# Electronic Supplementary Material (ESI) for Materials Advances.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2081813'
loop_
_audit_author_name
_audit_author_address
'Houcine Naili'
;University of Sfax
Tunisia
;
_audit_update_record             
;
2023-12-04 deposited with the CCDC.	2023-12-13 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         ?
_chemical_formula_sum            'C24 H26 Br2 Cd N2'
_chemical_formula_weight         614.69

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'
Cd Cd -0.8075 1.2024 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'I 2'
_space_group_name_Hall           'I 2y'

_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'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'

_cell_length_a                   8.0454(14)
_cell_length_b                   5.1075(6)
_cell_length_c                   29.000(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.722(15)
_cell_angle_gamma                90
_cell_volume                     1191.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    11127
_cell_measurement_theta_min      2.6
_cell_measurement_theta_max      31.2

_exptl_crystal_description       rod
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.713
_exptl_crystal_F_000             604
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    4.282
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  STOEIPDS2
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6593
_diffrn_reflns_av_unetI/netI     0.0718
_diffrn_reflns_av_R_equivalents  0.0754
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_theta_min         2.619
_diffrn_reflns_theta_max         30.942
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.926
_diffrn_reflns_point_group_measured_fraction_full 0.963
_reflns_number_total             3516
_reflns_number_gt                2615
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.703
_reflns_Friedel_fraction_max     0.850
_reflns_Friedel_fraction_full    0.917

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0963P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.00(2)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         3516
_refine_ls_number_parameters     135
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0777
_refine_ls_R_factor_gt           0.0578
_refine_ls_wR_factor_ref         0.1623
_refine_ls_wR_factor_gt          0.1406
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_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
Cd1 Cd 0.500000 0.27222(15) 0.500000 0.0499(3) Uani 1 2 d S T P . .
Br1 Br 0.69198(13) -0.0137(2) 0.45090(4) 0.0637(4) Uani 1 1 d . . . . .
N1 N 0.6364(10) 0.5443(17) 0.5486(2) 0.0485(16) Uani 1 1 d . . . . .
H2A H 0.691(5) 0.647(10) 0.5326(16) 0.058 Uiso 1 1 calc R U . . .
H2B H 0.565(7) 0.633(9) 0.5620(13) 0.058 Uiso 1 1 calc R U . . .
C8 C 0.6272(12) 0.6724(19) 0.6541(3) 0.0456(18) Uani 1 1 d . . . . .
C9 C 0.4761(12) 0.532(2) 0.6495(3) 0.053(2) Uani 1 1 d . . . . .
H9 H 0.466211 0.402886 0.627136 0.064 Uiso 1 1 calc R U . . .
C2 C 0.7522(11) 0.4342(19) 0.5850(3) 0.0468(19) Uani 1 1 d . . . . .
H2 H 0.702998 0.272712 0.596957 0.056 Uiso 1 1 calc R U . . .
C7 C 0.6374(14) 0.873(2) 0.6891(3) 0.054(2) Uani 1 1 d . . . . .
C10 C 0.3436(15) 0.585(3) 0.6776(4) 0.066(3) Uani 1 1 d . . . . .
H10 H 0.246108 0.488317 0.674409 0.079 Uiso 1 1 calc R U . . .
C4 C 0.9123(12) 0.770(3) 0.6330(3) 0.062(2) Uani 1 1 d . . . . .
H4 H 1.004762 0.739274 0.614877 0.074 Uiso 1 1 calc R U . . .
C1 C 0.9145(14) 0.365(3) 0.5620(4) 0.075(4) Uani 1 1 d . . . . .
H1A H 0.893294 0.244147 0.537253 0.112 Uiso 1 1 calc R U . . .
H1B H 0.988318 0.285380 0.584217 0.112 Uiso 1 1 calc R U . . .
H1C H 0.964657 0.520719 0.550059 0.112 Uiso 1 1 calc R U . . .
C5 C 0.9208(16) 0.959(3) 0.6689(4) 0.072(3) Uani 1 1 d . . . . .
H5 H 1.019837 1.049093 0.674093 0.087 Uiso 1 1 calc R U . . .
C6 C 0.7874(17) 1.013(3) 0.6957(4) 0.071(3) Uani 1 1 d . . . . .
H6 H 0.794952 1.141775 0.718304 0.086 Uiso 1 1 calc R U . . .
C12 C 0.4968(18) 0.922(3) 0.7167(3) 0.071(3) Uani 1 1 d . . . . .
H12 H 0.502307 1.052367 0.739033 0.085 Uiso 1 1 calc R U . . .
C3 C 0.7686(11) 0.6305(18) 0.6250(3) 0.0451(18) Uani 1 1 d . . . . .
C11 C 0.3544(15) 0.783(3) 0.7112(4) 0.070(3) Uani 1 1 d . . . . .
H11 H 0.263552 0.819502 0.729636 0.084 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
Cd1 N1 2.254(8) . ?
Cd1 N1 2.254(8) 2_656 ?
Cd1 Br1 2.5692(11) . ?
Cd1 Br1 2.5692(11) 2_656 ?
N1 C2 1.509(11) . ?
N1 H2A 0.83(8) . ?
N1 H2B 0.83(8) . ?
C8 C9 1.415(15) . ?
C8 C3 1.442(12) . ?
C8 C7 1.445(14) . ?
C9 C10 1.376(14) . ?
C9 H9 0.9300 . ?
C2 C1 1.515(13) . ?
C2 C3 1.538(13) . ?
C2 H2 0.9800 . ?
C7 C6 1.413(17) . ?
C7 C12 1.415(16) . ?
C10 C11 1.41(2) . ?
C10 H10 0.9300 . ?
C4 C3 1.374(15) . ?
C4 C5 1.422(18) . ?
C4 H4 0.9300 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C5 C6 1.361(19) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C12 C11 1.35(2) . ?
C12 H12 0.9300 . ?
C11 H11 0.9300 . ?

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
N1 Cd1 N1 103.9(4) . 2_656 ?
N1 Cd1 Br1 113.92(19) . . ?
N1 Cd1 Br1 107.2(2) 2_656 . ?
N1 Cd1 Br1 107.2(2) . 2_656 ?
N1 Cd1 Br1 113.92(19) 2_656 2_656 ?
Br1 Cd1 Br1 110.73(6) . 2_656 ?
C2 N1 Cd1 119.9(6) . . ?
C2 N1 H2A 107.3 . . ?
Cd1 N1 H2A 107.3 . . ?
C2 N1 H2B 107.3 . . ?
Cd1 N1 H2B 107.3 . . ?
H2A N1 H2B 106.9 . . ?
C9 C8 C3 123.6(8) . . ?
C9 C8 C7 117.8(9) . . ?
C3 C8 C7 118.6(9) . . ?
C10 C9 C8 121.1(11) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
N1 C2 C1 107.9(8) . . ?
N1 C2 C3 109.4(7) . . ?
C1 C2 C3 114.7(9) . . ?
N1 C2 H2 108.2 . . ?
C1 C2 H2 108.2 . . ?
C3 C2 H2 108.2 . . ?
C6 C7 C12 121.5(11) . . ?
C6 C7 C8 119.6(10) . . ?
C12 C7 C8 118.9(11) . . ?
C9 C10 C11 120.5(12) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C3 C4 C5 120.6(10) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C6 C5 C4 121.6(11) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C5 C6 C7 120.0(11) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
C11 C12 C7 121.5(11) . . ?
C11 C12 H12 119.3 . . ?
C7 C12 H12 119.3 . . ?
C4 C3 C8 119.5(9) . . ?
C4 C3 C2 121.9(9) . . ?
C8 C3 C2 118.5(8) . . ?
C12 C11 C10 120.2(10) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?

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
C3 C8 C9 C10 -178.5(9) . . . . ?
C7 C8 C9 C10 -0.3(14) . . . . ?
Cd1 N1 C2 C1 79.0(10) . . . . ?
Cd1 N1 C2 C3 -155.6(6) . . . . ?
C9 C8 C7 C6 178.4(10) . . . . ?
C3 C8 C7 C6 -3.3(14) . . . . ?
C9 C8 C7 C12 -0.6(14) . . . . ?
C3 C8 C7 C12 177.6(9) . . . . ?
C8 C9 C10 C11 1.2(17) . . . . ?
C3 C4 C5 C6 -1.2(19) . . . . ?
C4 C5 C6 C7 2(2) . . . . ?
C12 C7 C6 C5 179.4(12) . . . . ?
C8 C7 C6 C5 0.4(17) . . . . ?
C6 C7 C12 C11 -178.3(12) . . . . ?
C8 C7 C12 C11 0.7(16) . . . . ?
C5 C4 C3 C8 -1.8(16) . . . . ?
C5 C4 C3 C2 176.8(10) . . . . ?
C9 C8 C3 C4 -177.8(10) . . . . ?
C7 C8 C3 C4 4.0(13) . . . . ?
C9 C8 C3 C2 3.5(13) . . . . ?
C7 C8 C3 C2 -174.6(8) . . . . ?
N1 C2 C3 C4 -109.0(11) . . . . ?
C1 C2 C3 C4 12.3(14) . . . . ?
N1 C2 C3 C8 69.6(10) . . . . ?
C1 C2 C3 C8 -169.1(9) . . . . ?
C7 C12 C11 C10 0.2(18) . . . . ?
C9 C10 C11 C12 -1.1(19) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H2A Br1 0.83 2.94 3.654(8) 146.0 1_565 yes
N1 H2B Br1 0.83 2.77 3.475(8) 144.2 2_666 yes
N1 H2A Br1 0.83 2.94 3.654(8) 146.0 1_565 yes
N1 H2B Br1 0.83 2.77 3.475(8) 144.2 2_666 yes
N1 H2A Br1 0.83 2.94 3.654(8) 146.0 1_565 yes
N1 H2B Br1 0.83 2.77 3.475(8) 144.2 2_666 yes

_refine_diff_density_max         1.207
_refine_diff_density_min         -1.458
_refine_diff_density_rms         0.156



