# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_sb977_hy_compound_3f
_database_code_depnum_ccdc_archive 'CCDC 1812128'
_audit_update_record             
;
2017-12-18 deposited with the CCDC.
2018-01-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
;
(4-bromophenyl)((1E,5Z)-cycloocta-1,5-dien-1-yl)methanone
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H15 Br O'
_chemical_formula_sum            'C15 H15 Br O'
_chemical_formula_weight         291.18

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 '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                   7.2898(3)
_cell_length_b                   11.2179(5)
_cell_length_c                   15.9281(6)
_cell_angle_alpha                90
_cell_angle_beta                 100.977(2)
_cell_angle_gamma                90
_cell_volume                     1278.71(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    6954
_cell_measurement_theta_min      2.8
_cell_measurement_theta_max      71.9

_exptl_crystal_description       plates
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    .
_exptl_crystal_density_diffrn    1.513
_exptl_crystal_F_000             592
_exptl_transmission_factor_min   .
_exptl_transmission_factor_max   .
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    4.211
_shelx_estimated_absorpt_T_min   0.552
_shelx_estimated_absorpt_T_max   0.884
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7207
_exptl_absorpt_correction_T_max  0.8644
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2014)'
_exptl_absorpt_special_details   ?

_exptl_special_details           
;
 dx = 40 mm, 1 deg., 8+1 runs, 1370 frames, 15/30 sec./frame
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'INCOATEC microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE with Photon100 detector'
_diffrn_measurement_method       'rotation in φ and ω, 1°, shutterless'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_reflns_number            9167
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         4.852
_diffrn_reflns_theta_max         72.164
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2497
_reflns_number_gt                2237
_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       APEX3
_computing_cell_refinement       APEX3
_computing_data_reduction        SAINT
_computing_structure_solution    SHELXS-97
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    .
_computing_publication_material  publCIF
_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)+(0.0486P)²+0.9109P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2497
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_ref         0.0891
_refine_ls_wR_factor_gt          0.0866
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_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
C1 C 0.3310(3) 0.5464(2) 0.38775(15) 0.0211(5) Uani 1 1 d . . . . .
H1 H 0.4262 0.4900 0.4081 0.025 Uiso 1 1 calc R U . . .
C2 C 0.3752(4) 0.6731(2) 0.41504(17) 0.0252(5) Uani 1 1 d . . . . .
H2A H 0.4527 0.7075 0.3764 0.030 Uiso 1 1 calc R U . . .
H2B H 0.4533 0.6713 0.4731 0.030 Uiso 1 1 calc R U . . .
C3 C 0.2114(4) 0.7591(2) 0.41691(18) 0.0291(6) Uani 1 1 d . . . . .
H3A H 0.2616 0.8360 0.4418 0.035 Uiso 1 1 calc R U . . .
H3B H 0.1460 0.7745 0.3575 0.035 Uiso 1 1 calc R U . . .
C4 C 0.0732(4) 0.7121(3) 0.46769(19) 0.0323(6) Uani 1 1 d . . . . .
H4 H 0.0928 0.7358 0.5260 0.039 Uiso 1 1 calc R U . . .
C5 C -0.0730(4) 0.6414(3) 0.44152(18) 0.0296(6) Uani 1 1 d . . . . .
H5 H -0.1452 0.6223 0.4834 0.036 Uiso 1 1 calc R U . . .
C6 C -0.1393(4) 0.5879(2) 0.35485(17) 0.0261(5) Uani 1 1 d . . . . .
H6A H -0.2415 0.6386 0.3240 0.031 Uiso 1 1 calc R U . . .
H6B H -0.1936 0.5088 0.3628 0.031 Uiso 1 1 calc R U . . .
C7 C 0.0054(3) 0.5719(2) 0.29725(15) 0.0217(5) Uani 1 1 d . . . . .
H7A H -0.0548 0.5306 0.2442 0.026 Uiso 1 1 calc R U . . .
H7B H 0.0457 0.6515 0.2810 0.026 Uiso 1 1 calc R U . . .
C8 C 0.1758(3) 0.5018(2) 0.33861(15) 0.0183(5) Uani 1 1 d . . . . .
C9 C 0.1510(3) 0.3705(2) 0.32915(15) 0.0199(5) Uani 1 1 d . . . . .
O9 O -0.0066(2) 0.32962(16) 0.30742(13) 0.0287(4) Uani 1 1 d . . . . .
C10 C 0.3104(3) 0.2840(2) 0.34676(15) 0.0190(5) Uani 1 1 d . . . . .
C11 C 0.4778(3) 0.2993(2) 0.31744(15) 0.0206(5) Uani 1 1 d . . . . .
H11 H 0.4998 0.3714 0.2897 0.025 Uiso 1 1 calc R U . . .
C12 C 0.6124(3) 0.2100(2) 0.32843(16) 0.0235(5) Uani 1 1 d . . . . .
H12 H 0.7254 0.2201 0.3078 0.028 Uiso 1 1 calc R U . . .
C13 C 0.5791(3) 0.1061(2) 0.36987(15) 0.0219(5) Uani 1 1 d . . . . .
Br13 Br 0.76387(4) -0.01607(3) 0.38967(2) 0.03049(12) Uani 1 1 d . . . . .
C14 C 0.4152(4) 0.0884(2) 0.39996(16) 0.0236(5) Uani 1 1 d . . . . .
H14 H 0.3951 0.0168 0.4287 0.028 Uiso 1 1 calc R U . . .
C15 C 0.2807(3) 0.1776(2) 0.38721(15) 0.0212(5) Uani 1 1 d . . . . .
H15 H 0.1664 0.1659 0.4064 0.025 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 C8 1.344(3) . ?
C1 C2 1.502(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.540(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.503(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.330(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.498(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.534(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.511(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.489(3) . ?
C9 O9 1.224(3) . ?
C9 C10 1.499(3) . ?
C10 C15 1.392(3) . ?
C10 C11 1.398(3) . ?
C11 C12 1.390(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.383(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.384(4) . ?
C13 Br13 1.905(2) . ?
C14 C15 1.389(4) . ?
C14 H14 0.9500 . ?
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
C8 C1 C2 129.1(2) . . ?
C8 C1 H1 115.4 . . ?
C2 C1 H1 115.4 . . ?
C1 C2 C3 118.3(2) . . ?
C1 C2 H2A 107.7 . . ?
C3 C2 H2A 107.7 . . ?
C1 C2 H2B 107.7 . . ?
C3 C2 H2B 107.7 . . ?
H2A C2 H2B 107.1 . . ?
C4 C3 C2 113.1(2) . . ?
C4 C3 H3A 109.0 . . ?
C2 C3 H3A 109.0 . . ?
C4 C3 H3B 109.0 . . ?
C2 C3 H3B 109.0 . . ?
H3A C3 H3B 107.8 . . ?
C5 C4 C3 128.3(3) . . ?
C5 C4 H4 115.8 . . ?
C3 C4 H4 115.8 . . ?
C4 C5 C6 128.7(3) . . ?
C4 C5 H5 115.6 . . ?
C6 C5 H5 115.6 . . ?
C5 C6 C7 117.4(2) . . ?
C5 C6 H6A 107.9 . . ?
C7 C6 H6A 107.9 . . ?
C5 C6 H6B 107.9 . . ?
C7 C6 H6B 107.9 . . ?
H6A C6 H6B 107.2 . . ?
C8 C7 C6 113.7(2) . . ?
C8 C7 H7A 108.8 . . ?
C6 C7 H7A 108.8 . . ?
C8 C7 H7B 108.8 . . ?
C6 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C1 C8 C9 120.0(2) . . ?
C1 C8 C7 126.3(2) . . ?
C9 C8 C7 113.3(2) . . ?
O9 C9 C8 119.3(2) . . ?
O9 C9 C10 117.6(2) . . ?
C8 C9 C10 123.1(2) . . ?
C15 C10 C11 118.8(2) . . ?
C15 C10 C9 117.3(2) . . ?
C11 C10 C9 123.6(2) . . ?
C12 C11 C10 120.6(2) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C13 C12 C11 118.9(2) . . ?
C13 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
C12 C13 C14 121.8(2) . . ?
C12 C13 Br13 120.16(19) . . ?
C14 C13 Br13 117.99(19) . . ?
C13 C14 C15 118.6(2) . . ?
C13 C14 H14 120.7 . . ?
C15 C14 H14 120.7 . . ?
C14 C15 C10 121.2(2) . . ?
C14 C15 H15 119.4 . . ?
C10 C15 H15 119.4 . . ?

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
C8 C1 C2 C3 24.0(4) . . . . ?
C1 C2 C3 C4 52.7(3) . . . . ?
C2 C3 C4 C5 -86.5(4) . . . . ?
C3 C4 C5 C6 0.8(5) . . . . ?
C4 C5 C6 C7 24.2(4) . . . . ?
C5 C6 C7 C8 54.4(3) . . . . ?
C2 C1 C8 C9 -171.7(2) . . . . ?
C2 C1 C8 C7 0.9(4) . . . . ?
C6 C7 C8 C1 -87.5(3) . . . . ?
C6 C7 C8 C9 85.4(3) . . . . ?
C1 C8 C9 O9 158.0(2) . . . . ?
C7 C8 C9 O9 -15.5(3) . . . . ?
C1 C8 C9 C10 -20.7(3) . . . . ?
C7 C8 C9 C10 165.8(2) . . . . ?
O9 C9 C10 C15 -37.8(3) . . . . ?
C8 C9 C10 C15 140.9(2) . . . . ?
O9 C9 C10 C11 135.6(3) . . . . ?
C8 C9 C10 C11 -45.7(3) . . . . ?
C15 C10 C11 C12 0.0(4) . . . . ?
C9 C10 C11 C12 -173.3(2) . . . . ?
C10 C11 C12 C13 -0.8(4) . . . . ?
C11 C12 C13 C14 0.6(4) . . . . ?
C11 C12 C13 Br13 -177.83(18) . . . . ?
C12 C13 C14 C15 0.5(4) . . . . ?
Br13 C13 C14 C15 178.94(19) . . . . ?
C13 C14 C15 C10 -1.4(4) . . . . ?
C11 C10 C15 C14 1.1(4) . . . . ?
C9 C10 C15 C14 174.9(2) . . . . ?

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
C12 H12 O9 0.95 2.31 3.159(3) 148.7 1_655

_refine_diff_density_max         0.532
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.077


# start Validation Reply Form
_vrf_PLAT410_sb977_hy_compound_3f 
;
PROBLEM: Short Intra H...H Contact   H3B    ..  H7B     .       1.89 Ang.  
RESPONSE: due to the conformation of the cycloocta-1,5-dien-1-yl substituent
;
####################################################################### 
# 
# 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_sb1027_hy_compound_5e
_database_code_depnum_ccdc_archive 'CCDC 1812129'
_audit_update_record             
;
2017-12-18 deposited with the CCDC.
2018-01-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
;
(1-((1E,5Z)-Cycloocta-1,5-dien-1-yl)-2-methylpropanon)platinum(II) chloride 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H18 Cl2 O Pt'
_chemical_formula_sum            'C12 H18 Cl2 O Pt'
_chemical_formula_weight         444.25

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'
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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+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                   15.9169(10)
_cell_length_b                   12.7655(9)
_cell_length_c                   13.2994(10)
_cell_angle_alpha                90
_cell_angle_beta                 99.665(2)
_cell_angle_gamma                90
_cell_volume                     2663.9(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9680
_cell_measurement_theta_min      2.7
_cell_measurement_theta_max      27.5

_exptl_crystal_description       blocks
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    .
_exptl_crystal_density_diffrn    2.215
_exptl_crystal_F_000             1680
_exptl_transmission_factor_min   .
_exptl_transmission_factor_max   .
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    10.913
_shelx_estimated_absorpt_T_min   0.198
_shelx_estimated_absorpt_T_max   0.408
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2228
_exptl_absorpt_correction_T_max  0.4034
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2014)'
_exptl_absorpt_special_details   ?

_exptl_special_details           
;
 dx = 40 mm, 1 deg., 7+1 runs, 1242 frames, 6 sec./frame
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'INCOATEC microfocus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE with Photon100 detector'
_diffrn_measurement_method       'rotation in φ and ω, 1°, shutterless'
_diffrn_detector_area_resol_mean 10.4167
_diffrn_reflns_number            54670
_diffrn_reflns_av_unetI/netI     0.0175
_diffrn_reflns_av_R_equivalents  0.0492
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.443
_diffrn_reflns_theta_max         27.534
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3073
_reflns_number_gt                2975
_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       APEX3
_computing_cell_refinement       APEX3
_computing_data_reduction        SAINT
_computing_structure_solution    SHELXS-97
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    .
_computing_publication_material  publCIF

_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)+12.0667P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014)'
_refine_ls_extinction_coef       0.00102(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3073
_refine_ls_number_parameters     146
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0163
_refine_ls_R_factor_gt           0.0153
_refine_ls_wR_factor_ref         0.0341
_refine_ls_wR_factor_gt          0.0338
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_restrained_S_all      1.142
_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 0.30824(2) 0.40656(2) 0.51273(2) 0.01126(5) Uani 1 1 d . . . . .
Cl1 Cl 0.19495(4) 0.37828(5) 0.38071(5) 0.01623(13) Uani 1 1 d . . . . .
Cl2 Cl 0.39913(4) 0.32544(6) 0.41883(5) 0.02033(14) Uani 1 1 d . . . . .
C1 C 0.24223(16) 0.5290(2) 0.58399(18) 0.0120(5) Uani 1 1 d . . . . .
C2 C 0.21855(17) 0.4308(2) 0.6162(2) 0.0142(5) Uani 1 1 d . . . . .
H2 H 0.1772 0.3927 0.5707 0.017 Uiso 1 1 calc R U . . .
C3 C 0.25290(19) 0.3801(2) 0.7169(2) 0.0199(6) Uani 1 1 d . . . . .
H3A H 0.2361 0.3053 0.7137 0.024 Uiso 1 1 calc R U . . .
H3B H 0.2262 0.4137 0.7708 0.024 Uiso 1 1 calc R U . . .
C4 C 0.3502(2) 0.3872(2) 0.7472(2) 0.0237(6) Uani 1 1 d . . . . .
H4A H 0.3648 0.4524 0.7866 0.028 Uiso 1 1 calc R U . . .
H4B H 0.3706 0.3274 0.7921 0.028 Uiso 1 1 calc R U . . .
C5 C 0.39611(18) 0.3867(2) 0.6559(2) 0.0217(6) Uani 1 1 d . . . . .
H5 H 0.4104 0.3207 0.6305 0.026 Uiso 1 1 calc R U . . .
C6 C 0.41878(17) 0.4764(2) 0.6068(2) 0.0207(6) Uani 1 1 d . . . . .
H6 H 0.4514 0.4667 0.5539 0.025 Uiso 1 1 calc R U . . .
C7 C 0.39595(19) 0.5874(2) 0.6304(2) 0.0227(6) Uani 1 1 d . . . . .
H7A H 0.4033 0.6328 0.5721 0.027 Uiso 1 1 calc R U . . .
H7B H 0.4362 0.6121 0.6907 0.027 Uiso 1 1 calc R U . . .
C8 C 0.30505(18) 0.6001(2) 0.6514(2) 0.0171(5) Uani 1 1 d . . . . .
H8A H 0.3039 0.5837 0.7239 0.020 Uiso 1 1 calc R U . . .
H8B H 0.2871 0.6740 0.6394 0.020 Uiso 1 1 calc R U . . .
C9 C 0.18889(17) 0.58789(19) 0.49561(19) 0.0146(5) Uani 1 1 d . . . . .
O9 O 0.22448(14) 0.64691(15) 0.44492(14) 0.0214(4) Uani 1 1 d . . . . .
C10 C 0.09286(18) 0.5800(2) 0.4846(2) 0.0187(6) Uani 1 1 d . . . . .
H10 H 0.0774 0.5057 0.4965 0.022 Uiso 1 1 calc R U . . .
C11 C 0.0662(2) 0.6488(3) 0.5694(2) 0.0279(7) Uani 1 1 d . . . . .
H11A H 0.0041 0.6459 0.5650 0.042 Uiso 1 1 calc R U . . .
H11B H 0.0937 0.6228 0.6362 0.042 Uiso 1 1 calc R U . . .
H11C H 0.0837 0.7214 0.5607 0.042 Uiso 1 1 calc R U . . .
C12 C 0.0493(2) 0.6126(3) 0.3785(2) 0.0292(7) Uani 1 1 d . . . . .
H12A H -0.0126 0.6066 0.3740 0.044 Uiso 1 1 calc R U . . .
H12B H 0.0643 0.6853 0.3658 0.044 Uiso 1 1 calc R U . . .
H12C H 0.0682 0.5668 0.3276 0.044 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
Pt1 C2 2.165(3) . ?
Pt1 C6 2.172(3) . ?
Pt1 C5 2.180(3) . ?
Pt1 C1 2.186(2) . ?
Pt1 Cl2 2.3090(7) . ?
Pt1 Cl1 2.3241(6) . ?
C1 C2 1.397(4) . ?
C1 C8 1.526(4) . ?
C1 C9 1.527(3) . ?
C2 C3 1.505(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.537(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.518(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.396(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.509(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.528(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 O9 1.213(3) . ?
C9 C10 1.514(4) . ?
C10 C12 1.522(4) . ?
C10 C11 1.543(4) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?

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 Pt1 C6 97.59(11) . . ?
C2 Pt1 C5 81.72(11) . . ?
C6 Pt1 C5 37.41(11) . . ?
C2 Pt1 C1 37.46(10) . . ?
C6 Pt1 C1 81.88(10) . . ?
C5 Pt1 C1 89.37(10) . . ?
C2 Pt1 Cl2 161.38(7) . . ?
C6 Pt1 Cl2 88.57(8) . . ?
C5 Pt1 Cl2 92.98(8) . . ?
C1 Pt1 Cl2 161.00(7) . . ?
C2 Pt1 Cl1 89.52(7) . . ?
C6 Pt1 Cl1 161.76(8) . . ?
C5 Pt1 Cl1 160.81(9) . . ?
C1 Pt1 Cl1 94.02(7) . . ?
Cl2 Pt1 Cl1 89.94(2) . . ?
C2 C1 C8 122.5(2) . . ?
C2 C1 C9 122.3(2) . . ?
C8 C1 C9 112.6(2) . . ?
C2 C1 Pt1 70.46(14) . . ?
C8 C1 Pt1 111.42(17) . . ?
C9 C1 Pt1 105.30(15) . . ?
C1 C2 C3 125.6(2) . . ?
C1 C2 Pt1 72.08(14) . . ?
C3 C2 Pt1 108.94(18) . . ?
C1 C2 H2 117.2 . . ?
C3 C2 H2 117.2 . . ?
Pt1 C2 H2 88.9 . . ?
C2 C3 C4 114.0(2) . . ?
C2 C3 H3A 108.7 . . ?
C4 C3 H3A 108.7 . . ?
C2 C3 H3B 108.7 . . ?
C4 C3 H3B 108.7 . . ?
H3A C3 H3B 107.6 . . ?
C5 C4 C3 112.9(2) . . ?
C5 C4 H4A 109.0 . . ?
C3 C4 H4A 109.0 . . ?
C5 C4 H4B 109.0 . . ?
C3 C4 H4B 109.0 . . ?
H4A C4 H4B 107.8 . . ?
C6 C5 C4 124.6(3) . . ?
C6 C5 Pt1 70.96(15) . . ?
C4 C5 Pt1 111.94(19) . . ?
C6 C5 H5 117.7 . . ?
C4 C5 H5 117.7 . . ?
Pt1 C5 H5 87.1 . . ?
C5 C6 C7 125.7(3) . . ?
C5 C6 Pt1 71.63(16) . . ?
C7 C6 Pt1 107.77(18) . . ?
C5 C6 H6 117.2 . . ?
C7 C6 H6 117.2 . . ?
Pt1 C6 H6 90.6 . . ?
C6 C7 C8 114.0(2) . . ?
C6 C7 H7A 108.8 . . ?
C8 C7 H7A 108.8 . . ?
C6 C7 H7B 108.8 . . ?
C8 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C1 C8 C7 112.1(2) . . ?
C1 C8 H8A 109.2 . . ?
C7 C8 H8A 109.2 . . ?
C1 C8 H8B 109.2 . . ?
C7 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
O9 C9 C10 123.1(2) . . ?
O9 C9 C1 118.8(2) . . ?
C10 C9 C1 117.6(2) . . ?
C9 C10 C12 111.5(3) . . ?
C9 C10 C11 106.8(2) . . ?
C12 C10 C11 112.5(2) . . ?
C9 C10 H10 108.6 . . ?
C12 C10 H10 108.6 . . ?
C11 C10 H10 108.6 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

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
C6 Pt1 C1 C2 -113.94(17) . . . . ?
C5 Pt1 C1 C2 -77.15(17) . . . . ?
Cl2 Pt1 C1 C2 -174.48(16) . . . . ?
Cl1 Pt1 C1 C2 83.94(15) . . . . ?
C2 Pt1 C1 C8 118.3(2) . . . . ?
C6 Pt1 C1 C8 4.35(18) . . . . ?
C5 Pt1 C1 C8 41.14(19) . . . . ?
Cl2 Pt1 C1 C8 -56.2(3) . . . . ?
Cl1 Pt1 C1 C8 -157.77(17) . . . . ?
C2 Pt1 C1 C9 -119.4(2) . . . . ?
C6 Pt1 C1 C9 126.68(18) . . . . ?
C5 Pt1 C1 C9 163.47(18) . . . . ?
Cl2 Pt1 C1 C9 66.1(3) . . . . ?
Cl1 Pt1 C1 C9 -35.44(16) . . . . ?
C8 C1 C2 C3 -2.6(4) . . . . ?
C9 C1 C2 C3 -163.0(2) . . . . ?
Pt1 C1 C2 C3 100.8(3) . . . . ?
C8 C1 C2 Pt1 -103.5(2) . . . . ?
C9 C1 C2 Pt1 96.1(2) . . . . ?
C6 Pt1 C2 C1 65.90(17) . . . . ?
C5 Pt1 C2 C1 99.89(16) . . . . ?
Cl2 Pt1 C2 C1 174.37(17) . . . . ?
Cl1 Pt1 C2 C1 -97.25(14) . . . . ?
C6 Pt1 C2 C3 -56.5(2) . . . . ?
C5 Pt1 C2 C3 -22.5(2) . . . . ?
C1 Pt1 C2 C3 -122.4(3) . . . . ?
Cl2 Pt1 C2 C3 51.9(3) . . . . ?
Cl1 Pt1 C2 C3 140.33(18) . . . . ?
C1 C2 C3 C4 -45.3(4) . . . . ?
Pt1 C2 C3 C4 35.8(3) . . . . ?
C2 C3 C4 C5 -31.6(4) . . . . ?
C3 C4 C5 C6 92.5(3) . . . . ?
C3 C4 C5 Pt1 11.1(3) . . . . ?
C2 Pt1 C5 C6 -114.21(19) . . . . ?
C1 Pt1 C5 C6 -77.40(18) . . . . ?
Cl2 Pt1 C5 C6 83.74(17) . . . . ?
Cl1 Pt1 C5 C6 -177.87(19) . . . . ?
C2 Pt1 C5 C4 6.3(2) . . . . ?
C6 Pt1 C5 C4 120.5(3) . . . . ?
C1 Pt1 C5 C4 43.1(2) . . . . ?
Cl2 Pt1 C5 C4 -155.7(2) . . . . ?
Cl1 Pt1 C5 C4 -57.3(4) . . . . ?
C4 C5 C6 C7 -5.0(4) . . . . ?
Pt1 C5 C6 C7 99.1(3) . . . . ?
C4 C5 C6 Pt1 -104.0(3) . . . . ?
C2 Pt1 C6 C5 65.58(19) . . . . ?
C1 Pt1 C6 C5 99.69(18) . . . . ?
Cl2 Pt1 C6 C5 -96.78(17) . . . . ?
Cl1 Pt1 C6 C5 177.8(2) . . . . ?
C2 Pt1 C6 C7 -57.0(2) . . . . ?
C5 Pt1 C6 C7 -122.6(3) . . . . ?
C1 Pt1 C6 C7 -22.91(19) . . . . ?
Cl2 Pt1 C6 C7 140.61(19) . . . . ?
Cl1 Pt1 C6 C7 55.2(4) . . . . ?
C5 C6 C7 C8 -40.7(4) . . . . ?
Pt1 C6 C7 C8 39.1(3) . . . . ?
C2 C1 C8 C7 95.2(3) . . . . ?
C9 C1 C8 C7 -102.7(3) . . . . ?
Pt1 C1 C8 C7 15.3(3) . . . . ?
C6 C7 C8 C1 -36.8(3) . . . . ?
C2 C1 C9 O9 -150.6(3) . . . . ?
C8 C1 C9 O9 47.2(3) . . . . ?
Pt1 C1 C9 O9 -74.4(3) . . . . ?
C2 C1 C9 C10 37.1(3) . . . . ?
C8 C1 C9 C10 -125.0(2) . . . . ?
Pt1 C1 C9 C10 113.4(2) . . . . ?
O9 C9 C10 C12 25.7(4) . . . . ?
C1 C9 C10 C12 -162.4(2) . . . . ?
O9 C9 C10 C11 -97.6(3) . . . . ?
C1 C9 C10 C11 74.3(3) . . . . ?

_refine_diff_density_max         1.928
_refine_diff_density_min         -0.805
_refine_diff_density_rms         0.145

