#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/27/4102759.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_4102759
loop_
_publ_author_name
'Christina Y. Tang'
'Amber L. Thompson'
'Simon Aldridge'
_publ_contact_author             'Simon Aldridge'
_publ_contact_author_email       simon.aldridge@chem.ox.ac.uk
_publ_section_title
;
 Dehydrogenation of Saturated CC and BN Bonds at Cationic N-Heterocyclic
 Carbene Stabilized M(III) Centers (M = Rh, Ir)
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              10578
_journal_page_last               10591
_journal_paper_doi               10.1021/ja1043787
_journal_volume                  132
_journal_year                    2010
_chemical_formula_moiety         'C46 H56 Ir N6 O, C32 H12 B F24'
_chemical_formula_sum            'C78 H68 B F24 Ir N6 O'
_chemical_formula_weight         1764.42
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yac'
_symmetry_space_group_name_H-M   'P 1 2/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             10-05-01
_audit_creation_method           CRYSTALS_ver_14.06
_cell_angle_alpha                90
_cell_angle_beta                 95.7575(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.9101(1)
_cell_length_b                   14.4822(1)
_cell_length_c                   20.7483(2)
_cell_measurement_reflns_used    9023
_cell_measurement_temperature    150
_cell_measurement_theta_max      27
_cell_measurement_theta_min      5
_cell_volume                     3859.67(5)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 2001).'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.020
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            71076
_diffrn_reflns_theta_full        26.862
_diffrn_reflns_theta_max         27.410
_diffrn_reflns_theta_min         5.135
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.836
_exptl_absorpt_correction_T_max  0.86
_exptl_absorpt_correction_T_min  0.80
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            clear_pale_orange
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1768
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.99
_refine_diff_density_min         -0.97
_refine_ls_extinction_coef       200(20)
_refine_ls_extinction_method     'Larson (1970), Equation 22'
_refine_ls_goodness_of_fit_ref   1.0001
_refine_ls_hydrogen_treatment    none
_refine_ls_matrix_type           full
_refine_ls_number_parameters     560
_refine_ls_number_reflns         8700
_refine_ls_number_restraints     324
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0375
_refine_ls_shift/su_max          0.0020965
_refine_ls_shift/su_mean         0.0000573
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 35.6 57.6 33.6 13.4 2.85 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0961
_refine_ls_wR_factor_gt          0.0894
_refine_ls_wR_factor_ref         0.0961
_reflns_limit_h_max              16
_reflns_limit_h_min              -16
_reflns_limit_k_max              18
_reflns_limit_k_min              0
_reflns_limit_l_max              26
_reflns_limit_l_min              0
_reflns_number_gt                7894
_reflns_number_total             8701
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   2.49
_oxford_diffrn_Wilson_scale      22.89
_oxford_refine_ls_r_factor_ref   0.0431
_oxford_refine_ls_scale          0.22729(15)
_oxford_reflns_number_all        8700
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_oxford_structure_analysis_title 091ct09
_cod_data_source_file            ja1043787_si_002_05.cif
_cod_data_source_block           8b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'P 1 2/n 1 '
_cod_original_formula_sum        'C78 H68 B1 F24 Ir N6 O'
_cod_database_code               4102759
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y,-z+1/2
x+1/2,-y,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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.7500 0.843782(12) 0.2500 0.0315 1.0000 Uani S T . . .
N2 N 0.7500 0.9708(4) 0.2500 0.0622 1.0000 Uani S T . . .
N3 N 0.7500 1.0474(4) 0.2500 0.0760 1.0000 Uani S T . . .
O4 O 0.7500 0.6969(4) 0.2500 0.0617 1.0000 Uani S T . . .
C5 C 0.7140(5) 0.6385(4) 0.1963(4) 0.0766 1.0000 Uani . . . . .
C6 C 0.7378(9) 0.5390(5) 0.2143(4) 0.1155 1.0000 Uani . . . . .
C7 C 0.5896(2) 0.8442(2) 0.24258(15) 0.0328 1.0000 Uani . . . . .
N8 N 0.5253(2) 0.8035(2) 0.28234(14) 0.0384 1.0000 Uani . . . . .
C9 C 0.4216(3) 0.8223(3) 0.2618(2) 0.0494 1.0000 Uani . . . . .
C10 C 0.4205(3) 0.8741(3) 0.2091(2) 0.0488 1.0000 Uani . . . . .
N11 N 0.5234(2) 0.8874(2) 0.19731(15) 0.0384 1.0000 Uani . . . . .
C12 C 0.5547(3) 0.9456(3) 0.14629(17) 0.0383 1.0000 Uani . . . . .
C13 C 0.5487(3) 1.0411(3) 0.15387(18) 0.0425 1.0000 Uani . . . . .
C14 C 0.5834(3) 1.0963(3) 0.1054(2) 0.0494 1.0000 Uani . . . . .
C15 C 0.6218(3) 1.0583(3) 0.05064(19) 0.0470 1.0000 Uani . . . . .
C16 C 0.6223(3) 0.9635(3) 0.04419(18) 0.0458 1.0000 Uani . . . . .
C17 C 0.5893(3) 0.9048(3) 0.09117(18) 0.0411 1.0000 Uani . . . . .
C18 C 0.5929(4) 0.8019(3) 0.0827(2) 0.0563 1.0000 Uani . . . . .
C19 C 0.6610(4) 1.1196(4) -0.0006(2) 0.0625 1.0000 Uani . . . . .
C20 C 0.5087(4) 1.0846(3) 0.2126(2) 0.0585 1.0000 Uani . . . . .
C21 C 0.5584(3) 0.7528(3) 0.34078(18) 0.0431 1.0000 Uani . . . . .
C22 C 0.5989(3) 0.8010(3) 0.39503(19) 0.0496 1.0000 Uani . . . . .
C23 C 0.6101(4) 0.9051(4) 0.3950(2) 0.0631 1.0000 Uani . . . . .
C24 C 0.6288(4) 0.7502(4) 0.4507(2) 0.0670 1.0000 Uani . . . . .
C25 C 0.6181(5) 0.6566(5) 0.4534(3) 0.0776 1.0000 Uani . . . . .
C26 C 0.6516(8) 0.6024(7) 0.5149(4) 0.1195 1.0000 Uani . . . . .
C27 C 0.5737(5) 0.6114(4) 0.3988(3) 0.0802 1.0000 Uani . . . . .
C28 C 0.5419(4) 0.6581(3) 0.3412(2) 0.0582 1.0000 Uani . . . . .
C29 C 0.4916(6) 0.6090(4) 0.2822(3) 0.0836 1.0000 Uani . . . . .
F30 F 0.6143(3) 0.9737(2) 0.56186(14) 0.0773 1.0000 Uani . . . . .
C31 C 0.6709(4) 0.9408(3) 0.61447(19) 0.0483 1.0000 Uani . . . . .
F32 F 0.7692(3) 0.9364(2) 0.60003(18) 0.0830 1.0000 Uani . . . . .
F33 F 0.6712(3) 1.00696(19) 0.65874(14) 0.0742 1.0000 Uani . . . . .
C34 C 0.6316(3) 0.8510(2) 0.63713(16) 0.0383 1.0000 Uani . . . . .
C35 C 0.6987(3) 0.7972(2) 0.67833(15) 0.0346 1.0000 Uani . . . . .
C36 C 0.6675(3) 0.7135(2) 0.70446(15) 0.0335 1.0000 Uani . . . . .
C37 C 0.5651(3) 0.6866(3) 0.68524(19) 0.0424 1.0000 Uani . . . . .
C38 C 0.4973(3) 0.7406(3) 0.6446(2) 0.0486 1.0000 Uani . . . . .
C39 C 0.5300(3) 0.8234(3) 0.62012(19) 0.0463 1.0000 Uani . . . . .
C40 C 0.3888(2) 0.7073(3) 0.6273(3) 0.1032 1.0000 Uani D . . . .
B44 B 0.7500 0.6495(4) 0.7500 0.0315 1.0000 Uani S T . . .
C45 C 0.6919(3) 0.5864(2) 0.80162(15) 0.0322 1.0000 Uani . . . . .
C46 C 0.6036(3) 0.6173(3) 0.82983(18) 0.0397 1.0000 Uani . . . . .
C47 C 0.5576(3) 0.5660(3) 0.87608(19) 0.0450 1.0000 Uani . . . . .
C48 C 0.5980(3) 0.4806(3) 0.89659(18) 0.0441 1.0000 Uani . . . . .
C49 C 0.6860(3) 0.4500(3) 0.87048(16) 0.0393 1.0000 Uani . . . . .
C50 C 0.7315(3) 0.5013(2) 0.82445(15) 0.0341 1.0000 Uani . . . . .
C51 C 0.7325(3) 0.35917(17) 0.89131(16) 0.0624 1.0000 Uani D . . . .
C55 C 0.4655(4) 0.6033(4) 0.9059(3) 0.0619 1.0000 Uani . . . . .
F56 F 0.4034(3) 0.6543(2) 0.86493(19) 0.0792 1.0000 Uani . . . . .
F57 F 0.4077(3) 0.5384(3) 0.9293(2) 0.0929 1.0000 Uani . . . . .
F58 F 0.4937(4) 0.6595(3) 0.9558(2) 0.1116 1.0000 Uani . . . . .
F410 F 0.3264(4) 0.7644(4) 0.5940(4) 0.1132 0.582(7) Uani D . P 1 1
F420 F 0.3426(5) 0.6881(7) 0.6806(3) 0.1233 0.582(7) Uani D . P 1 1
F430 F 0.3848(5) 0.6301(5) 0.5935(5) 0.1203 0.582(7) Uani D . P 1 1
F411 F 0.3210(5) 0.7717(5) 0.6397(6) 0.1105 0.418(7) Uani D . P 1 2
F421 F 0.3597(6) 0.6328(6) 0.6561(5) 0.1028 0.418(7) Uani D . P 1 2
F431 F 0.3708(7) 0.6905(9) 0.5647(4) 0.1266 0.418(7) Uani D . P 1 2
F520 F 0.7750(8) 0.3158(5) 0.8447(4) 0.0680 0.437(12) Uani D . P 2 1
F530 F 0.6572(6) 0.3033(4) 0.9078(6) 0.0749 0.437(12) Uani D . P 2 1
F540 F 0.8030(8) 0.3590(6) 0.9406(4) 0.0897 0.437(12) Uani D . P 2 1
F521 F 0.7318(7) 0.2982(5) 0.8445(3) 0.0839 0.563(12) Uani D . P 2 2
F531 F 0.6894(6) 0.3176(5) 0.9382(4) 0.0933 0.563(12) Uani D . P 2 2
F541 F 0.8326(4) 0.3699(4) 0.9134(4) 0.0774 0.563(12) Uani D . P 2 2
H51 H 0.7527 0.6561 0.1587 0.0947 1.0000 Uiso R . . . .
H52 H 0.6374 0.6493 0.1862 0.0945 1.0000 Uiso R . . . .
H61 H 0.8001 0.5177 0.1939 0.1500 1.0000 Uiso R . . . .
H62 H 0.6771 0.4979 0.1996 0.1495 1.0000 Uiso R . . . .
H91 H 0.3642 0.8020 0.2820 0.0585 1.0000 Uiso R . . . .
H101 H 0.3637 0.8978 0.1840 0.0588 1.0000 Uiso R . . . .
H141 H 0.5802 1.1605 0.1097 0.0593 1.0000 Uiso R . . . .
H161 H 0.6450 0.9377 0.0069 0.0542 1.0000 Uiso R . . . .
H181 H 0.5885 0.7866 0.0368 0.0864 1.0000 Uiso R . . . .
H182 H 0.6583 0.7772 0.1040 0.0863 1.0000 Uiso R . . . .
H183 H 0.5352 0.7728 0.1014 0.0861 1.0000 Uiso R . . . .
H191 H 0.6342 1.0963 -0.0422 0.0961 1.0000 Uiso R . . . .
H192 H 0.7362 1.1187 0.0027 0.0961 1.0000 Uiso R . . . .
H193 H 0.6355 1.1807 0.0050 0.0965 1.0000 Uiso R . . . .
H201 H 0.5369 1.1449 0.2167 0.0882 1.0000 Uiso R . . . .
H202 H 0.5316 1.0495 0.2509 0.0882 1.0000 Uiso R . . . .
H203 H 0.4346 1.0880 0.2081 0.0885 1.0000 Uiso R . . . .
H231 H 0.6130 0.9270 0.4393 0.0951 1.0000 Uiso R . . . .
H232 H 0.6740 0.9246 0.3777 0.0954 1.0000 Uiso R . . . .
H233 H 0.5498 0.9336 0.3702 0.0951 1.0000 Uiso R . . . .
H241 H 0.6561 0.7812 0.4878 0.0822 1.0000 Uiso R . . . .
H261 H 0.6522 0.5372 0.5056 0.1748 1.0000 Uiso R . . . .
H262 H 0.7200 0.6225 0.5311 0.1752 1.0000 Uiso R . . . .
H263 H 0.6038 0.6153 0.5462 0.1754 1.0000 Uiso R . . . .
H271 H 0.5645 0.5487 0.4003 0.0948 1.0000 Uiso R . . . .
H291 H 0.4928 0.5432 0.2903 0.1231 1.0000 Uiso R . . . .
H292 H 0.5327 0.6210 0.2466 0.1228 1.0000 Uiso R . . . .
H293 H 0.4199 0.6301 0.2721 0.1231 1.0000 Uiso R . . . .
H351 H 0.7674 0.8187 0.6890 0.0417 1.0000 Uiso R . . . .
H371 H 0.5409 0.6315 0.7001 0.0508 1.0000 Uiso R . . . .
H391 H 0.4854 0.8579 0.5932 0.0557 1.0000 Uiso R . . . .
H461 H 0.5739 0.6751 0.8172 0.0482 1.0000 Uiso R . . . .
H481 H 0.5665 0.4444 0.9274 0.0523 1.0000 Uiso R . . . .
H501 H 0.7922 0.4783 0.8073 0.0412 1.0000 Uiso R . . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Ir -1.4442 7.9887 27.3049 1.5928 16.7296 8.8655 15.6115 0.4179 5.8338 45.0011
11.4722 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
B 0.0013 0.0007 2.0545 23.2185 1.3326 1.0210 1.0979 60.3498 0.7068 0.1403
-0.1932 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C7 3_655 Ir1 N2 . 89.85(9) yes
C7 3_655 Ir1 O4 . 90.15(9) yes
N2 . Ir1 O4 . 179.995 yes
C7 3_655 Ir1 C7 . 179.70(18) yes
N2 . Ir1 C7 . 89.85(9) yes
O4 . Ir1 C7 . 90.15(9) yes
Ir1 . N2 N3 . 179.990 yes
Ir1 . O4 C5 3_655 126.0(3) yes
Ir1 . O4 C5 . 126.0(3) yes
C5 3_655 O4 C5 . 108.0(6) yes
O4 . C5 C6 . 109.0(6) yes
O4 . C5 H51 . 107.8 no
C6 . C5 H51 . 109.3 no
O4 . C5 H52 . 107.8 no
C6 . C5 H52 . 111.9 no
H51 . C5 H52 . 110.9 no
C5 . C6 C6 3_655 105.4(4) yes
C5 . C6 H61 . 110.0 no
C6 3_655 C6 H61 . 109.0 no
C5 . C6 H62 . 110.8 no
C6 3_655 C6 H62 . 112.6 no
H61 . C6 H62 . 109.0 no
Ir1 . C7 N8 . 128.5(2) yes
Ir1 . C7 N11 . 127.7(2) yes
N8 . C7 N11 . 103.8(3) yes
C7 . N8 C9 . 110.9(3) yes
C7 . N8 C21 . 125.5(3) yes
C9 . N8 C21 . 123.4(3) yes
N8 . C9 C10 . 107.1(3) yes
N8 . C9 H91 . 125.8 no
C10 . C9 H91 . 127.2 no
C9 . C10 N11 . 107.0(3) yes
C9 . C10 H101 . 128.1 no
N11 . C10 H101 . 124.9 no
C10 . N11 C7 . 111.2(3) yes
C10 . N11 C12 . 123.6(3) yes
C7 . N11 C12 . 125.0(3) yes
N11 . C12 C13 . 118.3(3) yes
N11 . C12 C17 . 119.2(3) yes
C13 . C12 C17 . 122.5(3) yes
C12 . C13 C14 . 117.5(4) yes
C12 . C13 C20 . 122.2(4) yes
C14 . C13 C20 . 120.3(4) yes
C13 . C14 C15 . 121.9(4) yes
C13 . C14 H141 . 118.8 no
C15 . C14 H141 . 119.4 no
C14 . C15 C16 . 118.4(4) yes
C14 . C15 C19 . 120.8(4) yes
C16 . C15 C19 . 120.8(4) yes
C15 . C16 C17 . 122.4(4) yes
C15 . C16 H161 . 119.0 no
C17 . C16 H161 . 118.7 no
C12 . C17 C16 . 117.3(4) yes
C12 . C17 C18 . 122.1(4) yes
C16 . C17 C18 . 120.6(4) yes
C17 . C18 H181 . 109.9 no
C17 . C18 H182 . 110.1 no
H181 . C18 H182 . 108.7 no
C17 . C18 H183 . 110.4 no
H181 . C18 H183 . 108.8 no
H182 . C18 H183 . 108.9 no
C15 . C19 H191 . 108.1 no
C15 . C19 H192 . 110.4 no
H191 . C19 H192 . 109.0 no
C15 . C19 H193 . 108.5 no
H191 . C19 H193 . 109.7 no
H192 . C19 H193 . 111.1 no
C13 . C20 H201 . 107.4 no
C13 . C20 H202 . 110.2 no
H201 . C20 H202 . 109.2 no
C13 . C20 H203 . 111.3 no
H201 . C20 H203 . 109.5 no
H202 . C20 H203 . 109.2 no
N8 . C21 C22 . 118.9(4) yes
N8 . C21 C28 . 118.4(4) yes
C22 . C21 C28 . 122.6(4) yes
C21 . C22 C23 . 122.0(4) yes
C21 . C22 C24 . 117.4(5) yes
C23 . C22 C24 . 120.6(4) yes
C22 . C23 H231 . 108.6 no
C22 . C23 H232 . 111.9 no
H231 . C23 H232 . 107.4 no
C22 . C23 H233 . 110.4 no
H231 . C23 H233 . 108.3 no
H232 . C23 H233 . 110.0 no
C22 . C24 C25 . 122.6(5) yes
C22 . C24 H241 . 118.8 no
C25 . C24 H241 . 118.6 no
C24 . C25 C26 . 121.6(7) yes
C24 . C25 C27 . 118.2(5) yes
C26 . C25 C27 . 120.2(7) yes
C25 . C26 H261 . 110.1 no
C25 . C26 H262 . 108.1 no
H261 . C26 H262 . 110.0 no
C25 . C26 H263 . 108.6 no
H261 . C26 H263 . 110.2 no
H262 . C26 H263 . 109.8 no
C25 . C27 C28 . 122.2(5) yes
C25 . C27 H271 . 119.1 no
C28 . C27 H271 . 118.7 no
C27 . C28 C21 . 116.9(5) yes
C27 . C28 C29 . 122.1(5) yes
C21 . C28 C29 . 121.0(4) yes
C28 . C29 H291 . 109.0 no
C28 . C29 H292 . 108.1 no
H291 . C29 H292 . 108.0 no
C28 . C29 H293 . 110.4 no
H291 . C29 H293 . 110.1 no
H292 . C29 H293 . 111.1 no
F30 . C31 F32 . 106.7(3) yes
F30 . C31 F33 . 105.7(4) yes
F32 . C31 F33 . 104.6(4) yes
F30 . C31 C34 . 113.2(4) yes
F32 . C31 C34 . 113.0(3) yes
F33 . C31 C34 . 112.9(3) yes
C31 . C34 C35 . 118.2(3) yes
C31 . C34 C39 . 121.1(3) yes
C35 . C34 C39 . 120.7(3) yes
C34 . C35 C36 . 122.3(3) yes
C34 . C35 H351 . 118.1 no
C36 . C35 H351 . 119.6 no
C35 . C36 C37 . 115.5(3) yes
C35 . C36 B44 . 121.0(3) yes
C37 . C36 B44 . 123.3(3) yes
C36 . C37 C38 . 122.4(4) yes
C36 . C37 H371 . 119.3 no
C38 . C37 H371 . 118.3 no
C37 . C38 C39 . 120.8(4) yes
C37 . C38 C40 . 118.9(4) yes
C39 . C38 C40 . 120.4(4) yes
C38 . C39 C34 . 118.2(3) yes
C38 . C39 H391 . 120.3 no
C34 . C39 H391 . 121.5 no
C38 . C40 F410 . 116.0(4) yes
C38 . C40 F420 . 110.8(4) yes
F410 . C40 F420 . 105.49(6) yes
C38 . C40 F430 . 112.8(4) yes
F410 . C40 F430 . 105.47(6) yes
F420 . C40 F430 . 105.45(6) yes
C38 . C40 F411 . 110.5(4) yes
C38 . C40 F421 . 117.7(4) yes
F411 . C40 F421 . 105.49(6) yes
C38 . C40 F431 . 111.4(5) yes
F411 . C40 F431 . 105.46(6) yes
F421 . C40 F431 . 105.48(6) yes
C45 3_656 B44 C36 . 104.57(16) yes
C45 3_656 B44 C36 3_656 112.14(17) yes
C36 . B44 C36 3_656 111.1(4) yes
C45 3_656 B44 C45 . 112.5(4) yes
C36 . B44 C45 . 112.14(17) yes
C36 3_656 B44 C45 . 104.57(16) yes
B44 . C45 C46 . 122.4(3) yes
B44 . C45 C50 . 122.3(3) yes
C46 . C45 C50 . 115.1(3) yes
C45 . C46 C47 . 122.4(3) yes
C45 . C46 H461 . 119.3 no
C47 . C46 H461 . 118.3 no
C46 . C47 C48 . 120.8(3) yes
C46 . C47 C55 . 120.3(4) yes
C48 . C47 C55 . 118.9(4) yes
C47 . C48 C49 . 117.6(3) yes
C47 . C48 H481 . 121.5 no
C49 . C48 H481 . 120.9 no
C48 . C49 C50 . 121.4(3) yes
C48 . C49 C51 . 119.5(3) yes
C50 . C49 C51 . 119.1(3) yes
C45 . C50 C49 . 122.6(3) yes
C45 . C50 H501 . 118.0 no
C49 . C50 H501 . 119.4 no
C49 . C51 F520 . 113.2(4) yes
C49 . C51 F530 . 109.0(4) yes
F520 . C51 F530 . 105.43(6) yes
C49 . C51 F540 . 117.4(4) yes
F520 . C51 F540 . 105.48(6) yes
F530 . C51 F540 . 105.51(6) yes
C49 . C51 F521 . 114.0(4) yes
C49 . C51 F531 . 115.5(3) yes
F521 . C51 F531 . 105.53(6) yes
C49 . C51 F541 . 110.1(3) yes
F521 . C51 F541 . 105.45(6) yes
F531 . C51 F541 . 105.44(6) yes
C47 . C55 F56 . 112.9(4) yes
C47 . C55 F57 . 113.4(4) yes
F56 . C55 F57 . 107.6(5) yes
C47 . C55 F58 . 111.9(4) yes
F56 . C55 F58 . 104.8(4) yes
F57 . C55 F58 . 105.5(4) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ir1 C7 3_655 2.061(3) yes
Ir1 N2 . 1.840(6) yes
Ir1 O4 . 2.128(5) yes
Ir1 C7 . 2.061(3) yes
N2 N3 . 1.109(8) yes
O4 C5 3_655 1.438(7) yes
O4 C5 . 1.438(7) yes
C5 C6 . 1.513(9) yes
C5 H51 . 1.000 no
C5 H52 . 1.002 no
C6 C6 3_655 1.482(17) yes
C6 H61 . 0.996 no
C6 H62 . 1.007 no
C7 N8 . 1.362(4) yes
C7 N11 . 1.358(4) yes
N8 C9 . 1.390(5) yes
N8 C21 . 1.445(5) yes
C9 C10 . 1.327(6) yes
C9 H91 . 0.934 no
C10 N11 . 1.388(5) yes
C10 H101 . 0.921 no
N11 C12 . 1.442(5) yes
C12 C13 . 1.395(5) yes
C12 C17 . 1.400(5) yes
C13 C14 . 1.393(6) yes
C13 C20 . 1.508(6) yes
C14 C15 . 1.398(6) yes
C14 H141 . 0.935 no
C15 C16 . 1.380(6) yes
C15 C19 . 1.510(6) yes
C16 C17 . 1.392(5) yes
C16 H161 . 0.932 no
C17 C18 . 1.502(6) yes
C18 H181 . 0.974 no
C18 H182 . 0.980 no
C18 H183 . 0.971 no
C19 H191 . 0.960 no
C19 H192 . 0.967 no
C19 H193 . 0.954 no
C20 H201 . 0.946 no
C20 H202 . 0.964 no
C20 H203 . 0.953 no
C21 C22 . 1.382(6) yes
C21 C28 . 1.388(6) yes
C22 C23 . 1.515(7) yes
C22 C24 . 1.391(6) yes
C23 H231 . 0.971 no
C23 H232 . 0.974 no
C23 H233 . 0.979 no
C24 C25 . 1.364(9) yes
C24 H241 . 0.929 no
C25 C26 . 1.524(8) yes
C25 C27 . 1.382(10) yes
C26 H261 . 0.964 no
C26 H262 . 0.958 no
C26 H263 . 0.958 no
C27 C28 . 1.398(7) yes
C27 H271 . 0.917 no
C28 C29 . 1.506(8) yes
C29 H291 . 0.967 no
C29 H292 . 0.967 no
C29 H293 . 0.977 no
F30 C31 . 1.339(5) yes
C31 F32 . 1.335(5) yes
C31 F33 . 1.327(5) yes
C31 C34 . 1.489(5) yes
C34 C35 . 1.393(5) yes
C34 C39 . 1.382(6) yes
C35 C36 . 1.403(5) yes
C35 H351 . 0.945 no
C36 C37 . 1.396(5) yes
C36 B44 . 1.639(4) yes
C37 C38 . 1.393(5) yes
C37 H371 . 0.922 no
C38 C39 . 1.385(6) yes
C38 C40 . 1.491(5) yes
C39 H391 . 0.911 no
C40 F410 . 1.303(5) yes
C40 F420 . 1.336(5) yes
C40 F430 . 1.319(5) yes
C40 F411 . 1.322(5) yes
C40 F421 . 1.306(5) yes
C40 F431 . 1.321(5) yes
B44 C45 3_656 1.646(4) yes
B44 C45 . 1.646(4) yes
C45 C46 . 1.405(5) yes
C45 C50 . 1.398(5) yes
C46 C47 . 1.393(5) yes
C46 H461 . 0.946 no
C47 C48 . 1.392(6) yes
C47 C55 . 1.495(6) yes
C48 C49 . 1.379(5) yes
C48 H481 . 0.949 no
C49 C50 . 1.386(5) yes
C49 C51 . 1.493(4) yes
C50 H501 . 0.953 no
C51 F520 . 1.318(5) yes
C51 F530 . 1.336(5) yes
C51 F540 . 1.299(5) yes
C51 F521 . 1.313(5) yes
C51 F531 . 1.314(5) yes
C51 F541 . 1.336(5) yes
C55 F56 . 1.332(6) yes
C55 F57 . 1.323(6) yes
C55 F58 . 1.338(6) yes
