# Supplementary Information (SI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_a1
_database_code_depnum_ccdc_archive 'CCDC 2270032'
loop_
_audit_author_name
_audit_author_address
'Imidazole trifluoromethyl IrCl'
;central south university
China
;
_audit_update_record             
;
2023-06-15 deposited with the CCDC.	2024-07-26 downloaded from the CCDC.
;
_audit_creation_date             2022-12-28
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H21 Cl F3 Ir N3, Cl, H2 O'
_chemical_formula_sum            'C19 H23 Cl2 F3 Ir N3 O'
_chemical_formula_weight         629.50
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   15.7727(14)
_cell_length_b                   15.9723(14)
_cell_length_c                   8.7172(7)
_cell_angle_alpha                90
_cell_angle_beta                 90.068(4)
_cell_angle_gamma                90
_cell_volume                     2196.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9898
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      30.50
_cell_measurement_theta_min      2.55
_shelx_estimated_absorpt_T_max   0.569
_shelx_estimated_absorpt_T_min   0.492
_exptl_absorpt_coefficient_mu    6.363
_exptl_absorpt_correction_T_max  0.2656
_exptl_absorpt_correction_T_min  0.1400
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1253 before and 0.0608 after correction.
The Ratio of minimum to maximum transmission is 0.5271.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.904
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_av_unetI/netI     0.0475
_diffrn_reflns_Laue_measured_fraction_full 0.964
_diffrn_reflns_Laue_measured_fraction_max 0.911
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            18598
_diffrn_reflns_point_group_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.911
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.596
_diffrn_reflns_theta_min         1.815
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.911
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_measurement_specimen_support 'nylon loop'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5469
_reflns_number_total             6165
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2019)'
_computing_data_collection       'APEX4 V2022.1-1 (Bruker, 2022)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2019)'
_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         1.645
_refine_diff_density_min         -2.684
_refine_diff_density_rms         0.173
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         6165
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0354
_refine_ls_restrained_S_all      1.136
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0510P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0951
_refine_ls_wR_factor_ref         0.0967
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.5995(11)
 0.4005(11)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
3.a Free rotating group:
 O1(H1A,H1B)
3.b Aromatic/amide H refined with riding coordinates:
 N3(H3), C18(H18), C12(H12), C13(H13), C14(H14), C11(H11)
3.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C7(H7A,H7B,H7C),
 C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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 0.21124(2) 0.56110(2) 0.46306(3) 0.02759(7) Uani 1 1 d . . . . .
C17 C 0.1770(4) 0.2956(3) 0.4708(7) 0.0311(11) Uani 1 1 d . . . . .
Cl1 Cl 0.13337(15) 0.57175(11) 0.6982(2) 0.0539(5) Uani 1 1 d . . . . .
N2 N 0.1976(3) 0.4318(3) 0.4812(6) 0.0319(11) Uani 1 1 d . . . . .
C4 C 0.1401(4) 0.5955(4) 0.2624(7) 0.0403(14) Uani 1 1 d . . . . .
N3 N 0.2460(3) 0.3099(3) 0.5609(5) 0.0312(10) Uani 1 1 d . . . . .
H3 H 0.276235 0.272759 0.606994 0.037 Uiso 1 1 calc R U . . .
C15 C 0.3192(4) 0.4423(3) 0.6429(7) 0.0318(13) Uani 1 1 d . . . . .
N1 N 0.3126(3) 0.5246(3) 0.6074(6) 0.0337(10) Uani 1 1 d . . . . .
C16 C 0.2576(3) 0.3931(4) 0.5640(6) 0.0299(11) Uani 1 1 d . . . . .
C1 C 0.2831(4) 0.6256(4) 0.2911(6) 0.0374(13) Uani 1 1 d . . . . .
C3 C 0.1479(4) 0.6675(4) 0.3586(7) 0.0382(14) Uani 1 1 d . . . . .
C18 C 0.1465(4) 0.3710(4) 0.4232(6) 0.0330(12) Uani 1 1 d . . . . .
H18 H 0.099013 0.379433 0.361718 0.040 Uiso 1 1 calc R U . . .
C2 C 0.2356(4) 0.6861(4) 0.3798(7) 0.0372(13) Uani 1 1 d . . . . .
C5 C 0.2243(6) 0.5705(3) 0.2184(7) 0.0401(18) Uani 1 1 d . . . . .
C6 C 0.2710(6) 0.7599(4) 0.4603(9) 0.066(2) Uani 1 1 d . . . . .
H6A H 0.244289 0.765647 0.558575 0.100 Uiso 1 1 calc R U . . .
H6B H 0.260872 0.809280 0.400341 0.100 Uiso 1 1 calc R U . . .
H6C H 0.330969 0.752480 0.474137 0.100 Uiso 1 1 calc R U . . .
F2 F 0.2043(3) 0.1581(2) 0.3969(5) 0.0582(11) Uani 1 1 d . . . . .
F3 F 0.1074(3) 0.1758(2) 0.5616(5) 0.0557(11) Uani 1 1 d . . . . .
F1 F 0.0867(3) 0.2124(3) 0.3290(6) 0.0693(14) Uani 1 1 d . . . . .
C19 C 0.1452(4) 0.2107(4) 0.4405(6) 0.0380(13) Uani 1 1 d . . . . .
C12 C 0.4264(6) 0.5507(4) 0.7787(11) 0.056(2) Uani 1 1 d . . . . .
H12 H 0.463418 0.588987 0.823277 0.068 Uiso 1 1 calc R U . . .
C13 C 0.4320(4) 0.4692(5) 0.8172(8) 0.0456(15) Uani 1 1 d . . . . .
H13 H 0.471453 0.451272 0.889527 0.055 Uiso 1 1 calc R U . . .
C14 C 0.3778(4) 0.4128(5) 0.7470(7) 0.0415(14) Uani 1 1 d . . . . .
H14 H 0.380952 0.355945 0.769578 0.050 Uiso 1 1 calc R U . . .
C11 C 0.3675(5) 0.5782(5) 0.6753(9) 0.0459(17) Uani 1 1 d . . . . .
H11 H 0.365066 0.634902 0.651103 0.055 Uiso 1 1 calc R U . . .
C8 C 0.0602(7) 0.5564(4) 0.1991(14) 0.075(3) Uani 1 1 d . . . . .
H8A H 0.069889 0.498104 0.179129 0.113 Uiso 1 1 calc R U . . .
H8B H 0.044589 0.584093 0.105439 0.113 Uiso 1 1 calc R U . . .
H8C H 0.015206 0.562264 0.272455 0.113 Uiso 1 1 calc R U . . .
C10 C 0.3768(4) 0.6212(7) 0.2752(11) 0.073(3) Uani 1 1 d . . . . .
H10A H 0.403012 0.643755 0.365625 0.110 Uiso 1 1 calc R U . . .
H10B H 0.394120 0.653022 0.187296 0.110 Uiso 1 1 calc R U . . .
H10C H 0.393742 0.563865 0.262490 0.110 Uiso 1 1 calc R U . . .
C7 C 0.0776(5) 0.7177(5) 0.4257(10) 0.066(2) Uani 1 1 d . . . . .
H7A H 0.031773 0.681167 0.453552 0.099 Uiso 1 1 calc R U . . .
H7B H 0.057998 0.757698 0.351497 0.099 Uiso 1 1 calc R U . . .
H7C H 0.097650 0.746543 0.515216 0.099 Uiso 1 1 calc R U . . .
C9 C 0.2427(7) 0.5024(5) 0.1081(8) 0.073(3) Uani 1 1 d . . . . .
H9A H 0.301785 0.488220 0.113366 0.110 Uiso 1 1 calc R U . . .
H9B H 0.229076 0.520794 0.006102 0.110 Uiso 1 1 calc R U . . .
H9C H 0.209222 0.454170 0.133137 0.110 Uiso 1 1 calc R U . . .
Cl2 Cl 0.36845(14) 0.18241(12) 0.7041(3) 0.0621(5) Uani 1 1 d . . . . .
O1 O 0.4971(3) 0.7536(6) 0.0443(9) 0.093(2) Uani 1 1 d G . . . .
H1A H 0.533696 0.754401 0.115978 0.139 Uiso 1 1 d G U . . .
H1B H 0.525949 0.746366 -0.036912 0.139 Uiso 1 1 d G 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 Cl1 2.3967(18) . ?
Ir1 N2 2.083(4) . ?
Ir1 C4 2.148(6) . ?
Ir1 N1 2.115(5) . ?
Ir1 C1 2.144(5) . ?
Ir1 C3 2.171(6) . ?
Ir1 C2 2.159(6) . ?
Ir1 C5 2.148(6) . ?
C17 N3 1.360(8) . ?
C17 C18 1.362(8) . ?
C17 C19 1.469(8) . ?
N2 C16 1.341(7) . ?
N2 C18 1.359(7) . ?
C4 C3 1.428(9) . ?
C4 C5 1.439(11) . ?
C4 C8 1.511(10) . ?
N3 H3 0.8600 . ?
N3 C16 1.343(7) . ?
C15 N1 1.354(7) . ?
C15 C16 1.425(8) . ?
C15 C14 1.378(9) . ?
N1 C11 1.354(9) . ?
C1 C2 1.447(8) . ?
C1 C5 1.426(10) . ?
C1 C10 1.486(8) . ?
C3 C2 1.427(9) . ?
C3 C7 1.489(9) . ?
C18 H18 0.9300 . ?
C2 C6 1.481(9) . ?
C5 C9 1.481(8) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
F2 C19 1.312(8) . ?
F3 C19 1.335(7) . ?
F1 C19 1.340(7) . ?
C12 H12 0.9300 . ?
C12 C13 1.347(9) . ?
C12 C11 1.367(12) . ?
C13 H13 0.9300 . ?
C13 C14 1.385(10) . ?
C14 H14 0.9300 . ?
C11 H11 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
O1 H1A 0.8499 . ?
O1 H1B 0.8500 . ?

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
N2 Ir1 Cl1 87.25(15) . . ?
N2 Ir1 C4 105.2(2) . . ?
N2 Ir1 N1 76.08(19) . . ?
N2 Ir1 C1 125.8(2) . . ?
N2 Ir1 C3 139.5(2) . . ?
N2 Ir1 C2 164.0(2) . . ?
N2 Ir1 C5 98.9(2) . . ?
C4 Ir1 Cl1 114.24(19) . . ?
C4 Ir1 C3 38.6(2) . . ?
C4 Ir1 C2 65.3(2) . . ?
C4 Ir1 C5 39.1(3) . . ?
N1 Ir1 Cl1 84.17(15) . . ?
N1 Ir1 C4 161.5(2) . . ?
N1 Ir1 C1 98.6(2) . . ?
N1 Ir1 C3 144.4(2) . . ?
N1 Ir1 C2 108.7(2) . . ?
N1 Ir1 C5 122.5(3) . . ?
C1 Ir1 Cl1 146.69(16) . . ?
C1 Ir1 C4 65.4(2) . . ?
C1 Ir1 C3 64.8(2) . . ?
C1 Ir1 C2 39.3(2) . . ?
C1 Ir1 C5 38.8(3) . . ?
C3 Ir1 Cl1 93.85(17) . . ?
C2 Ir1 Cl1 108.27(17) . . ?
C2 Ir1 C3 38.5(2) . . ?
C5 Ir1 Cl1 153.4(2) . . ?
C5 Ir1 C3 64.7(2) . . ?
C5 Ir1 C2 65.4(2) . . ?
N3 C17 C18 108.1(5) . . ?
N3 C17 C19 122.1(5) . . ?
C18 C17 C19 129.8(6) . . ?
C16 N2 Ir1 115.1(4) . . ?
C16 N2 C18 106.8(4) . . ?
C18 N2 Ir1 137.9(4) . . ?
C3 C4 Ir1 71.6(3) . . ?
C3 C4 C5 107.5(6) . . ?
C3 C4 C8 128.1(7) . . ?
C5 C4 Ir1 70.4(3) . . ?
C5 C4 C8 123.9(7) . . ?
C8 C4 Ir1 128.8(5) . . ?
C17 N3 H3 126.7 . . ?
C16 N3 C17 106.7(4) . . ?
C16 N3 H3 126.7 . . ?
N1 C15 C16 111.9(5) . . ?
N1 C15 C14 122.3(6) . . ?
C14 C15 C16 125.8(5) . . ?
C15 N1 Ir1 117.5(4) . . ?
C15 N1 C11 117.7(6) . . ?
C11 N1 Ir1 124.6(5) . . ?
N2 C16 N3 110.4(5) . . ?
N2 C16 C15 119.1(5) . . ?
N3 C16 C15 130.4(5) . . ?
C2 C1 Ir1 70.9(3) . . ?
C2 C1 C10 126.7(7) . . ?
C5 C1 Ir1 70.8(3) . . ?
C5 C1 C2 108.2(6) . . ?
C5 C1 C10 125.1(7) . . ?
C10 C1 Ir1 124.7(5) . . ?
C4 C3 Ir1 69.8(3) . . ?
C4 C3 C7 127.0(7) . . ?
C2 C3 Ir1 70.3(3) . . ?
C2 C3 C4 109.0(6) . . ?
C2 C3 C7 124.0(6) . . ?
C7 C3 Ir1 126.8(5) . . ?
C17 C18 H18 126.0 . . ?
N2 C18 C17 108.0(5) . . ?
N2 C18 H18 126.0 . . ?
C1 C2 Ir1 69.8(3) . . ?
C1 C2 C6 126.1(6) . . ?
C3 C2 Ir1 71.2(3) . . ?
C3 C2 C1 107.1(5) . . ?
C3 C2 C6 126.4(6) . . ?
C6 C2 Ir1 130.1(5) . . ?
C4 C5 Ir1 70.4(4) . . ?
C4 C5 C9 124.0(8) . . ?
C1 C5 Ir1 70.4(3) . . ?
C1 C5 C4 108.1(5) . . ?
C1 C5 C9 127.9(8) . . ?
C9 C5 Ir1 127.8(4) . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6B 109.5 . . ?
C2 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
F2 C19 C17 113.7(6) . . ?
F2 C19 F3 106.2(5) . . ?
F2 C19 F1 106.9(5) . . ?
F3 C19 C17 113.3(5) . . ?
F3 C19 F1 105.9(5) . . ?
F1 C19 C17 110.3(5) . . ?
C13 C12 H12 119.3 . . ?
C13 C12 C11 121.3(7) . . ?
C11 C12 H12 119.3 . . ?
C12 C13 H13 120.7 . . ?
C12 C13 C14 118.6(7) . . ?
C14 C13 H13 120.7 . . ?
C15 C14 C13 118.8(7) . . ?
C15 C14 H14 120.6 . . ?
C13 C14 H14 120.6 . . ?
N1 C11 C12 121.3(7) . . ?
N1 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C1 C10 H10A 109.5 . . ?
C1 C10 H10B 109.5 . . ?
C1 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C9 H9A 109.5 . . ?
C5 C9 H9B 109.5 . . ?
C5 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
H1A O1 H1B 104.5 . . ?

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 N2 C16 N3 -176.3(4) . . . . ?
Ir1 N2 C16 C15 6.0(7) . . . . ?
Ir1 N2 C18 C17 173.9(5) . . . . ?
Ir1 C4 C3 C2 59.6(4) . . . . ?
Ir1 C4 C3 C7 -121.5(7) . . . . ?
Ir1 C4 C5 C1 -60.7(4) . . . . ?
Ir1 C4 C5 C9 123.0(6) . . . . ?
Ir1 N1 C11 C12 173.7(7) . . . . ?
Ir1 C1 C2 C3 -61.8(4) . . . . ?
Ir1 C1 C2 C6 125.5(6) . . . . ?
Ir1 C1 C5 C4 60.7(4) . . . . ?
Ir1 C1 C5 C9 -123.2(6) . . . . ?
Ir1 C3 C2 C1 60.9(4) . . . . ?
Ir1 C3 C2 C6 -126.4(6) . . . . ?
C17 N3 C16 N2 1.1(6) . . . . ?
C17 N3 C16 C15 178.5(6) . . . . ?
C4 C3 C2 Ir1 -59.3(4) . . . . ?
C4 C3 C2 C1 1.6(7) . . . . ?
C4 C3 C2 C6 174.3(6) . . . . ?
N3 C17 C18 N2 1.2(7) . . . . ?
N3 C17 C19 F2 -49.3(8) . . . . ?
N3 C17 C19 F3 72.1(8) . . . . ?
N3 C17 C19 F1 -169.4(6) . . . . ?
C15 N1 C11 C12 -1.4(11) . . . . ?
N1 C15 C16 N2 -6.9(8) . . . . ?
N1 C15 C16 N3 175.9(5) . . . . ?
N1 C15 C14 C13 -0.2(10) . . . . ?
C16 N2 C18 C17 -0.6(6) . . . . ?
C16 C15 N1 Ir1 4.5(7) . . . . ?
C16 C15 N1 C11 179.9(6) . . . . ?
C16 C15 C14 C13 -178.3(6) . . . . ?
C3 C4 C5 Ir1 62.3(4) . . . . ?
C3 C4 C5 C1 1.7(6) . . . . ?
C3 C4 C5 C9 -174.7(6) . . . . ?
C18 C17 N3 C16 -1.4(6) . . . . ?
C18 C17 C19 F2 132.2(6) . . . . ?
C18 C17 C19 F3 -106.4(7) . . . . ?
C18 C17 C19 F1 12.2(9) . . . . ?
C18 N2 C16 N3 -0.4(6) . . . . ?
C18 N2 C16 C15 -178.1(5) . . . . ?
C2 C1 C5 Ir1 -61.3(4) . . . . ?
C2 C1 C5 C4 -0.7(6) . . . . ?
C2 C1 C5 C9 175.5(6) . . . . ?
C5 C4 C3 Ir1 -61.6(4) . . . . ?
C5 C4 C3 C2 -2.0(7) . . . . ?
C5 C4 C3 C7 176.9(7) . . . . ?
C5 C1 C2 Ir1 61.2(4) . . . . ?
C5 C1 C2 C3 -0.6(6) . . . . ?
C5 C1 C2 C6 -173.3(6) . . . . ?
C19 C17 N3 C16 179.8(5) . . . . ?
C19 C17 C18 N2 179.8(6) . . . . ?
C12 C13 C14 C15 -1.4(11) . . . . ?
C13 C12 C11 N1 -0.2(14) . . . . ?
C14 C15 N1 Ir1 -173.9(5) . . . . ?
C14 C15 N1 C11 1.5(9) . . . . ?
C14 C15 C16 N2 171.4(6) . . . . ?
C14 C15 C16 N3 -5.8(10) . . . . ?
C11 C12 C13 C14 1.5(13) . . . . ?
C8 C4 C3 Ir1 125.3(8) . . . . ?
C8 C4 C3 C2 -175.1(7) . . . . ?
C8 C4 C3 C7 3.8(11) . . . . ?
C8 C4 C5 Ir1 -124.2(7) . . . . ?
C8 C4 C5 C1 175.1(6) . . . . ?
C8 C4 C5 C9 -1.2(10) . . . . ?
C10 C1 C2 Ir1 -119.5(6) . . . . ?
C10 C1 C2 C3 178.7(6) . . . . ?
C10 C1 C2 C6 6.0(10) . . . . ?
C10 C1 C5 Ir1 119.4(6) . . . . ?
C10 C1 C5 C4 -179.9(6) . . . . ?
C10 C1 C5 C9 -3.8(10) . . . . ?
C7 C3 C2 Ir1 121.8(7) . . . . ?
C7 C3 C2 C1 -177.3(6) . . . . ?
C7 C3 C2 C6 -4.6(10) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.5995(11)
2 0.4005(11)

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2270035'
loop_
_audit_author_name
_audit_author_address
'Methylpyrazole iridium chloride'
;central south university
China
;
_audit_update_record             
;
2023-06-15 deposited with the CCDC.	2024-07-26 downloaded from the CCDC.
;
_audit_creation_date             2022-11-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H24 Cl Ir N3, Cl, H2 O'
_chemical_formula_sum            'C19 H26 Cl2 Ir N3 O'
_chemical_formula_weight         575.53
_chemical_absolute_configuration ?
_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'
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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   8.3683(2)
_cell_length_b                   17.1524(6)
_cell_length_c                   14.5637(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2090.42(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4031
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      23.19
_cell_measurement_theta_min      2.71
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.656
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5632
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0695 before and 0.0476 after correction.
The Ratio of minimum to maximum transmission is 0.7554.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.829
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0516
_diffrn_reflns_av_unetI/netI     0.0593
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15879
_diffrn_reflns_point_group_measured_fraction_full 0.944
_diffrn_reflns_point_group_measured_fraction_max 0.927
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.522
_diffrn_reflns_theta_min         2.375
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_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           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.787
_reflns_Friedel_fraction_full    0.883
_reflns_Friedel_fraction_max     0.850
_reflns_number_gt                3526
_reflns_number_total             4459
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.583
_refine_diff_density_min         -0.554
_refine_diff_density_rms         0.097
_refine_ls_abs_structure_details 
;
 Flack x determined using 1326 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.016(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.921
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         4459
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0295
_refine_ls_restrained_S_all      0.921
_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)] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0461
_refine_ls_wR_factor_ref         0.0502
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Free rotating group:
 O1(H1A,H1B)
2.b Aromatic/amide H refined with riding coordinates:
 N3(H3), C11(H11), C14(H14), C17(H17), C12(H12), C13(H13)
2.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C2(H2A,H2B,H2C), C4(H4A,H4B,H4C), C6(H6A,H6B,H6C), C19(H19A,
 H19B,H19C), C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ir1 Ir 0.61487(3) 0.43554(2) 0.47211(4) 0.03101(8) Uani 1 1 d . . . . .
Cl1 Cl 0.8614(2) 0.37301(14) 0.43374(15) 0.0514(6) Uani 1 1 d . . . . .
C9 C 0.3761(9) 0.4823(5) 0.4572(8) 0.041(3) Uani 1 1 d . . . . .
C15 C 0.6845(10) 0.3770(6) 0.6627(6) 0.038(2) Uani 1 1 d . . . . .
N3 N 0.8246(8) 0.5561(4) 0.5830(5) 0.0417(18) Uani 1 1 d . . . . .
H3 H 0.836365 0.588587 0.538593 0.050 Uiso 1 1 calc R U . . .
C11 C 0.5540(9) 0.2814(5) 0.5790(7) 0.043(2) Uani 1 1 d . . . . .
H11 H 0.506409 0.264956 0.524612 0.052 Uiso 1 1 calc R U . . .
C8 C 0.5134(13) 0.6182(5) 0.4507(7) 0.073(4) Uani 1 1 d . . . . .
H8A H 0.488183 0.622358 0.514767 0.109 Uiso 1 1 calc R U . . .
H8B H 0.444878 0.652151 0.416093 0.109 Uiso 1 1 calc R U . . .
H8C H 0.622814 0.632867 0.440947 0.109 Uiso 1 1 calc R U . . .
C2 C 0.2819(11) 0.3420(6) 0.4169(9) 0.076(4) Uani 1 1 d . . . . .
H2A H 0.263400 0.334524 0.481377 0.114 Uiso 1 1 calc R U . . .
H2B H 0.331469 0.296324 0.391750 0.114 Uiso 1 1 calc R U . . .
H2C H 0.181923 0.351187 0.386457 0.114 Uiso 1 1 calc R U . . .
C7 C 0.4892(11) 0.5364(5) 0.4199(6) 0.045(2) Uani 1 1 d . . . . .
N1 N 0.6115(8) 0.3549(4) 0.5833(5) 0.0388(17) Uani 1 1 d . . . . .
C14 C 0.6947(11) 0.3282(5) 0.7366(6) 0.047(2) Uani 1 1 d . . . . .
H14 H 0.743872 0.344596 0.790536 0.057 Uiso 1 1 calc R U . . .
C4 C 0.5512(13) 0.3637(7) 0.2647(8) 0.073(3) Uani 1 1 d . . . . .
H4A H 0.663316 0.367402 0.251439 0.110 Uiso 1 1 calc R U . . .
H4B H 0.491059 0.374524 0.209969 0.110 Uiso 1 1 calc R U . . .
H4C H 0.526721 0.312121 0.285900 0.110 Uiso 1 1 calc R U . . .
C16 C 0.7564(9) 0.4547(5) 0.6580(6) 0.033(2) Uani 1 1 d . . . . .
N2 N 0.7430(8) 0.4896(4) 0.5764(5) 0.0345(16) Uani 1 1 d . . . . .
C17 C 0.8447(10) 0.5005(6) 0.7171(6) 0.046(2) Uani 1 1 d . . . . .
H17 H 0.870780 0.489341 0.777777 0.056 Uiso 1 1 calc R U . . .
C3 C 0.5085(10) 0.4213(5) 0.3369(6) 0.042(2) Uani 1 1 d . . . . .
C6 C 0.6949(13) 0.5349(7) 0.2855(7) 0.072(3) Uani 1 1 d . . . . .
H6A H 0.764272 0.568184 0.320442 0.108 Uiso 1 1 calc R U . . .
H6B H 0.642562 0.565014 0.238698 0.108 Uiso 1 1 calc R U . . .
H6C H 0.756558 0.494235 0.257338 0.108 Uiso 1 1 calc R U . . .
C5 C 0.5720(9) 0.4997(6) 0.3478(6) 0.040(2) Uani 1 1 d . . . . .
C12 C 0.5619(11) 0.2304(6) 0.6496(9) 0.061(3) Uani 1 1 d . . . . .
H12 H 0.521321 0.180145 0.643793 0.073 Uiso 1 1 calc R U . . .
C1 C 0.3890(10) 0.4106(5) 0.4033(6) 0.044(2) Uani 1 1 d . . . . .
C18 C 0.8867(10) 0.5663(6) 0.6680(6) 0.044(2) Uani 1 1 d . . . . .
C13 C 0.6313(11) 0.2544(6) 0.7301(8) 0.066(3) Uani 1 1 d . . . . .
H13 H 0.635413 0.220893 0.780249 0.079 Uiso 1 1 calc R U . . .
C19 C 0.9809(12) 0.6364(6) 0.6930(7) 0.064(3) Uani 1 1 d . . . . .
H19A H 1.073934 0.639549 0.654647 0.096 Uiso 1 1 calc R U . . .
H19B H 1.013033 0.632946 0.756145 0.096 Uiso 1 1 calc R U . . .
H19C H 0.916554 0.682208 0.684398 0.096 Uiso 1 1 calc R U . . .
C10 C 0.2567(12) 0.4988(7) 0.5336(7) 0.079(4) Uani 1 1 d . . . . .
H10A H 0.234402 0.451486 0.566336 0.118 Uiso 1 1 calc R U . . .
H10B H 0.159637 0.518786 0.507524 0.118 Uiso 1 1 calc R U . . .
H10C H 0.300864 0.536617 0.575057 0.118 Uiso 1 1 calc R U . . .
Cl2 Cl 0.9907(3) 0.65142(16) 0.42969(17) 0.0623(7) Uani 1 1 d . . . . .
O1 O 1.2507(12) 0.7409(7) 0.5625(7) 0.121(3) Uani 1 1 d G . . . .
H1A H 1.179083 0.733094 0.522086 0.182 Uiso 1 1 d G U . . .
H1B H 1.334973 0.757792 0.536700 0.182 Uiso 1 1 d G 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 Cl1 2.391(2) . ?
Ir1 C9 2.164(7) . ?
Ir1 C7 2.163(8) . ?
Ir1 N1 2.129(7) . ?
Ir1 N2 2.077(7) . ?
Ir1 C3 2.175(8) . ?
Ir1 C5 2.149(8) . ?
Ir1 C1 2.182(8) . ?
C9 C7 1.433(12) . ?
C9 C1 1.463(13) . ?
C9 C10 1.522(14) . ?
C15 N1 1.363(11) . ?
C15 C14 1.366(11) . ?
C15 C16 1.463(12) . ?
N3 H3 0.8600 . ?
N3 N2 1.333(8) . ?
N3 C18 1.355(10) . ?
C11 H11 0.9300 . ?
C11 N1 1.352(10) . ?
C11 C12 1.352(13) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C8 C7 1.486(12) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C2 C1 1.492(12) . ?
C7 C5 1.408(12) . ?
C14 H14 0.9300 . ?
C14 C13 1.375(13) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C4 C3 1.486(13) . ?
C16 N2 1.336(10) . ?
C16 C17 1.381(11) . ?
C17 H17 0.9300 . ?
C17 C18 1.382(12) . ?
C3 C5 1.454(12) . ?
C3 C1 1.403(12) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C6 C5 1.499(13) . ?
C12 H12 0.9300 . ?
C12 C13 1.371(15) . ?
C18 C19 1.483(12) . ?
C13 H13 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
O1 H1A 0.8499 . ?
O1 H1B 0.8502 . ?

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
C9 Ir1 Cl1 159.9(3) . . ?
C9 Ir1 C3 64.7(4) . . ?
C9 Ir1 C1 39.3(3) . . ?
C7 Ir1 Cl1 134.1(3) . . ?
C7 Ir1 C9 38.7(3) . . ?
C7 Ir1 C3 64.7(3) . . ?
C7 Ir1 C1 64.8(3) . . ?
N1 Ir1 Cl1 84.14(18) . . ?
N1 Ir1 C9 107.7(3) . . ?
N1 Ir1 C7 141.3(3) . . ?
N1 Ir1 C3 127.6(3) . . ?
N1 Ir1 C5 166.1(3) . . ?
N1 Ir1 C1 102.1(3) . . ?
N2 Ir1 Cl1 85.73(19) . . ?
N2 Ir1 C9 112.6(3) . . ?
N2 Ir1 C7 98.7(3) . . ?
N2 Ir1 N1 75.0(3) . . ?
N2 Ir1 C3 157.4(3) . . ?
N2 Ir1 C5 118.3(3) . . ?
N2 Ir1 C1 150.5(3) . . ?
C3 Ir1 Cl1 95.2(2) . . ?
C3 Ir1 C1 37.6(3) . . ?
C5 Ir1 Cl1 100.2(2) . . ?
C5 Ir1 C9 64.6(4) . . ?
C5 Ir1 C7 38.1(3) . . ?
C5 Ir1 C3 39.3(3) . . ?
C5 Ir1 C1 64.4(3) . . ?
C1 Ir1 Cl1 123.5(3) . . ?
C7 C9 Ir1 70.6(4) . . ?
C7 C9 C1 107.0(9) . . ?
C7 C9 C10 126.1(9) . . ?
C1 C9 Ir1 71.0(4) . . ?
C1 C9 C10 126.7(9) . . ?
C10 C9 Ir1 127.0(8) . . ?
N1 C15 C14 121.8(9) . . ?
N1 C15 C16 113.4(7) . . ?
C14 C15 C16 124.7(9) . . ?
N2 N3 H3 124.0 . . ?
N2 N3 C18 112.0(7) . . ?
C18 N3 H3 124.0 . . ?
N1 C11 H11 118.3 . . ?
C12 C11 H11 118.3 . . ?
C12 C11 N1 123.5(10) . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
C9 C7 Ir1 70.7(5) . . ?
C9 C7 C8 126.0(9) . . ?
C8 C7 Ir1 125.6(6) . . ?
C5 C7 Ir1 70.4(5) . . ?
C5 C7 C9 108.5(8) . . ?
C5 C7 C8 125.5(9) . . ?
C15 N1 Ir1 117.3(6) . . ?
C11 N1 Ir1 125.2(6) . . ?
C11 N1 C15 117.3(8) . . ?
C15 C14 H14 120.5 . . ?
C15 C14 C13 119.1(10) . . ?
C13 C14 H14 120.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
N2 C16 C15 114.6(8) . . ?
N2 C16 C17 110.1(8) . . ?
C17 C16 C15 135.2(8) . . ?
N3 N2 Ir1 134.4(5) . . ?
N3 N2 C16 106.0(7) . . ?
C16 N2 Ir1 119.6(6) . . ?
C16 C17 H17 126.9 . . ?
C16 C17 C18 106.2(8) . . ?
C18 C17 H17 126.9 . . ?
C4 C3 Ir1 128.1(7) . . ?
C5 C3 Ir1 69.4(4) . . ?
C5 C3 C4 127.1(9) . . ?
C1 C3 Ir1 71.5(5) . . ?
C1 C3 C4 124.9(9) . . ?
C1 C3 C5 107.8(8) . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
C7 C5 Ir1 71.5(5) . . ?
C7 C5 C3 108.4(8) . . ?
C7 C5 C6 127.5(9) . . ?
C3 C5 Ir1 71.3(5) . . ?
C3 C5 C6 123.9(9) . . ?
C6 C5 Ir1 127.0(6) . . ?
C11 C12 H12 120.8 . . ?
C11 C12 C13 118.5(10) . . ?
C13 C12 H12 120.8 . . ?
C9 C1 Ir1 69.6(5) . . ?
C9 C1 C2 123.1(9) . . ?
C2 C1 Ir1 127.9(6) . . ?
C3 C1 Ir1 71.0(5) . . ?
C3 C1 C9 108.2(8) . . ?
C3 C1 C2 128.6(9) . . ?
N3 C18 C17 105.6(8) . . ?
N3 C18 C19 122.3(8) . . ?
C17 C18 C19 132.1(8) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 C14 119.9(9) . . ?
C12 C13 H13 120.0 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
H1A O1 H1B 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 C9 C7 C8 -120.6(8) . . . . ?
Ir1 C9 C7 C5 60.5(6) . . . . ?
Ir1 C9 C1 C2 122.7(8) . . . . ?
Ir1 C9 C1 C3 -60.8(6) . . . . ?
Ir1 C7 C5 C3 62.1(6) . . . . ?
Ir1 C7 C5 C6 -122.9(9) . . . . ?
Ir1 C3 C5 C7 -62.2(6) . . . . ?
Ir1 C3 C5 C6 122.6(8) . . . . ?
Ir1 C3 C1 C9 59.9(6) . . . . ?
Ir1 C3 C1 C2 -123.7(9) . . . . ?
C9 C7 C5 Ir1 -60.7(6) . . . . ?
C9 C7 C5 C3 1.5(9) . . . . ?
C9 C7 C5 C6 176.4(9) . . . . ?
C15 C14 C13 C12 1.3(14) . . . . ?
C15 C16 N2 Ir1 3.8(9) . . . . ?
C15 C16 N2 N3 -175.5(7) . . . . ?
C15 C16 C17 C18 175.5(9) . . . . ?
C11 C12 C13 C14 -1.8(15) . . . . ?
C8 C7 C5 Ir1 120.4(9) . . . . ?
C8 C7 C5 C3 -177.5(8) . . . . ?
C8 C7 C5 C6 -2.5(14) . . . . ?
C7 C9 C1 Ir1 61.8(6) . . . . ?
C7 C9 C1 C2 -175.5(8) . . . . ?
C7 C9 C1 C3 1.1(10) . . . . ?
N1 C15 C14 C13 0.8(14) . . . . ?
N1 C15 C16 N2 -2.1(10) . . . . ?
N1 C15 C16 C17 -177.6(9) . . . . ?
N1 C11 C12 C13 0.3(14) . . . . ?
C14 C15 N1 Ir1 -177.2(7) . . . . ?
C14 C15 N1 C11 -2.3(12) . . . . ?
C14 C15 C16 N2 174.5(8) . . . . ?
C14 C15 C16 C17 -1.0(15) . . . . ?
C4 C3 C5 Ir1 -122.8(9) . . . . ?
C4 C3 C5 C7 174.9(9) . . . . ?
C4 C3 C5 C6 -0.2(14) . . . . ?
C4 C3 C1 Ir1 124.1(9) . . . . ?
C4 C3 C1 C9 -176.0(9) . . . . ?
C4 C3 C1 C2 0.3(14) . . . . ?
C16 C15 N1 Ir1 -0.4(9) . . . . ?
C16 C15 N1 C11 174.4(7) . . . . ?
C16 C15 C14 C13 -175.5(8) . . . . ?
C16 C17 C18 N3 -1.0(9) . . . . ?
C16 C17 C18 C19 -179.8(9) . . . . ?
N2 N3 C18 C17 1.8(10) . . . . ?
N2 N3 C18 C19 -179.2(7) . . . . ?
N2 C16 C17 C18 -0.1(9) . . . . ?
C17 C16 N2 Ir1 -179.6(5) . . . . ?
C17 C16 N2 N3 1.1(9) . . . . ?
C5 C3 C1 Ir1 -60.1(5) . . . . ?
C5 C3 C1 C9 -0.2(10) . . . . ?
C5 C3 C1 C2 176.1(8) . . . . ?
C12 C11 N1 Ir1 176.2(7) . . . . ?
C12 C11 N1 C15 1.8(12) . . . . ?
C1 C9 C7 Ir1 -62.1(6) . . . . ?
C1 C9 C7 C8 177.3(8) . . . . ?
C1 C9 C7 C5 -1.6(10) . . . . ?
C1 C3 C5 Ir1 61.5(6) . . . . ?
C1 C3 C5 C7 -0.8(9) . . . . ?
C1 C3 C5 C6 -175.9(8) . . . . ?
C18 N3 N2 Ir1 179.0(6) . . . . ?
C18 N3 N2 C16 -1.8(9) . . . . ?
C10 C9 C7 Ir1 122.2(10) . . . . ?
C10 C9 C7 C8 1.7(15) . . . . ?
C10 C9 C7 C5 -177.2(9) . . . . ?
C10 C9 C1 Ir1 -122.5(10) . . . . ?
C10 C9 C1 C2 0.1(15) . . . . ?
C10 C9 C1 C3 176.7(9) . . . . ?

_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_gs20221226_0m
_database_code_depnum_ccdc_archive 'CCDC 2270034'
loop_
_audit_author_name
_audit_author_address
'Methoxy group pyridine imidazole trifluoromethyl iridium chloride'
;central south university
China
;
_audit_update_record             
;
2023-06-15 deposited with the CCDC.	2024-07-26 downloaded from the CCDC.
;
_audit_creation_date             2022-11-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H22 Cl F3 Ir N3 O'
_chemical_formula_sum            'C20 H22 Cl F3 Ir N3 O'
_chemical_formula_weight         605.05
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   8.5972(4)
_cell_length_b                   20.5760(7)
_cell_length_c                   12.0150(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.950(3)
_cell_angle_gamma                90
_cell_volume                     2125.11(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2698
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      22.20
_cell_measurement_theta_min      2.37
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.450
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6901
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0524 before and 0.0475 after correction.
The Ratio of minimum to maximum transmission is 0.9256.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.891
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1168
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0506
_diffrn_reflns_av_unetI/netI     0.0754
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14811
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.443
_diffrn_reflns_theta_min         1.963
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_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           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3193
_reflns_number_total             4833
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.643
_refine_diff_density_min         -0.584
_refine_diff_density_rms         0.146
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.961
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         4833
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0772
_refine_ls_R_factor_gt           0.0387
_refine_ls_restrained_S_all      0.961
_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)+(0.0212P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0561
_refine_ls_wR_factor_ref         0.0646
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C18(H18), C15(H15), C14(H14)
2.b Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C4(H4A,H4B,H4C),
 C6(H6A,H6B,H6C), C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.55029(3) 0.64147(2) 0.26959(2) 0.03460(8) Uani 1 1 d . . . . .
Cl1 Cl 0.6558(2) 0.67060(8) 0.09298(12) 0.0583(5) Uani 1 1 d . . . . .
N2 N 0.6849(5) 0.55808(19) 0.2648(3) 0.0364(11) Uani 1 1 d . . . . .
F3 F 1.0226(5) 0.4014(2) 0.2010(4) 0.1029(15) Uani 1 1 d . . . . .
N3 N 0.7088(6) 0.4522(2) 0.2206(4) 0.0419(12) Uani 1 1 d . . . . .
O1 O 0.2346(5) 0.6503(2) 0.1289(4) 0.0669(13) Uani 1 1 d . . . . .
N1 N 0.4091(5) 0.5739(2) 0.1737(3) 0.0363(11) Uani 1 1 d . . . . .
C16 C 0.4700(7) 0.5130(3) 0.1657(4) 0.0332(13) Uani 1 1 d . . . . .
F2 F 0.9395(5) 0.3807(2) 0.3591(4) 0.1150(18) Uani 1 1 d . . . . .
F1 F 1.0928(5) 0.4602(2) 0.3359(5) 0.121(2) Uani 1 1 d . . . . .
C17 C 0.6188(7) 0.5050(3) 0.2181(4) 0.0364(14) Uani 1 1 d . . . . .
C13 C 0.2006(7) 0.5420(3) 0.0547(5) 0.0551(18) Uani 1 1 d . . . . .
H13 H 0.108173 0.552565 0.017630 0.066 Uiso 1 1 calc R U . . .
C18 C 0.8273(7) 0.5385(3) 0.2998(5) 0.0478(16) Uani 1 1 d . . . . .
H18 H 0.902291 0.563887 0.335646 0.057 Uiso 1 1 calc R U . . .
C19 C 0.8402(7) 0.4736(3) 0.2720(5) 0.0432(15) Uani 1 1 d . . . . .
C3 C 0.5108(8) 0.6482(3) 0.4444(5) 0.0484(16) Uani 1 1 d . . . . .
C15 C 0.3968(8) 0.4655(3) 0.1026(5) 0.0467(16) Uani 1 1 d . . . . .
H15 H 0.439375 0.424042 0.097433 0.056 Uiso 1 1 calc R U . . .
C7 C 0.5945(8) 0.7361(3) 0.3426(5) 0.0448(16) Uani 1 1 d . . . . .
C12 C 0.2788(7) 0.5878(3) 0.1172(5) 0.0471(16) Uani 1 1 d . . . . .
C14 C 0.2612(8) 0.4803(3) 0.0480(5) 0.0543(18) Uani 1 1 d . . . . .
H14 H 0.209613 0.448695 0.006202 0.065 Uiso 1 1 calc R U . . .
C9 C 0.4330(8) 0.7293(3) 0.3215(5) 0.0526(18) Uani 1 1 d . . . . .
C1 C 0.3806(8) 0.6755(3) 0.3852(5) 0.0559(18) Uani 1 1 d . . . . .
C5 C 0.6438(8) 0.6866(3) 0.4173(5) 0.0466(16) Uani 1 1 d . . . . .
C20 C 0.9744(10) 0.4303(4) 0.2930(6) 0.066(2) Uani 1 1 d . . . . .
C2 C 0.2169(9) 0.6520(4) 0.3953(7) 0.106(3) Uani 1 1 d . . . . .
H2A H 0.159664 0.661953 0.328154 0.159 Uiso 1 1 calc R U . . .
H2B H 0.168941 0.673066 0.457174 0.159 Uiso 1 1 calc R U . . .
H2C H 0.217023 0.605825 0.406943 0.159 Uiso 1 1 calc R U . . .
C8 C 0.6965(9) 0.7876(3) 0.2955(5) 0.083(3) Uani 1 1 d . . . . .
H8A H 0.798289 0.770066 0.283296 0.124 Uiso 1 1 calc R U . . .
H8B H 0.704108 0.823288 0.346807 0.124 Uiso 1 1 calc R U . . .
H8C H 0.652798 0.802637 0.226090 0.124 Uiso 1 1 calc R U . . .
C10 C 0.3346(10) 0.7754(3) 0.2541(6) 0.102(3) Uani 1 1 d . . . . .
H10A H 0.361644 0.772194 0.177130 0.154 Uiso 1 1 calc R U . . .
H10B H 0.352131 0.819010 0.279729 0.154 Uiso 1 1 calc R U . . .
H10C H 0.226811 0.764439 0.262376 0.154 Uiso 1 1 calc R U . . .
C4 C 0.5060(10) 0.5926(3) 0.5254(5) 0.098(3) Uani 1 1 d . . . . .
H4A H 0.439531 0.559012 0.496146 0.147 Uiso 1 1 calc R U . . .
H4B H 0.466193 0.607652 0.595060 0.147 Uiso 1 1 calc R U . . .
H4C H 0.609042 0.575695 0.536887 0.147 Uiso 1 1 calc R U . . .
C6 C 0.8023(8) 0.6797(4) 0.4656(6) 0.086(3) Uani 1 1 d . . . . .
H6A H 0.818962 0.635498 0.488117 0.128 Uiso 1 1 calc R U . . .
H6B H 0.813301 0.707778 0.529111 0.128 Uiso 1 1 calc R U . . .
H6C H 0.877380 0.691539 0.410921 0.128 Uiso 1 1 calc R U . . .
C11 C 0.0976(9) 0.6708(4) 0.0682(7) 0.112(3) Uani 1 1 d . . . . .
H11A H 0.113430 0.665248 -0.010116 0.167 Uiso 1 1 calc R U . . .
H11B H 0.077536 0.715805 0.083630 0.167 Uiso 1 1 calc R U . . .
H11C H 0.010292 0.645129 0.090602 0.167 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 Cl1 2.3974(15) . ?
Ir1 N2 2.071(4) . ?
Ir1 N1 2.165(4) . ?
Ir1 C3 2.138(6) . ?
Ir1 C7 2.167(5) . ?
Ir1 C9 2.167(6) . ?
Ir1 C1 2.149(6) . ?
Ir1 C5 2.147(6) . ?
N2 C17 1.348(6) . ?
N2 C18 1.349(7) . ?
F3 C20 1.327(8) . ?
N3 C17 1.334(6) . ?
N3 C19 1.352(7) . ?
O1 C12 1.349(6) . ?
O1 C11 1.438(7) . ?
N1 C16 1.362(6) . ?
N1 C12 1.332(7) . ?
C16 C17 1.426(7) . ?
C16 C15 1.382(7) . ?
F2 C20 1.331(8) . ?
F1 C20 1.290(8) . ?
C13 H13 0.9300 . ?
C13 C12 1.373(8) . ?
C13 C14 1.376(8) . ?
C18 H18 0.9300 . ?
C18 C19 1.383(7) . ?
C19 C20 1.475(8) . ?
C3 C1 1.431(9) . ?
C3 C5 1.432(8) . ?
C3 C4 1.503(8) . ?
C15 H15 0.9300 . ?
C15 C14 1.363(8) . ?
C7 C9 1.413(8) . ?
C7 C5 1.418(8) . ?
C7 C8 1.493(8) . ?
C14 H14 0.9300 . ?
C9 C1 1.424(8) . ?
C9 C10 1.499(8) . ?
C1 C2 1.495(8) . ?
C5 C6 1.479(8) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 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
N2 Ir1 Cl1 87.87(12) . . ?
N2 Ir1 N1 76.20(18) . . ?
N2 Ir1 C3 100.3(2) . . ?
N2 Ir1 C7 131.4(2) . . ?
N2 Ir1 C9 164.2(2) . . ?
N2 Ir1 C1 132.4(2) . . ?
N2 Ir1 C5 100.3(2) . . ?
N1 Ir1 Cl1 84.65(12) . . ?
N1 Ir1 C7 152.3(2) . . ?
N1 Ir1 C9 115.5(2) . . ?
C3 Ir1 Cl1 157.22(17) . . ?
C3 Ir1 N1 117.9(2) . . ?
C3 Ir1 C7 64.8(2) . . ?
C3 Ir1 C9 65.2(2) . . ?
C3 Ir1 C1 39.0(2) . . ?
C3 Ir1 C5 39.0(2) . . ?
C7 Ir1 Cl1 93.85(16) . . ?
C7 Ir1 C9 38.1(2) . . ?
C9 Ir1 Cl1 103.34(18) . . ?
C1 Ir1 Cl1 139.6(2) . . ?
C1 Ir1 N1 99.9(2) . . ?
C1 Ir1 C7 64.0(2) . . ?
C1 Ir1 C9 38.5(2) . . ?
C5 Ir1 Cl1 118.79(19) . . ?
C5 Ir1 N1 156.4(2) . . ?
C5 Ir1 C7 38.4(2) . . ?
C5 Ir1 C9 64.6(2) . . ?
C5 Ir1 C1 64.8(2) . . ?
C17 N2 Ir1 116.8(4) . . ?
C17 N2 C18 105.2(5) . . ?
C18 N2 Ir1 138.0(4) . . ?
C17 N3 C19 103.0(5) . . ?
C12 O1 C11 117.2(5) . . ?
C16 N1 Ir1 114.6(4) . . ?
C12 N1 Ir1 126.3(4) . . ?
C12 N1 C16 118.9(5) . . ?
N1 C16 C17 114.7(5) . . ?
N1 C16 C15 121.1(5) . . ?
C15 C16 C17 124.0(5) . . ?
N2 C17 C16 117.4(5) . . ?
N3 C17 N2 114.2(5) . . ?
N3 C17 C16 128.2(5) . . ?
C12 C13 H13 120.6 . . ?
C12 C13 C14 118.9(6) . . ?
C14 C13 H13 120.6 . . ?
N2 C18 H18 126.6 . . ?
N2 C18 C19 106.8(5) . . ?
C19 C18 H18 126.6 . . ?
N3 C19 C18 110.8(5) . . ?
N3 C19 C20 121.8(6) . . ?
C18 C19 C20 127.4(7) . . ?
C1 C3 Ir1 70.9(3) . . ?
C1 C3 C5 107.0(6) . . ?
C1 C3 C4 126.2(7) . . ?
C5 C3 Ir1 70.8(3) . . ?
C5 C3 C4 126.7(7) . . ?
C4 C3 Ir1 126.4(4) . . ?
C16 C15 H15 120.5 . . ?
C14 C15 C16 118.9(6) . . ?
C14 C15 H15 120.5 . . ?
C9 C7 Ir1 71.0(3) . . ?
C9 C7 C5 109.0(6) . . ?
C9 C7 C8 125.7(6) . . ?
C5 C7 Ir1 70.1(3) . . ?
C5 C7 C8 125.3(7) . . ?
C8 C7 Ir1 125.8(4) . . ?
O1 C12 C13 125.1(6) . . ?
N1 C12 O1 112.9(5) . . ?
N1 C12 C13 122.1(6) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.1(6) . . ?
C15 C14 H14 120.0 . . ?
C7 C9 Ir1 71.0(3) . . ?
C7 C9 C1 107.4(6) . . ?
C7 C9 C10 125.4(7) . . ?
C1 C9 Ir1 70.0(3) . . ?
C1 C9 C10 126.9(7) . . ?
C10 C9 Ir1 129.3(5) . . ?
C3 C1 Ir1 70.1(3) . . ?
C3 C1 C2 124.2(7) . . ?
C9 C1 Ir1 71.4(3) . . ?
C9 C1 C3 108.7(6) . . ?
C9 C1 C2 127.0(7) . . ?
C2 C1 Ir1 126.6(5) . . ?
C3 C5 Ir1 70.1(3) . . ?
C3 C5 C6 126.3(6) . . ?
C7 C5 Ir1 71.6(3) . . ?
C7 C5 C3 108.0(6) . . ?
C7 C5 C6 125.5(7) . . ?
C6 C5 Ir1 127.8(4) . . ?
F3 C20 F2 103.3(6) . . ?
F3 C20 C19 112.5(6) . . ?
F2 C20 C19 112.4(6) . . ?
F1 C20 F3 106.9(7) . . ?
F1 C20 F2 108.1(6) . . ?
F1 C20 C19 113.0(7) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O1 C11 H11A 109.5 . . ?
O1 C11 H11B 109.5 . . ?
O1 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 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 N2 C17 N3 -177.9(3) . . . . ?
Ir1 N2 C17 C16 6.7(6) . . . . ?
Ir1 N2 C18 C19 177.3(4) . . . . ?
Ir1 N1 C16 C17 -2.3(6) . . . . ?
Ir1 N1 C16 C15 -176.8(4) . . . . ?
Ir1 N1 C12 O1 -3.1(7) . . . . ?
Ir1 N1 C12 C13 177.2(4) . . . . ?
Ir1 C3 C1 C9 -61.3(4) . . . . ?
Ir1 C3 C1 C2 121.4(6) . . . . ?
Ir1 C3 C5 C7 61.9(4) . . . . ?
Ir1 C3 C5 C6 -122.9(6) . . . . ?
Ir1 C7 C9 C1 60.9(4) . . . . ?
Ir1 C7 C9 C10 -125.2(6) . . . . ?
Ir1 C7 C5 C3 -61.0(4) . . . . ?
Ir1 C7 C5 C6 123.8(6) . . . . ?
Ir1 C9 C1 C3 60.5(4) . . . . ?
Ir1 C9 C1 C2 -122.4(7) . . . . ?
N2 C18 C19 N3 -0.1(7) . . . . ?
N2 C18 C19 C20 -179.9(6) . . . . ?
N3 C19 C20 F3 54.4(9) . . . . ?
N3 C19 C20 F2 -61.7(9) . . . . ?
N3 C19 C20 F1 175.6(6) . . . . ?
N1 C16 C17 N2 -2.7(7) . . . . ?
N1 C16 C17 N3 -177.4(5) . . . . ?
N1 C16 C15 C14 -0.1(8) . . . . ?
C16 N1 C12 O1 -177.5(5) . . . . ?
C16 N1 C12 C13 2.7(8) . . . . ?
C16 C15 C14 C13 1.0(9) . . . . ?
C17 N2 C18 C19 0.0(6) . . . . ?
C17 N3 C19 C18 0.1(6) . . . . ?
C17 N3 C19 C20 180.0(6) . . . . ?
C17 C16 C15 C14 -174.1(5) . . . . ?
C18 N2 C17 N3 0.1(6) . . . . ?
C18 N2 C17 C16 -175.3(5) . . . . ?
C18 C19 C20 F3 -125.7(7) . . . . ?
C18 C19 C20 F2 118.1(8) . . . . ?
C18 C19 C20 F1 -4.6(10) . . . . ?
C19 N3 C17 N2 -0.2(6) . . . . ?
C19 N3 C17 C16 174.6(5) . . . . ?
C15 C16 C17 N2 171.6(5) . . . . ?
C15 C16 C17 N3 -3.1(9) . . . . ?
C7 C9 C1 Ir1 -61.5(4) . . . . ?
C7 C9 C1 C3 -1.0(7) . . . . ?
C7 C9 C1 C2 176.2(6) . . . . ?
C12 N1 C16 C17 172.8(5) . . . . ?
C12 N1 C16 C15 -1.7(8) . . . . ?
C12 C13 C14 C15 -0.1(9) . . . . ?
C14 C13 C12 O1 178.4(6) . . . . ?
C14 C13 C12 N1 -1.8(9) . . . . ?
C9 C7 C5 Ir1 60.6(4) . . . . ?
C9 C7 C5 C3 -0.4(6) . . . . ?
C9 C7 C5 C6 -175.6(5) . . . . ?
C1 C3 C5 Ir1 -62.1(4) . . . . ?
C1 C3 C5 C7 -0.2(6) . . . . ?
C1 C3 C5 C6 175.0(5) . . . . ?
C5 C3 C1 Ir1 62.0(4) . . . . ?
C5 C3 C1 C9 0.7(7) . . . . ?
C5 C3 C1 C2 -176.5(6) . . . . ?
C5 C7 C9 Ir1 -60.0(4) . . . . ?
C5 C7 C9 C1 0.9(6) . . . . ?
C5 C7 C9 C10 174.8(6) . . . . ?
C8 C7 C9 Ir1 120.9(6) . . . . ?
C8 C7 C9 C1 -178.2(5) . . . . ?
C8 C7 C9 C10 -4.3(10) . . . . ?
C8 C7 C5 Ir1 -120.4(6) . . . . ?
C8 C7 C5 C3 178.6(5) . . . . ?
C8 C7 C5 C6 3.4(9) . . . . ?
C10 C9 C1 Ir1 124.7(6) . . . . ?
C10 C9 C1 C3 -174.8(6) . . . . ?
C10 C9 C1 C2 2.4(10) . . . . ?
C4 C3 C1 Ir1 -121.7(6) . . . . ?
C4 C3 C1 C9 177.0(6) . . . . ?
C4 C3 C1 C2 -0.3(10) . . . . ?
C4 C3 C5 Ir1 121.7(6) . . . . ?
C4 C3 C5 C7 -176.4(5) . . . . ?
C4 C3 C5 C6 -1.3(10) . . . . ?
C11 O1 C12 N1 178.1(6) . . . . ?
C11 O1 C12 C13 -2.1(9) . . . . ?

_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_gs20220220_0m
_database_code_depnum_ccdc_archive 'CCDC 2270076'
loop_
_audit_author_name
_audit_author_address
'Methoxy group pyridine imidazole trifluoromethyl iridium water'
;central south university
China
;
_audit_update_record             
;
2023-06-15 deposited with the CCDC.	2024-07-26 downloaded from the CCDC.
;
_audit_creation_date             2023-02-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H25 F3 Ir N3 O2, O4 S'
_chemical_formula_sum            'C20 H25 F3 Ir N3 O6 S'
_chemical_formula_weight         684.69
_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'
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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   28.263(2)
_cell_length_b                   11.1731(10)
_cell_length_c                   18.2853(15)
_cell_angle_alpha                90
_cell_angle_beta                 127.296(3)
_cell_angle_gamma                90
_cell_volume                     4593.6(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9986
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      27.38
_cell_measurement_theta_min      2.23
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.971
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4620
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0993 before and 0.0502 after correction.
The Ratio of minimum to maximum transmission is 0.6196.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.980
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2672
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            28595
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.574
_diffrn_reflns_theta_min         2.137
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_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           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4395
_reflns_number_total             5309
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.644
_refine_diff_density_min         -1.462
_refine_diff_density_rms         0.125
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     314
_refine_ls_number_reflns         5309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0282
_refine_ls_restrained_S_all      1.023
_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)+(0.0418P)²+5.3047P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0685
_refine_ls_wR_factor_ref         0.0740
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Rotating group:
 O1(H1A,H1B)
2.b Aromatic/amide H refined with riding coordinates:
 N3(H3), C15(H15), C14(H14), C13(H13), C18(H18)
2.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C11(H11A,H11B,H11C), C7(H7A,H7B,H7C), C6(H6A,H6B,H6C),
 C10(H10A,H10B,H10C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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 0.38770(2) 0.67105(2) 0.78308(2) 0.02766(6) Uani 1 1 d . . . . .
S1 S 0.31987(5) 1.05395(10) 0.84184(7) 0.0404(2) Uani 1 1 d . . . . .
O1 O 0.30198(12) 0.7451(3) 0.72885(19) 0.0397(7) Uani 1 1 d . . . . .
H1A H 0.306019 0.804359 0.761885 0.060 Uiso 1 1 d R U . . .
H1B H 0.281900 0.693897 0.734617 0.060 Uiso 1 1 d R U . . .
O2 O 0.32060(14) 0.4295(3) 0.6774(2) 0.0441(7) Uani 1 1 d . . . . .
F2 F 0.35765(15) 1.1588(3) 0.5712(2) 0.0694(9) Uani 1 1 d . . . . .
F1 F 0.43138(19) 1.1675(3) 0.7135(3) 0.0795(12) Uani 1 1 d . . . . .
N1 N 0.33911(13) 0.6077(3) 0.6437(2) 0.0283(7) Uani 1 1 d . . . . .
N3 N 0.36428(15) 0.8984(3) 0.5835(2) 0.0349(8) Uani 1 1 d . . . . .
H3 H 0.350539 0.908074 0.527115 0.042 Uiso 1 1 calc R U . . .
F3 F 0.44323(15) 1.1031(3) 0.6154(3) 0.0793(10) Uani 1 1 d . . . . .
N2 N 0.38820(16) 0.8159(3) 0.7131(2) 0.0348(8) Uani 1 1 d . . . . .
C16 C 0.33308(17) 0.6881(3) 0.5813(3) 0.0293(8) Uani 1 1 d . . . . .
C1 C 0.48044(19) 0.6448(5) 0.8847(3) 0.0420(11) Uani 1 1 d . . . . .
C3 C 0.41510(19) 0.6420(4) 0.9207(3) 0.0365(9) Uani 1 1 d . . . . .
C17 C 0.36122(17) 0.8011(4) 0.6226(3) 0.0296(8) Uani 1 1 d . . . . .
C12 C 0.31263(17) 0.5010(4) 0.6123(3) 0.0329(8) Uani 1 1 d . . . . .
C4 C 0.41107(19) 0.5287(4) 0.8815(3) 0.0395(10) Uani 1 1 d . . . . .
O4 O 0.26664(18) 1.0976(5) 0.7567(3) 0.0827(13) Uani 1 1 d . . . . .
C2 C 0.45790(18) 0.7146(4) 0.9238(3) 0.0385(10) Uani 1 1 d . . . . .
O6 O 0.30094(18) 1.0464(4) 0.9064(3) 0.0846(14) Uani 1 1 d . . . . .
C15 C 0.30112(19) 0.6615(4) 0.4895(3) 0.0360(9) Uani 1 1 d . . . . .
H15 H 0.297438 0.717462 0.448667 0.043 Uiso 1 1 calc R U . . .
C19 C 0.39416(19) 0.9786(4) 0.6534(3) 0.0374(9) Uani 1 1 d . . . . .
C8 C 0.3786(2) 0.6783(5) 0.9518(3) 0.0529(13) Uani 1 1 d . . . . .
H8A H 0.373136 0.763482 0.946463 0.079 Uiso 1 1 calc R U . . .
H8B H 0.398799 0.654916 1.014700 0.079 Uiso 1 1 calc R U . . .
H8C H 0.340512 0.639519 0.914010 0.079 Uiso 1 1 calc R U . . .
C14 C 0.27470(19) 0.5512(5) 0.4588(3) 0.0449(11) Uani 1 1 d . . . . .
H14 H 0.253119 0.531790 0.396878 0.054 Uiso 1 1 calc R U . . .
C5 C 0.45221(19) 0.5305(4) 0.8597(3) 0.0426(11) Uani 1 1 d . . . . .
O3 O 0.3313(2) 0.9346(4) 0.8329(3) 0.1078(17) Uani 1 1 d . . . . .
C13 C 0.28012(19) 0.4697(4) 0.5195(3) 0.0428(10) Uani 1 1 d . . . . .
H13 H 0.262457 0.394679 0.499236 0.051 Uiso 1 1 calc R U . . .
C18 C 0.4089(2) 0.9285(4) 0.7332(3) 0.0419(10) Uani 1 1 d . . . . .
H18 H 0.429308 0.965561 0.790285 0.050 Uiso 1 1 calc R U . . .
C20 C 0.4068(2) 1.1009(4) 0.6392(3) 0.0493(12) Uani 1 1 d . . . . .
C11 C 0.2885(3) 0.3191(4) 0.6503(4) 0.0563(14) Uani 1 1 d . . . . .
H11A H 0.247127 0.333887 0.602169 0.084 Uiso 1 1 calc R U . . .
H11B H 0.292897 0.284243 0.702157 0.084 Uiso 1 1 calc R U . . .
H11C H 0.303868 0.265073 0.628580 0.084 Uiso 1 1 calc R U . . .
C7 C 0.4794(2) 0.8354(4) 0.9678(3) 0.0562(14) Uani 1 1 d . . . . .
H7A H 0.500952 0.872448 0.948757 0.084 Uiso 1 1 calc R U . . .
H7B H 0.505018 0.826710 1.033462 0.084 Uiso 1 1 calc R U . . .
H7C H 0.445933 0.884471 0.949377 0.084 Uiso 1 1 calc R U . . .
O5 O 0.3688(2) 1.1276(6) 0.8833(4) 0.115(2) Uani 1 1 d . . . . .
C6 C 0.5282(2) 0.6860(6) 0.8775(4) 0.0697(19) Uani 1 1 d . . . . .
H6A H 0.536829 0.623348 0.851205 0.105 Uiso 1 1 calc R U . . .
H6B H 0.563531 0.705244 0.937599 0.105 Uiso 1 1 calc R U . . .
H6C H 0.514729 0.755695 0.838986 0.105 Uiso 1 1 calc R U . . .
C10 C 0.4648(3) 0.4275(6) 0.8213(4) 0.0693(16) Uani 1 1 d . . . . .
H10A H 0.430980 0.375182 0.788217 0.104 Uiso 1 1 calc R U . . .
H10B H 0.498846 0.384223 0.870647 0.104 Uiso 1 1 calc R U . . .
H10C H 0.472732 0.457180 0.780371 0.104 Uiso 1 1 calc R U . . .
C9 C 0.3753(2) 0.4249(5) 0.8763(3) 0.0601(14) Uani 1 1 d . . . . .
H9A H 0.333961 0.446416 0.838976 0.090 Uiso 1 1 calc R U . . .
H9B H 0.388444 0.404762 0.937062 0.090 Uiso 1 1 calc R U . . .
H9C H 0.380581 0.357159 0.849630 0.090 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 2.151(3) . ?
Ir1 N1 2.155(3) . ?
Ir1 N2 2.068(3) . ?
Ir1 C1 2.123(4) . ?
Ir1 C3 2.162(4) . ?
Ir1 C4 2.183(4) . ?
Ir1 C2 2.147(4) . ?
Ir1 C5 2.158(4) . ?
S1 O4 1.445(4) . ?
S1 O6 1.566(4) . ?
S1 O3 1.405(4) . ?
S1 O5 1.376(5) . ?
O1 H1A 0.8560 . ?
O1 H1B 0.8562 . ?
O2 C12 1.334(5) . ?
O2 C11 1.431(5) . ?
F2 C20 1.341(6) . ?
F1 C20 1.317(6) . ?
N1 C16 1.378(5) . ?
N1 C12 1.338(5) . ?
N3 H3 0.8600 . ?
N3 C17 1.332(5) . ?
N3 C19 1.358(5) . ?
F3 C20 1.341(5) . ?
N2 C17 1.349(5) . ?
N2 C18 1.342(5) . ?
C16 C17 1.439(5) . ?
C16 C15 1.373(6) . ?
C1 C2 1.442(7) . ?
C1 C5 1.426(7) . ?
C1 C6 1.506(6) . ?
C3 C4 1.426(6) . ?
C3 C2 1.428(6) . ?
C3 C8 1.505(6) . ?
C12 C13 1.399(6) . ?
C4 C5 1.440(6) . ?
C4 C9 1.504(6) . ?
C2 C7 1.499(6) . ?
C15 H15 0.9300 . ?
C15 C14 1.372(6) . ?
C19 C18 1.370(6) . ?
C19 C20 1.474(6) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C14 H14 0.9300 . ?
C14 C13 1.370(6) . ?
C5 C10 1.499(7) . ?
C13 H13 0.9300 . ?
C18 H18 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 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
O1 Ir1 N1 81.29(11) . . ?
O1 Ir1 C3 95.94(14) . . ?
O1 Ir1 C4 110.75(14) . . ?
O1 Ir1 C5 148.42(15) . . ?
N1 Ir1 C3 148.17(15) . . ?
N1 Ir1 C4 113.16(15) . . ?
N1 Ir1 C5 102.17(15) . . ?
N2 Ir1 O1 80.90(13) . . ?
N2 Ir1 N1 76.32(13) . . ?
N2 Ir1 C1 100.47(16) . . ?
N2 Ir1 C3 134.87(15) . . ?
N2 Ir1 C4 165.48(15) . . ?
N2 Ir1 C2 102.50(15) . . ?
N2 Ir1 C5 130.60(16) . . ?
C1 Ir1 O1 154.86(15) . . ?
C1 Ir1 N1 123.61(15) . . ?
C1 Ir1 C3 65.12(16) . . ?
C1 Ir1 C4 65.26(17) . . ?
C1 Ir1 C2 39.47(18) . . ?
C1 Ir1 C5 38.91(18) . . ?
C3 Ir1 C4 38.30(17) . . ?
C2 Ir1 O1 115.48(15) . . ?
C2 Ir1 N1 162.98(15) . . ?
C2 Ir1 C3 38.72(16) . . ?
C2 Ir1 C4 65.09(17) . . ?
C2 Ir1 C5 65.37(18) . . ?
C5 Ir1 C3 64.51(16) . . ?
C5 Ir1 C4 38.75(16) . . ?
O4 S1 O6 102.8(2) . . ?
O3 S1 O4 111.0(3) . . ?
O3 S1 O6 104.1(3) . . ?
O5 S1 O4 115.8(3) . . ?
O5 S1 O6 107.8(3) . . ?
O5 S1 O3 114.0(4) . . ?
Ir1 O1 H1A 109.9 . . ?
Ir1 O1 H1B 109.4 . . ?
H1A O1 H1B 104.2 . . ?
C12 O2 C11 118.6(4) . . ?
C16 N1 Ir1 115.8(3) . . ?
C12 N1 Ir1 126.2(2) . . ?
C12 N1 C16 118.0(3) . . ?
C17 N3 H3 128.1 . . ?
C17 N3 C19 103.8(3) . . ?
C19 N3 H3 128.1 . . ?
C17 N2 Ir1 116.9(3) . . ?
C18 N2 Ir1 136.9(3) . . ?
C18 N2 C17 106.2(3) . . ?
N1 C16 C17 112.8(3) . . ?
C15 C16 N1 122.0(4) . . ?
C15 C16 C17 125.1(4) . . ?
C2 C1 Ir1 71.1(2) . . ?
C2 C1 C6 124.6(5) . . ?
C5 C1 Ir1 71.9(2) . . ?
C5 C1 C2 108.3(4) . . ?
C5 C1 C6 127.1(5) . . ?
C6 C1 Ir1 125.3(3) . . ?
C4 C3 Ir1 71.6(2) . . ?
C4 C3 C2 109.4(4) . . ?
C4 C3 C8 124.4(4) . . ?
C2 C3 Ir1 70.1(2) . . ?
C2 C3 C8 126.2(4) . . ?
C8 C3 Ir1 123.7(3) . . ?
N3 C17 N2 112.7(4) . . ?
N3 C17 C16 129.1(3) . . ?
N2 C17 C16 118.2(3) . . ?
O2 C12 N1 113.7(3) . . ?
O2 C12 C13 124.4(4) . . ?
N1 C12 C13 121.9(4) . . ?
C3 C4 Ir1 70.1(2) . . ?
C3 C4 C5 107.1(4) . . ?
C3 C4 C9 124.2(4) . . ?
C5 C4 Ir1 69.7(2) . . ?
C5 C4 C9 128.3(5) . . ?
C9 C4 Ir1 130.9(3) . . ?
C1 C2 Ir1 69.4(2) . . ?
C1 C2 C7 126.6(4) . . ?
C3 C2 Ir1 71.2(2) . . ?
C3 C2 C1 106.9(4) . . ?
C3 C2 C7 126.2(4) . . ?
C7 C2 Ir1 128.8(3) . . ?
C16 C15 H15 120.5 . . ?
C14 C15 C16 119.1(4) . . ?
C14 C15 H15 120.5 . . ?
N3 C19 C18 110.3(4) . . ?
N3 C19 C20 121.7(4) . . ?
C18 C19 C20 128.0(4) . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C15 C14 H14 120.0 . . ?
C13 C14 C15 120.0(4) . . ?
C13 C14 H14 120.0 . . ?
C1 C5 Ir1 69.2(2) . . ?
C1 C5 C4 108.2(4) . . ?
C1 C5 C10 126.3(5) . . ?
C4 C5 Ir1 71.6(2) . . ?
C4 C5 C10 125.4(5) . . ?
C10 C5 Ir1 127.0(3) . . ?
C12 C13 H13 120.5 . . ?
C14 C13 C12 119.0(4) . . ?
C14 C13 H13 120.5 . . ?
N2 C18 C19 106.9(4) . . ?
N2 C18 H18 126.5 . . ?
C19 C18 H18 126.5 . . ?
F2 C20 F3 104.9(4) . . ?
F2 C20 C19 112.7(4) . . ?
F1 C20 F2 106.7(4) . . ?
F1 C20 F3 107.1(4) . . ?
F1 C20 C19 112.0(4) . . ?
F3 C20 C19 112.9(4) . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 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 N1 C16 C17 0.2(4) . . . . ?
Ir1 N1 C16 C15 -177.3(3) . . . . ?
Ir1 N1 C12 O2 -2.7(5) . . . . ?
Ir1 N1 C12 C13 177.5(3) . . . . ?
Ir1 N2 C17 N3 -179.3(3) . . . . ?
Ir1 N2 C17 C16 1.6(5) . . . . ?
Ir1 N2 C18 C19 179.7(3) . . . . ?
Ir1 C1 C2 C3 61.7(3) . . . . ?
Ir1 C1 C2 C7 -123.7(4) . . . . ?
Ir1 C1 C5 C4 -61.2(3) . . . . ?
Ir1 C1 C5 C10 121.3(4) . . . . ?
Ir1 C3 C4 C5 60.1(3) . . . . ?
Ir1 C3 C4 C9 -126.5(4) . . . . ?
Ir1 C3 C2 C1 -60.5(3) . . . . ?
Ir1 C3 C2 C7 124.9(4) . . . . ?
Ir1 C4 C5 C1 59.8(3) . . . . ?
Ir1 C4 C5 C10 -122.8(4) . . . . ?
O2 C12 C13 C14 179.5(4) . . . . ?
N1 C16 C17 N3 179.9(4) . . . . ?
N1 C16 C17 N2 -1.1(5) . . . . ?
N1 C16 C15 C14 -0.5(6) . . . . ?
N1 C12 C13 C14 -0.7(6) . . . . ?
N3 C19 C18 N2 0.2(5) . . . . ?
N3 C19 C20 F2 54.1(6) . . . . ?
N3 C19 C20 F1 174.4(4) . . . . ?
N3 C19 C20 F3 -64.6(6) . . . . ?
C16 N1 C12 O2 -179.6(3) . . . . ?
C16 N1 C12 C13 0.7(6) . . . . ?
C16 C15 C14 C13 0.4(7) . . . . ?
C3 C4 C5 Ir1 -60.4(3) . . . . ?
C3 C4 C5 C1 -0.6(5) . . . . ?
C3 C4 C5 C10 176.9(4) . . . . ?
C17 N3 C19 C18 0.4(5) . . . . ?
C17 N3 C19 C20 -179.3(4) . . . . ?
C17 N2 C18 C19 -0.7(5) . . . . ?
C17 C16 C15 C14 -177.6(4) . . . . ?
C12 N1 C16 C17 177.4(3) . . . . ?
C12 N1 C16 C15 0.0(5) . . . . ?
C4 C3 C2 Ir1 61.1(3) . . . . ?
C4 C3 C2 C1 0.6(5) . . . . ?
C4 C3 C2 C7 -174.0(4) . . . . ?
C2 C1 C5 Ir1 62.2(3) . . . . ?
C2 C1 C5 C4 1.0(5) . . . . ?
C2 C1 C5 C10 -176.5(4) . . . . ?
C2 C3 C4 Ir1 -60.1(3) . . . . ?
C2 C3 C4 C5 0.0(5) . . . . ?
C2 C3 C4 C9 173.4(4) . . . . ?
C15 C16 C17 N3 -2.7(7) . . . . ?
C15 C16 C17 N2 176.2(4) . . . . ?
C15 C14 C13 C12 0.2(7) . . . . ?
C19 N3 C17 N2 -0.8(5) . . . . ?
C19 N3 C17 C16 178.2(4) . . . . ?
C8 C3 C4 Ir1 118.8(4) . . . . ?
C8 C3 C4 C5 178.9(4) . . . . ?
C8 C3 C4 C9 -7.7(7) . . . . ?
C8 C3 C2 Ir1 -117.8(4) . . . . ?
C8 C3 C2 C1 -178.3(4) . . . . ?
C8 C3 C2 C7 7.1(7) . . . . ?
C5 C1 C2 Ir1 -62.7(3) . . . . ?
C5 C1 C2 C3 -1.0(4) . . . . ?
C5 C1 C2 C7 173.6(4) . . . . ?
C18 N2 C17 N3 1.0(5) . . . . ?
C18 N2 C17 C16 -178.2(4) . . . . ?
C18 C19 C20 F2 -125.5(5) . . . . ?
C18 C19 C20 F1 -5.2(7) . . . . ?
C18 C19 C20 F3 115.8(5) . . . . ?
C20 C19 C18 N2 179.8(4) . . . . ?
C11 O2 C12 N1 172.5(4) . . . . ?
C11 O2 C12 C13 -7.8(6) . . . . ?
C6 C1 C2 Ir1 120.4(4) . . . . ?
C6 C1 C2 C3 -177.8(4) . . . . ?
C6 C1 C2 C7 -3.3(7) . . . . ?
C6 C1 C5 Ir1 -121.0(5) . . . . ?
C6 C1 C5 C4 177.7(4) . . . . ?
C6 C1 C5 C10 0.3(7) . . . . ?
C9 C4 C5 Ir1 126.6(4) . . . . ?
C9 C4 C5 C1 -173.6(4) . . . . ?
C9 C4 C5 C10 3.8(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_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2270077'
loop_
_audit_author_name
_audit_author_address
'Ester based pyrazole iridium water'
;central south university
China
;
_audit_update_record             
;
2023-06-15 deposited with the CCDC.	2024-07-26 downloaded from the CCDC.
;
_audit_creation_date             2023-04-02
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H28 Ir N3 O3, O4 S'
_chemical_formula_sum            'C21 H27 Ir N3 O7 S'
_chemical_formula_weight         657.71
_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'
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      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                   11.1655(3)
_cell_length_b                   15.1751(4)
_cell_length_c                   14.1532(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.5240(10)
_cell_angle_gamma                90
_cell_volume                     2321.45(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9965
_cell_measurement_temperature    193.0
_cell_measurement_theta_max      54.88
_cell_measurement_theta_min      3.78
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.889
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.3896
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1193 before and 0.0475 after correction.
The Ratio of minimum to maximum transmission is 0.5189.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.882
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1292
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0336
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            16286
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.682
_diffrn_reflns_theta_min         2.003
_diffrn_ambient_temperature      193.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           2.86
_diffrn_source_power             0.1993706
_diffrn_source_voltage           69.71
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3951
_reflns_number_total             4383
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.802
_refine_diff_density_min         -0.864
_refine_diff_density_rms         0.111
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         4383
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0270
_refine_ls_restrained_S_all      1.046
_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)+(0.0282P)²+7.5054P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0669
_refine_ls_wR_factor_ref         0.0692
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Rotating group:
 O1(H1A,H1B)
2.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B)
2.c Aromatic/amide H refined with riding coordinates:
 N3(H3), C17(H17), C11(H11), C14(H14), C12(H12), C13(H13)
2.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C7(H7A,H7B,H7C),
 C6(H6A,H6B,H6C), C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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 0.77906(2) 0.64909(2) 0.64591(2) 0.02441(7) Uani 1 1 d . . . . .
S1 S 0.33636(11) 0.61000(8) 0.58081(9) 0.0288(3) Uani 1 1 d . . . . .
O1 O 0.6492(3) 0.6093(2) 0.5112(2) 0.0237(6) Uani 1 1 d . . . . .
H1A H 0.578831 0.593442 0.523060 0.036 Uiso 1 1 d R U . . .
H1B H 0.675863 0.561289 0.488637 0.036 Uiso 1 1 d R U . . .
O7 O 0.3569(3) 0.8483(2) 0.7009(2) 0.0278(7) Uani 1 1 d . . . . .
N2 N 0.6617(3) 0.7566(2) 0.6294(2) 0.0177(7) Uani 1 1 d . . . . .
O4 O 0.4179(4) 0.6359(2) 0.6841(2) 0.0393(9) Uani 1 1 d . . . . .
N3 N 0.5623(3) 0.7742(2) 0.6625(2) 0.0199(7) Uani 1 1 d . . . . .
H3 H 0.530628 0.741116 0.701197 0.024 Uiso 1 1 calc R U . . .
O6 O 0.3710(3) 0.9655(2) 0.6082(3) 0.0384(9) Uani 1 1 d . . . . .
N1 N 0.8388(3) 0.7297(2) 0.5450(3) 0.0207(7) Uani 1 1 d . . . . .
O3 O 0.2909(4) 0.5231(2) 0.5948(3) 0.0496(10) Uani 1 1 d . . . . .
O5 O 0.2426(4) 0.6759(3) 0.5503(3) 0.0569(12) Uani 1 1 d . . . . .
O2 O 0.4169(4) 0.6074(3) 0.5156(3) 0.0543(11) Uani 1 1 d . . . . .
C16 C 0.6825(4) 0.8225(3) 0.5716(3) 0.0183(8) Uani 1 1 d . . . . .
C2 C 0.8863(5) 0.5320(3) 0.6940(3) 0.0330(11) Uani 1 1 d . . . . .
C17 C 0.5926(4) 0.8872(3) 0.5671(3) 0.0218(9) Uani 1 1 d . . . . .
H17 H 0.583488 0.941572 0.532778 0.026 Uiso 1 1 calc R U . . .
C15 C 0.7809(4) 0.8083(3) 0.5239(3) 0.0202(9) Uani 1 1 d . . . . .
C18 C 0.5202(4) 0.8536(3) 0.6242(3) 0.0206(9) Uani 1 1 d . . . . .
C4 C 0.8942(5) 0.6557(3) 0.7901(3) 0.0323(11) Uani 1 1 d . . . . .
C3 C 0.9585(4) 0.6063(3) 0.7322(4) 0.0325(11) Uani 1 1 d . . . . .
C1 C 0.7787(5) 0.5326(3) 0.7330(4) 0.0404(14) Uani 1 1 d . . . . .
C11 C 0.9232(4) 0.7054(3) 0.4968(3) 0.0266(10) Uani 1 1 d . . . . .
H11 H 0.962761 0.649781 0.510877 0.032 Uiso 1 1 calc R U . . .
C14 C 0.8106(4) 0.8651(3) 0.4568(3) 0.0268(10) Uani 1 1 d . . . . .
H14 H 0.771495 0.920964 0.444104 0.032 Uiso 1 1 calc R U . . .
C12 C 0.9538(4) 0.7583(3) 0.4282(4) 0.0336(11) Uani 1 1 d . . . . .
H12 H 1.012977 0.739290 0.394682 0.040 Uiso 1 1 calc R U . . .
C5 C 0.7866(5) 0.6080(4) 0.7934(3) 0.0367(12) Uani 1 1 d . . . . .
C19 C 0.4078(4) 0.8954(3) 0.6422(3) 0.0233(9) Uani 1 1 d . . . . .
C13 C 0.8983(5) 0.8392(3) 0.4082(4) 0.0345(11) Uani 1 1 d . . . . .
H13 H 0.919641 0.877025 0.361481 0.041 Uiso 1 1 calc R U . . .
C20 C 0.2469(5) 0.8850(4) 0.7249(4) 0.0416(13) Uani 1 1 d . . . . .
H20A H 0.261890 0.947817 0.742975 0.050 Uiso 1 1 calc R U . . .
H20B H 0.232052 0.853457 0.782171 0.050 Uiso 1 1 calc R U . . .
C21 C 0.1355(5) 0.8779(4) 0.6427(5) 0.0542(16) Uani 1 1 d . . . . .
H21A H 0.144671 0.916223 0.589297 0.081 Uiso 1 1 calc R U . . .
H21B H 0.062501 0.895974 0.664561 0.081 Uiso 1 1 calc R U . . .
H21C H 0.125360 0.816718 0.619905 0.081 Uiso 1 1 calc R U . . .
C8 C 1.0812(5) 0.6277(6) 0.7153(5) 0.074(2) Uani 1 1 d . . . . .
H8A H 1.089474 0.598886 0.655231 0.111 Uiso 1 1 calc R U . . .
H8B H 1.146650 0.606674 0.770509 0.111 Uiso 1 1 calc R U . . .
H8C H 1.088570 0.691645 0.708842 0.111 Uiso 1 1 calc R U . . .
C9 C 0.9450(8) 0.7377(4) 0.8462(5) 0.079(3) Uani 1 1 d . . . . .
H9A H 0.971369 0.779350 0.802464 0.119 Uiso 1 1 calc R U . . .
H9B H 1.015992 0.722058 0.899895 0.119 Uiso 1 1 calc R U . . .
H9C H 0.880697 0.764892 0.872559 0.119 Uiso 1 1 calc R U . . .
C7 C 0.9188(8) 0.4619(5) 0.6312(4) 0.081(3) Uani 1 1 d . . . . .
H7A H 0.848806 0.451996 0.574711 0.121 Uiso 1 1 calc R U . . .
H7B H 0.937901 0.407225 0.668832 0.121 Uiso 1 1 calc R U . . .
H7C H 0.991192 0.480375 0.608824 0.121 Uiso 1 1 calc R U . . .
C6 C 0.6778(7) 0.4656(5) 0.7140(6) 0.093(3) Uani 1 1 d . . . . .
H6A H 0.599098 0.494309 0.713894 0.139 Uiso 1 1 calc R U . . .
H6B H 0.696184 0.420558 0.765273 0.139 Uiso 1 1 calc R U . . .
H6C H 0.671681 0.437870 0.650468 0.139 Uiso 1 1 calc R U . . .
C10 C 0.6999(7) 0.6335(7) 0.8537(4) 0.097(4) Uani 1 1 d . . . . .
H10A H 0.689590 0.697634 0.852026 0.145 Uiso 1 1 calc R U . . .
H10B H 0.733799 0.614252 0.921210 0.145 Uiso 1 1 calc R U . . .
H10C H 0.619503 0.605287 0.827365 0.145 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 2.172(3) . ?
Ir1 N2 2.069(3) . ?
Ir1 N1 2.111(3) . ?
Ir1 C2 2.156(4) . ?
Ir1 C4 2.124(5) . ?
Ir1 C3 2.168(4) . ?
Ir1 C1 2.155(4) . ?
Ir1 C5 2.160(4) . ?
S1 O4 1.566(4) . ?
S1 O3 1.444(4) . ?
S1 O5 1.434(4) . ?
S1 O2 1.442(4) . ?
O1 H1A 0.8771 . ?
O1 H1B 0.8774 . ?
O7 C19 1.326(5) . ?
O7 C20 1.465(6) . ?
N2 N3 1.336(5) . ?
N2 C16 1.349(5) . ?
N3 H3 0.8800 . ?
N3 C18 1.356(5) . ?
O6 C19 1.197(5) . ?
N1 C15 1.355(5) . ?
N1 C11 1.346(5) . ?
C16 C17 1.394(6) . ?
C16 C15 1.443(6) . ?
C2 C3 1.412(7) . ?
C2 C1 1.443(8) . ?
C2 C7 1.488(7) . ?
C17 H17 0.9500 . ?
C17 C18 1.377(6) . ?
C15 C14 1.382(6) . ?
C18 C19 1.484(6) . ?
C4 C3 1.430(7) . ?
C4 C5 1.414(8) . ?
C4 C9 1.508(7) . ?
C3 C8 1.485(8) . ?
C1 C5 1.417(8) . ?
C1 C6 1.492(8) . ?
C11 H11 0.9500 . ?
C11 C12 1.368(7) . ?
C14 H14 0.9500 . ?
C14 C13 1.387(7) . ?
C12 H12 0.9500 . ?
C12 C13 1.371(7) . ?
C5 C10 1.492(7) . ?
C13 H13 0.9500 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.479(8) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 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
N2 Ir1 O1 81.67(12) . . ?
N2 Ir1 N1 76.43(13) . . ?
N2 Ir1 C2 166.37(17) . . ?
N2 Ir1 C4 106.57(15) . . ?
N2 Ir1 C3 140.33(17) . . ?
N2 Ir1 C1 128.27(19) . . ?
N2 Ir1 C5 101.95(16) . . ?
N1 Ir1 O1 79.73(12) . . ?
N1 Ir1 C2 116.51(17) . . ?
N1 Ir1 C4 113.88(18) . . ?
N1 Ir1 C3 98.64(16) . . ?
N1 Ir1 C1 155.2(2) . . ?
N1 Ir1 C5 151.48(19) . . ?
C2 Ir1 O1 104.13(15) . . ?
C2 Ir1 C3 38.12(19) . . ?
C2 Ir1 C5 64.71(19) . . ?
C4 Ir1 O1 165.17(16) . . ?
C4 Ir1 C2 65.22(17) . . ?
C4 Ir1 C3 38.91(19) . . ?
C4 Ir1 C1 64.95(19) . . ?
C4 Ir1 C5 38.5(2) . . ?
C3 Ir1 O1 136.94(17) . . ?
C1 Ir1 O1 100.24(16) . . ?
C1 Ir1 C2 39.1(2) . . ?
C1 Ir1 C3 64.30(19) . . ?
C1 Ir1 C5 38.3(2) . . ?
C5 Ir1 O1 128.59(18) . . ?
C5 Ir1 C3 64.08(18) . . ?
O3 S1 O4 104.1(2) . . ?
O5 S1 O4 108.4(2) . . ?
O5 S1 O3 115.0(3) . . ?
O5 S1 O2 110.6(3) . . ?
O2 S1 O4 107.1(2) . . ?
O2 S1 O3 111.1(3) . . ?
Ir1 O1 H1A 109.9 . . ?
Ir1 O1 H1B 109.7 . . ?
H1A O1 H1B 104.1 . . ?
C19 O7 C20 117.2(4) . . ?
N3 N2 Ir1 132.6(3) . . ?
N3 N2 C16 110.4(3) . . ?
C16 N2 Ir1 116.9(3) . . ?
N2 N3 H3 127.1 . . ?
N2 N3 C18 105.8(3) . . ?
C18 N3 H3 127.1 . . ?
C15 N1 Ir1 116.5(3) . . ?
C11 N1 Ir1 124.4(3) . . ?
C11 N1 C15 119.0(4) . . ?
N2 C16 C17 108.6(4) . . ?
N2 C16 C15 116.1(4) . . ?
C17 C16 C15 135.1(4) . . ?
C3 C2 Ir1 71.4(3) . . ?
C3 C2 C1 107.4(4) . . ?
C3 C2 C7 126.7(6) . . ?
C1 C2 Ir1 70.4(3) . . ?
C1 C2 C7 125.8(6) . . ?
C7 C2 Ir1 126.9(3) . . ?
C16 C17 H17 128.2 . . ?
C18 C17 C16 103.6(4) . . ?
C18 C17 H17 128.2 . . ?
N1 C15 C16 113.9(4) . . ?
N1 C15 C14 121.2(4) . . ?
C14 C15 C16 124.8(4) . . ?
N3 C18 C17 111.6(4) . . ?
N3 C18 C19 122.3(4) . . ?
C17 C18 C19 126.1(4) . . ?
C3 C4 Ir1 72.2(3) . . ?
C3 C4 C9 123.9(6) . . ?
C5 C4 Ir1 72.1(3) . . ?
C5 C4 C3 107.7(4) . . ?
C5 C4 C9 128.0(6) . . ?
C9 C4 Ir1 127.0(4) . . ?
C2 C3 Ir1 70.5(3) . . ?
C2 C3 C4 108.5(4) . . ?
C2 C3 C8 125.0(6) . . ?
C4 C3 Ir1 68.9(3) . . ?
C4 C3 C8 126.5(6) . . ?
C8 C3 Ir1 127.1(4) . . ?
C2 C1 Ir1 70.5(3) . . ?
C2 C1 C6 126.2(6) . . ?
C5 C1 Ir1 71.0(3) . . ?
C5 C1 C2 107.7(4) . . ?
C5 C1 C6 126.1(6) . . ?
C6 C1 Ir1 124.5(4) . . ?
N1 C11 H11 119.0 . . ?
N1 C11 C12 122.0(4) . . ?
C12 C11 H11 119.0 . . ?
C15 C14 H14 120.5 . . ?
C15 C14 C13 119.0(4) . . ?
C13 C14 H14 120.5 . . ?
C11 C12 H12 120.3 . . ?
C11 C12 C13 119.5(4) . . ?
C13 C12 H12 120.3 . . ?
C4 C5 Ir1 69.3(3) . . ?
C4 C5 C1 108.5(4) . . ?
C4 C5 C10 124.4(6) . . ?
C1 C5 Ir1 70.6(3) . . ?
C1 C5 C10 127.1(7) . . ?
C10 C5 Ir1 127.1(4) . . ?
O7 C19 C18 113.0(4) . . ?
O6 C19 O7 125.0(4) . . ?
O6 C19 C18 122.0(4) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 C14 119.3(4) . . ?
C12 C13 H13 120.3 . . ?
O7 C20 H20A 109.2 . . ?
O7 C20 H20B 109.2 . . ?
O7 C20 C21 112.2(5) . . ?
H20A C20 H20B 107.9 . . ?
C21 C20 H20A 109.2 . . ?
C21 C20 H20B 109.2 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 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 N2 N3 C18 -177.4(3) . . . . ?
Ir1 N2 C16 C17 178.2(3) . . . . ?
Ir1 N2 C16 C15 3.0(5) . . . . ?
Ir1 N1 C15 C16 -2.6(5) . . . . ?
Ir1 N1 C15 C14 -178.2(3) . . . . ?
Ir1 N1 C11 C12 176.4(4) . . . . ?
Ir1 C2 C3 C4 58.6(3) . . . . ?
Ir1 C2 C3 C8 -122.2(5) . . . . ?
Ir1 C2 C1 C5 -61.6(3) . . . . ?
Ir1 C2 C1 C6 119.0(5) . . . . ?
Ir1 C4 C3 C2 -59.5(3) . . . . ?
Ir1 C4 C3 C8 121.3(5) . . . . ?
Ir1 C4 C5 C1 60.0(3) . . . . ?
Ir1 C4 C5 C10 -121.6(5) . . . . ?
Ir1 C1 C5 C4 -59.2(3) . . . . ?
Ir1 C1 C5 C10 122.5(5) . . . . ?
N2 N3 C18 C17 -0.3(5) . . . . ?
N2 N3 C18 C19 178.4(4) . . . . ?
N2 C16 C17 C18 -0.6(5) . . . . ?
N2 C16 C15 N1 -0.2(5) . . . . ?
N2 C16 C15 C14 175.2(4) . . . . ?
N3 N2 C16 C17 0.5(5) . . . . ?
N3 N2 C16 C15 -174.7(3) . . . . ?
N3 C18 C19 O7 1.8(6) . . . . ?
N3 C18 C19 O6 -179.9(4) . . . . ?
N1 C15 C14 C13 2.2(7) . . . . ?
N1 C11 C12 C13 0.7(8) . . . . ?
C16 N2 N3 C18 -0.1(4) . . . . ?
C16 C17 C18 N3 0.6(5) . . . . ?
C16 C17 C18 C19 -178.1(4) . . . . ?
C16 C15 C14 C13 -172.9(4) . . . . ?
C2 C1 C5 Ir1 61.2(3) . . . . ?
C2 C1 C5 C4 2.0(5) . . . . ?
C2 C1 C5 C10 -176.3(5) . . . . ?
C17 C16 C15 N1 -173.8(5) . . . . ?
C17 C16 C15 C14 1.6(8) . . . . ?
C17 C18 C19 O7 -179.6(4) . . . . ?
C17 C18 C19 O6 -1.4(7) . . . . ?
C15 N1 C11 C12 1.1(7) . . . . ?
C15 C16 C17 C18 173.3(5) . . . . ?
C15 C14 C13 C12 -0.4(7) . . . . ?
C3 C2 C1 Ir1 62.2(3) . . . . ?
C3 C2 C1 C5 0.7(5) . . . . ?
C3 C2 C1 C6 -178.8(5) . . . . ?
C3 C4 C5 Ir1 -63.9(3) . . . . ?
C3 C4 C5 C1 -3.9(5) . . . . ?
C3 C4 C5 C10 174.5(5) . . . . ?
C1 C2 C3 Ir1 -61.6(3) . . . . ?
C1 C2 C3 C4 -3.1(5) . . . . ?
C1 C2 C3 C8 176.1(5) . . . . ?
C11 N1 C15 C16 173.1(4) . . . . ?
C11 N1 C15 C14 -2.5(6) . . . . ?
C11 C12 C13 C14 -1.1(8) . . . . ?
C5 C4 C3 Ir1 63.9(3) . . . . ?
C5 C4 C3 C2 4.3(5) . . . . ?
C5 C4 C3 C8 -174.9(5) . . . . ?
C19 O7 C20 C21 74.7(6) . . . . ?
C20 O7 C19 O6 0.5(7) . . . . ?
C20 O7 C19 C18 178.6(4) . . . . ?
C9 C4 C3 Ir1 -123.1(5) . . . . ?
C9 C4 C3 C2 177.4(4) . . . . ?
C9 C4 C3 C8 -1.8(8) . . . . ?
C9 C4 C5 Ir1 123.4(5) . . . . ?
C9 C4 C5 C1 -176.6(5) . . . . ?
C9 C4 C5 C10 1.8(8) . . . . ?
C7 C2 C3 Ir1 122.6(5) . . . . ?
C7 C2 C3 C4 -178.9(5) . . . . ?
C7 C2 C3 C8 0.3(8) . . . . ?
C7 C2 C1 Ir1 -121.9(5) . . . . ?
C7 C2 C1 C5 176.5(5) . . . . ?
C7 C2 C1 C6 -2.9(8) . . . . ?
C6 C1 C5 Ir1 -119.3(5) . . . . ?
C6 C1 C5 C4 -178.5(5) . . . . ?
C6 C1 C5 C10 3.1(8) . . . . ?

_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_gs20221114_0m
_database_code_depnum_ccdc_archive 'CCDC 2270042'
loop_
_audit_author_name
_audit_author_address
'Ester pyrazole iridium chloride'
;central south university
China
;
_audit_update_record             
;
2023-06-15 deposited with the CCDC.	2024-07-26 downloaded from the CCDC.
;
_audit_creation_date             2022-11-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H25 Cl Ir N3 O2'
_chemical_formula_sum            'C21 H25 Cl Ir N3 O2'
_chemical_formula_weight         579.09
_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'
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/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                   12.7632(4)
_cell_length_b                   8.1428(2)
_cell_length_c                   21.1947(6)
_cell_angle_alpha                90
_cell_angle_beta                 104.858(2)
_cell_angle_gamma                90
_cell_volume                     2129.08(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6975
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      25.76
_cell_measurement_theta_min      2.69
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.418
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6502
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0600 before and 0.0426 after correction.
The Ratio of minimum to maximum transmission is 0.8720.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.807
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            23510
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.529
_diffrn_reflns_theta_min         1.988
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_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           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4074
_reflns_number_total             4891
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.856
_refine_diff_density_min         -0.528
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         4891
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0240
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0194P)²+0.9196P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0461
_refine_ls_wR_factor_ref         0.0491
_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:
 C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 C17(H17), C11(H11), C14(H14), C13(H13), C12(H12)
2.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C6(H6A,H6B,H6C), C10(H10A,H10B,H10C), C4(H4A,H4B,H4C),
 C2(H2A,H2B,H2C), C21(H21A,H21B,H21C)
;
_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 0.74428(2) 0.43046(2) 0.39719(2) 0.03488(5) Uani 1 1 d . . . . .
Cl1 Cl 0.86229(8) 0.66491(11) 0.41112(5) 0.0570(3) Uani 1 1 d . . . . .
N2 N 0.6172(2) 0.5884(3) 0.39385(13) 0.0372(6) Uani 1 1 d . . . . .
N1 N 0.7497(2) 0.4715(3) 0.49617(13) 0.0394(7) Uani 1 1 d . . . . .
N3 N 0.5454(2) 0.6533(3) 0.34307(13) 0.0398(7) Uani 1 1 d . . . . .
O2 O 0.3267(2) 0.9073(3) 0.35917(14) 0.0618(8) Uani 1 1 d . . . . .
O1 O 0.3686(2) 0.8336(4) 0.26715(14) 0.0664(8) Uani 1 1 d . . . . .
C16 C 0.5956(3) 0.6314(4) 0.45113(16) 0.0361(7) Uani 1 1 d . . . . .
C1 C 0.7345(3) 0.1660(4) 0.39409(19) 0.0501(10) Uani 1 1 d . . . . .
C7 C 0.7072(3) 0.3254(4) 0.30100(17) 0.0453(9) Uani 1 1 d . . . . .
C15 C 0.6710(3) 0.5676(4) 0.50892(17) 0.0398(8) Uani 1 1 d . . . . .
C3 C 0.8381(3) 0.2147(4) 0.3868(2) 0.0503(9) Uani 1 1 d . . . . .
C5 C 0.8206(3) 0.3106(4) 0.32866(19) 0.0470(9) Uani 1 1 d . . . . .
C18 C 0.4769(2) 0.7411(4) 0.36937(16) 0.0370(8) Uani 1 1 d . . . . .
C9 C 0.6537(3) 0.2341(4) 0.3420(2) 0.0483(9) Uani 1 1 d . . . . .
C17 C 0.5056(3) 0.7314(4) 0.43710(17) 0.0423(8) Uani 1 1 d . . . . .
H17 H 0.471877 0.780931 0.466200 0.051 Uiso 1 1 calc R U . . .
C11 C 0.8278(3) 0.4133(5) 0.54650(19) 0.0535(10) Uani 1 1 d . . . . .
H11 H 0.883936 0.351354 0.538095 0.064 Uiso 1 1 calc R U . . .
C19 C 0.3866(3) 0.8293(4) 0.3254(2) 0.0438(9) Uani 1 1 d . . . . .
C14 C 0.6672(3) 0.5984(5) 0.57230(18) 0.0555(10) Uani 1 1 d . . . . .
H14 H 0.611566 0.662205 0.580307 0.067 Uiso 1 1 calc R U . . .
C13 C 0.7453(4) 0.5353(6) 0.6236(2) 0.0625(12) Uani 1 1 d . . . . .
H13 H 0.743132 0.554496 0.666471 0.075 Uiso 1 1 calc R U . . .
C8 C 0.6527(5) 0.4107(5) 0.2387(2) 0.0861(17) Uani 1 1 d . . . . .
H8A H 0.589903 0.468122 0.244207 0.129 Uiso 1 1 calc R U . . .
H8B H 0.631010 0.331137 0.204417 0.129 Uiso 1 1 calc R U . . .
H8C H 0.702082 0.487545 0.227589 0.129 Uiso 1 1 calc R U . . .
C12 C 0.8264(4) 0.4435(5) 0.6099(2) 0.0632(12) Uani 1 1 d . . . . .
H12 H 0.880905 0.401084 0.643906 0.076 Uiso 1 1 calc R U . . .
C6 C 0.9056(4) 0.3816(6) 0.3000(3) 0.0852(16) Uani 1 1 d . . . . .
H6A H 0.882414 0.487273 0.281469 0.128 Uiso 1 1 calc R U . . .
H6B H 0.917302 0.309932 0.266449 0.128 Uiso 1 1 calc R U . . .
H6C H 0.971952 0.393456 0.333448 0.128 Uiso 1 1 calc R U . . .
C20 C 0.2343(4) 0.9982(7) 0.3191(3) 0.0924(18) Uani 1 1 d . . . . .
H20A H 0.259132 1.100947 0.304797 0.111 Uiso 1 1 calc R U . . .
H20B H 0.200210 0.934382 0.280632 0.111 Uiso 1 1 calc R U . . .
C10 C 0.5326(3) 0.2102(6) 0.3281(3) 0.0869(16) Uani 1 1 d . . . . .
H10A H 0.514194 0.176625 0.367375 0.130 Uiso 1 1 calc R U . . .
H10B H 0.510052 0.127168 0.295293 0.130 Uiso 1 1 calc R U . . .
H10C H 0.496520 0.311594 0.312913 0.130 Uiso 1 1 calc R U . . .
C4 C 0.9458(4) 0.1587(6) 0.4293(3) 0.0963(19) Uani 1 1 d . . . . .
H4A H 0.999743 0.240939 0.429336 0.144 Uiso 1 1 calc R U . . .
H4B H 0.966513 0.057628 0.412504 0.144 Uiso 1 1 calc R U . . .
H4C H 0.939814 0.141872 0.473049 0.144 Uiso 1 1 calc R U . . .
C2 C 0.7157(5) 0.0553(5) 0.4474(3) 0.0917(18) Uani 1 1 d . . . . .
H2A H 0.765163 0.084246 0.488214 0.138 Uiso 1 1 calc R U . . .
H2B H 0.727441 -0.056896 0.437129 0.138 Uiso 1 1 calc R U . . .
H2C H 0.642574 0.068330 0.450786 0.138 Uiso 1 1 calc R U . . .
C21 C 0.1577(4) 1.0304(8) 0.3561(3) 0.121(2) Uani 1 1 d . . . . .
H21A H 0.101934 1.101635 0.331793 0.182 Uiso 1 1 calc R U . . .
H21B H 0.193761 1.082286 0.396558 0.182 Uiso 1 1 calc R U . . .
H21C H 0.125980 0.928929 0.365043 0.182 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 Cl1 2.4025(9) . ?
Ir1 N2 2.057(3) . ?
Ir1 N1 2.108(3) . ?
Ir1 C1 2.157(3) . ?
Ir1 C7 2.149(3) . ?
Ir1 C3 2.169(3) . ?
Ir1 C5 2.176(3) . ?
Ir1 C9 2.137(3) . ?
N2 N3 1.331(4) . ?
N2 C16 1.358(4) . ?
N1 C15 1.354(4) . ?
N1 C11 1.346(4) . ?
N3 C18 1.355(4) . ?
O2 C19 1.334(4) . ?
O2 C20 1.465(5) . ?
O1 C19 1.197(4) . ?
C16 C15 1.446(5) . ?
C16 C17 1.377(4) . ?
C1 C3 1.427(5) . ?
C1 C9 1.416(5) . ?
C1 C2 1.512(5) . ?
C7 C5 1.420(5) . ?
C7 C9 1.442(5) . ?
C7 C8 1.496(5) . ?
C15 C14 1.379(5) . ?
C3 C5 1.428(5) . ?
C3 C4 1.507(5) . ?
C5 C6 1.490(5) . ?
C18 C17 1.390(5) . ?
C18 C19 1.470(5) . ?
C9 C10 1.510(5) . ?
C17 H17 0.9300 . ?
C11 H11 0.9300 . ?
C11 C12 1.372(6) . ?
C14 H14 0.9300 . ?
C14 C13 1.373(6) . ?
C13 H13 0.9300 . ?
C13 C12 1.366(6) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C12 H12 0.9300 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.427(7) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 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
N2 Ir1 Cl1 88.36(8) . . ?
N2 Ir1 N1 76.07(10) . . ?
N2 Ir1 C1 125.74(13) . . ?
N2 Ir1 C7 103.68(12) . . ?
N2 Ir1 C3 162.56(13) . . ?
N2 Ir1 C5 137.84(13) . . ?
N2 Ir1 C9 97.92(12) . . ?
N1 Ir1 Cl1 83.81(8) . . ?
N1 Ir1 C1 100.11(13) . . ?
N1 Ir1 C7 161.87(13) . . ?
N1 Ir1 C3 110.57(13) . . ?
N1 Ir1 C5 146.04(13) . . ?
N1 Ir1 C9 122.57(13) . . ?
C1 Ir1 Cl1 145.75(11) . . ?
C1 Ir1 C3 38.50(13) . . ?
C1 Ir1 C5 64.18(13) . . ?
C7 Ir1 Cl1 114.32(10) . . ?
C7 Ir1 C1 64.95(14) . . ?
C7 Ir1 C3 64.81(14) . . ?
C7 Ir1 C5 38.34(13) . . ?
C3 Ir1 Cl1 108.12(11) . . ?
C3 Ir1 C5 38.37(14) . . ?
C5 Ir1 Cl1 93.70(9) . . ?
C9 Ir1 Cl1 153.63(11) . . ?
C9 Ir1 C1 38.50(14) . . ?
C9 Ir1 C7 39.31(14) . . ?
C9 Ir1 C3 64.78(14) . . ?
C9 Ir1 C5 64.61(13) . . ?
N3 N2 Ir1 130.5(2) . . ?
N3 N2 C16 111.4(3) . . ?
C16 N2 Ir1 118.0(2) . . ?
C15 N1 Ir1 117.0(2) . . ?
C11 N1 Ir1 124.1(3) . . ?
C11 N1 C15 118.8(3) . . ?
N2 N3 C18 105.1(3) . . ?
C19 O2 C20 114.6(3) . . ?
N2 C16 C15 114.9(3) . . ?
N2 C16 C17 108.0(3) . . ?
C17 C16 C15 137.1(3) . . ?
C3 C1 Ir1 71.2(2) . . ?
C3 C1 C2 125.1(4) . . ?
C9 C1 Ir1 69.97(19) . . ?
C9 C1 C3 108.5(3) . . ?
C9 C1 C2 126.3(4) . . ?
C2 C1 Ir1 126.2(3) . . ?
C5 C7 Ir1 71.9(2) . . ?
C5 C7 C9 107.3(3) . . ?
C5 C7 C8 126.7(4) . . ?
C9 C7 Ir1 69.9(2) . . ?
C9 C7 C8 125.9(4) . . ?
C8 C7 Ir1 126.3(3) . . ?
N1 C15 C16 113.9(3) . . ?
N1 C15 C14 120.8(3) . . ?
C14 C15 C16 125.3(3) . . ?
C1 C3 Ir1 70.30(19) . . ?
C1 C3 C5 107.5(3) . . ?
C1 C3 C4 125.5(4) . . ?
C5 C3 Ir1 71.08(19) . . ?
C5 C3 C4 126.7(4) . . ?
C4 C3 Ir1 128.8(3) . . ?
C7 C5 Ir1 69.79(19) . . ?
C7 C5 C3 108.7(3) . . ?
C7 C5 C6 124.8(4) . . ?
C3 C5 Ir1 70.6(2) . . ?
C3 C5 C6 126.5(4) . . ?
C6 C5 Ir1 126.6(3) . . ?
N3 C18 C17 111.6(3) . . ?
N3 C18 C19 118.7(3) . . ?
C17 C18 C19 129.7(3) . . ?
C1 C9 Ir1 71.5(2) . . ?
C1 C9 C7 108.0(3) . . ?
C1 C9 C10 127.3(4) . . ?
C7 C9 Ir1 70.78(19) . . ?
C7 C9 C10 124.6(4) . . ?
C10 C9 Ir1 125.9(3) . . ?
C16 C17 C18 104.0(3) . . ?
C16 C17 H17 128.0 . . ?
C18 C17 H17 128.0 . . ?
N1 C11 H11 119.3 . . ?
N1 C11 C12 121.4(4) . . ?
C12 C11 H11 119.3 . . ?
O2 C19 C18 110.9(3) . . ?
O1 C19 O2 123.6(3) . . ?
O1 C19 C18 125.5(3) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 C15 120.2(4) . . ?
C13 C14 H14 119.9 . . ?
C14 C13 H13 120.9 . . ?
C12 C13 C14 118.2(4) . . ?
C12 C13 H13 120.9 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.4(4) . . ?
C13 C12 H12 119.8 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O2 C20 H20A 109.7 . . ?
O2 C20 H20B 109.7 . . ?
H20A C20 H20B 108.2 . . ?
C21 C20 O2 109.7(4) . . ?
C21 C20 H20A 109.7 . . ?
C21 C20 H20B 109.7 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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 N2 N3 C18 176.9(2) . . . . ?
Ir1 N2 C16 C15 3.9(4) . . . . ?
Ir1 N2 C16 C17 -177.6(2) . . . . ?
Ir1 N1 C15 C16 -1.5(4) . . . . ?
Ir1 N1 C15 C14 178.8(3) . . . . ?
Ir1 N1 C11 C12 -179.6(3) . . . . ?
Ir1 C1 C3 C5 -61.7(2) . . . . ?
Ir1 C1 C3 C4 124.3(4) . . . . ?
Ir1 C1 C9 C7 61.7(2) . . . . ?
Ir1 C1 C9 C10 -121.5(4) . . . . ?
Ir1 C7 C5 C3 60.1(2) . . . . ?
Ir1 C7 C5 C6 -121.2(4) . . . . ?
Ir1 C7 C9 C1 -62.2(2) . . . . ?
Ir1 C7 C9 C10 120.9(4) . . . . ?
Ir1 C3 C5 C7 -59.6(2) . . . . ?
Ir1 C3 C5 C6 121.7(4) . . . . ?
N2 N3 C18 C17 -0.1(4) . . . . ?
N2 N3 C18 C19 -179.9(3) . . . . ?
N2 C16 C15 N1 -1.5(4) . . . . ?
N2 C16 C15 C14 178.2(3) . . . . ?
N2 C16 C17 C18 0.6(4) . . . . ?
N1 C15 C14 C13 1.8(6) . . . . ?
N1 C11 C12 C13 -0.6(6) . . . . ?
N3 N2 C16 C15 -179.2(3) . . . . ?
N3 N2 C16 C17 -0.7(4) . . . . ?
N3 C18 C17 C16 -0.3(4) . . . . ?
N3 C18 C19 O2 179.2(3) . . . . ?
N3 C18 C19 O1 -1.6(6) . . . . ?
C16 N2 N3 C18 0.5(4) . . . . ?
C16 C15 C14 C13 -177.9(4) . . . . ?
C1 C3 C5 Ir1 61.2(2) . . . . ?
C1 C3 C5 C7 1.6(4) . . . . ?
C1 C3 C5 C6 -177.1(4) . . . . ?
C15 N1 C11 C12 2.9(5) . . . . ?
C15 C16 C17 C18 178.6(4) . . . . ?
C15 C14 C13 C12 0.6(6) . . . . ?
C3 C1 C9 Ir1 -61.1(2) . . . . ?
C3 C1 C9 C7 0.7(4) . . . . ?
C3 C1 C9 C10 177.4(4) . . . . ?
C5 C7 C9 Ir1 62.5(2) . . . . ?
C5 C7 C9 C1 0.3(4) . . . . ?
C5 C7 C9 C10 -176.6(3) . . . . ?
C9 C1 C3 Ir1 60.3(2) . . . . ?
C9 C1 C3 C5 -1.4(4) . . . . ?
C9 C1 C3 C4 -175.4(4) . . . . ?
C9 C7 C5 Ir1 -61.3(2) . . . . ?
C9 C7 C5 C3 -1.2(4) . . . . ?
C9 C7 C5 C6 177.6(3) . . . . ?
C17 C16 C15 N1 -179.4(4) . . . . ?
C17 C16 C15 C14 0.4(7) . . . . ?
C17 C18 C19 O2 -0.5(5) . . . . ?
C17 C18 C19 O1 178.7(4) . . . . ?
C11 N1 C15 C16 176.2(3) . . . . ?
C11 N1 C15 C14 -3.5(5) . . . . ?
C19 O2 C20 C21 161.2(5) . . . . ?
C19 C18 C17 C16 179.4(3) . . . . ?
C14 C13 C12 C11 -1.2(6) . . . . ?
C8 C7 C5 Ir1 122.2(4) . . . . ?
C8 C7 C5 C3 -177.8(3) . . . . ?
C8 C7 C5 C6 1.0(6) . . . . ?
C8 C7 C9 Ir1 -120.8(4) . . . . ?
C8 C7 C9 C1 176.9(3) . . . . ?
C8 C7 C9 C10 0.1(6) . . . . ?
C20 O2 C19 O1 1.0(6) . . . . ?
C20 O2 C19 C18 -179.8(4) . . . . ?
C4 C3 C5 Ir1 -124.9(4) . . . . ?
C4 C3 C5 C7 175.6(4) . . . . ?
C4 C3 C5 C6 -3.2(6) . . . . ?
C2 C1 C3 Ir1 -121.6(4) . . . . ?
C2 C1 C3 C5 176.7(4) . . . . ?
C2 C1 C3 C4 2.7(6) . . . . ?
C2 C1 C9 Ir1 120.9(4) . . . . ?
C2 C1 C9 C7 -177.4(4) . . . . ?
C2 C1 C9 C10 -0.6(6) . . . . ?

_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_gs20220303_0m
_database_code_depnum_ccdc_archive 'CCDC 2270074'
loop_
_audit_author_name
_audit_author_address
'Imidazole trifluoromethyl iridium water'
;central south university
China
;
_audit_update_record             
;
2023-06-15 deposited with the CCDC.	2024-07-26 downloaded from the CCDC.
;
_audit_creation_date             2023-03-05
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C38 H40 F6 Ir2 N6 O4 S, H2 O, C H2 Cl2'
_chemical_formula_sum            'C39 H44 Cl2 F6 Ir2 N6 O5 S'
_chemical_formula_weight         1278.16
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   11.0027(16)
_cell_length_b                   13.9208(19)
_cell_length_c                   28.864(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.793(8)
_cell_angle_gamma                90
_cell_volume                     4415.7(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9910
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      24.48
_cell_measurement_theta_min      2.36
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.264
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6314
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0741 before and 0.0481 after correction.
The Ratio of minimum to maximum transmission is 0.8473.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.923
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2472
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0448
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            52216
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.537
_diffrn_reflns_theta_min         1.951
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_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           30.0
_diffrn_source_power             1.35
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6729
_reflns_number_total             8215
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         1.286
_refine_diff_density_min         -1.180
_refine_diff_density_rms         0.112
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     563
_refine_ls_number_reflns         8215
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0344
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0334P)²+12.6815P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0753
_refine_ls_wR_factor_ref         0.0806
_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, All O(H,H) groups
2.a Free rotating group:
 O5(H5A,H5B)
2.b Secondary CH2 refined with riding coordinates:
 C39(H39A,H39B)
2.c Aromatic/amide H refined with riding coordinates:
 C30(H30), C12(H12), C13(H13), C11(H11), C36(H36), C17(H17), C32(H32),
 C33(H33), C31(H31), C14(H14)
2.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C26(H26A,H26B,
 H26C), C27(H27A,H27B,H27C), C6(H6A,H6B,H6C), C9(H9A,H9B,H9C), C10(H10A,H10B,
 H10C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C)
;
_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
Ir2 Ir 0.57060(2) 0.41498(2) 0.65480(2) 0.03806(8) Uani 1 1 d . . . . .
Ir1 Ir 0.18720(2) 0.18156(2) 0.55535(2) 0.04337(8) Uani 1 1 d . . . . .
S1 S 0.46426(14) 0.24462(11) 0.58760(5) 0.0437(4) Uani 1 1 d . . . . .
O1 O 0.3651(4) 0.2392(3) 0.55027(13) 0.0430(10) Uani 1 1 d . . . . .
O2 O 0.4431(4) 0.3388(3) 0.61114(14) 0.0446(10) Uani 1 1 d . . . . .
N4 N 0.6116(4) 0.4758(3) 0.59006(17) 0.0420(12) Uani 1 1 d . . . . .
O3 O 0.5794(4) 0.2452(4) 0.56600(17) 0.0649(14) Uani 1 1 d . . . . .
N2 N 0.2066(4) 0.1776(4) 0.48481(17) 0.0441(12) Uani 1 1 d . . . . .
N5 N 0.4404(5) 0.5220(3) 0.64422(17) 0.0449(12) Uani 1 1 d . . . . .
N1 N 0.2799(5) 0.0501(3) 0.54513(17) 0.0454(12) Uani 1 1 d . . . . .
N3 N 0.2868(5) 0.1070(4) 0.42309(18) 0.0509(13) Uani 1 1 d . . . . .
O4 O 0.4510(5) 0.1666(3) 0.61973(17) 0.0731(15) Uani 1 1 d . . . . .
C23 C 0.7112(6) 0.3185(5) 0.6824(2) 0.0497(16) Uani 1 1 d . . . . .
C34 C 0.5443(6) 0.5509(4) 0.5753(2) 0.0464(15) Uani 1 1 d . . . . .
C16 C 0.2698(5) 0.1024(4) 0.4685(2) 0.0425(14) Uani 1 1 d . . . . .
O5 O 0.6137(8) 0.0155(5) 0.64731(19) 0.104(2) Uani 1 1 d G . . . .
H5A H 0.567420 0.061245 0.638141 0.156 Uiso 1 1 d G U . . .
H5B H 0.641090 -0.007390 0.622586 0.156 Uiso 1 1 d G U . . .
C15 C 0.3081(5) 0.0303(4) 0.5012(2) 0.0415(14) Uani 1 1 d . . . . .
C22 C 0.7496(6) 0.4157(5) 0.6871(2) 0.0568(18) Uani 1 1 d . . . . .
C35 C 0.4469(6) 0.5746(4) 0.6054(2) 0.0475(15) Uani 1 1 d . . . . .
C30 C 0.6962(6) 0.4421(5) 0.5623(2) 0.0497(16) Uani 1 1 d . . . . .
H30 H 0.742207 0.389138 0.572142 0.060 Uiso 1 1 calc R U . . .
N6 N 0.3571(6) 0.6372(4) 0.5977(2) 0.0638(16) Uani 1 1 d . . . . .
C12 C 0.3732(7) -0.0968(5) 0.5695(3) 0.065(2) Uani 1 1 d . . . . .
H12 H 0.394855 -0.138765 0.593637 0.078 Uiso 1 1 calc R U . . .
C18 C 0.2315(6) 0.1915(5) 0.4102(2) 0.0525(16) Uani 1 1 d . . . . .
C24 C 0.6054(6) 0.3077(5) 0.7097(2) 0.0491(16) Uani 1 1 d . . . . .
C13 C 0.3994(7) -0.1194(5) 0.5249(3) 0.0591(18) Uani 1 1 d . . . . .
H13 H 0.437683 -0.176841 0.518044 0.071 Uiso 1 1 calc R U . . .
F5 F 0.1218(6) 0.6545(6) 0.6775(3) 0.162(3) Uani 1 1 d . . . . .
C11 C 0.3146(7) -0.0116(5) 0.5786(2) 0.0595(18) Uani 1 1 d . . . . .
H11 H 0.298641 0.003234 0.609158 0.071 Uiso 1 1 calc R U . . .
C36 C 0.3387(6) 0.5537(5) 0.6642(2) 0.0534(17) Uani 1 1 d . . . . .
H36 H 0.308652 0.532445 0.692009 0.064 Uiso 1 1 calc R U . . .
C21 C 0.6693(7) 0.4657(5) 0.7152(2) 0.0599(19) Uani 1 1 d . . . . .
C5 C 0.1052(8) 0.1702(6) 0.6220(3) 0.072(2) Uani 1 1 d . . . . .
C20 C 0.5774(7) 0.3971(6) 0.7293(2) 0.062(2) Uani 1 1 d . . . . .
C17 C 0.1823(6) 0.2345(5) 0.4476(2) 0.0546(17) Uani 1 1 d . . . . .
H17 H 0.139808 0.292286 0.447414 0.066 Uiso 1 1 calc R U . . .
C1 C 0.1206(6) 0.2680(6) 0.6126(3) 0.066(2) Uani 1 1 d . . . . .
C37 C 0.2891(7) 0.6229(5) 0.6356(3) 0.0628(19) Uani 1 1 d . . . . .
C32 C 0.6518(6) 0.5621(5) 0.5059(2) 0.0595(18) Uani 1 1 d . . . . .
H32 H 0.667504 0.592052 0.478031 0.071 Uiso 1 1 calc R U . . .
C33 C 0.5640(6) 0.5960(5) 0.5331(2) 0.0573(18) Uani 1 1 d . . . . .
H33 H 0.517404 0.648863 0.523628 0.069 Uiso 1 1 calc R U . . .
F6 F 0.1806(7) 0.7673(5) 0.6381(4) 0.193(4) Uani 1 1 d . . . . .
C31 C 0.7175(6) 0.4819(5) 0.5206(2) 0.0598(18) Uani 1 1 d . . . . .
H31 H 0.775676 0.455642 0.502014 0.072 Uiso 1 1 calc R U . . .
C2 C 0.0570(7) 0.2907(6) 0.5698(3) 0.070(2) Uani 1 1 d . . . . .
C14 C 0.3670(6) -0.0539(5) 0.4901(2) 0.0536(17) Uani 1 1 d . . . . .
H14 H 0.384787 -0.066581 0.459532 0.064 Uiso 1 1 calc R U . . .
C25 C 0.4774(9) 0.4152(7) 0.7612(3) 0.095(3) Uani 1 1 d . . . . .
H25A H 0.453138 0.481300 0.759082 0.143 Uiso 1 1 calc R U . . .
H25B H 0.505470 0.400976 0.792490 0.143 Uiso 1 1 calc R U . . .
H25C H 0.409260 0.374782 0.752644 0.143 Uiso 1 1 calc R U . . .
C28 C 0.7769(7) 0.2402(6) 0.6583(3) 0.070(2) Uani 1 1 d . . . . .
H28A H 0.720843 0.189534 0.649965 0.106 Uiso 1 1 calc R U . . .
H28B H 0.840918 0.215430 0.678725 0.106 Uiso 1 1 calc R U . . .
H28C H 0.810950 0.265478 0.630871 0.106 Uiso 1 1 calc R U . . .
F4 F 0.0914(7) 0.6530(8) 0.6061(3) 0.189(4) Uani 1 1 d . . . . .
C29 C 0.5394(8) 0.2161(6) 0.7187(3) 0.073(2) Uani 1 1 d . . . . .
H29A H 0.453441 0.226126 0.713849 0.110 Uiso 1 1 calc R U . . .
H29B H 0.557188 0.196093 0.750123 0.110 Uiso 1 1 calc R U . . .
H29C H 0.565398 0.167235 0.697869 0.110 Uiso 1 1 calc R U . . .
C4 C 0.0258(8) 0.1316(6) 0.5854(4) 0.080(3) Uani 1 1 d . . . . .
C3 C -0.0046(7) 0.2054(8) 0.5542(3) 0.079(3) Uani 1 1 d . . . . .
C38 C 0.1738(11) 0.6755(8) 0.6406(4) 0.101(3) Uani 1 1 d . . . . .
C26 C 0.6787(11) 0.5674(6) 0.7330(3) 0.107(4) Uani 1 1 d . . . . .
H26A H 0.735687 0.602467 0.715324 0.161 Uiso 1 1 calc R U . . .
H26B H 0.706123 0.566799 0.765047 0.161 Uiso 1 1 calc R U . . .
H26C H 0.600348 0.597654 0.729818 0.161 Uiso 1 1 calc R U . . .
C27 C 0.8607(7) 0.4579(7) 0.6672(3) 0.088(3) Uani 1 1 d . . . . .
H27A H 0.895442 0.412205 0.646764 0.132 Uiso 1 1 calc R U . . .
H27B H 0.919014 0.473492 0.691875 0.132 Uiso 1 1 calc R U . . .
H27C H 0.838837 0.515152 0.650207 0.132 Uiso 1 1 calc R U . . .
C6 C 0.1873(8) 0.3393(8) 0.6426(4) 0.119(4) Uani 1 1 d . . . . .
H6A H 0.249996 0.307331 0.661054 0.179 Uiso 1 1 calc R U . . .
H6B H 0.131622 0.369675 0.662667 0.179 Uiso 1 1 calc R U . . .
H6C H 0.223197 0.387050 0.623576 0.179 Uiso 1 1 calc R U . . .
Cl1 Cl 0.1252(4) 0.4695(4) 0.76884(17) 0.193(2) Uani 1 1 d . . . . .
Cl2 Cl 0.0105(6) 0.2890(3) 0.75719(16) 0.212(2) Uani 1 1 d . . . . .
C39 C 0.0454(16) 0.3724(12) 0.7933(4) 0.186(8) Uani 1 1 d . . . . .
H39A H 0.095223 0.345523 0.818739 0.223 Uiso 1 1 calc R U . . .
H39B H -0.028565 0.396915 0.805985 0.223 Uiso 1 1 calc R U . . .
C9 C -0.0191(12) 0.0292(8) 0.5857(5) 0.175(7) Uani 1 1 d . . . . .
H9A H -0.037292 0.008521 0.554364 0.262 Uiso 1 1 calc R U . . .
H9B H -0.091329 0.025495 0.602954 0.262 Uiso 1 1 calc R U . . .
H9C H 0.042621 -0.011421 0.599799 0.262 Uiso 1 1 calc R U . . .
C10 C 0.1541(11) 0.1207(9) 0.6653(3) 0.129(5) Uani 1 1 d . . . . .
H10A H 0.154178 0.052505 0.660340 0.194 Uiso 1 1 calc R U . . .
H10B H 0.103746 0.135822 0.690492 0.194 Uiso 1 1 calc R U . . .
H10C H 0.235728 0.142194 0.672566 0.194 Uiso 1 1 calc R U . . .
C7 C 0.0431(10) 0.3876(7) 0.5478(4) 0.131(5) Uani 1 1 d . . . . .
H7A H 0.111238 0.427226 0.557356 0.196 Uiso 1 1 calc R U . . .
H7B H -0.030665 0.416935 0.557208 0.196 Uiso 1 1 calc R U . . .
H7C H 0.039917 0.380935 0.514630 0.196 Uiso 1 1 calc R U . . .
C8 C -0.0906(9) 0.1957(11) 0.5130(4) 0.146(6) Uani 1 1 d . . . . .
H8A H -0.066438 0.238317 0.488925 0.219 Uiso 1 1 calc R U . . .
H8B H -0.171331 0.211953 0.521520 0.219 Uiso 1 1 calc R U . . .
H8C H -0.089620 0.130726 0.501888 0.219 Uiso 1 1 calc R U . . .
F2 F 0.1635(7) 0.2986(6) 0.3548(2) 0.170(4) Uani 1 1 d . . . . .
F3 F 0.3429(6) 0.2531(6) 0.3509(2) 0.142(3) Uani 1 1 d . . . . .
C19 C 0.2335(9) 0.2263(7) 0.3628(3) 0.079(2) Uani 1 1 d . . . . .
F1 F 0.2094(9) 0.1645(5) 0.33102(19) 0.160(3) 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
Ir2 O2 2.123(4) . ?
Ir2 N4 2.120(5) . ?
Ir2 N5 2.079(5) . ?
Ir2 C23 2.171(6) . ?
Ir2 C22 2.138(6) . ?
Ir2 C24 2.197(6) . ?
Ir2 C21 2.129(6) . ?
Ir2 C20 2.163(6) . ?
Ir1 O1 2.127(4) . ?
Ir1 N2 2.058(5) . ?
Ir1 N1 2.123(5) . ?
Ir1 C5 2.169(7) . ?
Ir1 C1 2.199(7) . ?
Ir1 C2 2.142(7) . ?
Ir1 C4 2.131(7) . ?
Ir1 C3 2.134(8) . ?
S1 O1 1.498(4) . ?
S1 O2 1.500(4) . ?
S1 O3 1.439(5) . ?
S1 O4 1.440(5) . ?
N4 C34 1.338(7) . ?
N4 C30 1.342(8) . ?
N2 C16 1.355(7) . ?
N2 C17 1.350(8) . ?
N5 C35 1.345(8) . ?
N5 C36 1.358(8) . ?
N1 C15 1.348(7) . ?
N1 C11 1.335(8) . ?
N3 C16 1.334(8) . ?
N3 C18 1.368(8) . ?
C23 C22 1.423(9) . ?
C23 C24 1.445(9) . ?
C23 C28 1.497(9) . ?
C34 C35 1.450(9) . ?
C34 C33 1.398(9) . ?
C16 C15 1.428(8) . ?
O5 H5A 0.8497 . ?
O5 H5B 0.8501 . ?
C15 C14 1.384(9) . ?
C22 C21 1.412(10) . ?
C22 C27 1.495(10) . ?
C35 N6 1.328(8) . ?
C30 H30 0.9300 . ?
C30 C31 1.357(9) . ?
N6 C37 1.369(9) . ?
C12 H12 0.9300 . ?
C12 C13 1.371(10) . ?
C12 C11 1.381(10) . ?
C18 C17 1.368(9) . ?
C18 C19 1.453(10) . ?
C24 C20 1.409(9) . ?
C24 C29 1.496(9) . ?
C13 H13 0.9300 . ?
C13 C14 1.389(9) . ?
F5 C38 1.267(11) . ?
C11 H11 0.9300 . ?
C36 H36 0.9300 . ?
C36 C37 1.367(10) . ?
C21 C20 1.463(10) . ?
C21 C26 1.507(10) . ?
C5 C1 1.400(11) . ?
C5 C4 1.439(12) . ?
C5 C10 1.503(12) . ?
C20 C25 1.489(11) . ?
C17 H17 0.9300 . ?
C1 C2 1.427(11) . ?
C1 C6 1.488(11) . ?
C37 C38 1.477(11) . ?
C32 H32 0.9300 . ?
C32 C33 1.358(10) . ?
C32 C31 1.384(10) . ?
C33 H33 0.9300 . ?
F6 C38 1.283(12) . ?
C31 H31 0.9300 . ?
C2 C3 1.429(12) . ?
C2 C7 1.496(12) . ?
C14 H14 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
F4 C38 1.351(14) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C4 C3 1.397(13) . ?
C4 C9 1.509(12) . ?
C3 C8 1.490(12) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
Cl1 C39 1.776(14) . ?
Cl2 C39 1.595(13) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
F2 C19 1.282(10) . ?
F3 C19 1.322(11) . ?
C19 F1 1.276(10) . ?

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
O2 Ir2 C23 110.3(2) . . ?
O2 Ir2 C22 146.0(2) . . ?
O2 Ir2 C24 100.1(2) . . ?
O2 Ir2 C21 161.4(2) . . ?
O2 Ir2 C20 121.5(3) . . ?
N4 Ir2 O2 80.74(17) . . ?
N4 Ir2 C23 113.1(2) . . ?
N4 Ir2 C22 98.7(2) . . ?
N4 Ir2 C24 150.5(2) . . ?
N4 Ir2 C21 117.9(3) . . ?
N4 Ir2 C20 157.5(3) . . ?
N5 Ir2 O2 80.80(17) . . ?
N5 Ir2 N4 76.04(19) . . ?
N5 Ir2 C23 166.2(2) . . ?
N5 Ir2 C22 132.4(2) . . ?
N5 Ir2 C24 133.4(2) . . ?
N5 Ir2 C21 101.7(2) . . ?
N5 Ir2 C20 102.6(2) . . ?
C23 Ir2 C24 38.6(2) . . ?
C22 Ir2 C23 38.6(2) . . ?
C22 Ir2 C24 64.2(3) . . ?
C22 Ir2 C20 65.2(3) . . ?
C21 Ir2 C23 65.1(3) . . ?
C21 Ir2 C22 38.6(3) . . ?
C21 Ir2 C24 64.6(3) . . ?
C21 Ir2 C20 39.8(3) . . ?
C20 Ir2 C23 64.8(3) . . ?
C20 Ir2 C24 37.7(3) . . ?
O1 Ir1 C5 120.8(3) . . ?
O1 Ir1 C1 100.8(2) . . ?
O1 Ir1 C2 111.8(3) . . ?
O1 Ir1 C4 159.9(3) . . ?
O1 Ir1 C3 148.5(3) . . ?
N2 Ir1 O1 78.56(17) . . ?
N2 Ir1 N1 76.47(19) . . ?
N2 Ir1 C5 160.5(3) . . ?
N2 Ir1 C1 144.4(3) . . ?
N2 Ir1 C2 108.3(3) . . ?
N2 Ir1 C4 121.6(3) . . ?
N2 Ir1 C3 97.9(3) . . ?
N1 Ir1 O1 82.28(18) . . ?
N1 Ir1 C5 106.5(3) . . ?
N1 Ir1 C1 139.1(3) . . ?
N1 Ir1 C2 165.6(3) . . ?
N1 Ir1 C4 101.0(3) . . ?
N1 Ir1 C3 127.8(3) . . ?
C5 Ir1 C1 37.4(3) . . ?
C2 Ir1 C5 64.4(3) . . ?
C2 Ir1 C1 38.3(3) . . ?
C4 Ir1 C5 39.1(3) . . ?
C4 Ir1 C1 63.7(3) . . ?
C4 Ir1 C2 64.8(3) . . ?
C4 Ir1 C3 38.2(3) . . ?
C3 Ir1 C5 64.7(3) . . ?
C3 Ir1 C1 64.0(3) . . ?
C3 Ir1 C2 39.0(3) . . ?
O1 S1 O2 104.3(2) . . ?
O3 S1 O1 108.3(3) . . ?
O3 S1 O2 110.5(3) . . ?
O3 S1 O4 113.7(3) . . ?
O4 S1 O1 109.4(3) . . ?
O4 S1 O2 110.1(3) . . ?
S1 O1 Ir1 127.6(2) . . ?
S1 O2 Ir2 126.4(2) . . ?
C34 N4 Ir2 117.0(4) . . ?
C34 N4 C30 118.2(5) . . ?
C30 N4 Ir2 124.7(4) . . ?
C16 N2 Ir1 116.4(4) . . ?
C17 N2 Ir1 138.2(4) . . ?
C17 N2 C16 105.2(5) . . ?
C35 N5 Ir2 116.7(4) . . ?
C35 N5 C36 104.8(5) . . ?
C36 N5 Ir2 138.3(5) . . ?
C15 N1 Ir1 116.2(4) . . ?
C11 N1 Ir1 125.2(4) . . ?
C11 N1 C15 118.6(6) . . ?
C16 N3 C18 103.1(5) . . ?
C22 C23 Ir2 69.4(4) . . ?
C22 C23 C24 106.9(6) . . ?
C22 C23 C28 126.1(7) . . ?
C24 C23 Ir2 71.7(4) . . ?
C24 C23 C28 126.6(6) . . ?
C28 C23 Ir2 129.2(5) . . ?
N4 C34 C35 113.7(6) . . ?
N4 C34 C33 121.4(6) . . ?
C33 C34 C35 124.8(6) . . ?
N2 C16 C15 117.0(5) . . ?
N3 C16 N2 113.8(6) . . ?
N3 C16 C15 129.3(6) . . ?
H5A O5 H5B 104.5 . . ?
N1 C15 C16 113.8(5) . . ?
N1 C15 C14 121.6(6) . . ?
C14 C15 C16 124.6(6) . . ?
C23 C22 Ir2 72.0(4) . . ?
C23 C22 C27 125.5(7) . . ?
C21 C22 Ir2 70.3(4) . . ?
C21 C22 C23 109.4(6) . . ?
C21 C22 C27 125.0(7) . . ?
C27 C22 Ir2 126.0(5) . . ?
N5 C35 C34 116.5(5) . . ?
N6 C35 N5 115.3(6) . . ?
N6 C35 C34 128.0(6) . . ?
N4 C30 H30 118.6 . . ?
N4 C30 C31 122.7(6) . . ?
C31 C30 H30 118.6 . . ?
C35 N6 C37 101.7(6) . . ?
C13 C12 H12 120.1 . . ?
C13 C12 C11 119.8(7) . . ?
C11 C12 H12 120.1 . . ?
N3 C18 C17 110.5(6) . . ?
N3 C18 C19 121.0(7) . . ?
C17 C18 C19 128.4(7) . . ?
C23 C24 Ir2 69.7(3) . . ?
C23 C24 C29 126.4(6) . . ?
C20 C24 Ir2 69.8(4) . . ?
C20 C24 C23 108.9(6) . . ?
C20 C24 C29 124.5(7) . . ?
C29 C24 Ir2 129.5(5) . . ?
C12 C13 H13 120.9 . . ?
C12 C13 C14 118.1(7) . . ?
C14 C13 H13 120.9 . . ?
N1 C11 C12 122.3(6) . . ?
N1 C11 H11 118.8 . . ?
C12 C11 H11 118.8 . . ?
N5 C36 H36 126.7 . . ?
N5 C36 C37 106.5(6) . . ?
C37 C36 H36 126.7 . . ?
C22 C21 Ir2 71.0(4) . . ?
C22 C21 C20 107.4(6) . . ?
C22 C21 C26 128.6(8) . . ?
C20 C21 Ir2 71.3(4) . . ?
C20 C21 C26 123.7(8) . . ?
C26 C21 Ir2 127.9(6) . . ?
C1 C5 Ir1 72.5(4) . . ?
C1 C5 C4 107.3(8) . . ?
C1 C5 C10 124.3(10) . . ?
C4 C5 Ir1 69.0(4) . . ?
C4 C5 C10 128.1(9) . . ?
C10 C5 Ir1 128.5(6) . . ?
C24 C20 Ir2 72.5(4) . . ?
C24 C20 C21 107.3(6) . . ?
C24 C20 C25 125.4(8) . . ?
C21 C20 Ir2 68.8(4) . . ?
C21 C20 C25 127.1(7) . . ?
C25 C20 Ir2 127.2(6) . . ?
N2 C17 C18 107.4(6) . . ?
N2 C17 H17 126.3 . . ?
C18 C17 H17 126.3 . . ?
C5 C1 Ir1 70.2(4) . . ?
C5 C1 C2 108.9(7) . . ?
C5 C1 C6 126.7(10) . . ?
C2 C1 Ir1 68.7(4) . . ?
C2 C1 C6 124.3(9) . . ?
C6 C1 Ir1 129.1(5) . . ?
N6 C37 C38 120.8(7) . . ?
C36 C37 N6 111.6(6) . . ?
C36 C37 C38 127.5(8) . . ?
C33 C32 H32 120.7 . . ?
C33 C32 C31 118.6(6) . . ?
C31 C32 H32 120.7 . . ?
C34 C33 H33 120.3 . . ?
C32 C33 C34 119.5(6) . . ?
C32 C33 H33 120.3 . . ?
C30 C31 C32 119.4(7) . . ?
C30 C31 H31 120.3 . . ?
C32 C31 H31 120.3 . . ?
C1 C2 Ir1 73.0(4) . . ?
C1 C2 C3 107.1(7) . . ?
C1 C2 C7 127.1(9) . . ?
C3 C2 Ir1 70.2(5) . . ?
C3 C2 C7 125.4(10) . . ?
C7 C2 Ir1 127.8(5) . . ?
C15 C14 C13 119.6(6) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C23 C28 H28A 109.5 . . ?
C23 C28 H28B 109.5 . . ?
C23 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C24 C29 H29A 109.5 . . ?
C24 C29 H29B 109.5 . . ?
C24 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C5 C4 Ir1 71.9(4) . . ?
C5 C4 C9 122.5(11) . . ?
C3 C4 Ir1 71.0(4) . . ?
C3 C4 C5 108.5(7) . . ?
C3 C4 C9 128.9(11) . . ?
C9 C4 Ir1 126.1(6) . . ?
C2 C3 Ir1 70.8(4) . . ?
C2 C3 C8 126.8(11) . . ?
C4 C3 Ir1 70.7(5) . . ?
C4 C3 C2 108.2(8) . . ?
C4 C3 C8 124.9(10) . . ?
C8 C3 Ir1 126.0(6) . . ?
F5 C38 C37 113.2(9) . . ?
F5 C38 F6 107.9(10) . . ?
F5 C38 F4 104.5(11) . . ?
F6 C38 C37 115.8(10) . . ?
F6 C38 F4 103.1(10) . . ?
F4 C38 C37 111.1(9) . . ?
C21 C26 H26A 109.5 . . ?
C21 C26 H26B 109.5 . . ?
C21 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C22 C27 H27A 109.5 . . ?
C22 C27 H27B 109.5 . . ?
C22 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
Cl1 C39 H39A 108.8 . . ?
Cl1 C39 H39B 108.8 . . ?
Cl2 C39 Cl1 113.7(7) . . ?
Cl2 C39 H39A 108.8 . . ?
Cl2 C39 H39B 108.8 . . ?
H39A C39 H39B 107.7 . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
F2 C19 C18 113.4(8) . . ?
F2 C19 F3 106.1(9) . . ?
F3 C19 C18 113.2(8) . . ?
F1 C19 C18 116.2(8) . . ?
F1 C19 F2 107.3(9) . . ?
F1 C19 F3 99.4(8) . . ?

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
Ir2 N4 C34 C35 -4.0(7) . . . . ?
Ir2 N4 C34 C33 -179.9(5) . . . . ?
Ir2 N4 C30 C31 178.4(5) . . . . ?
Ir2 N5 C35 C34 -0.2(7) . . . . ?
Ir2 N5 C35 N6 175.0(5) . . . . ?
Ir2 N5 C36 C37 -173.7(5) . . . . ?
Ir2 C23 C22 C21 60.7(5) . . . . ?
Ir2 C23 C22 C27 -121.8(7) . . . . ?
Ir2 C23 C24 C20 -59.0(5) . . . . ?
Ir2 C23 C24 C29 124.7(6) . . . . ?
Ir2 C22 C21 C20 62.4(5) . . . . ?
Ir2 C22 C21 C26 -123.8(8) . . . . ?
Ir2 C24 C20 C21 -60.3(4) . . . . ?
Ir2 C24 C20 C25 123.6(8) . . . . ?
Ir2 C21 C20 C24 62.7(5) . . . . ?
Ir2 C21 C20 C25 -121.3(8) . . . . ?
Ir1 N2 C16 N3 -175.6(4) . . . . ?
Ir1 N2 C16 C15 4.6(7) . . . . ?
Ir1 N2 C17 C18 173.5(5) . . . . ?
Ir1 N1 C15 C16 -0.1(6) . . . . ?
Ir1 N1 C15 C14 -179.1(5) . . . . ?
Ir1 N1 C11 C12 179.1(5) . . . . ?
Ir1 C5 C1 C2 57.9(5) . . . . ?
Ir1 C5 C1 C6 -124.5(7) . . . . ?
Ir1 C5 C4 C3 -62.0(5) . . . . ?
Ir1 C5 C4 C9 121.8(8) . . . . ?
Ir1 C1 C2 C3 62.3(5) . . . . ?
Ir1 C1 C2 C7 -124.9(8) . . . . ?
Ir1 C2 C3 C4 61.2(6) . . . . ?
Ir1 C2 C3 C8 -121.2(9) . . . . ?
Ir1 C4 C3 C2 -61.2(5) . . . . ?
Ir1 C4 C3 C8 121.1(9) . . . . ?
O1 S1 O2 Ir2 -162.2(3) . . . . ?
O2 S1 O1 Ir1 -88.9(3) . . . . ?
N4 C34 C35 N5 2.7(8) . . . . ?
N4 C34 C35 N6 -171.7(6) . . . . ?
N4 C34 C33 C32 1.2(10) . . . . ?
N4 C30 C31 C32 1.5(11) . . . . ?
O3 S1 O1 Ir1 153.4(3) . . . . ?
O3 S1 O2 Ir2 -46.0(4) . . . . ?
N2 C16 C15 N1 -2.9(8) . . . . ?
N2 C16 C15 C14 176.0(6) . . . . ?
N5 C35 N6 C37 0.7(8) . . . . ?
N5 C36 C37 N6 -0.6(9) . . . . ?
N5 C36 C37 C38 176.2(9) . . . . ?
N1 C15 C14 C13 -0.8(10) . . . . ?
N3 C16 C15 N1 177.4(6) . . . . ?
N3 C16 C15 C14 -3.8(10) . . . . ?
N3 C18 C17 N2 0.4(8) . . . . ?
N3 C18 C19 F2 170.6(8) . . . . ?
N3 C18 C19 F3 -68.5(11) . . . . ?
N3 C18 C19 F1 45.6(12) . . . . ?
O4 S1 O1 Ir1 28.9(4) . . . . ?
O4 S1 O2 Ir2 80.5(4) . . . . ?
C23 C22 C21 Ir2 -61.7(5) . . . . ?
C23 C22 C21 C20 0.7(8) . . . . ?
C23 C22 C21 C26 174.5(7) . . . . ?
C23 C24 C20 Ir2 58.9(4) . . . . ?
C23 C24 C20 C21 -1.4(7) . . . . ?
C23 C24 C20 C25 -177.5(7) . . . . ?
C34 N4 C30 C31 1.2(10) . . . . ?
C34 C35 N6 C37 175.1(7) . . . . ?
C16 N2 C17 C18 0.0(7) . . . . ?
C16 N3 C18 C17 -0.6(7) . . . . ?
C16 N3 C18 C19 177.5(7) . . . . ?
C16 C15 C14 C13 -179.6(6) . . . . ?
C15 N1 C11 C12 -3.0(10) . . . . ?
C22 C23 C24 Ir2 60.8(4) . . . . ?
C22 C23 C24 C20 1.9(7) . . . . ?
C22 C23 C24 C29 -174.4(6) . . . . ?
C22 C21 C20 Ir2 -62.2(5) . . . . ?
C22 C21 C20 C24 0.4(7) . . . . ?
C22 C21 C20 C25 176.4(7) . . . . ?
C35 N5 C36 C37 0.9(7) . . . . ?
C35 C34 C33 C32 -174.3(7) . . . . ?
C35 N6 C37 C36 0.0(8) . . . . ?
C35 N6 C37 C38 -177.0(9) . . . . ?
C30 N4 C34 C35 173.4(6) . . . . ?
C30 N4 C34 C33 -2.6(9) . . . . ?
N6 C37 C38 F5 -179.9(10) . . . . ?
N6 C37 C38 F6 -54.5(15) . . . . ?
N6 C37 C38 F4 62.8(13) . . . . ?
C12 C13 C14 C15 -1.1(10) . . . . ?
C18 N3 C16 N2 0.7(7) . . . . ?
C18 N3 C16 C15 -179.6(6) . . . . ?
C24 C23 C22 Ir2 -62.3(4) . . . . ?
C24 C23 C22 C21 -1.6(7) . . . . ?
C24 C23 C22 C27 175.9(6) . . . . ?
C13 C12 C11 N1 1.1(12) . . . . ?
C11 N1 C15 C16 -178.3(6) . . . . ?
C11 N1 C15 C14 2.8(9) . . . . ?
C11 C12 C13 C14 1.0(11) . . . . ?
C36 N5 C35 C34 -176.1(6) . . . . ?
C36 N5 C35 N6 -1.0(8) . . . . ?
C36 C37 C38 F5 3.6(17) . . . . ?
C36 C37 C38 F6 129.1(11) . . . . ?
C36 C37 C38 F4 -113.7(11) . . . . ?
C5 C1 C2 Ir1 -58.8(5) . . . . ?
C5 C1 C2 C3 3.5(8) . . . . ?
C5 C1 C2 C7 176.3(7) . . . . ?
C5 C4 C3 Ir1 62.5(5) . . . . ?
C5 C4 C3 C2 1.3(9) . . . . ?
C5 C4 C3 C8 -176.4(8) . . . . ?
C17 N2 C16 N3 -0.5(7) . . . . ?
C17 N2 C16 C15 179.7(5) . . . . ?
C17 C18 C19 F2 -11.7(14) . . . . ?
C17 C18 C19 F3 109.2(10) . . . . ?
C17 C18 C19 F1 -136.7(9) . . . . ?
C1 C5 C4 Ir1 62.8(5) . . . . ?
C1 C5 C4 C3 0.8(9) . . . . ?
C1 C5 C4 C9 -175.4(8) . . . . ?
C1 C2 C3 Ir1 -64.1(5) . . . . ?
C1 C2 C3 C4 -3.0(8) . . . . ?
C1 C2 C3 C8 174.7(8) . . . . ?
C33 C34 C35 N5 178.5(6) . . . . ?
C33 C34 C35 N6 4.2(11) . . . . ?
C33 C32 C31 C30 -2.8(11) . . . . ?
C31 C32 C33 C34 1.5(11) . . . . ?
C28 C23 C22 Ir2 124.1(7) . . . . ?
C28 C23 C22 C21 -175.2(6) . . . . ?
C28 C23 C22 C27 2.3(11) . . . . ?
C28 C23 C24 Ir2 -125.6(7) . . . . ?
C28 C23 C24 C20 175.4(6) . . . . ?
C28 C23 C24 C29 -0.9(11) . . . . ?
C29 C24 C20 Ir2 -124.7(6) . . . . ?
C29 C24 C20 C21 174.9(6) . . . . ?
C29 C24 C20 C25 -1.1(11) . . . . ?
C4 C5 C1 Ir1 -60.6(5) . . . . ?
C4 C5 C1 C2 -2.7(8) . . . . ?
C4 C5 C1 C6 174.9(7) . . . . ?
C26 C21 C20 Ir2 123.6(7) . . . . ?
C26 C21 C20 C24 -173.7(7) . . . . ?
C26 C21 C20 C25 2.3(12) . . . . ?
C27 C22 C21 Ir2 120.8(7) . . . . ?
C27 C22 C21 C20 -176.8(6) . . . . ?
C27 C22 C21 C26 -3.0(12) . . . . ?
C6 C1 C2 Ir1 123.5(7) . . . . ?
C6 C1 C2 C3 -174.2(7) . . . . ?
C6 C1 C2 C7 -1.4(12) . . . . ?
C9 C4 C3 Ir1 -121.6(9) . . . . ?
C9 C4 C3 C2 177.2(8) . . . . ?
C9 C4 C3 C8 -0.5(15) . . . . ?
C10 C5 C1 Ir1 125.1(8) . . . . ?
C10 C5 C1 C2 -177.1(7) . . . . ?
C10 C5 C1 C6 0.6(12) . . . . ?
C10 C5 C4 Ir1 -123.1(8) . . . . ?
C10 C5 C4 C3 174.9(8) . . . . ?
C10 C5 C4 C9 -1.3(13) . . . . ?
C7 C2 C3 Ir1 122.9(8) . . . . ?
C7 C2 C3 C4 -176.0(7) . . . . ?
C7 C2 C3 C8 1.7(13) . . . . ?
C19 C18 C17 N2 -177.6(8) . . . . ?

_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_1_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2270073'
loop_
_audit_author_name
_audit_author_address
'Trifluoromethyl pyrazole iridium chloride'
;central south university
China
;
_audit_update_record             
;
2023-06-15 deposited with the CCDC.	2024-07-26 downloaded from the CCDC.
;
_audit_creation_date             2023-05-05
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H20 Cl F3 Ir N3'
_chemical_formula_sum            'C19 H20 Cl F3 Ir N3'
_chemical_formula_weight         575.03
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   15.9215(16)
_cell_length_b                   7.5835(8)
_cell_length_c                   15.8947(15)
_cell_angle_alpha                90
_cell_angle_beta                 93.004(3)
_cell_angle_gamma                90
_cell_volume                     1916.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9984
_cell_measurement_temperature    294.7
_cell_measurement_theta_max      35.55
_cell_measurement_theta_min      2.98
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    7.143
_exptl_absorpt_correction_T_max  0.7477
_exptl_absorpt_correction_T_min  0.3273
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1501 before and 0.0602 after correction.
The Ratio of minimum to maximum transmission is 0.4377.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.993
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0491
_diffrn_reflns_av_unetI/netI     0.0536
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.927
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            33828
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.927
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         38.908
_diffrn_reflns_theta_min         2.976
_diffrn_ambient_temperature      294.7
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.927
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           40.0
_diffrn_source_power             1.8
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7503
_reflns_number_total             10266
_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 V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 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    'XS  (Sheldrick, 2008)'
_refine_diff_density_max         1.778
_refine_diff_density_min         -1.692
_refine_diff_density_rms         0.197
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     249
_refine_ls_number_reflns         10266
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0389
_refine_ls_restrained_S_all      1.021
_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)+(0.0380P)²+1.9455P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0841
_refine_ls_wR_factor_ref         0.0951
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C14(H14), C17(H17), C13(H13)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C8(H8A,H8B,H8C),
 C6(H6A,H6B,H6C)
;
_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 0.20427(2) 0.54770(2) 0.41315(2) 0.02543(4) Uani 1 1 d . . . . .
Cl1 Cl 0.11951(7) 0.28672(13) 0.39234(7) 0.0469(2) Uani 1 1 d . . . . .
N2 N 0.31231(18) 0.3974(4) 0.42131(18) 0.0325(6) Uani 1 1 d . . . . .
N1 N 0.21565(18) 0.4678(3) 0.54138(17) 0.0289(5) Uani 1 1 d . . . . .
C3 C 0.1366(2) 0.6904(5) 0.3124(2) 0.0321(6) Uani 1 1 d . . . . .
N3 N 0.36835(19) 0.3654(4) 0.36302(19) 0.0359(6) Uani 1 1 d . . . . .
C2 C 0.2245(2) 0.7021(5) 0.3026(2) 0.0320(6) Uani 1 1 d . . . . .
C4 C 0.1178(2) 0.7661(5) 0.3922(2) 0.0354(7) Uani 1 1 d . . . . .
C15 C 0.2869(2) 0.3775(5) 0.5654(2) 0.0321(6) Uani 1 1 d . . . . .
C5 C 0.1964(2) 0.8293(5) 0.4301(2) 0.0361(7) Uani 1 1 d . . . . .
C1 C 0.2620(2) 0.7890(5) 0.3759(2) 0.0354(7) Uani 1 1 d . . . . .
C16 C 0.3417(2) 0.3468(5) 0.4984(2) 0.0326(6) Uani 1 1 d . . . . .
C11 C 0.1581(3) 0.4949(6) 0.5982(2) 0.0378(7) Uani 1 1 d . . . . .
H11 H 0.109127 0.555122 0.581483 0.045 Uiso 1 1 calc R U . . .
C12 C 0.1678(3) 0.4381(5) 0.6801(2) 0.0432(9) Uani 1 1 d . . . . .
H12 H 0.126032 0.459115 0.717609 0.052 Uiso 1 1 calc R U . . .
C14 C 0.3005(3) 0.3180(5) 0.6481(2) 0.0426(8) Uani 1 1 d . . . . .
H14 H 0.349688 0.257656 0.664022 0.051 Uiso 1 1 calc R U . . .
C17 C 0.4216(2) 0.2749(5) 0.4912(3) 0.0401(8) Uani 1 1 d . . . . .
H17 H 0.457533 0.227545 0.533415 0.048 Uiso 1 1 calc R U . . .
F1 F 0.4949(3) 0.1964(11) 0.2843(3) 0.157(3) Uani 1 1 d . . . . .
C18 C 0.4345(2) 0.2911(5) 0.4064(3) 0.0382(7) Uani 1 1 d . . . . .
C13 C 0.2406(3) 0.3491(6) 0.7064(2) 0.0468(9) Uani 1 1 d . . . . .
H13 H 0.248889 0.311218 0.761879 0.056 Uiso 1 1 calc R U . . .
C7 C 0.2717(3) 0.6448(6) 0.2287(2) 0.0485(10) Uani 1 1 d . . . . .
H7A H 0.323603 0.590170 0.248033 0.073 Uiso 1 1 calc R U . . .
H7B H 0.283519 0.745457 0.194639 0.073 Uiso 1 1 calc R U . . .
H7C H 0.238412 0.561785 0.195790 0.073 Uiso 1 1 calc R U . . .
C19 C 0.5096(3) 0.2421(7) 0.3598(3) 0.0496(10) Uani 1 1 d . . . . .
C9 C 0.0324(3) 0.7980(7) 0.4245(4) 0.0598(13) Uani 1 1 d . . . . .
H9A H -0.006839 0.714708 0.399396 0.090 Uiso 1 1 calc R U . . .
H9B H 0.014398 0.915554 0.410199 0.090 Uiso 1 1 calc R U . . .
H9C H 0.034828 0.784134 0.484609 0.090 Uiso 1 1 calc R U . . .
C10 C 0.2066(4) 0.9235(6) 0.5127(3) 0.0580(13) Uani 1 1 d . . . . .
H10A H 0.167703 0.876141 0.550955 0.087 Uiso 1 1 calc R U . . .
H10B H 0.195627 1.046869 0.504334 0.087 Uiso 1 1 calc R U . . .
H10C H 0.263035 0.907856 0.535836 0.087 Uiso 1 1 calc R U . . .
C8 C 0.0736(3) 0.6107(7) 0.2500(3) 0.0518(11) Uani 1 1 d . . . . .
H8A H 0.101350 0.528018 0.215087 0.078 Uiso 1 1 calc R U . . .
H8B H 0.048323 0.702178 0.215403 0.078 Uiso 1 1 calc R U . . .
H8C H 0.030853 0.551030 0.279461 0.078 Uiso 1 1 calc R U . . .
F2 F 0.5631(3) 0.3593(8) 0.3567(5) 0.204(4) Uani 1 1 d . . . . .
F3 F 0.5481(4) 0.1095(9) 0.3906(4) 0.178(3) Uani 1 1 d . . . . .
C6 C 0.3535(3) 0.8374(8) 0.3877(4) 0.0626(14) Uani 1 1 d . . . . .
H6A H 0.366828 0.863272 0.445986 0.094 Uiso 1 1 calc R U . . .
H6B H 0.364703 0.939238 0.354171 0.094 Uiso 1 1 calc R U . . .
H6C H 0.387435 0.740574 0.370414 0.094 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 Cl1 2.4085(10) . ?
Ir1 N2 2.062(3) . ?
Ir1 N1 2.125(3) . ?
Ir1 C3 2.172(3) . ?
Ir1 C2 2.150(3) . ?
Ir1 C4 2.169(3) . ?
Ir1 C5 2.157(4) . ?
Ir1 C1 2.145(3) . ?
N2 N3 1.342(4) . ?
N2 C16 1.344(4) . ?
N1 C15 1.362(4) . ?
N1 C11 1.336(5) . ?
C3 C2 1.420(5) . ?
C3 C4 1.438(5) . ?
C3 C8 1.500(5) . ?
N3 C18 1.352(5) . ?
C2 C1 1.440(5) . ?
C2 C7 1.493(5) . ?
C4 C5 1.443(5) . ?
C4 C9 1.498(6) . ?
C15 C16 1.431(5) . ?
C15 C14 1.396(5) . ?
C5 C1 1.421(5) . ?
C5 C10 1.496(5) . ?
C1 C6 1.505(6) . ?
C16 C17 1.395(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.373(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.386(6) . ?
C14 H14 0.9300 . ?
C14 C13 1.385(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.380(6) . ?
F1 C19 1.260(6) . ?
C18 C19 1.485(6) . ?
C13 H13 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C19 F2 1.234(6) . ?
C19 F3 1.263(6) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 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
N2 Ir1 Cl1 90.81(9) . . ?
N2 Ir1 N1 75.70(11) . . ?
N2 Ir1 C3 134.59(13) . . ?
N2 Ir1 C2 101.07(13) . . ?
N2 Ir1 C4 162.33(14) . . ?
N2 Ir1 C5 126.36(13) . . ?
N2 Ir1 C1 96.94(13) . . ?
N1 Ir1 Cl1 85.20(8) . . ?
N1 Ir1 C3 149.71(12) . . ?
N1 Ir1 C2 158.47(12) . . ?
N1 Ir1 C4 112.76(12) . . ?
N1 Ir1 C5 99.49(12) . . ?
N1 Ir1 C1 119.46(12) . . ?
C3 Ir1 Cl1 93.17(9) . . ?
C2 Ir1 Cl1 116.27(10) . . ?
C2 Ir1 C3 38.36(13) . . ?
C2 Ir1 C4 65.14(14) . . ?
C2 Ir1 C5 64.84(14) . . ?
C4 Ir1 Cl1 105.05(11) . . ?
C4 Ir1 C3 38.69(13) . . ?
C5 Ir1 Cl1 142.66(11) . . ?
C5 Ir1 C3 64.48(13) . . ?
C5 Ir1 C4 38.98(14) . . ?
C1 Ir1 Cl1 155.26(10) . . ?
C1 Ir1 C3 64.82(13) . . ?
C1 Ir1 C2 39.17(13) . . ?
C1 Ir1 C4 65.41(14) . . ?
C1 Ir1 C5 38.59(15) . . ?
N3 N2 Ir1 129.8(2) . . ?
N3 N2 C16 111.4(3) . . ?
C16 N2 Ir1 117.7(2) . . ?
C15 N1 Ir1 116.1(2) . . ?
C11 N1 Ir1 125.3(2) . . ?
C11 N1 C15 118.6(3) . . ?
C2 C3 Ir1 69.97(18) . . ?
C2 C3 C4 108.9(3) . . ?
C2 C3 C8 125.6(4) . . ?
C4 C3 Ir1 70.54(18) . . ?
C4 C3 C8 125.5(4) . . ?
C8 C3 Ir1 125.2(3) . . ?
N2 N3 C18 104.6(3) . . ?
C3 C2 Ir1 71.66(19) . . ?
C3 C2 C1 108.0(3) . . ?
C3 C2 C7 127.4(3) . . ?
C1 C2 Ir1 70.26(19) . . ?
C1 C2 C7 124.5(3) . . ?
C7 C2 Ir1 126.0(3) . . ?
C3 C4 Ir1 70.77(19) . . ?
C3 C4 C5 106.6(3) . . ?
C3 C4 C9 127.0(4) . . ?
C5 C4 Ir1 70.06(19) . . ?
C5 C4 C9 125.9(4) . . ?
C9 C4 Ir1 130.6(3) . . ?
N1 C15 C16 113.8(3) . . ?
N1 C15 C14 120.9(3) . . ?
C14 C15 C16 125.3(3) . . ?
C4 C5 Ir1 71.0(2) . . ?
C4 C5 C10 125.2(4) . . ?
C1 C5 Ir1 70.3(2) . . ?
C1 C5 C4 108.9(3) . . ?
C1 C5 C10 125.8(4) . . ?
C10 C5 Ir1 125.3(3) . . ?
C2 C1 Ir1 70.57(19) . . ?
C2 C1 C6 124.7(4) . . ?
C5 C1 Ir1 71.1(2) . . ?
C5 C1 C2 107.6(3) . . ?
C5 C1 C6 127.5(4) . . ?
C6 C1 Ir1 126.8(3) . . ?
N2 C16 C15 115.8(3) . . ?
N2 C16 C17 108.2(3) . . ?
C17 C16 C15 136.0(3) . . ?
N1 C11 H11 118.5 . . ?
N1 C11 C12 123.1(4) . . ?
C12 C11 H11 118.5 . . ?
C11 C12 H12 120.3 . . ?
C11 C12 C13 119.4(4) . . ?
C13 C12 H12 120.3 . . ?
C15 C14 H14 120.1 . . ?
C13 C14 C15 119.7(4) . . ?
C13 C14 H14 120.1 . . ?
C16 C17 H17 128.4 . . ?
C18 C17 C16 103.2(3) . . ?
C18 C17 H17 128.4 . . ?
N3 C18 C17 112.5(3) . . ?
N3 C18 C19 118.4(4) . . ?
C17 C18 C19 129.0(4) . . ?
C12 C13 H13 120.8 . . ?
C14 C13 C12 118.4(3) . . ?
C14 C13 H13 120.8 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
F1 C19 C18 115.4(4) . . ?
F1 C19 F3 102.3(6) . . ?
F2 C19 F1 104.7(6) . . ?
F2 C19 C18 114.6(4) . . ?
F2 C19 F3 105.5(6) . . ?
F3 C19 C18 113.1(4) . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 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 N2 N3 C18 167.7(3) . . . . ?
Ir1 N2 C16 C15 10.2(4) . . . . ?
Ir1 N2 C16 C17 -169.7(2) . . . . ?
Ir1 N1 C15 C16 -1.8(4) . . . . ?
Ir1 N1 C15 C14 -179.6(3) . . . . ?
Ir1 N1 C11 C12 178.9(3) . . . . ?
Ir1 C3 C2 C1 -61.2(2) . . . . ?
Ir1 C3 C2 C7 121.8(4) . . . . ?
Ir1 C3 C4 C5 61.3(2) . . . . ?
Ir1 C3 C4 C9 -126.9(4) . . . . ?
Ir1 C2 C1 C5 -61.9(2) . . . . ?
Ir1 C2 C1 C6 121.9(4) . . . . ?
Ir1 C4 C5 C1 60.3(2) . . . . ?
Ir1 C4 C5 C10 -120.3(4) . . . . ?
Ir1 C5 C1 C2 61.5(2) . . . . ?
Ir1 C5 C1 C6 -122.4(4) . . . . ?
N2 N3 C18 C17 0.1(4) . . . . ?
N2 N3 C18 C19 -178.7(4) . . . . ?
N2 C16 C17 C18 0.7(4) . . . . ?
N1 C15 C16 N2 -5.2(5) . . . . ?
N1 C15 C16 C17 174.6(4) . . . . ?
N1 C15 C14 C13 0.7(6) . . . . ?
N1 C11 C12 C13 0.4(6) . . . . ?
C3 C2 C1 Ir1 62.1(2) . . . . ?
C3 C2 C1 C5 0.2(4) . . . . ?
C3 C2 C1 C6 -176.0(4) . . . . ?
C3 C4 C5 Ir1 -61.7(2) . . . . ?
C3 C4 C5 C1 -1.5(4) . . . . ?
C3 C4 C5 C10 177.9(3) . . . . ?
N3 N2 C16 C15 179.2(3) . . . . ?
N3 N2 C16 C17 -0.6(4) . . . . ?
N3 C18 C19 F1 -31.5(7) . . . . ?
N3 C18 C19 F2 90.2(7) . . . . ?
N3 C18 C19 F3 -148.8(6) . . . . ?
C2 C3 C4 Ir1 -59.7(2) . . . . ?
C2 C3 C4 C5 1.6(4) . . . . ?
C2 C3 C4 C9 173.4(4) . . . . ?
C4 C3 C2 Ir1 60.0(2) . . . . ?
C4 C3 C2 C1 -1.1(4) . . . . ?
C4 C3 C2 C7 -178.2(3) . . . . ?
C4 C5 C1 Ir1 -60.7(2) . . . . ?
C4 C5 C1 C2 0.8(4) . . . . ?
C4 C5 C1 C6 176.8(4) . . . . ?
C15 N1 C11 C12 0.9(6) . . . . ?
C15 C16 C17 C18 -179.1(4) . . . . ?
C15 C14 C13 C12 0.6(6) . . . . ?
C16 N2 N3 C18 0.3(4) . . . . ?
C16 C15 C14 C13 -176.8(4) . . . . ?
C16 C17 C18 N3 -0.5(5) . . . . ?
C16 C17 C18 C19 178.2(4) . . . . ?
C11 N1 C15 C16 176.4(3) . . . . ?
C11 N1 C15 C14 -1.4(5) . . . . ?
C11 C12 C13 C14 -1.1(6) . . . . ?
C14 C15 C16 N2 172.5(4) . . . . ?
C14 C15 C16 C17 -7.8(7) . . . . ?
C17 C18 C19 F1 149.8(6) . . . . ?
C17 C18 C19 F2 -88.4(7) . . . . ?
C17 C18 C19 F3 32.5(8) . . . . ?
C7 C2 C1 Ir1 -120.8(4) . . . . ?
C7 C2 C1 C5 177.4(3) . . . . ?
C7 C2 C1 C6 1.2(6) . . . . ?
C9 C4 C5 Ir1 126.3(4) . . . . ?
C9 C4 C5 C1 -173.4(4) . . . . ?
C9 C4 C5 C10 6.0(6) . . . . ?
C10 C5 C1 Ir1 119.9(4) . . . . ?
C10 C5 C1 C2 -178.6(3) . . . . ?
C10 C5 C1 C6 -2.5(6) . . . . ?
C8 C3 C2 Ir1 -119.5(4) . . . . ?
C8 C3 C2 C1 179.3(4) . . . . ?
C8 C3 C2 C7 2.2(6) . . . . ?
C8 C3 C4 Ir1 119.9(4) . . . . ?
C8 C3 C4 C5 -178.8(4) . . . . ?
C8 C3 C4 C9 -7.0(6) . . . . ?

_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_1_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 2270078'
loop_
_audit_author_name
_audit_author_address
'Trifluoromethyl pyrazole iridium water'
;central south university
China
;
_audit_update_record             
;
2023-06-15 deposited with the CCDC.	2024-07-26 downloaded from the CCDC.
;
_audit_creation_date             2023-06-10
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H22 F3 Ir N3 O, H O4 S'
_chemical_formula_sum            'C19 H23 F3 Ir N3 O5 S'
_chemical_formula_weight         654.66
_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'
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      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   26.5371(11)
_cell_length_b                   8.5088(3)
_cell_length_c                   19.3466(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4368.4(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9847
_cell_measurement_temperature    193.0
_cell_measurement_theta_max      53.91
_cell_measurement_theta_min      4.92
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.271
_exptl_absorpt_correction_T_max  0.7506
_exptl_absorpt_correction_T_min  0.4321
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1018 before and 0.0550 after correction.
The Ratio of minimum to maximum transmission is 0.5757.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.991
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2544
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            28207
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.354
_diffrn_reflns_theta_min         1.535
_diffrn_ambient_temperature      193.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           2.86
_diffrn_source_power             0.1993706
_diffrn_source_voltage           69.71
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3626
_reflns_number_total             3995
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.791
_refine_diff_density_min         -1.258
_refine_diff_density_rms         0.123
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     324
_refine_ls_number_reflns         3995
_refine_ls_number_restraints     45
_refine_ls_R_factor_all          0.0293
_refine_ls_R_factor_gt           0.0264
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0387P)²+10.6759P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0706
_refine_ls_wR_factor_ref         0.0728
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 F1-C19 \\sim F3-C19 \\sim F2-C19
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(F2) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 F3A, F1A, F2A, C19
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F1, F3, F2, C19
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
5. Others
 Sof(F3A)=Sof(F2A)=Sof(F1A)=1-FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=FVAR(1)
6.a Rotating group:
 O1(H1A,H1B)
6.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C17(H17), C14(H14), C13(H13), C12(H12)
6.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C8(H8A,H8B,H8C), C7(H7A,H7B,H7C),
 C6(H6A,H6B,H6C)
6.d Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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 0.39183(2) 0.56382(2) 0.38718(2) 0.02178(8) Uani 1 1 d . . . . .
S1 S 0.22226(4) 0.48755(13) 0.51549(6) 0.0298(2) Uani 1 1 d . . . . .
O1 O 0.32080(10) 0.6805(3) 0.40352(14) 0.0260(6) Uani 1 1 d . . . . .
H1A H 0.302250 0.625230 0.432007 0.039 Uiso 1 1 d R U . . .
H1B H 0.325840 0.769200 0.425338 0.039 Uiso 1 1 d R U . . .
N1 N 0.34395(11) 0.4283(3) 0.32295(16) 0.0195(7) Uani 1 1 d . . . . .
N2 N 0.38817(10) 0.6916(4) 0.29814(16) 0.0193(6) Uani 1 1 d . . . . .
C3 C 0.42081(15) 0.4040(4) 0.46656(19) 0.0217(8) Uani 1 1 d . . . . .
C4 C 0.41670(15) 0.5585(4) 0.49444(18) 0.0200(8) Uani 1 1 d . . . . .
C1 C 0.47179(14) 0.5713(5) 0.4003(2) 0.0202(8) Uani 1 1 d . . . . .
C2 C 0.45453(15) 0.4126(5) 0.4070(2) 0.0228(8) Uani 1 1 d . . . . .
N3 N 0.40872(12) 0.8315(4) 0.28312(16) 0.0229(7) Uani 1 1 d . . . . .
O5 O 0.17785(15) 0.4443(4) 0.4781(3) 0.0634(12) Uani 1 1 d . . . . .
O3 O 0.21476(13) 0.6343(4) 0.5528(2) 0.0504(9) Uani 1 1 d . . . . .
C5 C 0.44751(13) 0.6633(4) 0.45395(19) 0.0213(8) Uani 1 1 d . . . . .
C11 C 0.32211(16) 0.2926(5) 0.3415(2) 0.0298(9) Uani 1 1 d . . . . .
H11 H 0.329161 0.250265 0.385901 0.036 Uiso 1 1 calc R U . . .
C16 C 0.35780(12) 0.6404(5) 0.24680(18) 0.0197(7) Uani 1 1 d . . . . .
C15 C 0.33329(13) 0.4907(5) 0.25960(19) 0.0209(7) Uani 1 1 d . . . . .
O4 O 0.22874(19) 0.3645(5) 0.5729(2) 0.0702(13) Uani 1 1 d . . . . .
H4 H 0.206118 0.376775 0.602797 0.105 Uiso 1 1 calc R U . . .
O2 O 0.26740(15) 0.4795(5) 0.4754(2) 0.0661(12) Uani 1 1 d . . . . .
F1 F 0.4123(4) 1.1318(9) 0.2271(4) 0.065(2) Uani 0.669(12) 1 d D . P A 1
C18 C 0.39011(14) 0.8669(5) 0.2205(2) 0.0237(9) Uani 1 1 d . . . . .
C17 C 0.35802(14) 0.7519(5) 0.19469(18) 0.0231(8) Uani 1 1 d . . . . .
H17 H 0.340539 0.750224 0.151845 0.028 Uiso 1 1 calc R U . . .
C9 C 0.45450(18) 0.8365(5) 0.4659(3) 0.0384(11) Uani 1 1 d . . . . .
H9A H 0.458097 0.890140 0.421378 0.058 Uiso 1 1 calc R U . . .
H9B H 0.484854 0.853748 0.493761 0.058 Uiso 1 1 calc R U . . .
H9C H 0.425118 0.878411 0.490441 0.058 Uiso 1 1 calc R U . . .
C14 C 0.30060(15) 0.4148(5) 0.2144(2) 0.0293(9) Uani 1 1 d . . . . .
H14 H 0.293124 0.459295 0.170594 0.035 Uiso 1 1 calc R U . . .
C13 C 0.27912(16) 0.2739(6) 0.2341(2) 0.0391(11) Uani 1 1 d . . . . .
H13 H 0.257133 0.219726 0.203532 0.047 Uiso 1 1 calc R U . . .
F2 F 0.3690(3) 1.0643(8) 0.1418(5) 0.079(3) Uani 0.669(12) 1 d D U P A 1
C10 C 0.50793(15) 0.6340(7) 0.3488(2) 0.0396(11) Uani 1 1 d . . . . .
H10A H 0.512678 0.556820 0.311812 0.059 Uiso 1 1 calc R U . . .
H10B H 0.540331 0.654731 0.371388 0.059 Uiso 1 1 calc R U . . .
H10C H 0.494690 0.731882 0.329294 0.059 Uiso 1 1 calc R U . . .
C8 C 0.38484(17) 0.6036(6) 0.5555(2) 0.0347(10) Uani 1 1 d . . . . .
H8A H 0.372867 0.711776 0.549744 0.052 Uiso 1 1 calc R U . . .
H8B H 0.404973 0.596000 0.597809 0.052 Uiso 1 1 calc R U . . .
H8C H 0.355900 0.532444 0.558692 0.052 Uiso 1 1 calc R U . . .
C7 C 0.39742(18) 0.2582(6) 0.4947(3) 0.0384(11) Uani 1 1 d . . . . .
H7A H 0.363835 0.282524 0.512807 0.058 Uiso 1 1 calc R U . . .
H7B H 0.418528 0.216311 0.531949 0.058 Uiso 1 1 calc R U . . .
H7C H 0.394532 0.179786 0.457781 0.058 Uiso 1 1 calc R U . . .
C12 C 0.28978(17) 0.2124(6) 0.2983(2) 0.0383(11) Uani 1 1 d . . . . .
H12 H 0.275053 0.116012 0.312594 0.046 Uiso 1 1 calc R U . . .
C6 C 0.4705(2) 0.2761(6) 0.3635(3) 0.0447(12) Uani 1 1 d . . . . .
H6A H 0.442304 0.202487 0.358711 0.067 Uiso 1 1 calc R U . . .
H6B H 0.498981 0.222731 0.385533 0.067 Uiso 1 1 calc R U . . .
H6C H 0.480627 0.313745 0.317663 0.067 Uiso 1 1 calc R U . . .
C19 C 0.40608(17) 1.0142(5) 0.1857(2) 0.0323(7) Uani 1 1 d D . . . .
F3 F 0.4449(3) 0.9970(6) 0.1464(5) 0.083(3) Uani 0.669(12) 1 d D . P A 1
F3A F 0.4592(4) 1.0402(16) 0.2019(9) 0.074(5) Uani 0.331(12) 1 d . . P A 2
F2A F 0.4051(8) 1.0147(13) 0.1230(5) 0.065(5) Uani 0.331(12) 1 d . . P A 2
F1A F 0.3906(8) 1.1415(18) 0.2098(10) 0.072(5) Uani 0.331(12) 1 d . . P A 2


_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 2.154(3) . ?
Ir1 N1 2.118(3) . ?
Ir1 N2 2.040(3) . ?
Ir1 C3 2.191(4) . ?
Ir1 C4 2.178(4) . ?
Ir1 C1 2.138(4) . ?
Ir1 C2 2.138(4) . ?
Ir1 C5 2.137(4) . ?
S1 O5 1.431(4) . ?
S1 O3 1.457(3) . ?
S1 O4 1.536(4) . ?
S1 O2 1.429(4) . ?
O1 H1A 0.8760 . ?
O1 H1B 0.8750 . ?
N1 C11 1.341(5) . ?
N1 C15 1.365(5) . ?
N2 N3 1.341(4) . ?
N2 C16 1.351(5) . ?
C3 C4 1.425(5) . ?
C3 C2 1.461(6) . ?
C3 C7 1.490(6) . ?
C4 C5 1.441(5) . ?
C4 C8 1.502(5) . ?
C1 C2 1.432(5) . ?
C1 C5 1.450(6) . ?
C1 C10 1.482(5) . ?
C2 C6 1.495(6) . ?
N3 C18 1.343(5) . ?
C5 C9 1.503(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.379(6) . ?
C16 C15 1.452(6) . ?
C16 C17 1.384(5) . ?
C15 C14 1.391(5) . ?
O4 H4 0.8400 . ?
F1 C19 1.292(7) . ?
C18 C17 1.390(6) . ?
C18 C19 1.484(6) . ?
C17 H17 0.9500 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C14 H14 0.9500 . ?
C14 C13 1.381(6) . ?
C13 H13 0.9500 . ?
C13 C12 1.377(7) . ?
F2 C19 1.369(7) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C12 H12 0.9500 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C19 F3 1.289(6) . ?
C19 F3A 1.460(12) . ?
C19 F2A 1.214(10) . ?
C19 F1A 1.248(15) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ir1 C3 119.37(13) . . ?
O1 Ir1 C4 97.75(12) . . ?
N1 Ir1 O1 79.16(11) . . ?
N1 Ir1 C3 106.49(13) . . ?
N1 Ir1 C4 136.84(13) . . ?
N1 Ir1 C1 132.95(14) . . ?
N1 Ir1 C2 104.15(13) . . ?
N1 Ir1 C5 169.96(13) . . ?
N2 Ir1 O1 80.59(11) . . ?
N2 Ir1 N1 76.48(12) . . ?
N2 Ir1 C3 160.03(13) . . ?
N2 Ir1 C4 146.11(13) . . ?
N2 Ir1 C1 97.59(13) . . ?
N2 Ir1 C2 120.63(14) . . ?
N2 Ir1 C5 109.41(13) . . ?
C4 Ir1 C3 38.09(14) . . ?
C1 Ir1 O1 146.87(13) . . ?
C1 Ir1 C3 65.58(14) . . ?
C1 Ir1 C4 65.56(15) . . ?
C2 Ir1 O1 158.78(14) . . ?
C2 Ir1 C3 39.43(15) . . ?
C2 Ir1 C4 65.22(14) . . ?
C2 Ir1 C1 39.12(15) . . ?
C5 Ir1 O1 109.50(13) . . ?
C5 Ir1 C3 65.13(14) . . ?
C5 Ir1 C4 39.00(14) . . ?
C5 Ir1 C1 39.66(15) . . ?
C5 Ir1 C2 65.92(14) . . ?
O5 S1 O3 111.0(2) . . ?
O5 S1 O4 106.4(3) . . ?
O3 S1 O4 103.9(2) . . ?
O2 S1 O5 113.8(3) . . ?
O2 S1 O3 115.2(2) . . ?
O2 S1 O4 105.4(3) . . ?
Ir1 O1 H1A 109.7 . . ?
Ir1 O1 H1B 109.6 . . ?
H1A O1 H1B 104.2 . . ?
C11 N1 Ir1 124.8(3) . . ?
C11 N1 C15 119.1(3) . . ?
C15 N1 Ir1 116.1(2) . . ?
N3 N2 Ir1 129.6(2) . . ?
N3 N2 C16 111.7(3) . . ?
C16 N2 Ir1 118.5(2) . . ?
C4 C3 Ir1 70.5(2) . . ?
C4 C3 C2 107.4(3) . . ?
C4 C3 C7 126.7(4) . . ?
C2 C3 Ir1 68.3(2) . . ?
C2 C3 C7 125.8(4) . . ?
C7 C3 Ir1 128.8(3) . . ?
C3 C4 Ir1 71.4(2) . . ?
C3 C4 C5 108.8(3) . . ?
C3 C4 C8 125.2(4) . . ?
C5 C4 Ir1 69.0(2) . . ?
C5 C4 C8 126.1(4) . . ?
C8 C4 Ir1 125.0(3) . . ?
C2 C1 Ir1 70.4(2) . . ?
C2 C1 C5 107.6(3) . . ?
C2 C1 C10 127.4(4) . . ?
C5 C1 Ir1 70.1(2) . . ?
C5 C1 C10 125.0(4) . . ?
C10 C1 Ir1 124.9(3) . . ?
C3 C2 Ir1 72.2(2) . . ?
C3 C2 C6 125.4(4) . . ?
C1 C2 Ir1 70.4(2) . . ?
C1 C2 C3 108.3(3) . . ?
C1 C2 C6 126.2(4) . . ?
C6 C2 Ir1 125.9(3) . . ?
N2 N3 C18 104.2(3) . . ?
C4 C5 Ir1 72.0(2) . . ?
C4 C5 C1 107.9(3) . . ?
C4 C5 C9 126.3(4) . . ?
C1 C5 Ir1 70.2(2) . . ?
C1 C5 C9 125.8(4) . . ?
C9 C5 Ir1 124.5(3) . . ?
N1 C11 H11 118.9 . . ?
N1 C11 C12 122.2(4) . . ?
C12 C11 H11 118.9 . . ?
N2 C16 C15 115.1(3) . . ?
N2 C16 C17 108.2(3) . . ?
C17 C16 C15 136.7(3) . . ?
N1 C15 C16 113.7(3) . . ?
N1 C15 C14 120.8(4) . . ?
C14 C15 C16 125.5(4) . . ?
S1 O4 H4 109.5 . . ?
N3 C18 C17 113.0(3) . . ?
N3 C18 C19 119.5(4) . . ?
C17 C18 C19 127.4(4) . . ?
C16 C17 C18 102.9(3) . . ?
C16 C17 H17 128.5 . . ?
C18 C17 H17 128.5 . . ?
C5 C9 H9A 109.5 . . ?
C5 C9 H9B 109.5 . . ?
C5 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C15 C14 H14 120.4 . . ?
C13 C14 C15 119.2(4) . . ?
C13 C14 H14 120.4 . . ?
C14 C13 H13 120.2 . . ?
C12 C13 C14 119.6(4) . . ?
C12 C13 H13 120.2 . . ?
C1 C10 H10A 109.5 . . ?
C1 C10 H10B 109.5 . . ?
C1 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C11 C12 H12 120.4 . . ?
C13 C12 C11 119.1(4) . . ?
C13 C12 H12 120.4 . . ?
C2 C6 H6A 109.5 . . ?
C2 C6 H6B 109.5 . . ?
C2 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
F1 C19 C18 114.2(5) . . ?
F1 C19 F2 103.6(6) . . ?
F2 C19 C18 109.8(4) . . ?
F3 C19 F1 110.6(7) . . ?
F3 C19 C18 113.6(4) . . ?
F3 C19 F2 104.1(6) . . ?
F3A C19 C18 107.8(5) . . ?
F2A C19 C18 116.7(6) . . ?
F2A C19 F3A 103.6(11) . . ?
F2A C19 F1A 111.2(11) . . ?
F1A C19 C18 118.0(9) . . ?
F1A C19 F3A 96.1(11) . . ?

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 C11 C12 177.6(3) . . . . ?
Ir1 N1 C15 C16 1.0(4) . . . . ?
Ir1 N1 C15 C14 -177.3(3) . . . . ?
Ir1 N2 N3 C18 -174.0(3) . . . . ?
Ir1 N2 C16 C15 -4.1(4) . . . . ?
Ir1 N2 C16 C17 174.8(2) . . . . ?
Ir1 C3 C4 C5 -59.1(3) . . . . ?
Ir1 C3 C4 C8 120.2(4) . . . . ?
Ir1 C3 C2 C1 61.6(2) . . . . ?
Ir1 C3 C2 C6 -121.9(4) . . . . ?
Ir1 C4 C5 C1 -61.4(2) . . . . ?
Ir1 C4 C5 C9 120.1(4) . . . . ?
Ir1 C1 C2 C3 -62.7(3) . . . . ?
Ir1 C1 C2 C6 120.8(4) . . . . ?
Ir1 C1 C5 C4 62.6(2) . . . . ?
Ir1 C1 C5 C9 -118.9(4) . . . . ?
N1 C11 C12 C13 -0.5(7) . . . . ?
N1 C15 C14 C13 -0.5(6) . . . . ?
N2 N3 C18 C17 -0.2(4) . . . . ?
N2 N3 C18 C19 -178.2(3) . . . . ?
N2 C16 C15 N1 1.9(5) . . . . ?
N2 C16 C15 C14 -179.9(4) . . . . ?
N2 C16 C17 C18 -0.1(4) . . . . ?
C3 C4 C5 Ir1 60.6(3) . . . . ?
C3 C4 C5 C1 -0.8(4) . . . . ?
C3 C4 C5 C9 -179.3(4) . . . . ?
C4 C3 C2 Ir1 -59.9(3) . . . . ?
C4 C3 C2 C1 1.6(4) . . . . ?
C4 C3 C2 C6 178.2(4) . . . . ?
C2 C3 C4 Ir1 58.6(3) . . . . ?
C2 C3 C4 C5 -0.5(4) . . . . ?
C2 C3 C4 C8 178.8(4) . . . . ?
C2 C1 C5 Ir1 -60.8(2) . . . . ?
C2 C1 C5 C4 1.8(4) . . . . ?
C2 C1 C5 C9 -179.7(4) . . . . ?
N3 N2 C16 C15 -178.9(3) . . . . ?
N3 N2 C16 C17 0.0(4) . . . . ?
N3 C18 C17 C16 0.2(4) . . . . ?
N3 C18 C19 F1 -36.9(7) . . . . ?
N3 C18 C19 F2 -152.8(6) . . . . ?
N3 C18 C19 F3 91.2(7) . . . . ?
N3 C18 C19 F3A 36.5(10) . . . . ?
N3 C18 C19 F2A 152.5(12) . . . . ?
N3 C18 C19 F1A -70.9(13) . . . . ?
C5 C1 C2 Ir1 60.6(2) . . . . ?
C5 C1 C2 C3 -2.1(4) . . . . ?
C5 C1 C2 C6 -178.6(4) . . . . ?
C11 N1 C15 C16 177.8(3) . . . . ?
C11 N1 C15 C14 -0.5(5) . . . . ?
C16 N2 N3 C18 0.1(4) . . . . ?
C16 C15 C14 C13 -178.6(4) . . . . ?
C15 N1 C11 C12 1.0(6) . . . . ?
C15 C16 C17 C18 178.5(4) . . . . ?
C15 C14 C13 C12 1.0(7) . . . . ?
C17 C16 C15 N1 -176.6(4) . . . . ?
C17 C16 C15 C14 1.6(7) . . . . ?
C17 C18 C19 F1 145.4(6) . . . . ?
C17 C18 C19 F2 29.6(8) . . . . ?
C17 C18 C19 F3 -86.5(8) . . . . ?
C17 C18 C19 F3A -141.1(9) . . . . ?
C17 C18 C19 F2A -25.1(13) . . . . ?
C17 C18 C19 F1A 111.5(13) . . . . ?
C14 C13 C12 C11 -0.5(7) . . . . ?
C10 C1 C2 Ir1 -119.6(4) . . . . ?
C10 C1 C2 C3 177.7(4) . . . . ?
C10 C1 C2 C6 1.2(6) . . . . ?
C10 C1 C5 Ir1 119.4(4) . . . . ?
C10 C1 C5 C4 -178.1(3) . . . . ?
C10 C1 C5 C9 0.5(6) . . . . ?
C8 C4 C5 Ir1 -118.7(4) . . . . ?
C8 C4 C5 C1 179.9(4) . . . . ?
C8 C4 C5 C9 1.4(6) . . . . ?
C7 C3 C4 Ir1 -124.4(4) . . . . ?
C7 C3 C4 C5 176.5(4) . . . . ?
C7 C3 C4 C8 -4.2(6) . . . . ?
C7 C3 C2 Ir1 123.0(4) . . . . ?
C7 C3 C2 C1 -175.4(4) . . . . ?
C7 C3 C2 C6 1.1(6) . . . . ?
C19 C18 C17 C16 178.0(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
