# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name 'Suna Wang' 'Yanqiang Peng' 'Xilian Wei' 'Qingfu Zhang' 'Daqi Wang' 'Jianmin Dou' 'Dacheng Li' 'Junfeng Bai' _publ_contact_author_name 'Suna Wang' _publ_contact_author_email wangsuna@lcu.edu.cn data_100509d _database_code_depnum_ccdc_archive 'CCDC 806030' #TrackingRef 'revised 806030.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C37 H28 N4 O6 Zn' _chemical_formula_sum 'C37 H28 N4 O6 Zn' _chemical_formula_weight 690.00 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.3496(12) _cell_length_b 16.7326(19) _cell_length_c 17.710(2) _cell_angle_alpha 90.00 _cell_angle_beta 98.4990(10) _cell_angle_gamma 90.00 _cell_volume 3326.3(6) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 838 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 26.27 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.376 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1424 _exptl_absorpt_coefficient_mu 0.791 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.774 _exptl_absorpt_correction_T_max 0.816 _exptl_absorpt_process_details '(SADABS; Bruker, 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16529 _diffrn_reflns_av_R_equivalents 0.0798 _diffrn_reflns_av_sigmaI/netI 0.1029 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 25.02 _reflns_number_total 5863 _reflns_number_gt 3170 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0100P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5863 _refine_ls_number_parameters 435 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1086 _refine_ls_R_factor_gt 0.0485 _refine_ls_wR_factor_ref 0.0800 _refine_ls_wR_factor_gt 0.0700 _refine_ls_goodness_of_fit_ref 0.980 _refine_ls_restrained_S_all 0.980 _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 -0.39950(3) 0.01299(3) 0.24289(2) 0.04671(14) Uani 1 1 d . . . O1 O -0.3058(2) 0.10288(15) 0.29147(14) 0.0611(8) Uani 1 1 d . . . O2 O -0.1685(2) 0.02125(17) 0.35458(14) 0.0639(8) Uani 1 1 d . . . O3 O -0.0083(2) 0.07691(15) 0.45835(14) 0.0571(7) Uani 1 1 d . . . H3 H -0.0448 0.0442 0.4293 0.086 Uiso 1 1 calc R . . O4 O 0.3516(2) 0.42230(17) 0.70596(14) 0.0744(9) Uani 1 1 d . . . O5 O 0.5154(2) 0.43366(16) 0.65269(13) 0.0627(8) Uani 1 1 d . . . O6 O 0.1975(2) 0.31637(18) 0.65959(14) 0.0675(8) Uani 1 1 d . . . H6 H 0.2279 0.3546 0.6841 0.101 Uiso 1 1 calc R . . N1 N -0.3054(2) -0.06728(19) 0.19292(17) 0.0473(8) Uani 1 1 d . . . N2 N -0.1639(2) -0.15573(19) 0.18136(17) 0.0461(8) Uani 1 1 d . . . N3 N 0.5325(3) -0.03754(18) 0.32876(16) 0.0509(9) Uani 1 1 d . . . N4 N 0.4124(3) -0.07886(19) 0.40817(17) 0.0532(9) Uani 1 1 d . . . C1 C -0.2140(4) 0.0902(3) 0.3413(2) 0.0496(11) Uani 1 1 d . . . C2 C -0.0119(3) 0.2141(2) 0.49046(19) 0.0380(9) Uani 1 1 d . . . C3 C -0.0603(3) 0.1505(2) 0.4458(2) 0.0411(9) Uani 1 1 d . . . C4 C -0.1614(3) 0.1593(2) 0.38813(19) 0.0410(9) Uani 1 1 d U . . C5 C -0.2115(3) 0.2338(2) 0.3763(2) 0.0481(10) Uani 1 1 d U . . H5 H -0.2755 0.2404 0.3375 0.058 Uiso 1 1 calc R . . C6 C -0.1694(3) 0.3007(2) 0.4209(2) 0.0488(10) Uani 1 1 d . . . C7 C -0.0701(3) 0.2891(2) 0.4805(2) 0.0417(9) Uani 1 1 d . . . C8 C -0.0367(3) 0.3554(3) 0.5290(2) 0.0555(11) Uani 1 1 d . . . H8 H 0.0249 0.3496 0.5696 0.067 Uiso 1 1 calc R . . C9 C -0.0933(4) 0.4279(3) 0.5174(3) 0.0697(13) Uani 1 1 d . . . H9 H -0.0697 0.4700 0.5506 0.084 Uiso 1 1 calc R . . C10 C -0.1864(4) 0.4400(3) 0.4565(3) 0.0816(14) Uani 1 1 d . . . H10 H -0.2219 0.4899 0.4478 0.098 Uiso 1 1 calc R . . C11 C -0.2230(3) 0.3765(3) 0.4106(2) 0.0670(12) Uani 1 1 d . . . H11 H -0.2858 0.3837 0.3711 0.080 Uiso 1 1 calc R . . C12 C 0.0952(3) 0.2007(2) 0.55262(18) 0.0477(10) Uani 1 1 d . . . H12A H 0.1135 0.1441 0.5544 0.057 Uiso 1 1 calc R . . H12B H 0.0716 0.2149 0.6013 0.057 Uiso 1 1 calc R . . C13 C 0.4137(4) 0.4045(2) 0.6550(2) 0.0513(11) Uani 1 1 d . . . C14 C 0.2103(3) 0.2466(2) 0.54461(19) 0.0412(9) Uani 1 1 d . . . C15 C 0.2568(3) 0.3021(2) 0.5988(2) 0.0471(10) Uani 1 1 d . . . C16 C 0.3647(3) 0.3446(2) 0.59497(19) 0.0441(10) Uani 1 1 d . . . C17 C 0.4252(3) 0.3282(2) 0.5355(2) 0.0508(10) Uani 1 1 d . . . H17 H 0.4953 0.3560 0.5321 0.061 Uiso 1 1 calc R . . C18 C 0.3856(3) 0.2712(2) 0.4794(2) 0.0468(10) Uani 1 1 d . . . C19 C 0.2773(3) 0.2286(2) 0.48414(19) 0.0411(9) Uani 1 1 d . . . C20 C 0.2435(3) 0.1687(2) 0.4292(2) 0.0469(10) Uani 1 1 d . . . H20 H 0.1742 0.1397 0.4316 0.056 Uiso 1 1 calc R . . C21 C 0.3097(3) 0.1519(2) 0.3721(2) 0.0578(11) Uani 1 1 d . . . H21 H 0.2847 0.1121 0.3367 0.069 Uiso 1 1 calc R . . C22 C 0.4145(3) 0.1945(3) 0.3670(2) 0.0622(12) Uani 1 1 d . . . H22 H 0.4589 0.1832 0.3281 0.075 Uiso 1 1 calc R . . C23 C 0.4512(3) 0.2525(3) 0.4190(2) 0.0607(12) Uani 1 1 d . . . H23 H 0.5208 0.2805 0.4151 0.073 Uiso 1 1 calc R . . C24 C -0.2453(3) -0.1299(2) 0.2244(2) 0.0482(10) Uani 1 1 d . . . H24 H -0.2575 -0.1531 0.2704 0.058 Uiso 1 1 calc R . . C25 C -0.2585(4) -0.0526(3) 0.1273(2) 0.0629(12) Uani 1 1 d . . . H25 H -0.2826 -0.0116 0.0930 0.075 Uiso 1 1 calc R . . C26 C -0.1721(4) -0.1065(3) 0.1195(2) 0.0628(12) Uani 1 1 d . . . H26 H -0.1271 -0.1093 0.0798 0.075 Uiso 1 1 calc R . . C27 C -0.0709(3) -0.2156(2) 0.20548(19) 0.0529(11) Uani 1 1 d . . . H27A H -0.0369 -0.2334 0.1612 0.063 Uiso 1 1 calc R . . H27B H -0.1067 -0.2616 0.2265 0.063 Uiso 1 1 calc R . . C28 C 0.0279(3) -0.1831(3) 0.2648(2) 0.0460(10) Uani 1 1 d . . . C29 C 0.0320(3) -0.1044(3) 0.2874(2) 0.0582(11) Uani 1 1 d . . . H29 H -0.0247 -0.0688 0.2638 0.070 Uiso 1 1 calc R . . C30 C 0.1196(3) -0.0769(3) 0.3451(2) 0.0648(12) Uani 1 1 d . . . H30 H 0.1202 -0.0236 0.3601 0.078 Uiso 1 1 calc R . . C31 C 0.2061(3) -0.1289(3) 0.3803(2) 0.0576(12) Uani 1 1 d . . . C32 C 0.2029(4) -0.2071(3) 0.3564(2) 0.0679(13) Uani 1 1 d . . . H32 H 0.2615 -0.2421 0.3787 0.081 Uiso 1 1 calc R . . C33 C 0.1144(3) -0.2355(3) 0.2998(2) 0.0579(11) Uani 1 1 d . . . H33 H 0.1131 -0.2890 0.2855 0.069 Uiso 1 1 calc R . . C34 C 0.3028(3) -0.0984(3) 0.4406(2) 0.0757(14) Uani 1 1 d . . . H34A H 0.2749 -0.0510 0.4640 0.091 Uiso 1 1 calc R . . H34B H 0.3210 -0.1386 0.4800 0.091 Uiso 1 1 calc R . . C35 C 0.4217(3) -0.0504(2) 0.3383(2) 0.0552(11) Uani 1 1 d . . . H35 H 0.3566 -0.0408 0.3009 0.066 Uiso 1 1 calc R . . C36 C 0.5981(3) -0.0603(2) 0.3972(2) 0.0640(13) Uani 1 1 d . . . H36 H 0.6807 -0.0585 0.4082 0.077 Uiso 1 1 calc R . . C37 C 0.5251(3) -0.0856(2) 0.4463(2) 0.0627(12) Uani 1 1 d . . . H37 H 0.5475 -0.1039 0.4959 0.075 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0361(2) 0.0536(3) 0.0492(3) 0.0007(3) 0.00254(19) 0.0023(2) O1 0.0511(17) 0.067(2) 0.0617(18) -0.0092(15) -0.0032(15) -0.0058(14) O2 0.0527(17) 0.055(2) 0.0818(19) -0.0175(17) 0.0009(14) -0.0070(15) O3 0.0548(17) 0.0414(19) 0.0714(19) -0.0039(15) -0.0030(14) -0.0038(14) O4 0.079(2) 0.092(3) 0.0531(18) -0.0249(17) 0.0128(16) -0.0301(17) O5 0.0517(17) 0.072(2) 0.0618(17) -0.0079(15) 0.0014(15) -0.0210(15) O6 0.0687(19) 0.089(3) 0.0483(17) -0.0218(16) 0.0193(15) -0.0300(16) N1 0.046(2) 0.051(2) 0.0437(19) 0.0012(17) 0.0042(17) 0.0040(17) N2 0.0387(19) 0.049(2) 0.052(2) -0.0064(18) 0.0105(17) 0.0001(16) N3 0.0340(19) 0.067(3) 0.049(2) 0.0070(17) -0.0024(16) 0.0042(16) N4 0.033(2) 0.079(3) 0.047(2) 0.0105(18) 0.0048(17) -0.0057(17) C1 0.046(3) 0.047(3) 0.060(3) -0.007(2) 0.022(2) -0.011(2) C2 0.034(2) 0.041(3) 0.041(2) -0.003(2) 0.0123(18) -0.0058(18) C3 0.045(2) 0.032(3) 0.049(2) 0.003(2) 0.018(2) -0.0013(19) C4 0.031(2) 0.044(2) 0.048(2) -0.005(2) 0.0091(19) -0.0064(17) C5 0.039(2) 0.054(3) 0.052(2) 0.003(2) 0.0085(19) 0.0003(19) C6 0.046(2) 0.041(3) 0.061(3) -0.001(2) 0.015(2) 0.001(2) C7 0.041(2) 0.039(3) 0.049(2) -0.007(2) 0.019(2) -0.0077(19) C8 0.053(3) 0.053(3) 0.063(3) -0.012(2) 0.020(2) -0.003(2) C9 0.076(3) 0.051(3) 0.085(3) -0.018(3) 0.023(3) -0.002(3) C10 0.085(4) 0.052(4) 0.108(4) -0.005(3) 0.016(3) 0.017(3) C11 0.062(3) 0.054(3) 0.084(3) -0.007(3) 0.008(2) 0.008(2) C12 0.048(2) 0.053(3) 0.045(2) -0.0063(19) 0.014(2) -0.006(2) C13 0.059(3) 0.047(3) 0.045(3) 0.005(2) -0.004(2) -0.004(2) C14 0.041(2) 0.044(3) 0.039(2) -0.0005(19) 0.0046(18) -0.0071(18) C15 0.047(3) 0.057(3) 0.039(2) -0.003(2) 0.013(2) -0.009(2) C16 0.040(2) 0.055(3) 0.036(2) 0.001(2) 0.0021(19) -0.007(2) C17 0.040(2) 0.057(3) 0.055(3) 0.003(2) 0.007(2) -0.010(2) C18 0.041(2) 0.055(3) 0.044(2) -0.002(2) 0.008(2) -0.002(2) C19 0.041(2) 0.042(3) 0.039(2) 0.002(2) 0.0021(19) 0.0008(19) C20 0.039(2) 0.050(3) 0.051(2) -0.002(2) 0.005(2) 0.0014(19) C21 0.055(3) 0.064(3) 0.052(3) -0.006(2) -0.001(2) 0.003(2) C22 0.060(3) 0.075(4) 0.054(3) -0.008(2) 0.016(2) 0.003(2) C23 0.043(3) 0.076(4) 0.064(3) -0.006(3) 0.011(2) -0.007(2) C24 0.042(2) 0.057(3) 0.046(2) 0.004(2) 0.007(2) -0.001(2) C25 0.085(3) 0.056(3) 0.049(3) 0.009(2) 0.014(2) 0.015(3) C26 0.080(3) 0.057(3) 0.057(3) 0.013(2) 0.030(2) 0.003(3) C27 0.049(3) 0.049(3) 0.062(3) -0.005(2) 0.014(2) 0.007(2) C28 0.038(2) 0.054(3) 0.049(2) -0.001(2) 0.016(2) 0.001(2) C29 0.037(2) 0.063(3) 0.073(3) -0.005(2) 0.001(2) 0.002(2) C30 0.045(3) 0.072(4) 0.079(3) -0.018(3) 0.016(3) -0.010(2) C31 0.042(3) 0.082(4) 0.052(3) 0.000(3) 0.017(2) -0.008(3) C32 0.048(3) 0.092(4) 0.063(3) 0.013(3) 0.007(2) 0.005(3) C33 0.056(3) 0.058(3) 0.062(3) 0.005(2) 0.016(2) 0.009(2) C34 0.051(3) 0.122(4) 0.056(3) 0.002(3) 0.014(2) -0.018(3) C35 0.044(3) 0.073(3) 0.047(3) 0.004(2) 0.001(2) 0.001(2) C36 0.034(2) 0.084(4) 0.071(3) 0.020(3) 0.001(2) 0.004(2) C37 0.049(3) 0.081(4) 0.055(3) 0.018(2) -0.002(2) 0.005(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O5 1.956(2) 4_465 ? Zn1 O1 1.966(3) . ? Zn1 N3 1.993(3) 1_455 ? Zn1 N1 2.002(3) . ? O1 C1 1.280(4) . ? O2 C1 1.272(4) . ? O3 C3 1.369(4) . ? O4 C13 1.260(4) . ? O5 C13 1.260(4) . ? O5 Zn1 1.956(2) 4_666 ? O6 C15 1.372(3) . ? N1 C24 1.327(4) . ? N1 C25 1.370(4) . ? N2 C24 1.352(4) . ? N2 C26 1.363(4) . ? N2 C27 1.473(4) . ? N3 C35 1.311(4) . ? N3 C36 1.380(4) . ? N3 Zn1 1.993(3) 1_655 ? N4 C35 1.344(4) . ? N4 C37 1.360(4) . ? N4 C34 1.481(4) . ? C1 C4 1.495(5) . ? C2 C3 1.390(4) . ? C2 C7 1.416(5) . ? C2 C12 1.531(4) . ? C3 C4 1.427(4) . ? C4 C5 1.373(5) . ? C5 C6 1.411(5) . ? C6 C11 1.408(5) . ? C6 C7 1.438(5) . ? C7 C8 1.421(5) . ? C8 C9 1.375(5) . ? C9 C10 1.408(5) . ? C10 C11 1.365(5) . ? C12 C14 1.539(4) . ? C13 C16 1.507(5) . ? C14 C15 1.383(4) . ? C14 C19 1.434(4) . ? C15 C16 1.426(4) . ? C16 C17 1.368(4) . ? C17 C18 1.402(4) . ? C18 C23 1.426(4) . ? C18 C19 1.434(4) . ? C19 C20 1.410(4) . ? C20 C21 1.375(4) . ? C21 C22 1.402(5) . ? C22 C23 1.360(5) . ? C25 C26 1.354(5) . ? C27 C28 1.519(5) . ? C28 C29 1.375(5) . ? C28 C33 1.391(5) . ? C29 C30 1.395(5) . ? C30 C31 1.389(5) . ? C31 C32 1.373(5) . ? C31 C34 1.503(5) . ? C32 C33 1.394(5) . ? C36 C37 1.354(4) . ? 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 O5 Zn1 O1 100.26(11) 4_465 . ? O5 Zn1 N3 128.08(11) 4_465 1_455 ? O1 Zn1 N3 103.67(11) . 1_455 ? O5 Zn1 N1 100.16(11) 4_465 . ? O1 Zn1 N1 114.67(11) . . ? N3 Zn1 N1 110.18(13) 1_455 . ? C1 O1 Zn1 120.5(3) . . ? C13 O5 Zn1 119.6(3) . 4_666 ? C24 N1 C25 105.0(3) . . ? C24 N1 Zn1 128.2(3) . . ? C25 N1 Zn1 123.7(3) . . ? C24 N2 C26 106.8(3) . . ? C24 N2 C27 125.0(3) . . ? C26 N2 C27 127.2(3) . . ? C35 N3 C36 104.2(3) . . ? C35 N3 Zn1 130.9(3) . 1_655 ? C36 N3 Zn1 124.6(3) . 1_655 ? C35 N4 C37 106.9(3) . . ? C35 N4 C34 128.3(3) . . ? C37 N4 C34 124.8(3) . . ? O2 C1 O1 123.0(4) . . ? O2 C1 C4 118.8(4) . . ? O1 C1 C4 118.1(4) . . ? C3 C2 C7 118.0(3) . . ? C3 C2 C12 120.1(3) . . ? C7 C2 C12 121.7(3) . . ? O3 C3 C2 118.2(3) . . ? O3 C3 C4 119.4(3) . . ? C2 C3 C4 122.4(4) . . ? C5 C4 C3 118.3(3) . . ? C5 C4 C1 119.7(4) . . ? C3 C4 C1 122.0(4) . . ? C4 C5 C6 122.4(4) . . ? C11 C6 C5 122.6(4) . . ? C11 C6 C7 119.5(4) . . ? C5 C6 C7 117.9(4) . . ? C2 C7 C8 122.5(4) . . ? C2 C7 C6 120.8(3) . . ? C8 C7 C6 116.7(4) . . ? C9 C8 C7 121.5(4) . . ? C8 C9 C10 121.5(4) . . ? C11 C10 C9 118.2(4) . . ? C10 C11 C6 122.5(4) . . ? C2 C12 C14 117.1(3) . . ? O5 C13 O4 123.0(4) . . ? O5 C13 C16 118.6(4) . . ? O4 C13 C16 118.4(4) . . ? C15 C14 C19 118.0(3) . . ? C15 C14 C12 120.8(3) . . ? C19 C14 C12 121.0(3) . . ? O6 C15 C14 118.7(3) . . ? O6 C15 C16 118.3(3) . . ? C14 C15 C16 122.9(3) . . ? C17 C16 C15 118.0(4) . . ? C17 C16 C13 120.1(3) . . ? C15 C16 C13 121.9(3) . . ? C16 C17 C18 122.4(3) . . ? C17 C18 C23 122.2(4) . . ? C17 C18 C19 119.0(3) . . ? C23 C18 C19 118.8(4) . . ? C20 C19 C14 123.0(3) . . ? C20 C19 C18 117.5(3) . . ? C14 C19 C18 119.5(3) . . ? C21 C20 C19 122.0(3) . . ? C20 C21 C22 120.3(4) . . ? C23 C22 C21 119.8(4) . . ? C22 C23 C18 121.6(4) . . ? N1 C24 N2 111.5(3) . . ? C26 C25 N1 110.2(4) . . ? C25 C26 N2 106.6(3) . . ? N2 C27 C28 112.4(3) . . ? C29 C28 C33 118.8(4) . . ? C29 C28 C27 122.3(4) . . ? C33 C28 C27 118.8(4) . . ? C28 C29 C30 121.3(4) . . ? C31 C30 C29 120.1(4) . . ? C32 C31 C30 118.3(4) . . ? C32 C31 C34 121.7(4) . . ? C30 C31 C34 119.9(5) . . ? C31 C32 C33 122.0(4) . . ? C28 C33 C32 119.4(4) . . ? N4 C34 C31 111.5(3) . . ? N3 C35 N4 112.6(3) . . ? C37 C36 N3 110.4(3) . . ? C36 C37 N4 106.0(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.309 _refine_diff_density_min -0.407 _refine_diff_density_rms 0.056 # Attachment 'revised 806031.cif' data_100510b _database_code_depnum_ccdc_archive 'CCDC 806031' #TrackingRef 'revised 806031.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C37 H28 N4 O6 Zn, 2(C3 H7 N O)' _chemical_formula_sum 'C43 H42 N6 O8 Zn' _chemical_formula_weight 836.20 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.7035(14) _cell_length_b 17.1809(17) _cell_length_c 16.0916(16) _cell_angle_alpha 90.00 _cell_angle_beta 104.6000(10) _cell_angle_gamma 90.00 _cell_volume 3933.8(7) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 887 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 20.51 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.412 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1744 _exptl_absorpt_coefficient_mu 0.687 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7 _exptl_absorpt_correction_T_max 0.8 _exptl_absorpt_process_details '(SADABS; Bruker, 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19586 _diffrn_reflns_av_R_equivalents 0.0559 _diffrn_reflns_av_sigmaI/netI 0.0825 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 25.02 _reflns_number_total 6925 _reflns_number_gt 3653 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0521P)^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 6925 _refine_ls_number_parameters 555 _refine_ls_number_restraints 168 _refine_ls_R_factor_all 0.1097 _refine_ls_R_factor_gt 0.0512 _refine_ls_wR_factor_ref 0.1279 _refine_ls_wR_factor_gt 0.1107 _refine_ls_goodness_of_fit_ref 0.996 _refine_ls_restrained_S_all 1.051 _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 0.13596(3) 0.07762(3) -0.08670(3) 0.05066(18) Uani 1 1 d . . . N1 N 0.2358(2) 0.0787(2) -0.1499(2) 0.0559(9) Uani 1 1 d . . . N2 N 0.3754(2) 0.0713(2) -0.1751(3) 0.0639(10) Uani 1 1 d . . . N3 N 0.4661(2) 0.5111(2) -0.3385(2) 0.0575(10) Uani 1 1 d . . . N4 N 0.5685(2) 0.4180(2) -0.2990(2) 0.0584(9) Uani 1 1 d . . . N5 N 0.0866(7) 0.8671(6) 0.5277(7) 0.120(3) Uani 0.606(6) 1 d PDU A 1 N6 N 0.3499(7) 0.8392(6) 0.8553(5) 0.152(3) Uani 0.727(7) 1 d PDU B 1 N5' N 0.0734(9) 0.8525(12) 0.5377(10) 0.120(3) Uani 0.394(6) 1 d PD A 2 N6' N 0.3831(13) 0.8379(15) 0.8892(13) 0.152(3) Uani 0.273(7) 1 d PD B 2 O1 O 0.16359(19) 0.01070(17) 0.01503(17) 0.0615(8) Uani 1 1 d . . . O2 O 0.2812(2) 0.09136(17) 0.06520(17) 0.0637(8) Uani 1 1 d . . . O3 O 0.38739(18) 0.07135(16) 0.21603(16) 0.0572(7) Uani 1 1 d . . . H3 H 0.3649 0.0928 0.1699 0.086 Uiso 1 1 calc R . . O4 O 0.6321(2) 0.2482(2) 0.3756(2) 0.0927(11) Uani 1 1 d . . . O5 O 0.5644(2) 0.33575(19) 0.4402(2) 0.0730(9) Uani 1 1 d . . . O6 O 0.5726(2) 0.10878(17) 0.36072(19) 0.0703(9) Uani 1 1 d . . . H6 H 0.6075 0.1458 0.3595 0.105 Uiso 1 1 calc R . . O7 O -0.0249(7) 0.9085(10) 0.4211(8) 0.178(5) Uani 0.606(6) 1 d PDU A 1 O8 O 0.4403(10) 0.9052(6) 0.9572(6) 0.286(6) Uani 0.727(7) 1 d PDU B 1 O7' O -0.0203(10) 0.8730(17) 0.4111(12) 0.178(5) Uani 0.394(6) 1 d PD A 2 O8' O 0.2471(13) 0.8817(16) 0.8801(18) 0.286(6) Uani 0.273(7) 1 d PD B 2 C1 C 0.2329(3) 0.0334(3) 0.0736(3) 0.0503(11) Uani 1 1 d . . . C2 C 0.3549(3) -0.0301(2) 0.3018(2) 0.0465(10) Uani 1 1 d . . . C3 C 0.3328(3) 0.0101(2) 0.2252(3) 0.0451(10) Uani 1 1 d . . . C4 C 0.2564(3) -0.0108(2) 0.1564(2) 0.0416(10) Uani 1 1 d . . . C5 C 0.2034(3) -0.0733(2) 0.1666(2) 0.0498(10) Uani 1 1 d . . . H5 H 0.1524 -0.0871 0.1219 0.060 Uiso 1 1 calc R . . C6 C 0.2232(3) -0.1175(2) 0.2424(3) 0.0494(11) Uani 1 1 d . . . C7 C 0.3009(3) -0.0963(2) 0.3104(3) 0.0491(11) Uani 1 1 d . . . C8 C 0.3194(3) -0.1448(3) 0.3850(3) 0.0688(14) Uani 1 1 d . . . H8 H 0.3703 -0.1335 0.4308 0.083 Uiso 1 1 calc R . . C9 C 0.2645(3) -0.2069(3) 0.3903(3) 0.0797(15) Uani 1 1 d . . . H9 H 0.2788 -0.2373 0.4397 0.096 Uiso 1 1 calc R . . C10 C 0.1871(3) -0.2264(3) 0.3235(3) 0.0744(14) Uani 1 1 d . . . H10 H 0.1498 -0.2690 0.3285 0.089 Uiso 1 1 calc R . . C11 C 0.1669(3) -0.1824(3) 0.2513(3) 0.0653(13) Uani 1 1 d . . . H11 H 0.1152 -0.1950 0.2067 0.078 Uiso 1 1 calc R . . C12 C 0.4403(3) -0.0043(2) 0.3721(3) 0.0577(12) Uani 1 1 d . . . H12A H 0.4483 -0.0401 0.4200 0.069 Uiso 1 1 calc R . . H12B H 0.4957 -0.0084 0.3500 0.069 Uiso 1 1 calc R . . C13 C 0.5710(3) 0.2693(3) 0.4117(3) 0.0584(12) Uani 1 1 d . . . C14 C 0.4355(3) 0.0778(3) 0.4054(2) 0.0507(11) Uani 1 1 d . . . C15 C 0.5027(3) 0.1314(3) 0.3967(2) 0.0496(11) Uani 1 1 d . . . C16 C 0.5008(3) 0.2095(3) 0.4243(2) 0.0495(11) Uani 1 1 d . . . C17 C 0.4309(3) 0.2315(3) 0.4609(2) 0.0585(12) Uani 1 1 d . . . H17 H 0.4277 0.2830 0.4777 0.070 Uiso 1 1 calc R . . C18 C 0.3635(3) 0.1784(3) 0.4740(3) 0.0616(13) Uani 1 1 d . . . C19 C 0.3666(3) 0.1008(3) 0.4472(2) 0.0541(12) Uani 1 1 d . . . C20 C 0.2990(3) 0.0481(3) 0.4647(3) 0.0732(15) Uani 1 1 d . . . H20 H 0.2997 -0.0036 0.4479 0.088 Uiso 1 1 calc R . . C21 C 0.2338(4) 0.0719(5) 0.5055(3) 0.103(2) Uani 1 1 d . . . H21 H 0.1908 0.0362 0.5165 0.123 Uiso 1 1 calc R . . C22 C 0.2299(4) 0.1492(5) 0.5314(4) 0.103(2) Uani 1 1 d . . . H22 H 0.1843 0.1647 0.5588 0.124 Uiso 1 1 calc R . . C23 C 0.2931(4) 0.2017(4) 0.5165(3) 0.0884(17) Uani 1 1 d . . . H23 H 0.2907 0.2531 0.5340 0.106 Uiso 1 1 calc R . . C24 C 0.3266(3) 0.0877(3) -0.1176(3) 0.0601(12) Uani 1 1 d . . . H24 H 0.3536 0.1036 -0.0616 0.072 Uiso 1 1 calc R . . C25 C 0.2273(4) 0.0547(3) -0.2323(3) 0.0899(18) Uani 1 1 d . . . H25 H 0.1707 0.0436 -0.2717 0.108 Uiso 1 1 calc R . . C26 C 0.3127(4) 0.0493(4) -0.2482(4) 0.101(2) Uani 1 1 d . . . H26 H 0.3259 0.0336 -0.2992 0.122 Uiso 1 1 calc R . . C27 C 0.4777(3) 0.0759(3) -0.1609(3) 0.0795(15) Uani 1 1 d . . . H27A H 0.4990 0.0315 -0.1881 0.095 Uiso 1 1 calc R . . H27B H 0.5064 0.0726 -0.0998 0.095 Uiso 1 1 calc R . . C28 C 0.5112(3) 0.1498(3) -0.1954(3) 0.0640(13) Uani 1 1 d . . . C29 C 0.4653(4) 0.1813(3) -0.2718(4) 0.0951(19) Uani 1 1 d . . . H29 H 0.4087 0.1596 -0.3021 0.114 Uiso 1 1 calc R . . C30 C 0.5011(4) 0.2448(3) -0.3054(3) 0.0943(18) Uani 1 1 d . . . H30 H 0.4680 0.2648 -0.3581 0.113 Uiso 1 1 calc R . . C31 C 0.5837(3) 0.2792(3) -0.2634(3) 0.0657(13) Uani 1 1 d . . . C32 C 0.6285(3) 0.2480(3) -0.1853(3) 0.0764(15) Uani 1 1 d . . . H32 H 0.6845 0.2702 -0.1542 0.092 Uiso 1 1 calc R . . C33 C 0.5926(3) 0.1849(3) -0.1517(3) 0.0781(15) Uani 1 1 d . . . H33 H 0.6243 0.1657 -0.0982 0.094 Uiso 1 1 calc R . . C34 C 0.6232(3) 0.3469(3) -0.3025(3) 0.0799(15) Uani 1 1 d . . . H34A H 0.6882 0.3552 -0.2715 0.096 Uiso 1 1 calc R . . H34B H 0.6218 0.3351 -0.3617 0.096 Uiso 1 1 calc R . . C35 C 0.5042(3) 0.4495(3) -0.3636(3) 0.0607(12) Uani 1 1 d . . . H35 H 0.4885 0.4302 -0.4193 0.073 Uiso 1 1 calc R . . C36 C 0.5734(3) 0.4623(3) -0.2289(3) 0.0778(15) Uani 1 1 d . . . H36 H 0.6125 0.4545 -0.1743 0.093 Uiso 1 1 calc R . . C37 C 0.5106(3) 0.5196(3) -0.2534(3) 0.0744(14) Uani 1 1 d . . . H37 H 0.4991 0.5592 -0.2180 0.089 Uiso 1 1 calc R . . C38 C 0.0575(8) 0.8910(8) 0.4490(7) 0.171(5) Uani 0.606(6) 1 d PDU A 1 H38 H 0.0991 0.8948 0.4142 0.205 Uiso 0.606(6) 1 calc PR A 1 C39 C 0.0291(8) 0.8598(10) 0.5874(9) 0.219(6) Uani 0.606(6) 1 d PDU A 1 H39A H 0.0229 0.9097 0.6123 0.328 Uiso 0.606(6) 1 calc PR A 1 H39B H 0.0578 0.8238 0.6319 0.328 Uiso 0.606(6) 1 calc PR A 1 H39C H -0.0320 0.8410 0.5578 0.328 Uiso 0.606(6) 1 calc PR A 1 C40 C 0.1856(8) 0.8508(10) 0.5674(9) 0.240(6) Uani 0.606(6) 1 d PDU A 1 H40A H 0.2216 0.8581 0.5258 0.360 Uiso 0.606(6) 1 calc PR A 1 H40B H 0.1922 0.7980 0.5876 0.360 Uiso 0.606(6) 1 calc PR A 1 H40C H 0.2081 0.8855 0.6148 0.360 Uiso 0.606(6) 1 calc PR A 1 C41 C 0.3490(9) 0.8925(7) 0.9171(8) 0.242(6) Uani 0.727(7) 1 d PDU B 1 H41 H 0.2966 0.9156 0.9293 0.290 Uiso 0.727(7) 1 calc PR B 1 C42 C 0.4444(8) 0.8122(10) 0.8513(9) 0.242(7) Uani 0.727(7) 1 d PDU B 1 H42A H 0.4616 0.8370 0.8039 0.363 Uiso 0.727(7) 1 calc PR B 1 H42B H 0.4435 0.7568 0.8434 0.363 Uiso 0.727(7) 1 calc PR B 1 H42C H 0.4894 0.8254 0.9038 0.363 Uiso 0.727(7) 1 calc PR B 1 C43 C 0.2709(8) 0.8072(9) 0.7945(7) 0.209(6) Uani 0.727(7) 1 d PDU B 1 H43A H 0.2147 0.8179 0.8125 0.313 Uiso 0.727(7) 1 calc PR B 1 H43B H 0.2787 0.7520 0.7908 0.313 Uiso 0.727(7) 1 calc PR B 1 H43C H 0.2661 0.8303 0.7392 0.313 Uiso 0.727(7) 1 calc PR B 1 C38' C 0.0203(10) 0.8965(13) 0.4804(11) 0.171(5) Uani 0.394(6) 1 d PD A 2 H38' H 0.0134 0.9485 0.4936 0.205 Uiso 0.394(6) 1 calc PR A 2 C39' C 0.1014(14) 0.7706(12) 0.5418(13) 0.219(6) Uani 0.394(6) 1 d PD A 2 H39D H 0.0471 0.7387 0.5194 0.328 Uiso 0.394(6) 1 calc PR A 2 H39E H 0.1292 0.7564 0.6005 0.328 Uiso 0.394(6) 1 calc PR A 2 H39F H 0.1463 0.7628 0.5084 0.328 Uiso 0.394(6) 1 calc PR A 2 C40' C 0.1180(16) 0.8928(14) 0.6200(11) 0.240(6) Uani 0.394(6) 1 d PD A 2 H40D H 0.1653 0.9281 0.6111 0.360 Uiso 0.394(6) 1 calc PR A 2 H40E H 0.1464 0.8550 0.6626 0.360 Uiso 0.394(6) 1 calc PR A 2 H40F H 0.0710 0.9214 0.6393 0.360 Uiso 0.394(6) 1 calc PR A 2 C41' C 0.3279(15) 0.8841(16) 0.9229(16) 0.242(6) Uani 0.273(7) 1 d PD B 2 H41' H 0.3487 0.9138 0.9723 0.290 Uiso 0.273(7) 1 calc PR B 2 C42' C 0.4843(14) 0.834(3) 0.934(2) 0.242(7) Uani 0.273(7) 1 d PD B 2 H42D H 0.5092 0.8863 0.9427 0.363 Uiso 0.273(7) 1 calc PR B 2 H42E H 0.5174 0.8057 0.8995 0.363 Uiso 0.273(7) 1 calc PR B 2 H42F H 0.4919 0.8091 0.9884 0.363 Uiso 0.273(7) 1 calc PR B 2 C43' C 0.344(2) 0.793(2) 0.8115(18) 0.209(6) Uani 0.273(7) 1 d PD B 2 H43D H 0.2862 0.8168 0.7803 0.313 Uiso 0.273(7) 1 calc PR B 2 H43E H 0.3317 0.7409 0.8268 0.313 Uiso 0.273(7) 1 calc PR B 2 H43F H 0.3878 0.7923 0.7764 0.313 Uiso 0.273(7) 1 calc PR B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0550(3) 0.0502(3) 0.0454(3) 0.0044(3) 0.0102(2) 0.0046(3) N1 0.057(2) 0.060(2) 0.051(2) -0.001(2) 0.0132(17) -0.0041(19) N2 0.060(2) 0.066(3) 0.072(3) 0.007(2) 0.029(2) -0.008(2) N3 0.057(2) 0.062(3) 0.051(2) -0.004(2) 0.0102(18) -0.004(2) N4 0.054(2) 0.057(3) 0.063(3) 0.007(2) 0.0118(19) 0.000(2) N5 0.097(4) 0.174(7) 0.094(4) 0.038(5) 0.032(4) 0.021(5) N6 0.225(9) 0.162(8) 0.059(7) 0.011(6) 0.019(6) -0.033(7) N5' 0.097(4) 0.174(7) 0.094(4) 0.038(5) 0.032(4) 0.021(5) N6' 0.225(9) 0.162(8) 0.059(7) 0.011(6) 0.019(6) -0.033(7) O1 0.0655(19) 0.070(2) 0.0403(17) 0.0041(15) -0.0024(14) 0.0035(16) O2 0.090(2) 0.050(2) 0.0487(18) 0.0093(15) 0.0138(15) -0.0013(17) O3 0.0647(18) 0.0469(18) 0.0537(17) 0.0090(15) 0.0034(14) -0.0091(15) O4 0.094(3) 0.083(3) 0.112(3) -0.018(2) 0.047(2) -0.035(2) O5 0.082(2) 0.056(2) 0.077(2) -0.0073(18) 0.0112(17) -0.0213(18) O6 0.061(2) 0.063(2) 0.087(2) -0.0069(17) 0.0198(17) -0.0127(16) O7 0.140(5) 0.276(15) 0.123(5) 0.055(7) 0.042(4) 0.010(6) O8 0.369(13) 0.235(10) 0.184(8) 0.056(7) -0.059(9) -0.087(10) O7' 0.140(5) 0.276(15) 0.123(5) 0.055(7) 0.042(4) 0.010(6) O8' 0.369(13) 0.235(10) 0.184(8) 0.056(7) -0.059(9) -0.087(10) C1 0.066(3) 0.044(3) 0.041(3) -0.002(2) 0.013(2) 0.014(2) C2 0.050(2) 0.037(3) 0.045(3) -0.001(2) -0.0035(19) 0.002(2) C3 0.052(3) 0.032(2) 0.048(3) 0.001(2) 0.005(2) 0.001(2) C4 0.049(2) 0.031(2) 0.042(2) -0.0011(19) 0.0072(19) 0.006(2) C5 0.049(2) 0.049(3) 0.043(2) -0.002(2) -0.0036(18) 0.005(2) C6 0.053(3) 0.039(3) 0.051(3) 0.000(2) 0.005(2) 0.000(2) C7 0.055(3) 0.035(3) 0.050(3) 0.007(2) -0.001(2) -0.002(2) C8 0.075(3) 0.052(3) 0.065(3) 0.020(3) -0.009(2) -0.014(3) C9 0.093(4) 0.064(4) 0.071(4) 0.026(3) 0.001(3) -0.010(3) C10 0.085(4) 0.048(3) 0.083(4) 0.016(3) 0.007(3) -0.022(3) C11 0.066(3) 0.054(3) 0.066(3) -0.004(3) -0.001(2) -0.014(3) C12 0.060(3) 0.053(3) 0.050(3) 0.008(2) -0.004(2) -0.004(2) C13 0.064(3) 0.061(4) 0.041(3) -0.001(2) -0.003(2) -0.011(3) C14 0.053(3) 0.056(3) 0.033(2) 0.006(2) -0.0079(19) -0.011(2) C15 0.050(3) 0.055(3) 0.038(2) 0.001(2) 0.000(2) -0.005(2) C16 0.048(3) 0.056(3) 0.039(2) 0.004(2) 0.000(2) -0.011(2) C17 0.067(3) 0.056(3) 0.044(3) -0.004(2) -0.003(2) -0.007(3) C18 0.063(3) 0.081(4) 0.035(3) -0.005(2) 0.002(2) -0.009(3) C19 0.056(3) 0.071(4) 0.031(2) -0.001(2) 0.003(2) -0.015(2) C20 0.079(3) 0.098(4) 0.042(3) -0.005(3) 0.013(2) -0.031(3) C21 0.095(4) 0.155(7) 0.062(4) -0.013(4) 0.027(3) -0.058(4) C22 0.082(4) 0.161(7) 0.070(4) -0.017(4) 0.027(3) -0.026(5) C23 0.087(4) 0.116(5) 0.063(4) -0.018(3) 0.021(3) -0.008(4) C24 0.071(3) 0.063(3) 0.050(3) 0.005(2) 0.022(2) -0.005(3) C25 0.071(4) 0.140(5) 0.061(4) -0.015(3) 0.022(3) -0.036(3) C26 0.091(4) 0.151(6) 0.073(4) -0.035(4) 0.042(3) -0.041(4) C27 0.056(3) 0.078(4) 0.112(4) 0.031(3) 0.035(3) 0.008(3) C28 0.053(3) 0.067(3) 0.076(3) 0.021(3) 0.022(2) 0.010(3) C29 0.072(4) 0.090(4) 0.107(5) 0.036(4) -0.009(3) -0.025(3) C30 0.084(4) 0.098(5) 0.083(4) 0.037(3) -0.011(3) -0.017(3) C31 0.057(3) 0.064(3) 0.075(4) 0.013(3) 0.015(3) 0.005(3) C32 0.059(3) 0.084(4) 0.078(4) 0.016(3) 0.001(3) -0.010(3) C33 0.064(3) 0.089(4) 0.075(4) 0.027(3) 0.007(3) 0.000(3) C34 0.074(3) 0.066(4) 0.108(4) 0.024(3) 0.038(3) 0.007(3) C35 0.059(3) 0.066(4) 0.055(3) 0.005(3) 0.011(2) -0.006(3) C36 0.073(4) 0.093(4) 0.062(4) 0.003(3) 0.007(3) 0.002(3) C37 0.078(3) 0.089(4) 0.051(3) -0.008(3) 0.008(3) 0.006(3) C38 0.118(9) 0.299(11) 0.087(9) 0.016(9) 0.008(6) -0.005(9) C39 0.153(10) 0.363(16) 0.155(10) 0.050(11) 0.065(8) -0.012(11) C40 0.181(12) 0.371(16) 0.165(11) 0.038(11) 0.036(9) 0.025(12) C41 0.320(13) 0.193(11) 0.189(11) 0.109(9) 0.020(10) 0.003(11) C42 0.190(12) 0.373(16) 0.172(12) 0.068(13) 0.064(10) 0.013(12) C43 0.204(12) 0.301(13) 0.104(8) 0.025(8) 0.006(9) -0.097(12) C38' 0.118(9) 0.299(11) 0.087(9) 0.016(9) 0.008(6) -0.005(9) C39' 0.153(10) 0.363(16) 0.155(10) 0.050(11) 0.065(8) -0.012(11) C40' 0.181(12) 0.371(16) 0.165(11) 0.038(11) 0.036(9) 0.025(12) C41' 0.320(13) 0.193(11) 0.189(11) 0.109(9) 0.020(10) 0.003(11) C42' 0.190(12) 0.373(16) 0.172(12) 0.068(13) 0.064(10) 0.013(12) C43' 0.204(12) 0.301(13) 0.104(8) 0.025(8) 0.006(9) -0.097(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 O5 1.934(3) 4_565 ? Zn1 O1 1.957(3) . ? Zn1 N1 1.986(3) . ? Zn1 N3 2.024(4) 2_544 ? N1 C24 1.314(5) . ? N1 C25 1.363(5) . ? N2 C24 1.336(5) . ? N2 C26 1.352(6) . ? N2 C27 1.465(5) . ? N3 C35 1.308(5) . ? N3 C37 1.369(5) . ? N3 Zn1 2.024(4) 2_554 ? N4 C35 1.331(5) . ? N4 C36 1.347(6) . ? N4 C34 1.472(5) . ? N5 C38 1.297(8) . ? N5 C39 1.438(9) . ? N5 C40 1.461(9) . ? N6 C41 1.354(9) . ? N6 C43 1.427(8) . ? N6 C42 1.483(8) . ? N5' C38' 1.291(9) . ? N5' C39' 1.463(10) . ? N5' C40' 1.492(10) . ? N6' C41' 1.343(10) . ? N6' C43' 1.457(10) . ? N6' C42' 1.482(10) . ? O1 C1 1.263(5) . ? O2 C1 1.249(5) . ? O3 C3 1.354(4) . ? O4 C13 1.240(5) . ? O5 C13 1.244(5) . ? O5 Zn1 1.934(3) 4_666 ? O6 C15 1.357(5) . ? O7 C38 1.219(9) . ? O8 C41 1.353(8) . ? O7' C38' 1.195(10) . ? O8' C41' 1.214(11) . ? C1 C4 1.497(5) . ? C2 C3 1.378(5) . ? C2 C7 1.413(5) . ? C2 C12 1.529(5) . ? C3 C4 1.411(5) . ? C4 C5 1.360(5) . ? C5 C6 1.404(5) . ? C6 C11 1.417(5) . ? C6 C7 1.416(5) . ? C7 C8 1.430(5) . ? C8 C9 1.353(6) . ? C9 C10 1.395(6) . ? C10 C11 1.355(6) . ? C12 C14 1.516(6) . ? C13 C16 1.506(6) . ? C14 C15 1.384(5) . ? C14 C19 1.407(6) . ? C15 C16 1.416(6) . ? C16 C17 1.361(5) . ? C17 C18 1.401(6) . ? C18 C19 1.405(6) . ? C18 C23 1.434(6) . ? C19 C20 1.424(6) . ? C20 C21 1.355(7) . ? C21 C22 1.397(8) . ? C22 C23 1.358(7) . ? C25 C26 1.347(6) . ? C27 C28 1.516(6) . ? C28 C29 1.358(6) . ? C28 C33 1.366(6) . ? C29 C30 1.380(6) . ? C30 C31 1.367(6) . ? C31 C32 1.373(6) . ? C31 C34 1.506(6) . ? C32 C33 1.376(6) . ? C36 C37 1.340(6) . ? 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 O5 Zn1 O1 105.96(13) 4_565 . ? O5 Zn1 N1 128.46(14) 4_565 . ? O1 Zn1 N1 114.16(13) . . ? O5 Zn1 N3 101.75(13) 4_565 2_544 ? O1 Zn1 N3 97.59(14) . 2_544 ? N1 Zn1 N3 103.52(14) . 2_544 ? C24 N1 C25 104.8(4) . . ? C24 N1 Zn1 127.4(3) . . ? C25 N1 Zn1 126.6(3) . . ? C24 N2 C26 107.1(4) . . ? C24 N2 C27 126.1(4) . . ? C26 N2 C27 126.8(4) . . ? C35 N3 C37 105.1(4) . . ? C35 N3 Zn1 125.8(3) . 2_554 ? C37 N3 Zn1 129.1(3) . 2_554 ? C35 N4 C36 107.5(4) . . ? C35 N4 C34 126.6(4) . . ? C36 N4 C34 125.9(4) . . ? C38 N5 C39 125.1(9) . . ? C38 N5 C40 122.3(10) . . ? C39 N5 C40 112.4(9) . . ? C41 N6 C43 127.4(10) . . ? C41 N6 C42 115.2(9) . . ? C43 N6 C42 117.4(9) . . ? C38' N5' C39' 135.1(13) . . ? C38' N5' C40' 114.4(12) . . ? C39' N5' C40' 110.5(12) . . ? C41' N6' C43' 120.6(14) . . ? C41' N6' C42' 117.6(14) . . ? C43' N6' C42' 121.8(14) . . ? C1 O1 Zn1 113.6(3) . . ? C13 O5 Zn1 121.7(3) . 4_666 ? O2 C1 O1 122.6(4) . . ? O2 C1 C4 119.4(4) . . ? O1 C1 C4 117.9(4) . . ? C3 C2 C7 118.7(3) . . ? C3 C2 C12 118.7(4) . . ? C7 C2 C12 122.5(4) . . ? O3 C3 C2 118.4(3) . . ? O3 C3 C4 119.3(3) . . ? C2 C3 C4 122.4(4) . . ? C5 C4 C3 118.3(4) . . ? C5 C4 C1 119.8(4) . . ? C3 C4 C1 121.9(4) . . ? C4 C5 C6 122.2(3) . . ? C5 C6 C11 121.0(4) . . ? C5 C6 C7 118.8(4) . . ? C11 C6 C7 120.2(4) . . ? C2 C7 C6 119.7(4) . . ? C2 C7 C8 124.0(4) . . ? C6 C7 C8 116.4(4) . . ? C9 C8 C7 121.5(4) . . ? C8 C9 C10 121.6(4) . . ? C11 C10 C9 119.1(4) . . ? C10 C11 C6 121.2(4) . . ? C14 C12 C2 115.4(3) . . ? O4 C13 O5 125.1(5) . . ? O4 C13 C16 117.8(5) . . ? O5 C13 C16 117.1(5) . . ? C15 C14 C19 118.7(4) . . ? C15 C14 C12 119.0(4) . . ? C19 C14 C12 122.3(4) . . ? O6 C15 C14 119.3(4) . . ? O6 C15 C16 118.8(4) . . ? C14 C15 C16 121.9(4) . . ? C17 C16 C15 118.4(4) . . ? C17 C16 C13 119.2(4) . . ? C15 C16 C13 122.3(4) . . ? C16 C17 C18 121.6(4) . . ? C17 C18 C19 119.6(4) . . ? C17 C18 C23 120.8(5) . . ? C19 C18 C23 119.6(5) . . ? C18 C19 C14 119.7(4) . . ? C18 C19 C20 117.7(4) . . ? C14 C19 C20 122.6(5) . . ? C21 C20 C19 121.2(5) . . ? C20 C21 C22 121.2(6) . . ? C23 C22 C21 119.8(6) . . ? C22 C23 C18 120.5(6) . . ? N1 C24 N2 111.7(4) . . ? C26 C25 N1 110.1(4) . . ? C25 C26 N2 106.3(4) . . ? N2 C27 C28 113.8(4) . . ? C29 C28 C33 117.5(4) . . ? C29 C28 C27 122.1(5) . . ? C33 C28 C27 120.3(4) . . ? C28 C29 C30 121.3(5) . . ? C31 C30 C29 121.8(5) . . ? C30 C31 C32 116.5(5) . . ? C30 C31 C34 121.0(5) . . ? C32 C31 C34 122.5(4) . . ? C31 C32 C33 121.6(4) . . ? C28 C33 C32 121.3(5) . . ? N4 C34 C31 110.7(4) . . ? N3 C35 N4 111.4(4) . . ? C37 C36 N4 106.3(4) . . ? C36 C37 N3 109.7(4) . . ? O7 C38 N5 119.3(11) . . ? O8 C41 N6 105.5(10) . . ? O7' C38' N5' 122.6(14) . . ? O8' C41' N6' 110.8(12) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.370 _refine_diff_density_min -0.292 _refine_diff_density_rms 0.054 data_090824g _database_code_depnum_ccdc_archive 'CCDC 806032' #TrackingRef '- revised 806032.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C37 H28 N4 O6 Zn, 3.7(C3 H7 N O)' _chemical_formula_sum 'C48.1 H53.9 N7.7 O9.7 Zn' _chemical_formula_weight 960.10 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 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' 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' _cell_length_a 11.683(10) _cell_length_b 15.571(14) _cell_length_c 26.71(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4858(7) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3373 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 25.22 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.321 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2016 _exptl_absorpt_coefficient_mu 0.541 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8588 _exptl_absorpt_correction_T_max 0.8810 _exptl_absorpt_process_details '(SADABS; Bruker, 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19840 _diffrn_reflns_av_R_equivalents 0.1089 _diffrn_reflns_av_sigmaI/netI 0.2041 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 25.02 _reflns_number_total 8506 _reflns_number_gt 2921 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_structure_solution 'SHELXTL (Bruker, 2000)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0005P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), 3727 Friedel pairs' _refine_ls_abs_structure_Flack 0.098(18) _refine_ls_number_reflns 8506 _refine_ls_number_parameters 436 _refine_ls_number_restraints 35 _refine_ls_R_factor_all 0.1387 _refine_ls_R_factor_gt 0.0623 _refine_ls_wR_factor_ref 0.1057 _refine_ls_wR_factor_gt 0.0975 _refine_ls_goodness_of_fit_ref 0.850 _refine_ls_restrained_S_all 0.850 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.52804(6) 0.56649(5) 0.70428(3) 0.0706(2) Uani 1 1 d . . . N1 N 0.5937(5) 0.4545(4) 0.7154(2) 0.0804(18) Uani 1 1 d U . . N2 N 0.6479(6) 0.3328(5) 0.7557(3) 0.107(2) Uani 1 1 d U . . N3 N 1.3481(4) 0.1488(4) 0.8078(2) 0.0763(17) Uani 1 1 d U . . N4 N 1.2041(6) 0.2175(5) 0.8442(3) 0.095(2) Uani 1 1 d U . . O1 O 0.4194(3) 0.5911(3) 0.65102(16) 0.0692(14) Uani 1 1 d . . . O2 O 0.5425(4) 0.5181(4) 0.60624(15) 0.0919(16) Uani 1 1 d . . . O3 O 0.4965(4) 0.4751(3) 0.51659(14) 0.0896(15) Uani 1 1 d . . . H3 H 0.5285 0.4729 0.5439 0.134 Uiso 1 1 calc R . . O4 O 0.0241(4) 0.3877(3) 0.26801(16) 0.0915(16) Uani 1 1 d . . . O5 O 0.1520(5) 0.4904(4) 0.26333(17) 0.107(2) Uani 1 1 d U . . O6 O 0.2888(4) 0.5216(3) 0.33336(16) 0.0983(17) Uani 1 1 d U . . H6 H 0.2575 0.5268 0.3060 0.148 Uiso 1 1 calc R . . C1 C 0.4506(7) 0.5577(5) 0.6105(3) 0.069(2) Uani 1 1 d U . . C2 C 0.2985(6) 0.6329(5) 0.5646(3) 0.075(2) Uani 1 1 d . . . H2 H 0.2822 0.6618 0.5942 0.089 Uiso 1 1 calc R . . C3 C 0.3847(6) 0.5762(5) 0.5639(3) 0.072(2) Uani 1 1 d U . . C4 C 0.4075(6) 0.5329(4) 0.5188(3) 0.069(2) Uani 1 1 d . . . C5 C 0.3480(6) 0.5443(4) 0.4749(2) 0.0639(19) Uani 1 1 d U . . C6 C 0.2572(7) 0.6025(5) 0.4757(3) 0.078(2) Uani 1 1 d U . . C7 C 0.2332(6) 0.6500(5) 0.5227(3) 0.073(2) Uani 1 1 d U . . C8 C 0.1536(7) 0.7148(5) 0.5243(3) 0.090(2) Uani 1 1 d U . . H8 H 0.1436 0.7457 0.5538 0.108 Uiso 1 1 calc R . . C9 C 0.0877(7) 0.7349(5) 0.4827(3) 0.110(3) Uani 1 1 d . . . H9 H 0.0333 0.7784 0.4839 0.132 Uiso 1 1 calc R . . C10 C 0.1061(7) 0.6872(6) 0.4385(3) 0.096(3) Uani 1 1 d . . . H10 H 0.0621 0.6985 0.4102 0.115 Uiso 1 1 calc R . . C11 C 0.1883(7) 0.6245(5) 0.4368(3) 0.086(3) Uani 1 1 d U . . H11 H 0.1976 0.5948 0.4069 0.104 Uiso 1 1 calc R . . C12 C 0.1076(7) 0.4289(6) 0.2870(3) 0.081(2) Uani 1 1 d U . . C13 C 0.1047(7) 0.3402(5) 0.3636(2) 0.088(2) Uani 1 1 d U . . H13 H 0.0448 0.3092 0.3494 0.105 Uiso 1 1 calc R . . C14 C 0.1499(7) 0.4098(5) 0.3397(2) 0.071(2) Uani 1 1 d U . . C15 C 0.2416(7) 0.4531(5) 0.3587(3) 0.081(2) Uani 1 1 d U . . C16 C 0.2809(6) 0.4397(5) 0.4065(3) 0.076(2) Uani 1 1 d . . . C17 C 0.2375(7) 0.3680(5) 0.4314(3) 0.088(2) Uani 1 1 d U . . C18 C 0.1504(7) 0.3167(5) 0.4096(3) 0.093(2) Uani 1 1 d U . . C19 C 0.1019(7) 0.2480(5) 0.4353(3) 0.110(3) Uani 1 1 d U . . H19 H 0.0398 0.2197 0.4211 0.132 Uiso 1 1 calc R . . C20 C 0.1414(8) 0.2208(5) 0.4801(3) 0.126(3) Uani 1 1 d U . . H20 H 0.1073 0.1762 0.4978 0.151 Uiso 1 1 calc R . . C21 C 0.2401(8) 0.2659(6) 0.4983(3) 0.120(3) Uani 1 1 d U . . H21 H 0.2814 0.2417 0.5245 0.144 Uiso 1 1 calc R . . C22 C 0.2761(6) 0.3418(5) 0.4794(3) 0.097(3) Uani 1 1 d U . . H22 H 0.3257 0.3765 0.4976 0.116 Uiso 1 1 calc R . . C23 C 0.3712(6) 0.4924(4) 0.4284(2) 0.075(2) Uani 1 1 d U . . H23A H 0.3968 0.5321 0.4027 0.089 Uiso 1 1 calc R . . H23B H 0.4352 0.4547 0.4357 0.089 Uiso 1 1 calc R . . C24 C 0.5880(6) 0.4064(5) 0.7554(3) 0.095(2) Uani 1 1 d U . . H24 H 0.5438 0.4226 0.7828 0.114 Uiso 1 1 calc R . . C25 C 0.6668(7) 0.4045(6) 0.6865(3) 0.110(3) Uani 1 1 d U . . H25 H 0.6882 0.4169 0.6537 0.133 Uiso 1 1 calc R . . C26 C 0.7025(9) 0.3352(6) 0.7127(4) 0.121(3) Uani 1 1 d . . . H26 H 0.7568 0.2956 0.7020 0.145 Uiso 1 1 calc R . . C27 C 0.6585(7) 0.2694(5) 0.7940(3) 0.101(3) Uani 1 1 d . . . H27A H 0.6322 0.2144 0.7814 0.122 Uiso 1 1 calc R . . H27B H 0.6109 0.2851 0.8223 0.122 Uiso 1 1 calc R . . C28 C 0.7780(9) 0.2621(6) 0.8102(3) 0.102(3) Uani 1 1 d U . . C29 C 0.8350(7) 0.1853(6) 0.8139(3) 0.099(3) Uani 1 1 d U . . H29 H 0.7991 0.1365 0.8015 0.119 Uiso 1 1 calc R . . C30 C 0.9432(8) 0.1759(6) 0.8350(3) 0.105(3) Uani 1 1 d . . . H30 H 0.9748 0.1213 0.8381 0.126 Uiso 1 1 calc R . . C31 C 1.0038(8) 0.2462(7) 0.8512(3) 0.095(3) Uani 1 1 d . . . C32 C 0.9490(9) 0.3240(7) 0.8479(3) 0.120(3) Uani 1 1 d . . . H32 H 0.9862 0.3730 0.8593 0.145 Uiso 1 1 calc R . . C33 C 0.8404(9) 0.3313(6) 0.8282(3) 0.114(3) Uani 1 1 d . . . H33 H 0.8072 0.3856 0.8269 0.137 Uiso 1 1 calc R . . C34 C 1.1128(7) 0.2353(6) 0.8760(3) 0.104(3) Uani 1 1 d . . . H34B H 1.1301 0.2874 0.8945 0.125 Uiso 1 1 calc R . . H34A H 1.1061 0.1889 0.9001 0.125 Uiso 1 1 calc R . . C35 C 1.2381(7) 0.2678(6) 0.8040(4) 0.108(3) Uani 1 1 d U . . H35 H 1.2054 0.3193 0.7937 0.130 Uiso 1 1 calc R . . C36 C 1.3261(7) 0.2283(5) 0.7831(3) 0.102(3) Uani 1 1 d U . . H36 H 1.3678 0.2494 0.7562 0.122 Uiso 1 1 calc R . . C37 C 1.2720(6) 0.1532(6) 0.8441(3) 0.089(2) Uani 1 1 d U . . H37 H 1.2678 0.1112 0.8688 0.106 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0832(5) 0.0699(5) 0.0587(4) 0.0045(5) -0.0010(5) 0.0047(5) N1 0.087(4) 0.072(5) 0.082(5) 0.007(3) -0.009(3) 0.006(3) N2 0.111(7) 0.075(5) 0.135(7) 0.023(5) -0.025(5) 0.002(4) N3 0.062(4) 0.104(5) 0.064(5) 0.016(3) 0.008(3) 0.013(3) N4 0.080(6) 0.108(6) 0.097(5) 0.001(4) 0.012(4) 0.025(4) O1 0.096(3) 0.065(4) 0.047(3) 0.012(3) -0.010(3) 0.006(3) O2 0.104(5) 0.112(5) 0.060(3) 0.005(3) -0.010(3) 0.014(4) O3 0.114(4) 0.079(4) 0.075(3) -0.016(2) -0.016(3) 0.020(3) O4 0.122(4) 0.080(4) 0.073(3) -0.005(3) -0.031(3) 0.003(4) O5 0.155(5) 0.118(5) 0.047(3) 0.019(3) -0.015(3) -0.001(4) O6 0.140(5) 0.090(4) 0.065(3) 0.005(3) -0.025(3) -0.021(3) C1 0.090(7) 0.059(5) 0.058(5) 0.002(4) -0.003(4) 0.004(5) C2 0.091(6) 0.062(6) 0.071(6) -0.009(4) -0.008(5) 0.004(5) C3 0.070(5) 0.067(6) 0.079(5) -0.001(5) -0.016(4) 0.007(5) C4 0.096(6) 0.048(5) 0.063(5) -0.004(4) -0.012(4) 0.013(4) C5 0.091(6) 0.051(5) 0.049(4) 0.005(3) -0.003(4) 0.000(4) C6 0.109(7) 0.064(6) 0.060(4) 0.000(3) -0.016(4) -0.003(4) C7 0.090(6) 0.061(5) 0.067(4) 0.002(4) -0.001(4) 0.002(4) C8 0.120(7) 0.072(6) 0.078(6) 0.003(4) -0.019(5) 0.020(4) C9 0.148(8) 0.092(7) 0.088(7) -0.002(6) -0.033(6) 0.031(6) C10 0.120(8) 0.084(7) 0.084(7) 0.009(6) -0.003(5) 0.006(6) C11 0.119(8) 0.066(6) 0.074(4) 0.005(4) -0.020(4) 0.006(5) C12 0.111(7) 0.084(6) 0.049(6) -0.009(5) -0.009(4) 0.014(5) C13 0.134(7) 0.075(6) 0.054(4) -0.011(3) -0.021(4) -0.001(5) C14 0.114(7) 0.076(6) 0.024(4) -0.019(3) -0.014(4) 0.004(5) C15 0.114(7) 0.081(6) 0.046(5) 0.001(4) -0.001(4) 0.008(5) C16 0.115(6) 0.063(6) 0.051(5) 0.001(5) -0.021(4) -0.008(6) C17 0.143(7) 0.069(6) 0.053(4) 0.002(4) -0.035(4) -0.005(5) C18 0.142(7) 0.072(6) 0.065(5) 0.006(3) -0.026(4) -0.014(4) C19 0.165(8) 0.076(6) 0.088(6) 0.011(4) -0.042(5) -0.034(5) C20 0.192(10) 0.081(7) 0.104(7) 0.034(5) -0.048(6) -0.038(6) C21 0.182(10) 0.089(7) 0.088(6) 0.030(5) -0.055(5) -0.025(6) C22 0.156(7) 0.077(6) 0.057(5) 0.015(4) -0.030(4) -0.006(5) C23 0.124(6) 0.053(5) 0.047(4) 0.001(3) -0.022(4) -0.007(5) C24 0.108(6) 0.079(6) 0.097(5) 0.018(4) -0.026(4) 0.006(4) C25 0.133(8) 0.092(8) 0.107(6) -0.003(5) -0.011(4) 0.036(6) C26 0.144(9) 0.088(8) 0.130(9) -0.009(7) -0.025(8) 0.040(6) C27 0.098(7) 0.083(7) 0.123(7) 0.027(6) -0.038(6) -0.007(5) C28 0.101(8) 0.078(7) 0.126(8) 0.023(6) -0.033(6) -0.005(5) C29 0.080(7) 0.088(6) 0.130(8) 0.011(6) -0.022(5) 0.001(5) C30 0.099(8) 0.092(8) 0.125(7) -0.004(6) -0.021(6) 0.020(6) C31 0.090(9) 0.104(8) 0.090(6) 0.003(6) -0.019(5) 0.015(7) C32 0.113(9) 0.105(9) 0.143(8) -0.002(6) -0.019(7) 0.008(7) C33 0.107(8) 0.091(8) 0.143(8) 0.003(6) -0.035(6) 0.015(7) C34 0.079(7) 0.121(8) 0.112(7) -0.003(6) -0.007(6) 0.027(6) C35 0.102(7) 0.098(7) 0.125(8) 0.012(5) 0.030(6) 0.028(5) C36 0.110(7) 0.081(6) 0.114(8) 0.011(5) 0.020(5) 0.011(6) C37 0.073(6) 0.103(7) 0.089(6) 0.006(5) 0.022(4) 0.017(4) _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 N1 1.928(6) . ? Zn1 O4 1.943(4) 2_565 ? Zn1 O1 1.944(4) . ? Zn1 N3 1.960(6) 3_756 ? N1 C24 1.306(8) . ? N1 C25 1.390(8) . ? N2 C26 1.315(10) . ? N2 C24 1.343(9) . ? N2 C27 1.427(9) . ? N3 C37 1.318(7) . ? N3 C36 1.426(9) . ? N3 Zn1 1.960(6) 3_746 ? N4 C37 1.277(8) . ? N4 C35 1.387(9) . ? N4 C34 1.393(8) . ? O1 C1 1.256(7) . ? O2 C1 1.243(7) . ? O3 C4 1.377(6) . ? O4 C12 1.273(8) . ? O4 Zn1 1.943(4) 2_564 ? O5 C12 1.260(9) . ? O6 C15 1.379(8) . ? C1 C3 1.491(9) . ? C2 C3 1.339(8) . ? C2 C7 1.380(8) . ? C3 C4 1.407(9) . ? C4 C5 1.374(8) . ? C5 C6 1.396(8) . ? C5 C23 1.506(8) . ? C6 C11 1.359(9) . ? C6 C7 1.483(9) . ? C7 C8 1.373(9) . ? C8 C9 1.388(9) . ? C9 C10 1.412(9) . ? C10 C11 1.371(9) . ? C12 C14 1.520(9) . ? C13 C14 1.364(9) . ? C13 C18 1.390(9) . ? C14 C15 1.364(9) . ? C15 C16 1.372(8) . ? C16 C17 1.395(9) . ? C16 C23 1.459(8) . ? C17 C22 1.418(9) . ? C17 C18 1.419(9) . ? C18 C19 1.392(10) . ? C19 C20 1.351(9) . ? C20 C21 1.434(10) . ? C21 C22 1.353(10) . ? C25 C26 1.352(10) . ? C27 C28 1.466(9) . ? C28 C29 1.372(10) . ? C28 C33 1.387(10) . ? C29 C30 1.391(9) . ? C30 C31 1.374(10) . ? C31 C32 1.372(10) . ? C31 C34 1.446(10) . ? C32 C33 1.379(10) . ? C35 C36 1.321(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Zn1 O4 108.8(2) . 2_565 ? N1 Zn1 O1 123.4(2) . . ? O4 Zn1 O1 111.3(2) 2_565 . ? N1 Zn1 N3 108.9(2) . 3_756 ? O4 Zn1 N3 97.8(2) 2_565 3_756 ? O1 Zn1 N3 103.4(2) . 3_756 ? C24 N1 C25 99.5(7) . . ? C24 N1 Zn1 128.6(6) . . ? C25 N1 Zn1 131.8(5) . . ? C26 N2 C24 102.9(8) . . ? C26 N2 C27 127.2(9) . . ? C24 N2 C27 129.8(9) . . ? C37 N3 C36 100.0(7) . . ? C37 N3 Zn1 130.8(6) . 3_746 ? C36 N3 Zn1 128.7(5) . 3_746 ? C37 N4 C35 105.3(7) . . ? C37 N4 C34 129.2(8) . . ? C35 N4 C34 125.5(8) . . ? C1 O1 Zn1 111.1(5) . . ? C12 O4 Zn1 113.9(5) . 2_564 ? O2 C1 O1 122.3(7) . . ? O2 C1 C3 117.8(7) . . ? O1 C1 C3 119.2(7) . . ? C3 C2 C7 122.2(8) . . ? C2 C3 C4 118.0(7) . . ? C2 C3 C1 120.4(8) . . ? C4 C3 C1 121.6(7) . . ? C5 C4 O3 115.5(7) . . ? C5 C4 C3 125.0(7) . . ? O3 C4 C3 119.5(7) . . ? C4 C5 C6 117.0(7) . . ? C4 C5 C23 122.9(7) . . ? C6 C5 C23 119.9(6) . . ? C11 C6 C5 127.0(8) . . ? C11 C6 C7 114.2(8) . . ? C5 C6 C7 118.8(7) . . ? C8 C7 C2 119.3(8) . . ? C8 C7 C6 121.5(8) . . ? C2 C7 C6 119.0(7) . . ? C7 C8 C9 121.0(8) . . ? C8 C9 C10 117.9(8) . . ? C11 C10 C9 120.6(8) . . ? C6 C11 C10 124.7(8) . . ? O5 C12 O4 119.9(8) . . ? O5 C12 C14 118.7(8) . . ? O4 C12 C14 121.3(8) . . ? C14 C13 C18 118.3(8) . . ? C15 C14 C13 121.5(7) . . ? C15 C14 C12 120.2(8) . . ? C13 C14 C12 117.5(8) . . ? C14 C15 C16 122.3(8) . . ? C14 C15 O6 120.9(7) . . ? C16 C15 O6 116.1(8) . . ? C15 C16 C17 116.4(7) . . ? C15 C16 C23 121.9(7) . . ? C17 C16 C23 121.5(7) . . ? C16 C17 C22 123.1(8) . . ? C16 C17 C18 121.0(7) . . ? C22 C17 C18 115.9(8) . . ? C13 C18 C19 118.8(8) . . ? C13 C18 C17 119.4(8) . . ? C19 C18 C17 121.5(8) . . ? C20 C19 C18 122.6(8) . . ? C19 C20 C21 114.9(8) . . ? C22 C21 C20 123.5(8) . . ? C21 C22 C17 119.3(8) . . ? C16 C23 C5 120.1(6) . . ? N1 C24 N2 117.9(8) . . ? C26 C25 N1 110.4(8) . . ? N2 C26 C25 109.0(10) . . ? N2 C27 C28 110.4(7) . . ? C29 C28 C33 113.4(9) . . ? C29 C28 C27 123.5(9) . . ? C33 C28 C27 122.9(9) . . ? C28 C29 C30 124.2(9) . . ? C31 C30 C29 120.8(9) . . ? C32 C31 C30 116.3(9) . . ? C32 C31 C34 122.9(10) . . ? C30 C31 C34 120.4(10) . . ? C31 C32 C33 121.8(10) . . ? C32 C33 C28 123.4(10) . . ? N4 C34 C31 114.7(7) . . ? C36 C35 N4 106.6(8) . . ? C35 C36 N3 110.5(8) . . ? N4 C37 N3 117.4(8) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.307 _refine_diff_density_min -0.310 _refine_diff_density_rms 0.050 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.208 -0.141 -0.028 2151.0 596.5 _platon_squeeze_details ; Electron density corresponding to 596.5e was calculated for about 3.7 DMF molecules per unit. ;