#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:37:28 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180346 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/15/7201584.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_7201584
loop_
_publ_author_name
'Thuéry, Pierre'
_publ_section_title
;
 Novel two-dimensional uranyl--organic assemblages in the citrate and
 d(--)-citramalate families
;
_journal_issue                   1
_journal_name_full               CrystEngComm
_journal_page_first              79
_journal_paper_doi               10.1039/b711273d
_journal_volume                  10
_journal_year                    2008
_chemical_formula_sum            'C28 H56 N2 O24 U3'
_chemical_formula_weight         1518.84
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                86.048(2)
_cell_angle_beta                 87.745(3)
_cell_angle_gamma                88.381(3)
_cell_formula_units_Z            1
_cell_length_a                   8.4980(3)
_cell_length_b                   9.2992(4)
_cell_length_c                   13.2045(6)
_cell_measurement_reflns_used    51509
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.68
_cell_measurement_theta_min      2.40
_cell_volume                     1039.85(7)
_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 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type
'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       'two φ and eight 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  0.0475
_diffrn_reflns_av_sigmaI/netI    0.0495
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            51509
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         2.40
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    11.740
_exptl_absorpt_correction_T_max  0.391
_exptl_absorpt_correction_T_min  0.240
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_diffrn    2.425
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             706
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.686
_refine_diff_density_min         -1.662
_refine_diff_density_rms         0.167
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         3951
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0232
_refine_ls_R_factor_gt           0.0204
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0192P)²+0.3830P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0482
_refine_ls_wR_factor_ref         0.0489
_reflns_number_gt                3748
_reflns_number_total             3951
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b711273d.txt
_cod_data_source_block           2
_cod_database_code               7201584
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.701452(14) 0.067762(11) 0.548765(9) 0.01430(5) Uani 1 1 d . . .
U2 U 0.0000 0.0000 1.0000 0.01690(6) Uani 1 2 d S . .
O1 O 0.4277(3) 0.0376(2) 0.58492(16) 0.0174(5) Uani 1 1 d . . .
O2 O 0.6156(3) 0.1441(2) 0.71008(18) 0.0196(5) Uani 1 1 d . . .
O3 O 0.4230(3) 0.1962(2) 0.82296(17) 0.0195(5) Uani 1 1 d . . .
O4 O 0.2566(3) -0.0843(2) 0.92275(17) 0.0212(5) Uani 1 1 d . . .
O5 O 0.0663(3) -0.0314(2) 0.81877(18) 0.0220(5) Uani 1 1 d . . .
O6 O -0.0621(3) 0.1489(2) 0.62169(18) 0.0197(5) Uani 1 1 d . . .
O7 O 0.1038(3) -0.0279(2) 0.57773(17) 0.0169(5) Uani 1 1 d . . .
O8 O 0.6695(3) 0.2454(2) 0.49229(18) 0.0195(5) Uani 1 1 d . . .
O9 O 0.7399(3) -0.1077(2) 0.60598(18) 0.0195(5) Uani 1 1 d . . .
O10 O 0.0444(3) 0.1838(2) 0.97267(18) 0.0232(6) Uani 1 1 d . . .
O11 O 0.2250(3) -0.0120(3) 1.11092(18) 0.0287(6) Uani 1 1 d . . .
H11A H 0.3176 0.0353 1.0983 0.034 Uiso 1 1 d R . .
H11B H 0.2301 -0.0455 1.1729 0.034 Uiso 1 1 d R . .
O12 O 0.4403(3) 0.1698(2) 1.03542(18) 0.0235(5) Uani 1 1 d . . .
H12A H 0.4434 0.1693 0.9622 0.028 Uiso 1 1 d R . .
H12B H 0.5318 0.1403 1.0494 0.028 Uiso 1 1 d R . .
N1 N 0.7708(4) 0.5342(3) 0.7656(2) 0.0226(7) Uani 1 1 d . . .
C1 C 0.3553(4) 0.0679(3) 0.6801(2) 0.0165(7) Uani 1 1 d . . .
C2 C 0.4719(4) 0.1446(3) 0.7437(3) 0.0168(7) Uani 1 1 d . . .
C3 C 0.3224(4) -0.0774(3) 0.7426(2) 0.0174(7) Uani 1 1 d . . .
H3A H 0.2798 -0.1440 0.6980 0.021 Uiso 1 1 calc R . .
H3B H 0.4215 -0.1187 0.7663 0.021 Uiso 1 1 calc R . .
C4 C 0.2105(5) -0.0638(3) 0.8322(3) 0.0192(8) Uani 1 1 d . . .
C5 C 0.2075(4) 0.1645(3) 0.6639(2) 0.0162(7) Uani 1 1 d . . .
H5A H 0.1716 0.1992 0.7287 0.019 Uiso 1 1 calc R . .
H5B H 0.2357 0.2477 0.6192 0.019 Uiso 1 1 calc R . .
C6 C 0.0728(4) 0.0902(3) 0.6189(2) 0.0160(7) Uani 1 1 d . . .
C7 C 0.6166(5) 0.6195(3) 0.7580(3) 0.0277(9) Uani 1 1 d . . .
H7A H 0.6306 0.6996 0.7077 0.033 Uiso 1 1 calc R . .
H7B H 0.5918 0.6596 0.8228 0.033 Uiso 1 1 calc R . .
C8 C 0.4774(5) 0.5338(4) 0.7298(4) 0.0479(13) Uani 1 1 d . . .
H8A H 0.4994 0.4950 0.6651 0.072 Uiso 1 1 calc R . .
H8B H 0.3852 0.5958 0.7260 0.072 Uiso 1 1 calc R . .
H8C H 0.4594 0.4564 0.7805 0.072 Uiso 1 1 calc R . .
C9 C 0.8091(5) 0.4611(4) 0.6687(3) 0.0334(10) Uani 1 1 d . . .
H9A H 0.7319 0.3877 0.6622 0.040 Uiso 1 1 calc R . .
H9B H 0.9112 0.4125 0.6746 0.040 Uiso 1 1 calc R . .
C10 C 0.8125(7) 0.5603(4) 0.5712(3) 0.0493(14) Uani 1 1 d . . .
H10A H 0.7109 0.6063 0.5628 0.074 Uiso 1 1 calc R . .
H10B H 0.8387 0.5046 0.5141 0.074 Uiso 1 1 calc R . .
H10C H 0.8902 0.6324 0.5758 0.074 Uiso 1 1 calc R . .
C11 C 0.8942(5) 0.6423(4) 0.7846(3) 0.0331(10) Uani 1 1 d . . .
H11C H 0.8663 0.6860 0.8477 0.040 Uiso 1 1 calc R . .
H11D H 0.8929 0.7181 0.7303 0.040 Uiso 1 1 calc R . .
C12 C 1.0595(6) 0.5783(5) 0.7909(4) 0.0521(14) Uani 1 1 d . . .
H12C H 1.0594 0.4952 0.8382 0.078 Uiso 1 1 calc R . .
H12D H 1.1284 0.6487 0.8133 0.078 Uiso 1 1 calc R . .
H12E H 1.0956 0.5505 0.7251 0.078 Uiso 1 1 calc R . .
C13 C 0.7597(5) 0.4151(4) 0.8493(3) 0.0313(9) Uani 1 1 d . . .
H13A H 0.6725 0.3547 0.8362 0.038 Uiso 1 1 calc R . .
H13B H 0.8553 0.3558 0.8465 0.038 Uiso 1 1 calc R . .
C14 C 0.7367(7) 0.4653(4) 0.9551(3) 0.0515(14) Uani 1 1 d . . .
H14A H 0.8243 0.5221 0.9701 0.077 Uiso 1 1 calc R . .
H14B H 0.7300 0.3831 1.0031 0.077 Uiso 1 1 calc R . .
H14C H 0.6412 0.5226 0.9595 0.077 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'
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
O9 U1 O8 178.06(11) . . ?
O9 U1 O7 90.01(9) . 2_656 ?
O8 U1 O7 89.14(9) . 2_656 ?
O9 U1 O2 89.23(9) . . ?
O8 U1 O2 90.72(9) . . ?
O7 U1 O2 152.53(9) 2_656 . ?
O9 U1 O1 89.56(9) . . ?
O8 U1 O1 92.20(9) . . ?
O7 U1 O1 140.94(8) 2_656 . ?
O2 U1 O1 66.51(8) . . ?
O9 U1 O1 89.45(9) . 2_656 ?
O8 U1 O1 91.98(9) . 2_656 ?
O7 U1 O1 73.70(8) 2_656 2_656 ?
O2 U1 O1 133.74(8) . 2_656 ?
O1 U1 O1 67.24(8) . 2_656 ?
O9 U1 O6 89.08(9) . 1_655 ?
O8 U1 O6 89.04(10) . 1_655 ?
O7 U1 O6 77.07(8) 2_656 1_655 ?
O2 U1 O6 75.46(8) . 1_655 ?
O1 U1 O6 141.96(7) . 1_655 ?
O1 U1 O6 150.74(8) 2_656 1_655 ?
O10 U2 O10 180.0 2_557 . ?
O10 U2 O11 86.52(11) 2_557 2_557 ?
O10 U2 O11 93.48(11) . 2_557 ?
O10 U2 O11 93.48(11) 2_557 . ?
O10 U2 O11 86.52(11) . . ?
O11 U2 O11 180.0 2_557 . ?
O10 U2 O5 93.72(9) 2_557 . ?
O10 U2 O5 86.28(9) . . ?
O11 U2 O5 64.88(8) 2_557 . ?
O11 U2 O5 115.12(8) . . ?
O10 U2 O5 86.28(9) 2_557 2_557 ?
O10 U2 O5 93.72(9) . 2_557 ?
O11 U2 O5 115.12(8) 2_557 2_557 ?
O11 U2 O5 64.88(8) . 2_557 ?
O5 U2 O5 180.0 . 2_557 ?
O10 U2 O4 87.43(10) 2_557 . ?
O10 U2 O4 92.57(10) . . ?
O11 U2 O4 116.08(8) 2_557 . ?
O11 U2 O4 63.92(8) . . ?
O5 U2 O4 52.16(8) . . ?
O5 U2 O4 127.84(8) 2_557 . ?
O10 U2 O4 92.57(10) 2_557 2_557 ?
O10 U2 O4 87.43(10) . 2_557 ?
O11 U2 O4 63.92(8) 2_557 2_557 ?
O11 U2 O4 116.08(8) . 2_557 ?
O5 U2 O4 127.84(8) . 2_557 ?
O5 U2 O4 52.16(8) 2_557 2_557 ?
O4 U2 O4 180.0 . 2_557 ?
C1 O1 U1 122.16(19) . . ?
C1 O1 U1 124.85(19) . 2_656 ?
U1 O1 U1 112.76(8) . 2_656 ?
C2 O2 U1 124.5(2) . . ?
C4 O4 U2 93.6(2) . . ?
C4 O5 U2 95.0(2) . . ?
C6 O6 U1 127.5(2) . 1_455 ?
C6 O7 U1 126.6(2) . 2_656 ?
U2 O11 H11A 125.8 . . ?
U2 O11 H11B 129.1 . . ?
H11A O11 H11B 104.1 . . ?
H12A O12 H12B 101.9 . . ?
C9 N1 C13 106.2(3) . . ?
C9 N1 C11 111.2(3) . . ?
C13 N1 C11 112.3(3) . . ?
C9 N1 C7 110.6(3) . . ?
C13 N1 C7 110.8(3) . . ?
C11 N1 C7 105.8(3) . . ?
O1 C1 C5 110.0(3) . . ?
O1 C1 C2 110.0(3) . . ?
C5 C1 C2 109.5(2) . . ?
O1 C1 C3 108.8(2) . . ?
C5 C1 C3 113.7(3) . . ?
C2 C1 C3 104.6(3) . . ?
O3 C2 O2 125.3(3) . . ?
O3 C2 C1 118.9(3) . . ?
O2 C2 C1 115.7(3) . . ?
C4 C3 C1 114.2(3) . . ?
C4 C3 H3A 108.7 . . ?
C1 C3 H3A 108.7 . . ?
C4 C3 H3B 108.7 . . ?
C1 C3 H3B 108.7 . . ?
H3A C3 H3B 107.6 . . ?
O5 C4 O4 118.6(3) . . ?
O5 C4 C3 120.1(3) . . ?
O4 C4 C3 121.4(3) . . ?
C6 C5 C1 114.2(3) . . ?
C6 C5 H5A 108.7 . . ?
C1 C5 H5A 108.7 . . ?
C6 C5 H5B 108.7 . . ?
C1 C5 H5B 108.7 . . ?
H5A C5 H5B 107.6 . . ?
O6 C6 O7 123.3(3) . . ?
O6 C6 C5 118.9(3) . . ?
O7 C6 C5 117.8(3) . . ?
N1 C7 C8 114.9(3) . . ?
N1 C7 H7A 108.5 . . ?
C8 C7 H7A 108.5 . . ?
N1 C7 H7B 108.5 . . ?
C8 C7 H7B 108.5 . . ?
H7A C7 H7B 107.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 C10 115.5(3) . . ?
N1 C9 H9A 108.4 . . ?
C10 C9 H9A 108.4 . . ?
N1 C9 H9B 108.4 . . ?
C10 C9 H9B 108.4 . . ?
H9A C9 H9B 107.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N1 C11 C12 114.0(3) . . ?
N1 C11 H11C 108.8 . . ?
C12 C11 H11C 108.8 . . ?
N1 C11 H11D 108.8 . . ?
C12 C11 H11D 108.8 . . ?
H11C C11 H11D 107.6 . . ?
C11 C12 H12C 109.5 . . ?
C11 C12 H12D 109.5 . . ?
H12C C12 H12D 109.5 . . ?
C11 C12 H12E 109.5 . . ?
H12C C12 H12E 109.5 . . ?
H12D C12 H12E 109.5 . . ?
C14 C13 N1 115.1(3) . . ?
C14 C13 H13A 108.5 . . ?
N1 C13 H13A 108.5 . . ?
C14 C13 H13B 108.5 . . ?
N1 C13 H13B 108.5 . . ?
H13A C13 H13B 107.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
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 O9 1.777(2) . ?
U1 O8 1.783(2) . ?
U1 O7 2.345(2) 2_656 ?
U1 O2 2.373(2) . ?
U1 O1 2.377(2) . ?
U1 O1 2.394(2) 2_656 ?
U1 O6 2.423(2) 1_655 ?
U1 U1 3.9728(3) 2_656 ?
U2 O10 1.770(2) 2_557 ?
U2 O10 1.770(2) . ?
U2 O11 2.449(3) 2_557 ?
U2 O11 2.449(3) . ?
U2 O5 2.472(2) . ?
U2 O5 2.472(2) 2_557 ?
U2 O4 2.500(2) . ?
U2 O4 2.500(2) 2_557 ?
O1 C1 1.419(4) . ?
O1 U1 2.394(2) 2_656 ?
O2 C2 1.283(4) . ?
O3 C2 1.234(4) . ?
O4 C4 1.273(4) . ?
O5 C4 1.270(5) . ?
O6 C6 1.256(4) . ?
O6 U1 2.423(2) 1_455 ?
O7 C6 1.275(4) . ?
O7 U1 2.345(2) 2_656 ?
O11 H11A 0.9162 . ?
O11 H11B 0.8580 . ?
O12 H12A 0.9668 . ?
O12 H12B 0.8409 . ?
N1 C9 1.510(4) . ?
N1 C13 1.512(4) . ?
N1 C11 1.512(5) . ?
N1 C7 1.516(5) . ?
C1 C5 1.537(4) . ?
C1 C2 1.544(5) . ?
C1 C3 1.560(4) . ?
C3 C4 1.499(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C5 C6 1.515(5) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C7 C8 1.517(6) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.530(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.513(6) . ?
C11 H11C 0.9700 . ?
C11 H11D 0.9700 . ?
C12 H12C 0.9600 . ?
C12 H12D 0.9600 . ?
C12 H12E 0.9600 . ?
C13 C14 1.507(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
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
O11 H11A O12 0.92 1.79 2.645(4) 154.3 .
O11 H11B O2 0.86 2.20 2.947(3) 145.4 2_657
O12 H12A O3 0.97 1.85 2.808(3) 169.5 .
O12 H12B O4 0.84 1.90 2.740(4) 176.5 2_657
