# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2021

####################################################################### 
# 
# 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 1981001'
loop_
_audit_author_name
_audit_author_address
'Christian Philouze'
;CNRS
France
;
_audit_update_record             
;
2021-03-24 deposited with the CCDC.	2021-10-13 downloaded from the CCDC.
;
_audit_creation_date             2021-03-24
_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         'C48 H50 Ir N6 O4, F6 P, 3(C2 H4 Cl2)'
_chemical_formula_sum            'C54 H62 Cl6 F6 Ir N6 O4 P'
_chemical_formula_weight         1408.96
_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'
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'
P P 0.1023 0.0942 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   19.554(4)
_cell_length_b                   22.055(4)
_cell_length_c                   15.394(3)
_cell_angle_alpha                90
_cell_angle_beta                 117.07(3)
_cell_angle_gamma                90
_cell_volume                     5911(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    41641
_cell_measurement_temperature    200
_cell_measurement_theta_max      30.000
_cell_measurement_theta_min      2.809
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.625
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.576016
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2004/1 (Bruker,2004) was used for absorption correction.
R(int) was 0.0922 before and 0.0353 after correction.
The Ratio of minimum to maximum transmission is 0.5760.
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    1.583
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2832
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_unetI/netI     0.0236
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            41641
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.998
_diffrn_reflns_theta_min         2.809
_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 0.999
_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                7680
_reflns_number_total             8603
_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         2.163
_refine_diff_density_min         -1.139
_refine_diff_density_rms         0.090
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.167
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     424
_refine_ls_number_reflns         8603
_refine_ls_number_restraints     175
_refine_ls_R_factor_all          0.0362
_refine_ls_R_factor_gt           0.0265
_refine_ls_restrained_S_all      1.803
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0278P)²+12.8958P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0645
_refine_ls_wR_factor_ref         0.0742
_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
 Cl1B-C25B
 1.7 with sigma of 0.02
 C26B-Cl2B
 1.7 with sigma of 0.02
 C25B-C26B
 1.5 with sigma of 0.02
 C25B-Cl2B
 2.6 with sigma of 0.02
 Cl1B-C26B
 2.6 with sigma of 0.02
 C27A-Cl3
 1.7 with sigma of 0.01
 C27A-C27A_$1
 1.6 with sigma of 0.01
 C27A-Cl3_$1
 2.6 with sigma of 0.01
 C27B-Cl3
 1.7 with sigma of 0.01
 C27B-C27B_$1
 1.6 with sigma of 0.01
 C27B-Cl3_$1
 2.6 with sigma of 0.01
 C27B-Cl3
 1.7 with sigma of 0.01
 C19-C19_$2
 1.38 with sigma of 0.005
 N3-C19
 1.45 with sigma of 0.005
 C19-C20
 1.45 with sigma of 0.005
3. Rigid bond restraints
 Cl1B, Cl2B, C26B, C25B, Cl1A, C25A, C26A, Cl2A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C27A, Cl3
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 P1, F1, F2A, F3A, F3B, F2B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 Cl3, C27A, C27B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Cl1B \\sim Cl2B \\sim C26B \\sim C25B \\sim Cl1A \\sim C25A \\sim C26A \\sim
Cl2A: within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08
Cl3 \\sim C27A: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08
P1 \\sim F1 \\sim F2A \\sim F3A \\sim F3B \\sim F2B: within 1.7A with sigma of
0.04 and sigma for terminal atoms of 0.08
Cl3 \\sim C27A \\sim C27B: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08
5. Others
 Sof(Cl2B)=Sof(Cl1B)=Sof(C25B)=Sof(H25C)=Sof(H25D)=Sof(C26B)=Sof(H26C)=
 Sof(H26D)=1-FVAR(1)
 Sof(Cl1A)=Sof(Cl2A)=Sof(C25A)=Sof(H25A)=Sof(H25B)=Sof(C26A)=Sof(H26A)=
 Sof(H26B)=FVAR(1)
 Sof(F2A)=Sof(F3A)=1-FVAR(2)
 Sof(F3B)=Sof(F2B)=FVAR(2)
 Sof(C27B)=Sof(H27C)=Sof(H27D)=1-FVAR(3)
 Sof(C27A)=Sof(H27A)=Sof(H27B)=FVAR(3)
6.a Ternary CH refined with riding coordinates:
 C14(H14)
6.b Secondary CH2 refined with riding coordinates:
 C25A(H25A,H25B), C26A(H26A,H26B), C25B(H25C,H25D), C26B(H26C,H26D), C27A(H27A,
 H27B), C27B(H27C,H27D)
6.c Aromatic/amide H refined with riding coordinates:
 C20(H20), C23(H23), C12(H12), C9(H9), C5(H5), C2(H2), C22(H22), C10(H10),
 C4(H4)
6.d Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C18(H18A,H18B,H18C), C17(H17A,H17B,H17C), C15(H15A,H15B,
 H15C), C16(H16A,H16B,H16C)
;
_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 0.5000 0.70590(2) 0.7500 0.02459(4) Uani 1 2 d S T P . .
P1 P 1.0000 0.57556(6) 0.7500 0.0585(3) Uani 1 2 d S TU P . .
Cl1A Cl 0.84401(16) 0.42523(9) 0.82981(17) 0.0778(8) Uani 0.724(8) 1 d . U . A
1
Cl2A Cl 0.8507(2) 0.27719(13) 1.0126(2) 0.0897(8) Uani 0.724(8) 1 d . U . A 1
N3 N 0.53253(12) 0.78110(9) 0.84700(14) 0.0270(4) Uani 1 1 d D . . . .
N1 N 0.59583(12) 0.69896(9) 0.73013(15) 0.0274(4) Uani 1 1 d . . . . .
Cl3 Cl 0.38332(15) 0.53672(11) 0.22006(13) 0.1641(11) Uani 1 1 d D U . . .
O2 O 0.88411(13) 0.78958(10) 0.83684(19) 0.0477(5) Uani 1 1 d . . . . .
N2 N 0.66336(12) 0.65122(9) 0.66734(15) 0.0295(4) Uani 1 1 d . . . . .
O1 O 0.30491(12) 0.55000(11) 0.46704(17) 0.0494(5) Uani 1 1 d . . . . .
C19 C 0.51708(13) 0.83741(10) 0.80419(12) 0.0264(4) Uani 1 1 d D . . . .
C1 C 0.46660(14) 0.64110(10) 0.64561(16) 0.0267(4) Uani 1 1 d . . . . .
C7 C 0.59442(14) 0.65563(11) 0.66877(17) 0.0280(4) Uani 1 1 d . . . . .
C8 C 0.66782(14) 0.72535(11) 0.76819(18) 0.0277(4) Uani 1 1 d . . . . .
C6 C 0.52178(14) 0.62431(11) 0.61473(18) 0.0291(5) Uani 1 1 d . . . . .
C13 C 0.71049(15) 0.69668(11) 0.72771(18) 0.0286(5) Uani 1 1 d . . . . .
C20 C 0.53288(16) 0.89017(11) 0.86065(18) 0.0335(5) Uani 1 1 d D . . . .
H20 H 0.5223 0.9287 0.8298 0.040 Uiso 1 1 calc R . . . .
C23 C 0.56231(16) 0.77869(12) 0.94372(18) 0.0340(5) Uani 1 1 d . . . . .
H23 H 0.5729 0.7401 0.9744 0.041 Uiso 1 1 calc R . . . .
C21 C 0.56327(16) 0.88644(12) 0.9594(2) 0.0355(5) Uani 1 1 d . . . . .
C12 C 0.78389(16) 0.71609(12) 0.7467(2) 0.0335(5) Uani 1 1 d . . . . .
H12 H 0.8123 0.6969 0.7181 0.040 Uiso 1 1 calc R . . . .
C9 C 0.69929(16) 0.77366(13) 0.8329(2) 0.0354(5) Uani 1 1 d . . . . .
H9 H 0.6714 0.7927 0.8623 0.042 Uiso 1 1 calc R . . . .
C5 C 0.50108(16) 0.58685(12) 0.5330(2) 0.0365(6) Uani 1 1 d . . . . .
H5 H 0.5376 0.5778 0.5102 0.044 Uiso 1 1 calc R . . . .
C11 C 0.81304(15) 0.76493(12) 0.8095(2) 0.0346(5) Uani 1 1 d . . . . .
C2 C 0.39332(15) 0.61551(12) 0.59780(19) 0.0320(5) Uani 1 1 d . . . . .
H2 H 0.3559 0.6247 0.6191 0.038 Uiso 1 1 calc R . . . .
C22 C 0.57850(17) 0.82971(13) 1.00154(19) 0.0382(6) Uani 1 1 d . . . . .
H22 H 0.6001 0.8257 1.0704 0.046 Uiso 1 1 calc R . . . .
C3 C 0.37515(16) 0.57662(12) 0.5190(2) 0.0352(5) Uani 1 1 d . . . . .
C10 C 0.77169(17) 0.79285(12) 0.8527(2) 0.0383(6) Uani 1 1 d . . . . .
H10 H 0.7942 0.8257 0.8966 0.046 Uiso 1 1 calc R . . . .
C4 C 0.42821(17) 0.56310(13) 0.4859(2) 0.0390(6) Uani 1 1 d . . . . .
H4 H 0.4144 0.5375 0.4308 0.047 Uiso 1 1 calc R . . . .
F1 F 0.9513(2) 0.52554(14) 0.7684(4) 0.1295(15) Uani 1 1 d . U . . .
C14 C 0.68846(16) 0.59911(12) 0.6275(2) 0.0376(6) Uani 1 1 d . . . . .
H14 H 0.6465 0.5682 0.6059 0.045 Uiso 1 1 calc R . . . .
C24 C 0.5782(2) 0.94284(15) 1.0197(2) 0.0501(8) Uani 1 1 d . . . . .
H24A H 0.5722 0.9784 0.9788 0.075 Uiso 1 1 calc GR . . . .
H24B H 0.6306 0.9417 1.0732 0.075 Uiso 1 1 calc GR . . . .
H24C H 0.5414 0.9452 1.0466 0.075 Uiso 1 1 calc GR . . . .
C18 C 0.9255(2) 0.7706(2) 0.7869(4) 0.0675(11) Uani 1 1 d . . . . .
H18A H 0.8945 0.7774 0.7168 0.101 Uiso 1 1 calc GR . . . .
H18B H 0.9374 0.7273 0.7989 0.101 Uiso 1 1 calc GR . . . .
H18C H 0.9734 0.7937 0.8104 0.101 Uiso 1 1 calc GR . . . .
C17 C 0.2460(2) 0.56241(19) 0.4938(3) 0.0603(10) Uani 1 1 d . . . . .
H17A H 0.1989 0.5414 0.4490 0.091 Uiso 1 1 calc GR . . . .
H17B H 0.2366 0.6062 0.4904 0.091 Uiso 1 1 calc GR . . . .
H17C H 0.2618 0.5482 0.5606 0.091 Uiso 1 1 calc GR . . . .
C15 C 0.6968(3) 0.61692(18) 0.5386(3) 0.0665(11) Uani 1 1 d . . . . .
H15A H 0.6490 0.6356 0.4907 0.100 Uiso 1 1 calc GR . . . .
H15B H 0.7079 0.5808 0.5101 0.100 Uiso 1 1 calc GR . . . .
H15C H 0.7390 0.6460 0.5571 0.100 Uiso 1 1 calc GR . . . .
C16 C 0.7595(2) 0.56964(16) 0.7066(3) 0.0627(11) Uani 1 1 d . . . . .
H16A H 0.8039 0.5963 0.7234 0.094 Uiso 1 1 calc GR . . . .
H16B H 0.7686 0.5307 0.6829 0.094 Uiso 1 1 calc GR . . . .
H16C H 0.7519 0.5629 0.7645 0.094 Uiso 1 1 calc GR . . . .
F2A F 0.9646(14) 0.6217(7) 0.798(2) 0.140(6) Uani 0.51(3) 1 d . U . B 2
C25A C 0.8148(5) 0.3708(4) 0.8952(6) 0.085(2) Uani 0.724(8) 1 d . U . A 1
H25A H 0.7999 0.3921 0.9407 0.102 Uiso 0.724(8) 1 calc R . . A 1
H25B H 0.7702 0.3469 0.8488 0.102 Uiso 0.724(8) 1 calc R . . A 1
C26A C 0.8788(5) 0.3318(4) 0.9481(6) 0.0799(19) Uani 0.724(8) 1 d . U . A 1
H26A H 0.9232 0.3557 0.9948 0.096 Uiso 0.724(8) 1 calc R . . A 1
H26B H 0.8939 0.3109 0.9026 0.096 Uiso 0.724(8) 1 calc R . . A 1
F3A F 1.0589(8) 0.5534(10) 0.8545(12) 0.164(6) Uani 0.51(3) 1 d . U . B 2
Cl2B Cl 0.8921(11) 0.2675(5) 1.0082(7) 0.150(5) Uani 0.276(8) 1 d D U . A 2
Cl1B Cl 0.7991(12) 0.4231(5) 0.8396(10) 0.199(8) Uani 0.276(8) 1 d D U . A 2
C25B C 0.8529(16) 0.3577(9) 0.8819(15) 0.102(6) Uani 0.276(8) 1 d D U . A 2
H25C H 0.8262 0.3235 0.8377 0.122 Uiso 0.276(8) 1 calc R . . A 2
H25D H 0.9034 0.3631 0.8826 0.122 Uiso 0.276(8) 1 calc R . . A 2
C26B C 0.8640(16) 0.3440(9) 0.9804(13) 0.115(6) Uani 0.276(8) 1 d D U . A 2
H26C H 0.8156 0.3512 0.9846 0.138 Uiso 0.276(8) 1 calc R . . A 2
H26D H 0.9041 0.3709 1.0281 0.138 Uiso 0.276(8) 1 calc R . . A 2
C27A C 0.4634(3) 0.5379(9) 0.2008(5) 0.253(10) Uani 0.513(19) 1 d D U . C 1
H27A H 0.4634 0.5019 0.1623 0.304 Uiso 0.513(19) 1 calc R . . C 1
H27B H 0.4625 0.5746 0.1633 0.304 Uiso 0.513(19) 1 calc R . . C 1
F3B F 1.0524(12) 0.5910(12) 0.8498(13) 0.202(7) Uani 0.49(3) 1 d . U . B 1
F2B F 0.9388(9) 0.6248(5) 0.732(2) 0.120(5) Uani 0.49(3) 1 d . U . B 1
C27B C 0.4812(4) 0.5370(13) 0.2844(5) 0.287(13) Uani 0.487(19) 1 d D U . C 2
H27C H 0.4980 0.5734 0.3266 0.345 Uiso 0.487(19) 1 calc R . . C 2
H27D H 0.4983 0.5008 0.3270 0.345 Uiso 0.487(19) 1 calc R . . C 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 N3 2.126(2) . ?
Ir1 N3 2.126(2) 2_656 ?
Ir1 N1 2.037(2) 2_656 ?
Ir1 N1 2.037(2) . ?
Ir1 C1 2.024(2) 2_656 ?
Ir1 C1 2.024(2) . ?
P1 F1 1.565(3) 2_756 ?
P1 F1 1.565(3) . ?
P1 F2A 1.586(10) . ?
P1 F2A 1.586(10) 2_756 ?
P1 F3A 1.570(11) 2_756 ?
P1 F3A 1.570(11) . ?
P1 F3B 1.447(13) 2_756 ?
P1 F3B 1.447(13) . ?
P1 F2B 1.546(9) 2_756 ?
P1 F2B 1.546(9) . ?
Cl1A C25A 1.819(8) . ?
Cl2A C26A 1.798(8) . ?
N3 C19 1.374(3) . ?
N3 C23 1.330(3) . ?
N1 C7 1.335(3) . ?
N1 C8 1.383(3) . ?
Cl3 C27A 1.722(8) . ?
Cl3 C27B 1.709(7) . ?
O2 C11 1.368(3) . ?
O2 C18 1.409(4) . ?
N2 C7 1.362(3) . ?
N2 C13 1.392(3) . ?
N2 C14 1.487(3) . ?
O1 C3 1.368(3) . ?
O1 C17 1.415(4) . ?
C19 C19 1.488(3) 2_656 ?
C19 C20 1.400(3) . ?
C1 C6 1.412(3) . ?
C1 C2 1.398(3) . ?
C7 C6 1.453(3) . ?
C8 C13 1.399(3) . ?
C8 C9 1.396(3) . ?
C6 C5 1.402(3) . ?
C13 C12 1.395(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.360(4) . ?
C23 H23 0.9500 . ?
C23 C22 1.379(4) . ?
C21 C22 1.378(4) . ?
C21 C24 1.499(4) . ?
C12 H12 0.9500 . ?
C12 C11 1.385(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.372(4) . ?
C5 H5 0.9500 . ?
C5 C4 1.375(4) . ?
C11 C10 1.402(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.393(4) . ?
C22 H22 0.9500 . ?
C3 C4 1.381(4) . ?
C10 H10 0.9500 . ?
C4 H4 0.9500 . ?
C14 H14 1.0000 . ?
C14 C15 1.502(5) . ?
C14 C16 1.514(5) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C25A H25A 0.9900 . ?
C25A H25B 0.9900 . ?
C25A C26A 1.429(11) . ?
C26A H26A 0.9900 . ?
C26A H26B 0.9900 . ?
Cl2B C26B 1.765(16) . ?
Cl1B C25B 1.728(16) . ?
C25B H25C 0.9900 . ?
C25B H25D 0.9900 . ?
C25B C26B 1.463(17) . ?
C26B H26C 0.9900 . ?
C26B H26D 0.9900 . ?
C27A C27A 1.538(9) 2_655 ?
C27A H27A 0.9900 . ?
C27A H27B 0.9900 . ?
F3B F2B 1.54(5) 2_756 ?
F2B F3B 1.54(5) 2_756 ?
C27B C27B 1.540(10) 2_655 ?
C27B H27C 0.9900 . ?
C27B H27D 0.9900 . ?

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 N3 77.47(11) 2_656 . ?
N1 Ir1 N3 99.35(8) 2_656 2_656 ?
N1 Ir1 N3 99.35(8) . . ?
N1 Ir1 N3 87.41(8) 2_656 . ?
N1 Ir1 N3 87.41(8) . 2_656 ?
N1 Ir1 N1 171.38(11) . 2_656 ?
C1 Ir1 N3 96.19(9) . 2_656 ?
C1 Ir1 N3 173.61(8) . . ?
C1 Ir1 N3 96.20(9) 2_656 . ?
C1 Ir1 N3 173.61(8) 2_656 2_656 ?
C1 Ir1 N1 79.30(9) . . ?
C1 Ir1 N1 94.56(9) 2_656 . ?
C1 Ir1 N1 79.30(9) 2_656 2_656 ?
C1 Ir1 N1 94.56(9) . 2_656 ?
C1 Ir1 C1 90.15(13) . 2_656 ?
F1 P1 F1 90.3(2) 2_756 . ?
F1 P1 F2A 86.5(6) 2_756 2_756 ?
F1 P1 F2A 86.5(6) . . ?
F1 P1 F2A 164.9(12) . 2_756 ?
F1 P1 F2A 164.9(12) 2_756 . ?
F1 P1 F3A 75.1(9) . 2_756 ?
F1 P1 F3A 79.5(7) 2_756 2_756 ?
F1 P1 F3A 79.5(7) . . ?
F1 P1 F3A 75.1(9) 2_756 . ?
F2A P1 F2A 100.2(14) 2_756 . ?
F3A P1 F2A 113.7(14) . 2_756 ?
F3A P1 F2A 113.7(14) 2_756 . ?
F3A P1 F2A 89.8(8) . . ?
F3A P1 F2A 89.8(8) 2_756 2_756 ?
F3A P1 F3A 143.8(18) 2_756 . ?
F3B P1 F1 99.7(12) 2_756 2_756 ?
F3B P1 F1 99.4(10) . 2_756 ?
F3B P1 F1 99.4(10) 2_756 . ?
F3B P1 F1 99.7(12) . . ?
F3B P1 F3B 153(2) . 2_756 ?
F3B P1 F2B 61.9(19) 2_756 . ?
F3B P1 F2B 98.0(8) . . ?
F3B P1 F2B 61.9(19) . 2_756 ?
F3B P1 F2B 98.0(8) 2_756 2_756 ?
F2B P1 F1 161.7(10) 2_756 . ?
F2B P1 F1 92.4(5) . . ?
F2B P1 F1 161.7(10) . 2_756 ?
F2B P1 F1 92.4(5) 2_756 2_756 ?
F2B P1 F2B 90.7(11) 2_756 . ?
C19 N3 Ir1 115.98(14) . . ?
C23 N3 Ir1 126.41(17) . . ?
C23 N3 C19 117.5(2) . . ?
C7 N1 Ir1 115.83(17) . . ?
C7 N1 C8 106.9(2) . . ?
C8 N1 Ir1 137.15(16) . . ?
C11 O2 C18 118.0(3) . . ?
C7 N2 C13 107.3(2) . . ?
C7 N2 C14 125.2(2) . . ?
C13 N2 C14 126.1(2) . . ?
C3 O1 C17 118.7(2) . . ?
N3 C19 C19 115.24(11) . 2_656 ?
N3 C19 C20 121.02(18) . . ?
C20 C19 C19 123.74(13) . 2_656 ?
C6 C1 Ir1 115.62(17) . . ?
C2 C1 Ir1 125.89(19) . . ?
C2 C1 C6 118.3(2) . . ?
N1 C7 N2 111.1(2) . . ?
N1 C7 C6 116.4(2) . . ?
N2 C7 C6 132.4(2) . . ?
N1 C8 C13 108.6(2) . . ?
N1 C8 C9 131.1(2) . . ?
C9 C8 C13 120.3(2) . . ?
C1 C6 C7 112.4(2) . . ?
C5 C6 C1 120.2(2) . . ?
C5 C6 C7 127.0(2) . . ?
N2 C13 C8 106.0(2) . . ?
N2 C13 C12 131.8(2) . . ?
C12 C13 C8 122.2(2) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.3(2) . . ?
C21 C20 H20 119.9 . . ?
N3 C23 H23 118.5 . . ?
N3 C23 C22 123.0(2) . . ?
C22 C23 H23 118.5 . . ?
C20 C21 C22 118.2(2) . . ?
C20 C21 C24 120.3(3) . . ?
C22 C21 C24 121.5(3) . . ?
C13 C12 H12 121.9 . . ?
C11 C12 C13 116.2(2) . . ?
C11 C12 H12 121.9 . . ?
C8 C9 H9 121.0 . . ?
C10 C9 C8 118.0(2) . . ?
C10 C9 H9 121.0 . . ?
C6 C5 H5 119.8 . . ?
C4 C5 C6 120.3(3) . . ?
C4 C5 H5 119.8 . . ?
O2 C11 C12 124.2(3) . . ?
O2 C11 C10 113.8(2) . . ?
C12 C11 C10 122.0(2) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.1(2) . . ?
C3 C2 H2 120.0 . . ?
C23 C22 H22 120.0 . . ?
C21 C22 C23 120.0(2) . . ?
C21 C22 H22 120.0 . . ?
O1 C3 C2 124.3(3) . . ?
O1 C3 C4 114.5(2) . . ?
C4 C3 C2 121.2(2) . . ?
C9 C10 C11 121.2(2) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
C5 C4 C3 119.7(2) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
N2 C14 H14 106.8 . . ?
N2 C14 C15 111.5(3) . . ?
N2 C14 C16 110.7(2) . . ?
C15 C14 H14 106.8 . . ?
C15 C14 C16 113.8(3) . . ?
C16 C14 H14 106.8 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O2 C18 H18A 109.5 . . ?
O2 C18 H18B 109.5 . . ?
O2 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O1 C17 H17A 109.5 . . ?
O1 C17 H17B 109.5 . . ?
O1 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 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 . . ?
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 . . ?
Cl1A C25A H25A 110.2 . . ?
Cl1A C25A H25B 110.2 . . ?
H25A C25A H25B 108.5 . . ?
C26A C25A Cl1A 107.4(6) . . ?
C26A C25A H25A 110.2 . . ?
C26A C25A H25B 110.2 . . ?
Cl2A C26A H26A 110.1 . . ?
Cl2A C26A H26B 110.1 . . ?
C25A C26A Cl2A 108.0(6) . . ?
C25A C26A H26A 110.1 . . ?
C25A C26A H26B 110.1 . . ?
H26A C26A H26B 108.4 . . ?
Cl1B C25B H25C 109.7 . . ?
Cl1B C25B H25D 109.7 . . ?
H25C C25B H25D 108.2 . . ?
C26B C25B Cl1B 109.9(14) . . ?
C26B C25B H25C 109.7 . . ?
C26B C25B H25D 109.7 . . ?
Cl2B C26B H26C 109.8 . . ?
Cl2B C26B H26D 109.8 . . ?
C25B C26B Cl2B 109.4(12) . . ?
C25B C26B H26C 109.8 . . ?
C25B C26B H26D 109.8 . . ?
H26C C26B H26D 108.2 . . ?
Cl3 C27A H27A 109.7 . . ?
Cl3 C27A H27B 109.7 . . ?
C27A C27A Cl3 110.0(8) 2_655 . ?
C27A C27A H27A 109.7 2_655 . ?
C27A C27A H27B 109.7 2_655 . ?
H27A C27A H27B 108.2 . . ?
P1 F3B F2B 62.2(13) . 2_756 ?
F3B F2B P1 55.9(8) 2_756 . ?
Cl3 C27B H27C 109.4 . . ?
Cl3 C27B H27D 109.4 . . ?
C27B C27B Cl3 111.1(7) 2_655 . ?
C27B C27B H27C 109.4 2_655 . ?
C27B C27B H27D 109.4 2_655 . ?
H27C C27B H27D 108.0 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C20 H20 F1 0.95 2.49 3.378(4) 156.3 3_455
C9 H9 N3 0.95 2.63 3.369(4) 135.0 .
C18 H18B F2A 0.98 2.39 3.358(17) 169.1 .
C18 H18B F2B 0.98 2.49 3.362(15) 148.6 .

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