# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

data_vk-428_auto
_audit_creation_date               2025-12-30
_audit_creation_method
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number       '2019/3'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          VK-428
_chemical_formula_moiety           'C17 H10 Br N O2'
_chemical_formula_sum              'C17 H10 Br N O2'
_chemical_formula_weight           340.17
_chemical_melting_point            ?
_chemical_oxdiff_formula           'C H N O'
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'
 '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        '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                     6.94070(10)
_cell_length_b                     10.10700(10)
_cell_length_c                     10.61130(10)
_cell_angle_alpha                  79.6910(10)
_cell_angle_beta                   77.5300(10)
_cell_angle_gamma                  71.1550(10)
_cell_volume                       683.038(14)
_cell_formula_units_Z              2
_cell_measurement_reflns_used      10835
_cell_measurement_temperature      293
_cell_measurement_theta_max        67.9900
_cell_measurement_theta_min        4.2860
_shelx_estimated_absorpt_T_max     0.576
_shelx_estimated_absorpt_T_min     0.413
_exptl_absorpt_coefficient_mu      4.133
_exptl_absorpt_correction_T_max    1.00000
_exptl_absorpt_correction_T_min    0.44076
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.44.105a (Rigaku Oxford Diffraction, 2025)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              'clear light white'
_exptl_crystal_colour_lustre       clear
_exptl_crystal_colour_modifier     light
_exptl_crystal_colour_primary      white
_exptl_crystal_density_diffrn      1.654
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         block
_exptl_crystal_F_000               340
_exptl_crystal_preparation        
 'Saturated solution of sample prepared in DCM solvent then directly diffused by diethyl ether solvent'
_exptl_crystal_recrystallization_method 
 'Saturated solution on diffusion with diethyl ether for 10 days gives white to colorless block like single crystal'
_exptl_crystal_size_max            0.26
_exptl_crystal_size_mid            0.24
_exptl_crystal_size_min            0.15
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0286
_diffrn_reflns_av_unetI/netI       0.0164
_diffrn_reflns_Laue_measured_fraction_full  0.995
_diffrn_reflns_Laue_measured_fraction_max  0.990
_diffrn_reflns_limit_h_max         8
_diffrn_reflns_limit_h_min         -8
_diffrn_reflns_limit_k_max         12
_diffrn_reflns_limit_k_min         -12
_diffrn_reflns_limit_l_max         11
_diffrn_reflns_limit_l_min         -12
_diffrn_reflns_number              13242
_diffrn_reflns_point_group_measured_fraction_full  0.995
_diffrn_reflns_point_group_measured_fraction_max  0.990
_diffrn_reflns_theta_full          67.684
_diffrn_reflns_theta_max           68.080
_diffrn_reflns_theta_min           4.297
_diffrn_ambient_temperature        293
_diffrn_detector                   'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean   10.0000
_diffrn_detector_type              HyPix3000
_diffrn_measured_fraction_theta_full  0.995
_diffrn_measured_fraction_theta_max  0.990
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω     14.00 110.00   0.50    0.20    --   40.83  77.00 150.00  192
  2  ω     14.00 110.00   0.50    0.20    --   40.83  77.00  90.00  192
  3  ω     14.00 110.00   0.50    0.20    --   40.83  77.00 -30.00  192
  4  ω     25.00 107.00   0.50    0.20    --   40.83  40.00 -66.00  164
  5  ω     25.00 107.00   0.50    0.20    --   40.83  40.00 -66.00  164
  6  ω    105.00 170.00   0.50    0.20    --   96.04  96.00 -60.00  130
  7  ω     99.00 160.00   0.50    0.20    --   96.04 117.00 -60.00  122
  8  ω     81.00 164.00   0.50    0.20    --   96.04 145.00-120.00  166
  9  ω     81.00 164.00   0.50    0.20    --   96.04 145.00-120.00  166
 10  ω     81.00 166.00   0.50    0.20    --   96.04  25.00   0.00  170
 11  ω     77.00 163.00   0.50    0.20    --   96.04  50.00  60.00  172
 12  ω     77.00 163.00   0.50    0.20    --   96.04  50.00  90.00  172
 13  ω     79.00 162.00   0.50    0.20    --   96.04  42.00 150.00  166
 14  ω     80.00 162.00   0.50    0.20    --   96.04  40.00 -66.00  164
 15  ω     77.00 163.00   0.50    0.20    --   96.04  50.00-120.00  172
 16  ω     77.00 163.00   0.50    0.20    --   96.04  50.00-150.00  172
 17  ω     77.00 163.00   0.50    0.20    --   96.04  50.00-180.00  172
 18  ω     82.00 164.00   0.50    0.20    --   96.04  33.00  30.00  164
 19  ω    -35.00  24.00   0.50    0.20    --   40.83 -11.00 150.00  118
 20  ω    -25.00  45.00   0.50    0.20    --   40.83 -40.00 139.00  140
 21  ω    -35.00  24.00   0.50    0.20    --   40.83 -11.00  60.00  118
 22  ω    -25.00  48.00   0.50    0.20    --   40.83 -43.00-120.00  146
 23  ω     18.00  78.00   0.50    0.20    --   40.83-104.00-150.00  120
 24  ω     41.00 100.00   0.50    0.20    --   40.83-138.00-150.00  118
 25  ω     41.00 100.00   0.50    0.20    --   40.83-138.00 -60.00  118
 26  ω     18.00  78.00   0.50    0.20    --   40.83-104.00 -30.00  120
 27  ω     44.00 127.00   0.50    0.20    --   96.04-145.00-150.00  166
 28  ω     32.00 110.00   0.50    0.20    --   96.04-117.00-150.00  156
 29  ω     44.00 127.00   0.50    0.20    --   96.04-145.00  30.00  166
 30  ω     32.00 110.00   0.50    0.20    --   96.04-117.00  30.00  156
 31  ω     23.00 106.00   0.50    0.20    --   96.04 -96.00  30.00  166
 32  ω     26.00 127.00   0.50    0.20    --   96.04 -87.00  90.00  202
 33  ω     26.00 127.00   0.50    0.20    --   96.04 -87.00-150.00  202
 34  ω     28.00  83.00   0.50    0.20    --   96.04 -68.00-120.00  110
 35  ω     28.00  68.00   0.50    0.20    --   96.04 -59.00-150.00   80
 36  ω     29.00  57.00   0.50    0.20    --   96.04 -50.00-120.00   56
 37  ω     29.00  57.00   0.50    0.20    --   96.04 -50.00-150.00   56
 38  ω     29.00  57.00   0.50    0.20    --   96.04 -50.00-180.00   56
 39  ω     29.00  57.00   0.50    0.20    --   96.04 -50.00 -90.00   56
 40  ω     28.00  83.00   0.50    0.20    --   96.04 -68.00  30.00  110
 41  ω     28.00  68.00   0.50    0.20    --   96.04 -59.00  60.00   80
 42  ω     29.00  57.00   0.50    0.20    --   96.04 -50.00  90.00   56
 43  ω    -28.00  31.00   0.50    0.20    --  -40.83  21.00  60.00  118
 44  ω    -37.00  27.00   0.50    0.20    --  -40.83  32.00-180.00  128
 45  ω    -37.00  27.00   0.50    0.20    --  -40.83  32.00-180.00  128
 46  ω    -45.00  25.00   0.50    0.20    --  -40.83  40.00 -66.00  140
 47  ω    -48.00  26.00   0.50    0.20    --  -40.83  43.00 120.00  148
 48  ω    -48.00  26.00   0.50    0.20    --  -40.83  43.00 120.00  148
 49  ω    -45.00 -16.00   0.50    0.20    --  -82.50  40.00 -66.00   58
 50  ω    -47.00 -15.00   0.50    0.20    --  -82.50  42.00-120.00   64
 51  ω    -47.00 -15.00   0.50    0.20    --  -82.50  42.00  30.00   64
 52  ω    -47.00 -15.00   0.50    0.20    --  -82.50  42.00  60.00   64
 53  ω    -47.00 -15.00   0.50    0.20    --  -82.50  42.00  90.00   64
 54  ω    -47.00 -15.00   0.50    0.20    --  -82.50  42.00 150.00   64
 55  ω   -150.00 -69.00   0.50    0.20    --  -82.50 -33.00  60.00  162
 56  ω   -150.00 -58.00   0.50    0.20    --  -82.50 -68.00 -90.00  184
 57  ω   -151.00 -55.00   0.50    0.20    --  -82.50 -77.00 -30.00  192
 58  ω   -151.00 -55.00   0.50    0.20    --  -82.50 -77.00  30.00  192
 59  ω   -151.00 -55.00   0.50    0.20    --  -82.50 -77.00 120.00  192
 60  ω   -148.00 -66.00   0.50    0.20    --  -82.50 -40.00 139.00  164
 61  ω   -148.00 -66.00   0.50    0.20    --  -82.50 -40.00 139.00  164
 62  ω   -107.00 -25.00   0.50    0.20    --  -40.83 -40.00 139.00  164
 63  ω   -109.00 -14.00   0.50    0.20    --  -40.83 -77.00   0.00  190
 64  ω   -109.00 -14.00   0.50    0.20    --  -40.83 -77.00-150.00  190
 65  ω   -109.00 -14.00   0.50    0.20    --  -40.83 -77.00-180.00  190
 66  ω   -109.00 -14.00   0.50    0.20    --  -40.83 -77.00-120.00  190
 67  ω   -109.00 -14.00   0.50    0.20    --  -40.83 -77.00 -90.00  190
 68  ω   -109.00 -14.00   0.50    0.20    --  -40.83 -77.00 -60.00  190
 69  ω   -109.00 -14.00   0.50    0.20    --  -40.83 -77.00 -30.00  190
 70  ω   -109.00 -14.00   0.50    0.20    --  -40.83 -77.00 120.00  190
 71  ω   -108.00 -17.00   0.50    0.20    --  -40.83 -65.00  90.00  182
 72  ω   -108.00 -17.00   0.50    0.20    --  -40.83 -65.00  30.00  182
 73  ω   -107.00 -25.00   0.50    0.20    --  -40.83 -40.00 139.00  164
 74  ω    -84.00 -18.00   0.50    0.20    --  -82.50 117.00   0.00  132
;
_diffrn_measurement_device         'four-circle diffractometer'
_diffrn_measurement_device_type    'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method         'ω scans'
_diffrn_orient_matrix_type        
 'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11        0.1735530000
_diffrn_orient_matrix_UB_12        0.0681086000
_diffrn_orient_matrix_UB_13        -0.0591422000
_diffrn_orient_matrix_UB_21        0.1408195000
_diffrn_orient_matrix_UB_22        -0.1414802000
_diffrn_orient_matrix_UB_23        -0.0454762000
_diffrn_orient_matrix_UB_31        -0.0817745000
_diffrn_orient_matrix_UB_32        0.0406408000
_diffrn_orient_matrix_UB_33        -0.1298299000
_diffrn_oxdiff_digest_od_ed
;

;
_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                  2338
_reflns_number_total               2474
_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 1.171.44.105a (Rigaku OD, 2025)'
_computing_data_collection         'CrysAlisPro 1.171.44.105a (Rigaku OD, 2025)'
_computing_data_reduction          'CrysAlisPro 1.171.44.105a (Rigaku OD, 2025)'
_computing_molecular_graphics      'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement    'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution      'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max           0.395
_refine_diff_density_min           -0.555
_refine_diff_density_rms           0.049
_refine_ls_extinction_coef         0.0097(6)
_refine_ls_extinction_expression  
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_extinction_method       'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref     1.047
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       191
_refine_ls_number_reflns           2474
_refine_ls_number_restraints       0
_refine_ls_R_factor_all            0.0307
_refine_ls_R_factor_gt             0.0294
_refine_ls_restrained_S_all        1.047
_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)+(0.0412P)²+0.3492P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.0767
_refine_ls_wR_factor_ref           0.0779
_refine_special_details            ?
_olex2_refinement_description
;
1.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
1.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C5(H5), C6(H6), C17(H17), C13(H13), C16(H16), C14(H14), C15(H15)
;
_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 0.89581(4) 0.17849(3) 0.49848(3) 0.05991(15) Uani 1 1 d . . . . .
 O1 O 0.8076(3) 0.39064(17) 1.05826(15) 0.0525(4) Uani 1 1 d . . . . .
 O2 O 0.6874(3) 0.62285(18) 1.06068(16) 0.0591(5) Uani 1 1 d . . . . .
 N1 N 0.8353(3) 0.32327(18) 0.73419(17) 0.0399(4) Uani 1 1 d . . . . .
 C3 C 0.7849(3) 0.4213(2) 0.63022(19) 0.0358(4) Uani 1 1 d . . . . .
 C8 C 0.7135(3) 0.5700(2) 0.63684(19) 0.0355(4) Uani 1 1 d . . . . .
 C10 C 0.7475(3) 0.5178(2) 0.8603(2) 0.0380(4) Uani 1 1 d . . . . .
 C7 C 0.6727(3) 0.6623(2) 0.5218(2) 0.0419(5) Uani 1 1 d . . . . .
 H7 H 0.629426 0.759115 0.524251 0.050 Uiso 1 1 calc R U . . .
 C9 C 0.6920(3) 0.6202(2) 0.7586(2) 0.0367(4) Uani 1 1 d . . . . .
 C4 C 0.8060(3) 0.3737(2) 0.5088(2) 0.0399(5) Uani 1 1 d . . . . .
 C12 C 0.6171(4) 0.7725(2) 0.7741(2) 0.0422(5) Uani 1 1 d . . . . .
 C2 C 0.8157(3) 0.3753(2) 0.8417(2) 0.0392(5) Uani 1 1 d . . . . .
 C11 C 0.7407(3) 0.5256(2) 0.9990(2) 0.0442(5) Uani 1 1 d . . . . .
 C5 C 0.7627(3) 0.4652(3) 0.4003(2) 0.0450(5) Uani 1 1 d . . . . .
 H5 H 0.777159 0.431413 0.321755 0.054 Uiso 1 1 calc R U . . .
 C6 C 0.6966(3) 0.6100(3) 0.4078(2) 0.0461(5) Uani 1 1 d . . . . .
 H6 H 0.668167 0.672009 0.333444 0.055 Uiso 1 1 calc R U . . .
 C17 C 0.4227(4) 0.8555(3) 0.7515(3) 0.0554(6) Uani 1 1 d . . . . .
 H17 H 0.336842 0.817101 0.723171 0.066 Uiso 1 1 calc R U . . .
 C13 C 0.7449(5) 0.8330(3) 0.8140(2) 0.0549(6) Uani 1 1 d . . . . .
 H13 H 0.876411 0.778514 0.828388 0.066 Uiso 1 1 calc R U . . .
 C1 C 0.8593(4) 0.2885(3) 0.9675(2) 0.0519(6) Uani 1 1 d . . . . .
 H1A H 0.774602 0.225198 0.994172 0.062 Uiso 1 1 calc R U . . .
 H1B H 1.003658 0.233527 0.960547 0.062 Uiso 1 1 calc R U . . .
 C16 C 0.3562(6) 0.9975(3) 0.7716(3) 0.0764(9) Uani 1 1 d . . . . .
 H16 H 0.225362 1.053495 0.757172 0.092 Uiso 1 1 calc R U . . .
 C14 C 0.6771(6) 0.9730(3) 0.8322(3) 0.0756(9) Uani 1 1 d . . . . .
 H14 H 0.763679 1.012728 0.858082 0.091 Uiso 1 1 calc R U . . .
 C15 C 0.4838(7) 1.0544(3) 0.8126(3) 0.0831(11) Uani 1 1 d . . . . .
 H15 H 0.438437 1.148454 0.827025 0.100 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 C4 1.883(2) . ?
 O1 C11 1.372(3) . ?
 O1 C1 1.446(3) . ?
 O2 C11 1.192(3) . ?
 N1 C3 1.369(3) . ?
 N1 C2 1.303(3) . ?
 C3 C8 1.431(3) . ?
 C3 C4 1.417(3) . ?
 C8 C7 1.418(3) . ?
 C8 C9 1.432(3) . ?
 C10 C9 1.381(3) . ?
 C10 C2 1.399(3) . ?
 C10 C11 1.478(3) . ?
 C7 H7 0.9300 . ?
 C7 C6 1.362(3) . ?
 C9 C12 1.484(3) . ?
 C4 C5 1.364(3) . ?
 C12 C17 1.385(3) . ?
 C12 C13 1.395(3) . ?
 C2 C1 1.493(3) . ?
 C5 H5 0.9300 . ?
 C5 C6 1.396(3) . ?
 C6 H6 0.9300 . ?
 C17 H17 0.9300 . ?
 C17 C16 1.398(4) . ?
 C13 H13 0.9300 . ?
 C13 C14 1.374(4) . ?
 C1 H1A 0.9700 . ?
 C1 H1B 0.9700 . ?
 C16 H16 0.9300 . ?
 C16 C15 1.375(5) . ?
 C14 H14 0.9300 . ?
 C14 C15 1.366(5) . ?
 C15 H15 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
 C11 O1 C1 111.53(17) . . ?
 C2 N1 C3 114.80(18) . . ?
 N1 C3 C8 123.63(19) . . ?
 N1 C3 C4 118.44(19) . . ?
 C4 C3 C8 117.93(19) . . ?
 C3 C8 C9 118.79(18) . . ?
 C7 C8 C3 118.84(19) . . ?
 C7 C8 C9 122.34(19) . . ?
 C9 C10 C2 120.30(19) . . ?
 C9 C10 C11 132.1(2) . . ?
 C2 C10 C11 107.54(18) . . ?
 C8 C7 H7 119.8 . . ?
 C6 C7 C8 120.4(2) . . ?
 C6 C7 H7 119.8 . . ?
 C8 C9 C12 122.23(18) . . ?
 C10 C9 C8 115.61(19) . . ?
 C10 C9 C12 122.16(19) . . ?
 C3 C4 Br1 118.62(16) . . ?
 C5 C4 Br1 119.59(17) . . ?
 C5 C4 C3 121.8(2) . . ?
 C17 C12 C9 121.7(2) . . ?
 C17 C12 C13 119.2(2) . . ?
 C13 C12 C9 119.1(2) . . ?
 N1 C2 C10 126.86(19) . . ?
 N1 C2 C1 124.17(19) . . ?
 C10 C2 C1 108.96(19) . . ?
 O1 C11 C10 107.77(18) . . ?
 O2 C11 O1 120.3(2) . . ?
 O2 C11 C10 132.0(2) . . ?
 C4 C5 H5 120.2 . . ?
 C4 C5 C6 119.6(2) . . ?
 C6 C5 H5 120.2 . . ?
 C7 C6 C5 121.4(2) . . ?
 C7 C6 H6 119.3 . . ?
 C5 C6 H6 119.3 . . ?
 C12 C17 H17 120.2 . . ?
 C12 C17 C16 119.6(3) . . ?
 C16 C17 H17 120.2 . . ?
 C12 C13 H13 119.9 . . ?
 C14 C13 C12 120.2(3) . . ?
 C14 C13 H13 119.9 . . ?
 O1 C1 C2 104.19(18) . . ?
 O1 C1 H1A 110.9 . . ?
 O1 C1 H1B 110.9 . . ?
 C2 C1 H1A 110.9 . . ?
 C2 C1 H1B 110.9 . . ?
 H1A C1 H1B 108.9 . . ?
 C17 C16 H16 119.9 . . ?
 C15 C16 C17 120.1(3) . . ?
 C15 C16 H16 119.9 . . ?
 C13 C14 H14 119.7 . . ?
 C15 C14 C13 120.7(3) . . ?
 C15 C14 H14 119.7 . . ?
 C16 C15 H15 119.9 . . ?
 C14 C15 C16 120.2(3) . . ?
 C14 C15 H15 119.9 . . ?

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 C4 C5 C6 -179.87(16) . . . . ?
 N1 C3 C8 C7 177.75(19) . . . . ?
 N1 C3 C8 C9 -0.3(3) . . . . ?
 N1 C3 C4 Br1 1.5(3) . . . . ?
 N1 C3 C4 C5 -178.68(19) . . . . ?
 N1 C2 C1 O1 -177.6(2) . . . . ?
 C3 N1 C2 C10 0.8(3) . . . . ?
 C3 N1 C2 C1 179.2(2) . . . . ?
 C3 C8 C7 C6 1.5(3) . . . . ?
 C3 C8 C9 C10 1.2(3) . . . . ?
 C3 C8 C9 C12 -179.41(18) . . . . ?
 C3 C4 C5 C6 0.3(3) . . . . ?
 C8 C3 C4 Br1 -179.06(14) . . . . ?
 C8 C3 C4 C5 0.8(3) . . . . ?
 C8 C7 C6 C5 -0.5(3) . . . . ?
 C8 C9 C12 C17 60.8(3) . . . . ?
 C8 C9 C12 C13 -119.9(2) . . . . ?
 C10 C9 C12 C17 -119.8(2) . . . . ?
 C10 C9 C12 C13 59.4(3) . . . . ?
 C10 C2 C1 O1 1.1(3) . . . . ?
 C7 C8 C9 C10 -176.76(19) . . . . ?
 C7 C8 C9 C12 2.6(3) . . . . ?
 C9 C8 C7 C6 179.5(2) . . . . ?
 C9 C10 C2 N1 0.2(3) . . . . ?
 C9 C10 C2 C1 -178.5(2) . . . . ?
 C9 C10 C11 O1 177.7(2) . . . . ?
 C9 C10 C11 O2 -1.0(4) . . . . ?
 C9 C12 C17 C16 177.9(2) . . . . ?
 C9 C12 C13 C14 -178.4(2) . . . . ?
 C4 C3 C8 C7 -1.7(3) . . . . ?
 C4 C3 C8 C9 -179.71(18) . . . . ?
 C4 C5 C6 C7 -0.5(3) . . . . ?
 C12 C17 C16 C15 0.5(4) . . . . ?
 C12 C13 C14 C15 0.5(4) . . . . ?
 C2 N1 C3 C8 -0.7(3) . . . . ?
 C2 N1 C3 C4 178.71(18) . . . . ?
 C2 C10 C9 C8 -1.2(3) . . . . ?
 C2 C10 C9 C12 179.4(2) . . . . ?
 C2 C10 C11 O1 1.2(2) . . . . ?
 C2 C10 C11 O2 -177.5(3) . . . . ?
 C11 O1 C1 C2 -0.3(3) . . . . ?
 C11 C10 C9 C8 -177.4(2) . . . . ?
 C11 C10 C9 C12 3.3(4) . . . . ?
 C11 C10 C2 N1 177.2(2) . . . . ?
 C11 C10 C2 C1 -1.4(2) . . . . ?
 C17 C12 C13 C14 0.8(4) . . . . ?
 C17 C16 C15 C14 0.9(5) . . . . ?
 C13 C12 C17 C16 -1.3(4) . . . . ?
 C13 C14 C15 C16 -1.4(5) . . . . ?
 C1 O1 C11 O2 178.4(2) . . . . ?
 C1 O1 C11 C10 -0.5(3) . . . . ?

_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  2.039
_oxdiff_exptl_absorpt_empirical_full_min  0.672
