# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_bbds_bj_3ir_0m_a
_audit_block_doi                 10.5517/ccdc.csd.cc2bpgl3
_database_code_depnum_ccdc_archive 'CCDC 2165585'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/D3NJ02295A 2023
loop_
_audit_author_name
_audit_author_address
'MD BAKIBILLAH'
;UNIVERSITY OF NORTH BENGAL
India
;
_audit_update_record             
;
2022-04-10 deposited with the CCDC.	2024-04-30 downloaded from the CCDC.
;
_audit_creation_date             2022-04-01
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H26 Cl Ir N2 O, H2 O'
_chemical_formula_sum            'C26 H22 Cl Ir N2 O2'
_chemical_formula_weight         622.10
_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 0.0181 0.0091 '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 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.4305(7)
_cell_length_b                   11.9858(9)
_cell_length_c                   20.8802(17)
_cell_angle_alpha                90
_cell_angle_beta                 100.870(2)
_cell_angle_gamma                90
_cell_volume                     2317.8(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9917
_cell_measurement_temperature    101.0
_cell_measurement_theta_max      68.25
_cell_measurement_theta_min      3.69
_shelx_estimated_absorpt_T_max   0.370
_shelx_estimated_absorpt_T_min   0.190
_exptl_absorpt_coefficient_mu    12.416
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.3549
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1338 before and 0.0711 after correction.
The Ratio of minimum to maximum transmission is 0.4713.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_colour_lustre     .
_exptl_crystal_density_diffrn    1.783
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1208
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            39503
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.246
_diffrn_reflns_theta_min         4.272
_diffrn_ambient_temperature      101.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4099
_reflns_number_total             4146
_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       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.066
_refine_diff_density_min         -1.543
_refine_diff_density_rms         0.133
_refine_ls_extinction_coef       0.00159(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.198
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         4146
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0306
_refine_ls_R_factor_gt           0.0303
_refine_ls_restrained_S_all      1.198
_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)+(0.0408P)²+3.4867P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0837
_refine_ls_wR_factor_ref         0.0839
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Free rotating group:
 O2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C3(H3), C4(H4), C16(H16), C13(H13), C8(H8), C1(H1), C2(H2),
 C15(H15), C10(H10), C9(H9)
2.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C26(H26A,H26B,H26C), C24(H24A,H24B,H24C), C22(H22A,H22B,
 H22C), C25(H25A,H25B,H25C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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 0.69158(2) 0.74714(2) 0.38105(2) 0.01389(11) Uani 1 1 d . . . . .
N1 N 0.4789(4) 0.7567(2) 0.39690(19) 0.0181(8) Uani 1 1 d . . . . .
O1 O 0.3274(2) 0.7098(2) 0.46684(12) 0.0257(5) Uani 1 1 d . . . . .
C7 C 0.3641(3) 0.7974(3) 0.34893(16) 0.0179(7) Uani 1 1 d . . . . .
C19 C 0.8971(5) 0.7608(3) 0.3493(2) 0.0185(9) Uani 1 1 d . . . . .
C6 C 0.4481(4) 0.7147(3) 0.45143(16) 0.0192(6) Uani 1 1 d . . . . .
N2 N 0.7051(3) 0.6808(2) 0.47458(13) 0.0173(5) Uani 1 1 d . . . . .
C18 C 0.7807(4) 0.7812(3) 0.29413(16) 0.0184(6) Uani 1 1 d . . . . .
C21 C 0.7638(3) 0.9162(3) 0.37236(16) 0.0180(6) Uani 1 1 d . . . . .
C17 C 0.7000(3) 0.8754(3) 0.30780(15) 0.0175(6) Uani 1 1 d . . . . .
C23 C 0.7553(4) 0.7165(3) 0.23181(17) 0.0256(7) Uani 1 1 d . . . . .
H23A H 0.759387 0.636433 0.241577 0.038 Uiso 1 1 calc R U . . .
H23B H 0.829767 0.735364 0.206648 0.038 Uiso 1 1 calc R U . . .
H23C H 0.659948 0.735183 0.206355 0.038 Uiso 1 1 calc R U . . .
C26 C 0.7256(4) 1.0215(3) 0.40342(16) 0.0209(7) Uani 1 1 d . . . . .
H26A H 0.623402 1.038674 0.387612 0.031 Uiso 1 1 calc R U . . .
H26B H 0.785151 1.082806 0.392149 0.031 Uiso 1 1 calc R U . . .
H26C H 0.743248 1.012117 0.450887 0.031 Uiso 1 1 calc R U . . .
C14 C 0.2704(4) 1.0680(3) 0.42180(19) 0.0246(8) Uani 1 1 d . . . . .
H14 H 0.305114 1.114771 0.458127 0.029 Uiso 1 1 calc R U . . .
C20 C 0.8876(3) 0.8462(3) 0.39618(15) 0.0168(6) Uani 1 1 d . . . . .
C3 C 0.6979(4) 0.5696(3) 0.59033(18) 0.0249(8) Uani 1 1 d . . . . .
H3 H 0.695386 0.530545 0.629678 0.030 Uiso 1 1 calc R U . . .
C4 C 0.5717(4) 0.6126(3) 0.55277(16) 0.0230(7) Uani 1 1 d . . . . .
H4 H 0.481883 0.603957 0.566510 0.028 Uiso 1 1 calc R U . . .
C5 C 0.5786(3) 0.6679(3) 0.49554(16) 0.0176(6) Uani 1 1 d . . . . .
O2 O 0.8284(3) 0.3533(3) 0.43744(16) 0.0451(8) Uani 1 1 d G . . . .
H2A H 0.916879 0.366496 0.433164 0.068 Uiso 1 1 d G U . . .
H2B H 0.772400 0.406117 0.418419 0.068 Uiso 1 1 d G U . . .
C16 C 0.1009(4) 1.0364(3) 0.32183(17) 0.0238(7) Uani 1 1 d . . . . .
H16 H 0.017949 1.058625 0.291239 0.029 Uiso 1 1 calc R U . . .
C13 C 0.3396(3) 0.9691(3) 0.41474(16) 0.0208(7) Uani 1 1 d . . . . .
H13 H 0.418851 0.946389 0.447285 0.025 Uiso 1 1 calc R U . . .
C8 C 0.3210(4) 0.7390(3) 0.2925(2) 0.0198(8) Uani 1 1 d . . . . .
H8 H 0.369325 0.671701 0.285707 0.024 Uiso 1 1 calc R U . . .
C1 C 0.8268(3) 0.6394(3) 0.51087(16) 0.0198(7) Uani 1 1 d . . . . .
H1 H 0.915380 0.647929 0.496026 0.024 Uiso 1 1 calc R U . . .
C2 C 0.8264(4) 0.5850(3) 0.56913(16) 0.0229(7) Uani 1 1 d . . . . .
H2 H 0.914255 0.558309 0.594454 0.027 Uiso 1 1 calc R U . . .
Cl1 Cl 0.64039(8) 0.55382(6) 0.34857(4) 0.01989(19) Uani 1 1 d . . . . .
C24 C 1.0064(4) 0.6695(3) 0.35525(17) 0.0236(7) Uani 1 1 d . . . . .
H24A H 1.082442 0.683105 0.393432 0.035 Uiso 1 1 calc R U . . .
H24B H 1.049016 0.667482 0.315926 0.035 Uiso 1 1 calc R U . . .
H24C H 0.959680 0.597823 0.360329 0.035 Uiso 1 1 calc R U . . .
C15 C 0.1485(4) 1.1008(3) 0.37565(18) 0.0268(8) Uani 1 1 d . . . . .
H15 H 0.099294 1.167938 0.381946 0.032 Uiso 1 1 calc R U . . .
C10 C 0.1314(4) 0.8721(3) 0.25339(16) 0.0233(7) Uani 1 1 d . . . . .
H10 H 0.051400 0.895409 0.221443 0.028 Uiso 1 1 calc R U . . .
C22 C 0.5773(4) 0.9268(3) 0.26090(17) 0.0242(7) Uani 1 1 d . . . . .
H22A H 0.515031 0.867791 0.238518 0.036 Uiso 1 1 calc R U . . .
H22B H 0.615617 0.971549 0.228743 0.036 Uiso 1 1 calc R U . . .
H22C H 0.521055 0.974774 0.284811 0.036 Uiso 1 1 calc R U . . .
C9 C 0.2051(4) 0.7770(3) 0.24373(18) 0.0222(7) Uani 1 1 d . . . . .
H9 H 0.178621 0.736247 0.204251 0.027 Uiso 1 1 calc R U . . .
C25 C 0.9922(3) 0.8635(3) 0.45889(16) 0.0200(7) Uani 1 1 d . . . . .
H25A H 0.939265 0.882609 0.493497 0.030 Uiso 1 1 calc R U . . .
H25B H 1.058459 0.924356 0.453600 0.030 Uiso 1 1 calc R U . . .
H25C H 1.047450 0.794818 0.470585 0.030 Uiso 1 1 calc R U . . .
C12 C 0.2937(3) 0.9005(3) 0.35925(15) 0.0187(7) Uani 1 1 d . . . . .
C11 C 0.1745(3) 0.9361(3) 0.31116(16) 0.0194(7) 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 N1 2.096(4) . ?
Ir1 C19 2.170(4) . ?
Ir1 N2 2.090(3) . ?
Ir1 C18 2.177(3) . ?
Ir1 C21 2.156(3) . ?
Ir1 C17 2.180(3) . ?
Ir1 C20 2.169(3) . ?
Ir1 Cl1 2.4368(8) . ?
N1 C7 1.416(5) . ?
N1 C6 1.326(5) . ?
O1 C6 1.242(4) . ?
C7 C8 1.365(5) . ?
C7 C12 1.438(5) . ?
C19 C18 1.454(6) . ?
C19 C20 1.432(5) . ?
C19 C24 1.493(5) . ?
C6 C5 1.500(5) . ?
N2 C5 1.355(4) . ?
N2 C1 1.345(4) . ?
C18 C17 1.420(5) . ?
C18 C23 1.495(5) . ?
C21 C17 1.453(4) . ?
C21 C26 1.494(5) . ?
C21 C20 1.447(4) . ?
C17 C22 1.500(4) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C14 H14 0.9500 . ?
C14 C13 1.375(5) . ?
C14 C15 1.409(5) . ?
C20 C25 1.498(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.395(5) . ?
C3 C2 1.379(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.378(5) . ?
O2 H2A 0.8700 . ?
O2 H2B 0.8705 . ?
C16 H16 0.9500 . ?
C16 C15 1.368(5) . ?
C16 C11 1.427(5) . ?
C13 H13 0.9500 . ?
C13 C12 1.420(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.421(5) . ?
C1 H1 0.9500 . ?
C1 C2 1.381(5) . ?
C2 H2 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C15 H15 0.9500 . ?
C10 H10 0.9500 . ?
C10 C9 1.370(5) . ?
C10 C11 1.422(5) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C9 H9 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C12 C11 1.424(5) . ?

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 C19 168.64(15) . . ?
N1 Ir1 C18 130.71(14) . . ?
N1 Ir1 C21 106.78(11) . . ?
N1 Ir1 C17 103.57(12) . . ?
N1 Ir1 C20 139.58(11) . . ?
N1 Ir1 Cl1 87.17(7) . . ?
C19 Ir1 C18 39.08(15) . . ?
C19 Ir1 C17 65.15(13) . . ?
C19 Ir1 Cl1 97.35(9) . . ?
N2 Ir1 N1 76.40(12) . . ?
N2 Ir1 C19 114.43(14) . . ?
N2 Ir1 C18 152.24(12) . . ?
N2 Ir1 C21 118.15(11) . . ?
N2 Ir1 C17 156.90(11) . . ?
N2 Ir1 C20 99.91(11) . . ?
N2 Ir1 Cl1 82.65(7) . . ?
C18 Ir1 C17 38.03(13) . . ?
C18 Ir1 Cl1 91.93(10) . . ?
C21 Ir1 C19 65.74(12) . . ?
C21 Ir1 C18 64.91(13) . . ?
C21 Ir1 C17 39.16(12) . . ?
C21 Ir1 C20 39.10(12) . . ?
C21 Ir1 Cl1 156.82(9) . . ?
C17 Ir1 Cl1 120.43(9) . . ?
C20 Ir1 C19 38.53(13) . . ?
C20 Ir1 C18 64.32(12) . . ?
C20 Ir1 C17 64.76(11) . . ?
C20 Ir1 Cl1 132.82(9) . . ?
C7 N1 Ir1 122.3(3) . . ?
C6 N1 Ir1 119.1(3) . . ?
C6 N1 C7 118.4(3) . . ?
N1 C7 C12 120.2(3) . . ?
C8 C7 N1 119.8(3) . . ?
C8 C7 C12 120.0(3) . . ?
C18 C19 Ir1 70.7(2) . . ?
C18 C19 C24 126.6(4) . . ?
C20 C19 Ir1 70.7(2) . . ?
C20 C19 C18 106.6(3) . . ?
C20 C19 C24 126.8(4) . . ?
C24 C19 Ir1 124.2(2) . . ?
N1 C6 C5 112.5(3) . . ?
O1 C6 N1 126.9(3) . . ?
O1 C6 C5 120.6(3) . . ?
C5 N2 Ir1 116.3(2) . . ?
C1 N2 Ir1 124.2(2) . . ?
C1 N2 C5 119.1(3) . . ?
C19 C18 Ir1 70.2(2) . . ?
C19 C18 C23 125.1(3) . . ?
C17 C18 Ir1 71.09(18) . . ?
C17 C18 C19 109.1(3) . . ?
C17 C18 C23 125.7(3) . . ?
C23 C18 Ir1 127.2(2) . . ?
C17 C21 Ir1 71.31(17) . . ?
C17 C21 C26 126.6(3) . . ?
C26 C21 Ir1 130.7(2) . . ?
C20 C21 Ir1 70.94(17) . . ?
C20 C21 C17 106.8(3) . . ?
C20 C21 C26 125.8(3) . . ?
C18 C17 Ir1 70.87(18) . . ?
C18 C17 C21 108.1(3) . . ?
C18 C17 C22 124.9(3) . . ?
C21 C17 Ir1 69.53(17) . . ?
C21 C17 C22 126.9(3) . . ?
C22 C17 Ir1 128.5(2) . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C26 H26A 109.5 . . ?
C21 C26 H26B 109.5 . . ?
C21 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C13 C14 H14 119.7 . . ?
C13 C14 C15 120.6(3) . . ?
C15 C14 H14 119.7 . . ?
C19 C20 Ir1 70.8(2) . . ?
C19 C20 C21 109.3(3) . . ?
C19 C20 C25 125.5(3) . . ?
C21 C20 Ir1 69.97(17) . . ?
C21 C20 C25 125.2(3) . . ?
C25 C20 Ir1 127.3(2) . . ?
C4 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
C2 C3 C4 118.6(3) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.4(3) . . ?
C5 C4 H4 120.3 . . ?
N2 C5 C6 115.4(3) . . ?
N2 C5 C4 121.5(3) . . ?
C4 C5 C6 123.0(3) . . ?
H2A O2 H2B 109.4 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C11 120.7(3) . . ?
C11 C16 H16 119.7 . . ?
C14 C13 H13 119.7 . . ?
C14 C13 C12 120.6(3) . . ?
C12 C13 H13 119.7 . . ?
C7 C8 H8 119.4 . . ?
C7 C8 C9 121.2(3) . . ?
C9 C8 H8 119.4 . . ?
N2 C1 H1 119.1 . . ?
N2 C1 C2 121.8(3) . . ?
C2 C1 H1 119.1 . . ?
C3 C2 C1 119.6(3) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C19 C24 H24A 109.5 . . ?
C19 C24 H24B 109.5 . . ?
C19 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.2(3) . . ?
C16 C15 H15 119.9 . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.1(3) . . ?
C11 C10 H10 119.9 . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.3(3) . . ?
C10 C9 H9 119.9 . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C13 C12 C7 122.8(3) . . ?
C13 C12 C11 118.8(3) . . ?
C11 C12 C7 118.5(3) . . ?
C10 C11 C16 121.1(3) . . ?
C10 C11 C12 119.9(3) . . ?
C12 C11 C16 119.0(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ir1 N1 C7 C8 66.6(4) . . . . ?
Ir1 N1 C7 C12 -112.9(3) . . . . ?
Ir1 N1 C6 O1 -176.9(3) . . . . ?
Ir1 N1 C6 C5 1.6(4) . . . . ?
Ir1 C19 C18 C17 60.7(2) . . . . ?
Ir1 C19 C18 C23 -122.1(3) . . . . ?
Ir1 C19 C20 C21 -59.6(2) . . . . ?
Ir1 C19 C20 C25 122.6(3) . . . . ?
Ir1 N2 C5 C6 -6.4(4) . . . . ?
Ir1 N2 C5 C4 172.0(2) . . . . ?
Ir1 N2 C1 C2 -172.4(2) . . . . ?
Ir1 C18 C17 C21 59.8(2) . . . . ?
Ir1 C18 C17 C22 -124.1(3) . . . . ?
Ir1 C21 C17 C18 -60.7(2) . . . . ?
Ir1 C21 C17 C22 123.4(3) . . . . ?
Ir1 C21 C20 C19 60.0(2) . . . . ?
Ir1 C21 C20 C25 -122.1(3) . . . . ?
N1 C7 C8 C9 179.3(3) . . . . ?
N1 C7 C12 C13 3.9(5) . . . . ?
N1 C7 C12 C11 -177.2(3) . . . . ?
N1 C6 C5 N2 3.1(4) . . . . ?
N1 C6 C5 C4 -175.2(3) . . . . ?
O1 C6 C5 N2 -178.2(3) . . . . ?
O1 C6 C5 C4 3.5(5) . . . . ?
C7 N1 C6 O1 -2.4(6) . . . . ?
C7 N1 C6 C5 176.1(3) . . . . ?
C7 C8 C9 C10 -1.8(6) . . . . ?
C7 C12 C11 C16 178.0(3) . . . . ?
C7 C12 C11 C10 -2.4(4) . . . . ?
C19 C18 C17 Ir1 -60.1(2) . . . . ?
C19 C18 C17 C21 -0.3(4) . . . . ?
C19 C18 C17 C22 175.8(3) . . . . ?
C6 N1 C7 C8 -107.7(4) . . . . ?
C6 N1 C7 C12 72.8(4) . . . . ?
N2 C1 C2 C3 1.7(5) . . . . ?
C18 C19 C20 Ir1 62.0(2) . . . . ?
C18 C19 C20 C21 2.5(4) . . . . ?
C18 C19 C20 C25 -175.3(3) . . . . ?
C17 C21 C20 Ir1 -62.7(2) . . . . ?
C17 C21 C20 C19 -2.7(4) . . . . ?
C17 C21 C20 C25 175.2(3) . . . . ?
C23 C18 C17 Ir1 122.7(3) . . . . ?
C23 C18 C17 C21 -177.4(3) . . . . ?
C23 C18 C17 C22 -1.4(5) . . . . ?
C26 C21 C17 Ir1 -127.3(3) . . . . ?
C26 C21 C17 C18 172.0(3) . . . . ?
C26 C21 C17 C22 -3.9(5) . . . . ?
C26 C21 C20 Ir1 126.9(3) . . . . ?
C26 C21 C20 C19 -173.0(3) . . . . ?
C26 C21 C20 C25 4.8(5) . . . . ?
C14 C13 C12 C7 178.8(3) . . . . ?
C14 C13 C12 C11 -0.1(5) . . . . ?
C20 C19 C18 Ir1 -62.0(2) . . . . ?
C20 C19 C18 C17 -1.4(4) . . . . ?
C20 C19 C18 C23 175.8(3) . . . . ?
C20 C21 C17 Ir1 62.4(2) . . . . ?
C20 C21 C17 C18 1.8(3) . . . . ?
C20 C21 C17 C22 -174.2(3) . . . . ?
C3 C4 C5 C6 178.7(3) . . . . ?
C3 C4 C5 N2 0.5(5) . . . . ?
C4 C3 C2 C1 -1.8(5) . . . . ?
C5 N2 C1 C2 -0.5(5) . . . . ?
C13 C14 C15 C16 -2.5(5) . . . . ?
C13 C12 C11 C16 -3.0(4) . . . . ?
C13 C12 C11 C10 176.5(3) . . . . ?
C8 C7 C12 C13 -175.6(3) . . . . ?
C8 C7 C12 C11 3.3(5) . . . . ?
C1 N2 C5 C6 -178.9(3) . . . . ?
C1 N2 C5 C4 -0.6(5) . . . . ?
C2 C3 C4 C5 0.7(5) . . . . ?
C24 C19 C18 Ir1 118.8(4) . . . . ?
C24 C19 C18 C17 179.5(3) . . . . ?
C24 C19 C18 C23 -3.3(6) . . . . ?
C24 C19 C20 Ir1 -118.8(4) . . . . ?
C24 C19 C20 C21 -178.4(3) . . . . ?
C24 C19 C20 C25 3.8(6) . . . . ?
C15 C14 C13 C12 3.0(5) . . . . ?
C15 C16 C11 C10 -176.0(3) . . . . ?
C15 C16 C11 C12 3.5(5) . . . . ?
C9 C10 C11 C16 179.0(3) . . . . ?
C9 C10 C11 C12 -0.5(5) . . . . ?
C12 C7 C8 C9 -1.2(5) . . . . ?
C11 C16 C15 C14 -0.8(5) . . . . ?
C11 C10 C9 C8 2.7(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
