#------------------------------------------------------------------------------
#$Date: 2019-11-24 13:40:40 +0200 (Sun, 24 Nov 2019) $
#$Revision: 238036 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/08/92/4089209.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_4089209
loop_
_publ_author_name
'Grandl, Markus'
'Rudolf, Benjamin'
'Sun, Yu'
'Bechtel, Dominique F.'
'Pierik, Antonio J.'
'Pammer, Frank'
_publ_section_title
;
 Intramolecular N→ B Coordination as a Stabilizing Scaffold for
 π-Conjugated Radical Anions with Tunable Redox Potentials
;
_journal_issue                   14
_journal_name_full               Organometallics
_journal_page_first              2527
_journal_paper_doi               10.1021/acs.organomet.6b00916
_journal_volume                  36
_journal_year                    2017
_chemical_formula_sum            'C51 H33 B2 F20 N2'
_chemical_formula_weight         1075.41
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 105.096(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   20.3091(8)
_cell_length_b                   13.8156(4)
_cell_length_c                   33.4191(16)
_cell_measurement_reflns_used    11589
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.9850
_cell_measurement_theta_min      3.5080
_cell_volume                     9053.2(6)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SIR92 (Giacovazzo et al., 1994)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.3385
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.866
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.866
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_number            30026
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.866
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.449
_diffrn_reflns_theta_min         2.804
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.149
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78199
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_description       'transparent block'
_exptl_crystal_F_000             4344
_exptl_crystal_size_max          0.247
_exptl_crystal_size_mid          0.154
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.469
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     681
_refine_ls_number_reflns         10838
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0699
_refine_ls_R_factor_gt           0.0525
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0345P)²+16.6415P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1126
_refine_ls_wR_factor_ref         0.1223
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8568
_reflns_number_total             10838
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            om6b00916_si_002.cif
_cod_data_source_block           shelx
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4089209
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.964
_shelx_estimated_absorpt_t_max   0.982
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C1 C 0.24773(10) 0.51805(14) 0.50923(6) 0.0209(4) Uani 1 1 d . .
C2 C 0.22169(12) 0.52198(15) 0.46636(6) 0.0271(5) Uani 1 1 d . .
H2 H 0.2362 0.4753 0.4496 0.032 Uiso 1 1 calc R U
C3 C 0.17530(13) 0.59202(16) 0.44753(7) 0.0316(5) Uani 1 1 d . .
H3 H 0.1586 0.5930 0.4182 0.038 Uiso 1 1 calc R U
C4 C 0.15293(12) 0.66092(15) 0.47119(7) 0.0292(5) Uani 1 1 d . .
H4 H 0.1211 0.7091 0.4582 0.035 Uiso 1 1 calc R U
C5 C 0.17733(11) 0.65867(15) 0.51374(6) 0.0256(4) Uani 1 1 d . .
H5 H 0.1618 0.7053 0.5301 0.031 Uiso 1 1 calc R U
C6 C 0.22499(10) 0.58810(14) 0.53325(6) 0.0202(4) Uani 1 1 d . .
C7 C 0.29923(10) 0.44199(13) 0.52963(6) 0.0195(4) Uani 1 1 d . .
H7 H 0.2885 0.3839 0.5112 0.023 Uiso 1 1 calc R U
C8 C 0.37305(11) 0.47257(15) 0.52913(6) 0.0246(4) Uani 1 1 d . .
H8 H 0.4054 0.4264 0.5474 0.030 Uiso 1 1 calc R U
C9 C 0.39356(12) 0.57493(16) 0.54509(7) 0.0312(5) Uani 1 1 d . .
H9A H 0.3888 0.5813 0.5734 0.047 Uiso 1 1 calc R U
H9B H 0.3640 0.6222 0.5271 0.047 Uiso 1 1 calc R U
H9C H 0.4411 0.5869 0.5450 0.047 Uiso 1 1 calc R U
C10 C 0.38352(13) 0.46438(18) 0.48548(7) 0.0356(5) Uani 1 1 d . .
H10A H 0.3573 0.5151 0.4678 0.053 Uiso 1 1 calc R U
H10B H 0.3679 0.4007 0.4738 0.053 Uiso 1 1 calc R U
H10C H 0.4320 0.4720 0.4869 0.053 Uiso 1 1 calc R U
C11 C 0.20801(10) 0.36502(13) 0.56917(6) 0.0208(4) Uani 1 1 d . .
C12 C 0.16202(11) 0.33249(14) 0.53295(7) 0.0252(4) Uani 1 1 d . .
C13 C 0.09836(11) 0.29410(15) 0.53153(8) 0.0321(5) Uani 1 1 d . .
C14 C 0.07773(11) 0.28510(16) 0.56726(8) 0.0350(5) Uani 1 1 d . .
C15 C 0.12078(12) 0.31312(16) 0.60401(8) 0.0326(5) Uani 1 1 d . .
C16 C 0.18391(11) 0.35138(14) 0.60424(7) 0.0249(4) Uani 1 1 d . .
C17 C 0.34412(10) 0.33559(13) 0.60062(6) 0.0187(4) Uani 1 1 d . .
C18 C 0.40956(10) 0.36287(14) 0.62293(6) 0.0215(4) Uani 1 1 d . .
C19 C 0.45805(10) 0.30043(16) 0.64566(6) 0.0243(4) Uani 1 1 d . .
C20 C 0.44340(11) 0.20359(15) 0.64688(6) 0.0255(4) Uani 1 1 d . .
C21 C 0.38052(11) 0.17130(14) 0.62474(6) 0.0235(4) Uani 1 1 d . .
C22 C 0.33338(10) 0.23617(14) 0.60224(6) 0.0209(4) Uani 1 1 d . .
C23 C 0.25164(10) 0.58962(13) 0.57844(6) 0.0178(4) Uani 1 1 d . .
C24 C 0.31101(10) 0.51728(14) 0.63994(6) 0.0194(4) Uani 1 1 d . .
H24 H 0.3347 0.4627 0.6540 0.023 Uiso 1 1 calc R U
C25 C 0.30672(10) 0.59956(13) 0.66302(6) 0.0189(4) Uani 1 1 d . .
C26 C 0.24541(10) 0.67119(14) 0.60194(6) 0.0188(4) Uani 1 1 d . .
H26 H 0.2232 0.7267 0.5879 0.023 Uiso 1 1 calc R U
C27 C 0.36052(10) 0.70044(15) 0.72397(6) 0.0216(4) Uani 1 1 d . .
C28 C 0.39719(11) 0.70649(16) 0.76524(6) 0.0278(5) Uani 1 1 d . .
H28 H 0.4097 0.7683 0.7773 0.033 Uiso 1 1 calc R U
C29 C 0.41587(12) 0.62362(17) 0.78922(7) 0.0319(5) Uani 1 1 d . .
H29 H 0.4406 0.6293 0.8175 0.038 Uiso 1 1 calc R U
C30 C 0.39857(13) 0.53312(17) 0.77213(7) 0.0345(5) Uani 1 1 d . .
H30 H 0.4116 0.4767 0.7885 0.041 Uiso 1 1 calc R U
C31 C 0.36232(12) 0.52496(16) 0.73115(6) 0.0292(5) Uani 1 1 d . .
H31 H 0.3506 0.4628 0.7193 0.035 Uiso 1 1 calc R U
C32 C 0.34292(10) 0.60767(14) 0.70706(6) 0.0210(4) Uani 1 1 d . .
C33 C 0.33438(10) 0.78868(14) 0.69805(6) 0.0213(4) Uani 1 1 d . .
H33 H 0.3314 0.8419 0.7178 0.026 Uiso 1 1 calc R U
C34 C 0.38306(11) 0.82565(15) 0.67146(6) 0.0245(4) Uani 1 1 d . .
H34 H 0.3558 0.8707 0.6501 0.029 Uiso 1 1 calc R U
C35 C 0.41390(12) 0.74928(17) 0.64844(8) 0.0344(5) Uani 1 1 d . .
H35A H 0.4487 0.7795 0.6370 0.052 Uiso 1 1 calc R U
H35B H 0.3779 0.7217 0.6259 0.052 Uiso 1 1 calc R U
H35C H 0.4348 0.6978 0.6677 0.052 Uiso 1 1 calc R U
C36 C 0.44152(13) 0.88434(19) 0.69843(8) 0.0391(6) Uani 1 1 d . .
H36A H 0.4230 0.9355 0.7127 0.059 Uiso 1 1 calc R U
H36B H 0.4682 0.9135 0.6810 0.059 Uiso 1 1 calc R U
H36C H 0.4709 0.8418 0.7190 0.059 Uiso 1 1 calc R U
C37 C 0.21063(10) 0.71718(14) 0.70179(6) 0.0212(4) Uani 1 1 d . .
C38 C 0.17387(11) 0.63120(15) 0.69543(6) 0.0239(4) Uani 1 1 d . .
C39 C 0.13631(11) 0.59605(15) 0.72128(7) 0.0277(5) Uani 1 1 d . .
C40 C 0.13286(12) 0.64968(17) 0.75531(7) 0.0313(5) Uani 1 1 d . .
C41 C 0.16721(12) 0.73586(16) 0.76294(7) 0.0297(5) Uani 1 1 d . .
C42 C 0.20473(11) 0.76788(14) 0.73651(7) 0.0252(4) Uani 1 1 d . .
C43 C 0.21083(10) 0.85272(14) 0.64671(6) 0.0217(4) Uani 1 1 d . .
C44 C 0.14496(11) 0.83690(15) 0.62174(6) 0.0239(4) Uani 1 1 d . .
C45 C 0.09886(11) 0.90884(17) 0.60526(7) 0.0288(5) Uani 1 1 d . .
C46 C 0.11685(12) 1.00386(16) 0.61422(7) 0.0323(5) Uani 1 1 d . .
C47 C 0.18093(13) 1.02498(15) 0.63865(7) 0.0308(5) Uani 1 1 d . .
C48 C 0.22584(11) 0.95062(15) 0.65432(6) 0.0252(4) Uani 1 1 d . .
N1 N 0.28374(8) 0.51067(11) 0.59930(5) 0.0178(3) Uani 1 1 d . .
N2 N 0.26900(8) 0.67514(11) 0.64294(5) 0.0177(3) Uani 1 1 d . .
B1 B 0.28543(11) 0.40888(15) 0.57340(7) 0.0183(4) Uani 1 1 d . .
B2 B 0.25683(12) 0.76419(15) 0.67218(7) 0.0196(4) Uani 1 1 d . .
F12 F 0.17815(7) 0.33336(10) 0.49629(4) 0.0351(3) Uani 1 1 d . .
F13 F 0.05731(7) 0.26509(10) 0.49520(5) 0.0455(4) Uani 1 1 d . .
F14 F 0.01570(7) 0.24929(11) 0.56595(5) 0.0497(4) Uani 1 1 d . .
F15 F 0.10220(8) 0.30305(11) 0.63953(5) 0.0473(4) Uani 1 1 d . .
F16 F 0.22444(7) 0.37382(9) 0.64205(4) 0.0317(3) Uani 1 1 d . .
F18 F 0.42893(6) 0.45712(8) 0.62409(4) 0.0279(3) Uani 1 1 d . .
F19 F 0.51948(6) 0.33384(10) 0.66699(4) 0.0341(3) Uani 1 1 d . .
F20 F 0.48973(7) 0.14270(10) 0.66930(4) 0.0363(3) Uani 1 1 d . .
F21 F 0.36462(7) 0.07706(8) 0.62530(4) 0.0332(3) Uani 1 1 d . .
F22 F 0.27377(6) 0.19600(8) 0.58111(4) 0.0268(3) Uani 1 1 d . .
F38 F 0.17260(7) 0.57421(9) 0.66215(4) 0.0323(3) Uani 1 1 d . .
F39 F 0.10294(7) 0.51192(10) 0.71320(4) 0.0399(3) Uani 1 1 d . .
F40 F 0.09568(8) 0.61850(11) 0.78052(5) 0.0463(4) Uani 1 1 d . .
F41 F 0.16332(8) 0.78902(10) 0.79614(4) 0.0448(4) Uani 1 1 d . .
F42 F 0.23610(7) 0.85435(9) 0.74568(4) 0.0352(3) Uani 1 1 d . .
F44 F 0.12257(6) 0.74476(9) 0.61356(4) 0.0299(3) Uani 1 1 d . .
F45 F 0.03696(7) 0.88683(11) 0.58121(4) 0.0405(3) Uani 1 1 d . .
F46 F 0.07275(8) 1.07540(10) 0.59951(5) 0.0460(4) Uani 1 1 d . .
F47 F 0.19917(8) 1.11740(9) 0.64785(5) 0.0447(4) Uani 1 1 d . .
F48 F 0.28590(7) 0.97947(9) 0.67932(4) 0.0335(3) Uani 1 1 d . .
C49 C 0.51147(14) 0.00606(19) 0.48090(9) 0.0465(7) Uani 1 1 d . .
H49A H 0.5567 -0.0250 0.4851 0.056 Uiso 1 1 calc R U
H49B H 0.5173 0.0760 0.4764 0.056 Uiso 1 1 calc R U
C50 C 0.46364(15) -0.0360(2) 0.44186(10) 0.0552(8) Uani 1 1 d . .
H50A H 0.4604 -0.1069 0.4451 0.066 Uiso 1 1 calc R U
H50B H 0.4175 -0.0084 0.4383 0.066 Uiso 1 1 calc R U
C51 C 0.48801(18) -0.0146(3) 0.40354(11) 0.0841(13) Uani 1 1 d . .
H51A H 0.4547 -0.0395 0.3790 0.126 Uiso 1 1 calc R U
H51B H 0.5322 -0.0459 0.4061 0.126 Uiso 1 1 calc R U
H51C H 0.4928 0.0555 0.4008 0.126 Uiso 1 1 calc R U
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'
N N 0.0061 0.0033 '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'
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
C2 C1 C6 117.77(18) .
C2 C1 C7 121.52(17) .
C6 C1 C7 120.70(17) .
C3 C2 C1 121.77(19) .
C3 C2 H2 119.1 .
C1 C2 H2 119.1 .
C2 C3 C4 120.4(2) .
C2 C3 H3 119.8 .
C4 C3 H3 119.8 .
C5 C4 C3 119.3(2) .
C5 C4 H4 120.4 .
C3 C4 H4 120.4 .
C4 C5 C6 120.81(19) .
C4 C5 H5 119.6 .
C6 C5 H5 119.6 .
C5 C6 C1 119.94(18) .
C5 C6 C23 119.47(17) .
C1 C6 C23 120.58(17) .
C1 C7 C8 111.10(16) .
C1 C7 B1 109.86(15) .
C8 C7 B1 118.47(17) .
C1 C7 H7 105.5 .
C8 C7 H7 105.5 .
B1 C7 H7 105.5 .
C9 C8 C10 107.90(18) .
C9 C8 C7 114.91(17) .
C10 C8 C7 111.21(18) .
C9 C8 H8 107.5 .
C10 C8 H8 107.5 .
C7 C8 H8 107.5 .
C8 C9 H9A 109.5 .
C8 C9 H9B 109.5 .
H9A C9 H9B 109.5 .
C8 C9 H9C 109.5 .
H9A C9 H9C 109.5 .
H9B C9 H9C 109.5 .
C8 C10 H10A 109.5 .
C8 C10 H10B 109.5 .
H10A C10 H10B 109.5 .
C8 C10 H10C 109.5 .
H10A C10 H10C 109.5 .
H10B C10 H10C 109.5 .
C16 C11 C12 112.50(19) .
C16 C11 B1 120.69(18) .
C12 C11 B1 126.69(18) .
F12 C12 C13 114.66(19) .
F12 C12 C11 121.26(18) .
C13 C12 C11 124.0(2) .
F13 C13 C14 120.1(2) .
F13 C13 C12 119.9(2) .
C14 C13 C12 119.9(2) .
F14 C14 C15 120.6(2) .
F14 C14 C13 120.1(2) .
C15 C14 C13 119.3(2) .
F15 C15 C14 120.3(2) .
F15 C15 C16 120.5(2) .
C14 C15 C16 119.2(2) .
F16 C16 C15 115.47(19) .
F16 C16 C11 119.51(18) .
C15 C16 C11 125.0(2) .
C22 C17 C18 112.47(17) .
C22 C17 B1 121.97(17) .
C18 C17 B1 125.52(17) .
F18 C18 C19 115.11(18) .
F18 C18 C17 120.16(17) .
C19 C18 C17 124.71(18) .
F19 C19 C20 119.73(19) .
F19 C19 C18 120.49(19) .
C20 C19 C18 119.78(19) .
F20 C20 C21 121.18(19) .
F20 C20 C19 120.22(19) .
C21 C20 C19 118.61(19) .
F21 C21 C20 120.06(18) .
F21 C21 C22 120.09(19) .
C20 C21 C22 119.85(18) .
F22 C22 C21 114.66(17) .
F22 C22 C17 120.81(17) .
C21 C22 C17 124.53(19) .
N1 C23 C26 117.26(17) .
N1 C23 C6 120.91(16) .
C26 C23 C6 121.82(17) .
N1 C24 C25 123.62(17) .
N1 C24 H24 118.2 .
C25 C24 H24 118.2 .
N2 C25 C24 117.50(17) .
N2 C25 C32 120.35(16) .
C24 C25 C32 122.11(17) .
N2 C26 C23 123.44(17) .
N2 C26 H26 118.3 .
C23 C26 H26 118.3 .
C28 C27 C32 117.87(18) .
C28 C27 C33 122.60(18) .
C32 C27 C33 119.34(17) .
C27 C28 C29 121.2(2) .
C27 C28 H28 119.4 .
C29 C28 H28 119.4 .
C30 C29 C28 120.3(2) .
C30 C29 H29 119.9 .
C28 C29 H29 119.9 .
C31 C30 C29 119.8(2) .
C31 C30 H30 120.1 .
C29 C30 H30 120.1 .
C30 C31 C32 120.2(2) .
C30 C31 H31 119.9 .
C32 C31 H31 119.9 .
C31 C32 C27 120.66(18) .
C31 C32 C25 120.58(18) .
C27 C32 C25 118.69(17) .
C27 C33 C34 114.00(16) .
C27 C33 B2 106.55(16) .
C34 C33 B2 115.56(16) .
C27 C33 H33 106.7 .
C34 C33 H33 106.7 .
B2 C33 H33 106.7 .
C36 C34 C35 107.82(18) .
C36 C34 C33 110.22(17) .
C35 C34 C33 117.27(17) .
C36 C34 H34 107.0 .
C35 C34 H34 107.0 .
C33 C34 H34 107.0 .
C34 C35 H35A 109.5 .
C34 C35 H35B 109.5 .
H35A C35 H35B 109.5 .
C34 C35 H35C 109.5 .
H35A C35 H35C 109.5 .
H35B C35 H35C 109.5 .
C34 C36 H36A 109.5 .
C34 C36 H36B 109.5 .
H36A C36 H36B 109.5 .
C34 C36 H36C 109.5 .
H36A C36 H36C 109.5 .
H36B C36 H36C 109.5 .
C42 C37 C38 113.55(18) .
C42 C37 B2 119.06(17) .
C38 C37 B2 127.36(17) .
F38 C38 C39 114.39(18) .
F38 C38 C37 121.05(18) .
C39 C38 C37 124.56(19) .
F39 C39 C40 120.22(19) .
F39 C39 C38 120.85(19) .
C40 C39 C38 118.92(19) .
F40 C40 C41 120.3(2) .
F40 C40 C39 120.4(2) .
C41 C40 C39 119.29(19) .
F41 C41 C40 119.33(19) .
F41 C41 C42 120.77(19) .
C40 C41 C42 119.90(19) .
F42 C42 C41 116.37(18) .
F42 C42 C37 119.87(18) .
C41 C42 C37 123.75(19) .
C48 C43 C44 112.97(18) .
C48 C43 B2 124.17(19) .
C44 C43 B2 121.44(18) .
F44 C44 C45 116.07(19) .
F44 C44 C43 119.09(18) .
C45 C44 C43 124.8(2) .
F45 C45 C46 120.2(2) .
F45 C45 C44 120.7(2) .
C46 C45 C44 119.2(2) .
F46 C46 C45 120.7(2) .
F46 C46 C47 120.0(2) .
C45 C46 C47 119.3(2) .
F47 C47 C46 120.0(2) .
F47 C47 C48 120.3(2) .
C46 C47 C48 119.7(2) .
F48 C48 C47 114.61(19) .
F48 C48 C43 121.30(18) .
C47 C48 C43 124.0(2) .
C24 N1 C23 118.89(16) .
C24 N1 B1 122.16(15) .
C23 N1 B1 118.93(15) .
C26 N2 C25 118.76(16) .
C26 N2 B2 125.37(16) .
C25 N2 B2 115.88(15) .
C7 B1 C17 113.63(16) .
C7 B1 N1 105.26(14) .
C17 B1 N1 110.13(15) .
C7 B1 C11 114.11(16) .
C17 B1 C11 110.91(15) .
N1 B1 C11 101.94(14) .
C33 B2 N2 101.49(15) .
C33 B2 C43 117.68(16) .
N2 B2 C43 114.05(16) .
C33 B2 C37 112.59(16) .
N2 B2 C37 105.02(15) .
C43 B2 C37 105.50(15) .
C49 C49 C50 115.0(3) 5_656
C49 C49 H49A 108.5 5_656
C50 C49 H49A 108.5 .
C49 C49 H49B 108.5 5_656
C50 C49 H49B 108.5 .
H49A C49 H49B 107.5 .
C51 C50 C49 111.9(3) .
C51 C50 H50A 109.2 .
C49 C50 H50A 109.2 .
C51 C50 H50B 109.2 .
C49 C50 H50B 109.2 .
H50A C50 H50B 107.9 .
C50 C51 H51A 109.5 .
C50 C51 H51B 109.5 .
H51A C51 H51B 109.5 .
C50 C51 H51C 109.5 .
H51A C51 H51C 109.5 .
H51B C51 H51C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.393(3) .
C1 C6 1.410(3) .
C1 C7 1.514(3) .
C2 C3 1.382(3) .
C2 H2 0.9500 .
C3 C4 1.387(3) .
C3 H3 0.9500 .
C4 C5 1.379(3) .
C4 H4 0.9500 .
C5 C6 1.409(3) .
C5 H5 0.9500 .
C6 C23 1.466(3) .
C7 C8 1.562(3) .
C7 B1 1.625(3) .
C7 H7 1.0000 .
C8 C9 1.531(3) .
C8 C10 1.532(3) .
C8 H8 1.0000 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 C16 1.396(3) .
C11 C12 1.397(3) .
C11 B1 1.656(3) .
C12 F12 1.348(2) .
C12 C13 1.387(3) .
C13 F13 1.343(3) .
C13 C14 1.370(4) .
C14 F14 1.344(3) .
C14 C15 1.365(4) .
C15 F15 1.343(3) .
C15 C16 1.385(3) .
C16 F16 1.352(2) .
C17 C22 1.394(3) .
C17 C18 1.396(3) .
C17 B1 1.646(3) .
C18 F18 1.358(2) .
C18 C19 1.379(3) .
C19 F19 1.347(2) .
C19 C20 1.374(3) .
C20 F20 1.337(2) .
C20 C21 1.373(3) .
C21 F21 1.343(2) .
C21 C22 1.382(3) .
C22 F22 1.352(2) .
C23 N1 1.365(2) .
C23 C26 1.398(3) .
C24 N1 1.330(2) .
C24 C25 1.389(3) .
C24 H24 0.9500 .
C25 N2 1.364(2) .
C25 C32 1.468(3) .
C26 N2 1.330(2) .
C26 H26 0.9500 .
C27 C28 1.389(3) .
C27 C32 1.409(3) .
C27 C33 1.510(3) .
C28 C29 1.392(3) .
C28 H28 0.9500 .
C29 C30 1.381(3) .
C29 H29 0.9500 .
C30 C31 1.380(3) .
C30 H30 0.9500 .
C31 C32 1.394(3) .
C31 H31 0.9500 .
C33 C34 1.576(3) .
C33 B2 1.623(3) .
C33 H33 1.0000 .
C34 C36 1.524(3) .
C34 C35 1.532(3) .
C34 H34 1.0000 .
C35 H35A 0.9800 .
C35 H35B 0.9800 .
C35 H35C 0.9800 .
C36 H36A 0.9800 .
C36 H36B 0.9800 .
C36 H36C 0.9800 .
C37 C42 1.387(3) .
C37 C38 1.390(3) .
C37 B2 1.663(3) .
C38 F38 1.358(2) .
C38 C39 1.381(3) .
C39 F39 1.337(2) .
C39 C40 1.374(3) .
C40 F40 1.340(2) .
C40 C41 1.370(3) .
C41 F41 1.350(2) .
C41 C42 1.381(3) .
C42 F42 1.351(2) .
C43 C48 1.395(3) .
C43 C44 1.397(3) .
C43 B2 1.637(3) .
C44 F44 1.355(2) .
C44 C45 1.378(3) .
C45 F45 1.339(3) .
C45 C46 1.375(3) .
C46 F46 1.338(2) .
C46 C47 1.375(4) .
C47 F47 1.343(3) .
C47 C48 1.383(3) .
C48 F48 1.347(3) .
N1 B1 1.656(3) .
N2 B2 1.630(3) .
C49 C49 1.478(6) 5_656
C49 C50 1.524(4) .
C49 H49A 0.9900 .
C49 H49B 0.9900 .
C50 C51 1.517(5) .
C50 H50A 0.9900 .
C50 H50B 0.9900 .
C51 H51A 0.9800 .
C51 H51B 0.9800 .
C51 H51C 0.9800 .
