# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_Crystal201
_database_code_depnum_ccdc_archive 'CCDC 1864957'
_audit_update_record             
;
2018-08-31 deposited with the CCDC.
2019-01-08 downloaded from the CCDC.
;
_audit_creation_date             2017-12-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_chemical_formula_moiety         'C22 H25 Cl F Ir N2 O3, 2(H2 O)'
_chemical_formula_sum            'C22 H29 Cl F Ir N2 O5'
_chemical_formula_weight         648.15
_chemical_oxdiff_formula         C22H24IrCl2N2F1
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.36843 0.69943 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55739974976
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.07537 0.05506 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Ir -4.39626 6.81616 27.30490 16.72960 15.61150 5.83377 1.59279 8.86553 0.41792
45.00110 11.4722003937
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03377 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.03256 0.01839 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y,-z+1/2
4 -x+1/2,-y+1/2,z+1/2
5 -x,-y,-z
6 -x-1/2,y-1/2,z
7 x,-y,z-1/2
8 x-1/2,y-1/2,-z-1/2

_symmetry_Int_Tables_number      60
_cell_length_a                   24.4133(4)
_cell_length_b                   15.2016(2)
_cell_length_c                   12.9342(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4800.18(13)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7229
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.7410
_cell_measurement_theta_min      4.7680
_exptl_absorpt_coefficient_mu    12.166
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.856
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark yellow'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.7936
_exptl_crystal_description       block
_exptl_crystal_F_000             2518.5397
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2 -9 3 0.0156
-3 -6 -7 0.0298
6 -6 6 0.0190
14 4 1 0.0109
8 8 -2 0.0163
-12 -7 1 0.0119
-14 -3 -3 0.0116
-15 3 2 0.0231

_exptl_crystal_size_max          0.097
_exptl_crystal_size_mid          0.051
_exptl_crystal_size_min          0.023
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
2.2968 -9.1952 2.7912 -0.8530 0.5219 -0.0090
-2.7740 -5.8130 -6.6184 -0.6290 -0.5370 -0.5621
5.9050 -6.3510 5.6080 -0.6008 0.7033 0.3799
13.9476 4.3934 1.3922 0.1530 -0.1768 0.9723
8.3490 7.9079 -2.3926 0.5194 -0.6061 0.6024
-11.6996 -6.6216 0.6269 -0.3664 0.4266 -0.8269
-14.4006 -2.6575 -2.6754 -0.0076 -0.0054 -1.0000
-14.8216 2.9035 1.6641 0.6158 0.3340 -0.7136

_diffrn_reflns_av_R_equivalents  0.0504
_diffrn_reflns_av_unetI/netI     0.0360
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18286
_diffrn_reflns_theta_full        73.9866
_diffrn_reflns_theta_max         73.99
_diffrn_reflns_theta_min         3.42
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.7110
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.9667
_diffrn_measured_fraction_theta_max 0.9648
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -92.00  -5.00   1.00    4.75    --  -40.55 125.00   0.00   87
  2  ω    -71.00 -19.00   1.00    4.75    --  -40.55 -57.00-180.00   52
  3  ω   -106.00 -78.00   1.00    4.75    --  -40.55 -57.00-180.00   28
  4  ω     24.00  96.00   1.00   19.00    --  106.89 -94.00-180.00   72
  5  ω     78.00 156.00   1.00   19.00    --  106.89  61.00-120.00   78
  6  ω     80.00 158.00   1.00   19.00    --  106.89  30.00 150.00   78
  7  ω   -115.00 -16.00   1.00    4.75    --  -40.55 -38.00 -90.00   99
  8  ω    -34.00  65.00   1.00    4.75    --   40.55 -38.00 -90.00   99
  9  ω    -32.00  52.00   1.00    4.75    --   40.55 -57.00 150.00   84
 10  ω      0.00 121.00   1.00    4.75    --   40.55  19.00  90.00  121
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0207550000
_diffrn_orient_matrix_UB_12      0.0940045000
_diffrn_orient_matrix_UB_13      0.0211749000
_diffrn_orient_matrix_UB_21      -0.0153146000
_diffrn_orient_matrix_UB_22      -0.0268489000
_diffrn_orient_matrix_UB_23      0.1111330000
_diffrn_orient_matrix_UB_31      0.0575713000
_diffrn_orient_matrix_UB_32      0.0266946000
_diffrn_orient_matrix_UB_33      0.0373598000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              30
_reflns_limit_h_min              0
_reflns_limit_k_max              18
_reflns_limit_k_min              0
_reflns_limit_l_max              15
_reflns_limit_l_min              0
_reflns_number_gt                3682
_reflns_number_total             4708
_reflns_odcompleteness_completeness 99.48
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         2.3031
_refine_diff_density_min         -1.4656
_refine_diff_density_rms         0.2035
_refine_ls_d_res_high            0.8020
_refine_ls_d_res_low             12.9044
_refine_ls_goodness_of_fit_ref   1.0599
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    43
_refine_ls_number_parameters     301
_refine_ls_number_reflns         4708
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0409
_refine_ls_restrained_S_all      1.0599
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0720P)²+9.8380P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1101
_refine_ls_wR_factor_ref         0.1259
_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:
 O4(H4a,H4b), O5(H5a,H5b)
2.b Secondary CH2 refined with riding coordinates:
 C15(H15a,H15b)
2.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C19(H19), C18(H18), C20(H20), C12(H12)
2.d Idealised Me refined as rotating group:
 C14(H14a,H14b,H14c), C8(H8a,H8b,H8c), C10(H10a,H10b,H10c), C9(H9a,H9b,H9c),
 C6(H6a,H6b,H6c), C7(H7a,H7b,H7c)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
Ir1 Ir 0.338902(10) 0.165901(15) 0.272474(19) 0.02526(12) Uani 1.000000 .
N1 N 0.4081(2) 0.3293(3) 0.3236(5) 0.0364(13) Uani 1.000000 .
N2 N 0.4501(2) 0.2103(3) 0.3665(4) 0.0338(12) Uani 1.000000 .
C11 C 0.4032(3) 0.2412(4) 0.3229(5) 0.0300(13) Uani 1.000000 .
C14 C 0.4648(3) 0.1181(4) 0.3814(5) 0.0362(15) Uani 1.000000 .
H14a H 0.4600(19) 0.1025(9) 0.4528(9) 0.054(2) Uiso 1.000000 GR
H14b H 0.4417(13) 0.0817(5) 0.339(3) 0.054(2) Uiso 1.000000 GR
H14c H 0.5024(6) 0.1093(8) 0.362(4) 0.054(2) Uiso 1.000000 GR
C15 C 0.3672(3) 0.3893(4) 0.2776(6) 0.0457(19) Uani 1.000000 .
H15a H 0.3638(3) 0.3767(4) 0.2043(6) 0.055(2) Uiso 1.000000 R
H15b H 0.3318(3) 0.3789(4) 0.3095(6) 0.055(2) Uiso 1.000000 R
O1 O 0.34489(16) 0.2357(3) 0.1300(3) 0.0267(9) Uani 1.000000 .
O3 O 0.40391(18) 0.1912(3) 0.0082(3) 0.0312(9) Uani 1.000000 .
O2 O 0.39387(17) 0.1163(2) 0.1583(3) 0.0272(9) Uani 1.000000 .
C1 C 0.3034(3) 0.1426(4) 0.4204(5) 0.0315(13) Uani 1.000000 .
C8 C 0.2134(3) 0.1638(5) 0.1848(6) 0.0427(17) Uani 1.000000 .
H8a H 0.1931(16) 0.215(2) 0.2039(17) 0.064(3) Uiso 1.000000 GR
H8b H 0.2348(3) 0.176(3) 0.1242(13) 0.064(3) Uiso 1.000000 GR
H8c H 0.1884(14) 0.1166(14) 0.171(3) 0.064(3) Uiso 1.000000 GR
C22 C 0.3826(3) 0.1812(4) 0.0927(5) 0.0280(12) Uani 1.000000 .
C4 C 0.2792(3) 0.0571(4) 0.2800(5) 0.0306(13) Uani 1.000000 .
C3 C 0.2508(3) 0.1380(5) 0.2721(5) 0.0330(14) Uani 1.000000 .
C10 C 0.3436(3) -0.0160(4) 0.4157(5) 0.0350(15) Uani 1.000000 .
H10a H 0.3590(16) -0.0494(18) 0.3598(5) 0.053(2) Uiso 1.000000 GR
H10b H 0.3725(12) 0.0052(4) 0.459(3) 0.053(2) Uiso 1.000000 GR
H10c H 0.3195(5) -0.0528(17) 0.455(3) 0.053(2) Uiso 1.000000 GR
C5 C 0.3123(3) 0.0600(4) 0.3732(5) 0.0296(13) Uani 1.000000 .
C2 C 0.2652(3) 0.1922(4) 0.3578(5) 0.0361(14) Uani 1.000000 .
C9 C 0.2777(3) -0.0171(4) 0.2043(5) 0.0382(15) Uani 1.000000 .
H9a H 0.272(2) 0.0059(5) 0.1359(7) 0.057(2) Uiso 1.000000 GR
H9b H 0.3117(8) -0.049(2) 0.207(3) 0.057(2) Uiso 1.000000 GR
H9c H 0.2481(13) -0.0560(18) 0.221(2) 0.057(2) Uiso 1.000000 GR
C6 C 0.3270(3) 0.1727(4) 0.5213(5) 0.0408(17) Uani 1.000000 .
H6a H 0.3571(13) 0.135(2) 0.5401(19) 0.061(3) Uiso 1.000000 GR
H6b H 0.3399(18) 0.2321(12) 0.5145(12) 0.061(3) Uiso 1.000000 GR
H6c H 0.2994(6) 0.170(3) 0.5739(10) 0.061(3) Uiso 1.000000 GR
C13 C 0.4830(3) 0.2798(4) 0.3967(6) 0.0421(16) Uani 1.000000 .
H13 H 0.5165(3) 0.2757(4) 0.4305(6) 0.051(2) Uiso 1.000000 R
Cl1 Cl 0.32719(11) 0.48648(17) 0.47083(19) 0.0712(6) Uani 1.000000 .
C19 C 0.4140(3) 0.6589(5) 0.3207(8) 0.056(2) Uani 1.000000 .
H19 H 0.4248(3) 0.7172(5) 0.3291(8) 0.067(3) Uiso 1.000000 R
C17 C 0.4147(3) 0.5291(5) 0.2216(6) 0.0451(18) Uani 1.000000 .
C16 C 0.3829(3) 0.4853(4) 0.2918(6) 0.0406(16) Uani 1.000000 .
C7 C 0.2391(3) 0.2785(4) 0.3868(6) 0.0476(19) Uani 1.000000 .
H7a H 0.2659(7) 0.3157(15) 0.419(4) 0.071(3) Uiso 1.000000 GR
H7b H 0.225(2) 0.3067(18) 0.3257(8) 0.071(3) Uiso 1.000000 GR
H7c H 0.2095(16) 0.2681(6) 0.434(4) 0.071(3) Uiso 1.000000 GR
C21 C 0.3665(3) 0.5331(5) 0.3791(6) 0.0447(17) Uani 1.000000 .
C18 C 0.4303(3) 0.6150(6) 0.2342(7) 0.055(2) Uani 1.000000 .
H18 H 0.4517(3) 0.6428(6) 0.1845(7) 0.066(3) Uiso 1.000000 R
C20 C 0.3820(3) 0.6203(5) 0.3970(7) 0.052(2) Uani 1.000000 .
H20 H 0.3715(3) 0.6506(5) 0.4563(7) 0.063(3) Uiso 1.000000 R
F1 F 0.43365(16) 0.4843(3) 0.1285(3) 0.0491(11) Uani 1.000000 .
C12 C 0.4575(3) 0.3540(5) 0.3684(6) 0.0465(18) Uani 1.000000 .
H12 H 0.4704(3) 0.4111(5) 0.3771(6) 0.056(2) Uiso 1.000000 R
O4 O 0.4230(2) -0.0619(3) 0.1763(4) 0.0429(11) Uani 1.000000 .
H4a H 0.4532(18) -0.073(4) 0.146(6) 0.0644(17) Uiso 1.000000 G
H4b H 0.420(3) -0.0064(8) 0.172(7) 0.0644(17) Uiso 1.000000 G
O5 O 0.5277(2) -0.1086(5) 0.1292(5) 0.0614(15) Uani 1.000000 .
H5a H 0.549(3) -0.120(7) 0.079(5) 0.092(2) Uiso 1.000000 G
H5b H 0.549(3) -0.093(7) 0.178(5) 0.092(2) Uiso 1.000000 G


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 C11 2.049(6) . ?
Ir1 O1 2.131(4) . ?
Ir1 O2 2.133(4) . ?
Ir1 C1 2.130(6) . ?
Ir1 C22 2.569(6) . ?
Ir1 C4 2.206(6) . ?
Ir1 C3 2.192(7) . ?
Ir1 C5 2.170(6) . ?
Ir1 C2 2.149(6) . ?
N1 C11 1.344(7) . ?
N1 C15 1.478(8) . ?
N1 C12 1.390(9) . ?
N2 C11 1.360(8) . ?
N2 C14 1.460(8) . ?
N2 C13 1.383(8) . ?
C15 C16 1.521(9) . ?
O1 C22 1.329(7) . ?
O3 C22 1.220(7) . ?
O2 C22 1.330(7) . ?
C1 C5 1.412(8) . ?
C1 C2 1.447(9) . ?
C1 C6 1.498(9) . ?
C8 C3 1.505(9) . ?
C4 C3 1.414(9) . ?
C4 C5 1.451(9) . ?
C4 C9 1.494(9) . ?
C3 C2 1.424(10) . ?
C10 C5 1.491(8) . ?
C2 C7 1.506(9) . ?
C13 C12 1.339(10) . ?
Cl1 C21 1.682(8) . ?
C19 C18 1.363(13) . ?
C19 C20 1.389(13) . ?
C17 C16 1.367(11) . ?
C17 C18 1.370(11) . ?
C17 F1 1.460(8) . ?
C16 C21 1.401(10) . ?
C21 C20 1.398(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
O1 Ir1 C11 86.8(2) . . ?
O2 Ir1 C11 86.3(2) . . ?
O2 Ir1 O1 62.23(15) . . ?
C1 Ir1 C11 96.8(2) . . ?
C1 Ir1 O1 152.5(2) . . ?
C1 Ir1 O2 145.0(2) . . ?
C22 Ir1 C11 85.4(2) . . ?
C22 Ir1 O1 31.10(17) . . ?
C22 Ir1 O2 31.14(17) . . ?
C22 Ir1 C1 175.6(2) . . ?
C4 Ir1 C11 155.6(2) . . ?
C4 Ir1 O1 117.17(19) . . ?
C4 Ir1 O2 100.4(2) . . ?
C4 Ir1 C1 64.3(2) . . ?
C4 Ir1 C22 112.5(2) . . ?
C3 Ir1 C11 149.3(3) . . ?
C3 Ir1 O1 99.32(19) . . ?
C3 Ir1 O2 123.2(2) . . ?
C3 Ir1 C1 64.6(2) . . ?
C3 Ir1 C22 115.0(2) . . ?
C3 Ir1 C4 37.5(2) . . ?
C5 Ir1 C11 116.9(2) . . ?
C5 Ir1 O1 155.3(2) . . ?
C5 Ir1 O2 109.98(19) . . ?
C5 Ir1 C1 38.3(2) . . ?
C5 Ir1 C22 137.3(2) . . ?
C5 Ir1 C4 38.7(2) . . ?
C5 Ir1 C3 64.2(2) . . ?
C2 Ir1 C11 112.0(3) . . ?
C2 Ir1 O1 114.1(2) . . ?
C2 Ir1 O2 161.5(2) . . ?
C2 Ir1 C1 39.5(3) . . ?
C2 Ir1 C22 142.7(2) . . ?
C2 Ir1 C4 64.1(2) . . ?
C2 Ir1 C3 38.3(3) . . ?
C2 Ir1 C5 65.1(2) . . ?
C15 N1 C11 123.5(5) . . ?
C12 N1 C11 110.5(5) . . ?
C12 N1 C15 126.0(6) . . ?
C14 N2 C11 126.4(5) . . ?
C13 N2 C11 110.0(5) . . ?
C13 N2 C14 123.6(5) . . ?
N1 C11 Ir1 128.8(5) . . ?
N2 C11 Ir1 125.7(4) . . ?
N2 C11 N1 105.4(5) . . ?
C16 C15 N1 111.9(6) . . ?
C22 O1 Ir1 93.0(3) . . ?
C22 O2 Ir1 92.8(3) . . ?
C5 C1 Ir1 72.4(3) . . ?
C2 C1 Ir1 70.9(3) . . ?
C2 C1 C5 108.7(6) . . ?
C6 C1 Ir1 125.1(5) . . ?
C6 C1 C5 126.0(6) . . ?
C6 C1 C2 125.2(6) . . ?
O1 C22 Ir1 55.9(3) . . ?
O3 C22 Ir1 177.9(4) . . ?
O3 C22 O1 122.9(6) . . ?
O2 C22 Ir1 56.0(3) . . ?
O2 C22 O1 111.9(5) . . ?
O2 C22 O3 125.2(6) . . ?
C3 C4 Ir1 70.7(4) . . ?
C5 C4 Ir1 69.3(3) . . ?
C5 C4 C3 107.8(5) . . ?
C9 C4 Ir1 123.6(4) . . ?
C9 C4 C3 126.6(6) . . ?
C9 C4 C5 125.5(6) . . ?
C8 C3 Ir1 123.1(5) . . ?
C4 C3 Ir1 71.8(4) . . ?
C4 C3 C8 125.3(6) . . ?
C2 C3 Ir1 69.2(4) . . ?
C2 C3 C8 125.6(6) . . ?
C2 C3 C4 109.0(6) . . ?
C1 C5 Ir1 69.3(3) . . ?
C4 C5 Ir1 72.0(3) . . ?
C4 C5 C1 107.4(5) . . ?
C10 C5 Ir1 130.0(4) . . ?
C10 C5 C1 127.5(6) . . ?
C10 C5 C4 124.6(6) . . ?
C1 C2 Ir1 69.5(3) . . ?
C3 C2 Ir1 72.5(4) . . ?
C3 C2 C1 107.0(5) . . ?
C7 C2 Ir1 130.0(5) . . ?
C7 C2 C1 126.0(7) . . ?
C7 C2 C3 126.4(6) . . ?
C12 C13 N2 107.3(6) . . ?
C20 C19 C18 122.7(7) . . ?
C18 C17 C16 122.9(8) . . ?
F1 C17 C16 120.1(6) . . ?
F1 C17 C18 117.1(7) . . ?
C17 C16 C15 122.0(7) . . ?
C21 C16 C15 121.6(7) . . ?
C21 C16 C17 116.4(6) . . ?
C16 C21 Cl1 120.9(6) . . ?
C20 C21 Cl1 115.9(7) . . ?
C20 C21 C16 123.2(8) . . ?
C17 C18 C19 118.9(8) . . ?
C21 C20 C19 115.8(8) . . ?
C13 C12 N1 106.8(6) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.589
_oxdiff_exptl_absorpt_empirical_full_min 0.629
_chemical_name_systematic        
'η5-Pentamethylcyclopentadienyliridium(1-(2-chloro-6-fluorophenylmethyl)-3-methylimidazolin-2-ylidene) carbonate'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: chloroform and pentane'
