# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# 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_SRMKN_1191_1_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2291609'
loop_
_audit_author_name
_audit_author_address
'Mukesh Nayak'
;Indian Institute of Technology, Bhubaneswar
India
;
_audit_update_record             
;
2023-08-29 deposited with the CCDC.	2024-07-04 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            'C14 H19 Br Cl6 N2 Pd Sn'
_chemical_formula_weight         733.01

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'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   9.03(2)
_cell_length_b                   10.515(19)
_cell_length_c                   14.250(19)
_cell_angle_alpha                103.95(11)
_cell_angle_beta                 106.54(8)
_cell_angle_gamma                97.14(12)
_cell_volume                     1231(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    18945
_cell_measurement_theta_min      2.402
_cell_measurement_theta_max      26.726

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.978
_exptl_crystal_F_000             700
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    4.022
_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                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18945
_diffrn_reflns_av_unetI/netI     0.0556
_diffrn_reflns_av_R_equivalents  0.0606
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.402
_diffrn_reflns_theta_max         26.726
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             5150
_reflns_number_gt                3621
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.1031P)²+6.0808P] 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         5150
_refine_ls_number_parameters     230
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0899
_refine_ls_R_factor_gt           0.0598
_refine_ls_wR_factor_ref         0.2002
_refine_ls_wR_factor_gt          0.1652
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_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
Sn1 Sn 0.22670(7) 0.45663(6) 0.17377(4) 0.0431(2) Uani 1 1 d . . . . .
Pd1 Pd 0.42731(7) 0.55083(6) 0.10337(4) 0.0345(2) Uani 1 1 d . . . . .
Br1 Br 0.37331(13) 0.33978(11) -0.03806(8) 0.0617(3) Uani 1 1 d . . . . .
Cl2 Cl -0.0404(3) 0.4787(3) 0.1147(2) 0.0705(7) Uani 1 1 d . . . . .
Cl3 Cl 0.1737(4) 0.2236(3) 0.1474(4) 0.0980(12) Uani 1 1 d . . . . .
Cl1 Cl 0.2619(4) 0.5361(5) 0.3505(2) 0.1054(13) Uani 1 1 d . . . . .
Cl5 Cl 0.3552(5) 0.7342(5) 0.8058(3) 0.1115(13) Uani 1 1 d . . . . .
Cl6 Cl 0.2012(8) 0.9505(7) 0.7865(6) 0.182(3) Uani 1 1 d . . . . .
N2 N 0.4022(8) 0.8219(7) 0.2150(5) 0.0425(16) Uani 1 1 d . . . . .
Cl4 Cl 0.0934(7) 0.6903(9) 0.6267(6) 0.217(4) Uani 1 1 d . . . . .
N1 N 0.5961(8) 0.7523(7) 0.3063(5) 0.0453(16) Uani 1 1 d . . . . .
C8 C 0.2630(11) 0.8215(10) 0.1265(7) 0.053(2) Uani 1 1 d . . . . .
H8 H 0.229922 0.729942 0.080345 0.064 Uiso 1 1 calc R U . . .
C7 C 0.4745(9) 0.7187(8) 0.2180(6) 0.0380(17) Uani 1 1 d . . . . .
C12 C 0.7095(12) 0.6637(11) 0.3338(8) 0.061(3) Uani 1 1 d . . . . .
H12 H 0.673299 0.578363 0.279390 0.073 Uiso 1 1 calc R U . . .
C9 C 0.3097(14) 0.9111(11) 0.0662(8) 0.067(3) Uani 1 1 d . . . . .
H9A H 0.347969 1.001679 0.109661 0.100 Uiso 1 1 calc R U . . .
H9B H 0.219424 0.907409 0.009386 0.100 Uiso 1 1 calc R U . . .
H9C H 0.391349 0.881022 0.041257 0.100 Uiso 1 1 calc R U . . .
C2 C 0.4560(13) 1.0611(9) 0.3342(8) 0.059(2) Uani 1 1 d . . . . .
H2 H 0.374865 1.091190 0.294514 0.071 Uiso 1 1 calc R U . . .
C10 C 0.1222(13) 0.8525(12) 0.1616(11) 0.078(3) Uani 1 1 d . . . . .
H10A H 0.124519 0.820209 0.219429 0.116 Uiso 1 1 calc R U . . .
H10B H 0.025439 0.809114 0.106752 0.116 Uiso 1 1 calc R U . . .
H10C H 0.128491 0.947526 0.180544 0.116 Uiso 1 1 calc R U . . .
C13 C 0.8729(13) 0.7247(16) 0.3381(11) 0.089(4) Uani 1 1 d . . . . .
H13A H 0.864425 0.777207 0.290936 0.134 Uiso 1 1 calc R U . . .
H13B H 0.927422 0.654714 0.319915 0.134 Uiso 1 1 calc R U . . .
H13C H 0.930769 0.781063 0.406143 0.134 Uiso 1 1 calc R U . . .
C6 C 0.6038(11) 0.8843(10) 0.3614(7) 0.050(2) Uani 1 1 d . . . . .
C1 C 0.4810(11) 0.9313(9) 0.3038(6) 0.046(2) Uani 1 1 d . . . . .
C11 C 0.7043(16) 0.6346(17) 0.4333(11) 0.095(4) Uani 1 1 d . . . . .
H11A H 0.752389 0.714324 0.489643 0.142 Uiso 1 1 calc R U . . .
H11B H 0.760898 0.565049 0.444141 0.142 Uiso 1 1 calc R U . . .
H11C H 0.596475 0.606226 0.428575 0.142 Uiso 1 1 calc R U . . .
C5 C 0.7087(13) 0.9696(12) 0.4576(7) 0.064(3) Uani 1 1 d . . . . .
H5 H 0.789948 0.940502 0.498125 0.077 Uiso 1 1 calc R U . . .
C3 C 0.5622(15) 1.1439(12) 0.4295(9) 0.075(3) Uani 1 1 d . . . . .
H3 H 0.550324 1.231169 0.453461 0.090 Uiso 1 1 calc R U . . .
C4 C 0.6824(15) 1.0991(13) 0.4876(8) 0.078(4) Uani 1 1 d . . . . .
H4 H 0.749202 1.157566 0.549604 0.093 Uiso 1 1 calc R U . . .
C14 C 0.1795(19) 0.771(2) 0.7558(15) 0.131(7) Uani 1 1 d . . . . .
H14 H 0.109113 0.739033 0.790254 0.157 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
Sn1 Cl3 2.353(5) . ?
Sn1 Cl1 2.368(5) . ?
Sn1 Cl2 2.378(6) . ?
Sn1 Pd1 2.517(4) . ?
Pd1 C7 1.998(9) . ?
Pd1 Br1 2.498(5) . ?
Pd1 Br1 2.526(4) 2_665 ?
Cl5 C14 1.676(17) . ?
Cl6 C14 1.81(2) . ?
N2 C7 1.337(10) . ?
N2 C1 1.418(11) . ?
N2 C8 1.505(11) . ?
Cl4 C14 1.73(2) . ?
N1 C7 1.347(10) . ?
N1 C6 1.403(12) . ?
N1 C12 1.501(12) . ?
C8 C9 1.518(15) . ?
C8 C10 1.536(15) . ?
C8 H8 0.9800 . ?
C12 C13 1.512(17) . ?
C12 C11 1.534(17) . ?
C12 H12 0.9800 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C2 C1 1.396(13) . ?
C2 C3 1.414(15) . ?
C2 H2 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C6 C1 1.400(13) . ?
C6 C5 1.427(13) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C5 C4 1.396(17) . ?
C5 H5 0.9300 . ?
C3 C4 1.374(18) . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C14 H14 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
Cl3 Sn1 Cl1 101.0(2) . . ?
Cl3 Sn1 Cl2 96.85(19) . . ?
Cl1 Sn1 Cl2 96.30(16) . . ?
Cl3 Sn1 Pd1 117.71(14) . . ?
Cl1 Sn1 Pd1 119.76(15) . . ?
Cl2 Sn1 Pd1 120.57(15) . . ?
C7 Pd1 Br1 178.8(2) . . ?
C7 Pd1 Sn1 87.1(3) . . ?
Br1 Pd1 Sn1 93.15(14) . . ?
C7 Pd1 Br1 89.5(3) . 2_665 ?
Br1 Pd1 Br1 90.21(14) . 2_665 ?
Sn1 Pd1 Br1 176.33(3) . 2_665 ?
Pd1 Br1 Pd1 89.79(14) . 2_665 ?
C7 N2 C1 110.1(7) . . ?
C7 N2 C8 123.8(7) . . ?
C1 N2 C8 126.0(7) . . ?
C7 N1 C6 108.7(7) . . ?
C7 N1 C12 124.0(8) . . ?
C6 N1 C12 127.2(8) . . ?
N2 C8 C9 111.3(8) . . ?
N2 C8 C10 111.2(9) . . ?
C9 C8 C10 113.9(9) . . ?
N2 C8 H8 106.6 . . ?
C9 C8 H8 106.6 . . ?
C10 C8 H8 106.6 . . ?
N2 C7 N1 108.9(7) . . ?
N2 C7 Pd1 125.6(6) . . ?
N1 C7 Pd1 125.1(6) . . ?
N1 C12 C13 110.5(10) . . ?
N1 C12 C11 109.5(9) . . ?
C13 C12 C11 113.6(10) . . ?
N1 C12 H12 107.7 . . ?
C13 C12 H12 107.7 . . ?
C11 C12 H12 107.7 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C1 C2 C3 115.6(11) . . ?
C1 C2 H2 122.2 . . ?
C3 C2 H2 122.2 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C1 C6 N1 107.7(7) . . ?
C1 C6 C5 120.0(9) . . ?
N1 C6 C5 132.4(10) . . ?
C2 C1 C6 123.3(9) . . ?
C2 C1 N2 132.1(9) . . ?
C6 C1 N2 104.6(7) . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C12 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C4 C5 C6 116.3(11) . . ?
C4 C5 H5 121.8 . . ?
C6 C5 H5 121.8 . . ?
C4 C3 C2 121.9(11) . . ?
C4 C3 H3 119.0 . . ?
C2 C3 H3 119.0 . . ?
C3 C4 C5 122.9(10) . . ?
C3 C4 H4 118.6 . . ?
C5 C4 H4 118.6 . . ?
Cl5 C14 Cl4 112.9(12) . . ?
Cl5 C14 Cl6 109.1(11) . . ?
Cl4 C14 Cl6 113.2(9) . . ?
Cl5 C14 H14 107.1 . . ?
Cl4 C14 H14 107.1 . . ?
Cl6 C14 H14 107.1 . . ?

_refine_diff_density_max         1.476
_refine_diff_density_min         -2.446
_refine_diff_density_rms         0.356



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform'
