# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_11
_database_code_depnum_ccdc_archive 'CCDC 2454511'
loop_
_audit_author_name
_audit_author_address
'Olivier Blacque'
;Department of Chemistry, University of Zurich
Switzerland
;
_audit_update_record             
;
2025-05-27 deposited with the CCDC.	2025-07-11 downloaded from the CCDC.
;
_audit_contact_author_id_orcid   0000-0001-9857-4042

_audit_creation_date             2024-12-18
_audit_creation_method           
;
Olex2 1.5-ac6-012
(compiled 2023.08.24 svn.re1ec1418 for Rigaku Oxford Diffraction, GUI svn.r6817)
;

_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H25 B Br2 F2 N2 O3'
_chemical_formula_sum            'C30 H25 B Br2 F2 N2 O3'
_chemical_formula_weight         670.15
_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 0.0181 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'
Br Br -0.6763 1.2805 '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'

_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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'

_cell_length_a                   7.88303(17)
_cell_length_b                   9.5602(3)
_cell_length_c                   36.0425(8)
_cell_angle_alpha                90
_cell_angle_beta                 93.3839(19)
_cell_angle_gamma                90
_cell_volume                     2711.55(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6287
_cell_measurement_temperature    160.0(1)
_cell_measurement_theta_max      78.9160
_cell_measurement_theta_min      4.7740
_shelx_estimated_absorpt_T_max   0.920
_shelx_estimated_absorpt_T_min   0.355
_exptl_absorpt_coefficient_mu    4.220
_exptl_absorpt_correction_T_max  0.933
_exptl_absorpt_correction_T_min  0.559
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.136a (Rigaku Oxford Diffraction, 2024)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.642
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1344
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.0027
0 0 -1 0.0137
1 -5 -1 0.0540
0 1 0 0.0383
-4 4 3 0.1146
-1 -5 0 0.0605
-5 -2 3 0.1209
3 5 -1 0.0959

_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.02

_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_number            36993
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.380
_diffrn_reflns_theta_min         2.456
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      160.0(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -77.00  22.00   0.50    2.75    --  -50.00  92.00 134.00  198
  2  ω    -19.00  78.00   0.50    2.75    --   50.00 -92.00  21.00  194
  3  ω    -79.00 -18.00   0.50   10.99    --  -90.00  92.00 134.00  122
  4  ω     41.00 105.00   0.50   10.99    --  111.50 -92.00  21.00  128
  5  ω    102.00 178.00   0.50   10.99    --  111.50  92.00 134.00  152
  6  ω    102.00 178.00   0.50   10.99    --  111.50  92.00 134.00  152
  7  ω    -58.00  22.00   0.50    2.75    --  -50.00  38.00 -90.00  160
  8  ω    -85.00 -29.00   0.50    2.75    --  -50.00 125.00 -90.00  112
  9  ω     34.00  94.00   0.50    2.75    --   50.00-125.00  30.00  120
 10  ω      0.00  71.00   0.50    2.75    --   50.00 -77.00 -60.00  142
 11  ω   -161.00-127.00   0.50   10.99    --  -90.00 -61.00-120.00   68
 12  ω   -161.00 -80.00   0.50   10.99    --  -90.00 -92.00  21.00  162
 13  ω   -161.00-127.00   0.50   10.99    --  -90.00 -61.00 150.00   68
 14  ω   -161.00-126.00   0.50   10.99    --  -90.00 -77.00 120.00   70
 15  ω    122.00 149.00   0.50   10.99    --  111.50  45.00-180.00   54
 16  ω     53.00 119.00   0.50   10.99    --  111.50 -30.00   0.00  132
 17  ω     53.00 104.00   0.50   10.99    --  111.50 -45.00   0.00  102
 18  ω    127.00 152.00   0.50   10.99    --  111.50  61.00-150.00   50
 19  ω     43.00 115.00   0.50   10.99    --  111.50 -45.00  90.00  144
 20  ω    127.00 178.00   0.50   10.99    --  111.50  77.00  90.00  102
 21  ω     46.00  94.00   0.50   10.99    --  111.50 -95.00   0.00   96
 22  ω    133.00 158.00   0.50   10.99    --  111.50  61.00  60.00   50
 23  ω    129.00 178.00   0.50   10.99    --  111.50  61.00-180.00   98
 24  ω     42.00  86.00   0.50   10.99    --  111.50 -95.00 120.00   88
 25  ω    147.00 178.00   0.50   10.99    --  111.50  77.00   0.00   62
 26  ω    128.00 154.00   0.50   10.99    --  111.50  77.00-150.00   52
 27  ω     78.00 104.00   0.50   10.99    --  111.50-125.00-180.00   52
 28  ω    128.00 155.00   0.50   10.99    --  111.50  45.00  90.00   54
 29  ω    -52.00 -27.00   0.50    2.75    --  -50.00  92.00 134.00   50
 30  ω    -52.00 -27.00   0.50    2.75    --  -50.00  92.00 134.00   50
 31  ω   -123.00 -98.00   0.50    2.75    --  -50.00 -19.00-120.00   50
 32  ω   -123.00 -42.00   0.50    2.75    --  -50.00 -19.00  90.00  162
 33  ω     49.00  74.00   0.50   10.99    --  111.50 -92.00  21.00   50
 34  ω    147.00 178.00   0.50   10.99    --  111.50  15.00 -60.00   62
 35  ω     67.00  93.00   0.50   10.99    --  111.50-125.00 150.00   52
 36  ω     52.00  78.00   0.50   10.99    --  111.50-125.00  30.00   52
 37  ω     85.00 111.00   0.50   10.99    --  111.50-125.00  30.00   52
 38  ω    135.00 172.00   0.50   10.99    --  111.50  77.00  60.00   74
 39  ω    145.00 174.00   0.50   10.99    --  111.50  61.00 -90.00   58
 40  ω     66.00  95.00   0.50   10.99    --  111.50 -77.00 -60.00   58
 41  ω     50.00  96.00   0.50   10.99    --  111.50 -45.00  60.00   92
 42  ω     47.00  73.00   0.50   10.99    --  111.50 -95.00  90.00   52
 43  ω     56.00  94.00   0.50   10.99    --  111.50-125.00 -60.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0430456000
_diffrn_orient_matrix_UB_12      -0.0316687000
_diffrn_orient_matrix_UB_13      -0.0413805000
_diffrn_orient_matrix_UB_21      -0.0677527000
_diffrn_orient_matrix_UB_22      -0.1450607000
_diffrn_orient_matrix_UB_23      0.0104620000
_diffrn_orient_matrix_UB_31      -0.1784733000
_diffrn_orient_matrix_UB_32      0.0624537000
_diffrn_orient_matrix_UB_33      0.0032745000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4857
_reflns_number_total             5738
_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       'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.128a 64-bit (release 20-06-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.136a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5-ac6-012 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-012 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_refine_diff_density_max         0.758
_refine_diff_density_min         -1.085
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.194
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     365
_refine_ls_number_reflns         5738
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0572
_refine_ls_restrained_S_all      1.194
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0173P)²+15.3786P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1396
_refine_ls_wR_factor_ref         0.1441
_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:
 C11(H11), C13(H13), C14(H14), C16(H16), C17(H17), C19(H19), C20(H20),
 C22(H22), C23(H23), C25(H25), C26(H26), C28(H28), C29(H29)
2.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C21(H21A,H21B,H21C), C30(H30A,H30B,
 H30C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Br1 Br 0.96257(8) 0.77840(7) 0.49932(2) 0.04254(17) Uani 1 1 d . . . . .
Br2 Br 1.29031(8) 0.02749(6) 0.70117(2) 0.04140(17) Uani 1 1 d . . . . .
F1 F 0.8033(4) 0.3947(3) 0.61910(9) 0.0442(8) Uani 1 1 d . . . . .
F2 F 0.9502(4) 0.5578(3) 0.65336(8) 0.0410(7) Uani 1 1 d . . . . .
O1 O 1.4485(7) 0.2643(6) 0.54796(16) 0.0705(14) Uani 1 1 d . . . . .
O2 O 0.0295(5) 0.9365(4) 0.61349(12) 0.0463(10) Uani 1 1 d . . . . .
O3 O 0.3602(5) 0.1913(5) 0.81031(11) 0.0488(10) Uani 1 1 d . . . . .
N1 N 1.0163(5) 0.5253(4) 0.58958(11) 0.0283(8) Uani 1 1 d . . . . .
N2 N 1.0958(5) 0.3471(4) 0.63787(12) 0.0310(9) Uani 1 1 d . . . . .
C1 C 1.0864(7) 0.2583(5) 0.66748(14) 0.0329(11) Uani 1 1 d . . . . .
C2 C 1.2362(7) 0.1752(5) 0.66832(15) 0.0352(11) Uani 1 1 d . . . . .
C3 C 1.3376(6) 0.2149(5) 0.64055(15) 0.0330(11) Uani 1 1 d . . . . .
C4 C 1.2453(6) 0.3222(5) 0.62032(14) 0.0295(10) Uani 1 1 d . . . . .
C5 C 1.2778(6) 0.3935(5) 0.58781(14) 0.0306(10) Uani 1 1 d . . . . .
C6 C 1.1631(6) 0.4928(5) 0.57220(14) 0.0294(10) Uani 1 1 d . . . . .
C7 C 1.1667(6) 0.5725(5) 0.53879(14) 0.0313(10) Uani 1 1 d . . . . .
C8 C 1.0211(6) 0.6516(5) 0.53752(14) 0.0313(10) Uani 1 1 d . . . . .
C9 C 0.9251(6) 0.6219(5) 0.56896(14) 0.0302(10) Uani 1 1 d . . . . .
C10 C 1.5077(7) 0.1554(6) 0.63355(17) 0.0401(12) Uani 1 1 d . . . . .
H10A H 1.495989 0.087650 0.613153 0.060 Uiso 1 1 calc R U . . .
H10B H 1.554614 0.108584 0.656062 0.060 Uiso 1 1 calc R U . . .
H10C H 1.584191 0.230890 0.626824 0.060 Uiso 1 1 calc R U . . .
C11 C 1.4342(7) 0.3616(6) 0.56861(16) 0.0402(12) Uani 1 1 d . . . . .
H11 H 1.529085 0.421921 0.572886 0.048 Uiso 1 1 calc R U . . .
C12 C 1.2975(7) 0.5713(6) 0.51053(15) 0.0399(12) Uani 1 1 d . . . . .
H12A H 1.305166 0.477168 0.499980 0.060 Uiso 1 1 calc R U . . .
H12B H 1.407922 0.597926 0.522334 0.060 Uiso 1 1 calc R U . . .
H12C H 1.265231 0.637934 0.490688 0.060 Uiso 1 1 calc R U . . .
C13 C 0.9451(7) 0.2632(6) 0.69051(14) 0.0361(11) Uani 1 1 d . . . . .
H13 H 0.861960 0.332715 0.684433 0.043 Uiso 1 1 calc R U . . .
C14 C 0.9156(7) 0.1812(6) 0.71972(15) 0.0389(12) Uani 1 1 d . . . . .
H14 H 0.998508 0.112026 0.726287 0.047 Uiso 1 1 calc R U . . .
C15 C 0.7689(7) 0.1885(6) 0.74221(15) 0.0376(12) Uani 1 1 d . . . . .
C16 C 0.7603(8) 0.0995(6) 0.77314(15) 0.0424(13) Uani 1 1 d . . . . .
H16 H 0.850777 0.036101 0.778937 0.051 Uiso 1 1 calc R U . . .
C17 C 0.6233(8) 0.1023(6) 0.79518(16) 0.0432(13) Uani 1 1 d . . . . .
H17 H 0.620306 0.040942 0.815861 0.052 Uiso 1 1 calc R U . . .
C18 C 0.4897(7) 0.1944(6) 0.78731(15) 0.0398(12) Uani 1 1 d . . . . .
C19 C 0.4954(7) 0.2836(6) 0.75666(15) 0.0401(12) Uani 1 1 d . . . . .
H19 H 0.404706 0.346947 0.750933 0.048 Uiso 1 1 calc R U . . .
C20 C 0.6334(7) 0.2794(6) 0.73473(15) 0.0390(12) Uani 1 1 d . . . . .
H20 H 0.635788 0.340311 0.713942 0.047 Uiso 1 1 calc R U . . .
C21 C 0.2327(8) 0.2973(7) 0.8062(2) 0.0553(17) Uani 1 1 d . . . . .
H21A H 0.169049 0.285984 0.782177 0.083 Uiso 1 1 calc R U . . .
H21B H 0.286733 0.389674 0.807251 0.083 Uiso 1 1 calc R U . . .
H21C H 0.154775 0.289096 0.826276 0.083 Uiso 1 1 calc R U . . .
C22 C 0.7675(6) 0.6750(5) 0.58109(15) 0.0334(11) Uani 1 1 d . . . . .
H22 H 0.738371 0.646394 0.605143 0.040 Uiso 1 1 calc R U . . .
C23 C 0.6559(7) 0.7598(6) 0.56274(15) 0.0355(11) Uani 1 1 d . . . . .
H23 H 0.683909 0.792009 0.538925 0.043 Uiso 1 1 calc R U . . .
C24 C 0.4950(6) 0.8066(5) 0.57647(15) 0.0336(11) Uani 1 1 d . . . . .
C25 C 0.4271(7) 0.7544(5) 0.60866(15) 0.0346(11) Uani 1 1 d . . . . .
H25 H 0.489103 0.686162 0.623011 0.042 Uiso 1 1 calc R U . . .
C26 C 0.2730(7) 0.7994(6) 0.62009(16) 0.0385(12) Uani 1 1 d . . . . .
H26 H 0.229401 0.761795 0.641986 0.046 Uiso 1 1 calc R U . . .
C27 C 0.1812(6) 0.8999(6) 0.59961(16) 0.0377(12) Uani 1 1 d . . . . .
C28 C 0.2441(7) 0.9542(6) 0.56799(17) 0.0409(13) Uani 1 1 d . . . . .
H28 H 0.182108 1.023903 0.554149 0.049 Uiso 1 1 calc R U . . .
C29 C 0.3987(7) 0.9069(6) 0.55630(16) 0.0409(12) Uani 1 1 d . . . . .
H29 H 0.440188 0.943586 0.534069 0.049 Uiso 1 1 calc R U . . .
C30 C -0.0709(7) 1.0390(7) 0.5935(2) 0.0498(15) Uani 1 1 d . . . . .
H30A H -0.104251 1.003298 0.568657 0.075 Uiso 1 1 calc R U . . .
H30B H -0.004421 1.124892 0.591303 0.075 Uiso 1 1 calc R U . . .
H30C H -0.172846 1.059082 0.606864 0.075 Uiso 1 1 calc R U . . .
B1 B 0.9599(7) 0.4576(6) 0.62571(16) 0.0303(11) 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
Br1 C8 1.872(5) . ?
Br2 C2 1.876(5) . ?
F1 B1 1.381(6) . ?
F2 B1 1.387(7) . ?
O1 C11 1.201(7) . ?
O2 C27 1.369(6) . ?
O2 C30 1.427(7) . ?
O3 C18 1.353(7) . ?
O3 C21 1.429(8) . ?
N1 C6 1.383(6) . ?
N1 C9 1.364(6) . ?
N1 B1 1.543(7) . ?
N2 C1 1.369(6) . ?
N2 C4 1.390(6) . ?
N2 B1 1.549(7) . ?
C1 C2 1.422(7) . ?
C1 C13 1.429(7) . ?
C2 C3 1.371(7) . ?
C3 C4 1.432(7) . ?
C3 C10 1.491(7) . ?
C4 C5 1.393(7) . ?
C5 C6 1.406(7) . ?
C5 C11 1.481(7) . ?
C6 C7 1.427(7) . ?
C7 C8 1.373(7) . ?
C7 C12 1.491(7) . ?
C8 C9 1.428(7) . ?
C9 C22 1.434(7) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 0.9500 . ?
C13 C14 1.344(7) . ?
C14 H14 0.9500 . ?
C14 C15 1.453(8) . ?
C15 C16 1.407(8) . ?
C15 C20 1.390(8) . ?
C16 H16 0.9500 . ?
C16 C17 1.378(8) . ?
C17 H17 0.9500 . ?
C17 C18 1.389(8) . ?
C18 C19 1.399(8) . ?
C19 H19 0.9500 . ?
C19 C20 1.383(8) . ?
C20 H20 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22 0.9500 . ?
C22 C23 1.342(7) . ?
C23 H23 0.9500 . ?
C23 C24 1.458(7) . ?
C24 C25 1.398(7) . ?
C24 C29 1.400(7) . ?
C25 H25 0.9500 . ?
C25 C26 1.374(7) . ?
C26 H26 0.9500 . ?
C26 C27 1.389(8) . ?
C27 C28 1.371(8) . ?
C28 H28 0.9500 . ?
C28 C29 1.389(8) . ?
C29 H29 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 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
C27 O2 C30 117.5(5) . . ?
C18 O3 C21 118.2(5) . . ?
C6 N1 B1 125.4(4) . . ?
C9 N1 C6 109.5(4) . . ?
C9 N1 B1 125.1(4) . . ?
C1 N2 C4 109.6(4) . . ?
C1 N2 B1 125.1(4) . . ?
C4 N2 B1 125.4(4) . . ?
N2 C1 C2 106.3(4) . . ?
N2 C1 C13 120.8(5) . . ?
C2 C1 C13 132.9(5) . . ?
C1 C2 Br2 126.3(4) . . ?
C3 C2 Br2 123.3(4) . . ?
C3 C2 C1 110.4(5) . . ?
C2 C3 C4 105.6(4) . . ?
C2 C3 C10 125.9(5) . . ?
C4 C3 C10 128.5(5) . . ?
N2 C4 C3 108.1(4) . . ?
N2 C4 C5 120.1(4) . . ?
C5 C4 C3 131.7(5) . . ?
C4 C5 C6 121.4(4) . . ?
C4 C5 C11 119.5(5) . . ?
C6 C5 C11 119.1(5) . . ?
N1 C6 C5 120.4(4) . . ?
N1 C6 C7 108.8(4) . . ?
C5 C6 C7 130.8(5) . . ?
C6 C7 C12 128.4(5) . . ?
C8 C7 C6 105.3(4) . . ?
C8 C7 C12 126.3(5) . . ?
C7 C8 Br1 123.4(4) . . ?
C7 C8 C9 110.2(4) . . ?
C9 C8 Br1 126.4(4) . . ?
N1 C9 C8 106.2(4) . . ?
N1 C9 C22 120.8(4) . . ?
C8 C9 C22 132.9(5) . . ?
C3 C10 H10A 109.5 . . ?
C3 C10 H10B 109.5 . . ?
C3 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O1 C11 C5 124.1(6) . . ?
O1 C11 H11 117.9 . . ?
C5 C11 H11 117.9 . . ?
C7 C12 H12A 109.5 . . ?
C7 C12 H12B 109.5 . . ?
C7 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C1 C13 H13 116.1 . . ?
C14 C13 C1 127.8(5) . . ?
C14 C13 H13 116.1 . . ?
C13 C14 H14 116.9 . . ?
C13 C14 C15 126.1(5) . . ?
C15 C14 H14 116.9 . . ?
C16 C15 C14 119.3(5) . . ?
C20 C15 C14 123.3(5) . . ?
C20 C15 C16 117.3(5) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 C15 121.4(6) . . ?
C17 C16 H16 119.3 . . ?
C16 C17 H17 119.8 . . ?
C16 C17 C18 120.3(5) . . ?
C18 C17 H17 119.8 . . ?
O3 C18 C17 116.9(5) . . ?
O3 C18 C19 123.9(6) . . ?
C17 C18 C19 119.2(5) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 C18 119.8(6) . . ?
C20 C19 H19 120.1 . . ?
C15 C20 H20 119.0 . . ?
C19 C20 C15 121.9(5) . . ?
C19 C20 H20 119.0 . . ?
O3 C21 H21A 109.5 . . ?
O3 C21 H21B 109.5 . . ?
O3 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C9 C22 H22 115.9 . . ?
C23 C22 C9 128.2(5) . . ?
C23 C22 H22 115.9 . . ?
C22 C23 H23 117.4 . . ?
C22 C23 C24 125.2(5) . . ?
C24 C23 H23 117.4 . . ?
C25 C24 C23 123.8(5) . . ?
C25 C24 C29 116.9(5) . . ?
C29 C24 C23 119.3(5) . . ?
C24 C25 H25 119.1 . . ?
C26 C25 C24 121.7(5) . . ?
C26 C25 H25 119.1 . . ?
C25 C26 H26 120.0 . . ?
C25 C26 C27 119.9(5) . . ?
C27 C26 H26 120.0 . . ?
O2 C27 C26 115.0(5) . . ?
O2 C27 C28 125.0(5) . . ?
C28 C27 C26 120.1(5) . . ?
C27 C28 H28 120.1 . . ?
C27 C28 C29 119.7(5) . . ?
C29 C28 H28 120.1 . . ?
C24 C29 H29 119.2 . . ?
C28 C29 C24 121.6(5) . . ?
C28 C29 H29 119.2 . . ?
O2 C30 H30A 109.5 . . ?
O2 C30 H30B 109.5 . . ?
O2 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
F1 B1 F2 109.8(4) . . ?
F1 B1 N1 109.6(4) . . ?
F1 B1 N2 110.4(4) . . ?
F2 B1 N1 110.3(4) . . ?
F2 B1 N2 109.5(4) . . ?
N1 B1 N2 107.2(4) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C21 H21C F2 0.98 2.49 3.114(7) 121.6 2_646 yes
C22 H22 F2 0.95 2.49 3.110(6) 123.2 . yes

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
Br1 C8 C9 N1 -179.2(4) . . . . ?
Br1 C8 C9 C22 -0.8(8) . . . . ?
Br2 C2 C3 C4 175.5(4) . . . . ?
Br2 C2 C3 C10 -4.1(8) . . . . ?
O2 C27 C28 C29 -178.9(5) . . . . ?
O3 C18 C19 C20 179.9(5) . . . . ?
N1 C6 C7 C8 0.5(5) . . . . ?
N1 C6 C7 C12 -178.8(5) . . . . ?
N1 C9 C22 C23 -173.5(5) . . . . ?
N2 C1 C2 Br2 -176.5(4) . . . . ?
N2 C1 C2 C3 1.8(6) . . . . ?
N2 C1 C13 C14 178.1(5) . . . . ?
N2 C4 C5 C6 0.8(7) . . . . ?
N2 C4 C5 C11 -177.5(5) . . . . ?
C1 N2 C4 C3 -1.8(5) . . . . ?
C1 N2 C4 C5 175.6(5) . . . . ?
C1 N2 B1 F1 -56.4(7) . . . . ?
C1 N2 B1 F2 64.6(6) . . . . ?
C1 N2 B1 N1 -175.7(4) . . . . ?
C1 C2 C3 C4 -2.8(6) . . . . ?
C1 C2 C3 C10 177.6(5) . . . . ?
C1 C13 C14 C15 -179.2(5) . . . . ?
C2 C1 C13 C14 -2.7(10) . . . . ?
C2 C3 C4 N2 2.8(5) . . . . ?
C2 C3 C4 C5 -174.2(5) . . . . ?
C3 C4 C5 C6 177.5(5) . . . . ?
C3 C4 C5 C11 -0.8(8) . . . . ?
C4 N2 C1 C2 0.1(6) . . . . ?
C4 N2 C1 C13 179.5(5) . . . . ?
C4 N2 B1 F1 123.1(5) . . . . ?
C4 N2 B1 F2 -115.9(5) . . . . ?
C4 N2 B1 N1 3.8(7) . . . . ?
C4 C5 C6 N1 2.0(7) . . . . ?
C4 C5 C6 C7 -176.9(5) . . . . ?
C4 C5 C11 O1 81.6(8) . . . . ?
C5 C6 C7 C8 179.5(5) . . . . ?
C5 C6 C7 C12 0.2(9) . . . . ?
C6 N1 C9 C8 -0.6(5) . . . . ?
C6 N1 C9 C22 -179.3(4) . . . . ?
C6 N1 B1 F1 -120.8(5) . . . . ?
C6 N1 B1 F2 118.2(5) . . . . ?
C6 N1 B1 N2 -0.9(7) . . . . ?
C6 C5 C11 O1 -96.7(7) . . . . ?
C6 C7 C8 Br1 179.2(4) . . . . ?
C6 C7 C8 C9 -0.9(6) . . . . ?
C7 C8 C9 N1 0.9(6) . . . . ?
C7 C8 C9 C22 179.4(5) . . . . ?
C8 C9 C22 C23 8.2(10) . . . . ?
C9 N1 C6 C5 -179.1(4) . . . . ?
C9 N1 C6 C7 0.1(5) . . . . ?
C9 N1 B1 F1 56.1(6) . . . . ?
C9 N1 B1 F2 -64.9(6) . . . . ?
C9 N1 B1 N2 176.0(4) . . . . ?
C9 C22 C23 C24 178.2(5) . . . . ?
C10 C3 C4 N2 -177.6(5) . . . . ?
C10 C3 C4 C5 5.3(9) . . . . ?
C11 C5 C6 N1 -179.7(5) . . . . ?
C11 C5 C6 C7 1.4(8) . . . . ?
C12 C7 C8 Br1 -1.4(8) . . . . ?
C12 C7 C8 C9 178.4(5) . . . . ?
C13 C1 C2 Br2 4.2(9) . . . . ?
C13 C1 C2 C3 -177.5(5) . . . . ?
C13 C14 C15 C16 -176.9(6) . . . . ?
C13 C14 C15 C20 3.5(9) . . . . ?
C14 C15 C16 C17 -179.7(5) . . . . ?
C14 C15 C20 C19 179.9(5) . . . . ?
C15 C16 C17 C18 -0.2(9) . . . . ?
C16 C15 C20 C19 0.3(8) . . . . ?
C16 C17 C18 O3 -179.7(5) . . . . ?
C16 C17 C18 C19 0.3(9) . . . . ?
C17 C18 C19 C20 -0.1(8) . . . . ?
C18 C19 C20 C15 -0.2(9) . . . . ?
C20 C15 C16 C17 -0.1(8) . . . . ?
C21 O3 C18 C17 171.4(5) . . . . ?
C21 O3 C18 C19 -8.6(8) . . . . ?
C22 C23 C24 C25 -8.3(9) . . . . ?
C22 C23 C24 C29 173.2(5) . . . . ?
C23 C24 C25 C26 -178.5(5) . . . . ?
C23 C24 C29 C28 179.5(5) . . . . ?
C24 C25 C26 C27 -0.5(8) . . . . ?
C25 C24 C29 C28 0.9(8) . . . . ?
C25 C26 C27 O2 179.8(5) . . . . ?
C25 C26 C27 C28 0.0(8) . . . . ?
C26 C27 C28 C29 0.9(8) . . . . ?
C27 C28 C29 C24 -1.4(9) . . . . ?
C29 C24 C25 C26 0.0(8) . . . . ?
C30 O2 C27 C26 -179.7(5) . . . . ?
C30 O2 C27 C28 0.0(8) . . . . ?
B1 N1 C6 C5 -1.8(7) . . . . ?
B1 N1 C6 C7 177.4(4) . . . . ?
B1 N1 C9 C8 -177.9(4) . . . . ?
B1 N1 C9 C22 3.4(7) . . . . ?
B1 N2 C1 C2 179.7(5) . . . . ?
B1 N2 C1 C13 -0.9(8) . . . . ?
B1 N2 C4 C3 178.6(4) . . . . ?
B1 N2 C4 C5 -4.0(7) . . . . ?

