# Electronic Supplementary Material (ESI) for ChemComm.
# 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_Yao101317
_database_code_depnum_ccdc_archive 'CCDC 2142636'
loop_
_audit_author_name
_audit_author_address
'Ralf Haiges'
;University of Southern California
United States of America
;
_audit_update_record             
;
2023-02-27 deposited with the CCDC.	2023-05-25 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C20 H21 Ir N3 O2, C F3 O3 S'
_chemical_formula_sum            'C21 H21 F3 Ir N3 O5 S'
_chemical_formula_iupac          ?
_chemical_formula_weight         676.67

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.824(2)
_cell_length_b                   10.972(3)
_cell_length_c                   14.212(4)
_cell_angle_alpha                95.459(5)
_cell_angle_beta                 94.385(5)
_cell_angle_gamma                98.090(5)
_cell_volume                     1197.4(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9198
_cell_measurement_theta_min      2.2496
_cell_measurement_theta_max      30.5941
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.02
_exptl_crystal_density_diffrn    1.877
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             656

_exptl_absorpt_coefficient_mu    5.723
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2016/2 (Bruker AXS, 2016)'
_exptl_absorpt_correction_T_min  0.548
_exptl_absorpt_correction_T_max  0.746

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'fine-focus tube'
_diffrn_source_type              ?

_diffrn_radiation_type           'MoK\a '
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'TRIUMPH curved-crystal'

_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'omega- and phi-scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            6673
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0578
_diffrn_reflns_theta_min         1.89
_diffrn_reflns_theta_max         30.74
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_max 0.930
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       20

_refine_special_details          
;

Refined as a 2-component twin.
;

_reflns_number_total             6673
_reflns_number_gt                6189
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0349
_refine_ls_wR_factor_gt          0.0648
_refine_ls_wR_factor_ref         0.0669
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_number_reflns         6673
_refine_ls_number_parameters     317
_refine_ls_number_restraints     2
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0256P)²+1.7445P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_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         3.654
_refine_diff_density_min         -1.413
_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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
'Bruker Instrument Service v2012.12.0.3 (Bruker AXS, 2012)'
_computing_cell_refinement       'APEX3 v2017.3-0 (Bruker AXS, 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS, 2013)'
_computing_structure_solution    'SHELXTL XT 2014/5 (Bruker AXS, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 833)'
_computing_publication_material  'SHELXTL XL 2016/6 (Bruker AXS, 2016)'

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 0.7104(6) 0.8165(4) 0.2724(3) 0.0151(9) Uani d . . . 1 . .
C C2 0.6991(6) 1.0208(4) 0.2781(4) 0.0205(10) Uani d . . . 1 . .
H H2 0.673399 1.097993 0.260284 0.025 Uiso calc U . R 1 . .
C C3 0.7845(7) 1.0017(4) 0.3602(4) 0.0208(10) Uani d . . . 1 . .
H H3 0.830872 1.062733 0.411113 0.025 Uiso calc U . R 1 . .
C C4 0.5757(6) 0.8829(5) 0.1257(3) 0.0176(10) Uani d . . . 1 . .
H H4A 0.660268 0.853238 0.083931 0.021 Uiso calc U . R 1 . .
H H4B 0.54632 0.961496 0.104589 0.021 Uiso calc U . R 1 . .
C C5 0.4148(6) 0.7889(4) 0.1161(3) 0.0156(9) Uani d . . . 1 . .
C C6 0.2592(7) 0.8155(5) 0.0746(3) 0.0205(10) Uani d . . . 1 . .
H H6 0.25352 0.894845 0.054094 0.025 Uiso calc U . R 1 . .
C C7 0.1119(7) 0.7263(5) 0.0631(4) 0.0246(11) Uani d . . . 1 . .
H H7 0.005175 0.743493 0.03467 0.029 Uiso calc U . R 1 . .
C C8 0.1251(7) 0.6116(5) 0.0942(3) 0.0242(10) Uani d . . . 1 . .
H H8 0.026928 0.5487 0.087176 0.029 Uiso calc U . R 1 . .
C C9 0.2818(7) 0.5895(4) 0.1353(4) 0.0200(10) Uani d . . . 1 . .
H H9 0.288615 0.510997 0.15711 0.024 Uiso calc U . R 1 . .
C C10 0.8752(6) 0.8140(4) 0.4285(3) 0.0161(9) Uani d . . . 1 . .
C C11 0.7856(7) 0.7833(5) 0.5061(4) 0.0209(10) Uani d . . . 1 . .
C C12 0.8630(7) 0.7153(5) 0.5718(4) 0.0241(11) Uani d . . . 1 . .
H H12 0.804066 0.693672 0.625198 0.029 Uiso calc U . R 1 . .
C C13 1.0232(7) 0.6792(5) 0.5605(4) 0.0232(11) Uani d . . . 1 . .
C C14 1.1114(7) 0.7138(5) 0.4824(4) 0.0216(10) Uani d . . . 1 . .
H H14 1.222296 0.690069 0.475045 0.026 Uiso calc U . R 1 . .
C C15 1.0404(6) 0.7820(4) 0.4151(3) 0.0173(9) Uani d . . . 1 . .
C C16 0.6123(8) 0.8234(6) 0.5219(4) 0.0341(13) Uani d . . . 1 . .
H H16A 0.534424 0.801913 0.463526 0.051 Uiso calc U . R 1 . .
H H16B 0.628182 0.913128 0.53918 0.051 Uiso calc U . R 1 . .
H H16C 0.561925 0.781156 0.573276 0.051 Uiso calc U . R 1 . .
C C17 1.1044(9) 0.6027(5) 0.6295(4) 0.0336(14) Uani d . . . 1 . .
H H17A 1.132679 0.527646 0.594863 0.05 Uiso calc U . R 1 . .
H H17B 1.022716 0.579626 0.676038 0.05 Uiso calc U . R 1 . .
H H17C 1.210572 0.651158 0.662452 0.05 Uiso calc U . R 1 . .
C C18 1.1392(7) 0.8194(5) 0.3332(4) 0.0276(12) Uani d . . . 1 . .
H H18A 1.238241 0.774175 0.329128 0.041 Uiso calc U . R 1 . .
H H18B 1.180804 0.908602 0.342946 0.041 Uiso calc U . R 1 . .
H H18C 1.062821 0.7999 0.27414 0.041 Uiso calc U . R 1 . .
C C19 0.5515(7) 0.5729(5) 0.3276(4) 0.0232(11) Uani d . . . 1 . .
C C20 0.6674(6) 0.4749(5) 0.1480(4) 0.0196(10) Uani d . . . 1 . .
Ir Ir1 0.66516(3) 0.63397(2) 0.21758(2) 0.01453(5) Uani d . . D 1 . .
H H1A 0.787(6) 0.670(5) 0.149(3) 0.017 Uiso d U . D 1 . .
H H2A 0.838(4) 0.625(5) 0.269(3) 0.017 Uiso d U . D 1 . .
N N1 0.6556(5) 0.9061(3) 0.2245(3) 0.0164(7) Uani d . . . 1 . .
N N2 0.7917(5) 0.8759(3) 0.3560(3) 0.0155(8) Uani d . . . 1 . .
N N3 0.4267(5) 0.6758(4) 0.1460(3) 0.0162(8) Uani d . . . 1 . .
O O1 0.4911(6) 0.5362(4) 0.3913(3) 0.0335(10) Uani d . . . 1 . .
O O2 0.6836(5) 0.3852(4) 0.1057(3) 0.0314(9) Uani d . . . 1 . .
C C21 0.1032(7) 0.1470(5) 0.1644(4) 0.0259(11) Uani d . . . 1 . .
F F1 -0.0071(4) 0.2241(3) 0.1838(3) 0.0402(9) Uani d . . . 1 . .
F F2 0.0307(5) 0.0674(3) 0.0901(3) 0.0378(8) Uani d . . . 1 . .
F F3 0.1199(5) 0.0819(3) 0.2392(3) 0.0449(10) Uani d . . . 1 . .
O O3 0.2715(5) 0.2917(4) 0.0601(3) 0.0273(8) Uani d . . . 1 . .
O O4 0.3694(5) 0.3086(3) 0.2279(3) 0.0313(9) Uani d . . . 1 . .
O O5 0.4142(5) 0.1303(4) 0.1222(3) 0.0364(10) Uani d . . . 1 . .
S S1 0.31429(16) 0.22866(11) 0.14122(9) 0.0179(2) Uani d . . . 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
C1 N1 . 1.347(6) ?
C1 N2 . 1.364(6) ?
C1 Ir1 . 2.051(5) ?
C2 C3 . 1.349(7) ?
C2 N1 . 1.393(6) ?
C2 H2 . 0.95 ?
C3 N2 . 1.386(6) ?
C3 H3 . 0.95 ?
C4 N1 . 1.477(6) ?
C4 C5 . 1.500(7) ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C5 N3 . 1.362(6) ?
C5 C6 . 1.392(7) ?
C6 C7 . 1.391(8) ?
C6 H6 . 0.95 ?
C7 C8 . 1.388(8) ?
C7 H7 . 0.95 ?
C8 C9 . 1.380(7) ?
C8 H8 . 0.95 ?
C9 N3 . 1.360(6) ?
C9 H9 . 0.95 ?
C10 C11 . 1.394(7) ?
C10 C15 . 1.408(7) ?
C10 N2 . 1.450(6) ?
C11 C12 . 1.403(7) ?
C11 C16 . 1.509(8) ?
C12 C13 . 1.382(8) ?
C12 H12 . 0.95 ?
C13 C14 . 1.407(8) ?
C13 C17 . 1.511(7) ?
C14 C15 . 1.398(7) ?
C14 H14 . 0.95 ?
C15 C18 . 1.503(7) ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 O1 . 1.134(6) ?
C19 Ir1 . 1.982(5) ?
C20 O2 . 1.132(6) ?
C20 Ir1 . 1.925(5) ?
Ir1 N3 . 2.183(4) ?
Ir1 H1A . 1.451(19) ?
Ir1 H2A . 1.507(19) ?
C21 F1 . 1.317(7) ?
C21 F2 . 1.339(6) ?
C21 F3 . 1.344(6) ?
C21 S1 . 1.833(6) ?
O3 S1 . 1.442(4) ?
O4 S1 . 1.442(4) ?
O5 S1 . 1.437(4) ?

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 N2 . . 105.4(4) ?
N1 C1 Ir1 . . 121.9(3) ?
N2 C1 Ir1 . . 132.8(3) ?
C3 C2 N1 . . 107.0(4) ?
C3 C2 H2 . . 126.5 ?
N1 C2 H2 . . 126.5 ?
C2 C3 N2 . . 106.8(4) ?
C2 C3 H3 . . 126.6 ?
N2 C3 H3 . . 126.6 ?
N1 C4 C5 . . 111.8(4) ?
N1 C4 H4A . . 109.3 ?
C5 C4 H4A . . 109.3 ?
N1 C4 H4B . . 109.3 ?
C5 C4 H4B . . 109.3 ?
H4A C4 H4B . . 107.9 ?
N3 C5 C6 . . 121.1(4) ?
N3 C5 C4 . . 118.2(4) ?
C6 C5 C4 . . 120.6(4) ?
C7 C6 C5 . . 120.3(5) ?
C7 C6 H6 . . 119.9 ?
C5 C6 H6 . . 119.9 ?
C8 C7 C6 . . 118.2(5) ?
C8 C7 H7 . . 120.9 ?
C6 C7 H7 . . 120.9 ?
C9 C8 C7 . . 119.6(5) ?
C9 C8 H8 . . 120.2 ?
C7 C8 H8 . . 120.2 ?
N3 C9 C8 . . 122.6(5) ?
N3 C9 H9 . . 118.7 ?
C8 C9 H9 . . 118.7 ?
C11 C10 C15 . . 122.6(4) ?
C11 C10 N2 . . 118.8(4) ?
C15 C10 N2 . . 118.4(4) ?
C10 C11 C12 . . 118.0(5) ?
C10 C11 C16 . . 122.0(5) ?
C12 C11 C16 . . 119.9(5) ?
C13 C12 C11 . . 121.5(5) ?
C13 C12 H12 . . 119.3 ?
C11 C12 H12 . . 119.3 ?
C12 C13 C14 . . 119.0(5) ?
C12 C13 C17 . . 121.6(5) ?
C14 C13 C17 . . 119.4(5) ?
C15 C14 C13 . . 121.8(5) ?
C15 C14 H14 . . 119.1 ?
C13 C14 H14 . . 119.1 ?
C14 C15 C10 . . 117.1(4) ?
C14 C15 C18 . . 120.6(5) ?
C10 C15 C18 . . 122.4(4) ?
C11 C16 H16A . . 109.5 ?
C11 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C11 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C13 C17 H17A . . 109.5 ?
C13 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C13 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C15 C18 H18A . . 109.5 ?
C15 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C15 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
O1 C19 Ir1 . . 177.7(5) ?
O2 C20 Ir1 . . 173.8(5) ?
C20 Ir1 C19 . . 97.2(2) ?
C20 Ir1 C1 . . 166.21(19) ?
C19 Ir1 C1 . . 95.5(2) ?
C20 Ir1 N3 . . 97.55(18) ?
C19 Ir1 N3 . . 94.48(19) ?
C1 Ir1 N3 . . 86.58(16) ?
C20 Ir1 H1A . . 80.(2) ?
C19 Ir1 H1A . . 166.(2) ?
C1 Ir1 H1A . . 86.(2) ?
N3 Ir1 H1A . . 100.(2) ?
C20 Ir1 H2A . . 90.(2) ?
C19 Ir1 H2A . . 89.(2) ?
C1 Ir1 H2A . . 86.(2) ?
N3 Ir1 H2A . . 172.(2) ?
H1A Ir1 H2A . . 77.(3) ?
C1 N1 C2 . . 110.4(4) ?
C1 N1 C4 . . 123.0(4) ?
C2 N1 C4 . . 126.4(4) ?
C1 N2 C3 . . 110.4(4) ?
C1 N2 C10 . . 123.9(4) ?
C3 N2 C10 . . 125.8(4) ?
C9 N3 C5 . . 118.3(4) ?
C9 N3 Ir1 . . 119.6(3) ?
C5 N3 Ir1 . . 122.1(3) ?
F1 C21 F2 . . 107.4(5) ?
F1 C21 F3 . . 107.3(5) ?
F2 C21 F3 . . 107.5(4) ?
F1 C21 S1 . . 111.9(4) ?
F2 C21 S1 . . 111.9(4) ?
F3 C21 S1 . . 110.7(4) ?
O5 S1 O4 . . 115.4(3) ?
O5 S1 O3 . . 114.6(3) ?
O4 S1 O3 . . 114.9(2) ?
O5 S1 C21 . . 103.4(3) ?
O4 S1 C21 . . 103.4(3) ?
O3 S1 C21 . . 102.8(2) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 C2 C3 N2 . . . . -0.2(6) ?
N1 C4 C5 N3 . . . . -55.8(6) ?
N1 C4 C5 C6 . . . . 126.3(5) ?
N3 C5 C6 C7 . . . . 0.1(7) ?
C4 C5 C6 C7 . . . . 177.9(5) ?
C5 C6 C7 C8 . . . . 0.2(8) ?
C6 C7 C8 C9 . . . . 0.2(8) ?
C7 C8 C9 N3 . . . . -0.8(8) ?
C15 C10 C11 C12 . . . . -1.4(7) ?
N2 C10 C11 C12 . . . . 175.3(4) ?
C15 C10 C11 C16 . . . . 177.1(5) ?
N2 C10 C11 C16 . . . . -6.2(7) ?
C10 C11 C12 C13 . . . . -0.2(8) ?
C16 C11 C12 C13 . . . . -178.7(5) ?
C11 C12 C13 C14 . . . . 1.3(8) ?
C11 C12 C13 C17 . . . . -178.1(5) ?
C12 C13 C14 C15 . . . . -0.9(8) ?
C17 C13 C14 C15 . . . . 178.5(5) ?
C13 C14 C15 C10 . . . . -0.5(7) ?
C13 C14 C15 C18 . . . . 178.9(5) ?
C11 C10 C15 C14 . . . . 1.7(7) ?
N2 C10 C15 C14 . . . . -175.0(4) ?
C11 C10 C15 C18 . . . . -177.7(5) ?
N2 C10 C15 C18 . . . . 5.5(7) ?
N2 C1 N1 C2 . . . . -1.1(5) ?
Ir1 C1 N1 C2 . . . . 178.6(3) ?
N2 C1 N1 C4 . . . . 173.7(4) ?
Ir1 C1 N1 C4 . . . . -6.6(6) ?
C3 C2 N1 C1 . . . . 0.8(6) ?
C3 C2 N1 C4 . . . . -173.8(5) ?
C5 C4 N1 C1 . . . . 59.4(6) ?
C5 C4 N1 C2 . . . . -126.6(5) ?
N1 C1 N2 C3 . . . . 1.0(5) ?
Ir1 C1 N2 C3 . . . . -178.7(4) ?
N1 C1 N2 C10 . . . . -178.2(4) ?
Ir1 C1 N2 C10 . . . . 2.2(7) ?
C2 C3 N2 C1 . . . . -0.5(6) ?
C2 C3 N2 C10 . . . . 178.7(4) ?
C11 C10 N2 C1 . . . . -98.6(6) ?
C15 C10 N2 C1 . . . . 78.3(6) ?
C11 C10 N2 C3 . . . . 82.4(6) ?
C15 C10 N2 C3 . . . . -100.8(6) ?
C8 C9 N3 C5 . . . . 1.1(7) ?
C8 C9 N3 Ir1 . . . . 177.4(4) ?
C6 C5 N3 C9 . . . . -0.8(7) ?
C4 C5 N3 C9 . . . . -178.6(4) ?
C6 C5 N3 Ir1 . . . . -176.9(4) ?
C4 C5 N3 Ir1 . . . . 5.3(6) ?
F1 C21 S1 O5 . . . . 179.9(4) ?
F2 C21 S1 O5 . . . . -59.5(4) ?
F3 C21 S1 O5 . . . . 60.3(5) ?
F1 C21 S1 O4 . . . . 59.2(4) ?
F2 C21 S1 O4 . . . . 179.8(4) ?
F3 C21 S1 O4 . . . . -60.4(4) ?
F1 C21 S1 O3 . . . . -60.6(4) ?
F2 C21 S1 O3 . . . . 60.0(4) ?
F3 C21 S1 O3 . . . . 179.8(4) ?




_chemical_properties_physical    Moisture-sensitive
####################################################################### 
# 
# 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_arr-201_auto
_database_code_depnum_ccdc_archive 'CCDC 2258133'
loop_
_audit_author_name
_audit_author_address
'Rander A R'
;University of Southern California
United States of America
;
_audit_update_record             
;
2023-04-21 deposited with the CCDC.	2023-05-25 downloaded from the CCDC.
;
_audit_creation_date             2023-04-21
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
zhanglon@usc.edu
rander@usc.edu
travisw@usc.edu
_chemical_name_common            ?
_chemical_name_systematic        
'[ 2-((3-mesityl-2H-1l4,3l4-imidazol-1-yl)methyl)pyridine-kappa2 N1 C2)=eta 3 p-cymene] Iridium (I) carbonyl chloride'
_chemical_formula_moiety         'C19 H19 Cl Ir N3 O'
_chemical_formula_sum            'C19 H19 Cl Ir N3 O'
_chemical_formula_weight         533.02
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Ir C18 Cl N3 H19'
_chemical_oxdiff_usercomment     "Long's crystal"
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'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.7180(2)
_cell_length_b                   15.1641(3)
_cell_length_c                   14.4976(3)
_cell_angle_alpha                90
_cell_angle_beta                 106.108(2)
_cell_angle_gamma                90
_cell_volume                     1841.35(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    31218
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      32.3350
_cell_measurement_theta_min      2.6770
_shelx_estimated_absorpt_T_max   0.673
_shelx_estimated_absorpt_T_min   0.361
_exptl_absorpt_coefficient_mu    7.408
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76717
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear pinkish pink'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   pinkish
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.923
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             1024
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'prepared from slow liquid diffiusion of dichloromethane and diethyl ether.'
_exptl_crystal_size_max          0.173
_exptl_crystal_size_mid          0.095
_exptl_crystal_size_min          0.058
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_av_unetI/netI     0.0296
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.899
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            50998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.899
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.409
_diffrn_reflns_theta_min         2.686
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.899
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -19.00  67.00   0.50    4.39    --   -7.34  11.00 -36.00  172
  2  ω    -81.00   5.00   0.50    4.39    --   -7.34 -11.00 150.00  172
  3  ω    -18.00  65.00   0.50    4.39    --   -7.34  38.00 150.00  166
  4  ω    -29.00  25.00   0.50    4.39    --   -7.34  77.00   0.00  108
  5  ω    -14.00  25.00   0.50    4.39    --    7.97  77.00   0.00   78
  6  ω     -7.00  39.00   0.50    4.39    --    7.97 -99.00 120.00   92
  7  ω    -14.00  25.00   0.50    4.39    --    7.97  77.00-120.00   78
  8  ω    -82.00   4.00   0.50    4.39    --   -7.34 -19.00 -30.00  172
  9  ω    -29.00  25.00   0.50    4.39    --   -7.34  77.00  90.00  108
 10  ω    -25.00  14.00   0.50    4.39    --   -7.34 -77.00-150.00   78
 11  ω    -60.00   7.00   0.50    4.39    --   -7.34 -57.00 150.00  134
 12  ω     -7.00  22.00   0.50    4.39    --   -7.34 -99.00  60.00   58
 13  ω    -25.00  30.00   0.50    4.39    --    7.97 -77.00 -90.00  110
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0685409000
_diffrn_orient_matrix_UB_12      0.0035271000
_diffrn_orient_matrix_UB_13      -0.0399365000
_diffrn_orient_matrix_UB_21      -0.0484652000
_diffrn_orient_matrix_UB_22      0.0054981000
_diffrn_orient_matrix_UB_23      0.0316043000
_diffrn_orient_matrix_UB_31      0.0110423000
_diffrn_orient_matrix_UB_32      0.0463195000
_diffrn_orient_matrix_UB_33      -0.0007529000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4924
_reflns_number_total             5943
_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 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         2.646
_refine_diff_density_min         -1.103
_refine_diff_density_rms         0.153
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         5943
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0251
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0039P)²+6.6894P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0457
_refine_ls_wR_factor_ref         0.0501
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C13(H13), C16(H16)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C15(H15A,H15B,H15C), C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 0.34071(2) 0.70045(2) 0.63588(2) 0.01537(3) Uani 1 1 d . . . . .
Cl1 Cl 0.17811(9) 0.82186(5) 0.56247(6) 0.02224(15) Uani 1 1 d . . . . .
O1 O 0.0903(3) 0.63764(17) 0.7228(2) 0.0338(6) Uani 1 1 d . . . . .
N1 N 0.5147(3) 0.74293(17) 0.56723(19) 0.0178(5) Uani 1 1 d . . . . .
N2 N 0.6544(3) 0.62033(17) 0.72167(19) 0.0187(5) Uani 1 1 d . . . . .
N3 N 0.4774(3) 0.52100(17) 0.7182(2) 0.0205(5) Uani 1 1 d . . . . .
C1 C 0.4665(4) 0.7684(2) 0.4748(2) 0.0207(6) Uani 1 1 d . . . . .
H1 H 0.355208 0.772859 0.444427 0.025 Uiso 1 1 calc R U . . .
C2 C 0.5719(4) 0.7883(2) 0.4221(2) 0.0234(6) Uani 1 1 d . . . . .
H2 H 0.533461 0.804615 0.356407 0.028 Uiso 1 1 calc R U . . .
C3 C 0.7343(4) 0.7843(2) 0.4663(2) 0.0236(7) Uani 1 1 d . . . . .
H3 H 0.809207 0.799354 0.432212 0.028 Uiso 1 1 calc R U . . .
C4 C 0.7854(4) 0.7578(2) 0.5615(2) 0.0202(6) Uani 1 1 d . . . . .
H4 H 0.896227 0.753689 0.593226 0.024 Uiso 1 1 calc R U . . .
C5 C 0.6738(3) 0.73738(19) 0.6100(2) 0.0172(6) Uani 1 1 d . . . . .
C6 C 0.7234(3) 0.7063(2) 0.7125(2) 0.0189(6) Uani 1 1 d . . . . .
H6A H 0.841257 0.702356 0.735076 0.023 Uiso 1 1 calc R U . . .
H6B H 0.687927 0.749542 0.753437 0.023 Uiso 1 1 calc R U . . .
C7 C 0.7366(4) 0.5452(2) 0.7610(3) 0.0266(7) Uani 1 1 d . . . . .
H7 H 0.849105 0.538812 0.784566 0.032 Uiso 1 1 calc R U . . .
C8 C 0.6263(4) 0.4832(2) 0.7592(3) 0.0268(7) Uani 1 1 d . . . . .
H8 H 0.636(5) 0.424(3) 0.776(3) 0.032 Uiso 1 1 d . U . . .
C9 C 0.4938(3) 0.6074(2) 0.6948(2) 0.0181(6) Uani 1 1 d . . . . .
C10 C 0.3274(4) 0.4756(2) 0.7032(2) 0.0204(6) Uani 1 1 d . . . . .
C11 C 0.2702(4) 0.4596(2) 0.7827(2) 0.0211(6) Uani 1 1 d . . . . .
C12 C 0.3605(5) 0.4880(2) 0.8827(2) 0.0303(8) Uani 1 1 d . . . . .
H12A H 0.461810 0.455856 0.903070 0.045 Uiso 1 1 calc R U . . .
H12B H 0.296516 0.475199 0.927031 0.045 Uiso 1 1 calc R U . . .
H12C H 0.381851 0.551494 0.883077 0.045 Uiso 1 1 calc R U . . .
C13 C 0.1226(4) 0.4174(2) 0.7666(2) 0.0214(6) Uani 1 1 d . . . . .
H13 H 0.080502 0.406740 0.819375 0.026 Uiso 1 1 calc R U . . .
C14 C 0.0359(4) 0.3906(2) 0.6757(2) 0.0215(6) Uani 1 1 d . . . . .
C15 C -0.1192(4) 0.3421(2) 0.6599(3) 0.0285(7) Uani 1 1 d . . . . .
H15A H -0.145188 0.336018 0.721195 0.043 Uiso 1 1 calc R U . . .
H15B H -0.109660 0.283452 0.633631 0.043 Uiso 1 1 calc R U . . .
H15C H -0.204198 0.375112 0.614650 0.043 Uiso 1 1 calc R U . . .
C16 C 0.0978(4) 0.4081(2) 0.5981(2) 0.0219(6) Uani 1 1 d . . . . .
H16 H 0.038209 0.390834 0.535452 0.026 Uiso 1 1 calc R U . . .
C17 C 0.2434(4) 0.4500(2) 0.6102(2) 0.0203(6) Uani 1 1 d . . . . .
C18 C 0.3091(4) 0.4666(2) 0.5262(3) 0.0278(7) Uani 1 1 d . . . . .
H18A H 0.327345 0.529953 0.520957 0.042 Uiso 1 1 calc R U . . .
H18B H 0.232471 0.445840 0.467177 0.042 Uiso 1 1 calc R U . . .
H18C H 0.410167 0.434853 0.535731 0.042 Uiso 1 1 calc R U . . .
C19 C 0.1899(4) 0.6611(2) 0.6896(2) 0.0221(6) 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 Cl1 2.3863(7) . ?
Ir1 N1 2.132(3) . ?
Ir1 C9 1.967(3) . ?
Ir1 C19 1.805(3) . ?
O1 C19 1.160(4) . ?
N1 C1 1.345(4) . ?
N1 C5 1.356(4) . ?
N2 C6 1.457(4) . ?
N2 C7 1.381(4) . ?
N2 C9 1.360(4) . ?
N3 C8 1.393(4) . ?
N3 C9 1.370(4) . ?
N3 C10 1.440(4) . ?
C1 H1 0.9500 . ?
C1 C2 1.382(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.384(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.384(4) . ?
C5 C6 1.504(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7 0.9500 . ?
C7 C8 1.340(5) . ?
C8 H8 0.93(4) . ?
C10 C11 1.399(4) . ?
C10 C17 1.399(5) . ?
C11 C12 1.508(5) . ?
C11 C13 1.398(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 0.9500 . ?
C13 C14 1.386(5) . ?
C14 C15 1.501(4) . ?
C14 C16 1.400(4) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16 0.9500 . ?
C16 C17 1.387(4) . ?
C17 C18 1.503(4) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ir1 Cl1 88.30(7) . . ?
C9 Ir1 Cl1 174.06(9) . . ?
C9 Ir1 N1 86.24(11) . . ?
C19 Ir1 Cl1 91.95(10) . . ?
C19 Ir1 N1 177.44(12) . . ?
C19 Ir1 C9 93.61(13) . . ?
C1 N1 Ir1 119.1(2) . . ?
C1 N1 C5 118.1(3) . . ?
C5 N1 Ir1 122.6(2) . . ?
C7 N2 C6 126.6(3) . . ?
C9 N2 C6 121.4(3) . . ?
C9 N2 C7 112.0(3) . . ?
C8 N3 C10 124.6(3) . . ?
C9 N3 C8 110.5(3) . . ?
C9 N3 C10 124.9(3) . . ?
N1 C1 H1 118.6 . . ?
N1 C1 C2 122.8(3) . . ?
C2 C1 H1 118.6 . . ?
C1 C2 H2 120.5 . . ?
C1 C2 C3 119.1(3) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 120.7 . . ?
C2 C3 C4 118.6(3) . . ?
C4 C3 H3 120.7 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.5(3) . . ?
C5 C4 H4 120.2 . . ?
N1 C5 C4 121.9(3) . . ?
N1 C5 C6 116.6(3) . . ?
C4 C5 C6 121.5(3) . . ?
N2 C6 C5 111.0(2) . . ?
N2 C6 H6A 109.4 . . ?
N2 C6 H6B 109.4 . . ?
C5 C6 H6A 109.4 . . ?
C5 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
N2 C7 H7 126.7 . . ?
C8 C7 N2 106.5(3) . . ?
C8 C7 H7 126.7 . . ?
N3 C8 H8 121(3) . . ?
C7 C8 N3 107.3(3) . . ?
C7 C8 H8 132(3) . . ?
N2 C9 Ir1 122.8(2) . . ?
N2 C9 N3 103.7(3) . . ?
N3 C9 Ir1 133.5(2) . . ?
C11 C10 N3 118.4(3) . . ?
C17 C10 N3 119.3(3) . . ?
C17 C10 C11 122.4(3) . . ?
C10 C11 C12 122.2(3) . . ?
C13 C11 C10 117.6(3) . . ?
C13 C11 C12 120.2(3) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13 119.1 . . ?
C14 C13 C11 121.8(3) . . ?
C14 C13 H13 119.1 . . ?
C13 C14 C15 121.2(3) . . ?
C13 C14 C16 118.6(3) . . ?
C16 C14 C15 120.2(3) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16 119.0 . . ?
C17 C16 C14 121.9(3) . . ?
C17 C16 H16 119.0 . . ?
C10 C17 C18 121.3(3) . . ?
C16 C17 C10 117.7(3) . . ?
C16 C17 C18 121.0(3) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O1 C19 Ir1 178.1(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 C1 C2 -173.3(2) . . . . ?
Ir1 N1 C5 C4 174.1(2) . . . . ?
Ir1 N1 C5 C6 -4.8(4) . . . . ?
N1 C1 C2 C3 -1.7(5) . . . . ?
N1 C5 C6 N2 56.6(3) . . . . ?
N2 C7 C8 N3 0.4(4) . . . . ?
N3 C10 C11 C12 -0.1(5) . . . . ?
N3 C10 C11 C13 178.5(3) . . . . ?
N3 C10 C17 C16 -178.7(3) . . . . ?
N3 C10 C17 C18 1.8(4) . . . . ?
C1 N1 C5 C4 0.6(4) . . . . ?
C1 N1 C5 C6 -178.3(3) . . . . ?
C1 C2 C3 C4 1.8(5) . . . . ?
C2 C3 C4 C5 -0.9(5) . . . . ?
C3 C4 C5 N1 -0.4(5) . . . . ?
C3 C4 C5 C6 178.5(3) . . . . ?
C4 C5 C6 N2 -122.3(3) . . . . ?
C5 N1 C1 C2 0.4(5) . . . . ?
C6 N2 C7 C8 176.9(3) . . . . ?
C6 N2 C9 Ir1 2.9(4) . . . . ?
C6 N2 C9 N3 -177.4(3) . . . . ?
C7 N2 C6 C5 124.7(3) . . . . ?
C7 N2 C9 Ir1 -179.9(2) . . . . ?
C7 N2 C9 N3 -0.2(3) . . . . ?
C8 N3 C9 Ir1 -180.0(3) . . . . ?
C8 N3 C9 N2 0.5(3) . . . . ?
C8 N3 C10 C11 74.8(4) . . . . ?
C8 N3 C10 C17 -105.9(4) . . . . ?
C9 N2 C6 C5 -58.6(4) . . . . ?
C9 N2 C7 C8 -0.1(4) . . . . ?
C9 N3 C8 C7 -0.5(4) . . . . ?
C9 N3 C10 C11 -104.8(4) . . . . ?
C9 N3 C10 C17 74.5(4) . . . . ?
C10 N3 C8 C7 179.8(3) . . . . ?
C10 N3 C9 Ir1 -0.4(5) . . . . ?
C10 N3 C9 N2 -179.9(3) . . . . ?
C10 C11 C13 C14 1.1(5) . . . . ?
C11 C10 C17 C16 0.6(5) . . . . ?
C11 C10 C17 C18 -178.9(3) . . . . ?
C11 C13 C14 C15 177.5(3) . . . . ?
C11 C13 C14 C16 -1.2(5) . . . . ?
C12 C11 C13 C14 179.8(3) . . . . ?
C13 C14 C16 C17 1.0(5) . . . . ?
C14 C16 C17 C10 -0.7(5) . . . . ?
C14 C16 C17 C18 178.8(3) . . . . ?
C15 C14 C16 C17 -177.7(3) . . . . ?
C17 C10 C11 C12 -179.4(3) . . . . ?
C17 C10 C11 C13 -0.8(5) . . . . ?

_olex2_exptl_crystal_mounting_method 'mounted on a loop'
_olex2_submission_original_sample_id ARR-201
_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 1.422
_oxdiff_exptl_absorpt_empirical_full_min 0.851
