# 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_20170719zyx_tfpmd_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1878027'
_audit_update_record             
;
2019-01-16 deposited with the CCDC.
2019-01-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H32 F6 Ir N5 P2 S2'
_chemical_formula_weight         1087.02

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 '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'

_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                   11.5684(6)
_cell_length_b                   16.2297(9)
_cell_length_c                   23.9520(14)
_cell_angle_alpha                90
_cell_angle_beta                 101.5870(10)
_cell_angle_gamma                90
_cell_volume                     4405.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7501
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      26.81

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_F_000             2144
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    3.263
_shelx_estimated_absorpt_T_min   0.534
_shelx_estimated_absorpt_T_max   0.640
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5424
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24504
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.526
_diffrn_reflns_theta_max         25.009
_diffrn_reflns_theta_full        25.009
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7767
_reflns_number_gt                6498
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0344P)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         7767
_refine_ls_number_parameters     615
_refine_ls_number_restraints     180
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0278
_refine_ls_wR_factor_ref         0.0666
_refine_ls_wR_factor_gt          0.0622
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.006
_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 0.0656(4) 0.7247(3) 0.1222(2) 0.0658(15) Uani 1 1 d . . . . .
H1 H 0.014375 0.711770 0.146267 0.079 Uiso 1 1 calc R U . . .
C2 C 0.0444(6) 0.7937(3) 0.0876(3) 0.087(2) Uani 1 1 d . . . . .
H2 H -0.021472 0.826164 0.088455 0.105 Uiso 1 1 calc R U . . .
C3 C 0.1181(5) 0.8148(3) 0.0526(3) 0.0732(16) Uani 1 1 d . . . . .
H3 H 0.104064 0.861715 0.029984 0.088 Uiso 1 1 calc R U . . .
C4 C 0.2109(5) 0.7671(4) 0.0512(3) 0.096(2) Uani 1 1 d . . . . .
H4 H 0.260658 0.780375 0.026494 0.115 Uiso 1 1 calc R U . . .
C5 C 0.2351(4) 0.6984(4) 0.0854(3) 0.0755(17) Uani 1 1 d . . . . .
H5 H 0.302050 0.667196 0.084187 0.091 Uiso 1 1 calc R U . . .
C6 C 0.1615(3) 0.6752(2) 0.12123(18) 0.0357(9) Uani 1 1 d . . . . .
C7 C 0.0026(4) 0.4787(3) 0.1078(2) 0.0573(13) Uani 1 1 d . . . . .
H7 H -0.042293 0.502149 0.131786 0.069 Uiso 1 1 calc R U . . .
C8 C -0.0472(5) 0.4200(3) 0.0677(3) 0.0762(17) Uani 1 1 d . . . . .
H8 H -0.125378 0.404148 0.064928 0.091 Uiso 1 1 calc R U . . .
C9 C 0.0187(6) 0.3861(3) 0.0327(3) 0.086(2) Uani 1 1 d . . . . .
H9 H -0.015487 0.347152 0.005936 0.104 Uiso 1 1 calc R U . . .
C10 C 0.1320(6) 0.4074(4) 0.0359(3) 0.0831(19) Uani 1 1 d . . . . .
H10 H 0.175750 0.383369 0.011601 0.100 Uiso 1 1 calc R U . . .
C11 C 0.1837(4) 0.4659(3) 0.0759(2) 0.0651(14) Uani 1 1 d . . . . .
H11 H 0.262181 0.480722 0.078364 0.078 Uiso 1 1 calc R U . . .
C12 C 0.1188(3) 0.5020(2) 0.11185(18) 0.0376(10) Uani 1 1 d . . . . .
C13 C 0.5680(4) 0.5742(3) 0.1503(2) 0.0593(14) Uani 1 1 d . . . . .
H13 H 0.500501 0.560326 0.123813 0.071 Uiso 1 1 calc R U . . .
C14 C 0.6739(4) 0.5894(4) 0.1322(2) 0.0812(18) Uani 1 1 d . . . . .
H14 H 0.676561 0.586969 0.093663 0.097 Uiso 1 1 calc R U . . .
C15 C 0.7728(4) 0.6076(3) 0.1716(2) 0.0646(15) Uani 1 1 d . . . . .
H15 H 0.843615 0.616603 0.159840 0.077 Uiso 1 1 calc R U . . .
C16 C 0.7693(4) 0.6129(3) 0.2280(2) 0.0477(11) Uani 1 1 d . . . . .
H16 H 0.837283 0.625781 0.254551 0.057 Uiso 1 1 calc R U . . .
C17 C 0.6648(3) 0.5990(2) 0.24563(19) 0.0381(10) Uani 1 1 d . . . . .
H17 H 0.662732 0.602644 0.284162 0.046 Uiso 1 1 calc R U . . .
C18 C 0.5632(3) 0.5798(2) 0.20698(17) 0.0307(9) Uani 1 1 d . . . . .
C19 C 0.4400(3) 0.4650(2) 0.26503(19) 0.0357(10) Uani 1 1 d . . . . .
C20 C 0.5054(4) 0.4567(3) 0.3197(2) 0.0459(11) Uani 1 1 d . . . . .
H20 H 0.538404 0.503029 0.339594 0.055 Uiso 1 1 calc R U . . .
C21 C 0.5221(5) 0.3791(3) 0.3451(3) 0.0660(15) Uani 1 1 d . . . . .
H21 H 0.566184 0.373007 0.381917 0.079 Uiso 1 1 calc R U . . .
C22 C 0.4717(6) 0.3112(3) 0.3145(3) 0.080(2) Uani 1 1 d . . . . .
H22 H 0.482682 0.259145 0.330959 0.096 Uiso 1 1 calc R U . . .
C23 C 0.4073(6) 0.3189(3) 0.2614(3) 0.082(2) Uani 1 1 d . . . . .
H23 H 0.373559 0.272545 0.241854 0.098 Uiso 1 1 calc R U . . .
C24 C 0.3910(4) 0.3946(3) 0.2359(2) 0.0576(13) Uani 1 1 d . . . . .
H24 H 0.347192 0.399294 0.198964 0.069 Uiso 1 1 calc R U . . .
C25 C 0.4681(7) 0.8715(4) 0.4675(3) 0.090(2) Uani 1 1 d . . . . .
C26 C 0.4274(4) 0.7869(3) 0.4527(2) 0.0527(12) Uani 1 1 d . . . . .
C27 C 0.4677(4) 0.7242(3) 0.4908(2) 0.0595(13) Uani 1 1 d . . . . .
H27 H 0.519744 0.735529 0.524844 0.071 Uiso 1 1 calc R U . . .
C28 C 0.4300(4) 0.6451(3) 0.4778(2) 0.0543(12) Uani 1 1 d . . . . .
H28 H 0.455913 0.602585 0.503213 0.065 Uiso 1 1 calc R U . . .
C29 C 0.3531(3) 0.6286(2) 0.42653(18) 0.0388(10) Uani 1 1 d . . . . .
C30 C 0.3127(3) 0.6909(2) 0.38663(17) 0.0318(9) Uani 1 1 d . . . . .
C31 C 0.3513(4) 0.7716(3) 0.40185(19) 0.0446(11) Uani 1 1 d . . . . .
H31 H 0.325097 0.815006 0.377215 0.054 Uiso 1 1 calc R U . . .
C32 C 0.3119(3) 0.5457(2) 0.40871(18) 0.0378(10) Uani 1 1 d . . . . .
C33 C 0.2908(4) 0.4100(3) 0.4246(2) 0.0589(14) Uani 1 1 d . . . . .
H33 H 0.302073 0.364949 0.449011 0.071 Uiso 1 1 calc R U . . .
C34 C 0.2311(4) 0.3978(3) 0.3697(2) 0.0521(12) Uani 1 1 d . . . . .
H34 H 0.205158 0.345728 0.356595 0.062 Uiso 1 1 calc R U . . .
C35 C 0.2112(3) 0.4660(2) 0.3349(2) 0.0420(10) Uani 1 1 d . . . . .
H35 H 0.170191 0.460284 0.297519 0.050 Uiso 1 1 calc R U . . .
C36 C -0.1578(5) 0.5940(4) 0.4194(2) 0.0666(15) Uani 1 1 d . . . . .
C37 C -0.0984(4) 0.6476(3) 0.3838(2) 0.0454(11) Uani 1 1 d . . . . .
C38 C -0.1501(4) 0.7220(3) 0.3644(2) 0.0532(13) Uani 1 1 d . . . . .
H38 H -0.220797 0.738252 0.373850 0.064 Uiso 1 1 calc R U . . .
C39 C -0.0953(4) 0.7714(3) 0.3309(2) 0.0485(12) Uani 1 1 d . . . . .
H39 H -0.128479 0.821709 0.317727 0.058 Uiso 1 1 calc R U . . .
C40 C 0.0104(3) 0.7457(2) 0.31684(18) 0.0360(9) Uani 1 1 d . . . . .
C41 C 0.0645(3) 0.6717(2) 0.33601(17) 0.0319(9) Uani 1 1 d . . . . .
C42 C 0.0073(3) 0.6221(3) 0.37030(18) 0.0392(10) Uani 1 1 d . . . . .
H42 H 0.040403 0.571971 0.384000 0.047 Uiso 1 1 calc R U . . .
C43 C 0.0735(3) 0.7962(2) 0.28260(19) 0.0386(10) Uani 1 1 d . . . . .
C44 C 0.0979(4) 0.9125(3) 0.2327(3) 0.0662(16) Uani 1 1 d . . . . .
H44 H 0.070617 0.963651 0.218236 0.079 Uiso 1 1 calc R U . . .
C45 C 0.2062(4) 0.8859(3) 0.2248(2) 0.0586(14) Uani 1 1 d . . . . .
H45 H 0.251718 0.917639 0.205055 0.070 Uiso 1 1 calc R U . . .
C46 C 0.2443(4) 0.8107(2) 0.2471(2) 0.0431(11) Uani 1 1 d . . . . .
H46 H 0.316930 0.790938 0.242131 0.052 Uiso 1 1 calc R U . . .
F1 F 0.5860(8) 0.8772(5) 0.4869(5) 0.122(2) Uani 0.571(6) 1 d . U P A 1
F2 F 0.4468(10) 0.9238(5) 0.4266(5) 0.130(2) Uani 0.571(6) 1 d . U P A 1
F3 F 0.4212(9) 0.9050(4) 0.5097(4) 0.116(2) Uani 0.571(6) 1 d . U P A 1
F4 F -0.0976(9) 0.5744(6) 0.4682(4) 0.103(2) Uani 0.571(6) 1 d . U P B 1
F5 F -0.2653(7) 0.6181(5) 0.4244(4) 0.0997(19) Uani 0.571(6) 1 d . U P B 1
F6 F -0.1861(7) 0.5171(4) 0.3927(3) 0.0974(19) Uani 0.571(6) 1 d . U P B 1
F1' F 0.5216(15) 0.8842(7) 0.5178(6) 0.133(3) Uani 0.429(6) 1 d . U P A 2
F2' F 0.5325(11) 0.9009(7) 0.4296(6) 0.115(2) Uani 0.429(6) 1 d . U P A 2
F3' F 0.3722(11) 0.9287(6) 0.4555(7) 0.121(2) Uani 0.429(6) 1 d . U P A 2
F4' F -0.1815(10) 0.6380(6) 0.4645(5) 0.102(2) Uani 0.429(6) 1 d . U P B 2
F5' F -0.2536(10) 0.5634(8) 0.3951(5) 0.106(2) Uani 0.429(6) 1 d . U P B 2
F6' F -0.0883(11) 0.5334(7) 0.4476(6) 0.098(2) Uani 0.429(6) 1 d . U P B 2
Ir1 Ir 0.21992(2) 0.65051(2) 0.31142(2) 0.02652(6) Uani 1 1 d . . . . .
N1 N 0.1798(3) 0.76481(17) 0.27608(14) 0.0315(7) Uani 1 1 d . . . . .
N2 N 0.0301(3) 0.8680(2) 0.2603(2) 0.0574(11) Uani 1 1 d . . . . .
N3 N 0.2501(3) 0.54050(18) 0.35412(14) 0.0315(7) Uani 1 1 d . . . . .
N4 N 0.3336(3) 0.4822(2) 0.44486(18) 0.0560(10) Uani 1 1 d . . . . .
N5 N 0.3251(3) 0.5614(2) 0.17427(15) 0.0439(9) Uani 1 1 d . . . . .
P1 P 0.42515(8) 0.56456(6) 0.22999(4) 0.0291(2) Uani 1 1 d . . . . .
P2 P 0.18751(8) 0.58013(6) 0.16141(5) 0.0317(2) Uani 1 1 d . . . . .
S1 S 0.41895(8) 0.65169(5) 0.28871(5) 0.0318(2) Uani 1 1 d . . . . .
S2 S 0.09928(8) 0.58477(6) 0.22593(5) 0.0370(2) 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 C6 1.374(5) . ?
C1 C2 1.385(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.354(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.329(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.379(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.378(6) . ?
C5 H5 0.9300 . ?
C6 P2 1.812(4) . ?
C7 C12 1.381(5) . ?
C7 C8 1.392(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.358(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.344(8) . ?
C9 H9 0.9300 . ?
C10 C11 1.395(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.381(6) . ?
C11 H11 0.9300 . ?
C12 P2 1.808(4) . ?
C13 C18 1.372(6) . ?
C13 C14 1.401(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.361(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.363(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.376(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.378(5) . ?
C17 H17 0.9300 . ?
C18 P1 1.808(4) . ?
C19 C20 1.381(6) . ?
C19 C24 1.398(6) . ?
C19 P1 1.813(4) . ?
C20 C21 1.397(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.386(8) . ?
C21 H21 0.9300 . ?
C22 C23 1.344(9) . ?
C22 H22 0.9300 . ?
C23 C24 1.368(7) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 F1' 1.255(13) . ?
C25 F2 1.283(11) . ?
C25 F1 1.353(11) . ?
C25 F3 1.352(10) . ?
C25 F2' 1.371(13) . ?
C25 F3' 1.431(14) . ?
C25 C26 1.471(7) . ?
C26 C31 1.374(6) . ?
C26 C27 1.384(7) . ?
C27 C28 1.370(6) . ?
C27 H27 0.9300 . ?
C28 C29 1.390(6) . ?
C28 H28 0.9300 . ?
C29 C30 1.405(6) . ?
C29 C32 1.463(6) . ?
C30 C31 1.408(5) . ?
C30 Ir1 2.012(4) . ?
C31 H31 0.9300 . ?
C32 N4 1.337(5) . ?
C32 N3 1.361(5) . ?
C33 N4 1.324(6) . ?
C33 C34 1.370(7) . ?
C33 H33 0.9300 . ?
C34 C35 1.378(6) . ?
C34 H34 0.9300 . ?
C35 N3 1.339(5) . ?
C35 H35 0.9300 . ?
C36 F5' 1.247(11) . ?
C36 F4 1.275(10) . ?
C36 F5 1.332(8) . ?
C36 F6' 1.360(13) . ?
C36 F4' 1.369(11) . ?
C36 F6 1.410(9) . ?
C36 C37 1.480(7) . ?
C37 C38 1.386(6) . ?
C37 C42 1.389(6) . ?
C38 C39 1.376(6) . ?
C38 H38 0.9300 . ?
C39 C40 1.396(5) . ?
C39 H39 0.9300 . ?
C40 C41 1.389(5) . ?
C40 C43 1.455(5) . ?
C41 C42 1.407(5) . ?
C41 Ir1 2.030(4) . ?
C42 H42 0.9300 . ?
C43 N2 1.337(5) . ?
C43 N1 1.369(4) . ?
C44 N2 1.334(6) . ?
C44 C45 1.374(6) . ?
C44 H44 0.9300 . ?
C45 C46 1.369(6) . ?
C45 H45 0.9300 . ?
C46 N1 1.342(5) . ?
C46 H46 0.9300 . ?
Ir1 N1 2.053(3) . ?
Ir1 N3 2.052(3) . ?
Ir1 S1 2.4700(9) . ?
Ir1 S2 2.4762(10) . ?
N5 P1 1.582(3) . ?
N5 P2 1.588(3) . ?
P1 S1 2.0058(13) . ?
P2 S2 2.0173(14) . ?

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
C6 C1 C2 120.6(5) . . ?
C6 C1 H1 119.7 . . ?
C2 C1 H1 119.7 . . ?
C3 C2 C1 121.1(5) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C4 C3 C2 118.7(5) . . ?
C4 C3 H3 120.6 . . ?
C2 C3 H3 120.6 . . ?
C3 C4 C5 121.7(6) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C6 C5 C4 120.9(5) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C1 C6 C5 117.0(4) . . ?
C1 C6 P2 122.5(3) . . ?
C5 C6 P2 120.4(3) . . ?
C12 C7 C8 119.9(5) . . ?
C12 C7 H7 120.1 . . ?
C8 C7 H7 120.1 . . ?
C9 C8 C7 119.8(5) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C10 C9 C8 121.5(5) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C9 C10 C11 119.5(6) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C12 C11 C10 120.4(5) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C11 C12 C7 118.9(4) . . ?
C11 C12 P2 119.0(3) . . ?
C7 C12 P2 122.1(3) . . ?
C18 C13 C14 120.5(4) . . ?
C18 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C15 C14 C13 119.2(5) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C14 C15 C16 120.9(4) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C15 C16 C17 119.7(4) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C18 C17 C16 121.0(4) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C13 C18 C17 118.8(4) . . ?
C13 C18 P1 120.4(3) . . ?
C17 C18 P1 120.8(3) . . ?
C20 C19 C24 118.9(4) . . ?
C20 C19 P1 120.6(3) . . ?
C24 C19 P1 120.4(4) . . ?
C19 C20 C21 120.2(4) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C22 C21 C20 118.6(6) . . ?
C22 C21 H21 120.7 . . ?
C20 C21 H21 120.7 . . ?
C23 C22 C21 121.4(5) . . ?
C23 C22 H22 119.3 . . ?
C21 C22 H22 119.3 . . ?
C22 C23 C24 120.5(5) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C23 C24 C19 120.4(5) . . ?
C23 C24 H24 119.8 . . ?
C19 C24 H24 119.8 . . ?
F2 C25 F1 104.0(8) . . ?
F2 C25 F3 105.1(9) . . ?
F1 C25 F3 104.1(7) . . ?
F1' C25 F2' 110.4(10) . . ?
F1' C25 F3' 107.4(10) . . ?
F2' C25 F3' 98.2(9) . . ?
F1' C25 C26 117.3(8) . . ?
F2 C25 C26 115.5(6) . . ?
F1 C25 C26 113.5(7) . . ?
F3 C25 C26 113.5(6) . . ?
F2' C25 C26 110.8(7) . . ?
F3' C25 C26 111.1(6) . . ?
C31 C26 C27 121.5(4) . . ?
C31 C26 C25 120.0(5) . . ?
C27 C26 C25 118.5(5) . . ?
C28 C27 C26 119.3(4) . . ?
C28 C27 H27 120.4 . . ?
C26 C27 H27 120.4 . . ?
C27 C28 C29 120.0(4) . . ?
C27 C28 H28 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 C30 121.9(4) . . ?
C28 C29 C32 123.3(4) . . ?
C30 C29 C32 114.8(4) . . ?
C29 C30 C31 116.6(4) . . ?
C29 C30 Ir1 114.8(3) . . ?
C31 C30 Ir1 128.2(3) . . ?
C26 C31 C30 120.7(4) . . ?
C26 C31 H31 119.6 . . ?
C30 C31 H31 119.6 . . ?
N4 C32 N3 124.6(4) . . ?
N4 C32 C29 120.9(4) . . ?
N3 C32 C29 114.5(3) . . ?
N4 C33 C34 124.0(4) . . ?
N4 C33 H33 118.0 . . ?
C34 C33 H33 118.0 . . ?
C33 C34 C35 117.0(4) . . ?
C33 C34 H34 121.5 . . ?
C35 C34 H34 121.5 . . ?
N3 C35 C34 120.9(4) . . ?
N3 C35 H35 119.5 . . ?
C34 C35 H35 119.5 . . ?
F4 C36 F5 109.8(7) . . ?
F5' C36 F6' 109.0(9) . . ?
F5' C36 F4' 106.0(8) . . ?
F6' C36 F4' 100.2(8) . . ?
F4 C36 F6 103.3(7) . . ?
F5 C36 F6 99.4(6) . . ?
F5' C36 C37 116.0(6) . . ?
F4 C36 C37 116.3(6) . . ?
F5 C36 C37 115.4(6) . . ?
F6' C36 C37 114.5(6) . . ?
F4' C36 C37 109.7(6) . . ?
F6 C36 C37 110.6(5) . . ?
C38 C37 C42 121.5(4) . . ?
C38 C37 C36 119.1(4) . . ?
C42 C37 C36 119.4(4) . . ?
C39 C38 C37 119.0(4) . . ?
C39 C38 H38 120.5 . . ?
C37 C38 H38 120.5 . . ?
C38 C39 C40 119.7(4) . . ?
C38 C39 H39 120.2 . . ?
C40 C39 H39 120.2 . . ?
C41 C40 C39 122.5(4) . . ?
C41 C40 C43 115.5(3) . . ?
C39 C40 C43 122.0(4) . . ?
C40 C41 C42 117.0(3) . . ?
C40 C41 Ir1 114.6(3) . . ?
C42 C41 Ir1 128.3(3) . . ?
C37 C42 C41 120.3(4) . . ?
C37 C42 H42 119.8 . . ?
C41 C42 H42 119.8 . . ?
N2 C43 N1 123.5(4) . . ?
N2 C43 C40 121.7(3) . . ?
N1 C43 C40 114.7(3) . . ?
N2 C44 C45 122.8(4) . . ?
N2 C44 H44 118.6 . . ?
C45 C44 H44 118.6 . . ?
C46 C45 C44 117.1(4) . . ?
C46 C45 H45 121.4 . . ?
C44 C45 H45 121.4 . . ?
N1 C46 C45 121.9(4) . . ?
N1 C46 H46 119.0 . . ?
C45 C46 H46 119.0 . . ?
C30 Ir1 C41 91.68(15) . . ?
C30 Ir1 N1 96.36(14) . . ?
C41 Ir1 N1 80.01(13) . . ?
C30 Ir1 N3 80.24(14) . . ?
C41 Ir1 N3 94.27(13) . . ?
N1 Ir1 N3 173.31(12) . . ?
C30 Ir1 S1 80.89(10) . . ?
C41 Ir1 S1 168.95(11) . . ?
N1 Ir1 S1 92.63(8) . . ?
N3 Ir1 S1 92.51(8) . . ?
C30 Ir1 S2 172.41(11) . . ?
C41 Ir1 S2 85.87(11) . . ?
N1 Ir1 S2 90.29(9) . . ?
N3 Ir1 S2 92.77(9) . . ?
S1 Ir1 S2 102.51(3) . . ?
C46 N1 C43 117.2(3) . . ?
C46 N1 Ir1 127.7(2) . . ?
C43 N1 Ir1 115.1(2) . . ?
C44 N2 C43 117.3(4) . . ?
C35 N3 C32 117.5(3) . . ?
C35 N3 Ir1 127.0(3) . . ?
C32 N3 Ir1 115.4(2) . . ?
C33 N4 C32 115.9(4) . . ?
P1 N5 P2 133.8(2) . . ?
N5 P1 C18 106.79(19) . . ?
N5 P1 C19 110.29(19) . . ?
C18 P1 C19 104.81(16) . . ?
N5 P1 S1 119.41(13) . . ?
C18 P1 S1 106.00(13) . . ?
C19 P1 S1 108.49(14) . . ?
N5 P2 C12 106.51(18) . . ?
N5 P2 C6 108.60(18) . . ?
C12 P2 C6 104.15(19) . . ?
N5 P2 S2 120.00(14) . . ?
C12 P2 S2 107.80(15) . . ?
C6 P2 S2 108.64(14) . . ?
P1 S1 Ir1 108.37(5) . . ?
P2 S2 Ir1 111.20(5) . . ?

_refine_diff_density_max         0.636
_refine_diff_density_min         -0.471
_refine_diff_density_rms         0.086



####################################################################### 
# 
# 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_12_a
_database_code_depnum_ccdc_archive 'CCDC 1878028'
_audit_update_record             
;
2018-11-09 deposited with the CCDC.
2019-01-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C54 H36 F6 Ir N5 P2 S2'
_chemical_formula_weight         1187.14

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 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+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y, z-1/2'

_cell_length_a                   20.775(3)
_cell_length_b                   22.658(4)
_cell_length_c                   10.1503(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4777.9(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9875
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      28.50

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.650
_exptl_crystal_F_000             2352
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    3.017
_shelx_estimated_absorpt_T_min   0.598
_shelx_estimated_absorpt_T_max   0.677
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33901
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.798
_diffrn_reflns_theta_max         25.004
_diffrn_reflns_theta_full        25.004
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4215
_reflns_number_gt                3960
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0209P)²+44.1190P] 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         4215
_refine_ls_number_parameters     345
_refine_ls_number_restraints     102
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0461
_refine_ls_wR_factor_ref         0.1051
_refine_ls_wR_factor_gt          0.1035
_refine_ls_goodness_of_fit_ref   1.162
_refine_ls_restrained_S_all      1.201
_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
Ir1 Ir 0.500000 0.69406(2) 0.250000 0.02145(12) Uani 1 2 d S T P . .
S1 S 0.44800(7) 0.76306(7) 0.40812(16) 0.0274(3) Uani 1 1 d . . . . .
P1 P 0.48844(7) 0.84365(7) 0.39197(18) 0.0298(4) Uani 1 1 d . . . . .
N1 N 0.4212(2) 0.6900(2) 0.1300(5) 0.0217(11) Uani 1 1 d . . . . .
N2 N 0.3128(2) 0.7150(2) 0.0787(6) 0.0318(13) Uani 1 1 d . . . . .
N5 N 0.500000 0.8710(4) 0.250000 0.048(2) Uani 1 2 d S T P . .
C1 C 0.6527(3) 0.5146(3) 0.0447(7) 0.0404(18) Uani 1 1 d D . . . .
C2 C 0.5937(3) 0.5523(3) 0.0339(6) 0.0265(14) Uani 1 1 d . . . . .
C3 C 0.5514(3) 0.5436(3) -0.0694(6) 0.0275(14) Uani 1 1 d . . . . .
H3 H 0.559342 0.513560 -0.132655 0.033 Uiso 1 1 calc R U . . .
C4 C 0.4970(3) 0.5791(2) -0.0802(6) 0.0252(12) Uani 1 1 d . . . . .
H4 H 0.466966 0.572692 -0.149385 0.030 Uiso 1 1 calc R U . . .
C5 C 0.4866(2) 0.6244(2) 0.0113(6) 0.0203(12) Uani 1 1 d . . . . .
C6 C 0.5286(3) 0.6322(2) 0.1217(6) 0.0204(12) Uani 1 1 d . . . . .
C7 C 0.5822(3) 0.5953(3) 0.1295(6) 0.0242(13) Uani 1 1 d . . . . .
H7 H 0.611377 0.599429 0.201017 0.029 Uiso 1 1 calc R U . . .
C8 C 0.4293(3) 0.6617(2) 0.0148(5) 0.0178(11) Uani 1 1 d . . . . .
C9 C 0.3819(3) 0.6693(3) -0.0859(6) 0.0252(13) Uani 1 1 d . . . . .
C10 C 0.3907(3) 0.6571(3) -0.2200(6) 0.0314(15) Uani 1 1 d . . . . .
H10 H 0.430783 0.642145 -0.250044 0.038 Uiso 1 1 calc R U . . .
C11 C 0.3423(4) 0.6666(3) -0.3075(8) 0.051(2) Uani 1 1 d . . . . .
H11 H 0.349477 0.658863 -0.398334 0.061 Uiso 1 1 calc R U . . .
C12 C 0.2821(4) 0.6873(3) -0.2669(8) 0.053(2) Uani 1 1 d . . . . .
H12 H 0.248294 0.691856 -0.329085 0.063 Uiso 1 1 calc R U . . .
C13 C 0.2723(3) 0.7010(3) -0.1382(8) 0.0422(18) Uani 1 1 d . . . . .
H13 H 0.231371 0.715091 -0.110493 0.051 Uiso 1 1 calc R U . . .
C14 C 0.3223(3) 0.6945(3) -0.0456(6) 0.0263(13) Uani 1 1 d . . . . .
C15 C 0.3623(3) 0.7151(3) 0.1570(6) 0.0289(14) Uani 1 1 d . . . . .
H15 H 0.357375 0.734020 0.239903 0.035 Uiso 1 1 calc R U . . .
C31 C 0.5633(3) 0.8433(3) 0.4871(9) 0.0408(19) Uani 1 1 d . . . . .
C32 C 0.5643(4) 0.8172(3) 0.6095(9) 0.048(2) Uani 1 1 d . . . . .
H32 H 0.527769 0.796553 0.641581 0.057 Uiso 1 1 calc R U . . .
C33 C 0.6202(5) 0.8217(4) 0.6858(11) 0.067(3) Uani 1 1 d . . . . .
H33 H 0.621510 0.804325 0.770881 0.081 Uiso 1 1 calc R U . . .
C34 C 0.6732(5) 0.8513(5) 0.6381(17) 0.097(5) Uani 1 1 d . . . . .
H34 H 0.711096 0.854192 0.690101 0.117 Uiso 1 1 calc R U . . .
C35 C 0.6713(4) 0.8763(5) 0.5171(16) 0.089(4) Uani 1 1 d . . . . .
H35 H 0.708324 0.896133 0.484826 0.107 Uiso 1 1 calc R U . . .
C36 C 0.6168(4) 0.8736(4) 0.4392(11) 0.062(3) Uani 1 1 d . . . . .
H36 H 0.615842 0.891986 0.355090 0.074 Uiso 1 1 calc R U . . .
C37 C 0.4591(4) 0.9337(3) 0.5727(8) 0.0404(17) Uani 1 1 d . . . . .
H37 H 0.503935 0.935488 0.590269 0.048 Uiso 1 1 calc R U . . .
C38 C 0.4178(4) 0.9714(4) 0.6378(9) 0.053(2) Uani 1 1 d . . . . .
H38 H 0.434459 0.999373 0.698579 0.063 Uiso 1 1 calc R U . . .
C39 C 0.3527(4) 0.9686(4) 0.6152(10) 0.060(2) Uani 1 1 d . . . . .
H39 H 0.324254 0.994017 0.661623 0.072 Uiso 1 1 calc R U . . .
C40 C 0.3287(4) 0.9290(4) 0.5256(11) 0.066(3) Uani 1 1 d . . . . .
H40 H 0.283701 0.926813 0.510177 0.079 Uiso 1 1 calc R U . . .
C41 C 0.3702(4) 0.8921(4) 0.4577(9) 0.053(2) Uani 1 1 d . . . . .
H41 H 0.353506 0.865624 0.393737 0.064 Uiso 1 1 calc R U . . .
C42 C 0.4360(3) 0.8935(3) 0.4822(7) 0.0327(15) Uani 1 1 d . . . . .
F1 F 0.6550(3) 0.4865(3) 0.1594(7) 0.0598(18) Uani 0.693(6) 1 d D U P A 1
F2 F 0.7044(3) 0.5421(3) 0.0201(10) 0.0679(19) Uani 0.693(6) 1 d D U P A 1
F3 F 0.6507(3) 0.4671(3) -0.0394(7) 0.0561(17) Uani 0.693(6) 1 d D U P A 1
F1' F 0.6490(8) 0.4598(6) 0.0698(19) 0.068(3) Uani 0.307(6) 1 d D U P A 2
F2' F 0.6979(6) 0.5364(6) 0.1376(15) 0.058(2) Uani 0.307(6) 1 d D U P A 2
F3' F 0.6922(7) 0.5226(7) -0.0629(16) 0.060(2) Uani 0.307(6) 1 d D U P A 2


_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
Ir1 C6 2.002(6) 4_655 ?
Ir1 C6 2.002(6) . ?
Ir1 N1 2.043(5) . ?
Ir1 N1 2.043(5) 4_655 ?
Ir1 S1 2.4875(16) 4_655 ?
Ir1 S1 2.4875(16) . ?
S1 P1 2.017(2) . ?
P1 N5 1.587(4) . ?
P1 C42 1.816(7) . ?
P1 C31 1.830(7) . ?
N1 C8 1.343(7) . ?
N1 C15 1.378(7) . ?
N2 C15 1.299(8) . ?
N2 C14 1.359(8) . ?
C1 F2 1.266(8) . ?
C1 F1' 1.268(14) . ?
C1 F1 1.327(8) . ?
C1 F3 1.373(8) . ?
C1 F3' 1.378(14) . ?
C1 F2' 1.419(13) . ?
C1 C2 1.499(9) . ?
C2 C3 1.383(9) . ?
C2 C7 1.395(9) . ?
C3 C4 1.392(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.400(8) . ?
C4 H4 0.9500 . ?
C5 C6 1.432(8) . ?
C5 C8 1.460(7) . ?
C6 C7 1.397(8) . ?
C7 H7 0.9500 . ?
C8 C9 1.430(8) . ?
C9 C10 1.401(9) . ?
C9 C14 1.424(8) . ?
C10 C11 1.358(10) . ?
C10 H10 0.9500 . ?
C11 C12 1.397(12) . ?
C11 H11 0.9500 . ?
C12 C13 1.358(11) . ?
C12 H12 0.9500 . ?
C13 C14 1.409(9) . ?
C13 H13 0.9500 . ?
C15 H15 0.9500 . ?
C31 C32 1.376(12) . ?
C31 C36 1.395(11) . ?
C32 C33 1.399(11) . ?
C32 H32 0.9500 . ?
C33 C34 1.378(17) . ?
C33 H33 0.9500 . ?
C34 C35 1.352(19) . ?
C34 H34 0.9500 . ?
C35 C36 1.382(14) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C37 C38 1.379(10) . ?
C37 C42 1.380(10) . ?
C37 H37 0.9500 . ?
C38 C39 1.374(12) . ?
C38 H38 0.9500 . ?
C39 C40 1.371(13) . ?
C39 H39 0.9500 . ?
C40 C41 1.383(11) . ?
C40 H40 0.9500 . ?
C41 C42 1.390(10) . ?
C41 H41 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
C6 Ir1 C6 91.2(3) 4_655 . ?
C6 Ir1 N1 96.8(2) 4_655 . ?
C6 Ir1 N1 79.5(2) . . ?
C6 Ir1 N1 79.5(2) 4_655 4_655 ?
C6 Ir1 N1 96.8(2) . 4_655 ?
N1 Ir1 N1 174.8(3) . 4_655 ?
C6 Ir1 S1 171.10(16) 4_655 4_655 ?
C6 Ir1 S1 83.76(16) . 4_655 ?
N1 Ir1 S1 89.53(14) . 4_655 ?
N1 Ir1 S1 93.75(13) 4_655 4_655 ?
C6 Ir1 S1 83.76(16) 4_655 . ?
C6 Ir1 S1 171.10(16) . . ?
N1 Ir1 S1 93.75(13) . . ?
N1 Ir1 S1 89.53(14) 4_655 . ?
S1 Ir1 S1 102.12(7) 4_655 . ?
P1 S1 Ir1 109.61(8) . . ?
N5 P1 C42 107.8(3) . . ?
N5 P1 C31 110.6(3) . . ?
C42 P1 C31 104.2(3) . . ?
N5 P1 S1 119.4(3) . . ?
C42 P1 S1 105.8(2) . . ?
C31 P1 S1 107.9(3) . . ?
C8 N1 C15 118.8(5) . . ?
C8 N1 Ir1 116.1(4) . . ?
C15 N1 Ir1 125.1(4) . . ?
C15 N2 C14 117.0(5) . . ?
P1 N5 P1 134.1(6) . 4_655 ?
F2 C1 F1 112.3(7) . . ?
F2 C1 F3 106.8(7) . . ?
F1 C1 F3 99.9(6) . . ?
F1' C1 F3' 108.9(10) . . ?
F1' C1 F2' 104.3(9) . . ?
F3' C1 F2' 95.0(8) . . ?
F2 C1 C2 113.4(6) . . ?
F1' C1 C2 121.5(9) . . ?
F1 C1 C2 111.5(6) . . ?
F3 C1 C2 112.1(6) . . ?
F3' C1 C2 110.7(8) . . ?
F2' C1 C2 113.0(7) . . ?
C3 C2 C7 121.2(5) . . ?
C3 C2 C1 119.6(6) . . ?
C7 C2 C1 119.1(6) . . ?
C2 C3 C4 119.6(6) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 119.8(6) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C4 C5 C6 121.1(5) . . ?
C4 C5 C8 124.5(5) . . ?
C6 C5 C8 113.9(5) . . ?
C7 C6 C5 117.1(5) . . ?
C7 C6 Ir1 128.3(5) . . ?
C5 C6 Ir1 114.6(4) . . ?
C6 C7 C2 121.0(6) . . ?
C6 C7 H7 119.5 . . ?
C2 C7 H7 119.5 . . ?
N1 C8 C9 118.6(5) . . ?
N1 C8 C5 113.6(5) . . ?
C9 C8 C5 127.8(5) . . ?
C10 C9 C14 118.1(6) . . ?
C10 C9 C8 125.5(6) . . ?
C14 C9 C8 116.3(5) . . ?
C11 C10 C9 120.5(7) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C12 C11 C10 121.5(7) . . ?
C12 C11 H11 119.3 . . ?
C10 C11 H11 119.3 . . ?
C11 C12 C13 119.7(7) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C12 C13 C14 120.4(7) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
N2 C14 C13 118.5(6) . . ?
N2 C14 C9 122.0(5) . . ?
C13 C14 C9 119.4(6) . . ?
N2 C15 N1 125.5(6) . . ?
N2 C15 H15 117.3 . . ?
N1 C15 H15 117.3 . . ?
C32 C31 C36 120.9(8) . . ?
C32 C31 P1 119.5(6) . . ?
C36 C31 P1 119.4(7) . . ?
C31 C32 C33 118.8(9) . . ?
C31 C32 H32 120.6 . . ?
C33 C32 H32 120.6 . . ?
C32 C33 C34 120.3(11) . . ?
C32 C33 H33 119.9 . . ?
C34 C33 H33 119.9 . . ?
C35 C34 C33 119.9(10) . . ?
C35 C34 H34 120.0 . . ?
C33 C34 H34 120.0 . . ?
C34 C35 C36 121.7(11) . . ?
C34 C35 H35 119.1 . . ?
C36 C35 H35 119.1 . . ?
C31 C36 C35 118.4(11) . . ?
C31 C36 H36 120.8 . . ?
C35 C36 H36 120.8 . . ?
C38 C37 C42 120.8(7) . . ?
C38 C37 H37 119.6 . . ?
C42 C37 H37 119.6 . . ?
C37 C38 C39 120.2(8) . . ?
C37 C38 H38 119.9 . . ?
C39 C38 H38 119.9 . . ?
C40 C39 C38 119.9(8) . . ?
C40 C39 H39 120.1 . . ?
C38 C39 H39 120.1 . . ?
C39 C40 C41 120.0(8) . . ?
C39 C40 H40 120.0 . . ?
C41 C40 H40 120.0 . . ?
C40 C41 C42 120.7(8) . . ?
C40 C41 H41 119.7 . . ?
C42 C41 H41 119.7 . . ?
C37 C42 C41 118.3(6) . . ?
C37 C42 P1 122.6(5) . . ?
C41 C42 P1 119.1(6) . . ?

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
C42 P1 N5 P1 -147.7(2) . . . 4_655 ?
C31 P1 N5 P1 98.9(3) . . . 4_655 ?
S1 P1 N5 P1 -27.14(11) . . . 4_655 ?
F2 C1 C2 C3 109.3(8) . . . . ?
F1' C1 C2 C3 -67.4(13) . . . . ?
F1 C1 C2 C3 -122.8(7) . . . . ?
F3 C1 C2 C3 -11.7(8) . . . . ?
F3' C1 C2 C3 62.3(10) . . . . ?
F2' C1 C2 C3 167.5(9) . . . . ?
F2 C1 C2 C7 -71.5(9) . . . . ?
F1' C1 C2 C7 111.9(12) . . . . ?
F1 C1 C2 C7 56.5(8) . . . . ?
F3 C1 C2 C7 167.5(6) . . . . ?
F3' C1 C2 C7 -118.5(10) . . . . ?
F2' C1 C2 C7 -13.3(10) . . . . ?
C7 C2 C3 C4 1.5(9) . . . . ?
C1 C2 C3 C4 -179.3(5) . . . . ?
C2 C3 C4 C5 1.8(9) . . . . ?
C3 C4 C5 C6 -4.5(8) . . . . ?
C3 C4 C5 C8 -175.8(5) . . . . ?
C4 C5 C6 C7 3.8(8) . . . . ?
C8 C5 C6 C7 176.0(5) . . . . ?
C4 C5 C6 Ir1 -174.0(4) . . . . ?
C8 C5 C6 Ir1 -1.8(6) . . . . ?
C5 C6 C7 C2 -0.5(8) . . . . ?
Ir1 C6 C7 C2 177.0(4) . . . . ?
C3 C2 C7 C6 -2.1(9) . . . . ?
C1 C2 C7 C6 178.6(5) . . . . ?
C15 N1 C8 C9 12.9(8) . . . . ?
Ir1 N1 C8 C9 -165.3(4) . . . . ?
C15 N1 C8 C5 -164.9(5) . . . . ?
Ir1 N1 C8 C5 16.9(6) . . . . ?
C4 C5 C8 N1 162.1(5) . . . . ?
C6 C5 C8 N1 -9.8(7) . . . . ?
C4 C5 C8 C9 -15.4(9) . . . . ?
C6 C5 C8 C9 172.7(6) . . . . ?
N1 C8 C9 C10 161.5(6) . . . . ?
C5 C8 C9 C10 -21.1(10) . . . . ?
N1 C8 C9 C14 -14.6(8) . . . . ?
C5 C8 C9 C14 162.9(6) . . . . ?
C14 C9 C10 C11 -3.3(10) . . . . ?
C8 C9 C10 C11 -179.3(7) . . . . ?
C9 C10 C11 C12 -1.4(12) . . . . ?
C10 C11 C12 C13 3.0(13) . . . . ?
C11 C12 C13 C14 0.1(12) . . . . ?
C15 N2 C14 C13 -171.7(6) . . . . ?
C15 N2 C14 C9 5.6(10) . . . . ?
C12 C13 C14 N2 172.6(7) . . . . ?
C12 C13 C14 C9 -4.8(11) . . . . ?
C10 C9 C14 N2 -171.0(6) . . . . ?
C8 C9 C14 N2 5.4(9) . . . . ?
C10 C9 C14 C13 6.2(9) . . . . ?
C8 C9 C14 C13 -177.4(6) . . . . ?
C14 N2 C15 N1 -8.0(10) . . . . ?
C8 N1 C15 N2 -1.4(10) . . . . ?
Ir1 N1 C15 N2 176.7(5) . . . . ?
N5 P1 C31 C32 -175.2(6) . . . . ?
C42 P1 C31 C32 69.2(6) . . . . ?
S1 P1 C31 C32 -42.9(6) . . . . ?
N5 P1 C31 C36 10.1(7) . . . . ?
C42 P1 C31 C36 -105.6(6) . . . . ?
S1 P1 C31 C36 142.3(5) . . . . ?
C36 C31 C32 C33 0.2(11) . . . . ?
P1 C31 C32 C33 -174.5(6) . . . . ?
C31 C32 C33 C34 -0.6(12) . . . . ?
C32 C33 C34 C35 0.2(15) . . . . ?
C33 C34 C35 C36 0.8(17) . . . . ?
C32 C31 C36 C35 0.7(12) . . . . ?
P1 C31 C36 C35 175.4(7) . . . . ?
C34 C35 C36 C31 -1.2(15) . . . . ?
C42 C37 C38 C39 1.2(13) . . . . ?
C37 C38 C39 C40 -1.3(15) . . . . ?
C38 C39 C40 C41 -0.3(16) . . . . ?
C39 C40 C41 C42 2.0(16) . . . . ?
C38 C37 C42 C41 0.4(12) . . . . ?
C38 C37 C42 P1 179.1(6) . . . . ?
C40 C41 C42 C37 -2.0(13) . . . . ?
C40 C41 C42 P1 179.3(8) . . . . ?
N5 P1 C42 C37 -99.3(6) . . . . ?
C31 P1 C42 C37 18.4(7) . . . . ?
S1 P1 C42 C37 132.0(6) . . . . ?
N5 P1 C42 C41 79.4(7) . . . . ?
C31 P1 C42 C41 -163.0(7) . . . . ?
S1 P1 C42 C41 -49.4(7) . . . . ?

_refine_diff_density_max         1.089
_refine_diff_density_min         -1.017
_refine_diff_density_rms         0.114



