data_znpno2pno1_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H26 N4 O14 Zn' _chemical_formula_weight 659.86 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Zn' 'Zn' 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.10720(10) _cell_length_b 7.19880(10) _cell_length_c 15.0684(3) _cell_angle_alpha 95.819(2) _cell_angle_beta 91.2100(10) _cell_angle_gamma 116.1620(10) _cell_volume 686.528(19) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'blocks' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.596 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 340 _exptl_absorpt_coefficient_mu 0.974 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 7706 _diffrn_reflns_av_R_equivalents 0.0123 _diffrn_reflns_av_sigmaI/netI 0.0153 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.36 _diffrn_reflns_theta_max 28.29 _reflns_number_total 3144 _reflns_number_gt 3004 _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^)+(0.0401P)^2^+0.1531P] 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 3144 _refine_ls_number_parameters 204 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0260 _refine_ls_R_factor_gt 0.0247 _refine_ls_wR_factor_ref 0.0721 _refine_ls_wR_factor_gt 0.0712 _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_restrained_S_all 1.093 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.5000 0.5000 0.0000 0.03016(8) Uani 1 2 d S . . O1 O 0.41248(15) 0.63224(17) 0.10784(7) 0.0363(2) Uani 1 1 d . . . O2 O 0.70653(18) 0.7892(2) 0.19914(8) 0.0569(3) Uani 1 1 d . . . O3 O -0.1576(3) 0.7131(4) 0.46042(11) 0.0909(6) Uani 1 1 d . . . O4 O 0.0987(2) 0.7626(3) 0.55135(9) 0.0726(4) Uani 1 1 d . . . O5 O 0.40777(18) 0.21333(16) 0.05844(7) 0.0413(2) Uani 1 1 d . . . O6 O 0.80483(15) 0.60334(17) 0.06057(7) 0.0393(2) Uani 1 1 d . . . H6B H 0.8925 0.6670 0.0271 0.047 Uiso 1 1 d R . . H6A H 0.8155 0.6679 0.1082 0.047 Uiso 1 1 d R . . N1 N 0.0211(2) 0.7394(2) 0.47576(9) 0.0478(3) Uani 1 1 d . . . N2 N 0.38310(19) 0.21680(17) 0.14642(8) 0.0339(2) Uani 1 1 d . . . C1 C 0.5135(2) 0.7184(2) 0.18260(9) 0.0334(3) Uani 1 1 d . . . C2 C 0.3832(2) 0.7301(2) 0.25903(9) 0.0307(3) Uani 1 1 d . . . C3 C 0.4713(2) 0.7716(2) 0.34680(10) 0.0378(3) Uani 1 1 d . . . H3 H 0.6113 0.7999 0.3574 0.045 Uiso 1 1 calc R . . C4 C 0.3521(2) 0.7707(2) 0.41771(10) 0.0399(3) Uani 1 1 d . . . H4 H 0.4087 0.7936 0.4763 0.048 Uiso 1 1 calc R . . C5 C 0.1465(2) 0.7352(2) 0.39998(10) 0.0359(3) Uani 1 1 d . . . C6 C 0.0557(2) 0.6981(2) 0.31383(10) 0.0374(3) Uani 1 1 d . . . H6 H -0.0819 0.6779 0.3036 0.045 Uiso 1 1 calc R . . C7 C 0.1751(2) 0.6920(2) 0.24325(9) 0.0347(3) Uani 1 1 d . . . H7 H 0.1158 0.6622 0.1848 0.042 Uiso 1 1 calc R . . C8 C 0.5458(2) 0.2504(3) 0.20325(11) 0.0439(3) Uani 1 1 d . . . H8 H 0.6731 0.2675 0.1813 0.053 Uiso 1 1 calc R . . C9 C 0.5247(3) 0.2594(3) 0.29365(12) 0.0522(4) Uani 1 1 d . . . H9 H 0.6379 0.2838 0.3331 0.063 Uiso 1 1 calc R . . C10 C 0.3355(3) 0.2324(3) 0.32590(12) 0.0523(4) Uani 1 1 d . . . H10 H 0.3202 0.2406 0.3871 0.063 Uiso 1 1 calc R . . C11 C 0.1706(3) 0.1932(3) 0.26630(12) 0.0513(4) Uani 1 1 d . . . H11 H 0.0408 0.1711 0.2869 0.062 Uiso 1 1 calc R . . C12 C 0.1959(2) 0.1864(2) 0.17626(11) 0.0422(3) Uani 1 1 d . . . H12 H 0.0839 0.1609 0.1359 0.051 Uiso 1 1 calc R . . O7 O 0.83984(19) 0.1877(2) 0.02502(9) 0.0477(3) Uani 1 1 d . . . H7A H 0.781(4) 0.254(5) 0.0245(19) 0.084(9) Uiso 1 1 d . . . H7B H 0.761(4) 0.069(4) 0.0031(16) 0.068(7) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.02859(12) 0.04041(13) 0.02290(13) 0.00436(8) 0.00202(8) 0.01657(9) O1 0.0357(5) 0.0497(6) 0.0257(5) -0.0001(4) 0.0018(4) 0.0220(4) O2 0.0320(5) 0.0857(9) 0.0396(7) -0.0089(6) 0.0013(5) 0.0176(6) O3 0.0682(10) 0.185(2) 0.0470(9) 0.0185(10) 0.0178(7) 0.0801(12) O4 0.0713(9) 0.1252(14) 0.0276(7) 0.0054(7) 0.0079(6) 0.0500(9) O5 0.0540(6) 0.0401(5) 0.0268(5) 0.0061(4) 0.0057(4) 0.0178(5) O6 0.0295(5) 0.0532(6) 0.0322(6) 0.0056(4) 0.0021(4) 0.0158(4) N1 0.0509(8) 0.0656(9) 0.0332(8) 0.0069(6) 0.0091(6) 0.0312(7) N2 0.0401(6) 0.0326(5) 0.0275(6) 0.0072(4) 0.0043(5) 0.0140(5) C1 0.0340(6) 0.0366(6) 0.0297(7) 0.0028(5) 0.0021(5) 0.0159(5) C2 0.0330(6) 0.0313(6) 0.0276(7) 0.0012(5) 0.0006(5) 0.0149(5) C3 0.0345(7) 0.0490(8) 0.0314(8) -0.0002(6) -0.0026(5) 0.0211(6) C4 0.0441(8) 0.0520(8) 0.0252(7) 0.0007(6) -0.0039(6) 0.0238(6) C5 0.0417(7) 0.0413(7) 0.0277(7) 0.0042(5) 0.0058(6) 0.0209(6) C6 0.0334(6) 0.0486(8) 0.0326(8) 0.0040(6) 0.0010(5) 0.0206(6) C7 0.0364(7) 0.0427(7) 0.0255(7) 0.0011(5) -0.0024(5) 0.0190(6) C8 0.0385(7) 0.0495(8) 0.0418(9) 0.0111(6) 0.0021(6) 0.0167(6) C9 0.0590(10) 0.0503(9) 0.0376(9) 0.0087(7) -0.0093(8) 0.0153(8) C10 0.0787(12) 0.0438(8) 0.0308(9) 0.0087(6) 0.0109(8) 0.0228(8) C11 0.0588(10) 0.0514(9) 0.0506(11) 0.0174(7) 0.0251(8) 0.0276(8) C12 0.0400(7) 0.0443(8) 0.0432(9) 0.0116(6) 0.0053(6) 0.0182(6) O7 0.0376(6) 0.0461(7) 0.0600(8) 0.0038(5) 0.0076(5) 0.0194(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 2.0456(10) 2_665 ? Zn1 O1 2.0456(10) . ? Zn1 O6 2.1066(10) . ? Zn1 O6 2.1066(10) 2_665 ? Zn1 O5 2.1596(10) 2_665 ? Zn1 O5 2.1596(10) . ? O1 C1 1.2652(17) . ? O2 C1 1.2438(17) . ? O3 N1 1.212(2) . ? O4 N1 1.218(2) . ? O5 N2 1.3400(16) . ? O6 H6B 0.8125 . ? O6 H6A 0.7972 . ? N1 C5 1.470(2) . ? N2 C8 1.341(2) . ? N2 C12 1.345(2) . ? C1 C2 1.5115(19) . ? C2 C7 1.3906(18) . ? C2 C3 1.3965(19) . ? C3 C4 1.376(2) . ? C3 H3 0.9300 . ? C4 C5 1.383(2) . ? C4 H4 0.9300 . ? C5 C6 1.384(2) . ? C6 C7 1.384(2) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.372(3) . ? C8 H8 0.9300 . ? C9 C10 1.378(3) . ? C9 H9 0.9300 . ? C10 C11 1.369(3) . ? C10 H10 0.9300 . ? C11 C12 1.371(2) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? O7 H7A 0.76(3) . ? O7 H7B 0.81(3) . ? 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 180.0 2_665 . ? O1 Zn1 O6 88.21(4) 2_665 . ? O1 Zn1 O6 91.79(4) . . ? O1 Zn1 O6 91.79(4) 2_665 2_665 ? O1 Zn1 O6 88.21(4) . 2_665 ? O6 Zn1 O6 180.0 . 2_665 ? O1 Zn1 O5 91.66(4) 2_665 2_665 ? O1 Zn1 O5 88.34(4) . 2_665 ? O6 Zn1 O5 91.66(4) . 2_665 ? O6 Zn1 O5 88.34(4) 2_665 2_665 ? O1 Zn1 O5 88.34(4) 2_665 . ? O1 Zn1 O5 91.66(4) . . ? O6 Zn1 O5 88.34(4) . . ? O6 Zn1 O5 91.66(4) 2_665 . ? O5 Zn1 O5 180.0 2_665 . ? C1 O1 Zn1 128.82(9) . . ? N2 O5 Zn1 118.37(8) . . ? Zn1 O6 H6B 110.3 . . ? Zn1 O6 H6A 109.6 . . ? H6B O6 H6A 113.9 . . ? O3 N1 O4 122.67(15) . . ? O3 N1 C5 118.66(14) . . ? O4 N1 C5 118.63(14) . . ? O5 N2 C8 119.34(13) . . ? O5 N2 C12 119.55(13) . . ? C8 N2 C12 121.11(14) . . ? O2 C1 O1 126.45(13) . . ? O2 C1 C2 117.68(13) . . ? O1 C1 C2 115.86(12) . . ? C7 C2 C3 119.73(13) . . ? C7 C2 C1 120.94(12) . . ? C3 C2 C1 119.27(12) . . ? C4 C3 C2 120.40(13) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C3 C4 C5 118.56(13) . . ? C3 C4 H4 120.7 . . ? C5 C4 H4 120.7 . . ? C4 C5 C6 122.52(14) . . ? C4 C5 N1 118.50(13) . . ? C6 C5 N1 118.98(13) . . ? C7 C6 C5 118.25(13) . . ? C7 C6 H6 120.9 . . ? C5 C6 H6 120.9 . . ? C6 C7 C2 120.48(13) . . ? C6 C7 H7 119.8 . . ? C2 C7 H7 119.8 . . ? N2 C8 C9 120.07(16) . . ? N2 C8 H8 120.0 . . ? C9 C8 H8 120.0 . . ? C8 C9 C10 119.85(16) . . ? C8 C9 H9 120.1 . . ? C10 C9 H9 120.1 . . ? C11 C10 C9 118.85(16) . . ? C11 C10 H10 120.6 . . ? C9 C10 H10 120.6 . . ? C10 C11 C12 120.22(17) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? N2 C12 C11 119.87(15) . . ? N2 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? H7A O7 H7B 108(3) . . ? _diffrn_measured_fraction_theta_max 0.920 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 0.920 _refine_diff_density_max 0.345 _refine_diff_density_min -0.250 _refine_diff_density_rms 0.046