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

data_14
_database_code_depnum_ccdc_archive 'CCDC 2095672'
_audit_update_record             
;
2021-07-10 deposited with the CCDC.	2021-10-18 downloaded from the CCDC.
;
_audit_creation_date             2020-02-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C39 H24 Cl I Ir N3 O'
_chemical_formula_sum            'C39 H24 Cl I Ir N3 O'
_chemical_formula_weight         905.16
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 O1 N1'
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'
I I -0.4742 1.8119 '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      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y+3/4, x+1/4, z+1/4'
'-x, -y+1/2, z'
'y+1/4, -x+1/4, z+1/4'
'x+1/2, y+1/2, z+1/2'
'-y+5/4, x+3/4, z+3/4'
'-x+1/2, -y+1, z+1/2'
'y+3/4, -x+3/4, z+3/4'
'-x, -y, -z'
'y-3/4, -x-1/4, -z-1/4'
'x, y-1/2, -z'
'-y-1/4, x-1/4, -z-1/4'
'-x+1/2, -y+1/2, -z+1/2'
'y-1/4, -x+1/4, -z+1/4'
'x+1/2, y, -z+1/2'
'-y+1/4, x+1/4, -z+1/4'

_cell_length_a                   18.4197(4)
_cell_length_b                   18.4197(4)
_cell_length_c                   36.1009(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     12248.5(7)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    5391
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.0620
_cell_measurement_theta_min      3.6570
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.495
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62042
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            BROWN
_exptl_crystal_density_diffrn    1.963
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             6944
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1090
_diffrn_reflns_av_unetI/netI     0.1123
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       49
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_number            45801
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.035
_diffrn_reflns_theta_min         3.326
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0233
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     20.00  59.00   1.00   10.00    --   18.47 -99.00  90.00   39
  2  ω    -33.00  10.00   1.00   10.00    --  -18.78 -77.00-180.00   43
  3  ω    -86.00   1.00   1.00   10.00    --  -18.78 -57.00 -90.00   87
  4  ω     -8.00  43.00   1.00   10.00    --  -18.78  77.00  60.00   51
  5  ω    -39.00  36.00   1.00   10.00    --  -18.78  57.00-180.00   75
  6  ω    -35.00  38.00   1.00   10.00    --  -18.78  38.00  60.00   73
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0327423000
_diffrn_orient_matrix_UB_12      0.0201398000
_diffrn_orient_matrix_UB_13      -0.0011624000
_diffrn_orient_matrix_UB_21      0.0198098000
_diffrn_orient_matrix_UB_22      0.0327557000
_diffrn_orient_matrix_UB_23      0.0023202000
_diffrn_orient_matrix_UB_31      0.0043066000
_diffrn_orient_matrix_UB_32      0.0026220000
_diffrn_orient_matrix_UB_33      -0.0194629000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4384
_reflns_number_total             7679
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         4.070
_refine_diff_density_min         -2.368
_refine_diff_density_rms         0.229
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     403
_refine_ls_number_reflns         7679
_refine_ls_number_restraints     1446
_refine_ls_R_factor_all          0.1426
_refine_ls_R_factor_gt           0.0700
_refine_ls_restrained_S_all      0.963
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0871P)²+181.7377P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1678
_refine_ls_wR_factor_ref         0.2063
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 3.8A with sigma of 0.02 and sigma
for terminal atoms of 0.04
3.a Aromatic/amide H refined with riding coordinates:
 C37(H37), C38(H38), C39(H39), C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C8(H8),
 C11(H11), C12(H12), C13(H13), C14(H14), C17(H17), C18(H18), C19(H19), C20(H20),
  C23(H23), C24(H24), C26(H26), C27(H27), C28(H28), C29(H29), C33(H33)
3.b Fitted hexagon refined as free rotating group:
 C36(C35,N3,C37,C38,C39)
;
_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 0.25802(2) 0.45847(2) 0.01994(2) 0.03169(16) Uani 1 1 d . U . . .
I1 I 0.42826(6) 0.68139(6) -0.01663(3) 0.0685(3) Uani 1 1 d . U . . .
Cl1 Cl 0.2014(3) 0.7130(2) -0.12189(11) 0.0792(13) Uani 1 1 d . U . . .
O1 O 0.3176(5) 0.5562(5) 0.0071(2) 0.0439(17) Uani 1 1 d . U . . .
N1 N 0.2141(5) 0.5253(5) 0.0614(3) 0.0381(18) Uani 1 1 d . U . . .
N2 N 0.3034(5) 0.3818(5) -0.0163(2) 0.0368(18) Uani 1 1 d . U . . .
C36 C 0.2004(5) 0.5993(4) -0.0727(2) 0.048(2) Uani 1 1 d . U . . .
C35 C 0.2303(4) 0.5647(4) -0.0420(2) 0.044(2) Uani 1 1 d G U . . .
N3 N 0.2018(4) 0.4991(4) -0.02987(18) 0.0390(18) Uani 1 1 d G U . . .
C37 C 0.1433(4) 0.4680(4) -0.0483(2) 0.050(2) Uani 1 1 d G U . . .
H37 H 0.1241 0.4241 -0.0402 0.060 Uiso 1 1 calc R . . . .
C38 C 0.1133(4) 0.5026(5) -0.0789(2) 0.056(3) Uani 1 1 d G U . . .
H38 H 0.0742 0.4819 -0.0913 0.067 Uiso 1 1 calc R . . . .
C39 C 0.1419(5) 0.5683(5) -0.09112(18) 0.053(3) Uani 1 1 d G U . . .
H39 H 0.1219 0.5914 -0.1116 0.064 Uiso 1 1 calc R . . . .
C1 C 0.3671(7) 0.3896(7) -0.0366(3) 0.041(2) Uani 1 1 d . U . . .
C2 C 0.4139(7) 0.4517(7) -0.0312(4) 0.046(2) Uani 1 1 d . U . . .
H2 H 0.4016 0.4874 -0.0142 0.055 Uiso 1 1 calc R . . . .
C3 C 0.4770(8) 0.4576(8) -0.0515(4) 0.052(3) Uani 1 1 d . U . . .
H3 H 0.5078 0.4968 -0.0477 0.062 Uiso 1 1 calc R . . . .
C4 C 0.4951(8) 0.4049(9) -0.0780(4) 0.059(3) Uani 1 1 d . U . . .
H4 H 0.5370 0.4106 -0.0920 0.070 Uiso 1 1 calc R . . . .
C5 C 0.4539(8) 0.3480(8) -0.0832(4) 0.054(3) Uani 1 1 d . U . . .
H5 H 0.4679 0.3138 -0.1008 0.064 Uiso 1 1 calc R . . . .
C6 C 0.3873(7) 0.3359(7) -0.0626(3) 0.046(2) Uani 1 1 d . U . . .
C7 C 0.3456(7) 0.2753(7) -0.0668(4) 0.048(2) Uani 1 1 d . U . . .
H7 H 0.3584 0.2406 -0.0844 0.057 Uiso 1 1 calc R . . . .
C8 C 0.2868(7) 0.2654(7) -0.0461(3) 0.045(2) Uani 1 1 d . U . . .
H8 H 0.2600 0.2228 -0.0480 0.054 Uiso 1 1 calc R . . . .
C9 C 0.2652(7) 0.3214(6) -0.0205(3) 0.036(2) Uani 1 1 d . U . . .
C10 C 0.2023(7) 0.3146(6) 0.0042(3) 0.040(2) Uani 1 1 d . U . . .
C11 C 0.1558(7) 0.2541(7) 0.0051(4) 0.047(3) Uani 1 1 d . U . . .
H11 H 0.1625 0.2154 -0.0111 0.056 Uiso 1 1 calc R . . . .
C12 C 0.0997(8) 0.2539(8) 0.0307(4) 0.053(3) Uani 1 1 d . U . . .
H12 H 0.0695 0.2135 0.0322 0.063 Uiso 1 1 calc R . . . .
C13 C 0.0878(7) 0.3108(7) 0.0535(4) 0.046(3) Uani 1 1 d . U . . .
H13 H 0.0482 0.3106 0.0695 0.055 Uiso 1 1 calc R . . . .
C14 C 0.1345(7) 0.3689(7) 0.0530(3) 0.044(2) Uani 1 1 d . U . . .
H14 H 0.1266 0.4066 0.0697 0.053 Uiso 1 1 calc R . . . .
C15 C 0.1924(7) 0.3740(7) 0.0291(3) 0.038(2) Uani 1 1 d . U . . .
C16 C 0.3229(6) 0.4328(6) 0.0622(3) 0.038(2) Uani 1 1 d . U . . .
C17 C 0.3756(7) 0.3795(7) 0.0638(3) 0.044(2) Uani 1 1 d . U . . .
H17 H 0.3805 0.3475 0.0440 0.052 Uiso 1 1 calc R . . . .
C18 C 0.4224(7) 0.3723(8) 0.0949(4) 0.052(3) Uani 1 1 d . U . . .
H18 H 0.4571 0.3356 0.0956 0.063 Uiso 1 1 calc R . . . .
C19 C 0.4160(7) 0.4202(7) 0.1243(4) 0.050(3) Uani 1 1 d . U . . .
H19 H 0.4470 0.4165 0.1445 0.060 Uiso 1 1 calc R . . . .
C20 C 0.3633(7) 0.4737(7) 0.1235(4) 0.045(2) Uani 1 1 d . U . . .
H20 H 0.3584 0.5053 0.1434 0.054 Uiso 1 1 calc R . . . .
C21 C 0.3179(7) 0.4803(7) 0.0933(3) 0.041(2) Uani 1 1 d . U . . .
C22 C 0.2580(7) 0.5306(7) 0.0913(4) 0.042(2) Uani 1 1 d . U . . .
C23 C 0.2420(8) 0.5846(7) 0.1194(4) 0.049(3) Uani 1 1 d . U . . .
H23 H 0.2733 0.5893 0.1395 0.059 Uiso 1 1 calc R . . . .
C24 C 0.1825(7) 0.6285(8) 0.1174(4) 0.050(3) Uani 1 1 d . U . . .
H24 H 0.1741 0.6645 0.1350 0.061 Uiso 1 1 calc R . . . .
C25 C 0.1351(7) 0.6171(7) 0.0881(4) 0.044(2) Uani 1 1 d . U . . .
C26 C 0.0678(8) 0.6592(7) 0.0849(4) 0.054(3) Uani 1 1 d . U . . .
H26 H 0.0574 0.6947 0.1024 0.065 Uiso 1 1 calc R . . . .
C27 C 0.0207(8) 0.6471(8) 0.0569(4) 0.056(3) Uani 1 1 d . U . . .
H27 H -0.0219 0.6740 0.0553 0.067 Uiso 1 1 calc R . . . .
C28 C 0.0364(8) 0.5932(8) 0.0300(4) 0.053(3) Uani 1 1 d . U . . .
H28 H 0.0031 0.5838 0.0113 0.064 Uiso 1 1 calc R . . . .
C29 C 0.0986(7) 0.5556(7) 0.0314(4) 0.047(2) Uani 1 1 d . U . . .
H29 H 0.1081 0.5209 0.0133 0.056 Uiso 1 1 calc R . . . .
C30 C 0.1506(7) 0.5677(7) 0.0600(3) 0.042(2) Uani 1 1 d . U . . .
C31 C 0.2926(7) 0.5917(7) -0.0230(3) 0.043(2) Uani 1 1 d . U . . .
C32 C 0.3269(7) 0.6521(7) -0.0374(3) 0.042(2) Uani 1 1 d . U . . .
C33 C 0.2974(8) 0.6882(7) -0.0681(4) 0.051(3) Uani 1 1 d . U . . .
H33 H 0.3204 0.7295 -0.0771 0.061 Uiso 1 1 calc R . . . .
C34 C 0.2361(8) 0.6644(7) -0.0848(4) 0.050(3) Uani 1 1 d . U . . .


_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 2.159(8) . ?
Ir1 N1 2.100(10) . ?
Ir1 N2 2.099(10) . ?
Ir1 N3 2.206(5) . ?
Ir1 C15 1.997(12) . ?
Ir1 C16 1.995(12) . ?
I1 C32 2.083(13) . ?
Cl1 C34 1.733(14) . ?
O1 C31 1.349(14) . ?
N1 C22 1.351(16) . ?
N1 C30 1.408(15) . ?
N2 C1 1.390(15) . ?
N2 C9 1.325(14) . ?
C36 C35 1.3900 . ?
C36 C39 1.3900 . ?
C36 C34 1.436(15) . ?
C35 N3 1.3900 . ?
C35 C31 1.426(14) . ?
N3 C37 1.3900 . ?
C37 C38 1.3900 . ?
C38 C39 1.3900 . ?
C1 C2 1.445(18) . ?
C1 C6 1.413(17) . ?
C2 C3 1.378(18) . ?
C3 C4 1.401(19) . ?
C4 C5 1.308(19) . ?
C5 C6 1.453(18) . ?
C6 C7 1.363(18) . ?
C7 C8 1.330(18) . ?
C8 C9 1.441(16) . ?
C9 C10 1.466(17) . ?
C10 C11 1.406(16) . ?
C10 C15 1.427(17) . ?
C11 C12 1.388(19) . ?
C12 C13 1.351(18) . ?
C13 C14 1.373(17) . ?
C14 C15 1.376(17) . ?
C16 C17 1.382(17) . ?
C16 C21 1.427(17) . ?
C17 C18 1.424(17) . ?
C18 C19 1.384(19) . ?
C19 C20 1.383(18) . ?
C20 C21 1.378(17) . ?
C21 C22 1.442(18) . ?
C22 C23 1.452(17) . ?
C23 C24 1.363(18) . ?
C24 C25 1.389(18) . ?
C25 C26 1.467(19) . ?
C25 C30 1.391(17) . ?
C26 C27 1.35(2) . ?
C27 C28 1.42(2) . ?
C28 C29 1.340(19) . ?
C29 C30 1.426(18) . ?
C31 C32 1.381(17) . ?
C32 C33 1.401(18) . ?
C33 C34 1.352(19) . ?

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
O1 Ir1 N3 77.3(3) . . ?
N1 Ir1 O1 81.9(4) . . ?
N1 Ir1 N3 101.6(3) . . ?
N2 Ir1 O1 103.0(3) . . ?
N2 Ir1 N1 172.8(4) . . ?
N2 Ir1 N3 84.7(3) . . ?
C15 Ir1 O1 173.0(4) . . ?
C15 Ir1 N1 96.1(4) . . ?
C15 Ir1 N2 79.6(4) . . ?
C15 Ir1 N3 96.6(4) . . ?
C16 Ir1 O1 93.3(4) . . ?
C16 Ir1 N1 79.9(4) . . ?
C16 Ir1 N2 94.5(4) . . ?
C16 Ir1 N3 170.1(4) . . ?
C16 Ir1 C15 93.0(5) . . ?
C31 O1 Ir1 113.8(7) . . ?
C22 N1 Ir1 112.4(8) . . ?
C22 N1 C30 119.1(10) . . ?
C30 N1 Ir1 128.3(8) . . ?
C1 N2 Ir1 126.5(8) . . ?
C9 N2 Ir1 115.0(8) . . ?
C9 N2 C1 118.5(10) . . ?
C35 C36 C39 120.0 . . ?
C35 C36 C34 116.3(8) . . ?
C39 C36 C34 123.6(8) . . ?
C36 C35 N3 120.0 . . ?
C36 C35 C31 122.8(7) . . ?
N3 C35 C31 117.1(7) . . ?
C35 N3 Ir1 112.0(4) . . ?
C37 N3 Ir1 128.0(4) . . ?
C37 N3 C35 120.0 . . ?
C38 C37 N3 120.0 . . ?
C37 C38 C39 120.0 . . ?
C38 C39 C36 120.0 . . ?
N2 C1 C2 121.0(11) . . ?
N2 C1 C6 119.9(11) . . ?
C6 C1 C2 119.1(12) . . ?
C3 C2 C1 119.6(13) . . ?
C2 C3 C4 120.6(13) . . ?
C5 C4 C3 121.0(13) . . ?
C4 C5 C6 122.6(13) . . ?
C1 C6 C5 117.1(12) . . ?
C7 C6 C1 120.0(12) . . ?
C7 C6 C5 122.9(12) . . ?
C8 C7 C6 120.5(13) . . ?
C7 C8 C9 119.2(12) . . ?
N2 C9 C8 121.7(11) . . ?
N2 C9 C10 115.0(10) . . ?
C8 C9 C10 123.2(11) . . ?
C11 C10 C9 124.2(11) . . ?
C11 C10 C15 121.0(12) . . ?
C15 C10 C9 114.7(11) . . ?
C12 C11 C10 118.2(12) . . ?
C13 C12 C11 121.6(13) . . ?
C12 C13 C14 119.8(12) . . ?
C13 C14 C15 123.1(12) . . ?
C10 C15 Ir1 114.5(9) . . ?
C14 C15 Ir1 128.8(10) . . ?
C14 C15 C10 116.3(11) . . ?
C17 C16 Ir1 128.3(9) . . ?
C17 C16 C21 116.7(11) . . ?
C21 C16 Ir1 114.8(9) . . ?
C16 C17 C18 121.6(12) . . ?
C19 C18 C17 119.6(13) . . ?
C20 C19 C18 119.9(12) . . ?
C21 C20 C19 120.3(13) . . ?
C16 C21 C22 113.7(10) . . ?
C20 C21 C16 121.9(12) . . ?
C20 C21 C22 124.2(12) . . ?
N1 C22 C21 116.9(11) . . ?
N1 C22 C23 119.1(12) . . ?
C21 C22 C23 124.0(12) . . ?
C24 C23 C22 122.2(13) . . ?
C23 C24 C25 117.1(12) . . ?
C24 C25 C26 120.8(12) . . ?
C24 C25 C30 121.7(12) . . ?
C30 C25 C26 117.5(12) . . ?
C27 C26 C25 121.0(13) . . ?
C26 C27 C28 119.8(14) . . ?
C29 C28 C27 120.7(14) . . ?
C28 C29 C30 121.3(13) . . ?
N1 C30 C29 119.8(11) . . ?
C25 C30 N1 120.4(11) . . ?
C25 C30 C29 119.5(12) . . ?
O1 C31 C35 119.5(10) . . ?
O1 C31 C32 122.5(11) . . ?
C32 C31 C35 117.9(11) . . ?
C31 C32 I1 118.9(9) . . ?
C31 C32 C33 120.1(12) . . ?
C33 C32 I1 120.6(9) . . ?
C34 C33 C32 121.5(13) . . ?
C36 C34 Cl1 119.8(10) . . ?
C33 C34 Cl1 119.0(11) . . ?
C33 C34 C36 121.1(12) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.558
_oxdiff_exptl_absorpt_empirical_full_min 0.639
####################################################################### 
# 
# 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_15
_database_code_depnum_ccdc_archive 'CCDC 2095673'
_audit_update_record             
;
2021-07-10 deposited with the CCDC.	2021-10-18 downloaded from the CCDC.
;
_audit_creation_date             2020-02-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C39 H24 Br2 Ir N3 O'
_chemical_formula_sum            'C39 H24 Br2 Ir N3 O'
_chemical_formula_weight         902.63
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 O1 N1'
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'
Br Br -0.2901 2.4595 '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      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y+3/4, x+1/4, z+1/4'
'-x, -y+1/2, z'
'y+1/4, -x+1/4, z+1/4'
'x+1/2, y+1/2, z+1/2'
'-y+5/4, x+3/4, z+3/4'
'-x+1/2, -y+1, z+1/2'
'y+3/4, -x+3/4, z+3/4'
'-x, -y, -z'
'y-3/4, -x-1/4, -z-1/4'
'x, y-1/2, -z'
'-y-1/4, x-1/4, -z-1/4'
'-x+1/2, -y+1/2, -z+1/2'
'y-1/4, -x+1/4, -z+1/4'
'x+1/2, y, -z+1/2'
'-y+1/4, x+1/4, -z+1/4'

_cell_length_a                   18.1807(5)
_cell_length_b                   18.1807(5)
_cell_length_c                   36.8214(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     12170.8(8)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    6025
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.2700
_cell_measurement_theta_min      3.6870
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    7.054
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68457
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            BROWN
_exptl_crystal_density_diffrn    1.970
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             6944
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0825
_diffrn_reflns_av_unetI/netI     0.0806
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.931
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       46
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_number            46769
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.931
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.184
_diffrn_reflns_theta_min         3.357
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0233
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.931
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     21.00  61.00   1.00   10.00    --   18.63 -99.00-120.00   40
  2  ω    -85.00 -59.00   1.00   10.00    --  -18.94 178.00-120.00   26
  3  ω    -82.00   9.00   1.00   10.00    --  -18.94 -77.00 -30.00   91
  4  ω    -26.00   0.00   1.00   10.00    --  -18.94 -57.00  90.00   26
  5  ω    -46.00  50.00   1.00   10.00    --  -18.94  77.00  90.00   96
  6  ω    -87.00   7.00   1.00   10.00    --  -18.94 -19.00 150.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0221501000
_diffrn_orient_matrix_UB_12      0.0320167000
_diffrn_orient_matrix_UB_13      0.0008502000
_diffrn_orient_matrix_UB_21      -0.0316185000
_diffrn_orient_matrix_UB_22      -0.0213792000
_diffrn_orient_matrix_UB_23      -0.0040015000
_diffrn_orient_matrix_UB_31      -0.0057047000
_diffrn_orient_matrix_UB_32      -0.0059865000
_diffrn_orient_matrix_UB_33      0.0188425000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4827
_reflns_number_total             7659
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         2.793
_refine_diff_density_min         -1.473
_refine_diff_density_rms         0.178
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         7659
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1073
_refine_ls_R_factor_gt           0.0530
_refine_ls_restrained_S_all      1.041
_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)+(0.0545P)²+118.3956P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1182
_refine_ls_wR_factor_ref         0.1397
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C8(H8), C12(H12), C13(H13), C14(H14),
 C15(H15), C17(H17), C18(H18), C19(H19), C20(H20), C23(H23), C24(H24), C26(H26),
  C27(H27), C28(H28), C29(H29), C31(H31), C32(H32), C33(H33), C36(H36)
;
_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 0.76329(2) 0.54350(2) 0.02070(2) 0.02991(11) Uani 1 1 d . . . . .
Br1 Br 0.92567(6) 0.31698(6) -0.01443(3) 0.0651(3) Uani 1 1 d . . . . .
Br2 Br 0.70987(8) 0.28300(6) -0.12257(3) 0.0717(4) Uani 1 1 d . . . . .
O1 O 0.8246(3) 0.4442(3) 0.00850(16) 0.0408(14) Uani 1 1 d . . . . .
N1 N 0.7087(4) 0.5027(4) -0.02656(18) 0.0361(16) Uani 1 1 d . . . . .
N2 N 0.8078(4) 0.6203(4) -0.01543(17) 0.0323(15) Uani 1 1 d . . . . .
N3 N 0.7187(4) 0.4755(4) 0.06132(18) 0.0334(15) Uani 1 1 d . . . . .
C1 C 0.8717(5) 0.6123(5) -0.0362(2) 0.0345(19) Uani 1 1 d . . . . .
C2 C 0.9182(5) 0.5519(5) -0.0307(2) 0.044(2) Uani 1 1 d . . . . .
H2 H 0.9061 0.5167 -0.0134 0.053 Uiso 1 1 calc R . . . .
C3 C 0.9819(6) 0.5442(6) -0.0508(3) 0.064(3) Uani 1 1 d . . . . .
H3 H 1.0133 0.5048 -0.0464 0.077 Uiso 1 1 calc R . . . .
C4 C 0.9993(6) 0.5963(7) -0.0781(3) 0.069(3) Uani 1 1 d . . . . .
H4 H 1.0410 0.5901 -0.0924 0.083 Uiso 1 1 calc R . . . .
C5 C 0.9553(6) 0.6548(6) -0.0831(3) 0.062(3) Uani 1 1 d . . . . .
H5 H 0.9679 0.6894 -0.1006 0.074 Uiso 1 1 calc R . . . .
C6 C 0.8901(5) 0.6653(5) -0.0625(2) 0.043(2) Uani 1 1 d . . . . .
C7 C 0.8455(6) 0.7275(5) -0.0666(2) 0.051(2) Uani 1 1 d . . . . .
H7 H 0.8568 0.7625 -0.0841 0.061 Uiso 1 1 calc R . . . .
C8 C 0.7862(5) 0.7363(5) -0.0452(2) 0.045(2) Uani 1 1 d . . . . .
H8 H 0.7573 0.7782 -0.0474 0.054 Uiso 1 1 calc R . . . .
C9 C 0.7681(5) 0.6815(5) -0.0194(2) 0.0357(19) Uani 1 1 d . . . . .
C10 C 0.7056(5) 0.6881(5) 0.0053(2) 0.0367(19) Uani 1 1 d . . . . .
C11 C 0.6962(4) 0.6292(5) 0.0294(2) 0.0350(19) Uani 1 1 d . . . . .
C12 C 0.6384(5) 0.6327(5) 0.0537(2) 0.044(2) Uani 1 1 d . . . . .
H12 H 0.6309 0.5941 0.0698 0.052 Uiso 1 1 calc R . . . .
C13 C 0.5909(5) 0.6929(6) 0.0546(3) 0.054(3) Uani 1 1 d . . . . .
H13 H 0.5527 0.6940 0.0713 0.065 Uiso 1 1 calc R . . . .
C14 C 0.6003(6) 0.7506(6) 0.0308(3) 0.059(3) Uani 1 1 d . . . . .
H14 H 0.5685 0.7907 0.0314 0.071 Uiso 1 1 calc R . . . .
C15 C 0.6578(5) 0.7484(5) 0.0060(3) 0.049(2) Uani 1 1 d . . . . .
H15 H 0.6645 0.7871 -0.0101 0.058 Uiso 1 1 calc R . . . .
C16 C 0.8289(5) 0.5687(4) 0.0625(2) 0.0361(19) Uani 1 1 d . . . . .
C17 C 0.8844(5) 0.6231(5) 0.0635(3) 0.043(2) Uani 1 1 d . . . . .
H17 H 0.8912 0.6539 0.0436 0.052 Uiso 1 1 calc R . . . .
C18 C 0.9286(5) 0.6307(6) 0.0937(3) 0.052(3) Uani 1 1 d . . . . .
H18 H 0.9636 0.6680 0.0942 0.062 Uiso 1 1 calc R . . . .
C19 C 0.9223(6) 0.5847(6) 0.1231(3) 0.055(3) Uani 1 1 d . . . . .
H19 H 0.9534 0.5899 0.1430 0.066 Uiso 1 1 calc R . . . .
C20 C 0.8685(5) 0.5299(6) 0.1227(2) 0.047(2) Uani 1 1 d . . . . .
H20 H 0.8634 0.4980 0.1423 0.056 Uiso 1 1 calc R . . . .
C21 C 0.8225(5) 0.5236(5) 0.0926(2) 0.0364(19) Uani 1 1 d . . . . .
C22 C 0.7620(5) 0.4705(5) 0.0912(2) 0.0352(19) Uani 1 1 d . . . . .
C23 C 0.7462(5) 0.4183(5) 0.1184(2) 0.047(2) Uani 1 1 d . . . . .
H23 H 0.7783 0.4131 0.1379 0.057 Uiso 1 1 calc R . . . .
C24 C 0.6867(6) 0.3763(5) 0.1168(3) 0.055(3) Uani 1 1 d . . . . .
H24 H 0.6774 0.3424 0.1351 0.065 Uiso 1 1 calc R . . . .
C25 C 0.6374(5) 0.3829(5) 0.0874(3) 0.046(2) Uani 1 1 d . . . . .
C26 C 0.5709(6) 0.3428(5) 0.0845(3) 0.058(3) Uani 1 1 d . . . . .
H26 H 0.5595 0.3081 0.1022 0.069 Uiso 1 1 calc R . . . .
C27 C 0.5238(6) 0.3536(6) 0.0568(4) 0.065(3) Uani 1 1 d . . . . .
H27 H 0.4807 0.3263 0.0554 0.078 Uiso 1 1 calc R . . . .
C28 C 0.5400(5) 0.4067(6) 0.0297(3) 0.054(3) Uani 1 1 d . . . . .
H28 H 0.5077 0.4141 0.0105 0.065 Uiso 1 1 calc R . . . .
C29 C 0.6023(5) 0.4462(5) 0.0321(3) 0.046(2) Uani 1 1 d . . . . .
H29 H 0.6114 0.4822 0.0147 0.055 Uiso 1 1 calc R . . . .
C30 C 0.6544(5) 0.4352(4) 0.0599(2) 0.0352(19) Uani 1 1 d . . . . .
C31 C 0.6550(5) 0.5307(5) -0.0454(3) 0.050(2) Uani 1 1 d . . . . .
H31 H 0.6379 0.5767 -0.0383 0.060 Uiso 1 1 calc R . . . .
C32 C 0.6166(6) 0.4946(6) -0.0786(3) 0.059(3) Uani 1 1 d . . . . .
H32 H 0.5750 0.5140 -0.0898 0.071 Uiso 1 1 calc R . . . .
C33 C 0.6479(6) 0.4361(6) -0.0888(2) 0.054(3) Uani 1 1 d . . . . .
H33 H 0.6298 0.4141 -0.1098 0.065 Uiso 1 1 calc R . . . .
C34 C 0.7089(5) 0.3999(5) -0.0713(2) 0.045(2) Uani 1 1 d . . . . .
C35 C 0.7467(6) 0.3355(5) -0.0822(2) 0.046(2) Uani 1 1 d . . . . .
C36 C 0.8076(6) 0.3115(6) -0.0654(3) 0.055(3) Uani 1 1 d . . . . .
H36 H 0.8314 0.2697 -0.0741 0.066 Uiso 1 1 calc R . . . .
C37 C 0.8357(5) 0.3478(5) -0.0353(2) 0.041(2) Uani 1 1 d . . . . .
C38 C 0.8010(5) 0.4099(4) -0.0203(2) 0.038(2) Uani 1 1 d . . . . .
C39 C 0.7379(5) 0.4376(5) -0.0396(2) 0.039(2) Uani 1 1 d . . . . .


_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 2.169(6) . ?
Ir1 N1 2.136(7) . ?
Ir1 N2 2.092(6) . ?
Ir1 N3 2.103(7) . ?
Ir1 C11 2.005(8) . ?
Ir1 C16 2.000(8) . ?
Br1 C37 1.893(9) . ?
Br2 C35 1.891(9) . ?
O1 C38 1.304(10) . ?
N1 C31 1.302(11) . ?
N1 C39 1.383(11) . ?
N2 C1 1.398(10) . ?
N2 C9 1.334(10) . ?
N3 C22 1.356(11) . ?
N3 C30 1.380(10) . ?
C1 C2 1.400(12) . ?
C1 C6 1.407(11) . ?
C2 C3 1.381(13) . ?
C3 C4 1.417(15) . ?
C4 C5 1.344(15) . ?
C5 C6 1.420(13) . ?
C6 C7 1.399(13) . ?
C7 C8 1.344(13) . ?
C8 C9 1.417(12) . ?
C9 C10 1.460(12) . ?
C10 C11 1.401(12) . ?
C10 C15 1.398(12) . ?
C11 C12 1.382(12) . ?
C12 C13 1.393(12) . ?
C13 C14 1.377(14) . ?
C14 C15 1.388(14) . ?
C16 C17 1.414(12) . ?
C16 C21 1.383(11) . ?
C17 C18 1.382(12) . ?
C18 C19 1.372(14) . ?
C19 C20 1.396(14) . ?
C20 C21 1.394(12) . ?
C21 C22 1.465(12) . ?
C22 C23 1.409(12) . ?
C23 C24 1.326(13) . ?
C24 C25 1.408(13) . ?
C25 C26 1.416(13) . ?
C25 C30 1.424(12) . ?
C26 C27 1.348(15) . ?
C27 C28 1.418(15) . ?
C28 C29 1.345(13) . ?
C29 C30 1.409(12) . ?
C31 C32 1.554(14) . ?
C32 C33 1.264(13) . ?
C33 C34 1.442(13) . ?
C34 C35 1.415(13) . ?
C34 C39 1.452(12) . ?
C35 C36 1.341(14) . ?
C36 C37 1.387(13) . ?
C37 C38 1.406(11) . ?
C38 C39 1.441(12) . ?

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 77.3(2) . . ?
N2 Ir1 O1 103.0(2) . . ?
N2 Ir1 N1 83.9(3) . . ?
N2 Ir1 N3 173.7(3) . . ?
N3 Ir1 O1 81.7(2) . . ?
N3 Ir1 N1 101.3(3) . . ?
C11 Ir1 O1 173.1(3) . . ?
C11 Ir1 N1 96.7(3) . . ?
C11 Ir1 N2 79.5(3) . . ?
C11 Ir1 N3 96.3(3) . . ?
C16 Ir1 O1 92.5(3) . . ?
C16 Ir1 N1 169.5(3) . . ?
C16 Ir1 N2 96.1(3) . . ?
C16 Ir1 N3 79.5(3) . . ?
C16 Ir1 C11 93.6(3) . . ?
C38 O1 Ir1 113.5(5) . . ?
C31 N1 Ir1 130.3(7) . . ?
C31 N1 C39 115.9(8) . . ?
C39 N1 Ir1 113.7(5) . . ?
C1 N2 Ir1 126.8(5) . . ?
C9 N2 Ir1 114.6(5) . . ?
C9 N2 C1 118.5(7) . . ?
C22 N3 Ir1 113.1(5) . . ?
C22 N3 C30 119.2(7) . . ?
C30 N3 Ir1 127.7(5) . . ?
N2 C1 C2 120.3(7) . . ?
N2 C1 C6 120.1(8) . . ?
C2 C1 C6 119.5(8) . . ?
C3 C2 C1 120.6(9) . . ?
C2 C3 C4 120.0(10) . . ?
C5 C4 C3 119.6(9) . . ?
C4 C5 C6 122.0(9) . . ?
C1 C6 C5 118.3(9) . . ?
C7 C6 C1 119.3(8) . . ?
C7 C6 C5 122.3(9) . . ?
C8 C7 C6 119.8(8) . . ?
C7 C8 C9 119.7(8) . . ?
N2 C9 C8 122.3(8) . . ?
N2 C9 C10 115.0(7) . . ?
C8 C9 C10 122.7(8) . . ?
C11 C10 C9 115.2(7) . . ?
C15 C10 C9 124.1(8) . . ?
C15 C10 C11 120.7(8) . . ?
C10 C11 Ir1 114.8(6) . . ?
C12 C11 Ir1 127.0(7) . . ?
C12 C11 C10 117.9(8) . . ?
C11 C12 C13 121.5(9) . . ?
C14 C13 C12 120.5(9) . . ?
C13 C14 C15 119.2(9) . . ?
C14 C15 C10 120.3(9) . . ?
C17 C16 Ir1 127.2(7) . . ?
C21 C16 Ir1 115.6(6) . . ?
C21 C16 C17 117.0(8) . . ?
C18 C17 C16 120.3(9) . . ?
C19 C18 C17 121.8(9) . . ?
C18 C19 C20 119.0(9) . . ?
C21 C20 C19 119.1(9) . . ?
C16 C21 C20 122.7(9) . . ?
C16 C21 C22 115.1(7) . . ?
C20 C21 C22 122.2(8) . . ?
N3 C22 C21 114.9(7) . . ?
N3 C22 C23 120.2(8) . . ?
C23 C22 C21 124.8(8) . . ?
C24 C23 C22 121.4(9) . . ?
C23 C24 C25 120.3(9) . . ?
C24 C25 C26 123.8(9) . . ?
C24 C25 C30 117.7(9) . . ?
C26 C25 C30 118.4(9) . . ?
C27 C26 C25 121.6(10) . . ?
C26 C27 C28 120.1(10) . . ?
C29 C28 C27 119.5(10) . . ?
C28 C29 C30 122.5(9) . . ?
N3 C30 C25 120.7(8) . . ?
N3 C30 C29 121.4(8) . . ?
C29 C30 C25 117.9(8) . . ?
N1 C31 C32 126.3(8) . . ?
C33 C32 C31 112.7(9) . . ?
C32 C33 C34 126.7(9) . . ?
C33 C34 C39 115.0(9) . . ?
C35 C34 C33 128.6(9) . . ?
C35 C34 C39 116.2(8) . . ?
C34 C35 Br2 117.9(8) . . ?
C36 C35 Br2 119.3(7) . . ?
C36 C35 C34 122.8(9) . . ?
C35 C36 C37 121.0(9) . . ?
C36 C37 Br1 120.1(7) . . ?
C36 C37 C38 122.1(9) . . ?
C38 C37 Br1 117.7(7) . . ?
O1 C38 C37 123.8(8) . . ?
O1 C38 C39 119.7(7) . . ?
C37 C38 C39 116.4(8) . . ?
N1 C39 C34 123.0(8) . . ?
N1 C39 C38 115.7(7) . . ?
C38 C39 C34 121.4(8) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.333
_oxdiff_exptl_absorpt_empirical_full_min 0.676
