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. 2012 Aug 1;68(Pt 8):o2479.
doi: 10.1107/S1600536812032035. Epub 2012 Jul 18.

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

Siyanda T Mthembu  1 , Lee G Madeley, Charles B de Koning, Joseph P Michael
Affiliations

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

Siyanda T Mthembu et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

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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Figures

Fig. 1.
Fig. 1.
The molecular structure of (I) showing the atomic numbering scheme. Displacement ellipsoids are shown at the 50% probability level.
Fig. 2.
Fig. 2.
Hydrogen bonding diagram of the compound. Intermolecular and intramolecular N—H···O hydrogen bonds (shown as dashed red lines) form a four-membered ring. Non-participating H atoms have been omitted for clarity.
See this image and copyright information in PMC

References

    1. Balderson, J. L., Fernandes, M. A., Michael, J. P. & Perry, C. B. (2007). Acta Cryst. C63, o734–o738. - PubMed
    1. Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555–1573.
    1. Brandenburg, K. (1999). DIAMOND Crystal Impact GbR, Bonn, Germany.
    1. Bruker (2004). SAINT-Plus and XPREP Bruker AXS Inc., Madison, Wisconsin, USA.
    1. Bruker (2005). APEX2 Bruker AXS Inc., Madison, Wisconsin, USA.