# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

####################################################################### 
# 
# 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. 
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data_1_a
_database_code_depnum_ccdc_archive 'CCDC 2110266'
_audit_update_record             
;
2021-09-16 deposited with the CCDC.	2024-03-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H27 F18 Ir N6'
_chemical_formula_weight         1221.95

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.3558(2)
_cell_length_b                   34.9470(8)
_cell_length_c                   14.2098(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.9000(10)
_cell_angle_gamma                90
_cell_volume                     4643.44(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    9921
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      26.37

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.748
_exptl_crystal_F_000             2384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    2.990
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6049
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro focus'
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43608
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.261
_diffrn_reflns_theta_max         26.383
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             9485
_reflns_number_gt                8248
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Apex3'
_computing_cell_refinement       'Bruker Saint'
_computing_data_reduction        'Bruker Saint'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0166P)²+4.2452P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9485
_refine_ls_number_parameters     697
_refine_ls_number_restraints     186
_refine_ls_R_factor_all          0.0314
_refine_ls_R_factor_gt           0.0241
_refine_ls_wR_factor_ref         0.0501
_refine_ls_wR_factor_gt          0.0473
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.49532(2) 0.32643(2) 0.36856(2) 0.02275(4) Uani 1 1 d . . . . .
C15 C 0.2929(9) 0.1125(3) 0.2190(5) 0.0762(18) Uani 0.6 1 d D U P A 1
F1 F 0.1586(5) 0.12002(18) 0.1948(6) 0.1006(18) Uani 0.6 1 d D U P A 1
F2 F 0.2884(9) 0.0821(2) 0.2754(5) 0.125(3) Uani 0.6 1 d D U P A 1
F3 F 0.3546(6) 0.10410(16) 0.1378(4) 0.1004(16) Uani 0.6 1 d D U P A 1
C15A C 0.2822(13) 0.1127(4) 0.2354(8) 0.088(3) Uani 0.4 1 d D U P A 2
F1A F 0.3635(11) 0.0811(3) 0.2356(9) 0.110(3) Uani 0.4 1 d D U P A 2
F2A F 0.1590(10) 0.1066(3) 0.2764(8) 0.131(3) Uani 0.4 1 d D U P A 2
F3A F 0.2391(15) 0.1170(3) 0.1467(6) 0.125(3) Uani 0.4 1 d D U P A 2
F4 F 0.7651(2) 0.15148(6) 0.44613(16) 0.0614(6) Uani 1 1 d . . . . .
F5 F 0.6366(2) 0.18831(6) 0.53074(12) 0.0472(5) Uani 1 1 d . . . . .
F6 F 0.5763(2) 0.13002(6) 0.50874(14) 0.0625(6) Uani 1 1 d . . . . .
F7 F -0.1929(2) 0.45578(8) 0.18157(17) 0.0835(9) Uani 1 1 d . . . . .
F8 F -0.1559(2) 0.45142(9) 0.03520(18) 0.0967(9) Uani 1 1 d . . . . .
F9 F -0.0737(3) 0.49783(7) 0.1121(2) 0.0890(9) Uani 1 1 d . . . . .
F10 F 0.3928(2) 0.48441(8) 0.0493(3) 0.1116(12) Uani 1 1 d . . . . .
F11 F 0.4394(3) 0.43275(9) -0.02484(18) 0.0991(11) Uani 1 1 d . . . . .
F12 F 0.53348(19) 0.44270(7) 0.1124(2) 0.0784(8) Uani 1 1 d . . . . .
F13 F 0.7616(4) 0.53643(9) 0.5796(2) 0.1207(12) Uani 1 1 d . . . . .
F14 F 0.7765(3) 0.51075(7) 0.7148(2) 0.1059(11) Uani 1 1 d . . . . .
F15 F 0.6026(4) 0.54647(8) 0.6771(2) 0.1163(12) Uani 1 1 d . . . . .
F16 F 0.1970(3) 0.47004(9) 0.6657(2) 0.1093(10) Uani 1 1 d . . . . .
F17 F 0.2610(3) 0.42183(9) 0.75106(19) 0.1080(10) Uani 1 1 d . . . . .
F18 F 0.1805(2) 0.41325(8) 0.60918(19) 0.0801(7) Uani 1 1 d . . . . .
N1 N 0.5587(2) 0.24496(6) 0.36797(14) 0.0233(5) Uani 1 1 d . . . . .
N2 N 0.3743(2) 0.25194(7) 0.27183(15) 0.0292(5) Uani 1 1 d . . . . .
N3 N 0.3960(2) 0.37300(7) 0.20719(15) 0.0249(5) Uani 1 1 d . . . . .
N4 N 0.2091(2) 0.36584(7) 0.29254(15) 0.0262(5) Uani 1 1 d . . . . .
N5 N 0.4436(2) 0.38136(7) 0.51908(15) 0.0305(5) Uani 1 1 d . . . . .
N6 N 0.6137(2) 0.40619(7) 0.43720(16) 0.0313(5) Uani 1 1 d . . . . .
C1 C 0.6711(3) 0.30006(8) 0.43376(18) 0.0259(6) Uani 1 1 d . . . . .
C2 C 0.7887(3) 0.31674(9) 0.4814(2) 0.0322(7) Uani 1 1 d . . . . .
H2 H 0.784631 0.342797 0.497429 0.039 Uiso 1 1 calc R U . . .
C3 C 0.9116(3) 0.29603(9) 0.5057(2) 0.0374(7) Uani 1 1 d . . . . .
H3 H 0.987023 0.307814 0.540093 0.045 Uiso 1 1 calc R U . . .
C4 C 0.9224(3) 0.25825(9) 0.4793(2) 0.0384(7) Uani 1 1 d . . . . .
H4 H 1.007445 0.244643 0.492461 0.046 Uiso 1 1 calc R U . . .
C5 C 0.8079(3) 0.24026(9) 0.4333(2) 0.0319(6) Uani 1 1 d . . . . .
H5 H 0.814801 0.214658 0.413669 0.038 Uiso 1 1 calc R U . . .
C6 C 0.6829(3) 0.26088(8) 0.41676(18) 0.0251(6) Uani 1 1 d . . . . .
C7 C 0.4691(3) 0.27206(8) 0.32604(18) 0.0244(6) Uani 1 1 d . . . . .
C8 C 0.2608(4) 0.26840(10) 0.2114(2) 0.0469(9) Uani 1 1 d . . . . .
H8A H 0.285291 0.294550 0.195763 0.070 Uiso 1 1 calc R U . . .
H8B H 0.171591 0.268131 0.244333 0.070 Uiso 1 1 calc R U . . .
H8C H 0.250153 0.253441 0.154133 0.070 Uiso 1 1 calc R U . . .
C9 C 0.3961(3) 0.21310(8) 0.28239(19) 0.0298(6) Uani 1 1 d . . . . .
C10 C 0.3217(4) 0.18297(9) 0.2412(2) 0.0439(8) Uani 1 1 d . . . . .
H10 H 0.246988 0.187039 0.196457 0.053 Uiso 1 1 calc R U . . .
C11 C 0.3623(4) 0.14653(10) 0.2690(2) 0.0510(9) Uani 1 1 d . . . . .
C12 C 0.4665(4) 0.14088(9) 0.3382(2) 0.0431(8) Uani 1 1 d . . . . .
H12 H 0.489004 0.115736 0.356904 0.052 Uiso 1 1 calc R U . . .
C13 C 0.5396(3) 0.17114(8) 0.38137(18) 0.0290(6) Uani 1 1 d . . . . .
C14 C 0.5105(3) 0.20809(8) 0.34792(17) 0.0262(6) Uani 1 1 d . . . . .
C16 C 0.6303(3) 0.16075(9) 0.4660(2) 0.0408(8) Uani 1 1 d . . . . .
C17 C 0.6085(3) 0.33862(8) 0.24599(19) 0.0275(6) Uani 1 1 d . . . . .
C18 C 0.7397(3) 0.32371(9) 0.2190(2) 0.0349(7) Uani 1 1 d . . . . .
H18 H 0.796356 0.310040 0.263271 0.042 Uiso 1 1 calc R U . . .
C19 C 0.7885(3) 0.32855(10) 0.1285(2) 0.0473(8) Uani 1 1 d . . . . .
H19 H 0.878365 0.318847 0.112964 0.057 Uiso 1 1 calc R U . . .
C20 C 0.7060(4) 0.34745(12) 0.0617(2) 0.0529(10) Uani 1 1 d . . . . .
H20 H 0.738877 0.350163 0.000258 0.063 Uiso 1 1 calc R U . . .
C21 C 0.5744(3) 0.36258(10) 0.0844(2) 0.0421(8) Uani 1 1 d . . . . .
H21 H 0.515457 0.374692 0.038580 0.051 Uiso 1 1 calc R U . . .
C22 C 0.5328(3) 0.35926(8) 0.17650(19) 0.0283(6) Uani 1 1 d . . . . .
C23 C 0.3464(3) 0.35477(8) 0.28605(18) 0.0240(6) Uani 1 1 d . . . . .
C24 C 0.1117(3) 0.35287(10) 0.3638(2) 0.0416(8) Uani 1 1 d . . . . .
H24A H 0.022066 0.344927 0.333630 0.062 Uiso 1 1 calc R U . . .
H24B H 0.094200 0.373605 0.407306 0.062 Uiso 1 1 calc R U . . .
H24C H 0.154101 0.331430 0.397955 0.062 Uiso 1 1 calc R U . . .
C25 C 0.1713(3) 0.39200(8) 0.22288(17) 0.0246(6) Uani 1 1 d . . . . .
C26 C 0.0428(3) 0.41083(9) 0.20776(19) 0.0301(6) Uani 1 1 d . . . . .
H26 H -0.037564 0.405104 0.243125 0.036 Uiso 1 1 calc R U . . .
C27 C 0.0380(3) 0.43845(9) 0.13832(19) 0.0300(6) Uani 1 1 d . . . . .
C28 C 0.1592(3) 0.44772(9) 0.0902(2) 0.0335(7) Uani 1 1 d . . . . .
H28 H 0.153809 0.467511 0.045392 0.040 Uiso 1 1 calc R U . . .
C29 C 0.2883(3) 0.42891(9) 0.1055(2) 0.0321(7) Uani 1 1 d . . . . .
C30 C 0.2933(3) 0.39860(8) 0.17021(18) 0.0245(6) Uani 1 1 d . . . . .
C31 C -0.0964(3) 0.46048(11) 0.1173(2) 0.0492(9) Uani 1 1 d . . . . .
C32 C 0.4147(4) 0.44693(12) 0.0606(3) 0.0642(12) Uani 1 1 d . . . . .
C33 C 0.3802(3) 0.31632(8) 0.49080(19) 0.0279(6) Uani 1 1 d . . . . .
C34 C 0.3232(3) 0.28211(9) 0.5238(2) 0.0356(7) Uani 1 1 d . . . . .
H34 H 0.317770 0.260907 0.483096 0.043 Uiso 1 1 calc R U . . .
C35 C 0.2741(3) 0.27830(11) 0.6146(2) 0.0462(8) Uani 1 1 d . . . . .
H35 H 0.233920 0.255053 0.633941 0.055 Uiso 1 1 calc R U . . .
C36 C 0.2844(4) 0.30857(12) 0.6758(2) 0.0537(10) Uani 1 1 d . . . . .
H36 H 0.254818 0.305649 0.738005 0.064 Uiso 1 1 calc R U . . .
C37 C 0.3378(4) 0.34329(11) 0.6469(2) 0.0463(8) Uani 1 1 d . . . . .
H37 H 0.346247 0.364006 0.688912 0.056 Uiso 1 1 calc R U . . .
C38 C 0.3787(3) 0.34691(9) 0.55471(19) 0.0319(6) Uani 1 1 d . . . . .
C39 C 0.5269(3) 0.37544(8) 0.44183(18) 0.0271(6) Uani 1 1 d . . . . .
C40 C 0.7212(3) 0.41273(10) 0.3676(2) 0.0476(9) Uani 1 1 d . . . . .
H40A H 0.812912 0.417518 0.399284 0.071 Uiso 1 1 calc R U . . .
H40B H 0.694231 0.434713 0.329323 0.071 Uiso 1 1 calc R U . . .
H40C H 0.728344 0.390326 0.327747 0.071 Uiso 1 1 calc R U . . .
C41 C 0.5872(3) 0.43172(9) 0.5094(2) 0.0343(7) Uani 1 1 d . . . . .
C42 C 0.6571(4) 0.46512(9) 0.5332(2) 0.0442(8) Uani 1 1 d . . . . .
H42 H 0.735446 0.473878 0.499471 0.053 Uiso 1 1 calc R U . . .
C43 C 0.6070(4) 0.48514(10) 0.6089(3) 0.0528(10) Uani 1 1 d . . . . .
C44 C 0.4845(5) 0.47389(11) 0.6520(2) 0.0597(11) Uani 1 1 d . . . . .
H44 H 0.449413 0.489200 0.700480 0.072 Uiso 1 1 calc R U . . .
C45 C 0.4104(4) 0.44061(10) 0.6266(2) 0.0494(9) Uani 1 1 d . . . . .
C46 C 0.4727(3) 0.41728(9) 0.5585(2) 0.0357(7) Uani 1 1 d . . . . .
C47 C 0.6870(6) 0.51931(12) 0.6458(3) 0.0755(14) Uani 1 1 d . . . . .
C48 C 0.2625(5) 0.43572(14) 0.6631(3) 0.0752(13) 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 C7 2.006(3) . ?
Ir1 C39 2.021(3) . ?
Ir1 C23 2.047(3) . ?
Ir1 C1 2.076(3) . ?
Ir1 C33 2.104(3) . ?
Ir1 C17 2.112(3) . ?
C15 F1 1.318(7) . ?
C15 F2 1.332(7) . ?
C15 F3 1.339(8) . ?
C15 C11 1.521(11) . ?
C15A F3A 1.320(9) . ?
C15A F2A 1.326(9) . ?
C15A F1A 1.341(9) . ?
C15A C11 1.470(17) . ?
F4 C16 1.341(4) . ?
F5 C16 1.332(4) . ?
F6 C16 1.340(4) . ?
F7 C31 1.315(4) . ?
F8 C31 1.314(4) . ?
F9 C31 1.325(4) . ?
F10 C32 1.334(5) . ?
F11 C32 1.338(5) . ?
F12 C32 1.320(4) . ?
F13 C47 1.332(6) . ?
F14 C47 1.303(4) . ?
F15 C47 1.321(5) . ?
F16 C48 1.348(5) . ?
F17 C48 1.342(5) . ?
F18 C48 1.324(5) . ?
N1 C7 1.386(3) . ?
N1 C14 1.391(3) . ?
N1 C6 1.445(3) . ?
N2 C7 1.353(3) . ?
N2 C9 1.380(4) . ?
N2 C8 1.461(3) . ?
N3 C23 1.382(3) . ?
N3 C30 1.402(3) . ?
N3 C22 1.448(3) . ?
N4 C23 1.347(3) . ?
N4 C25 1.385(3) . ?
N4 C24 1.457(3) . ?
N5 C39 1.383(3) . ?
N5 C46 1.398(4) . ?
N5 C38 1.447(4) . ?
N6 C39 1.350(4) . ?
N6 C41 1.388(4) . ?
N6 C40 1.452(4) . ?
C1 C6 1.395(4) . ?
C1 C2 1.400(4) . ?
C2 C3 1.392(4) . ?
C2 H2 0.9400 . ?
C3 C4 1.377(5) . ?
C3 H3 0.9400 . ?
C4 C5 1.388(4) . ?
C4 H4 0.9400 . ?
C5 C6 1.387(4) . ?
C5 H5 0.9400 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 H8C 0.9700 . ?
C9 C10 1.382(4) . ?
C9 C14 1.406(3) . ?
C10 C11 1.383(5) . ?
C10 H10 0.9400 . ?
C11 C12 1.375(4) . ?
C12 C13 1.391(4) . ?
C12 H12 0.9400 . ?
C13 C14 1.400(4) . ?
C13 C16 1.494(4) . ?
C17 C22 1.397(4) . ?
C17 C18 1.398(4) . ?
C18 C19 1.389(4) . ?
C18 H18 0.9400 . ?
C19 C20 1.373(5) . ?
C19 H19 0.9400 . ?
C20 C21 1.387(4) . ?
C20 H20 0.9400 . ?
C21 C22 1.383(4) . ?
C21 H21 0.9400 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?
C25 C26 1.380(4) . ?
C25 C30 1.404(3) . ?
C26 C27 1.380(4) . ?
C26 H26 0.9400 . ?
C27 C28 1.382(4) . ?
C27 C31 1.496(4) . ?
C28 C29 1.386(4) . ?
C28 H28 0.9400 . ?
C29 C30 1.403(4) . ?
C29 C32 1.501(4) . ?
C33 C34 1.396(4) . ?
C33 C38 1.403(4) . ?
C34 C35 1.391(4) . ?
C34 H34 0.9400 . ?
C35 C36 1.371(5) . ?
C35 H35 0.9400 . ?
C36 C37 1.380(5) . ?
C36 H36 0.9400 . ?
C37 C38 1.383(4) . ?
C37 H37 0.9400 . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C40 H40C 0.9700 . ?
C41 C42 1.375(4) . ?
C41 C46 1.393(4) . ?
C42 C43 1.378(5) . ?
C42 H42 0.9400 . ?
C43 C44 1.375(6) . ?
C43 C47 1.496(5) . ?
C44 C45 1.396(5) . ?
C44 H44 0.9400 . ?
C45 C46 1.406(4) . ?
C45 C48 1.503(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
C7 Ir1 C39 166.42(10) . . ?
C7 Ir1 C23 102.22(10) . . ?
C39 Ir1 C23 88.29(10) . . ?
C7 Ir1 C1 78.53(10) . . ?
C39 Ir1 C1 92.65(11) . . ?
C23 Ir1 C1 169.91(10) . . ?
C7 Ir1 C33 91.65(11) . . ?
C39 Ir1 C33 77.71(11) . . ?
C23 Ir1 C33 101.34(10) . . ?
C1 Ir1 C33 88.66(10) . . ?
C7 Ir1 C17 90.13(10) . . ?
C39 Ir1 C17 100.67(11) . . ?
C23 Ir1 C17 77.32(10) . . ?
C1 Ir1 C17 92.65(10) . . ?
C33 Ir1 C17 177.97(11) . . ?
F1 C15 F2 105.5(8) . . ?
F1 C15 F3 104.7(7) . . ?
F2 C15 F3 111.5(8) . . ?
F1 C15 C11 110.7(7) . . ?
F2 C15 C11 111.3(6) . . ?
F3 C15 C11 112.6(7) . . ?
F3A C15A F2A 101.3(11) . . ?
F3A C15A F1A 104.4(11) . . ?
F2A C15A F1A 111.4(12) . . ?
F3A C15A C11 110.9(10) . . ?
F2A C15A C11 115.4(10) . . ?
F1A C15A C11 112.3(10) . . ?
C7 N1 C14 110.9(2) . . ?
C7 N1 C6 114.1(2) . . ?
C14 N1 C6 134.9(2) . . ?
C7 N2 C9 110.9(2) . . ?
C7 N2 C8 125.4(2) . . ?
C9 N2 C8 123.6(2) . . ?
C23 N3 C30 110.7(2) . . ?
C23 N3 C22 114.5(2) . . ?
C30 N3 C22 134.5(2) . . ?
C23 N4 C25 111.2(2) . . ?
C23 N4 C24 125.3(2) . . ?
C25 N4 C24 123.4(2) . . ?
C39 N5 C46 110.2(2) . . ?
C39 N5 C38 114.0(2) . . ?
C46 N5 C38 133.2(2) . . ?
C39 N6 C41 110.7(2) . . ?
C39 N6 C40 126.2(2) . . ?
C41 N6 C40 123.1(3) . . ?
C6 C1 C2 115.3(2) . . ?
C6 C1 Ir1 115.12(18) . . ?
C2 C1 Ir1 129.0(2) . . ?
C3 C2 C1 122.2(3) . . ?
C3 C2 H2 118.9 . . ?
C1 C2 H2 118.9 . . ?
C4 C3 C2 119.9(3) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 120.0(3) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 118.6(3) . . ?
C6 C5 H5 120.7 . . ?
C4 C5 H5 120.7 . . ?
C5 C6 C1 123.5(2) . . ?
C5 C6 N1 122.7(3) . . ?
C1 C6 N1 113.2(2) . . ?
N2 C7 N1 105.4(2) . . ?
N2 C7 Ir1 137.3(2) . . ?
N1 C7 Ir1 116.83(18) . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 C10 129.3(3) . . ?
N2 C9 C14 107.5(2) . . ?
C10 C9 C14 123.2(3) . . ?
C9 C10 C11 116.8(3) . . ?
C9 C10 H10 121.6 . . ?
C11 C10 H10 121.6 . . ?
C12 C11 C10 121.2(3) . . ?
C12 C11 C15A 117.3(5) . . ?
C10 C11 C15A 121.0(5) . . ?
C12 C11 C15 120.2(4) . . ?
C10 C11 C15 118.5(4) . . ?
C11 C12 C13 122.2(3) . . ?
C11 C12 H12 118.9 . . ?
C13 C12 H12 118.9 . . ?
C12 C13 C14 117.6(3) . . ?
C12 C13 C16 115.4(3) . . ?
C14 C13 C16 126.6(3) . . ?
N1 C14 C13 136.6(2) . . ?
N1 C14 C9 104.8(2) . . ?
C13 C14 C9 118.4(2) . . ?
F5 C16 F6 106.0(3) . . ?
F5 C16 F4 107.4(3) . . ?
F6 C16 F4 105.8(3) . . ?
F5 C16 C13 113.0(3) . . ?
F6 C16 C13 110.3(2) . . ?
F4 C16 C13 113.7(3) . . ?
C22 C17 C18 115.3(3) . . ?
C22 C17 Ir1 115.53(19) . . ?
C18 C17 Ir1 128.3(2) . . ?
C19 C18 C17 121.8(3) . . ?
C19 C18 H18 119.1 . . ?
C17 C18 H18 119.1 . . ?
C20 C19 C18 120.3(3) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C19 C20 C21 120.3(3) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C22 C21 C20 117.9(3) . . ?
C22 C21 H21 121.1 . . ?
C20 C21 H21 121.1 . . ?
C21 C22 C17 124.1(3) . . ?
C21 C22 N3 122.5(2) . . ?
C17 C22 N3 113.0(2) . . ?
N4 C23 N3 105.6(2) . . ?
N4 C23 Ir1 137.06(19) . . ?
N3 C23 Ir1 116.54(17) . . ?
N4 C24 H24A 109.5 . . ?
N4 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N4 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 N4 128.8(2) . . ?
C26 C25 C30 123.9(2) . . ?
N4 C25 C30 107.2(2) . . ?
C27 C26 C25 116.9(2) . . ?
C27 C26 H26 121.5 . . ?
C25 C26 H26 121.5 . . ?
C26 C27 C28 120.7(3) . . ?
C26 C27 C31 120.7(3) . . ?
C28 C27 C31 118.6(3) . . ?
C27 C28 C29 122.4(3) . . ?
C27 C28 H28 118.8 . . ?
C29 C28 H28 118.8 . . ?
C28 C29 C30 118.1(2) . . ?
C28 C29 C32 115.4(3) . . ?
C30 C29 C32 125.9(3) . . ?
N3 C30 C29 137.3(2) . . ?
N3 C30 C25 104.7(2) . . ?
C29 C30 C25 117.6(2) . . ?
F8 C31 F7 107.9(3) . . ?
F8 C31 F9 104.6(3) . . ?
F7 C31 F9 106.1(3) . . ?
F8 C31 C27 112.4(3) . . ?
F7 C31 C27 112.8(3) . . ?
F9 C31 C27 112.5(3) . . ?
F12 C32 F10 107.4(4) . . ?
F12 C32 F11 107.3(3) . . ?
F10 C32 F11 106.6(3) . . ?
F12 C32 C29 112.1(3) . . ?
F10 C32 C29 110.0(3) . . ?
F11 C32 C29 113.1(4) . . ?
C34 C33 C38 115.0(3) . . ?
C34 C33 Ir1 129.2(2) . . ?
C38 C33 Ir1 115.0(2) . . ?
C35 C34 C33 122.3(3) . . ?
C35 C34 H34 118.8 . . ?
C33 C34 H34 118.8 . . ?
C36 C35 C34 119.8(3) . . ?
C36 C35 H35 120.1 . . ?
C34 C35 H35 120.1 . . ?
C35 C36 C37 120.5(3) . . ?
C35 C36 H36 119.7 . . ?
C37 C36 H36 119.7 . . ?
C36 C37 C38 118.5(3) . . ?
C36 C37 H37 120.8 . . ?
C38 C37 H37 120.8 . . ?
C37 C38 C33 123.5(3) . . ?
C37 C38 N5 122.7(3) . . ?
C33 C38 N5 113.2(2) . . ?
N6 C39 N5 106.0(2) . . ?
N6 C39 Ir1 136.7(2) . . ?
N5 C39 Ir1 117.32(19) . . ?
N6 C40 H40A 109.5 . . ?
N6 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
N6 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C42 C41 N6 129.2(3) . . ?
C42 C41 C46 123.5(3) . . ?
N6 C41 C46 107.3(3) . . ?
C41 C42 C43 116.9(3) . . ?
C41 C42 H42 121.6 . . ?
C43 C42 H42 121.6 . . ?
C44 C43 C42 120.9(3) . . ?
C44 C43 C47 119.1(4) . . ?
C42 C43 C47 120.0(4) . . ?
C43 C44 C45 122.5(3) . . ?
C43 C44 H44 118.7 . . ?
C45 C44 H44 118.7 . . ?
C44 C45 C46 116.6(3) . . ?
C44 C45 C48 117.5(3) . . ?
C46 C45 C48 125.3(3) . . ?
C41 C46 N5 105.5(2) . . ?
C41 C46 C45 118.6(3) . . ?
N5 C46 C45 135.8(3) . . ?
F14 C47 F15 106.8(4) . . ?
F14 C47 F13 107.3(5) . . ?
F15 C47 F13 104.3(4) . . ?
F14 C47 C43 112.5(4) . . ?
F15 C47 C43 113.2(4) . . ?
F13 C47 C43 112.2(4) . . ?
F18 C48 F17 107.5(4) . . ?
F18 C48 F16 106.7(4) . . ?
F17 C48 F16 106.1(3) . . ?
F18 C48 C45 113.0(3) . . ?
F17 C48 C45 113.6(4) . . ?
F16 C48 C45 109.5(4) . . ?

_refine_diff_density_max         0.440
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.072



####################################################################### 
# 
# 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_9_a_sq
_database_code_depnum_ccdc_archive 'CCDC 2242122'
loop_
_audit_author_name
_audit_author_address
'Jie Yan'
;City University of Hong Kong
China
;
_audit_update_record             
;
2023-02-15 deposited with the CCDC.	2024-03-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C75 H57 F18 Ir N6'
_chemical_formula_weight         1576.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           147
_space_group_name_H-M_alt        'P -3'
_space_group_name_Hall           '-P 3'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'

_cell_length_a                   16.3890(5)
_cell_length_b                   16.3890(5)
_cell_length_c                   17.8634(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     4155.3(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    213(2)
_cell_measurement_reflns_used    9277
_cell_measurement_theta_min      3.11
_cell_measurement_theta_max      74.76

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.260
_exptl_crystal_F_000             1576
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    3.811
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5204
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      213(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro focus'
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            74392
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.113
_diffrn_reflns_theta_max         74.818
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5712
_reflns_number_gt                5639
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 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.
;

_computing_data_collection       'Bruker Apex3'
_computing_cell_refinement       'Bruker Saint'
_computing_data_reduction        'Bruker Saint'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0385P)²+1.6864P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5712
_refine_ls_number_parameters     424
_refine_ls_number_restraints     901
_refine_ls_R_factor_all          0.0241
_refine_ls_R_factor_gt           0.0239
_refine_ls_wR_factor_ref         0.0651
_refine_ls_wR_factor_gt          0.0648
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.101
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.666667 0.333333 0.27311(2) 0.03121(6) Uani 1 3 d S T P . .
F1 F 0.84944(10) 0.71812(13) 0.08356(11) 0.0787(5) Uani 1 1 d . . . . .
F2 F 0.74916(14) 0.61506(13) 0.00824(9) 0.0763(5) Uani 1 1 d . . . . .
F3 F 0.76038(13) 0.74998(13) 0.01713(10) 0.0787(5) Uani 1 1 d . . . . .
N1 N 0.70499(10) 0.50852(10) 0.17125(8) 0.0340(3) Uani 1 1 d . . . . .
N2 N 0.59406(11) 0.46309(11) 0.25508(9) 0.0372(3) Uani 1 1 d . . . . .
C1 C 0.87463(16) 0.58291(18) 0.17240(16) 0.0580(6) Uani 1 1 d . . . . .
H1 H 0.875460 0.613438 0.217188 0.070 Uiso 1 1 calc R U . . .
C2 C 0.95834(19) 0.5984(2) 0.1395(2) 0.0809(10) Uani 1 1 d . . . . .
H2 H 1.016617 0.640701 0.161415 0.097 Uiso 1 1 calc R U . . .
C3 C 0.9551(3) 0.5514(3) 0.0749(2) 0.0892(12) Uani 1 1 d . . . . .
H3 H 1.011621 0.561824 0.052956 0.107 Uiso 1 1 calc R U . . .
C4 C 0.8714(3) 0.4899(3) 0.04175(19) 0.0829(10) Uani 1 1 d . . . . .
H4 H 0.870558 0.457910 -0.002139 0.099 Uiso 1 1 calc R U . . .
C5 C 0.7873(2) 0.47487(19) 0.07320(14) 0.0584(6) Uani 1 1 d . . . . .
H5 H 0.729243 0.433275 0.050669 0.070 Uiso 1 1 calc R U . . .
C6 C 0.79078(14) 0.52201(14) 0.13793(11) 0.0410(4) Uani 1 1 d . . . . .
C7 C 0.66983(13) 0.57036(13) 0.16570(11) 0.0363(4) Uani 1 1 d . . . . .
C8 C 0.68949(14) 0.64622(14) 0.11806(12) 0.0431(4) Uani 1 1 d . . . . .
C9 C 0.63597(16) 0.68971(16) 0.12694(14) 0.0506(5) Uani 1 1 d . . . . .
H9 H 0.647657 0.740818 0.095990 0.061 Uiso 1 1 calc R U . . .
C10 C 0.56541(16) 0.65909(16) 0.18076(15) 0.0520(5) Uani 1 1 d . . . . .
C11 C 0.54514(15) 0.58448(15) 0.22769(13) 0.0476(5) Uani 1 1 d . . . . .
H11 H 0.497007 0.564055 0.263677 0.057 Uiso 1 1 calc R U . . .
C12 C 0.59852(13) 0.54062(13) 0.21978(11) 0.0390(4) Uani 1 1 d . . . . .
C13 C 0.65723(12) 0.44137(12) 0.22494(10) 0.0323(3) Uani 1 1 d . . . . .
C20 C 0.76250(18) 0.68264(18) 0.05737(15) 0.0565(6) Uani 1 1 d . . . . .
C21 C 0.5088(2) 0.7076(2) 0.18592(19) 0.0728(6) Uani 0.3 1 d D U P A 1
F4 F 0.4578(6) 0.6956(7) 0.1224(5) 0.0756(18) Uani 0.3 1 d D U P A 1
F5 F 0.5580(9) 0.7981(6) 0.1993(6) 0.080(2) Uani 0.3 1 d D U P A 1
F6 F 0.4424(9) 0.6692(10) 0.2430(6) 0.067(2) Uani 0.3 1 d D U P A 1
C21A C 0.5088(2) 0.7076(2) 0.18592(19) 0.0728(6) Uani 0.3 1 d D U P A 2
F4A F 0.4310(6) 0.6606(6) 0.1393(6) 0.091(2) Uani 0.3 1 d D U P A 2
F5A F 0.5497(7) 0.7937(6) 0.1568(7) 0.086(2) Uani 0.3 1 d D U P A 2
F6A F 0.4750(8) 0.7042(7) 0.2514(6) 0.094(2) Uani 0.3 1 d D U P A 2
C21B C 0.5088(2) 0.7076(2) 0.18592(19) 0.0728(6) Uani 0.4 1 d D U P A 3
F4B F 0.4999(7) 0.7432(7) 0.1234(4) 0.0944(16) Uani 0.4 1 d D U P A 3
F5B F 0.5592(6) 0.7883(5) 0.2313(4) 0.0889(18) Uani 0.4 1 d D U P A 3
F6B F 0.4287(7) 0.6614(9) 0.2209(5) 0.087(2) Uani 0.4 1 d D U P A 3
C14 C 0.54316(15) 0.40935(14) 0.31946(12) 0.0435(4) Uani 0.5 1 d D U P B 1
C15 C 0.4938(6) 0.4344(6) 0.3695(4) 0.0528(16) Uani 0.5 1 d D U P B 1
H15 H 0.486153 0.486367 0.359062 0.063 Uiso 0.5 1 calc R U P B 1
C16 C 0.4558(6) 0.3821(6) 0.4350(4) 0.0599(16) Uani 0.5 1 d D U P B 1
H16 H 0.420668 0.397994 0.467360 0.072 Uiso 0.5 1 calc R U P B 1
C17 C 0.4692(9) 0.3080(9) 0.4527(6) 0.0632(16) Uani 0.5 1 d D U P B 1
C18 C 0.52216(18) 0.28858(17) 0.40363(13) 0.0522(5) Uani 0.5 1 d D U P B 1
H18 H 0.529857 0.236680 0.414397 0.063 Uiso 0.5 1 calc R U P B 1
C19 C 0.56509(14) 0.34020(14) 0.33930(11) 0.0408(4) Uani 0.5 1 d D U P B 1
C22 C 0.4353(6) 0.2539(6) 0.5272(4) 0.0769(18) Uani 0.5 1 d D U P B 1
C23 C 0.3406(8) 0.1657(8) 0.5121(7) 0.158(4) Uani 0.5 1 d D U P B 1
H23A H 0.332202 0.116187 0.546500 0.237 Uiso 0.5 1 calc R U P B 1
H23B H 0.339193 0.144882 0.461074 0.237 Uiso 0.5 1 calc R U P B 1
H23C H 0.290297 0.179766 0.519301 0.237 Uiso 0.5 1 calc R U P B 1
C24 C 0.4992(7) 0.2216(9) 0.5601(6) 0.120(3) Uani 0.5 1 d D U P B 1
H24A H 0.468589 0.181116 0.602781 0.180 Uiso 0.5 1 calc R U P B 1
H24B H 0.557793 0.275909 0.575967 0.180 Uiso 0.5 1 calc R U P B 1
H24C H 0.512288 0.186847 0.522539 0.180 Uiso 0.5 1 calc R U P B 1
C25 C 0.4326(9) 0.3228(7) 0.5798(6) 0.122(3) Uani 0.5 1 d D U P B 1
H25A H 0.409127 0.292981 0.628008 0.184 Uiso 0.5 1 calc R U P B 1
H25B H 0.391226 0.344025 0.559957 0.184 Uiso 0.5 1 calc R U P B 1
H25C H 0.495542 0.376349 0.585687 0.184 Uiso 0.5 1 calc R U P B 1
C14A C 0.54316(15) 0.40935(14) 0.31946(12) 0.0435(4) Uani 0.5 1 d D U P B 2
C15A C 0.4723(5) 0.4194(6) 0.3531(4) 0.0499(15) Uani 0.5 1 d D U P B 2
H15A H 0.453284 0.460497 0.333539 0.060 Uiso 0.5 1 calc R U P B 2
C16A C 0.4310(6) 0.3663(6) 0.4167(4) 0.0597(16) Uani 0.5 1 d D U P B 2
H16A H 0.384726 0.373601 0.442025 0.072 Uiso 0.5 1 calc R U P B 2
C17A C 0.4561(9) 0.3027(9) 0.4438(6) 0.0636(16) Uani 0.5 1 d D U P B 2
C18A C 0.52216(18) 0.28858(17) 0.40363(13) 0.0522(5) Uani 0.5 1 d D U P B 2
H18A H 0.537403 0.243538 0.420603 0.063 Uiso 0.5 1 calc R U P B 2
C19A C 0.56509(14) 0.34020(14) 0.33930(11) 0.0408(4) Uani 0.5 1 d D U P B 2
C22A C 0.4040(6) 0.2448(6) 0.5142(5) 0.0805(19) Uani 0.5 1 d D U P B 2
C23A C 0.2969(6) 0.1819(9) 0.4942(7) 0.144(4) Uani 0.5 1 d D U P B 2
H23D H 0.267569 0.129398 0.528887 0.215 Uiso 0.5 1 calc R U P B 2
H23E H 0.290722 0.158119 0.443581 0.215 Uiso 0.5 1 calc R U P B 2
H23F H 0.266207 0.219259 0.497884 0.215 Uiso 0.5 1 calc R U P B 2
C24A C 0.4410(7) 0.1813(6) 0.5361(5) 0.104(2) Uani 0.5 1 d D U P B 2
H24D H 0.509334 0.217109 0.537527 0.156 Uiso 0.5 1 calc R U P B 2
H24E H 0.420772 0.130841 0.499745 0.156 Uiso 0.5 1 calc R U P B 2
H24F H 0.417042 0.154830 0.585135 0.156 Uiso 0.5 1 calc R U P B 2
C25A C 0.3901(9) 0.2931(7) 0.5802(6) 0.122(3) Uani 0.5 1 d D U P B 2
H25D H 0.366502 0.249897 0.622253 0.184 Uiso 0.5 1 calc R U P B 2
H25E H 0.345005 0.312821 0.567459 0.184 Uiso 0.5 1 calc R U P B 2
H25F H 0.449732 0.347848 0.593648 0.184 Uiso 0.5 1 calc R U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ir1 C13 2.0428(17) 3_665 ?
Ir1 C13 2.0428(17) 2_655 ?
Ir1 C13 2.0428(17) . ?
Ir1 C19 2.0903(19) 2_655 ?
Ir1 C19 2.0904(19) 3_665 ?
Ir1 C19A 2.0904(19) . ?
Ir1 C19 2.0904(19) . ?
F1 C20 1.326(3) . ?
F2 C20 1.343(3) . ?
F3 C20 1.332(3) . ?
N1 C13 1.372(2) . ?
N1 C7 1.398(2) . ?
N1 C6 1.438(2) . ?
N2 C13 1.363(2) . ?
N2 C12 1.387(2) . ?
N2 C14A 1.435(2) . ?
N2 C14 1.435(2) . ?
C1 C6 1.376(3) . ?
C1 C2 1.394(4) . ?
C1 H1 0.9400 . ?
C2 C3 1.374(6) . ?
C2 H2 0.9400 . ?
C3 C4 1.365(6) . ?
C3 H3 0.9400 . ?
C4 C5 1.391(4) . ?
C4 H4 0.9400 . ?
C5 C6 1.376(3) . ?
C5 H5 0.9400 . ?
C7 C12 1.403(3) . ?
C7 C8 1.405(3) . ?
C8 C9 1.389(3) . ?
C8 C20 1.500(3) . ?
C9 C10 1.390(3) . ?
C9 H9 0.9400 . ?
C10 C11 1.379(3) . ?
C10 C21B 1.498(3) . ?
C10 C21 1.498(3) . ?
C10 C21A 1.498(3) . ?
C11 C12 1.389(3) . ?
C11 H11 0.9400 . ?
C21 F5 1.308(10) . ?
C21 F4 1.363(9) . ?
C21 F6 1.390(11) . ?
C21A F6A 1.283(10) . ?
C21A F5A 1.328(8) . ?
C21A F4A 1.388(9) . ?
C21B F4B 1.300(7) . ?
C21B F6B 1.301(9) . ?
C21B F5B 1.412(8) . ?
C14 C19 1.395(3) . ?
C14 C15 1.397(8) . ?
C15 C16 1.399(8) . ?
C15 H15 0.9400 . ?
C16 C17 1.375(9) . ?
C16 H16 0.9400 . ?
C17 C18 1.379(8) . ?
C17 C22 1.539(8) . ?
C18 C19 1.391(3) . ?
C18 H18 0.9400 . ?
C22 C25 1.486(7) . ?
C22 C24 1.510(7) . ?
C22 C23 1.526(7) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 H23C 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 H25C 0.9700 . ?
C14A C15A 1.388(8) . ?
C14A C19A 1.395(3) . ?
C15A C16A 1.384(8) . ?
C15A H15A 0.9400 . ?
C16A C17A 1.386(9) . ?
C16A H16A 0.9400 . ?
C17A C18A 1.412(7) . ?
C17A C22A 1.548(8) . ?
C18A C19A 1.391(3) . ?
C18A H18A 0.9400 . ?
C22A C24A 1.494(7) . ?
C22A C25A 1.501(7) . ?
C22A C23A 1.569(8) . ?
C23A H23D 0.9700 . ?
C23A H23E 0.9700 . ?
C23A H23F 0.9700 . ?
C24A H24D 0.9700 . ?
C24A H24E 0.9700 . ?
C24A H24F 0.9700 . ?
C25A H25D 0.9700 . ?
C25A H25E 0.9700 . ?
C25A H25F 0.9700 . ?

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
C13 Ir1 C13 103.52(6) 3_665 2_655 ?
C13 Ir1 C13 103.52(6) 3_665 . ?
C13 Ir1 C13 103.52(6) 2_655 . ?
C13 Ir1 C19 87.17(7) 3_665 2_655 ?
C13 Ir1 C19 77.54(7) 2_655 2_655 ?
C13 Ir1 C19 168.51(8) . 2_655 ?
C13 Ir1 C19 77.54(7) 3_665 3_665 ?
C13 Ir1 C19 168.52(8) 2_655 3_665 ?
C13 Ir1 C19 87.17(7) . 3_665 ?
C19 Ir1 C19 91.15(8) 2_655 3_665 ?
C13 Ir1 C19A 168.51(8) 3_665 . ?
C13 Ir1 C19A 87.17(7) 2_655 . ?
C13 Ir1 C19A 77.54(7) . . ?
C13 Ir1 C19 168.51(8) 3_665 . ?
C13 Ir1 C19 87.17(7) 2_655 . ?
C13 Ir1 C19 77.54(7) . . ?
C19 Ir1 C19 91.15(8) 2_655 . ?
C19 Ir1 C19 91.15(8) 3_665 . ?
C13 N1 C7 110.77(15) . . ?
C13 N1 C6 122.30(15) . . ?
C7 N1 C6 125.80(15) . . ?
C13 N2 C12 111.14(15) . . ?
C13 N2 C14A 116.15(15) . . ?
C12 N2 C14A 132.42(16) . . ?
C13 N2 C14 116.15(15) . . ?
C12 N2 C14 132.42(16) . . ?
C6 C1 C2 118.6(3) . . ?
C6 C1 H1 120.7 . . ?
C2 C1 H1 120.7 . . ?
C3 C2 C1 119.5(3) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C4 C3 C2 121.4(3) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C3 C4 C5 119.8(3) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C6 C5 C4 118.7(3) . . ?
C6 C5 H5 120.6 . . ?
C4 C5 H5 120.6 . . ?
C1 C6 C5 122.0(2) . . ?
C1 C6 N1 118.12(19) . . ?
C5 C6 N1 119.9(2) . . ?
N1 C7 C12 105.85(16) . . ?
N1 C7 C8 133.59(18) . . ?
C12 C7 C8 120.50(17) . . ?
C9 C8 C7 117.44(19) . . ?
C9 C8 C20 117.48(19) . . ?
C7 C8 C20 125.07(18) . . ?
C8 C9 C10 121.2(2) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C11 C10 C9 121.9(2) . . ?
C11 C10 C21B 119.7(2) . . ?
C9 C10 C21B 118.4(2) . . ?
C11 C10 C21 119.7(2) . . ?
C9 C10 C21 118.4(2) . . ?
C11 C10 C21A 119.7(2) . . ?
C9 C10 C21A 118.4(2) . . ?
C10 C11 C12 117.5(2) . . ?
C10 C11 H11 121.2 . . ?
C12 C11 H11 121.2 . . ?
N2 C12 C11 132.00(18) . . ?
N2 C12 C7 106.54(16) . . ?
C11 C12 C7 121.39(19) . . ?
N2 C13 N1 105.66(15) . . ?
N2 C13 Ir1 117.17(12) . . ?
N1 C13 Ir1 136.86(13) . . ?
F1 C20 F3 107.1(2) . . ?
F1 C20 F2 106.8(2) . . ?
F3 C20 F2 105.7(2) . . ?
F1 C20 C8 112.8(2) . . ?
F3 C20 C8 111.94(19) . . ?
F2 C20 C8 112.1(2) . . ?
F5 C21 F4 107.6(6) . . ?
F5 C21 F6 106.2(8) . . ?
F4 C21 F6 105.1(7) . . ?
F5 C21 C10 114.7(6) . . ?
F4 C21 C10 111.7(5) . . ?
F6 C21 C10 110.9(7) . . ?
F6A C21A F5A 112.4(7) . . ?
F6A C21A F4A 105.4(7) . . ?
F5A C21A F4A 101.0(6) . . ?
F6A C21A C10 113.7(6) . . ?
F5A C21A C10 115.0(5) . . ?
F4A C21A C10 108.0(5) . . ?
F4B C21B F6B 111.5(7) . . ?
F4B C21B F5B 102.6(5) . . ?
F6B C21B F5B 102.6(7) . . ?
F4B C21B C10 115.0(4) . . ?
F6B C21B C10 115.6(7) . . ?
F5B C21B C10 107.7(4) . . ?
C19 C14 C15 119.9(4) . . ?
C19 C14 N2 113.29(16) . . ?
C15 C14 N2 125.2(4) . . ?
C14 C15 C16 120.1(7) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C17 C16 C15 121.0(7) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C16 C17 C18 117.0(7) . . ?
C16 C17 C22 122.5(6) . . ?
C18 C17 C22 120.3(7) . . ?
C17 C18 C19 124.8(4) . . ?
C17 C18 H18 117.6 . . ?
C19 C18 H18 117.6 . . ?
C18 C19 C14 116.52(18) . . ?
C18 C19 Ir1 127.49(16) . . ?
C14 C19 Ir1 115.82(14) . . ?
C25 C22 C24 108.1(8) . . ?
C25 C22 C23 115.4(8) . . ?
C24 C22 C23 106.9(7) . . ?
C25 C22 C17 104.4(7) . . ?
C24 C22 C17 115.1(6) . . ?
C23 C22 C17 107.2(7) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C15A C14A C19A 123.8(4) . . ?
C15A C14A N2 122.6(4) . . ?
C19A C14A N2 113.29(16) . . ?
C16A C15A C14A 117.2(7) . . ?
C16A C15A H15A 121.4 . . ?
C14A C15A H15A 121.4 . . ?
C15A C16A C17A 121.6(7) . . ?
C15A C16A H16A 119.2 . . ?
C17A C16A H16A 119.2 . . ?
C16A C17A C18A 119.1(6) . . ?
C16A C17A C22A 117.8(6) . . ?
C18A C17A C22A 123.0(7) . . ?
C19A C18A C17A 121.1(4) . . ?
C19A C18A H18A 119.5 . . ?
C17A C18A H18A 119.5 . . ?
C18A C19A C14A 116.52(18) . . ?
C18A C19A Ir1 127.49(16) . . ?
C14A C19A Ir1 115.82(14) . . ?
C24A C22A C25A 112.5(7) . . ?
C24A C22A C17A 110.4(6) . . ?
C25A C22A C17A 119.8(7) . . ?
C24A C22A C23A 108.2(7) . . ?
C25A C22A C23A 96.3(7) . . ?
C17A C22A C23A 108.1(7) . . ?
C22A C23A H23D 109.5 . . ?
C22A C23A H23E 109.5 . . ?
H23D C23A H23E 109.5 . . ?
C22A C23A H23F 109.5 . . ?
H23D C23A H23F 109.5 . . ?
H23E C23A H23F 109.5 . . ?
C22A C24A H24D 109.5 . . ?
C22A C24A H24E 109.5 . . ?
H24D C24A H24E 109.5 . . ?
C22A C24A H24F 109.5 . . ?
H24D C24A H24F 109.5 . . ?
H24E C24A H24F 109.5 . . ?
C22A C25A H25D 109.5 . . ?
C22A C25A H25E 109.5 . . ?
H25D C25A H25E 109.5 . . ?
C22A C25A H25F 109.5 . . ?
H25D C25A H25F 109.5 . . ?
H25E C25A H25F 109.5 . . ?

_refine_diff_density_max         0.603
_refine_diff_density_min         -0.713
_refine_diff_density_rms         0.060




