# Supplementary Information (SI) for Green Chemistry.
# 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_20250926_dg-zbr
_database_code_depnum_ccdc_archive 'CCDC 2491887'
loop_
_audit_author_name
_audit_author_address
'Dangui Wang'
;Shandong Second Medical University
China
;
_audit_update_record             
;
2025-09-27 deposited with the CCDC.	2025-10-07 downloaded from the CCDC.
;
_audit_creation_date             2025-09-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H13 Br2 N O2'
_chemical_formula_sum            'C13 H13 Br2 N O2'
_chemical_formula_weight         375.06
_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'
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      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                   10.59350(10)
_cell_length_b                   14.81640(10)
_cell_length_c                   9.14230(10)
_cell_angle_alpha                90
_cell_angle_beta                 114.9450(10)
_cell_angle_gamma                90
_cell_volume                     1301.09(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    22314
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      73.9260
_cell_measurement_theta_min      4.6010
_shelx_estimated_absorpt_T_max   0.572
_shelx_estimated_absorpt_T_min   0.452
_exptl_absorpt_coefficient_mu    7.857
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.17428
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.915
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_av_unetI/netI     0.0163
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            28471
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.387
_diffrn_reflns_theta_min         4.604
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -83.00 -38.00   0.50    0.50    --    0.00 -57.00 -30.00   90
  2  ω    -28.00  21.00   0.50    0.50    --    0.00 -57.00 -30.00   98
  3  ω     -2.00  44.00   0.50    0.50    --   24.00  70.00 -42.19   92
  4  ω     86.00 112.00   0.50    0.50    --   24.00  70.00 -42.19   52
  5  ω    -49.00   0.00   0.50    0.50    --   40.00 -43.00-139.48   98
  6  ω      6.00  58.00   0.50    0.50    --   40.00 -43.00-139.48  104
  7  ω     25.00  64.00   0.50    0.50    --   52.00  72.00 159.26   78
  8  ω     25.00  51.00   0.50    0.50    --   52.00  71.00  65.42   52
  9  ω    113.00 141.00   0.50    0.50    --   52.00  71.00  65.42   56
 10  ω     87.00 135.00   0.50    0.50    --   56.00  72.00 -90.31   96
 11  ω     29.00  58.00   0.50    0.50    --   56.00  72.00 -90.31   58
 12  ω     32.00  72.00   0.50    0.50    --   56.00  75.00 -47.01   80
 13  ω     32.00  58.00   0.50    0.50    --   60.00  75.00 -87.00   52
 14  ω     32.00  61.00   0.50    0.50    --   60.00  75.00-154.50   58
 15  ω     87.00 113.00   0.50    0.50    --   64.00  73.00 154.51   52
 16  ω     36.00  64.00   0.50    0.50    --   64.00  74.00 -78.13   56
 17  ω     37.00  66.00   0.50    0.50    --   64.00  75.00  79.57   58
 18  ω     37.00  74.00   0.50    0.50    --   64.00  73.00 154.51   74
 19  ω    122.00 148.00   0.50    0.50    --   64.00  74.00 -78.13   52
 20  ω     40.00  69.00   0.50    0.50    --   68.00  75.00  50.34   58
 21  ω     40.00  65.00   0.50    0.50    --   68.00  75.00 -18.09   50
 22  ω     46.00  72.00   0.50    0.50    --   72.00  75.00   0.40   52
 23  ω     44.00  70.00   0.50    0.50    --   72.00  75.00 164.87   52
 24  ω     88.00 165.00   0.50    0.50    --   76.00  75.00-153.46  154
 25  ω     48.00  85.00   0.50    0.50    --   76.00  75.00-153.46   74
 26  ω     53.00  93.00   0.50    0.50    --   76.00  61.00  54.14   80
 27  ω     49.00  77.00   0.50    0.50    --   76.00  75.00  88.47   56
 28  ω    122.00 148.00   0.50    0.50    --   80.00  69.00-177.97   52
 29  ω     90.00 116.00   0.50    0.50    --   80.00  69.00-177.97   52
 30  ω     54.00  83.00   0.50    0.50    --   80.00  69.00-177.97   58
 31  ω    129.00 173.00   0.50    0.50    --   84.00  63.00-127.72   88
 32  ω     60.00  86.00   0.50    0.50    --   84.00  63.00-127.72   52
 33  ω     72.00 177.00   0.50    0.50    --   95.80  59.00 110.37  210
 34  ω     77.00 157.00   0.50    0.50    --   95.80  61.00 -60.00  160
 35  ω     74.00 121.00   0.50    0.50    --   95.80  61.00-180.00   94
 36  ω     80.00 112.00   0.50    0.50    --   95.80 -82.00 150.00   64
 37  ω     71.00 184.00   0.50    0.50    --   95.80  64.00  41.04  226
 38  ω     18.00  60.00   0.50    0.50    --   95.80 -82.00 150.00   84
 39  ω      7.00  75.00   0.50    0.50    --   95.80 -82.00-180.00  136
 40  ω     76.00 180.00   0.50    0.50    --   95.80  61.00  60.00  208
 41  ω     35.00 100.00   0.50    0.50    --   95.80 -77.00 -30.00  130
 42  ω    147.00 182.00   0.50    0.50    --   95.80  61.00-120.00   70
 43  ω      8.00  33.00   0.50    0.50    --   95.80 -77.00 -30.00   50
 44  ω     77.00 111.00   0.50    0.50    --   95.80  61.00-120.00   68
 45  ω     73.00  98.00   0.50    0.50    --   95.80  61.00  90.00   50
 46  ω     75.00 155.00   0.50    0.50    --   95.80  61.00 120.00  160
 47  ω     50.00 122.00   0.50    0.50    --   95.80 -82.00 -90.00  144
 48  ω     81.00 171.00   0.50    0.50    --   95.80  45.00  30.00  180
 49  ω     68.00 125.00   0.50    0.50    --   95.80 -82.00  30.00  114
 50  ω      7.00  64.00   0.50    0.50    --   95.80 -82.00  30.00  114
 51  ω     68.00 114.00   0.50    0.50    --   95.80  72.00 -83.76   92
 52  ω    123.00 164.00   0.50    0.50    --   95.80  15.00-120.00   82
 53  ω     72.00 117.00   0.50    0.50    --   95.80  15.00-120.00   90
 54  ω     72.00 110.00   0.50    0.50    --   95.80  61.00  -6.06   76
 55  ω      7.00 117.00   0.50    0.50    --   95.80 -61.00-180.00  220
 56  ω      6.00 108.00   0.50    0.50    --   95.80 -61.00  30.00  204
 57  ω     73.00 101.00   0.50    0.50    --   95.80  61.00 -90.00   56
 58  ω    154.00 179.00   0.50    0.50    --   95.80  61.00 -90.00   50
 59  ω     72.00 144.00   0.50    0.50    --   95.80  61.00 -30.00  144
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0188225000
_diffrn_orient_matrix_UB_12      -0.0988725000
_diffrn_orient_matrix_UB_13      -0.0387567000
_diffrn_orient_matrix_UB_21      0.0247686000
_diffrn_orient_matrix_UB_22      0.0313668000
_diffrn_orient_matrix_UB_23      -0.1464670000
_diffrn_orient_matrix_UB_31      0.1573897000
_diffrn_orient_matrix_UB_32      0.0068756000
_diffrn_orient_matrix_UB_33      0.1076595000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2583
_reflns_number_total             2621
_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 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (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         -0.570
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2621
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0226
_refine_ls_R_factor_gt           0.0222
_refine_ls_restrained_S_all      1.085
_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)+(0.0314P)²+1.3855P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0585
_refine_ls_wR_factor_ref         0.0588
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9), C13(H13), C8(H8), C12(H12)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C1(H1), C4(H4), C3(H3), C2(H2)
;
_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
Br2 Br 0.64316(2) 0.38093(2) 0.70660(2) 0.01937(8) Uani 1 1 d . . . . .
Br1 Br 0.76262(2) 0.56825(2) 0.57636(3) 0.02006(8) Uani 1 1 d . . . . .
O2 O 0.73326(15) 0.38343(10) 0.22883(18) 0.0187(3) Uani 1 1 d . . . . .
O1 O 0.50917(17) 0.39069(12) -0.04495(19) 0.0267(4) Uani 1 1 d . . . . .
N1 N 0.59735(18) 0.37013(11) 0.2280(2) 0.0164(3) Uani 1 1 d . . . . .
C9 C 0.6529(2) 0.33960(13) 0.5070(2) 0.0167(4) Uani 1 1 d . . . . .
H9 H 0.589562 0.287966 0.467982 0.020 Uiso 1 1 calc R U . . .
C13 C 0.6964(2) 0.49064(13) 0.3886(2) 0.0156(4) Uani 1 1 d . . . . .
H13 H 0.651090 0.528718 0.292878 0.019 Uiso 1 1 calc R U . . .
C8 C 0.5978(2) 0.41196(13) 0.3759(2) 0.0142(4) Uani 1 1 d . . . . .
H8 H 0.505087 0.433172 0.359111 0.017 Uiso 1 1 calc R U . . .
C5 C 0.2447(2) 0.42737(15) -0.0170(3) 0.0207(4) Uani 1 1 d . . . . .
H5 H 0.265052 0.476157 -0.067336 0.025 Uiso 1 1 calc R U . . .
C6 C 0.3489(2) 0.36619(14) 0.0728(2) 0.0186(4) Uani 1 1 d . . . . .
C7 C 0.4905(2) 0.37956(13) 0.0771(3) 0.0184(4) Uani 1 1 d . . . . .
C12 C 0.8120(2) 0.43812(14) 0.3697(2) 0.0180(4) Uani 1 1 d . . . . .
H12 H 0.875081 0.479017 0.348613 0.022 Uiso 1 1 calc R U . . .
C10 C 0.7972(2) 0.30558(14) 0.5341(3) 0.0189(4) Uani 1 1 d . . . . .
H10A H 0.786400 0.257105 0.458409 0.023 Uiso 1 1 calc R U . . .
H10B H 0.842245 0.280596 0.641995 0.023 Uiso 1 1 calc R U . . .
C1 C 0.3192(2) 0.29336(15) 0.1490(3) 0.0224(4) Uani 1 1 d . . . . .
H1 H 0.388880 0.252690 0.208471 0.027 Uiso 1 1 calc R U . . .
C11 C 0.8924(2) 0.37789(14) 0.5145(3) 0.0198(4) Uani 1 1 d . . . . .
H11A H 0.931643 0.414473 0.611438 0.024 Uiso 1 1 calc R U . . .
H11B H 0.968606 0.349002 0.500173 0.024 Uiso 1 1 calc R U . . .
C4 C 0.1103(2) 0.41468(17) -0.0305(3) 0.0247(5) Uani 1 1 d . . . . .
H4 H 0.040122 0.454881 -0.090651 0.030 Uiso 1 1 calc R U . . .
C3 C 0.0806(2) 0.34214(17) 0.0457(3) 0.0275(5) Uani 1 1 d . . . . .
H3 H -0.009506 0.333904 0.036325 0.033 Uiso 1 1 calc R U . . .
C2 C 0.1845(3) 0.28182(16) 0.1357(3) 0.0270(5) Uani 1 1 d . . . . .
H2 H 0.164000 0.233608 0.187204 0.032 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
Br2 C9 1.968(2) . ?
Br1 C13 1.935(2) . ?
O2 N1 1.450(2) . ?
O2 C12 1.451(2) . ?
O1 C7 1.223(3) . ?
N1 C8 1.486(2) . ?
N1 C7 1.373(3) . ?
C9 H9 0.9800 . ?
C9 C8 1.529(3) . ?
C9 C10 1.528(3) . ?
C13 H13 0.9800 . ?
C13 C8 1.536(3) . ?
C13 C12 1.520(3) . ?
C8 H8 0.9800 . ?
C5 H5 0.9300 . ?
C5 C6 1.396(3) . ?
C5 C4 1.389(3) . ?
C6 C7 1.498(3) . ?
C6 C1 1.391(3) . ?
C12 H12 0.9800 . ?
C12 C11 1.524(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.533(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.391(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C4 H4 0.9300 . ?
C4 C3 1.387(4) . ?
C3 H3 0.9300 . ?
C3 C2 1.387(4) . ?
C2 H2 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
N1 O2 C12 106.16(14) . . ?
O2 N1 C8 108.43(15) . . ?
C7 N1 O2 112.80(16) . . ?
C7 N1 C8 123.83(17) . . ?
Br2 C9 H9 106.6 . . ?
C8 C9 Br2 110.93(13) . . ?
C8 C9 H9 106.6 . . ?
C10 C9 Br2 113.12(14) . . ?
C10 C9 H9 106.6 . . ?
C10 C9 C8 112.50(16) . . ?
Br1 C13 H13 107.9 . . ?
C8 C13 Br1 119.90(13) . . ?
C8 C13 H13 107.9 . . ?
C12 C13 Br1 113.38(14) . . ?
C12 C13 H13 107.9 . . ?
C12 C13 C8 99.04(15) . . ?
N1 C8 C9 105.98(15) . . ?
N1 C8 C13 97.28(15) . . ?
N1 C8 H8 111.9 . . ?
C9 C8 C13 116.77(17) . . ?
C9 C8 H8 111.9 . . ?
C13 C8 H8 111.9 . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C4 C5 C6 119.4(2) . . ?
C5 C6 C7 117.66(19) . . ?
C1 C6 C5 120.6(2) . . ?
C1 C6 C7 121.69(19) . . ?
O1 C7 N1 123.2(2) . . ?
O1 C7 C6 122.7(2) . . ?
N1 C7 C6 113.88(18) . . ?
O2 C12 C13 101.42(16) . . ?
O2 C12 H12 110.8 . . ?
O2 C12 C11 110.21(16) . . ?
C13 C12 H12 110.8 . . ?
C13 C12 C11 112.53(17) . . ?
C11 C12 H12 110.8 . . ?
C9 C10 H10A 108.7 . . ?
C9 C10 H10B 108.7 . . ?
C9 C10 C11 114.43(17) . . ?
H10A C10 H10B 107.6 . . ?
C11 C10 H10A 108.7 . . ?
C11 C10 H10B 108.7 . . ?
C6 C1 H1 120.3 . . ?
C6 C1 C2 119.5(2) . . ?
C2 C1 H1 120.3 . . ?
C12 C11 C10 110.85(17) . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
C5 C4 H4 120.0 . . ?
C3 C4 C5 120.1(2) . . ?
C3 C4 H4 120.0 . . ?
C4 C3 H3 119.8 . . ?
C2 C3 C4 120.4(2) . . ?
C2 C3 H3 119.8 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.0(2) . . ?
C3 C2 H2 120.0 . . ?

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
Br2 C9 C8 N1 -174.62(12) . . . . ?
Br2 C9 C8 C13 78.40(18) . . . . ?
Br2 C9 C10 C11 -91.54(18) . . . . ?
Br1 C13 C8 N1 -172.70(13) . . . . ?
Br1 C13 C8 C9 -60.7(2) . . . . ?
Br1 C13 C12 O2 176.85(12) . . . . ?
Br1 C13 C12 C11 59.1(2) . . . . ?
O2 N1 C8 C9 -87.15(17) . . . . ?
O2 N1 C8 C13 33.44(18) . . . . ?
O2 N1 C7 O1 5.6(3) . . . . ?
O2 N1 C7 C6 -179.97(15) . . . . ?
O2 C12 C11 C10 -49.5(2) . . . . ?
N1 O2 C12 C13 -28.16(18) . . . . ?
N1 O2 C12 C11 91.24(18) . . . . ?
C9 C10 C11 C12 -41.6(2) . . . . ?
C13 C12 C11 C10 62.9(2) . . . . ?
C8 N1 C7 O1 139.6(2) . . . . ?
C8 N1 C7 C6 -46.0(3) . . . . ?
C8 C9 C10 C11 35.1(2) . . . . ?
C8 C13 C12 O2 48.63(17) . . . . ?
C8 C13 C12 C11 -69.1(2) . . . . ?
C5 C6 C7 O1 -49.7(3) . . . . ?
C5 C6 C7 N1 135.83(19) . . . . ?
C5 C6 C1 C2 -0.2(3) . . . . ?
C5 C4 C3 C2 0.0(3) . . . . ?
C6 C5 C4 C3 0.4(3) . . . . ?
C6 C1 C2 C3 0.6(3) . . . . ?
C7 N1 C8 C9 137.20(19) . . . . ?
C7 N1 C8 C13 -102.2(2) . . . . ?
C7 C6 C1 C2 -177.2(2) . . . . ?
C12 O2 N1 C8 -3.87(19) . . . . ?
C12 O2 N1 C7 137.09(17) . . . . ?
C12 C13 C8 N1 -48.98(17) . . . . ?
C12 C13 C8 C9 63.1(2) . . . . ?
C10 C9 C8 N1 57.5(2) . . . . ?
C10 C9 C8 C13 -49.4(2) . . . . ?
C1 C6 C7 O1 127.5(2) . . . . ?
C1 C6 C7 N1 -47.0(3) . . . . ?
C4 C5 C6 C7 176.84(19) . . . . ?
C4 C5 C6 C1 -0.3(3) . . . . ?
C4 C3 C2 C1 -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 6.410
_oxdiff_exptl_absorpt_empirical_full_min 0.450
