#------------------------------------------------------------------------------
#$Date: 2019-10-18 10:49:21 +0300 (Fri, 18 Oct 2019) $
#$Revision: 219418 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/47/7234712.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7234712
loop_
_publ_author_name
'Yafei Wang'
'Ning Sun'
'Basile F. E. Curchod'
'Louise Male'
'Dongge Ma'
'Jiang Fan'
'Yu Liu'
'Weiguo Zhu'
'Etienne Baranoff'
_publ_section_title
;
 Tuning the oxidation potential of 2-phenylpyridine-based iridium
 complexes to improve the performance of bluish and white OLEDs
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              3738
_journal_page_last               3746
_journal_paper_doi               10.1039/C5TC02355F
_journal_volume                  4
_journal_year                    2016
_chemical_formula_moiety         'C33 H31 F4 Ir N2 O4, 0.5(C H2 Cl2)'
_chemical_formula_sum            'C33.5 H32 Cl F4 Ir N2 O4'
_chemical_formula_weight         830.26
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                113.094(2)
_cell_angle_beta                 105.6129(19)
_cell_angle_gamma                99.0525(18)
_cell_formula_units_Z            4
_cell_length_a                   13.2592(3)
_cell_length_b                   17.0439(4)
_cell_length_c                   17.1957(4)
_cell_measurement_reflns_used    13664
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.3430
_cell_measurement_theta_min      3.1000
_cell_volume                     3287.63(16)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3537
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -15.00   79.00   1.0000   16.4500
omega____ theta____ kappa____ phi______ frames
    -       10.3201   57.0000 -150.0000 94

#__ type_ start__ end____ width___ exp.time_
  2 omega  -20.00   50.00   1.0000   16.4500
omega____ theta____ kappa____ phi______ frames
    -       10.3201  -99.0000  -30.0000 70

#__ type_ start__ end____ width___ exp.time_
  3 omega  -59.00   35.00   1.0000   16.4500
omega____ theta____ kappa____ phi______ frames
    -       10.3201  -57.0000   60.0000 94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0226101000
_diffrn_orient_matrix_UB_12      -0.0209623000
_diffrn_orient_matrix_UB_13      0.0259323000
_diffrn_orient_matrix_UB_21      -0.0118884000
_diffrn_orient_matrix_UB_22      -0.0394621000
_diffrn_orient_matrix_UB_23      -0.0405588000
_diffrn_orient_matrix_UB_31      0.0522548000
_diffrn_orient_matrix_UB_32      0.0157417000
_diffrn_orient_matrix_UB_33      -0.0009281000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            23065
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.112
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    4.205
_exptl_absorpt_correction_T_max  0.955
_exptl_absorpt_correction_T_min  0.823
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.677
_exptl_crystal_description       rod
_exptl_crystal_F_000             1636
_exptl_crystal_size_max          0.3652
_exptl_crystal_size_mid          0.1003
_exptl_crystal_size_min          0.0524
_refine_diff_density_max         1.165
_refine_diff_density_min         -1.144
_refine_diff_density_rms         0.111
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     910
_refine_ls_number_reflns         13313
_refine_ls_number_restraints     101
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0268
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0157P)²+5.5847P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0552
_refine_ls_wR_factor_ref         0.0601
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                11371
_reflns_number_total             13313
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            J-Mater-Chem-C-2016-4-3738.cif
_cod_data_source_block           acac
_cod_original_cell_volume        3287.63(14)
_cod_original_formula_sum        'C33.50 H32 Cl F4 Ir N2 O4'
_cod_database_code               7234712
_chemical_oxdiff_formula         'C33 H31 F4 Ir N2 O4'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_reflns_odcompleteness_completeness 98.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Cl81-C801
 1.74 with sigma of 0.01
 Cl82-C801 = Cl3'-C81' = Cl4'-C81'
 1.74 with sigma of 0.02
 Cl3'-Cl4'
 2.9 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C701 \\sim Cl71 \\sim Cl72 \\sim C71' \\sim Cl1' \\sim Cl2' \\sim C801 \\sim
Cl81 \\sim Cl82 \\sim C81' \\sim Cl3' \\sim Cl4': within 1.7A with sigma of
0.04 and sigma for terminal atoms of 0.08
Uanis(C701) \\sim Ueq, Uanis(Cl82) \\sim Ueq: with sigma of 0.02 and sigma for
terminal atoms of 0.1
Uanis(C801) \\sim Ueq, Uanis(Cl4') \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
4. Others
 Sof(C71')=Sof(H71A)=Sof(H71B)=Sof(Cl1')=Sof(Cl2')=0.5*(1-FVAR(2))
 Sof(C701)=Sof(H70A)=Sof(H70B)=Sof(Cl71)=Sof(Cl72)=0.5*FVAR(2)
 Sof(C81')=Sof(H81A)=Sof(H81B)=Sof(Cl3')=Sof(Cl4')=0.5*(1-FVAR(3))
 Sof(C801)=Sof(H80A)=Sof(H80B)=Sof(Cl81)=Sof(Cl82)=0.5*FVAR(3)
5.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C26(H26A,H26B), C46(H46A,H46B), C56(H56A,H56B), C701(H70A,
 H70B), C71'(H71A,H71B), C801(H80A,H80B), C81'(H81A,H81B)
5.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C19(H19), C102(H102), C103(H103), C25(H25), C29(H29), C202(H202),
 C203(H203), C32(H32), C45(H45), C49(H49), C402(H402), C403(H403), C55(H55),
 C59(H59), C502(H502), C503(H503), C62(H62)
5.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C104(H10A,H10B,H10C), C27(H27A,H27B,H27C), C204(H20A,
 H20B,H20C), C34(H34A,H34B,H34C), C35(H35A,H35B,H35C), C47(H47A,H47B,H47C),
 C404(H40A,H40B,H40C), C57(H57A,H57B,H57C), C504(H50A,H50B,H50C), C64(H64A,H64B,
 H64C), C65(H65A,H65B,H65C)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6100(3) 0.8486(2) 0.9097(2) 0.0158(7) Uani 1 1 d . . . . .
C11 C 0.5269(3) 0.8900(2) 0.8920(2) 0.0143(7) Uani 1 1 d . . . . .
C12 C 0.5337(3) 0.9375(2) 0.8430(2) 0.0173(8) Uani 1 1 d . . . . .
C13 C 0.6187(3) 0.9473(2) 0.8130(3) 0.0197(8) Uani 1 1 d . . . . .
C14 C 0.7006(3) 0.9078(2) 0.8293(2) 0.0179(8) Uani 1 1 d . . . . .
C15 C 0.6944(3) 0.8581(2) 0.8766(2) 0.0169(8) Uani 1 1 d . . . . .
H15 H 0.7481 0.8303 0.8865 0.020 Uiso 1 1 calc R . . . .
C16 C 0.8567(3) 0.8719(3) 0.7972(3) 0.0210(8) Uani 1 1 d . . . . .
H16A H 0.8163 0.8088 0.7649 0.025 Uiso 1 1 calc R . . . .
H16B H 0.9008 0.8858 0.8586 0.025 Uiso 1 1 calc R . . . .
C17 C 0.9284(3) 0.8937(3) 0.7502(3) 0.0284(9) Uani 1 1 d . . . . .
H17A H 0.8837 0.8832 0.6909 0.043 Uiso 1 1 calc GR . . . .
H17B H 0.9761 0.8565 0.7445 0.043 Uiso 1 1 calc GR . . . .
H17C H 0.9716 0.9553 0.7849 0.043 Uiso 1 1 calc GR . . . .
C18 C 0.4428(3) 0.8800(2) 0.9297(2) 0.0151(7) Uani 1 1 d . . . . .
C19 C 0.3486(3) 0.9075(2) 0.9165(2) 0.0170(8) Uani 1 1 d . . . . .
H19 H 0.3359 0.9373 0.8812 0.020 Uiso 1 1 calc R . . . .
C101 C 0.2734(3) 0.8911(2) 0.9554(3) 0.0185(8) Uani 1 1 d . . . . .
C102 C 0.2974(3) 0.8481(2) 1.0090(3) 0.0212(8) Uani 1 1 d . . . . .
H102 H 0.2497 0.8365 1.0368 0.025 Uiso 1 1 calc R . . . .
C103 C 0.3914(3) 0.8227(2) 1.0210(3) 0.0202(8) Uani 1 1 d . . . . .
H103 H 0.4062 0.7944 1.0575 0.024 Uiso 1 1 calc R . . . .
C104 C 0.1703(3) 0.9174(3) 0.9393(3) 0.0242(9) Uani 1 1 d . . . . .
H10A H 0.1821 0.9689 0.9289 0.036 Uiso 1 1 calc GR . . . .
H10B H 0.1498 0.9312 0.9915 0.036 Uiso 1 1 calc GR . . . .
H10C H 0.1127 0.8689 0.8871 0.036 Uiso 1 1 calc GR . . . .
N1 N 0.4628(2) 0.83718(19) 0.9823(2) 0.0164(6) Uani 1 1 d . . . . .
O11 O 0.78210(19) 0.92491(17) 0.79873(18) 0.0215(6) Uani 1 1 d . . . . .
F1 F 0.45852(16) 0.98002(14) 0.82498(15) 0.0216(5) Uani 1 1 d . . . . .
F2 F 0.62356(17) 0.99731(15) 0.76841(15) 0.0257(5) Uani 1 1 d . . . . .
C2 C 0.5107(3) 0.6728(2) 0.8810(2) 0.0161(8) Uani 1 1 d . . . . .
C21 C 0.5693(3) 0.6083(2) 0.8682(2) 0.0162(8) Uani 1 1 d . . . . .
C22 C 0.5137(3) 0.5214(2) 0.8009(3) 0.0178(8) Uani 1 1 d . . . . .
C23 C 0.4069(3) 0.4971(2) 0.7450(3) 0.0200(8) Uani 1 1 d . . . . .
C24 C 0.3496(3) 0.5601(3) 0.7536(2) 0.0192(8) Uani 1 1 d . . . . .
C25 C 0.4021(3) 0.6469(2) 0.8222(2) 0.0174(8) Uani 1 1 d . . . . .
H25 H 0.3639 0.6890 0.8292 0.021 Uiso 1 1 calc R . . . .
C26 C 0.1895(3) 0.5967(3) 0.6940(3) 0.0236(9) Uani 1 1 d . . . . .
H26A H 0.2330 0.6444 0.6886 0.028 Uiso 1 1 calc R . . . .
H26B H 0.1773 0.6223 0.7508 0.028 Uiso 1 1 calc R . . . .
C27 C 0.0815(3) 0.5505(3) 0.6151(3) 0.0282(10) Uani 1 1 d . . . . .
H27A H 0.0947 0.5282 0.5593 0.042 Uiso 1 1 calc GR . . . .
H27B H 0.0402 0.5921 0.6162 0.042 Uiso 1 1 calc GR . . . .
H27C H 0.0408 0.5017 0.6197 0.042 Uiso 1 1 calc GR . . . .
C28 C 0.6853(3) 0.6423(2) 0.9258(2) 0.0154(7) Uani 1 1 d . . . . .
C29 C 0.7617(3) 0.5951(2) 0.9267(2) 0.0171(8) Uani 1 1 d . . . . .
H29 H 0.7398 0.5342 0.8879 0.020 Uiso 1 1 calc R . . . .
C201 C 0.8703(3) 0.6377(3) 0.9848(2) 0.0180(8) Uani 1 1 d . . . . .
C202 C 0.9014(3) 0.7291(3) 1.0388(3) 0.0202(8) Uani 1 1 d . . . . .
H202 H 0.9743 0.7600 1.0764 0.024 Uiso 1 1 calc R . . . .
C203 C 0.8240(3) 0.7739(3) 1.0365(3) 0.0205(8) Uani 1 1 d . . . . .
H203 H 0.8458 0.8353 1.0734 0.025 Uiso 1 1 calc R . . . .
C204 C 0.9503(3) 0.5847(3) 0.9897(3) 0.0242(9) Uani 1 1 d . . . . .
H20A H 0.9657 0.5797 1.0451 0.036 Uiso 1 1 calc GR . . . .
H20B H 1.0170 0.6145 0.9882 0.036 Uiso 1 1 calc GR . . . .
H20C H 0.9192 0.5262 0.9389 0.036 Uiso 1 1 calc GR . . . .
N2 N 0.7172(2) 0.73208(19) 0.9827(2) 0.0151(6) Uani 1 1 d . . . . .
O21 O 0.24582(19) 0.53015(17) 0.69205(18) 0.0234(6) Uani 1 1 d . . . . .
F3 F 0.56420(16) 0.45616(14) 0.78696(15) 0.0242(5) Uani 1 1 d . . . . .
F4 F 0.35761(17) 0.41111(14) 0.68051(15) 0.0275(5) Uani 1 1 d . . . . .
C31 C 0.6104(3) 0.7693(3) 1.1580(3) 0.0253(9) Uani 1 1 d . . . . .
C32 C 0.6831(4) 0.8546(3) 1.2122(3) 0.0353(11) Uani 1 1 d . . . . .
H32 H 0.7109 0.8715 1.2740 0.042 Uiso 1 1 calc R . . . .
C33 C 0.7203(3) 0.9185(3) 1.1864(3) 0.0259(9) Uani 1 1 d . . . . .
C34 C 0.5759(3) 0.7158(3) 1.2038(3) 0.0319(10) Uani 1 1 d . . . . .
H34A H 0.6397 0.7173 1.2477 0.048 Uiso 1 1 calc GR . . . .
H34B H 0.5372 0.6551 1.1591 0.048 Uiso 1 1 calc GR . . . .
H34C H 0.5289 0.7411 1.2336 0.048 Uiso 1 1 calc GR . . . .
C35 C 0.7960(3) 1.0085(3) 1.2610(3) 0.0334(10) Uani 1 1 d . . . . .
H35A H 0.7544 1.0420 1.2913 0.050 Uiso 1 1 calc GR . . . .
H35B H 0.8305 1.0404 1.2352 0.050 Uiso 1 1 calc GR . . . .
H35C H 0.8511 1.0002 1.3038 0.050 Uiso 1 1 calc GR . . . .
O3 O 0.56559(19) 0.73066(17) 1.07163(18) 0.0206(6) Uani 1 1 d . . . . .
O4 O 0.69681(19) 0.90955(16) 1.10686(17) 0.0186(5) Uani 1 1 d . . . . .
Ir1 Ir 0.59447(2) 0.78976(2) 0.98724(2) 0.01447(4) Uani 1 1 d . . . . .
C4 C 0.8718(3) 0.4567(2) 0.7155(2) 0.0177(8) Uani 1 1 d . . . . .
C41 C 0.9777(3) 0.5148(2) 0.7777(2) 0.0179(8) Uani 1 1 d . . . . .
C42 C 0.9940(3) 0.6062(3) 0.8136(3) 0.0220(8) Uani 1 1 d . . . . .
C43 C 0.9112(3) 0.6417(2) 0.7916(3) 0.0225(8) Uani 1 1 d . . . . .
C44 C 0.8068(3) 0.5860(3) 0.7303(3) 0.0213(8) Uani 1 1 d . . . . .
C45 C 0.7891(3) 0.4945(3) 0.6921(3) 0.0203(8) Uani 1 1 d . . . . .
H45 H 0.7204 0.4569 0.6496 0.024 Uiso 1 1 calc R . . . .
C46 C 0.6207(3) 0.5733(3) 0.6539(3) 0.0250(9) Uani 1 1 d . . . . .
H46A H 0.5931 0.5316 0.6741 0.030 Uiso 1 1 calc R . . . .
H46B H 0.6208 0.5395 0.5935 0.030 Uiso 1 1 calc R . . . .
C47 C 0.5496(3) 0.6336(3) 0.6523(3) 0.0336(10) Uani 1 1 d . . . . .
H47A H 0.4755 0.5981 0.6131 0.050 Uiso 1 1 calc GR . . . .
H47B H 0.5761 0.6730 0.6300 0.050 Uiso 1 1 calc GR . . . .
H47C H 0.5518 0.6680 0.7126 0.050 Uiso 1 1 calc GR . . . .
C48 C 1.0592(3) 0.4712(2) 0.8019(2) 0.0185(8) Uani 1 1 d . . . . .
C49 C 1.1695(3) 0.5115(3) 0.8592(2) 0.0200(8) Uani 1 1 d . . . . .
H49 H 1.1986 0.5732 0.8853 0.024 Uiso 1 1 calc R . . . .
C401 C 1.2364(3) 0.4610(3) 0.8780(3) 0.0214(8) Uani 1 1 d . . . . .
C402 C 1.1900(3) 0.3689(3) 0.8358(3) 0.0240(9) Uani 1 1 d . . . . .
H402 H 1.2320 0.3326 0.8461 0.029 Uiso 1 1 calc R . . . .
C403 C 1.0815(3) 0.3315(3) 0.7788(3) 0.0214(8) Uani 1 1 d . . . . .
H403 H 1.0522 0.2697 0.7508 0.026 Uiso 1 1 calc R . . . .
C404 C 1.3532(3) 0.5047(3) 0.9430(3) 0.0263(9) Uani 1 1 d . . . . .
H40A H 1.3804 0.5612 0.9446 0.039 Uiso 1 1 calc GR . . . .
H40B H 1.3972 0.4670 0.9232 0.039 Uiso 1 1 calc GR . . . .
H40C H 1.3567 0.5139 1.0025 0.039 Uiso 1 1 calc GR . . . .
N4 N 1.0160(2) 0.3801(2) 0.7617(2) 0.0173(6) Uani 1 1 d . . . . .
O41 O 0.7302(2) 0.62860(17) 0.71552(19) 0.0245(6) Uani 1 1 d . . . . .
F5 F 1.09204(17) 0.66587(14) 0.87613(16) 0.0283(5) Uani 1 1 d . . . . .
F6 F 0.93091(18) 0.73109(15) 0.83187(17) 0.0327(6) Uani 1 1 d . . . . .
C5 C 0.8671(3) 0.2980(2) 0.5643(2) 0.0192(8) Uani 1 1 d . . . . .
C51 C 0.7653(3) 0.2589(2) 0.4903(3) 0.0205(8) Uani 1 1 d . . . . .
C52 C 0.7658(3) 0.2336(3) 0.4033(3) 0.0236(9) Uani 1 1 d . . . . .
C53 C 0.8616(3) 0.2458(2) 0.3876(3) 0.0216(8) Uani 1 1 d . . . . .
C54 C 0.9622(3) 0.2831(3) 0.4588(3) 0.0221(8) Uani 1 1 d . . . . .
C55 C 0.9638(3) 0.3085(2) 0.5467(3) 0.0213(8) Uani 1 1 d . . . . .
H55 H 1.0308 0.3331 0.5948 0.026 Uiso 1 1 calc R . . . .
C56 C 1.1574(3) 0.3341(3) 0.5039(3) 0.0292(9) Uani 1 1 d . . . . .
H56A H 1.1807 0.2904 0.5215 0.035 Uiso 1 1 calc R . . . .
H56B H 1.1568 0.3833 0.5570 0.035 Uiso 1 1 calc R . . . .
C57 C 1.2336(4) 0.3673(4) 0.4651(3) 0.0413(12) Uani 1 1 d . . . . .
H57A H 1.2265 0.3195 0.4085 0.062 Uiso 1 1 calc GR . . . .
H57B H 1.3078 0.3879 0.5069 0.062 Uiso 1 1 calc GR . . . .
H57C H 1.2150 0.4156 0.4549 0.062 Uiso 1 1 calc GR . . . .
C58 C 0.6671(3) 0.2518(2) 0.5142(3) 0.0202(8) Uani 1 1 d . . . . .
C59 C 0.5580(3) 0.2170(3) 0.4556(3) 0.0242(9) Uani 1 1 d . . . . .
H59 H 0.5417 0.1931 0.3933 0.029 Uiso 1 1 calc R . . . .
C501 C 0.4732(3) 0.2171(3) 0.4882(3) 0.0258(9) Uani 1 1 d . . . . .
C502 C 0.5018(3) 0.2564(3) 0.5825(3) 0.0281(9) Uani 1 1 d . . . . .
H502 H 0.4476 0.2610 0.6075 0.034 Uiso 1 1 calc R . . . .
C503 C 0.6100(3) 0.2879(3) 0.6377(3) 0.0241(9) Uani 1 1 d . . . . .
H503 H 0.6276 0.3123 0.7002 0.029 Uiso 1 1 calc R . . . .
C504 C 0.3554(3) 0.1762(3) 0.4256(3) 0.0333(10) Uani 1 1 d . . . . .
H50A H 0.3482 0.1780 0.3693 0.050 Uiso 1 1 calc GR . . . .
H50B H 0.3114 0.2091 0.4531 0.050 Uiso 1 1 calc GR . . . .
H50C H 0.3311 0.1153 0.4143 0.050 Uiso 1 1 calc GR . . . .
N5 N 0.6922(2) 0.2854(2) 0.6056(2) 0.0202(7) Uani 1 1 d . . . . .
O51 O 1.0503(2) 0.29424(19) 0.43400(18) 0.0276(6) Uani 1 1 d . . . . .
F7 F 0.67097(17) 0.19733(16) 0.32976(15) 0.0313(6) Uani 1 1 d . . . . .
F8 F 0.85759(18) 0.22123(15) 0.30131(14) 0.0283(5) Uani 1 1 d . . . . .
C61 C 0.8233(3) 0.1658(3) 0.7178(3) 0.0254(9) Uani 1 1 d . . . . .
C62 C 0.7942(3) 0.2096(3) 0.7921(3) 0.0296(10) Uani 1 1 d . . . . .
H62 H 0.7738 0.1757 0.8196 0.035 Uiso 1 1 calc R . . . .
C63 C 0.7919(3) 0.2979(3) 0.8303(3) 0.0217(8) Uani 1 1 d . . . . .
C64 C 0.8296(4) 0.0722(3) 0.6935(3) 0.0413(12) Uani 1 1 d . . . . .
H64A H 0.9046 0.0722 0.7050 0.062 Uiso 1 1 calc GR . . . .
H64B H 0.7868 0.0342 0.6303 0.062 Uiso 1 1 calc GR . . . .
H64C H 0.8014 0.0505 0.7295 0.062 Uiso 1 1 calc GR . . . .
C65 C 0.7522(3) 0.3303(3) 0.9083(3) 0.0286(9) Uani 1 1 d . . . . .
H65A H 0.6738 0.3161 0.8851 0.043 Uiso 1 1 calc GR . . . .
H65B H 0.7840 0.3938 0.9438 0.043 Uiso 1 1 calc GR . . . .
H65C H 0.7736 0.3017 0.9456 0.043 Uiso 1 1 calc GR . . . .
O6 O 0.8476(2) 0.19735(17) 0.66684(18) 0.0236(6) Uani 1 1 d . . . . .
O7 O 0.81904(19) 0.35618(17) 0.80535(17) 0.0210(6) Uani 1 1 d . . . . .
Ir2 Ir 0.85341(2) 0.32930(2) 0.68481(2) 0.01644(4) Uani 1 1 d . . . . .
C701 C 0.9549(18) 0.0863(12) 0.5172(11) 0.043(5) Uani 0.287(3) 1 d . U P A 1
H70A H 0.9146 0.1132 0.5546 0.051 Uiso 0.287(3) 1 calc R . P A 1
H70B H 0.9361 0.0981 0.4652 0.051 Uiso 0.287(3) 1 calc R . P A 1
Cl71 Cl 0.9165(7) -0.0265(4) 0.4806(4) 0.103(3) Uani 0.287(3) 1 d . U P A 1
Cl72 Cl 1.0982(7) 0.1363(5) 0.5811(7) 0.120(4) Uani 0.287(3) 1 d . U P A 1
C71' C 0.9939(14) 0.1146(12) 0.5443(13) 0.009(4) Uiso 0.213(3) 1 d . U P A 2
H71A H 0.9642 0.1647 0.5612 0.011 Uiso 0.213(3) 1 calc R . P A 2
H71B H 0.9354 0.0603 0.5222 0.011 Uiso 0.213(3) 1 calc R . P A 2
Cl1' Cl 1.0454(4) 0.1090(3) 0.4571(3) 0.0292(14) Uani 0.213(3) 1 d . U P A 2
Cl2' Cl 1.0998(4) 0.1275(3) 0.6388(4) 0.0279(13) Uani 0.213(3) 1 d . U P A 2
C801 C 0.5682(12) -0.0587(10) 0.4141(15) 0.053(5) Uani 0.289(6) 1 d D U P B 1
H80A H 0.5948 -0.0989 0.4359 0.063 Uiso 0.289(6) 1 calc R . P B 1
H80B H 0.5329 -0.0911 0.3486 0.063 Uiso 0.289(6) 1 calc R . P B 1
Cl81 Cl 0.6728(9) 0.0285(7) 0.4427(8) 0.130(4) Uani 0.289(6) 1 d D U P B 1
Cl82 Cl 0.4769(11) -0.0211(6) 0.4610(11) 0.267(12) Uani 0.289(6) 1 d D U P B 1
C81' C 0.5753(14) -0.0109(15) 0.3797(18) 0.050(7) Uani 0.211(6) 1 d D U P B 2
H81A H 0.5769 0.0512 0.4082 0.060 Uiso 0.211(6) 1 calc R . P B 2
H81B H 0.5814 -0.0259 0.3210 0.060 Uiso 0.211(6) 1 calc R . P B 2
Cl3' Cl 0.6747(15) -0.0326(12) 0.4469(7) 0.196(10) Uani 0.211(6) 1 d D U P B 2
Cl4' Cl 0.4613(8) -0.0793(13) 0.3708(16) 0.174(9) Uani 0.211(6) 1 d D U P B 2
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C11 C1 Ir1 113.9(3) . .
C15 C1 C11 118.1(3) . .
C15 C1 Ir1 127.9(3) . .
C1 C11 C18 115.9(3) . .
C12 C11 C1 118.6(3) . .
C12 C11 C18 125.5(3) . .
C13 C12 C11 122.1(3) . .
F1 C12 C11 121.7(3) . .
F1 C12 C13 116.2(3) . .
C12 C13 C14 120.6(3) . .
F2 C13 C12 119.7(3) . .
F2 C13 C14 119.7(3) . .
C13 C14 C15 118.4(3) . .
O11 C14 C13 114.9(3) . .
O11 C14 C15 126.6(3) . .
C1 C15 H15 118.9 . .
C14 C15 C1 122.2(3) . .
C14 C15 H15 118.9 . .
H16A C16 H16B 108.5 . .
C17 C16 H16A 110.2 . .
C17 C16 H16B 110.2 . .
O11 C16 H16A 110.2 . .
O11 C16 H16B 110.2 . .
O11 C16 C17 107.4(3) . .
C16 C17 H17A 109.5 . .
C16 C17 H17B 109.5 . .
C16 C17 H17C 109.5 . .
H17A C17 H17B 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C19 C18 C11 127.3(3) . .
N1 C18 C11 112.7(3) . .
N1 C18 C19 120.0(3) . .
C18 C19 H19 119.6 . .
C101 C19 C18 120.8(3) . .
C101 C19 H19 119.6 . .
C19 C101 C102 117.3(3) . .
C19 C101 C104 121.5(3) . .
C102 C101 C104 121.2(3) . .
C101 C102 H102 120.0 . .
C103 C102 C101 120.1(3) . .
C103 C102 H102 120.0 . .
C102 C103 H103 118.7 . .
N1 C103 C102 122.6(3) . .
N1 C103 H103 118.7 . .
C101 C104 H10A 109.5 . .
C101 C104 H10B 109.5 . .
C101 C104 H10C 109.5 . .
H10A C104 H10B 109.5 . .
H10A C104 H10C 109.5 . .
H10B C104 H10C 109.5 . .
C18 N1 Ir1 116.6(2) . .
C103 N1 C18 119.2(3) . .
C103 N1 Ir1 124.0(2) . .
C14 O11 C16 117.0(3) . .
C21 C2 Ir1 113.8(2) . .
C25 C2 C21 118.6(3) . .
C25 C2 Ir1 127.5(3) . .
C2 C21 C28 115.5(3) . .
C22 C21 C2 118.2(3) . .
C22 C21 C28 126.2(3) . .
C23 C22 C21 122.2(3) . .
F3 C22 C21 121.0(3) . .
F3 C22 C23 116.7(3) . .
C22 C23 C24 120.5(3) . .
F4 C23 C22 119.2(3) . .
F4 C23 C24 120.3(3) . .
C25 C24 C23 118.5(3) . .
O21 C24 C23 115.8(3) . .
O21 C24 C25 125.6(3) . .
C2 C25 H25 119.1 . .
C24 C25 C2 121.9(3) . .
C24 C25 H25 119.1 . .
H26A C26 H26B 108.5 . .
C27 C26 H26A 110.3 . .
C27 C26 H26B 110.3 . .
O21 C26 H26A 110.3 . .
O21 C26 H26B 110.3 . .
O21 C26 C27 107.2(3) . .
C26 C27 H27A 109.5 . .
C26 C27 H27B 109.5 . .
C26 C27 H27C 109.5 . .
H27A C27 H27B 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C29 C28 C21 127.7(3) . .
N2 C28 C21 112.4(3) . .
N2 C28 C29 119.8(3) . .
C28 C29 H29 119.6 . .
C201 C29 C28 120.9(3) . .
C201 C29 H29 119.6 . .
C29 C201 C204 120.3(3) . .
C202 C201 C29 118.2(3) . .
C202 C201 C204 121.5(3) . .
C201 C202 H202 120.2 . .
C203 C202 C201 119.5(3) . .
C203 C202 H202 120.2 . .
C202 C203 H203 118.8 . .
N2 C203 C202 122.4(4) . .
N2 C203 H203 118.8 . .
C201 C204 H20A 109.5 . .
C201 C204 H20B 109.5 . .
C201 C204 H20C 109.5 . .
H20A C204 H20B 109.5 . .
H20A C204 H20C 109.5 . .
H20B C204 H20C 109.5 . .
C28 N2 Ir1 115.8(2) . .
C203 N2 C28 119.1(3) . .
C203 N2 Ir1 124.8(3) . .
C24 O21 C26 116.4(3) . .
C32 C31 C34 118.3(4) . .
O3 C31 C32 126.7(4) . .
O3 C31 C34 115.0(3) . .
C31 C32 H32 115.6 . .
C31 C32 C33 128.7(4) . .
C33 C32 H32 115.6 . .
C32 C33 C35 117.4(4) . .
O4 C33 C32 126.8(4) . .
O4 C33 C35 115.7(4) . .
C31 C34 H34A 109.5 . .
C31 C34 H34B 109.5 . .
C31 C34 H34C 109.5 . .
H34A C34 H34B 109.5 . .
H34A C34 H34C 109.5 . .
H34B C34 H34C 109.5 . .
C33 C35 H35A 109.5 . .
C33 C35 H35B 109.5 . .
C33 C35 H35C 109.5 . .
H35A C35 H35B 109.5 . .
H35A C35 H35C 109.5 . .
H35B C35 H35C 109.5 . .
C31 O3 Ir1 124.1(2) . .
C33 O4 Ir1 124.5(2) . .
C1 Ir1 N1 80.76(13) . .
C1 Ir1 N2 99.52(13) . .
C1 Ir1 O3 174.92(12) . .
C1 Ir1 O4 90.86(12) . .
N1 Ir1 N2 174.96(11) . .
N1 Ir1 O3 94.17(11) . .
N1 Ir1 O4 91.21(10) . .
C2 Ir1 C1 92.53(14) . .
C2 Ir1 N1 94.22(13) . .
C2 Ir1 N2 80.75(13) . .
C2 Ir1 O3 88.05(12) . .
C2 Ir1 O4 174.01(12) . .
N2 Ir1 O3 85.55(10) . .
N2 Ir1 O4 93.82(10) . .
O4 Ir1 O3 89.01(9) . .
C41 C4 Ir2 114.2(3) . .
C45 C4 C41 118.5(3) . .
C45 C4 Ir2 126.7(3) . .
C4 C41 C48 115.8(3) . .
C42 C41 C4 118.5(3) . .
C42 C41 C48 125.7(3) . .
C43 C42 C41 122.1(3) . .
F5 C42 C41 121.8(3) . .
F5 C42 C43 116.0(3) . .
C42 C43 C44 120.4(3) . .
F6 C43 C42 119.3(3) . .
F6 C43 C44 120.3(3) . .
C45 C44 C43 118.6(3) . .
O41 C44 C43 115.3(3) . .
O41 C44 C45 126.1(3) . .
C4 C45 H45 119.0 . .
C44 C45 C4 121.9(3) . .
C44 C45 H45 119.0 . .
H46A C46 H46B 108.5 . .
C47 C46 H46A 110.1 . .
C47 C46 H46B 110.1 . .
O41 C46 H46A 110.1 . .
O41 C46 H46B 110.1 . .
O41 C46 C47 107.8(3) . .
C46 C47 H47A 109.5 . .
C46 C47 H47B 109.5 . .
C46 C47 H47C 109.5 . .
H47A C47 H47B 109.5 . .
H47A C47 H47C 109.5 . .
H47B C47 H47C 109.5 . .
C49 C48 C41 127.9(3) . .
N4 C48 C41 112.3(3) . .
N4 C48 C49 119.9(3) . .
C48 C49 H49 119.4 . .
C401 C49 C48 121.2(3) . .
C401 C49 H49 119.4 . .
C49 C401 C404 121.2(4) . .
C402 C401 C49 117.3(3) . .
C402 C401 C404 121.5(3) . .
C401 C402 H402 120.1 . .
C403 C402 C401 119.8(3) . .
C403 C402 H402 120.1 . .
C402 C403 H403 118.4 . .
N4 C403 C402 123.1(4) . .
N4 C403 H403 118.4 . .
C401 C404 H40A 109.5 . .
C401 C404 H40B 109.5 . .
C401 C404 H40C 109.5 . .
H40A C404 H40B 109.5 . .
H40A C404 H40C 109.5 . .
H40B C404 H40C 109.5 . .
C48 N4 Ir2 116.5(2) . .
C403 N4 C48 118.7(3) . .
C403 N4 Ir2 124.8(3) . .
C44 O41 C46 117.0(3) . .
C51 C5 Ir2 114.0(3) . .
C55 C5 C51 118.9(4) . .
C55 C5 Ir2 127.1(3) . .
C5 C51 C58 115.7(3) . .
C52 C51 C5 118.6(3) . .
C52 C51 C58 125.6(3) . .
C53 C52 C51 121.7(3) . .
F7 C52 C51 121.4(3) . .
F7 C52 C53 116.9(4) . .
C52 C53 C54 120.7(4) . .
F8 C53 C52 119.3(3) . .
F8 C53 C54 120.0(3) . .
C53 C54 C55 118.7(4) . .
O51 C54 C53 114.5(3) . .
O51 C54 C55 126.7(3) . .
C5 C55 H55 119.3 . .
C54 C55 C5 121.5(3) . .
C54 C55 H55 119.3 . .
H56A C56 H56B 108.6 . .
C57 C56 H56A 110.4 . .
C57 C56 H56B 110.4 . .
O51 C56 H56A 110.4 . .
O51 C56 H56B 110.4 . .
O51 C56 C57 106.7(3) . .
C56 C57 H57A 109.5 . .
C56 C57 H57B 109.5 . .
C56 C57 H57C 109.5 . .
H57A C57 H57B 109.5 . .
H57A C57 H57C 109.5 . .
H57B C57 H57C 109.5 . .
C59 C58 C51 127.6(4) . .
N5 C58 C51 112.4(3) . .
N5 C58 C59 120.0(4) . .
C58 C59 H59 119.4 . .
C501 C59 C58 121.3(4) . .
C501 C59 H59 119.4 . .
C59 C501 C502 117.2(4) . .
C59 C501 C504 121.7(4) . .
C502 C501 C504 121.0(4) . .
C501 C502 H502 120.2 . .
C503 C502 C501 119.7(4) . .
C503 C502 H502 120.2 . .
C502 C503 H503 118.6 . .
N5 C503 C502 122.9(4) . .
N5 C503 H503 118.6 . .
C501 C504 H50A 109.5 . .
C501 C504 H50B 109.5 . .
C501 C504 H50C 109.5 . .
H50A C504 H50B 109.5 . .
H50A C504 H50C 109.5 . .
H50B C504 H50C 109.5 . .
C58 N5 Ir2 117.0(2) . .
C503 N5 C58 118.9(3) . .
C503 N5 Ir2 124.2(3) . .
C54 O51 C56 118.0(3) . .
C62 C61 C64 118.9(4) . .
O6 C61 C62 126.7(4) . .
O6 C61 C64 114.4(4) . .
C61 C62 H62 115.9 . .
C61 C62 C63 128.2(4) . .
C63 C62 H62 115.9 . .
C62 C63 C65 119.2(3) . .
O7 C63 C62 126.5(4) . .
O7 C63 C65 114.3(4) . .
C61 C64 H64A 109.5 . .
C61 C64 H64B 109.5 . .
C61 C64 H64C 109.5 . .
H64A C64 H64B 109.5 . .
H64A C64 H64C 109.5 . .
H64B C64 H64C 109.5 . .
C63 C65 H65A 109.5 . .
C63 C65 H65B 109.5 . .
C63 C65 H65C 109.5 . .
H65A C65 H65B 109.5 . .
H65A C65 H65C 109.5 . .
H65B C65 H65C 109.5 . .
C61 O6 Ir2 124.5(3) . .
C63 O7 Ir2 124.7(3) . .
C4 Ir2 N4 80.94(13) . .
C4 Ir2 C5 93.85(15) . .
C4 Ir2 N5 95.69(13) . .
C4 Ir2 O6 173.38(12) . .
C4 Ir2 O7 87.48(13) . .
N4 Ir2 O6 93.55(11) . .
N4 Ir2 O7 88.93(11) . .
C5 Ir2 N4 97.62(13) . .
C5 Ir2 N5 80.66(14) . .
C5 Ir2 O6 90.49(13) . .
C5 Ir2 O7 173.44(12) . .
N5 Ir2 N4 176.14(12) . .
N5 Ir2 O6 89.93(11) . .
N5 Ir2 O7 92.82(11) . .
O7 Ir2 O6 88.77(10) . .
H70A C701 H70B 107.9 . .
Cl71 C701 H70A 109.2 . .
Cl71 C701 H70B 109.2 . .
Cl71 C701 Cl72 112.0(11) . .
Cl72 C701 H70A 109.2 . .
Cl72 C701 H70B 109.2 . .
H71A C71' H71B 108.2 . .
Cl1' C71' H71A 109.8 . .
Cl1' C71' H71B 109.8 . .
Cl2' C71' H71A 109.8 . .
Cl2' C71' H71B 109.8 . .
Cl2' C71' Cl1' 109.6(10) . .
H80A C801 H80B 108.3 . .
Cl81 C801 H80A 109.9 . .
Cl81 C801 H80B 109.9 . .
Cl81 C801 Cl82 109.0(10) . .
Cl82 C801 H80A 109.9 . .
Cl82 C801 H80B 109.9 . .
H81A C81' H81B 109.4 . .
Cl3' C81' H81A 111.5 . .
Cl3' C81' H81B 111.5 . .
Cl4' C81' H81A 111.5 . .
Cl4' C81' H81B 111.5 . .
Cl4' C81' Cl3' 101.1(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C11 1.426(5) .
C1 C15 1.402(5) .
C1 Ir1 1.989(3) .
C11 C12 1.389(5) .
C11 C18 1.453(5) .
C12 C13 1.372(5) .
C12 F1 1.361(4) .
C13 C14 1.388(5) .
C13 F2 1.357(4) .
C14 C15 1.393(5) .
C14 O11 1.362(4) .
C15 H15 0.9300 .
C16 H16A 0.9700 .
C16 H16B 0.9700 .
C16 C17 1.495(5) .
C16 O11 1.440(4) .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
C18 C19 1.396(5) .
C18 N1 1.367(4) .
C19 H19 0.9300 .
C19 C101 1.392(5) .
C101 C102 1.392(5) .
C101 C104 1.494(5) .
C102 H102 0.9300 .
C102 C103 1.373(5) .
C103 H103 0.9300 .
C103 N1 1.340(5) .
C104 H10A 0.9600 .
C104 H10B 0.9600 .
C104 H10C 0.9600 .
N1 Ir1 2.031(3) .
C2 C21 1.425(5) .
C2 C25 1.399(5) .
C2 Ir1 1.975(4) .
C21 C22 1.389(5) .
C21 C28 1.460(5) .
C22 C23 1.368(5) .
C22 F3 1.362(4) .
C23 C24 1.394(5) .
C23 F4 1.356(4) .
C24 C25 1.389(5) .
C24 O21 1.359(4) .
C25 H25 0.9300 .
C26 H26A 0.9700 .
C26 H26B 0.9700 .
C26 C27 1.508(5) .
C26 O21 1.448(4) .
C27 H27A 0.9600 .
C27 H27B 0.9600 .
C27 H27C 0.9600 .
C28 C29 1.390(5) .
C28 N2 1.369(5) .
C29 H29 0.9300 .
C29 C201 1.387(5) .
C201 C202 1.384(5) .
C201 C204 1.504(5) .
C202 H202 0.9300 .
C202 C203 1.374(5) .
C203 H203 0.9300 .
C203 N2 1.353(4) .
C204 H20A 0.9600 .
C204 H20B 0.9600 .
C204 H20C 0.9600 .
N2 Ir1 2.033(3) .
C31 C32 1.387(6) .
C31 C34 1.512(5) .
C31 O3 1.275(5) .
C32 H32 0.9300 .
C32 C33 1.399(6) .
C33 C35 1.511(6) .
C33 O4 1.258(5) .
C34 H34A 0.9600 .
C34 H34B 0.9600 .
C34 H34C 0.9600 .
C35 H35A 0.9600 .
C35 H35B 0.9600 .
C35 H35C 0.9600 .
O3 Ir1 2.143(2) .
O4 Ir1 2.138(2) .
C4 C41 1.421(5) .
C4 C45 1.401(5) .
C4 Ir2 1.980(4) .
C41 C42 1.385(5) .
C41 C48 1.466(5) .
C42 C43 1.372(5) .
C42 F5 1.362(4) .
C43 C44 1.394(5) .
C43 F6 1.349(4) .
C44 C45 1.385(5) .
C44 O41 1.365(4) .
C45 H45 0.9300 .
C46 H46A 0.9700 .
C46 H46B 0.9700 .
C46 C47 1.503(5) .
C46 O41 1.441(4) .
C47 H47A 0.9600 .
C47 H47B 0.9600 .
C47 H47C 0.9600 .
C48 C49 1.399(5) .
C48 N4 1.372(5) .
C49 H49 0.9300 .
C49 C401 1.391(5) .
C401 C402 1.391(5) .
C401 C404 1.501(5) .
C402 H402 0.9300 .
C402 C403 1.378(5) .
C403 H403 0.9300 .
C403 N4 1.344(5) .
C404 H40A 0.9600 .
C404 H40B 0.9600 .
C404 H40C 0.9600 .
N4 Ir2 2.032(3) .
C5 C51 1.419(5) .
C5 C55 1.395(5) .
C5 Ir2 1.995(4) .
C51 C52 1.388(6) .
C51 C58 1.467(5) .
C52 C53 1.369(5) .
C52 F7 1.359(4) .
C53 C54 1.387(5) .
C53 F8 1.358(4) .
C54 C55 1.393(5) .
C54 O51 1.358(5) .
C55 H55 0.9300 .
C56 H56A 0.9700 .
C56 H56B 0.9700 .
C56 C57 1.506(6) .
C56 O51 1.436(5) .
C57 H57A 0.9600 .
C57 H57B 0.9600 .
C57 H57C 0.9600 .
C58 C59 1.392(5) .
C58 N5 1.365(5) .
C59 H59 0.9300 .
C59 C501 1.385(6) .
C501 C502 1.399(6) .
C501 C504 1.500(5) .
C502 H502 0.9300 .
C502 C503 1.368(5) .
C503 H503 0.9300 .
C503 N5 1.347(5) .
C504 H50A 0.9600 .
C504 H50B 0.9600 .
C504 H50C 0.9600 .
N5 Ir2 2.028(3) .
C61 C62 1.394(6) .
C61 C64 1.505(6) .
C61 O6 1.276(5) .
C62 H62 0.9300 .
C62 C63 1.395(6) .
C63 C65 1.507(6) .
C63 O7 1.267(4) .
C64 H64A 0.9600 .
C64 H64B 0.9600 .
C64 H64C 0.9600 .
C65 H65A 0.9600 .
C65 H65B 0.9600 .
C65 H65C 0.9600 .
O6 Ir2 2.132(3) .
O7 Ir2 2.131(3) .
C701 H70A 0.9700 .
C701 H70B 0.9700 .
C701 Cl71 1.709(19) .
C701 Cl72 1.78(2) .
C71' H71A 0.9700 .
C71' H71B 0.9700 .
C71' Cl1' 1.784(19) .
C71' Cl2' 1.748(19) .
C801 H80A 0.9700 .
C801 H80B 0.9700 .
C801 Cl81 1.668(9) .
C801 Cl82 1.701(17) .
C81' H81A 0.9700 .
C81' H81B 0.9700 .
C81' Cl3' 1.696(18) .
C81' Cl4' 1.687(16) .
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
C1 C11 C12 C13 -1.4(5) . . . .
C1 C11 C12 F1 -178.8(3) . . . .
C1 C11 C18 C19 -174.5(3) . . . .
C1 C11 C18 N1 4.6(4) . . . .
C11 C1 C15 C14 1.5(5) . . . .
C11 C12 C13 C14 1.4(6) . . . .
C11 C12 C13 F2 -177.5(3) . . . .
C11 C18 C19 C101 178.2(3) . . . .
C11 C18 N1 C103 -179.5(3) . . . .
C11 C18 N1 Ir1 -4.8(4) . . . .
C12 C11 C18 C19 7.0(6) . . . .
C12 C11 C18 N1 -173.9(3) . . . .
C12 C13 C14 C15 0.0(6) . . . .
C12 C13 C14 O11 -177.9(3) . . . .
C13 C14 C15 C1 -1.5(5) . . . .
C13 C14 O11 C16 -167.9(3) . . . .
C15 C1 C11 C12 0.0(5) . . . .
C15 C1 C11 C18 -178.6(3) . . . .
C15 C14 O11 C16 14.4(5) . . . .
C17 C16 O11 C14 172.6(3) . . . .
C18 C11 C12 C13 177.0(4) . . . .
C18 C11 C12 F1 -0.4(6) . . . .
C18 C19 C101 C102 1.3(5) . . . .
C18 C19 C101 C104 -177.9(3) . . . .
C19 C18 N1 C103 -0.4(5) . . . .
C19 C18 N1 Ir1 174.4(3) . . . .
C19 C101 C102 C103 -0.7(5) . . . .
C101 C102 C103 N1 -0.4(6) . . . .
C102 C103 N1 C18 1.0(5) . . . .
C102 C103 N1 Ir1 -173.4(3) . . . .
C104 C101 C102 C103 178.4(4) . . . .
N1 C18 C19 C101 -0.8(5) . . . .
O11 C14 C15 C1 176.2(3) . . . .
F1 C12 C13 C14 179.0(3) . . . .
F1 C12 C13 F2 0.1(5) . . . .
F2 C13 C14 C15 178.9(3) . . . .
F2 C13 C14 O11 1.0(5) . . . .
C2 C21 C22 C23 2.6(5) . . . .
C2 C21 C22 F3 -178.2(3) . . . .
C2 C21 C28 C29 -178.8(3) . . . .
C2 C21 C28 N2 -0.2(4) . . . .
C21 C2 C25 C24 1.5(5) . . . .
C21 C22 C23 C24 0.3(6) . . . .
C21 C22 C23 F4 179.8(3) . . . .
C21 C28 C29 C201 178.7(3) . . . .
C21 C28 N2 C203 -176.3(3) . . . .
C21 C28 N2 Ir1 9.3(4) . . . .
C22 C21 C28 C29 -1.7(6) . . . .
C22 C21 C28 N2 177.0(3) . . . .
C22 C23 C24 C25 -2.4(6) . . . .
C22 C23 C24 O21 177.0(3) . . . .
C23 C24 C25 C2 1.5(5) . . . .
C23 C24 O21 C26 -173.7(3) . . . .
C25 C2 C21 C22 -3.5(5) . . . .
C25 C2 C21 C28 173.9(3) . . . .
C25 C24 O21 C26 5.7(5) . . . .
C27 C26 O21 C24 174.6(3) . . . .
C28 C21 C22 C23 -174.4(4) . . . .
C28 C21 C22 F3 4.7(6) . . . .
C28 C29 C201 C202 -2.8(5) . . . .
C28 C29 C201 C204 175.7(3) . . . .
C29 C28 N2 C203 2.5(5) . . . .
C29 C28 N2 Ir1 -172.0(3) . . . .
C29 C201 C202 C203 2.9(5) . . . .
C201 C202 C203 N2 -0.3(6) . . . .
C202 C203 N2 C28 -2.4(5) . . . .
C202 C203 N2 Ir1 171.5(3) . . . .
C204 C201 C202 C203 -175.6(4) . . . .
N2 C28 C29 C201 0.1(5) . . . .
O21 C24 C25 C2 -177.9(3) . . . .
F3 C22 C23 C24 -178.9(3) . . . .
F3 C22 C23 F4 0.6(5) . . . .
F4 C23 C24 C25 178.2(3) . . . .
F4 C23 C24 O21 -2.4(5) . . . .
C31 C32 C33 C35 177.0(4) . . . .
C31 C32 C33 O4 -2.4(8) . . . .
C32 C31 O3 Ir1 0.7(6) . . . .
C32 C33 O4 Ir1 -1.8(6) . . . .
C34 C31 C32 C33 -174.9(4) . . . .
C34 C31 O3 Ir1 178.6(2) . . . .
C35 C33 O4 Ir1 178.8(3) . . . .
O3 C31 C32 C33 3.0(8) . . . .
Ir1 C1 C11 C12 176.3(3) . . . .
Ir1 C1 C11 C18 -2.3(4) . . . .
Ir1 C1 C15 C14 -174.3(3) . . . .
Ir1 C2 C21 C22 173.5(3) . . . .
Ir1 C2 C21 C28 -9.1(4) . . . .
Ir1 C2 C25 C24 -175.1(3) . . . .
C4 C41 C42 C43 0.6(6) . . . .
C4 C41 C42 F5 177.4(3) . . . .
C4 C41 C48 C49 178.3(4) . . . .
C4 C41 C48 N4 -2.5(5) . . . .
C41 C4 C45 C44 -2.6(6) . . . .
C41 C42 C43 C44 -1.0(6) . . . .
C41 C42 C43 F6 177.0(3) . . . .
C41 C48 C49 C401 178.0(4) . . . .
C41 C48 N4 C403 -179.3(3) . . . .
C41 C48 N4 Ir2 -2.2(4) . . . .
C42 C41 C48 C49 -5.1(6) . . . .
C42 C41 C48 N4 174.1(4) . . . .
C42 C43 C44 C45 -0.4(6) . . . .
C42 C43 C44 O41 178.2(4) . . . .
C43 C44 C45 C4 2.2(6) . . . .
C43 C44 O41 C46 -178.9(3) . . . .
C45 C4 C41 C42 1.1(5) . . . .
C45 C4 C41 C48 177.9(3) . . . .
C45 C44 O41 C46 -0.4(5) . . . .
C47 C46 O41 C44 176.7(3) . . . .
C48 C41 C42 C43 -175.8(4) . . . .
C48 C41 C42 F5 1.0(6) . . . .
C48 C49 C401 C402 1.5(6) . . . .
C48 C49 C401 C404 -177.1(4) . . . .
C49 C48 N4 C403 0.0(5) . . . .
C49 C48 N4 Ir2 177.1(3) . . . .
C49 C401 C402 C403 -0.6(6) . . . .
C401 C402 C403 N4 -0.6(6) . . . .
C402 C403 N4 C48 0.9(6) . . . .
C402 C403 N4 Ir2 -175.9(3) . . . .
C404 C401 C402 C403 178.0(4) . . . .
N4 C48 C49 C401 -1.2(6) . . . .
O41 C44 C45 C4 -176.3(4) . . . .
F5 C42 C43 C44 -178.0(3) . . . .
F5 C42 C43 F6 0.0(5) . . . .
F6 C43 C44 C45 -178.4(3) . . . .
F6 C43 C44 O41 0.2(5) . . . .
C5 C51 C52 C53 -0.3(6) . . . .
C5 C51 C52 F7 -178.7(3) . . . .
C5 C51 C58 C59 179.7(4) . . . .
C5 C51 C58 N5 0.2(5) . . . .
C51 C5 C55 C54 1.2(6) . . . .
C51 C52 C53 C54 0.9(6) . . . .
C51 C52 C53 F8 -178.9(3) . . . .
C51 C58 C59 C501 -178.0(4) . . . .
C51 C58 N5 C503 176.3(3) . . . .
C51 C58 N5 Ir2 -3.3(4) . . . .
C52 C51 C58 C59 2.0(6) . . . .
C52 C51 C58 N5 -177.5(4) . . . .
C52 C53 C54 C55 -0.5(6) . . . .
C52 C53 C54 O51 -177.9(3) . . . .
C53 C54 C55 C5 -0.6(6) . . . .
C53 C54 O51 C56 178.8(3) . . . .
C55 C5 C51 C52 -0.8(5) . . . .
C55 C5 C51 C58 -178.6(3) . . . .
C55 C54 O51 C56 1.7(6) . . . .
C57 C56 O51 C54 -160.8(4) . . . .
C58 C51 C52 C53 177.4(4) . . . .
C58 C51 C52 F7 -1.1(6) . . . .
C58 C59 C501 C502 2.0(6) . . . .
C58 C59 C501 C504 -177.3(4) . . . .
C59 C58 N5 C503 -3.2(5) . . . .
C59 C58 N5 Ir2 177.2(3) . . . .
C59 C501 C502 C503 -3.6(6) . . . .
C501 C502 C503 N5 1.8(6) . . . .
C502 C503 N5 C58 1.6(6) . . . .
C502 C503 N5 Ir2 -178.8(3) . . . .
C504 C501 C502 C503 175.7(4) . . . .
N5 C58 C59 C501 1.4(6) . . . .
O51 C54 C55 C5 176.4(4) . . . .
F7 C52 C53 C54 179.4(3) . . . .
F7 C52 C53 F8 -0.5(5) . . . .
F8 C53 C54 C55 179.4(3) . . . .
F8 C53 C54 O51 2.0(5) . . . .
C61 C62 C63 C65 177.0(4) . . . .
C61 C62 C63 O7 -2.0(6) . . . .
C62 C61 O6 Ir2 1.5(5) . . . .
C62 C63 O7 Ir2 9.6(5) . . . .
C64 C61 C62 C63 174.5(4) . . . .
C64 C61 O6 Ir2 -177.5(3) . . . .
C65 C63 O7 Ir2 -169.4(2) . . . .
O6 C61 C62 C63 -4.4(7) . . . .
Ir2 C4 C41 C42 -170.8(3) . . . .
Ir2 C4 C41 C48 6.0(4) . . . .
Ir2 C4 C45 C44 168.2(3) . . . .
Ir2 C5 C51 C52 -179.2(3) . . . .
Ir2 C5 C51 C58 2.9(4) . . . .
Ir2 C5 C55 C54 179.4(3) . . . .
