Sulfone-functionalized stereoisomeric [3]radialene displays guest induced modulation of porous frameworks and critical crystallization-induced near-infrared emission.
Xu, Gaoqiang; Zhao, Ying; Xie, Sheng; Zhou, Zhibiao; Luo, Ziyu; Liu, Haohao; Zhang, Yang; Qiu, Zijie; Pan, Anlian; Zeng, Zebing; Tang, Ben Zhong; Chemical science 17 (2026) 5092–5102; doi:10.1039/d5sc06925d

data_1576868
_publ_section_title
;
 Sulfone-functionalized stereoisomeric [3]radialene displays guest induced
 modulation of porous frameworks and critical crystallization-induced
 near-infrared emission.
;
_journal_issue                   10
_journal_name_full               'Chemical science'
_journal_page_first              5092
_journal_page_last               5102
_journal_paper_doi               10.1039/d5sc06925d
_journal_volume                  17
_journal_year                    2026
_chemical_formula_moiety         'C42 H24 O6 S3'
_chemical_formula_sum            'C42 H24 O6 S3'
_chemical_formula_weight         720.79
_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     dual
_audit_creation_date             2023-08-02
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2025-08-25 deposited with the CCDC.	2026-01-07 downloaded from the CCDC.
;
_cell_angle_alpha                66.493(2)
_cell_angle_beta                 89.947(2)
_cell_angle_gamma                89.447(2)
_cell_formula_units_Z            2
_cell_length_a                   7.18920(10)
_cell_length_b                   16.6927(4)
_cell_length_c                   17.5904(4)
_cell_measurement_reflns_used    16006
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      71.5790
_cell_measurement_theta_min      3.0620
_cell_volume                     1935.69(8)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0697
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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     18.00  74.00   1.00    1.00    --   34.73  57.00 -90.00   56
  2  \w     21.00  91.00   1.00    1.00    --   34.73  57.00   0.00   70
  3  \w     91.00 167.00   1.00    3.00    --  105.88  61.00  90.00   76
  4  \w     75.00 107.00   1.00    3.00    --  105.88 -94.00 120.00   32
  5  \w     39.00  99.00   1.00    3.00    --  105.88 -30.00 150.00   60
  6  \w     39.00 123.00   1.00    3.00    --  105.88 -61.00  90.00   84
  7  \w     42.00  68.00   1.00    1.00    --   34.73 -99.00 -60.00   26
  8  \w     34.00 144.00   1.00    3.00    --  105.88 -15.00 -90.00  110
  9  \w     37.00  88.00   1.00    3.00    --  105.88 -94.00 -30.00   51
 10  \w     24.00  66.00   1.00    1.00    --   34.73 -99.00  60.00   42
 11  \w    -31.00  54.00   1.00    1.00    --   34.73 -38.00  30.00   85
 12  \w    -32.00  42.00   1.00    1.00    --   34.73 -57.00 120.00   74
 13  \w    -29.00  31.00   1.00    1.00    --   34.73 -38.00-180.00   60
 14  \w     10.00  61.00   1.00    1.00    --   34.73  77.00 -90.00   51
 15  \w     18.00  80.00   1.00    1.00    --   34.73  57.00-180.00   62
 16  \w    -14.00  47.00   1.00    1.00    --   34.73 -57.00-120.00   61
 17  \w     44.00  88.00   1.00    1.00    --   34.73-125.00 -90.00   44
 18  \w     77.00 102.00   1.00    1.00    --   34.73  77.00 -30.00   25
 19  \w     10.00  41.00   1.00    1.00    --   34.73  77.00 -30.00   31
 20  \w     13.00  47.00   1.00    1.00    --   34.73  77.00  30.00   34
 21  \w     28.00 101.00   1.00    1.00    --   34.73  38.00 120.00   73
 22  \w    -33.00  54.00   1.00    1.00    --   34.73 -38.00 -60.00   87
 23  \w      9.00 101.00   1.00    1.00    --   34.73  77.00-180.00   92
 24  \w     17.00  72.00   1.00    1.00    --   34.73  38.00 -30.00   55
 25  \w      8.00  58.00   1.00    1.00    --   34.73  77.00  90.00   50
 26  \w     55.00  92.00   1.00    1.00    --   34.73  77.00  30.00   37
 27  \w     79.00 104.00   1.00    3.00    --  105.25  77.00 -60.00   25
 28  \w     89.00 115.00   1.00    3.00    --  105.25  61.00-180.00   26
 29  \w     84.00 112.00   1.00    3.00    --  105.25  30.00-120.00   28
 30  \w    122.00 172.00   1.00    3.00    --  105.25  77.00  60.00   50
 31  \w     79.00 105.00   1.00    3.00    --  105.25  77.00  60.00   26
 32  \w     42.00 113.00   1.00    3.00    --  105.25-111.00 -60.00   71
 33  \w     79.00 105.00   1.00    3.00    --  105.25  77.00  30.00   26
 34  \w     79.00 104.00   1.00    3.00    --  105.25  77.00 -90.00   25
 35  \w    118.00 172.00   1.00    3.00    --  105.25  77.00 -90.00   54
 36  \w     79.00 104.00   1.00    3.00    --  105.25  77.00-150.00   25
 37  \w    136.00 169.00   1.00    3.00    --  105.25  77.00-150.00   33
 38  \w     87.00 166.00   1.00    3.00    --  105.25  61.00 -30.00   79
 39  \w     79.00 105.00   1.00    3.00    --  105.25  77.00 150.00   26
 40  \w     79.00 105.00   1.00    3.00    --  105.25  77.00  90.00   26
 41  \w     84.00 121.00   1.00    3.00    --  105.25  30.00  90.00   37
 42  \w     79.00 105.00   1.00    3.00    --  105.25  77.00-180.00   26
 43  \w     87.00 112.00   1.00    3.00    --  105.25  61.00  60.00   25
 44  \w     79.00 104.00   1.00    3.00    --  105.25  77.00 -30.00   25
 45  \w     80.00 124.00   1.00    3.00    --  105.25  77.00   0.00   44
 46  \w    147.00 173.00   1.00    3.00    --  105.25  77.00 120.00   26
 47  \w     87.00 117.00   1.00    3.00    --  105.25  61.00 -90.00   30
 48  \w     87.00 112.00   1.00    3.00    --  105.25  61.00 120.00   25
 49  \w     37.00 104.00   1.00    3.00    --  105.25 -94.00  30.00   67
 50  \w     85.00 110.00   1.00    3.00    --  105.25  30.00 120.00   25
 51  \w     87.00 112.00   1.00    3.00    --  105.25  61.00   0.00   25
 52  \w     87.00 112.00   1.00    3.00    --  105.25  61.00-150.00   25
 53  \w     79.00 105.00   1.00    3.00    --  105.25  77.00 120.00   26
 54  \w     85.00 129.00   1.00    3.00    --  105.25  30.00 150.00   44
 55  \w     87.00 113.00   1.00    3.00    --  105.25  61.00 -60.00   26
 56  \w     87.00 129.00   1.00    3.00    --  105.25  61.00  30.00   42
 57  \w     88.00 114.00   1.00    3.00    --  105.25  61.00  90.00   26
 58  \w     85.00 111.00   1.00    3.00    --  105.25  30.00-150.00   26
 59  \w     79.00 105.00   1.00    3.00    --  105.25  77.00-120.00   26
 60  \w    140.00 167.00   1.00    3.00    --  105.25  61.00-120.00   27
 61  \w     85.00 148.00   1.00    3.00    --  105.25  30.00 -30.00   63
 62  \w     87.00 116.00   1.00    3.00    --  105.25  61.00-120.00   29
 63  \w     84.00 113.00   1.00    3.00    --  105.25  30.00 -60.00   29
 64  \w    129.00 154.00   1.00    3.00    --  105.25  77.00 -60.00   25
 65  \w     47.00  88.00   1.00    3.00    --  105.25 -94.00-120.00   41
 66  \w     87.00 120.00   1.00    3.00    --  105.25  61.00 150.00   33
 67  \w     52.00 122.00   1.00    3.00    --  105.25 -61.00   0.00   70
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0752799000
_diffrn_orient_matrix_UB_12      -0.0207209000
_diffrn_orient_matrix_UB_13      0.0877920000
_diffrn_orient_matrix_UB_21      -0.0357166000
_diffrn_orient_matrix_UB_22      -0.0949472000
_diffrn_orient_matrix_UB_23      0.0113366000
_diffrn_orient_matrix_UB_31      0.1974381000
_diffrn_orient_matrix_UB_32      -0.0261820000
_diffrn_orient_matrix_UB_33      0.0358538000
_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  0.0343
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            26396
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        66.592
_diffrn_reflns_theta_max         66.592
_diffrn_reflns_theta_min         2.739
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.121
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44093
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_description       block
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.505
_refine_diff_density_min         -0.545
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     460
_refine_ls_number_reflns         6832
_refine_ls_number_restraints     153
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0419
_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^)+(0.0322P)^2^+2.1771P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1002
_refine_ls_wR_factor_ref         0.1018
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6396
_reflns_number_total             6832
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc06925d2.cif
_cod_data_source_block           exp_2130_sq
_cod_original_cell_volume        1935.69(7)
_cod_database_code               1576868
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'C100 S3 O8 H100 '
_shelx_estimated_absorpt_t_max   0.816
_shelx_estimated_absorpt_t_min   0.569
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_olex2_refinement_description
;
1. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C10(H10), C11(H11), C12(H12), C13(H13),
 C19(H19), C20(H20), C21(H21), C22(H22), C26(H26), C27(H27), C28(H28), C29(H29),
  C30(H30), C31(H31), C32(H32), C33(H33), C39(H39), C40(H40), C41(H41), C42(H42)
;
_shelx_res_checksum              96162
_shelx_fab_checksum              2406
_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 2.520
_oxdiff_exptl_absorpt_empirical_full_min 0.584