# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_4e
_database_code_depnum_ccdc_archive 'CCDC 2356996'
loop_
_audit_author_name
_audit_author_address
'Anastasia Danshina'
;Zelinsky Institute of Organic Chemistry
Russia
;
_audit_update_record             
;
2024-05-21 deposited with the CCDC.	2024-07-15 downloaded from the CCDC.
;
_audit_creation_date             2024-05-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelxl_version_number           2014/6
# end Validation Reply Form
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H22 B Br N2 O4'
_chemical_formula_sum            'C17 H22 B Br N2 O4'
_chemical_formula_weight         409.08
_chemical_absolute_configuration syn
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C14 H14 N2 O4 B Br'
_chemical_oxdiff_usercomment     KA22482
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'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.2775(3)
_cell_length_b                   8.4391(4)
_cell_length_c                   27.6673(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1932.69(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2696
_cell_measurement_temperature    100.00(11)
_cell_measurement_theta_max      75.7780
_cell_measurement_theta_min      3.1940
_shelx_estimated_absorpt_T_max   0.913
_shelx_estimated_absorpt_T_min   0.621
_exptl_absorpt_coefficient_mu    3.093
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.717
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.117a (Rigaku Oxford Diffraction, 2024)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             840
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.0858
0 0 -1 0.0229
0 0 1 0.0134
0 -1 -1 0.0266
0 1 1 0.0228
0 1 -2 0.0152
-2 -1 -2 0.0622
0 -1 2 0.0172

_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0002 -0.0008 -0.0033 0.0146 0.0064 -0.1854
0.0002 0.0003 -1.0000 -0.0456 -0.0316 -0.0048
-0.0002 -0.0003 1.0000 0.0456 0.0316 0.0048
0.0007 -0.9995 -0.9971 0.0582 -0.1816 -0.0021
-0.0007 0.9995 0.9971 -0.0582 0.1816 0.0021
-0.0001 1.0003 -2.0029 -0.1951 0.0869 -0.0123
-1.9996 -0.9976 -1.9904 -0.0166 -0.2260 0.3640
0.0001 -1.0003 2.0029 0.1951 -0.0869 0.0123

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0754
_diffrn_reflns_av_unetI/netI     0.0602
_diffrn_reflns_Laue_measured_fraction_full 0.961
_diffrn_reflns_Laue_measured_fraction_max 0.929
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            10888
_diffrn_reflns_point_group_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.897
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.565
_diffrn_reflns_theta_min         5.480
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.929
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -118.00 -69.00   0.50    7.00    --  -48.14-132.00  89.00   98
  2  ω    -28.00  24.00   0.50    7.00    --  -48.14   7.00 110.00  104
  3  ω    -91.00 -20.00   0.50   28.00    --  -90.00 132.00 158.00  142
  4  ω    -85.00 -21.00   0.50   28.00    --  -90.00 124.00-106.00  128
  5  ω     91.00 178.00   0.50   28.00    --  111.50 132.00 158.00  174
  6  ω     42.00 111.00   0.50   28.00    --  111.50-124.00 174.00  138
  7  ω    116.00 159.00   0.50   28.00    --  111.50   7.00 110.00   86
  8  ω    -26.00  26.00   0.50    7.00    --  -48.14  19.00   0.00  104
  9  ω    -23.00   6.00   0.50    7.00    --   48.14  -7.00 -65.00   58
 10  ω     45.00  70.00   0.50   28.00    --  111.50 -61.00  90.00   50
 11  ω     91.00 178.00   0.50   28.00    --  111.50  77.00-150.00  174
 12  ω     98.00 139.00   0.50   28.00    --  111.50 125.00-120.00   82
 13  ω     45.00  70.00   0.50   28.00    --  111.50 -61.00 -30.00   50
 14  ω     61.00  87.00   0.50   28.00    --  111.50   0.00 -90.00   52
 15  ω     62.00 102.00   0.50   28.00    --  111.50 -95.00-180.00   80
 16  ω    117.00 163.00   0.50   28.00    --  111.50   0.00 -90.00   92
 17  ω    101.00 142.00   0.50   28.00    --  111.50  61.00  90.00   82
 18  ω     66.00  97.00   0.50   28.00    --  111.50-125.00-180.00   62
 19  ω     46.00  77.00   0.50   28.00    --  111.50 -95.00-150.00   62
 20  ω     48.00  83.00   0.50   28.00    --  111.50 -77.00-120.00   70
 21  ω    103.00 129.00   0.50   28.00    --  111.50  45.00  30.00   52
 22  ω     43.00 101.00   0.50   28.00    --  111.50-125.00-150.00  116
;
_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      0.0146374000
_diffrn_orient_matrix_UB_12      -0.1037161000
_diffrn_orient_matrix_UB_13      0.0456038000
_diffrn_orient_matrix_UB_21      0.0066009000
_diffrn_orient_matrix_UB_22      0.1501993000
_diffrn_orient_matrix_UB_23      0.0316213000
_diffrn_orient_matrix_UB_31      -0.1853708000
_diffrn_orient_matrix_UB_32      -0.0027755000
_diffrn_orient_matrix_UB_33      0.0047565000
_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         0.672
_reflns_Friedel_fraction_full    0.938
_reflns_Friedel_fraction_max     0.853
_reflns_number_gt                3276
_reflns_number_total             3771
_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 1.171.43.117a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.117a 64-bit (release 26-03-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.117a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.690
_refine_diff_density_min         -0.822
_refine_diff_density_rms         0.135
_refine_ls_abs_structure_details 
;
 Flack x determined using 1228 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         3771
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0933
_refine_ls_R_factor_gt           0.0842
_refine_ls_restrained_S_all      1.128
_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)+(0.0210P)²+18.4754P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2029
_refine_ls_wR_factor_ref         0.2075
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C9(H9), B1(H1)
1.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
1.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C13(H13), C14(H14), C16(H16), C17(H17)
1.d Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C8(H8A,H8B,H8C), C11(H11A,H11B,H11C)
;
_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 0.13005(16) 0.81216(17) 0.29472(5) 0.0435(4) Uani 1 1 d . . . . .
O1 O 1.0745(11) 0.5704(13) 0.4540(4) 0.044(2) Uani 1 1 d . . . . .
O2 O 0.8374(10) 0.6527(11) 0.4830(3) 0.042(2) Uani 1 1 d . . . . .
O3 O 0.4791(13) 0.1409(11) 0.3636(6) 0.068(4) Uani 1 1 d . . . . .
O4 O 0.7264(10) 0.0721(10) 0.3384(4) 0.042(2) Uani 1 1 d . . . . .
N1 N 1.0406(10) 0.2114(12) 0.3838(4) 0.031(2) Uani 1 1 d . . . . .
N2 N 0.9274(12) 0.1558(13) 0.4515(4) 0.039(3) Uani 1 1 d . . . . .
C1 C 0.9106(12) 0.2492(14) 0.4120(4) 0.031(3) Uani 1 1 d . . . . .
C2 C 1.1293(19) 0.0908(14) 0.4056(5) 0.039(3) Uani 1 1 d . . . . .
H2 H 1.2216 0.0398 0.3924 0.047 Uiso 1 1 calc R U . . .
C3 C 1.0623(16) 0.0599(17) 0.4479(5) 0.041(3) Uani 1 1 d . . . . .
H3 H 1.0996 -0.0139 0.4713 0.049 Uiso 1 1 calc R U . . .
C4 C 1.0705(14) 0.2638(15) 0.3351(5) 0.037(3) Uani 1 1 d . . . . .
H4A H 1.1828 0.2410 0.3264 0.056 Uiso 1 1 calc R U . . .
H4B H 1.0510 0.3781 0.3328 0.056 Uiso 1 1 calc R U . . .
H4C H 0.9979 0.2079 0.3129 0.056 Uiso 1 1 calc R U . . .
C5 C 0.8220(17) 0.160(2) 0.4944(6) 0.062(5) Uani 1 1 d . . . . .
H5A H 0.8276 0.0576 0.5112 0.092 Uiso 1 1 calc R U . . .
H5B H 0.7104 0.1802 0.4844 0.092 Uiso 1 1 calc R U . . .
H5C H 0.8580 0.2441 0.5163 0.092 Uiso 1 1 calc R U . . .
C6 C 0.8411(16) 0.5614(14) 0.4025(5) 0.038(3) Uani 1 1 d . . . . .
H6A H 0.9132 0.5776 0.3744 0.045 Uiso 1 1 calc R U . . .
H6B H 0.7500 0.6369 0.3997 0.045 Uiso 1 1 calc R U . . .
C7 C 0.9310(15) 0.5936(15) 0.4473(5) 0.034(3) Uani 1 1 d . . . . .
C8 C 0.9128(15) 0.673(2) 0.5296(5) 0.051(4) Uani 1 1 d . . . . .
H8A H 1.0043 0.7457 0.5266 0.076 Uiso 1 1 calc R U . . .
H8B H 0.9514 0.5697 0.5413 0.076 Uiso 1 1 calc R U . . .
H8C H 0.8340 0.7159 0.5525 0.076 Uiso 1 1 calc R U . . .
C9 C 0.6780(13) 0.3427(13) 0.3491(4) 0.032(3) Uani 1 1 d . . . . .
H9 H 0.7608 0.3461 0.3228 0.038 Uiso 1 1 calc R U . . .
C10 C 0.6110(14) 0.1773(16) 0.3517(5) 0.040(3) Uani 1 1 d . . . . .
C11 C 0.675(2) -0.0927(17) 0.3406(10) 0.090(8) Uani 1 1 d . . . . .
H11A H 0.5789 -0.1071 0.3201 0.135 Uiso 1 1 calc R U . . .
H11B H 0.6480 -0.1205 0.3740 0.135 Uiso 1 1 calc R U . . .
H11C H 0.7618 -0.1613 0.3289 0.135 Uiso 1 1 calc R U . . .
C12 C 0.5466(14) 0.4633(15) 0.3373(5) 0.032(3) Uani 1 1 d . . . . .
C13 C 0.5419(13) 0.5339(14) 0.2921(5) 0.033(2) Uani 1 1 d . . . . .
H13 H 0.6238 0.5090 0.2693 0.039 Uiso 1 1 calc R U . . .
C14 C 0.4219(16) 0.6393(15) 0.2793(5) 0.040(3) Uani 1 1 d . . . . .
H14 H 0.4217 0.6892 0.2485 0.048 Uiso 1 1 calc R U . . .
C15 C 0.3033(15) 0.6697(15) 0.3125(4) 0.036(3) Uani 1 1 d . . . . .
C16 C 0.2986(15) 0.6071(17) 0.3578(5) 0.038(3) Uani 1 1 d . . . . .
H16 H 0.2153 0.6329 0.3801 0.046 Uiso 1 1 calc R U . . .
C17 C 0.4231(14) 0.5030(16) 0.3696(5) 0.036(3) Uani 1 1 d . . . . .
H17 H 0.4243 0.4571 0.4010 0.043 Uiso 1 1 calc R U . . .
B1 B 0.7707(16) 0.3780(17) 0.4018(5) 0.033(3) Uani 1 1 d . . . . .
H1 H 0.6884 0.3685 0.4281 0.040 Uiso 1 1 calc R U . . .


_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 C15 1.935(12) . ?
O1 C7 1.218(15) . ?
O2 C7 1.349(15) . ?
O2 C8 1.443(16) . ?
O3 C10 1.181(16) . ?
O4 C10 1.355(15) . ?
O4 C11 1.456(17) . ?
N1 C1 1.367(14) . ?
N1 C2 1.392(16) . ?
N1 C4 1.441(16) . ?
N2 C1 1.354(15) . ?
N2 C3 1.383(17) . ?
N2 C5 1.475(17) . ?
C1 B1 1.613(17) . ?
C2 H2 0.9500 . ?
C2 C3 1.32(2) . ?
C3 H3 0.9500 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.472(17) . ?
C6 B1 1.654(19) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9 1.0000 . ?
C9 C10 1.504(17) . ?
C9 C12 1.524(16) . ?
C9 B1 1.675(19) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.384(19) . ?
C12 C17 1.400(17) . ?
C13 H13 0.9500 . ?
C13 C14 1.380(17) . ?
C14 H14 0.9500 . ?
C14 C15 1.368(17) . ?
C15 C16 1.362(18) . ?
C16 H16 0.9500 . ?
C16 C17 1.393(18) . ?
C17 H17 0.9500 . ?
B1 H1 1.0000 . ?

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
C7 O2 C8 116.6(10) . . ?
C10 O4 C11 114.0(11) . . ?
C1 N1 C2 109.8(10) . . ?
C1 N1 C4 126.7(9) . . ?
C2 N1 C4 122.6(10) . . ?
C1 N2 C3 111.5(10) . . ?
C1 N2 C5 125.1(11) . . ?
C3 N2 C5 123.3(11) . . ?
N1 C1 B1 128.5(11) . . ?
N2 C1 N1 104.1(9) . . ?
N2 C1 B1 127.5(11) . . ?
N1 C2 H2 126.1 . . ?
C3 C2 N1 107.8(12) . . ?
C3 C2 H2 126.1 . . ?
N2 C3 H3 126.6 . . ?
C2 C3 N2 106.7(12) . . ?
C2 C3 H3 126.6 . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
H6A C6 H6B 108.0 . . ?
C7 C6 H6A 109.4 . . ?
C7 C6 H6B 109.4 . . ?
C7 C6 B1 111.1(10) . . ?
B1 C6 H6A 109.4 . . ?
B1 C6 H6B 109.4 . . ?
O1 C7 O2 120.6(11) . . ?
O1 C7 C6 126.2(12) . . ?
O2 C7 C6 113.2(11) . . ?
O2 C8 H8A 109.5 . . ?
O2 C8 H8B 109.5 . . ?
O2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 H9 108.3 . . ?
C10 C9 C12 111.6(9) . . ?
C10 C9 B1 107.0(10) . . ?
C12 C9 H9 108.3 . . ?
C12 C9 B1 113.3(10) . . ?
B1 C9 H9 108.3 . . ?
O3 C10 O4 123.8(13) . . ?
O3 C10 C9 126.6(12) . . ?
O4 C10 C9 109.6(10) . . ?
O4 C11 H11A 109.5 . . ?
O4 C11 H11B 109.5 . . ?
O4 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C9 120.1(11) . . ?
C13 C12 C17 117.0(11) . . ?
C17 C12 C9 122.9(12) . . ?
C12 C13 H13 119.0 . . ?
C14 C13 C12 122.0(12) . . ?
C14 C13 H13 119.0 . . ?
C13 C14 H14 121.1 . . ?
C15 C14 C13 117.7(12) . . ?
C15 C14 H14 121.1 . . ?
C14 C15 Br1 118.6(9) . . ?
C16 C15 Br1 117.0(10) . . ?
C16 C15 C14 124.4(12) . . ?
C15 C16 H16 122.0 . . ?
C15 C16 C17 116.1(12) . . ?
C17 C16 H16 122.0 . . ?
C12 C17 H17 118.6 . . ?
C16 C17 C12 122.7(13) . . ?
C16 C17 H17 118.6 . . ?
C1 B1 C6 112.1(10) . . ?
C1 B1 C9 111.2(11) . . ?
C1 B1 H1 107.9 . . ?
C6 B1 C9 109.8(10) . . ?
C6 B1 H1 107.9 . . ?
C9 B1 H1 107.9 . . ?

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 C15 C16 C17 179.1(9) . . . . ?
N1 C1 B1 C6 -66.8(17) . . . . ?
N1 C1 B1 C9 56.5(16) . . . . ?
N1 C2 C3 N2 2.8(16) . . . . ?
N2 C1 B1 C6 111.6(14) . . . . ?
N2 C1 B1 C9 -125.1(13) . . . . ?
C1 N1 C2 C3 -3.6(15) . . . . ?
C1 N2 C3 C2 -1.2(16) . . . . ?
C2 N1 C1 N2 2.8(13) . . . . ?
C2 N1 C1 B1 -178.5(12) . . . . ?
C3 N2 C1 N1 -1.0(14) . . . . ?
C3 N2 C1 B1 -179.8(12) . . . . ?
C4 N1 C1 N2 172.2(11) . . . . ?
C4 N1 C1 B1 -9(2) . . . . ?
C4 N1 C2 C3 -173.6(12) . . . . ?
C5 N2 C1 N1 175.8(13) . . . . ?
C5 N2 C1 B1 -3(2) . . . . ?
C5 N2 C3 C2 -178.0(14) . . . . ?
C7 C6 B1 C1 -52.8(15) . . . . ?
C7 C6 B1 C9 -177.0(10) . . . . ?
C8 O2 C7 O1 -5.3(18) . . . . ?
C8 O2 C7 C6 174.0(12) . . . . ?
C9 C12 C13 C14 177.7(11) . . . . ?
C9 C12 C17 C16 -176.6(12) . . . . ?
C10 C9 C12 C13 -108.0(13) . . . . ?
C10 C9 C12 C17 69.2(15) . . . . ?
C10 C9 B1 C1 57.8(12) . . . . ?
C10 C9 B1 C6 -177.6(10) . . . . ?
C11 O4 C10 O3 -1(2) . . . . ?
C11 O4 C10 C9 179.0(15) . . . . ?
C12 C9 C10 O3 -30(2) . . . . ?
C12 C9 C10 O4 149.9(11) . . . . ?
C12 C9 B1 C1 -178.9(10) . . . . ?
C12 C9 B1 C6 -54.3(13) . . . . ?
C12 C13 C14 C15 -1.7(19) . . . . ?
C13 C12 C17 C16 0.7(19) . . . . ?
C13 C14 C15 Br1 -178.2(9) . . . . ?
C13 C14 C15 C16 2(2) . . . . ?
C14 C15 C16 C17 -1(2) . . . . ?
C15 C16 C17 C12 0(2) . . . . ?
C17 C12 C13 C14 0.3(18) . . . . ?
B1 C6 C7 O1 88.6(16) . . . . ?
B1 C6 C7 O2 -90.7(13) . . . . ?
B1 C9 C10 O3 94.1(16) . . . . ?
B1 C9 C10 O4 -85.7(12) . . . . ?
B1 C9 C12 C13 131.2(12) . . . . ?
B1 C9 C12 C17 -51.6(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.114
_oxdiff_exptl_absorpt_empirical_full_min 0.525
# start Validation Reply Form
_vrf_PLAT341_24daa_r06_g         
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............      0.018 Ang.  
RESPONSE: The crystal was of poor quality and of high mosaic.
;
