#------------------------------------------------------------------------------
#$Date: 2020-10-06 10:37:36 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257399 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/80/1558066.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_1558066
loop_
_publ_author_name
'Zhang, Wen-Ying'
'Banerjee, Samya'
'Hughes, George M.'
'Bridgewater, Hannah E.'
'Song, Ji-Inn'
'Breeze, Ben G.'
'Clarkson, Guy J.'
'Coverdale, James P. C.'
'Sanchez-Cano, Carlos'
'Ponte, Fortuna'
'Sicilia, Emilia'
'Sadler, Peter J.'
_publ_section_title
;
 Ligand-centred redox activation of inert organoiridium anticancer
 catalysts
;
_journal_issue                   21
_journal_name_full               'Chemical Science'
_journal_page_first              5466
_journal_page_last               5480
_journal_paper_doi               10.1039/D0SC00897D
_journal_volume                  11
_journal_year                    2020
_chemical_formula_moiety         'C21 H23 Br I Ir N3 O, C H4 O, F6 P'
_chemical_formula_sum            'C22 H27 Br F6 I Ir N3 O2 P'
_chemical_formula_weight         909.44
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-09-27
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-08-08 deposited with the CCDC.	2020-04-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.4265(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.61097(8)
_cell_length_b                   20.10144(16)
_cell_length_c                   14.45419(15)
_cell_measurement_reflns_used    39529
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      73.3490
_cell_measurement_theta_min      4.3620
_cell_volume                     2716.15(4)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3046
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -65.00  31.00   1.00    1.00    --  -42.36  37.00  90.00   96
  2  ω   -129.00  44.00   1.00    1.00    --  -42.36   0.00  30.00  173
  3  ω     20.00 115.00   1.00    1.00    --   42.36  37.00  30.00   95
  4  ω     97.00 178.00   1.00    4.00    --  106.00  83.00  65.00   81
  5  ω     25.00 109.00   1.00    4.00    --  106.00 -94.00 -90.00   84
  6  ω     35.00 130.00   1.00    4.00    --  106.00 -45.00 -90.00   95
  7  ω     82.00 178.00   1.00    4.00    --  106.00  30.00-150.00   96
  8  ω     82.00 177.00   1.00    4.00    --  106.00  45.00  30.00   95
  9  ω     25.00 109.00   1.00    4.00    --  106.00 -94.00  90.00   84
 10  ω     31.00 130.00   1.00    4.00    --  106.00 -30.00  60.00   99
 11  ω     82.00 178.00   1.00    4.00    --  106.00  30.00 150.00   96
 12  ω     34.00 121.00   1.00    4.00    --  106.00-125.00  90.00   87
 13  ω     25.00 109.00   1.00    4.00    --  106.00 -94.00-150.00   84
 14  ω     23.00  97.00   1.00    1.00    --   42.36-125.00-120.00   74
 15  ω     11.00 116.00   1.00    1.00    --   42.36  77.00  60.00  105
 16  ω     11.00 116.00   1.00    1.00    --   42.36  77.00 -90.00  105
 17  ω     11.00 116.00   1.00    1.00    --   42.36  77.00 150.00  105
 18  ω     78.00 176.00   1.00    4.00    --  106.00  61.00-150.00   98
 19  ω     78.00 176.00   1.00    4.00    --  106.00  61.00-120.00   98
 20  ω     78.00 176.00   1.00    4.00    --  106.00  61.00 -30.00   98
 21  ω     78.00 176.00   1.00    4.00    --  106.00  61.00 150.00   98
 22  ω     82.00 178.00   1.00    4.00    --  106.00  30.00 -60.00   96
 23  ω     78.00 176.00   1.00    4.00    --  106.00  61.00 -60.00   98
 24  ω     78.00 176.00   1.00    4.00    --  106.00  61.00  90.00   98
 25  ω     78.00 176.00   1.00    4.00    --  106.00  61.00  60.00   98
 26  ω   -116.00 -11.00   1.00    1.00    --  -42.36 -77.00 -30.00  105
 27  ω     23.00  97.00   1.00    1.00    --   42.36-125.00 -30.00   74
 28  ω     16.00 113.00   1.00    1.00    --   42.36  57.00-120.00   97
 29  ω      1.00  82.00   1.00    1.00    --   42.36 -99.00-180.00   81
 30  ω     78.00 176.00   1.00    4.00    --  106.00  61.00  30.00   98
 31  ω     25.00 109.00   1.00    4.00    --  106.00 -94.00 150.00   84
 32  ω     78.00 176.00   1.00    4.00    --  106.00  61.00   0.00   98
 33  ω     78.00 117.00   1.00    4.00    --  106.00  61.00 120.00   39
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0448326000
_diffrn_orient_matrix_UB_12      0.0663629000
_diffrn_orient_matrix_UB_13      0.0517883000
_diffrn_orient_matrix_UB_21      -0.1492917000
_diffrn_orient_matrix_UB_22      0.0062506000
_diffrn_orient_matrix_UB_23      0.0213475000
_diffrn_orient_matrix_UB_31      0.0537155000
_diffrn_orient_matrix_UB_32      -0.0378477000
_diffrn_orient_matrix_UB_33      0.0940911000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0555
_diffrn_reflns_av_unetI/netI     0.0296
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            29026
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.330
_diffrn_reflns_theta_min         3.837
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    21.338
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.35438
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    2.224
_exptl_crystal_description       block
_exptl_crystal_F_000             1720
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_refine_diff_density_max         2.000
_refine_diff_density_min         -1.808
_refine_diff_density_rms         0.171
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         5384
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.121
_refine_ls_R_factor_all          0.0295
_refine_ls_R_factor_gt           0.0293
_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)+(0.0452P)²+4.5103P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0770
_refine_ls_wR_factor_ref         0.0772
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5341
_reflns_number_total             5384
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc00897d2.cif
_cod_data_source_block           wz6
_cod_depositor_comments
;Adding full bibliography for 1558064--1558071.cif.

 Adding full bibliography for 1558064--1558071.cif.
;
_cod_original_cell_volume        2716.14(4)
_cod_database_code               1558066
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C20 H20 N2 O2 Cl Rh'
_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.
;
_shelx_estimated_absorpt_t_max   0.361
_shelx_estimated_absorpt_t_min   0.131
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     69.95
_olex2_refinement_description
;
The OHs were located in a difference map but placed at calculated positions for the refinement.
The PF6 counter ion was modeled as disordered over two positions related by a rotation about the 
F11-P1-F12 axis. The occupancy of the two components was linked to a free variable which refined to 61:39

1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Others
 Sof(F13A)=Sof(F15A)=Sof(F14A)=Sof(F16A)=1-FVAR(1)
 Sof(F13)=Sof(F14)=Sof(F15)=Sof(F16)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C10(H10), C11(H11), C13(H13), C14(H14)
3.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,
 H23C), C24(H24A,H24B,H24C), C02(H02A,H02B,H02C)
3.c Idealised tetrahedral OH refined as rotating group:
 O12(H12), O01(H01)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.977
_oxdiff_exptl_absorpt_empirical_full_min 0.465
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
I1 I 1.11083(3) 0.29356(2) 0.61717(2) 0.02093(8) Uani 1 1 d . . . . .
Ir1 Ir 0.96984(2) 0.33337(2) 0.74719(2) 0.01115(7) Uani 1 1 d . . . . .
N1 N 0.9236(3) 0.41996(15) 0.6669(2) 0.0121(6) Uani 1 1 d . . . . .
C2 C 1.0012(4) 0.47593(18) 0.6741(3) 0.0151(7) Uani 1 1 d . . . . .
H2 H 1.0889 0.4790 0.7206 0.018 Uiso 1 1 calc R . . . .
Br3 Br 1.06634(5) 0.60757(2) 0.62937(3) 0.02370(11) Uani 1 1 d . . . . .
C3 C 0.9548(4) 0.52944(18) 0.6142(3) 0.0159(7) Uani 1 1 d . . . . .
C4 C 0.8291(4) 0.52670(19) 0.5445(3) 0.0185(8) Uani 1 1 d . . . . .
H4 H 0.7976 0.5637 0.5042 0.022 Uiso 1 1 calc R . . . .
C5 C 0.7500(4) 0.4680(2) 0.5352(3) 0.0187(8) Uani 1 1 d . . . . .
H5 H 0.6641 0.4633 0.4874 0.022 Uiso 1 1 calc R . . . .
C6 C 0.8008(4) 0.41638(19) 0.5982(3) 0.0145(7) Uani 1 1 d . . . . .
N7 N 0.7238(3) 0.35764(16) 0.5897(2) 0.0152(6) Uani 1 1 d . . . . .
N8 N 0.7834(3) 0.31390(16) 0.6500(2) 0.0128(6) Uani 1 1 d . . . . .
C9 C 0.7024(4) 0.25407(18) 0.6467(3) 0.0141(7) Uani 1 1 d . . . . .
C10 C 0.5547(4) 0.25700(19) 0.6348(3) 0.0167(7) Uani 1 1 d . . . . .
H10 H 0.5066 0.2986 0.6247 0.020 Uiso 1 1 calc R . . . .
C11 C 0.4781(4) 0.1991(2) 0.6378(3) 0.0193(8) Uani 1 1 d . . . . .
H11 H 0.3778 0.2009 0.6326 0.023 Uiso 1 1 calc R . . . .
C12 C 0.5496(4) 0.13746(18) 0.6486(3) 0.0154(7) Uani 1 1 d . . . . .
O12 O 0.4784(3) 0.07952(14) 0.6514(2) 0.0210(6) Uani 1 1 d . . . . .
H12 H 0.3902 0.0871 0.6410 0.032 Uiso 1 1 calc GR . . . .
C13 C 0.6971(4) 0.13473(19) 0.6586(3) 0.0176(7) Uani 1 1 d . . . . .
H13 H 0.7450 0.0930 0.6655 0.021 Uiso 1 1 calc R . . . .
C14 C 0.7736(4) 0.19286(19) 0.6585(3) 0.0169(7) Uani 1 1 d . . . . .
H14 H 0.8745 0.1913 0.6665 0.020 Uiso 1 1 calc R . . . .
C15 C 0.9092(5) 0.2980(2) 0.8752(3) 0.0210(8) Uani 1 1 d . . . . .
C16 C 1.0279(5) 0.25852(19) 0.8598(3) 0.0213(8) Uani 1 1 d . . . . .
C17 C 1.1474(4) 0.3028(2) 0.8684(3) 0.0187(8) Uani 1 1 d . . . . .
C18 C 1.1049(4) 0.36805(19) 0.8849(3) 0.0153(7) Uani 1 1 d . . . . .
C19 C 0.9542(4) 0.3659(2) 0.8875(3) 0.0165(7) Uani 1 1 d . . . . .
C20 C 0.8715(5) 0.4241(2) 0.9100(3) 0.0245(9) Uani 1 1 d . . . . .
H20A H 0.8948 0.4635 0.8768 0.037 Uiso 1 1 calc GR . . . .
H20B H 0.8965 0.4321 0.9788 0.037 Uiso 1 1 calc GR . . . .
H20C H 0.7689 0.4148 0.8894 0.037 Uiso 1 1 calc GR . . . .
C21 C 1.1975(5) 0.4282(2) 0.9068(3) 0.0216(8) Uani 1 1 d . . . . .
H21A H 1.2714 0.4268 0.8702 0.032 Uiso 1 1 calc GR . . . .
H21B H 1.2429 0.4291 0.9749 0.032 Uiso 1 1 calc GR . . . .
H21C H 1.1389 0.4682 0.8898 0.032 Uiso 1 1 calc GR . . . .
C22 C 1.2968(5) 0.2823(3) 0.8657(3) 0.0313(10) Uani 1 1 d . . . . .
H22A H 1.2928 0.2447 0.8219 0.047 Uiso 1 1 calc GR . . . .
H22B H 1.3490 0.2690 0.9296 0.047 Uiso 1 1 calc GR . . . .
H22C H 1.3460 0.3197 0.8438 0.047 Uiso 1 1 calc GR . . . .
C23 C 1.0355(6) 0.1839(2) 0.8543(4) 0.0381(12) Uani 1 1 d . . . . .
H23A H 0.9387 0.1657 0.8333 0.057 Uiso 1 1 calc GR . . . .
H23B H 1.0805 0.1660 0.9172 0.057 Uiso 1 1 calc GR . . . .
H23C H 1.0924 0.1713 0.8089 0.057 Uiso 1 1 calc GR . . . .
C24 C 0.7659(5) 0.2710(3) 0.8804(3) 0.0308(10) Uani 1 1 d . . . . .
H24A H 0.6928 0.3054 0.8601 0.046 Uiso 1 1 calc GR . . . .
H24B H 0.7681 0.2578 0.9460 0.046 Uiso 1 1 calc GR . . . .
H24C H 0.7430 0.2323 0.8385 0.046 Uiso 1 1 calc GR . . . .
O01 O 0.1982(3) 0.09413(18) 0.6430(2) 0.0322(7) Uani 1 1 d . . . . .
H01 H 0.1628 0.0756 0.6843 0.048 Uiso 1 1 calc GR . . . .
C02 C 0.0939(5) 0.0976(3) 0.5560(3) 0.0318(10) Uani 1 1 d . . . . .
H02A H 0.0845 0.0540 0.5249 0.048 Uiso 1 1 calc GR . . . .
H02B H 0.1232 0.1306 0.5144 0.048 Uiso 1 1 calc GR . . . .
H02C H 0.0017 0.1107 0.5686 0.048 Uiso 1 1 calc GR . . . .
P10 P 0.49210(11) 0.46719(5) 0.72478(7) 0.0180(2) Uani 1 1 d . . . . .
F11 F 0.4612(4) 0.4451(2) 0.6175(2) 0.0579(11) Uani 1 1 d . . . . .
F12 F 0.5250(4) 0.4885(3) 0.8335(2) 0.0775(15) Uani 1 1 d . . . . .
F13 F 0.3395(6) 0.4370(4) 0.7238(4) 0.054(2) Uani 0.612(11) 1 d . . P A 1
F14 F 0.6469(7) 0.4954(4) 0.7282(4) 0.0470(19) Uani 0.612(11) 1 d . . P A 1
F15 F 0.4230(8) 0.5383(3) 0.7032(4) 0.056(2) Uani 0.612(11) 1 d . . P A 1
F16 F 0.5627(8) 0.3945(3) 0.7479(4) 0.046(2) Uani 0.612(11) 1 d . . P A 1
F13A F 0.3341(9) 0.4910(7) 0.7181(8) 0.061(4) Uani 0.388(11) 1 d . . P A 2
F15A F 0.5202(15) 0.5322(5) 0.6691(8) 0.070(4) Uani 0.388(11) 1 d . . P A 2
F14A F 0.6531(10) 0.4456(10) 0.7307(7) 0.074(6) Uani 0.388(11) 1 d . . P A 2
F16A F 0.4737(18) 0.4031(6) 0.7796(9) 0.076(5) Uani 0.388(11) 1 d . . P A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
Br Br -0.6763 1.2805 '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'
I I -0.3257 6.8362 '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'
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'
P P 0.2955 0.4335 '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
_geom_angle_publ_flag
N1 Ir1 I1 86.35(8) . . ?
N1 Ir1 C15 132.85(15) . . ?
N1 Ir1 C16 166.55(13) . . ?
N1 Ir1 C17 133.94(14) . . ?
N1 Ir1 C18 103.99(13) . . ?
N1 Ir1 C19 102.54(13) . . ?
N8 Ir1 I1 88.07(8) . . ?
N8 Ir1 N1 74.77(12) . . ?
N8 Ir1 C15 98.97(14) . . ?
N8 Ir1 C16 114.25(15) . . ?
N8 Ir1 C17 151.29(14) . . ?
N8 Ir1 C18 156.03(13) . . ?
N8 Ir1 C19 117.43(14) . . ?
C15 Ir1 I1 140.72(12) . . ?
C15 Ir1 C16 38.67(17) . . ?
C15 Ir1 C17 63.30(16) . . ?
C15 Ir1 C18 63.81(15) . . ?
C16 Ir1 I1 103.44(12) . . ?
C16 Ir1 C17 37.87(16) . . ?
C16 Ir1 C18 63.57(14) . . ?
C17 Ir1 I1 92.82(11) . . ?
C18 Ir1 I1 115.86(10) . . ?
C18 Ir1 C17 36.95(15) . . ?
C19 Ir1 I1 154.31(11) . . ?
C19 Ir1 C15 38.37(16) . . ?
C19 Ir1 C16 64.75(15) . . ?
C19 Ir1 C17 63.57(15) . . ?
C19 Ir1 C18 38.79(14) . . ?
C2 N1 Ir1 128.0(3) . . ?
C2 N1 C6 118.3(3) . . ?
C6 N1 Ir1 113.6(2) . . ?
N1 C2 H2 119.7 . . ?
N1 C2 C3 120.7(3) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 Br3 118.8(3) . . ?
C4 C3 C2 121.6(3) . . ?
C4 C3 Br3 119.7(3) . . ?
C3 C4 H4 121.0 . . ?
C3 C4 C5 118.0(3) . . ?
C5 C4 H4 121.0 . . ?
C4 C5 H5 121.1 . . ?
C6 C5 C4 117.9(4) . . ?
C6 C5 H5 121.1 . . ?
N1 C6 C5 123.6(4) . . ?
N1 C6 N7 117.8(3) . . ?
N7 C6 C5 118.6(3) . . ?
N8 N7 C6 112.4(3) . . ?
N7 N8 Ir1 121.4(3) . . ?
N7 N8 C9 113.7(3) . . ?
C9 N8 Ir1 124.7(2) . . ?
C10 C9 N8 120.1(3) . . ?
C10 C9 C14 120.6(3) . . ?
C14 C9 N8 119.3(3) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 C9 119.7(4) . . ?
C11 C10 H10 120.1 . . ?
C10 C11 H11 120.2 . . ?
C10 C11 C12 119.7(4) . . ?
C12 C11 H11 120.2 . . ?
O12 C12 C11 121.5(4) . . ?
O12 C12 C13 118.2(3) . . ?
C13 C12 C11 120.3(4) . . ?
C12 O12 H12 109.5 . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.7(4) . . ?
C14 C13 H13 120.1 . . ?
C9 C14 H14 120.0 . . ?
C13 C14 C9 119.9(4) . . ?
C13 C14 H14 120.0 . . ?
C16 C15 Ir1 71.0(2) . . ?
C16 C15 C24 125.2(4) . . ?
C19 C15 Ir1 70.3(2) . . ?
C19 C15 C16 108.4(4) . . ?
C19 C15 C24 126.4(4) . . ?
C24 C15 Ir1 126.1(3) . . ?
C15 C16 Ir1 70.4(2) . . ?
C15 C16 C23 127.1(4) . . ?
C17 C16 Ir1 72.5(2) . . ?
C17 C16 C15 106.9(3) . . ?
C17 C16 C23 125.1(4) . . ?
C23 C16 Ir1 130.7(3) . . ?
C16 C17 Ir1 69.6(2) . . ?
C16 C17 C22 125.3(4) . . ?
C18 C17 Ir1 71.2(2) . . ?
C18 C17 C16 109.5(4) . . ?
C18 C17 C22 125.1(4) . . ?
C22 C17 Ir1 128.1(3) . . ?
C17 C18 Ir1 71.9(2) . . ?
C17 C18 C19 107.7(3) . . ?
C17 C18 C21 127.5(4) . . ?
C19 C18 Ir1 68.7(2) . . ?
C19 C18 C21 124.5(4) . . ?
C21 C18 Ir1 129.9(3) . . ?
C15 C19 Ir1 71.4(2) . . ?
C15 C19 C18 107.4(4) . . ?
C15 C19 C20 127.9(4) . . ?
C18 C19 Ir1 72.5(2) . . ?
C18 C19 C20 124.4(4) . . ?
C20 C19 Ir1 126.6(3) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C16 C23 H23A 109.5 . . ?
C16 C23 H23B 109.5 . . ?
C16 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C15 C24 H24A 109.5 . . ?
C15 C24 H24B 109.5 . . ?
C15 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C02 O01 H01 109.5 . . ?
O01 C02 H02A 109.5 . . ?
O01 C02 H02B 109.5 . . ?
O01 C02 H02C 109.5 . . ?
H02A C02 H02B 109.5 . . ?
H02A C02 H02C 109.5 . . ?
H02B C02 H02C 109.5 . . ?
F11 P10 F12 179.1(2) . . ?
F11 P10 F13 85.4(3) . . ?
F11 P10 F14 95.3(3) . . ?
F11 P10 F15 94.9(3) . . ?
F11 P10 F16 85.6(3) . . ?
F11 P10 F13A 93.8(4) . . ?
F11 P10 F15A 75.4(5) . . ?
F11 P10 F14A 86.3(4) . . ?
F12 P10 F16 93.5(3) . . ?
F12 P10 F15A 105.2(5) . . ?
F12 P10 F14A 93.0(4) . . ?
F13 P10 F12 94.8(3) . . ?
F13 P10 F16 89.9(4) . . ?
F14 P10 F12 84.5(3) . . ?
F14 P10 F13 178.1(4) . . ?
F14 P10 F16 88.3(4) . . ?
F15 P10 F12 86.0(3) . . ?
F15 P10 F13 90.0(4) . . ?
F15 P10 F14 91.8(4) . . ?
F15 P10 F16 179.5(3) . . ?
F13A P10 F12 86.9(4) . . ?
F13A P10 F15A 89.7(7) . . ?
F13A P10 F14A 178.1(9) . . ?
F15A P10 F14A 88.5(8) . . ?
F16A P10 F11 104.6(5) . . ?
F16A P10 F12 74.8(5) . . ?
F16A P10 F13A 93.6(8) . . ?
F16A P10 F15A 176.8(8) . . ?
F16A P10 F14A 88.3(9) . . ?
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
I1 Ir1 2.6817(3) . ?
Ir1 N1 2.082(3) . ?
Ir1 N8 2.042(3) . ?
Ir1 C15 2.183(4) . ?
Ir1 C16 2.192(4) . ?
Ir1 C17 2.230(4) . ?
Ir1 C18 2.221(4) . ?
Ir1 C19 2.169(4) . ?
N1 C2 1.341(5) . ?
N1 C6 1.356(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.387(5) . ?
Br3 C3 1.885(4) . ?
C3 C4 1.383(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.393(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.392(5) . ?
C6 N7 1.384(5) . ?
N7 N8 1.277(5) . ?
N8 C9 1.427(5) . ?
C9 C10 1.391(6) . ?
C9 C14 1.399(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.383(6) . ?
C11 H11 0.9500 . ?
C11 C12 1.408(6) . ?
C12 O12 1.356(5) . ?
C12 C13 1.392(6) . ?
O12 H12 0.8400 . ?
C13 H13 0.9500 . ?
C13 C14 1.380(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.448(6) . ?
C15 C19 1.430(6) . ?
C15 C24 1.498(6) . ?
C16 C17 1.435(6) . ?
C16 C23 1.505(6) . ?
C17 C18 1.410(6) . ?
C17 C22 1.503(6) . ?
C18 C19 1.459(5) . ?
C18 C21 1.490(5) . ?
C19 C20 1.492(6) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
O01 H01 0.8400 . ?
O01 C02 1.415(6) . ?
C02 H02A 0.9800 . ?
C02 H02B 0.9800 . ?
C02 H02C 0.9800 . ?
P10 F11 1.574(3) . ?
P10 F12 1.589(3) . ?
P10 F13 1.584(5) . ?
P10 F14 1.582(5) . ?
P10 F15 1.577(5) . ?
P10 F16 1.612(5) . ?
P10 F13A 1.574(8) . ?
P10 F15A 1.590(9) . ?
P10 F14A 1.591(9) . ?
P10 F16A 1.545(10) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O12 H12 O01 0.84 1.86 2.684(4) 167.4 .
O01 H01 F13A 0.84 2.20 2.951(12) 148.1 2_546
