Catalytic Asymmetric Conjugate Addition and Sulfenylation of Diarylthiazolidin-2,4-diones.
Jiao, Lihui; Bu, Liwei; Ye, Xinyi; Zhao, Xiaowei; Jiang, Zhiyong; The Journal of organic chemistry 81 (2016) 9620–9629; doi:10.1021/acs.joc.6b01637

data_4037167
_publ_section_title
;
 Catalytic Asymmetric Conjugate Addition and Sulfenylation of
 Diarylthiazolidin-2,4-diones.
;
_journal_issue                   20
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              9620
_journal_page_last               9629
_journal_paper_doi               10.1021/acs.joc.6b01637
_journal_volume                  81
_journal_year                    2016
_chemical_absolute_configuration S
_chemical_formula_moiety         'C24 H20 N2 O5 S'
_chemical_formula_sum            'C24 H20 N2 O5 S'
_chemical_formula_weight         448.48
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_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
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Olex2 1.2
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_cell_measurement_temperature    291(2)
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_computing_cell_refinement
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
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CrysAlisPro, Agilent Technologies,
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
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Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
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  1 omega   36.00   66.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000 -150.0000 30

  2 omega  -72.00  -46.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  178.0000   90.0000 26

  3 omega  -20.00   14.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000 -150.0000 34

  4 omega   -3.00   82.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000  -37.0000  150.0000 85

  5 omega  -16.00   64.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000  -19.0000   60.0000 80

  6 omega   35.00   75.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       56.0000  -57.0000  -60.0000 40

  7 omega   -3.00   22.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
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  8 omega   35.00   86.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
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  9 omega   48.00  105.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
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 10 omega   41.00   98.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
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 11 omega   44.00   70.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  150.0000 26

 12 omega   45.00  108.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000    0.0000 63

 13 omega   86.00  177.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   30.0000  -60.0000 91

 14 omega  126.00  151.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  178.0000 -150.0000 25

 15 omega   60.00   90.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  -90.0000 30

 16 omega   44.00   94.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000 -120.0000 50

 17 omega   39.00   90.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000 -180.0000 51

 18 omega  -69.00   21.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -57.0000  150.0000 90

 19 omega  -77.00  -32.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  178.0000  -60.0000 45
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_diffrn_radiation_monochromator  graphite
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_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.585
_exptl_absorpt_correction_T_max  1.00000
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CrysAlisPro, Agilent Technologies,
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(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
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_refine_diff_density_min         -0.150
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_refine_ls_abs_structure_details
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 Flack x determined using 1336 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
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_refine_ls_abs_structure_Flack   0.025(14)
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_refine_ls_matrix_type           full
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_refine_ls_restrained_S_all      1.017
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_refine_ls_structure_factor_coef Fsqd
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'w=1/[\s^2^(Fo^2^)+(0.0492P)^2^] where P=(Fo^2^+2Fc^2^)/3'
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_chemical_oxdiff_formula         C20H20N4O4S1
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_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4)
2.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B)
2.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C10(H10), C11(H11), C14(H14), C15(H15), C16(H16), C17(H17),
 C18(H18), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24)
2.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C)
;
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_olex2_submission_special_instructions 'No special instructions were received'