#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/47/4084732.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_4084732
loop_
_publ_author_name
'Lehman, Matthew C.'
'Boyle, Paul D.'
'Sommer, Roger D.'
'Ison, Elon A.'
_publ_section_title
;
 Oxyfunctionalization with Cp*IrIII(NHC)(Me)L Complexes
;
_journal_issue                   19
_journal_name_full               Organometallics
_journal_page_first              5081
_journal_paper_doi               10.1021/om5007352
_journal_volume                  33
_journal_year                    2014
_chemical_formula_sum            'C21.5 H29 Cl2 F3 Ir N3 O3 S'
_chemical_formula_weight         729.64
_chemical_name_common            'ML 1405'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                75.660(2)
_cell_angle_beta                 87.416(2)
_cell_angle_gamma                87.231(2)
_cell_formula_units_Z            2
_cell_length_a                   8.6215(3)
_cell_length_b                   12.0541(4)
_cell_length_c                   12.7969(4)
_cell_measurement_reflns_used    9990
_cell_measurement_temperature    110.(2)
_cell_measurement_theta_max      35.8014
_cell_measurement_theta_min      2.3665
_cell_volume                     1286.22(7)
_computing_cell_refinement       'SAINT V7.68A (Bruker AXS Inc., 2009)'
_computing_data_collection       'Bruker Instrument Service v2012.12.0.3'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS Inc., 2009)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      110.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_sigmaI/netI    0.0363
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            40354
_diffrn_reflns_theta_full        36.56
_diffrn_reflns_theta_max         36.56
_diffrn_reflns_theta_min         1.75
_exptl_absorpt_coefficient_mu    5.530
_exptl_absorpt_correction_T_max  0.70
_exptl_absorpt_correction_T_min  0.47
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS Inc.)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.884
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             714
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.070
_refine_diff_density_max         1.318
_refine_diff_density_min         -1.319
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     329
_refine_ls_number_reflns         12586
_refine_ls_number_restraints     16
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0284
_refine_ls_R_factor_gt           0.0240
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
w=1/[σ²(Fo²)+(0.0268P)²]
where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0510
_refine_ls_wR_factor_ref         0.0523
_reflns_number_gt                11507
_reflns_number_total             12586
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            om5007352_si_001.cif
_cod_data_source_block           I
_cod_original_formula_sum        'C21.50 H29 Cl2 F3 Ir N3 O3 S'
_cod_database_code               4084732
#BEGIN Tags that were not found in dictionaries:
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir Ir1 0.01923(2) 0.35995(2) 0.25405(2) 0.00945(2) Uani d . . . 1 . .
Cl Cl1 -0.11617(5) 0.34993(4) 0.09570(3) 0.01803(8) Uani d . . . 1 . .
N N1 0.13595(18) 0.11356(13) 0.35404(12) 0.0143(3) Uani d . . . 1 . .
N N2 -0.10511(18) 0.11536(13) 0.31773(13) 0.0154(3) Uani d . . . 1 . .
N N3 0.21756(17) 0.32408(13) 0.16052(12) 0.0131(2) Uani d . . . 1 . .
C C1 -0.0918(2) 0.53242(15) 0.25149(14) 0.0135(3) Uani d . . . 1 . .
C C2 0.0678(2) 0.53769(14) 0.26813(14) 0.0127(3) Uani d . . . 1 . .
C C3 0.10819(19) 0.45008(14) 0.36494(13) 0.0116(3) Uani d . . . 1 . .
C C4 -0.03430(19) 0.39515(14) 0.40903(13) 0.0112(3) Uani d . . . 1 . .
C C5 -0.15704(19) 0.44261(15) 0.33705(14) 0.0131(3) Uani d . . . 1 . .
C C6 -0.1806(2) 0.60971(17) 0.16271(16) 0.0207(4) Uani d . . . 1 . .
H H6A -0.1106 0.6366 0.1 0.031 Uiso calc U . R 1 . .
H H6B -0.2251 0.6756 0.1873 0.031 Uiso calc U . R 1 . .
H H6C -0.2643 0.5677 0.1426 0.031 Uiso calc U . R 1 . .
C C7 0.1735(2) 0.62620(16) 0.20322(16) 0.0188(3) Uani d . . . 1 . .
H H7A 0.176 0.6226 0.1275 0.028 Uiso calc U . R 1 . .
H H7B 0.2785 0.6114 0.231 0.028 Uiso calc U . R 1 . .
H H7C 0.1351 0.7025 0.2087 0.028 Uiso calc U . R 1 . .
C C8 0.2601(2) 0.43634(16) 0.41931(15) 0.0161(3) Uani d . . . 1 . .
H H8A 0.2824 0.5079 0.438 0.024 Uiso calc U . R 1 . .
H H8B 0.3427 0.4179 0.3705 0.024 Uiso calc U . R 1 . .
H H8C 0.2548 0.3742 0.4851 0.024 Uiso calc U . R 1 . .
C C9 -0.0496(2) 0.30693(16) 0.51397(14) 0.0159(3) Uani d . . . 1 . .
H H9A -0.0595 0.345 0.5734 0.024 Uiso calc U . R 1 . .
H H9B 0.0428 0.2553 0.5233 0.024 Uiso calc U . R 1 . .
H H9C -0.142 0.2628 0.5139 0.024 Uiso calc U . R 1 . .
C C10 -0.3273(2) 0.42129(17) 0.35482(16) 0.0175(3) Uani d . . . 1 . .
H H10A -0.3423 0.3516 0.4123 0.026 Uiso calc U . R 1 . .
H H10B -0.3701 0.4118 0.288 0.026 Uiso calc U . R 1 . .
H H10C -0.3808 0.4865 0.3757 0.026 Uiso calc U . R 1 . .
C C11 0.01423(19) 0.18585(15) 0.31392(13) 0.0123(3) Uani d . . . 1 . .
C C12 0.0934(2) 0.00095(16) 0.37877(16) 0.0193(3) Uani d . . . 1 . .
H H12 0.1583 -0.0647 0.4066 0.023 Uiso calc U . R 1 . .
C C13 -0.0582(2) 0.00161(16) 0.35594(17) 0.0209(4) Uani d . . . 1 . .
H H13 -0.1203 -0.0632 0.3644 0.025 Uiso calc U . R 1 . .
C C14 0.2910(2) 0.14556(17) 0.37449(17) 0.0191(3) Uani d . . . 1 . .
H H14A 0.3602 0.1453 0.3116 0.029 Uiso calc U . R 1 . .
H H14B 0.3318 0.0905 0.438 0.029 Uiso calc U . R 1 . .
H H14C 0.2851 0.2224 0.3876 0.029 Uiso calc U . R 1 . .
C C15 -0.2673(2) 0.14949(18) 0.29516(18) 0.0222(4) Uani d . . . 1 . .
H H15A -0.3279 0.1396 0.3633 0.033 Uiso calc U . R 1 . .
H H15B -0.3086 0.1017 0.2519 0.033 Uiso calc U . R 1 . .
H H15C -0.2743 0.2301 0.2552 0.033 Uiso calc U . R 1 . .
C C16 0.2209(2) 0.23532(16) 0.11352(14) 0.0160(3) Uani d . . . 1 . .
H H16 0.1303 0.1921 0.119 0.019 Uiso calc U . R 1 . .
C C17 0.3504(2) 0.20448(18) 0.05779(15) 0.0195(3) Uani d . . . 1 . .
H H17 0.3487 0.141 0.0263 0.023 Uiso calc U . R 1 . .
C C18 0.4830(2) 0.26767(19) 0.04843(16) 0.0216(4) Uani d . . . 1 . .
H H18 0.5742 0.2474 0.0118 0.026 Uiso calc U . R 1 . .
C C19 0.4792(2) 0.36108(19) 0.09386(16) 0.0205(4) Uani d . . . 1 . .
H H19 0.5671 0.4073 0.087 0.025 Uiso calc U . R 1 . .
C C20 0.3456(2) 0.38604(17) 0.14930(15) 0.0166(3) Uani d . . . 1 . .
H H20 0.3444 0.4497 0.1808 0.02 Uiso calc U . R 1 . .
Cl Cl1S 0.1002(5) 0.0407(4) -0.0918(2) 0.1085(11) Uani d . P D 0.5 A 2
C C1S 0.078(4) -0.081(3) 0.010(2) 0.1085(11) Uani d U P D 0.25 A 2
H H1SA 0.1707 -0.0993 0.0544 0.13 Uiso calc U P R 0.25 A 2
H H1SB 0.0571 -0.1476 -0.0194 0.13 Uiso calc U P R 0.25 A 2
Cl Cl2S 0.1481(4) -0.0409(3) -0.0400(2) 0.0832(7) Uani d . P D 0.5 B 1
C C2S -0.022(3) 0.062(2) -0.0480(18) 0.0832(7) Uani d U P D 0.25 B 1
H H2SA 0.019 0.1382 -0.0522 0.1 Uiso calc U P R 0.25 B 1
H H2SB -0.0717 0.0664 -0.1172 0.1 Uiso calc U P R 0.25 B 1
S S1 -0.48512(5) -0.20570(4) 0.36761(4) 0.01546(8) Uani d . . . 1 . .
F F1 -0.5062(2) -0.01794(13) 0.21238(14) 0.0473(5) Uani d . . . 1 . .
F F2 -0.4883(2) -0.17344(17) 0.15795(12) 0.0455(4) Uani d . . . 1 . .
F F3 -0.70136(17) -0.12351(13) 0.22733(12) 0.0334(3) Uani d . . . 1 . .
O O1 -0.31988(18) -0.19228(14) 0.36099(14) 0.0275(3) Uani d . . . 1 . .
O O2 -0.5706(2) -0.14811(16) 0.43948(13) 0.0309(4) Uani d . . . 1 . .
O O3 -0.5338(2) -0.31963(13) 0.37329(15) 0.0302(4) Uani d . . . 1 . .
C C21 -0.5471(3) -0.12596(17) 0.23441(16) 0.0203(3) Uani d . . . 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 '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'
Ir Ir -1.4442 7.9887 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C11 Ir1 N3 . . 85.46(6)
C11 Ir1 C4 . . 93.57(6)
N3 Ir1 C4 . . 138.93(6)
C11 Ir1 C5 . . 109.50(7)
N3 Ir1 C5 . . 164.33(7)
C4 Ir1 C5 . . 38.91(6)
C11 Ir1 C3 . . 114.02(6)
N3 Ir1 C3 . . 104.87(6)
C4 Ir1 C3 . . 39.09(6)
C5 Ir1 C3 . . 65.36(6)
C11 Ir1 C1 . . 147.58(6)
N3 Ir1 C1 . . 126.92(6)
C4 Ir1 C1 . . 63.87(6)
C5 Ir1 C1 . . 38.45(7)
C3 Ir1 C1 . . 63.60(6)
C11 Ir1 C2 . . 152.41(6)
N3 Ir1 C2 . . 101.04(6)
C4 Ir1 C2 . . 63.88(6)
C5 Ir1 C2 . . 63.56(6)
C3 Ir1 C2 . . 38.40(6)
C1 Ir1 C2 . . 36.54(6)
C11 Ir1 Cl1 . . 91.57(5)
N3 Ir1 Cl1 . . 82.68(4)
C4 Ir1 Cl1 . . 138.34(4)
C5 Ir1 Cl1 . . 101.00(5)
C3 Ir1 Cl1 . . 153.57(5)
C1 Ir1 Cl1 . . 91.40(5)
C2 Ir1 Cl1 . . 115.75(4)
C11 N1 C12 . . 110.92(16)
C11 N1 C14 . . 127.00(15)
C12 N1 C14 . . 122.03(16)
C11 N2 C13 . . 111.32(16)
C11 N2 C15 . . 126.85(16)
C13 N2 C15 . . 121.62(16)
C20 N3 C16 . . 117.57(15)
C20 N3 Ir1 . . 121.51(12)
C16 N3 Ir1 . . 120.87(12)
C2 C1 C5 . . 108.87(15)
C2 C1 C6 . . 125.55(17)
C5 C1 C6 . . 125.54(16)
C2 C1 Ir1 . . 72.31(9)
C5 C1 Ir1 . . 67.78(9)
C6 C1 Ir1 . . 127.68(13)
C1 C2 C3 . . 108.45(15)
C1 C2 C7 . . 125.25(16)
C3 C2 C7 . . 126.03(16)
C1 C2 Ir1 . . 71.15(10)
C3 C2 Ir1 . . 67.80(9)
C7 C2 Ir1 . . 131.37(12)
C4 C3 C2 . . 106.85(14)
C4 C3 C8 . . 126.32(16)
C2 C3 C8 . . 125.81(16)
C4 C3 Ir1 . . 69.74(9)
C2 C3 Ir1 . . 73.81(9)
C8 C3 Ir1 . . 130.57(12)
C5 C4 C3 . . 108.39(15)
C5 C4 C9 . . 126.56(16)
C3 C4 C9 . . 125.02(15)
C5 C4 Ir1 . . 70.73(9)
C3 C4 Ir1 . . 71.17(9)
C9 C4 Ir1 . . 125.49(12)
C4 C5 C1 . . 107.30(15)
C4 C5 C10 . . 127.45(16)
C1 C5 C10 . . 124.36(16)
C4 C5 Ir1 . . 70.36(9)
C1 C5 Ir1 . . 73.77(9)
C10 C5 Ir1 . . 129.65(12)
C1 C6 H6A . . 109.5
C1 C6 H6B . . 109.5
H6A C6 H6B . . 109.5
C1 C6 H6C . . 109.5
H6A C6 H6C . . 109.5
H6B C6 H6C . . 109.5
C2 C7 H7A . . 109.5
C2 C7 H7B . . 109.5
H7A C7 H7B . . 109.5
C2 C7 H7C . . 109.5
H7A C7 H7C . . 109.5
H7B C7 H7C . . 109.5
C3 C8 H8A . . 109.5
C3 C8 H8B . . 109.5
H8A C8 H8B . . 109.5
C3 C8 H8C . . 109.5
H8A C8 H8C . . 109.5
H8B C8 H8C . . 109.5
C4 C9 H9A . . 109.5
C4 C9 H9B . . 109.5
H9A C9 H9B . . 109.5
C4 C9 H9C . . 109.5
H9A C9 H9C . . 109.5
H9B C9 H9C . . 109.5
C5 C10 H10A . . 109.5
C5 C10 H10B . . 109.5
H10A C10 H10B . . 109.5
C5 C10 H10C . . 109.5
H10A C10 H10C . . 109.5
H10B C10 H10C . . 109.5
N2 C11 N1 . . 104.19(15)
N2 C11 Ir1 . . 128.94(13)
N1 C11 Ir1 . . 126.78(13)
C13 C12 N1 . . 107.08(17)
C13 C12 H12 . . 126.5
N1 C12 H12 . . 126.5
C12 C13 N2 . . 106.46(17)
C12 C13 H13 . . 126.8
N2 C13 H13 . . 126.8
N1 C14 H14A . . 109.5
N1 C14 H14B . . 109.5
H14A C14 H14B . . 109.5
N1 C14 H14C . . 109.5
H14A C14 H14C . . 109.5
H14B C14 H14C . . 109.5
N2 C15 H15A . . 109.5
N2 C15 H15B . . 109.5
H15A C15 H15B . . 109.5
N2 C15 H15C . . 109.5
H15A C15 H15C . . 109.5
H15B C15 H15C . . 109.5
N3 C16 C17 . . 122.89(18)
N3 C16 H16 . . 118.6
C17 C16 H16 . . 118.6
C16 C17 C18 . . 119.06(18)
C16 C17 H17 . . 120.5
C18 C17 H17 . . 120.5
C19 C18 C17 . . 118.46(17)
C19 C18 H18 . . 120.8
C17 C18 H18 . . 120.8
C20 C19 C18 . . 119.13(19)
C20 C19 H19 . . 120.4
C18 C19 H19 . . 120.4
N3 C20 C19 . . 122.85(18)
N3 C20 H20 . . 118.6
C19 C20 H20 . . 118.6
C1S Cl1S C1S . 2 77.3(16)
Cl1S C1S Cl1S . 2 102.7(16)
Cl1S C1S H1SA . . 111.2
Cl1S C1S H1SA 2 . 111.2
Cl1S C1S H1SB . . 111.2
Cl1S C1S H1SB 2 . 111.2
H1SA C1S H1SB . . 109.1
C2S Cl2S C2S 2 . 60.1(13)
Cl2S C2S Cl2S 2 . 119.9(13)
Cl2S C2S H2SA 2 . 107.3
Cl2S C2S H2SA . . 107.3
Cl2S C2S H2SB 2 . 107.3
Cl2S C2S H2SB . . 107.3
H2SA C2S H2SB . . 106.9
O1 S1 O3 . . 115.34(10)
O1 S1 O2 . . 115.41(11)
O3 S1 O2 . . 114.59(11)
O1 S1 C21 . . 103.11(10)
O3 S1 C21 . . 102.66(10)
O2 S1 C21 . . 103.14(10)
F2 C21 F1 . . 108.9(2)
F2 C21 F3 . . 106.54(17)
F1 C21 F3 . . 106.55(17)
F2 C21 S1 . . 111.34(15)
F1 C21 S1 . . 111.58(14)
F3 C21 S1 . . 111.69(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Ir1 C11 . 2.0500(17)
Ir1 N3 . 2.1317(14)
Ir1 C4 . 2.1544(16)
Ir1 C5 . 2.1593(16)
Ir1 C3 . 2.1736(16)
Ir1 C1 . 2.2395(16)
Ir1 C2 . 2.2545(17)
Ir1 Cl1 . 2.4150(4)
N1 C11 . 1.365(2)
N1 C12 . 1.379(2)
N1 C14 . 1.461(2)
N2 C11 . 1.357(2)
N2 C13 . 1.384(2)
N2 C15 . 1.460(2)
N3 C20 . 1.345(2)
N3 C16 . 1.350(2)
C1 C2 . 1.409(2)
C1 C5 . 1.450(3)
C1 C6 . 1.493(2)
C2 C3 . 1.458(2)
C2 C7 . 1.498(3)
C3 C4 . 1.448(2)
C3 C8 . 1.493(2)
C4 C5 . 1.437(2)
C4 C9 . 1.497(2)
C5 C10 . 1.500(2)
C6 H6A . 0.98
C6 H6B . 0.98
C6 H6C . 0.98
C7 H7A . 0.98
C7 H7B . 0.98
C7 H7C . 0.98
C8 H8A . 0.98
C8 H8B . 0.98
C8 H8C . 0.98
C9 H9A . 0.98
C9 H9B . 0.98
C9 H9C . 0.98
C10 H10A . 0.98
C10 H10B . 0.98
C10 H10C . 0.98
C12 C13 . 1.351(3)
C12 H12 . 0.95
C13 H13 . 0.95
C14 H14A . 0.98
C14 H14B . 0.98
C14 H14C . 0.98
C15 H15A . 0.98
C15 H15B . 0.98
C15 H15C . 0.98
C16 C17 . 1.383(3)
C16 H16 . 0.95
C17 C18 . 1.388(3)
C17 H17 . 0.95
C18 C19 . 1.388(3)
C18 H18 . 0.95
C19 C20 . 1.385(3)
C19 H19 . 0.95
C20 H20 . 0.95
Cl1S C1S . 1.72(3)
Cl1S C1S 2 1.93(3)
C1S Cl1S 2 1.93(3)
C1S H1SA . 0.99
C1S H1SB . 0.99
Cl2S C2S 2 1.51(2)
Cl2S C2S . 1.86(2)
C2S Cl2S 2 1.51(2)
C2S H2SA . 0.99
C2S H2SB . 0.99
S1 O1 . 1.4379(16)
S1 O3 . 1.4390(16)
S1 O2 . 1.4410(16)
S1 C21 . 1.827(2)
F1 C21 . 1.324(2)
F2 C21 . 1.321(2)
F3 C21 . 1.335(2)
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
C5 C1 C2 C3 . . 0.44(19)
C6 C1 C2 C3 . . 178.23(16)
Ir1 C1 C2 C3 . . -57.67(11)
C5 C1 C2 C7 . . -174.02(16)
C6 C1 C2 C7 . . 3.8(3)
Ir1 C1 C2 C7 . . 127.87(17)
C5 C1 C2 Ir1 . . 58.10(11)
C6 C1 C2 Ir1 . . -124.11(18)
C1 C2 C3 C4 . . -2.58(18)
C7 C2 C3 C4 . . 171.83(16)
Ir1 C2 C3 C4 . . -62.31(10)
C1 C2 C3 C8 . . -171.55(16)
C7 C2 C3 C8 . . 2.9(3)
Ir1 C2 C3 C8 . . 128.72(17)
C1 C2 C3 Ir1 . . 59.73(12)
C7 C2 C3 Ir1 . . -125.86(17)
C2 C3 C4 C5 . . 3.75(18)
C8 C3 C4 C5 . . 172.65(15)
Ir1 C3 C4 C5 . . -61.26(11)
C2 C3 C4 C9 . . -174.32(15)
C8 C3 C4 C9 . . -5.4(3)
Ir1 C3 C4 C9 . . 120.67(16)
C2 C3 C4 Ir1 . . 65.01(11)
C8 C3 C4 Ir1 . . -126.09(16)
C3 C4 C5 C1 . . -3.50(18)
C9 C4 C5 C1 . . 174.53(15)
Ir1 C4 C5 C1 . . -65.04(11)
C3 C4 C5 C10 . . -173.00(16)
C9 C4 C5 C10 . . 5.0(3)
Ir1 C4 C5 C10 . . 125.46(18)
C3 C4 C5 Ir1 . . 61.54(11)
C9 C4 C5 Ir1 . . -120.43(16)
C2 C1 C5 C4 . . 1.90(19)
C6 C1 C5 C4 . . -175.89(16)
Ir1 C1 C5 C4 . . 62.79(11)
C2 C1 C5 C10 . . 171.80(16)
C6 C1 C5 C10 . . -6.0(3)
Ir1 C1 C5 C10 . . -127.31(17)
C2 C1 C5 Ir1 . . -60.89(12)
C6 C1 C5 Ir1 . . 121.32(18)
C13 N2 C11 N1 . . -1.9(2)
C15 N2 C11 N1 . . 172.77(17)
C13 N2 C11 Ir1 . . 174.79(13)
C15 N2 C11 Ir1 . . -10.5(3)
C12 N1 C11 N2 . . 1.82(19)
C14 N1 C11 N2 . . -175.64(17)
C12 N1 C11 Ir1 . . -174.96(12)
C14 N1 C11 Ir1 . . 7.6(3)
C11 N1 C12 C13 . . -1.1(2)
C14 N1 C12 C13 . . 176.51(17)
N1 C12 C13 N2 . . -0.1(2)
C11 N2 C13 C12 . . 1.3(2)
C15 N2 C13 C12 . . -173.70(18)
C20 N3 C16 C17 . . 1.8(3)
Ir1 N3 C16 C17 . . -175.88(14)
N3 C16 C17 C18 . . -0.6(3)
C16 C17 C18 C19 . . -1.2(3)
C17 C18 C19 C20 . . 1.8(3)
C16 N3 C20 C19 . . -1.2(3)
Ir1 N3 C20 C19 . . 176.49(14)
C18 C19 C20 N3 . . -0.6(3)
C1S Cl1S C1S Cl1S 2 2 0.0000(10)
C2S Cl2S C2S Cl2S 2 2 0.0000(10)
O1 S1 C21 F2 . . 64.51(18)
O3 S1 C21 F2 . . -55.67(19)
O2 S1 C21 F2 . . -175.03(17)
O1 S1 C21 F1 . . -57.37(18)
O3 S1 C21 F1 . . -177.55(17)
O2 S1 C21 F1 . . 63.08(19)
O1 S1 C21 F3 . . -176.51(14)
O3 S1 C21 F3 . . 63.31(16)
O2 S1 C21 F3 . . -56.06(17)
