Twisting and turning the sulfonamide bond: synthetic, quantum chemical and crystallographic study.
Blahun, Oleksandr P.; Rozhenko, Alexander B.; Rusanov, Eduard; Zhersh, Serhii; Tolmachev, Andrey A.; Volochnyuk, Dmitriy M.; Grygorenko, Oleksandr O.; The Journal of organic chemistry  (2020) –; doi:10.1021/acs.joc.9b03394

data_4038099
_publ_section_title
;
 Twisting and turning the sulfonamide bond: synthetic, quantum chemical
 and crystallographic study.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.9b03394
_journal_year                    2020
_chemical_formula_moiety         'C4 H7 N O2 S'
_chemical_formula_sum            'C4 H7 N O2 S'
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_space_group_crystal_system      orthorhombic
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_space_group_name_H-M_alt        'P n m a'
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_cell_length_c                   6.3132(9)
_cell_measurement_reflns_used    572
_cell_measurement_temperature    123(2)
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_cell_measurement_theta_min      3.84
_cell_volume                     530.86(13)
_computing_cell_refinement       'Bruker SMART'
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_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      123(2)
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_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
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_diffrn_reflns_Laue_measured_fraction_full 0.998
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_diffrn_reflns_point_group_measured_fraction_full 0.998
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_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.284
_diffrn_reflns_theta_min         3.843
_exptl_absorpt_coefficient_mu    0.503
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.666
_exptl_crystal_description       prizm
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_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
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_refine_ls_R_factor_gt           0.0360
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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0525P)^2^+0.1606P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_refine_ls_wR_factor_ref         0.0949
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_reflns_threshold_expression     'I > 2\s(I)'
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_shelx_shelxl_version_number     2016/4
_shelx_estimated_absorpt_t_min   0.848
_shelx_estimated_absorpt_t_max   0.947
_shelx_res_checksum              85704
_shelx_hkl_checksum              9912