# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm #TrackingRef '- Zn.txt' _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Wei-Guang, Zhang' _publ_contact_author_email zhengsr@scnu.edu.cn _publ_section_title ; Spontaneous resolution of a coordination polymer with intrinsic chiral topology containing five-coordinate Zn(II) ions and imidazole-based dicarboxylic ligands in axially chiral conformation ; loop_ _publ_author_name 'Song-Liang Cai' 'Sheng-Run Zheng' 'Jing-Bo Tan' 'Jun Fan' ; Wei-Guang Zhang ; data_Zn1a _database_code_depnum_ccdc_archive 'CCDC 871833' #TrackingRef '- Zn.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H5 N3 O4 Zn' _chemical_formula_weight 296.54 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 'P2(1)2(1)2(1) ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.652(5) _cell_length_b 10.704(5) _cell_length_c 11.159(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1152.9(10) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2536 _cell_measurement_theta_min 2.64 _cell_measurement_theta_max 26.30 _exptl_crystal_description block _exptl_crystal_colour clorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.708 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 592 _exptl_absorpt_coefficient_mu 2.140 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5662 _exptl_absorpt_correction_T_max 0.6742 _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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 6136 _diffrn_reflns_av_R_equivalents 0.0397 _diffrn_reflns_av_sigmaI/netI 0.0504 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.64 _diffrn_reflns_theta_max 25.99 _reflns_number_total 2241 _reflns_number_gt 1854 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0476P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.02(2) _refine_ls_number_reflns 2241 _refine_ls_number_parameters 166 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0501 _refine_ls_R_factor_gt 0.0361 _refine_ls_wR_factor_ref 0.0908 _refine_ls_wR_factor_gt 0.0833 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.013 _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 0.85575(5) 0.88290(5) 0.68295(4) 0.04696(17) Uani 1 1 d . . . C8 C 0.4272(6) 0.9375(8) 0.6308(5) 0.107(3) Uani 1 1 d U . . H8A H 0.3524 0.9544 0.6807 0.129 Uiso 1 1 calc R . . O4 O 0.5401(3) 1.0972(3) 0.0145(2) 0.0517(8) Uani 1 1 d . . . N3 N 0.6654(4) 0.9027(3) 0.6092(3) 0.0473(9) Uani 1 1 d . . . O3 O 0.4051(3) 0.9594(3) -0.0810(2) 0.0561(9) Uani 1 1 d . . . C10 C 0.6464(4) 0.8891(4) 0.4909(3) 0.0406(9) Uani 1 1 d . . . H10A H 0.7228 0.8725 0.4427 0.049 Uiso 1 1 calc R . . C5 C 0.4945(4) 0.8820(4) 0.3078(3) 0.0413(9) Uani 1 1 d . . . C6 C 0.5175(4) 0.8990(4) 0.4382(3) 0.0444(10) Uani 1 1 d . . . O2 O 0.2924(4) 0.7519(4) -0.0357(3) 0.0652(10) Uani 1 1 d . . . C3 C 0.4660(4) 0.9205(4) 0.1202(3) 0.0405(10) Uani 1 1 d . . . C1 C 0.3145(5) 0.7243(5) 0.0752(4) 0.0507(12) Uani 1 1 d . . . C2 C 0.3984(4) 0.8124(4) 0.1473(3) 0.0414(10) Uani 1 1 d . . . C4 C 0.4726(5) 0.9983(5) 0.0101(3) 0.0469(11) Uani 1 1 d . . . C9 C 0.5568(5) 0.9274(6) 0.6773(4) 0.0780(18) Uani 1 1 d . . . H9A H 0.5694 0.9383 0.7593 0.094 Uiso 1 1 calc R . . O1 O 0.2691(3) 0.6287(4) 0.1243(3) 0.0560(8) Uani 1 1 d . . . N2 N 0.5279(4) 0.9654(3) 0.2223(3) 0.0429(8) Uani 1 1 d . . . N1 N 0.4169(4) 0.7865(3) 0.2656(3) 0.0415(8) Uani 1 1 d . . . C7 C 0.4070(6) 0.9227(7) 0.5105(4) 0.085(2) Uani 1 1 d . . . H7A H 0.3184 0.9287 0.4783 0.102 Uiso 1 1 calc R . . H2 H 0.337(7) 0.843(7) -0.068(6) 0.127 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 0.0536(3) 0.0552(3) 0.0321(2) 0.0008(2) -0.0044(2) -0.0016(3) C8 0.064(4) 0.221(9) 0.038(3) -0.022(4) 0.009(3) 0.049(5) O4 0.066(2) 0.060(2) 0.0295(15) 0.0031(14) -0.0009(13) -0.0046(18) N3 0.054(2) 0.059(2) 0.0285(17) 0.0006(15) -0.0007(15) 0.008(2) O3 0.062(2) 0.079(2) 0.0269(15) 0.0034(15) -0.0052(14) -0.0035(17) C10 0.049(2) 0.051(2) 0.0224(16) -0.0017(16) -0.0008(18) 0.006(3) C5 0.042(2) 0.054(2) 0.0284(18) 0.006(2) 0.0008(17) 0.006(2) C6 0.046(2) 0.062(3) 0.0252(19) 0.000(2) 0.0006(18) 0.003(2) O2 0.087(3) 0.080(3) 0.0288(17) -0.0041(17) -0.0098(16) -0.015(2) C3 0.041(2) 0.056(3) 0.025(2) -0.0051(17) -0.0002(17) 0.008(2) C1 0.054(3) 0.064(3) 0.035(2) -0.008(2) -0.002(2) 0.001(2) C2 0.045(3) 0.052(3) 0.027(2) -0.0035(18) -0.0028(17) 0.004(2) C4 0.055(3) 0.065(3) 0.021(2) -0.0015(19) 0.0020(19) 0.004(2) C9 0.059(3) 0.147(6) 0.028(2) -0.007(3) -0.004(2) 0.025(3) O1 0.064(2) 0.062(2) 0.0418(16) -0.0010(17) -0.0028(15) -0.0095(18) N2 0.050(2) 0.056(2) 0.0232(16) 0.0008(15) 0.0004(14) -0.0025(18) N1 0.050(2) 0.053(2) 0.0218(15) 0.0008(15) -0.0039(15) -0.0015(17) C7 0.054(3) 0.163(7) 0.037(3) -0.008(3) -0.005(2) 0.037(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 N1 1.992(4) 4_566 ? Zn1 N2 2.023(4) 2_675 ? Zn1 N3 2.024(4) . ? Zn1 O4 2.142(3) 2_675 ? Zn1 O1 2.311(3) 4_566 ? C8 C9 1.358(8) . ? C8 C7 1.365(7) . ? O4 C4 1.244(6) . ? O4 Zn1 2.142(3) 2_674 ? N3 C9 1.322(6) . ? N3 C10 1.340(4) . ? O3 C4 1.277(5) . ? C10 C6 1.381(6) . ? C5 N2 1.345(5) . ? C5 N1 1.351(5) . ? C5 C6 1.483(5) . ? C6 C7 1.362(6) . ? O2 C1 1.290(5) . ? C3 C2 1.362(6) . ? C3 N2 1.374(5) . ? C3 C4 1.485(6) . ? C1 O1 1.240(6) . ? C1 C2 1.481(6) . ? C2 N1 1.360(5) . ? O1 Zn1 2.311(3) 4_466 ? N2 Zn1 2.023(4) 2_674 ? N1 Zn1 1.992(4) 4_466 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Zn1 N2 120.25(14) 4_566 2_675 ? N1 Zn1 N3 118.78(14) 4_566 . ? N2 Zn1 N3 120.55(15) 2_675 . ? N1 Zn1 O4 101.80(13) 4_566 2_675 ? N2 Zn1 O4 81.38(13) 2_675 2_675 ? N3 Zn1 O4 93.37(13) . 2_675 ? N1 Zn1 O1 77.87(13) 4_566 4_566 ? N2 Zn1 O1 92.40(13) 2_675 4_566 ? N3 Zn1 O1 93.19(13) . 4_566 ? O4 Zn1 O1 172.64(12) 2_675 4_566 ? C9 C8 C7 119.9(5) . . ? C4 O4 Zn1 111.4(3) . 2_674 ? C9 N3 C10 118.6(4) . . ? C9 N3 Zn1 120.5(3) . . ? C10 N3 Zn1 120.9(3) . . ? N3 C10 C6 122.3(4) . . ? N2 C5 N1 112.8(3) . . ? N2 C5 C6 125.3(4) . . ? N1 C5 C6 121.2(4) . . ? C7 C6 C10 117.9(4) . . ? C7 C6 C5 119.1(4) . . ? C10 C6 C5 123.0(4) . . ? C2 C3 N2 108.7(4) . . ? C2 C3 C4 132.9(4) . . ? N2 C3 C4 118.1(4) . . ? O1 C1 O2 123.7(4) . . ? O1 C1 C2 118.6(4) . . ? O2 C1 C2 117.7(4) . . ? N1 C2 C3 109.0(4) . . ? N1 C2 C1 118.0(4) . . ? C3 C2 C1 133.0(4) . . ? O4 C4 O3 125.2(4) . . ? O4 C4 C3 117.8(4) . . ? O3 C4 C3 117.0(4) . . ? N3 C9 C8 121.7(4) . . ? C1 O1 Zn1 109.1(3) . 4_466 ? C5 N2 C3 104.6(3) . . ? C5 N2 Zn1 145.1(3) . 2_674 ? C3 N2 Zn1 110.0(3) . 2_674 ? C5 N1 C2 104.9(3) . . ? C5 N1 Zn1 138.8(3) . 4_466 ? C2 N1 Zn1 115.2(3) . 4_466 ? C8 C7 C6 119.5(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Zn1 N3 C9 90.6(4) 4_566 . . . ? N2 Zn1 N3 C9 -82.0(4) 2_675 . . . ? O4 Zn1 N3 C9 -164.0(4) 2_675 . . . ? O1 Zn1 N3 C9 12.7(4) 4_566 . . . ? N1 Zn1 N3 C10 -88.4(3) 4_566 . . . ? N2 Zn1 N3 C10 99.0(3) 2_675 . . . ? O4 Zn1 N3 C10 17.0(3) 2_675 . . . ? O1 Zn1 N3 C10 -166.3(3) 4_566 . . . ? C9 N3 C10 C6 -0.6(7) . . . . ? Zn1 N3 C10 C6 178.4(3) . . . . ? N3 C10 C6 C7 -0.4(7) . . . . ? N3 C10 C6 C5 -178.9(4) . . . . ? N2 C5 C6 C7 106.6(6) . . . . ? N1 C5 C6 C7 -63.1(6) . . . . ? N2 C5 C6 C10 -74.9(6) . . . . ? N1 C5 C6 C10 115.4(5) . . . . ? N2 C3 C2 N1 -0.5(5) . . . . ? C4 C3 C2 N1 -174.2(4) . . . . ? N2 C3 C2 C1 179.7(4) . . . . ? C4 C3 C2 C1 6.0(8) . . . . ? O1 C1 C2 N1 -2.6(6) . . . . ? O2 C1 C2 N1 177.2(4) . . . . ? O1 C1 C2 C3 177.2(5) . . . . ? O2 C1 C2 C3 -3.0(8) . . . . ? Zn1 O4 C4 O3 -176.9(4) 2_674 . . . ? Zn1 O4 C4 C3 5.0(5) 2_674 . . . ? C2 C3 C4 O4 176.8(4) . . . . ? N2 C3 C4 O4 3.6(6) . . . . ? C2 C3 C4 O3 -1.4(7) . . . . ? N2 C3 C4 O3 -174.6(4) . . . . ? C10 N3 C9 C8 1.0(9) . . . . ? Zn1 N3 C9 C8 -178.0(6) . . . . ? C7 C8 C9 N3 -0.4(12) . . . . ? O2 C1 O1 Zn1 174.9(4) . . . 4_466 ? C2 C1 O1 Zn1 -5.3(5) . . . 4_466 ? N1 C5 N2 C3 0.8(5) . . . . ? C6 C5 N2 C3 -169.6(4) . . . . ? N1 C5 N2 Zn1 -170.8(4) . . . 2_674 ? C6 C5 N2 Zn1 18.8(8) . . . 2_674 ? C2 C3 N2 C5 -0.2(4) . . . . ? C4 C3 N2 C5 174.6(4) . . . . ? C2 C3 N2 Zn1 174.7(3) . . . 2_674 ? C4 C3 N2 Zn1 -10.5(5) . . . 2_674 ? N2 C5 N1 C2 -1.1(5) . . . . ? C6 C5 N1 C2 169.7(4) . . . . ? N2 C5 N1 Zn1 165.5(3) . . . 4_466 ? C6 C5 N1 Zn1 -23.7(6) . . . 4_466 ? C3 C2 N1 C5 0.9(5) . . . . ? C1 C2 N1 C5 -179.2(4) . . . . ? C3 C2 N1 Zn1 -169.3(3) . . . 4_466 ? C1 C2 N1 Zn1 10.6(5) . . . 4_466 ? C9 C8 C7 C6 -0.6(12) . . . . ? C10 C6 C7 C8 0.9(9) . . . . ? C5 C6 C7 C8 179.5(7) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.588 _refine_diff_density_min -0.252 _refine_diff_density_rms 0.064 ########################################################################################## data_Zn1b _database_code_depnum_ccdc_archive 'CCDC 871834' #TrackingRef '- Zn.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H5 N3 O4 Zn' _chemical_formula_weight 296.54 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 'P2(1)2(1)2(1) ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.641(2) _cell_length_b 10.711(2) _cell_length_c 11.172(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1153.5(5) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1670 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 21.45 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.707 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 592 _exptl_absorpt_coefficient_mu 2.138 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5858 _exptl_absorpt_correction_T_max 0.6505 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6255 _diffrn_reflns_av_R_equivalents 0.0488 _diffrn_reflns_av_sigmaI/netI 0.0668 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.63 _diffrn_reflns_theta_max 25.99 _reflns_number_total 2251 _reflns_number_gt 1623 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0337P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.04(2) _refine_ls_number_reflns 2251 _refine_ls_number_parameters 166 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0712 _refine_ls_R_factor_gt 0.0414 _refine_ls_wR_factor_ref 0.0901 _refine_ls_wR_factor_gt 0.0802 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.047 _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 0.14384(6) 0.88322(6) 0.68326(5) 0.0516(2) Uani 1 1 d . . . C1 C 0.6849(6) 0.7247(6) 0.0751(4) 0.0510(14) Uani 1 1 d . . . C2 C 0.6011(5) 0.8118(5) 0.1464(4) 0.0448(14) Uani 1 1 d . . . C3 C 0.5346(5) 0.9199(5) 0.1207(4) 0.0431(14) Uani 1 1 d . . . C4 C 0.5279(6) 0.9994(6) 0.0096(4) 0.0494(14) Uani 1 1 d . . . C5 C 0.5060(5) 0.8812(5) 0.3078(4) 0.0445(11) Uani 1 1 d . . . C6 C 0.4821(5) 0.8981(6) 0.4383(4) 0.0477(13) Uani 1 1 d . . . C7 C 0.5935(6) 0.9204(8) 0.5099(5) 0.089(3) Uani 1 1 d . . . H7 H 0.6821 0.9247 0.4773 0.107 Uiso 1 1 calc R . . C8 C 0.5739(8) 0.9365(8) 0.6312(5) 0.102(3) Uani 1 1 d U . . H8 H 0.6488 0.9547 0.6807 0.122 Uiso 1 1 calc R . . C9 C 0.4437(6) 0.9256(7) 0.6780(5) 0.085(2) Uani 1 1 d . . . H9 H 0.4313 0.9349 0.7601 0.102 Uiso 1 1 calc R . . C10 C 0.3540(5) 0.8893(5) 0.4909(3) 0.0443(11) Uani 1 1 d . . . H10 H 0.2773 0.8739 0.4426 0.053 Uiso 1 1 calc R . . N1 N 0.5838(4) 0.7852(4) 0.2659(3) 0.0469(11) Uani 1 1 d . . . N2 N 0.4729(4) 0.9657(4) 0.2224(3) 0.0455(11) Uani 1 1 d . . . N3 N 0.3347(5) 0.9021(4) 0.6099(3) 0.0518(12) Uani 1 1 d U . . O1 O 0.7300(4) 0.6285(5) 0.1241(3) 0.0598(10) Uani 1 1 d . . . O2 O 0.7080(4) 0.7512(4) -0.0363(3) 0.0676(12) Uani 1 1 d . . . O3 O 0.5956(4) 0.9585(4) -0.0812(3) 0.0599(11) Uani 1 1 d . . . O4 O 0.4603(4) 1.0967(4) 0.0148(3) 0.0544(10) Uani 1 1 d . . . H2 H 0.655(6) 0.830(6) -0.065(5) 0.082 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 0.0568(4) 0.0666(4) 0.0315(3) 0.0010(3) 0.0043(3) 0.0011(4) C1 0.055(4) 0.062(4) 0.036(3) -0.008(3) 0.001(3) 0.001(3) C2 0.046(4) 0.061(4) 0.027(3) -0.006(2) 0.003(2) -0.001(3) C3 0.039(3) 0.064(4) 0.026(2) -0.003(2) -0.002(2) -0.004(3) C4 0.055(4) 0.070(4) 0.024(2) 0.001(3) -0.003(2) -0.009(3) C5 0.044(3) 0.063(3) 0.026(2) 0.007(3) 0.000(2) -0.005(3) C6 0.046(3) 0.072(4) 0.025(2) 0.001(3) 0.001(2) -0.009(3) C7 0.059(4) 0.176(9) 0.033(3) -0.010(4) 0.006(3) -0.041(4) C8 0.075(4) 0.184(7) 0.046(3) -0.020(4) -0.004(3) -0.035(5) C9 0.057(4) 0.169(7) 0.030(3) -0.007(4) -0.001(3) -0.020(4) C10 0.054(3) 0.055(3) 0.024(2) -0.005(2) 0.001(2) -0.004(3) N1 0.054(3) 0.064(3) 0.0228(19) -0.0010(19) 0.001(2) 0.001(2) N2 0.046(2) 0.067(3) 0.024(2) -0.004(2) 0.0004(18) 0.003(2) N3 0.061(3) 0.068(3) 0.0266(19) 0.000(2) 0.0019(19) -0.007(3) O1 0.066(3) 0.070(3) 0.0436(18) -0.004(2) 0.0058(18) 0.011(2) O2 0.090(3) 0.087(3) 0.0259(19) -0.005(2) 0.0112(19) 0.014(2) O3 0.065(3) 0.088(3) 0.0260(17) 0.0006(19) 0.0043(17) -0.001(2) O4 0.070(3) 0.065(3) 0.0280(17) 0.0054(19) -0.0001(16) 0.009(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N1 1.978(5) 4_466 ? Zn1 N2 2.019(4) 2_575 ? Zn1 N3 2.024(4) . ? Zn1 O4 2.143(3) 2_575 ? Zn1 O1 2.310(3) 4_466 ? C1 O1 1.246(6) . ? C1 O2 1.295(6) . ? C1 C2 1.469(7) . ? C2 C3 1.353(7) . ? C2 N1 1.375(6) . ? C3 N2 1.373(5) . ? C3 C4 1.506(7) . ? C4 O4 1.231(6) . ? C4 O3 1.283(6) . ? C5 N2 1.353(6) . ? C5 N1 1.355(6) . ? C5 C6 1.488(6) . ? C6 C7 1.360(7) . ? C6 C10 1.371(6) . ? C7 C8 1.379(8) . ? C8 C9 1.365(8) . ? C9 N3 1.322(6) . ? C10 N3 1.349(5) . ? N1 Zn1 1.978(5) 4_566 ? N2 Zn1 2.019(4) 2_574 ? O1 Zn1 2.310(3) 4_566 ? O4 Zn1 2.143(3) 2_574 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Zn1 N2 120.37(16) 4_466 2_575 ? N1 Zn1 N3 118.25(17) 4_466 . ? N2 Zn1 N3 120.96(18) 2_575 . ? N1 Zn1 O4 101.92(15) 4_466 2_575 ? N2 Zn1 O4 81.29(15) 2_575 2_575 ? N3 Zn1 O4 93.44(14) . 2_575 ? N1 Zn1 O1 77.78(16) 4_466 4_466 ? N2 Zn1 O1 92.42(15) 2_575 4_466 ? N3 Zn1 O1 93.21(14) . 4_466 ? O4 Zn1 O1 172.56(14) 2_575 4_466 ? O1 C1 O2 122.9(5) . . ? O1 C1 C2 118.7(5) . . ? O2 C1 C2 118.5(5) . . ? C3 C2 N1 109.0(4) . . ? C3 C2 C1 133.5(5) . . ? N1 C2 C1 117.5(5) . . ? C2 C3 N2 109.6(4) . . ? C2 C3 C4 132.7(5) . . ? N2 C3 C4 117.4(5) . . ? O4 C4 O3 126.5(5) . . ? O4 C4 C3 117.6(5) . . ? O3 C4 C3 115.9(5) . . ? N2 C5 N1 113.2(4) . . ? N2 C5 C6 125.0(5) . . ? N1 C5 C6 121.1(4) . . ? C7 C6 C10 118.2(4) . . ? C7 C6 C5 118.4(4) . . ? C10 C6 C5 123.5(4) . . ? C6 C7 C8 119.4(5) . . ? C9 C8 C7 119.4(6) . . ? N3 C9 C8 121.8(5) . . ? N3 C10 C6 122.7(4) . . ? C5 N1 C2 104.2(4) . . ? C5 N1 Zn1 139.0(3) . 4_566 ? C2 N1 Zn1 115.6(4) . 4_566 ? C5 N2 C3 104.0(4) . . ? C5 N2 Zn1 145.1(3) . 2_574 ? C3 N2 Zn1 110.4(3) . 2_574 ? C9 N3 C10 118.5(4) . . ? C9 N3 Zn1 120.5(3) . . ? C10 N3 Zn1 121.0(3) . . ? C1 O1 Zn1 109.2(3) . 4_566 ? C4 O4 Zn1 112.0(3) . 2_574 ? 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 C1 C2 C3 -177.7(6) . . . . ? O2 C1 C2 C3 1.9(9) . . . . ? O1 C1 C2 N1 3.6(8) . . . . ? O2 C1 C2 N1 -176.7(5) . . . . ? N1 C2 C3 N2 0.0(6) . . . . ? C1 C2 C3 N2 -178.8(6) . . . . ? N1 C2 C3 C4 173.9(5) . . . . ? C1 C2 C3 C4 -4.9(10) . . . . ? C2 C3 C4 O4 -177.9(5) . . . . ? N2 C3 C4 O4 -4.4(7) . . . . ? C2 C3 C4 O3 1.3(8) . . . . ? N2 C3 C4 O3 174.8(4) . . . . ? N2 C5 C6 C7 -107.0(7) . . . . ? N1 C5 C6 C7 62.7(8) . . . . ? N2 C5 C6 C10 74.7(8) . . . . ? N1 C5 C6 C10 -115.7(6) . . . . ? C10 C6 C7 C8 -1.7(10) . . . . ? C5 C6 C7 C8 179.9(7) . . . . ? C6 C7 C8 C9 2.3(12) . . . . ? C7 C8 C9 N3 -1.3(12) . . . . ? C7 C6 C10 N3 0.1(9) . . . . ? C5 C6 C10 N3 178.4(5) . . . . ? N2 C5 N1 C2 0.3(6) . . . . ? C6 C5 N1 C2 -170.5(4) . . . . ? N2 C5 N1 Zn1 -165.5(4) . . . 4_566 ? C6 C5 N1 Zn1 23.7(8) . . . 4_566 ? C3 C2 N1 C5 -0.2(6) . . . . ? C1 C2 N1 C5 178.8(4) . . . . ? C3 C2 N1 Zn1 169.6(3) . . . 4_566 ? C1 C2 N1 Zn1 -11.5(6) . . . 4_566 ? N1 C5 N2 C3 -0.3(6) . . . . ? C6 C5 N2 C3 170.0(4) . . . . ? N1 C5 N2 Zn1 170.1(4) . . . 2_574 ? C6 C5 N2 Zn1 -19.6(9) . . . 2_574 ? C2 C3 N2 C5 0.2(5) . . . . ? C4 C3 N2 C5 -174.8(4) . . . . ? C2 C3 N2 Zn1 -174.0(3) . . . 2_574 ? C4 C3 N2 Zn1 11.1(5) . . . 2_574 ? C8 C9 N3 C10 -0.3(10) . . . . ? C8 C9 N3 Zn1 178.8(6) . . . . ? C6 C10 N3 C9 0.9(9) . . . . ? C6 C10 N3 Zn1 -178.2(4) . . . . ? N1 Zn1 N3 C9 -90.0(5) 4_466 . . . ? N2 Zn1 N3 C9 82.6(5) 2_575 . . . ? O4 Zn1 N3 C9 164.5(5) 2_575 . . . ? O1 Zn1 N3 C9 -12.2(5) 4_466 . . . ? N1 Zn1 N3 C10 89.0(4) 4_466 . . . ? N2 Zn1 N3 C10 -98.4(4) 2_575 . . . ? O4 Zn1 N3 C10 -16.5(4) 2_575 . . . ? O1 Zn1 N3 C10 166.9(4) 4_466 . . . ? O2 C1 O1 Zn1 -175.0(4) . . . 4_566 ? C2 C1 O1 Zn1 4.7(6) . . . 4_566 ? O3 C4 O4 Zn1 176.4(4) . . . 2_574 ? C3 C4 O4 Zn1 -4.5(6) . . . 2_574 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.387 _refine_diff_density_min -0.384 _refine_diff_density_rms 0.069 ##############################################################################################