Abstract
The fused five- and six-membered rings in the title compound, C14H12N2O, are essentially planar, the largest deviation from the mean plane being 0.023 (2) Å. The dihedral angle between the benzimidazole mean plane and the phenyl ring is 68.50 (6)°. In the crystal, each molecule is linked to its symmetry equivalent created by a crystallographic inversion center by pairs of N—H⋯O hydrogen bonds, forming inversion dimers.
Highlights
The fused five- and six-membered rings in the title compound, C14H12N2O, are essentially planar, the largest deviation from the mean plane being 0.023 (2) Å
Each molecule is linked to its symmetry equivalent created by a crystallographic inversion center by pairs of N—H O hydrogen bonds, forming inversion dimers
As a continuation of our research work devoted to the development of substituted benzimidazol-2-one derivatives (Ouzidan et al, 2011a, 2011b), we report in this paper the synthesis of a new benzimidazol-2-one derivative by action of benzyl chloride with 1H-benzimidazol-2-one in the presence of a catalytic quantity of tetra-n-butylammonium bromide under mild conditions to furnish the title compound (Scheme 1)
Summary
Tmin = 0.959, Tmax = 0.977 a Laboratoire de Chimie Organique Appliquée, Université Sidi Mohamed, Ben. Abdallah, Faculté des Sciences et Techniques, Route d’immouzzer, BP 2202 Fès, Morocco, bLaboratoire de Chimie Organique Hétérocyclique URAC21, Faculté des, Sciences, Université Mohammed V-Agdal, Av. Ibn Battouta, BP 1014, Rabat, Morocco, cDepartamento de Quimica Inorganica & Organica, ESTCE, Universitat. Jaume I, E-12080 Castellon, Spain, dInstitut für Anorganische Chemie, J.W. von Goethe-Universität Frankfurt, Max-von-Laue-Strasse 7, 60438 Frankfurt/Main. ELaboratoire de Chimie du Solide Appliquée, Faculté des Sciences, Université Mohammed V-Agdal, Avenue Ibn Battouta, BP 1014, Rabat, Morocco. The fused five- and six-membered rings in the title compound, C14H12N2O, are essentially planar, the largest deviation from the mean plane being 0.023 (2) Å. The dihedral angle between the benzimidazole mean plane and the phenyl ring is. Each molecule is linked to its symmetry equivalent created by a crystallographic inversion center by pairs of N—H O hydrogen bonds, forming inversion dimers
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