# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_sad
_database_code_depnum_ccdc_archive 'CCDC 2246643'
loop_
_audit_author_name
_audit_author_address
'Christian Philouze'
;CNRS
France
;
_audit_update_record             
;
2023-03-06 deposited with the CCDC.	2023-12-18 downloaded from the CCDC.
;
_audit_creation_date             2023-03-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H36 F6 Ir N5 O4'
_chemical_formula_sum            'C42 H36 F6 Ir N5 O4'
_chemical_formula_weight         980.96
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 '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'
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.392(2)
_cell_length_b                   11.878(2)
_cell_length_c                   14.728(3)
_cell_angle_alpha                85.63(3)
_cell_angle_beta                 88.84(3)
_cell_angle_gamma                78.87(3)
_cell_volume                     1949.7(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    45506
_cell_measurement_temperature    200
_cell_measurement_theta_max      30.000
_cell_measurement_theta_min      2.296
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.502
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.576749
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2004/1 (Bruker,2004) was used for absorption correction.
R(int) was 0.0600 before and 0.0325 after correction.
The Ratio of minimum to maximum transmission is 0.5767.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.671
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             972
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_unetI/netI     0.0269
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            45506
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.999
_diffrn_reflns_theta_min         2.296
_diffrn_ambient_temperature      200
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'APEX II'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'κ-geometry 4 circles diffractometer'
_diffrn_measurement_device_type  'Bruker-AXS-enraf-nonius KappaAPEXII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    'Montel optic'
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Multilayer mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Incoatec ISG250'
_diffrn_source_target            Mo
_diffrn_source_type              'Microfocus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10433
_reflns_number_total             11358
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       EvalCCD
_computing_data_collection       Collect
_computing_data_reduction        EvalCCD
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'ShelXT-2016 (Sheldrick, 2008)'
_refine_diff_density_max         1.247
_refine_diff_density_min         -0.886
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.141
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     605
_refine_ls_number_reflns         11358
_refine_ls_number_restraints     272
_refine_ls_R_factor_all          0.0255
_refine_ls_R_factor_gt           0.0197
_refine_ls_restrained_S_all      1.167
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0157P)²+1.1400P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0442
_refine_ls_wR_factor_ref         0.0487
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O4A-C41A
 1.4 with sigma of 0.02
 O4B-C41B
 1.4 with sigma of 0.02
3. Rigid bond restraints
 C40, F1B, F2A, F3A, F3B, F1A, F2B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C42, F4A, F5B, F6A, F5A, F4B, F6B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O4A, C21, C41A, O4A, C41A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O4A, C21, C41A, O4B, C41B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C42 \\sim F4A \\sim F5B \\sim F6A \\sim F5A \\sim F4B \\sim F6B: within 1.7A
with sigma of 0.04 and sigma for terminal atoms of 0.08
C40 \\sim F1B \\sim F2A \\sim F3A \\sim F3B \\sim F1A \\sim F2B: within 1.7A
with sigma of 0.04 and sigma for terminal atoms of 0.08
O4A \\sim C21 \\sim C41A \\sim O4A \\sim C41A: within 1.7A with sigma of 0.04
and sigma for terminal atoms of 0.08
O4A \\sim C21 \\sim C41A \\sim O4B \\sim C41B: within 1.7A with sigma of 0.04
and sigma for terminal atoms of 0.08
Uanis(F5B) \\sim Ueq, Uanis(F4B) \\sim Ueq, Uanis(C41B) \\sim Ueq, Uanis(F5A)
\\sim Ueq, Uanis(F3B) \\sim Ueq, Uanis(F2A) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(F3A) \\sim Ueq, Uanis(F1B) \\sim Ueq, Uanis(F6B) \\sim Ueq: with sigma of
0.05 and sigma for terminal atoms of 0.01
5. Others
 Sof(F5B)=Sof(F4B)=Sof(F6B)=1-FVAR(1)
 Sof(F4A)=Sof(F6A)=Sof(F5A)=FVAR(1)
 Sof(F1B)=Sof(F3B)=Sof(F2B)=1-FVAR(2)
 Sof(F2A)=Sof(F3A)=Sof(F1A)=FVAR(2)
 Sof(O4A)=Sof(C41A)=Sof(H41A)=Sof(H41B)=Sof(H41C)=1-FVAR(3)
 Sof(O4B)=Sof(C41B)=Sof(H41D)=Sof(H41E)=Sof(H41F)=FVAR(3)
6.a Ternary CH refined with riding coordinates:
 C30(H30), C14(H14)
6.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C3(H3), C28(H28), C22(H22), C34(H34), C12(H12), C37(H37), C4(H4),
 C36(H36), C25(H25), C19(H19), C26(H26), C20(H20), C35(H35), C9(H9), C10(H10)
6.c Idealised Me refined as rotating group:
 C39(H39A,H39B,H39C), C31(H31A,H31B,H31C), C15(H15A,H15B,H15C), C32(H32A,H32B,
 H32C), C16(H16A,H16B,H16C), C41A(H41A,H41B,H41C), C41B(H41D,H41E,H41F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
Ir1 Ir 0.60998(2) 0.71755(2) 0.27968(2) 0.01740(2) Uani 1 1 d . . . . .
O1 O 0.50174(13) 0.59632(13) 0.24640(10) 0.0246(3) Uani 1 1 d . . . . .
N1 N 0.69643(15) 0.58865(14) 0.36668(11) 0.0202(3) Uani 1 1 d . . . . .
N3 N 0.51712(15) 0.85574(14) 0.20540(11) 0.0196(3) Uani 1 1 d . . . . .
O3 O 0.30978(16) 0.97696(15) 0.51297(11) 0.0359(4) Uani 1 1 d . . . . .
N5 N 0.68832(16) 0.65532(15) 0.15583(11) 0.0215(3) Uani 1 1 d . . . . .
N4 N 0.48648(17) 1.04209(15) 0.15952(12) 0.0253(4) Uani 1 1 d . . . . .
N2 N 0.72054(16) 0.49541(15) 0.50412(11) 0.0229(3) Uani 1 1 d . . . . .
C1 C 0.53005(18) 0.76135(17) 0.39817(13) 0.0208(4) Uani 1 1 d . . . . .
C6 C 0.44755(19) 0.86282(18) 0.41175(14) 0.0235(4) Uani 1 1 d . . . . .
H6 H 0.4301 0.9203 0.3629 0.028 Uiso 1 1 calc R . . . .
C17 C 0.71544(18) 0.83138(17) 0.29235(13) 0.0205(4) Uani 1 1 d . . . . .
C23 C 0.56378(18) 0.95135(17) 0.20124(13) 0.0212(4) Uani 1 1 d . . . . .
C29 C 0.40623(18) 0.88387(17) 0.16451(13) 0.0216(4) Uani 1 1 d . . . . .
C7 C 0.65631(18) 0.58657(17) 0.45286(13) 0.0207(4) Uani 1 1 d . . . . .
C18 C 0.68032(19) 0.94056(17) 0.24283(14) 0.0230(4) Uani 1 1 d . . . . .
O4A O 1.0027(18) 0.8606(18) 0.3776(19) 0.046(3) Uani 0.64(7) 1 d D U P A 2
C8 C 0.80650(19) 0.43686(18) 0.44717(13) 0.0239(4) Uani 1 1 d . . . . .
C13 C 0.78847(18) 0.49529(17) 0.36064(13) 0.0218(4) Uani 1 1 d . . . . .
C2 C 0.55938(18) 0.68039(18) 0.47419(13) 0.0221(4) Uani 1 1 d . . . . .
O2 O 0.4713(2) 0.48224(18) 0.14001(13) 0.0514(5) Uani 1 1 d . . . . .
C3 C 0.4980(2) 0.6982(2) 0.55740(14) 0.0303(5) Uani 1 1 d . . . . .
H3 H 0.5148 0.6419 0.6071 0.036 Uiso 1 1 calc R . . . .
C33 C 0.6349(2) 0.57709(18) 0.12050(13) 0.0248(4) Uani 1 1 d . . . . .
C5 C 0.39110(19) 0.88075(19) 0.49485(14) 0.0268(4) Uani 1 1 d . . . . .
C24 C 0.3866(2) 1.00076(18) 0.13434(15) 0.0268(4) Uani 1 1 d . . . . .
C28 C 0.32267(19) 0.81602(19) 0.15079(14) 0.0252(4) Uani 1 1 d . . . . .
H28 H 0.3360 0.7369 0.1714 0.030 Uiso 1 1 calc R . . . .
C22 C 0.82426(19) 0.81199(18) 0.33783(15) 0.0269(4) Uani 1 1 d . . . . .
H22 H 0.8499 0.7409 0.3724 0.032 Uiso 1 1 calc R . . . .
C34 C 0.6764(2) 0.5265(2) 0.04158(15) 0.0356(5) Uani 1 1 d . . . . .
H34 H 0.6374 0.4716 0.0176 0.043 Uiso 1 1 calc R . . . .
C38 C 0.5274(2) 0.54755(19) 0.17242(15) 0.0284(4) Uani 1 1 d . . . . .
C11 C 0.9426(2) 0.3564(2) 0.30109(16) 0.0307(5) Uani 1 1 d . . . . .
C30 C 0.4971(2) 1.16448(18) 0.15586(15) 0.0283(4) Uani 1 1 d . . . . .
H30 H 0.5690 1.1685 0.1924 0.034 Uiso 1 1 calc R . . . .
C12 C 0.8560(2) 0.45526(19) 0.28633(14) 0.0270(4) Uani 1 1 d . . . . .
H12 H 0.8434 0.4941 0.2275 0.032 Uiso 1 1 calc R . . . .
C37 C 0.7828(2) 0.6867(2) 0.11255(14) 0.0286(4) Uani 1 1 d . . . . .
H37 H 0.8188 0.7438 0.1365 0.034 Uiso 1 1 calc R . . . .
C4 C 0.4140(2) 0.7964(2) 0.56722(15) 0.0329(5) Uani 1 1 d . . . . .
H4 H 0.3716 0.8071 0.6231 0.039 Uiso 1 1 calc R . . . .
C27 C 0.2191(2) 0.8691(2) 0.10562(16) 0.0322(5) Uani 1 1 d . . . . .
C36 C 0.8292(2) 0.6381(2) 0.03397(16) 0.0367(5) Uani 1 1 d . . . . .
H36 H 0.8974 0.6602 0.0051 0.044 Uiso 1 1 calc R . . . .
C25 C 0.2828(2) 1.0523(2) 0.08738(18) 0.0392(6) Uani 1 1 d . . . . .
H25 H 0.2699 1.1309 0.0653 0.047 Uiso 1 1 calc R . . . .
C14 C 0.7039(2) 0.4684(2) 0.60261(14) 0.0305(5) Uani 1 1 d . . . . .
H14 H 0.6168 0.4934 0.6161 0.037 Uiso 1 1 calc R . . . .
C19 C 0.7568(2) 1.0188(2) 0.23502(17) 0.0316(5) Uani 1 1 d . . . . .
H19 H 0.7347 1.0884 0.1979 0.038 Uiso 1 1 calc R . . . .
C26 C 0.1993(2) 0.9851(2) 0.07401(19) 0.0429(6) Uani 1 1 d . . . . .
H26 H 0.1272 1.0182 0.0428 0.051 Uiso 1 1 calc R . . . .
C39 C 0.3012(2) 1.0752(2) 0.45007(18) 0.0361(5) Uani 1 1 d . . . . .
H39A H 0.2711 1.0582 0.3918 0.054 Uiso 1 1 calc GR . . . .
H39B H 0.3805 1.0950 0.4409 0.054 Uiso 1 1 calc GR . . . .
H39C H 0.2462 1.1402 0.4742 0.054 Uiso 1 1 calc GR . . . .
C21 C 0.8960(2) 0.8943(2) 0.33369(18) 0.0344(5) Uani 1 1 d . U . . .
C20 C 0.8649(2) 0.9967(2) 0.28059(19) 0.0374(6) Uani 1 1 d . . . . .
H20 H 0.9166 1.0507 0.2755 0.045 Uiso 1 1 calc R . . . .
C35 C 0.7753(3) 0.5571(2) -0.00183(16) 0.0407(6) Uani 1 1 d . . . . .
H35 H 0.8059 0.5228 -0.0558 0.049 Uiso 1 1 calc R . . . .
C31 C 0.3901(3) 1.2367(2) 0.20055(19) 0.0402(6) Uani 1 1 d . . . . .
H31A H 0.3189 1.2414 0.1632 0.060 Uiso 1 1 calc GR . . . .
H31B H 0.4054 1.3143 0.2062 0.060 Uiso 1 1 calc GR . . . .
H31C H 0.3769 1.2011 0.2612 0.060 Uiso 1 1 calc GR . . . .
C9 C 0.8972(2) 0.3404(2) 0.46156(16) 0.0345(5) Uani 1 1 d . . . . .
H9 H 0.9126 0.3029 0.5206 0.041 Uiso 1 1 calc R . . . .
C10 C 0.9638(2) 0.3011(2) 0.38754(17) 0.0365(5) Uani 1 1 d . . . . .
H10 H 1.0255 0.2349 0.3956 0.044 Uiso 1 1 calc R . . . .
C42 C 0.1268(3) 0.7993(3) 0.0893(2) 0.0491(7) Uani 1 1 d . U . . .
C15 C 0.7357(3) 0.3408(2) 0.62979(19) 0.0436(7) Uani 1 1 d . . . . .
H15A H 0.7157 0.2976 0.5801 0.065 Uiso 1 1 calc GR . . . .
H15B H 0.6905 0.3230 0.6846 0.065 Uiso 1 1 calc GR . . . .
H15C H 0.8216 0.3191 0.6423 0.065 Uiso 1 1 calc GR . . . .
F4A F 0.0186(3) 0.8571(4) 0.0805(6) 0.095(3) Uani 0.658(10) 1 d . U P B 1
C40 C 1.0117(3) 0.3079(3) 0.22173(19) 0.0440(6) Uani 1 1 d . U . . .
C32 C 0.5205(3) 1.2083(2) 0.05953(18) 0.0443(6) Uani 1 1 d . . . . .
H32A H 0.5946 1.1624 0.0368 0.067 Uiso 1 1 calc GR . . . .
H32B H 0.5285 1.2890 0.0587 0.067 Uiso 1 1 calc GR . . . .
H32C H 0.4537 1.2019 0.0207 0.067 Uiso 1 1 calc GR . . . .
F5B F 0.1648(7) 0.6959(6) 0.0874(11) 0.077(4) Uani 0.342(10) 1 d . U P B 2
F6A F 0.1470(7) 0.7497(8) 0.0108(5) 0.129(4) Uani 0.658(10) 1 d . U P B 1
C16 C 0.7692(4) 0.5376(3) 0.6564(2) 0.0628(9) Uani 1 1 d . . . . .
H16A H 0.8555 0.5129 0.6475 0.094 Uiso 1 1 calc GR . . . .
H16B H 0.7495 0.5264 0.7212 0.094 Uiso 1 1 calc GR . . . .
H16C H 0.7455 0.6193 0.6361 0.094 Uiso 1 1 calc GR . . . .
C41A C 1.0812(12) 0.9413(11) 0.370(2) 0.058(4) Uani 0.64(7) 1 d D U P A 2
H41A H 1.1092 0.9493 0.3072 0.086 Uiso 0.64(7) 1 calc GR . P A 2
H41B H 1.1499 0.9138 0.4104 0.086 Uiso 0.64(7) 1 calc GR . P A 2
H41C H 1.0382 1.0161 0.3881 0.086 Uiso 0.64(7) 1 calc GR . P A 2
F5A F 0.1241(7) 0.7122(7) 0.1484(5) 0.115(3) Uani 0.658(10) 1 d . U P B 1
F4B F 0.0441(11) 0.8117(13) 0.1521(9) 0.110(5) Uani 0.342(10) 1 d . U P B 2
F6B F 0.0703(11) 0.8323(9) 0.0132(8) 0.089(4) Uani 0.342(10) 1 d . U P B 2
F1B F 1.0355(16) 0.3817(9) 0.1625(10) 0.086(4) Uani 0.50(3) 1 d . U P C 1
F2A F 0.9477(7) 0.290(2) 0.1549(10) 0.100(4) Uani 0.50(3) 1 d . U P C 2
F3A F 1.0838(15) 0.2084(8) 0.2394(10) 0.076(3) Uani 0.50(3) 1 d . U P C 2
F3B F 1.1144(9) 0.2399(17) 0.2469(8) 0.083(3) Uani 0.50(3) 1 d . U P C 1
F1A F 1.0796(12) 0.3811(11) 0.1816(8) 0.075(3) Uani 0.50(3) 1 d . U P C 2
F2B F 0.9484(11) 0.2452(9) 0.1772(8) 0.082(2) Uani 0.50(3) 1 d . U P C 1
O4B O 0.989(3) 0.874(3) 0.396(3) 0.041(4) Uani 0.36(7) 1 d D U P A 1
C41B C 1.066(3) 0.953(3) 0.401(3) 0.057(5) Uani 0.36(7) 1 d D U P A 1
H41D H 1.0914 0.9759 0.3396 0.086 Uiso 0.36(7) 1 calc GR . P A 1
H41E H 1.1364 0.9171 0.4373 0.086 Uiso 0.36(7) 1 calc GR . P A 1
H41F H 1.0239 1.0213 0.4299 0.086 Uiso 0.36(7) 1 calc GR . P A 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Ir1 O1 2.1568(16) . ?
Ir1 N1 2.0311(18) . ?
Ir1 N3 2.0280(18) . ?
Ir1 N5 2.1342(17) . ?
Ir1 C1 2.009(2) . ?
Ir1 C17 1.995(2) . ?
O1 C38 1.275(3) . ?
N1 C7 1.340(2) . ?
N1 C13 1.378(3) . ?
N3 C23 1.341(3) . ?
N3 C29 1.381(2) . ?
O3 C5 1.365(3) . ?
O3 C39 1.423(3) . ?
N5 C33 1.345(3) . ?
N5 C37 1.339(3) . ?
N4 C23 1.367(3) . ?
N4 C24 1.391(3) . ?
N4 C30 1.479(3) . ?
N2 C7 1.367(3) . ?
N2 C8 1.392(3) . ?
N2 C14 1.478(3) . ?
C1 C6 1.403(3) . ?
C1 C2 1.420(3) . ?
C6 H6 0.9500 . ?
C6 C5 1.383(3) . ?
C17 C18 1.429(3) . ?
C17 C22 1.392(3) . ?
C23 C18 1.452(3) . ?
C29 C24 1.402(3) . ?
C29 C28 1.388(3) . ?
C7 C2 1.457(3) . ?
C18 C19 1.389(3) . ?
O4A C21 1.36(2) . ?
O4A C41A 1.429(11) . ?
C8 C13 1.403(3) . ?
C8 C9 1.393(3) . ?
C13 C12 1.385(3) . ?
C2 C3 1.408(3) . ?
O2 C38 1.224(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.373(3) . ?
C33 C34 1.382(3) . ?
C33 C38 1.515(3) . ?
C5 C4 1.398(3) . ?
C24 C25 1.393(3) . ?
C28 H28 0.9500 . ?
C28 C27 1.383(3) . ?
C22 H22 0.9500 . ?
C22 C21 1.387(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.381(4) . ?
C11 C12 1.386(3) . ?
C11 C10 1.391(3) . ?
C11 C40 1.486(3) . ?
C30 H30 1.0000 . ?
C30 C31 1.518(3) . ?
C30 C32 1.510(3) . ?
C12 H12 0.9500 . ?
C37 H37 0.9500 . ?
C37 C36 1.383(3) . ?
C4 H4 0.9500 . ?
C27 C26 1.397(4) . ?
C27 C42 1.493(4) . ?
C36 H36 0.9500 . ?
C36 C35 1.377(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.380(4) . ?
C14 H14 1.0000 . ?
C14 C15 1.514(3) . ?
C14 C16 1.489(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.384(3) . ?
C26 H26 0.9500 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C21 C20 1.385(3) . ?
C21 O4B 1.39(4) . ?
C20 H20 0.9500 . ?
C35 H35 0.9500 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C9 H9 0.9500 . ?
C9 C10 1.374(3) . ?
C10 H10 0.9500 . ?
C42 F4A 1.294(5) . ?
C42 F5B 1.223(7) . ?
C42 F6A 1.334(5) . ?
C42 F5A 1.304(5) . ?
C42 F4B 1.302(7) . ?
C42 F6B 1.300(7) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C40 F1B 1.253(10) . ?
C40 F2A 1.289(9) . ?
C40 F3A 1.314(11) . ?
C40 F3B 1.329(10) . ?
C40 F1A 1.367(10) . ?
C40 F2B 1.343(10) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C41A H41A 0.9800 . ?
C41A H41B 0.9800 . ?
C41A H41C 0.9800 . ?
O4B C41B 1.414(17) . ?
C41B H41D 0.9800 . ?
C41B H41E 0.9800 . ?
C41B H41F 0.9800 . ?

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 O1 85.70(7) . . ?
N1 Ir1 N5 98.00(7) . . ?
N3 Ir1 O1 96.88(6) . . ?
N3 Ir1 N1 173.55(6) . . ?
N3 Ir1 N5 88.35(7) . . ?
N5 Ir1 O1 76.81(7) . . ?
C1 Ir1 O1 97.93(7) . . ?
C1 Ir1 N1 79.14(8) . . ?
C1 Ir1 N3 94.63(8) . . ?
C1 Ir1 N5 174.26(7) . . ?
C17 Ir1 O1 172.17(6) . . ?
C17 Ir1 N1 98.53(8) . . ?
C17 Ir1 N3 79.61(8) . . ?
C17 Ir1 N5 96.00(8) . . ?
C17 Ir1 C1 89.37(8) . . ?
C38 O1 Ir1 116.55(14) . . ?
C7 N1 Ir1 116.33(13) . . ?
C7 N1 C13 107.36(16) . . ?
C13 N1 Ir1 136.28(13) . . ?
C23 N3 Ir1 116.03(13) . . ?
C23 N3 C29 107.49(16) . . ?
C29 N3 Ir1 135.94(14) . . ?
C5 O3 C39 117.82(18) . . ?
C33 N5 Ir1 114.51(14) . . ?
C37 N5 Ir1 126.28(15) . . ?
C37 N5 C33 119.21(18) . . ?
C23 N4 C24 107.15(17) . . ?
C23 N4 C30 126.35(18) . . ?
C24 N4 C30 125.74(18) . . ?
C7 N2 C8 107.27(16) . . ?
C7 N2 C14 125.67(17) . . ?
C8 N2 C14 127.02(17) . . ?
C6 C1 Ir1 126.02(15) . . ?
C6 C1 C2 117.78(18) . . ?
C2 C1 Ir1 116.20(14) . . ?
C1 C6 H6 119.4 . . ?
C5 C6 C1 121.30(19) . . ?
C5 C6 H6 119.4 . . ?
C18 C17 Ir1 116.18(14) . . ?
C22 C17 Ir1 126.69(15) . . ?
C22 C17 C18 116.89(19) . . ?
N3 C23 N4 110.69(18) . . ?
N3 C23 C18 116.18(17) . . ?
N4 C23 C18 133.09(19) . . ?
N3 C29 C24 108.06(18) . . ?
N3 C29 C28 130.27(19) . . ?
C28 C29 C24 121.66(19) . . ?
N1 C7 N2 110.71(17) . . ?
N1 C7 C2 116.08(17) . . ?
N2 C7 C2 133.17(17) . . ?
C17 C18 C23 111.44(18) . . ?
C19 C18 C17 120.68(19) . . ?
C19 C18 C23 127.79(19) . . ?
C21 O4A C41A 115.8(16) . . ?
N2 C8 C13 106.21(17) . . ?
N2 C8 C9 133.06(19) . . ?
C9 C8 C13 120.73(19) . . ?
N1 C13 C8 108.41(17) . . ?
N1 C13 C12 130.56(18) . . ?
C12 C13 C8 121.01(19) . . ?
C1 C2 C7 111.63(17) . . ?
C3 C2 C1 119.96(19) . . ?
C3 C2 C7 128.40(19) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 H3 119.7 . . ?
N5 C33 C34 121.7(2) . . ?
N5 C33 C38 116.13(18) . . ?
C34 C33 C38 122.2(2) . . ?
O3 C5 C6 124.6(2) . . ?
O3 C5 C4 115.16(19) . . ?
C6 C5 C4 120.28(19) . . ?
N4 C24 C29 106.59(18) . . ?
N4 C24 C25 132.7(2) . . ?
C25 C24 C29 120.7(2) . . ?
C29 C28 H28 121.6 . . ?
C27 C28 C29 116.8(2) . . ?
C27 C28 H28 121.6 . . ?
C17 C22 H22 119.3 . . ?
C21 C22 C17 121.4(2) . . ?
C21 C22 H22 119.3 . . ?
C33 C34 H34 120.5 . . ?
C35 C34 C33 119.0(2) . . ?
C35 C34 H34 120.5 . . ?
O1 C38 C33 115.92(19) . . ?
O2 C38 O1 125.5(2) . . ?
O2 C38 C33 118.5(2) . . ?
C12 C11 C10 121.5(2) . . ?
C12 C11 C40 118.6(2) . . ?
C10 C11 C40 119.9(2) . . ?
N4 C30 H30 107.0 . . ?
N4 C30 C31 111.25(19) . . ?
N4 C30 C32 110.70(19) . . ?
C31 C30 H30 107.0 . . ?
C32 C30 H30 107.0 . . ?
C32 C30 C31 113.6(2) . . ?
C13 C12 C11 117.5(2) . . ?
C13 C12 H12 121.3 . . ?
C11 C12 H12 121.3 . . ?
N5 C37 H37 119.1 . . ?
N5 C37 C36 121.7(2) . . ?
C36 C37 H37 119.1 . . ?
C3 C4 C5 119.9(2) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C28 C27 C26 122.0(2) . . ?
C28 C27 C42 118.6(2) . . ?
C26 C27 C42 119.4(2) . . ?
C37 C36 H36 120.4 . . ?
C35 C36 C37 119.1(2) . . ?
C35 C36 H36 120.4 . . ?
C24 C25 H25 121.2 . . ?
C26 C25 C24 117.7(2) . . ?
C26 C25 H25 121.2 . . ?
N2 C14 H14 106.9 . . ?
N2 C14 C15 112.70(19) . . ?
N2 C14 C16 110.2(2) . . ?
C15 C14 H14 106.9 . . ?
C16 C14 H14 106.9 . . ?
C16 C14 C15 112.8(2) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 C18 120.9(2) . . ?
C20 C19 H19 119.6 . . ?
C27 C26 H26 119.5 . . ?
C25 C26 C27 121.1(2) . . ?
C25 C26 H26 119.5 . . ?
O3 C39 H39A 109.5 . . ?
O3 C39 H39B 109.5 . . ?
O3 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
O4A C21 C22 114.6(7) . . ?
O4A C21 C20 123.8(8) . . ?
C22 C21 O4B 115.1(13) . . ?
C20 C21 C22 121.2(2) . . ?
C20 C21 O4B 123.0(13) . . ?
C19 C20 C21 118.7(2) . . ?
C19 C20 H20 120.6 . . ?
C21 C20 H20 120.6 . . ?
C34 C35 H35 120.4 . . ?
C36 C35 C34 119.2(2) . . ?
C36 C35 H35 120.4 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C8 C9 H9 121.1 . . ?
C10 C9 C8 117.8(2) . . ?
C10 C9 H9 121.1 . . ?
C11 C10 H10 119.3 . . ?
C9 C10 C11 121.3(2) . . ?
C9 C10 H10 119.3 . . ?
F4A C42 C27 115.1(3) . . ?
F4A C42 F6A 103.3(5) . . ?
F4A C42 F5A 107.6(5) . . ?
F5B C42 C27 115.0(4) . . ?
F5B C42 F4B 106.7(8) . . ?
F5B C42 F6B 106.4(7) . . ?
F6A C42 C27 111.0(3) . . ?
F5A C42 C27 115.6(3) . . ?
F5A C42 F6A 103.0(5) . . ?
F4B C42 C27 110.8(4) . . ?
F6B C42 C27 112.2(5) . . ?
F6B C42 F4B 105.0(9) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
F1B C40 C11 114.5(5) . . ?
F1B C40 F3B 107.4(7) . . ?
F1B C40 F2B 104.5(8) . . ?
F2A C40 C11 115.0(5) . . ?
F2A C40 F3A 104.1(7) . . ?
F2A C40 F1A 102.5(9) . . ?
F3A C40 C11 115.2(6) . . ?
F3A C40 F1A 106.8(7) . . ?
F3B C40 C11 111.8(5) . . ?
F3B C40 F2B 107.7(8) . . ?
F1A C40 C11 112.2(5) . . ?
F2B C40 C11 110.5(5) . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O4A C41A H41A 109.5 . . ?
O4A C41A H41B 109.5 . . ?
O4A C41A H41C 109.5 . . ?
H41A C41A H41B 109.5 . . ?
H41A C41A H41C 109.5 . . ?
H41B C41A H41C 109.5 . . ?
C21 O4B C41B 121(3) . . ?
O4B C41B H41D 109.5 . . ?
O4B C41B H41E 109.5 . . ?
O4B C41B H41F 109.5 . . ?
H41D C41B H41E 109.5 . . ?
H41D C41B H41F 109.5 . . ?
H41E C41B H41F 109.5 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sad_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2246644'
loop_
_audit_author_name
_audit_author_address
'Christian Philouze'
;CNRS
France
;
_audit_update_record             
;
2023-03-06 deposited with the CCDC.	2023-12-18 downloaded from the CCDC.
;
_audit_creation_date             2023-03-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C40 H32 F6 Ir N5 O2, C H2 Cl2'
_chemical_formula_sum            'C41 H34 Cl2 F6 Ir N5 O2'
_chemical_formula_weight         1005.83
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 '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'
Ir Ir -1.4442 7.9887 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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'

_cell_length_a                   16.113(3)
_cell_length_b                   15.027(3)
_cell_length_c                   17.152(3)
_cell_angle_alpha                90
_cell_angle_beta                 102.83(3)
_cell_angle_gamma                90
_cell_volume                     4049.4(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    50004
_cell_measurement_temperature    200
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.388
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.499
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.401689
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2004/1 (Bruker,2004) was used for absorption correction.
R(int) was 0.0603 before and 0.0343 after correction.
The Ratio of minimum to maximum transmission is 0.4017.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.650
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1984
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            50004
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         2.388
_diffrn_ambient_temperature      200
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'APEX II'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'κ-geometry 4 circles diffractometer'
_diffrn_measurement_device_type  'Bruker-AXS-enraf-nonius KappaAPEXII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    'Montel optic'
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Multilayer mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Incoatec ISG250'
_diffrn_source_target            Mo
_diffrn_source_type              'Microfocus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7389
_reflns_number_total             9220
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       EvalCCD
_computing_data_collection       Collect
_computing_data_reduction        EvalCCD
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'ShelXT-2016 (Sheldrick, 2008)'
_refine_diff_density_max         2.185
_refine_diff_density_min         -2.215
_refine_diff_density_rms         0.131
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.159
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     584
_refine_ls_number_reflns         9220
_refine_ls_number_restraints     185
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0324
_refine_ls_restrained_S_all      1.155
_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)+(0.0247P)²+17.9483P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0729
_refine_ls_wR_factor_ref         0.0912
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 F5B, C40, F6B, F4B, F4A, F6A, F5A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C39, F2A, F3A, F1A, F2B, F3B, F1B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C41, Cl1, Cl2A, Cl2B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
F5B \\sim C40 \\sim F6B \\sim F4B \\sim F4A \\sim F6A \\sim F5A: within 1.7A
with sigma of 0.04 and sigma for terminal atoms of 0.08
C39 \\sim F2A \\sim F3A \\sim F1A \\sim F2B \\sim F3B \\sim F1B: within 1.7A
with sigma of 0.04 and sigma for terminal atoms of 0.08
C41 \\sim Cl1 \\sim Cl2A \\sim Cl2B: within 1.7A with sigma of 0.04 and sigma
for terminal atoms of 0.08
Uanis(F1B) \\sim Ueq, Uanis(F3B) \\sim Ueq, Uanis(F2A) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
4. Others
 Sof(H41C)=Sof(H41D)=Sof(Cl2B)=1-FVAR(1)
 Sof(Cl2A)=Sof(H41A)=Sof(H41B)=FVAR(1)
 Sof(F2B)=Sof(F3B)=Sof(F1B)=1-FVAR(2)
 Sof(F2A)=Sof(F3A)=Sof(F1A)=FVAR(2)
 Sof(F4A)=Sof(F6A)=Sof(F5A)=1-FVAR(3)
 Sof(F5B)=Sof(F6B)=Sof(F4B)=FVAR(3)
5.a Ternary CH refined with riding coordinates:
 C14(H14), C30(H30)
5.b Secondary CH2 refined with riding coordinates:
 C41(H41A,H41B), C41(H41C,H41D)
5.c Aromatic/amide H refined with riding coordinates:
 C34(H34), C37(H37), C6(H6), C22(H22), C28(H28), C35(H35), C36(H36), C3(H3),
 C27(H27), C4(H4), C20(H20), C19(H19), C12(H12), C25(H25), C9(H9), C11(H11),
 C26(H26), C10(H10)
5.d Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C31(H31A,H31B,H31C), C15(H15A,H15B,H15C), C32(H32A,H32B,
 H32C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
Ir1 Ir 0.59012(2) 0.49231(2) 0.27685(2) 0.02246(6) Uani 1 1 d . . . . .
Cl1 Cl 1.01205(19) 0.3314(2) 0.29651(16) 0.1149(10) Uani 1 1 d . U . . .
N5 N 0.6694(2) 0.6025(2) 0.2646(2) 0.0266(8) Uani 1 1 d . . . . .
O1 O 0.6844(2) 0.4342(2) 0.2216(2) 0.0296(7) Uani 1 1 d . . . . .
N1 N 0.6599(2) 0.4923(2) 0.3923(2) 0.0261(8) Uani 1 1 d . . . . .
O2 O 0.7984(2) 0.4654(2) 0.1738(2) 0.0411(9) Uani 1 1 d . . . . .
N3 N 0.5070(2) 0.4942(2) 0.1679(2) 0.0268(8) Uani 1 1 d . . . . .
C33 C 0.7378(3) 0.5812(3) 0.2354(3) 0.0285(10) Uani 1 1 d . . . . .
N4 N 0.3873(3) 0.4449(3) 0.0892(3) 0.0377(10) Uani 1 1 d . . . . .
N2 N 0.6891(3) 0.5651(3) 0.5081(3) 0.0349(9) Uani 1 1 d . . . . .
C17 C 0.5267(3) 0.3772(3) 0.2815(3) 0.0283(10) Uani 1 1 d . . . . .
C34 C 0.8001(3) 0.6424(3) 0.2316(3) 0.0390(12) Uani 1 1 d . . . . .
H34 H 0.8471 0.6263 0.2096 0.047 Uiso 1 1 calc R . . . .
C7 C 0.6291(3) 0.5459(3) 0.4412(3) 0.0285(9) Uani 1 1 d . . . . .
C1 C 0.5104(3) 0.5561(3) 0.3314(3) 0.0267(9) Uani 1 1 d . . . . .
F5B F 0.5783(14) 0.182(2) 0.4599(19) 0.088(7) Uani 0.49(5) 1 d . U P A 1
C37 C 0.6631(3) 0.6849(3) 0.2917(3) 0.0336(11) Uani 1 1 d . . . . .
H37 H 0.6149 0.6998 0.3125 0.040 Uiso 1 1 calc R . . . .
C38 C 0.7416(3) 0.4868(3) 0.2077(3) 0.0282(9) Uani 1 1 d . . . . .
C2 C 0.5414(3) 0.5742(3) 0.4133(3) 0.0292(10) Uani 1 1 d . . . . .
C18 C 0.4644(3) 0.3561(3) 0.2123(3) 0.0308(10) Uani 1 1 d . . . . .
Cl2A Cl 0.9940(4) 0.3413(3) 0.1273(3) 0.132(2) Uani 0.715(6) 1 d . U P B 1
C6 C 0.4273(3) 0.5849(3) 0.2978(3) 0.0311(10) Uani 1 1 d . . . . .
H6 H 0.4048 0.5775 0.2421 0.037 Uiso 1 1 calc R . . . .
C5 C 0.3778(3) 0.6238(3) 0.3445(3) 0.0367(11) Uani 1 1 d . . . . .
C22 C 0.5428(3) 0.3140(3) 0.3421(3) 0.0293(10) Uani 1 1 d . . . . .
H22 H 0.5834 0.3264 0.3901 0.035 Uiso 1 1 calc R . . . .
C23 C 0.4502(3) 0.4287(3) 0.1553(3) 0.0317(10) Uani 1 1 d . . . . .
C21 C 0.5000(3) 0.2323(3) 0.3336(3) 0.0337(11) Uani 1 1 d . . . . .
C28 C 0.5203(4) 0.6338(4) 0.0895(3) 0.0406(12) Uani 1 1 d . . . . .
H28 H 0.5708 0.6558 0.1237 0.049 Uiso 1 1 calc R . . . .
C35 C 0.7939(4) 0.7277(3) 0.2601(4) 0.0443(13) Uani 1 1 d . . . . .
H35 H 0.8368 0.7706 0.2588 0.053 Uiso 1 1 calc R . . . .
C8 C 0.7623(3) 0.5187(3) 0.5021(3) 0.0365(11) Uani 1 1 d . . . . .
C24 C 0.4081(3) 0.5239(4) 0.0560(3) 0.0351(11) Uani 1 1 d . . . . .
C36 C 0.7238(4) 0.7492(3) 0.2907(3) 0.0408(12) Uani 1 1 d . . . . .
H36 H 0.7176 0.8073 0.3106 0.049 Uiso 1 1 calc R . . . .
C13 C 0.7430(3) 0.4728(3) 0.4295(3) 0.0304(10) Uani 1 1 d . . . . .
C29 C 0.4830(3) 0.5548(3) 0.1061(3) 0.0325(10) Uani 1 1 d . . . . .
C3 C 0.4894(3) 0.6097(4) 0.4608(3) 0.0383(11) Uani 1 1 d . . . . .
H3 H 0.5105 0.6170 0.5167 0.046 Uiso 1 1 calc R . . . .
C27 C 0.4810(4) 0.6789(4) 0.0212(4) 0.0488(14) Uani 1 1 d . . . . .
H27 H 0.5049 0.7333 0.0084 0.059 Uiso 1 1 calc R . . . .
C40 C 0.5134(4) 0.1667(4) 0.3997(4) 0.0430(12) Uani 1 1 d . U . . .
C4 C 0.4071(3) 0.6341(4) 0.4255(3) 0.0401(12) Uani 1 1 d . . . . .
H4 H 0.3709 0.6580 0.4571 0.048 Uiso 1 1 calc R . . . .
C20 C 0.4445(3) 0.2111(3) 0.2618(4) 0.0422(13) Uani 1 1 d . . . . .
H20 H 0.4187 0.1539 0.2548 0.051 Uiso 1 1 calc R . . . .
F6B F 0.514(3) 0.0868(11) 0.3765(14) 0.104(8) Uani 0.49(5) 1 d . U P A 1
C19 C 0.4268(3) 0.2718(4) 0.2015(3) 0.0407(12) Uani 1 1 d . . . . .
H19 H 0.3892 0.2569 0.1523 0.049 Uiso 1 1 calc R . . . .
C12 C 0.8032(3) 0.4193(3) 0.4052(3) 0.0389(12) Uani 1 1 d . . . . .
H12 H 0.7903 0.3883 0.3557 0.047 Uiso 1 1 calc R . . . .
F4B F 0.4462(16) 0.172(2) 0.4334(17) 0.085(7) Uani 0.49(5) 1 d . U P A 1
C25 C 0.3698(4) 0.5705(4) -0.0125(3) 0.0472(14) Uani 1 1 d . . . . .
H25 H 0.3187 0.5498 -0.0466 0.057 Uiso 1 1 calc R . . . .
C14 C 0.6856(4) 0.6426(4) 0.5617(3) 0.0426(13) Uani 1 1 d . . . . .
H14 H 0.6286 0.6710 0.5424 0.051 Uiso 1 1 calc R . . . .
C30 C 0.3033(3) 0.3995(4) 0.0709(4) 0.0445(13) Uani 1 1 d . . . . .
H30 H 0.3025 0.3571 0.1157 0.053 Uiso 1 1 calc R . . . .
C9 C 0.8425(4) 0.5119(4) 0.5529(4) 0.0500(15) Uani 1 1 d . . . . .
H9 H 0.8559 0.5427 0.6025 0.060 Uiso 1 1 calc R . . . .
C11 C 0.8823(4) 0.4134(5) 0.4560(4) 0.0534(16) Uani 1 1 d . . . . .
H11 H 0.9249 0.3775 0.4413 0.064 Uiso 1 1 calc R . . . .
C26 C 0.4077(4) 0.6470(4) -0.0291(4) 0.0496(15) Uani 1 1 d . . . . .
H26 H 0.3834 0.6793 -0.0763 0.060 Uiso 1 1 calc R . . . .
C16 C 0.6899(5) 0.6127(5) 0.6462(4) 0.0615(18) Uani 1 1 d . . . . .
H16A H 0.6429 0.5715 0.6471 0.092 Uiso 1 1 calc GR . . . .
H16B H 0.6853 0.6645 0.6796 0.092 Uiso 1 1 calc GR . . . .
H16C H 0.7442 0.5825 0.6669 0.092 Uiso 1 1 calc GR . . . .
C39 C 0.2901(4) 0.6544(5) 0.3068(4) 0.0522(14) Uani 1 1 d . U . . .
C10 C 0.9011(4) 0.4592(5) 0.5287(4) 0.0585(17) Uani 1 1 d . . . . .
H10 H 0.9563 0.4535 0.5622 0.070 Uiso 1 1 calc R . . . .
F2A F 0.2642(6) 0.6376(10) 0.2306(5) 0.098(4) Uani 0.676(16) 1 d . U P C 1
C31 C 0.2914(4) 0.3451(5) -0.0054(4) 0.0613(18) Uani 1 1 d . . . . .
H31A H 0.2908 0.3849 -0.0508 0.092 Uiso 1 1 calc GR . . . .
H31B H 0.2373 0.3127 -0.0138 0.092 Uiso 1 1 calc GR . . . .
H31C H 0.3384 0.3026 -0.0007 0.092 Uiso 1 1 calc GR . . . .
F3A F 0.2834(5) 0.7445(5) 0.3090(8) 0.094(4) Uani 0.676(16) 1 d . U P C 1
F1A F 0.2325(5) 0.6282(10) 0.3449(8) 0.106(5) Uani 0.676(16) 1 d . U P C 1
C15 C 0.7519(5) 0.7121(5) 0.5534(5) 0.0649(19) Uani 1 1 d . . . . .
H15A H 0.8091 0.6877 0.5736 0.097 Uiso 1 1 calc GR . . . .
H15B H 0.7443 0.7652 0.5843 0.097 Uiso 1 1 calc GR . . . .
H15C H 0.7451 0.7282 0.4969 0.097 Uiso 1 1 calc GR . . . .
C32 C 0.2312(4) 0.4656(6) 0.0686(5) 0.070(2) Uani 1 1 d . . . . .
H32A H 0.2400 0.4971 0.1198 0.105 Uiso 1 1 calc GR . . . .
H32B H 0.1769 0.4337 0.0590 0.105 Uiso 1 1 calc GR . . . .
H32C H 0.2303 0.5086 0.0254 0.105 Uiso 1 1 calc GR . . . .
C41 C 0.9920(6) 0.4013(6) 0.2114(6) 0.086(2) Uani 1 1 d . U . . .
H41A H 0.9356 0.4299 0.2056 0.103 Uiso 0.715(6) 1 calc R . P B 1
H41B H 1.0356 0.4488 0.2182 0.103 Uiso 0.715(6) 1 calc R . P B 1
H41C H 0.9669 0.3671 0.1625 0.103 Uiso 0.285(6) 1 calc R . P B 2
H41D H 0.9526 0.4501 0.2175 0.103 Uiso 0.285(6) 1 calc R . P B 2
Cl2B Cl 1.0864(6) 0.4410(9) 0.2070(8) 0.134(5) Uani 0.285(6) 1 d . U P B 2
F2B F 0.2408(10) 0.5852(12) 0.2731(16) 0.090(7) Uani 0.324(16) 1 d . U P C 2
F3B F 0.2867(11) 0.7081(18) 0.2546(15) 0.099(7) Uani 0.324(16) 1 d . U P C 2
F1B F 0.2502(14) 0.6825(19) 0.3576(13) 0.096(7) Uani 0.324(16) 1 d . U P C 2
F4A F 0.4454(14) 0.133(2) 0.4172(18) 0.092(6) Uani 0.51(5) 1 d . U P A 2
F6A F 0.5574(17) 0.0935(14) 0.3861(14) 0.076(5) Uani 0.51(5) 1 d . U P A 2
F5A F 0.562(2) 0.1976(15) 0.4662(13) 0.077(5) Uani 0.51(5) 1 d . U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Ir1 N5 2.130(4) . ?
Ir1 O1 2.147(3) . ?
Ir1 N1 2.049(4) . ?
Ir1 N3 2.044(4) . ?
Ir1 C17 2.020(4) . ?
Ir1 C1 1.994(4) . ?
Cl1 C41 1.769(9) . ?
N5 C33 1.347(6) . ?
N5 C37 1.334(6) . ?
O1 C38 1.277(5) . ?
N1 C7 1.335(6) . ?
N1 C13 1.380(6) . ?
O2 C38 1.231(6) . ?
N3 C23 1.330(6) . ?
N3 C29 1.385(6) . ?
C33 C34 1.373(6) . ?
C33 C38 1.502(6) . ?
N4 C23 1.364(6) . ?
N4 C24 1.389(7) . ?
N4 C30 1.486(6) . ?
N2 C7 1.357(6) . ?
N2 C8 1.393(6) . ?
N2 C14 1.492(6) . ?
C17 C18 1.410(7) . ?
C17 C22 1.390(7) . ?
C34 H34 0.9500 . ?
C34 C35 1.383(7) . ?
C7 C2 1.450(6) . ?
C1 C2 1.409(7) . ?
C1 C6 1.404(6) . ?
F5B C40 1.32(2) . ?
C37 H37 0.9500 . ?
C37 C36 1.377(7) . ?
C2 C3 1.399(7) . ?
C18 C23 1.448(7) . ?
C18 C19 1.399(6) . ?
Cl2A C41 1.706(10) . ?
C6 H6 0.9500 . ?
C6 C5 1.378(7) . ?
C5 C4 1.375(8) . ?
C5 C39 1.490(7) . ?
C22 H22 0.9500 . ?
C22 C21 1.399(6) . ?
C21 C40 1.481(7) . ?
C21 C20 1.390(8) . ?
C28 H28 0.9500 . ?
C28 C29 1.388(7) . ?
C28 C27 1.380(8) . ?
C35 H35 0.9500 . ?
C35 C36 1.385(8) . ?
C8 C13 1.397(7) . ?
C8 C9 1.392(7) . ?
C24 C29 1.396(7) . ?
C24 C25 1.390(7) . ?
C36 H36 0.9500 . ?
C13 C12 1.394(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.379(7) . ?
C27 H27 0.9500 . ?
C27 C26 1.383(8) . ?
C40 F6B 1.265(18) . ?
C40 F4B 1.338(17) . ?
C40 F4A 1.302(18) . ?
C40 F6A 1.356(15) . ?
C40 F5A 1.31(2) . ?
C4 H4 0.9500 . ?
C20 H20 0.9500 . ?
C20 C19 1.361(8) . ?
C19 H19 0.9500 . ?
C12 H12 0.9500 . ?
C12 C11 1.378(8) . ?
C25 H25 0.9500 . ?
C25 C26 1.362(9) . ?
C14 H14 1.0000 . ?
C14 C16 1.505(9) . ?
C14 C15 1.524(8) . ?
C30 H30 1.0000 . ?
C30 C31 1.519(8) . ?
C30 C32 1.521(9) . ?
C9 H9 0.9500 . ?
C9 C10 1.367(9) . ?
C11 H11 0.9500 . ?
C11 C10 1.397(9) . ?
C26 H26 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C39 F2A 1.305(10) . ?
C39 F3A 1.359(10) . ?
C39 F1A 1.309(10) . ?
C39 F2B 1.358(17) . ?
C39 F3B 1.197(16) . ?
C39 F1B 1.265(19) . ?
C10 H10 0.9500 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C41 H41C 0.9900 . ?
C41 H41D 0.9900 . ?
C41 Cl2B 1.651(13) . ?

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
N5 Ir1 O1 76.94(13) . . ?
N1 Ir1 N5 83.28(15) . . ?
N1 Ir1 O1 97.84(14) . . ?
N3 Ir1 N5 100.62(15) . . ?
N3 Ir1 O1 89.22(14) . . ?
N3 Ir1 N1 172.59(14) . . ?
C17 Ir1 N5 171.68(16) . . ?
C17 Ir1 O1 94.74(15) . . ?
C17 Ir1 N1 97.80(17) . . ?
C17 Ir1 N3 79.27(17) . . ?
C1 Ir1 N5 97.77(16) . . ?
C1 Ir1 O1 174.40(15) . . ?
C1 Ir1 N1 79.57(17) . . ?
C1 Ir1 N3 93.60(17) . . ?
C1 Ir1 C17 90.54(18) . . ?
C33 N5 Ir1 114.2(3) . . ?
C37 N5 Ir1 126.4(3) . . ?
C37 N5 C33 118.8(4) . . ?
C38 O1 Ir1 116.2(3) . . ?
C7 N1 Ir1 113.9(3) . . ?
C7 N1 C13 107.2(4) . . ?
C13 N1 Ir1 135.6(3) . . ?
C23 N3 Ir1 115.2(3) . . ?
C23 N3 C29 107.3(4) . . ?
C29 N3 Ir1 136.4(3) . . ?
N5 C33 C34 121.7(4) . . ?
N5 C33 C38 115.9(4) . . ?
C34 C33 C38 122.4(4) . . ?
C23 N4 C24 106.9(4) . . ?
C23 N4 C30 124.5(5) . . ?
C24 N4 C30 126.7(4) . . ?
C7 N2 C8 106.8(4) . . ?
C7 N2 C14 124.7(4) . . ?
C8 N2 C14 125.7(4) . . ?
C18 C17 Ir1 115.5(3) . . ?
C22 C17 Ir1 127.1(4) . . ?
C22 C17 C18 117.1(4) . . ?
C33 C34 H34 120.2 . . ?
C33 C34 C35 119.5(5) . . ?
C35 C34 H34 120.2 . . ?
N1 C7 N2 111.3(4) . . ?
N1 C7 C2 116.1(4) . . ?
N2 C7 C2 132.5(4) . . ?
C2 C1 Ir1 115.9(3) . . ?
C6 C1 Ir1 127.7(4) . . ?
C6 C1 C2 116.4(4) . . ?
N5 C37 H37 118.7 . . ?
N5 C37 C36 122.6(5) . . ?
C36 C37 H37 118.7 . . ?
O1 C38 C33 116.3(4) . . ?
O2 C38 O1 124.8(4) . . ?
O2 C38 C33 118.9(4) . . ?
C1 C2 C7 112.1(4) . . ?
C3 C2 C7 125.8(5) . . ?
C3 C2 C1 122.0(5) . . ?
C17 C18 C23 112.0(4) . . ?
C19 C18 C17 121.4(5) . . ?
C19 C18 C23 126.4(5) . . ?
C1 C6 H6 119.5 . . ?
C5 C6 C1 121.0(5) . . ?
C5 C6 H6 119.5 . . ?
C6 C5 C39 119.6(5) . . ?
C4 C5 C6 121.5(5) . . ?
C4 C5 C39 118.9(5) . . ?
C17 C22 H22 119.5 . . ?
C17 C22 C21 121.1(5) . . ?
C21 C22 H22 119.5 . . ?
N3 C23 N4 111.1(4) . . ?
N3 C23 C18 116.6(4) . . ?
N4 C23 C18 132.3(4) . . ?
C22 C21 C40 121.3(5) . . ?
C20 C21 C22 120.0(5) . . ?
C20 C21 C40 118.7(5) . . ?
C29 C28 H28 121.4 . . ?
C27 C28 H28 121.4 . . ?
C27 C28 C29 117.1(5) . . ?
C34 C35 H35 120.7 . . ?
C34 C35 C36 118.6(5) . . ?
C36 C35 H35 120.7 . . ?
N2 C8 C13 106.7(4) . . ?
C9 C8 N2 132.4(5) . . ?
C9 C8 C13 120.9(5) . . ?
N4 C24 C29 106.7(4) . . ?
N4 C24 C25 132.4(5) . . ?
C25 C24 C29 120.9(5) . . ?
C37 C36 C35 118.8(5) . . ?
C37 C36 H36 120.6 . . ?
C35 C36 H36 120.6 . . ?
N1 C13 C8 108.0(4) . . ?
N1 C13 C12 130.8(5) . . ?
C12 C13 C8 121.3(5) . . ?
N3 C29 C28 131.2(5) . . ?
N3 C29 C24 107.9(4) . . ?
C28 C29 C24 120.9(5) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 C2 119.2(5) . . ?
C4 C3 H3 120.4 . . ?
C28 C27 H27 119.1 . . ?
C28 C27 C26 121.8(6) . . ?
C26 C27 H27 119.1 . . ?
F5B C40 C21 115.9(14) . . ?
F5B C40 F4B 103.2(17) . . ?
F6B C40 F5B 110.8(16) . . ?
F6B C40 C21 113.7(12) . . ?
F6B C40 F4B 104.8(13) . . ?
F4B C40 C21 107.2(11) . . ?
F4A C40 C21 116.8(12) . . ?
F4A C40 F6A 102.7(12) . . ?
F4A C40 F5A 107.5(17) . . ?
F6A C40 C21 113.7(9) . . ?
F5A C40 C21 112.7(12) . . ?
F5A C40 F6A 101.8(13) . . ?
C5 C4 C3 119.7(5) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C21 C20 H20 119.9 . . ?
C19 C20 C21 120.3(5) . . ?
C19 C20 H20 119.9 . . ?
C18 C19 H19 120.2 . . ?
C20 C19 C18 119.7(5) . . ?
C20 C19 H19 120.2 . . ?
C13 C12 H12 121.4 . . ?
C11 C12 C13 117.1(5) . . ?
C11 C12 H12 121.4 . . ?
C24 C25 H25 121.1 . . ?
C26 C25 C24 117.8(6) . . ?
C26 C25 H25 121.1 . . ?
N2 C14 H14 106.7 . . ?
N2 C14 C16 111.2(5) . . ?
N2 C14 C15 110.8(5) . . ?
C16 C14 H14 106.7 . . ?
C16 C14 C15 114.3(5) . . ?
C15 C14 H14 106.7 . . ?
N4 C30 H30 107.3 . . ?
N4 C30 C31 111.3(5) . . ?
N4 C30 C32 111.1(5) . . ?
C31 C30 H30 107.3 . . ?
C31 C30 C32 112.3(5) . . ?
C32 C30 H30 107.3 . . ?
C8 C9 H9 121.3 . . ?
C10 C9 C8 117.4(6) . . ?
C10 C9 H9 121.3 . . ?
C12 C11 H11 119.4 . . ?
C12 C11 C10 121.3(6) . . ?
C10 C11 H11 119.4 . . ?
C27 C26 H26 119.2 . . ?
C25 C26 C27 121.5(6) . . ?
C25 C26 H26 119.2 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
F2A C39 C5 115.8(6) . . ?
F2A C39 F3A 102.2(8) . . ?
F2A C39 F1A 109.8(9) . . ?
F3A C39 C5 111.6(6) . . ?
F1A C39 C5 113.5(6) . . ?
F1A C39 F3A 102.5(8) . . ?
F2B C39 C5 110.9(8) . . ?
F3B C39 C5 114.4(10) . . ?
F3B C39 F2B 105.9(16) . . ?
F3B C39 F1B 110.2(17) . . ?
F1B C39 C5 112.4(11) . . ?
F1B C39 F2B 102.2(15) . . ?
C9 C10 C11 122.0(6) . . ?
C9 C10 H10 119.0 . . ?
C11 C10 H10 119.0 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
Cl1 C41 H41A 109.6 . . ?
Cl1 C41 H41B 109.6 . . ?
Cl1 C41 H41C 110.9 . . ?
Cl1 C41 H41D 110.9 . . ?
Cl2A C41 Cl1 110.5(5) . . ?
Cl2A C41 H41A 109.6 . . ?
Cl2A C41 H41B 109.6 . . ?
H41A C41 H41B 108.1 . . ?
H41C C41 H41D 108.9 . . ?
Cl2B C41 Cl1 104.5(6) . . ?
Cl2B C41 H41C 110.9 . . ?
Cl2B C41 H41D 110.9 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sad_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2246645'
loop_
_audit_author_name
_audit_author_address
'Christian Philouze'
;CNRS
France
;
_audit_update_record             
;
2023-03-06 deposited with the CCDC.	2023-12-18 downloaded from the CCDC.
;
_audit_creation_date             2023-03-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H36 F6 Ir N5 O4, 1.54(C H2 Cl2)'
_chemical_formula_sum            'C43.54 H39.09 Cl3.09 F6 Ir N5 O4'
_chemical_formula_weight         1112.05
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 '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'
Ir Ir -1.4442 7.9887 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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'

_cell_length_a                   15.316(3)
_cell_length_b                   15.544(3)
_cell_length_c                   19.688(4)
_cell_angle_alpha                90
_cell_angle_beta                 101.07(3)
_cell_angle_gamma                90
_cell_volume                     4600.0(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    62275
_cell_measurement_temperature    200
_cell_measurement_theta_max      27.500
_cell_measurement_theta_min      2.283
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.153
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.471333
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2004/1 (Bruker,2004) was used for absorption correction.
R(int) was 0.1365 before and 0.0678 after correction.
The Ratio of minimum to maximum transmission is 0.4713.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.606
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2203
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.14
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0615
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            62266
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_min         2.283
_diffrn_ambient_temperature      200
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'APEX II'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device       'κ-geometry 4 circles diffractometer'
_diffrn_measurement_device_type  'Bruker-AXS-enraf-nonius KappaAPEXII'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    'Montel optic'
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Multilayer mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Incoatec ISG250'
_diffrn_source_target            Mo
_diffrn_source_type              'Microfocus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8712
_reflns_number_total             10403
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       EvalCCD
_computing_data_collection       Collect
_computing_data_reduction        EvalCCD
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'ShelXT-2016 (Sheldrick, 2008)'
_refine_diff_density_max         1.950
_refine_diff_density_min         -1.772
_refine_diff_density_rms         0.127
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.135
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     650
_refine_ls_number_reflns         10403
_refine_ls_number_restraints     257
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_gt           0.0366
_refine_ls_restrained_S_all      1.132
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0411P)²+12.1613P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0899
_refine_ls_wR_factor_ref         0.1029
_refine_special_details          ?
_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. Restrained distances
 C42A-F1A
 1.3 with sigma of 0.02
 F2A-C42A
 1.3 with sigma of 0.02
 C42A-F3A
 1.3 with sigma of 0.02
 F1B-C42B
 1.3 with sigma of 0.02
 F2B-C42B
 1.3 with sigma of 0.02
 C42B-F3B
 1.3 with sigma of 0.02
 F2A-F1A
 2 with sigma of 0.02
 F1A-F3A
 2 with sigma of 0.02
 F2A-F3A
 2 with sigma of 0.02
 F1B-F3B
 2 with sigma of 0.02
 F2B-F1B
 2 with sigma of 0.02
 F2B-F3B
 2 with sigma of 0.02
 C42B-C5
 1.5 with sigma of 0.02
 C42A-C5
 1.5 with sigma of 0.02
3. Rigid bond restraints
 F3A, F2A, C42A, F1A, F1B, C42B, F3B, F2B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 Cl3, C44, Cl4
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 F5B, C40, F4B, F6B, F5A, F6A, F4A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
F3A \\sim F2A \\sim C42A \\sim F1A \\sim F1B \\sim C42B \\sim F3B \\sim F2B:
within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08
Cl3 \\sim C44 \\sim Cl4: within 1.7A with sigma of 0.04 and sigma for terminal
atoms of 0.08
F5B \\sim C40 \\sim F4B \\sim F6B \\sim F5A \\sim F6A \\sim F4A: within 1.7A
with sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(F3B) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F5B) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F3A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F6B) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
5. Others
 Sof(Cl3)=Sof(Cl4)=Sof(C44)=Sof(H44A)=Sof(H44B)=FVAR(1)
 Sof(Cl2)=Sof(Cl1)=Sof(C43)=Sof(H43A)=Sof(H43B)=FVAR(2)
 Sof(F3A)=Sof(F2A)=Sof(C42A)=Sof(F1A)=1-FVAR(3)
 Sof(F1B)=Sof(C42B)=Sof(F3B)=Sof(F2B)=FVAR(3)
 Sof(F5B)=Sof(F4B)=Sof(F6B)=1-FVAR(4)
 Sof(F5A)=Sof(F6A)=Sof(F4A)=FVAR(4)
6.a Ternary CH refined with riding coordinates:
 C30(H30), C14(H14)
6.b Secondary CH2 refined with riding coordinates:
 C43(H43A,H43B), C44(H44A,H44B)
6.c Aromatic/amide H refined with riding coordinates:
 C37(H37), C36(H36), C12(H12), C6(H6), C28(H28), C25(H25), C34(H34), C22(H22),
 C27(H27), C19(H19), C4(H4), C35(H35), C20(H20), C3(H3), C11(H11), C9(H9)
6.d Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C), C39(H39A,H39B,H39C), C32(H32A,H32B,H32C), C16(H16A,H16B,
 H16C), C41(H41A,H41B,H41C), C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
Ir1 Ir 0.60590(2) 0.51186(2) 0.30156(2) 0.02392(6) Uani 1 1 d . . . . .
Cl2 Cl 1.0165(2) 0.6801(2) 0.31894(17) 0.1087(12) Uani 0.811(5) 1 d . . P . .
Cl1 Cl 1.0943(2) 0.5444(2) 0.24936(16) 0.1032(12) Uani 0.811(5) 1 d . . P . .
O1 O 0.7105(2) 0.57077(19) 0.25896(16) 0.0307(6) Uani 1 1 d . . . . .
N3 N 0.6704(2) 0.5055(2) 0.40168(19) 0.0275(7) Uani 1 1 d . . . . .
N5 N 0.6832(2) 0.4049(2) 0.28161(19) 0.0284(7) Uani 1 1 d . . . . .
N1 N 0.5263(2) 0.5189(2) 0.20609(19) 0.0295(8) Uani 1 1 d . . . . .
Cl3 Cl 0.4636(4) 0.8118(2) 0.6142(2) 0.143(2) Uani 0.733(6) 1 d . U P . .
O2 O 0.8188(3) 0.5408(2) 0.2023(2) 0.0508(9) Uani 1 1 d . . . . .
N4 N 0.6876(3) 0.4419(3) 0.5048(2) 0.0349(9) Uani 1 1 d . . . . .
C24 C 0.7637(3) 0.4905(3) 0.5039(3) 0.0351(10) Uani 1 1 d . . . . .
C33 C 0.7504(3) 0.4251(3) 0.2492(2) 0.0295(9) Uani 1 1 d . . . . .
O4 O 0.9751(3) 0.5734(3) 0.5890(2) 0.0641(12) Uani 1 1 d . . . . .
F3A F 0.5113(8) 0.8984(6) 0.4106(6) 0.109(4) Uani 0.699(14) 1 d D U P A 2
C23 C 0.6322(3) 0.4546(3) 0.4428(2) 0.0301(9) Uani 1 1 d . . . . .
C17 C 0.5161(3) 0.4473(3) 0.3435(2) 0.0298(9) Uani 1 1 d . . . . .
C29 C 0.7525(3) 0.5293(3) 0.4394(2) 0.0293(9) Uani 1 1 d . . . . .
F5B F 0.254(3) 0.293(3) 0.339(2) 0.096(11) Uani 0.132(11) 1 d . U P B 2
C1 C 0.5440(3) 0.6240(3) 0.3099(2) 0.0296(9) Uani 1 1 d . . . . .
C37 C 0.6692(3) 0.3229(3) 0.2955(2) 0.0337(10) Uani 1 1 d . . . . .
H37 H 0.6225 0.3092 0.3191 0.040 Uiso 1 1 calc R . . . .
C30 C 0.6805(4) 0.3675(3) 0.5508(3) 0.0420(12) Uani 1 1 d . . . . .
H30 H 0.6251 0.3354 0.5303 0.050 Uiso 1 1 calc R . . . .
C36 C 0.7201(3) 0.2567(3) 0.2766(3) 0.0394(11) Uani 1 1 d . . . . .
H36 H 0.7078 0.1986 0.2864 0.047 Uiso 1 1 calc R . . . .
C12 C 0.5427(4) 0.3882(3) 0.1331(3) 0.0429(12) Uani 1 1 d . . . . .
H12 H 0.5901 0.3622 0.1646 0.051 Uiso 1 1 calc R . . . .
C6 C 0.5623(3) 0.6828(3) 0.3641(2) 0.0326(9) Uani 1 1 d . . . . .
H6 H 0.6011 0.6665 0.4058 0.039 Uiso 1 1 calc R . . . .
C38 C 0.7616(3) 0.5192(3) 0.2350(3) 0.0321(9) Uani 1 1 d . . . . .
O3 O 0.4150(3) 0.3455(3) -0.0365(2) 0.0658(12) Uani 1 1 d . . . . .
C18 C 0.5420(3) 0.4268(3) 0.4145(2) 0.0313(9) Uani 1 1 d . . . . .
C28 C 0.8170(3) 0.5840(3) 0.4222(2) 0.0354(10) Uani 1 1 d . . . . .
H28 H 0.8090 0.6108 0.3781 0.043 Uiso 1 1 calc R . . . .
C13 C 0.5049(3) 0.4657(3) 0.1488(2) 0.0324(9) Uani 1 1 d . . . . .
C7 C 0.4715(3) 0.5857(3) 0.1958(2) 0.0314(9) Uani 1 1 d . . . . .
C25 C 0.8390(3) 0.5058(3) 0.5541(3) 0.0410(11) Uani 1 1 d . . . . .
H25 H 0.8464 0.4802 0.5986 0.049 Uiso 1 1 calc R . . . .
C2 C 0.4833(3) 0.6524(3) 0.2493(2) 0.0310(9) Uani 1 1 d . . . . .
N2 N 0.4127(3) 0.5778(3) 0.1343(2) 0.0366(9) Uani 1 1 d . . . . .
C34 C 0.8042(3) 0.3622(3) 0.2299(3) 0.0426(12) Uani 1 1 d . . . . .
H34 H 0.8515 0.3773 0.2073 0.051 Uiso 1 1 calc R . . . .
C26 C 0.9025(3) 0.5594(4) 0.5367(3) 0.0431(12) Uani 1 1 d . . . . .
F2A F 0.5470(10) 0.7949(6) 0.4771(4) 0.111(5) Uani 0.699(14) 1 d D U P A 2
C5 C 0.5252(4) 0.7643(3) 0.3588(3) 0.0412(11) Uani 1 1 d D . . . .
C22 C 0.4325(3) 0.4191(3) 0.3094(3) 0.0350(10) Uani 1 1 d . . . . .
H22 H 0.4146 0.4280 0.2610 0.042 Uiso 1 1 calc R . . . .
C27 C 0.8927(3) 0.5980(3) 0.4714(3) 0.0420(11) Uani 1 1 d . . . . .
H27 H 0.9385 0.6339 0.4610 0.050 Uiso 1 1 calc R . . . .
C19 C 0.4822(3) 0.3901(3) 0.4510(3) 0.0407(11) Uani 1 1 d . . . . .
H19 H 0.4987 0.3822 0.4996 0.049 Uiso 1 1 calc R . . . .
C4 C 0.4702(4) 0.7912(3) 0.2988(3) 0.0448(12) Uani 1 1 d . . . . .
H4 H 0.4463 0.8478 0.2954 0.054 Uiso 1 1 calc R . . . .
C21 C 0.3756(3) 0.3783(3) 0.3458(3) 0.0434(12) Uani 1 1 d . . . . .
C42A C 0.5566(8) 0.8264(6) 0.4180(5) 0.054(3) Uani 0.699(14) 1 d D U P A 2
C35 C 0.7885(4) 0.2766(3) 0.2437(3) 0.0454(12) Uani 1 1 d . . . . .
H35 H 0.8247 0.2324 0.2305 0.054 Uiso 1 1 calc R . . . .
C8 C 0.4344(3) 0.5035(3) 0.1032(3) 0.0370(11) Uani 1 1 d . . . . .
Cl4 Cl 0.3570(3) 0.9107(6) 0.5057(3) 0.216(4) Uani 0.733(6) 1 d . U P . .
C31 C 0.6707(5) 0.3969(4) 0.6221(3) 0.0600(16) Uani 1 1 d . . . . .
H31A H 0.7236 0.4294 0.6435 0.090 Uiso 1 1 calc GR . . . .
H31B H 0.6640 0.3466 0.6507 0.090 Uiso 1 1 calc GR . . . .
H31C H 0.6180 0.4337 0.6183 0.090 Uiso 1 1 calc GR . . . .
C20 C 0.3985(3) 0.3649(4) 0.4167(3) 0.0474(13) Uani 1 1 d . . . . .
H20 H 0.3577 0.3390 0.4412 0.057 Uiso 1 1 calc R . . . .
C3 C 0.4503(3) 0.7352(3) 0.2441(3) 0.0421(12) Uani 1 1 d . . . . .
H3 H 0.4133 0.7536 0.2023 0.050 Uiso 1 1 calc R . . . .
C11 C 0.5086(4) 0.3514(4) 0.0709(3) 0.0520(14) Uani 1 1 d . . . . .
H11 H 0.5329 0.2986 0.0588 0.062 Uiso 1 1 calc R . . . .
C14 C 0.3310(3) 0.6292(4) 0.1137(3) 0.0508(14) Uani 1 1 d . . . . .
H14 H 0.3288 0.6703 0.1524 0.061 Uiso 1 1 calc R . . . .
C9 C 0.4000(4) 0.4654(4) 0.0393(3) 0.0434(12) Uani 1 1 d . . . . .
H9 H 0.3522 0.4907 0.0077 0.052 Uiso 1 1 calc R . . . .
C39 C 1.0451(4) 0.6254(5) 0.5758(4) 0.0657(18) Uani 1 1 d . . . . .
H39A H 1.0675 0.6024 0.5360 0.099 Uiso 1 1 calc GR . . . .
H39B H 1.0933 0.6259 0.6166 0.099 Uiso 1 1 calc GR . . . .
H39C H 1.0234 0.6842 0.5656 0.099 Uiso 1 1 calc GR . . . .
C10 C 0.4387(4) 0.3897(4) 0.0243(3) 0.0511(14) Uani 1 1 d . . . . .
C32 C 0.7585(5) 0.3062(4) 0.5520(4) 0.0696(19) Uani 1 1 d . . . . .
H32A H 0.7612 0.2887 0.5046 0.104 Uiso 1 1 calc GR . . . .
H32B H 0.7505 0.2552 0.5794 0.104 Uiso 1 1 calc GR . . . .
H32C H 0.8140 0.3352 0.5728 0.104 Uiso 1 1 calc GR . . . .
C40 C 0.2873(4) 0.3469(4) 0.3079(4) 0.0594(15) Uani 1 1 d . U . . .
F1A F 0.6393(5) 0.8494(7) 0.4248(5) 0.114(4) Uani 0.699(14) 1 d D U P A 2
F4B F 0.235(2) 0.412(3) 0.295(3) 0.080(10) Uani 0.132(11) 1 d . U P B 2
C16 C 0.3357(5) 0.6837(5) 0.0501(4) 0.078(2) Uani 1 1 d . . . . .
H16A H 0.3900 0.7185 0.0590 0.117 Uiso 1 1 calc GR . . . .
H16B H 0.2837 0.7217 0.0402 0.117 Uiso 1 1 calc GR . . . .
H16C H 0.3364 0.6460 0.0103 0.117 Uiso 1 1 calc GR . . . .
C41 C 0.3482(5) 0.3818(5) -0.0882(3) 0.075(2) Uani 1 1 d . . . . .
H41A H 0.3412 0.3469 -0.1303 0.112 Uiso 1 1 calc GR . . . .
H41B H 0.3652 0.4405 -0.0983 0.112 Uiso 1 1 calc GR . . . .
H41C H 0.2917 0.3832 -0.0717 0.112 Uiso 1 1 calc GR . . . .
C43 C 1.0042(6) 0.5799(8) 0.2849(6) 0.093(3) Uani 0.811(5) 1 d . . P . .
H43A H 0.9498 0.5786 0.2484 0.111 Uiso 0.811(5) 1 calc R . P . .
H43B H 0.9953 0.5392 0.3217 0.111 Uiso 0.811(5) 1 calc R . P . .
C15 C 0.2488(4) 0.5738(5) 0.1066(5) 0.082(2) Uani 1 1 d . . . . .
H15A H 0.2452 0.5359 0.0664 0.122 Uiso 1 1 calc GR . . . .
H15B H 0.1959 0.6105 0.1005 0.122 Uiso 1 1 calc GR . . . .
H15C H 0.2520 0.5388 0.1485 0.122 Uiso 1 1 calc GR . . . .
C44 C 0.4312(8) 0.9083(7) 0.5823(6) 0.078(3) Uani 0.733(6) 1 d . U P . .
H44A H 0.4848 0.9407 0.5762 0.094 Uiso 0.733(6) 1 calc R . P . .
H44B H 0.4046 0.9393 0.6172 0.094 Uiso 0.733(6) 1 calc R . P . .
F6B F 0.291(2) 0.319(3) 0.247(2) 0.070(8) Uani 0.132(11) 1 d . U P B 2
F1B F 0.6025(16) 0.8021(14) 0.4677(11) 0.102(9) Uani 0.301(14) 1 d D U P A 1
C42B C 0.5364(15) 0.8216(14) 0.4196(10) 0.065(7) Uani 0.301(14) 1 d D U P A 1
F3B F 0.5529(19) 0.8992(15) 0.4035(14) 0.101(8) Uani 0.301(14) 1 d D U P A 1
F2B F 0.4693(14) 0.8268(17) 0.4495(12) 0.120(8) Uani 0.301(14) 1 d D U P A 1
F5A F 0.2234(3) 0.3521(5) 0.3444(3) 0.094(2) Uani 0.868(11) 1 d . U P B 1
F6A F 0.2887(3) 0.2643(4) 0.2917(4) 0.098(3) Uani 0.868(11) 1 d . U P B 1
F4A F 0.2579(5) 0.3881(7) 0.2495(4) 0.127(4) Uani 0.868(11) 1 d . U P B 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Ir1 O1 2.151(3) . ?
Ir1 N3 2.031(4) . ?
Ir1 N5 2.121(4) . ?
Ir1 N1 2.038(4) . ?
Ir1 C17 2.004(4) . ?
Ir1 C1 2.006(4) . ?
Cl2 C43 1.692(12) . ?
Cl1 C43 1.753(11) . ?
O1 C38 1.272(5) . ?
N3 C23 1.344(6) . ?
N3 C29 1.382(5) . ?
N5 C33 1.348(6) . ?
N5 C37 1.330(6) . ?
N1 C13 1.386(6) . ?
N1 C7 1.325(6) . ?
Cl3 C44 1.664(11) . ?
O2 C38 1.229(6) . ?
N4 C24 1.392(6) . ?
N4 C23 1.359(6) . ?
N4 C30 1.486(6) . ?
C24 C29 1.387(7) . ?
C24 C25 1.388(7) . ?
C33 C38 1.506(6) . ?
C33 C34 1.378(6) . ?
O4 C26 1.380(6) . ?
O4 C39 1.407(7) . ?
F3A C42A 1.310(11) . ?
C23 C18 1.453(6) . ?
C17 C18 1.414(6) . ?
C17 C22 1.398(6) . ?
C29 C28 1.393(6) . ?
F5B C40 1.20(3) . ?
C1 C6 1.391(6) . ?
C1 C2 1.434(6) . ?
C37 H37 0.9500 . ?
C37 C36 1.383(6) . ?
C30 H30 1.0000 . ?
C30 C31 1.511(8) . ?
C30 C32 1.525(8) . ?
C36 H36 0.9500 . ?
C36 C35 1.369(8) . ?
C12 H12 0.9500 . ?
C12 C13 1.397(7) . ?
C12 C11 1.362(7) . ?
C6 H6 0.9500 . ?
C6 C5 1.384(7) . ?
O3 C10 1.368(6) . ?
O3 C41 1.415(8) . ?
C18 C19 1.392(6) . ?
C28 H28 0.9500 . ?
C28 C27 1.378(7) . ?
C13 C8 1.395(7) . ?
C7 C2 1.465(6) . ?
C7 N2 1.368(6) . ?
C25 H25 0.9500 . ?
C25 C26 1.374(7) . ?
C2 C3 1.379(6) . ?
N2 C8 1.378(6) . ?
N2 C14 1.475(6) . ?
C34 H34 0.9500 . ?
C34 C35 1.389(7) . ?
C26 C27 1.398(7) . ?
F2A C42A 1.297(11) . ?
C5 C4 1.377(8) . ?
C5 C42A 1.520(10) . ?
C5 C42B 1.476(17) . ?
C22 H22 0.9500 . ?
C22 C21 1.384(7) . ?
C27 H27 0.9500 . ?
C19 H19 0.9500 . ?
C19 C20 1.385(7) . ?
C4 H4 0.9500 . ?
C4 C3 1.373(7) . ?
C21 C20 1.387(8) . ?
C21 C40 1.496(7) . ?
C42A F1A 1.298(12) . ?
C35 H35 0.9500 . ?
C8 C9 1.399(7) . ?
Cl4 C44 1.705(12) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C20 H20 0.9500 . ?
C3 H3 0.9500 . ?
C11 H11 0.9500 . ?
C11 C10 1.402(8) . ?
C14 H14 1.0000 . ?
C14 C16 1.524(9) . ?
C14 C15 1.509(9) . ?
C9 H9 0.9500 . ?
C9 C10 1.376(8) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C40 F4B 1.29(4) . ?
C40 F6B 1.28(4) . ?
C40 F5A 1.323(8) . ?
C40 F6A 1.324(9) . ?
C40 F4A 1.318(9) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
F1B C42B 1.283(18) . ?
C42B F3B 1.284(18) . ?
C42B F2B 1.281(17) . ?

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
N3 Ir1 O1 98.01(13) . . ?
N3 Ir1 N5 87.53(14) . . ?
N3 Ir1 N1 172.52(14) . . ?
N5 Ir1 O1 77.14(12) . . ?
N1 Ir1 O1 88.63(14) . . ?
N1 Ir1 N5 97.36(14) . . ?
C17 Ir1 O1 174.53(14) . . ?
C17 Ir1 N3 79.62(17) . . ?
C17 Ir1 N5 97.77(15) . . ?
C17 Ir1 N1 94.05(17) . . ?
C17 Ir1 C1 91.69(17) . . ?
C1 Ir1 O1 93.48(14) . . ?
C1 Ir1 N3 96.44(16) . . ?
C1 Ir1 N5 170.28(16) . . ?
C1 Ir1 N1 79.63(17) . . ?
C38 O1 Ir1 115.7(3) . . ?
C23 N3 Ir1 115.3(3) . . ?
C23 N3 C29 106.9(4) . . ?
C29 N3 Ir1 136.9(3) . . ?
C33 N5 Ir1 114.1(3) . . ?
C37 N5 Ir1 126.6(3) . . ?
C37 N5 C33 119.3(4) . . ?
C13 N1 Ir1 136.4(3) . . ?
C7 N1 Ir1 115.6(3) . . ?
C7 N1 C13 107.4(4) . . ?
C24 N4 C30 126.1(4) . . ?
C23 N4 C24 106.8(4) . . ?
C23 N4 C30 123.7(4) . . ?
C29 C24 N4 106.9(4) . . ?
C29 C24 C25 121.2(5) . . ?
C25 C24 N4 131.9(5) . . ?
N5 C33 C38 116.1(4) . . ?
N5 C33 C34 121.1(4) . . ?
C34 C33 C38 122.9(4) . . ?
C26 O4 C39 119.0(5) . . ?
N3 C23 N4 111.0(4) . . ?
N3 C23 C18 115.8(4) . . ?
N4 C23 C18 133.2(4) . . ?
C18 C17 Ir1 115.8(3) . . ?
C22 C17 Ir1 126.7(4) . . ?
C22 C17 C18 117.5(4) . . ?
N3 C29 C24 108.3(4) . . ?
N3 C29 C28 130.4(4) . . ?
C24 C29 C28 121.3(4) . . ?
C6 C1 Ir1 127.2(3) . . ?
C6 C1 C2 116.1(4) . . ?
C2 C1 Ir1 116.1(3) . . ?
N5 C37 H37 118.8 . . ?
N5 C37 C36 122.4(4) . . ?
C36 C37 H37 118.8 . . ?
N4 C30 H30 107.3 . . ?
N4 C30 C31 111.3(5) . . ?
N4 C30 C32 110.3(4) . . ?
C31 C30 H30 107.3 . . ?
C31 C30 C32 113.1(5) . . ?
C32 C30 H30 107.3 . . ?
C37 C36 H36 120.6 . . ?
C35 C36 C37 118.8(5) . . ?
C35 C36 H36 120.6 . . ?
C13 C12 H12 121.4 . . ?
C11 C12 H12 121.4 . . ?
C11 C12 C13 117.2(5) . . ?
C1 C6 H6 119.2 . . ?
C5 C6 C1 121.5(5) . . ?
C5 C6 H6 119.2 . . ?
O1 C38 C33 116.3(4) . . ?
O2 C38 O1 125.0(4) . . ?
O2 C38 C33 118.7(4) . . ?
C10 O3 C41 117.5(5) . . ?
C17 C18 C23 112.2(4) . . ?
C19 C18 C23 126.6(4) . . ?
C19 C18 C17 121.0(4) . . ?
C29 C28 H28 121.1 . . ?
C27 C28 C29 117.8(4) . . ?
C27 C28 H28 121.1 . . ?
N1 C13 C12 130.7(4) . . ?
N1 C13 C8 107.8(4) . . ?
C8 C13 C12 121.6(4) . . ?
N1 C7 C2 117.2(4) . . ?
N1 C7 N2 110.8(4) . . ?
N2 C7 C2 132.0(4) . . ?
C24 C25 H25 121.4 . . ?
C26 C25 C24 117.2(5) . . ?
C26 C25 H25 121.4 . . ?
C1 C2 C7 110.6(4) . . ?
C3 C2 C1 121.3(4) . . ?
C3 C2 C7 127.9(4) . . ?
C7 N2 C8 107.1(4) . . ?
C7 N2 C14 125.2(4) . . ?
C8 N2 C14 126.5(4) . . ?
C33 C34 H34 120.3 . . ?
C33 C34 C35 119.4(5) . . ?
C35 C34 H34 120.3 . . ?
O4 C26 C27 123.2(5) . . ?
C25 C26 O4 114.6(5) . . ?
C25 C26 C27 122.2(5) . . ?
C6 C5 C42A 117.3(6) . . ?
C6 C5 C42B 120.6(10) . . ?
C4 C5 C6 121.2(5) . . ?
C4 C5 C42A 121.0(6) . . ?
C4 C5 C42B 117.9(10) . . ?
C17 C22 H22 119.8 . . ?
C21 C22 C17 120.4(5) . . ?
C21 C22 H22 119.8 . . ?
C28 C27 C26 120.4(5) . . ?
C28 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.2(5) . . ?
C20 C19 H19 119.9 . . ?
C5 C4 H4 120.4 . . ?
C3 C4 C5 119.1(5) . . ?
C3 C4 H4 120.4 . . ?
C22 C21 C20 121.8(5) . . ?
C22 C21 C40 119.3(5) . . ?
C20 C21 C40 118.9(5) . . ?
F3A C42A C5 112.1(10) . . ?
F2A C42A F3A 105.9(9) . . ?
F2A C42A C5 112.0(9) . . ?
F2A C42A F1A 106.7(10) . . ?
F1A C42A F3A 105.2(9) . . ?
F1A C42A C5 114.4(7) . . ?
C36 C35 C34 119.0(5) . . ?
C36 C35 H35 120.5 . . ?
C34 C35 H35 120.5 . . ?
C13 C8 C9 120.8(5) . . ?
N2 C8 C13 106.8(4) . . ?
N2 C8 C9 132.4(5) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C19 C20 C21 118.7(5) . . ?
C19 C20 H20 120.6 . . ?
C21 C20 H20 120.6 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.7(5) . . ?
C4 C3 H3 119.7 . . ?
C12 C11 H11 119.2 . . ?
C12 C11 C10 121.6(5) . . ?
C10 C11 H11 119.2 . . ?
N2 C14 H14 106.6 . . ?
N2 C14 C16 110.9(5) . . ?
N2 C14 C15 111.4(5) . . ?
C16 C14 H14 106.6 . . ?
C15 C14 H14 106.6 . . ?
C15 C14 C16 114.4(6) . . ?
C8 C9 H9 121.6 . . ?
C10 C9 C8 116.9(5) . . ?
C10 C9 H9 121.6 . . ?
O4 C39 H39A 109.5 . . ?
O4 C39 H39B 109.5 . . ?
O4 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
O3 C10 C11 113.6(5) . . ?
O3 C10 C9 124.4(5) . . ?
C9 C10 C11 121.9(5) . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
F5B C40 C21 114(2) . . ?
F5B C40 F4B 109(3) . . ?
F5B C40 F6B 110(3) . . ?
F4B C40 C21 108.2(17) . . ?
F6B C40 C21 112.4(14) . . ?
F6B C40 F4B 103(3) . . ?
F5A C40 C21 113.7(6) . . ?
F5A C40 F6A 103.7(6) . . ?
F6A C40 C21 112.5(6) . . ?
F4A C40 C21 113.7(5) . . ?
F4A C40 F5A 106.2(7) . . ?
F4A C40 F6A 106.3(8) . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O3 C41 H41A 109.5 . . ?
O3 C41 H41B 109.5 . . ?
O3 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
Cl2 C43 Cl1 114.3(6) . . ?
Cl2 C43 H43A 108.7 . . ?
Cl2 C43 H43B 108.7 . . ?
Cl1 C43 H43A 108.7 . . ?
Cl1 C43 H43B 108.7 . . ?
H43A C43 H43B 107.6 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Cl3 C44 Cl4 117.0(7) . . ?
Cl3 C44 H44A 108.1 . . ?
Cl3 C44 H44B 108.1 . . ?
Cl4 C44 H44A 108.1 . . ?
Cl4 C44 H44B 108.1 . . ?
H44A C44 H44B 107.3 . . ?
F1B C42B C5 114.1(17) . . ?
F1B C42B F3B 103.8(17) . . ?
F3B C42B C5 111(2) . . ?
F2B C42B C5 115.6(16) . . ?
F2B C42B F1B 105.4(16) . . ?
F2B C42B F3B 105.5(17) . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
