Tuning the singlet-triplet energy gap of AIE luminogens: crystallization-induced room temperature phosphorescence and delay fluorescence, tunable temperature response, highly efficient non-doped organic light-emitting diodes.
Li, Jie; Jiang, Yibin; Cheng, Juan; Zhang, Yilin; Su, Huimin; Lam, Jacky W. Y.; Sung, Herman H. Y.; Wong, Kam Sing; Kwok, Hoi Sing; Tang, Ben Zhong; Physical chemistry chemical physics : PCCP 17 (2015) 1134–1141; doi:10.1039/c4cp04052j

data_7218871
_publ_section_title
;
 Tuning the singlet-triplet energy gap of AIE luminogens:
 crystallization-induced room temperature phosphorescence and delay
 fluorescence, tunable temperature response, highly efficient non-doped
 organic light-emitting diodes.
;
_journal_issue                   2
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              1134
_journal_page_last               1141
_journal_paper_doi               10.1039/c4cp04052j
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C45 H32 N2'
_chemical_formula_sum            'C45 H32 N2'
_chemical_formula_weight         600.73
_chemical_name_systematic
(E)-2'-(2-(4'-(diphenylamino)-[1,1'-biphenyl]-2-yl)-2-phenylvinyl)-[1,1'-biphenyl]-4-carbonitrile
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-06-23
_audit_creation_method
;
  Olex2 1.2-beta
  (compiled May  9 2012 12:37:22, GUI svn.r4230)
;
_audit_update_record
;
2014-09-03 deposited with the CCDC.
2014-11-21 downloaded from the CCDC.
;
_cell_angle_alpha                68.455(6)
_cell_angle_beta                 84.347(4)
_cell_angle_gamma                73.048(4)
_cell_formula_units_Z            2
_cell_length_a                   8.4790(3)
_cell_length_b                   12.9948(8)
_cell_length_c                   16.2781(11)
_cell_measurement_reflns_used    4573
_cell_measurement_temperature    173.0(4)
_cell_measurement_theta_max      71.5310
_cell_measurement_theta_min      3.7980
_cell_volume                     1595.69(17)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      173.0(4)
_diffrn_detector_area_resol_mean 15.9578
_diffrn_measured_fraction_theta_full 0.9805
_diffrn_measured_fraction_theta_max 0.5377
_diffrn_measurement_details
;
  1 omega   39.00   67.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000  -90.0000 28

  2 omega  -25.00    4.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -99.0000  120.0000 29

  3 omega   11.00   42.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -99.0000  120.0000 31

  4 omega  -10.00   93.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000  -19.0000  -30.0000 103

  5 omega   82.00  123.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000  122.0000    0.0000 41

  6 omega   -9.00   73.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000  -57.0000  -90.0000 82

  7 omega   35.00  124.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       55.0000   57.0000  150.0000 89

  8 omega -133.00 -102.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000 -151.0000  -62.0000 31

  9 omega -140.00  -55.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -64.0000  178.0000   90.0000 85

 10 omega   40.00   68.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -92.0000    0.0000 28

 11 omega   41.00   71.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000   30.0000 30

 12 omega   82.00  147.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -92.0000    0.0000 65

 13 omega   38.00   70.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000 -120.0000 32

 14 omega   40.00   72.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000  120.0000 32

 15 omega   85.00  148.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -92.0000 -180.0000 63

 16 omega   38.00   71.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000   90.0000 33

 17 omega   43.00   72.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000 -150.0000 29

 18 omega   42.00   72.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000  150.0000 30

 19 omega   37.00   69.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000    0.0000 32

 20 omega   40.00   70.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000 -180.0000 30

 21 omega   38.00   65.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -92.0000  -90.0000 27

 22 omega   83.00  148.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -92.0000  -90.0000 65

 23 omega   39.00   72.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -25.0000   60.0000 33

 24 omega   40.00   65.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -92.0000   90.0000 25

 25 omega   87.00  147.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -92.0000   90.0000 60

 26 omega   50.00  134.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -12.0000  -90.0000 84

 27 omega  141.00  169.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -12.0000  -90.0000 28

 28 omega   38.00   65.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      110.0000  -92.0000 -180.0000 27
;
_diffrn_measurement_device       'kappa diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0463300000
_diffrn_orient_matrix_UB_12      -0.0986042000
_diffrn_orient_matrix_UB_13      0.0765514000
_diffrn_orient_matrix_UB_21      0.0283400000
_diffrn_orient_matrix_UB_22      0.0524959000
_diffrn_orient_matrix_UB_23      0.0662563000
_diffrn_orient_matrix_UB_31      -0.1820246000
_diffrn_orient_matrix_UB_32      0.0714527000
_diffrn_orient_matrix_UB_33      -0.0101904000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_unetI/netI     0.0421
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            9193
_diffrn_reflns_theta_full        66.50
_diffrn_reflns_theta_max         66.99
_diffrn_reflns_theta_min         3.80
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           35
_diffrn_source_power             1.75
_diffrn_source_target            Cu
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.553
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71036
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             632
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Methanol/Dichloromethane'
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.198
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     424
_refine_ls_number_reflns         5563
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0411
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0624P)^2^+0.1796P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1068
_refine_ls_wR_factor_ref         0.1117
_reflns_number_gt                4862
_reflns_number_total             5563
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4cp04052j2.cif
_cod_data_source_block           jie1cult
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2935 2014-11-11 08:27:57Z andrius 

 Adding full bibliography for 7218871.cif.
;
_cod_original_cell_volume        1595.69(16)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7218871
_reflns_odcompleteness_completeness 98.05
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13