Regulation of aggregation-enhanced thermally activated delayed fluorescence in butterfly-shaped donor-acceptor conjugates.
Upadhyay, Manoj; Ray, Debdas; Chemical communications (Cambridge, England) 61 (2025) 5015–5018; doi:10.1039/d5cc00015g

data_7134278
_publ_section_title
;
 Regulation of aggregation-enhanced thermally activated delayed
 fluorescence in butterfly-shaped donor-acceptor conjugates.
;
_journal_issue                   26
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              5015
_journal_page_last               5018
_journal_paper_doi               10.1039/d5cc00015g
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C70 H38 N4 O4 S2'
_chemical_formula_sum            'C70 H38 N4 O4 S2'
_chemical_formula_weight         1063.16
_chemical_name_common            CDBTPN
_chemical_name_systematic
3,6-di(9H-carbazol-9-yl)-4,5-bis(4-(dibenzo[b,d]thiophene-2-carbonyl)phenoxy)phthalonitrile
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2024-04-16
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2025-01-01 deposited with the CCDC.	2025-02-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.493(16)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.499(9)
_cell_length_b                   11.600(5)
_cell_length_c                   21.856(11)
_cell_measurement_reflns_used    9756
_cell_measurement_temperature    293.00
_cell_measurement_theta_max      24.8
_cell_measurement_theta_min      2.268
_cell_volume                     5609(4)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_diffrn_ambient_temperature      293.00
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_unetI/netI     0.0318
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            50757
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.472
_diffrn_reflns_theta_min         1.895
_exptl_absorpt_coefficient_mu    0.150
_exptl_absorpt_correction_T_max  0.7434
_exptl_absorpt_correction_T_min  0.6135
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0901 before and 0.0695 after correction.
The Ratio of minimum to maximum transmission is 0.8901.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            GREEN
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             2200
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Dichloromethane AND hexane'
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.326
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details
;
 Flack x determined using 2359 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.2(4)
_refine_ls_extinction_coef       0.0078(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     722
_refine_ls_number_reflns         10175
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.1364
_refine_ls_R_factor_gt           0.0826
_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^)+(0.1571P)^2^+5.4866P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2280
_refine_ls_wR_factor_ref         0.3141
_reflns_Friedel_coverage         0.985
_reflns_Friedel_fraction_full    0.985
_reflns_Friedel_fraction_max     0.971
_reflns_number_gt                5665
_reflns_number_total             10175
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc00015g2.cif
_cod_data_source_block           CDBTPN
_cod_depositor_comments
'Adding full bibliography for 7134277--7134278.cif.'
_cod_database_code               7134278
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.971
_shelx_estimated_absorpt_t_min   0.968
_olex2_refinement_description
;
1.a Aromatic/amide H refined with riding coordinates:
 C6A(H6A), C16'(H16'), C15'(H15'), C13'(H13'), C12'(H12'), C9A(H9A), C23(H23),
 C19(H19), C9'A(H9'A), C16(H16), C20(H20), C15(H15), C7(H7), C23'(H23'),
 C12(H12), C8'A(H8'A), C19'(H19'), C25'(H25'), C6'A(H6'A), C8A(H8A), C7A(H7A),
 C7'A(H7'A), C13(H13), C7'(H7'), C8(H8), C9(H9), C20'(H20'), C8'(H8'), C25(H25),
  C6'(H6'), C9'(H9'), C26'(H26'), C1A(H1A), C28'(H28'), C28(H28), C26(H26),
 C27'(H27'), C27(H27)
;
_smtbx_masks_void_probe_radius   0.1
_smtbx_masks_void_truncation_radius 0.1
_shelx_res_checksum              19811
_shelx_hkl_checksum              17666
_shelx_fab_checksum              45636
_olex2_submission_special_instructions 'No special instructions were received'