#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:17:06 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179569 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/35/4503515.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_4503515
loop_
_publ_author_name
'Takao, Koichiro'
'Noda, Kyoko'
'Morita, Yasuji'
'Nishimura, Kenji'
'Ikeda, Yasuhisa'
_publ_section_title
;
 Molecular and Crystal Structures of Uranyl Nitrate Complexes
 withN-Alkylated 2-Pyrrolidone Derivatives: Design and Optimization of
 Promising Precipitant for Uranyl Ion
;
_journal_issue                   7
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2364
_journal_paper_doi               10.1021/cg7012254
_journal_volume                  8
_journal_year                    2008
_chemical_formula_moiety         'C18 H34 N4 O10 U '
_chemical_formula_sum            'C18 H34 N4 O10 U'
_chemical_formula_weight         704.52
_chemical_name_systematic
; 
 ? 
;
_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                109.64(2)
_cell_angle_beta                 102.15(2)
_cell_angle_gamma                98.93(3)
_cell_formula_units_Z            1
_cell_length_a                   7.001(2)
_cell_length_b                   9.841(3)
_cell_length_c                   10.152(3)
_cell_measurement_reflns_used    6392
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_cell_volume                     624.3(4)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0549
_diffrn_reflns_av_sigmaI/netI    0.0460
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5778
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.07
_exptl_absorpt_coefficient_mu    6.557
_exptl_absorpt_correction_T_max  0.5601
_exptl_absorpt_correction_T_min  0.2437
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
    Higashi, T. (1999). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.874
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             342
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.899
_refine_diff_density_min         -2.712
_refine_diff_density_rms         0.207
_refine_ls_extinction_coef       0.0091(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     153
_refine_ls_number_reflns         2845
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0530
_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)+(0.0606P)²+5.3166P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1363
_refine_ls_wR_factor_ref         0.1364
_reflns_number_gt                2837
_reflns_number_total             2845
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg7012254-file017.cif
_cod_data_source_block           UO2(NO3)2(L5f)2_(R=(1,2-Me2)Pro)
_cod_original_cell_volume        624.3(3)
_cod_database_code               4503515
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
U1 U 0.0000 0.0000 1.0000 0.04149(19) Uani 1 2 d S
O1 O -0.1648(9) 0.1124(7) 1.0476(7) 0.0456(13) Uani 1 1 d .
O2 O 0.0765(9) 0.1223(7) 0.8459(7) 0.0487(13) Uani 1 1 d .
O3 O -0.2240(10) -0.1129(8) 0.7418(7) 0.0540(15) Uani 1 1 d .
O4 O -0.2987(10) -0.2209(8) 0.8816(8) 0.0571(16) Uani 1 1 d .
O5 O -0.4798(12) -0.3062(10) 0.6542(9) 0.077(2) Uani 1 1 d .
N1 N 0.2328(15) 0.2346(13) 0.7231(14) 0.075(3) Uani 1 1 d .
N2 N -0.3401(12) -0.2171(9) 0.7543(9) 0.0526(17) Uani 1 1 d .
C1 C 0.2228(12) 0.1495(10) 0.7981(9) 0.0442(17) Uani 1 1 d .
C2 C 0.4061(13) 0.0863(10) 0.8063(10) 0.0482(18) Uani 1 1 d .
H2A H 0.4886 0.1201 0.9087 0.058 Uiso 1 1 calc R
H2B H 0.3659 -0.0239 0.7642 0.058 Uiso 1 1 calc R
C3 C 0.5208(17) 0.1439(14) 0.7196(13) 0.065(3) Uani 1 1 d .
H3A H 0.6614 0.1956 0.7792 0.078 Uiso 1 1 calc R
H3B H 0.5236 0.0607 0.6323 0.078 Uiso 1 1 calc R
C4 C 0.417(3) 0.249(2) 0.675(2) 0.107(6) Uani 1 1 d .
H4A H 0.5024 0.3521 0.7244 0.128 Uiso 1 1 calc R
H4B H 0.3840 0.2210 0.5686 0.128 Uiso 1 1 calc R
C5 C 0.059(3) 0.2929(16) 0.6732(15) 0.086(4) Uani 1 1 d .
H5 H -0.0340 0.2808 0.7333 0.103 Uiso 1 1 calc R
C6 C 0.107(3) 0.442(2) 0.701(3) 0.134(9) Uani 1 1 d .
H6 H 0.1974 0.4634 0.6417 0.161 Uiso 1 1 calc R
C7 C -0.068(2) 0.5165(15) 0.6849(19) 0.091(4) Uani 1 1 d .
H7A H -0.0147 0.6227 0.7084 0.109 Uiso 1 1 calc R
H7B H -0.1454 0.5049 0.7519 0.109 Uiso 1 1 calc R
H7C H -0.1551 0.4697 0.5845 0.109 Uiso 1 1 calc R
C8 C -0.0642(19) 0.2083(16) 0.5176(13) 0.076(3) Uani 1 1 d .
H8A H -0.1000 0.1018 0.4988 0.092 Uiso 1 1 calc R
H8B H 0.0144 0.2247 0.4527 0.092 Uiso 1 1 calc R
H8C H -0.1874 0.2430 0.4997 0.092 Uiso 1 1 calc R
C9 C 0.241(2) 0.5254(15) 0.8931(16) 0.090(5) Uani 1 1 d .
H9A H 0.2835 0.6336 0.9234 0.108 Uiso 1 1 calc R
H9B H 0.3591 0.4856 0.9110 0.108 Uiso 1 1 calc R
H9C H 0.1512 0.5019 0.9490 0.108 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
O1 U1 O1 180.000(2) . 2_557
O1 U1 O2 89.5(3) . .
O1 U1 O2 90.5(3) 2_557 .
O1 U1 O2 90.5(3) . 2_557
O1 U1 O2 89.5(3) 2_557 2_557
O2 U1 O2 180.0(3) . 2_557
O1 U1 O4 91.5(3) . 2_557
O1 U1 O4 88.5(3) 2_557 2_557
O2 U1 O4 65.2(2) . 2_557
O2 U1 O4 114.8(2) 2_557 2_557
O1 U1 O4 88.5(3) . .
O1 U1 O4 91.5(3) 2_557 .
O2 U1 O4 114.8(2) . .
O2 U1 O4 65.2(2) 2_557 .
O4 U1 O4 180.0 2_557 .
O1 U1 O3 89.2(3) . .
O1 U1 O3 90.8(3) 2_557 .
O2 U1 O3 64.5(2) . .
O2 U1 O3 115.5(2) 2_557 .
O4 U1 O3 129.7(2) 2_557 .
O4 U1 O3 50.3(2) . .
O1 U1 O3 90.8(3) . 2_557
O1 U1 O3 89.2(3) 2_557 2_557
O2 U1 O3 115.5(2) . 2_557
O2 U1 O3 64.5(2) 2_557 2_557
O4 U1 O3 50.3(2) 2_557 2_557
O4 U1 O3 129.7(2) . 2_557
O3 U1 O3 180.0(4) . 2_557
O1 U1 N2 91.3(3) . 2_557
O1 U1 N2 88.7(3) 2_557 2_557
O2 U1 N2 90.5(2) . 2_557
O2 U1 N2 89.5(2) 2_557 2_557
O4 U1 N2 25.3(2) 2_557 2_557
O4 U1 N2 154.7(2) . 2_557
O3 U1 N2 155.0(2) . 2_557
O3 U1 N2 25.0(2) 2_557 2_557
O1 U1 N2 88.7(3) . .
O1 U1 N2 91.3(3) 2_557 .
O2 U1 N2 89.5(2) . .
O2 U1 N2 90.5(2) 2_557 .
O4 U1 N2 154.7(2) 2_557 .
O4 U1 N2 25.3(2) . .
O3 U1 N2 25.0(2) . .
O3 U1 N2 155.0(2) 2_557 .
N2 U1 N2 179.999(1) 2_557 .
C1 O2 U1 136.4(6) . .
N2 O3 U1 97.7(5) . .
N2 O4 U1 97.5(5) . .
C1 N1 C4 114.3(9) . .
C1 N1 C5 121.9(11) . .
C4 N1 C5 123.2(11) . .
O5 N2 O3 123.0(9) . .
O5 N2 O4 122.5(9) . .
O3 N2 O4 114.5(7) . .
O5 N2 U1 179.7(8) . .
O3 N2 U1 57.3(4) . .
O4 N2 U1 57.2(4) . .
O2 C1 N1 123.5(8) . .
O2 C1 C2 127.7(8) . .
N1 C1 C2 108.6(8) . .
C3 C2 C1 105.2(8) . .
C3 C2 H2A 110.7 . .
C1 C2 H2A 110.7 . .
C3 C2 H2B 110.7 . .
C1 C2 H2B 110.7 . .
H2A C2 H2B 108.8 . .
C4 C3 C2 107.5(9) . .
C4 C3 H3A 110.2 . .
C2 C3 H3A 110.2 . .
C4 C3 H3B 110.2 . .
C2 C3 H3B 110.2 . .
H3A C3 H3B 108.5 . .
N1 C4 C3 103.9(10) . .
N1 C4 H4A 111.0 . .
C3 C4 H4A 111.0 . .
N1 C4 H4B 111.0 . .
C3 C4 H4B 111.0 . .
H4A C4 H4B 109.0 . .
C6 C5 N1 114.3(15) . .
C6 C5 C8 109.7(16) . .
N1 C5 C8 115.3(12) . .
C6 C5 H5 105.5 . .
N1 C5 H5 105.5 . .
C8 C5 H5 105.5 . .
C5 C6 C7 116.9(18) . .
C5 C6 C9 103.2(14) . .
C7 C6 C9 104.8(15) . .
C5 C6 H6 110.5 . .
C7 C6 H6 110.5 . .
C9 C6 H6 110.5 . .
C6 C7 H7A 109.5 . .
C6 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C6 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C5 C8 H8A 109.5 . .
C5 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C5 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C6 C9 H9A 109.5 . .
C6 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C6 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
U1 O1 1.749(6) .
U1 O1 1.749(6) 2_557
U1 O2 2.367(6) .
U1 O2 2.367(6) 2_557
U1 O4 2.514(7) 2_557
U1 O4 2.514(7) .
U1 O3 2.517(7) .
U1 O3 2.517(7) 2_557
U1 N2 2.965(8) 2_557
U1 N2 2.965(8) .
O2 C1 1.251(11) .
O3 N2 1.265(11) .
O4 N2 1.278(11) .
O5 N2 1.215(11) .
N1 C1 1.311(13) .
N1 C4 1.475(17) .
N1 C5 1.491(16) .
C1 C2 1.509(12) .
C2 C3 1.495(15) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 C4 1.484(18) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C5 C6 1.37(2) .
C5 C8 1.501(17) .
C5 H5 1.0000 .
C6 C7 1.53(2) .
C6 C9 1.81(3) .
C6 H6 1.0000 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
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
_geom_torsion_site_symmetry_1
O1 U1 O2 C1 153.0(9) .
O1 U1 O2 C1 -27.0(9) 2_557
O2 U1 O2 C1 -151(91) 2_557
O4 U1 O2 C1 61.1(8) 2_557
O4 U1 O2 C1 -118.9(8) .
O3 U1 O2 C1 -117.7(9) .
O3 U1 O2 C1 62.3(9) 2_557
N2 U1 O2 C1 61.7(9) 2_557
N2 U1 O2 C1 -118.3(9) .
O1 U1 O3 N2 -88.7(6) .
O1 U1 O3 N2 91.3(6) 2_557
O2 U1 O3 N2 -178.6(6) .
O2 U1 O3 N2 1.4(6) 2_557
O4 U1 O3 N2 180.0(5) 2_557
O4 U1 O3 N2 0.0(5) .
O3 U1 O3 N2 -18(17) 2_557
N2 U1 O3 N2 180.001(1) 2_557
O1 U1 O4 N2 90.2(6) .
O1 U1 O4 N2 -89.8(6) 2_557
O2 U1 O4 N2 1.4(6) .
O2 U1 O4 N2 -178.6(6) 2_557
O4 U1 O4 N2 -77(20) 2_557
O3 U1 O4 N2 0.0(5) .
O3 U1 O4 N2 -180.0(5) 2_557
N2 U1 O4 N2 179.999(1) 2_557
U1 O3 N2 O5 179.8(9) .
U1 O3 N2 O4 0.0(8) .
U1 O4 N2 O5 -179.9(9) .
U1 O4 N2 O3 0.0(8) .
O1 U1 N2 O5 -66(100) .
O1 U1 N2 O5 114(100) 2_557
O2 U1 N2 O5 -156(100) .
O2 U1 N2 O5 24(100) 2_557
O4 U1 N2 O5 -157(100) 2_557
O4 U1 N2 O5 23(100) .
O3 U1 N2 O5 -157(100) .
O3 U1 N2 O5 23(100) 2_557
N2 U1 N2 O5 -13(100) 2_557
O1 U1 N2 O3 90.8(6) .
O1 U1 N2 O3 -89.2(6) 2_557
O2 U1 N2 O3 1.3(6) .
O2 U1 N2 O3 -178.7(6) 2_557
O4 U1 N2 O3 0.0(9) 2_557
O4 U1 N2 O3 180.0(9) .
O3 U1 N2 O3 180.000(2) 2_557
N2 U1 N2 O3 144(15) 2_557
O1 U1 N2 O4 -89.1(6) .
O1 U1 N2 O4 90.9(6) 2_557
O2 U1 N2 O4 -178.7(6) .
O2 U1 N2 O4 1.3(6) 2_557
O4 U1 N2 O4 179.999(2) 2_557
O3 U1 N2 O4 -180.0(9) .
O3 U1 N2 O4 0.0(9) 2_557
N2 U1 N2 O4 -36(15) 2_557
U1 O2 C1 N1 -173.0(8) .
U1 O2 C1 C2 11.2(14) .
C4 N1 C1 O2 -178.9(13) .
C5 N1 C1 O2 -7.2(18) .
C4 N1 C1 C2 -2.4(16) .
C5 N1 C1 C2 169.3(11) .
O2 C1 C2 C3 174.4(9) .
N1 C1 C2 C3 -1.9(11) .
C1 C2 C3 C4 5.4(15) .
C1 N1 C4 C3 6(2) .
C5 N1 C4 C3 -165.9(13) .
C2 C3 C4 N1 -6.6(18) .
C1 N1 C5 C6 132.5(17) .
C4 N1 C5 C6 -57(2) .
C1 N1 C5 C8 -99.1(17) .
C4 N1 C5 C8 72(2) .
N1 C5 C6 C7 -166.4(16) .
C8 C5 C6 C7 62(2) .
N1 C5 C6 C9 -51.9(17) .
C8 C5 C6 C9 176.8(13) .
