# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_ir2
_database_code_depnum_ccdc_archive 'CCDC 1989206'
loop_
_audit_author_name
_audit_author_address
'Guangzhao Lu'
;Shenzhen University
China
;
_audit_update_record             
;
2020-03-10 deposited with the CCDC.	2022-10-28 downloaded from the CCDC.
;
_audit_creation_date             2019-12-11
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        Ir1
_chemical_formula_moiety         'C32 H23 F4 Ir N6 O'
_chemical_formula_sum            'C32 H23 F4 Ir N6 O'
_chemical_formula_weight         775.76
_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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.0832(7)
_cell_length_b                   12.5203(11)
_cell_length_c                   13.3416(7)
_cell_angle_alpha                96.709(6)
_cell_angle_beta                 94.289(5)
_cell_angle_gamma                114.031(8)
_cell_volume                     1664.0(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5343
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.7420
_cell_measurement_theta_min      3.2370
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.067
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52264
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.548
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             756
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_unetI/netI     0.0613
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12347
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.030
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -57.00  38.00   1.00    4.10    --   11.74 -57.00 -90.00   95
  2  ω    -17.00  18.00   1.00    4.10    --  -11.59 -99.00-180.00   35
  3  ω    -10.00  83.00   1.00    4.10    --   11.74  57.00  60.00   93
  4  ω     74.00 101.00   1.00    4.10    --   11.74 178.00-120.00   27
  5  ω    -60.00  15.00   1.00    4.10    --   11.74 -37.00 150.00   75
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0545665000
_diffrn_orient_matrix_UB_12      0.0118778000
_diffrn_orient_matrix_UB_13      0.0134162000
_diffrn_orient_matrix_UB_21      -0.0306548000
_diffrn_orient_matrix_UB_22      -0.0572362000
_diffrn_orient_matrix_UB_23      0.0136024000
_diffrn_orient_matrix_UB_31      0.0329405000
_diffrn_orient_matrix_UB_32      0.0231156000
_diffrn_orient_matrix_UB_33      0.0505371000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5081
_reflns_number_total             5849
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         2.377
_refine_diff_density_min         -1.174
_refine_diff_density_rms         0.122
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         5849
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0508
_refine_ls_R_factor_gt           0.0418
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0360P)²+2.2668P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0870
_refine_ls_wR_factor_ref         0.0920
_refine_special_details          SQUEEZE
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C29(H29), C3(H3), C30(H30), C24(H24), C17(H17), C20(H20), C19(H19), C15(H15),
 C8(H8), C5(H5), C9(H9)
2.b Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C22(H22A,H22B,H22C), C11(H11A,H11B,H11C), C26(H26A,H26B,
 H26C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Ir1 Ir 0.79637(2) 0.62303(2) 0.74046(2) 0.03660(10) Uani 1 1 d . . . . .
O1 O 0.7243(4) 0.7488(4) 0.6982(3) 0.0435(11) Uani 1 1 d . . . . .
N4 N 0.6973(4) 0.6452(5) 0.8651(3) 0.0362(12) Uani 1 1 d . . . . .
N6 N 0.6365(5) 0.4931(5) 0.6516(4) 0.0392(12) Uani 1 1 d . . . . .
N5 N 0.5209(5) 0.4448(5) 0.6900(4) 0.0475(14) Uani 1 1 d . . . . .
N3 N 0.5217(6) 0.8330(5) 0.9224(4) 0.0510(14) Uani 1 1 d . . . . .
N1 N 0.9651(5) 0.7445(6) 0.8237(4) 0.0463(14) Uani 1 1 d . . . . .
F1 F 1.1899(5) 0.5692(5) 0.9350(4) 0.1034(19) Uani 1 1 d . . . . .
F4 F 0.7437(6) 0.4305(5) 0.3603(3) 0.1015(18) Uani 1 1 d . . . . .
F2 F 0.8264(6) 0.2154(5) 0.7982(4) 0.0969(16) Uani 1 1 d . . . . .
N2 N 0.9871(5) 0.8591(6) 0.8368(4) 0.0542(15) Uani 1 1 d . . . . .
F3 F 1.1616(5) 0.7320(6) 0.4797(4) 0.1083(19) Uani 1 1 d . . . . .
C2 C 0.8717(6) 0.5157(7) 0.7893(4) 0.0424(16) Uani 1 1 d . . . . .
C28 C 0.6408(5) 0.7226(5) 0.8557(4) 0.0324(13) Uani 1 1 d . . . . .
C29 C 0.6868(6) 0.5964(6) 0.9474(5) 0.0410(15) Uani 1 1 d . . . . .
H29 H 0.723539 0.542289 0.954189 0.049 Uiso 1 1 calc R U . . .
C27 C 0.5732(6) 0.7533(6) 0.9305(5) 0.0406(15) Uani 1 1 d . . . . .
C23 C 0.6599(6) 0.7764(6) 0.7662(5) 0.0417(15) Uani 1 1 d . . . . .
C3 C 0.8158(7) 0.3939(7) 0.7735(5) 0.0488(17) Uani 1 1 d . . . . .
H3 H 0.731985 0.351174 0.735791 0.059 Uiso 1 1 calc R U . . .
C30 C 0.6211(6) 0.6239(6) 1.0259(5) 0.0442(16) Uani 1 1 d . . . . .
H30 H 0.618835 0.590237 1.084688 0.053 Uiso 1 1 calc R U . . .
C18 C 0.6514(7) 0.4607(6) 0.5556(5) 0.0472(17) Uani 1 1 d . . . . .
C1 C 1.0014(6) 0.5780(7) 0.8478(5) 0.0464(17) Uani 1 1 d . . . . .
C31 C 0.5616(6) 0.6976(6) 1.0183(4) 0.0396(15) Uani 1 1 d . . . . .
C21 C 0.4174(7) 0.3592(7) 0.6300(6) 0.061(2) Uani 1 1 d . . . . .
C12 C 0.8747(6) 0.6135(6) 0.6106(5) 0.0429(16) Uani 1 1 d . . . . .
C7 C 1.0499(6) 0.7042(7) 0.8667(5) 0.0488(18) Uani 1 1 d . . . . .
C25 C 0.5409(7) 0.8834(7) 0.8372(6) 0.058(2) Uani 1 1 d . . . . .
C32 C 0.4907(7) 0.7282(7) 1.1016(5) 0.060(2) Uani 1 1 d . . . . .
H32A H 0.545267 0.806497 1.137607 0.091 Uiso 1 1 calc R U . . .
H32B H 0.474137 0.672241 1.147987 0.091 Uiso 1 1 calc R U . . .
H32C H 0.407481 0.725316 1.072101 0.091 Uiso 1 1 calc R U . . .
C13 C 0.7834(7) 0.5273(7) 0.5316(5) 0.0504(18) Uani 1 1 d . . . . .
C24 C 0.6059(7) 0.8582(7) 0.7595(5) 0.0509(18) Uani 1 1 d . . . . .
H24 H 0.613380 0.895991 0.702730 0.061 Uiso 1 1 calc R U . . .
C6 C 1.0655(8) 0.5129(9) 0.8824(6) 0.065(2) Uani 1 1 d . . . . .
C17 C 1.0033(7) 0.6847(7) 0.5927(6) 0.0576(19) Uani 1 1 d . . . . .
H17 H 1.064287 0.743232 0.643397 0.069 Uiso 1 1 calc R U . . .
C4 C 0.8850(9) 0.3356(8) 0.8140(6) 0.063(2) Uani 1 1 d . . . . .
C16 C 1.0364(9) 0.6648(9) 0.4969(7) 0.073(2) Uani 1 1 d . . . . .
C14 C 0.8273(10) 0.5136(8) 0.4368(6) 0.069(2) Uani 1 1 d . . . . .
C20 C 0.4248(9) 0.3203(7) 0.5303(6) 0.074(3) Uani 1 1 d . . . . .
H20 H 0.351060 0.260233 0.489753 0.089 Uiso 1 1 calc R U . . .
C10 C 1.0976(8) 0.9381(8) 0.8941(6) 0.070(2) Uani 1 1 d . . . . .
C19 C 0.5404(9) 0.3708(7) 0.4933(5) 0.069(2) Uani 1 1 d . . . . .
H19 H 0.547137 0.346393 0.426219 0.083 Uiso 1 1 calc R U . . .
C15 C 0.9535(10) 0.5819(10) 0.4194(7) 0.079(3) Uani 1 1 d . . . . .
H15 H 0.981354 0.571632 0.356386 0.094 Uiso 1 1 calc R U . . .
C8 C 1.1702(8) 0.7900(9) 0.9261(6) 0.077(3) Uani 1 1 d . . . . .
H8 H 1.233486 0.767475 0.954910 0.092 Uiso 1 1 calc R U . . .
C22 C 0.2916(7) 0.3065(9) 0.6754(7) 0.086(3) Uani 1 1 d . . . . .
H22A H 0.286327 0.236254 0.700703 0.128 Uiso 1 1 calc R U . . .
H22B H 0.216683 0.286588 0.624408 0.128 Uiso 1 1 calc R U . . .
H22C H 0.290551 0.362736 0.730479 0.128 Uiso 1 1 calc R U . . .
C5 C 1.0111(9) 0.3926(10) 0.8674(6) 0.077(3) Uani 1 1 d . . . . .
H5 H 1.056816 0.350991 0.891899 0.092 Uiso 1 1 calc R U . . .
C9 C 1.1898(8) 0.9048(10) 0.9392(7) 0.083(3) Uani 1 1 d . . . . .
H9 H 1.266380 0.961949 0.979096 0.100 Uiso 1 1 calc R U . . .
C11 C 1.1148(9) 1.0633(9) 0.9070(8) 0.105(4) Uani 1 1 d . . . . .
H11A H 1.181070 1.106794 0.867006 0.158 Uiso 1 1 calc R U . . .
H11B H 1.142689 1.098241 0.977462 0.158 Uiso 1 1 calc R U . . .
H11C H 1.031607 1.065664 0.884744 0.158 Uiso 1 1 calc R U . . .
C26 C 0.4884(11) 0.9738(10) 0.8288(7) 0.100(3) Uani 1 1 d . . . . .
H26A H 0.409731 0.941432 0.779469 0.150 Uiso 1 1 calc R U . . .
H26B H 0.554688 1.041862 0.807714 0.150 Uiso 1 1 calc R U . . .
H26C H 0.466710 0.996855 0.893770 0.150 Uiso 1 1 calc R U . . .


_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 O1 2.145(4) . ?
Ir1 N4 2.112(5) . ?
Ir1 N6 2.020(5) . ?
Ir1 N1 2.005(5) . ?
Ir1 C2 1.991(6) . ?
Ir1 C12 2.008(6) . ?
O1 C23 1.294(7) . ?
N4 C28 1.363(8) . ?
N4 C29 1.309(7) . ?
N6 N5 1.344(7) . ?
N6 C18 1.341(8) . ?
N5 C21 1.329(8) . ?
N3 C27 1.346(8) . ?
N3 C25 1.353(9) . ?
N1 N2 1.341(8) . ?
N1 C7 1.357(8) . ?
F1 C6 1.356(9) . ?
F4 C14 1.345(9) . ?
F2 C4 1.356(9) . ?
N2 C10 1.327(9) . ?
F3 C16 1.352(9) . ?
C2 C3 1.374(10) . ?
C2 C1 1.436(9) . ?
C28 C27 1.400(8) . ?
C28 C23 1.426(8) . ?
C29 H29 0.9300 . ?
C29 C30 1.408(9) . ?
C27 C31 1.420(8) . ?
C23 C24 1.388(9) . ?
C3 H3 0.9300 . ?
C3 C4 1.378(10) . ?
C30 H30 0.9300 . ?
C30 C31 1.342(9) . ?
C18 C13 1.441(10) . ?
C18 C19 1.404(10) . ?
C1 C7 1.430(10) . ?
C1 C6 1.376(10) . ?
C31 C32 1.509(9) . ?
C21 C20 1.383(11) . ?
C21 C22 1.489(11) . ?
C12 C13 1.409(9) . ?
C12 C17 1.396(9) . ?
C7 C8 1.427(10) . ?
C25 C24 1.383(10) . ?
C25 C26 1.480(10) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C13 C14 1.405(10) . ?
C24 H24 0.9300 . ?
C6 C5 1.358(12) . ?
C17 H17 0.9300 . ?
C17 C16 1.378(11) . ?
C4 C5 1.375(11) . ?
C16 C15 1.349(13) . ?
C14 C15 1.364(12) . ?
C20 H20 0.9300 . ?
C20 C19 1.338(11) . ?
C10 C9 1.376(12) . ?
C10 C11 1.487(13) . ?
C19 H19 0.9300 . ?
C15 H15 0.9300 . ?
C8 H8 0.9300 . ?
C8 C9 1.352(13) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C5 H5 0.9300 . ?
C9 H9 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?

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
N4 Ir1 O1 78.06(17) . . ?
N6 Ir1 O1 88.76(18) . . ?
N6 Ir1 N4 97.10(19) . . ?
N1 Ir1 O1 95.2(2) . . ?
N1 Ir1 N4 87.13(19) . . ?
N1 Ir1 N6 174.8(2) . . ?
N1 Ir1 C12 96.2(2) . . ?
C2 Ir1 O1 175.5(2) . . ?
C2 Ir1 N4 99.7(2) . . ?
C2 Ir1 N6 95.5(2) . . ?
C2 Ir1 N1 80.7(3) . . ?
C2 Ir1 C12 88.9(2) . . ?
C12 Ir1 O1 93.4(2) . . ?
C12 Ir1 N4 171.1(2) . . ?
C12 Ir1 N6 80.1(2) . . ?
C23 O1 Ir1 112.3(4) . . ?
C28 N4 Ir1 113.2(4) . . ?
C29 N4 Ir1 128.2(4) . . ?
C29 N4 C28 118.5(5) . . ?
N5 N6 Ir1 119.3(4) . . ?
C18 N6 Ir1 117.4(4) . . ?
C18 N6 N5 123.3(5) . . ?
C21 N5 N6 118.1(6) . . ?
C27 N3 C25 115.5(6) . . ?
N2 N1 Ir1 119.6(4) . . ?
N2 N1 C7 123.4(6) . . ?
C7 N1 Ir1 117.0(5) . . ?
C10 N2 N1 118.9(7) . . ?
C3 C2 Ir1 128.4(5) . . ?
C3 C2 C1 118.3(6) . . ?
C1 C2 Ir1 113.2(5) . . ?
N4 C28 C27 123.1(5) . . ?
N4 C28 C23 115.9(5) . . ?
C27 C28 C23 121.0(6) . . ?
N4 C29 H29 119.3 . . ?
N4 C29 C30 121.3(6) . . ?
C30 C29 H29 119.3 . . ?
N3 C27 C28 122.8(6) . . ?
N3 C27 C31 120.0(6) . . ?
C28 C27 C31 117.2(6) . . ?
O1 C23 C28 120.5(6) . . ?
O1 C23 C24 124.3(6) . . ?
C24 C23 C28 115.2(6) . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.5(7) . . ?
C4 C3 H3 120.3 . . ?
C29 C30 H30 119.1 . . ?
C31 C30 C29 121.8(6) . . ?
C31 C30 H30 119.1 . . ?
N6 C18 C13 112.9(6) . . ?
N6 C18 C19 117.7(7) . . ?
C19 C18 C13 129.4(7) . . ?
C7 C1 C2 115.4(6) . . ?
C6 C1 C2 118.4(7) . . ?
C6 C1 C7 126.2(7) . . ?
C27 C31 C32 119.3(6) . . ?
C30 C31 C27 118.0(6) . . ?
C30 C31 C32 122.6(6) . . ?
N5 C21 C20 122.2(7) . . ?
N5 C21 C22 116.7(7) . . ?
C20 C21 C22 121.1(7) . . ?
C13 C12 Ir1 113.2(5) . . ?
C17 C12 Ir1 126.8(5) . . ?
C17 C12 C13 120.0(6) . . ?
N1 C7 C1 113.5(6) . . ?
N1 C7 C8 117.4(8) . . ?
C8 C7 C1 129.0(7) . . ?
N3 C25 C24 125.6(6) . . ?
N3 C25 C26 116.0(7) . . ?
C24 C25 C26 118.4(7) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C12 C13 C18 116.4(6) . . ?
C14 C13 C18 125.6(7) . . ?
C14 C13 C12 118.0(7) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 C23 120.0(6) . . ?
C25 C24 H24 120.0 . . ?
F1 C6 C1 119.8(9) . . ?
F1 C6 C5 116.5(7) . . ?
C5 C6 C1 123.7(7) . . ?
C12 C17 H17 121.3 . . ?
C16 C17 C12 117.5(8) . . ?
C16 C17 H17 121.3 . . ?
F2 C4 C3 118.0(8) . . ?
F2 C4 C5 118.5(7) . . ?
C5 C4 C3 123.5(8) . . ?
F3 C16 C17 117.7(9) . . ?
C15 C16 F3 117.6(8) . . ?
C15 C16 C17 124.7(8) . . ?
F4 C14 C13 119.7(8) . . ?
F4 C14 C15 118.3(8) . . ?
C15 C14 C13 122.1(8) . . ?
C21 C20 H20 120.7 . . ?
C19 C20 C21 118.7(7) . . ?
C19 C20 H20 120.7 . . ?
N2 C10 C9 121.3(9) . . ?
N2 C10 C11 116.2(8) . . ?
C9 C10 C11 122.5(8) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.1(7) . . ?
C20 C19 H19 119.9 . . ?
C16 C15 C14 117.6(8) . . ?
C16 C15 H15 121.2 . . ?
C14 C15 H15 121.2 . . ?
C7 C8 H8 120.9 . . ?
C9 C8 C7 118.2(8) . . ?
C9 C8 H8 120.9 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C6 C5 C4 116.5(7) . . ?
C6 C5 H5 121.8 . . ?
C4 C5 H5 121.8 . . ?
C10 C9 H9 119.6 . . ?
C8 C9 C10 120.7(8) . . ?
C8 C9 H9 119.6 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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
Ir1 O1 C23 C28 -1.5(7) . . . . ?
Ir1 O1 C23 C24 178.1(5) . . . . ?
Ir1 N4 C28 C27 -178.2(4) . . . . ?
Ir1 N4 C28 C23 -1.3(6) . . . . ?
Ir1 N4 C29 C30 177.6(4) . . . . ?
Ir1 N6 N5 C21 -179.8(5) . . . . ?
Ir1 N6 C18 C13 -0.5(7) . . . . ?
Ir1 N6 C18 C19 -179.7(5) . . . . ?
Ir1 N1 N2 C10 178.3(5) . . . . ?
Ir1 N1 C7 C1 -2.0(7) . . . . ?
Ir1 N1 C7 C8 180.0(5) . . . . ?
Ir1 C2 C3 C4 179.9(5) . . . . ?
Ir1 C2 C1 C7 4.1(7) . . . . ?
Ir1 C2 C1 C6 -177.7(5) . . . . ?
Ir1 C12 C13 C18 -0.2(8) . . . . ?
Ir1 C12 C13 C14 179.5(5) . . . . ?
Ir1 C12 C17 C16 -178.7(5) . . . . ?
O1 C23 C24 C25 -178.7(6) . . . . ?
N4 C28 C27 N3 177.5(6) . . . . ?
N4 C28 C27 C31 -1.6(8) . . . . ?
N4 C28 C23 O1 1.9(8) . . . . ?
N4 C28 C23 C24 -177.8(5) . . . . ?
N4 C29 C30 C31 2.8(10) . . . . ?
N6 N5 C21 C20 -0.8(11) . . . . ?
N6 N5 C21 C22 179.1(6) . . . . ?
N6 C18 C13 C12 0.4(9) . . . . ?
N6 C18 C13 C14 -179.2(7) . . . . ?
N6 C18 C19 C20 -0.2(11) . . . . ?
N5 N6 C18 C13 178.5(5) . . . . ?
N5 N6 C18 C19 -0.7(10) . . . . ?
N5 C21 C20 C19 -0.1(13) . . . . ?
N3 C27 C31 C30 -176.2(6) . . . . ?
N3 C27 C31 C32 0.4(9) . . . . ?
N3 C25 C24 C23 -1.2(12) . . . . ?
N1 N2 C10 C9 0.6(11) . . . . ?
N1 N2 C10 C11 -179.0(7) . . . . ?
N1 C7 C8 C9 2.7(12) . . . . ?
F1 C6 C5 C4 -180.0(7) . . . . ?
F4 C14 C15 C16 -179.9(8) . . . . ?
F2 C4 C5 C6 -179.3(7) . . . . ?
N2 N1 C7 C1 176.0(6) . . . . ?
N2 N1 C7 C8 -2.1(10) . . . . ?
N2 C10 C9 C8 0.1(14) . . . . ?
F3 C16 C15 C14 179.7(7) . . . . ?
C2 C3 C4 F2 179.2(6) . . . . ?
C2 C3 C4 C5 -2.4(11) . . . . ?
C2 C1 C7 N1 -1.4(8) . . . . ?
C2 C1 C7 C8 176.4(7) . . . . ?
C2 C1 C6 F1 177.8(6) . . . . ?
C2 C1 C6 C5 -2.3(11) . . . . ?
C28 N4 C29 C30 -1.2(8) . . . . ?
C28 C27 C31 C30 3.0(9) . . . . ?
C28 C27 C31 C32 179.5(6) . . . . ?
C28 C23 C24 C25 0.9(10) . . . . ?
C29 N4 C28 C27 0.7(8) . . . . ?
C29 N4 C28 C23 177.7(5) . . . . ?
C29 C30 C31 C27 -3.6(9) . . . . ?
C29 C30 C31 C32 180.0(6) . . . . ?
C27 N3 C25 C24 1.1(11) . . . . ?
C27 N3 C25 C26 -178.2(7) . . . . ?
C27 C28 C23 O1 178.9(5) . . . . ?
C27 C28 C23 C24 -0.7(9) . . . . ?
C23 C28 C27 N3 0.7(9) . . . . ?
C23 C28 C27 C31 -178.4(5) . . . . ?
C3 C2 C1 C7 -176.2(6) . . . . ?
C3 C2 C1 C6 2.1(9) . . . . ?
C3 C4 C5 C6 2.3(12) . . . . ?
C18 N6 N5 C21 1.2(9) . . . . ?
C18 C13 C14 F4 -1.8(12) . . . . ?
C18 C13 C14 C15 178.7(7) . . . . ?
C1 C2 C3 C4 0.2(9) . . . . ?
C1 C7 C8 C9 -175.0(8) . . . . ?
C1 C6 C5 C4 0.2(13) . . . . ?
C21 C20 C19 C18 0.6(13) . . . . ?
C12 C13 C14 F4 178.6(6) . . . . ?
C12 C13 C14 C15 -1.0(12) . . . . ?
C12 C17 C16 F3 -178.8(7) . . . . ?
C12 C17 C16 C15 0.1(13) . . . . ?
C7 N1 N2 C10 0.4(10) . . . . ?
C7 C1 C6 F1 -4.1(11) . . . . ?
C7 C1 C6 C5 175.7(7) . . . . ?
C7 C8 C9 C10 -1.7(14) . . . . ?
C25 N3 C27 C28 -0.8(9) . . . . ?
C25 N3 C27 C31 178.3(6) . . . . ?
C13 C18 C19 C20 -179.3(8) . . . . ?
C13 C12 C17 C16 -1.5(10) . . . . ?
C13 C14 C15 C16 -0.3(13) . . . . ?
C6 C1 C7 N1 -179.5(6) . . . . ?
C6 C1 C7 C8 -1.7(12) . . . . ?
C17 C12 C13 C18 -177.8(6) . . . . ?
C17 C12 C13 C14 1.9(10) . . . . ?
C17 C16 C15 C14 0.8(14) . . . . ?
C19 C18 C13 C12 179.5(7) . . . . ?
C19 C18 C13 C14 -0.2(12) . . . . ?
C22 C21 C20 C19 180.0(8) . . . . ?
C11 C10 C9 C8 179.7(9) . . . . ?
C26 C25 C24 C23 178.1(8) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.217 0.000 0.500 335.5 65.2 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_date_sample_data_collection 2019-12-09
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.798
_oxdiff_exptl_absorpt_empirical_full_min 0.665
_chemical_properties_physical    Air-sensitive,Heat-sensitive,Light-sensitive
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_red-cf3_2
_database_code_depnum_ccdc_archive 'CCDC 2040446'
loop_
_audit_author_name
_audit_author_address
'Guangzhao Lu'
;Shenzhen University
China
;
_audit_update_record             
;
2020-10-25 deposited with the CCDC.	2022-10-28 downloaded from the CCDC.
;
_audit_creation_date             2020-05-18
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.05.07 svn.rd67b107b for OlexSys, GUI svn.r6105)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        cf3red
_chemical_formula_moiety         'C36 H21 F6 Ir N6 O S2'
_chemical_formula_sum            'C36 H21 F6 Ir N6 O S2'
_chemical_formula_weight         923.91
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.5334(10)
_cell_length_b                   11.9246(8)
_cell_length_c                   14.2870(10)
_cell_angle_alpha                110.222(6)
_cell_angle_beta                 110.748(7)
_cell_angle_gamma                96.327(6)
_cell_volume                     1662.5(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6446
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.0990
_cell_measurement_theta_min      2.9860
_shelx_estimated_absorpt_T_max   0.729
_shelx_estimated_absorpt_T_min   0.632
_exptl_absorpt_coefficient_mu    4.217
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83437
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.846
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             900
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_av_unetI/netI     0.0613
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10980
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         1.970
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -56.00  38.00   1.00    4.00    --   11.74 -57.00-120.00   94
  2  ω    -16.00  78.00   1.00    4.00    --   11.74  77.00 150.00   94
  3  ω    -14.00  84.00   1.00    4.00    --   11.74  57.00  30.00   98
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0014460000
_diffrn_orient_matrix_UB_12      0.0550583000
_diffrn_orient_matrix_UB_13      0.0413700000
_diffrn_orient_matrix_UB_21      -0.0366948000
_diffrn_orient_matrix_UB_22      0.0182421000
_diffrn_orient_matrix_UB_23      -0.0410539000
_diffrn_orient_matrix_UB_31      -0.0574732000
_diffrn_orient_matrix_UB_32      -0.0309426000
_diffrn_orient_matrix_UB_33      -0.0018572000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5316
_reflns_number_total             5845
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.451
_refine_diff_density_min         -1.900
_refine_diff_density_rms         0.155
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     471
_refine_ls_number_reflns         5845
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0340
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0300P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0706
_refine_ls_wR_factor_ref         0.0742
_refine_special_details          SQUEEZE
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C8(H8), C11(H11), C12(H12), C14(H14), C19(H19),
 C20(H20), C23(H23), C27(H27), C28(H28), C30(H30), C31(H31), C33(H33)
2.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Ir1 Ir 0.62699(2) 0.71589(2) 0.38813(2) 0.01099(8) Uani 1 1 d . . . . .
S1 S 0.92088(13) 0.60046(13) 0.07256(11) 0.0238(3) Uani 1 1 d . . . . .
S2 S 0.30536(12) 0.81142(12) 0.68173(10) 0.0190(3) Uani 1 1 d . . . . .
F1 F 0.3926(3) 1.0385(3) 0.1087(2) 0.0287(8) Uani 1 1 d . . . . .
F2 F 0.5048(3) 0.9110(3) 0.0714(2) 0.0343(8) Uani 1 1 d . . . . .
F3 F 0.2995(3) 0.8461(3) 0.0073(2) 0.0370(9) Uani 1 1 d . . . . .
F4 F 0.1233(3) 0.3839(3) 0.1728(3) 0.0420(9) Uani 1 1 d . . . . .
F5 F 0.2180(3) 0.2705(4) 0.2435(3) 0.0504(11) Uani 1 1 d . . . . .
F6 F 0.1331(3) 0.2109(3) 0.0699(3) 0.0404(9) Uani 1 1 d . . . . .
O1 O 0.7698(3) 0.8820(3) 0.5175(2) 0.0139(7) Uani 1 1 d . . . . .
N1 N 0.8975(4) 0.7462(4) 0.2527(3) 0.0186(10) Uani 1 1 d . . . . .
N2 N 0.7188(4) 0.6858(3) 0.2872(3) 0.0111(9) Uani 1 1 d . . . . .
N3 N 0.7634(4) 0.6438(3) 0.4815(3) 0.0131(9) Uani 1 1 d . . . . .
N4 N 1.0603(4) 0.8017(4) 0.7387(3) 0.0163(10) Uani 1 1 d . . . . .
N5 N 0.5254(4) 0.7437(3) 0.4817(3) 0.0102(9) Uani 1 1 d . . . . .
N6 N 0.4886(4) 0.7236(4) 0.6289(3) 0.0168(10) Uani 1 1 d . . . . .
C1 C 0.5080(4) 0.8051(4) 0.3205(4) 0.0125(11) Uani 1 1 d . . . . .
C2 C 0.5016(4) 0.8351(4) 0.2332(4) 0.0139(11) Uani 1 1 d . . . . .
H2 H 0.555645 0.811080 0.199131 0.017 Uiso 1 1 calc R U . . .
C3 C 0.4160(5) 0.9003(4) 0.1957(4) 0.0164(11) Uani 1 1 d . . . . .
C4 C 0.3373(5) 0.9407(4) 0.2480(4) 0.0206(12) Uani 1 1 d . . . . .
H4 H 0.281797 0.985905 0.224208 0.025 Uiso 1 1 calc R U . . .
C5 C 0.3419(5) 0.9135(4) 0.3344(4) 0.0186(12) Uani 1 1 d . . . . .
H5 H 0.290337 0.941442 0.370093 0.022 Uiso 1 1 calc R U . . .
C6 C 0.4241(4) 0.8434(4) 0.3698(4) 0.0147(11) Uani 1 1 d . . . . .
C7 C 0.4330(4) 0.8067(4) 0.4592(4) 0.0121(11) Uani 1 1 d . . . . .
C8 C 0.5458(4) 0.7060(4) 0.5629(4) 0.0154(11) Uani 1 1 d . . . . .
H8 H 0.607776 0.662319 0.573416 0.018 Uiso 1 1 calc R U . . .
C9 C 0.3614(4) 0.8250(4) 0.5230(4) 0.0132(11) Uani 1 1 d . . . . .
C10 C 0.3973(4) 0.7838(4) 0.6076(4) 0.0146(11) Uani 1 1 d . . . . .
C11 C 0.2545(5) 0.8779(5) 0.5205(4) 0.0225(12) Uani 1 1 d . . . . .
H11 H 0.216745 0.911080 0.470683 0.027 Uiso 1 1 calc R U . . .
C12 C 0.2152(5) 0.8743(5) 0.5975(4) 0.0234(13) Uani 1 1 d . . . . .
H12 H 0.145835 0.902999 0.604942 0.028 Uiso 1 1 calc R U . . .
C13 C 0.8612(5) 0.8602(4) 0.5894(4) 0.0151(11) Uani 1 1 d . . . . .
C14 C 0.9585(4) 0.9505(4) 0.6846(4) 0.0161(11) Uani 1 1 d . . . . .
H14 H 0.960404 1.033502 0.701661 0.019 Uiso 1 1 calc R U . . .
C15 C 1.0540(5) 0.9188(5) 0.7555(4) 0.0204(12) Uani 1 1 d . . . . .
C16 C 1.1599(5) 1.0180(5) 0.8587(4) 0.0246(13) Uani 1 1 d . . . . .
H16A H 1.157248 1.007318 0.921516 0.037 Uiso 1 1 calc R U . . .
H16B H 1.148496 1.098001 0.863301 0.037 Uiso 1 1 calc R U . . .
H16C H 1.241525 1.012025 0.856958 0.037 Uiso 1 1 calc R U . . .
C17 C 0.9643(4) 0.7103(4) 0.6468(4) 0.0143(11) Uani 1 1 d . . . . .
C18 C 0.8641(4) 0.7349(4) 0.5714(4) 0.0109(10) Uani 1 1 d . . . . .
C19 C 0.7621(5) 0.5259(4) 0.4639(4) 0.0145(11) Uani 1 1 d . . . . .
H19 H 0.694866 0.462852 0.402991 0.017 Uiso 1 1 calc R U . . .
C20 C 0.8594(5) 0.4947(4) 0.5345(4) 0.0164(11) Uani 1 1 d . . . . .
H20 H 0.854376 0.411530 0.519711 0.020 Uiso 1 1 calc R U . . .
C21 C 0.9618(5) 0.5837(4) 0.6251(4) 0.0161(11) Uani 1 1 d . . . . .
C22 C 1.0662(5) 0.5528(5) 0.7023(4) 0.0202(12) Uani 1 1 d . . . . .
H22A H 1.061308 0.578894 0.772057 0.030 Uiso 1 1 calc R U . . .
H22B H 1.148370 0.594881 0.712124 0.030 Uiso 1 1 calc R U . . .
H22C H 1.055954 0.464982 0.672428 0.030 Uiso 1 1 calc R U . . .
C23 C 0.8294(4) 0.7632(4) 0.3106(4) 0.0162(11) Uani 1 1 d . . . . .
H23 H 0.860670 0.836141 0.374285 0.019 Uiso 1 1 calc R U . . .
C24 C 0.6687(4) 0.5754(4) 0.1956(4) 0.0131(11) Uani 1 1 d . . . . .
C25 C 0.7322(4) 0.5506(4) 0.1261(4) 0.0124(11) Uani 1 1 d . . . . .
C26 C 0.8477(5) 0.6404(4) 0.1611(4) 0.0169(11) Uani 1 1 d . . . . .
C27 C 0.7066(5) 0.4516(5) 0.0230(4) 0.0221(12) Uani 1 1 d . . . . .
H27 H 0.634628 0.383994 -0.014673 0.027 Uiso 1 1 calc R U . . .
C28 C 0.7964(5) 0.4665(5) -0.0133(4) 0.0257(13) Uani 1 1 d . . . . .
H28 H 0.792714 0.409887 -0.078930 0.031 Uiso 1 1 calc R U . . .
C29 C 0.5528(5) 0.4986(4) 0.1854(4) 0.0155(11) Uani 1 1 d . . . . .
C30 C 0.4861(5) 0.3787(4) 0.1026(4) 0.0198(12) Uani 1 1 d . . . . .
H30 H 0.517659 0.341323 0.051381 0.024 Uiso 1 1 calc R U . . .
C31 C 0.3737(5) 0.3164(4) 0.0970(4) 0.0182(12) Uani 1 1 d . . . . .
H31 H 0.330423 0.236605 0.042877 0.022 Uiso 1 1 calc R U . . .
C32 C 0.3262(4) 0.3728(4) 0.1718(4) 0.0153(11) Uani 1 1 d . . . . .
C33 C 0.3936(4) 0.4887(4) 0.2575(4) 0.0139(11) Uani 1 1 d . . . . .
H33 H 0.361427 0.523307 0.308914 0.017 Uiso 1 1 calc R U . . .
C34 C 0.2016(5) 0.3081(5) 0.1643(4) 0.0208(12) Uani 1 1 d . . . . .
C35 C 0.4043(5) 0.9242(5) 0.0966(4) 0.0232(13) Uani 1 1 d . . . . .
C36 C 0.5097(4) 0.5544(4) 0.2676(4) 0.0128(11) 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
Ir1 O1 2.155(3) . ?
Ir1 N2 2.033(4) . ?
Ir1 N3 2.144(4) . ?
Ir1 N5 2.039(4) . ?
Ir1 C1 2.010(5) . ?
Ir1 C36 1.996(4) . ?
S1 C26 1.723(5) . ?
S1 C28 1.735(5) . ?
S2 C10 1.728(5) . ?
S2 C12 1.732(5) . ?
F1 C35 1.342(6) . ?
F2 C35 1.339(6) . ?
F3 C35 1.339(6) . ?
F4 C34 1.352(6) . ?
F5 C34 1.317(6) . ?
F6 C34 1.323(5) . ?
O1 C13 1.308(6) . ?
N1 C23 1.313(6) . ?
N1 C26 1.341(6) . ?
N2 C23 1.348(6) . ?
N2 C24 1.373(6) . ?
N3 C18 1.371(6) . ?
N3 C19 1.337(6) . ?
N4 C15 1.348(7) . ?
N4 C17 1.360(6) . ?
N5 C7 1.380(6) . ?
N5 C8 1.339(6) . ?
N6 C8 1.306(6) . ?
N6 C10 1.344(6) . ?
C1 C2 1.392(6) . ?
C1 C6 1.414(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.397(7) . ?
C3 C4 1.394(7) . ?
C3 C35 1.502(7) . ?
C4 H4 0.9300 . ?
C4 C5 1.366(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.407(7) . ?
C6 C7 1.462(6) . ?
C7 C9 1.412(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.405(7) . ?
C9 C11 1.441(7) . ?
C11 H11 0.9300 . ?
C11 C12 1.341(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.381(6) . ?
C13 C18 1.433(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.396(7) . ?
C15 C16 1.504(6) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.412(7) . ?
C17 C21 1.428(7) . ?
C19 H19 0.9300 . ?
C19 C20 1.402(7) . ?
C20 H20 0.9300 . ?
C20 C21 1.374(6) . ?
C21 C22 1.496(7) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23 0.9300 . ?
C24 C25 1.403(7) . ?
C24 C29 1.466(6) . ?
C25 C26 1.420(6) . ?
C25 C27 1.437(6) . ?
C27 H27 0.9300 . ?
C27 C28 1.333(7) . ?
C28 H28 0.9300 . ?
C29 C30 1.407(6) . ?
C29 C36 1.419(7) . ?
C30 H30 0.9300 . ?
C30 C31 1.383(7) . ?
C31 H31 0.9300 . ?
C31 C32 1.376(7) . ?
C32 C33 1.390(6) . ?
C32 C34 1.504(7) . ?
C33 H33 0.9300 . ?
C33 C36 1.409(6) . ?

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
N2 Ir1 O1 95.66(13) . . ?
N2 Ir1 N3 86.66(15) . . ?
N2 Ir1 N5 176.75(13) . . ?
N3 Ir1 O1 77.58(13) . . ?
N5 Ir1 O1 86.70(13) . . ?
N5 Ir1 N3 96.05(15) . . ?
C1 Ir1 O1 95.14(14) . . ?
C1 Ir1 N2 97.72(17) . . ?
C1 Ir1 N3 171.89(15) . . ?
C1 Ir1 N5 79.81(17) . . ?
C36 Ir1 O1 174.09(16) . . ?
C36 Ir1 N2 80.13(17) . . ?
C36 Ir1 N3 97.92(16) . . ?
C36 Ir1 N5 97.67(17) . . ?
C36 Ir1 C1 89.57(18) . . ?
C26 S1 C28 90.0(2) . . ?
C10 S2 C12 90.0(2) . . ?
C13 O1 Ir1 113.2(3) . . ?
C23 N1 C26 114.4(4) . . ?
C23 N2 Ir1 123.4(3) . . ?
C23 N2 C24 119.7(4) . . ?
C24 N2 Ir1 116.7(3) . . ?
C18 N3 Ir1 112.9(3) . . ?
C19 N3 Ir1 129.2(3) . . ?
C19 N3 C18 117.9(4) . . ?
C15 N4 C17 116.2(4) . . ?
C7 N5 Ir1 116.7(3) . . ?
C8 N5 Ir1 123.4(3) . . ?
C8 N5 C7 119.8(4) . . ?
C8 N6 C10 113.6(4) . . ?
C2 C1 Ir1 127.3(4) . . ?
C2 C1 C6 117.3(5) . . ?
C6 C1 Ir1 115.5(3) . . ?
C1 C2 H2 119.2 . . ?
C1 C2 C3 121.5(5) . . ?
C3 C2 H2 119.2 . . ?
C2 C3 C35 120.6(5) . . ?
C4 C3 C2 120.1(5) . . ?
C4 C3 C35 119.2(5) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.8(5) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.4(5) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C7 114.7(4) . . ?
C5 C6 C1 120.9(4) . . ?
C5 C6 C7 124.4(5) . . ?
N5 C7 C6 113.2(4) . . ?
N5 C7 C9 116.9(4) . . ?
C9 C7 C6 129.9(5) . . ?
N5 C8 H8 116.3 . . ?
N6 C8 N5 127.4(5) . . ?
N6 C8 H8 116.3 . . ?
C7 C9 C11 133.5(5) . . ?
C10 C9 C7 116.4(5) . . ?
C10 C9 C11 110.1(4) . . ?
N6 C10 S2 121.2(4) . . ?
N6 C10 C9 125.7(5) . . ?
C9 C10 S2 113.0(4) . . ?
C9 C11 H11 123.6 . . ?
C12 C11 C9 112.9(5) . . ?
C12 C11 H11 123.6 . . ?
S2 C12 H12 123.0 . . ?
C11 C12 S2 114.0(4) . . ?
C11 C12 H12 123.0 . . ?
O1 C13 C14 124.8(4) . . ?
O1 C13 C18 119.6(4) . . ?
C14 C13 C18 115.6(4) . . ?
C13 C14 H14 119.5 . . ?
C13 C14 C15 120.9(5) . . ?
C15 C14 H14 119.5 . . ?
N4 C15 C14 124.3(4) . . ?
N4 C15 C16 115.2(5) . . ?
C14 C15 C16 120.4(5) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N4 C17 C18 122.7(4) . . ?
N4 C17 C21 119.6(4) . . ?
C18 C17 C21 117.7(4) . . ?
N3 C18 C13 116.5(4) . . ?
N3 C18 C17 123.3(4) . . ?
C17 C18 C13 120.1(4) . . ?
N3 C19 H19 119.1 . . ?
N3 C19 C20 121.9(4) . . ?
C20 C19 H19 119.1 . . ?
C19 C20 H20 119.1 . . ?
C21 C20 C19 121.7(5) . . ?
C21 C20 H20 119.1 . . ?
C17 C21 C22 119.7(4) . . ?
C20 C21 C17 117.5(4) . . ?
C20 C21 C22 122.8(4) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N1 C23 N2 126.6(4) . . ?
N1 C23 H23 116.7 . . ?
N2 C23 H23 116.7 . . ?
N2 C24 C25 118.0(4) . . ?
N2 C24 C29 113.0(4) . . ?
C25 C24 C29 129.0(4) . . ?
C24 C25 C26 116.1(4) . . ?
C24 C25 C27 134.2(4) . . ?
C26 C25 C27 109.7(4) . . ?
N1 C26 S1 122.0(4) . . ?
N1 C26 C25 125.2(5) . . ?
C25 C26 S1 112.8(4) . . ?
C25 C27 H27 123.4 . . ?
C28 C27 C25 113.2(5) . . ?
C28 C27 H27 123.4 . . ?
S1 C28 H28 122.9 . . ?
C27 C28 S1 114.2(4) . . ?
C27 C28 H28 122.9 . . ?
C30 C29 C24 124.7(4) . . ?
C30 C29 C36 120.6(4) . . ?
C36 C29 C24 114.6(4) . . ?
C29 C30 H30 119.9 . . ?
C31 C30 C29 120.2(5) . . ?
C31 C30 H30 119.9 . . ?
C30 C31 H31 120.1 . . ?
C32 C31 C30 119.7(4) . . ?
C32 C31 H31 120.1 . . ?
C31 C32 C33 121.1(4) . . ?
C31 C32 C34 120.4(4) . . ?
C33 C32 C34 118.5(5) . . ?
C32 C33 H33 119.5 . . ?
C32 C33 C36 121.0(5) . . ?
C36 C33 H33 119.5 . . ?
F4 C34 C32 111.6(4) . . ?
F5 C34 F4 105.8(5) . . ?
F5 C34 F6 107.3(4) . . ?
F5 C34 C32 112.7(4) . . ?
F6 C34 F4 105.0(4) . . ?
F6 C34 C32 113.8(4) . . ?
F1 C35 C3 112.7(4) . . ?
F2 C35 F1 106.8(4) . . ?
F2 C35 C3 113.2(4) . . ?
F3 C35 F1 105.8(4) . . ?
F3 C35 F2 106.6(4) . . ?
F3 C35 C3 111.3(4) . . ?
C29 C36 Ir1 115.1(3) . . ?
C33 C36 Ir1 127.7(4) . . ?
C33 C36 C29 117.2(4) . . ?

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
Ir1 O1 C13 C14 -174.7(4) . . . . ?
Ir1 O1 C13 C18 5.3(5) . . . . ?
Ir1 N2 C23 N1 175.8(4) . . . . ?
Ir1 N2 C24 C25 -178.2(3) . . . . ?
Ir1 N2 C24 C29 1.5(5) . . . . ?
Ir1 N3 C18 C13 1.1(5) . . . . ?
Ir1 N3 C18 C17 178.4(4) . . . . ?
Ir1 N3 C19 C20 -179.3(3) . . . . ?
Ir1 N5 C7 C6 0.0(5) . . . . ?
Ir1 N5 C7 C9 179.3(3) . . . . ?
Ir1 N5 C8 N6 177.5(3) . . . . ?
Ir1 C1 C2 C3 -178.4(3) . . . . ?
Ir1 C1 C6 C5 176.0(3) . . . . ?
Ir1 C1 C6 C7 -2.8(5) . . . . ?
O1 C13 C14 C15 -178.4(5) . . . . ?
O1 C13 C18 N3 -4.4(7) . . . . ?
O1 C13 C18 C17 178.2(4) . . . . ?
N2 C24 C25 C26 3.4(6) . . . . ?
N2 C24 C25 C27 -176.3(5) . . . . ?
N2 C24 C29 C30 -176.6(4) . . . . ?
N2 C24 C29 C36 3.4(6) . . . . ?
N3 C19 C20 C21 -0.7(8) . . . . ?
N4 C17 C18 N3 -176.7(4) . . . . ?
N4 C17 C18 C13 0.5(7) . . . . ?
N4 C17 C21 C20 176.6(4) . . . . ?
N4 C17 C21 C22 -1.2(7) . . . . ?
N5 C7 C9 C10 3.9(6) . . . . ?
N5 C7 C9 C11 -175.6(5) . . . . ?
C1 C2 C3 C4 2.1(7) . . . . ?
C1 C2 C3 C35 -175.8(4) . . . . ?
C1 C6 C7 N5 1.8(5) . . . . ?
C1 C6 C7 C9 -177.4(4) . . . . ?
C2 C1 C6 C5 -2.6(6) . . . . ?
C2 C1 C6 C7 178.6(4) . . . . ?
C2 C3 C4 C5 -1.6(7) . . . . ?
C2 C3 C35 F1 -139.7(4) . . . . ?
C2 C3 C35 F2 -18.4(6) . . . . ?
C2 C3 C35 F3 101.7(5) . . . . ?
C3 C4 C5 C6 -1.0(7) . . . . ?
C4 C3 C35 F1 42.4(6) . . . . ?
C4 C3 C35 F2 163.6(4) . . . . ?
C4 C3 C35 F3 -76.3(6) . . . . ?
C4 C5 C6 C1 3.2(7) . . . . ?
C4 C5 C6 C7 -178.2(4) . . . . ?
C5 C6 C7 N5 -176.9(4) . . . . ?
C5 C6 C7 C9 3.9(7) . . . . ?
C6 C1 C2 C3 0.0(6) . . . . ?
C6 C7 C9 C10 -176.9(4) . . . . ?
C6 C7 C9 C11 3.6(8) . . . . ?
C7 N5 C8 N6 -1.4(7) . . . . ?
C7 C9 C10 S2 179.4(3) . . . . ?
C7 C9 C10 N6 -3.6(7) . . . . ?
C7 C9 C11 C12 179.0(5) . . . . ?
C8 N5 C7 C6 179.0(4) . . . . ?
C8 N5 C7 C9 -1.7(6) . . . . ?
C8 N6 C10 S2 177.4(3) . . . . ?
C8 N6 C10 C9 0.7(6) . . . . ?
C9 C11 C12 S2 1.7(6) . . . . ?
C10 S2 C12 C11 -1.9(4) . . . . ?
C10 N6 C8 N5 2.0(7) . . . . ?
C10 C9 C11 C12 -0.5(6) . . . . ?
C11 C9 C10 S2 -1.0(5) . . . . ?
C11 C9 C10 N6 176.0(4) . . . . ?
C12 S2 C10 N6 -175.5(4) . . . . ?
C12 S2 C10 C9 1.6(4) . . . . ?
C13 C14 C15 N4 0.0(8) . . . . ?
C13 C14 C15 C16 179.7(5) . . . . ?
C14 C13 C18 N3 175.5(4) . . . . ?
C14 C13 C18 C17 -1.8(7) . . . . ?
C15 N4 C17 C18 1.1(7) . . . . ?
C15 N4 C17 C21 -178.0(5) . . . . ?
C17 N4 C15 C14 -1.3(7) . . . . ?
C17 N4 C15 C16 178.9(4) . . . . ?
C18 N3 C19 C20 0.4(7) . . . . ?
C18 C13 C14 C15 1.6(7) . . . . ?
C18 C17 C21 C20 -2.5(7) . . . . ?
C18 C17 C21 C22 179.7(4) . . . . ?
C19 N3 C18 C13 -178.6(4) . . . . ?
C19 N3 C18 C17 -1.4(7) . . . . ?
C19 C20 C21 C17 1.7(7) . . . . ?
C19 C20 C21 C22 179.4(5) . . . . ?
C21 C17 C18 N3 2.4(7) . . . . ?
C21 C17 C18 C13 179.6(4) . . . . ?
C23 N1 C26 S1 179.4(4) . . . . ?
C23 N1 C26 C25 -0.5(7) . . . . ?
C23 N2 C24 C25 -3.4(6) . . . . ?
C23 N2 C24 C29 176.4(4) . . . . ?
C24 N2 C23 N1 1.3(7) . . . . ?
C24 C25 C26 S1 178.5(4) . . . . ?
C24 C25 C26 N1 -1.5(7) . . . . ?
C24 C25 C27 C28 -179.3(5) . . . . ?
C24 C29 C30 C31 -176.6(5) . . . . ?
C24 C29 C36 Ir1 -6.9(6) . . . . ?
C24 C29 C36 C33 175.5(4) . . . . ?
C25 C24 C29 C30 3.1(8) . . . . ?
C25 C24 C29 C36 -176.8(5) . . . . ?
C25 C27 C28 S1 0.1(7) . . . . ?
C26 S1 C28 C27 -0.9(5) . . . . ?
C26 N1 C23 N2 0.7(7) . . . . ?
C26 C25 C27 C28 1.0(7) . . . . ?
C27 C25 C26 S1 -1.7(5) . . . . ?
C27 C25 C26 N1 178.2(5) . . . . ?
C28 S1 C26 N1 -178.4(4) . . . . ?
C28 S1 C26 C25 1.5(4) . . . . ?
C29 C24 C25 C26 -176.3(5) . . . . ?
C29 C24 C25 C27 4.0(9) . . . . ?
C29 C30 C31 C32 1.0(8) . . . . ?
C30 C29 C36 Ir1 173.2(4) . . . . ?
C30 C29 C36 C33 -4.4(7) . . . . ?
C30 C31 C32 C33 -4.1(8) . . . . ?
C30 C31 C32 C34 177.7(5) . . . . ?
C31 C32 C33 C36 2.9(7) . . . . ?
C31 C32 C34 F4 -132.6(5) . . . . ?
C31 C32 C34 F5 108.5(6) . . . . ?
C31 C32 C34 F6 -14.0(7) . . . . ?
C32 C33 C36 Ir1 -175.8(3) . . . . ?
C32 C33 C36 C29 1.4(7) . . . . ?
C33 C32 C34 F4 49.2(6) . . . . ?
C33 C32 C34 F5 -69.7(6) . . . . ?
C33 C32 C34 F6 167.8(4) . . . . ?
C34 C32 C33 C36 -178.9(4) . . . . ?
C35 C3 C4 C5 176.3(4) . . . . ?
C36 C29 C30 C31 3.3(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.322
_oxdiff_exptl_absorpt_empirical_full_min 0.829
_chemical_properties_physical    
Moisture-sensitive,Light-sensitive,Photo-sensitive
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_ir5-100k
_database_code_depnum_ccdc_archive 'CCDC 1989288'
loop_
_audit_author_name
_audit_author_address
'Guangzhao Lu'
;Shenzhen University
China
;
_audit_update_record             
;
2020-03-10 deposited with the CCDC.	2022-10-28 downloaded from the CCDC.
;
_audit_creation_date             2020-03-10
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        Ir2
_chemical_formula_moiety         'C34 H25 F6 Ir N6 O'
_chemical_formula_sum            'C34 H25 F6 Ir N6 O'
_chemical_formula_weight         839.80
_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'

_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/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   18.4863(9)
_cell_length_b                   22.5162(15)
_cell_length_c                   17.5769(9)
_cell_angle_alpha                90
_cell_angle_beta                 95.202(5)
_cell_angle_gamma                90
_cell_volume                     7286.1(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8261
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      28.0720
_cell_measurement_theta_min      2.5090
_shelx_estimated_absorpt_T_max   0.755
_shelx_estimated_absorpt_T_min   0.643
_exptl_absorpt_coefficient_mu    3.729
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36578
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.531
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             3280
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0705
_diffrn_reflns_av_unetI/netI     0.0993
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            35046
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.120
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      3.00  38.00   1.00    6.50    --   11.74 -99.00  30.00   35
  2  ω    -49.00  29.00   1.00    6.50    --   11.74 -37.00 150.00   78
  3  ω    -78.00  -8.00   1.00    6.50    --  -11.59 -57.00  90.00   70
  4  ω     -9.00  26.00   1.00    6.50    --  -11.59 -99.00-180.00   35
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0073787000
_diffrn_orient_matrix_UB_12      0.0148654000
_diffrn_orient_matrix_UB_13      0.0354703000
_diffrn_orient_matrix_UB_21      0.0024079000
_diffrn_orient_matrix_UB_22      -0.0277394000
_diffrn_orient_matrix_UB_23      0.0191502000
_diffrn_orient_matrix_UB_31      0.0377270000
_diffrn_orient_matrix_UB_32      -0.0011572000
_diffrn_orient_matrix_UB_33      -0.0043917000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9612
_reflns_number_total             12816
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         4.212
_refine_diff_density_min         -1.598
_refine_diff_density_rms         0.198
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     873
_refine_ls_number_reflns         12816
_refine_ls_number_restraints     43
_refine_ls_R_factor_all          0.0875
_refine_ls_R_factor_gt           0.0658
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0637P)²+51.4253P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1519
_refine_ls_wR_factor_ref         0.1639
_refine_special_details          SQUEEZE
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 C52, N55
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C52 \\sim N55: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004 within 2A
Uanis(N55) \\sim Ueq, Uanis(C56) \\sim Ueq, Uanis(C59) \\sim Ueq: with sigma of
0.002 and sigma for terminal atoms of 0.004
Uanis(N10) \\sim Ueq, Uanis(C33) \\sim Ueq, Uanis(C63) \\sim Ueq: with sigma of
0.002 and sigma for terminal atoms of 0.004
4.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C8(H8), C9(H9), C12(H12), C13(H13), C18(H18),
 C24(H24), C25(H25), C30(H30), C32(H32), C33(H33), C40(H40), C38(H38), C43(H43),
  C45(H45), C46(H46), C67(H67), C66(H66), C69(H69), C63(H63), C62(H62),
 C57(H57), C49(H49), C50(H50)
4.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C27(H27A,H27B,
 H27C), C48(H48A,H48B,H48C), C61(H61A,H61B,H61C), C54(H54A,H54B,H54C), C59(H59A,
 H59B,H59C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Ir1 Ir 0.44994(2) 0.75910(2) 0.50337(2) 0.02831(14) Uani 1 1 d . . . . .
Ir2 Ir 0.92490(2) 0.68941(2) 0.87542(2) 0.01961(12) Uani 1 1 d . . . . .
F1 F 0.2042(4) 0.9725(4) 0.5423(5) 0.069(2) Uani 1 1 d . . . . .
F2 F 0.3183(5) 0.9858(4) 0.5537(6) 0.088(3) Uani 1 1 d . . . . .
F3 F 0.2666(4) 0.9372(4) 0.6367(5) 0.061(2) Uani 1 1 d . . . . .
F4 F 0.3371(9) 0.5503(6) 0.6289(10) 0.164(6) Uani 1 1 d . . . . .
F5 F 0.3325(9) 0.5630(6) 0.7420(8) 0.170(7) Uani 1 1 d . . . . .
F6 F 0.2546(6) 0.5933(6) 0.6687(10) 0.165(7) Uani 1 1 d . . . . .
F7 F 0.7324(4) 0.5283(3) 0.6253(4) 0.055(2) Uani 1 1 d . . . . .
F8 F 0.8478(4) 0.5337(3) 0.6356(4) 0.058(2) Uani 1 1 d . . . . .
F9 F 0.7950(4) 0.4667(3) 0.6952(4) 0.055(2) Uani 1 1 d . . . . .
F10 F 0.7344(4) 0.8633(4) 0.7001(6) 0.087(3) Uani 1 1 d . . . . .
F11 F 0.8124(3) 0.9157(3) 0.6473(4) 0.0491(19) Uani 1 1 d . . . . .
F12 F 0.8113(5) 0.9169(4) 0.7693(5) 0.080(3) Uani 1 1 d . . . . .
O1 O 0.4952(4) 0.8023(3) 0.4088(4) 0.0300(17) Uani 1 1 d . . . . .
O2 O 1.0092(3) 0.7427(3) 0.9343(4) 0.0266(17) Uani 1 1 d . . . . .
N1 N 0.4139(5) 0.6603(4) 0.3972(5) 0.032(2) Uani 1 1 d . . . . .
N2 N 0.3876(4) 0.7102(4) 0.4255(5) 0.030(2) Uani 1 1 d . . . . .
N3 N 0.5474(5) 0.8545(4) 0.5657(5) 0.037(2) Uani 1 1 d . . . . .
N4 N 0.5017(4) 0.8107(4) 0.5834(5) 0.031(2) Uani 1 1 d . . . . .
N5 N 0.5426(4) 0.7056(4) 0.4906(5) 0.032(2) Uani 1 1 d . . . . .
N6 N 0.8508(4) 0.7592(4) 0.9869(4) 0.0225(19) Uani 1 1 d . . . . .
N7 N 0.8426(4) 0.7147(4) 0.9374(4) 0.0214(19) Uani 1 1 d . . . . .
N8 N 1.0005(4) 0.6604(4) 0.8074(4) 0.025(2) Uani 1 1 d . . . . .
N9 N 1.0444(4) 0.6159(4) 0.8285(5) 0.032(2) Uani 1 1 d . . . . .
N10 N 0.9609(4) 0.6333(4) 0.9676(5) 0.0228(19) Uani 1 1 d . U . . .
C1 C 0.4157(5) 0.7198(5) 0.5977(6) 0.030(3) Uani 1 1 d . . . . .
C2 C 0.3756(6) 0.6682(6) 0.6004(7) 0.041(3) Uani 1 1 d . . . . .
H2 H 0.359048 0.648266 0.555813 0.050 Uiso 1 1 calc R U . . .
C36 C 0.3219(10) 0.5903(9) 0.6779(10) 0.075(5) Uani 1 1 d . . . . .
C3 C 0.3602(6) 0.6462(7) 0.6730(8) 0.051(4) Uani 1 1 d . . . . .
C4 C 0.3790(6) 0.6784(7) 0.7407(8) 0.057(4) Uani 1 1 d . . . . .
H4 H 0.364604 0.665179 0.787112 0.068 Uiso 1 1 calc R U . . .
C5 C 0.4199(6) 0.7308(6) 0.7370(7) 0.038(3) Uani 1 1 d . . . . .
H5 H 0.434154 0.752247 0.781107 0.046 Uiso 1 1 calc R U . . .
C6 C 0.4388(5) 0.7504(5) 0.6649(6) 0.030(3) Uani 1 1 d . . . . .
C7 C 0.4866(5) 0.8010(5) 0.6571(6) 0.032(3) Uani 1 1 d . . . . .
C8 C 0.5194(6) 0.8362(6) 0.7146(7) 0.038(3) Uani 1 1 d . . . . .
H8 H 0.511488 0.828854 0.765265 0.045 Uiso 1 1 calc R U . . .
C9 C 0.5638(7) 0.8819(6) 0.6968(8) 0.049(4) Uani 1 1 d . . . . .
H9 H 0.582855 0.908188 0.734199 0.059 Uiso 1 1 calc R U . . .
C10 C 0.5795(6) 0.8880(6) 0.6222(8) 0.048(3) Uani 1 1 d . . . . .
C11 C 0.6249(7) 0.9367(6) 0.5935(8) 0.060(4) Uani 1 1 d . . . . .
H11A H 0.594246 0.969645 0.577222 0.091 Uiso 1 1 calc R U . . .
H11B H 0.649211 0.922447 0.551081 0.091 Uiso 1 1 calc R U . . .
H11C H 0.660197 0.949349 0.633582 0.091 Uiso 1 1 calc R U . . .
C12 C 0.5670(6) 0.6582(6) 0.5291(6) 0.037(3) Uani 1 1 d . . . . .
H12 H 0.544829 0.647188 0.572389 0.044 Uiso 1 1 calc R U . . .
C13 C 0.6241(6) 0.6242(5) 0.5075(6) 0.035(3) Uani 1 1 d . . . . .
H13 H 0.638529 0.591061 0.536530 0.042 Uiso 1 1 calc R U . . .
C14 C 0.6592(6) 0.6373(5) 0.4466(7) 0.035(3) Uani 1 1 d . . . . .
C15 C 0.6351(5) 0.6884(5) 0.4023(6) 0.028(2) Uani 1 1 d . . . . .
C16 C 0.5760(5) 0.7208(5) 0.4261(6) 0.028(2) Uani 1 1 d . . . . .
C17 C 0.5512(5) 0.7720(5) 0.3880(6) 0.028(3) Uani 1 1 d . . . . .
C18 C 0.5872(5) 0.7882(6) 0.3233(7) 0.035(3) Uani 1 1 d . . . . .
H18 H 0.572913 0.821450 0.294419 0.042 Uiso 1 1 calc R U . . .
C19 C 0.6443(6) 0.7530(5) 0.3041(6) 0.031(3) Uani 1 1 d . . . . .
N20 N 0.6703(4) 0.7043(4) 0.3405(5) 0.030(2) Uani 1 1 d . . . . .
C21 C 0.6771(6) 0.7705(6) 0.2295(7) 0.041(3) Uani 1 1 d . . . . .
H21A H 0.727660 0.779851 0.240546 0.062 Uiso 1 1 calc R U . . .
H21B H 0.652006 0.804641 0.207500 0.062 Uiso 1 1 calc R U . . .
H21C H 0.672084 0.738056 0.194017 0.062 Uiso 1 1 calc R U . . .
C22 C 0.7214(6) 0.6007(6) 0.4222(7) 0.044(3) Uani 1 1 d . . . . .
H22A H 0.764947 0.624252 0.426282 0.066 Uiso 1 1 calc R U . . .
H22B H 0.710692 0.588226 0.370162 0.066 Uiso 1 1 calc R U . . .
H22C H 0.728323 0.566489 0.454538 0.066 Uiso 1 1 calc R U . . .
C23 C 0.3197(5) 0.7318(5) 0.4054(6) 0.030(3) Uani 1 1 d . . . . .
C24 C 0.2752(6) 0.7012(6) 0.3506(7) 0.037(3) Uani 1 1 d . . . . .
H24 H 0.228793 0.715008 0.334964 0.045 Uiso 1 1 calc R U . . .
C25 C 0.3006(6) 0.6510(6) 0.3207(6) 0.038(3) Uani 1 1 d . . . . .
H25 H 0.272219 0.630261 0.283164 0.045 Uiso 1 1 calc R U . . .
C26 C 0.3699(6) 0.6302(6) 0.3464(6) 0.036(3) Uani 1 1 d . . . . .
C27 C 0.4016(7) 0.5739(6) 0.3166(8) 0.051(4) Uani 1 1 d . . . . .
H27A H 0.375835 0.540244 0.334104 0.077 Uiso 1 1 calc R U . . .
H27B H 0.451942 0.571078 0.335029 0.077 Uiso 1 1 calc R U . . .
H27C H 0.397017 0.574593 0.261785 0.077 Uiso 1 1 calc R U . . .
C28 C 0.3021(5) 0.7866(5) 0.4413(7) 0.034(3) Uani 1 1 d . . . . .
C29 C 0.3595(5) 0.8100(5) 0.4951(6) 0.031(3) Uani 1 1 d . . . . .
C30 C 0.3444(6) 0.8621(5) 0.5320(6) 0.035(3) Uani 1 1 d . . . . .
H30 H 0.379768 0.878337 0.566944 0.042 Uiso 1 1 calc R U . . .
C31 C 0.2789(6) 0.8905(5) 0.5188(7) 0.036(3) Uani 1 1 d . . . . .
C32 C 0.2235(5) 0.8667(5) 0.4677(7) 0.036(3) Uani 1 1 d . . . . .
H32 H 0.178789 0.885716 0.460126 0.043 Uiso 1 1 calc R U . . .
C33 C 0.2354(6) 0.8156(5) 0.4292(7) 0.032(3) Uani 1 1 d . U . . .
H33 H 0.199022 0.800093 0.394900 0.038 Uiso 1 1 calc R U . . .
C34 C 0.2669(6) 0.9452(6) 0.5616(8) 0.042(3) Uani 1 1 d . . . . .
C41 C 0.8472(5) 0.6370(5) 0.8302(5) 0.021(2) Uani 1 1 d . . . . .
C40 C 0.8467(5) 0.6000(5) 0.7655(6) 0.028(2) Uani 1 1 d . . . . .
H40 H 0.887492 0.599399 0.738197 0.033 Uiso 1 1 calc R U . . .
C39 C 0.7884(5) 0.5649(4) 0.7411(6) 0.025(2) Uani 1 1 d . . . . .
C38 C 0.7261(5) 0.5652(5) 0.7809(6) 0.030(3) Uani 1 1 d . . . . .
H38 H 0.687529 0.540168 0.765263 0.036 Uiso 1 1 calc R U . . .
C43 C 0.7211(5) 0.6015(5) 0.8421(7) 0.032(3) Uani 1 1 d . . . . .
H43 H 0.679006 0.602723 0.867227 0.039 Uiso 1 1 calc R U . . .
C42 C 0.7816(5) 0.6375(5) 0.8666(6) 0.023(2) Uani 1 1 d . . . . .
C37 C 0.7912(5) 0.5240(5) 0.6757(6) 0.027(2) Uani 1 1 d . . . . .
C44 C 0.7823(5) 0.6810(5) 0.9299(6) 0.022(2) Uani 1 1 d . . . . .
C45 C 0.7261(5) 0.6900(5) 0.9765(6) 0.027(2) Uani 1 1 d . . . . .
H45 H 0.684015 0.667226 0.971368 0.032 Uiso 1 1 calc R U . . .
C46 C 0.7359(5) 0.7344(5) 1.0305(6) 0.029(3) Uani 1 1 d . . . . .
H46 H 0.701745 0.740751 1.065450 0.035 Uiso 1 1 calc R U . . .
C47 C 0.7976(5) 0.7693(5) 1.0316(6) 0.024(2) Uani 1 1 d . . . . .
C48 C 0.8097(6) 0.8203(5) 1.0875(6) 0.035(3) Uani 1 1 d . . . . .
H48A H 0.817288 0.804970 1.138557 0.052 Uiso 1 1 calc R U . . .
H48B H 0.767882 0.845784 1.083414 0.052 Uiso 1 1 calc R U . . .
H48C H 0.851658 0.842573 1.075968 0.052 Uiso 1 1 calc R U . . .
C71 C 0.8041(7) 0.8814(6) 0.7089(8) 0.047(3) Uani 1 1 d . . . . .
C68 C 0.8560(5) 0.8314(5) 0.7160(6) 0.028(2) Uani 1 1 d . . . . .
C67 C 0.8996(6) 0.8194(5) 0.6561(7) 0.032(3) Uani 1 1 d . . . . .
H67 H 0.897057 0.843117 0.612642 0.038 Uiso 1 1 calc R U . . .
C66 C 0.9457(5) 0.7718(5) 0.6637(6) 0.028(3) Uani 1 1 d . . . . .
H66 H 0.974382 0.763102 0.624356 0.034 Uiso 1 1 calc R U . . .
C65 C 0.9509(5) 0.7362(5) 0.7283(6) 0.025(2) Uani 1 1 d . . . . .
C70 C 0.9059(5) 0.7472(4) 0.7870(6) 0.020(2) Uani 1 1 d . . . . .
C69 C 0.8592(5) 0.7950(4) 0.7800(6) 0.022(2) Uani 1 1 d . . . . .
H69 H 0.829397 0.802923 0.818621 0.027 Uiso 1 1 calc R U . . .
C64 C 1.0004(5) 0.6871(5) 0.7391(6) 0.026(2) Uani 1 1 d . . . . .
C63 C 1.0454(6) 0.6648(5) 0.6854(7) 0.038(3) Uani 1 1 d . U . . .
H63 H 1.044669 0.681111 0.636757 0.046 Uiso 1 1 calc R U . . .
C62 C 1.0906(6) 0.6178(6) 0.7074(7) 0.046(3) Uani 1 1 d . . . . .
H62 H 1.122161 0.602332 0.674094 0.055 Uiso 1 1 calc R U . . .
C60 C 1.0882(6) 0.5947(6) 0.7783(7) 0.040(3) Uani 1 1 d . . . . .
C61 C 1.1383(7) 0.5447(7) 0.8059(8) 0.061(4) Uani 1 1 d . . . . .
H61A H 1.136888 0.514122 0.767749 0.091 Uiso 1 1 calc R U . . .
H61B H 1.122958 0.528695 0.852405 0.091 Uiso 1 1 calc R U . . .
H61C H 1.187018 0.559569 0.815056 0.091 Uiso 1 1 calc R U . . .
C58 C 1.0435(5) 0.7141(5) 0.9916(6) 0.025(2) Uani 1 1 d . . . . .
C57 C 1.1044(6) 0.7367(5) 1.0364(6) 0.031(3) Uani 1 1 d . . . . .
H57 H 1.123209 0.773831 1.025926 0.037 Uiso 1 1 calc R U . . .
C56 C 1.1361(5) 0.7023(5) 1.0971(6) 0.025(2) Uani 1 1 d . U . . .
N55 N 1.1132(4) 0.6492(4) 1.1170(5) 0.0270(16) Uani 1 1 d . U . . .
C52 C 1.0555(5) 0.6265(5) 1.0765(6) 0.0265(16) Uani 1 1 d . U . . .
C51 C 1.0212(5) 0.6562(5) 1.0109(6) 0.023(2) Uani 1 1 d . . . . .
C53 C 1.0259(6) 0.5704(5) 1.0928(6) 0.031(3) Uani 1 1 d . . . . .
C49 C 0.9670(5) 0.5501(5) 1.0505(6) 0.032(3) Uani 1 1 d . . . . .
H49 H 0.946288 0.514354 1.063634 0.038 Uiso 1 1 calc R U . . .
C50 C 0.9362(5) 0.5814(5) 0.9872(6) 0.029(3) Uani 1 1 d . . . . .
H50 H 0.896775 0.564941 0.957906 0.035 Uiso 1 1 calc R U . . .
C54 C 1.0607(6) 0.5367(5) 1.1599(6) 0.041(3) Uani 1 1 d . . . . .
H54A H 1.112069 0.534098 1.156063 0.061 Uiso 1 1 calc R U . . .
H54B H 1.040425 0.497488 1.160381 0.061 Uiso 1 1 calc R U . . .
H54C H 1.051888 0.556996 1.206191 0.061 Uiso 1 1 calc R U . . .
C59 C 1.2018(6) 0.7294(5) 1.1451(7) 0.037(3) Uani 1 1 d . U . . .
H59A H 1.185226 0.751389 1.186954 0.056 Uiso 1 1 calc R U . . .
H59B H 1.227418 0.755486 1.113684 0.056 Uiso 1 1 calc R U . . .
H59C H 1.233711 0.698190 1.164526 0.056 Uiso 1 1 calc R U . . .


_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 O1 2.160(7) . ?
Ir1 N2 2.032(8) . ?
Ir1 N4 1.999(9) . ?
Ir1 N5 2.123(9) . ?
Ir1 C1 2.030(10) . ?
Ir1 C29 2.022(12) . ?
Ir2 O2 2.155(7) . ?
Ir2 N7 2.031(8) . ?
Ir2 N8 2.028(8) . ?
Ir2 N10 2.115(8) . ?
Ir2 C41 1.970(10) . ?
Ir2 C70 2.034(10) . ?
F1 C34 1.328(13) . ?
F2 C34 1.334(13) . ?
F3 C34 1.334(15) . ?
F4 C36 1.29(2) . ?
F5 C36 1.282(19) . ?
F6 C36 1.24(2) . ?
F7 C37 1.342(11) . ?
F8 C37 1.330(12) . ?
F9 C37 1.337(12) . ?
F10 C71 1.348(14) . ?
F11 C71 1.348(13) . ?
F12 C71 1.327(16) . ?
O1 C17 1.319(12) . ?
O2 C58 1.309(12) . ?
N1 N2 1.337(13) . ?
N1 C26 1.337(13) . ?
N2 C23 1.362(13) . ?
N3 N4 1.353(12) . ?
N3 C10 1.343(15) . ?
N4 C7 1.367(14) . ?
N5 C12 1.321(14) . ?
N5 C16 1.382(13) . ?
N6 N7 1.328(11) . ?
N6 C47 1.333(12) . ?
N7 C44 1.346(12) . ?
N8 N9 1.320(12) . ?
N8 C64 1.344(13) . ?
N9 C60 1.338(13) . ?
N10 C51 1.391(12) . ?
N10 C50 1.311(13) . ?
C1 C2 1.383(17) . ?
C1 C6 1.399(15) . ?
C2 H2 0.9300 . ?
C2 C3 1.422(17) . ?
C36 C3 1.45(2) . ?
C3 C4 1.410(19) . ?
C4 H4 0.9300 . ?
C4 C5 1.406(18) . ?
C5 H5 0.9300 . ?
C5 C6 1.416(15) . ?
C6 C7 1.457(16) . ?
C7 C8 1.380(15) . ?
C8 H8 0.9300 . ?
C8 C9 1.371(18) . ?
C9 H9 0.9300 . ?
C9 C10 1.374(18) . ?
C10 C11 1.495(18) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12 0.9300 . ?
C12 C13 1.385(16) . ?
C13 H13 0.9300 . ?
C13 C14 1.334(16) . ?
C14 C15 1.437(15) . ?
C14 C22 1.508(16) . ?
C15 C16 1.408(15) . ?
C15 N20 1.363(14) . ?
C16 C17 1.390(16) . ?
C17 C18 1.417(15) . ?
C18 H18 0.9300 . ?
C18 C19 1.386(16) . ?
C19 N20 1.337(14) . ?
C19 C21 1.545(16) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.392(15) . ?
C23 C28 1.437(16) . ?
C24 H24 0.9300 . ?
C24 C25 1.349(17) . ?
C25 H25 0.9300 . ?
C25 C26 1.401(15) . ?
C26 C27 1.509(17) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 C29 1.454(14) . ?
C28 C33 1.396(15) . ?
C29 C30 1.381(16) . ?
C30 H30 0.9300 . ?
C30 C31 1.372(15) . ?
C31 C32 1.407(15) . ?
C31 C34 1.470(17) . ?
C32 H32 0.9300 . ?
C32 C33 1.361(16) . ?
C33 H33 0.9300 . ?
C41 C40 1.409(14) . ?
C41 C42 1.422(13) . ?
C40 H40 0.9300 . ?
C40 C39 1.373(14) . ?
C39 C38 1.402(15) . ?
C39 C37 1.477(15) . ?
C38 H38 0.9300 . ?
C38 C43 1.362(15) . ?
C43 H43 0.9300 . ?
C43 C42 1.414(14) . ?
C42 C44 1.481(14) . ?
C44 C45 1.395(14) . ?
C45 H45 0.9300 . ?
C45 C46 1.379(15) . ?
C46 H46 0.9300 . ?
C46 C47 1.384(15) . ?
C47 C48 1.516(15) . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C71 C68 1.478(16) . ?
C68 C67 1.408(15) . ?
C68 C69 1.389(14) . ?
C67 H67 0.9300 . ?
C67 C66 1.368(15) . ?
C66 H66 0.9300 . ?
C66 C65 1.386(14) . ?
C65 C70 1.405(14) . ?
C65 C64 1.437(15) . ?
C70 C69 1.376(14) . ?
C69 H69 0.9300 . ?
C64 C63 1.405(15) . ?
C63 H63 0.9300 . ?
C63 C62 1.382(16) . ?
C62 H62 0.9300 . ?
C62 C60 1.355(16) . ?
C60 C61 1.511(16) . ?
C61 H61A 0.9600 . ?
C61 H61B 0.9600 . ?
C61 H61C 0.9600 . ?
C58 C57 1.409(15) . ?
C58 C51 1.417(15) . ?
C57 H57 0.9300 . ?
C57 C56 1.404(15) . ?
C56 N55 1.326(13) . ?
C56 C59 1.540(14) . ?
N55 C52 1.330(13) . ?
C52 C51 1.432(14) . ?
C52 C53 1.416(15) . ?
C53 C49 1.342(15) . ?
C53 C54 1.496(15) . ?
C49 H49 0.9300 . ?
C49 C50 1.394(15) . ?
C50 H50 0.9300 . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 0.9600 . ?
C59 H59A 0.9600 . ?
C59 H59B 0.9600 . ?
C59 H59C 0.9600 . ?

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
N2 Ir1 O1 87.8(3) . . ?
N2 Ir1 N5 92.0(3) . . ?
N4 Ir1 O1 94.9(3) . . ?
N4 Ir1 N2 174.0(4) . . ?
N4 Ir1 N5 93.7(3) . . ?
N4 Ir1 C1 81.0(4) . . ?
N4 Ir1 C29 93.5(4) . . ?
N5 Ir1 O1 78.5(3) . . ?
C1 Ir1 O1 175.1(3) . . ?
C1 Ir1 N2 96.5(4) . . ?
C1 Ir1 N5 98.9(4) . . ?
C29 Ir1 O1 93.7(4) . . ?
C29 Ir1 N2 81.0(4) . . ?
C29 Ir1 N5 169.8(4) . . ?
C29 Ir1 C1 89.3(4) . . ?
N7 Ir2 O2 97.5(3) . . ?
N7 Ir2 N10 87.4(3) . . ?
N7 Ir2 C70 98.3(4) . . ?
N8 Ir2 O2 87.5(3) . . ?
N8 Ir2 N7 175.0(3) . . ?
N8 Ir2 N10 94.2(3) . . ?
N8 Ir2 C70 80.6(4) . . ?
N10 Ir2 O2 78.5(3) . . ?
C41 Ir2 O2 174.9(3) . . ?
C41 Ir2 N7 80.2(3) . . ?
C41 Ir2 N8 94.9(3) . . ?
C41 Ir2 N10 96.8(3) . . ?
C41 Ir2 C70 90.3(4) . . ?
C70 Ir2 O2 94.5(3) . . ?
C70 Ir2 N10 171.5(3) . . ?
C17 O1 Ir1 110.4(7) . . ?
C58 O2 Ir2 112.0(6) . . ?
C26 N1 N2 117.0(9) . . ?
N1 N2 Ir1 120.1(6) . . ?
N1 N2 C23 124.1(9) . . ?
C23 N2 Ir1 115.7(7) . . ?
C10 N3 N4 119.0(10) . . ?
N3 N4 Ir1 122.1(7) . . ?
N3 N4 C7 121.2(9) . . ?
C7 N4 Ir1 116.7(7) . . ?
C12 N5 Ir1 130.1(8) . . ?
C12 N5 C16 117.6(10) . . ?
C16 N5 Ir1 111.8(7) . . ?
N7 N6 C47 117.9(8) . . ?
N6 N7 Ir2 121.1(6) . . ?
N6 N7 C44 122.3(8) . . ?
C44 N7 Ir2 116.3(7) . . ?
N9 N8 Ir2 121.2(7) . . ?
N9 N8 C64 122.8(9) . . ?
C64 N8 Ir2 115.9(7) . . ?
N8 N9 C60 118.6(9) . . ?
C51 N10 Ir2 112.2(6) . . ?
C50 N10 Ir2 129.8(7) . . ?
C50 N10 C51 118.0(9) . . ?
C2 C1 Ir1 127.1(8) . . ?
C2 C1 C6 120.5(10) . . ?
C6 C1 Ir1 112.4(8) . . ?
C1 C2 H2 120.8 . . ?
C1 C2 C3 118.4(11) . . ?
C3 C2 H2 120.8 . . ?
F4 C36 C3 115.4(14) . . ?
F5 C36 F4 103(2) . . ?
F5 C36 C3 115.6(14) . . ?
F6 C36 F4 103.1(16) . . ?
F6 C36 F5 102.2(15) . . ?
F6 C36 C3 115.6(19) . . ?
C2 C3 C36 119.6(13) . . ?
C4 C3 C2 121.6(13) . . ?
C4 C3 C36 118.8(13) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 C3 119.1(12) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 H5 120.7 . . ?
C4 C5 C6 118.6(12) . . ?
C6 C5 H5 120.7 . . ?
C1 C6 C5 121.5(11) . . ?
C1 C6 C7 116.5(9) . . ?
C5 C6 C7 121.9(10) . . ?
N4 C7 C6 113.0(9) . . ?
N4 C7 C8 119.3(10) . . ?
C8 C7 C6 127.6(11) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 C7 119.7(12) . . ?
C9 C8 H8 120.1 . . ?
C8 C9 H9 120.8 . . ?
C8 C9 C10 118.5(12) . . ?
C10 C9 H9 120.8 . . ?
N3 C10 C9 122.0(11) . . ?
N3 C10 C11 112.7(12) . . ?
C9 C10 C11 124.7(12) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N5 C12 H12 118.7 . . ?
N5 C12 C13 122.6(10) . . ?
C13 C12 H12 118.7 . . ?
C12 C13 H13 118.8 . . ?
C14 C13 C12 122.5(11) . . ?
C14 C13 H13 118.8 . . ?
C13 C14 C15 117.5(10) . . ?
C13 C14 C22 123.2(11) . . ?
C15 C14 C22 119.4(10) . . ?
C16 C15 C14 117.8(10) . . ?
N20 C15 C14 119.6(10) . . ?
N20 C15 C16 122.7(10) . . ?
N5 C16 C15 122.1(10) . . ?
N5 C16 C17 116.6(10) . . ?
C17 C16 C15 121.2(10) . . ?
O1 C17 C16 121.9(10) . . ?
O1 C17 C18 121.9(10) . . ?
C16 C17 C18 116.1(10) . . ?
C17 C18 H18 120.9 . . ?
C19 C18 C17 118.2(11) . . ?
C19 C18 H18 120.9 . . ?
C18 C19 C21 115.2(10) . . ?
N20 C19 C18 126.9(10) . . ?
N20 C19 C21 117.7(10) . . ?
C19 N20 C15 114.8(9) . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C14 C22 H22A 109.5 . . ?
C14 C22 H22B 109.5 . . ?
C14 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N2 C23 C24 118.4(11) . . ?
N2 C23 C28 115.6(9) . . ?
C24 C23 C28 125.9(10) . . ?
C23 C24 H24 120.7 . . ?
C25 C24 C23 118.6(10) . . ?
C25 C24 H24 120.7 . . ?
C24 C25 H25 120.1 . . ?
C24 C25 C26 119.7(10) . . ?
C26 C25 H25 120.1 . . ?
N1 C26 C25 121.9(12) . . ?
N1 C26 C27 115.3(10) . . ?
C25 C26 C27 122.7(10) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C23 C28 C29 114.6(10) . . ?
C33 C28 C23 124.6(10) . . ?
C33 C28 C29 120.8(11) . . ?
C28 C29 Ir1 113.0(8) . . ?
C30 C29 Ir1 130.4(8) . . ?
C30 C29 C28 116.6(10) . . ?
C29 C30 H30 119.0 . . ?
C31 C30 C29 122.0(10) . . ?
C31 C30 H30 119.0 . . ?
C30 C31 C32 120.7(11) . . ?
C30 C31 C34 118.5(10) . . ?
C32 C31 C34 120.8(10) . . ?
C31 C32 H32 120.0 . . ?
C33 C32 C31 119.9(10) . . ?
C33 C32 H32 120.0 . . ?
C28 C33 H33 120.0 . . ?
C32 C33 C28 120.0(10) . . ?
C32 C33 H33 120.0 . . ?
F1 C34 F2 105.7(11) . . ?
F1 C34 F3 103.5(9) . . ?
F1 C34 C31 115.2(11) . . ?
F2 C34 F3 105.2(11) . . ?
F2 C34 C31 112.2(9) . . ?
F3 C34 C31 114.0(11) . . ?
C40 C41 Ir2 129.1(7) . . ?
C40 C41 C42 115.1(9) . . ?
C42 C41 Ir2 115.8(7) . . ?
C41 C40 H40 118.7 . . ?
C39 C40 C41 122.7(9) . . ?
C39 C40 H40 118.7 . . ?
C40 C39 C38 119.9(10) . . ?
C40 C39 C37 121.4(9) . . ?
C38 C39 C37 118.7(9) . . ?
C39 C38 H38 119.5 . . ?
C43 C38 C39 120.9(9) . . ?
C43 C38 H38 119.5 . . ?
C38 C43 H43 120.8 . . ?
C38 C43 C42 118.5(10) . . ?
C42 C43 H43 120.8 . . ?
C41 C42 C44 113.1(9) . . ?
C43 C42 C41 122.7(10) . . ?
C43 C42 C44 124.1(9) . . ?
F7 C37 C39 112.7(9) . . ?
F8 C37 F7 105.6(9) . . ?
F8 C37 F9 105.6(9) . . ?
F8 C37 C39 113.3(8) . . ?
F9 C37 F7 104.9(8) . . ?
F9 C37 C39 114.0(9) . . ?
N7 C44 C42 113.4(8) . . ?
N7 C44 C45 121.0(9) . . ?
C45 C44 C42 125.5(9) . . ?
C44 C45 H45 121.5 . . ?
C46 C45 C44 116.9(9) . . ?
C46 C45 H45 121.5 . . ?
C45 C46 H46 120.8 . . ?
C45 C46 C47 118.4(10) . . ?
C47 C46 H46 120.8 . . ?
N6 C47 C46 123.2(10) . . ?
N6 C47 C48 115.9(9) . . ?
C46 C47 C48 120.8(9) . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
C47 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
F10 C71 C68 112.7(11) . . ?
F11 C71 F10 104.9(10) . . ?
F11 C71 C68 112.6(10) . . ?
F12 C71 F10 107.4(11) . . ?
F12 C71 F11 106.7(10) . . ?
F12 C71 C68 112.0(11) . . ?
C67 C68 C71 119.6(10) . . ?
C69 C68 C71 119.9(10) . . ?
C69 C68 C67 120.5(9) . . ?
C68 C67 H67 121.0 . . ?
C66 C67 C68 118.1(10) . . ?
C66 C67 H67 121.0 . . ?
C67 C66 H66 119.0 . . ?
C67 C66 C65 122.0(10) . . ?
C65 C66 H66 119.0 . . ?
C66 C65 C70 119.8(10) . . ?
C66 C65 C64 123.3(9) . . ?
C70 C65 C64 116.9(9) . . ?
C65 C70 Ir2 112.0(7) . . ?
C69 C70 Ir2 129.2(8) . . ?
C69 C70 C65 118.7(9) . . ?
C68 C69 H69 119.6 . . ?
C70 C69 C68 120.9(9) . . ?
C70 C69 H69 119.6 . . ?
N8 C64 C65 114.3(9) . . ?
N8 C64 C63 119.1(10) . . ?
C63 C64 C65 126.5(10) . . ?
C64 C63 H63 121.1 . . ?
C62 C63 C64 117.8(11) . . ?
C62 C63 H63 121.1 . . ?
C63 C62 H62 120.7 . . ?
C60 C62 C63 118.7(11) . . ?
C60 C62 H62 120.7 . . ?
N9 C60 C62 122.9(11) . . ?
N9 C60 C61 116.4(10) . . ?
C62 C60 C61 120.7(10) . . ?
C60 C61 H61A 109.5 . . ?
C60 C61 H61B 109.5 . . ?
C60 C61 H61C 109.5 . . ?
H61A C61 H61B 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
O2 C58 C57 124.0(10) . . ?
O2 C58 C51 120.3(9) . . ?
C57 C58 C51 115.7(9) . . ?
C58 C57 H57 120.6 . . ?
C56 C57 C58 118.9(10) . . ?
C56 C57 H57 120.6 . . ?
C57 C56 C59 116.9(10) . . ?
N55 C56 C57 125.2(9) . . ?
N55 C56 C59 117.9(9) . . ?
C56 N55 C52 117.8(9) . . ?
N55 C52 C51 121.7(10) . . ?
N55 C52 C53 122.7(10) . . ?
C53 C52 C51 115.5(9) . . ?
N10 C51 C58 116.6(9) . . ?
N10 C51 C52 122.7(9) . . ?
C58 C51 C52 120.4(9) . . ?
C52 C53 C54 117.7(10) . . ?
C49 C53 C52 120.0(10) . . ?
C49 C53 C54 122.3(10) . . ?
C53 C49 H49 119.2 . . ?
C53 C49 C50 121.6(11) . . ?
C50 C49 H49 119.2 . . ?
N10 C50 C49 122.1(10) . . ?
N10 C50 H50 118.9 . . ?
C49 C50 H50 118.9 . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C56 C59 H59A 109.5 . . ?
C56 C59 H59B 109.5 . . ?
C56 C59 H59C 109.5 . . ?
H59A C59 H59B 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 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
Ir1 O1 C17 C16 -1.9(12) . . . . ?
Ir1 O1 C17 C18 174.8(8) . . . . ?
Ir1 N2 C23 C24 178.2(8) . . . . ?
Ir1 N2 C23 C28 0.8(12) . . . . ?
Ir1 N4 C7 C6 4.9(12) . . . . ?
Ir1 N4 C7 C8 -178.5(8) . . . . ?
Ir1 N5 C12 C13 172.2(8) . . . . ?
Ir1 N5 C16 C15 -174.8(8) . . . . ?
Ir1 N5 C16 C17 9.0(11) . . . . ?
Ir1 C1 C2 C3 176.7(9) . . . . ?
Ir1 C1 C6 C5 179.1(8) . . . . ?
Ir1 C1 C6 C7 -4.3(12) . . . . ?
Ir1 C29 C30 C31 -179.9(9) . . . . ?
Ir2 O2 C58 C57 175.2(8) . . . . ?
Ir2 O2 C58 C51 -3.1(11) . . . . ?
Ir2 N7 C44 C42 -10.6(10) . . . . ?
Ir2 N7 C44 C45 172.3(7) . . . . ?
Ir2 N8 N9 C60 173.3(8) . . . . ?
Ir2 N8 C64 C65 5.8(11) . . . . ?
Ir2 N8 C64 C63 -172.7(8) . . . . ?
Ir2 N10 C51 C58 6.0(10) . . . . ?
Ir2 N10 C51 C52 179.8(7) . . . . ?
Ir2 N10 C50 C49 179.8(7) . . . . ?
Ir2 C41 C40 C39 179.0(8) . . . . ?
Ir2 C41 C42 C43 -178.7(8) . . . . ?
Ir2 C41 C42 C44 3.7(11) . . . . ?
Ir2 C70 C69 C68 177.0(7) . . . . ?
F4 C36 C3 C2 36(2) . . . . ?
F4 C36 C3 C4 -146.6(17) . . . . ?
F5 C36 C3 C2 155.8(17) . . . . ?
F5 C36 C3 C4 -26(3) . . . . ?
F6 C36 C3 C2 -85(2) . . . . ?
F6 C36 C3 C4 92.9(19) . . . . ?
F10 C71 C68 C67 109.8(12) . . . . ?
F10 C71 C68 C69 -67.4(15) . . . . ?
F11 C71 C68 C67 -8.7(16) . . . . ?
F11 C71 C68 C69 174.2(10) . . . . ?
F12 C71 C68 C67 -129.0(11) . . . . ?
F12 C71 C68 C69 53.9(14) . . . . ?
O1 C17 C18 C19 -178.2(10) . . . . ?
O2 C58 C57 C56 179.2(9) . . . . ?
O2 C58 C51 N10 -1.9(13) . . . . ?
O2 C58 C51 C52 -175.9(9) . . . . ?
N1 N2 C23 C24 -1.5(16) . . . . ?
N1 N2 C23 C28 -178.9(10) . . . . ?
N2 N1 C26 C25 3.1(15) . . . . ?
N2 N1 C26 C27 -179.3(10) . . . . ?
N2 C23 C24 C25 1.0(16) . . . . ?
N2 C23 C28 C29 -1.2(14) . . . . ?
N2 C23 C28 C33 -179.1(10) . . . . ?
N3 N4 C7 C6 -177.5(9) . . . . ?
N3 N4 C7 C8 -1.0(15) . . . . ?
N4 N3 C10 C9 -4.5(18) . . . . ?
N4 N3 C10 C11 -176.6(10) . . . . ?
N4 C7 C8 C9 3.2(17) . . . . ?
N5 C12 C13 C14 0.6(18) . . . . ?
N5 C16 C17 O1 -4.9(15) . . . . ?
N5 C16 C17 C18 178.2(9) . . . . ?
N6 N7 C44 C42 174.6(8) . . . . ?
N6 N7 C44 C45 -2.5(14) . . . . ?
N7 N6 C47 C46 2.3(14) . . . . ?
N7 N6 C47 C48 179.6(8) . . . . ?
N7 C44 C45 C46 -0.7(14) . . . . ?
N8 N9 C60 C62 1.7(17) . . . . ?
N8 N9 C60 C61 178.8(11) . . . . ?
N8 C64 C63 C62 -3.2(16) . . . . ?
N9 N8 C64 C65 -177.3(9) . . . . ?
N9 N8 C64 C63 4.2(15) . . . . ?
C1 C2 C3 C36 -176.4(14) . . . . ?
C1 C2 C3 C4 5.8(19) . . . . ?
C1 C6 C7 N4 -0.2(14) . . . . ?
C1 C6 C7 C8 -176.4(11) . . . . ?
C2 C1 C6 C5 -2.4(16) . . . . ?
C2 C1 C6 C7 174.3(10) . . . . ?
C2 C3 C4 C5 -6(2) . . . . ?
C36 C3 C4 C5 176.2(14) . . . . ?
C3 C4 C5 C6 1.9(18) . . . . ?
C4 C5 C6 C1 2.2(17) . . . . ?
C4 C5 C6 C7 -174.2(11) . . . . ?
C5 C6 C7 N4 176.3(10) . . . . ?
C5 C6 C7 C8 0.2(18) . . . . ?
C6 C1 C2 C3 -1.6(17) . . . . ?
C6 C7 C8 C9 179.1(11) . . . . ?
C7 C8 C9 C10 -5.8(18) . . . . ?
C8 C9 C10 N3 6.6(19) . . . . ?
C8 C9 C10 C11 177.8(12) . . . . ?
C10 N3 N4 Ir1 179.0(8) . . . . ?
C10 N3 N4 C7 1.6(15) . . . . ?
C12 N5 C16 C15 -1.6(15) . . . . ?
C12 N5 C16 C17 -177.8(9) . . . . ?
C12 C13 C14 C15 -0.7(17) . . . . ?
C12 C13 C14 C22 -179.9(11) . . . . ?
C13 C14 C15 C16 -0.3(15) . . . . ?
C13 C14 C15 N20 178.6(10) . . . . ?
C14 C15 C16 N5 1.5(15) . . . . ?
C14 C15 C16 C17 177.6(10) . . . . ?
C14 C15 N20 C19 -178.9(9) . . . . ?
C15 C16 C17 O1 178.8(9) . . . . ?
C15 C16 C17 C18 1.9(15) . . . . ?
C16 N5 C12 C13 0.5(16) . . . . ?
C16 C15 N20 C19 -0.1(15) . . . . ?
C16 C17 C18 C19 -1.3(15) . . . . ?
C17 C18 C19 N20 -0.1(17) . . . . ?
C17 C18 C19 C21 175.6(10) . . . . ?
C18 C19 N20 C15 0.8(16) . . . . ?
N20 C15 C16 N5 -177.4(9) . . . . ?
N20 C15 C16 C17 -1.3(16) . . . . ?
C21 C19 N20 C15 -174.8(9) . . . . ?
C22 C14 C15 C16 178.9(10) . . . . ?
C22 C14 C15 N20 -2.2(15) . . . . ?
C23 C24 C25 C26 1.5(17) . . . . ?
C23 C28 C29 Ir1 1.0(12) . . . . ?
C23 C28 C29 C30 -178.8(10) . . . . ?
C23 C28 C33 C32 178.2(11) . . . . ?
C24 C23 C28 C29 -178.3(11) . . . . ?
C24 C23 C28 C33 3.7(19) . . . . ?
C24 C25 C26 N1 -3.7(17) . . . . ?
C24 C25 C26 C27 178.9(12) . . . . ?
C26 N1 N2 Ir1 179.8(7) . . . . ?
C26 N1 N2 C23 -0.5(15) . . . . ?
C28 C23 C24 C25 178.0(11) . . . . ?
C28 C29 C30 C31 -0.1(16) . . . . ?
C29 C28 C33 C32 0.4(17) . . . . ?
C29 C30 C31 C32 1.3(17) . . . . ?
C29 C30 C31 C34 179.0(11) . . . . ?
C30 C31 C32 C33 -1.7(17) . . . . ?
C30 C31 C34 F1 175.8(11) . . . . ?
C30 C31 C34 F2 54.7(16) . . . . ?
C30 C31 C34 F3 -64.7(13) . . . . ?
C31 C32 C33 C28 0.8(17) . . . . ?
C32 C31 C34 F1 -6.6(17) . . . . ?
C32 C31 C34 F2 -127.6(12) . . . . ?
C32 C31 C34 F3 112.9(12) . . . . ?
C33 C28 C29 Ir1 179.0(8) . . . . ?
C33 C28 C29 C30 -0.8(16) . . . . ?
C34 C31 C32 C33 -179.3(11) . . . . ?
C41 C40 C39 C38 0.3(15) . . . . ?
C41 C40 C39 C37 -176.4(9) . . . . ?
C41 C42 C44 N7 4.5(12) . . . . ?
C41 C42 C44 C45 -178.5(9) . . . . ?
C40 C41 C42 C43 2.8(14) . . . . ?
C40 C41 C42 C44 -174.8(8) . . . . ?
C40 C39 C38 C43 2.4(16) . . . . ?
C40 C39 C37 F7 -132.3(10) . . . . ?
C40 C39 C37 F8 -12.5(14) . . . . ?
C40 C39 C37 F9 108.3(11) . . . . ?
C39 C38 C43 C42 -2.4(16) . . . . ?
C38 C39 C37 F7 50.9(13) . . . . ?
C38 C39 C37 F8 170.7(9) . . . . ?
C38 C39 C37 F9 -68.5(12) . . . . ?
C38 C43 C42 C41 -0.3(16) . . . . ?
C38 C43 C42 C44 177.0(9) . . . . ?
C43 C42 C44 N7 -173.0(9) . . . . ?
C43 C42 C44 C45 4.0(16) . . . . ?
C42 C41 C40 C39 -2.8(14) . . . . ?
C42 C44 C45 C46 -177.4(9) . . . . ?
C37 C39 C38 C43 179.3(9) . . . . ?
C44 C45 C46 C47 4.3(14) . . . . ?
C45 C46 C47 N6 -5.4(15) . . . . ?
C45 C46 C47 C48 177.5(9) . . . . ?
C47 N6 N7 Ir2 -172.8(7) . . . . ?
C47 N6 N7 C44 1.7(13) . . . . ?
C71 C68 C67 C66 -178.4(11) . . . . ?
C71 C68 C69 C70 178.5(10) . . . . ?
C68 C67 C66 C65 -0.7(16) . . . . ?
C67 C68 C69 C70 1.3(15) . . . . ?
C67 C66 C65 C70 2.6(15) . . . . ?
C67 C66 C65 C64 -178.0(10) . . . . ?
C66 C65 C70 Ir2 -179.5(7) . . . . ?
C66 C65 C70 C69 -2.5(14) . . . . ?
C66 C65 C64 N8 176.1(9) . . . . ?
C66 C65 C64 C63 -5.6(17) . . . . ?
C65 C70 C69 C68 0.6(14) . . . . ?
C65 C64 C63 C62 178.5(11) . . . . ?
C70 C65 C64 N8 -4.5(13) . . . . ?
C70 C65 C64 C63 173.8(10) . . . . ?
C69 C68 C67 C66 -1.3(16) . . . . ?
C64 N8 N9 C60 -3.4(15) . . . . ?
C64 C65 C70 Ir2 1.1(11) . . . . ?
C64 C65 C70 C69 178.1(9) . . . . ?
C64 C63 C62 C60 1.6(18) . . . . ?
C63 C62 C60 N9 -1(2) . . . . ?
C63 C62 C60 C61 -177.9(12) . . . . ?
C58 C57 C56 N55 -0.4(16) . . . . ?
C58 C57 C56 C59 -179.1(9) . . . . ?
C57 C58 C51 N10 179.6(8) . . . . ?
C57 C58 C51 C52 5.7(13) . . . . ?
C57 C56 N55 C52 -0.1(15) . . . . ?
C56 N55 C52 C51 3.5(14) . . . . ?
C56 N55 C52 C53 -179.5(10) . . . . ?
N55 C52 C51 N10 179.9(9) . . . . ?
N55 C52 C51 C58 -6.5(14) . . . . ?
N55 C52 C53 C49 179.2(10) . . . . ?
N55 C52 C53 C54 1.6(15) . . . . ?
C52 C53 C49 C50 3.9(16) . . . . ?
C51 N10 C50 C49 1.9(14) . . . . ?
C51 C58 C57 C56 -2.4(14) . . . . ?
C51 C52 C53 C49 -3.7(14) . . . . ?
C51 C52 C53 C54 178.7(9) . . . . ?
C53 C52 C51 N10 2.8(14) . . . . ?
C53 C52 C51 C58 176.3(9) . . . . ?
C53 C49 C50 N10 -3.0(16) . . . . ?
C50 N10 C51 C58 -175.7(9) . . . . ?
C50 N10 C51 C52 -1.9(14) . . . . ?
C54 C53 C49 C50 -178.6(10) . . . . ?
C59 C56 N55 C52 178.6(9) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.448 0.000 -0.724 811.8 163.3 ?
2 0.226 0.500 -0.975 811.8 163.3 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.773
_oxdiff_exptl_absorpt_empirical_full_min 0.587
_chemical_properties_physical    
Air-sensitive,Heat-sensitive,Light-sensitive,Photo-sensitive
_exptl_crystal_preparation       Luminescent
