# Electronic Supplementary Material (ESI) for Chemical Science.
# 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 
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data_TaBt-CN
_database_code_depnum_ccdc_archive 'CCDC 2068838'
loop_
_audit_author_name
_audit_author_address
'Chen YANG'
;Shenzhen PURI Materials Technology
China
;
_audit_update_record             
;
2021-03-08 deposited with the CCDC.	2021-07-06 downloaded from the CCDC.
;
_audit_creation_date             2020-01-21
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H33 Ir N6 S2'
_chemical_formula_sum            'C36 H33 Ir N6 S2'
_chemical_formula_weight         806.00
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
S S 0.1246 0.1234 '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                   8.4348(6)
_cell_length_b                   12.8004(9)
_cell_length_c                   29.548(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.833(3)
_cell_angle_gamma                90
_cell_volume                     3160.5(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9862
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.37
_cell_measurement_theta_min      2.62
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.394
_exptl_absorpt_correction_T_max  0.0962
_exptl_absorpt_correction_T_min  0.0331
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1680 before and 0.1059 after correction. The Ratio of minimum to maximum transmission is 0.3441. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.694
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1600
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method DCM/MeCN/Et2O
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0911
_diffrn_reflns_av_unetI/netI     0.0878
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            28647
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.407
_diffrn_reflns_theta_min         2.114
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_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                6167
_reflns_number_total             7889
_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 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         2.365
_refine_diff_density_min         -1.962
_refine_diff_density_rms         0.263
_refine_ls_extinction_coef       0.00071(15)
_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   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     409
_refine_ls_number_reflns         7889
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0716
_refine_ls_R_factor_gt           0.0512
_refine_ls_restrained_S_all      1.038
_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)+(0.0601P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1160
_refine_ls_wR_factor_ref         0.1249
_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. Uiso/Uaniso restraints and constraints
Uanis(C10) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
3.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B), C13(H13A,H13B), C14(H14A,
 H14B), C15(H15A,H15B)
3.b Aromatic/amide H refined with riding coordinates:
 C24(H24), C25(H25), C26(H26), C27(H27), C32(H32), C33(H33), C34(H34),
 C35(H35), C6(H6), C7(H7), C8(H8), C11(H11), C12(H12), C3(H3), C2(H2)
3.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.51794(2) 0.20616(2) 0.65632(2) 0.01442(9) Uani 1 1 d . . . . .
S1 S 0.55304(19) 0.27558(11) 0.50561(5) 0.0207(3) Uani 1 1 d . . . . .
S2 S 0.40048(18) 0.48527(10) 0.55824(5) 0.0205(3) Uani 1 1 d . . . . .
N5 N 0.4347(6) 0.3572(3) 0.62720(16) 0.0183(10) Uani 1 1 d . . . . .
N6 N 0.4165(6) 0.2490(4) 0.75494(17) 0.0221(11) Uani 1 1 d . . . . .
N3 N 0.8406(5) 0.1529(4) 0.69655(16) 0.0176(10) Uani 1 1 d . . . . .
N2 N 0.3476(6) 0.0087(3) 0.65028(17) 0.0180(10) Uani 1 1 d . . . . .
N1 N 0.1641(5) 0.1185(4) 0.62552(16) 0.0184(10) Uani 1 1 d . . . . .
C21 C 0.5697(6) 0.1942(4) 0.5899(2) 0.0169(12) Uani 1 1 d . . . . .
C22 C 0.5256(7) 0.2811(4) 0.5636(2) 0.0165(11) Uani 1 1 d . . . . .
C23 C 0.6319(7) 0.1509(4) 0.5147(2) 0.0191(12) Uani 1 1 d . . . . .
C24 C 0.6864(8) 0.0893(5) 0.4815(2) 0.0264(14) Uani 1 1 d . . . . .
H24 H 0.685153 0.114850 0.451225 0.032 Uiso 1 1 calc R U . . .
C25 C 0.7423(8) -0.0095(5) 0.4930(2) 0.0276(14) Uani 1 1 d . . . . .
H25 H 0.780658 -0.052471 0.470653 0.033 Uiso 1 1 calc R U . . .
C26 C 0.7431(7) -0.0473(5) 0.5376(2) 0.0253(14) Uani 1 1 d . . . . .
H26 H 0.781403 -0.115802 0.545038 0.030 Uiso 1 1 calc R U . . .
C27 C 0.6887(7) 0.0141(4) 0.5710(2) 0.0195(12) Uani 1 1 d . . . . .
H27 H 0.688909 -0.012982 0.600968 0.023 Uiso 1 1 calc R U . . .
C28 C 0.6333(6) 0.1162(4) 0.56075(19) 0.0163(11) Uani 1 1 d . . . . .
C29 C 0.4578(7) 0.3671(4) 0.58427(18) 0.0158(11) Uani 1 1 d . . . . .
C31 C 0.3633(7) 0.4478(4) 0.6424(2) 0.0178(12) Uani 1 1 d . . . . .
C32 C 0.3155(7) 0.4627(4) 0.6854(2) 0.0187(12) Uani 1 1 d . . . . .
H32 H 0.332998 0.410464 0.708374 0.022 Uiso 1 1 calc R U . . .
C33 C 0.2419(7) 0.5562(4) 0.6934(2) 0.0214(13) Uani 1 1 d . . . . .
H33 H 0.206109 0.567258 0.722162 0.026 Uiso 1 1 calc R U . . .
C34 C 0.2188(7) 0.6350(4) 0.6603(2) 0.0214(12) Uani 1 1 d . . . . .
H34 H 0.168862 0.698618 0.667021 0.026 Uiso 1 1 calc R U . . .
C35 C 0.2674(7) 0.6214(4) 0.6181(2) 0.0238(13) Uani 1 1 d . . . . .
H35 H 0.254366 0.675476 0.595947 0.029 Uiso 1 1 calc R U . . .
C30 C 0.3363(7) 0.5262(4) 0.6088(2) 0.0189(12) Uani 1 1 d . . . . .
C36 C 0.4555(6) 0.2331(4) 0.7190(2) 0.0166(12) Uani 1 1 d . . . . .
C4 C 0.6036(7) 0.0664(4) 0.6744(2) 0.0179(12) Uani 1 1 d . . . . .
C5 C 0.5056(7) -0.0197(5) 0.6684(2) 0.0206(12) Uani 1 1 d . . . . .
C6 C 0.5653(7) -0.1207(4) 0.67848(19) 0.0204(12) Uani 1 1 d . . . . .
H6 H 0.497537 -0.180234 0.674243 0.024 Uiso 1 1 calc R U . . .
C7 C 0.7265(7) -0.1304(4) 0.6948(2) 0.0219(13) Uani 1 1 d . . . . .
H7 H 0.769535 -0.198235 0.701251 0.026 Uiso 1 1 calc R U . . .
C8 C 0.8279(7) -0.0442(4) 0.7022(2) 0.0195(12) Uani 1 1 d . . . . .
H8 H 0.938024 -0.052351 0.713638 0.023 Uiso 1 1 calc R U . . .
C9 C 0.7616(6) 0.0544(4) 0.69210(19) 0.0148(11) Uani 1 1 d . . . . .
C11 C 0.9929(7) 0.1789(5) 0.7172(2) 0.0217(13) Uani 1 1 d . . . . .
H11 H 1.076561 0.132832 0.729150 0.026 Uiso 1 1 calc R U . . .
C12 C 0.9959(7) 0.2853(4) 0.7166(2) 0.0214(13) Uani 1 1 d . . . . .
H12 H 1.084151 0.328064 0.728216 0.026 Uiso 1 1 calc R U . . .
N4 N 0.8489(6) 0.3201(4) 0.69604(16) 0.0173(10) Uani 1 1 d . . . . .
C17 C 0.7984(7) 0.4300(4) 0.6925(2) 0.0189(12) Uani 1 1 d . . . . .
H17A H 0.858140 0.469170 0.718248 0.023 Uiso 1 1 calc R U . . .
H17B H 0.683386 0.433747 0.695857 0.023 Uiso 1 1 calc R U . . .
C18 C 0.8233(7) 0.4838(4) 0.6482(2) 0.0207(12) Uani 1 1 d . . . . .
H18A H 0.757342 0.449290 0.622149 0.025 Uiso 1 1 calc R U . . .
H18B H 0.937043 0.478281 0.643514 0.025 Uiso 1 1 calc R U . . .
C19 C 0.7761(8) 0.5984(5) 0.6502(2) 0.0276(14) Uani 1 1 d . . . . .
H19A H 0.847046 0.632849 0.675228 0.033 Uiso 1 1 calc R U . . .
H19B H 0.665201 0.602830 0.657448 0.033 Uiso 1 1 calc R U . . .
C20 C 0.7862(8) 0.6575(5) 0.6057(2) 0.0312(15) Uani 1 1 d . . . . .
H20A H 0.895851 0.653874 0.598287 0.047 Uiso 1 1 calc R U . . .
H20B H 0.756604 0.730767 0.609395 0.047 Uiso 1 1 calc R U . . .
H20C H 0.712724 0.625897 0.580940 0.047 Uiso 1 1 calc R U . . .
C10 C 0.7488(7) 0.2393(4) 0.68281(19) 0.0159(11) Uani 1 1 d . U . . .
C3 C 0.2059(7) -0.0486(4) 0.6407(2) 0.0227(13) Uani 1 1 d . . . . .
H3 H 0.192562 -0.121576 0.644584 0.027 Uiso 1 1 calc R U . . .
C2 C 0.0921(7) 0.0211(4) 0.6248(2) 0.0210(12) Uani 1 1 d . . . . .
H2 H -0.017504 0.006136 0.614982 0.025 Uiso 1 1 calc R U . . .
C13 C 0.0783(7) 0.2157(4) 0.6107(2) 0.0170(12) Uani 1 1 d . . . . .
H13A H 0.133088 0.275509 0.627405 0.020 Uiso 1 1 calc R U . . .
H13B H -0.031762 0.212070 0.618762 0.020 Uiso 1 1 calc R U . . .
C14 C 0.0701(7) 0.2343(4) 0.5600(2) 0.0215(13) Uani 1 1 d . . . . .
H14A H 0.011392 0.175910 0.543245 0.026 Uiso 1 1 calc R U . . .
H14B H 0.179935 0.235198 0.551697 0.026 Uiso 1 1 calc R U . . .
C15 C -0.0136(7) 0.3376(5) 0.5451(2) 0.0219(13) Uani 1 1 d . . . . .
H15A H -0.124483 0.336280 0.552613 0.026 Uiso 1 1 calc R U . . .
H15B H 0.043657 0.396082 0.562144 0.026 Uiso 1 1 calc R U . . .
C16 C -0.0169(8) 0.3552(5) 0.4940(2) 0.0339(16) Uani 1 1 d . . . . .
H16A H 0.092882 0.357892 0.486705 0.051 Uiso 1 1 calc R U . . .
H16B H -0.071252 0.421287 0.485279 0.051 Uiso 1 1 calc R U . . .
H16C H -0.074594 0.297649 0.477169 0.051 Uiso 1 1 calc R U . . .
C1 C 0.3206(6) 0.1132(4) 0.64035(19) 0.0161(11) 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 N5 2.192(4) . ?
Ir1 C21 2.072(6) . ?
Ir1 C36 2.024(6) . ?
Ir1 C4 1.976(5) . ?
Ir1 C10 2.042(6) . ?
Ir1 C1 2.048(5) . ?
S1 C22 1.762(6) . ?
S1 C23 1.736(6) . ?
S2 C29 1.736(5) . ?
S2 C30 1.737(6) . ?
N5 C29 1.316(7) . ?
N5 C31 1.409(6) . ?
N6 C36 1.171(8) . ?
N3 C9 1.424(7) . ?
N3 C11 1.386(7) . ?
N3 C10 1.379(7) . ?
N2 C5 1.414(7) . ?
N2 C3 1.398(7) . ?
N2 C1 1.381(7) . ?
N1 C2 1.387(7) . ?
N1 C13 1.475(7) . ?
N1 C1 1.335(7) . ?
C21 C22 1.379(8) . ?
C21 C28 1.468(7) . ?
C22 C29 1.416(7) . ?
C23 C24 1.385(8) . ?
C23 C28 1.430(8) . ?
C24 H24 0.9500 . ?
C24 C25 1.377(8) . ?
C25 H25 0.9500 . ?
C25 C26 1.402(9) . ?
C26 H26 0.9500 . ?
C26 C27 1.388(8) . ?
C27 H27 0.9500 . ?
C27 C28 1.408(7) . ?
C31 C32 1.398(8) . ?
C31 C30 1.409(8) . ?
C32 H32 0.9500 . ?
C32 C33 1.383(7) . ?
C33 H33 0.9500 . ?
C33 C34 1.401(8) . ?
C34 H34 0.9500 . ?
C34 C35 1.374(8) . ?
C35 H35 0.9500 . ?
C35 C30 1.394(7) . ?
C4 C5 1.375(8) . ?
C4 C9 1.372(8) . ?
C5 C6 1.404(8) . ?
C6 H6 0.9500 . ?
C6 C7 1.385(8) . ?
C7 H7 0.9500 . ?
C7 C8 1.395(8) . ?
C8 H8 0.9500 . ?
C8 C9 1.397(7) . ?
C11 H11 0.9500 . ?
C11 C12 1.362(8) . ?
C12 H12 0.9500 . ?
C12 N4 1.378(8) . ?
N4 C17 1.470(7) . ?
N4 C10 1.358(7) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.519(8) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.523(8) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.529(8) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C3 H3 0.9500 . ?
C3 C2 1.346(8) . ?
C2 H2 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.511(8) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.535(8) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.524(8) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 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
C21 Ir1 N5 77.95(19) . . ?
C36 Ir1 N5 95.72(19) . . ?
C36 Ir1 C21 173.6(2) . . ?
C36 Ir1 C10 88.1(2) . . ?
C36 Ir1 C1 90.3(2) . . ?
C4 Ir1 N5 172.07(19) . . ?
C4 Ir1 C21 94.1(2) . . ?
C4 Ir1 C36 92.2(2) . . ?
C4 Ir1 C10 77.9(2) . . ?
C4 Ir1 C1 78.0(2) . . ?
C10 Ir1 N5 101.81(19) . . ?
C10 Ir1 C21 93.7(2) . . ?
C10 Ir1 C1 155.7(2) . . ?
C1 Ir1 N5 102.4(2) . . ?
C1 Ir1 C21 90.5(2) . . ?
C23 S1 C22 89.1(3) . . ?
C29 S2 C30 89.0(3) . . ?
C29 N5 Ir1 112.4(3) . . ?
C29 N5 C31 110.8(4) . . ?
C31 N5 Ir1 136.8(4) . . ?
C11 N3 C9 130.3(5) . . ?
C10 N3 C9 116.5(5) . . ?
C10 N3 C11 112.7(5) . . ?
C3 N2 C5 132.6(5) . . ?
C1 N2 C5 116.7(5) . . ?
C1 N2 C3 110.7(5) . . ?
C2 N1 C13 123.9(5) . . ?
C1 N1 C2 111.7(5) . . ?
C1 N1 C13 124.3(5) . . ?
C22 C21 Ir1 113.5(4) . . ?
C22 C21 C28 108.0(5) . . ?
C28 C21 Ir1 138.4(4) . . ?
C21 C22 S1 117.1(4) . . ?
C21 C22 C29 118.5(5) . . ?
C29 C22 S1 124.4(4) . . ?
C24 C23 S1 124.8(5) . . ?
C24 C23 C28 122.5(5) . . ?
C28 C23 S1 112.7(4) . . ?
C23 C24 H24 120.6 . . ?
C25 C24 C23 118.8(6) . . ?
C25 C24 H24 120.6 . . ?
C24 C25 H25 119.7 . . ?
C24 C25 C26 120.5(6) . . ?
C26 C25 H25 119.7 . . ?
C25 C26 H26 119.5 . . ?
C27 C26 C25 120.9(6) . . ?
C27 C26 H26 119.5 . . ?
C26 C27 H27 119.8 . . ?
C26 C27 C28 120.3(6) . . ?
C28 C27 H27 119.8 . . ?
C23 C28 C21 113.1(5) . . ?
C27 C28 C21 130.0(5) . . ?
C27 C28 C23 116.9(5) . . ?
N5 C29 S2 116.2(4) . . ?
N5 C29 C22 117.5(5) . . ?
C22 C29 S2 126.2(4) . . ?
N5 C31 C30 113.3(5) . . ?
C32 C31 N5 126.3(5) . . ?
C32 C31 C30 120.4(5) . . ?
C31 C32 H32 121.1 . . ?
C33 C32 C31 117.7(5) . . ?
C33 C32 H32 121.1 . . ?
C32 C33 H33 119.1 . . ?
C32 C33 C34 121.8(5) . . ?
C34 C33 H33 119.1 . . ?
C33 C34 H34 119.6 . . ?
C35 C34 C33 120.7(5) . . ?
C35 C34 H34 119.6 . . ?
C34 C35 H35 120.8 . . ?
C34 C35 C30 118.4(5) . . ?
C30 C35 H35 120.8 . . ?
C31 C30 S2 110.6(4) . . ?
C35 C30 S2 128.5(5) . . ?
C35 C30 C31 120.9(5) . . ?
N6 C36 Ir1 178.7(5) . . ?
C5 C4 Ir1 120.0(4) . . ?
C9 C4 Ir1 120.3(4) . . ?
C9 C4 C5 119.7(5) . . ?
C4 C5 N2 111.2(5) . . ?
C4 C5 C6 121.2(5) . . ?
C6 C5 N2 127.5(5) . . ?
C5 C6 H6 121.2 . . ?
C7 C6 C5 117.6(5) . . ?
C7 C6 H6 121.2 . . ?
C6 C7 H7 118.8 . . ?
C6 C7 C8 122.4(5) . . ?
C8 C7 H7 118.8 . . ?
C7 C8 H8 121.2 . . ?
C7 C8 C9 117.6(5) . . ?
C9 C8 H8 121.2 . . ?
C4 C9 N3 110.7(5) . . ?
C4 C9 C8 121.5(5) . . ?
C8 C9 N3 127.8(5) . . ?
N3 C11 H11 127.7 . . ?
C12 C11 N3 104.6(5) . . ?
C12 C11 H11 127.7 . . ?
C11 C12 H12 125.9 . . ?
C11 C12 N4 108.2(5) . . ?
N4 C12 H12 125.9 . . ?
C12 N4 C17 125.1(5) . . ?
C10 N4 C12 111.6(5) . . ?
C10 N4 C17 123.0(5) . . ?
N4 C17 H17A 108.5 . . ?
N4 C17 H17B 108.5 . . ?
N4 C17 C18 115.0(5) . . ?
H17A C17 H17B 107.5 . . ?
C18 C17 H17A 108.5 . . ?
C18 C17 H17B 108.5 . . ?
C17 C18 H18A 109.7 . . ?
C17 C18 H18B 109.7 . . ?
C17 C18 C19 109.6(5) . . ?
H18A C18 H18B 108.2 . . ?
C19 C18 H18A 109.7 . . ?
C19 C18 H18B 109.7 . . ?
C18 C19 H19A 108.9 . . ?
C18 C19 H19B 108.9 . . ?
C18 C19 C20 113.5(5) . . ?
H19A C19 H19B 107.7 . . ?
C20 C19 H19A 108.9 . . ?
C20 C19 H19B 108.9 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N3 C10 Ir1 114.4(4) . . ?
N4 C10 Ir1 142.3(4) . . ?
N4 C10 N3 102.9(5) . . ?
N2 C3 H3 127.1 . . ?
C2 C3 N2 105.8(5) . . ?
C2 C3 H3 127.1 . . ?
N1 C2 H2 126.3 . . ?
C3 C2 N1 107.5(5) . . ?
C3 C2 H2 126.3 . . ?
N1 C13 H13A 109.1 . . ?
N1 C13 H13B 109.1 . . ?
N1 C13 C14 112.4(4) . . ?
H13A C13 H13B 107.9 . . ?
C14 C13 H13A 109.1 . . ?
C14 C13 H13B 109.1 . . ?
C13 C14 H14A 109.2 . . ?
C13 C14 H14B 109.2 . . ?
C13 C14 C15 112.1(5) . . ?
H14A C14 H14B 107.9 . . ?
C15 C14 H14A 109.2 . . ?
C15 C14 H14B 109.2 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 108.1 . . ?
C16 C15 C14 110.8(5) . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N2 C1 Ir1 114.1(4) . . ?
N1 C1 Ir1 141.4(4) . . ?
N1 C1 N2 104.3(5) . . ?

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 N5 C29 S2 -178.5(3) . . . . ?
Ir1 N5 C29 C22 1.8(6) . . . . ?
Ir1 N5 C31 C32 -3.5(9) . . . . ?
Ir1 N5 C31 C30 178.7(4) . . . . ?
Ir1 C21 C22 S1 -176.2(3) . . . . ?
Ir1 C21 C22 C29 2.2(7) . . . . ?
Ir1 C21 C28 C23 175.7(4) . . . . ?
Ir1 C21 C28 C27 -2.1(10) . . . . ?
Ir1 C4 C5 N2 -1.8(7) . . . . ?
Ir1 C4 C5 C6 176.3(4) . . . . ?
Ir1 C4 C9 N3 2.7(6) . . . . ?
Ir1 C4 C9 C8 -175.5(4) . . . . ?
S1 C22 C29 S2 -4.2(8) . . . . ?
S1 C22 C29 N5 175.5(4) . . . . ?
S1 C23 C24 C25 -178.3(5) . . . . ?
S1 C23 C28 C21 -0.7(6) . . . . ?
S1 C23 C28 C27 177.3(4) . . . . ?
N5 C31 C32 C33 -177.7(5) . . . . ?
N5 C31 C30 S2 0.2(6) . . . . ?
N5 C31 C30 C35 -179.6(5) . . . . ?
N3 C11 C12 N4 0.0(6) . . . . ?
N2 C5 C6 C7 178.0(5) . . . . ?
N2 C3 C2 N1 -0.8(6) . . . . ?
N1 C13 C14 C15 -177.8(5) . . . . ?
C21 C22 C29 S2 177.6(5) . . . . ?
C21 C22 C29 N5 -2.8(8) . . . . ?
C22 S1 C23 C24 -180.0(6) . . . . ?
C22 S1 C23 C28 0.9(5) . . . . ?
C22 C21 C28 C23 0.1(7) . . . . ?
C22 C21 C28 C27 -177.7(6) . . . . ?
C23 S1 C22 C21 -0.9(5) . . . . ?
C23 S1 C22 C29 -179.2(5) . . . . ?
C23 C24 C25 C26 0.4(10) . . . . ?
C24 C23 C28 C21 -179.9(5) . . . . ?
C24 C23 C28 C27 -1.8(8) . . . . ?
C24 C25 C26 C27 -0.4(10) . . . . ?
C25 C26 C27 C28 -0.7(9) . . . . ?
C26 C27 C28 C21 179.4(6) . . . . ?
C26 C27 C28 C23 1.8(8) . . . . ?
C28 C21 C22 S1 0.6(6) . . . . ?
C28 C21 C22 C29 179.0(5) . . . . ?
C28 C23 C24 C25 0.8(9) . . . . ?
C29 S2 C30 C31 0.4(5) . . . . ?
C29 S2 C30 C35 -179.9(6) . . . . ?
C29 N5 C31 C32 177.0(6) . . . . ?
C29 N5 C31 C30 -0.8(7) . . . . ?
C31 N5 C29 S2 1.1(6) . . . . ?
C31 N5 C29 C22 -178.5(5) . . . . ?
C31 C32 C33 C34 -1.5(9) . . . . ?
C32 C31 C30 S2 -177.8(4) . . . . ?
C32 C31 C30 C35 2.5(9) . . . . ?
C32 C33 C34 C35 0.7(9) . . . . ?
C33 C34 C35 C30 1.7(9) . . . . ?
C34 C35 C30 S2 177.0(5) . . . . ?
C34 C35 C30 C31 -3.3(9) . . . . ?
C30 S2 C29 N5 -0.9(5) . . . . ?
C30 S2 C29 C22 178.7(5) . . . . ?
C30 C31 C32 C33 0.0(8) . . . . ?
C4 C5 C6 C7 0.2(9) . . . . ?
C5 N2 C3 C2 178.5(6) . . . . ?
C5 N2 C1 Ir1 -1.9(6) . . . . ?
C5 N2 C1 N1 -178.0(5) . . . . ?
C5 C4 C9 N3 -178.5(5) . . . . ?
C5 C4 C9 C8 3.3(9) . . . . ?
C5 C6 C7 C8 1.3(9) . . . . ?
C6 C7 C8 C9 -0.5(9) . . . . ?
C7 C8 C9 N3 -179.7(5) . . . . ?
C7 C8 C9 C4 -1.8(8) . . . . ?
C9 N3 C11 C12 -172.0(5) . . . . ?
C9 N3 C10 Ir1 -2.3(6) . . . . ?
C9 N3 C10 N4 172.9(4) . . . . ?
C9 C4 C5 N2 179.4(5) . . . . ?
C9 C4 C5 C6 -2.5(9) . . . . ?
C11 N3 C9 C4 172.0(6) . . . . ?
C11 N3 C9 C8 -9.9(9) . . . . ?
C11 N3 C10 Ir1 -175.8(4) . . . . ?
C11 N3 C10 N4 -0.6(6) . . . . ?
C11 C12 N4 C17 174.0(5) . . . . ?
C11 C12 N4 C10 -0.4(7) . . . . ?
C12 N4 C17 C18 94.7(7) . . . . ?
C12 N4 C10 Ir1 173.5(5) . . . . ?
C12 N4 C10 N3 0.6(6) . . . . ?
N4 C17 C18 C19 -176.5(5) . . . . ?
C17 N4 C10 Ir1 -1.1(9) . . . . ?
C17 N4 C10 N3 -174.0(5) . . . . ?
C17 C18 C19 C20 -176.0(5) . . . . ?
C10 N3 C9 C4 -0.1(7) . . . . ?
C10 N3 C9 C8 177.9(5) . . . . ?
C10 N3 C11 C12 0.4(7) . . . . ?
C10 N4 C17 C18 -91.5(6) . . . . ?
C3 N2 C5 C4 -176.1(6) . . . . ?
C3 N2 C5 C6 6.0(10) . . . . ?
C3 N2 C1 Ir1 176.9(4) . . . . ?
C3 N2 C1 N1 0.7(6) . . . . ?
C2 N1 C13 C14 -86.5(6) . . . . ?
C2 N1 C1 Ir1 -175.6(5) . . . . ?
C2 N1 C1 N2 -1.2(6) . . . . ?
C13 N1 C2 C3 -179.8(5) . . . . ?
C13 N1 C1 Ir1 5.5(10) . . . . ?
C13 N1 C1 N2 179.9(5) . . . . ?
C13 C14 C15 C16 178.8(5) . . . . ?
C1 N2 C5 C4 2.3(7) . . . . ?
C1 N2 C5 C6 -175.7(6) . . . . ?
C1 N2 C3 C2 0.1(6) . . . . ?
C1 N1 C2 C3 1.3(7) . . . . ?
C1 N1 C13 C14 92.2(7) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_dfppy-OCN
_database_code_depnum_ccdc_archive 'CCDC 2068837'
loop_
_audit_author_name
_audit_author_address
'Chen YANG'
;Shenzhen PURI Materials Technology
China
;
_audit_update_record             
;
2021-03-11 deposited with the CCDC.	2021-07-06 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT232_dfppy-OCN           
;
PROBLEM: Hirshfeld Test Diff (M-X)  Ir1      --O1       .       15.5 s.u.
RESPONSE: Due to the disorder of Oxygen atom
;
# Added during the CSD deposition process: Thursday 11 March 2021 06:56 AM
# end Validation Reply Form

_audit_creation_date             2021-03-11
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H31 F2 Ir N6 O, C2 H3 N'
_chemical_formula_sum            'C34 H34 F2 Ir N7 O'
_chemical_formula_weight         786.88
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_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                   8.448(10)
_cell_length_b                   19.35(2)
_cell_length_c                   19.23(2)
_cell_angle_alpha                90
_cell_angle_beta                 95.01(2)
_cell_angle_gamma                90
_cell_volume                     3132(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9890
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.826
_cell_measurement_theta_min      2.360
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.315
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5853
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1332 before and 0.0682 after correction.
The Ratio of minimum to maximum transmission is 0.7852.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.669
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1560
_exptl_crystal_recrystallization_method MeCN/DCM/Et2O
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0731
_diffrn_reflns_av_unetI/netI     0.0772
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            28353
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.812
_diffrn_reflns_theta_min         2.126
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker CMOS area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4784
_reflns_number_total             6663
_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 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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         0.928
_refine_diff_density_min         -0.928
_refine_diff_density_rms         0.169
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     403
_refine_ls_number_reflns         6663
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0691
_refine_ls_R_factor_gt           0.0360
_refine_ls_restrained_S_all      1.008
_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)+(0.0001P)²+7.7911P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0579
_refine_ls_wR_factor_ref         0.0649
_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. Uiso/Uaniso restraints and constraints
N6 \\sim C32 \\sim O1: within 1.7A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 1.7A
Uanis(N6) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(N6) = Uanis(C32)
3.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C13(H13A,H13B), C18(H18A,H18B), C14(H14A,H14B), C19(H19A,
 H19B), C15(H15A,H15B)
3.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C22(H22), C2(H2), C3(H3), C28(H28), C8(H8), C11(H11), C31(H31),
 C7(H7), C6(H6), C24(H24), C29(H29), C30(H30)
3.c Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C), C16(H16A,H16B,H16C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_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 0.67849(2) 0.37515(2) 0.35756(2) 0.01017(6) Uani 1 1 d . . . . .
F1 F 0.3253(4) 0.24151(14) 0.15003(15) 0.0272(7) Uani 1 1 d . . . . .
F2 F 0.4511(4) 0.47124(15) 0.10998(15) 0.0298(8) Uani 1 1 d . . . . .
N2 N 0.4050(4) 0.33122(19) 0.4286(2) 0.0124(9) Uani 1 1 d . . . . .
N3 N 0.8713(4) 0.25179(19) 0.3518(2) 0.0123(9) Uani 1 1 d . . . . .
O1 O 0.8121(5) 0.40315(19) 0.4534(2) 0.0352(10) Uani 1 1 d . U . . .
C10 C 0.8724(6) 0.3195(2) 0.3328(2) 0.0125(11) Uani 1 1 d . . . . .
N5 N 0.7100(4) 0.47370(19) 0.31094(19) 0.0116(9) Uani 1 1 d . . . . .
C21 C 0.5582(5) 0.3617(2) 0.2631(2) 0.0120(10) Uani 1 1 d . . . . .
N1 N 0.3805(4) 0.44162(19) 0.42582(19) 0.0122(9) Uani 1 1 d . . . . .
N6 N 0.9753(4) 0.3813(2) 0.55600(19) 0.0178(7) Uani 1 1 d . U . . .
N7 N 1.0693(6) 0.3184(3) 0.0092(2) 0.0334(12) Uani 1 1 d . . . . .
N4 N 1.0144(5) 0.32846(19) 0.3073(2) 0.0139(9) Uani 1 1 d . . . . .
C1 C 0.4718(5) 0.3906(2) 0.4044(2) 0.0101(10) Uani 1 1 d . . . . .
C5 C 0.4916(6) 0.2691(2) 0.4220(2) 0.0119(10) Uani 1 1 d . . . . .
C4 C 0.6302(6) 0.2821(2) 0.3912(2) 0.0117(10) Uani 1 1 d . . . . .
C12 C 1.1012(6) 0.2678(2) 0.3109(2) 0.0170(11) Uani 1 1 d . . . . .
H12 H 1.202492 0.261411 0.296550 0.020 Uiso 1 1 calc R U . . .
C17 C 1.0694(6) 0.3944(2) 0.2800(2) 0.0148(11) Uani 1 1 d . . . . .
H17A H 1.184603 0.394552 0.282585 0.018 Uiso 1 1 calc R U . . .
H17B H 1.036040 0.432010 0.308670 0.018 Uiso 1 1 calc R U . . .
C27 C 0.6306(5) 0.4830(2) 0.2467(2) 0.0132(11) Uani 1 1 d . . . . .
C9 C 0.7340(6) 0.2276(2) 0.3830(2) 0.0134(11) Uani 1 1 d . . . . .
C13 C 0.4098(6) 0.5150(2) 0.4161(2) 0.0141(11) Uani 1 1 d . . . . .
H13A H 0.521933 0.521786 0.410949 0.017 Uiso 1 1 calc R U . . .
H13B H 0.384625 0.539703 0.457646 0.017 Uiso 1 1 calc R U . . .
C22 C 0.4819(5) 0.3011(2) 0.2379(2) 0.0131(11) Uani 1 1 d . . . . .
H22 H 0.486558 0.261326 0.265226 0.016 Uiso 1 1 calc R U . . .
C2 C 0.2579(6) 0.4155(3) 0.4623(3) 0.0171(12) Uani 1 1 d . . . . .
H2 H 0.179572 0.441178 0.481609 0.021 Uiso 1 1 calc R U . . .
C3 C 0.2737(6) 0.3464(3) 0.4645(3) 0.0160(11) Uani 1 1 d . . . . .
H3 H 0.209705 0.315039 0.485690 0.019 Uiso 1 1 calc R U . . .
C28 C 0.6299(6) 0.5476(2) 0.2149(3) 0.0177(11) Uani 1 1 d . . . . .
H28 H 0.573350 0.554228 0.171687 0.021 Uiso 1 1 calc R U . . .
C18 C 1.0034(6) 0.4060(2) 0.2045(2) 0.0184(12) Uani 1 1 d . . . . .
H18A H 0.889119 0.399463 0.200875 0.022 Uiso 1 1 calc R U . . .
H18B H 1.048321 0.371866 0.174935 0.022 Uiso 1 1 calc R U . . .
C8 C 0.7001(6) 0.1612(2) 0.4036(2) 0.0157(11) Uani 1 1 d . . . . .
H8 H 0.770258 0.125035 0.398031 0.019 Uiso 1 1 calc R U . . .
C26 C 0.5475(5) 0.4215(2) 0.2195(2) 0.0126(10) Uani 1 1 d . . . . .
C11 C 1.0115(6) 0.2199(3) 0.3388(2) 0.0179(11) Uani 1 1 d . . . . .
H11 H 1.038633 0.173983 0.347698 0.022 Uiso 1 1 calc R U . . .
C23 C 0.4004(6) 0.3006(2) 0.1728(3) 0.0179(12) Uani 1 1 d . . . . .
C31 C 0.7921(6) 0.5265(2) 0.3415(3) 0.0167(11) Uani 1 1 d . . . . .
H31 H 0.848657 0.519204 0.384562 0.020 Uiso 1 1 calc R U . . .
C7 C 0.5570(6) 0.1504(2) 0.4331(2) 0.0187(12) Uani 1 1 d . . . . .
H7 H 0.532181 0.105937 0.447020 0.022 Uiso 1 1 calc R U . . .
C25 C 0.4633(6) 0.4155(2) 0.1537(3) 0.0169(11) Uani 1 1 d . . . . .
C32 C 0.8919(6) 0.3911(3) 0.5043(3) 0.0178(7) Uani 1 1 d . U . . .
C6 C 0.4501(6) 0.2035(2) 0.4425(2) 0.0152(11) Uani 1 1 d . . . . .
H6 H 0.354709 0.195239 0.461822 0.018 Uiso 1 1 calc R U . . .
C14 C 0.3144(6) 0.5455(2) 0.3535(3) 0.0166(11) Uani 1 1 d . . . . .
H14A H 0.202052 0.538715 0.358122 0.020 Uiso 1 1 calc R U . . .
H14B H 0.340819 0.521881 0.311596 0.020 Uiso 1 1 calc R U . . .
C24 C 0.3883(6) 0.3572(2) 0.1289(3) 0.0193(12) Uani 1 1 d . . . . .
H24 H 0.332228 0.355485 0.085123 0.023 Uiso 1 1 calc R U . . .
C33 C 0.9622(7) 0.3005(3) 0.0362(3) 0.0237(13) Uani 1 1 d . . . . .
C19 C 1.0410(7) 0.4783(3) 0.1786(3) 0.0258(13) Uani 1 1 d . . . . .
H19A H 0.998562 0.512378 0.209020 0.031 Uiso 1 1 calc R U . . .
H19B H 1.155300 0.484336 0.181143 0.031 Uiso 1 1 calc R U . . .
C29 C 0.7121(6) 0.6015(2) 0.2470(3) 0.0191(12) Uani 1 1 d . . . . .
H29 H 0.711891 0.644636 0.225617 0.023 Uiso 1 1 calc R U . . .
C15 C 0.3480(6) 0.6221(3) 0.3469(2) 0.0187(11) Uani 1 1 d . . . . .
H15A H 0.458856 0.628533 0.338925 0.022 Uiso 1 1 calc R U . . .
H15B H 0.329470 0.645044 0.390261 0.022 Uiso 1 1 calc R U . . .
C30 C 0.7960(6) 0.5914(2) 0.3117(3) 0.0190(12) Uani 1 1 d . . . . .
H30 H 0.853064 0.627264 0.334204 0.023 Uiso 1 1 calc R U . . .
C34 C 0.8249(7) 0.2781(3) 0.0707(3) 0.0340(15) Uani 1 1 d . . . . .
H34A H 0.750154 0.256041 0.037351 0.051 Uiso 1 1 calc R U . . .
H34B H 0.775778 0.317417 0.090348 0.051 Uiso 1 1 calc R U . . .
H34C H 0.858100 0.246021 0.107154 0.051 Uiso 1 1 calc R U . . .
C16 C 0.2445(7) 0.6552(3) 0.2875(3) 0.0270(13) Uani 1 1 d . . . . .
H16A H 0.269380 0.635533 0.243938 0.041 Uiso 1 1 calc R U . . .
H16B H 0.263929 0.704071 0.287126 0.041 Uiso 1 1 calc R U . . .
H16C H 0.134651 0.646921 0.293883 0.041 Uiso 1 1 calc R U . . .
C20 C 0.9717(7) 0.4908(3) 0.1042(3) 0.0360(15) Uani 1 1 d . . . . .
H20A H 1.015914 0.458112 0.073656 0.054 Uiso 1 1 calc R U . . .
H20B H 0.996953 0.536842 0.090266 0.054 Uiso 1 1 calc R U . . .
H20C H 0.858397 0.485251 0.101488 0.054 Uiso 1 1 calc R 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 2.146(5) . ?
Ir1 C10 2.051(5) . ?
Ir1 N5 2.134(4) . ?
Ir1 C21 2.020(5) . ?
Ir1 C1 2.055(5) . ?
Ir1 C4 1.968(5) . ?
F1 C23 1.361(5) . ?
F2 C25 1.366(5) . ?
N2 C1 1.379(6) . ?
N2 C5 1.418(6) . ?
N2 C3 1.387(6) . ?
N3 C10 1.360(6) . ?
N3 C9 1.431(6) . ?
N3 C11 1.378(6) . ?
O1 C32 1.161(6) . ?
C10 N4 1.347(6) . ?
N5 C27 1.365(6) . ?
N5 C31 1.342(6) . ?
C21 C22 1.404(6) . ?
C21 C26 1.427(6) . ?
N1 C1 1.339(6) . ?
N1 C13 1.456(6) . ?
N1 C2 1.396(6) . ?
N6 C32 1.183(6) . ?
N7 C33 1.135(7) . ?
N4 C12 1.383(6) . ?
N4 C17 1.471(6) . ?
C5 C4 1.380(6) . ?
C5 C6 1.385(6) . ?
C4 C9 1.390(6) . ?
C12 H12 0.9300 . ?
C12 C11 1.338(7) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.525(7) . ?
C27 C28 1.393(6) . ?
C27 C26 1.455(6) . ?
C9 C8 1.381(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.510(7) . ?
C22 H22 0.9300 . ?
C22 C23 1.376(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.345(7) . ?
C3 H3 0.9300 . ?
C28 H28 0.9300 . ?
C28 C29 1.370(7) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.528(7) . ?
C8 H8 0.9300 . ?
C8 C7 1.396(7) . ?
C26 C25 1.402(7) . ?
C11 H11 0.9300 . ?
C23 C24 1.380(7) . ?
C31 H31 0.9300 . ?
C31 C30 1.382(7) . ?
C7 H7 0.9300 . ?
C7 C6 1.390(7) . ?
C25 C24 1.360(7) . ?
C6 H6 0.9300 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.516(7) . ?
C24 H24 0.9300 . ?
C33 C34 1.452(8) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.518(7) . ?
C29 H29 0.9300 . ?
C29 C30 1.391(7) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.518(7) . ?
C30 H30 0.9300 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?

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
C10 Ir1 O1 87.75(18) . . ?
C10 Ir1 N5 103.91(17) . . ?
C10 Ir1 C1 154.73(18) . . ?
N5 Ir1 O1 93.42(16) . . ?
C21 Ir1 O1 172.38(16) . . ?
C21 Ir1 C10 94.20(19) . . ?
C21 Ir1 N5 78.96(17) . . ?
C21 Ir1 C1 91.89(19) . . ?
C1 Ir1 O1 89.43(18) . . ?
C1 Ir1 N5 101.32(16) . . ?
C4 Ir1 O1 93.25(17) . . ?
C4 Ir1 C10 77.79(19) . . ?
C4 Ir1 N5 173.18(17) . . ?
C4 Ir1 C21 94.36(19) . . ?
C4 Ir1 C1 77.31(18) . . ?
C1 N2 C5 116.5(4) . . ?
C1 N2 C3 111.1(4) . . ?
C3 N2 C5 131.7(4) . . ?
C10 N3 C9 116.9(4) . . ?
C10 N3 C11 110.9(4) . . ?
C11 N3 C9 132.1(4) . . ?
C32 O1 Ir1 153.6(4) . . ?
N3 C10 Ir1 114.8(3) . . ?
N4 C10 Ir1 140.5(3) . . ?
N4 C10 N3 104.4(4) . . ?
C27 N5 Ir1 115.3(3) . . ?
C31 N5 Ir1 125.1(3) . . ?
C31 N5 C27 119.4(4) . . ?
C22 C21 Ir1 126.7(3) . . ?
C22 C21 C26 118.1(4) . . ?
C26 C21 Ir1 115.2(3) . . ?
C1 N1 C13 124.8(4) . . ?
C1 N1 C2 111.1(4) . . ?
C2 N1 C13 124.0(4) . . ?
C10 N4 C12 110.9(4) . . ?
C10 N4 C17 124.2(4) . . ?
C12 N4 C17 124.9(4) . . ?
N2 C1 Ir1 114.5(3) . . ?
N1 C1 Ir1 140.9(3) . . ?
N1 C1 N2 104.3(4) . . ?
C4 C5 N2 110.3(4) . . ?
C4 C5 C6 122.3(4) . . ?
C6 C5 N2 127.3(4) . . ?
C5 C4 Ir1 121.0(3) . . ?
C5 C4 C9 118.5(4) . . ?
C9 C4 Ir1 120.4(3) . . ?
N4 C12 H12 126.5 . . ?
C11 C12 N4 107.0(4) . . ?
C11 C12 H12 126.5 . . ?
N4 C17 H17A 109.3 . . ?
N4 C17 H17B 109.3 . . ?
N4 C17 C18 111.5(4) . . ?
H17A C17 H17B 108.0 . . ?
C18 C17 H17A 109.3 . . ?
C18 C17 H17B 109.3 . . ?
N5 C27 C28 119.9(4) . . ?
N5 C27 C26 113.7(4) . . ?
C28 C27 C26 126.3(5) . . ?
C4 C9 N3 110.0(4) . . ?
C8 C9 N3 128.4(4) . . ?
C8 C9 C4 121.6(4) . . ?
N1 C13 H13A 108.9 . . ?
N1 C13 H13B 108.9 . . ?
N1 C13 C14 113.5(4) . . ?
H13A C13 H13B 107.7 . . ?
C14 C13 H13A 108.9 . . ?
C14 C13 H13B 108.9 . . ?
C21 C22 H22 120.1 . . ?
C23 C22 C21 119.8(4) . . ?
C23 C22 H22 120.1 . . ?
N1 C2 H2 126.3 . . ?
C3 C2 N1 107.4(4) . . ?
C3 C2 H2 126.3 . . ?
N2 C3 H3 127.0 . . ?
C2 C3 N2 106.1(4) . . ?
C2 C3 H3 127.0 . . ?
C27 C28 H28 119.9 . . ?
C29 C28 C27 120.2(5) . . ?
C29 C28 H28 119.9 . . ?
C17 C18 H18A 109.2 . . ?
C17 C18 H18B 109.2 . . ?
C17 C18 C19 112.0(4) . . ?
H18A C18 H18B 107.9 . . ?
C19 C18 H18A 109.2 . . ?
C19 C18 H18B 109.2 . . ?
C9 C8 H8 121.1 . . ?
C9 C8 C7 117.7(4) . . ?
C7 C8 H8 121.1 . . ?
C21 C26 C27 116.6(4) . . ?
C25 C26 C21 117.7(4) . . ?
C25 C26 C27 125.7(4) . . ?
N3 C11 H11 126.6 . . ?
C12 C11 N3 106.8(4) . . ?
C12 C11 H11 126.6 . . ?
F1 C23 C22 118.7(4) . . ?
F1 C23 C24 117.5(4) . . ?
C22 C23 C24 123.8(5) . . ?
N5 C31 H31 118.6 . . ?
N5 C31 C30 122.7(5) . . ?
C30 C31 H31 118.6 . . ?
C8 C7 H7 118.7 . . ?
C6 C7 C8 122.5(4) . . ?
C6 C7 H7 118.7 . . ?
F2 C25 C26 119.6(4) . . ?
C24 C25 F2 115.6(4) . . ?
C24 C25 C26 124.7(4) . . ?
O1 C32 N6 177.5(6) . . ?
C5 C6 C7 117.2(4) . . ?
C5 C6 H6 121.4 . . ?
C7 C6 H6 121.4 . . ?
C13 C14 H14A 109.4 . . ?
C13 C14 H14B 109.4 . . ?
C13 C14 C15 111.0(4) . . ?
H14A C14 H14B 108.0 . . ?
C15 C14 H14A 109.4 . . ?
C15 C14 H14B 109.4 . . ?
C23 C24 H24 122.1 . . ?
C25 C24 C23 115.9(5) . . ?
C25 C24 H24 122.1 . . ?
N7 C33 C34 179.7(6) . . ?
C18 C19 H19A 109.2 . . ?
C18 C19 H19B 109.2 . . ?
H19A C19 H19B 107.9 . . ?
C20 C19 C18 112.3(4) . . ?
C20 C19 H19A 109.2 . . ?
C20 C19 H19B 109.2 . . ?
C28 C29 H29 120.2 . . ?
C28 C29 C30 119.7(5) . . ?
C30 C29 H29 120.2 . . ?
C14 C15 H15A 109.2 . . ?
C14 C15 H15B 109.2 . . ?
C14 C15 C16 112.1(4) . . ?
H15A C15 H15B 107.9 . . ?
C16 C15 H15A 109.2 . . ?
C16 C15 H15B 109.2 . . ?
C31 C30 C29 118.1(5) . . ?
C31 C30 H30 121.0 . . ?
C29 C30 H30 121.0 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

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 C10 N4 C12 172.9(4) . . . . ?
Ir1 C10 N4 C17 -6.6(8) . . . . ?
Ir1 N5 C27 C28 173.4(3) . . . . ?
Ir1 N5 C27 C26 -4.2(5) . . . . ?
Ir1 N5 C31 C30 -173.5(3) . . . . ?
Ir1 C21 C22 C23 178.1(3) . . . . ?
Ir1 C21 C26 C27 3.1(5) . . . . ?
Ir1 C21 C26 C25 -179.1(3) . . . . ?
Ir1 C4 C9 N3 2.8(5) . . . . ?
Ir1 C4 C9 C8 -177.4(4) . . . . ?
F1 C23 C24 C25 179.3(4) . . . . ?
F2 C25 C24 C23 179.9(4) . . . . ?
N2 C5 C4 Ir1 -4.0(5) . . . . ?
N2 C5 C4 C9 177.5(4) . . . . ?
N2 C5 C6 C7 -177.6(5) . . . . ?
N3 C10 N4 C12 -0.6(5) . . . . ?
N3 C10 N4 C17 179.9(4) . . . . ?
N3 C9 C8 C7 179.9(4) . . . . ?
C10 N3 C9 C4 -3.6(6) . . . . ?
C10 N3 C9 C8 176.7(5) . . . . ?
C10 N3 C11 C12 -0.5(6) . . . . ?
C10 N4 C12 C11 0.3(6) . . . . ?
C10 N4 C17 C18 -82.2(5) . . . . ?
N5 C27 C28 C29 1.7(7) . . . . ?
N5 C27 C26 C21 0.9(6) . . . . ?
N5 C27 C26 C25 -176.7(4) . . . . ?
N5 C31 C30 C29 -0.6(7) . . . . ?
C21 C22 C23 F1 -178.9(4) . . . . ?
C21 C22 C23 C24 0.3(7) . . . . ?
C21 C26 C25 F2 -179.4(4) . . . . ?
C21 C26 C25 C24 1.5(7) . . . . ?
N1 C13 C14 C15 179.1(4) . . . . ?
N1 C2 C3 N2 -0.6(6) . . . . ?
N4 C12 C11 N3 0.2(5) . . . . ?
N4 C17 C18 C19 172.3(4) . . . . ?
C1 N2 C5 C4 -0.1(6) . . . . ?
C1 N2 C5 C6 179.7(5) . . . . ?
C1 N2 C3 C2 0.4(6) . . . . ?
C1 N1 C13 C14 97.4(5) . . . . ?
C1 N1 C2 C3 0.7(6) . . . . ?
C5 N2 C1 Ir1 3.8(5) . . . . ?
C5 N2 C1 N1 -171.3(4) . . . . ?
C5 N2 C3 C2 169.9(5) . . . . ?
C5 C4 C9 N3 -178.7(4) . . . . ?
C5 C4 C9 C8 1.1(7) . . . . ?
C4 C5 C6 C7 2.1(7) . . . . ?
C4 C9 C8 C7 0.2(7) . . . . ?
C12 N4 C17 C18 98.3(5) . . . . ?
C17 N4 C12 C11 179.8(4) . . . . ?
C17 C18 C19 C20 -178.5(4) . . . . ?
C27 N5 C31 C30 2.1(7) . . . . ?
C27 C28 C29 C30 -0.2(7) . . . . ?
C27 C26 C25 F2 -1.9(7) . . . . ?
C27 C26 C25 C24 179.0(5) . . . . ?
C9 N3 C10 Ir1 2.8(5) . . . . ?
C9 N3 C10 N4 178.3(4) . . . . ?
C9 N3 C11 C12 -177.7(5) . . . . ?
C9 C8 C7 C6 -0.4(7) . . . . ?
C13 N1 C1 Ir1 3.4(8) . . . . ?
C13 N1 C1 N2 176.2(4) . . . . ?
C13 N1 C2 C3 -176.0(4) . . . . ?
C13 C14 C15 C16 -175.7(4) . . . . ?
C22 C21 C26 C27 -178.8(4) . . . . ?
C22 C21 C26 C25 -1.0(6) . . . . ?
C22 C23 C24 C25 0.1(7) . . . . ?
C2 N1 C1 Ir1 -173.3(4) . . . . ?
C2 N1 C1 N2 -0.4(5) . . . . ?
C2 N1 C13 C14 -86.3(5) . . . . ?
C3 N2 C1 Ir1 175.1(3) . . . . ?
C3 N2 C1 N1 0.0(5) . . . . ?
C3 N2 C5 C4 -169.2(5) . . . . ?
C3 N2 C5 C6 10.5(8) . . . . ?
C28 C27 C26 C21 -176.6(4) . . . . ?
C28 C27 C26 C25 5.8(8) . . . . ?
C28 C29 C30 C31 -0.4(7) . . . . ?
C8 C7 C6 C5 -0.7(7) . . . . ?
C26 C21 C22 C23 0.2(6) . . . . ?
C26 C27 C28 C29 179.1(4) . . . . ?
C26 C25 C24 C23 -1.0(7) . . . . ?
C11 N3 C10 Ir1 -174.8(3) . . . . ?
C11 N3 C10 N4 0.7(5) . . . . ?
C11 N3 C9 C4 173.4(5) . . . . ?
C11 N3 C9 C8 -6.3(8) . . . . ?
C31 N5 C27 C28 -2.7(6) . . . . ?
C31 N5 C27 C26 179.7(4) . . . . ?
C6 C5 C4 Ir1 176.2(4) . . . . ?
C6 C5 C4 C9 -2.3(7) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_thpy-Br
_database_code_depnum_ccdc_archive 'CCDC 2068839'
loop_
_audit_author_name
_audit_author_address
'Chen YANG'
;Shenzhen PURI Materials Technology
China
;
_audit_update_record             
;
2021-03-08 deposited with the CCDC.	2021-07-06 downloaded from the CCDC.
;
_audit_creation_date             2020-01-21
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_shelx_SHELXL_version_number     2018/3
_publ_section_exptl              
;
Any special experimental details
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H31 Br Ir N5 S, C2 H6 O S'
_chemical_formula_sum            'C31 H37 Br Ir N5 O S2'
_chemical_formula_weight         831.88
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
S S 0.1246 0.1234 '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      triclinic
_space_group_IT_number           2
_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                   8.437
_cell_length_b                   13.500
_cell_length_c                   15.212
_cell_angle_alpha                64.91
_cell_angle_beta                 89.28
_cell_angle_gamma                86.97
_cell_volume                     1566.9
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9612
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.250
_cell_measurement_theta_min      2.656
_shelx_estimated_absorpt_T_max   0.894
_shelx_estimated_absorpt_T_min   0.658
_exptl_absorpt_coefficient_mu    5.702
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5845
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1018 before and 0.0706 after correction.
The Ratio of minimum to maximum transmission is 0.7841.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.763
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             820
_exptl_crystal_recrystallization_method DMSO
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0828
_diffrn_reflns_av_unetI/netI     0.0804
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            27001
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.434
_diffrn_reflns_theta_min         2.710
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5161
_reflns_number_total             6427
_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 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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         3.564
_refine_diff_density_min         -2.293
_refine_diff_density_rms         0.228
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     350
_refine_ls_number_reflns         6427
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0696
_refine_ls_R_factor_gt           0.0457
_refine_ls_restrained_S_all      1.039
_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)+(0.0321P)²+13.9022P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0951
_refine_ls_wR_factor_ref         0.1047
_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. Uiso/Uaniso restraints and constraints
Uanis(C24) = Uanis(C21) = Uanis(C22) = Uanis(C23) = Uanis(S1)
3.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C19(H19A,H19B), C18(H18A,H18B), C14(H14A,H14B), C13(H13A,
 H13B), C17(H17A,H17B)
3.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C28(H28), C2(H2), C8(H8), C12(H12), C3(H3), C26(H26), C29(H29),
 C23(H23), C22(H22), C6(H6), C27(H27), C7(H7)
3.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C31(H31A,H31B,H31C), C30(H30A,H30B,H30C), C16(H16A,H16B,
 H16C)
;
_atom_sites_solution_hydrogens   geom
_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 0.74375(3) 0.49394(2) 0.23240(2) 0.01093(9) Uani 1 1 d . . . . .
Br1 Br 0.63554(10) 0.38468(7) 0.14231(6) 0.0260(2) Uani 1 1 d . . . . .
S1 S 0.8446(2) 0.78574(16) 0.28750(14) 0.0204(4) Uani 1 1 d . . . . .
S2 S 0.4081(3) -0.0219(2) 0.68002(19) 0.0399(6) Uani 1 1 d . . . . .
N5 N 0.6666(7) 0.6536(5) 0.1207(4) 0.0123(13) Uani 1 1 d . . . . .
N2 N 0.5753(7) 0.3605(5) 0.4068(4) 0.0152(13) Uani 1 1 d . . . . .
C4 C 0.8220(9) 0.3578(6) 0.3419(5) 0.0130(15) Uani 1 1 d . . . . .
N4 N 1.0672(7) 0.5160(5) 0.1142(4) 0.0145(13) Uani 1 1 d . . . . .
C1 C 0.5516(8) 0.4562(6) 0.3235(5) 0.0136(15) Uani 1 1 d . . . . .
N3 N 1.0559(7) 0.3840(5) 0.2554(4) 0.0146(13) Uani 1 1 d . . . . .
N1 N 0.4063(7) 0.4950(5) 0.3324(4) 0.0158(14) Uani 1 1 d . . . . .
C11 C 1.2043(9) 0.3746(6) 0.2213(6) 0.0197(17) Uani 1 1 d . . . . .
H11 H 1.285488 0.320017 0.253944 0.024 Uiso 1 1 calc R U . . .
C28 C 0.5457(9) 0.7800(7) -0.0291(6) 0.0225(18) Uani 1 1 d . . . . .
H28 H 0.491466 0.791981 -0.087395 0.027 Uiso 1 1 calc R U . . .
C15 C 0.2693(10) 0.7970(7) 0.2082(6) 0.0271(19) Uani 1 1 d . . . . .
H15A H 0.157743 0.784577 0.197960 0.033 Uiso 1 1 calc R U . . .
H15B H 0.326630 0.812869 0.146884 0.033 Uiso 1 1 calc R U . . .
C19 C 1.0346(10) 0.8151(6) -0.0693(6) 0.0268(19) Uani 1 1 d . . . . .
H19A H 0.917437 0.825161 -0.072789 0.032 Uiso 1 1 calc R U . . .
H19B H 1.070192 0.800811 -0.125365 0.032 Uiso 1 1 calc R U . . .
C2 C 0.3380(9) 0.4254(7) 0.4186(6) 0.0232(18) Uani 1 1 d . . . . .
H2 H 0.235599 0.435770 0.441016 0.028 Uiso 1 1 calc R U . . .
C8 C 1.0349(10) 0.2215(6) 0.4206(6) 0.0216(18) Uani 1 1 d . . . . .
H8 H 1.141598 0.194444 0.422505 0.026 Uiso 1 1 calc R U . . .
C12 C 1.2125(9) 0.4570(6) 0.1334(6) 0.0180(17) Uani 1 1 d . . . . .
H12 H 1.301359 0.472512 0.091594 0.022 Uiso 1 1 calc R U . . .
C3 C 0.4414(9) 0.3417(7) 0.4640(6) 0.0211(18) Uani 1 1 d . . . . .
H3 H 0.426329 0.280576 0.524165 0.025 Uiso 1 1 calc R U . . .
C18 C 1.0826(9) 0.7173(6) 0.0234(6) 0.0197(17) Uani 1 1 d . . . . .
H18A H 1.037292 0.727846 0.079343 0.024 Uiso 1 1 calc R U . . .
H18B H 1.199638 0.711369 0.030294 0.024 Uiso 1 1 calc R U . . .
C14 C 0.3431(9) 0.6939(6) 0.2870(5) 0.0188(17) Uani 1 1 d . . . . .
H14A H 0.289347 0.679074 0.349274 0.023 Uiso 1 1 calc R U . . .
H14B H 0.456501 0.704079 0.295057 0.023 Uiso 1 1 calc R U . . .
C25 C 0.7014(8) 0.7388(6) 0.1417(6) 0.0159(16) Uani 1 1 d . . . . .
C13 C 0.3288(9) 0.5960(6) 0.2619(6) 0.0198(17) Uani 1 1 d . . . . .
H13A H 0.214937 0.584120 0.257429 0.024 Uiso 1 1 calc R U . . .
H13B H 0.375981 0.613766 0.197411 0.024 Uiso 1 1 calc R U . . .
C17 C 1.0253(9) 0.6121(6) 0.0242(5) 0.0186(17) Uani 1 1 d . . . . .
H17A H 0.908517 0.619201 0.015576 0.022 Uiso 1 1 calc R U . . .
H17B H 1.072272 0.601340 -0.031235 0.022 Uiso 1 1 calc R U . . .
C21 C 0.8202(9) 0.5944(6) 0.2883(6) 0.0204(4) Uani 1 1 d . . . . .
C24 C 0.7843(9) 0.7032(6) 0.2334(6) 0.0204(4) Uani 1 1 d . . . . .
C26 C 0.6610(9) 0.8466(6) 0.0771(6) 0.0202(17) Uani 1 1 d . . . . .
H26 H 0.687228 0.905299 0.092095 0.024 Uiso 1 1 calc R U . . .
C29 C 0.5895(8) 0.6755(6) 0.0372(5) 0.0165(16) Uani 1 1 d . . . . .
H29 H 0.564065 0.615848 0.023325 0.020 Uiso 1 1 calc R U . . .
C9 C 0.9772(9) 0.3164(6) 0.3427(5) 0.0181(17) Uani 1 1 d . . . . .
C10 C 0.9689(8) 0.4730(6) 0.1891(5) 0.0157(16) Uani 1 1 d . . . . .
C5 C 0.7238(9) 0.3041(6) 0.4195(6) 0.0197(17) Uani 1 1 d . . . . .
C23 C 0.9236(9) 0.6723(6) 0.3845(6) 0.0204(4) Uani 1 1 d . . . . .
H23 H 0.976984 0.675418 0.437848 0.024 Uiso 1 1 calc R U . . .
C22 C 0.9007(9) 0.5775(7) 0.3760(6) 0.0204(4) Uani 1 1 d . . . . .
H22 H 0.934879 0.507156 0.423655 0.024 Uiso 1 1 calc R U . . .
O1 O 0.4194(9) 0.0849(5) 0.5926(5) 0.0471(19) Uani 1 1 d . . . . .
C6 C 0.7736(9) 0.2074(6) 0.4963(5) 0.0185(17) Uani 1 1 d . . . . .
H6 H 0.704117 0.168959 0.547758 0.022 Uiso 1 1 calc R U . . .
C27 C 0.5824(9) 0.8679(6) -0.0092(6) 0.0228(18) Uani 1 1 d . . . . .
H27 H 0.554154 0.940949 -0.053810 0.027 Uiso 1 1 calc R U . . .
C20 C 1.1043(11) 0.9189(7) -0.0764(7) 0.038(2) Uani 1 1 d . . . . .
H20A H 1.064293 0.980841 -0.135493 0.057 Uiso 1 1 calc R U . . .
H20B H 1.220270 0.911745 -0.078873 0.057 Uiso 1 1 calc R U . . .
H20C H 1.073507 0.931619 -0.019578 0.057 Uiso 1 1 calc R U . . .
C7 C 0.9311(10) 0.1680(6) 0.4954(6) 0.0224(18) Uani 1 1 d . . . . .
H7 H 0.967804 0.102021 0.548063 0.027 Uiso 1 1 calc R U . . .
C31 C 0.5279(12) -0.1176(8) 0.6517(9) 0.053(3) Uani 1 1 d . . . . .
H31A H 0.501787 -0.108529 0.586030 0.080 Uiso 1 1 calc R U . . .
H31B H 0.507309 -0.192321 0.698420 0.080 Uiso 1 1 calc R U . . .
H31C H 0.640299 -0.104387 0.655130 0.080 Uiso 1 1 calc R U . . .
C30 C 0.2228(11) -0.0737(7) 0.6739(7) 0.038(2) Uani 1 1 d . . . . .
H30A H 0.137916 -0.030269 0.687947 0.058 Uiso 1 1 calc R U . . .
H30B H 0.220887 -0.150245 0.721705 0.058 Uiso 1 1 calc R U . . .
H30C H 0.206622 -0.069460 0.608681 0.058 Uiso 1 1 calc R U . . .
C16 C 0.2726(11) 0.8965(7) 0.2315(7) 0.034(2) Uani 1 1 d . . . . .
H16A H 0.227401 0.961396 0.176784 0.051 Uiso 1 1 calc R U . . .
H16B H 0.382525 0.908544 0.242986 0.051 Uiso 1 1 calc R U . . .
H16C H 0.210061 0.883372 0.289807 0.051 Uiso 1 1 calc R 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 Br1 2.6029(9) . ?
Ir1 N5 2.175(6) . ?
Ir1 C4 1.973(7) . ?
Ir1 C1 2.060(7) . ?
Ir1 C21 2.016(8) . ?
Ir1 C10 2.048(7) . ?
S1 C24 1.739(8) . ?
S1 C23 1.723(8) . ?
S2 O1 1.497(7) . ?
S2 C31 1.789(10) . ?
S2 C30 1.766(9) . ?
N5 C25 1.364(9) . ?
N5 C29 1.343(9) . ?
N2 C1 1.380(9) . ?
N2 C3 1.384(9) . ?
N2 C5 1.403(10) . ?
C4 C9 1.394(10) . ?
C4 C5 1.386(10) . ?
N4 C12 1.390(9) . ?
N4 C17 1.462(10) . ?
N4 C10 1.338(9) . ?
C1 N1 1.336(9) . ?
N3 C11 1.370(9) . ?
N3 C9 1.431(9) . ?
N3 C10 1.378(9) . ?
N1 C2 1.388(9) . ?
N1 C13 1.456(10) . ?
C11 H11 0.9500 . ?
C11 C12 1.332(11) . ?
C28 H28 0.9500 . ?
C28 C29 1.375(11) . ?
C28 C27 1.393(11) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C14 1.508(11) . ?
C15 C16 1.530(12) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C18 1.508(11) . ?
C19 C20 1.510(12) . ?
C2 H2 0.9500 . ?
C2 C3 1.329(11) . ?
C8 H8 0.9500 . ?
C8 C9 1.394(10) . ?
C8 C7 1.389(11) . ?
C12 H12 0.9500 . ?
C3 H3 0.9500 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C17 1.519(11) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.534(11) . ?
C25 C24 1.444(11) . ?
C25 C26 1.393(10) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C21 C24 1.366(11) . ?
C21 C22 1.428(11) . ?
C26 H26 0.9500 . ?
C26 C27 1.389(11) . ?
C29 H29 0.9500 . ?
C5 C6 1.380(10) . ?
C23 H23 0.9500 . ?
C23 C22 1.364(10) . ?
C22 H22 0.9500 . ?
C6 H6 0.9500 . ?
C6 C7 1.407(11) . ?
C27 H27 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C7 H7 0.9500 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 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
N5 Ir1 Br1 94.75(15) . . ?
C4 Ir1 Br1 91.6(2) . . ?
C4 Ir1 N5 173.7(3) . . ?
C4 Ir1 C1 77.9(3) . . ?
C4 Ir1 C21 95.1(3) . . ?
C4 Ir1 C10 78.1(3) . . ?
C1 Ir1 Br1 90.80(19) . . ?
C1 Ir1 N5 101.7(3) . . ?
C21 Ir1 Br1 173.4(2) . . ?
C21 Ir1 N5 78.6(3) . . ?
C21 Ir1 C1 91.2(3) . . ?
C21 Ir1 C10 90.8(3) . . ?
C10 Ir1 Br1 89.99(19) . . ?
C10 Ir1 N5 102.1(3) . . ?
C10 Ir1 C1 156.0(3) . . ?
C23 S1 C24 90.5(4) . . ?
O1 S2 C31 104.6(5) . . ?
O1 S2 C30 107.5(5) . . ?
C30 S2 C31 96.9(5) . . ?
C25 N5 Ir1 113.7(5) . . ?
C29 N5 Ir1 127.6(5) . . ?
C29 N5 C25 118.7(6) . . ?
C1 N2 C3 109.9(6) . . ?
C1 N2 C5 117.4(6) . . ?
C3 N2 C5 132.7(7) . . ?
C9 C4 Ir1 120.3(5) . . ?
C5 C4 Ir1 120.0(6) . . ?
C5 C4 C9 119.6(7) . . ?
C12 N4 C17 125.1(6) . . ?
C10 N4 C12 111.0(6) . . ?
C10 N4 C17 124.0(6) . . ?
N2 C1 Ir1 113.6(5) . . ?
N1 C1 Ir1 141.5(6) . . ?
N1 C1 N2 104.9(6) . . ?
C11 N3 C9 131.8(6) . . ?
C11 N3 C10 111.3(6) . . ?
C10 N3 C9 116.9(6) . . ?
C1 N1 C2 110.6(6) . . ?
C1 N1 C13 125.1(6) . . ?
C2 N1 C13 124.2(6) . . ?
N3 C11 H11 126.8 . . ?
C12 C11 N3 106.5(7) . . ?
C12 C11 H11 126.8 . . ?
C29 C28 H28 120.6 . . ?
C29 C28 C27 118.8(7) . . ?
C27 C28 H28 120.6 . . ?
H15A C15 H15B 107.8 . . ?
C14 C15 H15A 108.9 . . ?
C14 C15 H15B 108.9 . . ?
C14 C15 C16 113.2(7) . . ?
C16 C15 H15A 108.9 . . ?
C16 C15 H15B 108.9 . . ?
H19A C19 H19B 107.9 . . ?
C18 C19 H19A 109.1 . . ?
C18 C19 H19B 109.1 . . ?
C18 C19 C20 112.4(7) . . ?
C20 C19 H19A 109.1 . . ?
C20 C19 H19B 109.1 . . ?
N1 C2 H2 126.1 . . ?
C3 C2 N1 107.7(7) . . ?
C3 C2 H2 126.1 . . ?
C9 C8 H8 121.1 . . ?
C7 C8 H8 121.1 . . ?
C7 C8 C9 117.8(8) . . ?
N4 C12 H12 126.3 . . ?
C11 C12 N4 107.5(7) . . ?
C11 C12 H12 126.3 . . ?
N2 C3 H3 126.6 . . ?
C2 C3 N2 106.9(7) . . ?
C2 C3 H3 126.6 . . ?
C19 C18 H18A 109.3 . . ?
C19 C18 H18B 109.3 . . ?
C19 C18 C17 111.4(7) . . ?
H18A C18 H18B 108.0 . . ?
C17 C18 H18A 109.3 . . ?
C17 C18 H18B 109.3 . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
C15 C14 C13 110.8(6) . . ?
H14A C14 H14B 108.1 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
N5 C25 C24 112.6(6) . . ?
N5 C25 C26 120.8(7) . . ?
C26 C25 C24 126.6(7) . . ?
N1 C13 C14 113.5(6) . . ?
N1 C13 H13A 108.9 . . ?
N1 C13 H13B 108.9 . . ?
C14 C13 H13A 108.9 . . ?
C14 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
N4 C17 C18 112.7(6) . . ?
N4 C17 H17A 109.0 . . ?
N4 C17 H17B 109.0 . . ?
C18 C17 H17A 109.0 . . ?
C18 C17 H17B 109.0 . . ?
H17A C17 H17B 107.8 . . ?
C24 C21 Ir1 114.8(6) . . ?
C24 C21 C22 111.0(7) . . ?
C22 C21 Ir1 134.2(6) . . ?
C25 C24 S1 126.8(6) . . ?
C21 C24 S1 112.9(6) . . ?
C21 C24 C25 120.3(7) . . ?
C25 C26 H26 120.1 . . ?
C27 C26 C25 119.8(7) . . ?
C27 C26 H26 120.1 . . ?
N5 C29 C28 123.2(7) . . ?
N5 C29 H29 118.4 . . ?
C28 C29 H29 118.4 . . ?
C4 C9 N3 110.1(6) . . ?
C4 C9 C8 120.8(7) . . ?
C8 C9 N3 129.1(7) . . ?
N4 C10 Ir1 141.6(6) . . ?
N4 C10 N3 103.8(6) . . ?
N3 C10 Ir1 114.5(5) . . ?
C4 C5 N2 111.0(6) . . ?
C6 C5 N2 127.5(7) . . ?
C6 C5 C4 121.5(7) . . ?
S1 C23 H23 123.9 . . ?
C22 C23 S1 112.2(6) . . ?
C22 C23 H23 123.9 . . ?
C21 C22 H22 123.3 . . ?
C23 C22 C21 113.3(7) . . ?
C23 C22 H22 123.3 . . ?
C5 C6 H6 121.2 . . ?
C5 C6 C7 117.5(7) . . ?
C7 C6 H6 121.2 . . ?
C28 C27 H27 120.6 . . ?
C26 C27 C28 118.7(7) . . ?
C26 C27 H27 120.6 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C8 C7 C6 122.6(7) . . ?
C8 C7 H7 118.7 . . ?
C6 C7 H7 118.7 . . ?
S2 C31 H31A 109.5 . . ?
S2 C31 H31B 109.5 . . ?
S2 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
S2 C30 H30A 109.5 . . ?
S2 C30 H30B 109.5 . . ?
S2 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

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 N5 C25 C24 0.8(7) . . . . ?
Ir1 N5 C25 C26 179.5(5) . . . . ?
Ir1 N5 C29 C28 -180.0(5) . . . . ?
Ir1 C4 C9 N3 -2.0(8) . . . . ?
Ir1 C4 C9 C8 178.6(5) . . . . ?
Ir1 C4 C5 N2 -0.7(9) . . . . ?
Ir1 C4 C5 C6 178.6(6) . . . . ?
Ir1 C1 N1 C2 -178.1(7) . . . . ?
Ir1 C1 N1 C13 2.1(12) . . . . ?
Ir1 C21 C24 S1 177.2(4) . . . . ?
Ir1 C21 C24 C25 -1.6(10) . . . . ?
Ir1 C21 C22 C23 -177.7(6) . . . . ?
S1 C23 C22 C21 1.3(9) . . . . ?
N5 C25 C24 S1 -178.1(5) . . . . ?
N5 C25 C24 C21 0.4(10) . . . . ?
N5 C25 C26 C27 0.9(11) . . . . ?
N2 C1 N1 C2 -0.6(8) . . . . ?
N2 C1 N1 C13 179.5(6) . . . . ?
N2 C5 C6 C7 -177.6(7) . . . . ?
C4 C5 C6 C7 3.3(11) . . . . ?
C1 N2 C3 C2 -1.6(8) . . . . ?
C1 N2 C5 C4 -0.5(9) . . . . ?
C1 N2 C5 C6 -179.7(7) . . . . ?
C1 N1 C2 C3 -0.3(9) . . . . ?
C1 N1 C13 C14 -97.4(8) . . . . ?
N3 C11 C12 N4 -0.4(8) . . . . ?
N1 C2 C3 N2 1.1(9) . . . . ?
C11 N3 C9 C4 -176.8(7) . . . . ?
C11 N3 C9 C8 2.5(13) . . . . ?
C11 N3 C10 Ir1 179.5(5) . . . . ?
C11 N3 C10 N4 0.7(8) . . . . ?
C15 C14 C13 N1 176.5(6) . . . . ?
C19 C18 C17 N4 -178.8(6) . . . . ?
C2 N1 C13 C14 82.8(9) . . . . ?
C12 N4 C17 C18 -83.6(9) . . . . ?
C12 N4 C10 Ir1 -179.1(7) . . . . ?
C12 N4 C10 N3 -1.0(8) . . . . ?
C3 N2 C1 Ir1 179.6(5) . . . . ?
C3 N2 C1 N1 1.4(8) . . . . ?
C3 N2 C5 C4 -178.2(7) . . . . ?
C3 N2 C5 C6 2.6(13) . . . . ?
C25 N5 C29 C28 0.9(11) . . . . ?
C25 C26 C27 C28 0.0(11) . . . . ?
C13 N1 C2 C3 179.5(7) . . . . ?
C17 N4 C12 C11 -178.8(7) . . . . ?
C17 N4 C10 Ir1 0.6(12) . . . . ?
C17 N4 C10 N3 178.7(6) . . . . ?
C24 S1 C23 C22 -1.4(6) . . . . ?
C24 C25 C26 C27 179.3(7) . . . . ?
C24 C21 C22 C23 -0.3(10) . . . . ?
C26 C25 C24 S1 3.3(12) . . . . ?
C26 C25 C24 C21 -178.1(7) . . . . ?
C29 N5 C25 C24 -180.0(6) . . . . ?
C29 N5 C25 C26 -1.3(10) . . . . ?
C29 C28 C27 C26 -0.3(11) . . . . ?
C9 C4 C5 N2 177.7(6) . . . . ?
C9 C4 C5 C6 -3.0(11) . . . . ?
C9 N3 C11 C12 176.4(7) . . . . ?
C9 N3 C10 Ir1 2.3(8) . . . . ?
C9 N3 C10 N4 -176.4(6) . . . . ?
C9 C8 C7 C6 -1.8(12) . . . . ?
C10 N4 C12 C11 1.0(9) . . . . ?
C10 N4 C17 C18 96.7(8) . . . . ?
C10 N3 C11 C12 -0.2(8) . . . . ?
C10 N3 C9 C4 -0.3(9) . . . . ?
C10 N3 C9 C8 179.0(7) . . . . ?
C5 N2 C1 Ir1 1.4(8) . . . . ?
C5 N2 C1 N1 -176.8(6) . . . . ?
C5 N2 C3 C2 176.2(7) . . . . ?
C5 C4 C9 N3 179.5(6) . . . . ?
C5 C4 C9 C8 0.2(11) . . . . ?
C5 C6 C7 C8 -0.8(11) . . . . ?
C23 S1 C24 C25 179.9(7) . . . . ?
C23 S1 C24 C21 1.3(6) . . . . ?
C22 C21 C24 S1 -0.8(9) . . . . ?
C22 C21 C24 C25 -179.6(7) . . . . ?
C27 C28 C29 N5 -0.1(12) . . . . ?
C20 C19 C18 C17 -174.2(7) . . . . ?
C7 C8 C9 C4 2.1(11) . . . . ?
C7 C8 C9 N3 -177.1(7) . . . . ?
C16 C15 C14 C13 177.1(7) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
