#------------------------------------------------------------------------------
#$Date: 2021-01-20 01:59:51 +0200 (Wed, 20 Jan 2021) $
#$Revision: 261059 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/55/4135518.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_4135518
loop_
_publ_author_name
'Li, Jun'
'Daniliuc, Constantin G.'
'Kartha, Kalathil K.'
'Fernández, Gustavo'
'Kehr, Gerald'
'Erker, Gerhard'
_publ_section_title
;
 Introducing the Dihydro-1,3-azaboroles: Convenient Entry by a
 Three-Component Reaction, Synthetic and Photophysical Application
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.0c12236
_journal_year                    2021
_chemical_formula_sum            'C31 H28 B F9 N2'
_chemical_formula_weight         610.36
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           'APEX3 v2016.1-0'
_cell_angle_alpha                95.526(2)
_cell_angle_beta                 90.646(2)
_cell_angle_gamma                96.315(2)
_cell_formula_units_Z            2
_cell_length_a                   8.6995(3)
_cell_length_b                   12.2055(4)
_cell_length_c                   15.8773(5)
_cell_measurement_reflns_used    4212
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      66.4421
_cell_measurement_theta_min      3.6611
_cell_volume                     1667.45(10)
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_collection       'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_molecular_graphics    'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'
_computing_publication_material  'APEX3 v2016.1-0 (Bruker AXS Inc., 2016)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Kappa CCD APEXII'
_diffrn_measurement_method       'phi / omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0584
_diffrn_reflns_av_unetI/netI     0.0493
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            24094
_diffrn_reflns_theta_full        66.64
_diffrn_reflns_theta_max         66.64
_diffrn_reflns_theta_min         4.38
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.921
_exptl_absorpt_correction_T_max  0.88
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Bruker AXS (2014). SADABS, Version 2014/5, Bruker AXS Inc., Madison, Wisconsin,
USA.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.216
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             628
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.140
_refine_diff_density_max         0.207
_refine_diff_density_min         -0.201
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     426
_refine_ls_number_reflns         5870
_refine_ls_number_restraints     75
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0671
_refine_ls_R_factor_gt           0.0456
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0601P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1110
_refine_ls_wR_factor_ref         0.1211
_reflns_number_gt                4134
_reflns_number_total             5870
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja0c12236_si_004.cif
_cod_data_source_block           erk9568
_cod_database_code               4135518
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B B1 0.4039(2) 0.66195(18) 0.29555(14) 0.0290(5) Uani d . . . 1.0 . .
N N1 0.42678(19) 0.78928(13) 0.43132(11) 0.0320(4) Uani d . . . 1.0 . .
H H1 0.486(2) 0.8326(18) 0.4023(14) 0.033(6) Uiso d . . . 1.0 . .
N N2 0.28029(18) 0.47203(13) 0.30795(11) 0.0313(4) Uani d . . . 1.0 . .
C C1 0.2746(2) 0.49170(16) 0.39411(13) 0.0326(4) Uani d . . . 1.0 . .
C C2 0.3291(2) 0.59439(16) 0.43543(13) 0.0332(5) Uani d . . . 1.0 . .
C C3 0.3844(2) 0.68484(16) 0.39015(12) 0.0295(4) Uani d . . . 1.0 . .
C C4 0.3442(2) 0.55120(16) 0.25857(12) 0.0308(4) Uani d . . . 1.0 . .
H H4 0.3494 0.5333 0.1992 0.037 Uiso calc U . R 1.0 . .
C C11 0.2076(3) 0.39913(17) 0.44334(15) 0.0449(6) Uani d . . . 1.0 . .
H H11A 0.1528 0.3401 0.4044 0.067 Uiso calc U . R 1.0 . .
H H11B 0.1351 0.4273 0.4847 0.067 Uiso calc U . R 1.0 . .
H H11C 0.2911 0.3697 0.4729 0.067 Uiso calc U . R 1.0 . .
C C21 0.3397(3) 0.60340(18) 0.53148(13) 0.0430(5) Uani d . . . 1.0 . .
H H21A 0.2401 0.6201 0.5548 0.065 Uiso calc U . R 1.0 . .
H H21B 0.4204 0.6628 0.5517 0.065 Uiso calc U . R 1.0 . .
H H21C 0.3654 0.5331 0.5499 0.065 Uiso calc U . R 1.0 . .
C C31 0.4932(2) 0.74762(15) 0.23625(12) 0.0282(4) Uani d . . . 1.0 . .
C C32 0.4173(2) 0.81235(16) 0.18384(12) 0.0291(4) Uani d . . . 1.0 . .
C C33 0.4965(2) 0.87874(16) 0.12845(12) 0.0332(5) Uani d . . . 1.0 . .
H H33 0.4414 0.9216 0.0943 0.04 Uiso calc U . R 1.0 . .
C C34 0.6554(2) 0.88238(17) 0.12310(12) 0.0334(5) Uani d . . . 1.0 . .
C C35 0.7359(2) 0.82154(16) 0.17401(12) 0.0310(4) Uani d . . . 1.0 . .
H H35 0.8452 0.8245 0.1711 0.037 Uiso calc U . R 1.0 . .
C C36 0.6552(2) 0.75588(16) 0.22960(12) 0.0300(4) Uani d . . . 1.0 . .
C C37 0.2454(2) 0.81256(18) 0.18721(14) 0.0374(5) Uani d . . . 1.0 . .
F F1 0.19880(14) 0.84340(12) 0.26519(9) 0.0540(4) Uani d . . . 1.0 . .
F F2 0.16778(13) 0.71343(11) 0.16320(9) 0.0517(4) Uani d . . . 1.0 . .
F F3 0.19216(14) 0.88291(11) 0.13655(9) 0.0509(4) Uani d . . . 1.0 . .
C C38 0.7375(2) 0.9545(2) 0.06292(14) 0.0440(6) Uani d . . D 1.0 . .
F F4 0.686(2) 0.9329(15) -0.0171(8) 0.045(3) Uani d U P D 0.49(6) A 1
F F5 0.712(3) 1.0614(7) 0.0850(10) 0.063(3) Uani d U P D 0.49(6) A 1
F F6 0.8903(10) 0.9558(19) 0.0622(11) 0.072(3) Uani d U P D 0.49(6) A 1
F F4A 0.662(2) 0.9413(15) -0.0118(8) 0.045(2) Uani d U P D 0.51(6) A 2
F F5A 0.753(3) 1.0625(8) 0.0879(10) 0.076(3) Uani d U P D 0.51(6) A 2
F F6A 0.8808(12) 0.927(2) 0.0493(11) 0.058(3) Uani d U P D 0.51(6) A 2
C C39 0.7493(2) 0.69170(19) 0.28344(15) 0.0423(6) Uani d . . . 1.0 . .
F F7 0.90093(13) 0.70826(11) 0.26928(9) 0.0488(3) Uani d . . . 1.0 . .
F F8 0.73329(15) 0.72055(14) 0.36638(9) 0.0635(4) Uani d . . . 1.0 . .
F F9 0.70955(15) 0.58278(11) 0.27060(12) 0.0693(5) Uani d . . . 1.0 . .
C C41 0.3748(2) 0.84036(16) 0.50833(13) 0.0340(5) Uani d . . . 1.0 . .
C C42 0.2167(3) 0.83966(17) 0.52443(14) 0.0388(5) Uani d . . . 1.0 . .
C C43 0.1730(3) 0.89059(19) 0.60156(15) 0.0514(6) Uani d . . . 1.0 . .
H H43 0.0664 0.8885 0.6144 0.062 Uiso calc U . R 1.0 . .
C C44 0.2824(3) 0.9440(2) 0.65962(16) 0.0565(7) Uani d . . . 1.0 . .
H H44 0.2506 0.9782 0.7118 0.068 Uiso calc U . R 1.0 . .
C C45 0.4376(3) 0.94778(18) 0.64205(15) 0.0520(6) Uani d . . . 1.0 . .
H H45 0.5117 0.9865 0.6817 0.062 Uiso calc U . R 1.0 . .
C C46 0.4874(3) 0.89544(17) 0.56661(13) 0.0396(5) Uani d . . . 1.0 . .
C C47 0.0943(2) 0.78997(19) 0.46063(15) 0.0450(6) Uani d . . . 1.0 . .
H H47A 0.0884 0.709 0.4572 0.068 Uiso calc U . R 1.0 . .
H H47B 0.1201 0.8149 0.4051 0.068 Uiso calc U . R 1.0 . .
H H47C -0.0058 0.8135 0.4778 0.068 Uiso calc U . R 1.0 . .
C C48 0.6570(3) 0.89557(18) 0.54987(16) 0.0485(6) Uani d . . . 1.0 . .
H H48A 0.7171 0.9337 0.5988 0.073 Uiso calc U . R 1.0 . .
H H48B 0.6825 0.934 0.4996 0.073 Uiso calc U . R 1.0 . .
H H48C 0.682 0.8191 0.5404 0.073 Uiso calc U . R 1.0 . .
C C51 0.2252(2) 0.36359(16) 0.26574(13) 0.0344(5) Uani d . . . 1.0 . .
C C52 0.0674(2) 0.33921(18) 0.24752(16) 0.0435(5) Uani d . . . 1.0 . .
C C53 0.0161(3) 0.2352(2) 0.20865(18) 0.0528(6) Uani d . . . 1.0 . .
H H53 -0.091 0.2163 0.1958 0.063 Uiso calc U . R 1.0 . .
C C54 0.1187(3) 0.1578(2) 0.18816(16) 0.0500(6) Uani d . . . 1.0 . .
H H54 0.0815 0.0863 0.1622 0.06 Uiso calc U . R 1.0 . .
C C55 0.2746(3) 0.18472(18) 0.20550(14) 0.0423(5) Uani d . . . 1.0 . .
H H55 0.3443 0.1317 0.1906 0.051 Uiso calc U . R 1.0 . .
C C56 0.3318(2) 0.28894(16) 0.24477(13) 0.0344(5) Uani d . . . 1.0 . .
C C57 -0.0428(3) 0.4242(2) 0.2691(2) 0.0616(7) Uani d . . . 1.0 . .
H H57A -0.1478 0.3935 0.2504 0.092 Uiso calc U . R 1.0 . .
H H57B -0.0117 0.4906 0.2405 0.092 Uiso calc U . R 1.0 . .
H H57C -0.0406 0.4439 0.3305 0.092 Uiso calc U . R 1.0 . .
C C58 0.5024(2) 0.31784(19) 0.26071(14) 0.0431(5) Uani d . . . 1.0 . .
H H58A 0.5535 0.3287 0.207 0.065 Uiso calc U . R 1.0 . .
H H58B 0.5445 0.2575 0.2866 0.065 Uiso calc U . R 1.0 . .
H H58C 0.5207 0.3862 0.2989 0.065 Uiso calc U . R 1.0 . .
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C4 B1 C3 . . 115.77(17) ?
C4 B1 C31 . . 119.29(18) ?
C3 B1 C31 . . 124.84(18) ?
C3 N1 C41 . . 130.38(16) ?
C3 N1 H1 . . 114.2(14) ?
C41 N1 H1 . . 115.0(14) ?
C1 N2 C4 . . 121.91(17) ?
C1 N2 C51 . . 120.47(15) ?
C4 N2 C51 . . 117.55(16) ?
N2 C1 C2 . . 121.11(17) ?
N2 C1 C11 . . 118.31(18) ?
C2 C1 C11 . . 120.58(18) ?
C1 C2 C3 . . 121.64(18) ?
C1 C2 C21 . . 117.18(17) ?
C3 C2 C21 . . 120.99(18) ?
N1 C3 C2 . . 121.31(18) ?
N1 C3 B1 . . 120.97(16) ?
C2 C3 B1 . . 117.63(18) ?
N2 C4 B1 . . 121.37(18) ?
N2 C4 H4 . . 119.3 ?
B1 C4 H4 . . 119.3 ?
C1 C11 H11A . . 109.5 ?
C1 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C1 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C2 C21 H21A . . 109.5 ?
C2 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C2 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
C32 C31 C36 . . 115.37(17) ?
C32 C31 B1 . . 123.70(16) ?
C36 C31 B1 . . 120.78(17) ?
C33 C32 C31 . . 122.40(17) ?
C33 C32 C37 . . 117.50(17) ?
C31 C32 C37 . . 120.10(16) ?
C34 C33 C32 . . 120.01(18) ?
C34 C33 H33 . . 120.0 ?
C32 C33 H33 . . 120.0 ?
C33 C34 C35 . . 119.96(17) ?
C33 C34 C38 . . 118.85(18) ?
C35 C34 C38 . . 121.18(18) ?
C34 C35 C36 . . 119.45(18) ?
C34 C35 H35 . . 120.3 ?
C36 C35 H35 . . 120.3 ?
C35 C36 C31 . . 122.79(18) ?
C35 C36 C39 . . 116.98(17) ?
C31 C36 C39 . . 120.23(17) ?
F2 C37 F1 . . 106.65(16) ?
F2 C37 F3 . . 105.71(17) ?
F1 C37 F3 . . 106.02(17) ?
F2 C37 C32 . . 113.16(17) ?
F1 C37 C32 . . 112.11(18) ?
F3 C37 C32 . . 112.65(16) ?
F5A C38 F4A . . 106.8(8) ?
F6 C38 F4 . . 107.3(9) ?
F5A C38 F6A . . 106.1(7) ?
F4A C38 F6A . . 107.3(8) ?
F6 C38 F5 . . 105.2(7) ?
F4 C38 F5 . . 104.8(8) ?
F6 C38 C34 . . 115.7(7) ?
F5A C38 C34 . . 115.2(8) ?
F4A C38 C34 . . 110.2(8) ?
F4 C38 C34 . . 114.1(8) ?
F6A C38 C34 . . 110.8(6) ?
F5 C38 C34 . . 108.8(7) ?
F9 C39 F7 . . 106.32(17) ?
F9 C39 F8 . . 106.74(18) ?
F7 C39 F8 . . 105.97(18) ?
F9 C39 C36 . . 112.70(19) ?
F7 C39 C36 . . 112.79(16) ?
F8 C39 C36 . . 111.84(17) ?
C42 C41 C46 . . 121.1(2) ?
C42 C41 N1 . . 121.16(19) ?
C46 C41 N1 . . 117.72(19) ?
C43 C42 C41 . . 118.4(2) ?
C43 C42 C47 . . 119.3(2) ?
C41 C42 C47 . . 122.25(19) ?
C44 C43 C42 . . 121.0(2) ?
C44 C43 H43 . . 119.5 ?
C42 C43 H43 . . 119.5 ?
C45 C44 C43 . . 120.2(2) ?
C45 C44 H44 . . 119.9 ?
C43 C44 H44 . . 119.9 ?
C44 C45 C46 . . 120.9(2) ?
C44 C45 H45 . . 119.5 ?
C46 C45 H45 . . 119.5 ?
C45 C46 C41 . . 118.3(2) ?
C45 C46 C48 . . 120.5(2) ?
C41 C46 C48 . . 121.2(2) ?
C42 C47 H47A . . 109.5 ?
C42 C47 H47B . . 109.5 ?
H47A C47 H47B . . 109.5 ?
C42 C47 H47C . . 109.5 ?
H47A C47 H47C . . 109.5 ?
H47B C47 H47C . . 109.5 ?
C46 C48 H48A . . 109.5 ?
C46 C48 H48B . . 109.5 ?
H48A C48 H48B . . 109.5 ?
C46 C48 H48C . . 109.5 ?
H48A C48 H48C . . 109.5 ?
H48B C48 H48C . . 109.5 ?
C56 C51 C52 . . 122.8(2) ?
C56 C51 N2 . . 118.87(18) ?
C52 C51 N2 . . 118.35(18) ?
C53 C52 C51 . . 117.8(2) ?
C53 C52 C57 . . 121.4(2) ?
C51 C52 C57 . . 120.8(2) ?
C52 C53 C54 . . 121.0(2) ?
C52 C53 H53 . . 119.5 ?
C54 C53 H53 . . 119.5 ?
C55 C54 C53 . . 120.0(2) ?
C55 C54 H54 . . 120.0 ?
C53 C54 H54 . . 120.0 ?
C54 C55 C56 . . 120.9(2) ?
C54 C55 H55 . . 119.5 ?
C56 C55 H55 . . 119.5 ?
C51 C56 C55 . . 117.41(19) ?
C51 C56 C58 . . 122.44(19) ?
C55 C56 C58 . . 120.13(19) ?
C52 C57 H57A . . 109.5 ?
C52 C57 H57B . . 109.5 ?
H57A C57 H57B . . 109.5 ?
C52 C57 H57C . . 109.5 ?
H57A C57 H57C . . 109.5 ?
H57B C57 H57C . . 109.5 ?
C56 C58 H58A . . 109.5 ?
C56 C58 H58B . . 109.5 ?
H58A C58 H58B . . 109.5 ?
C56 C58 H58C . . 109.5 ?
H58A C58 H58C . . 109.5 ?
H58B C58 H58C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
B1 C4 . 1.459(3) ?
B1 C3 . 1.516(3) ?
B1 C31 . 1.616(3) ?
N1 C3 . 1.385(3) ?
N1 C41 . 1.420(3) ?
N1 H1 . 0.86(2) ?
N2 C1 . 1.368(3) ?
N2 C4 . 1.377(2) ?
N2 C51 . 1.454(3) ?
C1 C2 . 1.389(3) ?
C1 C11 . 1.504(3) ?
C2 C3 . 1.418(3) ?
C2 C21 . 1.519(3) ?
C4 H4 . 0.95 ?
C11 H11A . 0.98 ?
C11 H11B . 0.98 ?
C11 H11C . 0.98 ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
C31 C32 . 1.407(3) ?
C31 C36 . 1.408(3) ?
C32 C33 . 1.390(3) ?
C32 C37 . 1.497(3) ?
C33 C34 . 1.382(3) ?
C33 H33 . 0.95 ?
C34 C35 . 1.383(3) ?
C34 C38 . 1.496(3) ?
C35 C36 . 1.393(3) ?
C35 H35 . 0.95 ?
C36 C39 . 1.506(3) ?
C37 F2 . 1.338(2) ?
C37 F1 . 1.340(3) ?
C37 F3 . 1.346(2) ?
C38 F6 . 1.328(9) ?
C38 F5A . 1.331(9) ?
C38 F4A . 1.334(9) ?
C38 F4 . 1.335(9) ?
C38 F6A . 1.340(7) ?
C38 F5 . 1.361(9) ?
C39 F9 . 1.332(3) ?
C39 F7 . 1.338(2) ?
C39 F8 . 1.343(3) ?
C41 C42 . 1.401(3) ?
C41 C46 . 1.408(3) ?
C42 C43 . 1.395(3) ?
C42 C47 . 1.498(3) ?
C43 C44 . 1.381(4) ?
C43 H43 . 0.95 ?
C44 C45 . 1.378(4) ?
C44 H44 . 0.95 ?
C45 C46 . 1.399(3) ?
C45 H45 . 0.95 ?
C46 C48 . 1.502(3) ?
C47 H47A . 0.98 ?
C47 H47B . 0.98 ?
C47 H47C . 0.98 ?
C48 H48A . 0.98 ?
C48 H48B . 0.98 ?
C48 H48C . 0.98 ?
C51 C56 . 1.391(3) ?
C51 C52 . 1.393(3) ?
C52 C53 . 1.382(3) ?
C52 C57 . 1.508(3) ?
C53 C54 . 1.388(3) ?
C53 H53 . 0.95 ?
C54 C55 . 1.378(3) ?
C54 H54 . 0.95 ?
C55 C56 . 1.398(3) ?
C55 H55 . 0.95 ?
C56 C58 . 1.501(3) ?
C57 H57A . 0.98 ?
C57 H57B . 0.98 ?
C57 H57C . 0.98 ?
C58 H58A . 0.98 ?
C58 H58B . 0.98 ?
C58 H58C . 0.98 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C4 N2 C1 C2 . . . . 2.1(3) ?
C51 N2 C1 C2 . . . . 178.97(17) ?
C4 N2 C1 C11 . . . . -177.97(18) ?
C51 N2 C1 C11 . . . . -1.1(3) ?
N2 C1 C2 C3 . . . . 3.7(3) ?
C11 C1 C2 C3 . . . . -176.24(19) ?
N2 C1 C2 C21 . . . . -171.28(18) ?
C11 C1 C2 C21 . . . . 8.8(3) ?
C41 N1 C3 C2 . . . . -27.6(3) ?
C41 N1 C3 B1 . . . . 155.8(2) ?
C1 C2 C3 N1 . . . . 174.73(17) ?
C21 C2 C3 N1 . . . . -10.5(3) ?
C1 C2 C3 B1 . . . . -8.6(3) ?
C21 C2 C3 B1 . . . . 166.22(18) ?
C4 B1 C3 N1 . . . . -175.48(16) ?
C31 B1 C3 N1 . . . . 8.3(3) ?
C4 B1 C3 C2 . . . . 7.8(3) ?
C31 B1 C3 C2 . . . . -168.42(18) ?
C1 N2 C4 B1 . . . . -2.4(3) ?
C51 N2 C4 B1 . . . . -179.35(17) ?
C3 B1 C4 N2 . . . . -2.6(3) ?
C31 B1 C4 N2 . . . . 173.85(17) ?
C4 B1 C31 C32 . . . . 82.5(2) ?
C3 B1 C31 C32 . . . . -101.4(2) ?
C4 B1 C31 C36 . . . . -92.9(2) ?
C3 B1 C31 C36 . . . . 83.3(2) ?
C36 C31 C32 C33 . . . . 0.8(3) ?
B1 C31 C32 C33 . . . . -174.73(18) ?
C36 C31 C32 C37 . . . . -178.35(18) ?
B1 C31 C32 C37 . . . . 6.1(3) ?
C31 C32 C33 C34 . . . . 0.3(3) ?
C37 C32 C33 C34 . . . . 179.57(19) ?
C32 C33 C34 C35 . . . . -1.2(3) ?
C32 C33 C34 C38 . . . . 179.96(19) ?
C33 C34 C35 C36 . . . . 0.8(3) ?
C38 C34 C35 C36 . . . . 179.61(19) ?
C34 C35 C36 C31 . . . . 0.5(3) ?
C34 C35 C36 C39 . . . . -179.93(19) ?
C32 C31 C36 C35 . . . . -1.3(3) ?
B1 C31 C36 C35 . . . . 174.46(19) ?
C32 C31 C36 C39 . . . . 179.15(19) ?
B1 C31 C36 C39 . . . . -5.1(3) ?
C33 C32 C37 F2 . . . . 117.4(2) ?
C31 C32 C37 F2 . . . . -63.4(2) ?
C33 C32 C37 F1 . . . . -121.97(19) ?
C31 C32 C37 F1 . . . . 57.3(2) ?
C33 C32 C37 F3 . . . . -2.5(3) ?
C31 C32 C37 F3 . . . . 176.76(18) ?
C33 C34 C38 F6 . . . . 178.7(11) ?
C35 C34 C38 F6 . . . . -0.1(12) ?
C33 C34 C38 F5A . . . . 75.6(13) ?
C35 C34 C38 F5A . . . . -103.2(12) ?
C33 C34 C38 F4A . . . . -45.3(11) ?
C35 C34 C38 F4A . . . . 135.9(11) ?
C33 C34 C38 F4 . . . . -56.1(11) ?
C35 C34 C38 F4 . . . . 125.1(10) ?
C33 C34 C38 F6A . . . . -164.0(12) ?
C35 C34 C38 F6A . . . . 17.2(12) ?
C33 C34 C38 F5 . . . . 60.5(10) ?
C35 C34 C38 F5 . . . . -118.3(10) ?
C35 C36 C39 F9 . . . . -120.3(2) ?
C31 C36 C39 F9 . . . . 59.3(3) ?
C35 C36 C39 F7 . . . . 0.1(3) ?
C31 C36 C39 F7 . . . . 179.74(18) ?
C35 C36 C39 F8 . . . . 119.45(19) ?
C31 C36 C39 F8 . . . . -60.9(3) ?
C3 N1 C41 C42 . . . . -49.0(3) ?
C3 N1 C41 C46 . . . . 133.4(2) ?
C46 C41 C42 C43 . . . . -2.9(3) ?
N1 C41 C42 C43 . . . . 179.54(18) ?
C46 C41 C42 C47 . . . . 174.80(19) ?
N1 C41 C42 C47 . . . . -2.7(3) ?
C41 C42 C43 C44 . . . . 2.3(3) ?
C47 C42 C43 C44 . . . . -175.5(2) ?
C42 C43 C44 C45 . . . . 0.0(4) ?
C43 C44 C45 C46 . . . . -1.7(4) ?
C44 C45 C46 C41 . . . . 1.1(3) ?
C44 C45 C46 C48 . . . . -177.1(2) ?
C42 C41 C46 C45 . . . . 1.3(3) ?
N1 C41 C46 C45 . . . . 178.89(17) ?
C42 C41 C46 C48 . . . . 179.49(18) ?
N1 C41 C46 C48 . . . . -2.9(3) ?
C1 N2 C51 C56 . . . . -96.8(2) ?
C4 N2 C51 C56 . . . . 80.2(2) ?
C1 N2 C51 C52 . . . . 83.6(2) ?
C4 N2 C51 C52 . . . . -99.4(2) ?
C56 C51 C52 C53 . . . . 1.5(3) ?
N2 C51 C52 C53 . . . . -178.9(2) ?
C56 C51 C52 C57 . . . . -178.1(2) ?
N2 C51 C52 C57 . . . . 1.5(3) ?
C51 C52 C53 C54 . . . . -0.3(4) ?
C57 C52 C53 C54 . . . . 179.3(3) ?
C52 C53 C54 C55 . . . . -0.9(4) ?
C53 C54 C55 C56 . . . . 0.9(4) ?
C52 C51 C56 C55 . . . . -1.5(3) ?
N2 C51 C56 C55 . . . . 178.95(17) ?
C52 C51 C56 C58 . . . . 176.9(2) ?
N2 C51 C56 C58 . . . . -2.7(3) ?
C54 C55 C56 C51 . . . . 0.3(3) ?
C54 C55 C56 C58 . . . . -178.1(2) ?
