#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/63/2006321.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2006321 loop_ _publ_author_name 'Leban, Ivan' 'Grgurevi\O:O')bis(urea)-1\kO,2\kO-dicopper(II) _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 854 _journal_page_last 856 _journal_paper_doi 10.1107/S0108270197003387 _journal_volume 53 _journal_year 1997 _chemical_formula_iupac '[Cu2(C7 H5 O2)4 (C H4 N2 O)2]' _chemical_formula_moiety ; [Cu(C~7~H~5~O~2~)~2~(CH~4~N~2~O)]~2~ ; _chemical_formula_sum 'C30 H28 Cu2 N4 O10' _chemical_formula_weight 731.67 _chemical_name_systematic ; tetrakis(\m-benzoato-O:O')-bis(urea-O')dicopper(II), ; _space_group_IT_number 148 _symmetry_cell_setting trigonal _symmetry_space_group_name_Hall '-R 3' _symmetry_space_group_name_H-M 'R -3 :H' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_formula_units_Z 9 _cell_length_a 26.162(7) _cell_length_b 26.162(7) _cell_length_c 13.633(5) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 12 _cell_measurement_theta_min 10 _cell_volume 8081(4) _computing_cell_refinement CAD-4-PC _computing_data_collection 'CAD-4-PC (Enraf-Nonius, 1992)' _computing_data_reduction 'NRCVAX (Gabe, Le Page, Charland, Lee & White, 1989)' _computing_molecular_graphics 'ORTEPII (Johnson, 1971) and PLUTON (Spek, 1991)' _computing_publication_material SHELXL93 _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Nonius CAD-4 diffractometer' _diffrn_measurement_method 'variable-rate \q/2\q scans' _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 0.0344 _diffrn_reflns_av_sigmaI/netI 0.1093 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -2 _diffrn_reflns_number 3685 _diffrn_reflns_theta_max 25.01 _diffrn_reflns_theta_min 1.56 _diffrn_standards_decay_% 5.4 _diffrn_standards_interval_time 180 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 1.239 _exptl_absorpt_correction_T_max 0.77 _exptl_absorpt_correction_T_min 0.69 _exptl_absorpt_correction_type integration _exptl_crystal_colour blue _exptl_crystal_density_diffrn 1.353 _exptl_crystal_density_meas 1.33(5) _exptl_crystal_density_method 'flotation in CCl~4~/chlorobenzene' _exptl_crystal_description 'hexagonal prism' _exptl_crystal_F_000 3366 _exptl_crystal_size_max 0.324 _exptl_crystal_size_mid 0.322 _exptl_crystal_size_min 0.243 _refine_diff_density_max 1.25 _refine_diff_density_min -0.69 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 0.990 _refine_ls_goodness_of_fit_obs 1.150 _refine_ls_hydrogen_treatment noref _refine_ls_matrix_type full _refine_ls_number_parameters 208 _refine_ls_number_reflns 3099 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.029 _refine_ls_restrained_S_obs 1.150 _refine_ls_R_factor_all 0.1588 _refine_ls_R_factor_obs .0621 _refine_ls_shift/esd_max 0.029 _refine_ls_shift/esd_mean 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1591P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.2588 _refine_ls_wR_factor_obs .1985 _reflns_number_observed 1531 _reflns_number_total 3141 _reflns_observed_criterion >2sigma(I) _cod_data_source_file mu1294.cif _cod_data_source_block copper _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.1591P)^2^] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.1591P)^2^] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_sg_symbol_H-M 'R -3' _cod_database_code 2006321 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cu .0449(6) .0402(6) .0465(6) .0230(5) -.0078(5) -.0053(5) O11 .058(4) .041(3) .064(4) .025(3) -.013(3) -.003(3) O12 .064(4) .042(3) .067(4) .023(3) -.024(3) .004(3) C10 .052(5) .042(5) .047(5) .024(4) .010(4) .001(4) C11 .066(6) .045(5) .049(5) .034(5) .007(5) .007(4) C12 .079(7) .049(5) .056(6) .028(5) .002(5) .001(5) C13 .097(9) .045(6) .082(8) .018(6) .014(7) .020(6) C14 .088(8) .051(6) .106(10) .033(6) .030(8) .021(7) C15 .081(8) .081(8) .087(8) .054(7) .022(7) .034(7) C16 .066(6) .053(5) .056(6) .033(5) .003(5) .010(4) O21 .056(4) .071(4) .049(4) .032(3) -.001(3) -.008(3) O22 .053(4) .066(4) .062(4) .036(3) -.003(3) -.006(3) C20 .060(6) .039(5) .063(6) .031(4) .008(5) .004(4) C21 .069(6) .044(5) .066(6) .031(5) .011(5) .005(4) C22 .071(7) .056(6) .068(7) .029(5) .006(5) -.011(5) C23 .103(10) .081(8) .076(8) .047(8) .015(8) -.008(6) C24 .113(12) .111(11) .086(10) .070(10) .045(9) .010(8) C25 .082(9) .134(13) .146(14) .074(9) .037(10) .027(11) C26 .059(7) .116(10) .085(8) .055(7) .012(6) .001(7) O1 .064(4) .056(4) .062(4) .038(3) -.028(3) -.020(3) C1 .061(7) .082(8) .076(8) .026(6) -.026(6) -.031(6) N1 .111(11) .196(17) .42(3) .091(12) -.111(16) -.18(2) N2 .099(8) .068(6) .108(8) .045(6) -.009(6) -.032(6) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol Cu .29146(4) .14826(4) .09991(7) .0431(4) Uani d . 1 . Cu O11 .3201(3) .2320(2) .0714(5) .054(2) Uani d . 1 . O O12 .3932(3) .2620(2) .1806(5) .060(2) Uani d . 1 . O C10 .3649(4) .2716(4) .1162(6) .047(2) Uani d . 1 . C C11 .3860(4) .3347(4) .0887(6) .051(2) Uani d . 1 . C C12 .4296(5) .3786(4) .1446(7) .064(3) Uani d . 1 . C H12 .4459 .3690 .1971 .095 Uiso calc R 1 . H C13 .4495(5) .4384(4) .1215(9) .083(3) Uani d . 1 . C H13 .4780 .4685 .1601 .124 Uiso calc R 1 . H C14 .4262(5) .4514(5) .0416(10) .082(3) Uani d . 1 . C H14 .4394 .4906 .0261 .123 Uiso calc R 1 . H C15 .3823(5) .4060(5) -.0184(9) .077(3) Uani d . 1 . C H15 .3681 .4154 -.0739 .115 Uiso calc R 1 . H C16 .3610(4) .3472(4) .0076(7) .057(2) Uani d . 1 . C H16 .3309 .3168 -.0281 .085 Uiso calc R 1 . H O21 .2408(3) .1515(3) .2028(4) .059(2) Uani d . 1 . O O22 .3129(3) .1828(3) .3171(5) .058(2) Uani d . 1 . O C20 .2607(4) .1658(4) .2893(7) .051(2) Uani d . 1 . C C21 .2184(4) .1638(4) .3690(7) .059(2) Uani d . 1 . C C22 .2382(5) .1824(4) .4619(7) .066(3) Uani d . 1 . C H22 .2775 .1965 .4780 .099 Uiso calc R 1 . H C23 .1983(6) .1798(5) .5326(9) .086(4) Uani d . 1 . C H23 .2118 .1927 .5959 .129 Uiso calc R 1 . H C24 .1419(7) .1593(6) .5117(11) .098(4) Uani d . 1 . C H24 .1159 .1570 .5604 .146 Uiso calc R 1 . H C25 .1225(6) .1420(7) .4197(12) .112(5) Uani d . 1 . C H25 .0830 .1286 .4054 .168 Uiso calc R 1 . H C26 .1598(5) .1435(6) .3447(9) .082(3) Uani d . 1 . C H26 .1459 .1313 .2813 .123 Uiso calc R 1 . H O1 .2227(3) .1074(3) -.0087(5) .057(2) Uani d . 1 . O C1 .2078(5) .0584(5) -.0423(8) .077(3) Uani d . 1 . C N1 .1515(6) .0183(7) -.0582(15) .237(12) Uani d . 1 . N H1A .1242 .0264 -.0448 .356 Uiso calc R 1 . H H1B .1425 -.0157 -.0818 .356 Uiso calc R 1 . H N2 .2435(5) .0395(4) -.0670(7) .090(3) Uani d . 1 . N H2A .2810 .0620 -.0603 .135 Uiso calc R 1 . H H2B .2296 .0044 -.0901 .135 Uiso calc R 1 . H 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' Cu Cu 0.3201 1.2651 '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' N N 0.0061 0.0033 '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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O12 Cu O21 13 . 87.8(3) yes O12 Cu O22 13 13 90.8(3) yes O21 Cu O22 . 13 169.1(3) yes O12 Cu O11 13 . 167.9(3) yes O21 Cu O11 . . 89.0(3) yes O22 Cu O11 13 . 90.1(3) yes O12 Cu O1 13 . 91.8(2) yes O21 Cu O1 . . 95.6(3) yes O22 Cu O1 13 . 95.2(3) yes O11 Cu O1 . . 100.1(2) yes O12 Cu Cu 13 13 81.4(2) yes O21 Cu Cu . 13 86.9(2) yes O22 Cu Cu 13 13 82.2(2) yes O11 Cu Cu . 13 86.8(2) yes O1 Cu Cu . 13 172.6(2) yes C10 O11 Cu . . 119.8(5) ? C10 O12 Cu . 13 126.9(6) ? O12 C10 O11 . . 124.9(8) yes O12 C10 C11 . . 117.7(8) ? O11 C10 C11 . . 117.4(8) ? C12 C11 C16 . . 122.1(9) ? C12 C11 C10 . . 118.3(8) ? C16 C11 C10 . . 119.5(8) ? C11 C12 C13 . . 119.5(10) ? C14 C13 C12 . . 119.1(11) ? C13 C14 C15 . . 121.5(10) ? C16 C15 C14 . . 118.9(10) ? C15 C16 C11 . . 118.7(10) ? C20 O21 Cu . . 119.4(6) ? C20 O22 Cu . 13 124.8(6) ? O22 C20 O21 . . 126.5(8) yes O22 C20 C21 . . 115.7(8) ? O21 C20 C21 . . 117.8(8) ? C22 C21 C26 . . 120.5(10) ? C22 C21 C20 . . 120.6(9) ? C26 C21 C20 . . 118.9(9) ? C21 C22 C23 . . 118.9(11) ? C24 C23 C22 . . 121.7(12) ? C23 C24 C25 . . 119.5(12) ? C24 C25 C26 . . 122.2(13) ? C21 C26 C25 . . 117.2(12) ? C1 O1 Cu . . 121.7(6) yes O1 C1 N2 . . 125.5(10) ? O1 C1 N1 . . 122.2(12) ? N2 C1 N1 . . 112.3(11) ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cu O12 13 1.961(6) yes Cu O21 . 1.962(6) yes Cu O22 13 1.966(6) yes Cu O11 . 1.966(6) yes Cu O1 . 2.156(6) yes Cu Cu 13 2.633(2) yes O11 C10 . 1.267(10) yes O12 C10 . 1.251(10) yes O12 Cu 13 1.961(6) ? C10 C11 . 1.505(11) ? C11 C12 . 1.374(13) ? C11 C16 . 1.403(12) ? C12 C13 . 1.415(13) ? C13 C14 . 1.37(2) ? C14 C15 . 1.43(2) ? C15 C16 . 1.396(13) ? O21 C20 . 1.268(10) yes O22 C20 . 1.263(11) yes O22 Cu 13 1.966(6) ? C20 C21 . 1.532(13) ? C21 C22 . 1.362(14) ? C21 C26 . 1.390(14) ? C22 C23 . 1.396(15) ? C23 C24 . 1.33(2) ? C24 C25 . 1.34(2) ? C25 C26 . 1.40(2) ? O1 C1 . 1.226(12) yes C1 N2 . 1.301(14) yes C1 N1 . 1.33(2) yes 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_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag Cu O11 O12 Cu 13 -3.0(3) yes Cu O21 O22 Cu 13 0.3(3) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139055574