#------------------------------------------------------------------------------
#$Date: 2016-03-22 22:15:30 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179036 $
#$URL: svn://www.crystallography.net/cod/cif/4/12/34/4123494.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_4123494
loop_
_publ_author_name
'Lehman, Matthew C.'
'Pahls, Dale R.'
'Meredith, Joseph M.'
'Sommer, Roger D.'
'Heinekey, D. Michael'
'Cundari, Thomas R.'
'Ison, Elon A.'
_publ_section_title
;
 Oxyfunctionalization with Cp*Ir(III)(NHC)(Me)(Cl) with O2: Identification
 of a Rare Bimetallic Ir(IV) μ-Oxo Intermediate.
;
_journal_issue                   10
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              3574
_journal_page_last               3584
_journal_paper_doi               10.1021/ja512905t
_journal_volume                  137
_journal_year                    2015
_chemical_formula_moiety
'2(C32 H12 B F24), (C30 H46 Cl2 Ir2 N4), 2(C H2 Cl2)'
_chemical_formula_sum            'C96 H74 B2 Cl6 F48 Ir2 N4'
_chemical_formula_weight         2814.31
_chemical_name_common            1612
_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
_cell_angle_alpha                99.4710(10)
_cell_angle_beta                 92.0140(10)
_cell_angle_gamma                99.0600(10)
_cell_formula_units_Z            1
_cell_length_a                   12.2843(6)
_cell_length_b                   14.6396(7)
_cell_length_c                   14.7149(8)
_cell_measurement_reflns_used    9791
_cell_measurement_temperature    110.(2)
_cell_measurement_theta_max      33.0915
_cell_measurement_theta_min      2.5791
_cell_volume                     2572.6(2)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'Bruker Instrument Service v2013.12.0.0'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'XT, XXXXX'
_diffrn_ambient_temperature      110.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker-Nonius X8 Kappa APEX II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_av_unetI/netI     0.0195
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            87061
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.68
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    2.876
_exptl_absorpt_correction_T_max  0.80
_exptl_absorpt_correction_T_min  0.49
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.817
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.080
_refine_diff_density_max         5.434
_refine_diff_density_min         -2.270
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     803
_refine_ls_number_reflns         10530
_refine_ls_number_restraints     132
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.0617
_refine_ls_R_factor_gt           0.0534
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
w=1/[σ²(Fo²)+(0.0655P)²+23.9080P]
where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1342
_refine_ls_wR_factor_ref         0.1437
_reflns_number_gt                9523
_reflns_number_total             10530
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja512905t_si_001.cif
_cod_data_source_block           I
_cod_depositor_comments
'Adding full bibliography for 4123494--4123495.cif.'
_cod_database_code               4123494
#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 0.07764(2) 0.41734(2) 0.04812(2) 0.02566(9) Uani d . . . 1.0 . .
Cl Cl1 0.09108(14) 0.51608(11) -0.06994(11) 0.0318(3) Uani d . . . 1.0 . .
N N1 0.2549(5) 0.5851(4) 0.1306(4) 0.0314(12) Uani d . . . 1.0 . .
N N2 0.1315(5) 0.5620(4) 0.2272(4) 0.0296(12) Uani d . . . 1.0 . .
C C1 0.1353(7) 0.2998(4) -0.0369(5) 0.0396(17) Uani d . . . 1.0 . .
C C2 0.1901(6) 0.3206(4) 0.0536(6) 0.0390(17) Uani d . . . 1.0 . .
C C3 0.1093(7) 0.3060(4) 0.1174(5) 0.0344(16) Uani d . . . 1.0 . .
C C4 0.0043(6) 0.2778(4) 0.0679(5) 0.0330(15) Uani d . . . 1.0 . .
C C5 0.0194(6) 0.2738(4) -0.0278(5) 0.0337(15) Uani d . . . 1.0 . .
C C6 0.1885(11) 0.2999(6) -0.1266(7) 0.075(4) Uani d . . . 1.0 . .
H H6A 0.2549 0.348 -0.1183 0.113 Uiso calc U . R 1.0 . .
H H6B 0.1366 0.3135 -0.1727 0.113 Uiso calc U . R 1.0 . .
H H6C 0.2089 0.2381 -0.1476 0.113 Uiso calc U . R 1.0 . .
C C7 0.3124(8) 0.3419(6) 0.0772(10) 0.076(4) Uani d . . . 1.0 . .
H H7A 0.3284 0.3914 0.1317 0.114 Uiso calc U . R 1.0 . .
H H7B 0.3504 0.363 0.025 0.114 Uiso calc U . R 1.0 . .
H H7C 0.3383 0.2851 0.0903 0.114 Uiso calc U . R 1.0 . .
C C8 0.1313(11) 0.3071(7) 0.2181(6) 0.071(3) Uani d . . . 1.0 . .
H H8A 0.0662 0.3206 0.2512 0.106 Uiso calc U . R 1.0 . .
H H8B 0.1948 0.3557 0.2418 0.106 Uiso calc U . R 1.0 . .
H H8C 0.1474 0.2457 0.2274 0.106 Uiso calc U . R 1.0 . .
C C9 -0.1046(8) 0.2529(6) 0.1091(7) 0.058(2) Uani d . . . 1.0 . .
H H9A -0.1643 0.2655 0.0695 0.087 Uiso calc U . R 1.0 . .
H H9B -0.1038 0.2908 0.1707 0.087 Uiso calc U . R 1.0 . .
H H9C -0.1166 0.1861 0.114 0.087 Uiso calc U . R 1.0 . .
C C10 -0.0667(10) 0.2427(6) -0.1053(6) 0.063(3) Uani d . . . 1.0 . .
H H10A -0.0463 0.2759 -0.1564 0.094 Uiso calc U . R 1.0 . .
H H10B -0.1379 0.2567 -0.0841 0.094 Uiso calc U . R 1.0 . .
H H10C -0.0725 0.1749 -0.1263 0.094 Uiso calc U . R 1.0 . .
C C11 0.1578(5) 0.5293(4) 0.1411(4) 0.0275(13) Uani d . . . 1.0 . .
C C12 0.2865(6) 0.6516(5) 0.2088(5) 0.0352(15) Uani d . . . 1.0 . .
H H12 0.3505 0.6986 0.2178 0.042 Uiso calc U . R 1.0 . .
C C13 0.2097(7) 0.6370(5) 0.2695(5) 0.0358(16) Uani d . . . 1.0 . .
H H13 0.2091 0.6715 0.33 0.043 Uiso calc U . R 1.0 . .
C C14 0.3223(6) 0.5787(5) 0.0510(5) 0.0405(17) Uani d . . . 1.0 . .
H H14A 0.3082 0.6258 0.0137 0.061 Uiso calc U . R 1.0 . .
H H14B 0.3034 0.5159 0.0135 0.061 Uiso calc U . R 1.0 . .
H H14C 0.4005 0.5902 0.0721 0.061 Uiso calc U . R 1.0 . .
C C15 0.0362(7) 0.5249(5) 0.2743(5) 0.0376(16) Uani d . . . 1.0 . .
H H15A 0.0021 0.4633 0.24 0.056 Uiso calc U . R 1.0 . .
H H15B -0.0176 0.5679 0.2778 0.056 Uiso calc U . R 1.0 . .
H H15C 0.0602 0.5184 0.3369 0.056 Uiso calc U . R 1.0 . .
Cl Cl1S 0.1523(2) 0.1752(3) 0.4333(3) 0.1062(13) Uani d U . D 1.0 . .
Cl Cl2S 0.0812(7) 0.2473(5) 0.6123(5) 0.205(4) Uani d U . D 1.0 . .
C C1S 0.0899(16) 0.1525(11) 0.5289(9) 0.132(5) Uani d U . D 1.0 . .
H H1SA 0.1299 0.1093 0.5569 0.159 Uiso calc U . R 1.0 . .
H H1SB 0.014 0.1188 0.5101 0.159 Uiso calc U . R 1.0 . .
F F1 0.1319(3) 0.5718(3) 0.5936(3) 0.0451(11) Uani d . . . 1.0 . .
F F2 0.1204(4) 0.6467(3) 0.4818(3) 0.0460(11) Uani d . . . 1.0 . .
F F3 0.0023(3) 0.6525(3) 0.5857(3) 0.0483(12) Uani d . . . 1.0 . .
F F4 0.1260(6) 1.0158(4) 0.6666(4) 0.0717(18) Uani d . . . 1.0 . .
F F5 0.2412(4) 1.0531(3) 0.7815(4) 0.0514(12) Uani d . . . 1.0 . .
F F6 0.0866(5) 0.9697(4) 0.7923(5) 0.077(2) Uani d . . . 1.0 . .
F F7 0.6759(5) 0.5591(4) 0.4726(3) 0.0617(15) Uani d . . . 1.0 . .
F F8 0.6589(4) 0.4337(3) 0.5269(4) 0.0568(14) Uani d . . . 1.0 . .
F F9 0.7846(3) 0.5473(4) 0.5834(3) 0.0483(12) Uani d . . . 1.0 . .
F F10 0.4151(15) 0.3920(8) 0.7698(13) 0.076(4) Uani d U P D 0.63(2) A 1
F F11 0.4367(12) 0.5078(8) 0.8792(7) 0.062(3) Uani d U P D 0.63(2) A 1
F F12 0.3017(7) 0.4881(9) 0.7855(11) 0.074(4) Uani d U P D 0.63(2) A 1
F F10A 0.382(2) 0.5166(12) 0.8641(14) 0.060(5) Uani d U P D 0.37(2) A 2
F F11A 0.3131(15) 0.4351(16) 0.7381(13) 0.070(5) Uani d U P D 0.37(2) A 2
F F12A 0.4539(19) 0.4042(14) 0.7980(16) 0.049(4) Uani d U P D 0.37(2) A 2
F F13 0.4845(4) 0.7488(3) 0.3528(3) 0.0466(11) Uani d . . . 1.0 . .
F F14 0.6529(4) 0.7987(4) 0.3340(3) 0.0490(11) Uani d . . . 1.0 . .
F F15 0.5318(5) 0.8821(3) 0.3119(3) 0.0495(12) Uani d . . . 1.0 . .
F F16 0.6954(16) 1.1613(14) 0.5674(15) 0.048(4) Uani d U P D 0.49(4) B 1
F F17 0.8335(12) 1.0911(11) 0.5655(17) 0.058(4) Uani d U P D 0.49(4) B 1
F F18 0.759(2) 1.1228(15) 0.6908(10) 0.052(4) Uani d U P D 0.49(4) B 1
F F16A 0.8413(11) 1.0832(11) 0.614(2) 0.066(4) Uani d U P D 0.51(4) B 2
F F17A 0.7182(19) 1.1401(12) 0.6892(10) 0.049(4) Uani d U P D 0.51(4) B 2
F F18A 0.729(2) 1.1518(14) 0.5477(11) 0.054(4) Uani d U P D 0.51(4) B 2
F F19 0.3511(4) 0.8490(4) 1.0353(3) 0.0602(15) Uani d . . . 1.0 . .
F F20 0.4798(4) 0.9316(3) 1.1278(2) 0.0364(9) Uani d . . . 1.0 . .
F F21 0.4756(5) 0.7849(3) 1.0940(3) 0.0559(14) Uani d . . . 1.0 . .
F F22 0.8372(17) 1.0385(11) 1.0021(12) 0.043(4) Uani d U P D 0.40(2) C 1
F F23 0.8804(18) 0.9023(12) 0.9790(17) 0.052(4) Uani d U P D 0.40(2) C 1
F F24 0.8712(11) 0.9795(17) 0.8693(10) 0.061(5) Uani d U P D 0.40(2) C 1
F F22A 0.8893(6) 0.9170(11) 0.8740(7) 0.060(4) Uani d U P D 0.60(2) C 2
F F23A 0.8522(12) 1.0374(8) 0.9622(13) 0.063(4) Uani d U P D 0.60(2) C 2
F F24A 0.8708(12) 0.9127(10) 1.0144(8) 0.046(3) Uani d U P D 0.60(2) C 2
C C16 0.3668(4) 0.8084(4) 0.6928(3) 0.0161(10) Uani d . . . 1.0 . .
C C17 0.2929(4) 0.7318(4) 0.6448(4) 0.0189(11) Uani d . . . 1.0 . .
H H17 0.3191 0.6748 0.6235 0.023 Uiso calc U . R 1.0 . .
C C18 0.1815(4) 0.7369(4) 0.6272(4) 0.0210(11) Uani d . . . 1.0 . .
C C19 0.1402(5) 0.8181(5) 0.6568(4) 0.0234(12) Uani d . . . 1.0 . .
H H19 0.0646 0.8214 0.6446 0.028 Uiso calc U . R 1.0 . .
C C20 0.2122(5) 0.8950(4) 0.7048(4) 0.0203(11) Uani d . . . 1.0 . .
C C21 0.3231(5) 0.8902(4) 0.7223(4) 0.0180(10) Uani d . . . 1.0 . .
H H21 0.3704 0.9439 0.7553 0.022 Uiso calc U . R 1.0 . .
C C22 0.1091(5) 0.6524(5) 0.5732(4) 0.0304(14) Uani d . . . 1.0 . .
C C23 0.1668(5) 0.9828(5) 0.7362(4) 0.0288(13) Uani d . . . 1.0 . .
C C24 0.5203(4) 0.6966(4) 0.6900(3) 0.0151(10) Uani d . . . 1.0 . .
C C25 0.5929(4) 0.6583(4) 0.6289(4) 0.0164(10) Uani d . . . 1.0 . .
H H25 0.636 0.6977 0.5937 0.02 Uiso calc U . R 1.0 . .
C C26 0.6033(4) 0.5637(4) 0.6187(4) 0.0194(11) Uani d . . . 1.0 . .
C C27 0.5448(5) 0.5040(4) 0.6691(4) 0.0232(12) Uani d . . . 1.0 . .
H H27 0.552 0.4396 0.6615 0.028 Uiso calc U . R 1.0 . .
C C28 0.4749(5) 0.5413(4) 0.7312(4) 0.0250(12) Uani d . . . 1.0 . .
C C29 0.4630(5) 0.6346(4) 0.7410(4) 0.0193(11) Uani d . . . 1.0 . .
H H29 0.4137 0.6574 0.7842 0.023 Uiso calc U . R 1.0 . .
C C30 0.6813(5) 0.5266(4) 0.5510(4) 0.0256(12) Uani d . . . 1.0 . .
C C31 0.4061(7) 0.4789(5) 0.7860(6) 0.0407(15) Uani d U . . 1.0 . .
C C32 0.5554(4) 0.8640(4) 0.6291(4) 0.0154(10) Uani d . . . 1.0 . .
C C33 0.5359(4) 0.8252(4) 0.5350(4) 0.0173(10) Uani d . . . 1.0 . .
H H33 0.492 0.7648 0.5179 0.021 Uiso calc U . R 1.0 . .
C C34 0.5786(5) 0.8720(4) 0.4658(4) 0.0189(11) Uani d . . . 1.0 . .
C C35 0.6427(5) 0.9603(4) 0.4876(4) 0.0240(12) Uani d . . . 1.0 . .
H H35 0.6724 0.9922 0.4405 0.029 Uiso calc U . R 1.0 . .
C C36 0.6623(5) 1.0008(4) 0.5793(4) 0.0211(11) Uani d . . . 1.0 . .
C C37 0.6181(5) 0.9540(4) 0.6489(4) 0.0188(11) Uani d . . . 1.0 . .
H H37 0.6312 0.9844 0.7114 0.023 Uiso calc U . R 1.0 . .
C C38 0.5612(6) 0.8259(4) 0.3665(4) 0.0283(13) Uani d . . . 1.0 . .
C C39 0.7364(6) 1.0936(5) 0.6039(5) 0.0342(13) Uani d U . . 1.0 . .
C C40 0.5485(4) 0.8485(3) 0.8120(4) 0.0148(10) Uani d . . . 1.0 . .
C C41 0.4839(4) 0.8456(4) 0.8879(4) 0.0165(10) Uani d . . . 1.0 . .
H H41 0.4066 0.8242 0.8774 0.02 Uiso calc U . R 1.0 . .
C C42 0.5285(5) 0.8728(4) 0.9781(4) 0.0209(11) Uani d . . . 1.0 . .
C C43 0.6398(5) 0.9077(4) 0.9968(4) 0.0260(13) Uani d . . . 1.0 . .
H H43 0.6699 0.9283 1.0585 0.031 Uiso calc U . R 1.0 . .
C C44 0.7060(5) 0.9118(4) 0.9230(4) 0.0261(12) Uani d . . . 1.0 . .
C C45 0.6620(5) 0.8812(4) 0.8328(4) 0.0197(11) Uani d . . . 1.0 . .
H H45 0.7101 0.8824 0.7837 0.024 Uiso calc U . R 1.0 . .
C C46 0.4583(6) 0.8600(4) 1.0577(4) 0.0270(13) Uani d . . . 1.0 . .
C C47 0.8272(6) 0.9505(5) 0.9420(5) 0.0373(14) Uani d U . . 1.0 . .
B B1 0.4993(5) 0.8062(4) 0.7062(4) 0.0150(11) Uani d . . . 1.0 . .
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'
B B 0.0013 0.0007 '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'
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_3
_geom_angle
C11 Ir1 C3 . 99.3(3)
C11 Ir1 C2 . 100.0(3)
C3 Ir1 C2 . 38.4(3)
C11 Ir1 C4 . 130.4(3)
C3 Ir1 C4 . 38.7(3)
C2 Ir1 C4 . 64.4(3)
C11 Ir1 C1 . 132.5(3)
C3 Ir1 C1 . 64.1(3)
C2 Ir1 C1 . 38.8(3)
C4 Ir1 C1 . 63.5(3)
C11 Ir1 C5 . 163.0(3)
C3 Ir1 C5 . 64.3(3)
C2 Ir1 C5 . 64.6(3)
C4 Ir1 C5 . 37.9(3)
C1 Ir1 C5 . 38.1(3)
C11 Ir1 Cl1 . 89.02(18)
C3 Ir1 Cl1 . 157.5(2)
C2 Ir1 Cl1 . 119.8(2)
C4 Ir1 Cl1 . 140.37(19)
C1 Ir1 Cl1 . 94.93(19)
C5 Ir1 Cl1 . 104.79(18)
C11 Ir1 Cl1 2_565 88.12(19)
C3 Ir1 Cl1 2_565 120.8(2)
C2 Ir1 Cl1 2_565 158.4(2)
C4 Ir1 Cl1 2_565 95.1(2)
C1 Ir1 Cl1 2_565 139.2(2)
C5 Ir1 Cl1 2_565 103.8(2)
Cl1 Ir1 Cl1 2_565 79.99(6)
Ir1 Cl1 Ir1 2_565 100.01(6)
C11 N1 C12 . 111.0(6)
C11 N1 C14 . 127.6(6)
C12 N1 C14 . 121.5(6)
C11 N2 C13 . 111.2(6)
C11 N2 C15 . 126.7(5)
C13 N2 C15 . 122.1(6)
C5 C1 C2 . 108.3(6)
C5 C1 C6 . 124.8(9)
C2 C1 C6 . 126.8(9)
C5 C1 Ir1 . 71.9(4)
C2 C1 Ir1 . 68.9(4)
C6 C1 Ir1 . 127.4(5)
C3 C2 C1 . 107.6(6)
C3 C2 C7 . 124.8(9)
C1 C2 C7 . 127.1(9)
C3 C2 Ir1 . 70.7(4)
C1 C2 Ir1 . 72.3(4)
C7 C2 Ir1 . 128.2(5)
C2 C3 C4 . 108.4(6)
C2 C3 C8 . 125.6(8)
C4 C3 C8 . 125.5(8)
C2 C3 Ir1 . 70.9(4)
C4 C3 Ir1 . 71.9(3)
C8 C3 Ir1 . 129.4(5)
C5 C4 C3 . 108.7(6)
C5 C4 C9 . 125.2(8)
C3 C4 C9 . 126.1(7)
C5 C4 Ir1 . 72.6(4)
C3 C4 Ir1 . 69.4(4)
C9 C4 Ir1 . 125.6(5)
C4 C5 C1 . 106.9(6)
C4 C5 C10 . 127.2(8)
C1 C5 C10 . 125.8(8)
C4 C5 Ir1 . 69.6(4)
C1 C5 Ir1 . 70.0(4)
C10 C5 Ir1 . 128.3(5)
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 . 104.2(5)
N2 C11 Ir1 . 128.9(5)
N1 C11 Ir1 . 126.8(5)
C13 C12 N1 . 106.8(6)
C13 C12 H12 . 126.6
N1 C12 H12 . 126.6
C12 C13 N2 . 106.9(6)
C12 C13 H13 . 126.5
N2 C13 H13 . 126.5
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
Cl1S C1S Cl2S . 116.6(10)
Cl1S C1S H1SA . 108.1
Cl2S C1S H1SA . 108.1
Cl1S C1S H1SB . 108.1
Cl2S C1S H1SB . 108.1
H1SA C1S H1SB . 107.3
C17 C16 C21 . 116.3(5)
C17 C16 B1 . 122.1(5)
C21 C16 B1 . 121.4(5)
C16 C17 C18 . 121.7(5)
C16 C17 H17 . 119.1
C18 C17 H17 . 119.1
C19 C18 C17 . 121.1(5)
C19 C18 C22 . 120.8(5)
C17 C18 C22 . 118.1(5)
C18 C19 C20 . 118.1(5)
C18 C19 H19 . 121.0
C20 C19 H19 . 121.0
C19 C20 C21 . 121.0(5)
C19 C20 C23 . 117.7(5)
C21 C20 C23 . 121.3(5)
C20 C21 C16 . 121.8(5)
C20 C21 H21 . 119.1
C16 C21 H21 . 119.1
F3 C22 F1 . 106.7(6)
F3 C22 F2 . 106.3(5)
F1 C22 F2 . 105.6(5)
F3 C22 C18 . 112.8(5)
F1 C22 C18 . 113.2(5)
F2 C22 C18 . 111.6(5)
F4 C23 F6 . 106.8(6)
F4 C23 F5 . 105.4(6)
F6 C23 F5 . 106.0(6)
F4 C23 C20 . 112.1(5)
F6 C23 C20 . 112.1(6)
F5 C23 C20 . 113.9(5)
C29 C24 C25 . 115.4(5)
C29 C24 B1 . 118.8(5)
C25 C24 B1 . 125.8(5)
C26 C25 C24 . 121.5(5)
C26 C25 H25 . 119.3
C24 C25 H25 . 119.3
C27 C26 C25 . 121.8(5)
C27 C26 C30 . 119.3(5)
C25 C26 C30 . 118.9(5)
C26 C27 C28 . 117.4(5)
C26 C27 H27 . 121.3
C28 C27 H27 . 121.3
C29 C28 C27 . 121.2(5)
C29 C28 C31 . 118.9(6)
C27 C28 C31 . 119.8(6)
C28 C29 C24 . 122.6(5)
C28 C29 H29 . 118.7
C24 C29 H29 . 118.7
F9 C30 F7 . 107.0(6)
F9 C30 F8 . 106.7(5)
F7 C30 F8 . 105.0(5)
F9 C30 C26 . 112.7(5)
F7 C30 C26 . 112.5(5)
F8 C30 C26 . 112.3(5)
F10 C31 F12 . 110.2(10)
F10A C31 F11A . 108.3(13)
F10A C31 F12A . 107.5(15)
F11A C31 F12A . 100.2(12)
F10 C31 F11 . 104.9(11)
F12 C31 F11 . 100.3(9)
F10A C31 C28 . 116.7(10)
F10 C31 C28 . 116.2(9)
F12 C31 C28 . 114.2(7)
F11A C31 C28 . 111.3(9)
F12A C31 C28 . 111.5(13)
F11 C31 C28 . 109.4(7)
C37 C32 C33 . 115.7(5)
C37 C32 B1 . 124.7(5)
C33 C32 B1 . 119.5(5)
C34 C33 C32 . 122.3(5)
C34 C33 H33 . 118.9
C32 C33 H33 . 118.9
C35 C34 C33 . 120.7(5)
C35 C34 C38 . 118.6(5)
C33 C34 C38 . 120.6(5)
C36 C35 C34 . 118.4(5)
C36 C35 H35 . 120.8
C34 C35 H35 . 120.8
C35 C36 C37 . 120.9(5)
C35 C36 C39 . 118.9(5)
C37 C36 C39 . 120.2(5)
C32 C37 C36 . 122.0(5)
C32 C37 H37 . 119.0
C36 C37 H37 . 119.0
F15 C38 F14 . 105.9(5)
F15 C38 F13 . 107.2(6)
F14 C38 F13 . 105.8(5)
F15 C38 C34 . 112.9(5)
F14 C38 C34 . 111.7(5)
F13 C38 C34 . 112.9(5)
F18A C39 F16A . 108.4(11)
F18 C39 F17 . 106.3(11)
F18 C39 F16 . 108.6(13)
F17 C39 F16 . 103.4(10)
F18A C39 F17A . 105.9(11)
F16A C39 F17A . 102.5(10)
F18 C39 C36 . 115.3(10)
F18A C39 C36 . 115.7(11)
F16A C39 C36 . 111.3(8)
F17 C39 C36 . 110.8(8)
F16 C39 C36 . 111.6(11)
F17A C39 C36 . 112.1(9)
C41 C40 C45 . 115.6(5)
C41 C40 B1 . 122.6(5)
C45 C40 B1 . 121.4(5)
C42 C41 C40 . 122.3(5)
C42 C41 H41 . 118.8
C40 C41 H41 . 118.8
C43 C42 C41 . 121.0(5)
C43 C42 C46 . 118.3(5)
C41 C42 C46 . 120.7(5)
C44 C43 C42 . 118.0(5)
C44 C43 H43 . 121.0
C42 C43 H43 . 121.0
C43 C44 C45 . 120.9(5)
C43 C44 C47 . 118.7(6)
C45 C44 C47 . 120.4(6)
C44 C45 C40 . 122.1(5)
C44 C45 H45 . 119.0
C40 C45 H45 . 119.0
F19 C46 F20 . 106.4(5)
F19 C46 F21 . 107.1(6)
F20 C46 F21 . 104.7(5)
F19 C46 C42 . 113.3(5)
F20 C46 C42 . 113.2(5)
F21 C46 C42 . 111.6(5)
F23 C47 F24 . 114.5(13)
F23A C47 F22A . 110.1(10)
F23A C47 F24A . 107.2(10)
F22A C47 F24A . 98.9(8)
F23 C47 F22 . 107.0(13)
F24 C47 F22 . 99.1(11)
F23 C47 C44 . 115.3(12)
F23A C47 C44 . 116.3(9)
F24 C47 C44 . 111.5(8)
F22A C47 C44 . 112.6(6)
F24A C47 C44 . 110.2(8)
F22 C47 C44 . 107.9(10)
C32 B1 C40 . 114.0(4)
C32 B1 C16 . 104.8(4)
C40 B1 C16 . 112.2(4)
C32 B1 C24 . 112.3(4)
C40 B1 C24 . 104.1(4)
C16 B1 C24 . 109.5(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Ir1 C11 . 2.046(6)
Ir1 C3 . 2.136(6)
Ir1 C2 . 2.137(7)
Ir1 C4 . 2.169(6)
Ir1 C1 . 2.183(7)
Ir1 C5 . 2.208(6)
Ir1 Cl1 . 2.4303(16)
Ir1 Cl1 2_565 2.4349(17)
Cl1 Ir1 2_565 2.4349(17)
N1 C11 . 1.364(8)
N1 C12 . 1.380(9)
N1 C14 . 1.458(9)
N2 C11 . 1.348(8)
N2 C13 . 1.384(8)
N2 C15 . 1.458(9)
C1 C5 . 1.432(11)
C1 C2 . 1.435(11)
C1 C6 . 1.493(11)
C2 C3 . 1.406(11)
C2 C7 . 1.502(12)
C3 C4 . 1.425(10)
C3 C8 . 1.495(10)
C4 C5 . 1.420(9)
C4 C9 . 1.506(11)
C5 C10 . 1.490(10)
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 . 1.339(11)
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
Cl1S C1S . 1.681(11)
Cl2S C1S . 1.714(11)
C1S H1SA . 0.99
C1S H1SB . 0.99
F1 C22 . 1.333(9)
F2 C22 . 1.348(8)
F3 C22 . 1.332(7)
F4 C23 . 1.318(8)
F5 C23 . 1.332(8)
F6 C23 . 1.318(8)
F7 C30 . 1.322(8)
F8 C30 . 1.329(7)
F9 C30 . 1.310(7)
F10 C31 . 1.277(13)
F11 C31 . 1.387(13)
F12 C31 . 1.311(12)
F10A C31 . 1.259(18)
F11A C31 . 1.332(17)
F12A C31 . 1.353(19)
F13 C38 . 1.334(8)
F14 C38 . 1.332(8)
F15 C38 . 1.320(7)
F16 C39 . 1.355(15)
F17 C39 . 1.341(14)
F18 C39 . 1.286(16)
F16A C39 . 1.328(15)
F17A C39 . 1.370(14)
F18A C39 . 1.291(16)
F19 C46 . 1.324(8)
F20 C46 . 1.330(7)
F21 C46 . 1.340(8)
F22 C47 . 1.423(16)
F23 C47 . 1.211(19)
F24 C47 . 1.317(15)
F22A C47 . 1.354(12)
F23A C47 . 1.245(14)
F24A C47 . 1.405(13)
C16 C17 . 1.398(8)
C16 C21 . 1.399(8)
C16 B1 . 1.639(8)
C17 C18 . 1.399(8)
C17 H17 . 0.95
C18 C19 . 1.377(9)
C18 C22 . 1.494(9)
C19 C20 . 1.390(9)
C19 H19 . 0.95
C20 C21 . 1.392(8)
C20 C23 . 1.493(8)
C21 H21 . 0.95
C24 C29 . 1.394(8)
C24 C25 . 1.402(7)
C24 B1 . 1.645(8)
C25 C26 . 1.395(8)
C25 H25 . 0.95
C26 C27 . 1.372(8)
C26 C30 . 1.502(8)
C27 C28 . 1.382(9)
C27 H27 . 0.95
C28 C29 . 1.381(8)
C28 C31 . 1.498(9)
C29 H29 . 0.95
C32 C37 . 1.397(7)
C32 C33 . 1.405(7)
C32 B1 . 1.633(7)
C33 C34 . 1.391(8)
C33 H33 . 0.95
C34 C35 . 1.385(8)
C34 C38 . 1.498(8)
C35 C36 . 1.377(8)
C35 H35 . 0.95
C36 C37 . 1.402(8)
C36 C39 . 1.493(8)
C37 H37 . 0.95
C40 C41 . 1.395(7)
C40 C45 . 1.406(8)
C40 B1 . 1.635(8)
C41 C42 . 1.389(8)
C41 H41 . 0.95
C42 C43 . 1.384(9)
C42 C46 . 1.497(8)
C43 C44 . 1.382(9)
C43 H43 . 0.95
C44 C45 . 1.390(8)
C44 C47 . 1.507(9)
C45 H45 . 0.95
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
C5 C1 C2 C3 0.9(7)
C6 C1 C2 C3 -176.1(7)
Ir1 C1 C2 C3 62.3(4)
C5 C1 C2 C7 173.7(7)
C6 C1 C2 C7 -3.3(11)
Ir1 C1 C2 C7 -124.9(7)
C5 C1 C2 Ir1 -61.4(5)
C6 C1 C2 Ir1 121.6(7)
C1 C2 C3 C4 -0.9(7)
C7 C2 C3 C4 -173.8(7)
Ir1 C2 C3 C4 62.5(4)
C1 C2 C3 C8 171.4(7)
C7 C2 C3 C8 -1.5(11)
Ir1 C2 C3 C8 -125.2(7)
C1 C2 C3 Ir1 -63.3(4)
C7 C2 C3 Ir1 123.7(7)
C2 C3 C4 C5 0.5(7)
C8 C3 C4 C5 -171.8(7)
Ir1 C3 C4 C5 62.3(5)
C2 C3 C4 C9 178.5(7)
C8 C3 C4 C9 6.2(11)
Ir1 C3 C4 C9 -119.7(7)
C2 C3 C4 Ir1 -61.8(4)
C8 C3 C4 Ir1 125.9(7)
C3 C4 C5 C1 0.1(7)
C9 C4 C5 C1 -178.0(7)
Ir1 C4 C5 C1 60.4(4)
C3 C4 C5 C10 176.4(7)
C9 C4 C5 C10 -1.6(12)
Ir1 C4 C5 C10 -123.2(8)
C3 C4 C5 Ir1 -60.3(4)
C9 C4 C5 Ir1 121.6(7)
C2 C1 C5 C4 -0.6(7)
C6 C1 C5 C4 176.5(7)
Ir1 C1 C5 C4 -60.1(5)
C2 C1 C5 C10 -177.0(7)
C6 C1 C5 C10 0.0(11)
Ir1 C1 C5 C10 123.4(7)
C2 C1 C5 Ir1 59.5(4)
C6 C1 C5 Ir1 -123.4(7)
C13 N2 C11 N1 0.5(7)
C15 N2 C11 N1 -177.9(6)
C13 N2 C11 Ir1 177.2(5)
C15 N2 C11 Ir1 -1.2(10)
C12 N1 C11 N2 -0.8(7)
C14 N1 C11 N2 178.0(7)
C12 N1 C11 Ir1 -177.6(5)
C14 N1 C11 Ir1 1.1(10)
C11 N1 C12 C13 0.8(8)
C14 N1 C12 C13 -178.0(7)
N1 C12 C13 N2 -0.5(8)
C11 N2 C13 C12 0.0(8)
C15 N2 C13 C12 178.5(6)
C21 C16 C17 C18 0.0(8)
B1 C16 C17 C18 -174.8(5)
C16 C17 C18 C19 0.1(8)
C16 C17 C18 C22 178.4(5)
C17 C18 C19 C20 -0.2(8)
C22 C18 C19 C20 -178.5(5)
C18 C19 C20 C21 0.2(8)
C18 C19 C20 C23 179.8(5)
C19 C20 C21 C16 -0.1(8)
C23 C20 C21 C16 -179.6(5)
C17 C16 C21 C20 0.0(7)
B1 C16 C21 C20 174.8(5)
C19 C18 C22 F3 -22.2(9)
C17 C18 C22 F3 159.5(6)
C19 C18 C22 F1 -143.5(6)
C17 C18 C22 F1 38.2(7)
C19 C18 C22 F2 97.5(6)
C17 C18 C22 F2 -80.9(7)
C19 C20 C23 F4 -60.3(8)
C21 C20 C23 F4 119.3(7)
C19 C20 C23 F6 59.8(8)
C21 C20 C23 F6 -120.6(7)
C19 C20 C23 F5 -179.8(5)
C21 C20 C23 F5 -0.3(8)
C29 C24 C25 C26 1.9(7)
B1 C24 C25 C26 -178.6(5)
C24 C25 C26 C27 -1.3(8)
C24 C25 C26 C30 179.1(5)
C25 C26 C27 C28 -0.3(9)
C30 C26 C27 C28 179.3(5)
C26 C27 C28 C29 1.1(9)
C26 C27 C28 C31 178.0(6)
C27 C28 C29 C24 -0.4(9)
C31 C28 C29 C24 -177.3(6)
C25 C24 C29 C28 -1.1(8)
B1 C24 C29 C28 179.4(5)
C27 C26 C30 F9 -100.5(7)
C25 C26 C30 F9 79.0(7)
C27 C26 C30 F7 138.3(6)
C25 C26 C30 F7 -42.1(8)
C27 C26 C30 F8 20.1(8)
C25 C26 C30 F8 -160.3(5)
C29 C28 C31 F10A -31.9(18)
C27 C28 C31 F10A 151.2(16)
C29 C28 C31 F10 175.6(12)
C27 C28 C31 F10 -1.4(15)
C29 C28 C31 F12 45.5(12)
C27 C28 C31 F12 -131.5(10)
C29 C28 C31 F11A 93.1(15)
C27 C28 C31 F11A -83.9(15)
C29 C28 C31 F12A -156.0(11)
C27 C28 C31 F12A 27.0(13)
C29 C28 C31 F11 -66.0(10)
C27 C28 C31 F11 117.1(9)
C37 C32 C33 C34 1.7(8)
B1 C32 C33 C34 178.1(5)
C32 C33 C34 C35 -0.3(9)
C32 C33 C34 C38 176.5(5)
C33 C34 C35 C36 -0.5(9)
C38 C34 C35 C36 -177.3(6)
C34 C35 C36 C37 -0.2(9)
C34 C35 C36 C39 176.7(6)
C33 C32 C37 C36 -2.5(8)
B1 C32 C37 C36 -178.6(5)
C35 C36 C37 C32 1.8(9)
C39 C36 C37 C32 -175.0(6)
C35 C34 C38 F15 -48.1(8)
C33 C34 C38 F15 135.0(6)
C35 C34 C38 F14 71.1(7)
C33 C34 C38 F14 -105.8(7)
C35 C34 C38 F13 -169.9(6)
C33 C34 C38 F13 13.3(8)
C35 C36 C39 F18 -173.7(15)
C37 C36 C39 F18 3.2(16)
C35 C36 C39 F18A 36.7(15)
C37 C36 C39 F18A -146.4(14)
C35 C36 C39 F16A -87.6(15)
C37 C36 C39 F16A 89.3(15)
C35 C36 C39 F17 -52.9(15)
C37 C36 C39 F17 124.0(14)
C35 C36 C39 F16 61.8(13)
C37 C36 C39 F16 -121.3(12)
C35 C36 C39 F17A 158.3(12)
C37 C36 C39 F17A -24.8(14)
C45 C40 C41 C42 -0.2(8)
B1 C40 C41 C42 173.2(5)
C40 C41 C42 C43 2.5(8)
C40 C41 C42 C46 -174.1(5)
C41 C42 C43 C44 -2.1(9)
C46 C42 C43 C44 174.6(6)
C42 C43 C44 C45 -0.4(9)
C42 C43 C44 C47 179.4(6)
C43 C44 C45 C40 2.7(9)
C47 C44 C45 C40 -177.1(6)
C41 C40 C45 C44 -2.3(8)
B1 C40 C45 C44 -175.8(5)
C43 C42 C46 F19 164.2(6)
C41 C42 C46 F19 -19.1(8)
C43 C42 C46 F20 43.0(8)
C41 C42 C46 F20 -140.3(6)
C43 C42 C46 F21 -74.9(7)
C41 C42 C46 F21 101.8(7)
C43 C44 C47 F23 68.6(15)
C45 C44 C47 F23 -111.6(15)
C43 C44 C47 F23A -77.2(13)
C45 C44 C47 F23A 102.6(12)
C43 C44 C47 F24 -158.6(13)
C45 C44 C47 F24 21.2(15)
C43 C44 C47 F22A 154.4(10)
C45 C44 C47 F22A -25.8(12)
C43 C44 C47 F24A 45.1(10)
C45 C44 C47 F24A -135.1(8)
C43 C44 C47 F22 -50.8(11)
C45 C44 C47 F22 129.0(10)
C37 C32 B1 C40 -15.9(7)
C33 C32 B1 C40 168.1(5)
C37 C32 B1 C16 107.2(6)
C33 C32 B1 C16 -68.8(6)
C37 C32 B1 C24 -134.0(5)
C33 C32 B1 C24 50.0(6)
C41 C40 B1 C32 146.6(5)
C45 C40 B1 C32 -40.4(7)
C41 C40 B1 C16 27.6(7)
C45 C40 B1 C16 -159.3(5)
C41 C40 B1 C24 -90.7(6)
C45 C40 B1 C24 82.4(6)
C17 C16 B1 C32 100.8(5)
C21 C16 B1 C32 -73.8(6)
C17 C16 B1 C40 -135.0(5)
C21 C16 B1 C40 50.5(6)
C17 C16 B1 C24 -19.9(7)
C21 C16 B1 C24 165.5(4)
C29 C24 B1 C32 -169.9(5)
C25 C24 B1 C32 10.7(7)
C29 C24 B1 C40 66.2(6)
C25 C24 B1 C40 -113.2(5)
C29 C24 B1 C16 -53.9(6)
C25 C24 B1 C16 126.7(5)
