Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _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 ; Zn(II) Coordination Architectures with Mixed Ligands of Dipyrido[3,2- d:2?,3?-f]quinoxaline/2,3-di-2-pyridylquinoxaline and Benzene-dicarboxylate: Syntheses, Crystal Structures, and Photoluminescence Properties ; loop_ _publ_author_name 'Xian-He Bu' 'Yanfeng Bi' 'Tong-Liang Hu' 'Hong-Yan Lin' 'Guocheng Liu' ; Xiu-Li Wang ; data_zn1 _database_code_depnum_ccdc_archive 'CCDC 619174' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H26 N8 O9 Zn2' _chemical_formula_weight 941.51 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/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 13.222(3) _cell_length_b 5.8829(1) _cell_length_c 26.351(5) _cell_angle_alpha 90.00 _cell_angle_beta 114.443(9) _cell_angle_gamma 90.00 _cell_volume 1866.0(7) _cell_formula_units_Z 2 _cell_measurement_temperature 313(2) _cell_measurement_reflns_used 1654 _cell_measurement_theta_min 2.8505 _cell_measurement_theta_max 22.7864 _exptl_crystal_description block _exptl_crystal_colour white _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.676 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 956.0 _exptl_absorpt_coefficient_mu 1.360 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.770 _exptl_absorpt_correction_T_max 0.826 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 313(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 1000 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 9331 _diffrn_reflns_av_R_equivalents 0.0643 _diffrn_reflns_av_sigmaI/netI 0.0926 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 26.36 _reflns_number_total 3805 _reflns_number_gt 2320 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0393P)^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 3805 _refine_ls_number_parameters 289 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0961 _refine_ls_R_factor_gt 0.0450 _refine_ls_wR_factor_ref 0.0983 _refine_ls_wR_factor_gt 0.0833 _refine_ls_goodness_of_fit_ref 0.963 _refine_ls_restrained_S_all 0.964 _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 0.42903(3) 0.80423(7) 0.049464(18) 0.02582(15) Uani 1 1 d . . . O1 O 0.5632(2) 0.6153(4) 0.08245(10) 0.0291(6) Uani 1 1 d . . . O3 O 0.64349(19) 0.1644(4) 0.03380(10) 0.0326(7) Uani 1 1 d . . . O4 O 0.50393(19) 0.1200(4) 0.06115(10) 0.0304(6) Uani 1 1 d . . . O2 O 0.5555(3) 0.6637(7) 0.16362(14) 0.0960(15) Uani 1 1 d . . . N1 N 0.3443(2) 0.8957(5) 0.09932(13) 0.0302(8) Uani 1 1 d . . . N2 N 0.3031(2) 0.5363(5) 0.03180(12) 0.0275(8) Uani 1 1 d . . . N3 N 0.0450(3) 0.6821(6) 0.14914(14) 0.0465(9) Uani 1 1 d . . . N4 N -0.0058(3) 0.3178(6) 0.07326(15) 0.0446(9) Uani 1 1 d . . . C1 C 0.3725(3) 1.0639(7) 0.13570(18) 0.0411(11) Uani 1 1 d . . . H1A H 0.4296 1.1611 0.1378 0.049 Uiso 1 1 calc R . . C2 C 0.3195(4) 1.1013(8) 0.17132(19) 0.0522(13) Uani 1 1 d . . . H2A H 0.3437 1.2164 0.1979 0.063 Uiso 1 1 calc R . . C3 C 0.2322(4) 0.9674(7) 0.16660(18) 0.0467(12) Uani 1 1 d . . . H3A H 0.1944 0.9943 0.1889 0.056 Uiso 1 1 calc R . . C4 C 0.1994(3) 0.7885(7) 0.12793(16) 0.0321(9) Uani 1 1 d . . . C5 C 0.1058(3) 0.6404(7) 0.11969(17) 0.0355(11) Uani 1 1 d . . . C6 C -0.0392(4) 0.5424(9) 0.1392(2) 0.0526(13) Uani 1 1 d . . . H6A H -0.0834 0.5650 0.1586 0.063 Uiso 1 1 calc R . . C7 C -0.0655(4) 0.3636(8) 0.1016(2) 0.0535(14) Uani 1 1 d . . . H7A H -0.1269 0.2734 0.0962 0.064 Uiso 1 1 calc R . . C8 C 0.0808(3) 0.4573(7) 0.08217(17) 0.0323(10) Uani 1 1 d . . . C9 C 0.1488(3) 0.4163(6) 0.05149(16) 0.0294(9) Uani 1 1 d . . . C10 C 0.1308(3) 0.2340(6) 0.01392(17) 0.0353(10) Uani 1 1 d . . . H10A H 0.0730 0.1323 0.0076 0.042 Uiso 1 1 calc R . . C11 C 0.1986(3) 0.2076(7) -0.01299(17) 0.0383(10) Uani 1 1 d . . . H11A H 0.1874 0.0880 -0.0378 0.046 Uiso 1 1 calc R . . C12 C 0.2845(3) 0.3611(6) -0.00298(17) 0.0329(10) Uani 1 1 d . . . H12A H 0.3308 0.3410 -0.0212 0.039 Uiso 1 1 calc R . . C13 C 0.2363(3) 0.5647(6) 0.05852(15) 0.0272(9) Uani 1 1 d . . . C14 C 0.2600(3) 0.7553(6) 0.09621(15) 0.0266(9) Uani 1 1 d . . . C21 C 0.5927(3) 0.5688(7) 0.13381(18) 0.0361(10) Uani 1 1 d . . . C15 C 0.6820(3) 0.3902(6) 0.15884(15) 0.0272(9) Uani 1 1 d . . . C20 C 0.7615(3) 0.4191(7) 0.21336(16) 0.0382(10) Uani 1 1 d . . . H20A H 0.7591 0.5458 0.2339 0.046 Uiso 1 1 calc R . . C19 C 0.8440(3) 0.2567(8) 0.23653(18) 0.0455(12) Uani 1 1 d . . . H19A H 0.8988 0.2782 0.2723 0.055 Uiso 1 1 calc R . . C18 C 0.8459(3) 0.0655(8) 0.20739(18) 0.0429(11) Uani 1 1 d . . . H18A H 0.9001 -0.0447 0.2238 0.051 Uiso 1 1 calc R . . C17 C 0.7673(3) 0.0366(7) 0.15364(16) 0.0330(10) Uani 1 1 d . . . H17A H 0.7688 -0.0935 0.1339 0.040 Uiso 1 1 calc R . . C16 C 0.6860(3) 0.1998(7) 0.12859(14) 0.0244(8) Uani 1 1 d . . . C22 C 0.6030(3) 0.1601(6) 0.06958(15) 0.0231(8) Uani 1 1 d . . . O1W O 0.5000 1.5006(16) 0.2500 0.154(3) Uani 1 2 d SD . . H1WA H 0.560(3) 1.583(8) 0.2700(18) 0.030(12) Uiso 1 1 d 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 0.0235(2) 0.0286(3) 0.0283(3) -0.0015(2) 0.01373(19) -0.0038(2) O1 0.0317(15) 0.0314(15) 0.0242(16) 0.0019(12) 0.0115(12) 0.0006(12) O3 0.0305(15) 0.0440(18) 0.0246(15) -0.0030(13) 0.0127(13) -0.0034(13) O4 0.0233(14) 0.0250(14) 0.0399(17) -0.0019(12) 0.0102(13) -0.0022(11) O2 0.131(3) 0.120(3) 0.054(2) 0.023(2) 0.056(2) 0.083(3) N1 0.0318(18) 0.0309(18) 0.030(2) -0.0033(16) 0.0143(16) -0.0037(15) N2 0.0268(17) 0.0308(19) 0.0288(19) 0.0000(16) 0.0155(15) -0.0024(14) N3 0.042(2) 0.061(2) 0.048(2) 0.013(2) 0.0298(19) 0.006(2) N4 0.0310(19) 0.048(2) 0.061(3) 0.012(2) 0.0254(18) -0.0053(18) C1 0.042(3) 0.036(3) 0.048(3) -0.006(2) 0.021(2) -0.012(2) C2 0.063(3) 0.053(3) 0.050(3) -0.019(2) 0.032(3) -0.008(3) C3 0.050(3) 0.055(3) 0.051(3) -0.005(3) 0.037(3) 0.001(2) C4 0.032(2) 0.035(2) 0.034(2) 0.002(2) 0.0177(19) 0.001(2) C5 0.029(2) 0.048(3) 0.038(3) 0.013(2) 0.023(2) 0.0049(19) C6 0.042(3) 0.077(4) 0.055(3) 0.026(3) 0.036(3) 0.012(3) C7 0.033(2) 0.064(4) 0.074(4) 0.019(3) 0.033(3) -0.004(2) C8 0.026(2) 0.037(2) 0.040(3) 0.014(2) 0.019(2) 0.0038(19) C9 0.025(2) 0.030(2) 0.034(2) 0.009(2) 0.0130(19) -0.0008(18) C10 0.030(2) 0.028(2) 0.046(3) 0.000(2) 0.013(2) -0.0073(18) C11 0.036(2) 0.031(2) 0.046(3) -0.006(2) 0.015(2) -0.006(2) C12 0.033(2) 0.032(3) 0.038(2) 0.000(2) 0.019(2) 0.0024(18) C13 0.025(2) 0.031(2) 0.028(2) 0.0091(19) 0.0127(18) 0.0047(18) C14 0.028(2) 0.026(2) 0.029(2) 0.0032(17) 0.0144(18) -0.0010(16) C21 0.046(3) 0.031(3) 0.037(3) -0.004(2) 0.023(2) 0.002(2) C15 0.029(2) 0.032(2) 0.024(2) 0.0021(19) 0.0148(18) -0.0010(18) C20 0.050(3) 0.040(3) 0.026(2) -0.002(2) 0.017(2) -0.007(2) C19 0.037(2) 0.057(3) 0.030(3) 0.005(2) 0.002(2) -0.012(2) C18 0.026(2) 0.055(3) 0.042(3) 0.013(2) 0.008(2) 0.005(2) C17 0.030(2) 0.032(2) 0.037(3) 0.004(2) 0.014(2) -0.0027(18) C16 0.0221(18) 0.029(2) 0.024(2) 0.005(2) 0.0111(16) -0.0011(18) C22 0.0230(19) 0.016(2) 0.029(2) 0.0014(17) 0.0093(17) -0.0001(16) O1W 0.222(13) 0.105(8) 0.178(11) 0.000 0.127(10) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.965(2) . ? Zn1 O3 2.007(2) 3_665 ? Zn1 O4 2.068(2) 1_565 ? Zn1 N1 2.118(3) . ? Zn1 N2 2.198(3) . ? O1 C21 1.273(4) . ? O3 C22 1.263(4) . ? O3 Zn1 2.007(2) 3_665 ? O4 C22 1.257(4) . ? O4 Zn1 2.068(2) 1_545 ? O2 C21 1.220(5) . ? N1 C1 1.320(5) . ? N1 C14 1.362(4) . ? N2 C12 1.333(4) . ? N2 C13 1.348(4) . ? N3 C6 1.321(5) . ? N3 C5 1.351(5) . ? N4 C7 1.319(5) . ? N4 C8 1.348(5) . ? C1 C2 1.402(6) . ? C1 H1A 0.9300 . ? C2 C3 1.360(6) . ? C2 H2A 0.9300 . ? C3 C4 1.403(5) . ? C3 H3A 0.9300 . ? C4 C14 1.390(5) . ? C4 C5 1.455(5) . ? C5 C8 1.406(5) . ? C6 C7 1.388(6) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.457(5) . ? C9 C13 1.399(5) . ? C9 C10 1.411(5) . ? C10 C11 1.362(5) . ? C10 H10A 0.9300 . ? C11 C12 1.389(5) . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? C13 C14 1.444(5) . ? C21 C15 1.513(5) . ? C15 C16 1.388(5) . ? C15 C20 1.395(5) . ? C20 C19 1.388(6) . ? C20 H20A 0.9300 . ? C19 C18 1.368(6) . ? C19 H19A 0.9300 . ? C18 C17 1.377(5) . ? C18 H18A 0.9300 . ? C17 C16 1.388(5) . ? C17 H17A 0.9300 . ? C16 C22 1.505(5) . ? O1W H1WA 0.891(18) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O3 118.11(11) . 3_665 ? O1 Zn1 O4 98.82(10) . 1_565 ? O3 Zn1 O4 93.61(10) 3_665 1_565 ? O1 Zn1 N1 118.78(11) . . ? O3 Zn1 N1 121.25(11) 3_665 . ? O4 Zn1 N1 91.31(11) 1_565 . ? O1 Zn1 N2 98.87(11) . . ? O3 Zn1 N2 81.78(10) 3_665 . ? O4 Zn1 N2 161.79(10) 1_565 . ? N1 Zn1 N2 76.40(12) . . ? C21 O1 Zn1 114.5(2) . . ? C22 O3 Zn1 131.3(2) . 3_665 ? C22 O4 Zn1 126.5(2) . 1_545 ? C1 N1 C14 118.5(3) . . ? C1 N1 Zn1 125.3(3) . . ? C14 N1 Zn1 116.0(2) . . ? C12 N2 C13 118.7(3) . . ? C12 N2 Zn1 127.4(3) . . ? C13 N2 Zn1 113.8(2) . . ? C6 N3 C5 115.3(4) . . ? C7 N4 C8 116.2(4) . . ? N1 C1 C2 122.3(4) . . ? N1 C1 H1A 118.8 . . ? C2 C1 H1A 118.8 . . ? C3 C2 C1 119.2(4) . . ? C3 C2 H2A 120.4 . . ? C1 C2 H2A 120.4 . . ? C2 C3 C4 119.8(4) . . ? C2 C3 H3A 120.1 . . ? C4 C3 H3A 120.1 . . ? C14 C4 C3 117.4(4) . . ? C14 C4 C5 119.5(4) . . ? C3 C4 C5 123.1(4) . . ? N3 C5 C8 121.4(4) . . ? N3 C5 C4 118.5(4) . . ? C8 C5 C4 120.1(3) . . ? N3 C6 C7 123.6(4) . . ? N3 C6 H6A 118.2 . . ? C7 C6 H6A 118.2 . . ? N4 C7 C6 121.9(4) . . ? N4 C7 H7A 119.1 . . ? C6 C7 H7A 119.1 . . ? N4 C8 C5 121.6(4) . . ? N4 C8 C9 118.5(4) . . ? C5 C8 C9 119.9(3) . . ? C13 C9 C10 117.2(4) . . ? C13 C9 C8 119.3(4) . . ? C10 C9 C8 123.5(4) . . ? C11 C10 C9 119.7(4) . . ? C11 C10 H10A 120.2 . . ? C9 C10 H10A 120.2 . . ? C10 C11 C12 119.3(4) . . ? C10 C11 H11A 120.3 . . ? C12 C11 H11A 120.3 . . ? N2 C12 C11 122.5(4) . . ? N2 C12 H12A 118.8 . . ? C11 C12 H12A 118.8 . . ? N2 C13 C9 122.5(4) . . ? N2 C13 C14 116.9(3) . . ? C9 C13 C14 120.5(3) . . ? N1 C14 C4 122.7(3) . . ? N1 C14 C13 116.8(3) . . ? C4 C14 C13 120.5(3) . . ? O2 C21 O1 123.9(4) . . ? O2 C21 C15 119.1(4) . . ? O1 C21 C15 116.9(4) . . ? C16 C15 C20 119.9(4) . . ? C16 C15 C21 121.2(3) . . ? C20 C15 C21 118.9(4) . . ? C19 C20 C15 119.3(4) . . ? C19 C20 H20A 120.4 . . ? C15 C20 H20A 120.4 . . ? C18 C19 C20 120.8(4) . . ? C18 C19 H19A 119.6 . . ? C20 C19 H19A 119.6 . . ? C19 C18 C17 119.9(4) . . ? C19 C18 H18A 120.1 . . ? C17 C18 H18A 120.1 . . ? C18 C17 C16 120.7(4) . . ? C18 C17 H17A 119.7 . . ? C16 C17 H17A 119.7 . . ? C17 C16 C15 119.4(3) . . ? C17 C16 C22 118.3(3) . . ? C15 C16 C22 122.3(3) . . ? O4 C22 O3 127.2(3) . . ? O4 C22 C16 118.2(3) . . ? O3 C22 C16 114.5(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 Zn1 O1 C21 -167.6(3) 3_665 . . . ? O4 Zn1 O1 C21 93.4(3) 1_565 . . . ? N1 Zn1 O1 C21 -3.0(3) . . . . ? N2 Zn1 O1 C21 -82.3(3) . . . . ? O1 Zn1 N1 C1 81.4(3) . . . . ? O3 Zn1 N1 C1 -114.5(3) 3_665 . . . ? O4 Zn1 N1 C1 -19.5(3) 1_565 . . . ? N2 Zn1 N1 C1 174.1(3) . . . . ? O1 Zn1 N1 C14 -92.9(3) . . . . ? O3 Zn1 N1 C14 71.3(3) 3_665 . . . ? O4 Zn1 N1 C14 166.3(3) 1_565 . . . ? N2 Zn1 N1 C14 -0.1(2) . . . . ? O1 Zn1 N2 C12 -63.4(3) . . . . ? O3 Zn1 N2 C12 53.9(3) 3_665 . . . ? O4 Zn1 N2 C12 130.3(4) 1_565 . . . ? N1 Zn1 N2 C12 179.0(3) . . . . ? O1 Zn1 N2 C13 119.3(2) . . . . ? O3 Zn1 N2 C13 -123.3(3) 3_665 . . . ? O4 Zn1 N2 C13 -47.0(5) 1_565 . . . ? N1 Zn1 N2 C13 1.7(2) . . . . ? C14 N1 C1 C2 0.5(6) . . . . ? Zn1 N1 C1 C2 -173.5(3) . . . . ? N1 C1 C2 C3 -3.4(7) . . . . ? C1 C2 C3 C4 2.6(7) . . . . ? C2 C3 C4 C14 0.7(6) . . . . ? C2 C3 C4 C5 -178.9(4) . . . . ? C6 N3 C5 C8 -1.1(6) . . . . ? C6 N3 C5 C4 179.4(3) . . . . ? C14 C4 C5 N3 -177.0(4) . . . . ? C3 C4 C5 N3 2.6(6) . . . . ? C14 C4 C5 C8 3.5(6) . . . . ? C3 C4 C5 C8 -176.9(4) . . . . ? C5 N3 C6 C7 0.1(6) . . . . ? C8 N4 C7 C6 -1.3(6) . . . . ? N3 C6 C7 N4 1.2(7) . . . . ? C7 N4 C8 C5 0.2(6) . . . . ? C7 N4 C8 C9 -179.3(4) . . . . ? N3 C5 C8 N4 1.1(6) . . . . ? C4 C5 C8 N4 -179.5(3) . . . . ? N3 C5 C8 C9 -179.5(3) . . . . ? C4 C5 C8 C9 0.0(6) . . . . ? N4 C8 C9 C13 177.5(3) . . . . ? C5 C8 C9 C13 -2.0(5) . . . . ? N4 C8 C9 C10 -1.8(6) . . . . ? C5 C8 C9 C10 178.7(4) . . . . ? C13 C9 C10 C11 0.9(6) . . . . ? C8 C9 C10 C11 -179.9(4) . . . . ? C9 C10 C11 C12 0.0(6) . . . . ? C13 N2 C12 C11 0.4(5) . . . . ? Zn1 N2 C12 C11 -176.7(3) . . . . ? C10 C11 C12 N2 -0.7(6) . . . . ? C12 N2 C13 C9 0.5(5) . . . . ? Zn1 N2 C13 C9 178.0(3) . . . . ? C12 N2 C13 C14 179.4(3) . . . . ? Zn1 N2 C13 C14 -3.0(4) . . . . ? C10 C9 C13 N2 -1.1(5) . . . . ? C8 C9 C13 N2 179.5(3) . . . . ? C10 C9 C13 C14 180.0(3) . . . . ? C8 C9 C13 C14 0.7(5) . . . . ? C1 N1 C14 C4 3.0(5) . . . . ? Zn1 N1 C14 C4 177.7(3) . . . . ? C1 N1 C14 C13 -176.1(3) . . . . ? Zn1 N1 C14 C13 -1.5(4) . . . . ? C3 C4 C14 N1 -3.6(6) . . . . ? C5 C4 C14 N1 176.0(3) . . . . ? C3 C4 C14 C13 175.4(3) . . . . ? C5 C4 C14 C13 -4.9(5) . . . . ? N2 C13 C14 N1 3.1(5) . . . . ? C9 C13 C14 N1 -178.0(3) . . . . ? N2 C13 C14 C4 -176.1(3) . . . . ? C9 C13 C14 C4 2.9(5) . . . . ? Zn1 O1 C21 O2 -13.0(6) . . . . ? Zn1 O1 C21 C15 169.1(2) . . . . ? O2 C21 C15 C16 144.4(4) . . . . ? O1 C21 C15 C16 -37.6(5) . . . . ? O2 C21 C15 C20 -35.6(6) . . . . ? O1 C21 C15 C20 142.4(4) . . . . ? C16 C15 C20 C19 0.3(6) . . . . ? C21 C15 C20 C19 -179.6(4) . . . . ? C15 C20 C19 C18 -2.5(6) . . . . ? C20 C19 C18 C17 2.3(6) . . . . ? C19 C18 C17 C16 0.0(6) . . . . ? C18 C17 C16 C15 -2.1(5) . . . . ? C18 C17 C16 C22 179.4(3) . . . . ? C20 C15 C16 C17 1.9(5) . . . . ? C21 C15 C16 C17 -178.1(3) . . . . ? C20 C15 C16 C22 -179.7(3) . . . . ? C21 C15 C16 C22 0.3(5) . . . . ? Zn1 O4 C22 O3 78.5(5) 1_545 . . . ? Zn1 O4 C22 C16 -99.1(3) 1_545 . . . ? Zn1 O3 C22 O4 18.7(6) 3_665 . . . ? Zn1 O3 C22 C16 -163.6(2) 3_665 . . . ? C17 C16 C22 O4 110.8(4) . . . . ? C15 C16 C22 O4 -67.6(5) . . . . ? C17 C16 C22 O3 -67.1(4) . . . . ? C15 C16 C22 O3 114.6(4) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.36 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.470 _refine_diff_density_min -0.425 _refine_diff_density_rms 0.087 ####END data_zn2 _database_code_depnum_ccdc_archive 'CCDC 619175' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H14 N4 O5 Zn' _chemical_formula_weight 479.76 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'orthorhombic ' _symmetry_space_group_name_H-M 'P b c a ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 13.6117(18) _cell_length_b 14.957(2) _cell_length_c 18.604(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3787.4(9) _cell_formula_units_Z 8 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 3546 _cell_measurement_theta_min 2.19 _cell_measurement_theta_max 26.38 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.683 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1952.0 _exptl_absorpt_coefficient_mu 1.344 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.748 _exptl_absorpt_correction_T_max 0.840 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 1000 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 20303 _diffrn_reflns_av_R_equivalents 0.0715 _diffrn_reflns_av_sigmaI/netI 0.0541 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 26.38 _reflns_number_total 3873 _reflns_number_gt 2410 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0500P)^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 3873 _refine_ls_number_parameters 297 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0827 _refine_ls_R_factor_gt 0.0381 _refine_ls_wR_factor_ref 0.1022 _refine_ls_wR_factor_gt 0.0838 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 0.999 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.84584(3) 0.02090(3) 0.40528(2) 0.03379(14) Uani 1 1 d . . . O1 O 0.88450(17) -0.09001(19) 0.32658(14) 0.0619(8) Uani 1 1 d . . . N1 N 0.77731(18) -0.05718(16) 0.48860(14) 0.0326(6) Uani 1 1 d . . . C1 C 0.8198(2) -0.0893(2) 0.54697(18) 0.0392(8) Uani 1 1 d . . . H1A H 0.8861 -0.0776 0.5543 0.047 Uiso 1 1 calc R . . N2 N 0.6951(2) 0.01362(17) 0.37119(15) 0.0356(6) Uani 1 1 d . . . O5 O 0.89875(19) 0.11273(19) 0.48354(16) 0.0427(6) Uani 1 1 d . . . C2 C 0.7695(2) -0.1399(2) 0.59812(18) 0.0405(8) Uani 1 1 d . . . H2A H 0.8015 -0.1604 0.6391 0.049 Uiso 1 1 calc R . . O2 O 0.98779(17) -0.04457(15) 0.40785(12) 0.0447(6) Uani 1 1 d . . . C3 C 0.6716(2) -0.1588(2) 0.58699(18) 0.0398(8) Uani 1 1 d . . . H3A H 0.6369 -0.1930 0.6201 0.048 Uiso 1 1 calc R . . N3 N 0.4700(2) -0.19500(19) 0.55572(16) 0.0450(7) Uani 1 1 d . . . C4 C 0.6253(2) -0.1262(2) 0.52541(17) 0.0307(7) Uani 1 1 d . . . N4 N 0.3807(2) -0.1134(2) 0.43513(17) 0.0457(8) Uani 1 1 d . . . C5 C 0.5220(2) -0.1422(2) 0.50961(17) 0.0360(8) Uani 1 1 d . . . C6 C 0.3755(3) -0.2045(3) 0.5400(2) 0.0525(10) Uani 1 1 d . . . H6A H 0.3369 -0.2400 0.5697 0.063 Uiso 1 1 calc R . . C7 C 0.3320(3) -0.1638(2) 0.4813(2) 0.0506(10) Uani 1 1 d . . . H7A H 0.2651 -0.1723 0.4739 0.061 Uiso 1 1 calc R . . C8 C 0.4780(2) -0.1035(2) 0.44927(18) 0.0357(8) Uani 1 1 d . . . C9 C 0.5359(2) -0.0493(2) 0.39962(17) 0.0344(8) Uani 1 1 d . . . C10 C 0.4966(3) -0.0090(2) 0.33803(19) 0.0453(9) Uani 1 1 d . . . H10A H 0.4305 -0.0155 0.3268 0.054 Uiso 1 1 calc R . . C11 C 0.5578(3) 0.0404(2) 0.29443(19) 0.0505(10) Uani 1 1 d . . . H11A H 0.5333 0.0673 0.2531 0.061 Uiso 1 1 calc R . . C12 C 0.6557(3) 0.0497(2) 0.31254(18) 0.0433(9) Uani 1 1 d . . . H12A H 0.6960 0.0828 0.2822 0.052 Uiso 1 1 calc R . . C13 C 0.6356(2) -0.0361(2) 0.41418(16) 0.0300(8) Uani 1 1 d . . . C14 C 0.6809(2) -0.0745(2) 0.47772(16) 0.0302(7) Uani 1 1 d . . . C15 C 0.9687(2) -0.0898(2) 0.35166(18) 0.0367(8) Uani 1 1 d . . . C16 C 1.0500(2) -0.1391(2) 0.31514(16) 0.0318(7) Uani 1 1 d . . . C21 C 1.0289(2) -0.2006(2) 0.26085(17) 0.0340(8) Uani 1 1 d . . . H21A H 0.9639 -0.2131 0.2491 0.041 Uiso 1 1 calc R . . C20 C 1.1044(2) -0.2432(2) 0.22439(16) 0.0307(7) Uani 1 1 d . . . C19 C 1.2014(2) -0.2207(2) 0.24032(18) 0.0396(8) Uani 1 1 d . . . H19A H 1.2523 -0.2485 0.2155 0.048 Uiso 1 1 calc R . . C18 C 1.2229(2) -0.1583(2) 0.29194(17) 0.0407(8) Uani 1 1 d . . . H18A H 1.2878 -0.1430 0.3013 0.049 Uiso 1 1 calc R . . C17 C 1.1471(2) -0.1180(2) 0.33013(17) 0.0365(8) Uani 1 1 d . . . H17A H 1.1616 -0.0767 0.3660 0.044 Uiso 1 1 calc R . . C22 C 1.0826(2) -0.3125(2) 0.16754(18) 0.0394(8) Uani 1 1 d . . . O4 O 1.14270(17) -0.37655(16) 0.16485(13) 0.0521(7) Uani 1 1 d . . . O3 O 1.00977(18) -0.30342(18) 0.12843(14) 0.0648(8) Uani 1 1 d . . . H5B H 0.931(3) 0.143(3) 0.461(2) 0.072(17) Uiso 1 1 d . . . H5A H 0.932(3) 0.091(3) 0.520(2) 0.067(14) 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 0.0316(2) 0.0341(2) 0.0357(2) 0.00301(18) 0.00457(17) 0.00127(17) O1 0.0365(14) 0.095(2) 0.0546(17) -0.0169(16) -0.0051(13) 0.0212(14) N1 0.0256(14) 0.0342(15) 0.0379(16) 0.0025(13) 0.0016(12) -0.0006(12) C1 0.0291(18) 0.042(2) 0.046(2) 0.0033(17) -0.0072(16) -0.0020(15) N2 0.0412(16) 0.0354(15) 0.0300(15) 0.0008(13) 0.0016(13) 0.0007(13) O5 0.0428(15) 0.0478(16) 0.0375(16) -0.0007(13) 0.0054(14) -0.0023(13) C2 0.0392(19) 0.045(2) 0.037(2) 0.0094(17) -0.0090(16) -0.0013(16) O2 0.0479(15) 0.0448(14) 0.0413(14) -0.0118(12) 0.0066(12) 0.0045(11) C3 0.043(2) 0.038(2) 0.039(2) 0.0061(16) 0.0007(16) -0.0038(15) N3 0.0374(17) 0.0474(18) 0.0502(19) -0.0042(15) 0.0083(14) -0.0077(14) C4 0.0275(16) 0.0297(17) 0.0350(19) -0.0067(15) 0.0014(14) -0.0006(14) N4 0.0299(15) 0.0458(18) 0.061(2) -0.0154(16) -0.0048(14) 0.0009(14) C5 0.0313(18) 0.0339(19) 0.043(2) -0.0113(16) 0.0042(15) 0.0002(15) C6 0.037(2) 0.054(2) 0.066(3) -0.011(2) 0.0136(19) -0.0145(18) C7 0.032(2) 0.049(2) 0.071(3) -0.019(2) -0.0003(19) -0.0047(17) C8 0.0294(18) 0.0372(19) 0.040(2) -0.0178(16) -0.0031(15) 0.0013(15) C9 0.0354(18) 0.0332(18) 0.0345(19) -0.0117(15) -0.0038(15) 0.0011(14) C10 0.042(2) 0.049(2) 0.045(2) -0.0108(18) -0.0163(18) 0.0076(17) C11 0.065(3) 0.048(2) 0.038(2) 0.0002(18) -0.019(2) 0.0097(19) C12 0.056(2) 0.042(2) 0.0321(19) 0.0017(16) -0.0019(18) -0.0002(18) C13 0.0306(18) 0.0288(18) 0.0306(18) -0.0060(14) -0.0007(14) 0.0036(13) C14 0.0297(17) 0.0279(17) 0.0331(18) -0.0066(14) -0.0011(14) 0.0040(14) C15 0.040(2) 0.0352(19) 0.0352(19) 0.0038(16) 0.0056(16) 0.0053(15) C16 0.0346(17) 0.0315(18) 0.0294(17) 0.0029(14) 0.0027(14) 0.0033(14) C21 0.0273(17) 0.0388(19) 0.0358(19) 0.0005(15) -0.0048(14) 0.0029(15) C20 0.0311(17) 0.0326(18) 0.0284(17) -0.0005(14) 0.0018(14) 0.0028(14) C19 0.0319(19) 0.049(2) 0.038(2) -0.0064(17) 0.0071(15) 0.0011(16) C18 0.0328(18) 0.049(2) 0.040(2) -0.0043(17) 0.0053(16) -0.0027(16) C17 0.0402(19) 0.0361(19) 0.0333(18) -0.0042(15) 0.0030(16) -0.0001(16) C22 0.038(2) 0.046(2) 0.035(2) -0.0064(17) 0.0050(16) -0.0004(17) O4 0.0607(16) 0.0463(15) 0.0495(15) -0.0174(12) -0.0151(13) 0.0199(13) O3 0.0495(16) 0.078(2) 0.0668(18) -0.0368(16) -0.0206(15) 0.0222(14) _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 O4 2.020(2) 3_755 ? Zn1 O5 2.127(3) . ? Zn1 N2 2.151(3) . ? Zn1 N1 2.153(3) . ? Zn1 O2 2.167(2) . ? Zn1 O1 2.274(3) . ? Zn1 C15 2.556(3) . ? O1 C15 1.237(4) . ? N1 C1 1.321(4) . ? N1 C14 1.353(4) . ? C1 C2 1.396(4) . ? C1 H1A 0.9300 . ? N2 C12 1.330(4) . ? N2 C13 1.359(4) . ? O5 H5B 0.75(4) . ? O5 H5A 0.88(4) . ? C2 C3 1.377(4) . ? C2 H2A 0.9300 . ? O2 C15 1.272(4) . ? C3 C4 1.396(4) . ? C3 H3A 0.9300 . ? N3 C6 1.326(4) . ? N3 C5 1.364(4) . ? C4 C14 1.400(4) . ? C4 C5 1.456(4) . ? N4 C7 1.321(4) . ? N4 C8 1.358(4) . ? C5 C8 1.398(4) . ? C6 C7 1.383(5) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.459(4) . ? C9 C13 1.399(4) . ? C9 C10 1.400(4) . ? C10 C11 1.377(5) . ? C10 H10A 0.9300 . ? C11 C12 1.382(5) . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? C13 C14 1.451(4) . ? C15 C16 1.493(4) . ? C16 C17 1.387(4) . ? C16 C21 1.396(4) . ? C21 C20 1.387(4) . ? C21 H21A 0.9300 . ? C20 C19 1.394(4) . ? C20 C22 1.510(4) . ? C19 C18 1.371(4) . ? C19 H19A 0.9300 . ? C18 C17 1.389(4) . ? C18 H18A 0.9300 . ? C17 H17A 0.9300 . ? C22 O3 1.237(4) . ? C22 O4 1.261(4) . ? O4 Zn1 2.020(2) 3_745 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Zn1 O5 85.73(11) 3_755 . ? O4 Zn1 N2 85.51(10) 3_755 . ? O5 Zn1 N2 123.89(10) . . ? O4 Zn1 N1 155.56(10) 3_755 . ? O5 Zn1 N1 90.24(11) . . ? N2 Zn1 N1 76.79(10) . . ? O4 Zn1 O2 106.77(9) 3_755 . ? O5 Zn1 O2 88.55(9) . . ? N2 Zn1 O2 146.57(9) . . ? N1 Zn1 O2 97.20(9) . . ? O4 Zn1 O1 96.90(11) 3_755 . ? O5 Zn1 O1 146.43(10) . . ? N2 Zn1 O1 89.66(9) . . ? N1 Zn1 O1 99.68(10) . . ? O2 Zn1 O1 58.55(8) . . ? O4 Zn1 C15 100.92(10) 3_755 . ? O5 Zn1 C15 117.64(11) . . ? N2 Zn1 C15 118.45(11) . . ? N1 Zn1 C15 102.30(10) . . ? O2 Zn1 C15 29.82(9) . . ? O1 Zn1 C15 28.94(9) . . ? C15 O1 Zn1 88.3(2) . . ? C1 N1 C14 118.6(3) . . ? C1 N1 Zn1 126.8(2) . . ? C14 N1 Zn1 114.6(2) . . ? N1 C1 C2 122.9(3) . . ? N1 C1 H1A 118.6 . . ? C2 C1 H1A 118.6 . . ? C12 N2 C13 117.7(3) . . ? C12 N2 Zn1 127.3(2) . . ? C13 N2 Zn1 115.0(2) . . ? Zn1 O5 H5B 101(3) . . ? Zn1 O5 H5A 117(3) . . ? H5B O5 H5A 111(4) . . ? C3 C2 C1 118.9(3) . . ? C3 C2 H2A 120.5 . . ? C1 C2 H2A 120.5 . . ? C15 O2 Zn1 92.30(19) . . ? C2 C3 C4 119.2(3) . . ? C2 C3 H3A 120.4 . . ? C4 C3 H3A 120.4 . . ? C6 N3 C5 115.2(3) . . ? C3 C4 C14 118.0(3) . . ? C3 C4 C5 123.0(3) . . ? C14 C4 C5 119.0(3) . . ? C7 N4 C8 115.2(3) . . ? N3 C5 C8 121.5(3) . . ? N3 C5 C4 118.0(3) . . ? C8 C5 C4 120.5(3) . . ? N3 C6 C7 122.9(4) . . ? N3 C6 H6A 118.6 . . ? C7 C6 H6A 118.6 . . ? N4 C7 C6 123.3(3) . . ? N4 C7 H7A 118.4 . . ? C6 C7 H7A 118.4 . . ? N4 C8 C5 121.8(3) . . ? N4 C8 C9 117.7(3) . . ? C5 C8 C9 120.5(3) . . ? C13 C9 C10 117.9(3) . . ? C13 C9 C8 118.7(3) . . ? C10 C9 C8 123.4(3) . . ? C11 C10 C9 118.9(3) . . ? C11 C10 H10A 120.6 . . ? C9 C10 H10A 120.6 . . ? C10 C11 C12 119.6(3) . . ? C10 C11 H11A 120.2 . . ? C12 C11 H11A 120.2 . . ? N2 C12 C11 123.2(3) . . ? N2 C12 H12A 118.4 . . ? C11 C12 H12A 118.4 . . ? N2 C13 C9 122.8(3) . . ? N2 C13 C14 116.3(3) . . ? C9 C13 C14 120.9(3) . . ? N1 C14 C4 122.4(3) . . ? N1 C14 C13 117.2(3) . . ? C4 C14 C13 120.4(3) . . ? O1 C15 O2 120.0(3) . . ? O1 C15 C16 120.9(3) . . ? O2 C15 C16 119.0(3) . . ? O1 C15 Zn1 62.78(18) . . ? O2 C15 Zn1 57.88(16) . . ? C16 C15 Zn1 169.2(2) . . ? C17 C16 C21 119.4(3) . . ? C17 C16 C15 120.2(3) . . ? C21 C16 C15 120.1(3) . . ? C20 C21 C16 120.3(3) . . ? C20 C21 H21A 119.9 . . ? C16 C21 H21A 119.9 . . ? C21 C20 C19 119.1(3) . . ? C21 C20 C22 120.8(3) . . ? C19 C20 C22 120.1(3) . . ? C18 C19 C20 121.0(3) . . ? C18 C19 H19A 119.5 . . ? C20 C19 H19A 119.5 . . ? C19 C18 C17 119.7(3) . . ? C19 C18 H18A 120.2 . . ? C17 C18 H18A 120.2 . . ? C16 C17 C18 120.4(3) . . ? C16 C17 H17A 119.8 . . ? C18 C17 H17A 119.8 . . ? O3 C22 O4 125.4(3) . . ? O3 C22 C20 119.7(3) . . ? O4 C22 C20 114.9(3) . . ? C22 O4 Zn1 130.8(2) . 3_745 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.38 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.282 _refine_diff_density_min -0.379 _refine_diff_density_rms 0.067 ######END data_zn3 _database_code_depnum_ccdc_archive 'CCDC 619176' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H28 N8 O10 Zn2 ' _chemical_formula_weight 959.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 'C 2/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 18.881(5) _cell_length_b 14.216(4) _cell_length_c 30.413(8) _cell_angle_alpha 90.00 _cell_angle_beta 104.350(4) _cell_angle_gamma 90.00 _cell_volume 7909(3) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2768 _cell_measurement_theta_min 1.81 _cell_measurement_theta_max 27.76 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.612 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3904.0 _exptl_absorpt_coefficient_mu 1.287 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.757 _exptl_absorpt_correction_T_max 0.824 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart 1000 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 23942 _diffrn_reflns_av_R_equivalents 0.0546 _diffrn_reflns_av_sigmaI/netI 0.0784 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -39 _diffrn_reflns_limit_l_max 39 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 27.76 _reflns_number_total 9262 _reflns_number_gt 5266 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0300P)^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 9262 _refine_ls_number_parameters 593 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1003 _refine_ls_R_factor_gt 0.0448 _refine_ls_wR_factor_ref 0.0964 _refine_ls_wR_factor_gt 0.0803 _refine_ls_goodness_of_fit_ref 0.987 _refine_ls_restrained_S_all 0.987 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.205809(19) 0.92089(3) -0.059431(12) 0.03584(11) Uani 1 1 d . . . N1 N 0.14865(13) 0.88411(18) -0.01023(8) 0.0338(6) Uani 1 1 d . . . O7 O 0.18197(12) 0.11184(17) -0.16995(8) 0.0570(7) Uani 1 1 d . . . C11 C 0.1505(2) 1.2201(3) -0.04325(13) 0.0594(10) Uani 1 1 d . . . H11A H 0.1581 1.2778 -0.0557 0.071 Uiso 1 1 calc R . . Zn2 Zn 0.29050(2) 0.18857(3) -0.185413(12) 0.03804(11) Uani 1 1 d . . . N2 N 0.16721(13) 1.05483(18) -0.04165(8) 0.0369(6) Uani 1 1 d . . . O2 O 0.31544(11) 1.01351(16) -0.07605(7) 0.0537(6) Uani 1 1 d . . . C26 C 0.41535(17) 0.1716(3) -0.28540(11) 0.0492(9) Uani 1 1 d . . . O3 O 0.23843(13) 0.80905(16) -0.14305(8) 0.0571(7) Uani 1 1 d . . . N3 N 0.02758(15) 1.0153(2) 0.09710(9) 0.0501(8) Uani 1 1 d . . . C40 C 0.04788(19) 0.1241(3) -0.27726(12) 0.0567(10) Uani 1 1 d . . . H40A H 0.0801 0.1241 -0.2960 0.068 Uiso 1 1 calc R . . O5 O 0.15946(13) 0.9498(2) -0.12722(8) 0.0447(6) Uani 1 1 d . . . N4 N 0.03901(15) 1.1946(2) 0.06033(9) 0.0511(8) Uani 1 1 d . . . C42 C 0.02631(19) 0.1222(3) -0.20364(11) 0.0553(10) Uani 1 1 d . . . H42A H 0.0437 0.1184 -0.1723 0.066 Uiso 1 1 calc R . . O10 O 0.26845(14) 0.30601(16) -0.09856(8) 0.0598(7) Uani 1 1 d . . . N5 N 0.35538(14) 0.2281(2) -0.22914(9) 0.0431(7) Uani 1 1 d . . . C36 C 0.37846(16) 0.1568(2) -0.25162(10) 0.0389(8) Uani 1 1 d . . . O8 O 0.34267(14) 0.1646(2) -0.12004(9) 0.0491(7) Uani 1 1 d . . . N6 N 0.32717(13) 0.05379(18) -0.20583(8) 0.0374(6) Uani 1 1 d . . . C6 C 0.00270(19) 1.0927(3) 0.11237(12) 0.0576(10) Uani 1 1 d . . . H6A H -0.0195 1.0878 0.1364 0.069 Uiso 1 1 calc R . . N7 N 0.47544(18) 0.1079(3) -0.33928(11) 0.0803(12) Uani 1 1 d . . . O9 O 0.27723(13) 0.32623(15) -0.16981(7) 0.0520(6) Uani 1 1 d . . . C33 C 0.33074(19) -0.1123(2) -0.21342(13) 0.0548(10) Uani 1 1 d . . . H33A H 0.3190 -0.1712 -0.2040 0.066 Uiso 1 1 calc R . . N8 N 0.44174(18) -0.0762(3) -0.31639(11) 0.0781(11) Uani 1 1 d . . . O6 O 0.19312(12) 0.17478(16) -0.23362(9) 0.0569(7) Uani 1 1 d . . . C31 C 0.38427(17) -0.0154(3) -0.26030(11) 0.0432(8) Uani 1 1 d . . . O4 O 0.20632(12) 0.78358(15) -0.07869(7) 0.0473(6) Uani 1 1 d . . . C9 C 0.10229(16) 1.1287(2) 0.00828(10) 0.0368(8) Uani 1 1 d . . . O1 O 0.30914(11) 0.92305(15) -0.01931(7) 0.0449(6) Uani 1 1 d . . . C7 C 0.0085(2) 1.1804(3) 0.09401(13) 0.0602(11) Uani 1 1 d . . . H7A H -0.0102 1.2320 0.1062 0.072 Uiso 1 1 calc R . . C5 C 0.05933(16) 1.0284(2) 0.06248(10) 0.0374(8) Uani 1 1 d . . . C14 C 0.12093(15) 0.9573(2) 0.00867(10) 0.0320(7) Uani 1 1 d . . . C20 C 0.26243(16) 0.6179(2) -0.15418(10) 0.0381(8) Uani 1 1 d . . . H20A H 0.2748 0.6594 -0.1747 0.046 Uiso 1 1 calc R . . C8 C 0.06573(16) 1.1169(2) 0.04441(11) 0.0397(8) Uani 1 1 d . . . C35 C 0.36301(16) 0.0617(2) -0.23880(10) 0.0360(8) Uani 1 1 d . . . C15 C 0.23461(15) 0.6526(2) -0.11894(10) 0.0339(7) Uani 1 1 d . . . C21 C 0.22601(16) 0.7560(2) -0.11345(11) 0.0380(8) Uani 1 1 d . . . C44 C 0.15485(19) 0.1369(2) -0.21003(13) 0.0460(9) Uani 1 1 d . . . C34 C 0.31212(18) -0.0319(2) -0.19335(11) 0.0467(9) Uani 1 1 d . . . H34A H 0.2881 -0.0381 -0.1702 0.056 Uiso 1 1 calc R . . C18 C 0.25427(16) 0.4592(2) -0.12864(10) 0.0354(7) Uani 1 1 d . . . C19 C 0.27171(17) 0.5224(2) -0.15886(10) 0.0409(8) Uani 1 1 d . . . H19A H 0.2899 0.5003 -0.1827 0.049 Uiso 1 1 calc R . . C39 C 0.46207(16) 0.9305(2) 0.01587(10) 0.0393(8) Uani 1 1 d . . . H39A H 0.4368 0.8837 0.0270 0.047 Uiso 1 1 calc R . . C38 C 0.46358(16) 1.0594(2) -0.03368(10) 0.0383(8) Uani 1 1 d . . . H38A H 0.4393 1.1003 -0.0563 0.046 Uiso 1 1 calc R . . C12 C 0.17668(19) 1.1390(2) -0.05818(12) 0.0493(9) Uani 1 1 d . . . H12A H 0.2020 1.1433 -0.0807 0.059 Uiso 1 1 calc R . . C1 C 0.14289(17) 0.7987(2) 0.00623(11) 0.0413(8) Uani 1 1 d . . . H1A H 0.1617 0.7479 -0.0065 0.050 Uiso 1 1 calc R . . C16 C 0.21586(17) 0.5887(2) -0.08907(10) 0.0412(8) Uani 1 1 d . . . H16A H 0.1961 0.6103 -0.0658 0.049 Uiso 1 1 calc R . . C13 C 0.13037(15) 1.0500(2) -0.00880(10) 0.0317(7) Uani 1 1 d . . . C23 C 0.36940(19) 0.3157(3) -0.23991(12) 0.0553(10) Uani 1 1 d . . . H23A H 0.3539 0.3652 -0.2246 0.066 Uiso 1 1 calc R . . C22 C 0.26692(17) 0.3556(2) -0.13250(12) 0.0418(8) Uani 1 1 d . . . C41 C 0.07504(18) 0.1260(2) -0.23074(11) 0.0429(8) Uani 1 1 d . . . C37 C 0.42475(16) 0.9894(2) -0.01841(10) 0.0307(7) Uani 1 1 d . . . C43 C 0.34487(16) 0.9755(2) -0.03956(11) 0.0348(7) Uani 1 1 d . . . C4 C 0.08725(16) 0.9459(2) 0.04402(10) 0.0357(8) Uani 1 1 d . . . C28 C 0.4950(3) 0.0322(5) -0.35809(15) 0.0974(19) Uani 1 1 d . . . H28A H 0.5221 0.0398 -0.3796 0.117 Uiso 1 1 calc R . . C29 C 0.4778(3) -0.0575(5) -0.34780(16) 0.0983(19) Uani 1 1 d . . . H29A H 0.4919 -0.1074 -0.3635 0.118 Uiso 1 1 calc R . . C24 C 0.4059(2) 0.3361(3) -0.27271(14) 0.0714(13) Uani 1 1 d . . . H24A H 0.4150 0.3982 -0.2791 0.086 Uiso 1 1 calc R . . C32 C 0.36649(19) -0.1051(3) -0.24721(13) 0.0559(10) Uani 1 1 d . . . H32A H 0.3788 -0.1587 -0.2612 0.067 Uiso 1 1 calc R . . C30 C 0.42221(18) -0.0001(3) -0.29592(11) 0.0533(10) Uani 1 1 d . . . C10 C 0.1132(2) 1.2158(2) -0.01006(12) 0.0549(10) Uani 1 1 d . . . H10A H 0.0953 1.2704 0.0002 0.066 Uiso 1 1 calc R . . C25 C 0.4284(2) 0.2648(3) -0.29567(13) 0.0651(12) Uani 1 1 d . . . H25A H 0.4524 0.2779 -0.3182 0.078 Uiso 1 1 calc R . . C17 C 0.22642(17) 0.4935(2) -0.09373(10) 0.0411(8) Uani 1 1 d . . . H17A H 0.2146 0.4517 -0.0731 0.049 Uiso 1 1 calc R . . C2 C 0.11042(18) 0.7820(2) 0.04120(11) 0.0454(9) Uani 1 1 d . . . H2A H 0.1077 0.7210 0.0517 0.054 Uiso 1 1 calc R . . C27 C 0.43789(18) 0.0912(3) -0.30761(11) 0.0543(10) Uani 1 1 d . . . C3 C 0.08220(17) 0.8549(2) 0.06040(10) 0.0426(8) Uani 1 1 d . . . H3A H 0.0599 0.8443 0.0840 0.051 Uiso 1 1 calc R . . H8B H 0.3204(19) 0.207(3) -0.1077(12) 0.065(14) Uiso 1 1 d . . . H5B H 0.190(2) 0.904(3) -0.1367(14) 0.110(17) Uiso 1 1 d . . . H5A H 0.1648(17) 0.997(2) -0.1382(10) 0.039(12) Uiso 1 1 d . . . H8A H 0.335(2) 0.112(3) -0.1102(13) 0.084(17) 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 0.0332(2) 0.0367(2) 0.0376(2) -0.00471(18) 0.00875(16) 0.00117(17) N1 0.0336(15) 0.0308(16) 0.0363(14) -0.0018(12) 0.0074(12) -0.0006(12) O7 0.0445(15) 0.0578(17) 0.0597(16) -0.0010(14) -0.0043(13) 0.0063(12) C11 0.080(3) 0.036(2) 0.074(3) 0.009(2) 0.042(2) 0.003(2) Zn2 0.0383(2) 0.0349(2) 0.0389(2) 0.00049(18) 0.00573(17) 0.00143(17) N2 0.0387(16) 0.0368(17) 0.0380(15) 0.0027(13) 0.0146(13) -0.0009(12) O2 0.0402(14) 0.0602(17) 0.0510(15) 0.0156(13) -0.0067(12) -0.0037(11) C26 0.033(2) 0.075(3) 0.038(2) 0.012(2) 0.0063(16) -0.0073(18) O3 0.0813(19) 0.0372(15) 0.0671(17) 0.0019(13) 0.0457(15) 0.0032(13) N3 0.0477(18) 0.058(2) 0.0509(18) -0.0071(16) 0.0245(15) -0.0037(15) C40 0.041(2) 0.074(3) 0.056(2) 0.004(2) 0.0130(19) -0.0019(19) O5 0.0474(16) 0.0432(17) 0.0427(15) -0.0009(14) 0.0094(12) 0.0043(13) N4 0.0555(19) 0.050(2) 0.0532(18) -0.0112(15) 0.0226(16) 0.0029(15) C42 0.043(2) 0.076(3) 0.042(2) -0.005(2) 0.0025(18) 0.0009(19) O10 0.094(2) 0.0373(15) 0.0527(15) 0.0073(13) 0.0274(14) 0.0060(13) N5 0.0403(17) 0.0380(17) 0.0480(17) 0.0095(15) 0.0050(14) -0.0034(13) C36 0.0289(18) 0.051(2) 0.0335(18) 0.0079(17) 0.0021(15) -0.0054(15) O8 0.0533(17) 0.0409(17) 0.0457(15) 0.0040(14) -0.0014(12) 0.0029(14) N6 0.0326(15) 0.0360(17) 0.0449(16) 0.0015(13) 0.0120(13) -0.0015(12) C6 0.055(2) 0.073(3) 0.055(2) -0.016(2) 0.033(2) -0.002(2) N7 0.053(2) 0.147(4) 0.043(2) 0.011(2) 0.0175(17) -0.001(2) O9 0.0795(18) 0.0335(14) 0.0424(14) -0.0026(11) 0.0140(13) 0.0086(12) C33 0.060(2) 0.032(2) 0.075(3) -0.0006(19) 0.022(2) -0.0063(18) N8 0.059(2) 0.118(3) 0.059(2) -0.027(2) 0.0174(18) 0.019(2) O6 0.0392(14) 0.0471(16) 0.0805(18) 0.0132(14) 0.0076(13) -0.0023(11) C31 0.037(2) 0.053(2) 0.0398(19) -0.0063(18) 0.0085(16) 0.0005(17) O4 0.0642(16) 0.0386(14) 0.0438(13) -0.0055(11) 0.0223(12) 0.0022(11) C9 0.0393(19) 0.035(2) 0.0389(18) -0.0050(16) 0.0144(15) 0.0000(15) O1 0.0322(12) 0.0433(14) 0.0580(15) 0.0098(12) 0.0090(11) -0.0024(10) C7 0.066(3) 0.058(3) 0.064(3) -0.013(2) 0.031(2) 0.005(2) C5 0.0296(18) 0.044(2) 0.0394(18) -0.0082(17) 0.0095(15) -0.0031(15) C14 0.0249(16) 0.0356(19) 0.0333(17) -0.0038(15) 0.0030(14) -0.0006(13) C20 0.043(2) 0.036(2) 0.0360(18) 0.0028(16) 0.0103(15) 0.0005(15) C8 0.0287(18) 0.045(2) 0.046(2) -0.0132(17) 0.0114(16) 0.0001(15) C35 0.0297(17) 0.042(2) 0.0355(18) -0.0003(16) 0.0065(14) -0.0030(14) C15 0.0304(17) 0.0348(19) 0.0347(17) -0.0027(15) 0.0046(14) 0.0003(14) C21 0.0318(19) 0.038(2) 0.044(2) -0.0077(17) 0.0090(16) -0.0031(15) C44 0.041(2) 0.030(2) 0.063(2) -0.0023(19) 0.0051(19) 0.0054(16) C34 0.052(2) 0.033(2) 0.059(2) 0.0027(18) 0.0225(18) -0.0050(17) C18 0.0379(19) 0.033(2) 0.0315(17) -0.0038(15) 0.0020(15) -0.0005(15) C19 0.044(2) 0.041(2) 0.0370(18) -0.0060(17) 0.0089(16) 0.0041(16) C39 0.0357(19) 0.037(2) 0.0434(19) 0.0091(16) 0.0073(15) -0.0082(15) C38 0.0364(19) 0.038(2) 0.0381(18) 0.0107(15) 0.0043(15) 0.0034(15) C12 0.060(2) 0.039(2) 0.056(2) 0.0020(18) 0.0283(19) 0.0020(18) C1 0.040(2) 0.036(2) 0.047(2) -0.0029(17) 0.0110(16) -0.0020(15) C16 0.044(2) 0.043(2) 0.0370(18) -0.0061(17) 0.0114(16) -0.0013(16) C13 0.0269(16) 0.0350(19) 0.0322(17) -0.0022(15) 0.0057(14) 0.0001(13) C23 0.054(2) 0.039(2) 0.067(3) 0.017(2) 0.005(2) -0.0064(18) C22 0.046(2) 0.032(2) 0.045(2) -0.0026(18) 0.0061(17) -0.0012(16) C41 0.038(2) 0.039(2) 0.048(2) 0.0005(17) 0.0036(17) 0.0013(15) C37 0.0340(18) 0.0263(17) 0.0333(17) -0.0014(14) 0.0111(14) -0.0008(13) C43 0.0336(19) 0.0306(19) 0.0389(18) -0.0045(16) 0.0062(15) 0.0013(15) C4 0.0283(17) 0.039(2) 0.0380(18) -0.0047(16) 0.0054(14) -0.0042(14) C28 0.062(3) 0.187(7) 0.048(3) -0.007(4) 0.023(2) 0.007(4) C29 0.067(3) 0.165(6) 0.066(3) -0.038(4) 0.023(3) 0.022(4) C24 0.064(3) 0.068(3) 0.075(3) 0.033(3) 0.004(2) -0.018(2) C32 0.052(2) 0.043(2) 0.070(3) -0.017(2) 0.011(2) 0.0010(18) C30 0.037(2) 0.084(3) 0.037(2) -0.012(2) 0.0055(17) 0.0090(19) C10 0.068(3) 0.035(2) 0.070(3) -0.0024(19) 0.033(2) 0.0067(18) C25 0.057(3) 0.085(3) 0.051(2) 0.030(2) 0.010(2) -0.018(2) C17 0.048(2) 0.038(2) 0.0369(19) 0.0001(16) 0.0089(16) -0.0045(16) C2 0.051(2) 0.034(2) 0.053(2) 0.0018(17) 0.0149(18) -0.0033(16) C27 0.033(2) 0.096(3) 0.0322(19) 0.009(2) 0.0056(16) 0.000(2) C3 0.044(2) 0.047(2) 0.0392(19) 0.0033(17) 0.0146(16) -0.0064(17) _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 2.029(2) . ? Zn1 O4 2.039(2) . ? Zn1 O5 2.071(3) . ? Zn1 N1 2.116(2) . ? Zn1 N2 2.155(3) . ? N1 C1 1.328(4) . ? N1 C14 1.355(4) . ? O7 C44 1.251(4) . ? O7 Zn2 2.467(2) . ? C11 C10 1.367(4) . ? C11 C12 1.376(4) . ? C11 H11A 0.9300 . ? Zn2 O8 2.017(3) . ? Zn2 O9 2.044(2) . ? Zn2 O6 2.057(2) . ? Zn2 N5 2.096(3) . ? Zn2 N6 2.179(3) . ? Zn2 C44 2.590(4) . ? N2 C12 1.327(4) . ? N2 C13 1.353(3) . ? O2 C43 1.236(3) . ? C26 C36 1.393(4) . ? C26 C25 1.396(5) . ? C26 C27 1.444(5) . ? O3 C21 1.240(4) . ? N3 C6 1.324(4) . ? N3 C5 1.347(4) . ? C40 C42 1.377(4) 2_554 ? C40 C41 1.381(4) . ? C40 H40A 0.9300 . ? O5 H5B 0.96(5) . ? O5 H5A 0.76(3) . ? N4 C7 1.310(4) . ? N4 C8 1.353(4) . ? C42 C40 1.377(4) 2_554 ? C42 C41 1.380(4) . ? C42 H42A 0.9300 . ? O10 C22 1.245(4) . ? N5 C23 1.330(4) . ? N5 C36 1.353(4) . ? C36 C35 1.457(4) . ? O8 H8B 0.87(4) . ? O8 H8A 0.83(4) . ? N6 C34 1.328(4) . ? N6 C35 1.346(4) . ? C6 C7 1.382(5) . ? C6 H6A 0.9300 . ? N7 C28 1.315(6) . ? N7 C27 1.351(4) . ? O9 C22 1.269(4) . ? C33 C32 1.366(5) . ? C33 C34 1.382(4) . ? C33 H33A 0.9300 . ? N8 C29 1.330(5) . ? N8 C30 1.345(4) . ? O6 C44 1.259(4) . ? C31 C35 1.386(4) . ? C31 C32 1.401(5) . ? C31 C30 1.455(4) . ? O4 C21 1.266(3) . ? C9 C13 1.392(4) . ? C9 C10 1.395(4) . ? C9 C8 1.445(4) . ? O1 C43 1.263(3) . ? C7 H7A 0.9300 . ? C5 C8 1.390(4) . ? C5 C4 1.455(4) . ? C14 C4 1.388(4) . ? C14 C13 1.449(4) . ? C20 C19 1.381(4) . ? C20 C15 1.395(4) . ? C20 H20A 0.9300 . ? C15 C16 1.391(4) . ? C15 C21 1.494(4) . ? C44 C41 1.490(4) . ? C34 H34A 0.9300 . ? C18 C19 1.382(4) . ? C18 C17 1.385(4) . ? C18 C22 1.500(4) . ? C19 H19A 0.9300 . ? C39 C38 1.381(4) 5_675 ? C39 C37 1.385(4) . ? C39 H39A 0.9300 . ? C38 C39 1.381(4) 5_675 ? C38 C37 1.383(4) . ? C38 H38A 0.9300 . ? C12 H12A 0.9300 . ? C1 C2 1.373(4) . ? C1 H1A 0.9300 . ? C16 C17 1.381(4) . ? C16 H16A 0.9300 . ? C23 C24 1.376(5) . ? C23 H23A 0.9300 . ? C37 C43 1.499(4) . ? C4 C3 1.398(4) . ? C28 C29 1.370(7) . ? C28 H28A 0.9300 . ? C29 H29A 0.9300 . ? C24 C25 1.358(5) . ? C24 H24A 0.9300 . ? C32 H32A 0.9300 . ? C30 C27 1.398(5) . ? C10 H10A 0.9300 . ? C25 H25A 0.9300 . ? C17 H17A 0.9300 . ? C2 C3 1.361(4) . ? C2 H2A 0.9300 . ? C3 H3A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O4 96.60(9) . . ? O1 Zn1 O5 134.56(10) . . ? O4 Zn1 O5 86.26(10) . . ? O1 Zn1 N1 99.29(9) . . ? O4 Zn1 N1 90.36(9) . . ? O5 Zn1 N1 126.10(10) . . ? O1 Zn1 N2 99.80(9) . . ? O4 Zn1 N2 160.74(9) . . ? O5 Zn1 N2 89.36(11) . . ? N1 Zn1 N2 77.14(9) . . ? C1 N1 C14 117.8(3) . . ? C1 N1 Zn1 126.6(2) . . ? C14 N1 Zn1 115.4(2) . . ? C44 O7 Zn2 81.2(2) . . ? C10 C11 C12 120.0(3) . . ? C10 C11 H11A 120.0 . . ? C12 C11 H11A 120.0 . . ? O8 Zn2 O9 89.49(11) . . ? O8 Zn2 O6 144.90(11) . . ? O9 Zn2 O6 96.74(9) . . ? O8 Zn2 N5 116.83(11) . . ? O9 Zn2 N5 90.87(10) . . ? O6 Zn2 N5 97.64(10) . . ? O8 Zn2 N6 91.15(11) . . ? O9 Zn2 N6 166.90(10) . . ? O6 Zn2 N6 90.23(9) . . ? N5 Zn2 N6 77.17(10) . . ? O8 Zn2 O7 87.89(10) . . ? O9 Zn2 O7 102.93(9) . . ? O6 Zn2 O7 57.04(9) . . ? N5 Zn2 O7 152.02(9) . . ? N6 Zn2 O7 90.17(9) . . ? O8 Zn2 C44 116.31(12) . . ? O9 Zn2 C44 99.75(10) . . ? O6 Zn2 C44 28.60(10) . . ? N5 Zn2 C44 125.75(11) . . ? N6 Zn2 C44 91.69(10) . . ? O7 Zn2 C44 28.51(9) . . ? C12 N2 C13 117.8(3) . . ? C12 N2 Zn1 128.0(2) . . ? C13 N2 Zn1 114.1(2) . . ? C36 C26 C25 117.2(4) . . ? C36 C26 C27 119.0(3) . . ? C25 C26 C27 123.9(4) . . ? C6 N3 C5 115.1(3) . . ? C42 C40 C41 120.9(3) 2_554 . ? C42 C40 H40A 119.6 2_554 . ? C41 C40 H40A 119.6 . . ? Zn1 O5 H5B 92(2) . . ? Zn1 O5 H5A 123(2) . . ? H5B O5 H5A 107(3) . . ? C7 N4 C8 115.4(3) . . ? C40 C42 C41 120.4(3) 2_554 . ? C40 C42 H42A 119.8 2_554 . ? C41 C42 H42A 119.8 . . ? C23 N5 C36 117.9(3) . . ? C23 N5 Zn2 126.2(3) . . ? C36 N5 Zn2 115.6(2) . . ? N5 C36 C26 122.8(3) . . ? N5 C36 C35 116.7(3) . . ? C26 C36 C35 120.5(3) . . ? Zn2 O8 H8B 98(2) . . ? Zn2 O8 H8A 115(3) . . ? H8B O8 H8A 108(4) . . ? C34 N6 C35 118.2(3) . . ? C34 N6 Zn2 128.3(2) . . ? C35 N6 Zn2 113.1(2) . . ? N3 C6 C7 122.5(3) . . ? N3 C6 H6A 118.7 . . ? C7 C6 H6A 118.7 . . ? C28 N7 C27 114.8(5) . . ? C22 O9 Zn2 125.3(2) . . ? C32 C33 C34 119.8(3) . . ? C32 C33 H33A 120.1 . . ? C34 C33 H33A 120.1 . . ? C29 N8 C30 114.8(4) . . ? C44 O6 Zn2 99.9(2) . . ? C35 C31 C32 117.9(3) . . ? C35 C31 C30 119.1(3) . . ? C32 C31 C30 123.0(3) . . ? C21 O4 Zn1 124.0(2) . . ? C13 C9 C10 117.2(3) . . ? C13 C9 C8 119.2(3) . . ? C10 C9 C8 123.6(3) . . ? C43 O1 Zn1 105.42(19) . . ? N4 C7 C6 123.4(3) . . ? N4 C7 H7A 118.3 . . ? C6 C7 H7A 118.3 . . ? N3 C5 C8 122.2(3) . . ? N3 C5 C4 117.6(3) . . ? C8 C5 C4 120.1(3) . . ? N1 C14 C4 122.6(3) . . ? N1 C14 C13 116.6(3) . . ? C4 C14 C13 120.8(3) . . ? C19 C20 C15 120.5(3) . . ? C19 C20 H20A 119.7 . . ? C15 C20 H20A 119.7 . . ? N4 C8 C5 121.4(3) . . ? N4 C8 C9 117.9(3) . . ? C5 C8 C9 120.7(3) . . ? N6 C35 C31 122.9(3) . . ? N6 C35 C36 116.6(3) . . ? C31 C35 C36 120.5(3) . . ? C16 C15 C20 118.4(3) . . ? C16 C15 C21 121.1(3) . . ? C20 C15 C21 120.4(3) . . ? O3 C21 O4 124.4(3) . . ? O3 C21 C15 118.1(3) . . ? O4 C21 C15 117.4(3) . . ? O7 C44 O6 121.5(3) . . ? O7 C44 C41 120.6(3) . . ? O6 C44 C41 117.8(3) . . ? O7 C44 Zn2 70.28(19) . . ? O6 C44 Zn2 51.47(17) . . ? C41 C44 Zn2 167.3(3) . . ? N6 C34 C33 122.5(3) . . ? N6 C34 H34A 118.8 . . ? C33 C34 H34A 118.8 . . ? C19 C18 C17 118.6(3) . . ? C19 C18 C22 121.1(3) . . ? C17 C18 C22 120.2(3) . . ? C20 C19 C18 120.9(3) . . ? C20 C19 H19A 119.5 . . ? C18 C19 H19A 119.5 . . ? C38 C39 C37 120.7(3) 5_675 . ? C38 C39 H39A 119.6 5_675 . ? C37 C39 H39A 119.6 . . ? C39 C38 C37 121.0(3) 5_675 . ? C39 C38 H38A 119.5 5_675 . ? C37 C38 H38A 119.5 . . ? N2 C12 C11 122.5(3) . . ? N2 C12 H12A 118.7 . . ? C11 C12 H12A 118.7 . . ? N1 C1 C2 122.9(3) . . ? N1 C1 H1A 118.5 . . ? C2 C1 H1A 118.5 . . ? C17 C16 C15 120.4(3) . . ? C17 C16 H16A 119.8 . . ? C15 C16 H16A 119.8 . . ? N2 C13 C9 123.2(3) . . ? N2 C13 C14 116.7(3) . . ? C9 C13 C14 120.1(3) . . ? N5 C23 C24 122.8(4) . . ? N5 C23 H23A 118.6 . . ? C24 C23 H23A 118.6 . . ? O10 C22 O9 125.3(3) . . ? O10 C22 C18 117.6(3) . . ? O9 C22 C18 117.1(3) . . ? C42 C41 C40 118.6(3) . . ? C42 C41 C44 120.4(3) . . ? C40 C41 C44 121.0(3) . . ? C38 C37 C39 118.3(3) . . ? C38 C37 C43 120.8(3) . . ? C39 C37 C43 120.9(3) . . ? O2 C43 O1 121.4(3) . . ? O2 C43 C37 120.6(3) . . ? O1 C43 C37 118.1(3) . . ? C14 C4 C3 118.0(3) . . ? C14 C4 C5 118.9(3) . . ? C3 C4 C5 123.1(3) . . ? N7 C28 C29 123.6(5) . . ? N7 C28 H28A 118.2 . . ? C29 C28 H28A 118.2 . . ? N8 C29 C28 122.9(5) . . ? N8 C29 H29A 118.6 . . ? C28 C29 H29A 118.6 . . ? C25 C24 C23 119.4(4) . . ? C25 C24 H24A 120.3 . . ? C23 C24 H24A 120.3 . . ? C33 C32 C31 118.7(3) . . ? C33 C32 H32A 120.7 . . ? C31 C32 H32A 120.7 . . ? N8 C30 C27 122.0(4) . . ? N8 C30 C31 117.8(4) . . ? C27 C30 C31 120.2(3) . . ? C11 C10 C9 119.3(3) . . ? C11 C10 H10A 120.4 . . ? C9 C10 H10A 120.4 . . ? C24 C25 C26 119.9(4) . . ? C24 C25 H25A 120.1 . . ? C26 C25 H25A 120.1 . . ? C16 C17 C18 121.1(3) . . ? C16 C17 H17A 119.5 . . ? C18 C17 H17A 119.5 . . ? C3 C2 C1 119.9(3) . . ? C3 C2 H2A 120.1 . . ? C1 C2 H2A 120.1 . . ? N7 C27 C30 121.8(4) . . ? N7 C27 C26 117.5(4) . . ? C30 C27 C26 120.7(3) . . ? C2 C3 C4 118.9(3) . . ? C2 C3 H3A 120.6 . . ? C4 C3 H3A 120.6 . . ? 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 O1 Zn1 N1 C1 -78.9(2) . . . . ? O4 Zn1 N1 C1 17.9(2) . . . . ? O5 Zn1 N1 C1 103.5(3) . . . . ? N2 Zn1 N1 C1 -176.9(3) . . . . ? O1 Zn1 N1 C14 95.1(2) . . . . ? O4 Zn1 N1 C14 -168.2(2) . . . . ? O5 Zn1 N1 C14 -82.5(2) . . . . ? N2 Zn1 N1 C14 -2.93(19) . . . . ? C44 O7 Zn2 O8 175.6(2) . . . . ? C44 O7 Zn2 O9 86.7(2) . . . . ? C44 O7 Zn2 O6 -3.04(19) . . . . ? C44 O7 Zn2 N5 -31.1(3) . . . . ? C44 O7 Zn2 N6 -93.2(2) . . . . ? O1 Zn1 N2 C12 83.3(3) . . . . ? O4 Zn1 N2 C12 -128.7(3) . . . . ? O5 Zn1 N2 C12 -51.9(3) . . . . ? N1 Zn1 N2 C12 -179.3(3) . . . . ? O1 Zn1 N2 C13 -95.2(2) . . . . ? O4 Zn1 N2 C13 52.9(4) . . . . ? O5 Zn1 N2 C13 129.6(2) . . . . ? N1 Zn1 N2 C13 2.23(19) . . . . ? O8 Zn2 N5 C23 -94.5(3) . . . . ? O9 Zn2 N5 C23 -4.6(3) . . . . ? O6 Zn2 N5 C23 92.3(3) . . . . ? N6 Zn2 N5 C23 -179.2(3) . . . . ? O7 Zn2 N5 C23 115.8(3) . . . . ? C44 Zn2 N5 C23 98.1(3) . . . . ? O8 Zn2 N5 C36 92.6(2) . . . . ? O9 Zn2 N5 C36 -177.5(2) . . . . ? O6 Zn2 N5 C36 -80.6(2) . . . . ? N6 Zn2 N5 C36 7.9(2) . . . . ? O7 Zn2 N5 C36 -57.1(3) . . . . ? C44 Zn2 N5 C36 -74.8(2) . . . . ? C23 N5 C36 C26 -0.5(4) . . . . ? Zn2 N5 C36 C26 173.0(2) . . . . ? C23 N5 C36 C35 179.4(3) . . . . ? Zn2 N5 C36 C35 -7.1(3) . . . . ? C25 C26 C36 N5 0.1(5) . . . . ? C27 C26 C36 N5 -180.0(3) . . . . ? C25 C26 C36 C35 -179.8(3) . . . . ? C27 C26 C36 C35 0.2(4) . . . . ? O8 Zn2 N6 C34 62.5(3) . . . . ? O9 Zn2 N6 C34 155.2(4) . . . . ? O6 Zn2 N6 C34 -82.4(3) . . . . ? N5 Zn2 N6 C34 179.8(3) . . . . ? O7 Zn2 N6 C34 -25.4(3) . . . . ? C44 Zn2 N6 C34 -53.9(3) . . . . ? O8 Zn2 N6 C35 -125.0(2) . . . . ? O9 Zn2 N6 C35 -32.3(5) . . . . ? O6 Zn2 N6 C35 90.1(2) . . . . ? N5 Zn2 N6 C35 -7.7(2) . . . . ? O7 Zn2 N6 C35 147.1(2) . . . . ? C44 Zn2 N6 C35 118.6(2) . . . . ? C5 N3 C6 C7 0.3(5) . . . . ? O8 Zn2 O9 C22 -34.2(3) . . . . ? O6 Zn2 O9 C22 111.2(3) . . . . ? N5 Zn2 O9 C22 -151.0(3) . . . . ? N6 Zn2 O9 C22 -127.1(4) . . . . ? O7 Zn2 O9 C22 53.5(3) . . . . ? C44 Zn2 O9 C22 82.4(3) . . . . ? O8 Zn2 O6 C44 0.8(3) . . . . ? O9 Zn2 O6 C44 -98.0(2) . . . . ? N5 Zn2 O6 C44 170.2(2) . . . . ? N6 Zn2 O6 C44 93.1(2) . . . . ? O7 Zn2 O6 C44 3.04(19) . . . . ? O1 Zn1 O4 C21 -90.3(2) . . . . ? O5 Zn1 O4 C21 44.1(2) . . . . ? N1 Zn1 O4 C21 170.3(2) . . . . ? N2 Zn1 O4 C21 121.3(3) . . . . ? O4 Zn1 O1 C43 111.6(2) . . . . ? O5 Zn1 O1 C43 20.4(3) . . . . ? N1 Zn1 O1 C43 -156.9(2) . . . . ? N2 Zn1 O1 C43 -78.5(2) . . . . ? C8 N4 C7 C6 -0.6(5) . . . . ? N3 C6 C7 N4 -0.2(6) . . . . ? C6 N3 C5 C8 0.4(5) . . . . ? C6 N3 C5 C4 -179.6(3) . . . . ? C1 N1 C14 C4 -0.1(4) . . . . ? Zn1 N1 C14 C4 -174.6(2) . . . . ? C1 N1 C14 C13 177.8(2) . . . . ? Zn1 N1 C14 C13 3.2(3) . . . . ? C7 N4 C8 C5 1.2(5) . . . . ? C7 N4 C8 C9 -177.9(3) . . . . ? N3 C5 C8 N4 -1.2(5) . . . . ? C4 C5 C8 N4 178.7(3) . . . . ? N3 C5 C8 C9 177.9(3) . . . . ? C4 C5 C8 C9 -2.2(4) . . . . ? C13 C9 C8 N4 180.0(3) . . . . ? C10 C9 C8 N4 1.9(5) . . . . ? C13 C9 C8 C5 0.9(4) . . . . ? C10 C9 C8 C5 -177.3(3) . . . . ? C34 N6 C35 C31 0.4(4) . . . . ? Zn2 N6 C35 C31 -172.9(2) . . . . ? C34 N6 C35 C36 179.9(3) . . . . ? Zn2 N6 C35 C36 6.6(3) . . . . ? C32 C31 C35 N6 0.8(5) . . . . ? C30 C31 C35 N6 179.4(3) . . . . ? C32 C31 C35 C36 -178.6(3) . . . . ? C30 C31 C35 C36 0.0(4) . . . . ? N5 C36 C35 N6 0.1(4) . . . . ? C26 C36 C35 N6 180.0(3) . . . . ? N5 C36 C35 C31 179.6(3) . . . . ? C26 C36 C35 C31 -0.5(4) . . . . ? C19 C20 C15 C16 -0.6(4) . . . . ? C19 C20 C15 C21 178.8(3) . . . . ? Zn1 O4 C21 O3 -9.6(4) . . . . ? Zn1 O4 C21 C15 170.52(18) . . . . ? C16 C15 C21 O3 -174.7(3) . . . . ? C20 C15 C21 O3 5.9(4) . . . . ? C16 C15 C21 O4 5.2(4) . . . . ? C20 C15 C21 O4 -174.2(3) . . . . ? Zn2 O7 C44 O6 4.9(3) . . . . ? Zn2 O7 C44 C41 -172.7(3) . . . . ? Zn2 O6 C44 O7 -5.9(4) . . . . ? Zn2 O6 C44 C41 171.7(2) . . . . ? O8 Zn2 C44 O7 -4.9(2) . . . . ? O9 Zn2 C44 O7 -99.15(19) . . . . ? O6 Zn2 C44 O7 174.7(3) . . . . ? N5 Zn2 C44 O7 162.64(18) . . . . ? N6 Zn2 C44 O7 87.26(19) . . . . ? O8 Zn2 C44 O6 -179.5(2) . . . . ? O9 Zn2 C44 O6 86.2(2) . . . . ? N5 Zn2 C44 O6 -12.0(3) . . . . ? N6 Zn2 C44 O6 -87.4(2) . . . . ? O7 Zn2 C44 O6 -174.7(3) . . . . ? O8 Zn2 C44 C41 145.2(11) . . . . ? O9 Zn2 C44 C41 50.9(12) . . . . ? O6 Zn2 C44 C41 -35.3(11) . . . . ? N5 Zn2 C44 C41 -47.3(12) . . . . ? N6 Zn2 C44 C41 -122.7(12) . . . . ? O7 Zn2 C44 C41 150.1(13) . . . . ? C35 N6 C34 C33 -1.1(5) . . . . ? Zn2 N6 C34 C33 171.1(2) . . . . ? C32 C33 C34 N6 0.5(5) . . . . ? C15 C20 C19 C18 -0.5(5) . . . . ? C17 C18 C19 C20 0.7(4) . . . . ? C22 C18 C19 C20 -177.6(3) . . . . ? C13 N2 C12 C11 -0.1(5) . . . . ? Zn1 N2 C12 C11 -178.6(3) . . . . ? C10 C11 C12 N2 0.2(6) . . . . ? C14 N1 C1 C2 -0.1(4) . . . . ? Zn1 N1 C1 C2 173.8(2) . . . . ? C20 C15 C16 C17 1.6(4) . . . . ? C21 C15 C16 C17 -177.8(3) . . . . ? C12 N2 C13 C9 -0.1(4) . . . . ? Zn1 N2 C13 C9 178.6(2) . . . . ? C12 N2 C13 C14 -179.9(3) . . . . ? Zn1 N2 C13 C14 -1.3(3) . . . . ? C10 C9 C13 N2 0.2(4) . . . . ? C8 C9 C13 N2 -178.0(3) . . . . ? C10 C9 C13 C14 -179.9(3) . . . . ? C8 C9 C13 C14 1.8(4) . . . . ? N1 C14 C13 N2 -1.3(4) . . . . ? C4 C14 C13 N2 176.6(3) . . . . ? N1 C14 C13 C9 178.9(3) . . . . ? C4 C14 C13 C9 -3.3(4) . . . . ? C36 N5 C23 C24 0.2(5) . . . . ? Zn2 N5 C23 C24 -172.6(3) . . . . ? Zn2 O9 C22 O10 5.4(5) . . . . ? Zn2 O9 C22 C18 -176.69(19) . . . . ? C19 C18 C22 O10 161.7(3) . . . . ? C17 C18 C22 O10 -16.7(4) . . . . ? C19 C18 C22 O9 -16.4(4) . . . . ? C17 C18 C22 O9 165.2(3) . . . . ? C40 C42 C41 C40 -5.0(5) 2_554 . . . ? C40 C42 C41 C44 171.8(3) 2_554 . . . ? C42 C40 C41 C42 2.5(5) 2_554 . . . ? C42 C40 C41 C44 -174.3(3) 2_554 . . . ? O7 C44 C41 C42 24.2(5) . . . . ? O6 C44 C41 C42 -153.5(3) . . . . ? Zn2 C44 C41 C42 -122.8(11) . . . . ? O7 C44 C41 C40 -159.1(3) . . . . ? O6 C44 C41 C40 23.3(5) . . . . ? Zn2 C44 C41 C40 54.0(13) . . . . ? C39 C38 C37 C39 1.2(5) 5_675 . . . ? C39 C38 C37 C43 -176.7(3) 5_675 . . . ? C38 C39 C37 C38 -1.2(5) 5_675 . . . ? C38 C39 C37 C43 176.7(3) 5_675 . . . ? Zn1 O1 C43 O2 0.4(4) . . . . ? Zn1 O1 C43 C37 -178.7(2) . . . . ? C38 C37 C43 O2 13.8(4) . . . . ? C39 C37 C43 O2 -164.1(3) . . . . ? C38 C37 C43 O1 -167.1(3) . . . . ? C39 C37 C43 O1 15.0(4) . . . . ? N1 C14 C4 C3 0.0(4) . . . . ? C13 C14 C4 C3 -177.7(3) . . . . ? N1 C14 C4 C5 179.7(3) . . . . ? C13 C14 C4 C5 1.9(4) . . . . ? N3 C5 C4 C14 -179.3(3) . . . . ? C8 C5 C4 C14 0.8(4) . . . . ? N3 C5 C4 C3 0.3(4) . . . . ? C8 C5 C4 C3 -179.6(3) . . . . ? C27 N7 C28 C29 1.6(7) . . . . ? C30 N8 C29 C28 1.1(7) . . . . ? N7 C28 C29 N8 -2.6(8) . . . . ? N5 C23 C24 C25 0.6(6) . . . . ? C34 C33 C32 C31 0.8(5) . . . . ? C35 C31 C32 C33 -1.4(5) . . . . ? C30 C31 C32 C33 -179.9(3) . . . . ? C29 N8 C30 C27 1.0(5) . . . . ? C29 N8 C30 C31 -178.4(3) . . . . ? C35 C31 C30 N8 -179.6(3) . . . . ? C32 C31 C30 N8 -1.1(5) . . . . ? C35 C31 C30 C27 1.0(5) . . . . ? C32 C31 C30 C27 179.5(3) . . . . ? C12 C11 C10 C9 0.0(6) . . . . ? C13 C9 C10 C11 -0.2(5) . . . . ? C8 C9 C10 C11 178.0(3) . . . . ? C23 C24 C25 C26 -1.0(6) . . . . ? C36 C26 C25 C24 0.6(5) . . . . ? C27 C26 C25 C24 -179.3(3) . . . . ? C15 C16 C17 C18 -1.4(5) . . . . ? C19 C18 C17 C16 0.3(5) . . . . ? C22 C18 C17 C16 178.6(3) . . . . ? N1 C1 C2 C3 0.2(5) . . . . ? C28 N7 C27 C30 0.6(5) . . . . ? C28 N7 C27 C26 179.5(3) . . . . ? N8 C30 C27 N7 -1.9(5) . . . . ? C31 C30 C27 N7 177.4(3) . . . . ? N8 C30 C27 C26 179.2(3) . . . . ? C31 C30 C27 C26 -1.4(5) . . . . ? C36 C26 C27 N7 -178.1(3) . . . . ? C25 C26 C27 N7 1.8(5) . . . . ? C36 C26 C27 C30 0.8(5) . . . . ? C25 C26 C27 C30 -179.3(3) . . . . ? C1 C2 C3 C4 -0.2(5) . . . . ? C14 C4 C3 C2 0.1(4) . . . . ? C5 C4 C3 C2 -179.5(3) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.76 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.361 _refine_diff_density_min -0.342 _refine_diff_density_rms 0.070 #####END data_zn4 _database_code_depnum_ccdc_archive 'CCDC 619177' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H16 N4 O4 Zn' _chemical_formula_weight 513.82 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 'P 21/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 7.5573(16) _cell_length_b 23.502(5) _cell_length_c 12.903(3) _cell_angle_alpha 90.00 _cell_angle_beta 106.473(4) _cell_angle_gamma 90.00 _cell_volume 2197.6(8) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 1980 _cell_measurement_theta_min 1.73 _cell_measurement_theta_max 26.50 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.553 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1048.0 _exptl_absorpt_coefficient_mu 1.161 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.767 _exptl_absorpt_correction_T_max 0.860 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 1000 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 9 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 10622 _diffrn_reflns_av_R_equivalents 0.0558 _diffrn_reflns_av_sigmaI/netI 0.0841 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 26.50 _reflns_number_total 4509 _reflns_number_gt 2691 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0600P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4509 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1059 _refine_ls_R_factor_gt 0.0522 _refine_ls_wR_factor_ref 0.1341 _refine_ls_wR_factor_gt 0.1144 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _refine_ls_shift/su_max 0.015 _refine_ls_shift/su_mean 0.002 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.13228(7) 0.106530(18) 0.31659(4) 0.03538(18) Uani 1 1 d . . . N2 N 0.2287(4) 0.03835(13) 0.4167(3) 0.0328(8) Uani 1 1 d . . . O3 O 0.2301(5) 0.17098(12) 0.4570(2) 0.0501(8) Uani 1 1 d . . . C15 C 0.3301(5) -0.11122(14) 0.2764(3) 0.0261(8) Uani 1 1 d . . . H15A H 0.3749 -0.0771 0.3104 0.031 Uiso 1 1 calc R . . N1 N -0.0141(4) 0.03401(12) 0.2236(2) 0.0301(8) Uani 1 1 d . . . O4 O -0.0573(4) 0.15099(11) 0.3705(2) 0.0471(8) Uani 1 1 d . . . C5 C 0.1659(5) -0.01317(16) 0.3799(3) 0.0307(9) Uani 1 1 d . . . N4 N -0.0784(5) -0.06415(13) 0.0992(3) 0.0399(9) Uani 1 1 d . . . C6 C 0.0633(5) -0.01502(15) 0.2633(3) 0.0310(9) Uani 1 1 d . . . C13 C 0.0386(6) -0.06437(16) 0.1955(3) 0.0354(10) Uani 1 1 d . . . O1 O 0.1345(6) 0.15759(14) 0.1945(3) 0.0710(11) Uani 1 1 d . . . C14 C 0.1569(7) -0.11649(15) 0.2203(3) 0.0417(11) Uani 1 1 d . . . C19 C -0.0055(6) 0.22213(15) 0.5069(3) 0.0337(10) Uani 1 1 d . . . C24 C 0.1180(6) 0.25432(17) 0.5842(3) 0.0451(11) Uani 1 1 d . . . H24A H 0.2440 0.2492 0.5951 0.054 Uiso 1 1 calc R . . C4 C 0.1841(6) -0.05985(17) 0.4483(3) 0.0393(10) Uani 1 1 d . . . H4A H 0.1356 -0.0951 0.4217 0.047 Uiso 1 1 calc R . . C1 C 0.3199(6) 0.04388(17) 0.5213(3) 0.0429(11) Uani 1 1 d . . . H1A H 0.3661 0.0795 0.5468 0.051 Uiso 1 1 calc R . . C7 C -0.1304(6) 0.03536(16) 0.1219(3) 0.0335(10) Uani 1 1 d . . . C26 C 0.0610(7) 0.17900(17) 0.4416(3) 0.0411(11) Uani 1 1 d . . . C8 C -0.2192(6) 0.08648(18) 0.0785(3) 0.0443(11) Uani 1 1 d . . . H8A H -0.1926 0.1201 0.1178 0.053 Uiso 1 1 calc R . . C12 C -0.1692(6) -0.01486(17) 0.0606(3) 0.0380(10) Uani 1 1 d . . . C20 C -0.1901(7) 0.22916(19) 0.4930(3) 0.0483(12) Uani 1 1 d . . . H20A H -0.2748 0.2072 0.4424 0.058 Uiso 1 1 calc R . . C22 C -0.1269(7) 0.30172(17) 0.6314(3) 0.0452(12) Uani 1 1 d . . . C23 C 0.0572(7) 0.29405(17) 0.6458(3) 0.0482(12) Uani 1 1 d . . . H23A H 0.1423 0.3155 0.6970 0.058 Uiso 1 1 calc R . . C2 C 0.3482(6) -0.00046(19) 0.5925(3) 0.0490(12) Uani 1 1 d . . . H2A H 0.4156 0.0046 0.6643 0.059 Uiso 1 1 calc R . . C3 C 0.2751(6) -0.05285(18) 0.5559(3) 0.0469(12) Uani 1 1 d . . . H3A H 0.2873 -0.0832 0.6036 0.056 Uiso 1 1 calc R . . C16 C 0.4379(7) -0.15528(19) 0.2832(3) 0.0549(13) Uani 1 1 d . . . H16A H 0.5611 -0.1515 0.3225 0.066 Uiso 1 1 calc R . . C11 C -0.2976(6) -0.0138(2) -0.0434(3) 0.0462(11) Uani 1 1 d . . . H11A H -0.3233 -0.0466 -0.0852 0.055 Uiso 1 1 calc R . . C9 C -0.3426(7) 0.0863(2) -0.0200(4) 0.0505(12) Uani 1 1 d . . . H9A H -0.4024 0.1199 -0.0479 0.061 Uiso 1 1 calc R . . C21 C -0.2528(7) 0.2697(2) 0.5553(3) 0.0527(13) Uani 1 1 d . . . H21A H -0.3786 0.2747 0.5452 0.063 Uiso 1 1 calc R . . C10 C -0.3824(7) 0.0362(2) -0.0812(4) 0.0513(12) Uani 1 1 d . . . H10A H -0.4685 0.0371 -0.1489 0.062 Uiso 1 1 calc R . . N3 N 0.0749(7) -0.16800(17) 0.1702(4) 0.0772(14) Uani 1 1 d . . . C18 C 0.1977(8) -0.21402(17) 0.1796(4) 0.0550(14) Uani 1 1 d . . . H18A H 0.1550 -0.2488 0.1478 0.066 Uiso 1 1 calc R . . C17 C 0.3791(8) -0.20768(18) 0.2350(4) 0.0585(15) Uani 1 1 d . . . H17A H 0.4617 -0.2376 0.2406 0.070 Uiso 1 1 calc R . . O2 O 0.4100(7) 0.12367(15) 0.2617(3) 0.0915(14) Uani 1 1 d . . . C27 C 0.3040(10) 0.1560(2) 0.2005(4) 0.0591(15) 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 0.0535(3) 0.0217(3) 0.0371(3) -0.0019(2) 0.0228(2) -0.0017(2) N2 0.042(2) 0.0255(19) 0.033(2) -0.0059(15) 0.0146(16) -0.0081(15) O3 0.059(2) 0.0373(18) 0.060(2) -0.0039(15) 0.0274(17) 0.0105(16) C15 0.036(2) 0.0089(18) 0.028(2) -0.0092(15) 0.0014(18) -0.0020(17) N1 0.041(2) 0.0203(17) 0.0332(19) -0.0002(15) 0.0170(16) -0.0007(15) O4 0.063(2) 0.0346(17) 0.0509(19) -0.0140(15) 0.0282(17) -0.0040(16) C5 0.038(2) 0.026(2) 0.033(2) -0.0037(18) 0.0177(19) -0.0019(18) N4 0.047(2) 0.030(2) 0.044(2) -0.0074(17) 0.0147(19) -0.0012(17) C6 0.039(2) 0.023(2) 0.035(2) -0.0040(18) 0.0166(19) -0.0072(18) C13 0.044(3) 0.024(2) 0.038(3) -0.0040(18) 0.012(2) -0.0049(19) O1 0.109(3) 0.055(2) 0.059(2) -0.0072(17) 0.041(2) -0.047(2) C14 0.075(4) 0.018(2) 0.038(2) -0.0054(18) 0.024(2) -0.003(2) C19 0.051(3) 0.024(2) 0.032(2) 0.0019(18) 0.021(2) 0.007(2) C24 0.052(3) 0.037(3) 0.051(3) -0.006(2) 0.022(2) -0.001(2) C4 0.051(3) 0.028(2) 0.041(3) -0.002(2) 0.016(2) -0.010(2) C1 0.059(3) 0.033(2) 0.038(3) -0.010(2) 0.017(2) -0.005(2) C7 0.043(3) 0.030(2) 0.031(2) -0.0003(19) 0.015(2) 0.0000(19) C26 0.067(3) 0.024(2) 0.039(3) 0.008(2) 0.028(2) 0.008(2) C8 0.053(3) 0.038(3) 0.041(3) 0.001(2) 0.010(2) -0.003(2) C12 0.042(3) 0.038(3) 0.036(2) -0.003(2) 0.015(2) -0.009(2) C20 0.064(3) 0.047(3) 0.034(2) -0.011(2) 0.014(2) 0.007(2) C22 0.076(4) 0.029(2) 0.034(3) 0.006(2) 0.022(2) 0.013(2) C23 0.072(4) 0.035(3) 0.044(3) -0.009(2) 0.027(2) -0.008(2) C2 0.067(3) 0.050(3) 0.029(2) -0.002(2) 0.013(2) -0.002(3) C3 0.061(3) 0.041(3) 0.042(3) 0.009(2) 0.020(2) -0.003(2) C16 0.071(4) 0.048(3) 0.036(3) -0.007(2) 0.001(2) 0.000(3) C11 0.051(3) 0.049(3) 0.039(3) -0.013(2) 0.013(2) -0.009(2) C9 0.058(3) 0.043(3) 0.048(3) 0.006(2) 0.011(3) 0.005(2) C21 0.056(3) 0.066(3) 0.039(3) 0.002(2) 0.017(2) 0.028(3) C10 0.052(3) 0.061(3) 0.042(3) 0.005(3) 0.014(2) -0.005(3) N3 0.118(4) 0.046(3) 0.074(3) -0.007(2) 0.037(3) -0.005(3) C18 0.086(4) 0.017(2) 0.055(3) -0.009(2) 0.010(3) 0.007(2) C17 0.091(4) 0.030(3) 0.047(3) -0.005(2) 0.006(3) 0.019(3) O2 0.145(4) 0.064(3) 0.077(3) 0.037(2) 0.050(3) 0.004(2) C27 0.113(5) 0.038(3) 0.036(3) -0.013(2) 0.037(3) -0.027(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.984(3) . ? Zn1 O4 2.048(3) . ? Zn1 N2 2.057(3) . ? Zn1 N1 2.194(3) . ? Zn1 O3 2.316(3) . ? Zn1 O2 2.431(4) . ? Zn1 C26 2.507(4) . ? Zn1 C27 2.526(5) . ? N2 C5 1.337(4) . ? N2 C1 1.337(5) . ? O3 C26 1.250(5) . ? C15 C16 1.305(5) . ? C15 C14 1.310(6) . ? C15 H15A 0.9300 . ? N1 C6 1.327(5) . ? N1 C7 1.358(5) . ? O4 C26 1.268(5) . ? C5 C4 1.390(5) . ? C5 C6 1.486(5) . ? N4 C13 1.305(5) . ? N4 C12 1.366(5) . ? C6 C13 1.433(5) . ? C13 C14 1.496(5) . ? O1 C27 1.261(6) . ? C14 N3 1.428(5) . ? C19 C20 1.366(6) . ? C19 C24 1.382(5) . ? C19 C26 1.493(5) . ? C24 C23 1.386(5) . ? C24 H24A 0.9300 . ? C4 C3 1.374(5) . ? C4 H4A 0.9300 . ? C1 C2 1.365(5) . ? C1 H1A 0.9300 . ? C7 C12 1.404(5) . ? C7 C8 1.412(5) . ? C8 C9 1.347(6) . ? C8 H8A 0.9300 . ? C12 C11 1.416(5) . ? C20 C21 1.411(6) . ? C20 H20A 0.9300 . ? C22 C23 1.362(6) . ? C22 C21 1.381(6) . ? C22 C27 1.523(6) 4_566 ? C23 H23A 0.9300 . ? C2 C3 1.377(6) . ? C2 H2A 0.9300 . ? C3 H3A 0.9300 . ? C16 C17 1.394(6) . ? C16 H16A 0.9300 . ? C11 C10 1.359(6) . ? C11 H11A 0.9300 . ? C9 C10 1.402(6) . ? C9 H9A 0.9300 . ? C21 H21A 0.9300 . ? C10 H10A 0.9300 . ? N3 C18 1.408(6) . ? C18 C17 1.362(7) . ? C18 H18A 0.9300 . ? C17 H17A 0.9300 . ? O2 C27 1.218(6) . ? C27 C22 1.523(6) 4_665 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O4 97.21(15) . . ? O1 Zn1 N2 152.64(16) . . ? O4 Zn1 N2 109.96(12) . . ? O1 Zn1 N1 98.75(12) . . ? O4 Zn1 N1 106.81(12) . . ? N2 Zn1 N1 76.82(12) . . ? O1 Zn1 O3 98.80(12) . . ? O4 Zn1 O3 59.95(11) . . ? N2 Zn1 O3 92.33(11) . . ? N1 Zn1 O3 159.26(11) . . ? O1 Zn1 O2 57.74(15) . . ? O4 Zn1 O2 139.40(12) . . ? N2 Zn1 O2 97.50(13) . . ? N1 Zn1 O2 108.21(13) . . ? O3 Zn1 O2 90.53(13) . . ? O1 Zn1 C26 98.72(14) . . ? O4 Zn1 C26 30.24(13) . . ? N2 Zn1 C26 103.18(13) . . ? N1 Zn1 C26 135.43(14) . . ? O3 Zn1 C26 29.72(12) . . ? O2 Zn1 C26 115.81(15) . . ? O1 Zn1 C27 29.47(17) . . ? O4 Zn1 C27 119.53(16) . . ? N2 Zn1 C27 125.51(18) . . ? N1 Zn1 C27 107.32(13) . . ? O3 Zn1 C27 93.39(13) . . ? O2 Zn1 C27 28.38(15) . . ? C26 Zn1 C27 107.97(14) . . ? C5 N2 C1 118.4(3) . . ? C5 N2 Zn1 117.1(3) . . ? C1 N2 Zn1 123.2(3) . . ? C26 O3 Zn1 83.6(3) . . ? C16 C15 C14 118.0(4) . . ? C16 C15 H15A 121.0 . . ? C14 C15 H15A 121.0 . . ? C6 N1 C7 119.1(3) . . ? C6 N1 Zn1 111.4(3) . . ? C7 N1 Zn1 126.7(2) . . ? C26 O4 Zn1 95.3(3) . . ? N2 C5 C4 121.9(4) . . ? N2 C5 C6 114.6(3) . . ? C4 C5 C6 123.3(3) . . ? C13 N4 C12 119.0(3) . . ? N1 C6 C13 120.1(4) . . ? N1 C6 C5 114.3(3) . . ? C13 C6 C5 125.6(4) . . ? N4 C13 C6 120.9(4) . . ? N4 C13 C14 114.2(3) . . ? C6 C13 C14 124.5(4) . . ? C27 O1 Zn1 99.8(3) . . ? C15 C14 N3 124.6(4) . . ? C15 C14 C13 118.9(3) . . ? N3 C14 C13 116.1(4) . . ? C20 C19 C24 118.9(4) . . ? C20 C19 C26 120.2(4) . . ? C24 C19 C26 120.9(4) . . ? C23 C24 C19 121.1(4) . . ? C23 C24 H24A 119.4 . . ? C19 C24 H24A 119.4 . . ? C3 C4 C5 118.5(4) . . ? C3 C4 H4A 120.7 . . ? C5 C4 H4A 120.7 . . ? N2 C1 C2 122.9(4) . . ? N2 C1 H1A 118.6 . . ? C2 C1 H1A 118.6 . . ? N1 C7 C12 119.9(4) . . ? N1 C7 C8 120.5(4) . . ? C12 C7 C8 119.5(4) . . ? O3 C26 O4 121.1(4) . . ? O3 C26 C19 120.3(4) . . ? O4 C26 C19 118.6(4) . . ? O3 C26 Zn1 66.7(2) . . ? O4 C26 Zn1 54.4(2) . . ? C19 C26 Zn1 172.9(4) . . ? C9 C8 C7 119.7(4) . . ? C9 C8 H8A 120.2 . . ? C7 C8 H8A 120.2 . . ? N4 C12 C7 120.3(4) . . ? N4 C12 C11 119.9(4) . . ? C7 C12 C11 119.7(4) . . ? C19 C20 C21 120.2(4) . . ? C19 C20 H20A 119.9 . . ? C21 C20 H20A 119.9 . . ? C23 C22 C21 119.8(4) . . ? C23 C22 C27 120.9(5) . 4_566 ? C21 C22 C27 119.3(5) . 4_566 ? C22 C23 C24 120.2(4) . . ? C22 C23 H23A 119.9 . . ? C24 C23 H23A 119.9 . . ? C1 C2 C3 118.8(4) . . ? C1 C2 H2A 120.6 . . ? C3 C2 H2A 120.6 . . ? C4 C3 C2 119.4(4) . . ? C4 C3 H3A 120.3 . . ? C2 C3 H3A 120.3 . . ? C15 C16 C17 123.8(5) . . ? C15 C16 H16A 118.1 . . ? C17 C16 H16A 118.1 . . ? C10 C11 C12 118.8(4) . . ? C10 C11 H11A 120.6 . . ? C12 C11 H11A 120.6 . . ? C8 C9 C10 121.0(4) . . ? C8 C9 H9A 119.5 . . ? C10 C9 H9A 119.5 . . ? C22 C21 C20 119.8(4) . . ? C22 C21 H21A 120.1 . . ? C20 C21 H21A 120.1 . . ? C11 C10 C9 121.3(4) . . ? C11 C10 H10A 119.4 . . ? C9 C10 H10A 119.4 . . ? C18 N3 C14 114.9(5) . . ? C17 C18 N3 120.1(4) . . ? C17 C18 H18A 119.9 . . ? N3 C18 H18A 119.9 . . ? C18 C17 C16 118.5(4) . . ? C18 C17 H17A 120.8 . . ? C16 C17 H17A 120.8 . . ? C27 O2 Zn1 80.2(4) . . ? O2 C27 O1 121.8(5) . . ? O2 C27 C22 121.0(6) . 4_665 ? O1 C27 C22 117.1(5) . 4_665 ? O2 C27 Zn1 71.5(3) . . ? O1 C27 Zn1 50.7(2) . . ? C22 C27 Zn1 165.2(4) 4_665 . ? 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 O1 Zn1 N2 C5 -82.0(4) . . . . ? O4 Zn1 N2 C5 104.9(3) . . . . ? N1 Zn1 N2 C5 1.5(3) . . . . ? O3 Zn1 N2 C5 163.6(3) . . . . ? O2 Zn1 N2 C5 -105.5(3) . . . . ? C26 Zn1 N2 C5 135.7(3) . . . . ? C27 Zn1 N2 C5 -100.5(3) . . . . ? O1 Zn1 N2 C1 111.1(4) . . . . ? O4 Zn1 N2 C1 -62.0(3) . . . . ? N1 Zn1 N2 C1 -165.3(3) . . . . ? O3 Zn1 N2 C1 -3.2(3) . . . . ? O2 Zn1 N2 C1 87.6(3) . . . . ? C26 Zn1 N2 C1 -31.2(3) . . . . ? C27 Zn1 N2 C1 92.6(3) . . . . ? O1 Zn1 O3 C26 92.2(3) . . . . ? O4 Zn1 O3 C26 -1.1(2) . . . . ? N2 Zn1 O3 C26 -112.9(2) . . . . ? N1 Zn1 O3 C26 -55.4(4) . . . . ? O2 Zn1 O3 C26 149.6(2) . . . . ? C27 Zn1 O3 C26 121.3(3) . . . . ? O1 Zn1 N1 C6 137.1(3) . . . . ? O4 Zn1 N1 C6 -122.6(3) . . . . ? N2 Zn1 N1 C6 -15.4(2) . . . . ? O3 Zn1 N1 C6 -75.4(4) . . . . ? O2 Zn1 N1 C6 78.2(3) . . . . ? C26 Zn1 N1 C6 -110.9(3) . . . . ? C27 Zn1 N1 C6 108.1(3) . . . . ? O1 Zn1 N1 C7 -23.9(3) . . . . ? O4 Zn1 N1 C7 76.4(3) . . . . ? N2 Zn1 N1 C7 -176.4(3) . . . . ? O3 Zn1 N1 C7 123.6(4) . . . . ? O2 Zn1 N1 C7 -82.7(3) . . . . ? C26 Zn1 N1 C7 88.1(3) . . . . ? C27 Zn1 N1 C7 -52.9(3) . . . . ? O1 Zn1 O4 C26 -94.9(2) . . . . ? N2 Zn1 O4 C26 81.9(2) . . . . ? N1 Zn1 O4 C26 163.6(2) . . . . ? O3 Zn1 O4 C26 1.1(2) . . . . ? O2 Zn1 O4 C26 -47.7(3) . . . . ? C27 Zn1 O4 C26 -74.5(3) . . . . ? C1 N2 C5 C4 3.6(6) . . . . ? Zn1 N2 C5 C4 -163.9(3) . . . . ? C1 N2 C5 C6 178.9(3) . . . . ? Zn1 N2 C5 C6 11.4(4) . . . . ? C7 N1 C6 C13 6.3(5) . . . . ? Zn1 N1 C6 C13 -156.3(3) . . . . ? C7 N1 C6 C5 -171.7(3) . . . . ? Zn1 N1 C6 C5 25.8(4) . . . . ? N2 C5 C6 N1 -25.5(5) . . . . ? C4 C5 C6 N1 149.7(4) . . . . ? N2 C5 C6 C13 156.6(4) . . . . ? C4 C5 C6 C13 -28.2(6) . . . . ? C12 N4 C13 C6 4.2(6) . . . . ? C12 N4 C13 C14 -168.2(4) . . . . ? N1 C6 C13 N4 -9.1(6) . . . . ? C5 C6 C13 N4 168.6(4) . . . . ? N1 C6 C13 C14 162.5(4) . . . . ? C5 C6 C13 C14 -19.8(6) . . . . ? O4 Zn1 O1 C27 141.8(3) . . . . ? N2 Zn1 O1 C27 -31.7(4) . . . . ? N1 Zn1 O1 C27 -109.9(3) . . . . ? O3 Zn1 O1 C27 81.2(3) . . . . ? O2 Zn1 O1 C27 -3.8(3) . . . . ? C26 Zn1 O1 C27 111.3(3) . . . . ? C16 C15 C14 N3 3.2(7) . . . . ? C16 C15 C14 C13 -169.7(4) . . . . ? N4 C13 C14 C15 142.0(4) . . . . ? C6 C13 C14 C15 -30.2(6) . . . . ? N4 C13 C14 N3 -31.6(5) . . . . ? C6 C13 C14 N3 156.3(4) . . . . ? C20 C19 C24 C23 -1.3(6) . . . . ? C26 C19 C24 C23 -179.4(4) . . . . ? N2 C5 C4 C3 -2.3(6) . . . . ? C6 C5 C4 C3 -177.2(4) . . . . ? C5 N2 C1 C2 -1.4(6) . . . . ? Zn1 N2 C1 C2 165.3(3) . . . . ? C6 N1 C7 C12 0.8(5) . . . . ? Zn1 N1 C7 C12 160.4(3) . . . . ? C6 N1 C7 C8 178.1(4) . . . . ? Zn1 N1 C7 C8 -22.2(5) . . . . ? Zn1 O3 C26 O4 1.8(4) . . . . ? Zn1 O3 C26 C19 -178.1(3) . . . . ? Zn1 O4 C26 O3 -2.0(4) . . . . ? Zn1 O4 C26 C19 177.9(3) . . . . ? C20 C19 C26 O3 -177.2(4) . . . . ? C24 C19 C26 O3 0.9(6) . . . . ? C20 C19 C26 O4 2.8(6) . . . . ? C24 C19 C26 O4 -179.1(4) . . . . ? C20 C19 C26 Zn1 17(2) . . . . ? C24 C19 C26 Zn1 -165(2) . . . . ? O1 Zn1 C26 O3 -92.5(3) . . . . ? O4 Zn1 C26 O3 178.1(4) . . . . ? N2 Zn1 C26 O3 71.0(2) . . . . ? N1 Zn1 C26 O3 155.5(2) . . . . ? O2 Zn1 C26 O3 -34.2(3) . . . . ? C27 Zn1 C26 O3 -63.7(3) . . . . ? O1 Zn1 C26 O4 89.4(3) . . . . ? N2 Zn1 C26 O4 -107.1(2) . . . . ? N1 Zn1 C26 O4 -22.6(3) . . . . ? O3 Zn1 C26 O4 -178.1(4) . . . . ? O2 Zn1 C26 O4 147.7(2) . . . . ? C27 Zn1 C26 O4 118.2(3) . . . . ? O1 Zn1 C26 C19 74(2) . . . . ? O4 Zn1 C26 C19 -15(2) . . . . ? N2 Zn1 C26 C19 -122(2) . . . . ? N1 Zn1 C26 C19 -38(2) . . . . ? O3 Zn1 C26 C19 167(2) . . . . ? O2 Zn1 C26 C19 133(2) . . . . ? C27 Zn1 C26 C19 103(2) . . . . ? N1 C7 C8 C9 -176.0(4) . . . . ? C12 C7 C8 C9 1.3(6) . . . . ? C13 N4 C12 C7 2.9(6) . . . . ? C13 N4 C12 C11 -179.6(4) . . . . ? N1 C7 C12 N4 -5.6(6) . . . . ? C8 C7 C12 N4 177.0(4) . . . . ? N1 C7 C12 C11 176.9(3) . . . . ? C8 C7 C12 C11 -0.4(6) . . . . ? C24 C19 C20 C21 1.4(6) . . . . ? C26 C19 C20 C21 179.6(4) . . . . ? C21 C22 C23 C24 0.2(6) . . . . ? C27 C22 C23 C24 178.2(4) 4_566 . . . ? C19 C24 C23 C22 0.5(6) . . . . ? N2 C1 C2 C3 -2.0(7) . . . . ? C5 C4 C3 C2 -1.2(6) . . . . ? C1 C2 C3 C4 3.2(7) . . . . ? C14 C15 C16 C17 -0.6(7) . . . . ? N4 C12 C11 C10 -178.2(4) . . . . ? C7 C12 C11 C10 -0.8(6) . . . . ? C7 C8 C9 C10 -1.0(7) . . . . ? C23 C22 C21 C20 0.0(6) . . . . ? C27 C22 C21 C20 -178.1(4) 4_566 . . . ? C19 C20 C21 C22 -0.8(6) . . . . ? C12 C11 C10 C9 1.1(7) . . . . ? C8 C9 C10 C11 -0.2(7) . . . . ? C15 C14 N3 C18 -3.6(7) . . . . ? C13 C14 N3 C18 169.6(4) . . . . ? C14 N3 C18 C17 1.2(7) . . . . ? N3 C18 C17 C16 1.1(7) . . . . ? C15 C16 C17 C18 -1.6(8) . . . . ? O1 Zn1 O2 C27 3.9(3) . . . . ? O4 Zn1 O2 C27 -55.5(4) . . . . ? N2 Zn1 O2 C27 171.4(3) . . . . ? N1 Zn1 O2 C27 92.9(3) . . . . ? O3 Zn1 O2 C27 -96.2(3) . . . . ? C26 Zn1 O2 C27 -80.0(3) . . . . ? Zn1 O2 C27 O1 -6.2(4) . . . . ? Zn1 O2 C27 C22 171.2(4) . . . 4_665 ? Zn1 O1 C27 O2 7.6(5) . . . . ? Zn1 O1 C27 C22 -169.9(3) . . . 4_665 ? O1 Zn1 C27 O2 -173.2(5) . . . . ? O4 Zn1 C27 O2 141.9(3) . . . . ? N2 Zn1 C27 O2 -10.5(4) . . . . ? N1 Zn1 C27 O2 -96.4(3) . . . . ? O3 Zn1 C27 O2 84.8(3) . . . . ? C26 Zn1 C27 O2 111.3(3) . . . . ? O4 Zn1 C27 O1 -44.8(3) . . . . ? N2 Zn1 C27 O1 162.8(3) . . . . ? N1 Zn1 C27 O1 76.8(3) . . . . ? O3 Zn1 C27 O1 -101.9(3) . . . . ? O2 Zn1 C27 O1 173.2(5) . . . . ? C26 Zn1 C27 O1 -75.5(3) . . . . ? O1 Zn1 C27 C22 37.8(13) . . . 4_665 ? O4 Zn1 C27 C22 -7.0(15) . . . 4_665 ? N2 Zn1 C27 C22 -159.4(13) . . . 4_665 ? N1 Zn1 C27 C22 114.6(14) . . . 4_665 ? O3 Zn1 C27 C22 -64.1(14) . . . 4_665 ? O2 Zn1 C27 C22 -149.0(16) . . . 4_665 ? C26 Zn1 C27 C22 -37.7(14) . . . 4_665 ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.495 _refine_diff_density_min -0.648 _refine_diff_density_rms 0.079 #####END data_zn5 _database_code_depnum_ccdc_archive 'CCDC 619178' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H20 N4 O5 Zn ' _chemical_formula_weight 605.91 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 'P 21/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 16.767(3) _cell_length_b 8.2663(16) _cell_length_c 19.495(4) _cell_angle_alpha 90.00 _cell_angle_beta 96.903(4) _cell_angle_gamma 90.00 _cell_volume 2682.4(9) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 2287 _cell_measurement_theta_min 1.51 _cell_measurement_theta_max 26.45 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.500 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1240.0 _exptl_absorpt_coefficient_mu 0.967 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.811 _exptl_absorpt_correction_T_max 0.882 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 1000 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 14693 _diffrn_reflns_av_R_equivalents 0.0735 _diffrn_reflns_av_sigmaI/netI 0.1000 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 26.45 _reflns_number_total 5490 _reflns_number_gt 2679 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0500P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5490 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1366 _refine_ls_R_factor_gt 0.0510 _refine_ls_wR_factor_ref 0.1336 _refine_ls_wR_factor_gt 0.1072 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.008 _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 0.33742(3) -0.13768(6) 0.43853(2) 0.04325(19) Uani 1 1 d . . . N1 N 0.40173(19) -0.2687(4) 0.51895(16) 0.0409(9) Uani 1 1 d . . . O1 O 0.3465(2) 0.0984(5) 0.52792(19) 0.0824(12) Uani 1 1 d . . . C1 C 0.2447(3) 0.2320(7) 0.6175(3) 0.0737(16) Uani 1 1 d . . . H1A H 0.2993 0.2556 0.6258 0.088 Uiso 1 1 calc R . . N2 N 0.28748(19) -0.3568(4) 0.39939(17) 0.0431(9) Uani 1 1 d . . . C2 C 0.4915(3) -0.4417(7) 0.6202(3) 0.0757(17) Uani 1 1 d . . . H2A H 0.5220 -0.5014 0.6543 0.091 Uiso 1 1 calc R . . O2 O 0.2447(2) -0.0337(4) 0.47112(17) 0.0613(9) Uani 1 1 d . . . O3 O 0.43033(19) -0.0830(4) 0.39126(17) 0.0698(10) Uani 1 1 d . . . N3 N 0.2505(2) -0.2963(5) 0.62007(18) 0.0540(11) Uani 1 1 d . . . C3 C 0.1926(3) 0.2950(7) 0.6601(3) 0.0774(17) Uani 1 1 d . . . H3A H 0.2126 0.3635 0.6960 0.093 Uiso 1 1 calc R . . O4 O 0.3248(2) -0.0060(4) 0.32238(17) 0.0685(10) Uani 1 1 d . . . N4 N 0.1431(2) -0.3878(4) 0.50562(18) 0.0498(10) Uani 1 1 d . . . C4 C 0.4087(3) -0.4409(6) 0.6164(3) 0.0694(16) Uani 1 1 d . . . H4A H 0.3829 -0.4982 0.6483 0.083 Uiso 1 1 calc R . . C5 C 0.1395(3) -0.2282(7) 0.6806(3) 0.0783(17) Uani 1 1 d . . . H5A H 0.1747 -0.1963 0.7188 0.094 Uiso 1 1 calc R . . C6 C 0.1699(3) -0.2854(6) 0.6216(2) 0.0536(13) Uani 1 1 d . . . C7 C 0.4535(3) 0.0494(5) 0.2881(2) 0.0461(12) Uani 1 1 d . . . C8 C 0.3983(3) -0.0179(6) 0.3363(3) 0.0522(13) Uani 1 1 d . . . C9 C 0.2747(3) 0.0643(6) 0.5179(3) 0.0562(13) Uani 1 1 d . . . C10 C 0.5563(3) 0.1745(5) 0.1989(2) 0.0481(12) Uani 1 1 d . . . C11 C 0.1112(3) 0.2591(6) 0.6510(2) 0.0457(11) Uani 1 1 d . . . C12 C 0.3059(3) -0.4125(6) 0.3393(2) 0.0503(12) Uani 1 1 d . . . H12A H 0.3337 -0.3449 0.3122 0.060 Uiso 1 1 calc R . . C13 C 0.4820(2) -0.2687(6) 0.5242(2) 0.0482(12) Uani 1 1 d . . . H13A H 0.5073 -0.2078 0.4931 0.058 Uiso 1 1 calc R . . C14 C 0.2223(3) -0.6057(6) 0.4157(3) 0.0590(14) Uani 1 1 d . . . H14A H 0.1922 -0.6696 0.4423 0.071 Uiso 1 1 calc R . . C15 C 0.4237(3) 0.1099(6) 0.2249(2) 0.0596(14) Uani 1 1 d . . . H15A H 0.3685 0.1119 0.2120 0.071 Uiso 1 1 calc R . . C16 C 0.5280(3) -0.3553(6) 0.5740(3) 0.0628(14) Uani 1 1 d . . . H16A H 0.5837 -0.3547 0.5761 0.075 Uiso 1 1 calc R . . C17 C 0.2455(2) -0.4532(6) 0.4377(2) 0.0455(11) Uani 1 1 d . . . C18 C 0.4744(3) 0.1679(6) 0.1802(2) 0.0636(15) Uani 1 1 d . . . H18A H 0.4531 0.2032 0.1366 0.076 Uiso 1 1 calc R . . C19 C 0.2859(3) -0.5652(8) 0.3152(3) 0.0691(16) Uani 1 1 d . . . H19A H 0.3007 -0.6010 0.2733 0.083 Uiso 1 1 calc R . . C20 C 0.1161(3) -0.3325(6) 0.5645(2) 0.0507(12) Uani 1 1 d . . . C21 C 0.1358(3) 0.1036(6) 0.5520(2) 0.0602(14) Uani 1 1 d . . . H21A H 0.1155 0.0398 0.5146 0.072 Uiso 1 1 calc R . . C22 C 0.2436(3) -0.6639(7) 0.3545(3) 0.0748(17) Uani 1 1 d . . . H22A H 0.2296 -0.7683 0.3399 0.090 Uiso 1 1 calc R . . C23 C 0.0327(3) -0.3220(6) 0.5683(3) 0.0656(15) Uani 1 1 d . . . H23A H -0.0037 -0.3532 0.5309 0.079 Uiso 1 1 calc R . . C24 C 0.0843(3) 0.1651(6) 0.5954(2) 0.0588(14) Uani 1 1 d . . . H24A H 0.0297 0.1420 0.5867 0.071 Uiso 1 1 calc R . . C25 C 0.2210(2) -0.3905(5) 0.5033(2) 0.0420(11) Uani 1 1 d . . . C26 C 0.5354(3) 0.0527(6) 0.3074(2) 0.0591(14) Uani 1 1 d . . . H26A H 0.5567 0.0122 0.3503 0.071 Uiso 1 1 calc R . . C27 C 0.3652(2) -0.3541(6) 0.5647(2) 0.0449(11) Uani 1 1 d . . . C28 C 0.2168(3) 0.1355(6) 0.5633(2) 0.0475(11) Uani 1 1 d . . . C29 C 0.2760(2) -0.3450(5) 0.5625(2) 0.0438(11) Uani 1 1 d . . . C30 C 0.5859(3) 0.1162(6) 0.2632(2) 0.0584(13) Uani 1 1 d . . . H30A H 0.6409 0.1196 0.2771 0.070 Uiso 1 1 calc R . . C31 C 0.0593(3) -0.2188(8) 0.6828(3) 0.0841(18) Uani 1 1 d . . . H31A H 0.0398 -0.1802 0.7224 0.101 Uiso 1 1 calc R . . C32 C 0.0062(3) -0.2663(7) 0.6267(3) 0.0801(17) Uani 1 1 d . . . H32A H -0.0488 -0.2598 0.6291 0.096 Uiso 1 1 calc R . . OW1 O 0.1370(8) -0.0102(16) 0.3418(8) 0.425(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 Zn1 0.0361(3) 0.0538(3) 0.0420(3) 0.0030(3) 0.0138(2) 0.0022(3) N1 0.033(2) 0.050(2) 0.040(2) -0.0052(18) 0.0044(16) -0.0025(18) O1 0.052(2) 0.100(3) 0.102(3) -0.012(2) 0.039(2) 0.007(2) C1 0.041(3) 0.101(4) 0.082(4) -0.030(4) 0.021(3) 0.000(3) N2 0.036(2) 0.056(2) 0.036(2) -0.002(2) 0.0024(16) 0.006(2) C2 0.039(3) 0.103(5) 0.080(4) 0.028(3) -0.012(3) 0.005(3) O2 0.067(2) 0.070(2) 0.053(2) -0.0046(19) 0.0288(18) 0.0090(19) O3 0.055(2) 0.106(3) 0.051(2) 0.021(2) 0.0216(17) -0.002(2) N3 0.036(2) 0.086(3) 0.040(2) 0.010(2) 0.0047(18) -0.010(2) C3 0.046(3) 0.117(5) 0.071(4) -0.042(3) 0.014(3) 0.014(3) O4 0.053(2) 0.089(3) 0.069(2) 0.0031(19) 0.0277(18) -0.010(2) N4 0.034(2) 0.059(3) 0.054(2) 0.006(2) -0.0004(18) -0.010(2) C4 0.045(3) 0.088(4) 0.070(4) 0.029(3) -0.011(3) -0.012(3) C5 0.060(4) 0.125(5) 0.053(3) -0.001(3) 0.017(3) -0.016(4) C6 0.039(3) 0.077(3) 0.044(3) 0.010(3) 0.004(2) -0.009(3) C7 0.045(3) 0.058(3) 0.038(3) -0.007(2) 0.016(2) -0.012(2) C8 0.051(3) 0.059(3) 0.050(3) -0.011(3) 0.019(3) -0.012(3) C9 0.060(4) 0.054(3) 0.060(3) 0.011(3) 0.029(3) 0.012(3) C10 0.049(3) 0.055(3) 0.042(3) 0.000(2) 0.012(2) -0.015(2) C11 0.039(3) 0.055(3) 0.045(3) 0.006(2) 0.012(2) 0.012(2) C12 0.040(3) 0.066(4) 0.044(3) -0.008(3) 0.004(2) 0.011(2) C13 0.030(3) 0.064(3) 0.049(3) -0.002(2) 0.004(2) -0.002(2) C14 0.051(3) 0.053(3) 0.069(4) 0.002(3) -0.012(3) -0.003(3) C15 0.039(3) 0.084(4) 0.056(3) 0.014(3) 0.007(2) -0.019(3) C16 0.033(3) 0.083(4) 0.071(3) 0.001(3) -0.001(2) 0.003(3) C17 0.033(3) 0.050(3) 0.050(3) 0.003(2) -0.008(2) 0.002(2) C18 0.044(3) 0.095(4) 0.051(3) 0.020(3) 0.004(2) -0.017(3) C19 0.047(3) 0.097(5) 0.060(4) -0.030(3) -0.010(3) 0.020(3) C20 0.033(3) 0.062(3) 0.058(3) 0.007(3) 0.006(2) -0.008(2) C21 0.057(3) 0.075(4) 0.051(3) -0.013(3) 0.017(2) 0.004(3) C22 0.064(4) 0.065(4) 0.087(5) -0.023(3) -0.024(3) 0.008(3) C23 0.043(3) 0.079(4) 0.074(4) 0.004(3) 0.006(3) -0.006(3) C24 0.041(3) 0.078(4) 0.060(3) -0.011(3) 0.018(2) 0.002(3) C25 0.034(2) 0.050(3) 0.041(3) 0.009(2) 0.000(2) -0.006(2) C26 0.051(3) 0.088(4) 0.040(3) 0.006(3) 0.013(2) -0.010(3) C27 0.034(2) 0.056(3) 0.043(3) 0.007(2) -0.001(2) -0.008(2) C28 0.048(3) 0.045(3) 0.053(3) 0.004(3) 0.023(2) 0.007(3) C29 0.034(2) 0.055(3) 0.042(3) 0.018(2) 0.002(2) -0.007(2) C30 0.039(3) 0.093(4) 0.044(3) 0.003(3) 0.011(2) -0.014(3) C31 0.063(4) 0.122(5) 0.073(4) -0.002(4) 0.031(3) -0.004(4) C32 0.044(3) 0.109(5) 0.091(5) 0.005(4) 0.023(3) -0.010(3) OW1 0.402(16) 0.298(13) 0.559(19) -0.048(14) -0.001(14) -0.021(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O2 1.948(3) . ? Zn1 O3 1.956(3) . ? Zn1 N1 2.094(3) . ? Zn1 N2 2.100(4) . ? Zn1 C8 2.547(5) . ? Zn1 C9 2.584(5) . ? N1 C13 1.337(5) . ? N1 C27 1.342(5) . ? O1 C9 1.229(6) . ? C1 C28 1.362(6) . ? C1 C3 1.378(6) . ? C1 H1A 0.9300 . ? N2 C12 1.330(5) . ? N2 C17 1.347(5) . ? C2 C16 1.351(6) . ? C2 C4 1.381(6) . ? C2 H2A 0.9300 . ? O2 C9 1.277(6) . ? O3 C8 1.260(5) . ? N3 C29 1.312(5) . ? N3 C6 1.359(5) . ? C3 C11 1.388(6) . ? C3 H3A 0.9300 . ? O4 C8 1.234(5) . ? N4 C25 1.313(5) . ? N4 C20 1.362(5) . ? C4 C27 1.374(6) . ? C4 H4A 0.9300 . ? C5 C31 1.353(7) . ? C5 C6 1.396(6) . ? C5 H5A 0.9300 . ? C6 C20 1.400(6) . ? C7 C15 1.368(6) . ? C7 C26 1.380(6) . ? C7 C8 1.502(6) . ? C9 C28 1.509(6) . ? C10 C18 1.378(6) . ? C10 C30 1.378(6) . ? C10 C11 1.493(6) 4_665 ? C11 C24 1.365(6) . ? C11 C10 1.493(6) 4_566 ? C12 C19 1.375(6) . ? C12 H12A 0.9300 . ? C13 C16 1.368(6) . ? C13 H13A 0.9300 . ? C14 C17 1.373(6) . ? C14 C22 1.373(7) . ? C14 H14A 0.9300 . ? C15 C18 1.375(6) . ? C15 H15A 0.9300 . ? C16 H16A 0.9300 . ? C17 C25 1.483(6) . ? C18 H18A 0.9300 . ? C19 C22 1.374(7) . ? C19 H19A 0.9300 . ? C20 C23 1.412(6) . ? C21 C28 1.375(6) . ? C21 C24 1.377(6) . ? C21 H21A 0.9300 . ? C22 H22A 0.9300 . ? C23 C32 1.351(7) . ? C23 H23A 0.9300 . ? C24 H24A 0.9300 . ? C25 C29 1.437(6) . ? C26 C30 1.382(6) . ? C26 H26A 0.9300 . ? C27 C29 1.493(5) . ? C30 H30A 0.9300 . ? C31 C32 1.383(7) . ? C31 H31A 0.9300 . ? C32 H32A 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Zn1 O3 139.77(16) . . ? O2 Zn1 N1 110.07(13) . . ? O3 Zn1 N1 96.00(14) . . ? O2 Zn1 N2 101.55(14) . . ? O3 Zn1 N2 109.47(14) . . ? N1 Zn1 N2 88.46(13) . . ? O2 Zn1 C8 119.62(16) . . ? O3 Zn1 C8 28.88(14) . . ? N1 Zn1 C8 124.61(16) . . ? N2 Zn1 C8 103.34(14) . . ? O2 Zn1 C9 28.57(15) . . ? O3 Zn1 C9 122.50(16) . . ? N1 Zn1 C9 95.49(14) . . ? N2 Zn1 C9 126.99(16) . . ? C8 Zn1 C9 116.60(16) . . ? C13 N1 C27 119.0(4) . . ? C13 N1 Zn1 118.7(3) . . ? C27 N1 Zn1 122.3(3) . . ? C28 C1 C3 120.4(5) . . ? C28 C1 H1A 119.8 . . ? C3 C1 H1A 119.8 . . ? C12 N2 C17 118.4(4) . . ? C12 N2 Zn1 119.6(3) . . ? C17 N2 Zn1 121.4(3) . . ? C16 C2 C4 119.6(5) . . ? C16 C2 H2A 120.2 . . ? C4 C2 H2A 120.2 . . ? C9 O2 Zn1 104.6(3) . . ? C8 O3 Zn1 102.6(3) . . ? C29 N3 C6 117.8(4) . . ? C1 C3 C11 121.8(5) . . ? C1 C3 H3A 119.1 . . ? C11 C3 H3A 119.1 . . ? C25 N4 C20 117.8(4) . . ? C27 C4 C2 119.0(5) . . ? C27 C4 H4A 120.5 . . ? C2 C4 H4A 120.5 . . ? C31 C5 C6 120.5(5) . . ? C31 C5 H5A 119.7 . . ? C6 C5 H5A 119.7 . . ? N3 C6 C5 120.1(4) . . ? N3 C6 C20 120.8(4) . . ? C5 C6 C20 119.1(4) . . ? C15 C7 C26 118.9(4) . . ? C15 C7 C8 120.9(4) . . ? C26 C7 C8 120.3(4) . . ? O4 C8 O3 122.2(4) . . ? O4 C8 C7 120.5(5) . . ? O3 C8 C7 117.3(4) . . ? O4 C8 Zn1 73.7(3) . . ? O3 C8 Zn1 48.6(2) . . ? C7 C8 Zn1 165.6(4) . . ? O1 C9 O2 123.5(5) . . ? O1 C9 C28 120.3(5) . . ? O2 C9 C28 116.1(5) . . ? O1 C9 Zn1 77.4(3) . . ? O2 C9 Zn1 46.8(2) . . ? C28 C9 Zn1 159.9(4) . . ? C18 C10 C30 117.7(4) . . ? C18 C10 C11 121.2(4) . 4_665 ? C30 C10 C11 121.1(4) . 4_665 ? C24 C11 C3 116.7(4) . . ? C24 C11 C10 122.4(4) . 4_566 ? C3 C11 C10 120.8(4) . 4_566 ? N2 C12 C19 123.1(5) . . ? N2 C12 H12A 118.5 . . ? C19 C12 H12A 118.5 . . ? N1 C13 C16 122.1(4) . . ? N1 C13 H13A 118.9 . . ? C16 C13 H13A 118.9 . . ? C17 C14 C22 120.0(5) . . ? C17 C14 H14A 120.0 . . ? C22 C14 H14A 120.0 . . ? C7 C15 C18 120.7(4) . . ? C7 C15 H15A 119.6 . . ? C18 C15 H15A 119.6 . . ? C2 C16 C13 119.2(4) . . ? C2 C16 H16A 120.4 . . ? C13 C16 H16A 120.4 . . ? N2 C17 C14 121.2(4) . . ? N2 C17 C25 119.3(4) . . ? C14 C17 C25 119.5(4) . . ? C15 C18 C10 121.2(4) . . ? C15 C18 H18A 119.4 . . ? C10 C18 H18A 119.4 . . ? C22 C19 C12 118.4(5) . . ? C22 C19 H19A 120.8 . . ? C12 C19 H19A 120.8 . . ? N4 C20 C6 121.0(4) . . ? N4 C20 C23 119.7(4) . . ? C6 C20 C23 119.2(5) . . ? C28 C21 C24 120.7(5) . . ? C28 C21 H21A 119.6 . . ? C24 C21 H21A 119.6 . . ? C14 C22 C19 118.8(5) . . ? C14 C22 H22A 120.6 . . ? C19 C22 H22A 120.6 . . ? C32 C23 C20 119.6(5) . . ? C32 C23 H23A 120.2 . . ? C20 C23 H23A 120.2 . . ? C11 C24 C21 121.8(5) . . ? C11 C24 H24A 119.1 . . ? C21 C24 H24A 119.1 . . ? N4 C25 C29 120.9(4) . . ? N4 C25 C17 114.5(4) . . ? C29 C25 C17 124.5(4) . . ? C7 C26 C30 120.1(4) . . ? C7 C26 H26A 120.0 . . ? C30 C26 H26A 120.0 . . ? N1 C27 C4 121.1(4) . . ? N1 C27 C29 119.3(4) . . ? C4 C27 C29 119.4(4) . . ? C1 C28 C21 118.5(4) . . ? C1 C28 C9 119.8(4) . . ? C21 C28 C9 121.6(5) . . ? N3 C29 C25 121.6(4) . . ? N3 C29 C27 114.8(4) . . ? C25 C29 C27 123.6(4) . . ? C10 C30 C26 121.3(4) . . ? C10 C30 H30A 119.4 . . ? C26 C30 H30A 119.4 . . ? C5 C31 C32 120.5(5) . . ? C5 C31 H31A 119.8 . . ? C32 C31 H31A 119.8 . . ? C23 C32 C31 121.1(5) . . ? C23 C32 H32A 119.4 . . ? C31 C32 H32A 119.4 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 26.45 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.499 _refine_diff_density_min -0.379 _refine_diff_density_rms 0.070 #####END