#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:52:40 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179494 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/91/4339120.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_4339120
loop_
_publ_author_name
'Nockemann, Peter'
'Servaes, Kelly'
'Van Deun, Rik'
'Van Hecke, Kristof'
'Van Meervelt, Luc'
'Binnemans, Koen'
'Görller-Walrand, Christiane'
_publ_section_title
;
 Speciation of uranyl complexes in ionic liquids by optical spectroscopy.
;
_journal_issue                   26
_journal_name_full               'Inorganic chemistry'
_journal_page_first              11335
_journal_page_last               11344
_journal_paper_doi               10.1021/ic701752j
_journal_volume                  46
_journal_year                    2007
_chemical_formula_moiety         '2(C10 H19 N2), Br4 O2 U'
_chemical_formula_sum            'C20 H38 Br4 N4 O2 U'
_chemical_formula_weight         924.17
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           148
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            9
_cell_length_a                   33.297(5)
_cell_length_b                   33.297(5)
_cell_length_c                   7.1671(14)
_cell_measurement_temperature    100(2)
_cell_volume                     6882(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_publication_material  Platon
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'SMART 6000'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'crossed G\"obel mirrors'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0771
_diffrn_reflns_av_sigmaI/netI    0.0668
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            8420
_diffrn_reflns_theta_full        71.14
_diffrn_reflns_theta_max         71.14
_diffrn_reflns_theta_min         2.65
_exptl_absorpt_coefficient_mu    21.228
_exptl_absorpt_correction_T_max  0.120
_exptl_absorpt_correction_T_min  0.060
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details   'WinGX - Version 1.70.01'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.007
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             3906
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.138
_refine_diff_density_min         -0.960
_refine_diff_density_rms         0.178
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         2932
_refine_ls_number_restraints     82
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0357
_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)+(0.0116P)²+59.3842P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0780
_refine_ls_wR_factor_ref         0.0822
_reflns_number_gt                2518
_reflns_number_total             2932
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic701752j-file003.cif
_cod_data_source_block           wg84
_cod_original_cell_volume        6881.6(19)
_cod_original_sg_symbol_H-M      'R -3'
_cod_database_code               4339120
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
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
O1 O 0.4908(2) -0.0102(3) 0.7546(13) 0.0349(19) Uani 0.5421(15) 1 d P A 1
Br2 Br 0.56997(4) 0.09201(4) 0.9319(2) 0.0388(3) Uani 0.5421(15) 1 d P A 1
O2 O 0.5181(3) 0.0284(3) 0.7843(11) 0.0259(19) Uani 0.4579(15) 1 d P A 2
Br3 Br 0.56106(4) 0.08164(5) 1.1908(2) 0.0356(4) Uani 0.4579(15) 1 d P A 2
U1 U 0.5000 0.0000 1.0000 0.01769(6) Uani 1 2 d S . .
Br1 Br 0.567811(17) -0.02708(2) 0.98342(8) 0.02631(13) Uani 1 1 d . A .
N1 N 0.58988(16) 0.99283(17) 0.4926(7) 0.0309(11) Uani 1 1 d . B .
N2 N 0.54267(13) 0.91985(13) 0.4470(8) 0.0439(14) Uani 1 1 d D . .
C1 C 0.6078(3) 1.0415(2) 0.5350(13) 0.061(2) Uani 1 1 d . . .
H1A H 0.5947 1.0545 0.4473 0.092 Uiso 1 1 calc R . .
H1B H 0.6416 1.0583 0.5238 0.092 Uiso 1 1 calc R . .
H1C H 0.5991 1.0446 0.6626 0.092 Uiso 1 1 calc R . .
C2 C 0.54573(19) 0.9607(2) 0.4876(8) 0.0307(13) Uani 1 1 d . B .
H2 H 0.5203 0.9656 0.5090 0.037 Uiso 1 1 calc R . .
C3 C 0.5869(2) 0.9272(2) 0.4277(10) 0.0408(15) Uani 1 1 d . B .
H3 H 0.5952 0.9044 0.3981 0.049 Uiso 1 1 calc R . .
C4 C 0.6163(2) 0.9724(2) 0.4584(8) 0.0336(14) Uani 1 1 d . . .
H4 H 0.6492 0.9875 0.4568 0.040 Uiso 1 1 calc R B .
C5A C 0.4984(3) 0.8776(3) 0.3892(8) 0.058(3) Uani 0.481(7) 1 d PDU B 1
H5A H 0.5056 0.8576 0.3101 0.070 Uiso 0.481(7) 1 calc PR B 1
H5B H 0.4794 0.8870 0.3149 0.070 Uiso 0.481(7) 1 calc PR B 1
C6A C 0.4717(2) 0.8511(3) 0.5591(10) 0.070(3) Uani 0.481(7) 1 d PDU B 1
H6A H 0.4572 0.8675 0.6187 0.084 Uiso 0.481(7) 1 calc PR B 1
H6B H 0.4466 0.8200 0.5207 0.084 Uiso 0.481(7) 1 calc PR B 1
C7A C 0.5025(3) 0.8458(3) 0.6974(10) 0.069(3) Uani 0.481(7) 1 d PDU B 1
H7A H 0.5270 0.8770 0.7374 0.083 Uiso 0.481(7) 1 calc PR B 1
H7B H 0.5178 0.8305 0.6353 0.083 Uiso 0.481(7) 1 calc PR B 1
C8A C 0.4775(2) 0.8183(3) 0.8669(11) 0.073(3) Uani 0.481(7) 1 d PDU B 1
H8A H 0.4526 0.7871 0.8277 0.087 Uiso 0.481(7) 1 calc PR B 1
H8B H 0.4626 0.8338 0.9313 0.087 Uiso 0.481(7) 1 calc PR B 1
C9A C 0.5092(3) 0.8130(3) 1.0006(12) 0.073(3) Uani 0.481(7) 1 d PDU B 1
H9A H 0.5304 0.8060 0.9291 0.087 Uiso 0.481(7) 1 calc PR B 1
H9B H 0.5284 0.8429 1.0659 0.087 Uiso 0.481(7) 1 calc PR B 1
C10A C 0.4841(5) 0.7757(4) 1.1429(15) 0.071(4) Uani 0.481(7) 1 d PDU B 1
H10A H 0.4629 0.7822 1.2137 0.106 Uiso 0.481(7) 1 calc PR B 1
H10B H 0.5067 0.7748 1.2283 0.106 Uiso 0.481(7) 1 calc PR B 1
H10C H 0.4665 0.7457 1.0799 0.106 Uiso 0.481(7) 1 calc PR B 1
C5B C 0.4998(3) 0.8739(2) 0.4859(10) 0.055(3) Uani 0.519(7) 1 d PDU B 2
H5C H 0.4724 0.8779 0.4727 0.066 Uiso 0.519(7) 1 calc PR B 2
H5D H 0.4974 0.8515 0.3894 0.066 Uiso 0.519(7) 1 calc PR B 2
C6B C 0.4978(3) 0.8533(2) 0.6736(11) 0.057(2) Uani 0.519(7) 1 d PDU B 2
H6C H 0.5013 0.8760 0.7703 0.068 Uiso 0.519(7) 1 calc PR B 2
H6D H 0.5245 0.8481 0.6852 0.068 Uiso 0.519(7) 1 calc PR B 2
C7B C 0.4542(3) 0.8084(2) 0.7127(10) 0.057(2) Uani 0.519(7) 1 d PDU B 2
H7C H 0.4276 0.8138 0.7089 0.068 Uiso 0.519(7) 1 calc PR B 2
H7D H 0.4497 0.7861 0.6123 0.068 Uiso 0.519(7) 1 calc PR B 2
C8B C 0.4540(3) 0.7870(2) 0.8969(11) 0.062(2) Uani 0.519(7) 1 d PDU B 2
H8C H 0.4585 0.8093 0.9972 0.074 Uiso 0.519(7) 1 calc PR B 2
H8D H 0.4808 0.7817 0.9009 0.074 Uiso 0.519(7) 1 calc PR B 2
C9B C 0.4107(3) 0.7420(2) 0.9365(11) 0.066(3) Uani 0.519(7) 1 d PDU B 2
H9C H 0.4059 0.7196 0.8360 0.080 Uiso 0.519(7) 1 calc PR B 2
H9D H 0.3839 0.7472 0.9351 0.080 Uiso 0.519(7) 1 calc PR B 2
C10B C 0.4121(5) 0.7213(4) 1.1210(15) 0.077(4) Uani 0.519(7) 1 d PDU B 2
H10D H 0.4253 0.7458 1.2157 0.115 Uiso 0.519(7) 1 calc PR B 2
H10E H 0.4313 0.7068 1.1101 0.115 Uiso 0.519(7) 1 calc PR B 2
H10F H 0.3805 0.6979 1.1576 0.115 Uiso 0.519(7) 1 calc PR B 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
U U -4.3638 13.4090 '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 U1 O2 179.994(2) 10_657 .
O2 U1 O1 141.7(4) 10_657 .
O2 U1 O1 38.3(4) . .
O2 U1 O1 38.3(4) 10_657 10_657
O2 U1 O1 141.7(4) . 10_657
O1 U1 O1 179.999(3) . 10_657
O2 U1 Br3 91.2(3) 10_657 10_657
O2 U1 Br3 88.8(3) . 10_657
O1 U1 Br3 50.5(2) . 10_657
O1 U1 Br3 129.5(2) 10_657 10_657
O2 U1 Br3 88.8(3) 10_657 .
O2 U1 Br3 91.2(3) . .
O1 U1 Br3 129.5(2) . .
O1 U1 Br3 50.5(2) 10_657 .
Br3 U1 Br3 180.0 10_657 .
O2 U1 Br2 52.1(3) 10_657 10_657
O2 U1 Br2 127.9(3) . 10_657
O1 U1 Br2 89.7(2) . 10_657
O1 U1 Br2 90.3(2) 10_657 10_657
Br3 U1 Br2 39.19(4) 10_657 10_657
Br3 U1 Br2 140.81(4) . 10_657
O2 U1 Br2 127.9(3) 10_657 .
O2 U1 Br2 52.1(3) . .
O1 U1 Br2 90.3(2) . .
O1 U1 Br2 89.7(2) 10_657 .
Br3 U1 Br2 140.81(4) 10_657 .
Br3 U1 Br2 39.19(4) . .
Br2 U1 Br2 180.00(7) 10_657 .
O2 U1 Br1 88.9(3) 10_657 .
O2 U1 Br1 91.1(3) . .
O1 U1 Br1 89.2(2) . .
O1 U1 Br1 90.8(2) 10_657 .
Br3 U1 Br1 88.73(3) 10_657 .
Br3 U1 Br1 91.27(3) . .
Br2 U1 Br1 91.07(3) 10_657 .
Br2 U1 Br1 88.93(3) . .
O2 U1 Br1 91.1(3) 10_657 10_657
O2 U1 Br1 88.9(3) . 10_657
O1 U1 Br1 90.8(2) . 10_657
O1 U1 Br1 89.2(2) 10_657 10_657
Br3 U1 Br1 91.27(3) 10_657 10_657
Br3 U1 Br1 88.73(3) . 10_657
Br2 U1 Br1 88.94(3) 10_657 10_657
Br2 U1 Br1 91.06(3) . 10_657
Br1 U1 Br1 180.0 . 10_657
C2 N1 C4 108.9(5) . .
C2 N1 C1 125.5(6) . .
C4 N1 C1 125.6(6) . .
C2 N2 C3 108.0(4) . .
C2 N2 C5A 123.4(6) . .
C3 N2 C5A 127.0(7) . .
C2 N2 C5B 122.8(6) . .
C3 N2 C5B 125.9(6) . .
N1 C1 H1A 109.5 . .
N1 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
N1 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
N1 C2 N2 108.5(5) . .
N1 C2 H2 125.8 . .
N2 C2 H2 125.8 . .
C4 C3 N2 107.4(6) . .
C4 C3 H3 126.3 . .
N2 C3 H3 126.3 . .
C3 C4 N1 107.1(5) . .
C3 C4 H4 126.4 . .
N1 C4 H4 126.4 . .
N2 C5A C6A 110.0(4) . .
N2 C5A H5A 109.7 . .
C6A C5A H5A 109.7 . .
N2 C5A H5B 109.7 . .
C6A C5A H5B 109.7 . .
H5A C5A H5B 108.2 . .
C7A C6A C5A 111.5(5) . .
C7A C6A H6A 109.3 . .
C5A C6A H6A 109.3 . .
C7A C6A H6B 109.3 . .
C5A C6A H6B 109.3 . .
H6A C6A H6B 108.0 . .
C6A C7A C8A 113.8(5) . .
C6A C7A H7A 108.8 . .
C8A C7A H7A 108.8 . .
C6A C7A H7B 108.8 . .
C8A C7A H7B 108.8 . .
H7A C7A H7B 107.7 . .
C7A C8A C9A 112.3(5) . .
C7A C8A H8A 109.1 . .
C9A C8A H8A 109.1 . .
C7A C8A H8B 109.1 . .
C9A C8A H8B 109.1 . .
H8A C8A H8B 107.9 . .
C10A C9A C8A 113.5(6) . .
C10A C9A H9A 108.9 . .
C8A C9A H9A 108.9 . .
C10A C9A H9B 108.9 . .
C8A C9A H9B 108.9 . .
H9A C9A H9B 107.7 . .
C6B C5B N2 115.8(5) . .
C6B C5B H5C 108.3 . .
N2 C5B H5C 108.3 . .
C6B C5B H5D 108.3 . .
N2 C5B H5D 108.3 . .
H5C C5B H5D 107.4 . .
C5B C6B C7B 115.1(5) . .
C5B C6B H6C 108.5 . .
C7B C6B H6C 108.5 . .
C5B C6B H6D 108.5 . .
C7B C6B H6D 108.5 . .
H6C C6B H6D 107.5 . .
C8B C7B C6B 114.2(5) . .
C8B C7B H7C 108.7 . .
C6B C7B H7C 108.7 . .
C8B C7B H7D 108.7 . .
C6B C7B H7D 108.7 . .
H7C C7B H7D 107.6 . .
C7B C8B C9B 114.5(5) . .
C7B C8B H8C 108.6 . .
C9B C8B H8C 108.6 . .
C7B C8B H8D 108.6 . .
C9B C8B H8D 108.6 . .
H8C C8B H8D 107.6 . .
C8B C9B C10B 112.9(6) . .
C8B C9B H9C 109.0 . .
C10B C9B H9C 109.0 . .
C8B C9B H9D 109.0 . .
C10B C9B H9D 109.0 . .
H9C C9B H9D 107.8 . .
C9B C10B H10D 109.5 . .
C9B C10B H10E 109.5 . .
H10D C10B H10E 109.5 . .
C9B C10B H10F 109.5 . .
H10D C10B H10F 109.5 . .
H10E C10B H10F 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 U1 1.788(9) .
Br2 U1 2.8134(11) .
O2 U1 1.754(8) .
Br3 U1 2.8048(13) .
U1 O2 1.754(8) 10_657
U1 O1 1.788(9) 10_657
U1 Br3 2.8047(13) 10_657
U1 Br2 2.8132(11) 10_657
U1 Br1 2.8216(7) .
U1 Br1 2.8217(7) 10_657
N1 C2 1.317(7) .
N1 C4 1.377(8) .
N1 C1 1.453(9) .
N2 C2 1.344(8) .
N2 C3 1.375(8) .
N2 C5A 1.499(5) .
N2 C5B 1.507(4) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 H2 0.9500 .
C3 C4 1.341(9) .
C3 H3 0.9500 .
C4 H4 0.9500 .
C5A C6A 1.507(5) .
C5A H5A 0.9900 .
C5A H5B 0.9900 .
C6A C7A 1.498(5) .
C6A H6A 0.9900 .
C6A H6B 0.9900 .
C7A C8A 1.499(5) .
C7A H7A 0.9900 .
C7A H7B 0.9900 .
C8A C9A 1.501(5) .
C8A H8A 0.9900 .
C8A H8B 0.9900 .
C9A C10A 1.498(5) .
C9A H9A 0.9900 .
C9A H9B 0.9900 .
C10A H10A 0.9800 .
C10A H10B 0.9800 .
C10A H10C 0.9800 .
C5B C6B 1.496(5) .
C5B H5C 0.9900 .
C5B H5D 0.9900 .
C6B C7B 1.501(5) .
C6B H6C 0.9900 .
C6B H6D 0.9900 .
C7B C8B 1.499(5) .
C7B H7C 0.9900 .
C7B H7D 0.9900 .
C8B C9B 1.499(5) .
C8B H8C 0.9900 .
C8B H8D 0.9900 .
C9B C10B 1.502(5) .
C9B H9C 0.9900 .
C9B H9D 0.9900 .
C10B H10D 0.9800 .
C10B H10E 0.9800 .
C10B H10F 0.9800 .
