# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_090531b _database_code_depnum_ccdc_archive 'CCDC 888544' #TrackingRef 'complex 1 090531B.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H52 Co N10 O14' _chemical_formula_weight 919.82 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z-1/2' _cell_length_a 15.226(3) _cell_length_b 9.6015(16) _cell_length_c 16.916(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.863(3) _cell_angle_gamma 90.00 _cell_volume 2449.7(7) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3190 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 24.74 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.247 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 966 _exptl_absorpt_coefficient_mu 0.418 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8920 _exptl_absorpt_correction_T_max 0.9211 _exptl_absorpt_process_details sadabs _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12138 _diffrn_reflns_av_R_equivalents 0.0291 _diffrn_reflns_av_sigmaI/netI 0.0339 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 25.03 _reflns_number_total 4329 _reflns_number_gt 3375 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. 7 restraints were used while refining. dfix 1.45 0.01 C19 O8 isor 0.01 c19 ; _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^)+(0.1575P)^2^+2.9444P] 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 4329 _refine_ls_number_parameters 295 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0878 _refine_ls_R_factor_gt 0.0734 _refine_ls_wR_factor_ref 0.2558 _refine_ls_wR_factor_gt 0.2412 _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_restrained_S_all 1.097 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.7500 0.66185(8) 0.7500 0.0339(3) Uani 1 2 d S . . O1 O 0.7500 0.8900(5) 0.7500 0.0538(12) Uani 1 2 d S . . H1A H 0.7898 0.9412 0.7344 0.081 Uiso 1 1 d R . . O2 O 0.7500 0.4467(4) 0.7500 0.0468(11) Uani 1 2 d S . . H2A H 0.7168 0.3957 0.7174 0.070 Uiso 1 1 d R . . O3 O 0.6554(5) 0.2160(7) 0.9359(4) 0.119(2) Uani 1 1 d . . . O4 O 0.7117(4) 0.1414(7) 1.0503(4) 0.1112(19) Uani 1 1 d . . . O5 O 0.7499(4) 0.0576(8) 0.9444(5) 0.137(3) Uani 1 1 d . . . O6 O 0.1124(3) 0.9304(4) 0.2779(3) 0.0729(11) Uani 1 1 d . . . H6A H 0.0616 0.9685 0.2706 0.109 Uiso 1 1 d R . . H6B H 0.1208 0.9084 0.3270 0.109 Uiso 1 1 d R . . O7 O 0.3433(3) 0.7510(4) 0.3405(2) 0.0660(10) Uani 1 1 d . . . H7A H 0.3031 0.7920 0.3619 0.099 Uiso 1 1 d R . . H7B H 0.3642 0.8129 0.3124 0.099 Uiso 1 1 d R . . O8 O 0.9429(5) 0.0252(10) 0.2367(5) 0.070(2) Uani 0.50 1 d PD . . O9 O 0.3127(8) 0.1027(15) 0.6215(7) 0.120(4) Uani 0.50 1 d P . . N1 N 0.6546(2) 0.6675(4) 0.6430(2) 0.0393(8) Uani 1 1 d . . . N2 N 0.5376(2) 0.7444(4) 0.5613(2) 0.0434(9) Uani 1 1 d . . . N3 N 0.8540(2) 0.6726(4) 0.6777(2) 0.0392(8) Uani 1 1 d . . . N4 N 0.9186(3) 0.7416(4) 0.5737(2) 0.0467(9) Uani 1 1 d . . . N5 N 0.7059(4) 0.1381(7) 0.9779(4) 0.0762(15) Uani 1 1 d . . . C1 C 0.5836(3) 0.7476(5) 0.6348(3) 0.0420(10) Uani 1 1 d . . . H1 H 0.5669 0.8012 0.6760 0.050 Uiso 1 1 calc R . . C2 C 0.6551(3) 0.6065(4) 0.5691(2) 0.0381(9) Uani 1 1 d . . . C3 C 0.7139(3) 0.5120(5) 0.5423(3) 0.0460(11) Uani 1 1 d . . . C4 C 0.6959(4) 0.4708(5) 0.4633(3) 0.0544(12) Uani 1 1 d . . . H4 H 0.7345 0.4092 0.4433 0.065 Uiso 1 1 calc R . . C5 C 0.6230(4) 0.5176(6) 0.4134(3) 0.0621(14) Uani 1 1 d . . . H5 H 0.6137 0.4860 0.3609 0.075 Uiso 1 1 calc R . . C6 C 0.5631(4) 0.6096(6) 0.4385(3) 0.0558(13) Uani 1 1 d . . . H6 H 0.5133 0.6398 0.4049 0.067 Uiso 1 1 calc R . . C7 C 0.5815(3) 0.6544(4) 0.5165(3) 0.0425(10) Uani 1 1 d . . . C8 C 0.4557(3) 0.8225(5) 0.5319(3) 0.0539(13) Uani 1 1 d . . . H8A H 0.4295 0.8572 0.5772 0.065 Uiso 1 1 calc R . . H8B H 0.4134 0.7597 0.5023 0.065 Uiso 1 1 calc R . . C9 C 0.4733(4) 0.9448(6) 0.4784(4) 0.0646(15) Uani 1 1 d . . . H9A' H 0.5038 0.9108 0.4355 0.078 Uiso 1 1 calc R . . H9B' H 0.4170 0.9837 0.4546 0.078 Uiso 1 1 calc R . . C10 C 0.8518(3) 0.7607(5) 0.6172(3) 0.0434(10) Uani 1 1 d . . . H10 H 0.8084 0.8288 0.6059 0.052 Uiso 1 1 calc R . . C11 C 0.9282(3) 0.5893(5) 0.6731(3) 0.0402(10) Uani 1 1 d . . . C12 C 0.9631(3) 0.4788(5) 0.7200(3) 0.0495(11) Uani 1 1 d . . . H12 H 0.9365 0.4478 0.7630 0.059 Uiso 1 1 calc R . . C13 C 1.0390(4) 0.4164(6) 0.7003(4) 0.0633(14) Uani 1 1 d . . . H13 H 1.0629 0.3403 0.7297 0.076 Uiso 1 1 calc R . . C14 C 1.0806(4) 0.4655(7) 0.6368(4) 0.0669(15) Uani 1 1 d . . . H14 H 1.1329 0.4234 0.6267 0.080 Uiso 1 1 calc R . . C15 C 1.0472(4) 0.5718(6) 0.5898(3) 0.0601(14) Uani 1 1 d . . . H15 H 1.0748 0.6025 0.5472 0.072 Uiso 1 1 calc R . . C16 C 0.9695(3) 0.6336(5) 0.6080(3) 0.0465(11) Uani 1 1 d . . . C17 C 0.9374(4) 0.8298(5) 0.5075(3) 0.0563(13) Uani 1 1 d . . . H17A H 0.8818 0.8609 0.4778 0.068 Uiso 1 1 calc R . . H17B H 0.9681 0.7750 0.4717 0.068 Uiso 1 1 calc R . . C18 C 0.9921(4) 0.9533(5) 0.5344(3) 0.0492(11) Uani 1 1 d . . . H18A H 1.0487 0.9224 0.5621 0.059 Uiso 1 1 calc R . . H18B H 0.9625 1.0064 0.5718 0.059 Uiso 1 1 calc R . . C19 C 0.8933(11) 0.1436(15) 0.2572(10) 0.110(5) Uani 0.50 1 d PDU . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0340(5) 0.0360(5) 0.0309(5) 0.000 0.0021(3) 0.000 O1 0.054(3) 0.040(2) 0.070(3) 0.000 0.018(2) 0.000 O2 0.051(3) 0.035(2) 0.050(3) 0.000 -0.006(2) 0.000 O3 0.123(5) 0.105(4) 0.124(5) 0.019(4) 0.006(4) -0.027(4) O4 0.123(5) 0.128(5) 0.085(4) -0.009(3) 0.026(3) -0.037(4) O5 0.096(4) 0.142(6) 0.177(7) -0.074(5) 0.038(4) -0.021(4) O6 0.076(3) 0.068(3) 0.076(3) -0.003(2) 0.019(2) -0.005(2) O7 0.080(3) 0.060(2) 0.055(2) -0.0028(17) -0.0018(19) -0.0085(19) O8 0.037(4) 0.102(6) 0.068(5) 0.009(4) 0.001(3) 0.010(4) O9 0.089(7) 0.167(11) 0.096(8) 0.006(8) -0.021(6) -0.051(8) N1 0.0397(19) 0.042(2) 0.0346(19) 0.0018(15) 0.0009(15) 0.0046(16) N2 0.038(2) 0.042(2) 0.046(2) 0.0053(16) -0.0067(16) 0.0031(16) N3 0.0392(19) 0.040(2) 0.0381(19) 0.0040(15) 0.0057(15) 0.0013(15) N4 0.053(2) 0.046(2) 0.043(2) 0.0111(17) 0.0136(18) -0.0022(17) N5 0.065(3) 0.079(4) 0.088(4) -0.021(3) 0.019(3) -0.028(3) C1 0.042(2) 0.043(2) 0.040(2) 0.0024(19) 0.0023(19) 0.0046(19) C2 0.044(2) 0.035(2) 0.034(2) 0.0042(17) -0.0005(17) -0.0012(18) C3 0.052(3) 0.042(2) 0.045(2) 0.001(2) 0.010(2) 0.001(2) C4 0.066(3) 0.054(3) 0.044(3) -0.007(2) 0.009(2) 0.001(2) C5 0.084(4) 0.059(3) 0.040(3) -0.004(2) -0.003(3) -0.004(3) C6 0.067(3) 0.055(3) 0.040(3) 0.004(2) -0.012(2) -0.001(3) C7 0.045(2) 0.038(2) 0.042(2) 0.0052(19) -0.0025(19) -0.0026(19) C8 0.039(2) 0.048(3) 0.071(3) 0.009(2) -0.008(2) 0.005(2) C9 0.059(3) 0.059(3) 0.069(4) 0.009(3) -0.017(3) 0.010(3) C10 0.046(3) 0.041(2) 0.043(2) 0.0050(19) 0.006(2) 0.0008(19) C11 0.037(2) 0.043(2) 0.040(2) -0.0013(19) 0.0031(18) -0.0038(18) C12 0.048(3) 0.054(3) 0.045(3) 0.005(2) 0.000(2) 0.002(2) C13 0.056(3) 0.064(3) 0.066(3) -0.001(3) -0.005(3) 0.014(3) C14 0.051(3) 0.079(4) 0.072(4) -0.008(3) 0.013(3) 0.014(3) C15 0.053(3) 0.067(3) 0.064(3) -0.003(3) 0.022(3) 0.000(3) C16 0.046(3) 0.050(3) 0.045(3) -0.003(2) 0.012(2) -0.004(2) C17 0.072(3) 0.058(3) 0.041(3) 0.011(2) 0.017(2) -0.006(3) C18 0.058(3) 0.049(3) 0.044(3) 0.009(2) 0.018(2) 0.004(2) C19 0.117(9) 0.125(9) 0.084(8) -0.002(7) 0.005(7) -0.025(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O2 2.066(4) . ? Co1 N3 2.132(4) 2_656 ? Co1 N3 2.132(4) . ? Co1 N1 2.161(3) 2_656 ? Co1 N1 2.161(3) . ? Co1 O1 2.191(5) . ? O1 H1A 0.8500 . ? O2 H2A 0.8499 . ? O3 N5 1.228(8) . ? O4 N5 1.216(8) . ? O5 N5 1.213(8) . ? O6 H6A 0.8499 . ? O6 H6B 0.8500 . ? O7 H7A 0.8500 . ? O7 H7B 0.8500 . ? O8 C19 1.433(9) . ? N1 C1 1.318(6) . ? N1 C2 1.381(6) . ? N2 C1 1.341(6) . ? N2 C7 1.381(6) . ? N2 C8 1.482(6) . ? N3 C10 1.324(6) . ? N3 C11 1.395(6) . ? N4 C10 1.347(6) . ? N4 C16 1.375(6) . ? N4 C17 1.463(6) . ? C1 H1 0.9300 . ? C2 C3 1.394(6) . ? C2 C7 1.410(6) . ? C3 C4 1.384(7) . ? C4 C5 1.375(8) . ? C4 H4 0.9300 . ? C5 C6 1.378(8) . ? C5 H5 0.9300 . ? C6 C7 1.379(7) . ? C6 H6 0.9300 . ? C8 C9 1.528(8) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C9 1.468(11) 3_676 ? C9 H9A' 0.9700 . ? C9 H9B' 0.9700 . ? C10 H10 0.9300 . ? C11 C12 1.386(7) . ? C11 C16 1.407(6) . ? C12 C13 1.382(8) . ? C12 H12 0.9300 . ? C13 C14 1.401(9) . ? C13 H13 0.9300 . ? C14 C15 1.349(8) . ? C14 H14 0.9300 . ? C15 C16 1.395(7) . ? C15 H15 0.9300 . ? C17 C18 1.485(7) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C18 1.515(9) 3_776 ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Co1 N3 92.78(10) . 2_656 ? O2 Co1 N3 92.78(9) . . ? N3 Co1 N3 174.45(19) 2_656 . ? O2 Co1 N1 91.44(10) . 2_656 ? N3 Co1 N1 89.18(14) 2_656 2_656 ? N3 Co1 N1 90.68(14) . 2_656 ? O2 Co1 N1 91.44(10) . . ? N3 Co1 N1 90.68(14) 2_656 . ? N3 Co1 N1 89.18(14) . . ? N1 Co1 N1 177.12(19) 2_656 . ? O2 Co1 O1 180.000(2) . . ? N3 Co1 O1 87.22(10) 2_656 . ? N3 Co1 O1 87.22(10) . . ? N1 Co1 O1 88.56(10) 2_656 . ? N1 Co1 O1 88.56(10) . . ? Co1 O1 H1A 125.3 . . ? Co1 O2 H2A 125.1 . . ? H6A O6 H6B 105.2 . . ? H7A O7 H7B 105.1 . . ? C1 N1 C2 104.9(4) . . ? C1 N1 Co1 123.4(3) . . ? C2 N1 Co1 131.4(3) . . ? C1 N2 C7 107.0(4) . . ? C1 N2 C8 127.4(4) . . ? C7 N2 C8 125.5(4) . . ? C10 N3 C11 105.0(4) . . ? C10 N3 Co1 122.1(3) . . ? C11 N3 Co1 132.5(3) . . ? C10 N4 C16 107.2(4) . . ? C10 N4 C17 125.5(4) . . ? C16 N4 C17 127.0(4) . . ? O5 N5 O4 121.3(8) . . ? O5 N5 O3 117.4(8) . . ? O4 N5 O3 121.3(7) . . ? N1 C1 N2 113.6(4) . . ? N1 C1 H1 123.2 . . ? N2 C1 H1 123.2 . . ? N1 C2 C3 130.9(4) . . ? N1 C2 C7 109.3(4) . . ? C3 C2 C7 119.8(4) . . ? C4 C3 C2 116.7(4) . . ? C5 C4 C3 122.4(5) . . ? C5 C4 H4 118.8 . . ? C3 C4 H4 118.8 . . ? C4 C5 C6 122.2(5) . . ? C4 C5 H5 118.9 . . ? C6 C5 H5 118.9 . . ? C5 C6 C7 116.0(5) . . ? C5 C6 H6 122.0 . . ? C7 C6 H6 122.0 . . ? C6 C7 N2 132.1(4) . . ? C6 C7 C2 122.9(5) . . ? N2 C7 C2 105.0(4) . . ? N2 C8 C9 112.3(4) . . ? N2 C8 H8A 109.1 . . ? C9 C8 H8A 109.1 . . ? N2 C8 H8B 109.1 . . ? C9 C8 H8B 109.1 . . ? H8A C8 H8B 107.9 . . ? C9 C9 C8 113.0(6) 3_676 . ? C9 C9 H9A' 109.0 3_676 . ? C8 C9 H9A' 109.0 . . ? C9 C9 H9B' 109.0 3_676 . ? C8 C9 H9B' 109.0 . . ? H9A' C9 H9B' 107.8 . . ? N3 C10 N4 113.2(4) . . ? N3 C10 H10 123.4 . . ? N4 C10 H10 123.4 . . ? C12 C11 N3 131.1(4) . . ? C12 C11 C16 120.1(4) . . ? N3 C11 C16 108.8(4) . . ? C13 C12 C11 117.5(5) . . ? C13 C12 H12 121.3 . . ? C11 C12 H12 121.3 . . ? C12 C13 C14 121.3(5) . . ? C12 C13 H13 119.3 . . ? C14 C13 H13 119.3 . . ? C15 C14 C13 122.2(5) . . ? C15 C14 H14 118.9 . . ? C13 C14 H14 118.9 . . ? C14 C15 C16 117.0(5) . . ? C14 C15 H15 121.5 . . ? C16 C15 H15 121.5 . . ? N4 C16 C15 132.4(5) . . ? N4 C16 C11 105.8(4) . . ? C15 C16 C11 121.9(5) . . ? N4 C17 C18 112.8(4) . . ? N4 C17 H17A 109.0 . . ? C18 C17 H17A 109.0 . . ? N4 C17 H17B 109.0 . . ? C18 C17 H17B 109.0 . . ? H17A C17 H17B 107.8 . . ? C17 C18 C18 112.2(5) . 3_776 ? C17 C18 H18A 109.2 . . ? C18 C18 H18A 109.2 3_776 . ? C17 C18 H18B 109.2 . . ? C18 C18 H18B 109.2 3_776 . ? H18A C18 H18B 107.9 . . ? 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 N1 C1 133.0(3) . . . . ? N3 Co1 N1 C1 40.2(4) 2_656 . . . ? N3 Co1 N1 C1 -134.2(4) . . . . ? N1 Co1 N1 C1 -47.0(3) 2_656 . . . ? O1 Co1 N1 C1 -47.0(3) . . . . ? O2 Co1 N1 C2 -54.0(4) . . . . ? N3 Co1 N1 C2 -146.8(4) 2_656 . . . ? N3 Co1 N1 C2 38.7(4) . . . . ? N1 Co1 N1 C2 126.0(4) 2_656 . . . ? O1 Co1 N1 C2 126.0(4) . . . . ? O2 Co1 N3 C10 136.4(3) . . . . ? N3 Co1 N3 C10 -43.6(3) 2_656 . . . ? N1 Co1 N3 C10 -132.1(4) 2_656 . . . ? N1 Co1 N3 C10 45.0(4) . . . . ? O1 Co1 N3 C10 -43.6(3) . . . . ? O2 Co1 N3 C11 -34.7(4) . . . . ? N3 Co1 N3 C11 145.3(4) 2_656 . . . ? N1 Co1 N3 C11 56.8(4) 2_656 . . . ? N1 Co1 N3 C11 -126.1(4) . . . . ? O1 Co1 N3 C11 145.3(4) . . . . ? C2 N1 C1 N2 -0.3(5) . . . . ? Co1 N1 C1 N2 174.3(3) . . . . ? C7 N2 C1 N1 0.1(5) . . . . ? C8 N2 C1 N1 -179.4(4) . . . . ? C1 N1 C2 C3 -179.8(5) . . . . ? Co1 N1 C2 C3 6.3(7) . . . . ? C1 N1 C2 C7 0.3(5) . . . . ? Co1 N1 C2 C7 -173.6(3) . . . . ? N1 C2 C3 C4 -179.6(5) . . . . ? C7 C2 C3 C4 0.2(7) . . . . ? C2 C3 C4 C5 -1.2(8) . . . . ? C3 C4 C5 C6 0.5(9) . . . . ? C4 C5 C6 C7 1.2(8) . . . . ? C5 C6 C7 N2 -180.0(5) . . . . ? C5 C6 C7 C2 -2.2(8) . . . . ? C1 N2 C7 C6 178.3(5) . . . . ? C8 N2 C7 C6 -2.3(8) . . . . ? C1 N2 C7 C2 0.1(5) . . . . ? C8 N2 C7 C2 179.6(4) . . . . ? N1 C2 C7 C6 -178.6(4) . . . . ? C3 C2 C7 C6 1.5(7) . . . . ? N1 C2 C7 N2 -0.3(5) . . . . ? C3 C2 C7 N2 179.8(4) . . . . ? C1 N2 C8 C9 105.0(6) . . . . ? C7 N2 C8 C9 -74.4(6) . . . . ? N2 C8 C9 C9 -67.0(8) . . . 3_676 ? C11 N3 C10 N4 -0.1(5) . . . . ? Co1 N3 C10 N4 -173.3(3) . . . . ? C16 N4 C10 N3 -0.4(5) . . . . ? C17 N4 C10 N3 -174.8(4) . . . . ? C10 N3 C11 C12 -179.2(5) . . . . ? Co1 N3 C11 C12 -7.1(7) . . . . ? C10 N3 C11 C16 0.6(5) . . . . ? Co1 N3 C11 C16 172.8(3) . . . . ? N3 C11 C12 C13 -179.7(5) . . . . ? C16 C11 C12 C13 0.4(7) . . . . ? C11 C12 C13 C14 1.8(8) . . . . ? C12 C13 C14 C15 -2.7(9) . . . . ? C13 C14 C15 C16 1.2(9) . . . . ? C10 N4 C16 C15 -178.2(5) . . . . ? C17 N4 C16 C15 -3.9(9) . . . . ? C10 N4 C16 C11 0.8(5) . . . . ? C17 N4 C16 C11 175.1(4) . . . . ? C14 C15 C16 N4 179.9(5) . . . . ? C14 C15 C16 C11 1.1(8) . . . . ? C12 C11 C16 N4 179.0(4) . . . . ? N3 C11 C16 N4 -0.9(5) . . . . ? C12 C11 C16 C15 -1.9(7) . . . . ? N3 C11 C16 C15 178.2(4) . . . . ? C10 N4 C17 C18 84.9(6) . . . . ? C16 N4 C17 C18 -88.4(6) . . . . ? N4 C17 C18 C18 -177.7(5) . . . 3_776 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.155 _refine_diff_density_min -0.503 _refine_diff_density_rms 0.132 data_90620c _database_code_depnum_ccdc_archive 'CCDC 888545' #TrackingRef 'complex 2 90620C.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C72 H74 Cu2 N20 O15' _chemical_formula_weight 1586.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pna2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 14.0900(19) _cell_length_b 16.386(2) _cell_length_c 16.393(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3784.8(8) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9919 _cell_measurement_theta_min 0.00 _cell_measurement_theta_max 0.00 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.392 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1648 _exptl_absorpt_coefficient_mu 0.640 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8667 _exptl_absorpt_correction_T_max 0.8935 _exptl_absorpt_process_details sadabs _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18511 _diffrn_reflns_av_R_equivalents 0.0323 _diffrn_reflns_av_sigmaI/netI 0.0394 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 25.01 _reflns_number_total 5458 _reflns_number_gt 4912 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. 44 restraints were used while refining. SIMU 0.001 O1 O2 O3 N9 ISOR 0.008 O4 O6 O3 DFIX 1.23 0.01 N10 O4 N10 O5 N10 O6 SADI 0.001 O4 O5 O4 O6 O5 O6 FLAT 0.001 O4 O5 O6 N10 ; _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^)+(0.1086P)^2^+1.1872P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.013(18) _refine_ls_number_reflns 5458 _refine_ls_number_parameters 500 _refine_ls_number_restraints 44 _refine_ls_R_factor_all 0.0587 _refine_ls_R_factor_gt 0.0533 _refine_ls_wR_factor_ref 0.1507 _refine_ls_wR_factor_gt 0.1451 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.117 _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 Cu1 Cu 0.67957(4) 0.11084(3) 0.6981(2) 0.03598(18) Uani 1 1 d . . . O1 O 0.5200(3) 0.0974(3) 0.7379(4) 0.0672(8) Uani 1 1 d U . . O2 O 0.4053(3) 0.1746(3) 0.7023(4) 0.0701(9) Uani 1 1 d U . . O3 O 0.3930(3) 0.0467(3) 0.6898(5) 0.0806(10) Uani 1 1 d U . . N1 N 0.7121(3) -0.0056(2) 0.7269(3) 0.0390(9) Uani 1 1 d . . . N2 N 0.7972(3) -0.1057(2) 0.7817(4) 0.0429(10) Uani 1 1 d . . . N3 N 0.7924(3) -0.1592(2) 1.1004(4) 0.0400(9) Uani 1 1 d . . . N4 N 0.8280(3) -0.2715(2) 1.1681(4) 0.0366(9) Uani 1 1 d . . . N5 N 0.7213(3) 0.1446(2) 0.8106(3) 0.0370(8) Uani 1 1 d . . . N6 N 0.8088(3) 0.2062(3) 0.9033(4) 0.0422(10) Uani 1 1 d . . . N7 N 0.8014(3) 0.5210(3) 0.9648(4) 0.0413(9) Uani 1 1 d . . . N8 N 0.8389(3) 0.5786(2) 1.0814(3) 0.0361(8) Uani 1 1 d . . . N9 N 0.4401(3) 0.1062(3) 0.7074(5) 0.0665(8) Uani 1 1 d U . . C1 C 0.6657(3) -0.0790(3) 0.7106(4) 0.0385(11) Uani 1 1 d . . . C2 C 0.7207(4) -0.1427(3) 0.7457(4) 0.0408(11) Uani 1 1 d . . . C3 C 0.6942(4) -0.2238(4) 0.7394(5) 0.0550(15) Uani 1 1 d . . . H3 H 0.7302 -0.2657 0.7619 0.066 Uiso 1 1 calc R . . C4 C 0.6105(4) -0.2385(3) 0.6972(5) 0.0611(14) Uani 1 1 d . . . H4 H 0.5899 -0.2921 0.6912 0.073 Uiso 1 1 calc R . . C5 C 0.5568(4) -0.1766(3) 0.6640(4) 0.0545(13) Uani 1 1 d . . . H5 H 0.5011 -0.1899 0.6365 0.065 Uiso 1 1 calc R . . C6 C 0.5826(4) -0.0955(3) 0.6700(4) 0.0479(12) Uani 1 1 d . . . H6 H 0.5456 -0.0541 0.6477 0.057 Uiso 1 1 calc R . . C7 C 0.7887(4) -0.0250(3) 0.7682(4) 0.0422(11) Uani 1 1 d . . . H7 H 0.8326 0.0132 0.7864 0.051 Uiso 1 1 calc R . . C8 C 0.8679(4) -0.1437(4) 0.8335(4) 0.0544(14) Uani 1 1 d . . . H8A H 0.9212 -0.1069 0.8404 0.065 Uiso 1 1 calc R . . H8B H 0.8910 -0.1932 0.8077 0.065 Uiso 1 1 calc R . . C9 C 0.8263(4) -0.1645(4) 0.9167(5) 0.0563(15) Uani 1 1 d . . . H9A H 0.7682 -0.1953 0.9092 0.068 Uiso 1 1 calc R . . H9B H 0.8707 -0.1987 0.9462 0.068 Uiso 1 1 calc R . . C10 C 0.8054(4) -0.0892(4) 0.9666(5) 0.0549(15) Uani 1 1 d . . . H10A H 0.8649 -0.0646 0.9833 0.066 Uiso 1 1 calc R . . H10B H 0.7721 -0.0501 0.9326 0.066 Uiso 1 1 calc R . . C11 C 0.7467(4) -0.1062(3) 1.0410(5) 0.0514(14) Uani 1 1 d . . . H11A H 0.7316 -0.0547 1.0671 0.062 Uiso 1 1 calc R . . H11B H 0.6875 -0.1310 1.0241 0.062 Uiso 1 1 calc R . . C12 C 0.8482(3) -0.1355(3) 1.1658(4) 0.0415(11) Uani 1 1 d . . . C13 C 0.8701(3) -0.2062(3) 1.2074(4) 0.0365(10) Uani 1 1 d . . . C14 C 0.9238(4) -0.2024(4) 1.2790(4) 0.0471(12) Uani 1 1 d . . . H14 H 0.9402 -0.2495 1.3073 0.057 Uiso 1 1 calc R . . C15 C 0.9515(4) -0.1270(4) 1.3061(5) 0.0567(15) Uani 1 1 d . . . H15 H 0.9865 -0.1229 1.3540 0.068 Uiso 1 1 calc R . . C16 C 0.9283(4) -0.0565(4) 1.2632(5) 0.0590(16) Uani 1 1 d . . . H16 H 0.9489 -0.0063 1.2829 0.071 Uiso 1 1 calc R . . C17 C 0.8757(3) -0.0589(3) 1.1927(5) 0.0527(12) Uani 1 1 d . . . H17 H 0.8595 -0.0117 1.1645 0.063 Uiso 1 1 calc R . . C18 C 0.7829(3) -0.2398(3) 1.1055(4) 0.0379(10) Uani 1 1 d . . . H18 H 0.7478 -0.2705 1.0686 0.045 Uiso 1 1 calc R . . C19 C 0.6886(3) 0.1220(3) 0.8864(4) 0.0369(11) Uani 1 1 d . . . C20 C 0.7431(3) 0.1595(3) 0.9457(4) 0.0387(10) Uani 1 1 d . . . C21 C 0.7276(4) 0.1488(4) 1.0287(4) 0.0501(12) Uani 1 1 d . . . H21 H 0.7642 0.1751 1.0679 0.060 Uiso 1 1 calc R . . C22 C 0.6541(4) 0.0964(4) 1.0496(5) 0.0531(14) Uani 1 1 d . . . H22 H 0.6413 0.0866 1.1044 0.064 Uiso 1 1 calc R . . C23 C 0.5993(4) 0.0583(3) 0.9905(5) 0.0521(13) Uani 1 1 d . . . H23 H 0.5504 0.0240 1.0070 0.063 Uiso 1 1 calc R . . C24 C 0.6146(3) 0.0694(3) 0.9095(4) 0.0461(12) Uani 1 1 d . . . H24 H 0.5775 0.0430 0.8707 0.055 Uiso 1 1 calc R . . C25 C 0.7918(3) 0.1941(3) 0.8237(4) 0.0381(10) Uani 1 1 d . . . H25 H 0.8267 0.2185 0.7822 0.046 Uiso 1 1 calc R . . C26 C 0.8778(4) 0.2624(3) 0.9387(4) 0.0504(13) Uani 1 1 d . . . H26A H 0.9287 0.2716 0.9000 0.061 Uiso 1 1 calc R . . H26B H 0.9050 0.2381 0.9873 0.061 Uiso 1 1 calc R . . C27 C 0.8326(4) 0.3434(4) 0.9607(4) 0.0516(14) Uani 1 1 d . . . H27A H 0.7756 0.3335 0.9922 0.062 Uiso 1 1 calc R . . H27B H 0.8762 0.3744 0.9945 0.062 Uiso 1 1 calc R . . C28 C 0.8078(4) 0.3929(4) 0.8866(5) 0.0535(15) Uani 1 1 d . . . H28A H 0.8658 0.4088 0.8590 0.064 Uiso 1 1 calc R . . H28B H 0.7713 0.3592 0.8493 0.064 Uiso 1 1 calc R . . C29 C 0.7521(4) 0.4674(3) 0.9067(4) 0.0524(13) Uani 1 1 d . . . H29A H 0.7396 0.4976 0.8569 0.063 Uiso 1 1 calc R . . H29B H 0.6914 0.4513 0.9296 0.063 Uiso 1 1 calc R . . C30 C 0.8756(3) 0.5720(3) 0.9473(4) 0.0370(10) Uani 1 1 d . . . C31 C 0.8988(3) 0.6087(2) 1.0212(4) 0.0344(10) Uani 1 1 d . . . C32 C 0.9733(3) 0.6640(3) 1.0259(4) 0.0422(11) Uani 1 1 d . . . H32 H 0.9910 0.6880 1.0750 0.051 Uiso 1 1 calc R . . C33 C 1.0202(4) 0.6816(3) 0.9531(5) 0.0539(14) Uani 1 1 d . . . H33 H 1.0693 0.7195 0.9537 0.065 Uiso 1 1 calc R . . C34 C 0.9960(4) 0.6444(4) 0.8797(5) 0.0574(14) Uani 1 1 d . . . H34 H 1.0297 0.6577 0.8328 0.069 Uiso 1 1 calc R . . C35 C 0.9248(4) 0.5897(4) 0.8749(4) 0.0535(14) Uani 1 1 d . . . H35 H 0.9090 0.5648 0.8258 0.064 Uiso 1 1 calc R . . C36 C 0.7824(3) 0.5275(3) 1.0439(4) 0.0385(10) Uani 1 1 d . . . H36 H 0.7342 0.4988 1.0698 0.046 Uiso 1 1 calc R . . N10 N 0.8986(5) 0.1150(4) 0.4375(5) 0.128(5) Uani 1 1 d D . . O4 O 0.9494(7) 0.0601(7) 0.4657(6) 0.200(5) Uani 1 1 d DU . . O5 O 0.9015(8) 0.1267(7) 0.3634(4) 0.201(6) Uani 1 1 d D . . O6 O 0.8490(8) 0.1547(6) 0.4808(5) 0.179(4) Uani 1 1 d DU . . O7 O 0.8765(4) 0.1228(4) 0.6536(5) 0.0980(18) Uani 1 1 d . . . H7A H 0.8901 0.1697 0.6708 0.147 Uiso 1 1 d R . . H7B H 0.8787 0.1247 0.6024 0.147 Uiso 1 1 d R . . O8 O 0.985(2) 0.8999(12) 0.569(2) 0.160(13) Uani 0.334(13) 1 d P A 1 O8' O 0.933(5) 0.931(3) 0.606(4) 0.160(13) Uani 0.166(13) 1 d P A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0551(3) 0.0318(3) 0.0210(3) -0.0001(3) -0.0043(3) 0.0006(2) O1 0.0528(14) 0.0819(18) 0.067(2) 0.0036(16) -0.0055(15) -0.0007(14) O2 0.0706(17) 0.0721(18) 0.068(2) -0.002(2) 0.0037(19) 0.0122(15) O3 0.0803(19) 0.082(2) 0.079(2) -0.0054(19) -0.018(2) -0.0076(16) N1 0.052(2) 0.035(2) 0.030(2) 0.0028(17) -0.0053(17) 0.0034(17) N2 0.055(2) 0.041(2) 0.033(2) 0.0047(18) -0.002(2) 0.0092(17) N3 0.0441(19) 0.042(2) 0.034(2) 0.0048(18) -0.0001(17) 0.0029(17) N4 0.049(2) 0.036(2) 0.0246(19) 0.0021(17) 0.0015(15) 0.0014(15) N5 0.050(2) 0.033(2) 0.028(2) 0.0024(17) -0.0016(17) -0.0037(16) N6 0.048(2) 0.044(2) 0.034(2) -0.005(2) -0.0023(17) -0.0046(18) N7 0.050(2) 0.044(2) 0.030(2) -0.0039(19) -0.0001(18) -0.0016(18) N8 0.048(2) 0.035(2) 0.025(2) -0.0023(18) 0.0031(16) -0.0007(16) N9 0.0554(14) 0.0777(16) 0.0664(19) 0.0007(15) -0.0061(15) 0.0009(12) C1 0.053(2) 0.035(2) 0.027(3) 0.004(2) -0.003(2) 0.0017(18) C2 0.054(3) 0.040(3) 0.028(3) 0.001(2) 0.007(2) 0.009(2) C3 0.076(4) 0.041(3) 0.047(4) 0.005(3) 0.005(3) 0.010(2) C4 0.089(4) 0.039(3) 0.055(3) -0.006(3) 0.009(4) -0.009(2) C5 0.070(3) 0.052(3) 0.041(3) -0.007(3) 0.004(3) -0.010(3) C6 0.064(3) 0.049(3) 0.031(3) 0.000(2) 0.003(2) 0.001(2) C7 0.052(3) 0.045(3) 0.030(3) 0.005(2) -0.003(2) 0.002(2) C8 0.062(3) 0.060(3) 0.042(3) 0.011(3) 0.000(3) 0.022(3) C9 0.071(4) 0.057(4) 0.040(3) 0.012(3) -0.001(3) 0.022(3) C10 0.066(3) 0.057(3) 0.042(4) 0.018(3) -0.003(3) 0.009(3) C11 0.058(3) 0.046(3) 0.050(4) 0.010(3) -0.004(3) 0.006(2) C12 0.043(2) 0.043(3) 0.038(3) -0.008(2) 0.008(2) 0.001(2) C13 0.041(2) 0.039(2) 0.030(3) 0.000(2) 0.006(2) -0.0006(16) C14 0.051(2) 0.054(3) 0.037(3) -0.005(2) -0.002(2) 0.003(2) C15 0.052(3) 0.068(4) 0.050(4) -0.024(3) -0.002(3) -0.005(3) C16 0.057(3) 0.054(3) 0.066(4) -0.023(3) 0.012(3) -0.010(3) C17 0.055(3) 0.041(2) 0.063(4) -0.004(3) 0.011(3) -0.0001(19) C18 0.045(2) 0.040(3) 0.028(2) -0.001(2) 0.0000(19) -0.0033(19) C19 0.047(2) 0.033(2) 0.031(3) 0.002(2) -0.003(2) 0.0041(17) C20 0.047(2) 0.040(3) 0.030(2) -0.001(2) 0.001(2) 0.001(2) C21 0.066(3) 0.056(3) 0.028(3) 0.001(2) -0.004(2) 0.002(3) C22 0.068(3) 0.059(3) 0.032(3) 0.009(3) 0.013(3) 0.008(3) C23 0.051(3) 0.052(3) 0.054(4) 0.013(3) 0.010(3) -0.002(2) C24 0.044(3) 0.047(3) 0.047(3) 0.009(3) -0.003(2) -0.006(2) C25 0.045(2) 0.038(2) 0.032(3) 0.001(2) 0.0015(19) -0.0009(19) C26 0.048(3) 0.055(3) 0.048(3) -0.014(3) -0.014(2) -0.005(2) C27 0.064(3) 0.051(3) 0.040(3) -0.004(3) -0.012(2) -0.013(2) C28 0.062(3) 0.056(4) 0.042(4) -0.008(3) -0.004(3) -0.001(2) C29 0.069(3) 0.049(3) 0.039(3) -0.012(2) -0.015(3) -0.002(3) C30 0.046(2) 0.039(3) 0.027(2) 0.000(2) 0.0013(19) 0.0056(19) C31 0.041(2) 0.031(2) 0.031(3) 0.0022(18) 0.008(2) 0.0046(17) C32 0.038(2) 0.047(3) 0.041(3) 0.003(2) -0.002(2) 0.001(2) C33 0.049(3) 0.054(3) 0.059(4) 0.016(3) 0.006(3) -0.001(2) C34 0.061(3) 0.063(3) 0.048(4) 0.013(3) 0.021(3) 0.008(3) C35 0.064(3) 0.068(4) 0.028(3) -0.006(3) 0.006(2) 0.011(3) C36 0.050(3) 0.034(2) 0.031(3) -0.001(2) 0.000(2) -0.0017(19) N10 0.130(7) 0.075(5) 0.178(12) -0.038(6) 0.078(8) -0.042(5) O4 0.160(6) 0.199(8) 0.239(9) 0.023(7) -0.031(6) -0.020(6) O5 0.230(13) 0.257(14) 0.117(9) -0.040(8) 0.061(9) -0.089(10) O6 0.190(6) 0.159(6) 0.188(7) -0.041(6) 0.072(6) -0.039(6) O7 0.084(3) 0.125(5) 0.085(4) -0.011(3) -0.017(3) -0.002(3) O8 0.21(3) 0.065(12) 0.21(3) -0.059(13) -0.12(2) 0.042(12) O8' 0.21(3) 0.065(12) 0.21(3) -0.059(13) -0.12(2) 0.042(12) _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 Cu1 N4 1.992(4) 3_654 ? Cu1 N8 2.001(4) 3_644 ? Cu1 N5 2.014(4) . ? Cu1 N1 2.019(4) . ? Cu1 O1 2.352(4) . ? Cu1 O7 2.875(6) . ? O1 N9 1.240(7) . ? O2 N9 1.226(6) . ? O3 N9 1.216(7) . ? N1 C7 1.312(6) . ? N1 C1 1.394(6) . ? N2 C7 1.346(7) . ? N2 C2 1.370(7) . ? N2 C8 1.451(7) . ? N3 C18 1.329(6) . ? N3 C12 1.386(7) . ? N3 C11 1.455(7) . ? N4 C18 1.314(6) . ? N4 C13 1.383(6) . ? N4 Cu1 1.992(4) 3_645 ? N5 C25 1.300(6) . ? N5 C19 1.376(7) . ? N6 C25 1.342(6) . ? N6 C20 1.388(7) . ? N6 C26 1.459(7) . ? N7 C36 1.328(7) . ? N7 C30 1.369(7) . ? N7 C29 1.471(7) . ? N8 C36 1.308(6) . ? N8 C31 1.389(6) . ? N8 Cu1 2.001(4) 3_655 ? C1 C6 1.374(8) . ? C1 C2 1.422(7) . ? C2 C3 1.384(8) . ? C3 C4 1.388(9) . ? C3 H3 0.9300 . ? C4 C5 1.379(9) . ? C4 H4 0.9300 . ? C5 C6 1.381(8) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.522(8) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.509(10) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.498(9) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.379(7) . ? C12 C17 1.385(7) . ? C13 C14 1.398(7) . ? C14 C15 1.369(8) . ? C14 H14 0.9300 . ? C15 C16 1.391(10) . ? C15 H15 0.9300 . ? C16 C17 1.373(10) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C20 1.383(7) . ? C19 C24 1.405(7) . ? C20 C21 1.388(7) . ? C21 C22 1.388(9) . ? C21 H21 0.9300 . ? C22 C23 1.386(9) . ? C22 H22 0.9300 . ? C23 C24 1.358(8) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 C27 1.515(8) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C28 1.501(9) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.489(8) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C31 1.392(7) . ? C30 C35 1.405(8) . ? C31 C32 1.388(7) . ? C32 C33 1.394(8) . ? C32 H32 0.9300 . ? C33 C34 1.391(9) . ? C33 H33 0.9300 . ? C34 C35 1.348(9) . ? C34 H34 0.9300 . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? N10 O6 1.189(8) . ? N10 O5 1.231(9) . ? N10 O4 1.240(8) . ? O7 H7A 0.8403 . ? O7 H7B 0.8405 . ? 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 N4 Cu1 N8 90.72(17) 3_654 3_644 ? N4 Cu1 N5 88.65(16) 3_654 . ? N8 Cu1 N5 170.39(16) 3_644 . ? N4 Cu1 N1 169.95(17) 3_654 . ? N8 Cu1 N1 90.22(17) 3_644 . ? N5 Cu1 N1 88.76(16) . . ? N4 Cu1 O1 96.18(16) 3_654 . ? N8 Cu1 O1 96.71(17) 3_644 . ? N5 Cu1 O1 92.89(17) . . ? N1 Cu1 O1 93.65(17) . . ? N4 Cu1 O7 85.61(18) 3_654 . ? N8 Cu1 O7 84.32(17) 3_644 . ? N5 Cu1 O7 86.08(17) . . ? N1 Cu1 O7 84.53(18) . . ? O1 Cu1 O7 177.92(19) . . ? N9 O1 Cu1 138.2(5) . . ? C7 N1 C1 106.0(4) . . ? C7 N1 Cu1 122.4(4) . . ? C1 N1 Cu1 131.6(3) . . ? C7 N2 C2 107.1(4) . . ? C7 N2 C8 125.4(5) . . ? C2 N2 C8 127.0(4) . . ? C18 N3 C12 106.6(4) . . ? C18 N3 C11 126.2(4) . . ? C12 N3 C11 127.0(4) . . ? C18 N4 C13 105.3(4) . . ? C18 N4 Cu1 123.4(3) . 3_645 ? C13 N4 Cu1 131.1(3) . 3_645 ? C25 N5 C19 105.9(4) . . ? C25 N5 Cu1 123.1(3) . . ? C19 N5 Cu1 131.0(3) . . ? C25 N6 C20 106.6(4) . . ? C25 N6 C26 126.8(5) . . ? C20 N6 C26 126.4(5) . . ? C36 N7 C30 108.1(4) . . ? C36 N7 C29 125.8(4) . . ? C30 N7 C29 126.1(5) . . ? C36 N8 C31 105.3(4) . . ? C36 N8 Cu1 122.6(3) . 3_655 ? C31 N8 Cu1 131.5(3) . 3_655 ? O3 N9 O2 119.9(5) . . ? O3 N9 O1 119.9(5) . . ? O2 N9 O1 119.9(5) . . ? C6 C1 N1 131.5(5) . . ? C6 C1 C2 121.1(5) . . ? N1 C1 C2 107.5(4) . . ? N2 C2 C3 132.0(5) . . ? N2 C2 C1 106.1(4) . . ? C3 C2 C1 121.9(5) . . ? C2 C3 C4 115.7(5) . . ? C2 C3 H3 122.2 . . ? C4 C3 H3 122.2 . . ? C5 C4 C3 122.4(5) . . ? C5 C4 H4 118.8 . . ? C3 C4 H4 118.8 . . ? C4 C5 C6 122.4(6) . . ? C4 C5 H5 118.8 . . ? C6 C5 H5 118.8 . . ? C1 C6 C5 116.6(5) . . ? C1 C6 H6 121.7 . . ? C5 C6 H6 121.7 . . ? N1 C7 N2 113.3(5) . . ? N1 C7 H7 123.4 . . ? N2 C7 H7 123.4 . . ? N2 C8 C9 110.9(4) . . ? N2 C8 H8A 109.5 . . ? C9 C8 H8A 109.5 . . ? N2 C8 H8B 109.5 . . ? C9 C8 H8B 109.5 . . ? H8A C8 H8B 108.1 . . ? C10 C9 C8 112.2(5) . . ? C10 C9 H9A 109.2 . . ? C8 C9 H9A 109.2 . . ? C10 C9 H9B 109.2 . . ? C8 C9 H9B 109.2 . . ? H9A C9 H9B 107.9 . . ? C11 C10 C9 113.4(5) . . ? C11 C10 H10A 108.9 . . ? C9 C10 H10A 108.9 . . ? C11 C10 H10B 108.9 . . ? C9 C10 H10B 108.9 . . ? H10A C10 H10B 107.7 . . ? N3 C11 C10 114.3(5) . . ? N3 C11 H11A 108.7 . . ? C10 C11 H11A 108.7 . . ? N3 C11 H11B 108.7 . . ? C10 C11 H11B 108.7 . . ? H11A C11 H11B 107.6 . . ? C13 C12 C17 122.7(5) . . ? C13 C12 N3 105.9(4) . . ? C17 C12 N3 131.2(6) . . ? C12 C13 N4 108.9(4) . . ? C12 C13 C14 119.9(5) . . ? N4 C13 C14 131.2(5) . . ? C15 C14 C13 117.9(5) . . ? C15 C14 H14 121.1 . . ? C13 C14 H14 121.1 . . ? C14 C15 C16 121.2(6) . . ? C14 C15 H15 119.4 . . ? C16 C15 H15 119.4 . . ? C17 C16 C15 121.8(5) . . ? C17 C16 H16 119.1 . . ? C15 C16 H16 119.1 . . ? C16 C17 C12 116.4(6) . . ? C16 C17 H17 121.8 . . ? C12 C17 H17 121.8 . . ? N4 C18 N3 113.2(4) . . ? N4 C18 H18 123.4 . . ? N3 C18 H18 123.4 . . ? N5 C19 C20 109.3(4) . . ? N5 C19 C24 131.1(5) . . ? C20 C19 C24 119.6(5) . . ? C19 C20 N6 105.2(4) . . ? C19 C20 C21 123.1(5) . . ? N6 C20 C21 131.7(5) . . ? C20 C21 C22 115.9(5) . . ? C20 C21 H21 122.0 . . ? C22 C21 H21 122.0 . . ? C23 C22 C21 121.4(5) . . ? C23 C22 H22 119.3 . . ? C21 C22 H22 119.3 . . ? C24 C23 C22 122.4(5) . . ? C24 C23 H23 118.8 . . ? C22 C23 H23 118.8 . . ? C23 C24 C19 117.6(5) . . ? C23 C24 H24 121.2 . . ? C19 C24 H24 121.2 . . ? N5 C25 N6 113.0(4) . . ? N5 C25 H25 123.5 . . ? N6 C25 H25 123.5 . . ? N6 C26 C27 111.6(4) . . ? N6 C26 H26A 109.3 . . ? C27 C26 H26A 109.3 . . ? N6 C26 H26B 109.3 . . ? C27 C26 H26B 109.3 . . ? H26A C26 H26B 108.0 . . ? C28 C27 C26 112.2(5) . . ? C28 C27 H27A 109.2 . . ? C26 C27 H27A 109.2 . . ? C28 C27 H27B 109.2 . . ? C26 C27 H27B 109.2 . . ? H27A C27 H27B 107.9 . . ? C29 C28 C27 112.8(6) . . ? C29 C28 H28A 109.0 . . ? C27 C28 H28A 109.0 . . ? C29 C28 H28B 109.0 . . ? C27 C28 H28B 109.0 . . ? H28A C28 H28B 107.8 . . ? N7 C29 C28 112.6(5) . . ? N7 C29 H29A 109.1 . . ? C28 C29 H29A 109.1 . . ? N7 C29 H29B 109.1 . . ? C28 C29 H29B 109.1 . . ? H29A C29 H29B 107.8 . . ? N7 C30 C31 105.1(4) . . ? N7 C30 C35 132.8(5) . . ? C31 C30 C35 122.1(5) . . ? C32 C31 N8 130.8(5) . . ? C32 C31 C30 120.5(5) . . ? N8 C31 C30 108.8(4) . . ? C31 C32 C33 116.5(5) . . ? C31 C32 H32 121.7 . . ? C33 C32 H32 121.7 . . ? C34 C33 C32 122.2(5) . . ? C34 C33 H33 118.9 . . ? C32 C33 H33 118.9 . . ? C35 C34 C33 121.7(5) . . ? C35 C34 H34 119.2 . . ? C33 C34 H34 119.2 . . ? C34 C35 C30 117.0(6) . . ? C34 C35 H35 121.5 . . ? C30 C35 H35 121.5 . . ? N8 C36 N7 112.8(4) . . ? N8 C36 H36 123.6 . . ? N7 C36 H36 123.6 . . ? O6 N10 O5 121.6(6) . . ? O6 N10 O4 120.9(6) . . ? O5 N10 O4 117.5(5) . . ? Cu1 O7 H7A 101.4 . . ? Cu1 O7 H7B 106.9 . . ? H7A O7 H7B 107.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N4 Cu1 O1 N9 59.0(6) 3_654 . . . ? N8 Cu1 O1 N9 -32.4(6) 3_644 . . . ? N5 Cu1 O1 N9 148.0(6) . . . . ? N1 Cu1 O1 N9 -123.1(6) . . . . ? O7 Cu1 O1 N9 -152(5) . . . . ? N4 Cu1 N1 C7 33.8(12) 3_654 . . . ? N8 Cu1 N1 C7 129.2(4) 3_644 . . . ? N5 Cu1 N1 C7 -41.2(4) . . . . ? O1 Cu1 N1 C7 -134.0(4) . . . . ? O7 Cu1 N1 C7 44.9(4) . . . . ? N4 Cu1 N1 C1 -146.0(9) 3_654 . . . ? N8 Cu1 N1 C1 -50.7(4) 3_644 . . . ? N5 Cu1 N1 C1 138.9(4) . . . . ? O1 Cu1 N1 C1 46.1(5) . . . . ? O7 Cu1 N1 C1 -134.9(4) . . . . ? N4 Cu1 N5 C25 -52.6(4) 3_654 . . . ? N8 Cu1 N5 C25 33.8(12) 3_644 . . . ? N1 Cu1 N5 C25 117.7(4) . . . . ? O1 Cu1 N5 C25 -148.7(4) . . . . ? O7 Cu1 N5 C25 33.1(4) . . . . ? N4 Cu1 N5 C19 129.5(4) 3_654 . . . ? N8 Cu1 N5 C19 -144.2(9) 3_644 . . . ? N1 Cu1 N5 C19 -60.2(4) . . . . ? O1 Cu1 N5 C19 33.4(4) . . . . ? O7 Cu1 N5 C19 -144.8(4) . . . . ? Cu1 O1 N9 O3 106.1(7) . . . . ? Cu1 O1 N9 O2 -80.8(9) . . . . ? C7 N1 C1 C6 179.7(6) . . . . ? Cu1 N1 C1 C6 -0.4(8) . . . . ? C7 N1 C1 C2 0.2(5) . . . . ? Cu1 N1 C1 C2 -179.9(3) . . . . ? C7 N2 C2 C3 178.8(6) . . . . ? C8 N2 C2 C3 -8.4(9) . . . . ? C7 N2 C2 C1 -0.5(5) . . . . ? C8 N2 C2 C1 172.2(5) . . . . ? C6 C1 C2 N2 -179.4(5) . . . . ? N1 C1 C2 N2 0.2(5) . . . . ? C6 C1 C2 C3 1.2(8) . . . . ? N1 C1 C2 C3 -179.2(5) . . . . ? N2 C2 C3 C4 -179.7(6) . . . . ? C1 C2 C3 C4 -0.5(8) . . . . ? C2 C3 C4 C5 -0.2(10) . . . . ? C3 C4 C5 C6 0.3(10) . . . . ? N1 C1 C6 C5 179.4(5) . . . . ? C2 C1 C6 C5 -1.1(8) . . . . ? C4 C5 C6 C1 0.4(8) . . . . ? C1 N1 C7 N2 -0.5(6) . . . . ? Cu1 N1 C7 N2 179.6(3) . . . . ? C2 N2 C7 N1 0.7(6) . . . . ? C8 N2 C7 N1 -172.2(5) . . . . ? C7 N2 C8 C9 99.5(7) . . . . ? C2 N2 C8 C9 -72.0(7) . . . . ? N2 C8 C9 C10 -69.5(7) . . . . ? C8 C9 C10 C11 168.3(5) . . . . ? C18 N3 C11 C10 -93.7(6) . . . . ? C12 N3 C11 C10 91.4(7) . . . . ? C9 C10 C11 N3 63.3(7) . . . . ? C18 N3 C12 C13 0.4(5) . . . . ? C11 N3 C12 C13 176.2(5) . . . . ? C18 N3 C12 C17 -175.8(5) . . . . ? C11 N3 C12 C17 -0.1(9) . . . . ? C17 C12 C13 N4 176.4(4) . . . . ? N3 C12 C13 N4 -0.2(5) . . . . ? C17 C12 C13 C14 -1.3(7) . . . . ? N3 C12 C13 C14 -177.9(4) . . . . ? C18 N4 C13 C12 -0.1(5) . . . . ? Cu1 N4 C13 C12 -174.4(3) 3_645 . . . ? C18 N4 C13 C14 177.2(5) . . . . ? Cu1 N4 C13 C14 2.9(7) 3_645 . . . ? C12 C13 C14 C15 1.1(7) . . . . ? N4 C13 C14 C15 -176.0(5) . . . . ? C13 C14 C15 C16 -0.9(8) . . . . ? C14 C15 C16 C17 0.9(9) . . . . ? C15 C16 C17 C12 -0.9(8) . . . . ? C13 C12 C17 C16 1.1(7) . . . . ? N3 C12 C17 C16 176.8(5) . . . . ? C13 N4 C18 N3 0.4(5) . . . . ? Cu1 N4 C18 N3 175.3(3) 3_645 . . . ? C12 N3 C18 N4 -0.5(5) . . . . ? C11 N3 C18 N4 -176.3(5) . . . . ? C25 N5 C19 C20 -0.6(5) . . . . ? Cu1 N5 C19 C20 177.6(3) . . . . ? C25 N5 C19 C24 -179.4(5) . . . . ? Cu1 N5 C19 C24 -1.2(8) . . . . ? N5 C19 C20 N6 0.7(5) . . . . ? C24 C19 C20 N6 179.7(4) . . . . ? N5 C19 C20 C21 -179.9(5) . . . . ? C24 C19 C20 C21 -1.0(7) . . . . ? C25 N6 C20 C19 -0.6(5) . . . . ? C26 N6 C20 C19 174.8(5) . . . . ? C25 N6 C20 C21 -179.9(5) . . . . ? C26 N6 C20 C21 -4.4(9) . . . . ? C19 C20 C21 C22 1.0(8) . . . . ? N6 C20 C21 C22 -179.9(5) . . . . ? C20 C21 C22 C23 -0.7(8) . . . . ? C21 C22 C23 C24 0.5(9) . . . . ? C22 C23 C24 C19 -0.5(8) . . . . ? N5 C19 C24 C23 179.4(5) . . . . ? C20 C19 C24 C23 0.7(7) . . . . ? C19 N5 C25 N6 0.2(5) . . . . ? Cu1 N5 C25 N6 -178.2(3) . . . . ? C20 N6 C25 N5 0.3(6) . . . . ? C26 N6 C25 N5 -175.2(5) . . . . ? C25 N6 C26 C27 95.0(6) . . . . ? C20 N6 C26 C27 -79.5(6) . . . . ? N6 C26 C27 C28 -71.3(6) . . . . ? C26 C27 C28 C29 172.5(5) . . . . ? C36 N7 C29 C28 -102.6(6) . . . . ? C30 N7 C29 C28 76.5(7) . . . . ? C27 C28 C29 N7 57.2(7) . . . . ? C36 N7 C30 C31 0.0(5) . . . . ? C29 N7 C30 C31 -179.2(4) . . . . ? C36 N7 C30 C35 179.9(5) . . . . ? C29 N7 C30 C35 0.7(9) . . . . ? C36 N8 C31 C32 -179.1(5) . . . . ? Cu1 N8 C31 C32 9.2(8) 3_655 . . . ? C36 N8 C31 C30 -0.8(5) . . . . ? Cu1 N8 C31 C30 -172.5(3) 3_655 . . . ? N7 C30 C31 C32 179.0(4) . . . . ? C35 C30 C31 C32 -0.9(7) . . . . ? N7 C30 C31 N8 0.5(5) . . . . ? C35 C30 C31 N8 -179.4(4) . . . . ? N8 C31 C32 C33 179.9(5) . . . . ? C30 C31 C32 C33 1.8(7) . . . . ? C31 C32 C33 C34 -1.8(8) . . . . ? C32 C33 C34 C35 0.7(9) . . . . ? C33 C34 C35 C30 0.3(9) . . . . ? N7 C30 C35 C34 179.9(6) . . . . ? C31 C30 C35 C34 -0.2(8) . . . . ? C31 N8 C36 N7 0.8(5) . . . . ? Cu1 N8 C36 N7 173.5(3) 3_655 . . . ? C30 N7 C36 N8 -0.5(6) . . . . ? C29 N7 C36 N8 178.6(4) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.766 _refine_diff_density_min -0.614 _refine_diff_density_rms 0.093 data_81117d _database_code_depnum_ccdc_archive 'CCDC 888546' #TrackingRef 'complex 3 81117D.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C62 H66 Co2 N10 O12' _chemical_formula_weight 1261.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.9683(16) _cell_length_b 11.4202(18) _cell_length_c 14.055(2) _cell_angle_alpha 74.597(3) _cell_angle_beta 82.378(3) _cell_angle_gamma 83.560(3) _cell_volume 1524.0(4) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1989 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 27.83 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.374 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 658 _exptl_absorpt_coefficient_mu 0.614 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8716 _exptl_absorpt_correction_T_max 0.9299 _exptl_absorpt_process_details sadabs _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6398 _diffrn_reflns_av_R_equivalents 0.0480 _diffrn_reflns_av_sigmaI/netI 0.1293 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 25.03 _reflns_number_total 5243 _reflns_number_gt 2871 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.39 restraints were used while refining. DFIX 1.45 0.05 C27 N5 C28 N5 C27 N5 C26 N5 DFIX 1.25 0.01 O6 C26. DFIX 1.25 0.005 C30 O7 DFIX 1.49 0.005 C29 C30 C30 C31 SADI C29 O7 C31 O7 SADI C27 C26 C27 C28 C28 C26 ISOR 0.005 C22' FLAT 0.001 C26 C27 C28 N5 O6 FLAT 0.001 C29 C30 C31 O7 ISOR 0.005 O6 ISOR 0.005 o3 c14 c15 ; _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^)+(0.1051P)^2^+4.3880P] 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 5243 _refine_ls_number_parameters 392 _refine_ls_number_restraints 39 _refine_ls_R_factor_all 0.1708 _refine_ls_R_factor_gt 0.1002 _refine_ls_wR_factor_ref 0.2640 _refine_ls_wR_factor_gt 0.2311 _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_restrained_S_all 1.092 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.44478(12) 0.80680(10) 0.18891(8) 0.0374(4) Uani 1 1 d . . . O1 O 0.4742(6) 0.8313(5) 0.3174(4) 0.0523(16) Uani 1 1 d . . . O2 O 0.4859(8) 1.0231(7) 0.2346(5) 0.079(2) Uani 1 1 d . . . O3 O 0.2758(8) 0.9031(6) 0.1543(6) 0.081(2) Uani 1 1 d U . . O4 O 0.3339(8) 0.8278(8) 0.0249(7) 0.089(3) Uani 1 1 d . . . N1 N 0.6223(7) 0.7990(6) 0.1031(5) 0.0407(17) Uani 1 1 d . . . N2 N 0.7716(7) 0.7784(6) -0.0257(5) 0.0403(17) Uani 1 1 d . . . N3 N 0.6581(7) 0.5479(6) -0.2094(5) 0.0406(16) Uani 1 1 d . . . N4 N 0.6055(7) 0.3711(6) -0.2269(5) 0.0422(17) Uani 1 1 d . . . C1 C 0.7458(9) 0.7412(7) 0.1384(6) 0.0391(19) Uani 1 1 d . . . C2 C 0.8386(9) 0.7286(7) 0.0574(6) 0.042(2) Uani 1 1 d . . . C3 C 0.9708(9) 0.6740(8) 0.0706(8) 0.054(2) Uani 1 1 d . . . H3 H 1.0322 0.6629 0.0172 0.065 Uiso 1 1 calc R . . C4 C 1.0043(11) 0.6381(8) 0.1654(9) 0.064(3) Uani 1 1 d . . . H4 H 1.0917 0.6038 0.1768 0.077 Uiso 1 1 calc R . . C5 C 0.9113(11) 0.6514(9) 0.2460(8) 0.062(3) Uani 1 1 d . . . H5 H 0.9385 0.6250 0.3096 0.075 Uiso 1 1 calc R . . C6 C 0.7817(10) 0.7020(8) 0.2347(7) 0.052(2) Uani 1 1 d . . . H6 H 0.7203 0.7098 0.2890 0.063 Uiso 1 1 calc R . . C7 C 0.6442(8) 0.8179(7) 0.0053(6) 0.040(2) Uani 1 1 d . . . H7 H 0.5791 0.8543 -0.0374 0.048 Uiso 1 1 calc R . . C8 C 0.8248(9) 0.7844(8) -0.1285(6) 0.047(2) Uani 1 1 d . . . H8A H 0.9191 0.8028 -0.1384 0.057 Uiso 1 1 calc R . . H8B H 0.7746 0.8503 -0.1718 0.057 Uiso 1 1 calc R . . C9 C 0.8152(9) 0.6661(7) -0.1572(6) 0.045(2) Uani 1 1 d . . . H9A H 0.8666 0.6692 -0.2214 0.054 Uiso 1 1 calc R . . H9B H 0.8546 0.5982 -0.1088 0.054 Uiso 1 1 calc R . . C10 C 0.6697(9) 0.6461(7) -0.1622(7) 0.051(2) Uani 1 1 d . . . H10A H 0.6233 0.6263 -0.0955 0.061 Uiso 1 1 calc R . . H10B H 0.6251 0.7210 -0.1992 0.061 Uiso 1 1 calc R . . C11 C 0.6869(11) 0.5524(8) -0.3097(6) 0.056(3) Uani 1 1 d . . . C12 C 0.6504(10) 0.4416(7) -0.3185(6) 0.047(2) Uani 1 1 d . . . C13 C 0.6647(13) 0.4175(9) -0.4108(7) 0.078(4) Uani 1 1 d . . . H13 H 0.6405 0.3445 -0.4186 0.094 Uiso 1 1 calc R . . C14 C 0.7163(15) 0.5058(13) -0.4911(11) 0.104(4) Uani 1 1 d U . . H14 H 0.7319 0.4900 -0.5534 0.125 Uiso 1 1 calc R . . C15 C 0.7461(14) 0.6212(12) -0.4801(10) 0.097(4) Uani 1 1 d U . . H15 H 0.7726 0.6818 -0.5361 0.117 Uiso 1 1 calc R . . C16 C 0.7361(14) 0.6431(9) -0.3880(7) 0.084(4) Uani 1 1 d . . . H16 H 0.7612 0.7152 -0.3790 0.101 Uiso 1 1 calc R . . C17 C 0.6098(9) 0.4387(7) -0.1649(6) 0.043(2) Uani 1 1 d . . . H17 H 0.5824 0.4137 -0.0972 0.051 Uiso 1 1 calc R . . C18 C 0.2568(13) 0.8916(8) 0.0727(9) 0.071(3) Uani 1 1 d . . . C19 C 0.1223(10) 0.9485(7) 0.0335(9) 0.060(3) Uani 1 1 d . . . C20 C 0.0122(12) 0.9685(8) 0.0993(8) 0.062(3) Uani 1 1 d . . . H20 H 0.0211 0.9472 0.1670 0.074 Uiso 1 1 calc R . . C21 C 0.1126(11) 0.9797(8) -0.0664(9) 0.064(3) Uani 1 1 d . . . H21 H 0.1869 0.9669 -0.1110 0.077 Uiso 1 1 calc R . . C22 C 0.4850(10) 0.9441(9) 0.3128(7) 0.050(2) Uani 1 1 d . . . C23 C 0.4942(9) 0.9706(7) 0.4102(6) 0.040(2) Uani 1 1 d . . . C24 C 0.5081(11) 1.0895(8) 0.4132(7) 0.058(3) Uani 1 1 d . . . H24 H 0.5121 1.1515 0.3548 0.070 Uiso 1 1 calc R . . C25 C 0.4840(11) 0.8845(9) 0.4975(7) 0.064(3) Uani 1 1 d . . . H25 H 0.4712 0.8052 0.4973 0.076 Uiso 1 1 calc R . . O6 O 0.025(2) 1.1522(16) 0.3534(10) 0.219(8) Uani 1 1 d DU . . N5 N 0.0101(13) 0.9559(11) 0.3824(6) 0.102(4) Uani 1 1 d D . . C26 C 0.0913(18) 1.0506(18) 0.3694(7) 0.194(12) Uani 1 1 d D . . H26 H 0.1847 1.0399 0.3723 0.232 Uiso 1 1 calc R . . C27 C -0.1295(16) 0.9601(17) 0.3799(12) 0.158(7) Uani 1 1 d D . . H27A H -0.1713 0.9210 0.4444 0.238 Uiso 1 1 calc R . . H27B H -0.1476 0.9187 0.3324 0.238 Uiso 1 1 calc R . . H27C H -0.1657 1.0435 0.3613 0.238 Uiso 1 1 calc R . . C28 C 0.083(2) 0.8282(16) 0.4024(13) 0.200(10) Uani 1 1 d D . . H28A H 0.1779 0.8334 0.4055 0.300 Uiso 1 1 calc R . . H28B H 0.0730 0.7917 0.3498 0.300 Uiso 1 1 calc R . . H28C H 0.0445 0.7791 0.4644 0.300 Uiso 1 1 calc R . . O7 O 0.3261(12) 0.5600(11) 0.9445(9) 0.172(5) Uani 1 1 d D . . C29 C 0.2645(18) 0.6085(14) 0.7729(11) 0.161(8) Uani 1 1 d D . . H29A H 0.3484 0.5923 0.7346 0.242 Uiso 1 1 calc R . . H29B H 0.2150 0.6791 0.7358 0.242 Uiso 1 1 calc R . . H29C H 0.2113 0.5396 0.7874 0.242 Uiso 1 1 calc R . . C30 C 0.2935(8) 0.6307(9) 0.8665(9) 0.111(5) Uani 1 1 d D . . C31 C 0.2777(14) 0.7628(9) 0.8564(10) 0.101(4) Uani 1 1 d D . . H31A H 0.2810 0.7784 0.9199 0.151 Uiso 1 1 calc R . . H31B H 0.1920 0.7956 0.8324 0.151 Uiso 1 1 calc R . . H31C H 0.3499 0.8007 0.8103 0.151 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0437(7) 0.0377(6) 0.0377(6) -0.0185(5) -0.0101(5) -0.0040(5) O1 0.069(5) 0.051(3) 0.050(4) -0.032(3) -0.022(3) 0.000(3) O2 0.120(7) 0.075(5) 0.052(4) -0.023(4) -0.018(4) -0.030(5) O3 0.087(4) 0.062(4) 0.101(4) -0.028(3) -0.039(4) 0.009(3) O4 0.052(5) 0.081(5) 0.115(7) -0.001(5) -0.018(4) 0.020(4) N1 0.055(5) 0.035(3) 0.037(4) -0.013(3) -0.008(3) -0.008(3) N2 0.045(5) 0.043(4) 0.040(4) -0.020(3) -0.002(3) -0.014(3) N3 0.047(5) 0.039(4) 0.043(4) -0.020(3) -0.009(3) -0.008(3) N4 0.050(5) 0.043(4) 0.039(4) -0.017(3) -0.010(3) -0.005(3) C1 0.043(5) 0.040(4) 0.041(5) -0.018(4) -0.013(4) -0.006(4) C2 0.047(6) 0.032(4) 0.057(6) -0.024(4) -0.004(4) -0.010(4) C3 0.040(6) 0.049(5) 0.080(7) -0.033(5) -0.002(5) 0.006(4) C4 0.054(7) 0.048(5) 0.096(9) -0.031(6) -0.019(6) 0.014(5) C5 0.068(8) 0.057(6) 0.067(7) -0.018(5) -0.036(6) 0.011(5) C6 0.055(6) 0.057(5) 0.049(6) -0.021(5) -0.010(5) 0.001(5) C7 0.040(5) 0.039(4) 0.049(5) -0.019(4) -0.008(4) -0.008(4) C8 0.056(6) 0.046(5) 0.046(5) -0.019(4) 0.002(4) -0.016(4) C9 0.056(6) 0.043(5) 0.042(5) -0.023(4) 0.001(4) -0.006(4) C10 0.058(6) 0.042(5) 0.060(6) -0.026(4) -0.004(5) -0.008(4) C11 0.083(8) 0.051(5) 0.039(5) -0.013(4) -0.016(5) -0.016(5) C12 0.071(7) 0.036(4) 0.041(5) -0.016(4) -0.009(4) -0.012(4) C13 0.143(11) 0.054(6) 0.046(6) -0.019(5) -0.006(6) -0.035(7) C14 0.121(6) 0.102(6) 0.098(6) -0.037(5) -0.011(4) -0.021(4) C15 0.113(6) 0.087(5) 0.091(6) -0.021(4) -0.007(4) -0.019(4) C16 0.164(13) 0.042(5) 0.049(6) -0.009(5) -0.005(7) -0.033(7) C17 0.050(6) 0.038(4) 0.045(5) -0.016(4) -0.004(4) -0.009(4) C18 0.095(10) 0.034(5) 0.082(8) 0.000(5) -0.029(7) -0.006(5) C19 0.045(7) 0.033(5) 0.110(9) -0.018(6) -0.034(6) -0.001(4) C20 0.082(8) 0.035(5) 0.077(7) -0.015(5) -0.044(6) 0.004(5) C21 0.059(7) 0.049(6) 0.083(8) -0.010(6) -0.023(6) -0.002(5) C22 0.052(6) 0.054(5) 0.057(6) -0.028(5) -0.016(5) -0.004(4) C23 0.047(5) 0.036(4) 0.044(5) -0.017(4) -0.016(4) -0.002(4) C24 0.096(8) 0.039(5) 0.047(5) -0.017(4) -0.016(5) -0.011(5) C25 0.098(9) 0.049(5) 0.056(6) -0.024(5) -0.021(6) -0.015(5) O6 0.224(10) 0.217(9) 0.215(9) -0.055(5) -0.019(5) -0.020(5) N5 0.079(9) 0.129(10) 0.110(9) -0.045(8) 0.002(7) -0.037(8) C26 0.142(19) 0.37(4) 0.051(9) -0.035(15) 0.034(10) -0.06(2) C27 0.111(16) 0.21(2) 0.146(16) -0.042(15) -0.010(12) -0.005(14) C28 0.22(3) 0.156(19) 0.23(3) -0.074(18) -0.03(2) 0.046(18) O7 0.218(15) 0.188(13) 0.106(9) -0.021(9) -0.023(9) -0.039(11) C29 0.174(19) 0.085(11) 0.24(2) -0.033(13) -0.104(17) 0.007(11) C30 0.125(13) 0.103(11) 0.083(10) -0.014(9) 0.000(9) 0.047(9) C31 0.111(12) 0.084(9) 0.111(11) -0.031(8) -0.035(9) 0.020(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O3 1.950(8) . ? Co1 O1 1.963(5) . ? Co1 N1 2.012(7) . ? Co1 N4 2.060(6) 2_665 ? O1 C22 1.288(10) . ? O2 C22 1.222(11) . ? O3 C18 1.229(12) . ? O4 C18 1.254(13) . ? N1 C7 1.325(10) . ? N1 C1 1.416(10) . ? N2 C7 1.355(10) . ? N2 C2 1.379(11) . ? N2 C8 1.458(10) . ? N3 C17 1.349(10) . ? N3 C11 1.389(10) . ? N3 C10 1.468(9) . ? N4 C17 1.316(9) . ? N4 C12 1.372(10) . ? N4 Co1 2.060(6) 2_665 ? C1 C6 1.390(11) . ? C1 C2 1.397(11) . ? C2 C3 1.406(12) . ? C3 C4 1.361(13) . ? C3 H3 0.9300 . ? C4 C5 1.395(14) . ? C4 H4 0.9300 . ? C5 C6 1.366(13) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.526(10) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.506(12) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C16 1.376(13) . ? C11 C12 1.396(11) . ? C12 C13 1.382(12) . ? C13 C14 1.383(16) . ? C13 H13 0.9300 . ? C14 C15 1.434(17) . ? C14 H14 0.9300 . ? C15 C16 1.372(15) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 C19 1.528(14) . ? C19 C21 1.366(14) . ? C19 C20 1.379(14) . ? C20 C21 1.399(13) 2_575 ? C20 H20 0.9300 . ? C21 C20 1.398(13) 2_575 ? C21 H21 0.9300 . ? C22 C23 1.495(11) . ? C23 C25 1.353(12) . ? C23 C24 1.392(11) . ? C24 C25 1.378(12) 2_676 ? C24 H24 0.9300 . ? C25 C24 1.378(12) 2_676 ? C25 H25 0.9300 . ? O6 C26 1.250(10) . ? N5 C26 1.38(2) . ? N5 C27 1.392(16) . ? N5 C28 1.528(19) . ? C26 H26 0.9300 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? O7 C30 1.234(5) . ? C29 C30 1.474(5) . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 C31 1.470(5) . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 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 O3 Co1 O1 105.3(3) . . ? O3 Co1 N1 128.5(3) . . ? O1 Co1 N1 110.6(3) . . ? O3 Co1 N4 104.4(3) . 2_665 ? O1 Co1 N4 102.4(3) . 2_665 ? N1 Co1 N4 102.6(3) . 2_665 ? C22 O1 Co1 112.2(6) . . ? C18 O3 Co1 106.6(8) . . ? C7 N1 C1 104.9(7) . . ? C7 N1 Co1 128.8(6) . . ? C1 N1 Co1 124.5(5) . . ? C7 N2 C2 107.6(7) . . ? C7 N2 C8 125.5(7) . . ? C2 N2 C8 126.9(8) . . ? C17 N3 C11 106.7(6) . . ? C17 N3 C10 126.7(7) . . ? C11 N3 C10 126.6(7) . . ? C17 N4 C12 105.1(6) . . ? C17 N4 Co1 126.0(6) . 2_665 ? C12 N4 Co1 128.7(5) . 2_665 ? C6 C1 C2 121.1(8) . . ? C6 C1 N1 130.1(8) . . ? C2 C1 N1 108.8(7) . . ? N2 C2 C1 106.0(7) . . ? N2 C2 C3 132.9(8) . . ? C1 C2 C3 121.2(8) . . ? C4 C3 C2 116.7(9) . . ? C4 C3 H3 121.7 . . ? C2 C3 H3 121.7 . . ? C3 C4 C5 121.9(9) . . ? C3 C4 H4 119.1 . . ? C5 C4 H4 119.1 . . ? C6 C5 C4 122.2(9) . . ? C6 C5 H5 118.9 . . ? C4 C5 H5 118.9 . . ? C5 C6 C1 117.0(9) . . ? C5 C6 H6 121.5 . . ? C1 C6 H6 121.5 . . ? N1 C7 N2 112.8(8) . . ? N1 C7 H7 123.6 . . ? N2 C7 H7 123.6 . . ? N2 C8 C9 112.8(6) . . ? N2 C8 H8A 109.0 . . ? C9 C8 H8A 109.0 . . ? N2 C8 H8B 109.0 . . ? C9 C8 H8B 109.0 . . ? H8A C8 H8B 107.8 . . ? C10 C9 C8 111.1(7) . . ? C10 C9 H9A 109.4 . . ? C8 C9 H9A 109.4 . . ? C10 C9 H9B 109.4 . . ? C8 C9 H9B 109.4 . . ? H9A C9 H9B 108.0 . . ? N3 C10 C9 112.5(7) . . ? N3 C10 H10A 109.1 . . ? C9 C10 H10A 109.1 . . ? N3 C10 H10B 109.1 . . ? C9 C10 H10B 109.1 . . ? H10A C10 H10B 107.8 . . ? C16 C11 N3 130.7(8) . . ? C16 C11 C12 124.4(8) . . ? N3 C11 C12 104.9(7) . . ? N4 C12 C13 130.3(7) . . ? N4 C12 C11 110.1(7) . . ? C13 C12 C11 119.6(8) . . ? C12 C13 C14 117.6(9) . . ? C12 C13 H13 121.2 . . ? C14 C13 H13 121.2 . . ? C13 C14 C15 121.2(12) . . ? C13 C14 H14 119.4 . . ? C15 C14 H14 119.4 . . ? C16 C15 C14 120.8(12) . . ? C16 C15 H15 119.6 . . ? C14 C15 H15 119.6 . . ? C15 C16 C11 116.1(9) . . ? C15 C16 H16 121.9 . . ? C11 C16 H16 121.9 . . ? N4 C17 N3 113.2(7) . . ? N4 C17 H17 123.4 . . ? N3 C17 H17 123.4 . . ? O3 C18 O4 124.4(12) . . ? O3 C18 C19 116.8(12) . . ? O4 C18 C19 118.5(11) . . ? C21 C19 C20 120.7(9) . . ? C21 C19 C18 119.8(11) . . ? C20 C19 C18 119.5(11) . . ? C19 C20 C21 121.2(10) . 2_575 ? C19 C20 H20 119.4 . . ? C21 C20 H20 119.4 2_575 . ? C19 C21 C20 118.0(10) . 2_575 ? C19 C21 H21 121.0 . . ? C20 C21 H21 121.0 2_575 . ? O2 C22 O1 122.3(8) . . ? O2 C22 C23 122.9(8) . . ? O1 C22 C23 114.8(8) . . ? C25 C23 C24 117.6(8) . . ? C25 C23 C22 122.9(7) . . ? C24 C23 C22 119.4(8) . . ? C25 C24 C23 120.1(8) 2_676 . ? C25 C24 H24 119.9 2_676 . ? C23 C24 H24 119.9 . . ? C23 C25 C24 122.2(8) . 2_676 ? C23 C25 H25 118.9 . . ? C24 C25 H25 118.9 2_676 . ? C26 N5 C27 129.2(13) . . ? C26 N5 C28 115.8(11) . . ? C27 N5 C28 115.0(11) . . ? O6 C26 N5 112.4(18) . . ? O6 C26 H26 123.8 . . ? N5 C26 H26 123.8 . . ? N5 C27 H27A 109.5 . . ? N5 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? N5 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N5 C28 H28A 109.5 . . ? N5 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? N5 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C30 C29 H29A 109.5 . . ? C30 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C30 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? O7 C30 C31 120.3(10) . . ? O7 C30 C29 131.5(10) . . ? C31 C30 C29 108.2(11) . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 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 O3 Co1 O1 C22 -60.3(7) . . . . ? N1 Co1 O1 C22 82.1(6) . . . . ? N4 Co1 O1 C22 -169.2(6) 2_665 . . . ? O1 Co1 O3 C18 178.4(7) . . . . ? N1 Co1 O3 C18 45.3(8) . . . . ? N4 Co1 O3 C18 -74.1(7) 2_665 . . . ? O3 Co1 N1 C7 -27.7(8) . . . . ? O1 Co1 N1 C7 -158.9(6) . . . . ? N4 Co1 N1 C7 92.5(7) 2_665 . . . ? O3 Co1 N1 C1 169.7(5) . . . . ? O1 Co1 N1 C1 38.5(6) . . . . ? N4 Co1 N1 C1 -70.1(6) 2_665 . . . ? C7 N1 C1 C6 179.1(8) . . . . ? Co1 N1 C1 C6 -14.9(11) . . . . ? C7 N1 C1 C2 0.4(8) . . . . ? Co1 N1 C1 C2 166.4(5) . . . . ? C7 N2 C2 C1 -0.4(8) . . . . ? C8 N2 C2 C1 -178.4(7) . . . . ? C7 N2 C2 C3 179.7(8) . . . . ? C8 N2 C2 C3 1.7(13) . . . . ? C6 C1 C2 N2 -178.8(7) . . . . ? N1 C1 C2 N2 0.0(8) . . . . ? C6 C1 C2 C3 1.1(11) . . . . ? N1 C1 C2 C3 179.9(7) . . . . ? N2 C2 C3 C4 177.8(8) . . . . ? C1 C2 C3 C4 -2.1(12) . . . . ? C2 C3 C4 C5 1.8(13) . . . . ? C3 C4 C5 C6 -0.5(15) . . . . ? C4 C5 C6 C1 -0.6(14) . . . . ? C2 C1 C6 C5 0.3(12) . . . . ? N1 C1 C6 C5 -178.3(8) . . . . ? C1 N1 C7 N2 -0.6(8) . . . . ? Co1 N1 C7 N2 -165.8(5) . . . . ? C2 N2 C7 N1 0.7(8) . . . . ? C8 N2 C7 N1 178.7(6) . . . . ? C7 N2 C8 C9 -95.7(9) . . . . ? C2 N2 C8 C9 82.0(9) . . . . ? N2 C8 C9 C10 69.7(10) . . . . ? C17 N3 C10 C9 111.8(9) . . . . ? C11 N3 C10 C9 -72.4(11) . . . . ? C8 C9 C10 N3 168.0(7) . . . . ? C17 N3 C11 C16 178.9(12) . . . . ? C10 N3 C11 C16 2.4(17) . . . . ? C17 N3 C11 C12 0.9(10) . . . . ? C10 N3 C11 C12 -175.6(8) . . . . ? C17 N4 C12 C13 -178.9(11) . . . . ? Co1 N4 C12 C13 5.5(15) 2_665 . . . ? C17 N4 C12 C11 2.2(10) . . . . ? Co1 N4 C12 C11 -173.5(7) 2_665 . . . ? C16 C11 C12 N4 179.9(10) . . . . ? N3 C11 C12 N4 -1.9(11) . . . . ? C16 C11 C12 C13 0.8(17) . . . . ? N3 C11 C12 C13 179.0(9) . . . . ? N4 C12 C13 C14 -178.5(11) . . . . ? C11 C12 C13 C14 0.4(18) . . . . ? C12 C13 C14 C15 -4(2) . . . . ? C13 C14 C15 C16 6(2) . . . . ? C14 C15 C16 C11 -5(2) . . . . ? N3 C11 C16 C15 -176.3(11) . . . . ? C12 C11 C16 C15 1.3(19) . . . . ? C12 N4 C17 N3 -1.6(10) . . . . ? Co1 N4 C17 N3 174.2(5) 2_665 . . . ? C11 N3 C17 N4 0.5(10) . . . . ? C10 N3 C17 N4 176.9(8) . . . . ? Co1 O3 C18 O4 0.8(13) . . . . ? Co1 O3 C18 C19 174.0(6) . . . . ? O3 C18 C19 C21 155.9(9) . . . . ? O4 C18 C19 C21 -30.4(13) . . . . ? O3 C18 C19 C20 -23.6(13) . . . . ? O4 C18 C19 C20 150.0(10) . . . . ? C21 C19 C20 C21 0.5(15) . . . 2_575 ? C18 C19 C20 C21 -179.9(8) . . . 2_575 ? C20 C19 C21 C20 -0.5(14) . . . 2_575 ? C18 C19 C21 C20 180.0(8) . . . 2_575 ? Co1 O1 C22 O2 -4.7(12) . . . . ? Co1 O1 C22 C23 174.4(6) . . . . ? O2 C22 C23 C25 175.4(10) . . . . ? O1 C22 C23 C25 -3.7(14) . . . . ? O2 C22 C23 C24 -1.8(15) . . . . ? O1 C22 C23 C24 179.1(8) . . . . ? C25 C23 C24 C25 2.3(17) . . . 2_676 ? C22 C23 C24 C25 179.6(9) . . . 2_676 ? C24 C23 C25 C24 -2.4(17) . . . 2_676 ? C22 C23 C25 C24 -179.6(9) . . . 2_676 ? C27 N5 C26 O6 0.00(2) . . . . ? C28 N5 C26 O6 180.000(13) . . . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.892 _refine_diff_density_min -0.957 _refine_diff_density_rms 0.097 data_081112b _database_code_depnum_ccdc_archive 'CCDC 888547' #TrackingRef 'complex 4 081112B.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H56 N8 O10 Zn2' _chemical_formula_weight 1011.73 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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 23.3928(13) _cell_length_b 9.3472(5) _cell_length_c 22.0299(12) _cell_angle_alpha 90.00 _cell_angle_beta 94.4060(10) _cell_angle_gamma 90.00 _cell_volume 4802.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3020 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 23.43 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.399 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2112 _exptl_absorpt_coefficient_mu 1.063 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7998 _exptl_absorpt_correction_T_max 0.8483 _exptl_absorpt_process_details sadabs _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11996 _diffrn_reflns_av_R_equivalents 0.0289 _diffrn_reflns_av_sigmaI/netI 0.0327 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 25.03 _reflns_number_total 4239 _reflns_number_gt 3126 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. 12 restraints were used while refining. DFIX 1.50 0.01 C22' C23' DFIX 1.46 0.01 C22 C23 DFIX 1.44 0.01 C22 O5 C22' O5' DFIX 2.45 0.01 C23 O5 C23' O5' ISOR 0.005 C22 ; _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^)+(0.0440P)^2^+2.1836P] 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 4239 _refine_ls_number_parameters 327 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0522 _refine_ls_R_factor_gt 0.0332 _refine_ls_wR_factor_ref 0.0888 _refine_ls_wR_factor_gt 0.0804 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.021 _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 Zn1 Zn 0.316846(12) 1.00345(3) 0.173805(13) 0.03413(11) Uani 1 1 d . . . O1 O 0.24345(8) 1.0882(2) 0.19013(8) 0.0474(5) Uani 1 1 d . . . O2 O 0.19975(9) 0.9142(2) 0.13824(12) 0.0735(7) Uani 1 1 d . . . O3 O 0.37949(8) 1.11535(19) 0.21427(8) 0.0479(5) Uani 1 1 d . . . O4 O 0.35157(11) 1.0160(3) 0.29729(10) 0.0780(8) Uani 1 1 d . . . N1 N 0.32948(9) 0.7915(2) 0.18043(9) 0.0348(5) Uani 1 1 d . . . N2 N 0.31258(9) 0.5578(2) 0.17545(9) 0.0373(5) Uani 1 1 d . . . N3 N 0.19215(10) 0.4764(2) 0.01682(10) 0.0425(6) Uani 1 1 d . . . N4 N 0.17293(9) 0.4601(2) -0.08332(9) 0.0388(5) Uani 1 1 d . . . C1 C 0.29041(11) 0.6899(3) 0.18038(11) 0.0350(6) Uani 1 1 d . . . H1 H 0.2516 0.7075 0.1834 0.042 Uiso 1 1 calc R . . C2 C 0.38132(11) 0.7212(3) 0.17545(11) 0.0374(6) Uani 1 1 d . . . C3 C 0.43686(12) 0.7741(3) 0.17433(14) 0.0512(8) Uani 1 1 d . . . H3 H 0.4443 0.8718 0.1765 0.061 Uiso 1 1 calc R . . C4 C 0.48009(13) 0.6772(4) 0.16992(16) 0.0659(9) Uani 1 1 d . . . H4 H 0.5176 0.7098 0.1688 0.079 Uiso 1 1 calc R . . C5 C 0.46921(15) 0.5304(4) 0.16701(18) 0.0704(10) Uani 1 1 d . . . H5 H 0.4997 0.4676 0.1641 0.084 Uiso 1 1 calc R . . C6 C 0.41490(15) 0.4760(3) 0.16829(15) 0.0592(9) Uani 1 1 d . . . H6 H 0.4079 0.3781 0.1667 0.071 Uiso 1 1 calc R . . C7 C 0.37098(11) 0.5744(3) 0.17205(11) 0.0384(6) Uani 1 1 d . . . C8 C 0.27899(13) 0.4251(3) 0.16914(12) 0.0450(7) Uani 1 1 d . . . H8A H 0.2461 0.4327 0.1932 0.054 Uiso 1 1 calc R . . H8B H 0.3023 0.3459 0.1851 0.054 Uiso 1 1 calc R . . C9 C 0.25842(12) 0.3943(3) 0.10323(12) 0.0457(7) Uani 1 1 d . . . H9A H 0.2914 0.3789 0.0798 0.055 Uiso 1 1 calc R . . H9B H 0.2358 0.3072 0.1015 0.055 Uiso 1 1 calc R . . C10 C 0.22255(13) 0.5158(3) 0.07495(12) 0.0472(7) Uani 1 1 d . . . H10A H 0.1948 0.5453 0.1030 0.057 Uiso 1 1 calc R . . H10B H 0.2473 0.5968 0.0686 0.057 Uiso 1 1 calc R . . C11 C 0.21057(12) 0.4978(3) -0.03868(12) 0.0449(7) Uani 1 1 d . . . H11 H 0.2464 0.5356 -0.0450 0.054 Uiso 1 1 calc R . . C12 C 0.12535(11) 0.4122(3) -0.05482(11) 0.0366(6) Uani 1 1 d . . . C13 C 0.07223(12) 0.3633(3) -0.07868(13) 0.0464(7) Uani 1 1 d . . . H13 H 0.0636 0.3550 -0.1204 0.056 Uiso 1 1 calc R . . C14 C 0.03299(14) 0.3278(4) -0.03809(15) 0.0641(9) Uani 1 1 d . . . H14 H -0.0029 0.2948 -0.0529 0.077 Uiso 1 1 calc R . . C15 C 0.04501(14) 0.3395(4) 0.02432(15) 0.0683(10) Uani 1 1 d . . . H15 H 0.0170 0.3141 0.0501 0.082 Uiso 1 1 calc R . . C16 C 0.09712(13) 0.3876(3) 0.04910(13) 0.0539(8) Uani 1 1 d . . . H16 H 0.1052 0.3962 0.0909 0.065 Uiso 1 1 calc R . . C17 C 0.13683(12) 0.4224(3) 0.00836(11) 0.0391(6) Uani 1 1 d . . . C18 C 0.19868(12) 1.0287(3) 0.16624(13) 0.0438(7) Uani 1 1 d . . . C19 C 0.14294(12) 1.1063(4) 0.17089(14) 0.0630(9) Uani 1 1 d . . . H19A H 0.1251 1.1230 0.1308 0.095 Uiso 1 1 calc R . . H19B H 0.1501 1.1962 0.1911 0.095 Uiso 1 1 calc R . . H19C H 0.1180 1.0494 0.1937 0.095 Uiso 1 1 calc R . . C20 C 0.38342(13) 1.0944(3) 0.27163(13) 0.0484(7) Uani 1 1 d . . . C21 C 0.43060(17) 1.1751(5) 0.30700(17) 0.0976(14) Uani 1 1 d . . . H21A H 0.4213 1.1858 0.3484 0.146 Uiso 1 1 d R . . H21B H 0.4347 1.2679 0.2891 0.146 Uiso 1 1 d R . . H21C H 0.4659 1.1233 0.3060 0.146 Uiso 1 1 d R . . O5 O 0.17286(18) 0.8175(5) 0.0250(2) 0.098(2) Uani 0.642(6) 1 d PD A 1 H5A H 0.1731 0.8510 0.0594 0.147 Uiso 0.642(6) 1 calc PR A 1 C22 C 0.1161(5) 0.8241(15) -0.0038(6) 0.167(7) Uani 0.642(6) 1 d PD A 1 H22A H 0.1187 0.8150 -0.0474 0.200 Uiso 0.642(6) 1 calc PR A 1 H22B H 0.0950 0.7417 0.0093 0.200 Uiso 0.642(6) 1 calc PR A 1 C23 C 0.0834(4) 0.9492(10) 0.0069(6) 0.097(3) Uani 0.642(6) 1 d PD A 1 H23A H 0.0460 0.9408 -0.0142 0.145 Uiso 0.642(6) 1 calc PR A 1 H23B H 0.1025 1.0318 -0.0077 0.145 Uiso 0.642(6) 1 calc PR A 1 H23C H 0.0796 0.9591 0.0498 0.145 Uiso 0.642(6) 1 calc PR A 1 O5' O 0.1198(4) 0.7687(9) 0.0604(4) 0.117(4) Uani 0.358(6) 1 d PD A 2 H5'A H 0.1435 0.8144 0.0819 0.176 Uiso 0.358(6) 1 calc PR A 2 C22' C 0.1200(5) 0.8161(10) -0.0013(4) 0.044(3) Uani 0.358(6) 1 d PDU A 2 H22C H 0.0902 0.7668 -0.0261 0.052 Uiso 0.358(6) 1 calc PR A 2 H22D H 0.1566 0.7928 -0.0168 0.052 Uiso 0.358(6) 1 calc PR A 2 C23' C 0.1102(13) 0.9754(15) -0.0056(9) 0.167(14) Uani 0.358(6) 1 d PD A 2 H23D H 0.1116 1.0055 -0.0471 0.250 Uiso 0.358(6) 1 calc PR A 2 H23E H 0.1395 1.0241 0.0194 0.250 Uiso 0.358(6) 1 calc PR A 2 H23F H 0.0733 0.9980 0.0081 0.250 Uiso 0.358(6) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.03890(18) 0.03236(17) 0.03103(17) -0.00121(13) 0.00207(12) -0.00077(13) O1 0.0403(11) 0.0541(12) 0.0478(11) -0.0046(10) 0.0040(9) 0.0062(9) O2 0.0585(14) 0.0633(15) 0.0957(18) -0.0190(14) -0.0132(13) 0.0101(12) O3 0.0554(12) 0.0544(12) 0.0331(10) -0.0014(9) -0.0018(9) -0.0139(10) O4 0.0854(18) 0.104(2) 0.0451(13) 0.0051(12) 0.0064(12) -0.0414(15) N1 0.0379(12) 0.0328(12) 0.0333(12) 0.0010(9) 0.0009(10) 0.0018(10) N2 0.0462(14) 0.0307(11) 0.0342(12) 0.0008(9) -0.0029(10) 0.0001(10) N3 0.0521(14) 0.0471(14) 0.0277(11) -0.0011(10) -0.0008(10) -0.0050(11) N4 0.0423(13) 0.0447(13) 0.0298(12) 0.0003(9) 0.0044(10) -0.0030(10) C1 0.0364(15) 0.0349(14) 0.0330(14) -0.0015(11) -0.0006(11) 0.0021(12) C2 0.0381(16) 0.0397(15) 0.0340(14) 0.0029(11) 0.0010(12) 0.0053(12) C3 0.0430(18) 0.0518(18) 0.059(2) 0.0072(15) 0.0044(15) 0.0003(14) C4 0.0349(17) 0.083(3) 0.080(2) 0.009(2) 0.0068(16) 0.0068(17) C5 0.049(2) 0.073(3) 0.089(3) 0.004(2) 0.0071(19) 0.0257(18) C6 0.066(2) 0.0478(19) 0.063(2) 0.0007(15) -0.0005(17) 0.0197(16) C7 0.0411(16) 0.0404(16) 0.0333(14) 0.0014(12) 0.0002(12) 0.0084(13) C8 0.0579(18) 0.0319(15) 0.0433(16) 0.0045(12) -0.0077(14) -0.0051(13) C9 0.0569(18) 0.0384(15) 0.0407(16) -0.0028(12) -0.0045(14) -0.0027(13) C10 0.0627(19) 0.0438(16) 0.0337(14) -0.0043(12) -0.0065(13) -0.0043(14) C11 0.0454(16) 0.0530(17) 0.0361(15) -0.0028(14) 0.0013(13) -0.0086(14) C12 0.0461(16) 0.0327(14) 0.0307(13) -0.0003(11) 0.0020(12) 0.0028(12) C13 0.0488(17) 0.0514(17) 0.0386(15) 0.0000(13) 0.0012(14) -0.0021(14) C14 0.0484(19) 0.088(3) 0.056(2) 0.0038(18) 0.0041(16) -0.0107(18) C15 0.058(2) 0.097(3) 0.052(2) 0.0105(19) 0.0183(17) -0.0090(19) C16 0.066(2) 0.064(2) 0.0332(15) 0.0034(14) 0.0105(15) 0.0007(16) C17 0.0489(17) 0.0363(15) 0.0322(14) 0.0012(11) 0.0028(13) 0.0019(13) C18 0.0436(17) 0.0521(19) 0.0357(15) 0.0070(13) 0.0038(13) 0.0074(14) C19 0.0450(18) 0.089(3) 0.0540(19) -0.0038(18) -0.0011(15) 0.0185(17) C20 0.0475(18) 0.0583(19) 0.0385(17) -0.0051(14) -0.0035(14) -0.0075(15) C21 0.093(3) 0.135(4) 0.061(2) -0.007(2) -0.020(2) -0.052(3) O5 0.078(3) 0.108(4) 0.107(4) -0.019(3) 0.003(3) -0.002(3) C22 0.113(10) 0.240(17) 0.138(11) 0.012(12) -0.046(9) -0.030(11) C23 0.099(6) 0.088(6) 0.101(8) -0.008(5) -0.008(6) 0.007(5) O5' 0.127(8) 0.106(7) 0.111(8) 0.028(5) -0.038(6) -0.053(6) C22' 0.043(5) 0.042(4) 0.046(5) -0.006(4) 0.004(4) -0.001(4) C23' 0.26(3) 0.17(2) 0.070(10) 0.053(12) 0.039(17) 0.12(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 Zn1 O1 1.9494(18) . ? Zn1 O3 1.9585(17) . ? Zn1 N1 2.007(2) . ? Zn1 N4 2.054(2) 7_565 ? O1 C18 1.265(3) . ? O2 C18 1.236(3) . ? O3 C20 1.275(3) . ? O4 C20 1.215(3) . ? N1 C1 1.318(3) . ? N1 C2 1.391(3) . ? N2 C1 1.346(3) . ? N2 C7 1.383(3) . ? N2 C8 1.469(3) . ? N3 C11 1.342(3) . ? N3 C17 1.388(3) . ? N3 C10 1.463(3) . ? N4 C11 1.317(3) . ? N4 C12 1.393(3) . ? N4 Zn1 2.054(2) 7_565 ? C1 H1 0.9300 . ? C2 C3 1.392(4) . ? C2 C7 1.394(4) . ? C3 C4 1.366(4) . ? C3 H3 0.9300 . ? C4 C5 1.397(5) . ? C4 H4 0.9300 . ? C5 C6 1.371(5) . ? C5 H5 0.9300 . ? C6 C7 1.386(4) . ? C6 H6 0.9300 . ? C8 C9 1.522(3) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.517(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11 0.9300 . ? C12 C13 1.389(4) . ? C12 C17 1.401(3) . ? C13 C14 1.370(4) . ? C13 H13 0.9300 . ? C14 C15 1.387(4) . ? C14 H14 0.9300 . ? C15 C16 1.372(4) . ? C15 H15 0.9300 . ? C16 C17 1.379(4) . ? C16 H16 0.9300 . ? C18 C19 1.503(4) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 C21 1.504(4) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? O5 C22 1.428(8) . ? O5 H5A 0.8200 . ? C22 C23 1.427(9) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? O5' C22' 1.430(9) . ? O5' H5'A 0.8200 . ? C22' C23' 1.509(9) . ? C22' H22C 0.9700 . ? C22' H22D 0.9700 . ? C23' H23D 0.9600 . ? C23' H23E 0.9600 . ? C23' H23F 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 O1 Zn1 O3 109.74(8) . . ? O1 Zn1 N1 120.98(8) . . ? O3 Zn1 N1 113.16(8) . . ? O1 Zn1 N4 106.35(8) . 7_565 ? O3 Zn1 N4 102.37(8) . 7_565 ? N1 Zn1 N4 101.94(8) . 7_565 ? C18 O1 Zn1 117.21(17) . . ? C20 O3 Zn1 111.31(18) . . ? C1 N1 C2 105.5(2) . . ? C1 N1 Zn1 127.82(17) . . ? C2 N1 Zn1 125.82(17) . . ? C1 N2 C7 106.9(2) . . ? C1 N2 C8 125.1(2) . . ? C7 N2 C8 127.8(2) . . ? C11 N3 C17 107.1(2) . . ? C11 N3 C10 126.2(2) . . ? C17 N3 C10 126.5(2) . . ? C11 N4 C12 105.1(2) . . ? C11 N4 Zn1 124.01(19) . 7_565 ? C12 N4 Zn1 130.33(17) . 7_565 ? N1 C1 N2 112.9(2) . . ? N1 C1 H1 123.5 . . ? N2 C1 H1 123.5 . . ? N1 C2 C3 130.9(2) . . ? N1 C2 C7 108.7(2) . . ? C3 C2 C7 120.4(2) . . ? C4 C3 C2 117.6(3) . . ? C4 C3 H3 121.2 . . ? C2 C3 H3 121.2 . . ? C3 C4 C5 121.4(3) . . ? C3 C4 H4 119.3 . . ? C5 C4 H4 119.3 . . ? C6 C5 C4 122.0(3) . . ? C6 C5 H5 119.0 . . ? C4 C5 H5 119.0 . . ? C5 C6 C7 116.6(3) . . ? C5 C6 H6 121.7 . . ? C7 C6 H6 121.7 . . ? N2 C7 C6 132.0(3) . . ? N2 C7 C2 106.0(2) . . ? C6 C7 C2 122.0(3) . . ? N2 C8 C9 112.2(2) . . ? N2 C8 H8A 109.2 . . ? C9 C8 H8A 109.2 . . ? N2 C8 H8B 109.2 . . ? C9 C8 H8B 109.2 . . ? H8A C8 H8B 107.9 . . ? C10 C9 C8 112.0(2) . . ? C10 C9 H9A 109.2 . . ? C8 C9 H9A 109.2 . . ? C10 C9 H9B 109.2 . . ? C8 C9 H9B 109.2 . . ? H9A C9 H9B 107.9 . . ? N3 C10 C9 112.8(2) . . ? N3 C10 H10A 109.0 . . ? C9 C10 H10A 109.0 . . ? N3 C10 H10B 109.0 . . ? C9 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? N4 C11 N3 113.4(2) . . ? N4 C11 H11 123.3 . . ? N3 C11 H11 123.3 . . ? C13 C12 N4 131.1(2) . . ? C13 C12 C17 119.8(3) . . ? N4 C12 C17 109.1(2) . . ? C14 C13 C12 117.2(3) . . ? C14 C13 H13 121.4 . . ? C12 C13 H13 121.4 . . ? C13 C14 C15 122.2(3) . . ? C13 C14 H14 118.9 . . ? C15 C14 H14 118.9 . . ? C16 C15 C14 121.8(3) . . ? C16 C15 H15 119.1 . . ? C14 C15 H15 119.1 . . ? C15 C16 C17 116.2(3) . . ? C15 C16 H16 121.9 . . ? C17 C16 H16 121.9 . . ? C16 C17 N3 131.8(3) . . ? C16 C17 C12 122.9(3) . . ? N3 C17 C12 105.3(2) . . ? O2 C18 O1 122.7(3) . . ? O2 C18 C19 120.2(3) . . ? O1 C18 C19 117.0(3) . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? O4 C20 O3 123.6(3) . . ? O4 C20 C21 120.9(3) . . ? O3 C20 C21 115.5(3) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C22 O5 H5A 109.5 . . ? C23 C22 O5 117.0(9) . . ? C23 C22 H22A 108.0 . . ? O5 C22 H22A 108.0 . . ? C23 C22 H22B 108.0 . . ? O5 C22 H22B 108.0 . . ? H22A C22 H22B 107.3 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22' O5' H5'A 109.5 . . ? O5' C22' C23' 110.8(8) . . ? O5' C22' H22C 109.5 . . ? C23' C22' H22C 109.5 . . ? O5' C22' H22D 109.5 . . ? C23' C22' H22D 109.5 . . ? H22C C22' H22D 108.1 . . ? C22' C23' H23D 109.5 . . ? C22' C23' H23E 109.5 . . ? H23D C23' H23E 109.5 . . ? C22' C23' H23F 109.5 . . ? H23D C23' H23F 109.5 . . ? H23E C23' H23F 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 O3 Zn1 O1 C18 179.08(18) . . . . ? N1 Zn1 O1 C18 -46.3(2) . . . . ? N4 Zn1 O1 C18 69.0(2) 7_565 . . . ? O1 Zn1 O3 C20 73.7(2) . . . . ? N1 Zn1 O3 C20 -64.7(2) . . . . ? N4 Zn1 O3 C20 -173.64(19) 7_565 . . . ? O1 Zn1 N1 C1 18.3(2) . . . . ? O3 Zn1 N1 C1 151.6(2) . . . . ? N4 Zn1 N1 C1 -99.3(2) 7_565 . . . ? O1 Zn1 N1 C2 -173.60(18) . . . . ? O3 Zn1 N1 C2 -40.3(2) . . . . ? N4 Zn1 N1 C2 68.8(2) 7_565 . . . ? C2 N1 C1 N2 -0.3(3) . . . . ? Zn1 N1 C1 N2 169.71(16) . . . . ? C7 N2 C1 N1 0.0(3) . . . . ? C8 N2 C1 N1 -174.7(2) . . . . ? C1 N1 C2 C3 -178.7(3) . . . . ? Zn1 N1 C2 C3 11.0(4) . . . . ? C1 N1 C2 C7 0.4(3) . . . . ? Zn1 N1 C2 C7 -169.84(16) . . . . ? N1 C2 C3 C4 179.0(3) . . . . ? C7 C2 C3 C4 -0.1(4) . . . . ? C2 C3 C4 C5 -0.4(5) . . . . ? C3 C4 C5 C6 0.2(6) . . . . ? C4 C5 C6 C7 0.6(5) . . . . ? C1 N2 C7 C6 177.9(3) . . . . ? C8 N2 C7 C6 -7.5(4) . . . . ? C1 N2 C7 C2 0.2(3) . . . . ? C8 N2 C7 C2 174.8(2) . . . . ? C5 C6 C7 N2 -178.5(3) . . . . ? C5 C6 C7 C2 -1.1(4) . . . . ? N1 C2 C7 N2 -0.4(3) . . . . ? C3 C2 C7 N2 178.9(2) . . . . ? N1 C2 C7 C6 -178.4(2) . . . . ? C3 C2 C7 C6 0.9(4) . . . . ? C1 N2 C8 C9 85.3(3) . . . . ? C7 N2 C8 C9 -88.4(3) . . . . ? N2 C8 C9 C10 -57.6(3) . . . . ? C11 N3 C10 C9 -93.9(3) . . . . ? C17 N3 C10 C9 92.6(3) . . . . ? C8 C9 C10 N3 -167.5(2) . . . . ? C12 N4 C11 N3 1.1(3) . . . . ? Zn1 N4 C11 N3 173.54(17) 7_565 . . . ? C17 N3 C11 N4 -1.4(3) . . . . ? C10 N3 C11 N4 -175.9(2) . . . . ? C11 N4 C12 C13 177.9(3) . . . . ? Zn1 N4 C12 C13 6.2(4) 7_565 . . . ? C11 N4 C12 C17 -0.4(3) . . . . ? Zn1 N4 C12 C17 -172.18(17) 7_565 . . . ? N4 C12 C13 C14 -177.8(3) . . . . ? C17 C12 C13 C14 0.4(4) . . . . ? C12 C13 C14 C15 0.0(5) . . . . ? C13 C14 C15 C16 0.0(6) . . . . ? C14 C15 C16 C17 -0.5(5) . . . . ? C15 C16 C17 N3 178.3(3) . . . . ? C15 C16 C17 C12 0.9(4) . . . . ? C11 N3 C17 C16 -176.8(3) . . . . ? C10 N3 C17 C16 -2.3(5) . . . . ? C11 N3 C17 C12 1.0(3) . . . . ? C10 N3 C17 C12 175.5(2) . . . . ? C13 C12 C17 C16 -0.9(4) . . . . ? N4 C12 C17 C16 177.7(3) . . . . ? C13 C12 C17 N3 -178.9(2) . . . . ? N4 C12 C17 N3 -0.4(3) . . . . ? Zn1 O1 C18 O2 6.6(4) . . . . ? Zn1 O1 C18 C19 -170.93(19) . . . . ? Zn1 O3 C20 O4 -0.8(4) . . . . ? Zn1 O3 C20 C21 179.7(2) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.330 _refine_diff_density_min -0.262 _refine_diff_density_rms 0.047 data_091028c _database_code_depnum_ccdc_archive 'CCDC 888548' #TrackingRef 'complex 5 091028C.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H14 Co N6 O6' _chemical_formula_weight 445.26 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.631(10) _cell_length_b 7.591(5) _cell_length_c 14.592(9) _cell_angle_alpha 90.00 _cell_angle_beta 93.045(11) _cell_angle_gamma 90.00 _cell_volume 1729.0(18) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2342 _cell_measurement_theta_min 2.61 _cell_measurement_theta_max 24.54 _exptl_crystal_description block _exptl_crystal_colour PURPLE _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.710 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 908 _exptl_absorpt_coefficient_mu 1.045 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6923 _exptl_absorpt_correction_T_max 0.8183 _exptl_absorpt_process_details sadabs _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8250 _diffrn_reflns_av_R_equivalents 0.0501 _diffrn_reflns_av_sigmaI/netI 0.0561 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.30 _diffrn_reflns_theta_max 25.03 _reflns_number_total 3047 _reflns_number_gt 2057 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. 32 restraints were used while refining. isor 0.005 o2 o5 o4 isor 0.005 o1 delu 0.002 n6 o5 o4 delu 0.002 o2 n5 delu 0.002 o1 n5 delu 0.002 co1 o1 delu 0.002 co1 o2 delu 0.002 co1 o5 ; _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^)+(0.1217P)^2^+8.8529P] 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 3047 _refine_ls_number_parameters 262 _refine_ls_number_restraints 32 _refine_ls_R_factor_all 0.1122 _refine_ls_R_factor_gt 0.0754 _refine_ls_wR_factor_ref 0.2363 _refine_ls_wR_factor_gt 0.1981 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.143 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.24263(6) 0.51066(14) 0.35217(7) 0.0412(4) Uani 1 1 d U . . O1 O 0.3163(6) 0.5761(14) 0.2362(6) 0.104(2) Uani 1 1 d U . . O2 O 0.1956(6) 0.5059(13) 0.1997(5) 0.099(2) Uani 1 1 d U . . O3 O 0.2759(5) 0.5535(12) 0.0921(5) 0.082(2) Uani 1 1 d . . . O4 O 0.3143(6) 0.2324(14) 0.3548(7) 0.111(3) Uani 1 1 d U . . O5 O 0.1902(5) 0.2446(10) 0.3929(6) 0.0816(18) Uani 1 1 d U . . O6 O 0.2476(6) -0.0035(9) 0.3665(7) 0.101(3) Uani 1 1 d . . . N1 N 0.3367(4) 0.6157(8) 0.4351(4) 0.0393(15) Uani 1 1 d . . . N2 N 0.4499(4) 0.7798(8) 0.4775(4) 0.0367(14) Uani 1 1 d . . . N3 N 0.1332(3) 0.6128(8) 0.3946(4) 0.0312(13) Uani 1 1 d . . . N4 N 0.0436(4) 0.7799(7) 0.4705(4) 0.0318(13) Uani 1 1 d . . . N5 N 0.2639(6) 0.5496(12) 0.1714(6) 0.066(2) Uani 1 1 d U . . N6 N 0.2495(5) 0.1500(10) 0.3711(5) 0.0500(16) Uani 1 1 d U . . C1 C 0.3879(5) 0.7463(10) 0.4118(5) 0.0393(17) Uani 1 1 d . . . H1 H 0.3817 0.8076 0.3567 0.047 Uiso 1 1 calc R . . C2 C 0.3683(4) 0.5595(9) 0.5215(5) 0.0327(16) Uani 1 1 d . . . C3 C 0.3415(5) 0.4243(11) 0.5769(6) 0.045(2) Uani 1 1 d . . . H3 H 0.2944 0.3549 0.5595 0.055 Uiso 1 1 calc R . . C4 C 0.3879(6) 0.3968(13) 0.6592(6) 0.055(2) Uani 1 1 d . . . H4 H 0.3710 0.3077 0.6982 0.065 Uiso 1 1 calc R . . C5 C 0.4584(6) 0.4980(12) 0.6849(6) 0.055(2) Uani 1 1 d . . . H5 H 0.4880 0.4746 0.7406 0.066 Uiso 1 1 calc R . . C6 C 0.4863(5) 0.6324(11) 0.6309(5) 0.0434(19) Uani 1 1 d . . . H6 H 0.5341 0.7001 0.6483 0.052 Uiso 1 1 calc R . . C7 C 0.4393(4) 0.6616(9) 0.5486(5) 0.0327(16) Uani 1 1 d . . . C8 C 0.5143(5) 0.9185(10) 0.4754(6) 0.0413(18) Uani 1 1 d . . . H8A H 0.5244 0.9478 0.4121 0.050 Uiso 1 1 calc R . . H8B H 0.5678 0.8764 0.5043 0.050 Uiso 1 1 calc R . . C9 C 0.1259(5) 0.7400(10) 0.4557(5) 0.0360(17) Uani 1 1 d . . . H9 H 0.1725 0.7960 0.4853 0.043 Uiso 1 1 calc R . . C10 C -0.0074(4) 0.6686(9) 0.4146(4) 0.0283(15) Uani 1 1 d . . . C11 C -0.0955(5) 0.6528(10) 0.4024(5) 0.0372(17) Uani 1 1 d . . . H11 H -0.1327 0.7233 0.4339 0.045 Uiso 1 1 calc R . . C12 C -0.1247(5) 0.5266(11) 0.3408(6) 0.045(2) Uani 1 1 d . . . H12 H -0.1834 0.5106 0.3308 0.054 Uiso 1 1 calc R . . C13 C -0.0694(5) 0.4226(11) 0.2933(5) 0.0417(19) Uani 1 1 d . . . H13 H -0.0920 0.3400 0.2516 0.050 Uiso 1 1 calc R . . C14 C 0.0180(5) 0.4379(10) 0.3059(5) 0.0349(16) Uani 1 1 d . . . H14 H 0.0548 0.3665 0.2744 0.042 Uiso 1 1 calc R . . C15 C 0.0492(4) 0.5644(9) 0.3677(4) 0.0267(14) Uani 1 1 d . . . C16 C 0.0137(5) 0.9203(10) 0.5290(5) 0.0366(17) Uani 1 1 d . . . H16A H 0.0592 0.9539 0.5733 0.044 Uiso 1 1 calc R . . H16B H -0.0344 0.8785 0.5624 0.044 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0285(6) 0.0475(7) 0.0468(7) -0.0133(5) -0.0051(4) 0.0061(5) O1 0.108(4) 0.137(5) 0.067(3) 0.016(4) -0.003(2) -0.044(4) O2 0.099(4) 0.142(5) 0.056(2) 0.007(4) 0.007(3) -0.002(4) O3 0.097(6) 0.109(6) 0.041(4) 0.011(4) 0.004(4) 0.009(5) O4 0.096(4) 0.125(5) 0.114(5) -0.022(4) 0.034(4) -0.048(3) O5 0.082(3) 0.058(3) 0.106(4) -0.005(3) 0.011(3) 0.011(3) O6 0.148(9) 0.036(4) 0.118(7) 0.005(4) -0.004(6) 0.022(4) N1 0.027(3) 0.043(4) 0.047(4) -0.008(3) 0.000(3) 0.002(3) N2 0.034(3) 0.031(3) 0.044(4) -0.004(3) 0.000(3) -0.003(3) N3 0.023(3) 0.035(3) 0.035(3) -0.006(3) -0.002(2) 0.001(2) N4 0.035(3) 0.028(3) 0.033(3) -0.009(2) 0.002(2) 0.000(3) N5 0.095(5) 0.057(5) 0.047(4) 0.012(4) 0.001(3) 0.005(4) N6 0.059(4) 0.048(5) 0.044(4) 0.001(3) 0.001(3) -0.001(2) C1 0.035(4) 0.036(4) 0.046(4) -0.005(3) -0.002(3) 0.002(3) C2 0.025(3) 0.031(4) 0.042(4) -0.011(3) 0.007(3) -0.001(3) C3 0.036(4) 0.048(5) 0.055(5) -0.007(4) 0.016(4) -0.007(4) C4 0.067(6) 0.055(5) 0.044(5) 0.004(4) 0.019(4) -0.001(5) C5 0.060(6) 0.065(6) 0.038(4) -0.003(4) 0.001(4) -0.003(5) C6 0.038(4) 0.052(5) 0.040(4) -0.012(4) -0.005(3) -0.001(4) C7 0.025(3) 0.033(4) 0.040(4) -0.009(3) 0.002(3) 0.004(3) C8 0.032(4) 0.036(4) 0.056(5) -0.007(4) 0.007(3) -0.007(3) C9 0.037(4) 0.032(4) 0.038(4) -0.006(3) -0.005(3) -0.005(3) C10 0.032(4) 0.027(4) 0.027(3) -0.001(3) 0.005(3) 0.002(3) C11 0.033(4) 0.040(4) 0.039(4) -0.007(3) 0.008(3) -0.001(3) C12 0.028(4) 0.057(5) 0.051(5) -0.010(4) 0.006(3) -0.006(4) C13 0.039(4) 0.040(4) 0.045(4) -0.016(4) -0.002(3) -0.007(4) C14 0.038(4) 0.030(4) 0.037(4) -0.010(3) 0.003(3) -0.001(3) C15 0.025(3) 0.026(3) 0.029(3) 0.002(3) -0.001(3) 0.000(3) C16 0.047(4) 0.034(4) 0.029(4) -0.008(3) 0.004(3) 0.001(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 N3 2.005(6) . ? Co1 N1 2.018(6) . ? Co1 O1 2.155(9) . ? Co1 O5 2.271(8) . ? Co1 O2 2.306(8) . ? Co1 O4 2.390(11) . ? O1 N5 1.234(11) . ? O2 N5 1.212(12) . ? O3 N5 1.181(10) . ? O4 N6 1.224(10) . ? O5 N6 1.228(10) . ? O6 N6 1.167(9) . ? N1 C1 1.329(10) . ? N1 C2 1.397(10) . ? N2 C1 1.350(9) . ? N2 C7 1.388(9) . ? N2 C8 1.459(9) . ? N3 C9 1.323(9) . ? N3 C15 1.399(8) . ? N4 C9 1.350(9) . ? N4 C10 1.394(8) . ? N4 C16 1.458(9) . ? C1 H1 0.9300 . ? C2 C3 1.384(11) . ? C2 C7 1.394(10) . ? C3 C4 1.386(12) . ? C3 H3 0.9300 . ? C4 C5 1.379(13) . ? C4 H4 0.9300 . ? C5 C6 1.375(12) . ? C5 H5 0.9300 . ? C6 C7 1.392(10) . ? C6 H6 0.9300 . ? C8 C8 1.510(15) 3_676 ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9 0.9300 . ? C10 C11 1.385(10) . ? C10 C15 1.394(9) . ? C11 C12 1.374(11) . ? C11 H11 0.9300 . ? C12 C13 1.384(11) . ? C12 H12 0.9300 . ? C13 C14 1.374(10) . ? C13 H13 0.9300 . ? C14 C15 1.387(10) . ? C14 H14 0.9300 . ? C16 C16 1.525(15) 3_576 ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Co1 N1 105.6(2) . . ? N3 Co1 O1 130.8(3) . . ? N1 Co1 O1 88.7(3) . . ? N3 Co1 O5 86.4(3) . . ? N1 Co1 O5 117.2(3) . . ? O1 Co1 O5 128.8(4) . . ? N3 Co1 O2 94.0(3) . . ? N1 Co1 O2 140.3(3) . . ? O1 Co1 O2 53.3(3) . . ? O5 Co1 O2 97.9(3) . . ? N3 Co1 O4 138.0(3) . . ? N1 Co1 O4 90.8(3) . . ? O1 Co1 O4 87.0(4) . . ? O5 Co1 O4 52.1(3) . . ? O2 Co1 O4 97.3(3) . . ? N5 O1 Co1 101.8(7) . . ? N5 O2 Co1 94.7(7) . . ? N6 O4 Co1 93.6(7) . . ? N6 O5 Co1 99.4(6) . . ? C1 N1 C2 105.7(6) . . ? C1 N1 Co1 124.8(5) . . ? C2 N1 Co1 129.2(5) . . ? C1 N2 C7 107.4(6) . . ? C1 N2 C8 126.2(7) . . ? C7 N2 C8 126.3(6) . . ? C9 N3 C15 105.5(6) . . ? C9 N3 Co1 126.6(5) . . ? C15 N3 Co1 127.9(5) . . ? C9 N4 C10 106.9(5) . . ? C9 N4 C16 126.6(6) . . ? C10 N4 C16 126.4(6) . . ? O3 N5 O2 121.9(10) . . ? O3 N5 O1 127.8(11) . . ? O2 N5 O1 110.1(9) . . ? O6 N6 O4 121.2(10) . . ? O6 N6 O5 125.5(9) . . ? O4 N6 O5 113.3(9) . . ? N1 C1 N2 112.2(7) . . ? N1 C1 H1 123.9 . . ? N2 C1 H1 123.9 . . ? C3 C2 C7 120.5(7) . . ? C3 C2 N1 130.6(7) . . ? C7 C2 N1 108.9(6) . . ? C2 C3 C4 117.2(7) . . ? C2 C3 H3 121.4 . . ? C4 C3 H3 121.4 . . ? C5 C4 C3 121.7(8) . . ? C5 C4 H4 119.2 . . ? C3 C4 H4 119.2 . . ? C6 C5 C4 122.1(8) . . ? C6 C5 H5 118.9 . . ? C4 C5 H5 118.9 . . ? C5 C6 C7 116.3(7) . . ? C5 C6 H6 121.8 . . ? C7 C6 H6 121.8 . . ? N2 C7 C6 132.0(7) . . ? N2 C7 C2 105.8(6) . . ? C6 C7 C2 122.2(7) . . ? N2 C8 C8 111.0(7) . 3_676 ? N2 C8 H8A 109.4 . . ? C8 C8 H8A 109.4 3_676 . ? N2 C8 H8B 109.4 . . ? C8 C8 H8B 109.4 3_676 . ? H8A C8 H8B 108.0 . . ? N3 C9 N4 112.9(6) . . ? N3 C9 H9 123.6 . . ? N4 C9 H9 123.6 . . ? C11 C10 C15 122.7(6) . . ? C11 C10 N4 131.4(6) . . ? C15 C10 N4 105.8(6) . . ? C12 C11 C10 116.0(7) . . ? C12 C11 H11 122.0 . . ? C10 C11 H11 122.0 . . ? C11 C12 C13 122.1(7) . . ? C11 C12 H12 119.0 . . ? C13 C12 H12 119.0 . . ? C14 C13 C12 121.8(7) . . ? C14 C13 H13 119.1 . . ? C12 C13 H13 119.1 . . ? C13 C14 C15 117.3(7) . . ? C13 C14 H14 121.3 . . ? C15 C14 H14 121.3 . . ? C14 C15 C10 120.1(6) . . ? C14 C15 N3 131.0(6) . . ? C10 C15 N3 108.9(6) . . ? N4 C16 C16 110.1(7) . 3_576 ? N4 C16 H16A 109.6 . . ? C16 C16 H16A 109.6 3_576 . ? N4 C16 H16B 109.6 . . ? C16 C16 H16B 109.6 3_576 . ? H16A C16 H16B 108.1 . . ? 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 N3 Co1 O1 N5 -59.6(9) . . . . ? N1 Co1 O1 N5 -169.1(8) . . . . ? O5 Co1 O1 N5 66.3(9) . . . . ? O2 Co1 O1 N5 -1.4(7) . . . . ? O4 Co1 O1 N5 100.0(8) . . . . ? N3 Co1 O2 N5 141.2(7) . . . . ? N1 Co1 O2 N5 20.8(10) . . . . ? O1 Co1 O2 N5 1.4(7) . . . . ? O5 Co1 O2 N5 -131.8(7) . . . . ? O4 Co1 O2 N5 -79.3(7) . . . . ? N3 Co1 O4 N6 17.4(8) . . . . ? N1 Co1 O4 N6 132.0(6) . . . . ? O1 Co1 O4 N6 -139.3(6) . . . . ? O5 Co1 O4 N6 7.4(5) . . . . ? O2 Co1 O4 N6 -87.0(6) . . . . ? N3 Co1 O5 N6 179.2(6) . . . . ? N1 Co1 O5 N6 -75.1(6) . . . . ? O1 Co1 O5 N6 37.1(7) . . . . ? O2 Co1 O5 N6 85.6(6) . . . . ? O4 Co1 O5 N6 -7.5(5) . . . . ? N3 Co1 N1 C1 -102.5(6) . . . . ? O1 Co1 N1 C1 29.7(6) . . . . ? O5 Co1 N1 C1 163.5(6) . . . . ? O2 Co1 N1 C1 14.2(8) . . . . ? O4 Co1 N1 C1 116.6(6) . . . . ? N3 Co1 N1 C2 85.1(6) . . . . ? O1 Co1 N1 C2 -142.7(7) . . . . ? O5 Co1 N1 C2 -8.9(7) . . . . ? O2 Co1 N1 C2 -158.2(6) . . . . ? O4 Co1 N1 C2 -55.8(6) . . . . ? N1 Co1 N3 C9 8.2(7) . . . . ? O1 Co1 N3 C9 -93.9(7) . . . . ? O5 Co1 N3 C9 125.4(6) . . . . ? O2 Co1 N3 C9 -136.9(6) . . . . ? O4 Co1 N3 C9 117.5(7) . . . . ? N1 Co1 N3 C15 -170.7(5) . . . . ? O1 Co1 N3 C15 87.3(7) . . . . ? O5 Co1 N3 C15 -53.5(6) . . . . ? O2 Co1 N3 C15 44.2(6) . . . . ? O4 Co1 N3 C15 -61.3(7) . . . . ? Co1 O2 N5 O3 173.9(9) . . . . ? Co1 O2 N5 O1 -2.1(10) . . . . ? Co1 O1 N5 O3 -173.4(9) . . . . ? Co1 O1 N5 O2 2.3(11) . . . . ? Co1 O4 N6 O6 168.9(8) . . . . ? Co1 O4 N6 O5 -11.8(8) . . . . ? Co1 O5 N6 O6 -168.2(8) . . . . ? Co1 O5 N6 O4 12.6(9) . . . . ? C2 N1 C1 N2 -0.6(8) . . . . ? Co1 N1 C1 N2 -174.5(5) . . . . ? C7 N2 C1 N1 0.6(8) . . . . ? C8 N2 C1 N1 -177.5(6) . . . . ? C1 N1 C2 C3 -177.8(8) . . . . ? Co1 N1 C2 C3 -4.3(11) . . . . ? C1 N1 C2 C7 0.3(8) . . . . ? Co1 N1 C2 C7 173.8(5) . . . . ? C7 C2 C3 C4 0.2(11) . . . . ? N1 C2 C3 C4 178.2(7) . . . . ? C2 C3 C4 C5 -0.7(13) . . . . ? C3 C4 C5 C6 0.5(14) . . . . ? C4 C5 C6 C7 0.3(12) . . . . ? C1 N2 C7 C6 177.1(8) . . . . ? C8 N2 C7 C6 -4.7(12) . . . . ? C1 N2 C7 C2 -0.4(7) . . . . ? C8 N2 C7 C2 177.8(6) . . . . ? C5 C6 C7 N2 -178.0(8) . . . . ? C5 C6 C7 C2 -0.8(11) . . . . ? C3 C2 C7 N2 178.4(6) . . . . ? N1 C2 C7 N2 0.0(7) . . . . ? C3 C2 C7 C6 0.5(11) . . . . ? N1 C2 C7 C6 -177.8(6) . . . . ? C1 N2 C8 C8 94.6(10) . . . 3_676 ? C7 N2 C8 C8 -83.2(11) . . . 3_676 ? C15 N3 C9 N4 -0.5(8) . . . . ? Co1 N3 C9 N4 -179.6(5) . . . . ? C10 N4 C9 N3 0.3(8) . . . . ? C16 N4 C9 N3 -175.9(6) . . . . ? C9 N4 C10 C11 -179.9(8) . . . . ? C16 N4 C10 C11 -3.6(12) . . . . ? C9 N4 C10 C15 0.0(7) . . . . ? C16 N4 C10 C15 176.3(6) . . . . ? C15 C10 C11 C12 0.2(11) . . . . ? N4 C10 C11 C12 -179.9(7) . . . . ? C10 C11 C12 C13 -0.6(12) . . . . ? C11 C12 C13 C14 1.0(14) . . . . ? C12 C13 C14 C15 -0.9(12) . . . . ? C13 C14 C15 C10 0.6(11) . . . . ? C13 C14 C15 N3 -179.3(7) . . . . ? C11 C10 C15 C14 -0.2(10) . . . . ? N4 C10 C15 C14 179.8(6) . . . . ? C11 C10 C15 N3 179.6(6) . . . . ? N4 C10 C15 N3 -0.3(7) . . . . ? C9 N3 C15 C14 -179.7(7) . . . . ? Co1 N3 C15 C14 -0.6(11) . . . . ? C9 N3 C15 C10 0.5(8) . . . . ? Co1 N3 C15 C10 179.6(5) . . . . ? C9 N4 C16 C16 99.6(10) . . . 3_576 ? C10 N4 C16 C16 -76.0(10) . . . 3_576 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.367 _refine_diff_density_min -1.730 _refine_diff_density_rms 0.119 data_091112b _database_code_depnum_ccdc_archive 'CCDC 888549' #TrackingRef 'complex 6 091112B.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H18.50 N6 O6.25 Zn' _chemical_formula_weight 484.26 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)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.4093(8) _cell_length_b 16.6535(14) _cell_length_c 14.8361(12) _cell_angle_alpha 90.00 _cell_angle_beta 101.136(2) _cell_angle_gamma 90.00 _cell_volume 2281.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5159 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 25.97 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.410 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 994 _exptl_absorpt_coefficient_mu 1.122 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6881 _exptl_absorpt_correction_T_max 0.7591 _exptl_absorpt_process_details sadabs _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11513 _diffrn_reflns_av_R_equivalents 0.0160 _diffrn_reflns_av_sigmaI/netI 0.0185 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 25.03 _reflns_number_total 4025 _reflns_number_gt 3394 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The unit cell contains 1 water molecule which has been treated as a diffuse contribution to the overall scattering without specific atom positions by SQUEEZE/PLATON. 134 restraints were used while refining. dfix 1.52 0.005 c17 c18 c18 c18_$1 delu 0.001 isor 0.01 o1 o2 o4 o5 n5 n6 isor 0.005 c18 c17 ; _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^)+(0.1248P)^2^+2.6922P] 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 4025 _refine_ls_number_parameters 280 _refine_ls_number_restraints 134 _refine_ls_R_factor_all 0.0604 _refine_ls_R_factor_gt 0.0539 _refine_ls_wR_factor_ref 0.1821 _refine_ls_wR_factor_gt 0.1766 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.066 _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 Zn1 Zn 0.32064(5) 0.69485(3) 0.76679(3) 0.0425(2) Uani 1 1 d U . . O1 O 0.5057(4) 0.68546(19) 0.7278(2) 0.0553(7) Uani 1 1 d U . . O2 O 0.7635(6) 0.6830(4) 0.7570(6) 0.150(3) Uani 1 1 d U . . O3 O 0.6185(5) 0.7125(3) 0.8699(3) 0.0893(12) Uani 1 1 d U . . O4 O 0.1540(4) 0.67093(19) 0.6692(2) 0.0536(6) Uani 1 1 d U . . O5 O 0.2155(5) 0.7704(2) 0.5864(3) 0.0836(11) Uani 1 1 d U . . O6 O -0.0130(7) 0.7053(4) 0.5331(4) 0.126(2) Uani 1 1 d U . . N1 N 0.3146(3) 0.60366(18) 0.8578(2) 0.0391(6) Uani 1 1 d U . . N2 N 0.2665(3) 0.53460(19) 0.9774(2) 0.0378(6) Uani 1 1 d U . . N3 N 0.2808(4) 0.79319(19) 0.8378(2) 0.0444(6) Uani 1 1 d U . . N4 N 0.3182(4) 0.8790(2) 0.9546(2) 0.0513(7) Uani 1 1 d U . . N5 N 0.6198(5) 0.6947(3) 0.7894(4) 0.0710(11) Uani 1 1 d U . . N6 N 0.1300(5) 0.7172(3) 0.5994(3) 0.0608(9) Uani 1 1 d U . . C1 C 0.2580(4) 0.6056(2) 0.9327(3) 0.0386(7) Uani 1 1 d U . . H1 H 0.2165 0.6513 0.9527 0.046 Uiso 1 1 calc R . . C2 C 0.3655(4) 0.5253(2) 0.8536(2) 0.0338(6) Uani 1 1 d U . . C3 C 0.4355(5) 0.4887(3) 0.7901(3) 0.0460(8) Uani 1 1 d U . . H3 H 0.4557 0.5169 0.7400 0.055 Uiso 1 1 calc R . . C4 C 0.4738(5) 0.4093(3) 0.8040(3) 0.0586(10) Uani 1 1 d U . . H4 H 0.5206 0.3835 0.7623 0.070 Uiso 1 1 calc R . . C5 C 0.4441(5) 0.3665(3) 0.8791(3) 0.0567(10) Uani 1 1 d U . . H5 H 0.4729 0.3131 0.8865 0.068 Uiso 1 1 calc R . . C6 C 0.3739(4) 0.4006(2) 0.9426(3) 0.0457(8) Uani 1 1 d U . . H6 H 0.3529 0.3716 0.9920 0.055 Uiso 1 1 calc R . . C7 C 0.3357(4) 0.4816(2) 0.9284(2) 0.0341(6) Uani 1 1 d U . . C8 C 0.2030(4) 0.5164(3) 1.0580(3) 0.0467(8) Uani 1 1 d U . . H8A H 0.1904 0.5658 1.0901 0.056 Uiso 1 1 calc R . . H8B H 0.2686 0.4821 1.0996 0.056 Uiso 1 1 calc R . . C9 C 0.0566(4) 0.4743(3) 1.0299(3) 0.0473(9) Uani 1 1 d U . . H9A H 0.0699 0.4254 0.9970 0.057 Uiso 1 1 calc R . . H9B H 0.0216 0.4593 1.0849 0.057 Uiso 1 1 calc R . . C10 C 0.3634(5) 0.8133(2) 0.9176(3) 0.0485(8) Uani 1 1 d U . . H10 H 0.4449 0.7843 0.9449 0.058 Uiso 1 1 calc R . . C11 C 0.1718(4) 0.8509(2) 0.8226(3) 0.0426(7) Uani 1 1 d U . . C12 C 0.0513(5) 0.8591(3) 0.7525(3) 0.0613(12) Uani 1 1 d U . . H12 H 0.0317 0.8222 0.7047 0.074 Uiso 1 1 calc R . . C13 C -0.0370(6) 0.9232(4) 0.7564(4) 0.0806(16) Uani 1 1 d U . . H13 H -0.1179 0.9297 0.7098 0.097 Uiso 1 1 calc R . . C14 C -0.0117(7) 0.9796(4) 0.8269(4) 0.0813(16) Uani 1 1 d U . . H14 H -0.0740 1.0231 0.8259 0.098 Uiso 1 1 calc R . . C15 C 0.1052(6) 0.9715(3) 0.8983(4) 0.0683(12) Uani 1 1 d U . . H15 H 0.1230 1.0079 0.9466 0.082 Uiso 1 1 calc R . . C16 C 0.1954(5) 0.9056(2) 0.8941(3) 0.0471(8) Uani 1 1 d U . . C17 C 0.3861(6) 0.9157(3) 1.0425(3) 0.0668(11) Uani 1 1 d DU . . H17A H 0.4155 0.8738 1.0877 0.080 Uiso 1 1 calc R . . H17B H 0.3160 0.9496 1.0643 0.080 Uiso 1 1 calc R . . C18 C 0.5162(6) 0.9652(3) 1.0326(4) 0.098(2) Uani 1 1 d DU . . H18A H 0.5609 0.9855 1.0926 0.118 Uiso 1 1 calc R . . H18B H 0.5860 0.9305 1.0116 0.118 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 Zn1 0.0483(3) 0.0329(3) 0.0493(3) 0.00513(17) 0.0167(2) -0.00159(17) O1 0.0583(10) 0.0598(18) 0.0540(15) 0.0076(13) 0.0263(9) -0.0020(12) O2 0.0637(13) 0.216(7) 0.181(5) 0.014(5) 0.050(3) 0.019(3) O3 0.071(2) 0.121(4) 0.0687(16) 0.017(2) -0.0041(16) -0.015(2) O4 0.0631(12) 0.0459(15) 0.0507(13) 0.0035(8) 0.0085(10) -0.0091(12) O5 0.109(3) 0.064(2) 0.085(3) 0.0244(19) 0.037(2) -0.0051(18) O6 0.104(3) 0.159(5) 0.093(3) 0.018(3) -0.031(2) 0.001(3) N1 0.0432(16) 0.0314(9) 0.0457(12) 0.0008(9) 0.0163(10) -0.0022(11) N2 0.0375(15) 0.0378(12) 0.0398(14) 0.0002(9) 0.0111(11) -0.0063(11) N3 0.0496(16) 0.0341(10) 0.0483(15) 0.0035(9) 0.0064(10) 0.0005(10) N4 0.0664(19) 0.0449(16) 0.0411(14) 0.0025(10) 0.0060(11) -0.0093(12) N5 0.0513(9) 0.082(3) 0.0807(18) 0.023(2) 0.0161(12) 0.0005(19) N6 0.074(2) 0.057(2) 0.0509(17) 0.0062(14) 0.0112(12) 0.0016(16) C1 0.0383(19) 0.0345(12) 0.0463(17) 0.0004(11) 0.0159(14) -0.0003(13) C2 0.0321(17) 0.0322(11) 0.0365(15) -0.0009(9) 0.0054(12) -0.0009(12) C3 0.048(2) 0.0479(16) 0.0439(18) -0.0054(13) 0.0135(15) 0.0048(16) C4 0.065(3) 0.0494(18) 0.065(2) -0.0130(17) 0.020(2) 0.013(2) C5 0.062(3) 0.0371(17) 0.068(2) -0.0036(14) 0.0040(19) 0.0121(17) C6 0.049(2) 0.0349(12) 0.0492(19) 0.0065(12) -0.0008(15) 0.0011(15) C7 0.0297(17) 0.0336(11) 0.0371(15) 0.0009(10) 0.0019(12) -0.0025(12) C8 0.0467(19) 0.056(2) 0.0399(18) 0.0038(14) 0.0136(14) -0.0066(16) C9 0.0468(19) 0.050(2) 0.048(2) 0.0119(18) 0.0172(16) -0.0072(16) C10 0.053(2) 0.0420(19) 0.0478(18) 0.0058(11) 0.0018(13) -0.0043(13) C11 0.0451(17) 0.0378(17) 0.0449(17) 0.0001(12) 0.0085(11) 0.0003(11) C12 0.052(2) 0.071(3) 0.057(2) -0.0105(19) -0.0007(14) 0.0133(18) C13 0.066(3) 0.096(4) 0.075(3) -0.007(2) -0.001(2) 0.035(2) C14 0.079(3) 0.073(3) 0.092(4) -0.007(2) 0.017(2) 0.033(3) C15 0.085(3) 0.053(3) 0.070(3) -0.0118(19) 0.0208(18) 0.0130(19) C16 0.055(2) 0.0398(18) 0.0478(18) -0.0027(13) 0.0133(12) -0.0034(12) C17 0.089(3) 0.068(3) 0.0408(17) -0.0029(14) 0.0068(15) -0.021(2) C18 0.110(4) 0.099(4) 0.078(3) -0.004(3) -0.002(3) -0.053(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.944(3) . ? Zn1 O4 1.959(3) . ? Zn1 N3 2.021(3) . ? Zn1 N1 2.040(3) . ? O1 N5 1.278(6) . ? O2 N5 1.532(7) . ? O3 N5 1.233(7) . ? O4 N6 1.275(5) . ? O5 N6 1.237(6) . ? O6 N6 1.518(6) . ? N1 C1 1.323(5) . ? N1 C2 1.396(5) . ? N2 C1 1.350(5) . ? N2 C7 1.384(5) . ? N2 C8 1.467(5) . ? N3 C10 1.328(6) . ? N3 C11 1.392(5) . ? N4 C10 1.332(6) . ? N4 C16 1.392(6) . ? N4 C17 1.468(6) . ? C1 H1 0.9300 . ? C2 C3 1.390(5) . ? C2 C7 1.401(5) . ? C3 C4 1.375(6) . ? C3 H3 0.9300 . ? C4 C5 1.397(7) . ? C4 H4 0.9300 . ? C5 C6 1.373(6) . ? C5 H5 0.9300 . ? C6 C7 1.402(5) . ? C6 H6 0.9300 . ? C8 C9 1.530(6) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C9 1.513(8) 3_567 ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10 0.9300 . ? C11 C16 1.383(6) . ? C11 C12 1.390(6) . ? C12 C13 1.360(7) . ? C12 H12 0.9300 . ? C13 C14 1.392(8) . ? C13 H13 0.9300 . ? C14 C15 1.378(8) . ? C14 H14 0.9300 . ? C15 C16 1.395(7) . ? C15 H15 0.9300 . ? C17 C18 1.506(5) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C18 1.503(5) 3_677 ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O4 113.49(14) . . ? O1 Zn1 N3 119.17(15) . . ? O4 Zn1 N3 110.32(14) . . ? O1 Zn1 N1 106.15(13) . . ? O4 Zn1 N1 102.54(13) . . ? N3 Zn1 N1 103.11(14) . . ? N5 O1 Zn1 117.0(3) . . ? N6 O4 Zn1 117.9(3) . . ? C1 N1 C2 104.9(3) . . ? C1 N1 Zn1 127.3(3) . . ? C2 N1 Zn1 127.8(2) . . ? C1 N2 C7 106.9(3) . . ? C1 N2 C8 125.9(3) . . ? C7 N2 C8 127.1(3) . . ? C10 N3 C11 104.9(3) . . ? C10 N3 Zn1 122.2(3) . . ? C11 N3 Zn1 132.9(3) . . ? C10 N4 C16 106.7(4) . . ? C10 N4 C17 126.2(4) . . ? C16 N4 C17 127.2(4) . . ? O3 N5 O1 123.9(5) . . ? O3 N5 O2 120.6(5) . . ? O1 N5 O2 115.5(5) . . ? O5 N6 O4 122.8(4) . . ? O5 N6 O6 120.9(4) . . ? O4 N6 O6 116.3(4) . . ? N1 C1 N2 113.3(3) . . ? N1 C1 H1 123.3 . . ? N2 C1 H1 123.3 . . ? C3 C2 N1 130.7(3) . . ? C3 C2 C7 120.2(3) . . ? N1 C2 C7 109.1(3) . . ? C4 C3 C2 117.7(4) . . ? C4 C3 H3 121.1 . . ? C2 C3 H3 121.1 . . ? C3 C4 C5 121.6(4) . . ? C3 C4 H4 119.2 . . ? C5 C4 H4 119.2 . . ? C6 C5 C4 122.2(4) . . ? C6 C5 H5 118.9 . . ? C4 C5 H5 118.9 . . ? C5 C6 C7 116.0(4) . . ? C5 C6 H6 122.0 . . ? C7 C6 H6 122.0 . . ? N2 C7 C2 105.7(3) . . ? N2 C7 C6 132.0(4) . . ? C2 C7 C6 122.3(4) . . ? N2 C8 C9 111.1(3) . . ? N2 C8 H8A 109.4 . . ? C9 C8 H8A 109.4 . . ? N2 C8 H8B 109.4 . . ? C9 C8 H8B 109.4 . . ? H8A C8 H8B 108.0 . . ? C9 C9 C8 113.3(4) 3_567 . ? C9 C9 H9A 108.9 3_567 . ? C8 C9 H9A 108.9 . . ? C9 C9 H9B 108.9 3_567 . ? C8 C9 H9B 108.9 . . ? H9A C9 H9B 107.7 . . ? N3 C10 N4 113.4(4) . . ? N3 C10 H10 123.3 . . ? N4 C10 H10 123.3 . . ? C16 C11 C12 119.7(4) . . ? C16 C11 N3 109.1(4) . . ? C12 C11 N3 131.2(4) . . ? C13 C12 C11 117.6(5) . . ? C13 C12 H12 121.2 . . ? C11 C12 H12 121.2 . . ? C12 C13 C14 122.9(5) . . ? C12 C13 H13 118.6 . . ? C14 C13 H13 118.6 . . ? C15 C14 C13 120.5(5) . . ? C15 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? C14 C15 C16 116.5(5) . . ? C14 C15 H15 121.8 . . ? C16 C15 H15 121.8 . . ? C11 C16 N4 106.0(4) . . ? C11 C16 C15 122.8(4) . . ? N4 C16 C15 131.2(4) . . ? N4 C17 C18 111.3(4) . . ? N4 C17 H17A 109.4 . . ? C18 C17 H17A 109.4 . . ? N4 C17 H17B 109.4 . . ? C18 C17 H17B 109.4 . . ? H17A C17 H17B 108.0 . . ? C18 C18 C17 114.7(6) 3_677 . ? C18 C18 H18A 108.6 3_677 . ? C17 C18 H18A 108.6 . . ? C18 C18 H18B 108.6 3_677 . ? C17 C18 H18B 108.6 . . ? H18A C18 H18B 107.6 . . ? 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 O4 Zn1 O1 N5 -175.2(3) . . . . ? N3 Zn1 O1 N5 52.2(4) . . . . ? N1 Zn1 O1 N5 -63.4(3) . . . . ? O1 Zn1 O4 N6 -64.3(4) . . . . ? N3 Zn1 O4 N6 72.4(3) . . . . ? N1 Zn1 O4 N6 -178.4(3) . . . . ? O1 Zn1 N1 C1 143.3(3) . . . . ? O4 Zn1 N1 C1 -97.4(3) . . . . ? N3 Zn1 N1 C1 17.2(4) . . . . ? O1 Zn1 N1 C2 -38.5(3) . . . . ? O4 Zn1 N1 C2 80.8(3) . . . . ? N3 Zn1 N1 C2 -164.6(3) . . . . ? O1 Zn1 N3 C10 -59.2(4) . . . . ? O4 Zn1 N3 C10 166.9(3) . . . . ? N1 Zn1 N3 C10 58.0(4) . . . . ? O1 Zn1 N3 C11 123.2(4) . . . . ? O4 Zn1 N3 C11 -10.7(4) . . . . ? N1 Zn1 N3 C11 -119.6(4) . . . . ? Zn1 O1 N5 O3 -3.4(6) . . . . ? Zn1 O1 N5 O2 177.3(4) . . . . ? Zn1 O4 N6 O5 8.2(6) . . . . ? Zn1 O4 N6 O6 -170.2(4) . . . . ? C2 N1 C1 N2 -0.7(4) . . . . ? Zn1 N1 C1 N2 177.9(2) . . . . ? C7 N2 C1 N1 0.7(4) . . . . ? C8 N2 C1 N1 -174.7(3) . . . . ? C1 N1 C2 C3 -179.7(4) . . . . ? Zn1 N1 C2 C3 1.8(6) . . . . ? C1 N1 C2 C7 0.4(4) . . . . ? Zn1 N1 C2 C7 -178.1(2) . . . . ? N1 C2 C3 C4 179.9(4) . . . . ? C7 C2 C3 C4 -0.2(6) . . . . ? C2 C3 C4 C5 -0.1(7) . . . . ? C3 C4 C5 C6 0.8(8) . . . . ? C4 C5 C6 C7 -1.0(7) . . . . ? C1 N2 C7 C2 -0.3(4) . . . . ? C8 N2 C7 C2 175.0(3) . . . . ? C1 N2 C7 C6 179.8(4) . . . . ? C8 N2 C7 C6 -4.9(6) . . . . ? C3 C2 C7 N2 -179.9(3) . . . . ? N1 C2 C7 N2 0.0(4) . . . . ? C3 C2 C7 C6 -0.1(5) . . . . ? N1 C2 C7 C6 179.8(3) . . . . ? C5 C6 C7 N2 -179.5(4) . . . . ? C5 C6 C7 C2 0.7(6) . . . . ? C1 N2 C8 C9 97.0(5) . . . . ? C7 N2 C8 C9 -77.5(5) . . . . ? N2 C8 C9 C9 -63.2(6) . . . 3_567 ? C11 N3 C10 N4 -0.6(5) . . . . ? Zn1 N3 C10 N4 -178.8(3) . . . . ? C16 N4 C10 N3 -0.5(5) . . . . ? C17 N4 C10 N3 179.5(4) . . . . ? C10 N3 C11 C16 1.5(5) . . . . ? Zn1 N3 C11 C16 179.3(3) . . . . ? C10 N3 C11 C12 -177.1(5) . . . . ? Zn1 N3 C11 C12 0.8(7) . . . . ? C16 C11 C12 C13 1.9(8) . . . . ? N3 C11 C12 C13 -179.7(5) . . . . ? C11 C12 C13 C14 -0.2(10) . . . . ? C12 C13 C14 C15 -1.4(11) . . . . ? C13 C14 C15 C16 1.2(9) . . . . ? C12 C11 C16 N4 177.0(4) . . . . ? N3 C11 C16 N4 -1.8(5) . . . . ? C12 C11 C16 C15 -2.0(7) . . . . ? N3 C11 C16 C15 179.2(4) . . . . ? C10 N4 C16 C11 1.4(5) . . . . ? C17 N4 C16 C11 -178.6(4) . . . . ? C10 N4 C16 C15 -179.7(5) . . . . ? C17 N4 C16 C15 0.3(8) . . . . ? C14 C15 C16 C11 0.4(8) . . . . ? C14 C15 C16 N4 -178.3(5) . . . . ? C10 N4 C17 C18 79.7(6) . . . . ? C16 N4 C17 C18 -100.3(6) . . . . ? N4 C17 C18 C18 61.8(10) . . . 3_677 ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.268 0.121 0.100 22.7 2.1 2 0.268 0.379 0.600 23.0 2.1 3 0.308 0.292 0.439 12.0 0.2 4 0.308 0.208 0.939 12.3 0.2 5 0.732 0.621 0.400 22.6 2.1 6 0.732 0.879 0.900 22.9 2.1 7 0.691 0.792 0.061 12.1 0.4 8 0.691 0.708 0.561 12.4 0.5 _platon_squeeze_details ; The unit cell contains 1 water molecules which have been treated as a diffuse contribution to the overall scattering without specific atom positions by SQUEEZE/PLATON. ; _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.538 _refine_diff_density_min -0.693 _refine_diff_density_rms 0.086 data_081016b _database_code_depnum_ccdc_archive 'CCDC 888550' #TrackingRef 'complex 7 081016B.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H37 N5 O7 Zn' _chemical_formula_weight 596.98 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.9518(12) _cell_length_b 10.8374(15) _cell_length_c 14.0505(19) _cell_angle_alpha 76.645(2) _cell_angle_beta 76.305(2) _cell_angle_gamma 79.093(2) _cell_volume 1275.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3550 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 26.88 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.554 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 628 _exptl_absorpt_coefficient_mu 1.020 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7632 _exptl_absorpt_correction_T_max 0.8067 _exptl_absorpt_process_details sadabs _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6537 _diffrn_reflns_av_R_equivalents 0.0104 _diffrn_reflns_av_sigmaI/netI 0.0212 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 25.02 _reflns_number_total 4459 _reflns_number_gt 3910 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The unit cell contains 2 water and 2 methanol molecules which have been treated as diffuse contribution to the overall scattering without specific atom positions by SQUEEZE/PLATON. ; _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^)+(0.0548P)^2^+0.2181P] 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 4459 _refine_ls_number_parameters 282 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0368 _refine_ls_R_factor_gt 0.0323 _refine_ls_wR_factor_ref 0.0905 _refine_ls_wR_factor_gt 0.0883 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.076 _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 Zn1 Zn 0.10336(3) 0.58980(2) 0.189937(17) 0.03991(10) Uani 1 1 d . . . O1 O 0.2864(2) 0.48997(17) 0.12097(14) 0.0647(5) Uani 1 1 d . . . O2 O 0.2597(3) 0.3124(2) 0.2271(2) 0.1075(10) Uani 1 1 d . . . O3 O -0.08350(19) 0.53363(15) 0.18062(15) 0.0582(4) Uani 1 1 d . . . O4 O -0.2238(2) 0.71452(18) 0.21343(15) 0.0677(5) Uani 1 1 d . . . N1 N 0.1313(2) 0.58674(18) 0.32799(13) 0.0450(4) Uani 1 1 d . . . N2 N 0.2168(2) 0.5121(2) 0.46894(14) 0.0528(5) Uani 1 1 d . . . N3 N 0.13558(19) 0.76027(16) 0.09876(13) 0.0392(4) Uani 1 1 d . . . N4 N 0.21096(18) 0.94994(16) 0.02797(13) 0.0367(4) Uani 1 1 d . . . C1 C 0.2168(3) 0.4936(2) 0.37841(18) 0.0495(6) Uani 1 1 d . . . H1 H 0.2717 0.4222 0.3533 0.059 Uiso 1 1 calc R . . C2 C 0.0702(2) 0.6737(2) 0.39180(16) 0.0446(5) Uani 1 1 d . . . C3 C -0.0309(3) 0.7885(2) 0.3791(2) 0.0579(6) Uani 1 1 d . . . H3 H -0.0683 0.8207 0.3205 0.069 Uiso 1 1 calc R . . C4 C -0.0725(4) 0.8519(3) 0.4585(2) 0.0749(8) Uani 1 1 d . . . H4 H -0.1387 0.9293 0.4527 0.090 Uiso 1 1 calc R . . C5 C -0.0188(4) 0.8038(4) 0.5463(2) 0.0810(9) Uani 1 1 d . . . H5 H -0.0507 0.8498 0.5976 0.097 Uiso 1 1 calc R . . C6 C 0.0791(4) 0.6913(3) 0.5605(2) 0.0699(8) Uani 1 1 d . . . H6 H 0.1140 0.6594 0.6199 0.084 Uiso 1 1 calc R . . C7 C 0.1240(3) 0.6266(3) 0.48078(17) 0.0518(6) Uani 1 1 d . . . C8 C 0.3063(3) 0.4287(3) 0.5402(2) 0.0710(9) Uani 1 1 d . . . H8A H 0.3442 0.3471 0.5194 0.085 Uiso 1 1 calc R . . H8B H 0.2388 0.4126 0.6055 0.085 Uiso 1 1 calc R . . C9 C 0.4433(3) 0.4878(3) 0.5478(2) 0.0735(9) Uani 1 1 d . . . H9A H 0.4045 0.5681 0.5705 0.088 Uiso 1 1 calc R . . H9B H 0.4962 0.4309 0.5976 0.088 Uiso 1 1 calc R . . C10 C 0.1881(2) 0.8595(2) 0.11159(16) 0.0403(5) Uani 1 1 d . . . H10 H 0.2075 0.8665 0.1722 0.048 Uiso 1 1 calc R . . C11 C 0.1231(2) 0.78725(19) -0.00116(15) 0.0358(4) Uani 1 1 d . . . C12 C 0.0748(3) 0.7160(2) -0.05646(18) 0.0453(5) Uani 1 1 d . . . H12 H 0.0439 0.6362 -0.0275 0.054 Uiso 1 1 calc R . . C13 C 0.0749(3) 0.7684(2) -0.15527(19) 0.0570(6) Uani 1 1 d . . . H13 H 0.0426 0.7236 -0.1940 0.068 Uiso 1 1 calc R . . C14 C 0.1227(3) 0.8885(3) -0.19895(19) 0.0600(7) Uani 1 1 d . . . H14 H 0.1213 0.9210 -0.2661 0.072 Uiso 1 1 calc R . . C15 C 0.1716(3) 0.9596(2) -0.14596(17) 0.0483(5) Uani 1 1 d . . . H15 H 0.2034 1.0390 -0.1753 0.058 Uiso 1 1 calc R . . C16 C 0.1707(2) 0.90624(19) -0.04605(15) 0.0356(4) Uani 1 1 d . . . C17 C 0.2794(2) 1.06684(19) 0.01439(18) 0.0430(5) Uani 1 1 d . . . H17A H 0.2667 1.0904 0.0787 0.052 Uiso 1 1 calc R . . H17B H 0.2255 1.1363 -0.0276 0.052 Uiso 1 1 calc R . . C18 C 0.4512(2) 1.04797(19) -0.03330(16) 0.0397(5) Uani 1 1 d . . . H18A H 0.4895 1.1298 -0.0493 0.048 Uiso 1 1 calc R . . H18B H 0.4636 1.0188 -0.0954 0.048 Uiso 1 1 calc R . . C19 C 0.3316(3) 0.3746(2) 0.1523(2) 0.0535(6) Uani 1 1 d . . . C20 C 0.4798(3) 0.3138(3) 0.0963(2) 0.0689(8) Uani 1 1 d . . . H20A H 0.5580 0.2959 0.1359 0.103 Uiso 1 1 calc R . . H20B H 0.5131 0.3710 0.0348 0.103 Uiso 1 1 calc R . . H20C H 0.4635 0.2353 0.0822 0.103 Uiso 1 1 calc R . . C21 C -0.2095(3) 0.6117(2) 0.18833(17) 0.0472(5) Uani 1 1 d . . . C22 C -0.3439(4) 0.5675(3) 0.1646(3) 0.0811(9) Uani 1 1 d . . . H22A H -0.4363 0.6271 0.1788 0.122 Uiso 1 1 calc R . . H22B H -0.3590 0.4844 0.2046 0.122 Uiso 1 1 calc R . . H22C H -0.3219 0.5627 0.0951 0.122 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 Zn1 0.03940(15) 0.03861(16) 0.04033(16) -0.00149(10) -0.01012(10) -0.00720(10) O1 0.0613(11) 0.0521(11) 0.0706(12) -0.0134(9) -0.0050(9) 0.0080(8) O2 0.1009(18) 0.0612(13) 0.116(2) -0.0002(13) 0.0344(15) 0.0051(12) O3 0.0488(9) 0.0449(9) 0.0872(13) -0.0090(8) -0.0269(9) -0.0104(8) O4 0.0724(12) 0.0558(11) 0.0755(13) -0.0151(10) -0.0115(10) -0.0117(9) N1 0.0402(10) 0.0530(11) 0.0402(10) 0.0021(8) -0.0130(8) -0.0106(8) N2 0.0436(10) 0.0686(13) 0.0440(11) 0.0107(9) -0.0179(9) -0.0175(10) N3 0.0352(9) 0.0394(9) 0.0414(10) -0.0019(8) -0.0080(7) -0.0083(7) N4 0.0283(8) 0.0359(9) 0.0448(10) -0.0056(7) -0.0057(7) -0.0066(7) C1 0.0403(12) 0.0559(14) 0.0497(14) 0.0047(11) -0.0150(10) -0.0112(10) C2 0.0384(11) 0.0562(13) 0.0387(11) 0.0001(10) -0.0078(9) -0.0169(10) C3 0.0561(14) 0.0609(15) 0.0517(14) -0.0028(12) -0.0098(12) -0.0077(12) C4 0.076(2) 0.0714(19) 0.074(2) -0.0196(16) -0.0060(16) -0.0068(15) C5 0.086(2) 0.103(3) 0.0580(18) -0.0312(18) 0.0027(16) -0.026(2) C6 0.0658(18) 0.106(2) 0.0440(15) -0.0142(15) -0.0095(13) -0.0305(17) C7 0.0434(12) 0.0764(17) 0.0372(12) 0.0011(11) -0.0085(10) -0.0272(12) C8 0.0562(15) 0.092(2) 0.0583(16) 0.0295(15) -0.0276(13) -0.0287(15) C9 0.0550(16) 0.105(2) 0.0564(16) 0.0224(15) -0.0298(13) -0.0243(15) C10 0.0343(10) 0.0469(12) 0.0400(11) -0.0059(9) -0.0080(9) -0.0089(9) C11 0.0299(10) 0.0351(10) 0.0399(11) -0.0044(8) -0.0077(8) -0.0010(8) C12 0.0432(12) 0.0392(11) 0.0543(13) -0.0105(10) -0.0103(10) -0.0056(9) C13 0.0704(16) 0.0547(15) 0.0529(14) -0.0178(12) -0.0228(12) -0.0038(12) C14 0.0765(18) 0.0589(15) 0.0442(13) -0.0025(11) -0.0213(12) -0.0062(13) C15 0.0507(13) 0.0410(12) 0.0468(13) 0.0023(10) -0.0113(10) -0.0024(10) C16 0.0267(9) 0.0348(10) 0.0424(11) -0.0067(8) -0.0062(8) 0.0009(8) C17 0.0370(11) 0.0324(10) 0.0594(14) -0.0099(10) -0.0078(10) -0.0062(8) C18 0.0366(11) 0.0329(10) 0.0490(12) -0.0039(9) -0.0069(9) -0.0104(8) C19 0.0497(14) 0.0497(14) 0.0614(16) -0.0152(12) -0.0090(12) -0.0056(11) C20 0.0645(17) 0.0609(16) 0.0777(19) -0.0253(14) -0.0060(14) 0.0043(13) C21 0.0503(13) 0.0480(13) 0.0431(12) 0.0037(10) -0.0154(10) -0.0148(11) C22 0.0567(16) 0.094(2) 0.106(3) -0.025(2) -0.0387(17) -0.0082(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 Zn1 O3 1.9265(16) . ? Zn1 O1 1.9635(17) . ? Zn1 N1 2.0057(18) . ? Zn1 N3 2.0176(17) . ? O1 C19 1.249(3) . ? O2 C19 1.220(3) . ? O3 C21 1.274(3) . ? O4 C21 1.220(3) . ? N1 C1 1.319(3) . ? N1 C2 1.398(3) . ? N2 C1 1.332(3) . ? N2 C7 1.378(3) . ? N2 C8 1.466(3) . ? N3 C10 1.316(3) . ? N3 C11 1.393(3) . ? N4 C10 1.346(3) . ? N4 C16 1.381(3) . ? N4 C17 1.464(3) . ? C1 H1 0.9300 . ? C2 C3 1.395(3) . ? C2 C7 1.397(3) . ? C3 C4 1.384(4) . ? C3 H3 0.9300 . ? C4 C5 1.383(5) . ? C4 H4 0.9300 . ? C5 C6 1.364(5) . ? C5 H5 0.9300 . ? C6 C7 1.396(4) . ? C6 H6 0.9300 . ? C8 C9 1.523(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C9 1.482(6) 2_666 ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10 0.9300 . ? C11 C16 1.395(3) . ? C11 C12 1.396(3) . ? C12 C13 1.373(3) . ? C12 H12 0.9300 . ? C13 C14 1.404(4) . ? C13 H13 0.9300 . ? C14 C15 1.373(4) . ? C14 H14 0.9300 . ? C15 C16 1.388(3) . ? C15 H15 0.9300 . ? C17 C18 1.520(3) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C18 1.521(4) 2_675 ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.492(4) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 C22 1.507(3) . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 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 O3 Zn1 O1 110.09(8) . . ? O3 Zn1 N1 116.39(8) . . ? O1 Zn1 N1 108.94(8) . . ? O3 Zn1 N3 111.66(7) . . ? O1 Zn1 N3 96.20(7) . . ? N1 Zn1 N3 111.68(7) . . ? C19 O1 Zn1 123.87(17) . . ? C21 O3 Zn1 118.49(15) . . ? C1 N1 C2 105.01(19) . . ? C1 N1 Zn1 124.07(17) . . ? C2 N1 Zn1 130.92(14) . . ? C1 N2 C7 107.48(19) . . ? C1 N2 C8 125.9(2) . . ? C7 N2 C8 126.6(2) . . ? C10 N3 C11 105.36(17) . . ? C10 N3 Zn1 131.04(15) . . ? C11 N3 Zn1 123.11(14) . . ? C10 N4 C16 106.96(17) . . ? C10 N4 C17 127.01(19) . . ? C16 N4 C17 125.79(18) . . ? N1 C1 N2 113.3(2) . . ? N1 C1 H1 123.4 . . ? N2 C1 H1 123.4 . . ? C3 C2 C7 120.9(2) . . ? C3 C2 N1 130.5(2) . . ? C7 C2 N1 108.6(2) . . ? C4 C3 C2 116.3(3) . . ? C4 C3 H3 121.8 . . ? C2 C3 H3 121.8 . . ? C5 C4 C3 122.1(3) . . ? C5 C4 H4 118.9 . . ? C3 C4 H4 118.9 . . ? C6 C5 C4 122.4(3) . . ? C6 C5 H5 118.8 . . ? C4 C5 H5 118.8 . . ? C5 C6 C7 116.4(3) . . ? C5 C6 H6 121.8 . . ? C7 C6 H6 121.8 . . ? N2 C7 C6 132.4(2) . . ? N2 C7 C2 105.7(2) . . ? C6 C7 C2 121.9(3) . . ? N2 C8 C9 112.0(2) . . ? N2 C8 H8A 109.2 . . ? C9 C8 H8A 109.2 . . ? N2 C8 H8B 109.2 . . ? C9 C8 H8B 109.2 . . ? H8A C8 H8B 107.9 . . ? C9 C9 C8 113.4(3) 2_666 . ? C9 C9 H9A 108.9 2_666 . ? C8 C9 H9A 108.9 . . ? C9 C9 H9B 108.9 2_666 . ? C8 C9 H9B 108.9 . . ? H9A C9 H9B 107.7 . . ? N3 C10 N4 113.06(19) . . ? N3 C10 H10 123.5 . . ? N4 C10 H10 123.5 . . ? N3 C11 C16 108.77(18) . . ? N3 C11 C12 130.68(19) . . ? C16 C11 C12 120.55(19) . . ? C13 C12 C11 117.3(2) . . ? C13 C12 H12 121.3 . . ? C11 C12 H12 121.3 . . ? C12 C13 C14 121.2(2) . . ? C12 C13 H13 119.4 . . ? C14 C13 H13 119.4 . . ? C15 C14 C13 122.3(2) . . ? C15 C14 H14 118.9 . . ? C13 C14 H14 118.9 . . ? C14 C15 C16 116.2(2) . . ? C14 C15 H15 121.9 . . ? C16 C15 H15 121.9 . . ? N4 C16 C15 131.7(2) . . ? N4 C16 C11 105.86(18) . . ? C15 C16 C11 122.4(2) . . ? N4 C17 C18 111.13(17) . . ? N4 C17 H17A 109.4 . . ? C18 C17 H17A 109.4 . . ? N4 C17 H17B 109.4 . . ? C18 C17 H17B 109.4 . . ? H17A C17 H17B 108.0 . . ? C17 C18 C18 113.2(2) . 2_675 ? C17 C18 H18A 108.9 . . ? C18 C18 H18A 108.9 2_675 . ? C17 C18 H18B 108.9 . . ? C18 C18 H18B 108.9 2_675 . ? H18A C18 H18B 107.7 . . ? O2 C19 O1 121.9(2) . . ? O2 C19 C20 120.1(2) . . ? O1 C19 C20 117.9(2) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? O4 C21 O3 123.9(2) . . ? O4 C21 C22 121.3(2) . . ? O3 C21 C22 114.8(2) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.500 0.000 0.500 265.2 56.8 _platon_squeeze_details ; The unit cell contains 2 water and 2 methanol molecules which have been treated as a diffuse contribution to the overall scattering without specific atom positions by SQUEEZE/PLATON. ; _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.838 _refine_diff_density_min -0.273 _refine_diff_density_rms 0.048 data_90602a _database_code_depnum_ccdc_archive 'CCDC 888551' #TrackingRef 'complex 8 90602A.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H25 Cd N7 O7' _chemical_formula_weight 599.88 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.857(4) _cell_length_b 9.7593(16) _cell_length_c 14.519(2) _cell_angle_alpha 90.00 _cell_angle_beta 102.212(4) _cell_angle_gamma 90.00 _cell_volume 2473.0(8) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5362 _cell_measurement_theta_min 0.00 _cell_measurement_theta_max 0.00 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.611 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1216 _exptl_absorpt_coefficient_mu 0.938 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.791 _exptl_absorpt_correction_T_max 0.829 _exptl_absorpt_process_details sadabs _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6016 _diffrn_reflns_av_R_equivalents 0.0142 _diffrn_reflns_av_sigmaI/netI 0.0143 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.39 _diffrn_reflns_theta_max 25.01 _reflns_number_total 2176 _reflns_number_gt 2041 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.27 restraints were used while refining. DFIX 1.20 0.01 O4 C10 DFIX 1.50 0.01 C10 N4 C11 N4 C12 N4 SADI 0.001 C10 C11 C10 C12 C11 C12 delu 0.001 o2 n3 delu 0.001 cd1 o1 isor 0.005 o4 c12 c11 ; _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^)+(0.0319P)^2^+2.1775P] 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 2176 _refine_ls_number_parameters 188 _refine_ls_number_restraints 27 _refine_ls_R_factor_all 0.0265 _refine_ls_R_factor_gt 0.0243 _refine_ls_wR_factor_ref 0.0640 _refine_ls_wR_factor_gt 0.0621 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.222 _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 Cd1 Cd 0.0000 0.60212(3) 0.2500 0.05319(12) Uani 1 2 d SU . . O1 O -0.01882(15) 0.7846(2) 0.35502(18) 0.0865(7) Uani 1 1 d U . . O2 O -0.04886(14) 0.5854(3) 0.39576(19) 0.0832(6) Uani 1 1 d U . . O3 O -0.04459(18) 0.7543(4) 0.4927(2) 0.1163(10) Uani 1 1 d . . . N1 N 0.11957(13) 0.5911(2) 0.34369(17) 0.0549(5) Uani 1 1 d . . . N2 N 0.20570(13) 0.5120(2) 0.46536(16) 0.0572(5) Uani 1 1 d . A . N3 N -0.03748(14) 0.7094(3) 0.41646(19) 0.0716(6) Uani 1 1 d U . . C1 C 0.18984(14) 0.6520(3) 0.34202(19) 0.0512(6) Uani 1 1 d . . . C2 C 0.24456(16) 0.6025(3) 0.4185(2) 0.0560(6) Uani 1 1 d . A . C3 C 0.32028(17) 0.6481(4) 0.4373(2) 0.0741(9) Uani 1 1 d . . . H3A H 0.3564 0.6144 0.4880 0.089 Uiso 1 1 calc R A . C4 C 0.3388(2) 0.7443(5) 0.3779(3) 0.0865(10) Uani 1 1 d . . . H4 H 0.3887 0.7775 0.3886 0.104 Uiso 1 1 calc R . . C5 C 0.2847(2) 0.7947(4) 0.3012(3) 0.0795(9) Uani 1 1 d . . . H5 H 0.2997 0.8603 0.2623 0.095 Uiso 1 1 calc R A . C6 C 0.20991(18) 0.7495(3) 0.2818(2) 0.0630(7) Uani 1 1 d . . . H6 H 0.1743 0.7829 0.2305 0.076 Uiso 1 1 calc R . . C7 C 0.13236(15) 0.5109(3) 0.4182(2) 0.0580(6) Uani 1 1 d . . . H7 H 0.0944 0.4586 0.4364 0.070 Uiso 1 1 calc R A . C8 C 0.23737(18) 0.4321(3) 0.5507(2) 0.0652(7) Uani 1 1 d . . . H8A H 0.1963 0.4089 0.5822 0.078 Uiso 1 1 calc R A . H8B H 0.2741 0.4881 0.5934 0.078 Uiso 1 1 calc R . . C9 C 0.27644(17) 0.3016(3) 0.5293(2) 0.0660(7) Uani 1 1 d . . . H9A H 0.3165 0.3254 0.4962 0.079 Uiso 1 1 calc R . . H9B H 0.3007 0.2588 0.5884 0.079 Uiso 1 1 calc R . . C10 C -0.0269(3) 0.2772(5) 0.2278(4) 0.0628(14) Uani 0.50 1 d PD A -1 H10 H -0.0761 0.3019 0.1966 0.075 Uiso 0.50 1 calc PR A -1 C11 C 0.0534(5) 0.0900(8) 0.3075(7) 0.102(3) Uani 0.50 1 d PDU A -1 H11A H 0.0896 0.0657 0.2700 0.153 Uiso 0.50 1 calc PR A -1 H11B H 0.0414 0.0105 0.3406 0.153 Uiso 0.50 1 calc PR A -1 H11C H 0.0750 0.1594 0.3520 0.153 Uiso 0.50 1 calc PR A -1 C12 C -0.0781(5) 0.0430(8) 0.2219(8) 0.117(4) Uani 0.50 1 d PDU A -1 H12A H -0.1258 0.0906 0.2021 0.175 Uiso 0.50 1 calc PR A -1 H12B H -0.0802 -0.0126 0.2759 0.175 Uiso 0.50 1 calc PR A -1 H12C H -0.0691 -0.0142 0.1716 0.175 Uiso 0.50 1 calc PR A -1 N4 N -0.0162(3) 0.1419(4) 0.2466(10) 0.0591(18) Uani 0.50 1 d PD A -1 O4 O 0.0165(3) 0.3665(4) 0.2450(7) 0.0703(16) Uani 0.50 1 d PDU A -1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.04815(17) 0.03969(17) 0.0672(2) 0.000 0.00193(12) 0.000 O1 0.114(2) 0.0652(13) 0.0912(16) -0.0005(10) 0.0460(15) 0.0064(13) O2 0.0707(14) 0.0921(14) 0.0911(16) 0.0138(13) 0.0272(12) -0.0087(13) O3 0.118(2) 0.149(3) 0.0949(19) -0.0172(19) 0.0521(17) 0.006(2) N1 0.0477(12) 0.0493(13) 0.0643(14) 0.0008(10) 0.0041(10) -0.0015(9) N2 0.0498(12) 0.0570(13) 0.0610(13) 0.0015(10) 0.0034(10) 0.0036(10) N3 0.0548(14) 0.0929(14) 0.0714(16) 0.0078(15) 0.0231(12) 0.0108(13) C1 0.0482(14) 0.0463(13) 0.0593(15) -0.0098(11) 0.0118(11) -0.0004(11) C2 0.0484(14) 0.0582(16) 0.0605(15) -0.0096(12) 0.0093(12) 0.0011(12) C3 0.0493(16) 0.092(2) 0.079(2) -0.0099(18) 0.0082(15) -0.0050(16) C4 0.0585(19) 0.109(3) 0.094(2) -0.012(2) 0.0211(18) -0.0232(19) C5 0.080(2) 0.082(2) 0.084(2) -0.0046(18) 0.0327(18) -0.0197(18) C6 0.0676(18) 0.0605(16) 0.0625(16) -0.0047(13) 0.0174(14) -0.0049(14) C7 0.0475(14) 0.0539(15) 0.0700(17) 0.0036(13) 0.0069(12) -0.0020(12) C8 0.0637(18) 0.0678(18) 0.0590(16) 0.0012(14) 0.0018(13) 0.0085(15) C9 0.0580(16) 0.0694(19) 0.0636(16) 0.0052(14) -0.0031(13) 0.0108(14) C10 0.051(3) 0.053(4) 0.079(4) 0.003(3) 0.001(3) 0.003(3) C11 0.086(5) 0.096(5) 0.112(5) -0.021(4) -0.005(4) -0.006(4) C12 0.100(5) 0.106(5) 0.132(6) 0.018(4) -0.001(4) 0.011(4) N4 0.045(6) 0.0378(18) 0.086(3) 0.007(3) -0.005(6) 0.0031(18) O4 0.069(4) 0.0401(17) 0.104(3) 0.001(3) 0.023(3) 0.000(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 Cd1 N1 2.279(2) . ? Cd1 N1 2.279(2) 2 ? Cd1 O4 2.322(4) . ? Cd1 O4 2.322(4) 2 ? Cd1 O1 2.414(2) . ? Cd1 O1 2.414(2) 2 ? Cd1 O2 2.459(2) . ? Cd1 O2 2.459(2) 2 ? O1 N3 1.254(3) . ? O2 N3 1.253(4) . ? O3 N3 1.221(4) . ? N1 C7 1.315(4) . ? N1 C1 1.394(3) . ? N2 C7 1.343(3) . ? N2 C2 1.386(4) . ? N2 C8 1.472(4) . ? C1 C6 1.389(4) . ? C1 C2 1.401(4) . ? C2 C3 1.395(4) . ? C3 C4 1.363(5) . ? C3 H3A 0.9300 . ? C4 C5 1.399(5) . ? C4 H4 0.9300 . ? C5 C6 1.378(4) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.516(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C9 1.513(6) 7_556 ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 O4 1.159(6) . ? C10 N4 1.354(6) . ? C10 H10 0.9300 . ? C11 N4 1.455(8) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 N4 1.453(7) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 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 N1 Cd1 N1 174.57(11) . 2 ? N1 Cd1 O4 82.09(19) . . ? N1 Cd1 O4 92.51(19) 2 . ? N1 Cd1 O4 92.51(19) . 2 ? N1 Cd1 O4 82.09(19) 2 2 ? O4 Cd1 O4 15.8(2) . 2 ? N1 Cd1 O1 84.03(9) . . ? N1 Cd1 O1 100.02(9) 2 . ? O4 Cd1 O1 141.8(2) . . ? O4 Cd1 O1 132.5(2) 2 . ? N1 Cd1 O1 100.02(9) . 2 ? N1 Cd1 O1 84.03(9) 2 2 ? O4 Cd1 O1 132.5(2) . 2 ? O4 Cd1 O1 141.8(2) 2 2 ? O1 Cd1 O1 84.90(12) . 2 ? N1 Cd1 O2 86.64(9) . . ? N1 Cd1 O2 93.00(9) 2 . ? O4 Cd1 O2 91.8(2) . . ? O4 Cd1 O2 80.6(2) 2 . ? O1 Cd1 O2 51.92(8) . . ? O1 Cd1 O2 135.61(9) 2 . ? N1 Cd1 O2 93.00(9) . 2 ? N1 Cd1 O2 86.64(9) 2 2 ? O4 Cd1 O2 80.6(2) . 2 ? O4 Cd1 O2 91.8(2) 2 2 ? O1 Cd1 O2 135.61(9) . 2 ? O1 Cd1 O2 51.92(8) 2 2 ? O2 Cd1 O2 172.40(13) . 2 ? N3 O1 Cd1 96.37(19) . . ? N3 O2 Cd1 94.21(18) . . ? C7 N1 C1 105.5(2) . . ? C7 N1 Cd1 119.80(18) . . ? C1 N1 Cd1 134.66(18) . . ? C7 N2 C2 106.9(2) . . ? C7 N2 C8 125.7(3) . . ? C2 N2 C8 127.4(2) . . ? O3 N3 O2 121.4(3) . . ? O3 N3 O1 121.9(3) . . ? O2 N3 O1 116.7(3) . . ? C6 C1 N1 131.0(3) . . ? C6 C1 C2 120.4(3) . . ? N1 C1 C2 108.6(2) . . ? N2 C2 C3 132.2(3) . . ? N2 C2 C1 105.7(2) . . ? C3 C2 C1 122.0(3) . . ? C4 C3 C2 116.8(3) . . ? C4 C3 H3A 121.6 . . ? C2 C3 H3A 121.6 . . ? C3 C4 C5 121.8(3) . . ? C3 C4 H4 119.1 . . ? C5 C4 H4 119.1 . . ? C6 C5 C4 121.7(3) . . ? C6 C5 H5 119.1 . . ? C4 C5 H5 119.1 . . ? C5 C6 C1 117.3(3) . . ? C5 C6 H6 121.4 . . ? C1 C6 H6 121.4 . . ? N1 C7 N2 113.3(2) . . ? N1 C7 H7 123.4 . . ? N2 C7 H7 123.4 . . ? N2 C8 C9 112.6(2) . . ? N2 C8 H8A 109.1 . . ? C9 C8 H8A 109.1 . . ? N2 C8 H8B 109.1 . . ? C9 C8 H8B 109.1 . . ? H8A C8 H8B 107.8 . . ? C9 C9 C8 114.5(3) 7_556 . ? C9 C9 H9A 108.6 7_556 . ? C8 C9 H9A 108.6 . . ? C9 C9 H9B 108.6 7_556 . ? C8 C9 H9B 108.6 . . ? H9A C9 H9B 107.6 . . ? O4 C10 N4 129.1(5) . . ? O4 C10 H10 115.5 . . ? N4 C10 H10 115.5 . . ? C10 N4 C12 122.0(4) . . ? C10 N4 C11 121.9(5) . . ? C12 N4 C11 115.2(4) . . ? C10 O4 Cd1 131.9(4) . . ? 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 N1 Cd1 O1 N3 -85.10(19) . . . . ? N1 Cd1 O1 N3 91.24(19) 2 . . . ? O4 Cd1 O1 N3 -16.0(3) . . . . ? O4 Cd1 O1 N3 2.8(3) 2 . . . ? O1 Cd1 O1 N3 174.2(2) 2 . . . ? O2 Cd1 O1 N3 5.30(17) . . . . ? O2 Cd1 O1 N3 -173.29(16) 2 . . . ? N1 Cd1 O2 N3 79.76(18) . . . . ? N1 Cd1 O2 N3 -105.67(18) 2 . . . ? O4 Cd1 O2 N3 161.7(2) . . . . ? O4 Cd1 O2 N3 172.9(3) 2 . . . ? O1 Cd1 O2 N3 -5.29(17) . . . . ? O1 Cd1 O2 N3 -21.1(2) 2 . . . ? O2 Cd1 O2 N3 167.26(18) 2 . . . ? N1 Cd1 N1 C7 -48.8(2) 2 . . . ? O4 Cd1 N1 C7 -54.7(3) . . . . ? O4 Cd1 N1 C7 -42.8(3) 2 . . . ? O1 Cd1 N1 C7 89.6(2) . . . . ? O1 Cd1 N1 C7 173.4(2) 2 . . . ? O2 Cd1 N1 C7 37.6(2) . . . . ? O2 Cd1 N1 C7 -134.8(2) 2 . . . ? N1 Cd1 N1 C1 130.4(2) 2 . . . ? O4 Cd1 N1 C1 124.4(3) . . . . ? O4 Cd1 N1 C1 136.3(3) 2 . . . ? O1 Cd1 N1 C1 -91.2(2) . . . . ? O1 Cd1 N1 C1 -7.5(3) 2 . . . ? O2 Cd1 N1 C1 -143.3(2) . . . . ? O2 Cd1 N1 C1 44.3(2) 2 . . . ? Cd1 O2 N3 O3 -171.3(3) . . . . ? Cd1 O2 N3 O1 9.0(3) . . . . ? Cd1 O1 N3 O3 171.1(3) . . . . ? Cd1 O1 N3 O2 -9.2(3) . . . . ? C7 N1 C1 C6 -177.1(3) . . . . ? Cd1 N1 C1 C6 3.7(4) . . . . ? C7 N1 C1 C2 0.7(3) . . . . ? Cd1 N1 C1 C2 -178.55(18) . . . . ? C7 N2 C2 C3 177.1(3) . . . . ? C8 N2 C2 C3 -2.6(5) . . . . ? C7 N2 C2 C1 -0.4(3) . . . . ? C8 N2 C2 C1 179.9(3) . . . . ? C6 C1 C2 N2 177.9(2) . . . . ? N1 C1 C2 N2 -0.2(3) . . . . ? C6 C1 C2 C3 0.1(4) . . . . ? N1 C1 C2 C3 -178.0(3) . . . . ? N2 C2 C3 C4 -176.8(3) . . . . ? C1 C2 C3 C4 0.3(5) . . . . ? C2 C3 C4 C5 -0.4(6) . . . . ? C3 C4 C5 C6 0.0(6) . . . . ? C4 C5 C6 C1 0.4(5) . . . . ? N1 C1 C6 C5 177.1(3) . . . . ? C2 C1 C6 C5 -0.4(4) . . . . ? C1 N1 C7 N2 -0.9(3) . . . . ? Cd1 N1 C7 N2 178.41(18) . . . . ? C2 N2 C7 N1 0.8(3) . . . . ? C8 N2 C7 N1 -179.4(3) . . . . ? C7 N2 C8 C9 98.1(3) . . . . ? C2 N2 C8 C9 -82.3(4) . . . . ? N2 C8 C9 C9 -64.4(4) . . . 7_556 ? O4 C10 N4 C12 178.4(10) . . . . ? O4 C10 N4 C11 9.9(19) . . . . ? N4 C10 O4 Cd1 -162.9(9) . . . . ? N1 Cd1 O4 C10 158.4(9) . . . . ? N1 Cd1 O4 C10 -21.0(9) 2 . . . ? O4 Cd1 O4 C10 27.6(10) 2 . . . ? O1 Cd1 O4 C10 88.7(10) . . . . ? O1 Cd1 O4 C10 -105.2(8) 2 . . . ? O2 Cd1 O4 C10 72.1(9) . . . . ? O2 Cd1 O4 C10 -107.2(9) 2 . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.296 _refine_diff_density_min -0.335 _refine_diff_density_rms 0.057