# 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_liutuming-hb_0313_auto
_database_code_depnum_ccdc_archive 'CCDC 2439472'
loop_
_audit_author_name
_audit_author_address
'Bing Han'
;Lanzhou University
China
;
_audit_update_record             
;
2025-03-31 deposited with the CCDC.	2025-07-16 downloaded from the CCDC.
;
_audit_creation_date             2025-03-13
_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     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H22 Br N O'
_chemical_formula_sum            'C28 H22 Br N O'
_chemical_formula_weight         468.37
_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      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                   5.8212(2)
_cell_length_b                   14.1940(4)
_cell_length_c                   14.7214(5)
_cell_angle_alpha                69.915(3)
_cell_angle_beta                 81.048(2)
_cell_angle_gamma                86.989(2)
_cell_volume                     1128.48(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6241
_cell_measurement_temperature    149.97(10)
_cell_measurement_theta_max      74.0300
_cell_measurement_theta_min      3.2670
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.625
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70240
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.143a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11567
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        66.596
_diffrn_reflns_theta_max         66.596
_diffrn_reflns_theta_min         3.231
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.97(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.990
_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     81.00 158.00   0.50    0.97    --  108.93 125.00-120.00  154
  2  ω      0.00  33.00   0.50    0.24    --   44.63 -37.00 -60.00   66
  3  ω    -30.00  -5.00   0.50    0.24    --   44.63 -37.00 -60.00   50
  4  ω    -25.00   1.00   0.50    0.24    --   44.63 -64.00  66.00   52
  5  ω     16.00  66.00   0.50    0.24    --   44.63 -64.00  66.00  100
  6  ω    -27.00  23.00   0.50    0.24    --   44.63 -19.00  60.00  100
  7  ω     44.00 112.00   0.50    0.24    --   44.63  64.00-157.00  136
  8  ω    135.00 164.00   0.50    0.97    --  108.93  45.00-120.00   58
  9  ω     91.00 168.00   0.50    0.97    --  108.93  64.00-157.00  154
 10  ω     96.00 121.00   0.50    0.97    --  108.93  45.00-120.00   50
 11  ω     88.00 130.00   0.50    0.97    --  108.93  15.00-180.00   84
 12  ω    140.00 168.00   0.50    0.97    --  108.93  15.00-180.00   56
 13  ω     94.00 163.00   0.50    0.97    --  108.93  45.00 -30.00  138
 14  ω    122.00 151.00   0.50    0.97    --  108.93  61.00 120.00   58
 15  ω     35.00  72.00   0.50    0.97    --  108.93 -64.00  66.00   74
 16  ω     77.00 102.00   0.50    0.97    --  108.93 -94.00 150.00   50
 17  ω     53.00  79.00   0.50    0.97    --  108.93 -94.00  90.00   52
 18  ω     39.00 106.00   0.50    0.97    --  108.93 -94.00  30.00  134
 19  ω     67.00  92.00   0.50    0.97    --  108.93 -94.00-120.00   50
 20  ω     56.00 111.00   0.50    0.97    --  108.93-125.00-180.00  110
 21  ω     -3.00  25.00   0.50    0.24    --  -44.63  64.00-157.00   56
 22  ω    -45.00 -18.00   0.50    0.24    --  -44.63  64.00-157.00   54
 23  ω   -123.00 -60.00   0.50    0.97    -- -100.00 141.00-102.01  126
 24  ω    -81.00 -52.00   0.50    0.97    -- -100.00 125.00 -60.00   58
 25  ω    -59.00 -31.00   0.50    0.97    -- -100.00 125.00 -30.00   56
 26  ω   -111.00 -73.00   0.50    0.97    -- -100.00 125.00 -30.00   76
 27  ω   -112.00 -74.00   0.50    0.97    -- -100.00 125.00  90.00   76
 28  ω    -12.00  33.00   0.50    0.24    --  -44.63  19.00   0.00   90
 29  ω   -110.00 -29.00   0.50    0.97    -- -100.00 125.00-150.00  162
 30  ω    -79.00 -37.00   0.50    0.97    -- -100.00  64.00-157.00   84
 31  ω    -54.00 -26.00   0.50    0.97    -- -100.00  45.00-150.00   56
 32  ω    -62.00 -30.00   0.50    0.97    -- -100.00  61.00-120.00   64
 33  ω    -71.00 -27.00   0.50    0.97    -- -100.00  61.00 -30.00   88
 34  ω    -54.00 -28.00   0.50    0.97    -- -100.00  45.00  30.00   52
 35  ω    -51.00 -25.00   0.50    0.97    -- -100.00  45.00  60.00   52
 36  ω   -172.00 -78.00   0.50    0.97    -- -100.00 -64.00  66.00  188
 37  ω   -157.00 -83.00   0.50    0.97    -- -100.00-125.00 150.00  148
 38  ω   -115.00 -56.00   0.50    0.24    --  -44.63-179.00 120.00  118
 39  ω   -105.00 -31.00   0.50    0.24    --  -44.63 -64.00  66.00  148
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1098309000
_diffrn_orient_matrix_UB_12      -0.0991017000
_diffrn_orient_matrix_UB_13      0.0584572000
_diffrn_orient_matrix_UB_21      0.2399333000
_diffrn_orient_matrix_UB_22      0.0364240000
_diffrn_orient_matrix_UB_23      -0.0597756000
_diffrn_orient_matrix_UB_31      0.0463056000
_diffrn_orient_matrix_UB_32      0.0469825000
_diffrn_orient_matrix_UB_33      0.0754849000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3418
_reflns_number_total             3928
_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 1.171.43.143a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.143a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.143a (Rigaku OD, 2024)'
_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 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.999
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         3928
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0433
_refine_ls_restrained_S_all      1.029
_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)+(0.0601P)²+1.4475P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1222
_refine_ls_wR_factor_ref         0.1255
_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:
 C24(H24)
2.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C7(H7), C8(H8), C9(H9), C11(H11), C13(H13), C14(H14),
 C16(H16), C17(H17), C19(H19), C21(H21), C22(H22), C23(H23), C25(H25), C26(H26),
  C27(H27), C28(H28)
;
_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 -0.04975(7) 0.62115(3) 0.87854(3) 0.05634(17) Uani 1 1 d . . . . .
O1 O 0.5771(3) 0.37080(15) 0.58703(15) 0.0319(4) Uani 1 1 d . . . . .
N1 N 0.5307(4) 0.15155(17) 0.71848(17) 0.0287(5) Uani 1 1 d . . . . .
C1 C 0.8344(5) 0.0539(2) 0.7944(2) 0.0267(6) Uani 1 1 d . . . . .
C2 C 0.4317(5) 0.1601(2) 0.9395(2) 0.0308(6) Uani 1 1 d . . . . .
H2 H 0.322060 0.110734 0.944246 0.037 Uiso 1 1 calc R U . . .
C3 C 0.1764(6) 0.2123(3) 0.5230(2) 0.0443(8) Uani 1 1 d . . . . .
H3 H 0.049588 0.203689 0.574261 0.053 Uiso 1 1 calc R U . . .
C4 C 0.3750(5) 0.2617(2) 0.5235(2) 0.0297(6) Uani 1 1 d . . . . .
C5 C 0.8799(6) 0.0104(3) 0.7221(3) 0.0411(8) Uani 1 1 d . . . . .
H5 H 0.789227 0.028630 0.670330 0.049 Uiso 1 1 calc R U . . .
C6 C 0.6489(5) 0.1318(2) 0.7888(2) 0.0258(6) Uani 1 1 d . . . . .
C7 C 0.4022(5) 0.2089(2) 1.0073(2) 0.0364(7) Uani 1 1 d . . . . .
H7 H 0.272396 0.193378 1.057803 0.044 Uiso 1 1 calc R U . . .
C8 C 0.9673(5) 0.0238(2) 0.8703(2) 0.0283(6) Uani 1 1 d . . . . .
H8 H 0.937854 0.052162 0.920793 0.034 Uiso 1 1 calc R U . . .
C9 C 0.3681(5) 0.4547(2) 0.7361(2) 0.0341(7) Uani 1 1 d . . . . .
H9 H 0.512639 0.420613 0.742752 0.041 Uiso 1 1 calc R U . . .
C10 C 0.6197(5) 0.1823(2) 0.8645(2) 0.0260(6) Uani 1 1 d . . . . .
C11 C 0.5392(6) 0.2388(3) 0.3719(2) 0.0423(8) Uani 1 1 d . . . . .
H11 H 0.664180 0.248630 0.319648 0.051 Uiso 1 1 calc R U . . .
C12 C 0.3885(5) 0.3011(2) 0.6050(2) 0.0270(6) Uani 1 1 d . . . . .
C13 C 1.0563(7) -0.0594(3) 0.7250(3) 0.0498(9) Uani 1 1 d . . . . .
H13 H 1.087310 -0.087655 0.674524 0.060 Uiso 1 1 calc R U . . .
C14 C 1.1426(5) -0.0471(2) 0.8733(2) 0.0318(6) Uani 1 1 d . . . . .
H14 H 1.231318 -0.067055 0.925818 0.038 Uiso 1 1 calc R U . . .
C15 C 0.0697(6) 0.5525(2) 0.7909(2) 0.0369(7) Uani 1 1 d . . . . .
C16 C 0.5617(5) 0.2801(2) 1.0015(2) 0.0356(7) Uani 1 1 d . . . . .
H16 H 0.541555 0.313639 1.048100 0.043 Uiso 1 1 calc R U . . .
C17 C 0.2789(6) 0.5024(2) 0.8016(2) 0.0383(7) Uani 1 1 d . . . . .
H17 H 0.360452 0.500696 0.853219 0.046 Uiso 1 1 calc R U . . .
C18 C 0.2488(5) 0.4560(2) 0.6605(2) 0.0303(6) Uani 1 1 d . . . . .
C19 C 1.1879(6) -0.0883(2) 0.8004(2) 0.0387(7) Uani 1 1 d . . . . .
H19 H 1.308587 -0.136327 0.801976 0.046 Uiso 1 1 calc R U . . .
C20 C 0.3491(5) 0.2271(2) 0.7074(2) 0.0285(6) Uani 1 1 d . . . . .
H20A H 0.351994 0.262170 0.754881 0.034 Uiso 1 1 calc R U . . .
H20B H 0.195005 0.194922 0.720310 0.034 Uiso 1 1 calc R U . . .
C21 C -0.0542(6) 0.5548(2) 0.7172(2) 0.0393(7) Uani 1 1 d . . . . .
H21 H -0.198517 0.589175 0.710856 0.047 Uiso 1 1 calc R U . . .
C22 C 0.7503(5) 0.3028(2) 0.9282(2) 0.0352(7) Uani 1 1 d . . . . .
H22 H 0.861147 0.351181 0.924627 0.042 Uiso 1 1 calc R U . . .
C23 C 0.0374(5) 0.5060(2) 0.6531(2) 0.0367(7) Uani 1 1 d . . . . .
H23 H -0.046760 0.506566 0.602544 0.044 Uiso 1 1 calc R U . . .
C24 C 0.3425(5) 0.4096(2) 0.5863(2) 0.0312(6) Uani 1 1 d . . . . .
H24 H 0.303754 0.447047 0.519463 0.037 Uiso 1 1 calc R U . . .
C25 C 0.3446(6) 0.1884(3) 0.3729(3) 0.0458(8) Uani 1 1 d . . . . .
H25 H 0.334756 0.162407 0.322186 0.055 Uiso 1 1 calc R U . . .
C26 C 0.5554(6) 0.2758(2) 0.4470(2) 0.0368(7) Uani 1 1 d . . . . .
H26 H 0.691179 0.310917 0.445644 0.044 Uiso 1 1 calc R U . . .
C27 C 0.1609(6) 0.1756(3) 0.4489(3) 0.0524(9) Uani 1 1 d . . . . .
H27 H 0.024272 0.141385 0.449688 0.063 Uiso 1 1 calc R U . . .
C28 C 0.7775(5) 0.2545(2) 0.8597(2) 0.0311(6) Uani 1 1 d . . . . .
H28 H 0.906149 0.271069 0.808673 0.037 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 1.901(3) . ?
O1 C12 1.448(3) . ?
O1 C24 1.446(3) . ?
N1 C6 1.275(4) . ?
N1 C20 1.453(4) . ?
C1 C5 1.390(4) . ?
C1 C6 1.495(4) . ?
C1 C8 1.391(4) . ?
C2 H2 0.9500 . ?
C2 C7 1.383(4) . ?
C2 C10 1.392(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.386(4) . ?
C3 C27 1.376(5) . ?
C4 C12 1.501(4) . ?
C4 C26 1.381(4) . ?
C5 H5 0.9500 . ?
C5 C13 1.383(5) . ?
C6 C10 1.505(4) . ?
C7 H7 0.9500 . ?
C7 C16 1.381(5) . ?
C8 H8 0.9500 . ?
C8 C14 1.390(4) . ?
C9 H9 0.9500 . ?
C9 C17 1.382(5) . ?
C9 C18 1.396(4) . ?
C10 C28 1.388(4) . ?
C11 H11 0.9500 . ?
C11 C25 1.366(5) . ?
C11 C26 1.396(5) . ?
C12 C20 1.503(4) . ?
C12 C24 1.485(4) . ?
C13 H13 0.9500 . ?
C13 C19 1.381(5) . ?
C14 H14 0.9500 . ?
C14 C19 1.375(4) . ?
C15 C17 1.380(5) . ?
C15 C21 1.383(5) . ?
C16 H16 0.9500 . ?
C16 C22 1.380(5) . ?
C17 H17 0.9500 . ?
C18 C23 1.387(4) . ?
C18 C24 1.482(4) . ?
C19 H19 0.9500 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21 0.9500 . ?
C21 C23 1.382(5) . ?
C22 H22 0.9500 . ?
C22 C28 1.388(4) . ?
C23 H23 0.9500 . ?
C24 H24 1.0000 . ?
C25 H25 0.9500 . ?
C25 C27 1.392(5) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?

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
C24 O1 C12 61.75(18) . . ?
C6 N1 C20 120.3(2) . . ?
C5 C1 C6 120.1(3) . . ?
C5 C1 C8 118.2(3) . . ?
C8 C1 C6 121.7(2) . . ?
C7 C2 H2 119.6 . . ?
C7 C2 C10 120.9(3) . . ?
C10 C2 H2 119.6 . . ?
C4 C3 H3 119.7 . . ?
C27 C3 H3 119.7 . . ?
C27 C3 C4 120.7(3) . . ?
C3 C4 C12 119.8(3) . . ?
C26 C4 C3 118.9(3) . . ?
C26 C4 C12 121.2(3) . . ?
C1 C5 H5 119.8 . . ?
C13 C5 C1 120.5(3) . . ?
C13 C5 H5 119.8 . . ?
N1 C6 C1 117.0(2) . . ?
N1 C6 C10 125.1(2) . . ?
C1 C6 C10 117.8(2) . . ?
C2 C7 H7 120.0 . . ?
C16 C7 C2 120.0(3) . . ?
C16 C7 H7 120.0 . . ?
C1 C8 H8 119.5 . . ?
C14 C8 C1 121.0(3) . . ?
C14 C8 H8 119.5 . . ?
C17 C9 H9 119.5 . . ?
C17 C9 C18 120.9(3) . . ?
C18 C9 H9 119.5 . . ?
C2 C10 C6 121.2(2) . . ?
C28 C10 C2 118.3(3) . . ?
C28 C10 C6 120.5(2) . . ?
C25 C11 H11 119.8 . . ?
C25 C11 C26 120.4(3) . . ?
C26 C11 H11 119.8 . . ?
O1 C12 C4 114.9(2) . . ?
O1 C12 C20 114.0(2) . . ?
O1 C12 C24 59.04(17) . . ?
C4 C12 C20 117.0(2) . . ?
C24 C12 C4 117.7(2) . . ?
C24 C12 C20 120.4(2) . . ?
C5 C13 H13 119.6 . . ?
C19 C13 C5 120.8(3) . . ?
C19 C13 H13 119.6 . . ?
C8 C14 H14 120.0 . . ?
C19 C14 C8 120.1(3) . . ?
C19 C14 H14 120.0 . . ?
C17 C15 Br1 119.3(2) . . ?
C17 C15 C21 121.6(3) . . ?
C21 C15 Br1 119.1(2) . . ?
C7 C16 H16 120.0 . . ?
C22 C16 C7 120.1(3) . . ?
C22 C16 H16 120.0 . . ?
C9 C17 H17 120.4 . . ?
C15 C17 C9 119.1(3) . . ?
C15 C17 H17 120.4 . . ?
C9 C18 C24 122.7(3) . . ?
C23 C18 C9 118.2(3) . . ?
C23 C18 C24 119.0(3) . . ?
C13 C19 H19 120.3 . . ?
C14 C19 C13 119.4(3) . . ?
C14 C19 H19 120.3 . . ?
N1 C20 C12 109.1(2) . . ?
N1 C20 H20A 109.9 . . ?
N1 C20 H20B 109.9 . . ?
C12 C20 H20A 109.9 . . ?
C12 C20 H20B 109.9 . . ?
H20A C20 H20B 108.3 . . ?
C15 C21 H21 120.8 . . ?
C23 C21 C15 118.3(3) . . ?
C23 C21 H21 120.8 . . ?
C16 C22 H22 120.1 . . ?
C16 C22 C28 119.7(3) . . ?
C28 C22 H22 120.1 . . ?
C18 C23 H23 119.1 . . ?
C21 C23 C18 121.8(3) . . ?
C21 C23 H23 119.1 . . ?
O1 C24 C12 59.21(17) . . ?
O1 C24 C18 118.0(2) . . ?
O1 C24 H24 114.0 . . ?
C12 C24 H24 114.0 . . ?
C18 C24 C12 126.3(3) . . ?
C18 C24 H24 114.0 . . ?
C11 C25 H25 120.3 . . ?
C11 C25 C27 119.4(3) . . ?
C27 C25 H25 120.3 . . ?
C4 C26 C11 120.3(3) . . ?
C4 C26 H26 119.8 . . ?
C11 C26 H26 119.8 . . ?
C3 C27 C25 120.2(3) . . ?
C3 C27 H27 119.9 . . ?
C25 C27 H27 119.9 . . ?
C10 C28 H28 119.5 . . ?
C22 C28 C10 121.0(3) . . ?
C22 C28 H28 119.5 . . ?

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 C17 C9 -178.3(2) . . . . ?
Br1 C15 C21 C23 178.9(2) . . . . ?
O1 C12 C20 N1 -75.1(3) . . . . ?
O1 C12 C24 C18 -104.0(3) . . . . ?
N1 C6 C10 C2 74.9(4) . . . . ?
N1 C6 C10 C28 -103.4(3) . . . . ?
C1 C5 C13 C19 1.1(6) . . . . ?
C1 C6 C10 C2 -106.6(3) . . . . ?
C1 C6 C10 C28 75.1(3) . . . . ?
C1 C8 C14 C19 0.3(5) . . . . ?
C2 C7 C16 C22 0.0(5) . . . . ?
C2 C10 C28 C22 0.6(4) . . . . ?
C3 C4 C12 O1 -166.2(3) . . . . ?
C3 C4 C12 C20 55.9(4) . . . . ?
C3 C4 C12 C24 -99.6(3) . . . . ?
C3 C4 C26 C11 -1.4(5) . . . . ?
C4 C3 C27 C25 -0.5(6) . . . . ?
C4 C12 C20 N1 63.1(3) . . . . ?
C4 C12 C24 O1 -103.9(3) . . . . ?
C4 C12 C24 C18 152.1(3) . . . . ?
C5 C1 C6 N1 3.4(4) . . . . ?
C5 C1 C6 C10 -175.2(3) . . . . ?
C5 C1 C8 C14 0.6(4) . . . . ?
C5 C13 C19 C14 -0.1(6) . . . . ?
C6 N1 C20 C12 127.5(3) . . . . ?
C6 C1 C5 C13 177.9(3) . . . . ?
C6 C1 C8 C14 -178.5(3) . . . . ?
C6 C10 C28 C22 178.9(3) . . . . ?
C7 C2 C10 C6 -178.1(3) . . . . ?
C7 C2 C10 C28 0.2(4) . . . . ?
C7 C16 C22 C28 0.8(5) . . . . ?
C8 C1 C5 C13 -1.3(5) . . . . ?
C8 C1 C6 N1 -177.4(3) . . . . ?
C8 C1 C6 C10 3.9(4) . . . . ?
C8 C14 C19 C13 -0.6(5) . . . . ?
C9 C18 C23 C21 0.9(5) . . . . ?
C9 C18 C24 O1 -6.6(4) . . . . ?
C9 C18 C24 C12 64.2(4) . . . . ?
C10 C2 C7 C16 -0.5(5) . . . . ?
C11 C25 C27 C3 -0.8(6) . . . . ?
C12 O1 C24 C18 117.6(3) . . . . ?
C12 C4 C26 C11 -179.9(3) . . . . ?
C15 C21 C23 C18 -0.5(5) . . . . ?
C16 C22 C28 C10 -1.1(4) . . . . ?
C17 C9 C18 C23 -0.4(5) . . . . ?
C17 C9 C18 C24 177.4(3) . . . . ?
C17 C15 C21 C23 -0.4(5) . . . . ?
C18 C9 C17 C15 -0.5(5) . . . . ?
C20 N1 C6 C1 -179.3(2) . . . . ?
C20 N1 C6 C10 -0.8(4) . . . . ?
C20 C12 C24 O1 101.5(3) . . . . ?
C20 C12 C24 C18 -2.5(4) . . . . ?
C21 C15 C17 C9 1.0(5) . . . . ?
C23 C18 C24 O1 171.2(3) . . . . ?
C23 C18 C24 C12 -118.0(3) . . . . ?
C24 O1 C12 C4 108.6(3) . . . . ?
C24 O1 C12 C20 -112.2(3) . . . . ?
C24 C12 C20 N1 -142.0(2) . . . . ?
C24 C18 C23 C21 -177.0(3) . . . . ?
C25 C11 C26 C4 0.2(5) . . . . ?
C26 C4 C12 O1 12.2(4) . . . . ?
C26 C4 C12 C20 -125.7(3) . . . . ?
C26 C4 C12 C24 78.8(3) . . . . ?
C26 C11 C25 C27 0.9(5) . . . . ?
C27 C3 C4 C12 -179.9(3) . . . . ?
C27 C3 C4 C26 1.6(5) . . . . ?

_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 1.462
_oxdiff_exptl_absorpt_empirical_full_min 0.639
