# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_w-sr
_database_code_depnum_ccdc_archive 'CCDC 1524694'

_audit_update_record             
;
2017-03-02 deposited with the CCDC.
2017-03-07 downloaded from the CCDC.
;
# publcif _publ_body_element loop end
_audit_creation_date             2017-03-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.02.23 svn.r3390 for OlexSys, GUI svn.r5320)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H19 F12 Ir N6 O S'
_chemical_formula_sum            'C38 H19 F12 Ir N6 O S'
_chemical_formula_weight         1027.85
_chemical_melting_point          ?
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'
O O 0.0106 0.0060 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.5833(4)
_cell_length_b                   24.6297(8)
_cell_length_c                   15.5661(5)
_cell_angle_alpha                90
_cell_angle_beta                 102.3490(10)
_cell_angle_gamma                90
_cell_volume                     3963.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2763
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.31
_cell_measurement_theta_min      2.47
_shelx_estimated_absorpt_T_max   0.512
_shelx_estimated_absorpt_T_min   0.462
_exptl_absorpt_coefficient_mu    3.517
_exptl_absorpt_correction_T_max  0.5117
_exptl_absorpt_correction_T_min  0.4616
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.722
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1992
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_exptl_special_details           ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_unetI/netI     0.0332
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            22135
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.009
_diffrn_reflns_theta_max         25.009
_diffrn_reflns_theta_min         1.574
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5848
_reflns_number_total             6990
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.688
_refine_diff_density_min         -0.601
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     532
_refine_ls_number_reflns         6990
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0286
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0347P)²+2.1587P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0686
_refine_ls_wR_factor_ref         0.0707
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C12-F1 = C12-F2 = C12-F3 = C11-F4 = C11-F5 = C11-F6 = C24-F7 = C24-F8 = C24-
 F9 = C23-F10 = C23-F11 = C23-F12
 1.28 with sigma of 0.06
3. Uiso/Uaniso restraints and constraints
Uanis(F6) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C8(H8), C13(H13), C7(H7), C35(H35), C36(H36), C38(H38), C16(H16),
 C9(H9), C27(H27), C19(H19), C26(H26), C30(H30), C37(H37), C14(H14), C15(H15),
 C28(H28), C29(H29), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 -0.1875(4) 0.11905(16) 0.6574(3) 0.0353(9) Uani 1 1 d . . . . .
C2 C -0.2746(5) 0.16119(16) 0.6279(3) 0.0411(10) Uani 1 1 d . . . . .
C6 C -0.1077(4) 0.03103(15) 0.6166(3) 0.0349(9) Uani 1 1 d . . . . .
C32 C 0.0805(4) 0.01671(17) 0.8992(3) 0.0388(10) Uani 1 1 d . . . . .
C5 C -0.2070(4) 0.07281(16) 0.6001(2) 0.0347(9) Uani 1 1 d . . . . .
C22 C 0.0705(4) 0.16506(16) 0.7607(3) 0.0400(11) Uani 1 1 d . . . . .
C10 C 0.1011(4) 0.01276(17) 0.6970(3) 0.0409(10) Uani 1 1 d . . . . .
H10 H 0.1733 0.0236 0.7388 0.049 Uiso 1 1 calc R . . . .
C31 C 0.2595(4) 0.06863(18) 0.9789(3) 0.0426(11) Uani 1 1 d . . . . .
C33 C -0.0154(5) -0.02376(16) 0.8631(3) 0.0397(10) Uani 1 1 d . . . . .
C21 C 0.1545(5) 0.18067(17) 0.7056(3) 0.0478(11) Uani 1 1 d . . . . .
C25 C 0.3771(5) 0.0903(2) 1.0367(3) 0.0515(13) Uani 1 1 d . . . . .
C34 C -0.1382(4) -0.00989(16) 0.8109(3) 0.0375(10) Uani 1 1 d . . . . .
C8 C -0.0016(5) -0.05186(18) 0.5922(3) 0.0525(13) Uani 1 1 d . . . . .
H8 H -0.0021 -0.0854 0.5646 0.063 Uiso 1 1 calc R . . . .
C18 C 0.0785(5) 0.20055(16) 0.8349(3) 0.0451(11) Uani 1 1 d . . . . .
C3 C -0.3953(5) 0.11345(19) 0.5133(3) 0.0511(13) Uani 1 1 d . . . . .
C13 C -0.2000(5) 0.1404(2) 0.8949(3) 0.0507(12) Uani 1 1 d . . . . .
H13 H -0.2535 0.1110 0.8749 0.061 Uiso 1 1 calc R . . . .
C7 C -0.1074(5) -0.01834(17) 0.5722(3) 0.0453(11) Uani 1 1 d . . . . .
H7 H -0.1788 -0.0284 0.5292 0.054 Uiso 1 1 calc R . . . .
C17 C -0.0219(5) 0.19259(17) 0.8853(3) 0.0442(11) Uani 1 1 d . . . . .
C35 C -0.2255(5) -0.05210(18) 0.7813(3) 0.0479(11) Uani 1 1 d . . . . .
H35 H -0.3063 -0.0438 0.7468 0.057 Uiso 1 1 calc R . . . .
C23 C 0.1450(6) 0.1563(2) 0.6162(4) 0.0613(14) Uani 1 1 d D . . . .
C36 C -0.1948(6) -0.1053(2) 0.8021(4) 0.0637(15) Uani 1 1 d . . . . .
H36 H -0.2546 -0.1325 0.7815 0.076 Uiso 1 1 calc R . . . .
C38 C 0.0126(5) -0.0792(2) 0.8820(3) 0.0576(13) Uani 1 1 d . . . . .
H38 H 0.0934 -0.0889 0.9151 0.069 Uiso 1 1 calc R . . . .
C16 C -0.0407(6) 0.2249(2) 0.9551(3) 0.0615(15) Uani 1 1 d . . . . .
H16 H 0.0166 0.2529 0.9762 0.074 Uiso 1 1 calc R . . . .
C12 C -0.2686(6) 0.2160(2) 0.6718(4) 0.0633(16) Uani 1 1 d D . . . .
C20 C 0.2595(6) 0.2451(2) 0.7977(4) 0.0668(16) Uani 1 1 d . . . . .
C9 C 0.1058(5) -0.03534(18) 0.6539(3) 0.0500(12) Uani 1 1 d . . . . .
H9 H 0.1801 -0.0566 0.6658 0.060 Uiso 1 1 calc R . . . .
C27 C 0.5774(7) 0.0788(4) 1.1420(4) 0.106(3) Uani 1 1 d . . . . .
H27 H 0.6390 0.0563 1.1761 0.127 Uiso 1 1 calc R . . . .
C19 C 0.1727(5) 0.23927(19) 0.8529(4) 0.0594(14) Uani 1 1 d . . . . .
H19 H 0.1789 0.2616 0.9018 0.071 Uiso 1 1 calc R . . . .
C26 C 0.4671(6) 0.0556(3) 1.0867(3) 0.0747(17) Uani 1 1 d . . . . .
H26 H 0.4551 0.0182 1.0840 0.090 Uiso 1 1 calc R . . . .
C30 C 0.3970(6) 0.1447(2) 1.0416(4) 0.0695(16) Uani 1 1 d . . . . .
H30 H 0.3358 0.1675 1.0080 0.083 Uiso 1 1 calc R . . . .
C37 C -0.0764(6) -0.1187(2) 0.8529(4) 0.0705(17) Uani 1 1 d . . . . .
H37 H -0.0568 -0.1548 0.8675 0.085 Uiso 1 1 calc R . . . .
C14 C -0.2264(6) 0.1718(2) 0.9631(3) 0.0683(16) Uani 1 1 d . . . . .
H14 H -0.2966 0.1643 0.9883 0.082 Uiso 1 1 calc R . . . .
C15 C -0.1435(7) 0.2149(2) 0.9921(4) 0.0745(19) Uani 1 1 d . . . . .
H15 H -0.1585 0.2371 1.0371 0.089 Uiso 1 1 calc R . . . .
C11 C -0.5129(7) 0.1124(2) 0.4401(4) 0.083(2) Uani 1 1 d D . . . .
C24 C 0.3732(8) 0.2821(3) 0.8211(6) 0.100(3) Uani 1 1 d D . . . .
C28 C 0.5943(7) 0.1336(4) 1.1457(5) 0.103(3) Uani 1 1 d . . . . .
H28 H 0.6669 0.1482 1.1829 0.123 Uiso 1 1 calc R . . . .
C29 C 0.5056(7) 0.1675(3) 1.0952(5) 0.094(2) Uani 1 1 d . . . . .
H29 H 0.5180 0.2048 1.0968 0.113 Uiso 1 1 calc R . . . .
F1 F -0.3215(5) 0.21357(17) 0.7430(3) 0.1264(17) Uani 1 1 d D . . . .
F2 F -0.1523(4) 0.23262(11) 0.7053(3) 0.1000(14) Uani 1 1 d D . . . .
F3 F -0.3266(5) 0.25369(12) 0.6231(3) 0.127(2) Uani 1 1 d D . . . .
F4 F -0.5653(5) 0.06530(18) 0.4286(3) 0.151(2) Uani 1 1 d D . . . .
F5 F -0.6045(5) 0.1428(3) 0.4508(4) 0.196(4) Uani 1 1 d D . . . .
F6 F -0.4902(6) 0.1269(4) 0.3681(3) 0.220(4) Uani 1 1 d D U . . .
F7 F 0.3983(7) 0.3080(3) 0.7583(5) 0.207(4) Uani 1 1 d D . . . .
F8 F 0.3521(6) 0.3225(3) 0.8702(5) 0.206(3) Uani 1 1 d D . . . .
F9 F 0.4739(5) 0.2604(2) 0.8620(6) 0.223(4) Uani 1 1 d D . . . .
F10 F 0.1968(5) 0.18678(16) 0.5635(2) 0.1147(16) Uani 1 1 d D . . . .
F11 F 0.2003(5) 0.10760(14) 0.6182(3) 0.0985(13) Uani 1 1 d D . . . .
F12 F 0.0243(4) 0.14669(15) 0.57336(19) 0.0836(10) Uani 1 1 d D . . . .
Ir1 Ir -0.04950(2) 0.10187(2) 0.76538(2) 0.03102(6) Uani 1 1 d . . . . .
O1 O -0.1764(3) 0.04039(11) 0.78941(18) 0.0394(7) Uani 1 1 d . . . . .
N2 N -0.0033(3) 0.04471(12) 0.6815(2) 0.0331(8) Uani 1 1 d . . . . .
N5 N 0.0837(3) 0.06789(13) 0.8737(2) 0.0363(8) Uani 1 1 d . . . . .
C4 C -0.3114(5) 0.06956(18) 0.5298(3) 0.0471(12) Uani 1 1 d . . . . .
H4 H -0.3251 0.0388 0.4944 0.057 Uiso 1 1 calc R . . . .
N6 N 0.1855(4) 0.09730(13) 0.9194(2) 0.0412(9) Uani 1 1 d . . . . .
N4 N -0.1011(4) 0.15077(13) 0.8573(2) 0.0392(8) Uani 1 1 d . . . . .
N1 N -0.3745(4) 0.15937(15) 0.5592(2) 0.0511(10) Uani 1 1 d . . . . .
N3 N 0.2474(4) 0.21780(17) 0.7236(3) 0.0610(12) Uani 1 1 d . . . . .
S1 S 0.20907(13) 0.00213(5) 0.98411(8) 0.0517(3) 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 1.399(6) . ?
C1 C5 1.434(5) . ?
C1 Ir1 2.022(4) . ?
C2 C12 1.509(6) . ?
C2 N1 1.334(5) . ?
C6 C5 1.454(6) . ?
C6 C7 1.399(5) . ?
C6 N2 1.371(5) . ?
C32 C33 1.447(6) . ?
C32 N5 1.324(5) . ?
C32 S1 1.720(4) . ?
C5 C4 1.381(6) . ?
C22 C21 1.414(6) . ?
C22 C18 1.437(6) . ?
C22 Ir1 2.020(4) . ?
C10 H10 0.9300 . ?
C10 C9 1.368(6) . ?
C10 N2 1.335(5) . ?
C31 C25 1.471(6) . ?
C31 N6 1.289(5) . ?
C31 S1 1.730(5) . ?
C33 C34 1.419(6) . ?
C33 C38 1.415(6) . ?
C21 C23 1.498(7) . ?
C21 N3 1.328(6) . ?
C25 C26 1.388(7) . ?
C25 C30 1.357(7) . ?
C34 C35 1.402(6) . ?
C34 O1 1.323(5) . ?
C8 H8 0.9300 . ?
C8 C7 1.372(7) . ?
C8 C9 1.382(7) . ?
C18 C17 1.463(7) . ?
C18 C19 1.365(7) . ?
C3 C11 1.497(7) . ?
C3 C4 1.388(7) . ?
C3 N1 1.331(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.389(7) . ?
C13 N4 1.329(6) . ?
C7 H7 0.9300 . ?
C17 C16 1.394(6) . ?
C17 N4 1.341(6) . ?
C35 H35 0.9300 . ?
C35 C36 1.371(6) . ?
C23 F10 1.315(6) . ?
C23 F11 1.333(6) . ?
C23 F12 1.330(6) . ?
C36 H36 0.9300 . ?
C36 C37 1.372(8) . ?
C38 H38 0.9300 . ?
C38 C37 1.361(8) . ?
C16 H16 0.9300 . ?
C16 C15 1.357(8) . ?
C12 F1 1.345(7) . ?
C12 F2 1.296(6) . ?
C12 F3 1.269(6) . ?
C20 C19 1.392(8) . ?
C20 C24 1.491(8) . ?
C20 N3 1.318(7) . ?
C9 H9 0.9300 . ?
C27 H27 0.9300 . ?
C27 C26 1.413(9) . ?
C27 C28 1.362(12) . ?
C19 H19 0.9300 . ?
C26 H26 0.9300 . ?
C30 H30 0.9300 . ?
C30 C29 1.385(8) . ?
C37 H37 0.9300 . ?
C14 H14 0.9300 . ?
C14 C15 1.390(9) . ?
C15 H15 0.9300 . ?
C11 F4 1.282(7) . ?
C11 F5 1.264(8) . ?
C11 F6 1.247(9) . ?
C24 F7 1.242(9) . ?
C24 F8 1.302(9) . ?
C24 F9 1.240(8) . ?
C28 H28 0.9300 . ?
C28 C29 1.371(11) . ?
C29 H29 0.9300 . ?
Ir1 O1 2.110(3) . ?
Ir1 N2 2.049(3) . ?
Ir1 N5 2.125(3) . ?
Ir1 N4 2.032(3) . ?
N5 N6 1.365(5) . ?
C4 H4 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C5 112.8(4) . . ?
C2 C1 Ir1 137.4(3) . . ?
C5 C1 Ir1 109.5(3) . . ?
C1 C2 C12 123.7(4) . . ?
N1 C2 C1 126.3(4) . . ?
N1 C2 C12 110.0(4) . . ?
C7 C6 C5 127.3(4) . . ?
N2 C6 C5 113.2(3) . . ?
N2 C6 C7 119.4(4) . . ?
C33 C32 S1 121.9(3) . . ?
N5 C32 C33 126.9(4) . . ?
N5 C32 S1 111.2(3) . . ?
C1 C5 C6 116.8(4) . . ?
C4 C5 C1 121.5(4) . . ?
C4 C5 C6 121.6(4) . . ?
C21 C22 C18 112.7(4) . . ?
C21 C22 Ir1 135.5(3) . . ?
C18 C22 Ir1 111.7(3) . . ?
C9 C10 H10 118.8 . . ?
N2 C10 H10 118.8 . . ?
N2 C10 C9 122.5(4) . . ?
C25 C31 S1 123.0(3) . . ?
N6 C31 C25 123.1(4) . . ?
N6 C31 S1 114.0(3) . . ?
C34 C33 C32 122.5(4) . . ?
C38 C33 C32 119.1(4) . . ?
C38 C33 C34 118.5(4) . . ?
C22 C21 C23 121.9(4) . . ?
N3 C21 C22 126.3(5) . . ?
N3 C21 C23 111.8(5) . . ?
C26 C25 C31 120.6(5) . . ?
C30 C25 C31 119.6(5) . . ?
C30 C25 C26 119.8(5) . . ?
C35 C34 C33 117.9(4) . . ?
O1 C34 C33 124.2(4) . . ?
O1 C34 C35 117.8(4) . . ?
C7 C8 H8 120.3 . . ?
C7 C8 C9 119.3(4) . . ?
C9 C8 H8 120.3 . . ?
C22 C18 C17 115.1(4) . . ?
C19 C18 C22 120.3(5) . . ?
C19 C18 C17 124.5(4) . . ?
C4 C3 C11 121.5(4) . . ?
N1 C3 C11 116.0(4) . . ?
N1 C3 C4 122.4(4) . . ?
C14 C13 H13 118.8 . . ?
N4 C13 H13 118.8 . . ?
N4 C13 C14 122.4(5) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 C6 119.9(4) . . ?
C8 C7 H7 120.0 . . ?
C16 C17 C18 125.6(5) . . ?
N4 C17 C18 113.8(4) . . ?
N4 C17 C16 120.6(5) . . ?
C34 C35 H35 119.2 . . ?
C36 C35 C34 121.6(5) . . ?
C36 C35 H35 119.2 . . ?
F10 C23 C21 113.4(4) . . ?
F10 C23 F11 106.8(5) . . ?
F10 C23 F12 105.8(5) . . ?
F11 C23 C21 113.4(5) . . ?
F12 C23 C21 113.8(5) . . ?
F12 C23 F11 102.8(4) . . ?
C35 C36 H36 119.8 . . ?
C35 C36 C37 120.5(5) . . ?
C37 C36 H36 119.8 . . ?
C33 C38 H38 119.3 . . ?
C37 C38 C33 121.4(5) . . ?
C37 C38 H38 119.3 . . ?
C17 C16 H16 120.4 . . ?
C15 C16 C17 119.2(5) . . ?
C15 C16 H16 120.4 . . ?
F1 C12 C2 110.3(5) . . ?
F2 C12 C2 114.1(5) . . ?
F2 C12 F1 102.1(5) . . ?
F3 C12 C2 114.6(4) . . ?
F3 C12 F1 107.0(5) . . ?
F3 C12 F2 107.8(5) . . ?
C19 C20 C24 121.1(6) . . ?
N3 C20 C19 122.3(5) . . ?
N3 C20 C24 116.6(7) . . ?
C10 C9 C8 119.0(5) . . ?
C10 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
C26 C27 H27 119.7 . . ?
C28 C27 H27 119.7 . . ?
C28 C27 C26 120.6(7) . . ?
C18 C19 C20 119.7(5) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
C25 C26 C27 118.1(7) . . ?
C25 C26 H26 120.9 . . ?
C27 C26 H26 120.9 . . ?
C25 C30 H30 118.9 . . ?
C25 C30 C29 122.2(6) . . ?
C29 C30 H30 118.9 . . ?
C36 C37 H37 119.9 . . ?
C38 C37 C36 120.1(5) . . ?
C38 C37 H37 119.9 . . ?
C13 C14 H14 121.4 . . ?
C13 C14 C15 117.2(6) . . ?
C15 C14 H14 121.4 . . ?
C16 C15 C14 120.6(5) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
F4 C11 C3 112.7(5) . . ?
F5 C11 C3 115.2(5) . . ?
F5 C11 F4 103.5(7) . . ?
F6 C11 C3 113.0(7) . . ?
F6 C11 F4 107.1(6) . . ?
F6 C11 F5 104.5(7) . . ?
F7 C24 C20 114.8(7) . . ?
F7 C24 F8 99.4(7) . . ?
F8 C24 C20 112.3(8) . . ?
F9 C24 C20 114.9(6) . . ?
F9 C24 F7 108.7(9) . . ?
F9 C24 F8 105.3(8) . . ?
C27 C28 H28 119.6 . . ?
C27 C28 C29 120.8(7) . . ?
C29 C28 H28 119.6 . . ?
C30 C29 H29 120.8 . . ?
C28 C29 C30 118.5(7) . . ?
C28 C29 H29 120.8 . . ?
C1 Ir1 O1 85.61(14) . . ?
C1 Ir1 N2 80.94(14) . . ?
C1 Ir1 N5 168.81(14) . . ?
C1 Ir1 N4 101.88(15) . . ?
C22 Ir1 C1 99.02(16) . . ?
C22 Ir1 O1 171.25(14) . . ?
C22 Ir1 N2 105.59(16) . . ?
C22 Ir1 N5 90.94(15) . . ?
C22 Ir1 N4 80.46(17) . . ?
O1 Ir1 N5 85.20(12) . . ?
N2 Ir1 O1 82.40(12) . . ?
N2 Ir1 N5 91.53(12) . . ?
N4 Ir1 O1 91.35(13) . . ?
N4 Ir1 N2 172.96(13) . . ?
N4 Ir1 N5 84.70(13) . . ?
C34 O1 Ir1 123.0(3) . . ?
C6 N2 Ir1 112.0(3) . . ?
C10 N2 C6 119.6(3) . . ?
C10 N2 Ir1 126.2(3) . . ?
C32 N5 Ir1 123.9(3) . . ?
C32 N5 N6 114.7(3) . . ?
N6 N5 Ir1 121.4(3) . . ?
C5 C4 C3 118.2(4) . . ?
C5 C4 H4 120.9 . . ?
C3 C4 H4 120.9 . . ?
C31 N6 N5 112.0(4) . . ?
C13 N4 C17 120.0(4) . . ?
C13 N4 Ir1 123.5(3) . . ?
C17 N4 Ir1 116.2(3) . . ?
C3 N1 C2 118.1(4) . . ?
C20 N3 C21 117.8(5) . . ?
C32 S1 C31 88.2(2) . . ?

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
C1 C2 C12 F1 -79.9(7) . . . . ?
C1 C2 C12 F2 34.3(8) . . . . ?
C1 C2 C12 F3 159.3(5) . . . . ?
C1 C2 N1 C3 0.0(8) . . . . ?
C1 C5 C4 C3 2.6(7) . . . . ?
C2 C1 C5 C6 169.4(4) . . . . ?
C2 C1 C5 C4 -7.1(6) . . . . ?
C6 C5 C4 C3 -173.8(4) . . . . ?
C32 C33 C34 C35 -178.2(4) . . . . ?
C32 C33 C34 O1 0.7(7) . . . . ?
C32 C33 C38 C37 177.1(5) . . . . ?
C32 N5 N6 C31 0.4(5) . . . . ?
C5 C1 C2 C12 -174.9(5) . . . . ?
C5 C1 C2 N1 6.0(7) . . . . ?
C5 C6 C7 C8 175.7(4) . . . . ?
C5 C6 N2 C10 -172.9(4) . . . . ?
C5 C6 N2 Ir1 23.2(4) . . . . ?
C22 C21 C23 F10 158.3(5) . . . . ?
C22 C21 C23 F11 -79.7(6) . . . . ?
C22 C21 C23 F12 37.2(7) . . . . ?
C22 C21 N3 C20 -3.8(7) . . . . ?
C22 C18 C17 C16 -174.3(4) . . . . ?
C22 C18 C17 N4 4.1(5) . . . . ?
C22 C18 C19 C20 1.5(7) . . . . ?
C31 C25 C26 C27 -179.1(6) . . . . ?
C31 C25 C30 C29 179.7(6) . . . . ?
C33 C32 N5 Ir1 -3.9(6) . . . . ?
C33 C32 N5 N6 179.9(4) . . . . ?
C33 C32 S1 C31 179.9(4) . . . . ?
C33 C34 C35 C36 0.3(7) . . . . ?
C33 C34 O1 Ir1 34.4(5) . . . . ?
C33 C38 C37 C36 1.8(9) . . . . ?
C21 C22 C18 C17 169.3(4) . . . . ?
C21 C22 C18 C19 -8.9(6) . . . . ?
C25 C31 N6 N5 179.1(4) . . . . ?
C25 C31 S1 C32 -179.3(4) . . . . ?
C25 C30 C29 C28 -1.1(10) . . . . ?
C34 C33 C38 C37 -1.5(7) . . . . ?
C34 C35 C36 C37 0.0(8) . . . . ?
C18 C22 C21 C23 -168.3(4) . . . . ?
C18 C22 C21 N3 10.6(7) . . . . ?
C18 C17 C16 C15 175.5(5) . . . . ?
C18 C17 N4 C13 -177.2(4) . . . . ?
C18 C17 N4 Ir1 8.7(5) . . . . ?
C13 C14 C15 C16 -0.8(8) . . . . ?
C7 C6 C5 C1 177.4(4) . . . . ?
C7 C6 C5 C4 -6.1(7) . . . . ?
C7 C6 N2 C10 4.9(6) . . . . ?
C7 C6 N2 Ir1 -159.0(3) . . . . ?
C7 C8 C9 C10 3.6(7) . . . . ?
C17 C18 C19 C20 -176.6(5) . . . . ?
C17 C16 C15 C14 2.5(8) . . . . ?
C35 C34 O1 Ir1 -146.7(3) . . . . ?
C35 C36 C37 C38 -1.1(9) . . . . ?
C23 C21 N3 C20 175.2(5) . . . . ?
C38 C33 C34 C35 0.4(6) . . . . ?
C38 C33 C34 O1 179.3(4) . . . . ?
C16 C17 N4 C13 1.3(6) . . . . ?
C16 C17 N4 Ir1 -172.8(3) . . . . ?
C12 C2 N1 C3 -179.2(5) . . . . ?
C9 C10 N2 C6 -3.9(6) . . . . ?
C9 C10 N2 Ir1 157.6(3) . . . . ?
C9 C8 C7 C6 -2.5(7) . . . . ?
C27 C28 C29 C30 1.3(12) . . . . ?
C19 C18 C17 C16 3.8(7) . . . . ?
C19 C18 C17 N4 -177.7(4) . . . . ?
C19 C20 C24 F7 -140.8(9) . . . . ?
C19 C20 C24 F8 -28.2(10) . . . . ?
C19 C20 C24 F9 92.1(10) . . . . ?
C19 C20 N3 C21 -5.2(8) . . . . ?
C26 C25 C30 C29 0.3(9) . . . . ?
C26 C27 C28 C29 -0.8(12) . . . . ?
C30 C25 C26 C27 0.2(9) . . . . ?
C14 C13 N4 C17 0.5(7) . . . . ?
C14 C13 N4 Ir1 174.1(4) . . . . ?
C11 C3 C4 C5 -178.1(6) . . . . ?
C11 C3 N1 C2 176.6(5) . . . . ?
C24 C20 C19 C18 -172.4(5) . . . . ?
C24 C20 N3 C21 173.5(5) . . . . ?
C28 C27 C26 C25 0.0(11) . . . . ?
Ir1 C1 C2 C12 12.1(8) . . . . ?
Ir1 C1 C2 N1 -167.0(4) . . . . ?
Ir1 C1 C5 C6 -15.6(5) . . . . ?
Ir1 C1 C5 C4 167.9(4) . . . . ?
Ir1 C22 C21 C23 17.0(7) . . . . ?
Ir1 C22 C21 N3 -164.1(4) . . . . ?
Ir1 C22 C18 C17 -14.6(5) . . . . ?
Ir1 C22 C18 C19 167.1(3) . . . . ?
Ir1 N5 N6 C31 -175.9(3) . . . . ?
O1 C34 C35 C36 -178.7(4) . . . . ?
N2 C6 C5 C1 -5.0(5) . . . . ?
N2 C6 C5 C4 171.5(4) . . . . ?
N2 C6 C7 C8 -1.8(6) . . . . ?
N2 C10 C9 C8 -0.5(7) . . . . ?
N5 C32 C33 C34 -17.5(7) . . . . ?
N5 C32 C33 C38 163.9(4) . . . . ?
N5 C32 S1 C31 0.1(3) . . . . ?
C4 C3 C11 F4 35.5(10) . . . . ?
C4 C3 C11 F5 153.9(7) . . . . ?
C4 C3 C11 F6 -86.1(8) . . . . ?
C4 C3 N1 C2 -5.4(8) . . . . ?
N6 C31 C25 C26 -166.7(5) . . . . ?
N6 C31 C25 C30 13.9(7) . . . . ?
N6 C31 S1 C32 0.1(4) . . . . ?
N4 C13 C14 C15 -0.8(8) . . . . ?
N4 C17 C16 C15 -2.8(7) . . . . ?
N1 C2 C12 F1 99.3(5) . . . . ?
N1 C2 C12 F2 -146.5(5) . . . . ?
N1 C2 C12 F3 -21.5(8) . . . . ?
N1 C3 C11 F4 -146.6(6) . . . . ?
N1 C3 C11 F5 -28.1(10) . . . . ?
N1 C3 C11 F6 91.8(8) . . . . ?
N1 C3 C4 C5 4.1(8) . . . . ?
N3 C21 C23 F10 -20.7(7) . . . . ?
N3 C21 C23 F11 101.2(5) . . . . ?
N3 C21 C23 F12 -141.8(5) . . . . ?
N3 C20 C19 C18 6.3(8) . . . . ?
N3 C20 C24 F7 40.4(11) . . . . ?
N3 C20 C24 F8 153.0(7) . . . . ?
N3 C20 C24 F9 -86.7(10) . . . . ?
S1 C32 C33 C34 162.7(3) . . . . ?
S1 C32 C33 C38 -15.9(6) . . . . ?
S1 C32 N5 Ir1 175.90(19) . . . . ?
S1 C32 N5 N6 -0.3(5) . . . . ?
S1 C31 C25 C26 12.7(7) . . . . ?
S1 C31 C25 C30 -166.7(4) . . . . ?
S1 C31 N6 N5 -0.3(5) . . . . ?

_platon_squeeze_details          
;

;



_olex2_submission_special_instructions 'No special instructions were received'



_publcif_funding_html            
;
;
