# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_C1
_audit_block_doi                 10.5517/ccdc.csd.cc1pd5r0
_database_code_depnum_ccdc_archive 'CCDC 1560842'
_audit_update_record             
;
2017-09-01 deposited with the CCDC.
2017-10-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C19 H16 Cl N Pd S'
_chemical_formula_sum            'C19 H16 Cl N Pd S'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      298(2)
_chemical_formula_weight         432.24

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'
Cl Cl 0.1484 0.1585 '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/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   14.971(2)
_cell_length_b                   8.5731(12)
_cell_length_c                   26.443(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.075(2)
_cell_angle_gamma                90
_cell_volume                     3374.8(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    8484
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      26.27
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.701
_exptl_crystal_F_000             1728
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.26
_exptl_absorpt_coefficient_mu    1.379
_shelx_estimated_absorpt_T_min   0.685
_shelx_estimated_absorpt_T_max   0.699
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.685
_exptl_absorpt_correction_T_max  0.699
_exptl_absorpt_process_details   '(SADABS; Bruker, 2014)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31550
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.549
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.971
_reflns_number_total             5934
_reflns_number_gt                5489
_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-2014 (Sheldrick, 2014)'
_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)+(0.0462P)²+2.5998P] 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         5934
_refine_ls_number_parameters     415
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0445
_refine_ls_wR_factor_ref         0.1022
_refine_ls_wR_factor_gt          0.0995
_refine_ls_goodness_of_fit_ref   1.234
_refine_ls_restrained_S_all      1.234
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001

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
C1 C 0.2186(3) 0.6781(6) 0.1569(2) 0.0509(13) Uani 1 1 d . . . . .
H1 H 0.1789 0.6550 0.1285 0.061 Uiso 1 1 calc R U . . .
Pd1 Pd 0.19718(2) 0.78734(4) 0.02876(2) 0.03028(11) Uani 1 1 d . . . . .
Pd2 Pd 0.62990(2) 0.04820(4) 0.21422(2) 0.03053(11) Uani 1 1 d . . . . .
S1 S 0.32928(8) 0.79922(14) 0.09024(5) 0.0375(3) Uani 1 1 d . . . . .
Cl1 Cl 0.22081(9) 0.51881(14) 0.02542(5) 0.0515(3) Uani 1 1 d . . . . .
S2 S 0.74587(9) -0.11273(15) 0.25669(5) 0.0450(3) Uani 1 1 d . . . . .
Cl2 Cl 0.53952(9) -0.01910(19) 0.27721(5) 0.0574(4) Uani 1 1 d . . . . .
C35 C 0.4676(3) 0.3179(5) 0.09902(18) 0.0360(11) Uani 1 1 d . . . . .
N2 N 0.7132(2) 0.0742(5) 0.16045(14) 0.0371(9) Uani 1 1 d . . . . .
C12 C 0.0941(3) 0.7899(5) -0.02649(17) 0.0342(10) Uani 1 1 d . . . . .
C29 C 0.6066(3) 0.1750(6) 0.09363(18) 0.0382(11) Uani 1 1 d . . . . .
C31 C 0.5380(3) 0.1881(5) 0.17671(17) 0.0302(10) Uani 1 1 d . . . . .
C10 C 0.0997(3) 1.0814(5) -0.04260(18) 0.0385(11) Uani 1 1 d . . . . .
C25 C 0.7962(3) 0.0001(6) 0.30908(19) 0.0448(12) Uani 1 1 d . . . . .
N1 N 0.1919(2) 1.0186(4) 0.03607(14) 0.0360(9) Uani 1 1 d . . . . .
C16 C 0.0040(3) 0.9134(6) -0.09924(18) 0.0436(12) Uani 1 1 d . . . . .
C28 C 0.6916(3) 0.1119(6) 0.11435(18) 0.0425(12) Uani 1 1 d . . . . .
H28 H 0.7348 0.0975 0.0919 0.051 Uiso 1 1 calc R U . . .
C34 C 0.4020(3) 0.3817(6) 0.1274(2) 0.0443(12) Uani 1 1 d . . . . .
H34 H 0.3558 0.4421 0.1114 0.053 Uiso 1 1 calc R U . . .
C30 C 0.5377(3) 0.2242(5) 0.12424(17) 0.0317(10) Uani 1 1 d . . . . .
C13 C 0.0497(3) 0.6538(6) -0.0396(2) 0.0467(12) Uani 1 1 d . . . . .
H13 H 0.0636 0.5652 -0.0201 0.056 Uiso 1 1 calc R U . . .
C11 C 0.0679(3) 0.9268(5) -0.05546(17) 0.0351(10) Uani 1 1 d . . . . .
C14 C -0.0158(4) 0.6429(7) -0.0815(2) 0.0599(16) Uani 1 1 d . . . . .
H14 H -0.0458 0.5490 -0.0885 0.072 Uiso 1 1 calc R U . . .
C32 C 0.4722(3) 0.2571(5) 0.20233(19) 0.0393(11) Uani 1 1 d . . . . .
H32 H 0.4719 0.2373 0.2369 0.047 Uiso 1 1 calc R U . . .
C27 C 0.8093(3) 0.0392(7) 0.1764(2) 0.0492(13) Uani 1 1 d . . . . .
H27A H 0.8409 0.0269 0.1464 0.059 Uiso 1 1 calc R U . . .
H27B H 0.8363 0.1260 0.1960 0.059 Uiso 1 1 calc R U . . .
C26 C 0.8196(4) -0.1053(7) 0.2075(2) 0.0555(14) Uani 1 1 d . . . . .
H26A H 0.8812 -0.1126 0.2229 0.067 Uiso 1 1 calc R U . . .
H26B H 0.8079 -0.1949 0.1854 0.067 Uiso 1 1 calc R U . . .
C17 C -0.0188(4) 1.0464(8) -0.1297(2) 0.0549(15) Uani 1 1 d . . . . .
H17 H -0.0591 1.0357 -0.1588 0.066 Uiso 1 1 calc R U . . .
C37 C 0.5259(4) 0.2863(7) 0.0180(2) 0.0595(16) Uani 1 1 d . . . . .
H37 H 0.5204 0.3009 -0.0171 0.071 Uiso 1 1 calc R U . . .
C18 C 0.0166(4) 1.1880(7) -0.1177(2) 0.0600(16) Uani 1 1 d . . . . .
H18 H 0.0023 1.2730 -0.1388 0.072 Uiso 1 1 calc R U . . .
C24 C 0.7520(4) -0.0087(7) 0.3522(2) 0.0591(15) Uani 1 1 d . . . . .
H24 H 0.7001 -0.0683 0.3520 0.071 Uiso 1 1 calc R U . . .
C15 C -0.0357(4) 0.7669(7) -0.1117(2) 0.0552(15) Uani 1 1 d . . . . .
H15 H -0.0757 0.7563 -0.1409 0.066 Uiso 1 1 calc R U . . .
C33 C 0.4063(3) 0.3552(6) 0.1783(2) 0.0470(13) Uani 1 1 d . . . . .
H33 H 0.3650 0.4026 0.1973 0.056 Uiso 1 1 calc R U . . .
C36 C 0.4622(4) 0.3430(6) 0.0462(2) 0.0508(13) Uani 1 1 d . . . . .
H36 H 0.4142 0.3994 0.0302 0.061 Uiso 1 1 calc R U . . .
C38 C 0.5991(4) 0.2067(7) 0.0419(2) 0.0533(14) Uani 1 1 d . . . . .
H38 H 0.6443 0.1736 0.0228 0.064 Uiso 1 1 calc R U . . .
C22 C 0.8616(6) 0.1600(10) 0.3945(3) 0.090(2) Uani 1 1 d . . . . .
H22 H 0.8841 0.2153 0.4234 0.108 Uiso 1 1 calc R U . . .
C21 C 0.9051(5) 0.1681(9) 0.3517(3) 0.082(2) Uani 1 1 d . . . . .
H21 H 0.9564 0.2291 0.3517 0.099 Uiso 1 1 calc R U . . .
C20 C 0.8733(4) 0.0861(7) 0.3083(2) 0.0581(15) Uani 1 1 d . . . . .
H20 H 0.9035 0.0894 0.2793 0.070 Uiso 1 1 calc R U . . .
C6 C 0.2972(3) 0.7568(6) 0.15188(18) 0.0382(11) Uani 1 1 d . . . . .
C9 C 0.1559(3) 1.1166(5) 0.00418(19) 0.0410(11) Uani 1 1 d . . . . .
H9 H 0.1665 1.2214 0.0115 0.049 Uiso 1 1 calc R U . . .
C5 C 0.3558(4) 0.7918(6) 0.19436(19) 0.0510(13) Uani 1 1 d . . . . .
H5 H 0.4090 0.8447 0.1908 0.061 Uiso 1 1 calc R U . . .
C8 C 0.2421(4) 1.0796(6) 0.0831(2) 0.0480(13) Uani 1 1 d . . . . .
H8A H 0.2098 1.0548 0.1120 0.058 Uiso 1 1 calc R U . . .
H8B H 0.2465 1.1922 0.0808 0.058 Uiso 1 1 calc R U . . .
C7 C 0.3350(3) 1.0107(6) 0.0912(2) 0.0469(13) Uani 1 1 d . . . . .
H7A H 0.3646 1.0453 0.1237 0.056 Uiso 1 1 calc R U . . .
H7B H 0.3700 1.0466 0.0647 0.056 Uiso 1 1 calc R U . . .
C4 C 0.3352(5) 0.7485(8) 0.2419(2) 0.0670(17) Uani 1 1 d . . . . .
H4 H 0.3743 0.7727 0.2705 0.080 Uiso 1 1 calc R U . . .
C2 C 0.1991(4) 0.6332(7) 0.2055(2) 0.0629(16) Uani 1 1 d . . . . .
H2 H 0.1466 0.5786 0.2094 0.076 Uiso 1 1 calc R U . . .
C3 C 0.2574(5) 0.6699(8) 0.2470(2) 0.0691(18) Uani 1 1 d . . . . .
H3 H 0.2439 0.6409 0.2793 0.083 Uiso 1 1 calc R U . . .
C23 C 0.7849(5) 0.0710(9) 0.3957(2) 0.079(2) Uani 1 1 d . . . . .
H23 H 0.7560 0.0650 0.4251 0.095 Uiso 1 1 calc R U . . .
C19 C 0.0745(4) 1.2057(6) -0.0734(2) 0.0523(14) Uani 1 1 d . . . . .
H19 H 0.0967 1.3043 -0.0644 0.063 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
C1 C6 1.376(7) . ?
C1 C2 1.401(8) . ?
Pd1 N1 1.994(4) . ?
Pd1 C12 2.009(4) . ?
Pd1 Cl1 2.3322(13) . ?
Pd1 S1 2.4257(12) . ?
Pd2 N2 2.000(4) . ?
Pd2 C31 2.007(4) . ?
Pd2 Cl2 2.3271(13) . ?
Pd2 S2 2.4014(13) . ?
S1 C6 1.785(5) . ?
S1 C7 1.815(5) . ?
S2 C25 1.789(5) . ?
S2 C26 1.794(5) . ?
C35 C36 1.407(7) . ?
C35 C34 1.408(7) . ?
C35 C30 1.430(6) . ?
N2 C28 1.270(6) . ?
N2 C27 1.487(6) . ?
C12 C13 1.369(6) . ?
C12 C11 1.433(6) . ?
C29 C38 1.387(7) . ?
C29 C28 1.436(6) . ?
C29 C30 1.440(6) . ?
C31 C32 1.386(6) . ?
C31 C30 1.421(6) . ?
C10 C19 1.370(7) . ?
C10 C11 1.437(6) . ?
C10 C9 1.452(7) . ?
C25 C20 1.371(7) . ?
C25 C24 1.379(7) . ?
N1 C9 1.269(6) . ?
N1 C8 1.479(6) . ?
C16 C15 1.413(7) . ?
C16 C17 1.417(7) . ?
C16 C11 1.426(7) . ?
C34 C33 1.360(7) . ?
C13 C14 1.403(7) . ?
C14 C15 1.343(8) . ?
C32 C33 1.397(7) . ?
C27 C26 1.486(7) . ?
C17 C18 1.349(8) . ?
C37 C36 1.361(8) . ?
C37 C38 1.386(7) . ?
C18 C19 1.390(8) . ?
C24 C23 1.384(9) . ?
C22 C21 1.365(11) . ?
C22 C23 1.382(11) . ?
C21 C20 1.388(9) . ?
C6 C5 1.383(7) . ?
C5 C4 1.377(8) . ?
C8 C7 1.504(7) . ?
C4 C3 1.365(9) . ?
C2 C3 1.366(9) . ?

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 C1 C2 119.2(5) . . ?
N1 Pd1 C12 91.41(17) . . ?
N1 Pd1 Cl1 173.05(11) . . ?
C12 Pd1 Cl1 95.22(13) . . ?
N1 Pd1 S1 86.05(11) . . ?
C12 Pd1 S1 174.60(13) . . ?
Cl1 Pd1 S1 87.17(4) . . ?
N2 Pd2 C31 91.63(16) . . ?
N2 Pd2 Cl2 171.81(12) . . ?
C31 Pd2 Cl2 94.69(13) . . ?
N2 Pd2 S2 85.54(11) . . ?
C31 Pd2 S2 176.94(13) . . ?
Cl2 Pd2 S2 88.23(5) . . ?
C6 S1 C7 102.0(2) . . ?
C6 S1 Pd1 108.94(16) . . ?
C7 S1 Pd1 94.88(17) . . ?
C25 S2 C26 107.5(3) . . ?
C25 S2 Pd2 106.03(16) . . ?
C26 S2 Pd2 96.34(17) . . ?
C36 C35 C34 120.0(4) . . ?
C36 C35 C30 120.7(5) . . ?
C34 C35 C30 119.2(4) . . ?
C28 N2 C27 117.6(4) . . ?
C28 N2 Pd2 126.6(3) . . ?
C27 N2 Pd2 115.7(3) . . ?
C13 C12 C11 117.6(4) . . ?
C13 C12 Pd1 119.4(4) . . ?
C11 C12 Pd1 122.9(3) . . ?
C38 C29 C28 115.2(4) . . ?
C38 C29 C30 120.5(4) . . ?
C28 C29 C30 123.6(4) . . ?
C32 C31 C30 117.1(4) . . ?
C32 C31 Pd2 119.9(3) . . ?
C30 C31 Pd2 122.9(3) . . ?
C19 C10 C11 120.9(5) . . ?
C19 C10 C9 116.3(5) . . ?
C11 C10 C9 122.7(4) . . ?
C20 C25 C24 121.3(5) . . ?
C20 C25 S2 124.4(4) . . ?
C24 C25 S2 114.3(4) . . ?
C9 N1 C8 117.8(4) . . ?
C9 N1 Pd1 127.7(3) . . ?
C8 N1 Pd1 114.3(3) . . ?
C15 C16 C17 120.8(5) . . ?
C15 C16 C11 119.3(5) . . ?
C17 C16 C11 119.8(5) . . ?
N2 C28 C29 126.0(4) . . ?
C33 C34 C35 120.1(4) . . ?
C31 C30 C35 120.2(4) . . ?
C31 C30 C29 123.8(4) . . ?
C35 C30 C29 115.9(4) . . ?
C12 C13 C14 122.5(5) . . ?
C16 C11 C12 119.4(4) . . ?
C16 C11 C10 116.3(4) . . ?
C12 C11 C10 124.3(4) . . ?
C15 C14 C13 120.5(5) . . ?
C31 C32 C33 122.6(5) . . ?
C26 C27 N2 111.4(4) . . ?
C27 C26 S2 113.3(4) . . ?
C18 C17 C16 121.7(5) . . ?
C36 C37 C38 119.4(5) . . ?
C17 C18 C19 119.4(5) . . ?
C25 C24 C23 120.1(6) . . ?
C14 C15 C16 120.3(5) . . ?
C34 C33 C32 120.5(5) . . ?
C37 C36 C35 121.3(5) . . ?
C37 C38 C29 121.7(5) . . ?
C21 C22 C23 121.1(7) . . ?
C22 C21 C20 120.6(7) . . ?
C25 C20 C21 118.4(6) . . ?
C1 C6 C5 120.2(5) . . ?
C1 C6 S1 120.3(4) . . ?
C5 C6 S1 119.3(4) . . ?
N1 C9 C10 126.6(4) . . ?
C4 C5 C6 120.0(5) . . ?
N1 C8 C7 111.1(4) . . ?
C8 C7 S1 110.4(3) . . ?
C3 C4 C5 120.0(6) . . ?
C3 C2 C1 119.7(6) . . ?
C4 C3 C2 120.9(6) . . ?
C24 C23 C22 118.5(7) . . ?
C10 C19 C18 121.6(5) . . ?

_refine_diff_density_max         0.493
_refine_diff_density_min         -0.699
_refine_diff_density_rms         0.087

_shelxl_version_number           2014-3

_symmetry_cell_setting           ?
_symmetry_space_group_name_h-m   ?
_symmetry_int_tables_number      ?
_chemical_absolute_configuration ?

####################################################################### 
# 
# 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_C2
_database_code_depnum_ccdc_archive 'CCDC 1560843'
_audit_update_record             
;
2017-09-01 deposited with the CCDC.
2017-10-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C19 H16 Cl N Pd Se'
_chemical_formula_sum            'C19 H16 Cl N Pd Se'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            orange

_diffrn_ambient_temperature      298(2)
_chemical_formula_weight         479.14

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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           19
_space_group_name_H-M_alt        'P 21 21 21'
_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, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   5.5753(19)
_cell_length_b                   8.462(3)
_cell_length_c                   36.235(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1709.5(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    5705
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      25.68
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.862
_exptl_crystal_F_000             936
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.26
_exptl_absorpt_coefficient_mu    3.368
_shelx_estimated_absorpt_T_min   0.378
_shelx_estimated_absorpt_T_max   0.418
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.378
_exptl_absorpt_correction_T_max  0.418
_exptl_absorpt_process_details   '(SADABS; Bruker, 2014)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16432
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_av_R_equivalents  0.0445
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_theta_min         2.248
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.971
_reflns_number_total             3005
_reflns_number_gt                2922
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.674
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    0.969

_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-2014 (Sheldrick, 2014)'
_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)+(0.0553P)²+0.2609P] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.05(2)
_symmetry_cell_setting           ?
_symmetry_space_group_name_h-m   ?
_symmetry_int_tables_number      ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3005
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_ref         0.0946
_refine_ls_wR_factor_gt          0.0937
_refine_ls_goodness_of_fit_ref   1.146
_refine_ls_restrained_S_all      1.146
_refine_ls_shift/su_max          0.018
_refine_ls_shift/su_mean         0.004

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 0.82071(11) 0.28223(7) 0.87449(2) 0.03656(19) Uani 1 1 d . . . . .
Se1 Se 0.47307(14) 0.28997(10) 0.82996(2) 0.0425(2) Uani 1 1 d . . . . .
N1 N 0.7775(12) 0.0499(7) 0.87515(17) 0.0395(16) Uani 1 1 d . . . . .
Cl1 Cl 0.8273(6) 0.5573(2) 0.86779(7) 0.0639(7) Uani 1 1 d . . . . .
C12 C 1.0950(14) 0.2694(10) 0.91105(18) 0.0402(18) Uani 1 1 d . . . . .
C11 C 1.1560(16) 0.1309(10) 0.9311(2) 0.0428(19) Uani 1 1 d . . . . .
C1 C 0.5326(18) 0.1839(10) 0.7543(2) 0.051(2) Uani 1 1 d . . . . .
H1 H 0.3883 0.1306 0.7577 0.061 Uiso 1 1 calc R U . . .
C7 C 0.4036(15) 0.0685(10) 0.8388(2) 0.045(2) Uani 1 1 d . . . . .
H7A H 0.3011 0.0584 0.8603 0.054 Uiso 1 1 calc R U . . .
H7B H 0.3190 0.0248 0.8178 0.054 Uiso 1 1 calc R U . . .
C5 C 0.8506(16) 0.3493(11) 0.7777(2) 0.051(2) Uani 1 1 d . . . . .
H5 H 0.9190 0.4073 0.7967 0.061 Uiso 1 1 calc R U . . .
C16 C 1.3521(18) 0.1339(13) 0.9572(2) 0.054(2) Uani 1 1 d . . . . .
C13 C 1.2366(17) 0.3999(12) 0.9168(2) 0.054(2) Uani 1 1 d . . . . .
H13 H 1.2029 0.4910 0.9034 0.065 Uiso 1 1 calc R U . . .
C3 C 0.864(2) 0.2535(10) 0.7152(3) 0.060(3) Uani 1 1 d . . . . .
H3 H 0.9428 0.2449 0.6926 0.071 Uiso 1 1 calc R U . . .
C9 C 0.8580(16) -0.0483(9) 0.8989(2) 0.044(2) Uani 1 1 d . . . . .
H9 H 0.7956 -0.1501 0.8979 0.053 Uiso 1 1 calc R U . . .
C2 C 0.650(2) 0.1794(11) 0.7205(3) 0.066(3) Uani 1 1 d . . . . .
H2 H 0.5804 0.1244 0.7010 0.079 Uiso 1 1 calc R U . . .
C8 C 0.6290(16) -0.0203(9) 0.8449(2) 0.046(2) Uani 1 1 d . . . . .
H8A H 0.7215 -0.0209 0.8222 0.055 Uiso 1 1 calc R U . . .
H8B H 0.5907 -0.1289 0.8510 0.055 Uiso 1 1 calc R U . . .
C18 C 1.288(2) -0.1392(16) 0.9731(3) 0.079(3) Uani 1 1 d . . . . .
H18 H 1.3282 -0.2278 0.9869 0.094 Uiso 1 1 calc R U . . .
C4 C 0.9620(19) 0.3408(13) 0.7432(3) 0.062(3) Uani 1 1 d . . . . .
H4 H 1.1048 0.3951 0.7392 0.075 Uiso 1 1 calc R U . . .
C17 C 1.408(2) -0.0029(17) 0.9781(3) 0.075(3) Uani 1 1 d . . . . .
H17 H 1.5299 0.0016 0.9955 0.089 Uiso 1 1 calc R U . . .
C10 C 1.0371(17) -0.0187(11) 0.9276(2) 0.048(2) Uani 1 1 d . . . . .
C19 C 1.105(2) -0.1486(13) 0.9476(3) 0.064(3) Uani 1 1 d . . . . .
H19 H 1.0261 -0.2442 0.9439 0.076 Uiso 1 1 calc R U . . .
C6 C 0.6331(15) 0.2686(9) 0.7829(2) 0.0410(18) Uani 1 1 d . . . . .
C15 C 1.4815(17) 0.2741(15) 0.9619(2) 0.065(3) Uani 1 1 d . . . . .
H15 H 1.6047 0.2783 0.9792 0.079 Uiso 1 1 calc R U . . .
C14 C 1.429(2) 0.4035(14) 0.9416(3) 0.069(3) Uani 1 1 d . . . . .
H14 H 1.5205 0.4948 0.9442 0.083 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 N1 1.981(6) . ?
Pd1 C12 2.026(8) . ?
Pd1 Cl1 2.341(2) . ?
Pd1 Se1 2.5228(11) . ?
Se1 C6 1.933(8) . ?
Se1 C7 1.940(8) . ?
N1 C9 1.278(10) . ?
N1 C8 1.498(10) . ?
C12 C13 1.373(12) . ?
C12 C11 1.421(12) . ?
C11 C10 1.435(13) . ?
C11 C16 1.445(13) . ?
C1 C6 1.378(11) . ?
C1 C2 1.390(13) . ?
C7 C8 1.480(12) . ?
C5 C4 1.397(13) . ?
C5 C6 1.404(12) . ?
C16 C15 1.399(15) . ?
C16 C17 1.417(15) . ?
C13 C14 1.402(14) . ?
C3 C2 1.362(15) . ?
C3 C4 1.370(13) . ?
C9 C10 1.462(12) . ?
C18 C17 1.347(18) . ?
C18 C19 1.378(16) . ?
C10 C19 1.369(13) . ?
C15 C14 1.351(15) . ?

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 Pd1 C12 91.8(3) . . ?
N1 Pd1 Cl1 172.0(2) . . ?
C12 Pd1 Cl1 96.3(3) . . ?
N1 Pd1 Se1 86.6(2) . . ?
C12 Pd1 Se1 178.1(2) . . ?
Cl1 Pd1 Se1 85.40(7) . . ?
C6 Se1 C7 98.5(4) . . ?
C6 Se1 Pd1 102.0(2) . . ?
C7 Se1 Pd1 91.3(3) . . ?
C9 N1 C8 115.5(7) . . ?
C9 N1 Pd1 127.7(6) . . ?
C8 N1 Pd1 116.9(5) . . ?
C13 C12 C11 116.7(7) . . ?
C13 C12 Pd1 119.3(7) . . ?
C11 C12 Pd1 124.0(6) . . ?
C12 C11 C10 124.9(8) . . ?
C12 C11 C16 120.1(8) . . ?
C10 C11 C16 115.0(8) . . ?
C6 C1 C2 119.0(9) . . ?
C8 C7 Se1 110.2(6) . . ?
C4 C5 C6 118.7(9) . . ?
C15 C16 C17 120.9(9) . . ?
C15 C16 C11 119.0(9) . . ?
C17 C16 C11 120.0(10) . . ?
C12 C13 C14 123.7(9) . . ?
C2 C3 C4 119.5(9) . . ?
N1 C9 C10 127.4(8) . . ?
C3 C2 C1 121.7(9) . . ?
C7 C8 N1 112.1(7) . . ?
C17 C18 C19 120.5(10) . . ?
C3 C4 C5 120.9(10) . . ?
C18 C17 C16 121.2(10) . . ?
C19 C10 C11 122.3(9) . . ?
C19 C10 C9 115.2(9) . . ?
C11 C10 C9 122.0(7) . . ?
C10 C19 C18 120.8(11) . . ?
C1 C6 C5 120.2(8) . . ?
C1 C6 Se1 121.6(7) . . ?
C5 C6 Se1 118.2(6) . . ?
C14 C15 C16 120.6(9) . . ?
C15 C14 C13 119.9(10) . . ?

_refine_diff_density_max         0.646
_refine_diff_density_min         -0.698
_refine_diff_density_rms         0.094

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_C4
_database_code_depnum_ccdc_archive 'CCDC 1560845'
_audit_update_record             
;
2017-09-01 deposited with the CCDC.
2017-10-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C19 H19 Cl2 N Pd Se, C H Cl3'
_chemical_formula_sum            'C20 H20 Cl5 N Pd Se'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            yellow

_diffrn_ambient_temperature      298(2)
_chemical_formula_weight         636.98

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'
Se Se -0.0929 2.2259 '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'
Cl Cl 0.1484 0.1585 '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/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   15.624(2)
_cell_length_b                   9.9535(14)
_cell_length_c                   15.700(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.120(3)
_cell_angle_gamma                90
_cell_volume                     2435.3(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2310
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      19.46
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.737
_exptl_crystal_F_000             1248
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.26
_exptl_absorpt_coefficient_mu    2.812
_shelx_estimated_absorpt_T_min   0.472
_shelx_estimated_absorpt_T_max   0.482
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.472
_exptl_absorpt_correction_T_max  0.482
_exptl_absorpt_process_details   '(SADABS; Bruker, 2014)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22813
_diffrn_reflns_av_unetI/netI     0.0629
_diffrn_reflns_av_R_equivalents  0.0699
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.909
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.968
_reflns_number_total             4260
_reflns_number_gt                2747
_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-2014 (Sheldrick, 2014)'
_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)+(0.0927P)²+1.2724P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4260
_refine_ls_number_parameters     257
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0961
_refine_ls_R_factor_gt           0.0584
_refine_ls_wR_factor_ref         0.1690
_refine_ls_wR_factor_gt          0.1485
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.011
_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 0.57469(3) 0.49187(6) 0.42484(3) 0.0581(2) Uani 1 1 d . . . . .
Se1 Se 0.52396(5) 0.27827(8) 0.37772(5) 0.0656(3) Uani 1 1 d . . . . .
Cl1 Cl 0.65796(12) 0.3825(2) 0.52993(13) 0.0762(6) Uani 1 1 d . . . . .
Cl2 Cl 0.62249(13) 0.7003(2) 0.47490(13) 0.0760(6) Uani 1 1 d . . . . .
N1 N 0.4918(4) 0.5788(7) 0.3300(4) 0.0638(16) Uani 1 1 d D . . . .
C8 C 0.4522(5) 0.4796(8) 0.2682(5) 0.070(2) Uani 1 1 d . . . . .
H8A H 0.4023 0.5199 0.2379 0.084 Uiso 1 1 calc R U . . .
H8B H 0.4930 0.4577 0.2265 0.084 Uiso 1 1 calc R U . . .
C5 C 0.6600(5) 0.3143(10) 0.2614(6) 0.086(3) Uani 1 1 d . . . . .
H5 H 0.6731 0.3946 0.2897 0.103 Uiso 1 1 calc R U . . .
C6 C 0.5940(5) 0.2343(8) 0.2838(5) 0.068(2) Uani 1 1 d . . . . .
C7 C 0.4259(5) 0.3543(8) 0.3103(5) 0.073(2) Uani 1 1 d . . . . .
H7A H 0.4046 0.2900 0.2674 0.087 Uiso 1 1 calc R U . . .
H7B H 0.3801 0.3737 0.3470 0.087 Uiso 1 1 calc R U . . .
C9 C 0.5273(5) 0.6948(8) 0.2829(5) 0.071(2) Uani 1 1 d . . . . .
H9A H 0.5699 0.6615 0.2462 0.085 Uiso 1 1 calc R U . . .
H9B H 0.5559 0.7557 0.3239 0.085 Uiso 1 1 calc R U . . .
C10 C 0.4602(6) 0.7708(9) 0.2298(6) 0.082(2) Uani 1 1 d . . . . .
C11 C 0.4078(6) 0.8661(9) 0.2690(6) 0.081(2) Uani 1 1 d . . . . .
C16 C 0.3431(6) 0.9372(10) 0.2132(9) 0.098(3) Uani 1 1 d . . . . .
C12 C 0.4161(6) 0.8965(8) 0.3564(7) 0.088(3) Uani 1 1 d . . . . .
H12 H 0.4569 0.8523 0.3923 0.106 Uiso 1 1 calc R U . . .
C13 C 0.3630(9) 0.9935(11) 0.3894(9) 0.127(4) Uani 1 1 d . . . . .
H13 H 0.3682 1.0132 0.4474 0.153 Uiso 1 1 calc R U . . .
C19 C 0.4517(7) 0.7511(10) 0.1442(6) 0.100(3) Uani 1 1 d . . . . .
H19 H 0.4885 0.6918 0.1193 0.120 Uiso 1 1 calc R U . . .
C15 C 0.2944(8) 1.0283(13) 0.2493(12) 0.131(5) Uani 1 1 d . . . . .
H15 H 0.2529 1.0719 0.2139 0.157 Uiso 1 1 calc R U . . .
C4 C 0.7065(6) 0.2706(13) 0.1947(7) 0.103(3) Uani 1 1 d . . . . .
H4 H 0.7513 0.3233 0.1777 0.124 Uiso 1 1 calc R U . . .
C1 C 0.5744(7) 0.1181(10) 0.2403(7) 0.117(4) Uani 1 1 d . . . . .
H1 H 0.5278 0.0662 0.2540 0.140 Uiso 1 1 calc R U . . .
C17 C 0.3380(8) 0.9041(13) 0.1249(8) 0.117(4) Uani 1 1 d . . . . .
H17 H 0.2965 0.9460 0.0887 0.140 Uiso 1 1 calc R U . . .
C18 C 0.3891(10) 0.8179(14) 0.0928(8) 0.135(5) Uani 1 1 d . . . . .
H18 H 0.3837 0.8004 0.0345 0.161 Uiso 1 1 calc R U . . .
C3 C 0.6884(8) 0.1540(14) 0.1540(7) 0.113(4) Uani 1 1 d . . . . .
H3 H 0.7214 0.1266 0.1101 0.136 Uiso 1 1 calc R U . . .
C20 C 0.8318(8) 0.1587(13) 0.5025(9) 0.131(4) Uani 1 1 d . . . . .
H20 H 0.7786 0.1664 0.5317 0.157 Uiso 1 1 calc R U . . .
C2 C 0.6243(9) 0.0786(13) 0.1758(9) 0.144(5) Uani 1 1 d . . . . .
H2 H 0.6126 -0.0022 0.1475 0.172 Uiso 1 1 calc R U . . .
C14 C 0.3004(8) 1.0631(11) 0.3344(12) 0.127(5) Uani 1 1 d . . . . .
H14 H 0.2652 1.1289 0.3554 0.153 Uiso 1 1 calc R U . . .
Cl4 Cl 0.8676(6) 0.0026(6) 0.5105(6) 0.305(4) Uani 1 1 d . . . . .
Cl3 Cl 0.8139(4) 0.2055(8) 0.4025(3) 0.269(4) Uani 1 1 d . . . . .
Cl5 Cl 0.9080(5) 0.2565(8) 0.5522(4) 0.268(3) Uani 1 1 d . . . . .
H1A H 0.450(3) 0.599(7) 0.359(4) 0.08(3) Uiso 1 1 d 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
Pd1 N1 2.090(6) . ?
Pd1 Cl1 2.300(2) . ?
Pd1 Cl2 2.323(2) . ?
Pd1 Se1 2.3688(10) . ?
Se1 C6 1.948(7) . ?
Se1 C7 1.951(7) . ?
N1 C8 1.487(10) . ?
N1 C9 1.498(10) . ?
C8 C7 1.484(11) . ?
C5 C6 1.369(11) . ?
C5 C4 1.386(12) . ?
C6 C1 1.367(11) . ?
C9 C10 1.498(11) . ?
C10 C19 1.355(12) . ?
C10 C11 1.422(12) . ?
C11 C12 1.403(13) . ?
C11 C16 1.470(13) . ?
C16 C15 1.335(16) . ?
C16 C17 1.422(16) . ?
C12 C13 1.397(14) . ?
C13 C14 1.435(18) . ?
C19 C18 1.391(14) . ?
C15 C14 1.377(18) . ?
C4 C3 1.345(14) . ?
C1 C2 1.379(15) . ?
C17 C18 1.299(16) . ?
C3 C2 1.317(15) . ?
C20 Cl3 1.643(13) . ?
C20 Cl4 1.653(13) . ?
C20 Cl5 1.686(14) . ?

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 Pd1 Cl1 175.39(18) . . ?
N1 Pd1 Cl2 92.24(19) . . ?
Cl1 Pd1 Cl2 91.62(8) . . ?
N1 Pd1 Se1 88.44(18) . . ?
Cl1 Pd1 Se1 87.63(6) . . ?
Cl2 Pd1 Se1 178.26(6) . . ?
C6 Se1 C7 98.0(3) . . ?
C6 Se1 Pd1 104.2(2) . . ?
C7 Se1 Pd1 93.1(2) . . ?
C8 N1 C9 109.9(6) . . ?
C8 N1 Pd1 113.4(5) . . ?
C9 N1 Pd1 115.9(4) . . ?
C7 C8 N1 112.5(7) . . ?
C6 C5 C4 117.2(9) . . ?
C1 C6 C5 120.7(8) . . ?
C1 C6 Se1 116.8(7) . . ?
C5 C6 Se1 122.6(6) . . ?
C8 C7 Se1 109.6(5) . . ?
N1 C9 C10 113.2(6) . . ?
C19 C10 C11 120.5(9) . . ?
C19 C10 C9 119.6(9) . . ?
C11 C10 C9 119.9(8) . . ?
C12 C11 C10 123.5(9) . . ?
C12 C11 C16 119.4(10) . . ?
C10 C11 C16 117.1(9) . . ?
C15 C16 C17 125.2(13) . . ?
C15 C16 C11 117.6(13) . . ?
C17 C16 C11 117.2(11) . . ?
C11 C12 C13 119.7(11) . . ?
C12 C13 C14 120.6(13) . . ?
C10 C19 C18 121.4(12) . . ?
C16 C15 C14 125.5(15) . . ?
C3 C4 C5 121.8(10) . . ?
C6 C1 C2 119.3(10) . . ?
C18 C17 C16 122.6(12) . . ?
C17 C18 C19 121.1(13) . . ?
C2 C3 C4 120.4(11) . . ?
Cl3 C20 Cl4 111.9(9) . . ?
Cl3 C20 Cl5 110.1(8) . . ?
Cl4 C20 Cl5 106.4(8) . . ?
C3 C2 C1 120.6(11) . . ?
C15 C14 C13 117.3(12) . . ?

_refine_diff_density_max         0.809
_refine_diff_density_min         -0.651
_refine_diff_density_rms         0.112

_shelxl_version_number           2014-3

_symmetry_cell_setting           ?
_symmetry_space_group_name_h-m   ?
_symmetry_int_tables_number      ?
_chemical_absolute_configuration ?

####################################################################### 
# 
# 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_C3
_database_code_depnum_ccdc_archive 'CCDC 1560844'
_audit_update_record             
;
2017-09-01 deposited with the CCDC.
2017-10-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         '2(C19 H19 Cl2 N Pd S), C H2 Cl2'
_chemical_formula_sum            'C39 H40 Cl6 N2 Pd2 S2'
_chemical_melting_point          ?

_exptl_crystal_description       Rod
_exptl_crystal_colour            orange

_diffrn_ambient_temperature      298(2)
_chemical_formula_weight         1026.35

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'
Cl Cl 0.1484 0.1585 '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                   9.2268(17)
_cell_length_b                   11.055(2)
_cell_length_c                   21.199(4)
_cell_angle_alpha                84.460(4)
_cell_angle_beta                 82.473(4)
_cell_angle_gamma                72.438(4)
_cell_volume                     2040.1(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1156
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      18.81
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.671
_exptl_crystal_F_000             1028
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.26
_exptl_absorpt_coefficient_mu    1.408
_shelx_estimated_absorpt_T_min   0.670
_shelx_estimated_absorpt_T_max   0.694
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.670
_exptl_absorpt_correction_T_max  0.694
_exptl_absorpt_process_details   '(SADABS; Bruker, 2014)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10511
_diffrn_reflns_av_unetI/netI     0.1209
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         0.971
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.958
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.958
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.958
_reflns_number_total             7072
_reflns_number_gt                4175
_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-2014 (Sheldrick, 2014)'
_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)+(0.0603P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7072
_refine_ls_number_parameters     468
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1330
_refine_ls_R_factor_gt           0.0736
_refine_ls_wR_factor_ref         0.1598
_refine_ls_wR_factor_gt          0.1361
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_restrained_S_all      0.994
_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
Pd1 Pd 0.80066(8) 0.54909(6) 0.49807(3) 0.0417(2) Uani 1 1 d . . . . .
Pd2 Pd 0.82284(9) 0.96689(6) 1.02859(3) 0.0485(2) Uani 1 1 d . . . . .
S1 S 0.8456(3) 0.7222(2) 0.44348(11) 0.0470(6) Uani 1 1 d . . . . .
S2 S 0.9630(3) 0.7672(2) 1.00291(12) 0.0549(7) Uani 1 1 d . . . . .
Cl2 Cl 0.8084(3) 0.6373(2) 0.59111(11) 0.0595(7) Uani 1 1 d . . . . .
N2 N 0.7592(11) 0.9981(8) 0.9364(4) 0.056(2) Uani 1 1 d D . . . .
N1 N 0.8032(9) 0.4770(7) 0.4105(4) 0.0457(19) Uani 1 1 d D . . . .
C11 C 0.8303(11) 0.2106(9) 0.3494(4) 0.045(2) Uani 1 1 d . . . . .
C1 C 0.5301(11) 0.8049(8) 0.4538(4) 0.052(3) Uani 1 1 d . . . . .
H1 H 0.5317 0.7255 0.4733 0.062 Uiso 1 1 calc R U . . .
C9 C 0.6850(10) 0.4112(8) 0.4063(4) 0.052(3) Uani 1 1 d . . . . .
H9A H 0.5861 0.4744 0.4045 0.063 Uiso 1 1 calc R U . . .
H9B H 0.6789 0.3566 0.4447 0.063 Uiso 1 1 calc R U . . .
C6 C 0.6637(10) 0.8314(7) 0.4319(4) 0.038(2) Uani 1 1 d . . . . .
C2 C 0.3904(12) 0.8979(9) 0.4466(5) 0.063(3) Uani 1 1 d . . . . .
H2 H 0.2992 0.8793 0.4604 0.076 Uiso 1 1 calc R U . . .
C5 C 0.6598(11) 0.9498(8) 0.4047(5) 0.058(3) Uani 1 1 d . . . . .
H5 H 0.7507 0.9686 0.3905 0.069 Uiso 1 1 calc R U . . .
C28 C 0.5972(11) 1.0747(10) 0.9278(4) 0.060(3) Uani 1 1 d . . . . .
H28A H 0.5706 1.1499 0.9520 0.072 Uiso 1 1 calc R U . . .
H28B H 0.5294 1.0246 0.9451 0.072 Uiso 1 1 calc R U . . .
C10 C 0.7187(11) 0.3316(9) 0.3486(4) 0.050(2) Uani 1 1 d . . . . .
C12 C 0.9095(10) 0.1582(8) 0.4012(5) 0.052(3) Uani 1 1 d . . . . .
H12 H 0.8922 0.2051 0.4370 0.062 Uiso 1 1 calc R U . . .
C27 C 0.8007(13) 0.8773(9) 0.9021(4) 0.062(3) Uani 1 1 d . . . . .
H27A H 0.8030 0.8973 0.8565 0.074 Uiso 1 1 calc R U . . .
H27B H 0.7242 0.8332 0.9149 0.074 Uiso 1 1 calc R U . . .
C25 C 0.8406(12) 0.6683(8) 1.0288(5) 0.058(3) Uani 1 1 d . . . . .
C7 C 0.9012(12) 0.6546(8) 0.3665(4) 0.056(3) Uani 1 1 d . . . . .
H7A H 0.8916 0.7225 0.3332 0.068 Uiso 1 1 calc R U . . .
H7B H 1.0074 0.6035 0.3639 0.068 Uiso 1 1 calc R U . . .
C16 C 0.8602(13) 0.1376(10) 0.2940(5) 0.062(3) Uani 1 1 d . . . . .
C29 C 0.5718(13) 1.1147(11) 0.8595(5) 0.067(3) Uani 1 1 d . . . . .
C8 C 0.8032(11) 0.5738(8) 0.3560(4) 0.055(3) Uani 1 1 d . . . . .
H8A H 0.6994 0.6270 0.3521 0.066 Uiso 1 1 calc R U . . .
H8B H 0.8417 0.5312 0.3167 0.066 Uiso 1 1 calc R U . . .
C13 C 1.0111(12) 0.0412(10) 0.4017(6) 0.071(3) Uani 1 1 d . . . . .
H13 H 1.0592 0.0072 0.4381 0.085 Uiso 1 1 calc R U . . .
C19 C 0.6445(15) 0.3726(11) 0.2964(6) 0.089(4) Uani 1 1 d . . . . .
H19 H 0.5729 0.4525 0.2956 0.107 Uiso 1 1 calc R U . . .
C20 C 0.8016(14) 0.6544(9) 1.0928(5) 0.074(3) Uani 1 1 d . . . . .
H20 H 0.8327 0.6987 1.1210 0.089 Uiso 1 1 calc R U . . .
C26 C 0.9555(13) 0.7927(9) 0.9177(4) 0.063(3) Uani 1 1 d . . . . .
H26A H 1.0337 0.8316 0.8991 0.075 Uiso 1 1 calc R U . . .
H26B H 0.9765 0.7115 0.8992 0.075 Uiso 1 1 calc R U . . .
C24 C 0.7941(13) 0.6015(10) 0.9870(6) 0.078(3) Uani 1 1 d . . . . .
H24 H 0.8182 0.6128 0.9432 0.094 Uiso 1 1 calc R U . . .
C17 C 0.7749(16) 0.1885(12) 0.2424(6) 0.082(4) Uani 1 1 d . . . . .
H17 H 0.7930 0.1417 0.2065 0.098 Uiso 1 1 calc R U . . .
C30 C 0.6345(13) 1.2071(11) 0.8264(5) 0.064(3) Uani 1 1 d . . . . .
C18 C 0.6708(18) 0.2996(13) 0.2429(6) 0.102(5) Uani 1 1 d . . . . .
H18 H 0.6149 0.3298 0.2083 0.122 Uiso 1 1 calc R U . . .
C35 C 0.6169(15) 1.2389(14) 0.7602(6) 0.089(5) Uani 1 1 d . . . . .
C22 C 0.6720(15) 0.5049(11) 1.0755(7) 0.088(4) Uani 1 1 d . . . . .
H22 H 0.6162 0.4494 1.0919 0.105 Uiso 1 1 calc R U . . .
C14 C 1.0438(14) -0.0283(12) 0.3476(8) 0.093(4) Uani 1 1 d . . . . .
H14 H 1.1168 -0.1076 0.3476 0.111 Uiso 1 1 calc R U . . .
C34 C 0.684(2) 1.3293(15) 0.7277(7) 0.141(10) Uani 1 1 d . . . . .
H34 H 0.6792 1.3471 0.6842 0.169 Uiso 1 1 calc R U . . .
C15 C 0.9710(16) 0.0177(11) 0.2950(6) 0.083(4) Uani 1 1 d . . . . .
H15 H 0.9942 -0.0302 0.2594 0.100 Uiso 1 1 calc R U . . .
C33 C 0.757(2) 1.3906(15) 0.7598(10) 0.138(9) Uani 1 1 d . . . . .
H33 H 0.7975 1.4522 0.7378 0.166 Uiso 1 1 calc R U . . .
C23 C 0.7119(15) 0.5182(10) 1.0108(7) 0.093(4) Uani 1 1 d . . . . .
H23 H 0.6835 0.4711 0.9832 0.111 Uiso 1 1 calc R U . . .
C31 C 0.7123(13) 1.2751(11) 0.8549(6) 0.076(4) Uani 1 1 d . . . . .
H31 H 0.7231 1.2578 0.8981 0.092 Uiso 1 1 calc R U . . .
C21 C 0.7158(16) 0.5743(12) 1.1149(6) 0.096(4) Uani 1 1 d . . . . .
H21 H 0.6864 0.5671 1.1584 0.116 Uiso 1 1 calc R U . . .
C32 C 0.7730(17) 1.3645(13) 0.8232(8) 0.122(6) Uani 1 1 d . . . . .
H32 H 0.8238 1.4068 0.8442 0.146 Uiso 1 1 calc R U . . .
C37 C 0.4665(17) 1.0902(16) 0.7657(7) 0.111(6) Uani 1 1 d . . . . .
H37 H 0.4076 1.0528 0.7462 0.133 Uiso 1 1 calc R U . . .
Cl1 Cl 0.7568(3) 0.3715(2) 0.55427(11) 0.0588(7) Uani 1 1 d . . . . .
Cl4 Cl 0.9168(3) 0.9244(2) 1.12588(11) 0.0605(7) Uani 1 1 d . . . . .
Cl3 Cl 0.6808(3) 1.1703(2) 1.05497(13) 0.0697(8) Uani 1 1 d . . . . .
C38 C 0.4908(13) 1.0586(11) 0.8281(6) 0.076(3) Uani 1 1 d . . . . .
H38 H 0.4510 0.9968 0.8501 0.092 Uiso 1 1 calc R U . . .
C4 C 0.5213(13) 1.0415(9) 0.3983(5) 0.066(3) Uani 1 1 d . . . . .
H4 H 0.5193 1.1213 0.3793 0.079 Uiso 1 1 calc R U . . .
C36 C 0.529(2) 1.1765(17) 0.7325(6) 0.118(8) Uani 1 1 d . . . . .
H36 H 0.5136 1.1957 0.6897 0.141 Uiso 1 1 calc R U . . .
C3 C 0.3875(12) 1.0146(9) 0.4198(5) 0.061(3) Uani 1 1 d . . . . .
H3 H 0.2945 1.0765 0.4161 0.073 Uiso 1 1 calc R U . . .
Cl5 Cl 0.3561(15) 0.2710(14) 0.1997(11) 0.547(13) Uani 1 1 d . . . . .
C39 C 0.232(3) 0.227(3) 0.2648(9) 0.220(12) Uani 1 1 d . . . . .
H39A H 0.2496 0.2446 0.3065 0.264 Uiso 1 1 calc R U . . .
H39B H 0.2249 0.1410 0.2643 0.264 Uiso 1 1 calc R U . . .
Cl6 Cl 0.0645(12) 0.3598(10) 0.2261(4) 0.281(4) Uani 1 1 d . . . . .
H2A H 0.826(6) 1.036(6) 0.925(3) 0.02(2) Uiso 1 1 d D . . . .
H1A H 0.891(4) 0.422(5) 0.412(3) 0.03(2) Uiso 1 1 d 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
Pd1 N1 2.084(7) . ?
Pd1 S1 2.259(2) . ?
Pd1 Cl2 2.301(2) . ?
Pd1 Cl1 2.311(2) . ?
Pd2 N2 2.082(8) . ?
Pd2 S2 2.273(3) . ?
Pd2 Cl4 2.294(3) . ?
Pd2 Cl3 2.315(3) . ?
S1 C6 1.778(8) . ?
S1 C7 1.809(9) . ?
S2 C25 1.799(11) . ?
S2 C26 1.808(9) . ?
N2 C28 1.504(12) . ?
N2 C27 1.504(12) . ?
N1 C8 1.497(11) . ?
N1 C9 1.498(11) . ?
C11 C12 1.382(12) . ?
C11 C10 1.421(12) . ?
C11 C16 1.440(13) . ?
C1 C6 1.365(12) . ?
C1 C2 1.401(11) . ?
C9 C10 1.521(12) . ?
C6 C5 1.371(11) . ?
C2 C3 1.352(12) . ?
C5 C4 1.384(12) . ?
C28 C29 1.500(12) . ?
C10 C19 1.347(13) . ?
C12 C13 1.349(12) . ?
C27 C26 1.511(13) . ?
C25 C20 1.362(13) . ?
C25 C24 1.391(14) . ?
C7 C8 1.498(13) . ?
C16 C17 1.404(15) . ?
C16 C15 1.409(14) . ?
C29 C38 1.369(15) . ?
C29 C30 1.408(15) . ?
C13 C14 1.392(15) . ?
C19 C18 1.407(15) . ?
C20 C21 1.370(15) . ?
C24 C23 1.382(15) . ?
C17 C18 1.311(16) . ?
C30 C31 1.403(16) . ?
C30 C35 1.431(15) . ?
C35 C34 1.41(2) . ?
C35 C36 1.42(2) . ?
C22 C21 1.359(17) . ?
C22 C23 1.379(16) . ?
C14 C15 1.354(16) . ?
C34 C33 1.36(3) . ?
C33 C32 1.36(2) . ?
C31 C32 1.360(16) . ?
C37 C36 1.35(2) . ?
C37 C38 1.365(16) . ?
C4 C3 1.367(13) . ?
Cl5 C39 1.80(3) . ?
C39 Cl6 1.98(3) . ?

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 Pd1 S1 87.7(2) . . ?
N1 Pd1 Cl2 175.9(2) . . ?
S1 Pd1 Cl2 88.59(9) . . ?
N1 Pd1 Cl1 92.5(2) . . ?
S1 Pd1 Cl1 179.49(10) . . ?
Cl2 Pd1 Cl1 91.19(9) . . ?
N2 Pd2 S2 87.8(2) . . ?
N2 Pd2 Cl4 174.5(3) . . ?
S2 Pd2 Cl4 88.38(9) . . ?
N2 Pd2 Cl3 92.3(2) . . ?
S2 Pd2 Cl3 179.79(11) . . ?
Cl4 Pd2 Cl3 91.44(9) . . ?
C6 S1 C7 101.3(4) . . ?
C6 S1 Pd1 106.5(3) . . ?
C7 S1 Pd1 96.9(3) . . ?
C25 S2 C26 104.8(5) . . ?
C25 S2 Pd2 105.5(3) . . ?
C26 S2 Pd2 96.9(3) . . ?
C28 N2 C27 110.0(8) . . ?
C28 N2 Pd2 117.6(6) . . ?
C27 N2 Pd2 112.5(6) . . ?
C8 N1 C9 110.7(7) . . ?
C8 N1 Pd1 112.5(6) . . ?
C9 N1 Pd1 116.2(6) . . ?
C12 C11 C10 123.4(8) . . ?
C12 C11 C16 118.2(9) . . ?
C10 C11 C16 118.4(9) . . ?
C6 C1 C2 119.6(8) . . ?
N1 C9 C10 113.1(8) . . ?
C1 C6 C5 119.6(8) . . ?
C1 C6 S1 122.4(7) . . ?
C5 C6 S1 117.7(7) . . ?
C3 C2 C1 120.4(10) . . ?
C6 C5 C4 120.4(9) . . ?
N2 C28 C29 113.3(8) . . ?
C19 C10 C11 118.8(10) . . ?
C19 C10 C9 121.6(9) . . ?
C11 C10 C9 119.6(8) . . ?
C13 C12 C11 122.3(10) . . ?
N2 C27 C26 109.9(8) . . ?
C20 C25 C24 120.2(10) . . ?
C20 C25 S2 117.0(8) . . ?
C24 C25 S2 122.7(9) . . ?
C8 C7 S1 110.9(7) . . ?
C17 C16 C15 123.6(11) . . ?
C17 C16 C11 118.2(10) . . ?
C15 C16 C11 118.2(11) . . ?
C38 C29 C30 119.2(11) . . ?
C38 C29 C28 120.1(11) . . ?
C30 C29 C28 120.6(11) . . ?
N1 C8 C7 110.3(8) . . ?
C12 C13 C14 119.8(11) . . ?
C10 C19 C18 122.7(11) . . ?
C25 C20 C21 119.0(11) . . ?
C27 C26 S2 111.2(7) . . ?
C23 C24 C25 119.5(12) . . ?
C18 C17 C16 122.5(12) . . ?
C31 C30 C29 123.8(10) . . ?
C31 C30 C35 116.2(13) . . ?
C29 C30 C35 120.0(13) . . ?
C17 C18 C19 119.4(12) . . ?
C34 C35 C36 125.0(16) . . ?
C34 C35 C30 118.9(17) . . ?
C36 C35 C30 116.2(14) . . ?
C21 C22 C23 118.8(12) . . ?
C15 C14 C13 121.0(11) . . ?
C33 C34 C35 120.4(17) . . ?
C14 C15 C16 120.5(11) . . ?
C32 C33 C34 122.1(19) . . ?
C22 C23 C24 120.1(12) . . ?
C32 C31 C30 124.2(14) . . ?
C22 C21 C20 122.4(12) . . ?
C31 C32 C33 118.3(18) . . ?
C36 C37 C38 119.4(16) . . ?
C37 C38 C29 122.4(14) . . ?
C3 C4 C5 120.0(9) . . ?
C37 C36 C35 122.7(14) . . ?
C2 C3 C4 120.0(10) . . ?
Cl5 C39 Cl6 85.5(14) . . ?

_refine_diff_density_max         0.819
_refine_diff_density_min         -0.683
_refine_diff_density_rms         0.116

_shelxl_version_number           2014-3

_symmetry_cell_setting           ?
_symmetry_space_group_name_h-m   ?
_symmetry_int_tables_number      ?
_chemical_absolute_configuration ?

####################################################################### 
# 
# 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_L1
_database_code_depnum_ccdc_archive 'CCDC 1560846'
_audit_update_record             
;
2017-09-01 deposited with the CCDC.
2017-10-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C19 H17 N S'
_chemical_formula_sum            'C19 H17 N S'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            colourless

_diffrn_ambient_temperature      298(2)
_chemical_formula_weight         291.40

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   5.247(2)
_cell_length_b                   14.195(6)
_cell_length_c                   10.646(4)
_cell_angle_alpha                90
_cell_angle_beta                 101.610(8)
_cell_angle_gamma                90
_cell_volume                     776.7(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1018
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      20.28
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_F_000             308
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.26
_exptl_absorpt_coefficient_mu    0.201
_shelx_estimated_absorpt_T_min   0.942
_shelx_estimated_absorpt_T_max   0.950
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.942
_exptl_absorpt_correction_T_max  0.950
_exptl_absorpt_process_details   '(SADABS; Bruker, 2014)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3946
_diffrn_reflns_av_unetI/netI     0.0504
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.953
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_point_group_measured_fraction_full 0.930
_reflns_number_total             2617
_reflns_number_gt                2072
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.839
_reflns_Friedel_fraction_max     0.916
_reflns_Friedel_fraction_full    0.888

_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-2014 (Sheldrick, 2014)'
_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)+(0.0558P)²+0.2873P] 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_abs_structure_details 
;
 Flack x determined using 779 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.03(6)
_symmetry_cell_setting           ?
_symmetry_space_group_name_h-m   ?
_symmetry_int_tables_number      ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2617
_refine_ls_number_parameters     190
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0777
_refine_ls_R_factor_gt           0.0617
_refine_ls_wR_factor_ref         0.1438
_refine_ls_wR_factor_gt          0.1343
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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
S1 S 0.3107(4) 0.34758(12) 0.62798(17) 0.0785(6) Uani 1 1 d . . . . .
C11 C 0.8560(10) 0.5449(4) 1.0616(5) 0.0533(14) Uani 1 1 d . . . . .
C6 C 0.3359(11) 0.2456(4) 0.5364(5) 0.0579(14) Uani 1 1 d . . . . .
C10 C 0.6785(10) 0.4688(4) 1.0663(6) 0.0569(15) Uani 1 1 d . . . . .
C19 C 0.7257(13) 0.4070(5) 1.1649(7) 0.0728(18) Uani 1 1 d . . . . .
H19 H 0.6094 0.3578 1.1670 0.087 Uiso 1 1 calc R U . . .
C12 C 0.8254(12) 0.6130(5) 0.9615(6) 0.0689(16) Uani 1 1 d . . . . .
H12 H 0.6801 0.6110 0.8951 0.083 Uiso 1 1 calc R U . . .
C16 C 1.0796(11) 0.5521(4) 1.1619(6) 0.0597(15) Uani 1 1 d . . . . .
C18 C 0.9451(15) 0.4149(5) 1.2642(6) 0.0801(19) Uani 1 1 d . . . . .
H18 H 0.9713 0.3717 1.3313 0.096 Uiso 1 1 calc R U . . .
C1 C 0.5028(14) 0.2510(5) 0.4516(6) 0.0790(19) Uani 1 1 d . . . . .
H1 H 0.5900 0.3070 0.4434 0.095 Uiso 1 1 calc R U . . .
C5 C 0.2041(12) 0.1627(4) 0.5450(6) 0.0680(16) Uani 1 1 d . . . . .
H5 H 0.0891 0.1582 0.6007 0.082 Uiso 1 1 calc R U . . .
C2 C 0.5412(15) 0.1734(6) 0.3783(7) 0.093(2) Uani 1 1 d . . . . .
H2 H 0.6550 0.1771 0.3219 0.111 Uiso 1 1 calc R U . . .
C4 C 0.2429(16) 0.0866(5) 0.4709(7) 0.083(2) Uani 1 1 d . . . . .
H4 H 0.1522 0.0310 0.4767 0.100 Uiso 1 1 calc R U . . .
C17 C 1.1205(13) 0.4858(6) 1.2627(6) 0.0777(19) Uani 1 1 d . . . . .
H17 H 1.2670 0.4903 1.3282 0.093 Uiso 1 1 calc R U . . .
C14 C 1.2256(15) 0.6879(6) 1.0604(10) 0.093(2) Uani 1 1 d . . . . .
H14 H 1.3469 0.7354 1.0588 0.111 Uiso 1 1 calc R U . . .
C15 C 1.2610(12) 0.6247(5) 1.1587(8) 0.0765(19) Uani 1 1 d . . . . .
H15 H 1.4067 0.6296 1.2245 0.092 Uiso 1 1 calc R U . . .
C3 C 0.4105(18) 0.0911(6) 0.3897(7) 0.090(2) Uani 1 1 d . . . . .
H3 H 0.4370 0.0386 0.3417 0.108 Uiso 1 1 calc R U . . .
C13 C 1.0081(16) 0.6808(5) 0.9629(8) 0.087(2) Uani 1 1 d . . . . .
H13 H 0.9863 0.7241 0.8960 0.105 Uiso 1 1 calc R U . . .
C7 C 0.1035(11) 0.3136(4) 0.7360(6) 0.0652(16) Uani 1 1 d . . . . .
H7A H -0.0700 0.3004 0.6877 0.078 Uiso 1 1 calc R U . . .
H7B H 0.1706 0.2567 0.7814 0.078 Uiso 1 1 calc R U . . .
N1 N 0.3282(12) 0.3906(5) 0.9318(6) 0.0944(19) Uani 1 1 d . . . . .
C8 C 0.0917(12) 0.3911(5) 0.8306(7) 0.0759(19) Uani 1 1 d . . . . .
H8A H 0.0755 0.4514 0.7868 0.091 Uiso 1 1 calc R U . . .
H8B H -0.0599 0.3825 0.8686 0.091 Uiso 1 1 calc R U . . .
C9 C 0.4393(12) 0.4589(5) 0.9606(8) 0.083(2) Uani 1 1 d . . . . .
H9 H 0.3776 0.5131 0.9154 0.099 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
S1 C6 1.765(6) . ?
S1 C7 1.800(7) . ?
C11 C16 1.422(7) . ?
C11 C12 1.424(8) . ?
C11 C10 1.434(8) . ?
C6 C5 1.377(8) . ?
C6 C1 1.381(8) . ?
C10 C19 1.352(8) . ?
C10 C9 1.514(9) . ?
C19 C18 1.402(9) . ?
C12 C13 1.356(9) . ?
C16 C15 1.408(9) . ?
C16 C17 1.412(9) . ?
C18 C17 1.366(10) . ?
C1 C2 1.388(10) . ?
C5 C4 1.377(8) . ?
C2 C3 1.371(11) . ?
C4 C3 1.353(11) . ?
C14 C15 1.362(11) . ?
C14 C13 1.383(11) . ?
C7 C8 1.501(8) . ?
N1 C9 1.141(8) . ?
N1 C8 1.471(9) . ?

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 S1 C7 104.8(3) . . ?
C16 C11 C12 117.7(6) . . ?
C16 C11 C10 118.1(6) . . ?
C12 C11 C10 124.2(5) . . ?
C5 C6 C1 118.9(6) . . ?
C5 C6 S1 124.7(5) . . ?
C1 C6 S1 116.4(5) . . ?
C19 C10 C11 119.8(5) . . ?
C19 C10 C9 120.8(6) . . ?
C11 C10 C9 119.4(6) . . ?
C10 C19 C18 121.8(6) . . ?
C13 C12 C11 120.0(6) . . ?
C15 C16 C17 120.4(6) . . ?
C15 C16 C11 119.6(6) . . ?
C17 C16 C11 119.9(6) . . ?
C17 C18 C19 120.2(6) . . ?
C6 C1 C2 120.5(7) . . ?
C6 C5 C4 119.9(6) . . ?
C3 C2 C1 119.6(7) . . ?
C3 C4 C5 121.2(7) . . ?
C18 C17 C16 120.0(6) . . ?
C15 C14 C13 119.5(7) . . ?
C14 C15 C16 120.8(7) . . ?
C4 C3 C2 119.9(7) . . ?
C12 C13 C14 122.3(8) . . ?
C8 C7 S1 110.1(4) . . ?
C9 N1 C8 120.2(8) . . ?
N1 C8 C7 110.2(5) . . ?
N1 C9 C10 125.5(8) . . ?

_refine_diff_density_max         0.472
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.038

_shelxl_version_number           2014-3

