 0.0624 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6431 _reflns_number_gt 5409 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1188P)^2^+2.4179P] 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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.02(3) _refine_ls_number_reflns 6431 _refine_ls_number_parameters 433 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0737 _refine_ls_R_factor_gt 0.0567 _refine_ls_wR_factor_ref 0.1964 _refine_ls_wR_factor_gt 0.1789 _refine_ls_goodness_of_fit_ref 1.156 _refine_ls_restrained_S_all 1.156 _refine_ls_shift/su_max 0.003 _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 0.15121(7) 0.94429(7) 0.07833(3) 0.0157(2) Uani 1 1 d . . . Co2 Co -0.10516(7) 1.04968(7) 0.14009(3) 0.0150(2) Uani 1 1 d . . . O1W O 0.0762(4) 1.0720(3) 0.11521(19) 0.0201(11) Uani 1 1 d . . . H5B H 0.0789 1.1300 0.0914 0.024 Uiso 1 1 calc R . . H5C H 0.1242 1.0894 0.1455 0.024 Uiso 1 1 calc R . . O1 O -0.7221(4) 1.1086(4) 0.1618(3) 0.0417(16) Uani 1 1 d . . . O2 O 0.5098(5) 1.2795(4) -0.0613(3) 0.0391(15) Uani 1 1 d . . . O3 O -0.7043(4) 0.9562(4) 0.1271(2) 0.0266(11) Uani 1 1 d . . . O4 O 0.0522(4) 1.4315(3) 0.3164(2) 0.0271(12) Uani 1 1 d . . . O5 O -0.0760(4) 1.3487(4) 0.3664(2) 0.0256(12) Uani 1 1 d . . . O6 O 0.0115(4) 0.9342(4) 0.02940(18) 0.0233(11) Uani 1 1 d . . . O7 O 0.3416(5) 1.3289(4) -0.0950(2) 0.0308(13) Uani 1 1 d . . . O8 O -0.1445(4) 0.9477(4) 0.08168(19) 0.0245(11) Uani 1 1 d . . . O9 O -0.2581(9) 1.1749(8) -0.1427(4) 0.102(3) Uani 1 1 d . . . H9A H -0.2484 1.2360 -0.1498 0.153 Uiso 1 1 calc R . . N1 N -0.2655(5) 0.6785(4) -0.0402(2) 0.0244(14) Uani 1 1 d . . . N2 N -0.0726(5) 1.1502(4) 0.2037(2) 0.0226(13) Uani 1 1 d . . . N3 N 0.2323(5) 1.0461(5) 0.0226(2) 0.0243(13) Uani 1 1 d . . . N4 N -0.2894(5) 1.0387(5) 0.1595(2) 0.0237(13) Uani 1 1 d . . . C1 C 0.3488(6) 1.0582(6) 0.0236(3) 0.0348(18) Uani 1 1 d . . . H1A H 0.3942 1.0150 0.0446 0.042 Uiso 1 1 calc R . . C2 C -0.2248(7) 0.7630(6) 0.0381(3) 0.036(2) Uani 1 1 d . . . H2A H -0.2383 0.7692 0.0738 0.043 Uiso 1 1 calc R . . C3 C -0.0197(6) 1.3612(5) 0.3264(3) 0.0209(16) Uani 1 1 d . . . C4 C -0.0073(8) 1.2335(5) 0.1972(3) 0.0328(19) Uani 1 1 d . . . H4A H 0.0258 1.2462 0.1645 0.039 Uiso 1 1 calc R . . C5 C -0.1182(7) 1.1342(5) 0.2498(3) 0.0302(18) Uani 1 1 d . . . H5A H -0.1626 1.0747 0.2551 0.036 Uiso 1 1 calc R . . C6 C -0.2791(8) 0.6881(6) 0.0109(3) 0.037(2) Uani 1 1 d . . . H6A H -0.3276 0.6416 0.0286 0.045 Uiso 1 1 calc R . . C7 C -0.3534(7) 1.1234(5) 0.1651(3) 0.0287(18) Uani 1 1 d . . . H7A H -0.3136 1.1856 0.1694 0.034 Uiso 1 1 calc R . . C8 C 0.4050(7) 1.1319(6) -0.0052(3) 0.0342(19) Uani 1 1 d . . . H8A H 0.4873 1.1392 -0.0030 0.041 Uiso 1 1 calc R . . C9 C -0.5330(6) 1.0351(5) 0.1561(3) 0.0276(18) Uani 1 1 d . . . C10 C 0.0132(8) 1.3013(6) 0.2364(3) 0.033(2) Uani 1 1 d . . . H10A H 0.0610 1.3587 0.2307 0.039 Uiso 1 1 calc R . . C11 C 0.3423(7) 1.1936(5) -0.0367(3) 0.0242(16) Uani 1 1 d . . . C12 C -0.0356(6) 1.2853(5) 0.2836(3) 0.0191(15) Uani 1 1 d . . . C13 C 0.2224(6) 1.1789(6) -0.0388(3) 0.0283(17) Uani 1 1 d . . . H13A H 0.1751 1.2190 -0.0607 0.034 Uiso 1 1 calc R . . C14 C 0.4030(7) 1.2741(5) -0.0669(3) 0.0246(16) Uani 1 1 d . . . C15 C -0.1043(7) 1.1998(5) 0.2904(3) 0.0270(16) Uani 1 1 d . . . H15A H -0.1408 1.1868 0.3224 0.032 Uiso 1 1 calc R . . C16 C -0.1918(7) 0.7422(6) -0.0630(3) 0.0301(18) Uani 1 1 d . . . H16A H -0.1794 0.7354 -0.0988 0.036 Uiso 1 1 calc R . . C17 C -0.1339(7) 0.8160(5) -0.0379(3) 0.0295(18) Uani 1 1 d . . . H17A H -0.0815 0.8588 -0.0559 0.035 Uiso 1 1 calc R . . C18 C -0.4734(6) 1.1238(6) 0.1647(4) 0.035(2) Uani 1 1 d . . . H18A H -0.5149 1.1848 0.1703 0.043 Uiso 1 1 calc R . . C19 C -0.1514(6) 0.8286(5) 0.0139(3) 0.0205(15) Uani 1 1 d . . . C20 C 0.1731(7) 1.1045(5) -0.0085(3) 0.0289(18) Uani 1 1 d . . . H20A H 0.0911 1.0952 -0.0103 0.035 Uiso 1 1 calc R . . C21 C -0.0906(6) 0.9116(5) 0.0448(3) 0.0221(16) Uani 1 1 d . . . C22 C -0.3465(6) 0.9510(6) 0.1536(3) 0.0309(17) Uani 1 1 d . . . H22A H -0.3034 0.8900 0.1510 0.037 Uiso 1 1 calc R . . C23 C -0.4670(6) 0.9481(6) 0.1511(3) 0.037(2) Uani 1 1 d . . . H23A H -0.5053 0.8855 0.1459 0.044 Uiso 1 1 calc R . . C24 C -0.6643(6) 1.0325(6) 0.1484(3) 0.0259(17) Uani 1 1 d . . . C25 C -0.1115(11) 1.1447(10) -0.0775(6) 0.100(5) Uani 1 1 d . . . H25A H -0.1004 1.1337 -0.0407 0.150 Uiso 1 1 calc R . . H25B H -0.0682 1.2049 -0.0881 0.150 Uiso 1 1 calc R . . H25C H -0.0827 1.0861 -0.0965 0.150 Uiso 1 1 calc R . . C26 C -0.2400(11) 1.1595(9) -0.0886(5) 0.071(3) Uani 1 1 d . . . H26A H -0.2677 1.2207 -0.0699 0.085 Uiso 1 1 calc R . . C27 C -0.3083(9) 1.0717(8) -0.0709(4) 0.056(3) Uani 1 1 d . . . C28 C -0.3760(11) 1.0142(10) -0.1031(6) 0.087(4) Uani 1 1 d . . . H28A H -0.3794 1.0299 -0.1386 0.104 Uiso 1 1 calc R . . C29 C -0.4414(11) 0.9305(10) -0.0834(6) 0.079(4) Uani 1 1 d . . . H29A H -0.4864 0.8907 -0.1063 0.095 Uiso 1 1 calc R . . C30 C -0.4403(12) 0.9074(9) -0.0333(7) 0.083(4) Uani 1 1 d . . . H30A H -0.4846 0.8525 -0.0205 0.100 Uiso 1 1 calc R . . C31 C -0.3712(10) 0.9676(10) -0.0001(6) 0.077(4) Uani 1 1 d . . . H31A H -0.3684 0.9539 0.0355 0.093 Uiso 1 1 calc R . . C32 C -0.3064(9) 1.0484(9) -0.0211(5) 0.062(3) Uani 1 1 d . . . H32A H -0.2595 1.0878 0.0012 0.074 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 0.0160(4) 0.0163(4) 0.0150(5) -0.0002(4) 0.0018(4) -0.0001(4) Co2 0.0165(4) 0.0143(4) 0.0142(4) -0.0009(4) -0.0019(4) 0.0005(4) O1W 0.018(2) 0.020(2) 0.022(3) 0.002(2) 0.000(2) -0.0004(19) O1 0.020(2) 0.048(3) 0.057(4) -0.028(3) -0.010(3) 0.009(2) O2 0.029(3) 0.041(3) 0.048(4) 0.024(3) -0.005(3) -0.007(2) O3 0.021(2) 0.025(2) 0.033(3) -0.005(3) -0.011(2) -0.002(2) O4 0.037(3) 0.024(3) 0.021(3) -0.009(2) 0.003(2) -0.011(2) O5 0.028(2) 0.027(3) 0.022(3) -0.008(2) 0.007(2) -0.004(2) O6 0.019(2) 0.031(3) 0.019(3) -0.002(2) -0.003(2) -0.004(2) O7 0.027(3) 0.028(3) 0.038(3) 0.013(3) 0.002(3) -0.004(2) O8 0.022(2) 0.029(2) 0.023(3) -0.010(3) -0.001(2) 0.002(2) O9 0.133(8) 0.103(7) 0.070(6) 0.018(6) -0.027(7) -0.028(6) N1 0.031(3) 0.024(3) 0.019(3) -0.005(3) -0.004(3) -0.004(3) N2 0.028(3) 0.022(3) 0.018(3) -0.007(3) 0.002(3) -0.002(2) N3 0.025(3) 0.020(3) 0.028(3) 0.004(3) 0.005(3) -0.004(3) N4 0.018(3) 0.027(3) 0.026(3) -0.003(3) 0.000(3) 0.000(2) C1 0.026(3) 0.041(4) 0.038(5) 0.018(4) 0.008(4) -0.001(4) C2 0.045(5) 0.042(4) 0.023(4) -0.006(4) 0.003(4) -0.017(4) C3 0.023(3) 0.021(3) 0.018(4) -0.007(3) -0.002(3) -0.001(3) C4 0.053(5) 0.027(4) 0.018(4) -0.007(4) 0.008(4) -0.014(4) C5 0.036(4) 0.023(3) 0.031(5) -0.004(3) 0.004(4) -0.010(3) C6 0.052(5) 0.030(4) 0.030(5) -0.001(4) 0.003(4) -0.018(4) C7 0.024(3) 0.025(3) 0.037(5) -0.006(4) -0.007(4) -0.003(3) C8 0.024(4) 0.038(4) 0.041(5) 0.020(4) 0.001(4) 0.001(3) C9 0.020(3) 0.031(4) 0.032(4) -0.002(4) -0.005(3) -0.001(3) C10 0.042(5) 0.031(4) 0.026(5) -0.012(4) 0.016(4) -0.018(4) C11 0.028(4) 0.024(3) 0.021(4) -0.001(3) 0.010(4) 0.002(3) C12 0.025(3) 0.016(3) 0.017(4) -0.004(3) 0.002(3) -0.003(3) C13 0.026(4) 0.032(4) 0.027(4) 0.008(4) 0.001(4) -0.001(3) C14 0.027(4) 0.023(3) 0.024(4) -0.001(3) 0.005(4) -0.008(3) C15 0.036(4) 0.030(4) 0.014(4) -0.006(3) 0.007(4) -0.007(3) C16 0.037(4) 0.038(4) 0.016(4) -0.004(4) 0.002(4) -0.009(4) C17 0.034(4) 0.028(4) 0.027(4) -0.004(3) 0.003(4) -0.013(3) C18 0.022(3) 0.031(4) 0.054(6) -0.013(4) -0.003(4) 0.006(3) C19 0.022(3) 0.022(3) 0.018(4) -0.008(3) -0.002(3) -0.002(3) C20 0.030(4) 0.029(4) 0.028(4) 0.012(4) -0.001(4) 0.000(3) C21 0.024(3) 0.019(3) 0.024(4) -0.001(3) -0.011(4) -0.007(3) C22 0.024(3) 0.028(3) 0.041(5) -0.003(4) 0.004(3) -0.002(4) C23 0.027(4) 0.029(4) 0.054(6) -0.005(5) 0.003(4) -0.009(3) C24 0.017(3) 0.040(4) 0.020(4) -0.004(4) -0.006(3) 0.002(3) C25 0.068(8) 0.111(10) 0.120(13) 0.002(11) 0.008(9) 0.013(8) C26 0.071(7) 0.064(7) 0.078(9) -0.005(7) -0.017(7) 0.008(6) C27 0.048(5) 0.059(6) 0.061(7) 0.005(6) -0.002(5) 0.002(5) C28 0.077(9) 0.094(9) 0.090(11) -0.035(8) 0.009(8) 0.008(7) C29 0.065(7) 0.079(9) 0.093(10) -0.027(9) -0.015(8) -0.018(6) C30 0.070(8) 0.056(7) 0.123(14) 0.003(9) 0.020(9) 0.004(6) C31 0.067(7) 0.087(9) 0.078(9) 0.021(8) 0.010(7) 0.044(7) C32 0.047(5) 0.063(6) 0.075(8) 0.009(7) -0.015(6) 0.014(6) _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 O6 2.053(4) . ? Co1 O3 2.096(5) 1_655 ? Co1 O5 2.107(5) 4_545 ? Co1 O1W 2.131(4) . ? Co1 N1 2.135(6) 3_565 ? Co1 N3 2.194(6) . ? Co2 O4 2.030(5) 4_545 ? Co2 O7 2.088(5) 3_475 ? Co2 O8 2.089(5) . ? Co2 N2 2.162(6) . ? Co2 N4 2.178(5) . ? Co2 O1W 2.198(4) . ? O1W H5B 0.9900 . ? O1W H5C 0.9900 . ? O1 C24 1.258(9) . ? O2 C14 1.236(9) . ? O3 C24 1.243(9) . ? O3 Co1 2.096(5) 1_455 ? O4 C3 1.272(8) . ? O4 Co2 2.030(5) 4 ? O5 C3 1.240(9) . ? O5 Co1 2.107(5) 4 ? O6 C21 1.274(8) . ? O7 C14 1.250(9) . ? O7 Co2 2.088(5) 3_575 ? O8 C21 1.241(9) . ? O9 C26 1.441(15) . ? O9 H9A 0.8400 . ? N1 C16 1.337(10) . ? N1 C6 1.350(10) . ? N1 Co1 2.135(6) 3_465 ? N2 C5 1.331(10) . ? N2 C4 1.346(9) . ? N3 C20 1.311(10) . ? N3 C1 1.345(9) . ? N4 C22 1.344(10) . ? N4 C7 1.350(9) . ? C1 C8 1.392(11) . ? C1 H1A 0.9500 . ? C2 C19 1.366(11) . ? C2 C6 1.370(11) . ? C2 H2A 0.9500 . ? C3 C12 1.514(10) . ? C4 C10 1.384(11) . ? C4 H4A 0.9500 . ? C5 C15 1.382(10) . ? C5 H5A 0.9500 . ? C6 H6A 0.9500 . ? C7 C18 1.377(10) . ? C7 H7A 0.9500 . ? C8 C11 1.364(11) . ? C8 H8A 0.9500 . ? C9 C18 1.380(11) . ? C9 C23 1.386(11) . ? C9 C24 1.519(9) . ? C10 C12 1.371(11) . ? C10 H10A 0.9500 . ? C11 C13 1.390(10) . ? C11 C14 1.500(10) . ? C12 C15 1.393(10) . ? C13 C20 1.386(10) . ? C13 H13A 0.9500 . ? C15 H15A 0.9500 . ? C16 C17 1.353(10) . ? C16 H16A 0.9500 . ? C17 C19 1.379(10) . ? C17 H17A 0.9500 . ? C18 H18A 0.9500 . ? C19 C21 1.533(9) . ? C20 H20A 0.9500 . ? C22 C23 1.385(10) . ? C22 H22A 0.9500 . ? C23 H23A 0.9500 . ? C25 C26 1.515(17) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 C27 1.479(16) . ? C26 H26A 1.0000 . ? C27 C32 1.337(15) . ? C27 C28 1.376(16) . ? C28 C29 1.435(18) . ? C28 H28A 0.9500 . ? C29 C30 1.344(19) . ? C29 H29A 0.9500 . ? C30 C31 1.421(19) . ? C30 H30A 0.9500 . ? C31 C32 1.414(16) . ? C31 H31A 0.9500 . ? C32 H32A 0.9500 . ? 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 O6 Co1 O3 178.8(2) . 1_655 ? O6 Co1 O5 93.9(2) . 4_545 ? O3 Co1 O5 87.3(2) 1_655 4_545 ? O6 Co1 O1W 91.04(18) . . ? O3 Co1 O1W 89.12(19) 1_655 . ? O5 Co1 O1W 90.24(19) 4_545 . ? O6 Co1 N1 90.5(2) . 3_565 ? O3 Co1 N1 89.3(2) 1_655 3_565 ? O5 Co1 N1 92.5(2) 4_545 3_565 ? O1W Co1 N1 176.8(2) . 3_565 ? O6 Co1 N3 87.6(2) . . ? O3 Co1 N3 91.3(2) 1_655 . ? O5 Co1 N3 178.3(2) 4_545 . ? O1W Co1 N3 88.9(2) . . ? N1 Co1 N3 88.3(2) 3_565 . ? O4 Co2 O7 179.5(2) 4_545 3_475 ? O4 Co2 O8 88.4(2) 4_545 . ? O7 Co2 O8 91.4(2) 3_475 . ? O4 Co2 N2 89.7(2) 4_545 . ? O7 Co2 N2 90.4(2) 3_475 . ? O8 Co2 N2 176.3(2) . . ? O4 Co2 N4 96.2(2) 4_545 . ? O7 Co2 N4 84.2(2) 3_475 . ? O8 Co2 N4 85.2(2) . . ? N2 Co2 N4 91.7(2) . . ? O4 Co2 O1W 89.24(19) 4_545 . ? O7 Co2 O1W 90.32(19) 3_475 . ? O8 Co2 O1W 94.34(18) . . ? N2 Co2 O1W 88.9(2) . . ? N4 Co2 O1W 174.5(2) . . ? Co1 O1W Co2 114.09(19) . . ? Co1 O1W H5B 108.7 . . ? Co2 O1W H5B 108.7 . . ? Co1 O1W H5C 108.7 . . ? Co2 O1W H5C 108.7 . . ? H5B O1W H5C 107.6 . . ? C24 O3 Co1 128.7(4) . 1_455 ? C3 O4 Co2 130.2(5) . 4 ? C3 O5 Co1 135.2(5) . 4 ? C21 O6 Co1 122.4(5) . . ? C14 O7 Co2 128.0(5) . 3_575 ? C21 O8 Co2 135.2(4) . . ? C26 O9 H9A 109.5 . . ? C16 N1 C6 117.0(7) . . ? C16 N1 Co1 123.9(5) . 3_465 ? C6 N1 Co1 118.8(5) . 3_465 ? C5 N2 C4 117.6(6) . . ? C5 N2 Co2 122.0(5) . . ? C4 N2 Co2 120.4(5) . . ? C20 N3 C1 117.1(7) . . ? C20 N3 Co1 123.7(5) . . ? C1 N3 Co1 118.8(5) . . ? C22 N4 C7 118.0(6) . . ? C22 N4 Co2 120.2(5) . . ? C7 N4 Co2 119.7(5) . . ? N3 C1 C8 122.2(7) . . ? N3 C1 H1A 118.9 . . ? C8 C1 H1A 118.9 . . ? C19 C2 C6 120.2(8) . . ? C19 C2 H2A 119.9 . . ? C6 C2 H2A 119.9 . . ? O5 C3 O4 127.5(6) . . ? O5 C3 C12 118.0(6) . . ? O4 C3 C12 114.5(6) . . ? N2 C4 C10 122.4(8) . . ? N2 C4 H4A 118.8 . . ? C10 C4 H4A 118.8 . . ? N2 C5 C15 123.4(6) . . ? N2 C5 H5A 118.3 . . ? C15 C5 H5A 118.3 . . ? N1 C6 C2 121.9(8) . . ? N1 C6 H6A 119.1 . . ? C2 C6 H6A 119.1 . . ? N4 C7 C18 123.1(7) . . ? N4 C7 H7A 118.5 . . ? C18 C7 H7A 118.5 . . ? C11 C8 C1 120.2(7) . . ? C11 C8 H8A 119.9 . . ? C1 C8 H8A 119.9 . . ? C18 C9 C23 117.1(6) . . ? C18 C9 C24 122.1(7) . . ? C23 C9 C24 120.6(7) . . ? C12 C10 C4 119.7(7) . . ? C12 C10 H10A 120.1 . . ? C4 C10 H10A 120.1 . . ? C8 C11 C13 117.5(7) . . ? C8 C11 C14 120.0(7) . . ? C13 C11 C14 122.5(7) . . ? C10 C12 C15 118.1(6) . . ? C10 C12 C3 120.7(6) . . ? C15 C12 C3 121.1(6) . . ? C20 C13 C11 118.7(7) . . ? C20 C13 H13A 120.7 . . ? C11 C13 H13A 120.7 . . ? O2 C14 O7 126.4(7) . . ? O2 C14 C11 116.0(7) . . ? O7 C14 C11 117.5(7) . . ? C5 C15 C12 118.8(7) . . ? C5 C15 H15A 120.6 . . ? C12 C15 H15A 120.6 . . ? N1 C16 C17 123.6(7) . . ? N1 C16 H16A 118.2 . . ? C17 C16 H16A 118.2 . . ? C16 C17 C19 119.5(7) . . ? C16 C17 H17A 120.3 . . ? C19 C17 H17A 120.3 . . ? C7 C18 C9 119.5(7) . . ? C7 C18 H18A 120.2 . . ? C9 C18 H18A 120.2 . . ? C2 C19 C17 117.8(7) . . ? C2 C19 C21 119.7(7) . . ? C17 C19 C21 122.5(7) . . ? N3 C20 C13 124.3(7) . . ? N3 C20 H20A 117.8 . . ? C13 C20 H20A 117.8 . . ? O8 C21 O6 127.7(6) . . ? O8 C21 C19 117.3(6) . . ? O6 C21 C19 114.9(6) . . ? N4 C22 C23 121.0(7) . . ? N4 C22 H22A 119.5 . . ? C23 C22 H22A 119.5 . . ? C22 C23 C9 121.2(7) . . ? C22 C23 H23A 119.4 . . ? C9 C23 H23A 119.4 . . ? O3 C24 O1 125.7(6) . . ? O3 C24 C9 116.4(6) . . ? O1 C24 C9 117.8(6) . . ? C26 C25 H25A 109.5 . . ? C26 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C26 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? O9 C26 C27 110.0(10) . . ? O9 C26 C25 110.2(12) . . ? C27 C26 C25 110.7(10) . . ? O9 C26 H26A 108.6 . . ? C27 C26 H26A 108.6 . . ? C25 C26 H26A 108.6 . . ? C32 C27 C28 118.4(12) . . ? C32 C27 C26 118.6(11) . . ? C28 C27 C26 123.0(12) . . ? C27 C28 C29 120.3(14) . . ? C27 C28 H28A 119.9 . . ? C29 C28 H28A 119.9 . . ? C30 C29 C28 121.4(12) . . ? C30 C29 H29A 119.3 . . ? C28 C29 H29A 119.3 . . ? C29 C30 C31 118.1(13) . . ? C29 C30 H30A 121.0 . . ? C31 C30 H30A 121.0 . . ? C32 C31 C30 118.9(13) . . ? C32 C31 H31A 120.6 . . ? C30 C31 H31A 120.6 . . ? C27 C32 C31 122.9(12) . . ? C27 C32 H32A 118.5 . . ? C31 C32 H32A 118.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.980 _refine_diff_density_min -0.550 _refine_diff_density_rms 0.161 #end