# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Xian-He Bu' _publ_contact_author_address ; Department of Chemistry Nankai University Tianjin 300071 CHINA ; _publ_contact_author_email BUXH@NANKAI.EDU.CN _publ_section_title ; d10 Metal Complexes Assembled from Isomeric Benzendicarboxylates and 3-(2-Pyridyl)pyrazole Showing 1D Structures: Syntheses, Structures and Luminescent Properties ; loop_ _publ_author_name 'Xian-He Bu' 'Tong-Liang Hu' 'Jian-Rong Li' 'Ruo-Qiang Zou' #===END data_7 _database_code_depnum_ccdc_archive 'CCDC 282252' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H18 Cd N6 O4' _chemical_formula_weight 566.84 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 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 20.714(7) _cell_length_b 14.000(7) _cell_length_c 18.362(8) _cell_angle_alpha 90.00 _cell_angle_beta 115.058(10) _cell_angle_gamma 90.00 _cell_volume 4824(3) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 863 _cell_measurement_theta_min 3.2924 _cell_measurement_theta_max 24.7593 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.561 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2272 _exptl_absorpt_coefficient_mu 0.948 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7030 _exptl_absorpt_correction_T_max 0.8787 _exptl_absorpt_process_details SADABS _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 'Bruker SMART CCD area-detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12508 _diffrn_reflns_av_R_equivalents 0.0346 _diffrn_reflns_av_sigmaI/netI 0.0392 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 25.30 _reflns_number_total 4380 _reflns_number_gt 3447 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997a)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997b)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0335P)^2^+4.6379P] 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 4380 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0457 _refine_ls_R_factor_gt 0.0298 _refine_ls_wR_factor_ref 0.0738 _refine_ls_wR_factor_gt 0.0674 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _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 Cd1 Cd 0.203354(11) 0.357775(16) 0.183697(12) 0.02897(9) Uani 1 1 d . . . C1 C 0.19692(18) 0.4403(3) 0.0069(2) 0.0438(8) Uani 1 1 d . . . H1 H 0.2116 0.4962 0.0367 0.053 Uiso 1 1 calc R . . C2 C 0.19026(18) 0.4408(3) -0.0710(2) 0.0491(9) Uani 1 1 d . . . H2 H 0.1997 0.4959 -0.0931 0.059 Uiso 1 1 calc R . . C3 C 0.16938(19) 0.3584(3) -0.1153(2) 0.0524(10) Uani 1 1 d . . . H3 H 0.1641 0.3567 -0.1681 0.063 Uiso 1 1 calc R . . C4 C 0.15638(19) 0.2779(3) -0.08007(19) 0.0490(9) Uani 1 1 d . . . H4 H 0.1429 0.2210 -0.1087 0.059 Uiso 1 1 calc R . . C5 C 0.16365(16) 0.2829(2) -0.00174(18) 0.0376(8) Uani 1 1 d . . . C6 C 0.15273(18) 0.1982(2) 0.03896(19) 0.0397(8) Uani 1 1 d . . . C7 C 0.1229(2) 0.1092(3) 0.0087(2) 0.0630(12) Uani 1 1 d . . . H7 H 0.1024 0.0895 -0.0447 0.076 Uiso 1 1 calc R . . C8 C 0.1306(2) 0.0575(3) 0.0752(3) 0.0660(12) Uani 1 1 d . . . H8 H 0.1162 -0.0053 0.0757 0.079 Uiso 1 1 calc R . . C9 C 0.0378(2) 0.2743(3) 0.1406(4) 0.102(2) Uani 1 1 d . . . H9 H 0.0625 0.2167 0.1542 0.123 Uiso 1 1 calc R . . C10 C -0.0346(3) 0.2723(5) 0.1146(6) 0.202(5) Uani 1 1 d . . . H10 H -0.0588 0.2153 0.1113 0.243 Uiso 1 1 calc R . . C11 C -0.0697(3) 0.3572(5) 0.0938(9) 0.299(9) Uani 1 1 d . . . H11 H -0.1192 0.3588 0.0733 0.359 Uiso 1 1 calc R . . C12 C -0.0317(3) 0.4409(4) 0.1032(7) 0.229(6) Uani 1 1 d . . . H12 H -0.0553 0.4993 0.0914 0.275 Uiso 1 1 calc R . . C13 C 0.0407(2) 0.4377(3) 0.1298(4) 0.0854(17) Uani 1 1 d . . . C14 C 0.08354(18) 0.5235(3) 0.1414(3) 0.0553(11) Uani 1 1 d . . . C15 C 0.0654(2) 0.6201(3) 0.1374(3) 0.0775(15) Uani 1 1 d . . . H15 H 0.0207 0.6460 0.1255 0.093 Uiso 1 1 calc R . . C16 C 0.1271(2) 0.6679(3) 0.1544(3) 0.0656(12) Uani 1 1 d . . . H16 H 0.1328 0.7339 0.1568 0.079 Uiso 1 1 calc R . . C17 C 0.22905(17) 0.3057(3) 0.33908(19) 0.0360(7) Uani 1 1 d . . . C18 C 0.24085(16) 0.2762(2) 0.42308(17) 0.0322(7) Uani 1 1 d . . . C19 C 0.27774(17) 0.3354(2) 0.48841(19) 0.0357(8) Uani 1 1 d . . . H19 H 0.2966 0.3928 0.4808 0.043 Uiso 1 1 calc R . . C20 C 0.21346(16) 0.1906(2) 0.43539(18) 0.0353(7) Uani 1 1 d . . . H20 H 0.1890 0.1504 0.3921 0.042 Uiso 1 1 calc R . . C21 C 0.34997(15) 0.4417(2) 0.22195(17) 0.0320(7) Uani 1 1 d . . . C22 C 0.42837(15) 0.4416(2) 0.23759(17) 0.0304(7) Uani 1 1 d . . . C23 C 0.46491(15) 0.3568(2) 0.24455(18) 0.0318(7) Uani 1 1 d . . . H23 H 0.4419 0.2990 0.2418 0.038 Uiso 1 1 calc R . . C24 C 0.46460(17) 0.5272(2) 0.2435(2) 0.0446(9) Uani 1 1 d . . . H24 H 0.4409 0.5850 0.2388 0.054 Uiso 1 1 calc R . . N1 N 0.18353(14) 0.36378(19) 0.04204(15) 0.0372(6) Uani 1 1 d . . . N2 N 0.17658(15) 0.2005(2) 0.11854(16) 0.0431(7) Uani 1 1 d . . . N3 N 0.16240(16) 0.1136(2) 0.13904(19) 0.0531(8) Uani 1 1 d . . . H3A H 0.1726 0.0963 0.1876 0.064 Uiso 1 1 calc R . . N4 N 0.07495(15) 0.3542(2) 0.1476(2) 0.0606(10) Uani 1 1 d . . . N5 N 0.15268(13) 0.51417(19) 0.16048(16) 0.0377(6) Uani 1 1 d . . . N6 N 0.17762(15) 0.6037(2) 0.16710(17) 0.0435(7) Uani 1 1 d . . . H6A H 0.2212 0.6177 0.1783 0.052 Uiso 1 1 calc R . . O1 O 0.21107(13) 0.24287(17) 0.28607(13) 0.0464(6) Uani 1 1 d . . . O2 O 0.23751(14) 0.39110(18) 0.32608(14) 0.0520(7) Uani 1 1 d . . . O3 O 0.32098(11) 0.36076(16) 0.21379(14) 0.0396(5) Uani 1 1 d . . . O4 O 0.31973(11) 0.52021(17) 0.21637(15) 0.0471(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.02479(12) 0.03347(14) 0.02843(13) 0.00285(10) 0.01104(9) 0.00000(10) C1 0.047(2) 0.042(2) 0.043(2) -0.0018(16) 0.0193(17) -0.0067(16) C2 0.051(2) 0.055(2) 0.043(2) 0.0093(18) 0.0215(18) -0.0025(19) C3 0.055(2) 0.071(3) 0.0329(19) 0.0020(19) 0.0194(17) -0.001(2) C4 0.053(2) 0.056(2) 0.0315(19) -0.0062(17) 0.0116(17) 0.0015(19) C5 0.0320(17) 0.043(2) 0.0323(17) -0.0019(15) 0.0084(14) 0.0027(15) C6 0.0422(19) 0.038(2) 0.0330(18) -0.0004(15) 0.0107(15) 0.0022(16) C7 0.088(3) 0.044(2) 0.047(2) -0.0082(18) 0.019(2) -0.011(2) C8 0.086(3) 0.038(2) 0.072(3) -0.004(2) 0.031(3) -0.011(2) C9 0.048(3) 0.054(3) 0.201(6) 0.035(3) 0.050(3) 0.002(2) C10 0.052(3) 0.071(4) 0.466(15) 0.072(6) 0.092(6) -0.001(3) C11 0.060(4) 0.088(5) 0.73(3) 0.103(9) 0.148(9) 0.008(4) C12 0.046(3) 0.070(4) 0.550(18) 0.094(7) 0.107(6) 0.015(3) C13 0.033(2) 0.051(3) 0.169(5) 0.029(3) 0.040(3) 0.0066(19) C14 0.0309(19) 0.043(2) 0.090(3) 0.013(2) 0.024(2) 0.0030(16) C15 0.042(2) 0.050(3) 0.139(5) 0.007(3) 0.037(3) 0.0128(19) C16 0.057(3) 0.035(2) 0.104(4) -0.002(2) 0.035(3) 0.0004(19) C17 0.0369(18) 0.040(2) 0.0339(18) 0.0066(16) 0.0180(15) 0.0116(15) C18 0.0352(17) 0.0339(18) 0.0307(16) 0.0036(14) 0.0170(14) 0.0089(14) C19 0.0426(18) 0.0303(18) 0.0372(18) 0.0029(13) 0.0200(16) 0.0026(14) C20 0.0365(17) 0.0354(18) 0.0311(17) -0.0030(14) 0.0117(14) 0.0032(15) C21 0.0251(15) 0.040(2) 0.0292(16) -0.0053(14) 0.0103(13) 0.0017(15) C22 0.0272(15) 0.0325(18) 0.0314(16) -0.0041(13) 0.0123(13) -0.0005(13) C23 0.0269(14) 0.0281(16) 0.0365(16) -0.0002(14) 0.0098(13) -0.0024(13) C24 0.0326(16) 0.0271(18) 0.072(2) -0.0012(17) 0.0203(17) 0.0048(14) N1 0.0397(15) 0.0376(16) 0.0324(14) -0.0018(12) 0.0134(12) -0.0032(13) N2 0.0455(16) 0.0447(18) 0.0356(16) 0.0015(13) 0.0139(13) -0.0076(14) N3 0.061(2) 0.0453(19) 0.0513(19) 0.0085(15) 0.0219(17) -0.0002(16) N4 0.0322(16) 0.0402(18) 0.107(3) 0.0177(18) 0.0272(18) -0.0028(14) N5 0.0268(14) 0.0380(17) 0.0486(17) 0.0041(13) 0.0163(12) -0.0005(12) N6 0.0351(15) 0.0390(17) 0.0558(18) -0.0031(14) 0.0187(14) -0.0058(13) O1 0.0600(15) 0.0472(15) 0.0294(12) -0.0005(11) 0.0165(11) 0.0077(12) O2 0.0801(18) 0.0423(15) 0.0406(14) 0.0086(11) 0.0324(13) 0.0038(13) O3 0.0279(11) 0.0403(13) 0.0523(14) -0.0088(11) 0.0186(10) -0.0051(10) O4 0.0332(12) 0.0462(15) 0.0618(16) -0.0032(12) 0.0201(12) 0.0106(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O3 2.259(2) . ? Cd1 N5 2.387(3) . ? Cd1 O1 2.427(2) . ? Cd1 O2 2.447(3) . ? Cd1 N4 2.454(3) . ? Cd1 N2 2.455(3) . ? Cd1 N1 2.457(3) . ? C1 N1 1.338(4) . ? C1 C2 1.377(5) . ? C1 H1 0.9300 . ? C2 C3 1.372(5) . ? C2 H2 0.9300 . ? C3 C4 1.380(5) . ? C3 H3 0.9300 . ? C4 C5 1.383(5) . ? C4 H4 0.9300 . ? C5 N1 1.348(4) . ? C5 C6 1.469(5) . ? C6 N2 1.330(4) . ? C6 C7 1.397(5) . ? C7 C8 1.370(6) . ? C7 H7 0.9300 . ? C8 N3 1.330(5) . ? C8 H8 0.9300 . ? C9 N4 1.333(5) . ? C9 C10 1.368(6) . ? C9 H9 0.9300 . ? C10 C11 1.361(8) . ? C10 H10 0.9300 . ? C11 C12 1.382(8) . ? C11 H11 0.9300 . ? C12 C13 1.367(6) . ? C12 H12 0.9300 . ? C13 N4 1.334(5) . ? C13 C14 1.455(5) . ? C14 N5 1.329(4) . ? C14 C15 1.398(5) . ? C15 C16 1.357(6) . ? C15 H15 0.9300 . ? C16 N6 1.324(5) . ? C16 H16 0.9300 . ? C17 O1 1.246(4) . ? C17 O2 1.247(4) . ? C17 C18 1.513(4) . ? C18 C20 1.385(4) . ? C18 C19 1.390(4) . ? C19 C20 1.381(4) 7_556 ? C19 H19 0.9300 . ? C20 C19 1.381(4) 7_556 ? C20 H20 0.9300 . ? C21 O4 1.248(4) . ? C21 O3 1.261(4) . ? C21 C22 1.525(4) . ? C22 C23 1.385(4) . ? C22 C24 1.394(4) . ? C23 C23 1.381(6) 2_655 ? C23 H23 0.9300 . ? C24 C24 1.383(6) 2_655 ? C24 H24 0.9300 . ? N2 N3 1.342(4) . ? N3 H3A 0.8600 . ? N5 N6 1.341(4) . ? N6 H6A 0.8600 . ? 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 Cd1 N5 111.95(8) . . ? O3 Cd1 O1 96.45(8) . . ? N5 Cd1 O1 128.75(9) . . ? O3 Cd1 O2 86.63(9) . . ? N5 Cd1 O2 85.54(9) . . ? O1 Cd1 O2 53.45(8) . . ? O3 Cd1 N4 178.62(11) . . ? N5 Cd1 N4 68.05(9) . . ? O1 Cd1 N4 84.51(10) . . ? O2 Cd1 N4 94.74(11) . . ? O3 Cd1 N2 97.67(9) . . ? N5 Cd1 N2 138.10(9) . . ? O1 Cd1 N2 73.15(9) . . ? O2 Cd1 N2 126.53(9) . . ? N4 Cd1 N2 81.64(10) . . ? O3 Cd1 N1 86.42(9) . . ? N5 Cd1 N1 85.17(9) . . ? O1 Cd1 N1 140.28(9) . . ? O2 Cd1 N1 165.40(9) . . ? N4 Cd1 N1 92.20(11) . . ? N2 Cd1 N1 67.22(9) . . ? N1 C1 C2 123.7(3) . . ? N1 C1 H1 118.1 . . ? C2 C1 H1 118.1 . . ? C3 C2 C1 118.6(3) . . ? C3 C2 H2 120.7 . . ? C1 C2 H2 120.7 . . ? C2 C3 C4 119.0(3) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C3 C4 C5 119.3(3) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? N1 C5 C4 122.3(3) . . ? N1 C5 C6 116.6(3) . . ? C4 C5 C6 121.1(3) . . ? N2 C6 C7 110.7(3) . . ? N2 C6 C5 118.3(3) . . ? C7 C6 C5 130.9(3) . . ? C8 C7 C6 104.6(3) . . ? C8 C7 H7 127.7 . . ? C6 C7 H7 127.7 . . ? N3 C8 C7 107.5(4) . . ? N3 C8 H8 126.2 . . ? C7 C8 H8 126.2 . . ? N4 C9 C10 123.6(5) . . ? N4 C9 H9 118.2 . . ? C10 C9 H9 118.2 . . ? C11 C10 C9 117.2(5) . . ? C11 C10 H10 121.4 . . ? C9 C10 H10 121.4 . . ? C10 C11 C12 119.8(5) . . ? C10 C11 H11 120.1 . . ? C12 C11 H11 120.1 . . ? C13 C12 C11 119.8(5) . . ? C13 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? N4 C13 C12 120.4(4) . . ? N4 C13 C14 117.3(3) . . ? C12 C13 C14 122.3(4) . . ? N5 C14 C15 110.2(3) . . ? N5 C14 C13 118.7(3) . . ? C15 C14 C13 131.1(3) . . ? C16 C15 C14 105.0(3) . . ? C16 C15 H15 127.5 . . ? C14 C15 H15 127.5 . . ? N6 C16 C15 107.6(3) . . ? N6 C16 H16 126.2 . . ? C15 C16 H16 126.2 . . ? O1 C17 O2 123.2(3) . . ? O1 C17 C18 118.1(3) . . ? O2 C17 C18 118.8(3) . . ? C20 C18 C19 119.2(3) . . ? C20 C18 C17 120.1(3) . . ? C19 C18 C17 120.7(3) . . ? C20 C19 C18 120.4(3) 7_556 . ? C20 C19 H19 119.8 7_556 . ? C18 C19 H19 119.8 . . ? C19 C20 C18 120.4(3) 7_556 . ? C19 C20 H20 119.8 7_556 . ? C18 C20 H20 119.8 . . ? O4 C21 O3 125.8(3) . . ? O4 C21 C22 118.2(3) . . ? O3 C21 C22 116.0(3) . . ? C23 C22 C24 118.4(3) . . ? C23 C22 C21 121.0(3) . . ? C24 C22 C21 120.6(3) . . ? C23 C23 C22 120.94(17) 2_655 . ? C23 C23 H23 119.5 2_655 . ? C22 C23 H23 119.5 . . ? C24 C24 C22 120.67(18) 2_655 . ? C24 C24 H24 119.7 2_655 . ? C22 C24 H24 119.7 . . ? C1 N1 C5 117.2(3) . . ? C1 N1 Cd1 124.2(2) . . ? C5 N1 Cd1 118.3(2) . . ? C6 N2 N3 105.2(3) . . ? C6 N2 Cd1 117.3(2) . . ? N3 N2 Cd1 135.0(2) . . ? C8 N3 N2 111.9(3) . . ? C8 N3 H3A 124.0 . . ? N2 N3 H3A 124.0 . . ? C9 N4 C13 119.1(3) . . ? C9 N4 Cd1 123.9(3) . . ? C13 N4 Cd1 116.9(2) . . ? C14 N5 N6 105.2(3) . . ? C14 N5 Cd1 118.7(2) . . ? N6 N5 Cd1 135.9(2) . . ? C16 N6 N5 111.9(3) . . ? C16 N6 H6A 124.0 . . ? N5 N6 H6A 124.0 . . ? C17 O1 Cd1 92.1(2) . . ? C17 O2 Cd1 91.2(2) . . ? C21 O3 Cd1 117.11(19) . . ? 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 C1 C2 C3 -0.6(6) . . . . ? C1 C2 C3 C4 -0.5(6) . . . . ? C2 C3 C4 C5 1.0(6) . . . . ? C3 C4 C5 N1 -0.4(5) . . . . ? C3 C4 C5 C6 -177.9(3) . . . . ? N1 C5 C6 N2 -13.5(5) . . . . ? C4 C5 C6 N2 164.1(3) . . . . ? N1 C5 C6 C7 169.6(4) . . . . ? C4 C5 C6 C7 -12.8(6) . . . . ? N2 C6 C7 C8 -0.3(5) . . . . ? C5 C6 C7 C8 176.8(4) . . . . ? C6 C7 C8 N3 0.3(5) . . . . ? N4 C9 C10 C11 1.1(16) . . . . ? C9 C10 C11 C12 -3(2) . . . . ? C10 C11 C12 C13 3(2) . . . . ? C11 C12 C13 N4 -0.7(16) . . . . ? C11 C12 C13 C14 -179.6(10) . . . . ? N4 C13 C14 N5 7.0(7) . . . . ? C12 C13 C14 N5 -174.1(7) . . . . ? N4 C13 C14 C15 -171.7(5) . . . . ? C12 C13 C14 C15 7.2(11) . . . . ? N5 C14 C15 C16 0.5(6) . . . . ? C13 C14 C15 C16 179.3(5) . . . . ? C14 C15 C16 N6 0.3(6) . . . . ? O1 C17 C18 C20 -17.9(4) . . . . ? O2 C17 C18 C20 161.9(3) . . . . ? O1 C17 C18 C19 163.5(3) . . . . ? O2 C17 C18 C19 -16.6(5) . . . . ? C20 C18 C19 C20 -0.5(5) . . . 7_556 ? C17 C18 C19 C20 178.1(3) . . . 7_556 ? C19 C18 C20 C19 0.5(5) . . . 7_556 ? C17 C18 C20 C19 -178.1(3) . . . 7_556 ? O4 C21 C22 C23 179.9(3) . . . . ? O3 C21 C22 C23 -1.9(4) . . . . ? O4 C21 C22 C24 -1.5(4) . . . . ? O3 C21 C22 C24 176.8(3) . . . . ? C24 C22 C23 C23 -1.3(5) . . . 2_655 ? C21 C22 C23 C23 177.4(3) . . . 2_655 ? C23 C22 C24 C24 -0.3(6) . . . 2_655 ? C21 C22 C24 C24 -179.0(4) . . . 2_655 ? C2 C1 N1 C5 1.2(5) . . . . ? C2 C1 N1 Cd1 175.4(3) . . . . ? C4 C5 N1 C1 -0.6(5) . . . . ? C6 C5 N1 C1 176.9(3) . . . . ? C4 C5 N1 Cd1 -175.2(2) . . . . ? C6 C5 N1 Cd1 2.4(4) . . . . ? O3 Cd1 N1 C1 -69.9(3) . . . . ? N5 Cd1 N1 C1 42.5(3) . . . . ? O1 Cd1 N1 C1 -165.7(2) . . . . ? O2 Cd1 N1 C1 -8.1(5) . . . . ? N4 Cd1 N1 C1 110.3(3) . . . . ? N2 Cd1 N1 C1 -169.7(3) . . . . ? O3 Cd1 N1 C5 104.3(2) . . . . ? N5 Cd1 N1 C5 -143.3(2) . . . . ? O1 Cd1 N1 C5 8.5(3) . . . . ? O2 Cd1 N1 C5 166.0(3) . . . . ? N4 Cd1 N1 C5 -75.6(2) . . . . ? N2 Cd1 N1 C5 4.4(2) . . . . ? C7 C6 N2 N3 0.3(4) . . . . ? C5 C6 N2 N3 -177.3(3) . . . . ? C7 C6 N2 Cd1 -164.8(3) . . . . ? C5 C6 N2 Cd1 17.7(4) . . . . ? O3 Cd1 N2 C6 -94.4(3) . . . . ? N5 Cd1 N2 C6 41.2(3) . . . . ? O1 Cd1 N2 C6 171.1(3) . . . . ? O2 Cd1 N2 C6 174.1(2) . . . . ? N4 Cd1 N2 C6 84.3(3) . . . . ? N1 Cd1 N2 C6 -11.6(2) . . . . ? O3 Cd1 N2 N3 106.2(3) . . . . ? N5 Cd1 N2 N3 -118.2(3) . . . . ? O1 Cd1 N2 N3 11.7(3) . . . . ? O2 Cd1 N2 N3 14.7(3) . . . . ? N4 Cd1 N2 N3 -75.0(3) . . . . ? N1 Cd1 N2 N3 -171.0(3) . . . . ? C7 C8 N3 N2 -0.2(5) . . . . ? C6 N2 N3 C8 -0.1(4) . . . . ? Cd1 N2 N3 C8 161.0(3) . . . . ? C10 C9 N4 C13 1.2(10) . . . . ? C10 C9 N4 Cd1 -174.9(7) . . . . ? C12 C13 N4 C9 -1.4(10) . . . . ? C14 C13 N4 C9 177.5(5) . . . . ? C12 C13 N4 Cd1 175.0(7) . . . . ? C14 C13 N4 Cd1 -6.1(6) . . . . ? O3 Cd1 N4 C9 89(4) . . . . ? N5 Cd1 N4 C9 179.1(5) . . . . ? O1 Cd1 N4 C9 -45.1(4) . . . . ? O2 Cd1 N4 C9 -97.7(4) . . . . ? N2 Cd1 N4 C9 28.6(4) . . . . ? N1 Cd1 N4 C9 95.2(4) . . . . ? O3 Cd1 N4 C13 -87(4) . . . . ? N5 Cd1 N4 C13 2.9(4) . . . . ? O1 Cd1 N4 C13 138.7(4) . . . . ? O2 Cd1 N4 C13 86.1(4) . . . . ? N2 Cd1 N4 C13 -147.6(4) . . . . ? N1 Cd1 N4 C13 -81.0(4) . . . . ? C15 C14 N5 N6 -1.0(5) . . . . ? C13 C14 N5 N6 -180.0(4) . . . . ? C15 C14 N5 Cd1 174.7(3) . . . . ? C13 C14 N5 Cd1 -4.3(5) . . . . ? O3 Cd1 N5 C14 179.4(3) . . . . ? O1 Cd1 N5 C14 -62.0(3) . . . . ? O2 Cd1 N5 C14 -96.1(3) . . . . ? N4 Cd1 N5 C14 0.9(3) . . . . ? N2 Cd1 N5 C14 47.7(3) . . . . ? N1 Cd1 N5 C14 95.2(3) . . . . ? O3 Cd1 N5 N6 -6.6(3) . . . . ? O1 Cd1 N5 N6 112.0(3) . . . . ? O2 Cd1 N5 N6 77.9(3) . . . . ? N4 Cd1 N5 N6 174.9(3) . . . . ? N2 Cd1 N5 N6 -138.3(3) . . . . ? N1 Cd1 N5 N6 -90.8(3) . . . . ? C15 C16 N6 N5 -1.0(5) . . . . ? C14 N5 N6 C16 1.2(4) . . . . ? Cd1 N5 N6 C16 -173.3(3) . . . . ? O2 C17 O1 Cd1 -1.5(3) . . . . ? C18 C17 O1 Cd1 178.3(2) . . . . ? O3 Cd1 O1 C17 81.73(19) . . . . ? N5 Cd1 O1 C17 -43.2(2) . . . . ? O2 Cd1 O1 C17 0.78(18) . . . . ? N4 Cd1 O1 C17 -99.3(2) . . . . ? N2 Cd1 O1 C17 177.8(2) . . . . ? N1 Cd1 O1 C17 173.90(18) . . . . ? O1 C17 O2 Cd1 1.5(3) . . . . ? C18 C17 O2 Cd1 -178.3(2) . . . . ? O3 Cd1 O2 C17 -101.4(2) . . . . ? N5 Cd1 O2 C17 146.3(2) . . . . ? O1 Cd1 O2 C17 -0.78(18) . . . . ? N4 Cd1 O2 C17 78.8(2) . . . . ? N2 Cd1 O2 C17 -4.3(2) . . . . ? N1 Cd1 O2 C17 -163.1(3) . . . . ? O4 C21 O3 Cd1 1.4(4) . . . . ? C22 C21 O3 Cd1 -176.70(18) . . . . ? N5 Cd1 O3 C21 5.5(2) . . . . ? O1 Cd1 O3 C21 -131.0(2) . . . . ? O2 Cd1 O3 C21 -78.4(2) . . . . ? N4 Cd1 O3 C21 95(4) . . . . ? N2 Cd1 O3 C21 155.2(2) . . . . ? N1 Cd1 O3 C21 88.8(2) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.30 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.590 _refine_diff_density_min -0.572 _refine_diff_density_rms 0.068 #===END data_1 _database_code_depnum_ccdc_archive 'CCDC 663107' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H18 N6 O5 Zn2' _chemical_formula_weight 599.17 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 10.923(3) _cell_length_b 19.533(6) _cell_length_c 12.189(4) _cell_angle_alpha 90.00 _cell_angle_beta 113.330(4) _cell_angle_gamma 90.00 _cell_volume 2388.0(13) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2867 _cell_measurement_theta_min 2.365 _cell_measurement_theta_max 25.087 _exptl_crystal_description plane _exptl_crystal_colour colourless _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 1.667 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1208 _exptl_absorpt_coefficient_mu 2.058 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6958 _exptl_absorpt_correction_T_max 0.9041 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD area-detecter' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12051 _diffrn_reflns_av_R_equivalents 0.0428 _diffrn_reflns_av_sigmaI/netI 0.0517 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4170 _reflns_number_gt 3520 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997a)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997b)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0926P)^2^+4.4995P] 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 4170 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0734 _refine_ls_R_factor_gt 0.0623 _refine_ls_wR_factor_ref 0.1714 _refine_ls_wR_factor_gt 0.1629 _refine_ls_goodness_of_fit_ref 1.097 _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 Zn1 Zn 0.51034(6) 0.09351(3) 0.02017(5) 0.0238(2) Uani 1 1 d . . . Zn2 Zn 0.24642(6) -0.01304(3) 0.13867(5) 0.0263(2) Uani 1 1 d . . . C1 C 0.7825(11) 0.1943(6) 0.1339(11) 0.098(3) Uani 1 1 d . . . H1 H 0.7842 0.1897 0.0586 0.117 Uiso 1 1 calc R . . C2 C 0.8691(12) 0.2390(6) 0.2114(13) 0.109(4) Uani 1 1 d . . . H2 H 0.9267 0.2654 0.1896 0.130 Uiso 1 1 calc R . . C3 C 0.8679(12) 0.2435(6) 0.3241(13) 0.109(4) Uani 1 1 d . . . H3 H 0.9275 0.2724 0.3809 0.131 Uiso 1 1 calc R . . C4 C 0.7800(11) 0.2059(6) 0.3520(10) 0.095(3) Uani 1 1 d . . . H4 H 0.7768 0.2105 0.4268 0.114 Uiso 1 1 calc R . . C5 C 0.6940(9) 0.1602(5) 0.2685(9) 0.072(2) Uani 1 1 d . . . C6 C 0.5949(9) 0.1203(5) 0.2904(8) 0.066(2) Uani 1 1 d . . . C7 C 0.5789(11) 0.1051(6) 0.3946(9) 0.092(3) Uani 1 1 d . . . H7 H 0.6323 0.1190 0.4718 0.111 Uiso 1 1 calc R . . C8 C 0.4681(10) 0.0656(6) 0.3594(8) 0.083(3) Uani 1 1 d . . . H8 H 0.4320 0.0474 0.4105 0.099 Uiso 1 1 calc R . . C9 C 0.2660(9) 0.2061(5) -0.0362(9) 0.073(2) Uani 1 1 d . . . H9 H 0.2476 0.1822 0.0216 0.087 Uiso 1 1 calc R . . C10 C 0.2007(11) 0.2681(6) -0.0780(10) 0.089(3) Uani 1 1 d . . . H10 H 0.1402 0.2854 -0.0487 0.107 Uiso 1 1 calc R . . C11 C 0.2278(12) 0.3025(5) -0.1623(11) 0.095(3) Uani 1 1 d . . . H11 H 0.1870 0.3443 -0.1911 0.113 Uiso 1 1 calc R . . C12 C 0.3149(10) 0.2752(5) -0.2043(9) 0.082(3) Uani 1 1 d . . . H12 H 0.3317 0.2981 -0.2637 0.099 Uiso 1 1 calc R . . C13 C 0.3797(9) 0.2135(4) -0.1602(8) 0.063(2) Uani 1 1 d . . . C14 C 0.4748(8) 0.1818(4) -0.2001(7) 0.060(2) Uani 1 1 d . . . C15 C 0.5073(9) 0.1940(5) -0.2951(8) 0.076(3) Uani 1 1 d . . . H15 H 0.4718 0.2272 -0.3540 0.091 Uiso 1 1 calc R . . C16 C 0.3953(10) -0.1464(5) 0.2849(8) 0.076(3) Uani 1 1 d . . . H16 H 0.3528 -0.1419 0.3372 0.091 Uiso 1 1 calc R . . C17 C 0.0657(10) -0.0382(5) 0.2405(8) 0.071(2) Uani 1 1 d . . . C18 C -0.0374(9) -0.0472(4) 0.2919(7) 0.061(2) Uani 1 1 d . . . C19 C 0.0064(10) -0.0736(5) 0.4087(8) 0.078(3) Uani 1 1 d . . . H19 H 0.0957 -0.0854 0.4480 0.093 Uiso 1 1 calc R . . C20 C -0.0755(11) -0.0823(5) 0.4656(9) 0.077(3) Uani 1 1 d . . . H20 H -0.0429 -0.0998 0.5429 0.093 Uiso 1 1 calc R . . C21 C 0.2092(10) 0.0652(5) -0.4081(8) 0.073(2) Uani 1 1 d . . . H21 H 0.2665 0.0699 -0.4473 0.088 Uiso 1 1 calc R . . C22 C 0.2569(9) 0.0408(5) -0.2914(8) 0.068(2) Uani 1 1 d . . . H22 H 0.3473 0.0311 -0.2519 0.081 Uiso 1 1 calc R . . C23 C 0.1723(8) 0.0306(4) -0.2329(7) 0.0540(19) Uani 1 1 d . . . C24 C 0.2277(9) 0.0040(4) -0.1097(8) 0.0538(19) Uani 1 1 d . . . N1 N 0.6940(8) 0.1560(4) 0.1593(7) 0.078(2) Uani 1 1 d . . . N2 N 0.4960(8) 0.0914(3) 0.1998(6) 0.0619(18) Uani 1 1 d . . . N3 N 0.4178(7) 0.0562(4) 0.2410(6) 0.0655(18) Uani 1 1 d . . . N4 N 0.3527(7) 0.1800(3) -0.0752(7) 0.0643(18) Uani 1 1 d . . . N5 N 0.5485(7) 0.1299(4) -0.1372(6) 0.0631(18) Uani 1 1 d . . . N6 N 0.3722(8) -0.1085(4) 0.1902(6) 0.0668(19) Uani 1 1 d . . . O1W O 0.1001(8) 0.0887(4) 0.0765(7) 0.096(2) Uani 1 1 d . . . O1 O 0.0628(7) -0.0783(4) 0.1570(6) 0.091(2) Uani 1 1 d . . . O2 O 0.1542(8) 0.0055(5) 0.2856(8) 0.106(3) Uani 1 1 d . . . O3 O 0.3517(6) 0.0060(3) -0.0487(6) 0.0632(15) Uani 1 1 d . . . O4 O 0.1525(6) -0.0216(3) -0.0665(5) 0.0741(17) 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 Zn1 0.0237(4) 0.0262(3) 0.0241(4) 0.0032(2) 0.0121(3) 0.0022(2) Zn2 0.0215(4) 0.0346(4) 0.0263(4) 0.0027(3) 0.0129(3) 0.0020(3) C1 0.080(7) 0.111(8) 0.110(9) -0.001(7) 0.046(7) -0.028(7) C2 0.088(9) 0.105(9) 0.120(10) -0.011(8) 0.029(8) -0.036(7) C3 0.076(8) 0.102(9) 0.128(11) -0.013(8) 0.019(8) -0.035(7) C4 0.075(7) 0.098(8) 0.093(7) -0.023(6) 0.013(6) -0.014(6) C5 0.056(5) 0.080(6) 0.076(6) -0.017(5) 0.023(5) -0.005(5) C6 0.059(5) 0.074(5) 0.063(5) -0.011(4) 0.020(5) -0.006(5) C7 0.086(8) 0.128(9) 0.056(6) -0.009(6) 0.021(5) -0.013(7) C8 0.071(6) 0.118(8) 0.062(6) -0.012(6) 0.029(5) -0.018(6) C9 0.071(6) 0.074(6) 0.081(6) -0.001(5) 0.040(5) 0.005(5) C10 0.076(7) 0.088(7) 0.101(8) -0.002(6) 0.033(6) 0.018(6) C11 0.102(8) 0.072(6) 0.117(9) 0.021(6) 0.051(8) 0.036(6) C12 0.078(7) 0.077(6) 0.091(7) 0.021(5) 0.032(6) 0.021(5) C13 0.062(5) 0.062(5) 0.066(5) 0.011(4) 0.027(4) 0.004(4) C14 0.051(5) 0.060(5) 0.065(5) 0.016(4) 0.018(4) 0.007(4) C15 0.069(6) 0.083(6) 0.075(6) 0.024(5) 0.029(5) 0.014(5) C16 0.085(7) 0.086(6) 0.069(6) 0.010(5) 0.043(5) 0.005(6) C17 0.061(6) 0.103(7) 0.054(5) 0.012(5) 0.030(5) 0.011(5) C18 0.065(5) 0.064(5) 0.059(5) 0.004(4) 0.029(4) 0.006(4) C19 0.074(7) 0.095(7) 0.061(5) 0.010(5) 0.024(5) 0.003(5) C20 0.082(7) 0.094(7) 0.066(6) 0.012(5) 0.040(5) -0.015(6) C21 0.065(6) 0.099(7) 0.060(5) 0.005(5) 0.031(5) -0.002(5) C22 0.060(5) 0.080(6) 0.070(6) -0.002(5) 0.033(5) -0.002(5) C23 0.044(4) 0.060(4) 0.061(5) 0.000(4) 0.024(4) -0.001(4) C24 0.051(5) 0.056(4) 0.063(5) -0.004(4) 0.032(4) -0.005(4) N1 0.071(5) 0.084(5) 0.086(6) -0.010(4) 0.040(5) -0.019(4) N2 0.067(5) 0.065(4) 0.059(4) -0.002(3) 0.031(4) -0.004(4) N3 0.058(4) 0.084(5) 0.063(4) -0.004(4) 0.033(4) -0.009(4) N4 0.058(4) 0.057(4) 0.082(5) 0.003(4) 0.032(4) 0.003(3) N5 0.065(5) 0.065(4) 0.067(4) 0.009(4) 0.034(4) 0.010(4) N6 0.073(5) 0.073(4) 0.065(4) 0.009(4) 0.038(4) 0.012(4) O1W 0.093(5) 0.094(5) 0.090(5) -0.002(4) 0.026(4) -0.003(4) O1 0.095(5) 0.107(5) 0.083(5) 0.012(4) 0.049(4) 0.026(4) O2 0.071(5) 0.153(7) 0.100(6) -0.024(5) 0.040(5) -0.046(5) O3 0.050(4) 0.059(3) 0.071(4) -0.001(3) 0.013(3) 0.001(3) O4 0.066(4) 0.094(4) 0.068(4) 0.014(3) 0.033(3) 0.005(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 N5 2.234(7) . ? Zn1 N2 2.256(7) . ? Zn1 O3 2.340(6) . ? Zn1 N4 2.364(7) . ? Zn1 N1 2.387(8) . ? Zn1 O3 2.399(6) 3_655 ? Zn2 N3 2.245(7) . ? Zn2 N6 2.253(7) . ? Zn2 O4 2.302(6) . ? Zn2 O2 2.405(8) . ? Zn2 O1 2.460(8) . ? Zn2 O1W 2.473(8) . ? C1 N1 1.351(12) . ? C1 C2 1.358(15) . ? C1 H1 0.9300 . ? C2 C3 1.382(16) . ? C2 H2 0.9300 . ? C3 C4 1.355(15) . ? C3 H3 0.9300 . ? C4 C5 1.400(13) . ? C4 H4 0.9300 . ? C5 N1 1.334(11) . ? C5 C6 1.443(12) . ? C6 N2 1.327(11) . ? C6 C7 1.380(13) . ? C7 C8 1.354(14) . ? C7 H7 0.9300 . ? C8 N3 1.337(11) . ? C8 H8 0.9300 . ? C9 N4 1.318(10) . ? C9 C10 1.396(13) . ? C9 H9 0.9300 . ? C10 C11 1.355(14) . ? C10 H10 0.9300 . ? C11 C12 1.355(13) . ? C11 H11 0.9300 . ? C12 C13 1.393(12) . ? C12 H12 0.9300 . ? C13 N4 1.353(10) . ? C13 C14 1.449(11) . ? C14 N5 1.332(10) . ? C14 C15 1.360(11) . ? C15 C16 1.381(12) 3_655 ? C15 H15 0.9300 . ? C16 N6 1.308(11) . ? C16 C15 1.381(12) 3_655 ? C16 H16 0.9300 . ? C17 O2 1.243(12) . ? C17 O1 1.274(11) . ? C17 C18 1.500(12) . ? C18 C23 1.398(11) 3 ? C18 C19 1.408(11) . ? C19 C20 1.342(12) . ? C19 H19 0.9300 . ? C20 C21 1.388(13) 3 ? C20 H20 0.9300 . ? C21 C20 1.388(13) 3 ? C21 C22 1.390(12) . ? C21 H21 0.9300 . ? C22 C23 1.388(11) . ? C22 H22 0.9300 . ? C23 C18 1.398(11) 3 ? C23 C24 1.473(11) . ? C24 O4 1.244(9) . ? C24 O3 1.261(10) . ? N2 N3 1.341(9) . ? N5 N6 1.337(9) 3_655 ? N6 N5 1.337(9) 3_655 ? O3 Zn1 2.399(6) 3_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 N5 Zn1 N2 161.3(3) . . ? N5 Zn1 O3 106.7(2) . . ? N2 Zn1 O3 90.5(2) . . ? N5 Zn1 N4 72.4(2) . . ? N2 Zn1 N4 100.0(3) . . ? O3 Zn1 N4 93.1(2) . . ? N5 Zn1 N1 93.3(3) . . ? N2 Zn1 N1 71.5(3) . . ? O3 Zn1 N1 157.4(2) . . ? N4 Zn1 N1 103.1(3) . . ? N5 Zn1 O3 93.6(2) . 3_655 ? N2 Zn1 O3 97.2(2) . 3_655 ? O3 Zn1 O3 78.1(2) . 3_655 ? N4 Zn1 O3 160.7(2) . 3_655 ? N1 Zn1 O3 90.5(2) . 3_655 ? N3 Zn2 N6 93.5(3) . . ? N3 Zn2 O4 124.2(2) . . ? N6 Zn2 O4 101.7(2) . . ? N3 Zn2 O2 89.9(2) . . ? N6 Zn2 O2 107.8(3) . . ? O4 Zn2 O2 133.0(3) . . ? N3 Zn2 O1 142.4(2) . . ? N6 Zn2 O1 88.6(3) . . ? O4 Zn2 O1 91.9(2) . . ? O2 Zn2 O1 54.1(2) . . ? N3 Zn2 O1W 89.0(3) . . ? N6 Zn2 O1W 177.5(3) . . ? O4 Zn2 O1W 76.7(2) . . ? O2 Zn2 O1W 72.3(3) . . ? O1 Zn2 O1W 89.6(2) . . ? N1 C1 C2 124.1(12) . . ? N1 C1 H1 117.9 . . ? C2 C1 H1 117.9 . . ? C1 C2 C3 117.0(12) . . ? C1 C2 H2 121.5 . . ? C3 C2 H2 121.5 . . ? C4 C3 C2 120.1(12) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C3 C4 C5 120.1(11) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? N1 C5 C4 120.0(10) . . ? N1 C5 C6 116.6(8) . . ? C4 C5 C6 123.2(9) . . ? N2 C6 C7 108.5(9) . . ? N2 C6 C5 119.9(8) . . ? C7 C6 C5 131.6(9) . . ? C8 C7 C6 104.7(9) . . ? C8 C7 H7 127.7 . . ? C6 C7 H7 127.7 . . ? N3 C8 C7 110.7(9) . . ? N3 C8 H8 124.6 . . ? C7 C8 H8 124.6 . . ? N4 C9 C10 122.6(9) . . ? N4 C9 H9 118.7 . . ? C10 C9 H9 118.7 . . ? C11 C10 C9 118.3(10) . . ? C11 C10 H10 120.9 . . ? C9 C10 H10 120.9 . . ? C12 C11 C10 119.2(10) . . ? C12 C11 H11 120.4 . . ? C10 C11 H11 120.4 . . ? C11 C12 C13 121.4(10) . . ? C11 C12 H12 119.3 . . ? C13 C12 H12 119.3 . . ? N4 C13 C12 118.8(8) . . ? N4 C13 C14 117.0(7) . . ? C12 C13 C14 124.3(8) . . ? N5 C14 C15 108.7(8) . . ? N5 C14 C13 118.8(7) . . ? C15 C14 C13 132.4(8) . . ? C14 C15 C16 104.9(8) . 3_655 ? C14 C15 H15 127.6 . . ? C16 C15 H15 127.6 3_655 . ? N6 C16 C15 109.5(8) . 3_655 ? N6 C16 H16 125.3 . . ? C15 C16 H16 125.3 3_655 . ? O2 C17 O1 123.0(9) . . ? O2 C17 C18 118.4(9) . . ? O1 C17 C18 118.4(9) . . ? C23 C18 C19 118.1(8) 3 . ? C23 C18 C17 124.8(7) 3 . ? C19 C18 C17 117.0(8) . . ? C20 C19 C18 122.7(9) . . ? C20 C19 H19 118.6 . . ? C18 C19 H19 118.6 . . ? C19 C20 C21 119.4(9) . 3 ? C19 C20 H20 120.3 . . ? C21 C20 H20 120.3 3 . ? C20 C21 C22 119.5(8) 3 . ? C20 C21 H21 120.2 3 . ? C22 C21 H21 120.2 . . ? C23 C22 C21 121.2(9) . . ? C23 C22 H22 119.4 . . ? C21 C22 H22 119.4 . . ? C22 C23 C18 118.9(8) . 3 ? C22 C23 C24 119.0(8) . . ? C18 C23 C24 122.0(7) 3 . ? O4 C24 O3 119.8(8) . . ? O4 C24 C23 120.0(8) . . ? O3 C24 C23 120.2(7) . . ? C5 N1 C1 118.5(9) . . ? C5 N1 Zn1 114.1(6) . . ? C1 N1 Zn1 126.6(7) . . ? C6 N2 N3 109.6(7) . . ? C6 N2 Zn1 117.0(6) . . ? N3 N2 Zn1 132.3(5) . . ? C8 N3 N2 106.5(7) . . ? C8 N3 Zn2 125.3(6) . . ? N2 N3 Zn2 128.0(5) . . ? C9 N4 C13 119.7(8) . . ? C9 N4 Zn1 125.9(6) . . ? C13 N4 Zn1 112.6(5) . . ? C14 N5 N6 108.6(7) . 3_655 ? C14 N5 Zn1 117.4(6) . . ? N6 N5 Zn1 133.9(5) 3_655 . ? C16 N6 N5 108.3(7) . 3_655 ? C16 N6 Zn2 126.7(6) . . ? N5 N6 Zn2 124.3(5) 3_655 . ? C17 O1 Zn2 89.5(6) . . ? C17 O2 Zn2 92.8(6) . . ? C24 O3 Zn1 134.7(5) . . ? C24 O3 Zn1 121.8(5) . 3_655 ? Zn1 O3 Zn1 101.9(2) . 3_655 ? C24 O4 Zn2 110.2(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 N1 C1 C2 C3 2(2) . . . . ? C1 C2 C3 C4 -2(2) . . . . ? C2 C3 C4 C5 2.8(19) . . . . ? C3 C4 C5 N1 -3.3(16) . . . . ? C3 C4 C5 C6 -177.8(10) . . . . ? N1 C5 C6 N2 -11.5(13) . . . . ? C4 C5 C6 N2 163.2(9) . . . . ? N1 C5 C6 C7 169.4(11) . . . . ? C4 C5 C6 C7 -15.9(17) . . . . ? N2 C6 C7 C8 0.9(12) . . . . ? C5 C6 C7 C8 -179.9(10) . . . . ? C6 C7 C8 N3 0.2(13) . . . . ? N4 C9 C10 C11 0.2(16) . . . . ? C9 C10 C11 C12 1.1(17) . . . . ? C10 C11 C12 C13 -1.7(18) . . . . ? C11 C12 C13 N4 1.2(15) . . . . ? C11 C12 C13 C14 -179.4(10) . . . . ? N4 C13 C14 N5 -12.8(12) . . . . ? C12 C13 C14 N5 167.8(9) . . . . ? N4 C13 C14 C15 166.9(9) . . . . ? C12 C13 C14 C15 -12.5(16) . . . . ? N5 C14 C15 C16 0.0(11) . . . 3_655 ? C13 C14 C15 C16 -179.7(10) . . . 3_655 ? O2 C17 C18 C23 112.2(11) . . . 3 ? O1 C17 C18 C23 -71.5(12) . . . 3 ? O2 C17 C18 C19 -67.0(12) . . . . ? O1 C17 C18 C19 109.2(10) . . . . ? C23 C18 C19 C20 -1.1(14) 3 . . . ? C17 C18 C19 C20 178.3(9) . . . . ? C18 C19 C20 C21 0.2(16) . . . 3 ? C20 C21 C22 C23 2.6(14) 3 . . . ? C21 C22 C23 C18 -1.7(13) . . . 3 ? C21 C22 C23 C24 179.4(8) . . . . ? C22 C23 C24 O4 -161.8(8) . . . . ? C18 C23 C24 O4 19.4(12) 3 . . . ? C22 C23 C24 O3 16.9(12) . . . . ? C18 C23 C24 O3 -161.9(8) 3 . . . ? C4 C5 N1 C1 3.0(15) . . . . ? C6 C5 N1 C1 177.9(9) . . . . ? C4 C5 N1 Zn1 -167.6(7) . . . . ? C6 C5 N1 Zn1 7.3(11) . . . . ? C2 C1 N1 C5 -2.5(18) . . . . ? C2 C1 N1 Zn1 166.9(10) . . . . ? N5 Zn1 N1 C5 167.0(7) . . . . ? N2 Zn1 N1 C5 -2.0(7) . . . . ? O3 Zn1 N1 C5 -40.6(11) . . . . ? N4 Zn1 N1 C5 94.3(7) . . . . ? O3 Zn1 N1 C5 -99.4(7) 3_655 . . . ? N5 Zn1 N1 C1 -2.8(9) . . . . ? N2 Zn1 N1 C1 -171.8(10) . . . . ? O3 Zn1 N1 C1 149.7(8) . . . . ? N4 Zn1 N1 C1 -75.5(9) . . . . ? O3 Zn1 N1 C1 90.8(9) 3_655 . . . ? C7 C6 N2 N3 -1.7(11) . . . . ? C5 C6 N2 N3 179.0(8) . . . . ? C7 C6 N2 Zn1 -171.2(7) . . . . ? C5 C6 N2 Zn1 9.5(11) . . . . ? N5 Zn1 N2 C6 -40.5(12) . . . . ? O3 Zn1 N2 C6 162.2(6) . . . . ? N4 Zn1 N2 C6 -104.6(6) . . . . ? N1 Zn1 N2 C6 -3.9(6) . . . . ? O3 Zn1 N2 C6 84.1(6) 3_655 . . . ? N5 Zn1 N2 N3 153.0(7) . . . . ? O3 Zn1 N2 N3 -4.3(7) . . . . ? N4 Zn1 N2 N3 88.9(7) . . . . ? N1 Zn1 N2 N3 -170.5(8) . . . . ? O3 Zn1 N2 N3 -82.4(7) 3_655 . . . ? C7 C8 N3 N2 -1.2(12) . . . . ? C7 C8 N3 Zn2 174.0(7) . . . . ? C6 N2 N3 C8 1.8(10) . . . . ? Zn1 N2 N3 C8 169.1(7) . . . . ? C6 N2 N3 Zn2 -173.2(6) . . . . ? Zn1 N2 N3 Zn2 -6.0(11) . . . . ? N6 Zn2 N3 C8 -78.1(8) . . . . ? O4 Zn2 N3 C8 175.1(7) . . . . ? O2 Zn2 N3 C8 29.7(8) . . . . ? O1 Zn2 N3 C8 14.1(10) . . . . ? O1W Zn2 N3 C8 102.0(8) . . . . ? N6 Zn2 N3 N2 96.0(7) . . . . ? O4 Zn2 N3 N2 -10.7(8) . . . . ? O2 Zn2 N3 N2 -156.1(7) . . . . ? O1 Zn2 N3 N2 -171.7(6) . . . . ? O1W Zn2 N3 N2 -83.8(7) . . . . ? C10 C9 N4 C13 -0.8(14) . . . . ? C10 C9 N4 Zn1 162.7(8) . . . . ? C12 C13 N4 C9 0.1(13) . . . . ? C14 C13 N4 C9 -179.3(8) . . . . ? C12 C13 N4 Zn1 -165.4(7) . . . . ? C14 C13 N4 Zn1 15.1(10) . . . . ? N5 Zn1 N4 C9 -174.5(8) . . . . ? N2 Zn1 N4 C9 -12.1(8) . . . . ? O3 Zn1 N4 C9 78.9(7) . . . . ? N1 Zn1 N4 C9 -85.3(7) . . . . ? O3 Zn1 N4 C9 140.7(8) 3_655 . . . ? N5 Zn1 N4 C13 -10.0(6) . . . . ? N2 Zn1 N4 C13 152.3(6) . . . . ? O3 Zn1 N4 C13 -116.6(6) . . . . ? N1 Zn1 N4 C13 79.2(6) . . . . ? O3 Zn1 N4 C13 -54.8(10) 3_655 . . . ? C15 C14 N5 N6 -0.1(10) . . . 3_655 ? C13 C14 N5 N6 179.7(7) . . . 3_655 ? C15 C14 N5 Zn1 -176.8(6) . . . . ? C13 C14 N5 Zn1 3.0(10) . . . . ? N2 Zn1 N5 C14 -64.7(11) . . . . ? O3 Zn1 N5 C14 91.6(6) . . . . ? N4 Zn1 N5 C14 3.7(6) . . . . ? N1 Zn1 N5 C14 -99.1(7) . . . . ? O3 Zn1 N5 C14 170.2(6) 3_655 . . . ? N2 Zn1 N5 N6 119.7(9) . . . 3_655 ? O3 Zn1 N5 N6 -84.0(8) . . . 3_655 ? N4 Zn1 N5 N6 -172.0(8) . . . 3_655 ? N1 Zn1 N5 N6 85.2(8) . . . 3_655 ? O3 Zn1 N5 N6 -5.4(8) 3_655 . . 3_655 ? C15 C16 N6 N5 0.1(11) 3_655 . . 3_655 ? C15 C16 N6 Zn2 -170.8(6) 3_655 . . . ? N3 Zn2 N6 C16 89.0(8) . . . . ? O4 Zn2 N6 C16 -145.0(8) . . . . ? O2 Zn2 N6 C16 -2.0(9) . . . . ? O1 Zn2 N6 C16 -53.4(8) . . . . ? O1W Zn2 N6 C16 -95(6) . . . . ? N3 Zn2 N6 N5 -80.6(7) . . . 3_655 ? O4 Zn2 N6 N5 45.5(7) . . . 3_655 ? O2 Zn2 N6 N5 -171.6(6) . . . 3_655 ? O1 Zn2 N6 N5 137.1(7) . . . 3_655 ? O1W Zn2 N6 N5 96(6) . . . 3_655 ? O2 C17 O1 Zn2 -8.3(10) . . . . ? C18 C17 O1 Zn2 175.7(7) . . . . ? N3 Zn2 O1 C17 23.9(7) . . . . ? N6 Zn2 O1 C17 117.8(6) . . . . ? O4 Zn2 O1 C17 -140.5(5) . . . . ? O2 Zn2 O1 C17 4.4(5) . . . . ? O1W Zn2 O1 C17 -63.9(6) . . . . ? O1 C17 O2 Zn2 8.5(10) . . . . ? C18 C17 O2 Zn2 -175.5(7) . . . . ? N3 Zn2 O2 C17 -172.8(7) . . . . ? N6 Zn2 O2 C17 -79.1(7) . . . . ? O4 Zn2 O2 C17 47.1(8) . . . . ? O1 Zn2 O2 C17 -4.5(6) . . . . ? O1W Zn2 O2 C17 98.2(7) . . . . ? O4 C24 O3 Zn1 -120.3(8) . . . . ? C23 C24 O3 Zn1 61.0(11) . . . . ? O4 C24 O3 Zn1 76.9(9) . . . 3_655 ? C23 C24 O3 Zn1 -101.8(7) . . . 3_655 ? N5 Zn1 O3 C24 -74.9(8) . . . . ? N2 Zn1 O3 C24 97.7(8) . . . . ? N4 Zn1 O3 C24 -2.3(8) . . . . ? N1 Zn1 O3 C24 133.9(8) . . . . ? O3 Zn1 O3 C24 -165.1(9) 3_655 . . . ? N5 Zn1 O3 Zn1 90.2(3) . . . 3_655 ? N2 Zn1 O3 Zn1 -97.3(3) . . . 3_655 ? N4 Zn1 O3 Zn1 162.7(3) . . . 3_655 ? N1 Zn1 O3 Zn1 -61.0(7) . . . 3_655 ? O3 Zn1 O3 Zn1 0.0 3_655 . . 3_655 ? O3 C24 O4 Zn2 26.6(9) . . . . ? C23 C24 O4 Zn2 -154.7(6) . . . . ? N3 Zn2 O4 C24 15.7(7) . . . . ? N6 Zn2 O4 C24 -86.8(6) . . . . ? O2 Zn2 O4 C24 144.8(6) . . . . ? O1 Zn2 O4 C24 -175.7(6) . . . . ? O1W Zn2 O4 C24 95.2(6) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.168 _refine_diff_density_min -0.587 _refine_diff_density_rms 0.142 #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 663108' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H24 Cd2 N6 O9' _chemical_formula_weight 859.36 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 '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 11.3948(13) _cell_length_b 11.9842(14) _cell_length_c 14.1131(16) _cell_angle_alpha 65.5110(10) _cell_angle_beta 67.0920(10) _cell_angle_gamma 72.1660(10) _cell_volume 1591.2(3) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 6778 _cell_measurement_theta_min 2.487 _cell_measurement_theta_max 27.011 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.46 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 1.794 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 1.402 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5128 _exptl_absorpt_correction_T_max 0.8279 _exptl_absorpt_process_details ASADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD area-detecter' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8347 _diffrn_reflns_av_R_equivalents 0.0117 _diffrn_reflns_av_sigmaI/netI 0.0235 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 25.30 _reflns_number_total 5633 _reflns_number_gt 5105 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997a)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997b)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0528P)^2^+2.2053P] 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 5633 _refine_ls_number_parameters 442 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0354 _refine_ls_R_factor_gt 0.0324 _refine_ls_wR_factor_ref 0.0901 _refine_ls_wR_factor_gt 0.0874 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.050 _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 0.42104(2) 0.89316(2) 0.48191(2) 0.03148(10) Uani 1 1 d . . . Cd2 Cd 0.50526(3) 0.55537(2) 0.71444(2) 0.03513(10) Uani 1 1 d . . . C1 C 0.2240(5) 1.1704(4) 0.4101(4) 0.0501(10) Uani 1 1 d . . . H1A H 0.2754 1.1987 0.4299 0.060 Uiso 1 1 calc R . . C2 C 0.1268(6) 1.2544(4) 0.3689(4) 0.0639(13) Uani 1 1 d . . . H2A H 0.1127 1.3377 0.3619 0.077 Uiso 1 1 calc R . . C3 C 0.0516(5) 1.2138(5) 0.3387(4) 0.0638(13) Uani 1 1 d . . . H3A H -0.0134 1.2693 0.3098 0.077 Uiso 1 1 calc R . . C4 C 0.0731(4) 1.0901(4) 0.3516(4) 0.0550(11) Uani 1 1 d . . . H4A H 0.0218 1.0602 0.3330 0.066 Uiso 1 1 calc R . . C5 C 0.1723(4) 1.0102(4) 0.3926(3) 0.0386(8) Uani 1 1 d . . . C6 C 0.1989(4) 0.8763(4) 0.4113(3) 0.0386(8) Uani 1 1 d . . . C7 C 0.1456(5) 0.8042(4) 0.3877(4) 0.0528(11) Uani 1 1 d . . . H7A H 0.0823 0.8315 0.3530 0.063 Uiso 1 1 calc R . . C8 C 0.2070(5) 0.6836(4) 0.4270(4) 0.0545(11) Uani 1 1 d . . . H8A H 0.1932 0.6129 0.4238 0.065 Uiso 1 1 calc R . . C9 C 0.6215(4) 0.2679(4) 0.8464(4) 0.0515(11) Uani 1 1 d D . . H9A H 0.5903 0.2506 0.8029 0.062 Uiso 1 1 calc R . . C10 C 0.6719(6) 0.1713(8) 0.9141(6) 0.100(2) Uani 1 1 d D . . H10A H 0.6819 0.0908 0.9153 0.119 Uiso 1 1 calc R . . C11 C 0.7068(7) 0.1943(7) 0.9787(7) 0.104(3) Uani 1 1 d D . . H11A H 0.7378 0.1284 1.0325 0.125 Uiso 1 1 calc R . . C12 C 0.6999(4) 0.3079(5) 0.9710(4) 0.0551(11) Uani 1 1 d D . . H12A H 0.7298 0.3211 1.0175 0.066 Uiso 1 1 calc R . . C13 C 0.6502(3) 0.4086(4) 0.8967(3) 0.0384(8) Uani 1 1 d . . . C14 C 0.6370(4) 0.5367(4) 0.8881(3) 0.0423(9) Uani 1 1 d . . . C15 C 0.6738(5) 0.5836(6) 0.9461(4) 0.0660(14) Uani 1 1 d D . . H15A H 0.7148 0.5387 0.9998 0.079 Uiso 1 1 calc R . . C16 C 0.6327(6) 0.7220(7) 0.9030(6) 0.133(4) Uani 1 1 d D . . H16A H 0.6427 0.7830 0.9225 0.159 Uiso 1 1 calc R . . C17 C 0.3027(4) 0.7479(3) 0.7476(3) 0.0335(8) Uani 1 1 d . . . C18 C 0.2028(3) 0.8515(3) 0.7801(3) 0.0336(8) Uani 1 1 d . . . C19 C 0.0826(4) 0.8259(4) 0.8536(3) 0.0453(9) Uani 1 1 d . . . H19A H 0.0637 0.7465 0.8785 0.054 Uiso 1 1 calc R . . C20 C -0.0089(4) 0.9176(5) 0.8898(4) 0.0571(12) Uani 1 1 d . . . H20A H -0.0900 0.9004 0.9371 0.069 Uiso 1 1 calc R . . C21 C 0.0191(4) 1.0334(5) 0.8565(4) 0.0585(12) Uani 1 1 d . . . H21A H -0.0428 1.0947 0.8814 0.070 Uiso 1 1 calc R . . C22 C 0.1401(4) 1.0598(4) 0.7853(4) 0.0482(10) Uani 1 1 d . . . H22A H 0.1594 1.1383 0.7642 0.058 Uiso 1 1 calc R . . C23 C 0.2322(3) 0.9700(3) 0.7456(3) 0.0343(8) Uani 1 1 d . . . C24 C 0.6383(4) 0.9951(3) 0.3275(3) 0.0382(8) Uani 1 1 d . . . C32 C 0.3479(4) 0.4201(4) 0.7051(3) 0.0417(9) Uani 1 1 d . . . C31 C 0.2256(4) 0.4011(3) 0.7019(3) 0.0357(8) Uani 1 1 d . . . C30 C 0.1143(4) 0.4160(5) 0.7876(4) 0.0531(11) Uani 1 1 d . . . H27A H 0.1206 0.4287 0.8460 0.064 Uiso 1 1 calc R . . C29 C -0.0036(4) 0.4123(5) 0.7868(4) 0.0602(12) Uani 1 1 d . . . H28A H -0.0769 0.4227 0.8443 0.072 Uiso 1 1 calc R . . C28 C -0.0150(4) 0.3932(4) 0.7015(4) 0.0534(11) Uani 1 1 d . . . H29A H -0.0956 0.3906 0.7014 0.064 Uiso 1 1 calc R . . C27 C 0.0939(4) 0.3780(4) 0.6158(3) 0.0413(9) Uani 1 1 d . . . H30A H 0.0858 0.3660 0.5577 0.050 Uiso 1 1 calc R . . C26 C 0.2154(3) 0.3806(3) 0.6154(3) 0.0326(7) Uani 1 1 d . . . C25 C 0.6664(3) 0.6459(3) 0.4747(3) 0.0335(8) Uani 1 1 d . . . N1 N 0.2465(3) 1.0496(3) 0.4223(3) 0.0396(7) Uani 1 1 d . . . N2 N 0.2862(3) 0.8042(3) 0.4627(3) 0.0417(7) Uani 1 1 d . . . N3 N 0.2901(4) 0.6878(3) 0.4707(3) 0.0477(8) Uani 1 1 d . . . H3B H 0.3400 0.6237 0.5003 0.057 Uiso 1 1 calc R . . N4 N 0.6081(3) 0.3885(3) 0.8304(3) 0.0415(7) Uani 1 1 d . . . N5 N 0.5785(3) 0.6264(3) 0.8171(3) 0.0440(8) Uani 1 1 d . . . N6 N 0.5714(4) 0.7374(4) 0.8205(3) 0.0549(9) Uani 1 1 d D . . H6A H 0.5371 0.8071 0.7815 0.066 Uiso 1 1 calc R . . O1 O 0.2923(3) 0.6384(2) 0.8072(2) 0.0451(6) Uani 1 1 d . . . O1W O 0.3529(7) 0.1070(5) 0.8933(4) 0.126(2) Uani 1 1 d . . . O2 O 0.3994(2) 0.7746(2) 0.6631(2) 0.0371(6) Uani 1 1 d . . . O3 O 0.6167(3) 0.9564(2) 0.4294(2) 0.0418(6) Uani 1 1 d . . . O4 O 0.5596(3) 0.9981(3) 0.2859(3) 0.0588(8) Uani 1 1 d . . . O5 O 0.5684(2) 0.7137(2) 0.4495(2) 0.0418(6) Uani 1 1 d . . . O6 O 0.6782(3) 0.5959(3) 0.5698(2) 0.0443(6) Uani 1 1 d . . . O7 O 0.4051(3) 0.5044(3) 0.6275(2) 0.0456(7) Uani 1 1 d . . . O8 O 0.3810(4) 0.3620(4) 0.7876(3) 0.0714(11) 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 Cd1 0.03169(15) 0.03011(15) 0.03317(16) -0.00943(11) -0.01020(11) -0.00727(11) Cd2 0.03640(16) 0.03465(16) 0.03387(16) -0.01142(12) -0.01320(12) -0.00232(11) C1 0.061(3) 0.036(2) 0.053(2) -0.0152(19) -0.019(2) -0.0050(19) C2 0.083(4) 0.034(2) 0.065(3) -0.016(2) -0.027(3) 0.007(2) C3 0.070(3) 0.048(3) 0.067(3) -0.017(2) -0.034(3) 0.012(2) C4 0.052(3) 0.052(3) 0.063(3) -0.017(2) -0.031(2) 0.002(2) C5 0.039(2) 0.040(2) 0.0345(19) -0.0108(16) -0.0117(16) -0.0054(16) C6 0.0370(19) 0.040(2) 0.041(2) -0.0132(16) -0.0145(16) -0.0057(16) C7 0.061(3) 0.051(3) 0.063(3) -0.018(2) -0.036(2) -0.011(2) C8 0.066(3) 0.045(2) 0.068(3) -0.020(2) -0.031(2) -0.014(2) C9 0.045(2) 0.039(2) 0.062(3) -0.010(2) -0.017(2) -0.0033(18) C10 0.065(4) 0.103(5) 0.086(5) -0.006(4) -0.011(4) -0.005(4) C11 0.079(5) 0.088(5) 0.099(6) -0.028(4) 0.019(4) -0.017(4) C12 0.042(2) 0.062(3) 0.044(2) -0.004(2) -0.0124(19) -0.006(2) C13 0.0274(18) 0.049(2) 0.0285(18) -0.0077(16) -0.0051(15) -0.0054(16) C14 0.0340(19) 0.051(2) 0.0321(19) -0.0096(17) -0.0037(16) -0.0093(17) C15 0.060(3) 0.094(4) 0.053(3) -0.034(3) 0.000(2) -0.034(3) C16 0.083(5) 0.188(9) 0.149(7) -0.138(7) 0.072(5) -0.079(5) C17 0.0379(19) 0.0341(19) 0.0315(18) -0.0107(15) -0.0137(16) -0.0064(15) C18 0.0319(18) 0.0363(19) 0.0309(18) -0.0074(15) -0.0130(15) -0.0045(15) C19 0.037(2) 0.047(2) 0.046(2) -0.0095(18) -0.0113(18) -0.0089(17) C20 0.031(2) 0.065(3) 0.055(3) -0.016(2) 0.0005(19) -0.006(2) C21 0.042(2) 0.051(3) 0.064(3) -0.026(2) -0.003(2) 0.009(2) C22 0.046(2) 0.038(2) 0.049(2) -0.0146(18) -0.0083(19) 0.0003(18) C23 0.0340(18) 0.0340(19) 0.0307(18) -0.0099(15) -0.0100(15) -0.0016(15) C24 0.038(2) 0.0295(18) 0.046(2) -0.0151(16) -0.0096(17) -0.0057(15) C32 0.047(2) 0.043(2) 0.042(2) -0.0181(18) -0.0093(18) -0.0156(18) C31 0.0357(19) 0.0301(18) 0.039(2) -0.0110(15) -0.0086(16) -0.0066(15) C30 0.050(2) 0.063(3) 0.048(2) -0.027(2) -0.006(2) -0.013(2) C29 0.037(2) 0.075(3) 0.060(3) -0.033(3) 0.004(2) -0.008(2) C28 0.030(2) 0.059(3) 0.068(3) -0.024(2) -0.010(2) -0.0078(19) C27 0.035(2) 0.042(2) 0.049(2) -0.0171(18) -0.0130(18) -0.0060(16) C26 0.0310(18) 0.0254(17) 0.0401(19) -0.0121(15) -0.0083(15) -0.0052(14) C25 0.0347(19) 0.0286(18) 0.041(2) -0.0140(15) -0.0082(16) -0.0112(15) N1 0.0424(17) 0.0318(16) 0.0425(18) -0.0116(14) -0.0139(15) -0.0035(14) N2 0.0447(18) 0.0321(17) 0.056(2) -0.0138(15) -0.0249(16) -0.0054(14) N3 0.055(2) 0.0320(17) 0.065(2) -0.0149(16) -0.0316(18) -0.0037(15) N4 0.0402(17) 0.0423(19) 0.0369(17) -0.0082(14) -0.0129(14) -0.0059(14) N5 0.0443(19) 0.045(2) 0.0378(18) -0.0116(15) -0.0101(15) -0.0069(15) N6 0.054(2) 0.052(2) 0.063(2) -0.0203(19) -0.0212(19) -0.0078(18) O1 0.0500(16) 0.0318(14) 0.0432(15) -0.0070(12) -0.0091(13) -0.0077(12) O1W 0.202(6) 0.091(4) 0.092(4) 0.000(3) -0.067(4) -0.050(4) O2 0.0375(14) 0.0347(14) 0.0334(13) -0.0105(11) -0.0080(11) -0.0034(11) O3 0.0497(16) 0.0381(14) 0.0353(14) -0.0119(11) -0.0030(12) -0.0181(12) O4 0.0452(17) 0.078(2) 0.062(2) -0.0235(17) -0.0199(15) -0.0181(16) O5 0.0340(14) 0.0390(14) 0.0540(16) -0.0244(13) -0.0100(12) -0.0002(11) O6 0.0438(15) 0.0513(17) 0.0375(15) -0.0153(13) -0.0081(12) -0.0127(13) O7 0.0452(15) 0.0410(15) 0.0538(17) -0.0178(13) -0.0088(13) -0.0173(13) O8 0.074(2) 0.094(3) 0.053(2) -0.0017(19) -0.0324(18) -0.040(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 N2 2.267(3) . ? Cd1 O2 2.309(3) . ? Cd1 O3 2.319(3) . ? Cd1 O5 2.379(3) . ? Cd1 N1 2.427(3) . ? Cd1 O3 2.445(3) 2_676 ? Cd1 O4 2.581(3) . ? Cd2 O6 2.218(3) . ? Cd2 O7 2.306(3) . ? Cd2 N4 2.323(3) . ? Cd2 O1 2.392(3) . ? Cd2 N5 2.433(4) . ? Cd2 O2 2.458(3) . ? C1 N1 1.339(5) . ? C1 C2 1.383(7) . ? C1 H1A 0.9300 . ? C2 C3 1.366(8) . ? C2 H2A 0.9300 . ? C3 C4 1.371(7) . ? C3 H3A 0.9300 . ? C4 C5 1.384(6) . ? C4 H4A 0.9300 . ? C5 N1 1.340(5) . ? C5 C6 1.467(5) . ? C6 N2 1.333(5) . ? C6 C7 1.394(6) . ? C7 C8 1.380(6) . ? C7 H7A 0.9300 . ? C8 N3 1.338(6) . ? C8 H8A 0.9300 . ? C9 C10 1.298(6) . ? C9 N4 1.336(5) . ? C9 H9A 0.9300 . ? C10 C11 1.274(8) . ? C10 H10A 0.9300 . ? C11 C12 1.300(7) . ? C11 H11A 0.9300 . ? C12 C13 1.368(6) . ? C12 H12A 0.9300 . ? C13 N4 1.330(5) . ? C13 C14 1.453(6) . ? C14 N5 1.338(5) . ? C14 C15 1.398(7) . ? C15 C16 1.500(8) . ? C15 H15A 0.9300 . ? C16 N6 1.502(7) . ? C16 H16A 0.9300 . ? C17 O1 1.243(4) . ? C17 O2 1.271(4) . ? C17 C18 1.500(5) . ? C18 C19 1.390(5) . ? C18 C23 1.399(5) . ? C19 C20 1.380(6) . ? C19 H19A 0.9300 . ? C20 C21 1.364(7) . ? C20 H20A 0.9300 . ? C21 C22 1.391(6) . ? C21 H21A 0.9300 . ? C22 C23 1.387(5) . ? C22 H22A 0.9300 . ? C23 C24 1.501(5) 2_676 ? C24 O4 1.233(5) . ? C24 O3 1.260(5) . ? C24 C23 1.501(5) 2_676 ? C32 O8 1.222(5) . ? C32 O7 1.255(5) . ? C32 C31 1.499(5) . ? C31 C26 1.394(5) . ? C31 C30 1.396(6) . ? C30 C29 1.362(7) . ? C30 H27A 0.9300 . ? C29 C28 1.373(7) . ? C29 H28A 0.9300 . ? C28 C27 1.383(6) . ? C28 H29A 0.9300 . ? C27 C26 1.392(5) . ? C27 H30A 0.9300 . ? C26 C25 1.507(5) 2_666 ? C25 O5 1.243(5) . ? C25 O6 1.266(5) . ? C25 C26 1.507(5) 2_666 ? N2 N3 1.339(5) . ? N3 H3B 0.8600 . ? N5 N6 1.328(5) . ? N6 H6A 0.8600 . ? O3 Cd1 2.445(3) 2_676 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Cd1 O2 95.76(11) . . ? N2 Cd1 O3 152.60(11) . . ? O2 Cd1 O3 100.96(9) . . ? N2 Cd1 O5 81.03(11) . . ? O2 Cd1 O5 83.62(9) . . ? O3 Cd1 O5 79.45(9) . . ? N2 Cd1 N1 69.49(11) . . ? O2 Cd1 N1 122.59(10) . . ? O3 Cd1 N1 117.17(10) . . ? O5 Cd1 N1 141.43(10) . . ? N2 Cd1 O3 132.83(11) . 2_676 ? O2 Cd1 O3 75.42(9) . 2_676 ? O3 Cd1 O3 72.98(10) . 2_676 ? O5 Cd1 O3 141.06(10) . 2_676 ? N1 Cd1 O3 76.83(10) . 2_676 ? N2 Cd1 O4 105.41(11) . . ? O2 Cd1 O4 151.42(9) . . ? O3 Cd1 O4 52.57(9) . . ? O5 Cd1 O4 81.03(11) . . ? N1 Cd1 O4 83.39(11) . . ? O3 Cd1 O4 102.36(10) 2_676 . ? O6 Cd2 O7 93.86(10) . . ? O6 Cd2 N4 97.70(11) . . ? O7 Cd2 N4 115.76(11) . . ? O6 Cd2 O1 145.61(10) . . ? O7 Cd2 O1 85.83(10) . . ? N4 Cd2 O1 113.39(11) . . ? O6 Cd2 N5 92.56(11) . . ? O7 Cd2 N5 171.23(11) . . ? N4 Cd2 N5 69.16(12) . . ? O1 Cd2 N5 85.49(11) . . ? O6 Cd2 O2 91.91(10) . . ? O7 Cd2 O2 92.91(9) . . ? N4 Cd2 O2 148.85(10) . . ? O1 Cd2 O2 53.84(9) . . ? N5 Cd2 O2 80.91(10) . . ? N1 C1 C2 122.0(4) . . ? N1 C1 H1A 119.0 . . ? C2 C1 H1A 119.0 . . ? C3 C2 C1 119.3(4) . . ? C3 C2 H2A 120.3 . . ? C1 C2 H2A 120.3 . . ? C2 C3 C4 119.1(4) . . ? C2 C3 H3A 120.5 . . ? C4 C3 H3A 120.5 . . ? C3 C4 C5 119.2(5) . . ? C3 C4 H4A 120.4 . . ? C5 C4 H4A 120.4 . . ? N1 C5 C4 122.0(4) . . ? N1 C5 C6 115.7(3) . . ? C4 C5 C6 122.2(4) . . ? N2 C6 C7 110.2(4) . . ? N2 C6 C5 118.1(3) . . ? C7 C6 C5 131.6(4) . . ? C8 C7 C6 105.1(4) . . ? C8 C7 H7A 127.5 . . ? C6 C7 H7A 127.5 . . ? N3 C8 C7 106.9(4) . . ? N3 C8 H8A 126.5 . . ? C7 C8 H8A 126.5 . . ? C10 C9 N4 129.1(6) . . ? C10 C9 H9A 115.5 . . ? N4 C9 H9A 115.5 . . ? C11 C10 C9 115.5(9) . . ? C11 C10 H10A 122.2 . . ? C9 C10 H10A 122.2 . . ? C10 C11 C12 121.3(9) . . ? C10 C11 H11A 119.4 . . ? C12 C11 H11A 119.4 . . ? C11 C12 C13 122.2(6) . . ? C11 C12 H12A 118.9 . . ? C13 C12 H12A 118.9 . . ? N4 C13 C12 118.3(4) . . ? N4 C13 C14 117.9(3) . . ? C12 C13 C14 123.8(4) . . ? N5 C14 C15 112.5(4) . . ? N5 C14 C13 117.8(4) . . ? C15 C14 C13 129.6(4) . . ? C14 C15 C16 105.0(5) . . ? C14 C15 H15A 127.5 . . ? C16 C15 H15A 127.5 . . ? C15 C16 N6 102.5(5) . . ? C15 C16 H16A 128.7 . . ? N6 C16 H16A 128.7 . . ? O1 C17 O2 121.8(3) . . ? O1 C17 C18 119.1(3) . . ? O2 C17 C18 119.0(3) . . ? C19 C18 C23 119.6(3) . . ? C19 C18 C17 119.0(3) . . ? C23 C18 C17 121.2(3) . . ? C20 C19 C18 120.4(4) . . ? C20 C19 H19A 119.8 . . ? C18 C19 H19A 119.8 . . ? C21 C20 C19 120.3(4) . . ? C21 C20 H20A 119.8 . . ? C19 C20 H20A 119.8 . . ? C20 C21 C22 120.1(4) . . ? C20 C21 H21A 119.9 . . ? C22 C21 H21A 119.9 . . ? C23 C22 C21 120.5(4) . . ? C23 C22 H22A 119.7 . . ? C21 C22 H22A 119.7 . . ? C22 C23 C18 119.1(4) . . ? C22 C23 C24 117.0(3) . 2_676 ? C18 C23 C24 123.9(3) . 2_676 ? O4 C24 O3 122.2(4) . . ? O4 C24 C23 118.9(4) . 2_676 ? O3 C24 C23 118.7(3) . 2_676 ? O8 C32 O7 122.2(4) . . ? O8 C32 C31 118.8(4) . . ? O7 C32 C31 118.5(4) . . ? C26 C31 C30 119.2(4) . . ? C26 C31 C32 124.0(3) . . ? C30 C31 C32 116.5(4) . . ? C29 C30 C31 120.9(4) . . ? C29 C30 H27A 119.5 . . ? C31 C30 H27A 119.5 . . ? C30 C29 C28 120.4(4) . . ? C30 C29 H28A 119.8 . . ? C28 C29 H28A 119.8 . . ? C29 C28 C27 119.8(4) . . ? C29 C28 H29A 120.1 . . ? C27 C28 H29A 120.1 . . ? C28 C27 C26 120.7(4) . . ? C28 C27 H30A 119.6 . . ? C26 C27 H30A 119.6 . . ? C27 C26 C31 118.9(3) . . ? C27 C26 C25 119.6(3) . 2_666 ? C31 C26 C25 121.3(3) . 2_666 ? O5 C25 O6 126.5(3) . . ? O5 C25 C26 118.0(3) . 2_666 ? O6 C25 C26 115.4(3) . 2_666 ? C1 N1 C5 118.3(4) . . ? C1 N1 Cd1 126.2(3) . . ? C5 N1 Cd1 115.4(2) . . ? C6 N2 N3 106.0(3) . . ? C6 N2 Cd1 119.4(3) . . ? N3 N2 Cd1 132.8(3) . . ? C8 N3 N2 111.7(3) . . ? C8 N3 H3B 124.1 . . ? N2 N3 H3B 124.1 . . ? C13 N4 C9 113.4(4) . . ? C13 N4 Cd2 119.5(3) . . ? C9 N4 Cd2 126.8(3) . . ? N6 N5 C14 110.6(4) . . ? N6 N5 Cd2 133.9(3) . . ? C14 N5 Cd2 115.5(3) . . ? N5 N6 C16 109.3(4) . . ? N5 N6 H6A 125.4 . . ? C16 N6 H6A 125.4 . . ? C17 O1 Cd2 93.8(2) . . ? C17 O2 Cd1 133.7(2) . . ? C17 O2 Cd2 90.0(2) . . ? Cd1 O2 Cd2 120.50(10) . . ? C24 O3 Cd1 98.3(2) . . ? C24 O3 Cd1 118.5(2) . 2_676 ? Cd1 O3 Cd1 107.02(10) . 2_676 ? C24 O4 Cd1 86.7(2) . . ? C25 O5 Cd1 137.4(2) . . ? C25 O6 Cd2 120.1(2) . . ? C32 O7 Cd2 101.0(2) . . ? 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 C1 C2 C3 -0.6(8) . . . . ? C1 C2 C3 C4 1.0(8) . . . . ? C2 C3 C4 C5 -1.4(8) . . . . ? C3 C4 C5 N1 1.4(7) . . . . ? C3 C4 C5 C6 178.4(4) . . . . ? N1 C5 C6 N2 4.8(5) . . . . ? C4 C5 C6 N2 -172.3(4) . . . . ? N1 C5 C6 C7 -177.5(4) . . . . ? C4 C5 C6 C7 5.3(7) . . . . ? N2 C6 C7 C8 -0.6(5) . . . . ? C5 C6 C7 C8 -178.4(4) . . . . ? C6 C7 C8 N3 0.2(5) . . . . ? N4 C9 C10 C11 4.5(10) . . . . ? C9 C10 C11 C12 -4.6(11) . . . . ? C10 C11 C12 C13 2.8(10) . . . . ? C11 C12 C13 N4 -0.1(7) . . . . ? C11 C12 C13 C14 177.9(5) . . . . ? N4 C13 C14 N5 2.6(5) . . . . ? C12 C13 C14 N5 -175.4(4) . . . . ? N4 C13 C14 C15 -179.3(4) . . . . ? C12 C13 C14 C15 2.7(7) . . . . ? N5 C14 C15 C16 -0.7(5) . . . . ? C13 C14 C15 C16 -178.8(4) . . . . ? C14 C15 C16 N6 0.8(5) . . . . ? O1 C17 C18 C19 -20.2(5) . . . . ? O2 C17 C18 C19 163.6(3) . . . . ? O1 C17 C18 C23 154.0(4) . . . . ? O2 C17 C18 C23 -22.2(5) . . . . ? C23 C18 C19 C20 2.0(6) . . . . ? C17 C18 C19 C20 176.4(4) . . . . ? C18 C19 C20 C21 -2.1(7) . . . . ? C19 C20 C21 C22 0.3(8) . . . . ? C20 C21 C22 C23 1.5(7) . . . . ? C21 C22 C23 C18 -1.5(6) . . . . ? C21 C22 C23 C24 -177.8(4) . . . 2_676 ? C19 C18 C23 C22 -0.3(5) . . . . ? C17 C18 C23 C22 -174.5(3) . . . . ? C19 C18 C23 C24 175.8(4) . . . 2_676 ? C17 C18 C23 C24 1.6(5) . . . 2_676 ? O8 C32 C31 C26 -132.6(4) . . . . ? O7 C32 C31 C26 54.7(5) . . . . ? O8 C32 C31 C30 53.1(6) . . . . ? O7 C32 C31 C30 -119.6(4) . . . . ? C26 C31 C30 C29 -0.8(7) . . . . ? C32 C31 C30 C29 173.8(4) . . . . ? C31 C30 C29 C28 0.2(8) . . . . ? C30 C29 C28 C27 -0.1(8) . . . . ? C29 C28 C27 C26 0.6(7) . . . . ? C28 C27 C26 C31 -1.2(6) . . . . ? C28 C27 C26 C25 175.4(4) . . . 2_666 ? C30 C31 C26 C27 1.3(6) . . . . ? C32 C31 C26 C27 -172.9(4) . . . . ? C30 C31 C26 C25 -175.3(4) . . . 2_666 ? C32 C31 C26 C25 10.6(6) . . . 2_666 ? C2 C1 N1 C5 0.5(6) . . . . ? C2 C1 N1 Cd1 175.8(3) . . . . ? C4 C5 N1 C1 -0.9(6) . . . . ? C6 C5 N1 C1 -178.1(4) . . . . ? C4 C5 N1 Cd1 -176.7(3) . . . . ? C6 C5 N1 Cd1 6.1(4) . . . . ? N2 Cd1 N1 C1 175.0(4) . . . . ? O2 Cd1 N1 C1 91.4(3) . . . . ? O3 Cd1 N1 C1 -34.2(4) . . . . ? O5 Cd1 N1 C1 -142.4(3) . . . . ? O3 Cd1 N1 C1 28.6(3) 2_676 . . . ? O4 Cd1 N1 C1 -75.8(3) . . . . ? N2 Cd1 N1 C5 -9.6(3) . . . . ? O2 Cd1 N1 C5 -93.2(3) . . . . ? O3 Cd1 N1 C5 141.3(3) . . . . ? O5 Cd1 N1 C5 33.0(3) . . . . ? O3 Cd1 N1 C5 -156.0(3) 2_676 . . . ? O4 Cd1 N1 C5 99.6(3) . . . . ? C7 C6 N2 N3 0.8(5) . . . . ? C5 C6 N2 N3 178.9(3) . . . . ? C7 C6 N2 Cd1 167.4(3) . . . . ? C5 C6 N2 Cd1 -14.5(5) . . . . ? O2 Cd1 N2 C6 135.3(3) . . . . ? O3 Cd1 N2 C6 -97.2(4) . . . . ? O5 Cd1 N2 C6 -142.2(3) . . . . ? N1 Cd1 N2 C6 12.6(3) . . . . ? O3 Cd1 N2 C6 59.8(4) 2_676 . . . ? O4 Cd1 N2 C6 -64.1(3) . . . . ? O2 Cd1 N2 N3 -62.4(4) . . . . ? O3 Cd1 N2 N3 65.2(5) . . . . ? O5 Cd1 N2 N3 20.2(4) . . . . ? N1 Cd1 N2 N3 174.9(4) . . . . ? O3 Cd1 N2 N3 -137.8(3) 2_676 . . . ? O4 Cd1 N2 N3 98.2(4) . . . . ? C7 C8 N3 N2 0.3(5) . . . . ? C6 N2 N3 C8 -0.7(5) . . . . ? Cd1 N2 N3 C8 -164.7(3) . . . . ? C12 C13 N4 C9 -0.3(5) . . . . ? C14 C13 N4 C9 -178.4(3) . . . . ? C12 C13 N4 Cd2 174.2(3) . . . . ? C14 C13 N4 Cd2 -3.9(4) . . . . ? C10 C9 N4 C13 -2.0(7) . . . . ? C10 C9 N4 Cd2 -176.1(5) . . . . ? O6 Cd2 N4 C13 92.5(3) . . . . ? O7 Cd2 N4 C13 -169.4(3) . . . . ? O1 Cd2 N4 C13 -72.4(3) . . . . ? N5 Cd2 N4 C13 2.7(3) . . . . ? O2 Cd2 N4 C13 -14.3(4) . . . . ? O6 Cd2 N4 C9 -93.7(3) . . . . ? O7 Cd2 N4 C9 4.4(4) . . . . ? O1 Cd2 N4 C9 101.3(3) . . . . ? N5 Cd2 N4 C9 176.4(4) . . . . ? O2 Cd2 N4 C9 159.5(3) . . . . ? C15 C14 N5 N6 0.3(5) . . . . ? C13 C14 N5 N6 178.6(3) . . . . ? C15 C14 N5 Cd2 -178.5(3) . . . . ? C13 C14 N5 Cd2 -0.2(4) . . . . ? O6 Cd2 N5 N6 83.0(4) . . . . ? O7 Cd2 N5 N6 -54.1(9) . . . . ? N4 Cd2 N5 N6 -179.7(4) . . . . ? O1 Cd2 N5 N6 -62.5(4) . . . . ? O2 Cd2 N5 N6 -8.5(4) . . . . ? O6 Cd2 N5 C14 -98.5(3) . . . . ? O7 Cd2 N5 C14 124.4(7) . . . . ? N4 Cd2 N5 C14 -1.2(3) . . . . ? O1 Cd2 N5 C14 115.9(3) . . . . ? O2 Cd2 N5 C14 170.0(3) . . . . ? C14 N5 N6 C16 0.3(5) . . . . ? Cd2 N5 N6 C16 178.8(3) . . . . ? C15 C16 N6 N5 -0.7(5) . . . . ? O2 C17 O1 Cd2 7.7(4) . . . . ? C18 C17 O1 Cd2 -168.4(3) . . . . ? O6 Cd2 O1 C17 -10.1(3) . . . . ? O7 Cd2 O1 C17 -100.9(2) . . . . ? N4 Cd2 O1 C17 142.8(2) . . . . ? N5 Cd2 O1 C17 77.9(2) . . . . ? O2 Cd2 O1 C17 -4.2(2) . . . . ? O1 C17 O2 Cd1 127.2(3) . . . . ? C18 C17 O2 Cd1 -56.7(4) . . . . ? O1 C17 O2 Cd2 -7.5(4) . . . . ? C18 C17 O2 Cd2 168.6(3) . . . . ? N2 Cd1 O2 C17 -50.0(3) . . . . ? O3 Cd1 O2 C17 151.8(3) . . . . ? O5 Cd1 O2 C17 -130.3(3) . . . . ? N1 Cd1 O2 C17 19.3(4) . . . . ? O3 Cd1 O2 C17 82.8(3) 2_676 . . . ? O4 Cd1 O2 C17 171.9(3) . . . . ? N2 Cd1 O2 Cd2 74.28(14) . . . . ? O3 Cd1 O2 Cd2 -83.90(13) . . . . ? O5 Cd1 O2 Cd2 -5.99(12) . . . . ? N1 Cd1 O2 Cd2 143.59(12) . . . . ? O3 Cd1 O2 Cd2 -152.89(14) 2_676 . . . ? O4 Cd1 O2 Cd2 -63.8(3) . . . . ? O6 Cd2 O2 C17 -179.3(2) . . . . ? O7 Cd2 O2 C17 86.8(2) . . . . ? N4 Cd2 O2 C17 -70.9(3) . . . . ? O1 Cd2 O2 C17 4.08(19) . . . . ? N5 Cd2 O2 C17 -87.0(2) . . . . ? O6 Cd2 O2 Cd1 37.43(13) . . . . ? O7 Cd2 O2 Cd1 -56.54(13) . . . . ? N4 Cd2 O2 Cd1 145.76(17) . . . . ? O1 Cd2 O2 Cd1 -139.23(17) . . . . ? N5 Cd2 O2 Cd1 129.72(14) . . . . ? O4 C24 O3 Cd1 4.4(4) . . . . ? C23 C24 O3 Cd1 -171.1(3) 2_676 . . . ? O4 C24 O3 Cd1 -110.2(4) . . . 2_676 ? C23 C24 O3 Cd1 74.3(4) 2_676 . . 2_676 ? N2 Cd1 O3 C24 39.2(3) . . . . ? O2 Cd1 O3 C24 165.8(2) . . . . ? O5 Cd1 O3 C24 84.5(2) . . . . ? N1 Cd1 O3 C24 -58.5(2) . . . . ? O3 Cd1 O3 C24 -123.3(3) 2_676 . . . ? O4 Cd1 O3 C24 -2.2(2) . . . . ? N2 Cd1 O3 Cd1 162.57(19) . . . 2_676 ? O2 Cd1 O3 Cd1 -70.88(11) . . . 2_676 ? O5 Cd1 O3 Cd1 -152.18(12) . . . 2_676 ? N1 Cd1 O3 Cd1 64.85(14) . . . 2_676 ? O3 Cd1 O3 Cd1 0.0 2_676 . . 2_676 ? O4 Cd1 O3 Cd1 121.09(16) . . . 2_676 ? O3 C24 O4 Cd1 -3.9(4) . . . . ? C23 C24 O4 Cd1 171.6(3) 2_676 . . . ? N2 Cd1 O4 C24 -159.3(2) . . . . ? O2 Cd1 O4 C24 -22.9(4) . . . . ? O3 Cd1 O4 C24 2.3(2) . . . . ? O5 Cd1 O4 C24 -81.3(2) . . . . ? N1 Cd1 O4 C24 134.1(3) . . . . ? O3 Cd1 O4 C24 59.2(3) 2_676 . . . ? O6 C25 O5 Cd1 50.3(6) . . . . ? C26 C25 O5 Cd1 -129.3(3) 2_666 . . . ? N2 Cd1 O5 C25 -150.9(4) . . . . ? O2 Cd1 O5 C25 -54.0(4) . . . . ? O3 Cd1 O5 C25 48.5(4) . . . . ? N1 Cd1 O5 C25 169.2(3) . . . . ? O3 Cd1 O5 C25 3.2(4) 2_676 . . . ? O4 Cd1 O5 C25 101.8(4) . . . . ? O5 C25 O6 Cd2 26.1(5) . . . . ? C26 C25 O6 Cd2 -154.2(2) 2_666 . . . ? O7 Cd2 O6 C25 35.8(3) . . . . ? N4 Cd2 O6 C25 152.5(3) . . . . ? O1 Cd2 O6 C25 -52.5(3) . . . . ? N5 Cd2 O6 C25 -138.2(3) . . . . ? O2 Cd2 O6 C25 -57.2(3) . . . . ? O8 C32 O7 Cd2 -20.9(5) . . . . ? C31 C32 O7 Cd2 151.5(3) . . . . ? O6 Cd2 O7 C32 145.6(3) . . . . ? N4 Cd2 O7 C32 45.1(3) . . . . ? O1 Cd2 O7 C32 -68.9(3) . . . . ? N5 Cd2 O7 C32 -77.4(7) . . . . ? O2 Cd2 O7 C32 -122.3(3) . . . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 25.30 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 1.514 _refine_diff_density_min -0.725 _refine_diff_density_rms 0.089 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 663109' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H11 Cd N3 O5' _chemical_formula_weight 437.68 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 P2(1)/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 7.3551(16) _cell_length_b 9.606(2) _cell_length_c 22.972(5) _cell_angle_alpha 90.00 _cell_angle_beta 95.222(3) _cell_angle_gamma 90.00 _cell_volume 1616.3(6) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1806 _cell_measurement_theta_min 2.2995 _cell_measurement_theta_max 22.0545 _exptl_crystal_description bar _exptl_crystal_colour colourless _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 1.799 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 864 _exptl_absorpt_coefficient_mu 1.384 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6736 _exptl_absorpt_correction_T_max 0.9340 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD area-detecter' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8274 _diffrn_reflns_av_R_equivalents 0.0402 _diffrn_reflns_av_sigmaI/netI 0.0498 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 25.30 _reflns_number_total 2920 _reflns_number_gt 2394 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997a)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997b)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0390P)^2^+2.3352P] 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 2920 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0688 _refine_ls_R_factor_gt 0.0535 _refine_ls_wR_factor_ref 0.1118 _refine_ls_wR_factor_gt 0.1046 _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_restrained_S_all 1.093 _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 Cd1 Cd 0.75520(6) 0.79322(4) 0.069751(19) 0.04921(18) Uani 1 1 d . . . C1 C 0.6675(9) 0.5036(8) 0.1362(3) 0.0687(19) Uani 1 1 d . . . H1 H 0.6588 0.5625 0.1680 0.082 Uiso 1 1 calc R . . C2 C 0.6398(11) 0.3621(9) 0.1433(4) 0.086(2) Uani 1 1 d . . . H2 H 0.6149 0.3266 0.1794 0.103 Uiso 1 1 calc R . . C3 C 0.6495(11) 0.2765(9) 0.0971(5) 0.086(2) Uani 1 1 d . . . H3 H 0.6290 0.1815 0.1010 0.103 Uiso 1 1 calc R . . C4 C 0.6890(10) 0.3293(7) 0.0450(4) 0.072(2) Uani 1 1 d . . . H4 H 0.6958 0.2711 0.0129 0.087 Uiso 1 1 calc R . . C5 C 0.7192(8) 0.4707(6) 0.0402(3) 0.0531(16) Uani 1 1 d . . . C6 C 0.7655(7) 0.5360(6) -0.0138(3) 0.0506(15) Uani 1 1 d . . . C7 C 0.7892(8) 0.4811(8) -0.0690(3) 0.0638(19) Uani 1 1 d . . . H7 H 0.7766 0.3887 -0.0808 0.077 Uiso 1 1 calc R . . C8 C 0.8344(9) 0.5911(8) -0.1017(3) 0.0665(19) Uani 1 1 d . . . H8 H 0.8580 0.5885 -0.1408 0.080 Uiso 1 1 calc R . . C9 C 1.0889(8) 0.9440(7) 0.1162(2) 0.0466(14) Uani 1 1 d . . . C10 C 1.2050(7) 0.9990(6) 0.1689(2) 0.0410(13) Uani 1 1 d . . . C11 C 1.1149(10) 1.0770(7) 0.2082(3) 0.0674(19) Uani 1 1 d . . . H11 H 0.9892 1.0894 0.2020 0.081 Uiso 1 1 calc R . . C12 C 1.2101(12) 1.1365(8) 0.2566(3) 0.079(2) Uani 1 1 d . . . H12 H 1.1490 1.1884 0.2829 0.094 Uiso 1 1 calc R . . C13 C 1.3949(12) 1.1185(8) 0.2655(3) 0.075(2) Uani 1 1 d . . . H13 H 1.4599 1.1599 0.2975 0.091 Uiso 1 1 calc R . . C14 C 1.4838(9) 1.0407(7) 0.2279(3) 0.0598(17) Uani 1 1 d . . . H14 H 1.6090 1.0274 0.2352 0.072 Uiso 1 1 calc R . . C15 C 1.3919(8) 0.9806(6) 0.1790(2) 0.0421(13) Uani 1 1 d . . . C16 C 0.4983(8) 0.9002(6) 0.1376(3) 0.0513(15) Uani 1 1 d . . . N1 N 0.7061(6) 0.5580(5) 0.0855(2) 0.0514(12) Uani 1 1 d . . . N2 N 0.7970(7) 0.6729(5) -0.0140(2) 0.0508(12) Uani 1 1 d . . . N3 N 0.8390(7) 0.7029(6) -0.0680(2) 0.0577(13) Uani 1 1 d . . . H3A H 0.8657 0.7850 -0.0795 0.069 Uiso 1 1 calc R . . O1 O 1.0447(7) 1.0278(5) 0.0764(2) 0.0777(15) Uani 1 1 d . . . O1W O 0.7118(7) 0.9917(4) 0.0144(2) 0.0706(13) Uani 1 1 d . . . O2 O 1.0331(6) 0.8220(4) 0.11749(19) 0.0572(11) Uani 1 1 d . . . O3 O 0.6616(7) 0.8742(7) 0.1536(2) 0.0983(19) Uani 1 1 d . . . O4 O 0.4294(6) 0.8667(5) 0.08902(18) 0.0632(12) 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 Cd1 0.0546(3) 0.0480(3) 0.0439(3) -0.0078(2) -0.00200(19) 0.0090(2) C1 0.056(4) 0.065(5) 0.087(5) -0.001(4) 0.013(4) 0.000(4) C2 0.076(5) 0.082(6) 0.100(7) 0.024(5) 0.008(5) -0.017(5) C3 0.083(6) 0.060(5) 0.113(8) 0.010(5) 0.001(5) 0.002(4) C4 0.064(4) 0.046(4) 0.104(6) -0.001(4) -0.007(4) 0.003(3) C5 0.041(3) 0.041(3) 0.075(5) -0.006(3) -0.013(3) 0.009(3) C6 0.037(3) 0.048(4) 0.065(4) -0.013(3) -0.006(3) 0.005(3) C7 0.054(4) 0.060(4) 0.075(5) -0.030(4) -0.006(4) 0.013(3) C8 0.064(4) 0.081(5) 0.054(4) -0.026(4) 0.001(3) 0.008(4) C9 0.041(3) 0.057(4) 0.043(3) -0.005(3) 0.014(3) -0.007(3) C10 0.050(3) 0.042(3) 0.033(3) 0.002(2) 0.014(2) 0.001(3) C11 0.070(4) 0.078(5) 0.057(4) -0.009(4) 0.021(3) 0.011(4) C12 0.113(7) 0.071(5) 0.057(5) -0.030(4) 0.034(4) 0.007(5) C13 0.098(6) 0.083(5) 0.045(4) -0.022(4) 0.003(4) -0.019(5) C14 0.064(4) 0.076(5) 0.038(3) -0.007(3) 0.000(3) -0.010(4) C15 0.048(3) 0.042(3) 0.037(3) -0.003(2) 0.008(2) -0.009(3) C16 0.048(4) 0.053(4) 0.054(4) -0.008(3) 0.008(3) -0.006(3) N1 0.039(3) 0.046(3) 0.070(4) 0.006(3) 0.008(2) -0.003(2) N2 0.053(3) 0.047(3) 0.050(3) -0.010(2) -0.004(2) 0.004(2) N3 0.055(3) 0.065(3) 0.052(3) -0.008(3) 0.001(2) 0.003(3) O1 0.091(4) 0.081(3) 0.056(3) 0.020(3) -0.021(3) -0.015(3) O1W 0.098(4) 0.050(3) 0.066(3) 0.012(2) 0.024(3) 0.011(2) O2 0.051(2) 0.059(3) 0.061(3) -0.007(2) 0.002(2) -0.015(2) O3 0.059(3) 0.155(5) 0.079(4) -0.039(4) -0.003(3) 0.030(3) O4 0.055(3) 0.084(3) 0.052(3) -0.027(2) 0.013(2) -0.004(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 O3 2.243(5) . ? Cd1 O2 2.247(4) . ? Cd1 N2 2.290(5) . ? Cd1 O1W 2.299(4) . ? Cd1 N1 2.321(5) . ? Cd1 O4 2.575(4) . ? Cd1 C16 2.756(6) . ? C1 N1 1.330(8) . ? C1 C2 1.387(10) . ? C1 H1 0.9300 . ? C2 C3 1.350(12) . ? C2 H2 0.9300 . ? C3 C4 1.355(11) . ? C3 H3 0.9300 . ? C4 C5 1.382(9) . ? C4 H4 0.9300 . ? C5 N1 1.348(8) . ? C5 C6 1.458(9) . ? C6 N2 1.335(7) . ? C6 C7 1.399(8) . ? C7 C8 1.355(10) . ? C7 H7 0.9300 . ? C8 N3 1.322(8) . ? C8 H8 0.9300 . ? C9 O1 1.239(7) . ? C9 O2 1.243(7) . ? C9 C10 1.510(8) . ? C10 C11 1.388(8) . ? C10 C15 1.384(7) . ? C11 C12 1.383(9) . ? C11 H11 0.9300 . ? C12 C13 1.366(11) . ? C12 H12 0.9300 . ? C13 C14 1.353(10) . ? C13 H13 0.9300 . ? C14 C15 1.384(8) . ? C14 H14 0.9300 . ? C15 C16 1.500(8) 1_655 ? C16 O4 1.227(7) . ? C16 O3 1.249(7) . ? C16 C15 1.500(8) 1_455 ? N2 N3 1.337(7) . ? N3 H3A 0.8600 . ? 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 Cd1 O2 82.80(17) . . ? O3 Cd1 N2 166.5(2) . . ? O2 Cd1 N2 106.66(16) . . ? O3 Cd1 O1W 98.6(2) . . ? O2 Cd1 O1W 104.03(17) . . ? N2 Cd1 O1W 88.63(17) . . ? O3 Cd1 N1 98.0(2) . . ? O2 Cd1 N1 101.02(16) . . ? N2 Cd1 N1 71.01(19) . . ? O1W Cd1 N1 151.40(17) . . ? O3 Cd1 O4 52.71(15) . . ? O2 Cd1 O4 134.57(14) . . ? N2 Cd1 O4 118.76(15) . . ? O1W Cd1 O4 77.47(16) . . ? N1 Cd1 O4 94.56(16) . . ? O3 Cd1 C16 26.48(16) . . ? O2 Cd1 C16 108.54(17) . . ? N2 Cd1 C16 144.62(18) . . ? O1W Cd1 C16 86.33(17) . . ? N1 Cd1 C16 98.63(18) . . ? O4 Cd1 C16 26.33(14) . . ? N1 C1 C2 122.2(7) . . ? N1 C1 H1 118.9 . . ? C2 C1 H1 118.9 . . ? C3 C2 C1 119.1(8) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? C2 C3 C4 119.8(8) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C3 C4 C5 119.2(8) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? N1 C5 C4 121.8(7) . . ? N1 C5 C6 115.4(5) . . ? C4 C5 C6 122.9(7) . . ? N2 C6 C7 109.4(6) . . ? N2 C6 C5 118.7(5) . . ? C7 C6 C5 131.9(6) . . ? C8 C7 C6 105.4(6) . . ? C8 C7 H7 127.3 . . ? C6 C7 H7 127.3 . . ? N3 C8 C7 107.7(6) . . ? N3 C8 H8 126.2 . . ? C7 C8 H8 126.2 . . ? O1 C9 O2 124.3(6) . . ? O1 C9 C10 117.1(5) . . ? O2 C9 C10 118.3(5) . . ? C11 C10 C15 119.0(5) . . ? C11 C10 C9 116.2(5) . . ? C15 C10 C9 124.8(5) . . ? C12 C11 C10 120.6(7) . . ? C12 C11 H11 119.7 . . ? C10 C11 H11 119.7 . . ? C13 C12 C11 119.5(6) . . ? C13 C12 H12 120.3 . . ? C11 C12 H12 120.3 . . ? C12 C13 C14 120.4(6) . . ? C12 C13 H13 119.8 . . ? C14 C13 H13 119.8 . . ? C13 C14 C15 121.3(7) . . ? C13 C14 H14 119.4 . . ? C15 C14 H14 119.4 . . ? C14 C15 C10 119.2(5) . . ? C14 C15 C16 119.0(5) . 1_655 ? C10 C15 C16 121.8(5) . 1_655 ? O4 C16 O3 121.4(6) . . ? O4 C16 C15 121.1(6) . 1_455 ? O3 C16 C15 117.4(5) . 1_455 ? O4 C16 Cd1 68.6(3) . . ? O3 C16 Cd1 53.2(3) . . ? C15 C16 Cd1 167.2(4) 1_455 . ? C1 N1 C5 117.9(6) . . ? C1 N1 Cd1 124.6(5) . . ? C5 N1 Cd1 117.5(4) . . ? C6 N2 N3 105.7(5) . . ? C6 N2 Cd1 117.3(4) . . ? N3 N2 Cd1 137.0(4) . . ? C8 N3 N2 111.8(6) . . ? C8 N3 H3A 124.1 . . ? N2 N3 H3A 124.1 . . ? C9 O2 Cd1 113.1(4) . . ? C16 O3 Cd1 100.3(4) . . ? C16 O4 Cd1 85.1(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 C1 C2 C3 -1.0(12) . . . . ? C1 C2 C3 C4 1.2(12) . . . . ? C2 C3 C4 C5 0.1(11) . . . . ? C3 C4 C5 N1 -1.6(10) . . . . ? C3 C4 C5 C6 178.9(6) . . . . ? N1 C5 C6 N2 2.2(8) . . . . ? C4 C5 C6 N2 -178.2(6) . . . . ? N1 C5 C6 C7 -179.4(6) . . . . ? C4 C5 C6 C7 0.1(10) . . . . ? N2 C6 C7 C8 -0.5(7) . . . . ? C5 C6 C7 C8 -178.9(6) . . . . ? C6 C7 C8 N3 0.6(7) . . . . ? O1 C9 C10 C11 77.0(7) . . . . ? O2 C9 C10 C11 -97.8(7) . . . . ? O1 C9 C10 C15 -100.8(7) . . . . ? O2 C9 C10 C15 84.5(7) . . . . ? C15 C10 C11 C12 0.5(10) . . . . ? C9 C10 C11 C12 -177.5(6) . . . . ? C10 C11 C12 C13 0.3(12) . . . . ? C11 C12 C13 C14 -1.3(12) . . . . ? C12 C13 C14 C15 1.7(12) . . . . ? C13 C14 C15 C10 -0.9(10) . . . . ? C13 C14 C15 C16 177.6(6) . . . 1_655 ? C11 C10 C15 C14 -0.1(8) . . . . ? C9 C10 C15 C14 177.6(5) . . . . ? C11 C10 C15 C16 -178.6(5) . . . 1_655 ? C9 C10 C15 C16 -0.9(9) . . . 1_655 ? O3 Cd1 C16 O4 -173.4(7) . . . . ? O2 Cd1 C16 O4 172.4(3) . . . . ? N2 Cd1 C16 O4 -13.6(6) . . . . ? O1W Cd1 C16 O4 68.9(4) . . . . ? N1 Cd1 C16 O4 -82.8(4) . . . . ? O2 Cd1 C16 O3 -14.1(5) . . . . ? N2 Cd1 C16 O3 159.9(5) . . . . ? O1W Cd1 C16 O3 -117.7(5) . . . . ? N1 Cd1 C16 O3 90.6(5) . . . . ? O4 Cd1 C16 O3 173.4(7) . . . . ? O3 Cd1 C16 C15 45.7(18) . . . 1_455 ? O2 Cd1 C16 C15 32(2) . . . 1_455 ? N2 Cd1 C16 C15 -154.4(18) . . . 1_455 ? O1W Cd1 C16 C15 -72(2) . . . 1_455 ? N1 Cd1 C16 C15 136.4(19) . . . 1_455 ? O4 Cd1 C16 C15 -141(2) . . . 1_455 ? C2 C1 N1 C5 -0.4(9) . . . . ? C2 C1 N1 Cd1 -179.9(5) . . . . ? C4 C5 N1 C1 1.7(9) . . . . ? C6 C5 N1 C1 -178.8(5) . . . . ? C4 C5 N1 Cd1 -178.8(5) . . . . ? C6 C5 N1 Cd1 0.7(6) . . . . ? O3 Cd1 N1 C1 -10.7(5) . . . . ? O2 Cd1 N1 C1 73.5(5) . . . . ? N2 Cd1 N1 C1 177.4(5) . . . . ? O1W Cd1 N1 C1 -135.7(5) . . . . ? O4 Cd1 N1 C1 -63.7(5) . . . . ? C16 Cd1 N1 C1 -37.5(5) . . . . ? O3 Cd1 N1 C5 169.8(4) . . . . ? O2 Cd1 N1 C5 -106.0(4) . . . . ? N2 Cd1 N1 C5 -2.0(4) . . . . ? O1W Cd1 N1 C5 44.8(6) . . . . ? O4 Cd1 N1 C5 116.9(4) . . . . ? C16 Cd1 N1 C5 143.1(4) . . . . ? C7 C6 N2 N3 0.1(6) . . . . ? C5 C6 N2 N3 178.8(5) . . . . ? C7 C6 N2 Cd1 177.2(4) . . . . ? C5 C6 N2 Cd1 -4.1(7) . . . . ? O3 Cd1 N2 C6 -33.8(10) . . . . ? O2 Cd1 N2 C6 99.4(4) . . . . ? O1W Cd1 N2 C6 -156.4(4) . . . . ? N1 Cd1 N2 C6 3.2(4) . . . . ? O4 Cd1 N2 C6 -81.5(4) . . . . ? C16 Cd1 N2 C6 -74.7(5) . . . . ? O3 Cd1 N2 N3 142.1(8) . . . . ? O2 Cd1 N2 N3 -84.7(5) . . . . ? O1W Cd1 N2 N3 19.5(5) . . . . ? N1 Cd1 N2 N3 179.1(6) . . . . ? O4 Cd1 N2 N3 94.4(5) . . . . ? C16 Cd1 N2 N3 101.2(6) . . . . ? C7 C8 N3 N2 -0.6(7) . . . . ? C6 N2 N3 C8 0.3(6) . . . . ? Cd1 N2 N3 C8 -175.9(4) . . . . ? O1 C9 O2 Cd1 -28.5(7) . . . . ? C10 C9 O2 Cd1 145.9(4) . . . . ? O3 Cd1 O2 C9 -81.8(4) . . . . ? N2 Cd1 O2 C9 108.1(4) . . . . ? O1W Cd1 O2 C9 15.3(4) . . . . ? N1 Cd1 O2 C9 -178.6(4) . . . . ? O4 Cd1 O2 C9 -70.8(4) . . . . ? C16 Cd1 O2 C9 -75.5(4) . . . . ? O4 C16 O3 Cd1 7.2(8) . . . . ? C15 C16 O3 Cd1 -169.7(4) 1_455 . . . ? O2 Cd1 O3 C16 166.5(5) . . . . ? N2 Cd1 O3 C16 -58.3(11) . . . . ? O1W Cd1 O3 C16 63.3(5) . . . . ? N1 Cd1 O3 C16 -93.3(5) . . . . ? O4 Cd1 O3 C16 -3.7(4) . . . . ? O3 C16 O4 Cd1 -6.2(7) . . . . ? C15 C16 O4 Cd1 170.6(5) 1_455 . . . ? O3 Cd1 O4 C16 3.7(4) . . . . ? O2 Cd1 O4 C16 -10.1(5) . . . . ? N2 Cd1 O4 C16 171.1(4) . . . . ? O1W Cd1 O4 C16 -107.5(4) . . . . ? N1 Cd1 O4 C16 100.3(4) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.30 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.922 _refine_diff_density_min -0.786 _refine_diff_density_rms 0.094 #===END data_4 _database_code_depnum_ccdc_archive 'CCDC 663110' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H19 N3 O8 Zn' _chemical_formula_weight 446.71 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 7.4891(16) _cell_length_b 10.087(2) _cell_length_c 13.503(3) _cell_angle_alpha 106.572(3) _cell_angle_beta 92.805(3) _cell_angle_gamma 110.518(2) _cell_volume 903.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2539 _cell_measurement_theta_min 2.321 _cell_measurement_theta_max 27.005 _exptl_crystal_description plan _exptl_crystal_colour colourless _exptl_crystal_size_max 0.90 _exptl_crystal_size_mid 0.58 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 1.643 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 460 _exptl_absorpt_coefficient_mu 1.412 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.3630 _exptl_absorpt_correction_T_max 0.7559 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD area-detecter' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4355 _diffrn_reflns_av_R_equivalents 0.0253 _diffrn_reflns_av_sigmaI/netI 0.0507 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 25.01 _reflns_number_total 3099 _reflns_number_gt 2741 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997a)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997b)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0654P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3099 _refine_ls_number_parameters 281 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0442 _refine_ls_R_factor_gt 0.0389 _refine_ls_wR_factor_ref 0.1046 _refine_ls_wR_factor_gt 0.1013 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _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 Zn1 Zn 0.60479(4) 0.60556(3) 0.71526(2) 0.03243(15) Uani 1 1 d . . . C1 C 1.0405(4) 0.7900(4) 0.8068(2) 0.0429(7) Uani 1 1 d . . . H1 H 1.0576 0.7763 0.7373 0.051 Uiso 1 1 calc R . . C2 C 1.1997(5) 0.8677(4) 0.8837(3) 0.0495(8) Uani 1 1 d . . . H2 H 1.3219 0.9064 0.8666 0.059 Uiso 1 1 calc R . . C3 C 1.1764(5) 0.8876(4) 0.9861(3) 0.0530(9) Uani 1 1 d . . . H3 H 1.2828 0.9387 1.0396 0.064 Uiso 1 1 calc R . . C4 C 0.9944(5) 0.8311(4) 1.0086(2) 0.0479(8) Uani 1 1 d . . . H4 H 0.9757 0.8437 1.0777 0.058 Uiso 1 1 calc R . . C5 C 0.8391(4) 0.7555(3) 0.9282(2) 0.0341(6) Uani 1 1 d . . . C6 C 0.6398(4) 0.6964(3) 0.9465(2) 0.0369(7) Uani 1 1 d . . . C7 C 0.5638(5) 0.7053(4) 1.0393(3) 0.0488(8) Uani 1 1 d . . . H7 H 0.6306 0.7535 1.1075 0.059 Uiso 1 1 calc R . . C8 C 0.3690(5) 0.6273(4) 1.0075(3) 0.0519(9) Uani 1 1 d . . . H8 H 0.2765 0.6117 1.0510 0.062 Uiso 1 1 calc R . . C9 C 0.4911(5) 0.3177(3) 0.6605(3) 0.0450(8) Uani 1 1 d . . . C10 C 0.4107(4) 0.1494(3) 0.6248(2) 0.0330(6) Uani 1 1 d . . . C11 C 0.2646(4) 0.0685(3) 0.5393(2) 0.0377(7) Uani 1 1 d . . . H14 H 0.2139 0.1180 0.5044 0.045 Uiso 1 1 calc R . . C12 C 0.1938(4) -0.0863(3) 0.5057(2) 0.0394(7) Uani 1 1 d . . . H13 H 0.0941 -0.1405 0.4488 0.047 Uiso 1 1 calc R . . C13 C 0.2702(4) -0.1609(3) 0.5560(2) 0.0331(6) Uani 1 1 d . . . H12 H 0.2221 -0.2649 0.5328 0.040 Uiso 1 1 calc R . . C14 C 0.4187(4) -0.0805(3) 0.6411(2) 0.0290(6) Uani 1 1 d . . . C15 C 0.4861(4) 0.0746(3) 0.6755(2) 0.0315(6) Uani 1 1 d . . . H16 H 0.5835 0.1291 0.7335 0.038 Uiso 1 1 calc R . . C16 C 0.5151(4) -0.1586(3) 0.6917(2) 0.0321(6) Uani 1 1 d . . . N1 N 0.8614(3) 0.7329(3) 0.82714(18) 0.0326(5) Uani 1 1 d . . . N2 N 0.4998(3) 0.6197(3) 0.86319(19) 0.0368(6) Uani 1 1 d . . . N3 N 0.3355(4) 0.5775(3) 0.9029(2) 0.0449(6) Uani 1 1 d . . . H3A H 0.2228 0.5249 0.8655 0.054 Uiso 1 1 calc R . . O1 O 0.6435(4) 0.3898(2) 0.7247(2) 0.0584(7) Uani 1 1 d . . . O1W O 0.7656(4) 0.6192(3) 0.58991(19) 0.0492(6) Uani 1 1 d . . . H1WA H 0.8495 0.5858 0.5952 0.074 Uiso 1 1 calc R . . H1WB H 0.725(5) 0.607(4) 0.536(3) 0.050(12) Uiso 1 1 d . . . O2 O 0.4022(4) 0.3837(3) 0.6240(2) 0.0562(6) Uani 1 1 d . . . O2W O 0.0493(4) 0.5027(3) 0.6109(2) 0.0521(6) Uani 1 1 d . . . H2WB H 0.038(5) 0.446(5) 0.657(3) 0.066(11) Uiso 1 1 d . . . H2WA H 0.167(7) 0.563(6) 0.626(4) 0.091(16) Uiso 1 1 d . . . O3 O 0.4444(3) -0.3009(2) 0.65893(16) 0.0367(5) Uani 1 1 d . . . O3W O 1.0088(5) 0.0958(4) 0.7361(2) 0.0625(7) Uani 1 1 d . . . H3WA H 0.905(8) 0.022(6) 0.737(4) 0.097(18) Uiso 1 1 d . . . H3WB H 1.080(7) 0.067(6) 0.701(4) 0.092(18) Uiso 1 1 d . . . O4 O 0.6580(3) -0.0836(2) 0.76021(18) 0.0508(6) Uani 1 1 d . . . O4W O 0.9859(5) 0.3743(4) 0.7802(3) 0.0766(10) Uani 1 1 d . . . H4WA H 0.883(5) 0.377(4) 0.773(3) 0.049(11) Uiso 1 1 d . . . H4WB H 0.990(7) 0.293(6) 0.764(4) 0.10(2) Uiso 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 Zn1 0.0365(2) 0.0214(2) 0.0347(2) 0.00460(14) -0.00135(14) 0.00997(15) C1 0.0462(18) 0.0371(18) 0.0399(17) 0.0057(14) 0.0075(14) 0.0147(14) C2 0.0389(17) 0.042(2) 0.055(2) 0.0020(15) 0.0037(15) 0.0129(15) C3 0.0468(19) 0.048(2) 0.052(2) 0.0008(16) -0.0089(15) 0.0184(16) C4 0.056(2) 0.048(2) 0.0346(17) 0.0051(14) -0.0010(14) 0.0214(17) C5 0.0463(16) 0.0213(14) 0.0318(15) 0.0033(11) 0.0006(12) 0.0146(13) C6 0.0484(17) 0.0266(15) 0.0365(16) 0.0089(12) 0.0054(13) 0.0164(13) C7 0.064(2) 0.044(2) 0.0367(17) 0.0079(14) 0.0081(15) 0.0227(17) C8 0.062(2) 0.054(2) 0.050(2) 0.0218(17) 0.0257(17) 0.0277(18) C9 0.0523(19) 0.0219(16) 0.063(2) 0.0120(15) 0.0289(17) 0.0161(15) C10 0.0340(14) 0.0176(14) 0.0485(17) 0.0096(12) 0.0163(13) 0.0106(12) C11 0.0432(16) 0.0367(17) 0.0437(17) 0.0192(14) 0.0117(13) 0.0220(14) C12 0.0455(17) 0.0306(17) 0.0366(16) 0.0049(13) -0.0005(13) 0.0137(14) C13 0.0374(15) 0.0163(14) 0.0385(16) 0.0033(11) 0.0040(12) 0.0067(12) C14 0.0316(14) 0.0200(14) 0.0340(14) 0.0068(11) 0.0095(11) 0.0091(11) C15 0.0297(13) 0.0217(14) 0.0365(15) 0.0031(11) 0.0055(11) 0.0069(11) C16 0.0334(14) 0.0264(16) 0.0359(15) 0.0087(12) 0.0094(12) 0.0113(12) N1 0.0359(12) 0.0206(12) 0.0366(13) 0.0045(10) 0.0008(10) 0.0097(10) N2 0.0405(14) 0.0297(14) 0.0398(14) 0.0110(11) 0.0039(11) 0.0136(11) N3 0.0401(14) 0.0391(16) 0.0573(17) 0.0171(13) 0.0096(12) 0.0159(12) O1 0.0525(14) 0.0193(12) 0.0852(18) 0.0008(11) 0.0098(13) 0.0054(10) O1W 0.0527(14) 0.0604(16) 0.0387(14) 0.0119(12) 0.0100(11) 0.0293(12) O2 0.0776(16) 0.0297(12) 0.0748(16) 0.0216(11) 0.0214(13) 0.0315(12) O2W 0.0512(15) 0.0429(15) 0.0583(15) 0.0159(12) 0.0018(12) 0.0148(12) O3 0.0413(11) 0.0214(11) 0.0463(11) 0.0101(9) 0.0012(9) 0.0121(9) O3W 0.0589(18) 0.075(2) 0.0529(16) 0.0211(14) 0.0148(14) 0.0233(17) O4 0.0475(13) 0.0332(13) 0.0611(15) 0.0108(11) -0.0142(11) 0.0095(10) O4W 0.0472(17) 0.057(2) 0.114(3) 0.0284(19) -0.0089(16) 0.0078(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 2.0067(18) 1_565 ? Zn1 N1 2.122(2) . ? Zn1 O1W 2.133(2) . ? Zn1 O2 2.166(3) . ? Zn1 N2 2.168(2) . ? Zn1 O1 2.331(2) . ? C1 N1 1.338(4) . ? C1 C2 1.369(4) . ? C1 H1 0.9300 . ? C2 C3 1.368(5) . ? C2 H2 0.9300 . ? C3 C4 1.367(5) . ? C3 H3 0.9300 . ? C4 C5 1.377(4) . ? C4 H4 0.9300 . ? C5 N1 1.346(4) . ? C5 C6 1.463(4) . ? C6 N2 1.335(4) . ? C6 C7 1.394(4) . ? C7 C8 1.369(5) . ? C7 H7 0.9300 . ? C8 N3 1.335(4) . ? C8 H8 0.9300 . ? C9 O1 1.243(4) . ? C9 O2 1.262(4) . ? C9 C10 1.505(4) . ? C10 C11 1.382(4) . ? C10 C15 1.382(4) . ? C11 C12 1.384(4) . ? C11 H14 0.9300 . ? C12 C13 1.383(4) . ? C12 H13 0.9300 . ? C13 C14 1.387(4) . ? C13 H12 0.9300 . ? C14 C15 1.389(4) . ? C14 C16 1.506(4) . ? C15 H16 0.9300 . ? C16 O4 1.228(3) . ? C16 O3 1.271(3) . ? N2 N3 1.346(3) . ? N3 H3A 0.8600 . ? O1W H1WA 0.8200 . ? O1W H1WB 0.73(3) . ? O2W H2WB 0.95(4) . ? O2W H2WA 0.85(5) . ? O3 Zn1 2.0067(18) 1_545 ? O3W H3WA 0.87(5) . ? O3W H3WB 0.81(5) . ? O4W H4WA 0.78(4) . ? O4W H4WB 0.80(5) . ? 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 N1 122.81(9) 1_565 . ? O3 Zn1 O1W 89.17(9) 1_565 . ? N1 Zn1 O1W 90.88(10) . . ? O3 Zn1 O2 91.01(8) 1_565 . ? N1 Zn1 O2 146.14(9) . . ? O1W Zn1 O2 91.46(10) . . ? O3 Zn1 N2 97.12(8) 1_565 . ? N1 Zn1 N2 77.14(9) . . ? O1W Zn1 N2 168.01(10) . . ? O2 Zn1 N2 98.59(9) . . ? O3 Zn1 O1 148.77(9) 1_565 . ? N1 Zn1 O1 88.29(9) . . ? O1W Zn1 O1 93.48(9) . . ? O2 Zn1 O1 57.85(9) . . ? N2 Zn1 O1 86.44(9) . . ? N1 C1 C2 122.9(3) . . ? N1 C1 H1 118.6 . . ? C2 C1 H1 118.6 . . ? C3 C2 C1 119.1(3) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? C4 C3 C2 119.0(3) . . ? C4 C3 H3 120.5 . . ? C2 C3 H3 120.5 . . ? C3 C4 C5 119.6(3) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? N1 C5 C4 121.8(3) . . ? N1 C5 C6 115.7(2) . . ? C4 C5 C6 122.6(3) . . ? N2 C6 C7 111.0(3) . . ? N2 C6 C5 118.0(2) . . ? C7 C6 C5 131.0(3) . . ? C8 C7 C6 104.6(3) . . ? C8 C7 H7 127.7 . . ? C6 C7 H7 127.7 . . ? N3 C8 C7 107.7(3) . . ? N3 C8 H8 126.1 . . ? C7 C8 H8 126.1 . . ? O1 C9 O2 120.9(3) . . ? O1 C9 C10 120.0(3) . . ? O2 C9 C10 119.1(3) . . ? C11 C10 C15 119.5(2) . . ? C11 C10 C9 120.2(3) . . ? C15 C10 C9 120.3(3) . . ? C10 C11 C12 119.9(3) . . ? C10 C11 H14 120.0 . . ? C12 C11 H14 120.0 . . ? C13 C12 C11 120.5(3) . . ? C13 C12 H13 119.7 . . ? C11 C12 H13 119.7 . . ? C12 C13 C14 119.9(2) . . ? C12 C13 H12 120.0 . . ? C14 C13 H12 120.0 . . ? C13 C14 C15 119.1(2) . . ? C13 C14 C16 120.9(2) . . ? C15 C14 C16 119.9(2) . . ? C10 C15 C14 121.0(3) . . ? C10 C15 H16 119.5 . . ? C14 C15 H16 119.5 . . ? O4 C16 O3 123.5(3) . . ? O4 C16 C14 119.2(2) . . ? O3 C16 C14 117.2(2) . . ? C1 N1 C5 117.8(3) . . ? C1 N1 Zn1 126.5(2) . . ? C5 N1 Zn1 115.71(19) . . ? C6 N2 N3 105.1(2) . . ? C6 N2 Zn1 113.36(19) . . ? N3 N2 Zn1 141.6(2) . . ? C8 N3 N2 111.6(3) . . ? C8 N3 H3A 124.2 . . ? N2 N3 H3A 124.2 . . ? C9 O1 Zn1 87.05(19) . . ? Zn1 O1W H1WA 109.5 . . ? Zn1 O1W H1WB 125(3) . . ? H1WA O1W H1WB 115.2 . . ? C9 O2 Zn1 94.1(2) . . ? H2WB O2W H2WA 105(3) . . ? C16 O3 Zn1 114.26(17) . 1_545 ? H3WA O3W H3WB 111(5) . . ? H4WA O4W H4WB 116(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 N1 C1 C2 C3 0.5(5) . . . . ? C1 C2 C3 C4 -1.0(5) . . . . ? C2 C3 C4 C5 0.1(5) . . . . ? C3 C4 C5 N1 1.3(5) . . . . ? C3 C4 C5 C6 -177.9(3) . . . . ? N1 C5 C6 N2 3.3(4) . . . . ? C4 C5 C6 N2 -177.4(3) . . . . ? N1 C5 C6 C7 -176.7(3) . . . . ? C4 C5 C6 C7 2.5(5) . . . . ? N2 C6 C7 C8 0.9(3) . . . . ? C5 C6 C7 C8 -179.1(3) . . . . ? C6 C7 C8 N3 -0.3(4) . . . . ? O1 C9 C10 C11 -167.2(3) . . . . ? O2 C9 C10 C11 12.4(4) . . . . ? O1 C9 C10 C15 10.9(4) . . . . ? O2 C9 C10 C15 -169.4(3) . . . . ? C15 C10 C11 C12 0.6(4) . . . . ? C9 C10 C11 C12 178.8(3) . . . . ? C10 C11 C12 C13 -1.0(4) . . . . ? C11 C12 C13 C14 0.1(4) . . . . ? C12 C13 C14 C15 1.1(4) . . . . ? C12 C13 C14 C16 -175.0(2) . . . . ? C11 C10 C15 C14 0.7(4) . . . . ? C9 C10 C15 C14 -177.5(2) . . . . ? C13 C14 C15 C10 -1.5(4) . . . . ? C16 C14 C15 C10 174.7(2) . . . . ? C13 C14 C16 O4 173.1(3) . . . . ? C15 C14 C16 O4 -3.1(4) . . . . ? C13 C14 C16 O3 -5.6(4) . . . . ? C15 C14 C16 O3 178.3(2) . . . . ? C2 C1 N1 C5 0.9(4) . . . . ? C2 C1 N1 Zn1 -178.1(2) . . . . ? C4 C5 N1 C1 -1.7(4) . . . . ? C6 C5 N1 C1 177.5(2) . . . . ? C4 C5 N1 Zn1 177.4(2) . . . . ? C6 C5 N1 Zn1 -3.4(3) . . . . ? O3 Zn1 N1 C1 -88.8(2) 1_565 . . . ? O1W Zn1 N1 C1 0.8(2) . . . . ? O2 Zn1 N1 C1 94.7(3) . . . . ? N2 Zn1 N1 C1 -179.0(3) . . . . ? O1 Zn1 N1 C1 94.2(2) . . . . ? O3 Zn1 N1 C5 92.2(2) 1_565 . . . ? O1W Zn1 N1 C5 -178.23(19) . . . . ? O2 Zn1 N1 C5 -84.3(2) . . . . ? N2 Zn1 N1 C5 1.97(18) . . . . ? O1 Zn1 N1 C5 -84.77(19) . . . . ? C7 C6 N2 N3 -1.1(3) . . . . ? C5 C6 N2 N3 178.9(2) . . . . ? C7 C6 N2 Zn1 178.5(2) . . . . ? C5 C6 N2 Zn1 -1.6(3) . . . . ? O3 Zn1 N2 C6 -122.26(19) 1_565 . . . ? N1 Zn1 N2 C6 -0.15(18) . . . . ? O1W Zn1 N2 C6 -1.1(5) . . . . ? O2 Zn1 N2 C6 145.63(19) . . . . ? O1 Zn1 N2 C6 88.9(2) . . . . ? O3 Zn1 N2 N3 57.0(3) 1_565 . . . ? N1 Zn1 N2 N3 179.2(3) . . . . ? O1W Zn1 N2 N3 178.2(4) . . . . ? O2 Zn1 N2 N3 -35.1(3) . . . . ? O1 Zn1 N2 N3 -91.8(3) . . . . ? C7 C8 N3 N2 -0.4(4) . . . . ? C6 N2 N3 C8 0.9(3) . . . . ? Zn1 N2 N3 C8 -178.4(2) . . . . ? O2 C9 O1 Zn1 1.3(3) . . . . ? C10 C9 O1 Zn1 -179.0(2) . . . . ? O3 Zn1 O1 C9 3.8(3) 1_565 . . . ? N1 Zn1 O1 C9 178.91(19) . . . . ? O1W Zn1 O1 C9 -90.31(19) . . . . ? O2 Zn1 O1 C9 -0.77(18) . . . . ? N2 Zn1 O1 C9 101.70(19) . . . . ? O1 C9 O2 Zn1 -1.4(3) . . . . ? C10 C9 O2 Zn1 178.9(2) . . . . ? O3 Zn1 O2 C9 -176.86(18) 1_565 . . . ? N1 Zn1 O2 C9 0.2(3) . . . . ? O1W Zn1 O2 C9 93.95(19) . . . . ? N2 Zn1 O2 C9 -79.51(19) . . . . ? O1 Zn1 O2 C9 0.76(17) . . . . ? O4 C16 O3 Zn1 -7.3(4) . . . 1_545 ? C14 C16 O3 Zn1 171.30(17) . . . 1_545 ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 0.542 _refine_diff_density_min -0.590 _refine_diff_density_rms 0.075 #===END data_5 _database_code_depnum_ccdc_archive 'CCDC 663111' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H18 Cd2 N6 O5' _chemical_formula_weight 695.24 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 Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8800(18) _cell_length_b 11.713(2) _cell_length_c 12.083(2) _cell_angle_alpha 73.43(3) _cell_angle_beta 88.27(3) _cell_angle_gamma 86.16(3) _cell_volume 1201.8(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 11185 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.4 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.921 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 680 _exptl_absorpt_coefficient_mu 1.819 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6904 _exptl_absorpt_correction_T_max 0.7849 _exptl_absorpt_process_details SADABS _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 'Bruker SMART CCD area-detecter' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10475 _diffrn_reflns_av_R_equivalents 0.0314 _diffrn_reflns_av_sigmaI/netI 0.0370 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4220 _reflns_number_gt 3545 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997a)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997b)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0210P)^2^+0.3600P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4220 _refine_ls_number_parameters 342 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0416 _refine_ls_R_factor_gt 0.0303 _refine_ls_wR_factor_ref 0.0599 _refine_ls_wR_factor_gt 0.0565 _refine_ls_goodness_of_fit_ref 1.121 _refine_ls_restrained_S_all 1.121 _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 -0.07812(3) 0.51595(2) 0.75424(2) 0.03144(9) Uani 1 1 d . . . Cd2 Cd 0.03480(3) 0.82915(2) 0.52721(2) 0.02831(9) Uani 1 1 d . . . C1 C -0.3705(5) 0.3925(4) 0.9017(4) 0.0462(11) Uani 1 1 d . . . H1 H -0.2979 0.3333 0.9368 0.055 Uiso 1 1 calc R . . C2 C -0.5186(5) 0.3750(4) 0.9329(4) 0.0514(12) Uani 1 1 d . . . H2 H -0.5455 0.3067 0.9891 0.062 Uiso 1 1 calc R . . C3 C -0.6262(5) 0.4606(4) 0.8794(4) 0.0513(12) Uani 1 1 d . . . H3 H -0.7277 0.4503 0.8979 0.062 Uiso 1 1 calc R . . C4 C -0.5826(4) 0.5629(4) 0.7971(4) 0.0430(10) Uani 1 1 d . . . H4 H -0.6543 0.6219 0.7601 0.052 Uiso 1 1 calc R . . C5 C -0.4307(4) 0.5756(3) 0.7714(3) 0.0318(9) Uani 1 1 d . . . C6 C -0.3748(4) 0.6808(3) 0.6835(3) 0.0296(8) Uani 1 1 d . . . C7 C -0.4511(4) 0.7793(3) 0.6104(3) 0.0401(10) Uani 1 1 d . . . H7 H -0.5545 0.7984 0.6074 0.048 Uiso 1 1 calc R . . C8 C -0.3402(4) 0.8424(3) 0.5434(3) 0.0378(10) Uani 1 1 d . . . H8 H -0.3569 0.9137 0.4856 0.045 Uiso 1 1 calc R . . C9 C 0.2943(5) 0.9412(4) 0.3273(3) 0.0408(10) Uani 1 1 d . . . H9 H 0.2434 1.0138 0.3250 0.049 Uiso 1 1 calc R . . C10 C 0.4223(5) 0.9418(4) 0.2599(3) 0.0468(11) Uani 1 1 d . . . H10 H 0.4591 1.0132 0.2155 0.056 Uiso 1 1 calc R . . C11 C 0.4944(5) 0.8337(4) 0.2601(3) 0.0496(11) Uani 1 1 d . . . H11 H 0.5799 0.8312 0.2142 0.059 Uiso 1 1 calc R . . C12 C 0.4387(4) 0.7289(4) 0.3291(3) 0.0417(10) Uani 1 1 d . . . H12 H 0.4860 0.6555 0.3293 0.050 Uiso 1 1 calc R . . C13 C 0.3109(4) 0.7340(3) 0.3984(3) 0.0331(9) Uani 1 1 d . . . C14 C 0.2502(4) 0.6281(3) 0.4778(3) 0.0317(9) Uani 1 1 d . . . C15 C 0.2893(4) 0.5063(3) 0.4988(3) 0.0361(9) Uani 1 1 d . . . H15 H 0.3644 0.4706 0.4622 0.043 Uiso 1 1 calc R . . C16 C 0.1920(4) 0.4508(3) 0.5854(3) 0.0374(10) Uani 1 1 d . . . H16 H 0.1906 0.3686 0.6176 0.045 Uiso 1 1 calc R . . C17 C 0.0361(5) 1.2673(4) 0.8754(5) 0.0530(13) Uani 1 1 d . . . C18 C 0.1033(4) 1.1431(3) 0.8830(3) 0.0356(10) Uani 1 1 d . . . C19 C 0.1855(5) 1.0782(4) 0.9780(3) 0.0508(12) Uani 1 1 d . . . H19 H 0.1998 1.1105 1.0386 0.061 Uiso 1 1 calc R . . C20 C 0.2468(5) 0.9644(4) 0.9828(4) 0.0557(13) Uani 1 1 d . . . H20 H 0.3027 0.9212 1.0467 0.067 Uiso 1 1 calc R . . C21 C 0.2260(4) 0.9148(3) 0.8947(3) 0.0395(10) Uani 1 1 d . . . H21 H 0.2671 0.8385 0.8993 0.047 Uiso 1 1 calc R . . C22 C 0.1429(4) 0.9792(3) 0.7981(3) 0.0269(8) Uani 1 1 d . . . C23 C 0.1176(4) 0.9240(3) 0.7037(3) 0.0270(8) Uani 1 1 d . . . C24 C 0.0830(4) 1.0930(3) 0.7936(3) 0.0293(8) Uani 1 1 d . . . H24 H 0.0280 1.1366 0.7293 0.035 Uiso 1 1 calc R . . H1WA H 0.062(5) 0.670(4) 0.825(4) 0.054(16) Uiso 1 1 d . . . H1WB H -0.006(6) 0.620(5) 0.930(5) 0.10(2) Uiso 1 1 d . . . N1 N -0.3245(3) 0.4903(3) 0.8234(3) 0.0361(8) Uani 1 1 d . . . N2 N -0.2249(3) 0.6857(3) 0.6614(3) 0.0310(7) Uani 1 1 d . . . N3 N -0.2033(3) 0.7864(3) 0.5733(3) 0.0329(7) Uani 1 1 d . . . N4 N 0.2392(3) 0.8404(3) 0.3963(3) 0.0330(7) Uani 1 1 d . . . N5 N 0.1358(3) 0.6422(3) 0.5499(3) 0.0324(7) Uani 1 1 d . . . N6 N 0.0995(3) 0.5320(3) 0.6167(3) 0.0339(7) Uani 1 1 d . . . O1 O -0.0461(4) 1.3161(3) 0.7884(3) 0.0705(11) Uani 1 1 d . . . O2 O 0.0641(4) 1.3154(3) 0.9499(4) 0.0931(14) Uani 1 1 d . . . O3 O 0.0632(3) 0.9882(2) 0.6085(2) 0.0383(7) Uani 1 1 d . . . O4 O 0.1471(3) 0.8145(2) 0.7184(2) 0.0434(7) Uani 1 1 d . . . O1W O 0.0370(4) 0.6096(3) 0.8698(3) 0.0434(7) 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 Cd1 0.02977(16) 0.02547(16) 0.03752(18) -0.00787(12) 0.00216(13) 0.00363(12) Cd2 0.03355(17) 0.02412(15) 0.02840(16) -0.01021(11) 0.00165(12) 0.00147(12) C1 0.045(3) 0.040(2) 0.047(3) -0.004(2) 0.004(2) 0.000(2) C2 0.053(3) 0.046(3) 0.053(3) -0.009(2) 0.015(2) -0.015(2) C3 0.035(2) 0.059(3) 0.060(3) -0.018(2) 0.012(2) -0.010(2) C4 0.031(2) 0.046(3) 0.050(3) -0.013(2) 0.0030(19) -0.001(2) C5 0.031(2) 0.034(2) 0.034(2) -0.0156(17) -0.0006(17) 0.0005(18) C6 0.029(2) 0.028(2) 0.035(2) -0.0132(17) -0.0026(17) 0.0039(17) C7 0.028(2) 0.040(2) 0.049(3) -0.010(2) -0.0068(19) 0.0067(19) C8 0.039(2) 0.034(2) 0.038(2) -0.0051(18) -0.0107(19) 0.0039(19) C9 0.046(3) 0.042(2) 0.037(2) -0.015(2) 0.000(2) -0.005(2) C10 0.049(3) 0.051(3) 0.037(2) -0.006(2) 0.005(2) -0.012(2) C11 0.041(3) 0.075(3) 0.034(2) -0.018(2) 0.008(2) -0.004(2) C12 0.036(2) 0.054(3) 0.038(2) -0.020(2) 0.0008(19) 0.006(2) C13 0.030(2) 0.045(2) 0.028(2) -0.0181(18) -0.0055(17) 0.0015(19) C14 0.029(2) 0.039(2) 0.031(2) -0.0161(18) -0.0002(17) 0.0002(18) C15 0.034(2) 0.037(2) 0.043(2) -0.0217(19) 0.0023(19) 0.0060(19) C16 0.041(2) 0.027(2) 0.046(3) -0.0151(18) -0.005(2) 0.0065(19) C17 0.054(3) 0.034(3) 0.077(4) -0.027(3) 0.042(3) -0.017(2) C18 0.043(2) 0.032(2) 0.038(2) -0.0189(18) 0.015(2) -0.0120(19) C19 0.071(3) 0.060(3) 0.031(2) -0.025(2) 0.004(2) -0.021(3) C20 0.078(3) 0.057(3) 0.031(2) -0.010(2) -0.017(2) -0.002(3) C21 0.051(3) 0.029(2) 0.035(2) -0.0043(18) -0.012(2) 0.0073(19) C22 0.032(2) 0.0237(19) 0.0239(19) -0.0059(15) 0.0024(16) -0.0005(16) C23 0.030(2) 0.027(2) 0.024(2) -0.0072(16) 0.0039(16) -0.0041(17) C24 0.034(2) 0.025(2) 0.028(2) -0.0062(16) 0.0014(16) -0.0017(17) N1 0.0344(18) 0.0331(18) 0.0363(19) -0.0042(15) 0.0061(15) 0.0015(15) N2 0.0273(17) 0.0285(17) 0.0365(19) -0.0092(14) 0.0017(14) 0.0021(14) N3 0.0339(18) 0.0268(17) 0.0356(19) -0.0057(14) -0.0017(14) 0.0018(14) N4 0.0342(18) 0.0373(19) 0.0301(18) -0.0147(15) 0.0012(14) 0.0001(15) N5 0.0341(18) 0.0288(17) 0.0352(19) -0.0125(14) 0.0040(15) 0.0041(14) N6 0.0353(18) 0.0284(17) 0.040(2) -0.0136(15) 0.0053(15) 0.0018(15) O1 0.077(3) 0.0270(17) 0.106(3) -0.0209(18) 0.022(2) 0.0060(17) O2 0.115(3) 0.082(3) 0.118(3) -0.082(3) 0.061(3) -0.049(2) O3 0.0574(18) 0.0303(14) 0.0275(15) -0.0090(12) -0.0113(13) 0.0045(13) O4 0.068(2) 0.0237(15) 0.0396(17) -0.0127(12) -0.0053(14) 0.0079(14) O1W 0.057(2) 0.0364(18) 0.0378(19) -0.0115(16) 0.0033(16) -0.0068(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 Cd1 N6 2.233(3) . ? Cd1 O1 2.258(3) 1_545 ? Cd1 O1W 2.304(3) . ? Cd1 N2 2.319(3) . ? Cd1 N1 2.325(3) . ? Cd2 N3 2.223(3) . ? Cd2 N5 2.255(3) . ? Cd2 N4 2.357(3) . ? Cd2 O3 2.371(2) . ? Cd2 O3 2.421(3) 2_576 ? Cd2 O4 2.500(3) . ? C1 N1 1.341(5) . ? C1 C2 1.370(5) . ? C1 H1 0.9300 . ? C2 C3 1.369(6) . ? C2 H2 0.9300 . ? C3 C4 1.390(5) . ? C3 H3 0.9300 . ? C4 C5 1.383(5) . ? C4 H4 0.9300 . ? C5 N1 1.354(5) . ? C5 C6 1.483(5) . ? C6 N2 1.352(4) . ? C6 C7 1.386(5) . ? C7 C8 1.370(5) . ? C7 H7 0.9300 . ? C8 N3 1.350(4) . ? C8 H8 0.9300 . ? C9 N4 1.348(5) . ? C9 C10 1.377(5) . ? C9 H9 0.9300 . ? C10 C11 1.380(6) . ? C10 H10 0.9300 . ? C11 C12 1.385(6) . ? C11 H11 0.9300 . ? C12 C13 1.398(5) . ? C12 H12 0.9300 . ? C13 N4 1.355(4) . ? C13 C14 1.459(5) . ? C14 N5 1.350(4) . ? C14 C15 1.398(5) . ? C15 C16 1.377(5) . ? C15 H15 0.9300 . ? C16 N6 1.344(4) . ? C16 H16 0.9300 . ? C17 O2 1.229(6) . ? C17 O1 1.270(6) . ? C17 C18 1.515(6) . ? C18 C19 1.381(6) . ? C18 C24 1.390(5) . ? C19 C20 1.392(6) . ? C19 H19 0.9300 . ? C20 C21 1.372(5) . ? C20 H20 0.9300 . ? C21 C22 1.397(5) . ? C21 H21 0.9300 . ? C22 C24 1.388(5) . ? C22 C23 1.492(5) . ? C23 O4 1.254(4) . ? C23 O3 1.270(4) . ? C24 H24 0.9300 . ? N2 N3 1.364(4) . ? N5 N6 1.366(4) . ? O1 Cd1 2.258(3) 1_565 ? O3 Cd2 2.421(3) 2_576 ? O1W H1WA 0.80(4) . ? O1W H1WB 0.85(5) . ? 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 N6 Cd1 O1 87.54(12) . 1_545 ? N6 Cd1 O1W 98.96(12) . . ? O1 Cd1 O1W 120.24(14) 1_545 . ? N6 Cd1 N2 96.82(11) . . ? O1 Cd1 N2 144.99(13) 1_545 . ? O1W Cd1 N2 93.48(11) . . ? N6 Cd1 N1 152.78(11) . . ? O1 Cd1 N1 88.39(12) 1_545 . ? O1W Cd1 N1 106.31(12) . . ? N2 Cd1 N1 72.04(11) . . ? N3 Cd2 N5 98.67(11) . . ? N3 Cd2 N4 148.89(11) . . ? N5 Cd2 N4 72.28(11) . . ? N3 Cd2 O3 101.99(11) . . ? N5 Cd2 O3 137.60(10) . . ? N4 Cd2 O3 104.33(10) . . ? N3 Cd2 O3 87.40(10) . 2_576 ? N5 Cd2 O3 145.90(9) . 2_576 ? N4 Cd2 O3 85.23(10) . 2_576 ? O3 Cd2 O3 72.01(9) . 2_576 ? N3 Cd2 O4 102.82(10) . . ? N5 Cd2 O4 86.33(10) . . ? N4 Cd2 O4 106.11(10) . . ? O3 Cd2 O4 53.20(8) . . ? O3 Cd2 O4 125.21(8) 2_576 . ? N1 C1 C2 123.5(4) . . ? N1 C1 H1 118.2 . . ? C2 C1 H1 118.2 . . ? C3 C2 C1 118.4(4) . . ? C3 C2 H2 120.8 . . ? C1 C2 H2 120.8 . . ? C2 C3 C4 119.6(4) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C5 C4 C3 118.9(4) . . ? C5 C4 H4 120.6 . . ? C3 C4 H4 120.6 . . ? N1 C5 C4 121.6(3) . . ? N1 C5 C6 116.1(3) . . ? C4 C5 C6 122.3(3) . . ? N2 C6 C7 109.7(3) . . ? N2 C6 C5 118.9(3) . . ? C7 C6 C5 131.3(3) . . ? C8 C7 C6 104.6(3) . . ? C8 C7 H7 127.7 . . ? C6 C7 H7 127.7 . . ? N3 C8 C7 110.4(3) . . ? N3 C8 H8 124.8 . . ? C7 C8 H8 124.8 . . ? N4 C9 C10 123.2(4) . . ? N4 C9 H9 118.4 . . ? C10 C9 H9 118.4 . . ? C9 C10 C11 118.3(4) . . ? C9 C10 H10 120.9 . . ? C11 C10 H10 120.9 . . ? C10 C11 C12 119.5(4) . . ? C10 C11 H11 120.2 . . ? C12 C11 H11 120.2 . . ? C11 C12 C13 119.6(4) . . ? C11 C12 H12 120.2 . . ? C13 C12 H12 120.2 . . ? N4 C13 C12 120.5(4) . . ? N4 C13 C14 116.6(3) . . ? C12 C13 C14 122.9(4) . . ? N5 C14 C15 108.8(3) . . ? N5 C14 C13 118.9(3) . . ? C15 C14 C13 132.3(3) . . ? C16 C15 C14 104.8(3) . . ? C16 C15 H15 127.6 . . ? C14 C15 H15 127.6 . . ? N6 C16 C15 110.4(3) . . ? N6 C16 H16 124.8 . . ? C15 C16 H16 124.8 . . ? O2 C17 O1 124.1(5) . . ? O2 C17 C18 120.1(5) . . ? O1 C17 C18 115.8(4) . . ? C19 C18 C24 119.1(4) . . ? C19 C18 C17 120.8(4) . . ? C24 C18 C17 120.1(4) . . ? C18 C19 C20 119.8(4) . . ? C18 C19 H19 120.1 . . ? C20 C19 H19 120.1 . . ? C21 C20 C19 121.0(4) . . ? C21 C20 H20 119.5 . . ? C19 C20 H20 119.5 . . ? C20 C21 C22 119.9(4) . . ? C20 C21 H21 120.1 . . ? C22 C21 H21 120.1 . . ? C24 C22 C21 118.8(3) . . ? C24 C22 C23 121.5(3) . . ? C21 C22 C23 119.7(3) . . ? O4 C23 O3 119.8(3) . . ? O4 C23 C22 120.5(3) . . ? O3 C23 C22 119.6(3) . . ? C22 C24 C18 121.4(3) . . ? C22 C24 H24 119.3 . . ? C18 C24 H24 119.3 . . ? C1 N1 C5 118.0(3) . . ? C1 N1 Cd1 124.8(3) . . ? C5 N1 Cd1 116.8(2) . . ? C6 N2 N3 107.7(3) . . ? C6 N2 Cd1 115.6(2) . . ? N3 N2 Cd1 135.7(2) . . ? C8 N3 N2 107.5(3) . . ? C8 N3 Cd2 135.7(3) . . ? N2 N3 Cd2 116.5(2) . . ? C9 N4 C13 118.8(3) . . ? C9 N4 Cd2 126.2(3) . . ? C13 N4 Cd2 114.8(2) . . ? C14 N5 N6 108.5(3) . . ? C14 N5 Cd2 117.2(2) . . ? N6 N5 Cd2 134.0(2) . . ? C16 N6 N5 107.5(3) . . ? C16 N6 Cd1 132.5(3) . . ? N5 N6 Cd1 120.0(2) . . ? C17 O1 Cd1 112.6(3) . 1_565 ? C23 O3 Cd2 96.2(2) . . ? C23 O3 Cd2 155.7(2) . 2_576 ? Cd2 O3 Cd2 107.99(9) . 2_576 ? C23 O4 Cd2 90.5(2) . . ? Cd1 O1W H1WA 104(3) . . ? Cd1 O1W H1WB 121(4) . . ? H1WA O1W H1WB 113(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 N1 C1 C2 C3 1.7(7) . . . . ? C1 C2 C3 C4 -1.2(7) . . . . ? C2 C3 C4 C5 0.1(6) . . . . ? C3 C4 C5 N1 0.6(6) . . . . ? C3 C4 C5 C6 178.9(4) . . . . ? N1 C5 C6 N2 -0.3(5) . . . . ? C4 C5 C6 N2 -178.7(3) . . . . ? N1 C5 C6 C7 175.9(4) . . . . ? C4 C5 C6 C7 -2.5(6) . . . . ? N2 C6 C7 C8 0.5(4) . . . . ? C5 C6 C7 C8 -176.0(4) . . . . ? C6 C7 C8 N3 -0.1(4) . . . . ? N4 C9 C10 C11 2.4(6) . . . . ? C9 C10 C11 C12 -1.4(6) . . . . ? C10 C11 C12 C13 -0.5(6) . . . . ? C11 C12 C13 N4 1.6(6) . . . . ? C11 C12 C13 C14 -176.7(4) . . . . ? N4 C13 C14 N5 -5.0(5) . . . . ? C12 C13 C14 N5 173.3(3) . . . . ? N4 C13 C14 C15 176.5(4) . . . . ? C12 C13 C14 C15 -5.1(6) . . . . ? N5 C14 C15 C16 0.4(4) . . . . ? C13 C14 C15 C16 179.0(4) . . . . ? C14 C15 C16 N6 -0.3(4) . . . . ? O2 C17 C18 C19 5.7(6) . . . . ? O1 C17 C18 C19 -175.3(4) . . . . ? O2 C17 C18 C24 -174.2(4) . . . . ? O1 C17 C18 C24 4.8(6) . . . . ? C24 C18 C19 C20 0.2(6) . . . . ? C17 C18 C19 C20 -179.7(4) . . . . ? C18 C19 C20 C21 -0.5(7) . . . . ? C19 C20 C21 C22 0.4(7) . . . . ? C20 C21 C22 C24 0.1(6) . . . . ? C20 C21 C22 C23 -178.6(4) . . . . ? C24 C22 C23 O4 -166.4(3) . . . . ? C21 C22 C23 O4 12.3(5) . . . . ? C24 C22 C23 O3 12.3(5) . . . . ? C21 C22 C23 O3 -169.0(3) . . . . ? C21 C22 C24 C18 -0.4(5) . . . . ? C23 C22 C24 C18 178.3(3) . . . . ? C19 C18 C24 C22 0.3(6) . . . . ? C17 C18 C24 C22 -179.9(3) . . . . ? C2 C1 N1 C5 -0.9(6) . . . . ? C2 C1 N1 Cd1 -173.6(3) . . . . ? C4 C5 N1 C1 -0.2(5) . . . . ? C6 C5 N1 C1 -178.6(3) . . . . ? C4 C5 N1 Cd1 173.0(3) . . . . ? C6 C5 N1 Cd1 -5.4(4) . . . . ? N6 Cd1 N1 C1 109.8(4) . . . . ? O1 Cd1 N1 C1 28.4(3) 1_545 . . . ? O1W Cd1 N1 C1 -92.7(3) . . . . ? N2 Cd1 N1 C1 178.9(3) . . . . ? N6 Cd1 N1 C5 -62.9(4) . . . . ? O1 Cd1 N1 C5 -144.4(3) 1_545 . . . ? O1W Cd1 N1 C5 94.5(3) . . . . ? N2 Cd1 N1 C5 6.1(2) . . . . ? C7 C6 N2 N3 -0.7(4) . . . . ? C5 C6 N2 N3 176.3(3) . . . . ? C7 C6 N2 Cd1 -171.1(2) . . . . ? C5 C6 N2 Cd1 5.8(4) . . . . ? N6 Cd1 N2 C6 148.3(2) . . . . ? O1 Cd1 N2 C6 52.9(3) 1_545 . . . ? O1W Cd1 N2 C6 -112.2(3) . . . . ? N1 Cd1 N2 C6 -6.2(2) . . . . ? N6 Cd1 N2 N3 -18.6(3) . . . . ? O1 Cd1 N2 N3 -114.0(3) 1_545 . . . ? O1W Cd1 N2 N3 80.9(3) . . . . ? N1 Cd1 N2 N3 -173.1(3) . . . . ? C7 C8 N3 N2 -0.3(4) . . . . ? C7 C8 N3 Cd2 -172.5(3) . . . . ? C6 N2 N3 C8 0.6(4) . . . . ? Cd1 N2 N3 C8 168.2(3) . . . . ? C6 N2 N3 Cd2 174.5(2) . . . . ? Cd1 N2 N3 Cd2 -17.9(4) . . . . ? N5 Cd2 N3 C8 -150.1(4) . . . . ? N4 Cd2 N3 C8 -80.1(4) . . . . ? O3 Cd2 N3 C8 67.2(4) . . . . ? O3 Cd2 N3 C8 -3.8(4) 2_576 . . . ? O4 Cd2 N3 C8 121.8(4) . . . . ? N5 Cd2 N3 N2 38.3(2) . . . . ? N4 Cd2 N3 N2 108.3(3) . . . . ? O3 Cd2 N3 N2 -104.4(2) . . . . ? O3 Cd2 N3 N2 -175.4(2) 2_576 . . . ? O4 Cd2 N3 N2 -49.9(2) . . . . ? C10 C9 N4 C13 -1.3(6) . . . . ? C10 C9 N4 Cd2 174.2(3) . . . . ? C12 C13 N4 C9 -0.7(5) . . . . ? C14 C13 N4 C9 177.7(3) . . . . ? C12 C13 N4 Cd2 -176.8(3) . . . . ? C14 C13 N4 Cd2 1.6(4) . . . . ? N3 Cd2 N4 C9 108.1(3) . . . . ? N5 Cd2 N4 C9 -174.8(3) . . . . ? O3 Cd2 N4 C9 -38.9(3) . . . . ? O3 Cd2 N4 C9 31.2(3) 2_576 . . . ? O4 Cd2 N4 C9 -94.1(3) . . . . ? N3 Cd2 N4 C13 -76.2(3) . . . . ? N5 Cd2 N4 C13 0.9(2) . . . . ? O3 Cd2 N4 C13 136.8(2) . . . . ? O3 Cd2 N4 C13 -153.1(2) 2_576 . . . ? O4 Cd2 N4 C13 81.6(2) . . . . ? C15 C14 N5 N6 -0.3(4) . . . . ? C13 C14 N5 N6 -179.1(3) . . . . ? C15 C14 N5 Cd2 -175.3(2) . . . . ? C13 C14 N5 Cd2 5.9(4) . . . . ? N3 Cd2 N5 C14 145.8(3) . . . . ? N4 Cd2 N5 C14 -3.6(2) . . . . ? O3 Cd2 N5 C14 -95.6(3) . . . . ? O3 Cd2 N5 C14 47.5(3) 2_576 . . . ? O4 Cd2 N5 C14 -111.8(3) . . . . ? N3 Cd2 N5 N6 -27.6(3) . . . . ? N4 Cd2 N5 N6 -177.0(3) . . . . ? O3 Cd2 N5 N6 91.0(3) . . . . ? O3 Cd2 N5 N6 -125.8(3) 2_576 . . . ? O4 Cd2 N5 N6 74.8(3) . . . . ? C15 C16 N6 N5 0.2(4) . . . . ? C15 C16 N6 Cd1 -176.3(3) . . . . ? C14 N5 N6 C16 0.1(4) . . . . ? Cd2 N5 N6 C16 173.9(3) . . . . ? C14 N5 N6 Cd1 177.1(2) . . . . ? Cd2 N5 N6 Cd1 -9.2(4) . . . . ? O1 Cd1 N6 C16 -7.1(3) 1_545 . . . ? O1W Cd1 N6 C16 113.2(3) . . . . ? N2 Cd1 N6 C16 -152.2(3) . . . . ? N1 Cd1 N6 C16 -88.7(4) . . . . ? O1 Cd1 N6 N5 176.8(3) 1_545 . . . ? O1W Cd1 N6 N5 -62.9(3) . . . . ? N2 Cd1 N6 N5 31.7(3) . . . . ? N1 Cd1 N6 N5 95.2(3) . . . . ? O2 C17 O1 Cd1 17.3(6) . . . 1_565 ? C18 C17 O1 Cd1 -161.6(2) . . . 1_565 ? O4 C23 O3 Cd2 5.5(4) . . . . ? C22 C23 O3 Cd2 -173.3(3) . . . . ? O4 C23 O3 Cd2 179.5(4) . . . 2_576 ? C22 C23 O3 Cd2 0.7(8) . . . 2_576 ? N3 Cd2 O3 C23 94.2(2) . . . . ? N5 Cd2 O3 C23 -23.3(3) . . . . ? N4 Cd2 O3 C23 -102.6(2) . . . . ? O3 Cd2 O3 C23 177.4(3) 2_576 . . . ? O4 Cd2 O3 C23 -3.0(2) . . . . ? N3 Cd2 O3 Cd2 -83.24(12) . . . 2_576 ? N5 Cd2 O3 Cd2 159.30(12) . . . 2_576 ? N4 Cd2 O3 Cd2 80.03(12) . . . 2_576 ? O3 Cd2 O3 Cd2 0.0 2_576 . . 2_576 ? O4 Cd2 O3 Cd2 179.62(16) . . . 2_576 ? O3 C23 O4 Cd2 -5.2(3) . . . . ? C22 C23 O4 Cd2 173.6(3) . . . . ? N3 Cd2 O4 C23 -92.5(2) . . . . ? N5 Cd2 O4 C23 169.4(2) . . . . ? N4 Cd2 O4 C23 99.1(2) . . . . ? O3 Cd2 O4 C23 3.0(2) . . . . ? O3 Cd2 O4 C23 3.5(2) 2_576 . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.371 _refine_diff_density_min -0.403 _refine_diff_density_rms 0.078 #===END data_6 _database_code_depnum_ccdc_archive 'CCDC 663112' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H18 N6 O4 Zn' _chemical_formula_weight 519.81 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 Orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 12.116(2) _cell_length_b 10.393(2) _cell_length_c 18.673(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2351.4(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 20512 _cell_measurement_theta_min 3.275 _cell_measurement_theta_max 27.61 _exptl_crystal_description Block _exptl_crystal_colour Orange _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 1.468 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064 _exptl_absorpt_coefficient_mu 1.088 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.7361 _exptl_absorpt_correction_T_max 0.7651 _exptl_absorpt_process_details SADABS _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 'Bruker SMART CCD area-detecter' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19875 _diffrn_reflns_av_R_equivalents 0.0258 _diffrn_reflns_av_sigmaI/netI 0.0125 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.36 _diffrn_reflns_theta_max 25.49 _reflns_number_total 2186 _reflns_number_gt 1944 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997a)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997b)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0487P)^2^+2.1648P] 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 2186 _refine_ls_number_parameters 159 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0398 _refine_ls_R_factor_gt 0.0347 _refine_ls_wR_factor_ref 0.0963 _refine_ls_wR_factor_gt 0.0925 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _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 Zn1 Zn 0.0000 0.18872(3) 0.2500 0.02839(15) Uani 1 2 d S . . C1 C -0.0637(2) -0.0350(3) 0.36916(16) 0.0534(7) Uani 1 1 d . . . H1 H -0.1350 -0.0025 0.3657 0.064 Uiso 1 1 calc R . . C2 C -0.0461(3) -0.1413(4) 0.4109(2) 0.0763(11) Uani 1 1 d . . . H2 H -0.1038 -0.1786 0.4363 0.092 Uiso 1 1 calc R . . C3 C 0.0584(3) -0.1917(4) 0.4145(2) 0.0892(14) Uani 1 1 d . . . H3 H 0.0720 -0.2654 0.4414 0.107 Uiso 1 1 calc R . . C4 C 0.1429(3) -0.1322(3) 0.3780(2) 0.0720(11) Uani 1 1 d . . . H4 H 0.2143 -0.1648 0.3797 0.086 Uiso 1 1 calc R . . C5 C 0.1192(2) -0.0229(3) 0.33883(14) 0.0427(6) Uani 1 1 d . . . C6 C 0.2024(2) 0.0464(2) 0.29738(13) 0.0375(5) Uani 1 1 d . . . C7 C 0.3146(2) 0.0257(3) 0.28553(16) 0.0510(7) Uani 1 1 d . . . H7 H 0.3591 -0.0374 0.3058 0.061 Uiso 1 1 calc R . . C8 C 0.3444(2) 0.1179(3) 0.23778(15) 0.0511(7) Uani 1 1 d . . . H8 H 0.4143 0.1290 0.2183 0.061 Uiso 1 1 calc R . . C9 C 0.08392(19) 0.3625(2) 0.12340(12) 0.0334(5) Uani 1 1 d . . . C10 C 0.03988(19) 0.4348(2) 0.05977(12) 0.0300(5) Uani 1 1 d . . . C11 C -0.06800(19) 0.4192(2) 0.03802(12) 0.0354(5) Uani 1 1 d . . . H11 H -0.1144 0.3646 0.0635 0.042 Uiso 1 1 calc R . . C12 C 0.1081(2) 0.5163(2) 0.02117(13) 0.0365(5) Uani 1 1 d . . . H12 H 0.1812 0.5276 0.0352 0.044 Uiso 1 1 calc R . . N1 N 0.01649(16) 0.0236(2) 0.33342(12) 0.0392(5) Uani 1 1 d . . . N2 N 0.16806(16) 0.1472(2) 0.25974(10) 0.0330(4) Uani 1 1 d . . . N3 N 0.25566(17) 0.1896(2) 0.22379(12) 0.0401(5) Uani 1 1 d . . . H3A H 0.2551 0.2546 0.1953 0.048 Uiso 1 1 calc R . . O1 O 0.01410(13) 0.31973(16) 0.16718(9) 0.0365(4) Uani 1 1 d . . . O2 O 0.18577(15) 0.3508(2) 0.12714(11) 0.0591(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0228(2) 0.0327(2) 0.0296(2) 0.000 -0.00224(14) 0.000 C1 0.0394(14) 0.0592(18) 0.0615(18) 0.0191(15) 0.0012(13) -0.0040(13) C2 0.056(2) 0.087(3) 0.086(3) 0.044(2) 0.0005(19) -0.0161(19) C3 0.068(2) 0.086(3) 0.114(3) 0.066(3) -0.013(2) -0.011(2) C4 0.0494(17) 0.069(2) 0.097(3) 0.045(2) -0.0165(17) -0.0006(15) C5 0.0381(13) 0.0422(14) 0.0479(14) 0.0125(12) -0.0128(11) -0.0028(11) C6 0.0323(12) 0.0379(13) 0.0422(13) 0.0076(11) -0.0113(10) 0.0037(10) C7 0.0347(14) 0.0575(18) 0.0608(17) 0.0135(14) -0.0089(13) 0.0122(13) C8 0.0274(13) 0.069(2) 0.0569(17) 0.0126(14) -0.0009(11) 0.0074(13) C9 0.0344(12) 0.0353(12) 0.0306(11) 0.0034(10) -0.0012(10) 0.0043(10) C10 0.0331(11) 0.0317(12) 0.0252(10) 0.0005(9) 0.0004(9) 0.0052(9) C11 0.0339(12) 0.0404(13) 0.0318(11) 0.0083(10) 0.0022(10) -0.0039(10) C12 0.0290(11) 0.0457(14) 0.0349(12) 0.0078(11) -0.0044(10) -0.0030(10) N1 0.0348(11) 0.0395(12) 0.0433(12) 0.0080(10) -0.0034(9) -0.0018(9) N2 0.0263(10) 0.0363(10) 0.0363(11) 0.0064(8) -0.0042(8) 0.0008(9) N3 0.0280(10) 0.0485(13) 0.0438(11) 0.0138(9) -0.0031(10) -0.0001(9) O1 0.0384(9) 0.0414(10) 0.0297(9) 0.0099(7) 0.0037(7) 0.0076(7) O2 0.0329(10) 0.0878(15) 0.0567(12) 0.0383(11) -0.0025(9) 0.0059(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 2.0675(17) 3 ? Zn1 O1 2.0675(17) . ? Zn1 N2 2.089(2) 3 ? Zn1 N2 2.089(2) . ? Zn1 N1 2.327(2) 3 ? Zn1 N1 2.327(2) . ? C1 N1 1.327(3) . ? C1 C2 1.368(4) . ? C1 H1 0.9300 . ? C2 C3 1.372(6) . ? C2 H2 0.9300 . ? C3 C4 1.377(5) . ? C3 H3 0.9300 . ? C4 C5 1.381(4) . ? C4 H4 0.9300 . ? C5 N1 1.339(3) . ? C5 C6 1.461(4) . ? C6 N2 1.328(3) . ? C6 C7 1.393(4) . ? C7 C8 1.358(4) . ? C7 H7 0.9300 . ? C8 N3 1.334(3) . ? C8 H8 0.9300 . ? C9 O2 1.242(3) . ? C9 O1 1.258(3) . ? C9 C10 1.504(3) . ? C10 C11 1.378(3) . ? C10 C12 1.386(3) . ? C11 C12 1.381(3) 5_565 ? C11 H11 0.9300 . ? C12 C11 1.381(3) 5_565 ? C12 H12 0.9300 . ? N2 N3 1.331(3) . ? N3 H3A 0.8600 . ? 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 O1 97.62(10) 3 . ? O1 Zn1 N2 96.93(7) 3 3 ? O1 Zn1 N2 98.71(7) . 3 ? O1 Zn1 N2 98.71(7) 3 . ? O1 Zn1 N2 96.93(7) . . ? N2 Zn1 N2 156.15(12) 3 . ? O1 Zn1 N1 168.40(7) 3 3 ? O1 Zn1 N1 89.55(8) . 3 ? N2 Zn1 N1 72.88(7) 3 3 ? N2 Zn1 N1 89.40(7) . 3 ? O1 Zn1 N1 89.55(8) 3 . ? O1 Zn1 N1 168.40(7) . . ? N2 Zn1 N1 89.40(7) 3 . ? N2 Zn1 N1 72.88(7) . . ? N1 Zn1 N1 84.91(11) 3 . ? N1 C1 C2 122.9(3) . . ? N1 C1 H1 118.6 . . ? C2 C1 H1 118.6 . . ? C1 C2 C3 118.7(3) . . ? C1 C2 H2 120.6 . . ? C3 C2 H2 120.6 . . ? C2 C3 C4 119.3(3) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C3 C4 C5 118.5(3) . . ? C3 C4 H4 120.8 . . ? C5 C4 H4 120.8 . . ? N1 C5 C4 122.0(3) . . ? N1 C5 C6 115.1(2) . . ? C4 C5 C6 122.8(2) . . ? N2 C6 C7 110.1(2) . . ? N2 C6 C5 116.9(2) . . ? C7 C6 C5 132.9(2) . . ? C8 C7 C6 104.7(2) . . ? C8 C7 H7 127.6 . . ? C6 C7 H7 127.6 . . ? N3 C8 C7 108.0(2) . . ? N3 C8 H8 126.0 . . ? C7 C8 H8 126.0 . . ? O2 C9 O1 126.7(2) . . ? O2 C9 C10 116.5(2) . . ? O1 C9 C10 116.9(2) . . ? C11 C10 C12 119.0(2) . . ? C11 C10 C9 120.7(2) . . ? C12 C10 C9 120.3(2) . . ? C10 C11 C12 120.8(2) . 5_565 ? C10 C11 H11 119.6 . . ? C12 C11 H11 119.6 5_565 . ? C11 C12 C10 120.2(2) 5_565 . ? C11 C12 H12 119.9 5_565 . ? C10 C12 H12 119.9 . . ? C1 N1 C5 118.5(2) . . ? C1 N1 Zn1 127.78(18) . . ? C5 N1 Zn1 113.36(16) . . ? C6 N2 N3 106.1(2) . . ? C6 N2 Zn1 120.96(17) . . ? N3 N2 Zn1 131.67(15) . . ? N2 N3 C8 111.0(2) . . ? N2 N3 H3A 124.5 . . ? C8 N3 H3A 124.5 . . ? C9 O1 Zn1 140.78(15) . . ? 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 C1 C2 C3 -1.8(6) . . . . ? C1 C2 C3 C4 1.9(6) . . . . ? C2 C3 C4 C5 0.1(6) . . . . ? C3 C4 C5 N1 -2.4(5) . . . . ? C3 C4 C5 C6 -179.1(3) . . . . ? N1 C5 C6 N2 0.5(4) . . . . ? C4 C5 C6 N2 177.4(3) . . . . ? N1 C5 C6 C7 -176.0(3) . . . . ? C4 C5 C6 C7 0.9(5) . . . . ? N2 C6 C7 C8 -1.2(3) . . . . ? C5 C6 C7 C8 175.5(3) . . . . ? C6 C7 C8 N3 1.2(4) . . . . ? O2 C9 C10 C11 159.2(2) . . . . ? O1 C9 C10 C11 -20.5(3) . . . . ? O2 C9 C10 C12 -19.4(3) . . . . ? O1 C9 C10 C12 160.9(2) . . . . ? C12 C10 C11 C12 -0.2(4) . . . 5_565 ? C9 C10 C11 C12 -178.8(2) . . . 5_565 ? C11 C10 C12 C11 0.2(4) . . . 5_565 ? C9 C10 C12 C11 178.8(2) . . . 5_565 ? C2 C1 N1 C5 -0.4(5) . . . . ? C2 C1 N1 Zn1 172.2(3) . . . . ? C4 C5 N1 C1 2.6(4) . . . . ? C6 C5 N1 C1 179.5(2) . . . . ? C4 C5 N1 Zn1 -171.1(3) . . . . ? C6 C5 N1 Zn1 5.9(3) . . . . ? O1 Zn1 N1 C1 80.6(2) 3 . . . ? O1 Zn1 N1 C1 -151.0(3) . . . . ? N2 Zn1 N1 C1 -16.4(2) 3 . . . ? N2 Zn1 N1 C1 179.8(3) . . . . ? N1 Zn1 N1 C1 -89.2(2) 3 . . . ? O1 Zn1 N1 C5 -106.52(19) 3 . . . ? O1 Zn1 N1 C5 21.9(5) . . . . ? N2 Zn1 N1 C5 156.55(19) 3 . . . ? N2 Zn1 N1 C5 -7.26(18) . . . . ? N1 Zn1 N1 C5 83.68(19) 3 . . . ? C7 C6 N2 N3 0.7(3) . . . . ? C5 C6 N2 N3 -176.6(2) . . . . ? C7 C6 N2 Zn1 169.44(18) . . . . ? C5 C6 N2 Zn1 -7.8(3) . . . . ? O1 Zn1 N2 C6 94.84(19) 3 . . . ? O1 Zn1 N2 C6 -166.31(18) . . . . ? N2 Zn1 N2 C6 -35.59(18) 3 . . . ? N1 Zn1 N2 C6 -76.84(19) 3 . . . ? N1 Zn1 N2 C6 8.02(18) . . . . ? O1 Zn1 N2 N3 -99.7(2) 3 . . . ? O1 Zn1 N2 N3 -0.8(2) . . . . ? N2 Zn1 N2 N3 129.9(2) 3 . . . ? N1 Zn1 N2 N3 88.6(2) 3 . . . ? N1 Zn1 N2 N3 173.5(2) . . . . ? C6 N2 N3 C8 0.1(3) . . . . ? Zn1 N2 N3 C8 -167.0(2) . . . . ? C7 C8 N3 N2 -0.9(3) . . . . ? O2 C9 O1 Zn1 -16.2(4) . . . . ? C10 C9 O1 Zn1 163.49(18) . . . . ? O1 Zn1 O1 C9 109.2(3) 3 . . . ? N2 Zn1 O1 C9 -152.6(3) 3 . . . ? N2 Zn1 O1 C9 9.4(3) . . . . ? N1 Zn1 O1 C9 -80.0(3) 3 . . . ? N1 Zn1 O1 C9 -18.6(5) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.477 _refine_diff_density_min -0.309 _refine_diff_density_rms 0.055