#------------------------------------------------------------------------------
#$Date: 2019-11-17 06:50:31 +0200 (Sun, 17 Nov 2019) $
#$Revision: 228497 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/16/7121678.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_7121678
loop_
_publ_author_name
'Li, Jun'
'Daniliuc, Constantin G.'
'Kehr, Gerald'
'Erker, Gerhard'
_publ_section_title
;
 Selective formation of heterocyclic trans-cycloalkenes by alkyne addition
 to a biphenylene-based phosphane/borane frustrated Lewis pair.
;
_journal_issue                   49
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              6344
_journal_page_last               6347
_journal_paper_doi               10.1039/c8cc03369b
_journal_volume                  54
_journal_year                    2018
_chemical_formula_sum            'C54 H42 B F10 P'
_chemical_formula_weight         922.65
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_update_record
;
2017-11-28 deposited with the CCDC.
2018-05-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.346(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   41.3837(18)
_cell_length_b                   8.8110(4)
_cell_length_c                   24.2497(10)
_cell_measurement_reflns_used    8017
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      66.5387
_cell_measurement_theta_min      3.6679
_cell_volume                     8788.0(7)
_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    'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'
_computing_publication_material  'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'
_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 8.3333
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Kappa CCD APEXII'
_diffrn_measurement_method       'phi / omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1110
_diffrn_reflns_av_unetI/netI     0.0459
_diffrn_reflns_limit_h_max       49
_diffrn_reflns_limit_h_min       -49
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            81755
_diffrn_reflns_theta_full        66.71
_diffrn_reflns_theta_max         66.71
_diffrn_reflns_theta_min         3.67
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.255
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.81
_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            colourless
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             3808
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.381
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     620
_refine_ls_number_reflns         7781
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0599
_refine_ls_R_factor_gt           0.0426
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0530P)²+4.1854P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1006
_refine_ls_wR_factor_ref         0.1084
_reflns_number_gt                5926
_reflns_number_total             7781
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8cc03369b2.cif
_cod_data_source_block           erk8941
_cod_depositor_comments
'Adding full bibliography for 7121673--7121682.cif.'
_cod_database_code               7121678
loop_
_space_group_symop_operation_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_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_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
B B1 0.36191(6) 0.2077(3) 0.80842(9) 0.0179(5) Uani d . . . 1
P P1 0.34490(2) 0.04491(6) 0.64775(2) 0.01641(13) Uani d . . . 1
C C1 0.31069(5) 0.1760(2) 0.64265(8) 0.0179(4) Uani d . . . 1
C C2 0.28955(5) 0.1870(2) 0.59196(8) 0.0199(4) Uani d . . . 1
H H2 0.2939 0.1261 0.5613 0.024 Uiso calc U . R 1
C C3 0.26310(5) 0.2829(3) 0.58614(8) 0.0211(5) Uani d . . . 1
H H3 0.2496 0.2853 0.5518 0.025 Uiso calc U . R 1
C C4 0.25557(5) 0.3781(3) 0.62997(8) 0.0208(5) Uani d . . . 1
H H4 0.2376 0.4459 0.626 0.025 Uiso calc U . R 1
C C5 0.27399(5) 0.5226(2) 0.77546(9) 0.0193(4) Uani d . . . 1
H H5 0.2559 0.5888 0.7687 0.023 Uiso calc U . R 1
C C6 0.29410(5) 0.5198(2) 0.82667(8) 0.0192(4) Uani d . . . 1
H H6 0.2894 0.5863 0.8556 0.023 Uiso calc U . R 1
C C7 0.32038(5) 0.4226(2) 0.83552(8) 0.0184(4) Uani d . . . 1
H H7 0.3331 0.4271 0.8706 0.022 Uiso calc U . R 1
C C8 0.32979(5) 0.3160(2) 0.79587(8) 0.0175(4) Uani d . . . 1
C C9 0.30973(5) 0.3235(2) 0.74590(8) 0.0167(4) Uani d . . . 1
C C10 0.30270(5) 0.2659(2) 0.68592(8) 0.0170(4) Uani d . . . 1
C C11 0.27557(5) 0.3665(2) 0.67805(8) 0.0177(4) Uani d . . . 1
C C12 0.28264(5) 0.4229(2) 0.73660(8) 0.0177(4) Uani d . . . 1
C C13 0.35018(5) 0.0103(2) 0.72244(8) 0.0175(4) Uani d . . . 1
C C14 0.36425(5) 0.1321(2) 0.74808(8) 0.0166(4) Uani d . . . 1
H H14 0.3785 0.1848 0.7265 0.02 Uiso calc U . R 1
C C35 0.44089(5) 0.1048(3) 0.63487(9) 0.0227(5) Uani d . . . 1
H H35 0.4601 0.0472 0.6448 0.027 Uiso calc U . R 1
C C15 0.33427(5) -0.1184(2) 0.74842(8) 0.0183(4) Uani d . . . 1
C C16 0.30946(5) -0.0941(3) 0.77808(8) 0.0204(5) Uani d . . . 1
H H16A 0.3018 0.0063 0.7827 0.024 Uiso calc U . R 1
H H16B 0.2994 -0.1771 0.7945 0.024 Uiso calc U . R 1
C C17 0.34787(6) -0.2739(3) 0.74031(9) 0.0245(5) Uani d . . . 1
H H17A 0.3357 -0.349 0.7594 0.037 Uiso calc U . R 1
H H17B 0.3708 -0.2765 0.7556 0.037 Uiso calc U . R 1
H H17C 0.346 -0.2976 0.7006 0.037 Uiso calc U . R 1
C C21 0.33179(5) -0.1081(2) 0.59809(8) 0.0178(4) Uani d . . . 1
C C22 0.34852(5) -0.1462(2) 0.55141(8) 0.0194(4) Uani d . . . 1
C C23 0.33514(5) -0.2562(2) 0.51460(8) 0.0208(5) Uani d . . . 1
H H23 0.3466 -0.283 0.4842 0.025 Uiso calc U . R 1
C C24 0.30582(5) -0.3294(2) 0.51984(8) 0.0212(5) Uani d . . . 1
C C25 0.28961(5) -0.2888(3) 0.56450(8) 0.0214(5) Uani d . . . 1
H H25 0.2694 -0.3363 0.5688 0.026 Uiso calc U . R 1
C C26 0.30173(5) -0.1809(2) 0.60362(8) 0.0192(4) Uani d . . . 1
C C27 0.37983(5) -0.0782(3) 0.53585(9) 0.0243(5) Uani d . . . 1
H H27A 0.398 -0.1113 0.5625 0.036 Uiso calc U . R 1
H H27B 0.3783 0.0328 0.5364 0.036 Uiso calc U . R 1
H H27C 0.3835 -0.112 0.4985 0.036 Uiso calc U . R 1
C C28 0.29202(6) -0.4453(3) 0.47827(9) 0.0276(5) Uani d . . . 1
H H28A 0.3056 -0.5367 0.4815 0.041 Uiso calc U . R 1
H H28B 0.2916 -0.4035 0.4408 0.041 Uiso calc U . R 1
H H28C 0.2699 -0.4714 0.4855 0.041 Uiso calc U . R 1
C C29 0.27990(5) -0.1538(3) 0.64864(9) 0.0237(5) Uani d . . . 1
H H29A 0.2575 -0.1392 0.6318 0.036 Uiso calc U . R 1
H H29B 0.2872 -0.063 0.6698 0.036 Uiso calc U . R 1
H H29C 0.2809 -0.2417 0.6735 0.036 Uiso calc U . R 1
C C31 0.38263(5) 0.1337(2) 0.63227(8) 0.0183(4) Uani d . . . 1
F F52 0.38829(3) 0.43472(14) 0.73403(5) 0.0234(3) Uani d . . . 1
C C32 0.38479(5) 0.2782(3) 0.60806(8) 0.0216(5) Uani d . . . 1
F F53 0.43832(3) 0.61647(15) 0.75695(5) 0.0301(3) Uani d . . . 1
C C33 0.41540(6) 0.3282(3) 0.59666(9) 0.0256(5) Uani d . . . 1
H H33 0.417 0.4247 0.5797 0.031 Uiso calc U . R 1
F F54 0.47241(3) 0.62055(16) 0.85963(6) 0.0329(3) Uani d . . . 1
C C34 0.44350(5) 0.2438(3) 0.60897(9) 0.0263(5) Uani d . . . 1
F F55 0.45289(3) 0.43851(16) 0.94074(5) 0.0340(3) Uani d . . . 1
F F56 0.40248(3) 0.25620(15) 0.92052(5) 0.0287(3) Uani d . . . 1
C C36 0.41126(5) 0.0469(2) 0.64681(8) 0.0186(4) Uani d . . . 1
C C37 0.35680(6) 0.3863(3) 0.59311(10) 0.0285(5) Uani d . . . 1
H H37A 0.3646 0.476 0.5747 0.043 Uiso calc U . R 1
H H37B 0.3476 0.4174 0.6269 0.043 Uiso calc U . R 1
H H37C 0.34 0.3356 0.568 0.043 Uiso calc U . R 1
C C38 0.47580(6) 0.2998(3) 0.59374(11) 0.0362(6) Uani d . . . 1
H H38A 0.4774 0.2791 0.5544 0.054 Uiso calc U . R 1
H H38B 0.4934 0.2474 0.6164 0.054 Uiso calc U . R 1
H H38C 0.4776 0.4093 0.6005 0.054 Uiso calc U . R 1
C C39 0.41136(5) -0.1089(3) 0.67285(9) 0.0219(5) Uani d . . . 1
H H39A 0.4311 -0.1634 0.6656 0.033 Uiso calc U . R 1
H H39B 0.3922 -0.1657 0.6569 0.033 Uiso calc U . R 1
H H39C 0.4108 -0.0988 0.713 0.033 Uiso calc U . R 1
C C41 0.35991(5) 0.0762(2) 0.85638(8) 0.0173(4) Uani d . . . 1
C C42 0.38488(5) -0.0298(3) 0.86375(8) 0.0202(5) Uani d . . . 1
F F42 0.41087(3) -0.01500(15) 0.83488(5) 0.0277(3) Uani d . . . 1
C C43 0.38531(6) -0.1536(3) 0.89845(9) 0.0238(5) Uani d . . . 1
F F43 0.41044(3) -0.25139(16) 0.90333(6) 0.0364(3) Uani d . . . 1
C C44 0.35962(6) -0.1775(3) 0.92885(9) 0.0252(5) Uani d . . . 1
F F44 0.35936(4) -0.29707(16) 0.96337(6) 0.0353(3) Uani d . . . 1
C C45 0.33443(5) -0.0739(3) 0.92440(8) 0.0208(5) Uani d . . . 1
F F45 0.30939(3) -0.09434(15) 0.95532(5) 0.0284(3) Uani d . . . 1
C C46 0.33514(5) 0.0481(2) 0.88909(8) 0.0177(4) Uani d . . . 1
F F46 0.30847(3) 0.13986(14) 0.88620(5) 0.0223(3) Uani d . . . 1
C C51 0.39321(5) 0.3243(2) 0.82482(8) 0.0174(4) Uani d . . . 1
C C52 0.40389(5) 0.4249(2) 0.78617(8) 0.0193(5) Uani d . . . 1
C C53 0.42981(5) 0.5233(2) 0.79673(9) 0.0215(5) Uani d . . . 1
C C54 0.44713(5) 0.5256(3) 0.84850(9) 0.0241(5) Uani d . . . 1
C C55 0.43724(5) 0.4331(3) 0.88920(9) 0.0244(5) Uani d . . . 1
C C56 0.41099(5) 0.3379(2) 0.87664(8) 0.0207(5) Uani d . . . 1
C C61 0.53166(7) 0.9607(4) 1.01834(12) 0.0465(7) Uani d . . . 1
H H61 0.5534 0.9336 1.031 0.056 Uiso calc U . R 1
C C63 0.48351(7) 0.9258(4) 0.95507(12) 0.0477(7) Uani d . . . 1
H H63 0.4722 0.8748 0.9243 0.057 Uiso calc U . R 1
C C62 0.51542(7) 0.8863(3) 0.97346(12) 0.0437(7) Uani d . . D 1
C C64 0.53027(17) 0.7608(7) 0.9470(3) 0.0385(13) Uani d . P . 0.5
H H64A 0.5283 0.7775 0.9068 0.058 Uiso calc U P R 0.5
H H64B 0.5192 0.6661 0.955 0.058 Uiso calc U P R 0.5
H H64C 0.5533 0.754 0.9614 0.058 Uiso calc U P R 0.5
H H62 0.525(2) 0.811(7) 0.952(3) 0.046 Uiso d U P D 0.5
C C71 0.5 0.1866(4) 0.75 0.0295(7) Uani d T P S 1
C C72 0.47811(6) 0.1058(3) 0.77817(9) 0.0270(5) Uani d . . . 1
H H72 0.4629 0.1591 0.7974 0.032 Uiso calc U . R 1
C C73 0.47820(5) -0.0506(3) 0.77854(9) 0.0277(5) Uani d . . . 1
H H73 0.4633 -0.1041 0.7984 0.033 Uiso calc U . R 1
C C74 0.5 -0.1302(4) 0.75 0.0300(8) Uani d T P S 1
H H74 0.5 -0.238 0.75 0.036 Uiso calc U P R 1
C C75 0.5 0.3569(5) 0.75 0.0586(15) Uani d T P S 1
H H75A 0.4935(9) 0.395(4) 0.7804(15) 0.068(11) Uiso d . . . 1
H H75B 0.4750(15) 0.395(7) 0.725(2) 0.046(17) Uiso d . P . 0.5
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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 '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
C14 B1 C8 . . 101.53(16)
C14 B1 C41 . . 111.16(17)
C8 B1 C41 . . 115.92(17)
C14 B1 C51 . . 110.27(17)
C8 B1 C51 . . 106.16(17)
C41 B1 C51 . . 111.28(16)
C1 P1 C31 . . 113.02(10)
C1 P1 C13 . . 100.39(9)
C31 P1 C13 . . 105.35(9)
C1 P1 C21 . . 104.38(9)
C31 P1 C21 . . 112.05(9)
C13 P1 C21 . . 121.25(10)
C10 C1 C2 . . 115.96(19)
C10 C1 P1 . . 124.13(15)
C2 C1 P1 . . 119.89(16)
C3 C2 C1 . . 122.21(19)
C3 C2 H2 . . 118.9
C1 C2 H2 . . 118.9
C2 C3 C4 . . 121.66(19)
C2 C3 H3 . . 119.2
C4 C3 H3 . . 119.2
C11 C4 C3 . . 115.9(2)
C11 C4 H4 . . 122.1
C3 C4 H4 . . 122.1
C12 C5 C6 . . 114.88(19)
C12 C5 H5 . . 122.6
C6 C5 H5 . . 122.6
C7 C6 C5 . . 121.53(19)
C7 C6 H6 . . 119.2
C5 C6 H6 . . 119.2
C6 C7 C8 . . 124.83(19)
C6 C7 H7 . . 117.6
C8 C7 H7 . . 117.6
C9 C8 C7 . . 111.93(19)
C9 C8 B1 . . 125.67(18)
C7 C8 B1 . . 122.30(18)
C8 C9 C12 . . 123.48(19)
C8 C9 C10 . . 147.09(19)
C12 C9 C10 . . 89.42(16)
C1 C10 C11 . . 120.32(18)
C1 C10 C9 . . 150.48(19)
C11 C10 C9 . . 89.16(16)
C4 C11 C10 . . 123.91(19)
C4 C11 C12 . . 145.5(2)
C10 C11 C12 . . 90.63(16)
C5 C12 C9 . . 123.34(19)
C5 C12 C11 . . 145.8(2)
C9 C12 C11 . . 90.79(16)
C14 C13 C15 . . 127.18(18)
C14 C13 P1 . . 108.93(15)
C15 C13 P1 . . 122.55(15)
C13 C14 B1 . . 132.96(19)
C13 C14 H14 . . 113.5
B1 C14 H14 . . 113.5
C34 C35 C36 . . 122.3(2)
C34 C35 H35 . . 118.8
C36 C35 H35 . . 118.8
C16 C15 C13 . . 120.6(2)
C16 C15 C17 . . 122.6(2)
C13 C15 C17 . . 116.76(18)
C15 C16 H16A . . 120.0
C15 C16 H16B . . 120.0
H16A C16 H16B . . 120.0
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
C26 C21 C22 . . 118.34(19)
C26 C21 P1 . . 117.72(15)
C22 C21 P1 . . 123.63(16)
C23 C22 C21 . . 118.6(2)
C23 C22 C27 . . 114.03(18)
C21 C22 C27 . . 127.39(19)
C22 C23 C24 . . 123.59(19)
C22 C23 H23 . . 118.2
C24 C23 H23 . . 118.2
C25 C24 C23 . . 117.1(2)
C25 C24 C28 . . 121.3(2)
C23 C24 C28 . . 121.58(19)
C24 C25 C26 . . 122.6(2)
C24 C25 H25 . . 118.7
C26 C25 H25 . . 118.7
C25 C26 C21 . . 119.75(19)
C25 C26 C29 . . 113.55(19)
C21 C26 C29 . . 126.69(19)
C22 C27 H27A . . 109.5
C22 C27 H27B . . 109.5
H27A C27 H27B . . 109.5
C22 C27 H27C . . 109.5
H27A C27 H27C . . 109.5
H27B C27 H27C . . 109.5
C24 C28 H28A . . 109.5
C24 C28 H28B . . 109.5
H28A C28 H28B . . 109.5
C24 C28 H28C . . 109.5
H28A C28 H28C . . 109.5
H28B C28 H28C . . 109.5
C26 C29 H29A . . 109.5
C26 C29 H29B . . 109.5
H29A C29 H29B . . 109.5
C26 C29 H29C . . 109.5
H29A C29 H29C . . 109.5
H29B C29 H29C . . 109.5
C32 C31 C36 . . 120.01(19)
C32 C31 P1 . . 124.70(16)
C36 C31 P1 . . 115.29(16)
C33 C32 C31 . . 117.9(2)
C33 C32 C37 . . 116.1(2)
C31 C32 C37 . . 125.9(2)
C34 C33 C32 . . 123.1(2)
C34 C33 H33 . . 118.5
C32 C33 H33 . . 118.5
C33 C34 C35 . . 117.8(2)
C33 C34 C38 . . 121.1(2)
C35 C34 C38 . . 121.0(2)
C35 C36 C31 . . 118.8(2)
C35 C36 C39 . . 117.38(19)
C31 C36 C39 . . 123.81(19)
C32 C37 H37A . . 109.5
C32 C37 H37B . . 109.5
H37A C37 H37B . . 109.5
C32 C37 H37C . . 109.5
H37A C37 H37C . . 109.5
H37B C37 H37C . . 109.5
C34 C38 H38A . . 109.5
C34 C38 H38B . . 109.5
H38A C38 H38B . . 109.5
C34 C38 H38C . . 109.5
H38A C38 H38C . . 109.5
H38B C38 H38C . . 109.5
C36 C39 H39A . . 109.5
C36 C39 H39B . . 109.5
H39A C39 H39B . . 109.5
C36 C39 H39C . . 109.5
H39A C39 H39C . . 109.5
H39B C39 H39C . . 109.5
C46 C41 C42 . . 113.12(19)
C46 C41 B1 . . 128.83(19)
C42 C41 B1 . . 117.89(18)
F42 C42 C43 . . 115.80(19)
F42 C42 C41 . . 119.43(18)
C43 C42 C41 . . 124.8(2)
F43 C43 C44 . . 119.4(2)
F43 C43 C42 . . 121.2(2)
C44 C43 C42 . . 119.4(2)
F44 C44 C43 . . 120.8(2)
F44 C44 C45 . . 120.5(2)
C43 C44 C45 . . 118.6(2)
F45 C45 C46 . . 121.19(19)
F45 C45 C44 . . 119.03(19)
C46 C45 C44 . . 119.78(19)
F46 C46 C45 . . 114.95(18)
F46 C46 C41 . . 120.67(18)
C45 C46 C41 . . 124.3(2)
C56 C51 C52 . . 112.13(19)
C56 C51 B1 . . 126.08(18)
C52 C51 B1 . . 121.77(18)
F52 C52 C53 . . 114.36(18)
F52 C52 C51 . . 120.80(18)
C53 C52 C51 . . 124.82(19)
F53 C53 C54 . . 119.68(19)
F53 C53 C52 . . 120.70(19)
C54 C53 C52 . . 119.6(2)
F54 C54 C53 . . 120.5(2)
F54 C54 C55 . . 120.7(2)
C53 C54 C55 . . 118.7(2)
F55 C55 C54 . . 119.7(2)
F55 C55 C56 . . 120.9(2)
C54 C55 C56 . . 119.4(2)
F56 C56 C55 . . 114.44(18)
F56 C56 C51 . . 120.26(19)
C55 C56 C51 . . 125.3(2)
C63 C61 C62 5_677 . 120.4(3)
C63 C61 H61 5_677 . 119.8
C62 C61 H61 . . 119.8
C61 C63 C62 5_677 . 119.8(3)
C61 C63 H63 5_677 . 120.1
C62 C63 H63 . . 120.1
C61 C62 C63 . . 119.7(3)
C61 C62 C64 . . 121.2(4)
C63 C62 C64 . . 118.9(4)
C61 C62 H62 . . 124.(5)
C63 C62 H62 . . 116.(5)
C64 C62 H62 . . 7.(5)
C62 C64 H64A . . 109.5
C62 C64 H64B . . 109.5
H64A C64 H64B . . 109.5
C62 C64 H64C . . 109.5
H64A C64 H64C . . 109.5
H64B C64 H64C . . 109.5
C62 C64 H62 . . 12.(10)
H64A C64 H62 . . 97.6
H64B C64 H62 . . 118.1
H64C C64 H62 . . 112.0
C72 C71 C72 . 2_656 118.3(3)
C72 C71 C75 . . 120.84(16)
C72 C71 C75 2_656 . 120.84(16)
C73 C72 C71 . . 121.0(2)
C73 C72 H72 . . 119.5
C71 C72 H72 . . 119.5
C72 C73 C74 . . 120.2(2)
C72 C73 H73 . . 119.9
C74 C73 H73 . . 119.9
C73 C74 C73 2_656 . 119.3(3)
C73 C74 H74 2_656 . 120.4
C73 C74 H74 . . 120.4
C71 C75 H75A . . 112.(2)
C71 C75 H75B . . 106.(3)
H75A C75 H75B . . 89.(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
B1 C14 . 1.620(3)
B1 C8 . 1.637(3)
B1 C41 . 1.650(3)
B1 C51 . 1.667(3)
P1 C1 . 1.821(2)
P1 C31 . 1.822(2)
P1 C13 . 1.826(2)
P1 C21 . 1.849(2)
C1 C10 . 1.384(3)
C1 C2 . 1.431(3)
C2 C3 . 1.378(3)
C2 H2 . 0.95
C3 C4 . 1.415(3)
C3 H3 . 0.95
C4 C11 . 1.357(3)
C4 H4 . 0.95
C5 C12 . 1.364(3)
C5 C6 . 1.417(3)
C5 H5 . 0.95
C6 C7 . 1.382(3)
C6 H6 . 0.95
C7 C8 . 1.429(3)
C7 H7 . 0.95
C8 C9 . 1.393(3)
C9 C12 . 1.421(3)
C9 C10 . 1.538(3)
C10 C11 . 1.426(3)
C11 C12 . 1.502(3)
C13 C14 . 1.341(3)
C13 C15 . 1.486(3)
C14 H14 . 0.95
C35 C34 . 1.386(3)
C35 C36 . 1.388(3)
C35 H35 . 0.95
C15 C16 . 1.334(3)
C15 C17 . 1.502(3)
C16 H16A . 0.95
C16 H16B . 0.95
C17 H17A . 0.98
C17 H17B . 0.98
C17 H17C . 0.98
C21 C26 . 1.419(3)
C21 C22 . 1.430(3)
C22 C23 . 1.391(3)
C22 C27 . 1.513(3)
C23 C24 . 1.392(3)
C23 H23 . 0.95
C24 C25 . 1.382(3)
C24 C28 . 1.503(3)
C25 C26 . 1.397(3)
C25 H25 . 0.95
C26 C29 . 1.511(3)
C27 H27A . 0.98
C27 H27B . 0.98
C27 H27C . 0.98
C28 H28A . 0.98
C28 H28B . 0.98
C28 H28C . 0.98
C29 H29A . 0.98
C29 H29B . 0.98
C29 H29C . 0.98
C31 C32 . 1.408(3)
C31 C36 . 1.422(3)
F52 C52 . 1.357(2)
C32 C33 . 1.398(3)
C32 C37 . 1.513(3)
F53 C53 . 1.343(2)
C33 C34 . 1.385(3)
C33 H33 . 0.95
F54 C54 . 1.344(3)
C34 C38 . 1.509(3)
F55 C55 . 1.344(2)
F56 C56 . 1.363(2)
C36 C39 . 1.511(3)
C37 H37A . 0.98
C37 H37B . 0.98
C37 H37C . 0.98
C38 H38A . 0.98
C38 H38B . 0.98
C38 H38C . 0.98
C39 H39A . 0.98
C39 H39B . 0.98
C39 H39C . 0.98
C41 C46 . 1.386(3)
C41 C42 . 1.390(3)
C42 F42 . 1.353(2)
C42 C43 . 1.377(3)
C43 F43 . 1.346(3)
C43 C44 . 1.375(3)
C44 F44 . 1.347(3)
C44 C45 . 1.381(3)
C45 F45 . 1.356(2)
C45 C46 . 1.376(3)
C46 F46 . 1.364(2)
C51 C56 . 1.389(3)
C51 C52 . 1.397(3)
C52 C53 . 1.380(3)
C53 C54 . 1.375(3)
C54 C55 . 1.376(3)
C55 C56 . 1.380(3)
C61 C63 5_677 1.378(4)
C61 C62 . 1.380(4)
C61 H61 . 0.95
C63 C61 5_677 1.378(4)
C63 C62 . 1.391(4)
C63 H63 . 0.95
C62 C64 . 1.448(6)
C62 H62 . 0.96(2)
C64 H64A . 0.98
C64 H64B . 0.98
C64 H64C . 0.98
C64 H62 . 0.51(3)
C71 C72 . 1.390(3)
C71 C72 2_656 1.390(3)
C71 C75 . 1.500(6)
C72 C73 . 1.378(3)
C72 H72 . 0.95
C73 C74 . 1.387(3)
C73 H73 . 0.95
C74 C73 2_656 1.386(3)
C74 H74 . 0.95
C75 H75A . 0.88(4)
C75 H75B . 1.18(6)
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
C31 P1 C1 C10 . . -87.95(19)
C13 P1 C1 C10 . . 23.8(2)
C21 P1 C1 C10 . . 150.04(18)
C31 P1 C1 C2 . . 93.98(18)
C13 P1 C1 C2 . . -154.28(17)
C21 P1 C1 C2 . . -28.03(19)
C10 C1 C2 C3 . . 1.0(3)
P1 C1 C2 C3 . . 179.17(17)
C1 C2 C3 C4 . . 0.9(3)
C2 C3 C4 C11 . . -1.3(3)
C12 C5 C6 C7 . . 0.1(3)
C5 C6 C7 C8 . . -0.9(3)
C6 C7 C8 C9 . . 1.6(3)
C6 C7 C8 B1 . . 178.10(19)
C14 B1 C8 C9 . . 4.6(3)
C41 B1 C8 C9 . . -116.0(2)
C51 B1 C8 C9 . . 119.9(2)
C14 B1 C8 C7 . . -171.44(18)
C41 B1 C8 C7 . . 68.0(3)
C51 B1 C8 C7 . . -56.1(2)
C7 C8 C9 C12 . . -1.7(3)
B1 C8 C9 C12 . . -178.08(19)
C7 C8 C9 C10 . . 176.2(3)
B1 C8 C9 C10 . . -0.2(5)
C2 C1 C10 C11 . . -2.4(3)
P1 C1 C10 C11 . . 179.50(16)
C2 C1 C10 C9 . . -179.0(3)
P1 C1 C10 C9 . . 2.8(5)
C8 C9 C10 C1 . . -1.4(6)
C12 C9 C10 C1 . . 176.8(4)
C8 C9 C10 C11 . . -178.5(3)
C12 C9 C10 C11 . . -0.28(16)
C3 C4 C11 C10 . . -0.2(3)
C3 C4 C11 C12 . . -179.8(3)
C1 C10 C11 C4 . . 2.1(3)
C9 C10 C11 C4 . . -179.5(2)
C1 C10 C11 C12 . . -178.09(19)
C9 C10 C11 C12 . . 0.26(15)
C6 C5 C12 C9 . . -0.2(3)
C6 C5 C12 C11 . . -176.6(3)
C8 C9 C12 C5 . . 1.2(3)
C10 C9 C12 C5 . . -177.7(2)
C8 C9 C12 C11 . . 179.1(2)
C10 C9 C12 C11 . . 0.26(15)
C4 C11 C12 C5 . . -3.6(6)
C10 C11 C12 C5 . . 176.7(3)
C4 C11 C12 C9 . . 179.4(3)
C10 C11 C12 C9 . . -0.28(16)
C1 P1 C13 C14 . . -75.02(16)
C31 P1 C13 C14 . . 42.54(17)
C21 P1 C13 C14 . . 170.99(14)
C1 P1 C13 C15 . . 92.63(18)
C31 P1 C13 C15 . . -149.82(17)
C21 P1 C13 C15 . . -21.4(2)
C15 C13 C14 B1 . . -17.9(4)
P1 C13 C14 B1 . . 149.1(2)
C8 B1 C14 C13 . . -85.4(3)
C41 B1 C14 C13 . . 38.5(3)
C51 B1 C14 C13 . . 162.4(2)
C14 C13 C15 C16 . . 57.7(3)
P1 C13 C15 C16 . . -107.6(2)
C14 C13 C15 C17 . . -121.2(2)
P1 C13 C15 C17 . . 73.5(2)
C1 P1 C21 C26 . . -53.86(18)
C31 P1 C21 C26 . . -176.50(15)
C13 P1 C21 C26 . . 58.06(19)
C1 P1 C21 C22 . . 119.57(18)
C31 P1 C21 C22 . . -3.1(2)
C13 P1 C21 C22 . . -128.51(17)
C26 C21 C22 C23 . . -2.1(3)
P1 C21 C22 C23 . . -175.49(15)
C26 C21 C22 C27 . . 177.0(2)
P1 C21 C22 C27 . . 3.6(3)
C21 C22 C23 C24 . . 1.6(3)
C27 C22 C23 C24 . . -177.6(2)
C22 C23 C24 C25 . . -0.2(3)
C22 C23 C24 C28 . . 178.7(2)
C23 C24 C25 C26 . . -0.7(3)
C28 C24 C25 C26 . . -179.6(2)
C24 C25 C26 C21 . . 0.1(3)
C24 C25 C26 C29 . . 179.6(2)
C22 C21 C26 C25 . . 1.3(3)
P1 C21 C26 C25 . . 175.06(16)
C22 C21 C26 C29 . . -178.2(2)
P1 C21 C26 C29 . . -4.4(3)
C1 P1 C31 C32 . . -12.3(2)
C13 P1 C31 C32 . . -120.93(18)
C21 P1 C31 C32 . . 105.32(18)
C1 P1 C31 C36 . . 167.27(14)
C13 P1 C31 C36 . . 58.61(17)
C21 P1 C31 C36 . . -75.14(17)
C36 C31 C32 C33 . . 3.0(3)
P1 C31 C32 C33 . . -177.44(16)
C36 C31 C32 C37 . . -176.8(2)
P1 C31 C32 C37 . . 2.7(3)
C31 C32 C33 C34 . . -1.2(3)
C37 C32 C33 C34 . . 178.6(2)
C32 C33 C34 C35 . . -1.4(3)
C32 C33 C34 C38 . . 177.5(2)
C36 C35 C34 C33 . . 2.3(3)
C36 C35 C34 C38 . . -176.6(2)
C34 C35 C36 C31 . . -0.5(3)
C34 C35 C36 C39 . . 177.4(2)
C32 C31 C36 C35 . . -2.3(3)
P1 C31 C36 C35 . . 178.17(15)
C32 C31 C36 C39 . . -179.94(19)
P1 C31 C36 C39 . . 0.5(3)
C14 B1 C41 C46 . . -117.8(2)
C8 B1 C41 C46 . . -2.6(3)
C51 B1 C41 C46 . . 118.9(2)
C14 B1 C41 C42 . . 57.2(2)
C8 B1 C41 C42 . . 172.45(18)
C51 B1 C41 C42 . . -66.1(2)
C46 C41 C42 F42 . . -179.18(18)
B1 C41 C42 F42 . . 5.0(3)
C46 C41 C42 C43 . . 1.7(3)
B1 C41 C42 C43 . . -174.0(2)
F42 C42 C43 F43 . . 0.9(3)
C41 C42 C43 F43 . . 179.98(19)
F42 C42 C43 C44 . . -179.38(19)
C41 C42 C43 C44 . . -0.3(3)
F43 C43 C44 F44 . . 0.1(3)
C42 C43 C44 F44 . . -179.7(2)
F43 C43 C44 C45 . . 178.4(2)
C42 C43 C44 C45 . . -1.4(3)
F44 C44 C45 F45 . . 0.0(3)
C43 C44 C45 F45 . . -178.29(19)
F44 C44 C45 C46 . . 179.72(19)
C43 C44 C45 C46 . . 1.4(3)
F45 C45 C46 F46 . . -2.8(3)
C44 C45 C46 F46 . . 177.47(18)
F45 C45 C46 C41 . . 179.90(18)
C44 C45 C46 C41 . . 0.2(3)
C42 C41 C46 F46 . . -178.83(17)
B1 C41 C46 F46 . . -3.6(3)
C42 C41 C46 C45 . . -1.7(3)
B1 C41 C46 C45 . . 173.5(2)
C14 B1 C51 C56 . . -138.7(2)
C8 B1 C51 C56 . . 112.1(2)
C41 B1 C51 C56 . . -14.9(3)
C14 B1 C51 C52 . . 43.1(3)
C8 B1 C51 C52 . . -66.1(2)
C41 B1 C51 C52 . . 166.93(18)
C56 C51 C52 F52 . . -176.16(18)
B1 C51 C52 F52 . . 2.2(3)
C56 C51 C52 C53 . . 2.4(3)
B1 C51 C52 C53 . . -179.2(2)
F52 C52 C53 F53 . . -1.2(3)
C51 C52 C53 F53 . . -179.86(19)
F52 C52 C53 C54 . . 178.85(19)
C51 C52 C53 C54 . . 0.2(3)
F53 C53 C54 F54 . . 0.2(3)
C52 C53 C54 F54 . . -179.92(19)
F53 C53 C54 C55 . . 177.6(2)
C52 C53 C54 C55 . . -2.5(3)
F54 C54 C55 F55 . . 0.4(3)
C53 C54 C55 F55 . . -177.0(2)
F54 C54 C55 C56 . . 179.3(2)
C53 C54 C55 C56 . . 1.9(3)
F55 C55 C56 F56 . . 1.5(3)
C54 C55 C56 F56 . . -177.41(19)
F55 C55 C56 C51 . . 179.9(2)
C54 C55 C56 C51 . . 1.0(4)
C52 C51 C56 F56 . . 175.33(18)
B1 C51 C56 F56 . . -3.0(3)
C52 C51 C56 C55 . . -3.0(3)
B1 C51 C56 C55 . . 178.7(2)
C63 C61 C62 C63 5_677 . -0.2(5)
C63 C61 C62 C64 5_677 . -176.3(4)
C61 C63 C62 C61 5_677 . 0.2(5)
C61 C63 C62 C64 5_677 . 176.4(4)
C72 C71 C72 C73 2_656 . 0.44(16)
C75 C71 C72 C73 . . -179.56(16)
C71 C72 C73 C74 . . -0.9(3)
C72 C73 C74 C73 . 2_656 0.43(16)
