# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_pdAts_2
_database_code_depnum_ccdc_archive 'CCDC 991659'
_audit_update_record             
;
2016-09-05 deposited with the CCDC.
2016-10-24 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT201_pdAts_2             
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......          1 Report
RESPONSE: C11 was prolate even with restraints. As it is clear its position on an aromatic ring it was refined as isotropic
;
# Added during the CSD deposition process: Tuesday 06 September 2016 12:31 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H30 N4 O4 Pd S2'
_chemical_formula_sum            'C28 H30 N4 O4 Pd S2'
_chemical_formula_weight         657.08

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'
O O 0.0106 0.0060 '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'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   6.8995(15)
_cell_length_b                   8.5875(19)
_cell_length_c                   22.797(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.652(7)
_cell_angle_gamma                90
_cell_volume                     1335.4(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1268
_cell_measurement_theta_min      2.538
_cell_measurement_theta_max      21.758

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.634
_exptl_crystal_F_000             672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.895
_shelx_estimated_absorpt_T_min   0.739
_shelx_estimated_absorpt_T_max   0.965
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.701
_exptl_absorpt_correction_T_max  0.965
_exptl_absorpt_process_details   'SADABS (Bruker, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker X8 KappaAPEXII'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9929
_diffrn_reflns_av_unetI/netI     0.0939
_diffrn_reflns_av_R_equivalents  0.0743
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.807
_diffrn_reflns_theta_max         24.707
_diffrn_reflns_theta_full        24.707
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2264
_reflns_number_gt                1593
_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       'BRUKER APEX2'
_computing_cell_refinement       'BRUKER APEX2'
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-2016/4 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factorcoef  Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0894P)²+4.2760P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0048(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2264
_refine_ls_number_parameters     175
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1066
_refine_ls_R_factor_gt           0.0692
_refine_ls_wR_factor_ref         0.1794
_refine_ls_wR_factor_gt          0.1561
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_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
PD1 Pd 0.500000 0.000000 0.000000 0.0192(4) Uani 1 2 d S . P . .
N1 N 0.6531(9) 0.2004(7) 0.0226(3) 0.0198(16) Uani 1 1 d . . . . .
H1B H 0.674077 0.248069 -0.017037 0.024 Uiso 1 1 d R U . . .
H1A H 0.747577 0.186468 0.044063 0.024 Uiso 1 1 d R U . . .
N2 N 0.2505(9) 0.0911(7) 0.0228(3) 0.0180(15) Uani 1 1 d . . . . .
C1 C 0.5773(11) 0.3262(9) 0.0558(3) 0.0182(18) Uani 1 1 d . . . . .
C2 C 0.7062(12) 0.4130(9) 0.0962(4) 0.0207(19) Uani 1 1 d . . . . .
H2 H 0.841665 0.387403 0.103171 0.025 Uiso 1 1 calc R U . . .
C3 C 0.6371(12) 0.5354(9) 0.1260(3) 0.023(2) Uani 1 1 d . . . . .
H3 H 0.725603 0.594158 0.153393 0.027 Uiso 1 1 calc R U . . .
C4 C 0.4421(13) 0.5737(10) 0.1166(4) 0.026(2) Uani 1 1 d . . . . .
H4 H 0.395648 0.659695 0.136696 0.031 Uiso 1 1 calc R U . . .
C5 C 0.3127(11) 0.4852(9) 0.0771(3) 0.0207(18) Uani 1 1 d . . . . .
H5 H 0.177433 0.511542 0.070940 0.025 Uiso 1 1 calc R U . . .
C6 C 0.3754(10) 0.3607(9) 0.0469(3) 0.0183(18) Uani 1 1 d . . . . .
C7 C 0.2287(11) 0.2587(9) 0.0077(4) 0.0210(19) Uani 1 1 d . . . . .
H7A H 0.094181 0.292474 0.011798 0.025 Uiso 1 1 calc R U . . .
H7B H 0.246279 0.273525 -0.034223 0.025 Uiso 1 1 calc R U . . .
S1 S 0.1908(3) 0.0363(2) 0.08467(9) 0.0189(5) Uani 1 1 d . . . . .
O2 O 0.0239(7) 0.1262(6) 0.0980(2) 0.0229(13) Uani 1 1 d . . . . .
O1 O 0.1728(8) -0.1310(6) 0.0830(2) 0.0235(13) Uani 1 1 d . . . . .
C8 C 0.3854(11) 0.0783(9) 0.1433(3) 0.0186(18) Uani 1 1 d . . . . .
C9 C 0.3695(12) 0.1946(10) 0.1829(3) 0.024(2) Uani 1 1 d . . . . .
H9 H 0.248969 0.248850 0.181813 0.029 Uiso 1 1 calc R U . . .
C10 C 0.5324(12) 0.2347(10) 0.2259(4) 0.028(2) Uani 1 1 d . . . . .
H10 H 0.522866 0.317399 0.252970 0.034 Uiso 1 1 calc R U . . .
C11 C 0.7063(12) 0.1517(10) 0.2278(4) 0.025(2) Uiso 1 1 d . . . . .
C12 C 0.7180(12) 0.0332(9) 0.1883(4) 0.024(2) Uani 1 1 d . . . . .
H12 H 0.837169 -0.023079 0.189767 0.029 Uiso 1 1 calc R U . . .
C13 C 0.5604(11) -0.0059(10) 0.1464(4) 0.0239(18) Uani 1 1 d . . . . .
H13 H 0.570343 -0.089482 0.119699 0.029 Uiso 1 1 calc R U . . .
C110 C 0.8828(13) 0.1969(13) 0.2738(4) 0.044(3) Uani 1 1 d . . . . .
H11A H 0.920559 0.108233 0.300169 0.066 Uiso 1 1 calc R U . . .
H11C H 0.847726 0.285378 0.297281 0.066 Uiso 1 1 calc R U . . .
H11B H 0.992950 0.225884 0.253519 0.066 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 N2 2.029(6) 3_655 ?
PD1 N2 2.029(6) . ?
PD1 N1 2.044(6) . ?
PD1 N1 2.044(6) 3_655 ?
N1 C1 1.460(10) . ?
N1 H1B 1.0208 . ?
N1 H1A 0.7639 . ?
N2 C7 1.482(10) . ?
N2 S1 1.598(7) . ?
C1 C2 1.396(11) . ?
C1 C6 1.409(10) . ?
C2 C3 1.375(11) . ?
C2 H2 0.9500 . ?
C3 C4 1.370(11) . ?
C3 H3 0.9500 . ?
C4 C5 1.393(12) . ?
C4 H4 0.9500 . ?
C5 C6 1.377(11) . ?
C5 H5 0.9500 . ?
C6 C7 1.522(10) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
S1 O1 1.443(6) . ?
S1 O2 1.455(5) . ?
S1 C8 1.782(8) . ?
C8 C9 1.363(11) . ?
C8 C13 1.400(11) . ?
C9 C10 1.417(11) . ?
C9 H9 0.9500 . ?
C10 C11 1.391(12) . ?
C10 H10 0.9500 . ?
C11 C12 1.371(11) . ?
C11 C110 1.533(12) . ?
C12 C13 1.376(11) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C110 H11A 0.9800 . ?
C110 H11C 0.9800 . ?
C110 H11B 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
N2 PD1 N2 180.0 3_655 . ?
N2 PD1 N1 87.9(2) 3_655 . ?
N2 PD1 N1 92.1(2) . . ?
N2 PD1 N1 92.1(2) 3_655 3_655 ?
N2 PD1 N1 87.9(2) . 3_655 ?
N1 PD1 N1 180.0 . 3_655 ?
C1 N1 PD1 122.8(5) . . ?
C1 N1 H1B 105.8 . . ?
PD1 N1 H1B 104.6 . . ?
C1 N1 H1A 96.9 . . ?
PD1 N1 H1A 112.8 . . ?
H1B N1 H1A 114.2 . . ?
C7 N2 S1 117.4(5) . . ?
C7 N2 PD1 112.0(5) . . ?
S1 N2 PD1 117.0(3) . . ?
C2 C1 C6 120.0(7) . . ?
C2 C1 N1 119.7(7) . . ?
C6 C1 N1 120.3(7) . . ?
C3 C2 C1 120.0(7) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C4 C3 C2 120.7(7) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 119.3(8) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C6 C5 C4 121.8(7) . . ?
C6 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C5 C6 C1 118.0(7) . . ?
C5 C6 C7 120.6(7) . . ?
C1 C6 C7 121.2(7) . . ?
N2 C7 C6 112.8(6) . . ?
N2 C7 H7A 109.0 . . ?
C6 C7 H7A 109.0 . . ?
N2 C7 H7B 109.0 . . ?
C6 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
O1 S1 O2 117.8(3) . . ?
O1 S1 N2 107.6(3) . . ?
O2 S1 N2 110.2(3) . . ?
O1 S1 C8 105.9(3) . . ?
O2 S1 C8 105.5(4) . . ?
N2 S1 C8 109.7(4) . . ?
C9 C8 C13 120.0(7) . . ?
C9 C8 S1 121.2(6) . . ?
C13 C8 S1 118.7(6) . . ?
C8 C9 C10 120.1(8) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C11 C10 C9 119.2(8) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
C12 C11 C10 119.7(8) . . ?
C12 C11 C110 121.3(8) . . ?
C10 C11 C110 119.0(8) . . ?
C11 C12 C13 121.3(8) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C12 C13 C8 119.6(8) . . ?
C12 C13 H13 120.2 . . ?
C8 C13 H13 120.2 . . ?
C11 C110 H11A 109.5 . . ?
C11 C110 H11C 109.5 . . ?
H11A C110 H11C 109.5 . . ?
C11 C110 H11B 109.5 . . ?
H11A C110 H11B 109.5 . . ?
H11C C110 H11B 109.5 . . ?

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
PD1 N1 C1 C2 145.4(6) . . . . ?
PD1 N1 C1 C6 -35.0(9) . . . . ?
C6 C1 C2 C3 -2.2(12) . . . . ?
N1 C1 C2 C3 177.5(7) . . . . ?
C1 C2 C3 C4 0.1(12) . . . . ?
C2 C3 C4 C5 1.2(12) . . . . ?
C3 C4 C5 C6 -0.5(12) . . . . ?
C4 C5 C6 C1 -1.5(11) . . . . ?
C4 C5 C6 C7 175.4(7) . . . . ?
C2 C1 C6 C5 2.8(11) . . . . ?
N1 C1 C6 C5 -176.8(7) . . . . ?
C2 C1 C6 C7 -174.1(7) . . . . ?
N1 C1 C6 C7 6.3(11) . . . . ?
S1 N2 C7 C6 69.2(8) . . . . ?
PD1 N2 C7 C6 -70.3(7) . . . . ?
C5 C6 C7 N2 -126.3(8) . . . . ?
C1 C6 C7 N2 50.5(10) . . . . ?
C7 N2 S1 O1 164.8(5) . . . . ?
PD1 N2 S1 O1 -57.6(4) . . . . ?
C7 N2 S1 O2 35.2(6) . . . . ?
PD1 N2 S1 O2 172.8(3) . . . . ?
C7 N2 S1 C8 -80.5(6) . . . . ?
PD1 N2 S1 C8 57.1(5) . . . . ?
O1 S1 C8 C9 -135.9(7) . . . . ?
O2 S1 C8 C9 -10.3(8) . . . . ?
N2 S1 C8 C9 108.3(7) . . . . ?
O1 S1 C8 C13 47.1(7) . . . . ?
O2 S1 C8 C13 172.7(6) . . . . ?
N2 S1 C8 C13 -68.7(7) . . . . ?
C13 C8 C9 C10 2.5(12) . . . . ?
S1 C8 C9 C10 -174.4(6) . . . . ?
C8 C9 C10 C11 -1.5(12) . . . . ?
C9 C10 C11 C12 0.3(12) . . . . ?
C9 C10 C11 C110 179.3(8) . . . . ?
C10 C11 C12 C13 0.0(12) . . . . ?
C110 C11 C12 C13 -179.0(8) . . . . ?
C11 C12 C13 C8 1.1(12) . . . . ?
C9 C8 C13 C12 -2.3(12) . . . . ?
S1 C8 C13 C12 174.7(6) . . . . ?

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
N1 H1B O1 1.02 2.21 2.908(8) 124.5 3_655
N1 H1A O2 0.76 2.17 2.930(8) 173.3 1_655
C2 H2 O2 0.95 2.58 3.293(10) 131.8 1_655

_refine_diff_density_max         1.388
_refine_diff_density_min         -1.466
_refine_diff_density_rms         0.195

