2-[(2Z)-Azepan-2-yl-idene]-1-(4-nitro-phen-yl)ethanone

The title compound, C(14)H(16)N(2)O(3), is an NH-vinyl-ogous amide (enaminone) produced by the reaction of 4-nitro-phenacyl bromide with azepane-2-thione. The conformation about the C=C bond [1.3927 (14) Å] is Z, which allows for the formation of an intra-molecular N-H⋯O hydrogen bond that leads to...

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Bibliographic Details
Published inActa crystallographica. Section E, Structure reports online Vol. 68; no. Pt 8; p. o2479
Main Authors Mthembu, Siyanda T, Madeley, Lee G, de Koning, Charles B, Michael, Joseph P
Format Journal Article
LanguageEnglish
Published United States International Union of Crystallography 01.08.2012
Subjects
Organic Papers
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Summary:The title compound, C(14)H(16)N(2)O(3), is an NH-vinyl-ogous amide (enaminone) produced by the reaction of 4-nitro-phenacyl bromide with azepane-2-thione. The conformation about the C=C bond [1.3927 (14) Å] is Z, which allows for the formation of an intra-molecular N-H⋯O hydrogen bond that leads to an S(6) loop. Inversion-related mol-ecules associate via N-H⋯O hydrogen bonds to form a 12-membered {⋯OC(3)NH}(2) synthon.
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ISSN:1600-5368
1600-5368
DOI:10.1107/S1600536812032035