Regioselective Synthesis of Sulfonyl-Containing Benzyl Dithiocarbamates through Copper-Catalyzed Thiosulfonylation of Styrenes.
Lai, Miao; Wu, Zhiyong; Li, Shi-Jun; Wei, Donghui; Zhao, Mingqin; The Journal of organic chemistry 84 (2019) 11135–11149; doi:10.1021/acs.joc.9b01829

data_4033850
_publ_section_title
;
 Regioselective Synthesis of Sulfonyl-Containing Benzyl Dithiocarbamates
 through Copper-Catalyzed Thiosulfonylation of Styrenes.
;
_journal_issue                   17
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              11135
_journal_page_last               11149
_journal_paper_doi               10.1021/acs.joc.9b01829
_journal_volume                  84
_journal_year                    2019
_chemical_formula_moiety         'C18 H21 N O2 S3'
_chemical_formula_sum            'C18 H21 N O2 S3'
_chemical_formula_weight         379.54
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
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Olex2 1.2
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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;
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omega____ theta____ kappa____ phi______ frames
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  2 omega  -52.00   35.00   1.0000    1.5000
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  3 omega   57.00  110.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000  -90.0000 53

  4 omega   57.00  110.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000 -120.0000 53

  5 omega  -32.00   53.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
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  6 omega  -29.00   53.00   1.0000    1.5000
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  7 omega   73.00   99.00   1.0000    1.5000
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  8 omega   59.00  105.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
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  9 omega  100.00  138.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
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 10 omega   41.00   93.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
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 11 omega   61.00   87.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000    0.0000 26

 12 omega   74.00  109.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -120.0000 35

 13 omega   41.00   76.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -32.0000   51.0000 35

 14 omega   41.00   95.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -150.0000 54

 15 omega   82.00  159.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
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 16 omega   64.00  178.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000  -90.0000 114

 17 omega   45.00   71.00   1.0000    5.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -90.0000 26
;
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_diffrn_orient_matrix_UB_22      0.0826812000
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_diffrn_orient_matrix_UB_31      -0.0124004000
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_diffrn_orient_matrix_UB_33      0.0360163000
_diffrn_radiation_monochromator  graphite
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_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0330
_diffrn_reflns_av_unetI/netI     0.0429
_diffrn_reflns_Laue_measured_fraction_full 1.000
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_diffrn_source                   'Enhance (Cu) X-ray Source'
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
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_exptl_crystal_colour            colourless
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'w=1/[\s^2^(Fo^2^)+(0.0890P)^2^] where P=(Fo^2^+2Fc^2^)/3'
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_chemical_oxdiff_formula         C15H15O3S3
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_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:
 C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C10(H10), C11(H11), C13(H13), C14(H14)
2.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C)
;
_olex2_submission_special_instructions 'No special instructions were received'