# 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 2018

####################################################################### 
# 
# 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
_audit_block_doi                 10.5517/ccdc.csd.cc1zycx6
_database_code_depnum_ccdc_archive 'CCDC 1845489'
_audit_update_record             
;
2018-08-14 deposited with the CCDC.
2018-08-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H21 Br2 N3 Pd S'
_chemical_formula_sum            'C27 H21 Br2 N3 Pd S'
_chemical_formula_weight         685.75

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'
Pd Pd -0.9988 1.0072 '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                   8.903(5)
_cell_length_b                   9.681(5)
_cell_length_c                   16.055(5)
_cell_angle_alpha                104.731(5)
_cell_angle_beta                 95.807(5)
_cell_angle_gamma                102.598(5)
_cell_volume                     1288.0(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    6395
_cell_measurement_theta_min      2.2
_cell_measurement_theta_max      28.3

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.768
_exptl_crystal_F_000             672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    3.925
_shelx_estimated_absorpt_T_min   0.453
_shelx_estimated_absorpt_T_max   0.572
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.6327
_exptl_absorpt_correction_T_max  0.7437
_exptl_absorpt_process_details   Sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  
'Bruker D8 Venture PHOTON 100 CMOS diffractometer'
_diffrn_measurement_method       circular
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33029
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_av_R_equivalents  0.0447
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.249
_diffrn_reflns_theta_max         28.319
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6395
_reflns_number_gt                4443
_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       'APEX2 (Bruker, 2014.3)'
_computing_cell_refinement       'APEX2 (Bruker, 2014.3);SAINT (Bruker, 2014)'
_computing_data_reduction        
'SAINT (Bruker, 2014);SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep, Platon'
_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)+(0.0267P)²+1.3161P] 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         6395
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0743
_refine_ls_R_factor_gt           0.0375
_refine_ls_wR_factor_ref         0.0804
_refine_ls_wR_factor_gt          0.0694
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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
Pd1 Pd 1.28555(3) -0.01195(3) 0.72404(2) 0.03554(8) Uani 1 1 d . . . . .
Br1 Br 1.13603(4) -0.05822(5) 0.83615(3) 0.05999(12) Uani 1 1 d . . . . .
Br2 Br 1.41854(4) 0.02471(5) 0.60406(3) 0.06239(13) Uani 1 1 d . . . . .
S1 S 0.81696(12) 0.25498(12) 0.79379(8) 0.0624(3) Uani 1 1 d . . . . .
N2 N 1.0268(3) 0.1144(3) 0.66707(19) 0.0415(6) Uani 1 1 d . . . . .
C15 C 1.7431(6) -0.0654(8) 0.8913(5) 0.106(2) Uani 1 1 d . . . . .
H15 H 1.8303 -0.0760 0.9237 0.127 Uiso 1 1 calc R U . . .
N1 N 0.9934(3) -0.1127(3) 0.5966(2) 0.0472(7) Uani 1 1 d . . . . .
N3 N 1.4881(3) -0.0314(3) 0.7951(2) 0.0450(7) Uani 1 1 d . . . . .
C18 C 1.0059(4) 0.3301(4) 0.7800(2) 0.0456(8) Uani 1 1 d . . . . .
C1 C 0.8861(4) -0.3817(4) 0.5621(3) 0.0484(9) Uani 1 1 d . . . . .
C19 C 1.0689(5) 0.4750(4) 0.8335(3) 0.0543(10) Uani 1 1 d . . . . .
C16 C 1.0946(4) 0.2601(4) 0.7240(2) 0.0442(8) Uani 1 1 d . . . . .
C13 C 1.7055(5) -0.1339(6) 0.8035(5) 0.0951(19) Uani 1 1 d . . . . .
H13 H 1.7652 -0.1936 0.7758 0.114 Uiso 1 1 calc R U . . .
C14 C 1.6527(5) 0.0177(7) 0.9303(3) 0.0931(19) Uani 1 1 d . . . . .
H14 H 1.6761 0.0643 0.9900 0.112 Uiso 1 1 calc R U . . .
C17 C 1.2440(4) 0.3334(4) 0.7226(3) 0.0548(10) Uani 1 1 d . . . . .
H17 H 1.3038 0.2872 0.6859 0.066 Uiso 1 1 calc R U . . .
C10 C 1.0928(4) -0.0016(4) 0.6583(2) 0.0391(7) Uani 1 1 d . . . . .
C8 C 0.8653(4) -0.0685(4) 0.5665(3) 0.0557(10) Uani 1 1 d . . . . .
H8 H 0.7809 -0.1266 0.5239 0.067 Uiso 1 1 calc R U . . .
C22 C 0.8179(5) 0.4185(5) 0.8713(3) 0.0642(11) Uani 1 1 d . . . . .
C9 C 0.8859(4) 0.0716(4) 0.6099(2) 0.0513(9) Uani 1 1 d . . . . .
H9 H 0.8186 0.1308 0.6034 0.062 Uiso 1 1 calc R U . . .
C12 C 1.5255(4) 0.0322(5) 0.8806(3) 0.0628(11) Uani 1 1 d . . . . .
H12 H 1.4629 0.0890 0.9079 0.075 Uiso 1 1 calc R U . . .
C21 C 1.3064(5) 0.4768(5) 0.7760(3) 0.0704(12) Uani 1 1 d . . . . .
H21 H 1.4082 0.5256 0.7750 0.084 Uiso 1 1 calc R U . . .
C7 C 1.0210(5) -0.2593(4) 0.5626(3) 0.0623(11) Uani 1 1 d . . . . .
H7A H 1.1125 -0.2660 0.5981 0.075 Uiso 1 1 calc R U . . .
H7B H 1.0424 -0.2709 0.5035 0.075 Uiso 1 1 calc R U . . .
C20 C 1.2203(5) 0.5467(5) 0.8298(3) 0.0685(12) Uani 1 1 d . . . . .
H20 H 1.2633 0.6432 0.8645 0.082 Uiso 1 1 calc R U . . .
C23 C 0.9583(5) 0.5251(4) 0.8873(3) 0.0608(11) Uani 1 1 d . . . . .
C24 C 0.9781(7) 0.6592(5) 0.9509(3) 0.0765(14) Uani 1 1 d . . . . .
H24 H 1.0715 0.7317 0.9628 0.092 Uiso 1 1 calc R U . . .
C11 C 1.5779(4) -0.1133(5) 0.7566(3) 0.0661(12) Uani 1 1 d . . . . .
H11 H 1.5539 -0.1575 0.6966 0.079 Uiso 1 1 calc R U . . .
C25 C 0.8577(9) 0.6830(6) 0.9956(3) 0.0932(18) Uani 1 1 d . . . . .
H25 H 0.8710 0.7713 1.0390 0.112 Uiso 1 1 calc R U . . .
C26 C 0.7177(9) 0.5776(7) 0.9769(4) 0.103(2) Uani 1 1 d . . . . .
H26 H 0.6367 0.5970 1.0066 0.124 Uiso 1 1 calc R U . . .
C27 C 0.6961(7) 0.4449(6) 0.9154(4) 0.0890(16) Uani 1 1 d . . . . .
H27 H 0.6016 0.3738 0.9033 0.107 Uiso 1 1 calc R U . . .
C2 C 0.7863(5) -0.4609(5) 0.4865(3) 0.0701(12) Uani 1 1 d . . . . .
H2 H 0.8017 -0.4382 0.4346 0.084 Uiso 1 1 calc R U . . .
C6 C 0.8620(7) -0.4188(7) 0.6372(4) 0.0903(16) Uani 1 1 d . . . . .
H6 H 0.9300 -0.3664 0.6890 0.108 Uiso 1 1 calc R U . . .
C3 C 0.6617(7) -0.5752(6) 0.4871(6) 0.116(3) Uani 1 1 d . . . . .
H3 H 0.5916 -0.6281 0.4361 0.139 Uiso 1 1 calc R U . . .
C4 C 0.6439(9) -0.6088(8) 0.5641(9) 0.145(5) Uani 1 1 d . . . . .
H4 H 0.5629 -0.6872 0.5649 0.174 Uiso 1 1 calc R U . . .
C5 C 0.7409(11) -0.5306(10) 0.6374(7) 0.140(3) Uani 1 1 d . . . . .
H5 H 0.7255 -0.5529 0.6894 0.167 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
Pd1 C10 1.958(3) . ?
Pd1 N3 2.105(3) . ?
Pd1 Br1 2.4182(8) . ?
Pd1 Br2 2.4216(8) . ?
S1 C18 1.741(4) . ?
S1 C22 1.745(4) . ?
N2 C10 1.360(4) . ?
N2 C9 1.391(4) . ?
N2 C16 1.431(4) . ?
C15 C14 1.347(8) . ?
C15 C13 1.368(8) . ?
N1 C10 1.337(4) . ?
N1 C8 1.386(4) . ?
N1 C7 1.470(5) . ?
N3 C12 1.328(5) . ?
N3 C11 1.333(5) . ?
C18 C16 1.400(5) . ?
C18 C19 1.402(5) . ?
C1 C2 1.364(5) . ?
C1 C6 1.367(6) . ?
C1 C7 1.490(5) . ?
C19 C20 1.390(6) . ?
C19 C23 1.456(6) . ?
C16 C17 1.370(5) . ?
C13 C11 1.379(6) . ?
C14 C12 1.372(6) . ?
C17 C21 1.390(6) . ?
C8 C9 1.321(5) . ?
C22 C27 1.388(6) . ?
C22 C23 1.389(6) . ?
C21 C20 1.362(6) . ?
C23 C24 1.396(6) . ?
C24 C25 1.378(7) . ?
C25 C26 1.377(8) . ?
C26 C27 1.368(8) . ?
C2 C3 1.388(8) . ?
C6 C5 1.351(9) . ?
C3 C4 1.372(11) . ?
C4 C5 1.327(12) . ?

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
C10 Pd1 N3 177.70(12) . . ?
C10 Pd1 Br1 87.51(10) . . ?
N3 Pd1 Br1 91.12(9) . . ?
C10 Pd1 Br2 89.04(10) . . ?
N3 Pd1 Br2 92.25(9) . . ?
Br1 Pd1 Br2 175.865(18) . . ?
C18 S1 C22 90.8(2) . . ?
C10 N2 C9 109.7(3) . . ?
C10 N2 C16 125.3(3) . . ?
C9 N2 C16 125.0(3) . . ?
C14 C15 C13 119.4(5) . . ?
C10 N1 C8 110.9(3) . . ?
C10 N1 C7 124.2(3) . . ?
C8 N1 C7 124.9(3) . . ?
C12 N3 C11 118.3(3) . . ?
C12 N3 Pd1 120.5(3) . . ?
C11 N3 Pd1 121.1(3) . . ?
C16 C18 C19 120.2(3) . . ?
C16 C18 S1 126.7(3) . . ?
C19 C18 S1 113.1(3) . . ?
C2 C1 C6 118.8(4) . . ?
C2 C1 C7 120.7(4) . . ?
C6 C1 C7 120.5(4) . . ?
C20 C19 C18 118.8(4) . . ?
C20 C19 C23 130.1(4) . . ?
C18 C19 C23 111.1(4) . . ?
C17 C16 C18 119.5(3) . . ?
C17 C16 N2 120.7(3) . . ?
C18 C16 N2 119.7(3) . . ?
C15 C13 C11 119.0(5) . . ?
C15 C14 C12 119.0(5) . . ?
C16 C17 C21 120.1(4) . . ?
N1 C10 N2 105.1(3) . . ?
N1 C10 Pd1 126.1(2) . . ?
N2 C10 Pd1 128.7(2) . . ?
C9 C8 N1 107.0(3) . . ?
C27 C22 C23 121.2(4) . . ?
C27 C22 S1 125.9(4) . . ?
C23 C22 S1 112.9(3) . . ?
C8 C9 N2 107.4(3) . . ?
N3 C12 C14 122.7(5) . . ?
C20 C21 C17 120.8(4) . . ?
N1 C7 C1 112.8(3) . . ?
C21 C20 C19 120.5(4) . . ?
C22 C23 C24 119.1(4) . . ?
C22 C23 C19 112.1(4) . . ?
C24 C23 C19 128.8(4) . . ?
C25 C24 C23 119.2(5) . . ?
N3 C11 C13 121.6(5) . . ?
C26 C25 C24 120.8(5) . . ?
C27 C26 C25 121.0(5) . . ?
C26 C27 C22 118.7(6) . . ?
C1 C2 C3 120.0(6) . . ?
C5 C6 C1 121.0(6) . . ?
C4 C3 C2 118.8(7) . . ?
C5 C4 C3 120.7(7) . . ?
C4 C5 C6 120.6(8) . . ?

_refine_diff_density_max         0.575
_refine_diff_density_min         -0.814
_refine_diff_density_rms         0.086

_shelxl_version_number           2014-3

