# Supplementary Information (SI) for Organic & Biomolecular 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. 
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data_mo250724d
_audit_block_doi                 10.5517/ccdc.csd.cc2pl0my
_database_code_depnum_ccdc_archive 'CCDC 2489970'
loop_
_audit_author_name
_audit_author_address
'Zhentao pan'
;Taizhou University
China
;
_audit_update_record             
;
2025-09-20 deposited with the CCDC.	2026-02-10 downloaded from the CCDC.
;
_audit_creation_date             2025-07-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H21 Br N4 O, C H Cl3'
_chemical_formula_sum            'C29 H22 Br Cl3 N4 O'
_chemical_formula_weight         628.76
_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 0.0033 0.0016 '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 -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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                   9.3480(8)
_cell_length_b                   10.0431(8)
_cell_length_c                   15.9468(13)
_cell_angle_alpha                80.587(3)
_cell_angle_beta                 76.524(3)
_cell_angle_gamma                87.501(3)
_cell_volume                     1436.3(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7075
_cell_measurement_temperature    298.0
_cell_measurement_theta_max      23.006
_cell_measurement_theta_min      2.265
_shelx_estimated_absorpt_T_max   0.845
_shelx_estimated_absorpt_T_min   0.780
_exptl_absorpt_coefficient_mu    1.740
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6013
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1294 before and 0.0625 after correction.
The Ratio of minimum to maximum transmission is 0.8062.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.454
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             636
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0986
_diffrn_reflns_av_unetI/netI     0.0655
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            43296
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.853
_diffrn_reflns_theta_min         2.055
_diffrn_ambient_temperature      298.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'BrukerD8 Venture'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.6
_diffrn_source_power             0.08
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4088
_reflns_number_total             7449
_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       'SAINT V8.41 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.41 (?, 2016)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.372
_refine_diff_density_min         -0.641
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     384
_refine_ls_number_reflns         7449
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1068
_refine_ls_R_factor_gt           0.0487
_refine_ls_restrained_S_all      1.013
_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)+(0.0543P)²+0.3384P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1138
_refine_ls_wR_factor_ref         0.1360
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 Cl00-C012 \\sim Cl2-C0
 with sigma of 0.02
 Cl1-C012 \\sim Cl1A-C0
 with sigma of 0.02
 Cl-C012 \\sim ClA-C0
 with sigma of 0.02
 Cl00-Cl1 \\sim Cl2-Cl1A
 with sigma of 0.04
 Cl00-Cl \\sim Cl2-ClA
 with sigma of 0.04
 Cl1-Cl \\sim Cl1A-ClA
 with sigma of 0.04
3. Others
 Sof(Cl1A)=Sof(Cl2)=Sof(ClA)=Sof(C0)=Sof(H0)=1-FVAR(1)
 Sof(Cl)=Sof(Cl00)=Sof(Cl1)=Sof(C012)=Sof(H012)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C0(H0), C012(H012)
4.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B)
4.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8), C12(H12), C13(H13), C15(H15), C16(H16),
 C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C24(H24), C25(H25), C26(H26),
  C27(H27), C28(H28)
;
_atom_sites_solution_hydrogens   mixed
_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 0.11990(5) 0.23789(4) 1.00065(2) 0.09379(18) Uani 1 1 d . . . . .
O1 O 0.0400(2) 0.44679(18) 0.60277(11) 0.0579(5) Uani 1 1 d . . . . .
N1 N 0.1655(3) 0.6061(2) 0.49843(14) 0.0512(5) Uani 1 1 d . . . . .
H1 H 0.111(3) 0.601(3) 0.4724(17) 0.049(8) Uiso 1 1 d . . . . .
N2 N 0.2337(2) 0.54625(19) 0.62996(12) 0.0452(5) Uani 1 1 d . . . . .
N3 N 0.3254(2) 0.73897(18) 0.67307(12) 0.0425(4) Uani 1 1 d . . . . .
N4 N 0.5162(2) 0.6107(2) 0.70545(12) 0.0478(5) Uani 1 1 d . . . . .
C1 C 0.3566(3) 0.6434(2) 0.60895(14) 0.0421(5) Uani 1 1 d . . . . .
C2 C 0.5010(3) 0.5711(3) 0.62353(15) 0.0482(6) Uani 1 1 d . . . . .
H2A H 0.492628 0.473944 0.629097 0.058 Uiso 1 1 calc R U . . .
H2B H 0.583903 0.601870 0.576015 0.058 Uiso 1 1 calc R U . . .
C3 C 0.4140(2) 0.7089(2) 0.72451(14) 0.0403(5) Uani 1 1 d . . . . .
C4 C 0.3722(3) 0.7212(2) 0.51804(14) 0.0431(5) Uani 1 1 d . . . . .
C5 C 0.4803(3) 0.8189(3) 0.48452(16) 0.0554(6) Uani 1 1 d . . . . .
H5 H 0.545345 0.833758 0.518090 0.067 Uiso 1 1 calc R U . . .
C6 C 0.4932(3) 0.8937(3) 0.40335(18) 0.0629(7) Uani 1 1 d . . . . .
H6 H 0.567292 0.957657 0.381858 0.076 Uiso 1 1 calc R U . . .
C7 C 0.3959(4) 0.8738(3) 0.35358(17) 0.0637(7) Uani 1 1 d . . . . .
H7 H 0.404310 0.924595 0.298394 0.076 Uiso 1 1 calc R U . . .
C8 C 0.2867(3) 0.7795(3) 0.38516(16) 0.0546(6) Uani 1 1 d . . . . .
H8 H 0.220766 0.766973 0.351581 0.066 Uiso 1 1 calc R U . . .
C9 C 0.2745(3) 0.7027(2) 0.46709(14) 0.0434(5) Uani 1 1 d . . . . .
C10 C 0.1404(3) 0.5289(2) 0.57823(14) 0.0438(5) Uani 1 1 d . . . . .
C11 C 0.2008(3) 0.4704(2) 0.71714(15) 0.0465(6) Uani 1 1 d . . . . .
C12 C 0.2556(3) 0.3414(3) 0.73266(17) 0.0618(7) Uani 1 1 d . . . . .
H12 H 0.309514 0.301549 0.686374 0.074 Uiso 1 1 calc R U . . .
C13 C 0.2306(4) 0.2708(3) 0.81698(18) 0.0705(8) Uani 1 1 d . . . . .
H13 H 0.268852 0.184289 0.827742 0.085 Uiso 1 1 calc R U . . .
C14 C 0.1488(3) 0.3301(3) 0.88428(16) 0.0581(7) Uani 1 1 d . . . . .
C15 C 0.0893(3) 0.4573(3) 0.86939(16) 0.0576(6) Uani 1 1 d . . . . .
H15 H 0.032124 0.495696 0.915421 0.069 Uiso 1 1 calc R U . . .
C16 C 0.1156(3) 0.5269(3) 0.78524(16) 0.0520(6) Uani 1 1 d . . . . .
H16 H 0.075467 0.612665 0.774463 0.062 Uiso 1 1 calc R U . . .
C17 C 0.4114(3) 0.7855(2) 0.79677(14) 0.0434(5) Uani 1 1 d . . . . .
C18 C 0.5412(3) 0.8207(3) 0.81506(16) 0.0567(6) Uani 1 1 d . . . . .
H18 H 0.631118 0.790430 0.785074 0.068 Uiso 1 1 calc R U . . .
C19 C 0.5361(4) 0.9013(3) 0.87833(19) 0.0718(8) Uani 1 1 d . . . . .
H19 H 0.622965 0.926030 0.890408 0.086 Uiso 1 1 calc R U . . .
C20 C 0.4043(4) 0.9445(3) 0.92303(19) 0.0716(9) Uani 1 1 d . . . . .
H20 H 0.402184 0.999636 0.964853 0.086 Uiso 1 1 calc R U . . .
C21 C 0.2752(3) 0.9076(3) 0.90696(18) 0.0633(7) Uani 1 1 d . . . . .
H21 H 0.185608 0.935911 0.938471 0.076 Uiso 1 1 calc R U . . .
C22 C 0.2792(3) 0.8278(3) 0.84337(16) 0.0541(6) Uani 1 1 d . . . . .
H22 H 0.191813 0.802666 0.832111 0.065 Uiso 1 1 calc R U . . .
C23 C 0.5811(3) 0.5219(2) 0.76616(15) 0.0456(5) Uani 1 1 d . . . . .
C24 C 0.5039(3) 0.4814(3) 0.85116(17) 0.0630(7) Uani 1 1 d . . . . .
H24 H 0.409149 0.513639 0.870480 0.076 Uiso 1 1 calc R U . . .
C25 C 0.5692(4) 0.3922(3) 0.9072(2) 0.0803(9) Uani 1 1 d . . . . .
H25 H 0.518591 0.365555 0.964657 0.096 Uiso 1 1 calc R U . . .
C26 C 0.7079(4) 0.3431(3) 0.8784(2) 0.0798(9) Uani 1 1 d . . . . .
H26 H 0.750846 0.282736 0.916242 0.096 Uiso 1 1 calc R U . . .
C27 C 0.7833(3) 0.3828(3) 0.7941(2) 0.0684(8) Uani 1 1 d . . . . .
H27 H 0.877033 0.348535 0.774442 0.082 Uiso 1 1 calc R U . . .
C28 C 0.7204(3) 0.4735(3) 0.73831(17) 0.0537(6) Uani 1 1 d . . . . .
H28 H 0.772857 0.502053 0.681439 0.064 Uiso 1 1 calc R U . . .
Cl Cl 0.0934(6) 1.1046(6) 0.6144(7) 0.137(2) Uani 0.506(15) 1 d D . P A 1
Cl00 Cl -0.0483(10) 0.8542(10) 0.6212(9) 0.171(3) Uani 0.506(15) 1 d D . P A 1
Cl1 Cl -0.0544(5) 0.9601(11) 0.7760(4) 0.171(3) Uani 0.506(15) 1 d D . P A 1
Cl1A Cl -0.0312(10) 1.0103(9) 0.7587(6) 0.174(3) Uani 0.494(15) 1 d D . P A 2
Cl2 Cl -0.0684(7) 0.8289(7) 0.6510(5) 0.1287(18) Uani 0.494(15) 1 d D . P A 2
ClA Cl 0.0983(8) 1.0552(12) 0.5772(6) 0.154(3) Uani 0.494(15) 1 d D . P A 2
C0 C 0.0507(11) 0.9384(11) 0.6700(5) 0.072(5) Uani 0.494(15) 1 d D . P A 2
H0 H 0.138902 0.889071 0.681002 0.086 Uiso 0.494(15) 1 calc R U P A 2
C012 C 0.0476(17) 0.9461(12) 0.6732(8) 0.124(9) Uani 0.506(15) 1 d D . P A 1
H012 H 0.138734 0.897276 0.679028 0.149 Uiso 0.506(15) 1 calc R U P A 1


_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 C14 1.898(2) . ?
O1 C10 1.227(3) . ?
N1 H1 0.73(3) . ?
N1 C9 1.386(3) . ?
N1 C10 1.353(3) . ?
N2 C1 1.482(3) . ?
N2 C10 1.367(3) . ?
N2 C11 1.443(3) . ?
N3 C1 1.487(3) . ?
N3 C3 1.290(3) . ?
N4 C2 1.465(3) . ?
N4 C3 1.363(3) . ?
N4 C23 1.430(3) . ?
C1 C2 1.552(3) . ?
C1 C4 1.508(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C17 1.482(3) . ?
C4 C5 1.390(3) . ?
C4 C9 1.393(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.368(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.379(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.372(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.387(3) . ?
C11 C12 1.378(4) . ?
C11 C16 1.377(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.386(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.371(4) . ?
C14 C15 1.378(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.380(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.385(3) . ?
C17 C22 1.375(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.384(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.363(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.369(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.385(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.383(4) . ?
C23 C28 1.369(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.384(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.370(5) . ?
C26 H26 0.9300 . ?
C26 C27 1.368(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.379(4) . ?
C28 H28 0.9300 . ?
Cl C012 1.726(11) . ?
Cl00 C012 1.736(12) . ?
Cl1 C012 1.718(13) . ?
Cl1A C0 1.701(9) . ?
Cl2 C0 1.707(10) . ?
ClA C0 1.713(9) . ?
C0 H0 0.9800 . ?
C012 H012 0.9800 . ?

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
C9 N1 H1 118(2) . . ?
C10 N1 H1 116(2) . . ?
C10 N1 C9 125.1(2) . . ?
C10 N2 C1 126.92(18) . . ?
C10 N2 C11 116.34(18) . . ?
C11 N2 C1 116.49(17) . . ?
C3 N3 C1 107.16(19) . . ?
C3 N4 C2 107.28(17) . . ?
C3 N4 C23 126.60(19) . . ?
C23 N4 C2 121.38(19) . . ?
N2 C1 N3 108.56(18) . . ?
N2 C1 C2 110.88(18) . . ?
N2 C1 C4 110.64(17) . . ?
N3 C1 C2 104.22(17) . . ?
N3 C1 C4 109.32(18) . . ?
C4 C1 C2 112.95(19) . . ?
N4 C2 C1 102.81(18) . . ?
N4 C2 H2A 111.2 . . ?
N4 C2 H2B 111.2 . . ?
C1 C2 H2A 111.2 . . ?
C1 C2 H2B 111.2 . . ?
H2A C2 H2B 109.1 . . ?
N3 C3 N4 116.97(19) . . ?
N3 C3 C17 121.0(2) . . ?
N4 C3 C17 121.83(19) . . ?
C5 C4 C1 120.7(2) . . ?
C5 C4 C9 118.0(2) . . ?
C9 C4 C1 121.2(2) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 C4 121.6(2) . . ?
C6 C5 H5 119.2 . . ?
C5 C6 H6 120.2 . . ?
C5 C6 C7 119.6(2) . . ?
C7 C6 H6 120.2 . . ?
C6 C7 H7 119.9 . . ?
C8 C7 C6 120.3(2) . . ?
C8 C7 H7 119.9 . . ?
C7 C8 H8 120.0 . . ?
C7 C8 C9 120.1(2) . . ?
C9 C8 H8 120.0 . . ?
N1 C9 C4 119.6(2) . . ?
N1 C9 C8 120.1(2) . . ?
C8 C9 C4 120.4(2) . . ?
O1 C10 N1 121.9(2) . . ?
O1 C10 N2 121.6(2) . . ?
N1 C10 N2 116.5(2) . . ?
C12 C11 N2 120.1(2) . . ?
C16 C11 N2 120.2(2) . . ?
C16 C11 C12 119.7(2) . . ?
C11 C12 H12 119.9 . . ?
C11 C12 C13 120.3(3) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 120.4 . . ?
C14 C13 C12 119.1(3) . . ?
C14 C13 H13 120.4 . . ?
C13 C14 Br1 119.7(2) . . ?
C13 C14 C15 121.2(2) . . ?
C15 C14 Br1 119.0(2) . . ?
C14 C15 H15 120.4 . . ?
C14 C15 C16 119.1(3) . . ?
C16 C15 H15 120.4 . . ?
C11 C16 C15 120.5(2) . . ?
C11 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C18 C17 C3 120.7(2) . . ?
C22 C17 C3 119.7(2) . . ?
C22 C17 C18 119.6(2) . . ?
C17 C18 H18 120.3 . . ?
C19 C18 C17 119.5(3) . . ?
C19 C18 H18 120.3 . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.4(3) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 119.7 . . ?
C19 C20 C21 120.6(3) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 H21 120.3 . . ?
C20 C21 C22 119.4(3) . . ?
C22 C21 H21 120.3 . . ?
C17 C22 C21 120.5(2) . . ?
C17 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C24 C23 N4 121.1(2) . . ?
C28 C23 N4 119.0(2) . . ?
C28 C23 C24 119.9(2) . . ?
C23 C24 H24 120.4 . . ?
C23 C24 C25 119.3(3) . . ?
C25 C24 H24 120.4 . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.4(3) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 120.0 . . ?
C27 C26 C25 120.1(3) . . ?
C27 C26 H26 120.0 . . ?
C26 C27 H27 120.0 . . ?
C26 C27 C28 120.0(3) . . ?
C28 C27 H27 120.0 . . ?
C23 C28 C27 120.4(3) . . ?
C23 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
Cl1A C0 Cl2 109.6(6) . . ?
Cl1A C0 ClA 112.3(7) . . ?
Cl1A C0 H0 109.3 . . ?
Cl2 C0 ClA 107.0(6) . . ?
Cl2 C0 H0 109.3 . . ?
ClA C0 H0 109.3 . . ?
Cl C012 Cl00 111.8(8) . . ?
Cl C012 H012 108.3 . . ?
Cl00 C012 H012 108.3 . . ?
Cl1 C012 Cl 109.9(8) . . ?
Cl1 C012 Cl00 110.1(8) . . ?
Cl1 C012 H012 108.3 . . ?

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 C14 C15 C16 177.18(19) . . . . ?
N2 C1 C2 N4 -104.4(2) . . . . ?
N2 C1 C4 C5 179.6(2) . . . . ?
N2 C1 C4 C9 3.1(3) . . . . ?
N2 C11 C12 C13 176.7(2) . . . . ?
N2 C11 C16 C15 -177.0(2) . . . . ?
N3 C1 C2 N4 12.2(2) . . . . ?
N3 C1 C4 C5 60.1(3) . . . . ?
N3 C1 C4 C9 -116.4(2) . . . . ?
N3 C3 C17 C18 -138.5(2) . . . . ?
N3 C3 C17 C22 38.3(3) . . . . ?
N4 C3 C17 C18 36.8(3) . . . . ?
N4 C3 C17 C22 -146.5(2) . . . . ?
N4 C23 C24 C25 178.1(3) . . . . ?
N4 C23 C28 C27 -176.9(2) . . . . ?
C1 N2 C10 O1 -178.6(2) . . . . ?
C1 N2 C10 N1 1.9(4) . . . . ?
C1 N2 C11 C12 -97.6(3) . . . . ?
C1 N2 C11 C16 81.9(3) . . . . ?
C1 N3 C3 N4 4.7(3) . . . . ?
C1 N3 C3 C17 -179.85(19) . . . . ?
C1 C4 C5 C6 -177.8(2) . . . . ?
C1 C4 C9 N1 -3.5(3) . . . . ?
C1 C4 C9 C8 177.2(2) . . . . ?
C2 N4 C3 N3 3.8(3) . . . . ?
C2 N4 C3 C17 -171.6(2) . . . . ?
C2 N4 C23 C24 -121.4(3) . . . . ?
C2 N4 C23 C28 56.5(3) . . . . ?
C2 C1 C4 C5 -55.4(3) . . . . ?
C2 C1 C4 C9 128.0(2) . . . . ?
C3 N3 C1 N2 107.7(2) . . . . ?
C3 N3 C1 C2 -10.5(2) . . . . ?
C3 N3 C1 C4 -131.5(2) . . . . ?
C3 N4 C2 C1 -9.9(2) . . . . ?
C3 N4 C23 C24 31.0(3) . . . . ?
C3 N4 C23 C28 -151.0(2) . . . . ?
C3 C17 C18 C19 174.9(2) . . . . ?
C3 C17 C22 C21 -175.4(2) . . . . ?
C4 C1 C2 N4 130.74(19) . . . . ?
C4 C5 C6 C7 1.0(4) . . . . ?
C5 C4 C9 N1 179.9(2) . . . . ?
C5 C4 C9 C8 0.5(4) . . . . ?
C5 C6 C7 C8 -0.1(5) . . . . ?
C6 C7 C8 C9 -0.6(4) . . . . ?
C7 C8 C9 N1 -179.0(3) . . . . ?
C7 C8 C9 C4 0.3(4) . . . . ?
C9 N1 C10 O1 178.5(2) . . . . ?
C9 N1 C10 N2 -2.1(4) . . . . ?
C9 C4 C5 C6 -1.2(4) . . . . ?
C10 N1 C9 C4 3.0(4) . . . . ?
C10 N1 C9 C8 -177.7(2) . . . . ?
C10 N2 C1 N3 117.6(2) . . . . ?
C10 N2 C1 C2 -128.5(2) . . . . ?
C10 N2 C1 C4 -2.4(3) . . . . ?
C10 N2 C11 C12 87.7(3) . . . . ?
C10 N2 C11 C16 -92.8(3) . . . . ?
C11 N2 C1 N3 -56.5(3) . . . . ?
C11 N2 C1 C2 57.4(3) . . . . ?
C11 N2 C1 C4 -176.5(2) . . . . ?
C11 N2 C10 O1 -4.5(3) . . . . ?
C11 N2 C10 N1 176.0(2) . . . . ?
C11 C12 C13 C14 1.1(5) . . . . ?
C12 C11 C16 C15 2.5(4) . . . . ?
C12 C13 C14 Br1 -177.5(2) . . . . ?
C12 C13 C14 C15 1.1(5) . . . . ?
C13 C14 C15 C16 -1.4(4) . . . . ?
C14 C15 C16 C11 -0.3(4) . . . . ?
C16 C11 C12 C13 -2.8(4) . . . . ?
C17 C18 C19 C20 0.7(4) . . . . ?
C18 C17 C22 C21 1.4(4) . . . . ?
C18 C19 C20 C21 0.9(5) . . . . ?
C19 C20 C21 C22 -1.3(5) . . . . ?
C20 C21 C22 C17 0.2(4) . . . . ?
C22 C17 C18 C19 -1.8(4) . . . . ?
C23 N4 C2 C1 147.2(2) . . . . ?
C23 N4 C3 N3 -151.7(2) . . . . ?
C23 N4 C3 C17 32.8(3) . . . . ?
C23 C24 C25 C26 -1.0(5) . . . . ?
C24 C23 C28 C27 1.1(4) . . . . ?
C24 C25 C26 C27 0.5(5) . . . . ?
C25 C26 C27 C28 0.8(5) . . . . ?
C26 C27 C28 C23 -1.6(4) . . . . ?
C28 C23 C24 C25 0.2(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
