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#$Date: 2025-08-22 11:56:18 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301860 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/16/7121674.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_7121674
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            'C59 H46 B F10 P'
_chemical_formula_weight         986.74
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yc'
_space_group_name_H-M_alt        'P 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yc'
_symmetry_space_group_name_H-M   'P 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2017-11-28 deposited with the CCDC.
2018-05-14 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 113.888(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   22.7843(3)
_cell_length_b                   8.4334(2)
_cell_length_c                   27.6135(5)
_cell_measurement_reflns_used    11337
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      4.08
_cell_volume                     4851.40(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 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Nonius KappaCCD APEXII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'Montel mirror'
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.097
_diffrn_reflns_av_sigmaI/netI    0.0900
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            39200
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         4.13
_exptl_absorpt_coefficient_mu    0.135
_exptl_absorpt_correction_T_max  0.9973
_exptl_absorpt_correction_T_min  0.9840
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2040
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     703
_refine_ls_number_reflns         8435
_refine_ls_number_restraints     150
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.1433
_refine_ls_R_factor_gt           0.0822
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+11.4467P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1328
_refine_ls_wR_factor_ref         0.1584
_reflns_number_gt                5171
_reflns_number_total             8435
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c8cc03369b2.cif
_cod_data_source_block           erk8366
_cod_depositor_comments
'Adding full bibliography for 7121673--7121682.cif.'
_cod_original_sg_symbol_H-M      P2/c
_cod_database_code               7121674
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.24173(5) 0.22987(14) 0.00853(5) 0.0331(3) Uani 1 1 d . . .
B1 B 0.2036(2) 0.1125(6) 0.1379(2) 0.0336(12) Uani 1 1 d . . .
C8 C 0.1448(2) -0.0033(5) 0.09874(17) 0.0347(11) Uani 1 1 d . . .
C7 C 0.1055(2) -0.0940(6) 0.11783(19) 0.0431(12) Uani 1 1 d . . .
H7 H 0.1148 -0.0889 0.1542 0.052 Uiso 1 1 calc R . .
C6 C 0.0551(2) -0.1880(6) 0.0867(2) 0.0506(14) Uani 1 1 d . . .
H6 H 0.0312 -0.2425 0.1023 0.061 Uiso 1 1 calc R . .
C5 C 0.0385(2) -0.2049(6) 0.0321(2) 0.0466(12) Uani 1 1 d . . .
H5 H 0.0039 -0.2683 0.0104 0.056 Uiso 1 1 calc R . .
C4 C 0.0666(2) -0.0952(6) -0.08802(19) 0.0460(12) Uani 1 1 d . . .
H4 H 0.0313 -0.1591 -0.1080 0.055 Uiso 1 1 calc R . .
C3 C 0.1017(2) -0.0092(6) -0.11162(18) 0.0443(12) Uani 1 1 d . . .
H3 H 0.0892 -0.0157 -0.1484 0.053 Uiso 1 1 calc R . .
C2 C 0.1530(2) 0.0823(6) -0.08236(18) 0.0403(12) Uani 1 1 d . . .
H2 H 0.1747 0.1372 -0.0998 0.048 Uiso 1 1 calc R . .
C1 C 0.1750(2) 0.0986(5) -0.02649(17) 0.0347(10) Uani 1 1 d . . .
C9 C 0.12771(19) -0.0264(5) 0.04561(17) 0.0324(10) Uani 1 1 d . . .
C10 C 0.1401(2) 0.0180(5) -0.00356(17) 0.0351(11) Uani 1 1 d . . .
C11 C 0.0873(2) -0.0794(5) -0.03485(18) 0.0380(11) Uani 1 1 d . . .
C12 C 0.0759(2) -0.1229(6) 0.01300(18) 0.0389(11) Uani 1 1 d . . .
C13 C 0.22917(19) 0.2918(5) 0.06701(17) 0.0338(10) Uani 1 1 d . . .
C14 C 0.23480(19) 0.1637(5) 0.09721(17) 0.0323(10) Uani 1 1 d . . .
H14 H 0.2630 0.0871 0.0940 0.039 Uiso 1 1 calc R . .
C15 C 0.2034(2) 0.4513(6) 0.07310(19) 0.0439(12) Uani 1 1 d . . .
H15 H 0.1567 0.4515 0.0640 0.053 Uiso 1 1 calc R . .
C16 C 0.2405(3) 0.5626(6) 0.1170(2) 0.0591(15) Uani 1 1 d . . .
H16A H 0.2168 0.6207 0.1341 0.071 Uiso 1 1 calc R . .
H16B H 0.2843 0.5325 0.1406 0.071 Uiso 1 1 calc R . .
C17 C 0.2281(3) 0.6056(6) 0.0614(2) 0.0551(15) Uani 1 1 d . . .
H17A H 0.2643 0.6015 0.0509 0.066 Uiso 1 1 calc R . .
H17B H 0.1968 0.6897 0.0444 0.066 Uiso 1 1 calc R . .
C21 C 0.31837(19) 0.1222(5) 0.03641(17) 0.0333(10) Uani 1 1 d . . .
C22 C 0.3252(2) -0.0380(6) 0.02412(18) 0.0388(11) Uani 1 1 d . . .
C23 C 0.3811(2) -0.1167(6) 0.0554(2) 0.0494(13) Uani 1 1 d . . .
H23 H 0.3854 -0.2238 0.0480 0.059 Uiso 1 1 calc R . .
C24 C 0.4304(2) -0.0461(7) 0.0966(2) 0.0511(14) Uani 1 1 d . . .
C25 C 0.4250(2) 0.1145(7) 0.10515(19) 0.0473(13) Uani 1 1 d . . .
H25 H 0.4598 0.1668 0.1314 0.057 Uiso 1 1 calc R . .
C26 C 0.3701(2) 0.1998(6) 0.07623(18) 0.0393(11) Uani 1 1 d . . .
C27 C 0.2782(2) -0.1274(6) -0.0220(2) 0.0546(14) Uani 1 1 d . . .
H27A H 0.2972 -0.2271 -0.0258 0.082 Uiso 1 1 calc R . .
H27B H 0.2672 -0.0649 -0.0540 0.082 Uiso 1 1 calc R . .
H27C H 0.2398 -0.1484 -0.0161 0.082 Uiso 1 1 calc R . .
C28 C 0.4898(3) -0.1384(8) 0.1312(2) 0.081(2) Uani 1 1 d . . .
H28A H 0.4796 -0.2064 0.1551 0.122 Uiso 1 1 calc R . .
H28B H 0.5235 -0.0650 0.1517 0.122 Uiso 1 1 calc R . .
H28C H 0.5042 -0.2028 0.1091 0.122 Uiso 1 1 calc R . .
C29 C 0.3704(2) 0.3739(6) 0.0885(2) 0.0522(14) Uani 1 1 d . . .
H29A H 0.3543 0.3889 0.1157 0.078 Uiso 1 1 calc R . .
H29B H 0.3432 0.4305 0.0567 0.078 Uiso 1 1 calc R . .
H29C H 0.4139 0.4144 0.1009 0.078 Uiso 1 1 calc R . .
C31 C 0.23541(19) 0.3784(5) -0.04108(17) 0.0351(10) Uani 1 1 d . . .
C32 C 0.2826(2) 0.4016(5) -0.06182(17) 0.0367(11) Uani 1 1 d . . .
C33 C 0.2718(2) 0.5159(5) -0.10028(18) 0.0405(11) Uani 1 1 d . . .
H33 H 0.3036 0.5322 -0.1133 0.049 Uiso 1 1 calc R . .
C34 C 0.2173(2) 0.6071(6) -0.12047(18) 0.0462(12) Uani 1 1 d . . .
C35 C 0.1705(2) 0.5777(6) -0.10173(18) 0.0447(12) Uani 1 1 d . . .
H35 H 0.1321 0.6362 -0.1158 0.054 Uiso 1 1 calc R . .
C36 C 0.1779(2) 0.4653(6) -0.06295(18) 0.0409(11) Uani 1 1 d . . .
C37 C 0.3438(2) 0.3058(6) -0.0469(2) 0.0570(15) Uani 1 1 d . . .
H37A H 0.3634 0.3295 -0.0714 0.085 Uiso 1 1 calc R . .
H37B H 0.3338 0.1936 -0.0486 0.085 Uiso 1 1 calc R . .
H37C H 0.3734 0.3331 -0.0112 0.085 Uiso 1 1 calc R . .
C38 C 0.2084(3) 0.7342(6) -0.1614(2) 0.0643(16) Uani 1 1 d . . .
H38A H 0.2424 0.7265 -0.1739 0.096 Uiso 1 1 calc R . .
H38B H 0.2098 0.8377 -0.1457 0.096 Uiso 1 1 calc R . .
H38C H 0.1672 0.7200 -0.1910 0.096 Uiso 1 1 calc R . .
C39 C 0.1193(2) 0.4418(6) -0.0503(2) 0.0550(14) Uani 1 1 d . . .
H39A H 0.1067 0.5428 -0.0406 0.083 Uiso 1 1 calc R . .
H39B H 0.1297 0.3681 -0.0210 0.083 Uiso 1 1 calc R . .
H39C H 0.0842 0.3997 -0.0812 0.083 Uiso 1 1 calc R . .
C41 C 0.1777(2) 0.2642(5) 0.16055(17) 0.0348(10) Uani 1 1 d . . .
F42 F 0.06970(13) 0.2555(4) 0.09754(12) 0.0630(8) Uani 1 1 d . . .
C42 C 0.1155(2) 0.3204(5) 0.1416(2) 0.0423(12) Uani 1 1 d . . .
F43 F 0.03235(16) 0.4825(4) 0.14433(17) 0.0941(13) Uani 1 1 d . . .
C43 C 0.0951(3) 0.4403(6) 0.1645(3) 0.0565(15) Uani 1 1 d . . .
F44 F 0.1182(2) 0.6350(4) 0.23042(17) 0.1117(15) Uani 1 1 d . . .
C44 C 0.1379(4) 0.5179(6) 0.2076(3) 0.0683(18) Uani 1 1 d . . .
F45 F 0.24420(19) 0.5456(4) 0.27012(13) 0.0871(12) Uani 1 1 d . . .
C45 C 0.2007(3) 0.4721(6) 0.2275(2) 0.0575(15) Uani 1 1 d . . .
F46 F 0.28253(13) 0.3149(3) 0.22503(12) 0.0630(8) Uani 1 1 d . . .
C46 C 0.2192(2) 0.3505(6) 0.2038(2) 0.0430(12) Uani 1 1 d . . .
C51 C 0.2512(2) 0.0021(5) 0.18815(18) 0.0354(11) Uani 1 1 d . . .
F52 F 0.32578(13) -0.0676(4) 0.15123(11) 0.0623(9) Uani 1 1 d . . .
C52 C 0.3057(2) -0.0769(6) 0.19129(18) 0.0403(11) Uani 1 1 d . . .
F53 F 0.39732(14) -0.2391(4) 0.23300(14) 0.0777(10) Uani 1 1 d . . .
C53 C 0.3449(2) -0.1674(6) 0.2339(2) 0.0483(13) Uani 1 1 d . . .
F54 F 0.36647(14) -0.2762(4) 0.31788(12) 0.0745(10) Uani 1 1 d . . .
C54 C 0.3295(2) -0.1863(6) 0.2762(2) 0.0516(13) Uani 1 1 d . . .
F55 F 0.25977(15) -0.1314(4) 0.31761(11) 0.0636(8) Uani 1 1 d . . .
C55 C 0.2755(2) -0.1134(6) 0.27571(19) 0.0461(12) Uani 1 1 d . . .
F56 F 0.18630(13) 0.0414(3) 0.23646(10) 0.0511(7) Uani 1 1 d . . .
C56 C 0.2385(2) -0.0252(5) 0.23273(18) 0.0391(11) Uani 1 1 d . . .
C61 C 0.3869(13) 0.151(4) 0.3875(11) 0.066(7) Uani 0.41(3) 1 d PDU A 1
H61 H 0.3546 0.0775 0.3693 0.079 Uiso 0.41(3) 1 calc PR A 1
C62 C 0.4224(17) 0.132(4) 0.4409(12) 0.081(11) Uani 0.41(3) 1 d PDU A 1
H62 H 0.4138 0.0464 0.4587 0.097 Uiso 0.41(3) 1 calc PR A 1
C63 C 0.4705(15) 0.238(4) 0.4684(8) 0.073(7) Uani 0.41(3) 1 d PDU A 1
H63 H 0.4983 0.2198 0.5039 0.088 Uiso 0.41(3) 1 calc PR A 1
C64 C 0.4761(11) 0.370(2) 0.4415(10) 0.060(6) Uani 0.41(3) 1 d PDU A 1
H64 H 0.5055 0.4492 0.4606 0.072 Uiso 0.41(3) 1 calc PR A 1
C65 C 0.4409(12) 0.394(3) 0.3881(10) 0.055(5) Uani 0.41(3) 1 d PDU A 1
H65 H 0.4461 0.4861 0.3711 0.065 Uiso 0.41(3) 1 calc PR A 1
C66 C 0.3977(11) 0.277(4) 0.3603(8) 0.066(6) Uani 0.41(3) 1 d PDU A 1
H66 H 0.3759 0.2835 0.3233 0.079 Uiso 0.41(3) 1 calc PR A 1
C61A C 0.3958(9) 0.103(2) 0.3980(7) 0.071(5) Uani 0.59(3) 1 d PDU A 2
H61A H 0.3741 0.0055 0.3898 0.085 Uiso 0.59(3) 1 calc PR A 2
C62A C 0.4357(13) 0.140(3) 0.4493(7) 0.085(7) Uani 0.59(3) 1 d PDU A 2
H62A H 0.4417 0.0656 0.4764 0.102 Uiso 0.59(3) 1 calc PR A 2
C63A C 0.4670(12) 0.284(3) 0.4617(8) 0.092(6) Uani 0.59(3) 1 d PDU A 2
H63A H 0.4914 0.3115 0.4973 0.110 Uiso 0.59(3) 1 calc PR A 2
C64A C 0.4622(11) 0.387(2) 0.4217(12) 0.083(5) Uani 0.59(3) 1 d PDU A 2
H64A H 0.4863 0.4809 0.4296 0.100 Uiso 0.59(3) 1 calc PR A 2
C65A C 0.4222(11) 0.352(2) 0.3700(10) 0.080(5) Uani 0.59(3) 1 d PDU A 2
H65A H 0.4182 0.4238 0.3427 0.096 Uiso 0.59(3) 1 calc PR A 2
C66A C 0.3882(9) 0.213(3) 0.3586(5) 0.070(4) Uani 0.59(3) 1 d PDU A 2
H66A H 0.3594 0.1912 0.3236 0.084 Uiso 0.59(3) 1 calc PR A 2
C71 C 0.5000 -0.5459(11) 0.2500 0.092(3) Uani 1 2 d S . .
H71 H 0.5000 -0.4345 0.2500 0.110 Uiso 1 2 calc SR . .
C72 C 0.4454(3) -0.6253(9) 0.2418(3) 0.085(2) Uani 1 1 d . . .
H72 H 0.4076 -0.5690 0.2363 0.102 Uiso 1 1 calc R . .
C73 C 0.4449(4) -0.7860(10) 0.2417(3) 0.095(2) Uani 1 1 d . . .
H73 H 0.4068 -0.8416 0.2358 0.113 Uiso 1 1 calc R . .
C74 C 0.5000 -0.8662(13) 0.2500 0.097(3) Uani 1 2 d SU . .
H74 H 0.5000 -0.9776 0.2500 0.117 Uiso 1 2 calc SR . .
C81 C 0.0000 -0.1132(12) 0.2500 0.084(3) Uani 1 2 d S . .
H81 H 0.0000 -0.2246 0.2500 0.101 Uiso 1 2 calc SR . .
C82 C 0.0409(3) -0.0337(9) 0.2353(2) 0.0758(19) Uani 1 1 d . . .
H82 H 0.0690 -0.0912 0.2247 0.091 Uiso 1 1 calc R . .
C83 C 0.0431(3) 0.1238(9) 0.2352(2) 0.0727(18) Uani 1 1 d . . .
H83 H 0.0729 0.1766 0.2253 0.087 Uiso 1 1 calc R . .
C84 C 0.0000 0.2109(12) 0.2500 0.089(3) Uani 1 2 d S . .
H84 H 0.0000 0.3223 0.2500 0.107 Uiso 1 2 calc SR . .
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
_geom_angle_site_symmetry_1
C1 P1 C31 103.0(2) .
C1 P1 C13 104.40(19) .
C31 P1 C13 118.4(2) .
C1 P1 C21 111.8(2) .
C31 P1 C21 115.33(18) .
C13 P1 C21 103.49(19) .
C14 B1 C41 112.7(4) .
C14 B1 C8 99.9(3) .
C41 B1 C8 112.9(3) .
C14 B1 C51 114.2(3) .
C41 B1 C51 109.5(4) .
C8 B1 C51 107.3(4) .
C9 C8 C7 111.7(4) .
C9 C8 B1 125.9(4) .
C7 C8 B1 122.4(4) .
C6 C7 C8 124.5(4) .
C6 C7 H7 117.7 .
C8 C7 H7 117.7 .
C7 C6 C5 121.7(4) .
C7 C6 H6 119.2 .
C5 C6 H6 119.2 .
C12 C5 C6 115.2(4) .
C12 C5 H5 122.4 .
C6 C5 H5 122.4 .
C11 C4 C3 115.8(4) .
C11 C4 H4 122.1 .
C3 C4 H4 122.1 .
C2 C3 C4 121.7(4) .
C2 C3 H3 119.1 .
C4 C3 H3 119.1 .
C3 C2 C1 122.7(4) .
C3 C2 H2 118.7 .
C1 C2 H2 118.7 .
C10 C1 C2 115.7(4) .
C10 C1 P1 124.8(3) .
C2 C1 P1 119.3(3) .
C8 C9 C12 124.3(4) .
C8 C9 C10 146.6(4) .
C12 C9 C10 89.0(3) .
C1 C10 C11 120.5(4) .
C1 C10 C9 150.4(4) .
C11 C10 C9 89.1(3) .
C4 C11 C10 123.5(4) .
C4 C11 C12 145.8(4) .
C10 C11 C12 90.7(4) .
C5 C12 C9 122.5(4) .
C5 C12 C11 146.1(4) .
C9 C12 C11 91.3(3) .
C14 C13 C15 126.6(4) .
C14 C13 P1 108.1(3) .
C15 C13 P1 124.2(3) .
C13 C14 B1 133.8(4) .
C13 C14 H14 113.1 .
B1 C14 H14 113.1 .
C16 C15 C17 59.6(3) .
C16 C15 C13 122.3(4) .
C17 C15 C13 123.6(4) .
C16 C15 H15 113.6 .
C17 C15 H15 113.6 .
C13 C15 H15 113.6 .
C17 C16 C15 60.5(3) .
C17 C16 H16A 117.7 .
C15 C16 H16A 117.7 .
C17 C16 H16B 117.7 .
C15 C16 H16B 117.7 .
H16A C16 H16B 114.8 .
C16 C17 C15 59.9(3) .
C16 C17 H17A 117.8 .
C15 C17 H17A 117.8 .
C16 C17 H17B 117.8 .
C15 C17 H17B 117.8 .
H17A C17 H17B 114.9 .
C26 C21 C22 119.5(4) .
C26 C21 P1 116.8(3) .
C22 C21 P1 123.3(4) .
C23 C22 C21 118.0(5) .
C23 C22 C27 116.8(4) .
C21 C22 C27 125.1(4) .
C24 C23 C22 123.2(5) .
C24 C23 H23 118.4 .
C22 C23 H23 118.4 .
C23 C24 C25 117.7(5) .
C23 C24 C28 121.5(5) .
C25 C24 C28 120.7(5) .
C26 C25 C24 122.1(5) .
C26 C25 H25 119.0 .
C24 C25 H25 119.0 .
C25 C26 C21 119.1(4) .
C25 C26 C29 117.2(5) .
C21 C26 C29 123.7(4) .
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 .
C36 C31 C32 118.7(4) .
C36 C31 P1 117.3(3) .
C32 C31 P1 123.8(3) .
C33 C32 C31 118.6(4) .
C33 C32 C37 115.9(4) .
C31 C32 C37 125.4(4) .
C34 C33 C32 123.5(4) .
C34 C33 H33 118.2 .
C32 C33 H33 118.2 .
C33 C34 C35 117.1(4) .
C33 C34 C38 121.8(4) .
C35 C34 C38 121.1(5) .
C34 C35 C36 122.6(4) .
C34 C35 H35 118.7 .
C36 C35 H35 118.7 .
C35 C36 C31 119.2(4) .
C35 C36 C39 114.9(4) .
C31 C36 C39 125.8(4) .
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 112.5(4) .
C42 C41 B1 126.7(4) .
C46 C41 B1 120.8(4) .
F42 C42 C43 115.6(4) .
F42 C42 C41 119.9(4) .
C43 C42 C41 124.5(5) .
F43 C43 C44 119.8(5) .
F43 C43 C42 120.1(6) .
C44 C43 C42 120.1(5) .
F44 C44 C43 120.4(6) .
F44 C44 C45 120.9(7) .
C43 C44 C45 118.7(5) .
F45 C45 C44 120.2(5) .
F45 C45 C46 120.2(6) .
C44 C45 C46 119.5(5) .
F46 C46 C45 116.0(5) .
F46 C46 C41 119.4(4) .
C45 C46 C41 124.6(5) .
C52 C51 C56 111.6(4) .
C52 C51 B1 126.2(4) .
C56 C51 B1 122.2(4) .
F52 C52 C51 120.7(4) .
F52 C52 C53 114.3(4) .
C51 C52 C53 124.9(4) .
F53 C53 C54 120.2(5) .
F53 C53 C52 120.1(4) .
C54 C53 C52 119.7(4) .
F54 C54 C53 120.6(5) .
F54 C54 C55 120.6(5) .
C53 C54 C55 118.8(5) .
F55 C55 C56 121.4(4) .
F55 C55 C54 119.3(5) .
C56 C55 C54 119.3(4) .
F56 C56 C55 114.3(4) .
F56 C56 C51 120.1(4) .
C55 C56 C51 125.7(4) .
C62 C61 C66 121.2(16) .
C62 C61 H61 119.4 .
C66 C61 H61 119.4 .
C61 C62 C63 120.5(16) .
C61 C62 H62 119.8 .
C63 C62 H62 119.8 .
C62 C63 C64 117.0(16) .
C62 C63 H63 121.5 .
C64 C63 H63 121.5 .
C63 C64 C65 123.6(16) .
C63 C64 H64 118.2 .
C65 C64 H64 118.2 .
C64 C65 C66 117.7(15) .
C64 C65 H65 121.1 .
C66 C65 H65 121.1 .
C61 C66 C65 119.3(15) .
C61 C66 H66 120.4 .
C65 C66 H66 120.4 .
C62A C61A C66A 118.8(12) .
C62A C61A H61A 120.6 .
C66A C61A H61A 120.6 .
C61A C62A C63A 120.8(13) .
C61A C62A H62A 119.6 .
C63A C62A H62A 119.6 .
C64A C63A C62A 119.4(13) .
C64A C63A H63A 120.3 .
C62A C63A H63A 120.3 .
C63A C64A C65A 120.3(13) .
C63A C64A H64A 119.8 .
C65A C64A H64A 119.8 .
C66A C65A C64A 119.5(13) .
C66A C65A H65A 120.3 .
C64A C65A H65A 120.3 .
C65A C66A C61A 120.9(12) .
C65A C66A H66A 119.6 .
C61A C66A H66A 119.6 .
C72 C71 C72 120.5(9) 2_655
C72 C71 H71 119.7 2_655
C72 C71 H71 119.7 .
C71 C72 C73 120.2(7) .
C71 C72 H72 119.9 .
C73 C72 H72 119.9 .
C72 C73 C74 119.3(8) .
C72 C73 H73 120.3 .
C74 C73 H73 120.3 .
C73 C74 C73 120.5(11) 2_655
C73 C74 H74 119.8 2_655
C73 C74 H74 119.8 .
C82 C81 C82 119.9(10) 2
C82 C81 H81 120.1 2
C82 C81 H81 120.1 .
C83 C82 C81 122.2(7) .
C83 C82 H82 118.9 .
C81 C82 H82 118.9 .
C82 C83 C84 119.2(6) .
C82 C83 H83 120.4 .
C84 C83 H83 120.4 .
C83 C84 C83 117.4(9) 2
C83 C84 H84 121.3 2
C83 C84 H84 121.3 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1 C1 1.811(5) .
P1 C31 1.818(4) .
P1 C13 1.827(4) .
P1 C21 1.838(4) .
B1 C14 1.613(6) .
B1 C41 1.635(6) .
B1 C8 1.657(7) .
B1 C51 1.658(7) .
C8 C9 1.371(6) .
C8 C7 1.430(6) .
C7 C6 1.373(6) .
C7 H7 0.9400 .
C6 C5 1.404(6) .
C6 H6 0.9400 .
C5 C12 1.360(6) .
C5 H5 0.9400 .
C4 C11 1.355(6) .
C4 C3 1.418(6) .
C4 H4 0.9400 .
C3 C2 1.360(6) .
C3 H3 0.9400 .
C2 C1 1.423(6) .
C2 H2 0.9400 .
C1 C10 1.380(5) .
C9 C12 1.416(6) .
C9 C10 1.540(6) .
C10 C11 1.423(6) .
C11 C12 1.492(6) .
C13 C14 1.339(6) .
C13 C15 1.504(6) .
C14 H14 0.9400 .
C15 C16 1.494(7) .
C15 C17 1.504(6) .
C15 H15 0.9900 .
C16 C17 1.489(7) .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C21 C26 1.406(6) .
C21 C22 1.417(6) .
C22 C23 1.385(6) .
C22 C27 1.494(6) .
C23 C24 1.370(7) .
C23 H23 0.9400 .
C24 C25 1.389(7) .
C24 C28 1.517(7) .
C25 C26 1.382(6) .
C25 H25 0.9400 .
C26 C29 1.506(6) .
C27 H27A 0.9700 .
C27 H27B 0.9700 .
C27 H27C 0.9700 .
C28 H28A 0.9700 .
C28 H28B 0.9700 .
C28 H28C 0.9700 .
C29 H29A 0.9700 .
C29 H29B 0.9700 .
C29 H29C 0.9700 .
C31 C36 1.406(6) .
C31 C32 1.421(5) .
C32 C33 1.381(6) .
C32 C37 1.519(6) .
C33 C34 1.373(6) .
C33 H33 0.9400 .
C34 C35 1.383(6) .
C34 C38 1.511(6) .
C35 C36 1.388(6) .
C35 H35 0.9400 .
C36 C39 1.524(6) .
C37 H37A 0.9700 .
C37 H37B 0.9700 .
C37 H37C 0.9700 .
C38 H38A 0.9700 .
C38 H38B 0.9700 .
C38 H38C 0.9700 .
C39 H39A 0.9700 .
C39 H39B 0.9700 .
C39 H39C 0.9700 .
C41 C42 1.381(6) .
C41 C46 1.391(6) .
F42 C42 1.356(5) .
C42 C43 1.370(7) .
F43 C43 1.355(6) .
C43 C44 1.362(8) .
F44 C44 1.343(6) .
C44 C45 1.365(8) .
F45 C45 1.343(6) .
C45 C46 1.372(7) .
F46 C46 1.354(5) .
C51 C52 1.382(6) .
C51 C56 1.392(6) .
F52 C52 1.359(5) .
C52 C53 1.383(6) .
F53 C53 1.349(5) .
C53 C54 1.358(7) .
F54 C54 1.350(5) .
C54 C55 1.370(7) .
F55 C55 1.352(5) .
C55 C56 1.364(6) .
F56 C56 1.357(5) .
C61 C62 1.373(13) .
C61 C66 1.379(13) .
C61 H61 0.9400 .
C62 C63 1.377(13) .
C62 H62 0.9400 .
C63 C64 1.378(13) .
C63 H63 0.9400 .
C64 C65 1.379(13) .
C64 H64 0.9400 .
C65 C66 1.384(13) .
C65 H65 0.9400 .
C66 H66 0.9400 .
C61A C62A 1.373(12) .
C61A C66A 1.383(12) .
C61A H61A 0.9400 .
C62A C63A 1.381(12) .
C62A H62A 0.9400 .
C63A C64A 1.375(12) .
C63A H63A 0.9400 .
C64A C65A 1.378(12) .
C64A H64A 0.9400 .
C65A C66A 1.375(12) .
C65A H65A 0.9400 .
C66A H66A 0.9400 .
C71 C72 1.350(8) 2_655
C71 C72 1.350(8) .
C71 H71 0.9400 .
C72 C73 1.355(9) .
C72 H72 0.9400 .
C73 C74 1.361(9) .
C73 H73 0.9400 .
C74 C73 1.361(9) 2_655
C74 H74 0.9400 .
C81 C82 1.337(8) 2
C81 C82 1.337(8) .
C81 H81 0.9400 .
C82 C83 1.330(9) .
C82 H82 0.9400 .
C83 C84 1.413(8) .
C83 H83 0.9400 .
C84 C83 1.413(8) 2
C84 H84 0.9400 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C14 B1 C8 C9 -6.0(6) . .
C41 B1 C8 C9 113.9(5) . .
C51 B1 C8 C9 -125.3(4) . .
C14 B1 C8 C7 173.4(4) . .
C41 B1 C8 C7 -66.7(5) . .
C51 B1 C8 C7 54.1(5) . .
C9 C8 C7 C6 -2.4(7) . .
B1 C8 C7 C6 178.1(4) . .
C8 C7 C6 C5 1.1(8) . .
C7 C6 C5 C12 0.5(7) . .
C11 C4 C3 C2 0.3(7) . .
C4 C3 C2 C1 0.0(7) . .
C3 C2 C1 C10 -1.5(7) . .
C3 C2 C1 P1 -177.5(4) . .
C31 P1 C1 C10 -147.1(4) . .
C13 P1 C1 C10 -22.8(4) . .
C21 P1 C1 C10 88.4(4) . .
C31 P1 C1 C2 28.5(4) . .
C13 P1 C1 C2 152.9(3) . .
C21 P1 C1 C2 -95.9(4) . .
C7 C8 C9 C12 2.4(6) . .
B1 C8 C9 C12 -178.1(4) . .
C7 C8 C9 C10 178.1(6) . .
B1 C8 C9 C10 -2.4(10) . .
C2 C1 C10 C11 2.6(6) . .
P1 C1 C10 C11 178.3(3) . .
C2 C1 C10 C9 -177.8(7) . .
P1 C1 C10 C9 -2.0(10) . .
C8 C9 C10 C1 4.3(13) . .
C12 C9 C10 C1 -179.2(8) . .
C8 C9 C10 C11 -176.0(7) . .
C12 C9 C10 C11 0.5(3) . .
C3 C4 C11 C10 0.9(7) . .
C3 C4 C11 C12 177.6(6) . .
C1 C10 C11 C4 -2.4(7) . .
C9 C10 C11 C4 177.8(5) . .
C1 C10 C11 C12 179.4(4) . .
C9 C10 C11 C12 -0.4(3) . .
C6 C5 C12 C9 -0.5(7) . .
C6 C5 C12 C11 -177.5(6) . .
C8 C9 C12 C5 -1.1(7) . .
C10 C9 C12 C5 -178.8(5) . .
C8 C9 C12 C11 177.2(4) . .
C10 C9 C12 C11 -0.4(3) . .
C4 C11 C12 C5 0.6(13) . .
C10 C11 C12 C5 177.9(7) . .
C4 C11 C12 C9 -176.8(7) . .
C10 C11 C12 C9 0.5(4) . .
C1 P1 C13 C14 64.9(3) . .
C31 P1 C13 C14 178.8(3) . .
C21 P1 C13 C14 -52.2(3) . .
C1 P1 C13 C15 -103.4(4) . .
C31 P1 C13 C15 10.4(4) . .
C21 P1 C13 C15 139.5(4) . .
C15 C13 C14 B1 17.8(8) . .
P1 C13 C14 B1 -150.2(4) . .
C41 B1 C14 C13 -21.7(7) . .
C8 B1 C14 C13 98.3(5) . .
C51 B1 C14 C13 -147.6(5) . .
C14 C13 C15 C16 73.2(6) . .
P1 C13 C15 C16 -120.7(4) . .
C14 C13 C15 C17 145.7(5) . .
P1 C13 C15 C17 -48.1(6) . .
C13 C15 C16 C17 112.8(4) . .
C13 C15 C17 C16 -110.7(5) . .
C1 P1 C21 C26 -162.7(3) . .
C31 P1 C21 C26 80.1(4) . .
C13 P1 C21 C26 -50.9(4) . .
C1 P1 C21 C22 10.0(4) . .
C31 P1 C21 C22 -107.3(4) . .
C13 P1 C21 C22 121.8(4) . .
C26 C21 C22 C23 5.8(6) . .
P1 C21 C22 C23 -166.6(3) . .
C26 C21 C22 C27 -170.7(4) . .
P1 C21 C22 C27 16.8(6) . .
C21 C22 C23 C24 -1.7(7) . .
C27 C22 C23 C24 175.2(4) . .
C22 C23 C24 C25 -3.7(7) . .
C22 C23 C24 C28 177.6(5) . .
C23 C24 C25 C26 5.0(7) . .
C28 C24 C25 C26 -176.3(4) . .
C24 C25 C26 C21 -0.9(7) . .
C24 C25 C26 C29 -179.0(4) . .
C22 C21 C26 C25 -4.6(6) . .
P1 C21 C26 C25 168.3(3) . .
C22 C21 C26 C29 173.4(4) . .
P1 C21 C26 C29 -13.7(6) . .
C1 P1 C31 C36 58.8(4) . .
C13 P1 C31 C36 -55.7(4) . .
C21 P1 C31 C36 -179.1(3) . .
C1 P1 C31 C32 -115.7(4) . .
C13 P1 C31 C32 129.7(4) . .
C21 P1 C31 C32 6.3(5) . .
C36 C31 C32 C33 4.1(7) . .
P1 C31 C32 C33 178.6(3) . .
C36 C31 C32 C37 -173.2(5) . .
P1 C31 C32 C37 1.3(7) . .
C31 C32 C33 C34 -1.3(7) . .
C37 C32 C33 C34 176.3(5) . .
C32 C33 C34 C35 -1.8(7) . .
C32 C33 C34 C38 178.2(5) . .
C33 C34 C35 C36 2.1(7) . .
C38 C34 C35 C36 -178.0(5) . .
C34 C35 C36 C31 0.8(7) . .
C34 C35 C36 C39 -175.9(5) . .
C32 C31 C36 C35 -3.9(7) . .
P1 C31 C36 C35 -178.7(4) . .
C32 C31 C36 C39 172.4(5) . .
P1 C31 C36 C39 -2.5(7) . .
C14 B1 C41 C42 96.8(5) . .
C8 B1 C41 C42 -15.5(6) . .
C51 B1 C41 C42 -134.9(4) . .
C14 B1 C41 C46 -84.3(5) . .
C8 B1 C41 C46 163.5(4) . .
C51 B1 C41 C46 44.0(5) . .
C46 C41 C42 F42 176.0(4) . .
B1 C41 C42 F42 -5.0(7) . .
C46 C41 C42 C43 -4.4(6) . .
B1 C41 C42 C43 174.6(4) . .
F42 C42 C43 F43 2.6(7) . .
C41 C42 C43 F43 -177.0(4) . .
F42 C42 C43 C44 -177.2(4) . .
C41 C42 C43 C44 3.2(8) . .
F43 C43 C44 F44 0.5(8) . .
C42 C43 C44 F44 -179.7(4) . .
F43 C43 C44 C45 179.4(5) . .
C42 C43 C44 C45 -0.9(8) . .
F44 C44 C45 F45 -0.9(8) . .
C43 C44 C45 F45 -179.7(5) . .
F44 C44 C45 C46 179.0(4) . .
C43 C44 C45 C46 0.2(8) . .
F45 C45 C46 F46 -1.7(7) . .
C44 C45 C46 F46 178.4(4) . .
F45 C45 C46 C41 178.1(4) . .
C44 C45 C46 C41 -1.8(8) . .
C42 C41 C46 F46 -176.5(4) . .
B1 C41 C46 F46 4.4(6) . .
C42 C41 C46 C45 3.7(7) . .
B1 C41 C46 C45 -175.4(4) . .
C14 B1 C51 C52 -15.9(6) . .
C41 B1 C51 C52 -143.4(4) . .
C8 B1 C51 C52 93.8(5) . .
C14 B1 C51 C56 166.1(4) . .
C41 B1 C51 C56 38.6(5) . .
C8 B1 C51 C56 -84.2(5) . .
C56 C51 C52 F52 179.0(4) . .
B1 C51 C52 F52 0.8(7) . .
C56 C51 C52 C53 -2.4(7) . .
B1 C51 C52 C53 179.5(4) . .
F52 C52 C53 F53 -0.9(7) . .
C51 C52 C53 F53 -179.6(4) . .
F52 C52 C53 C54 -179.5(4) . .
C51 C52 C53 C54 1.7(8) . .
F53 C53 C54 F54 0.3(7) . .
C52 C53 C54 F54 178.9(4) . .
F53 C53 C54 C55 -179.3(4) . .
C52 C53 C54 C55 -0.6(7) . .
F54 C54 C55 F55 0.5(7) . .
C53 C54 C55 F55 -180.0(4) . .
F54 C54 C55 C56 -179.0(4) . .
C53 C54 C55 C56 0.6(7) . .
F55 C55 C56 F56 0.5(6) . .
C54 C55 C56 F56 179.9(4) . .
F55 C55 C56 C51 179.0(4) . .
C54 C55 C56 C51 -1.5(8) . .
C52 C51 C56 F56 -179.2(4) . .
B1 C51 C56 F56 -1.0(6) . .
C52 C51 C56 C55 2.3(7) . .
B1 C51 C56 C55 -179.5(4) . .
C66 C61 C62 C63 -1(6) . .
C61 C62 C63 C64 7(6) . .
C62 C63 C64 C65 -7(5) . .
C63 C64 C65 C66 0(4) . .
C62 C61 C66 C65 -6(4) . .
C64 C65 C66 C61 6(4) . .
C66A C61A C62A C63A 1(4) . .
C61A C62A C63A C64A -5(4) . .
C62A C63A C64A C65A 6(4) . .
C63A C64A C65A C66A -1(3) . .
C64A C65A C66A C61A -3(3) . .
C62A C61A C66A C65A 3(3) . .
C72 C71 C72 C73 -0.1(5) 2_655 .
C71 C72 C73 C74 0.3(10) . .
C72 C73 C74 C73 -0.1(5) . 2_655
C82 C81 C82 C83 0.7(5) 2 .
C81 C82 C83 C84 -1.3(10) . .
C82 C83 C84 C83 0.6(5) . 2
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139188679
