Boosting aggregation-induced emission of hydroxylated tetraphenylthiophene via biogenic amine entangling
Yu, Tianxin; Shi, Tingchang; Zhang, Zhilei; Xu, Hai-Bing; He, Zikai; Jiang, Lang; Gu, Xinggui; Wang, Erjing; Chemical Communications  (2025) –; doi:10.1039/D5CC04552E

data_7135116
_publ_section_title
;
 Boosting aggregation-induced emission of hydroxylated
 tetraphenylthiophene via biogenic amine entangling
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D5CC04552E
_journal_year                    2025
_chemical_formula_moiety         'C28 H19 F O S, C4 H8 O'
_chemical_formula_sum            'C32 H27 F O2 S'
_chemical_formula_weight         494.59
_chemical_name_common            TPT-FOH
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-04-01
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-10-21 deposited with the CCDC.	2025-10-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.584(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   35.9609(7)
_cell_length_b                   12.6981(4)
_cell_length_c                   11.4122(3)
_cell_measurement_reflns_used    7171
_cell_measurement_temperature    170.0(3)
_cell_measurement_theta_max      76.4970
_cell_measurement_theta_min      2.4310
_cell_volume                     5209.2(2)
_computing_cell_refinement       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.0(3)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.963
_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    -99.00 -70.00   0.50    0.07    --  -46.67-131.00-143.00   58
  2  \w   -102.00 -74.00   0.50    0.26    -- -104.50-131.00-143.00   56
  3  \w    -92.00 -66.00   0.50    0.07    --  -46.67-138.00  40.00   52
  4  \w   -149.00 -82.00   0.50    0.26    -- -104.50 -75.00 130.48  134
  5  \w   -111.00 -23.00   0.50    0.07    --  -46.67 -77.00 120.00  176
  6  \w     40.00  92.00   0.50    0.07    --   46.67-138.00  40.00  104
  7  \w     36.00 119.00   0.50    0.26    --  108.85-138.00  40.00  166
  8  \w     63.00 105.00   0.50    0.26    --  108.85-125.00  60.00   84
  9  \w     38.00  74.00   0.50    0.26    --  108.85 -61.00  90.00   72
 10  \w     47.00  75.00   0.50    0.26    --  108.85 -61.00   0.00   56
 11  \w     74.00  99.00   0.50    0.26    --  108.85-131.00-143.00   50
 12  \w     36.00  94.00   0.50    0.26    --  108.85 -94.00-120.00  116
 13  \w     87.00 178.00   0.50    0.26    --  108.85  77.00 -90.00  182
 14  \w     81.00 158.00   0.50    0.26    --  108.85 125.00-180.00  154
 15  \w    103.00 128.00   0.50    0.26    --  108.85 131.00 -73.00   50
 16  \w    -19.00   6.00   0.50    0.07    --  -46.67  19.00  60.00   50
 17  \w    -21.00  22.00   0.50    0.07    --  -46.67  19.00  30.00   86
 18  \w    -13.00  13.00   0.50    0.07    --  -46.67  19.00 -90.00   52
 19  \w   -111.00 -65.00   0.50    0.26    -- -104.50 125.00-150.00   92
 20  \w   -127.00-101.00   0.50    0.26    -- -104.50 147.00 -50.79   52
 21  \w    -90.00 -32.00   0.50    0.26    -- -104.50 147.00 -50.79  116
 22  \w    -97.00 -71.00   0.50    0.26    -- -104.50 125.00-180.00   52
 23  \w    -98.00 -73.00   0.50    0.26    -- -104.50 131.00 -73.00   50
 24  \w   -100.00 -75.00   0.50    0.26    -- -104.50 138.00 102.00   50
 25  \w   -127.00 -60.00   0.50    0.26    -- -104.50 146.00 106.59  134
 26  \w    -76.00 -25.00   0.50    0.07    --  -46.67 138.00 102.00  102
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0094467000
_diffrn_orient_matrix_UB_12      0.0387132000
_diffrn_orient_matrix_UB_13      0.1252809000
_diffrn_orient_matrix_UB_21      -0.0023730000
_diffrn_orient_matrix_UB_22      0.1149780000
_diffrn_orient_matrix_UB_23      -0.0426410000
_diffrn_orient_matrix_UB_31      -0.0417210000
_diffrn_orient_matrix_UB_32      0.0022020000
_diffrn_orient_matrix_UB_33      0.0270387000
_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  0.0808
_diffrn_reflns_av_unetI/netI     0.0769
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -45
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            19206
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.528
_diffrn_reflns_theta_min         2.458
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.378
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58210
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.96a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light white'
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_description       needle
_exptl_crystal_F_000             2080
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.407
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         5333
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0735
_refine_ls_R_factor_gt           0.0560
_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^)+(0.0841P)^2^+2.3106P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1512
_refine_ls_wR_factor_ref         0.1658
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4036
_reflns_number_total             5333
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc04552e2.cif
_cod_data_source_block           tx15498a_auto
_cod_database_code               7135116
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_usercomment     'C H F S  O'
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00X(H00A,H00B), C00Y(H00D,H00I), C00Z(H00J,H00S), C010(H01A,H01B)
2.b Aromatic/amide H refined with riding coordinates:
 C009(H009), C00C(H00C), C00E(H00E), C00F(H00F), C00G(H00G), C00H(H00H),
 C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P),
 C00Q(H00Q), C00R(H00R), C00T(H00T), C00U(H00U), C00V(H00V), C00W(H00W)
2.c Idealised tetrahedral OH refined as rotating group:
 O004(H004)
;
_shelx_res_checksum              69432
_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 2.037
_oxdiff_exptl_absorpt_empirical_full_min 0.385