# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_1 _database_code_depnum_ccdc_archive 'CCDC 900963' #TrackingRef 'compound 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H20 N3 O4 Zn' _chemical_formula_sum 'C27 H20 N3 O4 Zn' _chemical_formula_weight 515.83 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' 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P-1 ' _symmetry_space_group_name_hall ' -P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.6317(6) _cell_length_b 10.0666(6) _cell_length_c 13.2230(8) _cell_angle_alpha 100.8150(10) _cell_angle_beta 108.2140(10) _cell_angle_gamma 102.0740(10) _cell_volume 1145.87(12) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3310 _cell_measurement_theta_min 2.665 _cell_measurement_theta_max 28.1965 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.495 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 530 _exptl_absorpt_coefficient_mu 1.112 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.766 _exptl_absorpt_correction_T_max 0.801 _exptl_absorpt_process_details SADABS;Bruker,2000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 8428 _diffrn_reflns_av_R_equivalents 0.0554 _diffrn_reflns_av_sigmaI/netI 0.0753 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 28.39 _reflns_number_total 5687 _reflns_number_gt 4617 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0374P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5687 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0475 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.0928 _refine_ls_wR_factor_gt 0.0894 _refine_ls_goodness_of_fit_ref 0.948 _refine_ls_restrained_S_all 0.948 _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 C1 C 0.9009(3) 0.3389(3) 0.0494(2) 0.0277(5) Uani 1 1 d . . . H1 H 0.9915 0.3416 0.0374 0.033 Uiso 1 1 calc R . . C2 C 0.8907(3) 0.4506(2) 0.12230(19) 0.0245(5) Uani 1 1 d . . . H2 H 0.9759 0.5283 0.1606 0.029 Uiso 1 1 calc R . . C3 C 0.7561(2) 0.4494(2) 0.13956(18) 0.0198(5) Uani 1 1 d . . . H3 H 0.7515 0.5261 0.1887 0.024 Uiso 1 1 calc R . . C4 C 0.6269(2) 0.3330(2) 0.08336(16) 0.0161(4) Uani 1 1 d . . . C5 C 0.6393(2) 0.2185(2) 0.01184(17) 0.0189(5) Uani 1 1 d . . . H5 H 0.5557 0.1388 -0.0243 0.023 Uiso 1 1 calc R . . C6 C 0.7734(3) 0.2218(2) -0.00583(18) 0.0233(5) Uani 1 1 d . . . H6 H 0.7789 0.1455 -0.0549 0.028 Uiso 1 1 calc R . . C7 C 0.4758(2) 0.4306(2) 0.18213(16) 0.0152(4) Uani 1 1 d . . . C8 C 0.5753(2) 0.4581(2) 0.29168(17) 0.0198(5) Uani 1 1 d . . . H8 H 0.6409 0.4031 0.3096 0.024 Uiso 1 1 calc R . . C9 C 0.5761(2) 0.5672(2) 0.37331(17) 0.0198(5) Uani 1 1 d . . . H9 H 0.6437 0.5856 0.4456 0.024 Uiso 1 1 calc R . . C10 C 0.4768(2) 0.6500(2) 0.34875(17) 0.0156(4) Uani 1 1 d . . . C11 C 0.3720(2) 0.6165(2) 0.24079(17) 0.0169(4) Uani 1 1 d . . . H11 H 0.3016 0.6674 0.2241 0.020 Uiso 1 1 calc R . . C12 C 0.3712(2) 0.5091(2) 0.15845(17) 0.0164(4) Uani 1 1 d . . . H12 H 0.3009 0.4887 0.0869 0.020 Uiso 1 1 calc R . . C13 C 0.3459(2) 0.2539(2) 0.00368(17) 0.0157(4) Uani 1 1 d . . . C14 C 0.2211(2) 0.1827(2) 0.02339(17) 0.0177(4) Uani 1 1 d . . . H14 H 0.2307 0.1768 0.0945 0.021 Uiso 1 1 calc R . . C15 C 0.0822(2) 0.1204(2) -0.06381(17) 0.0169(4) Uani 1 1 d . . . H15 H -0.0018 0.0748 -0.0502 0.020 Uiso 1 1 calc R . . C16 C 0.0663(2) 0.1251(2) -0.17110(17) 0.0154(4) Uani 1 1 d . . . C17 C 0.1945(2) 0.1897(2) -0.19071(17) 0.0173(4) Uani 1 1 d . . . H17 H 0.1869 0.1896 -0.2626 0.021 Uiso 1 1 calc R . . C18 C 0.3329(2) 0.2542(2) -0.10405(17) 0.0176(4) Uani 1 1 d . . . H18 H 0.4175 0.2978 -0.1179 0.021 Uiso 1 1 calc R . . C19 C 0.4884(2) 0.7761(2) 0.43329(18) 0.0182(4) Uani 1 1 d . . . C20 C -0.0869(2) 0.0690(2) -0.26371(17) 0.0169(4) Uani 1 1 d . . . C21 C 0.4036(3) 0.9081(2) 0.76659(17) 0.0194(5) Uani 1 1 d . . . H21 H 0.4820 0.9150 0.8317 0.023 Uiso 1 1 calc R . . C22 C 0.2532(2) 0.8611(2) 0.74717(17) 0.0200(5) Uani 1 1 d . . . H22 H 0.2093 0.8295 0.7949 0.024 Uiso 1 1 calc R . . C23 C 0.2833(2) 0.9194(2) 0.60231(18) 0.0185(5) Uani 1 1 d . . . H23 H 0.2616 0.9348 0.5325 0.022 Uiso 1 1 calc R . . C24 C 0.0168(2) 0.7965(2) 0.57346(19) 0.0213(5) Uani 1 1 d . . . H24A H -0.0155 0.8354 0.5111 0.026 Uiso 1 1 calc R . . H24B H -0.0470 0.8087 0.6165 0.026 Uiso 1 1 calc R . . C25 C 0.0017(2) 0.6406(2) 0.53248(18) 0.0195(5) Uani 1 1 d . . . C26 C -0.0503(3) 0.5444(2) 0.58396(19) 0.0232(5) Uani 1 1 d . . . H26 H -0.0847 0.5737 0.6403 0.028 Uiso 1 1 calc R . . C27 C 0.0517(3) 0.5958(2) 0.44770(19) 0.0244(5) Uani 1 1 d . . . H27 H 0.0862 0.6596 0.4122 0.029 Uiso 1 1 calc R . . N1 N 0.48469(19) 0.32894(18) 0.09589(14) 0.0166(4) Uani 1 1 d . . . N2 N 0.4236(2) 0.94421(18) 0.67545(14) 0.0187(4) Uani 1 1 d . . . N3 N 0.17777(19) 0.86968(18) 0.64236(14) 0.0170(4) Uani 1 1 d . . . O1 O 0.59707(17) 0.81237(16) 0.52626(12) 0.0231(4) Uani 1 1 d . . . O2 O 0.39080(17) 0.84372(15) 0.40896(12) 0.0201(3) Uani 1 1 d . . . O3 O -0.20117(16) 0.02013(16) -0.23637(12) 0.0203(3) Uani 1 1 d . . . O4 O -0.09833(17) 0.07279(16) -0.35891(12) 0.0223(4) Uani 1 1 d . . . Zn1 Zn 0.61132(3) 0.98055(2) 0.637839(19) 0.01641(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0188(12) 0.0369(14) 0.0287(13) 0.0082(11) 0.0095(10) 0.0101(11) C2 0.0163(11) 0.0234(12) 0.0259(12) 0.0047(10) 0.0008(9) 0.0018(9) C3 0.0207(11) 0.0167(11) 0.0171(11) 0.0024(8) 0.0018(9) 0.0050(9) C4 0.0157(10) 0.0177(10) 0.0122(10) 0.0042(8) 0.0006(8) 0.0058(9) C5 0.0178(11) 0.0199(11) 0.0153(10) 0.0031(8) 0.0018(8) 0.0058(9) C6 0.0232(12) 0.0279(12) 0.0189(11) 0.0027(9) 0.0068(9) 0.0118(10) C7 0.0143(10) 0.0137(10) 0.0134(10) 0.0013(8) 0.0022(8) 0.0020(8) C8 0.0197(11) 0.0191(11) 0.0160(11) 0.0022(8) -0.0003(8) 0.0088(9) C9 0.0210(11) 0.0179(11) 0.0128(10) -0.0009(8) -0.0020(8) 0.0068(9) C10 0.0143(10) 0.0150(10) 0.0142(10) 0.0020(8) 0.0029(8) 0.0028(8) C11 0.0157(10) 0.0163(10) 0.0179(11) 0.0058(8) 0.0035(8) 0.0061(8) C12 0.0131(10) 0.0186(10) 0.0132(10) 0.0032(8) 0.0010(8) 0.0029(8) C13 0.0150(10) 0.0135(10) 0.0136(10) -0.0003(8) 0.0002(8) 0.0051(8) C14 0.0179(11) 0.0210(11) 0.0129(10) 0.0048(8) 0.0032(8) 0.0064(9) C15 0.0148(10) 0.0165(10) 0.0174(10) 0.0031(8) 0.0046(8) 0.0038(8) C16 0.0161(10) 0.0116(9) 0.0140(10) 0.0008(8) 0.0005(8) 0.0046(8) C17 0.0210(11) 0.0171(10) 0.0111(10) 0.0019(8) 0.0030(8) 0.0060(9) C18 0.0153(10) 0.0166(10) 0.0196(11) 0.0044(8) 0.0052(8) 0.0039(8) C19 0.0175(11) 0.0149(10) 0.0198(11) 0.0019(8) 0.0071(9) 0.0021(9) C20 0.0172(11) 0.0129(10) 0.0157(11) 0.0003(8) -0.0003(8) 0.0069(8) C21 0.0247(12) 0.0160(10) 0.0133(10) 0.0029(8) 0.0026(9) 0.0049(9) C22 0.0260(12) 0.0173(11) 0.0151(10) 0.0052(8) 0.0049(9) 0.0060(9) C23 0.0191(11) 0.0175(10) 0.0158(10) 0.0039(8) 0.0037(8) 0.0036(9) C24 0.0147(11) 0.0178(11) 0.0259(12) 0.0022(9) 0.0030(9) 0.0039(9) C25 0.0129(10) 0.0182(11) 0.0182(11) 0.0011(8) -0.0027(8) 0.0022(9) C26 0.0235(12) 0.0222(12) 0.0209(11) 0.0009(9) 0.0085(9) 0.0044(10) C27 0.0264(12) 0.0203(11) 0.0230(12) 0.0061(9) 0.0068(10) 0.0029(10) N1 0.0136(9) 0.0184(9) 0.0120(8) -0.0020(7) 0.0003(7) 0.0046(7) N2 0.0171(9) 0.0190(9) 0.0153(9) 0.0032(7) 0.0021(7) 0.0031(8) N3 0.0173(9) 0.0140(9) 0.0164(9) 0.0025(7) 0.0027(7) 0.0041(7) O1 0.0213(8) 0.0194(8) 0.0179(8) -0.0047(6) -0.0012(6) 0.0056(7) O2 0.0206(8) 0.0150(7) 0.0233(8) 0.0033(6) 0.0060(6) 0.0074(6) O3 0.0162(8) 0.0211(8) 0.0160(8) 0.0025(6) 0.0002(6) 0.0011(6) O4 0.0211(8) 0.0274(8) 0.0128(7) 0.0031(6) 0.0003(6) 0.0068(7) Zn1 0.01519(14) 0.01533(13) 0.01256(13) -0.00047(9) 0.00010(9) 0.00324(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.380(3) . ? C1 C6 1.393(3) . ? C1 H1 0.9300 . ? C2 C3 1.382(3) . ? C2 H2 0.9300 . ? C3 C4 1.400(3) . ? C3 H3 0.9300 . ? C4 C5 1.399(3) . ? C4 N1 1.423(3) . ? C5 C6 1.378(3) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.401(3) . ? C7 C12 1.403(3) . ? C7 N1 1.419(3) . ? C8 C9 1.384(3) . ? C8 H8 0.9300 . ? C9 C10 1.398(3) . ? C9 H9 0.9300 . ? C10 C11 1.395(3) . ? C10 C19 1.484(3) . ? C11 C12 1.380(3) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.390(3) . ? C13 C18 1.391(3) . ? C13 N1 1.434(2) . ? C14 C15 1.388(3) . ? C14 H14 0.9300 . ? C15 C16 1.389(3) . ? C15 H15 0.9300 . ? C16 C17 1.394(3) . ? C16 C20 1.503(3) . ? C17 C18 1.384(3) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 O1 1.268(2) . ? C19 O2 1.270(3) . ? C20 O4 1.237(3) . ? C20 O3 1.293(3) . ? C21 C22 1.351(3) . ? C21 N2 1.379(3) . ? C21 H21 0.9300 . ? C22 N3 1.377(3) . ? C22 H22 0.9300 . ? C23 N2 1.333(3) . ? C23 N3 1.337(3) . ? C23 H23 0.9300 . ? C24 N3 1.471(2) . ? C24 C25 1.521(3) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.382(3) . ? C25 C27 1.390(3) . ? C26 C27 1.391(3) 2_566 ? C26 H26 0.9300 . ? C27 C26 1.391(3) 2_566 ? C27 H27 0.9300 . ? N2 Zn1 2.0012(19) . ? O1 Zn1 1.9749(15) . ? O2 Zn1 1.9827(15) 2_676 ? O3 Zn1 1.9389(14) 1_444 ? Zn1 O3 1.9389(14) 1_666 ? Zn1 O2 1.9827(15) 2_676 ? 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 C2 C1 C6 118.9(2) . . ? C2 C1 H1 120.5 . . ? C6 C1 H1 120.5 . . ? C1 C2 C3 121.3(2) . . ? C1 C2 H2 119.4 . . ? C3 C2 H2 119.4 . . ? C2 C3 C4 120.2(2) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C5 C4 C3 118.2(2) . . ? C5 C4 N1 119.66(18) . . ? C3 C4 N1 122.1(2) . . ? C6 C5 C4 121.0(2) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C5 C6 C1 120.3(2) . . ? C5 C6 H6 119.8 . . ? C1 C6 H6 119.8 . . ? C8 C7 C12 118.86(19) . . ? C8 C7 N1 120.62(18) . . ? C12 C7 N1 120.48(17) . . ? C9 C8 C7 120.12(19) . . ? C9 C8 H8 119.9 . . ? C7 C8 H8 119.9 . . ? C8 C9 C10 120.98(19) . . ? C8 C9 H9 119.5 . . ? C10 C9 H9 119.5 . . ? C11 C10 C9 118.50(19) . . ? C11 C10 C19 120.36(18) . . ? C9 C10 C19 121.04(18) . . ? C12 C11 C10 121.00(19) . . ? C12 C11 H11 119.5 . . ? C10 C11 H11 119.5 . . ? C11 C12 C7 120.37(18) . . ? C11 C12 H12 119.8 . . ? C7 C12 H12 119.8 . . ? C14 C13 C18 119.69(18) . . ? C14 C13 N1 118.91(19) . . ? C18 C13 N1 121.38(19) . . ? C15 C14 C13 119.5(2) . . ? C15 C14 H14 120.2 . . ? C13 C14 H14 120.2 . . ? C14 C15 C16 121.2(2) . . ? C14 C15 H15 119.4 . . ? C16 C15 H15 119.4 . . ? C15 C16 C17 118.66(18) . . ? C15 C16 C20 121.2(2) . . ? C17 C16 C20 120.08(19) . . ? C18 C17 C16 120.5(2) . . ? C18 C17 H17 119.7 . . ? C16 C17 H17 119.7 . . ? C17 C18 C13 120.3(2) . . ? C17 C18 H18 119.9 . . ? C13 C18 H18 119.9 . . ? O1 C19 O2 123.0(2) . . ? O1 C19 C10 118.25(18) . . ? O2 C19 C10 118.76(18) . . ? O4 C20 O3 123.99(18) . . ? O4 C20 C16 120.1(2) . . ? O3 C20 C16 115.86(19) . . ? C22 C21 N2 109.82(18) . . ? C22 C21 H21 125.1 . . ? N2 C21 H21 125.1 . . ? C21 C22 N3 106.1(2) . . ? C21 C22 H22 126.9 . . ? N3 C22 H22 126.9 . . ? N2 C23 N3 111.12(19) . . ? N2 C23 H23 124.4 . . ? N3 C23 H23 124.4 . . ? N3 C24 C25 108.15(17) . . ? N3 C24 H24A 110.1 . . ? C25 C24 H24A 110.1 . . ? N3 C24 H24B 110.1 . . ? C25 C24 H24B 110.1 . . ? H24A C24 H24B 108.4 . . ? C26 C25 C27 119.4(2) . . ? C26 C25 C24 120.9(2) . . ? C27 C25 C24 119.6(2) . . ? C25 C26 C27 120.7(2) . 2_566 ? C25 C26 H26 119.7 . . ? C27 C26 H26 119.7 2_566 . ? C25 C27 C26 120.0(2) . 2_566 ? C25 C27 H27 120.0 . . ? C26 C27 H27 120.0 2_566 . ? C7 N1 C4 120.53(16) . . ? C7 N1 C13 117.38(17) . . ? C4 N1 C13 119.12(17) . . ? C23 N2 C21 105.35(18) . . ? C23 N2 Zn1 123.63(15) . . ? C21 N2 Zn1 129.50(14) . . ? C23 N3 C22 107.57(18) . . ? C23 N3 C24 123.92(19) . . ? C22 N3 C24 125.84(19) . . ? C19 O1 Zn1 117.81(14) . . ? C19 O2 Zn1 134.85(15) . 2_676 ? C20 O3 Zn1 108.84(13) . 1_444 ? O3 Zn1 O1 107.99(6) 1_666 . ? O3 Zn1 O2 107.78(6) 1_666 2_676 ? O1 Zn1 O2 117.01(7) . 2_676 ? O3 Zn1 N2 113.69(7) 1_666 . ? O1 Zn1 N2 108.79(7) . . ? O2 Zn1 N2 101.70(7) 2_676 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -1.3(4) . . . . ? C1 C2 C3 C4 0.5(3) . . . . ? C2 C3 C4 C5 1.2(3) . . . . ? C2 C3 C4 N1 -177.98(19) . . . . ? C3 C4 C5 C6 -2.1(3) . . . . ? N1 C4 C5 C6 177.1(2) . . . . ? C4 C5 C6 C1 1.4(3) . . . . ? C2 C1 C6 C5 0.3(4) . . . . ? C12 C7 C8 C9 -4.1(3) . . . . ? N1 C7 C8 C9 173.5(2) . . . . ? C7 C8 C9 C10 1.0(3) . . . . ? C8 C9 C10 C11 2.7(3) . . . . ? C8 C9 C10 C19 -173.5(2) . . . . ? C9 C10 C11 C12 -3.4(3) . . . . ? C19 C10 C11 C12 172.8(2) . . . . ? C10 C11 C12 C7 0.4(3) . . . . ? C8 C7 C12 C11 3.4(3) . . . . ? N1 C7 C12 C11 -174.19(19) . . . . ? C18 C13 C14 C15 -4.2(3) . . . . ? N1 C13 C14 C15 174.23(18) . . . . ? C13 C14 C15 C16 1.6(3) . . . . ? C14 C15 C16 C17 2.1(3) . . . . ? C14 C15 C16 C20 -174.52(19) . . . . ? C15 C16 C17 C18 -3.2(3) . . . . ? C20 C16 C17 C18 173.48(18) . . . . ? C16 C17 C18 C13 0.6(3) . . . . ? C14 C13 C18 C17 3.1(3) . . . . ? N1 C13 C18 C17 -175.24(19) . . . . ? C11 C10 C19 O1 -171.6(2) . . . . ? C9 C10 C19 O1 4.5(3) . . . . ? C11 C10 C19 O2 7.5(3) . . . . ? C9 C10 C19 O2 -176.4(2) . . . . ? C15 C16 C20 O4 -179.2(2) . . . . ? C17 C16 C20 O4 4.2(3) . . . . ? C15 C16 C20 O3 1.5(3) . . . . ? C17 C16 C20 O3 -175.11(18) . . . . ? N2 C21 C22 N3 -0.7(2) . . . . ? N3 C24 C25 C26 99.3(2) . . . . ? N3 C24 C25 C27 -75.7(2) . . . . ? C27 C25 C26 C27 0.5(4) . . . 2_566 ? C24 C25 C26 C27 -174.49(19) . . . 2_566 ? C26 C25 C27 C26 -0.5(4) . . . 2_566 ? C24 C25 C27 C26 174.57(19) . . . 2_566 ? C8 C7 N1 C4 -50.6(3) . . . . ? C12 C7 N1 C4 127.0(2) . . . . ? C8 C7 N1 C13 149.1(2) . . . . ? C12 C7 N1 C13 -33.4(3) . . . . ? C5 C4 N1 C7 168.27(19) . . . . ? C3 C4 N1 C7 -12.5(3) . . . . ? C5 C4 N1 C13 -31.7(3) . . . . ? C3 C4 N1 C13 147.5(2) . . . . ? C14 C13 N1 C7 -54.6(3) . . . . ? C18 C13 N1 C7 123.8(2) . . . . ? C14 C13 N1 C4 144.7(2) . . . . ? C18 C13 N1 C4 -36.9(3) . . . . ? N3 C23 N2 C21 -0.3(2) . . . . ? N3 C23 N2 Zn1 166.86(14) . . . . ? C22 C21 N2 C23 0.6(2) . . . . ? C22 C21 N2 Zn1 -165.49(15) . . . . ? N2 C23 N3 C22 -0.2(2) . . . . ? N2 C23 N3 C24 -162.54(18) . . . . ? C21 C22 N3 C23 0.5(2) . . . . ? C21 C22 N3 C24 162.46(19) . . . . ? C25 C24 N3 C23 86.5(2) . . . . ? C25 C24 N3 C22 -72.6(3) . . . . ? O2 C19 O1 Zn1 0.8(3) . . . . ? C10 C19 O1 Zn1 179.91(14) . . . . ? O1 C19 O2 Zn1 78.9(3) . . . 2_676 ? C10 C19 O2 Zn1 -100.2(2) . . . 2_676 ? O4 C20 O3 Zn1 -7.8(3) . . . 1_444 ? C16 C20 O3 Zn1 171.49(13) . . . 1_444 ? C19 O1 Zn1 O3 -174.09(16) . . . 1_666 ? C19 O1 Zn1 O2 -52.36(18) . . . 2_676 ? C19 O1 Zn1 N2 62.09(18) . . . . ? C23 N2 Zn1 O3 177.74(16) . . . 1_666 ? C21 N2 Zn1 O3 -18.4(2) . . . 1_666 ? C23 N2 Zn1 O1 -61.89(18) . . . . ? C21 N2 Zn1 O1 101.93(18) . . . . ? C23 N2 Zn1 O2 62.18(17) . . . 2_676 ? C21 N2 Zn1 O2 -133.99(18) . . . 2_676 ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 28.39 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.522 _refine_diff_density_min -0.618 _refine_diff_density_rms 0.079 data_1a _database_code_depnum_ccdc_archive 'CCDC 900964' #TrackingRef 'compound 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H28 Co N4 O5' _chemical_formula_sum 'C33 H28 Co N4 O5' _chemical_formula_weight 619.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c ' _symmetry_space_group_name_hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 28.3656(16) _cell_length_b 11.4712(6) _cell_length_c 18.2929(10) _cell_angle_alpha 90.00 _cell_angle_beta 102.8760(10) _cell_angle_gamma 90.00 _cell_volume 5802.6(5) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6546 _cell_measurement_theta_min 2.2825 _cell_measurement_theta_max 27.484 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.418 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2568 _exptl_absorpt_coefficient_mu 0.641 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.825 _exptl_absorpt_correction_T_max 0.857 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18291 _diffrn_reflns_av_R_equivalents 0.0968 _diffrn_reflns_av_sigmaI/netI 0.0598 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 27.53 _reflns_number_total 6652 _reflns_number_gt 5079 _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^)+(0.0673P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6652 _refine_ls_number_parameters 390 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0554 _refine_ls_R_factor_gt 0.0428 _refine_ls_wR_factor_ref 0.1245 _refine_ls_wR_factor_gt 0.1180 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _refine_ls_shift/su_max 0.009 _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 O5 O 0.69932(5) 0.73165(13) 1.26717(8) 0.0303(3) Uani 1 1 d . . . O6 O 0.64065(6) 0.75554(14) 1.32589(8) 0.0330(4) Uani 1 1 d . . . Co1 Co 0.215424(9) 0.76942(2) 0.890108(13) 0.02047(10) Uani 1 1 d . . . O1 O 0.28842(5) 0.78388(12) 0.89457(8) 0.0286(3) Uani 1 1 d . . . O2 O 0.30369(5) 0.71426(13) 1.01044(8) 0.0295(3) Uani 1 1 d . . . N1 N 0.21863(6) 0.57993(16) 0.89405(9) 0.0272(4) Uani 1 1 d . . . N3 N 0.21282(6) 0.95936(16) 0.88674(9) 0.0285(4) Uani 1 1 d . . . N5 N 0.52071(6) 0.8150(2) 0.98532(9) 0.0418(5) Uani 1 1 d . . . C1 C 0.31742(7) 0.75438(16) 0.95476(11) 0.0223(4) Uani 1 1 d . . . C2 C 0.37041(7) 0.76813(17) 0.95987(11) 0.0254(4) Uani 1 1 d . . . C3 C 0.40347(8) 0.7174(2) 1.01966(12) 0.0334(5) Uani 1 1 d . . . H3 H 0.3920 0.6749 1.0554 0.040 Uiso 1 1 calc R . . C4 C 0.45240(8) 0.7290(2) 1.02672(12) 0.0374(5) Uani 1 1 d . . . H4 H 0.4735 0.6917 1.0659 0.045 Uiso 1 1 calc R . . C5 C 0.47094(7) 0.7959(2) 0.97592(11) 0.0331(5) Uani 1 1 d . . . C6 C 0.43818(8) 0.8460(2) 0.91502(11) 0.0353(5) Uani 1 1 d . . . H6 H 0.4496 0.8899 0.8798 0.042 Uiso 1 1 calc R . . C7 C 0.38901(7) 0.8305(2) 0.90728(11) 0.0316(5) Uani 1 1 d . . . H7 H 0.3678 0.8624 0.8659 0.038 Uiso 1 1 calc R . . C8 C 0.55370(8) 0.8010(2) 1.05586(11) 0.0363(5) Uani 1 1 d . . . C9 C 0.54211(8) 0.8335(2) 1.12277(11) 0.0372(5) Uani 1 1 d . . . H9 H 0.5123 0.8675 1.1222 0.045 Uiso 1 1 calc R . . C10 C 0.57477(8) 0.8157(2) 1.19041(11) 0.0342(5) Uani 1 1 d . . . H10 H 0.5660 0.8344 1.2350 0.041 Uiso 1 1 calc R . . C11 C 0.62046(8) 0.77028(19) 1.19267(11) 0.0302(5) Uani 1 1 d . . . C12 C 0.63244(9) 0.7416(3) 1.12551(13) 0.0464(7) Uani 1 1 d . . . H12 H 0.6631 0.7126 1.1258 0.056 Uiso 1 1 calc R . . C13 C 0.59922(9) 0.7557(3) 1.05786(13) 0.0512(8) Uani 1 1 d . . . H13 H 0.6076 0.7344 1.0134 0.061 Uiso 1 1 calc R . . C14 C 0.65552(8) 0.75136(17) 1.26624(11) 0.0262(4) Uani 1 1 d . . . C15 C 0.54092(8) 0.8466(2) 0.92261(11) 0.0365(5) Uani 1 1 d . . . C16 C 0.53882(10) 0.7718(3) 0.86327(14) 0.0524(7) Uani 1 1 d . . . H16 H 0.5239 0.6996 0.8627 0.063 Uiso 1 1 calc R . . C17 C 0.55926(12) 0.8052(3) 0.80394(15) 0.0627(8) Uani 1 1 d . . . H17 H 0.5585 0.7543 0.7641 0.075 Uiso 1 1 calc R . . C18 C 0.58044(10) 0.9122(3) 0.80377(15) 0.0576(8) Uani 1 1 d . . . H18 H 0.5935 0.9342 0.7635 0.069 Uiso 1 1 calc R . . C19 C 0.58257(11) 0.9870(3) 0.86268(15) 0.0563(8) Uani 1 1 d . . . H19 H 0.5971 1.0596 0.8626 0.068 Uiso 1 1 calc R . . C20 C 0.56306(9) 0.9542(2) 0.92213(13) 0.0446(6) Uani 1 1 d . . . H20 H 0.5648 1.0049 0.9623 0.054 Uiso 1 1 calc R . . C41 C 0.20194(10) 0.5163(2) 0.94337(13) 0.0422(6) Uani 1 1 d . . . H41 H 0.1908 0.5551 0.9808 0.051 Uiso 1 1 calc R . . C42 C 0.20017(10) 0.3963(2) 0.94248(13) 0.0425(6) Uani 1 1 d . . . H42 H 0.1884 0.3568 0.9791 0.051 Uiso 1 1 calc R . . C43 C 0.21565(7) 0.33491(19) 0.88798(11) 0.0289(5) Uani 1 1 d . . . C44 C 0.23354(11) 0.3994(2) 0.83679(15) 0.0487(7) Uani 1 1 d . . . H44 H 0.2446 0.3624 0.7986 0.058 Uiso 1 1 calc R . . C45 C 0.23495(11) 0.5205(2) 0.84250(15) 0.0473(7) Uani 1 1 d . . . H45 H 0.2481 0.5621 0.8082 0.057 Uiso 1 1 calc R . . C46 C 0.21389(8) 0.2050(2) 0.88512(12) 0.0305(5) Uani 1 1 d . . . C47 C 0.18398(10) 1.1427(2) 0.92112(17) 0.0512(7) Uani 1 1 d . . . H47 H 0.1636 1.1821 0.9460 0.061 Uiso 1 1 calc R . . C48 C 0.18424(10) 1.0220(2) 0.92035(16) 0.0471(7) Uani 1 1 d . . . H48 H 0.1634 0.9826 0.9445 0.057 Uiso 1 1 calc R . . C49 C 0.24150(9) 1.01976(19) 0.85112(12) 0.0338(5) Uani 1 1 d . . . H49 H 0.2616 0.9782 0.8266 0.041 Uiso 1 1 calc R . . C50 C 0.24290(9) 1.13985(19) 0.84876(12) 0.0351(5) Uani 1 1 d . . . H50 H 0.2633 1.1771 0.8228 0.042 Uiso 1 1 calc R . . O9 O 0.5134(2) 0.5057(4) 0.1252(3) 0.194(2) Uani 1 1 d . . . N7 N 0.58469(19) 0.4771(4) 0.1981(4) 0.1364(18) Uani 1 1 d . . . C61 C 0.5565(2) 0.4787(5) 0.1362(4) 0.164(3) Uani 1 1 d . . . H61 H 0.5686 0.4581 0.0948 0.196 Uiso 1 1 calc R . . C62 C 0.6337(2) 0.4441(5) 0.1997(3) 0.144(2) Uani 1 1 d . . . H62A H 0.6385 0.4416 0.1494 0.216 Uiso 1 1 calc R . . H62B H 0.6400 0.3686 0.2223 0.216 Uiso 1 1 calc R . . H62C H 0.6553 0.5002 0.2283 0.216 Uiso 1 1 calc R . . C63 C 0.5694(3) 0.5196(7) 0.2759(5) 0.212(4) Uani 1 1 d . . . H63A H 0.5952 0.5648 0.3055 0.317 Uiso 1 1 calc R . . H63B H 0.5635 0.4524 0.3039 0.317 Uiso 1 1 calc R . . H63C H 0.5406 0.5662 0.2635 0.317 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 O5 0.0199(7) 0.0417(9) 0.0270(7) 0.0013(6) 0.0005(6) 0.0015(6) O6 0.0263(8) 0.0482(9) 0.0229(7) 0.0006(6) 0.0020(6) 0.0033(7) Co1 0.01701(15) 0.02204(17) 0.02119(14) -0.00016(9) 0.00176(10) -0.00165(10) O1 0.0167(7) 0.0351(8) 0.0312(7) 0.0059(6) -0.0005(6) -0.0015(6) O2 0.0262(8) 0.0373(9) 0.0266(7) -0.0008(6) 0.0094(6) -0.0025(6) N1 0.0254(9) 0.0253(9) 0.0295(8) -0.0003(7) 0.0031(7) 0.0006(7) N3 0.0291(9) 0.0228(9) 0.0347(9) -0.0003(7) 0.0093(8) -0.0021(7) N5 0.0159(9) 0.0823(15) 0.0245(9) 0.0100(9) -0.0015(7) -0.0064(9) C1 0.0198(9) 0.0207(10) 0.0260(9) -0.0025(7) 0.0040(7) -0.0012(7) C2 0.0182(9) 0.0322(11) 0.0243(9) 0.0007(8) 0.0018(7) -0.0019(8) C3 0.0227(10) 0.0470(14) 0.0286(10) 0.0099(9) 0.0018(8) -0.0046(9) C4 0.0214(11) 0.0562(15) 0.0306(11) 0.0127(10) -0.0027(9) 0.0006(10) C5 0.0180(10) 0.0544(14) 0.0252(10) 0.0033(9) 0.0012(8) -0.0053(10) C6 0.0224(11) 0.0565(15) 0.0255(10) 0.0092(9) 0.0020(8) -0.0066(10) C7 0.0202(10) 0.0472(14) 0.0248(10) 0.0073(9) -0.0005(8) -0.0016(9) C8 0.0192(10) 0.0618(15) 0.0251(10) 0.0045(10) -0.0011(8) -0.0050(10) C9 0.0220(11) 0.0556(15) 0.0314(11) 0.0021(10) 0.0004(9) 0.0043(10) C10 0.0271(11) 0.0475(13) 0.0262(10) -0.0047(9) 0.0022(8) 0.0012(10) C11 0.0219(10) 0.0414(13) 0.0243(9) 0.0033(8) -0.0016(8) -0.0022(9) C12 0.0188(11) 0.089(2) 0.0304(12) 0.0020(12) 0.0028(9) 0.0074(12) C13 0.0241(12) 0.106(2) 0.0234(11) -0.0006(12) 0.0044(9) 0.0045(13) C14 0.0233(10) 0.0265(10) 0.0264(10) -0.0001(8) 0.0001(8) -0.0033(8) C15 0.0193(10) 0.0631(16) 0.0249(10) 0.0054(10) 0.0003(8) -0.0037(10) C16 0.0537(18) 0.0641(18) 0.0400(14) -0.0049(12) 0.0112(13) -0.0175(14) C17 0.067(2) 0.086(2) 0.0384(14) -0.0114(15) 0.0178(14) -0.0056(18) C18 0.0473(16) 0.089(2) 0.0395(14) 0.0141(14) 0.0154(12) -0.0044(16) C19 0.0492(17) 0.0663(19) 0.0527(16) 0.0165(14) 0.0095(13) -0.0102(14) C20 0.0381(14) 0.0582(16) 0.0358(12) 0.0001(11) 0.0046(10) 0.0002(12) C41 0.0644(17) 0.0303(13) 0.0371(12) -0.0060(9) 0.0221(12) -0.0039(12) C42 0.0659(17) 0.0272(12) 0.0403(12) 0.0024(9) 0.0245(12) -0.0040(12) C43 0.0269(11) 0.0222(11) 0.0372(11) 0.0011(8) 0.0060(9) 0.0006(8) C44 0.075(2) 0.0258(12) 0.0576(15) 0.0003(11) 0.0424(15) 0.0039(13) C45 0.0683(18) 0.0292(13) 0.0568(15) 0.0059(11) 0.0405(14) 0.0043(12) C46 0.0316(11) 0.0236(11) 0.0377(11) 0.0012(8) 0.0109(9) -0.0006(9) C47 0.0559(17) 0.0276(13) 0.087(2) 0.0001(12) 0.0518(16) 0.0045(12) C48 0.0485(16) 0.0272(13) 0.0774(18) 0.0027(12) 0.0393(14) -0.0024(11) C49 0.0392(13) 0.0282(12) 0.0388(11) -0.0005(9) 0.0189(10) 0.0012(10) C50 0.0397(13) 0.0275(12) 0.0436(12) 0.0031(9) 0.0209(11) -0.0042(10) O9 0.162(5) 0.130(4) 0.255(6) 0.048(3) -0.027(4) -0.015(3) N7 0.110(4) 0.080(3) 0.189(5) 0.014(3) -0.033(4) -0.022(2) C61 0.125(5) 0.082(4) 0.226(7) -0.030(4) -0.084(5) 0.008(3) C62 0.097(4) 0.099(4) 0.209(6) -0.044(4) -0.022(4) 0.005(3) C63 0.152(7) 0.248(9) 0.226(9) 0.105(7) 0.024(6) -0.078(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 O5 C14 1.259(3) . ? O5 Co1 2.1928(14) 8_566 ? O6 C14 1.255(3) . ? O6 Co1 2.2024(15) 8_566 ? Co1 O2 2.0196(14) 7_567 ? Co1 O1 2.0607(14) . ? Co1 N1 2.1760(18) . ? Co1 N3 2.1805(18) . ? Co1 O5 2.1928(14) 8_465 ? Co1 O6 2.2024(15) 8_465 ? O1 C1 1.265(2) . ? O2 C1 1.256(2) . ? O2 Co1 2.0196(14) 7_567 ? N1 C41 1.327(3) . ? N1 C45 1.328(3) . ? N3 C48 1.331(3) . ? N3 C49 1.343(3) . ? N5 C5 1.401(3) . ? N5 C8 1.424(2) . ? N5 C15 1.438(3) . ? C1 C2 1.493(3) . ? C2 C7 1.393(3) . ? C2 C3 1.399(3) . ? C3 C4 1.371(3) . ? C3 H3 0.9300 . ? C4 C5 1.395(3) . ? C4 H4 0.9300 . ? C5 C6 1.405(3) . ? C6 C7 1.382(3) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C13 1.385(3) . ? C8 C9 1.387(3) . ? C9 C10 1.386(3) . ? C9 H9 0.9300 . ? C10 C11 1.389(3) . ? C10 H10 0.9300 . ? C11 C12 1.385(3) . ? C11 C14 1.500(3) . ? C12 C13 1.388(3) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C15 C16 1.374(3) . ? C15 C20 1.386(4) . ? C16 C17 1.393(4) . ? C16 H16 0.9300 . ? C17 C18 1.366(5) . ? C17 H17 0.9300 . ? C18 C19 1.369(4) . ? C18 H18 0.9300 . ? C19 C20 1.378(3) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C41 C42 1.377(3) . ? C41 H41 0.9300 . ? C42 C43 1.371(3) . ? C42 H42 0.9300 . ? C43 C44 1.376(3) . ? C43 C46 1.491(3) . ? C44 C45 1.393(3) . ? C44 H44 0.9300 . ? C45 H45 0.9300 . ? C46 C47 1.383(3) 1_545 ? C46 C50 1.387(3) 1_545 ? C47 C46 1.383(3) 1_565 ? C47 C48 1.385(3) . ? C47 H47 0.9300 . ? C48 H48 0.9300 . ? C49 C50 1.379(3) . ? C49 H49 0.9300 . ? C50 C46 1.387(3) 1_565 ? C50 H50 0.9300 . ? O9 C61 1.232(7) . ? N7 C61 1.233(6) . ? N7 C62 1.435(6) . ? N7 C63 1.651(9) . ? C61 H61 0.9300 . ? C62 H62A 0.9600 . ? C62 H62B 0.9600 . ? C62 H62C 0.9600 . ? C63 H63A 0.9600 . ? C63 H63B 0.9600 . ? C63 H63C 0.9600 . ? 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 C14 O5 Co1 89.67(12) . 8_566 ? C14 O6 Co1 89.34(12) . 8_566 ? O2 Co1 O1 115.21(6) 7_567 . ? O2 Co1 N1 94.61(6) 7_567 . ? O1 Co1 N1 92.57(6) . . ? O2 Co1 N3 85.33(6) 7_567 . ? O1 Co1 N3 87.03(6) . . ? N1 Co1 N3 179.52(7) . . ? O2 Co1 O5 152.63(6) 7_567 8_465 ? O1 Co1 O5 91.08(5) . 8_465 ? N1 Co1 O5 91.49(6) . 8_465 ? N3 Co1 O5 88.78(6) . 8_465 ? O2 Co1 O6 94.16(6) 7_567 8_465 ? O1 Co1 O6 150.62(6) . 8_465 ? N1 Co1 O6 85.18(6) . 8_465 ? N3 Co1 O6 95.29(6) . 8_465 ? O5 Co1 O6 59.77(6) 8_465 8_465 ? C1 O1 Co1 117.75(13) . . ? C1 O2 Co1 152.93(13) . 7_567 ? C41 N1 C45 115.7(2) . . ? C41 N1 Co1 123.58(15) . . ? C45 N1 Co1 120.53(15) . . ? C48 N3 C49 116.3(2) . . ? C48 N3 Co1 123.10(15) . . ? C49 N3 Co1 120.59(14) . . ? C5 N5 C8 122.29(18) . . ? C5 N5 C15 120.75(16) . . ? C8 N5 C15 116.93(17) . . ? O2 C1 O1 123.03(19) . . ? O2 C1 C2 118.52(17) . . ? O1 C1 C2 118.44(18) . . ? C7 C2 C3 117.52(19) . . ? C7 C2 C1 122.81(17) . . ? C3 C2 C1 119.67(18) . . ? C4 C3 C2 121.4(2) . . ? C4 C3 H3 119.3 . . ? C2 C3 H3 119.3 . . ? C3 C4 C5 120.94(19) . . ? C3 C4 H4 119.5 . . ? C5 C4 H4 119.5 . . ? C4 C5 N5 121.56(19) . . ? C4 C5 C6 118.2(2) . . ? N5 C5 C6 120.2(2) . . ? C7 C6 C5 120.2(2) . . ? C7 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? C6 C7 C2 121.64(18) . . ? C6 C7 H7 119.2 . . ? C2 C7 H7 119.2 . . ? C13 C8 C9 118.72(19) . . ? C13 C8 N5 119.1(2) . . ? C9 C8 N5 122.1(2) . . ? C10 C9 C8 120.3(2) . . ? C10 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? C9 C10 C11 121.0(2) . . ? C9 C10 H10 119.5 . . ? C11 C10 H10 119.5 . . ? C12 C11 C10 118.32(19) . . ? C12 C11 C14 121.1(2) . . ? C10 C11 C14 120.6(2) . . ? C11 C12 C13 120.7(2) . . ? C11 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? C8 C13 C12 120.7(2) . . ? C8 C13 H13 119.6 . . ? C12 C13 H13 119.6 . . ? O6 C14 O5 121.12(18) . . ? O6 C14 C11 119.36(19) . . ? O5 C14 C11 119.53(19) . . ? C16 C15 C20 119.4(2) . . ? C16 C15 N5 121.2(2) . . ? C20 C15 N5 119.4(2) . . ? C15 C16 C17 119.4(3) . . ? C15 C16 H16 120.3 . . ? C17 C16 H16 120.3 . . ? C18 C17 C16 120.5(3) . . ? C18 C17 H17 119.7 . . ? C16 C17 H17 119.7 . . ? C17 C18 C19 120.2(3) . . ? C17 C18 H18 119.9 . . ? C19 C18 H18 119.9 . . ? C18 C19 C20 119.7(3) . . ? C18 C19 H19 120.2 . . ? C20 C19 H19 120.2 . . ? C19 C20 C15 120.7(2) . . ? C19 C20 H20 119.7 . . ? C15 C20 H20 119.7 . . ? N1 C41 C42 124.0(2) . . ? N1 C41 H41 118.0 . . ? C42 C41 H41 118.0 . . ? C43 C42 C41 120.4(2) . . ? C43 C42 H42 119.8 . . ? C41 C42 H42 119.8 . . ? C42 C43 C44 116.4(2) . . ? C42 C43 C46 121.71(19) . . ? C44 C43 C46 121.86(19) . . ? C43 C44 C45 119.6(2) . . ? C43 C44 H44 120.2 . . ? C45 C44 H44 120.2 . . ? N1 C45 C44 123.8(2) . . ? N1 C45 H45 118.1 . . ? C44 C45 H45 118.1 . . ? C47 C46 C50 116.2(2) 1_545 1_545 ? C47 C46 C43 121.3(2) 1_545 . ? C50 C46 C43 122.47(19) 1_545 . ? C46 C47 C48 120.5(2) 1_565 . ? C46 C47 H47 119.8 1_565 . ? C48 C47 H47 119.8 . . ? N3 C48 C47 123.3(2) . . ? N3 C48 H48 118.3 . . ? C47 C48 H48 118.3 . . ? N3 C49 C50 123.7(2) . . ? N3 C49 H49 118.1 . . ? C50 C49 H49 118.1 . . ? C49 C50 C46 120.0(2) . 1_565 ? C49 C50 H50 120.0 . . ? C46 C50 H50 120.0 1_565 . ? C61 N7 C62 116.8(7) . . ? C61 N7 C63 123.1(7) . . ? C62 N7 C63 120.0(5) . . ? O9 C61 N7 124.9(9) . . ? O9 C61 H61 117.6 . . ? N7 C61 H61 117.6 . . ? N7 C62 H62A 109.5 . . ? N7 C62 H62B 109.5 . . ? H62A C62 H62B 109.5 . . ? N7 C62 H62C 109.5 . . ? H62A C62 H62C 109.5 . . ? H62B C62 H62C 109.5 . . ? N7 C63 H63A 109.5 . . ? N7 C63 H63B 109.5 . . ? H63A C63 H63B 109.5 . . ? N7 C63 H63C 109.5 . . ? H63A C63 H63C 109.5 . . ? H63B C63 H63C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 Co1 O1 C1 28.33(16) 7_567 . . . ? N1 Co1 O1 C1 -67.99(14) . . . . ? N3 Co1 O1 C1 111.75(14) . . . . ? O5 Co1 O1 C1 -159.54(14) 8_465 . . . ? O6 Co1 O1 C1 -152.74(14) 8_465 . . . ? O2 Co1 N1 C41 11.38(18) 7_567 . . . ? O1 Co1 N1 C41 126.94(18) . . . . ? N3 Co1 N1 C41 94(9) . . . . ? O5 Co1 N1 C41 -141.91(18) 8_465 . . . ? O6 Co1 N1 C41 -82.42(18) 8_465 . . . ? O2 Co1 N1 C45 -173.27(19) 7_567 . . . ? O1 Co1 N1 C45 -57.71(19) . . . . ? N3 Co1 N1 C45 -91(9) . . . . ? O5 Co1 N1 C45 33.44(19) 8_465 . . . ? O6 Co1 N1 C45 92.93(19) 8_465 . . . ? O2 Co1 N3 C48 -28.3(2) 7_567 . . . ? O1 Co1 N3 C48 -144.0(2) . . . . ? N1 Co1 N3 C48 -111(9) . . . . ? O5 Co1 N3 C48 124.9(2) 8_465 . . . ? O6 Co1 N3 C48 65.4(2) 8_465 . . . ? O2 Co1 N3 C49 150.15(17) 7_567 . . . ? O1 Co1 N3 C49 34.55(16) . . . . ? N1 Co1 N3 C49 67(9) . . . . ? O5 Co1 N3 C49 -56.60(16) 8_465 . . . ? O6 Co1 N3 C49 -116.09(16) 8_465 . . . ? Co1 O2 C1 O1 -93.2(3) 7_567 . . . ? Co1 O2 C1 C2 86.7(3) 7_567 . . . ? Co1 O1 C1 O2 1.9(2) . . . . ? Co1 O1 C1 C2 -177.95(13) . . . . ? O2 C1 C2 C7 -168.14(19) . . . . ? O1 C1 C2 C7 11.7(3) . . . . ? O2 C1 C2 C3 11.6(3) . . . . ? O1 C1 C2 C3 -168.50(19) . . . . ? C7 C2 C3 C4 0.4(3) . . . . ? C1 C2 C3 C4 -179.4(2) . . . . ? C2 C3 C4 C5 2.6(4) . . . . ? C3 C4 C5 N5 175.6(2) . . . . ? C3 C4 C5 C6 -3.3(4) . . . . ? C8 N5 C5 C4 -20.2(4) . . . . ? C15 N5 C5 C4 157.9(2) . . . . ? C8 N5 C5 C6 158.7(2) . . . . ? C15 N5 C5 C6 -23.2(4) . . . . ? C4 C5 C6 C7 1.2(4) . . . . ? N5 C5 C6 C7 -177.7(2) . . . . ? C5 C6 C7 C2 1.8(4) . . . . ? C3 C2 C7 C6 -2.5(3) . . . . ? C1 C2 C7 C6 177.2(2) . . . . ? C5 N5 C8 C13 143.4(3) . . . . ? C15 N5 C8 C13 -34.8(4) . . . . ? C5 N5 C8 C9 -38.0(4) . . . . ? C15 N5 C8 C9 143.8(2) . . . . ? C13 C8 C9 C10 -3.0(4) . . . . ? N5 C8 C9 C10 178.3(2) . . . . ? C8 C9 C10 C11 3.1(4) . . . . ? C9 C10 C11 C12 -0.9(4) . . . . ? C9 C10 C11 C14 180.0(2) . . . . ? C10 C11 C12 C13 -1.3(4) . . . . ? C14 C11 C12 C13 177.8(2) . . . . ? C9 C8 C13 C12 0.8(4) . . . . ? N5 C8 C13 C12 179.5(3) . . . . ? C11 C12 C13 C8 1.4(4) . . . . ? Co1 O6 C14 O5 3.3(2) 8_566 . . . ? Co1 O6 C14 C11 -176.63(17) 8_566 . . . ? Co1 O5 C14 O6 -3.3(2) 8_566 . . . ? Co1 O5 C14 C11 176.62(17) 8_566 . . . ? C12 C11 C14 O6 -165.6(2) . . . . ? C10 C11 C14 O6 13.4(3) . . . . ? C12 C11 C14 O5 14.4(3) . . . . ? C10 C11 C14 O5 -166.5(2) . . . . ? C5 N5 C15 C16 -63.8(3) . . . . ? C8 N5 C15 C16 114.4(3) . . . . ? C5 N5 C15 C20 116.4(3) . . . . ? C8 N5 C15 C20 -65.4(3) . . . . ? C20 C15 C16 C17 0.4(4) . . . . ? N5 C15 C16 C17 -179.3(2) . . . . ? C15 C16 C17 C18 -1.3(5) . . . . ? C16 C17 C18 C19 1.2(5) . . . . ? C17 C18 C19 C20 -0.3(4) . . . . ? C18 C19 C20 C15 -0.6(4) . . . . ? C16 C15 C20 C19 0.5(4) . . . . ? N5 C15 C20 C19 -179.8(2) . . . . ? C45 N1 C41 C42 -1.1(4) . . . . ? Co1 N1 C41 C42 174.4(2) . . . . ? N1 C41 C42 C43 -0.8(4) . . . . ? C41 C42 C43 C44 1.4(4) . . . . ? C41 C42 C43 C46 -179.6(2) . . . . ? C42 C43 C44 C45 -0.1(4) . . . . ? C46 C43 C44 C45 -179.2(2) . . . . ? C41 N1 C45 C44 2.5(4) . . . . ? Co1 N1 C45 C44 -173.2(2) . . . . ? C43 C44 C45 N1 -1.9(5) . . . . ? C42 C43 C46 C47 20.1(3) . . . 1_545 ? C44 C43 C46 C47 -160.9(3) . . . 1_545 ? C42 C43 C46 C50 -157.8(2) . . . 1_545 ? C44 C43 C46 C50 21.2(3) . . . 1_545 ? C49 N3 C48 C47 -1.5(4) . . . . ? Co1 N3 C48 C47 177.1(2) . . . . ? C46 C47 C48 N3 0.8(5) 1_565 . . . ? C48 N3 C49 C50 0.8(3) . . . . ? Co1 N3 C49 C50 -177.84(18) . . . . ? N3 C49 C50 C46 0.6(4) . . . 1_565 ? C62 N7 C61 O9 -179.5(6) . . . . ? C63 N7 C61 O9 -4.1(10) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.427 _refine_diff_density_min -0.448 _refine_diff_density_rms 0.070 data_ql1 _database_code_depnum_ccdc_archive 'CCDC 900965' #TrackingRef 'compound 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H21 Cd N3 O4' _chemical_formula_sum 'C30 H21 Cd N3 O4' _chemical_formula_weight 599.92 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' Cd Cd -0.8075 1.2024 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c ' _symmetry_space_group_name_hall ' -C 2yc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 28.676(4) _cell_length_b 11.7344(15) _cell_length_c 17.820(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.202(2) _cell_angle_gamma 90.00 _cell_volume 5882.1(15) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3924 _cell_measurement_theta_min 2.3235 _cell_measurement_theta_max 26.512 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.355 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2416.0 _exptl_absorpt_coefficient_mu 0.779 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.801 _exptl_absorpt_correction_T_max 0.840 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17472 _diffrn_reflns_av_R_equivalents 0.0392 _diffrn_reflns_av_sigmaI/netI 0.0504 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 37 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.45 _diffrn_reflns_theta_max 27.56 _reflns_number_total 6802 _reflns_number_gt 4540 _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^)+(0.0800P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6578 _refine_ls_number_parameters 343 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0653 _refine_ls_R_factor_gt 0.0448 _refine_ls_wR_factor_ref 0.1413 _refine_ls_wR_factor_gt 0.1301 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.15170(16) 0.2425(3) 0.2646(2) 0.0378(9) Uani 1 1 d . . . C2 C 0.11623(16) 0.2269(4) 0.1931(3) 0.0484(11) Uani 1 1 d . . . C3 C 0.07076(17) 0.1893(5) 0.1911(2) 0.0549(12) Uani 1 1 d . . . H3 H 0.0614 0.1732 0.2371 0.066 Uiso 1 1 calc R . . C4 C 0.03838(17) 0.1745(5) 0.1241(2) 0.0579(13) Uani 1 1 d . . . H4 H 0.0082 0.1465 0.1253 0.070 Uiso 1 1 calc R . . C5 C 0.05055(17) 0.2011(5) 0.0547(3) 0.0587(13) Uani 1 1 d . . . C6 C 0.0960(2) 0.2404(5) 0.0560(3) 0.083(3) Uani 1 1 d . . . H6 H 0.1048 0.2603 0.0101 0.100 Uiso 1 1 calc R . . C7 C 0.12846(19) 0.2509(5) 0.1225(3) 0.080(2) Uani 1 1 d . . . H7 H 0.1592 0.2744 0.1209 0.096 Uiso 1 1 calc R . . C8 C -0.02997(16) 0.2005(5) -0.0276(2) 0.0526(12) Uani 1 1 d . . . C9 C -0.05113(17) 0.2633(4) 0.0223(3) 0.0517(12) Uani 1 1 d . . . H9 H -0.0323 0.2993 0.0640 0.062 Uiso 1 1 calc R . . C10 C -0.09995(16) 0.2728(4) 0.0108(2) 0.0475(11) Uani 1 1 d . . . H10 H -0.1137 0.3122 0.0462 0.057 Uiso 1 1 calc R . . C11 C -0.12890(15) 0.2246(4) -0.0529(2) 0.0416(10) Uani 1 1 d . . . C12 C -0.10710(16) 0.1623(4) -0.1035(2) 0.0557(13) Uani 1 1 d . . . H12 H -0.1257 0.1299 -0.1469 0.067 Uiso 1 1 calc R . . C13 C -0.05862(17) 0.1483(5) -0.0900(3) 0.0603(14) Uani 1 1 d . . . H13 H -0.0449 0.1035 -0.1228 0.072 Uiso 1 1 calc R . . C14 C -0.18122(14) 0.2388(3) -0.0684(2) 0.0331(8) Uani 1 1 d . . . C15 C 0.04078(17) 0.1519(5) -0.0788(3) 0.0589(13) Uani 1 1 d . . . C16 C 0.0417(3) 0.2248(6) -0.1391(3) 0.0776(19) Uani 1 1 d . . . H16 H 0.0287 0.2975 -0.1391 0.093 Uiso 1 1 calc R . . C17 C 0.0618(3) 0.1901(8) -0.1987(3) 0.098(2) Uani 1 1 d . . . H17 H 0.0619 0.2387 -0.2398 0.117 Uiso 1 1 calc R . . C18 C 0.0822(2) 0.0816(6) -0.1981(3) 0.091(2) Uani 1 1 d . . . H18 H 0.0962 0.0584 -0.2385 0.109 Uiso 1 1 calc R . . C19 C 0.0816(2) 0.0111(6) -0.1389(3) 0.0790(18) Uani 1 1 d . . . H19 H 0.0948 -0.0613 -0.1386 0.095 Uiso 1 1 calc R . . C20 C 0.06129(18) 0.0457(5) -0.0786(3) 0.0682(15) Uani 1 1 d . . . H20 H 0.0615 -0.0031 -0.0375 0.082 Uiso 1 1 calc R . . C21 C 0.2363(2) -0.0012(4) 0.3473(3) 0.0706(17) Uani 1 1 d . . . H21 H 0.2522 0.0383 0.3146 0.085 Uiso 1 1 calc R . . C22 C 0.2343(2) -0.1171(4) 0.3417(3) 0.0735(19) Uani 1 1 d . . . H22 H 0.2473 -0.1538 0.3042 0.088 Uiso 1 1 calc R . . C23 C 0.21347(15) -0.1797(4) 0.3909(2) 0.0393(9) Uani 1 1 d . . . C24 C 0.19490(19) -0.1167(4) 0.4439(3) 0.0534(13) Uani 1 1 d . . . H24 H 0.1810 -0.1541 0.4801 0.064 Uiso 1 1 calc R . . C25 C 0.19670(18) -0.0011(4) 0.4437(3) 0.0489(11) Uani 1 1 d . . . H25 H 0.1829 0.0382 0.4791 0.059 Uiso 1 1 calc R . . C26 C 0.21286(15) -0.3054(4) 0.3906(2) 0.0404(9) Uani 1 1 d . . . C27 C 0.2399(2) -0.3680(4) 0.3487(3) 0.0553(13) Uani 1 1 d . . . H27 H 0.2576 -0.3306 0.3176 0.066 Uiso 1 1 calc R . . C28 C 0.2406(2) -0.4843(4) 0.3526(3) 0.0556(13) Uani 1 1 d . . . H28 H 0.2594 -0.5241 0.3244 0.067 Uiso 1 1 calc R . . C29 C 0.19064(19) -0.4848(4) 0.4365(3) 0.0587(14) Uani 1 1 d . . . H29 H 0.1736 -0.5244 0.4675 0.070 Uiso 1 1 calc R . . C30 C 0.1885(2) -0.3681(4) 0.4362(3) 0.0625(15) Uani 1 1 d . . . H30 H 0.1705 -0.3308 0.4669 0.075 Uiso 1 1 calc R . . Cd1 Cd 0.219067(9) 0.257021(19) 0.393666(14) 0.02698(11) Uani 1 1 d . . . N1 N 0.01973(14) 0.1875(5) -0.0157(2) 0.0685(13) Uani 1 1 d . . . N2 N 0.21696(11) 0.0586(3) 0.39616(17) 0.0365(8) Uani 1 1 d . . . N3 N 0.21554(13) -0.5437(3) 0.39533(18) 0.0415(9) Uani 1 1 d . . . O1 O 0.13813(12) 0.2382(3) 0.32735(18) 0.0490(8) Uani 1 1 d . . . O2 O 0.19408(11) 0.2559(2) 0.26083(17) 0.0459(8) Uani 1 1 d . . . O3 O -0.20160(11) 0.2685(2) -0.01481(17) 0.0412(7) Uani 1 1 d . . . O4 O -0.20455(11) 0.2199(3) -0.13345(17) 0.0504(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.038(2) 0.041(3) 0.0334(19) -0.0041(15) 0.0026(16) 0.0022(17) C2 0.036(2) 0.066(3) 0.042(2) -0.008(2) 0.0059(19) 0.003(2) C3 0.050(3) 0.069(4) 0.045(2) -0.001(2) 0.006(2) -0.006(3) C4 0.041(3) 0.079(4) 0.053(3) -0.005(2) 0.005(2) -0.006(2) C5 0.038(3) 0.095(4) 0.044(2) -0.014(3) 0.0087(19) 0.006(3) C6 0.043(3) 0.168(8) 0.039(3) -0.002(3) 0.008(2) -0.017(3) C7 0.035(3) 0.158(8) 0.045(3) 0.004(3) 0.002(2) -0.015(3) C8 0.033(2) 0.081(4) 0.044(2) -0.005(2) 0.0059(18) 0.004(2) C9 0.038(2) 0.076(4) 0.039(2) -0.014(2) 0.0022(18) 0.001(2) C10 0.038(2) 0.063(3) 0.041(2) -0.0072(19) 0.0077(18) 0.003(2) C11 0.031(2) 0.055(3) 0.039(2) -0.0004(18) 0.0077(16) 0.0006(19) C12 0.038(3) 0.080(4) 0.046(2) -0.016(2) 0.0010(19) 0.009(2) C13 0.046(3) 0.088(4) 0.048(3) -0.019(2) 0.011(2) 0.011(3) C14 0.0270(19) 0.032(2) 0.041(2) 0.0069(15) 0.0082(15) -0.0018(15) C15 0.042(3) 0.084(4) 0.051(3) -0.005(2) 0.009(2) 0.011(3) C16 0.079(4) 0.103(5) 0.053(3) 0.008(3) 0.018(3) 0.021(4) C17 0.106(6) 0.133(7) 0.058(4) 0.017(4) 0.027(3) 0.028(5) C18 0.103(5) 0.113(6) 0.066(4) -0.002(4) 0.036(4) 0.026(4) C19 0.068(4) 0.098(5) 0.069(4) -0.019(3) 0.008(3) 0.015(3) C20 0.059(4) 0.082(4) 0.063(3) -0.004(3) 0.011(3) 0.000(3) C21 0.122(5) 0.026(3) 0.082(4) 0.000(2) 0.067(4) -0.002(3) C22 0.139(6) 0.024(3) 0.079(4) 0.000(2) 0.073(4) 0.005(3) C23 0.046(3) 0.027(2) 0.046(2) -0.0036(16) 0.0121(18) 0.0004(17) C24 0.075(4) 0.030(3) 0.067(3) -0.003(2) 0.042(3) -0.010(2) C25 0.072(3) 0.025(2) 0.057(3) -0.0084(18) 0.033(2) -0.001(2) C26 0.047(3) 0.025(2) 0.054(2) -0.0026(17) 0.0204(19) -0.0015(17) C27 0.088(4) 0.027(3) 0.065(3) -0.0007(19) 0.048(3) -0.002(2) C28 0.092(4) 0.026(3) 0.060(3) 0.0023(19) 0.040(3) 0.004(2) C29 0.065(3) 0.025(3) 0.099(4) 0.009(2) 0.047(3) 0.000(2) C30 0.076(4) 0.027(3) 0.101(4) 0.000(2) 0.058(3) 0.005(2) Cd1 0.02878(17) 0.01940(17) 0.03190(16) -0.00069(9) 0.00376(10) -0.00152(10) N1 0.037(2) 0.125(4) 0.043(2) -0.012(2) 0.0062(17) 0.009(3) N2 0.044(2) 0.0212(18) 0.0451(18) -0.0014(13) 0.0109(15) -0.0008(14) N3 0.057(2) 0.0191(19) 0.052(2) -0.0039(14) 0.0211(18) -0.0028(15) O1 0.0371(17) 0.071(2) 0.0383(15) 0.0008(13) 0.0055(13) -0.0038(14) O2 0.0326(16) 0.065(2) 0.0385(16) -0.0004(12) 0.0025(12) -0.0046(13) O3 0.0325(15) 0.0496(18) 0.0434(16) 0.0061(12) 0.0123(12) 0.0103(12) O4 0.0320(16) 0.069(2) 0.0476(17) -0.0108(15) 0.0025(13) 0.0044(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.240(5) . ? C1 O1 1.255(5) . ? C1 C2 1.478(6) . ? C2 C3 1.370(6) . ? C2 C7 1.399(7) . ? C3 C4 1.375(6) . ? C3 H3 0.9300 . ? C4 C5 1.383(6) . ? C4 H4 0.9300 . ? C5 C6 1.380(8) . ? C5 N1 1.397(6) . ? C6 C7 1.363(7) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.383(6) . ? C8 C13 1.390(6) . ? C8 N1 1.408(6) . ? C9 C10 1.380(6) . ? C9 H9 0.9300 . ? C10 C11 1.390(6) . ? C10 H10 0.9300 . ? C11 C12 1.398(6) . ? C11 C14 1.481(6) . ? C12 C13 1.374(6) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 O4 1.241(5) . ? C14 O3 1.261(5) . ? C15 C20 1.377(7) . ? C15 C16 1.378(7) . ? C15 N1 1.437(6) . ? C16 C17 1.365(8) . ? C16 H16 0.9300 . ? C17 C18 1.401(9) . ? C17 H17 0.9300 . ? C18 C19 1.343(8) . ? C18 H18 0.9300 . ? C19 C20 1.378(7) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 N2 1.321(5) . ? C21 C22 1.364(7) . ? C21 H21 0.9300 . ? C22 C23 1.369(6) . ? C22 H22 0.9300 . ? C23 C24 1.385(6) . ? C23 C26 1.475(7) . ? C24 C25 1.358(6) . ? C24 H24 0.9300 . ? C25 N2 1.318(5) . ? C25 H25 0.9300 . ? C26 C30 1.383(6) . ? C26 C27 1.387(6) . ? C27 C28 1.367(6) . ? C27 H27 0.9300 . ? C28 N3 1.339(5) . ? C28 H28 0.9300 . ? C29 N3 1.316(5) . ? C29 C30 1.371(6) . ? C29 H29 0.9300 . ? C30 H30 0.9300 . ? Cd1 O3 2.313(3) 2 ? Cd1 N2 2.330(3) . ? Cd1 O2 2.336(3) . ? Cd1 N3 2.341(4) 1_565 ? Cd1 O4 2.349(3) 8_556 ? Cd1 O1 2.401(3) . ? Cd1 O3 2.546(3) 8_556 ? N3 Cd1 2.341(4) 1_545 ? O3 Cd1 2.313(3) 2 ? O3 Cd1 2.546(3) 8_455 ? O4 Cd1 2.349(3) 8_455 ? 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 C1 O1 122.0(4) . . ? O2 C1 C2 119.1(4) . . ? O1 C1 C2 118.8(4) . . ? C3 C2 C7 116.4(4) . . ? C3 C2 C1 123.6(4) . . ? C7 C2 C1 120.0(4) . . ? C2 C3 C4 122.8(4) . . ? C2 C3 H3 118.6 . . ? C4 C3 H3 118.6 . . ? C3 C4 C5 120.2(5) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C6 C5 C4 117.6(4) . . ? C6 C5 N1 118.9(5) . . ? C4 C5 N1 123.5(5) . . ? C7 C6 C5 121.8(5) . . ? C7 C6 H6 119.1 . . ? C5 C6 H6 119.1 . . ? C6 C7 C2 121.1(5) . . ? C6 C7 H7 119.4 . . ? C2 C7 H7 119.4 . . ? C9 C8 C13 119.0(4) . . ? C9 C8 N1 121.3(4) . . ? C13 C8 N1 119.7(4) . . ? C10 C9 C8 120.4(4) . . ? C10 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? C9 C10 C11 121.1(4) . . ? C9 C10 H10 119.5 . . ? C11 C10 H10 119.5 . . ? C10 C11 C12 117.9(4) . . ? C10 C11 C14 121.9(4) . . ? C12 C11 C14 120.2(4) . . ? C13 C12 C11 120.9(4) . . ? C13 C12 H12 119.6 . . ? C11 C12 H12 119.6 . . ? C12 C13 C8 120.6(4) . . ? C12 C13 H13 119.7 . . ? C8 C13 H13 119.7 . . ? O4 C14 O3 120.8(4) . . ? O4 C14 C11 119.7(4) . . ? O3 C14 C11 119.5(4) . . ? C20 C15 C16 119.4(5) . . ? C20 C15 N1 120.4(5) . . ? C16 C15 N1 120.2(5) . . ? C17 C16 C15 119.7(7) . . ? C17 C16 H16 120.1 . . ? C15 C16 H16 120.1 . . ? C16 C17 C18 120.3(6) . . ? C16 C17 H17 119.8 . . ? C18 C17 H17 119.8 . . ? C19 C18 C17 119.7(6) . . ? C19 C18 H18 120.2 . . ? C17 C18 H18 120.2 . . ? C18 C19 C20 120.2(6) . . ? C18 C19 H19 119.9 . . ? C20 C19 H19 119.9 . . ? C15 C20 C19 120.6(5) . . ? C15 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? N2 C21 C22 124.2(4) . . ? N2 C21 H21 117.9 . . ? C22 C21 H21 117.9 . . ? C21 C22 C23 120.3(4) . . ? C21 C22 H22 119.9 . . ? C23 C22 H22 119.9 . . ? C22 C23 C24 115.2(4) . . ? C22 C23 C26 122.7(4) . . ? C24 C23 C26 122.0(4) . . ? C25 C24 C23 120.7(4) . . ? C25 C24 H24 119.6 . . ? C23 C24 H24 119.6 . . ? N2 C25 C24 123.7(4) . . ? N2 C25 H25 118.1 . . ? C24 C25 H25 118.1 . . ? C30 C26 C27 115.7(4) . . ? C30 C26 C23 122.4(4) . . ? C27 C26 C23 121.6(4) . . ? C28 C27 C26 120.4(4) . . ? C28 C27 H27 119.8 . . ? C26 C27 H27 119.8 . . ? N3 C28 C27 123.0(4) . . ? N3 C28 H28 118.5 . . ? C27 C28 H28 118.5 . . ? N3 C29 C30 123.5(4) . . ? N3 C29 H29 118.3 . . ? C30 C29 H29 118.3 . . ? C29 C30 C26 120.4(4) . . ? C29 C30 H30 119.8 . . ? C26 C30 H30 119.8 . . ? O3 Cd1 N2 91.67(10) 2 . ? O3 Cd1 O2 150.06(11) 2 . ? N2 Cd1 O2 90.56(10) . . ? O3 Cd1 N3 84.97(10) 2 1_565 ? N2 Cd1 N3 175.33(12) . 1_565 ? O2 Cd1 N3 90.74(10) . 1_565 ? O3 Cd1 O4 124.41(11) 2 8_556 ? N2 Cd1 O4 98.51(11) . 8_556 ? O2 Cd1 O4 84.66(11) . 8_556 ? N3 Cd1 O4 86.08(12) 1_565 8_556 ? O3 Cd1 O1 95.78(11) 2 . ? N2 Cd1 O1 83.77(11) . . ? O2 Cd1 O1 54.83(11) . . ? N3 Cd1 O1 93.32(11) 1_565 . ? O4 Cd1 O1 139.49(11) 8_556 . ? O3 Cd1 O3 74.79(11) 2 8_556 ? N2 Cd1 O3 83.89(10) . 8_556 ? O2 Cd1 O3 135.10(10) . 8_556 ? N3 Cd1 O3 98.32(11) 1_565 8_556 ? O4 Cd1 O3 52.58(10) 8_556 8_556 ? O1 Cd1 O3 164.22(10) . 8_556 ? C5 N1 C8 124.6(4) . . ? C5 N1 C15 116.6(4) . . ? C8 N1 C15 118.7(4) . . ? C25 N2 C21 115.8(4) . . ? C25 N2 Cd1 124.1(3) . . ? C21 N2 Cd1 120.2(3) . . ? C29 N3 C28 116.9(4) . . ? C29 N3 Cd1 124.1(3) . 1_545 ? C28 N3 Cd1 118.9(3) . 1_545 ? C1 O1 Cd1 89.9(3) . . ? C1 O2 Cd1 93.3(2) . . ? C14 O3 Cd1 155.0(3) . 2 ? C14 O3 Cd1 88.3(2) . 8_455 ? Cd1 O3 Cd1 105.21(11) 2 8_455 ? C14 O4 Cd1 98.2(2) . 8_455 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C3 166.6(5) . . . . ? O1 C1 C2 C3 -11.3(7) . . . . ? O2 C1 C2 C7 -13.3(6) . . . . ? O1 C1 C2 C7 168.7(4) . . . . ? C7 C2 C3 C4 0.5(8) . . . . ? C1 C2 C3 C4 -179.5(5) . . . . ? C2 C3 C4 C5 -2.0(9) . . . . ? C3 C4 C5 C6 1.1(9) . . . . ? C3 C4 C5 N1 179.5(5) . . . . ? C4 C5 C6 C7 1.3(9) . . . . ? N1 C5 C6 C7 -177.1(6) . . . . ? C5 C6 C7 C2 -2.9(9) . . . . ? C3 C2 C7 C6 2.0(8) . . . . ? C1 C2 C7 C6 -178.1(5) . . . . ? C13 C8 C9 C10 0.7(8) . . . . ? N1 C8 C9 C10 -178.5(5) . . . . ? C8 C9 C10 C11 -3.1(8) . . . . ? C9 C10 C11 C12 2.4(7) . . . . ? C9 C10 C11 C14 -176.9(4) . . . . ? C10 C11 C12 C13 0.7(7) . . . . ? C14 C11 C12 C13 -180.0(4) . . . . ? C11 C12 C13 C8 -3.1(8) . . . . ? C9 C8 C13 C12 2.4(8) . . . . ? N1 C8 C13 C12 -178.4(5) . . . . ? C10 C11 C14 O4 162.2(4) . . . . ? C12 C11 C14 O4 -17.1(6) . . . . ? C10 C11 C14 O3 -18.8(6) . . . . ? C12 C11 C14 O3 161.9(4) . . . . ? C20 C15 C16 C17 1.7(10) . . . . ? N1 C15 C16 C17 -180.0(6) . . . . ? C15 C16 C17 C18 -1.2(11) . . . . ? C16 C17 C18 C19 0.7(12) . . . . ? C17 C18 C19 C20 -0.6(10) . . . . ? C16 C15 C20 C19 -1.6(8) . . . . ? N1 C15 C20 C19 -180.0(5) . . . . ? C18 C19 C20 C15 1.1(9) . . . . ? N2 C21 C22 C23 -3.4(11) . . . . ? C21 C22 C23 C24 0.7(8) . . . . ? C21 C22 C23 C26 -176.2(5) . . . . ? C22 C23 C24 C25 1.9(7) . . . . ? C26 C23 C24 C25 178.8(4) . . . . ? C23 C24 C25 N2 -2.2(8) . . . . ? C22 C23 C26 C30 -174.7(5) . . . . ? C24 C23 C26 C30 8.6(6) . . . . ? C22 C23 C26 C27 10.4(6) . . . . ? C24 C23 C26 C27 -166.3(5) . . . . ? C30 C26 C27 C28 1.3(7) . . . . ? C23 C26 C27 C28 176.5(5) . . . . ? C26 C27 C28 N3 0.8(9) . . . . ? N3 C29 C30 C26 0.6(9) . . . . ? C27 C26 C30 C29 -2.0(8) . . . . ? C23 C26 C30 C29 -177.1(5) . . . . ? C6 C5 N1 C8 -149.0(6) . . . . ? C4 C5 N1 C8 32.6(9) . . . . ? C6 C5 N1 C15 34.4(8) . . . . ? C4 C5 N1 C15 -144.0(6) . . . . ? C9 C8 N1 C5 21.7(9) . . . . ? C13 C8 N1 C5 -157.5(6) . . . . ? C9 C8 N1 C15 -161.8(5) . . . . ? C13 C8 N1 C15 19.1(8) . . . . ? C20 C15 N1 C5 65.5(7) . . . . ? C16 C15 N1 C5 -112.8(6) . . . . ? C20 C15 N1 C8 -111.3(6) . . . . ? C16 C15 N1 C8 70.4(8) . . . . ? C24 C25 N2 C21 -0.3(7) . . . . ? C24 C25 N2 Cd1 178.8(4) . . . . ? C22 C21 N2 C25 3.1(8) . . . . ? C22 C21 N2 Cd1 -176.1(5) . . . . ? O3 Cd1 N2 C25 18.0(4) 2 . . . ? O2 Cd1 N2 C25 -132.2(4) . . . . ? N3 Cd1 N2 C25 -26.0(16) 1_565 . . . ? O4 Cd1 N2 C25 143.2(4) 8_556 . . . ? O1 Cd1 N2 C25 -77.6(4) . . . . ? O3 Cd1 N2 C25 92.5(4) 8_556 . . . ? O3 Cd1 N2 C21 -162.9(4) 2 . . . ? O2 Cd1 N2 C21 46.9(4) . . . . ? N3 Cd1 N2 C21 153.1(14) 1_565 . . . ? O4 Cd1 N2 C21 -37.8(4) 8_556 . . . ? O1 Cd1 N2 C21 101.4(4) . . . . ? O3 Cd1 N2 C21 -88.4(4) 8_556 . . . ? C30 C29 N3 C28 1.5(8) . . . . ? C30 C29 N3 Cd1 -179.2(4) . . . 1_545 ? C27 C28 N3 C29 -2.2(7) . . . . ? C27 C28 N3 Cd1 178.5(4) . . . 1_545 ? O2 C1 O1 Cd1 -2.0(4) . . . . ? C2 C1 O1 Cd1 175.9(3) . . . . ? O3 Cd1 O1 C1 174.9(2) 2 . . . ? N2 Cd1 O1 C1 -94.0(2) . . . . ? O2 Cd1 O1 C1 1.1(2) . . . . ? N3 Cd1 O1 C1 89.6(2) 1_565 . . . ? O4 Cd1 O1 C1 1.8(3) 8_556 . . . ? O3 Cd1 O1 C1 -132.8(3) 8_556 . . . ? O1 C1 O2 Cd1 2.0(4) . . . . ? C2 C1 O2 Cd1 -175.8(3) . . . . ? O3 Cd1 O2 C1 -13.5(3) 2 . . . ? N2 Cd1 O2 C1 80.9(2) . . . . ? N3 Cd1 O2 C1 -94.6(2) 1_565 . . . ? O4 Cd1 O2 C1 179.4(2) 8_556 . . . ? O1 Cd1 O2 C1 -1.1(2) . . . . ? O3 Cd1 O2 C1 162.8(2) 8_556 . . . ? O4 C14 O3 Cd1 127.9(6) . . . 2 ? C11 C14 O3 Cd1 -51.1(8) . . . 2 ? O4 C14 O3 Cd1 3.9(4) . . . 8_455 ? C11 C14 O3 Cd1 -175.1(3) . . . 8_455 ? O3 C14 O4 Cd1 -4.3(4) . . . 8_455 ? C11 C14 O4 Cd1 174.7(3) . . . 8_455 ? 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 _platon_squeeze_void_content 1 0.500 0.000 0.365 644 144 ' ' 2 0.000 0.500 0.672 644 144 ' ' _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 27.56 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 1.379 _refine_diff_density_min -0.843 _refine_diff_density_rms 0.105 data_wyy _database_code_depnum_ccdc_archive 'CCDC 900966' #TrackingRef 'compound 4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C38 H27 N5 O4 Zn' _chemical_formula_sum 'C38 H27 N5 O4 Zn' _chemical_formula_weight 683.02 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/n ' _symmetry_space_group_name_hall ' -P 2yn ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.972(3) _cell_length_b 12.043(4) _cell_length_c 27.792(8) _cell_angle_alpha 90.00 _cell_angle_beta 99.959(4) _cell_angle_gamma 90.00 _cell_volume 3947(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5374 _cell_measurement_theta_min 2.428 _cell_measurement_theta_max 26.8245 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.150 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1408 _exptl_absorpt_coefficient_mu 0.663 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.831 _exptl_absorpt_correction_T_max 0.864 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26485 _diffrn_reflns_av_R_equivalents 0.1043 _diffrn_reflns_av_sigmaI/netI 0.1263 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 1.49 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6922 _reflns_number_gt 5397 _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^)+(0.0998P)^2^+5.3641P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6922 _refine_ls_number_parameters 433 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0915 _refine_ls_R_factor_gt 0.0756 _refine_ls_wR_factor_ref 0.2320 _refine_ls_wR_factor_gt 0.2144 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N5 N 1.0896(3) -0.4381(3) 0.57562(14) 0.0281(9) Uani 1 1 d . . . C38 C 1.0318(4) -0.5123(4) 0.59888(19) 0.0316(11) Uani 1 1 d . . . H38 H 1.0548 -0.5848 0.6066 0.038 Uiso 1 1 calc R . . C1 C 0.5801(6) 0.8876(7) 0.2470(3) 0.070(2) Uani 1 1 d . . . H1 H 0.6513 0.9079 0.2410 0.084 Uiso 1 1 calc R . . C2 C 0.5418(6) 0.9282(7) 0.2871(3) 0.0647(19) Uani 1 1 d . . . H2 H 0.5873 0.9766 0.3080 0.078 Uiso 1 1 calc R . . C3 C 0.4361(6) 0.8986(6) 0.2971(2) 0.0561(16) Uani 1 1 d . . . H3 H 0.4104 0.9264 0.3244 0.067 Uiso 1 1 calc R . . C4 C 0.3686(4) 0.8255(5) 0.2647(2) 0.0433(14) Uani 1 1 d . . . C5 C 0.4068(5) 0.7853(6) 0.2254(2) 0.0547(16) Uani 1 1 d . . . H5 H 0.3617 0.7363 0.2046 0.066 Uiso 1 1 calc R . . C6 C 0.5125(6) 0.8157(7) 0.2153(2) 0.0637(19) Uani 1 1 d . . . H6 H 0.5375 0.7884 0.1877 0.076 Uiso 1 1 calc R . . C7 C 0.1654(4) 0.8139(4) 0.23418(19) 0.0352(11) Uani 1 1 d . . . C8 C 0.0743(5) 0.7406(5) 0.2275(2) 0.0450(14) Uani 1 1 d . . . H8 H 0.0734 0.6820 0.2492 0.054 Uiso 1 1 calc R . . C9 C -0.0155(5) 0.7537(5) 0.1887(2) 0.0462(14) Uani 1 1 d . . . H9 H -0.0752 0.7032 0.1843 0.055 Uiso 1 1 calc R . . C10 C -0.0158(5) 0.8414(4) 0.1569(2) 0.0418(13) Uani 1 1 d U . . C11 C 0.0697(5) 0.9128(5) 0.1641(2) 0.0459(14) Uani 1 1 d . . . H11 H 0.0665 0.9742 0.1436 0.055 Uiso 1 1 calc R . . C12 C 0.1659(5) 0.9006(5) 0.20155(19) 0.0404(12) Uani 1 1 d . . . H12 H 0.2271 0.9491 0.2040 0.049 Uiso 1 1 calc R . . C13 C -0.1202(6) 0.8558(5) 0.1156(2) 0.0488(15) Uani 1 1 d U . . C14 C 0.2409(4) 0.7664(4) 0.31994(18) 0.0333(11) Uani 1 1 d . . . C15 C 0.1478(4) 0.8032(4) 0.33852(19) 0.0370(12) Uani 1 1 d . . . H15 H 0.0942 0.8481 0.3195 0.044 Uiso 1 1 calc R . . C16 C 0.1337(4) 0.7739(4) 0.38508(18) 0.0315(11) Uani 1 1 d . . . H16 H 0.0715 0.8011 0.3973 0.038 Uiso 1 1 calc R . . C17 C 0.2098(4) 0.7048(4) 0.41412(16) 0.0232(9) Uani 1 1 d . . . C18 C 0.3021(4) 0.6650(4) 0.39428(18) 0.0312(11) Uani 1 1 d . . . H18 H 0.3537 0.6172 0.4127 0.037 Uiso 1 1 calc R . . C19 C 0.3180(4) 0.6955(4) 0.34780(18) 0.0329(11) Uani 1 1 d . . . H19 H 0.3799 0.6685 0.3353 0.039 Uiso 1 1 calc R . . C20 C 0.1931(4) 0.6733(4) 0.46478(17) 0.0290(10) Uani 1 1 d . . . C21 C 0.3417(4) 0.3202(4) 0.55210(19) 0.0320(11) Uani 1 1 d . . . H21 H 0.4121 0.3547 0.5591 0.038 Uiso 1 1 calc R . . C22 C 0.2114(4) 0.1914(4) 0.53756(18) 0.0321(11) Uani 1 1 d . . . H22 H 0.1750 0.1231 0.5327 0.039 Uiso 1 1 calc R . . C23 C 0.1617(4) 0.2915(4) 0.53526(18) 0.0323(11) Uani 1 1 d . . . H23 H 0.0839 0.3044 0.5286 0.039 Uiso 1 1 calc R . . C24 C 0.4134(4) 0.1261(4) 0.55603(18) 0.0295(10) Uani 1 1 d . . . C25 C 0.5193(4) 0.1475(4) 0.54251(19) 0.0315(11) Uani 1 1 d . . . H25 H 0.5330 0.2150 0.5284 0.038 Uiso 1 1 calc R . . C26 C 0.6020(4) 0.0679(4) 0.5504(2) 0.0328(11) Uani 1 1 d . . . H26 H 0.6719 0.0819 0.5413 0.039 Uiso 1 1 calc R . . C27 C 0.5841(4) -0.0338(4) 0.57172(18) 0.0294(11) Uani 1 1 d . . . C28 C 0.4788(4) -0.0543(4) 0.5842(2) 0.0354(12) Uani 1 1 d . . . H28 H 0.4653 -0.1224 0.5979 0.042 Uiso 1 1 calc R . . C29 C 0.3928(4) 0.0250(4) 0.5766(2) 0.0337(11) Uani 1 1 d . . . H29 H 0.3226 0.0104 0.5853 0.040 Uiso 1 1 calc R . . C30 C 0.6746(4) -0.1195(4) 0.57977(18) 0.0295(10) Uani 1 1 d . . . C31 C 0.7886(4) -0.0885(4) 0.59219(19) 0.0326(11) Uani 1 1 d . . . H31 H 0.8075 -0.0140 0.5970 0.039 Uiso 1 1 calc R . . C32 C 0.8739(4) -0.1680(4) 0.59737(19) 0.0334(11) Uani 1 1 d . . . H32 H 0.9494 -0.1470 0.6062 0.040 Uiso 1 1 calc R . . C33 C 0.8457(4) -0.2786(4) 0.58930(17) 0.0264(10) Uani 1 1 d . . . C34 C 0.7351(4) -0.3128(4) 0.57806(17) 0.0297(10) Uani 1 1 d . . . H34 H 0.7175 -0.3877 0.5735 0.036 Uiso 1 1 calc R . . C35 C 0.6491(4) -0.2328(4) 0.57353(18) 0.0319(11) Uani 1 1 d . . . H35 H 0.5737 -0.2551 0.5662 0.038 Uiso 1 1 calc R . . C36 C 1.0292(4) -0.3459(4) 0.57219(17) 0.0277(10) Uani 1 1 d . . . H36 H 1.0497 -0.2804 0.5583 0.033 Uiso 1 1 calc R . . C37 C 0.9359(4) -0.4656(4) 0.60922(19) 0.0314(11) Uani 1 1 d . . . H37 H 0.8820 -0.4984 0.6251 0.038 Uiso 1 1 calc R . . N1 N 0.2568(4) 0.7977(4) 0.27288(16) 0.0439(12) Uani 1 1 d . . . N2 N 0.2450(3) 0.3728(3) 0.54451(14) 0.0310(9) Uani 1 1 d . . . N3 N 0.3265(3) 0.2090(3) 0.54843(15) 0.0288(9) Uani 1 1 d . . . N4 N 0.9354(3) -0.3587(3) 0.59113(13) 0.0248(8) Uani 1 1 d . . . O1 O 0.2545(3) 0.5927(3) 0.48450(13) 0.0375(8) Uani 1 1 d . . . O2 O 0.1246(3) 0.7243(3) 0.48449(13) 0.0401(9) Uani 1 1 d . . . O3 O -0.1890(4) 0.7815(4) 0.1057(2) 0.0773(16) Uani 1 1 d . . . O4 O -0.1210(4) 0.9446(4) 0.09304(19) 0.0661(14) Uani 1 1 d . . . Zn1 Zn 0.23402(4) 0.54213(4) 0.54878(2) 0.0271(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N5 0.032(2) 0.0183(19) 0.033(2) 0.0030(16) 0.0014(17) 0.0070(16) C38 0.036(3) 0.014(2) 0.045(3) 0.003(2) 0.008(2) 0.007(2) C1 0.048(4) 0.088(6) 0.072(5) 0.029(4) 0.002(4) -0.003(4) C2 0.057(4) 0.067(4) 0.071(5) 0.007(4) 0.013(4) -0.023(4) C3 0.064(4) 0.051(4) 0.051(3) 0.003(3) 0.004(3) -0.016(3) C4 0.034(3) 0.051(3) 0.043(3) 0.020(3) -0.001(2) -0.006(3) C5 0.048(3) 0.070(4) 0.043(3) 0.003(3) -0.001(3) -0.001(3) C6 0.055(4) 0.089(6) 0.047(3) 0.019(4) 0.009(3) 0.014(4) C7 0.031(2) 0.032(3) 0.039(3) 0.001(2) -0.006(2) 0.000(2) C8 0.045(3) 0.034(3) 0.048(3) 0.008(3) -0.013(3) -0.004(3) C9 0.036(3) 0.046(3) 0.051(3) -0.005(3) -0.009(3) 0.003(3) C10 0.048(3) 0.027(3) 0.047(3) -0.013(2) 0.000(2) 0.008(2) C11 0.068(4) 0.031(3) 0.036(3) 0.009(2) 0.004(3) 0.018(3) C12 0.048(3) 0.034(3) 0.039(3) 0.001(2) 0.004(2) -0.003(2) C13 0.066(4) 0.039(3) 0.037(3) -0.014(3) -0.004(2) 0.008(3) C14 0.033(2) 0.031(3) 0.033(2) 0.006(2) -0.002(2) -0.002(2) C15 0.032(2) 0.028(3) 0.046(3) 0.015(2) -0.005(2) 0.007(2) C16 0.027(2) 0.024(2) 0.043(3) 0.000(2) 0.003(2) 0.001(2) C17 0.026(2) 0.016(2) 0.027(2) 0.0021(18) 0.0025(18) -0.0034(18) C18 0.031(2) 0.021(2) 0.041(3) 0.008(2) 0.007(2) 0.004(2) C19 0.029(2) 0.035(3) 0.036(3) 0.007(2) 0.010(2) 0.006(2) C20 0.032(2) 0.023(2) 0.030(2) 0.000(2) -0.002(2) -0.005(2) C21 0.028(2) 0.012(2) 0.051(3) -0.004(2) -0.005(2) 0.0008(19) C22 0.029(2) 0.026(3) 0.041(3) -0.005(2) 0.004(2) -0.002(2) C23 0.023(2) 0.023(2) 0.046(3) -0.005(2) -0.010(2) 0.0034(19) C24 0.031(2) 0.015(2) 0.044(3) -0.004(2) 0.007(2) 0.0069(19) C25 0.033(2) 0.015(2) 0.045(3) 0.004(2) 0.003(2) 0.0043(19) C26 0.026(2) 0.023(2) 0.050(3) -0.002(2) 0.007(2) 0.002(2) C27 0.030(2) 0.019(2) 0.041(3) 0.004(2) 0.010(2) 0.0075(19) C28 0.039(3) 0.021(2) 0.048(3) 0.009(2) 0.014(2) 0.008(2) C29 0.034(3) 0.022(2) 0.048(3) 0.001(2) 0.015(2) 0.009(2) C30 0.035(2) 0.017(2) 0.039(3) 0.003(2) 0.013(2) 0.007(2) C31 0.036(3) 0.019(2) 0.042(3) -0.004(2) 0.004(2) 0.005(2) C32 0.032(2) 0.020(2) 0.045(3) -0.006(2) 0.000(2) 0.003(2) C33 0.031(2) 0.017(2) 0.031(2) 0.0009(19) 0.004(2) 0.0056(19) C34 0.036(2) 0.016(2) 0.036(2) 0.001(2) 0.004(2) 0.003(2) C35 0.036(2) 0.019(2) 0.044(3) 0.004(2) 0.016(2) 0.006(2) C36 0.029(2) 0.019(2) 0.037(2) 0.005(2) 0.008(2) 0.0059(19) C37 0.041(3) 0.014(2) 0.040(3) 0.005(2) 0.010(2) 0.004(2) N1 0.034(2) 0.062(3) 0.032(2) 0.016(2) -0.0042(19) -0.002(2) N2 0.031(2) 0.025(2) 0.035(2) -0.0010(17) 0.0014(18) 0.0079(17) N3 0.0256(18) 0.0167(19) 0.041(2) -0.0015(17) -0.0031(17) 0.0063(16) N4 0.0314(19) 0.0174(18) 0.0254(18) 0.0019(15) 0.0040(16) 0.0065(16) O1 0.0396(19) 0.0324(19) 0.0397(19) 0.0086(16) 0.0048(16) 0.0123(16) O2 0.042(2) 0.037(2) 0.044(2) -0.0008(17) 0.0164(17) 0.0099(17) O3 0.060(3) 0.060(3) 0.095(4) -0.009(3) -0.034(3) -0.009(3) O4 0.070(3) 0.052(3) 0.065(3) -0.002(2) -0.021(3) 0.008(2) Zn1 0.0275(3) 0.0185(3) 0.0330(3) 0.0013(2) -0.0018(2) 0.0086(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 N5 C36 1.319(6) . ? N5 C38 1.361(7) . ? N5 Zn1 2.012(4) 1_645 ? C38 C37 1.353(7) . ? C38 H38 0.9300 . ? C1 C2 1.365(11) . ? C1 C6 1.391(11) . ? C1 H1 0.9300 . ? C2 C3 1.388(9) . ? C2 H2 0.9300 . ? C3 C4 1.408(9) . ? C3 H3 0.9300 . ? C4 C5 1.346(9) . ? C4 N1 1.435(7) . ? C5 C6 1.392(9) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C12 1.383(8) . ? C7 C8 1.390(7) . ? C7 N1 1.409(6) . ? C8 C9 1.394(7) . ? C8 H8 0.9300 . ? C9 C10 1.377(8) . ? C9 H9 0.9300 . ? C10 C11 1.325(8) . ? C10 C13 1.553(8) . ? C11 C12 1.420(8) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 O3 1.215(8) . ? C13 O4 1.239(8) . ? C14 C15 1.379(7) . ? C14 C19 1.391(7) . ? C14 N1 1.405(6) . ? C15 C16 1.380(7) . ? C15 H15 0.9300 . ? C16 C17 1.385(7) . ? C16 H16 0.9300 . ? C17 C18 1.401(7) . ? C17 C20 1.505(6) . ? C18 C19 1.387(7) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 O2 1.227(6) . ? C20 O1 1.282(6) . ? C21 N2 1.304(6) . ? C21 N3 1.353(6) . ? C21 H21 0.9300 . ? C22 C23 1.341(7) . ? C22 N3 1.375(6) . ? C22 H22 0.9300 . ? C23 N2 1.390(6) . ? C23 H23 0.9300 . ? C24 C29 1.385(7) . ? C24 C25 1.407(7) . ? C24 N3 1.431(6) . ? C25 C26 1.369(7) . ? C25 H25 0.9300 . ? C26 C27 1.393(7) . ? C26 H26 0.9300 . ? C27 C28 1.386(7) . ? C27 C30 1.485(6) . ? C28 C29 1.394(7) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C30 C31 1.400(7) . ? C30 C35 1.402(7) . ? C31 C32 1.388(7) . ? C31 H31 0.9300 . ? C32 C33 1.382(7) . ? C32 H32 0.9300 . ? C33 C34 1.370(7) . ? C33 N4 1.438(6) . ? C34 C35 1.400(6) . ? C34 H34 0.9300 . ? C35 H35 0.9300 . ? C36 N4 1.330(6) . ? C36 H36 0.9300 . ? C37 N4 1.381(6) . ? C37 H37 0.9300 . ? N2 Zn1 2.048(4) . ? O1 Zn1 1.943(4) . ? O4 Zn1 1.953(5) 4_575 ? Zn1 O4 1.953(5) 4_676 ? Zn1 N5 2.012(4) 1_465 ? 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 C36 N5 C38 105.6(4) . . ? C36 N5 Zn1 124.6(3) . 1_645 ? C38 N5 Zn1 129.7(3) . 1_645 ? C37 C38 N5 110.4(4) . . ? C37 C38 H38 124.8 . . ? N5 C38 H38 124.8 . . ? C2 C1 C6 120.0(7) . . ? C2 C1 H1 120.0 . . ? C6 C1 H1 120.0 . . ? C1 C2 C3 121.1(7) . . ? C1 C2 H2 119.4 . . ? C3 C2 H2 119.4 . . ? C2 C3 C4 118.4(7) . . ? C2 C3 H3 120.8 . . ? C4 C3 H3 120.8 . . ? C5 C4 C3 120.4(5) . . ? C5 C4 N1 120.1(5) . . ? C3 C4 N1 119.5(6) . . ? C4 C5 C6 121.2(6) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C1 C6 C5 119.0(7) . . ? C1 C6 H6 120.5 . . ? C5 C6 H6 120.5 . . ? C12 C7 C8 118.9(5) . . ? C12 C7 N1 120.9(5) . . ? C8 C7 N1 120.1(5) . . ? C7 C8 C9 120.9(5) . . ? C7 C8 H8 119.5 . . ? C9 C8 H8 119.5 . . ? C10 C9 C8 120.0(6) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C11 C10 C9 118.9(5) . . ? C11 C10 C13 122.8(5) . . ? C9 C10 C13 118.2(5) . . ? C10 C11 C12 123.5(5) . . ? C10 C11 H11 118.3 . . ? C12 C11 H11 118.3 . . ? C7 C12 C11 117.6(5) . . ? C7 C12 H12 121.2 . . ? C11 C12 H12 121.2 . . ? O3 C13 O4 125.1(6) . . ? O3 C13 C10 120.9(6) . . ? O4 C13 C10 113.9(6) . . ? C15 C14 C19 119.3(4) . . ? C15 C14 N1 120.7(4) . . ? C19 C14 N1 119.9(5) . . ? C14 C15 C16 120.4(4) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C15 C16 C17 121.7(4) . . ? C15 C16 H16 119.1 . . ? C17 C16 H16 119.1 . . ? C16 C17 C18 117.4(4) . . ? C16 C17 C20 121.1(4) . . ? C18 C17 C20 121.6(4) . . ? C19 C18 C17 121.3(4) . . ? C19 C18 H18 119.3 . . ? C17 C18 H18 119.3 . . ? C18 C19 C14 119.8(4) . . ? C18 C19 H19 120.1 . . ? C14 C19 H19 120.1 . . ? O2 C20 O1 124.5(5) . . ? O2 C20 C17 119.9(4) . . ? O1 C20 C17 115.6(4) . . ? N2 C21 N3 111.4(4) . . ? N2 C21 H21 124.3 . . ? N3 C21 H21 124.3 . . ? C23 C22 N3 107.0(4) . . ? C23 C22 H22 126.5 . . ? N3 C22 H22 126.5 . . ? C22 C23 N2 109.0(4) . . ? C22 C23 H23 125.5 . . ? N2 C23 H23 125.5 . . ? C29 C24 C25 120.3(4) . . ? C29 C24 N3 119.8(4) . . ? C25 C24 N3 119.9(4) . . ? C26 C25 C24 119.3(4) . . ? C26 C25 H25 120.4 . . ? C24 C25 H25 120.4 . . ? C25 C26 C27 121.5(5) . . ? C25 C26 H26 119.2 . . ? C27 C26 H26 119.2 . . ? C28 C27 C26 118.5(4) . . ? C28 C27 C30 120.6(4) . . ? C26 C27 C30 120.8(4) . . ? C27 C28 C29 121.3(5) . . ? C27 C28 H28 119.3 . . ? C29 C28 H28 119.3 . . ? C24 C29 C28 119.0(5) . . ? C24 C29 H29 120.5 . . ? C28 C29 H29 120.5 . . ? C31 C30 C35 118.1(4) . . ? C31 C30 C27 120.5(4) . . ? C35 C30 C27 121.3(4) . . ? C32 C31 C30 120.7(4) . . ? C32 C31 H31 119.7 . . ? C30 C31 H31 119.7 . . ? C33 C32 C31 119.6(5) . . ? C33 C32 H32 120.2 . . ? C31 C32 H32 120.2 . . ? C34 C33 C32 121.7(4) . . ? C34 C33 N4 119.5(4) . . ? C32 C33 N4 118.8(4) . . ? C33 C34 C35 118.7(4) . . ? C33 C34 H34 120.6 . . ? C35 C34 H34 120.6 . . ? C34 C35 C30 121.2(5) . . ? C34 C35 H35 119.4 . . ? C30 C35 H35 119.4 . . ? N5 C36 N4 111.4(4) . . ? N5 C36 H36 124.3 . . ? N4 C36 H36 124.3 . . ? C38 C37 N4 105.1(4) . . ? C38 C37 H37 127.4 . . ? N4 C37 H37 127.4 . . ? C14 N1 C7 122.3(4) . . ? C14 N1 C4 119.3(4) . . ? C7 N1 C4 118.0(4) . . ? C21 N2 C23 106.0(4) . . ? C21 N2 Zn1 122.6(3) . . ? C23 N2 Zn1 131.4(3) . . ? C21 N3 C22 106.6(4) . . ? C21 N3 C24 126.5(4) . . ? C22 N3 C24 126.9(4) . . ? C36 N4 C37 107.5(4) . . ? C36 N4 C33 125.8(4) . . ? C37 N4 C33 126.5(4) . . ? C20 O1 Zn1 118.4(3) . . ? C13 O4 Zn1 108.5(4) . 4_575 ? O1 Zn1 O4 108.3(2) . 4_676 ? O1 Zn1 N5 123.87(15) . 1_465 ? O4 Zn1 N5 118.9(2) 4_676 1_465 ? O1 Zn1 N2 103.83(16) . . ? O4 Zn1 N2 93.38(18) 4_676 . ? N5 Zn1 N2 101.97(16) 1_465 . ? 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 _platon_squeeze_void_content 1 0.000 0.000 0.000 28 6 ' ' 2 0.000 1.000 0.500 114 38 ' ' 3 0.229 0.052 0.297 18 1 ' ' 4 0.270 0.552 0.203 18 1 ' ' 5 0.500 0.500 1.000 114 38 ' ' 6 0.500 0.500 0.500 28 6 ' ' 7 0.729 0.448 0.797 18 1 ' ' 8 0.770 0.948 0.703 18 1 ' ' _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.182 _refine_diff_density_min -1.213 _refine_diff_density_rms 0.108 data_1b _database_code_depnum_ccdc_archive 'CCDC 900967' #TrackingRef 'compound 5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H19 Co N2 O4' _chemical_formula_sum 'C28 H19 Co N2 O4' _chemical_formula_weight 506.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c ' _symmetry_space_group_name_hall '-C 2yc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.0837(11) _cell_length_b 8.7814(4) _cell_length_c 22.6654(10) _cell_angle_alpha 90.00 _cell_angle_beta 91.8530(10) _cell_angle_gamma 90.00 _cell_volume 4989.9(4) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4658 _cell_measurement_theta_min 2.453 _cell_measurement_theta_max 27.346 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.348 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2080 _exptl_absorpt_coefficient_mu 0.724 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.812 _exptl_absorpt_correction_T_max 0.853 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13679 _diffrn_reflns_av_R_equivalents 0.1374 _diffrn_reflns_av_sigmaI/netI 0.0935 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4399 _reflns_number_gt 3601 _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^)+(0.0709P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4399 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0559 _refine_ls_R_factor_gt 0.0492 _refine_ls_wR_factor_ref 0.1436 _refine_ls_wR_factor_gt 0.1376 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.28362(17) 0.8686(5) 0.14694(19) 0.0621(11) Uani 1 1 d . . . H1 H 0.3111 0.9234 0.1304 0.074 Uiso 1 1 calc R . . C2 C 0.29019(16) 0.7188(5) 0.1601(2) 0.0732(13) Uani 1 1 d . . . H2 H 0.3224 0.6708 0.1527 0.088 Uiso 1 1 calc R . . C3 C 0.24935(14) 0.6377(4) 0.1843(2) 0.0567(11) Uani 1 1 d . . . H3 H 0.2539 0.5345 0.1921 0.068 Uiso 1 1 calc R . . C4 C 0.20244(11) 0.7057(3) 0.19690(13) 0.0327(7) Uani 1 1 d . . . C5 C 0.19631(16) 0.8560(4) 0.18262(19) 0.0544(10) Uani 1 1 d . . . H5 H 0.1641 0.9043 0.1896 0.065 Uiso 1 1 calc R . . C6 C 0.23695(18) 0.9373(5) 0.1581(2) 0.0666(12) Uani 1 1 d . . . H6 H 0.2322 1.0398 0.1491 0.080 Uiso 1 1 calc R . . C7 C 0.13342(11) 0.6745(3) 0.27100(13) 0.0307(7) Uani 1 1 d . . . C8 C 0.15737(12) 0.7806(3) 0.30927(15) 0.0382(8) Uani 1 1 d . . . H8 H 0.1920 0.8129 0.3028 0.046 Uiso 1 1 calc R . . C9 C 0.13079(13) 0.8379(3) 0.35629(15) 0.0375(8) Uani 1 1 d . . . H9 H 0.1477 0.9084 0.3811 0.045 Uiso 1 1 calc R . . C10 C 0.07833(12) 0.7918(3) 0.36762(14) 0.0322(7) Uani 1 1 d . . . C11 C 0.05724(12) 0.6770(3) 0.33227(15) 0.0370(7) Uani 1 1 d . . . H11 H 0.0242 0.6367 0.3413 0.044 Uiso 1 1 calc R . . C12 C 0.08287(13) 0.6202(3) 0.28461(15) 0.0374(8) Uani 1 1 d . . . H12 H 0.0666 0.5453 0.2612 0.045 Uiso 1 1 calc R . . C13 C 0.04808(13) 0.8615(3) 0.41534(14) 0.0332(7) Uani 1 1 d . . . C14 C 0.13442(12) 0.5071(3) 0.18426(14) 0.0316(7) Uani 1 1 d . . . C15 C 0.09244(13) 0.5486(3) 0.14603(15) 0.0365(7) Uani 1 1 d . . . H15 H 0.0817 0.6498 0.1439 0.044 Uiso 1 1 calc R . . C16 C 0.06676(12) 0.4411(3) 0.11140(15) 0.0357(7) Uani 1 1 d . . . H16 H 0.0382 0.4697 0.0867 0.043 Uiso 1 1 calc R . . C17 C 0.08320(12) 0.2901(3) 0.11299(14) 0.0311(7) Uani 1 1 d . . . C18 C 0.12561(13) 0.2504(3) 0.14956(16) 0.0418(8) Uani 1 1 d . . . H18 H 0.1379 0.1504 0.1497 0.050 Uiso 1 1 calc R . . C19 C 0.15048(13) 0.3570(4) 0.18629(16) 0.0417(8) Uani 1 1 d . . . H19 H 0.1780 0.3273 0.2123 0.050 Uiso 1 1 calc R . . C20 C 0.05569(11) 0.1717(3) 0.07490(13) 0.0296(6) Uani 1 1 d . . . C21 C 0.08857(13) -0.3978(3) -0.02414(17) 0.0392(8) Uani 1 1 d . . . H21 H 0.0557 -0.4092 -0.0438 0.047 Uiso 1 1 calc R . . C22 C 0.12455(13) -0.5159(4) -0.02624(16) 0.0423(9) Uani 1 1 d . . . H22 H 0.1158 -0.6040 -0.0472 0.051 Uiso 1 1 calc R . . C23 C 0.17396(12) -0.5034(3) 0.00308(14) 0.0343(7) Uani 1 1 d . . . C24 C 0.18424(12) -0.3674(3) 0.03219(16) 0.0395(8) Uani 1 1 d . . . H24 H 0.2170 -0.3519 0.0517 0.047 Uiso 1 1 calc R . . C25 C 0.14595(12) -0.2548(3) 0.03232(15) 0.0370(8) Uani 1 1 d . . . H25 H 0.1536 -0.1652 0.0528 0.044 Uiso 1 1 calc R . . C26 C 0.21301(12) -0.6302(3) 0.00178(15) 0.0341(7) Uani 1 1 d . . . C27 C 0.26739(13) -0.6031(3) 0.00273(18) 0.0427(9) Uani 1 1 d . . . H27 H 0.2795 -0.5032 0.0048 0.051 Uiso 1 1 calc R . . C28 C 0.30383(12) -0.7189(3) 0.00077(17) 0.0414(8) Uani 1 1 d . . . H28 H 0.3401 -0.6966 0.0011 0.050 Uiso 1 1 calc R . . Co1 Co 0.041359(14) -0.09999(4) 0.010055(17) 0.02635(17) Uani 1 1 d . . . N1 N 0.09849(9) -0.2679(3) 0.00461(11) 0.0310(6) Uani 1 1 d . . . N2 N 0.16008(11) 0.6198(3) 0.22216(13) 0.0374(6) Uani 1 1 d . . . O1 O 0.07796(8) 0.0455(2) 0.06895(10) 0.0399(6) Uani 1 1 d . . . O2 O 0.01126(8) 0.2070(2) 0.05042(10) 0.0395(5) Uani 1 1 d . . . O3 O 0.06984(9) 0.9716(2) 0.44409(10) 0.0416(6) Uani 1 1 d . . . O4 O 0.00270(8) 0.8090(2) 0.42594(10) 0.0413(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.051(2) 0.075(3) 0.061(3) -0.006(2) 0.016(2) -0.024(2) C2 0.037(2) 0.081(3) 0.103(4) -0.014(3) 0.023(2) 0.001(2) C3 0.0341(19) 0.046(2) 0.090(3) -0.005(2) 0.004(2) 0.0028(16) C4 0.0264(15) 0.0371(16) 0.0342(17) -0.0079(14) -0.0024(13) -0.0024(13) C5 0.048(2) 0.0434(19) 0.073(3) 0.0104(19) 0.013(2) 0.0050(17) C6 0.066(3) 0.051(2) 0.084(3) 0.019(2) 0.011(2) -0.010(2) C7 0.0301(15) 0.0272(14) 0.0346(17) -0.0031(13) -0.0024(13) -0.0007(12) C8 0.0299(16) 0.0346(16) 0.051(2) -0.0085(15) 0.0104(15) -0.0114(13) C9 0.0412(18) 0.0277(15) 0.0438(19) -0.0072(14) 0.0027(15) -0.0105(14) C10 0.0349(16) 0.0276(15) 0.0343(17) 0.0013(13) 0.0025(13) -0.0017(13) C11 0.0321(16) 0.0335(16) 0.046(2) -0.0031(15) 0.0055(14) -0.0089(14) C12 0.0352(17) 0.0316(15) 0.046(2) -0.0076(14) 0.0048(15) -0.0063(13) C13 0.0372(18) 0.0273(14) 0.0353(17) 0.0049(13) 0.0018(14) 0.0052(13) C14 0.0324(16) 0.0258(14) 0.0366(17) -0.0084(13) 0.0038(14) -0.0027(12) C15 0.0382(17) 0.0230(14) 0.048(2) -0.0066(14) -0.0004(15) 0.0055(13) C16 0.0324(16) 0.0298(15) 0.0445(19) 0.0000(14) -0.0057(14) 0.0074(13) C17 0.0283(15) 0.0266(14) 0.0383(17) -0.0057(13) 0.0019(13) 0.0019(12) C18 0.0447(19) 0.0213(14) 0.058(2) -0.0057(14) -0.0122(17) 0.0097(14) C19 0.0372(18) 0.0371(16) 0.050(2) -0.0042(15) -0.0173(16) 0.0057(14) C20 0.0296(15) 0.0282(15) 0.0308(16) -0.0017(13) 0.0002(13) -0.0011(13) C21 0.0303(16) 0.0289(16) 0.058(2) -0.0086(14) -0.0102(16) 0.0086(13) C22 0.0340(17) 0.0324(16) 0.060(2) -0.0141(16) -0.0124(16) 0.0108(14) C23 0.0260(15) 0.0319(15) 0.0451(19) 0.0002(14) 0.0020(14) 0.0102(13) C24 0.0268(16) 0.0340(16) 0.057(2) -0.0083(15) -0.0073(15) 0.0085(13) C25 0.0332(17) 0.0298(15) 0.0475(19) -0.0061(14) -0.0068(15) 0.0065(13) C26 0.0282(16) 0.0302(15) 0.0437(19) -0.0013(14) -0.0013(14) 0.0110(12) C27 0.0317(17) 0.0240(15) 0.073(3) -0.0025(15) 0.0012(17) 0.0059(13) C28 0.0233(15) 0.0334(16) 0.068(2) -0.0011(16) 0.0006(15) 0.0032(13) Co1 0.0246(2) 0.0197(2) 0.0347(3) 0.00017(16) 0.00076(18) 0.00656(15) N1 0.0274(13) 0.0267(12) 0.0387(14) -0.0025(11) -0.0013(11) 0.0095(10) N2 0.0358(14) 0.0342(14) 0.0424(16) -0.0107(12) 0.0060(13) -0.0083(11) O1 0.0388(12) 0.0297(11) 0.0505(14) -0.0109(10) -0.0077(11) 0.0058(10) O2 0.0311(12) 0.0369(11) 0.0500(14) -0.0087(10) -0.0067(10) 0.0056(9) O3 0.0443(13) 0.0326(11) 0.0483(14) -0.0116(10) 0.0060(11) -0.0058(10) O4 0.0363(12) 0.0447(13) 0.0433(14) -0.0082(11) 0.0061(10) -0.0022(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.358(6) . ? C1 C6 1.348(6) . ? C1 H1 0.9300 . ? C2 C3 1.376(6) . ? C2 H2 0.9300 . ? C3 C4 1.358(5) . ? C3 H3 0.9300 . ? C4 C5 1.367(5) . ? C4 N2 1.437(4) . ? C5 C6 1.376(6) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 N2 1.397(4) . ? C7 C8 1.395(4) . ? C7 C12 1.399(4) . ? C8 C9 1.371(5) . ? C8 H8 0.9300 . ? C9 C10 1.408(4) . ? C9 H9 0.9300 . ? C10 C11 1.382(4) . ? C10 C13 1.474(5) . ? C11 C12 1.369(5) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 O4 1.258(4) . ? C13 O3 1.279(4) . ? C14 C19 1.378(4) . ? C14 C15 1.391(4) . ? C14 N2 1.448(4) . ? C15 C16 1.374(4) . ? C15 H15 0.9300 . ? C16 C17 1.389(4) . ? C16 H16 0.9300 . ? C17 C18 1.372(4) . ? C17 C20 1.504(4) . ? C18 C19 1.388(4) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 O1 1.251(3) . ? C20 O2 1.267(3) . ? C21 N1 1.333(4) . ? C21 C22 1.377(4) . ? C21 H21 0.9300 . ? C22 C23 1.392(4) . ? C22 H22 0.9300 . ? C23 C24 1.385(4) . ? C23 C26 1.484(4) . ? C24 C25 1.379(4) . ? C24 H24 0.9300 . ? C25 N1 1.333(4) . ? C25 H25 0.9300 . ? C26 C27 1.384(4) . ? C26 C28 1.391(4) 7_535 ? C27 C28 1.369(4) . ? C27 H27 0.9300 . ? C28 C26 1.391(4) 7_535 ? C28 H28 0.9300 . ? Co1 O4 2.017(2) 2_545 ? Co1 O3 2.021(2) 6_565 ? Co1 O1 2.044(2) . ? Co1 N1 2.062(2) . ? Co1 O2 2.095(2) 5 ? Co1 Co1 2.7451(7) 5 ? O2 Co1 2.095(2) 5 ? O3 Co1 2.021(2) 6_566 ? O4 Co1 2.017(2) 2_565 ? 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 C2 C1 C6 119.5(4) . . ? C2 C1 H1 120.3 . . ? C6 C1 H1 120.3 . . ? C1 C2 C3 120.1(4) . . ? C1 C2 H2 119.9 . . ? C3 C2 H2 119.9 . . ? C4 C3 C2 121.2(4) . . ? C4 C3 H3 119.4 . . ? C2 C3 H3 119.4 . . ? C3 C4 C5 117.8(3) . . ? C3 C4 N2 120.6(3) . . ? C5 C4 N2 121.5(3) . . ? C4 C5 C6 121.1(4) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C1 C6 C5 120.2(4) . . ? C1 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? N2 C7 C8 121.0(3) . . ? N2 C7 C12 121.2(3) . . ? C8 C7 C12 117.8(3) . . ? C9 C8 C7 121.2(3) . . ? C9 C8 H8 119.4 . . ? C7 C8 H8 119.4 . . ? C8 C9 C10 121.1(3) . . ? C8 C9 H9 119.4 . . ? C10 C9 H9 119.4 . . ? C11 C10 C9 116.5(3) . . ? C11 C10 C13 122.1(3) . . ? C9 C10 C13 121.4(3) . . ? C12 C11 C10 122.9(3) . . ? C12 C11 H11 118.6 . . ? C10 C11 H11 118.6 . . ? C11 C12 C7 120.1(3) . . ? C11 C12 H12 119.9 . . ? C7 C12 H12 119.9 . . ? O4 C13 O3 123.6(3) . . ? O4 C13 C10 118.6(3) . . ? O3 C13 C10 117.8(3) . . ? C19 C14 C15 119.1(3) . . ? C19 C14 N2 120.7(3) . . ? C15 C14 N2 120.3(3) . . ? C16 C15 C14 120.5(3) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C17 C16 C15 120.5(3) . . ? C17 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? C16 C17 C18 118.8(3) . . ? C16 C17 C20 121.0(3) . . ? C18 C17 C20 120.2(2) . . ? C17 C18 C19 121.0(3) . . ? C17 C18 H18 119.5 . . ? C19 C18 H18 119.5 . . ? C14 C19 C18 120.0(3) . . ? C14 C19 H19 120.0 . . ? C18 C19 H19 120.0 . . ? O1 C20 O2 124.0(3) . . ? O1 C20 C17 118.4(2) . . ? O2 C20 C17 117.6(2) . . ? N1 C21 C22 123.3(3) . . ? N1 C21 H21 118.3 . . ? C22 C21 H21 118.3 . . ? C21 C22 C23 119.9(3) . . ? C21 C22 H22 120.0 . . ? C23 C22 H22 120.0 . . ? C24 C23 C22 116.4(3) . . ? C24 C23 C26 122.9(3) . . ? C22 C23 C26 120.6(3) . . ? C25 C24 C23 120.1(3) . . ? C25 C24 H24 120.0 . . ? C23 C24 H24 120.0 . . ? N1 C25 C24 123.3(3) . . ? N1 C25 H25 118.4 . . ? C24 C25 H25 118.4 . . ? C27 C26 C28 117.5(3) . 7_535 ? C27 C26 C23 121.4(3) . . ? C28 C26 C23 121.0(3) 7_535 . ? C28 C27 C26 122.1(3) . . ? C28 C27 H27 119.0 . . ? C26 C27 H27 119.0 . . ? C27 C28 C26 120.4(3) . 7_535 ? C27 C28 H28 119.8 . . ? C26 C28 H28 119.8 7_535 . ? O4 Co1 O3 165.46(9) 2_545 6_565 ? O4 Co1 O1 91.32(10) 2_545 . ? O3 Co1 O1 88.42(9) 6_565 . ? O4 Co1 N1 99.08(10) 2_545 . ? O3 Co1 N1 95.25(10) 6_565 . ? O1 Co1 N1 100.81(9) . . ? O4 Co1 O2 86.81(9) 2_545 5 ? O3 Co1 O2 89.80(9) 6_565 5 ? O1 Co1 O2 165.49(8) . 5 ? N1 Co1 O2 93.70(8) . 5 ? O4 Co1 Co1 86.80(6) 2_545 5 ? O3 Co1 Co1 78.68(6) 6_565 5 ? O1 Co1 Co1 91.70(6) . 5 ? N1 Co1 Co1 165.99(7) . 5 ? O2 Co1 Co1 73.83(6) 5 5 ? C25 N1 C21 117.0(2) . . ? C25 N1 Co1 121.45(19) . . ? C21 N1 Co1 121.46(19) . . ? C7 N2 C4 120.9(2) . . ? C7 N2 C14 119.4(2) . . ? C4 N2 C14 116.3(3) . . ? C20 O1 Co1 115.57(18) . . ? C20 O2 Co1 134.70(19) . 5 ? C13 O3 Co1 130.1(2) . 6_566 ? C13 O4 Co1 120.8(2) . 2_565 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 0.4(7) . . . . ? C1 C2 C3 C4 -1.7(7) . . . . ? C2 C3 C4 C5 2.6(6) . . . . ? C2 C3 C4 N2 -180.0(4) . . . . ? C3 C4 C5 C6 -2.1(6) . . . . ? N2 C4 C5 C6 -179.6(4) . . . . ? C2 C1 C6 C5 0.1(7) . . . . ? C4 C5 C6 C1 0.9(7) . . . . ? N2 C7 C8 C9 178.1(3) . . . . ? C12 C7 C8 C9 -4.6(5) . . . . ? C7 C8 C9 C10 -0.1(5) . . . . ? C8 C9 C10 C11 5.6(5) . . . . ? C8 C9 C10 C13 -175.3(3) . . . . ? C9 C10 C11 C12 -6.7(5) . . . . ? C13 C10 C11 C12 174.2(3) . . . . ? C10 C11 C12 C7 2.2(5) . . . . ? N2 C7 C12 C11 -179.1(3) . . . . ? C8 C7 C12 C11 3.5(5) . . . . ? C11 C10 C13 O4 3.7(4) . . . . ? C9 C10 C13 O4 -175.4(3) . . . . ? C11 C10 C13 O3 -176.9(3) . . . . ? C9 C10 C13 O3 4.0(4) . . . . ? C19 C14 C15 C16 1.0(5) . . . . ? N2 C14 C15 C16 -177.8(3) . . . . ? C14 C15 C16 C17 -1.6(5) . . . . ? C15 C16 C17 C18 -0.2(5) . . . . ? C15 C16 C17 C20 -179.5(3) . . . . ? C16 C17 C18 C19 2.7(5) . . . . ? C20 C17 C18 C19 -178.1(3) . . . . ? C15 C14 C19 C18 1.4(5) . . . . ? N2 C14 C19 C18 -179.8(3) . . . . ? C17 C18 C19 C14 -3.3(6) . . . . ? C16 C17 C20 O1 166.1(3) . . . . ? C18 C17 C20 O1 -13.2(5) . . . . ? C16 C17 C20 O2 -13.5(4) . . . . ? C18 C17 C20 O2 167.3(3) . . . . ? N1 C21 C22 C23 0.6(6) . . . . ? C21 C22 C23 C24 -1.4(6) . . . . ? C21 C22 C23 C26 179.4(3) . . . . ? C22 C23 C24 C25 1.6(5) . . . . ? C26 C23 C24 C25 -179.2(3) . . . . ? C23 C24 C25 N1 -1.1(6) . . . . ? C24 C23 C26 C27 -31.9(5) . . . . ? C22 C23 C26 C27 147.2(4) . . . . ? C24 C23 C26 C28 148.4(4) . . . 7_535 ? C22 C23 C26 C28 -32.4(5) . . . 7_535 ? C28 C26 C27 C28 0.5(6) 7_535 . . . ? C23 C26 C27 C28 -179.1(4) . . . . ? C26 C27 C28 C26 -0.6(6) . . . 7_535 ? C24 C25 N1 C21 0.3(5) . . . . ? C24 C25 N1 Co1 176.7(3) . . . . ? C22 C21 N1 C25 0.0(5) . . . . ? C22 C21 N1 Co1 -176.5(3) . . . . ? O4 Co1 N1 C25 -97.8(3) 2_545 . . . ? O3 Co1 N1 C25 84.7(3) 6_565 . . . ? O1 Co1 N1 C25 -4.7(3) . . . . ? O2 Co1 N1 C25 174.8(3) 5 . . . ? Co1 Co1 N1 C25 148.2(2) 5 . . . ? O4 Co1 N1 C21 78.5(3) 2_545 . . . ? O3 Co1 N1 C21 -99.0(3) 6_565 . . . ? O1 Co1 N1 C21 171.6(3) . . . . ? O2 Co1 N1 C21 -8.9(3) 5 . . . ? Co1 Co1 N1 C21 -35.5(5) 5 . . . ? C8 C7 N2 C4 -23.1(4) . . . . ? C12 C7 N2 C4 159.6(3) . . . . ? C8 C7 N2 C14 178.5(3) . . . . ? C12 C7 N2 C14 1.3(4) . . . . ? C3 C4 N2 C7 132.3(3) . . . . ? C5 C4 N2 C7 -50.4(4) . . . . ? C3 C4 N2 C14 -68.7(4) . . . . ? C5 C4 N2 C14 108.6(4) . . . . ? C19 C14 N2 C7 -105.4(4) . . . . ? C15 C14 N2 C7 73.3(4) . . . . ? C19 C14 N2 C4 95.3(4) . . . . ? C15 C14 N2 C4 -86.0(4) . . . . ? O2 C20 O1 Co1 5.4(4) . . . . ? C17 C20 O1 Co1 -174.2(2) . . . . ? O4 Co1 O1 C20 -90.4(2) 2_545 . . . ? O3 Co1 O1 C20 75.0(2) 6_565 . . . ? N1 Co1 O1 C20 170.1(2) . . . . ? O2 Co1 O1 C20 -8.1(5) 5 . . . ? Co1 Co1 O1 C20 -3.6(2) 5 . . . ? O1 C20 O2 Co1 -4.6(5) . . . 5 ? C17 C20 O2 Co1 174.9(2) . . . 5 ? O4 C13 O3 Co1 -2.6(4) . . . 6_566 ? C10 C13 O3 Co1 178.03(19) . . . 6_566 ? O3 C13 O4 Co1 1.4(4) . . . 2_565 ? C10 C13 O4 Co1 -179.31(19) . . . 2_565 ? 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 _platon_squeeze_void_content 1 0.000 0.129 0.250 187 40 ' ' 2 0.000 -0.130 0.750 187 40 ' ' 3 0.500 0.370 0.750 187 40 ' ' 4 0.500 0.629 0.250 187 40 ' ' _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.609 _refine_diff_density_min -0.558 _refine_diff_density_rms 0.085