#------------------------------------------------------------------------------ #$Date: 2016-02-18 14:25:00 +0200 (Thu, 18 Feb 2016) $ #$Revision: 176728 $ #$URL: file:///home/coder/svn-repositories/cod/cif/8/10/30/8103086.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_8103086 loop_ _publ_author_name 'Yunde Zhu' _publ_section_title ; Crystal structure of bis[2-((2-aminocyclohexylamino)methyl)benzoato]copper(II) trihydrate, Cu(C14H19N2O2)2 · 3H2O ; _journal_issue 1 _journal_name_full 'Zeitschrift f\"ur Kristallographie - New Crystal Structures' _journal_page_first 141 _journal_volume 226 _journal_year 2011 _chemical_formula_moiety 'C28 H44 Cu N4 O7' _chemical_formula_sum 'C28 H44 Cu N4 O7' _chemical_formula_weight 612.21 _chemical_melting_point ? _chemical_name_systematic ; bis[2-((2-aminocyclohexylamino)methyl)benzoato]copper(II) trihydrate ; _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _audit_update_record ; 2010-10-31 # Formatted by publCIF ; _cell_angle_alpha 90.00 _cell_angle_beta 107.474(6) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 21.7959(15) _cell_length_b 13.4861(9) _cell_length_c 11.9078(6) _cell_measurement_reflns_used 1943 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 29.1829 _cell_measurement_theta_min 3.0211 _cell_volume 3338.7(4) _computing_cell_refinement CrysAlis _computing_data_collection CrysAlis _computing_data_reduction CrysAlis _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution SHELXS-97[1] _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 10.0 _diffrn_measured_fraction_theta_full 0.978 _diffrn_measured_fraction_theta_max 0.831 _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0328 _diffrn_reflns_av_sigmaI/netI 0.1461 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 7339 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 29.23 _diffrn_reflns_theta_min 3.31 _exptl_absorpt_coefficient_mu 0.699 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.99285 _exptl_absorpt_correction_type multi-scan _exptl_crystal_colour blue _exptl_crystal_density_diffrn 1.218 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1300 _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.12 _refine_diff_density_max 0.856 _refine_diff_density_min -0.342 _refine_diff_density_rms 0.094 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.144 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 191 _refine_ls_number_reflns 3774 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.144 _refine_ls_R_factor_all 0.1301 _refine_ls_R_factor_gt 0.0630 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0567P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1609 _refine_ls_wR_factor_ref 0.1669 _reflns_number_gt 1579 _reflns_number_total 3774 _reflns_threshold_expression >2sigma(I) _cod_data_source_file 1267-3269.cff _cod_data_source_block c2c _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value 'not measured' was changed to '?' - the value is undefined or not given. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_sg_symbol_H-M c2/c _cod_database_code 8103086 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' 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 Cu Cu 0.7500 0.2500 0.5000 0.0429(3) Uani 1 2 d S N1 N 0.65731(17) 0.2925(3) 0.4156(3) 0.0427(10) Uani 1 1 d . H1 H 0.6383 0.2421 0.3667 0.051 Uiso 1 1 calc R O1 O 0.78901(19) 0.4117(3) 0.4557(3) 0.0671(11) Uani 1 1 d . N2 N 0.73329(18) 0.3133(3) 0.6424(3) 0.0430(10) Uani 1 1 d . H2A H 0.7375 0.2672 0.6988 0.052 Uiso 1 1 calc R H2B H 0.7628 0.3609 0.6711 0.052 Uiso 1 1 calc R C9 C 0.6243(2) 0.3000(4) 0.5096(3) 0.0435(12) Uani 1 1 d . H9 H 0.6212 0.2325 0.5378 0.052 Uiso 1 1 calc R C10 C 0.5560(2) 0.3427(4) 0.4719(4) 0.0550(15) Uani 1 1 d . H10A H 0.5569 0.4099 0.4434 0.066 Uiso 1 1 calc R H10B H 0.5288 0.3032 0.4083 0.066 Uiso 1 1 calc R C14 C 0.6678(2) 0.3574(4) 0.6123(3) 0.0429(12) Uani 1 1 d . H14 H 0.6702 0.4262 0.5873 0.052 Uiso 1 1 calc R C7 C 0.6796(3) 0.3729(4) 0.2433(4) 0.0537(14) Uani 1 1 d . C13 C 0.6409(2) 0.3575(4) 0.7154(4) 0.0526(14) Uani 1 1 d . H13A H 0.6681 0.3976 0.7785 0.063 Uiso 1 1 calc R H13B H 0.6408 0.2903 0.7445 0.063 Uiso 1 1 calc R O2 O 0.8113(3) 0.5350(4) 0.3486(4) 0.1074(16) Uani 1 1 d . C6 C 0.6439(3) 0.3295(5) 0.1398(4) 0.0733(19) Uani 1 1 d . H6 H 0.6033 0.3048 0.1342 0.088 Uiso 1 1 calc R C2 C 0.7390(3) 0.4107(4) 0.2502(4) 0.0595(16) Uani 1 1 d . C8 C 0.6495(3) 0.3852(4) 0.3422(4) 0.0550(14) Uani 1 1 d . H8A H 0.6698 0.4404 0.3918 0.066 Uiso 1 1 calc R H8B H 0.6042 0.4002 0.3090 0.066 Uiso 1 1 calc R C11 C 0.5286(3) 0.3428(5) 0.5750(4) 0.0698(18) Uani 1 1 d . H11A H 0.4865 0.3737 0.5513 0.084 Uiso 1 1 calc R H11B H 0.5236 0.2750 0.5981 0.084 Uiso 1 1 calc R C12 C 0.5726(3) 0.3987(5) 0.6790(5) 0.0728(19) Uani 1 1 d . H12A H 0.5554 0.3944 0.7451 0.087 Uiso 1 1 calc R H12B H 0.5736 0.4681 0.6584 0.087 Uiso 1 1 calc R C1 C 0.7828(3) 0.4564(5) 0.3598(5) 0.0679(16) Uani 1 1 d . C3 C 0.7611(3) 0.4057(5) 0.1488(5) 0.0729(18) Uani 1 1 d . H3 H 0.8005 0.4336 0.1513 0.088 Uiso 1 1 calc R C5 C 0.6668(4) 0.3217(6) 0.0445(5) 0.088(2) Uani 1 1 d . H5 H 0.6425 0.2897 -0.0235 0.106 Uiso 1 1 calc R C4 C 0.7254(4) 0.3612(6) 0.0501(5) 0.083(2) Uani 1 1 d . H4 H 0.7406 0.3572 -0.0149 0.100 Uiso 1 1 calc R O1W O 0.6111(6) 0.0927(11) 0.3031(11) 0.174(7) Uani 0.50 1 d P O2W O 0.5657(7) 0.1341(17) 0.769(3) 0.43(3) Uani 0.50 1 d P O3W O 0.9090(9) 0.5309(14) 0.5659(16) 0.214(7) Uiso 0.50 1 d P 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 Cu 0.0408(5) 0.0599(6) 0.0300(4) 0.0018(5) 0.0138(3) 0.0051(5) N1 0.040(2) 0.059(3) 0.0314(16) -0.0011(18) 0.0146(16) 0.0028(19) O1 0.076(3) 0.071(3) 0.055(2) 0.009(2) 0.0204(19) 0.003(2) N2 0.038(2) 0.055(3) 0.0360(18) -0.0008(19) 0.0113(16) 0.006(2) C9 0.041(3) 0.059(3) 0.035(2) -0.002(2) 0.019(2) -0.008(3) C10 0.036(3) 0.081(4) 0.049(3) -0.008(3) 0.014(2) 0.003(3) C14 0.041(3) 0.056(3) 0.034(2) -0.003(2) 0.014(2) 0.002(3) C7 0.057(4) 0.068(4) 0.042(3) 0.019(3) 0.025(3) 0.025(3) C13 0.052(3) 0.072(4) 0.038(2) -0.008(3) 0.020(2) -0.006(3) O2 0.120(4) 0.103(4) 0.102(3) 0.015(3) 0.038(3) -0.035(3) C6 0.060(4) 0.120(6) 0.038(3) 0.010(3) 0.013(3) 0.020(4) C2 0.068(4) 0.068(4) 0.050(3) 0.021(3) 0.029(3) 0.024(3) C8 0.066(4) 0.061(4) 0.045(3) 0.018(3) 0.027(3) 0.018(3) C11 0.043(3) 0.109(5) 0.063(3) -0.018(3) 0.025(3) -0.003(3) C12 0.064(4) 0.102(5) 0.063(3) -0.028(3) 0.035(3) -0.011(4) C1 0.072(4) 0.069(5) 0.074(4) 0.000(3) 0.039(3) 0.000(4) C3 0.085(5) 0.080(5) 0.069(4) 0.027(3) 0.046(4) 0.027(4) C5 0.090(5) 0.135(7) 0.042(3) 0.018(3) 0.023(3) 0.035(5) C4 0.105(6) 0.114(6) 0.041(3) 0.018(3) 0.036(4) 0.042(5) O1W 0.182(12) 0.219(15) 0.163(10) -0.141(10) 0.117(10) -0.160(11) O2W 0.076(10) 0.30(3) 0.87(6) 0.37(4) 0.06(2) 0.006(13) 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 N2 Cu N2 180.0 7_656 . N2 Cu N1 96.07(14) 7_656 . N2 Cu N1 83.93(14) . . N2 Cu N1 83.93(14) 7_656 7_656 N2 Cu N1 96.07(14) . 7_656 N1 Cu N1 180.000(1) . 7_656 C9 N1 C8 112.4(4) . . C9 N1 Cu 106.0(2) . . C8 N1 Cu 116.1(3) . . C9 N1 H1 107.3 . . C8 N1 H1 107.3 . . Cu N1 H1 107.3 . . C14 N2 Cu 111.6(2) . . C14 N2 H2A 109.3 . . Cu N2 H2A 109.3 . . C14 N2 H2B 109.3 . . Cu N2 H2B 109.3 . . H2A N2 H2B 108.0 . . N1 C9 C14 108.1(4) . . N1 C9 C10 116.5(3) . . C14 C9 C10 111.2(4) . . N1 C9 H9 106.8 . . C14 C9 H9 106.8 . . C10 C9 H9 106.8 . . C11 C10 C9 110.3(4) . . C11 C10 H10A 109.6 . . C9 C10 H10A 109.6 . . C11 C10 H10B 109.6 . . C9 C10 H10B 109.6 . . H10A C10 H10B 108.1 . . N2 C14 C13 112.5(4) . . N2 C14 C9 108.2(4) . . C13 C14 C9 110.7(4) . . N2 C14 H14 108.4 . . C13 C14 H14 108.4 . . C9 C14 H14 108.4 . . C2 C7 C6 118.9(4) . . C2 C7 C8 122.2(5) . . C6 C7 C8 118.8(5) . . C14 C13 C12 110.7(4) . . C14 C13 H13A 109.5 . . C12 C13 H13A 109.5 . . C14 C13 H13B 109.5 . . C12 C13 H13B 109.5 . . H13A C13 H13B 108.1 . . C5 C6 C7 121.7(6) . . C5 C6 H6 119.2 . . C7 C6 H6 119.2 . . C7 C2 C3 118.8(5) . . C7 C2 C1 123.3(5) . . C3 C2 C1 117.8(6) . . N1 C8 C7 111.1(4) . . N1 C8 H8A 109.4 . . C7 C8 H8A 109.4 . . N1 C8 H8B 109.4 . . C7 C8 H8B 109.4 . . H8A C8 H8B 108.0 . . C12 C11 C10 110.8(4) . . C12 C11 H11A 109.5 . . C10 C11 H11A 109.5 . . C12 C11 H11B 109.5 . . C10 C11 H11B 109.5 . . H11A C11 H11B 108.1 . . C11 C12 C13 111.9(5) . . C11 C12 H12A 109.2 . . C13 C12 H12A 109.2 . . C11 C12 H12B 109.2 . . C13 C12 H12B 109.2 . . H12A C12 H12B 107.9 . . O2 C1 O1 125.2(6) . . O2 C1 C2 117.5(6) . . O1 C1 C2 117.3(6) . . C4 C3 C2 120.6(6) . . C4 C3 H3 119.7 . . C2 C3 H3 119.7 . . C4 C5 C6 119.7(6) . . C4 C5 H5 120.1 . . C6 C5 H5 120.1 . . C3 C4 C5 120.2(5) . . C3 C4 H4 119.9 . . C5 C4 H4 119.9 . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 Cu N2 2.026(3) 7_656 Cu N2 2.026(3) . Cu N1 2.050(4) . Cu N1 2.050(4) 7_656 N1 C9 1.506(5) . N1 C8 1.505(6) . N1 H1 0.9100 . O1 C1 1.263(7) . N2 C14 1.488(6) . N2 H2A 0.9000 . N2 H2B 0.9000 . C9 C14 1.516(6) . C9 C10 1.530(7) . C9 H9 0.9800 . C10 C11 1.518(6) . C10 H10A 0.9700 . C10 H10B 0.9700 . C14 C13 1.511(6) . C14 H14 0.9800 . C7 C2 1.370(8) . C7 C6 1.375(7) . C7 C8 1.519(6) . C13 C12 1.526(7) . C13 H13A 0.9700 . C13 H13B 0.9700 . O2 C1 1.254(7) . C6 C5 1.373(7) . C6 H6 0.9300 . C2 C3 1.430(7) . C2 C1 1.498(8) . C8 H8A 0.9700 . C8 H8B 0.9700 . C11 C12 1.519(7) . C11 H11A 0.9700 . C11 H11B 0.9700 . C12 H12A 0.9700 . C12 H12B 0.9700 . C3 C4 1.340(9) . C3 H3 0.9300 . C5 C4 1.368(10) . C5 H5 0.9300 . C4 H4 0.9300 . 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 N2 Cu N1 C9 155.2(3) 7_656 N2 Cu N1 C9 -24.8(3) . N1 Cu N1 C9 -72(100) 7_656 N2 Cu N1 C8 -79.3(3) 7_656 N2 Cu N1 C8 100.7(3) . N1 Cu N1 C8 54(100) 7_656 N2 Cu N2 C14 73(100) 7_656 N1 Cu N2 C14 -1.8(3) . N1 Cu N2 C14 178.2(3) 7_656 C8 N1 C9 C14 -80.9(5) . Cu N1 C9 C14 46.9(5) . C8 N1 C9 C10 45.3(6) . Cu N1 C9 C10 173.0(4) . N1 C9 C10 C11 178.4(5) . C14 C9 C10 C11 -57.1(6) . Cu N2 C14 C13 150.8(4) . Cu N2 C14 C9 28.1(4) . N1 C9 C14 N2 -49.7(5) . C10 C9 C14 N2 -178.9(4) . N1 C9 C14 C13 -173.4(4) . C10 C9 C14 C13 57.4(6) . N2 C14 C13 C12 -177.3(4) . C9 C14 C13 C12 -56.0(6) . C2 C7 C6 C5 1.2(9) . C8 C7 C6 C5 175.9(6) . C6 C7 C2 C3 1.4(8) . C8 C7 C2 C3 -173.2(5) . C6 C7 C2 C1 -177.9(5) . C8 C7 C2 C1 7.6(8) . C9 N1 C8 C7 -176.3(4) . Cu N1 C8 C7 61.5(5) . C2 C7 C8 N1 -100.4(6) . C6 C7 C8 N1 85.0(6) . C9 C10 C11 C12 55.6(7) . C10 C11 C12 C13 -55.5(7) . C14 C13 C12 C11 55.5(7) . C7 C2 C1 O2 -137.0(6) . C3 C2 C1 O2 43.8(8) . C7 C2 C1 O1 44.1(8) . C3 C2 C1 O1 -135.1(6) . C7 C2 C3 C4 -2.7(9) . C1 C2 C3 C4 176.6(6) . C7 C6 C5 C4 -2.6(10) . C2 C3 C4 C5 1.3(10) . C6 C5 C4 C3 1.3(11) .