# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
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#  data retrieval see:
#                         www.ccdc.cam.ac.uk
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#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_complex1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H13 Cl2 N Pd S'
_chemical_formula_sum            'C9 H13 Cl2 N Pd S'
_chemical_formula_weight         344.57

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.6716(18)
_cell_length_b                   13.846(2)
_cell_length_c                   8.2794(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.956(3)
_cell_angle_gamma                90.00
_cell_volume                     1157.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.978
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             680
_exptl_absorpt_coefficient_mu    2.205
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5672
_exptl_absorpt_correction_T_max  0.6086
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10640
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_sigmaI/netI    0.0249
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2040
_reflns_number_gt                1958
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0158P)²+0.8845P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2040
_refine_ls_number_parameters     127
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0207
_refine_ls_R_factor_gt           0.0198
_refine_ls_wR_factor_ref         0.0490
_refine_ls_wR_factor_gt          0.0486
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.0269(3) 0.8832(2) 0.2717(4) 0.0546(8) Uani 1 1 d . . .
H1 H 1.0368 0.9473 0.2445 0.065 Uiso 1 1 calc R . .
C2 C 1.1256(3) 0.8173(3) 0.2822(5) 0.0675(10) Uani 1 1 d . . .
H2 H 1.2025 0.8372 0.2624 0.081 Uiso 1 1 calc R . .
C3 C 1.1119(3) 0.7224(3) 0.3215(4) 0.0591(8) Uani 1 1 d . . .
H3 H 1.1792 0.6782 0.3288 0.071 Uiso 1 1 calc R . .
C4 C 0.9986(3) 0.6938(2) 0.3498(4) 0.0530(7) Uani 1 1 d . . .
H4 H 0.9893 0.6297 0.3776 0.064 Uiso 1 1 calc R . .
C5 C 0.8977(3) 0.7582(2) 0.3379(4) 0.0451(6) Uani 1 1 d . . .
H5 H 0.8198 0.7375 0.3542 0.054 Uiso 1 1 calc R . .
C6 C 0.9133(2) 0.85359(18) 0.3017(3) 0.0366(6) Uani 1 1 d . . .
C7 C 0.7528(3) 0.9310(2) 0.4799(3) 0.0466(7) Uani 1 1 d . . .
H7A H 0.8330 0.9116 0.5693 0.056 Uiso 1 1 calc R . .
H7B H 0.7275 0.9937 0.5116 0.056 Uiso 1 1 calc R . .
C8 C 0.6455(3) 0.8603(2) 0.4785(3) 0.0437(6) Uani 1 1 d . . .
H8A H 0.6706 0.7968 0.4498 0.052 Uiso 1 1 calc R . .
H8B H 0.6391 0.8566 0.5926 0.052 Uiso 1 1 calc R . .
C9 C 0.5121(3) 0.8852(2) 0.3561(3) 0.0411(6) Uani 1 1 d . . .
H9A H 0.4447 0.8531 0.3919 0.049 Uiso 1 1 calc R . .
H9B H 0.4985 0.9543 0.3604 0.049 Uiso 1 1 calc R . .
Cl1 Cl 0.45000(6) 0.86648(5) -0.19952(8) 0.03903(15) Uani 1 1 d . . .
Cl2 Cl 0.74886(7) 0.97251(5) -0.09426(8) 0.04292(16) Uani 1 1 d . . .
N1 N 0.4953(2) 0.85730(15) 0.1781(3) 0.0356(5) Uani 1 1 d . . .
H1A H 0.4122 0.8738 0.1151 0.043 Uiso 1 1 calc R . .
H1B H 0.4994 0.7924 0.1760 0.043 Uiso 1 1 calc R . .
Pd1 Pd 0.618073(17) 0.908144(12) 0.05208(2) 0.02879(8) Uani 1 1 d . . .
S1 S 0.79274(6) 0.94581(5) 0.28601(8) 0.03708(15) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0398(16) 0.0502(17) 0.071(2) 0.0085(16) 0.0141(15) -0.0071(14)
C2 0.0333(17) 0.080(2) 0.090(3) 0.009(2) 0.0215(17) -0.0017(16)
C3 0.0399(17) 0.067(2) 0.066(2) 0.0046(17) 0.0116(15) 0.0143(15)
C4 0.0534(18) 0.0415(16) 0.0637(19) 0.0037(14) 0.0186(15) 0.0045(14)
C5 0.0404(15) 0.0415(15) 0.0566(17) -0.0001(13) 0.0201(13) -0.0025(12)
C6 0.0311(13) 0.0382(14) 0.0364(14) -0.0025(11) 0.0054(11) -0.0014(11)
C7 0.0525(17) 0.0510(16) 0.0350(14) -0.0072(12) 0.0123(13) -0.0002(14)
C8 0.0530(17) 0.0469(16) 0.0334(14) 0.0016(12) 0.0172(13) -0.0001(13)
C9 0.0477(16) 0.0419(14) 0.0400(14) 0.0000(12) 0.0230(13) 0.0013(12)
Cl1 0.0408(3) 0.0371(3) 0.0367(3) -0.0042(3) 0.0093(3) 0.0014(3)
Cl2 0.0399(4) 0.0517(4) 0.0430(4) 0.0066(3) 0.0215(3) 0.0018(3)
N1 0.0376(12) 0.0337(11) 0.0362(11) 0.0025(9) 0.0128(9) -0.0024(9)
Pd1 0.03227(12) 0.02567(12) 0.03015(12) 0.00057(7) 0.01248(9) 0.00218(7)
S1 0.0396(4) 0.0323(3) 0.0380(3) -0.0030(3) 0.0107(3) -0.0025(3)

_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 C2 1.374(5) . ?
C1 C6 1.377(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.372(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.364(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.377(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.376(4) . ?
C5 H5 0.9300 . ?
C6 S1 1.787(3) . ?
C7 C8 1.504(4) . ?
C7 S1 1.801(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.495(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 N1 1.477(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
Cl1 Pd1 2.3370(7) . ?
Cl2 Pd1 2.3041(7) . ?
N1 Pd1 2.047(2) . ?
N1 H1A 0.9000 . ?
N1 H1B 0.9000 . ?
Pd1 S1 2.2698(7) . ?

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
C2 C1 C6 119.5(3) . . ?
C2 C1 H1 120.2 . . ?
C6 C1 H1 120.2 . . ?
C3 C2 C1 120.8(3) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C4 C3 C2 119.2(3) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 121.0(3) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C6 C5 C4 119.4(3) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C5 C6 C1 120.0(3) . . ?
C5 C6 S1 124.5(2) . . ?
C1 C6 S1 115.5(2) . . ?
C8 C7 S1 117.86(19) . . ?
C8 C7 H7A 107.8 . . ?
S1 C7 H7A 107.8 . . ?
C8 C7 H7B 107.8 . . ?
S1 C7 H7B 107.8 . . ?
H7A C7 H7B 107.2 . . ?
C9 C8 C7 114.2(2) . . ?
C9 C8 H8A 108.7 . . ?
C7 C8 H8A 108.7 . . ?
C9 C8 H8B 108.7 . . ?
C7 C8 H8B 108.7 . . ?
H8A C8 H8B 107.6 . . ?
N1 C9 C8 113.4(2) . . ?
N1 C9 H9A 108.9 . . ?
C8 C9 H9A 108.9 . . ?
N1 C9 H9B 108.9 . . ?
C8 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
C9 N1 Pd1 121.89(16) . . ?
C9 N1 H1A 106.9 . . ?
Pd1 N1 H1A 106.9 . . ?
C9 N1 H1B 106.9 . . ?
Pd1 N1 H1B 106.9 . . ?
H1A N1 H1B 106.7 . . ?
N1 Pd1 S1 97.37(6) . . ?
N1 Pd1 Cl2 176.91(6) . . ?
S1 Pd1 Cl2 83.69(3) . . ?
N1 Pd1 Cl1 86.36(6) . . ?
S1 Pd1 Cl1 175.58(2) . . ?
Cl2 Pd1 Cl1 92.71(3) . . ?
C6 S1 C7 103.13(13) . . ?
C6 S1 Pd1 105.67(8) . . ?
C7 S1 Pd1 111.59(10) . . ?

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
C6 C1 C2 C3 0.3(6) . . . . ?
C1 C2 C3 C4 0.2(6) . . . . ?
C2 C3 C4 C5 0.6(5) . . . . ?
C3 C4 C5 C6 -1.9(5) . . . . ?
C4 C5 C6 C1 2.3(4) . . . . ?
C4 C5 C6 S1 -178.8(2) . . . . ?
C2 C1 C6 C5 -1.5(5) . . . . ?
C2 C1 C6 S1 179.5(3) . . . . ?
S1 C7 C8 C9 -62.4(3) . . . . ?
C7 C8 C9 N1 80.4(3) . . . . ?
C8 C9 N1 Pd1 -58.2(3) . . . . ?
C9 N1 Pd1 S1 22.28(19) . . . . ?
C9 N1 Pd1 Cl2 -87.4(12) . . . . ?
C9 N1 Pd1 Cl1 -160.11(19) . . . . ?
C5 C6 S1 C7 50.3(3) . . . . ?
C1 C6 S1 C7 -130.8(2) . . . . ?
C5 C6 S1 Pd1 -66.9(2) . . . . ?
C1 C6 S1 Pd1 112.0(2) . . . . ?
C8 C7 S1 C6 -87.2(2) . . . . ?
C8 C7 S1 Pd1 25.8(3) . . . . ?
N1 Pd1 S1 C6 105.03(11) . . . . ?
Cl2 Pd1 S1 C6 -77.90(9) . . . . ?
Cl1 Pd1 S1 C6 -42.3(3) . . . . ?
N1 Pd1 S1 C7 -6.36(13) . . . . ?
Cl2 Pd1 S1 C7 170.71(11) . . . . ?
Cl1 Pd1 S1 C7 -153.7(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.417
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.063
_database_code_depnum_ccdc_archive 'CCDC 978043'
