# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

####################################################################### 
# 
# 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_exp_1130
_database_code_depnum_ccdc_archive 'CCDC 2166294'
loop_
_audit_author_name
_audit_author_address
'Pavel A. Slepukhin '
;Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2022-04-13 deposited with the CCDC.	2022-09-26 downloaded from the CCDC.
;
_audit_creation_date             2021-02-18
_audit_creation_method           
;
  Olex2 1.2-ac2
  (compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C41 H26 B Cl F2 N2 O2'
_chemical_formula_sum            'C41 H26 B Cl F2 N2 O2'
_chemical_formula_weight         662.90
_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'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   11.3147(9)
_cell_length_b                   11.5393(8)
_cell_length_c                   13.8464(9)
_cell_angle_alpha                96.626(5)
_cell_angle_beta                 113.842(7)
_cell_angle_gamma                92.648(6)
_cell_volume                     1633.9(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2711
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      24.2890
_cell_measurement_theta_min      2.3230
_exptl_absorpt_coefficient_mu    0.169
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80491
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.98a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             684
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.17
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0863
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            12314
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         29.12
_diffrn_reflns_theta_min         1.79
_diffrn_ambient_temperature      295(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9555
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9885
_diffrn_measured_fraction_theta_max 0.9608
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -25.00  12.00   1.00  120.00    --  -20.64 -99.00  60.00   37
  2  ω     -6.00  91.00   1.00  120.00    --   23.14  77.00 -90.00   97
  3  ω    -15.00  89.00   1.00  120.00    --   23.14  19.00  90.00  104
  4  ω    -43.00  51.00   1.00  120.00    --   23.14 -77.00 150.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0215401000
_diffrn_orient_matrix_UB_12      0.0403900000
_diffrn_orient_matrix_UB_13      -0.0258388000
_diffrn_orient_matrix_UB_21      0.0622740000
_diffrn_orient_matrix_UB_22      -0.0206866000
_diffrn_orient_matrix_UB_23      0.0198272000
_diffrn_orient_matrix_UB_31      -0.0201227000
_diffrn_orient_matrix_UB_32      -0.0425495000
_diffrn_orient_matrix_UB_33      -0.0463133000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3814
_reflns_number_total             8438
_reflns_odcompleteness_completeness 98.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.22
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.41.98a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.98a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.98a (Rigaku OD, 2021)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.321
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.107
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     450
_refine_ls_number_reflns         8438
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1556
_refine_ls_R_factor_gt           0.0652
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0963P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1617
_refine_ls_wR_factor_ref         0.2395
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl -0.00270(11) 0.83168(10) 0.10901(9) 0.0936(4) Uani 1 1 d . . .
F1 F 0.78356(17) 1.3437(2) 0.49670(15) 0.0685(6) Uani 1 1 d . . .
F2 F 0.67039(19) 1.50284(17) 0.49120(15) 0.0655(6) Uani 1 1 d . . .
N1 N 0.5794(2) 1.3207(2) 0.50998(18) 0.0440(6) Uani 1 1 d . . .
N2 N 0.5967(2) 1.3516(2) 0.33806(19) 0.0464(6) Uani 1 1 d . . .
C11 C 0.4388(3) 1.2033(3) 0.3418(2) 0.0423(7) Uani 1 1 d . . .
C30 C 0.2149(3) 1.1372(3) 0.2037(2) 0.0482(7) Uani 1 1 d . . .
H30 H 0.2075 1.2129 0.1865 0.058 Uiso 1 1 calc R . .
C10 C 0.4733(3) 1.2391(3) 0.4501(2) 0.0439(7) Uani 1 1 d . . .
C29 C 0.3301(3) 1.1108(3) 0.2828(2) 0.0444(7) Uani 1 1 d . . .
O1 O 0.3133(2) 1.1870(2) 0.00627(18) 0.0689(7) Uani 1 1 d . . .
C12 C 0.5024(3) 1.2569(3) 0.2873(2) 0.0461(7) Uani 1 1 d . . .
C7 C 0.5887(3) 1.3413(3) 0.6114(2) 0.0472(7) Uani 1 1 d . . .
C9 C 0.4150(3) 1.2071(3) 0.5192(2) 0.0483(8) Uani 1 1 d . . .
O2 O 0.3237(3) 1.0364(2) 0.5481(2) 0.0836(8) Uani 1 1 d . . .
C34 C 0.3408(3) 0.9968(3) 0.3073(2) 0.0513(8) Uani 1 1 d . . .
H34 H 0.4170 0.9788 0.3602 0.062 Uiso 1 1 calc R . .
C8 C 0.4866(3) 1.2706(3) 0.6171(3) 0.0521(8) Uani 1 1 d . . .
C35 C 0.3013(3) 1.1206(3) 0.4994(3) 0.0536(8) Uani 1 1 d . . .
C31 C 0.1120(3) 1.0512(3) 0.1509(2) 0.0533(8) Uani 1 1 d . . .
H31 H 0.0345 1.0689 0.0993 0.064 Uiso 1 1 calc R . .
C32 C 0.1260(3) 0.9386(3) 0.1760(3) 0.0570(9) Uani 1 1 d . . .
C6 C 0.6892(3) 1.4171(3) 0.7030(2) 0.0499(8) Uani 1 1 d . . .
C15 C 0.6297(3) 1.3940(3) 0.2631(2) 0.0485(8) Uani 1 1 d . . .
C14 C 0.5574(3) 1.3263(3) 0.1647(3) 0.0540(8) Uani 1 1 d . . .
C16 C 0.7210(3) 1.4966(3) 0.2787(3) 0.0509(8) Uani 1 1 d . . .
C36 C 0.1671(3) 1.1442(3) 0.4325(3) 0.0554(9) Uani 1 1 d . . .
C13 C 0.4794(3) 1.2395(3) 0.1774(2) 0.0493(8) Uani 1 1 d . . .
C22 C 0.3903(3) 1.1517(3) 0.0850(3) 0.0521(8) Uani 1 1 d . . .
C33 C 0.2391(4) 0.9106(3) 0.2534(3) 0.0595(9) Uani 1 1 d . . .
H33 H 0.2467 0.8344 0.2692 0.071 Uiso 1 1 calc R . .
B1 B 0.6619(3) 1.3846(3) 0.4612(3) 0.0478(9) Uani 1 1 d . . .
C20 C 0.9098(3) 1.6351(3) 0.3771(3) 0.0694(11) Uani 1 1 d . . .
H20 H 0.9828 1.6614 0.4398 0.083 Uiso 1 1 calc R . .
C21 C 0.8313(3) 1.5363(3) 0.3710(3) 0.0626(9) Uani 1 1 d . . .
H21 H 0.8528 1.4962 0.4294 0.075 Uiso 1 1 calc R . .
C23 C 0.4048(4) 1.0243(3) 0.0877(3) 0.0572(9) Uani 1 1 d . . .
C37 C 0.1398(4) 1.2512(3) 0.3967(3) 0.0628(9) Uani 1 1 d . . .
H37 H 0.2070 1.3097 0.4126 0.075 Uiso 1 1 calc R . .
C17 C 0.6935(4) 1.5582(3) 0.1923(3) 0.0646(10) Uani 1 1 d . . .
H17 H 0.6204 1.5330 0.1294 0.077 Uiso 1 1 calc R . .
C2 C 0.9097(4) 1.4925(4) 0.8132(3) 0.0768(11) Uani 1 1 d . . .
H2 H 0.9968 1.4973 0.8250 0.092 Uiso 1 1 calc R . .
C5 C 0.6539(4) 1.4753(3) 0.7787(3) 0.0660(10) Uani 1 1 d . . .
H5 H 0.5673 1.4693 0.7684 0.079 Uiso 1 1 calc R . .
C24 C 0.3062(4) 0.9435(4) 0.0166(3) 0.0727(11) Uani 1 1 d . . .
H24 H 0.2318 0.9688 -0.0327 0.087 Uiso 1 1 calc R . .
C41 C 0.0670(4) 1.0563(4) 0.4077(3) 0.0771(12) Uani 1 1 d . . .
H41 H 0.0847 0.9838 0.4307 0.093 Uiso 1 1 calc R . .
C19 C 0.8804(4) 1.6941(4) 0.2916(4) 0.0762(12) Uani 1 1 d . . .
H19 H 0.9337 1.7603 0.2964 0.091 Uiso 1 1 calc R . .
C28 C 0.5169(4) 0.9852(4) 0.1593(3) 0.0678(10) Uani 1 1 d . . .
H28 H 0.5843 1.0392 0.2077 0.081 Uiso 1 1 calc R . .
C1 C 0.8196(3) 1.4270(3) 0.7220(3) 0.0629(9) Uani 1 1 d . . .
H1 H 0.8461 1.3888 0.6724 0.076 Uiso 1 1 calc R . .
C18 C 0.7731(4) 1.6565(4) 0.1986(3) 0.0746(11) Uani 1 1 d . . .
H18 H 0.7538 1.6965 0.1403 0.089 Uiso 1 1 calc R . .
C3 C 0.8740(4) 1.5513(4) 0.8877(3) 0.0786(12) Uani 1 1 d . . .
H3 H 0.9360 1.5961 0.9490 0.094 Uiso 1 1 calc R . .
C38 C 0.0129(4) 1.2714(4) 0.3373(4) 0.0821(12) Uani 1 1 d . . .
H38 H -0.0050 1.3434 0.3136 0.098 Uiso 1 1 calc R . .
C26 C 0.4273(7) 0.7865(5) 0.0889(4) 0.1002(17) Uani 1 1 d . . .
H26 H 0.4339 0.7067 0.0903 0.120 Uiso 1 1 calc R . .
C4 C 0.7467(5) 1.5426(4) 0.8700(3) 0.0832(13) Uani 1 1 d . . .
H4 H 0.7213 1.5822 0.9197 0.100 Uiso 1 1 calc R . .
C25 C 0.3171(6) 0.8242(4) 0.0178(4) 0.0927(15) Uani 1 1 d . . .
H25 H 0.2494 0.7700 -0.0297 0.111 Uiso 1 1 calc R . .
C39 C -0.0867(4) 1.1854(5) 0.3132(4) 0.0969(15) Uani 1 1 d . . .
H39 H -0.1720 1.1992 0.2735 0.116 Uiso 1 1 calc R . .
C27 C 0.5286(5) 0.8669(5) 0.1587(4) 0.0874(14) Uani 1 1 d . . .
H27 H 0.6047 0.8411 0.2052 0.105 Uiso 1 1 calc R . .
C40 C -0.0597(4) 1.0781(5) 0.3483(4) 0.1025(16) Uani 1 1 d . . .
H40 H -0.1274 1.0199 0.3319 0.123 Uiso 1 1 calc R . .
H14 H 0.566(3) 1.342(3) 0.097(2) 0.051(8) Uiso 1 1 d . . .
H8 H 0.472(3) 1.269(3) 0.683(3) 0.060(9) Uiso 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
Cl1 C32 1.727(3) . ?
F1 B1 1.387(4) . ?
F2 B1 1.367(4) . ?
N1 C10 1.388(4) . ?
N1 C7 1.357(4) . ?
N1 B1 1.560(4) . ?
N2 C12 1.391(4) . ?
N2 C15 1.368(4) . ?
N2 B1 1.551(4) . ?
C11 C10 1.394(4) . ?
C11 C29 1.479(4) . ?
C11 C12 1.404(4) . ?
C30 H30 0.9300 . ?
C30 C29 1.397(4) . ?
C30 C31 1.383(4) . ?
C10 C9 1.433(4) . ?
C29 C34 1.394(4) . ?
O1 C22 1.217(4) . ?
C12 C13 1.424(4) . ?
C7 C8 1.417(4) . ?
C7 C6 1.467(4) . ?
C9 C8 1.364(4) . ?
C9 C35 1.504(4) . ?
O2 C35 1.223(4) . ?
C34 H34 0.9300 . ?
C34 C33 1.378(4) . ?
C8 H8 1.00(3) . ?
C35 C36 1.482(5) . ?
C31 H31 0.9300 . ?
C31 C32 1.384(5) . ?
C32 C33 1.378(5) . ?
C6 C5 1.381(4) . ?
C6 C1 1.387(5) . ?
C15 C14 1.389(4) . ?
C15 C16 1.471(4) . ?
C14 C13 1.378(4) . ?
C14 H14 1.01(3) . ?
C16 C21 1.387(5) . ?
C16 C17 1.396(5) . ?
C36 C37 1.386(5) . ?
C36 C41 1.389(4) . ?
C13 C22 1.498(4) . ?
C22 C23 1.489(5) . ?
C33 H33 0.9300 . ?
C20 H20 0.9300 . ?
C20 C21 1.385(5) . ?
C20 C19 1.366(6) . ?
C21 H21 0.9300 . ?
C23 C24 1.374(5) . ?
C23 C28 1.391(5) . ?
C37 H37 0.9300 . ?
C37 C38 1.383(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.387(5) . ?
C2 H2 0.9300 . ?
C2 C1 1.369(5) . ?
C2 C3 1.373(6) . ?
C5 H5 0.9300 . ?
C5 C4 1.389(5) . ?
C24 H24 0.9300 . ?
C24 C25 1.389(6) . ?
C41 H41 0.9300 . ?
C41 C40 1.387(6) . ?
C19 H19 0.9300 . ?
C19 C18 1.370(5) . ?
C28 H28 0.9300 . ?
C28 C27 1.377(6) . ?
C1 H1 0.9300 . ?
C18 H18 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.357(6) . ?
C38 H38 0.9300 . ?
C38 C39 1.371(6) . ?
C26 H26 0.9300 . ?
C26 C25 1.367(7) . ?
C26 C27 1.381(7) . ?
C4 H4 0.9300 . ?
C25 H25 0.9300 . ?
C39 H39 0.9300 . ?
C39 C40 1.385(7) . ?
C27 H27 0.9300 . ?
C40 H40 0.9300 . ?

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
C10 N1 B1 123.4(2) . . ?
C7 N1 C10 108.8(2) . . ?
C7 N1 B1 127.6(3) . . ?
C12 N2 B1 122.3(2) . . ?
C15 N2 C12 108.2(2) . . ?
C15 N2 B1 128.8(2) . . ?
C10 C11 C29 119.1(2) . . ?
C10 C11 C12 121.0(3) . . ?
C12 C11 C29 119.8(2) . . ?
C29 C30 H30 119.9 . . ?
C31 C30 H30 119.9 . . ?
C31 C30 C29 120.2(3) . . ?
N1 C10 C11 121.1(2) . . ?
N1 C10 C9 107.8(2) . . ?
C11 C10 C9 131.1(3) . . ?
C30 C29 C11 120.3(3) . . ?
C34 C29 C11 120.2(3) . . ?
C34 C29 C30 119.4(3) . . ?
N2 C12 C11 121.2(2) . . ?
N2 C12 C13 107.8(2) . . ?
C11 C12 C13 130.7(3) . . ?
N1 C7 C8 108.0(3) . . ?
N1 C7 C6 127.7(3) . . ?
C8 C7 C6 124.3(3) . . ?
C10 C9 C35 131.5(3) . . ?
C8 C9 C10 106.4(3) . . ?
C8 C9 C35 122.1(3) . . ?
C29 C34 H34 119.8 . . ?
C33 C34 C29 120.4(3) . . ?
C33 C34 H34 119.8 . . ?
C7 C8 H8 124.2(18) . . ?
C9 C8 C7 109.0(3) . . ?
C9 C8 H8 126.7(18) . . ?
O2 C35 C9 117.1(3) . . ?
O2 C35 C36 122.0(3) . . ?
C36 C35 C9 120.6(3) . . ?
C30 C31 H31 120.5 . . ?
C30 C31 C32 119.1(3) . . ?
C32 C31 H31 120.5 . . ?
C31 C32 Cl1 118.7(3) . . ?
C33 C32 Cl1 119.7(3) . . ?
C33 C32 C31 121.6(3) . . ?
C5 C6 C7 118.4(3) . . ?
C5 C6 C1 117.9(3) . . ?
C1 C6 C7 123.6(3) . . ?
N2 C15 C14 108.5(3) . . ?
N2 C15 C16 127.6(3) . . ?
C14 C15 C16 123.8(3) . . ?
C15 C14 H14 122.4(17) . . ?
C13 C14 C15 109.1(3) . . ?
C13 C14 H14 128.5(17) . . ?
C21 C16 C15 125.6(3) . . ?
C21 C16 C17 117.8(3) . . ?
C17 C16 C15 116.5(3) . . ?
C37 C36 C35 121.8(3) . . ?
C37 C36 C41 120.0(4) . . ?
C41 C36 C35 118.2(4) . . ?
C12 C13 C22 132.1(3) . . ?
C14 C13 C12 106.4(3) . . ?
C14 C13 C22 121.5(3) . . ?
O1 C22 C13 118.8(3) . . ?
O1 C22 C23 121.4(3) . . ?
C23 C22 C13 119.6(3) . . ?
C34 C33 C32 119.3(3) . . ?
C34 C33 H33 120.4 . . ?
C32 C33 H33 120.4 . . ?
F1 B1 N1 108.6(3) . . ?
F1 B1 N2 107.4(3) . . ?
F2 B1 F1 111.6(3) . . ?
F2 B1 N1 109.0(2) . . ?
F2 B1 N2 111.4(3) . . ?
N2 B1 N1 108.8(2) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C19 C20 C21 120.3(4) . . ?
C16 C21 H21 119.7 . . ?
C20 C21 C16 120.6(3) . . ?
C20 C21 H21 119.7 . . ?
C24 C23 C22 119.3(4) . . ?
C24 C23 C28 119.1(4) . . ?
C28 C23 C22 121.5(3) . . ?
C36 C37 H37 119.9 . . ?
C38 C37 C36 120.2(4) . . ?
C38 C37 H37 119.9 . . ?
C16 C17 H17 119.4 . . ?
C18 C17 C16 121.2(4) . . ?
C18 C17 H17 119.4 . . ?
C1 C2 H2 119.3 . . ?
C1 C2 C3 121.4(4) . . ?
C3 C2 H2 119.3 . . ?
C6 C5 H5 119.7 . . ?
C6 C5 C4 120.6(4) . . ?
C4 C5 H5 119.7 . . ?
C23 C24 H24 119.8 . . ?
C23 C24 C25 120.4(4) . . ?
C25 C24 H24 119.8 . . ?
C36 C41 H41 120.5 . . ?
C40 C41 C36 119.0(4) . . ?
C40 C41 H41 120.5 . . ?
C20 C19 H19 119.7 . . ?
C20 C19 C18 120.6(4) . . ?
C18 C19 H19 119.7 . . ?
C23 C28 H28 119.9 . . ?
C27 C28 C23 120.3(4) . . ?
C27 C28 H28 119.9 . . ?
C6 C1 H1 119.7 . . ?
C2 C1 C6 120.5(4) . . ?
C2 C1 H1 119.7 . . ?
C17 C18 H18 120.3 . . ?
C19 C18 C17 119.4(4) . . ?
C19 C18 H18 120.3 . . ?
C2 C3 H3 120.6 . . ?
C4 C3 C2 118.8(4) . . ?
C4 C3 H3 120.6 . . ?
C37 C38 H38 119.9 . . ?
C39 C38 C37 120.2(5) . . ?
C39 C38 H38 119.9 . . ?
C25 C26 H26 119.9 . . ?
C25 C26 C27 120.1(5) . . ?
C27 C26 H26 119.9 . . ?
C5 C4 H4 119.6 . . ?
C3 C4 C5 120.8(4) . . ?
C3 C4 H4 119.6 . . ?
C24 C25 H25 120.0 . . ?
C26 C25 C24 120.0(5) . . ?
C26 C25 H25 120.0 . . ?
C38 C39 H39 120.1 . . ?
C38 C39 C40 119.8(4) . . ?
C40 C39 H39 120.1 . . ?
C28 C27 C26 120.0(5) . . ?
C28 C27 H27 120.0 . . ?
C26 C27 H27 120.0 . . ?
C41 C40 H40 119.6 . . ?
C39 C40 C41 120.8(4) . . ?
C39 C40 H40 119.6 . . ?

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
Cl1 C32 C33 C34 -179.3(2) . . . . ?
N1 C10 C9 C8 0.5(4) . . . . ?
N1 C10 C9 C35 -177.8(3) . . . . ?
N1 C7 C8 C9 -0.1(4) . . . . ?
N1 C7 C6 C5 146.6(3) . . . . ?
N1 C7 C6 C1 -38.3(5) . . . . ?
N2 C12 C13 C14 -1.9(4) . . . . ?
N2 C12 C13 C22 179.6(3) . . . . ?
N2 C15 C14 C13 -0.8(4) . . . . ?
N2 C15 C16 C21 32.1(5) . . . . ?
N2 C15 C16 C17 -148.2(3) . . . . ?
C11 C10 C9 C8 -178.5(3) . . . . ?
C11 C10 C9 C35 3.2(6) . . . . ?
C11 C29 C34 C33 179.2(3) . . . . ?
C11 C12 C13 C14 171.5(3) . . . . ?
C11 C12 C13 C22 -7.0(6) . . . . ?
C30 C29 C34 C33 0.4(4) . . . . ?
C30 C31 C32 Cl1 -179.6(2) . . . . ?
C30 C31 C32 C33 1.1(5) . . . . ?
C10 N1 C7 C8 0.4(4) . . . . ?
C10 N1 C7 C6 177.1(3) . . . . ?
C10 N1 B1 F1 -110.6(3) . . . . ?
C10 N1 B1 F2 127.7(3) . . . . ?
C10 N1 B1 N2 6.0(4) . . . . ?
C10 C11 C29 C30 112.7(3) . . . . ?
C10 C11 C29 C34 -66.1(4) . . . . ?
C10 C11 C12 N2 -3.7(5) . . . . ?
C10 C11 C12 C13 -176.3(3) . . . . ?
C10 C9 C8 C7 -0.2(4) . . . . ?
C10 C9 C35 O2 115.2(4) . . . . ?
C10 C9 C35 C36 -70.9(5) . . . . ?
C29 C11 C10 N1 176.2(3) . . . . ?
C29 C11 C10 C9 -4.9(5) . . . . ?
C29 C11 C12 N2 173.9(3) . . . . ?
C29 C11 C12 C13 1.3(5) . . . . ?
C29 C30 C31 C32 -1.4(4) . . . . ?
C29 C34 C33 C32 -0.8(5) . . . . ?
O1 C22 C23 C24 -20.2(4) . . . . ?
O1 C22 C23 C28 158.5(3) . . . . ?
C12 N2 C15 C14 -0.4(4) . . . . ?
C12 N2 C15 C16 177.1(3) . . . . ?
C12 N2 B1 F1 101.8(3) . . . . ?
C12 N2 B1 F2 -135.8(3) . . . . ?
C12 N2 B1 N1 -15.6(4) . . . . ?
C12 C11 C10 N1 -6.2(5) . . . . ?
C12 C11 C10 C9 172.7(3) . . . . ?
C12 C11 C29 C30 -64.9(4) . . . . ?
C12 C11 C29 C34 116.3(3) . . . . ?
C12 C13 C22 O1 124.4(4) . . . . ?
C12 C13 C22 C23 -60.4(5) . . . . ?
C7 N1 C10 C11 178.6(3) . . . . ?
C7 N1 C10 C9 -0.5(4) . . . . ?
C7 N1 B1 F1 76.2(4) . . . . ?
C7 N1 B1 F2 -45.6(4) . . . . ?
C7 N1 B1 N2 -167.3(3) . . . . ?
C7 C6 C5 C4 176.2(3) . . . . ?
C7 C6 C1 C2 -175.0(3) . . . . ?
C9 C35 C36 C37 -8.0(5) . . . . ?
C9 C35 C36 C41 173.5(3) . . . . ?
O2 C35 C36 C37 165.6(3) . . . . ?
O2 C35 C36 C41 -13.0(5) . . . . ?
C8 C7 C6 C5 -37.1(5) . . . . ?
C8 C7 C6 C1 137.9(4) . . . . ?
C8 C9 C35 O2 -62.8(5) . . . . ?
C8 C9 C35 C36 111.1(4) . . . . ?
C35 C9 C8 C7 178.2(3) . . . . ?
C35 C36 C37 C38 -177.8(3) . . . . ?
C35 C36 C41 C40 177.7(4) . . . . ?
C31 C30 C29 C11 -178.1(3) . . . . ?
C31 C30 C29 C34 0.7(4) . . . . ?
C31 C32 C33 C34 0.1(5) . . . . ?
C6 C7 C8 C9 -176.9(3) . . . . ?
C6 C5 C4 C3 -1.0(6) . . . . ?
C15 N2 C12 C11 -172.7(3) . . . . ?
C15 N2 C12 C13 1.4(4) . . . . ?
C15 N2 B1 F1 -68.2(4) . . . . ?
C15 N2 B1 F2 54.2(4) . . . . ?
C15 N2 B1 N1 174.4(3) . . . . ?
C15 C14 C13 C12 1.7(4) . . . . ?
C15 C14 C13 C22 -179.7(3) . . . . ?
C15 C16 C21 C20 -179.3(3) . . . . ?
C15 C16 C17 C18 179.8(3) . . . . ?
C14 C15 C16 C21 -150.8(4) . . . . ?
C14 C15 C16 C17 28.8(5) . . . . ?
C14 C13 C22 O1 -53.9(4) . . . . ?
C14 C13 C22 C23 121.3(4) . . . . ?
C16 C15 C14 C13 -178.4(3) . . . . ?
C16 C17 C18 C19 -0.3(6) . . . . ?
C36 C37 C38 C39 -0.2(6) . . . . ?
C36 C41 C40 C39 0.5(7) . . . . ?
C13 C22 C23 C24 164.7(3) . . . . ?
C13 C22 C23 C28 -16.6(4) . . . . ?
C22 C23 C24 C25 -179.7(3) . . . . ?
C22 C23 C28 C27 -178.8(3) . . . . ?
B1 N1 C10 C11 4.2(5) . . . . ?
B1 N1 C10 C9 -174.9(3) . . . . ?
B1 N1 C7 C8 174.5(3) . . . . ?
B1 N1 C7 C6 -8.8(5) . . . . ?
B1 N2 C12 C11 15.5(5) . . . . ?
B1 N2 C12 C13 -170.4(3) . . . . ?
B1 N2 C15 C14 170.7(3) . . . . ?
B1 N2 C15 C16 -11.8(5) . . . . ?
C20 C19 C18 C17 0.6(6) . . . . ?
C21 C16 C17 C18 -0.5(5) . . . . ?
C21 C20 C19 C18 0.0(6) . . . . ?
C23 C24 C25 C26 -1.1(6) . . . . ?
C23 C28 C27 C26 -1.9(5) . . . . ?
C37 C36 C41 C40 -0.9(6) . . . . ?
C37 C38 C39 C40 -0.2(7) . . . . ?
C17 C16 C21 C20 1.0(5) . . . . ?
C2 C3 C4 C5 0.3(7) . . . . ?
C5 C6 C1 C2 0.0(5) . . . . ?
C24 C23 C28 C27 -0.1(5) . . . . ?
C41 C36 C37 C38 0.7(5) . . . . ?
C19 C20 C21 C16 -0.8(6) . . . . ?
C28 C23 C24 C25 1.6(5) . . . . ?
C1 C6 C5 C4 0.8(5) . . . . ?
C1 C2 C3 C4 0.6(7) . . . . ?
C3 C2 C1 C6 -0.8(6) . . . . ?
C38 C39 C40 C41 0.0(8) . . . . ?
C25 C26 C27 C28 2.3(6) . . . . ?
C27 C26 C25 C24 -0.9(6) . . . . ?

_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.152
_oxdiff_exptl_absorpt_empirical_full_min 0.861
