# Supplementary Information (SI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_CD87_a
_database_code_depnum_ccdc_archive 'CCDC 2523899'
loop_
_audit_author_name
_audit_author_address
'andre-jean attias'
;sorbonne university
France
;
_audit_update_record             
;
2026-03-10 deposited with the CCDC.	2026-04-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H17 Br N2 O2'
_chemical_formula_sum            'C22 H17 Br N2 O2'
_chemical_formula_weight         421.28

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'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   29.95(2)
_cell_length_b                   4.094(3)
_cell_length_c                   31.31(2)
_cell_angle_alpha                90
_cell_angle_beta                 110.37(2)
_cell_angle_gamma                90
_cell_volume                     3600(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    3593
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      27.68

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.555
_exptl_crystal_F_000             1712
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.185
_exptl_crystal_size_mid          0.071
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    2.304
_shelx_estimated_absorpt_T_min   0.675
_shelx_estimated_absorpt_T_max   0.893
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6584
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19462
_diffrn_reflns_av_unetI/netI     0.0889
_diffrn_reflns_av_R_equivalents  0.0889
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_theta_min         2.331
_diffrn_reflns_theta_max         28.425
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4530
_reflns_number_gt                2302
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0327P)²+3.3782P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4530
_refine_ls_number_parameters     245
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1321
_refine_ls_R_factor_gt           0.0498
_refine_ls_wR_factor_ref         0.1178
_refine_ls_wR_factor_gt          0.0896
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_restrained_S_all      0.993
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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 0.44956(2) 0.98186(11) 0.66954(2) 0.06619(19) Uani 1 1 d . . . . .
O1 O 0.17699(9) 0.6006(6) 0.42265(9) 0.0549(7) Uani 1 1 d . . . . .
O2 O 0.42458(8) 0.5146(5) 0.30082(8) 0.0436(6) Uani 1 1 d . . . . .
N1 N 0.51542(11) 0.9452(7) 0.57530(11) 0.0475(8) Uani 1 1 d . . . . .
N2 N 0.32484(9) 0.4146(6) 0.39164(9) 0.0296(6) Uani 1 1 d . . . . .
C1 C 0.46222(13) 0.8901(8) 0.61591(11) 0.0383(9) Uani 1 1 d . . . . .
C2 C 0.50443(13) 0.9973(8) 0.61228(12) 0.0418(9) Uani 1 1 d . . . . .
H2 H 0.526146 1.111162 0.636843 0.050 Uiso 1 1 calc R U . . .
C3 C 0.48356(13) 0.7873(8) 0.54139(12) 0.0403(9) Uani 1 1 d . . . . .
H3 H 0.491091 0.749167 0.515072 0.048 Uiso 1 1 calc R U . . .
C4 C 0.44009(12) 0.6738(8) 0.54145(11) 0.0308(8) Uani 1 1 d . . . . .
C5 C 0.42933(12) 0.7274(8) 0.58040(11) 0.0349(8) Uani 1 1 d . . . . .
H5 H 0.400394 0.654762 0.582512 0.042 Uiso 1 1 calc R U . . .
C6 C 0.40772(12) 0.5104(7) 0.50219(11) 0.0338(8) Uani 1 1 d . . . . .
C7 C 0.38297(11) 0.3774(8) 0.46874(11) 0.0315(8) Uani 1 1 d . . . . .
C8 C 0.35318(11) 0.2019(7) 0.42793(10) 0.0312(8) Uani 1 1 d . . . . .
H8A H 0.373739 0.067737 0.416558 0.037 Uiso 1 1 calc R U . . .
H8AB H 0.331845 0.054494 0.436378 0.037 Uiso 1 1 calc R U . . .
C9 C 0.27952(12) 0.5268(7) 0.38557(10) 0.0289(7) Uani 1 1 d . . . . .
C10 C 0.25295(12) 0.4866(7) 0.41362(11) 0.0338(8) Uani 1 1 d . . . . .
H10 H 0.265074 0.373239 0.441392 0.041 Uiso 1 1 calc R U . . .
C11 C 0.20784(13) 0.6207(8) 0.39888(12) 0.0393(9) Uani 1 1 d . . . . .
C12 C 0.18999(13) 0.7914(9) 0.35777(12) 0.0450(10) Uani 1 1 d . . . . .
H12 H 0.159001 0.878046 0.348462 0.054 Uiso 1 1 calc R U . . .
C13 C 0.21708(12) 0.8340(8) 0.33095(12) 0.0391(9) Uani 1 1 d . . . . .
H13 H 0.204867 0.950901 0.303484 0.047 Uiso 1 1 calc R U . . .
C14 C 0.26275(12) 0.7037(7) 0.34442(11) 0.0304(8) Uani 1 1 d . . . . .
C15 C 0.29983(11) 0.7002(7) 0.32518(11) 0.0298(8) Uani 1 1 d . . . . .
C16 C 0.30508(13) 0.8288(8) 0.28627(11) 0.0355(8) Uani 1 1 d . . . . .
H16 H 0.280519 0.954027 0.265922 0.043 Uiso 1 1 calc R U . . .
C17 C 0.34618(12) 0.7729(8) 0.27754(11) 0.0354(8) Uani 1 1 d . . . . .
H17 H 0.349740 0.860031 0.251134 0.043 Uiso 1 1 calc R U . . .
C18 C 0.38280(13) 0.5874(8) 0.30762(12) 0.0348(8) Uani 1 1 d . . . . .
C19 C 0.37946(12) 0.4647(7) 0.34745(11) 0.0332(8) Uani 1 1 d . . . . .
H19 H 0.404778 0.348504 0.368334 0.040 Uiso 1 1 calc R U . . .
C20 C 0.33778(11) 0.5185(7) 0.35545(10) 0.0274(7) Uani 1 1 d . . . . .
C21 C 0.19056(15) 0.4169(10) 0.46297(14) 0.0589(12) Uani 1 1 d . . . . .
H21A H 0.165467 0.424860 0.475883 0.088 Uiso 1 1 calc R U . . .
H21B H 0.195973 0.192007 0.456311 0.088 Uiso 1 1 calc R U . . .
H21C H 0.219617 0.506683 0.484591 0.088 Uiso 1 1 calc R U . . .
C22 C 0.42997(15) 0.6293(10) 0.26032(13) 0.0585(11) Uani 1 1 d . . . . .
H22A H 0.404578 0.542224 0.234212 0.088 Uiso 1 1 calc R U . . .
H22B H 0.460479 0.558386 0.259297 0.088 Uiso 1 1 calc R U . . .
H22C H 0.428539 0.866005 0.259653 0.088 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 C1 1.884(4) . ?
O1 C11 1.376(4) . ?
O1 C21 1.403(4) . ?
O2 C18 1.373(4) . ?
O2 C22 1.413(4) . ?
N1 C3 1.323(4) . ?
N1 C2 1.326(4) . ?
N2 C9 1.382(4) . ?
N2 C20 1.386(4) . ?
N2 C8 1.449(4) . ?
C1 C5 1.374(5) . ?
C1 C2 1.380(5) . ?
C2 H2 0.9400 . ?
C3 C4 1.383(5) . ?
C3 H3 0.9400 . ?
C4 C5 1.383(4) . ?
C4 C6 1.438(5) . ?
C5 H5 0.9400 . ?
C6 C7 1.184(4) . ?
C7 C8 1.467(4) . ?
C8 H8A 0.9800 . ?
C8 H8AB 0.9800 . ?
C9 C10 1.385(4) . ?
C9 C14 1.410(4) . ?
C10 C11 1.381(5) . ?
C10 H10 0.9400 . ?
C11 C12 1.397(5) . ?
C12 C13 1.367(5) . ?
C12 H12 0.9400 . ?
C13 C14 1.390(4) . ?
C13 H13 0.9400 . ?
C14 C15 1.436(4) . ?
C15 C16 1.386(4) . ?
C15 C20 1.412(4) . ?
C16 C17 1.370(5) . ?
C16 H16 0.9400 . ?
C17 C18 1.396(5) . ?
C17 H17 0.9400 . ?
C18 C19 1.380(5) . ?
C19 C20 1.374(4) . ?
C19 H19 0.9400 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 H21C 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 H22C 0.9700 . ?

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 C21 118.7(3) . . ?
C18 O2 C22 117.5(3) . . ?
C3 N1 C2 116.8(3) . . ?
C9 N2 C20 109.1(3) . . ?
C9 N2 C8 125.9(3) . . ?
C20 N2 C8 124.8(3) . . ?
C5 C1 C2 120.5(3) . . ?
C5 C1 Br1 120.5(3) . . ?
C2 C1 Br1 119.0(3) . . ?
N1 C2 C1 122.2(3) . . ?
N1 C2 H2 118.9 . . ?
C1 C2 H2 118.9 . . ?
N1 C3 C4 125.4(3) . . ?
N1 C3 H3 117.3 . . ?
C4 C3 H3 117.3 . . ?
C5 C4 C3 117.1(3) . . ?
C5 C4 C6 122.2(3) . . ?
C3 C4 C6 120.7(3) . . ?
C1 C5 C4 118.0(3) . . ?
C1 C5 H5 121.0 . . ?
C4 C5 H5 121.0 . . ?
C7 C6 C4 176.3(4) . . ?
C6 C7 C8 178.0(4) . . ?
N2 C8 C7 113.7(3) . . ?
N2 C8 H8A 108.8 . . ?
C7 C8 H8A 108.8 . . ?
N2 C8 H8AB 108.8 . . ?
C7 C8 H8AB 108.8 . . ?
H8A C8 H8AB 107.7 . . ?
N2 C9 C10 128.8(3) . . ?
N2 C9 C14 108.5(3) . . ?
C10 C9 C14 122.7(3) . . ?
C11 C10 C9 116.9(3) . . ?
C11 C10 H10 121.6 . . ?
C9 C10 H10 121.6 . . ?
O1 C11 C10 124.0(3) . . ?
O1 C11 C12 114.5(3) . . ?
C10 C11 C12 121.5(3) . . ?
C13 C12 C11 120.7(3) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C12 C13 C14 119.8(3) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C13 C14 C9 118.3(3) . . ?
C13 C14 C15 134.4(3) . . ?
C9 C14 C15 107.3(3) . . ?
C16 C15 C20 118.6(3) . . ?
C16 C15 C14 134.9(3) . . ?
C20 C15 C14 106.4(3) . . ?
C17 C16 C15 119.8(3) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C16 C17 C18 120.4(3) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
O2 C18 C19 114.7(3) . . ?
O2 C18 C17 123.9(3) . . ?
C19 C18 C17 121.4(3) . . ?
C20 C19 C18 117.5(3) . . ?
C20 C19 H19 121.2 . . ?
C18 C19 H19 121.2 . . ?
C19 C20 N2 129.1(3) . . ?
C19 C20 C15 122.2(3) . . ?
N2 C20 C15 108.7(3) . . ?
O1 C21 H21A 109.5 . . ?
O1 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O1 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O2 C22 H22A 109.5 . . ?
O2 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O2 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

_refine_diff_density_max         0.315
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.072



