# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_zb319
_database_code_depnum_ccdc_archive 'CCDC 2038987'
loop_
_audit_author_name
_audit_author_address
'Xiuling Cui'
;Huaqiao University
China
;
_audit_update_record             
;
2020-10-17 deposited with the CCDC.	2021-10-20 downloaded from the CCDC.
;
_audit_creation_date             2020-09-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H19 Br N2 O2'
_chemical_formula_sum            'C21 H19 Br N2 O2'
_chemical_formula_weight         411.29
_chemical_melting_point          ?
_chemical_oxdiff_formula         C14H15N2O1Br1
_chemical_oxdiff_usercomment     r
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                   7.6120(5)
_cell_length_b                   10.8082(10)
_cell_length_c                   12.5550(7)
_cell_angle_alpha                85.011(6)
_cell_angle_beta                 73.475(6)
_cell_angle_gamma                79.776(7)
_cell_volume                     973.80(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1657
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      58.9090
_cell_measurement_theta_min      4.1350
_shelx_estimated_absorpt_T_max   0.753
_shelx_estimated_absorpt_T_min   0.645
_exptl_absorpt_coefficient_mu    3.010
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81677
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
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    1.403
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             420
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6968
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.079
_diffrn_reflns_theta_max         67.079
_diffrn_reflns_theta_min         3.675
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -105.00  38.00   1.00    1.00    --  -33.50   0.00-150.00  143
  2  ω    -56.00  37.00   1.00    1.00    --  -33.50  37.00  60.00   93
  3  ω     -4.00  77.00   1.00    1.00    --   36.54 -99.00 120.00   81
  4  ω    -33.00  65.00   1.00    1.00    --   36.54 -77.00-120.00   98
  5  ω    -36.00  74.00   1.00    1.00    --   36.54 -19.00  90.00  110
  6  ω     57.00 111.00   1.00    1.00    --   36.54 178.00-180.00   54
  7  ω     -4.00  77.00   1.00    1.00    --   36.54 -99.00  60.00   81
  8  ω     57.00 111.00   1.00    1.00    --   36.54 178.00  60.00   54
  9  ω     57.00 111.00   1.00    1.00    --   36.54 178.00 -30.00   54
 10  ω     57.00 111.00   1.00    1.00    --   36.54 178.00 120.00   54
 11  ω    -32.00  55.00   1.00    1.00    --   36.54 -57.00-120.00   87
 12  ω     42.00  71.00   1.00    1.00    --   36.54 -99.00-120.00   29
 13  ω     70.00  97.00   1.00    2.00    --  108.00 178.00-180.00   27
 14  ω     42.00 124.00   1.00    2.00    --  108.00 -45.00-120.00   82
 15  ω     49.00 127.00   1.00    2.00    --  108.00 -45.00  90.00   78
 16  ω    122.00 150.00   1.00    2.00    --  108.00 -15.00  30.00   28
 17  ω     44.00  71.00   1.00    2.00    --  108.00 -15.00  30.00   27
 18  ω     92.00 123.00   1.00    2.00    --  108.00 -61.00 -90.00   31
 19  ω     41.00 126.00   1.00    2.00    --  108.00 -61.00  30.00   85
 20  ω     56.00 110.00   1.00    2.00    --  108.00 -94.00 -60.00   54
 21  ω     47.00  72.00   1.00    2.00    --  108.00 -61.00   0.00   25
 22  ω     68.00 110.00   1.00    2.00    --  108.00 -94.00  30.00   42
 23  ω    137.00 177.00   1.00    2.00    --  108.00  45.00-180.00   40
 24  ω     48.00 102.00   1.00    2.00    --  108.00 -94.00-150.00   54
 25  ω     71.00 123.00   1.00    2.00    --  108.00 -45.00 150.00   52
 26  ω     38.00 112.00   1.00    2.00    --  108.00-111.00-180.00   74
 27  ω     37.00 176.00   1.00    2.00    --  108.00   0.00 -30.00  139
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1848228000
_diffrn_orient_matrix_UB_12      -0.0697123000
_diffrn_orient_matrix_UB_13      -0.0713296000
_diffrn_orient_matrix_UB_21      -0.1041578000
_diffrn_orient_matrix_UB_22      -0.0972761000
_diffrn_orient_matrix_UB_23      -0.0278216000
_diffrn_orient_matrix_UB_31      -0.0269726000
_diffrn_orient_matrix_UB_32      0.0817718000
_diffrn_orient_matrix_UB_33      -0.1026864000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\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                2523
_reflns_number_total             3451
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.653
_refine_diff_density_min         -0.556
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         3451
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0661
_refine_ls_R_factor_gt           0.0453
_refine_ls_restrained_S_all      1.050
_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)+(0.0406P)²+0.4490P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1018
_refine_ls_wR_factor_ref         0.1155
_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:
 C4(H4), C7(H7), C8(H8), C10(H10), C12(H12), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17)
2.b Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.54217(7) 0.79666(5) 0.45931(4) 0.0874(2) Uani 1 1 d . . . . .
C1 C 1.1224(4) 0.4135(3) 0.7624(3) 0.0533(8) Uani 1 1 d . . . . .
C2 C 0.9310(4) 0.2513(3) 0.8298(3) 0.0474(8) Uani 1 1 d . . . . .
C3 C 0.8485(4) 0.3511(3) 0.7562(3) 0.0457(7) Uani 1 1 d . . . . .
C4 C 0.6965(4) 0.3885(3) 0.7206(3) 0.0492(8) Uani 1 1 d . . . . .
H4 H 0.5920 0.3495 0.7369 0.059 Uiso 1 1 calc R . . . .
C5 C 0.7269(4) 0.5012(3) 0.6520(3) 0.0473(7) Uani 1 1 d . . . . .
C6 C 0.9007(4) 0.5291(3) 0.6503(3) 0.0469(7) Uani 1 1 d . . . . .
C7 C 0.9726(5) 0.6328(3) 0.5921(3) 0.0559(9) Uani 1 1 d . . . . .
H7 H 1.0886 0.6490 0.5919 0.067 Uiso 1 1 calc R . . . .
C8 C 0.8625(5) 0.7103(3) 0.5348(3) 0.0604(9) Uani 1 1 d . . . . .
H8 H 0.9045 0.7808 0.4946 0.072 Uiso 1 1 calc R . . . .
C9 C 0.6908(5) 0.6839(3) 0.5369(3) 0.0568(9) Uani 1 1 d . . . . .
C10 C 0.6193(5) 0.5809(3) 0.5932(3) 0.0530(8) Uani 1 1 d . . . . .
H10 H 0.5036 0.5651 0.5921 0.064 Uiso 1 1 calc R . . . .
C11 C 0.7991(4) 0.2331(3) 0.9453(3) 0.0490(8) Uani 1 1 d . . . . .
C12 C 0.7032(6) 0.3379(4) 1.0035(3) 0.0668(10) Uani 1 1 d . . . . .
H12 H 0.7136 0.4175 0.9702 0.080 Uiso 1 1 calc R . . . .
C13 C 0.5910(6) 0.3260(4) 1.1117(3) 0.0776(12) Uani 1 1 d . . . . .
H13 H 0.5287 0.3974 1.1508 0.093 Uiso 1 1 calc R . . . .
C14 C 0.5727(6) 0.2093(5) 1.1600(3) 0.0800(13) Uani 1 1 d . . . . .
H14 H 0.4974 0.2008 1.2321 0.096 Uiso 1 1 calc R . . . .
C15 C 0.6651(6) 0.1053(4) 1.1022(3) 0.0800(13) Uani 1 1 d . . . . .
H15 H 0.6516 0.0257 1.1351 0.096 Uiso 1 1 calc R . . . .
C16 C 0.7790(5) 0.1166(4) 0.9951(3) 0.0643(10) Uani 1 1 d . . . . .
H16 H 0.8421 0.0448 0.9569 0.077 Uiso 1 1 calc R . . . .
C17 C 1.0231(5) 0.1327(3) 0.7672(3) 0.0538(8) Uani 1 1 d . . . . .
H17 H 1.1509 0.1129 0.7557 0.065 Uiso 1 1 calc R . . . .
C18 C 0.9479(6) 0.0542(4) 0.7271(3) 0.0640(10) Uani 1 1 d . . . . .
C19 C 0.7450(7) 0.0635(4) 0.7397(5) 0.0966(16) Uani 1 1 d . . . . .
H19A H 0.7038 -0.0128 0.7747 0.145 Uiso 1 1 calc GR . . . .
H19B H 0.7225 0.0760 0.6678 0.145 Uiso 1 1 calc GR . . . .
H19C H 0.6783 0.1332 0.7848 0.145 Uiso 1 1 calc GR . . . .
C20 C 1.0685(7) -0.0586(4) 0.6653(4) 0.0988(16) Uani 1 1 d . . . . .
H20A H 1.1962 -0.0567 0.6604 0.148 Uiso 1 1 calc GR . . . .
H20B H 1.0530 -0.0560 0.5919 0.148 Uiso 1 1 calc GR . . . .
H20C H 1.0327 -0.1344 0.7046 0.148 Uiso 1 1 calc GR . . . .
C21 C 1.2257(7) 0.2794(5) 0.9826(4) 0.1044(17) Uani 1 1 d . . . . .
H21A H 1.2438 0.3654 0.9807 0.157 Uiso 1 1 calc GR . . . .
H21B H 1.3237 0.2254 1.0058 0.157 Uiso 1 1 calc GR . . . .
H21C H 1.1085 0.2692 1.0342 0.157 Uiso 1 1 calc GR . . . .
N1 N 0.9747(3) 0.4346(3) 0.7145(2) 0.0481(6) Uani 1 1 d . . . . .
N2 N 1.0783(4) 0.3204(3) 0.8428(2) 0.0549(7) Uani 1 1 d . . . . .
O1 O 1.2518(3) 0.4692(3) 0.7409(2) 0.0701(7) Uani 1 1 d . . . . .
O2 O 1.2273(3) 0.2473(2) 0.8742(2) 0.0695(7) 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 C9 1.909(3) . ?
C1 N1 1.396(4) . ?
C1 N2 1.376(4) . ?
C1 O1 1.199(4) . ?
C2 C3 1.526(4) . ?
C2 C11 1.530(4) . ?
C2 C17 1.515(5) . ?
C2 N2 1.505(4) . ?
C3 C4 1.341(4) . ?
C3 N1 1.397(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.443(4) . ?
C5 C6 1.402(4) . ?
C5 C10 1.393(4) . ?
C6 C7 1.391(4) . ?
C6 N1 1.386(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.382(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.380(5) . ?
C9 C10 1.376(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.377(5) . ?
C11 C16 1.370(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.393(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.363(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.363(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.386(5) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C17 C18 1.309(5) . ?
C18 C19 1.492(6) . ?
C18 C20 1.514(5) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C21 O2 1.430(5) . ?
N2 O2 1.396(3) . ?

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
N2 C1 N1 104.0(3) . . ?
O1 C1 N1 127.0(3) . . ?
O1 C1 N2 128.9(3) . . ?
C3 C2 C11 113.6(3) . . ?
C17 C2 C3 111.1(3) . . ?
C17 C2 C11 116.1(3) . . ?
N2 C2 C3 97.2(2) . . ?
N2 C2 C11 107.8(3) . . ?
N2 C2 C17 109.1(3) . . ?
C4 C3 C2 142.3(3) . . ?
C4 C3 N1 109.7(3) . . ?
N1 C3 C2 107.9(3) . . ?
C3 C4 H4 126.7 . . ?
C3 C4 C5 106.6(3) . . ?
C5 C4 H4 126.7 . . ?
C6 C5 C4 108.4(3) . . ?
C10 C5 C4 132.7(3) . . ?
C10 C5 C6 118.9(3) . . ?
C7 C6 C5 123.3(3) . . ?
N1 C6 C5 105.9(3) . . ?
N1 C6 C7 130.8(3) . . ?
C6 C7 H7 121.7 . . ?
C8 C7 C6 116.5(3) . . ?
C8 C7 H7 121.7 . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.4(3) . . ?
C9 C8 H8 119.8 . . ?
C8 C9 Br1 118.6(3) . . ?
C10 C9 Br1 117.9(3) . . ?
C10 C9 C8 123.5(3) . . ?
C5 C10 H10 121.3 . . ?
C9 C10 C5 117.4(3) . . ?
C9 C10 H10 121.3 . . ?
C12 C11 C2 118.8(3) . . ?
C16 C11 C2 122.5(3) . . ?
C16 C11 C12 118.6(3) . . ?
C11 C12 H12 119.6 . . ?
C11 C12 C13 120.8(4) . . ?
C13 C12 H12 119.6 . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.7(4) . . ?
C14 C13 H13 120.1 . . ?
C13 C14 H14 120.1 . . ?
C15 C14 C13 119.7(4) . . ?
C15 C14 H14 120.1 . . ?
C14 C15 H15 119.6 . . ?
C14 C15 C16 120.7(4) . . ?
C16 C15 H15 119.6 . . ?
C11 C16 C15 120.3(4) . . ?
C11 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C2 C17 H17 115.5 . . ?
C18 C17 C2 129.0(3) . . ?
C18 C17 H17 115.5 . . ?
C17 C18 C19 125.0(4) . . ?
C17 C18 C20 120.0(4) . . ?
C19 C18 C20 115.0(4) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O2 C21 H21A 109.5 . . ?
O2 C21 H21B 109.5 . . ?
O2 C21 H21C 109.5 . . ?
C1 N1 C3 112.8(3) . . ?
C6 N1 C1 136.8(3) . . ?
C6 N1 C3 109.3(3) . . ?
C1 N2 C2 114.3(3) . . ?
C1 N2 O2 116.0(3) . . ?
O2 N2 C2 116.4(3) . . ?
N2 O2 C21 109.8(3) . . ?

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 C9 C10 C5 -178.3(2) . . . . ?
C1 N2 O2 C21 107.3(4) . . . . ?
C2 C3 C4 C5 177.5(4) . . . . ?
C2 C3 N1 C1 -8.0(4) . . . . ?
C2 C3 N1 C6 -177.9(3) . . . . ?
C2 C11 C12 C13 -175.8(3) . . . . ?
C2 C11 C16 C15 176.6(3) . . . . ?
C2 C17 C18 C19 -2.8(6) . . . . ?
C2 C17 C18 C20 179.2(4) . . . . ?
C2 N2 O2 C21 -114.0(4) . . . . ?
C3 C2 C11 C12 -45.6(4) . . . . ?
C3 C2 C11 C16 137.5(3) . . . . ?
C3 C2 C17 C18 -65.0(5) . . . . ?
C3 C2 N2 C1 -20.1(4) . . . . ?
C3 C2 N2 O2 -159.5(3) . . . . ?
C3 C4 C5 C6 -0.9(4) . . . . ?
C3 C4 C5 C10 180.0(4) . . . . ?
C4 C3 N1 C1 170.2(3) . . . . ?
C4 C3 N1 C6 0.3(4) . . . . ?
C4 C5 C6 C7 -179.6(3) . . . . ?
C4 C5 C6 N1 1.0(4) . . . . ?
C4 C5 C10 C9 178.7(3) . . . . ?
C5 C6 C7 C8 0.4(5) . . . . ?
C5 C6 N1 C1 -167.2(4) . . . . ?
C5 C6 N1 C3 -0.8(4) . . . . ?
C6 C5 C10 C9 -0.4(5) . . . . ?
C6 C7 C8 C9 0.1(5) . . . . ?
C7 C6 N1 C1 13.5(6) . . . . ?
C7 C6 N1 C3 179.9(3) . . . . ?
C7 C8 C9 Br1 178.4(3) . . . . ?
C7 C8 C9 C10 -0.8(6) . . . . ?
C8 C9 C10 C5 0.9(5) . . . . ?
C10 C5 C6 C7 -0.3(5) . . . . ?
C10 C5 C6 N1 -179.7(3) . . . . ?
C11 C2 C3 C4 -48.5(6) . . . . ?
C11 C2 C3 N1 128.7(3) . . . . ?
C11 C2 C17 C18 66.9(5) . . . . ?
C11 C2 N2 C1 -137.8(3) . . . . ?
C11 C2 N2 O2 82.8(3) . . . . ?
C11 C12 C13 C14 -1.3(6) . . . . ?
C12 C11 C16 C15 -0.4(6) . . . . ?
C12 C13 C14 C15 0.3(7) . . . . ?
C13 C14 C15 C16 0.6(7) . . . . ?
C14 C15 C16 C11 -0.5(7) . . . . ?
C16 C11 C12 C13 1.3(6) . . . . ?
C17 C2 C3 C4 84.7(6) . . . . ?
C17 C2 C3 N1 -98.1(3) . . . . ?
C17 C2 C11 C12 -176.3(3) . . . . ?
C17 C2 C11 C16 6.7(5) . . . . ?
C17 C2 N2 C1 95.3(3) . . . . ?
C17 C2 N2 O2 -44.2(4) . . . . ?
N1 C1 N2 C2 16.5(4) . . . . ?
N1 C1 N2 O2 156.1(3) . . . . ?
N1 C3 C4 C5 0.4(4) . . . . ?
N1 C6 C7 C8 179.7(3) . . . . ?
N2 C1 N1 C3 -4.8(4) . . . . ?
N2 C1 N1 C6 161.3(4) . . . . ?
N2 C2 C3 C4 -161.5(5) . . . . ?
N2 C2 C3 N1 15.6(3) . . . . ?
N2 C2 C11 C12 60.9(4) . . . . ?
N2 C2 C11 C16 -116.1(4) . . . . ?
N2 C2 C17 C18 -171.1(3) . . . . ?
O1 C1 N1 C3 178.5(4) . . . . ?
O1 C1 N1 C6 -15.5(7) . . . . ?
O1 C1 N2 C2 -166.8(4) . . . . ?
O1 C1 N2 O2 -27.2(6) . . . . ?


_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 1.463
_oxdiff_exptl_absorpt_empirical_full_min 0.866
