Tuning the oxidation potential of 2-phenylpyridine-based iridium complexes to improve the performance of bluish and white OLEDs
Yafei Wang; Ning Sun; Basile F. E. Curchod; Louise Male; Dongge Ma; Jiang Fan; Yu Liu; Weiguo Zhu; Etienne Baranoff; Journal of Materials Chemistry C 4 (2016) 3738–3746; doi:10.1039/C5TC02355F

data_7234712
_publ_section_title
;
 Tuning the oxidation potential of 2-phenylpyridine-based iridium
 complexes to improve the performance of bluish and white OLEDs
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              3738
_journal_page_last               3746
_journal_paper_doi               10.1039/C5TC02355F
_journal_volume                  4
_journal_year                    2016
_chemical_formula_moiety         'C33 H31 F4 Ir N2 O4, 0.5(C H2 Cl2)'
_chemical_formula_sum            'C33.5 H32 Cl F4 Ir N2 O4'
_chemical_formula_weight         830.26
_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     direct
_cell_angle_alpha                113.094(2)
_cell_angle_beta                 105.6129(19)
_cell_angle_gamma                99.0525(18)
_cell_formula_units_Z            4
_cell_length_a                   13.2592(3)
_cell_length_b                   17.0439(4)
_cell_length_c                   17.1957(4)
_cell_measurement_reflns_used    13664
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.3430
_cell_measurement_theta_min      3.1000
_cell_volume                     3287.63(16)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3537
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details
;
  1 omega  -15.00   79.00   1.0000   16.4500
omega____ theta____ kappa____ phi______ frames
    -       10.3201   57.0000 -150.0000 94

  2 omega  -20.00   50.00   1.0000   16.4500
omega____ theta____ kappa____ phi______ frames
    -       10.3201  -99.0000  -30.0000 70

  3 omega  -59.00   35.00   1.0000   16.4500
omega____ theta____ kappa____ phi______ frames
    -       10.3201  -57.0000   60.0000 94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0226101000
_diffrn_orient_matrix_UB_12      -0.0209623000
_diffrn_orient_matrix_UB_13      0.0259323000
_diffrn_orient_matrix_UB_21      -0.0118884000
_diffrn_orient_matrix_UB_22      -0.0394621000
_diffrn_orient_matrix_UB_23      -0.0405588000
_diffrn_orient_matrix_UB_31      0.0522548000
_diffrn_orient_matrix_UB_32      0.0157417000
_diffrn_orient_matrix_UB_33      -0.0009281000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            23065
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.112
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    4.205
_exptl_absorpt_correction_T_max  0.955
_exptl_absorpt_correction_T_min  0.823
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.677
_exptl_crystal_description       rod
_exptl_crystal_F_000             1636
_exptl_crystal_size_max          0.3652
_exptl_crystal_size_mid          0.1003
_exptl_crystal_size_min          0.0524
_refine_diff_density_max         1.165
_refine_diff_density_min         -1.144
_refine_diff_density_rms         0.111
_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     910
_refine_ls_number_reflns         13313
_refine_ls_number_restraints     101
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0268
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0157P)^2^+5.5847P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0552
_refine_ls_wR_factor_ref         0.0601
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                11371
_reflns_number_total             13313
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            J-Mater-Chem-C-2016-4-3738.cif
_cod_data_source_block           acac
_cod_original_cell_volume        3287.63(14)
_cod_original_formula_sum        'C33.50 H32 Cl F4 Ir N2 O4'
_cod_database_code               7234712
_chemical_oxdiff_formula         'C33 H31 F4 Ir N2 O4'
_reflns_odcompleteness_completeness 98.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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. Restrained distances
 Cl81-C801
 1.74 with sigma of 0.01
 Cl82-C801 = Cl3'-C81' = Cl4'-C81'
 1.74 with sigma of 0.02
 Cl3'-Cl4'
 2.9 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C701 \\sim Cl71 \\sim Cl72 \\sim C71' \\sim Cl1' \\sim Cl2' \\sim C801 \\sim
Cl81 \\sim Cl82 \\sim C81' \\sim Cl3' \\sim Cl4': within 1.7A with sigma of
0.04 and sigma for terminal atoms of 0.08
Uanis(C701) \\sim Ueq, Uanis(Cl82) \\sim Ueq: with sigma of 0.02 and sigma for
terminal atoms of 0.1
Uanis(C801) \\sim Ueq, Uanis(Cl4') \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
4. Others
 Sof(C71')=Sof(H71A)=Sof(H71B)=Sof(Cl1')=Sof(Cl2')=0.5*(1-FVAR(2))
 Sof(C701)=Sof(H70A)=Sof(H70B)=Sof(Cl71)=Sof(Cl72)=0.5*FVAR(2)
 Sof(C81')=Sof(H81A)=Sof(H81B)=Sof(Cl3')=Sof(Cl4')=0.5*(1-FVAR(3))
 Sof(C801)=Sof(H80A)=Sof(H80B)=Sof(Cl81)=Sof(Cl82)=0.5*FVAR(3)
5.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C26(H26A,H26B), C46(H46A,H46B), C56(H56A,H56B), C701(H70A,
 H70B), C71'(H71A,H71B), C801(H80A,H80B), C81'(H81A,H81B)
5.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C19(H19), C102(H102), C103(H103), C25(H25), C29(H29), C202(H202),
 C203(H203), C32(H32), C45(H45), C49(H49), C402(H402), C403(H403), C55(H55),
 C59(H59), C502(H502), C503(H503), C62(H62)
5.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C104(H10A,H10B,H10C), C27(H27A,H27B,H27C), C204(H20A,
 H20B,H20C), C34(H34A,H34B,H34C), C35(H35A,H35B,H35C), C47(H47A,H47B,H47C),
 C404(H40A,H40B,H40C), C57(H57A,H57B,H57C), C504(H50A,H50B,H50C), C64(H64A,H64B,
 H64C), C65(H65A,H65B,H65C)
;
_shelx_res_checksum              90532
_shelx_hkl_checksum              10207