# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1471506'
_audit_update_record             
;
2017-04-12 deposited with the CCDC.
2017-05-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H13 Cl N4 Pt S'
_chemical_formula_weight         451.84

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'
Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   15.957(3)
_cell_length_b                   15.120(2)
_cell_length_c                   12.362(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 122.314(2)
_cell_angle_gamma                90.00
_cell_volume                     2520.7(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    11172
_cell_measurement_theta_min      1.8476
_cell_measurement_theta_max      27.9183

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.381
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1696
_exptl_absorpt_coefficient_mu    11.492
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2071
_exptl_absorpt_correction_T_max  0.3393
_exptl_absorpt_process_details   crystalclear

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'rigaku saturn'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            15956
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_av_sigmaI/netI    0.0202
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.02
_diffrn_reflns_theta_max         27.50
_reflns_number_total             2885
_reflns_number_gt                2597
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       crystalclear
_computing_cell_refinement       crystalclear
_computing_data_reduction        crystalclear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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 > 2sigma(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)+(0.0104P)²+7.4132P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2885
_refine_ls_number_parameters     166
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0206
_refine_ls_R_factor_gt           0.0154
_refine_ls_wR_factor_ref         0.0302
_refine_ls_wR_factor_gt          0.0289
_refine_ls_goodness_of_fit_ref   0.979
_refine_ls_restrained_S_all      0.979
_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
Pt1 Pt 0.078758(8) 0.238284(6) 0.460691(10) 0.01266(4) Uani 1 1 d . . .
S1 S 0.06086(5) 0.37584(4) 0.51644(7) 0.01561(14) Uani 1 1 d . . .
Cl1 Cl 0.01628(5) 0.16307(5) 0.56573(7) 0.02105(15) Uani 1 1 d . . .
N1 N 0.11055(17) 0.13013(14) 0.3904(2) 0.0147(5) Uani 1 1 d . . .
C1 C 0.1002(2) 0.04428(18) 0.4077(3) 0.0189(6) Uani 1 1 d . . .
H1A H 0.0740 0.0288 0.4566 0.023 Uiso 1 1 calc R . .
C5 C 0.14835(19) 0.15356(18) 0.3178(3) 0.0153(6) Uani 1 1 d . . .
N2 N 0.13040(16) 0.29795(15) 0.3674(2) 0.0132(5) Uani 1 1 d . . .
N4 N 0.10821(17) 0.51748(14) 0.4327(2) 0.0155(5) Uani 1 1 d . . .
H4A H 0.0926 0.5448 0.4805 0.019 Uiso 1 1 calc R . .
C6 C 0.15656(19) 0.24845(17) 0.3037(3) 0.0144(5) Uani 1 1 d . . .
C13 C 0.1372(2) 0.56915(18) 0.3579(3) 0.0180(6) Uani 1 1 d . . .
H13A H 0.0900 0.5593 0.2673 0.022 Uiso 1 1 calc R . .
H13B H 0.2020 0.5501 0.3777 0.022 Uiso 1 1 calc R . .
C3 C 0.1663(2) 0.0007(2) 0.2828(3) 0.0231(7) Uani 1 1 d . . .
H3A H 0.1852 -0.0431 0.2473 0.028 Uiso 1 1 calc R . .
C2 C 0.1272(2) -0.02186(19) 0.3553(3) 0.0219(6) Uani 1 1 d . . .
H2A H 0.1191 -0.0810 0.3685 0.026 Uiso 1 1 calc R . .
C4 C 0.1772(2) 0.08924(19) 0.2636(3) 0.0198(6) Uani 1 1 d . . .
H4B H 0.2035 0.1054 0.2151 0.024 Uiso 1 1 calc R . .
N3 N 0.13669(17) 0.38846(14) 0.3631(2) 0.0146(5) Uani 1 1 d . . .
C7 C 0.1922(2) 0.2855(2) 0.2234(3) 0.0174(6) Uani 1 1 d D . .
C8 C 0.1053(2) 0.42905(18) 0.4291(3) 0.0144(5) Uani 1 1 d . . .
C14 C 0.1404(3) 0.66639(19) 0.3876(3) 0.0292(7) Uani 1 1 d . . .
H14A H 0.1592 0.6995 0.3376 0.044 Uiso 1 1 calc R . .
H14B H 0.1879 0.6762 0.4769 0.044 Uiso 1 1 calc R . .
H14C H 0.0760 0.6853 0.3672 0.044 Uiso 1 1 calc R . .
H7C H 0.162(2) 0.2544(19) 0.1438(18) 0.029(9) Uiso 1 1 d D . .
H7A H 0.172(2) 0.3461(10) 0.202(3) 0.033(10) Uiso 1 1 d D . .
H7B H 0.2629(8) 0.284(2) 0.270(3) 0.035(10) 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
Pt1 N2 1.959(2) . ?
Pt1 N1 2.039(2) . ?
Pt1 S1 2.2568(7) . ?
Pt1 Cl1 2.3146(7) . ?
S1 C8 1.770(3) . ?
N1 C1 1.340(3) . ?
N1 C5 1.369(3) . ?
C1 C2 1.380(4) . ?
C5 C4 1.391(4) . ?
C5 C6 1.460(4) . ?
N2 C6 1.307(3) . ?
N2 N3 1.375(3) . ?
N4 C8 1.338(3) . ?
N4 C13 1.462(3) . ?
C6 C7 1.492(4) . ?
C13 C14 1.510(4) . ?
C3 C4 1.386(4) . ?
C3 C2 1.381(4) . ?
N3 C8 1.315(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
N2 Pt1 N1 80.79(9) . . ?
N2 Pt1 S1 85.24(7) . . ?
N1 Pt1 S1 165.98(7) . . ?
N2 Pt1 Cl1 177.77(7) . . ?
N1 Pt1 Cl1 97.17(7) . . ?
S1 Pt1 Cl1 96.82(3) . . ?
C8 S1 Pt1 94.32(9) . . ?
C1 N1 C5 119.4(2) . . ?
C1 N1 Pt1 129.0(2) . . ?
C5 N1 Pt1 111.65(17) . . ?
N1 C1 C2 122.1(3) . . ?
N1 C5 C4 120.7(3) . . ?
N1 C5 C6 115.6(2) . . ?
C4 C5 C6 123.8(3) . . ?
C6 N2 N3 119.5(2) . . ?
C6 N2 Pt1 117.49(18) . . ?
N3 N2 Pt1 122.92(17) . . ?
C8 N4 C13 122.1(2) . . ?
N2 C6 C5 114.4(2) . . ?
N2 C6 C7 123.0(2) . . ?
C5 C6 C7 122.6(2) . . ?
N4 C13 C14 110.3(2) . . ?
C4 C3 C2 119.5(3) . . ?
C1 C2 C3 119.2(3) . . ?
C3 C4 C5 119.2(3) . . ?
C8 N3 N2 112.4(2) . . ?
N3 C8 N4 118.0(2) . . ?
N3 C8 S1 125.1(2) . . ?
N4 C8 S1 116.9(2) . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.559
_refine_diff_density_min         -0.550
_refine_diff_density_rms         0.106
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1471505'
_audit_update_record             
;
2016-03-31 deposited with the CCDC.
2017-05-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H9 Cl N4 Pt S'
_chemical_formula_weight         423.79

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'
Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   7.4429(7)
_cell_length_b                   13.5839(13)
_cell_length_c                   10.5375(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.673(2)
_cell_angle_gamma                90.00
_cell_volume                     1060.16(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    3936
_cell_measurement_theta_min      3.10
_cell_measurement_theta_max      27.50

_exptl_crystal_description       Prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.655
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             784
_exptl_absorpt_coefficient_mu    13.653
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2339
_exptl_absorpt_correction_T_max  0.3422
_exptl_absorpt_process_details   crystalclear

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'rigaku saturn'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            13436
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_av_sigmaI/netI    0.0295
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.00
_diffrn_reflns_theta_max         27.50
_reflns_number_total             2437
_reflns_number_gt                2260
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       crystalclear
_computing_cell_refinement       crystalclear
_computing_data_reduction        crystalclear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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 > 2sigma(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)+(0.0272P)²+0.7688P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2437
_refine_ls_number_parameters     136
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0174
_refine_ls_R_factor_gt           0.0161
_refine_ls_wR_factor_ref         0.0384
_refine_ls_wR_factor_gt          0.0379
_refine_ls_goodness_of_fit_ref   0.784
_refine_ls_restrained_S_all      0.784
_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
Pt1 Pt 0.185383(13) 1.045881(7) 0.396746(9) 0.01114(5) Uani 1 1 d . . .
C7 C 0.4281(4) 1.0320(2) 0.7791(3) 0.0177(6) Uani 1 1 d . . .
H7A H 0.4384 1.1031 0.7939 0.027 Uiso 1 1 calc R . .
H7B H 0.5485 1.0021 0.7893 0.027 Uiso 1 1 calc R . .
H7C H 0.3533 1.0028 0.8408 0.027 Uiso 1 1 calc R . .
S1 S 0.16502(9) 1.20898(5) 0.35774(7) 0.01477(14) Uani 1 1 d . . .
Cl1 Cl 0.06385(9) 0.99730(5) 0.19489(6) 0.01760(14) Uani 1 1 d . . .
N3 N 0.3220(3) 1.18118(19) 0.6018(2) 0.0151(5) Uani 1 1 d . . .
N2 N 0.2922(3) 1.08434(16) 0.5660(2) 0.0118(4) Uani 1 1 d . . .
N4 N 0.2945(3) 1.33926(16) 0.5303(2) 0.0184(5) Uani 1 1 d . . .
H4A H 0.3445 1.3598 0.6047 0.022 Uiso 1 1 calc R . .
H4B H 0.2608 1.3821 0.4699 0.022 Uiso 1 1 calc R . .
C5 C 0.3097(3) 0.9141(2) 0.5968(2) 0.0135(6) Uani 1 1 d . . .
C3 C 0.3228(3) 0.7380(2) 0.6072(3) 0.0186(6) Uani 1 1 d . . .
H3B H 0.3525 0.6790 0.6529 0.022 Uiso 1 1 calc R . .
N1 N 0.2345(3) 0.90943(16) 0.4736(2) 0.0136(4) Uani 1 1 d . . .
C8 C 0.2695(4) 1.24230(19) 0.5087(3) 0.0144(5) Uani 1 1 d . . .
C6 C 0.3433(4) 1.0136(2) 0.6478(3) 0.0130(5) Uani 1 1 d . . .
C4 C 0.3540(4) 0.82919(19) 0.6658(3) 0.0151(5) Uani 1 1 d . . .
H4C H 0.4050 0.8331 0.7519 0.018 Uiso 1 1 calc R . .
C2 C 0.2484(4) 0.7343(2) 0.4823(3) 0.0187(6) Uani 1 1 d . . .
H2A H 0.2275 0.6727 0.4407 0.022 Uiso 1 1 calc R . .
C1 C 0.2045(4) 0.8212(2) 0.4179(3) 0.0166(6) Uani 1 1 d . . .
H1A H 0.1517 0.8184 0.3321 0.020 Uiso 1 1 calc R . .


_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
Pt1 N2 1.951(2) . ?
Pt1 N1 2.041(2) . ?
Pt1 S1 2.2557(7) . ?
Pt1 Cl1 2.3233(7) . ?
C7 C6 1.484(4) . ?
S1 C8 1.759(3) . ?
N3 C8 1.315(3) . ?
N3 N2 1.380(3) . ?
N2 C6 1.321(4) . ?
N4 C8 1.346(3) . ?
C5 N1 1.364(3) . ?
C5 C4 1.386(4) . ?
C5 C6 1.466(4) . ?
C3 C2 1.377(4) . ?
C3 C4 1.393(4) . ?
N1 C1 1.343(4) . ?
C2 C1 1.386(4) . ?

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 Pt1 N1 80.77(9) . . ?
N2 Pt1 S1 85.27(7) . . ?
N1 Pt1 S1 166.02(7) . . ?
N2 Pt1 Cl1 178.59(7) . . ?
N1 Pt1 Cl1 98.25(6) . . ?
S1 Pt1 Cl1 95.69(2) . . ?
C8 S1 Pt1 94.14(9) . . ?
C8 N3 N2 111.7(2) . . ?
C6 N2 N3 119.1(2) . . ?
C6 N2 Pt1 117.8(2) . . ?
N3 N2 Pt1 123.00(17) . . ?
N1 C5 C4 120.9(3) . . ?
N1 C5 C6 115.5(3) . . ?
C4 C5 C6 123.5(2) . . ?
C2 C3 C4 119.4(3) . . ?
C1 N1 C5 119.5(2) . . ?
C1 N1 Pt1 128.41(19) . . ?
C5 N1 Pt1 112.06(18) . . ?
N3 C8 N4 117.8(3) . . ?
N3 C8 S1 125.8(2) . . ?
N4 C8 S1 116.5(2) . . ?
N2 C6 C5 113.8(3) . . ?
N2 C6 C7 123.7(3) . . ?
C5 C6 C7 122.5(2) . . ?
C5 C4 C3 119.1(3) . . ?
C3 C2 C1 119.3(3) . . ?
N1 C1 C2 121.7(3) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.049
_refine_diff_density_min         -1.295
_refine_diff_density_rms         0.148

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1471507'
_audit_update_record             
;
2016-03-31 deposited with the CCDC.
2017-05-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H19 Cl N10 O Pt S2'
_chemical_formula_weight         638.06

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pt Pt -1.7033 8.3905 '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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.101(2)
_cell_length_b                   9.3191(19)
_cell_length_c                   14.094(3)
_cell_angle_alpha                92.2270(10)
_cell_angle_beta                 99.051(8)
_cell_angle_gamma                104.437(8)
_cell_volume                     1014.2(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    3759
_cell_measurement_theta_min      3.2
_cell_measurement_theta_max      27.5

_exptl_crystal_description       Block
_exptl_crystal_colour            Red
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.089
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             616
_exptl_absorpt_coefficient_mu    7.285
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.477
_exptl_absorpt_process_details   crystalclear

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  'rigaku saturn'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            13023
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_sigmaI/netI    0.0352
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.22
_diffrn_reflns_theta_max         27.52
_reflns_number_total             4552
_reflns_number_gt                4268
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       crystalclear
_computing_cell_refinement       crystalclear
_computing_data_reduction        crystalclear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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 > 2sigma(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)+(0.0366P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4552
_refine_ls_number_parameters     278
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0216
_refine_ls_R_factor_gt           0.0202
_refine_ls_wR_factor_ref         0.0504
_refine_ls_wR_factor_gt          0.0501
_refine_ls_goodness_of_fit_ref   0.891
_refine_ls_restrained_S_all      0.891
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pt1 Pt 0.804918(13) 0.459840(10) 0.411501(7) 0.01041(4) Uani 1 1 d . . .
S1 S 0.89351(10) 0.64777(8) 0.32024(5) 0.01514(15) Uani 1 1 d . . .
S2 S 0.88554(9) 0.28473(8) 0.32197(5) 0.01360(14) Uani 1 1 d . . .
N1 N 0.7112(3) 0.3317(3) 0.51663(17) 0.0121(5) Uani 1 1 d . . .
N3 N 0.7632(3) 0.6151(3) 0.49671(17) 0.0122(5) Uani 1 1 d . . .
N4 N 0.8078(3) 0.7659(3) 0.48182(18) 0.0149(5) Uani 1 1 d . . .
N8 N 0.5758(3) -0.0266(3) 0.13621(17) 0.0128(5) Uani 1 1 d . . .
N9 N 0.7236(3) 0.0698(3) 0.18963(17) 0.0123(5) Uani 1 1 d . . .
H9A H 0.8253 0.0640 0.1824 0.015 Uiso 1 1 calc R . .
N10 N 0.5441(3) 0.1789(3) 0.26022(18) 0.0148(5) Uani 1 1 d . . .
H10A H 0.4559 0.1185 0.2251 0.018 Uiso 1 1 calc R . .
H10B H 0.5295 0.2444 0.3006 0.018 Uiso 1 1 calc R . .
N2 N 0.6861(4) 0.6703(3) 0.6452(2) 0.0156(5) Uani 1 1 d . . .
N5 N 0.9260(4) 0.9279(3) 0.3775(2) 0.0214(6) Uani 1 1 d . . .
H5A H 0.9191 1.0015 0.4140 0.026 Uiso 1 1 calc R . .
H5B H 0.9678 0.9437 0.3253 0.026 Uiso 1 1 calc R . .
N7 N 0.7494(4) -0.1556(3) 0.0658(2) 0.0300(7) Uani 1 1 d . . .
H7A H 0.8456 -0.1011 0.0973 0.036 Uiso 1 1 calc R . .
H7B H 0.7494 -0.2274 0.0255 0.036 Uiso 1 1 calc R . .
N6 N 0.4602(4) -0.3341(3) -0.03892(18) 0.0177(5) Uani 1 1 d . . .
C1 C 0.6914(4) 0.1849(3) 0.5238(2) 0.0157(6) Uani 1 1 d . . .
H1A H 0.7164 0.1286 0.4746 0.019 Uiso 1 1 calc R . .
C2 C 0.6348(4) 0.1152(3) 0.6026(2) 0.0199(6) Uani 1 1 d . . .
H2C H 0.6230 0.0137 0.6060 0.024 Uiso 1 1 calc R . .
C3 C 0.5963(4) 0.1972(4) 0.6754(2) 0.0215(7) Uani 1 1 d . . .
H3A H 0.5587 0.1521 0.7286 0.026 Uiso 1 1 calc R . .
C4 C 0.6146(4) 0.3498(3) 0.6682(2) 0.0186(6) Uani 1 1 d . . .
H4B H 0.5870 0.4071 0.7158 0.022 Uiso 1 1 calc R . .
C5 C 0.6743(4) 0.4139(3) 0.5889(2) 0.0143(6) Uani 1 1 d . . .
C6 C 0.7095(4) 0.5746(3) 0.5768(2) 0.0136(6) Uani 1 1 d . . .
C7 C 0.8711(4) 0.7877(3) 0.4020(2) 0.0151(6) Uani 1 1 d . . .
C10 C 0.1313(4) -0.3145(4) -0.0193(2) 0.0220(7) Uani 1 1 d . . .
H10C H 0.0209 -0.3078 -0.0128 0.026 Uiso 1 1 calc R . .
C9 C 0.1521(4) -0.4211(3) -0.0834(2) 0.0216(7) Uani 1 1 d . . .
H9B H 0.0567 -0.4870 -0.1210 0.026 Uiso 1 1 calc R . .
C8 C 0.3172(4) -0.4277(3) -0.0906(2) 0.0206(7) Uani 1 1 d . . .
H8B H 0.3311 -0.5006 -0.1333 0.025 Uiso 1 1 calc R . .
C13 C 0.5988(4) -0.1286(3) 0.0793(2) 0.0142(6) Uani 1 1 d . . .
C14 C 0.7023(4) 0.1713(3) 0.2522(2) 0.0120(5) Uani 1 1 d . . .
C12 C 0.4378(4) -0.2308(3) 0.0231(2) 0.0144(6) Uani 1 1 d . . .
C11 C 0.2756(4) -0.2170(3) 0.0357(2) 0.0183(6) Uani 1 1 d . . .
H11A H 0.2642 -0.1445 0.0797 0.022 Uiso 1 1 calc R . .
Cl1 Cl 0.11614(10) 0.03697(8) 0.19218(5) 0.01864(15) Uani 1 1 d . . .
O1 O 0.7288(3) 0.6316(3) 0.85328(18) 0.0253(5) Uani 1 1 d . . .
H1B H 0.642(8) 0.636(6) 0.887(4) 0.068(17) Uiso 1 1 d . . .
H1C H 0.800(8) 0.743(7) 0.852(4) 0.076(18) Uiso 1 1 d . . .
H2A H 0.739(6) 0.763(5) 0.632(3) 0.035(12) Uiso 1 1 d . . .
H2B H 0.705(4) 0.645(4) 0.697(3) 0.011(9) Uiso 1 1 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
Pt1 N3 1.971(2) . ?
Pt1 N1 2.059(2) . ?
Pt1 S1 2.2529(8) . ?
Pt1 S2 2.3049(8) . ?
S1 C7 1.769(3) . ?
S2 C14 1.723(3) . ?
N1 C1 1.346(4) . ?
N1 C5 1.365(4) . ?
N3 C6 1.308(4) . ?
N3 N4 1.394(3) . ?
N4 C7 1.310(4) . ?
N8 C13 1.288(4) . ?
N8 N9 1.391(3) . ?
N9 C14 1.329(4) . ?
N9 H9A 0.8600 . ?
N10 C14 1.323(4) . ?
N10 H10A 0.8600 . ?
N10 H10B 0.8600 . ?
N2 C6 1.354(4) . ?
N2 H2A 0.90(4) . ?
N2 H2B 0.78(4) . ?
N5 C7 1.348(4) . ?
N5 H5A 0.8600 . ?
N5 H5B 0.8600 . ?
N7 C13 1.346(4) . ?
N7 H7A 0.8600 . ?
N7 H7B 0.8600 . ?
N6 C12 1.339(4) . ?
N6 C8 1.347(4) . ?
C1 C2 1.391(4) . ?
C1 H1A 0.9300 . ?
C2 C3 1.376(5) . ?
C2 H2C 0.9300 . ?
C3 C4 1.403(4) . ?
C3 H3A 0.9300 . ?
C4 C5 1.384(4) . ?
C4 H4B 0.9300 . ?
C5 C6 1.475(4) . ?
C10 C9 1.377(5) . ?
C10 C11 1.386(4) . ?
C10 H10C 0.9300 . ?
C9 C8 1.373(5) . ?
C9 H9B 0.9300 . ?
C8 H8B 0.9300 . ?
C13 C12 1.494(4) . ?
C12 C11 1.390(4) . ?
C11 H11A 0.9300 . ?
O1 H1B 0.92(6) . ?
O1 H1C 1.06(6) . ?

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
N3 Pt1 N1 80.43(10) . . ?
N3 Pt1 S1 84.54(7) . . ?
N1 Pt1 S1 164.96(7) . . ?
N3 Pt1 S2 173.39(7) . . ?
N1 Pt1 S2 99.68(7) . . ?
S1 Pt1 S2 95.31(3) . . ?
C7 S1 Pt1 94.86(10) . . ?
C14 S2 Pt1 108.46(10) . . ?
C1 N1 C5 118.8(3) . . ?
C1 N1 Pt1 128.6(2) . . ?
C5 N1 Pt1 112.42(19) . . ?
C6 N3 N4 118.9(2) . . ?
C6 N3 Pt1 117.2(2) . . ?
N4 N3 Pt1 123.45(19) . . ?
C7 N4 N3 110.9(2) . . ?
C13 N8 N9 116.8(2) . . ?
C14 N9 N8 117.7(2) . . ?
C14 N9 H9A 121.2 . . ?
N8 N9 H9A 121.2 . . ?
C14 N10 H10A 120.0 . . ?
C14 N10 H10B 120.0 . . ?
H10A N10 H10B 120.0 . . ?
C6 N2 H2A 107(3) . . ?
C6 N2 H2B 113(3) . . ?
H2A N2 H2B 119(4) . . ?
C7 N5 H5A 120.0 . . ?
C7 N5 H5B 120.0 . . ?
H5A N5 H5B 120.0 . . ?
C13 N7 H7A 120.0 . . ?
C13 N7 H7B 120.0 . . ?
H7A N7 H7B 120.0 . . ?
C12 N6 C8 117.5(3) . . ?
N1 C1 C2 121.9(3) . . ?
N1 C1 H1A 119.1 . . ?
C2 C1 H1A 119.1 . . ?
C3 C2 C1 119.6(3) . . ?
C3 C2 H2C 120.2 . . ?
C1 C2 H2C 120.2 . . ?
C2 C3 C4 119.0(3) . . ?
C2 C3 H3A 120.5 . . ?
C4 C3 H3A 120.5 . . ?
C5 C4 C3 118.9(3) . . ?
C5 C4 H4B 120.5 . . ?
C3 C4 H4B 120.5 . . ?
N1 C5 C4 121.7(3) . . ?
N1 C5 C6 114.6(3) . . ?
C4 C5 C6 123.6(3) . . ?
N3 C6 N2 123.9(3) . . ?
N3 C6 C5 115.3(2) . . ?
N2 C6 C5 120.9(3) . . ?
N4 C7 N5 119.1(3) . . ?
N4 C7 S1 125.9(2) . . ?
N5 C7 S1 115.0(2) . . ?
C9 C10 C11 119.8(3) . . ?
C9 C10 H10C 120.1 . . ?
C11 C10 H10C 120.1 . . ?
C8 C9 C10 118.4(3) . . ?
C8 C9 H9B 120.8 . . ?
C10 C9 H9B 120.8 . . ?
N6 C8 C9 123.5(3) . . ?
N6 C8 H8B 118.3 . . ?
C9 C8 H8B 118.3 . . ?
N8 C13 N7 127.9(3) . . ?
N8 C13 C12 115.6(3) . . ?
N7 C13 C12 116.4(3) . . ?
N9 C14 N10 119.6(3) . . ?
N9 C14 S2 117.4(2) . . ?
N10 C14 S2 123.0(2) . . ?
N6 C12 C11 123.0(3) . . ?
N6 C12 C13 116.2(3) . . ?
C11 C12 C13 120.8(3) . . ?
C10 C11 C12 117.9(3) . . ?
C10 C11 H11A 121.0 . . ?
C12 C11 H11A 121.0 . . ?
H1B O1 H1C 106(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
N3 Pt1 S1 C7 4.22(12) . . . . ?
N1 Pt1 S1 C7 6.2(3) . . . . ?
S2 Pt1 S1 C7 -169.14(10) . . . . ?
N3 Pt1 S2 C14 167.8(6) . . . . ?
N1 Pt1 S2 C14 77.40(12) . . . . ?
S1 Pt1 S2 C14 -103.84(10) . . . . ?
N3 Pt1 N1 C1 -178.2(3) . . . . ?
S1 Pt1 N1 C1 179.87(19) . . . . ?
S2 Pt1 N1 C1 -4.9(3) . . . . ?
N3 Pt1 N1 C5 -1.6(2) . . . . ?
S1 Pt1 N1 C5 -3.5(4) . . . . ?
S2 Pt1 N1 C5 171.73(19) . . . . ?
N1 Pt1 N3 C6 3.4(2) . . . . ?
S1 Pt1 N3 C6 -177.1(2) . . . . ?
S2 Pt1 N3 C6 -88.1(7) . . . . ?
N1 Pt1 N3 N4 175.3(2) . . . . ?
S1 Pt1 N3 N4 -5.2(2) . . . . ?
S2 Pt1 N3 N4 83.8(7) . . . . ?
C6 N3 N4 C7 175.1(3) . . . . ?
Pt1 N3 N4 C7 3.4(3) . . . . ?
C13 N8 N9 C14 -176.8(3) . . . . ?
C5 N1 C1 C2 -0.1(5) . . . . ?
Pt1 N1 C1 C2 176.4(2) . . . . ?
N1 C1 C2 C3 0.5(5) . . . . ?
C1 C2 C3 C4 0.3(5) . . . . ?
C2 C3 C4 C5 -1.4(5) . . . . ?
C1 N1 C5 C4 -1.1(4) . . . . ?
Pt1 N1 C5 C4 -178.1(2) . . . . ?
C1 N1 C5 C6 176.7(3) . . . . ?
Pt1 N1 C5 C6 -0.2(3) . . . . ?
C3 C4 C5 N1 1.8(5) . . . . ?
C3 C4 C5 C6 -175.8(3) . . . . ?
N4 N3 C6 N2 3.3(4) . . . . ?
Pt1 N3 C6 N2 175.6(2) . . . . ?
N4 N3 C6 C5 -176.8(2) . . . . ?
Pt1 N3 C6 C5 -4.5(3) . . . . ?
N1 C5 C6 N3 3.0(4) . . . . ?
C4 C5 C6 N3 -179.1(3) . . . . ?
N1 C5 C6 N2 -177.1(3) . . . . ?
C4 C5 C6 N2 0.8(5) . . . . ?
N3 N4 C7 N5 -178.1(3) . . . . ?
N3 N4 C7 S1 1.8(4) . . . . ?
Pt1 S1 C7 N4 -4.7(3) . . . . ?
Pt1 S1 C7 N5 175.1(2) . . . . ?
C11 C10 C9 C8 0.3(5) . . . . ?
C12 N6 C8 C9 0.7(5) . . . . ?
C10 C9 C8 N6 -0.8(5) . . . . ?
N9 N8 C13 N7 1.1(5) . . . . ?
N9 N8 C13 C12 179.8(2) . . . . ?
N8 N9 C14 N10 -1.2(4) . . . . ?
N8 N9 C14 S2 177.13(19) . . . . ?
Pt1 S2 C14 N9 174.91(19) . . . . ?
Pt1 S2 C14 N10 -6.8(3) . . . . ?
C8 N6 C12 C11 0.0(4) . . . . ?
C8 N6 C12 C13 -180.0(3) . . . . ?
N8 C13 C12 N6 177.7(3) . . . . ?
N7 C13 C12 N6 -3.4(4) . . . . ?
N8 C13 C12 C11 -2.2(4) . . . . ?
N7 C13 C12 C11 176.6(3) . . . . ?
C9 C10 C11 C12 0.3(5) . . . . ?
N6 C12 C11 C10 -0.5(5) . . . . ?
C13 C12 C11 C10 179.5(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        27.52
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         1.827
_refine_diff_density_min         -1.282
_refine_diff_density_rms         0.140

