Sulfonyl-Substituted Heteroleptic Cyclometalated Iridium(III) Complexes as Blue Emitters for Solution-Processable Phosphorescent Organic Light-Emitting Diodes.
Benjamin, Helen; Zheng, Yonghao; Batsanov, Andrei S.; Fox, Mark A.; Al-Attar, Hameed A; Monkman, Andrew P.; Bryce, Martin R.; Inorganic chemistry 55 (2016) 8612–8627; doi:10.1021/acs.inorgchem.6b01179

data_4348464
_publ_section_title
;
 Sulfonyl-Substituted Heteroleptic Cyclometalated Iridium(III) Complexes
 as Blue Emitters for Solution-Processable Phosphorescent Organic
 Light-Emitting Diodes.
;
_journal_issue                   17
_journal_name_full               'Inorganic chemistry'
_journal_page_first              8612
_journal_page_last               8627
_journal_paper_doi               10.1021/acs.inorgchem.6b01179
_journal_volume                  55
_journal_year                    2016
_chemical_formula_moiety         'C42 H28 F4 Ir N3 O6 S2,3(C H2 Cl2)'
_chemical_formula_sum            'C45 H34 Cl6 F4 Ir N3 O6 S2'
_chemical_formula_weight         1257.77
_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     heavy
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-06-29
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_cell_angle_alpha                65.7876(12)
_cell_angle_beta                 84.0866(9)
_cell_angle_gamma                86.4923(10)
_cell_formula_units_Z            2
_cell_length_a                   11.46263(11)
_cell_length_b                   14.29072(18)
_cell_length_c                   15.9650(2)
_cell_measurement_reflns_used    16560
_cell_measurement_temperature    120
_cell_measurement_theta_max      32.2564
_cell_measurement_theta_min      2.5943
_cell_volume                     2371.95(5)
_computing_cell_refinement
'CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (2011)'
_computing_data_collection
'CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (2011)'
_computing_data_reduction
'CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (2011)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement
'ShelXL 2014/7 multi-CPU version (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS 2013/1 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean 16.15
_diffrn_detector_type            'Sapphire3 CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.905
_diffrn_measurement_details
;
  1 omega  -92.00    4.00   0.3000    6.7900
omega____ theta____ kappa____ phi______ frames
    -      -25.4620  -77.0000 -120.0000 320

  2 omega  -53.00   42.10   0.3000    6.7900
omega____ theta____ kappa____ phi______ frames
    -      -25.4620   77.0000    0.0000 317

  3 omega   -2.00   66.10   0.3000    6.7900
omega____ theta____ kappa____ phi______ frames
    -       26.0870 -100.0000 -180.0000 227

  4 omega    5.00   67.10   0.3000    6.7900
omega____ theta____ kappa____ phi______ frames
    -       26.0870 -100.0000   90.0000 207

  5 omega  -18.00   98.10   0.3000    6.7900
omega____ theta____ kappa____ phi______ frames
    -       26.0870   19.0000 -180.0000 387

  6 omega   41.00   66.80   0.3000    6.7900
omega____ theta____ kappa____ phi______ frames
    -       26.0870 -100.0000 -150.0000 86

  7 omega   -9.00   26.10   0.3000    6.7900
omega____ theta____ kappa____ phi______ frames
    -       26.0870  -57.0000  -90.0000 117

  8 omega  -50.00   46.00   0.3000    6.7900
omega____ theta____ kappa____ phi______ frames
    -      -25.4620   38.0000  150.0000 320

  9 omega  -96.00  -16.80   0.3000    6.7900
omega____ theta____ kappa____ phi______ frames
    -      -25.4620  -77.0000  120.0000 264

 10 omega  -98.00   -1.10   0.3000    6.7900
omega____ theta____ kappa____ phi______ frames
    -      -25.4620  -38.0000  -30.0000 323
;
_diffrn_measurement_device_type
'Agilent Technologies, Gemini S Ultra kappa-diffractometer'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0009915000
_diffrn_orient_matrix_UB_12      0.0321468000
_diffrn_orient_matrix_UB_13      0.0241245000
_diffrn_orient_matrix_UB_21      -0.0404163000
_diffrn_orient_matrix_UB_22      0.0337975000
_diffrn_orient_matrix_UB_23      -0.0297327000
_diffrn_orient_matrix_UB_31      -0.0473008000
_diffrn_orient_matrix_UB_32      -0.0280579000
_diffrn_orient_matrix_UB_33      0.0304059000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_av_unetI/netI     0.0394
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.905
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            44383
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.905
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.329
_diffrn_reflns_theta_min         2.600
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    3.308
_exptl_absorpt_correction_T_max  0.779
_exptl_absorpt_correction_T_min  0.674
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.10 (release 06-04-2011 CrysAlis171 .NET)
(compiled Apr  6 2011,09:17:13)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.761
_exptl_crystal_description       block
_exptl_crystal_F_000             1240
_exptl_crystal_size_max          0.2959
_exptl_crystal_size_mid          0.1949
_exptl_crystal_size_min          0.1934
_refine_diff_density_max         1.101
_refine_diff_density_min         -1.595
_refine_diff_density_rms         0.124
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     653
_refine_ls_number_reflns         15317
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0343
_refine_ls_shift/su_max          0.019
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0370P)^2^+2.8640P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0817
_refine_ls_wR_factor_ref         0.0858
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13775
_reflns_number_total             15317
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            11.cif
_cod_data_source_block           11
_cod_database_code               4348464
_ccdc_comments                   'polymorph of VEMQIP'
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.01
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Cl5B-C45B \\sim Cl6B-C45B \\sim Cl5A-C45A \\sim Cl6A-C45A
 with sigma of 0.02
 Cl4A-C44A \\sim Cl3A-C44A \\sim Cl3B-C44B \\sim Cl4B-C44B
 with sigma of 0.02
 Cl2B-C43 \\sim Cl2A-C43
 with sigma of 0.02
3. Others
 Sof(Ir')=1-FVAR(1)
 Sof(Ir)=FVAR(1)
 Fixed Sof: Cl2A(0.85) Cl2B(0.15) Cl6C(0.4) Cl3B(0.15) Cl4B(0.15) C44B(0.15)
 H443(0.15) H444(0.15) Cl5B(0.1) Cl6B(0.1) C45B(0.1) H453(0.1) H454(0.1)
 Cl3A(0.85) Cl4A(0.85) C44A(0.85) H441(0.85) H442(0.85) Cl5A(0.9) Cl6A(0.5)
 C45A(0.9) H451(0.5) H452(0.5) H455(0.4) H456(0.4)
4.a Riding coordinates:
 C43(H431,H432), C45B(H453,H454), C45A(H451,H452), C45A(H455,H456)
4.b Secondary CH2 refined with riding coordinates:
 C44B(H443,H444), C44A(H441,H442)
4.c Aromatic/amide H refined with riding coordinates:
 C3(H25), C4(H26), C5(H27), C6(H28), C8(H13), C14(H19), C15(H20), C16(H21),
 C17(H22), C19(H2), C25(H8), C26(H9), C27(H10), C28(H11), C30(H37), C31(H38),
 C33(H40), C34(H41), C37(H34), C38(H33), C40(H31), C41(H30)
4.d Idealised Me refined as rotating group:
 C35(H42A,H42B,H42C), C42(H35A,H35B,H35C)
;
_shelx_shelxl_version_number     2014/7