#------------------------------------------------------------------------------
#$Date: 2015-09-02 11:33:03 +0300 (Wed, 02 Sep 2015) $
#$Revision: 153894 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/77/7117745.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_7117745
loop_
_publ_author_name
'Christopher L. Clark'
'Jill J. Lockhart'
'Phillip E. Fanwick'
'Suzanne C. Bart'
_publ_section_title
;
 Synthesis of low-valent uranium fluorides by C-F bond activation
;
_journal_name_full               Chem.Commun.
_journal_page_first              14084
_journal_paper_doi               10.1039/C5cc05049A
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C30 H37 B2 F1 N12 U1,C4 H8 O1'
_chemical_formula_sum            'C34 H45 B2 F N12 O U'
_chemical_formula_weight         916.47
_chemical_name_systematic        Tp*2UF
_chemical_properties_physical
'Air-sensitive, Moisture-sensitive, Oxygen-sensitive'
_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   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2015-06-15 deposited with the CCDC.
2015-07-27 downloaded from the CCDC.
;
_cell_angle_alpha                102.1530(10)
_cell_angle_beta                 98.0670(10)
_cell_angle_gamma                96.7400(10)
_cell_formula_units_Z            2
_cell_length_a                   10.4532(3)
_cell_length_b                   11.0258(3)
_cell_length_c                   18.1147(7)
_cell_measurement_reflns_used    26856
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      27.864
_cell_measurement_theta_min      1.991
_cell_volume                     1997.41(11)
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_collection       'Nonius Collect (Nonius, 1998)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_publication_material  'local programs'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SIR2004 (Burla, et. al., 2005)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'ω and φ'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.043
_diffrn_reflns_av_unetI/netI     0.0712
_diffrn_reflns_laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            26856
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.864
_diffrn_reflns_theta_min         1.991
_diffrn_source                   'fine focus tube'
_exptl_absorpt_coefficient_mu    4.110
_exptl_absorpt_correction_T_max  0.611
_exptl_absorpt_correction_T_min  0.030
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_description       plate
_exptl_crystal_F_000             904
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: THF/Pentane/Benzene'
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.120
_refine_diff_density_max         1.000
_refine_diff_density_min         -1.390
_refine_diff_density_rms         0.121
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     469
_refine_ls_number_reflns         9438
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.969
_refine_ls_R_factor_all          0.0589
_refine_ls_R_factor_gt           0.0364
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0378P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0732
_refine_ls_wR_factor_ref         0.0803
_reflns_Friedel_coverage         0.000
_reflns_friedel_fraction_full    .
_reflns_friedel_fraction_max     .
_reflns_number_gt                7259
_reflns_number_total             9438
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5cc05049a2.cif
_cod_data_source_block           CLC1
_cod_database_code               7117745
_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.
;
_shelx_estimated_absorpt_t_min   0.426
_shelx_estimated_absorpt_t_max   0.638
_shelxl_version_number           2013-4
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
_atom_site_disorder_assembly
_atom_site_disorder_group
U1 U 0.08371(2) 0.21420(2) 0.27693(2) 0.03133(6) Uani 1 1 d . . . . .
F1 F -0.1197(3) 0.2169(4) 0.2365(2) 0.0781(10) Uani 1 1 d . . . . .
O1 O 0.6328(7) 0.7105(10) 0.1735(6) 0.242(5) Uani 1 1 d G . . . .
C2 C 0.5540(13) 0.6039(8) 0.1876(5) 0.196(6) Uani 1 1 d G . . . .
H1A H 0.5616 0.5186 0.1443 0.235 Uiso 1 1 d G U . . .
H1B H 0.5937 0.5912 0.2448 0.235 Uiso 1 1 d G U . . .
C3 C 0.4132(10) 0.6328(11) 0.1807(7) 0.298(14) Uani 1 1 d G . . . .
H2A H 0.3964 0.6887 0.2358 0.358 Uiso 1 1 d G U . . .
H2B H 0.3396 0.5472 0.1636 0.358 Uiso 1 1 d G U . . .
C4 C 0.4112(11) 0.7125(13) 0.1204(6) 0.282(12) Uani 1 1 d G . . . .
H3A H 0.3334 0.7720 0.1217 0.339 Uiso 1 1 d G U . . .
H3B H 0.3981 0.6514 0.0622 0.339 Uiso 1 1 d G U . . .
C5 C 0.5489(15) 0.7891(6) 0.1425(5) 0.211(9) Uani 1 1 d G . . . .
H4A H 0.5513 0.8762 0.1869 0.253 Uiso 1 1 d G U . . .
H4B H 0.5879 0.8153 0.0934 0.253 Uiso 1 1 d G U . . .
N11 N 0.1636(3) 0.4021(3) 0.3900(2) 0.0338(8) Uani 1 1 d . . . . .
N12 N 0.1550(3) 0.3887(3) 0.4632(2) 0.0319(8) Uani 1 1 d . . . . .
N21 N -0.0461(3) 0.1506(3) 0.3814(2) 0.0349(8) Uani 1 1 d . . . . .
N22 N 0.0115(3) 0.1815(3) 0.4575(2) 0.0329(8) Uani 1 1 d . . . . .
N31 N 0.2337(3) 0.1217(3) 0.3747(2) 0.0335(8) Uani 1 1 d . . . . .
N32 N 0.2521(3) 0.1858(3) 0.4507(2) 0.0312(8) Uani 1 1 d . . . . .
N61 N 0.1110(4) 0.0406(3) 0.1659(2) 0.0402(9) Uani 1 1 d . . . . .
N62 N 0.1631(4) 0.0643(3) 0.1035(2) 0.0414(9) Uani 1 1 d . . . . .
N71 N 0.3308(3) 0.2786(3) 0.2495(2) 0.0347(8) Uani 1 1 d . . . . .
N72 N 0.3535(4) 0.2291(3) 0.1767(2) 0.0402(9) Uani 1 1 d . . . . .
N81 N 0.0742(4) 0.3175(3) 0.1599(2) 0.0387(8) Uani 1 1 d . . . . .
N82 N 0.1580(4) 0.2975(3) 0.1084(2) 0.0381(8) Uani 1 1 d . . . . .
C13 C 0.1769(4) 0.5031(4) 0.5120(3) 0.0378(10) Uani 1 1 d . . . . .
C14 C 0.2017(4) 0.5915(4) 0.4706(3) 0.0418(11) Uani 1 1 d . . . . .
H14 H 0.2207 0.6799 0.4896 0.050 Uiso 1 1 calc R U . . .
C15 C 0.1935(4) 0.5259(4) 0.3951(3) 0.0376(10) Uani 1 1 d . . . . .
C16 C 0.1674(5) 0.5232(4) 0.5946(3) 0.0483(12) Uani 1 1 d . . . . .
H16A H 0.0839 0.4787 0.6004 0.072 Uiso 1 1 calc R U . . .
H16B H 0.1727 0.6131 0.6167 0.072 Uiso 1 1 calc R U . . .
H16C H 0.2395 0.4909 0.6213 0.072 Uiso 1 1 calc R U . . .
C17 C 0.2181(5) 0.5746(4) 0.3267(3) 0.0538(13) Uani 1 1 d . . . . .
H17A H 0.2284 0.5049 0.2855 0.081 Uiso 1 1 calc R U . . .
H17B H 0.2981 0.6363 0.3404 0.081 Uiso 1 1 calc R U . . .
H17C H 0.1441 0.6145 0.3094 0.081 Uiso 1 1 calc R U . . .
C23 C -0.0698(4) 0.1358(4) 0.5005(3) 0.0365(10) Uani 1 1 d . . . . .
C24 C -0.1815(4) 0.0745(4) 0.4518(3) 0.0417(11) Uani 1 1 d . . . . .
H24 H -0.2562 0.0325 0.4654 0.050 Uiso 1 1 calc R U . . .
C25 C -0.1647(4) 0.0856(4) 0.3789(3) 0.0381(10) Uani 1 1 d . . . . .
C26 C -0.0359(5) 0.1541(4) 0.5858(3) 0.0498(12) Uani 1 1 d . . . . .
H26A H 0.0410 0.1144 0.5982 0.075 Uiso 1 1 calc R U . . .
H26B H -0.1098 0.1157 0.6051 0.075 Uiso 1 1 calc R U . . .
H26C H -0.0166 0.2440 0.6098 0.075 Uiso 1 1 calc R U . . .
C27 C -0.2588(5) 0.0323(5) 0.3063(3) 0.0585(14) Uani 1 1 d . . . . .
H27A H -0.2235 0.0582 0.2637 0.088 Uiso 1 1 calc R U . . .
H27B H -0.3423 0.0630 0.3107 0.088 Uiso 1 1 calc R U . . .
H27C H -0.2726 -0.0596 0.2966 0.088 Uiso 1 1 calc R U . . .
C33 C 0.3672(4) 0.1680(4) 0.4878(3) 0.0366(10) Uani 1 1 d . . . . .
C34 C 0.4253(4) 0.0902(4) 0.4368(3) 0.0386(10) Uani 1 1 d . . . . .
C35 C 0.3389(4) 0.0636(4) 0.3669(3) 0.0360(10) Uani 1 1 d . . . . .
C36 C 0.4182(5) 0.2281(4) 0.5717(3) 0.0526(13) Uani 1 1 d . . . . .
C37 C 0.3547(5) -0.0180(4) 0.2913(3) 0.0490(12) Uani 1 1 d . . . . .
C63 C 0.1433(5) -0.0426(5) 0.0473(3) 0.0479(12) Uani 1 1 d . . . . .
C64 C 0.0783(5) -0.1362(4) 0.0743(3) 0.0526(13) Uani 1 1 d . . . . .
H64 H 0.0521 -0.2216 0.0480 0.063 Uiso 1 1 calc R U . . .
C65 C 0.0588(5) -0.0811(4) 0.1475(3) 0.0476(12) Uani 1 1 d . . . . .
C66 C 0.1861(5) -0.0501(5) -0.0286(3) 0.0655(16) Uani 1 1 d . . . . .
H66A H 0.1533 0.0152 -0.0519 0.098 Uiso 1 1 calc R U . . .
H66B H 0.1513 -0.1328 -0.0622 0.098 Uiso 1 1 calc R U . . .
H66C H 0.2818 -0.0377 -0.0215 0.098 Uiso 1 1 calc R U . . .
C67 C -0.0051(6) -0.1381(5) 0.2035(3) 0.0672(16) Uani 1 1 d . . . . .
H67A H -0.0061 -0.0728 0.2493 0.101 Uiso 1 1 calc R U . . .
H67B H 0.0438 -0.2026 0.2178 0.101 Uiso 1 1 calc R U . . .
H67C H -0.0950 -0.1763 0.1801 0.101 Uiso 1 1 calc R U . . .
C73 C 0.4840(5) 0.2330(5) 0.1778(3) 0.0513(13) Uani 1 1 d . . . . .
C74 C 0.5447(4) 0.2837(4) 0.2515(3) 0.0482(12) Uani 1 1 d . . . . .
H74 H 0.6361 0.2966 0.2701 0.058 Uiso 1 1 calc R U . . .
C75 C 0.4479(4) 0.3128(4) 0.2941(3) 0.0375(10) Uani 1 1 d . . . . .
C76 C 0.5418(6) 0.1845(7) 0.1092(4) 0.091(2) Uani 1 1 d . . . . .
H76A H 0.5002 0.0981 0.0854 0.136 Uiso 1 1 calc R U . . .
H76B H 0.6359 0.1862 0.1244 0.136 Uiso 1 1 calc R U . . .
H76C H 0.5276 0.2372 0.0724 0.136 Uiso 1 1 calc R U . . .
C77 C 0.4667(4) 0.3757(4) 0.3772(3) 0.0428(11) Uani 1 1 d . . . . .
H77A H 0.4666 0.4661 0.3829 0.064 Uiso 1 1 calc R U . . .
H77B H 0.5504 0.3615 0.4033 0.064 Uiso 1 1 calc R U . . .
H77C H 0.3955 0.3409 0.4001 0.064 Uiso 1 1 calc R U . . .
C83 C 0.1531(5) 0.3828(4) 0.0645(3) 0.0460(11) Uani 1 1 d . . . . .
C84 C 0.0645(5) 0.4587(4) 0.0877(3) 0.0484(12) Uani 1 1 d . . . . .
H84 H 0.0410 0.5274 0.0675 0.058 Uiso 1 1 calc R U . . .
C85 C 0.0158(5) 0.4151(4) 0.1464(3) 0.0449(11) Uani 1 1 d . . . . .
C86 C 0.2339(6) 0.3859(6) 0.0026(3) 0.0687(16) Uani 1 1 d . . . . .
H86A H 0.3269 0.4023 0.0252 0.103 Uiso 1 1 calc R U . . .
H86B H 0.2129 0.4527 -0.0231 0.103 Uiso 1 1 calc R U . . .
H86C H 0.2147 0.3050 -0.0347 0.103 Uiso 1 1 calc R U . . .
C87 C -0.0872(5) 0.4627(5) 0.1895(3) 0.0605(14) Uani 1 1 d . . . . .
H87A H -0.1677 0.4016 0.1738 0.091 Uiso 1 1 calc R U . . .
H87B H -0.1045 0.5429 0.1782 0.091 Uiso 1 1 calc R U . . .
H87C H -0.0569 0.4747 0.2446 0.091 Uiso 1 1 calc R U . . .
B1 B 0.1483(5) 0.2592(4) 0.4846(3) 0.0356(11) Uani 1 1 d . . . . .
B2 B 0.2443(5) 0.1933(5) 0.1064(3) 0.0432(12) Uani 1 1 d . . . . .
H1 H 0.176(4) 0.276(4) 0.545(3) 0.042(12) Uiso 1 1 d . . . . .
H2 H 0.294(4) 0.188(4) 0.053(3) 0.049(13) 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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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
F1 U1 N61 95.48(14) . .
F1 U1 N11 107.96(13) . .
N61 U1 N11 154.89(12) . .
F1 U1 N81 73.12(11) . .
N61 U1 N81 75.31(11) . .
N11 U1 N81 102.54(11) . .
F1 U1 N21 73.54(11) . .
N61 U1 N21 117.77(11) . .
N11 U1 N21 78.57(11) . .
N81 U1 N21 145.18(11) . .
F1 U1 N31 140.57(11) . .
N61 U1 N31 91.02(11) . .
N11 U1 N31 76.72(10) . .
N81 U1 N31 145.57(11) . .
N21 U1 N31 69.08(10) . .
F1 U1 N71 142.89(11) . .
N61 U1 N71 75.16(11) . .
N11 U1 N71 80.62(11) . .
N81 U1 N71 69.77(11) . .
N21 U1 N71 142.73(11) . .
N31 U1 N71 76.25(10) . .
C2 O1 C5 109.5 . .
O1 C2 C3 106.4 . .
O1 C2 H1A 109.0 . .
C3 C2 H1A 111.2 . .
O1 C2 H1B 108.2 . .
C3 C2 H1B 113.5 . .
H1A C2 H1B 108.3 . .
C2 C3 C4 101.5 . .
C2 C3 H2A 110.5 . .
C4 C3 H2A 110.3 . .
C2 C3 H2B 112.8 . .
C4 C3 H2B 113.5 . .
H2A C3 H2B 108.1 . .
C5 C4 C3 101.5 . .
C5 C4 H3A 112.8 . .
C3 C4 H3A 113.5 . .
C5 C4 H3B 110.5 . .
C3 C4 H3B 110.3 . .
H3A C4 H3B 108.1 . .
O1 C5 C4 106.4 . .
O1 C5 H4A 109.0 . .
C4 C5 H4A 111.2 . .
O1 C5 H4B 108.3 . .
C4 C5 H4B 113.5 . .
H4A C5 H4B 108.3 . .
C15 N11 N12 106.4(3) . .
C15 N11 U1 133.0(3) . .
N12 N11 U1 119.4(2) . .
C13 N12 N11 109.6(3) . .
C13 N12 B1 127.0(4) . .
N11 N12 B1 122.3(3) . .
C25 N21 N22 105.6(4) . .
C25 N21 U1 134.3(3) . .
N22 N21 U1 120.1(2) . .
C23 N22 N21 110.4(3) . .
C23 N22 B1 128.0(4) . .
N21 N22 B1 121.7(3) . .
C35 N31 N32 106.1(3) . .
C35 N31 U1 131.2(3) . .
N32 N31 U1 115.7(2) . .
C33 N32 N31 109.7(3) . .
C33 N32 B1 127.8(4) . .
N31 N32 B1 122.5(3) . .
C65 N61 N62 106.7(4) . .
C65 N61 U1 129.4(3) . .
N62 N61 U1 122.7(2) . .
C63 N62 N61 109.7(4) . .
C63 N62 B2 128.4(4) . .
N61 N62 B2 121.6(3) . .
C75 N71 N72 106.2(3) . .
C75 N71 U1 133.7(3) . .
N72 N71 U1 116.0(2) . .
C73 N72 N71 109.5(4) . .
C73 N72 B2 127.6(4) . .
N71 N72 B2 122.4(3) . .
C85 N81 N82 106.3(4) . .
C85 N81 U1 130.0(3) . .
N82 N81 U1 122.1(2) . .
C83 N82 N81 109.9(4) . .
C83 N82 B2 128.2(4) . .
N81 N82 B2 121.9(4) . .
N12 C13 C14 107.9(4) . .
N12 C13 C16 123.7(4) . .
C14 C13 C16 128.4(4) . .
C13 C14 C15 106.3(4) . .
C13 C14 H14 126.8 . .
C15 C14 H14 126.8 . .
N11 C15 C14 109.8(4) . .
N11 C15 C17 121.0(4) . .
C14 C15 C17 129.1(4) . .
C13 C16 H16A 109.5 . .
C13 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C13 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C15 C17 H17A 109.5 . .
C15 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C15 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
N22 C23 C24 107.2(4) . .
N22 C23 C26 123.4(4) . .
C24 C23 C26 129.4(4) . .
C23 C24 C25 106.8(4) . .
C23 C24 H24 126.6 . .
C25 C24 H24 126.6 . .
N21 C25 C24 110.1(4) . .
N21 C25 C27 123.0(4) . .
C24 C25 C27 126.9(4) . .
C23 C26 H26A 109.5 . .
C23 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C23 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C25 C27 H27A 109.5 . .
C25 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C25 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
N32 C33 C34 108.6(4) . .
N32 C33 C36 123.0(4) . .
C34 C33 C36 128.4(4) . .
C33 C34 C35 105.2(4) . .
N31 C35 C34 110.4(4) . .
N31 C35 C37 122.1(4) . .
C34 C35 C37 127.5(4) . .
N62 C63 C64 107.3(4) . .
N62 C63 C66 123.8(5) . .
C64 C63 C66 128.9(4) . .
C63 C64 C65 106.6(4) . .
C63 C64 H64 126.7 . .
C65 C64 H64 126.7 . .
N61 C65 C64 109.7(5) . .
N61 C65 C67 120.4(4) . .
C64 C65 C67 129.9(4) . .
C63 C66 H66A 109.5 . .
C63 C66 H66B 109.5 . .
H66A C66 H66B 109.5 . .
C63 C66 H66C 109.5 . .
H66A C66 H66C 109.5 . .
H66B C66 H66C 109.5 . .
C65 C67 H67A 109.5 . .
C65 C67 H67B 109.5 . .
H67A C67 H67B 109.5 . .
C65 C67 H67C 109.5 . .
H67A C67 H67C 109.5 . .
H67B C67 H67C 109.5 . .
N72 C73 C74 107.3(4) . .
N72 C73 C76 123.4(5) . .
C74 C73 C76 129.2(5) . .
C73 C74 C75 106.9(4) . .
C73 C74 H74 126.5 . .
C75 C74 H74 126.5 . .
N71 C75 C74 110.0(4) . .
N71 C75 C77 123.1(4) . .
C74 C75 C77 126.8(4) . .
C73 C76 H76A 109.5 . .
C73 C76 H76B 109.5 . .
H76A C76 H76B 109.5 . .
C73 C76 H76C 109.5 . .
H76A C76 H76C 109.5 . .
H76B C76 H76C 109.5 . .
C75 C77 H77A 109.5 . .
C75 C77 H77B 109.5 . .
H77A C77 H77B 109.5 . .
C75 C77 H77C 109.5 . .
H77A C77 H77C 109.5 . .
H77B C77 H77C 109.5 . .
N82 C83 C84 107.7(4) . .
N82 C83 C86 122.9(5) . .
C84 C83 C86 129.4(5) . .
C83 C84 C85 106.3(4) . .
C83 C84 H84 126.8 . .
C85 C84 H84 126.8 . .
N81 C85 C84 109.7(4) . .
N81 C85 C87 122.5(4) . .
C84 C85 C87 127.8(4) . .
C83 C86 H86A 109.5 . .
C83 C86 H86B 109.5 . .
H86A C86 H86B 109.5 . .
C83 C86 H86C 109.5 . .
H86A C86 H86C 109.5 . .
H86B C86 H86C 109.5 . .
C85 C87 H87A 109.5 . .
C85 C87 H87B 109.5 . .
H87A C87 H87B 109.5 . .
C85 C87 H87C 109.5 . .
H87A C87 H87C 109.5 . .
H87B C87 H87C 109.5 . .
N22 B1 N32 110.3(3) . .
N22 B1 N12 111.7(4) . .
N32 B1 N12 110.2(4) . .
N22 B1 H1 111(2) . .
N32 B1 H1 105(2) . .
N12 B1 H1 108(2) . .
N72 B2 N82 109.7(4) . .
N72 B2 N62 110.1(4) . .
N82 B2 N62 111.6(4) . .
N72 B2 H2 107(2) . .
N82 B2 H2 107(2) . .
N62 B2 H2 110(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
U1 F1 2.156(3) .
U1 N61 2.542(4) .
U1 N11 2.552(3) .
U1 N81 2.604(4) .
U1 N21 2.640(4) .
U1 N31 2.644(3) .
U1 N71 2.739(3) .
O1 C2 1.4432 .
O1 C5 1.4432 .
C2 C3 1.5349 .
C2 H1A 1.1101 .
C2 H1B 1.1047 .
C3 C4 1.5387 .
C3 H2A 1.1054 .
C3 H2B 1.1031 .
C4 C5 1.5350 .
C4 H3A 1.1031 .
C4 H3B 1.1054 .
C5 H4A 1.1101 .
C5 H4B 1.1047 .
N11 C15 1.344(5) .
N11 N12 1.379(5) .
N12 C13 1.354(5) .
N12 B1 1.552(6) .
N21 C25 1.347(5) .
N21 N22 1.378(5) .
N22 C23 1.355(5) .
N22 B1 1.536(6) .
N31 C35 1.345(5) .
N31 N32 1.384(5) .
N32 C33 1.350(5) .
N32 B1 1.548(6) .
N61 C65 1.341(5) .
N61 N62 1.380(5) .
N62 C63 1.359(5) .
N62 B2 1.556(7) .
N71 C75 1.334(5) .
N71 N72 1.383(5) .
N72 C73 1.357(6) .
N72 B2 1.534(7) .
N81 C85 1.347(5) .
N81 N82 1.369(5) .
N82 C83 1.354(6) .
N82 B2 1.540(6) .
C13 C14 1.373(7) .
C13 C16 1.485(6) .
C14 C15 1.391(6) .
C14 H14 0.9500 .
C15 C17 1.493(7) .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C23 C24 1.368(6) .
C23 C26 1.501(7) .
C24 C25 1.384(7) .
C24 H24 0.9500 .
C25 C27 1.491(7) .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C33 C34 1.380(6) .
C33 C36 1.515(7) .
C34 C35 1.403(6) .
C35 C37 1.514(7) .
C63 C64 1.381(7) .
C63 C66 1.494(7) .
C64 C65 1.391(7) .
C64 H64 0.9500 .
C65 C67 1.493(8) .
C66 H66A 0.9800 .
C66 H66B 0.9800 .
C66 H66C 0.9800 .
C67 H67A 0.9800 .
C67 H67B 0.9800 .
C67 H67C 0.9800 .
C73 C74 1.366(7) .
C73 C76 1.484(7) .
C74 C75 1.382(6) .
C74 H74 0.9500 .
C75 C77 1.495(6) .
C76 H76A 0.9800 .
C76 H76B 0.9800 .
C76 H76C 0.9800 .
C77 H77A 0.9800 .
C77 H77B 0.9800 .
C77 H77C 0.9800 .
C83 C84 1.370(7) .
C83 C86 1.499(7) .
C84 C85 1.389(7) .
C84 H84 0.9500 .
C85 C87 1.498(7) .
C86 H86A 0.9800 .
C86 H86B 0.9800 .
C86 H86C 0.9800 .
C87 H87A 0.9800 .
C87 H87B 0.9800 .
C87 H87C 0.9800 .
B1 H1 1.05(5) .
B2 H2 1.16(5) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C5 O1 C2 C3 -12.4 . . . .
O1 C2 C3 C4 31.5 . . . .
C2 C3 C4 C5 -37.4 . . . .
C2 O1 C5 C4 -12.3 . . . .
C3 C4 C5 O1 31.5 . . . .
C15 N11 N12 C13 1.2(4) . . . .
U1 N11 N12 C13 -167.6(2) . . . .
C15 N11 N12 B1 -168.1(4) . . . .
U1 N11 N12 B1 23.1(5) . . . .
C25 N21 N22 C23 0.3(4) . . . .
U1 N21 N22 C23 -177.5(2) . . . .
C25 N21 N22 B1 -178.7(4) . . . .
U1 N21 N22 B1 3.4(4) . . . .
C35 N31 N32 C33 0.7(4) . . . .
U1 N31 N32 C33 -153.4(2) . . . .
C35 N31 N32 B1 -176.4(4) . . . .
U1 N31 N32 B1 29.5(4) . . . .
C65 N61 N62 C63 -0.3(5) . . . .
U1 N61 N62 C63 -168.5(3) . . . .
C65 N61 N62 B2 -174.0(4) . . . .
U1 N61 N62 B2 17.8(5) . . . .
C75 N71 N72 C73 0.3(5) . . . .
U1 N71 N72 C73 -160.2(3) . . . .
C75 N71 N72 B2 -172.4(4) . . . .
U1 N71 N72 B2 27.0(5) . . . .
C85 N81 N82 C83 1.0(5) . . . .
U1 N81 N82 C83 -165.9(3) . . . .
C85 N81 N82 B2 179.4(4) . . . .
U1 N81 N82 B2 12.5(5) . . . .
N11 N12 C13 C14 -0.9(5) . . . .
B1 N12 C13 C14 167.8(4) . . . .
N11 N12 C13 C16 176.4(4) . . . .
B1 N12 C13 C16 -15.0(6) . . . .
N12 C13 C14 C15 0.2(5) . . . .
C16 C13 C14 C15 -176.9(4) . . . .
N12 N11 C15 C14 -1.1(5) . . . .
U1 N11 C15 C14 165.6(3) . . . .
N12 N11 C15 C17 176.4(4) . . . .
U1 N11 C15 C17 -16.9(6) . . . .
C13 C14 C15 N11 0.6(5) . . . .
C13 C14 C15 C17 -176.7(5) . . . .
N21 N22 C23 C24 0.0(4) . . . .
B1 N22 C23 C24 179.0(4) . . . .
N21 N22 C23 C26 -179.7(3) . . . .
B1 N22 C23 C26 -0.7(6) . . . .
N22 C23 C24 C25 -0.3(5) . . . .
C26 C23 C24 C25 179.4(4) . . . .
N22 N21 C25 C24 -0.5(4) . . . .
U1 N21 C25 C24 176.9(3) . . . .
N22 N21 C25 C27 -178.9(4) . . . .
U1 N21 C25 C27 -1.5(6) . . . .
C23 C24 C25 N21 0.5(5) . . . .
C23 C24 C25 C27 178.8(4) . . . .
N31 N32 C33 C34 -0.8(5) . . . .
B1 N32 C33 C34 176.1(4) . . . .
N31 N32 C33 C36 178.5(4) . . . .
B1 N32 C33 C36 -4.6(6) . . . .
N32 C33 C34 C35 0.6(5) . . . .
C36 C33 C34 C35 -178.7(4) . . . .
N32 N31 C35 C34 -0.4(5) . . . .
U1 N31 C35 C34 148.2(3) . . . .
N32 N31 C35 C37 179.5(4) . . . .
U1 N31 C35 C37 -32.0(6) . . . .
C33 C34 C35 N31 -0.1(5) . . . .
C33 C34 C35 C37 -179.9(4) . . . .
N61 N62 C63 C64 -0.3(5) . . . .
B2 N62 C63 C64 172.8(4) . . . .
N61 N62 C63 C66 179.4(4) . . . .
B2 N62 C63 C66 -7.5(7) . . . .
N62 C63 C64 C65 0.8(5) . . . .
C66 C63 C64 C65 -178.8(5) . . . .
N62 N61 C65 C64 0.8(5) . . . .
U1 N61 C65 C64 168.0(3) . . . .
N62 N61 C65 C67 179.4(4) . . . .
U1 N61 C65 C67 -13.4(7) . . . .
C63 C64 C65 N61 -1.0(6) . . . .
C63 C64 C65 C67 -179.4(5) . . . .
N71 N72 C73 C74 0.7(5) . . . .
B2 N72 C73 C74 173.0(4) . . . .
N71 N72 C73 C76 178.6(5) . . . .
B2 N72 C73 C76 -9.1(8) . . . .
N72 C73 C74 C75 -1.4(6) . . . .
C76 C73 C74 C75 -179.2(6) . . . .
N72 N71 C75 C74 -1.2(5) . . . .
U1 N71 C75 C74 154.3(3) . . . .
N72 N71 C75 C77 177.5(4) . . . .
U1 N71 C75 C77 -27.0(6) . . . .
C73 C74 C75 N71 1.7(5) . . . .
C73 C74 C75 C77 -177.0(4) . . . .
N81 N82 C83 C84 -0.3(5) . . . .
B2 N82 C83 C84 -178.6(4) . . . .
N81 N82 C83 C86 179.9(4) . . . .
B2 N82 C83 C86 1.6(7) . . . .
N82 C83 C84 C85 -0.5(5) . . . .
C86 C83 C84 C85 179.3(5) . . . .
N82 N81 C85 C84 -1.3(5) . . . .
U1 N81 C85 C84 164.2(3) . . . .
N82 N81 C85 C87 177.6(4) . . . .
U1 N81 C85 C87 -16.9(7) . . . .
C83 C84 C85 N81 1.2(6) . . . .
C83 C84 C85 C87 -177.7(5) . . . .
C23 N22 B1 N32 116.3(4) . . . .
N21 N22 B1 N32 -64.8(5) . . . .
C23 N22 B1 N12 -120.7(4) . . . .
N21 N22 B1 N12 58.2(5) . . . .
C33 N32 B1 N22 -132.3(4) . . . .
N31 N32 B1 N22 44.2(5) . . . .
C33 N32 B1 N12 103.9(5) . . . .
N31 N32 B1 N12 -79.6(5) . . . .
C13 N12 B1 N22 115.4(4) . . . .
N11 N12 B1 N22 -77.3(5) . . . .
C13 N12 B1 N32 -121.6(4) . . . .
N11 N12 B1 N32 45.7(5) . . . .
C73 N72 B2 N82 -127.1(5) . . . .
N71 N72 B2 N82 44.3(5) . . . .
C73 N72 B2 N62 109.6(5) . . . .
N71 N72 B2 N62 -79.0(5) . . . .
C83 N82 B2 N72 106.6(5) . . . .
N81 N82 B2 N72 -71.5(5) . . . .
C83 N82 B2 N62 -131.0(5) . . . .
N81 N82 B2 N62 50.9(5) . . . .
C63 N62 B2 N72 -120.7(5) . . . .
N61 N62 B2 N72 51.7(5) . . . .
C63 N62 B2 N82 117.1(5) . . . .
N61 N62 B2 N82 -70.5(5) . . . .
