# Electronic Supplementary Material (ESI) for Polymer Chemistry.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_khc377b
_database_code_depnum_ccdc_archive 'CCDC 1046748'
_audit_update_record             
;
2015-01-31 deposited with the CCDC.
2015-02-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H11 Cl2 N3 O2 Pt, C3 H7 N O'
_chemical_formula_sum            'C15 H18 Cl2 N4 O3 Pt'
_chemical_formula_weight         568.31

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'

_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                   19.113(4)
_cell_length_b                   8.7386(17)
_cell_length_c                   12.407(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.31(3)
_cell_angle_gamma                90.00
_cell_volume                     1978.4(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    3488
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      25.00

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.908
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1088
_exptl_absorpt_coefficient_mu    7.383
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.1196
_exptl_absorpt_correction_T_max  0.2935
_exptl_absorpt_process_details   'shape of crystal determined optically'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      120(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  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean '0.15 mm'
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12285
_diffrn_reflns_av_R_equivalents  0.1457
_diffrn_reflns_av_sigmaI/netI    0.1002
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.58
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3488
_reflns_number_gt                2740
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_cell_refinement       'X-Area (Stoe & Cie GmbH, 2005)'
_computing_data_reduction        'X-Area (Stoe & Cie GmbH, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'

_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)+(0.0860P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3488
_refine_ls_number_parameters     211
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0812
_refine_ls_R_factor_gt           0.0614
_refine_ls_wR_factor_ref         0.1535
_refine_ls_wR_factor_gt          0.1452
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pt1 Pt 0.14001(3) 0.37955(5) 0.05113(3) 0.02053(19) Uani 1 1 d . . .
Cl1 Cl 0.09663(18) 0.5655(3) 0.1445(2) 0.0274(7) Uani 1 1 d . . .
Cl2 Cl 0.2088(2) 0.5630(4) -0.0036(3) 0.0326(7) Uani 1 1 d . . .
O1 O 0.3208(6) 0.0696(12) 0.2399(8) 0.038(2) Uani 1 1 d . . .
O2 O 0.3274(5) -0.1736(12) 0.2965(9) 0.040(2) Uani 1 1 d . . .
H2A H 0.3727 -0.1563 0.3159 0.060 Uiso 1 1 calc R . .
O3 O 0.5380(9) 0.353(2) 0.1213(15) 0.098(5) Uani 1 1 d . . .
N1 N 0.0762(5) 0.2216(11) 0.0937(7) 0.019(2) Uani 1 1 d . . .
N2 N 0.1739(6) 0.0418(11) 0.1246(8) 0.020(2) Uani 1 1 d . . .
N3 N 0.1819(6) 0.2127(11) -0.0214(7) 0.022(2) Uani 1 1 d . . .
N4 N 0.4339(11) 0.460(6) 0.129(3) 0.25(2) Uani 1 1 d . . .
C1 C 0.0067(7) 0.2549(15) 0.0941(9) 0.026(3) Uani 1 1 d . . .
H1 H -0.0121 0.3542 0.0711 0.031 Uiso 1 1 calc R . .
C2 C -0.0359(7) 0.1547(16) 0.1251(10) 0.028(3) Uani 1 1 d . . .
H2 H -0.0835 0.1840 0.1265 0.033 Uiso 1 1 calc R . .
C3 C -0.0103(7) 0.0034(13) 0.1563(9) 0.0211(14) Uani 1 1 d . . .
H3 H -0.0402 -0.0698 0.1782 0.025 Uiso 1 1 calc R . .
C4 C 0.0580(7) -0.0327(13) 0.1536(9) 0.0211(14) Uani 1 1 d . . .
H4 H 0.0761 -0.1334 0.1731 0.025 Uiso 1 1 calc R . .
C5 C 0.1021(7) 0.0749(13) 0.1230(9) 0.0211(14) Uani 1 1 d . . .
C6 C 0.2126(7) -0.0832(13) 0.1975(9) 0.022(2) Uani 1 1 d . . .
H6A H 0.2047 -0.1791 0.1531 0.027 Uiso 1 1 calc R . .
H6B H 0.1909 -0.0970 0.2600 0.027 Uiso 1 1 calc R . .
C7 C 0.2933(7) -0.0574(16) 0.2466(9) 0.025(3) Uani 1 1 d . . .
C8 C 0.1983(6) 0.0716(13) 0.0279(8) 0.017(2) Uani 1 1 d . . .
C9 C 0.2349(7) -0.0420(15) -0.0143(10) 0.028(3) Uani 1 1 d . . .
H9 H 0.2448 -0.1400 0.0200 0.034 Uiso 1 1 calc R . .
C10 C 0.2560(7) -0.0041(17) -0.1087(10) 0.032(3) Uani 1 1 d . . .
H10 H 0.2828 -0.0767 -0.1375 0.038 Uiso 1 1 calc R . .
C11 C 0.2393(7) 0.1350(16) -0.1618(10) 0.030(3) Uani 1 1 d . . .
H11 H 0.2527 0.1581 -0.2280 0.036 Uiso 1 1 calc R . .
C12 C 0.2030(7) 0.2385(16) -0.1163(9) 0.027(3) Uani 1 1 d . . .
H12 H 0.1916 0.3350 -0.1525 0.032 Uiso 1 1 calc R . .
C13 C 0.3912(14) 0.596(6) 0.148(4) 0.25(2) Uani 1 1 d . . .
H13A H 0.3802 0.5833 0.2200 0.303 Uiso 1 1 calc R . .
H13B H 0.3454 0.6042 0.0866 0.303 Uiso 1 1 calc R . .
H13C H 0.4204 0.6889 0.1512 0.303 Uiso 1 1 calc R . .
C14 C 0.3873(11) 0.343(3) 0.063(2) 0.094(8) Uani 1 1 d . . .
H14A H 0.3623 0.2893 0.1101 0.140 Uiso 1 1 calc R . .
H14B H 0.4169 0.2706 0.0351 0.140 Uiso 1 1 calc R . .
H14C H 0.3508 0.3907 -0.0012 0.140 Uiso 1 1 calc R . .
C15 C 0.5055(13) 0.465(3) 0.148(2) 0.092(8) Uani 1 1 d . . .
H15 H 0.5323 0.5531 0.1828 0.110 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 N3 2.002(10) . ?
Pt1 N1 2.014(10) . ?
Pt1 Cl1 2.290(3) . ?
Pt1 Cl2 2.300(3) . ?
O1 C7 1.242(16) . ?
O2 C7 1.264(17) . ?
O2 H2A 0.8400 . ?
O3 C15 1.26(3) . ?
N1 C1 1.361(16) . ?
N1 C5 1.383(15) . ?
N2 C5 1.396(16) . ?
N2 C8 1.435(14) . ?
N2 C6 1.470(14) . ?
N3 C8 1.371(15) . ?
N3 C12 1.372(15) . ?
N4 C15 1.32(3) . ?
N4 C14 1.43(4) . ?
N4 C13 1.50(5) . ?
C1 C2 1.329(19) . ?
C1 H1 0.9500 . ?
C2 C3 1.422(17) . ?
C2 H2 0.9500 . ?
C3 C4 1.353(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.390(17) . ?
C4 H4 0.9500 . ?
C6 C7 1.497(17) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C8 C9 1.402(17) . ?
C9 C10 1.387(17) . ?
C9 H9 0.9500 . ?
C10 C11 1.374(19) . ?
C10 H10 0.9500 . ?
C11 C12 1.361(19) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15 0.9500 . ?

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 88.5(4) . . ?
N3 Pt1 Cl1 176.5(3) . . ?
N1 Pt1 Cl1 90.9(3) . . ?
N3 Pt1 Cl2 92.0(3) . . ?
N1 Pt1 Cl2 177.7(3) . . ?
Cl1 Pt1 Cl2 88.85(12) . . ?
C7 O2 H2A 109.5 . . ?
C1 N1 C5 118.1(11) . . ?
C1 N1 Pt1 121.5(8) . . ?
C5 N1 Pt1 120.4(8) . . ?
C5 N2 C8 120.9(9) . . ?
C5 N2 C6 118.4(9) . . ?
C8 N2 C6 114.8(9) . . ?
C8 N3 C12 116.4(10) . . ?
C8 N3 Pt1 121.6(7) . . ?
C12 N3 Pt1 121.7(8) . . ?
C15 N4 C14 125(3) . . ?
C15 N4 C13 121(3) . . ?
C14 N4 C13 112.2(19) . . ?
C2 C1 N1 122.9(12) . . ?
C2 C1 H1 118.6 . . ?
N1 C1 H1 118.6 . . ?
C1 C2 C3 120.0(12) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C4 C3 C2 117.8(11) . . ?
C4 C3 H3 121.1 . . ?
C2 C3 H3 121.1 . . ?
C3 C4 C5 121.2(11) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
N1 C5 C4 120.0(11) . . ?
N1 C5 N2 118.0(10) . . ?
C4 C5 N2 122.0(11) . . ?
N2 C6 C7 114.1(10) . . ?
N2 C6 H6A 108.7 . . ?
C7 C6 H6A 108.7 . . ?
N2 C6 H6B 108.7 . . ?
C7 C6 H6B 108.7 . . ?
H6A C6 H6B 107.6 . . ?
O1 C7 O2 125.7(12) . . ?
O1 C7 C6 120.8(12) . . ?
O2 C7 C6 113.4(11) . . ?
N3 C8 C9 122.9(10) . . ?
N3 C8 N2 116.6(10) . . ?
C9 C8 N2 120.4(10) . . ?
C10 C9 C8 116.7(12) . . ?
C10 C9 H9 121.7 . . ?
C8 C9 H9 121.7 . . ?
C11 C10 C9 122.2(13) . . ?
C11 C10 H10 118.9 . . ?
C9 C10 H10 118.9 . . ?
C12 C11 C10 117.6(12) . . ?
C12 C11 H11 121.2 . . ?
C10 C11 H11 121.2 . . ?
C11 C12 N3 124.3(12) . . ?
C11 C12 H12 117.9 . . ?
N3 C12 H12 117.9 . . ?
N4 C13 H13A 109.5 . . ?
N4 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N4 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N4 C14 H14A 109.5 . . ?
N4 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N4 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O3 C15 N4 119(3) . . ?
O3 C15 H15 120.5 . . ?
N4 C15 H15 120.5 . . ?

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 N1 C1 -144.3(9) . . . . ?
Cl1 Pt1 N1 C1 39.1(8) . . . . ?
Cl2 Pt1 N1 C1 -44(7) . . . . ?
N3 Pt1 N1 C5 35.3(8) . . . . ?
Cl1 Pt1 N1 C5 -141.3(8) . . . . ?
Cl2 Pt1 N1 C5 136(6) . . . . ?
N1 Pt1 N3 C8 -40.9(9) . . . . ?
Cl1 Pt1 N3 C8 38(6) . . . . ?
Cl2 Pt1 N3 C8 141.4(9) . . . . ?
N1 Pt1 N3 C12 146.3(10) . . . . ?
Cl1 Pt1 N3 C12 -135(5) . . . . ?
Cl2 Pt1 N3 C12 -31.4(9) . . . . ?
C5 N1 C1 C2 2.6(16) . . . . ?
Pt1 N1 C1 C2 -177.9(9) . . . . ?
N1 C1 C2 C3 -2.2(18) . . . . ?
C1 C2 C3 C4 0.4(17) . . . . ?
C2 C3 C4 C5 0.8(17) . . . . ?
C1 N1 C5 C4 -1.2(15) . . . . ?
Pt1 N1 C5 C4 179.2(8) . . . . ?
C1 N1 C5 N2 -178.8(10) . . . . ?
Pt1 N1 C5 N2 1.6(13) . . . . ?
C3 C4 C5 N1 -0.4(16) . . . . ?
C3 C4 C5 N2 177.1(10) . . . . ?
C8 N2 C5 N1 -53.8(14) . . . . ?
C6 N2 C5 N1 154.7(10) . . . . ?
C8 N2 C5 C4 128.7(11) . . . . ?
C6 N2 C5 C4 -22.9(15) . . . . ?
C5 N2 C6 C7 -146.5(10) . . . . ?
C8 N2 C6 C7 60.3(13) . . . . ?
N2 C6 C7 O1 11.3(16) . . . . ?
N2 C6 C7 O2 -171.1(10) . . . . ?
C12 N3 C8 C9 0.2(17) . . . . ?
Pt1 N3 C8 C9 -172.9(9) . . . . ?
C12 N3 C8 N2 -177.7(10) . . . . ?
Pt1 N3 C8 N2 9.2(14) . . . . ?
C5 N2 C8 N3 47.7(15) . . . . ?
C6 N2 C8 N3 -159.8(10) . . . . ?
C5 N2 C8 C9 -130.2(12) . . . . ?
C6 N2 C8 C9 22.2(16) . . . . ?
N3 C8 C9 C10 1.6(18) . . . . ?
N2 C8 C9 C10 179.4(11) . . . . ?
C8 C9 C10 C11 -2.8(19) . . . . ?
C9 C10 C11 C12 2.2(19) . . . . ?
C10 C11 C12 N3 0(2) . . . . ?
C8 N3 C12 C11 -0.9(18) . . . . ?
Pt1 N3 C12 C11 172.2(10) . . . . ?
C14 N4 C15 O3 -9(7) . . . . ?
C13 N4 C15 O3 -174(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C13 H13B Cl2 0.98 2.54 3.45(2) 153.7 .
C10 H10 O2 0.95 2.56 3.484(18) 163.0 4
C9 H9 Cl2 0.95 2.68 3.496(14) 144.5 1_545
C4 H4 Cl1 0.95 2.70 3.597(12) 157.8 1_545
C1 H1 Cl1 0.95 2.77 3.413(12) 125.5 3_565
O2 H2A O3 0.84 1.65 2.480(18) 167.0 2_645

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         4.009
_refine_diff_density_min         -1.941
_refine_diff_density_rms         0.291
