#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:38:02 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179539 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/08/4500830.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_4500830
loop_
_publ_author_name
'Thuéry, Pierre'
_publ_section_title
;
 Uranyl Ion Complexation by Aliphatic Dicarboxylic Acids in the Presence
 of Cucurbiturils as Additional Ligands or Structure-Directing Agents
;
_journal_issue                   6
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2606
_journal_paper_doi               10.1021/cg200349p
_journal_volume                  11
_journal_year                    2011
_chemical_formula_sum            'C56 H94 N26 O40 U4'
_chemical_formula_weight         2723.69
_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                110.812(3)
_cell_angle_beta                 98.887(5)
_cell_angle_gamma                90.371(4)
_cell_formula_units_Z            1
_cell_length_a                   10.9737(6)
_cell_length_b                   13.7663(11)
_cell_length_c                   14.7029(11)
_cell_measurement_reflns_used    110462
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.68
_cell_measurement_theta_min      2.20
_cell_volume                     2046.7(3)
_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 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type
'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method
'two φ and eleven ω scans with 2° steps (714 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  0.0188
_diffrn_reflns_av_sigmaI/netI    0.0235
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            110462
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         2.20
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    7.999
_exptl_absorpt_correction_T_max  0.449
_exptl_absorpt_correction_T_min  0.229
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            'translucent light yellow'
_exptl_crystal_density_diffrn    2.210
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             1300
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.592
_refine_diff_density_min         -1.433
_refine_diff_density_rms         0.125
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     580
_refine_ls_number_reflns         7769
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0321
_refine_ls_R_factor_gt           0.0263
_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)+(0.0445P)²+3.4969P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0691
_refine_ls_wR_factor_ref         0.0716
_reflns_number_gt                6788
_reflns_number_total             7769
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg200349p_si_002.cif
_cod_data_source_block
;
;
_cod_database_code               4500830
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
U1 U 0.371134(14) 0.396152(13) 0.453510(12) 0.02180(6) Uani 1 1 d .
U2 U 0.434118(15) 0.508878(13) 0.730613(12) 0.02353(6) Uani 1 1 d .
O1 O 0.2554(3) 0.4838(3) 0.4444(3) 0.0285(7) Uani 1 1 d .
O2 O 0.4740(3) 0.2979(3) 0.4560(3) 0.0290(7) Uani 1 1 d .
O3 O 0.3192(3) 0.6021(3) 0.7375(3) 0.0321(8) Uani 1 1 d .
O4 O 0.5456(3) 0.4152(3) 0.7317(3) 0.0350(8) Uani 1 1 d .
O5 O 0.4869(3) 0.5186(3) 0.5940(2) 0.0278(7) Uani 1 1 d .
O6 O 0.3031(3) 0.3903(3) 0.5991(2) 0.0273(7) Uani 1 1 d .
H6 H 0.2259 0.4012 0.5902 0.033 Uiso 1 1 d R
O7 O 0.3088(3) 0.4207(3) 0.8089(3) 0.0371(9) Uani 1 1 d .
O8 O 0.4264(3) 0.5562(3) 0.9112(3) 0.0376(9) Uani 1 1 d .
O9 O -0.3087(3) 0.6903(3) 0.7218(2) 0.0336(8) Uani 1 1 d .
O10 O -0.4115(4) 0.6426(3) 0.8181(3) 0.0470(10) Uani 1 1 d .
O11 O 0.1958(3) 0.2596(2) 0.4161(2) 0.0261(7) Uani 1 1 d .
O12 O -0.2366(3) -0.0556(3) 0.1859(3) 0.0352(8) Uani 1 1 d .
O13 O 0.0446(3) 0.3738(3) 0.5966(3) 0.0337(8) Uani 1 1 d .
O14 O -0.3958(3) 0.0490(3) 0.3670(3) 0.0351(8) Uani 1 1 d .
O15 O 0.0636(3) 0.2604(3) 0.7981(3) 0.0328(8) Uani 1 1 d .
O16 O -0.3476(3) -0.0481(3) 0.5582(2) 0.0314(8) Uani 1 1 d .
O17 O -0.5190(5) -0.0589(5) 0.1748(4) 0.0847(17) Uani 1 1 d .
H17A H -0.4475 -0.0724 0.1432 0.102 Uiso 1 1 d R
H17B H -0.4925 -0.0396 0.2299 0.102 Uiso 1 1 d R
O18 O -0.5904(8) 0.0790(7) 0.0608(6) 0.141(3) Uani 1 1 d .
H18A H -0.5631 0.0425 0.0947 0.169 Uiso 1 1 d R
H18B H -0.5349 0.1065 0.0454 0.169 Uiso 1 1 d R
O19 O -0.7994(5) -0.0569(6) -0.0064(4) 0.095(2) Uani 1 1 d U
H19A H -0.7577 -0.0026 0.0218 0.114 Uiso 1 1 d R
H19B H -0.7526 -0.1109 -0.0280 0.114 Uiso 1 1 d R
O20A O -0.4088(16) 0.2137(9) 0.0224(10) 0.103(4) Uani 0.557(14) 1 d PU
O20B O -0.3046(19) 0.2235(11) 0.0593(11) 0.090(4) Uani 0.443(14) 1 d PU
N1 N 0.2182(5) 0.2198(4) 0.6451(4) 0.0547(14) Uani 1 1 d .
H1A H 0.2386 0.2456 0.5983 0.066 Uiso 1 1 d R
H1B H 0.1914 0.2669 0.6950 0.066 Uiso 1 1 d R
N2 N 0.1332(3) 0.1272(3) 0.2667(3) 0.0252(8) Uani 1 1 d .
N3 N 0.0030(4) 0.2478(3) 0.3231(3) 0.0288(9) Uani 1 1 d .
N4 N -0.1713(4) 0.1176(3) 0.2368(3) 0.0274(9) Uani 1 1 d .
N5 N -0.0386(3) -0.0025(3) 0.1817(3) 0.0266(8) Uani 1 1 d .
N6 N -0.1096(3) 0.3192(3) 0.4583(3) 0.0262(8) Uani 1 1 d .
N7 N -0.1519(4) 0.3165(3) 0.6003(3) 0.0278(9) Uani 1 1 d .
N8 N -0.3222(4) 0.1864(3) 0.5109(3) 0.0262(8) Uani 1 1 d .
N9 N -0.2859(4) 0.1928(3) 0.3688(3) 0.0280(9) Uani 1 1 d .
N10 N -0.1444(4) 0.2487(3) 0.7332(3) 0.0281(9) Uani 1 1 d .
N11 N -0.0795(3) 0.1533(3) 0.8237(3) 0.0255(8) Uani 1 1 d .
N12 N -0.2397(4) 0.0208(3) 0.7174(3) 0.0273(9) Uani 1 1 d .
N13 N -0.3269(4) 0.1293(3) 0.6479(3) 0.0278(9) Uani 1 1 d .
C1 C 0.3429(5) 0.4861(4) 0.8957(4) 0.0346(12) Uani 1 1 d .
C2 C 0.2795(5) 0.4846(5) 0.9792(4) 0.0391(13) Uani 1 1 d .
H2A H 0.3408 0.4931 1.0371 0.047 Uiso 1 1 calc R
H2B H 0.2334 0.4181 0.9606 0.047 Uiso 1 1 calc R
C3 C 0.1909(5) 0.5734(4) 1.0036(4) 0.0363(12) Uani 1 1 d .
H3A H 0.1565 0.5755 1.0612 0.044 Uiso 1 1 calc R
H3B H 0.2375 0.6392 1.0201 0.044 Uiso 1 1 calc R
C4 C 0.0849(5) 0.5611(4) 0.9185(4) 0.0361(12) Uani 1 1 d .
H4A H 0.1193 0.5596 0.8611 0.043 Uiso 1 1 calc R
H4B H 0.0388 0.4950 0.9016 0.043 Uiso 1 1 calc R
C5 C -0.0028(4) 0.6472(4) 0.9421(4) 0.0308(11) Uani 1 1 d .
H5A H 0.0413 0.7125 0.9523 0.037 Uiso 1 1 calc R
H5B H -0.0310 0.6535 1.0032 0.037 Uiso 1 1 calc R
C6 C -0.1140(5) 0.6286(4) 0.8613(4) 0.0339(11) Uani 1 1 d .
H6A H -0.1567 0.5626 0.8507 0.041 Uiso 1 1 calc R
H6B H -0.0852 0.6228 0.8006 0.041 Uiso 1 1 calc R
C7 C -0.2067(5) 0.7138(4) 0.8829(4) 0.0307(11) Uani 1 1 d .
H7A H -0.2318 0.7243 0.9459 0.037 Uiso 1 1 calc R
H7B H -0.1678 0.7789 0.8866 0.037 Uiso 1 1 calc R
C8 C -0.3173(4) 0.6830(4) 0.8033(3) 0.0266(10) Uani 1 1 d .
C9 C 0.3274(6) 0.1863(5) 0.6849(5) 0.0528(16) Uani 1 1 d .
H9A H 0.3096 0.1559 0.7313 0.079 Uiso 1 1 calc R
H9B H 0.3865 0.2447 0.7178 0.079 Uiso 1 1 calc R
H9C H 0.3608 0.1354 0.6327 0.079 Uiso 1 1 calc R
C10 C 0.1269(6) 0.1347(5) 0.5803(5) 0.0576(17) Uani 1 1 d .
H10A H 0.1579 0.0972 0.5208 0.086 Uiso 1 1 calc R
H10B H 0.0507 0.1634 0.5643 0.086 Uiso 1 1 calc R
H10C H 0.1128 0.0882 0.6137 0.086 Uiso 1 1 calc R
C11 C 0.1181(4) 0.2151(4) 0.3419(4) 0.0255(10) Uani 1 1 d .
C12 C 0.0245(4) 0.0938(4) 0.1903(3) 0.0263(10) Uani 1 1 d .
H12 H 0.0430 0.0917 0.1265 0.032 Uiso 1 1 calc R
C13 C -0.0672(4) 0.1782(4) 0.2301(3) 0.0255(10) Uani 1 1 d .
H13 H -0.0911 0.2148 0.1845 0.031 Uiso 1 1 calc R
C14 C -0.1580(4) 0.0129(4) 0.2000(3) 0.0256(10) Uani 1 1 d .
C15 C -0.0413(4) 0.3409(4) 0.3908(4) 0.0263(10) Uani 1 1 d .
H15A H 0.0288 0.3892 0.4283 0.032 Uiso 1 1 calc R
H15B H -0.0938 0.3743 0.3529 0.032 Uiso 1 1 calc R
C16 C -0.2858(4) 0.1600(4) 0.2637(4) 0.0293(11) Uani 1 1 d .
H16A H -0.3533 0.1079 0.2288 0.035 Uiso 1 1 calc R
H16B H -0.2999 0.2192 0.2432 0.035 Uiso 1 1 calc R
C17 C -0.0615(4) 0.3405(4) 0.5560(4) 0.0269(10) Uani 1 1 d .
C18 C -0.2433(4) 0.2963(4) 0.4375(3) 0.0250(10) Uani 1 1 d .
H18 H -0.2874 0.3501 0.4192 0.030 Uiso 1 1 calc R
C19 C -0.2719(4) 0.2930(3) 0.5363(3) 0.0223(9) Uani 1 1 d .
H19 H -0.3311 0.3440 0.5633 0.027 Uiso 1 1 calc R
C20 C -0.3405(4) 0.1340(4) 0.4107(4) 0.0280(10) Uani 1 1 d .
C21 C -0.1402(5) 0.3403(4) 0.7056(3) 0.0280(10) Uani 1 1 d .
H21A H -0.2063 0.3834 0.7298 0.034 Uiso 1 1 calc R
H21B H -0.0625 0.3805 0.7379 0.034 Uiso 1 1 calc R
C22 C -0.3975(4) 0.1607(4) 0.5725(4) 0.0285(10) Uani 1 1 d .
H22A H -0.4580 0.1047 0.5312 0.034 Uiso 1 1 calc R
H22B H -0.4420 0.2208 0.6040 0.034 Uiso 1 1 calc R
C23 C -0.0423(5) 0.2233(4) 0.7850(3) 0.0277(10) Uani 1 1 d .
C24 C -0.2594(4) 0.1989(4) 0.7395(4) 0.0266(10) Uani 1 1 d .
H24 H -0.3121 0.2497 0.7772 0.032 Uiso 1 1 calc R
C25 C -0.2113(4) 0.1227(4) 0.7932(3) 0.0269(10) Uani 1 1 d .
H25 H -0.2524 0.1306 0.8498 0.032 Uiso 1 1 calc R
C26 C -0.3095(4) 0.0258(4) 0.6324(3) 0.0260(10) Uani 1 1 d .
C27 C 0.0050(4) 0.1051(4) 0.8773(4) 0.0273(10) Uani 1 1 d .
H27A H -0.0320 0.0991 0.9311 0.033 Uiso 1 1 calc R
H27B H 0.0798 0.1505 0.9062 0.033 Uiso 1 1 calc R
C28 C -0.2471(4) -0.0737(4) 0.7381(4) 0.0272(10) Uani 1 1 d .
H28A H -0.3133 -0.1203 0.6910 0.033 Uiso 1 1 calc R
H28B H -0.2680 -0.0571 0.8034 0.033 Uiso 1 1 calc R
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 U1 O1 173.86(15) . .
O2 U1 O5 91.24(14) . 2_666
O1 U1 O5 93.12(14) . 2_666
O2 U1 O5 92.35(14) . .
O1 U1 O5 93.13(14) . .
O5 U1 O5 71.45(13) 2_666 .
O2 U1 O6 89.99(14) . .
O1 U1 O6 89.33(14) . .
O5 U1 O6 141.10(12) 2_666 .
O5 U1 O6 69.65(11) . .
O2 U1 O9 90.34(14) . 2_566
O1 U1 O9 85.92(14) . 2_566
O5 U1 O9 82.89(11) 2_666 2_566
O5 U1 O9 154.24(11) . 2_566
O6 U1 O9 135.99(11) . 2_566
O2 U1 O11 87.27(13) . .
O1 U1 O11 86.85(13) . .
O5 U1 O11 152.00(11) 2_666 .
O5 U1 O11 136.54(11) . .
O6 U1 O11 66.90(11) . .
O9 U1 O11 69.17(11) 2_566 .
O4 U2 O3 175.81(15) . .
O4 U2 O5 90.51(14) . .
O3 U2 O5 93.68(14) . .
O4 U2 O6 92.66(15) . .
O3 U2 O6 88.53(15) . .
O5 U2 O6 73.08(11) . .
O4 U2 O10 89.30(17) . 1_655
O3 U2 O10 90.96(16) . 1_655
O5 U2 O10 86.71(12) . 1_655
O6 U2 O10 159.70(12) . 1_655
O4 U2 O7 87.18(15) . .
O3 U2 O7 89.22(14) . .
O5 U2 O7 148.85(13) . .
O6 U2 O7 76.01(12) . .
O10 U2 O7 124.28(13) 1_655 .
O4 U2 O8 92.51(14) . .
O3 U2 O8 83.58(14) . .
O5 U2 O8 159.20(12) . .
O6 U2 O8 127.27(11) . .
O10 U2 O8 72.76(13) 1_655 .
O7 U2 O8 51.92(12) . .
U2 O5 U1 139.94(16) . 2_666
U2 O5 U1 111.34(13) . .
U1 O5 U1 108.55(13) 2_666 .
U2 O6 U1 105.74(12) . .
U2 O6 H6 119.0 . .
U1 O6 H6 103.7 . .
C1 O7 U2 94.7(3) . .
C1 O8 U2 93.3(3) . .
C8 O9 U1 142.6(3) . 2_566
C8 O10 U2 138.8(3) . 1_455
C11 O11 U1 132.9(3) . .
H17A O17 H17B 104.1 . .
H18A O18 H18B 112.2 . .
H19A O19 H19B 111.7 . .
C9 N1 C10 114.5(5) . .
C9 N1 H1A 106.8 . .
C10 N1 H1A 99.2 . .
C9 N1 H1B 106.6 . .
C10 N1 H1B 115.8 . .
H1A N1 H1B 113.8 . .
C11 N2 C12 112.6(4) . .
C11 N2 C28 123.4(4) . 2_556
C12 N2 C28 123.9(4) . 2_556
C11 N3 C13 111.9(4) . .
C11 N3 C15 122.5(4) . .
C13 N3 C15 125.6(4) . .
C14 N4 C16 122.3(4) . .
C14 N4 C13 112.8(4) . .
C16 N4 C13 124.2(4) . .
C14 N5 C12 111.2(4) . .
C14 N5 C27 120.5(4) . 2_556
C12 N5 C27 123.6(4) . 2_556
C17 N6 C15 123.0(4) . .
C17 N6 C18 112.2(4) . .
C15 N6 C18 123.3(4) . .
C17 N7 C21 124.0(4) . .
C17 N7 C19 112.1(4) . .
C21 N7 C19 121.7(4) . .
C20 N8 C22 121.3(4) . .
C20 N8 C19 110.9(4) . .
C22 N8 C19 120.9(4) . .
C20 N9 C18 113.2(4) . .
C20 N9 C16 123.1(4) . .
C18 N9 C16 123.2(4) . .
C23 N10 C21 121.1(4) . .
C23 N10 C24 112.6(4) . .
C21 N10 C24 123.3(4) . .
C23 N11 C27 123.4(4) . .
C23 N11 C25 112.4(4) . .
C27 N11 C25 123.7(4) . .
C26 N12 C28 119.3(4) . .
C26 N12 C25 111.8(4) . .
C28 N12 C25 123.4(4) . .
C26 N13 C24 113.2(4) . .
C26 N13 C22 121.4(4) . .
C24 N13 C22 125.1(4) . .
O8 C1 O7 119.6(5) . .
O8 C1 C2 119.7(5) . .
O7 C1 C2 120.6(5) . .
C1 C2 C3 109.8(4) . .
C1 C2 H2A 109.7 . .
C3 C2 H2A 109.7 . .
C1 C2 H2B 109.7 . .
C3 C2 H2B 109.7 . .
H2A C2 H2B 108.2 . .
C4 C3 C2 113.1(5) . .
C4 C3 H3A 109.0 . .
C2 C3 H3A 109.0 . .
C4 C3 H3B 109.0 . .
C2 C3 H3B 109.0 . .
H3A C3 H3B 107.8 . .
C5 C4 C3 113.4(4) . .
C5 C4 H4A 108.9 . .
C3 C4 H4A 108.9 . .
C5 C4 H4B 108.9 . .
C3 C4 H4B 108.9 . .
H4A C4 H4B 107.7 . .
C4 C5 C6 112.8(4) . .
C4 C5 H5A 109.0 . .
C6 C5 H5A 109.0 . .
C4 C5 H5B 109.0 . .
C6 C5 H5B 109.0 . .
H5A C5 H5B 107.8 . .
C5 C6 C7 114.6(4) . .
C5 C6 H6A 108.6 . .
C7 C6 H6A 108.6 . .
C5 C6 H6B 108.6 . .
C7 C6 H6B 108.6 . .
H6A C6 H6B 107.6 . .
C8 C7 C6 110.0(4) . .
C8 C7 H7A 109.7 . .
C6 C7 H7A 109.7 . .
C8 C7 H7B 109.7 . .
C6 C7 H7B 109.7 . .
H7A C7 H7B 108.2 . .
O10 C8 O9 122.7(5) . .
O10 C8 C7 118.3(4) . .
O9 C8 C7 118.7(4) . .
N1 C9 H9A 109.5 . .
N1 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
N1 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
N1 C10 H10A 109.5 . .
N1 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
N1 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
O11 C11 N2 125.8(4) . .
O11 C11 N3 124.9(4) . .
N2 C11 N3 109.3(4) . .
N5 C12 N2 114.5(4) . .
N5 C12 C13 104.1(4) . .
N2 C12 C13 102.9(4) . .
N5 C12 H12 111.6 . .
N2 C12 H12 111.6 . .
C13 C12 H12 111.6 . .
N4 C13 N3 116.4(4) . .
N4 C13 C12 102.6(4) . .
N3 C13 C12 103.3(4) . .
N4 C13 H13 111.3 . .
N3 C13 H13 111.3 . .
C12 C13 H13 111.3 . .
O12 C14 N4 126.4(4) . .
O12 C14 N5 125.3(4) . .
N4 C14 N5 108.3(4) . .
N6 C15 N3 113.0(4) . .
N6 C15 H15A 109.0 . .
N3 C15 H15A 109.0 . .
N6 C15 H15B 109.0 . .
N3 C15 H15B 109.0 . .
H15A C15 H15B 107.8 . .
N4 C16 N9 112.4(4) . .
N4 C16 H16A 109.1 . .
N9 C16 H16A 109.1 . .
N4 C16 H16B 109.1 . .
N9 C16 H16B 109.1 . .
H16A C16 H16B 107.8 . .
O13 C17 N7 125.5(5) . .
O13 C17 N6 126.3(4) . .
N7 C17 N6 108.2(4) . .
N9 C18 N6 115.5(4) . .
N9 C18 C19 102.4(4) . .
N6 C18 C19 102.8(4) . .
N9 C18 H18 111.8 . .
N6 C18 H18 111.8 . .
C19 C18 H18 111.8 . .
N7 C19 N8 113.5(4) . .
N7 C19 C18 103.8(3) . .
N8 C19 C18 104.1(4) . .
N7 C19 H19 111.6 . .
N8 C19 H19 111.6 . .
C18 C19 H19 111.6 . .
O14 C20 N9 126.0(5) . .
O14 C20 N8 125.7(5) . .
N9 C20 N8 108.4(4) . .
N7 C21 N10 114.0(4) . .
N7 C21 H21A 108.7 . .
N10 C21 H21A 108.7 . .
N7 C21 H21B 108.7 . .
N10 C21 H21B 108.7 . .
H21A C21 H21B 107.6 . .
N8 C22 N13 113.4(4) . .
N8 C22 H22A 108.9 . .
N13 C22 H22A 108.9 . .
N8 C22 H22B 108.9 . .
N13 C22 H22B 108.9 . .
H22A C22 H22B 107.7 . .
O15 C23 N11 125.6(4) . .
O15 C23 N10 125.8(5) . .
N11 C23 N10 108.6(4) . .
N13 C24 N10 115.7(4) . .
N13 C24 C25 102.5(4) . .
N10 C24 C25 102.4(4) . .
N13 C24 H24 111.8 . .
N10 C24 H24 111.8 . .
C25 C24 H24 111.8 . .
N12 C25 N11 114.3(4) . .
N12 C25 C24 103.7(4) . .
N11 C25 C24 103.1(4) . .
N12 C25 H25 111.7 . .
N11 C25 H25 111.7 . .
C24 C25 H25 111.7 . .
O16 C26 N13 126.7(4) . .
O16 C26 N12 125.5(4) . .
N13 C26 N12 107.8(4) . .
N11 C27 N5 114.7(4) . 2_556
N11 C27 H27A 108.6 . .
N5 C27 H27A 108.6 2_556 .
N11 C27 H27B 108.6 . .
N5 C27 H27B 108.6 2_556 .
H27A C27 H27B 107.6 . .
N12 C28 N2 113.4(4) . 2_556
N12 C28 H28A 108.9 . .
N2 C28 H28A 108.9 2_556 .
N12 C28 H28B 108.9 . .
N2 C28 H28B 108.9 2_556 .
H28A C28 H28B 107.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
U1 O2 1.775(3) .
U1 O1 1.781(3) .
U1 O5 2.277(3) 2_666
U1 O5 2.326(3) .
U1 O6 2.400(3) .
U1 O9 2.406(3) 2_566
U1 O11 2.536(3) .
U2 O4 1.786(3) .
U2 O3 1.794(3) .
U2 O5 2.222(3) .
U2 O6 2.310(3) .
U2 O10 2.349(4) 1_655
U2 O7 2.480(3) .
U2 O8 2.514(3) .
O5 U1 2.278(3) 2_666
O6 H6 0.8603 .
O7 C1 1.269(7) .
O8 C1 1.261(7) .
O9 C8 1.257(6) .
O9 U1 2.407(3) 2_566
O10 C8 1.253(6) .
O10 U2 2.349(4) 1_455
O11 C11 1.235(6) .
O12 C14 1.214(6) .
O13 C17 1.228(6) .
O14 C20 1.219(6) .
O15 C23 1.226(6) .
O16 C26 1.210(6) .
O17 H17A 0.9594 .
O17 H17B 0.7641 .
O18 H18A 0.8513 .
O18 H18B 0.8168 .
O19 H19A 0.8105 .
O19 H19B 0.8980 .
N1 C9 1.404(8) .
N1 C10 1.476(8) .
N1 H1A 0.9337 .
N1 H1B 0.8808 .
N2 C11 1.350(6) .
N2 C12 1.452(6) .
N2 C28 1.454(6) 2_556
N3 C11 1.364(6) .
N3 C13 1.454(6) .
N3 C15 1.456(6) .
N4 C14 1.365(6) .
N4 C16 1.441(6) .
N4 C13 1.446(6) .
N5 C14 1.380(6) .
N5 C12 1.447(6) .
N5 C27 1.456(6) 2_556
N6 C17 1.376(6) .
N6 C15 1.439(6) .
N6 C18 1.461(6) .
N7 C17 1.366(6) .
N7 C21 1.448(6) .
N7 C19 1.456(6) .
N8 C20 1.372(6) .
N8 C22 1.443(6) .
N8 C19 1.460(6) .
N9 C20 1.363(6) .
N9 C18 1.446(6) .
N9 C16 1.448(6) .
N10 C23 1.375(6) .
N10 C21 1.457(6) .
N10 C24 1.463(6) .
N11 C23 1.370(6) .
N11 C27 1.441(6) .
N11 C25 1.458(6) .
N12 C26 1.385(6) .
N12 C28 1.442(6) .
N12 C25 1.443(6) .
N13 C26 1.381(6) .
N13 C24 1.430(6) .
N13 C22 1.447(6) .
C1 C2 1.509(7) .
C2 C3 1.542(7) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 C4 1.532(7) .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C4 C5 1.508(7) .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C5 C6 1.516(7) .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C6 C7 1.537(7) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C7 C8 1.491(7) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
C12 C13 1.555(6) .
C12 H12 0.9800 .
C13 H13 0.9800 .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
C16 H16A 0.9700 .
C16 H16B 0.9700 .
C18 C19 1.549(6) .
C18 H18 0.9800 .
C19 H19 0.9800 .
C21 H21A 0.9700 .
C21 H21B 0.9700 .
C22 H22A 0.9700 .
C22 H22B 0.9700 .
C24 C25 1.571(7) .
C24 H24 0.9800 .
C25 H25 0.9800 .
C27 N5 1.456(6) 2_556
C27 H27A 0.9700 .
C27 H27B 0.9700 .
C28 N2 1.454(6) 2_556
C28 H28A 0.9700 .
C28 H28B 0.9700 .
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
N1 H1A O6 0.93 2.10 2.852(6) 136.0 .
N1 H1B O15 0.88 2.24 2.924(6) 134.1 .
O6 H6 O13 0.86 2.04 2.838(5) 153.0 .
O17 H17A O12 0.96 2.29 3.077(7) 138.8 .
O17 H17B O14 0.76 2.06 2.798(6) 161.7 .
O18 H18A O17 0.85 2.14 2.984(10) 172.3 .
O18 H18B O20A 0.82 2.16 2.962(15) 166.0 .
O19 H19A O18 0.81 2.04 2.768(10) 150.0 .
O19 H19B O20A 0.90 2.28 3.132(18) 157.4 2_455
