#------------------------------------------------------------------------------
#$Date: 2022-08-19 01:07:31 +0300 (Fri, 19 Aug 2022) $
#$Revision: 277303 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/74/1567492.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_1567492
loop_
_publ_author_name
'Chen, Chaohuang'
'Daniliuc, Constantin Gabriel'
'Klabunde, Sina'
'Hansen, Michael Ryan'
'Kehr, Gerald'
'Erker, Gerhard'
_publ_section_title
;
 Generation of Boryl-nitroxide Radicals from a Boraalkene via the Nitroso
 Ene Reaction
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D2SC02485C
_journal_year                    2022
_chemical_formula_sum            'C33 H27 B F5 N3 O'
_chemical_formula_weight         587.38
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_method           'APEX3 v2019.11-0'
_audit_update_record
;
2022-03-11 deposited with the CCDC.	2022-08-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.612(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.5951(4)
_cell_length_b                   13.5070(7)
_cell_length_c                   25.5281(10)
_cell_measurement_reflns_used    3651
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      65.6762
_cell_measurement_theta_min      3.5120
_cell_volume                     2922.1(2)
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_collection       'Bruker APEX3 v2019.11-0 Photon III'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 994)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device       'Bruker APEXII Diffractometer'
_diffrn_measurement_device_type  'Kappa CCD APEXII'
_diffrn_measurement_method       'phi/omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1034
_diffrn_reflns_av_unetI/netI     0.0599
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            35334
_diffrn_reflns_theta_full        66.77
_diffrn_reflns_theta_max         66.77
_diffrn_reflns_theta_min         3.51
_diffrn_source                   'Cu sealed tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.50
_diffrn_source_type              'fine-focus sealed tube'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.868
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.83
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption
correction. Reference: Krause, L., Herbst-Irmer, R., Sheldrick G.M.
& Stalke D., J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.307
_refine_diff_density_min         -0.270
_refine_ls_extinction_coef       0.00139(18)
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     394
_refine_ls_number_reflns         5118
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0897
_refine_ls_R_factor_gt           0.0521
_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)+(0.0740P)²+0.1218P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1238
_refine_ls_wR_factor_ref         0.1453
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3320
_reflns_number_total             5118
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2sc02485c2.cif
_cod_data_source_block           2_erk10103
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               1567492
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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 0.4297(4) 0.3420(2) 0.62516(11) 0.0282(7) Uani d . . . 1 . .
N N1 0.3620(2) 0.48409(15) 0.55335(7) 0.0248(5) Uani d . . . 1 . .
N N2 0.4763(2) 0.53769(16) 0.63024(7) 0.0258(5) Uani d . . . 1 . .
N N3 0.5539(2) 0.28648(16) 0.56807(8) 0.0273(5) Uani d . . . 1 . .
O O1 0.5998(2) 0.31743(14) 0.62391(6) 0.0304(4) Uani d . . . 1 . .
C C1 0.4072(3) 0.45693(19) 0.60512(9) 0.0247(6) Uani d . . . 1 . .
C C2 0.4113(3) 0.58035(19) 0.54628(10) 0.0282(6) Uani d . . . 1 . .
H H2 0.398312 0.61583 0.513708 0.034 Uiso calc U . R 1 . .
C C3 0.4812(3) 0.6142(2) 0.59427(9) 0.0291(6) Uani d . . . 1 . .
H H3 0.525289 0.678177 0.601924 0.035 Uiso calc U . R 1 . .
C C11 0.2666(3) 0.42036(19) 0.51494(9) 0.0242(6) Uani d . . . 1 . .
C C12 0.2738(3) 0.3185(2) 0.52488(9) 0.0267(6) Uani d . . . 1 . .
C C13 0.1747(3) 0.2557(2) 0.49149(10) 0.0302(6) Uani d . . . 1 . .
H H13 0.17913 0.186517 0.498375 0.036 Uiso calc U . R 1 . .
C C14 0.0690(3) 0.2911(2) 0.44821(10) 0.0322(6) Uani d . . . 1 . .
C C15 0.0671(3) 0.3920(2) 0.43937(9) 0.0303(6) Uani d . . . 1 . .
H H15 -0.002851 0.416951 0.40953 0.036 Uiso calc U . R 1 . .
C C16 0.1617(3) 0.4594(2) 0.47167(9) 0.0261(6) Uani d . . . 1 . .
C C17 0.3816(3) 0.2765(2) 0.57159(9) 0.0263(6) Uani d . . . 1 . .
H H17 0.352756 0.207004 0.579581 0.032 Uiso calc U . R 1 . .
C C18 -0.0411(4) 0.2214(2) 0.41346(11) 0.0441(8) Uani d . . . 1 . .
H H18A -0.144011 0.220908 0.425176 0.066 Uiso calc U . R 1 . .
H H18B 0.003456 0.154447 0.416237 0.066 Uiso calc U . R 1 . .
H H18C -0.054016 0.2437 0.376458 0.066 Uiso calc U . R 1 . .
C C19 0.1416(3) 0.5679(2) 0.45765(10) 0.0316(6) Uani d . . . 1 . .
H H19A 0.139102 0.606467 0.490025 0.047 Uiso calc U . R 1 . .
H H19B 0.042463 0.577508 0.432959 0.047 Uiso calc U . R 1 . .
H H19C 0.230067 0.590122 0.440887 0.047 Uiso calc U . R 1 . .
C C21 0.5261(3) 0.54291(19) 0.68723(9) 0.0257(6) Uani d . . . 1 . .
C C22 0.6842(3) 0.5270(2) 0.70900(10) 0.0308(6) Uani d . . . 1 . .
C C23 0.7224(3) 0.5272(2) 0.76400(10) 0.0355(7) Uani d . . . 1 . .
H H23 0.82958 0.517696 0.779698 0.043 Uiso calc U . R 1 . .
C C24 0.6122(4) 0.5404(2) 0.79701(10) 0.0363(7) Uani d . . . 1 . .
C C25 0.4568(3) 0.5598(2) 0.77360(10) 0.0311(6) Uani d . . . 1 . .
H H25 0.380359 0.572185 0.795721 0.037 Uiso calc U . R 1 . .
C C26 0.4107(3) 0.56156(19) 0.71868(9) 0.0277(6) Uani d . . . 1 . .
C C27 0.8064(3) 0.5075(3) 0.67474(11) 0.0415(7) Uani d . . . 1 . .
H H27A 0.911498 0.508629 0.696661 0.062 Uiso calc U . R 1 . .
H H27B 0.800096 0.558735 0.647277 0.062 Uiso calc U . R 1 . .
H H27C 0.787575 0.442463 0.657883 0.062 Uiso calc U . R 1 . .
C C28 0.6566(4) 0.5336(2) 0.85657(10) 0.0519(9) Uani d . . . 1 . .
H H28A 0.566635 0.553891 0.873126 0.078 Uiso calc U . R 1 . .
H H28B 0.746424 0.577348 0.868615 0.078 Uiso calc U . R 1 . .
H H28C 0.685515 0.465234 0.866692 0.078 Uiso calc U . R 1 . .
C C29 0.2426(3) 0.5823(2) 0.69459(11) 0.0381(7) Uani d . . . 1 . .
H H29A 0.239327 0.635463 0.668282 0.057 Uiso calc U . R 1 . .
H H29B 0.183753 0.602772 0.722519 0.057 Uiso calc U . R 1 . .
H H29C 0.194761 0.522382 0.677232 0.057 Uiso calc U . R 1 . .
C C31 0.3730(3) 0.3189(2) 0.68095(10) 0.0285(6) Uani d . . . 1 . .
C C32 0.2160(3) 0.3117(2) 0.68492(11) 0.0368(7) Uani d . . . 1 . .
C C33 0.1604(4) 0.2934(3) 0.73151(12) 0.0463(8) Uani d . . . 1 . .
C C34 0.2676(4) 0.2842(2) 0.77789(11) 0.0465(8) Uani d . . . 1 . .
C C35 0.4249(4) 0.2911(2) 0.77651(10) 0.0380(7) Uani d . . . 1 . .
C C36 0.4747(3) 0.3066(2) 0.72882(10) 0.0320(6) Uani d . . . 1 . .
C C41 0.6394(3) 0.2022(2) 0.55666(11) 0.0323(6) Uani d . . . 1 . .
C C42 0.5864(4) 0.1479(2) 0.51144(12) 0.0442(8) Uani d . . . 1 . .
H H42 0.488959 0.164253 0.489728 0.053 Uiso calc U . R 1 . .
C C43 0.6756(5) 0.0690(2) 0.49761(15) 0.0570(10) Uani d . . . 1 . .
H H43 0.638503 0.031393 0.466589 0.068 Uiso calc U . R 1 . .
C C44 0.8165(5) 0.0454(3) 0.52850(19) 0.0705(12) Uani d . . . 1 . .
H H44 0.877375 -0.008282 0.518931 0.085 Uiso calc U . R 1 . .
C C45 0.8690(4) 0.0992(3) 0.5729(2) 0.0732(13) Uani d . . . 1 . .
H H45 0.967249 0.082475 0.594021 0.088 Uiso calc U . R 1 . .
C C46 0.7823(4) 0.1784(2) 0.58843(15) 0.0518(9) Uani d . . . 1 . .
H H46 0.819846 0.214923 0.619789 0.062 Uiso calc U . R 1 . .
F F32 0.10710(19) 0.32117(15) 0.63987(6) 0.0488(5) Uani d . . . 1 . .
F F33 0.0044(2) 0.28465(19) 0.73231(8) 0.0753(7) Uani d . . . 1 . .
F F34 0.2161(3) 0.26746(16) 0.82432(7) 0.0672(6) Uani d . . . 1 . .
F F35 0.5288(2) 0.28380(13) 0.82207(6) 0.0512(5) Uani d . . . 1 . .
F F36 0.63234(19) 0.30956(13) 0.73040(6) 0.0414(4) Uani d . . . 1 . .
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'
F F 0.0727 0.0534 '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'
O O 0.0492 0.0322 '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
O1 B1 C31 . . 114.5(2) ?
O1 B1 C17 . . 88.46(19) ?
C31 B1 C17 . . 124.5(2) ?
O1 B1 C1 . . 105.5(2) ?
C31 B1 C1 . . 115.0(2) ?
C17 B1 C1 . . 104.7(2) ?
C1 N1 C2 . . 109.5(2) ?
C1 N1 C11 . . 122.2(2) ?
C2 N1 C11 . . 128.2(2) ?
C1 N2 C3 . . 110.29(19) ?
C1 N2 C21 . . 123.3(2) ?
C3 N2 C21 . . 126.3(2) ?
C41 N3 O1 . . 111.32(19) ?
C41 N3 C17 . . 119.4(2) ?
O1 N3 C17 . . 94.28(17) ?
N3 O1 B1 . . 88.81(16) ?
N2 C1 N1 . . 105.9(2) ?
N2 C1 B1 . . 126.7(2) ?
N1 C1 B1 . . 123.9(2) ?
C3 C2 N1 . . 107.4(2) ?
C3 C2 H2 . . 126.3 ?
N1 C2 H2 . . 126.3 ?
C2 C3 N2 . . 106.8(2) ?
C2 C3 H3 . . 126.6 ?
N2 C3 H3 . . 126.6 ?
C12 C11 C16 . . 120.9(2) ?
C12 C11 N1 . . 117.3(2) ?
C16 C11 N1 . . 121.6(2) ?
C13 C12 C11 . . 119.1(2) ?
C13 C12 C17 . . 119.5(2) ?
C11 C12 C17 . . 121.4(2) ?
C12 C13 C14 . . 121.9(3) ?
C12 C13 H13 . . 119.0 ?
C14 C13 H13 . . 119.0 ?
C15 C14 C13 . . 117.2(2) ?
C15 C14 C18 . . 121.9(2) ?
C13 C14 C18 . . 120.9(3) ?
C14 C15 C16 . . 123.9(2) ?
C14 C15 H15 . . 118.1 ?
C16 C15 H15 . . 118.1 ?
C15 C16 C11 . . 117.0(2) ?
C15 C16 C19 . . 117.4(2) ?
C11 C16 C19 . . 125.6(2) ?
C12 C17 N3 . . 113.8(2) ?
C12 C17 B1 . . 120.1(2) ?
N3 C17 B1 . . 83.51(18) ?
C12 C17 H17 . . 112.1 ?
N3 C17 H17 . . 112.1 ?
B1 C17 H17 . . 112.1 ?
C14 C18 H18A . . 109.5 ?
C14 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C14 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C16 C19 H19A . . 109.5 ?
C16 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C16 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C22 C21 C26 . . 122.4(2) ?
C22 C21 N2 . . 119.8(2) ?
C26 C21 N2 . . 117.8(2) ?
C23 C22 C21 . . 116.9(3) ?
C23 C22 C27 . . 121.4(2) ?
C21 C22 C27 . . 121.7(2) ?
C24 C23 C22 . . 123.2(3) ?
C24 C23 H23 . . 118.4 ?
C22 C23 H23 . . 118.4 ?
C23 C24 C25 . . 117.9(2) ?
C23 C24 C28 . . 121.6(3) ?
C25 C24 C28 . . 120.4(3) ?
C26 C25 C24 . . 121.7(3) ?
C26 C25 H25 . . 119.1 ?
C24 C25 H25 . . 119.1 ?
C25 C26 C21 . . 117.7(2) ?
C25 C26 C29 . . 120.6(3) ?
C21 C26 C29 . . 121.7(2) ?
C22 C27 H27A . . 109.5 ?
C22 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C22 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C32 C31 C36 . . 114.1(2) ?
C32 C31 B1 . . 121.7(2) ?
C36 C31 B1 . . 124.2(2) ?
F32 C32 C31 . . 118.4(2) ?
F32 C32 C33 . . 117.3(3) ?
C31 C32 C33 . . 124.3(3) ?
F33 C33 C32 . . 121.2(3) ?
F33 C33 C34 . . 120.1(3) ?
C32 C33 C34 . . 118.7(3) ?
F34 C34 C35 . . 120.4(3) ?
F34 C34 C33 . . 119.9(3) ?
C35 C34 C33 . . 119.7(3) ?
F35 C35 C34 . . 119.4(3) ?
F35 C35 C36 . . 121.2(3) ?
C34 C35 C36 . . 119.4(3) ?
F36 C36 C35 . . 116.0(2) ?
F36 C36 C31 . . 120.3(2) ?
C35 C36 C31 . . 123.7(3) ?
C42 C41 C46 . . 120.0(3) ?
C42 C41 N3 . . 119.4(3) ?
C46 C41 N3 . . 120.4(3) ?
C41 C42 C43 . . 120.0(3) ?
C41 C42 H42 . . 120.0 ?
C43 C42 H42 . . 120.0 ?
C44 C43 C42 . . 120.3(3) ?
C44 C43 H43 . . 119.9 ?
C42 C43 H43 . . 119.9 ?
C45 C44 C43 . . 119.7(3) ?
C45 C44 H44 . . 120.1 ?
C43 C44 H44 . . 120.1 ?
C44 C45 C46 . . 121.8(4) ?
C44 C45 H45 . . 119.1 ?
C46 C45 H45 . . 119.1 ?
C41 C46 C45 . . 118.2(3) ?
C41 C46 H46 . . 120.9 ?
C45 C46 H46 . . 120.9 ?
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 O1 . 1.505(4) ?
B1 C31 . 1.611(4) ?
B1 C17 . 1.624(4) ?
B1 C1 . 1.636(4) ?
N1 C1 . 1.364(3) ?
N1 C2 . 1.389(3) ?
N1 C11 . 1.451(3) ?
N2 C1 . 1.352(3) ?
N2 C3 . 1.388(3) ?
N2 C21 . 1.448(3) ?
N3 C41 . 1.411(3) ?
N3 O1 . 1.475(3) ?
N3 C17 . 1.504(3) ?
C2 C3 . 1.351(4) ?
C2 H2 . 0.95 ?
C3 H3 . 0.95 ?
C11 C12 . 1.399(4) ?
C11 C16 . 1.406(3) ?
C12 C13 . 1.389(4) ?
C12 C17 . 1.495(3) ?
C13 C14 . 1.393(4) ?
C13 H13 . 0.95 ?
C14 C15 . 1.381(4) ?
C14 C18 . 1.512(4) ?
C15 C16 . 1.395(4) ?
C15 H15 . 0.95 ?
C16 C19 . 1.512(4) ?
C17 H17 . 1.0 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C21 C22 . 1.396(4) ?
C21 C26 . 1.399(4) ?
C22 C23 . 1.387(4) ?
C22 C27 . 1.498(4) ?
C23 C24 . 1.380(4) ?
C23 H23 . 0.95 ?
C24 C25 . 1.394(4) ?
C24 C28 . 1.507(4) ?
C25 C26 . 1.392(3) ?
C25 H25 . 0.95 ?
C26 C29 . 1.500(4) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C31 C32 . 1.374(4) ?
C31 C36 . 1.389(4) ?
C32 F32 . 1.362(3) ?
C32 C33 . 1.376(4) ?
C33 F33 . 1.350(4) ?
C33 C34 . 1.379(5) ?
C34 F34 . 1.352(3) ?
C34 C35 . 1.361(5) ?
C35 F35 . 1.346(3) ?
C35 C36 . 1.372(4) ?
C36 F36 . 1.350(3) ?
C41 C42 . 1.380(4) ?
C41 C46 . 1.392(4) ?
C42 C43 . 1.392(4) ?
C42 H42 . 0.95 ?
C43 C44 . 1.368(5) ?
C43 H43 . 0.95 ?
C44 C45 . 1.358(6) ?
C44 H44 . 0.95 ?
C45 C46 . 1.399(5) ?
C45 H45 . 0.95 ?
C46 H46 . 0.95 ?
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
C41 N3 O1 B1 . . . . -141.7(2) ?
C17 N3 O1 B1 . . . . -17.8(2) ?
C31 B1 O1 N3 . . . . 144.1(2) ?
C17 B1 O1 N3 . . . . 16.41(18) ?
C1 B1 O1 N3 . . . . -88.43(19) ?
C3 N2 C1 N1 . . . . -2.6(3) ?
C21 N2 C1 N1 . . . . 173.3(2) ?
C3 N2 C1 B1 . . . . 156.9(2) ?
C21 N2 C1 B1 . . . . -27.2(4) ?
C2 N1 C1 N2 . . . . 3.2(3) ?
C11 N1 C1 N2 . . . . -172.6(2) ?
C2 N1 C1 B1 . . . . -157.0(2) ?
C11 N1 C1 B1 . . . . 27.2(4) ?
O1 B1 C1 N2 . . . . -65.3(3) ?
C31 B1 C1 N2 . . . . 61.9(3) ?
C17 B1 C1 N2 . . . . -157.8(2) ?
O1 B1 C1 N1 . . . . 90.7(3) ?
C31 B1 C1 N1 . . . . -142.1(2) ?
C17 B1 C1 N1 . . . . -1.8(3) ?
C1 N1 C2 C3 . . . . -2.6(3) ?
C11 N1 C2 C3 . . . . 172.9(2) ?
N1 C2 C3 N2 . . . . 0.9(3) ?
C1 N2 C3 C2 . . . . 1.1(3) ?
C21 N2 C3 C2 . . . . -174.7(2) ?
C1 N1 C11 C12 . . . . -25.1(4) ?
C2 N1 C11 C12 . . . . 159.9(3) ?
C1 N1 C11 C16 . . . . 150.0(2) ?
C2 N1 C11 C16 . . . . -24.9(4) ?
C16 C11 C12 C13 . . . . -0.4(4) ?
N1 C11 C12 C13 . . . . 174.8(2) ?
C16 C11 C12 C17 . . . . -178.3(2) ?
N1 C11 C12 C17 . . . . -3.1(4) ?
C11 C12 C13 C14 . . . . 0.4(4) ?
C17 C12 C13 C14 . . . . 178.3(3) ?
C12 C13 C14 C15 . . . . 0.5(4) ?
C12 C13 C14 C18 . . . . -178.1(3) ?
C13 C14 C15 C16 . . . . -1.3(4) ?
C18 C14 C15 C16 . . . . 177.2(3) ?
C14 C15 C16 C11 . . . . 1.3(4) ?
C14 C15 C16 C19 . . . . -178.0(3) ?
C12 C11 C16 C15 . . . . -0.4(4) ?
N1 C11 C16 C15 . . . . -175.3(2) ?
C12 C11 C16 C19 . . . . 178.8(2) ?
N1 C11 C16 C19 . . . . 3.8(4) ?
C13 C12 C17 N3 . . . . 114.3(3) ?
C11 C12 C17 N3 . . . . -67.8(3) ?
C13 C12 C17 B1 . . . . -149.2(3) ?
C11 C12 C17 B1 . . . . 28.7(4) ?
C41 N3 C17 C12 . . . . -105.9(3) ?
O1 N3 C17 C12 . . . . 136.7(2) ?
C41 N3 C17 B1 . . . . 134.0(2) ?
O1 N3 C17 B1 . . . . 16.56(18) ?
O1 B1 C17 C12 . . . . -130.0(2) ?
C31 B1 C17 C12 . . . . 111.0(3) ?
C1 B1 C17 C12 . . . . -24.4(3) ?
O1 B1 C17 N3 . . . . -16.18(17) ?
C31 B1 C17 N3 . . . . -135.2(3) ?
C1 B1 C17 N3 . . . . 89.4(2) ?
C1 N2 C21 C22 . . . . 99.0(3) ?
C3 N2 C21 C22 . . . . -85.8(3) ?
C1 N2 C21 C26 . . . . -79.4(3) ?
C3 N2 C21 C26 . . . . 95.8(3) ?
C26 C21 C22 C23 . . . . 2.1(4) ?
N2 C21 C22 C23 . . . . -176.2(2) ?
C26 C21 C22 C27 . . . . -179.8(3) ?
N2 C21 C22 C27 . . . . 1.9(4) ?
C21 C22 C23 C24 . . . . 1.2(4) ?
C27 C22 C23 C24 . . . . -177.0(3) ?
C22 C23 C24 C25 . . . . -3.6(4) ?
C22 C23 C24 C28 . . . . 176.0(3) ?
C23 C24 C25 C26 . . . . 2.9(4) ?
C28 C24 C25 C26 . . . . -176.7(3) ?
C24 C25 C26 C21 . . . . 0.1(4) ?
C24 C25 C26 C29 . . . . 179.8(3) ?
C22 C21 C26 C25 . . . . -2.7(4) ?
N2 C21 C26 C25 . . . . 175.7(2) ?
C22 C21 C26 C29 . . . . 177.6(3) ?
N2 C21 C26 C29 . . . . -4.0(4) ?
O1 B1 C31 C32 . . . . -162.4(3) ?
C17 B1 C31 C32 . . . . -56.3(4) ?
C1 B1 C31 C32 . . . . 75.2(3) ?
O1 B1 C31 C36 . . . . 18.9(4) ?
C17 B1 C31 C36 . . . . 125.0(3) ?
C1 B1 C31 C36 . . . . -103.5(3) ?
C36 C31 C32 F32 . . . . -179.0(2) ?
B1 C31 C32 F32 . . . . 2.2(4) ?
C36 C31 C32 C33 . . . . -0.3(5) ?
B1 C31 C32 C33 . . . . -179.1(3) ?
F32 C32 C33 F33 . . . . 0.4(5) ?
C31 C32 C33 F33 . . . . -178.3(3) ?
F32 C32 C33 C34 . . . . -179.5(3) ?
C31 C32 C33 C34 . . . . 1.9(5) ?
F33 C33 C34 F34 . . . . -0.7(5) ?
C32 C33 C34 F34 . . . . 179.2(3) ?
F33 C33 C34 C35 . . . . 178.6(3) ?
C32 C33 C34 C35 . . . . -1.5(5) ?
F34 C34 C35 F35 . . . . -1.9(5) ?
C33 C34 C35 F35 . . . . 178.8(3) ?
F34 C34 C35 C36 . . . . 179.0(3) ?
C33 C34 C35 C36 . . . . -0.3(5) ?
F35 C35 C36 F36 . . . . 2.9(4) ?
C34 C35 C36 F36 . . . . -178.1(3) ?
F35 C35 C36 C31 . . . . -177.1(3) ?
C34 C35 C36 C31 . . . . 1.9(5) ?
C32 C31 C36 F36 . . . . 178.4(2) ?
B1 C31 C36 F36 . . . . -2.8(4) ?
C32 C31 C36 C35 . . . . -1.6(4) ?
B1 C31 C36 C35 . . . . 177.2(3) ?
O1 N3 C41 C42 . . . . 163.7(2) ?
C17 N3 C41 C42 . . . . 55.5(3) ?
O1 N3 C41 C46 . . . . -21.2(4) ?
C17 N3 C41 C46 . . . . -129.4(3) ?
C46 C41 C42 C43 . . . . 0.1(5) ?
N3 C41 C42 C43 . . . . 175.2(3) ?
C41 C42 C43 C44 . . . . -0.4(5) ?
C42 C43 C44 C45 . . . . 0.2(6) ?
C43 C44 C45 C46 . . . . 0.3(7) ?
C42 C41 C46 C45 . . . . 0.4(5) ?
N3 C41 C46 C45 . . . . -174.7(3) ?
C44 C45 C46 C41 . . . . -0.7(6) ?
