# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2018

####################################################################### 
# 
# 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_170415b
_database_code_depnum_ccdc_archive 'CCDC 1845551'
_audit_update_record             
;
2018-05-27 deposited with the CCDC.
2018-07-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H27 F6 Ir N2 O7'
_chemical_formula_weight         1025.90

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   13.9380(11)
_cell_length_b                   17.6336(14)
_cell_length_c                   16.7523(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.794(2)
_cell_angle_gamma                90.00
_cell_volume                     3998.6(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4286
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      21.835

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.17
_exptl_crystal_density_meas      0
_exptl_crystal_density_diffrn    1.704
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2016
_exptl_absorpt_coefficient_mu    3.423
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4474
_exptl_absorpt_correction_T_max  0.5938
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19909
_diffrn_reflns_av_R_equivalents  0.0541
_diffrn_reflns_av_sigmaI/netI    0.0729
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.46
_diffrn_reflns_theta_max         25.02
_reflns_number_total             7039
_reflns_number_gt                4311
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0236P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7039
_refine_ls_number_parameters     616
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0917
_refine_ls_R_factor_gt           0.0380
_refine_ls_wR_factor_ref         0.0755
_refine_ls_wR_factor_gt          0.0632
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.001
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.272481(18) 0.429780(15) 0.246049(14) 0.04385(9) Uani 1 1 d . . .
F1 F 0.313(5) 0.611(3) 0.7250(11) 0.17(2) Uani 0.56(9) 1 d P A 1
F2 F 0.279(5) 0.495(2) 0.7315(12) 0.15(3) Uani 0.56(9) 1 d P A 1
F3 F 0.177(3) 0.578(3) 0.7413(10) 0.14(2) Uani 0.56(9) 1 d P A 1
F4 F -0.0644(12) 0.5904(11) 0.3852(9) 0.109(6) Uani 0.61(3) 1 d P B 1
F5 F -0.0050(10) 0.6966(10) 0.4266(16) 0.134(10) Uani 0.61(3) 1 d P B 1
F6 F -0.0767(10) 0.6290(11) 0.5015(9) 0.110(6) Uani 0.61(3) 1 d P B 1
F1' F 0.181(4) 0.509(5) 0.7372(13) 0.17(3) Uani 0.44(9) 1 d P A 2
F2' F 0.238(6) 0.622(3) 0.732(2) 0.17(3) Uani 0.44(9) 1 d P A 2
F3' F 0.335(4) 0.532(4) 0.728(2) 0.14(2) Uani 0.44(9) 1 d P A 2
F4' F -0.0099(19) 0.7048(14) 0.4890(14) 0.112(10) Uani 0.39(3) 1 d P B 2
F5' F -0.076(3) 0.6058(18) 0.443(2) 0.149(16) Uani 0.39(3) 1 d P B 2
F6' F -0.004(2) 0.664(2) 0.3769(13) 0.124(13) Uani 0.39(3) 1 d P B 2
N1 N 0.2028(4) 0.3324(3) 0.2671(3) 0.0487(14) Uani 1 1 d . . .
N2 N 0.3488(4) 0.5253(3) 0.2334(3) 0.0459(13) Uani 1 1 d . . .
O1 O 0.3454(4) 0.2507(3) 0.0534(3) 0.0762(15) Uani 1 1 d . . .
O2 O 0.3059(3) 0.1607(3) 0.1296(3) 0.0757(15) Uani 1 1 d . . .
O3 O 0.0213(4) 0.6008(3) 0.1117(3) 0.0649(13) Uani 1 1 d . . .
O4 O 0.1304(4) 0.6924(3) 0.1393(3) 0.0773(15) Uani 1 1 d . . .
O5 O 0.3961(3) 0.3832(2) 0.3322(2) 0.0488(11) Uani 1 1 d . . .
O6 O 0.2350(3) 0.4870(2) 0.3453(2) 0.0531(11) Uani 1 1 d . . .
O7 O 0.7766(4) 0.2623(3) 0.5765(3) 0.0965(18) Uani 1 1 d . . .
C1 C 0.3103(5) 0.2282(5) 0.1192(4) 0.0585(19) Uani 1 1 d . . .
C2 C 0.2845(4) 0.2885(4) 0.1695(3) 0.0450(16) Uani 1 1 d . . .
C3 C 0.3002(4) 0.3645(4) 0.1577(3) 0.0441(16) Uani 1 1 d . . .
C4 C 0.3359(4) 0.3836(4) 0.0855(4) 0.0458(16) Uani 1 1 d . . .
C5 C 0.3554(5) 0.3251(5) 0.0368(4) 0.0580(19) Uani 1 1 d . . .
C6 C 0.3860(6) 0.3386(5) -0.0357(5) 0.091(3) Uani 1 1 d . . .
H6 H 0.4000 0.2983 -0.0669 0.109 Uiso 1 1 calc R . .
C7 C 0.3949(6) 0.4110(6) -0.0596(5) 0.089(3) Uani 1 1 d . . .
H7 H 0.4139 0.4203 -0.1083 0.107 Uiso 1 1 calc R . .
C8 C 0.3764(5) 0.4713(5) -0.0129(4) 0.072(2) Uani 1 1 d . . .
H8 H 0.3837 0.5208 -0.0296 0.087 Uiso 1 1 calc R . .
C9 C 0.3468(4) 0.4574(4) 0.0589(4) 0.0530(18) Uani 1 1 d . . .
H9 H 0.3338 0.4980 0.0901 0.064 Uiso 1 1 calc R . .
C10 C 0.2319(4) 0.2686(4) 0.2319(4) 0.0507(18) Uani 1 1 d . . .
C11 C 0.2013(5) 0.1992(4) 0.2531(4) 0.064(2) Uani 1 1 d . . .
H11 H 0.2212 0.1556 0.2302 0.077 Uiso 1 1 calc R . .
C12 C 0.1431(6) 0.1931(5) 0.3063(5) 0.081(2) Uani 1 1 d . . .
H12 H 0.1234 0.1455 0.3203 0.097 Uiso 1 1 calc R . .
C13 C 0.1131(6) 0.2570(5) 0.3397(5) 0.081(2) Uani 1 1 d . . .
H13 H 0.0709 0.2533 0.3750 0.097 Uiso 1 1 calc R . .
C14 C 0.1455(5) 0.3258(4) 0.3208(4) 0.066(2) Uani 1 1 d . . .
H14 H 0.1276 0.3691 0.3455 0.079 Uiso 1 1 calc R . .
C15 C 0.1175(6) 0.6247(5) 0.1411(4) 0.062(2) Uani 1 1 d . . .
C16 C 0.1885(4) 0.5668(4) 0.1719(3) 0.0463(15) Uani 1 1 d . . .
C17 C 0.1659(4) 0.4900(4) 0.1749(3) 0.0428(16) Uani 1 1 d . . .
C18 C 0.0654(5) 0.4690(4) 0.1333(4) 0.0471(16) Uani 1 1 d . . .
C19 C -0.0019(5) 0.5259(5) 0.1042(4) 0.0547(18) Uani 1 1 d . . .
C20 C -0.0991(5) 0.5090(5) 0.0652(4) 0.066(2) Uani 1 1 d . . .
H20 H -0.1444 0.5479 0.0479 0.079 Uiso 1 1 calc R . .
C21 C -0.1276(5) 0.4355(6) 0.0523(4) 0.073(2) Uani 1 1 d . . .
H21 H -0.1929 0.4245 0.0265 0.088 Uiso 1 1 calc R . .
C22 C -0.0617(5) 0.3765(5) 0.0768(4) 0.069(2) Uani 1 1 d . . .
H22 H -0.0814 0.3264 0.0663 0.083 Uiso 1 1 calc R . .
C23 C 0.0339(5) 0.3940(4) 0.1170(4) 0.0557(18) Uani 1 1 d . . .
H23 H 0.0788 0.3548 0.1339 0.067 Uiso 1 1 calc R . .
C24 C 0.2931(5) 0.5857(4) 0.2028(4) 0.0535(18) Uani 1 1 d . . .
C25 C 0.3402(6) 0.6539(4) 0.1962(4) 0.073(2) Uani 1 1 d . . .
H25 H 0.3031 0.6960 0.1740 0.088 Uiso 1 1 calc R . .
C26 C 0.4407(7) 0.6598(5) 0.2220(5) 0.083(2) Uani 1 1 d . . .
H26 H 0.4716 0.7060 0.2187 0.099 Uiso 1 1 calc R . .
C27 C 0.4947(6) 0.5980(5) 0.2523(4) 0.069(2) Uani 1 1 d . . .
H27 H 0.5632 0.6013 0.2691 0.083 Uiso 1 1 calc R . .
C28 C 0.4482(5) 0.5314(4) 0.2580(4) 0.0561(18) Uani 1 1 d . . .
H28 H 0.4855 0.4891 0.2792 0.067 Uiso 1 1 calc R . .
C29 C 0.4158(4) 0.3932(3) 0.4089(4) 0.0421(15) Uani 1 1 d . . .
C30 C 0.3577(5) 0.4348(4) 0.4512(4) 0.0567(18) Uani 1 1 d . . .
H30 H 0.3793 0.4338 0.5081 0.068 Uiso 1 1 calc R . .
C31 C 0.2742(5) 0.4766(3) 0.4216(4) 0.0462(16) Uani 1 1 d . . .
C32 C 0.5090(5) 0.3585(3) 0.4554(4) 0.0451(16) Uani 1 1 d . . .
C33 C 0.5743(5) 0.3275(4) 0.4156(4) 0.075(2) Uani 1 1 d . . .
H33 H 0.5589 0.3284 0.3585 0.090 Uiso 1 1 calc R . .
C34 C 0.6619(6) 0.2952(5) 0.4564(5) 0.091(3) Uani 1 1 d . . .
H34 H 0.7038 0.2743 0.4266 0.109 Uiso 1 1 calc R . .
C35 C 0.6879(5) 0.2933(4) 0.5401(4) 0.0622(19) Uani 1 1 d . . .
C36 C 0.6258(6) 0.3250(4) 0.5808(4) 0.075(2) Uani 1 1 d . . .
H36 H 0.6425 0.3254 0.6379 0.090 Uiso 1 1 calc R . .
C37 C 0.5372(5) 0.3572(4) 0.5390(4) 0.068(2) Uani 1 1 d . . .
H37 H 0.4958 0.3784 0.5690 0.081 Uiso 1 1 calc R . .
C38 C 0.8088(5) 0.2664(5) 0.6644(5) 0.106(3) Uani 1 1 d . . .
H38A H 0.8046 0.3179 0.6818 0.160 Uiso 1 1 calc R . .
H38B H 0.8760 0.2493 0.6813 0.160 Uiso 1 1 calc R . .
H38C H 0.7675 0.2347 0.6887 0.160 Uiso 1 1 calc R . .
C39 C 0.2227(5) 0.5173(3) 0.4767(4) 0.0490(16) Uani 1 1 d . . .
C40 C 0.2562(5) 0.5168(4) 0.5616(4) 0.0615(19) Uani 1 1 d . . .
H40 H 0.3134 0.4903 0.5860 0.074 Uiso 1 1 calc R . .
C41 C 0.2044(6) 0.5557(4) 0.6104(4) 0.073(2) Uani 1 1 d . A .
C42 C 0.1194(6) 0.5945(4) 0.5754(5) 0.081(2) Uani 1 1 d . . .
H42 H 0.0854 0.6208 0.6082 0.098 Uiso 1 1 calc R . .
C43 C 0.0849(6) 0.5940(4) 0.4912(5) 0.068(2) Uani 1 1 d . B .
C44 C 0.1357(5) 0.5557(4) 0.4424(4) 0.0557(18) Uani 1 1 d . . .
H44 H 0.1114 0.5557 0.3856 0.067 Uiso 1 1 calc R . .
C45 C 0.2388(14) 0.5564(11) 0.7009(6) 0.111(4) Uani 1 1 d . . .
C46 C -0.0068(12) 0.6342(13) 0.4530(9) 0.095(4) 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 C17 1.977(6) . ?
Ir1 C3 1.984(6) . ?
Ir1 N2 2.030(5) . ?
Ir1 N1 2.044(5) . ?
Ir1 O6 2.114(4) . ?
Ir1 O5 2.131(4) . ?
F1 C45 1.39(3) . ?
F2 C45 1.27(3) . ?
F3 C45 1.27(3) . ?
F4 C46 1.45(3) . ?
F5 C46 1.189(18) . ?
F6 C46 1.41(2) . ?
F1' C45 1.40(4) . ?
F2' C45 1.27(5) . ?
F3' C45 1.37(4) . ?
F4' C46 1.39(3) . ?
F5' C46 1.06(3) . ?
F6' C46 1.39(3) . ?
N1 C14 1.343(7) . ?
N1 C10 1.375(7) . ?
N2 C24 1.346(7) . ?
N2 C28 1.353(7) . ?
O1 C5 1.355(7) . ?
O1 C1 1.367(8) . ?
O2 C1 1.206(7) . ?
O3 C19 1.359(8) . ?
O3 C15 1.381(8) . ?
O4 C15 1.208(7) . ?
O5 C29 1.260(6) . ?
O6 C31 1.278(6) . ?
O7 C35 1.356(7) . ?
O7 C38 1.434(7) . ?
C1 C2 1.455(9) . ?
C2 C3 1.380(8) . ?
C2 C10 1.456(8) . ?
C3 C4 1.454(7) . ?
C4 C5 1.381(8) . ?
C4 C9 1.395(8) . ?
C5 C6 1.400(8) . ?
C6 C7 1.353(10) . ?
C6 H6 0.9300 . ?
C7 C8 1.381(9) . ?
C7 H7 0.9300 . ?
C8 C9 1.384(8) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C10 C11 1.370(8) . ?
C11 C12 1.345(8) . ?
C11 H11 0.9300 . ?
C12 C13 1.368(9) . ?
C12 H12 0.9300 . ?
C13 C14 1.358(9) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.430(9) . ?
C16 C17 1.394(8) . ?
C16 C24 1.465(8) . ?
C17 C18 1.456(8) . ?
C18 C19 1.380(8) . ?
C18 C23 1.400(8) . ?
C19 C20 1.389(9) . ?
C20 C21 1.359(9) . ?
C20 H20 0.9300 . ?
C21 C22 1.383(9) . ?
C21 H21 0.9300 . ?
C22 C23 1.376(8) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 C25 1.387(9) . ?
C25 C26 1.367(9) . ?
C25 H25 0.9300 . ?
C26 C27 1.352(9) . ?
C26 H26 0.9300 . ?
C27 C28 1.356(8) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 C30 1.403(8) . ?
C29 C32 1.479(8) . ?
C30 C31 1.366(8) . ?
C30 H30 0.9300 . ?
C31 C39 1.483(8) . ?
C32 C37 1.362(8) . ?
C32 C33 1.363(8) . ?
C33 C34 1.372(9) . ?
C33 H33 0.9300 . ?
C34 C35 1.363(9) . ?
C34 H34 0.9300 . ?
C35 C36 1.344(8) . ?
C36 C37 1.387(8) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 C44 1.388(8) . ?
C39 C40 1.388(8) . ?
C40 C41 1.394(8) . ?
C40 H40 0.9300 . ?
C41 C42 1.372(9) . ?
C41 C45 1.477(11) . ?
C42 C43 1.378(9) . ?
C42 H42 0.9300 . ?
C43 C44 1.380(8) . ?
C43 C46 1.467(12) . ?
C44 H44 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C17 Ir1 C3 96.5(2) . . ?
C17 Ir1 N2 80.1(2) . . ?
C3 Ir1 N2 101.7(2) . . ?
C17 Ir1 N1 103.6(2) . . ?
C3 Ir1 N1 80.0(2) . . ?
N2 Ir1 N1 175.72(19) . . ?
C17 Ir1 O6 85.78(19) . . ?
C3 Ir1 O6 172.7(2) . . ?
N2 Ir1 O6 85.42(17) . . ?
N1 Ir1 O6 92.77(18) . . ?
C17 Ir1 O5 170.1(2) . . ?
C3 Ir1 O5 90.69(19) . . ?
N2 Ir1 O5 91.81(18) . . ?
N1 Ir1 O5 84.24(17) . . ?
O6 Ir1 O5 87.87(15) . . ?
C14 N1 C10 119.9(6) . . ?
C14 N1 Ir1 124.9(5) . . ?
C10 N1 Ir1 114.3(4) . . ?
C24 N2 C28 120.6(6) . . ?
C24 N2 Ir1 115.3(4) . . ?
C28 N2 Ir1 124.0(5) . . ?
C5 O1 C1 121.4(5) . . ?
C19 O3 C15 121.3(6) . . ?
C29 O5 Ir1 125.5(4) . . ?
C31 O6 Ir1 126.2(4) . . ?
C35 O7 C38 118.1(5) . . ?
O2 C1 O1 116.4(7) . . ?
O2 C1 C2 127.5(7) . . ?
O1 C1 C2 116.1(6) . . ?
C3 C2 C1 123.9(6) . . ?
C3 C2 C10 117.4(5) . . ?
C1 C2 C10 118.5(6) . . ?
C2 C3 C4 116.2(5) . . ?
C2 C3 Ir1 113.1(4) . . ?
C4 C3 Ir1 130.7(5) . . ?
C5 C4 C9 117.2(6) . . ?
C5 C4 C3 118.2(6) . . ?
C9 C4 C3 124.5(6) . . ?
O1 C5 C4 123.9(6) . . ?
O1 C5 C6 114.1(7) . . ?
C4 C5 C6 122.0(7) . . ?
C7 C6 C5 119.0(8) . . ?
C7 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
C6 C7 C8 121.1(7) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 H7 119.5 . . ?
C7 C8 C9 119.4(7) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
C8 C9 C4 121.3(6) . . ?
C8 C9 H9 119.3 . . ?
C4 C9 H9 119.3 . . ?
C11 C10 N1 118.6(6) . . ?
C11 C10 C2 129.9(7) . . ?
N1 C10 C2 111.2(6) . . ?
C12 C11 C10 121.1(7) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C13 119.8(7) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C14 C13 C12 119.3(7) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
N1 C14 C13 121.2(7) . . ?
N1 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
O4 C15 O3 115.5(7) . . ?
O4 C15 C16 128.4(8) . . ?
O3 C15 C16 116.1(6) . . ?
C17 C16 C15 124.3(6) . . ?
C17 C16 C24 115.0(6) . . ?
C15 C16 C24 120.6(7) . . ?
C16 C17 C18 115.5(6) . . ?
C16 C17 Ir1 113.6(5) . . ?
C18 C17 Ir1 130.6(5) . . ?
C19 C18 C23 117.6(6) . . ?
C19 C18 C17 118.6(7) . . ?
C23 C18 C17 123.7(6) . . ?
O3 C19 C18 123.2(7) . . ?
O3 C19 C20 115.8(7) . . ?
C18 C19 C20 121.0(7) . . ?
C21 C20 C19 119.6(7) . . ?
C21 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
C20 C21 C22 121.5(7) . . ?
C20 C21 H21 119.3 . . ?
C22 C21 H21 119.3 . . ?
C23 C22 C21 118.3(7) . . ?
C23 C22 H22 120.9 . . ?
C21 C22 H22 120.9 . . ?
C22 C23 C18 121.9(7) . . ?
C22 C23 H23 119.1 . . ?
C18 C23 H23 119.1 . . ?
N2 C24 C25 118.4(6) . . ?
N2 C24 C16 112.9(6) . . ?
C25 C24 C16 128.3(7) . . ?
C26 C25 C24 120.6(8) . . ?
C26 C25 H25 119.7 . . ?
C24 C25 H25 119.7 . . ?
C27 C26 C25 119.6(8) . . ?
C27 C26 H26 120.2 . . ?
C25 C26 H26 120.2 . . ?
C26 C27 C28 119.4(7) . . ?
C26 C27 H27 120.3 . . ?
C28 C27 H27 120.3 . . ?
N2 C28 C27 121.3(7) . . ?
N2 C28 H28 119.3 . . ?
C27 C28 H28 119.3 . . ?
O5 C29 C30 125.2(6) . . ?
O5 C29 C32 115.4(5) . . ?
C30 C29 C32 119.4(6) . . ?
C31 C30 C29 130.0(6) . . ?
C31 C30 H30 115.0 . . ?
C29 C30 H30 115.0 . . ?
O6 C31 C30 124.4(6) . . ?
O6 C31 C39 113.4(6) . . ?
C30 C31 C39 122.2(6) . . ?
C37 C32 C33 115.7(6) . . ?
C37 C32 C29 123.4(6) . . ?
C33 C32 C29 120.9(6) . . ?
C32 C33 C34 122.8(7) . . ?
C32 C33 H33 118.6 . . ?
C34 C33 H33 118.6 . . ?
C35 C34 C33 120.6(7) . . ?
C35 C34 H34 119.7 . . ?
C33 C34 H34 119.7 . . ?
C36 C35 O7 124.6(7) . . ?
C36 C35 C34 117.8(7) . . ?
O7 C35 C34 117.6(7) . . ?
C35 C36 C37 121.2(7) . . ?
C35 C36 H36 119.4 . . ?
C37 C36 H36 119.4 . . ?
C32 C37 C36 121.9(6) . . ?
C32 C37 H37 119.0 . . ?
C36 C37 H37 119.0 . . ?
O7 C38 H38A 109.5 . . ?
O7 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
O7 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C44 C39 C40 118.3(6) . . ?
C44 C39 C31 118.9(6) . . ?
C40 C39 C31 122.7(6) . . ?
C39 C40 C41 120.2(6) . . ?
C39 C40 H40 119.9 . . ?
C41 C40 H40 119.9 . . ?
C42 C41 C40 120.7(7) . . ?
C42 C41 C45 118.0(8) . . ?
C40 C41 C45 121.3(9) . . ?
C41 C42 C43 119.3(6) . . ?
C41 C42 H42 120.4 . . ?
C43 C42 H42 120.4 . . ?
C42 C43 C44 120.4(7) . . ?
C42 C43 C46 119.9(8) . . ?
C44 C43 C46 119.7(9) . . ?
C43 C44 C39 121.0(6) . . ?
C43 C44 H44 119.5 . . ?
C39 C44 H44 119.5 . . ?
F2 C45 F3 109(2) . . ?
F2 C45 F2' 131(2) . . ?
F3 C45 F2' 56(2) . . ?
F2 C45 F3' 45.8(17) . . ?
F3 C45 F3' 130.4(19) . . ?
F2' C45 F3' 104(3) . . ?
F2 C45 F1 104(2) . . ?
F3 C45 F1 101(2) . . ?
F2' C45 F1 48(2) . . ?
F3' C45 F1 61(2) . . ?
F2 C45 F1' 64(2) . . ?
F3 C45 F1' 54.0(19) . . ?
F2' C45 F1' 108(3) . . ?
F3' C45 F1' 107(3) . . ?
F1 C45 F1' 138.4(17) . . ?
F2 C45 C41 114.3(15) . . ?
F3 C45 C41 116.9(17) . . ?
F2' C45 C41 113(2) . . ?
F3' C45 C41 112.7(18) . . ?
F1 C45 C41 109.9(16) . . ?
F1' C45 C41 111.2(18) . . ?
F5' C46 F5 118(2) . . ?
F5' C46 F6' 105(3) . . ?
F5 C46 F6' 45.7(15) . . ?
F5' C46 F4' 112(3) . . ?
F5 C46 F4' 48.5(18) . . ?
F6' C46 F4' 94(3) . . ?
F5' C46 F6 49(2) . . ?
F5 C46 F6 110.7(16) . . ?
F6' C46 F6 136.9(14) . . ?
F4' C46 F6 73.3(13) . . ?
F5' C46 F4 46(3) . . ?
F5 C46 F4 104.9(15) . . ?
F6' C46 F4 67.2(16) . . ?
F4' C46 F4 138.5(13) . . ?
F6 C46 F4 95(2) . . ?
F5' C46 C43 120(2) . . ?
F5 C46 C43 121.1(18) . . ?
F6' C46 C43 111.5(14) . . ?
F4' C46 C43 111.0(16) . . ?
F6 C46 C43 111.5(12) . . ?
F4 C46 C43 110.3(13) . . ?

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
C17 Ir1 N1 C14 -78.0(5) . . . . ?
C3 Ir1 N1 C14 -172.4(6) . . . . ?
N2 Ir1 N1 C14 73(3) . . . . ?
O6 Ir1 N1 C14 8.3(5) . . . . ?
O5 Ir1 N1 C14 95.9(5) . . . . ?
C17 Ir1 N1 C10 112.5(4) . . . . ?
C3 Ir1 N1 C10 18.1(4) . . . . ?
N2 Ir1 N1 C10 -96(3) . . . . ?
O6 Ir1 N1 C10 -161.2(4) . . . . ?
O5 Ir1 N1 C10 -73.6(4) . . . . ?
C17 Ir1 N2 C24 14.2(4) . . . . ?
C3 Ir1 N2 C24 108.9(4) . . . . ?
N1 Ir1 N2 C24 -137(3) . . . . ?
O6 Ir1 N2 C24 -72.3(4) . . . . ?
O5 Ir1 N2 C24 -160.0(4) . . . . ?
C17 Ir1 N2 C28 -169.9(5) . . . . ?
C3 Ir1 N2 C28 -75.2(5) . . . . ?
N1 Ir1 N2 C28 38(3) . . . . ?
O6 Ir1 N2 C28 103.6(5) . . . . ?
O5 Ir1 N2 C28 15.9(5) . . . . ?
C17 Ir1 O5 C29 53.4(12) . . . . ?
C3 Ir1 O5 C29 -169.6(5) . . . . ?
N2 Ir1 O5 C29 88.6(5) . . . . ?
N1 Ir1 O5 C29 -89.8(5) . . . . ?
O6 Ir1 O5 C29 3.2(4) . . . . ?
C17 Ir1 O6 C31 178.0(5) . . . . ?
C3 Ir1 O6 C31 69.1(17) . . . . ?
N2 Ir1 O6 C31 -101.6(5) . . . . ?
N1 Ir1 O6 C31 74.5(5) . . . . ?
O5 Ir1 O6 C31 -9.6(5) . . . . ?
C5 O1 C1 O2 -178.7(6) . . . . ?
C5 O1 C1 C2 0.1(10) . . . . ?
O2 C1 C2 C3 173.8(7) . . . . ?
O1 C1 C2 C3 -4.8(10) . . . . ?
O2 C1 C2 C10 -11.3(11) . . . . ?
O1 C1 C2 C10 170.1(5) . . . . ?
C1 C2 C3 C4 6.0(9) . . . . ?
C10 C2 C3 C4 -168.9(5) . . . . ?
C1 C2 C3 Ir1 -172.5(5) . . . . ?
C10 C2 C3 Ir1 12.6(7) . . . . ?
C17 Ir1 C3 C2 -118.9(5) . . . . ?
N2 Ir1 C3 C2 159.9(4) . . . . ?
N1 Ir1 C3 C2 -16.1(4) . . . . ?
O6 Ir1 C3 C2 -10.6(18) . . . . ?
O5 Ir1 C3 C2 67.9(4) . . . . ?
C17 Ir1 C3 C4 62.9(6) . . . . ?
N2 Ir1 C3 C4 -18.3(6) . . . . ?
N1 Ir1 C3 C4 165.6(6) . . . . ?
O6 Ir1 C3 C4 171.2(13) . . . . ?
O5 Ir1 C3 C4 -110.3(5) . . . . ?
C2 C3 C4 C5 -2.7(9) . . . . ?
Ir1 C3 C4 C5 175.5(5) . . . . ?
C2 C3 C4 C9 173.4(6) . . . . ?
Ir1 C3 C4 C9 -8.4(9) . . . . ?
C1 O1 C5 C4 3.1(11) . . . . ?
C1 O1 C5 C6 -176.0(7) . . . . ?
C9 C4 C5 O1 -178.1(6) . . . . ?
C3 C4 C5 O1 -1.7(10) . . . . ?
C9 C4 C5 C6 0.9(11) . . . . ?
C3 C4 C5 C6 177.3(7) . . . . ?
O1 C5 C6 C7 177.7(8) . . . . ?
C4 C5 C6 C7 -1.4(13) . . . . ?
C5 C6 C7 C8 1.4(14) . . . . ?
C6 C7 C8 C9 -1.0(13) . . . . ?
C7 C8 C9 C4 0.5(11) . . . . ?
C5 C4 C9 C8 -0.5(10) . . . . ?
C3 C4 C9 C8 -176.6(6) . . . . ?
C14 N1 C10 C11 -0.2(9) . . . . ?
Ir1 N1 C10 C11 169.8(5) . . . . ?
C14 N1 C10 C2 174.0(5) . . . . ?
Ir1 N1 C10 C2 -15.9(6) . . . . ?
C3 C2 C10 C11 175.8(7) . . . . ?
C1 C2 C10 C11 0.5(10) . . . . ?
C3 C2 C10 N1 2.4(8) . . . . ?
C1 C2 C10 N1 -172.8(5) . . . . ?
N1 C10 C11 C12 0.9(10) . . . . ?
C2 C10 C11 C12 -172.1(7) . . . . ?
C10 C11 C12 C13 0.4(12) . . . . ?
C11 C12 C13 C14 -2.3(13) . . . . ?
C10 N1 C14 C13 -1.7(10) . . . . ?
Ir1 N1 C14 C13 -170.7(5) . . . . ?
C12 C13 C14 N1 3.0(12) . . . . ?
C19 O3 C15 O4 174.6(6) . . . . ?
C19 O3 C15 C16 -7.2(9) . . . . ?
O4 C15 C16 C17 176.9(7) . . . . ?
O3 C15 C16 C17 -1.1(9) . . . . ?
O4 C15 C16 C24 -3.4(11) . . . . ?
O3 C15 C16 C24 178.6(5) . . . . ?
C15 C16 C17 C18 8.5(8) . . . . ?
C24 C16 C17 C18 -171.2(5) . . . . ?
C15 C16 C17 Ir1 -165.0(5) . . . . ?
C24 C16 C17 Ir1 15.2(6) . . . . ?
C3 Ir1 C17 C16 -116.4(4) . . . . ?
N2 Ir1 C17 C16 -15.6(4) . . . . ?
N1 Ir1 C17 C16 162.3(4) . . . . ?
O6 Ir1 C17 C16 70.5(4) . . . . ?
O5 Ir1 C17 C16 20.2(13) . . . . ?
C3 Ir1 C17 C18 71.2(5) . . . . ?
N2 Ir1 C17 C18 172.0(5) . . . . ?
N1 Ir1 C17 C18 -10.0(5) . . . . ?
O6 Ir1 C17 C18 -101.9(5) . . . . ?
O5 Ir1 C17 C18 -152.2(8) . . . . ?
C16 C17 C18 C19 -8.2(8) . . . . ?
Ir1 C17 C18 C19 164.0(4) . . . . ?
C16 C17 C18 C23 168.3(5) . . . . ?
Ir1 C17 C18 C23 -19.5(8) . . . . ?
C15 O3 C19 C18 7.5(9) . . . . ?
C15 O3 C19 C20 -172.8(6) . . . . ?
C23 C18 C19 O3 -176.1(5) . . . . ?
C17 C18 C19 O3 0.7(9) . . . . ?
C23 C18 C19 C20 4.3(9) . . . . ?
C17 C18 C19 C20 -179.0(5) . . . . ?
O3 C19 C20 C21 177.6(6) . . . . ?
C18 C19 C20 C21 -2.7(10) . . . . ?
C19 C20 C21 C22 -0.5(11) . . . . ?
C20 C21 C22 C23 1.9(11) . . . . ?
C21 C22 C23 C18 -0.2(10) . . . . ?
C19 C18 C23 C22 -2.8(9) . . . . ?
C17 C18 C23 C22 -179.4(6) . . . . ?
C28 N2 C24 C25 0.9(9) . . . . ?
Ir1 N2 C24 C25 177.0(5) . . . . ?
C28 N2 C24 C16 174.2(5) . . . . ?
Ir1 N2 C24 C16 -9.7(6) . . . . ?
C17 C16 C24 N2 -3.5(7) . . . . ?
C15 C16 C24 N2 176.7(5) . . . . ?
C17 C16 C24 C25 169.0(6) . . . . ?
C15 C16 C24 C25 -10.7(10) . . . . ?
N2 C24 C25 C26 -1.6(10) . . . . ?
C16 C24 C25 C26 -173.8(7) . . . . ?
C24 C25 C26 C27 1.7(12) . . . . ?
C25 C26 C27 C28 -1.1(12) . . . . ?
C24 N2 C28 C27 -0.4(9) . . . . ?
Ir1 N2 C28 C27 -176.1(5) . . . . ?
C26 C27 C28 N2 0.5(10) . . . . ?
Ir1 O5 C29 C30 2.3(8) . . . . ?
Ir1 O5 C29 C32 -176.6(3) . . . . ?
O5 C29 C30 C31 -4.7(11) . . . . ?
C32 C29 C30 C31 174.1(6) . . . . ?
Ir1 O6 C31 C30 10.7(9) . . . . ?
Ir1 O6 C31 C39 -171.8(4) . . . . ?
C29 C30 C31 O6 -2.5(11) . . . . ?
C29 C30 C31 C39 -179.8(6) . . . . ?
O5 C29 C32 C37 -173.4(6) . . . . ?
C30 C29 C32 C37 7.7(9) . . . . ?
O5 C29 C32 C33 8.8(9) . . . . ?
C30 C29 C32 C33 -170.1(6) . . . . ?
C37 C32 C33 C34 1.6(11) . . . . ?
C29 C32 C33 C34 179.6(7) . . . . ?
C32 C33 C34 C35 -0.6(13) . . . . ?
C38 O7 C35 C36 -3.0(11) . . . . ?
C38 O7 C35 C34 174.3(7) . . . . ?
C33 C34 C35 C36 -0.9(12) . . . . ?
C33 C34 C35 O7 -178.3(7) . . . . ?
O7 C35 C36 C37 178.5(7) . . . . ?
C34 C35 C36 C37 1.3(12) . . . . ?
C33 C32 C37 C36 -1.2(11) . . . . ?
C29 C32 C37 C36 -179.1(6) . . . . ?
C35 C36 C37 C32 -0.2(12) . . . . ?
O6 C31 C39 C44 5.4(8) . . . . ?
C30 C31 C39 C44 -177.1(6) . . . . ?
O6 C31 C39 C40 -176.6(6) . . . . ?
C30 C31 C39 C40 1.0(10) . . . . ?
C44 C39 C40 C41 -1.6(10) . . . . ?
C31 C39 C40 C41 -179.7(6) . . . . ?
C39 C40 C41 C42 0.6(11) . . . . ?
C39 C40 C41 C45 -179.7(12) . . . . ?
C40 C41 C42 C43 0.6(12) . . . . ?
C45 C41 C42 C43 -179.2(12) . . . . ?
C41 C42 C43 C44 -0.7(12) . . . . ?
C41 C42 C43 C46 179.0(13) . . . . ?
C42 C43 C44 C39 -0.3(11) . . . . ?
C46 C43 C44 C39 179.9(12) . . . . ?
C40 C39 C44 C43 1.5(10) . . . . ?
C31 C39 C44 C43 179.6(6) . . . . ?
C42 C41 C45 F2 145(4) . . . . ?
C40 C41 C45 F2 -35(5) . . . . ?
C42 C41 C45 F3 16(4) . . . . ?
C40 C41 C45 F3 -164(4) . . . . ?
C42 C41 C45 F2' -47(5) . . . . ?
C40 C41 C45 F2' 134(5) . . . . ?
C42 C41 C45 F3' -165(4) . . . . ?
C40 C41 C45 F3' 15(5) . . . . ?
C42 C41 C45 F1 -99(4) . . . . ?
C40 C41 C45 F1 82(4) . . . . ?
C42 C41 C45 F1' 75(4) . . . . ?
C40 C41 C45 F1' -105(4) . . . . ?
C42 C43 C46 F5' -90(4) . . . . ?
C44 C43 C46 F5' 90(4) . . . . ?
C42 C43 C46 F5 97(2) . . . . ?
C44 C43 C46 F5 -84(3) . . . . ?
C42 C43 C46 F6' 147(2) . . . . ?
C44 C43 C46 F6' -33(3) . . . . ?
C42 C43 C46 F4' 43(3) . . . . ?
C44 C43 C46 F4' -136.9(18) . . . . ?
C42 C43 C46 F6 -36(3) . . . . ?
C44 C43 C46 F6 143.5(16) . . . . ?
C42 C43 C46 F4 -140.4(14) . . . . ?
C44 C43 C46 F4 39(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.649
_refine_diff_density_min         -0.867
_refine_diff_density_rms         0.112
