# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1538393'
_audit_update_record             
;
2017-03-16 deposited with the CCDC.
2017-06-13 downloaded from the CCDC.
;
_audit_creation_date             2016-12-13
_audit_creation_method           'by CrystalStructure 4.2'

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C28 H20 F6 Ir N4 P S2'
_chemical_formula_moiety         'C28 H20 Ir N4 S2, F6 P'
_chemical_formula_weight         813.80
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        Pbca
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_IT_number           61
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2+X,1/2-Y,-Z
3 -X,1/2+Y,1/2-Z
4 1/2-X,-Y,1/2+Z
5 -X,-Y,-Z
6 -1/2-X,-1/2+Y,+Z
7 +X,-1/2-Y,-1/2+Z
8 -1/2+X,+Y,-1/2-Z
#------------------------------------------------------------------------------
_cell_length_a                   10.8949(11)
_cell_length_b                   15.8728(15)
_cell_length_c                   33.006(4)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     5707.8(10)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6258
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      25.40
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       chip
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.010
_exptl_crystal_density_diffrn    1.894
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3152.00
_exptl_absorpt_coefficient_mu    4.960
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.875
_exptl_absorpt_correction_T_max  0.952

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            64336
_diffrn_reflns_av_R_equivalents  0.0622
_diffrn_reflns_theta_max         25.371
_diffrn_reflns_theta_min         2.240
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             5220
_reflns_number_gt                3179
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0743
_refine_ls_R_factor_gt           0.0336
_refine_ls_wR_factor_ref         0.0725
_refine_ls_wR_factor_gt          0.0571
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         5220
_refine_ls_number_parameters     379
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0140P)²+30.1363P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.002
_refine_diff_density_max         0.85
_refine_diff_density_min         -0.70
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Ir Ir -1.4442 7.9887
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.72928(2) 0.24952(2) 0.36195(2) 0.03259(8) Uani 1 1 d . . . . .
S27 S 0.4811(2) 0.12376(19) 0.45538(8) 0.0846(8) Uani 1 1 d . . . . .
S34 S 0.6097(3) 0.3189(2) 0.48994(7) 0.0898(9) Uani 1 1 d . . . . .
P1 P 0.2622(2) 0.38277(14) 0.45311(7) 0.0551(5) Uani 1 1 d . . . . .
F1 F 0.3912(5) 0.4237(4) 0.4551(3) 0.155(4) Uani 1 1 d . . . . .
F2 F 0.2019(7) 0.4660(4) 0.4682(2) 0.154(3) Uani 1 1 d . . . . .
F3 F 0.2829(5) 0.3507(5) 0.49699(17) 0.118(2) Uani 1 1 d . . . . .
F4 F 0.1308(5) 0.3432(4) 0.45090(19) 0.107(2) Uani 1 1 d . . . . .
F5 F 0.2385(6) 0.4162(5) 0.40851(17) 0.120(2) Uani 1 1 d . . . . .
F6 F 0.3174(7) 0.3007(4) 0.4362(2) 0.139(3) Uani 1 1 d . . . . .
N1 N 0.5825(5) 0.3035(3) 0.33315(17) 0.0377(13) Uani 1 1 d . . . . .
N13 N 0.8859(5) 0.1942(3) 0.38345(17) 0.0369(13) Uani 1 1 d . . . . .
N25 N 0.6052(5) 0.1684(4) 0.39408(18) 0.0446(15) Uani 1 1 d . . . . .
N31 N 0.7015(5) 0.3107(4) 0.41931(18) 0.0463(15) Uani 1 1 d . . . . .
C2 C 0.5614(6) 0.2751(4) 0.29458(19) 0.0394(18) Uani 1 1 d . . . . .
C3 C 0.4622(7) 0.3075(5) 0.2731(2) 0.053(2) Uani 1 1 d . . . . .
H3 H 0.4451 0.2871 0.2466 0.064 Uiso 1 1 calc R U . . .
C4 C 0.3891(7) 0.3684(6) 0.2897(2) 0.063(2) Uani 1 1 d . . . . .
H4 H 0.3224 0.3907 0.2746 0.076 Uiso 1 1 calc R U . . .
C5 C 0.4117(7) 0.3972(5) 0.3281(2) 0.055(2) Uani 1 1 d . . . . .
H5 H 0.3616 0.4394 0.3400 0.066 Uiso 1 1 calc R U . . .
C6 C 0.5095(6) 0.3631(4) 0.3489(2) 0.0436(17) Uani 1 1 d . . . . .
H6 H 0.5259 0.3827 0.3755 0.052 Uiso 1 1 calc R U . . .
C7 C 0.6469(6) 0.2107(4) 0.2805(2) 0.0397(16) Uani 1 1 d . . . . .
C8 C 0.7369(6) 0.1870(4) 0.30914(19) 0.0352(15) Uani 1 1 d . . . . .
C9 C 0.8221(6) 0.1243(4) 0.2973(2) 0.0441(18) Uani 1 1 d . . . . .
H9 H 0.8824 0.1054 0.3160 0.053 Uiso 1 1 calc R U . . .
C10 C 0.8181(7) 0.0904(5) 0.2589(2) 0.052(2) Uani 1 1 d . . . . .
H10 H 0.8766 0.0490 0.2511 0.062 Uiso 1 1 calc R U . . .
C11 C 0.7288(7) 0.1164(5) 0.2312(2) 0.056(2) Uani 1 1 d . . . . .
H11 H 0.7266 0.0926 0.2048 0.068 Uiso 1 1 calc R U . . .
C12 C 0.6451(7) 0.1757(5) 0.2419(2) 0.0497(19) Uani 1 1 d . . . . .
H12 H 0.5849 0.1934 0.2229 0.060 Uiso 1 1 calc R U . . .
C14 C 0.9928(6) 0.2298(4) 0.3718(2) 0.0381(17) Uani 1 1 d . . . . .
C15 C 1.1044(6) 0.1927(5) 0.3821(2) 0.0490(19) Uani 1 1 d . . . . .
H15 H 1.1795 0.2178 0.3738 0.059 Uiso 1 1 calc R U . . .
C16 C 1.1055(8) 0.1196(5) 0.4042(2) 0.059(2) Uani 1 1 d . . . . .
H16 H 1.1810 0.0932 0.4110 0.070 Uiso 1 1 calc R U . . .
C17 C 0.9970(7) 0.0853(5) 0.4164(2) 0.056(2) Uani 1 1 d . . . . .
H17 H 0.9965 0.0349 0.4320 0.067 Uiso 1 1 calc R U . . .
C18 C 0.8891(7) 0.1235(4) 0.4063(2) 0.0446(17) Uani 1 1 d . . . . .
H18 H 0.8141 0.0999 0.4156 0.054 Uiso 1 1 calc R U . . .
C19 C 0.9773(6) 0.3076(4) 0.3480(2) 0.0389(16) Uani 1 1 d . . . . .
C20 C 0.8536(6) 0.3299(4) 0.3395(2) 0.0395(16) Uani 1 1 d . . . . .
C21 C 0.8349(7) 0.4036(4) 0.3176(2) 0.0457(18) Uani 1 1 d . . . . .
H21 H 0.7535 0.4208 0.3115 0.055 Uiso 1 1 calc R U . . .
C22 C 0.9323(7) 0.4523(5) 0.3046(2) 0.053(2) Uani 1 1 d . . . . .
H22 H 0.9173 0.5018 0.2892 0.064 Uiso 1 1 calc R U . . .
C23 C 1.0522(7) 0.4295(5) 0.3140(3) 0.061(2) Uani 1 1 d . . . . .
H23 H 1.1187 0.4642 0.3057 0.073 Uiso 1 1 calc R U . . .
C24 C 1.0743(7) 0.3569(5) 0.3352(2) 0.055(2) Uani 1 1 d . . . . .
H24 H 1.1562 0.3405 0.3411 0.066 Uiso 1 1 calc R U . . .
C26 C 0.5769(7) 0.1925(5) 0.4308(2) 0.052(2) Uani 1 1 d . . . . .
C28 C 0.4812(8) 0.0607(6) 0.4140(3) 0.077(3) Uani 1 1 d . . . . .
H28 H 0.4374 0.0092 0.4117 0.092 Uiso 1 1 calc R U . . .
C29 C 0.5519(7) 0.0942(5) 0.3849(3) 0.062(2) Uani 1 1 d . . . . .
H29 H 0.5637 0.0674 0.3595 0.074 Uiso 1 1 calc R U . . .
C30 C 0.6281(7) 0.2700(5) 0.4450(2) 0.055(2) Uani 1 1 d . . . . .
C32 C 0.7467(8) 0.3843(5) 0.4355(3) 0.066(2) Uani 1 1 d . . . . .
H32 H 0.8011 0.4220 0.4222 0.080 Uiso 1 1 calc R U . . .
C33 C 0.6993(9) 0.3951(7) 0.4753(3) 0.094(4) Uani 1 1 d . . . . .
H33 H 0.7181 0.4424 0.4918 0.113 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b45'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b45'
_computing_structure_solution    'DIRDIF99-PATTY (Gould, et al., 1999)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2 (Rigaku, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.2'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C20 2.003(7) . ?
Ir1 C8 2.007(6) . ?
Ir1 N13 2.046(5) . ?
Ir1 N1 2.048(5) . ?
Ir1 N25 2.148(6) . ?
Ir1 N31 2.149(6) . ?
S27 C28 1.693(10) . ?
S27 C26 1.715(8) . ?
S34 C33 1.627(13) . ?
S34 C30 1.685(8) . ?
P1 F6 1.540(6) . ?
P1 F1 1.550(6) . ?
P1 F3 1.552(6) . ?
P1 F2 1.558(6) . ?
P1 F4 1.566(6) . ?
P1 F5 1.586(6) . ?
N1 C6 1.340(8) . ?
N1 C2 1.370(8) . ?
N13 C14 1.351(8) . ?
N13 C18 1.353(8) . ?
N25 C26 1.307(9) . ?
N25 C29 1.346(9) . ?
N31 C30 1.333(9) . ?
N31 C32 1.376(9) . ?
C2 C3 1.391(9) . ?
C2 C7 1.459(9) . ?
C3 C4 1.368(10) . ?
C3 H3 0.9500 . ?
C4 C5 1.367(10) . ?
C4 H4 0.9500 . ?
C5 C6 1.379(10) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.389(9) . ?
C7 C8 1.413(9) . ?
C8 C9 1.416(9) . ?
C9 C10 1.380(10) . ?
C9 H9 0.9500 . ?
C10 C11 1.397(10) . ?
C10 H10 0.9500 . ?
C11 C12 1.358(10) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C14 C15 1.393(9) . ?
C14 C19 1.473(9) . ?
C15 C16 1.371(10) . ?
C15 H15 0.9500 . ?
C16 C17 1.362(11) . ?
C16 H16 0.9500 . ?
C17 C18 1.365(10) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C24 1.381(10) . ?
C19 C20 1.422(9) . ?
C20 C21 1.388(9) . ?
C21 C22 1.382(10) . ?
C21 H21 0.9500 . ?
C22 C23 1.391(11) . ?
C22 H22 0.9500 . ?
C23 C24 1.369(10) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C26 C30 1.430(11) . ?
C28 C29 1.341(11) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C32 C33 1.421(13) . ?
C32 H32 0.9500 . ?
C33 H33 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
C20 Ir1 C8 88.0(3) . . ?
C20 Ir1 N13 80.7(2) . . ?
C8 Ir1 N13 93.1(2) . . ?
C20 Ir1 N1 95.1(2) . . ?
C8 Ir1 N1 80.6(2) . . ?
N13 Ir1 N1 172.6(2) . . ?
C20 Ir1 N25 172.2(3) . . ?
C8 Ir1 N25 99.1(2) . . ?
N13 Ir1 N25 95.5(2) . . ?
N1 Ir1 N25 89.3(2) . . ?
C20 Ir1 N31 97.7(3) . . ?
C8 Ir1 N31 173.8(2) . . ?
N13 Ir1 N31 90.3(2) . . ?
N1 Ir1 N31 96.3(2) . . ?
N25 Ir1 N31 75.3(2) . . ?
C28 S27 C26 89.6(4) . . ?
C33 S34 C30 90.5(5) . . ?
F6 P1 F1 90.9(5) . . ?
F6 P1 F3 90.2(4) . . ?
F1 P1 F3 88.1(4) . . ?
F6 P1 F2 177.0(4) . . ?
F1 P1 F2 90.8(5) . . ?
F3 P1 F2 92.3(4) . . ?
F6 P1 F4 90.0(4) . . ?
F1 P1 F4 178.8(4) . . ?
F3 P1 F4 92.6(3) . . ?
F2 P1 F4 88.3(4) . . ?
F6 P1 F5 90.6(4) . . ?
F1 P1 F5 92.6(4) . . ?
F3 P1 F5 178.8(4) . . ?
F2 P1 F5 86.8(4) . . ?
F4 P1 F5 86.7(4) . . ?
C6 N1 C2 119.5(6) . . ?
C6 N1 Ir1 125.4(5) . . ?
C2 N1 Ir1 115.1(4) . . ?
C14 N13 C18 119.0(6) . . ?
C14 N13 Ir1 116.1(4) . . ?
C18 N13 Ir1 124.8(5) . . ?
C26 N25 C29 111.3(7) . . ?
C26 N25 Ir1 115.5(5) . . ?
C29 N25 Ir1 133.2(6) . . ?
C30 N31 C32 112.3(7) . . ?
C30 N31 Ir1 115.3(5) . . ?
C32 N31 Ir1 132.5(6) . . ?
N1 C2 C3 118.9(6) . . ?
N1 C2 C7 114.8(6) . . ?
C3 C2 C7 126.3(6) . . ?
C4 C3 C2 120.6(7) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C5 C4 C3 120.2(7) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 118.0(7) . . ?
C4 C5 H5 121.0 . . ?
C6 C5 H5 121.0 . . ?
N1 C6 C5 122.9(7) . . ?
N1 C6 H6 118.6 . . ?
C5 C6 H6 118.6 . . ?
C12 C7 C8 121.1(6) . . ?
C12 C7 C2 124.3(6) . . ?
C8 C7 C2 114.6(6) . . ?
C7 C8 C9 117.2(6) . . ?
C7 C8 Ir1 114.9(5) . . ?
C9 C8 Ir1 127.9(5) . . ?
C10 C9 C8 120.5(7) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C11 120.5(7) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 120.2(7) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C7 120.4(7) . . ?
C11 C12 H12 119.8 . . ?
C7 C12 H12 119.8 . . ?
N13 C14 C15 120.4(6) . . ?
N13 C14 C19 113.8(5) . . ?
C15 C14 C19 125.8(6) . . ?
C16 C15 C14 119.7(7) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C17 C16 C15 119.3(7) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C16 C17 C18 119.8(7) . . ?
C16 C17 H17 120.1 . . ?
C18 C17 H17 120.1 . . ?
N13 C18 C17 121.8(7) . . ?
N13 C18 H18 119.1 . . ?
C17 C18 H18 119.1 . . ?
C24 C19 C20 121.6(6) . . ?
C24 C19 C14 123.4(6) . . ?
C20 C19 C14 115.1(6) . . ?
C21 C20 C19 116.8(6) . . ?
C21 C20 Ir1 129.0(5) . . ?
C19 C20 Ir1 114.1(5) . . ?
C22 C21 C20 121.4(7) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 H21 119.3 . . ?
C21 C22 C23 120.4(7) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C24 C23 C22 119.9(7) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 C19 119.9(7) . . ?
C23 C24 H24 120.1 . . ?
C19 C24 H24 120.1 . . ?
N25 C26 C30 117.7(7) . . ?
N25 C26 S27 113.3(7) . . ?
C30 C26 S27 129.0(6) . . ?
C29 C28 S27 110.1(7) . . ?
C29 C28 H28 125.0 . . ?
S27 C28 H28 125.0 . . ?
C28 C29 N25 115.7(9) . . ?
C28 C29 H29 122.2 . . ?
N25 C29 H29 122.2 . . ?
N31 C30 C26 116.2(7) . . ?
N31 C30 S34 114.1(6) . . ?
C26 C30 S34 129.8(7) . . ?
N31 C32 C33 109.3(9) . . ?
N31 C32 H32 125.3 . . ?
C33 C32 H32 125.3 . . ?
C32 C33 S34 113.8(7) . . ?
C32 C33 H33 123.1 . . ?
S34 C33 H33 123.1 . . ?

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 N1 C2 C3 -1.8(10) . . . . ?
Ir1 N1 C2 C3 178.9(5) . . . . ?
C6 N1 C2 C7 179.6(6) . . . . ?
Ir1 N1 C2 C7 0.3(7) . . . . ?
N1 C2 C3 C4 2.0(11) . . . . ?
C7 C2 C3 C4 -179.6(8) . . . . ?
C2 C3 C4 C5 -1.1(13) . . . . ?
C3 C4 C5 C6 0.1(13) . . . . ?
C2 N1 C6 C5 0.9(10) . . . . ?
Ir1 N1 C6 C5 -180.0(6) . . . . ?
C4 C5 C6 N1 0.0(12) . . . . ?
N1 C2 C7 C12 -177.4(7) . . . . ?
C3 C2 C7 C12 4.1(12) . . . . ?
N1 C2 C7 C8 0.8(9) . . . . ?
C3 C2 C7 C8 -177.7(7) . . . . ?
C12 C7 C8 C9 -2.1(10) . . . . ?
C2 C7 C8 C9 179.6(6) . . . . ?
C12 C7 C8 Ir1 176.7(5) . . . . ?
C2 C7 C8 Ir1 -1.6(7) . . . . ?
C7 C8 C9 C10 2.0(10) . . . . ?
Ir1 C8 C9 C10 -176.7(5) . . . . ?
C8 C9 C10 C11 -1.0(11) . . . . ?
C9 C10 C11 C12 0.2(12) . . . . ?
C10 C11 C12 C7 -0.4(12) . . . . ?
C8 C7 C12 C11 1.4(11) . . . . ?
C2 C7 C12 C11 179.5(7) . . . . ?
C18 N13 C14 C15 2.0(10) . . . . ?
Ir1 N13 C14 C15 -174.7(5) . . . . ?
C18 N13 C14 C19 -178.3(6) . . . . ?
Ir1 N13 C14 C19 5.0(7) . . . . ?
N13 C14 C15 C16 0.0(11) . . . . ?
C19 C14 C15 C16 -179.7(7) . . . . ?
C14 C15 C16 C17 -1.2(12) . . . . ?
C15 C16 C17 C18 0.4(12) . . . . ?
C14 N13 C18 C17 -2.9(10) . . . . ?
Ir1 N13 C18 C17 173.6(6) . . . . ?
C16 C17 C18 N13 1.6(12) . . . . ?
N13 C14 C19 C24 175.8(7) . . . . ?
C15 C14 C19 C24 -4.5(11) . . . . ?
N13 C14 C19 C20 -3.3(9) . . . . ?
C15 C14 C19 C20 176.4(7) . . . . ?
C24 C19 C20 C21 0.0(11) . . . . ?
C14 C19 C20 C21 179.1(6) . . . . ?
C24 C19 C20 Ir1 -179.1(6) . . . . ?
C14 C19 C20 Ir1 0.1(8) . . . . ?
C19 C20 C21 C22 0.5(11) . . . . ?
Ir1 C20 C21 C22 179.4(6) . . . . ?
C20 C21 C22 C23 -1.5(12) . . . . ?
C21 C22 C23 C24 2.0(13) . . . . ?
C22 C23 C24 C19 -1.5(13) . . . . ?
C20 C19 C24 C23 0.5(12) . . . . ?
C14 C19 C24 C23 -178.5(7) . . . . ?
C29 N25 C26 C30 179.3(6) . . . . ?
Ir1 N25 C26 C30 1.5(8) . . . . ?
C29 N25 C26 S27 -0.4(8) . . . . ?
Ir1 N25 C26 S27 -178.2(3) . . . . ?
C28 S27 C26 N25 0.1(6) . . . . ?
C28 S27 C26 C30 -179.6(7) . . . . ?
C26 S27 C28 C29 0.3(7) . . . . ?
S27 C28 C29 N25 -0.6(10) . . . . ?
C26 N25 C29 C28 0.7(10) . . . . ?
Ir1 N25 C29 C28 177.9(6) . . . . ?
C32 N31 C30 C26 -179.9(6) . . . . ?
Ir1 N31 C30 C26 -0.9(8) . . . . ?
C32 N31 C30 S34 0.2(8) . . . . ?
Ir1 N31 C30 S34 179.2(3) . . . . ?
N25 C26 C30 N31 -0.4(10) . . . . ?
S27 C26 C30 N31 179.3(6) . . . . ?
N25 C26 C30 S34 179.5(6) . . . . ?
S27 C26 C30 S34 -0.9(11) . . . . ?
C33 S34 C30 N31 0.2(6) . . . . ?
C33 S34 C30 C26 -179.6(7) . . . . ?
C30 N31 C32 C33 -0.6(9) . . . . ?
Ir1 N31 C32 C33 -179.4(5) . . . . ?
N31 C32 C33 S34 0.8(9) . . . . ?
C30 S34 C33 C32 -0.6(7) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Dichloromethane/diethyl ether'
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1538394'
_audit_update_record             
;
2017-03-16 deposited with the CCDC.
2017-06-13 downloaded from the CCDC.
;
_audit_creation_date             2016-07-04
_audit_creation_method           'by CrystalStructure 4.2'

_chemical_formula_sum            'C38 H27 F6 Ir N5 P S2'
_chemical_formula_moiety         'C36 H24 Ir N4 S2, F6 P, C2 H3 N'
_chemical_formula_weight         954.97
_chemical_melting_point          ?
_chemical_absolute_configuration ad

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        Pca21
_space_group_name_Hall           'P 2c -2ac'
_space_group_IT_number           29
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,1/2+Z
3 1/2-X,+Y,1/2+Z
4 1/2+X,-Y,+Z
#------------------------------------------------------------------------------
_cell_length_a                   24.377(3)
_cell_length_b                   9.1545(10)
_cell_length_c                   15.859(2)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     3539.1(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10987
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      27.40
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.792
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1872.00
_exptl_absorpt_coefficient_mu    4.015
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.517
_exptl_absorpt_correction_T_max  0.669

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            17647
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_theta_max         25.315
_diffrn_reflns_theta_min         2.377
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_point_group_measured_fraction_full 0.955
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             6135
_reflns_number_gt                5701
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.840
_reflns_Friedel_fraction_max     0.907
_reflns_Friedel_fraction_full    0.909

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0200
_refine_ls_R_factor_gt           0.0185
_refine_ls_wR_factor_ref         0.0362
_refine_ls_wR_factor_gt          0.0360
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6135
_refine_ls_number_parameters     479
_refine_ls_goodness_of_fit_ref   0.841
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'w = 1/[σ²(Fo²)]'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.57
_refine_diff_density_min         -0.34
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
 Flack x determined using 2439 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.008(3)

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Ir Ir -1.4442 7.9887
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.36263(2) 0.16201(2) 0.51216(2) 0.01396(5) Uani 1 1 d . . . . .
S27 S 0.23959(5) 0.01078(14) 0.30904(8) 0.0224(3) Uani 1 1 d . . . . .
S42 S 0.17430(5) 0.14953(14) 0.48316(8) 0.0216(3) Uani 1 1 d . . . . .
P1 P 0.68814(5) 0.39043(15) 0.43805(9) 0.0237(3) Uani 1 1 d . . . . .
F1 F 0.65155(14) 0.3009(4) 0.3735(2) 0.0541(10) Uani 1 1 d . . . . .
F2 F 0.72461(11) 0.4818(3) 0.5029(3) 0.0554(10) Uani 1 1 d . . . . .
F3 F 0.63432(12) 0.4700(4) 0.4719(2) 0.0603(12) Uani 1 1 d . . . . .
F4 F 0.74203(13) 0.3133(4) 0.4035(3) 0.0538(11) Uani 1 1 d . . . . .
F5 F 0.67991(15) 0.2668(4) 0.5062(3) 0.0736(12) Uani 1 1 d . . . . .
F6 F 0.69635(15) 0.5157(4) 0.3707(3) 0.0711(13) Uani 1 1 d . . . . .
N1 N 0.38383(16) 0.3516(4) 0.4506(3) 0.0157(9) Uani 1 1 d . . . . .
N13 N 0.35096(15) -0.0264(4) 0.5796(3) 0.0174(9) Uani 1 1 d . . . . .
N25 N 0.32600(16) 0.0808(4) 0.3958(3) 0.0173(9) Uani 1 1 d . . . . .
N35 N 0.27449(15) 0.2013(4) 0.5290(3) 0.0146(10) Uani 1 1 d . . . . .
N43 N 0.5016(3) 0.6517(6) 0.5859(6) 0.098(3) Uani 1 1 d . . . . .
C2 C 0.4381(2) 0.3632(5) 0.4291(3) 0.0186(11) Uani 1 1 d . . . . .
C3 C 0.4573(2) 0.4906(5) 0.3903(3) 0.0262(12) Uani 1 1 d . . . . .
H3 H 0.4950 0.5002 0.3763 0.031 Uiso 1 1 calc R U . . .
C4 C 0.4211(2) 0.6023(6) 0.3725(4) 0.0290(13) Uani 1 1 d . . . . .
H4 H 0.4339 0.6893 0.3463 0.035 Uiso 1 1 calc R U . . .
C5 C 0.3666(2) 0.5871(6) 0.3926(3) 0.0250(13) Uani 1 1 d . . . . .
H5 H 0.3414 0.6629 0.3797 0.030 Uiso 1 1 calc R U . . .
C6 C 0.3486(2) 0.4606(5) 0.4320(3) 0.0192(11) Uani 1 1 d . . . . .
H6 H 0.3109 0.4505 0.4460 0.023 Uiso 1 1 calc R U . . .
C7 C 0.47130(19) 0.2351(5) 0.4503(3) 0.0170(11) Uani 1 1 d . . . . .
C8 C 0.44210(18) 0.1193(5) 0.4895(3) 0.0177(12) Uani 1 1 d . . . . .
C9 C 0.47188(15) -0.0062(4) 0.5094(5) 0.0201(9) Uani 1 1 d . . . . .
H9 H 0.4538 -0.0860 0.5358 0.024 Uiso 1 1 calc R U . . .
C10 C 0.52740(18) -0.0166(5) 0.4915(3) 0.0243(13) Uani 1 1 d . . . . .
H10 H 0.5466 -0.1036 0.5055 0.029 Uiso 1 1 calc R U . . .
C11 C 0.5556(2) 0.0978(5) 0.4534(3) 0.0234(12) Uani 1 1 d . . . . .
H11 H 0.5937 0.0896 0.4417 0.028 Uiso 1 1 calc R U . . .
C12 C 0.52708(19) 0.2243(5) 0.4325(3) 0.0212(11) Uani 1 1 d . . . . .
H12 H 0.5456 0.3033 0.4062 0.025 Uiso 1 1 calc R U . . .
C14 C 0.37060(19) -0.0248(5) 0.6604(3) 0.0188(11) Uani 1 1 d . . . . .
C15 C 0.3673(2) -0.1497(5) 0.7103(4) 0.0237(13) Uani 1 1 d . . . . .
H15 H 0.3828 -0.1500 0.7652 0.028 Uiso 1 1 calc R U . . .
C16 C 0.3413(2) -0.2737(6) 0.6797(4) 0.0285(13) Uani 1 1 d . . . . .
H16 H 0.3382 -0.3587 0.7137 0.034 Uiso 1 1 calc R U . . .
C17 C 0.3201(2) -0.2716(5) 0.5990(3) 0.0267(13) Uani 1 1 d . . . . .
H17 H 0.3016 -0.3548 0.5772 0.032 Uiso 1 1 calc R U . . .
C18 C 0.32592(19) -0.1478(5) 0.5504(3) 0.0209(11) Uani 1 1 d . . . . .
H18 H 0.3119 -0.1479 0.4945 0.025 Uiso 1 1 calc R U . . .
C19 C 0.39186(19) 0.1183(5) 0.6876(3) 0.0175(11) Uani 1 1 d . . . . .
C20 C 0.38960(19) 0.2287(5) 0.6255(3) 0.0160(10) Uani 1 1 d . . . . .
C21 C 0.40623(19) 0.3690(5) 0.6505(3) 0.0205(11) Uani 1 1 d . . . . .
H21 H 0.4063 0.4457 0.6102 0.025 Uiso 1 1 calc R U . . .
C22 C 0.4226(2) 0.3986(6) 0.7326(3) 0.0241(12) Uani 1 1 d . . . . .
H22 H 0.4328 0.4952 0.7479 0.029 Uiso 1 1 calc R U . . .
C23 C 0.4243(2) 0.2878(6) 0.7927(3) 0.0284(13) Uani 1 1 d . . . . .
H23 H 0.4356 0.3081 0.8489 0.034 Uiso 1 1 calc R U . . .
C24 C 0.4094(2) 0.1476(6) 0.7695(3) 0.0263(12) Uani 1 1 d . . . . .
H24 H 0.4110 0.0708 0.8097 0.032 Uiso 1 1 calc R U . . .
C26 C 0.27148(19) 0.0845(5) 0.3959(3) 0.0168(11) Uani 1 1 d . . . . .
C28 C 0.3037(2) -0.0285(5) 0.2666(3) 0.0228(12) Uani 1 1 d . . . . .
C29 C 0.3159(2) -0.0934(5) 0.1885(3) 0.0257(12) Uani 1 1 d . . . . .
H29 H 0.2876 -0.1265 0.1518 0.031 Uiso 1 1 calc R U . . .
C30 C 0.3704(2) -0.1070(6) 0.1672(3) 0.0293(13) Uani 1 1 d . . . . .
H30 H 0.3798 -0.1488 0.1143 0.035 Uiso 1 1 calc R U . . .
C31 C 0.4124(2) -0.0610(5) 0.2214(3) 0.0268(12) Uani 1 1 d . . . . .
H31 H 0.4496 -0.0726 0.2046 0.032 Uiso 1 1 calc R U . . .
C32 C 0.4007(2) 0.0008(5) 0.2986(3) 0.0224(11) Uani 1 1 d . . . . .
H32 H 0.4294 0.0312 0.3351 0.027 Uiso 1 1 calc R U . . .
C33 C 0.3455(2) 0.0179(6) 0.3221(3) 0.0207(11) Uani 1 1 d . . . . .
C34 C 0.24430(19) 0.1461(5) 0.4677(3) 0.0156(10) Uani 1 1 d . . . . .
C36 C 0.2415(2) 0.2524(5) 0.5952(3) 0.0169(11) Uani 1 1 d . . . . .
C37 C 0.2589(2) 0.3202(5) 0.6688(3) 0.0186(11) Uani 1 1 d . . . . .
H37 H 0.2968 0.3349 0.6796 0.022 Uiso 1 1 calc R U . . .
C38 C 0.2196(2) 0.3661(5) 0.7262(3) 0.0237(12) Uani 1 1 d . . . . .
H38 H 0.2307 0.4147 0.7762 0.028 Uiso 1 1 calc R U . . .
C39 C 0.1632(2) 0.3415(5) 0.7112(4) 0.0246(12) Uani 1 1 d . . . . .
H39 H 0.1370 0.3717 0.7520 0.029 Uiso 1 1 calc R U . . .
C40 C 0.1457(2) 0.2748(5) 0.6388(3) 0.0227(12) Uani 1 1 d . . . . .
H40 H 0.1078 0.2587 0.6287 0.027 Uiso 1 1 calc R U . . .
C41 C 0.18480(19) 0.2313(5) 0.5808(3) 0.0173(11) Uani 1 1 d . . . . .
C43 C 0.5225(3) 0.5473(8) 0.6044(5) 0.055(2) Uani 1 1 d . . . . .
C44 C 0.5492(2) 0.4129(6) 0.6276(4) 0.0372(15) Uani 1 1 d . . . . .
H44A H 0.5848 0.4064 0.5989 0.045 Uiso 1 1 calc R U . . .
H44B H 0.5262 0.3301 0.6110 0.045 Uiso 1 1 calc R U . . .
H44C H 0.5549 0.4109 0.6888 0.045 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b45'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b45'
_computing_structure_solution    'DIRDIF99-PATTY (Gould, et al., 1999)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2 (Rigaku, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.2'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C20 2.009(5) . ?
Ir1 C8 2.009(4) . ?
Ir1 N13 2.049(4) . ?
Ir1 N1 2.058(4) . ?
Ir1 N25 2.180(4) . ?
Ir1 N35 2.195(4) . ?
S27 C26 1.719(5) . ?
S27 C28 1.739(5) . ?
S42 C34 1.724(5) . ?
S42 C41 1.739(5) . ?
P1 F5 1.578(4) . ?
P1 F6 1.580(4) . ?
P1 F1 1.586(4) . ?
P1 F4 1.589(3) . ?
P1 F3 1.594(3) . ?
P1 F2 1.596(4) . ?
N1 C6 1.350(6) . ?
N1 C2 1.371(6) . ?
N13 C18 1.350(5) . ?
N13 C14 1.368(6) . ?
N25 C26 1.329(6) . ?
N25 C33 1.387(6) . ?
N35 C34 1.320(6) . ?
N35 C36 1.402(6) . ?
N43 C43 1.122(8) . ?
C2 C3 1.400(7) . ?
C2 C7 1.464(6) . ?
C3 C4 1.379(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.374(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.387(7) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.392(6) . ?
C7 C8 1.420(6) . ?
C8 C9 1.396(6) . ?
C9 C10 1.386(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.391(7) . ?
C10 H10 0.9500 . ?
C11 C12 1.390(7) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C14 C15 1.393(7) . ?
C14 C19 1.473(7) . ?
C15 C16 1.387(7) . ?
C15 H15 0.9500 . ?
C16 C17 1.380(7) . ?
C16 H16 0.9500 . ?
C17 C18 1.378(7) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C24 1.393(7) . ?
C19 C20 1.412(6) . ?
C20 C21 1.404(6) . ?
C21 C22 1.390(7) . ?
C21 H21 0.9500 . ?
C22 C23 1.392(7) . ?
C22 H22 0.9500 . ?
C23 C24 1.384(7) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C26 C34 1.434(6) . ?
C28 C29 1.407(7) . ?
C28 C33 1.412(7) . ?
C29 C30 1.377(7) . ?
C29 H29 0.9500 . ?
C30 C31 1.402(7) . ?
C30 H30 0.9500 . ?
C31 C32 1.379(7) . ?
C31 H31 0.9500 . ?
C32 C33 1.406(7) . ?
C32 H32 0.9500 . ?
C36 C37 1.388(7) . ?
C36 C41 1.415(6) . ?
C37 C38 1.386(7) . ?
C37 H37 0.9500 . ?
C38 C39 1.413(7) . ?
C38 H38 0.9500 . ?
C39 C40 1.368(7) . ?
C39 H39 0.9500 . ?
C40 C41 1.383(7) . ?
C40 H40 0.9500 . ?
C43 C44 1.439(8) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 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
C20 Ir1 C8 84.46(18) . . ?
C20 Ir1 N13 80.45(17) . . ?
C8 Ir1 N13 93.64(16) . . ?
C20 Ir1 N1 94.94(18) . . ?
C8 Ir1 N1 80.62(17) . . ?
N13 Ir1 N1 173.00(15) . . ?
C20 Ir1 N25 174.14(16) . . ?
C8 Ir1 N25 100.21(16) . . ?
N13 Ir1 N25 95.63(15) . . ?
N1 Ir1 N25 89.35(15) . . ?
C20 Ir1 N35 99.31(17) . . ?
C8 Ir1 N35 176.19(16) . . ?
N13 Ir1 N35 86.47(14) . . ?
N1 Ir1 N35 99.53(14) . . ?
N25 Ir1 N35 76.00(14) . . ?
C26 S27 C28 89.1(2) . . ?
C34 S42 C41 89.4(2) . . ?
F5 P1 F6 179.3(3) . . ?
F5 P1 F1 90.0(2) . . ?
F6 P1 F1 90.6(2) . . ?
F5 P1 F4 91.3(2) . . ?
F6 P1 F4 89.1(2) . . ?
F1 P1 F4 90.72(19) . . ?
F5 P1 F3 89.6(2) . . ?
F6 P1 F3 90.0(2) . . ?
F1 P1 F3 89.48(19) . . ?
F4 P1 F3 179.1(2) . . ?
F5 P1 F2 90.3(2) . . ?
F6 P1 F2 89.1(2) . . ?
F1 P1 F2 179.5(2) . . ?
F4 P1 F2 89.69(18) . . ?
F3 P1 F2 90.10(18) . . ?
C6 N1 C2 120.2(4) . . ?
C6 N1 Ir1 124.6(3) . . ?
C2 N1 Ir1 115.2(3) . . ?
C18 N13 C14 119.2(4) . . ?
C18 N13 Ir1 125.2(3) . . ?
C14 N13 Ir1 115.6(3) . . ?
C26 N25 C33 110.7(4) . . ?
C26 N25 Ir1 113.6(3) . . ?
C33 N25 Ir1 135.6(3) . . ?
C34 N35 C36 111.1(4) . . ?
C34 N35 Ir1 113.2(3) . . ?
C36 N35 Ir1 135.0(3) . . ?
N1 C2 C3 119.7(4) . . ?
N1 C2 C7 114.5(4) . . ?
C3 C2 C7 125.8(4) . . ?
C4 C3 C2 119.6(5) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C5 C4 C3 119.7(5) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 119.8(5) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
N1 C6 C5 120.9(5) . . ?
N1 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C12 C7 C8 121.7(4) . . ?
C12 C7 C2 123.4(4) . . ?
C8 C7 C2 114.9(4) . . ?
C9 C8 C7 116.9(4) . . ?
C9 C8 Ir1 128.4(3) . . ?
C7 C8 Ir1 114.6(3) . . ?
C10 C9 C8 121.2(5) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C9 C10 C11 121.3(5) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 H10 119.3 . . ?
C12 C11 C10 118.9(5) . . ?
C12 C11 H11 120.5 . . ?
C10 C11 H11 120.5 . . ?
C11 C12 C7 120.0(5) . . ?
C11 C12 H12 120.0 . . ?
C7 C12 H12 120.0 . . ?
N13 C14 C15 120.2(5) . . ?
N13 C14 C19 114.0(4) . . ?
C15 C14 C19 125.8(5) . . ?
C16 C15 C14 120.0(5) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C17 C16 C15 119.0(5) . . ?
C17 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C18 C17 C16 119.4(5) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
N13 C18 C17 122.1(5) . . ?
N13 C18 H18 118.9 . . ?
C17 C18 H18 118.9 . . ?
C24 C19 C20 121.6(5) . . ?
C24 C19 C14 123.5(5) . . ?
C20 C19 C14 114.8(4) . . ?
C21 C20 C19 116.5(4) . . ?
C21 C20 Ir1 128.7(4) . . ?
C19 C20 Ir1 114.8(3) . . ?
C22 C21 C20 121.8(5) . . ?
C22 C21 H21 119.1 . . ?
C20 C21 H21 119.1 . . ?
C21 C22 C23 120.5(5) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C24 C23 C22 119.0(5) . . ?
C24 C23 H23 120.5 . . ?
C22 C23 H23 120.5 . . ?
C23 C24 C19 120.5(5) . . ?
C23 C24 H24 119.7 . . ?
C19 C24 H24 119.7 . . ?
N25 C26 C34 118.2(4) . . ?
N25 C26 S27 116.2(4) . . ?
C34 C26 S27 125.6(4) . . ?
C29 C28 C33 121.6(5) . . ?
C29 C28 S27 128.2(4) . . ?
C33 C28 S27 110.2(4) . . ?
C30 C29 C28 117.3(5) . . ?
C30 C29 H29 121.4 . . ?
C28 C29 H29 121.4 . . ?
C29 C30 C31 121.9(5) . . ?
C29 C30 H30 119.1 . . ?
C31 C30 H30 119.1 . . ?
C32 C31 C30 121.1(5) . . ?
C32 C31 H31 119.4 . . ?
C30 C31 H31 119.4 . . ?
C31 C32 C33 118.7(5) . . ?
C31 C32 H32 120.7 . . ?
C33 C32 H32 120.7 . . ?
N25 C33 C32 126.7(5) . . ?
N25 C33 C28 113.7(4) . . ?
C32 C33 C28 119.5(5) . . ?
N35 C34 C26 118.6(4) . . ?
N35 C34 S42 116.1(4) . . ?
C26 C34 S42 125.3(4) . . ?
C37 C36 N35 127.2(4) . . ?
C37 C36 C41 119.6(5) . . ?
N35 C36 C41 113.2(4) . . ?
C36 C37 C38 118.5(5) . . ?
C36 C37 H37 120.8 . . ?
C38 C37 H37 120.8 . . ?
C37 C38 C39 120.9(5) . . ?
C37 C38 H38 119.5 . . ?
C39 C38 H38 119.5 . . ?
C40 C39 C38 121.0(5) . . ?
C40 C39 H39 119.5 . . ?
C38 C39 H39 119.5 . . ?
C39 C40 C41 118.1(5) . . ?
C39 C40 H40 120.9 . . ?
C41 C40 H40 120.9 . . ?
C40 C41 C36 121.8(5) . . ?
C40 C41 S42 127.9(4) . . ?
C36 C41 S42 110.3(4) . . ?
N43 C43 C44 179.7(10) . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 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 N1 C2 C3 2.1(7) . . . . ?
Ir1 N1 C2 C3 -177.2(4) . . . . ?
C6 N1 C2 C7 -177.9(4) . . . . ?
Ir1 N1 C2 C7 2.7(5) . . . . ?
N1 C2 C3 C4 -1.3(8) . . . . ?
C7 C2 C3 C4 178.8(5) . . . . ?
C2 C3 C4 C5 -0.3(8) . . . . ?
C3 C4 C5 C6 1.0(8) . . . . ?
C2 N1 C6 C5 -1.4(7) . . . . ?
Ir1 N1 C6 C5 177.9(4) . . . . ?
C4 C5 C6 N1 -0.2(8) . . . . ?
N1 C2 C7 C12 179.0(5) . . . . ?
C3 C2 C7 C12 -1.1(8) . . . . ?
N1 C2 C7 C8 0.1(6) . . . . ?
C3 C2 C7 C8 -180.0(5) . . . . ?
C12 C7 C8 C9 0.0(7) . . . . ?
C2 C7 C8 C9 178.8(5) . . . . ?
C12 C7 C8 Ir1 178.2(4) . . . . ?
C2 C7 C8 Ir1 -2.9(5) . . . . ?
C7 C8 C9 C10 -0.1(8) . . . . ?
Ir1 C8 C9 C10 -178.0(4) . . . . ?
C8 C9 C10 C11 0.3(9) . . . . ?
C9 C10 C11 C12 -0.4(8) . . . . ?
C10 C11 C12 C7 0.3(8) . . . . ?
C8 C7 C12 C11 -0.1(8) . . . . ?
C2 C7 C12 C11 -178.9(5) . . . . ?
C18 N13 C14 C15 3.3(7) . . . . ?
Ir1 N13 C14 C15 -176.7(4) . . . . ?
C18 N13 C14 C19 -174.1(4) . . . . ?
Ir1 N13 C14 C19 5.9(5) . . . . ?
N13 C14 C15 C16 -3.6(7) . . . . ?
C19 C14 C15 C16 173.5(5) . . . . ?
C14 C15 C16 C17 1.3(8) . . . . ?
C15 C16 C17 C18 1.1(8) . . . . ?
C14 N13 C18 C17 -0.9(7) . . . . ?
Ir1 N13 C18 C17 179.2(4) . . . . ?
C16 C17 C18 N13 -1.3(7) . . . . ?
N13 C14 C19 C24 174.2(5) . . . . ?
C15 C14 C19 C24 -3.0(8) . . . . ?
N13 C14 C19 C20 -1.3(6) . . . . ?
C15 C14 C19 C20 -178.6(5) . . . . ?
C24 C19 C20 C21 0.4(7) . . . . ?
C14 C19 C20 C21 176.1(4) . . . . ?
C24 C19 C20 Ir1 -179.6(4) . . . . ?
C14 C19 C20 Ir1 -3.9(5) . . . . ?
C19 C20 C21 C22 -1.7(7) . . . . ?
Ir1 C20 C21 C22 178.3(4) . . . . ?
C20 C21 C22 C23 1.5(8) . . . . ?
C21 C22 C23 C24 -0.1(8) . . . . ?
C22 C23 C24 C19 -1.2(8) . . . . ?
C20 C19 C24 C23 1.0(8) . . . . ?
C14 C19 C24 C23 -174.3(5) . . . . ?
C33 N25 C26 C34 179.9(4) . . . . ?
Ir1 N25 C26 C34 3.1(5) . . . . ?
C33 N25 C26 S27 1.0(5) . . . . ?
Ir1 N25 C26 S27 -175.8(2) . . . . ?
C28 S27 C26 N25 -0.6(4) . . . . ?
C28 S27 C26 C34 -179.3(4) . . . . ?
C26 S27 C28 C29 -178.7(5) . . . . ?
C26 S27 C28 C33 0.0(4) . . . . ?
C33 C28 C29 C30 -1.5(7) . . . . ?
S27 C28 C29 C30 177.1(4) . . . . ?
C28 C29 C30 C31 1.2(8) . . . . ?
C29 C30 C31 C32 -0.3(8) . . . . ?
C30 C31 C32 C33 -0.4(8) . . . . ?
C26 N25 C33 C32 177.4(5) . . . . ?
Ir1 N25 C33 C32 -6.9(8) . . . . ?
C26 N25 C33 C28 -1.0(6) . . . . ?
Ir1 N25 C33 C28 174.8(3) . . . . ?
C31 C32 C33 N25 -178.2(5) . . . . ?
C31 C32 C33 C28 0.1(7) . . . . ?
C29 C28 C33 N25 179.3(4) . . . . ?
S27 C28 C33 N25 0.6(5) . . . . ?
C29 C28 C33 C32 0.8(7) . . . . ?
S27 C28 C33 C32 -177.9(4) . . . . ?
C36 N35 C34 C26 -178.2(4) . . . . ?
Ir1 N35 C34 C26 -6.7(5) . . . . ?
C36 N35 C34 S42 -0.1(5) . . . . ?
Ir1 N35 C34 S42 171.3(2) . . . . ?
N25 C26 C34 N35 2.6(7) . . . . ?
S27 C26 C34 N35 -178.7(3) . . . . ?
N25 C26 C34 S42 -175.3(3) . . . . ?
S27 C26 C34 S42 3.5(6) . . . . ?
C41 S42 C34 N35 -0.3(4) . . . . ?
C41 S42 C34 C26 177.6(4) . . . . ?
C34 N35 C36 C37 -178.3(4) . . . . ?
Ir1 N35 C36 C37 12.9(7) . . . . ?
C34 N35 C36 C41 0.6(6) . . . . ?
Ir1 N35 C36 C41 -168.2(3) . . . . ?
N35 C36 C37 C38 178.6(4) . . . . ?
C41 C36 C37 C38 -0.3(7) . . . . ?
C36 C37 C38 C39 1.5(7) . . . . ?
C37 C38 C39 C40 -1.5(8) . . . . ?
C38 C39 C40 C41 0.3(7) . . . . ?
C39 C40 C41 C36 0.9(7) . . . . ?
C39 C40 C41 S42 -178.0(4) . . . . ?
C37 C36 C41 C40 -0.9(7) . . . . ?
N35 C36 C41 C40 -179.9(4) . . . . ?
C37 C36 C41 S42 178.2(4) . . . . ?
N35 C36 C41 S42 -0.8(5) . . . . ?
C34 S42 C41 C40 179.6(5) . . . . ?
C34 S42 C41 C36 0.6(4) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.



#====END
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Acetonitrile/diethyl ether'
