Ethyl 1-benzyl-1,2,3,3a,4,10b-hexahydropyrrolo[2′,3′: 3,4] pyrrolo[1,2-a]-benzimidazole-2-carboxylate

Liping Meng, James C. Fettinger, Mark J. Kurth

Research output: Contribution to journalArticlepeer-review


The title molecule, C22H23N3O2, was obtained via an intramolecular cycloaddition of an azomethine ylide and an alkene tethered by a benzimidazole unit. The benzoimidazole unit is essentially planar, with an r.m.s. deviation of 0.0087 Å from the nine constituent atoms. It has a cis fusion of the two pyrrolidine rings as well as a cis ester appendage. The two pyrrolidine rings rings have envelope conformations. The crystal packing is stabilized by aromatic π-π stacking of parallel benzimidazole ring systems, with a centroid-tocentroid distance of 3.518 (6) Å. Weak intermolecular C-H⋯O contacts may also play a role in the stability of the packing.

Original languageEnglish (US)
JournalActa Crystallographica Section E: Structure Reports Online
Issue number5
StatePublished - May 2011

ASJC Scopus subject areas

  • Condensed Matter Physics
  • Materials Science(all)
  • Chemistry(all)


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