Dithiane Induced [3+2] Cycloaddition Tactic for the Convergent Synthesis of Dihydropyrrole and Pyrrole Derivatives.
Jia, Hongbin; Min, Deng; Guo, Tianyun; Wu, Mingzhong; Wang, Xiaolei; Liu, Jian; Tang, Shouchu; The Journal of organic chemistry  (2020) –; doi:10.1021/acs.joc.0c01145

data_4038930
_publ_section_title
;
 Dithiane Induced [3+2] Cycloaddition Tactic for the Convergent Synthesis
 of Dihydropyrrole and Pyrrole Derivatives.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.0c01145
_journal_year                    2020
_chemical_formula_moiety         'C19 H18 Cl N S2'
_chemical_formula_sum            'C19 H18 Cl N S2'
_chemical_formula_weight         359.91
_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   mixed
_atom_sites_solution_primary     direct
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Olex2 1.2
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
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  3 omega  -84.00  -40.00   1.0000    1.0000
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  4 omega   55.00   98.00   1.0000    1.0000
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  5 omega   68.00   94.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  6 omega    1.00   50.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  7 omega   37.00   77.00   1.0000    1.1000
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  8 omega   37.00   98.00   1.0000    1.1000
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  9 omega  103.00  174.00   1.0000    1.1000
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 10 omega   58.00   92.00   1.0000    1.1000
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 11 omega   46.00   86.00   1.0000    1.1000
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 12 omega   77.00  113.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
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 13 omega   38.00   64.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
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 14 omega   23.00   60.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   61.0000 -118.0000 37

 15 omega  -27.00   -2.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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 16 omega  -65.00  -34.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       -8.5000  125.0000  150.0000 31

 17 omega   34.00   69.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000 -125.0000  -60.0000 35

 18 omega    4.00   72.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000   30.0000 68

 19 omega   87.00  112.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000 -125.0000  -60.0000 25

 20 omega   36.00   63.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000 -180.0000 27

 21 omega   55.00   81.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000   30.0000 26

 22 omega   45.00  129.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -63.0000  150.0000 84

 23 omega  146.00  176.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000 -150.0000 30

 24 omega  109.00  138.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000 -150.0000 29

 25 omega   58.00   84.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -63.0000 -120.0000 26

 26 omega   39.00   66.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000  120.0000 27

 27 omega   62.00  140.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -91.0000  -30.0000 78

 28 omega  -61.00  -34.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       -8.5000  178.0000 -180.0000 27

 29 omega   20.00   45.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   81.0000 -176.4994 25

 30 omega   32.00   58.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   60.0000   53.0000 26

 31 omega   75.00  113.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000  120.0000 38

 32 omega   43.00   71.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000 -150.0000 28

 33 omega   41.00  116.00   1.0000    1.1000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -91.0000 -180.0000 75
;
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_exptl_absorpt_process_details
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
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_exptl_crystal_colour            'clear light colourless'
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_refine_ls_structure_factor_coef Fsqd
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'w=1/[\s^2^(Fo^2^)+(0.0907P)^2^+0.7016P] where P=(Fo^2^+2Fc^2^)/3'
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_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Riding coordinates:
 N4(H4)
2.b Ternary CH refined with riding coordinates:
 C6(H6)
2.c Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C13(H13A,H13B), C22(H22A,H22B)
2.d Aromatic/amide H refined with riding coordinates:
 C8(H8), C10(H10), C12(H12), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19),
 C21(H21), C23(H23)
;
_shelx_res_checksum              70275
_shelx_hkl_checksum              18460
_olex2_date_sample_data_collection 2019-10-16
_olex2_submission_special_instructions 'No special instructions were received'