Intermolecular H-bond promoting diphenylsulfone derivatives for aggregation-induced blue-shifted thermally activated delayed fluorescence
Han, Yuanping; Liu, Hanrong; Xia, Yan; Li, Jie; Jia, Junhui; New Journal of Chemistry 49 (2025) 18848–18854; doi:10.1039/D5NJ03447G

data_7064051
_publ_section_title
;
 Intermolecular H-bond promoting diphenylsulfone derivatives for
 aggregation-induced blue-shifted thermally activated delayed fluorescence
;
_journal_issue                   43
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              18848
_journal_page_last               18854
_journal_paper_doi               10.1039/D5NJ03447G
_journal_volume                  49
_journal_year                    2025
_chemical_formula_moiety         'C27 H23 N O3 S'
_chemical_formula_sum            'C27 H23 N O3 S'
_chemical_formula_weight         441.52
_chemical_name_systematic        OH-SOpAD
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_block_doi                 10.5517/ccdc.csd.cc2bm95g
_audit_creation_date             2019-04-19
_audit_creation_method
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Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
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_audit_update_record
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2022-03-31 deposited with the CCDC.	2025-10-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.828(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.1193(3)
_cell_length_b                   17.2395(7)
_cell_length_c                   15.7214(5)
_cell_measurement_reflns_used    2634
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      28.3720
_cell_measurement_theta_min      3.5560
_cell_volume                     2145.64(14)
_computing_cell_refinement
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
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_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
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_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector_area_resol_mean 16.0733
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
  1 omega  -91.00  -57.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.4273  178.0000   30.0000 34

  2 omega  -87.00  -59.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.4273  178.0000  -60.0000 28

  3 omega  -18.00    7.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.4273  -99.0000 -180.0000 25

  4 omega  -49.00   85.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       22.7867    0.0000   90.0000 134
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0531679000
_diffrn_orient_matrix_UB_12      0.0269007000
_diffrn_orient_matrix_UB_13      -0.0272390000
_diffrn_orient_matrix_UB_21      -0.0669986000
_diffrn_orient_matrix_UB_22      -0.0273100000
_diffrn_orient_matrix_UB_23      -0.0068448000
_diffrn_orient_matrix_UB_31      -0.0268025000
_diffrn_orient_matrix_UB_32      0.0149044000
_diffrn_orient_matrix_UB_33      0.0367712000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_unetI/netI     0.0441
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            7484
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_min         3.471
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.182
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65890
_exptl_absorpt_correction_type   multi-scan
_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)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.417
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         4211
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0431
_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^)+(0.0510P)^2^+0.2829P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1027
_refine_ls_wR_factor_ref         0.1129
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3467
_reflns_number_total             4211
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5nj03447g2.cif
_cod_data_source_block           xray_0117_1
_cod_depositor_comments
'Adding full bibliography for 7064051--7064052.cif.'
_cod_original_cell_volume        2145.65(14)
_cod_database_code               7064051
_shelx_shelxl_version_number     2018/3
_reflns_odcompleteness_completeness 99.65
_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, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12),
 C17(H17), C18(H18), C20(H20), C21(H21), C24(H24), C25(H25), C26(H26), C27(H27)
2.b Idealised Me refined as rotating group:
 C14(H14a,H14b,H14c), C15(H15a,H15b,H15c)
2.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_shelx_res_checksum              90277
_olex2_date_sample_data_collection 2019-01-17
_olex2_submission_special_instructions 'No special instructions were received'