#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:52:57 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180159 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/55/7105565.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_7105565
loop_
_publ_author_name
'Chen, Chao'
'Fröhlich, Roland'
'Kehr, Gerald'
'Erker, Gerhard'
_publ_section_title
;
 Remarkably variable reaction modes of frustrated Lewis pairs with
 non-conjugated terminal diacetylenes.
;
_journal_issue                   20
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              3580
_journal_page_last               3582
_journal_paper_doi               10.1039/b926830h
_journal_volume                  46
_journal_year                    2010
_chemical_formula_sum            'C46 H23 B F21 P'
_chemical_formula_weight         1016.42
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                80.920(2)
_cell_angle_beta                 75.060(2)
_cell_angle_gamma                75.741(2)
_cell_formula_units_Z            2
_cell_length_a                   10.9971(5)
_cell_length_b                   11.1320(5)
_cell_length_c                   18.0736(7)
_cell_measurement_reflns_used    6706
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      68.25
_cell_measurement_theta_min      0.88
_cell_volume                     2061.38(16)
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'XP (BrukerAXS, 2000)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full 0.967
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.054
_diffrn_reflns_av_sigmaI/netI    0.0286
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            29925
_diffrn_reflns_theta_full        67.62
_diffrn_reflns_theta_max         67.62
_diffrn_reflns_theta_min         4.26
_exptl_absorpt_coefficient_mu    1.798
_exptl_absorpt_correction_T_max  0.9155
_exptl_absorpt_correction_T_min  0.6621
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.075
_refine_diff_density_min         -0.895
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     642
_refine_ls_number_reflns         7197
_refine_ls_number_restraints     150
_refine_ls_restrained_S_all      1.136
_refine_ls_R_factor_all          0.0643
_refine_ls_R_factor_gt           0.0572
_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)+(0.0665P)²+2.7735P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1433
_refine_ls_wR_factor_ref         0.1499
_reflns_number_gt                6259
_reflns_number_total             7197
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b926830h.txt
_cod_data_source_block           erk5258
_cod_original_cell_volume        2061.38(15)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7105565
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.22764(7) 0.40870(6) 0.25029(4) 0.02991(19) Uani 1 1 d . . .
B1 B 0.7021(3) -0.0491(3) 0.25840(19) 0.0329(7) Uani 1 1 d . . .
C1 C 0.3687(3) 0.2883(3) 0.24133(16) 0.0311(6) Uani 1 1 d . . .
H1 H 0.4213 0.2834 0.2758 0.037 Uiso 1 1 calc R . .
C2 C 0.4079(3) 0.2032(3) 0.19006(16) 0.0292(6) Uani 1 1 d . . .
C3 C 0.3351(3) 0.1885(3) 0.13318(17) 0.0345(6) Uani 1 1 d . . .
H3A H 0.2562 0.2537 0.1371 0.041 Uiso 1 1 calc R . .
H3B H 0.3105 0.1076 0.1455 0.041 Uiso 1 1 calc R . .
C4 C 0.4172(3) 0.1972(3) 0.05082(17) 0.0398(7) Uani 1 1 d . . .
H4A H 0.3722 0.1769 0.0157 0.048 Uiso 1 1 calc R . .
H4B H 0.4293 0.2827 0.0353 0.048 Uiso 1 1 calc R . .
C5 C 0.5482(3) 0.1081(3) 0.04479(18) 0.0430(8) Uani 1 1 d . . .
H5A H 0.6010 0.1199 -0.0074 0.052 Uiso 1 1 calc R . .
H5B H 0.5364 0.0221 0.0538 0.052 Uiso 1 1 calc R . .
C6 C 0.6190(3) 0.1283(3) 0.10254(17) 0.0354(6) Uani 1 1 d . . .
H6A H 0.6998 0.0656 0.0991 0.042 Uiso 1 1 calc R . .
H6B H 0.6403 0.2107 0.0897 0.042 Uiso 1 1 calc R . .
C7 C 0.5378(3) 0.1192(3) 0.18435(16) 0.0294(6) Uani 1 1 d . . .
C8 C 0.5707(3) 0.0484(3) 0.24602(16) 0.0303(6) Uani 1 1 d . . .
H8 H 0.5048 0.0567 0.2911 0.036 Uiso 1 1 calc R . .
C11 C 0.2447(3) 0.5278(3) 0.30361(17) 0.0321(6) Uani 1 1 d . . .
C12 C 0.2584(3) 0.5092(3) 0.38058(17) 0.0377(7) Uani 1 1 d . A .
C13 C 0.2706(4) 0.6078(3) 0.41420(19) 0.0459(8) Uani 1 1 d . . .
H13 H 0.2803 0.5947 0.4652 0.055 Uiso 1 1 calc R . .
C14 C 0.2689(3) 0.7248(3) 0.3748(2) 0.0452(8) Uani 1 1 d . . .
H14 H 0.2779 0.7904 0.3985 0.054 Uiso 1 1 calc R . .
C15 C 0.2537(3) 0.7437(3) 0.30029(19) 0.0379(7) Uani 1 1 d . B .
C16 C 0.2409(3) 0.6469(3) 0.26511(18) 0.0343(6) Uani 1 1 d . . .
H16 H 0.2294 0.6619 0.2144 0.041 Uiso 1 1 calc R . .
C17 C 0.2654(2) 0.3879(2) 0.43150(12) 0.0531(9) Uani 1 1 d D . .
C18 C 0.24733(18) 0.8710(2) 0.25662(12) 0.0486(8) Uani 1 1 d D . .
F1A F 0.1904(5) 0.3974(3) 0.50138(16) 0.0827(13) Uani 0.674(6) 1 d PDU A 1
F2A F 0.3851(3) 0.3468(4) 0.4410(3) 0.0860(13) Uani 0.674(6) 1 d PDU A 1
F3A F 0.2380(4) 0.2981(3) 0.4029(2) 0.0417(8) Uani 0.674(6) 1 d PDU A 1
F1B F 0.1463(4) 0.4067(7) 0.4744(4) 0.0827(13) Uani 0.326(6) 1 d PDU A 2
F2B F 0.3436(8) 0.3627(8) 0.4790(4) 0.0860(13) Uani 0.326(6) 1 d PDU A 2
F3B F 0.2828(7) 0.2862(5) 0.3976(5) 0.0417(8) Uani 0.326(6) 1 d PDU A 2
F4A F 0.2818(7) 0.8684(4) 0.18100(13) 0.0724(12) Uani 0.692(11) 1 d PDU B 1
F5A F 0.1271(2) 0.9365(4) 0.2721(4) 0.0700(11) Uani 0.692(11) 1 d PDU B 1
F6A F 0.3192(5) 0.9360(4) 0.2748(3) 0.0660(11) Uani 0.692(11) 1 d PDU B 1
F4B F 0.3333(10) 0.8607(10) 0.1903(4) 0.0724(12) Uani 0.308(11) 1 d PDU B 2
F5B F 0.1369(6) 0.9341(10) 0.2409(7) 0.0700(11) Uani 0.308(11) 1 d PDU B 2
F6B F 0.2834(11) 0.9413(10) 0.2960(6) 0.0660(11) Uani 0.308(11) 1 d PDU B 2
C21 C 0.2141(3) 0.4825(3) 0.15576(17) 0.0350(7) Uani 1 1 d . . .
C22 C 0.3238(3) 0.5121(3) 0.10447(19) 0.0436(8) Uani 1 1 d . . .
H22 H 0.4020 0.4957 0.1200 0.052 Uiso 1 1 calc R . .
C23 C 0.3175(4) 0.5654(3) 0.0310(2) 0.0563(10) Uani 1 1 d . . .
H23 H 0.3914 0.5855 -0.0035 0.068 Uiso 1 1 calc R . .
C24 C 0.2030(5) 0.5892(4) 0.0081(2) 0.0628(11) Uani 1 1 d . . .
H24 H 0.1991 0.6247 -0.0422 0.075 Uiso 1 1 calc R . .
C25 C 0.0944(4) 0.5613(4) 0.0585(2) 0.0584(10) Uani 1 1 d . . .
H25 H 0.0165 0.5784 0.0424 0.070 Uiso 1 1 calc R . .
C26 C 0.0983(4) 0.5079(3) 0.1331(2) 0.0439(8) Uani 1 1 d . . .
H26 H 0.0237 0.4893 0.1675 0.053 Uiso 1 1 calc R . .
C31 C 0.0789(3) 0.3632(3) 0.29814(17) 0.0342(6) Uani 1 1 d . . .
C32 C 0.0671(3) 0.2416(3) 0.30223(19) 0.0411(7) Uani 1 1 d . . .
H32 H 0.1385 0.1801 0.2821 0.049 Uiso 1 1 calc R . .
C33 C -0.0510(4) 0.2111(4) 0.3363(2) 0.0528(9) Uani 1 1 d . . .
H33 H -0.0601 0.1286 0.3393 0.063 Uiso 1 1 calc R . .
C34 C -0.1552(4) 0.3018(4) 0.3657(2) 0.0546(9) Uani 1 1 d . . .
H34 H -0.2356 0.2811 0.3879 0.066 Uiso 1 1 calc R . .
C35 C -0.1423(3) 0.4222(4) 0.3629(2) 0.0512(9) Uani 1 1 d . . .
H35 H -0.2133 0.4830 0.3841 0.061 Uiso 1 1 calc R . .
C36 C -0.0258(3) 0.4539(3) 0.3290(2) 0.0449(8) Uani 1 1 d . . .
H36 H -0.0170 0.5364 0.3267 0.054 Uiso 1 1 calc R . .
C41 C 0.7334(3) -0.0428(3) 0.34323(17) 0.0367(7) Uani 1 1 d . . .
C42 C 0.8375(3) -0.1249(3) 0.36583(18) 0.0388(7) Uani 1 1 d . . .
F42 F 0.90823(18) -0.21568(18) 0.32057(12) 0.0501(5) Uani 1 1 d . . .
C43 C 0.8762(3) -0.1242(3) 0.4324(2) 0.0469(8) Uani 1 1 d . . .
F43 F 0.9793(2) -0.2065(2) 0.44920(14) 0.0672(6) Uani 1 1 d . . .
C44 C 0.8069(4) -0.0377(4) 0.4827(2) 0.0519(9) Uani 1 1 d . . .
F44 F 0.8420(3) -0.0336(3) 0.54771(13) 0.0770(7) Uani 1 1 d . . .
C45 C 0.7026(4) 0.0456(4) 0.4638(2) 0.0534(9) Uani 1 1 d . . .
F45 F 0.6348(3) 0.1328(3) 0.51153(15) 0.0840(8) Uani 1 1 d . . .
C46 C 0.6691(3) 0.0430(3) 0.3957(2) 0.0462(8) Uani 1 1 d . . .
F46 F 0.5675(2) 0.1333(2) 0.38258(14) 0.0733(7) Uani 1 1 d . . .
C51 C 0.8325(3) -0.0160(3) 0.19653(17) 0.0353(7) Uani 1 1 d . . .
C52 C 0.8516(3) 0.1047(3) 0.18639(19) 0.0402(7) Uani 1 1 d . . .
F52 F 0.76398(19) 0.19288(18) 0.22725(13) 0.0529(5) Uani 1 1 d . . .
C53 C 0.9546(4) 0.1443(3) 0.1352(2) 0.0500(9) Uani 1 1 d . . .
F53 F 0.9652(2) 0.2637(2) 0.12835(15) 0.0699(7) Uani 1 1 d . . .
C54 C 1.0470(3) 0.0599(4) 0.0913(2) 0.0547(10) Uani 1 1 d . . .
F54 F 1.1473(2) 0.0974(3) 0.04077(15) 0.0846(8) Uani 1 1 d . . .
C55 C 1.0354(3) -0.0603(4) 0.1004(2) 0.0540(9) Uani 1 1 d . . .
F55 F 1.1274(2) -0.1441(3) 0.05907(16) 0.0838(8) Uani 1 1 d . . .
C56 C 0.9319(3) -0.0968(3) 0.15278(19) 0.0438(8) Uani 1 1 d . . .
F56 F 0.9331(2) -0.21944(19) 0.15947(13) 0.0604(6) Uani 1 1 d . . .
C61 C 0.6725(3) -0.1872(3) 0.25410(18) 0.0371(7) Uani 1 1 d . . .
C62 C 0.6306(3) -0.2677(3) 0.31715(19) 0.0416(7) Uani 1 1 d . . .
F62 F 0.6207(2) -0.2425(2) 0.38925(11) 0.0601(6) Uani 1 1 d . . .
C63 C 0.5961(3) -0.3772(3) 0.3127(2) 0.0524(9) Uani 1 1 d . . .
F63 F 0.5592(2) -0.4510(2) 0.37731(15) 0.0725(7) Uani 1 1 d . . .
C64 C 0.5997(4) -0.4117(3) 0.2428(3) 0.0587(10) Uani 1 1 d . . .
F64 F 0.5661(3) -0.5172(2) 0.23747(19) 0.0869(8) Uani 1 1 d . . .
C65 C 0.6366(4) -0.3344(3) 0.1785(2) 0.0578(10) Uani 1 1 d . . .
F65 F 0.6388(4) -0.3659(2) 0.10893(16) 0.0945(10) Uani 1 1 d . . .
C66 C 0.6709(4) -0.2261(3) 0.1850(2) 0.0464(8) Uani 1 1 d . . .
F66 F 0.7035(2) -0.15519(19) 0.11865(11) 0.0608(6) Uani 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 0.0181 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 P1 C31 116.27(14) . . ?
C1 P1 C21 108.81(14) . . ?
C31 P1 C21 108.50(14) . . ?
C1 P1 C11 109.05(13) . . ?
C31 P1 C11 107.06(14) . . ?
C21 P1 C11 106.74(13) . . ?
C8 B1 C51 112.7(2) . . ?
C8 B1 C61 103.5(2) . . ?
C51 B1 C61 115.5(2) . . ?
C8 B1 C41 112.3(2) . . ?
C51 B1 C41 102.4(2) . . ?
C61 B1 C41 110.7(2) . . ?
C2 C1 P1 126.4(2) . . ?
C2 C1 H1 116.8 . . ?
P1 C1 H1 116.8 . . ?
C1 C2 C7 118.7(3) . . ?
C1 C2 C3 125.8(3) . . ?
C7 C2 C3 115.3(2) . . ?
C2 C3 C4 111.0(2) . . ?
C2 C3 H3A 109.4 . . ?
C4 C3 H3A 109.4 . . ?
C2 C3 H3B 109.4 . . ?
C4 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
C5 C4 C3 110.9(3) . . ?
C5 C4 H4A 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 108.0 . . ?
C4 C5 C6 112.0(3) . . ?
C4 C5 H5A 109.2 . . ?
C6 C5 H5A 109.2 . . ?
C4 C5 H5B 109.2 . . ?
C6 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
C7 C6 C5 111.5(2) . . ?
C7 C6 H6A 109.3 . . ?
C5 C6 H6A 109.3 . . ?
C7 C6 H6B 109.3 . . ?
C5 C6 H6B 109.3 . . ?
H6A C6 H6B 108.0 . . ?
C8 C7 C2 121.1(3) . . ?
C8 C7 C6 127.9(3) . . ?
C2 C7 C6 111.0(2) . . ?
C7 C8 B1 132.6(3) . . ?
C7 C8 H8 113.7 . . ?
B1 C8 H8 113.7 . . ?
C16 C11 C12 118.0(3) . . ?
C16 C11 P1 116.6(2) . . ?
C12 C11 P1 125.4(2) . . ?
C13 C12 C11 119.5(3) . . ?
C13 C12 C17 114.4(3) . . ?
C11 C12 C17 126.1(3) . . ?
C14 C13 C12 121.8(3) . . ?
C14 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
C15 C14 C13 118.9(3) . . ?
C15 C14 H14 120.5 . . ?
C13 C14 H14 120.5 . . ?
C14 C15 C16 120.7(3) . . ?
C14 C15 C18 120.3(3) . . ?
C16 C15 C18 119.1(3) . . ?
C15 C16 C11 121.1(3) . . ?
C15 C16 H16 119.4 . . ?
C11 C16 H16 119.4 . . ?
F2B C17 F3B 107.25(18) . . ?
F2B C17 F3A 121.3(5) . . ?
F3B C17 F3A 20.3(3) . . ?
F2B C17 F1A 74.0(3) . . ?
F3B C17 F1A 119.5(5) . . ?
F3A C17 F1A 107.01(16) . . ?
F2B C17 F1B 106.91(18) . . ?
F3B C17 F1B 106.67(18) . . ?
F3A C17 F1B 87.9(4) . . ?
F1A C17 F1B 33.0(3) . . ?
F2B C17 F2A 32.5(3) . . ?
F3B C17 F2A 87.1(4) . . ?
F3A C17 F2A 106.41(16) . . ?
F1A C17 F2A 106.07(17) . . ?
F1B C17 F2A 138.4(3) . . ?
F2B C17 C12 118.3(4) . . ?
F3B C17 C12 116.7(5) . . ?
F3A C17 C12 114.1(3) . . ?
F1A C17 C12 113.9(2) . . ?
F1B C17 C12 99.8(4) . . ?
F2A C17 C12 108.8(3) . . ?
F5B C18 F6A 116.6(7) . . ?
F5B C18 F4B 107.03(18) . . ?
F6A C18 F4B 86.4(5) . . ?
F5B C18 F6B 106.90(18) . . ?
F6A C18 F6B 20.6(5) . . ?
F4B C18 F6B 106.80(18) . . ?
F5B C18 F4A 82.3(4) . . ?
F6A C18 F4A 107.05(17) . . ?
F4B C18 F4A 26.9(4) . . ?
F6B C18 F4A 125.5(6) . . ?
F5B C18 F5A 24.0(4) . . ?
F6A C18 F5A 106.69(16) . . ?
F4B C18 F5A 130.1(5) . . ?
F6B C18 F5A 91.1(6) . . ?
F4A C18 F5A 106.31(16) . . ?
F5B C18 C15 119.3(6) . . ?
F6A C18 C15 113.4(3) . . ?
F4B C18 C15 108.3(5) . . ?
F6B C18 C15 107.9(6) . . ?
F4A C18 C15 113.4(3) . . ?
F5A C18 C15 109.5(3) . . ?
C26 C21 C22 120.0(3) . . ?
C26 C21 P1 121.4(3) . . ?
C22 C21 P1 118.6(2) . . ?
C23 C22 C21 120.0(3) . . ?
C23 C22 H22 120.0 . . ?
C21 C22 H22 120.0 . . ?
C24 C23 C22 120.0(4) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C25 C24 C23 120.3(3) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C26 120.7(4) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C21 C26 C25 119.0(4) . . ?
C21 C26 H26 120.5 . . ?
C25 C26 H26 120.5 . . ?
C32 C31 C36 120.5(3) . . ?
C32 C31 P1 120.9(2) . . ?
C36 C31 P1 118.6(2) . . ?
C31 C32 C33 119.3(3) . . ?
C31 C32 H32 120.3 . . ?
C33 C32 H32 120.3 . . ?
C34 C33 C32 120.0(3) . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C35 C34 C33 120.4(3) . . ?
C35 C34 H34 119.8 . . ?
C33 C34 H34 119.8 . . ?
C34 C35 C36 120.2(3) . . ?
C34 C35 H35 119.9 . . ?
C36 C35 H35 119.9 . . ?
C35 C36 C31 119.5(3) . . ?
C35 C36 H36 120.2 . . ?
C31 C36 H36 120.2 . . ?
C46 C41 C42 112.6(3) . . ?
C46 C41 B1 127.0(3) . . ?
C42 C41 B1 120.4(3) . . ?
F42 C42 C43 115.6(3) . . ?
F42 C42 C41 119.1(3) . . ?
C43 C42 C41 125.3(3) . . ?
F43 C43 C44 119.5(3) . . ?
F43 C43 C42 121.3(3) . . ?
C44 C43 C42 119.2(3) . . ?
F44 C44 C45 120.9(3) . . ?
F44 C44 C43 120.9(3) . . ?
C45 C44 C43 118.2(3) . . ?
F45 C45 C44 119.2(3) . . ?
F45 C45 C46 120.2(3) . . ?
C44 C45 C46 120.5(3) . . ?
F46 C46 C45 114.6(3) . . ?
F46 C46 C41 121.4(3) . . ?
C45 C46 C41 124.1(3) . . ?
C52 C51 C56 113.1(3) . . ?
C52 C51 B1 119.2(3) . . ?
C56 C51 B1 127.7(3) . . ?
F52 C52 C53 115.9(3) . . ?
F52 C52 C51 119.6(3) . . ?
C53 C52 C51 124.5(3) . . ?
F53 C53 C54 120.1(3) . . ?
F53 C53 C52 120.7(4) . . ?
C54 C53 C52 119.2(3) . . ?
F54 C54 C55 121.2(4) . . ?
F54 C54 C53 119.8(4) . . ?
C55 C54 C53 119.0(3) . . ?
F55 C55 C54 119.3(3) . . ?
F55 C55 C56 120.4(4) . . ?
C54 C55 C56 120.2(3) . . ?
F56 C56 C55 115.1(3) . . ?
F56 C56 C51 120.9(3) . . ?
C55 C56 C51 123.9(3) . . ?
C62 C61 C66 112.3(3) . . ?
C62 C61 B1 125.3(3) . . ?
C66 C61 B1 121.9(3) . . ?
F62 C62 C63 114.7(3) . . ?
F62 C62 C61 120.7(3) . . ?
C63 C62 C61 124.6(3) . . ?
F63 C63 C64 119.6(3) . . ?
F63 C63 C62 120.3(4) . . ?
C64 C63 C62 120.1(3) . . ?
F64 C64 C63 120.9(4) . . ?
F64 C64 C65 121.0(4) . . ?
C63 C64 C65 118.1(3) . . ?
F65 C65 C64 118.9(3) . . ?
F65 C65 C66 120.9(4) . . ?
C64 C65 C66 120.2(4) . . ?
F66 C66 C65 115.8(3) . . ?
F66 C66 C61 119.6(3) . . ?
C65 C66 C61 124.6(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 C1 1.773(3) . ?
P1 C31 1.795(3) . ?
P1 C21 1.801(3) . ?
P1 C11 1.827(3) . ?
B1 C8 1.623(4) . ?
B1 C51 1.658(5) . ?
B1 C61 1.665(5) . ?
B1 C41 1.671(4) . ?
C1 C2 1.346(4) . ?
C1 H1 0.9400 . ?
C2 C7 1.490(4) . ?
C2 C3 1.505(4) . ?
C3 C4 1.531(4) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C4 C5 1.524(5) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C5 C6 1.525(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C6 C7 1.520(4) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C7 C8 1.336(4) . ?
C8 H8 0.9400 . ?
C11 C16 1.393(4) . ?
C11 C12 1.415(4) . ?
C12 C13 1.385(5) . ?
C12 C17 1.506(4) . ?
C13 C14 1.380(5) . ?
C13 H13 0.9400 . ?
C14 C15 1.376(5) . ?
C14 H14 0.9400 . ?
C15 C16 1.387(4) . ?
C15 C18 1.504(4) . ?
C16 H16 0.9400 . ?
C17 F2B 1.3193(11) . ?
C17 F3B 1.3216(11) . ?
C17 F3A 1.3223(11) . ?
C17 F1A 1.3225(11) . ?
C17 F1B 1.3244(11) . ?
C17 F2A 1.3286(11) . ?
C18 F5B 1.3208(12) . ?
C18 F6A 1.3222(11) . ?
C18 F4B 1.3224(11) . ?
C18 F6B 1.3228(12) . ?
C18 F4A 1.3237(11) . ?
C18 F5A 1.3253(11) . ?
C21 C26 1.387(5) . ?
C21 C22 1.395(5) . ?
C22 C23 1.378(5) . ?
C22 H22 0.9400 . ?
C23 C24 1.377(6) . ?
C23 H23 0.9400 . ?
C24 C25 1.372(6) . ?
C24 H24 0.9400 . ?
C25 C26 1.392(5) . ?
C25 H25 0.9400 . ?
C26 H26 0.9400 . ?
C31 C32 1.381(4) . ?
C31 C36 1.389(4) . ?
C32 C33 1.386(5) . ?
C32 H32 0.9400 . ?
C33 C34 1.378(5) . ?
C33 H33 0.9400 . ?
C34 C35 1.374(6) . ?
C34 H34 0.9400 . ?
C35 C36 1.375(5) . ?
C35 H35 0.9400 . ?
C36 H36 0.9400 . ?
C41 C46 1.385(5) . ?
C41 C42 1.386(4) . ?
C42 F42 1.357(4) . ?
C42 C43 1.377(5) . ?
C43 F43 1.340(4) . ?
C43 C44 1.376(5) . ?
C44 F44 1.337(4) . ?
C44 C45 1.368(5) . ?
C45 F45 1.348(4) . ?
C45 C46 1.380(5) . ?
C46 F46 1.350(4) . ?
C51 C52 1.386(5) . ?
C51 C56 1.387(4) . ?
C52 F52 1.354(4) . ?
C52 C53 1.382(5) . ?
C53 F53 1.347(4) . ?
C53 C54 1.376(6) . ?
C54 F54 1.347(4) . ?
C54 C55 1.355(6) . ?
C55 F55 1.348(4) . ?
C55 C56 1.382(5) . ?
C56 F56 1.348(4) . ?
C61 C62 1.387(5) . ?
C61 C66 1.390(5) . ?
C62 F62 1.348(4) . ?
C62 C63 1.382(5) . ?
C63 F63 1.348(4) . ?
C63 C64 1.366(6) . ?
C64 F64 1.340(4) . ?
C64 C65 1.367(6) . ?
C65 F65 1.351(5) . ?
C65 C66 1.378(5) . ?
C66 F66 1.345(4) . ?
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
_geom_torsion_publ_flag
C31 P1 C1 C2 77.9(3) . . . . ?
C21 P1 C1 C2 -44.9(3) . . . . ?
C11 P1 C1 C2 -161.0(3) . . . . ?
P1 C1 C2 C7 172.2(2) . . . . ?
P1 C1 C2 C3 -4.1(4) . . . . ?
C1 C2 C3 C4 124.0(3) . . . . ?
C7 C2 C3 C4 -52.4(3) . . . . ?
C2 C3 C4 C5 52.0(3) . . . . ?
C3 C4 C5 C6 -54.7(4) . . . . ?
C4 C5 C6 C7 55.2(4) . . . . ?
C1 C2 C7 C8 55.8(4) . . . . ?
C3 C2 C7 C8 -127.5(3) . . . . ?
C1 C2 C7 C6 -124.1(3) . . . . ?
C3 C2 C7 C6 52.5(3) . . . . ?
C5 C6 C7 C8 127.4(3) . . . . ?
C5 C6 C7 C2 -52.7(3) . . . . ?
C2 C7 C8 B1 -179.2(3) . . . . ?
C6 C7 C8 B1 0.7(5) . . . . ?
C51 B1 C8 C7 27.6(4) . . . . ?
C61 B1 C8 C7 -97.9(4) . . . . ?
C41 B1 C8 C7 142.6(3) . . . . ?
C1 P1 C11 C16 119.0(2) . . . . ?
C31 P1 C11 C16 -114.5(2) . . . . ?
C21 P1 C11 C16 1.6(3) . . . . ?
C1 P1 C11 C12 -62.5(3) . . . . ?
C31 P1 C11 C12 64.1(3) . . . . ?
C21 P1 C11 C12 -179.9(3) . . . . ?
C16 C11 C12 C13 -1.5(5) . . . . ?
P1 C11 C12 C13 179.9(3) . . . . ?
C16 C11 C12 C17 -179.5(3) . . . . ?
P1 C11 C12 C17 2.0(5) . . . . ?
C11 C12 C13 C14 0.5(5) . . . . ?
C17 C12 C13 C14 178.7(3) . . . . ?
C12 C13 C14 C15 0.4(5) . . . . ?
C13 C14 C15 C16 -0.2(5) . . . . ?
C13 C14 C15 C18 178.1(3) . . . . ?
C14 C15 C16 C11 -0.9(5) . . . . ?
C18 C15 C16 C11 -179.3(3) . . . . ?
C12 C11 C16 C15 1.8(4) . . . . ?
P1 C11 C16 C15 -179.6(2) . . . . ?
C13 C12 C17 F2B -35.3(6) . . . . ?
C11 C12 C17 F2B 142.8(5) . . . . ?
C13 C12 C17 F3B -165.6(4) . . . . ?
C11 C12 C17 F3B 12.5(5) . . . . ?
C13 C12 C17 F3A 172.1(3) . . . . ?
C11 C12 C17 F3A -9.8(4) . . . . ?
C13 C12 C17 F1A 48.8(4) . . . . ?
C11 C12 C17 F1A -133.1(4) . . . . ?
C13 C12 C17 F1B 80.1(5) . . . . ?
C11 C12 C17 F1B -101.8(5) . . . . ?
C13 C12 C17 F2A -69.2(4) . . . . ?
C11 C12 C17 F2A 108.8(4) . . . . ?
C14 C15 C18 F5B -110.0(7) . . . . ?
C16 C15 C18 F5B 68.3(7) . . . . ?
C14 C15 C18 F6A 33.3(4) . . . . ?
C16 C15 C18 F6A -148.4(4) . . . . ?
C14 C15 C18 F4B 127.4(7) . . . . ?
C16 C15 C18 F4B -54.3(7) . . . . ?
C14 C15 C18 F6B 12.1(6) . . . . ?
C16 C15 C18 F6B -169.6(6) . . . . ?
C14 C15 C18 F4A 155.6(4) . . . . ?
C16 C15 C18 F4A -26.0(5) . . . . ?
C14 C15 C18 F5A -85.8(4) . . . . ?
C16 C15 C18 F5A 92.6(4) . . . . ?
C1 P1 C21 C26 133.9(3) . . . . ?
C31 P1 C21 C26 6.5(3) . . . . ?
C11 P1 C21 C26 -108.6(3) . . . . ?
C1 P1 C21 C22 -44.9(3) . . . . ?
C31 P1 C21 C22 -172.3(2) . . . . ?
C11 P1 C21 C22 72.6(3) . . . . ?
C26 C21 C22 C23 -0.7(5) . . . . ?
P1 C21 C22 C23 178.2(3) . . . . ?
C21 C22 C23 C24 -0.1(5) . . . . ?
C22 C23 C24 C25 0.7(6) . . . . ?
C23 C24 C25 C26 -0.4(6) . . . . ?
C22 C21 C26 C25 0.9(5) . . . . ?
P1 C21 C26 C25 -177.9(3) . . . . ?
C24 C25 C26 C21 -0.4(5) . . . . ?
C1 P1 C31 C32 -22.7(3) . . . . ?
C21 P1 C31 C32 100.3(3) . . . . ?
C11 P1 C31 C32 -144.8(3) . . . . ?
C1 P1 C31 C36 159.3(2) . . . . ?
C21 P1 C31 C36 -77.7(3) . . . . ?
C11 P1 C31 C36 37.2(3) . . . . ?
C36 C31 C32 C33 1.2(5) . . . . ?
P1 C31 C32 C33 -176.8(3) . . . . ?
C31 C32 C33 C34 -0.1(6) . . . . ?
C32 C33 C34 C35 -1.2(6) . . . . ?
C33 C34 C35 C36 1.5(6) . . . . ?
C34 C35 C36 C31 -0.4(6) . . . . ?
C32 C31 C36 C35 -0.9(5) . . . . ?
P1 C31 C36 C35 177.1(3) . . . . ?
C8 B1 C41 C46 -7.7(5) . . . . ?
C51 B1 C41 C46 113.4(4) . . . . ?
C61 B1 C41 C46 -122.9(3) . . . . ?
C8 B1 C41 C42 176.0(3) . . . . ?
C51 B1 C41 C42 -62.8(3) . . . . ?
C61 B1 C41 C42 60.8(4) . . . . ?
C46 C41 C42 F42 178.8(3) . . . . ?
B1 C41 C42 F42 -4.4(4) . . . . ?
C46 C41 C42 C43 -0.2(5) . . . . ?
B1 C41 C42 C43 176.5(3) . . . . ?
F42 C42 C43 F43 1.7(5) . . . . ?
C41 C42 C43 F43 -179.2(3) . . . . ?
F42 C42 C43 C44 -177.9(3) . . . . ?
C41 C42 C43 C44 1.2(5) . . . . ?
F43 C43 C44 F44 0.8(6) . . . . ?
C42 C43 C44 F44 -179.6(3) . . . . ?
F43 C43 C44 C45 179.6(3) . . . . ?
C42 C43 C44 C45 -0.8(6) . . . . ?
F44 C44 C45 F45 0.1(6) . . . . ?
C43 C44 C45 F45 -178.7(4) . . . . ?
F44 C44 C45 C46 178.3(4) . . . . ?
C43 C44 C45 C46 -0.5(6) . . . . ?
F45 C45 C46 F46 0.7(6) . . . . ?
C44 C45 C46 F46 -177.5(4) . . . . ?
F45 C45 C46 C41 179.8(4) . . . . ?
C44 C45 C46 C41 1.6(6) . . . . ?
C42 C41 C46 F46 177.8(3) . . . . ?
B1 C41 C46 F46 1.3(6) . . . . ?
C42 C41 C46 C45 -1.2(5) . . . . ?
B1 C41 C46 C45 -177.7(3) . . . . ?
C8 B1 C51 C52 49.6(4) . . . . ?
C61 B1 C51 C52 168.3(3) . . . . ?
C41 B1 C51 C52 -71.3(3) . . . . ?
C8 B1 C51 C56 -132.4(3) . . . . ?
C61 B1 C51 C56 -13.6(4) . . . . ?
C41 B1 C51 C56 106.8(3) . . . . ?
C56 C51 C52 F52 -178.1(3) . . . . ?
B1 C51 C52 F52 0.2(4) . . . . ?
C56 C51 C52 C53 3.4(5) . . . . ?
B1 C51 C52 C53 -178.3(3) . . . . ?
F52 C52 C53 F53 0.7(5) . . . . ?
C51 C52 C53 F53 179.3(3) . . . . ?
F52 C52 C53 C54 -179.5(3) . . . . ?
C51 C52 C53 C54 -0.9(5) . . . . ?
F53 C53 C54 F54 -0.7(5) . . . . ?
C52 C53 C54 F54 179.5(3) . . . . ?
F53 C53 C54 C55 178.7(3) . . . . ?
C52 C53 C54 C55 -1.1(5) . . . . ?
F54 C54 C55 F55 1.2(6) . . . . ?
C53 C54 C55 F55 -178.2(3) . . . . ?
F54 C54 C55 C56 179.8(3) . . . . ?
C53 C54 C55 C56 0.3(6) . . . . ?
F55 C55 C56 F56 1.3(5) . . . . ?
C54 C55 C56 F56 -177.2(3) . . . . ?
F55 C55 C56 C51 -179.0(3) . . . . ?
C54 C55 C56 C51 2.5(6) . . . . ?
C52 C51 C56 F56 175.6(3) . . . . ?
B1 C51 C56 F56 -2.6(5) . . . . ?
C52 C51 C56 C55 -4.2(5) . . . . ?
B1 C51 C56 C55 177.7(3) . . . . ?
C8 B1 C61 C62 -97.5(3) . . . . ?
C51 B1 C61 C62 138.8(3) . . . . ?
C41 B1 C61 C62 23.0(4) . . . . ?
C8 B1 C61 C66 73.5(4) . . . . ?
C51 B1 C61 C66 -50.2(4) . . . . ?
C41 B1 C61 C66 -166.0(3) . . . . ?
C66 C61 C62 F62 -177.4(3) . . . . ?
B1 C61 C62 F62 -5.6(5) . . . . ?
C66 C61 C62 C63 2.6(5) . . . . ?
B1 C61 C62 C63 174.3(3) . . . . ?
F62 C62 C63 F63 -1.5(5) . . . . ?
C61 C62 C63 F63 178.5(3) . . . . ?
F62 C62 C63 C64 178.8(3) . . . . ?
C61 C62 C63 C64 -1.2(5) . . . . ?
F63 C63 C64 F64 0.6(6) . . . . ?
C62 C63 C64 F64 -179.7(3) . . . . ?
F63 C63 C64 C65 179.5(3) . . . . ?
C62 C63 C64 C65 -0.8(6) . . . . ?
F64 C64 C65 F65 0.0(6) . . . . ?
C63 C64 C65 F65 -178.9(4) . . . . ?
F64 C64 C65 C66 180.0(4) . . . . ?
C63 C64 C65 C66 1.1(6) . . . . ?
F65 C65 C66 F66 1.2(6) . . . . ?
C64 C65 C66 F66 -178.9(4) . . . . ?
F65 C65 C66 C61 -179.4(4) . . . . ?
C64 C65 C66 C61 0.6(6) . . . . ?
C62 C61 C66 F66 177.1(3) . . . . ?
B1 C61 C66 F66 5.1(5) . . . . ?
C62 C61 C66 C65 -2.3(5) . . . . ?
B1 C61 C66 C65 -174.3(3) . . . . ?
