# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2023

####################################################################### 
# 
# 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 2116091'
loop_
_audit_author_name
_audit_author_address
'Thierry Roisnel'
;University of Sfax
Tunisia
;
_audit_update_record             
;
2021-10-16 deposited with the CCDC.	2023-11-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H30 Br6 N2 Pd'
_chemical_formula_sum            'C12 H30 Br6 N2 Pd'
_chemical_formula_weight         788.18

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'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

_cell_length_a                   9.0670(12)
_cell_length_b                   14.456(2)
_cell_length_c                   17.232(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2258.6(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3981
_cell_measurement_theta_min      2.3639
_cell_measurement_theta_max      27.1897

_exptl_crystal_description       prism
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.318
_exptl_crystal_F_000             1488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    11.433
_shelx_estimated_absorpt_T_min   0.121
_shelx_estimated_absorpt_T_max   0.208
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.055
_exptl_absorpt_correction_T_max  0.102
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'APEXII Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14501
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_av_R_equivalents  0.0605
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.818
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2595
_reflns_number_gt                2097
_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-2016/6 (Sheldrick, 2016)'
_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)+(0.0240P)²+0.1999P] 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         2595
_refine_ls_number_parameters     100
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0459
_refine_ls_R_factor_gt           0.0293
_refine_ls_wR_factor_ref         0.0628
_refine_ls_wR_factor_gt          0.0573
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.001
_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
Br3 Br 0.57682(5) -0.14514(3) 0.18757(3) 0.02698(12) Uani 1 1 d . . . . .
N1 N 0.4876(3) 0.1586(2) 0.10363(18) 0.0139(7) Uani 1 1 d . . . . .
C1 C 0.7064(5) -0.0382(3) 0.2042(2) 0.0273(10) Uani 1 1 d . . . . .
H1A H 0.751414 -0.042492 0.256439 0.033 Uiso 1 1 calc R U . . .
H1B H 0.786989 -0.039324 0.165454 0.033 Uiso 1 1 calc R U . . .
C2 C 0.6233(5) 0.0518(3) 0.1974(2) 0.0223(9) Uani 1 1 d . . . . .
H2A H 0.690783 0.103764 0.209291 0.027 Uiso 1 1 calc R U . . .
H2B H 0.542457 0.052768 0.236011 0.027 Uiso 1 1 calc R U . . .
C3 C 0.5594(4) 0.0649(2) 0.1168(2) 0.0131(8) Uani 1 1 d . . . . .
H3A H 0.485097 0.016007 0.107470 0.016 Uiso 1 1 calc R U . . .
H3B H 0.639302 0.056644 0.078273 0.016 Uiso 1 1 calc R U . . .
C4 C 0.5968(4) 0.2353(3) 0.1126(3) 0.0253(10) Uani 1 1 d . . . . .
H4A H 0.681542 0.223940 0.078561 0.038 Uiso 1 1 calc R U . . .
H4B H 0.630205 0.238111 0.166617 0.038 Uiso 1 1 calc R U . . .
H4C H 0.550376 0.294134 0.098413 0.038 Uiso 1 1 calc R U . . .
C5 C 0.4291(5) 0.1594(3) 0.0228(2) 0.0251(10) Uani 1 1 d . . . . .
H5A H 0.379875 0.218611 0.012754 0.038 Uiso 1 1 calc R U . . .
H5B H 0.358231 0.108825 0.016308 0.038 Uiso 1 1 calc R U . . .
H5C H 0.510658 0.151426 -0.013942 0.038 Uiso 1 1 calc R U . . .
C6 C 0.3619(4) 0.1738(3) 0.1577(2) 0.0222(9) Uani 1 1 d . . . . .
H6A H 0.398218 0.174365 0.211297 0.033 Uiso 1 1 calc R U . . .
H6B H 0.289869 0.123743 0.151538 0.033 Uiso 1 1 calc R U . . .
H6C H 0.314740 0.233143 0.145997 0.033 Uiso 1 1 calc R U . . .
Pd1 Pd 1.000000 0.000000 0.000000 0.01153(10) Uani 1 2 d S . P . .
Br1 Br 0.97863(4) 0.12101(3) 0.09772(2) 0.01960(11) Uani 1 1 d . . . . .
Br2 Br 0.80189(4) 0.07234(3) -0.07433(2) 0.01769(10) Uani 1 1 d . . . . .


_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
Br3 C1 1.963(4) . ?
N1 C6 1.489(5) . ?
N1 C5 1.491(5) . ?
N1 C4 1.494(5) . ?
N1 C3 1.520(4) . ?
C1 C2 1.508(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.517(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
Pd1 Br1 2.4358(4) 5_755 ?
Pd1 Br1 2.4358(4) . ?
Pd1 Br2 2.4415(4) 5_755 ?
Pd1 Br2 2.4415(4) . ?

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
C6 N1 C5 108.1(3) . . ?
C6 N1 C4 109.5(3) . . ?
C5 N1 C4 109.0(3) . . ?
C6 N1 C3 111.4(3) . . ?
C5 N1 C3 107.4(3) . . ?
C4 N1 C3 111.2(3) . . ?
C2 C1 Br3 111.7(3) . . ?
C2 C1 H1A 109.3 . . ?
Br3 C1 H1A 109.3 . . ?
C2 C1 H1B 109.3 . . ?
Br3 C1 H1B 109.3 . . ?
H1A C1 H1B 107.9 . . ?
C1 C2 C3 111.7(3) . . ?
C1 C2 H2A 109.3 . . ?
C3 C2 H2A 109.3 . . ?
C1 C2 H2B 109.3 . . ?
C3 C2 H2B 109.3 . . ?
H2A C2 H2B 107.9 . . ?
C2 C3 N1 114.3(3) . . ?
C2 C3 H3A 108.7 . . ?
N1 C3 H3A 108.7 . . ?
C2 C3 H3B 108.7 . . ?
N1 C3 H3B 108.7 . . ?
H3A C3 H3B 107.6 . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C6 H6A 109.5 . . ?
N1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
Br1 Pd1 Br1 180.0 5_755 . ?
Br1 Pd1 Br2 89.806(15) 5_755 5_755 ?
Br1 Pd1 Br2 90.194(15) . 5_755 ?
Br1 Pd1 Br2 90.195(15) 5_755 . ?
Br1 Pd1 Br2 89.805(15) . . ?
Br2 Pd1 Br2 180.0 5_755 . ?

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
Br3 C1 C2 C3 -62.4(4) . . . . ?
C1 C2 C3 N1 -174.1(3) . . . . ?
C6 N1 C3 C2 -60.9(4) . . . . ?
C5 N1 C3 C2 -179.1(3) . . . . ?
C4 N1 C3 C2 61.6(4) . . . . ?

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
C1 H1A Br2 0.99 2.99 3.849(4) 146.1 2_655
C1 H1B Br1 0.99 3.12 3.841(4) 130.6 .
C2 H2B Br1 0.99 3.08 3.897(4) 140.1 6_556
C3 H3A Br2 0.99 2.95 3.899(4) 160.0 5_655
C3 H3B Br2 0.99 3.02 3.962(4) 158.7 .
C4 H4A Br1 0.98 3.10 3.844(4) 134.3 .
C4 H4C Br2 0.98 3.00 3.914(4) 156.5 3_455
C5 H5A Br1 0.98 3.13 3.819(4) 128.5 3_455
C5 H5C Br3 0.98 3.10 3.631(4) 115.7 5_655
C5 H5C Br2 0.98 3.06 3.976(4) 156.2 .
C6 H6B Br1 0.98 2.97 3.705(4) 132.6 1_455
C6 H6C Br2 0.98 3.07 3.979(4) 154.3 3_455

_refine_diff_density_max         0.641
_refine_diff_density_min         -1.453
_refine_diff_density_rms         0.172



