2-(Thienyl)quinoxaline derivatives and their application in Ir(III) complexes yielding tuneable deep red emitters.
Fitzgerald, Sophie A.; Payce, Ellie N.; Horton, Peter N.; Coles, Simon J.; Pope, Simon J. A.; Dalton transactions (Cambridge, England : 2003)  (2023) –; doi:10.1039/d3dt02193a

data_7714308
_publ_section_title
;
 2-(Thienyl)quinoxaline derivatives and their application in Ir(III)
 complexes yielding tuneable deep red emitters.
;
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_paper_doi               10.1039/d3dt02193a
_journal_year                    2023
_chemical_formula_moiety         'C34 H18 Cl4 Ir N6 S2, F6 P, 0.667[C2H3N]'
_chemical_formula_sum            'C35.33 H20 Cl4 F6 Ir N6.67 P S2'
_chemical_formula_weight         1081.01
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-05-19
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-08-31 deposited with the CCDC.	2023-10-19 downloaded from the CCDC.
;
_cell_angle_alpha                74.988(2)
_cell_angle_beta                 78.654(2)
_cell_angle_gamma                87.905(3)
_cell_formula_units_Z            6
_cell_length_a                   14.0214(4)
_cell_length_b                   20.3990(8)
_cell_length_c                   20.6263(4)
_cell_measurement_reflns_used    24283
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      36.1950
_cell_measurement_theta_min      1.5510
_cell_volume                     5586.2(3)
_computing_cell_refinement       'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)'
_computing_data_collection       'GDA - generic data acquisition software'
_computing_data_reduction        'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.15
_diffrn_detector                 'Photon counting pixel array'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Dectris PILATUS 2M'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \f      0.00 180.00   0.20    0.20   0.00   0.00   0.00    --   900
  2  \w   -145.00  25.00   0.20    0.20    --   30.00   0.00 240.00  850
  3  \w   -145.00  25.00   0.20    0.20    --   30.00   0.00 120.00  850
  4  \w   -145.00  25.00   0.20    0.20    --   30.00   0.00   0.00  850
  5  \w   -145.00  25.00   0.20    0.20    --   30.00   0.00  60.00  850
  6  \w   -145.00  25.00   0.20    0.20    --   30.00   0.00 180.00  850
  7  \w   -145.00  25.00   0.20    0.20    --   30.00   0.00 300.00  850
  8  \w   -145.00  25.00   0.20    0.20    --   30.00   0.00  90.00  850
  9  \w   -145.00  25.00   0.20    0.20    --   30.00   0.00 210.00  850
 10  \w   -145.00  25.00   0.20    0.20    --   30.00   0.00 330.00  850
;
_diffrn_measurement_device       'Fixed \c 3-circle diffractometer'
_diffrn_measurement_device_type  'Fluid Film Devices'
_diffrn_measurement_method       'shutterless \w and \f scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0364311000
_diffrn_orient_matrix_UB_12      0.0152989000
_diffrn_orient_matrix_UB_13      -0.0164127000
_diffrn_orient_matrix_UB_21      -0.0248227000
_diffrn_orient_matrix_UB_22      -0.0305757000
_diffrn_orient_matrix_UB_23      0.0092974000
_diffrn_orient_matrix_UB_31      -0.0238395000
_diffrn_orient_matrix_UB_32      0.0073399000
_diffrn_orient_matrix_UB_33      0.0297770000
_diffrn_radiation_monochromator  'Silicon 111'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.6889
_diffrn_reflns_av_R_equivalents  0.1388
_diffrn_reflns_av_unetI/netI     0.0741
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            175892
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.415
_diffrn_reflns_theta_max         26.573
_diffrn_reflns_theta_min         1.587
_diffrn_source                   'Diamond Light Source Beamline I19-1'
_diffrn_source_type              'Undulator, I19, DLS, RAL'
_exptl_absorpt_coefficient_mu    3.767
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66443
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.79a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.928
_exptl_crystal_description       rod
_exptl_crystal_F_000             3148
_exptl_crystal_recrystallization_method
'The material was recrystallised from a mixture of MeCN and ether'
_exptl_crystal_size_max          0.152
_exptl_crystal_size_mid          0.045
_exptl_crystal_size_min          0.014
_refine_diff_density_max         4.703
_refine_diff_density_min         -1.953
_refine_diff_density_rms         0.233
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.250
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1911
_refine_ls_number_reflns         25612
_refine_ls_number_restraints     5870
_refine_ls_restrained_S_all      1.438
_refine_ls_R_factor_all          0.1969
_refine_ls_R_factor_gt           0.1339
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3724
_refine_ls_wR_factor_ref         0.4106
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11600
_reflns_number_total             25612
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt02193a2.cif
_cod_data_source_block           Ir_L8
_cod_database_code               7714308
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C34H18Cl4IrN6S2PF6
_chemical_oxdiff_usercomment     'SAF061 (DLS)'
_shelx_estimated_absorpt_t_max   0.949
_shelx_estimated_absorpt_t_min   0.598
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 S51-C53 \\sim S51-C54
 with sigma of 0.02
 C53-C52 \\sim C52-C51 \\sim C51-C54
 with sigma of 0.03
 C53-C51 \\sim C52-C54
 with sigma of 0.04
 S51-C52 \\sim S51-C51
 with sigma of 0.04
 S1-C2 \\sim S1-C1
 with sigma of 0.04
 C3-C1 \\sim C2-C4
 with sigma of 0.04
 S1-C3 \\sim S1-C4
 with sigma of 0.02
 C3-C2 \\sim C2-C1 \\sim C1-C4
 with sigma of 0.03
 N91-C92 \\sim N91-C94
 with sigma of 0.04
 C93-C91 \\sim C93-C95 \\sim C92-C94 \\sim C91-C95
 with sigma of 0.04
 N91-C95 \\sim N91-C91
 with sigma of 0.02
 C95-C94 \\sim C94-C93 \\sim C93-C92 \\sim C92-C91
 with sigma of 0.02
 F3-F5 \\sim F4-F2 \\sim F6-F1
 with sigma of 0.05
 P1-F3 \\sim P1-F4 \\sim P1-F5 \\sim P1-F2 \\sim P1-F1 \\sim P1-F6
 with sigma of 0.02
 F26-F21 \\sim F25-F23 \\sim F22-F24
 with sigma of 0.05
 F3-F4 \\sim F3-F2 \\sim F3-F1 \\sim F3-F6 \\sim F5-F4 \\sim F5-F2 \\sim F5-F1
\\sim F5-F6
 with sigma of 0.04
 F26-F25 \\sim F26-F23 \\sim F26-F24 \\sim F26-F22 \\sim F21-F25 \\sim F21-F23
\\sim F21-F24 \\sim F21-F22
 with sigma of 0.04
 N141-C121 \\sim N241-C221
 with sigma of 0.04
 C143-C144 \\sim C243-C244
 with sigma of 0.02
 Ir3-C145 \\sim Ir4-C245
 with sigma of 0.04
 Cl10-C110 \\sim Cl20-C210
 with sigma of 0.02
 C124-N121 \\sim C224-N221
 with sigma of 0.04
 C147-C148 \\sim C247-C248
 with sigma of 0.02
 C131-C132 \\sim C231-C232
 with sigma of 0.02
 Cl10-C111 \\sim Cl20-C211
 with sigma of 0.04
 C149-C147 \\sim C249-C247
 with sigma of 0.04
 C107-C111 \\sim C207-C211
 with sigma of 0.04
 Ir3-C121 \\sim Ir4-C221
 with sigma of 0.02
 N141-C145 \\sim N241-C245
 with sigma of 0.02
 C121-C122 \\sim C221-C222
 with sigma of 0.02
 C128-C127 \\sim C228-C227
 with sigma of 0.02
 Ir3-C104 \\sim Ir4-C204
 with sigma of 0.04
 Cl3-C108 \\sim Cl7-C208
 with sigma of 0.04
 N122-C132 \\sim N222-C232
 with sigma of 0.04
 C121-C123 \\sim C221-C223
 with sigma of 0.04
 C126-N121 \\sim C226-N221
 with sigma of 0.04
 C112-C105 \\sim C212-C205
 with sigma of 0.04
 C149-C148 \\sim C249-C248
 with sigma of 0.02
 S121-C123 \\sim S221-C223
 with sigma of 0.02
 C124-C121 \\sim C224-C221
 with sigma of 0.02
 C101-C104 \\sim C201-C204
 with sigma of 0.02
 C112-N101 \\sim C212-N201
 with sigma of 0.02
 Ir3-C125 \\sim Ir4-C225
 with sigma of 0.04
 N142-C121 \\sim N242-C221
 with sigma of 0.04
 S101-C105 \\sim S201-C205
 with sigma of 0.04
 N142-N121 \\sim N242-N221
 with sigma of 0.04
 Cl4-C130 \\sim Cl6-C230
 with sigma of 0.04
 N141-N121 \\sim N241-N221
 with sigma of 0.04
 C142-C144 \\sim C242-C244
 with sigma of 0.04
 C145-C141 \\sim C245-C241
 with sigma of 0.04
 C146-C148 \\sim C246-C248
 with sigma of 0.04
 C101-C103 \\sim C201-C203
 with sigma of 0.04
 N102-C108 \\sim N202-C208
 with sigma of 0.04
 C108-C112 \\sim C208-C212
 with sigma of 0.04
 Ir3-N141 \\sim Ir4-N241
 with sigma of 0.02
 Ir3-N121 \\sim Ir4-N221
 with sigma of 0.02
 S101-C104 \\sim S201-C204
 with sigma of 0.02
 Cl12-C130 \\sim Cl5-C230
 with sigma of 0.02
 N142-C146 \\sim N242-C246
 with sigma of 0.02
 N122-C127 \\sim N222-C227
 with sigma of 0.02
 C142-C141 \\sim C242-C241
 with sigma of 0.02
 C145-C146 \\sim C245-C246
 with sigma of 0.02
 C102-C103 \\sim C202-C203
 with sigma of 0.02
 C107-C112 \\sim C207-C212
 with sigma of 0.02
 C110-C109 \\sim C210-C209
 with sigma of 0.02
 C105-C104 \\sim C205-C204
 with sigma of 0.02
 C127-C132 \\sim C227-C232
 with sigma of 0.02
 Ir3-C141 \\sim Ir4-C241
 with sigma of 0.04
 Ir3-C112 \\sim Ir4-C212
 with sigma of 0.04
 Ir3-C132 \\sim Ir4-C232
 with sigma of 0.04
 S101-C102 \\sim S201-C202
 with sigma of 0.04
 S121-C125 \\sim S221-C225
 with sigma of 0.04
 Cl12-C131 \\sim Cl5-C231
 with sigma of 0.04
 N141-N142 \\sim N241-N242
 with sigma of 0.04
 N141-C101 \\sim N241-C201
 with sigma of 0.04
 N142-C101 \\sim N242-C201
 with sigma of 0.04
 N122-C125 \\sim N222-C225
 with sigma of 0.04
 C131-C129 \\sim C231-C229
 with sigma of 0.04
 C124-C126 \\sim C224-C226
 with sigma of 0.04
 C145-C147 \\sim C245-C247
 with sigma of 0.04
 C121-N121 \\sim C221-N221
 with sigma of 0.04
 C146-C150 \\sim C246-C250
 with sigma of 0.04
 C141-C143 \\sim C241-C243
 with sigma of 0.04
 C101-N121 \\sim C201-N221
 with sigma of 0.04
 C130-C132 \\sim C230-C232
 with sigma of 0.04
 N102-C105 \\sim N202-C205
 with sigma of 0.04
 C106-N101 \\sim C206-N201
 with sigma of 0.04
 C107-N101 \\sim C207-N201
 with sigma of 0.04
 C103-C104 \\sim C203-C204
 with sigma of 0.04
 C128-C132 \\sim C228-C232
 with sigma of 0.04
 C127-N121 \\sim C227-N221
 with sigma of 0.04
 C125-N121 \\sim C225-N221
 with sigma of 0.02
 N102-C106 \\sim N202-C206
 with sigma of 0.02
 Ir3-N142 \\sim Ir4-N242
 with sigma of 0.02
 Ir3-C101 \\sim Ir4-C201
 with sigma of 0.02
 Ir3-N101 \\sim Ir4-N201
 with sigma of 0.02
 S101-C103 \\sim S201-C203
 with sigma of 0.02
 S121-C124 \\sim S221-C224
 with sigma of 0.02
 Cl3-C109 \\sim Cl7-C209
 with sigma of 0.02
 Cl4-C129 \\sim Cl6-C229
 with sigma of 0.02
 N141-C141 \\sim N241-C241
 with sigma of 0.02
 N142-C150 \\sim N242-C250
 with sigma of 0.02
 N122-C126 \\sim N222-C226
 with sigma of 0.02
 C131-C130 \\sim C231-C230
 with sigma of 0.02
 C142-C143 \\sim C242-C243
 with sigma of 0.02
 C124-C125 \\sim C224-C225
 with sigma of 0.02
 C145-C144 \\sim C245-C244
 with sigma of 0.02
 C149-C150 \\sim C249-C250
 with sigma of 0.02
 C146-C147 \\sim C246-C247
 with sigma of 0.02
 C126-C125 \\sim C226-C225
 with sigma of 0.02
 C102-C101 \\sim C202-C201
 with sigma of 0.02
 C123-C122 \\sim C223-C222
 with sigma of 0.02
 N102-C107 \\sim N202-C207
 with sigma of 0.02
 C107-C108 \\sim C207-C208
 with sigma of 0.02
 C108-C109 \\sim C208-C209
 with sigma of 0.02
 C110-C111 \\sim C210-C211
 with sigma of 0.02
 C112-C111 \\sim C212-C211
 with sigma of 0.02
 C105-C106 \\sim C205-C206
 with sigma of 0.02
 C105-N101 \\sim C205-N201
 with sigma of 0.02
 C128-C129 \\sim C228-C229
 with sigma of 0.02
 N121-C132 \\sim N221-C232
 with sigma of 0.02
 Ir3-C124 \\sim Ir4-C224
 with sigma of 0.04
 Ir3-C146 \\sim Ir4-C246
 with sigma of 0.04
 Ir3-C102 \\sim Ir4-C202
 with sigma of 0.04
 Ir3-C150 \\sim Ir4-C250
 with sigma of 0.04
 Ir3-C105 \\sim Ir4-C205
 with sigma of 0.04
 Ir3-C122 \\sim Ir4-C222
 with sigma of 0.04
 Cl10-C109 \\sim Cl20-C209
 with sigma of 0.04
 S101-C101 \\sim S201-C201
 with sigma of 0.04
 S121-C121 \\sim S221-C221
 with sigma of 0.04
 S121-C122 \\sim S221-C222
 with sigma of 0.04
 Cl3-C110 \\sim Cl7-C210
 with sigma of 0.04
 Cl12-C129 \\sim Cl5-C229
 with sigma of 0.04
 Cl4-C128 \\sim Cl6-C228
 with sigma of 0.04
 N141-C142 \\sim N241-C242
 with sigma of 0.04
 N141-C146 \\sim N241-C246
 with sigma of 0.04
 N141-C144 \\sim N241-C244
 with sigma of 0.04
 N141-N101 \\sim N241-N201
 with sigma of 0.04
 N142-C145 \\sim N242-C245
 with sigma of 0.04
 N142-C149 \\sim N242-C249
 with sigma of 0.04
 N142-C147 \\sim N242-C247
 with sigma of 0.04
 N142-N101 \\sim N242-N201
 with sigma of 0.04
 N122-C128 \\sim N222-C228
 with sigma of 0.04
 C131-C127 \\sim C231-C227
 with sigma of 0.04
 C131-N121 \\sim C231-N221
 with sigma of 0.04
 C124-C123 \\sim C224-C223
 with sigma of 0.04
 C124-C122 \\sim C224-C222
 with sigma of 0.04
 C145-C143 \\sim C245-C243
 with sigma of 0.04
 C121-C101 \\sim C221-C201
 with sigma of 0.04
 C121-C125 \\sim C221-C225
 with sigma of 0.04
 C121-N101 \\sim C221-N201
 with sigma of 0.04
 C146-C144 \\sim C246-C244
 with sigma of 0.04
 C126-C127 \\sim C226-C227
 with sigma of 0.04
 C102-C104 \\sim C202-C204
 with sigma of 0.04
 C101-C105 \\sim C201-C205
 with sigma of 0.04
 C101-N101 \\sim C201-N201
 with sigma of 0.04
 C125-C132 \\sim C225-C232
 with sigma of 0.04
 C150-C148 \\sim C250-C248
 with sigma of 0.04
 C130-C128 \\sim C230-C228
 with sigma of 0.04
 N102-C112 \\sim N202-C212
 with sigma of 0.04
 C107-C106 \\sim C207-C206
 with sigma of 0.04
 C107-C109 \\sim C207-C209
 with sigma of 0.04
 C108-C110 \\sim C208-C210
 with sigma of 0.04
 C110-C112 \\sim C210-C212
 with sigma of 0.04
 C106-C104 \\sim C206-C204
 with sigma of 0.04
 C111-C109 \\sim C211-C209
 with sigma of 0.04
 C111-N101 \\sim C211-N201
 with sigma of 0.04
 C104-N101 \\sim C204-N201
 with sigma of 0.04
 C127-C129 \\sim C227-C229
 with sigma of 0.04
 N121-N101 \\sim N221-N201
 with sigma of 0.04
 C130-C129 \\sim C230-C229
 with sigma of 0.02
 P21-F26 \\sim P21B-F26B
 with sigma of 0.02
 P21-F25 \\sim P21B-F25B
 with sigma of 0.02
 P21-F21 \\sim P21B-F21B
 with sigma of 0.02
 P21-F23 \\sim P21B-F23B
 with sigma of 0.02
 P21-F24 \\sim P21B-F24B
 with sigma of 0.02
 P21-F22 \\sim P21B-F22B
 with sigma of 0.02
 F26-F25 \\sim F26B-F25B
 with sigma of 0.04
 F26-F21 \\sim F26B-F21B
 with sigma of 0.04
 F26-F23 \\sim F26B-F23B
 with sigma of 0.04
 F26-F24 \\sim F26B-F24B
 with sigma of 0.04
 F26-F22 \\sim F26B-F22B
 with sigma of 0.04
 F25-F21 \\sim F25B-F21B
 with sigma of 0.04
 F25-F23 \\sim F25B-F23B
 with sigma of 0.04
 F25-F24 \\sim F25B-F24B
 with sigma of 0.04
 F25-F22 \\sim F25B-F22B
 with sigma of 0.04
 F21-F23 \\sim F21B-F23B
 with sigma of 0.04
 F21-F24 \\sim F21B-F24B
 with sigma of 0.04
 F21-F22 \\sim F21B-F22B
 with sigma of 0.04
 F23-F24 \\sim F23B-F24B
 with sigma of 0.04
 F23-F22 \\sim F23B-F22B
 with sigma of 0.04
 F24-F22 \\sim F24B-F22B
 with sigma of 0.04
 F26-F25 \\sim F26-F23 \\sim F26-F24 \\sim F26-F22 \\sim F25-F21 \\sim F25-F24
\\sim F25-F22 \\sim F21-F23
 \\sim F21-F24 \\sim F21-F22 \\sim F23-F24 \\sim F23-F22 \\sim F24-F22
 with sigma of 0.04
 P21-F26 \\sim P21-F25 \\sim P21-F21 \\sim P21-F23 \\sim P21-F24 \\sim P21-F22
 with sigma of 0.02
 F26B-F25B \\sim F26B-F23B \\sim F26B-F24B \\sim F26B-F22B \\sim F25B-F21B
\\sim F25B-F24B \\sim F25B-
 F22B \\sim F21B-F23B \\sim F21B-F24B \\sim F21B-F22B \\sim F23B-F24B \\sim
F23B-F22B \\sim F24B-F22B
 with sigma of 0.04
 P21B-F26B \\sim P21B-F25B \\sim P21B-F21B \\sim P21B-F23B \\sim P21B-F24B
\\sim P21B-F22B
 with sigma of 0.02
3. Restrained planarity
 S71, C71, C72, C73, C74
 with sigma of 0.02
 Cl71, Cl72, N71, N72, C75, C76, C77, C78, C79, C80, C81, C82
 with sigma of 0.05
 S51, C51, C52, C53, C54
 with sigma of 0.02
 Cl51, Cl52, N51, N52, C55, C56, C57, C58, C59, C60, C61, C62
 with sigma of 0.05
 N92, C96, C97, C98, C99, C100
 with sigma of 0.02
 N91, C91, C92, C93, C94, C95
 with sigma of 0.02
 S1, C1, C2, C3, C4
 with sigma of 0.02
 Cl1, Cl2, N1, N2, C5, C6, C7, C8, C9, C10, C11, C12
 with sigma of 0.05
 S21, C21, C22, C23, C24
 with sigma of 0.02
 Cl21, Cl22, N21, N22, C25, C26, C27, C28, C29, C30, C31, C32
 with sigma of 0.05
 N42, C46, C47, C48, C49, C50
 with sigma of 0.02
 N41, C41, C42, C43, C44, C45
 with sigma of 0.02
 S121, C121, C122, C123, C124
 with sigma of 0.02
 Cl4, Cl12, N121, N122, C125, C126, C127, C128, C129, C130, C131, C132
 with sigma of 0.05
 S101, C101, C102, C103, C104
 with sigma of 0.02
 Cl3, Cl10, N101, N102, C105, C106, C107, C108, C109, C110, C111, C112
 with sigma of 0.05
 N142, C146, C147, C148, C149, C150
 with sigma of 0.02
 N141, C141, C142, C143, C144, C145
 with sigma of 0.02
 S221, C221, C222, C223, C224
 with sigma of 0.02
 Cl5, Cl6, N221, N222, C225, C226, C227, C228, C229, C230, C231, C232
 with sigma of 0.05
 N242, C246, C247, C248, C249, C250
 with sigma of 0.02
 N241, C241, C242, C243, C244, C245
 with sigma of 0.02
 Cl7, Cl20, N201, N202, C205, C206, C207, C208, C209, C210, C211, C212
 with sigma of 0.05
 S201, C201, C202, C203, C204
 with sigma of 0.02
4. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 2A
6. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Others
 Sof(Ir4)=Sof(Cl5)=Sof(Cl6)=Sof(Cl7)=Sof(Cl20)=Sof(S201)=Sof(S221)=Sof(N201)=
 Sof(N202)=Sof(N221)=Sof(N222)=Sof(N241)=Sof(N242)=Sof(C201)=Sof(C202)=
 Sof(H202)=Sof(C203)=Sof(H203)=Sof(C204)=Sof(C205)=Sof(C206)=Sof(H206)=
 Sof(C207)=Sof(C208)=Sof(H208)=Sof(C209)=Sof(C210)=Sof(C211)=Sof(H211)=
 Sof(C212)=Sof(C221)=Sof(C222)=Sof(H222)=Sof(C223)=Sof(H223)=Sof(C224)=
 Sof(C225)=Sof(C226)=Sof(H226)=Sof(C227)=Sof(C228)=Sof(H228)=Sof(C229)=
 Sof(C230)=Sof(C231)=Sof(H231)=Sof(C232)=Sof(C241)=Sof(H241)=Sof(C242)=
 Sof(H242)=Sof(C243)=Sof(H243)=Sof(C244)=Sof(H244)=Sof(C245)=Sof(C246)=
 Sof(C247)=Sof(H247)=Sof(C248)=Sof(H248)=Sof(C249)=Sof(H249)=Sof(C250)=
 Sof(H250)=1-FVAR(1)
 Sof(Ir3)=Sof(Cl3)=Sof(Cl4)=Sof(Cl10)=Sof(Cl12)=Sof(S101)=Sof(S121)=Sof(N101)=
 Sof(N102)=Sof(N121)=Sof(N122)=Sof(N141)=Sof(N142)=Sof(C101)=Sof(C102)=
 Sof(H102)=Sof(C103)=Sof(H103)=Sof(C104)=Sof(C105)=Sof(C106)=Sof(H106)=
 Sof(C107)=Sof(C108)=Sof(H108)=Sof(C109)=Sof(C110)=Sof(C111)=Sof(H111)=
 Sof(C112)=Sof(C121)=Sof(C122)=Sof(H122)=Sof(C123)=Sof(H123)=Sof(C124)=
 Sof(C125)=Sof(C126)=Sof(H126)=Sof(C127)=Sof(C128)=Sof(H128)=Sof(C129)=
 Sof(C130)=Sof(C131)=Sof(H131)=Sof(C132)=Sof(C141)=Sof(H141)=Sof(C142)=
 Sof(H142)=Sof(C143)=Sof(H143)=Sof(C144)=Sof(H144)=Sof(C145)=Sof(C146)=
 Sof(C147)=Sof(H147)=Sof(C148)=Sof(H148)=Sof(C149)=Sof(H149)=Sof(C150)=
 Sof(H150)=FVAR(1)
 Sof(P21B)=Sof(F21B)=Sof(F22B)=Sof(F23B)=Sof(F24B)=Sof(F25B)=Sof(F26B)=1-FVAR(2)
 Sof(P21)=Sof(F21)=Sof(F22)=Sof(F23)=Sof(F24)=Sof(F25)=Sof(F26)=FVAR(2)
8.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C8(H8), C11(H11), C22(H22), C23(H23), C26(H26),
 C28(H28), C31(H31), C44(H44), C43(H43), C42(H42), C41(H41), C50(H50), C49(H49),
  C48(H48), C47(H47), C52(H52), C53(H53), C56(H56), C58(H58), C61(H61),
 C72(H72), C73(H73), C76(H76), C78(H78), C81(H81), C91(H91), C92(H92), C93(H93),
  C94(H94), C97(H97), C98(H98), C99(H99), C100(H100), C102(H102), C103(H103),
 C106(H106), C108(H108), C111(H111), C122(H122), C123(H123), C126(H126),
 C128(H128), C131(H131), C141(H141), C142(H142), C143(H143), C144(H144),
 C147(H147), C148(H148), C149(H149), C150(H150), C202(H202), C203(H203),
 C206(H206), C208(H208), C211(H211), C222(H222), C223(H223), C226(H226),
 C228(H228), C231(H231), C241(H241), C242(H242), C243(H243), C244(H244),
 C247(H247), C248(H248), C249(H249), C250(H250)
8.b Fitted hexagon refined as free rotating group:
 C45(C44,C43,C42,C41,N41), C46(N42,C50,C49,C48,C47), C96(C97,C98,C99,C100,N92)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 94 electrons were 
found in a volume of 388\%A^3^ in 2 voids per unit cell. 
This is consistent with the presence of 
0.667[C2H3N] per Asymmetric Unit 
which account for 88 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              26193
_shelx_fab_checksum              14732
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder in oil'
_olex2_submission_original_sample_id SAF061
_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
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 5.920
_oxdiff_exptl_absorpt_empirical_full_min 0.040