#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/54/4105430.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_4105430
loop_
_publ_author_name
'David D. Schnaars'
'Guang Wu'
'Trevor W. Hayton'
_publ_contact_author_email       hayton@chem.ucsb.edu
_publ_contact_author_name        'Trevor W Hayton'
_publ_section_title
;
 Reduction of Pentavalent Uranyl to U(IV) Facilitated by Oxo
 Functionalization
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              17532
_journal_page_last               17533
_journal_paper_doi               10.1021/ja906880d
_journal_volume                  131
_journal_year                    2009
_chemical_formula_sum            'C56 H54 B F15 N2 O2.5'
_chemical_formula_weight         1090.82
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 104.552(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   23.4675(19)
_cell_length_b                   21.2867(16)
_cell_length_c                   21.1016(18)
_cell_measurement_temperature    150(2)
_cell_volume                     10203.1(14)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_method       'Omega Scan'
_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  0.0948
_diffrn_reflns_av_sigmaI/netI    0.0884
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            40694
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.31
_exptl_absorpt_coefficient_mu    0.124
_exptl_absorpt_correction_T_max  0.38812
_exptl_absorpt_correction_T_min  0.23722
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Psi Scan'
_exptl_crystal_colour            Pale_Green
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_description       Block
_exptl_crystal_F_000             4512
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.438
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.923
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     690
_refine_ls_number_reflns         10163
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      0.925
_refine_ls_R_factor_all          0.1347
_refine_ls_R_factor_gt           0.0664
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1017P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1547
_refine_ls_wR_factor_ref         0.1872
_reflns_number_gt                5048
_reflns_number_total             10163
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja906880d_si_002_3.cif
_cod_data_source_block           6b
_cod_original_cell_volume        10203.0(14)
_cod_original_formula_sum        'C56 H54 B F15 N2 O2.50'
_cod_database_code               4105430
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
O3 O 0.9308(3) 0.2181(3) 0.2299(3) 0.093(2) Uiso 0.50 1 d PD
F10 F 0.10593(7) 0.03643(9) 0.94133(9) 0.0432(5) Uani 1 1 d .
F5 F 0.15652(7) 0.13607(9) 0.86531(9) 0.0414(5) Uani 1 1 d .
F15 F 0.20464(7) 0.20801(9) 0.97093(8) 0.0429(5) Uani 1 1 d .
F7 F -0.09420(8) 0.09391(10) 0.75919(9) 0.0508(5) Uani 1 1 d .
F1 F 0.03140(9) 0.30747(9) 0.88055(10) 0.0533(5) Uani 1 1 d .
O1 O 0.02535(9) 0.21037(10) 0.95980(10) 0.0354(5) Uani 1 1 d .
F11 F 0.05647(8) 0.09816(9) 1.04238(9) 0.0479(5) Uani 1 1 d .
F6 F -0.03501(8) 0.18594(9) 0.83264(9) 0.0468(5) Uani 1 1 d .
F8 F -0.05648(8) -0.02640(9) 0.77631(9) 0.0507(5) Uani 1 1 d .
F3 F 0.13847(9) 0.30728(10) 0.72206(10) 0.0599(6) Uani 1 1 d .
F14 F 0.28375(8) 0.16860(10) 1.07633(10) 0.0566(6) Uani 1 1 d .
F9 F 0.04438(8) -0.05359(9) 0.86936(10) 0.0501(5) Uani 1 1 d .
F4 F 0.18566(8) 0.19328(10) 0.76476(9) 0.0541(6) Uani 1 1 d .
F2 F 0.06189(9) 0.36220(10) 0.78126(10) 0.0591(6) Uani 1 1 d .
F12 F 0.13596(9) 0.06608(10) 1.15127(9) 0.0556(6) Uani 1 1 d .
F13 F 0.25128(9) 0.09771(10) 1.16783(10) 0.0611(6) Uani 1 1 d .
C36 C 0.05493(13) 0.05461(16) 0.89838(15) 0.0340(8) Uani 1 1 d .
C30 C 0.13225(13) 0.19302(15) 0.84660(15) 0.0337(7) Uani 1 1 d .
C32 C -0.01387(14) 0.12699(15) 0.84544(16) 0.0353(8) Uani 1 1 d .
C37 C 0.12592(13) 0.15427(14) 0.99927(15) 0.0330(7) Uani 1 1 d .
C25 C 0.09369(13) 0.21841(15) 0.87980(15) 0.0331(7) Uani 1 1 d .
C26 C 0.07049(14) 0.27598(15) 0.85443(16) 0.0368(8) Uani 1 1 d .
C29 C 0.14782(13) 0.22146(17) 0.79474(15) 0.0394(8) Uani 1 1 d .
C27 C 0.08519(15) 0.30611(16) 0.80295(17) 0.0424(8) Uani 1 1 d .
C31 C 0.03724(13) 0.11645(15) 0.89373(15) 0.0325(7) Uani 1 1 d .
C35 C 0.02393(14) 0.00613(16) 0.86118(16) 0.0374(8) Uani 1 1 d .
C33 C -0.04548(13) 0.08050(16) 0.80611(15) 0.0368(8) Uani 1 1 d .
C39 C 0.15289(15) 0.09974(16) 1.10495(16) 0.0400(8) Uani 1 1 d .
C34 C -0.02654(14) 0.01920(16) 0.81479(15) 0.0368(8) Uani 1 1 d .
C11 C -0.10299(14) 0.19214(15) 0.95756(16) 0.0383(8) Uani 1 1 d .
N1 N -0.12611(12) 0.29213(13) 0.99240(14) 0.0441(7) Uani 1 1 d .
C40 C 0.21082(15) 0.11671(17) 1.11376(16) 0.0435(9) Uani 1 1 d .
C38 C 0.11271(14) 0.11785(16) 1.04834(16) 0.0384(8) Uani 1 1 d .
C42 C 0.18473(14) 0.17067(15) 1.01242(15) 0.0346(8) Uani 1 1 d .
C1 C -0.11448(13) 0.35193(16) 1.02216(16) 0.0397(8) Uani 1 1 d .
C10 C -0.08391(14) 0.25232(15) 0.99244(16) 0.0369(8) Uani 1 1 d .
B1 B 0.07238(15) 0.17690(17) 0.93629(18) 0.0330(8) Uani 1 1 d .
C20 C 0.12269(15) 0.30400(17) 1.0282(2) 0.0498(9) Uani 1 1 d .
H20 H 0.1138 0.3116 0.9833 0.060 Uiso 1 1 calc R
C17 C -0.02320(13) 0.26389(15) 1.02760(15) 0.0366(8) Uani 1 1 d .
H17 H -0.0178 0.2875 1.0657 0.044 Uiso 1 1 calc R
C18 C 0.02705(13) 0.24456(15) 1.01181(15) 0.0353(8) Uani 1 1 d .
C24 C 0.09863(16) 0.25719(18) 1.12079(18) 0.0529(10) Uani 1 1 d .
H24 H 0.0734 0.2337 1.1391 0.063 Uiso 1 1 calc R
C28 C 0.12398(15) 0.27869(17) 0.77258(16) 0.0427(9) Uani 1 1 d .
C2 C -0.08670(14) 0.39928(17) 0.99458(17) 0.0433(8) Uani 1 1 d .
C12 C -0.07829(15) 0.13556(16) 0.98280(18) 0.0455(9) Uani 1 1 d .
H12 H -0.0462 0.1353 1.0192 0.055 Uiso 1 1 calc R
C6 C -0.13736(14) 0.36512(17) 1.07634(17) 0.0439(9) Uani 1 1 d .
C19 C 0.08449(14) 0.26832(16) 1.05412(17) 0.0405(8) Uani 1 1 d .
C5 C -0.13376(16) 0.42595(18) 1.10033(18) 0.0500(9) Uani 1 1 d .
H5 H -0.1497 0.4348 1.1355 0.060 Uiso 1 1 calc R
C3 C -0.08412(15) 0.45921(17) 1.02178(18) 0.0477(9) Uani 1 1 d .
H3 H -0.0658 0.4909 1.0039 0.057 Uiso 1 1 calc R
C41 C 0.22699(14) 0.15160(16) 1.06783(17) 0.0402(8) Uani 1 1 d .
C16 C -0.14998(16) 0.19135(17) 0.90230(17) 0.0470(9) Uani 1 1 d .
H16 H -0.1664 0.2291 0.8843 0.056 Uiso 1 1 calc R
C13 C -0.10088(18) 0.07951(18) 0.9544(2) 0.0539(10) Uani 1 1 d .
H13 H -0.0842 0.0416 0.9716 0.065 Uiso 1 1 calc R
C15 C -0.17275(17) 0.13545(19) 0.87369(19) 0.0542(10) Uani 1 1 d .
H15 H -0.2043 0.1355 0.8368 0.065 Uiso 1 1 calc R
C9 C -0.16591(17) 0.31334(18) 1.10674(19) 0.0559(10) Uani 1 1 d .
H9A H -0.1801 0.3303 1.1421 0.084 Uiso 1 1 calc R
H9B H -0.1375 0.2810 1.1232 0.084 Uiso 1 1 calc R
H9C H -0.1982 0.2959 1.0743 0.084 Uiso 1 1 calc R
C4 C -0.10743(16) 0.47395(18) 1.07410(18) 0.0496(9) Uani 1 1 d .
C21 C 0.17354(18) 0.3282(2) 1.0680(2) 0.0651(12) Uani 1 1 d .
H21 H 0.1984 0.3526 1.0501 0.078 Uiso 1 1 calc R
C23 C 0.1508(2) 0.2813(2) 1.1606(2) 0.0730(13) Uani 1 1 d .
H23 H 0.1606 0.2734 1.2054 0.088 Uiso 1 1 calc R
C7 C -0.06255(17) 0.38730(18) 0.93618(19) 0.0573(10) Uani 1 1 d .
H7A H -0.0209 0.3799 0.9505 0.086 Uiso 1 1 calc R
H7B H -0.0698 0.4232 0.9078 0.086 Uiso 1 1 calc R
H7C H -0.0815 0.3511 0.9129 0.086 Uiso 1 1 calc R
C14 C -0.1483(2) 0.07982(19) 0.9002(2) 0.0612(11) Uani 1 1 d .
H14 H -0.1639 0.0420 0.8815 0.073 Uiso 1 1 calc R
C22 C 0.18748(19) 0.3166(2) 1.1333(3) 0.0741(14) Uani 1 1 d .
H22 H 0.2222 0.3326 1.1599 0.089 Uiso 1 1 calc R
C8 C -0.1046(2) 0.53988(19) 1.1001(2) 0.0723(13) Uani 1 1 d .
H8A H -0.1315 0.5442 1.1274 0.109 Uiso 1 1 calc R
H8B H -0.1152 0.5689 1.0642 0.109 Uiso 1 1 calc R
H8C H -0.0653 0.5487 1.1253 0.109 Uiso 1 1 calc R
N2 N 0.22707(11) 0.07104(13) 0.37850(13) 0.0402(7) Uani 1 1 d .
C45 C 0.18675(14) 0.10674(18) 0.41143(18) 0.0491(9) Uani 1 1 d .
H45A H 0.1594 0.1311 0.3785 0.059 Uiso 1 1 calc R
H45B H 0.1640 0.0767 0.4294 0.059 Uiso 1 1 calc R
C46 C 0.21763(16) 0.15044(19) 0.46557(19) 0.0568(10) Uani 1 1 d .
H46A H 0.2418 0.1264 0.5007 0.085 Uiso 1 1 calc R
H46B H 0.1889 0.1735 0.4814 0.085 Uiso 1 1 calc R
H46C H 0.2419 0.1792 0.4490 0.085 Uiso 1 1 calc R
C47 C 0.18822(15) 0.02741(18) 0.32797(18) 0.0523(10) Uani 1 1 d .
H47A H 0.1666 0.0001 0.3504 0.063 Uiso 1 1 calc R
H47B H 0.1597 0.0528 0.2974 0.063 Uiso 1 1 calc R
C43 C 0.27227(14) 0.03346(17) 0.42864(17) 0.0465(9) Uani 1 1 d .
H43A H 0.2980 0.0120 0.4062 0.056 Uiso 1 1 calc R
H43B H 0.2963 0.0625 0.4595 0.056 Uiso 1 1 calc R
C49 C 0.26179(15) 0.11597(17) 0.34696(18) 0.0481(9) Uani 1 1 d .
H49A H 0.2890 0.1392 0.3812 0.058 Uiso 1 1 calc R
H49B H 0.2850 0.0917 0.3236 0.058 Uiso 1 1 calc R
C48 C 0.22053(17) -0.01287(19) 0.28962(18) 0.0572(10) Uani 1 1 d .
H48A H 0.2390 0.0135 0.2637 0.086 Uiso 1 1 calc R
H48B H 0.1932 -0.0406 0.2614 0.086 Uiso 1 1 calc R
H48C H 0.2500 -0.0372 0.3193 0.086 Uiso 1 1 calc R
C50 C 0.22453(18) 0.16239(19) 0.2999(2) 0.0613(11) Uani 1 1 d .
H50A H 0.1959 0.1400 0.2671 0.092 Uiso 1 1 calc R
H50B H 0.2493 0.1866 0.2792 0.092 Uiso 1 1 calc R
H50C H 0.2048 0.1899 0.3235 0.092 Uiso 1 1 calc R
C44 C 0.24651(17) -0.01489(19) 0.4667(2) 0.0610(11) Uani 1 1 d .
H44A H 0.2199 0.0055 0.4880 0.092 Uiso 1 1 calc R
H44B H 0.2777 -0.0343 0.4990 0.092 Uiso 1 1 calc R
H44C H 0.2257 -0.0463 0.4372 0.092 Uiso 1 1 calc R
O2 O 0.37623(13) 0.02209(16) 0.84767(15) 0.0772(9) Uani 1 1 d .
C51 C 0.3798(2) 0.0019(3) 0.7855(3) 0.108(2) Uani 1 1 d .
H51A H 0.3493 0.0218 0.7518 0.130 Uiso 1 1 calc R
H51B H 0.3747 -0.0432 0.7817 0.130 Uiso 1 1 calc R
C52 C 0.4381(3) 0.0197(4) 0.7781(3) 0.121(2) Uani 1 1 d .
H52A H 0.4368 0.0295 0.7328 0.145 Uiso 1 1 calc R
H52B H 0.4665 -0.0136 0.7930 0.145 Uiso 1 1 calc R
C53 C 0.4531(2) 0.0781(3) 0.8218(3) 0.0969(17) Uani 1 1 d .
H53A H 0.4953 0.0841 0.8370 0.116 Uiso 1 1 calc R
H53B H 0.4353 0.1156 0.7992 0.116 Uiso 1 1 calc R
C54 C 0.4266(2) 0.0614(2) 0.8760(2) 0.0793(14) Uani 1 1 d .
H54A H 0.4547 0.0387 0.9099 0.095 Uiso 1 1 calc R
H54B H 0.4144 0.0989 0.8951 0.095 Uiso 1 1 calc R
C56 C 0.97256(18) 0.2647(2) 0.2241(2) 0.0932(16) Uiso 1 1 d D
C57 C 0.9735(4) 0.1932(3) 0.2117(5) 0.088(3) Uiso 0.50 1 d PD
C55 C 0.9690(4) 0.1684(5) 0.2537(6) 0.104(4) Uiso 0.50 1 d PD
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'
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
C55 O3 C56 99.6(7) . .
C18 O1 B1 132.2(2) . .
F10 C36 C31 121.2(3) . .
F10 C36 C35 114.4(3) . .
C31 C36 C35 124.4(3) . .
F5 C30 C29 116.6(3) . .
F5 C30 C25 118.8(3) . .
C29 C30 C25 124.6(3) . .
F6 C32 C33 115.5(3) . .
F6 C32 C31 120.3(3) . .
C33 C32 C31 124.2(3) . .
C42 C37 C38 112.9(3) . .
C42 C37 B1 127.3(3) . .
C38 C37 B1 119.6(3) . .
C30 C25 C26 113.0(3) . .
C30 C25 B1 120.6(3) . .
C26 C25 B1 125.9(3) . .
F1 C26 C27 114.7(3) . .
F1 C26 C25 121.1(3) . .
C27 C26 C25 124.2(3) . .
F4 C29 C28 119.6(3) . .
F4 C29 C30 120.8(3) . .
C28 C29 C30 119.6(3) . .
F2 C27 C28 118.7(3) . .
F2 C27 C26 121.4(3) . .
C28 C27 C26 119.9(3) . .
C36 C31 C32 113.4(3) . .
C36 C31 B1 127.0(3) . .
C32 C31 B1 119.5(3) . .
F9 C35 C34 120.0(3) . .
F9 C35 C36 120.5(3) . .
C34 C35 C36 119.5(3) . .
F7 C33 C34 119.1(3) . .
F7 C33 C32 121.4(3) . .
C34 C33 C32 119.5(3) . .
F12 C39 C40 120.2(3) . .
F12 C39 C38 121.0(3) . .
C40 C39 C38 118.8(3) . .
F8 C34 C35 121.0(3) . .
F8 C34 C33 120.1(3) . .
C35 C34 C33 118.9(3) . .
C12 C11 C16 118.7(3) . .
C12 C11 C10 120.9(3) . .
C16 C11 C10 120.1(3) . .
C10 N1 C1 121.5(3) . .
C41 C40 F13 120.5(3) . .
C41 C40 C39 119.7(3) . .
F13 C40 C39 119.8(3) . .
F11 C38 C39 115.5(3) . .
F11 C38 C37 119.7(3) . .
C39 C38 C37 124.8(3) . .
F15 C42 C37 120.6(3) . .
F15 C42 C41 115.3(3) . .
C37 C42 C41 124.1(3) . .
C2 C1 C6 120.3(3) . .
C2 C1 N1 121.3(3) . .
C6 C1 N1 118.0(3) . .
N1 C10 C17 122.5(3) . .
N1 C10 C11 115.1(3) . .
C17 C10 C11 122.2(3) . .
O1 B1 C37 110.3(2) . .
O1 B1 C25 111.4(3) . .
C37 B1 C25 115.3(3) . .
O1 B1 C31 103.9(2) . .
C37 B1 C31 112.4(3) . .
C25 B1 C31 102.8(2) . .
C21 C20 C19 120.7(4) . .
C21 C20 H20 119.6 . .
C19 C20 H20 119.6 . .
C18 C17 C10 128.3(3) . .
C18 C17 H17 115.8 . .
C10 C17 H17 115.8 . .
O1 C18 C17 121.7(3) . .
O1 C18 C19 121.2(3) . .
C17 C18 C19 116.9(3) . .
C19 C24 C23 119.9(4) . .
C19 C24 H24 120.0 . .
C23 C24 H24 120.0 . .
F3 C28 C27 120.6(3) . .
F3 C28 C29 120.6(3) . .
C27 C28 C29 118.8(3) . .
C3 C2 C1 117.6(3) . .
C3 C2 C7 120.5(3) . .
C1 C2 C7 121.9(3) . .
C13 C12 C11 120.5(4) . .
C13 C12 H12 119.8 . .
C11 C12 H12 119.8 . .
C5 C6 C1 118.9(3) . .
C5 C6 C9 121.2(3) . .
C1 C6 C9 119.9(3) . .
C24 C19 C20 118.8(3) . .
C24 C19 C18 119.8(3) . .
C20 C19 C18 121.4(3) . .
C4 C5 C6 122.5(3) . .
C4 C5 H5 118.7 . .
C6 C5 H5 118.7 . .
C4 C3 C2 123.4(3) . .
C4 C3 H3 118.3 . .
C2 C3 H3 118.3 . .
F14 C41 C40 119.9(3) . .
F14 C41 C42 120.4(3) . .
C40 C41 C42 119.7(3) . .
C15 C16 C11 121.1(3) . .
C15 C16 H16 119.5 . .
C11 C16 H16 119.5 . .
C12 C13 C14 119.8(4) . .
C12 C13 H13 120.1 . .
C14 C13 H13 120.1 . .
C14 C15 C16 119.3(4) . .
C14 C15 H15 120.3 . .
C16 C15 H15 120.3 . .
C6 C9 H9A 109.5 . .
C6 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C6 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C5 C4 C3 117.3(3) . .
C5 C4 C8 121.9(4) . .
C3 C4 C8 120.8(4) . .
C22 C21 C20 120.2(4) . .
C22 C21 H21 119.9 . .
C20 C21 H21 119.9 . .
C22 C23 C24 119.8(4) . .
C22 C23 H23 120.1 . .
C24 C23 H23 120.1 . .
C2 C7 H7A 109.5 . .
C2 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C2 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C15 C14 C13 120.6(4) . .
C15 C14 H14 119.7 . .
C13 C14 H14 119.7 . .
C21 C22 C23 120.6(4) . .
C21 C22 H22 119.7 . .
C23 C22 H22 119.7 . .
C4 C8 H8A 109.5 . .
C4 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C4 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C45 N2 C49 110.6(3) . .
C45 N2 C43 110.6(3) . .
C49 N2 C43 106.2(2) . .
C45 N2 C47 107.1(2) . .
C49 N2 C47 111.7(3) . .
C43 N2 C47 110.7(3) . .
C46 C45 N2 114.9(3) . .
C46 C45 H45A 108.5 . .
N2 C45 H45A 108.5 . .
C46 C45 H45B 108.5 . .
N2 C45 H45B 108.5 . .
H45A C45 H45B 107.5 . .
C45 C46 H46A 109.5 . .
C45 C46 H46B 109.5 . .
H46A C46 H46B 109.5 . .
C45 C46 H46C 109.5 . .
H46A C46 H46C 109.5 . .
H46B C46 H46C 109.5 . .
C48 C47 N2 115.3(3) . .
C48 C47 H47A 108.5 . .
N2 C47 H47A 108.5 . .
C48 C47 H47B 108.5 . .
N2 C47 H47B 108.5 . .
H47A C47 H47B 107.5 . .
C44 C43 N2 115.0(3) . .
C44 C43 H43A 108.5 . .
N2 C43 H43A 108.5 . .
C44 C43 H43B 108.5 . .
N2 C43 H43B 108.5 . .
H43A C43 H43B 107.5 . .
C50 C49 N2 114.5(3) . .
C50 C49 H49A 108.6 . .
N2 C49 H49A 108.6 . .
C50 C49 H49B 108.6 . .
N2 C49 H49B 108.6 . .
H49A C49 H49B 107.6 . .
C47 C48 H48A 109.5 . .
C47 C48 H48B 109.5 . .
H48A C48 H48B 109.5 . .
C47 C48 H48C 109.5 . .
H48A C48 H48C 109.5 . .
H48B C48 H48C 109.5 . .
C49 C50 H50A 109.5 . .
C49 C50 H50B 109.5 . .
H50A C50 H50B 109.5 . .
C49 C50 H50C 109.5 . .
H50A C50 H50C 109.5 . .
H50B C50 H50C 109.5 . .
C43 C44 H44A 109.5 . .
C43 C44 H44B 109.5 . .
H44A C44 H44B 109.5 . .
C43 C44 H44C 109.5 . .
H44A C44 H44C 109.5 . .
H44B C44 H44C 109.5 . .
C51 O2 C54 109.2(3) . .
O2 C51 C52 107.4(5) . .
O2 C51 H51A 110.2 . .
C52 C51 H51A 110.2 . .
O2 C51 H51B 110.2 . .
C52 C51 H51B 110.2 . .
H51A C51 H51B 108.5 . .
C51 C52 C53 102.9(5) . .
C51 C52 H52A 111.2 . .
C53 C52 H52A 111.2 . .
C51 C52 H52B 111.2 . .
C53 C52 H52B 111.2 . .
H52A C52 H52B 109.1 . .
C54 C53 C52 101.1(4) . .
C54 C53 H53A 111.6 . .
C52 C53 H53A 111.6 . .
C54 C53 H53B 111.6 . .
C52 C53 H53B 111.6 . .
H53A C53 H53B 109.4 . .
O2 C54 C53 106.1(4) . .
O2 C54 H54A 110.5 . .
C53 C54 H54A 110.5 . .
O2 C54 H54B 110.5 . .
C53 C54 H54B 110.5 . .
H54A C54 H54B 108.7 . .
O3 C56 C56 115.6(5) . 2_755
O3 C56 C57 50.7(5) . .
C56 C56 C57 94.5(4) 2_755 .
C55 C57 C56 108.8(7) 2_755 .
C55 C57 C57 36.7(6) 2_755 2_755
C56 C57 C57 83.2(4) . 2_755
O3 C55 C57 109.5(8) . 2_755
O3 C55 C55 120.9(8) . 2_755
C57 C55 C55 41.9(5) 2_755 2_755
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O3 C55 1.395(6) .
O3 C56 1.420(6) .
F10 C36 1.363(3) .
F5 C30 1.355(4) .
F15 C42 1.350(3) .
F7 C33 1.342(3) .
F1 C26 1.359(3) .
O1 C18 1.309(4) .
O1 B1 1.499(4) .
F11 C38 1.360(4) .
F6 C32 1.351(4) .
F8 C34 1.345(4) .
F3 C28 1.344(4) .
F14 C41 1.348(4) .
F9 C35 1.354(4) .
F4 C29 1.353(4) .
F2 C27 1.345(4) .
F12 C39 1.350(4) .
F13 C40 1.350(4) .
C36 C31 1.376(4) .
C36 C35 1.387(4) .
C30 C29 1.378(4) .
C30 C25 1.386(4) .
C32 C33 1.382(4) .
C32 C31 1.383(4) .
C37 C42 1.382(4) .
C37 C38 1.389(4) .
C37 B1 1.655(5) .
C25 C26 1.392(4) .
C25 B1 1.659(5) .
C26 C27 1.378(5) .
C29 C28 1.373(5) .
C27 C28 1.369(5) .
C31 B1 1.664(5) .
C35 C34 1.362(4) .
C33 C34 1.376(5) .
C39 C40 1.373(5) .
C39 C38 1.378(5) .
C11 C12 1.384(5) .
C11 C16 1.389(5) .
C11 C10 1.489(5) .
N1 C10 1.303(4) .
N1 C1 1.415(4) .
C40 C41 1.349(5) .
C42 C41 1.390(5) .
C1 C2 1.404(5) .
C1 C6 1.408(5) .
C10 C17 1.453(4) .
C20 C21 1.376(5) .
C20 C19 1.388(5) .
C20 H20 0.9300 .
C17 C18 1.367(4) .
C17 H17 0.9300 .
C18 C19 1.505(5) .
C24 C19 1.382(5) .
C24 C23 1.396(6) .
C24 H24 0.9300 .
C2 C3 1.394(5) .
C2 C7 1.502(5) .
C12 C13 1.380(5) .
C12 H12 0.9300 .
C6 C5 1.385(5) .
C6 C9 1.514(5) .
C5 C4 1.380(5) .
C5 H5 0.9300 .
C3 C4 1.386(5) .
C3 H3 0.9300 .
C16 C15 1.380(5) .
C16 H16 0.9300 .
C13 C14 1.381(6) .
C13 H13 0.9300 .
C15 C14 1.372(5) .
C15 H15 0.9300 .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
C4 C8 1.502(5) .
C21 C22 1.357(6) .
C21 H21 0.9300 .
C23 C22 1.373(6) .
C23 H23 0.9300 .
C7 H7A 0.9600 .
C7 H7B 0.9600 .
C7 H7C 0.9600 .
C14 H14 0.9300 .
C22 H22 0.9300 .
C8 H8A 0.9600 .
C8 H8B 0.9600 .
C8 H8C 0.9600 .
N2 C45 1.512(4) .
N2 C49 1.515(4) .
N2 C43 1.523(4) .
N2 C47 1.530(4) .
C45 C46 1.510(5) .
C45 H45A 0.9700 .
C45 H45B 0.9700 .
C46 H46A 0.9600 .
C46 H46B 0.9600 .
C46 H46C 0.9600 .
C47 C48 1.508(5) .
C47 H47A 0.9700 .
C47 H47B 0.9700 .
C43 C44 1.522(5) .
C43 H43A 0.9700 .
C43 H43B 0.9700 .
C49 C50 1.514(5) .
C49 H49A 0.9700 .
C49 H49B 0.9700 .
C48 H48A 0.9600 .
C48 H48B 0.9600 .
C48 H48C 0.9600 .
C50 H50A 0.9600 .
C50 H50B 0.9600 .
C50 H50C 0.9600 .
C44 H44A 0.9600 .
C44 H44B 0.9600 .
C44 H44C 0.9600 .
O2 C51 1.402(5) .
O2 C54 1.449(5) .
C51 C52 1.465(7) .
C51 H51A 0.9700 .
C51 H51B 0.9700 .
C52 C53 1.535(8) .
C52 H52A 0.9700 .
C52 H52B 0.9700 .
C53 C54 1.477(6) .
C53 H53A 0.9700 .
C53 H53B 0.9700 .
C54 H54A 0.9700 .
C54 H54B 0.9700 .
C56 C56 1.465(7) 2_755
C56 C57 1.545(6) .
C57 C55 1.461(6) 2_755
C57 C57 1.77(2) 2_755
C55 C57 1.461(6) 2_755
C55 C55 1.50(2) 2_755
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_4
F5 C30 C25 C26 -178.0(3) . .
C29 C30 C25 C26 1.4(4) . .
F5 C30 C25 B1 -6.1(4) . .
C29 C30 C25 B1 173.4(3) . .
C30 C25 C26 F1 179.4(3) . .
B1 C25 C26 F1 7.9(5) . .
C30 C25 C26 C27 -1.8(5) . .
B1 C25 C26 C27 -173.2(3) . .
F5 C30 C29 F4 -0.2(4) . .
C25 C30 C29 F4 -179.7(3) . .
F5 C30 C29 C28 178.8(3) . .
C25 C30 C29 C28 -0.7(5) . .
F1 C26 C27 F2 -0.1(5) . .
C25 C26 C27 F2 -179.0(3) . .
F1 C26 C27 C28 -179.7(3) . .
C25 C26 C27 C28 1.4(5) . .
F10 C36 C31 C32 176.9(3) . .
C35 C36 C31 C32 -3.0(4) . .
F10 C36 C31 B1 0.4(5) . .
C35 C36 C31 B1 -179.5(3) . .
F6 C32 C31 C36 -176.5(3) . .
C33 C32 C31 C36 1.3(4) . .
F6 C32 C31 B1 0.3(4) . .
C33 C32 C31 B1 178.1(3) . .
F10 C36 C35 F9 0.6(4) . .
C31 C36 C35 F9 -179.4(3) . .
F10 C36 C35 C34 -177.4(3) . .
C31 C36 C35 C34 2.5(5) . .
F6 C32 C33 F7 -0.8(4) . .
C31 C32 C33 F7 -178.7(3) . .
F6 C32 C33 C34 178.8(3) . .
C31 C32 C33 C34 0.9(5) . .
F9 C35 C34 F8 -0.5(4) . .
C36 C35 C34 F8 177.6(3) . .
F9 C35 C34 C33 -178.1(3) . .
C36 C35 C34 C33 0.0(5) . .
F7 C33 C34 F8 0.4(4) . .
C32 C33 C34 F8 -179.2(3) . .
F7 C33 C34 C35 178.0(3) . .
C32 C33 C34 C35 -1.5(5) . .
F12 C39 C40 C41 -178.4(3) . .
C38 C39 C40 C41 1.3(5) . .
F12 C39 C40 F13 2.4(5) . .
C38 C39 C40 F13 -177.8(3) . .
F12 C39 C38 F11 -1.6(4) . .
C40 C39 C38 F11 178.6(3) . .
F12 C39 C38 C37 177.7(3) . .
C40 C39 C38 C37 -2.1(5) . .
C42 C37 C38 F11 179.9(3) . .
B1 C37 C38 F11 3.7(4) . .
C42 C37 C38 C39 0.6(5) . .
B1 C37 C38 C39 -175.6(3) . .
C38 C37 C42 F15 -177.5(3) . .
B1 C37 C42 F15 -1.7(5) . .
C38 C37 C42 C41 1.7(5) . .
B1 C37 C42 C41 177.5(3) . .
C10 N1 C1 C2 71.0(4) . .
C10 N1 C1 C6 -115.9(4) . .
C1 N1 C10 C17 5.6(5) . .
C1 N1 C10 C11 -178.4(3) . .
C12 C11 C10 N1 -139.7(3) . .
C16 C11 C10 N1 34.0(4) . .
C12 C11 C10 C17 36.3(4) . .
C16 C11 C10 C17 -149.9(3) . .
C18 O1 B1 C37 30.1(4) . .
C18 O1 B1 C25 -99.2(4) . .
C18 O1 B1 C31 150.8(3) . .
C42 C37 B1 O1 -121.0(3) . .
C38 C37 B1 O1 54.5(4) . .
C42 C37 B1 C25 6.1(5) . .
C38 C37 B1 C25 -178.3(3) . .
C42 C37 B1 C31 123.6(3) . .
C38 C37 B1 C31 -60.9(4) . .
C30 C25 B1 O1 -173.1(3) . .
C26 C25 B1 O1 -2.2(4) . .
C30 C25 B1 C37 60.3(4) . .
C26 C25 B1 C37 -128.8(3) . .
C30 C25 B1 C31 -62.4(3) . .
C26 C25 B1 C31 108.5(3) . .
C36 C31 B1 O1 -132.2(3) . .
C32 C31 B1 O1 51.5(3) . .
C36 C31 B1 C37 -13.0(4) . .
C32 C31 B1 C37 170.7(3) . .
C36 C31 B1 C25 111.6(3) . .
C32 C31 B1 C25 -64.7(3) . .
N1 C10 C17 C18 -148.5(3) . .
C11 C10 C17 C18 35.7(5) . .
B1 O1 C18 C17 -171.2(3) . .
B1 O1 C18 C19 13.4(5) . .
C10 C17 C18 O1 -0.9(5) . .
C10 C17 C18 C19 174.7(3) . .
F2 C27 C28 F3 0.0(5) . .
C26 C27 C28 F3 179.6(3) . .
F2 C27 C28 C29 179.9(3) . .
C26 C27 C28 C29 -0.5(5) . .
F4 C29 C28 F3 -0.9(5) . .
C30 C29 C28 F3 -179.9(3) . .
F4 C29 C28 C27 179.2(3) . .
C30 C29 C28 C27 0.1(5) . .
C6 C1 C2 C3 -1.5(5) . .
N1 C1 C2 C3 171.4(3) . .
C6 C1 C2 C7 -179.1(3) . .
N1 C1 C2 C7 -6.2(5) . .
C16 C11 C12 C13 -1.4(5) . .
C10 C11 C12 C13 172.4(3) . .
C2 C1 C6 C5 2.2(5) . .
N1 C1 C6 C5 -170.9(3) . .
C2 C1 C6 C9 -178.5(3) . .
N1 C1 C6 C9 8.3(5) . .
C23 C24 C19 C20 -0.5(5) . .
C23 C24 C19 C18 -177.5(3) . .
C21 C20 C19 C24 -0.4(5) . .
C21 C20 C19 C18 176.5(3) . .
O1 C18 C19 C24 -127.3(3) . .
C17 C18 C19 C24 57.1(4) . .
O1 C18 C19 C20 55.8(4) . .
C17 C18 C19 C20 -119.8(3) . .
C1 C6 C5 C4 -1.5(5) . .
C9 C6 C5 C4 179.3(3) . .
C1 C2 C3 C4 0.0(5) . .
C7 C2 C3 C4 177.6(3) . .
F13 C40 C41 F14 -1.1(5) . .
C39 C40 C41 F14 179.8(3) . .
F13 C40 C41 C42 179.9(3) . .
C39 C40 C41 C42 0.8(5) . .
F15 C42 C41 F14 -2.2(4) . .
C37 C42 C41 F14 178.6(3) . .
F15 C42 C41 C40 176.8(3) . .
C37 C42 C41 C40 -2.4(5) . .
C12 C11 C16 C15 1.4(5) . .
C10 C11 C16 C15 -172.4(3) . .
C11 C12 C13 C14 0.2(5) . .
C11 C16 C15 C14 -0.2(5) . .
C6 C5 C4 C3 0.0(5) . .
C6 C5 C4 C8 179.1(3) . .
C2 C3 C4 C5 0.8(5) . .
C2 C3 C4 C8 -178.4(3) . .
C19 C20 C21 C22 1.1(6) . .
C19 C24 C23 C22 0.8(6) . .
C16 C15 C14 C13 -1.0(6) . .
C12 C13 C14 C15 1.0(6) . .
C20 C21 C22 C23 -0.8(6) . .
C24 C23 C22 C21 -0.1(7) . .
C49 N2 C45 C46 -60.8(4) . .
C43 N2 C45 C46 56.6(4) . .
C47 N2 C45 C46 177.3(3) . .
C45 N2 C47 C48 -179.8(3) . .
C49 N2 C47 C48 59.0(4) . .
C43 N2 C47 C48 -59.2(4) . .
C45 N2 C43 C44 59.6(4) . .
C49 N2 C43 C44 179.7(3) . .
C47 N2 C43 C44 -58.9(4) . .
C45 N2 C49 C50 -54.2(4) . .
C43 N2 C49 C50 -174.3(3) . .
C47 N2 C49 C50 64.9(4) . .
C54 O2 C51 C52 9.4(7) . .
O2 C51 C52 C53 -28.5(7) . .
C51 C52 C53 C54 35.9(6) . .
C51 O2 C54 C53 14.6(6) . .
C52 C53 C54 O2 -30.9(5) . .
C55 O3 C56 C56 -37.6(8) . 2_755
C55 O3 C56 C57 36.3(7) . .
O3 C56 C57 C55 -130.7(12) . 2_755
C56 C56 C57 C55 -11.1(11) 2_755 2_755
O3 C56 C57 C57 -104.0(9) . 2_755
C56 C56 C57 C57 15.6(8) 2_755 2_755
C56 O3 C55 C57 26.1(11) . 2_755
C56 O3 C55 C55 -18.8(13) . 2_755
