Multifunctional luminogens with synergy of aggregation-induced delayed fluorescence, two-photon absorption and photocurrent generation.
Chatterjee, Abhijit; Narayanan, Sundaravalli; Thorat, Sachin; Malik, Ajay J.; Ambhore, Madan D.; Narayanan, Aswini; Sihag, Anil Kumar; Santhosh Babu, Sukumaran; Lahiri, Mayurika; Hazra, Partha; Chemical communications (Cambridge, England) 61 (2025) 1447–1450; doi:10.1039/d4cc05113k

data_7134059
_publ_section_title
;
 Multifunctional luminogens with synergy of aggregation-induced delayed
 fluorescence, two-photon absorption and photocurrent generation.
;
_journal_issue                   7
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              1447
_journal_page_last               1450
_journal_paper_doi               10.1039/d4cc05113k
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C29 H26 N2 O2'
_chemical_formula_sum            'C29 H26 N2 O2'
_chemical_formula_weight         434.52
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2024-12-10
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-12-13 deposited with the CCDC.	2024-12-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.2750(12)
_cell_length_b                   13.8596(14)
_cell_length_c                   29.694(3)
_cell_measurement_reflns_used    9960
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      22.64
_cell_measurement_theta_min      2.43
_cell_volume                     4640.2(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2442
_diffrn_reflns_av_unetI/netI     0.0787
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            105860
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        22.496
_diffrn_reflns_theta_max         22.496
_diffrn_reflns_theta_min         1.932
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.4519
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_description       needle
_exptl_crystal_F_000             1840
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.257
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details
;
 Flack x determined using 1553 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.5(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     597
_refine_ls_number_reflns         6052
_refine_ls_number_restraints     207
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.1017
_refine_ls_R_factor_gt           0.0661
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0555P)^2^+6.0934P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1381
_refine_ls_wR_factor_ref         0.1539
_reflns_Friedel_coverage         0.769
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                4456
_reflns_number_total             6052
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc05113k2.cif
_cod_data_source_block           TA
_cod_depositor_comments
'Adding full bibliography for 7134059--7134061.cif.'
_cod_original_cell_volume        4640.3(8)
_cod_database_code               7134059
_shelx_shelxl_version_number     2019/1
_olex2_refinement_description
;
1. Restrained distances
 C22-C23 = C23-C24 = C24-C25 = C25-C26 = C26-C27 = C27-C22
 1.39 with sigma of 0.02
 C22-C23 \\sim C23-C24 \\sim C24-C25 \\sim C25-C26 \\sim C26-C27 \\sim C27-C22
 with sigma of 0.02
2. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.005
3. Uiso/Uaniso restraints and constraints
Uanis(C22) \\sim Ueq, Uanis(C38) \\sim Ueq, Uanis(C53) \\sim Ueq: with sigma of
0.003 and sigma for terminal atoms of 0.006
4.a Secondary CH2 refined with riding coordinates:
 C30(H30A,H30B), C01S(H01A,H01B)
4.b Aromatic/amide H refined with riding coordinates:
 C37(H37), C41(H41), C38(H38), C42(H42), C21(H21), C27(H27), C44(H44),
 C45(H45), C2(H2), C7(H7), C39(H39), C11(H11), C20(H20), C53(H53), C54(H54),
 C26(H26), C4(H4), C56(H56), C35(H35), C5(H5), C17(H17), C47(H47), C34(H34),
 C15(H15), C57(H57), C1(H1), C13(H13), C51(H51), C12(H12), C23(H23), C24(H24),
 C50(H50), C49(H49), C18(H18), C55(H55), C14(H14), C48(H48), C19(H19)
4.c X=CH2 refined with riding coordinates:
 N1(H1A,H1B), N2(H2A,H2B)
4.d Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C28(H28A,H28B,H28C)
;
_shelx_res_checksum              40165
_shelx_hkl_checksum              24266
_olex2_submission_special_instructions 'No special instructions were received'