# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_IRtrp10
_database_code_depnum_ccdc_archive 'CCDC 1582154'
_audit_update_record             
;
2017-10-26 deposited with the CCDC.
2018-02-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H15 Cl N4 O3 Pt'
_chemical_formula_weight         505.83

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   7.4875(11)
_cell_length_b                   15.363(2)
_cell_length_c                   13.1787(19)
_cell_angle_alpha                90
_cell_angle_beta                 93.153(2)
_cell_angle_gamma                90
_cell_volume                     1513.7(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9935
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      29.61

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.220
_exptl_crystal_F_000             960
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    9.464
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4651
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_process_details   'Blessing, 1993'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31931
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.038
_diffrn_reflns_theta_max         29.621
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4263
_reflns_number_gt                3800
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0122P)²+3.3301P] 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         4263
_refine_ls_number_parameters     223
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0235
_refine_ls_R_factor_gt           0.0189
_refine_ls_wR_factor_ref         0.0415
_refine_ls_wR_factor_gt          0.0398
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Pt1 Pt 0.25227(2) 0.83567(2) 0.53650(2) 0.01048(3) Uani 1 1 d . . . . .
Cl1 Cl 0.24796(9) 0.98499(4) 0.54631(5) 0.01785(13) Uani 1 1 d . . . . .
N1 N 0.2575(3) 0.70446(15) 0.52098(17) 0.0125(4) Uani 1 1 d . . . . .
N2 N 0.5246(3) 0.84009(17) 0.5343(2) 0.0158(5) Uani 1 1 d D . . . .
H1N H 0.554(4) 0.8954(13) 0.527(3) 0.017(9) Uiso 1 1 d D . . . .
H2N H 0.560(5) 0.811(2) 0.482(2) 0.025(10) Uiso 1 1 d D . . . .
H3N H 0.573(5) 0.816(2) 0.589(2) 0.025(10) Uiso 1 1 d D . . . .
N3 N -0.0208(3) 0.83463(17) 0.53827(19) 0.0153(5) Uani 1 1 d D . . . .
H4N H -0.062(5) 0.798(2) 0.491(2) 0.027(10) Uiso 1 1 d D . . . .
H5N H -0.063(5) 0.819(3) 0.597(2) 0.038(12) Uiso 1 1 d D . . . .
H6N H -0.064(6) 0.8876(17) 0.525(3) 0.047(13) Uiso 1 1 d D . . . .
C1 C 0.3046(4) 0.67247(19) 0.4335(2) 0.0148(5) Uani 1 1 d . . . . .
H1 H 0.3357 0.7122 0.3821 0.018 Uiso 1 1 calc R U . . .
C13 C 0.2066(4) 0.64708(19) 0.5969(2) 0.0142(5) Uani 1 1 d . . . . .
C9 C 0.1430(4) 0.5025(2) 0.6582(2) 0.0192(6) Uani 1 1 d . . . . .
H9 H 0.1342 0.4415 0.6474 0.023 Uiso 1 1 calc R U . . .
C8 C 0.2008(4) 0.55638(19) 0.5801(2) 0.0150(5) Uani 1 1 d . . . . .
C7 C 0.2577(4) 0.52218(19) 0.4849(2) 0.0145(5) Uani 1 1 d . . . . .
C2 C 0.3113(4) 0.58221(19) 0.4117(2) 0.0156(5) Uani 1 1 d . . . . .
C12 C 0.1636(4) 0.68124(19) 0.6915(2) 0.0172(6) Uani 1 1 d . . . . .
H12 H 0.1712 0.7421 0.7036 0.021 Uiso 1 1 calc R U . . .
C6 C 0.2669(4) 0.43271(19) 0.4617(2) 0.0199(6) Uani 1 1 d . . . . .
H6 H 0.2295 0.3908 0.5091 0.024 Uiso 1 1 calc R U . . .
C3 C 0.3728(4) 0.5533(2) 0.3182(2) 0.0197(6) Uani 1 1 d . . . . .
H3 H 0.4074 0.5944 0.2691 0.024 Uiso 1 1 calc R U . . .
C4 C 0.3826(4) 0.4662(2) 0.2982(2) 0.0230(6) Uani 1 1 d . . . . .
H4 H 0.4250 0.4465 0.2355 0.028 Uiso 1 1 calc R U . . .
C11 C 0.1103(4) 0.6259(2) 0.7665(2) 0.0207(6) Uani 1 1 d . . . . .
H11 H 0.0810 0.6490 0.8304 0.025 Uiso 1 1 calc R U . . .
C10 C 0.0991(4) 0.5367(2) 0.7495(2) 0.0229(6) Uani 1 1 d . . . . .
H10 H 0.0609 0.4993 0.8015 0.027 Uiso 1 1 calc R U . . .
C5 C 0.3296(4) 0.4061(2) 0.3709(2) 0.0226(6) Uani 1 1 d . . . . .
H5 H 0.3374 0.3456 0.3569 0.027 Uiso 1 1 calc R U . . .
O13 O 0.7617(3) 0.80392(16) 0.71826(16) 0.0246(5) Uani 1 1 d . . . . .
N11 N 0.7563(4) 0.77235(16) 0.80531(19) 0.0192(5) Uani 1 1 d . . . . .
O12 O 0.8895(4) 0.78361(16) 0.86733(19) 0.0319(6) Uani 1 1 d . . . . .
O11 O 0.6252(4) 0.73087(18) 0.8311(2) 0.0376(6) Uani 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 N1 2.027(2) . ?
Pt1 N2 2.042(2) . ?
Pt1 N3 2.046(2) . ?
Pt1 Cl1 2.2980(7) . ?
N1 C1 1.319(4) . ?
N1 C13 1.402(4) . ?
N2 H1N 0.883(18) . ?
N2 H2N 0.879(18) . ?
N2 H3N 0.875(18) . ?
N3 H4N 0.879(18) . ?
N3 H5N 0.889(19) . ?
N3 H6N 0.890(19) . ?
C1 C2 1.417(4) . ?
C1 H1 0.9500 . ?
C13 C12 1.406(4) . ?
C13 C8 1.411(4) . ?
C9 C10 1.370(4) . ?
C9 C8 1.408(4) . ?
C9 H9 0.9500 . ?
C8 C7 1.446(4) . ?
C7 C2 1.409(4) . ?
C7 C6 1.411(4) . ?
C2 C3 1.410(4) . ?
C12 C11 1.379(4) . ?
C12 H12 0.9500 . ?
C6 C5 1.372(4) . ?
C6 H6 0.9500 . ?
C3 C4 1.367(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.404(5) . ?
C4 H4 0.9500 . ?
C11 C10 1.390(5) . ?
C11 H11 0.9500 . ?
C10 H10 0.9500 . ?
C5 H5 0.9500 . ?
O13 N11 1.248(3) . ?
N11 O11 1.234(4) . ?
N11 O12 1.266(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 Pt1 N2 90.38(10) . . ?
N1 Pt1 N3 91.06(10) . . ?
N2 Pt1 N3 178.53(10) . . ?
N1 Pt1 Cl1 177.40(7) . . ?
N2 Pt1 Cl1 89.13(7) . . ?
N3 Pt1 Cl1 89.43(8) . . ?
C1 N1 C13 119.1(2) . . ?
C1 N1 Pt1 117.80(19) . . ?
C13 N1 Pt1 123.08(18) . . ?
Pt1 N2 H1N 107(2) . . ?
Pt1 N2 H2N 110(3) . . ?
H1N N2 H2N 109(3) . . ?
Pt1 N2 H3N 110(3) . . ?
H1N N2 H3N 113(3) . . ?
H2N N2 H3N 108(3) . . ?
Pt1 N3 H4N 108(3) . . ?
Pt1 N3 H5N 115(3) . . ?
H4N N3 H5N 108(4) . . ?
Pt1 N3 H6N 110(3) . . ?
H4N N3 H6N 109(4) . . ?
H5N N3 H6N 106(4) . . ?
N1 C1 C2 123.8(3) . . ?
N1 C1 H1 118.1 . . ?
C2 C1 H1 118.1 . . ?
N1 C13 C12 118.9(3) . . ?
N1 C13 C8 121.1(3) . . ?
C12 C13 C8 120.1(3) . . ?
C10 C9 C8 121.0(3) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C9 C8 C13 118.3(3) . . ?
C9 C8 C7 122.5(3) . . ?
C13 C8 C7 119.2(3) . . ?
C2 C7 C6 118.1(3) . . ?
C2 C7 C8 117.7(3) . . ?
C6 C7 C8 124.2(3) . . ?
C7 C2 C3 120.8(3) . . ?
C7 C2 C1 119.1(3) . . ?
C3 C2 C1 120.1(3) . . ?
C11 C12 C13 119.7(3) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C5 C6 C7 120.2(3) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
C4 C3 C2 120.0(3) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 119.5(3) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C12 C11 C10 120.6(3) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C9 C10 C11 120.3(3) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C6 C5 C4 121.5(3) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
O11 N11 O13 121.4(3) . . ?
O11 N11 O12 120.2(3) . . ?
O13 N11 O12 118.4(3) . . ?

_refine_diff_density_max         1.864
_refine_diff_density_min         -0.801
_refine_diff_density_rms         0.127


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DMF; diethyl ether '
