#------------------------------------------------------------------------------
#$Date: 2019-11-17 07:27:23 +0200 (Sun, 17 Nov 2019) $
#$Revision: 228666 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/98/1549814.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_1549814
loop_
_publ_author_name
'Tao, Xin'
'Daniliuc, Constantin G.'
'Knitsch, Robert'
'Hansen, Michael Ryan'
'Eckert, Hellmut'
'Lübbesmeyer, Maximilian'
'Studer, Armido'
'Kehr, Gerald'
'Erker, Gerhard'
_publ_section_title
;
 The special role of B(C₆F₅)₃ in the
 single electron reduction of quinones by radicals.
;
_journal_issue                   41
_journal_name_full               'Chemical science'
_journal_page_first              8011
_journal_page_last               8018
_journal_paper_doi               10.1039/c8sc03005g
_journal_volume                  9
_journal_year                    2018
_chemical_formula_sum            'C51 H22 B2 F30 N O3'
_chemical_formula_weight         1288.31
_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   geom
_audit_update_record
;
2018-02-08 deposited with the CCDC.
2018-08-20 downloaded from the CCDC.
;
_cell_angle_alpha                91.992(2)
_cell_angle_beta                 103.172(2)
_cell_angle_gamma                108.4960(10)
_cell_formula_units_Z            2
_cell_length_a                   11.8064(3)
_cell_length_b                   14.9813(4)
_cell_length_c                   15.3306(4)
_cell_measurement_reflns_used    9946
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      66.8045
_cell_measurement_theta_min      3.1316
_cell_volume                     2487.00(12)
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_collection
;

APEX3 v2016.1-0 (Bruker AXS Inc., 2016)
;
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_molecular_graphics    'XP (Sheldrick, 2014)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker D8 Venture PHOTON 100 CMOS'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator  'MX mirror'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0946
_diffrn_reflns_av_unetI/netI     0.0692
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            37379
_diffrn_reflns_theta_full        66.85
_diffrn_reflns_theta_max         66.85
_diffrn_reflns_theta_min         2.98
_diffrn_source                   'Cu ImS'
_diffrn_source_type              'micro focus tube'
_exptl_absorpt_coefficient_mu    1.665
_exptl_absorpt_correction_T_max  0.93
_exptl_absorpt_correction_T_min  0.82
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Bruker AXS (2014). SADABS, Version 2014/5, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.720
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1278
_exptl_crystal_size_max          0.212
_exptl_crystal_size_mid          0.073
_exptl_crystal_size_min          0.042
_refine_diff_density_max         0.243
_refine_diff_density_min         -0.287
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     788
_refine_ls_number_reflns         8746
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0950
_refine_ls_R_factor_gt           0.0587
_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)+3.5865P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0948
_refine_ls_wR_factor_ref         0.1061
_reflns_number_gt                6137
_reflns_number_total             8746
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8sc03005g2.cif
_cod_data_source_block           erk9094
_cod_depositor_comments
'Adding full bibliography for 1549806--1549816.cif.'
_cod_original_cell_volume        2487.00(11)
_cod_database_code               1549814
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_posn
_atom_site_occupancy
B B1 0.4385(4) 0.6516(3) 0.1825(3) 0.0186(8) Uani d . . 1
C C1 0.9745(4) 0.3295(3) 0.3516(2) 0.0267(8) Uani d . . 1
N N1 0.9394(3) 0.3999(2) 0.28970(19) 0.0230(6) Uani d . . 1
O O1 0.3837(2) 0.57362(15) 0.10192(15) 0.0190(5) Uani d . . 1
B B2 0.7136(4) 0.9455(3) 0.7013(3) 0.0183(8) Uani d . . 1
C C2 0.9127(4) 0.2296(2) 0.3010(2) 0.0286(8) Uani d . . 1
H H2A 0.9509 0.1864 0.3339 0.034 Uiso calc U R 1
H H2B 0.8244 0.2076 0.3014 0.034 Uiso calc U R 1
O O2 0.6314(2) 1.00542(15) 0.67044(15) 0.0214(5) Uani d . . 1
C C3 0.9221(4) 0.2224(2) 0.2042(2) 0.0267(8) Uani d . . 1
H H3A 0.8798 0.1561 0.176 0.032 Uiso calc U R 1
H H3B 1.0099 0.2403 0.2031 0.032 Uiso calc U R 1
O O3 0.9272(3) 0.46797(19) 0.32410(19) 0.0454(8) Uani d . . 1
C C4 0.8639(3) 0.2869(2) 0.1506(2) 0.0266(8) Uani d . . 1
H H4A 0.7753 0.2667 0.1499 0.032 Uiso calc U R 1
H H4B 0.8696 0.2793 0.0875 0.032 Uiso calc U R 1
C C5 0.9237(3) 0.3916(2) 0.1877(2) 0.0211(7) Uani d . . 1
C C6 1.1168(4) 0.3619(3) 0.3742(3) 0.0372(10) Uani d . . 1
H H6A 1.1472 0.3319 0.426 0.056 Uiso calc U R 1
H H6B 1.1506 0.431 0.3889 0.056 Uiso calc U R 1
H H6C 1.1429 0.3435 0.3221 0.056 Uiso calc U R 1
C C7 0.9319(4) 0.3400(3) 0.4367(3) 0.0433(11) Uani d . . 1
H H7A 0.8433 0.3302 0.4204 0.065 Uiso calc U R 1
H H7B 0.9771 0.4037 0.4686 0.065 Uiso calc U R 1
H H7C 0.9479 0.2927 0.4759 0.065 Uiso calc U R 1
C C8 1.0550(3) 0.4327(3) 0.1739(3) 0.0334(9) Uani d . . 1
H H8A 1.0498 0.4426 0.1105 0.05 Uiso calc U R 1
H H8B 1.0997 0.3882 0.1905 0.05 Uiso calc U R 1
H H8C 1.0989 0.4933 0.212 0.05 Uiso calc U R 1
C C9 0.8461(3) 0.4515(2) 0.1485(2) 0.0256(8) Uani d . . 1
H H9A 0.8294 0.4437 0.0826 0.038 Uiso calc U R 1
H H9B 0.8911 0.5183 0.1714 0.038 Uiso calc U R 1
H H9C 0.768 0.4311 0.1662 0.038 Uiso calc U R 1
C C11 0.5194(3) 0.6067(2) 0.2594(2) 0.0184(7) Uani d . . 1
C C12 0.6472(3) 0.6324(2) 0.2849(2) 0.0215(7) Uani d . . 1
F F12 0.71838(17) 0.70465(13) 0.25061(13) 0.0238(4) Uani d . . 1
C C13 0.7104(3) 0.5868(2) 0.3449(3) 0.0264(8) Uani d . . 1
F F13 0.83466(19) 0.61510(14) 0.36630(14) 0.0328(5) Uani d . . 1
C C14 0.6458(4) 0.5131(2) 0.3840(2) 0.0282(8) Uani d . . 1
F F14 0.7069(2) 0.46864(15) 0.44289(15) 0.0403(6) Uani d . . 1
C C15 0.5201(4) 0.4852(2) 0.3624(2) 0.0274(8) Uani d . . 1
F F15 0.4545(2) 0.41295(14) 0.40018(15) 0.0395(6) Uani d . . 1
C C16 0.4602(3) 0.5304(2) 0.3005(2) 0.0224(8) Uani d . . 1
F F16 0.33548(18) 0.49635(13) 0.28004(14) 0.0279(5) Uani d . . 1
C C21 0.5106(3) 0.7560(2) 0.1557(2) 0.0217(8) Uani d . . 1
C C22 0.5707(3) 0.8307(2) 0.2237(3) 0.0243(8) Uani d . . 1
F F22 0.57976(19) 0.81364(13) 0.31088(14) 0.0301(5) Uani d . . 1
C C23 0.6209(4) 0.9235(2) 0.2092(3) 0.0360(10) Uani d . . 1
F F23 0.6766(2) 0.99286(14) 0.27961(19) 0.0500(7) Uani d . . 1
C C24 0.6134(4) 0.9456(3) 0.1231(3) 0.0426(11) Uani d . . 1
F F24 0.6619(2) 1.03597(16) 0.1074(2) 0.0684(9) Uani d . . 1
C C25 0.5556(4) 0.8754(3) 0.0521(3) 0.0384(10) Uani d . . 1
F F25 0.5488(3) 0.89501(19) -0.03312(19) 0.0586(8) Uani d . . 1
C C26 0.5052(3) 0.7831(2) 0.0700(3) 0.0277(8) Uani d . . 1
F F26 0.4472(2) 0.71775(15) -0.00447(14) 0.0339(5) Uani d . . 1
C C31 0.3173(3) 0.6657(2) 0.2093(2) 0.0200(7) Uani d . . 1
C C32 0.3023(3) 0.6789(2) 0.2953(2) 0.0236(8) Uani d . . 1
F F32 0.39015(19) 0.67711(14) 0.36885(13) 0.0298(5) Uani d . . 1
C C33 0.2000(4) 0.6937(2) 0.3139(3) 0.0300(9) Uani d . . 1
F F33 0.1924(2) 0.70409(16) 0.39996(15) 0.0419(6) Uani d . . 1
C C34 0.1058(3) 0.6978(2) 0.2447(3) 0.0291(9) Uani d . . 1
F F34 0.0045(2) 0.71081(15) 0.26048(17) 0.0428(6) Uani d . . 1
C C35 0.1153(3) 0.6864(2) 0.1579(3) 0.0268(8) Uani d . . 1
F F35 0.02231(19) 0.68655(15) 0.08766(16) 0.0373(5) Uani d . . 1
C C36 0.2194(3) 0.6721(2) 0.1427(2) 0.0241(8) Uani d . . 1
F F36 0.22230(19) 0.66386(15) 0.05478(13) 0.0303(5) Uani d . . 1
C C41 0.4437(3) 0.5407(2) 0.0543(2) 0.0181(7) Uani d . . 1
C C42 0.3735(3) 0.4589(2) -0.0085(2) 0.0181(7) Uani d . . 1
H H42 0.2874 0.4317 -0.0139 0.022 Uiso calc U R 1
C C43 0.4274(3) 0.4188(2) -0.0612(2) 0.0178(7) Uani d . . 1
H H43 0.3791 0.364 -0.1025 0.021 Uiso calc U R 1
C C51 0.8124(3) 1.0079(2) 0.7922(2) 0.0205(7) Uani d . . 1
C C52 0.9393(3) 1.0245(3) 0.8145(2) 0.0268(8) Uani d . . 1
F F52 0.99087(19) 0.98816(16) 0.75800(14) 0.0352(5) Uani d . . 1
C C53 1.0186(4) 1.0751(3) 0.8940(3) 0.0370(10) Uani d . . 1
F F53 1.1400(2) 1.0882(2) 0.91115(18) 0.0587(7) Uani d . . 1
C C54 0.9731(4) 1.1130(3) 0.9553(3) 0.0425(11) Uani d . . 1
F F54 1.0494(3) 1.16541(19) 1.03202(17) 0.0659(8) Uani d . . 1
C C55 0.8498(4) 1.0996(3) 0.9359(3) 0.0354(10) Uani d . . 1
F F55 0.8030(3) 1.13686(17) 0.99585(16) 0.0575(7) Uani d . . 1
C C56 0.7724(4) 1.0470(2) 0.8580(2) 0.0258(8) Uani d . . 1
F F56 0.6511(2) 1.03392(15) 0.84566(14) 0.0335(5) Uani d . . 1
C C61 0.6349(3) 0.8455(2) 0.7315(2) 0.0198(7) Uani d . . 1
C C62 0.6984(3) 0.7900(2) 0.7770(2) 0.0189(7) Uani d . . 1
F F62 0.82119(17) 0.81545(13) 0.78591(13) 0.0253(5) Uani d . . 1
C C63 0.6456(3) 0.7091(2) 0.8129(2) 0.0217(8) Uani d . . 1
F F63 0.71416(18) 0.65997(13) 0.85638(14) 0.0284(5) Uani d . . 1
C C64 0.5194(3) 0.6767(2) 0.8014(2) 0.0241(8) Uani d . . 1
F F64 0.46312(19) 0.59689(13) 0.83383(14) 0.0292(5) Uani d . . 1
C C65 0.4518(3) 0.7274(2) 0.7548(3) 0.0257(8) Uani d . . 1
F F65 0.32716(19) 0.69399(16) 0.74028(17) 0.0421(6) Uani d . . 1
C C66 0.5090(3) 0.8104(2) 0.7230(2) 0.0243(8) Uani d . . 1
F F66 0.43256(19) 0.85549(15) 0.68182(16) 0.0361(6) Uani d . . 1
C C71 0.7753(3) 0.9366(2) 0.6176(2) 0.0184(7) Uani d . . 1
C C72 0.8275(3) 1.0179(2) 0.5800(2) 0.0227(8) Uani d . . 1
F F72 0.84511(19) 1.10390(13) 0.62251(14) 0.0298(5) Uani d . . 1
C C73 0.8599(3) 1.0182(2) 0.4997(2) 0.0245(8) Uani d . . 1
F F73 0.9067(2) 1.10074(14) 0.46666(15) 0.0368(5) Uani d . . 1
C C74 0.8467(3) 0.9337(3) 0.4531(2) 0.0274(8) Uani d . . 1
F F74 0.8795(2) 0.93207(16) 0.37510(14) 0.0382(5) Uani d . . 1
C C75 0.8019(3) 0.8520(2) 0.4889(2) 0.0250(8) Uani d . . 1
F F75 0.7913(2) 0.76833(14) 0.44633(14) 0.0358(5) Uani d . . 1
C C76 0.7664(3) 0.8539(2) 0.5688(2) 0.0215(7) Uani d . . 1
F F76 0.71387(19) 0.76859(12) 0.59488(13) 0.0271(5) Uani d . . 1
C C81 0.5654(3) 0.9987(2) 0.5883(2) 0.0195(7) Uani d . . 1
C C82 0.5385(3) 1.0816(2) 0.5608(2) 0.0199(7) Uani d . . 1
H H82 0.5635 1.1361 0.6035 0.024 Uiso calc U R 1
C C83 0.4783(3) 1.0837(2) 0.4755(2) 0.0209(7) Uani d . . 1
H H83 0.4648 1.1403 0.4577 0.025 Uiso calc U R 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O1 B1 C21 . . 113.4(3)
O1 B1 C11 . . 103.9(2)
C21 B1 C11 . . 117.1(3)
O1 B1 C31 . . 104.5(3)
C21 B1 C31 . . 103.6(3)
C11 B1 C31 . . 113.9(3)
C7 C1 C2 . . 112.3(3)
C7 C1 N1 . . 107.6(3)
C2 C1 N1 . . 108.5(3)
C7 C1 C6 . . 110.1(3)
C2 C1 C6 . . 113.1(3)
N1 C1 C6 . . 104.9(3)
O3 N1 C5 . . 117.5(3)
O3 N1 C1 . . 117.6(3)
C5 N1 C1 . . 124.9(3)
C41 O1 B1 . . 127.5(3)
O2 B2 C51 . . 103.7(3)
O2 B2 C71 . . 104.6(3)
C51 B2 C71 . . 113.7(3)
O2 B2 C61 . . 110.9(3)
C51 B2 C61 . . 107.0(3)
C71 B2 C61 . . 116.1(3)
C3 C2 C1 . . 114.3(3)
C3 C2 H2A . . 108.7
C1 C2 H2A . . 108.7
C3 C2 H2B . . 108.7
C1 C2 H2B . . 108.7
H2A C2 H2B . . 107.6
C81 O2 B2 . . 124.5(3)
C2 C3 C4 . . 110.8(3)
C2 C3 H3A . . 109.5
C4 C3 H3A . . 109.5
C2 C3 H3B . . 109.5
C4 C3 H3B . . 109.5
H3A C3 H3B . . 108.1
C3 C4 C5 . . 113.8(3)
C3 C4 H4A . . 108.8
C5 C4 H4A . . 108.8
C3 C4 H4B . . 108.8
C5 C4 H4B . . 108.8
H4A C4 H4B . . 107.7
C9 C5 C4 . . 112.9(3)
C9 C5 N1 . . 107.8(3)
C4 C5 N1 . . 108.3(3)
C9 C5 C8 . . 110.3(3)
C4 C5 C8 . . 111.5(3)
N1 C5 C8 . . 105.7(3)
C1 C6 H6A . . 109.5
C1 C6 H6B . . 109.5
H6A C6 H6B . . 109.5
C1 C6 H6C . . 109.5
H6A C6 H6C . . 109.5
H6B C6 H6C . . 109.5
C1 C7 H7A . . 109.5
C1 C7 H7B . . 109.5
H7A C7 H7B . . 109.5
C1 C7 H7C . . 109.5
H7A C7 H7C . . 109.5
H7B C7 H7C . . 109.5
C5 C8 H8A . . 109.5
C5 C8 H8B . . 109.5
H8A C8 H8B . . 109.5
C5 C8 H8C . . 109.5
H8A C8 H8C . . 109.5
H8B C8 H8C . . 109.5
C5 C9 H9A . . 109.5
C5 C9 H9B . . 109.5
H9A C9 H9B . . 109.5
C5 C9 H9C . . 109.5
H9A C9 H9C . . 109.5
H9B C9 H9C . . 109.5
C12 C11 C16 . . 113.3(3)
C12 C11 B1 . . 126.2(3)
C16 C11 B1 . . 120.3(3)
F12 C12 C13 . . 115.4(3)
F12 C12 C11 . . 120.7(3)
C13 C12 C11 . . 123.8(3)
F13 C13 C14 . . 119.6(3)
F13 C13 C12 . . 120.8(3)
C14 C13 C12 . . 119.6(3)
F14 C14 C15 . . 120.8(3)
F14 C14 C13 . . 120.0(3)
C15 C14 C13 . . 119.2(3)
F15 C15 C14 . . 120.3(3)
F15 C15 C16 . . 120.1(3)
C14 C15 C16 . . 119.5(3)
F16 C16 C15 . . 116.0(3)
F16 C16 C11 . . 119.5(3)
C15 C16 C11 . . 124.5(3)
C26 C21 C22 . . 113.6(3)
C26 C21 B1 . . 127.1(3)
C22 C21 B1 . . 118.7(3)
F22 C22 C23 . . 116.4(3)
F22 C22 C21 . . 119.3(3)
C23 C22 C21 . . 124.3(4)
F23 C23 C24 . . 120.0(3)
F23 C23 C22 . . 120.7(4)
C24 C23 C22 . . 119.3(4)
F24 C24 C23 . . 120.3(4)
F24 C24 C25 . . 119.9(4)
C23 C24 C25 . . 119.8(4)
F25 C25 C24 . . 120.9(4)
F25 C25 C26 . . 120.3(4)
C24 C25 C26 . . 118.8(4)
F26 C26 C21 . . 120.7(3)
F26 C26 C25 . . 115.1(3)
C21 C26 C25 . . 124.2(4)
C32 C31 C36 . . 112.4(3)
C32 C31 B1 . . 127.0(3)
C36 C31 B1 . . 120.5(3)
F32 C32 C33 . . 114.8(3)
F32 C32 C31 . . 120.7(3)
C33 C32 C31 . . 124.5(3)
F33 C33 C34 . . 119.8(3)
F33 C33 C32 . . 120.4(4)
C34 C33 C32 . . 119.8(3)
F34 C34 C33 . . 121.3(3)
F34 C34 C35 . . 120.0(4)
C33 C34 C35 . . 118.7(3)
F35 C35 C34 . . 120.4(3)
F35 C35 C36 . . 120.3(3)
C34 C35 C36 . . 119.3(3)
F36 C36 C35 . . 115.2(3)
F36 C36 C31 . . 119.5(3)
C35 C36 C31 . . 125.2(3)
O1 C41 C42 . . 116.7(3)
O1 C41 C43 . 2_665 124.6(3)
C42 C41 C43 . 2_665 118.7(3)
C43 C42 C41 . . 121.3(3)
C43 C42 H42 . . 119.4
C41 C42 H42 . . 119.4
C42 C43 C41 . 2_665 120.0(3)
C42 C43 H43 . . 120.0
C41 C43 H43 2_665 . 120.0
C56 C51 C52 . . 113.8(3)
C56 C51 B2 . . 120.3(3)
C52 C51 B2 . . 125.8(3)
F52 C52 C53 . . 116.0(3)
F52 C52 C51 . . 120.3(3)
C53 C52 C51 . . 123.6(4)
F53 C53 C54 . . 120.0(4)
F53 C53 C52 . . 120.5(4)
C54 C53 C52 . . 119.5(4)
F54 C54 C55 . . 120.5(4)
F54 C54 C53 . . 120.5(4)
C55 C54 C53 . . 118.9(4)
F55 C55 C54 . . 119.7(4)
F55 C55 C56 . . 119.7(4)
C54 C55 C56 . . 120.6(4)
F56 C56 C55 . . 116.8(3)
F56 C56 C51 . . 119.6(3)
C55 C56 C51 . . 123.5(4)
C66 C61 C62 . . 113.5(3)
C66 C61 B2 . . 127.5(3)
C62 C61 B2 . . 118.8(3)
F62 C62 C63 . . 116.3(3)
F62 C62 C61 . . 118.6(3)
C63 C62 C61 . . 125.1(3)
F63 C63 C62 . . 121.2(3)
F63 C63 C64 . . 119.9(3)
C62 C63 C64 . . 118.9(3)
F64 C64 C65 . . 120.5(3)
F64 C64 C63 . . 121.1(3)
C65 C64 C63 . . 118.4(3)
F65 C65 C64 . . 118.7(3)
F65 C65 C66 . . 120.4(3)
C64 C65 C66 . . 120.9(3)
F66 C66 C65 . . 115.0(3)
F66 C66 C61 . . 121.9(3)
C65 C66 C61 . . 123.1(3)
C76 C71 C72 . . 113.2(3)
C76 C71 B2 . . 127.0(3)
C72 C71 B2 . . 119.0(3)
F72 C72 C73 . . 116.1(3)
F72 C72 C71 . . 119.3(3)
C73 C72 C71 . . 124.5(3)
F73 C73 C72 . . 120.6(3)
F73 C73 C74 . . 119.7(3)
C72 C73 C74 . . 119.7(3)
F74 C74 C75 . . 120.6(3)
F74 C74 C73 . . 120.9(3)
C75 C74 C73 . . 118.5(3)
F75 C75 C74 . . 120.0(3)
F75 C75 C76 . . 119.6(3)
C74 C75 C76 . . 120.4(3)
F76 C76 C75 . . 115.8(3)
F76 C76 C71 . . 120.5(3)
C75 C76 C71 . . 123.6(3)
O2 C81 C83 . 2_676 124.7(3)
O2 C81 C82 . . 116.7(3)
C83 C81 C82 2_676 . 118.6(3)
C83 C82 C81 . . 121.1(3)
C83 C82 H82 . . 119.5
C81 C82 H82 . . 119.5
C82 C83 C81 . 2_676 120.3(3)
C82 C83 H83 . . 119.8
C81 C83 H83 2_676 . 119.9
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
B1 O1 . 1.539(4)
B1 C21 . 1.643(5)
B1 C11 . 1.645(5)
B1 C31 . 1.646(5)
C1 C7 . 1.521(5)
C1 C2 . 1.530(5)
C1 N1 . 1.534(4)
C1 C6 . 1.544(5)
N1 O3 . 1.195(3)
N1 C5 . 1.528(4)
O1 C41 . 1.307(4)
B2 O2 . 1.532(4)
B2 C51 . 1.629(5)
B2 C71 . 1.634(5)
B2 C61 . 1.638(5)
C2 C3 . 1.516(5)
C2 H2A . 0.99
C2 H2B . 0.99
O2 C81 . 1.303(4)
C3 C4 . 1.517(5)
C3 H3A . 0.99
C3 H3B . 0.99
C4 C5 . 1.527(5)
C4 H4A . 0.99
C4 H4B . 0.99
C5 C9 . 1.521(4)
C5 C8 . 1.543(5)
C6 H6A . 0.98
C6 H6B . 0.98
C6 H6C . 0.98
C7 H7A . 0.98
C7 H7B . 0.98
C7 H7C . 0.98
C8 H8A . 0.98
C8 H8B . 0.98
C8 H8C . 0.98
C9 H9A . 0.98
C9 H9B . 0.98
C9 H9C . 0.98
C11 C12 . 1.389(5)
C11 C16 . 1.391(5)
C12 F12 . 1.348(4)
C12 C13 . 1.387(5)
C13 F13 . 1.347(4)
C13 C14 . 1.372(5)
C14 F14 . 1.351(4)
C14 C15 . 1.364(5)
C15 F15 . 1.351(4)
C15 C16 . 1.378(5)
C16 F16 . 1.353(4)
C21 C26 . 1.382(5)
C21 C22 . 1.386(5)
C22 F22 . 1.355(4)
C22 C23 . 1.376(5)
C23 F23 . 1.357(5)
C23 C24 . 1.363(6)
C24 F24 . 1.346(4)
C24 C25 . 1.372(6)
C25 F25 . 1.340(5)
C25 C26 . 1.385(5)
C26 F26 . 1.368(4)
C31 C32 . 1.387(5)
C31 C36 . 1.388(5)
C32 F32 . 1.355(4)
C32 C33 . 1.382(5)
C33 F33 . 1.349(4)
C33 C34 . 1.370(6)
C34 F34 . 1.343(4)
C34 C35 . 1.371(5)
C35 F35 . 1.352(4)
C35 C36 . 1.379(5)
C36 F36 . 1.359(4)
C41 C42 . 1.424(5)
C41 C43 2_665 1.425(5)
C42 C43 . 1.364(4)
C42 H42 . 0.95
C43 C41 2_665 1.425(5)
C43 H43 . 0.95
C51 C56 . 1.391(5)
C51 C52 . 1.395(5)
C52 F52 . 1.355(4)
C52 C53 . 1.380(5)
C53 F53 . 1.345(5)
C53 C54 . 1.373(6)
C54 F54 . 1.347(5)
C54 C55 . 1.364(6)
C55 F55 . 1.361(4)
C55 C56 . 1.366(5)
C56 F56 . 1.349(4)
C61 C66 . 1.383(5)
C61 C62 . 1.392(4)
C62 F62 . 1.349(4)
C62 C63 . 1.373(5)
C63 F63 . 1.344(4)
C63 C64 . 1.379(5)
C64 F64 . 1.344(4)
C64 C65 . 1.374(5)
C65 F65 . 1.357(4)
C65 C66 . 1.379(5)
C66 F66 . 1.351(4)
C71 C76 . 1.388(5)
C71 C72 . 1.390(5)
C72 F72 . 1.355(4)
C72 C73 . 1.369(5)
C73 F73 . 1.352(4)
C73 C74 . 1.378(5)
C74 F74 . 1.339(4)
C74 C75 . 1.360(5)
C75 F75 . 1.349(4)
C75 C76 . 1.383(5)
C76 F76 . 1.351(4)
C81 C83 2_676 1.424(5)
C81 C82 . 1.430(4)
C82 C83 . 1.346(5)
C82 H82 . 0.95
C83 C81 2_676 1.424(5)
C83 H83 . 0.95
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
C7 C1 N1 O3 . . 24.4(5)
C2 C1 N1 O3 . . 146.1(3)
C6 C1 N1 O3 . . -92.8(4)
C7 C1 N1 C5 . . -158.0(3)
C2 C1 N1 C5 . . -36.3(4)
C6 C1 N1 C5 . . 84.8(4)
C21 B1 O1 C41 . . 64.5(4)
C11 B1 O1 C41 . . -63.7(4)
C31 B1 O1 C41 . . 176.6(3)
C7 C1 C2 C3 . . 163.2(3)
N1 C1 C2 C3 . . 44.4(4)
C6 C1 C2 C3 . . -71.6(4)
C51 B2 O2 C81 . . 158.1(3)
C71 B2 O2 C81 . . 38.6(4)
C61 B2 O2 C81 . . -87.4(4)
C1 C2 C3 C4 . . -58.8(4)
C2 C3 C4 C5 . . 59.9(4)
C3 C4 C5 C9 . . -165.8(3)
C3 C4 C5 N1 . . -46.5(4)
C3 C4 C5 C8 . . 69.4(4)
O3 N1 C5 C9 . . -22.6(4)
C1 N1 C5 C9 . . 159.8(3)
O3 N1 C5 C4 . . -145.0(3)
C1 N1 C5 C4 . . 37.4(4)
O3 N1 C5 C8 . . 95.4(4)
C1 N1 C5 C8 . . -82.2(4)
O1 B1 C11 C12 . . 105.6(3)
C21 B1 C11 C12 . . -20.2(5)
C31 B1 C11 C12 . . -141.3(3)
O1 B1 C11 C16 . . -68.8(4)
C21 B1 C11 C16 . . 165.3(3)
C31 B1 C11 C16 . . 44.2(4)
C16 C11 C12 F12 . . 179.5(3)
B1 C11 C12 F12 . . 4.7(5)
C16 C11 C12 C13 . . 0.3(5)
B1 C11 C12 C13 . . -174.5(3)
F12 C12 C13 F13 . . 0.4(5)
C11 C12 C13 F13 . . 179.6(3)
F12 C12 C13 C14 . . 179.3(3)
C11 C12 C13 C14 . . -1.6(5)
F13 C13 C14 F14 . . -0.8(5)
C12 C13 C14 F14 . . -179.6(3)
F13 C13 C14 C15 . . 179.6(3)
C12 C13 C14 C15 . . 0.8(5)
F14 C14 C15 F15 . . 0.5(5)
C13 C14 C15 F15 . . -179.9(3)
F14 C14 C15 C16 . . -178.4(3)
C13 C14 C15 C16 . . 1.1(5)
F15 C15 C16 F16 . . -1.4(5)
C14 C15 C16 F16 . . 177.6(3)
F15 C15 C16 C11 . . 178.5(3)
C14 C15 C16 C11 . . -2.5(6)
C12 C11 C16 F16 . . -178.4(3)
B1 C11 C16 F16 . . -3.2(5)
C12 C11 C16 C15 . . 1.7(5)
B1 C11 C16 C15 . . 176.9(3)
O1 B1 C21 C26 . . 13.9(5)
C11 B1 C21 C26 . . 134.9(3)
C31 B1 C21 C26 . . -98.7(4)
O1 B1 C21 C22 . . -175.9(3)
C11 B1 C21 C22 . . -54.8(4)
C31 B1 C21 C22 . . 71.5(4)
C26 C21 C22 F22 . . 178.6(3)
B1 C21 C22 F22 . . 7.1(5)
C26 C21 C22 C23 . . 0.0(5)
B1 C21 C22 C23 . . -171.5(3)
F22 C22 C23 F23 . . 0.3(5)
C21 C22 C23 F23 . . 178.9(3)
F22 C22 C23 C24 . . -179.1(3)
C21 C22 C23 C24 . . -0.5(6)
F23 C23 C24 F24 . . 0.6(6)
C22 C23 C24 F24 . . 180.0(3)
F23 C23 C24 C25 . . -179.2(4)
C22 C23 C24 C25 . . 0.3(6)
F24 C24 C25 F25 . . 1.4(6)
C23 C24 C25 F25 . . -178.9(4)
F24 C24 C25 C26 . . -179.3(3)
C23 C24 C25 C26 . . 0.4(6)
C22 C21 C26 F26 . . -179.0(3)
B1 C21 C26 F26 . . -8.4(5)
C22 C21 C26 C25 . . 0.7(5)
B1 C21 C26 C25 . . 171.4(3)
F25 C25 C26 F26 . . -1.9(5)
C24 C25 C26 F26 . . 178.8(3)
F25 C25 C26 C21 . . 178.3(3)
C24 C25 C26 C21 . . -1.0(6)
O1 B1 C31 C32 . . 139.0(3)
C21 B1 C31 C32 . . -102.0(4)
C11 B1 C31 C32 . . 26.3(5)
O1 B1 C31 C36 . . -45.7(4)
C21 B1 C31 C36 . . 73.2(4)
C11 B1 C31 C36 . . -158.5(3)
C36 C31 C32 F32 . . -178.6(3)
B1 C31 C32 F32 . . -3.1(5)
C36 C31 C32 C33 . . 2.1(5)
B1 C31 C32 C33 . . 177.6(3)
F32 C32 C33 F33 . . -0.7(5)
C31 C32 C33 F33 . . 178.7(3)
F32 C32 C33 C34 . . 179.4(3)
C31 C32 C33 C34 . . -1.3(5)
F33 C33 C34 F34 . . -0.8(5)
C32 C33 C34 F34 . . 179.1(3)
F33 C33 C34 C35 . . -179.6(3)
C32 C33 C34 C35 . . 0.4(5)
F34 C34 C35 F35 . . -1.2(5)
C33 C34 C35 F35 . . 177.6(3)
F34 C34 C35 C36 . . -179.3(3)
C33 C34 C35 C36 . . -0.5(5)
F35 C35 C36 F36 . . 3.4(5)
C34 C35 C36 F36 . . -178.4(3)
F35 C35 C36 C31 . . -176.5(3)
C34 C35 C36 C31 . . 1.6(5)
C32 C31 C36 F36 . . 177.8(3)
B1 C31 C36 F36 . . 1.9(5)
C32 C31 C36 C35 . . -2.3(5)
B1 C31 C36 C35 . . -178.1(3)
B1 O1 C41 C42 . . 171.0(3)
B1 O1 C41 C43 . 2_665 -9.1(5)
O1 C41 C42 C43 . . -179.8(3)
C43 C41 C42 C43 2_665 . 0.4(5)
C41 C42 C43 C41 . 2_665 -0.4(5)
O2 B2 C51 C56 . . 46.5(4)
C71 B2 C51 C56 . . 159.6(3)
C61 B2 C51 C56 . . -70.8(4)
O2 B2 C51 C52 . . -136.2(3)
C71 B2 C51 C52 . . -23.1(5)
C61 B2 C51 C52 . . 106.5(4)
C56 C51 C52 F52 . . 178.0(3)
B2 C51 C52 F52 . . 0.6(5)
C56 C51 C52 C53 . . -0.1(5)
B2 C51 C52 C53 . . -177.6(3)
F52 C52 C53 F53 . . 1.6(5)
C51 C52 C53 F53 . . 179.8(3)
F52 C52 C53 C54 . . -179.1(3)
C51 C52 C53 C54 . . -0.9(6)
F53 C53 C54 F54 . . 1.6(6)
C52 C53 C54 F54 . . -177.7(3)
F53 C53 C54 C55 . . 179.3(4)
C52 C53 C54 C55 . . 0.0(6)
F54 C54 C55 F55 . . -2.1(6)
C53 C54 C55 F55 . . -179.8(3)
F54 C54 C55 C56 . . 179.6(3)
C53 C54 C55 C56 . . 1.9(6)
F55 C55 C56 F56 . . -0.9(5)
C54 C55 C56 F56 . . 177.4(3)
F55 C55 C56 C51 . . 178.7(3)
C54 C55 C56 C51 . . -3.0(6)
C52 C51 C56 F56 . . -178.3(3)
B2 C51 C56 F56 . . -0.7(5)
C52 C51 C56 C55 . . 2.1(5)
B2 C51 C56 C55 . . 179.7(3)
O2 B2 C61 C66 . . 6.7(5)
C51 B2 C61 C66 . . 119.2(4)
C71 B2 C61 C66 . . -112.6(4)
O2 B2 C61 C62 . . -168.2(3)
C51 B2 C61 C62 . . -55.7(4)
C71 B2 C61 C62 . . 72.5(4)
C66 C61 C62 F62 . . 177.3(3)
B2 C61 C62 F62 . . -7.1(5)
C66 C61 C62 C63 . . -1.5(5)
B2 C61 C62 C63 . . 174.1(3)
F62 C62 C63 F63 . . 1.6(5)
C61 C62 C63 F63 . . -179.6(3)
F62 C62 C63 C64 . . -176.4(3)
C61 C62 C63 C64 . . 2.4(5)
F63 C63 C64 F64 . . 0.7(5)
C62 C63 C64 F64 . . 178.7(3)
F63 C63 C64 C65 . . -178.4(3)
C62 C63 C64 C65 . . -0.4(5)
F64 C64 C65 F65 . . -1.6(5)
C63 C64 C65 F65 . . 177.6(3)
F64 C64 C65 C66 . . 178.5(3)
C63 C64 C65 C66 . . -2.3(6)
F65 C65 C66 F66 . . 2.9(5)
C64 C65 C66 F66 . . -177.2(3)
F65 C65 C66 C61 . . -176.5(3)
C64 C65 C66 C61 . . 3.4(6)
C62 C61 C66 F66 . . 179.2(3)
B2 C61 C66 F66 . . 4.0(6)
C62 C61 C66 C65 . . -1.4(5)
B2 C61 C66 C65 . . -176.6(4)
O2 B2 C71 C76 . . -121.5(3)
C51 B2 C71 C76 . . 125.9(4)
C61 B2 C71 C76 . . 1.1(5)
O2 B2 C71 C72 . . 48.0(4)
C51 B2 C71 C72 . . -64.5(4)
C61 B2 C71 C72 . . 170.6(3)
C76 C71 C72 F72 . . -178.0(3)
B2 C71 C72 F72 . . 11.1(5)
C76 C71 C72 C73 . . 4.3(5)
B2 C71 C72 C73 . . -166.6(3)
F72 C72 C73 F73 . . 0.1(5)
C71 C72 C73 F73 . . 177.9(3)
F72 C72 C73 C74 . . 179.0(3)
C71 C72 C73 C74 . . -3.3(6)
F73 C73 C74 F74 . . -0.1(5)
C72 C73 C74 F74 . . -178.9(3)
F73 C73 C74 C75 . . 178.6(3)
C72 C73 C74 C75 . . -0.3(5)
F74 C74 C75 F75 . . 0.6(5)
C73 C74 C75 F75 . . -178.0(3)
F74 C74 C75 C76 . . -179.0(3)
C73 C74 C75 C76 . . 2.3(6)
F75 C75 C76 F76 . . -4.9(5)
C74 C75 C76 F76 . . 174.8(3)
F75 C75 C76 C71 . . 179.3(3)
C74 C75 C76 C71 . . -1.1(6)
C72 C71 C76 F76 . . -177.8(3)
B2 C71 C76 F76 . . -7.7(5)
C72 C71 C76 C75 . . -2.1(5)
B2 C71 C76 C75 . . 167.9(3)
B2 O2 C81 C83 . 2_676 24.8(5)
B2 O2 C81 C82 . . -153.5(3)
O2 C81 C82 C83 . . 175.4(3)
C83 C81 C82 C83 2_676 . -3.1(6)
C81 C82 C83 C81 . 2_676 3.1(6)
