#------------------------------------------------------------------------------
#$Date: 2016-02-04 09:11:46 +0200 (Thu, 04 Feb 2016) $
#$Revision: 175800 $
#$URL: svn://www.crystallography.net/cod/cif/4/03/17/4031768.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_4031768
loop_
_publ_author_name
'Kurata, Ryohei'
'Tanaka, Kazuyoshi'
'Ito, Akihiro'
_publ_section_title
;
 Isolation and Characterization of Persistent Radical Cation and Dication
 of 2,7-Bis(dianisylamino)pyrene.
;
_journal_issue                   1
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              137
_journal_page_last               145
_journal_paper_doi               10.1021/acs.joc.5b02425
_journal_volume                  81
_journal_year                    2016
_chemical_formula_moiety         'C74 H50 B F20 N2 O4'
_chemical_formula_sum            'C74 H50 B F20 N2 O4'
_chemical_formula_weight         1422.00
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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
_cell_angle_alpha                92.062(6)
_cell_angle_beta                 93.177(6)
_cell_angle_gamma                92.837(6)
_cell_formula_units_Z            2
_cell_length_a                   14.7965(10)
_cell_length_b                   15.5327(10)
_cell_length_c                   16.1201(11)
_cell_measurement_temperature    93
_cell_measurement_theta_max      68.30
_cell_measurement_theta_min      2.90
_cell_volume                     3691.9(4)
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b32'
_computing_data_collection
'CrystalClear-SM Expert 2.1 b32 (Rigaku, 2014)'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b32'
_computing_molecular_graphics    'CrystalStructure 4.1'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_structure_refinement  'SHELXL2013 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 5.814
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.1168
_diffrn_reflns_laue_measured_fraction_full 0.982
_diffrn_reflns_laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            43229
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.687
_diffrn_reflns_theta_max         68.267
_diffrn_reflns_theta_min         2.851
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.990
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.806
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             1450.00
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.010
_refine_diff_density_max         0.77
_refine_diff_density_min         -0.33
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     1022
_refine_ls_number_reflns         13257
_refine_ls_number_restraints     117
_refine_ls_R_factor_all          0.1630
_refine_ls_R_factor_gt           0.0757
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.1320P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1856
_refine_ls_wR_factor_ref         0.2468
_reflns_number_gt                6487
_reflns_number_total             13259
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            jo5b02425_si_002.cif
_cod_data_source_block           3+
_cod_depositor_comments
'Adding full bibliography for 4031768--4031770.cif.'
_cod_database_code               4031768
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.21270(19) 0.53188(19) 0.30265(17) 0.0519(7) Uani 1 1 d . . . . .
F2 F 0.39381(18) 0.17205(17) -0.00073(17) 0.0459(7) Uani 1 1 d . . . . .
F3 F 0.4015(2) 0.55240(18) -0.04166(19) 0.0544(7) Uani 1 1 d . . . . .
F4 F 0.0226(2) 0.1771(2) 0.15474(19) 0.0595(8) Uani 1 1 d . . . . .
F6 F 0.51632(16) 0.36354(16) 0.21676(16) 0.0406(6) Uani 1 1 d . . . . .
F7 F 0.24047(17) 0.46133(16) 0.15509(16) 0.0410(6) Uani 1 1 d . . . . .
F8 F 0.40231(18) 0.24335(17) 0.28726(17) 0.0464(7) Uani 1 1 d . . . . .
F9 F 0.14508(17) 0.30018(17) 0.12045(16) 0.0433(6) Uani 1 1 d . . . . .
F10 F 0.70760(19) 0.20684(19) 0.0566(2) 0.0560(8) Uani 1 1 d . . . . .
F11 F 0.22028(17) 0.24174(16) -0.03271(16) 0.0421(6) Uani 1 1 d . . . . .
F12 F 0.3747(2) 0.3167(2) 0.43451(17) 0.0579(8) Uani 1 1 d . . . . .
F13 F 0.2982(2) 0.4873(2) -0.17709(18) 0.0618(8) Uani 1 1 d . . . . .
F14 F 0.5620(2) 0.13295(18) -0.03520(18) 0.0546(8) Uani 1 1 d . . . . .
F15 F 0.68037(18) 0.32165(18) 0.18278(19) 0.0503(7) Uani 1 1 d . . . . .
F16 F 0.2753(2) 0.4604(2) 0.44449(17) 0.0572(8) Uani 1 1 d . . . . .
F17 F 0.0767(2) 0.0171(2) 0.19540(19) 0.0651(9) Uani 1 1 d . . . . .
F18 F 0.2553(2) -0.01644(18) 0.1934(2) 0.0655(9) Uani 1 1 d . . . . .
F19 F 0.2086(2) 0.33024(19) -0.16869(17) 0.0540(7) Uani 1 1 d . . . . .
F20 F 0.41675(17) 0.46323(16) 0.09648(16) 0.0425(6) Uani 1 1 d . . . . .
F21 F 0.37764(19) 0.10361(17) 0.15863(19) 0.0509(7) Uani 1 1 d . . . . .
C80 C 0.4632(3) 0.2105(3) 0.0471(3) 0.0382(11) Uani 1 1 d . . . . .
O1 O 0.9843(4) 0.2050(4) 0.6820(3) 0.0939(16) Uani 1 1 d . . . . .
O2 O 0.6628(3) 0.0465(2) 0.1672(2) 0.0597(10) Uani 1 1 d . . . . .
O3 O -0.1288(2) 0.4256(2) 0.0783(2) 0.0476(8) Uani 1 1 d . . . . .
O4 O 0.4606(2) 0.7296(2) 0.2077(2) 0.0491(9) Uani 1 1 d . . . . .
N1 N 0.7038(3) 0.2660(3) 0.4479(3) 0.0518(11) Uani 1 1 d . . . . .
N2 N 0.0937(3) 0.7255(2) 0.1104(2) 0.0393(9) Uani 1 1 d . . . . .
C1 C 0.7737(4) 0.2487(4) 0.5088(3) 0.0539(14) Uani 1 1 d . . . . .
C2 C 0.8009(5) 0.1664(4) 0.5198(4) 0.0740(18) Uani 1 1 d . . . . .
H2 H 0.7718 0.1209 0.4881 0.089 Uiso 1 1 calc R U . . .
C3 C 0.8701(5) 0.1496(5) 0.5767(4) 0.0758(19) Uani 1 1 d . . . . .
H3 H 0.8870 0.0932 0.5830 0.091 Uiso 1 1 calc R U . . .
C4 C 0.9143(4) 0.2155(5) 0.6242(4) 0.0677(17) Uani 1 1 d . . . . .
C5 C 0.8872(4) 0.2985(4) 0.6139(4) 0.0627(16) Uani 1 1 d . . . . .
H5 H 0.9157 0.3437 0.6465 0.075 Uiso 1 1 calc R U . . .
C6 C 0.8191(4) 0.3157(4) 0.5567(3) 0.0567(14) Uani 1 1 d . . . . .
H6 H 0.8031 0.3723 0.5497 0.068 Uiso 1 1 calc R U . . .
C7 C 1.0239(7) 0.1250(7) 0.6858(6) 0.116(3) Uani 1 1 d . . . . .
H7A H 1.0495 0.1116 0.6338 0.139 Uiso 1 1 calc R U . . .
H7B H 0.9785 0.0811 0.6967 0.139 Uiso 1 1 calc R U . . .
H7C H 1.0707 0.1276 0.7296 0.139 Uiso 1 1 calc R U . . .
C8 C 0.6445(4) 0.3324(3) 0.4632(3) 0.0457(12) Uani 1 1 d . . . . .
C9 C 0.6136(4) 0.3465(3) 0.5425(3) 0.0466(12) Uani 1 1 d . . . . .
H9 H 0.6322 0.3117 0.5853 0.056 Uiso 1 1 calc R U . . .
C10 C 0.5552(4) 0.4117(3) 0.5584(3) 0.0445(12) Uani 1 1 d . . . . .
C11 C 0.5287(3) 0.4663(3) 0.4922(3) 0.0404(11) Uani 1 1 d . . . . .
C12 C 0.5620(3) 0.4521(3) 0.4119(3) 0.0426(11) Uani 1 1 d . . . . .
C13 C 0.6180(4) 0.3844(3) 0.3982(3) 0.0458(12) Uani 1 1 d . . . . .
H13 H 0.6380 0.3736 0.3453 0.055 Uiso 1 1 calc R U . . .
C14 C 0.5357(4) 0.5093(3) 0.3481(3) 0.0459(12) Uani 1 1 d . . . . .
H14 H 0.5576 0.5015 0.2955 0.055 Uiso 1 1 calc R U . . .
C15 C 0.4804(4) 0.5739(3) 0.3617(3) 0.0482(13) Uani 1 1 d . . . . .
H15 H 0.4650 0.6097 0.3186 0.058 Uiso 1 1 calc R U . . .
C16 C 0.6916(4) 0.2131(3) 0.3743(3) 0.0502(13) Uani 1 1 d . . . . .
C17 C 0.7659(4) 0.1887(4) 0.3308(4) 0.0584(15) Uani 1 1 d . . . . .
H17 H 0.8239 0.2098 0.3486 0.070 Uiso 1 1 calc R U . . .
C18 C 0.7538(4) 0.1337(4) 0.2618(4) 0.0588(15) Uani 1 1 d . . . . .
H18 H 0.8035 0.1174 0.2332 0.071 Uiso 1 1 calc R U . . .
C19 C 0.6670(4) 0.1025(3) 0.2351(3) 0.0508(13) Uani 1 1 d . . . . .
C20 C 0.5926(4) 0.1277(3) 0.2760(3) 0.0472(12) Uani 1 1 d . . . . .
H20 H 0.5346 0.1075 0.2573 0.057 Uiso 1 1 calc R U . . .
C21 C 0.5776(4) 0.0034(4) 0.1425(4) 0.0603(15) Uani 1 1 d . . . . .
H21A H 0.5351 0.0451 0.1258 0.072 Uiso 1 1 calc R U . . .
H21B H 0.5553 -0.0274 0.1884 0.072 Uiso 1 1 calc R U . . .
H21C H 0.5851 -0.0364 0.0968 0.072 Uiso 1 1 calc R U . . .
C22 C 0.0362(3) 0.6500(3) 0.1050(3) 0.0374(11) Uani 1 1 d . . . . .
C23 C -0.0318(3) 0.6369(3) 0.0411(3) 0.0391(11) Uani 1 1 d . . . . .
H23 H -0.0409 0.6796 0.0030 0.047 Uiso 1 1 calc R U . . .
C24 C -0.0849(3) 0.5621(3) 0.0340(3) 0.0406(11) Uani 1 1 d . . . . .
H24 H -0.1296 0.5542 -0.0088 0.049 Uiso 1 1 calc R U . . .
C25 C -0.0720(3) 0.4978(3) 0.0910(3) 0.0404(11) Uani 1 1 d . . . . .
C26 C -0.0048(3) 0.5092(3) 0.1537(3) 0.0432(11) Uani 1 1 d . . . . .
H26 H 0.0046 0.4659 0.1910 0.052 Uiso 1 1 calc R U . . .
C27 C 0.0489(3) 0.5851(3) 0.1612(3) 0.0417(11) Uani 1 1 d . . . . .
H27 H 0.0936 0.5927 0.2041 0.050 Uiso 1 1 calc R U . . .
C28 C -0.1137(4) 0.3557(3) 0.1315(4) 0.0546(14) Uani 1 1 d . . . . .
H28A H -0.0509 0.3425 0.1323 0.066 Uiso 1 1 calc R U . . .
H28B H -0.1506 0.3060 0.1112 0.066 Uiso 1 1 calc R U . . .
H28C H -0.1294 0.3716 0.1868 0.066 Uiso 1 1 calc R U . . .
C29 C 0.1871(3) 0.7211(3) 0.1373(3) 0.0367(10) Uani 1 1 d . . . . .
C30 C 0.2253(3) 0.7803(3) 0.1971(3) 0.0385(11) Uani 1 1 d . . . . .
H30 H 0.1891 0.8197 0.2221 0.046 Uiso 1 1 calc R U . . .
C31 C 0.3164(3) 0.7813(3) 0.2197(3) 0.0415(11) Uani 1 1 d . . . . .
H31 H 0.3417 0.8215 0.2596 0.050 Uiso 1 1 calc R U . . .
C32 C 0.3708(3) 0.7217(3) 0.1822(3) 0.0404(11) Uani 1 1 d . . . . .
C33 C 0.3329(3) 0.6614(3) 0.1239(3) 0.0423(11) Uani 1 1 d . . . . .
H33 H 0.3689 0.6213 0.0996 0.051 Uiso 1 1 calc R U . . .
C34 C 0.2416(3) 0.6606(3) 0.1016(3) 0.0429(11) Uani 1 1 d . . . . .
H34 H 0.2161 0.6195 0.0627 0.051 Uiso 1 1 calc R U . . .
C35 C 0.5205(4) 0.6762(4) 0.1647(4) 0.0598(15) Uani 1 1 d . . . . .
H35A H 0.5821 0.6930 0.1821 0.072 Uiso 1 1 calc R U . . .
H35B H 0.5113 0.6827 0.1059 0.072 Uiso 1 1 calc R U . . .
H35C H 0.5080 0.6170 0.1773 0.072 Uiso 1 1 calc R U . . .
C36 C 0.0661(3) 0.8043(3) 0.0806(3) 0.0361(10) Uani 1 1 d . . . . .
C37 C 0.1279(3) 0.8570(3) 0.0405(3) 0.0381(11) Uani 1 1 d . . . . .
H37 H 0.1870 0.8400 0.0362 0.046 Uiso 1 1 calc R U . . .
C38 C 0.2612(3) 0.4605(3) 0.2981(3) 0.0427(11) Uani 1 1 d . . . . .
C39 C 0.1032(3) 0.9337(3) 0.0072(3) 0.0352(10) Uani 1 1 d . . . . .
C40 C 0.1388(3) 1.0617(3) -0.0690(3) 0.0385(11) Uani 1 1 d . . . . .
H40 H 0.1798 1.0941 -0.0983 0.046 Uiso 1 1 calc R U . . .
C41 C 0.2605(3) 0.3637(3) -0.1028(3) 0.0420(11) Uani 1 1 d . . . . .
C42 C 0.0494(3) 1.0930(3) -0.0586(3) 0.0347(10) Uani 1 1 d . . . . .
C43 C 0.3182(3) 0.3476(3) 0.0406(3) 0.0342(10) Uani 1 1 d . . . . .
C44 C 0.3629(3) 0.4280(3) 0.0313(3) 0.0365(10) Uani 1 1 d . . . . .
C45 C 0.3567(3) 0.4746(3) -0.0384(3) 0.0430(12) Uani 1 1 d . . . . .
C46 C 0.0129(3) 0.9607(3) 0.0160(3) 0.0334(10) Uani 1 1 d . . . . .
C47 C 0.3050(4) 0.4420(3) -0.1074(3) 0.0450(12) Uani 1 1 d . . . . .
C48 C 0.2674(3) 0.3186(3) -0.0309(3) 0.0366(10) Uani 1 1 d . . . . .
C49 C 0.2678(3) 0.2094(3) 0.1353(3) 0.0384(11) Uani 1 1 d . . . . .
C50 C 0.1756(3) 0.2216(3) 0.1364(3) 0.0396(11) Uani 1 1 d . . . . .
C51 C 0.1639(3) 0.9875(3) -0.0377(3) 0.0383(11) Uani 1 1 d . . . . .
H51 H 0.2222 0.9701 -0.0451 0.046 Uiso 1 1 calc R U . . .
C52 C 0.1113(3) 0.1592(4) 0.1550(3) 0.0459(12) Uani 1 1 d . . . . .
C53 C 0.1376(4) 0.0782(3) 0.1739(3) 0.0508(14) Uani 1 1 d . . . . .
C54 C 0.2281(4) 0.0620(3) 0.1738(3) 0.0474(13) Uani 1 1 d . . . . .
C55 C 0.2902(3) 0.1263(3) 0.1545(3) 0.0427(11) Uani 1 1 d . . . . .
C56 C 0.5496(3) 0.1891(3) 0.0277(3) 0.0439(12) Uani 1 1 d . . . . .
C57 C 0.4447(3) 0.2672(3) 0.1122(3) 0.0357(10) Uani 1 1 d . . . . .
C58 C 0.3560(3) 0.3167(3) 0.2876(3) 0.0392(11) Uani 1 1 d . . . . .
C60 C 0.3260(3) 0.3489(3) 0.2123(3) 0.0357(10) Uani 1 1 d . . . . .
C61 C 0.2771(3) 0.4223(3) 0.2219(3) 0.0349(10) Uani 1 1 d . . . . .
C62 C 0.6226(3) 0.2270(3) 0.0736(3) 0.0441(12) Uani 1 1 d . . . . .
C63 C 0.2927(3) 0.4249(3) 0.3701(3) 0.0429(12) Uani 1 1 d . . . . .
C64 C 0.3422(3) 0.3527(3) 0.3648(3) 0.0424(11) Uani 1 1 d . . . . .
C67 C 0.6094(3) 0.2848(3) 0.1375(3) 0.0392(11) Uani 1 1 d . . . . .
C71 C 0.6054(4) 0.1834(3) 0.3454(3) 0.0473(12) Uani 1 1 d . . . . .
H71 H 0.5554 0.2011 0.3728 0.057 Uiso 1 1 calc R U . . .
C73 C -0.0223(3) 0.8301(3) 0.0892(3) 0.0365(10) Uani 1 1 d . . . . .
H73 H -0.0633 0.7949 0.1159 0.044 Uiso 1 1 calc R U . . .
C77 C 0.5219(3) 0.3044(3) 0.1543(3) 0.0350(10) Uani 1 1 d . . . . .
B1 B 0.3389(4) 0.2933(3) 0.1251(3) 0.0346(11) Uani 1 1 d . . . . .
C59 C 0.3497(16) 1.0413(16) 0.3900(12) 0.101(8) Uani 0.3333 1 d D U P A 1
H59A H 0.2893 1.0398 0.4091 0.152 Uiso 0.3333 1 calc R U P A 1
H59B H 0.3859 1.0865 0.4198 0.152 Uiso 0.3333 1 calc R U P A 1
H59C H 0.3476 1.0519 0.3316 0.152 Uiso 0.3333 1 calc R U P A 1
C65 C 0.3849(15) 0.9684(15) 0.4027(14) 0.087(6) Uani 0.3333 1 d D U P A 1
H65A H 0.3819 0.9591 0.4617 0.104 Uiso 0.3333 1 calc R U P A 1
H65B H 0.3440 0.9247 0.3743 0.104 Uiso 0.3333 1 calc R U P A 1
C66 C 0.4646(14) 0.9503(14) 0.3839(15) 0.090(6) Uani 0.3333 1 d D U P A 1
H66A H 0.4654 0.9580 0.3245 0.108 Uiso 0.3333 1 calc R U P A 1
H66B H 0.5038 0.9967 0.4098 0.108 Uiso 0.3333 1 calc R U P A 1
C68 C 0.5072(13) 0.8823(13) 0.3962(12) 0.077(5) Uani 0.3333 1 d D U P A 1
H68A H 0.4669 0.8357 0.3721 0.092 Uiso 0.3333 1 calc R U P A 1
H68B H 0.5081 0.8757 0.4558 0.092 Uiso 0.3333 1 calc R U P A 1
C69 C 0.5886(17) 0.8621(16) 0.3752(16) 0.103(7) Uani 0.3333 1 d D U P A 1
H69A H 0.6297 0.9045 0.4051 0.124 Uiso 0.3333 1 calc R U P A 1
H69B H 0.5904 0.8757 0.3170 0.124 Uiso 0.3333 1 calc R U P A 1
C70 C 0.6309(15) 0.7858(16) 0.3813(11) 0.091(7) Uani 0.3333 1 d D U P A 1
H70A H 0.6903 0.7923 0.3605 0.136 Uiso 0.3333 1 calc R U P A 1
H70B H 0.6360 0.7705 0.4384 0.136 Uiso 0.3333 1 calc R U P A 1
H70C H 0.5961 0.7413 0.3492 0.136 Uiso 0.3333 1 calc R U P A 1
C59B C 1.0529(16) 0.5838(16) 0.6197(10) 0.074(5) Uani 0.3333 1 d . U P B 2
H59D H 0.9885 0.5896 0.6166 0.111 Uiso 0.3333 1 calc R U P B 2
H59E H 1.0790 0.6125 0.6698 0.111 Uiso 0.3333 1 calc R U P B 2
H59F H 1.0786 0.6093 0.5725 0.111 Uiso 0.3333 1 calc R U P B 2
C65B C 1.0697(13) 0.5032(13) 0.6202(8) 0.060(4) Uani 0.3333 1 d . U P B 2
H65C H 1.0382 0.4772 0.5704 0.072 Uiso 0.3333 1 calc R U P B 2
H65D H 1.0387 0.4803 0.6667 0.072 Uiso 0.3333 1 calc R U P B 2
C66B C 1.1504(14) 0.4701(14) 0.6240(10) 0.068(5) Uani 0.3333 1 d . U P B 2
H66C H 1.1834 0.4968 0.6727 0.081 Uiso 0.3333 1 calc R U P B 2
H66D H 1.1812 0.4901 0.5761 0.081 Uiso 0.3333 1 calc R U P B 2
C68B C 1.1628(14) 0.3778(14) 0.6271(9) 0.066(5) Uani 0.3333 1 d . U P B 2
H68C H 1.1343 0.3589 0.6765 0.080 Uiso 0.3333 1 calc R U P B 2
H68D H 1.1267 0.3513 0.5801 0.080 Uiso 0.3333 1 calc R U P B 2
C69B C 1.2449(16) 0.3401(16) 0.6274(12) 0.078(5) Uani 0.3333 1 d . U P B 2
H69C H 1.2801 0.3706 0.6728 0.094 Uiso 0.3333 1 calc R U P B 2
H69D H 1.2709 0.3600 0.5772 0.094 Uiso 0.3333 1 calc R U P B 2
C70B C 1.2729(17) 0.2530(16) 0.6323(9) 0.083(6) Uani 0.3333 1 d . U P B 2
H70D H 1.3376 0.2527 0.6307 0.124 Uiso 0.3333 1 calc R U P B 2
H70E H 1.2545 0.2295 0.6834 0.124 Uiso 0.3333 1 calc R U P B 2
H70F H 1.2451 0.2186 0.5862 0.124 Uiso 0.3333 1 calc R U P B 2
C59C C 0.7559(16) 0.9293(13) 0.6004(11) 0.083(6) Uani 0.3333 1 d D U P C 3
H59G H 0.6916 0.9296 0.6056 0.124 Uiso 0.3333 1 calc R U P C 3
H59H H 0.7860 0.9682 0.6419 0.124 Uiso 0.3333 1 calc R U P C 3
H59I H 0.7702 0.9474 0.5462 0.124 Uiso 0.3333 1 calc R U P C 3
C65C C 0.7825(15) 0.8527(15) 0.6107(14) 0.092(6) Uani 0.3333 1 d D U P C 3
H65E H 0.7628 0.8364 0.6646 0.110 Uiso 0.3333 1 calc R U P C 3
H65F H 0.7471 0.8158 0.5698 0.110 Uiso 0.3333 1 calc R U P C 3
C66C C 0.8639(14) 0.8300(13) 0.6078(11) 0.075(5) Uani 0.3333 1 d D U P C 3
H66E H 0.8840 0.8473 0.5544 0.089 Uiso 0.3333 1 calc R U P C 3
H66F H 0.8991 0.8660 0.6495 0.089 Uiso 0.3333 1 calc R U P C 3
C68C C 0.8893(15) 0.7546(15) 0.6167(13) 0.089(6) Uani 0.3333 1 d D U P C 3
H68E H 0.8500 0.7213 0.5760 0.107 Uiso 0.3333 1 calc R U P C 3
H68F H 0.8664 0.7404 0.6700 0.107 Uiso 0.3333 1 calc R U P C 3
C69C C 0.9635(16) 0.7137(17) 0.6162(16) 0.100(7) Uani 0.3333 1 d D U P C 3
H69E H 1.0020 0.7399 0.6619 0.120 Uiso 0.3333 1 calc R U P C 3
H69F H 0.9916 0.7304 0.5658 0.120 Uiso 0.3333 1 calc R U P C 3
C70C C 0.9748(18) 0.6265(16) 0.6204(10) 0.098(7) Uani 0.3333 1 d D U P C 3
H70G H 1.0380 0.6158 0.6187 0.146 Uiso 0.3333 1 calc R U P C 3
H70H H 0.9523 0.6063 0.6713 0.146 Uiso 0.3333 1 calc R U P C 3
H70I H 0.9418 0.5967 0.5741 0.146 Uiso 0.3333 1 calc R U P C 3
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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
B B 0.0090 0.0039
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0727 0.0534
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(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
F2 C80 C56 116.3(4) . .
F2 C80 C57 119.4(4) . .
C56 C80 C57 124.3(4) . .
C4 O1 C7 119.3(7) . .
C19 O2 C21 118.1(4) . .
C25 O3 C28 117.1(4) . .
C32 O4 C35 116.8(4) . .
C8 N1 C16 120.4(4) . .
C8 N1 C1 120.0(4) . .
C16 N1 C1 119.5(4) . .
C36 N2 C22 122.3(4) . .
C36 N2 C29 117.2(4) . .
C22 N2 C29 120.0(3) . .
C2 C1 C6 117.9(5) . .
C2 C1 N1 121.3(5) . .
C6 C1 N1 120.8(5) . .
C1 C2 C3 121.6(6) . .
C4 C3 C2 120.4(6) . .
C3 C4 O1 124.5(7) . .
C3 C4 C5 118.5(6) . .
O1 C4 C5 117.0(6) . .
C6 C5 C4 121.3(6) . .
C5 C6 C1 120.3(6) . .
C9 C8 C13 120.4(4) . .
C9 C8 N1 120.4(5) . .
C13 C8 N1 119.2(5) . .
C10 C9 C8 120.9(5) . .
C9 C10 C15 122.4(5) . 2_666
C9 C10 C11 119.0(5) . .
C15 C10 C11 118.6(4) 2_666 .
C11 C11 C12 120.9(6) 2_666 .
C11 C11 C10 119.7(5) 2_666 .
C12 C11 C10 119.5(4) . .
C13 C12 C11 119.5(5) . .
C13 C12 C14 122.7(5) . .
C11 C12 C14 117.8(4) . .
C12 C13 C8 120.6(5) . .
C15 C14 C12 122.2(5) . .
C14 C15 C10 120.9(5) . 2_666
C71 C16 C17 119.1(5) . .
C71 C16 N1 120.1(5) . .
C17 C16 N1 120.8(5) . .
C18 C17 C16 120.4(5) . .
C17 C18 C19 119.7(5) . .
O2 C19 C20 124.4(5) . .
O2 C19 C18 115.0(5) . .
C20 C19 C18 120.6(5) . .
C19 C20 C71 119.3(5) . .
C27 C22 C23 118.6(4) . .
C27 C22 N2 120.3(4) . .
C23 C22 N2 121.0(4) . .
C24 C23 C22 120.9(5) . .
C23 C24 C25 120.0(4) . .
O3 C25 C26 124.8(5) . .
O3 C25 C24 115.3(4) . .
C26 C25 C24 119.8(4) . .
C25 C26 C27 120.2(5) . .
C26 C27 C22 120.4(4) . .
C30 C29 C34 119.3(4) . .
C30 C29 N2 119.5(4) . .
C34 C29 N2 121.2(4) . .
C31 C30 C29 120.6(4) . .
C30 C31 C32 119.6(4) . .
O4 C32 C33 125.0(4) . .
O4 C32 C31 114.9(4) . .
C33 C32 C31 120.1(4) . .
C34 C33 C32 120.0(4) . .
C33 C34 C29 120.4(4) . .
C37 C36 C73 119.8(4) . .
C37 C36 N2 119.0(4) . .
C73 C36 N2 121.2(4) . .
C39 C37 C36 121.3(4) . .
F1 C38 C63 119.2(4) . .
F1 C38 C61 120.6(4) . .
C63 C38 C61 120.1(4) . .
C37 C39 C46 119.1(4) . .
C37 C39 C51 122.8(4) . .
C46 C39 C51 118.1(4) . .
C51 C40 C42 121.8(4) . .
F19 C41 C47 120.0(4) . .
F19 C41 C48 119.6(4) . .
C47 C41 C48 120.4(5) . .
C73 C42 C46 119.8(4) 2_575 2_575
C73 C42 C40 122.9(4) 2_575 .
C46 C42 C40 117.2(4) 2_575 .
C48 C43 C44 112.4(4) . .
C48 C43 B1 127.0(4) . .
C44 C43 B1 120.1(4) . .
C45 C44 F20 116.7(4) . .
C45 C44 C43 124.9(4) . .
F20 C44 C43 118.4(4) . .
F3 C45 C44 121.0(5) . .
F3 C45 C47 119.3(4) . .
C44 C45 C47 119.8(4) . .
C46 C46 C42 121.1(5) 2_575 2_575
C46 C46 C39 119.8(5) 2_575 .
C42 C46 C39 119.0(4) 2_575 .
F13 C47 C41 121.1(5) . .
F13 C47 C45 120.6(5) . .
C41 C47 C45 118.3(4) . .
F11 C48 C41 115.7(4) . .
F11 C48 C43 120.1(4) . .
C41 C48 C43 124.1(4) . .
C50 C49 C55 113.2(4) . .
C50 C49 B1 119.4(4) . .
C55 C49 B1 126.8(4) . .
F9 C50 C52 116.2(4) . .
F9 C50 C49 119.1(4) . .
C52 C50 C49 124.7(5) . .
C40 C51 C39 121.8(4) . .
F4 C52 C53 120.0(5) . .
F4 C52 C50 120.6(5) . .
C53 C52 C50 119.5(5) . .
F17 C53 C54 120.5(5) . .
F17 C53 C52 120.8(5) . .
C54 C53 C52 118.7(5) . .
F18 C54 C53 119.5(5) . .
F18 C54 C55 120.6(5) . .
C53 C54 C55 119.9(5) . .
F21 C55 C54 114.7(4) . .
F21 C55 C49 121.2(4) . .
C54 C55 C49 124.1(5) . .
F14 C56 C62 120.3(4) . .
F14 C56 C80 120.9(4) . .
C62 C56 C80 118.8(4) . .
C77 C57 C80 113.4(4) . .
C77 C57 B1 126.3(4) . .
C80 C57 B1 119.8(4) . .
F8 C58 C64 115.7(4) . .
F8 C58 C60 119.0(4) . .
C64 C58 C60 125.4(4) . .
C58 C60 C61 112.9(4) . .
C58 C60 B1 119.7(4) . .
C61 C60 B1 127.0(4) . .
F7 C61 C38 115.0(4) . .
F7 C61 C60 121.1(4) . .
C38 C61 C60 123.9(4) . .
F10 C62 C67 119.9(4) . .
F10 C62 C56 120.2(4) . .
C67 C62 C56 119.9(4) . .
F16 C63 C38 120.4(4) . .
F16 C63 C64 120.8(4) . .
C38 C63 C64 118.8(4) . .
F12 C64 C63 120.2(4) . .
F12 C64 C58 120.8(4) . .
C63 C64 C58 119.0(4) . .
F15 C67 C62 120.2(4) . .
F15 C67 C77 120.7(4) . .
C62 C67 C77 119.1(4) . .
C16 C71 C20 120.8(5) . .
C42 C73 C36 120.8(4) 2_575 .
F6 C77 C67 114.5(4) . .
F6 C77 C57 121.1(4) . .
C67 C77 C57 124.3(4) . .
C60 B1 C43 113.8(4) . .
C60 B1 C49 100.9(4) . .
C43 B1 C49 114.4(4) . .
C60 B1 C57 113.9(4) . .
C43 B1 C57 100.7(4) . .
C49 B1 C57 113.8(4) . .
C66 C65 C59 124(2) . .
C68 C66 C65 130(2) . .
C66 C68 C69 130(2) . .
C68 C69 C70 130(2) . .
C59B C65B C66B 127(2) . .
C65B C66B C68B 123.0(19) . .
C69B C68B C66B 125.2(19) . .
C68B C69B C70B 135(2) . .
C66C C65C C59C 126(2) . .
C68C C66C C65C 125(2) . .
C66C C68C C69C 139(2) . .
C68C C69C C70C 129(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F1 C38 1.352(5) .
F2 C80 1.351(5) .
F3 C45 1.353(6) .
F4 C52 1.354(6) .
F6 C77 1.347(5) .
F7 C61 1.355(5) .
F8 C58 1.358(5) .
F9 C50 1.352(5) .
F10 C62 1.351(5) .
F11 C48 1.351(5) .
F12 C64 1.348(5) .
F13 C47 1.349(6) .
F14 C56 1.340(5) .
F15 C67 1.338(5) .
F16 C63 1.344(5) .
F17 C53 1.345(6) .
F18 C54 1.344(6) .
F19 C41 1.349(6) .
F20 C44 1.364(5) .
F21 C55 1.356(6) .
C80 C56 1.387(7) .
C80 C57 1.392(6) .
O1 C4 1.374(8) .
O1 C7 1.402(11) .
O2 C19 1.370(6) .
O2 C21 1.427(7) .
O3 C25 1.370(6) .
O3 C28 1.425(7) .
O4 C32 1.367(6) .
O4 C35 1.433(7) .
N1 C8 1.410(6) .
N1 C16 1.417(6) .
N1 C1 1.428(7) .
N2 C36 1.403(6) .
N2 C22 1.411(6) .
N2 C29 1.431(6) .
C1 C2 1.375(8) .
C1 C6 1.394(8) .
C2 C3 1.377(9) .
C3 C4 1.373(10) .
C4 C5 1.383(9) .
C5 C6 1.370(8) .
C8 C9 1.395(7) .
C8 C13 1.398(7) .
C9 C10 1.389(7) .
C10 C15 1.433(7) 2_666
C10 C11 1.436(7) .
C11 C11 1.404(9) 2_666
C11 C12 1.425(7) .
C12 C13 1.389(7) .
C12 C14 1.434(7) .
C14 C15 1.345(7) .
C15 C10 1.433(7) 2_666
C16 C71 1.385(8) .
C16 C17 1.396(8) .
C17 C18 1.376(8) .
C18 C19 1.390(8) .
C19 C20 1.379(7) .
C20 C71 1.388(7) .
C22 C27 1.392(7) .
C22 C23 1.402(7) .
C23 C24 1.367(7) .
C24 C25 1.394(7) .
C25 C26 1.378(7) .
C26 C27 1.385(7) .
C29 C30 1.385(6) .
C29 C34 1.397(7) .
C30 C31 1.376(7) .
C31 C32 1.399(7) .
C32 C33 1.379(7) .
C33 C34 1.377(7) .
C36 C37 1.398(7) .
C36 C73 1.399(6) .
C37 C39 1.382(7) .
C38 C63 1.373(7) .
C38 C61 1.382(7) .
C39 C46 1.433(6) .
C39 C51 1.439(7) .
C40 C51 1.336(7) .
C40 C42 1.448(6) .
C41 C47 1.359(7) .
C41 C48 1.378(7) .
C42 C73 1.378(6) 2_575
C42 C46 1.431(7) 2_575
C43 C48 1.389(6) .
C43 C44 1.399(6) .
C43 B1 1.650(7) .
C44 C45 1.360(7) .
C45 C47 1.380(7) .
C46 C46 1.405(9) 2_575
C46 C42 1.431(7) 2_575
C49 C50 1.387(7) .
C49 C55 1.389(7) .
C49 B1 1.652(7) .
C50 C52 1.377(7) .
C52 C53 1.375(8) .
C53 C54 1.375(8) .
C54 C55 1.380(7) .
C56 C62 1.371(7) .
C57 C77 1.387(6) .
C57 B1 1.658(7) .
C58 C64 1.375(7) .
C58 C60 1.388(7) .
C60 C61 1.388(6) .
C60 B1 1.649(7) .
C62 C67 1.371(7) .
C63 C64 1.373(7) .
C67 C77 1.382(6) .
C73 C42 1.378(6) 2_575
C59 C65 1.29(3) .
C65 C66 1.28(2) .
C66 C68 1.27(2) .
C68 C69 1.32(3) .
C69 C70 1.37(3) .
C59B C65B 1.29(3) .
C65B C66B 1.32(3) .
C66B C68B 1.46(3) .
C68B C69B 1.37(3) .
C69B C70B 1.44(3) .
C59C C65C 1.29(2) .
C65C C66C 1.28(2) .
C66C C68C 1.26(2) .
C68C C69C 1.30(3) .
C69C C70C 1.38(3) .
