#------------------------------------------------------------------------------
#$Date: 2019-11-28 18:36:53 +0200 (Thu, 28 Nov 2019) $
#$Revision: 244307 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/87/7238708.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_7238708
loop_
_publ_author_name
'Barber, Patrick S.'
'Kelley, Steven P.'
'Rogers, Robin D.'
_publ_section_title
;
 Highly selective extraction of the uranyl ion with hydrophobic
 amidoxime-functionalized ionic liquids via η2 coordination
;
_journal_issue                   22
_journal_name_full               'RSC Advances'
_journal_page_first              8526
_journal_paper_doi               10.1039/c2ra21344c
_journal_volume                  2
_journal_year                    2012
_chemical_formula_sum            'C8 H14 N6 O10 U'
_chemical_formula_weight         592.28
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 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                 99.307(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.0282(3)
_cell_length_b                   13.7694(5)
_cell_length_c                   14.7200(5)
_cell_measurement_reflns_used    9341
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      33.11
_cell_measurement_theta_min      2.72
_cell_volume                     1805.80(11)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0315
_diffrn_reflns_av_sigmaI/netI    0.0193
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            36472
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.04
_exptl_absorpt_coefficient_mu    9.047
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.4361
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker AXScale'
_exptl_crystal_colour            red-orange
_exptl_crystal_density_diffrn    2.179
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.023
_refine_diff_density_min         -1.087
_refine_diff_density_rms         0.122
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         5270
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0245
_refine_ls_R_factor_gt           0.0199
_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)+(0.0221P)²+3.5499P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0485
_refine_ls_wR_factor_ref         0.0504
_reflns_number_gt                4691
_reflns_number_total             5270
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ra21344c.txt
_cod_data_source_block           '[UO2(AO2mim)(NO3)2]H2O'
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7238708
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
U1 U 0.271290(10) 0.860823(7) 0.175150(7) 0.01526(4) Uani 1 1 d .
C1 C 0.3194(3) 0.8916(2) -0.1011(2) 0.0204(5) Uani 1 1 d .
H1 H 0.3371 0.9501 -0.0668 0.024 Uiso 1 1 calc R
C2 C 0.2059(4) 0.7686(3) -0.1772(2) 0.0283(7) Uani 1 1 d .
H2 H 0.1292 0.7262 -0.2057 0.034 Uiso 1 1 calc R
C3 C 0.3558(4) 0.7570(3) -0.1738(2) 0.0313(7) Uani 1 1 d .
H3 H 0.4043 0.7049 -0.1995 0.038 Uiso 1 1 calc R
C4 C 0.0423(3) 0.8943(2) -0.1160(2) 0.0255(6) Uani 1 1 d .
H4A H 0.0272 0.8800 -0.0530 0.038 Uiso 1 1 calc R
H4B H -0.0392 0.8654 -0.1596 0.038 Uiso 1 1 calc R
H4C H 0.0429 0.9648 -0.1251 0.038 Uiso 1 1 calc R
C5 C 0.5872(3) 0.8548(2) -0.1080(2) 0.0241(6) Uani 1 1 d .
H5A H 0.6059 0.9152 -0.0714 0.029 Uiso 1 1 calc R
H5B H 0.6233 0.8652 -0.1673 0.029 Uiso 1 1 calc R
C6 C 0.6747(3) 0.7722(2) -0.0565(2) 0.0230(6) Uani 1 1 d .
H6A H 0.7819 0.7909 -0.0430 0.028 Uiso 1 1 calc R
H6B H 0.6669 0.7145 -0.0972 0.028 Uiso 1 1 calc R
C7 C 0.6225(3) 0.7440(2) 0.0339(2) 0.0209(5) Uani 1 1 d .
H7A H 0.5176 0.7206 0.0201 0.025 Uiso 1 1 calc R
H7B H 0.6852 0.6896 0.0623 0.025 Uiso 1 1 calc R
C8 C 0.6306(3) 0.8255(2) 0.10166(19) 0.0185(5) Uani 1 1 d .
H100 H 0.850(5) 0.839(3) 0.127(3) 0.021(9) Uiso 1 1 d .
H101 H 0.767(4) 0.900(3) 0.175(2) 0.015(9) Uiso 1 1 d .
N1 N 0.1861(3) 0.85368(18) -0.13154(18) 0.0204(5) Uani 1 1 d .
N3 N 0.4242(3) 0.83510(19) -0.12598(18) 0.0212(5) Uani 1 1 d .
N4 N 0.7641(3) 0.8696(2) 0.1313(2) 0.0233(5) Uani 1 1 d .
N5 N 0.5076(3) 0.85261(19) 0.12763(18) 0.0210(5) Uani 1 1 d .
N6 N 0.1107(3) 0.7122(2) 0.0624(2) 0.0349(7) Uani 1 1 d .
N7 N 0.1416(4) 0.9710(2) 0.3063(2) 0.0353(7) Uani 1 1 d .
O1 O 0.5129(2) 0.92398(17) 0.19484(15) 0.0242(4) Uani 1 1 d .
O2 O 0.3295(2) 0.77109(17) 0.26084(15) 0.0256(5) Uani 1 1 d .
O3 O 0.2079(2) 0.94896(15) 0.08864(14) 0.0214(4) Uani 1 1 d .
O4 O 0.0644(2) 0.90822(15) 0.25657(15) 0.0217(4) Uani 1 1 d .
O5 O 0.2767(3) 0.98647(18) 0.29657(17) 0.0298(5) Uani 1 1 d .
O6 O 0.0729(5) 1.0261(4) 0.3781(4) 0.1008(18) Uani 1 1 d .
O7 O 0.0430(2) 0.75793(17) 0.11813(17) 0.0280(5) Uani 1 1 d .
O8 O 0.2437(2) 0.73569(16) 0.05481(16) 0.0238(4) Uani 1 1 d .
O9 O 0.0360(5) 0.6298(3) 0.0057(4) 0.0806(14) Uani 1 1 d .
O10 O 0.6637(6) 1.0561(4) 0.3247(3) 0.0990(17) Uani 1 1 d .
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
O2 U1 O3 178.35(10)
O2 U1 O1 90.44(9)
O3 U1 O1 91.19(9)
O2 U1 N5 89.95(10)
O3 U1 N5 91.27(9)
O1 U1 N5 34.58(8)
O2 U1 O8 90.46(10)
O3 U1 O8 88.80(9)
O1 U1 O8 109.66(7)
N5 U1 O8 75.09(8)
O2 U1 O4 89.97(9)
O3 U1 O4 89.20(8)
O1 U1 O4 127.62(7)
N5 U1 O4 162.20(8)
O8 U1 O4 122.71(7)
O2 U1 O5 90.26(10)
O3 U1 O5 90.37(9)
O1 U1 O5 74.96(7)
N5 U1 O5 109.54(8)
O8 U1 O5 175.32(7)
O4 U1 O5 52.66(7)
O2 U1 O7 88.73(10)
O3 U1 O7 89.66(9)
O1 U1 O7 161.71(7)
N5 U1 O7 127.13(8)
O8 U1 O7 52.08(7)
O4 U1 O7 70.66(7)
O5 U1 O7 123.31(7)
O2 U1 N7 89.78(10)
O3 U1 N7 90.10(10)
O1 U1 N7 101.33(8)
N5 U1 N7 135.91(9)
O8 U1 N7 149.00(8)
O4 U1 N7 26.29(8)
O5 U1 N7 26.37(8)
O7 U1 N7 96.94(8)
O2 U1 N6 88.76(10)
O3 U1 N6 89.93(9)
O1 U1 N6 135.59(8)
N5 U1 N6 101.01(9)
O8 U1 N6 25.98(8)
O4 U1 N6 96.78(8)
O5 U1 N6 149.43(8)
O7 U1 N6 26.13(8)
N7 U1 N6 123.06(9)
N3 C1 N1 109.0(3)
C3 C2 N1 106.9(3)
C2 C3 N3 106.8(3)
N3 C5 C6 112.0(2)
C5 C6 C7 114.5(2)
C8 C7 C6 113.6(2)
N5 C8 N4 122.6(3)
N5 C8 C7 117.7(3)
N4 C8 C7 119.7(3)
C1 N1 C2 108.6(3)
C1 N1 C4 125.2(3)
C2 N1 C4 126.2(3)
C1 N3 C3 108.7(3)
C1 N3 C5 125.4(3)
C3 N3 C5 125.9(3)
C8 N5 O1 119.0(2)
C8 N5 U1 165.9(2)
O1 N5 U1 71.52(13)
O8 N6 O7 119.6(3)
O8 N6 O9 119.4(3)
O7 N6 O9 121.0(3)
O8 N6 U1 58.15(16)
O7 N6 U1 61.56(16)
O9 N6 U1 176.0(2)
O4 N7 O5 119.9(3)
O4 N7 O6 119.8(3)
O5 N7 O6 120.3(3)
O4 N7 U1 59.56(15)
O5 N7 U1 60.36(16)
O6 N7 U1 177.8(3)
N5 O1 U1 73.90(13)
N7 O4 U1 94.15(17)
N7 O5 U1 93.27(18)
N6 O7 U1 92.32(18)
N6 O8 U1 95.87(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
U1 O2 1.783(2)
U1 O3 1.785(2)
U1 O1 2.322(2)
U1 N5 2.353(2)
U1 O8 2.455(2)
U1 O4 2.465(2)
U1 O5 2.482(2)
U1 O7 2.530(2)
U1 N7 2.851(3)
U1 N6 2.875(3)
C1 N3 1.322(4)
C1 N1 1.323(4)
C2 C3 1.356(4)
C2 N1 1.376(4)
C3 N3 1.376(4)
C4 N1 1.464(4)
C5 N3 1.477(4)
C5 C6 1.516(4)
C6 C7 1.532(4)
C7 C8 1.495(4)
C8 N5 1.287(4)
C8 N4 1.357(4)
N5 O1 1.390(3)
N6 O8 1.266(4)
N6 O7 1.267(4)
N6 O9 1.503(5)
N7 O4 1.266(4)
N7 O5 1.269(4)
N7 O6 1.514(5)
