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#$Date: 2025-08-21 01:40:30 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301839 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/33/17/4331751.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_4331751
loop_
_publ_author_name
'Pierre Thuéry'
_publ_section_title
;
 Sulfonate Complexes of Actinide Ions: Structural Diversity in Uranyl
 Complexes with 2-Sulfobenzoate
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              435
_journal_page_last               447
_journal_paper_doi               10.1021/ic3022744
_journal_volume                  52
_journal_year                    2013
_chemical_formula_sum            'C48 H36 N4 O24 S4 U2'
_chemical_formula_weight         1657.11
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 95.448(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.7449(3)
_cell_length_b                   23.4648(10)
_cell_length_c                   10.1872(4)
_cell_measurement_reflns_used    70906
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.51
_cell_measurement_theta_min      2.58
_cell_volume                     2556.87(16)
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method
'two φ and six ω scans with 2° steps (530 frames)'
_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  0.0590
_diffrn_reflns_av_sigmaI/netI    0.0758
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            70906
_diffrn_reflns_theta_full        30.51
_diffrn_reflns_theta_max         30.51
_diffrn_reflns_theta_min         2.58
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    6.583
_exptl_absorpt_correction_T_max  1.310
_exptl_absorpt_correction_T_min  0.776
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_diffrn    2.152
_exptl_crystal_description       platelet
_exptl_crystal_F_000             1584
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_refine_diff_density_max         2.242
_refine_diff_density_min         -1.770
_refine_diff_density_rms         0.199
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         7797
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0711
_refine_ls_R_factor_gt           0.0421
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0406P)²+3.0981P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0915
_refine_ls_wR_factor_ref         0.0996
_reflns_number_gt                5560
_reflns_number_total             7797
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic3022744_si_002_04.cif
_cod_data_source_block           4
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4331751
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'
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
U U 0.304018(17) 0.580898(8) 0.566655(18) 0.02466(7) Uani 1 1 d .
S1 S 0.49130(12) 0.68869(6) 0.41820(13) 0.0288(3) Uani 1 1 d .
S2 S 0.02786(12) 0.54662(6) 0.73251(14) 0.0309(3) Uani 1 1 d .
O1 O 0.3698(3) 0.59703(17) 0.7286(4) 0.0341(9) Uani 1 1 d .
O2 O 0.2473(3) 0.56397(16) 0.4027(3) 0.0305(8) Uani 1 1 d .
O3 O 0.5155(3) 0.56401(16) 0.5131(4) 0.0287(8) Uani 1 1 d .
O4 O 0.6434(3) 0.51753(16) 0.3913(4) 0.0348(9) Uani 1 1 d .
O5 O 0.3913(3) 0.66842(16) 0.4990(4) 0.0329(9) Uani 1 1 d .
O6 O 0.6145(3) 0.68078(18) 0.4855(4) 0.0383(10) Uani 1 1 d .
O7 O 0.4660(4) 0.74567(16) 0.3717(4) 0.0382(9) Uani 1 1 d .
O8 O 0.1454(3) 0.64837(16) 0.5773(4) 0.0330(9) Uani 1 1 d .
O9 O -0.0144(3) 0.70254(16) 0.6195(4) 0.0335(9) Uani 1 1 d .
O10 O 0.1384(3) 0.53339(16) 0.6617(4) 0.0348(9) Uani 1 1 d .
O11 O -0.0719(3) 0.57053(16) 0.6440(4) 0.0340(9) Uani 1 1 d .
O12 O -0.0060(3) 0.49844(17) 0.8094(4) 0.0380(10) Uani 1 1 d .
N1 N 0.6625(5) 0.6005(3) 0.7392(5) 0.0483(14) Uani 1 1 d .
H1 H 0.6229 0.5891 0.6505 0.058 Uiso 1 1 d R
N2 N 0.8893(4) 0.6669(2) 1.3807(5) 0.0369(12) Uani 1 1 d .
H2 H 0.9179 0.6770 1.4705 0.044 Uiso 1 1 d R
C1 C 0.5595(5) 0.5538(2) 0.4041(5) 0.0263(11) Uani 1 1 d .
C2 C 0.5100(5) 0.5858(2) 0.2821(5) 0.0264(11) Uani 1 1 d .
C3 C 0.4789(4) 0.6438(2) 0.2774(5) 0.0241(11) Uani 1 1 d .
C4 C 0.4395(5) 0.6692(2) 0.1556(5) 0.0281(11) Uani 1 1 d .
H4 H 0.4233 0.7081 0.1513 0.034 Uiso 1 1 calc R
C5 C 0.4248(5) 0.6368(3) 0.0430(5) 0.0336(13) Uani 1 1 d .
H5 H 0.3978 0.6539 -0.0371 0.040 Uiso 1 1 calc R
C6 C 0.4497(5) 0.5796(2) 0.0477(5) 0.0351(13) Uani 1 1 d .
H6 H 0.4359 0.5577 -0.0283 0.042 Uiso 1 1 calc R
C7 C 0.4957(5) 0.5542(3) 0.1659(5) 0.0316(12) Uani 1 1 d .
H7 H 0.5171 0.5158 0.1674 0.038 Uiso 1 1 calc R
C8 C 0.0736(5) 0.6705(2) 0.6566(5) 0.0280(11) Uani 1 1 d .
C9 C 0.0951(5) 0.6566(2) 0.7996(5) 0.0304(12) Uani 1 1 d .
C10 C 0.0763(5) 0.6017(3) 0.8468(6) 0.0322(12) Uani 1 1 d .
C11 C 0.0886(5) 0.5898(3) 0.9817(6) 0.0371(14) Uani 1 1 d .
H11 H 0.0757 0.5530 1.0115 0.045 Uiso 1 1 calc R
C12 C 0.1201(5) 0.6329(3) 1.0701(6) 0.0404(15) Uani 1 1 d .
H12 H 0.1278 0.6252 1.1601 0.049 Uiso 1 1 calc R
C13 C 0.1401(5) 0.6871(3) 1.0267(6) 0.0438(16) Uani 1 1 d .
H13 H 0.1616 0.7158 1.0877 0.053 Uiso 1 1 calc R
C14 C 0.1285(5) 0.6998(3) 0.8928(6) 0.0397(14) Uani 1 1 d .
H14 H 0.1427 0.7367 0.8646 0.048 Uiso 1 1 calc R
C15 C 0.7255(5) 0.5605(3) 0.8123(6) 0.0437(16) Uani 1 1 d .
H15 H 0.7393 0.5248 0.7766 0.052 Uiso 1 1 calc R
C16 C 0.7691(5) 0.5724(3) 0.9395(6) 0.0347(13) Uani 1 1 d .
H16 H 0.8124 0.5448 0.9908 0.042 Uiso 1 1 calc R
C17 C 0.7489(5) 0.6259(3) 0.9926(5) 0.0313(12) Uani 1 1 d .
C18 C 0.6833(5) 0.6657(3) 0.9103(6) 0.0380(14) Uani 1 1 d .
H18 H 0.6699 0.7022 0.9418 0.046 Uiso 1 1 calc R
C19 C 0.6394(6) 0.6520(3) 0.7869(6) 0.0480(17) Uani 1 1 d .
H19 H 0.5930 0.6783 0.7345 0.058 Uiso 1 1 calc R
C20 C 0.7943(5) 0.6404(2) 1.1301(5) 0.0285(11) Uani 1 1 d .
C21 C 0.8169(5) 0.5982(3) 1.2274(6) 0.0345(13) Uani 1 1 d .
H21 H 0.7988 0.5603 1.2073 0.041 Uiso 1 1 calc R
C22 C 0.8655(5) 0.6130(3) 1.3517(6) 0.0408(15) Uani 1 1 d .
H22 H 0.8818 0.5851 1.4157 0.049 Uiso 1 1 calc R
C23 C 0.8664(5) 0.7091(3) 1.2931(6) 0.0374(14) Uani 1 1 d .
H23 H 0.8827 0.7467 1.3181 0.045 Uiso 1 1 calc R
C24 C 0.8191(5) 0.6969(3) 1.1668(6) 0.0351(13) Uani 1 1 d .
H24 H 0.8036 0.7261 1.1057 0.042 Uiso 1 1 calc R
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
U U -9.6767 9.6646 '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
O2 U O1 176.66(16) . .
O2 U O8 90.50(15) . .
O1 U O8 92.31(16) . .
O2 U O10 94.32(16) . .
O1 U O10 88.21(16) . .
O8 U O10 73.86(13) . .
O2 U O5 91.72(15) . .
O1 U O5 87.26(16) . .
O8 U O5 74.84(12) . .
O10 U O5 148.14(12) . .
O2 U O4 90.37(16) . 3_666
O1 U O4 88.47(16) . 3_666
O8 U O4 143.35(12) . 3_666
O10 U O4 69.54(12) . 3_666
O5 U O4 141.74(12) . 3_666
O2 U O3 89.80(15) . .
O1 U O3 86.86(15) . .
O8 U O3 145.72(13) . .
O10 U O3 140.25(12) . .
O5 U O3 70.89(12) . .
O4 U O3 70.92(12) 3_666 .
O7 S1 O6 114.4(2) . .
O7 S1 O5 110.8(2) . .
O6 S1 O5 111.9(2) . .
O7 S1 C3 106.7(2) . .
O6 S1 C3 107.6(2) . .
O5 S1 C3 104.7(2) . .
O12 S2 O11 115.6(2) . .
O12 S2 O10 110.9(2) . .
O11 S2 O10 111.0(2) . .
O12 S2 C10 106.7(3) . .
O11 S2 C10 106.2(2) . .
O10 S2 C10 105.8(2) . .
C1 O3 U 131.6(3) . .
C1 O4 U 142.3(3) . 3_666
S1 O5 U 139.2(2) . .
C8 O8 U 142.3(3) . .
S2 O10 U 139.9(2) . .
C19 N1 C15 122.2(6) . .
C19 N1 H1 119.6 . .
C15 N1 H1 117.7 . .
C22 N2 C23 122.6(5) . .
C22 N2 H2 119.0 . .
C23 N2 H2 118.1 . .
O4 C1 O3 123.3(5) . .
O4 C1 C2 117.0(5) . .
O3 C1 C2 119.7(4) . .
C7 C2 C3 118.8(5) . .
C7 C2 C1 115.9(5) . .
C3 C2 C1 125.3(5) . .
C2 C3 C4 119.5(5) . .
C2 C3 S1 123.3(4) . .
C4 C3 S1 117.1(4) . .
C5 C4 C3 120.3(5) . .
C5 C4 H4 119.8 . .
C3 C4 H4 119.8 . .
C6 C5 C4 120.5(5) . .
C6 C5 H5 119.8 . .
C4 C5 H5 119.8 . .
C5 C6 C7 120.2(5) . .
C5 C6 H6 119.9 . .
C7 C6 H6 119.9 . .
C6 C7 C2 120.5(5) . .
C6 C7 H7 119.7 . .
C2 C7 H7 119.7 . .
O9 C8 O8 122.8(5) . .
O9 C8 C9 118.4(5) . .
O8 C8 C9 118.8(5) . .
C10 C9 C14 117.8(5) . .
C10 C9 C8 121.8(5) . .
C14 C9 C8 120.3(5) . .
C9 C10 C11 121.4(6) . .
C9 C10 S2 119.1(4) . .
C11 C10 S2 119.5(5) . .
C12 C11 C10 119.5(6) . .
C12 C11 H11 120.2 . .
C10 C11 H11 120.2 . .
C13 C12 C11 120.5(6) . .
C13 C12 H12 119.8 . .
C11 C12 H12 119.8 . .
C12 C13 C14 120.9(6) . .
C12 C13 H13 119.6 . .
C14 C13 H13 119.6 . .
C13 C14 C9 120.0(6) . .
C13 C14 H14 120.0 . .
C9 C14 H14 120.0 . .
N1 C15 C16 119.6(6) . .
N1 C15 H15 120.2 . .
C16 C15 H15 120.2 . .
C15 C16 C17 120.1(6) . .
C15 C16 H16 119.9 . .
C17 C16 H16 119.9 . .
C16 C17 C18 117.2(5) . .
C16 C17 C20 121.7(5) . .
C18 C17 C20 121.1(5) . .
C19 C18 C17 120.9(6) . .
C19 C18 H18 119.6 . .
C17 C18 H18 119.6 . .
N1 C19 C18 119.9(6) . .
N1 C19 H19 120.0 . .
C18 C19 H19 120.0 . .
C24 C20 C21 117.6(5) . .
C24 C20 C17 120.7(5) . .
C21 C20 C17 121.7(5) . .
C22 C21 C20 120.0(6) . .
C22 C21 H21 120.0 . .
C20 C21 H21 120.0 . .
N2 C22 C21 120.0(6) . .
N2 C22 H22 120.0 . .
C21 C22 H22 120.0 . .
N2 C23 C24 120.0(6) . .
N2 C23 H23 120.0 . .
C24 C23 H23 120.0 . .
C23 C24 C20 119.7(5) . .
C23 C24 H24 120.1 . .
C20 C24 H24 120.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
U O2 1.768(4) .
U O1 1.773(4) .
U O8 2.336(4) .
U O10 2.382(4) .
U O5 2.386(4) .
U O4 2.407(4) 3_666
U O3 2.419(4) .
S1 O7 1.436(4) .
S1 O6 1.444(4) .
S1 O5 1.492(4) .
S1 C3 1.774(5) .
S2 O12 1.442(4) .
S2 O11 1.447(4) .
S2 O10 1.480(4) .
S2 C10 1.784(6) .
O3 C1 1.270(6) .
O4 C1 1.255(6) .
O4 U 2.407(4) 3_666
O8 C8 1.280(6) .
O9 C8 1.238(6) .
N1 C19 1.334(9) .
N1 C15 1.341(9) .
N1 H1 0.9979 .
N2 C22 1.318(8) .
N2 C23 1.340(8) .
N2 H2 0.9668 .
C1 C2 1.506(7) .
C2 C7 1.393(7) .
C2 C3 1.401(7) .
C3 C4 1.405(7) .
C4 C5 1.372(8) .
C4 H4 0.9300 .
C5 C6 1.369(8) .
C5 H5 0.9300 .
C6 C7 1.391(8) .
C6 H6 0.9300 .
C7 H7 0.9300 .
C8 C9 1.489(8) .
C9 C10 1.395(8) .
C9 C14 1.412(8) .
C10 C11 1.397(8) .
C11 C12 1.374(8) .
C11 H11 0.9300 .
C12 C13 1.370(9) .
C12 H12 0.9300 .
C13 C14 1.390(9) .
C13 H13 0.9300 .
C14 H14 0.9300 .
C15 C16 1.364(8) .
C15 H15 0.9300 .
C16 C17 1.392(8) .
C16 H16 0.9300 .
C17 C18 1.400(8) .
C17 C20 1.479(8) .
C18 C19 1.340(8) .
C18 H18 0.9300 .
C19 H19 0.9300 .
C20 C24 1.396(8) .
C20 C21 1.405(8) .
C21 C22 1.368(8) .
C21 H21 0.9300 .
C22 H22 0.9300 .
C23 C24 1.367(8) .
C23 H23 0.9300 .
C24 H24 0.9300 .
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
N1 H1 O3 1.00 1.83 2.801(6) 164.8 .
N2 H2 O9 0.97 1.73 2.685(6) 170.6 1_656
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139138277
