Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 182 _audit_creation_method 'SHELXL-97' _publ_contact_author 'Professor Michael J Zaworotko' _publ_contact_author_address ; Department of Chemistry University of South Florida 4202 E Fowler Ave (SCA 400) Tampa Florida 33620 UNITED STATES OF AMERICA ; _publ_contact_author_email 'zaworo@chuma1.cas.usf.edu' _publ_requested_journal Chemical Communications' _publ_section_title ; Coexisting covalent and noncovalent nets: parallel interpenetration of a puckered rectangular coordination polymer and aromatic noncovalent nets ; loop_ _publ_author_name _publ_author_address 'Susan A Bourne' ; Department of Chemistry University of Cape Town Rondebosch 7701 South Africa ; ' Jianjiang Lu' ; Department of Chemistry University of South Florida 4202 E Fowler Ave Tampa Florida 33620 USA ; ' Brian Moulton' ; Department of Chemistry University of South Florida 4202 E Fowler Ave Tampa Florida 33620 USA ; ' Michael J Zaworotko' ; Department of Chemistry University of South Florida 4202 E Fowler Ave Tampa Florida 33620 USA ; data_1a _database_code_CSD 153763 _audit_creation_method SHELXL-97 _chemical_name_systematic ; [1,3-benzenedicarboxylate-1,2-bis(4-pyridyl)ethane-zinc(II)] benzene solvate ; _chemical_name_common ? _chemical_melting_point 300 _chemical_formula_moiety ? _chemical_formula_sum 'C35 H31 N2 O4 Zn' _chemical_formula_weight 608.99 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 1 2(1)/n 1' 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 9.6724(10) _cell_length_b 20.217(2) _cell_length_c 14.9774(15) _cell_angle_alpha 90.00 _cell_angle_beta 93.545(2) _cell_angle_gamma 90.00 _cell_volume 2923.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour colorless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.384 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1268 _exptl_absorpt_coefficient_mu 0.883 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13755 _diffrn_reflns_av_R_equivalents 0.0539 _diffrn_reflns_av_sigmaI/netI 0.0982 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.34 _diffrn_reflns_theta_max 25.01 _reflns_number_total 5077 _reflns_number_gt 3242 _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^)+(0.0297P)^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 SHELXL _refine_ls_extinction_coef 0.00000(17) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 5077 _refine_ls_number_parameters 377 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0680 _refine_ls_R_factor_gt 0.0406 _refine_ls_wR_factor_ref 0.0817 _refine_ls_wR_factor_gt 0.0764 _refine_ls_goodness_of_fit_ref 0.795 _refine_ls_restrained_S_all 0.795 _refine_ls_shift/su_max 6.302 _refine_ls_shift/su_mean 0.017 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 0.41460(4) 0.197263(18) 0.05326(2) 0.02436(12) Uani 1 1 d . . . O1 O 0.2648(2) 0.20668(10) 0.13375(13) 0.0292(5) Uani 1 1 d . . . O2 O 0.1464(2) 0.13684(11) 0.04270(15) 0.0385(6) Uani 1 1 d . . . O3 O 0.3631(2) 0.24119(11) -0.05957(14) 0.0352(6) Uani 1 1 d . . . O4 O 0.5699(2) 0.20810(11) -0.09409(14) 0.0336(6) Uani 1 1 d . . . C1 C 0.1568(4) 0.17266(17) 0.1097(2) 0.0294(8) Uani 1 1 d . . . C2 C 0.0386(3) 0.17752(15) 0.1703(2) 0.0242(8) Uani 1 1 d . . . C3 C 0.0511(3) 0.21601(14) 0.2472(2) 0.0239(8) Uani 1 1 d . . . H3 H 0.1331 0.2411 0.2595 0.029 Uiso 1 1 calc R . . C4 C -0.0537(3) 0.21853(15) 0.3066(2) 0.0241(8) Uani 1 1 d . . . C5 C -0.1731(3) 0.18183(15) 0.2879(2) 0.0290(8) Uani 1 1 d . . . H5 H -0.2454 0.1828 0.3280 0.035 Uiso 1 1 calc R . . C6 C -0.1872(3) 0.14368(16) 0.2110(2) 0.0330(9) Uani 1 1 d . . . H6 H -0.2692 0.1186 0.1985 0.040 Uiso 1 1 calc R . . C7 C -0.0826(3) 0.14203(16) 0.1527(2) 0.0311(8) Uani 1 1 d . . . H7 H -0.0937 0.1162 0.0998 0.037 Uiso 1 1 calc R . . C8 C 0.4628(3) 0.23976(15) -0.1094(2) 0.0220(7) Uani 1 1 d . . . N11 N 0.5606(3) 0.25591(12) 0.12095(17) 0.0241(6) Uani 1 1 d . . . C11 C 0.6822(3) 0.27269(16) 0.0882(2) 0.0301(8) Uani 1 1 d . . . H11 H 0.7059 0.2536 0.0332 0.036 Uiso 1 1 calc R . . C12 C 0.7735(3) 0.31603(15) 0.1304(2) 0.0313(9) Uani 1 1 d . . . H12 H 0.8577 0.3266 0.1043 0.038 Uiso 1 1 calc R . . C13 C 0.7434(3) 0.34447(15) 0.2111(2) 0.0276(8) Uani 1 1 d . . . C14 C 0.6212(3) 0.32539(16) 0.2463(2) 0.0338(9) Uani 1 1 d . . . H14 H 0.5973 0.3422 0.3026 0.041 Uiso 1 1 calc R . . C15 C 0.5335(3) 0.28188(15) 0.1997(2) 0.0318(9) Uani 1 1 d . . . H15 H 0.4495 0.2698 0.2252 0.038 Uiso 1 1 calc R . . C16 C 0.8415(3) 0.39449(16) 0.2536(2) 0.0358(9) Uani 1 1 d . . . H16A H 0.8558 0.4299 0.2094 0.043 Uiso 1 1 calc R . . H16B H 0.9321 0.3727 0.2670 0.043 Uiso 1 1 calc R . . C17 C 0.7975(3) 0.42611(16) 0.3379(2) 0.0324(9) Uani 1 1 d . . . H17A H 0.6989 0.4390 0.3285 0.039 Uiso 1 1 calc R . . H17B H 0.8037 0.3925 0.3860 0.039 Uiso 1 1 calc R . . C18 C 0.6212(3) -0.01384(15) 0.1301(2) 0.0254(8) Uani 1 1 d . . . C19 C 0.5073(3) 0.01075(15) 0.1707(2) 0.0300(8) Uani 1 1 d . . . H19 H 0.4714 -0.0127 0.2191 0.036 Uiso 1 1 calc R . . C20 C 0.4458(2) 0.06878(11) 0.14158(14) 0.0297(8) Uani 1 1 d . . . H20 H 0.3688 0.0849 0.1715 0.036 Uiso 1 1 calc R . . C21 C 0.5966(2) 0.07886(11) 0.03021(14) 0.0239(8) Uani 1 1 d R . . H21 H 0.6279 0.1022 -0.0198 0.029 Uiso 1 1 d R . . C22 C 0.6625(3) 0.02127(15) 0.0560(2) 0.0253(8) Uani 1 1 d . . . H22 H 0.7366 0.0052 0.0233 0.030 Uiso 1 1 calc R . . N21 N 0.4900(2) 0.10361(12) 0.07268(16) 0.0233(6) Uani 1 1 d . . . C31 C 0.2670(4) 0.4012(2) 0.2227(3) 0.0563(12) Uani 1 1 d . . . H31 H 0.2142 0.3748 0.1808 0.068 Uiso 1 1 calc R . . C32 C 0.3247(4) 0.4594(2) 0.1955(3) 0.0606(12) Uani 1 1 d . . . H32 H 0.3136 0.4719 0.1343 0.073 Uiso 1 1 calc R . . C33 C 0.3964(5) 0.4989(2) 0.2537(3) 0.0685(14) Uani 1 1 d . . . H33 H 0.4332 0.5394 0.2335 0.082 Uiso 1 1 calc R . . C34 C 0.4170(4) 0.4813(2) 0.3427(3) 0.0649(13) Uani 1 1 d . . . H34 H 0.4664 0.5097 0.3838 0.078 Uiso 1 1 calc R . . C35 C 0.3647(5) 0.4214(2) 0.3710(3) 0.0710(15) Uani 1 1 d . . . H35 H 0.3822 0.4077 0.4313 0.085 Uiso 1 1 calc R . . C36 C 0.2855(4) 0.3810(2) 0.3106(3) 0.0526(12) Uani 1 1 d . . . H36 H 0.2459 0.3409 0.3299 0.063 Uiso 1 1 calc R . . C41 C 1.0115(5) 0.2878(2) 0.9452(2) 0.0526(11) Uani 1 1 d . . . H41 H 1.0376 0.2428 0.9533 0.063 Uiso 1 1 calc R . . C42 C 1.0940(4) 0.3364(3) 0.9815(3) 0.0592(13) Uani 1 1 d . . . H42 H 1.1770 0.3254 1.0155 0.071 Uiso 1 1 calc R . . C43 C 1.0568(5) 0.4019(3) 0.9687(3) 0.0679(14) Uani 1 1 d . . . H43 H 1.1142 0.4361 0.9937 0.082 Uiso 1 1 calc R . . C44 C 0.9378(5) 0.4171(2) 0.9203(3) 0.0720(14) Uani 1 1 d . . . H44 H 0.9125 0.4621 0.9113 0.086 Uiso 1 1 calc R . . C45 C 0.8543(4) 0.3683(3) 0.8845(3) 0.0618(13) Uani 1 1 d . . . H45 H 0.7708 0.3793 0.8510 0.074 Uiso 1 1 calc R . . C46 C 0.8912(4) 0.3032(2) 0.8971(2) 0.0514(11) Uani 1 1 d . . . H46 H 0.8333 0.2690 0.8725 0.062 Uiso 1 1 calc R . . C51 C -0.0875(5) 0.0362(3) 0.4445(3) 0.0674(14) Uani 1 1 d . . . H51 H -0.1487 0.0611 0.4055 0.081 Uiso 1 1 calc R . . C52 C 0.0250(6) 0.0650(2) 0.4851(4) 0.0693(14) Uani 1 1 d . . . H52 H 0.0428 0.1106 0.4753 0.083 Uiso 1 1 calc R . . C53 C 0.1132(5) 0.0291(3) 0.5402(3) 0.0723(14) Uani 1 1 d . . . H53 H 0.1930 0.0495 0.5681 0.087 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 0.0264(2) 0.0235(2) 0.0236(2) 0.00049(19) 0.00441(15) 0.0000(2) O1 0.0269(13) 0.0342(14) 0.0271(13) -0.0022(11) 0.0065(10) -0.0033(12) O2 0.0390(15) 0.0475(16) 0.0298(14) -0.0101(12) 0.0093(12) -0.0019(13) O3 0.0361(15) 0.0424(15) 0.0272(14) 0.0095(11) 0.0030(12) -0.0002(12) O4 0.0374(14) 0.0357(15) 0.0279(13) 0.0061(11) 0.0029(11) 0.0059(13) C1 0.031(2) 0.031(2) 0.026(2) 0.0064(16) 0.0045(17) 0.0081(17) C2 0.0233(19) 0.0238(19) 0.0252(19) 0.0027(15) -0.0003(15) 0.0015(15) C3 0.0220(18) 0.0225(19) 0.0269(19) 0.0008(14) -0.0013(15) -0.0005(15) C4 0.0247(19) 0.0265(19) 0.0208(18) 0.0011(14) -0.0012(15) 0.0033(15) C5 0.028(2) 0.036(2) 0.0232(19) -0.0003(16) 0.0035(15) 0.0010(17) C6 0.030(2) 0.036(2) 0.032(2) -0.0037(17) 0.0023(17) -0.0073(17) C7 0.036(2) 0.032(2) 0.0252(19) -0.0082(16) 0.0011(17) -0.0020(18) C8 0.0221(19) 0.0211(19) 0.0221(18) -0.0017(14) -0.0030(15) -0.0009(16) N11 0.0249(16) 0.0212(15) 0.0265(16) 0.0000(12) 0.0039(13) -0.0024(13) C11 0.030(2) 0.033(2) 0.028(2) -0.0009(16) 0.0076(16) 0.0003(17) C12 0.030(2) 0.033(2) 0.033(2) -0.0042(17) 0.0102(16) -0.0061(17) C13 0.030(2) 0.0239(19) 0.030(2) -0.0011(16) 0.0034(16) -0.0040(16) C14 0.037(2) 0.037(2) 0.028(2) -0.0129(16) 0.0055(17) -0.0066(18) C15 0.028(2) 0.034(2) 0.035(2) -0.0037(17) 0.0117(16) -0.0058(17) C16 0.037(2) 0.036(2) 0.036(2) -0.0040(17) 0.0066(17) -0.0066(18) C17 0.034(2) 0.030(2) 0.034(2) -0.0033(16) 0.0050(17) -0.0050(17) C18 0.025(2) 0.0240(19) 0.0269(19) -0.0012(15) -0.0026(16) -0.0016(16) C19 0.036(2) 0.027(2) 0.028(2) 0.0068(16) 0.0077(17) -0.0001(17) C20 0.030(2) 0.030(2) 0.031(2) 0.0006(16) 0.0113(16) 0.0028(17) C21 0.027(2) 0.0251(19) 0.0197(18) -0.0017(15) 0.0017(15) -0.0057(16) C22 0.026(2) 0.0228(19) 0.0274(19) -0.0031(15) 0.0043(15) -0.0005(16) N21 0.0234(15) 0.0210(15) 0.0255(15) 0.0014(12) 0.0020(12) -0.0019(13) C31 0.046(3) 0.058(3) 0.065(3) -0.018(3) 0.007(2) -0.002(2) C32 0.065(3) 0.058(3) 0.058(3) -0.001(3) -0.001(3) 0.003(3) C33 0.086(4) 0.053(3) 0.069(3) 0.008(3) 0.025(3) -0.006(3) C34 0.067(3) 0.060(3) 0.069(4) -0.012(3) 0.019(3) -0.004(3) C35 0.088(4) 0.064(3) 0.066(3) 0.014(3) 0.045(3) 0.026(3) C36 0.052(3) 0.039(3) 0.070(3) -0.008(2) 0.031(2) -0.007(2) C41 0.073(3) 0.048(3) 0.038(2) 0.000(2) 0.011(2) 0.013(2) C42 0.035(3) 0.097(4) 0.045(3) -0.015(3) 0.003(2) 0.021(3) C43 0.051(3) 0.073(4) 0.081(4) -0.026(3) 0.015(3) -0.019(3) C44 0.088(4) 0.042(3) 0.086(4) -0.001(3) 0.009(3) 0.004(3) C45 0.047(3) 0.084(4) 0.053(3) -0.006(3) -0.005(2) 0.021(3) C46 0.053(3) 0.059(3) 0.044(2) -0.013(2) 0.011(2) -0.012(3) C51 0.061(4) 0.081(4) 0.060(3) 0.017(3) 0.009(3) 0.019(3) C52 0.083(4) 0.036(3) 0.091(4) 0.000(3) 0.027(3) -0.003(3) C53 0.067(4) 0.085(4) 0.065(3) -0.019(3) 0.000(3) -0.019(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 O3 1.946(2) . ? Zn1 O1 1.9504(19) . ? Zn1 N21 2.043(2) . ? Zn1 N11 2.062(2) . ? O1 C1 1.284(4) . ? O2 C1 1.237(4) . ? O3 C8 1.256(4) . ? O4 C8 1.227(3) . ? C1 C2 1.506(4) . ? C2 C7 1.385(4) . ? C2 C3 1.389(4) . ? C3 C4 1.391(4) . ? C4 C5 1.386(4) . ? C4 C8 1.514(4) 4_566 ? C5 C6 1.385(4) . ? C6 C7 1.377(4) . ? C8 C4 1.514(4) 4_665 ? N11 C11 1.346(4) . ? N11 C15 1.333(4) . ? C11 C12 1.370(4) . ? C12 C13 1.385(4) . ? C13 C14 1.380(4) . ? C13 C16 1.501(4) . ? C14 C15 1.381(4) . ? C16 C17 1.500(4) . ? C17 C18 1.509(4) 2_655 ? C18 C19 1.383(4) . ? C18 C22 1.396(4) . ? C18 C17 1.509(4) 2_645 ? C19 C20 1.374(4) . ? C20 N21 1.341(3) . ? C21 N21 1.341(3) . ? C21 C22 1.371(4) . ? C31 C32 1.374(5) . ? C31 C36 1.379(5) . ? C32 C33 1.344(5) . ? C33 C34 1.382(5) . ? C34 C35 1.388(5) . ? C35 C36 1.410(6) . ? C41 C42 1.358(5) . ? C41 C46 1.366(5) . ? C42 C43 1.382(6) . ? C43 C44 1.357(5) . ? C44 C45 1.364(5) . ? C45 C46 1.374(5) . ? C51 C52 1.346(6) . ? C51 C53 1.366(6) 3_556 ? C52 C53 1.360(6) . ? C53 C51 1.366(6) 3_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Zn1 O1 109.39(9) . . ? O3 Zn1 N21 128.05(10) . . ? O1 Zn1 N21 105.95(9) . . ? O3 Zn1 N11 107.18(9) . . ? O1 Zn1 N11 98.76(9) . . ? N21 Zn1 N11 103.60(10) . . ? C1 O1 Zn1 113.41(19) . . ? C8 O3 Zn1 109.9(2) . . ? O2 C1 O1 124.4(3) . . ? O2 C1 C2 120.0(3) . . ? O1 C1 C2 115.6(3) . . ? C7 C2 C3 118.5(3) . . ? C7 C2 C1 121.1(3) . . ? C3 C2 C1 120.3(3) . . ? C4 C3 C2 121.4(3) . . ? C3 C4 C5 118.8(3) . . ? C3 C4 C8 120.5(3) . 4_566 ? C5 C4 C8 120.6(3) . 4_566 ? C6 C5 C4 120.3(3) . . ? C7 C6 C5 120.1(3) . . ? C6 C7 C2 120.9(3) . . ? O4 C8 O3 124.8(3) . . ? O4 C8 C4 119.4(3) . 4_665 ? O3 C8 C4 115.8(3) . 4_665 ? C11 N11 C15 116.6(3) . . ? C11 N11 Zn1 123.6(2) . . ? C15 N11 Zn1 119.7(2) . . ? N11 C11 C12 123.1(3) . . ? C11 C12 C13 120.3(3) . . ? C12 C13 C14 116.7(3) . . ? C12 C13 C16 119.3(3) . . ? C14 C13 C16 124.0(3) . . ? C15 C14 C13 119.9(3) . . ? N11 C15 C14 123.4(3) . . ? C13 C16 C17 116.1(3) . . ? C18 C17 C16 116.2(3) 2_655 . ? C19 C18 C22 116.2(3) . . ? C19 C18 C17 124.3(3) . 2_645 ? C22 C18 C17 119.5(3) . 2_645 ? C20 C19 C18 120.5(3) . . ? N21 C20 C19 122.7(2) . . ? N21 C21 C22 122.7(2) . . ? C21 C22 C18 120.3(3) . . ? C20 N21 C21 117.4(2) . . ? C20 N21 Zn1 117.91(17) . . ? C21 N21 Zn1 123.80(17) . . ? C32 C31 C36 120.4(4) . . ? C33 C32 C31 121.3(4) . . ? C32 C33 C34 120.7(4) . . ? C33 C34 C35 119.1(4) . . ? C34 C35 C36 120.1(4) . . ? C31 C36 C35 118.4(4) . . ? C42 C41 C46 120.5(4) . . ? C41 C42 C43 119.7(4) . . ? C44 C43 C42 119.8(4) . . ? C43 C44 C45 120.5(4) . . ? C46 C45 C44 119.8(4) . . ? C41 C46 C45 119.8(4) . . ? C52 C51 C53 119.5(4) . 3_556 ? C51 C52 C53 120.2(4) . . ? C52 C53 C51 120.3(4) . 3_556 ? 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 C1 70.4(2) . . . . ? N21 Zn1 O1 C1 -70.9(2) . . . . ? N11 Zn1 O1 C1 -177.9(2) . . . . ? O1 Zn1 O3 C8 175.1(2) . . . . ? N21 Zn1 O3 C8 -54.7(2) . . . . ? N11 Zn1 O3 C8 68.9(2) . . . . ? Zn1 O1 C1 O2 0.3(4) . . . . ? Zn1 O1 C1 C2 179.29(19) . . . . ? O2 C1 C2 C7 0.5(5) . . . . ? O1 C1 C2 C7 -178.6(3) . . . . ? O2 C1 C2 C3 178.0(3) . . . . ? O1 C1 C2 C3 -1.1(4) . . . . ? C7 C2 C3 C4 1.0(4) . . . . ? C1 C2 C3 C4 -176.6(3) . . . . ? C2 C3 C4 C5 -0.2(4) . . . . ? C2 C3 C4 C8 179.4(3) . . . 4_566 ? C3 C4 C5 C6 -0.3(5) . . . . ? C8 C4 C5 C6 -179.9(3) 4_566 . . . ? C4 C5 C6 C7 0.0(5) . . . . ? C5 C6 C7 C2 0.8(5) . . . . ? C3 C2 C7 C6 -1.3(5) . . . . ? C1 C2 C7 C6 176.2(3) . . . . ? Zn1 O3 C8 O4 8.7(4) . . . . ? Zn1 O3 C8 C4 -170.53(19) . . . 4_665 ? O3 Zn1 N11 C11 -58.8(3) . . . . ? O1 Zn1 N11 C11 -172.3(2) . . . . ? N21 Zn1 N11 C11 78.8(3) . . . . ? O3 Zn1 N11 C15 117.9(2) . . . . ? O1 Zn1 N11 C15 4.4(2) . . . . ? N21 Zn1 N11 C15 -104.4(2) . . . . ? C15 N11 C11 C12 -2.3(5) . . . . ? Zn1 N11 C11 C12 174.5(2) . . . . ? N11 C11 C12 C13 0.6(5) . . . . ? C11 C12 C13 C14 1.8(5) . . . . ? C11 C12 C13 C16 -176.8(3) . . . . ? C12 C13 C14 C15 -2.4(5) . . . . ? C16 C13 C14 C15 176.2(3) . . . . ? C11 N11 C15 C14 1.7(5) . . . . ? Zn1 N11 C15 C14 -175.2(2) . . . . ? C13 C14 C15 N11 0.6(5) . . . . ? C12 C13 C16 C17 176.4(3) . . . . ? C14 C13 C16 C17 -2.2(5) . . . . ? C13 C16 C17 C18 -167.3(3) . . . 2_655 ? C22 C18 C19 C20 -3.8(4) . . . . ? C17 C18 C19 C20 174.7(3) 2_645 . . . ? C18 C19 C20 N21 1.2(4) . . . . ? N21 C21 C22 C18 -1.0(4) . . . . ? C19 C18 C22 C21 3.7(4) . . . . ? C17 C18 C22 C21 -174.9(3) 2_645 . . . ? C19 C20 N21 C21 1.7(4) . . . . ? C19 C20 N21 Zn1 -167.9(2) . . . . ? C22 C21 N21 C20 -1.7(4) . . . . ? C22 C21 N21 Zn1 167.17(19) . . . . ? O3 Zn1 N21 C20 -141.23(18) . . . . ? O1 Zn1 N21 C20 -9.8(2) . . . . ? N11 Zn1 N21 C20 93.7(2) . . . . ? O3 Zn1 N21 C21 49.9(3) . . . . ? O1 Zn1 N21 C21 -178.6(2) . . . . ? N11 Zn1 N21 C21 -75.2(2) . . . . ? C36 C31 C32 C33 -2.1(7) . . . . ? C31 C32 C33 C34 1.6(7) . . . . ? C32 C33 C34 C35 1.1(7) . . . . ? C33 C34 C35 C36 -3.2(6) . . . . ? C32 C31 C36 C35 0.0(6) . . . . ? C34 C35 C36 C31 2.7(6) . . . . ? C46 C41 C42 C43 -0.8(6) . . . . ? C41 C42 C43 C44 0.2(6) . . . . ? C42 C43 C44 C45 0.4(7) . . . . ? C43 C44 C45 C46 -0.4(7) . . . . ? C42 C41 C46 C45 0.7(6) . . . . ? C44 C45 C46 C41 -0.1(6) . . . . ? C53 C51 C52 C53 0.7(8) 3_556 . . . ? C51 C52 C53 C51 -0.8(8) . . . 3_556 ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.753 _refine_diff_density_min -0.480 _refine_diff_density_rms 0.061 data_1b _database_code_CSD 153764 _audit_creation_method SHELXL-97 _chemical_name_systematic ; [1,3-benzenedicarboxylate-1,2-bis(4-pyridyl)ethane-zinc(II)] nitrobenzene solvate ; _chemical_name_common ? _chemical_melting_point 300 _chemical_formula_moiety ? _chemical_formula_sum 'C35 H40 N4 O10 Zn3' _chemical_formula_weight 872.82 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 1 2(1)/n 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.5457(15) _cell_length_b 18.400(3) _cell_length_c 15.209(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.971(3) _cell_angle_gamma 90.00 _cell_volume 2950.8(7) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour colorless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.965 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1792 _exptl_absorpt_coefficient_mu 2.496 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17337 _diffrn_reflns_av_R_equivalents 0.0897 _diffrn_reflns_av_sigmaI/netI 0.1800 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 26.42 _reflns_number_total 6031 _reflns_number_gt 2612 _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^)+(0.1240P)^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 6031 _refine_ls_number_parameters 341 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1566 _refine_ls_R_factor_gt 0.0785 _refine_ls_wR_factor_ref 0.2402 _refine_ls_wR_factor_gt 0.2102 _refine_ls_goodness_of_fit_ref 0.861 _refine_ls_restrained_S_all 0.861 _refine_ls_shift/su_max 0.046 _refine_ls_shift/su_mean 0.003 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 0.59441(7) 0.79761(5) 0.55994(5) 0.0326(3) Uani 1 1 d . . . O1 O 0.6371(4) 0.7503(3) 0.4494(3) 0.0405(13) Uani 1 1 d . . . O2 O 0.4402(5) 0.7838(3) 0.4175(3) 0.0466(14) Uani 1 1 d . . . O3 O 0.7422(5) 0.7945(3) 0.6396(3) 0.0427(13) Uani 1 1 d . . . O4 O 0.8407(5) 0.8692(4) 0.5499(4) 0.070(2) Uani 1 1 d . . . C1 C 0.5409(7) 0.7533(4) 0.3983(4) 0.0341(17) Uani 1 1 d . . . C2 C 0.5522(6) 0.7169(4) 0.3102(4) 0.0308(17) Uani 1 1 d . . . C3 C 0.4481(6) 0.7127(4) 0.2541(4) 0.0296(16) Uani 1 1 d . . . H3 H 0.3705 0.7344 0.2710 0.035 Uiso 1 1 calc R . . C4 C 0.4545(6) 0.6773(4) 0.1737(4) 0.0327(17) Uani 1 1 d . . . C5 C 0.5676(7) 0.6483(4) 0.1493(4) 0.046(2) Uani 1 1 d . . . H5 H 0.5735 0.6239 0.0944 0.055 Uiso 1 1 calc R . . C6 C 0.6743(7) 0.6540(5) 0.2034(5) 0.052(2) Uani 1 1 d . . . H6 H 0.7531 0.6348 0.1850 0.062 Uiso 1 1 calc R . . C7 C 0.6658(7) 0.6877(4) 0.2842(5) 0.043(2) Uani 1 1 d . . . H7 H 0.7383 0.6907 0.3219 0.052 Uiso 1 1 calc R . . C8 C 0.8370(7) 0.8285(5) 0.6157(5) 0.043(2) Uani 1 1 d . . . N11 N 0.4779(6) 0.7310(3) 0.6295(4) 0.0382(15) Uani 1 1 d . . . C11 C 0.4867(9) 0.7250(5) 0.7161(5) 0.064(3) Uani 1 1 d . . . H11 H 0.5418 0.7573 0.7471 0.077 Uiso 1 1 calc R . . C12 C 0.4199(11) 0.6741(6) 0.7637(6) 0.088(4) Uani 1 1 d . . . H12 H 0.4282 0.6734 0.8260 0.105 Uiso 1 1 calc R . . C13 C 0.3425(8) 0.6253(5) 0.7228(5) 0.056(2) Uani 1 1 d . . . C14 C 0.3261(10) 0.6349(6) 0.6348(6) 0.090(4) Uani 1 1 d . . . H14 H 0.2679 0.6051 0.6028 0.108 Uiso 1 1 calc R . . C15 C 0.3938(10) 0.6876(6) 0.5920(6) 0.079(3) Uani 1 1 d . . . H15 H 0.3787 0.6932 0.5306 0.095 Uiso 1 1 calc R . . C16 C 0.2792(9) 0.5632(5) 0.7725(6) 0.065(3) Uani 1 1 d . . . H16B H 0.2406 0.5291 0.7294 0.078 Uiso 1 1 calc R . . H16A H 0.3447 0.5363 0.8066 0.078 Uiso 1 1 calc R . . C17 C 0.1829(8) 0.5879(5) 0.8314(6) 0.059(2) Uani 1 1 d . . . H17B H 0.1242 0.6213 0.7999 0.071 Uiso 1 1 calc R . . H17A H 0.2228 0.6148 0.8809 0.071 Uiso 1 1 calc R . . C18 C 0.3904(9) 1.0234(4) 0.6337(5) 0.051(2) Uani 1 1 d . . . C19 C 0.3468(8) 0.9829(5) 0.5623(5) 0.048(2) Uani 1 1 d . . . H19 H 0.2727 0.9978 0.5308 0.057 Uiso 1 1 calc R . . C20 C 0.4102(7) 0.9212(4) 0.5369(4) 0.0379(18) Uani 1 1 d . . . H20 H 0.3797 0.8951 0.4870 0.045 Uiso 1 1 calc R . . C21 C 0.5565(7) 0.9344(4) 0.6479(5) 0.0434(19) Uani 1 1 d . . . H21 H 0.6301 0.9178 0.6787 0.052 Uiso 1 1 calc R . . C22 C 0.4989(9) 0.9969(5) 0.6759(5) 0.056(2) Uani 1 1 d . . . H22 H 0.5336 1.0225 0.7248 0.068 Uiso 1 1 calc R . . N21 N 0.5142(5) 0.8966(3) 0.5803(3) 0.0345(14) Uani 1 1 d . . . C31 C -0.0090(8) 0.6012(5) 0.4205(5) 0.050(2) Uani 1 1 d . . . C32 C 0.1137(10) 0.5953(6) 0.3969(5) 0.067(3) Uani 1 1 d . . . H32 H 0.1468 0.5503 0.3769 0.081 Uiso 1 1 calc R . . C33 C 0.1858(10) 0.6533(6) 0.4026(6) 0.073(3) Uani 1 1 d . . . H33 H 0.2725 0.6494 0.3871 0.087 Uiso 1 1 calc R . . C34 C 0.1418(11) 0.7177(6) 0.4293(6) 0.070(3) Uani 1 1 d . . . H34 H 0.1971 0.7584 0.4305 0.084 Uiso 1 1 calc R . . C35 C 0.0167(11) 0.7264(6) 0.4553(5) 0.067(3) Uani 1 1 d . . . H35 H -0.0143 0.7717 0.4759 0.080 Uiso 1 1 calc R . . C36 C -0.0618(8) 0.6641(6) 0.4495(5) 0.061(3) Uani 1 1 d . . . H36 H -0.1485 0.6661 0.4653 0.074 Uiso 1 1 calc R . . N37 N -0.0892(9) 0.5340(5) 0.4142(5) 0.066(2) Uani 1 1 d . . . O38 O -0.0436(8) 0.4781(4) 0.3994(4) 0.087(2) Uani 1 1 d . . . O39 O -0.2065(8) 0.5435(5) 0.4257(6) 0.117(3) Uani 1 1 d . . . C41 C 0.3400(7) 0.4555(4) 0.2032(5) 0.191(10) Uiso 0.853(10) 1 d PG . . C42 C 0.2612(7) 0.3985(5) 0.2271(6) 0.154(7) Uiso 0.853(10) 1 d PG . . H42 H 0.2169 0.3715 0.1831 0.185 Uiso 0.853(10) 1 calc PR . . C43 C 0.2473(9) 0.3811(5) 0.3153(6) 0.108(5) Uiso 0.853(10) 1 d PG . . H43 H 0.1935 0.3421 0.3316 0.130 Uiso 0.853(10) 1 calc PR . . C44 C 0.3122(9) 0.4206(6) 0.3797(5) 0.134(6) Uiso 0.853(10) 1 d PG . . H44 H 0.3027 0.4086 0.4400 0.161 Uiso 0.853(10) 1 calc PR . . C45 C 0.3910(10) 0.4776(6) 0.3558(5) 0.189(9) Uiso 0.853(10) 1 d PG . . H45 H 0.4353 0.5046 0.3998 0.226 Uiso 0.853(10) 1 calc PR . . C46 C 0.4048(9) 0.4951(4) 0.2676(6) 0.112(5) Uiso 0.853(10) 1 d PG . . H46 H 0.4587 0.5340 0.2512 0.135 Uiso 0.853(10) 1 calc PR . . N47 N 0.3792(9) 0.4444(5) 0.1210(5) 0.270(12) Uiso 0.853(10) 1 d PG . . O48 O 0.3337(12) 0.4023(7) 0.0598(5) 0.330(12) Uiso 0.853(10) 1 d PG . . O49 O 0.4679(11) 0.4711(6) 0.0684(6) 0.215(7) Uiso 0.853(10) 1 d PG . . 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 0.0297(5) 0.0450(5) 0.0231(4) 0.0024(4) -0.0024(3) 0.0019(4) O1 0.030(3) 0.067(4) 0.024(2) -0.004(2) -0.004(2) 0.001(3) O2 0.040(3) 0.068(4) 0.032(3) -0.016(3) -0.001(2) 0.005(3) O3 0.033(3) 0.066(4) 0.029(3) 0.002(3) -0.004(2) -0.003(3) O4 0.045(4) 0.116(6) 0.050(4) 0.036(4) -0.008(3) 0.006(3) C1 0.033(4) 0.042(5) 0.028(4) -0.002(3) 0.000(3) -0.005(3) C2 0.028(4) 0.043(5) 0.021(3) -0.005(3) 0.002(3) 0.003(3) C3 0.025(4) 0.036(4) 0.028(4) 0.002(3) 0.001(3) 0.004(3) C4 0.030(4) 0.042(4) 0.025(4) 0.001(3) 0.000(3) -0.002(3) C5 0.045(5) 0.066(6) 0.026(4) -0.015(4) -0.003(3) 0.007(4) C6 0.038(5) 0.076(7) 0.042(5) -0.011(4) 0.007(4) 0.022(4) C7 0.032(4) 0.065(6) 0.033(4) 0.000(4) -0.008(3) 0.008(4) C8 0.039(5) 0.064(6) 0.026(4) 0.006(4) 0.000(3) 0.013(4) N11 0.040(4) 0.043(4) 0.032(3) 0.002(3) -0.004(3) 0.000(3) C11 0.079(7) 0.076(7) 0.037(5) 0.002(5) 0.000(5) -0.031(5) C12 0.122(9) 0.103(9) 0.039(5) 0.002(5) 0.000(6) -0.075(7) C13 0.070(6) 0.050(6) 0.048(5) -0.002(4) 0.013(4) -0.024(5) C14 0.107(9) 0.113(10) 0.050(6) 0.015(6) -0.011(6) -0.065(7) C15 0.095(8) 0.103(9) 0.038(5) 0.009(5) -0.013(5) -0.057(7) C16 0.068(6) 0.070(7) 0.056(6) -0.005(5) 0.015(5) -0.022(5) C17 0.066(6) 0.053(6) 0.060(6) -0.007(5) 0.031(5) -0.013(5) C18 0.077(6) 0.038(5) 0.038(5) 0.013(4) 0.022(4) 0.004(4) C19 0.052(5) 0.058(6) 0.033(4) 0.013(4) 0.010(4) 0.009(4) C20 0.038(4) 0.049(5) 0.027(4) 0.005(3) 0.006(3) 0.005(4) C21 0.044(5) 0.054(5) 0.032(4) -0.005(4) -0.006(3) 0.008(4) C22 0.084(7) 0.056(6) 0.029(4) -0.010(4) -0.002(4) 0.011(5) N21 0.040(4) 0.036(4) 0.027(3) 0.002(3) 0.007(3) -0.001(3) C31 0.045(5) 0.079(7) 0.026(4) 0.000(4) 0.001(4) 0.001(5) C32 0.072(7) 0.088(8) 0.041(5) -0.005(5) -0.011(5) 0.010(6) C33 0.074(7) 0.087(9) 0.057(6) -0.004(6) 0.000(5) -0.019(7) C34 0.081(8) 0.074(8) 0.054(6) -0.003(5) -0.011(5) -0.034(6) C35 0.089(8) 0.072(7) 0.039(5) -0.004(5) -0.013(5) 0.003(6) C36 0.039(5) 0.115(9) 0.031(4) 0.000(5) -0.004(4) 0.005(5) N37 0.065(6) 0.088(7) 0.046(5) -0.010(5) 0.001(4) -0.012(5) O38 0.124(7) 0.079(6) 0.056(4) -0.004(4) -0.009(4) -0.012(5) O39 0.077(6) 0.139(8) 0.135(8) -0.021(6) 0.008(5) -0.038(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.952(5) . ? Zn1 O3 1.959(4) . ? Zn1 N21 2.034(6) . ? Zn1 N11 2.044(6) . ? O1 C1 1.269(7) . ? O2 C1 1.240(8) . ? O3 C8 1.239(9) . ? O4 C8 1.250(9) . ? C1 C2 1.504(9) . ? C2 C3 1.380(8) . ? C2 C7 1.377(10) . ? C3 C4 1.389(9) . ? C4 C5 1.364(10) . ? C4 C8 1.513(9) 4_575 ? C5 C6 1.387(10) . ? C6 C7 1.380(10) . ? C8 C4 1.513(9) 4_676 ? N11 C15 1.315(10) . ? N11 C11 1.322(9) . ? C11 C12 1.384(12) . ? C12 C13 1.357(11) . ? C13 C14 1.358(11) . ? C13 C16 1.530(11) . ? C14 C15 1.376(12) . ? C16 C17 1.439(11) . ? C17 C18 1.517(11) 2_546 ? C18 C22 1.390(11) . ? C18 C19 1.390(11) . ? C18 C17 1.517(11) 2_556 ? C19 C20 1.375(10) . ? C20 N21 1.349(8) . ? C21 N21 1.314(8) . ? C21 C22 1.372(10) . ? C31 C32 1.353(12) . ? C31 C36 1.360(12) . ? C31 N37 1.501(12) . ? C32 C33 1.312(13) . ? C33 C34 1.338(13) . ? C34 C35 1.393(13) . ? C35 C36 1.417(13) . ? N37 O38 1.159(10) . ? N37 O39 1.264(10) . ? C41 N47 1.3400 . ? C41 C42 1.3900 . ? C41 C46 1.3900 . ? C42 C43 1.3900 . ? C43 C44 1.3900 . ? C44 C45 1.3900 . ? C45 C46 1.3900 . ? N47 O48 1.2968 . ? N47 O49 1.3343 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O3 109.1(2) . . ? O1 Zn1 N21 129.3(2) . . ? O3 Zn1 N21 105.1(2) . . ? O1 Zn1 N11 109.1(2) . . ? O3 Zn1 N11 98.1(2) . . ? N21 Zn1 N11 101.7(2) . . ? C1 O1 Zn1 108.4(4) . . ? C8 O3 Zn1 116.1(5) . . ? O2 C1 O1 123.6(6) . . ? O2 C1 C2 119.5(6) . . ? O1 C1 C2 116.9(6) . . ? C3 C2 C7 119.1(6) . . ? C3 C2 C1 120.1(6) . . ? C7 C2 C1 120.8(6) . . ? C2 C3 C4 121.4(6) . . ? C5 C4 C3 118.6(6) . . ? C5 C4 C8 121.7(6) . 4_575 ? C3 C4 C8 119.7(6) . 4_575 ? C4 C5 C6 120.9(7) . . ? C7 C6 C5 119.9(7) . . ? C6 C7 C2 120.1(6) . . ? O3 C8 O4 125.0(7) . . ? O3 C8 C4 116.7(7) . 4_676 ? O4 C8 C4 118.2(7) . 4_676 ? C15 N11 C11 114.7(7) . . ? C15 N11 Zn1 123.1(5) . . ? C11 N11 Zn1 122.2(5) . . ? N11 C11 C12 123.3(8) . . ? C13 C12 C11 121.0(8) . . ? C14 C13 C12 115.6(8) . . ? C14 C13 C16 122.2(8) . . ? C12 C13 C16 122.2(8) . . ? C13 C14 C15 120.0(9) . . ? N11 C15 C14 125.0(8) . . ? C17 C16 C13 112.9(8) . . ? C16 C17 C18 109.9(7) . 2_546 ? C22 C18 C19 115.6(7) . . ? C22 C18 C17 122.2(8) . 2_556 ? C19 C18 C17 122.0(8) . 2_556 ? C20 C19 C18 120.4(8) . . ? N21 C20 C19 122.3(7) . . ? N21 C21 C22 122.7(7) . . ? C18 C22 C21 121.1(7) . . ? C21 N21 C20 117.9(6) . . ? C21 N21 Zn1 117.2(5) . . ? C20 N21 Zn1 124.3(5) . . ? C32 C31 C36 123.6(9) . . ? C32 C31 N37 117.2(9) . . ? C36 C31 N37 119.2(8) . . ? C33 C32 C31 118.2(11) . . ? C32 C33 C34 122.4(11) . . ? C33 C34 C35 121.6(10) . . ? C34 C35 C36 116.3(9) . . ? C31 C36 C35 117.8(8) . . ? O38 N37 O39 124.1(10) . . ? O38 N37 C31 120.5(9) . . ? O39 N37 C31 115.4(9) . . ? N47 C41 C42 108.9 . . ? N47 C41 C46 125.5 . . ? C42 C41 C46 120.0 . . ? C41 C42 C43 120.0 . . ? C44 C43 C42 120.0 . . ? C43 C44 C45 120.0 . . ? C46 C45 C44 120.0 . . ? C45 C46 C41 120.0 . . ? O48 N47 O49 92.6 . . ? O48 N47 C41 130.2 . . ? O49 N47 C41 137.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 Zn1 O1 C1 -179.4(5) . . . . ? N21 Zn1 O1 C1 -49.7(6) . . . . ? N11 Zn1 O1 C1 74.4(5) . . . . ? O1 Zn1 O3 C8 64.1(6) . . . . ? N21 Zn1 O3 C8 -77.8(6) . . . . ? N11 Zn1 O3 C8 177.6(6) . . . . ? Zn1 O1 C1 O2 2.0(9) . . . . ? Zn1 O1 C1 C2 -177.6(5) . . . . ? O2 C1 C2 C3 -5.0(10) . . . . ? O1 C1 C2 C3 174.5(6) . . . . ? O2 C1 C2 C7 174.8(7) . . . . ? O1 C1 C2 C7 -5.6(10) . . . . ? C7 C2 C3 C4 2.4(10) . . . . ? C1 C2 C3 C4 -177.8(6) . . . . ? C2 C3 C4 C5 -2.0(11) . . . . ? C2 C3 C4 C8 177.8(7) . . . 4_575 ? C3 C4 C5 C6 -0.1(12) . . . . ? C8 C4 C5 C6 -179.8(7) 4_575 . . . ? C4 C5 C6 C7 1.7(13) . . . . ? C5 C6 C7 C2 -1.4(13) . . . . ? C3 C2 C7 C6 -0.6(11) . . . . ? C1 C2 C7 C6 179.5(7) . . . . ? Zn1 O3 C8 O4 6.9(11) . . . . ? Zn1 O3 C8 C4 -176.2(5) . . . 4_676 ? O1 Zn1 N11 C15 -33.6(8) . . . . ? O3 Zn1 N11 C15 -147.1(8) . . . . ? N21 Zn1 N11 C15 105.5(8) . . . . ? O1 Zn1 N11 C11 142.2(7) . . . . ? O3 Zn1 N11 C11 28.7(7) . . . . ? N21 Zn1 N11 C11 -78.7(7) . . . . ? C15 N11 C11 C12 4.2(15) . . . . ? Zn1 N11 C11 C12 -172.0(8) . . . . ? N11 C11 C12 C13 1.8(18) . . . . ? C11 C12 C13 C14 -6.4(17) . . . . ? C11 C12 C13 C16 172.9(10) . . . . ? C12 C13 C14 C15 5.1(17) . . . . ? C16 C13 C14 C15 -174.3(10) . . . . ? C11 N11 C15 C14 -5.6(16) . . . . ? Zn1 N11 C15 C14 170.5(9) . . . . ? C13 C14 C15 N11 1(2) . . . . ? C14 C13 C16 C17 -111.5(11) . . . . ? C12 C13 C16 C17 69.2(13) . . . . ? C13 C16 C17 C18 170.5(7) . . . 2_546 ? C22 C18 C19 C20 -0.4(11) . . . . ? C17 C18 C19 C20 -174.6(7) 2_556 . . . ? C18 C19 C20 N21 1.5(11) . . . . ? C19 C18 C22 C21 -0.5(12) . . . . ? C17 C18 C22 C21 173.6(8) 2_556 . . . ? N21 C21 C22 C18 0.5(13) . . . . ? C22 C21 N21 C20 0.5(11) . . . . ? C22 C21 N21 Zn1 -170.7(6) . . . . ? C19 C20 N21 C21 -1.5(10) . . . . ? C19 C20 N21 Zn1 169.0(6) . . . . ? O1 Zn1 N21 C21 -141.7(5) . . . . ? O3 Zn1 N21 C21 -10.6(6) . . . . ? N11 Zn1 N21 C21 91.3(6) . . . . ? O1 Zn1 N21 C20 47.7(6) . . . . ? O3 Zn1 N21 C20 178.8(5) . . . . ? N11 Zn1 N21 C20 -79.3(5) . . . . ? C36 C31 C32 C33 0.1(13) . . . . ? N37 C31 C32 C33 -179.5(8) . . . . ? C31 C32 C33 C34 -1.0(14) . . . . ? C32 C33 C34 C35 1.9(15) . . . . ? C33 C34 C35 C36 -1.8(13) . . . . ? C32 C31 C36 C35 -0.1(12) . . . . ? N37 C31 C36 C35 179.5(7) . . . . ? C34 C35 C36 C31 0.9(12) . . . . ? C32 C31 N37 O38 8.4(12) . . . . ? C36 C31 N37 O38 -171.2(8) . . . . ? C32 C31 N37 O39 -171.2(8) . . . . ? C36 C31 N37 O39 9.1(11) . . . . ? N47 C41 C42 C43 155.1 . . . . ? C46 C41 C42 C43 0.0 . . . . ? C41 C42 C43 C44 0.0 . . . . ? C42 C43 C44 C45 0.0 . . . . ? C43 C44 C45 C46 0.0 . . . . ? C44 C45 C46 C41 0.0 . . . . ? N47 C41 C46 C45 -150.7 . . . . ? C42 C41 C46 C45 0.0 . . . . ? C42 C41 N47 O48 18.0 . . . . ? C46 C41 N47 O48 171.3 . . . . ? C42 C41 N47 O49 -166.4 . . . . ? C46 C41 N47 O49 -13.0 . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.42 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.362 _refine_diff_density_min -0.536 _refine_diff_density_rms 0.134 data_1c _database_code_CSD 153765 _audit_creation_method SHELXL-97 _chemical_name_systematic ; [1,3-benzenedicarboxylate-1,2-bis(4-pyridyl)ethane-zinc(II)] toluene solvate ; _chemical_name_common ? _chemical_melting_point 300 _chemical_formula_moiety ? _chemical_formula_sum 'C34 H32 N2 O4 Zn' _chemical_formula_weight 597.99 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 1 2(1)/n 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.243(3) _cell_length_b 18.317(5) _cell_length_c 15.391(4) _cell_angle_alpha 90.00 _cell_angle_beta 91.116(5) _cell_angle_gamma 90.00 _cell_volume 2887.3(13) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour colorless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.376 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1248 _exptl_absorpt_coefficient_mu 0.892 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11477 _diffrn_reflns_av_R_equivalents 0.0863 _diffrn_reflns_av_sigmaI/netI 0.1661 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.37 _diffrn_reflns_theta_max 23.32 _reflns_number_total 4127 _reflns_number_gt 1904 _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^)+(0.1000P)^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 SHELXL _refine_ls_extinction_coef 0.0040(10) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4127 _refine_ls_number_parameters 302 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1545 _refine_ls_R_factor_gt 0.0842 _refine_ls_wR_factor_ref 0.2332 _refine_ls_wR_factor_gt 0.2118 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.058 _refine_ls_shift/su_mean 0.009 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 0.09900(10) 0.69517(7) 0.04593(7) 0.0434(5) Uani 1 1 d . . . O1 O 0.2517(6) 0.7019(4) 0.1227(4) 0.0522(19) Uani 1 1 d . . . O2 O 0.3570(7) 0.6183(5) 0.0450(5) 0.072(2) Uani 1 1 d . . . O3 O 0.1425(6) 0.7343(4) -0.0663(4) 0.0541(19) Uani 1 1 d . . . O4 O -0.0568(6) 0.7015(4) -0.1039(4) 0.061(2) Uani 1 1 d . . . C1 C 0.3517(10) 0.6646(7) 0.1045(7) 0.054(3) Uani 1 1 d . . . C2 C 0.4715(9) 0.6771(6) 0.1647(6) 0.045(3) Uani 1 1 d . . . C3 C 0.4594(8) 0.7182(5) 0.2392(5) 0.036(2) Uani 1 1 d . . . H3 H 0.3785 0.7413 0.2510 0.043 Uiso 1 1 calc R . . C4 C 0.5642(9) 0.7265(5) 0.2975(6) 0.042(3) Uani 1 1 d . . . C5 C 0.6849(8) 0.6955(6) 0.2768(6) 0.048(3) Uani 1 1 d . . . H5 H 0.7578 0.7011 0.3153 0.058 Uiso 1 1 calc R . . C6 C 0.6980(9) 0.6565(6) 0.1993(6) 0.052(3) Uani 1 1 d . . . H6 H 0.7799 0.6360 0.1846 0.062 Uiso 1 1 calc R . . C7 C 0.5907(9) 0.6479(6) 0.1443(6) 0.052(3) Uani 1 1 d . . . H7 H 0.5996 0.6215 0.0916 0.062 Uiso 1 1 calc R . . C8 C 0.0465(10) 0.7324(6) -0.1198(6) 0.045(3) Uani 1 1 d . . . N11 N 0.0088(7) 0.5993(4) 0.0745(5) 0.039(2) Uani 1 1 d . . . C11 C -0.0949(9) 0.5726(6) 0.0309(6) 0.049(3) Uani 1 1 d . . . H11 H -0.1200 0.5938 -0.0232 0.059 Uiso 1 1 calc R . . C12 C -0.1663(10) 0.5149(6) 0.0626(7) 0.052(3) Uani 1 1 d . . . H12 H -0.2389 0.4971 0.0297 0.062 Uiso 1 1 calc R . . C13 C -0.1349(11) 0.4833(6) 0.1394(8) 0.060(3) Uani 1 1 d . . . C14 C -0.0241(9) 0.5084(6) 0.1827(7) 0.054(3) Uani 1 1 d . . . H14 H 0.0044 0.4870 0.2360 0.065 Uiso 1 1 calc R . . C15 C 0.0437(9) 0.5653(6) 0.1463(7) 0.053(3) Uani 1 1 d . . . H15 H 0.1214 0.5810 0.1753 0.064 Uiso 1 1 calc R . . C16 C -0.2186(12) 0.4229(7) 0.1806(8) 0.085(4) Uani 1 1 d . . . H16A H -0.3092 0.4282 0.1579 0.102 Uiso 1 1 calc R . . H16B H -0.1859 0.3752 0.1601 0.102 Uiso 1 1 calc R . . C17 C -0.223(2) 0.4205(11) 0.2660(9) 0.208(12) Uani 1 1 d . . . H17A H -0.2450 0.4701 0.2866 0.250 Uiso 1 1 calc R . . H17B H -0.1336 0.4095 0.2881 0.250 Uiso 1 1 calc R . . C18 C -0.1834(15) 0.8666(8) 0.1909(8) 0.101(5) Uani 1 1 d . . . C19 C -0.2058(12) 0.8430(8) 0.1103(8) 0.084(4) Uani 1 1 d . . . H19 H -0.2806 0.8613 0.0800 0.100 Uiso 1 1 calc R . . C20 C -0.1299(11) 0.7951(7) 0.0689(7) 0.071(4) Uani 1 1 d . . . H20 H -0.1532 0.7801 0.0115 0.085 Uiso 1 1 calc R . . C21 C 0.0028(12) 0.7872(7) 0.1888(8) 0.092(5) Uani 1 1 d . . . H21 H 0.0783 0.7679 0.2172 0.110 Uiso 1 1 calc R . . C22 C -0.0747(15) 0.8332(8) 0.2341(9) 0.121(6) Uani 1 1 d . . . H22 H -0.0567 0.8429 0.2938 0.145 Uiso 1 1 calc R . . N21 N -0.0212(8) 0.7680(5) 0.1074(5) 0.052(2) Uani 1 1 d . . . C31 C -0.5227(19) 0.8927(11) -0.0722(12) 0.110(7) Uiso 0.805(11) 1 d P . . C32 C -0.5527(16) 0.8236(9) -0.0494(10) 0.083(5) Uiso 0.805(11) 1 d P . . H32 H -0.6324 0.8134 -0.0212 0.100 Uiso 0.805(11) 1 calc PR . . C33 C -0.4646(18) 0.7667(11) -0.0678(11) 0.103(6) Uiso 0.805(11) 1 d P . . H33 H -0.4868 0.7183 -0.0517 0.124 Uiso 0.805(11) 1 calc PR . . C34 C -0.363(2) 0.7770(13) -0.1031(13) 0.132(8) Uiso 0.805(11) 1 d P . . H34 H -0.3083 0.7368 -0.1163 0.158 Uiso 0.805(11) 1 calc PR . . C35 C -0.3266(16) 0.8429(10) -0.1236(10) 0.086(5) Uiso 0.805(11) 1 d P . . H35 H -0.2442 0.8474 -0.1504 0.103 Uiso 0.805(11) 1 calc PR . . C36 C -0.3906(15) 0.9033(9) -0.1113(9) 0.095(6) Uiso 0.805(11) 1 d P . . H36 H -0.3569 0.9500 -0.1258 0.114 Uiso 0.805(11) 1 calc PR . . C37 C -0.5977(15) 0.9423(9) -0.0542(9) 0.30(2) Uiso 0.805(11) 1 d PR . . H37A H -0.6714 0.9225 -0.0221 0.452 Uiso 0.805(11) 1 calc PR . . H37B H -0.6301 0.9654 -0.1078 0.452 Uiso 0.805(11) 1 calc PR . . H37C H -0.5516 0.9785 -0.0183 0.452 Uiso 0.805(11) 1 calc PR . . C41 C 0.096(3) 0.9981(15) 0.165(2) 0.157(10) Uiso 0.762(12) 1 d P . . C42 C 0.106(2) 0.9960(14) 0.2447(18) 0.152(10) Uiso 0.762(12) 1 d P . . H42 H 0.0534 1.0288 0.2769 0.183 Uiso 0.762(12) 1 calc PR . . C43 C 0.196(3) 0.9441(16) 0.2961(19) 0.184(12) Uiso 0.762(12) 1 d P . . H43 H 0.2004 0.9498 0.3574 0.221 Uiso 0.762(12) 1 calc PR . . C44 C 0.264(2) 0.8947(12) 0.2635(14) 0.121(8) Uiso 0.762(12) 1 d P . . H44 H 0.3195 0.8621 0.2951 0.145 Uiso 0.762(12) 1 calc PR . . C45 C 0.246(2) 0.8954(12) 0.1720(14) 0.126(8) Uiso 0.762(12) 1 d P . . H45 H 0.3014 0.8624 0.1422 0.151 Uiso 0.762(12) 1 calc PR . . C46 C 0.162(2) 0.9363(12) 0.1166(14) 0.125(8) Uiso 0.762(12) 1 d P . . H46 H 0.1482 0.9262 0.0566 0.150 Uiso 0.762(12) 1 calc PR . . C47 C 0.007(3) 1.0310(15) 0.1139(17) 0.183(12) Uiso 0.762(12) 1 d P . . H47A H -0.0673 1.0462 0.1487 0.274 Uiso 0.762(12) 1 calc PR . . H47B H -0.0230 0.9970 0.0685 0.274 Uiso 0.762(12) 1 calc PR . . H47C H 0.0462 1.0740 0.0868 0.274 Uiso 0.762(12) 1 calc PR . . 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 0.0293(6) 0.0584(8) 0.0422(7) -0.0009(7) -0.0051(4) 0.0003(7) O1 0.028(4) 0.084(6) 0.044(4) -0.001(4) -0.006(3) 0.001(4) O2 0.047(5) 0.102(7) 0.065(5) -0.014(5) -0.015(4) -0.004(4) O3 0.045(4) 0.074(5) 0.043(4) 0.013(4) -0.011(3) 0.005(4) O4 0.036(4) 0.096(6) 0.052(4) 0.018(5) -0.002(3) -0.005(4) C1 0.041(7) 0.076(9) 0.043(7) 0.002(6) -0.003(6) -0.021(6) C2 0.033(6) 0.062(8) 0.040(6) 0.006(5) -0.006(5) -0.009(5) C3 0.026(5) 0.048(7) 0.034(5) 0.002(5) -0.005(4) -0.008(4) C4 0.039(6) 0.034(6) 0.052(6) 0.005(5) 0.002(5) -0.006(5) C5 0.025(5) 0.060(7) 0.060(7) -0.008(6) -0.012(5) -0.001(6) C6 0.035(6) 0.075(8) 0.045(6) -0.026(6) -0.011(5) 0.005(5) C7 0.039(6) 0.068(8) 0.048(6) -0.016(6) -0.007(5) 0.004(6) C8 0.042(7) 0.062(7) 0.032(6) -0.003(5) -0.003(5) 0.012(6) N11 0.030(5) 0.048(6) 0.038(5) 0.000(4) -0.001(4) 0.010(4) C11 0.028(6) 0.073(8) 0.046(6) -0.010(6) -0.004(5) 0.001(6) C12 0.037(6) 0.069(8) 0.048(7) -0.015(6) -0.006(5) -0.007(6) C13 0.054(8) 0.051(8) 0.077(9) -0.025(7) 0.018(7) -0.004(6) C14 0.043(7) 0.064(8) 0.054(7) 0.011(6) -0.004(6) 0.003(6) C15 0.036(6) 0.063(8) 0.060(7) 0.002(6) -0.009(6) -0.005(6) C16 0.083(10) 0.088(10) 0.087(10) -0.024(8) 0.038(8) -0.034(8) C17 0.29(3) 0.27(3) 0.068(11) 0.023(13) 0.023(13) -0.23(2) C18 0.135(13) 0.112(13) 0.055(9) -0.004(8) -0.010(9) 0.058(11) C19 0.066(8) 0.125(12) 0.060(8) -0.004(8) -0.005(7) 0.046(8) C20 0.055(7) 0.091(10) 0.067(8) 0.003(7) 0.001(6) 0.032(7) C21 0.083(9) 0.107(12) 0.084(9) -0.051(9) -0.020(8) 0.043(8) C22 0.144(14) 0.134(14) 0.083(10) -0.041(10) -0.034(10) 0.076(12) N21 0.043(5) 0.059(6) 0.053(6) -0.003(5) -0.003(4) 0.008(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O3 1.930(6) . ? Zn1 O1 1.945(6) . ? Zn1 N11 2.036(8) . ? Zn1 N21 2.059(8) . ? O1 C1 1.267(12) . ? O2 C1 1.250(12) . ? O3 C8 1.271(10) . ? O4 C8 1.229(11) . ? C1 C2 1.540(13) . ? C2 C3 1.380(12) . ? C2 C7 1.375(12) . ? C3 C4 1.394(11) . ? C4 C5 1.403(12) . ? C4 C8 1.493(13) 4_676 ? C5 C6 1.399(12) . ? C6 C7 1.383(11) . ? C8 C4 1.493(13) 4_575 ? N11 C15 1.312(11) . ? N11 C11 1.339(11) . ? C11 C12 1.378(13) . ? C12 C13 1.350(14) . ? C13 C14 1.384(13) . ? C13 C16 1.545(15) . ? C14 C15 1.377(13) . ? C16 C17 1.317(16) . ? C17 C18 1.536(17) 2_445 ? C18 C19 1.330(15) . ? C18 C22 1.424(16) . ? C18 C17 1.536(17) 2_455 ? C19 C20 1.342(14) . ? C20 N21 1.346(11) . ? C21 N21 1.319(13) . ? C21 C22 1.360(15) . ? C31 C37 1.23(2) . ? C31 C32 1.35(2) . ? C31 C36 1.50(2) . ? C32 C33 1.41(2) . ? C33 C34 1.20(2) . ? C34 C35 1.30(2) . ? C35 C36 1.301(19) . ? C41 C42 1.23(3) . ? C41 C46 1.52(3) . ? C41 C47 1.33(3) . ? C42 C43 1.54(3) . ? C43 C44 1.26(3) . ? C44 C45 1.42(2) . ? C45 C46 1.42(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Zn1 O1 108.8(3) . . ? O3 Zn1 N11 128.9(3) . . ? O1 Zn1 N11 106.6(3) . . ? O3 Zn1 N21 108.7(3) . . ? O1 Zn1 N21 99.3(3) . . ? N11 Zn1 N21 100.5(3) . . ? C1 O1 Zn1 118.4(7) . . ? C8 O3 Zn1 112.3(6) . . ? O2 C1 O1 125.1(10) . . ? O2 C1 C2 119.7(11) . . ? O1 C1 C2 115.1(10) . . ? C3 C2 C7 119.7(9) . . ? C3 C2 C1 119.9(9) . . ? C7 C2 C1 120.4(10) . . ? C2 C3 C4 120.9(9) . . ? C3 C4 C5 118.7(9) . . ? C3 C4 C8 119.9(9) . 4_676 ? C5 C4 C8 121.3(9) . 4_676 ? C6 C5 C4 120.0(8) . . ? C5 C6 C7 119.4(9) . . ? C2 C7 C6 121.0(9) . . ? O4 C8 O3 122.9(9) . . ? O4 C8 C4 121.4(9) . 4_575 ? O3 C8 C4 115.7(9) . 4_575 ? C15 N11 C11 116.7(9) . . ? C15 N11 Zn1 118.3(7) . . ? C11 N11 Zn1 124.5(7) . . ? N11 C11 C12 121.6(9) . . ? C13 C12 C11 121.3(10) . . ? C12 C13 C14 117.3(10) . . ? C12 C13 C16 122.9(11) . . ? C14 C13 C16 119.8(11) . . ? C15 C14 C13 118.1(10) . . ? N11 C15 C14 124.8(9) . . ? C17 C16 C13 117.6(12) . . ? C16 C17 C18 119.0(13) . 2_445 ? C19 C18 C22 114.5(12) . . ? C19 C18 C17 120.9(13) . 2_455 ? C22 C18 C17 124.3(12) . 2_455 ? C20 C19 C18 124.4(12) . . ? C19 C20 N21 120.9(11) . . ? N21 C21 C22 123.5(12) . . ? C21 C22 C18 119.0(12) . . ? C21 N21 C20 117.2(10) . . ? C21 N21 Zn1 120.5(8) . . ? C20 N21 Zn1 122.2(7) . . ? C37 C31 C32 119.3(18) . . ? C37 C31 C36 125(2) . . ? C32 C31 C36 115.9(18) . . ? C33 C32 C31 119.3(18) . . ? C32 C33 C34 123(2) . . ? C35 C34 C33 121(2) . . ? C34 C35 C36 127.2(19) . . ? C35 C36 C31 114.1(16) . . ? C42 C41 C46 116(3) . . ? C42 C41 C47 130(3) . . ? C46 C41 C47 111(3) . . ? C41 C42 C43 125(3) . . ? C44 C43 C42 125(3) . . ? C43 C44 C45 109(2) . . ? C46 C45 C44 132(2) . . ? C45 C46 C41 112(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 Zn1 O1 C1 -65.0(8) . . . . ? N11 Zn1 O1 C1 77.5(7) . . . . ? N21 Zn1 O1 C1 -178.5(7) . . . . ? O1 Zn1 O3 C8 -179.3(6) . . . . ? N11 Zn1 O3 C8 49.2(8) . . . . ? N21 Zn1 O3 C8 -72.1(7) . . . . ? Zn1 O1 C1 O2 -6.7(14) . . . . ? Zn1 O1 C1 C2 175.8(6) . . . . ? O2 C1 C2 C3 -168.7(9) . . . . ? O1 C1 C2 C3 9.0(13) . . . . ? O2 C1 C2 C7 11.8(15) . . . . ? O1 C1 C2 C7 -170.6(9) . . . . ? C7 C2 C3 C4 -4.5(14) . . . . ? C1 C2 C3 C4 175.9(8) . . . . ? C2 C3 C4 C5 3.5(13) . . . . ? C2 C3 C4 C8 -176.4(9) . . . 4_676 ? C3 C4 C5 C6 -0.7(14) . . . . ? C8 C4 C5 C6 179.1(9) 4_676 . . . ? C4 C5 C6 C7 -0.9(15) . . . . ? C3 C2 C7 C6 2.8(15) . . . . ? C1 C2 C7 C6 -177.6(9) . . . . ? C5 C6 C7 C2 -0.1(16) . . . . ? Zn1 O3 C8 O4 -7.6(12) . . . . ? Zn1 O3 C8 C4 169.5(6) . . . 4_575 ? O3 Zn1 N11 C15 146.0(6) . . . . ? O1 Zn1 N11 C15 13.7(7) . . . . ? N21 Zn1 N11 C15 -89.3(7) . . . . ? O3 Zn1 N11 C11 -42.5(8) . . . . ? O1 Zn1 N11 C11 -174.8(7) . . . . ? N21 Zn1 N11 C11 82.1(7) . . . . ? C15 N11 C11 C12 3.8(13) . . . . ? Zn1 N11 C11 C12 -167.7(7) . . . . ? N11 C11 C12 C13 0.5(15) . . . . ? C11 C12 C13 C14 -3.5(15) . . . . ? C11 C12 C13 C16 175.0(9) . . . . ? C12 C13 C14 C15 2.3(15) . . . . ? C16 C13 C14 C15 -176.3(9) . . . . ? C11 N11 C15 C14 -5.3(14) . . . . ? Zn1 N11 C15 C14 166.9(8) . . . . ? C13 C14 C15 N11 2.2(15) . . . . ? C12 C13 C16 C17 -147.2(17) . . . . ? C14 C13 C16 C17 31(2) . . . . ? C13 C16 C17 C18 173.4(14) . . . 2_445 ? C22 C18 C19 C20 -4(2) . . . . ? C17 C18 C19 C20 -178.8(15) 2_455 . . . ? C18 C19 C20 N21 -1(2) . . . . ? N21 C21 C22 C18 -4(2) . . . . ? C19 C18 C22 C21 6(2) . . . . ? C17 C18 C22 C21 -178.9(16) 2_455 . . . ? C22 C21 N21 C20 -1(2) . . . . ? C22 C21 N21 Zn1 -177.9(12) . . . . ? C19 C20 N21 C21 3.8(18) . . . . ? C19 C20 N21 Zn1 -179.4(9) . . . . ? O3 Zn1 N21 C21 -131.9(9) . . . . ? O1 Zn1 N21 C21 -18.3(10) . . . . ? N11 Zn1 N21 C21 90.7(10) . . . . ? O3 Zn1 N21 C20 51.4(9) . . . . ? O1 Zn1 N21 C20 165.0(8) . . . . ? N11 Zn1 N21 C20 -86.0(9) . . . . ? C37 C31 C32 C33 -178.2(17) . . . . ? C36 C31 C32 C33 -4(2) . . . . ? C31 C32 C33 C34 0(3) . . . . ? C32 C33 C34 C35 2(3) . . . . ? C33 C34 C35 C36 -1(3) . . . . ? C34 C35 C36 C31 -3(3) . . . . ? C37 C31 C36 C35 178.8(14) . . . . ? C32 C31 C36 C35 5(2) . . . . ? C46 C41 C42 C43 10(4) . . . . ? C47 C41 C42 C43 167(3) . . . . ? C41 C42 C43 C44 -5(5) . . . . ? C42 C43 C44 C45 1(4) . . . . ? C43 C44 C45 C46 -5(4) . . . . ? C44 C45 C46 C41 11(4) . . . . ? C42 C41 C46 C45 -12(3) . . . . ? C47 C41 C46 C45 -174(2) . . . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 23.32 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 1.588 _refine_diff_density_min -0.433 _refine_diff_density_rms 0.116 data_1d _database_code_CSD 153766 _audit_creation_method SHELXL-97 _chemical_name_systematic ; [1,3-benzenedicarboxylate-1,2-bis(4-pyridyl)ethane-zinc(II)] benzaldehyde solvate ; _chemical_name_common ? _chemical_melting_point 300 _chemical_formula_moiety ? _chemical_formula_sum 'C34 H28 N2 O6 Zn' _chemical_formula_weight 625.95 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 1 2(1)/n 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.437(2) _cell_length_b 18.516(4) _cell_length_c 15.190(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.119(4) _cell_angle_gamma 90.00 _cell_volume 2935.6(10) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour colorless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.416 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1296 _exptl_absorpt_coefficient_mu 0.886 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13840 _diffrn_reflns_av_R_equivalents 0.1019 _diffrn_reflns_av_sigmaI/netI 0.2254 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 25.02 _reflns_number_total 5160 _reflns_number_gt 2098 _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^)+(0.1270P)^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 5160 _refine_ls_number_parameters 320 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1736 _refine_ls_R_factor_gt 0.0939 _refine_ls_wR_factor_ref 0.2696 _refine_ls_wR_factor_gt 0.2413 _refine_ls_goodness_of_fit_ref 0.913 _refine_ls_restrained_S_all 0.913 _refine_ls_shift/su_max 0.004 _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 1.09870(9) 0.70095(6) 0.05531(7) 0.0311(4) Uani 1 1 d . . . O1 O 1.2493(6) 0.7063(3) 0.1329(4) 0.0394(16) Uani 1 1 d . . . O2 O 1.3502(6) 0.6274(4) 0.0465(5) 0.052(2) Uani 1 1 d . . . O3 O 1.1410(5) 0.7442(3) -0.0577(4) 0.0357(16) Uani 1 1 d . . . O4 O 0.9405(6) 0.7107(4) -0.0908(4) 0.0444(18) Uani 1 1 d . . . C1 C 1.3462(10) 0.6702(6) 0.1112(7) 0.040(3) Uani 1 1 d . . . C2 C 1.4647(8) 0.6795(5) 0.1679(6) 0.037(3) Uani 1 1 d . . . C3 C 1.4536(8) 0.7171(5) 0.2466(6) 0.034(2) Uani 1 1 d . . . H3 H 1.3740 0.7380 0.2628 0.041 Uiso 1 1 calc R . . C4 C 1.5590(8) 0.7239(5) 0.3012(6) 0.031(2) Uani 1 1 d . . . C5 C 1.6776(9) 0.6963(5) 0.2758(6) 0.043(3) Uani 1 1 d . . . H5 H 1.7505 0.7010 0.3129 0.052 Uiso 1 1 calc R . . C6 C 1.6863(9) 0.6617(6) 0.1947(7) 0.052(3) Uani 1 1 d . . . H6 H 1.7671 0.6436 0.1762 0.062 Uiso 1 1 calc R . . C7 C 1.5829(8) 0.6528(5) 0.1408(6) 0.042(3) Uani 1 1 d . . . H7 H 1.5913 0.6289 0.0857 0.051 Uiso 1 1 calc R . . C8 C 1.0429(9) 0.7394(5) -0.1098(6) 0.034(2) Uani 1 1 d . . . N11 N 0.9834(7) 0.7702(4) 0.1236(6) 0.042(2) Uani 1 1 d . . . C11 C 0.8964(10) 0.8129(6) 0.0850(7) 0.051(3) Uani 1 1 d . . . H11 H 0.8804 0.8062 0.0240 0.062 Uiso 1 1 calc R . . C12 C 0.8285(11) 0.8661(7) 0.1282(8) 0.067(4) Uani 1 1 d . . . H12 H 0.7662 0.8939 0.0976 0.080 Uiso 1 1 calc R . . C13 C 0.8525(12) 0.8784(6) 0.2169(9) 0.064(4) Uani 1 1 d . . . C14 C 0.9337(12) 0.8325(6) 0.2587(8) 0.073(4) Uani 1 1 d . . . H14 H 0.9463 0.8362 0.3205 0.087 Uiso 1 1 calc R . . C15 C 0.9984(10) 0.7800(6) 0.2106(7) 0.053(3) Uani 1 1 d . . . H15 H 1.0565 0.7494 0.2411 0.064 Uiso 1 1 calc R . . C16 C 0.7891(11) 0.9384(6) 0.2659(8) 0.066(4) Uani 1 1 d . . . H16A H 0.8552 0.9646 0.3001 0.080 Uiso 1 1 calc R . . H16B H 0.7523 0.9727 0.2227 0.080 Uiso 1 1 calc R . . C17 C 0.6902(11) 0.9160(6) 0.3245(8) 0.062(3) Uani 1 1 d . . . H17A H 0.7286 0.8887 0.3739 0.074 Uiso 1 1 calc R . . H17B H 0.6307 0.8834 0.2929 0.074 Uiso 1 1 calc R . . C18 C 0.8849(11) 0.4801(6) 0.1390(7) 0.048(3) Uani 1 1 d . . . C19 C 0.9913(11) 0.5087(6) 0.1812(8) 0.058(3) Uani 1 1 d . . . H19 H 1.0217 0.4855 0.2330 0.070 Uiso 1 1 calc R . . C20 C 1.0542(10) 0.5682(5) 0.1521(7) 0.049(3) Uani 1 1 d . . . H20 H 1.1275 0.5845 0.1835 0.059 Uiso 1 1 calc R . . C21 C 0.9129(9) 0.5785(5) 0.0347(6) 0.038(2) Uani 1 1 d . . . H21 H 0.8861 0.6021 -0.0177 0.045 Uiso 1 1 calc R . . C22 C 0.8459(9) 0.5170(5) 0.0645(7) 0.046(3) Uani 1 1 d . . . H22 H 0.7728 0.5008 0.0328 0.055 Uiso 1 1 calc R . . N21 N 1.0167(7) 0.6048(4) 0.0808(5) 0.0338(19) Uani 1 1 d . . . C31 C -0.0177(14) 0.6050(9) 0.4212(9) 0.077(4) Uani 1 1 d . . . C32 C 0.1060(13) 0.5979(7) 0.3964(8) 0.067(4) Uani 1 1 d . . . H32 H 0.1365 0.5519 0.3782 0.080 Uiso 1 1 calc R . . C33 C 0.1859(11) 0.6538(8) 0.3970(8) 0.067(4) Uani 1 1 d . . . H33 H 0.2729 0.6468 0.3808 0.080 Uiso 1 1 calc R . . C34 C 0.1452(14) 0.7207(8) 0.4203(9) 0.077(4) Uani 1 1 d . . . H34 H 0.2027 0.7604 0.4178 0.092 Uiso 1 1 calc R . . C35 C 0.0257(16) 0.7308(8) 0.4465(9) 0.078(4) Uani 1 1 d . . . H35 H -0.0007 0.7772 0.4662 0.094 Uiso 1 1 calc R . . C36 C -0.0602(12) 0.6748(11) 0.4454(9) 0.088(5) Uani 1 1 d . . . H36 H -0.1472 0.6828 0.4608 0.106 Uiso 1 1 calc R . . C37 C -0.1318(19) 0.5440(10) 0.4232(13) 0.135(7) Uiso 1 1 d . . . H37 H -0.2194 0.5509 0.4379 0.162 Uiso 1 1 calc R . . O38 O -0.0802(13) 0.4891(8) 0.4019(10) 0.168(5) Uiso 1 1 d . . . C41 C 1.0980(8) 0.9919(4) 0.1761(6) 0.223(12) Uiso 1 1 d G . . C42 C 1.1122(11) 0.9916(6) 0.2671(6) 0.127(6) Uiso 1 1 d G . . H42 H 1.0657 1.0250 0.3021 0.152 Uiso 1 1 calc R . . C43 C 1.1947(13) 0.9424(8) 0.3070(6) 0.203(10) Uiso 1 1 d G . . H43 H 1.2044 0.9423 0.3692 0.244 Uiso 1 1 calc R . . C44 C 1.2628(10) 0.8935(6) 0.2558(8) 0.239(12) Uiso 1 1 d G . . H44 H 1.3191 0.8599 0.2830 0.286 Uiso 1 1 calc R . . C45 C 1.2485(9) 0.8938(5) 0.1648(8) 0.129(6) Uiso 1 1 d G . . H45 H 1.2951 0.8604 0.1298 0.155 Uiso 1 1 calc R . . C46 C 1.1661(9) 0.9430(5) 0.1250(6) 0.111(6) Uiso 1 1 d G . . H46 H 1.1563 0.9431 0.0628 0.133 Uiso 1 1 calc R . . C47 C 1.0214(10) 1.0366(5) 0.1574(9) 0.193(10) Uiso 1 1 d G . . H47 H 0.9855 1.0663 0.2020 0.232 Uiso 1 1 calc R . . O48 O 0.9865(12) 1.0453(7) 0.0756(10) 0.325(12) Uiso 1 1 d G . . 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 0.0251(6) 0.0382(7) 0.0298(6) -0.0009(6) -0.0106(4) 0.0010(6) O1 0.026(3) 0.055(4) 0.038(4) -0.001(4) -0.017(3) 0.001(3) O2 0.043(4) 0.073(5) 0.039(5) -0.013(4) -0.016(3) -0.006(4) O3 0.031(3) 0.045(4) 0.032(4) 0.008(3) -0.014(3) -0.001(3) O4 0.027(3) 0.068(5) 0.039(4) 0.014(4) -0.007(3) -0.015(4) C1 0.035(6) 0.050(7) 0.035(7) 0.006(5) -0.011(5) -0.014(5) C2 0.024(5) 0.053(7) 0.033(6) -0.003(5) -0.008(4) 0.001(4) C3 0.030(5) 0.040(6) 0.032(6) 0.004(5) -0.013(4) -0.003(4) C4 0.024(5) 0.042(6) 0.028(6) 0.001(4) -0.002(4) -0.002(4) C5 0.031(5) 0.067(7) 0.032(6) -0.009(6) -0.009(4) 0.002(5) C6 0.028(5) 0.077(8) 0.050(8) -0.026(6) -0.002(5) 0.007(5) C7 0.034(5) 0.069(8) 0.024(6) -0.009(5) -0.013(4) 0.002(5) C8 0.042(6) 0.036(6) 0.024(6) 0.002(5) -0.011(5) 0.012(5) N11 0.035(5) 0.045(5) 0.045(6) 0.002(4) -0.011(4) 0.004(4) C11 0.051(7) 0.064(8) 0.039(7) 0.004(6) -0.004(5) 0.022(6) C12 0.064(8) 0.084(10) 0.052(9) -0.001(7) -0.006(7) 0.038(7) C13 0.089(9) 0.044(8) 0.059(9) 0.010(7) 0.025(7) 0.030(7) C14 0.098(10) 0.072(9) 0.048(8) 0.000(7) -0.004(7) 0.038(8) C15 0.062(7) 0.065(8) 0.032(7) -0.005(6) -0.024(6) 0.022(6) C16 0.068(8) 0.072(9) 0.060(9) 0.009(7) 0.010(7) 0.005(7) C17 0.065(8) 0.049(8) 0.071(9) 0.009(6) 0.020(7) 0.031(6) C18 0.067(8) 0.038(7) 0.037(7) -0.011(5) 0.005(6) -0.004(6) C19 0.073(8) 0.048(8) 0.054(8) 0.014(6) -0.010(7) -0.004(6) C20 0.050(7) 0.041(7) 0.056(8) 0.012(6) -0.014(6) -0.008(5) C21 0.042(6) 0.041(6) 0.030(6) -0.003(5) -0.002(5) 0.002(5) C22 0.042(6) 0.045(7) 0.051(8) -0.020(6) 0.000(5) -0.012(5) N21 0.026(4) 0.040(5) 0.035(5) -0.003(4) 0.003(4) -0.008(4) C31 0.070(10) 0.106(12) 0.054(9) 0.011(8) -0.027(7) -0.030(9) C32 0.064(9) 0.080(10) 0.057(9) -0.024(7) -0.007(7) 0.003(8) C33 0.037(7) 0.097(11) 0.067(10) -0.004(8) -0.005(6) -0.005(8) C34 0.067(9) 0.099(12) 0.064(10) -0.018(8) -0.023(7) -0.014(8) C35 0.098(12) 0.079(11) 0.057(9) -0.018(7) -0.023(9) 0.023(10) C36 0.034(7) 0.175(18) 0.056(9) 0.015(10) 0.002(7) 0.003(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O3 1.945(6) . ? Zn1 O1 1.965(6) . ? Zn1 N21 2.014(7) . ? Zn1 N11 2.043(8) . ? O1 C1 1.256(11) . ? O2 C1 1.264(11) . ? O3 C8 1.296(10) . ? O4 C8 1.229(10) . ? C1 C2 1.515(12) . ? C2 C3 1.389(13) . ? C2 C7 1.391(12) . ? C3 C4 1.382(11) . ? C4 C5 1.394(12) . ? C4 C8 1.522(12) 4_676 ? C5 C6 1.392(13) . ? C6 C7 1.364(12) . ? C8 C4 1.522(12) 4_575 ? N11 C11 1.339(11) . ? N11 C15 1.343(12) . ? C11 C12 1.380(14) . ? C12 C13 1.389(16) . ? C13 C14 1.357(15) . ? C13 C16 1.492(14) . ? C14 C15 1.391(14) . ? C16 C17 1.426(14) . ? C17 C18 1.526(14) 2_655 ? C18 C22 1.383(14) . ? C18 C19 1.387(14) . ? C18 C17 1.526(14) 2_645 ? C19 C20 1.357(13) . ? C20 N21 1.335(12) . ? C21 N21 1.377(11) . ? C21 C22 1.411(12) . ? C31 C32 1.352(17) . ? C31 C36 1.416(19) . ? C31 C37 1.64(2) . ? C32 C33 1.329(15) . ? C33 C34 1.357(16) . ? C34 C35 1.324(17) . ? C35 C36 1.371(18) . ? C37 O38 1.197(19) . ? C41 C47 1.1861 . ? C41 C42 1.3900 . ? C41 C46 1.3900 . ? C42 C43 1.3900 . ? C43 C44 1.3900 . ? C44 C45 1.3900 . ? C45 C46 1.3900 . ? C47 O48 1.3032 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Zn1 O1 109.0(3) . . ? O3 Zn1 N21 129.1(3) . . ? O1 Zn1 N21 105.6(3) . . ? O3 Zn1 N11 108.9(3) . . ? O1 Zn1 N11 97.8(3) . . ? N21 Zn1 N11 101.9(3) . . ? C1 O1 Zn1 117.4(6) . . ? C8 O3 Zn1 109.3(6) . . ? O1 C1 O2 124.4(9) . . ? O1 C1 C2 116.6(9) . . ? O2 C1 C2 119.0(9) . . ? C3 C2 C7 120.6(8) . . ? C3 C2 C1 118.4(9) . . ? C7 C2 C1 121.0(9) . . ? C4 C3 C2 119.7(9) . . ? C3 C4 C5 120.4(9) . . ? C3 C4 C8 119.0(8) . 4_676 ? C5 C4 C8 120.6(8) . 4_676 ? C4 C5 C6 118.3(8) . . ? C7 C6 C5 122.3(9) . . ? C6 C7 C2 118.7(9) . . ? O4 C8 O3 124.9(9) . . ? O4 C8 C4 119.9(8) . 4_575 ? O3 C8 C4 115.1(9) . 4_575 ? C11 N11 C15 115.4(9) . . ? C11 N11 Zn1 123.3(7) . . ? C15 N11 Zn1 121.1(7) . . ? N11 C11 C12 124.2(11) . . ? C13 C12 C11 119.1(10) . . ? C14 C13 C12 117.6(11) . . ? C14 C13 C16 120.6(12) . . ? C12 C13 C16 121.8(11) . . ? C13 C14 C15 119.7(12) . . ? N11 C15 C14 123.7(10) . . ? C17 C16 C13 114.7(10) . . ? C16 C17 C18 112.0(9) . 2_655 ? C22 C18 C19 115.0(10) . . ? C22 C18 C17 122.1(10) . 2_645 ? C19 C18 C17 122.7(11) . 2_645 ? C20 C19 C18 123.2(11) . . ? N21 C20 C19 122.3(10) . . ? N21 C21 C22 120.8(9) . . ? C18 C22 C21 121.1(9) . . ? C20 N21 C21 117.6(8) . . ? C20 N21 Zn1 118.7(6) . . ? C21 N21 Zn1 123.2(6) . . ? C32 C31 C36 117.5(13) . . ? C32 C31 C37 129.1(16) . . ? C36 C31 C37 113.3(15) . . ? C33 C32 C31 121.4(13) . . ? C32 C33 C34 121.1(12) . . ? C35 C34 C33 120.2(13) . . ? C34 C35 C36 120.4(14) . . ? C35 C36 C31 119.2(12) . . ? O38 C37 C31 104.6(17) . . ? C47 C41 C42 108.2 . . ? C47 C41 C46 131.8 . . ? C42 C41 C46 120.0 . . ? C41 C42 C43 120.0 . . ? C44 C43 C42 120.0 . . ? C43 C44 C45 120.0 . . ? C44 C45 C46 120.0 . . ? C45 C46 C41 120.0 . . ? C41 C47 O48 120.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 Zn1 O1 C1 -65.7(7) . . . . ? N21 Zn1 O1 C1 76.4(7) . . . . ? N11 Zn1 O1 C1 -178.8(7) . . . . ? O1 Zn1 O3 C8 178.6(6) . . . . ? N21 Zn1 O3 C8 48.3(7) . . . . ? N11 Zn1 O3 C8 -75.8(6) . . . . ? Zn1 O1 C1 O2 -4.8(13) . . . . ? Zn1 O1 C1 C2 175.5(6) . . . . ? O1 C1 C2 C3 10.1(14) . . . . ? O2 C1 C2 C3 -169.6(9) . . . . ? O1 C1 C2 C7 -168.0(9) . . . . ? O2 C1 C2 C7 12.2(15) . . . . ? C7 C2 C3 C4 -4.3(14) . . . . ? C1 C2 C3 C4 177.5(8) . . . . ? C2 C3 C4 C5 3.0(14) . . . . ? C2 C3 C4 C8 -175.6(8) . . . 4_676 ? C3 C4 C5 C6 -0.3(15) . . . . ? C8 C4 C5 C6 178.4(9) 4_676 . . . ? C4 C5 C6 C7 -1.3(17) . . . . ? C5 C6 C7 C2 0.1(17) . . . . ? C3 C2 C7 C6 2.7(15) . . . . ? C1 C2 C7 C6 -179.2(9) . . . . ? Zn1 O3 C8 O4 -1.3(11) . . . . ? Zn1 O3 C8 C4 175.8(6) . . . 4_575 ? O3 Zn1 N11 C11 34.4(8) . . . . ? O1 Zn1 N11 C11 147.6(8) . . . . ? N21 Zn1 N11 C11 -104.6(8) . . . . ? O3 Zn1 N11 C15 -139.8(8) . . . . ? O1 Zn1 N11 C15 -26.6(8) . . . . ? N21 Zn1 N11 C15 81.2(8) . . . . ? C15 N11 C11 C12 2.6(15) . . . . ? Zn1 N11 C11 C12 -171.9(9) . . . . ? N11 C11 C12 C13 1.7(18) . . . . ? C11 C12 C13 C14 -6.0(19) . . . . ? C11 C12 C13 C16 175.6(11) . . . . ? C12 C13 C14 C15 6.0(19) . . . . ? C16 C13 C14 C15 -175.6(11) . . . . ? C11 N11 C15 C14 -2.7(16) . . . . ? Zn1 N11 C15 C14 172.0(9) . . . . ? C13 C14 C15 N11 -1.7(19) . . . . ? C14 C13 C16 C17 -72.6(16) . . . . ? C12 C13 C16 C17 105.7(14) . . . . ? C13 C16 C17 C18 -170.7(10) . . . 2_655 ? C22 C18 C19 C20 -0.4(17) . . . . ? C17 C18 C19 C20 -176.0(10) 2_645 . . . ? C18 C19 C20 N21 1.1(18) . . . . ? C19 C18 C22 C21 0.9(15) . . . . ? C17 C18 C22 C21 176.5(9) 2_645 . . . ? N21 C21 C22 C18 -2.0(14) . . . . ? C19 C20 N21 C21 -2.2(15) . . . . ? C19 C20 N21 Zn1 170.0(8) . . . . ? C22 C21 N21 C20 2.7(13) . . . . ? C22 C21 N21 Zn1 -169.2(7) . . . . ? O3 Zn1 N21 C20 144.6(7) . . . . ? O1 Zn1 N21 C20 13.1(8) . . . . ? N11 Zn1 N21 C20 -88.6(8) . . . . ? O3 Zn1 N21 C21 -43.7(8) . . . . ? O1 Zn1 N21 C21 -175.2(7) . . . . ? N11 Zn1 N21 C21 83.1(7) . . . . ? C36 C31 C32 C33 2(2) . . . . ? C37 C31 C32 C33 178.5(13) . . . . ? C31 C32 C33 C34 -2(2) . . . . ? C32 C33 C34 C35 3(2) . . . . ? C33 C34 C35 C36 -4(2) . . . . ? C34 C35 C36 C31 4(2) . . . . ? C32 C31 C36 C35 -2.8(19) . . . . ? C37 C31 C36 C35 180.0(12) . . . . ? C32 C31 C37 O38 4(2) . . . . ? C36 C31 C37 O38 -179.6(15) . . . . ? C47 C41 C42 C43 178.4 . . . . ? C46 C41 C42 C43 0.0 . . . . ? C41 C42 C43 C44 0.0 . . . . ? C42 C43 C44 C45 0.0 . . . . ? C43 C44 C45 C46 0.0 . . . . ? C44 C45 C46 C41 0.0 . . . . ? C47 C41 C46 C45 -177.9 . . . . ? C42 C41 C46 C45 0.0 . . . . ? C42 C41 C47 O48 -176.8 . . . . ? C46 C41 C47 O48 1.3 . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.850 _refine_diff_density_min -0.570 _refine_diff_density_rms 0.139 data_1e _database_code_CSD 153767 _audit_creation_method SHELXL-97 _chemical_name_systematic ; [1,3-benzenedicarboxylate-1,2-bis(4-pyridyl)ethane-zinc(II)] 1,4-dioxane solvate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H36 N2 O9 Zn' _chemical_formula_weight 633.98 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Zn' 'Zn' 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 2(1)/n 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.5454(13) _cell_length_b 20.202(2) _cell_length_c 14.2392(17) _cell_angle_alpha 90.00 _cell_angle_beta 96.781(2) _cell_angle_gamma 90.00 _cell_volume 3012.3(6) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour colorless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.398 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 0.871 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17393 _diffrn_reflns_av_R_equivalents 0.0505 _diffrn_reflns_av_sigmaI/netI 0.0927 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 28.80 _reflns_number_total 7140 _reflns_number_gt 4473 _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^)+(0.0658P)^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 7140 _refine_ls_number_parameters 406 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0727 _refine_ls_R_factor_gt 0.0435 _refine_ls_wR_factor_ref 0.1096 _refine_ls_wR_factor_gt 0.1007 _refine_ls_goodness_of_fit_ref 0.744 _refine_ls_restrained_S_all 0.744 _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 -0.04516(3) 0.785691(14) 0.525443(19) 0.02218(10) Uani 1 1 d . . . O1 O -0.08313(17) 0.73898(10) 0.40526(12) 0.0304(4) Uani 1 1 d . . . O2 O 0.10536(18) 0.78195(10) 0.38850(13) 0.0356(5) Uani 1 1 d . . . O3 O -0.18680(16) 0.77514(9) 0.60329(12) 0.0278(4) Uani 1 1 d . . . O4 O -0.27871(17) 0.84805(10) 0.50007(12) 0.0372(5) Uani 1 1 d . . . C1 C 0.0110(2) 0.74767(13) 0.35861(17) 0.0266(6) Uani 1 1 d . . . C2 C 0.0056(2) 0.71474(13) 0.26366(17) 0.0231(5) Uani 1 1 d . . . C3 C 0.1095(2) 0.71727(12) 0.21256(16) 0.0223(5) Uani 1 1 d . . . H3 H 0.1847 0.7398 0.2382 0.027 Uiso 1 1 calc R . . C4 C 0.1054(2) 0.68719(13) 0.12407(17) 0.0230(5) Uani 1 1 d . . . C5 C -0.0061(2) 0.65540(14) 0.08671(18) 0.0302(6) Uani 1 1 d . . . H5 H -0.0105 0.6350 0.0263 0.036 Uiso 1 1 calc R . . C6 C -0.1104(3) 0.65321(15) 0.13666(19) 0.0353(7) Uani 1 1 d . . . H6 H -0.1867 0.6321 0.1099 0.042 Uiso 1 1 calc R . . C7 C -0.1043(3) 0.68165(14) 0.22586(18) 0.0301(6) Uani 1 1 d . . . H7 H -0.1753 0.6785 0.2610 0.036 Uiso 1 1 calc R . . C8 C -0.2803(2) 0.81278(13) 0.57058(17) 0.0249(6) Uani 1 1 d . . . N11 N 0.0871(2) 0.73116(10) 0.61282(14) 0.0250(5) Uani 1 1 d . . . C11 C 0.1923(2) 0.70587(14) 0.58397(19) 0.0308(6) Uani 1 1 d . . . H11 H 0.2102 0.7155 0.5216 0.037 Uiso 1 1 calc R . . C12 C 0.2767(3) 0.66638(14) 0.64035(19) 0.0344(7) Uani 1 1 d . . . H12 H 0.3507 0.6495 0.6166 0.041 Uiso 1 1 calc R . . C13 C 0.2533(2) 0.65154(13) 0.73153(18) 0.0275(6) Uani 1 1 d . . . C14 C 0.1470(3) 0.68010(13) 0.76282(18) 0.0309(6) Uani 1 1 d . . . H14 H 0.1295 0.6732 0.8260 0.037 Uiso 1 1 calc R . . C15 C 0.0663(3) 0.71869(14) 0.70234(18) 0.0313(6) Uani 1 1 d . . . H15 H -0.0071 0.7372 0.7250 0.038 Uiso 1 1 calc R . . C16 C 0.3375(2) 0.60436(13) 0.79317(19) 0.0321(6) Uani 1 1 d . . . H16A H 0.3764 0.6278 0.8505 0.038 Uiso 1 1 calc R . . H16B H 0.4073 0.5884 0.7582 0.038 Uiso 1 1 calc R . . C17 C 0.2603(3) 0.54588(14) 0.8217(2) 0.0339(7) Uani 1 1 d . . . H17A H 0.2021 0.5613 0.8668 0.041 Uiso 1 1 calc R . . H17B H 0.2070 0.5288 0.7650 0.041 Uiso 1 1 calc R . . C18 C 0.1588(2) 0.98981(13) 0.63327(19) 0.0276(6) Uani 1 1 d . . . C19 C 0.1581(2) 0.97320(13) 0.53918(19) 0.0296(6) Uani 1 1 d . . . H19 H 0.2019 1.0001 0.4988 0.036 Uiso 1 1 calc R . . C20 C 0.0933(2) 0.91718(13) 0.50389(18) 0.0277(6) Uani 1 1 d . . . H20 H 0.0966 0.9056 0.4395 0.033 Uiso 1 1 calc R . . C21 C 0.0229(3) 0.89643(14) 0.64648(19) 0.0344(7) Uani 1 1 d . . . H21 H -0.0266 0.8706 0.6845 0.041 Uiso 1 1 calc R . . C22 C 0.0882(3) 0.95075(15) 0.6868(2) 0.0382(7) Uani 1 1 d . . . H22 H 0.0843 0.9611 0.7515 0.046 Uiso 1 1 calc R . . N12 N 0.02641(19) 0.87865(10) 0.55622(14) 0.0243(5) Uani 1 1 d . . . O31 O 0.0000(2) 0.83910(12) 0.84916(14) 0.0548(6) Uani 1 1 d . . . C32 C 0.0820(4) 0.81474(18) 0.9281(2) 0.0571(10) Uani 1 1 d . . . H32A H 0.1597 0.7955 0.9061 0.069 Uiso 1 1 calc R . . H32B H 0.0379 0.7793 0.9596 0.069 Uiso 1 1 calc R . . C33 C 0.1193(3) 0.8688(2) 0.9970(2) 0.0590(10) Uani 1 1 d . . . H33B H 0.1744 0.8505 1.0520 0.071 Uiso 1 1 calc R . . H33A H 0.1690 0.9026 0.9668 0.071 Uiso 1 1 calc R . . O34 O 0.0098(2) 0.89921(12) 1.02895(15) 0.0528(6) Uani 1 1 d . . . C35 C -0.0719(3) 0.92384(19) 0.9489(2) 0.0589(10) Uani 1 1 d . . . H35A H -0.0270 0.9588 0.9170 0.071 Uiso 1 1 calc R . . H35B H -0.1495 0.9435 0.9703 0.071 Uiso 1 1 calc R . . C36 C -0.1088(3) 0.8686(2) 0.8810(2) 0.0590(10) Uani 1 1 d . . . H36A H -0.1570 0.8347 0.9124 0.071 Uiso 1 1 calc R . . H36B H -0.1653 0.8861 0.8261 0.071 Uiso 1 1 calc R . . O41A O 0.7531(5) 0.5026(3) 0.7096(3) 0.0608(13) Uani 0.50 1 d P A 1 O41B O 0.6943(4) 0.5233(3) 0.7967(3) 0.0571(13) Uani 0.50 1 d P A 2 C42 C 0.7070(5) 0.5692(3) 0.7442(4) 0.106(2) Uani 1 1 d . . . H42A H 0.6638 0.5936 0.6892 0.127 Uiso 1 1 calc R A 1 H42B H 0.6426 0.5606 0.7881 0.127 Uiso 1 1 calc R A 1 C43 C 0.8082(5) 0.6122(3) 0.7929(5) 0.114(2) Uani 1 1 d . A . H43A H 0.8710 0.6247 0.7495 0.136 Uiso 1 1 calc R B 1 H43B H 0.7708 0.6530 0.8166 0.136 Uiso 1 1 calc R B 1 O44A O 0.8661(6) 0.5740(3) 0.8682(4) 0.0693(15) Uani 0.50 1 d P A 1 O44B O 0.9393(5) 0.5782(3) 0.8080(7) 0.119(3) Uani 0.50 1 d P A 2 C45 C 0.9177(4) 0.5192(2) 0.8481(4) 0.0957(16) Uani 1 1 d . . . H45A H 0.9558 0.4970 0.9067 0.115 Uiso 1 1 calc R A 1 H45B H 0.9861 0.5274 0.8075 0.115 Uiso 1 1 calc R A 1 C46 C 0.8190(4) 0.4780(2) 0.7987(4) 0.0975(17) Uani 1 1 d . A . H46A H 0.7540 0.4696 0.8421 0.117 Uiso 1 1 calc R C 1 H46B H 0.8578 0.4347 0.7861 0.117 Uiso 1 1 calc R C 1 O51A O 0.5634(5) 1.0029(3) 1.0922(3) 0.0656(14) Uani 0.50 1 d P D 1 O51B O 0.3777(6) 0.9979(4) 1.0221(7) 0.147(4) Uani 0.50 1 d P D 2 C52 C 0.4919(7) 1.0567(3) 1.0500(4) 0.131(2) Uani 1 1 d . . . H52A H 0.5177 1.0987 1.0825 0.157 Uiso 1 1 calc R D 1 H52B H 0.3993 1.0498 1.0519 0.157 Uiso 1 1 calc R D 1 C53 C 0.4783(5) 0.9427(3) 1.0447(5) 0.128(2) Uani 1 1 d . . . H53A H 0.5028 0.9001 1.0762 0.154 Uiso 1 1 calc R D 1 H53B H 0.3861 0.9506 1.0473 0.154 Uiso 1 1 calc R D 1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.02248(16) 0.02216(16) 0.02162(16) -0.00009(13) 0.00149(11) 0.00008(13) O1 0.0283(10) 0.0408(11) 0.0229(9) -0.0041(8) 0.0067(8) 0.0018(9) O2 0.0413(11) 0.0383(12) 0.0270(10) -0.0079(9) 0.0028(8) -0.0077(10) O3 0.0236(9) 0.0307(11) 0.0295(10) 0.0010(8) 0.0053(8) 0.0044(8) O4 0.0351(11) 0.0515(13) 0.0264(10) 0.0111(9) 0.0089(8) 0.0021(10) C1 0.0298(15) 0.0243(14) 0.0248(13) 0.0024(11) -0.0002(12) 0.0065(12) C2 0.0233(12) 0.0237(13) 0.0221(12) 0.0003(11) 0.0017(10) 0.0035(11) C3 0.0216(12) 0.0211(13) 0.0236(12) 0.0013(11) -0.0002(10) -0.0024(11) C4 0.0211(13) 0.0260(13) 0.0212(13) 0.0006(11) 0.0000(10) 0.0001(11) C5 0.0327(15) 0.0338(16) 0.0235(13) -0.0077(12) 0.0009(11) -0.0051(12) C6 0.0244(14) 0.0457(18) 0.0352(16) -0.0134(14) 0.0002(12) -0.0101(13) C7 0.0252(14) 0.0341(16) 0.0320(15) -0.0025(12) 0.0075(12) -0.0016(12) C8 0.0260(14) 0.0289(14) 0.0197(13) -0.0038(11) 0.0022(11) -0.0020(11) N11 0.0244(11) 0.0245(12) 0.0257(11) -0.0001(9) 0.0012(9) 0.0032(9) C11 0.0287(14) 0.0353(16) 0.0288(14) 0.0034(12) 0.0051(12) 0.0045(12) C12 0.0264(14) 0.0376(17) 0.0397(16) 0.0029(13) 0.0063(13) 0.0070(12) C13 0.0263(14) 0.0232(14) 0.0313(14) 0.0019(11) -0.0041(11) -0.0014(11) C14 0.0367(16) 0.0322(16) 0.0235(14) 0.0028(12) 0.0021(12) 0.0059(13) C15 0.0355(15) 0.0310(15) 0.0269(14) -0.0012(12) 0.0013(12) 0.0086(13) C16 0.0268(14) 0.0278(15) 0.0394(16) 0.0033(12) -0.0051(12) 0.0031(12) C17 0.0289(15) 0.0291(16) 0.0422(16) 0.0054(13) -0.0020(13) 0.0022(12) C18 0.0222(13) 0.0228(14) 0.0370(15) 0.0011(12) -0.0003(12) 0.0017(11) C19 0.0295(15) 0.0257(15) 0.0327(15) 0.0080(12) -0.0006(12) -0.0051(11) C20 0.0260(14) 0.0311(15) 0.0254(13) 0.0044(12) 0.0005(11) -0.0007(12) C21 0.0436(17) 0.0293(16) 0.0323(15) -0.0029(12) 0.0123(13) -0.0084(13) C22 0.0503(19) 0.0343(17) 0.0308(15) -0.0088(13) 0.0085(14) -0.0068(14) N12 0.0256(11) 0.0224(11) 0.0246(11) 0.0009(9) 0.0020(9) -0.0005(9) O31 0.0711(16) 0.0606(16) 0.0332(12) -0.0003(11) 0.0081(11) 0.0130(13) C32 0.067(2) 0.062(2) 0.042(2) 0.0018(18) 0.0071(18) 0.021(2) C33 0.046(2) 0.080(3) 0.051(2) -0.0066(19) 0.0034(17) 0.0055(19) O34 0.0541(14) 0.0615(16) 0.0436(13) -0.0099(11) 0.0095(11) -0.0010(12) C35 0.059(2) 0.057(2) 0.061(2) -0.0064(19) 0.0084(19) 0.0160(19) C36 0.055(2) 0.073(3) 0.047(2) 0.0001(19) -0.0005(17) 0.007(2) O41A 0.059(3) 0.068(4) 0.054(3) -0.008(3) 0.002(2) 0.010(3) O41B 0.057(3) 0.059(3) 0.056(3) 0.008(3) 0.007(2) -0.014(3) C42 0.073(3) 0.160(6) 0.087(4) 0.051(4) 0.023(3) 0.051(4) C43 0.093(4) 0.062(3) 0.189(6) 0.039(4) 0.030(4) 0.034(3) O44A 0.061(4) 0.075(4) 0.069(4) -0.026(3) -0.002(3) -0.013(3) O44B 0.034(3) 0.061(4) 0.265(9) 0.066(5) 0.032(4) 0.007(3) C45 0.054(3) 0.065(3) 0.161(5) 0.023(3) -0.016(3) -0.005(2) C46 0.074(3) 0.065(3) 0.142(5) 0.034(3) -0.035(3) -0.007(2) O51A 0.075(4) 0.064(4) 0.051(3) 0.006(3) -0.022(3) -0.004(3) O51B 0.052(4) 0.085(5) 0.316(12) -0.018(6) 0.069(6) 0.018(4) C52 0.240(8) 0.061(3) 0.091(4) -0.011(3) 0.016(5) 0.027(4) C53 0.114(5) 0.076(4) 0.204(7) 0.054(4) 0.063(5) 0.031(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 1.9539(18) . ? Zn1 O3 1.9739(17) . ? Zn1 N12 2.052(2) . ? Zn1 N11 2.073(2) . ? O1 C1 1.270(3) . ? O2 C1 1.245(3) . ? O3 C8 1.288(3) . ? O4 C8 1.233(3) . ? C1 C2 1.502(3) . ? C2 C3 1.386(3) . ? C2 C7 1.391(3) . ? C3 C4 1.395(3) . ? C4 C5 1.389(3) . ? C4 C8 1.500(3) 4_675 ? C5 C6 1.379(4) . ? C6 C7 1.389(4) . ? C8 C4 1.500(3) 4_576 ? N11 C11 1.330(3) . ? N11 C15 1.342(3) . ? C11 C12 1.380(4) . ? C12 C13 1.383(4) . ? C13 C14 1.381(4) . ? C13 C16 1.511(3) . ? C14 C15 1.379(4) . ? C16 C17 1.517(4) . ? C17 C18 1.514(4) 2_546 ? C18 C19 1.380(4) . ? C18 C22 1.375(4) . ? C18 C17 1.514(4) 2_556 ? C19 C20 1.385(4) . ? C20 N12 1.335(3) . ? C21 N12 1.339(3) . ? C21 C22 1.384(4) . ? O31 C36 1.415(4) . ? O31 C32 1.423(4) . ? C32 C33 1.489(5) . ? C33 O34 1.428(4) . ? O34 C35 1.434(4) . ? C35 C36 1.497(5) . ? O41A C46 1.460(6) . ? O41A C42 1.532(7) . ? O41B C42 1.207(6) . ? O41B C46 1.600(7) . ? C42 C43 1.483(7) . ? C43 O44A 1.401(7) . ? C43 O44B 1.536(7) . ? O44A C45 1.280(7) . ? O44B C45 1.352(7) . ? C45 C46 1.449(6) . ? O51A C52 1.416(7) . ? O51A C53 1.612(8) . ? O51B C53 1.546(8) . ? O51B C52 1.705(9) . ? C52 C53 1.420(6) 3_677 ? C53 C52 1.420(6) 3_677 ? 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 110.45(7) . . ? O1 Zn1 N12 131.40(8) . . ? O3 Zn1 N12 105.21(8) . . ? O1 Zn1 N11 108.84(8) . . ? O3 Zn1 N11 96.06(8) . . ? N12 Zn1 N11 98.85(8) . . ? C1 O1 Zn1 107.41(16) . . ? C8 O3 Zn1 109.33(15) . . ? O2 C1 O1 122.7(2) . . ? O2 C1 C2 119.9(2) . . ? O1 C1 C2 117.4(2) . . ? C3 C2 C7 119.3(2) . . ? C3 C2 C1 120.5(2) . . ? C7 C2 C1 120.2(2) . . ? C2 C3 C4 121.1(2) . . ? C5 C4 C3 118.8(2) . . ? C5 C4 C8 120.0(2) . 4_675 ? C3 C4 C8 121.2(2) . 4_675 ? C6 C5 C4 120.5(2) . . ? C5 C6 C7 120.4(2) . . ? C2 C7 C6 119.9(2) . . ? O4 C8 O3 123.5(2) . . ? O4 C8 C4 120.2(2) . 4_576 ? O3 C8 C4 116.3(2) . 4_576 ? C11 N11 C15 117.2(2) . . ? C11 N11 Zn1 123.05(17) . . ? C15 N11 Zn1 119.75(17) . . ? N11 C11 C12 123.2(2) . . ? C13 C12 C11 119.8(2) . . ? C12 C13 C14 117.0(2) . . ? C12 C13 C16 121.6(2) . . ? C14 C13 C16 121.3(2) . . ? C15 C14 C13 120.0(2) . . ? N11 C15 C14 122.8(2) . . ? C13 C16 C17 110.5(2) . . ? C18 C17 C16 113.7(2) 2_546 . ? C19 C18 C22 117.2(2) . . ? C19 C18 C17 122.1(2) . 2_556 ? C22 C18 C17 120.6(2) . 2_556 ? C18 C19 C20 119.8(2) . . ? N12 C20 C19 123.0(2) . . ? N12 C21 C22 122.8(3) . . ? C18 C22 C21 120.0(3) . . ? C20 N12 C21 117.1(2) . . ? C20 N12 Zn1 128.28(18) . . ? C21 N12 Zn1 113.54(17) . . ? C36 O31 C32 109.4(2) . . ? O31 C32 C33 110.8(3) . . ? O34 C33 C32 111.4(3) . . ? C33 O34 C35 109.2(2) . . ? O34 C35 C36 109.9(3) . . ? O31 C36 C35 111.3(3) . . ? C46 O41A C42 99.0(4) . . ? C42 O41B C46 107.4(4) . . ? O41B C42 C43 106.7(5) . . ? O41B C42 O41A 65.6(4) . . ? C43 C42 O41A 115.3(4) . . ? O44A C43 C42 105.0(4) . . ? O44A C43 O44B 48.9(4) . . ? C42 C43 O44B 112.9(5) . . ? C45 O44A C43 117.6(5) . . ? C45 O44B C43 105.1(5) . . ? O44A C45 O44B 55.3(4) . . ? O44A C45 C46 107.8(4) . . ? O44B C45 C46 116.7(5) . . ? C45 C46 O41A 117.8(4) . . ? C45 C46 O41B 102.8(4) . . ? O41A C46 O41B 58.9(3) . . ? C52 O51A C53 99.1(4) . . ? C53 O51B C52 90.3(5) . . ? O51A C52 C53 104.1(5) . 3_677 ? O51A C52 O51B 83.7(4) . . ? C53 C52 O51B 90.9(5) 3_677 . ? C52 C53 O51B 91.1(5) 3_677 . ? C52 C53 O51A 102.5(4) 3_677 . ? O51B C53 O51A 83.0(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 Zn1 O1 C1 179.93(16) . . . . ? N12 Zn1 O1 C1 45.3(2) . . . . ? N11 Zn1 O1 C1 -75.82(18) . . . . ? O1 Zn1 O3 C8 -75.84(17) . . . . ? N12 Zn1 O3 C8 70.54(17) . . . . ? N11 Zn1 O3 C8 171.45(16) . . . . ? Zn1 O1 C1 O2 -1.6(3) . . . . ? Zn1 O1 C1 C2 178.52(17) . . . . ? O2 C1 C2 C3 5.8(4) . . . . ? O1 C1 C2 C3 -174.4(2) . . . . ? O2 C1 C2 C7 -173.9(2) . . . . ? O1 C1 C2 C7 6.0(4) . . . . ? C7 C2 C3 C4 0.0(4) . . . . ? C1 C2 C3 C4 -179.6(2) . . . . ? C2 C3 C4 C5 1.2(4) . . . . ? C2 C3 C4 C8 -177.2(2) . . . 4_675 ? C3 C4 C5 C6 -0.5(4) . . . . ? C8 C4 C5 C6 177.9(2) 4_675 . . . ? C4 C5 C6 C7 -1.3(4) . . . . ? C3 C2 C7 C6 -1.8(4) . . . . ? C1 C2 C7 C6 177.8(2) . . . . ? C5 C6 C7 C2 2.5(4) . . . . ? Zn1 O3 C8 O4 1.5(3) . . . . ? Zn1 O3 C8 C4 -177.71(16) . . . 4_576 ? O1 Zn1 N11 C11 47.1(2) . . . . ? O3 Zn1 N11 C11 161.1(2) . . . . ? N12 Zn1 N11 C11 -92.4(2) . . . . ? O1 Zn1 N11 C15 -131.20(19) . . . . ? O3 Zn1 N11 C15 -17.2(2) . . . . ? N12 Zn1 N11 C15 89.3(2) . . . . ? C15 N11 C11 C12 2.2(4) . . . . ? Zn1 N11 C11 C12 -176.2(2) . . . . ? N11 C11 C12 C13 0.0(4) . . . . ? C11 C12 C13 C14 -2.7(4) . . . . ? C11 C12 C13 C16 175.2(3) . . . . ? C12 C13 C14 C15 3.2(4) . . . . ? C16 C13 C14 C15 -174.8(2) . . . . ? C11 N11 C15 C14 -1.6(4) . . . . ? Zn1 N11 C15 C14 176.8(2) . . . . ? C13 C14 C15 N11 -1.1(4) . . . . ? C12 C13 C16 C17 -119.9(3) . . . . ? C14 C13 C16 C17 57.9(3) . . . . ? C13 C16 C17 C18 168.4(2) . . . 2_546 ? C22 C18 C19 C20 -3.2(4) . . . . ? C17 C18 C19 C20 173.1(2) 2_556 . . . ? C18 C19 C20 N12 2.4(4) . . . . ? C19 C18 C22 C21 1.6(4) . . . . ? C17 C18 C22 C21 -174.8(3) 2_556 . . . ? N12 C21 C22 C18 1.2(5) . . . . ? C19 C20 N12 C21 0.4(4) . . . . ? C19 C20 N12 Zn1 -166.84(19) . . . . ? C22 C21 N12 C20 -2.2(4) . . . . ? C22 C21 N12 Zn1 166.9(2) . . . . ? O1 Zn1 N12 C20 -21.0(3) . . . . ? O3 Zn1 N12 C20 -157.2(2) . . . . ? N11 Zn1 N12 C20 104.0(2) . . . . ? O1 Zn1 N12 C21 171.41(17) . . . . ? O3 Zn1 N12 C21 35.2(2) . . . . ? N11 Zn1 N12 C21 -63.64(19) . . . . ? C36 O31 C32 C33 -57.1(4) . . . . ? O31 C32 C33 O34 57.6(4) . . . . ? C32 C33 O34 C35 -57.2(4) . . . . ? C33 O34 C35 C36 57.3(4) . . . . ? C32 O31 C36 C35 58.4(4) . . . . ? O34 C35 C36 O31 -59.2(4) . . . . ? C46 O41B C42 C43 -70.6(5) . . . . ? C46 O41B C42 O41A 40.1(4) . . . . ? C46 O41A C42 O41B -43.0(4) . . . . ? C46 O41A C42 C43 54.7(5) . . . . ? O41B C42 C43 O44A 13.4(6) . . . . ? O41A C42 C43 O44A -57.0(6) . . . . ? O41B C42 C43 O44B 64.7(7) . . . . ? O41A C42 C43 O44B -5.7(7) . . . . ? C42 C43 O44A C45 59.9(7) . . . . ? O44B C43 O44A C45 -47.6(6) . . . . ? O44A C43 O44B C45 39.9(5) . . . . ? C42 C43 O44B C45 -50.4(9) . . . . ? C43 O44A C45 O44B 50.3(6) . . . . ? C43 O44A C45 C46 -60.2(8) . . . . ? C43 O44B C45 O44A -40.1(5) . . . . ? C43 O44B C45 C46 53.7(9) . . . . ? O44A C45 C46 O41A 60.6(8) . . . . ? O44B C45 C46 O41A 1.2(9) . . . . ? O44A C45 C46 O41B -0.8(7) . . . . ? O44B C45 C46 O41B -60.2(7) . . . . ? C42 O41A C46 C45 -55.3(6) . . . . ? C42 O41A C46 O41B 33.2(3) . . . . ? C42 O41B C46 C45 69.0(6) . . . . ? C42 O41B C46 O41A -46.0(5) . . . . ? C53 O51A C52 C53 -74.5(6) . . . 3_677 ? C53 O51A C52 O51B 14.8(4) . . . . ? C53 O51B C52 O51A -15.2(5) . . . . ? C53 O51B C52 C53 88.9(5) . . . 3_677 ? C52 O51B C53 C52 -89.1(5) . . . 3_677 ? C52 O51B C53 O51A 13.4(4) . . . . ? C52 O51A C53 C52 73.2(6) . . . 3_677 ? C52 O51A C53 O51B -16.4(5) . . . . ? _diffrn_measured_fraction_theta_max 0.906 _diffrn_reflns_theta_full 28.80 _diffrn_measured_fraction_theta_full 0.906 _refine_diff_density_max 0.780 _refine_diff_density_min -0.328 _refine_diff_density_rms 0.069 data_2a _database_code_CSD 153768 _audit_creation_method SHELXL-97 _chemical_name_systematic ; [1,3-benzenedicarboxylate-1,2-bis(4-pyridyl)ethane-zinc(II)] dichloromethane solvate ; _chemical_name_common ? _chemical_melting_point 300 _chemical_formula_moiety ? _chemical_formula_sum 'C10.50 H9 Cl N O2 Zn0.50' _chemical_formula_weight 249.32 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' 'Cl' 'Cl' 0.1484 0.1585 '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 n n a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' 'x, -y+1/2, -z+1/2' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' '-x, y-1/2, z-1/2' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.0200(10) _cell_length_b 15.1945(15) _cell_length_c 13.6885(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2084.1(4) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.589 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 1.466 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11306 _diffrn_reflns_av_R_equivalents 0.0304 _diffrn_reflns_av_sigmaI/netI 0.0190 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 26.40 _reflns_number_total 2151 _reflns_number_gt 1934 _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^)+(0.0508P)^2^+4.0320P] 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 2151 _refine_ls_number_parameters 138 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0483 _refine_ls_R_factor_gt 0.0444 _refine_ls_wR_factor_ref 0.1167 _refine_ls_wR_factor_gt 0.1146 _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_restrained_S_all 1.106 _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 0.07481(5) 0.2500 0.7500 0.02281(17) Uani 1 2 d S . . O1 O -0.0055(2) 0.33157(16) 0.84924(17) 0.0393(6) Uani 1 1 d . . . O2 O -0.0852(3) 0.3782(2) 0.7132(2) 0.0541(7) Uani 1 1 d . . . C1 C -0.0737(3) 0.3789(2) 0.8043(2) 0.0340(7) Uani 1 1 d . . . C2 C -0.1652(3) 0.4435(2) 0.8589(2) 0.0322(7) Uani 1 1 d . . . C3 C -0.1644(4) 0.4445(3) 0.9603(3) 0.0491(10) Uani 1 1 d . . . H3 H -0.1052 0.4071 0.9953 0.059 Uiso 1 1 calc R . . C4 C -0.2500 0.5000 1.0105(4) 0.065(2) Uani 1 2 d S . . H4 H -0.2500 0.5000 1.0799 0.079 Uiso 1 2 calc SR . . C5 C -0.2500 0.5000 0.8094(3) 0.0312(9) Uani 1 2 d S . . H5 H -0.2500 0.5000 0.7400 0.037 Uiso 1 2 calc SR . . N11 N 0.2153(2) 0.31454(15) 0.66688(17) 0.0236(5) Uani 1 1 d . . . C11 C 0.2883(3) 0.37770(19) 0.7089(2) 0.0302(7) Uani 1 1 d . . . H11 H 0.2708 0.3919 0.7753 0.036 Uiso 1 1 calc R . . C12 C 0.3870(3) 0.4229(2) 0.6613(2) 0.0320(7) Uani 1 1 d . . . H12 H 0.4360 0.4675 0.6941 0.038 Uiso 1 1 calc R . . C13 C 0.4146(3) 0.40292(19) 0.5647(2) 0.0283(7) Uani 1 1 d . . . C14 C 0.3406(3) 0.3372(2) 0.5211(2) 0.0289(6) Uani 1 1 d . . . H14 H 0.3571 0.3214 0.4550 0.035 Uiso 1 1 calc R . . C15 C 0.2427(3) 0.29463(19) 0.5737(2) 0.0271(6) Uani 1 1 d . . . H15 H 0.1928 0.2494 0.5427 0.033 Uiso 1 1 calc R . . C16 C 0.5220(3) 0.45250(18) 0.5104(3) 0.0335(7) Uani 1 1 d . . . H16B H 0.5414 0.4222 0.4479 0.040 Uiso 1 1 calc R . . H16A H 0.6048 0.4531 0.5498 0.040 Uiso 1 1 calc R . . C31 C 0.6490(7) 0.2500 0.7500 0.125(5) Uani 1 2 d S . . H31B H 0.7077 0.2971 0.7243 0.150 Uiso 0.50 1 calc PR . . H31A H 0.7077 0.2029 0.7757 0.150 Uiso 0.50 1 calc PR . . Cl32 Cl 0.56110(12) 0.20750(9) 0.65401(9) 0.0633(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0261(3) 0.0221(3) 0.0202(3) 0.00399(17) 0.000 0.000 O1 0.0445(14) 0.0391(13) 0.0343(12) -0.0072(11) 0.0103(11) 0.0030(11) O2 0.0489(16) 0.078(2) 0.0351(14) -0.0167(15) 0.0013(12) 0.0169(15) C1 0.0473(19) 0.0239(15) 0.0307(17) -0.0090(13) 0.0136(15) -0.0125(14) C2 0.0373(17) 0.0271(15) 0.0322(16) -0.0008(13) -0.0003(14) 0.0003(13) C3 0.068(3) 0.047(2) 0.0323(18) 0.0012(16) -0.0023(18) 0.026(2) C4 0.107(5) 0.065(4) 0.024(2) 0.000 0.000 0.047(4) C5 0.033(2) 0.033(2) 0.028(2) 0.000 0.000 -0.0026(18) N11 0.0298(13) 0.0196(11) 0.0215(11) 0.0054(9) 0.0004(9) 0.0032(10) C11 0.0419(17) 0.0238(14) 0.0248(15) -0.0019(12) 0.0070(13) -0.0014(13) C12 0.0387(17) 0.0215(14) 0.0359(17) -0.0035(13) 0.0056(14) -0.0051(13) C13 0.0322(15) 0.0197(13) 0.0330(16) 0.0086(12) 0.0099(13) 0.0070(12) C14 0.0362(16) 0.0301(15) 0.0206(14) 0.0039(12) 0.0039(12) 0.0048(13) C15 0.0308(15) 0.0270(14) 0.0235(14) 0.0037(12) -0.0017(12) 0.0013(12) C16 0.0336(16) 0.0237(15) 0.0431(19) 0.0086(14) 0.0160(14) 0.0046(13) C31 0.029(3) 0.192(12) 0.153(10) -0.056(8) 0.000 0.000 Cl32 0.0609(7) 0.0720(8) 0.0569(7) 0.0157(6) 0.0090(5) 0.0181(6) _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 2.007(2) 3_556 ? Zn1 O1 2.007(2) . ? Zn1 N11 2.059(2) . ? Zn1 N11 2.059(2) 3_556 ? Zn1 C1 2.570(3) 3_556 ? Zn1 C1 2.570(3) . ? O1 C1 1.167(4) . ? O2 C1 1.252(4) . ? C1 C2 1.537(4) . ? C2 C5 1.384(4) . ? C2 C3 1.389(5) . ? C3 C4 1.386(4) . ? C4 C3 1.386(4) 2_465 ? C5 C2 1.384(4) 2_465 ? N11 C11 1.337(4) . ? N11 C15 1.339(4) . ? C11 C12 1.370(4) . ? C12 C13 1.384(4) . ? C13 C14 1.379(4) . ? C13 C16 1.510(4) . ? C14 C15 1.378(4) . ? C16 C16 1.536(6) 5_666 ? C31 Cl32 1.709(4) . ? C31 Cl32 1.709(4) 3_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O1 132.71(15) 3_556 . ? O1 Zn1 N11 101.21(10) 3_556 . ? O1 Zn1 N11 110.74(10) . . ? O1 Zn1 N11 110.74(10) 3_556 3_556 ? O1 Zn1 N11 101.21(10) . 3_556 ? N11 Zn1 N11 93.72(13) . 3_556 ? O1 Zn1 C1 26.03(10) 3_556 3_556 ? O1 Zn1 C1 115.72(11) . 3_556 ? N11 Zn1 C1 126.82(10) . 3_556 ? N11 Zn1 C1 101.11(9) 3_556 3_556 ? O1 Zn1 C1 115.72(11) 3_556 . ? O1 Zn1 C1 26.03(10) . . ? N11 Zn1 C1 101.11(9) . . ? N11 Zn1 C1 126.82(10) 3_556 . ? C1 Zn1 C1 109.21(14) 3_556 . ? C1 O1 Zn1 105.0(2) . . ? O1 C1 O2 125.0(3) . . ? O1 C1 C2 119.1(3) . . ? O2 C1 C2 115.8(3) . . ? O1 C1 Zn1 48.99(16) . . ? O2 C1 Zn1 76.04(19) . . ? C2 C1 Zn1 166.6(2) . . ? C5 C2 C3 119.1(3) . . ? C5 C2 C1 121.6(3) . . ? C3 C2 C1 119.3(3) . . ? C4 C3 C2 119.9(4) . . ? C3 C4 C3 120.6(5) 2_465 . ? C2 C5 C2 121.5(4) 2_465 . ? C11 N11 C15 117.4(3) . . ? C11 N11 Zn1 118.54(19) . . ? C15 N11 Zn1 124.0(2) . . ? N11 C11 C12 123.3(3) . . ? C11 C12 C13 119.3(3) . . ? C14 C13 C12 117.7(3) . . ? C14 C13 C16 122.1(3) . . ? C12 C13 C16 120.2(3) . . ? C15 C14 C13 119.7(3) . . ? N11 C15 C14 122.5(3) . . ? C13 C16 C16 110.8(3) . 5_666 ? Cl32 C31 Cl32 117.9(4) . 3_556 ? 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 O1 C1 -57.0(2) 3_556 . . . ? N11 Zn1 O1 C1 72.2(2) . . . . ? N11 Zn1 O1 C1 170.6(2) 3_556 . . . ? C1 Zn1 O1 C1 -81.1(3) 3_556 . . . ? Zn1 O1 C1 O2 -2.9(4) . . . . ? Zn1 O1 C1 C2 172.5(2) . . . . ? O1 Zn1 C1 O1 136.8(2) 3_556 . . . ? N11 Zn1 C1 O1 -114.8(2) . . . . ? N11 Zn1 C1 O1 -11.6(3) 3_556 . . . ? C1 Zn1 C1 O1 109.5(2) 3_556 . . . ? O1 Zn1 C1 O2 -45.7(2) 3_556 . . . ? O1 Zn1 C1 O2 177.5(3) . . . . ? N11 Zn1 C1 O2 62.7(2) . . . . ? N11 Zn1 C1 O2 165.95(19) 3_556 . . . ? C1 Zn1 C1 O2 -73.0(2) 3_556 . . . ? O1 Zn1 C1 C2 107.3(10) 3_556 . . . ? O1 Zn1 C1 C2 -29.6(9) . . . . ? N11 Zn1 C1 C2 -144.4(10) . . . . ? N11 Zn1 C1 C2 -41.1(10) 3_556 . . . ? C1 Zn1 C1 C2 79.9(10) 3_556 . . . ? O1 C1 C2 C5 -178.8(3) . . . . ? O2 C1 C2 C5 -2.9(4) . . . . ? Zn1 C1 C2 C5 -153.5(8) . . . . ? O1 C1 C2 C3 0.3(5) . . . . ? O2 C1 C2 C3 176.1(4) . . . . ? Zn1 C1 C2 C3 25.5(12) . . . . ? C5 C2 C3 C4 1.5(5) . . . . ? C1 C2 C3 C4 -177.6(3) . . . . ? C2 C3 C4 C3 -0.8(3) . . . 2_465 ? C3 C2 C5 C2 -0.8(3) . . . 2_465 ? C1 C2 C5 C2 178.3(3) . . . 2_465 ? O1 Zn1 N11 C11 178.1(2) 3_556 . . . ? O1 Zn1 N11 C11 33.6(2) . . . . ? N11 Zn1 N11 C11 -69.9(2) 3_556 . . . ? C1 Zn1 N11 C11 -176.8(2) 3_556 . . . ? C1 Zn1 N11 C11 58.8(2) . . . . ? O1 Zn1 N11 C15 -5.0(2) 3_556 . . . ? O1 Zn1 N11 C15 -149.5(2) . . . . ? N11 Zn1 N11 C15 107.0(2) 3_556 . . . ? C1 Zn1 N11 C15 0.2(3) 3_556 . . . ? C1 Zn1 N11 C15 -124.3(2) . . . . ? C15 N11 C11 C12 0.9(4) . . . . ? Zn1 N11 C11 C12 178.0(2) . . . . ? N11 C11 C12 C13 -0.3(5) . . . . ? C11 C12 C13 C14 -0.4(5) . . . . ? C11 C12 C13 C16 179.4(3) . . . . ? C12 C13 C14 C15 0.4(4) . . . . ? C16 C13 C14 C15 -179.3(3) . . . . ? C11 N11 C15 C14 -0.8(4) . . . . ? Zn1 N11 C15 C14 -177.8(2) . . . . ? C13 C14 C15 N11 0.1(5) . . . . ? C14 C13 C16 C16 109.0(4) . . . 5_666 ? C12 C13 C16 C16 -70.8(5) . . . 5_666 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.40 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.721 _refine_diff_density_min -0.579 _refine_diff_density_rms 0.083 data_2b _database_code_CSD 153769 _audit_creation_method SHELXL-97 _chemical_name_systematic ; [1,3-benzenedicarboxylate-1,2-bis(4-pyridyl)ethane-zinc(II)] methanol solvate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10.50 H9.50 N O2.50 Zn0.50' _chemical_formula_weight 222.38 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 n n a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' 'x, -y+1/2, -z+1/2' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' '-x, y-1/2, z-1/2' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.676(3) _cell_length_b 15.470(5) _cell_length_c 13.547(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2027.9(12) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.457 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 916 _exptl_absorpt_coefficient_mu 1.246 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4419 _diffrn_reflns_av_R_equivalents 0.0659 _diffrn_reflns_av_sigmaI/netI 0.1354 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 2.59 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1737 _reflns_number_gt 847 _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^)+(0.0417P)^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 1737 _refine_ls_number_parameters 131 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1072 _refine_ls_R_factor_gt 0.0505 _refine_ls_wR_factor_ref 0.1146 _refine_ls_wR_factor_gt 0.1032 _refine_ls_goodness_of_fit_ref 0.805 _refine_ls_restrained_S_all 0.805 _refine_ls_shift/su_max 0.214 _refine_ls_shift/su_mean 0.006 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 0.06926(9) 0.7500 0.7500 0.0298(3) Uani 1 2 d S . . O1 O -0.0052(4) 0.6732(2) 0.8552(3) 0.0437(11) Uani 1 1 d . . . O2 O -0.0938(5) 0.6282(3) 0.7156(3) 0.0550(15) Uani 1 1 d . . . C1 C -0.0859(6) 0.6233(4) 0.8066(5) 0.0374(16) Uani 1 1 d . . . C2 C -0.1682(6) 0.5590(3) 0.8624(4) 0.0325(15) Uani 1 1 d . . . C3 C -0.1682(7) 0.5591(4) 0.9644(4) 0.059(2) Uani 1 1 d . . . H3 H -0.1126 0.5993 0.9995 0.071 Uiso 1 1 calc R . . C4 C -0.2500 0.5000 1.0157(7) 0.081(4) Uani 1 2 d S . . H4 H -0.2500 0.5000 1.0858 0.097 Uiso 1 2 calc SR . . C5 C -0.2500 0.5000 0.8139(6) 0.035(2) Uani 1 2 d S . . H5 H -0.2500 0.5000 0.7438 0.043 Uiso 1 2 calc SR . . N11 N 0.2172(5) 0.6852(3) 0.6697(3) 0.0285(11) Uani 1 1 d . . . C11 C 0.2523(6) 0.7048(3) 0.5764(4) 0.0330(15) Uani 1 1 d . . . H11 H 0.2040 0.7499 0.5436 0.040 Uiso 1 1 calc R . . C12 C 0.3562(6) 0.6619(4) 0.5267(4) 0.0400(16) Uani 1 1 d . . . H12 H 0.3791 0.6785 0.4612 0.048 Uiso 1 1 calc R . . C13 C 0.4260(6) 0.5959(3) 0.5709(4) 0.0384(15) Uani 1 1 d . . . C14 C 0.3916(6) 0.5765(4) 0.6669(4) 0.0407(17) Uani 1 1 d . . . H14 H 0.4394 0.5319 0.7010 0.049 Uiso 1 1 calc R . . C15 C 0.2880(6) 0.6215(4) 0.7133(4) 0.0374(16) Uani 1 1 d . . . H15 H 0.2657 0.6068 0.7795 0.045 Uiso 1 1 calc R . . C16 C 0.5318(6) 0.5426(3) 0.5171(4) 0.0420(17) Uani 1 1 d . . . H16A H 0.6111 0.5307 0.5613 0.050 Uiso 1 1 calc R . . H16B H 0.5665 0.5751 0.4592 0.050 Uiso 1 1 calc R . . O31 O 0.5976(15) 0.7500 0.7500 0.281(7) Uiso 1 2 d S . . C32 C 0.6630(11) 0.7242(7) 0.6518(9) 0.048(4) Uiso 0.50 1 d P . . H32A H 0.6600 0.7734 0.6063 0.072 Uiso 0.50 1 calc PR . . H32B H 0.6116 0.6756 0.6233 0.072 Uiso 0.50 1 calc PR . . H32C H 0.7593 0.7070 0.6627 0.072 Uiso 0.50 1 calc PR . . 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 0.0372(5) 0.0269(4) 0.0254(5) -0.0040(6) 0.000 0.000 O1 0.054(3) 0.031(2) 0.046(3) -0.002(2) 0.011(2) -0.014(2) O2 0.060(4) 0.073(3) 0.032(3) 0.020(2) 0.004(2) -0.019(3) C1 0.027(4) 0.029(4) 0.056(5) 0.008(3) 0.009(4) 0.005(3) C2 0.037(4) 0.032(3) 0.028(4) 0.001(3) -0.003(3) -0.004(3) C3 0.094(6) 0.050(4) 0.032(4) -0.004(3) -0.003(4) -0.032(4) C4 0.141(11) 0.074(7) 0.028(6) 0.000 0.000 -0.066(8) C5 0.043(6) 0.042(5) 0.021(5) 0.000 0.000 0.000(5) N11 0.031(3) 0.027(3) 0.027(3) -0.008(2) 0.001(2) -0.005(2) C11 0.046(4) 0.025(3) 0.028(4) 0.001(3) -0.001(3) 0.000(3) C12 0.053(4) 0.040(4) 0.027(4) -0.003(3) 0.013(3) -0.002(3) C13 0.043(4) 0.027(3) 0.045(4) -0.008(3) 0.014(4) -0.008(3) C14 0.046(5) 0.024(3) 0.052(4) 0.005(3) 0.005(3) 0.008(3) C15 0.048(4) 0.034(3) 0.030(4) 0.000(3) 0.007(3) 0.006(3) C16 0.041(4) 0.033(3) 0.052(4) -0.006(3) 0.019(3) -0.002(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 1.991(4) . ? Zn1 O1 1.991(4) 3_566 ? Zn1 N11 2.059(4) 3_566 ? Zn1 N11 2.059(4) . ? Zn1 C1 2.585(6) . ? Zn1 C1 2.585(6) 3_566 ? O1 C1 1.279(7) . ? O2 C1 1.238(6) . ? C1 C2 1.482(8) . ? C2 C3 1.382(7) . ? C2 C5 1.375(6) . ? C3 C4 1.394(7) . ? C4 C3 1.394(7) 2_465 ? C5 C2 1.375(6) 2_465 ? N11 C15 1.337(6) . ? N11 C11 1.343(6) . ? C11 C12 1.380(7) . ? C12 C13 1.363(7) . ? C13 C14 1.376(7) . ? C13 C16 1.504(7) . ? C14 C15 1.373(7) . ? C16 C16 1.526(10) 5_666 ? O31 C32 1.526(12) 3_566 ? O31 C32 1.526(12) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zn1 O1 137.6(2) . 3_566 ? O1 Zn1 N11 99.45(18) . 3_566 ? O1 Zn1 N11 109.82(17) 3_566 3_566 ? O1 Zn1 N11 109.82(17) . . ? O1 Zn1 N11 99.45(18) 3_566 . ? N11 Zn1 N11 91.9(2) 3_566 . ? O1 Zn1 C1 28.93(17) . . ? O1 Zn1 C1 117.05(19) 3_566 . ? N11 Zn1 C1 128.0(2) 3_566 . ? N11 Zn1 C1 101.02(18) . . ? O1 Zn1 C1 117.05(19) . 3_566 ? O1 Zn1 C1 28.93(17) 3_566 3_566 ? N11 Zn1 C1 101.02(18) 3_566 3_566 ? N11 Zn1 C1 128.0(2) . 3_566 ? C1 Zn1 C1 109.0(3) . 3_566 ? C1 O1 Zn1 102.2(4) . . ? O2 C1 O1 120.9(6) . . ? O2 C1 C2 121.0(7) . . ? O1 C1 C2 118.0(6) . . ? O2 C1 Zn1 72.2(4) . . ? O1 C1 Zn1 48.8(3) . . ? C2 C1 Zn1 166.6(5) . . ? C3 C2 C5 118.6(6) . . ? C3 C2 C1 120.6(6) . . ? C5 C2 C1 120.7(6) . . ? C2 C3 C4 119.8(7) . . ? C3 C4 C3 120.3(9) 2_465 . ? C2 C5 C2 122.9(7) . 2_465 ? C15 N11 C11 116.9(5) . . ? C15 N11 Zn1 118.8(4) . . ? C11 N11 Zn1 124.2(4) . . ? N11 C11 C12 122.3(5) . . ? C13 C12 C11 120.5(6) . . ? C12 C13 C14 117.3(6) . . ? C12 C13 C16 122.4(5) . . ? C14 C13 C16 120.2(6) . . ? C15 C14 C13 119.9(6) . . ? N11 C15 C14 123.1(5) . . ? C13 C16 C16 110.2(6) . 5_666 ? C32 O31 C32 131.0(15) 3_566 . ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.689 _refine_diff_density_min -0.482 _refine_diff_density_rms 0.079