From nature-inspired electron acceptors to BioAIE materials with polarity- and polymorphism-dependence for anti-counterfeiting.
Wang, Dongmei; Chen, Xiao; Lin, Yuting; Wu, Lulu; Zhao, Zhichen; Xu, Xu; Yang, Shilong; Zhang, Jianyu; Wang, Wen-Jin; Zhao, Zheng; Wang, Shifa; Tang, Ben Zhong; Cai, Xu-Min; Chemical science 17 (2026) 2847–2857; doi:10.1039/d5sc09027j

data_1576738
_publ_section_title
;
 From nature-inspired electron acceptors to BioAIE materials with
 polarity- and polymorphism-dependence for anti-counterfeiting.
;
_journal_issue                   5
_journal_name_full               'Chemical science'
_journal_page_first              2847
_journal_page_last               2857
_journal_paper_doi               10.1039/d5sc09027j
_journal_volume                  17
_journal_year                    2026
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C50 H43 N3 O2'
_chemical_formula_sum            'C50 H43 N3 O2'
_chemical_formula_weight         717.87
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2024-03-08
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2025-04-14 deposited with the CCDC.	2025-12-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.34350(10)
_cell_length_b                   16.7303(3)
_cell_length_c                   36.0895(7)
_cell_measurement_reflns_used    16673
_cell_measurement_temperature    293.15
_cell_measurement_theta_max      73.8120
_cell_measurement_theta_min      2.4290
_cell_volume                     3830.13(12)
_computing_cell_refinement       'CrysAlisPro 1.171.41.49a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.49a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.49a (Rigaku OD, 2019)'
_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_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 1.000
_diffrn_measured_fraction_theta_max 0.995
_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    -42.00  41.00   0.50    0.20    --  -39.95  37.00  30.00  166
  2  \w   -107.00  -5.00   0.50    0.20    --  -39.95 -77.00-180.00  204
  3  \w    -66.00   9.00   0.50    0.20    --  -39.95  57.00 -30.00  150
  4  \w    -26.00  44.00   0.50    0.20    --  -39.95  19.00 -60.00  140
  5  \w    -16.00  10.00   0.50    0.20    --   39.95 -19.00-180.00   52
  6  \w      9.00  85.00   0.50    0.20    --   39.95 -99.00 150.00  152
  7  \w     63.00  90.00   0.50    0.20    --   39.95 178.00-120.00   54
  8  \w   -161.00 -73.00   0.50    0.80    --  -94.50 -30.00 -90.00  176
  9  \w    -51.00 -24.00   0.50    0.80    --  -94.50  45.00-180.00   54
 10  \w    -51.00 -17.00   0.50    0.80    --  -94.50  45.00 150.00   68
 11  \w    -45.00 -16.00   0.50    0.80    --  -94.50  45.00  60.00   58
 12  \w    -51.00 -18.00   0.50    0.80    --  -94.50  45.00-150.00   66
 13  \w    -67.00 -40.00   0.50    0.80    --  -94.50  61.00 -60.00   54
 14  \w    -86.00 -41.00   0.50    0.80    --  -94.50 125.00-120.00   90
 15  \w    -51.00 -25.00   0.50    0.80    --  -94.50  45.00-120.00   52
 16  \w    -48.00 -20.00   0.50    0.80    --  -94.50  77.00  60.00   56
 17  \w     88.00 176.00   0.50    0.80    --  108.87  45.00   0.00  176
 18  \w    142.00 178.00   0.50    0.80    --  108.87 125.00  60.00   72
 19  \w     32.00 104.00   0.50    0.80    --  108.87 -94.00-120.00  144
 20  \w    133.00 178.00   0.50    0.80    --  108.87  45.00 -30.00   90
 21  \w     80.00 122.00   0.50    0.80    --  108.87  45.00 -30.00   84
 22  \w     70.00  96.00   0.50    0.80    --  108.87 -94.00-150.00   52
 23  \w     32.00  57.00   0.50    0.80    --  108.87 -94.00-150.00   50
 24  \w     57.00 111.00   0.50    0.80    --  108.87-125.00  90.00  108
 25  \w     81.00 107.00   0.50    0.80    --  108.87-108.00-142.37   52
 26  \w     96.00 121.00   0.50    0.80    --  108.87 125.00  60.00   50
 27  \w     36.00  61.00   0.50    0.80    --  108.87 -61.00 120.00   50
 28  \w     83.00 177.00   0.50    0.80    --  108.87  45.00  30.00  188
 29  \w    115.00 173.00   0.50    0.80    --  108.87  45.00 120.00  116
 30  \w     38.00  77.00   0.50    0.80    --  108.87-125.00 150.00   78
 31  \w     60.00 107.00   0.50    0.80    --  108.87-102.00-172.71   94
 32  \w     34.00  60.00   0.50    0.80    --  108.87-125.00-150.00   52
 33  \w     78.00 104.00   0.50    0.80    --  108.87 -94.00 -60.00   52
 34  \w     36.00  68.00   0.50    0.80    --  108.87 -61.00-120.00   64
 35  \w     54.00 105.00   0.50    0.80    --  108.87 -77.00 -60.00  102
 36  \w    105.00 131.00   0.50    0.80    --  108.87  77.00-150.00   52
 37  \w    145.00 178.00   0.50    0.80    --  108.87  77.00-150.00   66
 38  \w     59.00  86.00   0.50    0.80    --  108.87 -77.00   0.00   54
 39  \w     85.00 111.00   0.50    0.80    --  108.87-125.00 150.00   52
 40  \w     68.00 110.00   0.50    0.80    --  108.87-125.00 120.00   84
 41  \w     81.00 106.00   0.50    0.80    --  108.87 -77.00  90.00   50
 42  \w     95.00 150.00   0.50    0.80    --  108.87 125.00-150.00  110
 43  \w     54.00 109.00   0.50    0.80    --  108.87-116.00-179.11  110
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0988324000
_diffrn_orient_matrix_UB_12      0.0120673000
_diffrn_orient_matrix_UB_13      0.0385823000
_diffrn_orient_matrix_UB_21      0.0221924000
_diffrn_orient_matrix_UB_22      -0.0901372000
_diffrn_orient_matrix_UB_23      0.0078283000
_diffrn_orient_matrix_UB_31      0.2207434000
_diffrn_orient_matrix_UB_32      0.0145139000
_diffrn_orient_matrix_UB_33      0.0164829000
_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  0.0749
_diffrn_reflns_av_unetI/netI     0.0582
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_number            40096
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.991
_diffrn_reflns_theta_min         2.449
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.590
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44046
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.49a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1520
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.129
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details
;
 Flack x determined using 2337 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.4(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     499
_refine_ls_number_reflns         7639
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0563
_refine_ls_R_factor_gt           0.0450
_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^)+(0.0639P)^2^+0.0633P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1117
_refine_ls_wR_factor_ref         0.1201
_reflns_Friedel_coverage         0.735
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.974
_reflns_number_gt                6306
_reflns_number_total             7639
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc09027j2.cif
_cod_data_source_block           Y-DAQx-BP
_cod_database_code               1576738
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.943
_shelx_estimated_absorpt_t_min   0.891
_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 C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C40(H40)
2.b Secondary CH2 refined with riding coordinates:
 C41(H41A,H41B), C42(H42A,H42B), C44(H44A,H44B), C45(H45A,H45B), C46(H46A,H46B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11),
 C12(H12), C14(H14), C15(H15), C17(H17), C18(H18), C20(H20), C27(H27), C28(H28),
  C29(H29), C30(H30), C33(H33), C34(H34), C35(H35), C36(H36)
2.d Idealised Me refined as rotating group:
 C43(H43A,H43B,H43C), C48(H48A,H48B,H48C), C50(H50A,H50B,H50C)
;
_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 2.453
_oxdiff_exptl_absorpt_empirical_full_min 0.518