Turning on the solid emission from non-emissive 2-aryl-3-cyanobenzofurans by tethering tetraphenylethene for green electroluminescence
Peng, Zhixing; Huang, Kai; Tao, Yuhan; Li, Xihui; Zhang, Lianpeng; Lu, Ping; Wang, Yanguang; Materials Chemistry Frontiers 1 (2017) 1858–; doi:10.1039/C7QM00145B

data_1553673
_publ_section_title
;
 Turning on the solid emission from non-emissive 2-aryl-3-cyanobenzofurans
 by tethering tetraphenylethene for green electroluminescence
;
_journal_issue                   9
_journal_name_full               'Materials Chemistry Frontiers'
_journal_page_first              1858
_journal_paper_doi               10.1039/C7QM00145B
_journal_volume                  1
_journal_year                    2017
_chemical_formula_moiety         'C42 H29 N O2'
_chemical_formula_sum            'C42 H29 N O2'
_chemical_formula_weight         579.66
_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
_atom_sites_solution_secondary   difmap
_audit_creation_date             2016-07-08
_audit_creation_method
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_audit_update_record
;
2016-12-07 deposited with the CCDC.
2017-05-09 downloaded from the CCDC.
;
_cell_angle_alpha                102.183(5)
_cell_angle_beta                 93.914(5)
_cell_angle_gamma                93.086(5)
_cell_formula_units_Z            2
_cell_length_a                   9.4456(6)
_cell_length_b                   9.9577(6)
_cell_length_c                   16.2906(10)
_cell_measurement_reflns_used    2454
_cell_measurement_temperature    170.2
_cell_measurement_theta_max      29.5349
_cell_measurement_theta_min      3.2152
_cell_volume                     1490.57(16)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_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-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      170.2
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0382016000
_diffrn_orient_matrix_UB_12      -0.0654227000
_diffrn_orient_matrix_UB_13      -0.0105414000
_diffrn_orient_matrix_UB_21      0.0560981000
_diffrn_orient_matrix_UB_22      -0.0274236000
_diffrn_orient_matrix_UB_23      -0.0236742000
_diffrn_orient_matrix_UB_31      0.0329684000
_diffrn_orient_matrix_UB_32      -0.0174459000
_diffrn_orient_matrix_UB_33      0.0364121000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_av_unetI/netI     0.0581
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            9365
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         3.22
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84551
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.257
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     480
_refine_ls_number_reflns         5409
_refine_ls_number_restraints     606
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.1104
_refine_ls_R_factor_gt           0.0844
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0386P)^2^+1.9913P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1748
_refine_ls_wR_factor_ref         0.1896
_reflns_number_gt                3958
_reflns_number_total             5409
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7qm00145b2.cif
_cod_data_source_block           160708_pzx_2_9236
_cod_original_cell_volume        1490.57(15)
_cod_database_code               1553673
_chemical_oxdiff_formula         'c10 h10 n2 o8'
_reflns_odcompleteness_completeness 99.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C39-C41
 2.4 with sigma of 0.04
 C40-C36
 2.4 with sigma of 0.04
 C41-C37
 2.4 with sigma of 0.04
 C36-C38
 2.4 with sigma of 0.04
 C37-C39
 2.4 with sigma of 0.04
 C38-C40
 2.4 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C23 \\sim C22A \\sim C36A \\sim C36 \\sim C37A \\sim C38A \\sim C39A \\sim C40A
\\sim C41A \\sim C41 \\sim C40 \\sim C39 \\sim C38 \\sim C37 \\sim C22 \\sim
C23A: within 3.8A with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Sof(C22A)=Sof(C23A)=Sof(C37A)=Sof(H37A)=Sof(C38A)=Sof(H38A)=Sof(C39A)=
 Sof(H39A)=Sof(C40A)=Sof(H40A)=Sof(C36A)=Sof(C41A)=Sof(H41A)=1-FVAR(1)
 Sof(C36)=Sof(C23)=Sof(C41)=Sof(H41)=Sof(C37)=Sof(H37)=Sof(C22)=Sof(C39)=
 Sof(H39)=Sof(C38)=Sof(H38)=Sof(C40)=Sof(H40)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C21(H21), C12(H12), C1(H1), C17(H17), C2(H2), C20(H20), C8(H8),
 C5(H5), C4(H4), C18(H18), C25(H25), C34(H34), C29(H29), C35(H35), C31(H31),
 C28(H28), C41(H41), C26(H26), C37(H37), C27(H27), C32(H32), C33(H33), C39(H39),
  C38(H38), C40(H40), C37A(H37A), C38A(H38A), C39A(H39A), C40A(H40A), C41A(H41A)
5.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C)
;