#------------------------------------------------------------------------------
#$Date: 2023-05-05 03:33:33 +0300 (Fri, 05 May 2023) $
#$Revision: 283116 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/15/7131511.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_7131511
loop_
_publ_author_name
'Das, Bindusagar'
'Yadav, Ritu'
'Sharma, Ankita'
'Karmakar, Tarak'
'Kundu, Subrata'
_publ_section_title
;
 Cyclic(alkyl)(amino)carbene (CAAC)- and bicyclic (alkyl)(amino)carbene
 (BICAAC)-derived glyoxal radical cations with excellent stability.
;
_journal_issue                   35
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              5285
_journal_page_last               5288
_journal_paper_doi               10.1039/d3cc00200d
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         'C46 H66 N2 O2, B F4'
_chemical_formula_sum            'C46 H66 B F4 N2 O2'
_chemical_formula_weight         765.867
_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'
_symmetry_Int_Tables_number      15
_atom_sites_solution_primary     iterative
_audit_creation_date             2022-12-24
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-12-27 deposited with the CCDC.	2023-04-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 122.108(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.147(3)
_cell_length_b                   19.542(3)
_cell_length_c                   12.709(2)
_cell_measurement_reflns_used    5585
_cell_measurement_temperature    299(2)
_cell_measurement_theta_max      24.32
_cell_measurement_theta_min      2.273
_cell_volume                     4448.7(12)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      299.00
_diffrn_measured_fraction_theta_full 1.0000
_diffrn_measured_fraction_theta_max 0.9980
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0743
_diffrn_reflns_av_unetI/netI     0.0697
_diffrn_reflns_Laue_measured_fraction_full 1.0000
_diffrn_reflns_Laue_measured_fraction_max 0.9980
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            49315
_diffrn_reflns_point_group_measured_fraction_full 1.0000
_diffrn_reflns_point_group_measured_fraction_max 0.9980
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         28.36
_diffrn_reflns_theta_min         1.54
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0988 before and 0.0556 after correction.
The Ratio of minimum to maximum transmission is 0.9038.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.143
_exptl_crystal_description       block
_exptl_crystal_F_000             1652.844
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.8537
_refine_diff_density_min         -0.4691
_refine_diff_density_rms         0.0977
_refine_ls_d_res_high            0.7481
_refine_ls_d_res_low             13.2047
_refine_ls_goodness_of_fit_ref   1.0410
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    49
_refine_ls_number_parameters     279
_refine_ls_number_reflns         5549
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0410
_refine_ls_R_factor_all          0.1881
_refine_ls_R_factor_gt           0.0998
_refine_ls_shift/su_max          -0.0010
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1641P)²+3.6224P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2815
_refine_ls_wR_factor_ref         0.3430
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              23
_reflns_limit_h_min              -28
_reflns_limit_k_max              26
_reflns_limit_k_min              0
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                2562
_reflns_number_total             5549
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d3cc00200d2.cif
_cod_data_source_block           BICAACRADICAL_0m_a
_cod_depositor_comments
'Adding full bibliography for 7131511--7131512.cif.'
_cod_database_code               7131511
_olex2_refinement_description
;
1. Others
 Fixed Sof: F4(0.5) F3(0.33333) F5(0.33333) F6(0.33333)
2.a Ternary CH refined with riding coordinates:
 C7(H7), C10(H10), C17(H17)
2.b Secondary CH2 refined with riding coordinates:
 C20(H20a,H20b), C16(H16a,H16b), C19(H19a,H19b)
2.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C4(H4)
2.d Idealised Me refined as rotating group:
 C21(H21a,H21b,H21c), C22(H22a,H22b,H22c), C9(H9a,H9b,H9c), C12(H12a,H12b,
 H12c), C11(H11a,H11b,H11c), C8(H8a,H8b,H8c), C23(H23a,H23b,H23c)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z-1/2
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z+1/2
7 -x+1/2,-y+1/2,-z
8 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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
N1 N 0.72358(15) 0.31914(13) 0.6740(2) 0.0563(7) Uani 1.000000 1 . . .
O1 O 0.82860(18) 0.30337(17) 0.5715(3) 0.1008(10) Uani 1.000000 1 . . .
C1 C 0.77689(19) 0.27361(18) 0.7736(3) 0.0603(9) Uani 1.000000 1 . . .
C13 C 0.71285(19) 0.31865(16) 0.5637(3) 0.0573(8) Uani 1.000000 1 . . .
F2 F 0.5 0.6147(2) 0.25 0.1488(19) Uani 1.000000 2 S T P
F4 F 0.4672(6) 0.5064(6) 0.2899(11) 0.101(3) Uani 0.500000 1 . . .
C15 C 0.6775(2) 0.37137(19) 0.6952(3) 0.0661(10) Uani 1.000000 1 . . .
C6 C 0.8504(2) 0.2954(2) 0.8517(3) 0.0693(10) Uani 1.000000 1 . . .
B1 B 0.5 0.5451(3) 0.25 0.0605(14) Uani 1.000000 2 S T P
C2 C 0.7502(2) 0.21094(19) 0.7884(3) 0.0708(10) Uani 1.000000 1 . . .
C18 C 0.6549(2) 0.3667(2) 0.4725(3) 0.0752(12) Uani 1.000000 1 . . .
C14 C 0.7634(3) 0.27805(19) 0.5360(3) 0.0742(11) Uani 1.000000 1 . . .
C20 C 0.5955(2) 0.3551(2) 0.5992(4) 0.0852(13) Uani 1.000000 1 . . .
H20a H 0.5822(2) 0.3117(2) 0.6196(4) 0.1022(16) Uiso 1.000000 1 R . .
H20b H 0.5639(2) 0.3903(2) 0.6013(4) 0.1022(16) Uiso 1.000000 1 R . .
C16 C 0.6942(3) 0.4402(2) 0.6607(4) 0.0833(12) Uani 1.000000 1 . . .
H16a H 0.6630(3) 0.4748(2) 0.6655(4) 0.0999(15) Uiso 1.000000 1 R . .
H16b H 0.7459(3) 0.4521(2) 0.7198(4) 0.0999(15) Uiso 1.000000 1 R . .
C21 C 0.6951(3) 0.3686(2) 0.8271(4) 0.0845(13) Uani 1.000000 1 . . .
H21a H 0.7469(5) 0.3793(15) 0.8837(4) 0.1268(19) Uiso 1.000000 1 GR . .
H21b H 0.6647(13) 0.4011(11) 0.8370(9) 0.1268(19) Uiso 1.000000 1 GR . .
H21c H 0.6851(16) 0.3234(5) 0.8444(10) 0.1268(19) Uiso 1.000000 1 GR . .
C7 C 0.6705(3) 0.1862(2) 0.7091(4) 0.0852(12) Uani 1.000000 1 . . .
H7 H 0.6428(3) 0.2195(2) 0.6422(4) 0.1022(14) Uiso 1.000000 1 R . .
C5 C 0.8977(3) 0.2510(3) 0.9458(4) 0.0896(13) Uani 1.000000 1 . . .
H5 H 0.9471(3) 0.2640(3) 1.0000(4) 0.1075(16) Uiso 1.000000 1 R . .
C10 C 0.8807(2) 0.3631(3) 0.8415(4) 0.0877(12) Uani 1.000000 1 . . .
H10 H 0.8418(2) 0.3858(3) 0.7655(4) 0.1053(15) Uiso 1.000000 1 R . .
C3 C 0.8024(3) 0.1698(2) 0.8854(4) 0.0926(14) Uani 1.000000 1 . . .
H3 H 0.7875(3) 0.1275(2) 0.8984(4) 0.1111(16) Uiso 1.000000 1 R . .
C17 C 0.6803(3) 0.4397(2) 0.5295(4) 0.0970(15) Uani 1.000000 1 . . .
H17 H 0.6378(3) 0.4702(2) 0.4794(4) 0.1164(18) Uiso 1.000000 1 R . .
C22 C 0.6426(3) 0.3621(2) 0.3426(3) 0.1009(17) Uani 1.000000 1 . . .
H22a H 0.6893(5) 0.3683(19) 0.3483(6) 0.151(3) Uiso 1.000000 1 GR . .
H22b H 0.6224(19) 0.3180(8) 0.3075(14) 0.151(3) Uiso 1.000000 1 GR . .
H22c H 0.6082(17) 0.3971(13) 0.2907(11) 0.151(3) Uiso 1.000000 1 GR . .
C4 C 0.8752(3) 0.1900(3) 0.9622(4) 0.1030(16) Uani 1.000000 1 . . .
H4 H 0.9091(3) 0.1613(3) 1.0258(4) 0.124(2) Uiso 1.000000 1 R . .
C19 C 0.5823(3) 0.3511(3) 0.4687(4) 0.0986(16) Uani 1.000000 1 . . .
H19a H 0.5441(3) 0.3838(3) 0.4150(4) 0.1183(19) Uiso 1.000000 1 R . .
H19b H 0.5647(3) 0.3057(3) 0.4348(4) 0.1183(19) Uiso 1.000000 1 R . .
C9 C 0.6644(4) 0.1169(3) 0.6499(5) 0.1149(18) Uani 1.000000 1 . . .
H9a H 0.687(2) 0.1194(6) 0.601(3) 0.172(3) Uiso 1.000000 1 GR . .
H9b H 0.690(2) 0.0830(5) 0.7137(5) 0.172(3) Uiso 1.000000 1 GR . .
H9c H 0.6128(4) 0.1046(10) 0.597(3) 0.172(3) Uiso 1.000000 1 GR . .
C12 C 0.9013(3) 0.4106(3) 0.9523(5) 0.1187(18) Uani 1.000000 1 . . .
H12a H 0.8577(6) 0.4190(18) 0.956(2) 0.178(3) Uiso 1.000000 1 GR . .
H12b H 0.9389(18) 0.3890(10) 1.0281(6) 0.178(3) Uiso 1.000000 1 GR . .
H12c H 0.920(2) 0.4531(9) 0.942(2) 0.178(3) Uiso 1.000000 1 GR . .
C11 C 0.9494(3) 0.3534(3) 0.8312(6) 0.123(2) Uani 1.000000 1 . . .
H11a H 0.9869(10) 0.328(2) 0.902(2) 0.184(3) Uiso 1.000000 1 GR . .
H11b H 0.9352(6) 0.329(2) 0.756(2) 0.184(3) Uiso 1.000000 1 GR . .
H11c H 0.9690(15) 0.3973(3) 0.829(4) 0.184(3) Uiso 1.000000 1 GR . .
C8 C 0.6332(4) 0.1825(3) 0.7844(6) 0.130(2) Uani 1.000000 1 . . .
H8a H 0.6619(15) 0.153(2) 0.855(3) 0.195(3) Uiso 1.000000 1 GR . .
H8b H 0.631(3) 0.2275(5) 0.812(4) 0.195(3) Uiso 1.000000 1 GR . .
H8c H 0.5837(10) 0.164(2) 0.7332(15) 0.195(3) Uiso 1.000000 1 GR . .
C23 C 0.7412(5) 0.4657(3) 0.5196(7) 0.148(3) Uani 1.000000 1 . . .
H23a H 0.756(2) 0.5097(14) 0.559(5) 0.222(4) Uiso 1.000000 1 GR . .
H23b H 0.7826(12) 0.4346(15) 0.560(5) 0.222(4) Uiso 1.000000 1 GR . .
H23c H 0.7249(11) 0.470(3) 0.4335(7) 0.222(4) Uiso 1.000000 1 GR . .
F3 F 0.4378(9) 0.5206(8) 0.240(2) 0.112(7) Uani 0.333330 1 . . .
F5 F 0.5379(13) 0.5424(8) 0.3893(11) 0.151(7) Uani 0.333330 1 . . .
F6 F 0.5619(7) 0.5613(7) 0.3543(15) 0.141(5) Uani 0.333330 1 . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.19320 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.27760 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
C13 N1 C1 122.8(2) . . ?
C15 N1 C1 121.5(2) . . ?
C15 N1 C13 115.7(2) . . ?
C6 C1 N1 119.0(3) . . ?
C2 C1 N1 117.8(3) . . ?
C2 C1 C6 123.2(3) . . ?
C18 C13 N1 115.8(3) . . ?
C14 C13 N1 121.1(3) . . ?
C14 C13 C18 122.7(3) . . ?
F6 F2 B1 50.7(4) . . ?
F6 F2 B1 50.7(4) 2_655 . ?
F6 F2 F6 101.4(8) 2_655 . ?
F3 F4 B1 79(2) . 2_655 ?
F5 F4 B1 64.0(6) . 2_655 ?
F5 F4 F3 127(2) . . ?
C20 C15 N1 106.1(3) . . ?
C16 C15 N1 105.8(3) . . ?
C16 C15 C20 107.1(3) . . ?
C21 C15 N1 111.5(3) . . ?
C21 C15 C20 112.6(3) . . ?
C21 C15 C16 113.3(3) . . ?
C5 C6 C1 116.4(4) . . ?
C10 C6 C1 124.9(3) . . ?
C10 C6 C5 118.7(4) . . ?
F4 B1 F2 125.7(6) 2_655 . ?
F4 B1 F2 125.7(6) . . ?
F4 B1 F4 108.7(11) . 2_655 ?
F3 B1 F2 111.0(7) 2_655 . ?
F3 B1 F2 111.0(7) . . ?
F3 B1 F4 117.0(6) 2_655 . ?
F3 B1 F4 29.3(8) 2_655 2_655 ?
F3 B1 F4 117.0(6) . 2_655 ?
F3 B1 F4 29.3(8) . . ?
F3 B1 F3 138.0(14) . 2_655 ?
F5 B1 F2 92.0(6) . . ?
F5 B1 F2 92.0(6) 2_655 . ?
F5 B1 F4 65.3(9) . . ?
F5 B1 F4 112.2(6) . 2_655 ?
F5 B1 F4 65.3(9) 2_655 2_655 ?
F5 B1 F4 112.2(6) 2_655 . ?
F5 B1 F3 89.6(9) 2_655 . ?
F5 B1 F3 89.6(9) . 2_655 ?
F5 B1 F3 89.0(10) 2_655 2_655 ?
F5 B1 F3 89.0(10) . . ?
F5 B1 F5 176.0(13) 2_655 . ?
F6 B1 F2 76.1(7) 2_655 . ?
F6 B1 F2 76.1(7) . . ?
F6 B1 F4 101.5(7) . . ?
F6 B1 F4 101.5(7) 2_655 2_655 ?
F6 B1 F4 94.7(7) . 2_655 ?
F6 B1 F4 94.7(7) 2_655 . ?
F6 B1 F3 65.8(10) . 2_655 ?
F6 B1 F3 125.7(9) . . ?
F6 B1 F3 125.7(9) 2_655 2_655 ?
F6 B1 F3 65.8(10) 2_655 . ?
F6 B1 F5 144.8(7) . 2_655 ?
F6 B1 F5 144.8(7) 2_655 . ?
F6 B1 F5 36.9(7) 2_655 2_655 ?
F6 B1 F5 36.9(7) . . ?
F6 B1 F6 152.1(13) 2_655 . ?
C7 C2 C1 125.1(3) . . ?
C3 C2 C1 115.9(4) . . ?
C3 C2 C7 118.9(4) . . ?
C17 C18 C13 106.1(3) . . ?
C22 C18 C13 113.6(3) . . ?
C22 C18 C17 111.9(4) . . ?
C19 C18 C13 107.1(3) . . ?
C19 C18 C17 106.7(3) . . ?
C19 C18 C22 111.0(4) . . ?
C13 C14 O1 118.0(3) . . ?
C14 C14 O1 122.3(5) 7_656 . ?
C14 C14 C13 119.3(5) 7_656 . ?
H20a C20 C15 109.5(2) . . ?
H20b C20 C15 109.53(18) . . ?
H20b C20 H20a 108.1 . . ?
C19 C20 C15 110.6(3) . . ?
C19 C20 H20a 109.5(3) . . ?
C19 C20 H20b 109.5(2) . . ?
H16a C16 C15 109.25(19) . . ?
H16b C16 C15 109.2(2) . . ?
H16b C16 H16a 107.9 . . ?
C17 C16 C15 111.8(3) . . ?
C17 C16 H16a 109.2(2) . . ?
C17 C16 H16b 109.2(3) . . ?
H21a C21 C15 109.5 . . ?
H21b C21 C15 109.5 . . ?
H21b C21 H21a 109.5 . . ?
H21c C21 C15 109.5 . . ?
H21c C21 H21a 109.5 . . ?
H21c C21 H21b 109.5 . . ?
H7 C7 C2 107.8(2) . . ?
C9 C7 C2 112.6(4) . . ?
C9 C7 H7 107.8(3) . . ?
C8 C7 C2 111.2(4) . . ?
C8 C7 H7 107.8(3) . . ?
C8 C7 C9 109.3(4) . . ?
H5 C5 C6 118.7(3) . . ?
C4 C5 C6 122.6(5) . . ?
C4 C5 H5 118.7(3) . . ?
H10 C10 C6 108.0(2) . . ?
C12 C10 C6 112.0(4) . . ?
C12 C10 H10 108.0(3) . . ?
C11 C10 C6 111.3(4) . . ?
C11 C10 H10 108.0(3) . . ?
C11 C10 C12 109.4(4) . . ?
H3 C3 C2 119.2(3) . . ?
C4 C3 C2 121.7(5) . . ?
C4 C3 H3 119.2(3) . . ?
C16 C17 C18 109.2(4) . . ?
H17 C17 C18 106.4(2) . . ?
H17 C17 C16 106.4(2) . . ?
C23 C17 C18 112.5(4) . . ?
C23 C17 C16 115.3(5) . . ?
C23 C17 H17 106.4(3) . . ?
H22a C22 C18 109.5 . . ?
H22b C22 C18 109.5 . . ?
H22b C22 H22a 109.5 . . ?
H22c C22 C18 109.5 . . ?
H22c C22 H22a 109.5 . . ?
H22c C22 H22b 109.5 . . ?
C3 C4 C5 120.1(4) . . ?
H4 C4 C5 119.9(3) . . ?
H4 C4 C3 119.9(3) . . ?
C20 C19 C18 110.6(3) . . ?
H19a C19 C18 109.5(2) . . ?
H19a C19 C20 109.5(2) . . ?
H19b C19 C18 109.5(2) . . ?
H19b C19 C20 109.5(3) . . ?
H19b C19 H19a 108.1 . . ?
H9a C9 C7 109.5 . . ?
H9b C9 C7 109.5 . . ?
H9b C9 H9a 109.5 . . ?
H9c C9 C7 109.5 . . ?
H9c C9 H9a 109.5 . . ?
H9c C9 H9b 109.5 . . ?
H12a C12 C10 109.5 . . ?
H12b C12 C10 109.5 . . ?
H12b C12 H12a 109.5 . . ?
H12c C12 C10 109.5 . . ?
H12c C12 H12a 109.5 . . ?
H12c C12 H12b 109.5 . . ?
H11a C11 C10 109.5 . . ?
H11b C11 C10 109.5 . . ?
H11b C11 H11a 109.5 . . ?
H11c C11 C10 109.5 . . ?
H11c C11 H11a 109.5 . . ?
H11c C11 H11b 109.5 . . ?
H8a C8 C7 109.5 . . ?
H8b C8 C7 109.5 . . ?
H8b C8 H8a 109.5 . . ?
H8c C8 C7 109.5 . . ?
H8c C8 H8a 109.5 . . ?
H8c C8 H8b 109.5 . . ?
H23a C23 C17 109.5 . . ?
H23b C23 C17 109.5 . . ?
H23b C23 H23a 109.5 . . ?
H23c C23 C17 109.5 . . ?
H23c C23 H23a 109.5 . . ?
H23c C23 H23b 109.5 . . ?
B1 F3 F4 72.0(17) 2_655 . ?
F6 F3 F4 127(2) 2_655 . ?
F6 F3 B1 56.2(8) 2_655 2_655 ?
B1 F5 F4 50.7(6) . . ?
F6 F5 F4 109.7(15) . . ?
F6 F5 B1 59.9(10) . . ?
B1 F6 F2 53.3(6) . . ?
F3 F6 F2 91.9(9) 2_655 . ?
F3 F6 B1 58.0(6) 2_655 . ?
F5 F6 F2 103.9(15) . . ?
F5 F6 B1 83.2(13) . . ?
F5 F6 F3 115.5(16) . 2_655 ?
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
N1 C1 1.465(4) . ?
N1 C13 1.296(4) . ?
N1 C15 1.531(4) . ?
O1 C14 1.298(5) . ?
C1 C6 1.394(5) . ?
C1 C2 1.402(5) . ?
C13 C18 1.488(4) . ?
C13 C14 1.516(5) . ?
F2 B1 1.360(7) . ?
F2 F6 1.648(15) . ?
F2 F6 1.648(15) 2_655 ?
F4 B1 1.299(9) 2_655 ?
F4 F3 0.668(19) . ?
F4 F5 1.52(2) . ?
C15 C20 1.532(6) . ?
C15 C16 1.514(6) . ?
C15 C21 1.512(5) . ?
C6 C5 1.382(6) . ?
C6 C10 1.507(6) . ?
B1 F3 1.340(14) 2_655 ?
B1 F3 1.340(14) . ?
B1 F5 1.507(11) 2_655 ?
B1 F5 1.507(11) . ?
B1 F6 1.313(11) . ?
B1 F6 1.313(11) 2_655 ?
C2 C7 1.511(6) . ?
C2 C3 1.392(6) . ?
C18 C17 1.561(6) . ?
C18 C22 1.531(5) . ?
C18 C19 1.541(7) . ?
C14 C14 1.345(8) 7_656 ?
C20 H20a 0.9700 . ?
C20 H20b 0.9700 . ?
C20 C19 1.530(6) . ?
C16 H16a 0.9700 . ?
C16 H16b 0.9700 . ?
C16 C17 1.531(6) . ?
C21 H21a 0.9600 . ?
C21 H21b 0.9600 . ?
C21 H21c 0.9600 . ?
C7 H7 0.9800 . ?
C7 C9 1.522(7) . ?
C7 C8 1.530(6) . ?
C5 H5 0.9300 . ?
C5 C4 1.340(7) . ?
C10 H10 0.9800 . ?
C10 C12 1.544(7) . ?
C10 C11 1.538(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.373(7) . ?
C17 H17 0.9800 . ?
C17 C23 1.449(8) . ?
C22 H22a 0.9600 . ?
C22 H22b 0.9600 . ?
C22 H22c 0.9600 . ?
C4 H4 0.9300 . ?
C19 H19a 0.9700 . ?
C19 H19b 0.9700 . ?
C9 H9a 0.9600 . ?
C9 H9b 0.9600 . ?
C9 H9c 0.9600 . ?
C12 H12a 0.9600 . ?
C12 H12b 0.9600 . ?
C12 H12c 0.9600 . ?
C11 H11a 0.9600 . ?
C11 H11b 0.9600 . ?
C11 H11c 0.9600 . ?
C8 H8a 0.9600 . ?
C8 H8b 0.9600 . ?
C8 H8c 0.9600 . ?
C23 H23a 0.9600 . ?
C23 H23b 0.9600 . ?
C23 H23c 0.9600 . ?
F3 F6 1.44(2) 2_655 ?
F5 F6 0.911(15) . ?
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
N1 C1 C6 C5 178.4(3) . . . . ?
N1 C1 C6 C10 -0.7(4) . . . . ?
N1 C1 C2 C7 0.3(4) . . . . ?
N1 C1 C2 C3 -178.9(3) . . . . ?
N1 C13 C18 C17 58.7(4) . . . . ?
N1 C13 C18 C22 -177.9(4) . . . . ?
N1 C13 C18 C19 -54.9(4) . . . . ?
N1 C13 C14 O1 -77.5(4) . . . . ?
N1 C13 C14 C14 110.1(4) . . . 7_656 ?
N1 C15 C20 C19 -51.9(3) . . . . ?
N1 C15 C16 C17 54.0(3) . . . . ?
O1 C14 C13 C18 94.6(4) . . . . ?
O1 C14 C14 O1 180.0(5) . . 7_656 7_656 ?
O1 C14 C14 C13 7.9(4) . . 7_656 7_656 ?
C1 C6 C5 C4 0.4(4) . . . . ?
C1 C6 C10 C12 112.0(4) . . . . ?
C1 C6 C10 C11 -125.2(4) . . . . ?
C1 C2 C7 C9 124.1(4) . . . . ?
C1 C2 C7 C8 -112.8(4) . . . . ?
C1 C2 C3 C4 0.6(4) . . . . ?
C13 C18 C17 C16 -53.7(3) . . . . ?
C13 C18 C17 C23 75.7(4) . . . . ?
C13 C18 C19 C20 54.8(3) . . . . ?
C13 C14 C14 C13 180.0(4) . . 7_656 7_656 ?
F2 B1 F4 F3 68(2) . . . . ?
F2 B1 F4 F3 68(2) . . 2_655 2_655 ?
F2 B1 F4 F5 -73.6(9) . . . . ?
F2 B1 F4 F5 -73.6(9) . . 2_655 2_655 ?
F2 B1 F3 F4 -126(3) . . . . ?
F2 B1 F3 F4 -126(3) . . 2_655 2_655 ?
F2 B1 F3 F6 62.9(13) . . . 2_655 ?
F2 B1 F3 F6 62.9(13) . . 2_655 . ?
F2 B1 F5 F4 128.8(10) . . . . ?
F2 B1 F5 F4 128.8(10) . . 2_655 2_655 ?
F2 B1 F5 F6 -63.4(18) . . . . ?
F2 B1 F5 F6 -63.4(18) . . 2_655 2_655 ?
F2 B1 F6 F3 -121.1(12) . . 2_655 . ?
F2 B1 F6 F3 -121.1(12) . . . 2_655 ?
F2 B1 F6 F5 113.0(14) . . 2_655 2_655 ?
F2 B1 F6 F5 113.0(14) . . . . ?
F2 F6 B1 F4 -124.2(6) . . . . ?
F2 F6 B1 F4 125.6(6) . . . 2_655 ?
F2 F6 B1 F4 -124.2(6) 2_655 . . . ?
F2 F6 B1 F4 125.6(6) . 2_655 2_655 . ?
F2 F6 B1 F3 -106.0(9) 2_655 . . . ?
F2 F6 B1 F3 -106.0(9) . . . . ?
F2 F6 B1 F3 121.1(9) . 2_655 2_655 . ?
F2 F6 B1 F3 121.1(9) . . . 2_655 ?
F2 F6 B1 F5 -113.0(12) 2_655 . . . ?
F2 F6 B1 F5 -113.0(12) . . . . ?
F2 F6 B1 F5 73(2) . . . 2_655 ?
F2 F6 B1 F5 73(2) . 2_655 2_655 . ?
F2 F6 B1 F6 0(4) . . . 2_655 ?
F2 F6 B1 F6 0(4) . 2_655 2_655 . ?
F2 F6 F3 F4 -54(2) . 2_655 . . ?
F2 F6 F3 F4 -54(2) . . 2_655 2_655 ?
F2 F6 F3 B1 -43.4(11) . . 2_655 . ?
F2 F6 F3 B1 -43.4(11) . 2_655 . 2_655 ?
F2 F6 F5 F4 59.4(11) . . . . ?
F2 F6 F5 F4 59.4(11) 2_655 . . . ?
F2 F6 F5 B1 49.4(10) 2_655 . . . ?
F2 F6 F5 B1 49.4(10) . . . . ?
F4 B1 F4 F3 -112(2) 2_655 . . . ?
F4 B1 F4 F5 106.4(9) 2_655 . . . ?
F4 B1 F3 F4 79.9(19) 2_655 . . . ?
F4 B1 F3 F6 -170.7(14) . 2_655 . 2_655 ?
F4 B1 F3 F6 -90.8(16) . 2_655 2_655 . ?
F4 B1 F5 F4 -101.1(10) 2_655 . . . ?
F4 B1 F5 F6 167.9(17) . 2_655 . . ?
F4 B1 F5 F6 66.8(18) 2_655 . . . ?
F4 B1 F6 F3 4.5(12) . 2_655 2_655 . ?
F4 B1 F6 F3 114.7(15) . 2_655 . 2_655 ?
F4 B1 F6 F5 -11.2(14) . 2_655 . . ?
F4 B1 F6 F5 -121.4(16) 2_655 . . . ?
F4 F3 B1 F4 79.9(19) . . 2_655 2_655 ?
F4 F3 B1 F3 54(4) . . 2_655 2_655 ?
F4 F3 B1 F5 142(2) . . 2_655 2_655 ?
F4 F3 B1 F5 -35(2) . . 2_655 . ?
F4 F3 B1 F6 171(2) . . 2_655 2_655 ?
F4 F3 B1 F6 -39(2) . . 2_655 . ?
F4 F3 F6 B1 -11(3) . . 2_655 2_655 ?
F4 F3 F6 F5 52(3) . . 2_655 2_655 ?
F4 F5 B1 F4 -101.1(5) . . . 2_655 ?
F4 F5 B1 F3 17.8(8) . . . . ?
F4 F5 B1 F3 -120.3(10) . . . 2_655 ?
F4 F5 B1 F6 -167.9(13) . . . . ?
F4 F5 B1 F6 60(2) . . . 2_655 ?
F4 F5 F6 B1 9.9(7) . . . . ?
F4 F5 F6 F3 -39.7(12) . . . 2_655 ?
C15 C20 C19 C18 -1.6(4) . . . . ?
C15 C16 C17 C18 -1.6(4) . . . . ?
C15 C16 C17 C23 -129.4(4) . . . . ?
C6 C5 C4 C3 -1.2(5) . . . . ?
B1 F3 F6 F5 63.1(19) . 2_655 . . ?
B1 F3 F6 F5 63.1(19) . . 2_655 2_655 ?
B1 F5 F6 F3 -49.6(13) . . . 2_655 ?
B1 F5 F6 F3 -49.6(13) . 2_655 2_655 . ?
C2 C3 C4 C5 0.7(5) . . . . ?
