#------------------------------------------------------------------------------
#$Date: 2019-10-18 10:49:21 +0300 (Fri, 18 Oct 2019) $
#$Revision: 219418 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/47/7234711.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_7234711
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         'C34 H28 F4 Ir N3 O4, 2(C H Cl3)'
_chemical_formula_sum            'C36 H30 Cl6 F4 Ir N3 O4'
_chemical_formula_weight         1049.53
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 111.640(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.2797(2)
_cell_length_b                   31.1640(5)
_cell_length_c                   11.8865(2)
_cell_measurement_reflns_used    10372
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      74.3390
_cell_measurement_theta_min      4.1840
_cell_volume                     3883.86(13)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_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 5.1768
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.967
_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      -0.0589814000
_diffrn_orient_matrix_UB_12      0.0302799000
_diffrn_orient_matrix_UB_13      0.0675484000
_diffrn_orient_matrix_UB_21      0.0889511000
_diffrn_orient_matrix_UB_22      0.0363472000
_diffrn_orient_matrix_UB_23      -0.0084015000
_diffrn_orient_matrix_UB_31      -0.1009756000
_diffrn_orient_matrix_UB_32      0.0143108000
_diffrn_orient_matrix_UB_33      -0.1217423000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16480
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.500
_diffrn_reflns_theta_min         2.836
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    11.002
_exptl_absorpt_correction_T_max  0.909
_exptl_absorpt_correction_T_min  0.816
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
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    1.795
_exptl_crystal_description       block
_exptl_crystal_F_000             2056
_exptl_crystal_size_max          0.1728
_exptl_crystal_size_mid          0.1112
_exptl_crystal_size_min          0.0814
_refine_diff_density_max         1.843
_refine_diff_density_min         -1.265
_refine_diff_density_rms         0.109
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     491
_refine_ls_number_reflns         7680
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0298
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0310P)²+10.2180P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0710
_refine_ls_wR_factor_ref         0.0738
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6961
_reflns_number_total             7680
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            J-Mater-Chem-C-2016-4-3738.cif
_cod_data_source_block           W1
_cod_original_cell_volume        3883.88(13)
_cod_database_code               7234711
_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 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.a Ternary CH refined with riding coordinates:
 C101(H101), C201(H201)
2.b Secondary CH2 refined with riding coordinates:
 C112(H11A,H11B), C212(H21A,H21B)
2.c Aromatic/amide H refined with riding coordinates:
 C15(H15), C17(H17), C19(H19), C111(H111), C25(H25), C27(H27), C29(H29),
 C211(H211), C32(H32), C33(H33), C34(H34), C35(H35)
2.d Idealised Me refined as rotating group:
 C113(H11C,H11D,H11E), C114(H11F,H11G,H11H), C213(H21C,H21D,H21E), C214(H21F,
 H21G,H21H)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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 0.1786(3) 0.12660(11) 0.8861(3) 0.0144(7) Uani 1 1 d . . . . .
C11 C 0.1865(3) 0.08488(11) 0.9343(3) 0.0148(7) Uani 1 1 d . . . . .
C12 C 0.2829(4) 0.07610(12) 1.0453(3) 0.0183(7) Uani 1 1 d . . . . .
C13 C 0.3677(3) 0.10691(12) 1.1088(3) 0.0179(7) Uani 1 1 d . . . . .
C14 C 0.3636(3) 0.14819(12) 1.0618(3) 0.0163(7) Uani 1 1 d . . . . .
C15 C 0.2683(3) 0.15769(12) 0.9499(3) 0.0156(7) Uani 1 1 d . . . . .
H15 H 0.2641 0.1856 0.9167 0.019 Uiso 1 1 calc R . . . .
C16 C 0.0886(3) 0.05459(11) 0.8615(3) 0.0148(7) Uani 1 1 d . . . . .
C17 C 0.0732(4) 0.01196(12) 0.8911(3) 0.0175(7) Uani 1 1 d . . . . .
H17 H 0.1321 -0.0002 0.9634 0.021 Uiso 1 1 calc R . . . .
C18 C -0.0272(4) -0.01268(12) 0.8159(3) 0.0190(7) Uani 1 1 d . . . . .
C19 C -0.1126(4) 0.00636(12) 0.7110(3) 0.0206(8) Uani 1 1 d . . . . .
H19 H -0.1836 -0.0093 0.6584 0.025 Uiso 1 1 calc R . . . .
C111 C -0.0929(3) 0.04821(12) 0.6847(3) 0.0180(7) Uani 1 1 d . . . . .
H111 H -0.1508 0.0607 0.6125 0.022 Uiso 1 1 calc R . . . .
C112 C 0.4704(4) 0.21569(13) 1.0785(4) 0.0219(8) Uani 1 1 d . . . . .
H11A H 0.3911 0.2329 1.0543 0.026 Uiso 1 1 calc R . . . .
H11B H 0.4906 0.2100 1.0056 0.026 Uiso 1 1 calc R . . . .
C113 C 0.5792(4) 0.23967(14) 1.1723(4) 0.0267(9) Uani 1 1 d . . . . .
H11C H 0.5943 0.2667 1.1375 0.040 Uiso 1 1 calc GR . . . .
H11D H 0.6566 0.2220 1.1969 0.040 Uiso 1 1 calc GR . . . .
H11E H 0.5571 0.2458 1.2430 0.040 Uiso 1 1 calc GR . . . .
C114 C -0.0429(4) -0.05881(12) 0.8437(3) 0.0224(8) Uani 1 1 d . . . . .
H11F H 0.0168 -0.0766 0.8216 0.034 Uiso 1 1 calc GR . . . .
H11G H -0.1304 -0.0680 0.7973 0.034 Uiso 1 1 calc GR . . . .
H11H H -0.0253 -0.0620 0.9304 0.034 Uiso 1 1 calc GR . . . .
N1 N 0.0053(3) 0.07221(10) 0.7575(3) 0.0149(6) Uani 1 1 d . . . . .
O11 O 0.4539(2) 0.17578(9) 1.1325(2) 0.0225(6) Uani 1 1 d . . . . .
F1 F 0.2978(2) 0.03626(7) 1.0961(2) 0.0258(5) Uani 1 1 d . . . . .
F2 F 0.4586(2) 0.09690(8) 1.2171(2) 0.0272(5) Uani 1 1 d . . . . .
C2 C -0.0687(3) 0.15771(12) 0.8189(3) 0.0141(7) Uani 1 1 d . . . . .
C21 C -0.0649(3) 0.20304(12) 0.8326(3) 0.0153(7) Uani 1 1 d . . . . .
C22 C -0.1314(3) 0.22142(12) 0.8986(3) 0.0188(7) Uani 1 1 d . . . . .
C23 C -0.2018(4) 0.19667(13) 0.9479(3) 0.0197(7) Uani 1 1 d . . . . .
C24 C -0.2085(3) 0.15226(13) 0.9332(3) 0.0193(7) Uani 1 1 d . . . . .
C25 C -0.1419(3) 0.13316(12) 0.8682(3) 0.0167(7) Uani 1 1 d . . . . .
H25 H -0.1463 0.1029 0.8570 0.020 Uiso 1 1 calc R . . . .
C26 C 0.0093(3) 0.22618(12) 0.7724(3) 0.0150(7) Uani 1 1 d . . . . .
C27 C 0.0248(4) 0.27039(12) 0.7672(3) 0.0195(7) Uani 1 1 d . . . . .
H27 H -0.0135 0.2890 0.8072 0.023 Uiso 1 1 calc R . . . .
C28 C 0.0956(4) 0.28744(12) 0.7041(3) 0.0198(8) Uani 1 1 d . . . . .
C29 C 0.1513(4) 0.25888(13) 0.6475(3) 0.0208(8) Uani 1 1 d . . . . .
H29 H 0.2004 0.2694 0.6034 0.025 Uiso 1 1 calc R . . . .
C211 C 0.1346(4) 0.21559(12) 0.6559(3) 0.0193(7) Uani 1 1 d . . . . .
H211 H 0.1738 0.1965 0.6176 0.023 Uiso 1 1 calc R . . . .
C212 C -0.3025(4) 0.08618(13) 0.9576(4) 0.0232(8) Uani 1 1 d . . . . .
H21A H -0.2206 0.0705 0.9805 0.028 Uiso 1 1 calc R . . . .
H21B H -0.3495 0.0825 0.8696 0.028 Uiso 1 1 calc R . . . .
C213 C -0.3803(4) 0.06865(15) 1.0270(4) 0.0318(10) Uani 1 1 d . . . . .
H21C H -0.4628 0.0834 1.0010 0.048 Uiso 1 1 calc GR . . . .
H21D H -0.3344 0.0733 1.1138 0.048 Uiso 1 1 calc GR . . . .
H21E H -0.3942 0.0378 1.0112 0.048 Uiso 1 1 calc GR . . . .
C214 C 0.1078(4) 0.33530(12) 0.6924(4) 0.0257(8) Uani 1 1 d . . . . .
H21F H 0.0448 0.3450 0.6150 0.038 Uiso 1 1 calc GR . . . .
H21G H 0.1937 0.3421 0.6955 0.038 Uiso 1 1 calc GR . . . .
H21H H 0.0927 0.3498 0.7590 0.038 Uiso 1 1 calc GR . . . .
N2 N 0.0651(3) 0.19895(9) 0.7162(3) 0.0144(6) Uani 1 1 d . . . . .
O21 O -0.2793(3) 0.13119(9) 0.9866(3) 0.0236(6) Uani 1 1 d . . . . .
F3 F -0.1301(2) 0.26409(7) 0.9173(2) 0.0241(5) Uani 1 1 d . . . . .
F4 F -0.2644(2) 0.21626(8) 1.0111(2) 0.0301(5) Uani 1 1 d . . . . .
C31 C -0.0661(3) 0.12438(11) 0.4612(3) 0.0157(7) Uani 1 1 d . . . . .
C32 C -0.1452(4) 0.12521(13) 0.3404(3) 0.0208(8) Uani 1 1 d . . . . .
H32 H -0.1144 0.1159 0.2800 0.025 Uiso 1 1 calc R . . . .
C33 C -0.2693(4) 0.13964(13) 0.3079(3) 0.0225(8) Uani 1 1 d . . . . .
H33 H -0.3246 0.1405 0.2253 0.027 Uiso 1 1 calc R . . . .
C34 C -0.3116(4) 0.15288(13) 0.3983(4) 0.0226(8) Uani 1 1 d . . . . .
H34 H -0.3967 0.1626 0.3786 0.027 Uiso 1 1 calc R . . . .
C35 C -0.2277(3) 0.15170(12) 0.5176(3) 0.0185(7) Uani 1 1 d . . . . .
H35 H -0.2562 0.1611 0.5794 0.022 Uiso 1 1 calc R . . . .
C36 C 0.0699(4) 0.10824(12) 0.5032(3) 0.0173(7) Uani 1 1 d . . . . .
N3 N -0.1076(3) 0.13776(9) 0.5484(3) 0.0156(6) Uani 1 1 d . . . . .
O3 O 0.1369(2) 0.11384(8) 0.6164(2) 0.0156(5) Uani 1 1 d . . . . .
O31 O 0.1098(3) 0.09178(10) 0.4301(2) 0.0251(6) Uani 1 1 d . . . . .
Ir1 Ir 0.03403(2) 0.13504(2) 0.72729(2) 0.01204(5) Uani 1 1 d . . . . .
C101 C 0.2845(4) 0.01658(14) 0.6287(4) 0.0261(8) Uani 1 1 d . . . . .
H101 H 0.2561 0.0410 0.5703 0.031 Uiso 1 1 calc R . . . .
Cl11 Cl 0.14896(10) -0.01198(4) 0.62567(10) 0.0346(2) Uani 1 1 d . . . . .
Cl12 Cl 0.38454(11) -0.01731(4) 0.58290(11) 0.0427(3) Uani 1 1 d . . . . .
Cl13 Cl 0.36746(11) 0.03735(4) 0.77318(10) 0.0376(2) Uani 1 1 d . . . . .
C201 C 0.3990(4) 0.13318(15) 0.5937(5) 0.0347(10) Uani 1 1 d . . . . .
H201 H 0.3199 0.1172 0.5875 0.042 Uiso 1 1 calc R . . . .
Cl21 Cl 0.35548(13) 0.17473(4) 0.48494(11) 0.0469(3) Uani 1 1 d . . . . .
Cl22 Cl 0.50518(16) 0.09665(5) 0.56900(17) 0.0623(4) Uani 1 1 d . . . . .
Cl23 Cl 0.46706(13) 0.15483(5) 0.74131(12) 0.0505(3) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-5 8 6 0.0295 -5.0021 7.9691 6.0136 0.9425 -0.2058 -0.1130
2 -2 -8 0.0336 1.9978 -1.9560 -8.0007 -0.7175 0.1738 0.7443
5 -10 1 0.0627 5.0060 -10.0089 0.9800 -0.5321 0.0733 -0.7680
-5 9 -3 0.0749 -5.0067 9.0193 -2.9799 0.3671 -0.0925 0.9974
-1 20 -1 0.0382 -1.0065 20.0167 -0.9755 0.5996 0.6462 0.5068
0 -20 -2 0.0345 0.0045 -20.0006 -2.0211 -0.7424 -0.7096 -0.0406
1 -20 0 0.0396 1.0060 -20.0112 -0.0239 -0.6669 -0.6377 -0.3850
1 17 3 0.0644 0.9974 16.9938 3.0155 0.6594 0.6811 -0.2246
3 -1 5 0.0795 3.0044 -1.0267 4.9909 0.1288 0.1880 -0.9257
4 12 -6 0.0478 3.9961 12.0421 -5.9897 -0.2757 0.8435 0.4980
-6 -11 4 0.0557 -5.9985 -11.0314 3.9953 0.2896 -0.9681 -0.0386
5 0 3 0.0748 5.0043 -0.0141 2.9899 -0.0936 0.4195 -0.8695
4 -3 -7 0.0352 3.9997 -2.9612 -7.0058 -0.7988 0.3070 0.4066
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 114.3(3) . .
C15 C1 C11 119.4(3) . .
C15 C1 Ir1 126.3(3) . .
C1 C11 C16 115.6(3) . .
C12 C11 C1 118.4(3) . .
C12 C11 C16 125.9(3) . .
C13 C12 C11 121.8(3) . .
F1 C12 C11 121.6(3) . .
F1 C12 C13 116.6(3) . .
C12 C13 C14 120.8(3) . .
F2 C13 C12 119.5(3) . .
F2 C13 C14 119.6(3) . .
C13 C14 C15 118.4(3) . .
O11 C14 C13 115.3(3) . .
O11 C14 C15 126.2(3) . .
C14 C15 C1 121.0(3) . .
C17 C16 C11 126.7(3) . .
N1 C16 C11 113.1(3) . .
N1 C16 C17 120.1(3) . .
C18 C17 C16 120.7(3) . .
C17 C18 C19 118.1(3) . .
C17 C18 C114 121.6(4) . .
C19 C18 C114 120.3(3) . .
C111 C19 C18 119.2(3) . .
N1 C111 C19 122.8(3) . .
O11 C112 C113 107.4(3) . .
C16 N1 Ir1 116.5(2) . .
C111 N1 C16 119.1(3) . .
C111 N1 Ir1 124.4(2) . .
C14 O11 C112 117.3(3) . .
C21 C2 Ir1 114.6(3) . .
C25 C2 C21 119.5(3) . .
C25 C2 Ir1 125.9(3) . .
C2 C21 C26 115.4(3) . .
C22 C21 C2 118.3(3) . .
C22 C21 C26 126.3(3) . .
C23 C22 C21 121.5(4) . .
F3 C22 C21 121.6(3) . .
F3 C22 C23 117.0(3) . .
C22 C23 C24 120.9(3) . .
F4 C23 C22 118.9(3) . .
F4 C23 C24 120.2(3) . .
C23 C24 C25 118.5(3) . .
O21 C24 C23 115.8(3) . .
O21 C24 C25 125.6(4) . .
C24 C25 C2 121.3(3) . .
C27 C26 C21 127.5(3) . .
N2 C26 C21 112.3(3) . .
N2 C26 C27 120.2(3) . .
C28 C27 C26 120.7(4) . .
C27 C28 C29 117.9(4) . .
C27 C28 C214 121.3(4) . .
C29 C28 C214 120.8(3) . .
C211 C29 C28 119.6(3) . .
N2 C211 C29 122.7(3) . .
O21 C212 C213 108.2(3) . .
C26 N2 Ir1 117.0(2) . .
C211 N2 C26 119.0(3) . .
C211 N2 Ir1 124.0(2) . .
C24 O21 C212 116.4(3) . .
C32 C31 C36 122.4(3) . .
N3 C31 C32 121.2(3) . .
N3 C31 C36 116.4(3) . .
C33 C32 C31 119.7(4) . .
C32 C33 C34 118.8(3) . .
C35 C34 C33 118.9(4) . .
N3 C35 C34 122.0(4) . .
O3 C36 C31 115.6(3) . .
O31 C36 C31 119.8(3) . .
O31 C36 O3 124.6(3) . .
C31 N3 Ir1 114.1(2) . .
C35 N3 C31 119.5(3) . .
C35 N3 Ir1 126.5(2) . .
C36 O3 Ir1 116.0(2) . .
C1 Ir1 N1 80.50(13) . .
C1 Ir1 N2 95.16(13) . .
C1 Ir1 N3 172.27(13) . .
C1 Ir1 O3 95.81(11) . .
N1 Ir1 N3 95.99(12) . .
N1 Ir1 O3 88.26(11) . .
C2 Ir1 C1 88.10(13) . .
C2 Ir1 N1 94.72(13) . .
C2 Ir1 N2 80.61(13) . .
C2 Ir1 N3 99.09(12) . .
C2 Ir1 O3 175.44(12) . .
N2 Ir1 N1 173.77(11) . .
N2 Ir1 N3 88.85(11) . .
N2 Ir1 O3 96.66(11) . .
N3 Ir1 O3 77.13(10) . .
Cl11 C101 Cl12 109.9(2) . .
Cl13 C101 Cl11 110.7(2) . .
Cl13 C101 Cl12 110.6(2) . .
Cl21 C201 Cl23 110.4(3) . .
Cl22 C201 Cl21 112.1(3) . .
Cl22 C201 Cl23 109.9(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C11 1.410(5) .
C1 C15 1.404(5) .
C1 Ir1 2.005(3) .
C11 C12 1.393(5) .
C11 C16 1.468(5) .
C12 C13 1.369(5) .
C12 F1 1.363(4) .
C13 C14 1.396(5) .
C13 F2 1.354(4) .
C14 C15 1.399(5) .
C14 O11 1.361(4) .
C16 C17 1.401(5) .
C16 N1 1.362(5) .
C17 C18 1.387(5) .
C18 C19 1.396(5) .
C18 C114 1.500(5) .
C19 C111 1.378(5) .
C111 N1 1.352(5) .
C112 C113 1.516(5) .
C112 O11 1.443(5) .
N1 Ir1 2.038(3) .
C2 C21 1.421(5) .
C2 C25 1.403(5) .
C2 Ir1 1.990(3) .
C21 C22 1.393(5) .
C21 C26 1.474(5) .
C22 C23 1.383(5) .
C22 F3 1.348(4) .
C23 C24 1.394(5) .
C23 F4 1.352(4) .
C24 C25 1.395(5) .
C24 O21 1.358(4) .
C26 C27 1.393(5) .
C26 N2 1.369(5) .
C27 C28 1.387(5) .
C28 C29 1.398(5) .
C28 C214 1.509(5) .
C29 C211 1.371(5) .
C211 N2 1.346(5) .
C212 C213 1.510(5) .
C212 O21 1.445(5) .
N2 Ir1 2.035(3) .
C31 C32 1.383(5) .
C31 C36 1.513(5) .
C31 N3 1.352(5) .
C32 C33 1.383(6) .
C33 C34 1.389(6) .
C34 C35 1.386(5) .
C35 N3 1.339(5) .
C36 O3 1.289(4) .
C36 O31 1.229(4) .
N3 Ir1 2.139(3) .
O3 Ir1 2.156(2) .
C101 Cl11 1.758(4) .
C101 Cl12 1.772(4) .
C101 Cl13 1.749(4) .
C201 Cl21 1.767(5) .
C201 Cl22 1.754(5) .
C201 Cl23 1.769(5) .
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 1.1(5) . . . .
C1 C11 C12 F1 -178.7(3) . . . .
C1 C11 C16 C17 -177.8(3) . . . .
C1 C11 C16 N1 0.2(4) . . . .
C11 C1 C15 C14 -1.4(5) . . . .
C11 C12 C13 C14 -2.5(6) . . . .
C11 C12 C13 F2 179.1(3) . . . .
C11 C16 C17 C18 177.3(3) . . . .
C11 C16 N1 C111 -177.2(3) . . . .
C11 C16 N1 Ir1 -0.2(4) . . . .
C12 C11 C16 C17 1.1(6) . . . .
C12 C11 C16 N1 179.1(3) . . . .
C12 C13 C14 C15 1.8(5) . . . .
C12 C13 C14 O11 -179.1(3) . . . .
C13 C14 C15 C1 0.1(5) . . . .
C13 C14 O11 C112 167.8(3) . . . .
C15 C1 C11 C12 0.8(5) . . . .
C15 C1 C11 C16 179.8(3) . . . .
C15 C14 O11 C112 -13.2(5) . . . .
C16 C11 C12 C13 -177.8(3) . . . .
C16 C11 C12 F1 2.5(6) . . . .
C16 C17 C18 C19 -0.7(5) . . . .
C16 C17 C18 C114 177.9(3) . . . .
C17 C16 N1 C111 1.0(5) . . . .
C17 C16 N1 Ir1 178.0(3) . . . .
C17 C18 C19 C111 1.5(5) . . . .
C18 C19 C111 N1 -1.1(6) . . . .
C19 C111 N1 C16 -0.1(5) . . . .
C19 C111 N1 Ir1 -176.9(3) . . . .
C113 C112 O11 C14 -177.5(3) . . . .
C114 C18 C19 C111 -177.1(3) . . . .
N1 C16 C17 C18 -0.6(5) . . . .
O11 C14 C15 C1 -178.9(3) . . . .
F1 C12 C13 C14 177.3(3) . . . .
F1 C12 C13 F2 -1.2(5) . . . .
F2 C13 C14 C15 -179.7(3) . . . .
F2 C13 C14 O11 -0.6(5) . . . .
C2 C21 C22 C23 -1.3(5) . . . .
C2 C21 C22 F3 178.7(3) . . . .
C2 C21 C26 C27 177.4(3) . . . .
C2 C21 C26 N2 -1.8(4) . . . .
C21 C2 C25 C24 -1.8(5) . . . .
C21 C22 C23 C24 0.1(6) . . . .
C21 C22 C23 F4 180.0(3) . . . .
C21 C26 C27 C28 -178.4(3) . . . .
C21 C26 N2 C211 179.1(3) . . . .
C21 C26 N2 Ir1 0.1(4) . . . .
C22 C21 C26 C27 -1.7(6) . . . .
C22 C21 C26 N2 179.2(3) . . . .
C22 C23 C24 C25 0.4(6) . . . .
C22 C23 C24 O21 179.3(3) . . . .
C23 C24 C25 C2 0.5(5) . . . .
C23 C24 O21 C212 171.2(3) . . . .
C25 C2 C21 C22 2.1(5) . . . .
C25 C2 C21 C26 -177.0(3) . . . .
C25 C24 O21 C212 -9.9(5) . . . .
C26 C21 C22 C23 177.7(3) . . . .
C26 C21 C22 F3 -2.3(6) . . . .
C26 C27 C28 C29 -0.6(5) . . . .
C26 C27 C28 C214 176.9(4) . . . .
C27 C26 N2 C211 -0.1(5) . . . .
C27 C26 N2 Ir1 -179.1(3) . . . .
C27 C28 C29 C211 -0.1(6) . . . .
C28 C29 C211 N2 0.7(6) . . . .
C29 C211 N2 C26 -0.6(5) . . . .
C29 C211 N2 Ir1 178.3(3) . . . .
C213 C212 O21 C24 179.1(3) . . . .
C214 C28 C29 C211 -177.5(4) . . . .
N2 C26 C27 C28 0.6(5) . . . .
O21 C24 C25 C2 -178.3(3) . . . .
F3 C22 C23 C24 -179.9(3) . . . .
F3 C22 C23 F4 0.0(5) . . . .
F4 C23 C24 C25 -179.5(3) . . . .
F4 C23 C24 O21 -0.6(5) . . . .
C31 C32 C33 C34 -0.2(6) . . . .
C31 C36 O3 Ir1 9.8(4) . . . .
C32 C31 C36 O3 172.4(3) . . . .
C32 C31 C36 O31 -6.4(6) . . . .
C32 C31 N3 C35 0.6(5) . . . .
C32 C31 N3 Ir1 -178.3(3) . . . .
C32 C33 C34 C35 0.8(6) . . . .
C33 C34 C35 N3 -0.7(6) . . . .
C34 C35 N3 C31 0.0(5) . . . .
C34 C35 N3 Ir1 178.8(3) . . . .
C36 C31 C32 C33 178.9(3) . . . .
C36 C31 N3 C35 -178.8(3) . . . .
C36 C31 N3 Ir1 2.3(4) . . . .
N3 C31 C32 C33 -0.5(6) . . . .
N3 C31 C36 O3 -8.2(5) . . . .
N3 C31 C36 O31 173.0(3) . . . .
O31 C36 O3 Ir1 -171.4(3) . . . .
Ir1 C1 C11 C12 -179.1(3) . . . .
Ir1 C1 C11 C16 -0.1(4) . . . .
Ir1 C1 C15 C14 178.5(3) . . . .
Ir1 C2 C21 C22 -178.2(3) . . . .
Ir1 C2 C21 C26 2.6(4) . . . .
Ir1 C2 C25 C24 178.7(3) . . . .
