#------------------------------------------------------------------------------ #$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $ #$Revision: 14 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/1100164.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_1100164 _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 'C14 H22 N4 Ni O6' _chemical_formula_weight 401.07 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'Ni' 'Ni' 0.3393 1.1124 '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' '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 19.392(7) _cell_length_b 8.477(3) _cell_length_c 11.412(4) _cell_angle_alpha 90.00 _cell_angle_beta 111.795(7) _cell_angle_gamma 90.00 _cell_volume 1741.9(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 793 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 24.14 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.529 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 1.152 _exptl_absorpt_correction_type MULTISCAN _exptl_absorpt_correction_T_min 0.8297 _exptl_absorpt_correction_T_max 1.0000 _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_reflns_number 4760 _diffrn_reflns_av_R_equivalents 0.0308 _diffrn_reflns_av_sigmaI/netI 0.0380 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 26.37 _reflns_number_total 1763 _reflns_number_gt 1532 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _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^)+(0.0296P)^2^+0.5632P] 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 1763 _refine_ls_number_parameters 124 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0409 _refine_ls_R_factor_gt 0.0317 _refine_ls_wR_factor_ref 0.0691 _refine_ls_wR_factor_gt 0.0663 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.063 _refine_ls_shift/su_max 0.002 _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 Ni Ni 0.0000 0.79895(4) 0.2500 0.02665(13) Uani 1 2 d S . . O11 O 0.05320(8) 0.81401(16) 0.44164(12) 0.0340(3) Uani 1 1 d . . . O12 O 0.13975(8) 0.9299(2) 0.60449(13) 0.0431(4) Uani 1 1 d . . . O13 O 0.07923(8) 0.97856(17) 0.27340(13) 0.0342(4) Uani 1 1 d D . . C11 C 0.10259(11) 0.9170(2) 0.48868(18) 0.0294(4) Uani 1 1 d . . . C12 C 0.11769(11) 1.0365(2) 0.39974(18) 0.0295(4) Uani 1 1 d . . . C13 C 0.08497(15) 1.1936(2) 0.4162(2) 0.0463(6) Uani 1 1 d . . . H13A H 0.0912 1.2690 0.3581 0.069 Uiso 1 1 calc R . . H13B H 0.1099 1.2305 0.5010 0.069 Uiso 1 1 calc R . . H13C H 0.0330 1.1808 0.3998 0.069 Uiso 1 1 calc R . . C14 C 0.20018(12) 1.0497(3) 0.4267(2) 0.0454(6) Uani 1 1 d . . . H14A H 0.2194 0.9478 0.4183 0.068 Uiso 1 1 calc R . . H14B H 0.2253 1.0881 0.5110 0.068 Uiso 1 1 calc R . . H14C H 0.2080 1.1216 0.3678 0.068 Uiso 1 1 calc R . . N1 N 0.07141(9) 0.6296(2) 0.23057(15) 0.0333(4) Uani 1 1 d . . . N2 N 0.10586(15) 0.4211(2) 0.1534(2) 0.0545(6) Uani 1 1 d D . . C1 C 0.04898(14) 0.5073(3) 0.1555(2) 0.0406(5) Uani 1 1 d . . . H1 H -0.0006 0.4838 0.1093 0.049 Uiso 1 1 calc R . . C2 C 0.14728(13) 0.6183(3) 0.2790(2) 0.0469(6) Uani 1 1 d . . . H2 H 0.1791 0.6891 0.3359 0.056 Uiso 1 1 calc R . . C3 C 0.16916(16) 0.4903(3) 0.2327(3) 0.0553(7) Uani 1 1 d . . . H3 H 0.2176 0.4561 0.2511 0.066 Uiso 1 1 calc R . . H13 H 0.0978(13) 1.013(3) 0.223(2) 0.057(8) Uiso 1 1 d D . . H20 H 0.100(2) 0.336(3) 0.107(3) 0.113(13) Uiso 1 1 d 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 Ni 0.0329(2) 0.02337(19) 0.0246(2) 0.000 0.01184(15) 0.000 O11 0.0448(8) 0.0329(8) 0.0259(7) 0.0051(6) 0.0149(6) -0.0043(7) O12 0.0439(9) 0.0654(11) 0.0207(8) 0.0020(7) 0.0129(7) -0.0014(8) O13 0.0463(9) 0.0382(8) 0.0203(7) -0.0030(6) 0.0150(7) -0.0148(7) C11 0.0344(11) 0.0340(11) 0.0236(10) 0.0012(9) 0.0152(9) 0.0072(9) C12 0.0397(12) 0.0295(10) 0.0200(10) -0.0026(8) 0.0119(9) -0.0053(9) C13 0.0683(16) 0.0302(11) 0.0435(13) -0.0015(10) 0.0243(12) 0.0002(11) C14 0.0442(13) 0.0554(15) 0.0384(13) -0.0017(11) 0.0176(11) -0.0135(11) N1 0.0386(11) 0.0282(9) 0.0321(10) -0.0027(8) 0.0120(8) 0.0027(7) N2 0.0922(18) 0.0333(11) 0.0585(14) -0.0047(10) 0.0516(14) 0.0062(12) C1 0.0554(14) 0.0347(12) 0.0345(12) -0.0050(10) 0.0201(11) -0.0031(11) C2 0.0410(14) 0.0478(14) 0.0493(14) -0.0066(12) 0.0135(11) 0.0025(11) C3 0.0581(17) 0.0554(16) 0.0658(18) 0.0123(14) 0.0384(15) 0.0212(14) _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 Ni O11 2.0465(15) . ? Ni O11 2.0465(15) 2 ? Ni N1 2.0632(17) 2 ? Ni N1 2.0632(17) . ? Ni O13 2.1084(15) . ? Ni O13 2.1084(15) 2 ? O11 C11 1.259(2) . ? O12 C11 1.253(2) . ? O13 C12 1.441(2) . ? C11 C12 1.537(3) . ? C12 C14 1.517(3) . ? C12 C13 1.517(3) . ? N1 C1 1.312(3) . ? N1 C2 1.369(3) . ? N2 C1 1.331(3) . ? N2 C3 1.358(4) . ? C2 C3 1.343(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 O11 Ni O11 172.85(8) . 2 ? O11 Ni N1 91.19(6) . 2 ? O11 Ni N1 93.79(6) 2 2 ? O11 Ni N1 93.79(6) . . ? O11 Ni N1 91.19(6) 2 . ? N1 Ni N1 91.79(10) 2 . ? O11 Ni O13 76.41(5) . . ? O11 Ni O13 98.33(6) 2 . ? N1 Ni O13 167.32(6) 2 . ? N1 Ni O13 91.70(7) . . ? O11 Ni O13 98.33(6) . 2 ? O11 Ni O13 76.41(5) 2 2 ? N1 Ni O13 91.70(7) 2 2 ? N1 Ni O13 167.32(6) . 2 ? O13 Ni O13 87.54(9) . 2 ? C11 O11 Ni 120.04(12) . . ? C12 O13 Ni 117.05(11) . . ? O12 C11 O11 123.95(18) . . ? O12 C11 C12 117.58(18) . . ? O11 C11 C12 118.46(17) . . ? O13 C12 C14 110.06(16) . . ? O13 C12 C13 109.76(17) . . ? C14 C12 C13 111.60(18) . . ? O13 C12 C11 106.34(15) . . ? C14 C12 C11 111.11(17) . . ? C13 C12 C11 107.81(17) . . ? C1 N1 C2 104.75(19) . . ? C1 N1 Ni 123.16(15) . . ? C2 N1 Ni 131.96(15) . . ? C1 N2 C3 107.5(2) . . ? N1 C1 N2 111.7(2) . . ? C3 C2 N1 110.3(2) . . ? C2 C3 N2 105.8(2) . . ? 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 O12 0.874(18) 2.39(3) 3.141(3) 145(3) 6_565 N2 H20 O11 0.874(18) 2.18(2) 3.004(3) 158(3) 6_565 O13 H13 O12 0.832(17) 1.886(17) 2.716(2) 175(3) 6_575 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.262 _refine_diff_density_min -0.274 _refine_diff_density_rms 0.050