Energy level tuning of blue emitting and electron transporting vinylene bis(vinyl quinolinyl)benzene derivatives: synthesis, characterisation, thin film characterisation and performance in OLEDs
Poopathy Kathirgamanathan; Sivagnanasundram Surendrakumar; Seenivasagam Ravichandran; Muttulingam Kumaraverl; Juan Antipan Lara; Subramaniam Ganeshamurugan; Lisa M. Bushby; Jeremiah P. Tidey; Alexander J. Blake; Journal of Materials Chemistry C 3 (2015) 6652–6667; doi:10.1039/C5TC00932D

data_7234289
_publ_section_title
;
 Energy level tuning of blue emitting and electron transporting vinylene
 bis(vinyl quinolinyl)benzene derivatives: synthesis, characterisation,
 thin film characterisation and performance in OLEDs
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              6652
_journal_page_last               6667
_journal_paper_doi               10.1039/C5TC00932D
_journal_volume                  3
_journal_year                    2015
_chemical_formula_moiety         'C36 H24 N2 S2'
_chemical_formula_sum            'C36 H24 N2 S2'
_chemical_formula_weight         548.71
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 106.225(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.5974(4)
_cell_length_b                   7.5438(3)
_cell_length_c                   17.0328(7)
_cell_measurement_reflns_used    3566
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      69.81
_cell_measurement_theta_min      4.33
_cell_volume                     1307.45(9)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics
;
MERCURY, C. F. Macrae, P. R. Edgington, P. McCabe, E. Pidcock, 
G. P. Shields, R. Taylor, M. Towler and J. van de Streek, 
J. Appl. Crystallogr. 2006, 39, 453.
;
_computing_publication_material
;
OLEX2, L. J. Bourhis, O. V. Dolomanov, R. J. Gildea, J. A. K. Howard
and H. Puschmann, Acta Crystallogr., Sect. A 2015, 71, 59. 
;
_computing_structure_refinement
;
SHELXL, G. M. Sheldrick, Acta Crystallogr., Sect. A 2015, 71, 3-8.
;
_computing_structure_solution
;
SHELXS, G. M. Sheldrick, Acta Crystallogr., Sect. A 2008, 64, 112-122.
;
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 8.075
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.750
_diffrn_measurement_details
;
  1 omega    5.00   45.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -99.0000  -60.0000 40

  2 omega   35.00   62.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000   90.0000 27

  3 omega  -12.00   18.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000   90.0000 30

  4 omega  -85.00  -55.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000 -178.0000  -90.0000 30

  5 omega  -64.00  -32.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -53.5000  125.0000   30.0000 32

  6 omega  -30.00   22.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -53.5000   38.0000 -120.0000 52

  7 omega -115.00   -8.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -53.5000   15.0000 -120.0000 107

  8 omega  -96.00  -34.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -53.5000  125.0000  120.0000 62

  9 omega   -1.00   81.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000  -95.0000  -60.0000 82

 10 omega   54.00   90.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -38.0000  -90.0000 36

 11 omega  146.00  175.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  104.0000   30.0000 29

 12 omega   82.00  163.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   50.0000 -150.0000 81

 13 omega   88.00  178.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   64.0000  150.0000 90

 14 omega   88.00  113.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -104.0000 -150.0000 25

 15 omega  105.00  178.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   64.0000 -120.0000 73

 16 omega   38.00  108.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -104.0000  120.0000 70

 17 omega   37.00   93.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -38.0000 -180.0000 56

 18 omega   37.00  131.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -77.0000  120.0000 94

 19 omega  -86.00  -35.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000 -178.0000 -120.0000 51

 20 omega  -37.00   75.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   77.0000  150.0000 112

 21 omega    5.00  135.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   30.0000 -180.0000 130

 22 omega   19.00   44.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000   77.0000   30.0000 25

 23 omega  110.00  158.00   1.0000   80.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   12.0000  -60.0000 48
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0022697000
_diffrn_orient_matrix_UB_12      -0.2042157000
_diffrn_orient_matrix_UB_13      0.0016809000
_diffrn_orient_matrix_UB_21      -0.0580217000
_diffrn_orient_matrix_UB_22      -0.0031751000
_diffrn_orient_matrix_UB_23      -0.0936201000
_diffrn_orient_matrix_UB_31      0.1397627000
_diffrn_orient_matrix_UB_32      -0.0045011000
_diffrn_orient_matrix_UB_33      -0.0103258000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0196
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            5419
_diffrn_reflns_point_group_measured_fraction_full 0.768
_diffrn_reflns_point_group_measured_fraction_max 0.750
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.126
_diffrn_reflns_theta_min         4.345
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.071
_exptl_absorpt_correction_T_max  1.070
_exptl_absorpt_correction_T_min  0.861
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_description       needle
_exptl_crystal_F_000             572
_exptl_crystal_size_max          0.197
_exptl_crystal_size_mid          0.039
_exptl_crystal_size_min          0.023
_refine_diff_density_max         0.41
_refine_diff_density_min         -0.24
_refine_diff_density_rms         0.05
_refine_ls_abs_structure_details
;
 Flack x determined using 993 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.55(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_expression .
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.06
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     436
_refine_ls_number_reflns         3726
_refine_ls_number_restraints     194
_refine_ls_restrained_S_all      1.05
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0418
_refine_ls_shift/su_max          0.051
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[\s^2^(Fo^2^)+(0.066P)^2^+0.554P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.115
_refine_ls_wR_factor_ref         0.117
_reflns_Friedel_coverage         0.414
_reflns_Friedel_fraction_full    0.500
_reflns_Friedel_fraction_max     0.478
_reflns_number_gt                3475
_reflns_number_total             3726
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            J-Mater-Chem-C-2015-3-6652.cif
_cod_data_source_block           E278-Th-St
_cod_original_cell_volume        1307.44(9)
_cod_database_code               7234289
_chemical_oxdiff_formula         'C36 H24 N2 S2'
_chemical_oxdiff_usercomment
'PKAJBD, #12754 for JPT/AJB/PK, mounted in light fomblin on micromount'
_reflns_odcompleteness_completeness 99.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_shelx_res_checksum              33944