#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/61/7106193.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_7106193
loop_
_publ_author_name
'Annika Stute'
'Gerald Kehr'
'Roland Frohlich'
'Gerhard Erker'
_publ_section_title
;
 Chemistry of a geminal frustrated Lewis pair featuring electron
 withdrawing C6F5 substituents at both phosphorus and boron
;
_journal_name_full               Chem.Commun.
_journal_page_first              4288
_journal_paper_doi               10.1039/c1cc10241a
_journal_volume                  47
_journal_year                    2011
_chemical_formula_sum            'C35.75 H14.5 B Cl1.5 F20 N O P'
_chemical_formula_weight         948.94
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 92.683(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   24.3493(10)
_cell_length_b                   8.8572(2)
_cell_length_c                   34.2513(11)
_cell_measurement_reflns_used    6365
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      68.25
_cell_measurement_theta_min      0.88
_cell_volume                     7378.8(4)
_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 0.966
_diffrn_measured_fraction_theta_max 0.966
_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  0.063
_diffrn_reflns_av_sigmaI/netI    0.0305
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            31219
_diffrn_reflns_theta_full        67.30
_diffrn_reflns_theta_max         67.30
_diffrn_reflns_theta_min         4.56
_exptl_absorpt_coefficient_mu    2.921
_exptl_absorpt_correction_T_max  0.8677
_exptl_absorpt_correction_T_min  0.3879
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Denzo (otwinowski, Borek, Majewski & Minor, 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.708
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             3756
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.825
_refine_diff_density_min         -0.478
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     561
_refine_ls_number_reflns         6421
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0857
_refine_ls_R_factor_gt           0.0687
_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)+(0.1006P)²+21.8876P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1846
_refine_ls_wR_factor_ref         0.2020
_reflns_number_gt                5002
_reflns_number_total             6421
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1cc10241a.txt
_cod_data_source_block           erk5558
_cod_original_sg_symbol_H-M      C2/c
_cod_original_formula_sum        'C35.75 H14.50 B Cl1.50 F20 N O P'
_cod_database_code               7106193
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_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 0.35425(4) 0.08921(11) 0.12365(3) 0.0453(3) Uani 1 1 d . . .
B1 B 0.27909(18) -0.0895(5) 0.15681(11) 0.0435(9) Uani 1 1 d . . .
O1 O 0.33901(14) -0.0895(4) 0.05908(8) 0.0702(9) Uani 1 1 d . . .
N1 N 0.28738(13) -0.1376(3) 0.11305(8) 0.0453(7) Uani 1 1 d . . .
C01 C 0.32393(17) -0.0667(4) 0.09179(10) 0.0506(9) Uani 1 1 d . . .
C1 C 0.30191(16) 0.0898(4) 0.15863(11) 0.0474(9) Uani 1 1 d . . .
H1 H 0.2717 0.1445 0.1444 0.057 Uiso 1 1 calc R . .
C2 C 0.30636(19) 0.1751(5) 0.19742(12) 0.0568(10) Uani 1 1 d . . .
H2A H 0.3314 0.1198 0.2155 0.068 Uiso 1 1 calc R . .
H2B H 0.2701 0.1763 0.2087 0.068 Uiso 1 1 calc R . .
C3 C 0.3268(2) 0.3375(5) 0.19434(14) 0.0723(13) Uani 1 1 d . . .
H3A H 0.3635 0.3377 0.1844 0.108 Uiso 1 1 calc R . .
H3B H 0.3277 0.3843 0.2200 0.108 Uiso 1 1 calc R . .
H3C H 0.3022 0.3938 0.1767 0.108 Uiso 1 1 calc R . .
C4 C 0.25614(16) -0.2593(4) 0.09466(10) 0.0469(9) Uani 1 1 d . . .
C5 C 0.24721(17) -0.3909(4) 0.11486(11) 0.0526(9) Uani 1 1 d . . .
H5 H 0.2631 -0.4034 0.1402 0.063 Uiso 1 1 calc R . .
C6 C 0.21522(18) -0.5041(5) 0.09832(13) 0.0574(10) Uani 1 1 d . . .
H6 H 0.2094 -0.5930 0.1125 0.069 Uiso 1 1 calc R . .
C7 C 0.19131(16) -0.4889(5) 0.06073(12) 0.0562(10) Uani 1 1 d . . .
C8 C 0.19987(18) -0.3570(5) 0.04098(12) 0.0588(10) Uani 1 1 d . . .
H8 H 0.1839 -0.3448 0.0157 0.071 Uiso 1 1 calc R . .
C9 C 0.23158(17) -0.2410(5) 0.05740(11) 0.0548(10) Uani 1 1 d . . .
H9 H 0.2364 -0.1508 0.0435 0.066 Uiso 1 1 calc R . .
C10 C 0.1578(2) -0.6153(6) 0.04218(16) 0.0737(13) Uani 1 1 d . . .
H10A H 0.1384 -0.5786 0.0186 0.111 Uiso 1 1 calc R . .
H10B H 0.1313 -0.6510 0.0604 0.111 Uiso 1 1 calc R . .
H10C H 0.1819 -0.6975 0.0356 0.111 Uiso 1 1 calc R . .
C11 C 0.42449(17) 0.0322(5) 0.13557(12) 0.0577(10) Uani 1 1 d . . .
C12 C 0.44860(17) 0.0125(5) 0.17252(12) 0.0575(10) Uani 1 1 d . . .
F12 F 0.41973(10) 0.0441(3) 0.20371(7) 0.0708(7) Uani 1 1 d . . .
C13 C 0.5011(2) -0.0385(6) 0.17889(15) 0.0701(12) Uani 1 1 d . . .
F13 F 0.52227(13) -0.0586(4) 0.21494(9) 0.0981(10) Uani 1 1 d . . .
C14 C 0.5317(2) -0.0705(8) 0.14836(18) 0.0915(18) Uani 1 1 d . . .
F14 F 0.58401(15) -0.1158(6) 0.15408(13) 0.1398(17) Uani 1 1 d . . .
C15 C 0.5108(2) -0.0512(10) 0.11159(18) 0.110(2) Uani 1 1 d . . .
F15 F 0.54139(17) -0.0809(9) 0.08084(13) 0.195(3) Uani 1 1 d . . .
C16 C 0.4581(2) -0.0005(8) 0.10501(15) 0.0893(18) Uani 1 1 d . . .
F16 F 0.44031(13) 0.0259(6) 0.06811(8) 0.1293(17) Uani 1 1 d . . .
C21 C 0.35870(16) 0.2579(4) 0.09450(10) 0.0474(9) Uani 1 1 d . . .
C22 C 0.39986(18) 0.3653(5) 0.10009(12) 0.0586(10) Uani 1 1 d . . .
F22 F 0.43703(11) 0.3501(3) 0.12994(8) 0.0750(7) Uani 1 1 d . . .
C23 C 0.4041(2) 0.4881(5) 0.07565(15) 0.0689(13) Uani 1 1 d . . .
F23 F 0.44458(14) 0.5876(4) 0.08213(11) 0.0999(11) Uani 1 1 d . . .
C24 C 0.3661(2) 0.5040(5) 0.04460(14) 0.0702(13) Uani 1 1 d . . .
F24 F 0.37139(16) 0.6204(4) 0.02028(10) 0.1039(11) Uani 1 1 d . . .
C25 C 0.3253(2) 0.4028(5) 0.03856(12) 0.0611(11) Uani 1 1 d . . .
F25 F 0.28903(12) 0.4205(3) 0.00812(7) 0.0806(8) Uani 1 1 d . . .
C26 C 0.32098(17) 0.2827(5) 0.06337(11) 0.0530(10) Uani 1 1 d . . .
F26 F 0.27851(10) 0.1893(3) 0.05745(7) 0.0662(7) Uani 1 1 d . . .
C31 C 0.31863(16) -0.1860(4) 0.18852(10) 0.0451(8) Uani 1 1 d . . .
C32 C 0.31237(17) -0.1715(4) 0.22872(11) 0.0500(9) Uani 1 1 d . . .
F32 F 0.27027(10) -0.0897(3) 0.24163(6) 0.0593(6) Uani 1 1 d . . .
C33 C 0.34665(19) -0.2366(5) 0.25705(11) 0.0607(11) Uani 1 1 d . . .
F33 F 0.33635(13) -0.2193(4) 0.29504(7) 0.0834(9) Uani 1 1 d . . .
C34 C 0.3908(2) -0.3191(5) 0.24624(14) 0.0666(13) Uani 1 1 d . . .
F34 F 0.42551(13) -0.3815(4) 0.27349(9) 0.0946(10) Uani 1 1 d . . .
C35 C 0.39980(17) -0.3376(5) 0.20738(14) 0.0608(11) Uani 1 1 d . . .
F35 F 0.44294(12) -0.4175(3) 0.19594(10) 0.0855(9) Uani 1 1 d . . .
C36 C 0.36357(16) -0.2734(4) 0.17970(11) 0.0507(9) Uani 1 1 d . . .
F36 F 0.37524(10) -0.3009(3) 0.14219(7) 0.0656(6) Uani 1 1 d . . .
C41 C 0.21260(16) -0.1033(4) 0.16321(10) 0.0473(9) Uani 1 1 d . . .
C42 C 0.18735(17) -0.2133(5) 0.18541(11) 0.0559(10) Uani 1 1 d . . .
F42 F 0.21757(10) -0.3187(3) 0.20504(7) 0.0667(7) Uani 1 1 d . . .
C43 C 0.1314(2) -0.2284(6) 0.18826(14) 0.0701(13) Uani 1 1 d . . .
F43 F 0.11110(13) -0.3380(5) 0.21058(10) 0.1029(11) Uani 1 1 d . . .
C44 C 0.0969(2) -0.1345(7) 0.16762(18) 0.0812(15) Uani 1 1 d . . .
F44 F 0.04242(12) -0.1490(5) 0.16977(13) 0.1235(14) Uani 1 1 d . . .
C45 C 0.1185(2) -0.0262(6) 0.14460(16) 0.0755(14) Uani 1 1 d . . .
F45 F 0.08535(14) 0.0671(4) 0.12317(13) 0.1155(13) Uani 1 1 d . . .
C46 C 0.17466(18) -0.0134(5) 0.14271(13) 0.0587(11) Uani 1 1 d . . .
F46 F 0.19255(12) 0.0930(3) 0.11794(9) 0.0810(8) Uani 1 1 d . . .
C100 C 0.4701(6) -0.2112(18) -0.0181(4) 0.163(5) Uani 0.75 1 d PU . .
H10D H 0.4753 -0.1017 -0.0197 0.195 Uiso 0.75 1 calc PR . .
H10E H 0.4386 -0.2295 -0.0020 0.195 Uiso 0.75 1 calc PR . .
Cl1 Cl 0.45464(18) -0.2775(6) -0.06376(14) 0.1996(18) Uani 0.75 1 d PU . .
Cl2 Cl 0.52554(18) -0.2865(7) 0.00402(13) 0.215(2) Uani 0.75 1 d PU . .
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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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 C21 115.56(18) . . ?
C1 P1 C11 122.97(19) . . ?
C21 P1 C11 105.98(19) . . ?
C1 P1 C01 96.76(18) . . ?
C21 P1 C01 108.55(17) . . ?
C11 P1 C01 105.42(19) . . ?
N1 B1 C41 106.0(3) . . ?
N1 B1 C31 112.8(3) . . ?
C41 B1 C31 114.8(3) . . ?
N1 B1 C1 103.5(3) . . ?
C41 B1 C1 112.9(3) . . ?
C31 B1 C1 106.4(3) . . ?
C01 N1 C4 117.6(3) . . ?
C01 N1 B1 120.6(3) . . ?
C4 N1 B1 121.7(3) . . ?
O1 C01 N1 131.7(4) . . ?
O1 C01 P1 121.9(3) . . ?
N1 C01 P1 106.4(3) . . ?
C2 C1 B1 120.6(3) . . ?
C2 C1 P1 124.1(3) . . ?
B1 C1 P1 102.5(2) . . ?
C2 C1 H1 102.0 . . ?
B1 C1 H1 102.0 . . ?
P1 C1 H1 102.0 . . ?
C1 C2 C3 114.6(3) . . ?
C1 C2 H2A 108.6 . . ?
C3 C2 H2A 108.6 . . ?
C1 C2 H2B 108.6 . . ?
C3 C2 H2B 108.6 . . ?
H2A C2 H2B 107.6 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 C9 119.2(4) . . ?
C5 C4 N1 120.3(3) . . ?
C9 C4 N1 120.4(3) . . ?
C6 C5 C4 120.6(4) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C7 120.9(4) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C8 C7 C6 118.2(4) . . ?
C8 C7 C10 121.1(4) . . ?
C6 C7 C10 120.7(4) . . ?
C7 C8 C9 121.7(4) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
C8 C9 C4 119.4(4) . . ?
C8 C9 H9 120.3 . . ?
C4 C9 H9 120.3 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C16 115.1(4) . . ?
C12 C11 P1 126.7(3) . . ?
C16 C11 P1 118.1(3) . . ?
F12 C12 C13 117.8(4) . . ?
F12 C12 C11 119.3(4) . . ?
C13 C12 C11 122.9(4) . . ?
F13 C13 C14 119.4(4) . . ?
F13 C13 C12 120.9(5) . . ?
C14 C13 C12 119.7(5) . . ?
F14 C14 C13 120.5(5) . . ?
F14 C14 C15 119.3(5) . . ?
C13 C14 C15 120.1(5) . . ?
F15 C15 C14 120.6(5) . . ?
F15 C15 C16 119.0(5) . . ?
C14 C15 C16 120.4(5) . . ?
F16 C16 C15 118.2(5) . . ?
F16 C16 C11 120.0(4) . . ?
C15 C16 C11 121.7(5) . . ?
C22 C21 C26 116.3(4) . . ?
C22 C21 P1 123.6(3) . . ?
C26 C21 P1 120.0(3) . . ?
F22 C22 C23 118.3(4) . . ?
F22 C22 C21 119.6(4) . . ?
C23 C22 C21 122.1(4) . . ?
F23 C23 C22 119.8(5) . . ?
F23 C23 C24 121.6(4) . . ?
C22 C23 C24 118.7(4) . . ?
F24 C24 C25 120.7(5) . . ?
F24 C24 C23 118.5(5) . . ?
C25 C24 C23 120.8(4) . . ?
F25 C25 C24 119.7(4) . . ?
F25 C25 C26 120.4(4) . . ?
C24 C25 C26 120.0(4) . . ?
F26 C26 C25 118.0(4) . . ?
F26 C26 C21 119.9(4) . . ?
C25 C26 C21 122.1(4) . . ?
C36 C31 C32 112.9(3) . . ?
C36 C31 B1 125.9(3) . . ?
C32 C31 B1 120.8(3) . . ?
F32 C32 C33 116.1(4) . . ?
F32 C32 C31 119.5(3) . . ?
C33 C32 C31 124.4(4) . . ?
F33 C33 C34 120.5(4) . . ?
F33 C33 C32 120.0(5) . . ?
C34 C33 C32 119.5(4) . . ?
F34 C34 C33 120.5(5) . . ?
F34 C34 C35 120.1(5) . . ?
C33 C34 C35 119.4(4) . . ?
F35 C35 C34 120.7(4) . . ?
F35 C35 C36 119.9(4) . . ?
C34 C35 C36 119.4(4) . . ?
F36 C36 C35 114.9(4) . . ?
F36 C36 C31 120.8(3) . . ?
C35 C36 C31 124.3(4) . . ?
C46 C41 C42 112.1(4) . . ?
C46 C41 B1 121.7(4) . . ?
C42 C41 B1 125.8(3) . . ?
F42 C42 C43 114.6(4) . . ?
F42 C42 C41 120.7(4) . . ?
C43 C42 C41 124.7(4) . . ?
F43 C43 C44 120.1(5) . . ?
F43 C43 C42 120.2(5) . . ?
C44 C43 C42 119.7(5) . . ?
F44 C44 C43 120.3(6) . . ?
F44 C44 C45 120.7(6) . . ?
C43 C44 C45 119.0(4) . . ?
F45 C45 C44 120.6(5) . . ?
F45 C45 C46 119.6(5) . . ?
C44 C45 C46 119.8(5) . . ?
F46 C46 C45 115.9(4) . . ?
F46 C46 C41 119.4(4) . . ?
C45 C46 C41 124.7(5) . . ?
Cl2 C100 Cl1 115.1(9) . . ?
Cl2 C100 H10D 108.5 . . ?
Cl1 C100 H10D 108.5 . . ?
Cl2 C100 H10E 108.5 . . ?
Cl1 C100 H10E 108.5 . . ?
H10D C100 H10E 107.5 . . ?
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 1.790(4) . ?
P1 C21 1.803(4) . ?
P1 C11 1.811(4) . ?
P1 C01 1.889(4) . ?
B1 N1 1.580(5) . ?
B1 C41 1.648(6) . ?
B1 C31 1.655(5) . ?
B1 C1 1.683(6) . ?
O1 C01 1.212(5) . ?
N1 C01 1.333(5) . ?
N1 C4 1.446(5) . ?
C1 C2 1.528(5) . ?
C1 H1 0.9900 . ?
C2 C3 1.528(6) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 H3C 0.9700 . ?
C4 C5 1.378(5) . ?
C4 C9 1.393(5) . ?
C5 C6 1.376(6) . ?
C5 H5 0.9400 . ?
C6 C7 1.395(6) . ?
C6 H6 0.9400 . ?
C7 C8 1.370(6) . ?
C7 C10 1.509(6) . ?
C8 C9 1.389(6) . ?
C8 H8 0.9400 . ?
C9 H9 0.9400 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 H10C 0.9700 . ?
C11 C12 1.381(6) . ?
C11 C16 1.388(6) . ?
C12 F12 1.335(5) . ?
C12 C13 1.364(6) . ?
C13 F13 1.328(5) . ?
C13 C14 1.343(8) . ?
C14 F14 1.340(6) . ?
C14 C15 1.347(8) . ?
C15 F15 1.344(7) . ?
C15 C16 1.370(7) . ?
C16 F16 1.337(6) . ?
C21 C22 1.389(6) . ?
C21 C26 1.392(5) . ?
C22 F22 1.340(5) . ?
C22 C23 1.379(6) . ?
C23 F23 1.332(5) . ?
C23 C24 1.384(7) . ?
C24 F24 1.336(5) . ?
C24 C25 1.346(7) . ?
C25 F25 1.344(5) . ?
C25 C26 1.369(6) . ?
C26 F26 1.333(5) . ?
C31 C36 1.385(6) . ?
C31 C32 1.398(5) . ?
C32 F32 1.347(5) . ?
C32 C33 1.377(6) . ?
C33 F33 1.346(5) . ?
C33 C34 1.365(7) . ?
C34 F34 1.348(5) . ?
C34 C35 1.369(7) . ?
C35 F35 1.341(5) . ?
C35 C36 1.386(6) . ?
C36 F36 1.351(5) . ?
C41 C46 1.386(6) . ?
C41 C42 1.396(6) . ?
C42 F42 1.349(5) . ?
C42 C43 1.376(6) . ?
C43 F43 1.344(6) . ?
C43 C44 1.358(8) . ?
C44 F44 1.337(6) . ?
C44 C45 1.363(8) . ?
C45 F45 1.348(6) . ?
C45 C46 1.377(7) . ?
C46 F46 1.354(5) . ?
C100 Cl2 1.658(15) . ?
C100 Cl1 1.695(14) . ?
C100 H10D 0.9800 . ?
C100 H10E 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
C41 B1 N1 C01 142.0(3) . . . . ?
C31 B1 N1 C01 -91.6(4) . . . . ?
C1 B1 N1 C01 22.9(4) . . . . ?
C41 B1 N1 C4 -38.2(4) . . . . ?
C31 B1 N1 C4 88.2(4) . . . . ?
C1 B1 N1 C4 -157.3(3) . . . . ?
C4 N1 C01 O1 -4.4(7) . . . . ?
B1 N1 C01 O1 175.4(4) . . . . ?
C4 N1 C01 P1 177.4(3) . . . . ?
B1 N1 C01 P1 -2.8(4) . . . . ?
C1 P1 C01 O1 164.7(4) . . . . ?
C21 P1 C01 O1 44.8(4) . . . . ?
C11 P1 C01 O1 -68.3(4) . . . . ?
C1 P1 C01 N1 -16.8(3) . . . . ?
C21 P1 C01 N1 -136.7(3) . . . . ?
C11 P1 C01 N1 110.1(3) . . . . ?
N1 B1 C1 C2 -174.0(3) . . . . ?
C41 B1 C1 C2 71.8(4) . . . . ?
C31 B1 C1 C2 -55.0(5) . . . . ?
N1 B1 C1 P1 -31.1(3) . . . . ?
C41 B1 C1 P1 -145.3(3) . . . . ?
C31 B1 C1 P1 87.9(3) . . . . ?
C21 P1 C1 C2 -76.6(4) . . . . ?
C11 P1 C1 C2 55.8(4) . . . . ?
C01 P1 C1 C2 169.1(3) . . . . ?
C21 P1 C1 B1 142.3(2) . . . . ?
C11 P1 C1 B1 -85.4(3) . . . . ?
C01 P1 C1 B1 27.9(3) . . . . ?
B1 C1 C2 C3 -179.0(4) . . . . ?
P1 C1 C2 C3 46.3(5) . . . . ?
C01 N1 C4 C5 137.5(4) . . . . ?
B1 N1 C4 C5 -42.3(5) . . . . ?
C01 N1 C4 C9 -47.0(5) . . . . ?
B1 N1 C4 C9 133.2(4) . . . . ?
C9 C4 C5 C6 1.1(6) . . . . ?
N1 C4 C5 C6 176.7(4) . . . . ?
C4 C5 C6 C7 0.3(6) . . . . ?
C5 C6 C7 C8 -1.0(6) . . . . ?
C5 C6 C7 C10 178.0(4) . . . . ?
C6 C7 C8 C9 0.3(6) . . . . ?
C10 C7 C8 C9 -178.7(4) . . . . ?
C7 C8 C9 C4 1.0(6) . . . . ?
C5 C4 C9 C8 -1.7(6) . . . . ?
N1 C4 C9 C8 -177.3(4) . . . . ?
C1 P1 C11 C12 -13.7(5) . . . . ?
C21 P1 C11 C12 122.4(4) . . . . ?
C01 P1 C11 C12 -122.6(4) . . . . ?
C1 P1 C11 C16 164.1(4) . . . . ?
C21 P1 C11 C16 -59.8(5) . . . . ?
C01 P1 C11 C16 55.2(5) . . . . ?
C16 C11 C12 F12 178.7(5) . . . . ?
P1 C11 C12 F12 -3.4(6) . . . . ?
C16 C11 C12 C13 -1.4(7) . . . . ?
P1 C11 C12 C13 176.4(4) . . . . ?
F12 C12 C13 F13 1.2(7) . . . . ?
C11 C12 C13 F13 -178.6(4) . . . . ?
F12 C12 C13 C14 -179.5(5) . . . . ?
C11 C12 C13 C14 0.6(8) . . . . ?
F13 C13 C14 F14 -3.0(9) . . . . ?
C12 C13 C14 F14 177.7(5) . . . . ?
F13 C13 C14 C15 179.8(6) . . . . ?
C12 C13 C14 C15 0.5(10) . . . . ?
F14 C14 C15 F15 1.8(12) . . . . ?
C13 C14 C15 F15 179.1(7) . . . . ?
F14 C14 C15 C16 -178.0(7) . . . . ?
C13 C14 C15 C16 -0.7(12) . . . . ?
F15 C15 C16 F16 -3.9(12) . . . . ?
C14 C15 C16 F16 175.8(7) . . . . ?
F15 C15 C16 C11 -180.0(7) . . . . ?
C14 C15 C16 C11 -0.2(12) . . . . ?
C12 C11 C16 F16 -174.8(5) . . . . ?
P1 C11 C16 F16 7.2(8) . . . . ?
C12 C11 C16 C15 1.2(9) . . . . ?
P1 C11 C16 C15 -176.8(6) . . . . ?
C1 P1 C21 C22 105.4(4) . . . . ?
C11 P1 C21 C22 -34.5(4) . . . . ?
C01 P1 C21 C22 -147.3(3) . . . . ?
C1 P1 C21 C26 -77.5(4) . . . . ?
C11 P1 C21 C26 142.6(3) . . . . ?
C01 P1 C21 C26 29.8(4) . . . . ?
C26 C21 C22 F22 178.8(4) . . . . ?
P1 C21 C22 F22 -4.0(6) . . . . ?
C26 C21 C22 C23 -1.6(6) . . . . ?
P1 C21 C22 C23 175.6(3) . . . . ?
F22 C22 C23 F23 0.0(6) . . . . ?
C21 C22 C23 F23 -179.6(4) . . . . ?
F22 C22 C23 C24 179.6(4) . . . . ?
C21 C22 C23 C24 0.0(7) . . . . ?
F23 C23 C24 F24 1.7(7) . . . . ?
C22 C23 C24 F24 -177.9(4) . . . . ?
F23 C23 C24 C25 -179.7(4) . . . . ?
C22 C23 C24 C25 0.7(7) . . . . ?
F24 C24 C25 F25 -1.1(6) . . . . ?
C23 C24 C25 F25 -179.8(4) . . . . ?
F24 C24 C25 C26 178.9(4) . . . . ?
C23 C24 C25 C26 0.3(7) . . . . ?
F25 C25 C26 F26 -3.1(6) . . . . ?
C24 C25 C26 F26 176.8(4) . . . . ?
F25 C25 C26 C21 178.0(4) . . . . ?
C24 C25 C26 C21 -2.1(6) . . . . ?
C22 C21 C26 F26 -176.2(4) . . . . ?
P1 C21 C26 F26 6.5(5) . . . . ?
C22 C21 C26 C25 2.6(6) . . . . ?
P1 C21 C26 C25 -174.7(3) . . . . ?
N1 B1 C31 C36 14.8(5) . . . . ?
C41 B1 C31 C36 136.4(4) . . . . ?
C1 B1 C31 C36 -97.9(4) . . . . ?
N1 B1 C31 C32 -172.5(3) . . . . ?
C41 B1 C31 C32 -50.9(5) . . . . ?
C1 B1 C31 C32 74.8(4) . . . . ?
C36 C31 C32 F32 -179.9(3) . . . . ?
B1 C31 C32 F32 6.5(5) . . . . ?
C36 C31 C32 C33 -0.2(6) . . . . ?
B1 C31 C32 C33 -173.8(4) . . . . ?
F32 C32 C33 F33 1.5(5) . . . . ?
C31 C32 C33 F33 -178.3(4) . . . . ?
F32 C32 C33 C34 -178.8(4) . . . . ?
C31 C32 C33 C34 1.4(6) . . . . ?
F33 C33 C34 F34 -1.5(6) . . . . ?
C32 C33 C34 F34 178.8(4) . . . . ?
F33 C33 C34 C35 178.7(4) . . . . ?
C32 C33 C34 C35 -1.0(6) . . . . ?
F34 C34 C35 F35 0.0(6) . . . . ?
C33 C34 C35 F35 179.8(4) . . . . ?
F34 C34 C35 C36 179.6(4) . . . . ?
C33 C34 C35 C36 -0.6(6) . . . . ?
F35 C35 C36 F36 1.1(6) . . . . ?
C34 C35 C36 F36 -178.6(4) . . . . ?
F35 C35 C36 C31 -178.4(4) . . . . ?
C34 C35 C36 C31 2.0(6) . . . . ?
C32 C31 C36 F36 179.0(3) . . . . ?
B1 C31 C36 F36 -7.8(6) . . . . ?
C32 C31 C36 C35 -1.6(6) . . . . ?
B1 C31 C36 C35 171.7(4) . . . . ?
N1 B1 C41 C46 -64.0(4) . . . . ?
C31 B1 C41 C46 170.9(3) . . . . ?
C1 B1 C41 C46 48.6(5) . . . . ?
N1 B1 C41 C42 108.4(4) . . . . ?
C31 B1 C41 C42 -16.8(5) . . . . ?
C1 B1 C41 C42 -139.0(4) . . . . ?
C46 C41 C42 F42 175.0(3) . . . . ?
B1 C41 C42 F42 2.0(6) . . . . ?
C46 C41 C42 C43 -2.5(6) . . . . ?
B1 C41 C42 C43 -175.6(4) . . . . ?
F42 C42 C43 F43 2.6(6) . . . . ?
C41 C42 C43 F43 -179.8(4) . . . . ?
F42 C42 C43 C44 -175.8(4) . . . . ?
C41 C42 C43 C44 1.9(7) . . . . ?
F43 C43 C44 F44 0.9(8) . . . . ?
C42 C43 C44 F44 179.2(4) . . . . ?
F43 C43 C44 C45 -178.7(5) . . . . ?
C42 C43 C44 C45 -0.4(8) . . . . ?
F44 C44 C45 F45 -0.8(8) . . . . ?
C43 C44 C45 F45 178.8(5) . . . . ?
F44 C44 C45 C46 -179.8(4) . . . . ?
C43 C44 C45 C46 -0.2(8) . . . . ?
F45 C45 C46 F46 -1.6(6) . . . . ?
C44 C45 C46 F46 177.4(4) . . . . ?
F45 C45 C46 C41 -179.7(4) . . . . ?
C44 C45 C46 C41 -0.6(7) . . . . ?
C42 C41 C46 F46 -176.1(3) . . . . ?
B1 C41 C46 F46 -2.7(6) . . . . ?
C42 C41 C46 C45 1.9(6) . . . . ?
B1 C41 C46 C45 175.2(4) . . . . ?
