# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1905320'
_audit_update_record             
;
2019-03-25 deposited with the CCDC.	2019-05-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H13 F5 N2 O Pt'
_chemical_formula_weight         635.45

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'
Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

loop_
_symmetry_equiv_pos_as_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                   15.764(3)
_cell_length_b                   11.846(2)
_cell_length_c                   22.623(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4224.5(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.998
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2416
_exptl_absorpt_coefficient_mu    6.706
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.5000
_exptl_absorpt_correction_T_max  0.5536
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21601
_diffrn_reflns_av_R_equivalents  0.0742
_diffrn_reflns_av_sigmaI/netI    0.0695
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.22
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3713
_reflns_number_gt                2657
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0000P)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    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00212(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3713
_refine_ls_number_parameters     299
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0519
_refine_ls_R_factor_gt           0.0282
_refine_ls_wR_factor_ref         0.0760
_refine_ls_wR_factor_gt          0.0649
_refine_ls_goodness_of_fit_ref   0.975
_refine_ls_restrained_S_all      0.975
_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
C1 C 0.0998(4) 0.0268(5) 0.1011(2) 0.0493(14) Uani 1 1 d . . .
C2 C 0.0880(4) 0.0739(6) 0.1566(3) 0.0660(18) Uani 1 1 d . . .
H2 H 0.1094 0.1456 0.1641 0.079 Uiso 1 1 calc R . .
C3 C 0.0449(4) 0.0171(7) 0.2016(3) 0.0723(19) Uani 1 1 d . . .
H3 H 0.0381 0.0515 0.2383 0.087 Uiso 1 1 calc R . .
C4 C 0.0129(5) -0.0869(7) 0.1925(3) 0.084(2) Uani 1 1 d . . .
H4 H -0.0149 -0.1239 0.2231 0.101 Uiso 1 1 calc R . .
C5 C 0.0209(4) -0.1389(6) 0.1384(3) 0.0736(19) Uani 1 1 d . . .
H5 H -0.0020 -0.2102 0.1321 0.088 Uiso 1 1 calc R . .
C6 C 0.0646(4) -0.0821(5) 0.0928(3) 0.0556(15) Uani 1 1 d . . .
C7 C 0.0708(4) -0.1288(5) 0.0339(3) 0.0543(15) Uani 1 1 d . . .
C8 C 0.0450(4) -0.2357(5) 0.0154(3) 0.0720(19) Uani 1 1 d . . .
H8 H 0.0212 -0.2864 0.0420 0.086 Uiso 1 1 calc R . .
C9 C 0.0553(5) -0.2650(6) -0.0431(4) 0.085(2) Uani 1 1 d . . .
H9 H 0.0399 -0.3368 -0.0558 0.102 Uiso 1 1 calc R . .
C10 C 0.0882(4) -0.1893(6) -0.0829(3) 0.0756(19) Uani 1 1 d . . .
H10 H 0.0945 -0.2086 -0.1225 0.091 Uiso 1 1 calc R . .
C11 C 0.1114(4) -0.0845(5) -0.0627(3) 0.0620(16) Uani 1 1 d . . .
H11 H 0.1329 -0.0323 -0.0896 0.074 Uiso 1 1 calc R . .
C12 C 0.1724(4) 0.2539(5) -0.0746(2) 0.0522(15) Uani 1 1 d . . .
C13 C 0.1710(4) 0.2796(6) -0.1358(2) 0.0670(18) Uani 1 1 d . . .
H13 H 0.1705 0.2208 -0.1630 0.080 Uiso 1 1 calc R . .
C14 C 0.1703(5) 0.3879(7) -0.1559(3) 0.077(2) Uani 1 1 d . . .
H14 H 0.1674 0.4013 -0.1963 0.093 Uiso 1 1 calc R . .
C15 C 0.1737(5) 0.4785(7) -0.1172(3) 0.078(2) Uani 1 1 d . . .
H15 H 0.1736 0.5521 -0.1315 0.094 Uiso 1 1 calc R . .
C16 C 0.1773(4) 0.4585(5) -0.0582(3) 0.0606(16) Uani 1 1 d . . .
H16 H 0.1792 0.5192 -0.0322 0.073 Uiso 1 1 calc R . .
C17 C 0.1782(3) 0.3467(5) -0.0354(2) 0.0455(13) Uani 1 1 d . . .
C18 C 0.1955(3) 0.3344(5) 0.0255(2) 0.0454(13) Uani 1 1 d . . .
H18 H 0.2124 0.3996 0.0452 0.054 Uiso 1 1 calc R . .
C19 C 0.2280(4) 0.2530(4) 0.1149(2) 0.0487(14) Uani 1 1 d . . .
C20 C 0.1997(5) 0.3311(6) 0.1558(2) 0.0624(17) Uani 1 1 d . . .
C21 C 0.2378(5) 0.3434(6) 0.2100(2) 0.075(2) Uani 1 1 d . . .
C22 C 0.3028(6) 0.2757(7) 0.2250(3) 0.077(2) Uani 1 1 d . . .
C23 C 0.3322(5) 0.1946(6) 0.1860(3) 0.073(2) Uani 1 1 d . . .
C24 C 0.2951(4) 0.1843(5) 0.1314(3) 0.0576(15) Uani 1 1 d . . .
F1 F 0.1315(3) 0.3948(3) 0.14335(17) 0.0834(13) Uani 1 1 d . . .
F2 F 0.2090(4) 0.4223(4) 0.24780(16) 0.1076(16) Uani 1 1 d . . .
F3 F 0.3416(3) 0.2878(5) 0.27745(15) 0.1128(16) Uani 1 1 d . . .
F4 F 0.3983(3) 0.1299(4) 0.20003(19) 0.1029(14) Uani 1 1 d . . .
F5 F 0.3270(3) 0.1098(3) 0.09299(17) 0.0743(10) Uani 1 1 d . . .
N1 N 0.1043(3) -0.0544(4) -0.0060(2) 0.0507(11) Uani 1 1 d . . .
N2 N 0.1908(3) 0.2418(3) 0.05794(18) 0.0473(11) Uani 1 1 d . . .
O1 O 0.1702(3) 0.1498(4) -0.05840(16) 0.0628(11) Uani 1 1 d . . .
Pt1 Pt 0.143830(14) 0.094281(17) 0.026560(9) 0.04560(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
C1 C2 1.387(8) . ?
C1 C6 1.417(7) . ?
C1 Pt1 1.990(5) . ?
C2 C3 1.396(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.347(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.375(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.411(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.447(8) . ?
C7 N1 1.368(7) . ?
C7 C8 1.394(8) . ?
C8 C9 1.378(9) . ?
C8 H8 0.9300 . ?
C9 C10 1.371(9) . ?
C9 H9 0.9300 . ?
C10 C11 1.374(8) . ?
C10 H10 0.9300 . ?
C11 N1 1.335(8) . ?
C11 H11 0.9300 . ?
C12 O1 1.288(6) . ?
C12 C17 1.415(7) . ?
C12 C13 1.418(7) . ?
C13 C14 1.360(9) . ?
C13 H13 0.9300 . ?
C14 C15 1.387(9) . ?
C14 H14 0.9300 . ?
C15 C16 1.355(8) . ?
C15 H15 0.9300 . ?
C16 C17 1.422(8) . ?
C16 H16 0.9300 . ?
C17 C18 1.412(6) . ?
C18 N2 1.322(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.383(8) . ?
C19 C24 1.385(8) . ?
C19 N2 1.422(6) . ?
C20 F1 1.343(7) . ?
C20 C21 1.374(8) . ?
C21 C22 1.344(10) . ?
C21 F2 1.345(8) . ?
C22 F3 1.344(7) . ?
C22 C23 1.384(10) . ?
C23 F4 1.333(8) . ?
C23 C24 1.371(8) . ?
C24 F5 1.337(7) . ?
N1 Pt1 2.009(4) . ?
N2 Pt1 2.027(4) . ?
O1 Pt1 2.073(4) . ?

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 C1 C6 115.6(5) . . ?
C2 C1 Pt1 130.7(4) . . ?
C6 C1 Pt1 113.0(4) . . ?
C1 C2 C3 122.1(6) . . ?
C1 C2 H2 118.9 . . ?
C3 C2 H2 118.9 . . ?
C4 C3 C2 120.7(7) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 120.8(7) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C4 C5 C6 118.7(6) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C5 C6 C1 122.0(6) . . ?
C5 C6 C7 121.6(6) . . ?
C1 C6 C7 116.3(5) . . ?
N1 C7 C8 120.0(6) . . ?
N1 C7 C6 112.8(5) . . ?
C8 C7 C6 127.2(6) . . ?
C9 C8 C7 118.8(7) . . ?
C9 C8 H8 120.6 . . ?
C7 C8 H8 120.6 . . ?
C10 C9 C8 120.7(6) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C9 C10 C11 118.2(6) . . ?
C9 C10 H10 120.9 . . ?
C11 C10 H10 120.9 . . ?
N1 C11 C10 122.6(6) . . ?
N1 C11 H11 118.7 . . ?
C10 C11 H11 118.7 . . ?
O1 C12 C17 124.6(5) . . ?
O1 C12 C13 118.9(5) . . ?
C17 C12 C13 116.5(5) . . ?
C14 C13 C12 121.9(6) . . ?
C14 C13 H13 119.0 . . ?
C12 C13 H13 119.0 . . ?
C13 C14 C15 121.3(6) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
C16 C15 C14 119.2(7) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
C15 C16 C17 121.4(6) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C18 C17 C12 122.9(5) . . ?
C18 C17 C16 116.9(5) . . ?
C12 C17 C16 119.7(5) . . ?
N2 C18 C17 128.1(5) . . ?
N2 C18 H18 116.0 . . ?
C17 C18 H18 116.0 . . ?
C20 C19 C24 117.3(5) . . ?
C20 C19 N2 122.4(5) . . ?
C24 C19 N2 120.3(5) . . ?
F1 C20 C21 118.6(6) . . ?
F1 C20 C19 119.6(5) . . ?
C21 C20 C19 121.8(7) . . ?
C22 C21 F2 120.8(6) . . ?
C22 C21 C20 119.6(7) . . ?
F2 C21 C20 119.5(8) . . ?
F3 C22 C21 120.4(7) . . ?
F3 C22 C23 119.0(8) . . ?
C21 C22 C23 120.6(6) . . ?
F4 C23 C24 119.9(7) . . ?
F4 C23 C22 120.6(6) . . ?
C24 C23 C22 119.5(7) . . ?
F5 C24 C23 118.9(6) . . ?
F5 C24 C19 120.0(5) . . ?
C23 C24 C19 121.1(6) . . ?
C11 N1 C7 119.6(5) . . ?
C11 N1 Pt1 124.1(4) . . ?
C7 N1 Pt1 116.3(4) . . ?
C18 N2 C19 113.8(4) . . ?
C18 N2 Pt1 122.8(3) . . ?
C19 N2 Pt1 123.2(3) . . ?
C12 O1 Pt1 125.0(3) . . ?
C1 Pt1 N1 81.4(2) . . ?
C1 Pt1 N2 100.2(2) . . ?
N1 Pt1 N2 176.61(19) . . ?
C1 Pt1 O1 169.2(2) . . ?
N1 Pt1 O1 89.98(18) . . ?
N2 Pt1 O1 88.75(16) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.682
_refine_diff_density_min         -0.747
_refine_diff_density_rms         0.099
