#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:07:12 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179652 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/05/4510580.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_4510580
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            'C44 H42 N6 O32 U3'
_chemical_formula_weight         1880.93
_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_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                94.8260(10)
_cell_angle_beta                 95.4690(10)
_cell_angle_gamma                112.8780(10)
_cell_formula_units_Z            1
_cell_length_a                   9.5699(3)
_cell_length_b                   11.0566(4)
_cell_length_c                   14.7236(5)
_cell_measurement_reflns_used    21174
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      50.480
_cell_measurement_theta_min      4.598
_cell_volume                     1416.30(8)
_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 0.925
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_unetI/netI     0.0559
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.925
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_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            21163
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.925
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         30.245
_diffrn_reflns_theta_min         1.402
_diffrn_source                   'sealed X-ray tube'
_exptl_absorpt_coefficient_mu    8.656
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6314
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, G Sheldrick (1999)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.205
_exptl_crystal_description       rod
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.487
_refine_diff_density_min         -1.318
_refine_diff_density_rms         0.176
_refine_ls_extinction_coef       0.00011(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         7819
_refine_ls_number_restraints     38
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0526
_refine_ls_R_factor_gt           0.0343
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0233P)²+1.9711P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0647
_refine_ls_wR_factor_ref         0.0711
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6110
_reflns_number_total             8448
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cg500304d_si_002.cif
_cod_data_source_block           Compound2
_cod_depositor_comments
'Adding full bibliography for 4510579--4510582.cif.'
_cod_database_code               4510580
#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
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
C1 C 0.9354(4) 0.3452(3) 0.5766(2) 0.0283(9) Uani 1 1 d . . .
C2 C 0.8883(4) 0.2399(3) 0.6391(2) 0.0238(8) Uani 1 1 d . . .
C3 C 0.9019(4) 0.1200(3) 0.6183(2) 0.0241(8) Uani 1 1 d . . .
H3 H 0.9504 0.1075 0.5687 0.029 Uiso 1 1 calc R U .
C4 C 0.8430(4) 0.0198(3) 0.6718(2) 0.0222(8) Uani 1 1 d . . .
C5 C 0.8464(4) -0.1129(3) 0.6476(2) 0.0229(8) Uani 1 1 d . . .
C6 C 0.7715(4) 0.0383(3) 0.7457(2) 0.0232(8) Uani 1 1 d . . .
H6 H 0.7279 -0.0302 0.7802 0.028 Uiso 1 1 calc R U .
C7 C 0.7655(4) 0.1592(3) 0.7676(2) 0.0253(8) Uani 1 1 d . . .
C8 C 0.8234(4) 0.2622(3) 0.7160(2) 0.0243(8) Uani 1 1 d . . .
H8 H 0.8190 0.3437 0.7322 0.029 Uiso 1 1 calc R U .
C9 C 0.6244(4) -0.5054(3) 0.7757(2) 0.0263(8) Uani 1 1 d . . .
C10 C 0.5022(4) -0.6437(3) 0.7512(2) 0.0248(8) Uani 1 1 d . . .
C11 C 0.4870(4) -0.7191(3) 0.6679(3) 0.0308(9) Uani 1 1 d . . .
H11 H 0.5488 -0.6833 0.6237 0.037 Uiso 1 1 calc R U .
C12 C 0.3795(4) -0.8472(4) 0.6514(3) 0.0346(10) Uani 1 1 d . . .
C13 C 0.2810(4) -0.9033(4) 0.7135(3) 0.0330(10) Uani 1 1 d . . .
H13 H 0.2083 -0.9900 0.7002 0.040 Uiso 1 1 calc R U .
C14 C 0.2932(4) -0.8271(3) 0.7961(2) 0.0276(9) Uani 1 1 d . . .
C15 C 0.4045(4) -0.6992(3) 0.8147(2) 0.0280(9) Uani 1 1 d . . .
H15 H 0.4143 -0.6493 0.8709 0.034 Uiso 1 1 calc R U .
C16 C 0.1891(4) -0.8854(4) 0.8651(3) 0.0350(11) Uani 1 1 d . . .
C17 C 0.2253(7) -0.4543(5) 0.8228(4) 0.085(2) Uani 1 1 d D U .
H17A H 0.2845 -0.5069 0.8124 0.102 Uiso 1 1 calc R U .
H17B H 0.1427 -0.4849 0.7717 0.102 Uiso 1 1 calc R U .
C18 C 0.3956(6) -0.2868(6) 0.7306(4) 0.0746(18) Uani 1 1 d . U .
H18A H 0.3818 -0.2073 0.7175 0.089 Uiso 1 1 calc R U .
H18B H 0.5040 -0.2602 0.7509 0.089 Uiso 1 1 calc R U .
C19 C 0.3603(7) -0.3697(7) 0.6460(4) 0.105(3) Uani 1 1 d . U .
H19A H 0.4330 -0.3278 0.6059 0.158 Uiso 1 1 calc R U .
H19B H 0.2591 -0.3851 0.6179 0.158 Uiso 1 1 calc R U .
H19C H 0.3648 -0.4527 0.6567 0.158 Uiso 1 1 calc R U .
C20 C 0.4514(8) -0.2179(6) 0.9217(4) 0.130(2) Uani 1 1 d . U .
H20A H 0.4988 -0.1576 0.9773 0.195 Uiso 1 1 calc R U .
H20B H 0.5235 -0.2027 0.8784 0.195 Uiso 1 1 calc R U .
H20C H 0.4195 -0.3073 0.9354 0.195 Uiso 1 1 calc R U .
C21 C 0.1529(11) -0.5003(8) 0.8989(5) 0.191(5) Uani 1 1 d . U .
H21A H 0.1078 -0.5954 0.8899 0.287 Uiso 1 1 calc R U .
H21B H 0.0745 -0.4676 0.9054 0.287 Uiso 1 1 calc R U .
H21C H 0.2269 -0.4694 0.9535 0.287 Uiso 1 1 calc R U .
C22 C 0.3240(8) -0.1975(7) 0.8838(5) 0.134(3) Uani 1 1 d D U .
H22A H 0.3463 -0.1145 0.8591 0.161 Uiso 1 1 calc R U .
H22B H 0.2404 -0.2183 0.9203 0.161 Uiso 1 1 calc R U .
N1 N 0.6913(3) 0.1806(3) 0.8459(2) 0.0344(8) Uani 1 1 d . . .
N2 N 0.3710(4) -0.9303(4) 0.5655(2) 0.0493(11) Uani 1 1 d . . .
N3 N 0.3190(8) -0.3293(5) 0.8069(4) 0.194(3) Uani 1 1 d D . .
O1 O 0.6879(3) -0.4266(3) 0.5375(2) 0.0465(8) Uani 1 1 d . . .
O2 O 1.0348(3) -0.2975(3) 0.68806(19) 0.0401(7) Uani 1 1 d . . .
O3 O 0.8968(3) 0.4396(2) 0.5906(2) 0.0539(7) Uani 1 1 d . . .
O4 O 0.7317(3) -0.4719(2) 0.72585(18) 0.0347(7) Uani 1 1 d . . .
O5 O 0.7847(3) -0.2043(2) 0.69624(16) 0.0259(6) Uani 1 1 d . . .
O6 O 0.9107(3) -0.1342(2) 0.58051(17) 0.0340(6) Uani 1 1 d . . .
O7 O 1.0095(3) 0.3326(2) 0.51520(19) 0.0492(7) Uani 1 1 d . . .
O8 O 0.7383(3) 0.2927(3) 0.88726(19) 0.0496(8) Uani 1 1 d . . .
O9 O 0.5844(3) 0.0852(3) 0.8649(2) 0.0503(8) Uani 1 1 d . . .
O10 O 0.3050(4) -1.0499(3) 0.5625(2) 0.0702(12) Uani 1 1 d . . .
O11 O 0.4295(4) -0.8752(4) 0.5022(2) 0.0712(12) Uani 1 1 d . . .
O12 O 0.6161(3) -0.4349(2) 0.84228(19) 0.0438(8) Uani 1 1 d . . .
O13 O 0.2066(3) -0.8186(3) 0.94194(19) 0.0493(9) Uani 1 1 d . . .
O14 O -0.0869(3) -0.9992(3) 1.15391(18) 0.0435(8) Uani 1 1 d . . .
O15 O 0.1367(4) -0.7999(3) 1.11195(19) 0.0592(11) Uani 1 1 d . . .
O16 O -0.1309(3) -0.9351(3) 0.9597(2) 0.0515(9) Uani 1 1 d . . .
U1 U 0.86075(2) -0.36333(2) 0.61164(2) 0.02051(3) Uani 1 1 d . . .
U2 U 0.0000 -1.0000 1.0000 0.03013(5) Uani 1 2 d S . P
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
O7 C1 O3 124.4(3) . .
O7 C1 C2 118.1(3) . .
O3 C1 C2 117.5(3) . .
C8 C2 C3 120.6(3) . .
C8 C2 C1 118.4(3) . .
C3 C2 C1 120.9(3) . .
C4 C3 C2 119.7(3) . .
C6 C4 C3 120.3(3) . .
C6 C4 C5 118.7(3) . .
C3 C4 C5 120.9(3) . .
O6 C5 O5 120.3(3) . .
O6 C5 C4 120.8(3) . .
O5 C5 C4 118.9(3) . .
O6 C5 U1 60.95(17) . .
O5 C5 U1 59.35(17) . .
C4 C5 U1 176.8(2) . .
C7 C6 C4 119.1(3) . .
C6 C7 C8 122.4(3) . .
C6 C7 N1 119.8(3) . .
C8 C7 N1 117.8(3) . .
C7 C8 C2 117.8(3) . .
O12 C9 O4 124.9(3) . .
O12 C9 C10 118.7(3) . .
O4 C9 C10 116.3(3) . .
C11 C10 C15 118.8(3) . .
C11 C10 C9 121.7(3) . .
C15 C10 C9 119.4(3) . .
C12 C11 C10 119.3(3) . .
C11 C12 C13 122.5(4) . .
C11 C12 N2 119.1(3) . .
C13 C12 N2 118.3(3) . .
C12 C13 C14 118.4(3) . .
C15 C14 C13 119.4(3) . .
C15 C14 C16 120.8(3) . .
C13 C14 C16 119.7(3) . .
C14 C15 C10 121.5(3) . .
O14 C16 O13 120.8(3) 2_537 .
O14 C16 C14 119.8(3) 2_537 .
O13 C16 C14 119.4(3) . .
O14 C16 U2 60.41(19) 2_537 .
O13 C16 U2 60.42(19) . .
C14 C16 U2 177.6(3) . .
N3 C17 C21 131.8(6) . .
C19 C18 N3 122.0(5) . .
C20 C22 N3 78.1(6) . .
O8 N1 O9 124.4(3) . .
O8 N1 C7 118.0(3) . .
O9 N1 C7 117.7(3) . .
O11 N2 O10 124.2(4) . .
O11 N2 C12 118.1(4) . .
O10 N2 C12 117.7(4) . .
C17 N3 C18 130.5(5) . .
C17 N3 C22 116.0(5) . .
C18 N3 C22 112.8(5) . .
C1 O3 U1 171.4(2) . 1_565
C9 O4 U1 154.5(3) . .
C5 O5 U1 94.0(2) . .
C5 O6 U1 92.57(19) . .
C1 O7 U1 163.3(3) . 2_756
C16 O13 U2 93.5(2) . .
C16 O14 U2 93.5(2) 2_537 .
O1 U1 O2 178.97(14) . .
O1 U1 O7 89.18(12) . 2_756
O2 U1 O7 91.56(11) . 2_756
O1 U1 O4 89.07(12) . .
O2 U1 O4 90.50(11) . .
O7 U1 O4 158.41(9) 2_756 .
O1 U1 O3 93.50(12) . 1_545
O2 U1 O3 87.34(12) . 1_545
O7 U1 O3 78.93(9) 2_756 1_545
O4 U1 O3 79.70(9) . 1_545
O1 U1 O5 91.30(11) . .
O2 U1 O5 87.69(11) . .
O7 U1 O5 127.19(8) 2_756 .
O4 U1 O5 74.36(8) . .
O3 U1 O5 153.53(9) 1_545 .
O1 U1 O6 91.59(11) . .
O2 U1 O6 87.93(11) . .
O7 U1 O6 74.10(8) 2_756 .
O4 U1 O6 127.46(8) . .
O3 U1 O6 152.47(9) 1_545 .
O5 U1 O6 53.10(8) . .
O1 U1 C5 92.18(12) . .
O2 U1 C5 86.99(11) . .
O7 U1 C5 100.58(9) 2_756 .
O4 U1 C5 100.99(9) . .
O3 U1 C5 174.29(10) 1_545 .
O5 U1 C5 26.63(8) . .
O6 U1 C5 26.48(9) . .
O16 U2 O16 180.0 2_537 .
O16 U2 O15 89.53(13) 2_537 .
O16 U2 O15 90.47(13) . .
O16 U2 O15 90.47(13) 2_537 2_537
O16 U2 O15 89.53(13) . 2_537
O15 U2 O15 180.0 . 2_537
O16 U2 O13 90.75(12) 2_537 .
O16 U2 O13 89.25(12) . .
O15 U2 O13 65.15(9) . .
O15 U2 O13 114.85(9) 2_537 .
O16 U2 O13 89.25(12) 2_537 2_537
O16 U2 O13 90.75(12) . 2_537
O15 U2 O13 114.85(9) . 2_537
O15 U2 O13 65.15(9) 2_537 2_537
O13 U2 O13 180.0 . 2_537
O16 U2 O14 89.65(12) 2_537 2_537
O16 U2 O14 90.35(12) . 2_537
O15 U2 O14 117.27(9) . 2_537
O15 U2 O14 62.73(9) 2_537 2_537
O13 U2 O14 52.15(8) . 2_537
O13 U2 O14 127.85(8) 2_537 2_537
O16 U2 O14 90.35(12) 2_537 .
O16 U2 O14 89.65(12) . .
O15 U2 O14 62.73(9) . .
O15 U2 O14 117.27(9) 2_537 .
O13 U2 O14 127.85(8) . .
O13 U2 O14 52.15(8) 2_537 .
O14 U2 O14 180.0 2_537 .
O16 U2 C16 89.80(13) 2_537 .
O16 U2 C16 90.19(13) . .
O15 U2 C16 91.20(10) . .
O15 U2 C16 88.80(10) 2_537 .
O13 U2 C16 26.08(9) . .
O13 U2 C16 153.92(9) 2_537 .
O14 U2 C16 26.08(9) 2_537 .
O14 U2 C16 153.92(9) . .
O16 U2 C16 90.20(13) 2_537 2_537
O16 U2 C16 89.81(13) . 2_537
O15 U2 C16 88.80(10) . 2_537
O15 U2 C16 91.20(10) 2_537 2_537
O13 U2 C16 153.92(9) . 2_537
O13 U2 C16 26.07(9) 2_537 2_537
O14 U2 C16 153.92(9) 2_537 2_537
O14 U2 C16 26.08(9) . 2_537
C16 U2 C16 180.00(16) . 2_537
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O7 1.231(4) .
C1 O3 1.244(4) .
C1 C2 1.503(5) .
C2 C8 1.391(5) .
C2 C3 1.393(5) .
C3 C4 1.383(4) .
C4 C6 1.381(5) .
C4 C5 1.493(4) .
C5 O6 1.265(4) .
C5 O5 1.273(4) .
C5 U1 2.834(3) .
C6 C7 1.373(5) .
C7 C8 1.384(5) .
C7 N1 1.459(5) .
C9 O12 1.228(4) .
C9 O4 1.274(4) .
C9 C10 1.507(4) .
C10 C11 1.385(5) .
C10 C15 1.394(5) .
C11 C12 1.373(5) .
C12 C13 1.384(5) .
C12 N2 1.475(5) .
C13 C14 1.388(5) .
C14 C15 1.385(4) .
C14 C16 1.497(5) .
C16 O14 1.258(4) 2_537
C16 O13 1.258(4) .
C16 U2 2.855(4) .
C17 N3 1.379(7) .
C17 C21 1.401(9) .
C18 C19 1.412(7) .
C18 N3 1.413(7) .
C20 C22 1.398(10) .
C22 N3 1.751(9) .
N1 O8 1.223(4) .
N1 O9 1.226(4) .
N2 O11 1.218(5) .
N2 O10 1.218(5) .
O1 U1 1.745(3) .
O2 U1 1.770(2) .
O3 U1 2.335(3) 1_565
O4 U1 2.319(2) .
O5 U1 2.444(2) .
O6 U1 2.480(2) .
O7 U1 2.316(3) 2_756
O13 U2 2.488(3) .
O14 C16 1.258(4) 2_537
O14 U2 2.488(3) .
O15 U2 2.460(3) .
O16 U2 1.751(3) .
U1 O7 2.316(3) 2_756
U1 O3 2.335(3) 1_545
U2 O16 1.751(3) 2_537
U2 O15 2.460(3) 2_537
U2 O13 2.488(3) 2_537
U2 O14 2.488(3) 2_537
U2 C16 2.855(4) 2_537
