#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:26:11 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179110 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/72/4307243.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_4307243
loop_
_publ_author_name
'Pierre Thuéry'
_publ_contact_author_address
;
      CEA/Saclay, SCM (CNRS URA 331)
      Bât. 125
      91191 Gif-sur-Yvette
      France
;
_publ_contact_author_email       pierre.thuery@cea.fr
_publ_contact_author_fax         '33 1 69 08 66 40'
_publ_contact_author_name        'P. Thuéry'
_publ_contact_author_phone       '33 1 69 08 63 29'
_publ_section_title
;
Uranyl Ion Complexation by Citric and Citramalic Acids in the Presence of
Diamines
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2307
_journal_page_last               2315
_journal_paper_doi               10.1021/ic061772k
_journal_volume                  46
_journal_year                    2007
_chemical_formula_sum            'C20 H26 N2 O17 U2'
_chemical_formula_weight         1042.49
_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                 110.252(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.2801(13)
_cell_length_b                   11.0723(8)
_cell_length_c                   14.2972(8)
_cell_measurement_reflns_used    73690
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.68
_cell_measurement_theta_min      2.39
_cell_volume                     2863.4(3)
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Hooft, 1998)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1999)'
_computing_publication_material
'SHELXTL (Sheldrick, 1999); PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       'two φ and four ω scans with 2° steps'
_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  0.0424
_diffrn_reflns_av_sigmaI/netI    0.0470
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            73690
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         2.39
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    11.376
_exptl_absorpt_correction_T_max  0.711
_exptl_absorpt_correction_T_min  0.415
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_diffrn    2.418
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1920
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.880
_refine_diff_density_min         -1.885
_refine_diff_density_rms         0.211
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.213
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     390
_refine_ls_number_reflns         5416
_refine_ls_number_restraints     46
_refine_ls_restrained_S_all      1.213
_refine_ls_R_factor_all          0.0875
_refine_ls_R_factor_gt           0.0725
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0272P)²+73.7043P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1477
_refine_ls_wR_factor_ref         0.1530
_reflns_number_gt                4576
_reflns_number_total             5416
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic061772ksi20060919_082125_5.cif
_cod_data_source_block           4
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4307243
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
_atom_site_disorder_assembly
_atom_site_disorder_group
U1 U 0.91509(3) -0.08454(6) 1.41306(4) 0.04101(18) Uani 1 1 d . . .
U2 U 0.42262(3) 0.10205(6) 0.01356(5) 0.0516(2) Uani 1 1 d . . .
O1A O 0.8589(6) 0.0471(12) 1.3962(8) 0.056(3) Uani 1 1 d . . .
O2A O 0.9684(6) -0.2176(10) 1.4269(8) 0.051(3) Uani 1 1 d . . .
O3A O 1.0195(5) 0.0302(9) 1.4208(7) 0.040(2) Uani 1 1 d . . .
O4A O 0.9225(5) -0.0490(10) 1.2530(7) 0.043(2) Uani 1 1 d . . .
O5A O 0.9865(6) 0.0103(11) 1.1575(8) 0.053(3) Uani 1 1 d . . .
O6A O 1.1522(6) 0.1688(11) 1.4939(8) 0.055(3) Uani 1 1 d . . .
O7A O 1.2006(6) 0.2205(12) 1.3818(8) 0.058(3) Uani 1 1 d . . .
O8A O 0.8143(7) -0.1883(13) 1.2925(8) 0.066(3) Uani 1 1 d . . .
H8A H 0.8256 -0.2675 1.2926 0.079 Uiso 1 1 d R . .
H8B H 0.7713 -0.1665 1.2962 0.079 Uiso 1 1 d R . .
C1A C 1.0341(11) 0.0559(19) 1.3342(15) 0.078(6) Uani 1 1 d D . .
C2A C 0.9763(9) 0.0003(16) 1.2399(10) 0.046(4) Uani 1 1 d . . .
C3A C 1.1100(13) 0.075(3) 1.328(2) 0.064(12) Uani 0.47(4) 1 d PDU . .
C3C C 1.0781(12) 0.162(3) 1.3192(19) 0.064(12) Uani 0.53(4) 1 d PDU . .
C4A C 1.1510(9) 0.1688(19) 1.4055(12) 0.060(5) Uani 1 1 d D . .
C5A C 1.001(2) 0.184(2) 1.317(3) 0.063(13) Uani 0.47(4) 1 d PDU . .
C5C C 1.098(2) -0.034(4) 1.353(3) 0.091(16) Uani 0.53(4) 1 d PDU . .
O1B O 0.4816(6) 0.2317(11) 0.0364(9) 0.058(3) Uani 1 1 d . . .
O2B O 0.3597(7) -0.0244(13) -0.0096(9) 0.072(4) Uani 1 1 d . . .
O3B O 0.5248(6) -0.0177(11) 0.0992(6) 0.050(3) Uani 1 1 d . . .
O4B O 0.4361(6) 0.0984(12) 0.1841(8) 0.060(3) Uani 1 1 d . . .
O5B O 0.4960(8) 0.0828(17) 0.3393(12) 0.094(5) Uani 1 1 d . . .
O6B O 0.6422(6) -0.1731(12) 0.1467(8) 0.059(3) Uani 1 1 d . . .
O7B O 0.6837(8) -0.1928(16) 0.3067(10) 0.082(4) Uani 1 1 d . . .
O8B O 0.3261(6) 0.2347(13) 0.0241(8) 0.065(4) Uani 1 1 d . . .
H8C H 0.2779 0.2728 -0.0104 0.078 Uiso 1 1 d R . .
H8D H 0.3245 0.2435 0.0803 0.078 Uiso 1 1 d R . .
C1B C 0.5461(14) 0.003(2) 0.206(2) 0.070(11) Uani 1 1 d D . .
C2B C 0.4922(13) 0.056(2) 0.2522(18) 0.083(6) Uani 1 1 d D . .
C3B C 0.5691(17) -0.119(3) 0.254(3) 0.056(11) Uani 1 1 d D . .
H3B1 H 0.5307 -0.1789 0.2269 0.068 Uiso 1 1 calc R . .
H3B2 H 0.5809 -0.1147 0.3261 0.068 Uiso 1 1 calc R . .
C4B C 0.6373(9) -0.148(2) 0.2283(14) 0.070(6) Uani 1 1 d D . .
C5B C 0.6163(13) 0.078(2) 0.2367(19) 0.052(7) Uani 1 1 d D . .
H5B1 H 0.6398 0.0753 0.3078 0.078 Uiso 1 1 calc R . .
H5B2 H 0.6041 0.1602 0.2159 0.078 Uiso 1 1 calc R . .
H5B3 H 0.6493 0.0464 0.2056 0.078 Uiso 1 1 calc R . .
N1 N 0.8815(8) 0.0459(18) 0.9830(11) 0.070(5) Uani 1 1 d . . .
H1 H 0.9238 0.0338 1.0368 0.084 Uiso 1 1 d R . .
N2 N 0.6052(8) 0.0819(14) 0.5173(10) 0.053(3) Uani 1 1 d . . .
H2 H 0.5703 0.0802 0.4478 0.063 Uiso 1 1 d R . .
C1 C 0.8312(14) -0.040(2) 0.9536(18) 0.095(7) Uani 1 1 d U . .
H1C H 0.8334 -0.1056 0.9952 0.114 Uiso 1 1 calc R . .
C2 C 0.7757(12) -0.034(2) 0.8625(15) 0.077(6) Uani 1 1 d . . .
H2A H 0.7416 -0.0966 0.8414 0.092 Uiso 1 1 calc R . .
C3 C 0.7710(9) 0.0656(16) 0.8021(11) 0.046(4) Uani 1 1 d . . .
C4 C 0.8204(11) 0.159(2) 0.8381(14) 0.069(5) Uani 1 1 d . . .
H4 H 0.8167 0.2302 0.8018 0.082 Uiso 1 1 calc R . .
C5 C 0.8759(12) 0.144(2) 0.9307(16) 0.081(6) Uani 1 1 d . . .
H5 H 0.9099 0.2063 0.9559 0.098 Uiso 1 1 calc R . .
C6 C 0.6436(14) 0.182(2) 0.5560(19) 0.095(7) Uani 1 1 d U . .
H6 H 0.6330 0.2551 0.5213 0.114 Uiso 1 1 calc R . .
C7 C 0.6984(12) 0.176(2) 0.6472(16) 0.078(6) Uani 1 1 d . . .
H7 H 0.7271 0.2441 0.6720 0.094 Uiso 1 1 calc R . .
C8 C 0.7123(8) 0.0730(15) 0.7031(11) 0.041(3) Uani 1 1 d . . .
C9 C 0.6705(10) -0.0246(16) 0.6604(12) 0.055(4) Uani 1 1 d . . .
H9 H 0.6786 -0.0979 0.6943 0.065 Uiso 1 1 calc R . .
C10 C 0.6173(10) -0.0166(17) 0.5691(12) 0.059(5) Uani 1 1 d . . .
H10 H 0.5884 -0.0842 0.5428 0.071 Uiso 1 1 calc R . .
O1 O 0.7922(7) 0.0895(13) 1.1359(10) 0.073(4) Uani 1 1 d . . .
H1A H 0.8149 0.0312 1.1842 0.088 Uiso 1 1 d R . .
H1B H 0.7552 0.0389 1.0879 0.088 Uiso 1 1 d 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'
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
_geom_angle_publ_flag
O2A U1 O1A 178.1(5) . . ?
O2A U1 O6A 91.1(5) . 3_758 ?
O1A U1 O6A 88.4(5) . 3_758 ?
O2A U1 O3A 90.7(4) . 3_758 ?
O1A U1 O3A 90.9(4) . 3_758 ?
O6A U1 O3A 74.8(4) 3_758 3_758 ?
O2A U1 O3A 89.4(4) . . ?
O1A U1 O3A 92.0(5) . . ?
O6A U1 O3A 145.1(4) 3_758 . ?
O3A U1 O3A 70.3(4) 3_758 . ?
O2A U1 O4A 91.1(4) . . ?
O1A U1 O4A 88.3(5) . . ?
O6A U1 O4A 147.2(4) 3_758 . ?
O3A U1 O4A 137.9(3) 3_758 . ?
O3A U1 O4A 67.6(3) . . ?
O2A U1 O8A 88.7(5) . . ?
O1A U1 O8A 89.5(5) . . ?
O6A U1 O8A 75.4(4) 3_758 . ?
O3A U1 O8A 150.1(4) 3_758 . ?
O3A U1 O8A 139.5(3) . . ?
O4A U1 O8A 72.0(4) . . ?
O1B U2 O2B 177.4(6) . . ?
O1B U2 O6B 90.0(5) . 3_655 ?
O2B U2 O6B 89.1(5) . 3_655 ?
O1B U2 O3B 89.5(5) . . ?
O2B U2 O3B 92.7(5) . . ?
O6B U2 O3B 140.6(4) 3_655 . ?
O1B U2 O4B 89.4(5) . . ?
O2B U2 O4B 90.2(5) . . ?
O6B U2 O4B 148.2(4) 3_655 . ?
O3B U2 O4B 71.2(4) . . ?
O1B U2 O3B 92.6(5) . 3_655 ?
O2B U2 O3B 89.3(5) . 3_655 ?
O6B U2 O3B 71.1(4) 3_655 3_655 ?
O3B U2 O3B 69.6(3) . 3_655 ?
O4B U2 O3B 140.8(4) . 3_655 ?
O1B U2 O8B 87.5(5) . . ?
O2B U2 O8B 90.0(6) . . ?
O6B U2 O8B 72.2(4) 3_655 . ?
O3B U2 O8B 147.1(3) . . ?
O4B U2 O8B 76.0(4) . . ?
O3B U2 O8B 143.2(3) 3_655 . ?
C1A O3A U1 130.1(10) . 3_758 ?
C1A O3A U1 120.2(10) . . ?
U1 O3A U1 109.7(4) 3_758 . ?
C2A O4A U1 123.4(9) . . ?
C4A O6A U1 138.4(11) . 3_758 ?
O3A C1A C3A 125(2) . . ?
O3A C1A C5C 96(2) . . ?
C3C C1A C5C 94(2) . . ?
O3A C1A C5A 97(2) . . ?
C3A C1A C5A 103(2) . . ?
O3A C1A C2A 112.9(14) . . ?
C3C C1A C2A 117.1(16) . . ?
C3A C1A C2A 115.2(16) . . ?
C5C C1A C2A 101(2) . . ?
C5A C1A C2A 95(2) . . ?
O4A C2A O5A 125.8(14) . . ?
O4A C2A C1A 115.4(13) . . ?
O5A C2A C1A 118.7(15) . . ?
C1A C3A C4A 108.9(17) . . ?
C1A C3C C4A 109.2(17) . . ?
O6A C4A O7A 121.3(14) . . ?
O6A C4A C3C 120.5(19) . . ?
O7A C4A C3C 112.2(16) . . ?
O6A C4A C3A 124(2) . . ?
O7A C4A C3A 111.5(16) . . ?
C1B O3B U2 110.0(12) . . ?
C1B O3B U2 137.9(12) . 3_655 ?
U2 O3B U2 110.4(3) . 3_655 ?
C2B O4B U2 124.0(12) . . ?
C4B O6B U2 131.3(12) . 3_655 ?
O3B C1B C3B 106(2) . . ?
O3B C1B C5B 106.6(19) . . ?
C3B C1B C5B 106(3) . . ?
O3B C1B C2B 122(2) . . ?
C3B C1B C2B 107(2) . . ?
C5B C1B C2B 110(2) . . ?
O5B C2B O4B 114.6(19) . . ?
O5B C2B C1B 135(2) . . ?
O4B C2B C1B 110(2) . . ?
C1B C3B C4B 102(2) . . ?
O6B C4B O7B 118.8(17) . . ?
O6B C4B C3B 129(2) . . ?
O7B C4B C3B 106(2) . . ?
C5 N1 C1 121.0(18) . . ?
C10 N2 C6 119.8(16) . . ?
N1 C1 C2 121(2) . . ?
C1 C2 C3 119(2) . . ?
C4 C3 C2 118.6(16) . . ?
C4 C3 C8 121.1(15) . . ?
C2 C3 C8 120.3(16) . . ?
C3 C4 C5 117.9(19) . . ?
N1 C5 C4 122(2) . . ?
N2 C6 C7 119(2) . . ?
C6 C7 C8 122(2) . . ?
C9 C8 C7 115.8(15) . . ?
C9 C8 C3 121.7(15) . . ?
C7 C8 C3 122.5(16) . . ?
C8 C9 C10 120.9(16) . . ?
N2 C10 C9 122.2(16) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
U1 O2A 1.768(12) . ?
U1 O1A 1.782(11) . ?
U1 O6A 2.349(10) 3_758 ?
U1 O3A 2.350(9) 3_758 ?
U1 O3A 2.351(10) . ?
U1 O4A 2.374(9) . ?
U1 O8A 2.398(12) . ?
U1 U1 3.8432(12) 3_758 ?
U2 O1B 1.790(12) . ?
U2 O2B 1.807(13) . ?
U2 O6B 2.334(10) 3_655 ?
U2 O3B 2.339(11) . ?
U2 O4B 2.361(11) . ?
U2 O3B 2.373(11) 3_655 ?
U2 O8B 2.415(11) . ?
U2 U2 3.8681(13) 3_655 ?
O3A C1A 1.39(2) . ?
O3A U1 2.350(9) 3_758 ?
O4A C2A 1.244(19) . ?
O5A C2A 1.263(18) . ?
O6A C4A 1.256(19) . ?
O6A U1 2.349(10) 3_758 ?
O7A C4A 1.26(2) . ?
C1A C3C 1.511(10) . ?
C1A C3A 1.511(10) . ?
C1A C5C 1.532(10) . ?
C1A C5A 1.537(10) . ?
C1A C2A 1.55(2) . ?
C3A C4A 1.522(10) . ?
C3C C4A 1.517(10) . ?
O3B C1B 1.46(3) . ?
O3B U2 2.373(11) 3_655 ?
O4B C2B 1.27(3) . ?
O5B C2B 1.26(3) . ?
O6B C4B 1.24(2) . ?
O6B U2 2.334(10) 3_655 ?
O7B C4B 1.27(2) . ?
C1B C3B 1.51(4) . ?
C1B C5B 1.52(4) . ?
C1B C2B 1.53(4) . ?
C3B C4B 1.52(4) . ?
N1 C5 1.31(3) . ?
N1 C1 1.32(3) . ?
N2 C10 1.29(2) . ?
N2 C6 1.35(3) . ?
C1 C2 1.37(3) . ?
C2 C3 1.38(3) . ?
C3 C4 1.38(3) . ?
C3 C8 1.48(2) . ?
C4 C5 1.39(3) . ?
C6 C7 1.37(3) . ?
C7 C8 1.37(3) . ?
C8 C9 1.36(2) . ?
C9 C10 1.36(2) . ?
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 O5A 0.92 1.75 2.643(17) 163.5 .
N2 H2 O5B 0.99 1.71 2.683(19) 167.7 .
O1 H1A O4A 0.94 2.16 2.925(17) 138.7 .
O1 H1B O2B 0.98 2.11 2.948(18) 142.4 3_656
O8A H8A O7A 0.90 2.37 2.611(16) 95.1 2_747
O8A H8B O7B 0.88 1.77 2.595(18) 154.6 1_556
O8B H8C O7A 0.98 1.74 2.614(15) 146.6 4_464
O8B H8D O7B 0.82 1.82 2.618(17) 163.8 2_655
