#------------------------------------------------------------------------------ #$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/1100163.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_1100163 _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 'C46 H46 N12 O6 Zn' _chemical_formula_weight 928.32 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'Zn' 'Zn' 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'C' 'C' 0.0033 0.0016 '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' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.9507(17) _cell_length_b 9.0191(11) _cell_length_c 22.209(3) _cell_angle_alpha 90.00 _cell_angle_beta 119.763(6) _cell_angle_gamma 90.00 _cell_volume 2251.9(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1011 _cell_measurement_theta_min 2.49 _cell_measurement_theta_max 20.53 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.369 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 968 _exptl_absorpt_coefficient_mu 0.608 _exptl_absorpt_correction_type multiscan _exptl_absorpt_correction_T_min 0.9374 _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 12535 _diffrn_reflns_av_R_equivalents 0.0446 _diffrn_reflns_av_sigmaI/netI 0.0748 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 28.03 _reflns_number_total 5094 _reflns_number_gt 3207 _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^)+(0.0371P)^2^+0.8501P] 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 5094 _refine_ls_number_parameters 308 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1162 _refine_ls_R_factor_gt 0.0621 _refine_ls_wR_factor_ref 0.1152 _refine_ls_wR_factor_gt 0.1005 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _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 0.5000 0.5000 0.0000 0.03725(15) Uani 1 2 d S . . N1 N 0.6128(2) 0.4223(3) 0.10618(12) 0.0407(6) Uani 1 1 d . . . N2 N 0.7507(3) 0.4149(4) 0.21557(16) 0.0559(8) Uani 1 1 d . . . C1 C 0.7013(3) 0.4931(4) 0.15769(16) 0.0538(8) Uani 1 1 d . . . H1 H 0.7262 0.5875 0.1538 0.065 Uiso 1 1 calc R . . C2 C 0.6065(3) 0.2922(4) 0.13474(18) 0.0630(10) Uani 1 1 d . . . H2 H 0.5514 0.2175 0.1114 0.076 Uiso 1 1 calc R . . C3 C 0.6921(3) 0.2870(4) 0.20210(19) 0.0706(11) Uani 1 1 d . . . H3 H 0.7071 0.2094 0.2330 0.085 Uiso 1 1 calc R . . N3 N 0.37383(19) 0.5927(3) 0.02845(12) 0.0400(6) Uani 1 1 d . . . N4 N 0.2203(3) 0.7046(4) 0.02270(17) 0.0682(10) Uani 1 1 d . . . C4 C 0.2804(3) 0.6746(4) -0.00977(17) 0.0555(9) Uani 1 1 d . . . H4 H 0.2589 0.7077 -0.0541 0.067 Uiso 1 1 calc R . . C5 C 0.3709(3) 0.5701(4) 0.08801(18) 0.0559(9) Uani 1 1 d . . . H5 H 0.4266 0.5155 0.1257 0.067 Uiso 1 1 calc R . . C6 C 0.2756(3) 0.6383(4) 0.0845(2) 0.0689(11) Uani 1 1 d . . . H6 H 0.2531 0.6391 0.1182 0.083 Uiso 1 1 calc R . . N5 N 0.6029(2) 0.7078(3) 0.02842(12) 0.0409(6) Uani 1 1 d . . . N6 N 0.7492(3) 0.8647(3) 0.05575(15) 0.0556(8) Uani 1 1 d . . . C7 C 0.6984(3) 0.7386(4) 0.02441(17) 0.0512(8) Uani 1 1 d . . . H7 H 0.7273 0.6785 0.0020 0.061 Uiso 1 1 calc R . . C9 C 0.6844(4) 0.9189(4) 0.0824(2) 0.0781(12) Uani 1 1 d . . . H9 H 0.6987 1.0059 0.1078 0.094 Uiso 1 1 calc R . . C8 C 0.5943(3) 0.8231(4) 0.0652(2) 0.0675(11) Uani 1 1 d . . . H8 H 0.5349 0.8340 0.0768 0.081 Uiso 1 1 calc R . . O11 O 0.05247(18) -0.0084(2) 0.15984(10) 0.0518(5) Uani 1 1 d . . . O12 O -0.07190(17) 0.0218(2) 0.04798(10) 0.0460(5) Uani 1 1 d . . . O13 O 0.05581(18) 0.2265(2) 0.03114(9) 0.0415(5) Uani 1 1 d . . . H13 H 0.0565 0.1505 0.0111 0.062 Uiso 1 1 calc R . . C11 C 0.0190(2) 0.0565(3) 0.10437(15) 0.0343(6) Uani 1 1 d . . . C12 C 0.0906(2) 0.1927(3) 0.10160(13) 0.0314(6) Uani 1 1 d . . . C13 C 0.0606(2) 0.3294(3) 0.13070(14) 0.0331(6) Uani 1 1 d . . . C14 C 0.0444(3) 0.4649(3) 0.09876(17) 0.0484(8) Uani 1 1 d . . . H14 H 0.0484 0.4715 0.0582 0.058 Uiso 1 1 calc R . . C15 C 0.0224(3) 0.5909(4) 0.1257(2) 0.0603(9) Uani 1 1 d . . . H15 H 0.0112 0.6812 0.1030 0.072 Uiso 1 1 calc R . . C16 C 0.0170(3) 0.5837(4) 0.1852(2) 0.0633(10) Uani 1 1 d . . . H16 H 0.0034 0.6692 0.2037 0.076 Uiso 1 1 calc R . . C17 C 0.0314(4) 0.4515(4) 0.2174(2) 0.0680(11) Uani 1 1 d . . . H17 H 0.0264 0.4459 0.2577 0.082 Uiso 1 1 calc R . . C18 C 0.0534(3) 0.3251(4) 0.19049(17) 0.0582(9) Uani 1 1 d . . . H18 H 0.0635 0.2352 0.2132 0.070 Uiso 1 1 calc R . . C19 C 0.2236(2) 0.1551(3) 0.14163(14) 0.0353(7) Uani 1 1 d . . . C20 C 0.3052(3) 0.2300(4) 0.1983(2) 0.0784(12) Uani 1 1 d . . . H20 H 0.2811 0.3096 0.2149 0.094 Uiso 1 1 calc R . . C21 C 0.4246(3) 0.1894(5) 0.2319(3) 0.1077(18) Uani 1 1 d . . . H21 H 0.4791 0.2425 0.2706 0.129 Uiso 1 1 calc R . . C22 C 0.4622(3) 0.0752(5) 0.2093(2) 0.0788(12) Uani 1 1 d . . . H22 H 0.5418 0.0469 0.2326 0.095 Uiso 1 1 calc R . . C23 C 0.3824(3) 0.0023(5) 0.1523(2) 0.0841(13) Uani 1 1 d . . . H23 H 0.4076 -0.0756 0.1354 0.101 Uiso 1 1 calc R . . C24 C 0.2645(3) 0.0408(4) 0.11877(18) 0.0712(11) Uani 1 1 d . . . H24 H 0.2112 -0.0120 0.0796 0.085 Uiso 1 1 calc R . . H60 H 0.812(3) 0.911(4) 0.0571(18) 0.077(12) Uiso 1 1 d . . . H20 H 0.801(3) 0.442(4) 0.251(2) 0.082(14) Uiso 1 1 d . . . H40 H 0.164(4) 0.751(4) 0.008(2) 0.088(15) 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 Zn 0.0281(2) 0.0407(3) 0.0370(3) 0.0006(2) 0.0117(2) -0.0026(2) N1 0.0308(13) 0.0454(14) 0.0374(14) -0.0006(12) 0.0105(11) -0.0020(12) N2 0.0463(17) 0.069(2) 0.0360(18) 0.0007(17) 0.0079(14) -0.0009(16) C1 0.0462(18) 0.0535(19) 0.0437(19) 0.0054(19) 0.0086(15) -0.0078(18) C2 0.061(2) 0.053(2) 0.053(2) 0.0102(18) 0.0114(18) -0.0125(18) C3 0.069(3) 0.068(3) 0.048(2) 0.0199(19) 0.0086(19) -0.009(2) N3 0.0318(13) 0.0417(14) 0.0424(15) 0.0019(12) 0.0153(12) 0.0016(11) N4 0.0375(18) 0.093(3) 0.057(2) -0.0178(19) 0.0106(16) 0.0229(18) C4 0.048(2) 0.066(2) 0.042(2) 0.0006(17) 0.0139(16) 0.0159(18) C5 0.050(2) 0.067(2) 0.051(2) 0.0150(18) 0.0249(17) 0.0154(18) C6 0.053(2) 0.100(3) 0.061(3) 0.001(2) 0.034(2) 0.016(2) N5 0.0333(14) 0.0422(14) 0.0438(15) -0.0023(12) 0.0166(12) -0.0048(11) N6 0.0485(17) 0.0500(17) 0.069(2) -0.0084(15) 0.0297(16) -0.0185(15) C7 0.047(2) 0.0490(19) 0.058(2) -0.0105(17) 0.0265(17) -0.0134(16) C9 0.085(3) 0.051(2) 0.113(4) -0.032(2) 0.060(3) -0.024(2) C8 0.065(2) 0.057(2) 0.098(3) -0.021(2) 0.055(2) -0.016(2) O11 0.0513(12) 0.0509(12) 0.0387(12) 0.0112(11) 0.0114(10) -0.0120(11) O12 0.0399(11) 0.0548(13) 0.0330(11) -0.0079(10) 0.0103(9) -0.0150(10) O13 0.0552(13) 0.0423(11) 0.0247(11) 0.0026(9) 0.0180(10) 0.0026(10) C11 0.0315(15) 0.0368(15) 0.0347(17) -0.0053(14) 0.0164(13) -0.0002(13) C12 0.0339(15) 0.0333(15) 0.0238(14) 0.0000(12) 0.0119(12) -0.0018(12) C13 0.0309(15) 0.0360(16) 0.0300(16) -0.0010(13) 0.0133(12) -0.0052(12) C14 0.062(2) 0.0424(19) 0.0436(19) 0.0021(15) 0.0282(16) -0.0028(15) C15 0.074(2) 0.0364(18) 0.069(3) 0.0040(18) 0.034(2) 0.0079(18) C16 0.080(3) 0.047(2) 0.081(3) -0.017(2) 0.053(2) 0.0001(19) C17 0.106(3) 0.058(2) 0.071(3) -0.011(2) 0.068(3) -0.005(2) C18 0.091(3) 0.0444(19) 0.055(2) -0.0011(17) 0.048(2) -0.0021(18) C19 0.0335(16) 0.0364(15) 0.0324(16) 0.0028(13) 0.0137(13) -0.0043(13) C20 0.046(2) 0.060(2) 0.088(3) -0.027(2) 0.002(2) 0.0007(18) C21 0.043(2) 0.069(3) 0.136(4) -0.031(3) -0.012(2) -0.007(2) C22 0.034(2) 0.071(3) 0.111(4) 0.015(3) 0.021(2) 0.005(2) C23 0.058(2) 0.112(3) 0.075(3) -0.007(3) 0.027(2) 0.034(3) C24 0.051(2) 0.094(3) 0.049(2) -0.020(2) 0.0100(17) 0.021(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 Zn N1 2.183(2) . ? Zn N1 2.183(2) 3_665 ? Zn N3 2.189(2) . ? Zn N3 2.189(2) 3_665 ? Zn N5 2.203(2) . ? Zn N5 2.203(2) 3_665 ? N1 C1 1.315(4) . ? N1 C2 1.355(4) . ? N2 C1 1.320(4) . ? N2 C3 1.331(4) . ? C2 C3 1.350(5) . ? N3 C4 1.308(4) . ? N3 C5 1.357(4) . ? N4 C4 1.326(4) . ? N4 C6 1.333(5) . ? C5 C6 1.346(4) . ? N5 C7 1.314(3) . ? N5 C8 1.360(4) . ? N6 C7 1.325(4) . ? N6 C9 1.337(4) . ? C9 C8 1.346(5) . ? O11 C11 1.232(3) . ? O12 C11 1.260(3) . ? O13 C12 1.430(3) . ? C11 C12 1.559(4) . ? C12 C13 1.529(4) . ? C12 C19 1.534(4) . ? C13 C14 1.376(4) . ? C13 C18 1.377(4) . ? C14 C15 1.379(4) . ? C15 C16 1.359(5) . ? C16 C17 1.355(5) . ? C17 C18 1.381(4) . ? C19 C20 1.355(4) . ? C19 C24 1.367(4) . ? C20 C21 1.391(5) . ? C21 C22 1.339(6) . ? C22 C23 1.342(5) . ? C23 C24 1.370(5) . ? 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 Zn N1 180.00(12) . 3_665 ? N1 Zn N3 90.35(9) . . ? N1 Zn N3 89.65(9) 3_665 . ? N1 Zn N3 89.65(9) . 3_665 ? N1 Zn N3 90.35(9) 3_665 3_665 ? N3 Zn N3 180.00(11) . 3_665 ? N1 Zn N5 88.76(9) . . ? N1 Zn N5 91.24(9) 3_665 . ? N3 Zn N5 91.38(9) . . ? N3 Zn N5 88.62(9) 3_665 . ? N1 Zn N5 91.24(9) . 3_665 ? N1 Zn N5 88.76(9) 3_665 3_665 ? N3 Zn N5 88.62(9) . 3_665 ? N3 Zn N5 91.38(9) 3_665 3_665 ? N5 Zn N5 180.0 . 3_665 ? C1 N1 C2 104.0(3) . . ? C1 N1 Zn 127.7(2) . . ? C2 N1 Zn 128.3(2) . . ? C1 N2 C3 107.3(3) . . ? N1 C1 N2 112.3(3) . . ? C3 C2 N1 110.0(3) . . ? N2 C3 C2 106.4(3) . . ? C4 N3 C5 104.7(3) . . ? C4 N3 Zn 127.7(2) . . ? C5 N3 Zn 127.6(2) . . ? C4 N4 C6 107.9(3) . . ? N3 C4 N4 111.5(3) . . ? C6 C5 N3 110.1(3) . . ? N4 C6 C5 105.9(3) . . ? C7 N5 C8 103.9(3) . . ? C7 N5 Zn 128.1(2) . . ? C8 N5 Zn 127.2(2) . . ? C7 N6 C9 106.8(3) . . ? N5 C7 N6 112.6(3) . . ? N6 C9 C8 106.6(3) . . ? C9 C8 N5 110.1(3) . . ? O11 C11 O12 124.6(3) . . ? O11 C11 C12 119.5(2) . . ? O12 C11 C12 115.9(2) . . ? O13 C12 C13 106.4(2) . . ? O13 C12 C19 109.6(2) . . ? C13 C12 C19 112.4(2) . . ? O13 C12 C11 109.9(2) . . ? C13 C12 C11 109.7(2) . . ? C19 C12 C11 108.8(2) . . ? C14 C13 C18 117.1(3) . . ? C14 C13 C12 120.2(2) . . ? C18 C13 C12 122.6(3) . . ? C13 C14 C15 121.4(3) . . ? C16 C15 C14 120.3(3) . . ? C17 C16 C15 119.7(3) . . ? C16 C17 C18 120.1(3) . . ? C13 C18 C17 121.4(3) . . ? C20 C19 C24 116.9(3) . . ? C20 C19 C12 124.2(3) . . ? C24 C19 C12 118.8(3) . . ? C19 C20 C21 120.9(4) . . ? C22 C21 C20 121.0(4) . . ? C21 C22 C23 118.5(4) . . ? C22 C23 C24 121.1(4) . . ? C19 C24 C23 121.5(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 C24 H24 O12 0.93 2.49 3.329(4) 149.8 3 C18 H18 O11 0.93 2.47 3.083(4) 123.8 . C17 H17 O11 0.93 2.53 3.418(4) 158.7 2 C14 H14 O13 0.93 2.30 2.668(3) 102.7 . N4 H40 O13 0.76(4) 2.54(4) 3.218(4) 150(4) 3_565 N4 H40 O12 0.76(4) 2.38(4) 3.041(4) 145(4) 3_565 N2 H20 O11 0.78(4) 1.99(4) 2.762(4) 171(4) 2_655 N6 H60 O12 0.90(3) 1.90(4) 2.793(3) 172(3) 1_665 O13 H13 O12 0.82 2.11 2.918(3) 170.1 3 _diffrn_measured_fraction_theta_max 0.935 _diffrn_reflns_theta_full 28.03 _diffrn_measured_fraction_theta_full 0.935 _refine_diff_density_max 0.220 _refine_diff_density_min -0.286 _refine_diff_density_rms 0.052