A through-space charge transfer pyrene-based fluorophore with anti-quenching behavior for deep-blue organic light-emitting devices.
Wang, Ru-Jia; Zheng, Fan; Liu, Xiao-Long; Wu, Yu-Lan; Jin, Jia-Ming; Li, Ze-Yan; Chen, Wen-Cheng; Huo, Yanping; Chemical communications (Cambridge, England) 60 (2024) 7946–7949; doi:10.1039/d4cc02880e

data_7133267
_publ_section_title
;
 A through-space charge transfer pyrene-based fluorophore with
 anti-quenching behavior for deep-blue organic light-emitting devices.
;
_journal_issue                   61
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              7946
_journal_page_last               7949
_journal_paper_doi               10.1039/d4cc02880e
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C H2 Cl2, C47 H29 N'
_chemical_formula_sum            'C48 H31 Cl2 N'
_chemical_formula_weight         692.64
_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
_audit_creation_date             2024-03-16
_audit_creation_method
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2024-06-10 deposited with the CCDC.	2024-07-03 downloaded from the CCDC.
;
_cell_angle_alpha                96.998(2)
_cell_angle_beta                 104.429(2)
_cell_angle_gamma                106.090(2)
_cell_formula_units_Z            2
_cell_length_a                   10.6735(3)
_cell_length_b                   11.3393(3)
_cell_length_c                   15.9814(5)
_cell_measurement_reflns_used    10568
_cell_measurement_temperature    293.15
_cell_measurement_theta_max      76.5060
_cell_measurement_theta_min      4.0950
_cell_volume                     1761.56(9)
_computing_cell_refinement       'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.73a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      293.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     36.00 111.00   0.50    0.30    --  104.75-125.00-120.00  150
  2  \w     40.00  87.00   0.50    0.30    --  104.75-125.00   0.00   94
  3  \w     36.00  62.00   0.50    0.30    --  104.75-125.00  30.00   52
  4  \w     76.00 110.00   0.50    0.30    --  104.75-125.00  30.00   68
  5  \w     45.00 110.00   0.50    0.30    --  104.75-125.00  90.00  130
  6  \w     39.00 103.00   0.50    0.30    --  104.75 -99.00 150.00  128
  7  \w     37.00  93.00   0.50    0.30    --  104.75 -99.00 120.00  112
  8  \w     53.00  89.00   0.50    0.30    --  104.75 -99.00  90.00   72
  9  \w     44.00 104.00   0.50    0.30    --  104.75 -99.00   0.00  120
 10  \w    -16.00  66.00   0.50    0.18    --   48.13 -97.00-179.00  164
 11  \w     66.00  92.00   0.50    0.30    --  104.75 -97.00-179.00   52
 12  \w     37.00  80.00   0.50    0.30    --  104.75 -99.00-120.00   86
 13  \w     36.00 102.00   0.50    0.30    --  104.75 -77.00-120.00  132
 14  \w    -25.00   0.00   0.50    0.18    --   48.13 -19.00-180.00   50
 15  \w     40.00  68.00   0.50    0.30    --  104.75 -57.00   0.00   56
 16  \w     94.00 176.00   0.50    0.30    --  104.75  38.00  90.00  164
 17  \w     94.00 170.00   0.50    0.30    --  104.75  38.00  30.00  152
 18  \w     90.00 175.00   0.50    0.30    --  104.75  97.00 -72.00  170
 19  \w    144.00 170.00   0.50    0.30    --  104.75  38.00-150.00   52
 20  \w    113.00 138.00   0.50    0.30    --  104.75  38.00-150.00   50
 21  \w    -39.00   9.00   0.50    0.18    --  -48.13  38.00 -60.00   96
 22  \w    -20.00  16.00   0.50    0.18    --  -48.13  19.00  60.00   72
 23  \w    -13.00  25.00   0.50    0.18    --  -48.13  19.00   0.00   76
 24  \w    -19.00  12.00   0.50    0.18    --  -48.13  19.00-150.00   62
 25  \w    -36.00  20.00   0.50    0.18    --  -48.13  97.00 -72.00  112
 26  \w    -45.00 -18.00   0.50    0.18    --  -48.13 125.00  30.00   54
 27  \w   -128.00 -98.00   0.50    0.30    -- -104.00 147.00-128.59   60
 28  \w    -70.00 -42.00   0.50    0.30    -- -104.00  97.00 -72.00   56
 29  \w    -91.00 -61.00   0.50    0.18    --  -48.13 125.00  30.00   60
 30  \w    -87.00 -61.00   0.50    0.30    -- -104.00  77.00 150.00   52
 31  \w    -63.00 -34.00   0.50    0.30    -- -104.00  57.00 150.00   58
 32  \w    -58.00 -32.00   0.50    0.30    -- -104.00  57.00  60.00   52
 33  \w   -173.00-115.00   0.50    0.30    -- -104.00 -38.00  30.00  116
 34  \w   -175.00 -93.00   0.50    0.30    -- -104.00 -38.00 -90.00  164
 35  \w    -70.00 -34.00   0.50    0.18    --  -48.13 -57.00-120.00   72
 36  \w   -108.00 -82.00   0.50    0.18    --  -48.13 -57.00-120.00   52
 37  \w   -171.00-127.00   0.50    0.30    -- -104.00 -19.00-180.00   88
 38  \w   -140.00 -88.00   0.50    0.30    -- -104.00 -97.00-179.00  104
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0402109000
_diffrn_orient_matrix_UB_12      0.0969654000
_diffrn_orient_matrix_UB_13      -0.0562646000
_diffrn_orient_matrix_UB_21      -0.0241581000
_diffrn_orient_matrix_UB_22      -0.1069699000
_diffrn_orient_matrix_UB_23      -0.0775037000
_diffrn_orient_matrix_UB_31      -0.1501451000
_diffrn_orient_matrix_UB_32      -0.0052417000
_diffrn_orient_matrix_UB_33      -0.0342094000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            21806
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.797
_diffrn_reflns_theta_min         2.917
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.929
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65113
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.73a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light colourless'
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_description       block
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.695
_refine_diff_density_min         -0.629
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       0.0011(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     461
_refine_ls_number_reflns         7137
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0718
_refine_ls_R_factor_gt           0.0602
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0986P)^2^+0.5238P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1777
_refine_ls_wR_factor_ref         0.1896
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5649
_reflns_number_total             7137
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc02880e2.cif
_cod_data_source_block           wrj
_cod_depositor_comments          'Adding full bibliography for 7133267.cif.'
_cod_database_code               7133267
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C46(H46A,H46B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C10(H10), C14(H14), C15(H15),
 C16(H16), C17(H17), C20(H20), C21(H21), C22(H22), C23(H23), C26(H26), C27(H27),
  C28(H28), C29(H29), C30(H30), C33(H33), C34(H34), C36(H36), C37(H37),
 C42(H42), C43(H43), C44(H44), C45(H45), C48(H48)
;
_shelx_res_checksum              30141
_shelx_hkl_checksum              82729
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.649
_oxdiff_exptl_absorpt_empirical_full_min 0.647