#------------------------------------------------------------------------------
#$Date: 2025-08-19 01:52:38 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301791 $
#$URL: file:///home/coder/svn-repositories/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'
'Grgurevič, Nikolaj'
'Sieler, Joachim'
'Šegedin, Primož'
_publ_section_title
Tetrakis(μ-benzoato-O:O')bis(urea)-1κO,2κO-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(μ-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 θ/2θ 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/[σ²(Fo²)+(0.1591P)²] where P=(Fo²+2Fc²)/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_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
