# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_a
_database_code_depnum_ccdc_archive 'CCDC 1908698'
loop_
_audit_author_name
_audit_author_address
'Haider Abdulhadi'
;muthanna
Iraq
;
_audit_update_record             
;
2019-04-08 deposited with the CCDC.	2025-12-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H33 B Br2 N2 O2'
_chemical_formula_weight         624.21

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'
B B 0.0013 0.0007 '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'
Br Br -0.2901 2.4595 '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                   21.286(10)
_cell_length_b                   8.765(4)
_cell_length_c                   16.108(7)
_cell_angle_alpha                90
_cell_angle_beta                 105.98(2)
_cell_angle_gamma                90
_cell_volume                     2889(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    5093
_cell_measurement_theta_min      5.063
_cell_measurement_theta_max      49.608

_exptl_crystal_description       platelet
_exptl_crystal_colour            Red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_F_000             1272
_exptl_transmission_factor_min   0.6
_exptl_transmission_factor_max   0.7
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    2.835
_shelx_estimated_absorpt_T_min   0.601
_shelx_estimated_absorpt_T_max   0.709
_exptl_absorpt_correction_type   'multi-scan semiempirical'
_exptl_absorpt_correction_T_min  0.6
_exptl_absorpt_correction_T_max  0.7
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19454
_diffrn_reflns_av_unetI/netI     0.0530
_diffrn_reflns_av_R_equivalents  0.0616
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.528
_diffrn_reflns_theta_max         28.331
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             3593
_reflns_number_gt                1942
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0801P)²+2.1041P] 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         3593
_refine_ls_number_parameters     171
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1180
_refine_ls_R_factor_gt           0.0548
_refine_ls_wR_factor_ref         0.1700
_refine_ls_wR_factor_gt          0.1387
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.000
_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 0.20093(2) 0.22259(8) 0.35653(4) 0.1299(4) Uani 1 1 d . . . . .
O1 O 0.45144(9) 0.10917(18) 0.26480(12) 0.0439(5) Uani 1 1 d . . . . .
N1 N 0.52647(11) 0.3209(2) 0.32812(13) 0.0374(5) Uani 1 1 d . . . . .
B1 B 0.5000 0.2144(4) 0.2500 0.0372(9) Uani 1 2 d S T P . .
C1 C 0.28140(17) 0.1932(5) 0.3300(2) 0.0665(9) Uani 1 1 d . . . . .
C2 C 0.30572(16) 0.3054(4) 0.2882(2) 0.0640(9) Uani 1 1 d . . . . .
H2A H 0.2833 0.3971 0.2746 0.077 Uiso 1 1 calc R U . . .
C3 C 0.36293(16) 0.2829(3) 0.2665(2) 0.0535(8) Uani 1 1 d . . . . .
H3A H 0.3791 0.3597 0.2382 0.064 Uiso 1 1 calc R U . . .
C4 C 0.39669(13) 0.1470(3) 0.28622(15) 0.0399(6) Uani 1 1 d . . . . .
C5 C 0.37120(17) 0.0360(4) 0.3293(2) 0.0643(9) Uani 1 1 d . . . . .
H5A H 0.3932 -0.0561 0.3434 0.077 Uiso 1 1 calc R U . . .
C6 C 0.31422(18) 0.0595(5) 0.3516(2) 0.0781(11) Uani 1 1 d . . . . .
H6A H 0.2982 -0.0154 0.3811 0.094 Uiso 1 1 calc R U . . .
C7 C 0.52514(12) 0.4807(2) 0.32777(16) 0.0362(6) Uani 1 1 d . . . . .
C8 C 0.55596(13) 0.5298(3) 0.41382(18) 0.0424(6) Uani 1 1 d . . . . .
C9 C 0.57611(15) 0.4002(3) 0.46297(17) 0.0474(7) Uani 1 1 d . . . . .
C10 C 0.55682(15) 0.2736(3) 0.40853(18) 0.0454(7) Uani 1 1 d . . . . .
C11 C 0.5000 0.5595(4) 0.2500 0.0364(8) Uani 1 2 d S T P . .
C12 C 0.5000 0.7315(4) 0.2500 0.0626(13) Uani 1 2 d S T P . .
H12A H 0.5194 0.7680 0.2066 0.094 Uiso 0.5 1 calc R U P . .
H12B H 0.5247 0.7680 0.3056 0.094 Uiso 0.5 1 calc R U P . .
H12C H 0.4559 0.7680 0.2379 0.094 Uiso 0.5 1 calc R U P . .
C13 C 0.56533(17) 0.6881(3) 0.4501(2) 0.0588(8) Uani 1 1 d . . . . .
H13A H 0.5852 0.6832 0.5113 0.088 Uiso 1 1 calc R U . . .
H13B H 0.5237 0.7381 0.4391 0.088 Uiso 1 1 calc R U . . .
H13C H 0.5931 0.7445 0.4233 0.088 Uiso 1 1 calc R U . . .
C14 C 0.61491(19) 0.3909(4) 0.5554(2) 0.0677(9) Uani 1 1 d . . . . .
H14A H 0.6012 0.3018 0.5816 0.081 Uiso 1 1 calc R U . . .
H14B H 0.6061 0.4804 0.5858 0.081 Uiso 1 1 calc R U . . .
C15 C 0.6877(2) 0.3809(6) 0.5654(3) 0.0979(14) Uani 1 1 d . . . . .
H15A H 0.7107 0.3751 0.6256 0.147 Uiso 1 1 calc R U . . .
H15B H 0.6968 0.2913 0.5364 0.147 Uiso 1 1 calc R U . . .
H15C H 0.7017 0.4698 0.5405 0.147 Uiso 1 1 calc R U . . .
C16 C 0.5679(2) 0.1086(3) 0.4319(2) 0.0671(10) Uani 1 1 d . . . . .
H16A H 0.5902 0.0996 0.4922 0.101 Uiso 1 1 calc R U . . .
H16B H 0.5265 0.0570 0.4202 0.101 Uiso 1 1 calc R U . . .
H16C H 0.5939 0.0632 0.3984 0.101 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 1.893(4) . ?
O1 C4 1.345(3) . ?
O1 B1 1.453(3) . ?
N1 C10 1.344(4) . ?
N1 C7 1.401(3) . ?
N1 B1 1.543(3) . ?
B1 O1 1.453(3) 2_655 ?
B1 N1 1.543(3) 2_655 ?
C1 C6 1.359(6) . ?
C1 C2 1.371(5) . ?
C2 C3 1.371(4) . ?
C2 H2A 0.9300 . ?
C3 C4 1.383(4) . ?
C3 H3A 0.9300 . ?
C4 C5 1.389(4) . ?
C5 C6 1.372(5) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
C7 C11 1.401(3) . ?
C7 C8 1.427(4) . ?
C8 C9 1.384(4) . ?
C8 C13 1.497(4) . ?
C9 C10 1.404(4) . ?
C9 C14 1.492(4) . ?
C10 C16 1.497(4) . ?
C11 C7 1.401(3) 2_655 ?
C11 C12 1.508(5) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.516(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

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
C4 O1 B1 126.26(19) . . ?
C10 N1 C7 108.4(2) . . ?
C10 N1 B1 124.8(2) . . ?
C7 N1 B1 126.8(2) . . ?
O1 B1 O1 101.2(3) . 2_655 ?
O1 B1 N1 111.50(11) . . ?
O1 B1 N1 113.64(11) 2_655 . ?
O1 B1 N1 113.64(11) . 2_655 ?
O1 B1 N1 111.50(11) 2_655 2_655 ?
N1 B1 N1 105.6(3) . 2_655 ?
C6 C1 C2 120.4(3) . . ?
C6 C1 Br1 119.5(3) . . ?
C2 C1 Br1 120.0(3) . . ?
C3 C2 C1 120.3(3) . . ?
C3 C2 H2A 119.8 . . ?
C1 C2 H2A 119.8 . . ?
C2 C3 C4 120.4(3) . . ?
C2 C3 H3A 119.8 . . ?
C4 C3 H3A 119.8 . . ?
O1 C4 C3 125.8(2) . . ?
O1 C4 C5 116.2(3) . . ?
C3 C4 C5 118.0(3) . . ?
C6 C5 C4 121.4(3) . . ?
C6 C5 H5A 119.3 . . ?
C4 C5 H5A 119.3 . . ?
C1 C6 C5 119.5(3) . . ?
C1 C6 H6A 120.3 . . ?
C5 C6 H6A 120.3 . . ?
N1 C7 C11 119.9(2) . . ?
N1 C7 C8 107.1(2) . . ?
C11 C7 C8 132.9(2) . . ?
C9 C8 C7 107.2(2) . . ?
C9 C8 C13 123.4(3) . . ?
C7 C8 C13 129.4(3) . . ?
C8 C9 C10 107.5(2) . . ?
C8 C9 C14 127.9(3) . . ?
C10 C9 C14 124.5(3) . . ?
N1 C10 C9 109.8(2) . . ?
N1 C10 C16 122.7(2) . . ?
C9 C10 C16 127.4(3) . . ?
C7 C11 C7 121.0(3) . 2_655 ?
C7 C11 C12 119.51(15) . . ?
C7 C11 C12 119.51(15) 2_655 . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C9 C14 C15 112.2(3) . . ?
C9 C14 H14A 109.2 . . ?
C15 C14 H14A 109.2 . . ?
C9 C14 H14B 109.2 . . ?
C15 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C10 C16 H16A 109.5 . . ?
C10 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C10 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

_refine_diff_density_max         0.336
_refine_diff_density_min         -0.634
_refine_diff_density_rms         0.059


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Ethyl acetate - Hexane'
_exptl_crystal_preparation       Luminescent
