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#$Date: 2024-07-05 16:24:43 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292801 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/30/7133050.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_7133050
loop_
_publ_author_name
'Liang, Pei'
'Wei, Junhui'
'Wei, Yongliang'
'Wang, Xue'
'Liu, Fei'
'Wang, Tongdao'
_publ_section_title
;
 Hetero Diels-Alder reactions of isolable N-borylenamines.
;
_journal_issue                   46
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              5964
_journal_page_last               5967
_journal_paper_doi               10.1039/d4cc01645a
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C29 H10 B F15 N2, 1[CDCl3]'
_chemical_formula_sum            'C30 H11 B Cl3 F15 N2'
_chemical_formula_weight         801.57
_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     dual
_audit_creation_date             2024-03-13
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2024-04-08 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.205(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   34.981(5)
_cell_length_b                   9.9268(14)
_cell_length_c                   19.229(3)
_cell_measurement_reflns_used    4938
_cell_measurement_temperature    298.6
_cell_measurement_theta_max      19.494
_cell_measurement_theta_min      2.322
_cell_volume                     6305.7(16)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      298.6
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1178
_diffrn_reflns_av_unetI/netI     0.0938
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            35879
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.322
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.407
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5778
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1042 before and 0.0727 after correction.
The Ratio of minimum to maximum transmission is 0.7749.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_description       block
_exptl_crystal_F_000             3168
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.506
_refine_diff_density_min         -0.542
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       0.0018(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     462
_refine_ls_number_reflns         5547
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      0.999
_refine_ls_R_factor_all          0.1762
_refine_ls_R_factor_gt           0.0770
_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)+(0.1159P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1885
_refine_ls_wR_factor_ref         0.2212
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2520
_reflns_number_total             5547
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc01645a2.cif
_cod_data_source_block           mo_21oct10lp1_0m
_cod_depositor_comments
'Adding full bibliography for 7133047--7133054.cif.'
_cod_database_code               7133050
_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_max   0.916
_shelx_estimated_absorpt_t_min   0.881
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C30) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3.a Ternary CH refined with riding coordinates:
 C30(H30)
3.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
3.c Aromatic/amide H refined with riding coordinates:
 N2(H2), C6(H6), C3(H3), C5(H5), C4(H4)
3.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C)
;
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl2 Cl 0.69815(8) 0.0147(3) 0.57942(15) 0.1674(11) Uani 1 1 d . . . . .
F1 F 0.53641(8) 0.3783(3) -0.08048(15) 0.0717(9) Uani 1 1 d . . . . .
F15 F 0.56254(9) 0.5241(3) 0.30258(16) 0.0746(9) Uani 1 1 d . . . . .
F5 F 0.61394(9) 0.1051(3) 0.11266(17) 0.0750(9) Uani 1 1 d . . . . .
Cl3 Cl 0.75347(8) -0.1759(3) 0.66688(16) 0.1959(14) Uani 1 1 d . . . . .
F11 F 0.67716(8) 0.3853(3) 0.24369(17) 0.0810(10) Uani 1 1 d . . . . .
Cl1 Cl 0.71048(11) -0.0021(4) 0.73217(16) 0.2013(14) Uani 1 1 d . . . . .
F10 F 0.54326(9) 0.7526(3) 0.09762(16) 0.0848(10) Uani 1 1 d . . . . .
F13 F 0.65532(9) 0.2246(3) 0.45510(17) 0.0850(10) Uani 1 1 d . . . . .
F14 F 0.58661(10) 0.3721(3) 0.42374(17) 0.0837(10) Uani 1 1 d . . . . .
F6 F 0.64891(11) 0.7143(3) 0.32366(18) 0.0978(12) Uani 1 1 d . . . . .
F2 F 0.52491(10) 0.1683(4) -0.17319(17) 0.0975(11) Uani 1 1 d . . . . .
F3 F 0.55549(11) -0.0756(4) -0.1224(2) 0.1053(12) Uani 1 1 d . . . . .
F9 F 0.53521(10) 1.0079(3) 0.1254(2) 0.1038(13) Uani 1 1 d . . . . .
N1 N 0.62336(10) 0.5427(4) 0.1381(2) 0.0488(10) Uani 1 1 d . . . . .
N2 N 0.55757(11) 0.4941(4) 0.1497(2) 0.0469(10) Uani 1 1 d . . . . .
H2 H 0.5369 0.5239 0.1597 0.056 Uiso 1 1 calc R U . . .
F8 F 0.58374(12) 1.1237(3) 0.2509(2) 0.1041(12) Uani 1 1 d . . . . .
F4 F 0.59897(11) -0.1081(3) 0.0225(2) 0.1028(12) Uani 1 1 d . . . . .
F12 F 0.70029(10) 0.2368(4) 0.3646(2) 0.1008(12) Uani 1 1 d . . . . .
F7 F 0.64054(13) 0.9710(3) 0.34984(19) 0.1179(15) Uani 1 1 d . . . . .
C8 C 0.61677(13) 0.4423(5) 0.0888(2) 0.0431(12) Uani 1 1 d . . . . .
C9 C 0.58209(13) 0.3638(4) 0.0713(2) 0.0432(12) Uani 1 1 d . . . . .
C12 C 0.57561(12) 0.2490(5) 0.0182(2) 0.0448(12) Uani 1 1 d . . . . .
C18 C 0.61859(14) 0.4635(4) 0.2664(2) 0.0450(12) Uani 1 1 d . . . . .
C29 C 0.59567(13) 0.7154(4) 0.2108(2) 0.0452(12) Uani 1 1 d . . . . .
C7 C 0.65029(13) 0.4418(5) 0.0588(2) 0.0485(12) Uani 1 1 d . . . . .
C23 C 0.59748(15) 0.4539(5) 0.3164(3) 0.0499(12) Uani 1 1 d . . . . .
C10 C 0.55138(13) 0.3992(5) 0.0994(2) 0.0432(11) Uani 1 1 d . . . . .
C11 C 0.51087(12) 0.3324(5) 0.0746(3) 0.0528(13) Uani 1 1 d . . . . .
H11A H 0.4976 0.3474 0.1104 0.079 Uiso 1 1 calc R U . . .
H11B H 0.5143 0.2374 0.0694 0.079 Uiso 1 1 calc R U . . .
H11C H 0.4947 0.3694 0.0281 0.079 Uiso 1 1 calc R U . . .
C20 C 0.66631(15) 0.3076(5) 0.3494(3) 0.0599(14) Uani 1 1 d . . . . .
C13 C 0.55346(14) 0.2606(5) -0.0548(3) 0.0526(13) Uani 1 1 d . . . . .
C28 C 0.56797(15) 0.8005(5) 0.1629(3) 0.0586(14) Uani 1 1 d . . . . .
C22 C 0.60932(16) 0.3772(5) 0.3794(3) 0.0575(14) Uani 1 1 d . . . . .
C2 C 0.67651(15) 0.5452(5) 0.0919(3) 0.0555(14) Uani 1 1 d . . . . .
C19 C 0.65328(14) 0.3860(5) 0.2865(3) 0.0515(13) Uani 1 1 d . . . . .
C17 C 0.59138(15) 0.1233(5) 0.0420(3) 0.0551(13) Uani 1 1 d . . . . .
C1 C 0.66010(13) 0.6180(5) 0.1438(3) 0.0594(14) Uani 1 1 d . . . . .
H1A H 0.6791 0.6157 0.1936 0.071 Uiso 1 1 calc R U . . .
H1B H 0.6539 0.7110 0.1289 0.071 Uiso 1 1 calc R U . . .
C21 C 0.64360(17) 0.3035(5) 0.3953(3) 0.0601(14) Uani 1 1 d . . . . .
C24 C 0.61941(15) 0.7800(5) 0.2730(3) 0.0592(14) Uani 1 1 d . . . . .
C14 C 0.54716(15) 0.1515(6) -0.1023(3) 0.0616(15) Uani 1 1 d . . . . .
C27 C 0.56325(17) 0.9345(5) 0.1751(3) 0.0672(16) Uani 1 1 d . . . . .
C16 C 0.58447(17) 0.0150(6) -0.0042(4) 0.0673(15) Uani 1 1 d . . . . .
C15 C 0.56229(17) 0.0294(6) -0.0767(4) 0.0671(16) Uani 1 1 d . . . . .
C26 C 0.5880(2) 0.9914(6) 0.2393(4) 0.0758(17) Uani 1 1 d . . . . .
C6 C 0.65916(14) 0.3604(6) 0.0073(3) 0.0648(15) Uani 1 1 d . . . . .
H6 H 0.6414 0.2926 -0.0169 0.078 Uiso 1 1 calc R U . . .
C25 C 0.61609(19) 0.9171(6) 0.2876(3) 0.0703(16) Uani 1 1 d . . . . .
C3 C 0.71197(16) 0.5668(6) 0.0766(3) 0.0751(17) Uani 1 1 d . . . . .
H3 H 0.7296 0.6359 0.0993 0.090 Uiso 1 1 calc R U . . .
B1 B 0.59950(16) 0.5564(5) 0.1923(3) 0.0450(14) Uani 1 1 d . . . . .
C5 C 0.69475(17) 0.3818(7) -0.0074(3) 0.0784(17) Uani 1 1 d . . . . .
H5 H 0.7013 0.3266 -0.0409 0.094 Uiso 1 1 calc R U . . .
C4 C 0.72026(18) 0.4828(8) 0.0266(4) 0.087(2) Uani 1 1 d . . . . .
H4 H 0.7440 0.4954 0.0158 0.105 Uiso 1 1 calc R U . . .
C30 C 0.7128(3) -0.0873(11) 0.6563(5) 0.144(3) Uani 1 1 d . U . . .
H30 H 0.6911 -0.1545 0.6467 0.173 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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
N N 0.0061 0.0033 '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
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N1 C1 112.0(4) . . ?
C8 N1 B1 122.6(4) . . ?
C1 N1 B1 124.4(4) . . ?
C10 N2 H2 117.6 . . ?
C10 N2 B1 124.8(4) . . ?
B1 N2 H2 117.6 . . ?
N1 C8 C9 121.4(4) . . ?
N1 C8 C7 107.9(4) . . ?
C9 C8 C7 130.6(4) . . ?
C8 C9 C12 121.2(4) . . ?
C8 C9 C10 119.1(4) . . ?
C10 C9 C12 119.5(4) . . ?
C13 C12 C9 122.9(4) . . ?
C13 C12 C17 116.6(4) . . ?
C17 C12 C9 120.5(4) . . ?
C23 C18 B1 118.7(4) . . ?
C19 C18 C23 112.7(4) . . ?
C19 C18 B1 128.6(4) . . ?
C28 C29 B1 122.4(4) . . ?
C24 C29 C28 112.7(4) . . ?
C24 C29 B1 124.9(4) . . ?
C2 C7 C8 108.1(4) . . ?
C2 C7 C6 119.3(4) . . ?
C6 C7 C8 132.6(5) . . ?
F15 C23 C18 118.5(4) . . ?
F15 C23 C22 116.6(5) . . ?
C22 C23 C18 124.9(5) . . ?
N2 C10 C9 120.2(4) . . ?
N2 C10 C11 117.5(4) . . ?
C9 C10 C11 122.2(4) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
F12 C20 C19 120.3(5) . . ?
F12 C20 C21 120.7(5) . . ?
C21 C20 C19 119.1(5) . . ?
F1 C13 C12 119.3(4) . . ?
F1 C13 C14 119.1(4) . . ?
C12 C13 C14 121.6(5) . . ?
F10 C28 C29 119.7(4) . . ?
F10 C28 C27 115.0(5) . . ?
C27 C28 C29 125.2(5) . . ?
F14 C22 C23 120.7(5) . . ?
F14 C22 C21 120.1(5) . . ?
C21 C22 C23 119.1(5) . . ?
C7 C2 C1 108.9(4) . . ?
C3 C2 C7 121.5(5) . . ?
C3 C2 C1 129.6(5) . . ?
F11 C19 C18 119.7(4) . . ?
F11 C19 C20 116.0(4) . . ?
C18 C19 C20 124.4(5) . . ?
F5 C17 C12 119.7(4) . . ?
F5 C17 C16 118.3(5) . . ?
C16 C17 C12 122.0(5) . . ?
N1 C1 C2 103.0(4) . . ?
N1 C1 H1A 111.2 . . ?
N1 C1 H1B 111.2 . . ?
C2 C1 H1A 111.2 . . ?
C2 C1 H1B 111.2 . . ?
H1A C1 H1B 109.1 . . ?
F13 C21 C20 119.5(5) . . ?
F13 C21 C22 120.6(5) . . ?
C22 C21 C20 119.9(5) . . ?
F6 C24 C29 120.7(5) . . ?
F6 C24 C25 115.1(5) . . ?
C29 C24 C25 124.2(5) . . ?
F2 C14 C13 119.1(5) . . ?
F2 C14 C15 120.7(5) . . ?
C15 C14 C13 120.2(5) . . ?
F9 C27 C28 120.5(5) . . ?
F9 C27 C26 121.0(5) . . ?
C28 C27 C26 118.5(5) . . ?
F4 C16 C17 119.8(5) . . ?
F4 C16 C15 119.9(5) . . ?
C15 C16 C17 120.2(5) . . ?
F3 C15 C14 119.8(6) . . ?
F3 C15 C16 120.7(6) . . ?
C14 C15 C16 119.4(5) . . ?
F8 C26 C27 118.6(6) . . ?
C25 C26 F8 121.4(6) . . ?
C25 C26 C27 120.0(5) . . ?
C7 C6 H6 120.5 . . ?
C5 C6 C7 118.9(5) . . ?
C5 C6 H6 120.5 . . ?
F7 C25 C24 119.9(6) . . ?
C26 C25 F7 120.8(6) . . ?
C26 C25 C24 119.3(5) . . ?
C2 C3 H3 121.1 . . ?
C4 C3 C2 117.8(5) . . ?
C4 C3 H3 121.1 . . ?
N1 B1 N2 103.6(4) . . ?
N1 B1 C18 112.4(4) . . ?
N1 B1 C29 109.5(4) . . ?
N2 B1 C18 106.1(4) . . ?
N2 B1 C29 111.6(4) . . ?
C29 B1 C18 113.2(4) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 C6 120.6(6) . . ?
C4 C5 H5 119.7 . . ?
C3 C4 H4 119.0 . . ?
C5 C4 C3 121.9(5) . . ?
C5 C4 H4 119.0 . . ?
Cl2 C30 H30 104.3 . . ?
Cl3 C30 Cl2 115.2(5) . . ?
Cl3 C30 Cl1 116.4(5) . . ?
Cl3 C30 H30 104.3 . . ?
Cl1 C30 Cl2 110.9(6) . . ?
Cl1 C30 H30 104.3 . . ?
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
Cl2 C30 1.724(9) . ?
F1 C13 1.331(5) . ?
F15 C23 1.355(5) . ?
F5 C17 1.340(5) . ?
Cl3 C30 1.629(8) . ?
F11 C19 1.352(5) . ?
Cl1 C30 1.712(9) . ?
F10 C28 1.355(5) . ?
F13 C21 1.340(6) . ?
F14 C22 1.344(5) . ?
F6 C24 1.333(5) . ?
F2 C14 1.340(5) . ?
F3 C15 1.334(6) . ?
F9 C27 1.338(6) . ?
N1 C8 1.343(6) . ?
N1 C1 1.459(5) . ?
N1 B1 1.540(7) . ?
N2 H2 0.8600 . ?
N2 C10 1.316(5) . ?
N2 B1 1.554(6) . ?
F8 C26 1.349(6) . ?
F4 C16 1.357(6) . ?
F12 C20 1.328(5) . ?
F7 C25 1.334(6) . ?
C8 C9 1.387(6) . ?
C8 C7 1.467(6) . ?
C9 C12 1.496(6) . ?
C9 C10 1.398(6) . ?
C12 C13 1.367(6) . ?
C12 C17 1.380(6) . ?
C18 C23 1.394(6) . ?
C18 C19 1.381(6) . ?
C18 B1 1.643(7) . ?
C29 C28 1.383(6) . ?
C29 C24 1.371(6) . ?
C29 B1 1.633(7) . ?
C7 C2 1.384(6) . ?
C7 C6 1.390(7) . ?
C23 C22 1.375(7) . ?
C10 C11 1.494(6) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C20 C19 1.384(7) . ?
C20 C21 1.369(7) . ?
C13 C14 1.386(7) . ?
C28 C27 1.369(7) . ?
C22 C21 1.351(7) . ?
C2 C1 1.491(7) . ?
C2 C3 1.383(7) . ?
C17 C16 1.365(7) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C24 C25 1.402(7) . ?
C14 C15 1.349(7) . ?
C27 C26 1.375(8) . ?
C16 C15 1.361(8) . ?
C26 C25 1.331(8) . ?
C6 H6 0.9300 . ?
C6 C5 1.381(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.373(8) . ?
C5 H5 0.9300 . ?
C5 C4 1.359(8) . ?
C4 H4 0.9300 . ?
C30 H30 0.9800 . ?
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
F1 C13 C14 F2 1.7(7) . . . . ?
F1 C13 C14 C15 -176.4(5) . . . . ?
F15 C23 C22 F14 1.0(7) . . . . ?
F15 C23 C22 C21 179.0(4) . . . . ?
F5 C17 C16 F4 2.7(7) . . . . ?
F5 C17 C16 C15 -178.9(5) . . . . ?
F10 C28 C27 F9 1.6(7) . . . . ?
F10 C28 C27 C26 -178.3(5) . . . . ?
F14 C22 C21 F13 0.1(7) . . . . ?
F14 C22 C21 C20 179.0(5) . . . . ?
F6 C24 C25 F7 -2.4(8) . . . . ?
F6 C24 C25 C26 178.7(5) . . . . ?
F2 C14 C15 F3 0.8(8) . . . . ?
F2 C14 C15 C16 -179.4(5) . . . . ?
F9 C27 C26 F8 -0.8(8) . . . . ?
F9 C27 C26 C25 -179.0(5) . . . . ?
N1 C8 C9 C12 -177.8(4) . . . . ?
N1 C8 C9 C10 7.2(6) . . . . ?
N1 C8 C7 C2 -0.3(5) . . . . ?
N1 C8 C7 C6 179.3(5) . . . . ?
F8 C26 C25 F7 1.2(9) . . . . ?
F8 C26 C25 C24 -179.9(5) . . . . ?
F4 C16 C15 F3 -1.8(8) . . . . ?
F4 C16 C15 C14 178.3(5) . . . . ?
F12 C20 C19 F11 -0.4(7) . . . . ?
F12 C20 C19 C18 -179.5(4) . . . . ?
F12 C20 C21 F13 -1.8(8) . . . . ?
F12 C20 C21 C22 179.3(5) . . . . ?
C8 N1 C1 C2 -2.1(5) . . . . ?
C8 N1 B1 N2 -30.2(5) . . . . ?
C8 N1 B1 C18 83.9(5) . . . . ?
C8 N1 B1 C29 -149.4(4) . . . . ?
C8 C9 C12 C13 -96.0(5) . . . . ?
C8 C9 C12 C17 85.6(6) . . . . ?
C8 C9 C10 N2 -9.3(6) . . . . ?
C8 C9 C10 C11 170.9(4) . . . . ?
C8 C7 C2 C1 -1.1(5) . . . . ?
C8 C7 C2 C3 177.6(4) . . . . ?
C8 C7 C6 C5 -177.1(5) . . . . ?
C9 C8 C7 C2 176.7(4) . . . . ?
C9 C8 C7 C6 -3.8(8) . . . . ?
C9 C12 C13 F1 -0.6(7) . . . . ?
C9 C12 C13 C14 -178.4(4) . . . . ?
C9 C12 C17 F5 -2.5(7) . . . . ?
C9 C12 C17 C16 176.9(5) . . . . ?
C12 C9 C10 N2 175.6(4) . . . . ?
C12 C9 C10 C11 -4.2(6) . . . . ?
C12 C13 C14 F2 179.4(4) . . . . ?
C12 C13 C14 C15 1.4(8) . . . . ?
C12 C17 C16 F4 -176.8(4) . . . . ?
C12 C17 C16 C15 1.7(8) . . . . ?
C18 C23 C22 F14 -178.7(4) . . . . ?
C18 C23 C22 C21 -0.7(8) . . . . ?
C29 C28 C27 F9 -179.4(5) . . . . ?
C29 C28 C27 C26 0.7(8) . . . . ?
C29 C24 C25 F7 179.9(5) . . . . ?
C29 C24 C25 C26 1.0(9) . . . . ?
C7 C8 C9 C12 5.6(7) . . . . ?
C7 C8 C9 C10 -169.4(4) . . . . ?
C7 C2 C1 N1 1.9(5) . . . . ?
C7 C2 C3 C4 0.6(8) . . . . ?
C7 C6 C5 C4 -1.5(8) . . . . ?
C23 C18 C19 F11 -179.6(4) . . . . ?
C23 C18 C19 C20 -0.5(7) . . . . ?
C23 C18 B1 N1 -172.8(4) . . . . ?
C23 C18 B1 N2 -60.2(5) . . . . ?
C23 C18 B1 C29 62.6(5) . . . . ?
C23 C22 C21 F13 -177.9(4) . . . . ?
C23 C22 C21 C20 1.0(8) . . . . ?
C10 N2 B1 N1 28.7(6) . . . . ?
C10 N2 B1 C18 -89.9(5) . . . . ?
C10 N2 B1 C29 146.4(4) . . . . ?
C10 C9 C12 C13 79.0(6) . . . . ?
C10 C9 C12 C17 -99.4(5) . . . . ?
C13 C12 C17 F5 178.9(4) . . . . ?
C13 C12 C17 C16 -1.6(7) . . . . ?
C13 C14 C15 F3 178.8(5) . . . . ?
C13 C14 C15 C16 -1.3(8) . . . . ?
C28 C29 C24 F6 -177.1(5) . . . . ?
C28 C29 C24 C25 0.4(7) . . . . ?
C28 C29 B1 N1 78.6(5) . . . . ?
C28 C29 B1 N2 -35.6(6) . . . . ?
C28 C29 B1 C18 -155.2(4) . . . . ?
C28 C27 C26 F8 179.1(5) . . . . ?
C28 C27 C26 C25 0.9(9) . . . . ?
C2 C7 C6 C5 2.4(7) . . . . ?
C2 C3 C4 C5 0.4(9) . . . . ?
C19 C18 C23 F15 -179.3(4) . . . . ?
C19 C18 C23 C22 0.5(7) . . . . ?
C19 C18 B1 N1 4.6(6) . . . . ?
C19 C18 B1 N2 117.2(5) . . . . ?
C19 C18 B1 C29 -120.1(5) . . . . ?
C19 C20 C21 F13 177.9(4) . . . . ?
C19 C20 C21 C22 -1.0(8) . . . . ?
C17 C12 C13 F1 177.8(4) . . . . ?
C17 C12 C13 C14 0.1(7) . . . . ?
C17 C16 C15 F3 179.7(5) . . . . ?
C17 C16 C15 C14 -0.1(8) . . . . ?
C1 N1 C8 C9 -175.7(4) . . . . ?
C1 N1 C8 C7 1.6(5) . . . . ?
C1 N1 B1 N2 162.5(4) . . . . ?
C1 N1 B1 C18 -83.3(5) . . . . ?
C1 N1 B1 C29 43.3(5) . . . . ?
C1 C2 C3 C4 179.0(5) . . . . ?
C21 C20 C19 F11 180.0(4) . . . . ?
C21 C20 C19 C18 0.8(8) . . . . ?
C24 C29 C28 F10 177.7(4) . . . . ?
C24 C29 C28 C27 -1.3(8) . . . . ?
C24 C29 B1 N1 -100.0(5) . . . . ?
C24 C29 B1 N2 145.9(5) . . . . ?
C24 C29 B1 C18 26.2(7) . . . . ?
C27 C26 C25 F7 179.5(5) . . . . ?
C27 C26 C25 C24 -1.6(9) . . . . ?
C6 C7 C2 C1 179.3(4) . . . . ?
C6 C7 C2 C3 -2.0(7) . . . . ?
C6 C5 C4 C3 0.1(9) . . . . ?
C3 C2 C1 N1 -176.7(5) . . . . ?
B1 N1 C8 C9 15.6(6) . . . . ?
B1 N1 C8 C7 -167.1(4) . . . . ?
B1 N1 C1 C2 166.3(4) . . . . ?
B1 N2 C10 C9 -11.5(7) . . . . ?
B1 N2 C10 C11 168.4(4) . . . . ?
B1 C18 C23 F15 -1.5(6) . . . . ?
B1 C18 C23 C22 178.2(4) . . . . ?
B1 C18 C19 F11 2.9(7) . . . . ?
B1 C18 C19 C20 -178.0(5) . . . . ?
B1 C29 C28 F10 -1.0(7) . . . . ?
B1 C29 C28 C27 -180.0(5) . . . . ?
B1 C29 C24 F6 1.5(8) . . . . ?
B1 C29 C24 C25 179.1(5) . . . . ?
