#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/46/1514659.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_1514659
loop_
_publ_author_name
'Ekkert, Olga'
'Miera, Greco González'
'Wiegand, Thomas'
'Eckert, Hellmut'
'Schirmer, Birgitta'
'Petersen, Jeffrey L.'
'Daniliuc, Constantin G.'
'Fröhlich, Roland'
'Grimme, Stefan'
'Kehr, Gerald'
'Erker, Gerhard'
_publ_section_title
;
 Remarkable coordination behavior of alkyl isocyanides toward unsaturated
 vicinal frustrated P/B Lewis pairs
;
_journal_issue                   6
_journal_name_full               'Chemical Science'
_journal_page_first              2657
_journal_paper_doi               10.1039/c3sc00082f
_journal_volume                  4
_journal_year                    2013
_chemical_formula_sum            'C46 H30 B Cl4 F15 N P'
_chemical_formula_weight         1065.29
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 103.288(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.6472(7)
_cell_length_b                   14.6343(4)
_cell_length_c                   18.4267(7)
_cell_measurement_reflns_used    7616
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      68.25
_cell_measurement_theta_min      0.88
_cell_volume                     4631.4(3)
_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 0.956
_diffrn_measured_fraction_theta_max 0.956
_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  0.056
_diffrn_reflns_av_sigmaI/netI    0.0330
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            33466
_diffrn_reflns_theta_full        66.95
_diffrn_reflns_theta_max         66.95
_diffrn_reflns_theta_min         4.35
_exptl_absorpt_coefficient_mu    3.513
_exptl_absorpt_correction_T_max  0.8169
_exptl_absorpt_correction_T_min  0.4187
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.528
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2144
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.603
_refine_diff_density_min         -0.815
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     646
_refine_ls_number_reflns         7877
_refine_ls_number_restraints     127
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.1130
_refine_ls_R_factor_gt           0.0898
_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)+(0.1487P)²+7.6265P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2467
_refine_ls_wR_factor_ref         0.2724
_reflns_number_gt                5891
_reflns_number_total             7877
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3sc00082f.txt
_cod_data_source_block           erk6536
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               1514659
loop_
_symmetry_equiv_pos_as_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_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 0.61034(7) 0.17463(7) 0.24303(6) 0.0466(3) Uani 1 1 d . . .
B1 B 0.4869(3) 0.2951(4) 0.2517(3) 0.0494(12) Uani 1 1 d . . .
C1 C 0.6386(3) 0.2813(3) 0.2892(2) 0.0497(10) Uani 1 1 d . . .
C2 C 0.5750(3) 0.3317(3) 0.2914(2) 0.0467(10) Uani 1 1 d . . .
C3 C 0.5057(3) 0.1932(3) 0.2214(2) 0.0490(10) Uani 1 1 d . A .
N4 N 0.4658(2) 0.1248(3) 0.1899(2) 0.0585(10) Uani 1 1 d . . .
C5A C 0.3822(3) 0.1329(4) 0.1697(3) 0.0676(14) Uani 0.595(7) 1 d PD A 1
H5AA H 0.3640 0.1235 0.1158 0.081 Uiso 0.595(7) 1 calc PR A 1
H5AB H 0.3674 0.1948 0.1811 0.081 Uiso 0.595(7) 1 calc PR A 1
C6A C 0.3438(5) 0.0671(7) 0.2089(6) 0.083(2) Uani 0.595(7) 1 d PD A 1
H6AA H 0.3633 0.0762 0.2626 0.100 Uiso 0.595(7) 1 calc PR A 1
H6AB H 0.3591 0.0054 0.1971 0.100 Uiso 0.595(7) 1 calc PR A 1
C7A C 0.2571(6) 0.0715(10) 0.1915(7) 0.101(3) Uani 0.595(7) 1 d PD A 1
H7AA H 0.2383 0.0347 0.2282 0.122 Uiso 0.595(7) 1 calc PR A 1
H7AB H 0.2412 0.1349 0.1967 0.122 Uiso 0.595(7) 1 calc PR A 1
C8A C 0.2195(10) 0.039(2) 0.1153(10) 0.155(7) Uani 0.595(7) 1 d PD A 1
H8AA H 0.2389 0.0735 0.0786 0.232 Uiso 0.595(7) 1 calc PR A 1
H8AB H 0.1635 0.0463 0.1066 0.232 Uiso 0.595(7) 1 calc PR A 1
H8AC H 0.2315 -0.0256 0.1109 0.232 Uiso 0.595(7) 1 calc PR A 1
C5B C 0.3822(3) 0.1329(4) 0.1697(3) 0.0676(14) Uani 0.405(7) 1 d PD A 2
H5BA H 0.3680 0.1909 0.1436 0.081 Uiso 0.405(7) 1 calc PR A 2
H5BB H 0.3622 0.1337 0.2151 0.081 Uiso 0.405(7) 1 calc PR A 2
C6B C 0.3461(7) 0.0584(10) 0.1223(8) 0.083(2) Uani 0.405(7) 1 d PD A 2
H6BA H 0.3592 0.0009 0.1497 0.100 Uiso 0.405(7) 1 calc PR A 2
H6BB H 0.3688 0.0560 0.0786 0.100 Uiso 0.405(7) 1 calc PR A 2
C7B C 0.2588(8) 0.0639(15) 0.0958(10) 0.101(3) Uani 0.405(7) 1 d PD A 2
H7BA H 0.2449 0.1242 0.0735 0.122 Uiso 0.405(7) 1 calc PR A 2
H7BB H 0.2415 0.0180 0.0567 0.122 Uiso 0.405(7) 1 calc PR A 2
C8B C 0.2169(15) 0.049(4) 0.1554(17) 0.155(7) Uani 0.405(7) 1 d PD A 2
H8BA H 0.2338 0.0942 0.1944 0.232 Uiso 0.405(7) 1 calc PR A 2
H8BB H 0.2280 -0.0116 0.1759 0.232 Uiso 0.405(7) 1 calc PR A 2
H8BC H 0.1614 0.0556 0.1350 0.232 Uiso 0.405(7) 1 calc PR A 2
C11 C 0.6427(3) 0.0782(3) 0.3027(2) 0.0514(11) Uani 1 1 d . . .
C12 C 0.5903(3) 0.0168(3) 0.3213(3) 0.0632(13) Uani 1 1 d . . .
H12 H 0.5364 0.0247 0.3025 0.076 Uiso 1 1 calc R . .
C13 C 0.6180(4) -0.0564(4) 0.3680(3) 0.0780(17) Uani 1 1 d . . .
H13 H 0.5829 -0.0985 0.3805 0.094 Uiso 1 1 calc R . .
C14 C 0.6967(5) -0.0673(4) 0.3958(3) 0.0826(18) Uani 1 1 d . . .
H14 H 0.7149 -0.1168 0.4275 0.099 Uiso 1 1 calc R . .
C15 C 0.7488(4) -0.0069(4) 0.3778(3) 0.0731(15) Uani 1 1 d . . .
H15 H 0.8025 -0.0148 0.3972 0.088 Uiso 1 1 calc R . .
C16 C 0.7219(3) 0.0660(3) 0.3308(3) 0.0632(13) Uani 1 1 d . . .
H16 H 0.7575 0.1073 0.3181 0.076 Uiso 1 1 calc R . .
C21 C 0.6457(3) 0.1610(3) 0.1598(3) 0.0494(10) Uani 1 1 d . . .
C22 C 0.6658(3) 0.0755(3) 0.1389(3) 0.0607(13) Uani 1 1 d . . .
H22 H 0.6662 0.0250 0.1706 0.073 Uiso 1 1 calc R . .
C23 C 0.6855(4) 0.0646(4) 0.0707(3) 0.0710(15) Uani 1 1 d . . .
H23 H 0.6996 0.0064 0.0565 0.085 Uiso 1 1 calc R . .
C24 C 0.6846(3) 0.1375(4) 0.0238(3) 0.0651(13) Uani 1 1 d . . .
H24 H 0.6968 0.1289 -0.0228 0.078 Uiso 1 1 calc R . .
C25 C 0.6657(3) 0.2234(3) 0.0449(3) 0.0583(12) Uani 1 1 d . . .
H25 H 0.6664 0.2738 0.0134 0.070 Uiso 1 1 calc R . .
C26 C 0.6458(3) 0.2351(3) 0.1127(3) 0.0522(11) Uani 1 1 d . . .
H26 H 0.6323 0.2935 0.1270 0.063 Uiso 1 1 calc R . .
C31 C 0.7214(3) 0.3015(3) 0.3236(3) 0.0495(10) Uani 1 1 d . . .
C32 C 0.7483(3) 0.2959(4) 0.4005(3) 0.0618(12) Uani 1 1 d . . .
H32 H 0.7130 0.2828 0.4303 0.074 Uiso 1 1 calc R . .
C33 C 0.8249(3) 0.3090(4) 0.4336(3) 0.0704(14) Uani 1 1 d . . .
H33 H 0.8417 0.3028 0.4856 0.084 Uiso 1 1 calc R . .
C34 C 0.8787(3) 0.3316(4) 0.3918(3) 0.0670(14) Uani 1 1 d . . .
C35 C 0.8523(3) 0.3371(3) 0.3157(3) 0.0624(13) Uani 1 1 d . . .
H35 H 0.8878 0.3515 0.2863 0.075 Uiso 1 1 calc R . .
C36 C 0.7752(3) 0.3220(3) 0.2810(3) 0.0542(11) Uani 1 1 d . . .
H36 H 0.7590 0.3255 0.2288 0.065 Uiso 1 1 calc R . .
C37 C 0.9635(4) 0.3489(6) 0.4285(4) 0.098(2) Uani 1 1 d . . .
H37A H 0.9856 0.3904 0.3978 0.147 Uiso 1 1 calc R . .
H37B H 0.9918 0.2916 0.4339 0.147 Uiso 1 1 calc R . .
H37C H 0.9673 0.3760 0.4773 0.147 Uiso 1 1 calc R . .
C41 C 0.5889(3) 0.4250(3) 0.3248(3) 0.0531(11) Uani 1 1 d . . .
C42 C 0.6087(3) 0.4965(3) 0.2836(3) 0.0641(13) Uani 1 1 d . . .
F42 F 0.6182(2) 0.4799(2) 0.2145(2) 0.0836(10) Uani 1 1 d . . .
C43 C 0.6194(4) 0.5849(4) 0.3104(4) 0.0831(18) Uani 1 1 d . . .
F43 F 0.6390(3) 0.6510(2) 0.2675(3) 0.1259(17) Uani 1 1 d . . .
C44 C 0.6105(4) 0.6037(4) 0.3810(5) 0.087(2) Uani 1 1 d . . .
F44 F 0.6223(3) 0.6899(3) 0.4064(3) 0.1321(19) Uani 1 1 d . . .
C45 C 0.5910(4) 0.5353(5) 0.4236(4) 0.0837(18) Uani 1 1 d . . .
F45 F 0.5827(3) 0.5543(3) 0.4930(2) 0.1172(15) Uani 1 1 d . . .
C46 C 0.5804(3) 0.4474(4) 0.3958(3) 0.0652(13) Uani 1 1 d . . .
F46 F 0.5627(2) 0.3830(2) 0.43995(17) 0.0852(10) Uani 1 1 d . . .
C51 C 0.4320(3) 0.2765(3) 0.3118(3) 0.0516(11) Uani 1 1 d . . .
C52 C 0.4614(3) 0.2265(3) 0.3765(3) 0.0577(12) Uani 1 1 d . . .
F52 F 0.53623(18) 0.1982(2) 0.39204(16) 0.0670(8) Uani 1 1 d . . .
C53 C 0.4191(4) 0.2027(4) 0.4276(3) 0.0671(14) Uani 1 1 d . . .
F53 F 0.4511(2) 0.1545(3) 0.48826(19) 0.0958(11) Uani 1 1 d . . .
C54 C 0.3423(4) 0.2261(4) 0.4141(3) 0.0771(17) Uani 1 1 d . . .
F54 F 0.2977(2) 0.2021(3) 0.4615(2) 0.1084(14) Uani 1 1 d . . .
C55 C 0.3088(3) 0.2742(4) 0.3510(3) 0.0707(15) Uani 1 1 d . . .
F55 F 0.2336(2) 0.2962(3) 0.3374(2) 0.0976(12) Uani 1 1 d . . .
C56 C 0.3541(3) 0.2969(4) 0.3017(3) 0.0597(12) Uani 1 1 d . . .
F56 F 0.31485(17) 0.3392(2) 0.23882(18) 0.0756(9) Uani 1 1 d . . .
C61 C 0.4520(3) 0.3699(3) 0.1855(3) 0.0524(11) Uani 1 1 d . . .
C62 C 0.4520(3) 0.3589(3) 0.1111(3) 0.0549(11) Uani 1 1 d . . .
F62 F 0.47396(18) 0.2788(2) 0.08612(15) 0.0693(8) Uani 1 1 d . . .
C63 C 0.4301(4) 0.4258(4) 0.0577(3) 0.0719(15) Uani 1 1 d . . .
F63 F 0.4331(2) 0.4094(3) -0.01441(18) 0.0962(11) Uani 1 1 d . . .
C64 C 0.4071(4) 0.5086(4) 0.0771(4) 0.0845(18) Uani 1 1 d . . .
F64 F 0.3861(3) 0.5752(3) 0.0257(2) 0.1267(17) Uani 1 1 d . . .
C65 C 0.4042(4) 0.5238(4) 0.1502(4) 0.0794(17) Uani 1 1 d . . .
F65 F 0.3791(3) 0.6051(2) 0.1697(3) 0.1164(15) Uani 1 1 d . . .
C66 C 0.4265(3) 0.4561(3) 0.2016(3) 0.0605(12) Uani 1 1 d . . .
F66 F 0.42350(19) 0.4765(2) 0.27261(18) 0.0758(9) Uani 1 1 d . . .
C101 C 0.3970(7) 0.7493(10) 0.3020(5) 0.156(5) Uani 0.839(4) 1 d PDU B 1
H10A H 0.3705 0.6981 0.2724 0.187 Uiso 0.839(4) 1 calc PR B 1
H10B H 0.3573 0.7948 0.3056 0.187 Uiso 0.839(4) 1 calc PR B 1
Cl11 Cl 0.4376(2) 0.7112(3) 0.3881(3) 0.1953(19) Uani 0.839(4) 1 d PDU B 1
Cl12 Cl 0.4593(4) 0.7959(5) 0.2568(4) 0.255(3) Uani 0.839(4) 1 d PDU B 1
C102 C 0.364(2) 0.902(5) 0.2720(18) 0.156(5) Uani 0.161(4) 1 d PDU . 2
H10C H 0.3531 0.9675 0.2718 0.187 Uiso 0.161(4) 1 calc PR B 2
H10D H 0.3167 0.8708 0.2458 0.187 Uiso 0.161(4) 1 calc PR B 2
Cl13 Cl 0.3874(13) 0.8654(18) 0.3604(12) 0.1953(19) Uani 0.161(4) 1 d PDU . 2
Cl14 Cl 0.4336(19) 0.884(3) 0.2248(16) 0.255(3) Uani 0.161(4) 1 d PDU . 2
C201 C 0.3517(6) -0.0860(8) 0.4577(6) 0.158(5) Uani 0.868(5) 1 d PDU C 1
H20A H 0.3944 -0.1297 0.4734 0.189 Uiso 0.868(5) 1 calc PR C 1
H20B H 0.3536 -0.0431 0.4989 0.189 Uiso 0.868(5) 1 calc PR C 1
Cl21 Cl 0.2673(2) -0.1430(4) 0.4426(3) 0.194(2) Uani 0.868(5) 1 d PDU C 1
Cl22 Cl 0.3664(5) -0.0275(4) 0.3836(4) 0.283(4) Uani 0.868(5) 1 d PDU C 1
C202 C 0.281(4) -0.098(3) 0.427(6) 0.158(5) Uani 0.132(5) 1 d PDU . 2
H20C H 0.2306 -0.1194 0.3969 0.189 Uiso 0.132(5) 1 calc PR C 2
H20D H 0.2758 -0.0924 0.4784 0.189 Uiso 0.132(5) 1 calc PR C 2
Cl23 Cl 0.3489(16) -0.176(2) 0.4230(16) 0.194(2) Uani 0.132(5) 1 d PDU . 2
Cl24 Cl 0.298(3) 0.006(2) 0.396(3) 0.283(4) Uani 0.132(5) 1 d PDU . 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
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
C1 P1 C21 112.9(2) .
C1 P1 C11 112.2(2) .
C21 P1 C11 108.1(2) .
C1 P1 C3 97.6(2) .
C21 P1 C3 111.3(2) .
C11 P1 C3 114.6(2) .
C2 B1 C61 105.5(4) .
C2 B1 C51 113.2(4) .
C61 B1 C51 115.3(4) .
C2 B1 C3 101.7(4) .
C61 B1 C3 114.7(4) .
C51 B1 C3 105.8(3) .
C2 C1 C31 128.4(4) .
C2 C1 P1 110.3(4) .
C31 C1 P1 121.0(3) .
C1 C2 C41 116.8(4) .
C1 C2 B1 120.9(4) .
C41 C2 B1 122.0(4) .
N4 C3 B1 136.5(4) .
N4 C3 P1 114.0(3) .
B1 C3 P1 109.5(3) .
C3 N4 C5A 118.4(4) .
N4 C5A C6A 112.5(6) .
N4 C5A H5AA 109.1 .
C6A C5A H5AA 109.1 .
N4 C5A H5AB 109.1 .
C6A C5A H5AB 109.1 .
H5AA C5A H5AB 107.8 .
C5A C6A C7A 115.8(8) .
C5A C6A H6AA 108.3 .
C7A C6A H6AA 108.3 .
C5A C6A H6AB 108.3 .
C7A C6A H6AB 108.3 .
H6AA C6A H6AB 107.4 .
C8A C7A C6A 113.6(10) .
C8A C7A H7AA 108.8 .
C6A C7A H7AA 108.8 .
C8A C7A H7AB 108.8 .
C6A C7A H7AB 108.8 .
H7AA C7A H7AB 107.7 .
C7B C6B H6BA 108.4 .
C7B C6B H6BB 108.4 .
H6BA C6B H6BB 107.5 .
C8B C7B C6B 113.6(14) .
C8B C7B H7BA 108.8 .
C6B C7B H7BA 108.8 .
C8B C7B H7BB 108.8 .
C6B C7B H7BB 108.8 .
H7BA C7B H7BB 107.7 .
C7B C8B H8BA 109.5 .
C7B C8B H8BB 109.5 .
H8BA C8B H8BB 109.5 .
C7B C8B H8BC 109.5 .
H8BA C8B H8BC 109.5 .
H8BB C8B H8BC 109.5 .
C16 C11 C12 119.8(5) .
C16 C11 P1 118.7(4) .
C12 C11 P1 121.5(4) .
C11 C12 C13 119.4(5) .
C11 C12 H12 120.3 .
C13 C12 H12 120.3 .
C14 C13 C12 120.2(6) .
C14 C13 H13 119.9 .
C12 C13 H13 119.9 .
C15 C14 C13 120.8(5) .
C15 C14 H14 119.6 .
C13 C14 H14 119.6 .
C14 C15 C16 119.6(6) .
C14 C15 H15 120.2 .
C16 C15 H15 120.2 .
C11 C16 C15 120.2(5) .
C11 C16 H16 119.9 .
C15 C16 H16 119.9 .
C22 C21 C26 119.9(4) .
C22 C21 P1 120.1(3) .
C26 C21 P1 119.8(3) .
C21 C22 C23 119.4(4) .
C21 C22 H22 120.3 .
C23 C22 H22 120.3 .
C24 C23 C22 120.8(5) .
C24 C23 H23 119.6 .
C22 C23 H23 119.6 .
C23 C24 C25 120.0(4) .
C23 C24 H24 120.0 .
C25 C24 H24 120.0 .
C24 C25 C26 119.7(4) .
C24 C25 H25 120.1 .
C26 C25 H25 120.1 .
C25 C26 C21 120.2(4) .
C25 C26 H26 119.9 .
C21 C26 H26 119.9 .
C32 C31 C36 117.9(5) .
C32 C31 C1 119.8(4) .
C36 C31 C1 122.2(4) .
C33 C32 C31 121.4(5) .
C33 C32 H32 119.3 .
C31 C32 H32 119.3 .
C32 C33 C34 121.2(5) .
C32 C33 H33 119.4 .
C34 C33 H33 119.4 .
C35 C34 C33 117.7(5) .
C35 C34 C37 120.9(5) .
C33 C34 C37 121.5(6) .
C34 C35 C36 121.9(5) .
C34 C35 H35 119.1 .
C36 C35 H35 119.1 .
C35 C36 C31 120.0(5) .
C35 C36 H36 120.0 .
C31 C36 H36 120.0 .
C34 C37 H37A 109.5 .
C34 C37 H37B 109.5 .
H37A C37 H37B 109.5 .
C34 C37 H37C 109.5 .
H37A C37 H37C 109.5 .
H37B C37 H37C 109.5 .
C42 C41 C46 115.7(4) .
C42 C41 C2 120.3(4) .
C46 C41 C2 124.0(4) .
F42 C42 C43 118.2(5) .
F42 C42 C41 119.0(4) .
C43 C42 C41 122.8(6) .
F43 C43 C44 121.0(6) .
F43 C43 C42 119.6(7) .
C44 C43 C42 119.4(6) .
F44 C44 C45 121.8(7) .
F44 C44 C43 118.3(7) .
C45 C44 C43 119.9(5) .
F45 C45 C44 119.4(6) .
F45 C45 C46 120.5(7) .
C44 C45 C46 120.1(6) .
F46 C46 C45 117.8(5) .
F46 C46 C41 120.1(4) .
C45 C46 C41 122.2(6) .
C56 C51 C52 113.1(4) .
C56 C51 B1 126.5(4) .
C52 C51 B1 120.0(4) .
F52 C52 C53 115.8(5) .
F52 C52 C51 119.7(4) .
C53 C52 C51 124.4(5) .
F53 C53 C54 119.8(5) .
F53 C53 C52 121.1(5) .
C54 C53 C52 119.0(5) .
F54 C54 C53 121.3(6) .
F54 C54 C55 118.6(6) .
C53 C54 C55 120.1(5) .
F55 C55 C54 120.1(5) .
F55 C55 C56 121.4(6) .
C54 C55 C56 118.5(5) .
F56 C56 C51 120.9(4) .
F56 C56 C55 114.3(5) .
C51 C56 C55 124.8(5) .
C62 C61 C66 113.0(4) .
C62 C61 B1 124.9(4) .
C66 C61 B1 121.8(4) .
F62 C62 C63 115.4(4) .
F62 C62 C61 120.4(4) .
C63 C62 C61 124.2(5) .
C64 C63 F63 119.8(5) .
C64 C63 C62 119.9(5) .
F63 C63 C62 120.3(5) .
F64 C64 C63 120.8(6) .
F64 C64 C65 120.2(6) .
C63 C64 C65 119.0(5) .
F65 C65 C66 121.2(6) .
F65 C65 C64 119.5(5) .
C66 C65 C64 119.4(5) .
F66 C66 C65 116.2(5) .
F66 C66 C61 119.3(4) .
C65 C66 C61 124.5(5) .
Cl12 C101 Cl11 114.8(7) .
Cl12 C101 H10A 108.6 .
Cl11 C101 H10A 108.6 .
Cl12 C101 H10B 108.6 .
Cl11 C101 H10B 108.6 .
H10A C101 H10B 107.5 .
Cl13 C102 Cl14 114.4(11) .
Cl13 C102 H10C 108.6 .
Cl14 C102 H10C 108.6 .
Cl13 C102 H10D 108.6 .
Cl14 C102 H10D 108.6 .
H10C C102 H10D 107.6 .
Cl23 Cl13 C102 141(2) 1_565
Cl21 C201 Cl22 114.6(7) .
Cl21 C201 H20A 108.6 .
Cl22 C201 H20A 108.6 .
Cl21 C201 H20B 108.6 .
Cl22 C201 H20B 108.6 .
H20A C201 H20B 107.6 .
Cl24 C202 Cl23 114.5(11) .
Cl24 C202 H20C 108.6 .
Cl23 C202 H20C 108.6 .
Cl24 C202 H20D 108.6 .
Cl23 C202 H20D 108.6 .
H20C C202 H20D 107.6 .
Cl13 Cl23 C202 101(2) 1_545
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1 C1 1.793(5) .
P1 C21 1.796(4) .
P1 C11 1.799(5) .
P1 C3 1.818(5) .
B1 C2 1.648(7) .
B1 C61 1.650(7) .
B1 C51 1.652(6) .
B1 C3 1.652(7) .
C1 C2 1.352(6) .
C1 C31 1.483(7) .
C2 C41 1.494(6) .
C3 N4 1.283(6) .
N4 C5A 1.441(7) .
C5A C6A 1.460(9) .
C5A H5AA 0.9800 .
C5A H5AB 0.9800 .
C6A C7A 1.490(11) .
C6A H6AA 0.9800 .
C6A H6AB 0.9800 .
C7A C8A 1.490(13) .
C7A H7AA 0.9800 .
C7A H7AB 0.9800 .
C8A H8AA 0.9700 .
C8A H8AB 0.9700 .
C8A H8AC 0.9700 .
C6B C7B 1.508(14) .
C6B H6BA 0.9800 .
C6B H6BB 0.9800 .
C7B C8B 1.473(16) .
C7B H7BA 0.9800 .
C7B H7BB 0.9800 .
C8B H8BA 0.9700 .
C8B H8BB 0.9700 .
C8B H8BC 0.9700 .
C11 C16 1.386(7) .
C11 C12 1.388(7) .
C12 C13 1.391(8) .
C12 H12 0.9400 .
C13 C14 1.374(9) .
C13 H13 0.9400 .
C14 C15 1.370(9) .
C14 H14 0.9400 .
C15 C16 1.388(7) .
C15 H15 0.9400 .
C16 H16 0.9400 .
C21 C22 1.379(6) .
C21 C26 1.390(6) .
C22 C23 1.388(7) .
C22 H22 0.9400 .
C23 C24 1.372(7) .
C23 H23 0.9400 .
C24 C25 1.379(7) .
C24 H24 0.9400 .
C25 C26 1.384(6) .
C25 H25 0.9400 .
C26 H26 0.9400 .
C31 C32 1.389(7) .
C31 C36 1.397(6) .
C32 C33 1.362(8) .
C32 H32 0.9400 .
C33 C34 1.392(8) .
C33 H33 0.9400 .
C34 C35 1.376(8) .
C34 C37 1.515(8) .
C35 C36 1.382(7) .
C35 H35 0.9400 .
C36 H36 0.9400 .
C37 H37A 0.9700 .
C37 H37B 0.9700 .
C37 H37C 0.9700 .
C41 C42 1.384(7) .
C41 C46 1.391(7) .
C42 F42 1.343(6) .
C42 C43 1.383(8) .
C43 F43 1.344(7) .
C43 C44 1.372(10) .
C44 F44 1.345(7) .
C44 C45 1.363(10) .
C45 F45 1.350(8) .
C45 C46 1.382(8) .
C46 F46 1.328(6) .
C51 C56 1.377(7) .
C51 C52 1.394(7) .
C52 F52 1.350(6) .
C52 C53 1.374(7) .
C53 F53 1.333(6) .
C53 C54 1.364(8) .
C54 F54 1.352(6) .
C54 C55 1.371(9) .
C55 F55 1.332(7) .
C55 C56 1.383(7) .
C56 F56 1.355(6) .
C61 C62 1.380(7) .
C61 C66 1.394(7) .
C62 F62 1.349(6) .
C62 C63 1.378(7) .
C63 C64 1.352(9) .
C63 F63 1.363(7) .
C64 F64 1.351(6) .
C64 C65 1.378(9) .
C65 F65 1.346(7) .
C65 C66 1.364(8) .
C66 F66 1.356(6) .
C101 Cl12 1.669(8) .
C101 Cl11 1.679(8) .
C101 H10A 0.9800 .
C101 H10B 0.9800 .
C102 Cl13 1.674(10) .
C102 Cl14 1.674(10) .
C102 H10C 0.9800 .
C102 H10D 0.9800 .
Cl13 Cl23 1.59(3) 1_565
C201 Cl21 1.673(8) .
C201 Cl22 1.681(8) .
C201 H20A 0.9800 .
C201 H20B 0.9800 .
C202 Cl24 1.671(10) .
C202 Cl23 1.675(10) .
C202 H20C 0.9800 .
C202 H20D 0.9800 .
Cl23 Cl13 1.59(3) 1_545
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_4
C21 P1 C1 C2 118.1(3) .
C11 P1 C1 C2 -119.5(3) .
C3 P1 C1 C2 1.0(3) .
C21 P1 C1 C31 -66.5(4) .
C11 P1 C1 C31 55.9(4) .
C3 P1 C1 C31 176.4(3) .
C31 C1 C2 C41 8.1(7) .
P1 C1 C2 C41 -176.9(3) .
C31 C1 C2 B1 -177.7(4) .
P1 C1 C2 B1 -2.7(5) .
C61 B1 C2 C1 -116.9(4) .
C51 B1 C2 C1 116.1(4) .
C3 B1 C2 C1 3.1(5) .
C61 B1 C2 C41 57.0(5) .
C51 B1 C2 C41 -70.0(5) .
C3 B1 C2 C41 177.0(4) .
C2 B1 C3 N4 174.7(5) .
C61 B1 C3 N4 -72.0(7) .
C51 B1 C3 N4 56.3(7) .
C2 B1 C3 P1 -2.0(4) .
C61 B1 C3 P1 111.2(4) .
C51 B1 C3 P1 -120.5(3) .
C1 P1 C3 N4 -176.7(3) .
C21 P1 C3 N4 65.0(4) .
C11 P1 C3 N4 -58.0(4) .
C1 P1 C3 B1 0.8(3) .
C21 P1 C3 B1 -117.4(3) .
C11 P1 C3 B1 119.5(3) .
B1 C3 N4 C5A 4.0(8) .
P1 C3 N4 C5A -179.4(3) .
C3 N4 C5A C6A -117.7(7) .
N4 C5A C6A C7A 179.5(8) .
C5A C6A C7A C8A 70.9(19) .
C1 P1 C11 C16 -60.9(4) .
C21 P1 C11 C16 64.2(4) .
C3 P1 C11 C16 -171.0(4) .
C1 P1 C11 C12 118.5(4) .
C21 P1 C11 C12 -116.3(4) .
C3 P1 C11 C12 8.5(5) .
C16 C11 C12 C13 -0.1(7) .
P1 C11 C12 C13 -179.6(4) .
C11 C12 C13 C14 0.5(8) .
C12 C13 C14 C15 -0.3(9) .
C13 C14 C15 C16 -0.2(9) .
C12 C11 C16 C15 -0.4(7) .
P1 C11 C16 C15 179.1(4) .
C14 C15 C16 C11 0.5(8) .
C1 P1 C21 C22 146.7(4) .
C11 P1 C21 C22 21.9(5) .
C3 P1 C21 C22 -104.8(4) .
C1 P1 C21 C26 -39.4(5) .
C11 P1 C21 C26 -164.2(4) .
C3 P1 C21 C26 69.1(4) .
C26 C21 C22 C23 -0.4(8) .
P1 C21 C22 C23 173.5(4) .
C21 C22 C23 C24 -0.5(9) .
C22 C23 C24 C25 1.5(9) .
C23 C24 C25 C26 -1.7(8) .
C24 C25 C26 C21 0.8(8) .
C22 C21 C26 C25 0.2(7) .
P1 C21 C26 C25 -173.7(4) .
C2 C1 C31 C32 71.4(6) .
P1 C1 C31 C32 -103.1(5) .
C2 C1 C31 C36 -111.8(5) .
P1 C1 C31 C36 73.7(5) .
C36 C31 C32 C33 -0.7(7) .
C1 C31 C32 C33 176.3(5) .
C31 C32 C33 C34 2.2(8) .
C32 C33 C34 C35 -2.1(8) .
C32 C33 C34 C37 178.2(6) .
C33 C34 C35 C36 0.7(8) .
C37 C34 C35 C36 -179.6(5) .
C34 C35 C36 C31 0.7(7) .
C32 C31 C36 C35 -0.8(7) .
C1 C31 C36 C35 -177.7(4) .
C1 C2 C41 C42 78.9(6) .
B1 C2 C41 C42 -95.2(5) .
C1 C2 C41 C46 -103.8(5) .
B1 C2 C41 C46 82.1(6) .
C46 C41 C42 F42 179.8(5) .
C2 C41 C42 F42 -2.7(7) .
C46 C41 C42 C43 -0.1(8) .
C2 C41 C42 C43 177.5(5) .
F42 C42 C43 F43 -0.2(9) .
C41 C42 C43 F43 179.6(5) .
F42 C42 C43 C44 -179.6(5) .
C41 C42 C43 C44 0.3(9) .
F43 C43 C44 F44 -0.3(10) .
C42 C43 C44 F44 179.1(6) .
F43 C43 C44 C45 -179.6(6) .
C42 C43 C44 C45 -0.3(10) .
F44 C44 C45 F45 0.4(10) .
C43 C44 C45 F45 179.8(6) .
F44 C44 C45 C46 -179.2(6) .
C43 C44 C45 C46 0.1(10) .
F45 C45 C46 F46 -0.7(9) .
C44 C45 C46 F46 178.9(6) .
F45 C45 C46 C41 -179.6(5) .
C44 C45 C46 C41 0.0(10) .
C42 C41 C46 F46 -179.0(5) .
C2 C41 C46 F46 3.6(8) .
C42 C41 C46 C45 -0.1(8) .
C2 C41 C46 C45 -177.5(5) .
C2 B1 C51 C56 139.9(5) .
C61 B1 C51 C56 18.4(7) .
C3 B1 C51 C56 -109.6(5) .
C2 B1 C51 C52 -47.9(6) .
C61 B1 C51 C52 -169.5(4) .
C3 B1 C51 C52 62.6(6) .
C56 C51 C52 F52 177.1(4) .
B1 C51 C52 F52 3.9(7) .
C56 C51 C52 C53 -2.7(7) .
B1 C51 C52 C53 -175.9(5) .
F52 C52 C53 F53 0.0(7) .
C51 C52 C53 F53 179.8(5) .
F52 C52 C53 C54 -177.6(5) .
C51 C52 C53 C54 2.2(8) .
F53 C53 C54 F54 0.6(9) .
C52 C53 C54 F54 178.2(5) .
F53 C53 C54 C55 -178.8(5) .
C52 C53 C54 C55 -1.1(9) .
F54 C54 C55 F55 -0.1(9) .
C53 C54 C55 F55 179.3(5) .
F54 C54 C55 C56 -178.5(5) .
C53 C54 C55 C56 0.8(9) .
C52 C51 C56 F56 -175.0(4) .
B1 C51 C56 F56 -2.4(8) .
C52 C51 C56 C55 2.3(7) .
B1 C51 C56 C55 175.0(5) .
F55 C55 C56 F56 -2.4(8) .
C54 C55 C56 F56 176.0(5) .
F55 C55 C56 C51 -180.0(5) .
C54 C55 C56 C51 -1.5(9) .
C2 B1 C61 C62 98.1(5) .
C51 B1 C61 C62 -136.2(5) .
C3 B1 C61 C62 -12.9(7) .
C2 B1 C61 C66 -75.0(5) .
C51 B1 C61 C66 50.7(6) .
C3 B1 C61 C66 174.1(4) .
C66 C61 C62 F62 -179.0(4) .
B1 C61 C62 F62 7.4(7) .
C66 C61 C62 C63 0.6(7) .
B1 C61 C62 C63 -173.0(5) .
F62 C62 C63 C64 -180.0(5) .
C61 C62 C63 C64 0.4(9) .
F62 C62 C63 F63 -1.4(8) .
C61 C62 C63 F63 179.0(5) .
F63 C63 C64 F64 0.9(10) .
C62 C63 C64 F64 179.5(5) .
F63 C63 C64 C65 179.7(6) .
C62 C63 C64 C65 -1.7(10) .
F64 C64 C65 F65 0.9(10) .
C63 C64 C65 F65 -178.0(6) .
F64 C64 C65 C66 -179.2(6) .
C63 C64 C65 C66 1.9(10) .
F65 C65 C66 F66 -1.3(9) .
C64 C65 C66 F66 178.8(5) .
F65 C65 C66 C61 179.0(5) .
C64 C65 C66 C61 -0.9(10) .
C62 C61 C66 F66 180.0(4) .
B1 C61 C66 F66 -6.2(7) .
C62 C61 C66 C65 -0.4(8) .
B1 C61 C66 C65 173.4(5) .
Cl14 C102 Cl13 Cl23 -148(4) 1_565
Cl24 C202 Cl23 Cl13 -23(8) 1_545
