Bright green PhOLEDs using cyclometalated diiridium(iii) complexes with bridging oxamidato ligands as phosphorescent dopants
M’hamedi, Ahmed; Fox, Mark A.; Batsanov, Andrei S.; Al-Attar, Hameed A.; Monkman, Andrew P.; Bryce, Martin R.; Journal of Materials Chemistry C 5 (2017) 6777–; doi:10.1039/C7TC00628D

data_7236748
_publ_section_title
;
 Bright green PhOLEDs using cyclometalated diiridium(iii) complexes with
 bridging oxamidato ligands as phosphorescent dopants
;
_journal_issue                   27
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              6777
_journal_paper_doi               10.1039/C7TC00628D
_journal_volume                  5
_journal_year                    2017
_chemical_formula_moiety         'C82 H74 Ir2 N6 O2,C6 H14'
_chemical_formula_sum            'C88 H88 Ir2 N6 O2'
_chemical_formula_weight         1646.04
_chemical_name_systematic
'Tetrakis[2-phenyl-4-(2,4,6-trimethylphenyl)pyridine-C2,N?]-bis(?-oxamidato-N,N?,O,O?)diiridium(III) '
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2016-12-18
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
;
_audit_update_record
;
2016-12-19 deposited with the CCDC.
2017-06-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.237(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.122(3)
_cell_length_b                   24.292(4)
_cell_length_c                   19.265(5)
_cell_measurement_reflns_used    9392
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.51
_cell_measurement_theta_min      2.30
_cell_volume                     7071(3)
_computing_cell_refinement       'Rigaku CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'Rigaku CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction
;
Rigaku CrystalClear (Rigaku Inc., 2008), then transformed to Bruker format 
using APEX2 
;
_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, 2015)'
_computing_structure_solution    'SHELXS 2013/1 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 0.0350
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_device       'CrystalLogic Kappa (4 circle)'
_diffrn_measurement_device_type  'Kappa Rigaku Saturn724+'
_diffrn_measurement_method       'thick-slice \w scans'
_diffrn_radiation_collimation    '0.3 x 1.5 Double Pinhole'
_diffrn_radiation_monochromator  'double crystal silicon'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.6889
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_av_unetI/netI     0.0419
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            42109
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        24.415
_diffrn_reflns_theta_max         29.559
_diffrn_reflns_theta_min         1.538
_diffrn_source                   Synchrotron
_diffrn_source_type              'Undulator, I19, DLS, RAL'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.481
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7388
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1052 before and 0.0523 after correction.
The Ratio of minimum to maximum transmission is 0.7388.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_description       block
_exptl_crystal_F_000             3312
_exptl_crystal_preparation       ', Luminescent'
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: hexane'
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.025
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.703
_refine_diff_density_min         -1.868
_refine_diff_density_rms         0.126
_refine_ls_extinction_coef       0.00021(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     440
_refine_ls_number_reflns         10354
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0340
_refine_ls_shift/su_max          0.005
_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^+13.9850P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0776
_refine_ls_wR_factor_ref         0.0830
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7944
_reflns_number_total             10354
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7tc00628d2.cif
_cod_data_source_block           5
_cod_database_code               7236748
_shelx_estimated_absorpt_t_max   0.934
_shelx_estimated_absorpt_t_min   0.845
_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 C(H,H,H,H,H,H) groups
2. Restrained distances
 C26A-C27 \\sim C26B-C27
 with sigma of 0.02
 C26A-C25A \\sim C26B-C25B
 with sigma of 0.02
 C9-C24A \\sim C9-C24B
 with sigma of 0.02
 C25A-C24A \\sim C25B-C24B
 with sigma of 0.02
 C29-C24B \\sim C29-C24A
 with sigma of 0.02
 C30B-C25B \\sim C25A-C30A
 with sigma of 0.02
 Ir_$1-O2 \\sim Ir-O1
 with sigma of 0.02
 O1-C23 \\sim O2-C23
 with sigma of 0.02
 N1-C23 \\sim N2-C23
 with sigma of 0.02
 Ir_$1-N2 \\sim Ir-N1
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C30A) = Uanis(C30B)
Uanis(C25A) = Uanis(C25B)
Uanis(C26A) = Uanis(C26B)
Uiso(C24B) = Uiso(C24B)
Uanis(N1) = Uanis(O1)
Uanis(O2) = Uanis(N2)
4. Others
 Uiso(H31A)=Uiso(H31B)=Uiso(H31C)=FVAR(1)
 Uiso(H32A)=Uiso(H32B)=Uiso(H32C)=FVAR(2)
 Uiso(H39A)=Uiso(H39B)=Uiso(H39C)=FVAR(3)
 Uiso(H41A)=Uiso(H41B)=Uiso(H41C)=FVAR(4)
 Sof(C24B)=Sof(C25B)=Sof(C26B)=Sof(H26B)=Sof(C30B)=Sof(H30D)=Sof(H30E)=
 Sof(H30F)=1-FVAR(5)
 Sof(C24A)=Sof(C25A)=Sof(C26A)=Sof(H26A)=Sof(C30A)=Sof(H30A)=Sof(H30B)=
 Sof(H30C)=FVAR(5)
 Sof(O2)=Sof(N1)=Sof(H1N)=1-FVAR(6)
 Sof(O1)=Sof(N2)=Sof(H2N)=FVAR(6)
 Fixed Sof: H40D(0.5) H40E(0.5) H40F(0.5) H40A(0.5) H40B(0.5) H40C(0.5)
5.a Riding coordinates:
 N2(H2N), N1(H1N), C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C10(H10), C11(H11),
 C13(H13), C14(H14), C15(H15), C16(H16), C19(H19), C21(H21), C22(H22), C28(H28),
  C35(H35), C37(H37), C40(H40D,H40E,H40F,H40A,H40B,H40C), C26A(H26A), C30A(H30A,
 H30B,H30C), C26B(H26B), C30B(H30D,H30E,H30F)
5.b Rotating group:
 C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C39(H39A,H39B,H39C), C41(H41A,H41B,
 H41C)
;
_shelx_res_checksum              48003
_shelx_hkl_checksum              73480
_shelx_fab_checksum              37812
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'