# Electronic Supplementary Material (ESI) for Chemical Communications.
# 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_e3140n
_database_code_depnum_ccdc_archive 'CCDC 1508100'
_audit_update_record             
;
2017-02-22 deposited with the CCDC.
2017-03-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C50 H38 N2 P2 Pt'
_chemical_formula_sum            'C50 H38 N2 P2 Pt'
_chemical_formula_weight         923.85

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'
P P 0.1023 0.0942 '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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   18.2714(4)
_cell_length_b                   9.6175(2)
_cell_length_c                   22.3182(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3921.87(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    42000
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      25.

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      none
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.565
_exptl_crystal_F_000             1840
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    3.698
_shelx_estimated_absorpt_T_min   0.809
_shelx_estimated_absorpt_T_max   0.837
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.809
_exptl_absorpt_correction_T_max  0.837
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            42714
_diffrn_reflns_av_unetI/netI     0.0231
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.138
_diffrn_reflns_theta_max         30.083
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             5576
_reflns_number_gt                3664
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2013)'
_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)+(0.0465P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5576
_refine_ls_number_parameters     250
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0218
_refine_ls_wR_factor_ref         0.0827
_refine_ls_wR_factor_gt          0.0652
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_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_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 1.0000 0.0000 0.0000 0.01490(6) Uani 1 2 d S . P . .
C2 C 1.05670(14) 0.3179(2) 0.06608(11) 0.0265(5) Uani 1 1 d . . . . .
H2 H 1.0848 0.2395 0.0543 0.032 Uiso 1 1 calc R U . . .
C1 C 0.98284(13) 0.3023(2) 0.07830(10) 0.0181(5) Uani 1 1 d . . . . .
C3 C 1.09007(15) 0.4475(3) 0.07082(12) 0.0351(6) Uani 1 1 d . . . . .
H3 H 1.1406 0.4577 0.0618 0.042 Uiso 1 1 calc R U . . .
C5 C 0.97580(17) 0.5463(3) 0.10162(12) 0.0312(6) Uani 1 1 d . . . . .
H5 H 0.9479 0.6248 0.1137 0.037 Uiso 1 1 calc R U . . .
C4 C 1.04928(16) 0.5617(3) 0.08883(11) 0.0295(6) Uani 1 1 d . . . . .
H4 H 1.0719 0.6503 0.0924 0.035 Uiso 1 1 calc R U . . .
C7 C 0.94264(15) 0.4183(3) 0.09700(11) 0.0264(6) Uani 1 1 d . . . . .
H7 H 0.8922 0.4086 0.1066 0.032 Uiso 1 1 calc R U . . .
C10 C 0.79044(13) 0.1234(3) 0.10152(10) 0.0250(5) Uani 1 1 d . . . . .
H10 H 0.8044 0.0638 0.1335 0.030 Uiso 1 1 calc R U . . .
C8 C 0.84348(12) 0.1714(2) 0.06164(9) 0.0183(5) Uani 1 1 d . . . . .
C12 C 0.69719(14) 0.2474(3) 0.04918(11) 0.0330(6) Uani 1 1 d . . . . .
H12 H 0.6473 0.2735 0.0449 0.040 Uiso 1 1 calc R U . . .
C13 C 0.74861(15) 0.2966(4) 0.00890(11) 0.0335(6) Uani 1 1 d . . . . .
H13 H 0.7342 0.3568 -0.0227 0.040 Uiso 1 1 calc R U . . .
C11 C 0.71743(14) 0.1615(3) 0.09519(11) 0.0347(7) Uani 1 1 d . . . . .
H11 H 0.6818 0.1281 0.1226 0.042 Uiso 1 1 calc R U . . .
C9 C 0.82111(14) 0.2576(3) 0.01485(10) 0.0275(6) Uani 1 1 d . . . . .
H9 H 0.8561 0.2899 -0.0133 0.033 Uiso 1 1 calc R U . . .
C14 C 1.07663(13) -0.0365(2) 0.06259(10) 0.0199(5) Uani 1 1 d . . . . .
C16 C 1.15607(13) -0.0787(3) 0.15924(10) 0.0251(5) Uani 1 1 d . . . . .
N1 N 1.16391(16) -0.0299(3) 0.26526(11) 0.0466(7) Uani 1 1 d . . . . .
C20 C 1.13317(17) -0.0139(3) 0.21183(12) 0.0340(7) Uani 1 1 d . . . . .
H20 H 1.0922 0.0467 0.2092 0.041 Uiso 1 1 calc R U . . .
C15 C 1.11634(14) -0.0551(3) 0.10432(10) 0.0246(5) Uani 1 1 d . . . . .
C18 C 1.24716(19) -0.1883(4) 0.21970(17) 0.0589(10) Uani 1 1 d . . . . .
H18 H 1.2873 -0.2501 0.2244 0.071 Uiso 1 1 calc R U . . .
C19 C 1.21951(19) -0.1169(3) 0.26789(14) 0.0524(9) Uani 1 1 d . . . . .
H19 H 1.2420 -0.1313 0.3058 0.063 Uiso 1 1 calc R U . . .
C17 C 1.21530(16) -0.1683(3) 0.16378(13) 0.0429(7) Uani 1 1 d . . . . .
H17 H 1.2337 -0.2150 0.1294 0.051 Uiso 1 1 calc R U . . .
C27 C 0.93537(14) 0.1422(3) 0.19712(9) 0.0238(5) Uani 1 1 d . . . . .
H27 H 0.9348 0.2405 0.1930 0.029 Uiso 1 1 calc R U . . .
C22 C 0.94187(12) 0.0584(2) 0.14656(9) 0.0178(5) Uani 1 1 d . . . . .
C26 C 0.92971(15) 0.0820(3) 0.25373(10) 0.0282(6) Uani 1 1 d . . . . .
H26 H 0.9254 0.1395 0.2882 0.034 Uiso 1 1 calc R U . . .
C24 C 0.93697(15) -0.1455(3) 0.20981(11) 0.0300(6) Uani 1 1 d . . . . .
H24 H 0.9374 -0.2438 0.2140 0.036 Uiso 1 1 calc R U . . .
C23 C 0.94294(13) -0.0856(2) 0.15341(10) 0.0226(5) Uani 1 1 d . . . . .
H23 H 0.9478 -0.1434 0.1191 0.027 Uiso 1 1 calc R U . . .
C25 C 0.93041(15) -0.0617(3) 0.26000(10) 0.0310(6) Uani 1 1 d . . . . .
H25 H 0.9264 -0.1024 0.2986 0.037 Uiso 1 1 calc R U . . .
P1 P 0.94028(3) 0.13158(6) 0.07160(2) 0.01610(12) 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 C14 2.009(2) . ?
Pt1 C14 2.009(2) 5_755 ?
Pt1 P1 2.3120(5) 5_755 ?
Pt1 P1 2.3121(5) . ?
C2 C1 1.385(3) . ?
C2 C3 1.391(3) . ?
C2 H2 0.9500 . ?
C1 C7 1.400(3) . ?
C1 P1 1.823(2) . ?
C3 C4 1.387(4) . ?
C3 H3 0.9500 . ?
C5 C7 1.376(4) . ?
C5 C4 1.381(4) . ?
C5 H5 0.9500 . ?
C4 H4 0.9500 . ?
C7 H7 0.9500 . ?
C10 C11 1.391(3) . ?
C10 C8 1.394(3) . ?
C10 H10 0.9500 . ?
C8 C9 1.394(3) . ?
C8 P1 1.823(2) . ?
C12 C11 1.369(3) . ?
C12 C13 1.384(4) . ?
C12 H12 0.9500 . ?
C13 C9 1.383(3) . ?
C13 H13 0.9500 . ?
C11 H11 0.9500 . ?
C9 H9 0.9500 . ?
C14 C15 1.194(3) . ?
C16 C17 1.387(4) . ?
C16 C20 1.393(3) . ?
C16 C15 1.443(3) . ?
N1 C19 1.317(4) . ?
N1 C20 1.327(3) . ?
C20 H20 0.9500 . ?
C18 C19 1.372(5) . ?
C18 C17 1.390(4) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C17 H17 0.9500 . ?
C27 C22 1.392(3) . ?
C27 C26 1.394(3) . ?
C27 H27 0.9500 . ?
C22 C23 1.394(4) . ?
C22 P1 1.815(2) . ?
C26 C25 1.389(4) . ?
C26 H26 0.9500 . ?
C24 C25 1.386(3) . ?
C24 C23 1.389(3) . ?
C24 H24 0.9500 . ?
C23 H23 0.9500 . ?
C25 H25 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
C14 Pt1 C14 180.0 . 5_755 ?
C14 Pt1 P1 93.21(6) . 5_755 ?
C14 Pt1 P1 86.79(6) 5_755 5_755 ?
C14 Pt1 P1 86.79(6) . . ?
C14 Pt1 P1 93.21(6) 5_755 . ?
P1 Pt1 P1 180.0 5_755 . ?
C1 C2 C3 120.6(2) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C2 C1 C7 118.9(2) . . ?
C2 C1 P1 119.84(18) . . ?
C7 C1 P1 121.24(19) . . ?
C4 C3 C2 119.7(3) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C7 C5 C4 120.5(3) . . ?
C7 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C4 C3 119.9(3) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C5 C7 C1 120.3(3) . . ?
C5 C7 H7 119.8 . . ?
C1 C7 H7 119.8 . . ?
C11 C10 C8 121.0(2) . . ?
C11 C10 H10 119.5 . . ?
C8 C10 H10 119.5 . . ?
C9 C8 C10 118.1(2) . . ?
C9 C8 P1 120.04(18) . . ?
C10 C8 P1 121.79(17) . . ?
C11 C12 C13 120.7(2) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C9 C13 C12 119.7(3) . . ?
C9 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C12 C11 C10 119.6(2) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C13 C9 C8 120.9(2) . . ?
C13 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C15 C14 Pt1 172.8(2) . . ?
C17 C16 C20 116.8(2) . . ?
C17 C16 C15 123.5(2) . . ?
C20 C16 C15 119.6(2) . . ?
C19 N1 C20 116.1(3) . . ?
N1 C20 C16 125.3(3) . . ?
N1 C20 H20 117.4 . . ?
C16 C20 H20 117.4 . . ?
C14 C15 C16 172.8(3) . . ?
C19 C18 C17 118.7(3) . . ?
C19 C18 H18 120.6 . . ?
C17 C18 H18 120.6 . . ?
N1 C19 C18 124.5(3) . . ?
N1 C19 H19 117.7 . . ?
C18 C19 H19 117.7 . . ?
C16 C17 C18 118.6(3) . . ?
C16 C17 H17 120.7 . . ?
C18 C17 H17 120.7 . . ?
C22 C27 C26 120.1(2) . . ?
C22 C27 H27 120.0 . . ?
C26 C27 H27 120.0 . . ?
C27 C22 C23 119.20(19) . . ?
C27 C22 P1 121.43(18) . . ?
C23 C22 P1 119.11(16) . . ?
C25 C26 C27 120.3(2) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C25 C24 C23 119.9(2) . . ?
C25 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C24 C23 C22 120.7(2) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C24 C25 C26 119.9(2) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C22 P1 C1 105.46(10) . . ?
C22 P1 C8 102.08(10) . . ?
C1 P1 C8 103.58(10) . . ?
C22 P1 Pt1 114.66(8) . . ?
C1 P1 Pt1 110.38(7) . . ?
C8 P1 Pt1 119.24(7) . . ?

_refine_diff_density_max         0.478
_refine_diff_density_min         -0.545
_refine_diff_density_rms         0.089

_shelxl_version_number           2013-4

