N-(2-Oxo-2H-chromen-3-yl)cyclo-hexane-carboxamide

Acta Crystallogr Sect E Struct Rep Online. 2012 Dec 1;68(Pt 12):o3447-8. doi: 10.1107/S1600536812047903. Epub 2012 Nov 24.

Abstract

In the title compound, C16H17NO3, the coumarin moiety is essentially planar [maximum deviation from the mean plane formed by the C and O atoms of the coumarin = 0.0183 (12) Å] and that the cyclo-hexane ring adopts the usual chair conformation. The dihedral angle between the mean plane of the coumarin residue and the plane of the amide residue (defined as the N, C and O atoms) is 18.9 (2)°. There are two intra-molecular hydrogen bonds involving the amide group. In one, the N atom acts as donor to the ketonic O atom and in the other, the amide O atom acts as acceptor of a C-H group of the coumarin. In the crystal, mol-ecules are linked into inversion dimers by pairs of N-H⋯O contacts and these dimers are linked into pairs by weak C-H⋯O hydrogen bonds. The combination of these inter-actions creates a chain of rings which runs parallel to [2-10]. C-H⋯π and π-π [centroid-centroid distance = 3.8654 (10) Å] inter-actions are also observed.