#------------------------------------------------------------------------------
#$Date: 2016-02-16 02:10:39 +0100 (mar 16 de feb de 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/69/7206984.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_7206984
loop_
_publ_author_name
'Thuéry, Pierre'
'Masci, Bernardo'
_publ_section_title
;
 Uranyl--organic one- and two-dimensional assemblies with
 2,2′-bipyridine-3,3′-dicarboxylic,
 biphenyl-3,3′,4,4′-tetracarboxylic and
 bicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxylic acids
;
_journal_issue                   1
_journal_name_full               CrystEngComm
_journal_page_first              131
_journal_paper_doi               10.1039/c1ce05772c
_journal_volume                  14
_journal_year                    2012
_chemical_formula_sum            'C15 H14 N3 O7.5 U'
_chemical_formula_weight         594.32
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                88.852(4)
_cell_angle_beta                 65.327(4)
_cell_angle_gamma                84.468(3)
_cell_formula_units_Z            2
_cell_length_a                   9.1796(6)
_cell_length_b                   9.9326(6)
_cell_length_c                   10.5607(6)
_cell_measurement_reflns_used    37545
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.68
_cell_measurement_theta_min      2.45
_cell_volume                     870.70(10)
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
'SHELXTL (Sheldrick, 2008); PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type
'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method
'two φ and eight ω scans with 2° steps (632 frames)'
_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  0.0583
_diffrn_reflns_av_sigmaI/netI    0.0576
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            37545
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         2.45
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    9.368
_exptl_absorpt_correction_T_max  0.755
_exptl_absorpt_correction_T_min  0.443
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_diffrn    2.267
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lath
_exptl_crystal_F_000             554
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.367
_refine_diff_density_min         -1.315
_refine_diff_density_rms         0.145
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     265
_refine_ls_number_reflns         3294
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0275
_refine_ls_R_factor_gt           0.0261
_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)+(0.0288P)²+0.8046P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0651
_refine_ls_wR_factor_ref         0.0657
_reflns_number_gt                3172
_reflns_number_total             3294
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1ce05772c.txt
_cod_data_source_block           2
_cod_original_formula_sum        'C15 H14 N3 O7.50 U'
_cod_database_code               7206984
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
U U 0.576510(18) 0.942800(16) 0.718345(13) 0.02798(8) Uani 1 1 d .
O1 O 0.7217(5) 1.0497(4) 0.7127(3) 0.0320(8) Uani 1 1 d .
O2 O 0.4311(5) 0.8385(4) 0.7226(3) 0.0321(9) Uani 1 1 d .
O3 O 0.7199(4) 0.9181(4) 0.4707(3) 0.0363(8) Uani 1 1 d .
O4 O 0.5517(4) 0.8903(4) 0.3713(3) 0.0296(8) Uani 1 1 d .
O5 O 0.6024(4) 0.9347(4) 0.0762(3) 0.0315(8) Uani 1 1 d .
O6 O 0.5720(5) 0.8142(4) -0.0855(3) 0.0372(9) Uani 1 1 d .
O7 O 0.7887(4) 0.7564(4) 0.6519(3) 0.0426(9) Uani 1 1 d D
O8 O 0.9480(17) 0.5360(13) 0.8089(10) 0.105(6) Uani 0.50 1 d P
H8A H 0.9917 0.5734 0.8677 0.126 Uiso 0.50 1 d PR
H8B H 0.8744 0.5997 0.8088 0.126 Uiso 0.50 1 d PR
N1 N 0.9421(6) 0.7168(6) 0.0190(4) 0.0447(11) Uani 1 1 d .
N2 N 0.6653(6) 0.5693(5) 0.2628(4) 0.0411(10) Uani 1 1 d .
N3A N 1.0584(5) 0.7100(13) 0.5383(9) 0.067(4) Uani 0.524(10) 1 d PD
N3B N 1.0422(5) 0.6786(7) 0.6164(11) 0.054(3) Uani 0.476(10) 1 d PD
C1 C 1.0804(7) 0.7726(8) -0.0119(5) 0.0559(18) Uani 1 1 d .
H1 H 1.1651 0.7514 -0.0983 0.067 Uiso 1 1 calc R
C2 C 1.1044(7) 0.8586(8) 0.0754(5) 0.0561(19) Uani 1 1 d .
H2 H 1.2033 0.8930 0.0494 0.067 Uiso 1 1 calc R
C3 C 0.9786(6) 0.8933(7) 0.2032(5) 0.0455(14) Uani 1 1 d .
H3 H 0.9921 0.9507 0.2652 0.055 Uiso 1 1 calc R
C4 C 0.8324(6) 0.8415(6) 0.2373(4) 0.0368(12) Uani 1 1 d .
C5 C 0.8205(6) 0.7519(6) 0.1429(4) 0.0349(11) Uani 1 1 d .
C6 C 0.6765(6) 0.6744(5) 0.1769(4) 0.0311(10) Uani 1 1 d .
C7 C 0.5744(6) 0.7008(5) 0.1119(4) 0.0283(10) Uani 1 1 d .
C8 C 0.4558(6) 0.6135(5) 0.1310(4) 0.0356(11) Uani 1 1 d .
H8 H 0.3870 0.6278 0.0867 0.043 Uiso 1 1 calc R
C9 C 0.4449(7) 0.5049(6) 0.2183(5) 0.0457(14) Uani 1 1 d .
H9 H 0.3696 0.4434 0.2325 0.055 Uiso 1 1 calc R
C10 C 0.5468(8) 0.4900(6) 0.2833(5) 0.0504(15) Uani 1 1 d .
H10 H 0.5332 0.4202 0.3460 0.060 Uiso 1 1 calc R
C11 C 0.6906(6) 0.8854(5) 0.3696(4) 0.0305(10) Uani 1 1 d .
C12 C 0.5839(6) 0.8253(5) 0.0275(4) 0.0305(10) Uani 1 1 d .
C13 C 0.9266(5) 0.7752(5) 0.6311(8) 0.081(2) Uani 1 1 d D
H13A H 0.9392 0.8431 0.6879 0.098 Uiso 0.524(10) 1 d PR
H13B H 0.9516 0.8669 0.6282 0.098 Uiso 0.476(10) 1 d PR
C14 C 1.2079(6) 0.7103(9) 0.5534(7) 0.068(2) Uani 1 1 d D
H14A H 1.1888 0.7470 0.6427 0.103 Uiso 0.524(10) 1 d PR
H14B H 1.2507 0.6175 0.5460 0.103 Uiso 0.524(10) 1 d PR
H14C H 1.2835 0.7605 0.4818 0.103 Uiso 0.524(10) 1 d PR
H14D H 1.2165 0.7922 0.5028 0.103 Uiso 0.476(10) 1 d PR
H14E H 1.2434 0.7212 0.6255 0.103 Uiso 0.476(10) 1 d PR
H14F H 1.2738 0.6378 0.4914 0.103 Uiso 0.476(10) 1 d PR
C15A C 1.0504(16) 0.6690(15) 0.4112(8) 0.065(4) Uani 0.524(10) 1 d PD
H15A H 1.1005 0.5784 0.3855 0.097 Uiso 0.524(10) 1 calc PR
H15B H 1.1056 0.7291 0.3381 0.097 Uiso 0.524(10) 1 calc PR
H15C H 0.9397 0.6724 0.4254 0.097 Uiso 0.524(10) 1 calc PR
C15B C 1.000(2) 0.5569(13) 0.6955(18) 0.069(5) Uani 0.476(10) 1 d PD
H15D H 0.9029 0.5254 0.6984 0.103 Uiso 0.476(10) 1 d PR
H15E H 0.9842 0.5812 0.7878 0.103 Uiso 0.476(10) 1 d PR
H15F H 1.0863 0.4867 0.6581 0.103 Uiso 0.476(10) 1 d PR
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
O2 U O1 179.10(14) . .
O2 U O4 86.62(16) . 2_676
O1 U O4 92.48(15) . 2_676
O2 U O5 93.42(14) . 2_676
O1 U O5 86.49(14) . 2_676
O4 U O5 78.33(12) 2_676 2_676
O2 U O3 92.52(12) . .
O1 U O3 87.16(12) . .
O4 U O3 75.15(12) 2_676 .
O5 U O3 152.40(14) 2_676 .
O2 U O6 83.98(14) . 1_556
O1 U O6 96.84(14) . 1_556
O4 U O6 148.36(12) 2_676 1_556
O5 U O6 72.18(12) 2_676 1_556
O3 U O6 135.30(13) . 1_556
O2 U O7 93.07(16) . .
O1 U O7 87.59(16) . .
O4 U O7 143.32(11) 2_676 .
O5 U O7 138.17(12) 2_676 .
O3 U O7 68.22(13) . .
O6 U O7 67.51(12) 1_556 .
C11 O3 U 137.2(3) . .
C11 O4 U 128.6(3) . 2_676
C12 O5 U 128.4(3) . 2_676
C12 O6 U 141.8(3) . 1_554
C13 O7 U 121.1(3) . .
H8A O8 H8B 103.8 . .
C5 N1 C1 116.7(4) . .
C10 N2 C6 116.3(5) . .
C13 N3A C15A 115.8(7) . .
C13 N3A C14 119.4(5) . .
C15A N3A C14 123.3(7) . .
C13 N3B C15B 118.5(9) . .
C13 N3B C14 119.0(5) . .
C15B N3B C14 120.4(8) . .
N1 C1 C2 124.2(5) . .
N1 C1 H1 117.9 . .
C2 C1 H1 117.9 . .
C1 C2 C3 118.6(5) . .
C1 C2 H2 120.7 . .
C3 C2 H2 120.7 . .
C2 C3 C4 119.0(5) . .
C2 C3 H3 120.5 . .
C4 C3 H3 120.5 . .
C3 C4 C5 118.2(4) . .
C3 C4 C11 120.4(4) . .
C5 C4 C11 121.4(4) . .
N1 C5 C4 123.2(4) . .
N1 C5 C6 113.6(4) . .
C4 C5 C6 122.8(4) . .
N2 C6 C7 123.0(4) . .
N2 C6 C5 115.3(4) . .
C7 C6 C5 121.3(4) . .
C6 C7 C8 119.4(5) . .
C6 C7 C12 120.5(4) . .
C8 C7 C12 120.0(5) . .
C9 C8 C7 117.7(5) . .
C9 C8 H8 121.2 . .
C7 C8 H8 121.2 . .
C10 C9 C8 118.9(5) . .
C10 C9 H9 120.6 . .
C8 C9 H9 120.6 . .
N2 C10 C9 124.7(5) . .
N2 C10 H10 117.7 . .
C9 C10 H10 117.7 . .
O3 C11 O4 124.9(4) . .
O3 C11 C4 116.7(4) . .
O4 C11 C4 118.3(4) . .
O6 C12 O5 124.7(5) . .
O6 C12 C7 117.8(4) . .
O5 C12 C7 117.6(4) . .
O7 C13 N3A 125.7(3) . .
O7 C13 N3B 124.9(3) . .
O7 C13 H13A 116.9 . .
N3A C13 H13A 117.4 . .
O7 C13 H13B 117.5 . .
N3B C13 H13B 117.6 . .
N3A C14 H14A 110.6 . .
N3A C14 H14B 106.0 . .
H14A C14 H14B 109.6 . .
N3A C14 H14C 111.8 . .
H14A C14 H14C 109.4 . .
H14B C14 H14C 109.4 . .
N3B C14 H14D 110.2 . .
N3B C14 H14E 108.8 . .
H14D C14 H14E 109.4 . .
N3B C14 H14F 109.6 . .
H14D C14 H14F 109.5 . .
H14E C14 H14F 109.5 . .
N3A C15A H15A 109.5 . .
N3A C15A H15B 109.5 . .
H15A C15A H15B 109.5 . .
N3A C15A H15C 109.5 . .
H15A C15A H15C 109.5 . .
H15B C15A H15C 109.5 . .
N3B C15B H8B 103.3 . .
N3B C15B H15D 113.2 . .
N3B C15B H15E 104.9 . .
H15D C15B H15E 109.5 . .
N3B C15B H15F 110.1 . .
H15D C15B H15F 109.5 . .
H15E C15B H15F 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
U O2 1.753(3) .
U O1 1.764(3) .
U O4 2.350(4) 2_676
U O5 2.373(3) 2_676
U O3 2.392(3) .
U O6 2.399(3) 1_556
U O7 2.435(4) .
O3 C11 1.261(5) .
O4 C11 1.263(6) .
O4 U 2.350(4) 2_676
O5 C12 1.266(5) .
O5 U 2.373(3) 2_676
O6 C12 1.251(5) .
O6 U 2.399(3) 1_554
O7 C13 1.224(7) .
O8 H8A 0.9646 .
O8 H8B 0.8806 .
N1 C5 1.343(6) .
N1 C1 1.345(7) .
N2 C10 1.346(7) .
N2 C6 1.353(6) .
N3A C13 1.314(2) .
N3A C15A 1.443(2) .
N3A C14 1.447(2) .
N3B C13 1.319(2) .
N3B C15B 1.445(2) .
N3B C14 1.447(2) .
C1 C2 1.365(8) .
C1 H1 0.9300 .
C2 C3 1.384(8) .
C2 H2 0.9300 .
C3 C4 1.385(6) .
C3 H3 0.9300 .
C4 C5 1.395(6) .
C4 C11 1.494(6) .
C5 C6 1.502(6) .
C6 C7 1.379(7) .
C7 C8 1.404(6) .
C7 C12 1.497(7) .
C8 C9 1.388(7) .
C8 H8 0.9300 .
C9 C10 1.368(9) .
C9 H9 0.9300 .
C10 H10 0.9300 .
C13 H13A 0.9576 .
C13 H13B 0.9575 .
C14 H14A 0.9570 .
C14 H14B 0.9573 .
C14 H14C 0.9570 .
C14 H14D 0.9565 .
C14 H14E 0.9569 .
C14 H14F 0.9578 .
C15A H15A 0.9600 .
C15A H15B 0.9600 .
C15A H15C 0.9600 .
C15B H15D 0.9579 .
C15B H15E 0.9568 .
C15B H15F 0.9578 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O8 H8A N1 0.96 2.04 2.862(10) 142.4 1_556
O8 H8B O7 0.88 2.56 3.309(16) 143.7 .
