#------------------------------------------------------------------------------ #$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/1100161.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_1100161 _journal_name_full 'Polyhedron' _journal_volume 23 _journal_page_first 1505 _journal_page_last 1518 _journal_year 2004 _publ_section_title ; 'Solid state coordination chemistry of mononuclear mixed-ligand complexes of Ni(II), Cu(II) and Zn(II) with \a-hydroxycarboxylic acids and imidazole' ; loop_ _publ_author_name 'Carballo, Rosa' 'Vazquez-Lopez, Ezequiel M.' 'Covelo, Berta' 'Garcia-Martinez, Emilia' 'Castineiras, Alfonso' 'Niclos, Juan' _chemical_formula_sum 'C12 H19 N4 O6.5 Zn' _[local]_cod_chemical_formula_sum_orig 'C12 H19 N4 O6.50 Zn' _chemical_formula_weight 388.68 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 Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 20.4557(18) _cell_length_b 10.4408(9) _cell_length_c 15.0918(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3223.2(5) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description irregular _exptl_crystal_colour colourless _exptl_crystal_size_max .35 _exptl_crystal_size_mid .30 _exptl_crystal_size_min .20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.602 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1608 _exptl_absorpt_coefficient_mu 1.564 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.7299 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17452 _diffrn_reflns_av_R_equivalents 0.0610 _diffrn_reflns_av_sigmaI/netI 0.0790 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 28.05 _reflns_number_total 3852 _reflns_number_gt 2192 _reflns_threshold_expression >2sigma(I) _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^)+(0.0435P)^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 3852 _refine_ls_number_parameters 231 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1021 _refine_ls_R_factor_gt 0.0401 _refine_ls_wR_factor_ref 0.0986 _refine_ls_wR_factor_gt 0.0869 _refine_ls_goodness_of_fit_ref 0.924 _refine_ls_restrained_S_all 0.924 _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 Zn Zn 0.675359(17) 0.25899(3) 0.02269(2) 0.02716(12) Uani 1 1 d . . . O11 O 0.64856(12) 0.2044(2) -0.10604(13) 0.0328(5) Uani 1 1 d . . . O12 O 0.59094(15) 0.2516(3) -0.22429(16) 0.0707(10) Uani 1 1 d . . . O13 O 0.60352(12) 0.3947(2) -0.01164(14) 0.0306(6) Uani 1 1 d . . . C11 C 0.60685(17) 0.2694(3) -0.1461(2) 0.0347(8) Uani 1 1 d . . . C12 C 0.57569(19) 0.3814(4) -0.0985(2) 0.0455(10) Uani 1 1 d . . . H12 H 0.5882 0.4584 -0.1316 0.055 Uiso 1 1 calc R . . C13 C 0.5056(2) 0.3776(5) -0.0986(3) 0.0943(19) Uani 1 1 d . . . H13A H 0.4908 0.3135 -0.0576 0.142 Uiso 1 1 calc R . . H13B H 0.4903 0.3570 -0.1570 0.142 Uiso 1 1 calc R . . H13C H 0.4888 0.4597 -0.0812 0.142 Uiso 1 1 calc R . . O21 O 0.75764(11) 0.14416(19) 0.00791(14) 0.0323(5) Uani 1 1 d . . . O22 O 0.86440(13) 0.1343(2) -0.01276(18) 0.0522(7) Uani 1 1 d . . . O23 O 0.75153(11) 0.3870(2) -0.03947(15) 0.0323(6) Uani 1 1 d . . . C21 C 0.81239(18) 0.1925(3) -0.0114(2) 0.0291(8) Uani 1 1 d . . . C22 C 0.81607(17) 0.3355(3) -0.0325(2) 0.0328(8) Uani 1 1 d . . . H22 H 0.8379 0.3781 0.0172 0.039 Uiso 1 1 calc R . . C23 C 0.8558(2) 0.3604(4) -0.1147(2) 0.0521(11) Uani 1 1 d . . . H23A H 0.8326 0.3291 -0.1655 0.078 Uiso 1 1 calc R . . H23B H 0.8971 0.3171 -0.1100 0.078 Uiso 1 1 calc R . . H23C H 0.8631 0.4508 -0.1209 0.078 Uiso 1 1 calc R . . N1 N 0.70376(14) 0.3442(3) 0.14391(17) 0.0317(7) Uani 1 1 d . . . N2 N 0.75677(15) 0.3670(3) 0.26949(18) 0.0352(7) Uani 1 1 d . . . C1 C 0.75114(18) 0.2999(3) 0.1942(2) 0.0347(8) Uani 1 1 d . . . H1 H 0.7775 0.2306 0.1793 0.042 Uiso 1 1 calc R . . C2 C 0.67814(17) 0.4447(3) 0.1899(2) 0.0382(9) Uani 1 1 d . . . H2 H 0.6435 0.4953 0.1709 0.046 Uiso 1 1 calc R . . C3 C 0.71045(19) 0.4599(3) 0.2669(2) 0.0408(9) Uani 1 1 d . . . H3 H 0.7026 0.5219 0.3098 0.049 Uiso 1 1 calc R . . N3 N 0.61780(14) 0.1223(3) 0.08526(17) 0.0331(7) Uani 1 1 d . . . N4 N 0.59152(18) -0.0367(3) 0.1728(2) 0.0454(9) Uani 1 1 d . . . C4 C 0.6382(2) 0.0406(3) 0.1448(2) 0.0389(9) Uani 1 1 d . . . H4 H 0.6811 0.0373 0.1653 0.047 Uiso 1 1 calc R . . C5 C 0.5541(2) 0.0934(5) 0.0752(3) 0.0787(16) Uani 1 1 d . . . H5 H 0.5257 0.1358 0.0371 0.094 Uiso 1 1 calc R . . C6 C 0.5372(2) -0.0052(5) 0.1280(3) 0.0846(17) Uani 1 1 d . . . H6 H 0.4963 -0.0436 0.1324 0.101 Uiso 1 1 calc R . . H23 H 0.7519(17) 0.462(3) -0.016(2) 0.046(11) Uiso 1 1 d . . . H40 H 0.5996(16) -0.096(3) 0.210(2) 0.038(11) Uiso 1 1 d . . . H13 H 0.616(2) 0.465(4) -0.005(3) 0.070(15) Uiso 1 1 d . . . H20 H 0.785(2) 0.348(4) 0.319(3) 0.082(15) Uiso 1 1 d . . . O1W O 0.5000 0.324(2) 0.2500 0.607(19) Uani 1 2 d S . . 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 Zn 0.0311(2) 0.02526(19) 0.02511(19) 0.00038(17) -0.00047(17) 0.00110(19) O11 0.0392(14) 0.0316(12) 0.0277(12) -0.0046(10) -0.0015(11) 0.0089(11) O12 0.098(2) 0.073(2) 0.0411(15) -0.0311(14) -0.0331(16) 0.0458(18) O13 0.0381(15) 0.0257(13) 0.0281(12) -0.0068(10) -0.0075(11) 0.0039(11) C11 0.041(2) 0.0308(19) 0.0321(17) -0.0081(15) -0.0057(16) 0.0031(17) C12 0.051(3) 0.047(2) 0.038(2) -0.0175(17) -0.021(2) 0.019(2) C13 0.057(3) 0.140(5) 0.086(4) -0.064(3) -0.026(3) 0.040(3) O21 0.0323(14) 0.0206(11) 0.0438(14) 0.0031(9) -0.0001(11) 0.0019(10) O22 0.0347(16) 0.0334(14) 0.089(2) 0.0079(13) 0.0078(15) 0.0092(12) O23 0.0339(15) 0.0217(12) 0.0412(14) -0.0007(10) 0.0013(11) 0.0022(11) C21 0.034(2) 0.0250(15) 0.0288(18) -0.0009(14) -0.0026(16) -0.0007(15) C22 0.036(2) 0.0230(16) 0.040(2) -0.0008(15) -0.0014(17) -0.0013(16) C23 0.047(3) 0.042(2) 0.068(3) 0.016(2) 0.017(2) -0.002(2) N1 0.0354(17) 0.0340(16) 0.0256(14) 0.0001(12) -0.0043(13) -0.0017(14) N2 0.0392(19) 0.0394(18) 0.0270(15) 0.0051(13) -0.0059(15) -0.0006(15) C1 0.040(2) 0.0325(19) 0.0315(18) -0.0003(15) 0.0007(17) -0.0009(17) C2 0.038(2) 0.044(2) 0.0327(19) -0.0007(16) -0.0025(18) 0.0082(19) C3 0.046(3) 0.045(2) 0.032(2) -0.0089(17) 0.0034(18) 0.0025(19) N3 0.0352(19) 0.0334(16) 0.0306(15) 0.0065(12) -0.0029(13) -0.0040(14) N4 0.059(2) 0.045(2) 0.0321(18) 0.0153(15) 0.0004(17) -0.0063(18) C4 0.047(3) 0.037(2) 0.0327(19) 0.0066(16) -0.0050(18) -0.0052(19) C5 0.052(3) 0.094(4) 0.089(4) 0.062(3) -0.023(3) -0.014(3) C6 0.044(3) 0.099(4) 0.110(4) 0.056(3) -0.006(3) -0.025(3) O1W 0.48(3) 0.42(2) 0.92(6) 0.000 0.02(3) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn N3 2.077(3) . ? Zn O21 2.079(2) . ? Zn O11 2.098(2) . ? Zn O13 2.106(2) . ? Zn N1 2.115(3) . ? Zn O23 2.257(2) . ? O11 C11 1.246(4) . ? O12 C11 1.238(4) . ? O13 C12 1.436(4) . ? C11 C12 1.513(4) . ? C12 C13 1.434(5) . ? O21 C21 1.263(4) . ? O22 C21 1.225(4) . ? O23 C22 1.429(4) . ? C21 C22 1.528(4) . ? C22 C23 1.505(5) . ? N1 C1 1.315(4) . ? N1 C2 1.363(4) . ? N2 C1 1.340(4) . ? N2 C3 1.356(4) . ? C2 C3 1.346(5) . ? N3 C4 1.308(4) . ? N3 C5 1.346(5) . ? N4 C4 1.320(4) . ? N4 C6 1.342(5) . ? C5 C6 1.347(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Zn O21 96.40(10) . . ? N3 Zn O11 94.95(10) . . ? O21 Zn O11 87.45(9) . . ? N3 Zn O13 100.28(11) . . ? O21 Zn O13 157.93(9) . . ? O11 Zn O13 76.85(8) . . ? N3 Zn N1 92.94(10) . . ? O21 Zn N1 96.48(10) . . ? O11 Zn N1 170.74(10) . . ? O13 Zn N1 96.99(10) . . ? N3 Zn O23 170.79(10) . . ? O21 Zn O23 74.81(8) . . ? O11 Zn O23 87.50(9) . . ? O13 Zn O23 88.92(9) . . ? N1 Zn O23 85.47(10) . . ? C11 O11 Zn 118.7(2) . . ? C12 O13 Zn 115.87(19) . . ? O12 C11 O11 124.1(3) . . ? O12 C11 C12 117.2(3) . . ? O11 C11 C12 118.6(3) . . ? C13 C12 O13 113.5(3) . . ? C13 C12 C11 113.5(3) . . ? O13 C12 C11 109.9(3) . . ? C21 O21 Zn 120.8(2) . . ? C22 O23 Zn 112.59(18) . . ? O22 C21 O21 125.2(3) . . ? O22 C21 C22 116.0(3) . . ? O21 C21 C22 118.8(3) . . ? O23 C22 C23 111.9(3) . . ? O23 C22 C21 109.7(3) . . ? C23 C22 C21 111.5(3) . . ? C1 N1 C2 105.1(3) . . ? C1 N1 Zn 123.6(2) . . ? C2 N1 Zn 131.2(2) . . ? C1 N2 C3 106.8(3) . . ? N1 C1 N2 111.7(3) . . ? C3 C2 N1 110.0(3) . . ? C2 C3 N2 106.5(3) . . ? C4 N3 C5 103.9(3) . . ? C4 N3 Zn 125.4(3) . . ? C5 N3 Zn 130.6(2) . . ? C4 N4 C6 106.7(3) . . ? N3 C4 N4 112.8(4) . . ? N3 C5 C6 110.6(4) . . ? N4 C6 C5 105.9(4) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H20 O11 0.96(4) 1.86(4) 2.799(4) 167(4) 2_655 O13 H13 O22 0.79(4) 1.81(4) 2.587(3) 168(4) 8_765 N4 H40 O12 0.85(3) 1.92(3) 2.729(4) 160(3) 7_556 O23 H23 O21 0.86(4) 1.94(4) 2.785(3) 165(3) 8_765 _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 28.05 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.820 _refine_diff_density_min -0.435 _refine_diff_density_rms 0.074 _cod_database_code 1100161