Research Article: Ethyl 2-(1,3-benzodioxol-5-yl)-1-[3-(2-oxopyrrolidin-1-yl)prop­yl]-1H-benz­imidazole-5-carboxyl­ate

Date Published: February 01, 2012

Publisher: International Union of Crystallography

Author(s): Yeong Keng Yoon, Mohamed Ashraf Ali, Ang Chee Wei, Safra Izuani Jama Asik, Ibrahim Abdul Razak.

http://doi.org/10.1107/S1600536812001420

Abstract

In the title compound, C24H25N3O5, the benzimidazole and benzodioxole ring systems are each approximately planar [maximum deviations = 0.043 (1) and 0.036 (1) Å, respectively]. Their mean planes form a dihedral angle of 42.85 (4)°. The pyrrolidine ring has an envelope conformation with one of the methyl­ene C atoms forming the flap. In the crystal, weak C—H⋯O hydrogen bonds link the mol­ecules into a three-dimensional network. The crystal packing is further stabillized by weak π–π inter­actions between the benzene rings within the benzimidazole ring system [centroid–centroid distance = 3.7955 (7) Å]. A weak C—H⋯π inter­action involving the benzodioxole ring is also present.

Partial Text

For the pharmacological appplications of benzimidazole derivatives, see: Grassmann et al. (2002 ▶); Demirayak et al. (2002 ▶); Evans et al. (1997 ▶). For ring conformation analysis, see: Cremer & Pople (1975 ▶). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986 ▶). For related structures, see: Yoon et al. (2012a ▶,b ▶,c ▶)

 

Source:

http://doi.org/10.1107/S1600536812001420