# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2011


data_global

_journal_coden_Cambridge         182

loop_
_publ_author_name
'He, Lei'
'Duan, Lian'
'Qiao, Juan'
'Zhang, Deqiang'
'Wang, Liduo'
'Qiu, Yong'

_publ_contact_author_name        'Qiu, Yong'
_publ_contact_author_email       qiuy@mail.tsinghua.edu.cn

_publ_section_title              
;
Enhanced Stability of Blue-Green Light-Emitting
Electrochemical Cells Based on a Cationic Iridium
Complex with an Intramolecular Phenyl-Phenyl
Stacking Interaction
;

# Attachment '- Complex 1.cif'

data_ir-2
_database_code_depnum_ccdc_archive 'CCDC 815343'
#TrackingRef '- Complex 1.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H27 Ir N5, F6 P'
_chemical_formula_sum            'C36 H27 F6 Ir N5 P'
_chemical_formula_weight         866.80

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
_symmetry_space_group_name_Hall  '-P 2ybc'

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                   9.8745(8)
_cell_length_b                   30.983(3)
_cell_length_c                   11.4305(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.643(2)
_cell_angle_gamma                90.00
_cell_volume                     3466.0(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    5376
_cell_measurement_theta_min      2.18
_cell_measurement_theta_max      23.72

_exptl_crystal_description       SHEET
_exptl_crystal_colour            GREEN
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.661
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1696
_exptl_absorpt_coefficient_mu    3.964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.634
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'SADABS (Bruker, 1997)'

_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         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            20173
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_av_sigmaI/netI    0.0468
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.08
_diffrn_reflns_theta_max         25.50
_reflns_number_total             6425
_reflns_number_gt                5169
_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 F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0010P)^2^+2.2000P] where P=(Fo^2^+2Fc^2^)/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         6425
_refine_ls_number_parameters     442
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0344
_refine_ls_wR_factor_ref         0.0679
_refine_ls_wR_factor_gt          0.0646
_refine_ls_goodness_of_fit_ref   1.141
_refine_ls_restrained_S_all      1.141
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.579906(18) 0.141972(5) 0.917776(16) 0.04178(7) Uani 1 1 d . . .
P1 P 0.18294(14) 0.05392(4) 0.44922(12) 0.0518(3) Uani 1 1 d . . .
F1 F 0.2293(3) 0.00891(9) 0.5088(3) 0.0696(8) Uani 1 1 d . . .
F2 F 0.2344(3) 0.07824(10) 0.5700(3) 0.0735(9) Uani 1 1 d . . .
F3 F 0.3304(3) 0.05885(11) 0.4103(3) 0.0849(10) Uani 1 1 d . . .
F4 F 0.1397(4) 0.09927(10) 0.3902(3) 0.0904(11) Uani 1 1 d . . .
F5 F 0.1328(4) 0.02954(12) 0.3290(3) 0.0949(11) Uani 1 1 d . . .
F6 F 0.0367(3) 0.04899(10) 0.4873(3) 0.0849(10) Uani 1 1 d . . .
N1 N 0.7535(4) 0.13282(13) 0.8209(4) 0.0497(10) Uani 1 1 d . . .
N2 N 0.5496(4) 0.07889(11) 0.8352(3) 0.0441(9) Uani 1 1 d . . .
N3 N 0.4470(4) 0.04905(11) 0.8169(3) 0.0499(10) Uani 1 1 d . . .
N4 N 0.4825(4) 0.17316(11) 0.7722(3) 0.0449(9) Uani 1 1 d . . .
N5 N 0.6645(4) 0.11610(12) 1.0760(3) 0.0494(10) Uani 1 1 d . . .
C1 C 0.8588(5) 0.16064(18) 0.8217(5) 0.0601(14) Uani 1 1 d . . .
H1A H 0.8638 0.1844 0.8717 0.072 Uiso 1 1 calc R . .
C2 C 0.9590(6) 0.1546(2) 0.7501(6) 0.0711(16) Uani 1 1 d . . .
H2A H 1.0310 0.1741 0.7519 0.085 Uiso 1 1 calc R . .
C3 C 0.9514(6) 0.1198(2) 0.6767(5) 0.0725(16) Uani 1 1 d . . .
H3A H 1.0178 0.1156 0.6272 0.087 Uiso 1 1 calc R . .
C4 C 0.8470(6) 0.09138(19) 0.6757(5) 0.0647(15) Uani 1 1 d . . .
H4A H 0.8419 0.0673 0.6267 0.078 Uiso 1 1 calc R . .
C5 C 0.7481(5) 0.09867(15) 0.7486(4) 0.0488(11) Uani 1 1 d . . .
C6 C 0.6314(5) 0.07035(15) 0.7530(4) 0.0468(11) Uani 1 1 d . . .
C7 C 0.5828(6) 0.03548(16) 0.6832(5) 0.0606(14) Uani 1 1 d . . .
H7A H 0.6214 0.0232 0.6211 0.073 Uiso 1 1 calc R . .
C8 C 0.4666(6) 0.02316(16) 0.7259(5) 0.0601(14) Uani 1 1 d . . .
H8A H 0.4099 0.0006 0.6969 0.072 Uiso 1 1 calc R . .
C9 C 0.3403(5) 0.04589(14) 0.8899(4) 0.0486(12) Uani 1 1 d . . .
C10 C 0.2073(6) 0.04458(18) 0.8368(5) 0.0700(16) Uani 1 1 d . . .
H10A H 0.1860 0.0461 0.7552 0.084 Uiso 1 1 calc R . .
C11 C 0.1060(6) 0.0409(2) 0.9090(6) 0.088(2) Uani 1 1 d . . .
H11A H 0.0149 0.0399 0.8757 0.105 Uiso 1 1 calc R . .
C12 C 0.1390(7) 0.0388(2) 1.0298(6) 0.0821(18) Uani 1 1 d . . .
H12A H 0.0700 0.0369 1.0776 0.099 Uiso 1 1 calc R . .
C13 C 0.2719(7) 0.03965(17) 1.0793(5) 0.0692(16) Uani 1 1 d . . .
H13A H 0.2936 0.0379 1.1609 0.083 Uiso 1 1 calc R . .
C14 C 0.3746(6) 0.04302(15) 1.0095(5) 0.0558(13) Uani 1 1 d . . .
H14A H 0.4658 0.0433 1.0431 0.067 Uiso 1 1 calc R . .
C15 C 0.4074(5) 0.15442(15) 0.6808(4) 0.0541(13) Uani 1 1 d . . .
H15A H 0.4009 0.1245 0.6795 0.065 Uiso 1 1 calc R . .
C16 C 0.3393(6) 0.17724(17) 0.5886(5) 0.0714(17) Uani 1 1 d . . .
H16A H 0.2864 0.1631 0.5268 0.086 Uiso 1 1 calc R . .
C17 C 0.3507(7) 0.22166(19) 0.5895(6) 0.086(2) Uani 1 1 d . . .
H17A H 0.3064 0.2381 0.5279 0.103 Uiso 1 1 calc R . .
C18 C 0.4280(6) 0.24090(17) 0.6821(5) 0.0736(17) Uani 1 1 d . . .
H18A H 0.4357 0.2708 0.6833 0.088 Uiso 1 1 calc R . .
C19 C 0.4954(5) 0.21727(14) 0.7746(5) 0.0528(13) Uani 1 1 d . . .
C20 C 0.5804(5) 0.23364(15) 0.8787(5) 0.0560(13) Uani 1 1 d . . .
C21 C 0.6301(5) 0.20282(15) 0.9632(4) 0.0511(12) Uani 1 1 d . . .
C22 C 0.7137(6) 0.21750(18) 1.0628(5) 0.0716(16) Uani 1 1 d . . .
H22A H 0.7472 0.1978 1.1209 0.086 Uiso 1 1 calc R . .
C23 C 0.7482(7) 0.2603(2) 1.0777(6) 0.096(2) Uani 1 1 d . . .
H23A H 0.8059 0.2692 1.1444 0.115 Uiso 1 1 calc R . .
C24 C 0.6976(8) 0.2902(2) 0.9939(7) 0.102(2) Uani 1 1 d . . .
H24A H 0.7190 0.3192 1.0052 0.122 Uiso 1 1 calc R . .
C25 C 0.6156(7) 0.27716(18) 0.8938(6) 0.0844(19) Uani 1 1 d . . .
H25A H 0.5835 0.2972 0.8363 0.101 Uiso 1 1 calc R . .
C26 C 0.7914(6) 0.09926(18) 1.0975(5) 0.0672(15) Uani 1 1 d . . .
H26A H 0.8448 0.0983 1.0364 0.081 Uiso 1 1 calc R . .
C27 C 0.8445(7) 0.0836(2) 1.2061(6) 0.0844(19) Uani 1 1 d . . .
H27A H 0.9327 0.0725 1.2191 0.101 Uiso 1 1 calc R . .
C28 C 0.7639(7) 0.0847(2) 1.2951(5) 0.0811(18) Uani 1 1 d . . .
H28A H 0.7969 0.0737 1.3691 0.097 Uiso 1 1 calc R . .
C29 C 0.6357(6) 0.10174(17) 1.2752(5) 0.0681(16) Uani 1 1 d . . .
H29A H 0.5817 0.1026 1.3360 0.082 Uiso 1 1 calc R . .
C30 C 0.5855(5) 0.11781(14) 1.1645(4) 0.0499(12) Uani 1 1 d . . .
C31 C 0.4499(5) 0.13581(14) 1.1299(4) 0.0487(12) Uani 1 1 d . . .
C32 C 0.4216(5) 0.14849(13) 1.0109(4) 0.0458(11) Uani 1 1 d . . .
C33 C 0.2915(5) 0.16466(16) 0.9736(5) 0.0566(13) Uani 1 1 d . . .
H33A H 0.2690 0.1735 0.8956 0.068 Uiso 1 1 calc R . .
C34 C 0.1951(6) 0.16785(18) 1.0504(6) 0.0700(16) Uani 1 1 d . . .
H34A H 0.1087 0.1787 1.0234 0.084 Uiso 1 1 calc R . .
C35 C 0.2254(7) 0.15517(18) 1.1670(6) 0.0737(17) Uani 1 1 d . . .
H35A H 0.1599 0.1576 1.2180 0.088 Uiso 1 1 calc R . .
C36 C 0.3510(6) 0.13922(16) 1.2066(5) 0.0642(14) Uani 1 1 d . . .
H36A H 0.3714 0.1305 1.2849 0.077 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ir1 0.04707(11) 0.04100(10) 0.03678(11) -0.00296(9) 0.00380(7) 0.00406(9)
P1 0.0574(8) 0.0581(8) 0.0401(7) 0.0000(6) 0.0063(6) 0.0040(6)
F1 0.088(2) 0.0569(17) 0.063(2) 0.0060(15) 0.0065(17) 0.0047(16)
F2 0.090(2) 0.0717(19) 0.0560(19) -0.0147(16) 0.0007(16) -0.0042(17)
F3 0.073(2) 0.095(2) 0.093(3) 0.016(2) 0.0349(19) 0.0032(18)
F4 0.104(3) 0.078(2) 0.087(3) 0.0272(19) 0.005(2) 0.0171(19)
F5 0.112(3) 0.115(3) 0.053(2) -0.024(2) -0.0083(19) 0.016(2)
F6 0.063(2) 0.088(2) 0.109(3) -0.016(2) 0.0301(19) -0.0072(17)
N1 0.045(2) 0.060(3) 0.044(2) 0.001(2) 0.0037(18) 0.0075(19)
N2 0.058(2) 0.0355(19) 0.038(2) 0.0018(17) 0.0019(18) 0.0099(18)
N3 0.065(3) 0.039(2) 0.045(2) -0.0028(19) 0.003(2) 0.0047(19)
N4 0.055(2) 0.038(2) 0.040(2) 0.0055(18) 0.0046(19) 0.0031(18)
N5 0.061(3) 0.049(2) 0.037(2) -0.0041(19) 0.003(2) 0.0082(19)
C1 0.050(3) 0.071(3) 0.059(3) 0.000(3) 0.005(3) 0.001(3)
C2 0.049(3) 0.085(4) 0.080(4) 0.015(4) 0.008(3) 0.006(3)
C3 0.065(4) 0.092(4) 0.064(4) 0.008(4) 0.022(3) 0.025(4)
C4 0.066(4) 0.076(4) 0.055(3) 0.001(3) 0.021(3) 0.020(3)
C5 0.054(3) 0.054(3) 0.038(3) 0.002(2) 0.004(2) 0.016(2)
C6 0.060(3) 0.045(3) 0.034(3) -0.004(2) 0.005(2) 0.015(2)
C7 0.079(4) 0.055(3) 0.048(3) -0.009(3) 0.011(3) 0.018(3)
C8 0.086(4) 0.045(3) 0.047(3) -0.010(2) -0.001(3) 0.004(3)
C9 0.061(3) 0.036(2) 0.048(3) 0.005(2) 0.004(3) -0.004(2)
C10 0.061(4) 0.085(4) 0.061(4) 0.022(3) -0.003(3) -0.010(3)
C11 0.063(4) 0.105(5) 0.094(5) 0.028(4) 0.004(4) -0.010(3)
C12 0.079(5) 0.090(5) 0.083(5) 0.018(4) 0.029(4) 0.000(4)
C13 0.092(5) 0.061(3) 0.057(4) 0.005(3) 0.018(3) 0.001(3)
C14 0.070(4) 0.048(3) 0.048(3) -0.001(2) 0.004(3) 0.002(2)
C15 0.066(3) 0.045(3) 0.047(3) 0.002(2) -0.006(3) -0.003(2)
C16 0.085(4) 0.060(3) 0.061(4) 0.010(3) -0.021(3) -0.007(3)
C17 0.114(5) 0.068(4) 0.067(4) 0.023(3) -0.018(4) 0.002(4)
C18 0.099(5) 0.044(3) 0.076(4) 0.012(3) 0.005(4) -0.001(3)
C19 0.066(3) 0.039(3) 0.054(3) 0.007(2) 0.009(3) -0.005(2)
C20 0.068(3) 0.043(3) 0.057(3) -0.005(2) 0.008(3) -0.005(2)
C21 0.060(3) 0.046(3) 0.047(3) -0.015(2) 0.010(2) -0.005(2)
C22 0.087(4) 0.061(3) 0.063(4) -0.014(3) -0.004(3) -0.010(3)
C23 0.119(6) 0.078(4) 0.083(5) -0.028(4) -0.012(4) -0.029(4)
C24 0.139(7) 0.060(4) 0.105(6) -0.023(4) 0.010(5) -0.031(4)
C25 0.110(5) 0.053(3) 0.088(5) -0.007(3) 0.005(4) -0.014(3)
C26 0.057(3) 0.086(4) 0.056(4) -0.004(3) -0.004(3) 0.021(3)
C27 0.084(4) 0.101(5) 0.063(4) 0.004(4) -0.013(4) 0.032(4)
C28 0.100(5) 0.082(4) 0.056(4) 0.015(3) -0.006(4) 0.023(4)
C29 0.094(5) 0.064(3) 0.047(3) 0.003(3) 0.008(3) 0.012(3)
C30 0.070(3) 0.041(3) 0.039(3) -0.003(2) 0.005(2) -0.002(2)
C31 0.060(3) 0.041(3) 0.046(3) -0.005(2) 0.012(2) 0.001(2)
C32 0.051(3) 0.042(3) 0.045(3) -0.004(2) 0.009(2) 0.002(2)
C33 0.054(3) 0.061(3) 0.055(3) 0.000(3) 0.010(3) 0.006(3)
C34 0.059(4) 0.073(4) 0.080(5) 0.001(3) 0.014(3) 0.008(3)
C35 0.084(5) 0.066(4) 0.080(5) -0.005(3) 0.042(4) -0.001(3)
C36 0.080(4) 0.058(3) 0.057(3) 0.002(3) 0.019(3) 0.001(3)

_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 C21 2.000(4) . ?
Ir1 C32 2.015(5) . ?
Ir1 N4 2.050(4) . ?
Ir1 N5 2.051(4) . ?
Ir1 N2 2.174(4) . ?
Ir1 N1 2.180(4) . ?
P1 F6 1.570(3) . ?
P1 F3 1.586(3) . ?
P1 F5 1.588(3) . ?
P1 F4 1.592(3) . ?
P1 F1 1.592(3) . ?
P1 F2 1.595(3) . ?
N1 C5 1.340(6) . ?
N1 C1 1.349(6) . ?
N2 C6 1.345(6) . ?
N2 N3 1.366(5) . ?
N3 C8 1.348(6) . ?
N3 C9 1.431(6) . ?
N4 C15 1.332(6) . ?
N4 C19 1.372(5) . ?
N5 C26 1.350(6) . ?
N5 C30 1.358(6) . ?
C1 C2 1.378(7) . ?
C1 H1A 0.9300 . ?
C2 C3 1.363(8) . ?
C2 H2A 0.9300 . ?
C3 C4 1.354(8) . ?
C3 H3A 0.9300 . ?
C4 C5 1.384(7) . ?
C4 H4A 0.9300 . ?
C5 C6 1.454(7) . ?
C6 C7 1.390(6) . ?
C7 C8 1.360(7) . ?
C7 H7A 0.9300 . ?
C8 H8A 0.9300 . ?
C9 C14 1.367(7) . ?
C9 C10 1.373(7) . ?
C10 C11 1.383(8) . ?
C10 H10A 0.9300 . ?
C11 C12 1.377(8) . ?
C11 H11A 0.9300 . ?
C12 C13 1.359(8) . ?
C12 H12A 0.9300 . ?
C13 C14 1.375(7) . ?
C13 H13A 0.9300 . ?
C14 H14A 0.9300 . ?
C15 C16 1.369(7) . ?
C15 H15A 0.9300 . ?
C16 C17 1.381(7) . ?
C16 H16A 0.9300 . ?
C17 C18 1.357(8) . ?
C17 H17A 0.9300 . ?
C18 C19 1.382(7) . ?
C18 H18A 0.9300 . ?
C19 C20 1.453(7) . ?
C20 C25 1.397(7) . ?
C20 C21 1.399(7) . ?
C21 C22 1.391(7) . ?
C22 C23 1.375(7) . ?
C22 H22A 0.9300 . ?
C23 C24 1.376(9) . ?
C23 H23A 0.9300 . ?
C24 C25 1.371(9) . ?
C24 H24A 0.9300 . ?
C25 H25A 0.9300 . ?
C26 C27 1.371(7) . ?
C26 H26A 0.9300 . ?
C27 C28 1.373(9) . ?
C27 H27A 0.9300 . ?
C28 C29 1.363(8) . ?
C28 H28A 0.9300 . ?
C29 C30 1.389(7) . ?
C29 H29A 0.9300 . ?
C30 C31 1.456(7) . ?
C31 C36 1.401(7) . ?
C31 C32 1.408(7) . ?
C32 C33 1.392(6) . ?
C33 C34 1.382(7) . ?
C33 H33A 0.9300 . ?
C34 C35 1.383(8) . ?
C34 H34A 0.9300 . ?
C35 C36 1.355(8) . ?
C35 H35A 0.9300 . ?
C36 H36A 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
C21 Ir1 C32 87.22(18) . . ?
C21 Ir1 N4 80.76(18) . . ?
C32 Ir1 N4 93.93(17) . . ?
C21 Ir1 N5 94.69(18) . . ?
C32 Ir1 N5 80.03(18) . . ?
N4 Ir1 N5 172.66(15) . . ?
C21 Ir1 N2 167.20(17) . . ?
C32 Ir1 N2 104.35(16) . . ?
N4 Ir1 N2 92.80(14) . . ?
N5 Ir1 N2 92.74(14) . . ?
C21 Ir1 N1 93.99(17) . . ?
C32 Ir1 N1 177.88(16) . . ?
N4 Ir1 N1 87.98(14) . . ?
N5 Ir1 N1 98.13(15) . . ?
N2 Ir1 N1 74.62(15) . . ?
F6 P1 F3 179.8(2) . . ?
F6 P1 F5 90.0(2) . . ?
F3 P1 F5 89.7(2) . . ?
F6 P1 F4 89.9(2) . . ?
F3 P1 F4 90.04(19) . . ?
F5 P1 F4 91.0(2) . . ?
F6 P1 F1 91.07(18) . . ?
F3 P1 F1 88.98(18) . . ?
F5 P1 F1 89.57(18) . . ?
F4 P1 F1 178.8(2) . . ?
F6 P1 F2 90.30(19) . . ?
F3 P1 F2 89.92(19) . . ?
F5 P1 F2 179.6(2) . . ?
F4 P1 F2 89.22(18) . . ?
F1 P1 F2 90.17(17) . . ?
C5 N1 C1 118.5(4) . . ?
C5 N1 Ir1 116.5(3) . . ?
C1 N1 Ir1 124.8(3) . . ?
C6 N2 N3 105.2(4) . . ?
C6 N2 Ir1 114.8(3) . . ?
N3 N2 Ir1 137.0(3) . . ?
C8 N3 N2 110.0(4) . . ?
C8 N3 C9 127.0(4) . . ?
N2 N3 C9 123.0(4) . . ?
C15 N4 C19 119.3(4) . . ?
C15 N4 Ir1 125.7(3) . . ?
C19 N4 Ir1 114.9(3) . . ?
C26 N5 C30 119.4(4) . . ?
C26 N5 Ir1 124.8(4) . . ?
C30 N5 Ir1 115.8(3) . . ?
N1 C1 C2 121.5(5) . . ?
N1 C1 H1A 119.2 . . ?
C2 C1 H1A 119.2 . . ?
C3 C2 C1 119.2(6) . . ?
C3 C2 H2A 120.4 . . ?
C1 C2 H2A 120.4 . . ?
C4 C3 C2 120.0(6) . . ?
C4 C3 H3A 120.0 . . ?
C2 C3 H3A 120.0 . . ?
C3 C4 C5 119.1(5) . . ?
C3 C4 H4A 120.5 . . ?
C5 C4 H4A 120.5 . . ?
N1 C5 C4 121.8(5) . . ?
N1 C5 C6 115.0(4) . . ?
C4 C5 C6 123.2(5) . . ?
N2 C6 C7 111.1(5) . . ?
N2 C6 C5 117.2(4) . . ?
C7 C6 C5 131.6(5) . . ?
C8 C7 C6 104.8(5) . . ?
C8 C7 H7A 127.6 . . ?
C6 C7 H7A 127.6 . . ?
N3 C8 C7 108.9(5) . . ?
N3 C8 H8A 125.5 . . ?
C7 C8 H8A 125.5 . . ?
C14 C9 C10 122.4(5) . . ?
C14 C9 N3 118.9(5) . . ?
C10 C9 N3 118.7(5) . . ?
C9 C10 C11 117.7(6) . . ?
C9 C10 H10A 121.2 . . ?
C11 C10 H10A 121.2 . . ?
C12 C11 C10 120.6(6) . . ?
C12 C11 H11A 119.7 . . ?
C10 C11 H11A 119.7 . . ?
C13 C12 C11 120.2(6) . . ?
C13 C12 H12A 119.9 . . ?
C11 C12 H12A 119.9 . . ?
C12 C13 C14 120.4(6) . . ?
C12 C13 H13A 119.8 . . ?
C14 C13 H13A 119.8 . . ?
C9 C14 C13 118.8(5) . . ?
C9 C14 H14A 120.6 . . ?
C13 C14 H14A 120.6 . . ?
N4 C15 C16 123.0(4) . . ?
N4 C15 H15A 118.5 . . ?
C16 C15 H15A 118.5 . . ?
C15 C16 C17 118.5(5) . . ?
C15 C16 H16A 120.7 . . ?
C17 C16 H16A 120.7 . . ?
C18 C17 C16 118.7(5) . . ?
C18 C17 H17A 120.6 . . ?
C16 C17 H17A 120.6 . . ?
C17 C18 C19 121.8(5) . . ?
C17 C18 H18A 119.1 . . ?
C19 C18 H18A 119.1 . . ?
N4 C19 C18 118.6(5) . . ?
N4 C19 C20 113.9(4) . . ?
C18 C19 C20 127.5(5) . . ?
C25 C20 C21 120.9(5) . . ?
C25 C20 C19 123.0(5) . . ?
C21 C20 C19 116.0(4) . . ?
C22 C21 C20 117.2(5) . . ?
C22 C21 Ir1 128.3(4) . . ?
C20 C21 Ir1 114.3(3) . . ?
C23 C22 C21 121.8(6) . . ?
C23 C22 H22A 119.1 . . ?
C21 C22 H22A 119.1 . . ?
C22 C23 C24 120.1(6) . . ?
C22 C23 H23A 120.0 . . ?
C24 C23 H23A 120.0 . . ?
C25 C24 C23 120.2(6) . . ?
C25 C24 H24A 119.9 . . ?
C23 C24 H24A 119.9 . . ?
C24 C25 C20 119.8(6) . . ?
C24 C25 H25A 120.1 . . ?
C20 C25 H25A 120.1 . . ?
N5 C26 C27 122.4(6) . . ?
N5 C26 H26A 118.8 . . ?
C27 C26 H26A 118.8 . . ?
C26 C27 C28 118.2(6) . . ?
C26 C27 H27A 120.9 . . ?
C28 C27 H27A 120.9 . . ?
C29 C28 C27 120.2(6) . . ?
C29 C28 H28A 119.9 . . ?
C27 C28 H28A 119.9 . . ?
C28 C29 C30 120.1(6) . . ?
C28 C29 H29A 119.9 . . ?
C30 C29 H29A 119.9 . . ?
N5 C30 C29 119.6(5) . . ?
N5 C30 C31 114.3(4) . . ?
C29 C30 C31 126.1(5) . . ?
C36 C31 C32 121.3(5) . . ?
C36 C31 C30 123.5(5) . . ?
C32 C31 C30 115.2(4) . . ?
C33 C32 C31 116.9(5) . . ?
C33 C32 Ir1 128.6(4) . . ?
C31 C32 Ir1 114.5(3) . . ?
C34 C33 C32 121.1(5) . . ?
C34 C33 H33A 119.5 . . ?
C32 C33 H33A 119.5 . . ?
C33 C34 C35 120.9(6) . . ?
C33 C34 H34A 119.6 . . ?
C35 C34 H34A 119.6 . . ?
C36 C35 C34 119.8(6) . . ?
C36 C35 H35A 120.1 . . ?
C34 C35 H35A 120.1 . . ?
C35 C36 C31 120.1(5) . . ?
C35 C36 H36A 120.0 . . ?
C31 C36 H36A 120.0 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.092
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.094