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#$Date: 2016-03-23 21:57:03 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179460 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/57/4335753.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_4335753
loop_
_publ_author_name
'Paula M. Cantos'
'Laurent J. Jouffret'
'Richard E. Wilson'
'Peter C. Burns'
'Christopher L. Cahill'
_publ_contact_author_address     '725 21st Street N.W. Washington, D.C. 20052'
_publ_contact_author_email       cahill@gwu.edu
_publ_contact_author_fax         202-994-5873
_publ_contact_author_name        'Christopher L. Cahill'
_publ_contact_author_phone       202-994-6959
_publ_section_title
;
 Series of Uranyl-4,4'-biphenyldicarboxylates and an Occurrence of a
 Cation-Cation Interaction: Hydrothermal Synthesis and in Situ Raman
 Studies
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              9487
_journal_page_last               9495
_journal_paper_doi               10.1021/ic401143g
_journal_volume                  52
_journal_year                    2013
_chemical_formula_sum            'C14 H8 N O10 U2'
_chemical_formula_weight         826.27
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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                 101.1000(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.6217(6)
_cell_length_b                   10.2529(3)
_cell_length_c                   10.4232(3)
_cell_measurement_reflns_used    30353
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      54.757
_cell_measurement_theta_min      4.693
_cell_volume                     1743.10(10)
_computing_cell_refinement       'SAINT (Bruker-AXS)'
_computing_data_collection       'SMART V5.05 (Bruker-AXS)'
_computing_data_reduction        'SAINT (Bruker-AXS)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'WINGX (Farrugia, 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97, G. Sheldrick (1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Apex CCD II'
_diffrn_measurement_method       omega
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0684
_diffrn_reflns_av_sigmaI/netI    0.0432
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            29203
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.45
_diffrn_reflns_theta_min         2.35
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    18.578
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.4667
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS, G. Sheldrick (1999)'
_exptl_crystal_density_diffrn    3.149
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         2.301
_refine_diff_density_min         -1.439
_refine_diff_density_rms         0.276
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         3971
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0323
_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)+(0.0277P)²+17.5211P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0713
_refine_ls_wR_factor_ref         0.0754
_reflns_number_gt                3308
_reflns_number_total             3971
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ic401143g_si_002.cif
_cod_data_source_block           p21onc
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4335753
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
C1 C 0.2081(4) 0.9093(6) 0.2062(6) 0.0155(14) Uani 1 1 d . A .
C2 C 0.2858(4) 0.8599(6) 0.1695(6) 0.0179(14) Uani 1 1 d . . .
C3A C 0.3123(7) 0.7351(12) 0.1941(12) 0.056(3) Uani 0.759(6) 1 d P A 1
H3A H 0.2804 0.6751 0.2290 0.067 Uiso 0.759(6) 1 calc PR A 1
C4A C 0.3884(7) 0.6983(12) 0.1659(14) 0.074(4) Uani 0.759(6) 1 d P A 1
H4A H 0.4073 0.6143 0.1880 0.089 Uiso 0.759(6) 1 calc PR A 1
C6A C 0.4000(6) 0.8959(12) 0.0624(12) 0.049(3) Uani 0.759(6) 1 d P A 1
H6A H 0.4271 0.9493 0.0124 0.059 Uiso 0.759(6) 1 calc PR A 1
C7A C 0.3242(6) 0.9342(10) 0.0907(10) 0.037(3) Uani 0.759(6) 1 d P A 1
H7A H 0.2999 1.0112 0.0554 0.044 Uiso 0.759(6) 1 calc PR A 1
C5 C 0.4345(4) 0.7760(8) 0.1102(7) 0.0321(19) Uani 1 1 d . . .
C3B C 0.357(2) 0.857(4) 0.271(4) 0.056(3) Uani 0.241(6) 1 d P A 2
H3B H 0.3538 0.8851 0.3552 0.067 Uiso 0.241(6) 1 calc PR A 2
C4B C 0.431(2) 0.813(4) 0.245(5) 0.074(4) Uani 0.241(6) 1 d P A 2
H4B H 0.4777 0.8068 0.3111 0.089 Uiso 0.241(6) 1 calc PR A 2
C6B C 0.364(2) 0.774(4) 0.017(4) 0.049(3) Uani 0.241(6) 1 d P A 2
H6B H 0.3647 0.7444 -0.0670 0.059 Uiso 0.241(6) 1 calc PR A 2
C7B C 0.295(2) 0.817(3) 0.049(3) 0.037(3) Uani 0.241(6) 1 d P A 2
H7B H 0.2481 0.8172 -0.0171 0.044 Uiso 0.241(6) 1 calc PR A 2
C9 C 0.5162(4) 0.7397(8) 0.0817(8) 0.0354(19) Uani 1 1 d . A .
C10A C 0.5792(9) 0.8384(19) 0.0832(19) 0.070(4) Uani 0.562(6) 1 d P A 3
H10A H 0.5682 0.9239 0.1043 0.084 Uiso 0.562(6) 1 calc PR A 3
C11A C 0.6563(10) 0.8089(18) 0.054(2) 0.071(5) Uani 0.562(6) 1 d PU A 3
H11A H 0.6956 0.8734 0.0537 0.085 Uiso 0.562(6) 1 calc PR A 3
C13A C 0.6226(7) 0.5880(13) 0.0575(14) 0.033(3) Uani 0.562(6) 1 d P A 3
H13A H 0.6405 0.5019 0.0642 0.039 Uiso 0.562(6) 1 calc PR A 3
C14A C 0.5461(8) 0.6171(15) 0.0812(16) 0.044(3) Uani 0.562(6) 1 d P A 3
H14A H 0.5130 0.5485 0.0979 0.053 Uiso 0.562(6) 1 calc PR A 3
C12 C 0.6716(4) 0.6791(7) 0.0254(7) 0.0295(17) Uani 1 1 d . . .
C10B C 0.5353(12) 0.767(2) -0.043(2) 0.070(4) Uani 0.438(6) 1 d P A 4
H10B H 0.4960 0.8046 -0.1074 0.084 Uiso 0.438(6) 1 calc PR A 4
C11B C 0.6104(12) 0.738(2) -0.068(3) 0.071(5) Uani 0.438(6) 1 d PU A 4
H11B H 0.6216 0.7571 -0.1500 0.085 Uiso 0.438(6) 1 calc PR A 4
C14B C 0.5752(10) 0.6922(18) 0.179(2) 0.044(3) Uani 0.438(6) 1 d P A 4
H14B H 0.5641 0.6808 0.2624 0.053 Uiso 0.438(6) 1 calc PR A 4
C13B C 0.6538(9) 0.6599(16) 0.1538(19) 0.033(3) Uani 0.438(6) 1 d P A 4
H13B H 0.6938 0.6264 0.2204 0.039 Uiso 0.438(6) 1 calc PR A 4
C8 C 0.7542(4) 0.6536(7) -0.0054(6) 0.0197(15) Uani 1 1 d . A .
O1 O 0.9484(2) 0.5439(4) 0.2150(4) 0.0145(10) Uani 1 1 d . . .
O2 O 0.8822(3) 0.3272(4) -0.0570(4) 0.0164(10) Uani 1 1 d . . .
O3 O 0.7849(3) 0.5432(5) 0.0156(5) 0.0295(12) Uani 1 1 d . . .
O4 O 0.9487(2) 0.5945(4) -0.0568(4) 0.0147(9) Uani 1 1 d . . .
O5 O 0.9704(2) 0.2604(4) 0.2012(4) 0.0149(10) Uani 1 1 d . . .
O6 O 0.1837(2) 0.8538(4) 0.2998(4) 0.0164(10) Uani 1 1 d . . .
O7 O 0.8502(3) 0.7214(4) -0.2809(4) 0.0202(11) Uani 1 1 d . . .
O8 O 0.9623(3) 0.8645(4) 0.0126(4) 0.0172(10) Uani 1 1 d . . .
O9 O 0.7889(3) 0.7488(5) -0.0500(5) 0.0266(12) Uani 1 1 d . . .
O10 O 0.1746(3) 1.0045(5) 0.1419(4) 0.0246(11) Uani 1 1 d . . .
N10 N 0.8653(4) 1.0527(6) 0.1535(6) 0.0384(17) Uani 1 1 d . . .
U1 U 0.915374(12) 0.43884(2) 0.07394(2) 0.01018(5) Uani 1 1 d . . .
U2 U 0.906183(13) 0.79413(2) -0.13402(2) 0.01291(5) 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'
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'
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'
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
O10 C1 O6 126.1(6) . .
O10 C1 C2 116.2(5) . .
O6 C1 C2 117.7(5) . .
C3A C2 C7A 117.8(8) . .
C3A C2 C7B 77.4(15) . .
C7A C2 C7B 58.8(14) . .
C3A C2 C3B 69.6(17) . .
C7A C2 C3B 92.4(16) . .
C7B C2 C3B 117(2) . .
C3A C2 C1 122.1(7) . .
C7A C2 C1 119.3(7) . .
C7B C2 C1 126.3(14) . .
C3B C2 C1 116.5(15) . .
C2 C3A C4A 119.0(11) . .
C2 C3A H3A 120.5 . .
C4A C3A H3A 120.5 . .
C5 C4A C3A 123.7(11) . .
C5 C4A H4A 118.2 . .
C3A C4A H4A 118.2 . .
C7A C6A C5 119.4(10) . .
C7A C6A H6A 120.3 . .
C5 C6A H6A 120.3 . .
C2 C7A C6A 120.8(9) . .
C2 C7A H7A 119.6 . .
C6A C7A H7A 119.6 . .
C4A C5 C6B 79.4(16) . .
C4A C5 C6A 117.0(8) . .
C6B C5 C6A 61.6(16) . .
C4A C5 C4B 66.5(16) . .
C6B C5 C4B 120(2) . .
C6A C5 C4B 91.6(16) . .
C4A C5 C9 124.5(8) . .
C6B C5 C9 122.8(17) . .
C6A C5 C9 118.2(8) . .
C4B C5 C9 117.1(15) . .
C4B C3B C2 120(3) . .
C4B C3B H3B 120.0 . .
C2 C3B H3B 120.0 . .
C3B C4B C5 118(3) . .
C3B C4B H4B 121.0 . .
C5 C4B H4B 121.0 . .
C7B C6B C5 119(3) . .
C7B C6B H6B 120.6 . .
C5 C6B H6B 120.6 . .
C6B C7B C2 126(3) . .
C6B C7B H7B 117.1 . .
C2 C7B H7B 117.1 . .
C14A C9 C14B 57.1(11) . .
C14A C9 C10B 91.8(12) . .
C14B C9 C10B 119.7(13) . .
C14A C9 C10A 112.5(10) . .
C14B C9 C10A 80.0(11) . .
C10B C9 C10A 65.6(12) . .
C14A C9 C5 125.6(9) . .
C14B C9 C5 119.6(11) . .
C10B C9 C5 120.3(10) . .
C10A C9 C5 120.3(9) . .
C11A C10A C9 122.1(16) . .
C11A C10A H10A 118.9 . .
C9 C10A H10A 118.9 . .
C12 C11A C10A 117.5(15) . .
C12 C11A H11A 121.2 . .
C10A C11A H11A 121.2 . .
C12 C13A C14A 121.9(12) . .
C12 C13A H13A 119.1 . .
C14A C13A H13A 119.1 . .
C9 C14A C13A 123.8(13) . .
C9 C14A H14A 118.1 . .
C13A C14A H14A 118.1 . .
C13A C12 C11B 94.5(12) . .
C13A C12 C11A 118.2(11) . .
C11B C12 C11A 66.6(13) . .
C13A C12 C13B 54.7(9) . .
C11B C12 C13B 117.0(13) . .
C11A C12 C13B 81.6(11) . .
C13A C12 C8 124.5(8) . .
C11B C12 C8 120.1(12) . .
C11A C12 C8 115.2(9) . .
C13B C12 C8 122.6(8) . .
C11B C10B C9 121(2) . .
C11B C10B H10B 119.7 . .
C9 C10B H10B 119.7 . .
C10B C11B C12 122(2) . .
C10B C11B H11B 119.0 . .
C12 C11B H11B 119.0 . .
C9 C14B C13B 120.1(18) . .
C9 C14B H14B 119.9 . .
C13B C14B H14B 119.9 . .
C14B C13B C12 120.1(15) . .
C14B C13B H13B 119.9 . .
C12 C13B H13B 119.9 . .
O3 C8 O9 124.5(6) . .
O3 C8 C12 119.0(6) . .
O9 C8 C12 116.5(6) . .
U1 O1 U2 146.2(2) . 4_576
C8 O3 U1 140.7(4) . .
U1 O4 U2 139.92(19) . .
U1 O4 U1 107.46(16) . 3_765
U2 O4 U1 110.34(17) . 3_765
U1 O5 U2 106.50(16) . 3_765
C1 O6 U1 127.0(4) . 2_655
C8 O9 U2 139.8(4) . .
C1 O10 U2 149.0(4) . 3_675
O2 U1 O1 176.14(18) . .
O2 U1 O4 93.90(17) . .
O1 U1 O4 89.93(16) . .
O2 U1 O4 90.52(17) . 3_765
O1 U1 O4 90.17(16) . 3_765
O4 U1 O4 72.54(16) . 3_765
O2 U1 O5 87.81(16) . .
O1 U1 O5 88.89(16) . .
O4 U1 O5 141.99(14) . .
O4 U1 O5 69.47(14) 3_765 .
O2 U1 O3 87.74(18) . .
O1 U1 O3 93.33(17) . .
O4 U1 O3 81.05(15) . .
O4 U1 O3 153.36(15) 3_765 .
O5 U1 O3 136.94(15) . .
O2 U1 O6 92.38(16) . 2_645
O1 U1 O6 84.60(16) . 2_645
O4 U1 O6 148.18(14) . 2_645
O4 U1 O6 138.59(14) 3_765 2_645
O5 U1 O6 69.38(14) . 2_645
O3 U1 O6 68.06(15) . 2_645
O2 U1 U1 92.70(14) . 3_765
O1 U1 U1 90.06(13) . 3_765
O4 U1 U1 37.08(10) . 3_765
O4 U1 U1 35.46(10) 3_765 3_765
O5 U1 U1 104.92(10) . 3_765
O3 U1 U1 118.06(12) . 3_765
O6 U1 U1 172.20(9) 2_645 3_765
O2 U1 U2 80.69(13) . 3_765
O1 U1 U2 97.81(12) . 3_765
O4 U1 U2 105.92(10) . 3_765
O4 U1 U2 34.28(10) 3_765 3_765
O5 U1 U2 36.93(10) . 3_765
O3 U1 U2 166.80(12) . 3_765
O6 U1 U2 105.87(10) 2_645 3_765
U1 U1 U2 69.177(7) 3_765 3_765
O8 U2 O7 179.3(2) . .
O8 U2 O4 89.16(17) . .
O7 U2 O4 90.15(17) . .
O8 U2 O9 95.50(18) . .
O7 U2 O9 84.48(19) . .
O4 U2 O9 85.00(15) . .
O8 U2 O5 90.53(17) . 3_765
O7 U2 O5 89.20(17) . 3_765
O4 U2 O5 70.19(14) . 3_765
O9 U2 O5 154.39(15) . 3_765
O8 U2 O10 83.15(17) . 3_675
O7 U2 O10 97.50(17) . 3_675
O4 U2 O10 154.71(15) . 3_675
O9 U2 O10 71.89(16) . 3_675
O5 U2 O10 133.66(15) 3_765 3_675
O8 U2 O1 96.19(16) . 4_575
O7 U2 O1 84.29(17) . 4_575
O4 U2 O1 136.42(14) . 4_575
O9 U2 O1 136.92(15) . 4_575
O5 U2 O1 66.56(13) 3_765 4_575
O10 U2 O1 68.60(14) 3_675 4_575
O8 U2 U1 81.32(14) . 3_765
O7 U2 U1 98.09(14) . 3_765
O4 U2 U1 35.38(10) . 3_765
O9 U2 U1 119.98(11) . 3_765
O5 U2 U1 36.57(10) 3_765 3_765
O10 U2 U1 161.26(11) 3_675 3_765
O1 U2 U1 102.74(9) 4_575 3_765
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O10 1.252(7) .
C1 O6 1.262(7) .
C1 C2 1.504(8) .
C2 C3A 1.361(13) .
C2 C7A 1.365(12) .
C2 C7B 1.37(3) .
C2 C3B 1.43(4) .
C3A C4A 1.405(15) .
C3A H3A 0.9300 .
C4A C5 1.315(14) .
C4A H4A 0.9300 .
C6A C7A 1.404(14) .
C6A C5 1.406(14) .
C6A H6A 0.9300 .
C7A H7A 0.9300 .
C5 C6B 1.37(4) .
C5 C4B 1.47(5) .
C5 C9 1.492(10) .
C3B C4B 1.39(5) .
C3B H3B 0.9300 .
C4B H4B 0.9300 .
C6B C7B 1.33(5) .
C6B H6B 0.9300 .
C7B H7B 0.9300 .
C9 C14A 1.352(16) .
C9 C14B 1.36(2) .
C9 C10B 1.42(3) .
C9 C10A 1.455(19) .
C10A C11A 1.41(2) .
C10A H10A 0.9300 .
C11A C12 1.398(19) .
C11A H11A 0.9300 .
C13A C12 1.324(14) .
C13A C14A 1.374(18) .
C13A H13A 0.9300 .
C14A H14A 0.9300 .
C12 C11B 1.40(3) .
C12 C13B 1.44(2) .
C12 C8 1.492(9) .
C10B C11B 1.36(3) .
C10B H10B 0.9300 .
C11B H11B 0.9300 .
C14B C13B 1.42(2) .
C14B H14B 0.9300 .
C13B H13B 0.9300 .
C8 O3 1.243(8) .
C8 O9 1.267(8) .
O1 U1 1.820(4) .
O1 U2 2.480(4) 4_576
O2 U1 1.785(4) .
O3 U1 2.390(4) .
O4 U1 2.237(4) .
O4 U2 2.262(4) .
O4 U1 2.325(4) 3_765
O5 U1 2.340(4) .
O5 U2 2.360(4) 3_765
O6 U1 2.458(4) 2_655
O7 U2 1.794(4) .
O8 U2 1.782(4) .
O9 U2 2.333(5) .
O10 U2 2.455(4) 3_675
U1 O4 2.325(4) 3_765
U1 O6 2.458(4) 2_645
U1 U1 3.6787(4) 3_765
U1 U2 3.7656(3) 3_765
U2 O5 2.360(4) 3_765
U2 O10 2.455(4) 3_675
U2 O1 2.480(4) 4_575
U2 U1 3.7656(3) 3_765
