#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:07:12 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179652 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/05/4510581.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_4510581
loop_
_publ_author_name
'Cantos, Paula M.'
'Cahill, Christopher L.'
_publ_section_title
;
 A Family of UO22+--5-Nitro-1,3-dicarboxylate Hybrid Materials: Structural
 Variation As a Function of pH and Structure Directing Species
;
_journal_issue                   6
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3044
_journal_paper_doi               10.1021/cg500304d
_journal_volume                  14
_journal_year                    2014
_chemical_formula_sum            'C22 H24 N3 O18 U2'
_chemical_formula_weight         1094.50
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                106.806(2)
_cell_angle_beta                 95.727(2)
_cell_angle_gamma                113.0010(10)
_cell_formula_units_Z            2
_cell_length_a                   10.6646(11)
_cell_length_b                   11.0897(11)
_cell_length_c                   14.724(2)
_cell_measurement_reflns_used    21694
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      59.958
_cell_measurement_theta_min      4.522
_cell_volume                     1489.1(3)
_computing_cell_refinement       'SAINT (Bruker-AXS)'
_computing_data_collection       'SMART V5.05 (Bruker-AXS)'
_computing_data_reduction        'SAINT (Bruker-AXS)'
_computing_molecular_graphics    'SHELXL-2013 (Sheldrick, 1997)'
_computing_publication_material  'WINGX (Farrugia, 1998)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-2013, G. Sheldrick (1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.916
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_unetI/netI     0.0413
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.916
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            21674
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.916
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         30.212
_diffrn_reflns_theta_min         2.122
_diffrn_source                   'sealed X-ray tube'
_exptl_absorpt_coefficient_mu    10.948
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.4617
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, G Sheldrick (1999)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.441
_exptl_crystal_description       plate
_exptl_crystal_F_000             1010
_refine_diff_density_max         1.975
_refine_diff_density_min         -1.185
_refine_diff_density_rms         0.161
_refine_ls_extinction_coef       0.00038(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     503
_refine_ls_number_reflns         8093
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0294
_refine_ls_R_factor_gt           0.0230
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0122P)²+1.0944P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0501
_refine_ls_wR_factor_ref         0.0524
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7020
_reflns_number_total             8893
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cg500304d_si_002.cif
_cod_data_source_block           Compound3
_cod_depositor_comments
'Adding full bibliography for 4510579--4510582.cif.'
_cod_original_cell_volume        1489.0(3)
_cod_database_code               4510581
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelxl_version_number           2013-4
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
C1 C 0.1087(2) 0.0633(2) 0.34218(16) 0.0133(5) Uani 1 1 d
C2 C 0.1120(2) -0.0761(2) 0.31551(16) 0.0116(5) Uani 1 1 d
C3 C 0.0727(2) -0.1577(2) 0.37328(16) 0.0114(5) Uani 1 1 d
C4 C 0.0836(2) -0.2835(2) 0.35063(15) 0.0109(5) Uani 1 1 d
C5 C 0.1269(2) -0.3319(2) 0.26692(16) 0.0133(5) Uani 1 1 d
C6 C 0.1611(2) -0.2503(2) 0.20938(16) 0.0128(5) Uani 1 1 d
C7 C 0.1573(2) -0.1222(2) 0.23258(16) 0.0130(5) Uani 1 1 d
C8 C 0.0507(2) -0.3683(2) 0.41542(16) 0.0131(5) Uani 1 1 d
C9 C 0.6938(2) 0.7779(2) 0.14905(17) 0.0139(5) Uani 1 1 d
C10 C 0.6086(2) 0.7386(2) 0.22020(16) 0.0130(5) Uani 1 1 d
C11 C 0.4926(2) 0.6078(2) 0.18762(16) 0.0127(5) Uani 1 1 d
C12 C 0.4101(2) 0.5681(2) 0.25071(16) 0.0131(5) Uani 1 1 d
C13 C 0.4411(2) 0.6604(2) 0.34624(16) 0.0147(5) Uani 1 1 d
C14 C 0.5553(2) 0.7901(2) 0.37585(16) 0.0157(6) Uani 1 1 d
C15 C 0.6419(2) 0.8322(2) 0.31549(17) 0.0155(6) Uani 1 1 d
C16 C 0.2900(2) 0.4244(2) 0.21497(16) 0.0111(5) Uani 1 1 d
C17 C 0.3299(3) 0.6659(3) 0.7004(2) 0.0252(7) Uani 1 1 d
C18 C 0.4678(3) 0.6674(3) 0.6818(2) 0.0298(7) Uani 1 1 d
C19 C 0.4406(3) 0.8849(3) 0.8513(2) 0.0264(7) Uani 1 1 d
C20 C 0.4245(3) 0.9700(3) 0.7927(3) 0.0372(9) Uani 1 1 d
C21 C 0.3648(3) 0.6555(3) 0.86944(19) 0.0239(7) Uani 1 1 d
C22 C 0.2468(3) 0.5092(3) 0.8438(2) 0.0338(8) Uani 1 1 d
N1 N 0.5854(2) 0.8910(2) 0.47593(15) 0.0205(5) Uani 1 1 d
N2 N 0.2005(2) -0.3046(2) 0.11827(14) 0.0174(5) Uani 1 1 d
N3 N 0.3381(2) 0.7321(2) 0.80681(16) 0.0202(5) Uani 1 1 d
O1 O 0.28185(18) 0.41365(17) 0.46094(12) 0.0192(4) Uani 1 1 d
O2 O -0.06711(17) 0.24770(17) 0.31898(12) 0.0182(4) Uani 1 1 d
O3 O 0.14834(16) 0.13663(15) 0.28843(11) 0.0128(4) Uani 1 1 d
O4 O 0.07225(18) 0.11076(16) 0.41791(12) 0.0185(4) Uani 1 1 d
O5 O 0.03102(19) 0.35098(16) 0.53145(12) 0.0212(4) Uani 1 1 d
O6 O 0.10471(18) 0.54886(16) 0.41382(12) 0.0193(4) Uani 1 1 d
O7 O 0.19908(16) 0.39655(15) 0.26423(11) 0.0135(4) Uani 1 1 d
O8 O 0.28776(16) 0.33805(16) 0.13684(11) 0.0137(4) Uani 1 1 d
O9 O 0.94640(16) 0.76976(16) 0.03641(12) 0.0157(4) Uani 1 1 d
O10 O 0.73333(16) 0.93100(16) -0.01766(12) 0.0170(4) Uani 1 1 d
O11 O 0.80675(17) 0.89082(16) 0.17874(12) 0.0161(4) Uani 1 1 d
O12 O 0.64835(17) 0.69821(16) 0.05988(12) 0.0167(4) Uani 1 1 d
O13 O 0.97867(16) 0.92612(15) -0.09659(11) 0.0129(4) Uani 1 1 d
O14 O 0.25026(18) -0.22334(17) 0.07559(12) 0.0201(4) Uani 1 1 d
O15 O 0.1839(2) -0.42606(18) 0.09112(13) 0.0299(5) Uani 1 1 d
O16 O 0.5430(2) 0.8443(2) 0.53819(13) 0.0330(6) Uani 1 1 d
O17 O 0.65078(19) 1.01633(18) 0.48968(13) 0.0255(5) Uani 1 1 d
OW1 O 0.10614(19) 0.73219(18) 0.87428(13) 0.0233(4) Uani 1 1 d
U1 U 0.10777(2) 0.33038(2) 0.38917(2) 0.01042(2) Uani 1 1 d
U2 U 0.84097(2) 0.85126(2) 0.00962(2) 0.00958(2) Uani 1 1 d
H1 H 0.718(3) 0.929(3) 0.344(2) 0.040(10) Uiso 1 1 d
H2 H 0.470(2) 0.541(2) 0.1252(18) 0.012(7) Uiso 1 1 d
H3 H 0.391(3) 0.647(3) 0.3923(19) 0.019(7) Uiso 1 1 d
H4 H 0.041(2) -0.130(2) 0.4222(17) 0.010(7) Uiso 1 1 d
H5 H 0.132(2) -0.413(2) 0.2470(16) 0.000(6) Uiso 1 1 d
H6 H 0.181(2) -0.081(2) 0.1937(16) 0.000(6) Uiso 1 1 d
H7 H 0.110(3) 0.739(3) 0.935(2) 0.052(11) Uiso 1 1 d
H8 H 0.069(3) 0.787(3) 0.876(3) 0.055(12) Uiso 1 1 d
H9 H 0.261(3) 0.572(3) 0.6800(19) 0.024(8) Uiso 1 1 d
H10 H 0.300(3) 0.713(3) 0.664(2) 0.028(8) Uiso 1 1 d
H11 H 0.468(3) 0.639(3) 0.622(2) 0.041(10) Uiso 1 1 d
H12 H 0.501(4) 0.608(4) 0.723(3) 0.067(13) Uiso 1 1 d
H13 H 0.546(3) 0.778(3) 0.701(2) 0.050(11) Uiso 1 1 d
H14 H 0.451(4) 0.963(4) 0.736(3) 0.069(13) Uiso 1 1 d
H15 H 0.323(3) 0.946(3) 0.776(2) 0.044(10) Uiso 1 1 d
H16 H 0.487(3) 1.069(3) 0.832(2) 0.037(9) Uiso 1 1 d
H17 H 0.528(3) 0.886(3) 0.865(2) 0.032(9) Uiso 1 1 d
H18 H 0.428(3) 0.922(3) 0.920(2) 0.029(9) Uiso 1 1 d
H19 H 0.460(3) 0.658(3) 0.870(2) 0.038(9) Uiso 1 1 d
H20 H 0.382(3) 0.719(2) 0.9395(18) 0.017(7) Uiso 1 1 d
H21 H 0.261(3) 0.465(3) 0.896(2) 0.025(8) Uiso 1 1 d
H24 H 0.264(3) 0.731(3) 0.8171(19) 0.019(8) Uiso 1 1 d
H22 H 0.244(3) 0.450(3) 0.784(2) 0.048(11) Uiso 1 1 d
H23 H 0.160(4) 0.512(4) 0.843(3) 0.058(12) Uiso 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'
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'
H H 0.0000 0.0000 '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
O4 C1 O3 119.9(2) . .
O4 C1 C2 121.0(2) . .
O3 C1 C2 119.0(2) . .
O4 C1 U1 60.62(13) . .
O3 C1 U1 59.35(12) . .
C2 C1 U1 178.32(17) . .
C7 C2 C3 120.3(2) . .
C7 C2 C1 118.9(2) . .
C3 C2 C1 120.8(2) . .
C2 C3 C4 120.2(2) . .
C3 C4 C5 120.0(2) . .
C3 C4 C8 121.1(2) . .
C5 C4 C8 119.0(2) . .
C6 C5 C4 118.4(2) . .
C7 C6 C5 122.8(2) . .
C7 C6 N2 118.8(2) . .
C5 C6 N2 118.4(2) . .
C6 C7 C2 118.3(2) . .
O6 C8 O5 124.2(2) 1_545 2_556
O6 C8 C4 119.1(2) 1_545 .
O5 C8 C4 116.7(2) 2_556 .
O12 C9 O11 121.7(2) . .
O12 C9 C10 118.60(18) . .
O11 C9 C10 119.65(19) . .
O12 C9 U2 59.73(12) . .
O11 C9 U2 62.01(12) . .
C10 C9 U2 176.94(18) . .
C11 C10 C15 120.7(2) . .
C11 C10 C9 118.31(19) . .
C15 C10 C9 120.91(19) . .
C12 C11 C10 120.13(19) . .
C11 C12 C13 120.06(19) . .
C11 C12 C16 118.90(19) . .
C13 C12 C16 121.0(2) . .
C14 C13 C12 118.4(2) . .
C13 C14 C15 123.1(2) . .
C13 C14 N1 118.7(2) . .
C15 C14 N1 118.14(19) . .
C14 C15 C10 117.49(19) . .
O8 C16 O7 124.18(18) . .
O8 C16 C12 116.6(2) . .
O7 C16 C12 119.17(19) . .
N3 C17 C18 112.9(2) . .
C20 C19 N3 113.7(2) . .
N3 C21 C22 113.3(2) . .
O16 N1 O17 124.8(2) . .
O16 N1 C14 118.0(2) . .
O17 N1 C14 117.2(2) . .
O15 N2 O14 124.3(2) . .
O15 N2 C6 118.2(2) . .
O14 N2 C6 117.51(19) . .
C21 N3 C17 114.4(2) . .
C21 N3 C19 109.7(2) . .
C17 N3 C19 113.8(2) . .
C1 O3 U1 94.00(14) . .
C1 O4 U1 93.21(15) . .
C8 O5 U1 153.99(17) 2_556 .
C8 O6 U1 156.53(14) 1_565 .
C16 O7 U1 155.07(16) . .
C16 O8 U2 149.37(15) . 2_665
C9 O11 U2 91.26(13) . .
C9 O12 U2 93.60(13) . .
U2 O13 U2 108.67(6) 2_775 .
O2 U1 O1 179.17(8) . .
O2 U1 O5 90.64(7) . .
O1 U1 O5 88.54(7) . .
O2 U1 O7 92.98(7) . .
O1 U1 O7 87.74(7) . .
O5 U1 O7 158.53(6) . .
O2 U1 O6 88.58(7) . .
O1 U1 O6 91.19(7) . .
O5 U1 O6 82.99(6) . .
O7 U1 O6 75.95(6) . .
O2 U1 O3 89.76(7) . .
O1 U1 O3 90.85(7) . .
O5 U1 O3 128.09(6) . .
O7 U1 O3 73.13(6) . .
O6 U1 O3 148.90(6) . .
O2 U1 O4 89.79(7) . .
O1 U1 O4 90.12(7) . .
O5 U1 O4 75.27(6) . .
O7 U1 O4 125.86(6) . .
O6 U1 O4 158.18(6) . .
O3 U1 O4 52.82(6) . .
O2 U1 C1 89.30(7) . .
O1 U1 C1 90.98(7) . .
O5 U1 C1 101.44(7) . .
O7 U1 C1 99.76(6) . .
O6 U1 C1 175.11(6) . .
O3 U1 C1 26.66(6) . .
O4 U1 C1 26.17(6) . .
O9 U2 O10 179.29(6) . .
O9 U2 O13 91.88(6) . 2_775
O10 U2 O13 88.80(6) . 2_775
O9 U2 O8 91.20(7) . 2_665
O10 U2 O8 88.30(7) . 2_665
O13 U2 O8 151.37(6) 2_775 2_665
O9 U2 O13 89.28(7) . .
O10 U2 O13 91.13(7) . .
O13 U2 O13 71.33(6) 2_775 .
O8 U2 O13 80.26(5) 2_665 .
O9 U2 O12 91.04(7) . .
O10 U2 O12 88.36(7) . .
O13 U2 O12 130.93(5) 2_775 .
O8 U2 O12 77.44(5) 2_665 .
O13 U2 O12 157.70(5) . .
O9 U2 O11 87.54(7) . .
O10 U2 O11 92.40(7) . .
O13 U2 O11 77.82(5) 2_775 .
O8 U2 O11 130.76(5) 2_665 .
O13 U2 O11 148.86(5) . .
O12 U2 O11 53.39(5) . .
O9 U2 C9 89.50(8) . .
O10 U2 C9 90.13(8) . .
O13 U2 C9 104.40(6) 2_775 .
O8 U2 C9 104.08(6) 2_665 .
O13 U2 C9 175.51(5) . .
O12 U2 C9 26.66(5) . .
O11 U2 C9 26.73(5) . .
O9 U2 U2 90.70(5) . 2_775
O10 U2 U2 89.97(5) . 2_775
O13 U2 U2 35.94(4) 2_775 2_775
O8 U2 U2 115.58(4) 2_665 2_775
O13 U2 U2 35.40(3) . 2_775
O12 U2 U2 166.82(3) . 2_775
O11 U2 U2 113.66(3) . 2_775
C9 U2 U2 140.32(4) . 2_775
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O4 1.256(3) .
C1 O3 1.279(3) .
C1 C2 1.497(3) .
C1 U1 2.844(2) .
C2 C7 1.392(3) .
C2 C3 1.392(3) .
C3 C4 1.393(3) .
C4 C5 1.394(3) .
C4 C8 1.498(3) .
C5 C6 1.384(3) .
C6 C7 1.380(3) .
C6 N2 1.477(3) .
C8 O6 1.257(3) 1_545
C8 O5 1.260(3) 2_556
C9 O12 1.268(3) .
C9 O11 1.268(2) .
C9 C10 1.503(3) .
C9 U2 2.819(2) .
C10 C11 1.393(3) .
C10 C15 1.394(3) .
C11 C12 1.389(3) .
C12 C13 1.395(3) .
C12 C16 1.497(3) .
C13 C14 1.380(3) .
C14 C15 1.389(3) .
C14 N1 1.483(3) .
C16 O8 1.257(3) .
C16 O7 1.264(3) .
C17 N3 1.503(3) .
C17 C18 1.518(4) .
C19 C20 1.494(5) .
C19 N3 1.505(3) .
C21 N3 1.499(4) .
C21 C22 1.521(4) .
N1 O16 1.220(3) .
N1 O17 1.229(3) .
N2 O15 1.222(3) .
N2 O14 1.228(3) .
O1 U1 1.7665(16) .
O2 U1 1.7658(16) .
O3 U1 2.4527(16) .
O4 U1 2.4821(18) .
O5 C8 1.260(3) 2_556
O5 U1 2.3069(18) .
O6 C8 1.257(3) 1_565
O6 U1 2.3577(18) .
O7 U1 2.3347(17) .
O8 U2 2.3411(14) 2_665
O9 U2 1.7744(19) .
O10 U2 1.7797(19) .
O11 U2 2.4902(17) .
O12 U2 2.4399(16) .
O13 U2 2.3246(13) 2_775
O13 U2 2.3552(17) .
U2 O13 2.3245(13) 2_775
U2 O8 2.3411(14) 2_665
U2 U2 3.8021(3) 2_775
