Stable N-heterocyclic carbene (NHC) cyclometalated (C^C) gold(iii) complexes as blue‒blue green phosphorescence emitters
von Arx, Tobias; Szentkuti, Alexander; Zehnder, Thomas N.; Blacque, Olivier; Venkatesan, Koushik; Journal of Materials Chemistry C 5 (2017) 3765–; doi:10.1039/C6TC05551F

data_7236471
_publ_section_title
;
 Stable N-heterocyclic carbene (NHC) cyclometalated (C^C) gold(iii)
 complexes as blue--blue green phosphorescence emitters
;
_journal_issue                   15
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              3765
_journal_paper_doi               10.1039/C6TC05551F
_journal_volume                  5
_journal_year                    2017
_chemical_formula_moiety         '4(C28 H11 Au F10 N2 O), C5 H12'
_chemical_formula_sum            'C117 H56 Au4 F40 N8 O4'
_chemical_formula_weight         3185.56
_chemical_name_systematic
'(3,4-dibenzofurandiyl(3-methyl-1H-imidazol-2-ylidene))- bis(pentafluorophenyl)-gold(iii) pentane solvate 4:1'
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2016-05-31
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2016-12-14 deposited with the CCDC.
2017-03-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.587(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   31.2423(17)
_cell_length_b                   13.2690(7)
_cell_length_c                   14.5873(7)
_cell_measurement_reflns_used    7512
_cell_measurement_temperature    183(1)
_cell_measurement_theta_max      32.3
_cell_measurement_theta_min      2.1
_cell_volume                     5901.9(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      183(1)
_diffrn_detector_area_resol_mean 10.3801
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
  1 omega  -15.00  114.60   0.8000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       24.3129   77.0000  -60.0000 162

  2 omega  -15.00  114.60   0.8000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       24.3129   77.0000   60.0000 162

  3 omega  -64.00   65.60   0.8000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -24.9379   77.0000 -180.0000 162

  4 omega  -60.00   47.20   0.8000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       24.3129  -37.0000  -30.0000 134
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0171693000
_diffrn_orient_matrix_UB_12      -0.0344022000
_diffrn_orient_matrix_UB_13      0.0017774000
_diffrn_orient_matrix_UB_21      0.0023820000
_diffrn_orient_matrix_UB_22      0.0101124000
_diffrn_orient_matrix_UB_23      0.0485830000
_diffrn_orient_matrix_UB_31      -0.0155402000
_diffrn_orient_matrix_UB_32      0.0396230000
_diffrn_orient_matrix_UB_33      -0.0108330000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16439
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         2.105
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    5.074
_exptl_absorpt_correction_T_max  0.793
_exptl_absorpt_correction_T_min  0.470
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
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            colourless
_exptl_crystal_density_diffrn    1.793
_exptl_crystal_description       plate
_exptl_crystal_F_000             3044
_exptl_crystal_preparation       ', Luminescent'
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.824
_refine_diff_density_min         -0.642
_refine_diff_density_rms         0.157
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     475
_refine_ls_number_reflns         16439
_refine_ls_number_restraints     532
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0800
_refine_ls_R_factor_gt           0.0454
_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^)+(0.0763P)^2^+11.5515P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1252
_refine_ls_wR_factor_ref         0.1379
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10611
_reflns_number_total             16439
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6tc05551f2.cif
_cod_data_source_block           2a_CCDC-1497783
_cod_database_code               7236471
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.5451(10) 0.4549(10)
2. 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
3. Restrained distances
 C29-C30 = C30-C31 = C31-C32 = C32-C33
 1.54 with sigma of 0.01
 Au1-C23A \\sim Au1-C23B
 with sigma of 0.005
 C25B-F8B \\sim C27B-F8B
 with sigma of 0.01
 C28A-F10A \\sim C28B-F10B
 with sigma of 0.005
4. Restrained planarity
 C23A, C24A, C25A, C26A, C27A, C28A, F6A, F7A, F8A, F9A, F10A
 with sigma of 0.002
 C23B, C24B, C25B, C26B, C27B, C28B, F6B, F8B, F9B, F10B
 with sigma of 0.002
5. Uiso/Uaniso restraints and constraints
C23A \\sim C24A \\sim C25A \\sim C26A \\sim C27A \\sim C28A \\sim C23B \\sim
C24B \\sim C25B \\sim C26B \\sim C27B \\sim C28B: within 3A with sigma of 0.005
and sigma for terminal atoms of 0.01
F6A \\sim F6B \\sim F7A \\sim F7B \\sim F8A \\sim F8B \\sim F9A \\sim F9B \\sim
F10A \\sim F10B: within 3A with sigma of 0.005 and sigma for terminal atoms of
0.01
Uiso(C29) = Uiso(C30) = Uiso(C31) = Uiso(C32) = Uiso(C33)
6. Others
 Sof(C23B)=Sof(C24B)=Sof(C25B)=Sof(C26B)=Sof(C27B)=Sof(C28B)=Sof(F6B)=Sof(F8B)=
 Sof(F9B)=Sof(F10B)=Sof(F7B)=1-FVAR(1)
 Sof(C23A)=Sof(C24A)=Sof(C25A)=Sof(C26A)=Sof(C27A)=Sof(C28A)=Sof(F6A)=Sof(F7A)=
 Sof(F8A)=Sof(F9A)=Sof(F10A)=FVAR(1)
 Fixed Sof: C31(0.25) H31A(0.25) H31B(0.25) C33(0.25) H33A(0.25) H33B(0.25)
 H33C(0.25) C30(0.25) H30A(0.25) H30B(0.25) C32(0.25) H32A(0.25) H32B(0.25)
 C29(0.25) H29A(0.25) H29B(0.25) H29C(0.25)
7.a Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B), C30(H30A,H30B), C32(H32A,H32B)
7.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C9(H9), C10(H10), C11(H11), C12(H12), C14(H14), C15(H15)
7.c Fitted hexagon refined as free rotating group:
 C23A(C24A,C25A,C26A,C27A,C28A), C23B(C24B,C25B,C26B,C27B,C28B)
7.d Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C33(H33A,H33B,H33C), C29(H29A,H29B,H29C)
;
_shelx_res_checksum              53771
_shelx_hkl_checksum              29836
_shelx_shelxl_version_number     2014/7