Construction of diaryl oxacyclic sulfones <i>via</i> Bi(OTf)<sub>3</sub>-catalyzed intramolecular cyclocondensation of 1,3-diaroylsulfones.
Chang, Meng-Yang; Lin, Chun-Yi; Organic & biomolecular chemistry 23 (2025) 1662–1672; doi:10.1039/d4ob01916d

data_7160310
_publ_section_title
;
 Construction of diaryl oxacyclic sulfones <i>via</i>
 Bi(OTf)<sub>3</sub>-catalyzed intramolecular cyclocondensation of
 1,3-diaroylsulfones.
;
_journal_issue                   7
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              1662
_journal_page_last               1672
_journal_paper_doi               10.1039/d4ob01916d
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety         'C8 H6 O1.5 S0.5'
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_space_group_name_Hall           '-I 2ya'
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_atom_sites_solution_hydrogens   geom
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Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2024-11-08 deposited with the CCDC.	2024-12-30 downloaded from the CCDC.
;
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_cell_measurement_temperature    130(2)
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_cell_measurement_theta_min      2.6500
_cell_volume                     1293.34(7)
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_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
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_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      130(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.962
_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    -27.00 100.00   0.50    3.01    --   10.60  38.00   4.00  254
  2  \w    -48.00  78.00   0.50    3.01    --  -10.90  38.00   4.00  252
  3  \w   -100.00  26.00   0.50    3.01    --  -10.90 -38.00-150.00  252
  4  \w    -20.00 100.00   0.50    3.01    --   10.60  57.00 120.00  240
  5  \w    -27.00 100.00   0.50    3.01    --   10.60  37.00 -30.00  254
  6  \w    -15.00 100.00   0.50    3.01    --   10.60  77.00 120.00  230
  7  \w    -41.00  79.00   0.50    3.01    --  -10.90  57.00  60.00  240
  8  \w    -17.00  49.00   0.50    3.01    --   10.60  82.00   0.00  132
  9  \w    -79.00  38.00   0.50    3.01    --   10.60 -82.00 120.00  234
 10  \w    -38.00  79.00   0.50    3.01    --  -10.90  82.00-120.00  234
 11  \w   -100.00  17.00   0.50    3.01    --  -10.90 -82.00-180.00  234
 12  \w    -41.00  79.00   0.50    3.01    --  -10.90  57.00-150.00  240
;
_diffrn_measurement_device       'four-circle diffractometer'
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_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0687561000
_diffrn_orient_matrix_UB_12      -0.0119850000
_diffrn_orient_matrix_UB_13      -0.0033601000
_diffrn_orient_matrix_UB_21      -0.0038314000
_diffrn_orient_matrix_UB_22      0.0392623000
_diffrn_orient_matrix_UB_23      -0.0411018000
_diffrn_orient_matrix_UB_31      0.0130824000
_diffrn_orient_matrix_UB_32      0.0745566000
_diffrn_orient_matrix_UB_33      0.0211376000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            15060
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.142
_diffrn_reflns_theta_min         2.661
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.254
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.32343
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
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_exptl_crystal_size_min          0.4
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_refine_diff_density_min         -0.402
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
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_refine_ls_matrix_type           full
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_refine_ls_number_reflns         1377
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0338
_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^)+(0.0426P)^2^+1.2019P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0882
_refine_ls_wR_factor_ref         0.0897
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1275
_reflns_number_total             1377
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ob01916d2.cif
_cod_data_source_block           k11207-myc-e(yno704)_auto
_cod_depositor_comments
'Adding full bibliography for 7160310--7160313.cif.'
_cod_original_formula_sum        'C8 H6 O1.50 S0.50'
_cod_database_code               7160310
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.905
_shelx_estimated_absorpt_t_min   0.884
_reflns_odcompleteness_completeness 99.65
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C8(H8), C6(H6), C5(H5), C7(H7)
;
_shelx_res_checksum              47656
_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 1.890
_oxdiff_exptl_absorpt_empirical_full_min 0.406