Molecular insight into a disulfonimide-bearing diol: synthesis, characterisation and access to poly(disulfonimide)s
Sapegin, Denis A.; Kuznetsov, Danila A.; Penny, Edward J.; Cockcroft, Jeremy K.; Bear, Joseph C.; Polymer Chemistry 17 (2026) 679–689; doi:10.1039/D5PY01171J

data_1576552
_publ_section_title
;
 Molecular insight into a disulfonimide-bearing diol: synthesis,
 characterisation and access to poly(disulfonimide)s
;
_journal_issue                   6
_journal_name_full               'Polymer Chemistry'
_journal_page_first              679
_journal_page_last               689
_journal_paper_doi               10.1039/D5PY01171J
_journal_volume                  17
_journal_year                    2026
_chemical_formula_moiety         '0.5(C14 H8 Cl4 O12 S4)'
_chemical_formula_sum            'C15 H14 Cl2 O6 S2'
_chemical_formula_weight         425.28
_chemical_name_systematic        '3,4-bischlorosulfonyl-benzoic acid'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           55
_space_group_name_Hall           '-P 2 2ab'
_space_group_name_H-M_alt        'P b a m'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2025-10-24
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-10-24 deposited with the CCDC.	2026-01-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.6722(4)
_cell_length_b                   14.9571(3)
_cell_length_c                   6.8177(3)
_cell_measurement_reflns_used    12311
_cell_measurement_temperature    130
_cell_measurement_theta_max      72.9370
_cell_measurement_theta_min      3.8570
_cell_volume                     1802.09(10)
_computing_cell_refinement       'CrysAlisPro 1.171.43.144a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.143a 64-bit (release 25-10-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.144a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      130
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.981
_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     35.00  86.00   0.50    4.00    --   50.35  68.00 -22.00  102
  2  \w     52.00  77.00   0.50    4.00    --   50.49  68.00 -22.00   50
  3  \w      2.00  60.00   0.50    4.00    --   50.49 -68.00-155.00  116
  4  \w     88.00 168.00   0.50    4.00    --  102.86  68.00 -22.00  160
  5  \w     37.00 110.00   0.50    4.00    --  102.86 -68.00-155.00  146
  6  \w    -39.00 -12.00   0.50    4.00    --    2.00 124.00-119.57   54
  7  \w    -54.00 -29.00   0.50    4.00    --   18.00 162.00 -40.81   50
  8  \w     -1.00  27.00   0.50    4.00    --   26.00  96.00-145.88   56
  9  \w     -1.00  25.00   0.50    4.00    --   30.00 100.00 110.13   52
 10  \w     15.00  40.00   0.50    4.00    --   42.00  90.00-127.00   50
 11  \w     15.00  46.00   0.50    4.00    --   42.00  90.00   0.39   62
 12  \w     27.00  61.00   0.50    4.00    --   50.49 -57.00   0.00   68
 13  \w     -9.00  23.00   0.50    4.00    --   50.49 -57.00   0.00   64
 14  \w     44.00  70.00   0.50    4.00    --   50.49  38.00 120.00   52
 15  \w     34.00  96.00   0.50    4.00    --   50.49-125.00-180.00  124
 16  \w     70.00  96.00   0.50    4.00    --   50.49-125.00 -90.00   52
 17  \w     87.00 117.00   0.50    4.00    --   54.00  25.00  35.50   60
 18  \w     31.00  65.00   0.50    4.00    --   54.00  83.00 167.05   68
 19  \w     31.00  64.00   0.50    4.00    --   54.00  83.00  83.37   66
 20  \w     32.00  58.00   0.50    4.00    --   54.00  82.00  12.06   52
 21  \w     36.00  79.00   0.50    4.00    --   54.00  25.00  35.50   86
 22  \w     90.00 115.00   0.50    4.00    --   58.00  83.00 -95.75   50
 23  \w     35.00  61.00   0.50    4.00    --   58.00  83.00  39.44   52
 24  \w     36.00  64.00   0.50    4.00    --   58.00  83.00 -95.75   56
 25  \w     85.00 113.00   0.50    4.00    --   58.00  81.00 121.81   56
 26  \w     36.00  62.00   0.50    4.00    --   58.00  81.00 121.81   52
 27  \w     41.00  67.00   0.50    4.00    --   62.00  83.00 -46.01   52
 28  \w     42.00  81.00   0.50    4.00    --   62.00  78.00-124.33   78
 29  \w     94.00 120.00   0.50    4.00    --   62.00  82.00 -68.10   52
 30  \w     40.00  66.00   0.50    4.00    --   62.00  82.00 -68.10   52
 31  \w     45.00  70.00   0.50    4.00    --   66.00  82.00 -20.82   50
 32  \w     45.00  71.00   0.50    4.00    --   66.00  83.00 -63.85   52
 33  \w     95.00 125.00   0.50    4.00    --   66.00  82.00 167.15   60
 34  \w     46.00  72.00   0.50    4.00    --   66.00  82.00 167.15   52
 35  \w     46.00  73.00   0.50    4.00    --   66.00  82.00 106.29   54
 36  \w     47.00  73.00   0.50    4.00    --   70.00  83.00-145.45   52
 37  \w     82.00 130.00   0.50    4.00    --   70.00  83.00-145.45   96
 38  \w    102.00 127.00   0.50    4.00    --   70.00  83.00 125.38   50
 39  \w     47.00  81.00   0.50    4.00    --   70.00  83.00 125.38   68
 40  \w     92.00 118.00   0.50    4.00    --   70.00  83.00  33.95   52
 41  \w    100.00 129.00   0.50    4.00    --   70.00  82.00-119.34   58
 42  \w     55.00  97.00   0.50    4.00    --   70.00  82.00-119.34   84
 43  \w     48.00  86.00   0.50    4.00    --   70.00  82.00  59.99   76
 44  \w     93.00 123.00   0.50    4.00    --   70.00  82.00  59.99   60
 45  \w     49.00  81.00   0.50    4.00    --   70.00  83.00-169.07   64
 46  \w     47.00  75.00   0.50    4.00    --   70.00  83.00  33.95   56
 47  \w    106.00 132.00   0.50    4.00    --   70.00  76.00  85.83   52
 48  \w     51.00  84.00   0.50    4.00    --   70.00  76.00  85.83   66
 49  \w     97.00 131.00   0.50    4.00    --   74.00  77.00 -50.34   68
 50  \w     54.00  80.00   0.50    4.00    --   74.00  77.00 -50.34   52
 51  \w    106.00 136.00   0.50    4.00    --   74.00  75.00  -4.89   60
 52  \w     56.00  89.00   0.50    4.00    --   74.00  75.00  -4.89   66
 53  \w     83.00 139.00   0.50    4.00    --  102.86  77.00-150.00  112
 54  \w     93.00 119.00   0.50    4.00    --  102.86  57.00-180.00   52
 55  \w     45.00 107.00   0.50    4.00    --  102.86 -99.00 -30.00  124
 56  \w    139.00 165.00   0.50    4.00    --  102.86  77.00 -60.00   52
 57  \w     84.00 123.00   0.50    4.00    --  102.86  77.00 -60.00   78
 58  \w    113.00 159.00   0.50    4.00    --  102.86  77.00-180.00   92
 59  \w     96.00 171.00   0.50    4.00    --  102.86  57.00-120.00  150
 60  \w    126.00 160.00   0.50    4.00    --  102.86  77.00 120.00   68
 61  \w     83.00 111.00   0.50    4.00    --  102.86  77.00-180.00   56
 62  \w     83.00 108.00   0.50    4.00    --  102.86  77.00 120.00   50
 63  \w     42.00 101.00   0.50    4.00    --  102.86 -77.00  30.00  118
 64  \w     93.00 121.00   0.50    4.00    --  102.86  57.00  30.00   56
 65  \w     93.00 118.00   0.50    4.00    --  102.86  57.00 -90.00   50
 66  \w     95.00 123.00   0.50    4.00    --  102.86  57.00 150.00   56
 67  \w    139.00 169.00   0.50    4.00    --  102.86  57.00 150.00   60
 68  \w     84.00 154.00   0.50    4.00    --  102.86  77.00  30.00  140
 69  \w    135.00 160.00   0.50    4.00    --  102.86  77.00   0.00   50
 70  \w     83.00 108.00   0.50    4.00    --  102.86  77.00   0.00   50
 71  \w    136.00 164.00   0.50    4.00    --  102.86  77.00 150.00   56
 72  \w     58.00 108.00   0.50    4.00    --  102.86 -99.00-150.00  100
 73  \w     83.00 109.00   0.50    4.00    --  102.86  77.00 150.00   52
 74  \w     83.00 159.00   0.50    4.00    --  102.86  77.00  60.00  152
 75  \w     83.00 147.00   0.50    4.00    --  102.86  77.00 -90.00  128
 76  \w    101.00 162.00   0.50    4.00    --  102.86 125.00 -90.00  122
 77  \w     83.00 158.00   0.50    4.00    --  102.86  77.00  90.00  150
 78  \w     64.00  99.00   0.50    4.00    --  108.02-120.00  -8.22   70
 79  \w     58.00  90.00   0.50    4.00    --  108.02 -97.00 175.72   64
 80  \w     53.00 120.00   0.50    4.00    --  108.02 -52.00-120.12  134
 81  \w     37.00 119.00   0.50    4.00    --  108.02 -52.00  68.55  164
 82  \w     35.00 114.00   0.50    4.00    --  108.02 -38.00 -29.99  158
 83  \w     41.00 113.00   0.50    4.00    --  108.02 -47.00 165.32  144
 84  \w     47.00 109.00   0.50    4.00    --  108.02-102.00  75.68  124
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Dual, Cu at home/near, HyPix-Arc 100'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1027666000
_diffrn_orient_matrix_UB_12      -0.0142108000
_diffrn_orient_matrix_UB_13      -0.0017372000
_diffrn_orient_matrix_UB_21      0.0056815000
_diffrn_orient_matrix_UB_22      0.1423964000
_diffrn_orient_matrix_UB_23      0.0675276000
_diffrn_orient_matrix_UB_31      -0.0037151000
_diffrn_orient_matrix_UB_32      -0.1749507000
_diffrn_orient_matrix_UB_33      0.0550789000
_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  0.0758
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            40469
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.866
_diffrn_reflns_theta_min         3.872
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    5.683
_exptl_absorpt_correction_T_max  0.879
_exptl_absorpt_correction_T_min  0.310
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.144a (Rigaku Oxford Diffraction, 2024)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_description       plate
_exptl_crystal_F_000             872
_exptl_crystal_recrystallization_method 'Crystallized from p-xylene'
_exptl_crystal_size_max          0.263
_exptl_crystal_size_mid          0.253
_exptl_crystal_size_min          0.126
_refine_diff_density_max         0.485
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     123
_refine_ls_number_reflns         2078
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.101
_refine_ls_R_factor_all          0.0812
_refine_ls_R_factor_gt           0.0741
_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^)+(0.1136P)^2^+2.0238P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2211
_refine_ls_wR_factor_ref         0.2285
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1749
_reflns_number_total             2078
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5py01171j2.cif
_cod_data_source_block           exp_930
_cod_original_cell_volume        1802.09(9)
_cod_database_code               1576552
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C7 H4 Cl2 O6 S2 C8 H10'
_chemical_oxdiff_usercomment     'Cut from large plate'
_shelx_estimated_absorpt_t_max   0.535
_shelx_estimated_absorpt_t_min   0.316
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 H2-O2
 0.84 with sigma of 0.02
 Cl1-O3 \\sim Cl1-O4
 with sigma of 0.02
 Cl2-O5 \\sim Cl2-O6
 with sigma of 0.02
3. Others
 Fixed Sof: Cl1(0.5) Cl2(0.5) O3(0.5) O4(0.5) O5(0.5) O6(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C7(H7)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 178 electrons were 
found in a volume of 699\%A^3^ in 1 void per unit cell. 
This is consistent with the presence of 
0.5[C8H10] per formula unit 
which account for 232 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              64086
_shelx_fab_checksum              38755
_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 3.254
_oxdiff_exptl_absorpt_empirical_full_min 0.288