#------------------------------------------------------------------------------
#$Date: 2016-03-23 20:42:38 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179420 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/17/4331750.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_4331750
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            'C34 H36 N4 O17 S2 U'
_chemical_formula_weight         1074.82
_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     heavy
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 122.1545(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   24.4982(3)
_cell_length_b                   9.9823(2)
_cell_length_c                   18.6719(3)
_cell_measurement_reflns_used    123150
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.51
_cell_measurement_theta_min      3.24
_cell_volume                     3865.80(12)
_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 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type
'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method
'two φ and 13 ω scans with 1° steps (1644 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  0.0326
_diffrn_reflns_av_sigmaI/netI    0.0143
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            123150
_diffrn_reflns_theta_full        30.51
_diffrn_reflns_theta_max         30.51
_diffrn_reflns_theta_min         3.24
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.388
_exptl_absorpt_correction_T_max  0.541
_exptl_absorpt_correction_T_min  0.391
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_diffrn    1.847
_exptl_crystal_description       irregular
_exptl_crystal_F_000             2112
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.588
_refine_diff_density_min         -1.613
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         5884
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.116
_refine_ls_R_factor_all          0.0287
_refine_ls_R_factor_gt           0.0271
_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)+(0.0309P)²+9.6263P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0691
_refine_ls_wR_factor_ref         0.0698
_reflns_number_gt                5635
_reflns_number_total             5884
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic3022744_si_002_03.cif
_cod_data_source_block           3
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4331750
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
U U 0.0000 0.116274(14) 0.2500 0.03397(5) Uani 1 2 d S
S1A S 0.10290(10) 0.33657(15) 0.22399(10) 0.0365(4) Uani 0.577(4) 1 d P
S1B S 0.13724(11) 0.0667(2) 0.22751(15) 0.0457(6) Uani 0.423(4) 1 d P
O1 O -0.04783(11) 0.1177(2) 0.13782(13) 0.0421(4) Uani 1 1 d .
O2 O 0.08834(11) 0.0337(2) 0.24583(16) 0.0463(5) Uani 1 1 d .
O3 O 0.1493(2) -0.0651(3) 0.2019(2) 0.0864(11) Uani 1 1 d .
O4 O 0.05676(10) 0.3057(2) 0.24722(13) 0.0409(4) Uani 1 1 d .
O5 O 0.10052(15) 0.4765(2) 0.20845(17) 0.0604(7) Uani 1 1 d .
O6A O 0.16523(18) 0.2781(4) 0.2847(2) 0.0461(9) Uani 0.577(4) 1 d P
O6B O 0.1855(3) 0.1607(8) 0.2854(4) 0.0602(16) Uani 0.423(4) 1 d P
O7 O 0.0000 -0.1297(3) 0.2500 0.0493(7) Uani 1 2 d S
H7 H 0.0322 -0.1621 0.2594 0.059 Uiso 1 1 d R
O8 O 0.09607(15) -0.2674(3) 0.2545(2) 0.0678(7) Uani 1 1 d .
H8A H 0.1105 -0.2067 0.2291 0.081 Uiso 1 1 d R
H8B H 0.0979 -0.3510 0.2388 0.081 Uiso 1 1 d R
O9A O 0.2335(2) -0.2692(4) 0.2438(3) 0.0629(12) Uani 0.736(8) 1 d PU
O9B O 0.2586(7) -0.1495(9) 0.2583(11) 0.102(5) Uani 0.264(8) 1 d PU
H9A H 0.2138 -0.1786 0.237 0.122 Uiso 1 1 d R
H9B H 0.2759 -0.2383 0.255 0.122 Uiso 1 1 d R
N1 N 0.27455(16) -0.3493(4) 0.4026(2) 0.0589(7) Uani 1 1 d .
H1 H 0.2656 -0.3012 0.3563 0.071 Uiso 0.722(8) 1 d PR
N2 N 0.31098(18) -0.0946(4) 0.4169(2) 0.0645(8) Uani 1 1 d .
H2 H 0.2936 -0.1420 0.3700 0.077 Uiso 0.278(8) 1 d PR
C1A C 0.1065(3) 0.0216(6) 0.1910(4) 0.0400(10) Uani 0.577(4) 1 d P
C1B C 0.0731(6) 0.3574(9) 0.1992(6) 0.0407(16) Uani 0.423(4) 1 d P
C2 C 0.08621(15) 0.1316(4) 0.1227(2) 0.0483(7) Uani 1 1 d .
C3 C 0.07101(16) 0.2649(3) 0.12505(19) 0.0457(7) Uani 1 1 d .
C4 C 0.0390(2) 0.3375(4) 0.0507(2) 0.0557(8) Uani 1 1 d .
H4 H 0.0294 0.4272 0.0522 0.067 Uiso 1 1 calc R
C5 C 0.02115(18) 0.2792(4) -0.0259(2) 0.0541(8) Uani 1 1 d .
H5 H -0.0025 0.3277 -0.0758 0.065 Uiso 1 1 calc R
C6 C 0.03845(18) 0.1498(4) -0.0275(2) 0.0537(8) Uani 1 1 d .
H6 H 0.0283 0.1112 -0.0785 0.064 Uiso 1 1 calc R
C7 C 0.07111(19) 0.0760(4) 0.0466(3) 0.0557(8) Uani 1 1 d .
H7A H 0.0830 -0.0119 0.0450 0.067 Uiso 1 1 calc R
C8 C 0.2548(2) -0.4768(5) 0.3872(3) 0.0662(10) Uani 1 1 d .
H8 H 0.2310 -0.5077 0.3318 0.079 Uiso 1 1 calc R
C9 C 0.2693(2) -0.5624(5) 0.4527(3) 0.0691(10) Uani 1 1 d .
H9 H 0.2552 -0.6508 0.4421 0.083 Uiso 1 1 calc R
C10 C 0.30502(19) -0.5145(5) 0.5342(3) 0.0664(10) Uani 1 1 d .
H10 H 0.3158 -0.5709 0.5795 0.080 Uiso 1 1 calc R
C11 C 0.32475(18) -0.3833(4) 0.5485(3) 0.0608(10) Uani 1 1 d .
H11 H 0.3484 -0.3506 0.6036 0.073 Uiso 1 1 calc R
C12 C 0.30974(16) -0.3003(4) 0.4820(2) 0.0546(8) Uani 1 1 d .
C13 C 0.32969(17) -0.1593(4) 0.4891(2) 0.0552(8) Uani 1 1 d .
C14 C 0.3673(2) -0.0976(5) 0.5659(2) 0.0621(10) Uani 1 1 d .
H14 H 0.3793 -0.1435 0.6155 0.074 Uiso 1 1 calc R
C15 C 0.3874(2) 0.0329(5) 0.5695(3) 0.0750(12) Uani 1 1 d .
H15 H 0.4136 0.0753 0.6213 0.090 Uiso 1 1 calc R
C16 C 0.3681(3) 0.0981(5) 0.4958(4) 0.0768(13) Uani 1 1 d .
H16 H 0.3806 0.1862 0.4961 0.092 Uiso 1 1 calc R
C17 C 0.3296(3) 0.0307(5) 0.4204(3) 0.0765(12) Uani 1 1 d .
H17 H 0.3163 0.0755 0.3700 0.092 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
O1 U O1 179.07(13) 2 .
O1 U O2 90.29(9) 2 2
O1 U O2 90.04(9) . 2
O1 U O2 90.04(9) 2 .
O1 U O2 90.29(9) . .
O2 U O2 139.04(11) 2 .
O1 U O4 89.59(8) 2 .
O1 U O4 89.67(9) . .
O2 U O4 147.36(8) 2 .
O2 U O4 73.61(7) . .
O1 U O4 89.67(9) 2 2
O1 U O4 89.59(8) . 2
O2 U O4 73.61(7) 2 2
O2 U O4 147.36(8) . 2
O4 U O4 73.75(10) . 2
O1 U O7 90.47(7) 2 .
O1 U O7 90.47(7) . .
O2 U O7 69.52(5) 2 .
O2 U O7 69.52(5) . .
O4 U O7 143.12(5) . .
O4 U O7 143.12(5) 2 .
O5 S1A O4 108.51(19) . .
O5 S1A O6A 117.7(2) . .
O4 S1A O6A 110.2(2) . .
O5 S1A C3 104.01(18) . .
O4 S1A C3 104.58(16) . .
O6A S1A C3 110.8(2) . .
O6B S1B O2 115.0(3) . .
O6B S1B O3 126.4(4) . .
O2 S1B O3 101.9(2) . .
O6B S1B C2 113.6(3) . .
O2 S1B C2 98.98(18) . .
O3 S1B C2 96.4(2) . .
C1A O2 U 138.8(3) . .
S1B O2 U 144.93(16) . .
C1B O4 U 138.6(4) . .
S1A O4 U 137.83(13) . .
U O7 H7 114.5 . .
H8A O8 H8B 109.5 . .
H9A O9A H9B 97.4(4) . .
H9A O9B H9B 97.7(5) . .
C8 N1 C12 121.9(4) . .
C8 N1 H1 114.9 . .
C12 N1 H1 122.9 . .
C17 N2 C13 118.9(4) . .
C17 N2 H2 122.0 . .
C13 N2 H2 117.9 . .
O3 C1A O2 121.4(5) . .
O3 C1A C2 118.9(4) . .
O2 C1A C2 118.6(4) . .
O4 C1B O5 126.8(7) . .
O4 C1B C3 119.1(6) . .
O5 C1B C3 113.5(6) . .
C7 C2 C3 119.2(3) . .
C7 C2 C1A 110.8(4) . .
C3 C2 C1A 128.9(3) . .
C7 C2 S1B 128.9(3) . .
C3 C2 S1B 110.9(3) . .
C4 C3 C2 119.3(3) . .
C4 C3 C1B 107.4(5) . .
C2 C3 C1B 132.6(4) . .
C4 C3 S1A 123.2(3) . .
C2 C3 S1A 116.9(3) . .
C5 C4 C3 121.1(4) . .
C5 C4 H4 119.4 . .
C3 C4 H4 119.4 . .
C6 C5 C4 119.4(3) . .
C6 C5 H5 120.3 . .
C4 C5 H5 120.3 . .
C5 C6 C7 120.1(3) . .
C5 C6 H6 119.9 . .
C7 C6 H6 119.9 . .
C2 C7 C6 120.7(4) . .
C2 C7 H7A 119.7 . .
C6 C7 H7A 119.7 . .
N1 C8 C9 120.5(4) . .
N1 C8 H8 119.8 . .
C9 C8 H8 119.8 . .
C8 C9 C10 118.7(5) . .
C8 C9 H9 120.7 . .
C10 C9 H9 120.7 . .
C11 C10 C9 119.8(4) . .
C11 C10 H10 120.1 . .
C9 C10 H10 120.1 . .
C12 C11 C10 120.3(4) . .
C12 C11 H11 119.9 . .
C10 C11 H11 119.9 . .
N1 C12 C11 118.9(4) . .
N1 C12 C13 115.7(4) . .
C11 C12 C13 125.5(4) . .
N2 C13 C14 121.1(4) . .
N2 C13 C12 116.9(4) . .
C14 C13 C12 122.0(4) . .
C13 C14 C15 119.9(4) . .
C13 C14 H14 120.0 . .
C15 C14 H14 120.0 . .
C16 C15 C14 118.6(4) . .
C16 C15 H15 120.7 . .
C14 C15 H15 120.7 . .
C15 C16 C17 118.6(5) . .
C15 C16 H16 120.7 . .
C17 C16 H16 120.7 . .
N2 C17 C16 122.8(4) . .
N2 C17 H17 118.6 . .
C16 C17 H17 118.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
U O1 1.774(2) 2
U O1 1.774(2) .
U O2 2.356(2) 2
U O2 2.356(2) .
U O4 2.364(2) .
U O4 2.364(2) 2
U O7 2.455(3) .
S1A O5 1.421(3) .
S1A O4 1.443(2) .
S1A O6A 1.455(5) .
S1A C3 1.732(3) .
S1B O6B 1.445(7) .
S1B O2 1.448(3) .
S1B O3 1.482(4) .
S1B C2 1.791(4) .
O2 C1A 1.321(5) .
O3 C1A 1.289(6) .
O4 C1B 1.269(8) .
O5 C1B 1.331(9) .
O7 H7 0.7813 .
O8 H8A 0.9478 .
O8 H8B 0.8938 .
O9A H9A 1.002(4) .
O9A H9B 0.996(5) .
O9B H9A 0.993(5) .
O9B H9B 1.000(5) .
N1 C8 1.337(6) .
N1 C12 1.349(5) .
N1 H1 0.9086 .
N2 C17 1.322(6) .
N2 C13 1.336(5) .
N2 H2 0.8797 .
C1A C2 1.551(6) .
C1B C3 1.643(9) .
C2 C7 1.382(5) .
C2 C3 1.388(5) .
C3 C4 1.382(5) .
C4 C5 1.381(5) .
C4 H4 0.9300 .
C5 C6 1.365(6) .
C5 H5 0.9300 .
C6 C7 1.385(6) .
C6 H6 0.9300 .
C7 H7A 0.9300 .
C8 C9 1.374(6) .
C8 H8 0.9300 .
C9 C10 1.376(7) .
C9 H9 0.9300 .
C10 C11 1.372(6) .
C10 H10 0.9300 .
C11 C12 1.371(6) .
C11 H11 0.9300 .
C12 C13 1.473(6) .
C13 C14 1.370(6) .
C14 C15 1.381(7) .
C14 H14 0.9300 .
C15 C16 1.360(7) .
C15 H15 0.9300 .
C16 C17 1.382(7) .
C16 H16 0.9300 .
C17 H17 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
O7 H7 O8 0.78 1.93 2.688(3) 164.5 .
O8 H8A O3 0.95 1.92 2.847(5) 167.2 .
O8 H8B O5 0.89 1.82 2.718(4) 178.1 1_545
O9A H9A O3 1.00 1.76 2.703(5) 154.8 .
O9A H9B O6A 1.00 1.94 2.841(6) 149.0 4_545
O9A H9B O6B 1.00 1.80 2.423(8) 118.0 4_545
O9B H9A O3 0.99 1.76 2.448(17) 122.9 .
O9B H9B O6A 1.00 1.94 2.499(19) 112.0 4_545
O9B H9B O6B 1.00 1.80 2.707(18) 150.0 4_545
N1 H1 O9A 0.91 1.84 2.697(5) 157.0 .
N2 H2 O9B 0.88 1.79 2.583(17) 149.5 .
