Cascade Oxidative Coupling/Cyclization: A Gateway to 3-Amino Polysubstituted Five-Membered Heterocycles.
Li, Kaizhi; You, Jingsong; The Journal of organic chemistry 81 (2016) 2327–2339; doi:10.1021/acs.joc.5b02838

data_4036583
_publ_section_title
;
 Cascade Oxidative Coupling/Cyclization: A Gateway to 3-Amino
 Polysubstituted Five-Membered Heterocycles.
;
_journal_issue                   6
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              2327
_journal_page_last               2339
_journal_paper_doi               10.1021/acs.joc.5b02838
_journal_volume                  81
_journal_year                    2016
_chemical_formula_moiety         'C19 H16 N2 O5'
_chemical_formula_sum            'C19 H16 N2 O5'
_chemical_formula_weight         352.34
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Olex2 1.2
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
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;
  1 omega   23.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  2 omega   10.00  104.00   1.0000    1.0000
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  4 omega   20.00  104.00   1.0000    1.0000
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  5 omega    1.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  6 omega   20.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   57.0000   30.0000 84

  7 omega  -31.00   53.00   1.0000    1.0000
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  8 omega   20.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  9 omega   39.00  109.00   1.0000    3.1100
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 10 omega   41.00  126.00   1.0000    3.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000 -120.0000 85

 11 omega   38.00   91.00   1.0000    3.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000    0.0000 53

 12 omega   40.00   98.00   1.0000    3.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -30.0000 58

 13 omega   91.00  176.00   1.0000    3.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000  150.0000 85

 14 omega   39.00  109.00   1.0000    3.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   60.0000 70

 15 omega   37.00  146.00   1.0000    3.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -15.0000  150.0000 109

 16 omega   38.00   91.00   1.0000    3.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -90.0000 53

 17 omega   91.00  176.00   1.0000    3.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000 -180.0000 85

 18 omega   38.00  116.00   1.0000    3.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000 -120.0000 78

 19 omega   41.00  126.00   1.0000    3.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000 -150.0000 85

 20 omega   38.00   91.00   1.0000    3.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   30.0000 53

 21 omega   38.00  116.00   1.0000    3.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000 -180.0000 78

 22 omega   38.00   91.00   1.0000    3.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  120.0000 53

 23 omega   38.00   91.00   1.0000    3.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -120.0000 53

 24 omega   40.00  135.00   1.0000    3.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000   60.0000 95

 25 omega  -31.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -57.0000   30.0000 84

 26 omega  -33.00   55.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -38.0000 -150.0000 88

 27 omega   10.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   77.0000  -30.0000 94

 28 omega   10.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   77.0000  150.0000 94

 29 omega   17.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   38.0000  -60.0000 88

 30 omega   23.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921 -125.0000   30.0000 67

 31 omega  -31.00   53.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -57.0000  150.0000 84
;
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
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Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
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'w=1/[\s^2^(Fo^2^)+(0.0900P)^2^+0.2670P] where P=(Fo^2^+2Fc^2^)/3'
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;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N8(H8), C21(H21), C11(H11), C16(H16), C15(H15), C17(H17), C18(H18), C13(H13),
 C12(H12), C14(H14)
2.b Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C6(H6A,H6B,H6C)
;
_shelx_res_checksum              85387
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_olex2_submission_special_instructions 'No special instructions were received'