# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_author_name 'Xian-He Bu' data_1 _database_code_depnum_ccdc_archive 'CCDC 849787' #TrackingRef '- Crystallographic data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H18 N4 O12 Zn' _chemical_formula_weight 631.80 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 p21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.100(2) _cell_length_b 22.427(5) _cell_length_c 11.398(2) _cell_angle_alpha 90.00 _cell_angle_beta 101.35(3) _cell_angle_gamma 90.00 _cell_volume 2531.3(9) _cell_formula_units_Z 4 _cell_measurement_reflns_used 17936 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.9 _cell_measurement_temperature 293.1 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.658 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_absorpt_coefficient_mu 1.047 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type SCX-MINI _diffrn_measurement_method multi-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21457 _diffrn_reflns_av_R_equivalents 0.0956 _diffrn_reflns_av_sigmaI/netI 0.0674 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 25.02 _reflns_number_total 4447 _reflns_number_gt 3084 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0546P)^2^+3.2771P] 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 4447 _refine_ls_number_parameters 383 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1131 _refine_ls_R_factor_gt 0.0707 _refine_ls_wR_factor_ref 0.1490 _refine_ls_wR_factor_gt 0.1341 _refine_ls_goodness_of_fit_ref 1.117 _refine_ls_restrained_S_all 1.117 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1518(5) 0.8514(2) 0.0240(4) 0.0229(12) Uani 1 1 d . . . C2 C 0.1420(5) 0.9122(2) -0.0326(4) 0.0235(12) Uani 1 1 d . . . C3 C 0.0993(5) 0.9198(2) -0.1538(4) 0.0258(12) Uani 1 1 d . . . H3A H 0.0742 0.8870 -0.2032 0.031 Uiso 1 1 calc R . . C4 C 0.0938(5) 0.9770(2) -0.2020(4) 0.0236(12) Uani 1 1 d . . . C5 C 0.1312(5) 1.0258(2) -0.1291(4) 0.0263(12) Uani 1 1 d . . . H5A H 0.1264 1.0638 -0.1620 0.032 Uiso 1 1 calc R . . C6 C 0.1755(5) 1.0183(2) -0.0080(5) 0.0243(12) Uani 1 1 d . . . C7 C 0.1798(5) 0.9613(2) 0.0393(5) 0.0253(12) Uani 1 1 d . . . H7A H 0.2088 0.9559 0.1212 0.030 Uiso 1 1 calc R . . C8 C 0.0501(5) 0.9875(2) -0.3318(5) 0.0295(13) Uani 1 1 d . . . C9 C 0.2171(5) 1.0708(2) 0.0704(5) 0.0279(13) Uani 1 1 d . . . C10 C 0.1509(5) 0.6246(2) 0.0341(5) 0.0276(12) Uani 1 1 d . . . C11 C 0.1434(5) 0.5643(2) -0.0234(4) 0.0206(11) Uani 1 1 d . . . C12 C 0.1803(5) 0.5134(2) 0.0433(4) 0.0243(12) Uani 1 1 d . . . H12A H 0.2091 0.5166 0.1257 0.029 Uiso 1 1 calc R . . C13 C 0.1756(5) 0.4582(2) -0.0091(4) 0.0219(12) Uani 1 1 d . . . C14 C 0.1322(5) 0.4528(2) -0.1325(4) 0.0252(12) Uani 1 1 d . . . H14A H 0.1279 0.4156 -0.1691 0.030 Uiso 1 1 calc R . . C15 C 0.0960(5) 0.5034(2) -0.1992(4) 0.0241(12) Uani 1 1 d . . . C16 C 0.0990(5) 0.5586(2) -0.1447(4) 0.0253(12) Uani 1 1 d . . . H16A H 0.0707 0.5922 -0.1906 0.030 Uiso 1 1 calc R . . C17 C 0.2134(6) 0.4037(2) 0.0656(5) 0.0302(13) Uani 1 1 d . . . C18 C 0.0514(5) 0.5007(2) -0.3316(5) 0.0256(12) Uani 1 1 d . . . C19 C -0.0900(5) 0.7755(2) 0.1446(5) 0.0302(13) Uani 1 1 d . . . H19A H -0.0979 0.8043 0.0848 0.036 Uiso 1 1 calc R . . C20 C -0.0148(6) 0.7044(2) 0.2632(5) 0.0340(14) Uani 1 1 d . . . H20A H 0.0408 0.6741 0.3009 0.041 Uiso 1 1 calc R . . C21 C -0.1334(6) 0.7206(2) 0.2896(5) 0.0381(15) Uani 1 1 d . . . H21A H -0.1747 0.7042 0.3482 0.046 Uiso 1 1 calc R . . C22 C -0.3044(5) 0.7998(2) 0.2061(5) 0.0371(14) Uani 1 1 d . . . H22A H -0.3030 0.8341 0.1545 0.044 Uiso 1 1 calc R . . H22B H -0.3102 0.8142 0.2852 0.044 Uiso 1 1 calc R . . C23 C -0.4296(6) 0.7168(3) 0.0839(6) 0.0505(17) Uani 1 1 d . . . H23A H -0.3592 0.6992 0.0549 0.061 Uiso 1 1 calc R . . C24 C -0.5600(6) 0.7012(3) 0.0593(6) 0.0488(17) Uani 1 1 d . . . H24A H -0.5951 0.6702 0.0083 0.059 Uiso 1 1 calc R . . C25 C -0.5470(6) 0.7737(3) 0.1774(5) 0.0422(15) Uani 1 1 d . . . H25A H -0.5691 0.8038 0.2263 0.051 Uiso 1 1 calc R . . N1 N 0.0111(4) 0.73927(18) 0.1722(4) 0.0264(10) Uani 1 1 d . . . N2 N -0.1817(4) 0.7664(2) 0.2130(4) 0.0334(11) Uani 1 1 d . . . N3 N -0.4216(4) 0.7637(2) 0.1598(4) 0.0332(11) Uani 1 1 d . . . N4 N -0.6344(4) 0.73642(19) 0.1183(4) 0.0339(11) Uani 1 1 d . . . O1 O 0.1244(4) 0.80632(15) -0.0414(3) 0.0307(9) Uani 1 1 d . . . O2 O 0.1860(4) 0.84632(15) 0.1358(3) 0.0326(9) Uani 1 1 d . . . O3 O 0.0125(4) 0.94199(17) -0.3964(3) 0.0423(11) Uani 1 1 d . . . H3 H -0.0137 0.9525 -0.4661 0.063 Uiso 1 1 calc R . . O4 O 0.0528(4) 1.03873(16) -0.3730(3) 0.0408(10) Uani 1 1 d . . . O5 O 0.2450(5) 1.05623(16) 0.1828(3) 0.0462(11) Uani 1 1 d . . . H5 H 0.2642 1.0863 0.2236 0.069 Uiso 1 1 calc R . . O6 O 0.2237(4) 1.12053(16) 0.0332(3) 0.0472(11) Uani 1 1 d . . . O7 O 0.1287(4) 0.66911(14) -0.0333(3) 0.0301(9) Uani 1 1 d . . . O8 O 0.1780(4) 0.62943(15) 0.1447(3) 0.0327(9) Uani 1 1 d . . . O9 O 0.2483(5) 0.41700(16) 0.1785(3) 0.0572(13) Uani 1 1 d . . . H9 H 0.2652 0.3863 0.2177 0.086 Uiso 1 1 calc R . . O10 O 0.2093(5) 0.35442(17) 0.0266(3) 0.0498(12) Uani 1 1 d . . . O11 O 0.0481(4) 0.44909(16) -0.3791(3) 0.0396(10) Uani 1 1 d . . . H11 H 0.0336 0.4524 -0.4521 0.059 Uiso 1 1 calc R . . O12 O 0.0220(4) 0.54760(17) -0.3882(3) 0.0406(10) Uani 1 1 d . . . Zn1 Zn 0.16344(6) 0.73885(3) 0.08370(6) 0.0284(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.028(3) 0.023(3) 0.019(3) 0.001(2) 0.007(2) 0.000(2) C2 0.025(3) 0.029(3) 0.018(3) 0.000(2) 0.008(2) 0.002(2) C3 0.028(3) 0.026(3) 0.022(3) -0.004(2) 0.002(2) -0.006(2) C4 0.026(3) 0.029(3) 0.014(3) -0.001(2) 0.001(2) -0.002(2) C5 0.033(3) 0.021(3) 0.024(3) 0.000(2) 0.004(2) -0.002(2) C6 0.028(3) 0.025(3) 0.020(3) 0.003(2) 0.005(2) -0.002(2) C7 0.036(3) 0.020(3) 0.019(3) 0.001(2) 0.002(2) -0.001(2) C8 0.036(3) 0.029(3) 0.022(3) -0.007(2) 0.003(2) -0.003(3) C9 0.039(3) 0.022(3) 0.021(3) 0.002(2) 0.002(2) 0.000(2) C10 0.029(3) 0.024(3) 0.031(4) 0.000(2) 0.008(3) 0.003(2) C11 0.025(3) 0.020(3) 0.016(3) 0.001(2) 0.003(2) 0.002(2) C12 0.029(3) 0.030(3) 0.015(3) -0.005(2) 0.005(2) 0.000(2) C13 0.029(3) 0.021(3) 0.015(3) -0.005(2) 0.003(2) 0.002(2) C14 0.030(3) 0.022(3) 0.023(3) -0.010(2) 0.006(2) -0.006(2) C15 0.023(3) 0.026(3) 0.023(3) 0.003(2) 0.004(2) -0.003(2) C16 0.025(3) 0.029(3) 0.021(3) 0.004(2) 0.001(2) 0.000(2) C17 0.035(3) 0.030(3) 0.026(3) -0.003(2) 0.009(2) 0.005(3) C18 0.028(3) 0.029(3) 0.019(3) -0.007(2) 0.002(2) -0.004(2) C19 0.034(3) 0.020(3) 0.040(3) 0.006(2) 0.015(3) 0.000(2) C20 0.041(4) 0.035(3) 0.030(3) 0.007(3) 0.015(3) 0.004(3) C21 0.048(4) 0.040(4) 0.032(3) 0.003(3) 0.023(3) -0.004(3) C22 0.028(3) 0.037(3) 0.049(4) -0.011(3) 0.013(3) 0.002(3) C23 0.033(4) 0.056(4) 0.062(5) -0.023(4) 0.009(3) 0.009(3) C24 0.034(4) 0.046(4) 0.061(4) -0.026(3) -0.001(3) 0.003(3) C25 0.032(3) 0.043(4) 0.055(4) -0.017(3) 0.017(3) 0.001(3) N1 0.031(2) 0.020(2) 0.029(2) 0.0012(19) 0.0067(19) 0.003(2) N2 0.030(3) 0.035(3) 0.037(3) 0.002(2) 0.011(2) 0.007(2) N3 0.028(2) 0.035(3) 0.038(3) -0.007(2) 0.010(2) 0.001(2) N4 0.031(3) 0.025(2) 0.046(3) -0.007(2) 0.008(2) 0.004(2) O1 0.044(2) 0.021(2) 0.026(2) -0.0036(16) 0.0070(17) -0.0029(17) O2 0.051(3) 0.026(2) 0.018(2) 0.0017(15) 0.0005(17) -0.0019(17) O3 0.064(3) 0.040(2) 0.018(2) 0.0007(18) -0.003(2) -0.005(2) O4 0.065(3) 0.027(2) 0.025(2) 0.0038(17) -0.003(2) -0.005(2) O5 0.088(3) 0.023(2) 0.021(2) -0.0026(16) -0.003(2) -0.014(2) O6 0.086(3) 0.024(2) 0.026(2) 0.0020(17) -0.003(2) -0.007(2) O7 0.046(2) 0.020(2) 0.022(2) 0.0052(16) 0.0031(17) 0.0025(17) O8 0.053(3) 0.024(2) 0.021(2) 0.0025(15) 0.0049(18) 0.0055(17) O9 0.119(4) 0.027(2) 0.018(2) 0.0016(17) -0.005(2) 0.007(3) O10 0.089(3) 0.023(2) 0.036(3) -0.0023(19) 0.009(2) 0.008(2) O11 0.062(3) 0.036(2) 0.018(2) -0.0049(17) 0.002(2) -0.005(2) O12 0.061(3) 0.035(2) 0.022(2) 0.0033(17) -0.002(2) 0.005(2) Zn1 0.0308(4) 0.0204(3) 0.0364(4) 0.0000(3) 0.0124(3) 0.0010(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 C1 O1 1.255(6) . ? C1 O2 1.258(6) . ? C1 C2 1.503(7) . ? C2 C7 1.380(7) . ? C2 C3 1.374(7) . ? C3 C4 1.393(7) . ? C4 C5 1.379(7) . ? C4 C8 1.477(7) . ? C5 C6 1.375(7) . ? C6 C7 1.385(7) . ? C6 C9 1.489(7) . ? C8 O4 1.245(6) . ? C8 O3 1.272(6) . ? C9 O6 1.199(6) . ? C9 O5 1.299(6) . ? C10 O8 1.241(6) . ? C10 O7 1.253(6) . ? C10 C11 1.499(7) . ? C11 C12 1.381(7) . ? C11 C16 1.372(7) . ? C12 C13 1.371(7) . ? C13 C14 1.393(7) . ? C13 C17 1.496(7) . ? C14 C15 1.374(7) . ? C15 C16 1.383(7) . ? C15 C18 1.490(7) . ? C17 O10 1.189(6) . ? C17 O9 1.301(6) . ? C18 O12 1.239(6) . ? C18 O11 1.274(6) . ? C19 N1 1.295(6) . ? C19 N2 1.340(6) . ? C20 C21 1.341(7) . ? C20 N1 1.366(6) . ? C21 N2 1.373(7) . ? C22 N2 1.437(6) . ? C22 N3 1.445(7) . ? C23 C24 1.338(8) . ? C23 N3 1.353(7) . ? C24 N4 1.356(7) . ? C25 N4 1.303(7) . ? C25 N3 1.339(6) . ? N1 Zn1 1.999(4) . ? N4 Zn1 2.003(4) 1_455 ? O1 Zn1 2.063(3) . ? O2 Zn1 2.482(3) . ? O7 Zn1 2.041(3) . ? Zn1 N4 2.003(4) 1_655 ? 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 C1 O2 120.9(5) . . ? O1 C1 C2 119.2(4) . . ? O2 C1 C2 119.9(4) . . ? C7 C2 C3 119.5(5) . . ? C7 C2 C1 118.8(5) . . ? C3 C2 C1 121.7(4) . . ? C2 C3 C4 119.4(5) . . ? C5 C4 C3 120.5(5) . . ? C5 C4 C8 118.1(5) . . ? C3 C4 C8 121.4(5) . . ? C6 C5 C4 120.3(5) . . ? C5 C6 C7 118.8(5) . . ? C5 C6 C9 120.2(4) . . ? C7 C6 C9 121.0(5) . . ? C2 C7 C6 121.4(5) . . ? O4 C8 O3 123.3(5) . . ? O4 C8 C4 120.0(5) . . ? O3 C8 C4 116.7(5) . . ? O6 C9 O5 124.5(5) . . ? O6 C9 C6 123.6(5) . . ? O5 C9 C6 111.9(4) . . ? O8 C10 O7 122.0(5) . . ? O8 C10 C11 120.4(5) . . ? O7 C10 C11 117.6(5) . . ? C12 C11 C16 118.5(5) . . ? C12 C11 C10 121.3(5) . . ? C16 C11 C10 120.2(4) . . ? C11 C12 C13 121.6(5) . . ? C12 C13 C14 119.7(5) . . ? C12 C13 C17 120.4(5) . . ? C14 C13 C17 119.9(4) . . ? C15 C14 C13 118.9(5) . . ? C16 C15 C14 120.7(5) . . ? C16 C15 C18 117.8(5) . . ? C14 C15 C18 121.5(5) . . ? C15 C16 C11 120.6(5) . . ? O10 C17 O9 124.4(5) . . ? O10 C17 C13 124.1(5) . . ? O9 C17 C13 111.4(5) . . ? O12 C18 O11 124.5(5) . . ? O12 C18 C15 119.1(5) . . ? O11 C18 C15 116.4(5) . . ? N1 C19 N2 111.4(5) . . ? C21 C20 N1 109.1(5) . . ? C20 C21 N2 106.4(5) . . ? N2 C22 N3 111.3(4) . . ? C24 C23 N3 105.7(5) . . ? C23 C24 N4 111.2(5) . . ? N4 C25 N3 112.2(5) . . ? C19 N1 C20 106.5(4) . . ? C19 N1 Zn1 121.9(3) . . ? C20 N1 Zn1 131.5(4) . . ? C19 N2 C21 106.5(4) . . ? C19 N2 C22 125.2(5) . . ? C21 N2 C22 128.3(5) . . ? C25 N3 C23 106.7(5) . . ? C25 N3 C22 125.6(5) . . ? C23 N3 C22 127.6(5) . . ? C25 N4 C24 104.2(5) . . ? C25 N4 Zn1 130.1(4) . 1_455 ? C24 N4 Zn1 124.1(4) . 1_455 ? C1 O1 Zn1 101.0(3) . . ? C1 O2 Zn1 81.5(3) . . ? C10 O7 Zn1 102.9(3) . . ? N1 Zn1 N4 139.21(18) . 1_655 ? N1 Zn1 O7 106.44(16) . . ? N4 Zn1 O7 98.35(16) 1_655 . ? N1 Zn1 O1 106.51(15) . . ? N4 Zn1 O1 101.81(16) 1_655 . ? O7 Zn1 O1 97.20(13) . . ? N1 Zn1 O2 85.32(14) . . ? N4 Zn1 O2 86.41(15) 1_655 . ? O7 Zn1 O2 153.69(12) . . ? O1 Zn1 O2 56.58(12) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.150 _refine_diff_density_min -0.559 _refine_diff_density_rms 0.088 #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 849788' #TrackingRef '- Crystallographic data-DT-ART-10-2011-011990.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H18 N4 O6 Zn' _chemical_formula_weight 487.76 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 P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.8150(18) _cell_length_b 14.859(3) _cell_length_c 15.580(3) _cell_angle_alpha 90.00 _cell_angle_beta 92.25(3) _cell_angle_gamma 90.00 _cell_volume 2039.0(7) _cell_formula_units_Z 4 _cell_measurement_reflns_used 15618 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.6 _cell_measurement_temperature 293.1 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.589 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1000 _exptl_absorpt_coefficient_mu 1.253 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type SCX-MINI _diffrn_measurement_method multi-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17326 _diffrn_reflns_av_R_equivalents 0.1205 _diffrn_reflns_av_sigmaI/netI 0.0903 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 25.02 _reflns_number_total 3597 _reflns_number_gt 2439 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0124P)^2^+15.4749P] 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 3597 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1426 _refine_ls_R_factor_gt 0.0940 _refine_ls_wR_factor_ref 0.1786 _refine_ls_wR_factor_gt 0.1622 _refine_ls_goodness_of_fit_ref 1.178 _refine_ls_restrained_S_all 1.178 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.0200(10) 1.0881(7) 0.6795(7) 0.047(3) Uani 1 1 d . . . C2 C -0.0510(10) 0.9992(6) 0.6549(6) 0.040(2) Uani 1 1 d . . . C3 C -0.0326(12) 0.9265(6) 0.7104(6) 0.056(3) Uani 1 1 d . . . H3A H 0.0264 0.9326 0.7609 0.067 Uiso 1 1 calc R . . C4 C -0.1009(13) 0.8460(6) 0.6911(7) 0.063(3) Uani 1 1 d . . . H4A H -0.0884 0.7976 0.7287 0.075 Uiso 1 1 calc R . . C5 C -0.1872(10) 0.8362(6) 0.6172(6) 0.041(2) Uani 1 1 d . . . C6 C -0.2009(12) 0.9067(6) 0.5597(7) 0.055(3) Uani 1 1 d . . . H6A H -0.2542 0.8991 0.5075 0.066 Uiso 1 1 calc R . . C7 C -0.1352(12) 0.9881(6) 0.5803(7) 0.057(3) Uani 1 1 d . . . H7A H -0.1484 1.0365 0.5428 0.068 Uiso 1 1 calc R . . C8 C 0.0409(15) 0.4215(7) 0.6258(6) 0.056(3) Uani 1 1 d . . . C9 C -0.0414(11) 0.5117(5) 0.6182(5) 0.038(2) Uani 1 1 d . . . C10 C -0.1859(12) 0.5217(6) 0.6437(7) 0.054(3) Uani 1 1 d . . . H10A H -0.2368 0.4719 0.6643 0.065 Uiso 1 1 calc R . . C11 C -0.2597(11) 0.6037(7) 0.6401(7) 0.058(3) Uani 1 1 d . . . H11A H -0.3579 0.6095 0.6591 0.069 Uiso 1 1 calc R . . C12 C -0.1846(10) 0.6765(6) 0.6076(6) 0.040(2) Uani 1 1 d . . . C13 C -0.0397(10) 0.6690(6) 0.5798(6) 0.042(2) Uani 1 1 d . . . H13A H 0.0095 0.7187 0.5576 0.050 Uiso 1 1 calc R . . C14 C 0.0332(10) 0.5858(6) 0.5852(6) 0.047(2) Uani 1 1 d . . . H14A H 0.1317 0.5799 0.5666 0.057 Uiso 1 1 calc R . . C15 C 0.4120(10) 1.1551(6) 0.6764(6) 0.045(2) Uani 1 1 d . . . H15A H 0.3781 1.1126 0.7150 0.054 Uiso 1 1 calc R . . C16 C 0.5469(11) 1.1550(6) 0.6422(6) 0.048(2) Uani 1 1 d . . . H16A H 0.6247 1.1137 0.6529 0.058 Uiso 1 1 calc R . . C17 C 0.4160(10) 1.2692(6) 0.5938(5) 0.037(2) Uani 1 1 d . . . H17A H 0.3887 1.3214 0.5640 0.044 Uiso 1 1 calc R . . C18 C 0.6721(8) 1.2517(7) 0.5314(5) 0.041(2) Uani 1 1 d . . . H18A H 0.6780 1.3167 0.5267 0.049 Uiso 1 1 calc R . . H18B H 0.7677 1.2305 0.5569 0.049 Uiso 1 1 calc R . . C19 C 0.6414(9) 1.2589(6) 0.3736(5) 0.040(2) Uani 1 1 d . . . H19A H 0.6427 1.3214 0.3701 0.048 Uiso 1 1 calc R . . C20 C 0.6198(13) 1.1197(7) 0.3390(6) 0.063(3) Uani 1 1 d . . . H20A H 0.6043 1.0672 0.3074 0.076 Uiso 1 1 calc R . . C21 C 0.6372(13) 1.1256(7) 0.4258(7) 0.065(3) Uani 1 1 d . . . H21A H 0.6390 1.0775 0.4640 0.078 Uiso 1 1 calc R . . N1 N 0.3290(8) 1.2282(4) 0.6457(4) 0.0372(17) Uani 1 1 d . . . N2 N 0.5500(7) 1.2281(5) 0.5877(4) 0.0376(17) Uani 1 1 d . . . N3 N 0.6514(8) 1.2140(5) 0.4472(4) 0.0399(18) Uani 1 1 d . . . N4 N 0.6293(8) 1.2062(5) 0.3059(4) 0.0390(18) Uani 1 1 d . . . O1 O -0.0120(8) 1.1555(4) 0.6308(5) 0.059(2) Uani 1 1 d . . . O2 O 0.1061(9) 1.0939(5) 0.7437(5) 0.068(2) Uani 1 1 d . . . O3 O 0.1830(9) 0.4185(5) 0.6177(5) 0.076(2) Uani 1 1 d . . . O4 O -0.0387(9) 0.3542(5) 0.6430(4) 0.067(2) Uani 1 1 d . . . O5 O -0.2638(6) 0.7569(4) 0.5988(4) 0.0450(15) Uani 1 1 d . . . O1W O 0.4009(9) 0.5309(6) 0.5607(7) 0.131(4) Uani 1 1 d . . . H1WA H 0.3541 0.4838 0.5843 0.196 Uiso 1 1 d R . . H1WB H 0.4892 0.5298 0.5849 0.196 Uiso 1 1 d R . . Zn1 Zn 0.11209(11) 1.25868(6) 0.67977(6) 0.0323(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.029(5) 0.050(6) 0.063(7) -0.017(6) 0.017(5) -0.002(5) C2 0.041(6) 0.030(5) 0.048(6) -0.014(4) 0.006(5) 0.009(4) C3 0.071(8) 0.047(6) 0.048(6) -0.009(5) -0.018(5) 0.007(5) C4 0.085(9) 0.029(5) 0.072(8) -0.001(5) -0.007(7) -0.003(5) C5 0.036(6) 0.027(5) 0.059(7) -0.011(5) -0.004(5) 0.008(4) C6 0.066(7) 0.037(6) 0.060(7) -0.006(5) -0.025(6) 0.003(5) C7 0.067(7) 0.037(6) 0.064(7) 0.000(5) -0.016(6) 0.009(5) C8 0.083(9) 0.045(6) 0.040(6) -0.012(5) -0.014(6) 0.011(6) C9 0.055(6) 0.026(5) 0.032(5) 0.003(4) -0.009(5) 0.002(4) C10 0.059(7) 0.035(6) 0.067(7) 0.010(5) 0.000(6) -0.008(5) C11 0.038(6) 0.053(6) 0.084(8) 0.001(6) 0.014(6) 0.003(5) C12 0.032(6) 0.035(5) 0.052(6) -0.006(4) -0.007(5) -0.006(4) C13 0.039(6) 0.030(5) 0.058(6) 0.003(4) 0.004(5) -0.006(4) C14 0.033(5) 0.046(6) 0.063(7) -0.007(5) 0.004(5) 0.007(5) C15 0.041(6) 0.042(5) 0.051(6) 0.014(5) 0.005(5) 0.007(5) C16 0.044(6) 0.054(6) 0.047(6) 0.010(5) -0.003(5) 0.009(5) C17 0.044(5) 0.034(5) 0.033(5) 0.002(4) -0.001(4) 0.000(4) C18 0.024(4) 0.067(6) 0.032(4) -0.002(5) 0.001(3) -0.002(5) C19 0.039(5) 0.039(5) 0.041(5) 0.001(5) -0.003(4) 0.001(4) C20 0.111(10) 0.040(6) 0.039(6) 0.004(5) -0.007(6) 0.008(6) C21 0.108(10) 0.041(6) 0.043(7) 0.006(5) -0.011(6) 0.006(6) N1 0.039(4) 0.037(4) 0.035(4) 0.001(3) 0.002(3) 0.005(3) N2 0.030(4) 0.053(5) 0.030(4) 0.001(4) 0.001(3) 0.003(4) N3 0.043(5) 0.046(5) 0.031(4) 0.001(3) 0.006(3) 0.004(4) N4 0.048(5) 0.040(4) 0.029(4) -0.004(3) 0.003(3) -0.003(4) O1 0.056(5) 0.031(4) 0.089(6) -0.002(4) -0.008(4) -0.003(3) O2 0.083(6) 0.059(5) 0.062(5) -0.014(4) -0.001(4) -0.021(4) O3 0.072(6) 0.062(5) 0.093(6) -0.012(4) -0.016(5) 0.034(4) O4 0.104(6) 0.036(4) 0.058(5) 0.002(3) -0.026(4) -0.003(4) O5 0.029(3) 0.023(3) 0.082(5) -0.013(3) -0.007(3) 0.006(3) O1W 0.064(6) 0.106(7) 0.220(12) -0.084(8) -0.022(7) 0.008(5) Zn1 0.0356(5) 0.0303(5) 0.0311(5) -0.0013(5) 0.0010(4) 0.0023(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.234(11) . ? C1 O1 1.282(12) . ? C1 C2 1.506(12) . ? C2 C7 1.365(13) . ? C2 C3 1.390(13) . ? C3 C4 1.368(13) . ? C4 C5 1.363(13) . ? C5 C6 1.381(12) . ? C5 O5 1.383(10) . ? C6 C7 1.374(13) . ? C8 O4 1.256(12) . ? C8 O3 1.265(13) . ? C8 C9 1.527(13) . ? C9 C10 1.358(13) . ? C9 C14 1.392(12) . ? C10 C11 1.380(13) . ? C11 C12 1.376(12) . ? C12 C13 1.370(12) . ? C12 O5 1.387(10) . ? C13 C14 1.393(12) . ? C15 C16 1.322(12) . ? C15 N1 1.384(10) . ? C16 N2 1.381(11) . ? C17 N1 1.290(10) . ? C17 N2 1.336(10) . ? C18 N3 1.431(10) . ? C18 N2 1.458(10) . ? C19 N4 1.314(10) . ? C19 N3 1.328(10) . ? C20 C21 1.358(13) . ? C20 N4 1.388(11) . ? C21 N3 1.360(11) . ? N1 Zn1 2.055(7) . ? N4 Zn1 2.034(7) 4_685 ? O1 Zn1 2.015(6) . ? O4 Zn1 2.012(7) 1_545 ? Zn1 O4 2.012(7) 1_565 ? Zn1 N4 2.034(7) 4_586 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 C1 O1 122.7(9) . . ? O2 C1 C2 120.2(10) . . ? O1 C1 C2 117.1(9) . . ? C7 C2 C3 118.9(9) . . ? C7 C2 C1 122.0(9) . . ? C3 C2 C1 119.1(9) . . ? C4 C3 C2 120.2(9) . . ? C5 C4 C3 120.4(10) . . ? C4 C5 C6 120.0(9) . . ? C4 C5 O5 121.2(9) . . ? C6 C5 O5 118.8(8) . . ? C7 C6 C5 119.4(9) . . ? C2 C7 C6 121.0(9) . . ? O4 C8 O3 123.9(10) . . ? O4 C8 C9 116.6(11) . . ? O3 C8 C9 119.5(10) . . ? C10 C9 C14 118.9(8) . . ? C10 C9 C8 121.5(9) . . ? C14 C9 C8 119.6(9) . . ? C9 C10 C11 122.1(9) . . ? C12 C11 C10 118.4(9) . . ? C13 C12 C11 121.3(8) . . ? C13 C12 O5 120.8(8) . . ? C11 C12 O5 117.8(8) . . ? C12 C13 C14 119.2(8) . . ? C9 C14 C13 120.0(8) . . ? C16 C15 N1 109.5(8) . . ? C15 C16 N2 106.6(8) . . ? N1 C17 N2 112.2(7) . . ? N3 C18 N2 112.7(7) . . ? N4 C19 N3 113.2(8) . . ? C21 C20 N4 107.7(9) . . ? C20 C21 N3 108.2(9) . . ? C17 N1 C15 105.5(7) . . ? C17 N1 Zn1 129.8(6) . . ? C15 N1 Zn1 124.6(6) . . ? C17 N2 C16 106.1(7) . . ? C17 N2 C18 127.5(7) . . ? C16 N2 C18 126.3(8) . . ? C19 N3 C21 105.7(8) . . ? C19 N3 C18 126.7(8) . . ? C21 N3 C18 127.6(8) . . ? C19 N4 C20 105.0(7) . . ? C19 N4 Zn1 128.5(6) . 4_685 ? C20 N4 Zn1 126.4(6) . 4_685 ? C1 O1 Zn1 105.4(6) . . ? C8 O4 Zn1 104.7(7) . 1_545 ? C5 O5 C12 118.3(6) . . ? O4 Zn1 O1 94.9(3) 1_565 . ? O4 Zn1 N4 96.7(3) 1_565 4_586 ? O1 Zn1 N4 125.4(3) . 4_586 ? O4 Zn1 N1 133.9(3) 1_565 . ? O1 Zn1 N1 103.4(3) . . ? N4 Zn1 N1 105.8(3) 4_586 . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.747 _refine_diff_density_min -1.086 _refine_diff_density_rms 0.102 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 849789' #TrackingRef '- Crystallographic data-DT-ART-10-2011-011990.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H34 Cd2 N8 O12' _chemical_formula_weight 1067.57 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M C2221 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x, y, -z+1/2' 'x, -y, -z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 18.061(4) _cell_length_b 31.309(6) _cell_length_c 15.114(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8547(3) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 39567 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.4 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.659 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4272 _exptl_absorpt_coefficient_mu 1.068 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type SCX-MINI _diffrn_measurement_method multi-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 45281 _diffrn_reflns_av_R_equivalents 0.0712 _diffrn_reflns_av_sigmaI/netI 0.0593 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -40 _diffrn_reflns_limit_k_max 40 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 27.48 _reflns_number_total 9812 _reflns_number_gt 7747 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0284P)^2^+8.9984P] 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 0.21(3) _refine_ls_number_reflns 9812 _refine_ls_number_parameters 582 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0787 _refine_ls_R_factor_gt 0.0555 _refine_ls_wR_factor_ref 0.0914 _refine_ls_wR_factor_gt 0.0859 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.002 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.8812(3) 0.75882(16) 0.2635(4) 0.0456(14) Uani 1 1 d . . . H1A H 0.8715 0.7667 0.3217 0.055 Uiso 1 1 calc R . . C2 C 0.8744(3) 0.72926(19) 0.1358(4) 0.0538(16) Uani 1 1 d . . . H2A H 0.8577 0.7129 0.0884 0.065 Uiso 1 1 calc R . . C3 C 0.9356(3) 0.75273(19) 0.1362(4) 0.0522(15) Uani 1 1 d . . . H3A H 0.9694 0.7553 0.0901 0.063 Uiso 1 1 calc R . . C4 C 1.0000 0.7993(2) 0.2500 0.059(2) Uani 1 2 d S . . C5 C 0.6000(3) 0.76459(15) 0.2414(4) 0.0428(13) Uani 1 1 d . . . H5A H 0.5905 0.7555 0.1840 0.051 Uiso 1 1 calc R . . C6 C 0.6485(3) 0.77241(18) 0.3694(4) 0.0521(15) Uani 1 1 d . . . H6A H 0.6801 0.7692 0.4175 0.062 Uiso 1 1 calc R . . C7 C 0.5912(3) 0.7990(2) 0.3665(4) 0.0578(16) Uani 1 1 d . . . H7A H 0.5754 0.8173 0.4112 0.069 Uiso 1 1 calc R . . C8 C 0.5000 0.8211(2) 0.2500 0.059(2) Uani 1 2 d S . . C9 C 0.7148(3) 0.66618(17) 0.0946(3) 0.0373(14) Uani 1 1 d . . . C10 C 0.7237(3) 0.64610(16) 0.0048(3) 0.0334(12) Uani 1 1 d . . . C11 C 0.7827(3) 0.61905(19) -0.0103(3) 0.0486(15) Uani 1 1 d . . . H11A H 0.8156 0.6133 0.0356 0.058 Uiso 1 1 calc R . . C12 C 0.7941(3) 0.60040(18) -0.0919(4) 0.0507(15) Uani 1 1 d . . . H12A H 0.8348 0.5829 -0.1019 0.061 Uiso 1 1 calc R . . C13 C 0.7440(4) 0.60830(17) -0.1578(3) 0.0419(15) Uani 1 1 d . . . C14 C 0.6841(3) 0.63394(18) -0.1454(3) 0.0471(15) Uani 1 1 d . . . H14A H 0.6504 0.6385 -0.1910 0.056 Uiso 1 1 calc R . . C15 C 0.6741(3) 0.65320(17) -0.0636(3) 0.0418(13) Uani 1 1 d . . . H15A H 0.6337 0.6711 -0.0546 0.050 Uiso 1 1 calc R . . C16 C 0.7509(3) 0.60793(18) -0.3166(3) 0.0425(15) Uani 1 1 d . . . C17 C 0.7687(3) 0.65040(18) -0.3250(3) 0.0518(15) Uani 1 1 d . . . H17A H 0.7812 0.6664 -0.2754 0.062 Uiso 1 1 calc R . . C18 C 0.7679(3) 0.66902(17) -0.4075(3) 0.0492(14) Uani 1 1 d . . . H18A H 0.7803 0.6977 -0.4131 0.059 Uiso 1 1 calc R . . C19 C 0.7489(3) 0.64590(18) -0.4820(3) 0.0392(14) Uani 1 1 d . . . C20 C 0.7305(4) 0.60329(19) -0.4707(3) 0.0581(17) Uani 1 1 d . . . H20A H 0.7169 0.5872 -0.5198 0.070 Uiso 1 1 calc R . . C21 C 0.7318(4) 0.58434(18) -0.3893(3) 0.0571(17) Uani 1 1 d . . . H21A H 0.7197 0.5556 -0.3833 0.069 Uiso 1 1 calc R . . C22 C 0.7487(3) 0.6657(2) -0.5721(3) 0.0421(14) Uani 1 1 d . . . C23 C 0.5031(4) 0.92100(17) 0.4166(4) 0.0465(13) Uani 1 1 d . . . C24 C 0.4999(4) 0.90108(14) 0.5063(3) 0.0408(12) Uani 1 1 d . . . C25 C 0.5421(3) 0.91708(18) 0.5752(3) 0.0456(14) Uani 1 1 d . . . H25A H 0.5706 0.9414 0.5658 0.055 Uiso 1 1 calc R . . C26 C 0.5433(3) 0.89807(18) 0.6571(4) 0.0499(15) Uani 1 1 d . . . H26A H 0.5732 0.9088 0.7019 0.060 Uiso 1 1 calc R . . C27 C 0.4994(4) 0.86286(15) 0.6716(3) 0.0453(13) Uani 1 1 d . . . C28 C 0.4561(3) 0.84649(18) 0.6049(4) 0.0521(15) Uani 1 1 d . . . H28A H 0.4263 0.8228 0.6156 0.062 Uiso 1 1 calc R . . C29 C 0.4569(3) 0.86496(17) 0.5227(3) 0.0486(15) Uani 1 1 d . . . H29A H 0.4284 0.8533 0.4775 0.058 Uiso 1 1 calc R . . C30 C 1.0087(4) 0.90615(17) 0.0811(3) 0.0472(14) Uani 1 1 d . . . C31 C 1.0049(4) 0.88530(15) -0.0074(3) 0.0437(13) Uani 1 1 d . . . C32 C 0.9638(3) 0.84845(19) -0.0202(4) 0.0540(16) Uani 1 1 d . . . H32A H 0.9379 0.8367 0.0270 0.065 Uiso 1 1 calc R . . C33 C 0.9608(3) 0.82911(18) -0.1009(4) 0.0500(15) Uani 1 1 d . . . H33A H 0.9314 0.8050 -0.1089 0.060 Uiso 1 1 calc R . . C34 C 1.0010(4) 0.84507(14) -0.1703(3) 0.0455(13) Uani 1 1 d . . . C35 C 1.0433(3) 0.88107(18) -0.1589(4) 0.0511(15) Uani 1 1 d . . . H35A H 1.0704 0.8919 -0.2062 0.061 Uiso 1 1 calc R . . C36 C 1.0459(3) 0.90112(17) -0.0790(3) 0.0453(14) Uani 1 1 d . . . H36A H 1.0749 0.9254 -0.0719 0.054 Uiso 1 1 calc R . . C37 C 0.8562(3) 0.99799(17) 0.2739(4) 0.0456(14) Uani 1 1 d . . . H37A H 0.8399 0.9824 0.3226 0.055 Uiso 1 1 calc R . . C38 C 0.9157(3) 1.01813(19) 0.1611(4) 0.0559(16) Uani 1 1 d . . . H38A H 0.9500 1.0189 0.1151 0.067 Uiso 1 1 calc R . . C39 C 0.8638(3) 1.04764(19) 0.1750(4) 0.0553(16) Uani 1 1 d . . . H39A H 0.8552 1.0722 0.1419 0.066 Uiso 1 1 calc R . . C40 C 0.7605(3) 1.05430(18) 0.2844(5) 0.069(2) Uani 1 1 d . . . H40A H 0.7592 1.0490 0.3476 0.083 Uiso 1 1 calc R . . H40B H 0.7629 1.0850 0.2754 0.083 Uiso 1 1 calc R . . C41 C 0.6490(3) 1.00783(16) 0.2771(4) 0.0473(14) Uani 1 1 d . . . H41A H 0.6553 0.9955 0.3325 0.057 Uiso 1 1 calc R . . C42 C 0.6661(4) 1.0466(2) 0.1615(5) 0.068(2) Uani 1 1 d . . . H42A H 0.6852 1.0661 0.1213 0.082 Uiso 1 1 calc R . . C43 C 0.6073(3) 1.0218(2) 0.1497(4) 0.0584(17) Uani 1 1 d . . . H43A H 0.5781 1.0210 0.0990 0.070 Uiso 1 1 calc R . . Cd1 Cd 1.0000 0.937379(15) 0.2500 0.04105(15) Uani 1 2 d S . . Cd2 Cd 0.73635(2) 0.698725(12) 0.26197(2) 0.03712(10) Uani 1 1 d . . . Cd3 Cd 0.5000 0.953652(16) 0.2500 0.04130(15) Uani 1 2 d S . . N1 N 0.8393(2) 0.73287(14) 0.2168(3) 0.0437(11) Uani 1 1 d . . . N2 N 0.9396(2) 0.77245(13) 0.2168(3) 0.0429(12) Uani 1 1 d . . . N3 N 0.6544(2) 0.75033(13) 0.2913(3) 0.0396(10) Uani 1 1 d . . . N4 N 0.5603(2) 0.79402(13) 0.2848(3) 0.0431(11) Uani 1 1 d . . . N5 N 0.9120(2) 0.98676(13) 0.2228(3) 0.0420(11) Uani 1 1 d . . . N6 N 0.8264(2) 1.03454(12) 0.2469(3) 0.0451(10) Uani 1 1 d . . . N7 N 0.6935(2) 1.03783(12) 0.2442(4) 0.0499(12) Uani 1 1 d . . . N8 N 0.5963(2) 0.99777(14) 0.2238(3) 0.0478(12) Uani 1 1 d . . . O1 O 0.7511(3) 0.65001(11) 0.1564(2) 0.0539(12) Uani 1 1 d . . . O2 O 0.6753(2) 0.69820(13) 0.1046(2) 0.0521(9) Uani 1 1 d . . . O3 O 0.7741(2) 0.70268(13) -0.5821(2) 0.0528(10) Uani 1 1 d . . . O4 O 0.7238(2) 0.64434(12) -0.6358(2) 0.0554(12) Uani 1 1 d . . . O5 O 0.5389(2) 0.95479(14) 0.4047(3) 0.0635(12) Uani 1 1 d . . . O6 O 0.4699(3) 0.90309(11) 0.3540(2) 0.0631(13) Uani 1 1 d . . . O7 O 1.0393(3) 0.94193(12) 0.0903(3) 0.0582(12) Uani 1 1 d . . . O8 O 0.9803(2) 0.88632(11) 0.1468(2) 0.0540(12) Uani 1 1 d . . . O9 O 0.7549(2) 0.58598(10) -0.2374(2) 0.0577(10) Uani 1 1 d . . . O10 O 0.5000 0.84039(15) 0.7500 0.0615(15) Uani 1 2 d S . . O11 O 1.0000 0.82281(14) -0.2500 0.0574(14) Uani 1 2 d S . . O1W O 0.5992(3) 0.75287(13) -0.0080(3) 0.0707(13) Uani 1 1 d . . . O2W O 0.1232(4) 0.0000 0.0000 0.094(2) Uani 1 2 d S . . O3W O 0.2836(9) 0.0000 0.0000 0.228(7) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.050(3) 0.049(3) 0.038(3) -0.007(3) 0.007(3) 0.008(3) C2 0.061(4) 0.068(4) 0.032(3) -0.003(3) 0.005(3) -0.011(3) C3 0.051(4) 0.068(4) 0.037(3) 0.002(3) 0.008(3) -0.008(3) C4 0.044(4) 0.039(4) 0.092(6) 0.000 -0.022(5) 0.000 C5 0.051(3) 0.042(3) 0.035(3) -0.002(3) 0.005(3) -0.011(3) C6 0.057(4) 0.057(4) 0.042(3) -0.021(3) -0.009(3) 0.006(3) C7 0.062(4) 0.056(4) 0.056(4) -0.022(3) 0.002(3) 0.008(4) C8 0.052(4) 0.034(3) 0.092(7) 0.000 -0.004(6) 0.000 C9 0.052(4) 0.032(3) 0.028(3) 0.005(2) 0.002(2) -0.016(3) C10 0.046(3) 0.032(3) 0.023(2) 0.006(2) 0.006(2) -0.005(3) C11 0.058(4) 0.057(4) 0.031(3) 0.006(3) -0.007(3) 0.004(3) C12 0.054(4) 0.057(4) 0.041(3) 0.003(3) -0.001(3) 0.018(3) C13 0.063(4) 0.041(4) 0.021(2) -0.002(2) 0.003(3) -0.006(3) C14 0.053(4) 0.058(4) 0.030(3) -0.002(3) -0.010(3) 0.002(3) C15 0.044(3) 0.048(3) 0.034(3) -0.003(2) 0.005(2) 0.005(3) C16 0.057(4) 0.039(4) 0.031(3) -0.003(2) 0.000(3) 0.003(3) C17 0.079(4) 0.052(4) 0.024(3) -0.006(2) -0.003(3) -0.005(3) C18 0.068(4) 0.045(3) 0.035(3) 0.003(2) 0.003(3) -0.005(3) C19 0.042(4) 0.053(4) 0.022(2) 0.000(2) 0.006(2) -0.003(3) C20 0.086(5) 0.057(4) 0.031(3) -0.010(3) 0.004(3) -0.016(4) C21 0.100(5) 0.041(3) 0.030(3) -0.001(2) 0.000(3) -0.015(4) C22 0.036(4) 0.061(4) 0.029(3) 0.004(3) 0.004(2) -0.002(3) C23 0.052(3) 0.047(3) 0.040(3) 0.001(3) 0.005(3) 0.019(4) C24 0.046(3) 0.046(3) 0.030(3) -0.001(2) 0.009(3) 0.006(4) C25 0.045(3) 0.051(3) 0.040(3) -0.001(3) 0.007(3) -0.013(3) C26 0.052(4) 0.059(4) 0.039(3) -0.008(3) -0.002(3) -0.011(3) C27 0.065(3) 0.046(3) 0.025(3) -0.003(2) 0.002(3) 0.011(4) C28 0.067(4) 0.046(3) 0.043(4) 0.000(3) 0.002(3) -0.006(3) C29 0.069(4) 0.047(3) 0.030(3) -0.004(3) -0.005(3) -0.012(3) C30 0.060(4) 0.050(3) 0.032(3) 0.001(2) -0.007(3) 0.022(4) C31 0.056(3) 0.042(3) 0.033(3) 0.004(2) -0.010(3) 0.001(4) C32 0.066(4) 0.056(4) 0.040(3) 0.008(3) -0.001(3) -0.016(3) C33 0.069(4) 0.046(3) 0.035(3) 0.000(3) -0.005(3) -0.025(3) C34 0.067(3) 0.034(2) 0.036(3) 0.001(2) -0.016(3) -0.003(4) C35 0.067(4) 0.053(4) 0.034(3) 0.009(3) 0.002(3) -0.011(3) C36 0.056(4) 0.039(3) 0.041(3) 0.004(3) -0.003(3) -0.010(3) C37 0.047(3) 0.044(3) 0.047(4) 0.000(3) -0.011(3) -0.004(3) C38 0.057(4) 0.066(4) 0.045(4) 0.011(3) -0.003(3) -0.002(4) C39 0.058(4) 0.048(4) 0.059(4) 0.013(3) -0.012(3) 0.006(3) C40 0.060(4) 0.052(4) 0.096(5) -0.018(3) 0.004(4) -0.001(3) C41 0.055(3) 0.038(3) 0.049(4) 0.003(3) 0.001(3) 0.008(3) C42 0.057(4) 0.072(5) 0.077(5) 0.035(4) 0.019(4) 0.003(4) C43 0.051(4) 0.075(5) 0.049(4) 0.024(3) -0.003(3) -0.006(4) Cd1 0.0524(3) 0.0362(3) 0.0345(4) 0.000 -0.0056(4) 0.000 Cd2 0.04502(19) 0.03846(17) 0.02788(16) -0.0026(2) 0.00274(17) 0.00076(18) Cd3 0.0521(3) 0.0381(3) 0.0337(4) 0.000 0.0025(3) 0.000 N1 0.040(3) 0.053(3) 0.038(3) -0.001(2) 0.005(2) -0.001(2) N2 0.041(3) 0.038(2) 0.050(3) 0.003(2) 0.005(2) 0.004(2) N3 0.042(3) 0.037(2) 0.040(3) -0.003(2) -0.001(2) -0.003(2) N4 0.039(2) 0.032(2) 0.059(3) -0.005(2) 0.007(2) -0.002(2) N5 0.042(2) 0.043(2) 0.041(3) 0.006(2) -0.005(2) 0.005(2) N6 0.039(2) 0.044(2) 0.052(3) 0.003(3) 0.002(3) 0.001(2) N7 0.043(2) 0.035(2) 0.071(4) -0.010(3) 0.003(3) 0.001(2) N8 0.042(3) 0.048(3) 0.053(3) 0.005(2) 0.000(2) 0.004(2) O1 0.094(4) 0.042(2) 0.0254(17) 0.0021(16) -0.013(2) 0.004(2) O2 0.067(2) 0.052(2) 0.0375(19) -0.006(2) 0.0024(17) 0.016(2) O3 0.067(3) 0.057(3) 0.0341(19) 0.0056(19) -0.0008(18) -0.005(2) O4 0.081(3) 0.055(3) 0.0293(19) -0.0004(18) -0.005(2) -0.004(2) O5 0.075(3) 0.063(3) 0.053(3) 0.015(2) 0.004(2) -0.020(2) O6 0.110(4) 0.049(2) 0.030(2) -0.0018(18) -0.001(2) -0.004(2) O7 0.083(3) 0.048(3) 0.043(3) -0.0077(19) -0.005(2) -0.010(2) O8 0.079(4) 0.050(2) 0.033(2) 0.0010(17) -0.0029(19) -0.004(2) O9 0.110(3) 0.0348(17) 0.0277(17) -0.0026(18) 0.006(3) 0.006(2) O10 0.099(4) 0.046(3) 0.039(4) 0.000 0.001(4) 0.000 O11 0.108(4) 0.038(2) 0.026(3) 0.000 0.001(3) 0.000 O1W 0.079(3) 0.058(3) 0.075(3) 0.007(2) -0.017(2) 0.001(2) O2W 0.139(7) 0.072(5) 0.070(5) 0.012(4) 0.000 0.000 O3W 0.39(2) 0.118(9) 0.175(11) 0.030(8) 0.000 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.315(6) . ? C1 N2 1.339(6) . ? C2 C3 1.327(7) . ? C2 N1 1.383(6) . ? C3 N2 1.367(7) . ? C4 N2 1.466(6) 3_755 ? C4 N2 1.466(6) . ? C5 N3 1.316(6) . ? C5 N4 1.339(6) . ? C6 C7 1.329(7) . ? C6 N3 1.372(6) . ? C7 N4 1.365(6) . ? C8 N4 1.476(5) 3_655 ? C8 N4 1.476(5) . ? C9 O2 1.240(6) . ? C9 O1 1.249(6) . ? C9 C10 1.504(7) . ? C9 Cd2 2.755(5) . ? C10 C11 1.381(7) . ? C10 C15 1.386(7) . ? C11 C12 1.380(7) . ? C12 C13 1.367(7) . ? C13 C14 1.361(8) . ? C13 O9 1.405(5) . ? C14 C15 1.387(7) . ? C16 C21 1.367(7) . ? C16 C17 1.374(7) . ? C16 O9 1.383(5) . ? C17 C18 1.376(6) . ? C18 C19 1.382(7) . ? C19 C20 1.386(8) . ? C19 C22 1.497(6) . ? C20 C21 1.366(7) . ? C22 O3 1.254(7) . ? C22 O4 1.255(6) . ? C22 Cd2 2.721(5) 1_554 ? C23 O6 1.252(7) . ? C23 O5 1.252(7) . ? C23 C24 1.494(7) . ? C23 Cd3 2.717(5) . ? C24 C25 1.385(8) . ? C24 C29 1.395(7) . ? C25 C26 1.373(7) . ? C26 C27 1.375(8) . ? C27 C28 1.375(8) . ? C27 O10 1.377(5) . ? C28 C29 1.370(7) . ? C30 O7 1.257(6) . ? C30 O8 1.278(6) . ? C30 C31 1.490(7) . ? C30 Cd1 2.738(5) . ? C31 C32 1.385(7) . ? C31 C36 1.401(7) . ? C32 C33 1.363(8) . ? C33 C34 1.369(8) . ? C34 C35 1.372(7) . ? C34 O11 1.392(5) . ? C35 C36 1.363(7) . ? C37 N5 1.317(7) . ? C37 N6 1.329(6) . ? C38 C39 1.333(8) . ? C38 N5 1.357(6) . ? C39 N6 1.343(7) . ? C40 N7 1.449(7) . ? C40 N6 1.456(7) . ? C41 N8 1.285(7) . ? C41 N7 1.333(6) . ? C42 C43 1.326(9) . ? C42 N7 1.372(8) . ? C43 N8 1.364(7) . ? Cd1 N5 2.256(4) . ? Cd1 N5 2.256(4) 3_755 ? Cd1 O8 2.262(4) . ? Cd1 O8 2.262(4) 3_755 ? Cd1 O7 2.520(4) . ? Cd1 O7 2.520(4) 3_755 ? Cd1 C30 2.738(5) 3_755 ? Cd2 O1 2.223(3) . ? Cd2 N3 2.236(4) . ? Cd2 N1 2.251(4) . ? Cd2 O4 2.311(4) 1_556 ? Cd2 O3 2.456(3) 1_556 ? Cd2 O2 2.622(3) . ? Cd2 C22 2.721(5) 1_556 ? Cd3 N8 2.256(4) . ? Cd3 N8 2.256(4) 3_655 ? Cd3 O6 2.296(4) . ? Cd3 O6 2.297(4) 3_655 ? Cd3 O5 2.442(4) 3_655 ? Cd3 O5 2.442(4) . ? Cd3 C23 2.718(5) 3_655 ? O3 Cd2 2.456(3) 1_554 ? O4 Cd2 2.311(4) 1_554 ? O10 C27 1.377(5) 3_656 ? O11 C34 1.392(5) 3_754 ? 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 C1 N2 111.5(5) . . ? C3 C2 N1 109.4(5) . . ? C2 C3 N2 107.4(5) . . ? N2 C4 N2 110.1(5) 3_755 . ? N3 C5 N4 110.7(5) . . ? C7 C6 N3 110.4(5) . . ? C6 C7 N4 106.0(5) . . ? N4 C8 N4 110.0(5) 3_655 . ? O2 C9 O1 122.6(5) . . ? O2 C9 C10 120.7(5) . . ? O1 C9 C10 116.7(5) . . ? O2 C9 Cd2 70.7(3) . . ? O1 C9 Cd2 52.3(2) . . ? C10 C9 Cd2 165.4(4) . . ? C11 C10 C15 118.3(5) . . ? C11 C10 C9 119.2(5) . . ? C15 C10 C9 122.4(5) . . ? C12 C11 C10 121.4(5) . . ? C13 C12 C11 118.4(5) . . ? C14 C13 C12 122.2(5) . . ? C14 C13 O9 121.5(5) . . ? C12 C13 O9 116.1(5) . . ? C13 C14 C15 118.8(5) . . ? C10 C15 C14 120.7(5) . . ? C21 C16 C17 120.5(5) . . ? C21 C16 O9 116.1(5) . . ? C17 C16 O9 123.3(4) . . ? C16 C17 C18 119.4(5) . . ? C17 C18 C19 121.3(5) . . ? C18 C19 C20 117.6(5) . . ? C18 C19 C22 121.7(5) . . ? C20 C19 C22 120.7(5) . . ? C21 C20 C19 121.7(5) . . ? C20 C21 C16 119.5(6) . . ? O3 C22 O4 122.1(5) . . ? O3 C22 C19 119.4(5) . . ? O4 C22 C19 118.5(5) . . ? O3 C22 Cd2 64.5(3) . 1_554 ? O4 C22 Cd2 57.8(3) . 1_554 ? C19 C22 Cd2 175.0(4) . 1_554 ? O6 C23 O5 121.2(5) . . ? O6 C23 C24 118.7(5) . . ? O5 C23 C24 120.1(5) . . ? O6 C23 Cd3 57.3(3) . . ? O5 C23 Cd3 63.9(3) . . ? C24 C23 Cd3 175.7(5) . . ? C25 C24 C29 117.8(5) . . ? C25 C24 C23 120.7(5) . . ? C29 C24 C23 121.4(5) . . ? C26 C25 C24 121.9(5) . . ? C25 C26 C27 118.9(5) . . ? C28 C27 C26 120.6(5) . . ? C28 C27 O10 116.4(5) . . ? C26 C27 O10 122.8(5) . . ? C29 C28 C27 120.1(6) . . ? C28 C29 C24 120.6(5) . . ? O7 C30 O8 121.6(5) . . ? O7 C30 C31 120.6(5) . . ? O8 C30 C31 117.8(5) . . ? O7 C30 Cd1 66.7(3) . . ? O8 C30 Cd1 55.0(3) . . ? C31 C30 Cd1 172.2(5) . . ? C32 C31 C36 118.0(5) . . ? C32 C31 C30 121.0(5) . . ? C36 C31 C30 120.9(5) . . ? C33 C32 C31 121.1(6) . . ? C32 C33 C34 120.1(5) . . ? C33 C34 C35 120.0(5) . . ? C33 C34 O11 118.2(5) . . ? C35 C34 O11 121.7(5) . . ? C36 C35 C34 120.5(5) . . ? C35 C36 C31 120.3(5) . . ? N5 C37 N6 111.1(5) . . ? C39 C38 N5 110.9(6) . . ? C38 C39 N6 105.7(5) . . ? N7 C40 N6 111.6(4) . . ? N8 C41 N7 112.7(5) . . ? C43 C42 N7 107.2(5) . . ? C42 C43 N8 109.2(6) . . ? N5 Cd1 N5 93.5(2) . 3_755 ? N5 Cd1 O8 104.37(14) . . ? N5 Cd1 O8 136.11(15) 3_755 . ? N5 Cd1 O8 136.11(15) . 3_755 ? N5 Cd1 O8 104.37(14) 3_755 3_755 ? O8 Cd1 O8 90.05(18) . 3_755 ? N5 Cd1 O7 89.17(15) . . ? N5 Cd1 O7 86.38(15) 3_755 . ? O8 Cd1 O7 54.80(12) . . ? O8 Cd1 O7 131.02(13) 3_755 . ? N5 Cd1 O7 86.38(15) . 3_755 ? N5 Cd1 O7 89.17(15) 3_755 3_755 ? O8 Cd1 O7 131.03(13) . 3_755 ? O8 Cd1 O7 54.80(12) 3_755 3_755 ? O7 Cd1 O7 173.52(17) . 3_755 ? N5 Cd1 C30 96.62(16) . . ? N5 Cd1 C30 111.97(18) 3_755 . ? O8 Cd1 C30 27.56(15) . . ? O8 Cd1 C30 112.44(15) 3_755 . ? O7 Cd1 C30 27.27(14) . . ? O7 Cd1 C30 158.32(18) 3_755 . ? N5 Cd1 C30 111.97(18) . 3_755 ? N5 Cd1 C30 96.62(16) 3_755 3_755 ? O8 Cd1 C30 112.44(15) . 3_755 ? O8 Cd1 C30 27.56(15) 3_755 3_755 ? O7 Cd1 C30 158.32(18) . 3_755 ? O7 Cd1 C30 27.26(14) 3_755 3_755 ? C30 Cd1 C30 138.2(2) . 3_755 ? O1 Cd2 N3 135.84(15) . . ? O1 Cd2 N1 90.52(16) . . ? N3 Cd2 N1 105.31(15) . . ? O1 Cd2 O4 89.21(12) . 1_556 ? N3 Cd2 O4 109.57(15) . 1_556 ? N1 Cd2 O4 129.32(15) . 1_556 ? O1 Cd2 O3 133.62(13) . 1_556 ? N3 Cd2 O3 87.54(14) . 1_556 ? N1 Cd2 O3 92.16(14) . 1_556 ? O4 Cd2 O3 54.73(13) 1_556 1_556 ? O1 Cd2 O2 52.77(12) . . ? N3 Cd2 O2 84.60(13) . . ? N1 Cd2 O2 94.32(14) . . ? O4 Cd2 O2 124.12(13) 1_556 . ? O3 Cd2 O2 170.91(12) 1_556 . ? O1 Cd2 C22 113.01(16) . 1_556 ? N3 Cd2 C22 98.40(16) . 1_556 ? N1 Cd2 C22 113.07(16) . 1_556 ? O4 Cd2 C22 27.36(15) 1_556 1_556 ? O3 Cd2 C22 27.42(14) 1_556 1_556 ? O2 Cd2 C22 150.24(15) . 1_556 ? O1 Cd2 C9 26.40(14) . . ? N3 Cd2 C9 110.83(17) . . ? N1 Cd2 C9 90.81(15) . . ? O4 Cd2 C9 109.13(14) 1_556 . ? O3 Cd2 C9 159.86(15) 1_556 . ? O2 Cd2 C9 26.51(13) . . ? C22 Cd2 C9 135.83(16) 1_556 . ? N8 Cd3 N8 104.5(2) . 3_655 ? N8 Cd3 O6 136.43(16) . . ? N8 Cd3 O6 96.86(16) 3_655 . ? N8 Cd3 O6 96.86(16) . 3_655 ? N8 Cd3 O6 136.43(16) 3_655 3_655 ? O6 Cd3 O6 92.84(19) . 3_655 ? N8 Cd3 O5 92.55(16) . 3_655 ? N8 Cd3 O5 86.42(15) 3_655 3_655 ? O6 Cd3 O5 126.72(15) . 3_655 ? O6 Cd3 O5 54.71(13) 3_655 3_655 ? N8 Cd3 O5 86.42(15) . . ? N8 Cd3 O5 92.55(16) 3_655 . ? O6 Cd3 O5 54.71(13) . . ? O6 Cd3 O5 126.71(15) 3_655 . ? O5 Cd3 O5 178.3(2) 3_655 . ? N8 Cd3 C23 112.1(2) . . ? N8 Cd3 C23 94.80(18) 3_655 . ? O6 Cd3 C23 27.29(15) . . ? O6 Cd3 C23 111.72(15) 3_655 . ? O5 Cd3 C23 153.97(19) 3_655 . ? O5 Cd3 C23 27.43(15) . . ? N8 Cd3 C23 94.80(18) . 3_655 ? N8 Cd3 C23 112.1(2) 3_655 3_655 ? O6 Cd3 C23 111.72(15) . 3_655 ? O6 Cd3 C23 27.29(15) 3_655 3_655 ? O5 Cd3 C23 27.43(15) 3_655 3_655 ? O5 Cd3 C23 153.97(19) . 3_655 ? C23 Cd3 C23 135.8(2) . 3_655 ? C1 N1 C2 105.2(5) . . ? C1 N1 Cd2 127.3(4) . . ? C2 N1 Cd2 127.4(4) . . ? C1 N2 C3 106.5(5) . . ? C1 N2 C4 126.0(4) . . ? C3 N2 C4 127.1(4) . . ? C5 N3 C6 105.3(5) . . ? C5 N3 Cd2 128.7(4) . . ? C6 N3 Cd2 125.9(4) . . ? C5 N4 C7 107.6(5) . . ? C5 N4 C8 128.0(4) . . ? C7 N4 C8 123.9(4) . . ? C37 N5 C38 104.4(5) . . ? C37 N5 Cd1 128.0(4) . . ? C38 N5 Cd1 125.9(4) . . ? C37 N6 C39 107.9(5) . . ? C37 N6 C40 125.3(5) . . ? C39 N6 C40 126.6(5) . . ? C41 N7 C42 105.2(5) . . ? C41 N7 C40 126.8(6) . . ? C42 N7 C40 127.7(5) . . ? C41 N8 C43 105.8(5) . . ? C41 N8 Cd3 127.6(4) . . ? C43 N8 Cd3 126.4(4) . . ? C9 O1 Cd2 101.3(3) . . ? C9 O2 Cd2 82.8(3) . . ? C22 O3 Cd2 88.1(3) . 1_554 ? C22 O4 Cd2 94.8(3) . 1_554 ? C23 O5 Cd3 88.6(3) . . ? C23 O6 Cd3 95.4(3) . . ? C30 O7 Cd1 86.1(3) . . ? C30 O8 Cd1 97.4(3) . . ? C16 O9 C13 119.1(3) . . ? C27 O10 C27 118.6(5) 3_656 . ? C34 O11 C34 119.9(5) . 3_754 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.213 _refine_diff_density_min -0.624 _refine_diff_density_rms 0.080 #===END data_4 _database_code_depnum_ccdc_archive 'CCDC 849790' #TrackingRef '- Crystallographic data-DT-ART-10-2011-011990.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H14 Cd N4 O5' _chemical_formula_weight 442.70 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' 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 P21/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 10.234(2) _cell_length_b 9.1507(18) _cell_length_c 16.895(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.79(3) _cell_angle_gamma 90.00 _cell_volume 1536.6(5) _cell_formula_units_Z 4 _cell_measurement_reflns_used 14098 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _cell_measurement_temperature 293.1 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.914 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 1.458 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type SCX-MINI _diffrn_measurement_method multi-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15844 _diffrn_reflns_av_R_equivalents 0.0548 _diffrn_reflns_av_sigmaI/netI 0.0438 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3511 _reflns_number_gt 2816 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0221P)^2^+1.4507P] 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 3511 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0637 _refine_ls_R_factor_gt 0.0432 _refine_ls_wR_factor_ref 0.0719 _refine_ls_wR_factor_gt 0.0674 _refine_ls_goodness_of_fit_ref 1.135 _refine_ls_restrained_S_all 1.135 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.8919(4) 0.7995(5) 0.0162(2) 0.0301(9) Uani 1 1 d . . . C2 C 0.7512(3) 0.7397(4) -0.0100(2) 0.0242(8) Uani 1 1 d . . . C3 C 0.7272(4) 0.6174(4) -0.0601(2) 0.0325(9) Uani 1 1 d . . . H3A H 0.7983 0.5699 -0.0746 0.039 Uiso 1 1 calc R . . C4 C 0.5974(4) 0.5666(4) -0.0883(2) 0.0348(9) Uani 1 1 d . . . H4A H 0.5805 0.4882 -0.1243 0.042 Uiso 1 1 calc R . . C5 C 0.4919(4) 0.6322(4) -0.0630(2) 0.0326(9) Uani 1 1 d . . . H5A H 0.4048 0.5971 -0.0819 0.039 Uiso 1 1 calc R . . C6 C 0.5157(3) 0.7501(4) -0.0097(2) 0.0253(8) Uani 1 1 d . . . C7 C 0.6458(3) 0.8052(4) 0.0150(2) 0.0247(8) Uani 1 1 d . . . H7A H 0.6622 0.8869 0.0487 0.030 Uiso 1 1 calc R . . C8 C 0.4057(4) 0.8126(4) 0.0260(2) 0.0292(9) Uani 1 1 d . . . C9 C 1.1184(4) 0.1671(4) 0.1788(2) 0.0290(9) Uani 1 1 d . . . H9A H 1.0278 0.1748 0.1526 0.035 Uiso 1 1 calc R . . C10 C 1.3147(4) 0.2115(4) 0.2618(2) 0.0380(10) Uani 1 1 d . . . H10A H 1.3831 0.2527 0.3019 0.046 Uiso 1 1 calc R . . C11 C 1.3255(4) 0.0953(4) 0.2139(2) 0.0376(10) Uani 1 1 d . . . H11A H 1.4038 0.0425 0.2157 0.045 Uiso 1 1 calc R . . C12 C 1.3088(5) 0.7039(5) 0.2417(2) 0.0439(11) Uani 1 1 d . . . H12A H 1.3802 0.7696 0.2530 0.053 Uiso 1 1 calc R . . C13 C 1.2995(5) 0.5844(4) 0.2866(2) 0.0421(11) Uani 1 1 d . . . H13A H 1.3612 0.5521 0.3330 0.050 Uiso 1 1 calc R . . C14 C 1.1222(4) 0.6031(4) 0.1832(2) 0.0323(9) Uani 1 1 d . . . H14A H 1.0401 0.5829 0.1473 0.039 Uiso 1 1 calc R . . C15 C 1.1255(4) 0.3829(4) 0.2713(2) 0.0361(9) Uani 1 1 d . . . H15A H 1.0286 0.3820 0.2507 0.043 Uiso 1 1 calc R . . H15B H 1.1446 0.3760 0.3303 0.043 Uiso 1 1 calc R . . Cd1 Cd 1.16284(3) 0.88419(3) 0.068090(16) 0.02555(9) Uani 1 1 d . . . N1 N 1.2008(3) 0.0677(3) 0.16175(18) 0.0284(7) Uani 1 1 d . . . N2 N 1.1829(3) 0.2565(3) 0.23941(18) 0.0298(7) Uani 1 1 d . . . N3 N 1.1987(3) 0.7157(3) 0.17689(19) 0.0348(8) Uani 1 1 d . . . N4 N 1.1787(3) 0.5203(3) 0.24887(18) 0.0306(7) Uani 1 1 d . . . O1 O 0.9076(3) 0.9299(3) 0.04395(15) 0.0351(7) Uani 1 1 d . . . O2 O 0.9892(3) 0.7210(3) 0.01029(17) 0.0430(7) Uani 1 1 d . . . O3 O 0.4354(3) 0.8801(3) 0.09137(17) 0.0410(7) Uani 1 1 d . . . O4 O 0.2849(3) 0.7900(3) -0.01317(17) 0.0430(7) Uani 1 1 d . . . O1W O 0.1303(4) 0.5946(5) 0.8798(3) 0.1151(18) Uani 1 1 d . . . H1WA H 0.0805 0.5881 0.9134 0.173 Uiso 1 1 d R . . H1WB H 0.1941 0.6532 0.8998 0.173 Uiso 1 1 d 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 C1 0.025(2) 0.047(3) 0.0185(19) 0.0074(17) 0.0061(16) -0.0047(18) C2 0.0228(18) 0.028(2) 0.0232(18) 0.0064(16) 0.0090(15) 0.0011(16) C3 0.0269(19) 0.037(2) 0.037(2) -0.0016(19) 0.0140(17) 0.0060(19) C4 0.037(2) 0.037(2) 0.033(2) -0.0091(18) 0.0128(19) -0.0057(18) C5 0.0234(18) 0.037(2) 0.036(2) 0.0002(19) 0.0043(16) -0.0092(18) C6 0.0216(18) 0.027(2) 0.0278(19) 0.0000(16) 0.0065(15) 0.0016(16) C7 0.0257(19) 0.025(2) 0.0234(19) -0.0036(15) 0.0061(16) 0.0001(16) C8 0.024(2) 0.030(2) 0.036(2) 0.0074(18) 0.0107(17) 0.0023(16) C9 0.031(2) 0.030(2) 0.027(2) 0.0037(16) 0.0078(17) -0.0027(17) C10 0.040(2) 0.034(2) 0.034(2) -0.0046(19) -0.0029(19) -0.0033(19) C11 0.032(2) 0.036(3) 0.040(2) -0.0042(19) -0.0016(18) 0.0030(19) C12 0.055(3) 0.037(3) 0.035(2) 0.001(2) 0.000(2) -0.008(2) C13 0.052(3) 0.040(3) 0.026(2) 0.0006(18) -0.006(2) -0.008(2) C14 0.035(2) 0.029(2) 0.032(2) 0.0001(18) 0.0079(17) 0.0066(19) C15 0.050(2) 0.029(2) 0.034(2) -0.0056(19) 0.0200(19) -0.003(2) Cd1 0.02239(13) 0.02680(15) 0.02729(14) -0.00254(13) 0.00557(10) -0.00003(13) N1 0.0312(18) 0.0252(17) 0.0276(17) 0.0004(13) 0.0044(14) -0.0004(14) N2 0.0382(19) 0.0244(17) 0.0262(17) 0.0013(14) 0.0067(15) -0.0016(15) N3 0.044(2) 0.0263(18) 0.0324(18) 0.0019(15) 0.0060(16) 0.0018(16) N4 0.044(2) 0.0236(17) 0.0259(17) -0.0044(14) 0.0109(15) -0.0008(15) O1 0.0303(15) 0.0457(18) 0.0293(15) 0.0004(13) 0.0071(12) -0.0143(13) O2 0.0196(14) 0.060(2) 0.0489(18) -0.0001(15) 0.0062(13) 0.0045(14) O3 0.0364(15) 0.0484(18) 0.0412(16) -0.0073(15) 0.0154(13) 0.0068(15) O4 0.0208(14) 0.059(2) 0.0498(18) -0.0065(15) 0.0105(13) 0.0033(13) O1W 0.073(3) 0.095(4) 0.148(4) -0.020(3) -0.031(3) -0.017(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 C1 O2 1.250(5) . ? C1 O1 1.279(5) . ? C1 C2 1.505(5) . ? C2 C7 1.386(5) . ? C2 C3 1.389(5) . ? C3 C4 1.381(5) . ? C3 H3A 0.9300 . ? C4 C5 1.388(5) . ? C4 H4A 0.9300 . ? C5 C6 1.389(5) . ? C5 H5A 0.9300 . ? C6 C7 1.391(5) . ? C6 C8 1.509(5) . ? C7 H7A 0.9300 . ? C8 O3 1.239(4) . ? C8 O4 1.273(4) . ? C9 N1 1.318(5) . ? C9 N2 1.353(5) . ? C9 H9A 0.9300 . ? C10 C11 1.357(5) . ? C10 N2 1.374(5) . ? C10 H10A 0.9300 . ? C11 N1 1.390(5) . ? C11 H11A 0.9300 . ? C12 C13 1.348(6) . ? C12 N3 1.375(5) . ? C12 H12A 0.9300 . ? C13 N4 1.380(5) . ? C13 H13A 0.9300 . ? C14 N3 1.314(5) . ? C14 N4 1.354(5) . ? C14 H14A 0.9300 . ? C15 N4 1.456(5) . ? C15 N2 1.458(5) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? Cd1 O4 2.237(3) 1_655 ? Cd1 N1 2.276(3) 1_565 ? Cd1 O2 2.348(3) . ? Cd1 N3 2.360(3) . ? Cd1 O1 2.519(3) 3_775 ? Cd1 O1 2.580(3) . ? N1 Cd1 2.276(3) 1_545 ? O1 Cd1 2.519(3) 3_775 ? O4 Cd1 2.237(3) 1_455 ? O1W H1WA 0.8501 . ? O1W H1WB 0.8500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 C1 O1 122.2(3) . . ? O2 C1 C2 119.4(4) . . ? O1 C1 C2 118.4(3) . . ? C7 C2 C3 119.8(3) . . ? C7 C2 C1 120.9(3) . . ? C3 C2 C1 119.4(3) . . ? C4 C3 C2 119.8(3) . . ? C4 C3 H3A 120.1 . . ? C2 C3 H3A 120.1 . . ? C3 C4 C5 120.2(4) . . ? C3 C4 H4A 119.9 . . ? C5 C4 H4A 119.9 . . ? C4 C5 C6 120.4(3) . . ? C4 C5 H5A 119.8 . . ? C6 C5 H5A 119.8 . . ? C5 C6 C7 118.9(3) . . ? C5 C6 C8 121.4(3) . . ? C7 C6 C8 119.7(3) . . ? C2 C7 C6 120.7(3) . . ? C2 C7 H7A 119.6 . . ? C6 C7 H7A 119.6 . . ? O3 C8 O4 123.1(3) . . ? O3 C8 C6 119.8(3) . . ? O4 C8 C6 117.2(3) . . ? N1 C9 N2 111.1(3) . . ? N1 C9 H9A 124.4 . . ? N2 C9 H9A 124.4 . . ? C11 C10 N2 106.5(3) . . ? C11 C10 H10A 126.7 . . ? N2 C10 H10A 126.7 . . ? C10 C11 N1 109.1(4) . . ? C10 C11 H11A 125.4 . . ? N1 C11 H11A 125.4 . . ? C13 C12 N3 110.9(4) . . ? C13 C12 H12A 124.5 . . ? N3 C12 H12A 124.5 . . ? C12 C13 N4 105.1(4) . . ? C12 C13 H13A 127.4 . . ? N4 C13 H13A 127.4 . . ? N3 C14 N4 111.0(3) . . ? N3 C14 H14A 124.5 . . ? N4 C14 H14A 124.5 . . ? N4 C15 N2 112.4(3) . . ? N4 C15 H15A 109.1 . . ? N2 C15 H15A 109.1 . . ? N4 C15 H15B 109.1 . . ? N2 C15 H15B 109.1 . . ? H15A C15 H15B 107.9 . . ? O4 Cd1 N1 133.09(11) 1_655 1_565 ? O4 Cd1 O2 88.72(10) 1_655 . ? N1 Cd1 O2 138.15(10) 1_565 . ? O4 Cd1 N3 102.73(11) 1_655 . ? N1 Cd1 N3 88.37(11) 1_565 . ? O2 Cd1 N3 82.54(11) . . ? O4 Cd1 O1 84.30(10) 1_655 3_775 ? N1 Cd1 O1 89.72(10) 1_565 3_775 ? O2 Cd1 O1 93.68(10) . 3_775 ? N3 Cd1 O1 171.88(10) . 3_775 ? O4 Cd1 O1 131.13(9) 1_655 . ? N1 Cd1 O1 89.35(10) 1_565 . ? O2 Cd1 O1 53.13(9) . . ? N3 Cd1 O1 101.11(10) . . ? O1 Cd1 O1 70.97(9) 3_775 . ? C9 N1 C11 105.9(3) . . ? C9 N1 Cd1 130.5(3) . 1_545 ? C11 N1 Cd1 123.6(3) . 1_545 ? C9 N2 C10 107.3(3) . . ? C9 N2 C15 126.3(3) . . ? C10 N2 C15 126.3(3) . . ? C14 N3 C12 105.4(3) . . ? C14 N3 Cd1 126.2(3) . . ? C12 N3 Cd1 128.1(3) . . ? C14 N4 C13 107.6(3) . . ? C14 N4 C15 125.7(3) . . ? C13 N4 C15 126.6(3) . . ? C1 O1 Cd1 111.5(2) . 3_775 ? C1 O1 Cd1 86.6(2) . . ? Cd1 O1 Cd1 109.03(9) 3_775 . ? C1 O2 Cd1 98.0(2) . . ? C8 O4 Cd1 103.6(2) . 1_455 ? H1WA O1W H1WB 107.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C7 162.5(3) . . . . ? O1 C1 C2 C7 -17.4(5) . . . . ? O2 C1 C2 C3 -17.6(5) . . . . ? O1 C1 C2 C3 162.5(3) . . . . ? C7 C2 C3 C4 3.5(5) . . . . ? C1 C2 C3 C4 -176.3(3) . . . . ? C2 C3 C4 C5 -3.7(6) . . . . ? C3 C4 C5 C6 0.4(6) . . . . ? C4 C5 C6 C7 2.8(6) . . . . ? C4 C5 C6 C8 -173.1(3) . . . . ? C3 C2 C7 C6 -0.2(5) . . . . ? C1 C2 C7 C6 179.6(3) . . . . ? C5 C6 C7 C2 -3.0(5) . . . . ? C8 C6 C7 C2 173.1(3) . . . . ? C5 C6 C8 O3 155.6(4) . . . . ? C7 C6 C8 O3 -20.3(5) . . . . ? C5 C6 C8 O4 -23.2(5) . . . . ? C7 C6 C8 O4 160.9(3) . . . . ? N2 C10 C11 N1 0.0(5) . . . . ? N3 C12 C13 N4 -0.6(5) . . . . ? N2 C9 N1 C11 -0.4(4) . . . . ? N2 C9 N1 Cd1 -180.0(2) . . . 1_545 ? C10 C11 N1 C9 0.3(4) . . . . ? C10 C11 N1 Cd1 179.8(3) . . . 1_545 ? N1 C9 N2 C10 0.4(4) . . . . ? N1 C9 N2 C15 176.7(3) . . . . ? C11 C10 N2 C9 -0.2(4) . . . . ? C11 C10 N2 C15 -176.5(3) . . . . ? N4 C15 N2 C9 -109.2(4) . . . . ? N4 C15 N2 C10 66.4(5) . . . . ? N4 C14 N3 C12 -0.1(4) . . . . ? N4 C14 N3 Cd1 173.7(2) . . . . ? C13 C12 N3 C14 0.4(5) . . . . ? C13 C12 N3 Cd1 -173.2(3) . . . . ? O4 Cd1 N3 C14 -93.5(3) 1_655 . . . ? N1 Cd1 N3 C14 132.5(3) 1_565 . . . ? O2 Cd1 N3 C14 -6.5(3) . . . . ? O1 Cd1 N3 C14 56.1(8) 3_775 . . . ? O1 Cd1 N3 C14 43.5(3) . . . . ? O4 Cd1 N3 C12 78.8(3) 1_655 . . . ? N1 Cd1 N3 C12 -55.2(3) 1_565 . . . ? O2 Cd1 N3 C12 165.8(4) . . . . ? O1 Cd1 N3 C12 -131.6(7) 3_775 . . . ? O1 Cd1 N3 C12 -144.2(3) . . . . ? N3 C14 N4 C13 -0.3(4) . . . . ? N3 C14 N4 C15 -176.0(3) . . . . ? C12 C13 N4 C14 0.5(5) . . . . ? C12 C13 N4 C15 176.2(4) . . . . ? N2 C15 N4 C14 93.8(4) . . . . ? N2 C15 N4 C13 -81.1(5) . . . . ? O2 C1 O1 Cd1 106.5(3) . . . 3_775 ? C2 C1 O1 Cd1 -73.6(3) . . . 3_775 ? O2 C1 O1 Cd1 -2.6(3) . . . . ? C2 C1 O1 Cd1 177.3(3) . . . . ? O4 Cd1 O1 C1 47.7(2) 1_655 . . . ? N1 Cd1 O1 C1 -158.5(2) 1_565 . . . ? O2 Cd1 O1 C1 1.5(2) . . . . ? N3 Cd1 O1 C1 -70.3(2) . . . . ? O1 Cd1 O1 C1 111.5(2) 3_775 . . . ? O4 Cd1 O1 Cd1 -63.85(16) 1_655 . . 3_775 ? N1 Cd1 O1 Cd1 89.92(12) 1_565 . . 3_775 ? O2 Cd1 O1 Cd1 -110.08(14) . . . 3_775 ? N3 Cd1 O1 Cd1 178.13(11) . . . 3_775 ? O1 Cd1 O1 Cd1 0.0 3_775 . . 3_775 ? O1 C1 O2 Cd1 2.9(4) . . . . ? C2 C1 O2 Cd1 -177.0(3) . . . . ? O4 Cd1 O2 C1 -148.5(2) 1_655 . . . ? N1 Cd1 O2 C1 29.3(3) 1_565 . . . ? N3 Cd1 O2 C1 108.4(2) . . . . ? O1 Cd1 O2 C1 -64.3(2) 3_775 . . . ? O1 Cd1 O2 C1 -1.5(2) . . . . ? O3 C8 O4 Cd1 -3.5(4) . . . 1_455 ? C6 C8 O4 Cd1 175.2(3) . . . 1_455 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.690 _refine_diff_density_min -0.647 _refine_diff_density_rms 0.098 #===END data_5 _database_code_depnum_ccdc_archive 'CCDC 849791' #TrackingRef '- Crystallographic data-DT-ART-10-2011-011990.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H12 Cd N4 O4' _chemical_formula_weight 424.69 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 8.0047(16) _cell_length_b 9.6594(19) _cell_length_c 10.952(2) _cell_angle_alpha 101.18(3) _cell_angle_beta 105.39(3) _cell_angle_gamma 105.40(3) _cell_volume 754.6(3) _cell_formula_units_Z 2 _cell_measurement_reflns_used 7801 _cell_measurement_theta_min 3.4 _cell_measurement_theta_max 27.5 _cell_measurement_temperature 293.1 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.869 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 420 _exptl_absorpt_coefficient_mu 1.476 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type SCX-MINI _diffrn_measurement_method multi-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8071 _diffrn_reflns_av_R_equivalents 0.0318 _diffrn_reflns_av_sigmaI/netI 0.0398 _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 -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.41 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3450 _reflns_number_gt 3179 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0100P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3450 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0322 _refine_ls_R_factor_gt 0.0277 _refine_ls_wR_factor_ref 0.0540 _refine_ls_wR_factor_gt 0.0528 _refine_ls_goodness_of_fit_ref 1.325 _refine_ls_restrained_S_all 1.325 _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 0.21928(2) 0.344783(19) 0.351974(16) 0.02083(6) Uani 1 1 d . . . O1 O -0.0061(2) 0.1045(2) 0.19362(18) 0.0348(5) Uani 1 1 d . . . O2 O -0.1026(2) 0.29125(19) 0.26028(18) 0.0347(5) Uani 1 1 d . . . O3 O 0.2579(2) 0.59556(18) 0.41144(17) 0.0305(4) Uani 1 1 d . . . O4 O 0.4888(2) 0.65557(19) 0.60054(17) 0.0284(4) Uani 1 1 d . . . N1 N 0.1922(3) 0.2973(2) 0.5440(2) 0.0261(5) Uani 1 1 d . . . N2 N 0.1242(3) 0.3389(2) 0.72662(19) 0.0239(5) Uani 1 1 d . . . N3 N 0.1778(3) 0.4339(2) 0.96155(19) 0.0245(5) Uani 1 1 d . . . N4 N 0.2585(3) 0.3995(2) 1.1593(2) 0.0281(5) Uani 1 1 d . . . C1 C 0.1610(3) 0.3955(3) 0.6298(2) 0.0248(6) Uani 1 1 d . . . H1A H 0.1641 0.4909 0.6241 0.030 Uiso 1 1 calc R . . C2 C 0.1737(4) 0.1722(3) 0.5888(3) 0.0314(6) Uani 1 1 d . . . H2A H 0.1885 0.0844 0.5483 0.038 Uiso 1 1 calc R . . C3 C 0.1306(4) 0.1965(3) 0.7006(3) 0.0324(6) Uani 1 1 d . . . H3A H 0.1095 0.1296 0.7500 0.039 Uiso 1 1 calc R . . C4 C 0.0634(4) 0.4135(3) 0.8270(2) 0.0322(6) Uani 1 1 d . . . H4A H 0.0638 0.5107 0.8156 0.039 Uiso 1 1 calc R . . H4B H -0.0622 0.3549 0.8139 0.039 Uiso 1 1 calc R . . C5 C 0.3309(4) 0.5537(3) 1.0390(3) 0.0355(7) Uani 1 1 d . . . H5A H 0.3898 0.6343 1.0136 0.043 Uiso 1 1 calc R . . C6 C 0.3794(4) 0.5315(3) 1.1595(3) 0.0358(7) Uani 1 1 d . . . H6A H 0.4794 0.5958 1.2321 0.043 Uiso 1 1 calc R . . C7 C 0.1396(4) 0.3449(3) 1.0388(2) 0.0272(6) Uani 1 1 d . . . H7A H 0.0410 0.2558 1.0101 0.033 Uiso 1 1 calc R . . C8 C -0.1307(3) 0.1617(3) 0.1890(2) 0.0256(6) Uani 1 1 d . . . C9 C -0.3233(3) 0.0760(3) 0.0913(2) 0.0240(6) Uani 1 1 d . . . C10 C -0.3543(4) -0.0471(3) -0.0125(3) 0.0303(6) Uani 1 1 d . . . H10A H -0.2570 -0.0789 -0.0211 0.036 Uiso 1 1 calc R . . C11 C -0.4705(3) 0.1225(3) 0.1032(3) 0.0284(6) Uani 1 1 d . . . H11A H -0.4509 0.2045 0.1725 0.034 Uiso 1 1 calc R . . C12 C 0.3943(3) 0.6887(3) 0.5056(2) 0.0229(5) Uani 1 1 d . . . C13 C 0.4482(3) 0.8505(3) 0.5038(2) 0.0233(5) Uani 1 1 d . . . C14 C 0.3800(4) 0.8886(3) 0.3888(3) 0.0360(7) Uani 1 1 d . . . H14A H 0.2989 0.8138 0.3130 0.043 Uiso 1 1 calc R . . C15 C 0.5690(4) 0.9641(3) 0.6145(3) 0.0337(7) Uani 1 1 d . . . H15A H 0.6166 0.9412 0.6923 0.040 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 Cd1 0.02128(11) 0.02222(11) 0.01555(10) 0.00556(7) 0.00273(7) 0.00516(7) O1 0.0243(10) 0.0308(11) 0.0403(12) 0.0093(9) -0.0005(9) 0.0068(8) O2 0.0282(11) 0.0249(10) 0.0334(11) -0.0033(8) -0.0009(8) 0.0008(8) O3 0.0322(11) 0.0199(9) 0.0280(10) 0.0038(8) -0.0014(8) 0.0042(8) O4 0.0249(10) 0.0312(10) 0.0306(11) 0.0149(8) 0.0072(8) 0.0095(8) N1 0.0301(12) 0.0251(12) 0.0206(12) 0.0067(9) 0.0073(9) 0.0062(9) N2 0.0270(12) 0.0289(12) 0.0179(11) 0.0097(9) 0.0075(9) 0.0105(9) N3 0.0275(12) 0.0314(12) 0.0163(11) 0.0097(9) 0.0071(9) 0.0105(10) N4 0.0311(13) 0.0358(13) 0.0176(11) 0.0101(10) 0.0069(9) 0.0112(10) C1 0.0298(15) 0.0261(14) 0.0187(13) 0.0090(11) 0.0063(11) 0.0097(11) C2 0.0371(17) 0.0225(14) 0.0335(16) 0.0065(12) 0.0127(13) 0.0082(12) C3 0.0383(17) 0.0312(15) 0.0331(16) 0.0181(13) 0.0150(13) 0.0105(13) C4 0.0331(16) 0.0505(18) 0.0201(14) 0.0146(13) 0.0103(12) 0.0207(13) C5 0.0374(17) 0.0367(16) 0.0306(16) 0.0116(13) 0.0163(13) 0.0034(13) C6 0.0263(15) 0.0465(18) 0.0247(15) 0.0042(13) 0.0064(12) 0.0032(13) C7 0.0344(16) 0.0287(14) 0.0194(14) 0.0090(11) 0.0108(11) 0.0088(12) C8 0.0242(14) 0.0248(14) 0.0224(14) 0.0106(11) 0.0038(11) 0.0009(11) C9 0.0228(14) 0.0236(13) 0.0217(14) 0.0092(11) 0.0029(11) 0.0038(10) C10 0.0237(15) 0.0283(15) 0.0357(16) 0.0058(12) 0.0084(12) 0.0077(11) C11 0.0304(15) 0.0228(14) 0.0232(14) -0.0023(11) 0.0058(11) 0.0044(11) C12 0.0212(13) 0.0230(13) 0.0228(14) 0.0047(11) 0.0076(11) 0.0057(10) C13 0.0208(13) 0.0224(13) 0.0256(14) 0.0076(11) 0.0061(11) 0.0065(10) C14 0.0401(17) 0.0224(14) 0.0237(15) 0.0016(12) -0.0069(12) -0.0027(12) C15 0.0426(17) 0.0250(15) 0.0213(14) 0.0084(11) -0.0028(12) 0.0044(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 Cd1 O4 2.2563(18) 2_666 ? Cd1 N1 2.290(2) . ? Cd1 O3 2.2959(18) . ? Cd1 N4 2.351(2) 1_554 ? Cd1 O2 2.373(2) . ? Cd1 O1 2.490(2) . ? O1 C8 1.256(3) . ? O2 C8 1.267(3) . ? O3 C12 1.259(3) . ? O4 C12 1.263(3) . ? O4 Cd1 2.2563(18) 2_666 ? N1 C1 1.323(3) . ? N1 C2 1.377(3) . ? N2 C1 1.347(3) . ? N2 C3 1.367(3) . ? N2 C4 1.459(3) . ? N3 C7 1.352(3) . ? N3 C5 1.370(3) . ? N3 C4 1.457(3) . ? N4 C7 1.313(3) . ? N4 C6 1.380(3) . ? N4 Cd1 2.351(2) 1_556 ? C1 H1A 0.9300 . ? C2 C3 1.353(4) . ? C2 H2A 0.9300 . ? C3 H3A 0.9300 . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.350(4) . ? C5 H5A 0.9300 . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.520(3) . ? C9 C10 1.392(4) . ? C9 C11 1.395(3) . ? C10 C11 1.387(3) 2_455 ? C10 H10A 0.9300 . ? C11 C10 1.387(3) 2_455 ? C11 H11A 0.9300 . ? C12 C13 1.513(3) . ? C13 C15 1.381(3) . ? C13 C14 1.393(3) . ? C14 C15 1.382(3) 2_676 ? C14 H14A 0.9300 . ? C15 C14 1.382(3) 2_676 ? C15 H15A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Cd1 N1 93.92(7) 2_666 . ? O4 Cd1 O3 102.72(7) 2_666 . ? N1 Cd1 O3 97.60(7) . . ? O4 Cd1 N4 84.39(7) 2_666 1_554 ? N1 Cd1 N4 177.84(7) . 1_554 ? O3 Cd1 N4 81.48(7) . 1_554 ? O4 Cd1 O2 165.88(6) 2_666 . ? N1 Cd1 O2 91.66(8) . . ? O3 Cd1 O2 89.35(7) . . ? N4 Cd1 O2 90.28(8) 1_554 . ? O4 Cd1 O1 112.10(7) 2_666 . ? N1 Cd1 O1 98.54(7) . . ? O3 Cd1 O1 140.24(6) . . ? N4 Cd1 O1 83.37(7) 1_554 . ? O2 Cd1 O1 54.15(7) . . ? C8 O1 Cd1 88.82(15) . . ? C8 O2 Cd1 93.94(16) . . ? C12 O3 Cd1 122.19(16) . . ? C12 O4 Cd1 128.98(16) . 2_666 ? C1 N1 C2 105.7(2) . . ? C1 N1 Cd1 119.91(17) . . ? C2 N1 Cd1 133.66(17) . . ? C1 N2 C3 107.4(2) . . ? C1 N2 C4 123.8(2) . . ? C3 N2 C4 128.3(2) . . ? C7 N3 C5 106.7(2) . . ? C7 N3 C4 125.7(2) . . ? C5 N3 C4 127.2(2) . . ? C7 N4 C6 105.1(2) . . ? C7 N4 Cd1 127.56(18) . 1_556 ? C6 N4 Cd1 123.57(17) . 1_556 ? N1 C1 N2 111.0(2) . . ? N1 C1 H1A 124.5 . . ? N2 C1 H1A 124.5 . . ? C3 C2 N1 109.6(2) . . ? C3 C2 H2A 125.2 . . ? N1 C2 H2A 125.2 . . ? C2 C3 N2 106.4(2) . . ? C2 C3 H3A 126.8 . . ? N2 C3 H3A 126.8 . . ? N3 C4 N2 113.3(2) . . ? N3 C4 H4A 108.9 . . ? N2 C4 H4A 108.9 . . ? N3 C4 H4B 108.9 . . ? N2 C4 H4B 108.9 . . ? H4A C4 H4B 107.7 . . ? C6 C5 N3 106.3(2) . . ? C6 C5 H5A 126.8 . . ? N3 C5 H5A 126.8 . . ? C5 C6 N4 110.0(2) . . ? C5 C6 H6A 125.0 . . ? N4 C6 H6A 125.0 . . ? N4 C7 N3 111.8(2) . . ? N4 C7 H7A 124.1 . . ? N3 C7 H7A 124.1 . . ? O1 C8 O2 122.9(2) . . ? O1 C8 C9 119.7(2) . . ? O2 C8 C9 117.4(2) . . ? C10 C9 C11 119.3(2) . . ? C10 C9 C8 120.6(2) . . ? C11 C9 C8 120.1(2) . . ? C11 C10 C9 120.3(2) 2_455 . ? C11 C10 H10A 119.8 2_455 . ? C9 C10 H10A 119.8 . . ? C10 C11 C9 120.4(2) 2_455 . ? C10 C11 H11A 119.8 2_455 . ? C9 C11 H11A 119.8 . . ? O3 C12 O4 124.3(2) . . ? O3 C12 C13 117.5(2) . . ? O4 C12 C13 118.2(2) . . ? C15 C13 C14 118.1(2) . . ? C15 C13 C12 121.2(2) . . ? C14 C13 C12 120.7(2) . . ? C15 C14 C13 121.1(2) 2_676 . ? C15 C14 H14A 119.5 2_676 . ? C13 C14 H14A 119.5 . . ? C13 C15 C14 120.8(2) . 2_676 ? C13 C15 H15A 119.6 . . ? C14 C15 H15A 119.6 2_676 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Cd1 O1 C8 -173.86(14) 2_666 . . . ? N1 Cd1 O1 C8 88.34(15) . . . . ? O3 Cd1 O1 C8 -24.59(19) . . . . ? N4 Cd1 O1 C8 -92.68(15) 1_554 . . . ? O2 Cd1 O1 C8 2.48(14) . . . . ? O4 Cd1 O2 C8 11.5(3) 2_666 . . . ? N1 Cd1 O2 C8 -101.81(16) . . . . ? O3 Cd1 O2 C8 160.61(15) . . . . ? N4 Cd1 O2 C8 79.14(16) 1_554 . . . ? O1 Cd1 O2 C8 -2.47(14) . . . . ? O4 Cd1 O3 C12 -32.4(2) 2_666 . . . ? N1 Cd1 O3 C12 63.4(2) . . . . ? N4 Cd1 O3 C12 -114.6(2) 1_554 . . . ? O2 Cd1 O3 C12 154.99(19) . . . . ? O1 Cd1 O3 C12 176.64(17) . . . . ? O4 Cd1 N1 C1 118.41(19) 2_666 . . . ? O3 Cd1 N1 C1 15.00(19) . . . . ? N4 Cd1 N1 C1 80(2) 1_554 . . . ? O2 Cd1 N1 C1 -74.56(19) . . . . ? O1 Cd1 N1 C1 -128.54(19) . . . . ? O4 Cd1 N1 C2 -73.2(2) 2_666 . . . ? O3 Cd1 N1 C2 -176.6(2) . . . . ? N4 Cd1 N1 C2 -112.1(19) 1_554 . . . ? O2 Cd1 N1 C2 93.8(2) . . . . ? O1 Cd1 N1 C2 39.8(2) . . . . ? C2 N1 C1 N2 0.1(3) . . . . ? Cd1 N1 C1 N2 171.44(15) . . . . ? C3 N2 C1 N1 -0.5(3) . . . . ? C4 N2 C1 N1 -172.6(2) . . . . ? C1 N1 C2 C3 0.3(3) . . . . ? Cd1 N1 C2 C3 -169.23(18) . . . . ? N1 C2 C3 N2 -0.6(3) . . . . ? C1 N2 C3 C2 0.7(3) . . . . ? C4 N2 C3 C2 172.3(2) . . . . ? C7 N3 C4 N2 -98.4(3) . . . . ? C5 N3 C4 N2 89.7(3) . . . . ? C1 N2 C4 N3 -125.7(3) . . . . ? C3 N2 C4 N3 64.0(4) . . . . ? C7 N3 C5 C6 0.4(3) . . . . ? C4 N3 C5 C6 173.5(2) . . . . ? N3 C5 C6 N4 -0.2(3) . . . . ? C7 N4 C6 C5 -0.1(3) . . . . ? Cd1 N4 C6 C5 -159.67(19) 1_556 . . . ? C6 N4 C7 N3 0.3(3) . . . . ? Cd1 N4 C7 N3 158.81(17) 1_556 . . . ? C5 N3 C7 N4 -0.4(3) . . . . ? C4 N3 C7 N4 -173.7(2) . . . . ? Cd1 O1 C8 O2 -4.5(3) . . . . ? Cd1 O1 C8 C9 173.4(2) . . . . ? Cd1 O2 C8 O1 4.7(3) . . . . ? Cd1 O2 C8 C9 -173.25(19) . . . . ? O1 C8 C9 C10 -14.9(4) . . . . ? O2 C8 C9 C10 163.2(2) . . . . ? O1 C8 C9 C11 166.6(2) . . . . ? O2 C8 C9 C11 -15.4(4) . . . . ? C11 C9 C10 C11 0.2(4) . . . 2_455 ? C8 C9 C10 C11 -178.4(2) . . . 2_455 ? C10 C9 C11 C10 -0.2(4) . . . 2_455 ? C8 C9 C11 C10 178.4(2) . . . 2_455 ? Cd1 O3 C12 O4 -23.4(3) . . . . ? Cd1 O3 C12 C13 156.20(16) . . . . ? Cd1 O4 C12 O3 110.5(3) 2_666 . . . ? Cd1 O4 C12 C13 -69.1(3) 2_666 . . . ? O3 C12 C13 C15 166.2(3) . . . . ? O4 C12 C13 C15 -14.2(4) . . . . ? O3 C12 C13 C14 -15.3(4) . . . . ? O4 C12 C13 C14 164.4(2) . . . . ? C15 C13 C14 C15 -0.3(5) . . . 2_676 ? C12 C13 C14 C15 -178.9(3) . . . 2_676 ? C14 C13 C15 C14 0.3(5) . . . 2_676 ? C12 C13 C15 C14 178.9(3) . . . 2_676 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.353 _refine_diff_density_min -0.474 _refine_diff_density_rms 0.087 #===END