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3-{[(4Z)-1,2-Dimethyl-5-oxoimidazol-4-yl-idene]meth-yl}-4-hy-droxy-benzonitrile.

ABSTRACT: In the title compound, C(13)H(11)N(3)O(2), an intra-molecular O-H⋯N hydrogen bond generates an S(7) ring. The dihedral angle between the mean plane of the benzene ring and the imidazolidinone ring is 3.05 (2)°. In the crystal, inversion-related mol-ecules are linked by dual C-H⋯O(carbon-yl) hydrogen bonds to form a dimer with an R(2) (2)(14) graph-set motif. A C-H⋯O(hy-droxy) inter-action links pairs of mol-ecules into another type of cyclic dimer with an R(2) (2)(18) motif. The mol-ecules are further linked by C-H⋯N inter-actions to form layers parallel to (001). Offset π-π stacking [3.3877 (8) Å] is observed in the crystal structure, with an inter-planar spacing between the planes of neighboring benzene rings of 3.444 (1) Å.

SUBMITTER: Tsai HY

PROVIDER: S-EPMC3297918 | biostudies-literature | 2012 Mar

REPOSITORIES: biostudies-literature

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3-{[(4Z)-1,2-Dimethyl-5-oxoimidazol-4-yl-idene]meth-yl}-4-hy-droxy-benzonitrile.

Tsai Hsing-Yang HY Chang Ming-Jen MJ Fang Tzu-Chien TC Luo Ming-Hui MH Chen Kew-Yu KY

Acta crystallographica. Section E, Structure reports online 20120229 Pt 3

In the title compound, C(13)H(11)N(3)O(2), an intra-molecular O-H⋯N hydrogen bond generates an S(7) ring. The dihedral angle between the mean plane of the benzene ring and the imidazolidinone ring is 3.05 (2)°. In the crystal, inversion-related mol-ecules are linked by dual C-H⋯O(carbon-yl) hydrogen bonds to form a dimer with an R(2) (2)(14) graph-set motif. A C-H⋯O(hy-droxy) inter-action links pairs of mol-ecules into another type of cyclic dimer with an R(2) (2)(18) motif. The mol-ecules are f ...[more]

PMID: 22412721

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