# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_200728fzt01_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2079823'
loop_
_audit_author_name
_audit_author_address
'Zhongtao Feng'
;Nanjing University
China
;
_audit_update_record             
;
2021-04-24 deposited with the CCDC.	2021-11-05 downloaded from the CCDC.
;
_audit_creation_date             2020-07-28
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.16 svn.r6f6c53a7 for OlexSys, GUI svn.r6139)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C48 H22 B2 F20 O4, 2(C7 H8)'
_chemical_formula_sum            'C62 H38 B2 F20 O4'
_chemical_formula_weight         1248.54
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0148 0.0070 '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 0.0073 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0599 0.0411 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.6004(6)
_cell_length_b                   12.4461(7)
_cell_length_c                   12.6370(7)
_cell_angle_alpha                74.158(3)
_cell_angle_beta                 81.407(4)
_cell_angle_gamma                71.642(3)
_cell_volume                     1375.35(14)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    5749
_cell_measurement_temperature    193.01
_cell_measurement_theta_max      53.92
_cell_measurement_theta_min      3.17
_shelx_estimated_absorpt_T_max   0.926
_shelx_estimated_absorpt_T_min   0.859
_exptl_absorpt_coefficient_mu    0.784
_exptl_absorpt_correction_T_max  0.7506
_exptl_absorpt_correction_T_min  0.6237
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1137 before and 0.0648 after correction.
The Ratio of minimum to maximum transmission is 0.8309.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            reddish
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0563
_diffrn_reflns_av_unetI/netI     0.0530
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14252
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         53.989
_diffrn_reflns_theta_min         3.170
_diffrn_ambient_temperature      193.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_source_current           2.86
_diffrn_source_power             0.1993706
_diffrn_source_voltage           69.71
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3398
_reflns_number_total             5001
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         5001
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0768
_refine_ls_R_factor_gt           0.0474
_refine_ls_restrained_S_all      1.053
_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)+(0.0687P)²+0.2207P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1226
_refine_ls_wR_factor_ref         0.1391
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C26(H26), C27(H27), C28(H28), C29(H29), C30(H30)
2.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C31(H31A,H31B,
 H31C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
B1 B 0.3639(3) 0.6615(2) 0.6289(2) 0.0304(6) Uani 1 1 d . . . . .
C1 C 0.4014(2) 0.83845(18) 0.61773(17) 0.0270(5) Uani 1 1 d . . . . .
C2 C 0.4602(2) 0.80559(18) 0.51822(17) 0.0270(5) Uani 1 1 d . . . . .
C3 C 0.5287(2) 0.87624(18) 0.43053(17) 0.0265(5) Uani 1 1 d . . . . .
C4 C 0.5917(2) 0.84370(19) 0.33326(17) 0.0293(5) Uani 1 1 d . . . . .
H4 H 0.589438 0.771160 0.323744 0.035 Uiso 1 1 calc R U . . .
C5 C 0.6584(2) 0.91451(19) 0.24899(17) 0.0290(5) Uani 1 1 d . . . . .
C6 C 0.6593(2) 1.01998(19) 0.26646(17) 0.0288(5) Uani 1 1 d . . . . .
H6 H 0.702996 1.070186 0.210474 0.035 Uiso 1 1 calc R U . . .
C7 C 0.5979(2) 1.05433(18) 0.36359(17) 0.0272(5) Uani 1 1 d . . . . .
C8 C 0.5310(2) 0.98281(18) 0.44954(16) 0.0260(5) Uani 1 1 d . . . . .
C9 C 0.7313(3) 0.8760(2) 0.14410(19) 0.0375(6) Uani 1 1 d . . . . .
C10 C 0.6460(4) 0.8082(3) 0.1095(3) 0.0650(9) Uani 1 1 d . . . . .
H10A H 0.644975 0.737925 0.167888 0.097 Uiso 1 1 calc R U . . .
H10B H 0.693206 0.785961 0.041319 0.097 Uiso 1 1 calc R U . . .
H10C H 0.544751 0.857209 0.097185 0.097 Uiso 1 1 calc R U . . .
C11 C 0.7447(5) 0.9792(3) 0.0501(2) 0.0806(12) Uani 1 1 d . . . . .
H11A H 0.646849 1.034141 0.036081 0.121 Uiso 1 1 calc R U . . .
H11B H 0.788408 0.951830 -0.016410 0.121 Uiso 1 1 calc R U . . .
H11C H 0.807459 1.018332 0.070050 0.121 Uiso 1 1 calc R U . . .
C12 C 0.8856(3) 0.7940(3) 0.1702(3) 0.0696(9) Uani 1 1 d . . . . .
H12A H 0.942294 0.835261 0.194008 0.104 Uiso 1 1 calc R U . . .
H12B H 0.935673 0.768418 0.104011 0.104 Uiso 1 1 calc R U . . .
H12C H 0.877367 0.725872 0.229196 0.104 Uiso 1 1 calc R U . . .
C13 C 0.2027(2) 0.65979(19) 0.60771(17) 0.0292(5) Uani 1 1 d . . . . .
C14 C 0.1520(2) 0.5625(2) 0.63586(19) 0.0348(5) Uani 1 1 d . . . . .
C15 C 0.0133(3) 0.5656(2) 0.6167(2) 0.0421(6) Uani 1 1 d . . . . .
C16 C -0.0825(3) 0.6689(2) 0.5680(2) 0.0453(7) Uani 1 1 d . . . . .
C17 C -0.0381(3) 0.7679(2) 0.5377(2) 0.0439(6) Uani 1 1 d . . . . .
C18 C 0.1014(3) 0.7614(2) 0.55767(19) 0.0356(5) Uani 1 1 d . . . . .
C19 C 0.4711(2) 0.54378(19) 0.69979(18) 0.0302(5) Uani 1 1 d . . . . .
C20 C 0.4430(2) 0.5092(2) 0.81332(19) 0.0347(5) Uani 1 1 d . . . . .
C21 C 0.5291(3) 0.4108(2) 0.8793(2) 0.0417(6) Uani 1 1 d . . . . .
C22 C 0.6504(3) 0.3411(2) 0.8322(2) 0.0441(6) Uani 1 1 d . . . . .
C23 C 0.6816(3) 0.3705(2) 0.7203(2) 0.0402(6) Uani 1 1 d . . . . .
C24 C 0.5941(2) 0.4706(2) 0.65679(19) 0.0342(5) Uani 1 1 d . . . . .
C25 C 0.1249(4) 0.1432(3) 0.2119(2) 0.0658(9) Uani 1 1 d . . . . .
C26 C 0.0203(3) 0.2422(4) 0.1616(3) 0.0722(10) Uani 1 1 d . . . . .
H26 H -0.073726 0.237456 0.152226 0.087 Uiso 1 1 calc R U . . .
C27 C 0.0513(4) 0.3475(4) 0.1249(3) 0.0837(12) Uani 1 1 d . . . . .
H27 H -0.022152 0.414634 0.091008 0.100 Uiso 1 1 calc R U . . .
C28 C 0.1881(4) 0.3573(4) 0.1366(3) 0.0826(11) Uani 1 1 d . . . . .
H28 H 0.208884 0.430224 0.112113 0.099 Uiso 1 1 calc R U . . .
C29 C 0.2928(4) 0.2577(4) 0.1850(3) 0.0757(10) Uani 1 1 d . . . . .
H29 H 0.388025 0.261590 0.192401 0.091 Uiso 1 1 calc R U . . .
C30 C 0.2609(3) 0.1525(4) 0.2227(3) 0.0682(10) Uani 1 1 d . . . . .
H30 H 0.334097 0.085257 0.256689 0.082 Uiso 1 1 calc R U . . .
C31 C 0.0906(5) 0.0304(4) 0.2530(3) 0.0928(13) Uani 1 1 d . . . . .
H31A H 0.163458 -0.023243 0.304260 0.139 Uiso 1 1 calc R U . . .
H31B H 0.093360 -0.003085 0.190695 0.139 Uiso 1 1 calc R U . . .
H31C H -0.007718 0.042994 0.291156 0.139 Uiso 1 1 calc R U . . .
F1 F 0.24010(15) 0.45698(12) 0.68342(13) 0.0490(4) Uani 1 1 d . . . . .
F2 F -0.02976(18) 0.46792(15) 0.64538(16) 0.0666(5) Uani 1 1 d . . . . .
F3 F -0.21826(17) 0.67211(16) 0.54981(17) 0.0728(6) Uani 1 1 d . . . . .
F4 F -0.13134(17) 0.87013(15) 0.48962(16) 0.0690(5) Uani 1 1 d . . . . .
F5 F 0.13850(15) 0.86233(12) 0.52547(13) 0.0500(4) Uani 1 1 d . . . . .
F6 F 0.32143(15) 0.57231(13) 0.86213(11) 0.0479(4) Uani 1 1 d . . . . .
F7 F 0.49515(17) 0.38149(15) 0.98820(12) 0.0603(5) Uani 1 1 d . . . . .
F8 F 0.73440(17) 0.24434(14) 0.89548(14) 0.0648(5) Uani 1 1 d . . . . .
F9 F 0.79870(16) 0.30175(14) 0.67425(14) 0.0570(4) Uani 1 1 d . . . . .
F10 F 0.63236(15) 0.49401(12) 0.54833(11) 0.0433(4) Uani 1 1 d . . . . .
O1 O 0.34563(15) 0.76058(13) 0.68578(11) 0.0295(4) Uani 1 1 d . . . . .
O2 O 0.44260(16) 0.70593(13) 0.51769(12) 0.0304(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
B1 C13 1.617(3) . ?
B1 C19 1.618(3) . ?
B1 O1 1.542(3) . ?
B1 O2 1.540(3) . ?
C1 C2 1.411(3) . ?
C1 C7 1.419(3) 2_676 ?
C1 O1 1.304(2) . ?
C2 C3 1.431(3) . ?
C2 O2 1.305(3) . ?
C3 C4 1.392(3) . ?
C3 C8 1.418(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.400(3) . ?
C5 C6 1.392(3) . ?
C5 C9 1.528(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.396(3) . ?
C7 C8 1.418(3) . ?
C8 C8 1.440(4) 2_676 ?
C9 C10 1.522(4) . ?
C9 C11 1.517(3) . ?
C9 C12 1.534(4) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.384(3) . ?
C13 C18 1.384(3) . ?
C14 C15 1.375(3) . ?
C14 F1 1.350(3) . ?
C15 C16 1.367(4) . ?
C15 F2 1.345(3) . ?
C16 C17 1.368(4) . ?
C16 F3 1.343(3) . ?
C17 C18 1.373(3) . ?
C17 F4 1.347(3) . ?
C18 F5 1.353(3) . ?
C19 C20 1.392(3) . ?
C19 C24 1.386(3) . ?
C20 C21 1.375(3) . ?
C20 F6 1.353(3) . ?
C21 C22 1.379(4) . ?
C21 F7 1.341(3) . ?
C22 C23 1.372(4) . ?
C22 F8 1.339(3) . ?
C23 C24 1.378(3) . ?
C23 F9 1.343(3) . ?
C24 F10 1.341(3) . ?
C25 C26 1.384(5) . ?
C25 C30 1.376(4) . ?
C25 C31 1.479(5) . ?
C26 H26 0.9500 . ?
C26 C27 1.375(6) . ?
C27 H27 0.9500 . ?
C27 C28 1.389(5) . ?
C28 H28 0.9500 . ?
C28 C29 1.381(5) . ?
C29 H29 0.9500 . ?
C29 C30 1.380(5) . ?
C30 H30 0.9500 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?

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 B1 C19 118.27(18) . . ?
O1 B1 C13 108.74(18) . . ?
O1 B1 C19 107.79(18) . . ?
O2 B1 C13 109.14(18) . . ?
O2 B1 C19 110.64(18) . . ?
O2 B1 O1 100.81(16) . . ?
C2 C1 C7 122.25(18) . 2_676 ?
O1 C1 C2 111.72(19) . . ?
O1 C1 C7 126.0(2) . 2_676 ?
C1 C2 C3 122.4(2) . . ?
O2 C2 C1 111.65(17) . . ?
O2 C2 C3 126.0(2) . . ?
C4 C3 C2 123.3(2) . . ?
C4 C3 C8 121.22(18) . . ?
C8 C3 C2 115.4(2) . . ?
C3 C4 H4 119.0 . . ?
C3 C4 C5 122.1(2) . . ?
C5 C4 H4 119.0 . . ?
C4 C5 C9 121.5(2) . . ?
C6 C5 C4 117.0(2) . . ?
C6 C5 C9 121.45(19) . . ?
C5 C6 H6 118.9 . . ?
C5 C6 C7 122.11(19) . . ?
C7 C6 H6 118.9 . . ?
C6 C7 C1 122.53(19) . 2_676 ?
C6 C7 C8 121.2(2) . . ?
C8 C7 C1 116.3(2) . 2_676 ?
C3 C8 C8 122.2(2) . 2_676 ?
C7 C8 C3 116.4(2) . . ?
C7 C8 C8 121.4(2) . 2_676 ?
C5 C9 C12 107.6(2) . . ?
C10 C9 C5 110.8(2) . . ?
C10 C9 C12 107.9(3) . . ?
C11 C9 C5 111.6(2) . . ?
C11 C9 C10 109.7(3) . . ?
C11 C9 C12 109.2(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 B1 125.6(2) . . ?
C14 C13 C18 114.0(2) . . ?
C18 C13 B1 120.43(19) . . ?
C15 C14 C13 123.4(2) . . ?
F1 C14 C13 120.4(2) . . ?
F1 C14 C15 116.2(2) . . ?
C16 C15 C14 119.9(2) . . ?
F2 C15 C14 120.8(2) . . ?
F2 C15 C16 119.3(2) . . ?
C15 C16 C17 119.3(2) . . ?
F3 C16 C15 119.9(2) . . ?
F3 C16 C17 120.8(2) . . ?
C16 C17 C18 119.2(2) . . ?
F4 C17 C16 119.9(2) . . ?
F4 C17 C18 120.9(2) . . ?
C17 C18 C13 124.2(2) . . ?
F5 C18 C13 119.6(2) . . ?
F5 C18 C17 116.2(2) . . ?
C20 C19 B1 120.1(2) . . ?
C24 C19 B1 125.2(2) . . ?
C24 C19 C20 114.7(2) . . ?
C21 C20 C19 123.6(2) . . ?
F6 C20 C19 119.0(2) . . ?
F6 C20 C21 117.3(2) . . ?
C20 C21 C22 119.3(2) . . ?
F7 C21 C20 120.7(2) . . ?
F7 C21 C22 120.0(2) . . ?
C23 C22 C21 119.4(2) . . ?
F8 C22 C21 119.9(2) . . ?
F8 C22 C23 120.8(2) . . ?
C22 C23 C24 119.8(2) . . ?
F9 C23 C22 119.4(2) . . ?
F9 C23 C24 120.8(2) . . ?
C23 C24 C19 123.2(2) . . ?
F10 C24 C19 120.5(2) . . ?
F10 C24 C23 116.3(2) . . ?
C26 C25 C31 120.6(3) . . ?
C30 C25 C26 118.3(4) . . ?
C30 C25 C31 121.1(4) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 C25 120.7(3) . . ?
C27 C26 H26 119.7 . . ?
C26 C27 H27 119.4 . . ?
C26 C27 C28 121.1(4) . . ?
C28 C27 H27 119.4 . . ?
C27 C28 H28 121.0 . . ?
C29 C28 C27 117.9(4) . . ?
C29 C28 H28 121.0 . . ?
C28 C29 H29 119.6 . . ?
C30 C29 C28 120.8(3) . . ?
C30 C29 H29 119.6 . . ?
C25 C30 C29 121.2(3) . . ?
C25 C30 H30 119.4 . . ?
C29 C30 H30 119.4 . . ?
C25 C31 H31A 109.5 . . ?
C25 C31 H31B 109.5 . . ?
C25 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C1 O1 B1 107.90(16) . . ?
C2 O2 B1 107.91(17) . . ?

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
B1 C13 C14 C15 179.5(2) . . . . ?
B1 C13 C14 F1 -1.3(4) . . . . ?
B1 C13 C18 C17 -179.2(2) . . . . ?
B1 C13 C18 F5 0.6(3) . . . . ?
B1 C19 C20 C21 -179.7(2) . . . . ?
B1 C19 C20 F6 3.2(3) . . . . ?
B1 C19 C24 C23 -179.4(2) . . . . ?
B1 C19 C24 F10 -0.7(3) . . . . ?
C1 C2 C3 C4 177.77(19) . . . . ?
C1 C2 C3 C8 -1.2(3) . . . . ?
C1 C2 O2 B1 -0.5(2) . . . . ?
C1 C7 C8 C3 179.29(18) 2_676 . . . ?
C1 C7 C8 C8 -0.7(3) 2_676 . . 2_676 ?
C2 C1 O1 B1 -0.9(2) . . . . ?
C2 C3 C4 C5 -179.8(2) . . . . ?
C2 C3 C8 C7 -179.83(18) . . . . ?
C2 C3 C8 C8 0.2(3) . . . 2_676 ?
C3 C2 O2 B1 180.0(2) . . . . ?
C3 C4 C5 C6 0.0(3) . . . . ?
C3 C4 C5 C9 178.1(2) . . . . ?
C4 C3 C8 C7 1.2(3) . . . . ?
C4 C3 C8 C8 -178.8(2) . . . 2_676 ?
C4 C5 C6 C7 0.5(3) . . . . ?
C4 C5 C9 C10 36.5(3) . . . . ?
C4 C5 C9 C11 159.0(3) . . . . ?
C4 C5 C9 C12 -81.3(3) . . . . ?
C5 C6 C7 C1 179.85(19) . . . 2_676 ?
C5 C6 C7 C8 -0.2(3) . . . . ?
C6 C5 C9 C10 -145.6(2) . . . . ?
C6 C5 C9 C11 -23.1(3) . . . . ?
C6 C5 C9 C12 96.7(3) . . . . ?
C6 C7 C8 C3 -0.7(3) . . . . ?
C6 C7 C8 C8 179.3(2) . . . 2_676 ?
C7 C1 C2 C3 2.0(3) 2_676 . . . ?
C7 C1 C2 O2 -177.54(18) 2_676 . . . ?
C7 C1 O1 B1 177.5(2) 2_676 . . . ?
C8 C3 C4 C5 -0.9(3) . . . . ?
C9 C5 C6 C7 -177.54(19) . . . . ?
C13 B1 C19 C20 -73.4(3) . . . . ?
C13 B1 C19 C24 106.8(3) . . . . ?
C13 B1 O1 C1 -114.09(18) . . . . ?
C13 B1 O2 C2 114.34(19) . . . . ?
C13 C14 C15 C16 -0.3(4) . . . . ?
C13 C14 C15 F2 179.6(2) . . . . ?
C14 C13 C18 C17 0.7(4) . . . . ?
C14 C13 C18 F5 -179.5(2) . . . . ?
C14 C15 C16 C17 0.7(4) . . . . ?
C14 C15 C16 F3 -179.6(2) . . . . ?
C15 C16 C17 C18 -0.4(4) . . . . ?
C15 C16 C17 F4 180.0(3) . . . . ?
C16 C17 C18 C13 -0.3(4) . . . . ?
C16 C17 C18 F5 179.8(2) . . . . ?
C18 C13 C14 C15 -0.3(4) . . . . ?
C18 C13 C14 F1 178.8(2) . . . . ?
C19 B1 C13 C14 -6.7(3) . . . . ?
C19 B1 C13 C18 173.2(2) . . . . ?
C19 B1 O1 C1 116.56(18) . . . . ?
C19 B1 O2 C2 -113.9(2) . . . . ?
C19 C20 C21 C22 -0.1(4) . . . . ?
C19 C20 C21 F7 -179.2(2) . . . . ?
C20 C19 C24 C23 0.8(3) . . . . ?
C20 C19 C24 F10 179.6(2) . . . . ?
C20 C21 C22 C23 -0.9(4) . . . . ?
C20 C21 C22 F8 -179.4(2) . . . . ?
C21 C22 C23 C24 1.8(4) . . . . ?
C21 C22 C23 F9 -179.1(2) . . . . ?
C22 C23 C24 C19 -1.8(4) . . . . ?
C22 C23 C24 F10 179.4(2) . . . . ?
C24 C19 C20 C21 0.1(3) . . . . ?
C24 C19 C20 F6 -177.1(2) . . . . ?
C25 C26 C27 C28 0.4(6) . . . . ?
C26 C25 C30 C29 0.3(5) . . . . ?
C26 C27 C28 C29 0.8(6) . . . . ?
C27 C28 C29 C30 -1.5(5) . . . . ?
C28 C29 C30 C25 0.9(5) . . . . ?
C30 C25 C26 C27 -1.0(5) . . . . ?
C31 C25 C26 C27 179.0(3) . . . . ?
C31 C25 C30 C29 -179.6(3) . . . . ?
F1 C14 C15 C16 -179.4(2) . . . . ?
F1 C14 C15 F2 0.5(4) . . . . ?
F2 C15 C16 C17 -179.3(3) . . . . ?
F2 C15 C16 F3 0.4(4) . . . . ?
F3 C16 C17 C18 179.9(3) . . . . ?
F3 C16 C17 F4 0.3(4) . . . . ?
F4 C17 C18 C13 179.3(2) . . . . ?
F4 C17 C18 F5 -0.6(4) . . . . ?
F6 C20 C21 C22 177.1(2) . . . . ?
F6 C20 C21 F7 -2.0(4) . . . . ?
F7 C21 C22 C23 178.3(2) . . . . ?
F7 C21 C22 F8 -0.2(4) . . . . ?
F8 C22 C23 C24 -179.7(2) . . . . ?
F8 C22 C23 F9 -0.7(4) . . . . ?
F9 C23 C24 C19 179.1(2) . . . . ?
F9 C23 C24 F10 0.4(3) . . . . ?
O1 B1 C13 C14 -129.9(2) . . . . ?
O1 B1 C13 C18 49.9(3) . . . . ?
O1 B1 C19 C20 50.4(3) . . . . ?
O1 B1 C19 C24 -129.4(2) . . . . ?
O1 B1 O2 C2 0.0(2) . . . . ?
O1 C1 C2 C3 -179.54(19) . . . . ?
O1 C1 C2 O2 0.9(2) . . . . ?
O2 B1 C13 C14 121.0(2) . . . . ?
O2 B1 C13 C18 -59.2(3) . . . . ?
O2 B1 C19 C20 159.70(19) . . . . ?
O2 B1 C19 C24 -20.0(3) . . . . ?
O2 B1 O1 C1 0.6(2) . . . . ?
O2 C2 C3 C4 -2.8(3) . . . . ?
O2 C2 C3 C8 178.30(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_200903fzt01_0m_a_sq
_database_code_depnum_ccdc_archive 'CCDC 2079824'
loop_
_audit_author_name
_audit_author_address
'Zhongtao Feng'
;Nanjing University
China
;
_audit_update_record             
;
2021-04-24 deposited with the CCDC.	2021-11-05 downloaded from the CCDC.
;
_audit_creation_date             2020-09-03
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C40 H4 B2 Br2 F20 O4'
_chemical_formula_sum            'C40 H4 B2 Br2 F20 O4'
_chemical_formula_weight         1109.87
_chemical_melting_point          ?
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'
Br Br -0.2901 2.4595 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.4968(4)
_cell_length_b                   12.6034(7)
_cell_length_c                   12.6524(6)
_cell_angle_alpha                65.579(2)
_cell_angle_beta                 79.789(2)
_cell_angle_gamma                78.572(2)
_cell_volume                     1343.83(12)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    4045
_cell_measurement_temperature    196
_cell_measurement_theta_max      26.48
_cell_measurement_theta_min      2.60
_shelx_estimated_absorpt_T_max   0.856
_shelx_estimated_absorpt_T_min   0.739
_exptl_absorpt_coefficient_mu    1.610
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6744
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0764 before and 0.0402 after correction.
The Ratio of minimum to maximum transmission is 0.9045.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_unetI/netI     0.0488
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12607
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_min         2.604
_diffrn_ambient_temperature      196
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           40.0
_diffrn_source_power             2.0
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4366
_reflns_number_total             6119
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.646
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         6119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0395
_refine_ls_restrained_S_all      1.040
_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)+(0.0428P)²+0.2516P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0957
_refine_ls_wR_factor_ref         0.1035
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
B1 B 0.2179(3) 0.3343(2) 0.3040(2) 0.0340(6) Uani 1 1 d . . . . .
Br1 Br -0.15163(3) 0.11485(3) 0.87720(2) 0.05986(12) Uani 1 1 d . . . . .
C1 C 0.1319(2) 0.16139(19) 0.34780(18) 0.0317(5) Uani 1 1 d . . . . .
C2 C 0.0949(2) 0.19055(19) 0.44547(18) 0.0315(5) Uani 1 1 d . . . . .
C3 C 0.0173(2) 0.11908(19) 0.54973(18) 0.0305(5) Uani 1 1 d . . . . .
C4 C -0.0218(2) 0.1487(2) 0.64714(19) 0.0369(5) Uani 1 1 d . . . . .
H4 H 0.002559 0.219011 0.645398 0.044 Uiso 1 1 calc R U . . .
C5 C -0.0963(3) 0.0748(2) 0.74604(18) 0.0382(5) Uani 1 1 d . . . . .
C6 C -0.1329(2) -0.0279(2) 0.75065(18) 0.0372(5) Uani 1 1 d . . . . .
H6 H -0.183851 -0.077797 0.819198 0.045 Uiso 1 1 calc R U . . .
C7 C -0.0944(2) -0.05772(19) 0.65377(18) 0.0309(5) Uani 1 1 d . . . . .
C8 C -0.0190(2) 0.01505(19) 0.55022(17) 0.0295(5) Uani 1 1 d . . . . .
C9 C 0.3863(2) 0.3329(2) 0.31064(19) 0.0363(5) Uani 1 1 d . . . . .
C10 C 0.4625(3) 0.4283(2) 0.2534(2) 0.0407(6) Uani 1 1 d . . . . .
C11 C 0.6061(3) 0.4233(2) 0.2643(2) 0.0460(6) Uani 1 1 d . . . . .
C12 C 0.6788(3) 0.3210(3) 0.3348(2) 0.0530(7) Uani 1 1 d . . . . .
C13 C 0.6102(3) 0.2245(3) 0.3935(2) 0.0554(7) Uani 1 1 d . . . . .
C14 C 0.4672(3) 0.2320(2) 0.3794(2) 0.0468(6) Uani 1 1 d . . . . .
C15 C 0.1286(2) 0.4569(2) 0.22413(19) 0.0350(5) Uani 1 1 d . . . . .
C16 C 0.1462(3) 0.4949(2) 0.1040(2) 0.0453(6) Uani 1 1 d . . . . .
C17 C 0.0728(4) 0.5972(2) 0.0309(2) 0.0545(7) Uani 1 1 d . . . . .
C18 C -0.0250(3) 0.6663(2) 0.0782(3) 0.0562(8) Uani 1 1 d . . . . .
C19 C -0.0449(3) 0.6334(2) 0.1961(3) 0.0488(6) Uani 1 1 d . . . . .
C20 C 0.0318(3) 0.5301(2) 0.2669(2) 0.0412(6) Uani 1 1 d . . . . .
F1 F 0.39746(16) 0.53208(13) 0.18419(14) 0.0565(4) Uani 1 1 d . . . . .
F2 F 0.67297(17) 0.51891(15) 0.20712(14) 0.0635(5) Uani 1 1 d . . . . .
F3 F 0.81901(16) 0.31570(18) 0.34663(16) 0.0764(6) Uani 1 1 d . . . . .
F4 F 0.68213(19) 0.12303(17) 0.46220(18) 0.0872(7) Uani 1 1 d . . . . .
F5 F 0.40541(16) 0.13288(13) 0.43857(15) 0.0635(5) Uani 1 1 d . . . . .
F6 F 0.2428(2) 0.43094(14) 0.05304(12) 0.0646(5) Uani 1 1 d . . . . .
F7 F 0.0949(2) 0.62952(16) -0.08512(13) 0.0803(6) Uani 1 1 d . . . . .
F8 F -0.0970(2) 0.76655(15) 0.00836(17) 0.0856(6) Uani 1 1 d . . . . .
F9 F -0.13832(19) 0.70111(15) 0.24316(16) 0.0725(5) Uani 1 1 d . . . . .
F10 F 0.00803(18) 0.50617(14) 0.38191(13) 0.0595(4) Uani 1 1 d . . . . .
O1 O 0.20227(16) 0.23857(13) 0.26249(12) 0.0348(4) Uani 1 1 d . . . . .
O2 O 0.14051(16) 0.28781(13) 0.42837(12) 0.0337(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
B1 C9 1.612(3) . ?
B1 C15 1.619(3) . ?
B1 O1 1.542(3) . ?
B1 O2 1.535(3) . ?
Br1 C5 1.888(2) . ?
C1 C2 1.399(3) . ?
C1 C7 1.429(3) 2_556 ?
C1 O1 1.300(2) . ?
C2 C3 1.425(3) . ?
C2 O2 1.302(3) . ?
C3 C4 1.400(3) . ?
C3 C8 1.417(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.385(3) . ?
C5 C6 1.382(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.394(3) . ?
C7 C8 1.416(3) . ?
C8 C8 1.439(4) 2_556 ?
C9 C10 1.391(3) . ?
C9 C14 1.378(3) . ?
C10 C11 1.381(3) . ?
C10 F1 1.336(3) . ?
C11 C12 1.360(4) . ?
C11 F2 1.341(3) . ?
C12 C13 1.361(4) . ?
C12 F3 1.352(3) . ?
C13 C14 1.381(4) . ?
C13 F4 1.342(3) . ?
C14 F5 1.351(3) . ?
C15 C16 1.380(3) . ?
C15 C20 1.375(4) . ?
C16 C17 1.376(4) . ?
C16 F6 1.354(3) . ?
C17 C18 1.375(4) . ?
C17 F7 1.339(3) . ?
C18 C19 1.361(4) . ?
C18 F8 1.339(3) . ?
C19 C20 1.385(4) . ?
C19 F9 1.343(3) . ?
C20 F10 1.344(3) . ?

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
C9 B1 C15 117.74(18) . . ?
O1 B1 C9 109.5(2) . . ?
O1 B1 C15 108.09(18) . . ?
O2 B1 C9 109.20(18) . . ?
O2 B1 C15 110.09(19) . . ?
O2 B1 O1 100.90(16) . . ?
C2 C1 C7 122.08(19) . 2_556 ?
O1 C1 C2 112.08(19) . . ?
O1 C1 C7 125.8(2) . 2_556 ?
C1 C2 C3 122.3(2) . . ?
O2 C2 C1 111.89(18) . . ?
O2 C2 C3 125.8(2) . . ?
C4 C3 C2 122.5(2) . . ?
C4 C3 C8 121.15(19) . . ?
C8 C3 C2 116.4(2) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.5(2) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 Br1 119.86(19) . . ?
C6 C5 Br1 118.83(17) . . ?
C6 C5 C4 121.3(2) . . ?
C5 C6 H6 120.3 . . ?
C5 C6 C7 119.4(2) . . ?
C7 C6 H6 120.3 . . ?
C6 C7 C1 122.05(19) . 2_556 ?
C6 C7 C8 121.6(2) . . ?
C8 C7 C1 116.3(2) . 2_556 ?
C3 C8 C8 121.4(2) . 2_556 ?
C7 C8 C3 117.0(2) . . ?
C7 C8 C8 121.5(2) . 2_556 ?
C10 C9 B1 125.6(2) . . ?
C14 C9 B1 120.5(2) . . ?
C14 C9 C10 113.9(2) . . ?
C11 C10 C9 123.4(2) . . ?
F1 C10 C9 120.4(2) . . ?
F1 C10 C11 116.2(2) . . ?
C12 C11 C10 119.5(2) . . ?
F2 C11 C10 120.4(2) . . ?
F2 C11 C12 120.2(2) . . ?
C11 C12 C13 120.0(2) . . ?
F3 C12 C11 119.8(2) . . ?
F3 C12 C13 120.2(3) . . ?
C12 C13 C14 119.1(2) . . ?
F4 C13 C12 120.1(2) . . ?
F4 C13 C14 120.8(2) . . ?
C9 C14 C13 124.1(2) . . ?
F5 C14 C9 119.4(2) . . ?
F5 C14 C13 116.4(2) . . ?
C16 C15 B1 120.4(2) . . ?
C20 C15 B1 124.6(2) . . ?
C20 C15 C16 114.9(2) . . ?
C17 C16 C15 123.6(3) . . ?
F6 C16 C15 119.5(2) . . ?
F6 C16 C17 116.9(2) . . ?
C18 C17 C16 119.2(3) . . ?
F7 C17 C16 120.8(3) . . ?
F7 C17 C18 120.0(3) . . ?
C19 C18 C17 119.4(2) . . ?
F8 C18 C17 120.1(3) . . ?
F8 C18 C19 120.4(3) . . ?
C18 C19 C20 119.7(3) . . ?
F9 C19 C18 120.0(2) . . ?
F9 C19 C20 120.3(3) . . ?
C15 C20 C19 123.1(2) . . ?
F10 C20 C15 121.3(2) . . ?
F10 C20 C19 115.6(2) . . ?
C1 O1 B1 107.43(17) . . ?
C2 O2 B1 107.69(18) . . ?

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
B1 C9 C10 C11 178.2(2) . . . . ?
B1 C9 C10 F1 -1.2(4) . . . . ?
B1 C9 C14 C13 -177.4(3) . . . . ?
B1 C9 C14 F5 2.1(4) . . . . ?
B1 C15 C16 C17 179.3(2) . . . . ?
B1 C15 C16 F6 -2.4(3) . . . . ?
B1 C15 C20 C19 -178.7(2) . . . . ?
B1 C15 C20 F10 2.6(3) . . . . ?
Br1 C5 C6 C7 179.13(17) . . . . ?
C1 C2 C3 C4 -179.1(2) . . . . ?
C1 C2 C3 C8 1.0(3) . . . . ?
C1 C2 O2 B1 0.5(2) . . . . ?
C1 C7 C8 C3 179.12(19) 2_556 . . . ?
C1 C7 C8 C8 -0.8(4) 2_556 . . 2_556 ?
C2 C1 O1 B1 0.2(2) . . . . ?
C2 C3 C4 C5 -179.5(2) . . . . ?
C2 C3 C8 C7 179.13(19) . . . . ?
C2 C3 C8 C8 -1.0(4) . . . 2_556 ?
C3 C2 O2 B1 -179.9(2) . . . . ?
C3 C4 C5 Br1 -179.21(17) . . . . ?
C3 C4 C5 C6 0.0(4) . . . . ?
C4 C3 C8 C7 -0.8(3) . . . . ?
C4 C3 C8 C8 179.1(2) . . . 2_556 ?
C4 C5 C6 C7 -0.1(4) . . . . ?
C5 C6 C7 C1 -178.6(2) . . . 2_556 ?
C5 C6 C7 C8 -0.3(3) . . . . ?
C6 C7 C8 C3 0.7(3) . . . . ?
C6 C7 C8 C8 -179.2(2) . . . 2_556 ?
C7 C1 C2 C3 -0.1(3) 2_556 . . . ?
C7 C1 C2 O2 179.52(19) 2_556 . . . ?
C7 C1 O1 B1 -179.8(2) 2_556 . . . ?
C8 C3 C4 C5 0.5(3) . . . . ?
C9 B1 C15 C16 76.2(3) . . . . ?
C9 B1 C15 C20 -104.1(3) . . . . ?
C9 B1 O1 C1 115.18(19) . . . . ?
C9 B1 O2 C2 -115.7(2) . . . . ?
C9 C10 C11 C12 -0.4(4) . . . . ?
C9 C10 C11 F2 -179.7(2) . . . . ?
C10 C9 C14 C13 1.1(4) . . . . ?
C10 C9 C14 F5 -179.3(2) . . . . ?
C10 C11 C12 C13 0.2(4) . . . . ?
C10 C11 C12 F3 -179.5(3) . . . . ?
C11 C12 C13 C14 0.7(5) . . . . ?
C11 C12 C13 F4 179.4(3) . . . . ?
C12 C13 C14 C9 -1.4(5) . . . . ?
C12 C13 C14 F5 179.1(3) . . . . ?
C14 C9 C10 C11 -0.2(4) . . . . ?
C14 C9 C10 F1 -179.6(2) . . . . ?
C15 B1 C9 C10 0.0(4) . . . . ?
C15 B1 C9 C14 178.4(2) . . . . ?
C15 B1 O1 C1 -115.40(19) . . . . ?
C15 B1 O2 C2 113.6(2) . . . . ?
C15 C16 C17 C18 -0.7(4) . . . . ?
C15 C16 C17 F7 179.8(2) . . . . ?
C16 C15 C20 C19 1.1(3) . . . . ?
C16 C15 C20 F10 -177.6(2) . . . . ?
C16 C17 C18 C19 1.4(4) . . . . ?
C16 C17 C18 F8 179.7(2) . . . . ?
C17 C18 C19 C20 -0.9(4) . . . . ?
C17 C18 C19 F9 178.9(2) . . . . ?
C18 C19 C20 C15 -0.4(4) . . . . ?
C18 C19 C20 F10 178.4(2) . . . . ?
C20 C15 C16 C17 -0.5(4) . . . . ?
C20 C15 C16 F6 177.8(2) . . . . ?
F1 C10 C11 C12 179.0(2) . . . . ?
F1 C10 C11 F2 -0.2(4) . . . . ?
F2 C11 C12 C13 179.4(3) . . . . ?
F2 C11 C12 F3 -0.2(4) . . . . ?
F3 C12 C13 C14 -179.7(3) . . . . ?
F3 C12 C13 F4 -1.0(5) . . . . ?
F4 C13 C14 C9 179.9(3) . . . . ?
F4 C13 C14 F5 0.3(4) . . . . ?
F6 C16 C17 C18 -179.0(2) . . . . ?
F6 C16 C17 F7 1.4(4) . . . . ?
F7 C17 C18 C19 -179.0(2) . . . . ?
F7 C17 C18 F8 -0.8(4) . . . . ?
F8 C18 C19 C20 -179.2(2) . . . . ?
F8 C18 C19 F9 0.6(4) . . . . ?
F9 C19 C20 C15 179.8(2) . . . . ?
F9 C19 C20 F10 -1.5(3) . . . . ?
O1 B1 C9 C10 124.0(2) . . . . ?
O1 B1 C9 C14 -57.7(3) . . . . ?
O1 B1 C15 C16 -48.5(3) . . . . ?
O1 B1 C15 C20 131.3(2) . . . . ?
O1 B1 O2 C2 -0.4(2) . . . . ?
O1 C1 C2 C3 179.95(19) . . . . ?
O1 C1 C2 O2 -0.5(3) . . . . ?
O2 B1 C9 C10 -126.4(2) . . . . ?
O2 B1 C9 C14 52.0(3) . . . . ?
O2 B1 C15 C16 -157.8(2) . . . . ?
O2 B1 C15 C20 21.9(3) . . . . ?
O2 B1 O1 C1 0.1(2) . . . . ?
O2 C2 C3 C4 1.4(4) . . . . ?
O2 C2 C3 C8 -178.6(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
