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3-{[(4Z)-1,2-Dimethyl-5-oxoimidazol-4-yl­idene]meth­yl}-4-hy­droxy­benzonitrile

In the title compound, C(13)H(11)N(3)O(2), an intra­molecular 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 mol­ecules are linked by dual C—H⋯O(carbon­yl) hydrogen...

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Detalles Bibliográficos
Autores principales: Tsai, Hsing-Yang, Chang, Ming-Jen, Fang, Tzu-Chien, Luo, Ming-Hui, Chen, Kew-Yu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3297918/
https://www.ncbi.nlm.nih.gov/pubmed/22412721
http://dx.doi.org/10.1107/S1600536812007532
Descripción
Sumario:In the title compound, C(13)H(11)N(3)O(2), an intra­molecular 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 mol­ecules are linked by dual C—H⋯O(carbon­yl) hydrogen bonds to form a dimer with an R (2) (2)(14) graph-set motif. A C—H⋯O(hy­droxy) inter­action links pairs of mol­ecules into another type of cyclic dimer with an R (2) (2)(18) motif. The mol­ecules are further linked by C—H⋯N inter­actions to form layers parallel to (001). Offset π–π stacking [3.3877 (8) Å] is observed in the crystal structure, with an inter­planar spacing between the planes of neighboring benzene rings of 3.444 (1) Å.