#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/55/7105564.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_7105564
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            'C47.5 H32 B Cl F15 P'
_chemical_formula_weight         964.96
_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                108.590(1)
_cell_angle_beta                 99.318(2)
_cell_angle_gamma                112.299(2)
_cell_formula_units_Z            2
_cell_length_a                   12.3976(5)
_cell_length_b                   13.8705(4)
_cell_length_c                   15.1225(6)
_cell_measurement_reflns_used    6801
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      68.25
_cell_measurement_theta_min      0.88
_cell_volume                     2158.57(15)
_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 0.964
_diffrn_measured_fraction_theta_max 0.964
_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  0.039
_diffrn_reflns_av_sigmaI/netI    0.0236
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            26830
_diffrn_reflns_theta_full        67.89
_diffrn_reflns_theta_max         67.89
_diffrn_reflns_theta_min         3.83
_exptl_absorpt_coefficient_mu    2.031
_exptl_absorpt_correction_T_max  0.6868
_exptl_absorpt_correction_T_min  0.5366
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             978
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.043
_refine_diff_density_min         -0.588
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     607
_refine_ls_number_reflns         7574
_refine_ls_number_restraints     20
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0501
_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)+(0.0791P)²+1.4489P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1392
_refine_ls_wR_factor_ref         0.1421
_reflns_number_gt                7062
_reflns_number_total             7574
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b926830h.txt
_cod_data_source_block           erk5127
_cod_original_cell_volume        2158.56(14)
_cod_original_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C47.50 H32 B Cl F15 P'
_cod_database_code               7105564
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 0.19443(5) 0.93100(4) 0.26935(4) 0.02994(15) Uani 1 1 d . . .
B1 B 0.5746(2) 1.3149(2) 0.19700(17) 0.0302(5) Uani 1 1 d . . .
C1 C 0.31864(19) 1.05605(17) 0.27836(15) 0.0323(4) Uani 1 1 d . . .
H1 H 0.2970 1.1044 0.2563 0.039 Uiso 1 1 calc R . .
C2 C 0.43974(19) 1.08985(17) 0.31290(14) 0.0314(4) Uani 1 1 d . . .
C3 C 0.4936(2) 1.03309(19) 0.36403(17) 0.0386(5) Uani 1 1 d . . .
H3A H 0.5195 0.9853 0.3184 0.046 Uiso 1 1 calc R . .
H3B H 0.4303 0.9832 0.3828 0.046 Uiso 1 1 calc R . .
C4 C 0.6036(2) 1.1218(2) 0.45571(18) 0.0458(6) Uani 1 1 d . . .
H4A H 0.5760 1.1637 0.5046 0.055 Uiso 1 1 calc R . .
H4B H 0.6400 1.0829 0.4848 0.055 Uiso 1 1 calc R . .
C5 C 0.6997(2) 1.2052(2) 0.4303(2) 0.0471(6) Uani 1 1 d . . .
H5A H 0.7282 1.1635 0.3822 0.056 Uiso 1 1 calc R . .
H5B H 0.7707 1.2602 0.4897 0.056 Uiso 1 1 calc R . .
C6 C 0.6461(2) 1.26970(19) 0.38752(16) 0.0369(5) Uani 1 1 d . . .
H6A H 0.6292 1.3203 0.4392 0.044 Uiso 1 1 calc R . .
H6B H 0.7070 1.3177 0.3658 0.044 Uiso 1 1 calc R . .
C7 C 0.52852(19) 1.18924(17) 0.30141(15) 0.0307(4) Uani 1 1 d . . .
C8 C 0.50296(19) 1.20407(17) 0.21871(15) 0.0309(4) Uani 1 1 d . . .
H8 H 0.4344 1.1421 0.1662 0.037 Uiso 1 1 calc R . .
C11 C 0.22944(19) 0.81142(18) 0.23099(16) 0.0348(5) Uani 1 1 d . . .
C12 C 0.2729(2) 0.7873(2) 0.15027(18) 0.0429(5) Uani 1 1 d . . .
C13 C 0.3057(3) 0.6987(2) 0.1305(2) 0.0562(7) Uani 1 1 d . . .
H13 H 0.3333 0.6797 0.0761 0.067 Uiso 1 1 calc R . .
C14 C 0.2992(3) 0.6384(2) 0.1873(3) 0.0629(8) Uani 1 1 d . . .
H14 H 0.3229 0.5798 0.1720 0.075 Uiso 1 1 calc R . .
C15 C 0.2578(3) 0.6633(2) 0.2672(2) 0.0556(7) Uani 1 1 d . . .
H15 H 0.2534 0.6221 0.3065 0.067 Uiso 1 1 calc R . .
C16 C 0.2230(2) 0.74925(19) 0.28857(18) 0.0410(5) Uani 1 1 d . . .
H16 H 0.1944 0.7663 0.3426 0.049 Uiso 1 1 calc R . .
C17 C 0.2908(3) 0.8536(3) 0.08757(19) 0.0524(6) Uani 1 1 d . . .
H17A H 0.3708 0.9208 0.1187 0.079 Uiso 1 1 calc R . .
H17B H 0.2268 0.8772 0.0805 0.079 Uiso 1 1 calc R . .
H17C H 0.2865 0.8055 0.0230 0.079 Uiso 1 1 calc R . .
C21 C 0.1695(2) 0.95382(18) 0.38786(16) 0.0330(4) Uani 1 1 d . . .
C22 C 0.0670(2) 0.8766(2) 0.40054(17) 0.0393(5) Uani 1 1 d . . .
C23 C 0.0623(3) 0.9013(2) 0.4964(2) 0.0491(6) Uani 1 1 d . . .
H23 H -0.0043 0.8500 0.5070 0.059 Uiso 1 1 calc R . .
C24 C 0.1519(3) 0.9980(3) 0.57563(19) 0.0544(7) Uani 1 1 d . . .
H24 H 0.1462 1.0117 0.6393 0.065 Uiso 1 1 calc R . .
C25 C 0.2503(3) 1.0753(2) 0.56243(19) 0.0513(6) Uani 1 1 d . . .
H25 H 0.3107 1.1423 0.6166 0.062 Uiso 1 1 calc R . .
C26 C 0.2593(2) 1.0535(2) 0.46890(17) 0.0412(5) Uani 1 1 d . . .
H26 H 0.3262 1.1059 0.4596 0.049 Uiso 1 1 calc R . .
C27 C -0.0369(2) 0.7709(2) 0.3174(2) 0.0520(6) Uani 1 1 d . . .
H27A H -0.0792 0.7167 0.3429 0.078 Uiso 1 1 calc R . .
H27B H -0.0044 0.7363 0.2693 0.078 Uiso 1 1 calc R . .
H27C H -0.0943 0.7914 0.2862 0.078 Uiso 1 1 calc R . .
C31 C 0.06152(19) 0.90567(18) 0.17719(16) 0.0332(4) Uani 1 1 d . . .
C32 C 0.0227(2) 0.99077(19) 0.18694(17) 0.0389(5) Uani 1 1 d . . .
C33 C -0.0737(2) 0.9679(2) 0.1091(2) 0.0487(6) Uani 1 1 d . . .
H33 H -0.1006 1.0236 0.1134 0.058 Uiso 1 1 calc R . .
C34 C -0.1314(2) 0.8657(2) 0.0256(2) 0.0515(6) Uani 1 1 d . . .
H34 H -0.1953 0.8535 -0.0262 0.062 Uiso 1 1 calc R . .
C35 C -0.0955(2) 0.7819(2) 0.01840(18) 0.0468(6) Uani 1 1 d . . .
H35 H -0.1358 0.7117 -0.0377 0.056 Uiso 1 1 calc R . .
C36 C 0.0006(2) 0.8015(2) 0.09419(17) 0.0394(5) Uani 1 1 d . . .
H36 H 0.0249 0.7440 0.0896 0.047 Uiso 1 1 calc R . .
C37 C 0.0789(3) 1.1040(2) 0.2759(2) 0.0509(6) Uani 1 1 d . . .
H37A H 0.1395 1.1627 0.2635 0.076 Uiso 1 1 calc R . .
H37B H 0.1185 1.0971 0.3328 0.076 Uiso 1 1 calc R . .
H37C H 0.0148 1.1249 0.2886 0.076 Uiso 1 1 calc R . .
C41 C 0.49265(19) 1.29278(18) 0.08739(16) 0.0332(4) Uani 1 1 d . . .
C42 C 0.4632(2) 1.1935(2) 0.00585(17) 0.0390(5) Uani 1 1 d . . .
F42 F 0.49749(14) 1.11617(12) 0.01775(10) 0.0481(3) Uani 1 1 d . . .
C43 C 0.4014(2) 1.1684(2) -0.08971(18) 0.0515(6) Uani 1 1 d . . .
F43 F 0.37689(18) 1.07131(17) -0.16493(12) 0.0760(5) Uani 1 1 d . . .
C44 C 0.3646(3) 1.2441(3) -0.10709(19) 0.0572(7) Uani 1 1 d . . .
F44 F 0.30210(19) 1.2205(2) -0.19936(13) 0.0890(7) Uani 1 1 d . . .
C45 C 0.3894(2) 1.3423(3) -0.0302(2) 0.0517(7) Uani 1 1 d . . .
F45 F 0.35086(17) 1.41597(18) -0.04473(15) 0.0752(5) Uani 1 1 d . . .
C46 C 0.4531(2) 1.3654(2) 0.06420(18) 0.0393(5) Uani 1 1 d . . .
F46 F 0.47471(14) 1.46583(12) 0.13461(11) 0.0521(4) Uani 1 1 d . . .
C51 C 0.5776(2) 1.42283(18) 0.28715(16) 0.0339(5) Uani 1 1 d . . .
C52 C 0.4674(2) 1.4191(2) 0.29906(19) 0.0432(5) Uani 1 1 d . . .
F52 F 0.35942(13) 1.32954(13) 0.23411(12) 0.0540(4) Uani 1 1 d . . .
C53 C 0.4591(3) 1.5025(2) 0.3726(2) 0.0563(7) Uani 1 1 d . . .
F53 F 0.34780(19) 1.49310(18) 0.37766(17) 0.0823(6) Uani 1 1 d . . .
C54 C 0.5647(3) 1.5959(2) 0.4413(2) 0.0623(8) Uani 1 1 d . . .
F54 F 0.5590(2) 1.67828(16) 0.51446(17) 0.0942(7) Uani 1 1 d . . .
C55 C 0.6759(3) 1.6038(2) 0.4347(2) 0.0545(7) Uani 1 1 d . . .
F55 F 0.78042(19) 1.69421(14) 0.50233(14) 0.0802(6) Uani 1 1 d . . .
C56 C 0.6805(2) 1.51842(19) 0.35969(17) 0.0399(5) Uani 1 1 d . . .
F56 F 0.79516(13) 1.53372(12) 0.36158(10) 0.0483(3) Uani 1 1 d . . .
C61 C 0.71230(19) 1.33968(17) 0.18524(15) 0.0315(4) Uani 1 1 d . . .
C62 C 0.7707(2) 1.27206(19) 0.18607(17) 0.0376(5) Uani 1 1 d . . .
F62 F 0.72040(15) 1.17749(12) 0.20264(12) 0.0534(4) Uani 1 1 d . . .
C63 C 0.8822(2) 1.2946(2) 0.1688(2) 0.0480(6) Uani 1 1 d . . .
F63 F 0.93422(17) 1.22577(15) 0.17126(17) 0.0766(6) Uani 1 1 d . . .
C64 C 0.9401(2) 1.3864(2) 0.1480(2) 0.0487(6) Uani 1 1 d . . .
F64 F 1.04628(16) 1.40734(15) 0.12880(17) 0.0803(6) Uani 1 1 d . . .
C65 C 0.8853(2) 1.45516(19) 0.14444(18) 0.0424(5) Uani 1 1 d . . .
F65 F 0.93926(15) 1.54462(13) 0.12190(13) 0.0598(4) Uani 1 1 d . . .
C66 C 0.7760(2) 1.43156(18) 0.16409(15) 0.0337(4) Uani 1 1 d . . .
F66 F 0.72953(12) 1.50439(11) 0.16201(11) 0.0439(3) Uani 1 1 d . . .
C100 C 1.0178(11) 1.5889(9) 0.5468(8) 0.163(7) Uani 0.50 1 d PDU A -1
H10A H 1.0972 1.6293 0.5994 0.196 Uiso 0.50 1 calc PR A -1
H10B H 1.0049 1.6438 0.5244 0.196 Uiso 0.50 1 calc PR A -1
Cl1 Cl 1.0136(4) 1.4699(4) 0.4428(2) 0.1406(13) Uani 0.50 1 d PDU A -1
Cl2 Cl 0.9004(3) 1.5252(4) 0.5878(2) 0.1686(16) Uani 0.50 1 d PDU A -1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Cl Cl 0.3639 0.7018 '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 105.81(10) . . ?
C1 P1 C11 109.52(10) . . ?
C31 P1 C11 110.69(10) . . ?
C1 P1 C21 110.11(10) . . ?
C31 P1 C21 111.25(10) . . ?
C11 P1 C21 109.40(10) . . ?
C8 B1 C51 104.10(16) . . ?
C8 B1 C61 117.10(17) . . ?
C51 B1 C61 113.12(17) . . ?
C8 B1 C41 107.89(17) . . ?
C51 B1 C41 111.72(17) . . ?
C61 B1 C41 102.99(16) . . ?
C2 C1 P1 127.82(16) . . ?
C2 C1 H1 116.1 . . ?
P1 C1 H1 116.1 . . ?
C1 C2 C7 119.19(18) . . ?
C1 C2 C3 124.12(19) . . ?
C7 C2 C3 116.69(18) . . ?
C2 C3 C4 111.25(18) . . ?
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 110.75(19) . . ?
C5 C4 H4A 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
C4 C5 C6 110.5(2) . . ?
C4 C5 H5A 109.6 . . ?
C6 C5 H5A 109.6 . . ?
C4 C5 H5B 109.6 . . ?
C6 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?
C7 C6 C5 112.20(18) . . ?
C7 C6 H6A 109.2 . . ?
C5 C6 H6A 109.2 . . ?
C7 C6 H6B 109.2 . . ?
C5 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
C8 C7 C2 120.43(18) . . ?
C8 C7 C6 123.52(19) . . ?
C2 C7 C6 116.05(17) . . ?
C7 C8 B1 128.65(19) . . ?
C7 C8 H8 115.7 . . ?
B1 C8 H8 115.7 . . ?
C16 C11 C12 120.1(2) . . ?
C16 C11 P1 118.58(17) . . ?
C12 C11 P1 121.11(18) . . ?
C13 C12 C11 117.1(2) . . ?
C13 C12 C17 118.6(2) . . ?
C11 C12 C17 124.3(2) . . ?
C14 C13 C12 122.4(3) . . ?
C14 C13 H13 118.8 . . ?
C12 C13 H13 118.8 . . ?
C13 C14 C15 120.2(3) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C16 C15 C14 119.1(3) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
C15 C16 C11 121.0(2) . . ?
C15 C16 H16 119.5 . . ?
C11 C16 H16 119.5 . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C26 C21 C22 120.2(2) . . ?
C26 C21 P1 116.70(16) . . ?
C22 C21 P1 123.12(17) . . ?
C23 C22 C21 117.3(2) . . ?
C23 C22 C27 118.8(2) . . ?
C21 C22 C27 123.9(2) . . ?
C24 C23 C22 122.1(2) . . ?
C24 C23 H23 119.0 . . ?
C22 C23 H23 119.0 . . ?
C23 C24 C25 120.4(2) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C24 C25 C26 119.4(2) . . ?
C24 C25 H25 120.3 . . ?
C26 C25 H25 120.3 . . ?
C25 C26 C21 120.6(2) . . ?
C25 C26 H26 119.7 . . ?
C21 C26 H26 119.7 . . ?
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 . . ?
C36 C31 C32 120.4(2) . . ?
C36 C31 P1 118.58(17) . . ?
C32 C31 P1 121.03(17) . . ?
C33 C32 C31 117.3(2) . . ?
C33 C32 C37 118.4(2) . . ?
C31 C32 C37 124.3(2) . . ?
C34 C33 C32 122.1(2) . . ?
C34 C33 H33 118.9 . . ?
C32 C33 H33 118.9 . . ?
C35 C34 C33 120.1(2) . . ?
C35 C34 H34 120.0 . . ?
C33 C34 H34 120.0 . . ?
C34 C35 C36 119.7(2) . . ?
C34 C35 H35 120.2 . . ?
C36 C35 H35 120.2 . . ?
C35 C36 C31 120.5(2) . . ?
C35 C36 H36 119.8 . . ?
C31 C36 H36 119.8 . . ?
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 . . ?
C46 C41 C42 113.4(2) . . ?
C46 C41 B1 127.7(2) . . ?
C42 C41 B1 118.80(19) . . ?
F42 C42 C43 116.2(2) . . ?
F42 C42 C41 119.62(19) . . ?
C43 C42 C41 124.2(2) . . ?
F43 C43 C44 119.9(2) . . ?
F43 C43 C42 120.9(3) . . ?
C44 C43 C42 119.1(3) . . ?
F44 C44 C45 120.2(3) . . ?
F44 C44 C43 120.2(3) . . ?
C45 C44 C43 119.5(2) . . ?
F45 C45 C44 120.7(2) . . ?
F45 C45 C46 119.5(3) . . ?
C44 C45 C46 119.8(2) . . ?
F46 C46 C45 114.9(2) . . ?
F46 C46 C41 121.2(2) . . ?
C45 C46 C41 123.9(2) . . ?
C56 C51 C52 113.0(2) . . ?
C56 C51 B1 127.5(2) . . ?
C52 C51 B1 119.4(2) . . ?
F52 C52 C53 116.3(2) . . ?
F52 C52 C51 119.3(2) . . ?
C53 C52 C51 124.4(2) . . ?
F53 C53 C54 119.8(2) . . ?
F53 C53 C52 120.5(3) . . ?
C54 C53 C52 119.7(3) . . ?
F54 C54 C55 120.4(3) . . ?
F54 C54 C53 120.8(3) . . ?
C55 C54 C53 118.8(2) . . ?
F55 C55 C54 119.6(2) . . ?
F55 C55 C56 120.6(3) . . ?
C54 C55 C56 119.8(3) . . ?
F56 C56 C55 114.7(2) . . ?
F56 C56 C51 121.0(2) . . ?
C55 C56 C51 124.3(2) . . ?
C62 C61 C66 113.3(2) . . ?
C62 C61 B1 127.08(19) . . ?
C66 C61 B1 119.41(18) . . ?
F62 C62 C63 115.2(2) . . ?
F62 C62 C61 121.4(2) . . ?
C63 C62 C61 123.5(2) . . ?
F63 C63 C64 119.3(2) . . ?
F63 C63 C62 120.4(2) . . ?
C64 C63 C62 120.3(2) . . ?
F64 C64 C63 120.8(2) . . ?
F64 C64 C65 120.4(2) . . ?
C63 C64 C65 118.7(2) . . ?
F65 C65 C64 119.8(2) . . ?
F65 C65 C66 120.9(2) . . ?
C64 C65 C66 119.3(2) . . ?
F66 C66 C65 116.02(19) . . ?
F66 C66 C61 119.10(19) . . ?
C65 C66 C61 124.9(2) . . ?
Cl2 C100 Cl1 105.5(6) . . ?
Cl2 C100 H10A 110.6 . . ?
Cl1 C100 H10A 110.6 . . ?
Cl2 C100 H10B 110.6 . . ?
Cl1 C100 H10B 110.6 . . ?
H10A C100 H10B 108.8 . . ?
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 1.776(2) . ?
P1 C31 1.813(2) . ?
P1 C11 1.814(2) . ?
P1 C21 1.817(2) . ?
B1 C8 1.625(3) . ?
B1 C51 1.655(3) . ?
B1 C61 1.661(3) . ?
B1 C41 1.663(3) . ?
C1 C2 1.343(3) . ?
C1 H1 0.9400 . ?
C2 C7 1.485(3) . ?
C2 C3 1.511(3) . ?
C3 C4 1.524(3) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C4 C5 1.515(3) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C5 C6 1.530(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C6 C7 1.513(3) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C7 C8 1.339(3) . ?
C8 H8 0.9400 . ?
C11 C16 1.399(3) . ?
C11 C12 1.408(3) . ?
C12 C13 1.397(4) . ?
C12 C17 1.504(4) . ?
C13 C14 1.369(5) . ?
C13 H13 0.9400 . ?
C14 C15 1.383(5) . ?
C14 H14 0.9400 . ?
C15 C16 1.380(4) . ?
C15 H15 0.9400 . ?
C16 H16 0.9400 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C21 C26 1.401(3) . ?
C21 C22 1.406(3) . ?
C22 C23 1.396(3) . ?
C22 C27 1.502(4) . ?
C23 C24 1.372(4) . ?
C23 H23 0.9400 . ?
C24 C25 1.378(4) . ?
C24 H24 0.9400 . ?
C25 C26 1.381(3) . ?
C25 H25 0.9400 . ?
C26 H26 0.9400 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 H27C 0.9700 . ?
C31 C36 1.394(3) . ?
C31 C32 1.410(3) . ?
C32 C33 1.391(3) . ?
C32 C37 1.511(3) . ?
C33 C34 1.383(4) . ?
C33 H33 0.9400 . ?
C34 C35 1.375(4) . ?
C34 H34 0.9400 . ?
C35 C36 1.386(3) . ?
C35 H35 0.9400 . ?
C36 H36 0.9400 . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 H37C 0.9700 . ?
C41 C46 1.386(3) . ?
C41 C42 1.393(3) . ?
C42 F42 1.345(3) . ?
C42 C43 1.384(3) . ?
C43 F43 1.342(3) . ?
C43 C44 1.371(4) . ?
C44 F44 1.349(3) . ?
C44 C45 1.362(4) . ?
C45 F45 1.342(3) . ?
C45 C46 1.385(3) . ?
C46 F46 1.351(3) . ?
C51 C56 1.387(3) . ?
C51 C52 1.391(3) . ?
C52 F52 1.354(3) . ?
C52 C53 1.375(4) . ?
C53 F53 1.353(3) . ?
C53 C54 1.373(5) . ?
C54 F54 1.347(3) . ?
C54 C55 1.365(4) . ?
C55 F55 1.348(3) . ?
C55 C56 1.381(3) . ?
C56 F56 1.349(3) . ?
C61 C62 1.387(3) . ?
C61 C66 1.389(3) . ?
C62 F62 1.346(3) . ?
C62 C63 1.385(3) . ?
C63 F63 1.345(3) . ?
C63 C64 1.367(4) . ?
C64 F64 1.338(3) . ?
C64 C65 1.373(4) . ?
C65 F65 1.348(3) . ?
C65 C66 1.374(3) . ?
C66 F66 1.345(2) . ?
C100 Cl2 1.718(8) . ?
C100 Cl1 1.858(9) . ?
C100 H10A 0.9800 . ?
C100 H10B 0.9800 . ?
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 -158.6(2) . . . . ?
C11 P1 C1 C2 -39.2(2) . . . . ?
C21 P1 C1 C2 81.1(2) . . . . ?
P1 C1 C2 C7 171.66(16) . . . . ?
P1 C1 C2 C3 -8.5(3) . . . . ?
C1 C2 C3 C4 -135.5(2) . . . . ?
C7 C2 C3 C4 44.4(3) . . . . ?
C2 C3 C4 C5 -55.3(3) . . . . ?
C3 C4 C5 C6 60.8(3) . . . . ?
C4 C5 C6 C7 -53.5(3) . . . . ?
C1 C2 C7 C8 -38.8(3) . . . . ?
C3 C2 C7 C8 141.3(2) . . . . ?
C1 C2 C7 C6 141.2(2) . . . . ?
C3 C2 C7 C6 -38.7(3) . . . . ?
C5 C6 C7 C8 -137.6(2) . . . . ?
C5 C6 C7 C2 42.4(3) . . . . ?
C2 C7 C8 B1 169.3(2) . . . . ?
C6 C7 C8 B1 -10.7(3) . . . . ?
C51 B1 C8 C7 -54.1(3) . . . . ?
C61 B1 C8 C7 71.6(3) . . . . ?
C41 B1 C8 C7 -172.9(2) . . . . ?
C1 P1 C11 C16 125.93(18) . . . . ?
C31 P1 C11 C16 -117.78(18) . . . . ?
C21 P1 C11 C16 5.2(2) . . . . ?
C1 P1 C11 C12 -48.4(2) . . . . ?
C31 P1 C11 C12 67.9(2) . . . . ?
C21 P1 C11 C12 -169.21(18) . . . . ?
C16 C11 C12 C13 1.3(3) . . . . ?
P1 C11 C12 C13 175.58(18) . . . . ?
C16 C11 C12 C17 -176.1(2) . . . . ?
P1 C11 C12 C17 -1.8(3) . . . . ?
C11 C12 C13 C14 -1.4(4) . . . . ?
C17 C12 C13 C14 176.1(3) . . . . ?
C12 C13 C14 C15 0.7(5) . . . . ?
C13 C14 C15 C16 0.2(4) . . . . ?
C14 C15 C16 C11 -0.2(4) . . . . ?
C12 C11 C16 C15 -0.5(3) . . . . ?
P1 C11 C16 C15 -174.94(19) . . . . ?
C1 P1 C21 C26 -10.0(2) . . . . ?
C31 P1 C21 C26 -127.00(18) . . . . ?
C11 P1 C21 C26 110.39(18) . . . . ?
C1 P1 C21 C22 170.66(18) . . . . ?
C31 P1 C21 C22 53.7(2) . . . . ?
C11 P1 C21 C22 -68.9(2) . . . . ?
C26 C21 C22 C23 -2.7(3) . . . . ?
P1 C21 C22 C23 176.61(18) . . . . ?
C26 C21 C22 C27 176.7(2) . . . . ?
P1 C21 C22 C27 -4.0(3) . . . . ?
C21 C22 C23 C24 1.5(4) . . . . ?
C27 C22 C23 C24 -178.0(3) . . . . ?
C22 C23 C24 C25 0.5(4) . . . . ?
C23 C24 C25 C26 -1.3(4) . . . . ?
C24 C25 C26 C21 0.1(4) . . . . ?
C22 C21 C26 C25 2.0(4) . . . . ?
P1 C21 C26 C25 -177.4(2) . . . . ?
C1 P1 C31 C36 121.42(18) . . . . ?
C11 P1 C31 C36 2.9(2) . . . . ?
C21 P1 C31 C36 -119.01(18) . . . . ?
C1 P1 C31 C32 -56.3(2) . . . . ?
C11 P1 C31 C32 -174.83(17) . . . . ?
C21 P1 C31 C32 63.3(2) . . . . ?
C36 C31 C32 C33 -2.8(3) . . . . ?
P1 C31 C32 C33 174.87(18) . . . . ?
C36 C31 C32 C37 177.1(2) . . . . ?
P1 C31 C32 C37 -5.2(3) . . . . ?
C31 C32 C33 C34 0.8(4) . . . . ?
C37 C32 C33 C34 -179.0(3) . . . . ?
C32 C33 C34 C35 1.3(4) . . . . ?
C33 C34 C35 C36 -1.5(4) . . . . ?
C34 C35 C36 C31 -0.5(4) . . . . ?
C32 C31 C36 C35 2.7(3) . . . . ?
P1 C31 C36 C35 -175.05(18) . . . . ?
C8 B1 C41 C46 128.4(2) . . . . ?
C51 B1 C41 C46 14.6(3) . . . . ?
C61 B1 C41 C46 -107.1(2) . . . . ?
C8 B1 C41 C42 -55.2(2) . . . . ?
C51 B1 C41 C42 -169.06(18) . . . . ?
C61 B1 C41 C42 69.2(2) . . . . ?
C46 C41 C42 F42 179.18(19) . . . . ?
B1 C41 C42 F42 2.3(3) . . . . ?
C46 C41 C42 C43 0.4(3) . . . . ?
B1 C41 C42 C43 -176.4(2) . . . . ?
F42 C42 C43 F43 0.7(4) . . . . ?
C41 C42 C43 F43 179.5(2) . . . . ?
F42 C42 C43 C44 -179.5(2) . . . . ?
C41 C42 C43 C44 -0.7(4) . . . . ?
F43 C43 C44 F44 1.1(4) . . . . ?
C42 C43 C44 F44 -178.7(2) . . . . ?
F43 C43 C44 C45 179.8(2) . . . . ?
C42 C43 C44 C45 0.0(4) . . . . ?
F44 C44 C45 F45 0.9(4) . . . . ?
C43 C44 C45 F45 -177.8(2) . . . . ?
F44 C44 C45 C46 179.7(2) . . . . ?
C43 C44 C45 C46 1.0(4) . . . . ?
F45 C45 C46 F46 -2.3(3) . . . . ?
C44 C45 C46 F46 178.9(2) . . . . ?
F45 C45 C46 C41 177.4(2) . . . . ?
C44 C45 C46 C41 -1.4(4) . . . . ?
C42 C41 C46 F46 -179.67(19) . . . . ?
B1 C41 C46 F46 -3.1(3) . . . . ?
C42 C41 C46 C45 0.6(3) . . . . ?
B1 C41 C46 C45 177.1(2) . . . . ?
C8 B1 C51 C56 117.3(2) . . . . ?
C61 B1 C51 C56 -10.8(3) . . . . ?
C41 B1 C51 C56 -126.5(2) . . . . ?
C8 B1 C51 C52 -58.4(2) . . . . ?
C61 B1 C51 C52 173.40(18) . . . . ?
C41 B1 C51 C52 57.7(2) . . . . ?
C56 C51 C52 F52 -179.15(19) . . . . ?
B1 C51 C52 F52 -2.8(3) . . . . ?
C56 C51 C52 C53 2.0(3) . . . . ?
B1 C51 C52 C53 178.4(2) . . . . ?
F52 C52 C53 F53 -0.1(4) . . . . ?
C51 C52 C53 F53 178.7(2) . . . . ?
F52 C52 C53 C54 179.9(2) . . . . ?
C51 C52 C53 C54 -1.2(4) . . . . ?
F53 C53 C54 F54 0.5(5) . . . . ?
C52 C53 C54 F54 -179.6(3) . . . . ?
F53 C53 C54 C55 -179.8(3) . . . . ?
C52 C53 C54 C55 0.1(4) . . . . ?
F54 C54 C55 F55 0.6(4) . . . . ?
C53 C54 C55 F55 -179.1(3) . . . . ?
F54 C54 C55 C56 179.6(3) . . . . ?
C53 C54 C55 C56 -0.1(4) . . . . ?
F55 C55 C56 F56 0.5(4) . . . . ?
C54 C55 C56 F56 -178.5(2) . . . . ?
F55 C55 C56 C51 -179.9(2) . . . . ?
C54 C55 C56 C51 1.1(4) . . . . ?
C52 C51 C56 F56 177.6(2) . . . . ?
B1 C51 C56 F56 1.6(3) . . . . ?
C52 C51 C56 C55 -2.0(3) . . . . ?
B1 C51 C56 C55 -178.0(2) . . . . ?
C8 B1 C61 C62 4.2(3) . . . . ?
C51 B1 C61 C62 125.2(2) . . . . ?
C41 B1 C61 C62 -114.0(2) . . . . ?
C8 B1 C61 C66 178.32(18) . . . . ?
C51 B1 C61 C66 -60.6(2) . . . . ?
C41 B1 C61 C66 60.1(2) . . . . ?
C66 C61 C62 F62 -178.19(19) . . . . ?
B1 C61 C62 F62 -3.7(3) . . . . ?
C66 C61 C62 C63 0.8(3) . . . . ?
B1 C61 C62 C63 175.2(2) . . . . ?
F62 C62 C63 F63 -1.4(4) . . . . ?
C61 C62 C63 F63 179.6(2) . . . . ?
F62 C62 C63 C64 178.0(2) . . . . ?
C61 C62 C63 C64 -1.1(4) . . . . ?
F63 C63 C64 F64 1.0(4) . . . . ?
C62 C63 C64 F64 -178.3(2) . . . . ?
F63 C63 C64 C65 179.2(2) . . . . ?
C62 C63 C64 C65 -0.2(4) . . . . ?
F64 C64 C65 F65 -0.3(4) . . . . ?
C63 C64 C65 F65 -178.5(2) . . . . ?
F64 C64 C65 C66 179.7(2) . . . . ?
C63 C64 C65 C66 1.6(4) . . . . ?
F65 C65 C66 F66 -1.8(3) . . . . ?
C64 C65 C66 F66 178.2(2) . . . . ?
F65 C65 C66 C61 178.1(2) . . . . ?
C64 C65 C66 C61 -1.9(4) . . . . ?
C62 C61 C66 F66 -179.36(18) . . . . ?
B1 C61 C66 F66 5.7(3) . . . . ?
C62 C61 C66 C65 0.7(3) . . . . ?
B1 C61 C66 C65 -174.2(2) . . . . ?
