# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2014

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#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
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#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
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#  data retrieval see:
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#  from this site to visualise CIF-encoded structures and 
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data_perianam

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H39 Cl2 Ir2 N4'
_chemical_formula_weight         1079.09

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'
Cl Cl 0.1484 0.1585 '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           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.846(2)
_cell_length_b                   10.265(3)
_cell_length_c                   21.098(5)
_cell_angle_alpha                85.002(3)
_cell_angle_beta                 89.516(3)
_cell_angle_gamma                79.875(3)
_cell_volume                     1878.7(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3602
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      25.95

_exptl_crystal_description       needle
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.908
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1038
_exptl_absorpt_coefficient_mu    7.256
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.513
_exptl_absorpt_correction_T_max  0.745
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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            18115
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_av_sigmaI/netI    0.0826
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.94
_diffrn_reflns_theta_max         28.42
_reflns_number_total             9228
_reflns_number_gt                5615
_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)+(0.0400P)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         9228
_refine_ls_number_parameters     499
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1019
_refine_ls_R_factor_gt           0.0532
_refine_ls_wR_factor_ref         0.1141
_refine_ls_wR_factor_gt          0.1005
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.052
_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 0.18461(3) 0.28575(3) 0.160923(15) 0.04728(11) Uani 1 1 d . . .
Cl1 Cl 0.2420(2) 0.5171(2) 0.14581(10) 0.0550(5) Uani 1 1 d . . .
N1 N 0.1726(7) 0.2796(6) 0.0663(3) 0.0408(15) Uani 1 1 d . . .
N2 N -0.0560(7) 0.3646(7) 0.1367(4) 0.0566(19) Uani 1 1 d . . .
C1 C 0.4097(9) 0.2079(8) 0.1430(4) 0.055(2) Uani 1 1 d . . .
C2 C 0.5395(10) 0.1627(9) 0.1799(5) 0.071(3) Uani 1 1 d . . .
H2 H 0.5316 0.1640 0.2238 0.085 Uiso 1 1 calc R . .
C3 C 0.6829(12) 0.1147(10) 0.1539(7) 0.088(4) Uani 1 1 d . . .
H3 H 0.7677 0.0889 0.1808 0.106 Uiso 1 1 calc R . .
C4 C 0.7008(11) 0.1053(10) 0.0908(8) 0.089(4) Uani 1 1 d . . .
H4 H 0.7955 0.0682 0.0748 0.107 Uiso 1 1 calc R . .
C5 C 0.5784(11) 0.1505(9) 0.0500(6) 0.075(3) Uani 1 1 d . . .
C6 C 0.4332(9) 0.1965(7) 0.0775(5) 0.057(2) Uani 1 1 d . . .
C7 C 0.5807(14) 0.1498(10) -0.0173(7) 0.092(4) Uani 1 1 d . . .
H7 H 0.6758 0.1242 -0.0358 0.111 Uiso 1 1 calc R . .
C8 C 0.4593(15) 0.1823(10) -0.0568(6) 0.083(3) Uani 1 1 d . . .
H8 H 0.4709 0.1768 -0.1004 0.100 Uiso 1 1 calc R . .
C9 C 0.3106(13) 0.2259(9) -0.0300(5) 0.067(3) Uani 1 1 d . . .
C10 C 0.3037(9) 0.2363(7) 0.0365(4) 0.049(2) Uani 1 1 d . . .
C11 C 0.1707(14) 0.2642(9) -0.0626(5) 0.077(3) Uani 1 1 d . . .
H11 H 0.1687 0.2589 -0.1063 0.093 Uiso 1 1 calc R . .
C12 C 0.0378(11) 0.3089(9) -0.0327(5) 0.065(2) Uani 1 1 d . . .
H12 H -0.0538 0.3328 -0.0555 0.078 Uiso 1 1 calc R . .
C13 C 0.0407(9) 0.3184(8) 0.0338(4) 0.051(2) Uani 1 1 d . . .
C14 C -0.0881(9) 0.3676(8) 0.0730(4) 0.052(2) Uani 1 1 d . . .
C15 C -0.2350(11) 0.4138(8) 0.0489(5) 0.069(3) Uani 1 1 d . . .
H15 H -0.2547 0.4136 0.0057 0.083 Uiso 1 1 calc R . .
C16 C -0.3505(11) 0.4594(9) 0.0889(7) 0.087(4) Uani 1 1 d . . .
H16 H -0.4487 0.4929 0.0730 0.104 Uiso 1 1 calc R . .
C17 C -0.3201(11) 0.4554(10) 0.1526(7) 0.086(4) Uani 1 1 d . . .
H17 H -0.3986 0.4838 0.1805 0.103 Uiso 1 1 calc R . .
C18 C -0.1721(10) 0.4088(9) 0.1755(5) 0.072(3) Uani 1 1 d . . .
H18 H -0.1524 0.4081 0.2188 0.087 Uiso 1 1 calc R . .
C19 C 0.2750(14) 0.2711(12) 0.2575(5) 0.075(3) Uani 1 1 d . . .
H19A H 0.322(9) 0.171(8) 0.267(4) 0.06(3) Uiso 1 1 d . . .
H19B H 0.343(6) 0.332(6) 0.246(3) 0.016(15) Uiso 1 1 d . . .
C20 C 0.1198(15) 0.3242(14) 0.2584(5) 0.091(4) Uani 1 1 d . . .
H20A H 0.047(10) 0.283(9) 0.267(4) 0.07(3) Uiso 1 1 d . . .
C21 C 0.1288(11) 0.0975(10) 0.1782(5) 0.081(3) Uani 1 1 d . . .
H21A H 0.1687 0.0644 0.2204 0.098 Uiso 1 1 calc R . .
H21B H 0.0178 0.1109 0.1815 0.098 Uiso 1 1 calc R . .
C22 C 0.1658(18) 0.0018(15) 0.1434(8) 0.164(6) Uani 1 1 d U . .
H22A H 0.1814 0.0365 0.1005 0.247 Uiso 1 1 calc R . .
H22B H 0.0851 -0.0498 0.1439 0.247 Uiso 1 1 calc R . .
H22C H 0.2590 -0.0535 0.1594 0.247 Uiso 1 1 calc R . .
Ir2 Ir 0.83428(3) 0.75140(3) 0.336421(15) 0.04796(12) Uani 1 1 d . . .
Cl2 Cl 0.7835(2) 0.5181(2) 0.34014(10) 0.0551(5) Uani 1 1 d . . .
N3 N 0.8662(7) 0.7276(6) 0.4313(3) 0.0446(15) Uani 1 1 d . . .
N4 N 1.0787(8) 0.6734(7) 0.3489(4) 0.063(2) Uani 1 1 d . . .
C23 C 0.6135(8) 0.8253(7) 0.3676(4) 0.051(2) Uani 1 1 d . . .
C24 C 0.4778(10) 0.8853(8) 0.3369(5) 0.065(2) Uani 1 1 d . . .
H24 H 0.4751 0.8999 0.2927 0.078 Uiso 1 1 calc R . .
C25 C 0.3429(10) 0.9245(9) 0.3724(6) 0.072(3) Uani 1 1 d . . .
H25 H 0.2537 0.9674 0.3513 0.086 Uiso 1 1 calc R . .
C26 C 0.3416(12) 0.9004(10) 0.4371(7) 0.085(4) Uani 1 1 d . . .
H26 H 0.2501 0.9235 0.4586 0.102 Uiso 1 1 calc R . .
C27 C 0.4731(11) 0.8422(9) 0.4717(5) 0.066(3) Uani 1 1 d . . .
C28 C 0.6068(9) 0.8083(8) 0.4338(4) 0.052(2) Uani 1 1 d . . .
C29 C 0.4824(13) 0.8160(10) 0.5384(5) 0.075(3) Uani 1 1 d . . .
H29 H 0.3934 0.8350 0.5621 0.090 Uiso 1 1 calc R . .
C30 C 0.6157(15) 0.7642(10) 0.5691(5) 0.085(3) Uani 1 1 d . . .
H30 H 0.6165 0.7471 0.6132 0.102 Uiso 1 1 calc R . .
C31 C 0.7542(12) 0.7356(9) 0.5349(4) 0.064(3) Uani 1 1 d . . .
C32 C 0.7438(10) 0.7557(8) 0.4678(4) 0.050(2) Uani 1 1 d . . .
C33 C 0.9014(14) 0.6852(9) 0.5608(5) 0.074(3) Uani 1 1 d . . .
H33 H 0.9149 0.6722 0.6047 0.089 Uiso 1 1 calc R . .
C34 C 1.0216(13) 0.6560(9) 0.5225(5) 0.076(3) Uani 1 1 d . . .
H34 H 1.1176 0.6220 0.5404 0.091 Uiso 1 1 calc R . .
C35 C 1.0072(10) 0.6751(8) 0.4562(4) 0.054(2) Uani 1 1 d . . .
C36 C 1.1255(10) 0.6473(9) 0.4100(5) 0.062(2) Uani 1 1 d . . .
C37 C 1.2794(10) 0.5944(9) 0.4267(6) 0.080(3) Uani 1 1 d . . .
H37 H 1.3094 0.5780 0.4692 0.096 Uiso 1 1 calc R . .
C38 C 1.3841(12) 0.5677(11) 0.3793(8) 0.099(4) Uani 1 1 d . . .
H38 H 1.4858 0.5311 0.3892 0.118 Uiso 1 1 calc R . .
C39 C 1.3371(12) 0.5955(11) 0.3169(7) 0.096(4) Uani 1 1 d . . .
H39 H 1.4069 0.5798 0.2841 0.116 Uiso 1 1 calc R . .
C40 C 1.1865(10) 0.6464(10) 0.3039(5) 0.078(3) Uani 1 1 d . . .
H40 H 1.1562 0.6637 0.2615 0.093 Uiso 1 1 calc R . .
C41 C 0.8738(15) 0.7467(13) 0.2354(4) 0.078(3) Uani 1 1 d . . .
H41A H 0.912(8) 0.643(8) 0.223(4) 0.06(2) Uiso 1 1 d . . .
H41B H 0.963(15) 0.780(13) 0.210(6) 0.18(6) Uiso 1 1 d . . .
C42 C 0.7202(14) 0.7881(12) 0.2444(5) 0.075(3) Uani 1 1 d . . .
H42A H 0.636(8) 0.713(7) 0.245(3) 0.05(2) Uiso 1 1 d . . .
H42B H 0.681(8) 0.890(8) 0.237(3) 0.05(2) Uiso 1 1 d . . .
C43 C 0.8833(10) 0.9449(8) 0.3284(5) 0.067(3) Uani 1 1 d . . .
H43A H 0.9782 0.9426 0.3049 0.080 Uiso 1 1 calc R . .
H43B H 0.8031 1.0003 0.3023 0.080 Uiso 1 1 calc R . .
C44 C 0.8984(12) 1.0095(11) 0.3830(6) 0.103(4) Uani 1 1 d . . .
H44A H 0.8103 1.0058 0.4096 0.154 Uiso 1 1 calc R . .
H44B H 0.9056 1.1006 0.3710 0.154 Uiso 1 1 calc R . .
H44C H 0.9895 0.9666 0.4059 0.154 Uiso 1 1 calc R . .


_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 N1 2.008(6) . ?
Ir1 C1 2.056(9) . ?
Ir1 C21 2.079(10) . ?
Ir1 C19 2.179(10) . ?
Ir1 C20 2.180(10) . ?
Ir1 N2 2.188(7) . ?
Ir1 Cl1 2.507(2) . ?
N1 C10 1.338(9) . ?
N1 C13 1.339(9) . ?
N2 C18 1.349(10) . ?
N2 C14 1.372(11) . ?
C1 C2 1.379(11) . ?
C1 C6 1.409(12) . ?
C2 C3 1.403(14) . ?
C2 H2 0.9300 . ?
C3 C4 1.349(15) . ?
C3 H3 0.9300 . ?
C4 C5 1.378(15) . ?
C4 H4 0.9300 . ?
C5 C7 1.420(15) . ?
C5 C6 1.425(12) . ?
C6 C10 1.421(12) . ?
C7 C8 1.341(15) . ?
C7 H7 0.9300 . ?
C8 C9 1.442(13) . ?
C8 H8 0.9300 . ?
C9 C11 1.399(13) . ?
C9 C10 1.416(12) . ?
C11 C12 1.356(12) . ?
C11 H11 0.9300 . ?
C12 C13 1.414(12) . ?
C12 H12 0.9300 . ?
C13 C14 1.447(12) . ?
C14 C15 1.387(11) . ?
C15 C16 1.364(14) . ?
C15 H15 0.9300 . ?
C16 C17 1.370(15) . ?
C16 H16 0.9300 . ?
C17 C18 1.388(13) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.386(16) . ?
C19 H19A 1.04(8) . ?
C19 H19B 0.96(6) . ?
C20 H20A 0.84(8) . ?
C21 C22 1.273(15) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
Ir2 N3 2.011(6) . ?
Ir2 C23 2.089(8) . ?
Ir2 C43 2.099(8) . ?
Ir2 C41 2.161(9) . ?
Ir2 C42 2.168(9) . ?
Ir2 N4 2.179(7) . ?
Ir2 Cl2 2.508(2) . ?
N3 C32 1.328(10) . ?
N3 C35 1.359(10) . ?
N4 C36 1.346(11) . ?
N4 C40 1.351(11) . ?
C23 C24 1.387(11) . ?
C23 C28 1.396(11) . ?
C24 C25 1.421(13) . ?
C24 H24 0.9300 . ?
C25 C26 1.365(14) . ?
C25 H25 0.9300 . ?
C26 C27 1.392(14) . ?
C26 H26 0.9300 . ?
C27 C29 1.409(13) . ?
C27 C28 1.431(11) . ?
C28 C32 1.410(11) . ?
C29 C30 1.352(14) . ?
C29 H29 0.9300 . ?
C30 C31 1.416(13) . ?
C30 H30 0.9300 . ?
C31 C33 1.409(13) . ?
C31 C32 1.414(12) . ?
C33 C34 1.338(13) . ?
C33 H33 0.9300 . ?
C34 C35 1.399(12) . ?
C34 H34 0.9300 . ?
C35 C36 1.433(12) . ?
C36 C37 1.410(12) . ?
C37 C38 1.369(15) . ?
C37 H37 0.9300 . ?
C38 C39 1.374(16) . ?
C38 H38 0.9300 . ?
C39 C40 1.364(14) . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?
C41 C42 1.368(15) . ?
C41 H41A 1.11(8) . ?
C41 H41B 1.05(13) . ?
C42 H42A 1.15(7) . ?
C42 H42B 1.04(7) . ?
C43 C44 1.396(12) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 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
N1 Ir1 C1 80.3(3) . . ?
N1 Ir1 C21 92.4(3) . . ?
C1 Ir1 C21 91.9(3) . . ?
N1 Ir1 C19 161.6(4) . . ?
C1 Ir1 C19 81.4(4) . . ?
C21 Ir1 C19 89.7(4) . . ?
N1 Ir1 C20 161.2(4) . . ?
C1 Ir1 C20 118.4(4) . . ?
C21 Ir1 C20 88.9(5) . . ?
C19 Ir1 C20 37.1(4) . . ?
N1 Ir1 N2 75.5(3) . . ?
C1 Ir1 N2 155.8(3) . . ?
C21 Ir1 N2 89.2(3) . . ?
C19 Ir1 N2 122.9(4) . . ?
C20 Ir1 N2 85.8(4) . . ?
N1 Ir1 Cl1 90.40(17) . . ?
C1 Ir1 Cl1 90.8(2) . . ?
C21 Ir1 Cl1 176.5(3) . . ?
C19 Ir1 Cl1 88.4(3) . . ?
C20 Ir1 Cl1 87.8(4) . . ?
N2 Ir1 Cl1 89.33(17) . . ?
C10 N1 C13 121.0(7) . . ?
C10 N1 Ir1 116.9(5) . . ?
C13 N1 Ir1 122.1(6) . . ?
C18 N2 C14 117.9(8) . . ?
C18 N2 Ir1 128.7(7) . . ?
C14 N2 Ir1 113.5(5) . . ?
C2 C1 C6 113.9(8) . . ?
C2 C1 Ir1 135.2(8) . . ?
C6 C1 Ir1 110.9(6) . . ?
C1 C2 C3 122.8(10) . . ?
C1 C2 H2 118.6 . . ?
C3 C2 H2 118.6 . . ?
C4 C3 C2 121.5(10) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C3 C4 C5 119.9(10) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C4 C5 C7 126.2(11) . . ?
C4 C5 C6 117.5(11) . . ?
C7 C5 C6 116.2(11) . . ?
C1 C6 C10 117.4(7) . . ?
C1 C6 C5 124.2(9) . . ?
C10 C6 C5 118.4(10) . . ?
C8 C7 C5 126.5(11) . . ?
C8 C7 H7 116.7 . . ?
C5 C7 H7 116.7 . . ?
C7 C8 C9 118.3(11) . . ?
C7 C8 H8 120.9 . . ?
C9 C8 H8 120.9 . . ?
C11 C9 C10 115.3(9) . . ?
C11 C9 C8 127.3(10) . . ?
C10 C9 C8 117.4(10) . . ?
N1 C10 C9 122.5(8) . . ?
N1 C10 C6 114.4(8) . . ?
C9 C10 C6 123.0(8) . . ?
C12 C11 C9 122.4(9) . . ?
C12 C11 H11 118.8 . . ?
C9 C11 H11 118.8 . . ?
C11 C12 C13 119.0(9) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 H12 120.5 . . ?
N1 C13 C12 119.8(8) . . ?
N1 C13 C14 113.7(8) . . ?
C12 C13 C14 126.6(8) . . ?
N2 C14 C15 121.5(8) . . ?
N2 C14 C13 115.3(7) . . ?
C15 C14 C13 123.1(9) . . ?
C16 C15 C14 119.8(10) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C17 119.2(9) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C16 C17 C18 119.9(10) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
N2 C18 C17 121.7(11) . . ?
N2 C18 H18 119.1 . . ?
C17 C18 H18 119.1 . . ?
C20 C19 Ir1 71.5(6) . . ?
C20 C19 H19A 125(5) . . ?
Ir1 C19 H19A 104(5) . . ?
C20 C19 H19B 117(4) . . ?
Ir1 C19 H19B 92(3) . . ?
H19A C19 H19B 118(6) . . ?
C19 C20 Ir1 71.4(6) . . ?
C19 C20 H20A 127(7) . . ?
Ir1 C20 H20A 106(6) . . ?
C22 C21 Ir1 125.5(9) . . ?
C22 C21 H21A 105.9 . . ?
Ir1 C21 H21A 105.9 . . ?
C22 C21 H21B 105.9 . . ?
Ir1 C21 H21B 105.9 . . ?
H21A C21 H21B 106.3 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N3 Ir2 C23 79.2(3) . . ?
N3 Ir2 C43 93.6(3) . . ?
C23 Ir2 C43 89.6(3) . . ?
N3 Ir2 C41 162.1(4) . . ?
C23 Ir2 C41 118.6(4) . . ?
C43 Ir2 C41 88.0(4) . . ?
N3 Ir2 C42 160.6(4) . . ?
C23 Ir2 C42 81.9(4) . . ?
C43 Ir2 C42 90.4(4) . . ?
C41 Ir2 C42 36.8(4) . . ?
N3 Ir2 N4 75.6(3) . . ?
C23 Ir2 N4 154.6(3) . . ?
C43 Ir2 N4 89.3(3) . . ?
C41 Ir2 N4 86.7(4) . . ?
C42 Ir2 N4 123.5(4) . . ?
N3 Ir2 Cl2 88.98(17) . . ?
C23 Ir2 Cl2 92.9(2) . . ?
C43 Ir2 Cl2 176.8(3) . . ?
C41 Ir2 Cl2 88.9(3) . . ?
C42 Ir2 Cl2 87.8(3) . . ?
N4 Ir2 Cl2 89.38(19) . . ?
C32 N3 C35 122.0(8) . . ?
C32 N3 Ir2 117.8(5) . . ?
C35 N3 Ir2 120.1(6) . . ?
C36 N4 C40 116.8(8) . . ?
C36 N4 Ir2 114.5(6) . . ?
C40 N4 Ir2 128.6(7) . . ?
C24 C23 C28 115.7(8) . . ?
C24 C23 Ir2 133.9(8) . . ?
C28 C23 Ir2 110.3(5) . . ?
C23 C24 C25 120.4(10) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C26 C25 C24 121.2(9) . . ?
C26 C25 H25 119.4 . . ?
C24 C25 H25 119.4 . . ?
C25 C26 C27 122.1(10) . . ?
C25 C26 H26 119.0 . . ?
C27 C26 H26 119.0 . . ?
C26 C27 C29 125.7(10) . . ?
C26 C27 C28 114.4(10) . . ?
C29 C27 C28 119.9(9) . . ?
C23 C28 C32 118.2(8) . . ?
C23 C28 C27 126.0(8) . . ?
C32 C28 C27 115.8(9) . . ?
C30 C29 C27 122.5(10) . . ?
C30 C29 H29 118.8 . . ?
C27 C29 H29 118.8 . . ?
C29 C30 C31 120.6(11) . . ?
C29 C30 H30 119.7 . . ?
C31 C30 H30 119.7 . . ?
C33 C31 C32 116.4(9) . . ?
C33 C31 C30 126.6(10) . . ?
C32 C31 C30 117.0(10) . . ?
N3 C32 C28 114.2(8) . . ?
N3 C32 C31 121.6(8) . . ?
C28 C32 C31 124.2(9) . . ?
C34 C33 C31 120.3(9) . . ?
C34 C33 H33 119.9 . . ?
C31 C33 H33 119.9 . . ?
C33 C34 C35 121.9(10) . . ?
C33 C34 H34 119.0 . . ?
C35 C34 H34 119.0 . . ?
N3 C35 C34 117.7(9) . . ?
N3 C35 C36 114.7(8) . . ?
C34 C35 C36 127.6(9) . . ?
N4 C36 C37 122.0(9) . . ?
N4 C36 C35 115.0(8) . . ?
C37 C36 C35 122.9(10) . . ?
C38 C37 C36 118.9(11) . . ?
C38 C37 H37 120.5 . . ?
C36 C37 H37 120.5 . . ?
C37 C38 C39 119.2(10) . . ?
C37 C38 H38 120.4 . . ?
C39 C38 H38 120.4 . . ?
C40 C39 C38 119.0(11) . . ?
C40 C39 H39 120.5 . . ?
C38 C39 H39 120.5 . . ?
N4 C40 C39 124.0(11) . . ?
N4 C40 H40 118.0 . . ?
C39 C40 H40 118.0 . . ?
C42 C41 Ir2 71.9(5) . . ?
C42 C41 H41A 118(4) . . ?
Ir2 C41 H41A 110(4) . . ?
C42 C41 H41B 138(8) . . ?
Ir2 C41 H41B 127(7) . . ?
H41A C41 H41B 92(8) . . ?
C41 C42 Ir2 71.3(6) . . ?
C41 C42 H42A 120(4) . . ?
Ir2 C42 H42A 105(4) . . ?
C41 C42 H42B 116(4) . . ?
Ir2 C42 H42B 107(4) . . ?
H42A C42 H42B 121(6) . . ?
C44 C43 Ir2 120.1(7) . . ?
C44 C43 H43A 107.3 . . ?
Ir2 C43 H43A 107.3 . . ?
C44 C43 H43B 107.3 . . ?
Ir2 C43 H43B 107.3 . . ?
H43A C43 H43B 106.9 . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.976
_diffrn_reflns_theta_full        28.42
_diffrn_measured_fraction_theta_full 0.976
_refine_diff_density_max         2.589
_refine_diff_density_min         -1.183
_refine_diff_density_rms         0.178
_database_code_depnum_ccdc_archive 'CCDC 990488'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_perianam

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H20 F3 Ir N2 O2'
_chemical_formula_weight         617.62

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           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.394(3)
_cell_length_b                   10.594(3)
_cell_length_c                   11.122(3)
_cell_angle_alpha                85.562(3)
_cell_angle_beta                 82.141(3)
_cell_angle_gamma                77.186(3)
_cell_volume                     1067.9(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2774
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      25.91

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.921
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             596
_exptl_absorpt_coefficient_mu    6.301
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.527
_exptl_absorpt_correction_T_max  0.745
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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            10555
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_sigmaI/netI    0.0533
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.85
_diffrn_reflns_theta_max         28.32
_reflns_number_total             5239
_reflns_number_gt                3738
_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)+(0.0609P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5239
_refine_ls_number_parameters     290
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0700
_refine_ls_R_factor_gt           0.0468
_refine_ls_wR_factor_ref         0.1223
_refine_ls_wR_factor_gt          0.1116
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.053
_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 0.68473(3) 0.76187(3) 0.67947(2) 0.06509(14) Uani 1 1 d . . .
F1 F 0.8933(9) 1.1314(7) 0.5462(6) 0.143(3) Uani 1 1 d . . .
F2 F 0.6867(7) 1.2309(6) 0.6159(7) 0.133(2) Uani 1 1 d U . .
F3 F 0.8667(8) 1.2132(6) 0.7148(6) 0.131(2) Uani 1 1 d . . .
O1 O 0.7220(6) 0.9619(5) 0.6399(5) 0.0732(13) Uani 1 1 d . . .
O2 O 0.7978(7) 1.0011(6) 0.8121(5) 0.0953(18) Uani 1 1 d . . .
N1 N 0.4528(7) 0.8442(6) 0.7357(5) 0.0649(15) Uani 1 1 d . . .
N2 N 0.6682(7) 0.7711(6) 0.8624(5) 0.0641(15) Uani 1 1 d . . .
C1 C 0.3424(9) 0.8810(8) 0.6666(7) 0.072(2) Uani 1 1 d . . .
H1 H 0.3639 0.8740 0.5829 0.086 Uiso 1 1 calc R . .
C2 C 0.1991(10) 0.9284(9) 0.7144(9) 0.085(2) Uani 1 1 d . . .
H2 H 0.1262 0.9520 0.6631 0.102 Uiso 1 1 calc R . .
C3 C 0.1638(10) 0.9410(9) 0.8347(8) 0.085(2) Uani 1 1 d . . .
H3 H 0.0672 0.9736 0.8674 0.102 Uiso 1 1 calc R . .
C4 C 0.2742(9) 0.9045(8) 0.9092(7) 0.078(2) Uani 1 1 d . . .
H4 H 0.2523 0.9121 0.9928 0.094 Uiso 1 1 calc R . .
C5 C 0.4176(9) 0.8564(7) 0.8585(6) 0.0664(18) Uani 1 1 d . . .
C6 C 0.5420(10) 0.8166(8) 0.9271(7) 0.071(2) Uani 1 1 d . . .
C7 C 0.5340(11) 0.8249(10) 1.0552(7) 0.089(3) Uani 1 1 d . . .
H7 H 0.4447 0.8569 1.1013 0.107 Uiso 1 1 calc R . .
C8 C 0.6581(13) 0.7856(10) 1.1085(8) 0.099(3) Uani 1 1 d . . .
H8 H 0.6535 0.7904 1.1922 0.119 Uiso 1 1 calc R . .
C9 C 0.7903(13) 0.7391(10) 1.0424(9) 0.098(3) Uani 1 1 d . . .
C10 C 0.7920(9) 0.7320(7) 0.9135(8) 0.076(2) Uani 1 1 d . . .
C11 C 0.9379(13) 0.6938(10) 1.0793(11) 0.105(3) Uani 1 1 d U . .
H11 H 0.9480 0.6947 1.1612 0.126 Uiso 1 1 calc R . .
C12 C 1.0546(12) 0.6528(10) 1.0053(11) 0.102(3) Uani 1 1 d U . .
H12 H 1.1436 0.6286 1.0375 0.122 Uiso 1 1 calc R . .
C13 C 1.0572(11) 0.6419(9) 0.8797(11) 0.098(3) Uani 1 1 d U . .
C14 C 0.9199(10) 0.6846(7) 0.8300(9) 0.084(3) Uani 1 1 d . . .
C15 C 1.1755(13) 0.5936(11) 0.7959(13) 0.115(3) Uani 1 1 d U . .
H15 H 1.2665 0.5617 0.8232 0.138 Uiso 1 1 calc R . .
C16 C 1.1656(12) 0.5902(9) 0.6729(14) 0.114(4) Uani 1 1 d . . .
H16 H 1.2493 0.5604 0.6193 0.137 Uiso 1 1 calc R . .
C17 C 1.0271(10) 0.6325(9) 0.6299(12) 0.099(3) Uani 1 1 d . . .
H17 H 1.0204 0.6257 0.5481 0.119 Uiso 1 1 calc R . .
C18 C 0.8994(9) 0.6845(8) 0.7071(9) 0.082(2) Uani 1 1 d . . .
C19 C 0.6405(12) 0.5760(8) 0.6931(9) 0.095(3) Uani 1 1 d . . .
H19A H 0.5584 0.5786 0.6480 0.114 Uiso 1 1 calc R . .
H19B H 0.7252 0.5184 0.6521 0.114 Uiso 1 1 calc R . .
C20 C 0.6056(15) 0.5160(10) 0.8160(13) 0.139(5) Uani 1 1 d . . .
H20A H 0.6926 0.4944 0.8562 0.208 Uiso 1 1 calc R . .
H20B H 0.5707 0.4388 0.8083 0.208 Uiso 1 1 calc R . .
H20C H 0.5309 0.5761 0.8628 0.208 Uiso 1 1 calc R . .
C21 C 0.7758(11) 0.7333(10) 0.4918(8) 0.091(3) Uani 1 1 d . . .
H21A H 0.8400 0.7901 0.4560 0.109 Uiso 1 1 calc R . .
H21B H 0.8104 0.6442 0.4687 0.109 Uiso 1 1 calc R . .
C22 C 0.6269(10) 0.7830(9) 0.4954(7) 0.080(2) Uani 1 1 d . . .
H22A H 0.5681 0.7250 0.4749 0.097 Uiso 1 1 calc R . .
H22B H 0.5976 0.8709 0.4621 0.097 Uiso 1 1 calc R . .
C23 C 0.7690(7) 1.0255(7) 0.7079(6) 0.0607(16) Uani 1 1 d . . .
C24 C 0.8021(10) 1.1512(8) 0.6491(7) 0.077(2) 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 N2 2.028(6) . ?
Ir1 C18 2.056(8) . ?
Ir1 C19 2.091(8) . ?
Ir1 C21 2.163(9) . ?
Ir1 C22 2.172(8) . ?
Ir1 N1 2.183(6) . ?
Ir1 O1 2.224(5) . ?
F1 C24 1.333(10) . ?
F2 C24 1.296(9) . ?
F3 C24 1.306(8) . ?
O1 C23 1.235(8) . ?
O2 C23 1.221(8) . ?
N1 C1 1.346(9) . ?
N1 C5 1.370(9) . ?
N2 C6 1.312(10) . ?
N2 C10 1.333(10) . ?
C1 C2 1.376(12) . ?
C1 H1 0.9300 . ?
C2 C3 1.344(12) . ?
C2 H2 0.9300 . ?
C3 C4 1.385(11) . ?
C3 H3 0.9300 . ?
C4 C5 1.387(11) . ?
C4 H4 0.9300 . ?
C5 C6 1.450(11) . ?
C6 C7 1.425(11) . ?
C7 C8 1.349(13) . ?
C7 H7 0.9300 . ?
C8 C9 1.364(14) . ?
C8 H8 0.9300 . ?
C9 C10 1.439(13) . ?
C9 C11 1.466(14) . ?
C10 C14 1.435(13) . ?
C11 C12 1.290(15) . ?
C11 H11 0.9300 . ?
C12 C13 1.407(15) . ?
C12 H12 0.9300 . ?
C13 C15 1.380(16) . ?
C13 C14 1.439(12) . ?
C14 C18 1.407(13) . ?
C15 C16 1.387(17) . ?
C15 H15 0.9300 . ?
C16 C17 1.414(14) . ?
C16 H16 0.9300 . ?
C17 C18 1.407(13) . ?
C17 H17 0.9300 . ?
C19 C20 1.489(15) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.377(13) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.514(11) . ?

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 C18 79.9(4) . . ?
N2 Ir1 C19 92.5(3) . . ?
C18 Ir1 C19 90.2(4) . . ?
N2 Ir1 C21 161.7(3) . . ?
C18 Ir1 C21 81.9(4) . . ?
C19 Ir1 C21 89.6(4) . . ?
N2 Ir1 C22 161.1(3) . . ?
C18 Ir1 C22 118.9(4) . . ?
C19 Ir1 C22 88.6(4) . . ?
C21 Ir1 C22 37.0(3) . . ?
N2 Ir1 N1 75.0(2) . . ?
C18 Ir1 N1 154.9(3) . . ?
C19 Ir1 N1 90.2(3) . . ?
C21 Ir1 N1 123.2(3) . . ?
C22 Ir1 N1 86.1(3) . . ?
N2 Ir1 O1 94.7(2) . . ?
C18 Ir1 O1 93.9(3) . . ?
C19 Ir1 O1 172.2(3) . . ?
C21 Ir1 O1 84.4(3) . . ?
C22 Ir1 O1 83.6(3) . . ?
N1 Ir1 O1 89.0(2) . . ?
C23 O1 Ir1 126.2(5) . . ?
C1 N1 C5 117.1(7) . . ?
C1 N1 Ir1 128.7(5) . . ?
C5 N1 Ir1 114.2(5) . . ?
C6 N2 C10 121.6(7) . . ?
C6 N2 Ir1 121.5(5) . . ?
C10 N2 Ir1 116.9(6) . . ?
N1 C1 C2 122.8(7) . . ?
N1 C1 H1 118.6 . . ?
C2 C1 H1 118.6 . . ?
C3 C2 C1 120.4(8) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 118.7(8) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
C3 C4 C5 119.7(8) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
N1 C5 C4 121.3(7) . . ?
N1 C5 C6 114.1(7) . . ?
C4 C5 C6 124.6(7) . . ?
N2 C6 C7 120.4(8) . . ?
N2 C6 C5 115.1(7) . . ?
C7 C6 C5 124.5(8) . . ?
C8 C7 C6 118.9(10) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
C7 C8 C9 121.4(8) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C8 C9 C10 117.4(8) . . ?
C8 C9 C11 131.1(10) . . ?
C10 C9 C11 111.6(11) . . ?
N2 C10 C14 114.4(8) . . ?
N2 C10 C9 120.4(9) . . ?
C14 C10 C9 125.2(8) . . ?
C12 C11 C9 124.2(11) . . ?
C12 C11 H11 117.9 . . ?
C9 C11 H11 117.9 . . ?
C11 C12 C13 124.8(10) . . ?
C11 C12 H12 117.6 . . ?
C13 C12 H12 117.6 . . ?
C15 C13 C12 128.4(10) . . ?
C15 C13 C14 114.4(11) . . ?
C12 C13 C14 117.2(10) . . ?
C18 C14 C10 116.9(7) . . ?
C18 C14 C13 126.1(10) . . ?
C10 C14 C13 117.0(9) . . ?
C13 C15 C16 123.4(11) . . ?
C13 C15 H15 118.3 . . ?
C16 C15 H15 118.3 . . ?
C15 C16 C17 119.4(12) . . ?
C15 C16 H16 120.3 . . ?
C17 C16 H16 120.3 . . ?
C18 C17 C16 122.0(11) . . ?
C18 C17 H17 119.0 . . ?
C16 C17 H17 119.0 . . ?
C17 C18 C14 114.5(8) . . ?
C17 C18 Ir1 133.7(8) . . ?
C14 C18 Ir1 111.7(7) . . ?
C20 C19 Ir1 118.7(7) . . ?
C20 C19 H19A 107.6 . . ?
Ir1 C19 H19A 107.6 . . ?
C20 C19 H19B 107.6 . . ?
Ir1 C19 H19B 107.6 . . ?
H19A C19 H19B 107.1 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 Ir1 71.8(5) . . ?
C22 C21 H21A 116.4 . . ?
Ir1 C21 H21A 116.4 . . ?
C22 C21 H21B 116.4 . . ?
Ir1 C21 H21B 116.4 . . ?
H21A C21 H21B 113.4 . . ?
C21 C22 Ir1 71.1(5) . . ?
C21 C22 H22A 116.5 . . ?
Ir1 C22 H22A 116.5 . . ?
C21 C22 H22B 116.5 . . ?
Ir1 C22 H22B 116.5 . . ?
H22A C22 H22B 113.5 . . ?
O2 C23 O1 130.5(7) . . ?
O2 C23 C24 115.7(6) . . ?
O1 C23 C24 113.8(6) . . ?
F2 C24 F3 108.2(7) . . ?
F2 C24 F1 103.9(8) . . ?
F3 C24 F1 104.6(8) . . ?
F2 C24 C23 113.0(7) . . ?
F3 C24 C23 114.7(7) . . ?
F1 C24 C23 111.6(7) . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        28.32
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         1.688
_refine_diff_density_min         -0.658
_refine_diff_density_rms         0.126
_database_code_depnum_ccdc_archive 'CCDC 990489'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_perianam

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H14 F6 Ir N2 O4'
_chemical_formula_weight         700.57

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           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2114(12)
_cell_length_b                   9.5161(12)
_cell_length_c                   14.2557(18)
_cell_angle_alpha                99.972(2)
_cell_angle_beta                 104.037(2)
_cell_angle_gamma                98.975(2)
_cell_volume                     1168.1(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5124
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      25.61

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.992
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             670
_exptl_absorpt_coefficient_mu    5.798
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.578
_exptl_absorpt_correction_T_max  0.745
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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            11624
_diffrn_reflns_av_R_equivalents  0.0196
_diffrn_reflns_av_sigmaI/netI    0.0285
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.51
_diffrn_reflns_theta_max         28.42
_reflns_number_total             5759
_reflns_number_gt                4965
_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)+(0.0659P)²+1.1179P] 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         5759
_refine_ls_number_parameters     401
_refine_ls_number_restraints     78
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_ref         0.1113
_refine_ls_wR_factor_gt          0.1060
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001

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 0.93626(2) 0.75381(2) 0.691712(15) 0.05506(10) Uani 1 1 d . . .
F1 F 1.0981(14) 1.2628(13) 0.7359(15) 0.125(4) Uani 0.625(15) 1 d PU A 1
F2 F 1.2632(18) 1.1800(14) 0.6796(10) 0.127(4) Uani 0.625(15) 1 d PU A 1
F3 F 1.3184(16) 1.2672(13) 0.8307(10) 0.121(4) Uani 0.625(15) 1 d PU A 1
F4 F 0.6040(19) 0.2411(13) 0.6826(10) 0.130(4) Uani 0.625(15) 1 d PU A 1
F5 F 0.7824(17) 0.2258(15) 0.6145(14) 0.135(5) Uani 0.625(15) 1 d PU A 1
F6 F 0.5896(13) 0.3126(11) 0.5540(9) 0.123(4) Uani 0.625(15) 1 d PU A 1
F1A F 1.133(2) 1.2877(17) 0.8024(15) 0.098(5) Uani 0.375(15) 1 d PU A 2
F2A F 1.158(3) 1.212(2) 0.6711(13) 0.113(6) Uani 0.375(15) 1 d PU A 2
F3A F 1.349(2) 1.239(2) 0.7842(19) 0.104(6) Uani 0.375(15) 1 d PU A 2
F4A F 0.550(3) 0.281(3) 0.613(2) 0.148(8) Uani 0.375(15) 1 d PU A 2
F5A F 0.715(3) 0.213(2) 0.6970(18) 0.138(7) Uani 0.375(15) 1 d PU A 2
F6A F 0.744(3) 0.250(2) 0.5692(14) 0.104(6) Uani 0.375(15) 1 d PU A 2
O1 O 0.8155(6) 0.5430(5) 0.6485(4) 0.0759(13) Uani 1 1 d . . .
O2 O 0.7948(10) 0.4794(8) 0.7874(5) 0.125(2) Uani 1 1 d U . .
O3 O 1.0407(6) 0.9657(5) 0.7079(4) 0.0687(11) Uani 1 1 d . . .
O4 O 1.2174(7) 1.0154(5) 0.8542(4) 0.0830(14) Uani 1 1 d . . .
N1 N 0.7566(6) 0.8367(6) 0.7488(5) 0.0653(13) Uani 1 1 d . . .
N2 N 0.9974(5) 0.7524(5) 0.8361(4) 0.0513(10) Uani 1 1 d . . .
C1 C 0.6345(9) 0.8856(8) 0.7002(7) 0.078(2) Uani 1 1 d . . .
H1 H 0.6175 0.8801 0.6325 0.094 Uiso 1 1 calc R . .
C2 C 0.5364(9) 0.9421(9) 0.7461(8) 0.089(2) Uani 1 1 d . . .
H2 H 0.4538 0.9731 0.7099 0.107 Uiso 1 1 calc R . .
C3 C 0.5597(9) 0.9531(9) 0.8451(9) 0.093(3) Uani 1 1 d . . .
H3 H 0.4936 0.9921 0.8772 0.111 Uiso 1 1 calc R . .
C4 C 0.6834(9) 0.9056(8) 0.8982(7) 0.080(2) Uani 1 1 d . . .
H4 H 0.7015 0.9132 0.9662 0.096 Uiso 1 1 calc R . .
C5 C 0.7796(7) 0.8464(7) 0.8481(5) 0.0633(15) Uani 1 1 d . . .
C6 C 0.9118(7) 0.7948(7) 0.8968(5) 0.0599(14) Uani 1 1 d . . .
C7 C 0.9573(9) 0.7865(9) 0.9968(5) 0.0759(18) Uani 1 1 d . . .
H7 H 0.8996 0.8155 1.0391 0.091 Uiso 1 1 calc R . .
C8 C 1.0852(10) 0.7361(9) 1.0318(6) 0.081(2) Uani 1 1 d . . .
H8 H 1.1117 0.7262 1.0973 0.097 Uiso 1 1 calc R . .
C9 C 1.1780(8) 0.6985(7) 0.9704(5) 0.0692(17) Uani 1 1 d . . .
C10 C 1.1223(7) 0.7026(6) 0.8714(5) 0.0610(14) Uani 1 1 d . . .
C11 C 1.3211(10) 0.6493(9) 0.9998(7) 0.086(2) Uani 1 1 d . . .
H11 H 1.3611 0.6425 1.0649 0.103 Uiso 1 1 calc R . .
C12 C 1.3943(9) 0.6140(8) 0.9308(7) 0.084(2) Uani 1 1 d . . .
H12 H 1.4866 0.5848 0.9508 0.100 Uiso 1 1 calc R . .
C13 C 1.3405(8) 0.6184(7) 0.8309(6) 0.0700(17) Uani 1 1 d . . .
C14 C 1.2029(7) 0.6653(6) 0.7993(5) 0.0547(12) Uani 1 1 d . . .
C15 C 1.4141(9) 0.5766(7) 0.7572(7) 0.080(2) Uani 1 1 d . . .
H15 H 1.5049 0.5435 0.7735 0.096 Uiso 1 1 calc R . .
C16 C 1.3504(11) 0.5855(9) 0.6622(8) 0.089(2) Uani 1 1 d . . .
H16 H 1.3991 0.5565 0.6144 0.106 Uiso 1 1 calc R . .
C17 C 1.2165(9) 0.6357(8) 0.6330(6) 0.0741(19) Uani 1 1 d . . .
H17 H 1.1795 0.6415 0.5673 0.089 Uiso 1 1 calc R . .
C18 C 1.1366(7) 0.6778(6) 0.7014(5) 0.0587(14) Uani 1 1 d . . .
C19 C 0.7762(9) 0.4595(8) 0.6975(6) 0.0743(17) Uani 1 1 d . A .
C20 C 0.6898(9) 0.3075(8) 0.6379(6) 0.0734(18) Uani 1 1 d . . .
C21 C 1.1493(8) 1.0415(7) 0.7763(5) 0.0614(14) Uani 1 1 d . A .
C22 C 1.2020(9) 1.1929(8) 0.7560(6) 0.0715(17) Uani 1 1 d . . .
C23 C 0.8102(11) 0.7800(11) 0.5473(6) 0.083(2) Uani 1 1 d . . .
H23A H 0.713(8) 0.717(7) 0.516(5) 0.060(17) Uiso 1 1 d . . .
H23B H 0.813(11) 0.883(12) 0.548(7) 0.12(3) Uiso 1 1 d . . .
C24 C 0.9372(11) 0.7348(10) 0.5367(5) 0.083(2) Uani 1 1 d . . .
H24A H 0.925(9) 0.632(9) 0.512(6) 0.08(2) Uiso 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 N2 2.000(5) . ?
Ir1 O3 2.042(4) . ?
Ir1 O1 2.045(5) . ?
Ir1 C18 2.068(7) . ?
Ir1 C23 2.182(8) . ?
Ir1 C24 2.188(8) . ?
Ir1 N1 2.206(6) . ?
F1 C22 1.254(13) . ?
F2 C22 1.338(14) . ?
F3 C22 1.316(13) . ?
F4 C20 1.287(12) . ?
F5 C20 1.304(15) . ?
F6 C20 1.336(13) . ?
F1A C22 1.355(17) . ?
F2A C22 1.233(17) . ?
F3A C22 1.29(2) . ?
F4A C20 1.22(2) . ?
F5A C20 1.34(2) . ?
F6A C20 1.28(2) . ?
O1 C19 1.214(9) . ?
O2 C19 1.228(10) . ?
O3 C21 1.237(8) . ?
O4 C21 1.224(8) . ?
N1 C5 1.363(9) . ?
N1 C1 1.363(9) . ?
N2 C10 1.332(8) . ?
N2 C6 1.357(8) . ?
C1 C2 1.360(13) . ?
C1 H1 0.9300 . ?
C2 C3 1.358(14) . ?
C2 H2 0.9300 . ?
C3 C4 1.392(12) . ?
C3 H3 0.9300 . ?
C4 C5 1.392(10) . ?
C4 H4 0.9300 . ?
C5 C6 1.449(9) . ?
C6 C7 1.406(10) . ?
C7 C8 1.357(11) . ?
C7 H7 0.9300 . ?
C8 C9 1.406(11) . ?
C8 H8 0.9300 . ?
C9 C10 1.389(10) . ?
C9 C11 1.458(10) . ?
C10 C14 1.436(9) . ?
C11 C12 1.346(12) . ?
C11 H11 0.9300 . ?
C12 C13 1.401(12) . ?
C12 H12 0.9300 . ?
C13 C14 1.406(9) . ?
C13 C15 1.417(11) . ?
C14 C18 1.414(9) . ?
C15 C16 1.362(13) . ?
C15 H15 0.9300 . ?
C16 C17 1.388(13) . ?
C16 H16 0.9300 . ?
C17 C18 1.399(10) . ?
C17 H17 0.9300 . ?
C19 C20 1.527(10) . ?
C21 C22 1.546(9) . ?
C23 C24 1.341(14) . ?
C23 H23A 0.95(7) . ?
C23 H23B 0.98(10) . ?
C24 H24A 0.96(8) . ?

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 O3 95.83(19) . . ?
N2 Ir1 O1 94.8(2) . . ?
O3 Ir1 O1 169.32(18) . . ?
N2 Ir1 C18 80.0(2) . . ?
O3 Ir1 C18 93.8(2) . . ?
O1 Ir1 C18 89.3(2) . . ?
N2 Ir1 C23 162.0(3) . . ?
O3 Ir1 C23 83.6(3) . . ?
O1 Ir1 C23 85.9(3) . . ?
C18 Ir1 C23 118.0(3) . . ?
N2 Ir1 C24 162.2(3) . . ?
O3 Ir1 C24 84.2(3) . . ?
O1 Ir1 C24 86.1(3) . . ?
C18 Ir1 C24 82.2(3) . . ?
C23 Ir1 C24 35.7(4) . . ?
N2 Ir1 N1 75.6(2) . . ?
O3 Ir1 N1 87.8(2) . . ?
O1 Ir1 N1 93.6(2) . . ?
C18 Ir1 N1 155.6(3) . . ?
C23 Ir1 N1 86.4(3) . . ?
C24 Ir1 N1 122.1(3) . . ?
C19 O1 Ir1 130.3(5) . . ?
C21 O3 Ir1 128.3(4) . . ?
C5 N1 C1 117.5(7) . . ?
C5 N1 Ir1 113.3(4) . . ?
C1 N1 Ir1 129.1(6) . . ?
C10 N2 C6 119.9(5) . . ?
C10 N2 Ir1 118.3(4) . . ?
C6 N2 Ir1 121.7(4) . . ?
C2 C1 N1 123.0(8) . . ?
C2 C1 H1 118.5 . . ?
N1 C1 H1 118.5 . . ?
C3 C2 C1 119.7(8) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C2 C3 C4 119.4(8) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C5 119.0(9) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
N1 C5 C4 121.3(7) . . ?
N1 C5 C6 115.5(6) . . ?
C4 C5 C6 123.2(7) . . ?
N2 C6 C7 119.3(6) . . ?
N2 C6 C5 113.8(6) . . ?
C7 C6 C5 127.0(6) . . ?
C8 C7 C6 120.1(7) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C7 C8 C9 120.8(7) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C10 C9 C8 115.8(6) . . ?
C10 C9 C11 117.9(7) . . ?
C8 C9 C11 126.2(7) . . ?
N2 C10 C9 123.8(6) . . ?
N2 C10 C14 113.6(6) . . ?
C9 C10 C14 122.4(6) . . ?
C12 C11 C9 118.7(7) . . ?
C12 C11 H11 120.6 . . ?
C9 C11 H11 120.6 . . ?
C11 C12 C13 124.2(7) . . ?
C11 C12 H12 117.9 . . ?
C13 C12 H12 117.9 . . ?
C12 C13 C14 119.0(7) . . ?
C12 C13 C15 124.5(7) . . ?
C14 C13 C15 116.5(7) . . ?
C13 C14 C18 125.1(6) . . ?
C13 C14 C10 117.8(6) . . ?
C18 C14 C10 117.1(6) . . ?
C16 C15 C13 119.1(7) . . ?
C16 C15 H15 120.4 . . ?
C13 C15 H15 120.4 . . ?
C15 C16 C17 123.5(8) . . ?
C15 C16 H16 118.3 . . ?
C17 C16 H16 118.3 . . ?
C16 C17 C18 120.6(8) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C17 C18 C14 115.2(6) . . ?
C17 C18 Ir1 134.0(6) . . ?
C14 C18 Ir1 110.9(4) . . ?
O1 C19 O2 129.6(8) . . ?
O1 C19 C20 115.0(7) . . ?
O2 C19 C20 115.4(7) . . ?
F4A C20 F6A 112.0(18) . . ?
F4A C20 F4 54.1(15) . . ?
F6A C20 F4 127.3(12) . . ?
F4A C20 F5 128.8(15) . . ?
F6A C20 F5 33.8(10) . . ?
F4 C20 F5 109.3(12) . . ?
F4A C20 F6 49.3(15) . . ?
F6A C20 F6 75.6(13) . . ?
F4 C20 F6 102.4(10) . . ?
F5 C20 F6 107.7(11) . . ?
F4A C20 F5A 99.4(18) . . ?
F6A C20 F5A 98.2(15) . . ?
F4 C20 F5A 48.3(11) . . ?
F5 C20 F5A 67.5(14) . . ?
F6 C20 F5A 138.0(13) . . ?
F4A C20 C19 119.2(14) . . ?
F6A C20 C19 116.1(10) . . ?
F4 C20 C19 113.2(8) . . ?
F5 C20 C19 111.7(9) . . ?
F6 C20 C19 112.0(7) . . ?
F5A C20 C19 108.0(12) . . ?
O4 C21 O3 130.6(6) . . ?
O4 C21 C22 117.5(6) . . ?
O3 C21 C22 111.9(6) . . ?
F2A C22 F1 60.6(13) . . ?
F2A C22 F3A 106.4(16) . . ?
F1 C22 F3A 129.6(12) . . ?
F2A C22 F3 130.1(12) . . ?
F1 C22 F3 112.5(11) . . ?
F3A C22 F3 35.7(9) . . ?
F2A C22 F2 47.6(12) . . ?
F1 C22 F2 106.7(11) . . ?
F3A C22 F2 67.9(12) . . ?
F3 C22 F2 102.8(10) . . ?
F2A C22 F1A 99.1(15) . . ?
F1 C22 F1A 40.2(9) . . ?
F3A C22 F1A 110.6(14) . . ?
F3 C22 F1A 79.5(12) . . ?
F2 C22 F1A 138.5(11) . . ?
F2A C22 C21 118.7(10) . . ?
F1 C22 C21 114.8(8) . . ?
F3A C22 C21 113.5(11) . . ?
F3 C22 C21 108.8(8) . . ?
F2 C22 C21 110.6(8) . . ?
F1A C22 C21 107.5(9) . . ?
C24 C23 Ir1 72.4(5) . . ?
C24 C23 H23A 120(4) . . ?
Ir1 C23 H23A 118(4) . . ?
C24 C23 H23B 115(6) . . ?
Ir1 C23 H23B 111(6) . . ?
H23A C23 H23B 115(7) . . ?
C23 C24 Ir1 71.9(5) . . ?
C23 C24 H24A 115(5) . . ?
Ir1 C24 H24A 104(5) . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        28.42
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         2.536
_refine_diff_density_min         -0.628
_refine_diff_density_rms         0.135
_database_code_depnum_ccdc_archive 'CCDC 990490'
