Conformations of three heterocyclic perhydropyrrolobenzofurans and polymeric assembly via co-operative intermolecular C-H...O hydrogen bonds

Autor: Ravindranath S. Rathore, Rajenahally S. Narasegowda, Daniel E. Lynch, Hemmige S. Yathirajan, T. Narasimhamurthy
Rok vydání: 2006
Předmět:
Zdroj: Acta crystallographica. Section C, Crystal structure communications. 62(Pt 5)
ISSN: 0108-2701
Popis: In 1-cyclo­hexyl-6,6,8a-trimethyl-3a,6,7,8a-tetra­hydro-1H-1-benzofuro[2,3-b]pyrrole-2,4(3H,5H)-dione, C19H27NO3, (I), and the isomorphous compounds 6,6,8a-trimethyl-1-phenyl-3a,6,7,8a-tetra­hydro-1H-1-benzofuro[2,3-b]pyrrole-2,4(3H,5H)-dione, C19H21NO3, (II), and 6,6,8a-trimethyl-1-(3-pyridyl)-3a,6,7,8a-tetra­hydro-1H-1-benzofuro[2,3-b]pyrrole-2,4(3H,5H)-dione, C18H20N2O3, (III), the tetra­hydro­benzo–dihydro­furo–pyrrolidine ring systems are folded at the cis junction of the five-membered rings, giving rise to a non-planar shape of the tricyclic cores. The dihydro­furan and pyrrolidine rings in (I) are puckered and adopt an envelope conformation. The cyclo­hexene rings adopt a half-chair conformation in all the mol­ecules, while the substituent N-cyclo­hexyl ring in (I) assumes a chair form. Short intra­molecular C—H⋯O contacts form S(5) and S(6) motifs. The isomorphous compounds (II) and (III) are effectively isostructural, and aggregate into chains via inter­molecular C—H⋯O hydrogen bonds.
Databáze: OpenAIRE