#------------------------------------------------------------------------------
#$Date: 2020-09-06 11:32:50 +0300 (Sun, 06 Sep 2020) $
#$Revision: 256008 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/67/7126776.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_7126776
loop_
_publ_author_name
'Chen, Chaohuang'
'Daniliuc, Constantin G.'
'Mück-Lichtenfeld, Christian'
'Kehr, Gerald'
'Erker, Gerhard'
_publ_section_title
;
 A rare olefin 1,1-carboboration reaction opens a synthetic pathway to an
 unusually structured frustrated Lewis pair.
;
_journal_issue                   62
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              8806
_journal_page_last               8809
_journal_paper_doi               10.1039/d0cc01255f
_journal_volume                  56
_journal_year                    2020
_chemical_formula_sum            'C45 H46 B F10 P'
_chemical_formula_weight         818.60
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           'APEX3 v2016.1-0'
_audit_update_record
;
2019-09-12 deposited with the CCDC.	2020-06-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.2480(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.6994(2)
_cell_length_b                   23.0965(6)
_cell_length_c                   20.3461(6)
_cell_measurement_reflns_used    9975
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      27.4285
_cell_measurement_theta_min      2.6360
_cell_volume                     4076.82(19)
_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 7.3910
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0704
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            69520
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.19
_diffrn_source                   'Mo ImS'
_diffrn_source_type              'micro focus tube'
_exptl_absorpt_coefficient_mu    0.145
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.95
_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    1.334
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1704
_exptl_crystal_size_max          0.193
_exptl_crystal_size_mid          0.186
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.480
_refine_diff_density_min         -0.322
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     574
_refine_ls_number_reflns         9331
_refine_ls_number_restraints     127
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0721
_refine_ls_R_factor_gt           0.0552
_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)+(0.0461P)²+3.2946P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1211
_refine_ls_wR_factor_ref         0.1299
_reflns_number_gt                7586
_reflns_number_total             9331
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc01255f2.cif
_cod_data_source_block           erk9525
_cod_depositor_comments
'Adding full bibliography for 7126774--7126779.cif.'
_cod_database_code               7126776
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
P P1 0.53172(5) 0.70683(2) 0.40445(2) 0.01692(11) Uani d . . . 1.0 . .
H H01 0.622(3) 0.6685(10) 0.3829(11) 0.027(6) Uiso d . . . 1.0 . .
B B1 0.6744(2) 0.75483(10) 0.27366(11) 0.0211(4) Uani d . . . 1.0 . .
H H02 0.737(2) 0.7231(9) 0.3090(10) 0.018(5) Uiso d . . . 1.0 . .
C C1 0.4224(2) 0.73723(9) 0.33353(9) 0.0217(4) Uani d . . . 1.0 . .
H H1A 0.4009 0.7079 0.2986 0.026 Uiso calc U . R 1.0 . .
H H1B 0.324 0.7543 0.3457 0.026 Uiso calc U . R 1.0 . .
C C2 0.5349(2) 0.78449(8) 0.31187(9) 0.0204(4) Uani d . . . 1.0 . .
H H2 0.4773 0.8123 0.2815 0.024 Uiso calc U . R 1.0 . .
C C4 0.6417(2) 0.77066(8) 0.42932(9) 0.0204(4) Uani d . . . 1.0 . .
H H4A 0.6178 0.7836 0.4738 0.024 Uiso calc U . R 1.0 . .
H H4B 0.7538 0.7632 0.4293 0.024 Uiso calc U . R 1.0 . .
C C3 0.5888(2) 0.81604(9) 0.37647(10) 0.0242(4) Uani d . . . 1.0 . .
H H3A 0.5031 0.8394 0.392 0.029 Uiso calc U . R 1.0 . .
H H3B 0.6751 0.8425 0.3686 0.029 Uiso calc U . R 1.0 . .
C C11 0.4337(2) 0.66896(8) 0.46708(9) 0.0179(4) Uani d . . . 1.0 . .
C C12 0.3116(2) 0.69454(8) 0.49834(9) 0.0193(4) Uani d . . . 1.0 . .
C C13 0.2424(2) 0.66342(9) 0.54664(9) 0.0241(4) Uani d . . . 1.0 . .
H H13 0.1608 0.6805 0.5684 0.029 Uiso calc U . R 1.0 . .
C C14 0.2904(2) 0.60791(9) 0.56349(10) 0.0258(4) Uani d . . . 1.0 . .
H H14 0.2412 0.5871 0.5963 0.031 Uiso calc U . R 1.0 . .
C C15 0.4104(2) 0.58264(9) 0.53259(10) 0.0234(4) Uani d . . . 1.0 . .
H H15 0.4422 0.5444 0.5443 0.028 Uiso calc U . R 1.0 . .
C C16 0.4849(2) 0.61251(8) 0.48464(9) 0.0192(4) Uani d . . . 1.0 . .
C C21 0.2516(2) 0.75364(8) 0.47996(9) 0.0193(4) Uani d . . . 1.0 . .
C C22 0.3113(2) 0.80314(9) 0.51245(9) 0.0234(4) Uani d . . . 1.0 . .
C C23 0.2539(2) 0.85721(9) 0.49209(10) 0.0279(4) Uani d . . . 1.0 . .
H H23 0.2954 0.891 0.5132 0.033 Uiso calc U . R 1.0 . .
C C24 0.1379(2) 0.86305(9) 0.44192(11) 0.0291(5) Uani d . . . 1.0 . .
C C25 0.0752(2) 0.81300(9) 0.41244(10) 0.0268(4) Uani d . . . 1.0 . .
H H25 -0.0061 0.8164 0.3788 0.032 Uiso calc U . R 1.0 . .
C C26 0.1286(2) 0.75844(9) 0.43098(9) 0.0227(4) Uani d . . . 1.0 . .
C C27 0.4288(3) 0.79940(10) 0.57074(10) 0.0303(5) Uani d . . . 1.0 . .
H H27A 0.5031 0.8311 0.5686 0.045 Uiso calc U . R 1.0 . .
H H27B 0.483 0.7623 0.5698 0.045 Uiso calc U . R 1.0 . .
H H27C 0.3765 0.8024 0.6116 0.045 Uiso calc U . R 1.0 . .
C C28 0.0788(3) 0.92204(11) 0.41995(14) 0.0442(6) Uani d . . . 1.0 . .
H H28A 0.0982 0.9498 0.456 0.066 Uiso calc U . R 1.0 . .
H H28B -0.0322 0.9198 0.4079 0.066 Uiso calc U . R 1.0 . .
H H28C 0.1321 0.9347 0.3817 0.066 Uiso calc U . R 1.0 . .
C C29 0.0565(2) 0.70471(9) 0.39956(10) 0.0264(4) Uani d . . . 1.0 . .
H H29A -0.0196 0.7159 0.3639 0.04 Uiso calc U . R 1.0 . .
H H29B 0.0055 0.6825 0.4328 0.04 Uiso calc U . R 1.0 . .
H H29C 0.1367 0.6809 0.3817 0.04 Uiso calc U . R 1.0 . .
C C31 0.6213(2) 0.58505(8) 0.45615(9) 0.0191(4) Uani d . . . 1.0 . .
C C32 0.7650(2) 0.58744(9) 0.49232(10) 0.0261(4) Uani d . . . 1.0 . .
C C33 0.8929(2) 0.56401(9) 0.46471(12) 0.0313(5) Uani d . . . 1.0 . .
H H33 0.99 0.565 0.4893 0.038 Uiso calc U . R 1.0 . .
C C34 0.8828(2) 0.53929(9) 0.40264(11) 0.0290(5) Uani d . . . 1.0 . .
C C35 0.7391(2) 0.53662(9) 0.36784(11) 0.0260(4) Uani d . . . 1.0 . .
H H35 0.7305 0.5193 0.3254 0.031 Uiso calc U . R 1.0 . .
C C36 0.6074(2) 0.55870(8) 0.39381(10) 0.0211(4) Uani d . . . 1.0 . .
C C37 0.7816(3) 0.61525(11) 0.55958(12) 0.0413(6) Uani d . . . 1.0 . .
H H37A 0.7378 0.6544 0.557 0.062 Uiso calc U . R 1.0 . .
H H37B 0.891 0.6175 0.5748 0.062 Uiso calc U . R 1.0 . .
H H37C 0.7267 0.592 0.5907 0.062 Uiso calc U . R 1.0 . .
C C38 1.0245(3) 0.51710(12) 0.37203(15) 0.0471(7) Uani d . . . 1.0 . .
H H38A 1.0611 0.5465 0.3421 0.071 Uiso calc U . R 1.0 . .
H H38B 0.9987 0.4816 0.3473 0.071 Uiso calc U . R 1.0 . .
H H38C 1.1055 0.5088 0.4068 0.071 Uiso calc U . R 1.0 . .
C C39 0.4536(2) 0.55461(10) 0.35475(11) 0.0301(5) Uani d . . . 1.0 . .
H H39A 0.4687 0.5403 0.3103 0.045 Uiso calc U . R 1.0 . .
H H39B 0.4056 0.593 0.3517 0.045 Uiso calc U . R 1.0 . .
H H39C 0.3866 0.5279 0.3768 0.045 Uiso calc U . R 1.0 . .
C C41 0.8087(2) 0.79913(9) 0.25123(9) 0.0245(4) Uani d . . . 1.0 . .
C C42 0.8069(2) 0.85889(10) 0.25037(11) 0.0324(5) Uani d . . . 1.0 . .
F F42 0.67613(16) 0.88842(6) 0.26077(7) 0.0406(3) Uani d . . . 1.0 . .
C C43 0.9343(3) 0.89301(12) 0.24051(12) 0.0442(6) Uani d . . . 1.0 . .
F F43 0.9264(2) 0.95091(7) 0.24478(9) 0.0662(5) Uani d . . . 1.0 . .
C C44 1.0710(3) 0.86704(15) 0.22644(12) 0.0494(8) Uani d . . . 1.0 . .
F F44 1.19542(19) 0.89939(10) 0.21710(9) 0.0752(6) Uani d U . . 1.0 . .
C C45 1.0772(2) 0.80787(14) 0.22279(11) 0.0433(7) Uani d . . . 1.0 . .
F F45 1.20828(15) 0.78131(9) 0.20764(8) 0.0630(5) Uani d U . . 1.0 . .
C C46 0.9487(2) 0.77570(11) 0.23566(10) 0.0303(5) Uani d . . . 1.0 . .
F F46 0.96569(14) 0.71748(6) 0.23344(6) 0.0374(3) Uani d . . . 1.0 . .
C C51 0.6033(2) 0.71713(9) 0.21028(10) 0.0240(4) Uani d . . . 1.0 . .
C C52 0.5201(2) 0.74348(10) 0.15767(10) 0.0263(4) Uani d . . . 1.0 . .
F F52 0.50299(13) 0.80180(6) 0.15740(6) 0.0297(3) Uani d . . . 1.0 . .
C C53 0.4506(2) 0.71400(12) 0.10464(10) 0.0378(6) Uani d . . . 1.0 . .
F F53 0.36964(17) 0.74246(8) 0.05552(7) 0.0548(4) Uani d . . . 1.0 . .
C C54 0.4626(3) 0.65487(13) 0.10221(12) 0.0448(7) Uani d . . . 1.0 . .
F F54 0.3915(2) 0.62498(9) 0.05183(8) 0.0688(6) Uani d . . . 1.0 . .
C C55 0.5459(3) 0.62622(11) 0.15236(13) 0.0446(6) Uani d . . . 1.0 . .
F F55 0.5583(2) 0.56812(7) 0.15109(9) 0.0692(5) Uani d . . . 1.0 . .
C C56 0.6133(3) 0.65765(10) 0.20475(11) 0.0337(5) Uani d . . . 1.0 . .
F F56 0.69113(19) 0.62647(6) 0.25299(7) 0.0487(4) Uani d . . . 1.0 . .
C C61 1.1682(9) 0.6051(3) 0.2125(4) 0.0465(14) Uani d U P D 0.709(6) A 1
H H61A 1.2666 0.6096 0.2387 0.07 Uiso calc U P R 0.709(6) A 1
H H61B 1.1626 0.633 0.1761 0.07 Uiso calc U P R 0.709(6) A 1
H H61C 1.0831 0.6122 0.2405 0.07 Uiso calc U P R 0.709(6) A 1
C C62 1.1560(5) 0.5446(2) 0.1851(2) 0.0497(11) Uani d U P D 0.709(6) A 1
H H62A 1.2433 0.5374 0.1576 0.06 Uiso calc U P R 0.709(6) A 1
H H62B 1.1638 0.5166 0.222 0.06 Uiso calc U P R 0.709(6) A 1
C C63 1.0098(9) 0.5351(3) 0.1451(4) 0.074(2) Uani d U P D 0.709(6) A 1
H H63A 1.0034 0.5638 0.1088 0.089 Uiso calc U P R 0.709(6) A 1
H H63B 0.9239 0.5433 0.1731 0.089 Uiso calc U P R 0.709(6) A 1
C C64 0.9852(6) 0.4767(2) 0.1158(3) 0.0686(15) Uani d U P D 0.709(6) A 1
H H64A 1.0739 0.467 0.09 0.082 Uiso calc U P R 0.709(6) A 1
H H64B 0.9825 0.448 0.1519 0.082 Uiso calc U P R 0.709(6) A 1
C C65 0.8417(8) 0.4716(3) 0.0726(5) 0.094(3) Uani d U P D 0.709(6) A 1
H H65A 0.8326 0.4321 0.055 0.141 Uiso calc U P R 0.709(6) A 1
H H65B 0.753 0.4801 0.098 0.141 Uiso calc U P R 0.709(6) A 1
H H65C 0.8444 0.4992 0.0361 0.141 Uiso calc U P R 0.709(6) A 1
C C61A 0.8747(18) 0.4602(7) 0.0377(6) 0.063(4) Uani d U P D 0.291(6) A 2
H H61D 0.778 0.439 0.0283 0.094 Uiso calc U P R 0.291(6) A 2
H H61E 0.8888 0.4878 0.002 0.094 Uiso calc U P R 0.291(6) A 2
H H61F 0.961 0.4329 0.041 0.094 Uiso calc U P R 0.291(6) A 2
C C62A 0.8691(13) 0.4926(5) 0.1018(5) 0.047(3) Uani d U P D 0.291(6) A 2
H H62C 0.7799 0.5193 0.0983 0.056 Uiso calc U P R 0.291(6) A 2
H H62D 0.8521 0.4645 0.1373 0.056 Uiso calc U P R 0.291(6) A 2
C C63A 1.0110(16) 0.5264(6) 0.1207(5) 0.041(3) Uani d U P D 0.291(6) A 2
H H63C 1.0289 0.5544 0.0852 0.049 Uiso calc U P R 0.291(6) A 2
H H63D 1.1003 0.4998 0.125 0.049 Uiso calc U P R 0.291(6) A 2
C C64A 1.0006(13) 0.5587(5) 0.1845(5) 0.061(3) Uani d U P D 0.291(6) A 2
H H64C 0.9213 0.5894 0.1786 0.073 Uiso calc U P R 0.291(6) A 2
H H64D 0.9697 0.5318 0.219 0.073 Uiso calc U P R 0.291(6) A 2
C C65A 1.151(2) 0.5849(8) 0.2053(12) 0.063(6) Uani d U P D 0.291(6) A 2
H H65D 1.1435 0.6059 0.2468 0.095 Uiso calc U P R 0.291(6) A 2
H H65E 1.2292 0.5544 0.2116 0.095 Uiso calc U P R 0.291(6) A 2
H H65F 1.1809 0.6119 0.1713 0.095 Uiso calc U P R 0.291(6) A 2
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
_geom_angle_publ_flag
C4 P1 C11 . . 117.63(9) ?
C4 P1 C1 . . 98.21(9) ?
C11 P1 C1 . . 120.10(8) ?
C4 P1 H01 . . 109.5(10) ?
C11 P1 H01 . . 103.8(10) ?
C1 P1 H01 . . 107.1(10) ?
C51 B1 C2 . . 110.26(15) ?
C51 B1 C41 . . 110.29(16) ?
C2 B1 C41 . . 115.98(17) ?
C51 B1 H02 . . 106.9(10) ?
C2 B1 H02 . . 108.0(11) ?
C41 B1 H02 . . 104.9(10) ?
C2 C1 P1 . . 101.17(12) ?
C2 C1 H1A . . 111.5 ?
P1 C1 H1A . . 111.5 ?
C2 C1 H1B . . 111.5 ?
P1 C1 H1B . . 111.5 ?
H1A C1 H1B . . 109.4 ?
C3 C2 C1 . . 104.37(15) ?
C3 C2 B1 . . 114.35(15) ?
C1 C2 B1 . . 110.21(16) ?
C3 C2 H2 . . 109.2 ?
C1 C2 H2 . . 109.2 ?
B1 C2 H2 . . 109.2 ?
C3 C4 P1 . . 103.50(12) ?
C3 C4 H4A . . 111.1 ?
P1 C4 H4A . . 111.1 ?
C3 C4 H4B . . 111.1 ?
P1 C4 H4B . . 111.1 ?
H4A C4 H4B . . 109.0 ?
C2 C3 C4 . . 109.13(15) ?
C2 C3 H3A . . 109.9 ?
C4 C3 H3A . . 109.9 ?
C2 C3 H3B . . 109.9 ?
C4 C3 H3B . . 109.9 ?
H3A C3 H3B . . 108.3 ?
C12 C11 C16 . . 120.43(17) ?
C12 C11 P1 . . 121.72(14) ?
C16 C11 P1 . . 117.84(14) ?
C13 C12 C11 . . 118.91(17) ?
C13 C12 C21 . . 119.06(17) ?
C11 C12 C21 . . 122.01(16) ?
C14 C13 C12 . . 121.02(18) ?
C14 C13 H13 . . 119.5 ?
C12 C13 H13 . . 119.5 ?
C13 C14 C15 . . 120.09(18) ?
C13 C14 H14 . . 120.0 ?
C15 C14 H14 . . 120.0 ?
C14 C15 C16 . . 120.94(18) ?
C14 C15 H15 . . 119.5 ?
C16 C15 H15 . . 119.5 ?
C15 C16 C11 . . 118.60(17) ?
C15 C16 C31 . . 118.95(17) ?
C11 C16 C31 . . 122.37(16) ?
C22 C21 C26 . . 120.29(17) ?
C22 C21 C12 . . 120.99(16) ?
C26 C21 C12 . . 118.67(17) ?
C23 C22 C21 . . 118.51(18) ?
C23 C22 C27 . . 119.41(18) ?
C21 C22 C27 . . 122.00(18) ?
C24 C23 C22 . . 122.0(2) ?
C24 C23 H23 . . 119.0 ?
C22 C23 H23 . . 119.0 ?
C23 C24 C25 . . 118.40(19) ?
C23 C24 C28 . . 121.2(2) ?
C25 C24 C28 . . 120.4(2) ?
C26 C25 C24 . . 121.61(19) ?
C26 C25 H25 . . 119.2 ?
C24 C25 H25 . . 119.2 ?
C25 C26 C21 . . 119.01(19) ?
C25 C26 C29 . . 120.75(18) ?
C21 C26 C29 . . 120.24(17) ?
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 . . 120.32(18) ?
C32 C31 C16 . . 118.68(17) ?
C36 C31 C16 . . 120.98(16) ?
C33 C32 C31 . . 118.70(19) ?
C33 C32 C37 . . 120.37(19) ?
C31 C32 C37 . . 120.93(19) ?
C34 C33 C32 . . 122.04(19) ?
C34 C33 H33 . . 119.0 ?
C32 C33 H33 . . 119.0 ?
C33 C34 C35 . . 118.46(19) ?
C33 C34 C38 . . 121.2(2) ?
C35 C34 C38 . . 120.3(2) ?
C34 C35 C36 . . 121.6(2) ?
C34 C35 H35 . . 119.2 ?
C36 C35 H35 . . 119.2 ?
C35 C36 C31 . . 118.86(18) ?
C35 C36 C39 . . 119.96(18) ?
C31 C36 C39 . . 121.17(17) ?
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 ?
C42 C41 C46 . . 113.3(2) ?
C42 C41 B1 . . 128.22(18) ?
C46 C41 B1 . . 118.28(19) ?
F42 C42 C41 . . 120.63(19) ?
F42 C42 C43 . . 115.2(2) ?
C41 C42 C43 . . 124.2(2) ?
F43 C43 C44 . . 119.7(2) ?
F43 C43 C42 . . 120.7(3) ?
C44 C43 C42 . . 119.5(3) ?
F44 C44 C45 . . 120.8(3) ?
F44 C44 C43 . . 120.3(3) ?
C45 C44 C43 . . 118.9(2) ?
F45 C45 C44 . . 120.2(2) ?
F45 C45 C46 . . 120.5(3) ?
C44 C45 C46 . . 119.3(2) ?
F46 C46 C45 . . 115.8(2) ?
F46 C46 C41 . . 119.60(19) ?
C45 C46 C41 . . 124.6(2) ?
C56 C51 C52 . . 113.9(2) ?
C56 C51 B1 . . 124.75(18) ?
C52 C51 B1 . . 121.25(19) ?
F52 C52 C53 . . 116.51(19) ?
F52 C52 C51 . . 119.35(18) ?
C53 C52 C51 . . 124.1(2) ?
F53 C53 C54 . . 119.7(2) ?
F53 C53 C52 . . 120.9(2) ?
C54 C53 C52 . . 119.4(2) ?
F54 C54 C53 . . 120.4(3) ?
F54 C54 C55 . . 120.3(3) ?
C53 C54 C55 . . 119.3(2) ?
F55 C55 C54 . . 120.2(2) ?
F55 C55 C56 . . 120.5(3) ?
C54 C55 C56 . . 119.2(2) ?
F56 C56 C51 . . 120.0(2) ?
F56 C56 C55 . . 116.0(2) ?
C51 C56 C55 . . 124.0(2) ?
C62 C61 H61A . . 109.5 ?
C62 C61 H61B . . 109.5 ?
H61A C61 H61B . . 109.5 ?
C62 C61 H61C . . 109.5 ?
H61A C61 H61C . . 109.5 ?
H61B C61 H61C . . 109.5 ?
C63 C62 C61 . . 112.1(5) ?
C63 C62 H62A . . 109.2 ?
C61 C62 H62A . . 109.2 ?
C63 C62 H62B . . 109.2 ?
C61 C62 H62B . . 109.2 ?
H62A C62 H62B . . 107.9 ?
C62 C63 C64 . . 116.7(6) ?
C62 C63 H63A . . 108.1 ?
C64 C63 H63A . . 108.1 ?
C62 C63 H63B . . 108.1 ?
C64 C63 H63B . . 108.1 ?
H63A C63 H63B . . 107.3 ?
C65 C64 C63 . . 113.7(6) ?
C65 C64 H64A . . 108.8 ?
C63 C64 H64A . . 108.8 ?
C65 C64 H64B . . 108.8 ?
C63 C64 H64B . . 108.8 ?
H64A C64 H64B . . 107.7 ?
C64 C65 H65A . . 109.5 ?
C64 C65 H65B . . 109.5 ?
H65A C65 H65B . . 109.5 ?
C64 C65 H65C . . 109.5 ?
H65A C65 H65C . . 109.5 ?
H65B C65 H65C . . 109.5 ?
C62A C61A H61D . . 109.5 ?
C62A C61A H61E . . 109.5 ?
H61D C61A H61E . . 109.5 ?
C62A C61A H61F . . 109.5 ?
H61D C61A H61F . . 109.5 ?
H61E C61A H61F . . 109.5 ?
C63A C62A C61A . . 113.8(10) ?
C63A C62A H62C . . 108.8 ?
C61A C62A H62C . . 108.8 ?
C63A C62A H62D . . 108.8 ?
C61A C62A H62D . . 108.8 ?
H62C C62A H62D . . 107.7 ?
C62A C63A C64A . . 112.4(11) ?
C62A C63A H63C . . 109.1 ?
C64A C63A H63C . . 109.1 ?
C62A C63A H63D . . 109.1 ?
C64A C63A H63D . . 109.1 ?
H63C C63A H63D . . 107.9 ?
C65A C64A C63A . . 110.0(13) ?
C65A C64A H64C . . 109.7 ?
C63A C64A H64C . . 109.7 ?
C65A C64A H64D . . 109.7 ?
C63A C64A H64D . . 109.7 ?
H64C C64A H64D . . 108.2 ?
C64A C65A H65D . . 109.5 ?
C64A C65A H65E . . 109.5 ?
H65D C65A H65E . . 109.5 ?
C64A C65A H65F . . 109.5 ?
H65D C65A H65F . . 109.5 ?
H65E C65A H65F . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
P1 C4 . 1.8093(19) ?
P1 C11 . 1.8101(19) ?
P1 C1 . 1.8101(18) ?
P1 H01 . 1.28(2) ?
B1 C51 . 1.638(3) ?
B1 C2 . 1.639(3) ?
B1 C41 . 1.643(3) ?
B1 H02 . 1.14(2) ?
C1 C2 . 1.552(3) ?
C1 H1A . 0.99 ?
C1 H1B . 0.99 ?
C2 C3 . 1.545(3) ?
C2 H2 . 1.0 ?
C4 C3 . 1.547(3) ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C3 H3A . 0.99 ?
C3 H3B . 0.99 ?
C11 C12 . 1.408(3) ?
C11 C16 . 1.415(3) ?
C12 C13 . 1.390(3) ?
C12 C21 . 1.499(3) ?
C13 C14 . 1.384(3) ?
C13 H13 . 0.95 ?
C14 C15 . 1.386(3) ?
C14 H14 . 0.95 ?
C15 C16 . 1.393(3) ?
C15 H15 . 0.95 ?
C16 C31 . 1.499(3) ?
C21 C22 . 1.401(3) ?
C21 C26 . 1.411(3) ?
C22 C23 . 1.396(3) ?
C22 C27 . 1.509(3) ?
C23 C24 . 1.388(3) ?
C23 H23 . 0.95 ?
C24 C25 . 1.395(3) ?
C24 C28 . 1.512(3) ?
C25 C26 . 1.386(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 . 1.403(3) ?
C31 C36 . 1.404(3) ?
C32 C33 . 1.393(3) ?
C32 C37 . 1.509(3) ?
C33 C34 . 1.383(3) ?
C33 H33 . 0.95 ?
C34 C35 . 1.392(3) ?
C34 C38 . 1.511(3) ?
C35 C36 . 1.393(3) ?
C35 H35 . 0.95 ?
C36 C39 . 1.507(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 C42 . 1.380(3) ?
C41 C46 . 1.390(3) ?
C42 F42 . 1.357(3) ?
C42 C43 . 1.387(3) ?
C43 F43 . 1.342(3) ?
C43 C44 . 1.380(4) ?
C44 F44 . 1.341(3) ?
C44 C45 . 1.370(4) ?
C45 F45 . 1.350(3) ?
C45 C46 . 1.384(3) ?
C46 F46 . 1.354(3) ?
C51 C56 . 1.382(3) ?
C51 C52 . 1.387(3) ?
C52 F52 . 1.355(3) ?
C52 C53 . 1.377(3) ?
C53 F53 . 1.350(3) ?
C53 C54 . 1.371(4) ?
C54 F54 . 1.347(3) ?
C54 C55 . 1.376(4) ?
C55 F55 . 1.347(3) ?
C55 C56 . 1.384(3) ?
C56 F56 . 1.357(3) ?
C61 C62 . 1.505(6) ?
C61 H61A . 0.98 ?
C61 H61B . 0.98 ?
C61 H61C . 0.98 ?
C62 C63 . 1.475(8) ?
C62 H62A . 0.99 ?
C62 H62B . 0.99 ?
C63 C64 . 1.484(8) ?
C63 H63A . 0.99 ?
C63 H63B . 0.99 ?
C64 C65 . 1.478(8) ?
C64 H64A . 0.99 ?
C64 H64B . 0.99 ?
C65 H65A . 0.98 ?
C65 H65B . 0.98 ?
C65 H65C . 0.98 ?
C61A C62A . 1.508(12) ?
C61A H61D . 0.98 ?
C61A H61E . 0.98 ?
C61A H61F . 0.98 ?
C62A C63A . 1.487(12) ?
C62A H62C . 0.99 ?
C62A H62D . 0.99 ?
C63A C64A . 1.506(12) ?
C63A H63C . 0.99 ?
C63A H63D . 0.99 ?
C64A C65A . 1.477(13) ?
C64A H64C . 0.99 ?
C64A H64D . 0.99 ?
C65A H65D . 0.98 ?
C65A H65E . 0.98 ?
C65A H65F . 0.98 ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C4 P1 C1 C2 . . . . 28.52(14) ?
C11 P1 C1 C2 . . . . 157.21(12) ?
P1 C1 C2 C3 . . . . -46.71(16) ?
P1 C1 C2 B1 . . . . 76.51(15) ?
C51 B1 C2 C3 . . . . 174.23(16) ?
C41 B1 C2 C3 . . . . -59.5(2) ?
C51 B1 C2 C1 . . . . 57.04(19) ?
C41 B1 C2 C1 . . . . -176.72(15) ?
C11 P1 C4 C3 . . . . -132.04(13) ?
C1 P1 C4 C3 . . . . -1.70(14) ?
C1 C2 C3 C4 . . . . 49.57(19) ?
B1 C2 C3 C4 . . . . -70.9(2) ?
P1 C4 C3 C2 . . . . -26.85(18) ?
C4 P1 C11 C12 . . . . 65.62(17) ?
C1 P1 C11 C12 . . . . -53.69(18) ?
C4 P1 C11 C16 . . . . -113.59(15) ?
C1 P1 C11 C16 . . . . 127.10(15) ?
C16 C11 C12 C13 . . . . 0.0(3) ?
P1 C11 C12 C13 . . . . -179.23(14) ?
C16 C11 C12 C21 . . . . -178.46(16) ?
P1 C11 C12 C21 . . . . 2.3(2) ?
C11 C12 C13 C14 . . . . -0.8(3) ?
C21 C12 C13 C14 . . . . 177.67(18) ?
C12 C13 C14 C15 . . . . 0.6(3) ?
C13 C14 C15 C16 . . . . 0.4(3) ?
C14 C15 C16 C11 . . . . -1.2(3) ?
C14 C15 C16 C31 . . . . 175.62(18) ?
C12 C11 C16 C15 . . . . 1.0(3) ?
P1 C11 C16 C15 . . . . -179.75(14) ?
C12 C11 C16 C31 . . . . -175.69(16) ?
P1 C11 C16 C31 . . . . 3.5(2) ?
C13 C12 C21 C22 . . . . 90.3(2) ?
C11 C12 C21 C22 . . . . -91.3(2) ?
C13 C12 C21 C26 . . . . -87.1(2) ?
C11 C12 C21 C26 . . . . 91.3(2) ?
C26 C21 C22 C23 . . . . -4.4(3) ?
C12 C21 C22 C23 . . . . 178.32(18) ?
C26 C21 C22 C27 . . . . 172.23(18) ?
C12 C21 C22 C27 . . . . -5.1(3) ?
C21 C22 C23 C24 . . . . 1.4(3) ?
C27 C22 C23 C24 . . . . -175.3(2) ?
C22 C23 C24 C25 . . . . 1.6(3) ?
C22 C23 C24 C28 . . . . -179.1(2) ?
C23 C24 C25 C26 . . . . -1.6(3) ?
C28 C24 C25 C26 . . . . 179.1(2) ?
C24 C25 C26 C21 . . . . -1.3(3) ?
C24 C25 C26 C29 . . . . 178.51(19) ?
C22 C21 C26 C25 . . . . 4.3(3) ?
C12 C21 C26 C25 . . . . -178.28(17) ?
C22 C21 C26 C29 . . . . -175.46(18) ?
C12 C21 C26 C29 . . . . 1.9(3) ?
C15 C16 C31 C32 . . . . -79.7(2) ?
C11 C16 C31 C32 . . . . 97.0(2) ?
C15 C16 C31 C36 . . . . 101.9(2) ?
C11 C16 C31 C36 . . . . -81.4(2) ?
C36 C31 C32 C33 . . . . 0.9(3) ?
C16 C31 C32 C33 . . . . -177.45(18) ?
C36 C31 C32 C37 . . . . -179.58(19) ?
C16 C31 C32 C37 . . . . 2.0(3) ?
C31 C32 C33 C34 . . . . 0.9(3) ?
C37 C32 C33 C34 . . . . -178.6(2) ?
C32 C33 C34 C35 . . . . -1.7(3) ?
C32 C33 C34 C38 . . . . 176.6(2) ?
C33 C34 C35 C36 . . . . 0.7(3) ?
C38 C34 C35 C36 . . . . -177.6(2) ?
C34 C35 C36 C31 . . . . 1.0(3) ?
C34 C35 C36 C39 . . . . -179.59(19) ?
C32 C31 C36 C35 . . . . -1.9(3) ?
C16 C31 C36 C35 . . . . 176.47(17) ?
C32 C31 C36 C39 . . . . 178.76(18) ?
C16 C31 C36 C39 . . . . -2.9(3) ?
C51 B1 C41 C42 . . . . 114.3(2) ?
C2 B1 C41 C42 . . . . -11.9(3) ?
C51 B1 C41 C46 . . . . -71.3(2) ?
C2 B1 C41 C46 . . . . 162.48(17) ?
C46 C41 C42 F42 . . . . 176.20(18) ?
B1 C41 C42 F42 . . . . -9.2(3) ?
C46 C41 C42 C43 . . . . -5.1(3) ?
B1 C41 C42 C43 . . . . 169.5(2) ?
F42 C42 C43 F43 . . . . 3.3(3) ?
C41 C42 C43 F43 . . . . -175.4(2) ?
F42 C42 C43 C44 . . . . -177.0(2) ?
C41 C42 C43 C44 . . . . 4.3(4) ?
F43 C43 C44 F44 . . . . 0.0(4) ?
C42 C43 C44 F44 . . . . -179.7(2) ?
F43 C43 C44 C45 . . . . 179.5(2) ?
C42 C43 C44 C45 . . . . -0.2(4) ?
F44 C44 C45 F45 . . . . -2.1(3) ?
C43 C44 C45 F45 . . . . 178.5(2) ?
F44 C44 C45 C46 . . . . 177.1(2) ?
C43 C44 C45 C46 . . . . -2.4(3) ?
F45 C45 C46 F46 . . . . 1.5(3) ?
C44 C45 C46 F46 . . . . -177.66(19) ?
F45 C45 C46 C41 . . . . -179.57(19) ?
C44 C45 C46 C41 . . . . 1.3(3) ?
C42 C41 C46 F46 . . . . -178.77(17) ?
B1 C41 C46 F46 . . . . 6.0(3) ?
C42 C41 C46 C45 . . . . 2.3(3) ?
B1 C41 C46 C45 . . . . -172.88(19) ?
C2 B1 C51 C56 . . . . -113.7(2) ?
C41 B1 C51 C56 . . . . 116.9(2) ?
C2 B1 C51 C52 . . . . 63.4(2) ?
C41 B1 C51 C52 . . . . -66.0(2) ?
C56 C51 C52 F52 . . . . -179.73(17) ?
B1 C51 C52 F52 . . . . 2.9(3) ?
C56 C51 C52 C53 . . . . 1.0(3) ?
B1 C51 C52 C53 . . . . -176.43(18) ?
F52 C52 C53 F53 . . . . -0.2(3) ?
C51 C52 C53 F53 . . . . 179.14(19) ?
F52 C52 C53 C54 . . . . -179.47(19) ?
C51 C52 C53 C54 . . . . -0.2(3) ?
F53 C53 C54 F54 . . . . -1.3(3) ?
C52 C53 C54 F54 . . . . 178.0(2) ?
F53 C53 C54 C55 . . . . 179.7(2) ?
C52 C53 C54 C55 . . . . -1.0(3) ?
F54 C54 C55 F55 . . . . 0.7(4) ?
C53 C54 C55 F55 . . . . 179.6(2) ?
F54 C54 C55 C56 . . . . -177.7(2) ?
C53 C54 C55 C56 . . . . 1.2(4) ?
C52 C51 C56 F56 . . . . -179.80(18) ?
B1 C51 C56 F56 . . . . -2.5(3) ?
C52 C51 C56 C55 . . . . -0.7(3) ?
B1 C51 C56 C55 . . . . 176.6(2) ?
F55 C55 C56 F56 . . . . 0.4(3) ?
C54 C55 C56 F56 . . . . 178.8(2) ?
F55 C55 C56 C51 . . . . -178.7(2) ?
C54 C55 C56 C51 . . . . -0.4(4) ?
C61 C62 C63 C64 . . . . -179.8(6) ?
C62 C63 C64 C65 . . . . -175.8(6) ?
C61A C62A C63A C64A . . . . 179.3(12) ?
C62A C63A C64A C65A . . . . 172.4(13) ?
