# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_ey6m
_database_code_depnum_ccdc_archive 'CCDC 2240788'
loop_
_audit_author_name
_audit_author_address
'Li Yongxin'
;Nanyang Technological University
Singapore
;
_audit_update_record             
;
2023-02-09 deposited with the CCDC.	2023-09-27 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C47.25 H43.50 Cl2.50 F10 Ir N4 O4'
_chemical_formula_iupac          ?
_chemical_formula_weight         1202.18

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   17.9150(8)
_cell_length_b                   22.4618(9)
_cell_length_c                   25.0531(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     10081.4(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9927
_cell_measurement_theta_min      2.2737
_cell_measurement_theta_max      27.2876
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.010
_exptl_crystal_size_min          0.005
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4772

_exptl_absorpt_coefficient_mu    2.864
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.72
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Incoatec microfocus source'
_diffrn_source_type              'Bruker D8 Quest'
_diffrn_source_power             0.07
_diffrn_source_current           1.4
_diffrn_source_voltage           50

_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Multilayer Mirror'

_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Photon II CPADs detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            141121
_diffrn_reflns_av_R_equivalents  0.1430
_diffrn_reflns_av_unetI/netI     0.0572
_diffrn_reflns_theta_min         2.18
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       31

_refine_special_details          
;
;

_reflns_number_total             10989
_reflns_number_gt                7185
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0918
_refine_ls_R_factor_gt           0.0477
_refine_ls_wR_factor_gt          0.1185
_refine_ls_wR_factor_ref         0.1493
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.046
_refine_ls_number_reflns         10989
_refine_ls_number_parameters     795
_refine_ls_number_restraints     584
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0587P)²+58.9019P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.828
_refine_diff_density_min         -0.894
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'

_computing_data_collection       'APEX3 (Ver 2019.11, Bruker AXS Inc., 2020)'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  'APEX3 (Ver 2019.11, Bruker AXS Inc., 2020)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.5486(4) 0.4667(3) 0.2850(3) 0.0313(16) Uani d . . . 1.0 . .
H H1 0.513981 0.482301 0.259916 0.038 Uiso calc U . R 1.0 . .
C C2 0.5519(4) 0.4063(3) 0.2922(3) 0.0360(17) Uani d . . . 1.0 . .
H H2 0.520235 0.381018 0.271867 0.043 Uiso calc U . DR 1.0 . .
C C3 0.6015(4) 0.3813(4) 0.3293(3) 0.0371(18) Uani d . . D 1.0 . .
C C4 0.6491(4) 0.4214(3) 0.3560(3) 0.0349(17) Uani d . . . 1.0 . .
H H4 0.684554 0.406635 0.380894 0.042 Uiso calc U . R 1.0 . .
C C5 0.6447(4) 0.4822(3) 0.3464(3) 0.0288(15) Uani d . . . 1.0 . .
C C6 0.6929(4) 0.5274(3) 0.3719(3) 0.0288(15) Uani d . . . 1.0 . .
C C7 0.7533(4) 0.5137(4) 0.4052(3) 0.0345(17) Uani d . . . 1.0 . .
H H7 0.763719 0.473323 0.413736 0.041 Uiso calc U . R 1.0 . .
C C8 0.7979(4) 0.5584(4) 0.4259(3) 0.0383(19) Uani d . . . 1.0 . .
C C9 0.7788(4) 0.6166(4) 0.4133(3) 0.0410(19) Uani d . . . 1.0 . .
H H9 0.807088 0.648793 0.427338 0.049 Uiso calc U . R 1.0 . .
C C10 0.7186(4) 0.6277(4) 0.3801(3) 0.0345(17) Uani d . . . 1.0 . .
H H10 0.706803 0.667795 0.371552 0.041 Uiso calc U . R 1.0 . .
C C11 0.8640(4) 0.5436(4) 0.4617(3) 0.042(2) Uani d . . . 1.0 . .
C C12 0.9080(5) 0.5997(5) 0.4779(4) 0.062(3) Uani d . . . 1.0 . .
H H12A 0.875641 0.62609 0.498742 0.093 Uiso calc U . R 1.0 . .
H H12B 0.924983 0.620497 0.44573 0.093 Uiso calc U . R 1.0 . .
H H12C 0.951243 0.588147 0.499456 0.093 Uiso calc U . R 1.0 . .
C C13 0.9161(5) 0.5031(6) 0.4316(4) 0.068(3) Uani d . . . 1.0 . .
H H13A 0.960345 0.495072 0.453458 0.102 Uiso calc U . R 1.0 . .
H H13B 0.931304 0.522394 0.39824 0.102 Uiso calc U . R 1.0 . .
H H13C 0.890614 0.465589 0.423537 0.102 Uiso calc U . R 1.0 . .
C C14 0.8372(5) 0.5132(5) 0.5122(3) 0.058(3) Uani d . . . 1.0 . .
H H14A 0.808267 0.477662 0.502752 0.088 Uiso calc U . R 1.0 . .
H H14B 0.805657 0.54066 0.532528 0.088 Uiso calc U . R 1.0 . .
H H14C 0.8803 0.50155 0.533871 0.088 Uiso calc U . R 1.0 . .
C C15 0.598(2) 0.3145(5) 0.3373(13) 0.047(3) Uani d U P D 0.23(2) A 1
C C16 0.558(3) 0.3079(18) 0.3915(14) 0.050(4) Uani d U P D 0.23(2) A 1
H H16A 0.591028 0.320848 0.4203 0.075 Uiso calc U P R 0.23(2) A 1
H H16B 0.544073 0.266075 0.397033 0.075 Uiso calc U P R 0.23(2) A 1
H H16C 0.512547 0.332463 0.391621 0.075 Uiso calc U P R 0.23(2) A 1
C C17 0.555(2) 0.280(2) 0.2939(16) 0.047(4) Uani d U P D 0.23(2) A 1
H H17A 0.571674 0.292483 0.258532 0.071 Uiso calc U P DR 0.23(2) A 1
H H17B 0.501181 0.287798 0.297541 0.071 Uiso calc U P DR 0.23(2) A 1
H H17C 0.563851 0.237033 0.29825 0.071 Uiso calc U P R 0.23(2) A 1
C C18 0.6778(19) 0.289(2) 0.341(2) 0.048(4) Uani d U P D 0.23(2) A 1
H H18A 0.67512 0.24543 0.34508 0.072 Uiso calc U P R 0.23(2) A 1
H H18B 0.703764 0.306163 0.37146 0.072 Uiso calc U P R 0.23(2) A 1
H H18C 0.705134 0.298261 0.307984 0.072 Uiso calc U P R 0.23(2) A 1
C C15A 0.6023(11) 0.3146(4) 0.3388(8) 0.046(3) Uani d U P D 0.40(2) A 2
C C16A 0.6801(12) 0.2904(13) 0.3229(12) 0.049(4) Uani d U P D 0.40(2) A 2
H H16D 0.681124 0.247115 0.327933 0.073 Uiso calc U P R 0.40(2) A 2
H H16E 0.718381 0.308873 0.345388 0.073 Uiso calc U P R 0.40(2) A 2
H H16F 0.689973 0.299778 0.285378 0.073 Uiso calc U P R 0.40(2) A 2
C C17A 0.5896(17) 0.3038(11) 0.3991(9) 0.053(4) Uani d U P D 0.40(2) A 2
H H17D 0.544255 0.324566 0.410512 0.08 Uiso calc U P R 0.40(2) A 2
H H17E 0.632477 0.319021 0.419217 0.08 Uiso calc U P R 0.40(2) A 2
H H17F 0.58414 0.261046 0.405656 0.08 Uiso calc U P R 0.40(2) A 2
C C18A 0.5415(14) 0.2805(12) 0.3072(10) 0.047(4) Uani d U P D 0.40(2) A 2
H H18D 0.492081 0.291953 0.320393 0.071 Uiso calc U P R 0.40(2) A 2
H H18E 0.548583 0.237565 0.312019 0.071 Uiso calc U P R 0.40(2) A 2
H H18F 0.545471 0.290376 0.2692 0.071 Uiso calc U P R 0.40(2) A 2
C C15B 0.6057(9) 0.3151(5) 0.3407(7) 0.046(3) Uani d U P D 0.373(9) A 3
C C16B 0.6557(12) 0.2963(10) 0.3880(8) 0.051(4) Uani d U P D 0.373(9) A 3
H H16G 0.705788 0.313075 0.383262 0.076 Uiso calc U P R 0.373(9) A 3
H H16H 0.658977 0.252765 0.389274 0.076 Uiso calc U P R 0.373(9) A 3
H H16I 0.634152 0.311088 0.421381 0.076 Uiso calc U P R 0.373(9) A 3
C C17B 0.6363(13) 0.2870(9) 0.2887(8) 0.046(4) Uani d U P D 0.373(9) A 3
H H17G 0.68323 0.306524 0.278859 0.07 Uiso calc U P R 0.373(9) A 3
H H17H 0.599823 0.29218 0.259945 0.07 Uiso calc U P R 0.373(9) A 3
H H17I 0.64526 0.244427 0.294466 0.07 Uiso calc U P R 0.373(9) A 3
C C18B 0.5257(10) 0.2911(10) 0.3494(10) 0.054(4) Uani d U P D 0.373(9) A 3
H H18G 0.50462 0.308812 0.381857 0.08 Uiso calc U P R 0.373(9) A 3
H H18H 0.527297 0.247741 0.353233 0.08 Uiso calc U P R 0.373(9) A 3
H H18I 0.494458 0.301667 0.318718 0.08 Uiso calc U P R 0.373(9) A 3
C C19 0.5068(4) 0.6054(3) 0.2495(3) 0.0308(15) Uani d . . . 1.0 . .
C C20 0.4292(4) 0.6088(3) 0.2583(3) 0.0351(18) Uani d . . . 1.0 . .
H H20 0.409325 0.606814 0.293392 0.042 Uiso calc U . R 1.0 . .
C C21 0.3831(4) 0.6152(3) 0.2148(4) 0.0403(19) Uani d . . . 1.0 . .
C C22 0.4075(5) 0.6186(4) 0.1627(3) 0.043(2) Uani d . . . 1.0 . .
H H22 0.373961 0.623038 0.133616 0.052 Uiso calc U . R 1.0 . .
C C23 0.4827(5) 0.6152(4) 0.1557(3) 0.0402(19) Uani d . . . 1.0 . .
C C24 0.5337(4) 0.6086(3) 0.1969(3) 0.0320(16) Uani d . . . 1.0 . .
C C25 0.6138(4) 0.6010(3) 0.1913(3) 0.0342(16) Uani d . . . 1.0 . .
C C26 0.6548(5) 0.6005(4) 0.1434(3) 0.049(2) Uani d . . . 1.0 . .
H H26 0.630105 0.60837 0.110595 0.059 Uiso calc U . R 1.0 . .
C C27 0.7303(5) 0.5886(4) 0.1434(3) 0.049(2) Uani d . . . 1.0 . .
H H27 0.75794 0.588221 0.11108 0.059 Uiso calc U . R 1.0 . .
C C28 0.7648(4) 0.5772(3) 0.1916(3) 0.0361(17) Uani d . . . 1.0 . .
C C29 0.7239(4) 0.5801(3) 0.2383(3) 0.0281(15) Uani d . . . 1.0 . .
H H29 0.748233 0.573086 0.27139 0.034 Uiso calc U . R 1.0 . .
C C30 0.8467(4) 0.5629(4) 0.1934(3) 0.0410(19) Uani d . . . 1.0 . .
C C31 0.5863(4) 0.6883(3) 0.3081(3) 0.0287(14) Uani d . . . 1.0 . .
C C32 0.6337(4) 0.7265(3) 0.2808(3) 0.0368(18) Uani d . . . 1.0 . .
H H32 0.669096 0.71137 0.25603 0.044 Uiso calc U . R 1.0 . .
C C33 0.6284(5) 0.7862(4) 0.2900(3) 0.045(2) Uani d . . . 1.0 . .
C C34 0.5775(5) 0.8124(4) 0.3233(4) 0.046(2) Uani d . . . 1.0 . .
H H34 0.574576 0.854364 0.327657 0.056 Uiso calc U . R 1.0 . .
C C35 0.5304(5) 0.7738(4) 0.3503(3) 0.046(2) Uani d . . . 1.0 . .
C C36 0.5344(4) 0.7126(3) 0.3446(3) 0.0370(18) Uani d . . . 1.0 . .
C C37 0.4923(4) 0.6682(3) 0.3758(3) 0.0341(17) Uani d . . . 1.0 . .
C C38 0.4346(5) 0.6801(4) 0.4129(3) 0.048(2) Uani d . . . 1.0 . .
H H38 0.416659 0.719587 0.417597 0.058 Uiso calc U . R 1.0 . .
C C39 0.4047(5) 0.6342(4) 0.4420(4) 0.053(2) Uani d . . . 1.0 . .
H H39 0.366406 0.641604 0.467355 0.063 Uiso calc U . R 1.0 . .
C C40 0.4307(5) 0.5775(4) 0.4340(3) 0.048(2) Uani d . . . 1.0 . .
C C41 0.4846(4) 0.5667(4) 0.3963(3) 0.0372(18) Uani d . . . 1.0 . .
H H41 0.501352 0.527064 0.39058 0.045 Uiso calc U . R 1.0 . .
C C42 0.3983(6) 0.5261(5) 0.4650(4) 0.066(3) Uani d . . . 1.0 . .
C C43 0.1170(5) 0.6699(6) 0.5044(4) 0.080(4) Uani d . . D 1.0 . .
H H43A 0.081547 0.656714 0.531774 0.12 Uiso calc U . R 1.0 . .
H H43B 0.106909 0.648838 0.470933 0.12 Uiso calc U . R 1.0 . .
H H43C 0.111491 0.712854 0.498781 0.12 Uiso calc U . R 1.0 . .
C C44 0.1954(5) 0.6565(4) 0.5225(3) 0.047(2) Uani d . . D 1.0 . .
O O1 0.2478(4) 0.6761(4) 0.4921(2) 0.070(2) Uani d . . D 1.0 . .
H H1A 0.229438 0.698531 0.468685 0.105 Uiso calc U . R 1.0 . .
O O2 0.2098(4) 0.6293(3) 0.5638(2) 0.0623(19) Uani d . . D 1.0 . .
C C45 0.2267(11) 0.7541(14) 0.3213(5) 0.065(6) Uani d U P D 0.5 B -1
H H45A 0.239591 0.793204 0.306629 0.097 Uiso calc U P R 0.5 B -1
H H45B 0.172883 0.747411 0.317551 0.097 Uiso calc U P R 0.5 B -1
H H45C 0.253966 0.723078 0.301973 0.097 Uiso calc U P R 0.5 B -1
C C46 0.247(3) 0.752(2) 0.3792(4) 0.055(4) Uani d U P D 0.5 B -1
O O3 0.199(2) 0.7200(17) 0.4022(10) 0.040(4) Uani d U P D 0.5 B -1
O O4 0.289(2) 0.789(2) 0.4043(12) 0.064(8) Uani d U P D 0.5 B -1
C C49 0.1622(9) 0.5809(9) 0.3634(5) 0.064(3) Uani d U P D 0.574(6) C 1
H H49A 0.189847 0.556497 0.389716 0.076 Uiso calc U P R 0.574(6) C 1
H H49B 0.159499 0.622156 0.377095 0.076 Uiso calc U P R 0.574(6) C 1
Cl Cl1 0.0720(6) 0.5525(8) 0.3555(7) 0.054(2) Uani d U P D 0.574(6) C 1
Cl Cl2 0.2095(3) 0.5801(2) 0.30222(18) 0.0666(15) Uani d U P D 0.574(6) C 1
C C49A 0.1588(9) 0.6063(9) 0.3383(10) 0.061(4) Uani d U P D 0.426(6) C 2
H H49C 0.150697 0.647125 0.351933 0.073 Uiso calc U P R 0.426(6) C 2
H H49D 0.163121 0.608261 0.298962 0.073 Uiso calc U P R 0.426(6) C 2
Cl Cl1A 0.0831(8) 0.5611(12) 0.3559(12) 0.073(4) Uani d U P D 0.426(6) C 2
Cl Cl2A 0.2411(3) 0.5770(3) 0.3655(3) 0.070(2) Uani d U P D 0.426(6) C 2
C C50 0.7216(9) 0.7487(17) 0.1083(8) 0.054(6) Uani d U P D 0.25 D -1
H H50A 0.726953 0.717429 0.08067 0.064 Uiso calc U P R 0.25 D -1
H H50B 0.733876 0.787497 0.091734 0.064 Uiso calc U P R 0.25 D -1
Cl Cl3 0.6301(5) 0.7499(4) 0.1314(4) 0.064(3) Uani d U P D 0.25 D -1
Cl Cl4 0.7831(5) 0.7346(3) 0.1604(3) 0.052(2) Uani d U P D 0.25 D -1
C C47 0.6003(8) 0.8450(8) 0.0033(7) 0.052(4) Uani d U P D 0.5 E 2
H H47A 0.600531 0.875292 -0.024841 0.077 Uiso calc U P R 0.5 E 2
H H47B 0.593409 0.86426 0.03806 0.077 Uiso calc U P R 0.5 E 2
H H47C 0.559442 0.816899 -0.003018 0.077 Uiso calc U P R 0.5 E 2
C C48 0.6728(8) 0.8124(7) 0.0029(6) 0.049(3) Uani d U P D 0.5 E 2
O O5 0.7166(6) 0.8475(5) 0.0274(4) 0.048(3) Uani d U P D 0.5 E 2
O O6 0.6888(6) 0.7659(4) -0.0265(4) 0.045(3) Uani d U P D 0.5 E 2
F F1 0.3079(3) 0.6172(2) 0.2234(2) 0.0592(14) Uani d . . . 1.0 . .
F F2 0.5070(3) 0.6190(3) 0.10412(19) 0.0621(15) Uani d . . . 1.0 . .
F F3 0.8722(3) 0.5541(2) 0.24249(19) 0.0498(12) Uani d . . . 1.0 . .
F F4 0.8876(3) 0.6064(3) 0.1720(2) 0.0638(15) Uani d . . . 1.0 . .
F F5 0.8633(3) 0.5137(3) 0.1655(2) 0.0677(16) Uani d . . . 1.0 . .
F F6 0.6760(3) 0.8242(2) 0.2650(2) 0.0607(14) Uani d . . . 1.0 . .
F F7 0.4801(3) 0.7984(2) 0.3853(2) 0.0630(15) Uani d . . . 1.0 . .
F F8 0.4343(4) 0.4759(3) 0.4575(3) 0.096(2) Uani d . . . 1.0 . .
F F9 0.3986(4) 0.5374(3) 0.5175(3) 0.098(2) Uani d . . . 1.0 . .
F F10 0.3275(4) 0.5159(3) 0.4517(3) 0.094(2) Uani d . . . 1.0 . .
Ir Ir1 0.58699(2) 0.59857(2) 0.30549(2) 0.02513(9) Uani d . . . 1.0 . .
N N1 0.5921(3) 0.5044(2) 0.3119(2) 0.0262(12) Uani d . . . 1.0 . .
N N2 0.6766(3) 0.5845(3) 0.3598(2) 0.0296(13) Uani d . . . 1.0 . .
N N3 0.6506(3) 0.5926(3) 0.2381(2) 0.0273(12) Uani d . . . 1.0 . .
N N4 0.5144(3) 0.6114(3) 0.3673(2) 0.0280(13) Uani d . . . 1.0 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N1 . 1.333(9) ?
C1 C2 . 1.370(10) ?
C2 C3 . 1.403(11) ?
C3 C4 . 1.408(11) ?
C3 C15 . 1.515(13) ?
C3 C15B . 1.516(12) ?
C3 C15A . 1.517(12) ?
C4 C5 . 1.389(10) ?
C5 N1 . 1.374(9) ?
C5 C6 . 1.478(10) ?
C6 N2 . 1.350(9) ?
C6 C7 . 1.401(10) ?
C7 C8 . 1.384(11) ?
C8 C9 . 1.387(12) ?
C8 C11 . 1.524(10) ?
C9 C10 . 1.384(10) ?
C10 N2 . 1.329(9) ?
C11 C13 . 1.505(12) ?
C11 C14 . 1.515(11) ?
C11 C12 . 1.541(12) ?
C15 C18 . 1.545(10) ?
C15 C16 . 1.545(10) ?
C15 C17 . 1.547(10) ?
C15A C17A . 1.546(10) ?
C15A C16A . 1.547(10) ?
C15A C18A . 1.549(10) ?
C15B C16B . 1.546(10) ?
C15B C18B . 1.546(10) ?
C15B C17B . 1.547(10) ?
C19 C24 . 1.404(10) ?
C19 C20 . 1.410(10) ?
C19 Ir1 . 2.014(7) ?
C20 C21 . 1.374(11) ?
C21 F1 . 1.365(9) ?
C21 C22 . 1.379(12) ?
C22 C23 . 1.361(11) ?
C23 F2 . 1.365(9) ?
C23 C24 . 1.387(10) ?
C24 C25 . 1.452(11) ?
C25 N3 . 1.358(9) ?
C25 C26 . 1.406(11) ?
C26 C27 . 1.380(12) ?
C27 C28 . 1.379(11) ?
C28 C29 . 1.382(10) ?
C28 C30 . 1.502(11) ?
C29 N3 . 1.342(9) ?
C30 F3 . 1.328(9) ?
C30 F4 . 1.333(10) ?
C30 F5 . 1.340(9) ?
C31 C32 . 1.388(10) ?
C31 C36 . 1.414(10) ?
C31 Ir1 . 2.016(7) ?
C32 C33 . 1.365(11) ?
C33 F6 . 1.359(9) ?
C33 C34 . 1.369(13) ?
C34 C35 . 1.386(12) ?
C35 F7 . 1.374(10) ?
C35 C36 . 1.384(11) ?
C36 C37 . 1.475(11) ?
C37 N4 . 1.353(9) ?
C37 C38 . 1.415(11) ?
C38 C39 . 1.371(13) ?
C39 C40 . 1.371(13) ?
C40 C41 . 1.373(11) ?
C40 C42 . 1.506(13) ?
C41 N4 . 1.350(9) ?
C42 F8 . 1.313(12) ?
C42 F10 . 1.332(12) ?
C42 F9 . 1.340(12) ?
C43 C44 . 1.506(12) ?
C44 O2 . 1.229(9) ?
C44 O1 . 1.287(9) ?
C45 C46 . 1.498(15) ?
C46 O3 . 1.266(14) ?
C46 O4 . 1.288(14) ?
C49 Cl1 . 1.749(14) ?
C49 Cl2 . 1.751(13) ?
C49A Cl1A . 1.750(15) ?
C49A Cl2A . 1.752(14) ?
C50 Cl4 . 1.738(14) ?
C50 Cl3 . 1.739(15) ?
C47 C48 . 1.491(15) ?
C48 O5 . 1.270(14) ?
C48 O6 . 1.310(14) ?
Ir1 N4 . 2.041(6) ?
Ir1 N3 . 2.043(6) ?
Ir1 N1 . 2.123(6) ?
Ir1 N2 . 2.129(5) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 C1 C2 . . 122.5(7) ?
C1 C2 C3 . . 120.7(7) ?
C2 C3 C4 . . 116.3(7) ?
C2 C3 C15 . . 117.2(15) ?
C4 C3 C15 . . 126.5(15) ?
C2 C3 C15B . . 123.2(9) ?
C4 C3 C15B . . 120.5(9) ?
C2 C3 C15A . . 120.3(10) ?
C4 C3 C15A . . 123.4(10) ?
C5 C4 C3 . . 120.8(7) ?
N1 C5 C4 . . 120.3(7) ?
N1 C5 C6 . . 115.0(6) ?
C4 C5 C6 . . 124.6(7) ?
N2 C6 C7 . . 120.6(7) ?
N2 C6 C5 . . 115.5(6) ?
C7 C6 C5 . . 123.9(7) ?
C8 C7 C6 . . 120.6(7) ?
C7 C8 C9 . . 117.2(7) ?
C7 C8 C11 . . 120.6(8) ?
C9 C8 C11 . . 122.1(7) ?
C10 C9 C8 . . 119.8(7) ?
N2 C10 C9 . . 122.7(8) ?
C13 C11 C14 . . 110.1(8) ?
C13 C11 C8 . . 108.6(7) ?
C14 C11 C8 . . 110.2(7) ?
C13 C11 C12 . . 107.9(8) ?
C14 C11 C12 . . 108.1(7) ?
C8 C11 C12 . . 111.9(7) ?
C3 C15 C18 . . 110.(3) ?
C3 C15 C16 . . 103.(2) ?
C18 C15 C16 . . 110.3(16) ?
C3 C15 C17 . . 115.(3) ?
C18 C15 C17 . . 108.3(15) ?
C16 C15 C17 . . 109.5(16) ?
C3 C15A C17A . . 107.9(15) ?
C3 C15A C16A . . 108.4(16) ?
C17A C15A C16A . . 109.1(13) ?
C3 C15A C18A . . 113.7(16) ?
C17A C15A C18A . . 108.5(13) ?
C16A C15A C18A . . 109.1(13) ?
C3 C15B C16B . . 116.2(13) ?
C3 C15B C18B . . 108.9(12) ?
C16B C15B C18B . . 109.5(13) ?
C3 C15B C17B . . 105.1(11) ?
C16B C15B C17B . . 109.1(13) ?
C18B C15B C17B . . 107.8(13) ?
C24 C19 C20 . . 118.9(7) ?
C24 C19 Ir1 . . 114.4(5) ?
C20 C19 Ir1 . . 126.7(6) ?
C21 C20 C19 . . 118.3(8) ?
F1 C21 C20 . . 118.2(8) ?
F1 C21 C22 . . 117.4(7) ?
C20 C21 C22 . . 124.4(8) ?
C23 C22 C21 . . 115.7(7) ?
C22 C23 F2 . . 115.7(7) ?
C22 C23 C24 . . 124.2(8) ?
F2 C23 C24 . . 120.1(7) ?
C23 C24 C19 . . 118.5(7) ?
C23 C24 C25 . . 126.2(7) ?
C19 C24 C25 . . 115.1(6) ?
N3 C25 C26 . . 118.7(7) ?
N3 C25 C24 . . 114.4(6) ?
C26 C25 C24 . . 126.9(7) ?
C27 C26 C25 . . 120.9(8) ?
C28 C27 C26 . . 118.4(7) ?
C27 C28 C29 . . 119.6(7) ?
C27 C28 C30 . . 120.2(7) ?
C29 C28 C30 . . 120.2(7) ?
N3 C29 C28 . . 121.7(7) ?
F3 C30 F4 . . 107.0(7) ?
F3 C30 F5 . . 106.4(7) ?
F4 C30 F5 . . 105.8(7) ?
F3 C30 C28 . . 113.3(6) ?
F4 C30 C28 . . 111.7(7) ?
F5 C30 C28 . . 112.2(7) ?
C32 C31 C36 . . 118.8(7) ?
C32 C31 Ir1 . . 126.8(6) ?
C36 C31 Ir1 . . 114.3(5) ?
C33 C32 C31 . . 118.8(8) ?
F6 C33 C32 . . 119.7(8) ?
F6 C33 C34 . . 115.4(7) ?
C32 C33 C34 . . 124.9(8) ?
C33 C34 C35 . . 115.7(8) ?
F7 C35 C36 . . 120.0(8) ?
F7 C35 C34 . . 117.3(7) ?
C36 C35 C34 . . 122.7(8) ?
C35 C36 C31 . . 119.0(8) ?
C35 C36 C37 . . 126.2(7) ?
C31 C36 C37 . . 114.8(6) ?
N4 C37 C38 . . 119.8(7) ?
N4 C37 C36 . . 113.7(6) ?
C38 C37 C36 . . 126.5(7) ?
C39 C38 C37 . . 119.4(8) ?
C40 C39 C38 . . 119.3(8) ?
C39 C40 C41 . . 120.2(8) ?
C39 C40 C42 . . 120.3(8) ?
C41 C40 C42 . . 119.4(9) ?
N4 C41 C40 . . 121.2(8) ?
F8 C42 F10 . . 106.5(10) ?
F8 C42 F9 . . 107.5(10) ?
F10 C42 F9 . . 106.4(8) ?
F8 C42 C40 . . 113.2(8) ?
F10 C42 C40 . . 111.7(10) ?
F9 C42 C40 . . 111.1(9) ?
O2 C44 O1 . . 121.0(8) ?
O2 C44 C43 . . 123.3(8) ?
O1 C44 C43 . . 115.7(7) ?
O3 C46 O4 . . 123.1(11) ?
O3 C46 C45 . . 106.7(16) ?
O4 C46 C45 . . 127.(2) ?
Cl1 C49 Cl2 . . 110.2(10) ?
Cl1A C49A Cl2A . . 109.7(11) ?
Cl4 C50 Cl3 . . 110.5(11) ?
O5 C48 O6 . . 129.1(13) ?
O5 C48 C47 . . 103.3(13) ?
O6 C48 C47 . . 125.9(13) ?
C19 Ir1 C31 . . 86.7(3) ?
C19 Ir1 N4 . . 93.6(3) ?
C31 Ir1 N4 . . 80.2(3) ?
C19 Ir1 N3 . . 80.0(3) ?
C31 Ir1 N3 . . 95.5(3) ?
N4 Ir1 N3 . . 172.6(2) ?
C19 Ir1 N1 . . 99.1(2) ?
C31 Ir1 N1 . . 173.5(2) ?
N4 Ir1 N1 . . 96.4(2) ?
N3 Ir1 N1 . . 88.5(2) ?
C19 Ir1 N2 . . 174.2(3) ?
C31 Ir1 N2 . . 97.6(2) ?
N4 Ir1 N2 . . 90.9(2) ?
N3 Ir1 N2 . . 95.6(2) ?
N1 Ir1 N2 . . 76.8(2) ?
C1 N1 C5 . . 119.2(6) ?
C1 N1 Ir1 . . 124.8(5) ?
C5 N1 Ir1 . . 116.0(5) ?
C10 N2 C6 . . 119.1(6) ?
C10 N2 Ir1 . . 124.3(5) ?
C6 N2 Ir1 . . 116.6(5) ?
C29 N3 C25 . . 120.5(6) ?
C29 N3 Ir1 . . 123.8(5) ?
C25 N3 Ir1 . . 115.7(5) ?
C41 N4 C37 . . 120.0(6) ?
C41 N4 Ir1 . . 123.7(5) ?
C37 N4 Ir1 . . 116.1(5) ?

####################################################################### 
# 
# 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_ey9m_sq
_database_code_depnum_ccdc_archive 'CCDC 2240794'
loop_
_audit_author_name
_audit_author_address
'Li Yongxin'
;Nanyang Technological University
Singapore
;
_audit_update_record             
;
2023-02-09 deposited with the CCDC.	2023-09-27 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C53 H52 F10 Ir N5 O4'
_chemical_formula_iupac          ?
_chemical_formula_weight         1205.19

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   25.7551(5)
_cell_length_b                   19.7204(4)
_cell_length_c                   22.7890(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     11574.6(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9416
_cell_measurement_theta_min      2.3855
_cell_measurement_theta_max      24.8878
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4832

_exptl_absorpt_coefficient_mu    2.384
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.12
_exptl_absorpt_correction_T_max  0.95

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Incoatec microfocus source'
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_source_power             ?
_diffrn_source_current           1.4
_diffrn_source_voltage           50

_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Multilayer Mirror'

_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            89115
_diffrn_reflns_av_R_equivalents  0.0516
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_theta_min         2.09
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       27

_reflns_number_total             10205
_reflns_number_gt                7312
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1087
_refine_ls_R_factor_gt           0.0851
_refine_ls_wR_factor_gt          0.2300
_refine_ls_wR_factor_ref         0.2591
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_restrained_S_all      1.105
_refine_ls_number_reflns         10205
_refine_ls_number_parameters     728
_refine_ls_number_restraints     331
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1164P)²+66.0654P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         2.170
_refine_diff_density_min         -2.132
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'

_computing_data_collection       'APEX4 (Ver 2021.4-0, Bruker AXS Inc., 2021)'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1242)'
_computing_publication_material  'APEX4 (Ver 2021.4-0, Bruker AXS Inc., 2021)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir Ir1 0.73427(2) 0.56287(2) 0.32951(2) 0.0732(2) Uani d . . . 1.000000 . .
C C1 0.7765(5) 0.5771(6) 0.4031(5) 0.078(3) Uani d . . . 1.000000 . .
C C2 0.7630(5) 0.6168(6) 0.4513(5) 0.081(3) Uani d . . . 1.000000 . .
H H2 0.731749 0.642445 0.451298 0.098000 Uiso calc U . R 1.000000 . .
C C3 0.7957(6) 0.6179(7) 0.4990(5) 0.090(3) Uani d . . . 1.000000 . .
C C4 0.8416(6) 0.5822(8) 0.5015(6) 0.099(4) Uani d . . . 1.000000 . .
H H4 0.863455 0.584190 0.535023 0.119000 Uiso calc U . R 1.000000 . .
C C5 0.8543(5) 0.5442(7) 0.4540(6) 0.094(4) Uani d . . . 1.000000 . .
C C6 0.8239(5) 0.5406(7) 0.4040(5) 0.087(3) Uani d . . . 1.000000 . .
C C7 0.8352(5) 0.5004(7) 0.3522(6) 0.089(3) Uani d . . . 1.000000 . .
C C8 0.8785(6) 0.4614(9) 0.3388(8) 0.110(4) Uani d . . . 1.000000 . .
H H8 0.904814 0.456609 0.367786 0.132000 Uiso calc U . R 1.000000 . .
C C9 0.8850(7) 0.4304(8) 0.2873(8) 0.113(5) Uani d . . . 1.000000 . .
H H9 0.915686 0.405405 0.279152 0.136000 Uiso calc U . R 1.000000 . .
C C10 0.8457(6) 0.4357(7) 0.2461(7) 0.101(4) Uani d . . D 1.000000 . .
C C11 0.8034(5) 0.4725(6) 0.2583(5) 0.084(3) Uani d . . . 1.000000 . .
H H11 0.777291 0.477198 0.229178 0.101000 Uiso calc U . R 1.000000 . .
C C12 0.8535(13) 0.4031(16) 0.1870(11) 0.147(4) Uani d U P D 0.657(12) A 1
F F3 0.8065(7) 0.3872(12) 0.1651(8) 0.152(5) Uani d U P D 0.657(12) A 1
F F4 0.8756(8) 0.4415(9) 0.1487(8) 0.146(4) Uani d U P D 0.657(12) A 1
F F5 0.8764(8) 0.3442(9) 0.1903(8) 0.159(5) Uani d U P D 0.657(12) A 1
C C12A 0.8456(16) 0.4037(18) 0.1843(12) 0.148(5) Uani d U P D 0.343(12) A 2
F F3A 0.8214(14) 0.4425(16) 0.1435(14) 0.146(5) Uani d U P D 0.343(12) A 2
F F4A 0.8918(11) 0.394(2) 0.1636(15) 0.157(6) Uani d U P D 0.343(12) A 2
F F5A 0.8185(15) 0.3476(15) 0.1793(14) 0.151(6) Uani d U P D 0.343(12) A 2
C C13 0.7646(4) 0.6469(6) 0.2925(5) 0.074(3) Uani d . . . 1.000000 . .
C C14 0.8104(5) 0.6503(7) 0.2582(5) 0.085(3) Uani d . . . 1.000000 . .
H H14 0.830835 0.610918 0.251922 0.102000 Uiso calc U . R 1.000000 . .
C C15 0.8248(6) 0.7114(9) 0.2340(6) 0.100(4) Uani d . . . 1.000000 . .
C C16 0.7973(6) 0.7702(7) 0.2429(6) 0.096(4) Uani d . . . 1.000000 . .
H H16 0.808345 0.811884 0.226143 0.115000 Uiso calc U . R 1.000000 . .
C C17 0.7535(7) 0.7668(8) 0.2768(7) 0.103(4) Uani d . . . 1.000000 . .
C C18 0.7348(5) 0.7056(6) 0.3010(5) 0.077(3) Uani d . . . 1.000000 . .
C C19 0.6872(5) 0.6978(6) 0.3337(5) 0.080(3) Uani d . . . 1.000000 . .
C C20 0.6518(6) 0.7474(8) 0.3473(6) 0.100(4) Uani d . . . 1.000000 . .
H H20 0.658464 0.792914 0.336055 0.120000 Uiso calc U . R 1.000000 . .
C C21 0.6074(6) 0.7322(9) 0.3768(6) 0.107(4) Uani d . . . 1.000000 . .
H H21 0.582983 0.766902 0.385412 0.128000 Uiso calc U . R 1.000000 . .
C C22 0.5978(5) 0.6658(9) 0.3944(6) 0.099(4) Uani d . . . 1.000000 . .
C C23 0.6345(5) 0.6168(8) 0.3797(5) 0.089(3) Uani d . . . 1.000000 . .
H H23 0.628283 0.570989 0.390443 0.107000 Uiso calc U . R 1.000000 . .
C C24 0.5509(6) 0.6474(10) 0.4261(7) 0.111(5) Uani d . . . 1.000000 . .
C C25 0.6989(5) 0.4521(6) 0.4162(5) 0.082(3) Uani d . . . 1.000000 . .
H H25 0.719555 0.476151 0.443719 0.098000 Uiso calc U . R 1.000000 . .
C C26 0.6729(5) 0.3935(6) 0.4345(5) 0.082(3) Uani d . . . 1.000000 . .
H H26 0.677052 0.377538 0.473542 0.098000 Uiso calc U . R 1.000000 . .
C C27 0.6410(5) 0.3590(6) 0.3959(5) 0.080(3) Uani d . . . 1.000000 . .
C C28 0.6375(5) 0.3840(6) 0.3390(5) 0.079(3) Uani d . . . 1.000000 . .
H H28 0.616868 0.360993 0.310768 0.095000 Uiso calc U . R 1.000000 . .
C C29 0.6639(5) 0.4420(6) 0.3234(5) 0.075(3) Uani d . . . 1.000000 . .
C C30 0.6103(5) 0.2957(6) 0.4146(5) 0.085(3) Uani d . . . 1.000000 . .
C C31 0.6298(7) 0.2666(9) 0.4724(7) 0.126(6) Uani d . . . 1.000000 . .
H H31A 0.612976 0.222875 0.479809 0.189000 Uiso calc U . R 1.000000 . .
H H31B 0.621570 0.298042 0.504430 0.189000 Uiso calc U . R 1.000000 . .
H H31C 0.667505 0.260203 0.470311 0.189000 Uiso calc U . R 1.000000 . .
C C32 0.6181(7) 0.2388(7) 0.3707(6) 0.114(5) Uani d . . . 1.000000 . .
H H32A 0.655356 0.231101 0.364858 0.171000 Uiso calc U . R 1.000000 . .
H H32B 0.602090 0.251244 0.333175 0.171000 Uiso calc U . R 1.000000 . .
H H32C 0.601957 0.197194 0.385556 0.171000 Uiso calc U . R 1.000000 . .
C C33 0.5547(6) 0.3180(8) 0.4235(8) 0.121(5) Uani d . . . 1.000000 . .
H H33A 0.534223 0.279863 0.438608 0.181000 Uiso calc U . R 1.000000 . .
H H33B 0.540115 0.332919 0.385890 0.181000 Uiso calc U . R 1.000000 . .
H H33C 0.553573 0.355503 0.451603 0.181000 Uiso calc U . R 1.000000 . .
C C34 0.6621(4) 0.4724(6) 0.2634(5) 0.076(3) Uani d . . . 1.000000 . .
C C35 0.6359(4) 0.4436(6) 0.2167(5) 0.076(3) Uani d . . . 1.000000 . .
H H35 0.618824 0.401268 0.221838 0.091000 Uiso calc U . R 1.000000 . .
C C36 0.6342(4) 0.4760(6) 0.1614(4) 0.075(3) Uani d . . . 1.000000 . .
C C37 0.6577(4) 0.5392(7) 0.1576(5) 0.079(3) Uani d . . . 1.000000 . .
C C38 0.6862(5) 0.5624(6) 0.2053(5) 0.078(3) Uani d . . . 1.000000 . .
H H38 0.704679 0.603805 0.200997 0.093000 Uiso calc U . R 1.000000 . .
C C39 0.6071(5) 0.4387(6) 0.1096(5) 0.080(3) Uani d . . . 1.000000 . .
C C40 0.5853(5) 0.3690(6) 0.1278(5) 0.088(3) Uani d . . . 1.000000 . .
H H40A 0.567261 0.348433 0.094347 0.131000 Uiso calc U . R 1.000000 . .
H H40B 0.560968 0.374724 0.160402 0.131000 Uiso calc U . R 1.000000 . .
H H40C 0.613937 0.339422 0.140041 0.131000 Uiso calc U . R 1.000000 . .
C C41 0.5607(5) 0.4794(7) 0.0859(5) 0.093(4) Uani d . . . 1.000000 . .
H H41A 0.544476 0.454457 0.053533 0.139000 Uiso calc U . R 1.000000 . .
H H41B 0.572804 0.523592 0.071626 0.139000 Uiso calc U . R 1.000000 . .
H H41C 0.535273 0.486229 0.117309 0.139000 Uiso calc U . R 1.000000 . .
C C42 0.6499(5) 0.4241(8) 0.0630(5) 0.093(4) Uani d . . . 1.000000 . .
H H42A 0.676056 0.393681 0.079722 0.140000 Uiso calc U . R 1.000000 . .
H H42B 0.666412 0.466827 0.051330 0.140000 Uiso calc U . R 1.000000 . .
H H42C 0.634112 0.402716 0.028505 0.140000 Uiso calc U . R 1.000000 . .
C C43 0.6507(5) 0.5874(7) 0.1071(5) 0.085(3) Uani d . . . 1.000000 . .
H H43 0.644700 0.562168 0.069609 0.102000 Uiso calc U . R 1.000000 . .
C C44 0.6049(5) 0.6386(7) 0.1195(6) 0.099(4) Uani d . . . 1.000000 . .
H H44A 0.588513 0.653785 0.082470 0.119000 Uiso calc U . R 1.000000 . .
H H44B 0.578060 0.617626 0.144778 0.119000 Uiso calc U . R 1.000000 . .
C C45 0.6311(6) 0.6978(8) 0.1509(7) 0.112(4) Uani d . . . 1.000000 . .
H H45A 0.634129 0.688435 0.193403 0.134000 Uiso calc U . R 1.000000 . .
H H45B 0.610911 0.739990 0.145394 0.134000 Uiso calc U . R 1.000000 . .
C C46 0.6856(6) 0.7048(7) 0.1228(6) 0.099(4) Uani d . . . 1.000000 . .
H H46A 0.685450 0.738001 0.090302 0.119000 Uiso calc U . R 1.000000 . .
H H46B 0.711890 0.718305 0.152251 0.119000 Uiso calc U . R 1.000000 . .
C C47 0.7379(5) 0.6151(6) 0.0719(5) 0.075(3) Uani d . . . 1.000000 . .
C C48 0.8230(6) 0.6546(7) 0.0395(6) 0.098(4) Uani d . . . 1.000000 . .
C C49 0.8550(6) 0.6006(8) 0.0716(7) 0.112(4) Uani d . . . 1.000000 . .
H H49A 0.834893 0.558601 0.074409 0.168000 Uiso calc U . R 1.000000 . .
H H49B 0.863563 0.616792 0.111095 0.168000 Uiso calc U . R 1.000000 . .
H H49C 0.887165 0.591992 0.049781 0.168000 Uiso calc U . R 1.000000 . .
C C50 0.8152(6) 0.6371(7) -0.0244(6) 0.101(4) Uani d . . . 1.000000 . .
H H50A 0.801938 0.590677 -0.027683 0.151000 Uiso calc U . R 1.000000 . .
H H50B 0.848401 0.640625 -0.045173 0.151000 Uiso calc U . R 1.000000 . .
H H50C 0.790161 0.668652 -0.041869 0.151000 Uiso calc U . R 1.000000 . .
C C51 0.8481(6) 0.7252(7) 0.0460(7) 0.111(4) Uani d . . . 1.000000 . .
H H51A 0.883151 0.724383 0.029313 0.167000 Uiso calc U . R 1.000000 . .
H H51B 0.850048 0.737234 0.087692 0.167000 Uiso calc U . R 1.000000 . .
H H51C 0.827049 0.758949 0.025221 0.167000 Uiso calc U . R 1.000000 . .
F F1 0.7820(4) 0.6548(4) 0.5459(3) 0.112(2) Uani d . . . 1.000000 . .
F F2 0.8989(3) 0.5076(5) 0.4572(4) 0.119(3) Uani d . . . 1.000000 . .
F F6 0.8684(3) 0.7140(4) 0.2011(3) 0.112(2) Uani d . . . 1.000000 . .
F F7 0.7279(3) 0.8248(4) 0.2864(4) 0.116(3) Uani d . . . 1.000000 . .
F F8 0.5479(3) 0.6751(5) 0.4789(4) 0.126(3) Uani d . . . 1.000000 . .
F F9 0.5455(4) 0.5802(7) 0.4367(5) 0.146(4) Uani d . . . 1.000000 . .
F F10 0.5080(4) 0.6651(8) 0.3982(4) 0.188(6) Uani d . . . 1.000000 . .
N N1 0.7969(4) 0.5027(5) 0.3099(4) 0.083(3) Uani d . . . 1.000000 . .
N N2 0.6782(4) 0.6321(5) 0.3511(4) 0.083(3) Uani d . . . 1.000000 . .
N N3 0.6958(4) 0.4748(5) 0.3621(4) 0.081(2) Uani d . . . 1.000000 . .
N N4 0.6893(4) 0.5302(5) 0.2573(4) 0.079(2) Uani d . . . 1.000000 . .
N N5 0.6949(4) 0.6352(5) 0.1012(4) 0.082(2) Uani d . . . 1.000000 . .
O O1 0.7721(3) 0.6658(4) 0.0685(4) 0.091(2) Uani d . . . 1.000000 . .
O O2 0.7432(4) 0.5581(5) 0.0519(4) 0.088(2) Uani d . . . 1.000000 . .
O O3 0.535625 0.367126 0.269691 0.175(8) Uani d U P D 0.500000 B -1
O O4 0.464362 0.367126 0.230309 0.175(8) Uani d U P D 0.500000 B -1
C C52 0.500000 0.331349 0.250000 0.153(6) Uani d U P DS 0.500000 B -1
C C53 0.500000 0.260762 0.250000 0.165(8) Uani d U P DS 0.500000 B -1
H H53A 0.467773 0.244197 0.232187 0.248000 Uiso calc U P R 0.500000 B -1
H H53B 0.529763 0.244197 0.227364 0.248000 Uiso calc U P R 0.500000 B -1
H H53C 0.502464 0.244197 0.290448 0.248000 Uiso calc U P R 0.500000 B -1
O O6 0.5564(10) 0.5926(11) 0.2721(10) 0.153(7) Uani d U P D 0.500000 C -1
O O7 0.5525(10) 0.4982(12) 0.3099(11) 0.160(8) Uani d U P D 0.500000 C -1
C C54 0.5321(13) 0.5382(13) 0.2747(17) 0.156(8) Uani d U P D 0.500000 C -1
C C55 0.4939(16) 0.5172(16) 0.2351(19) 0.155(9) Uani d U P D 0.500000 C -1
H H55A 0.482721 0.555940 0.211300 0.233000 Uiso calc U P R 0.500000 C -1
H H55B 0.508033 0.481858 0.209456 0.233000 Uiso calc U P R 0.500000 C -1
H H55C 0.464086 0.499120 0.256800 0.233000 Uiso calc U P R 0.500000 C -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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ir1 C13 . 2.017(11) ?
Ir1 C1 . 2.020(10) ?
Ir1 N2 . 2.046(10) ?
Ir1 N1 . 2.052(10) ?
Ir1 N4 . 2.112(9) ?
Ir1 N3 . 2.134(9) ?
C1 C2 . 1.393(16) ?
C1 C6 . 1.417(18) ?
C2 C3 . 1.376(17) ?
C3 F1 . 1.341(15) ?
C3 C4 . 1.38(2) ?
C4 C5 . 1.36(2) ?
C5 F2 . 1.357(16) ?
C5 C6 . 1.384(17) ?
C6 C7 . 1.453(18) ?
C7 N1 . 1.380(16) ?
C7 C8 . 1.39(2) ?
C8 C9 . 1.33(2) ?
C9 C10 . 1.39(2) ?
C10 C11 . 1.337(18) ?
C10 C12 . 1.51(3) ?
C10 C12A . 1.54(3) ?
C11 N1 . 1.329(14) ?
C12 F4 . 1.29(3) ?
C12 F5 . 1.30(3) ?
C12 F3 . 1.35(3) ?
C12A F4A . 1.29(3) ?
C12A F5A . 1.31(3) ?
C12A F3A . 1.36(3) ?
C13 C18 . 1.402(17) ?
C13 C14 . 1.416(16) ?
C14 C15 . 1.375(18) ?
C15 F6 . 1.350(15) ?
C15 C16 . 1.38(2) ?
C16 C17 . 1.37(2) ?
C17 F7 . 1.339(18) ?
C17 C18 . 1.412(19) ?
C18 C19 . 1.443(17) ?
C19 C20 . 1.371(18) ?
C19 N2 . 1.376(15) ?
C20 C21 . 1.36(2) ?
C21 C22 . 1.39(2) ?
C22 C23 . 1.392(19) ?
C22 C24 . 1.45(2) ?
C23 N2 . 1.335(15) ?
C24 F10 . 1.322(17) ?
C24 F8 . 1.322(17) ?
C24 F9 . 1.35(2) ?
C25 N3 . 1.313(14) ?
C25 C26 . 1.399(16) ?
C26 C27 . 1.382(16) ?
C27 C28 . 1.391(15) ?
C27 C30 . 1.538(16) ?
C28 C29 . 1.377(16) ?
C29 N3 . 1.367(14) ?
C29 C34 . 1.494(15) ?
C30 C33 . 1.511(19) ?
C30 C32 . 1.519(17) ?
C30 C31 . 1.523(18) ?
C34 N4 . 1.347(14) ?
C34 C35 . 1.382(15) ?
C35 C36 . 1.414(15) ?
C36 C37 . 1.388(17) ?
C36 C39 . 1.557(15) ?
C37 C38 . 1.390(16) ?
C37 C43 . 1.504(16) ?
C38 N4 . 1.347(14) ?
C39 C41 . 1.539(16) ?
C39 C40 . 1.542(16) ?
C39 C42 . 1.558(17) ?
C43 N5 . 1.484(15) ?
C43 C44 . 1.579(18) ?
C44 C45 . 1.53(2) ?
C45 C46 . 1.55(2) ?
C46 N5 . 1.477(16) ?
C47 O2 . 1.219(13) ?
C47 O1 . 1.336(14) ?
C47 N5 . 1.354(15) ?
C48 O1 . 1.485(16) ?
C48 C50 . 1.510(18) ?
C48 C49 . 1.53(2) ?
C48 C51 . 1.543(19) ?
O3 C52 . 1.241359(15) ?
O4 C52 . 1.241619(15) ?
C52 C53 . 1.39201(2) ?
O6 C54 . 1.244(10) ?
O7 C54 . 1.242(10) ?
C54 C55 . 1.397(10) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C13 Ir1 C1 . . 91.4(4) ?
C13 Ir1 N2 . . 80.0(5) ?
C1 Ir1 N2 . . 95.0(5) ?
C13 Ir1 N1 . . 94.5(4) ?
C1 Ir1 N1 . . 80.7(5) ?
N2 Ir1 N1 . . 173.0(4) ?
C13 Ir1 N4 . . 97.9(4) ?
C1 Ir1 N4 . . 170.0(4) ?
N2 Ir1 N4 . . 90.3(4) ?
N1 Ir1 N4 . . 94.9(4) ?
C13 Ir1 N3 . . 174.0(4) ?
C1 Ir1 N3 . . 94.3(4) ?
N2 Ir1 N3 . . 97.6(4) ?
N1 Ir1 N3 . . 88.3(4) ?
N4 Ir1 N3 . . 76.6(3) ?
C2 C1 C6 . . 119.3(10) ?
C2 C1 Ir1 . . 126.7(10) ?
C6 C1 Ir1 . . 113.9(9) ?
C3 C2 C1 . . 118.5(12) ?
F1 C3 C2 . . 118.5(13) ?
F1 C3 C4 . . 118.1(12) ?
C2 C3 C4 . . 123.5(13) ?
C5 C4 C3 . . 117.2(12) ?
C4 C5 F2 . . 117.1(12) ?
C4 C5 C6 . . 123.2(14) ?
F2 C5 C6 . . 119.7(14) ?
C5 C6 C1 . . 118.3(13) ?
C5 C6 C7 . . 125.8(13) ?
C1 C6 C7 . . 115.9(11) ?
N1 C7 C8 . . 116.1(13) ?
N1 C7 C6 . . 114.0(11) ?
C8 C7 C6 . . 129.8(13) ?
C9 C8 C7 . . 123.1(15) ?
C8 C9 C10 . . 118.1(15) ?
C11 C10 C9 . . 119.6(14) ?
C11 C10 C12 . . 121.8(19) ?
C9 C10 C12 . . 118.4(18) ?
C11 C10 C12A . . 114.(2) ?
C9 C10 C12A . . 126.(2) ?
N1 C11 C10 . . 122.0(13) ?
F4 C12 F5 . . 111.(2) ?
F4 C12 F3 . . 106.(3) ?
F5 C12 F3 . . 103.(3) ?
F4 C12 C10 . . 114.(2) ?
F5 C12 C10 . . 113.(2) ?
F3 C12 C10 . . 108.(2) ?
F4A C12A F5A . . 109.(3) ?
F4A C12A F3A . . 105.(3) ?
F5A C12A F3A . . 100.(3) ?
F4A C12A C10 . . 113.(3) ?
F5A C12A C10 . . 115.(3) ?
F3A C12A C10 . . 113.(3) ?
C18 C13 C14 . . 119.5(10) ?
C18 C13 Ir1 . . 114.1(8) ?
C14 C13 Ir1 . . 126.4(9) ?
C15 C14 C13 . . 119.3(13) ?
F6 C15 C16 . . 118.5(14) ?
F6 C15 C14 . . 118.8(14) ?
C16 C15 C14 . . 122.6(13) ?
C17 C16 C15 . . 117.8(13) ?
F7 C17 C16 . . 117.1(14) ?
F7 C17 C18 . . 120.0(14) ?
C16 C17 C18 . . 122.9(15) ?
C13 C18 C17 . . 117.7(12) ?
C13 C18 C19 . . 116.7(10) ?
C17 C18 C19 . . 125.5(13) ?
C20 C19 N2 . . 119.6(12) ?
C20 C19 C18 . . 127.4(12) ?
N2 C19 C18 . . 113.0(10) ?
C21 C20 C19 . . 121.0(15) ?
C20 C21 C22 . . 119.9(15) ?
C21 C22 C23 . . 117.6(13) ?
C21 C22 C24 . . 121.7(16) ?
C23 C22 C24 . . 120.7(16) ?
N2 C23 C22 . . 122.3(14) ?
F10 C24 F8 . . 106.2(14) ?
F10 C24 F9 . . 104.9(15) ?
F8 C24 F9 . . 103.7(14) ?
F10 C24 C22 . . 113.0(15) ?
F8 C24 C22 . . 113.5(13) ?
F9 C24 C22 . . 114.7(15) ?
N3 C25 C26 . . 122.2(11) ?
C27 C26 C25 . . 120.1(10) ?
C26 C27 C28 . . 117.2(11) ?
C26 C27 C30 . . 122.0(10) ?
C28 C27 C30 . . 120.9(11) ?
C29 C28 C27 . . 120.2(11) ?
N3 C29 C28 . . 121.6(10) ?
N3 C29 C34 . . 114.8(10) ?
C28 C29 C34 . . 123.6(10) ?
C33 C30 C32 . . 115.4(13) ?
C33 C30 C31 . . 107.9(12) ?
C32 C30 C31 . . 104.4(12) ?
C33 C30 C27 . . 106.8(11) ?
C32 C30 C27 . . 110.4(10) ?
C31 C30 C27 . . 112.0(11) ?
N4 C34 C35 . . 121.5(10) ?
N4 C34 C29 . . 114.7(9) ?
C35 C34 C29 . . 123.8(11) ?
C34 C35 C36 . . 121.0(11) ?
C37 C36 C35 . . 116.7(10) ?
C37 C36 C39 . . 124.9(10) ?
C35 C36 C39 . . 118.4(11) ?
C36 C37 C38 . . 118.4(11) ?
C36 C37 C43 . . 124.3(10) ?
C38 C37 C43 . . 117.1(11) ?
N4 C38 C37 . . 124.4(11) ?
C41 C39 C40 . . 106.1(10) ?
C41 C39 C36 . . 111.6(10) ?
C40 C39 C36 . . 112.4(9) ?
C41 C39 C42 . . 113.9(10) ?
C40 C39 C42 . . 106.0(10) ?
C36 C39 C42 . . 106.8(9) ?
N5 C43 C37 . . 112.2(9) ?
N5 C43 C44 . . 100.5(10) ?
C37 C43 C44 . . 111.0(10) ?
C45 C44 C43 . . 104.0(11) ?
C44 C45 C46 . . 106.1(12) ?
N5 C46 C45 . . 101.7(11) ?
O2 C47 O1 . . 126.5(12) ?
O2 C47 N5 . . 123.2(11) ?
O1 C47 N5 . . 110.4(10) ?
O1 C48 C50 . . 110.3(11) ?
O1 C48 C49 . . 111.4(11) ?
C50 C48 C49 . . 111.9(12) ?
O1 C48 C51 . . 101.1(11) ?
C50 C48 C51 . . 110.8(12) ?
C49 C48 C51 . . 110.8(12) ?
C11 N1 C7 . . 120.8(12) ?
C11 N1 Ir1 . . 123.5(9) ?
C7 N1 Ir1 . . 115.4(8) ?
C23 N2 C19 . . 119.6(11) ?
C23 N2 Ir1 . . 124.2(10) ?
C19 N2 Ir1 . . 116.2(8) ?
C25 N3 C29 . . 118.7(10) ?
C25 N3 Ir1 . . 125.2(8) ?
C29 N3 Ir1 . . 116.1(7) ?
C38 N4 C34 . . 117.3(10) ?
C38 N4 Ir1 . . 125.1(8) ?
C34 N4 Ir1 . . 117.6(7) ?
C47 N5 C46 . . 124.7(11) ?
C47 N5 C43 . . 119.1(10) ?
C46 N5 C43 . . 115.8(10) ?
C47 O1 C48 . . 119.7(10) ?
O3 C52 O4 . . 110.736(2) ?
O3 C52 C53 . . 124.6360(10) ?
O4 C52 C53 . . 124.6280(10) ?
O7 C54 O6 . . 111.3(15) ?
O7 C54 C55 . . 121.9(16) ?
O6 C54 C55 . . 125.4(16) ?



