An ultra-simple construction strategy for uncommon 3,4-diaryl-modified maleimide luminophores and their unique aggregation-induced asymmetric effect (AIAE) on conformation.
Liu, Luyao; Xiao, Chenfa; Li, Yin; Wan, Jiaxing; Tang, Ben Zhong; Wang, Zhiming; Chemical communications (Cambridge, England) 61 (2025) 18380–18383; doi:10.1039/d5cc04662a

data_7135119
_publ_section_title
;
 An ultra-simple construction strategy for uncommon 3,4-diaryl-modified
 maleimide luminophores and their unique aggregation-induced asymmetric
 effect (AIAE) on conformation.
;
_journal_issue                   93
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              18380
_journal_page_last               18383
_journal_paper_doi               10.1039/d5cc04662a
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C25 H18 N2 O4'
_chemical_formula_sum            'C25 H18 N2 O4'
_chemical_formula_weight         410.41
_chemical_name_systematic        SMAS-CN
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2025-02-13
_audit_creation_method
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2025-08-13 deposited with the CCDC.	2025-10-10 downloaded from the CCDC.
;
_cell_angle_alpha                103.249(2)
_cell_angle_beta                 101.047(2)
_cell_angle_gamma                92.876(2)
_cell_formula_units_Z            2
_cell_length_a                   8.1541(2)
_cell_length_b                   8.1820(2)
_cell_length_c                   15.3186(3)
_cell_measurement_reflns_used    7511
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      72.5150
_cell_measurement_theta_min      3.0120
_cell_volume                     971.63(4)
_computing_cell_refinement       'CrysAlisPro 1.171.43.121a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.121a 64-bit (release 24-04-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.121a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.939
_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     90.00 150.00   0.50    0.05    --  109.42 140.00-150.00  120
  2  \w    136.00 171.00   0.50    0.05    --  109.42  45.00-150.00   70
  3  \w     85.00 120.00   0.50    0.05    --  109.42  45.00-150.00   70
  4  \w    104.00 157.00   0.50    0.05    --  109.42 112.00 165.00  106
  5  \w     22.00 118.00   0.50    0.05    --   36.54  19.00  60.00  192
  6  \w     25.00  69.00   0.50    0.05    --   36.54-112.00  73.00   88
  7  \w     37.00  62.00   0.50    0.05    --  109.42-112.00  73.00   50
  8  \w     58.00  92.00   0.50    0.05    --  109.42 -95.00 -30.00   68
  9  \w     27.00  87.00   0.50    0.05    --   36.54-140.00-150.00  120
 10  \w     71.00  96.00   0.50    0.05    --   36.54-140.00-180.00   50
 11  \w     43.00  91.00   0.50    0.05    --  109.42 -95.00-120.00   96
 12  \w     31.00  57.00   0.50    0.05    --  109.42 -77.00-180.00   52
 13  \w    -47.00 -18.00   0.50    0.05    --   36.54 -19.00 -90.00   58
 14  \w    -51.00 -18.00   0.50    0.05    --   36.54 -19.00 -60.00   66
 15  \w    -47.00 -16.00   0.50    0.05    --   36.54 -19.00  60.00   62
 16  \w    -48.00 -17.00   0.50    0.05    --   36.54 -19.00  90.00   62
 17  \w   -128.00 -36.00   0.50    0.05    -- -103.00 -15.00-150.00  184
 18  \w    -56.00 -23.00   0.50    0.05    --  -36.54 -57.00 -90.00   66
 19  \w    -51.00 -10.00   0.50    0.05    --  -36.54 -57.00 -60.00   82
 20  \w   -126.00 -75.00   0.50    0.05    -- -103.00 -45.00 120.00  102
 21  \w   -164.00-138.00   0.50    0.05    -- -103.00 -45.00 120.00   52
 22  \w   -158.00-128.00   0.50    0.05    -- -103.00 -30.00   0.00   60
 23  \w   -160.00 -80.00   0.50    0.05    -- -103.00 -61.00-150.00  160
 24  \w   -107.00 -71.00   0.50    0.05    -- -103.00 -30.00   0.00   72
 25  \w   -153.00 -81.00   0.50    0.05    -- -103.00 -61.00   0.00  144
 26  \w   -159.00-134.00   0.50    0.05    -- -103.00-112.00  73.00   50
 27  \w    -71.00 -45.00   0.50    0.05    -- -103.00  77.00 120.00   52
 28  \w    -55.00 -29.00   0.50    0.05    -- -103.00  77.00 -30.00   52
 29  \w    -66.00 -34.00   0.50    0.05    -- -103.00  77.00 -60.00   64
 30  \w    -69.00 -38.00   0.50    0.05    -- -103.00  77.00 -90.00   62
 31  \w     -3.00  32.00   0.50    0.05    --  -36.54  38.00 -90.00   70
 32  \w    -93.00 -65.00   0.50    0.05    -- -103.00  98.00-154.03   56
 33  \w   -106.00 -79.00   0.50    0.05    -- -103.00 136.00-148.19   54
 34  \w   -108.00 -79.00   0.50    0.05    -- -103.00 140.00 -90.00   58
 35  \w   -107.00 -28.00   0.50    0.05    -- -103.00 140.00 -60.00  158
 36  \w    -65.00 -29.00   0.50    0.05    -- -103.00 140.00-120.00   72
 37  \w    -63.00 -31.00   0.50    0.05    -- -103.00 140.00 -90.00   64
 38  \w    -98.00 -63.00   0.50    0.05    -- -103.00 119.00  15.52   70
 39  \w    -98.00 -24.00   0.50    0.05    -- -103.00 117.00  38.29  148
 40  \w    -98.00 -25.00   0.50    0.05    -- -103.00 117.00  97.11  146
 41  \w    -92.00 -58.00   0.50    0.05    -- -103.00 114.00 122.97   68
 42  \w    -53.00 -25.00   0.50    0.05    -- -103.00 114.00 122.97   56
 43  \w    -90.00 -65.00   0.50    0.05    -- -103.00 112.00 165.00   50
 44  \w    -78.00 -13.00   0.50    0.05    --  -36.54 112.00 165.00  130
 45  \w    -57.00 -22.00   0.50    0.05    -- -103.00  98.00-154.03   70
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0559947000
_diffrn_orient_matrix_UB_12      0.1653549000
_diffrn_orient_matrix_UB_13      0.0515730000
_diffrn_orient_matrix_UB_21      -0.1120286000
_diffrn_orient_matrix_UB_22      0.0169079000
_diffrn_orient_matrix_UB_23      -0.0900402000
_diffrn_orient_matrix_UB_31      -0.1474199000
_diffrn_orient_matrix_UB_32      -0.1007735000
_diffrn_orient_matrix_UB_33      0.0198719000
_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  0.0131
_diffrn_reflns_av_unetI/netI     0.0141
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8588
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.661
_diffrn_reflns_theta_min         3.031
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.787
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91123
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.121a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_description       block
_exptl_crystal_F_000             428
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         3610
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0325
_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^)+(0.0429P)^2^+0.3602P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0837
_refine_ls_wR_factor_ref         0.0845
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3471
_reflns_number_total             3610
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc04662a2.cif
_cod_data_source_block           lly_1_3
_cod_depositor_comments
'Adding full bibliography for 7135119--7135120.cif.'
_cod_database_code               7135119
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C  H O N B F Cl'
_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
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C12(H12), C13(H13), C15(H15), C16(H16),
 C20(H20), C21(H21), C23(H23), C24(H24)
2.b Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C)
;
_shelx_res_checksum              89792
_shelx_hkl_checksum              59942
_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 2.376
_oxdiff_exptl_absorpt_empirical_full_min 0.626