# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2013

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
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# 
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#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1
#TrackingRef 'Final.cif'


_audit_creation_method           SHELXL-97
_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'

_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                   12.0599(12)
_cell_length_b                   22.474(2)
_cell_length_c                   7.8012(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.5980(10)
_cell_angle_gamma                90.00
_cell_volume                     2071.2(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    18318
_cell_measurement_theta_min      1.72
_cell_measurement_theta_max      27.52

_exptl_crystal_description       needle-like
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.481
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             920
_exptl_absorpt_coefficient_mu    3.501
_exptl_absorpt_correction_type   'Semi-empirical from equivalents'
_exptl_absorpt_correction_T_min  0.722
_exptl_absorpt_correction_T_max  0.811
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(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-AXS area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            17791
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_av_sigmaI/netI    0.0346
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.72
_diffrn_reflns_theta_max         27.52
_reflns_number_total             4744
_reflns_number_gt                3908
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 1997)'
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (Sheldrick, 1990)'
_computing_publication_material  SHELXL-97

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0296P)^2^+0.9831P] where P=(Fo^2^+2Fc^2^)/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         4744
_refine_ls_number_parameters     250
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0276
_refine_ls_wR_factor_ref         0.0755
_refine_ls_wR_factor_gt          0.0717
_refine_ls_goodness_of_fit_ref   1.177
_refine_ls_restrained_S_all      2.818
_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 0.5000 0.0000 1.0000 0.02994(16) Uani 1 2 d S . .
P1 P 0.38433(15) 0.06473(8) 1.1148(2) 0.0292(4) Uani 1 1 d . . .
N1 N 0.9845(12) 0.2088(7) 1.176(2) 0.117(5) Uani 1 1 d . . .
C1 C 0.3067(7) 0.1135(3) 0.9458(10) 0.0350(16) Uani 1 1 d . . .
C2 C 0.3536(7) 0.1280(4) 0.8024(10) 0.0454(19) Uani 1 1 d . . .
H2 H 0.4224 0.1116 0.7906 0.054 Uiso 1 1 calc R . .
C3 C 0.2975(9) 0.1673(4) 0.6767(12) 0.059(3) Uani 1 1 d . . .
H3 H 0.3294 0.1775 0.5817 0.071 Uiso 1 1 calc R . .
C4 C 0.1954(9) 0.1909(4) 0.6922(13) 0.060(3) Uani 1 1 d . . .
H4 H 0.1581 0.2175 0.6090 0.072 Uiso 1 1 calc R . .
C5 C 0.1478(9) 0.1745(5) 0.8356(14) 0.064(3) Uani 1 1 d D . .
H5 H 0.0771 0.1893 0.8444 0.076 Uiso 1 1 calc R . .
C6 C 0.2028(8) 0.1377(5) 0.9603(12) 0.054(2) Uani 1 1 d . . .
H6 H 0.1714 0.1284 1.0565 0.064 Uiso 1 1 calc R . .
C7 C 0.2751(6) 0.0321(3) 1.2174(10) 0.0346(16) Uani 1 1 d D . .
C8 C 0.1846(8) 0.0024(3) 1.1094(14) 0.048(2) Uani 1 1 d D . .
H8 H 0.1780 0.0020 0.9886 0.058 Uiso 1 1 calc R . .
C9 C 0.1043(8) -0.0266(5) 1.1881(14) 0.056(2) Uani 1 1 d . . .
H9 H 0.0467 -0.0484 1.1187 0.067 Uiso 1 1 calc R . .
C10 C 0.1093(10) -0.0233(6) 1.3643(16) 0.069(3) Uani 1 1 d . . .
H10 H 0.0548 -0.0424 1.4138 0.082 Uiso 1 1 calc R . .
C11 C 0.1958(13) 0.0085(5) 1.4697(17) 0.073(4) Uani 1 1 d . . .
H11 H 0.1981 0.0118 1.5892 0.088 Uiso 1 1 calc R . .
C12 C 0.2793(8) 0.0357(4) 1.3960(11) 0.049(2) Uani 1 1 d . . .
H12 H 0.3380 0.0563 1.4671 0.059 Uiso 1 1 calc R . .
C13 C 0.4623(6) 0.1143(3) 1.2818(9) 0.0362(16) Uani 1 1 d . . .
C14 C 0.4451(8) 0.1755(4) 1.2784(11) 0.047(2) Uani 1 1 d . . .
H14 H 0.3916 0.1925 1.1893 0.057 Uiso 1 1 calc R . .
C15 C 0.5073(10) 0.2112(4) 1.4073(13) 0.065(3) Uani 1 1 d . . .
H15 H 0.4963 0.2522 1.4039 0.078 Uiso 1 1 calc R . .
C16 C 0.5861(10) 0.1860(5) 1.5414(14) 0.072(3) Uani 1 1 d . . .
H16 H 0.6275 0.2101 1.6282 0.087 Uiso 1 1 calc R . .
C17 C 0.6032(9) 0.1255(5) 1.5470(12) 0.064(3) Uani 1 1 d . . .
H17 H 0.6550 0.1086 1.6385 0.077 Uiso 1 1 calc R . .
C18 C 0.5431(7) 0.0898(4) 1.4156(11) 0.051(2) Uani 1 1 d . . .
H18 H 0.5568 0.0491 1.4170 0.062 Uiso 1 1 calc R . .
C19 C 0.6202(6) 0.0626(3) 1.0400(11) 0.0406(17) Uani 1 1 d . . .
C20 C 0.6938(7) 0.0990(4) 1.0699(12) 0.048(2) Uani 1 1 d . . .
C21 C 0.7896(8) 0.1381(4) 1.1061(12) 0.046(2) Uani 1 1 d . . .
C22 C 0.8897(9) 0.1199(6) 1.2178(14) 0.072(3) Uani 1 1 d . . .
H22 H 0.8935 0.0830 1.2728 0.087 Uiso 1 1 calc R . .
C23 C 0.9819(11) 0.1566(8) 1.2455(19) 0.098(5) Uani 1 1 d . . .
H23 H 1.0474 0.1431 1.3194 0.118 Uiso 1 1 calc R . .
C24 C 0.7916(11) 0.1929(5) 1.0289(16) 0.075(3) Uani 1 1 d . . .
H24 H 0.7282 0.2074 0.9524 0.090 Uiso 1 1 calc R . .
C25 C 0.8919(17) 0.2263(7) 1.068(2) 0.114(6) Uani 1 1 d . . .
H25 H 0.8929 0.2633 1.0150 0.137 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Pt1 0.0201(2) 0.0286(2) 0.0407(3) -0.00113(15) 0.00515(16) 0.00064(14)
P1 0.0238(8) 0.0313(9) 0.0325(9) 0.0011(7) 0.0055(7) 0.0045(7)
N1 0.090(9) 0.127(12) 0.142(12) -0.058(10) 0.045(8) -0.073(9)
C1 0.033(4) 0.034(4) 0.037(4) -0.001(3) 0.004(3) 0.008(3)
C2 0.049(5) 0.048(5) 0.043(4) 0.009(4) 0.018(4) 0.013(4)
C3 0.079(7) 0.060(6) 0.044(5) 0.017(4) 0.020(5) 0.014(5)
C4 0.068(6) 0.050(5) 0.054(5) 0.014(4) -0.005(5) 0.023(5)
C5 0.050(6) 0.071(7) 0.070(7) 0.016(5) 0.010(5) 0.031(5)
C6 0.050(5) 0.070(6) 0.046(5) 0.019(4) 0.021(4) 0.027(5)
C7 0.028(4) 0.038(4) 0.039(4) 0.004(3) 0.009(3) 0.007(3)
C8 0.031(5) 0.063(6) 0.051(5) 0.004(4) 0.011(4) 0.003(3)
C9 0.035(5) 0.064(6) 0.070(7) 0.005(5) 0.013(4) -0.008(4)
C10 0.056(6) 0.085(7) 0.074(7) 0.021(6) 0.033(6) -0.005(6)
C11 0.075(9) 0.102(10) 0.050(6) 0.009(5) 0.027(6) -0.014(6)
C12 0.049(5) 0.058(6) 0.043(5) 0.006(4) 0.013(4) -0.003(4)
C13 0.037(4) 0.040(4) 0.033(4) -0.003(3) 0.010(3) 0.000(3)
C14 0.061(5) 0.040(4) 0.042(5) -0.002(3) 0.013(4) 0.001(4)
C15 0.093(8) 0.047(5) 0.057(6) -0.016(5) 0.020(6) -0.013(5)
C16 0.079(8) 0.086(8) 0.049(6) -0.021(6) 0.006(5) -0.027(6)
C17 0.059(6) 0.079(7) 0.045(5) -0.004(5) -0.008(4) -0.004(5)
C18 0.047(5) 0.050(5) 0.052(5) -0.001(4) -0.002(4) 0.001(4)
C19 0.028(4) 0.041(4) 0.054(5) -0.006(4) 0.012(3) -0.003(3)
C20 0.036(4) 0.048(5) 0.060(5) -0.010(4) 0.013(4) -0.010(4)
C21 0.043(5) 0.051(5) 0.048(5) -0.013(4) 0.018(4) -0.015(4)
C22 0.055(6) 0.084(8) 0.072(7) -0.010(6) 0.001(5) -0.019(6)
C23 0.054(7) 0.141(13) 0.096(10) -0.045(9) 0.006(7) -0.035(8)
C24 0.083(8) 0.056(6) 0.085(8) -0.003(6) 0.013(6) -0.024(6)
C25 0.143(15) 0.075(9) 0.140(14) -0.007(9) 0.064(12) -0.055(10)

_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 C19 1.999(7) 3_657 ?
Pt1 C19 1.999(8) . ?
Pt1 P1 2.3165(17) . ?
Pt1 P1 2.3165(17) 3_657 ?
P1 C1 1.822(8) . ?
P1 C13 1.825(8) . ?
P1 C7 1.827(7) . ?
N1 C23 1.30(2) . ?
N1 C25 1.32(2) . ?
C1 C6 1.390(11) . ?
C1 C2 1.391(11) . ?
C2 C3 1.390(11) . ?
C2 H2 0.9300 . ?
C3 C4 1.368(13) . ?
C3 H3 0.9300 . ?
C4 C5 1.406(14) . ?
C4 H4 0.9300 . ?
C5 C6 1.346(12) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C12 1.386(11) . ?
C7 C8 1.406(12) . ?
C8 C9 1.406(12) . ?
C8 H8 0.9300 . ?
C9 C10 1.366(15) . ?
C9 H9 0.9300 . ?
C10 C11 1.390(19) . ?
C10 H10 0.9300 . ?
C11 C12 1.395(14) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.390(11) . ?
C13 C18 1.391(11) . ?
C14 C15 1.384(12) . ?
C14 H14 0.9300 . ?
C15 C16 1.385(15) . ?
C15 H15 0.9300 . ?
C16 C17 1.374(15) . ?
C16 H16 0.9300 . ?
C17 C18 1.387(12) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.195(11) . ?
C20 C21 1.434(12) . ?
C21 C24 1.373(14) . ?
C21 C22 1.401(14) . ?
C22 C23 1.366(16) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 C25 1.405(19) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?

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
C19 Pt1 C19 180.0(7) 3_657 . ?
C19 Pt1 P1 91.6(2) 3_657 . ?
C19 Pt1 P1 88.4(2) . . ?
C19 Pt1 P1 88.4(2) 3_657 3_657 ?
C19 Pt1 P1 91.6(2) . 3_657 ?
P1 Pt1 P1 180.00(8) . 3_657 ?
C1 P1 C13 105.4(4) . . ?
C1 P1 C7 104.3(3) . . ?
C13 P1 C7 104.2(3) . . ?
C1 P1 Pt1 111.1(2) . . ?
C13 P1 Pt1 113.3(2) . . ?
C7 P1 Pt1 117.4(2) . . ?
C23 N1 C25 116.7(12) . . ?
C6 C1 C2 119.5(7) . . ?
C6 C1 P1 121.1(6) . . ?
C2 C1 P1 119.4(6) . . ?
C3 C2 C1 119.9(8) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C4 C3 C2 120.2(8) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 119.2(8) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C6 C5 C4 121.0(9) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C5 C6 C1 120.2(8) . . ?
C5 C6 H6 119.9 . . ?
C1 C6 H6 119.9 . . ?
C12 C7 C8 119.8(7) . . ?
C12 C7 P1 122.3(6) . . ?
C8 C7 P1 118.0(6) . . ?
C7 C8 C9 118.5(9) . . ?
C7 C8 H8 120.7 . . ?
C9 C8 H8 120.7 . . ?
C10 C9 C8 121.4(10) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C9 C10 C11 119.8(9) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C10 C11 C12 120.0(11) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C7 C12 C11 120.3(9) . . ?
C7 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C14 C13 C18 119.1(8) . . ?
C14 C13 P1 122.5(6) . . ?
C18 C13 P1 118.4(6) . . ?
C15 C14 C13 120.2(9) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 120.0(9) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C17 C16 C15 120.3(9) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C16 C17 C18 119.7(9) . . ?
C16 C17 H17 120.1 . . ?
C18 C17 H17 120.1 . . ?
C17 C18 C13 120.6(9) . . ?
C17 C18 H18 119.7 . . ?
C13 C18 H18 119.7 . . ?
C20 C19 Pt1 177.5(8) . . ?
C19 C20 C21 174.5(10) . . ?
C24 C21 C22 116.5(9) . . ?
C24 C21 C20 123.2(10) . . ?
C22 C21 C20 120.2(9) . . ?
C23 C22 C21 119.6(12) . . ?
C23 C22 H22 120.2 . . ?
C21 C22 H22 120.2 . . ?
N1 C23 C22 124.6(14) . . ?
N1 C23 H23 117.7 . . ?
C22 C23 H23 117.7 . . ?
C21 C24 C25 118.3(13) . . ?
C21 C24 H24 120.8 . . ?
C25 C24 H24 120.8 . . ?
N1 C25 C24 124.2(14) . . ?
N1 C25 H25 117.9 . . ?
C24 C25 H25 117.9 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.52
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.519
_refine_diff_density_min         -1.017
_refine_diff_density_rms         0.138


_database_code_depnum_ccdc_archive 'CCDC 900608'