1-Isopropyl-6,6,8a-trimethyl-1,3a,5,6,7,8a-hexahydro-3H-1-benzofuro[2,3-b]pyrrole-2,4-dione

R. N. Narasegowda,D. E. Lynch,H. S. Yathirajan,R. S. Rathore,T. Narasimhamurthy

doi:10.1107/s1600536806006180

Abstract

The crystal structure of the title benzofuran derivative, C16H23NO3, has been elucidated. The tricyclic core, i.e. the tetrahydrobenzo–dihydrofuro–pyrrolidine ring system, is non-planar owing to the folding of the five-membered rings at their cis junction. The cyclohexene ring assumes a half-chair conformation, while the dihydrofuran and pyrrolidine rings each adopt an envelope conformation. Intramolecular C—H...O hydrogen bonds form S(6) closed patterns.

Highlights

The tricyclic core, i.e. the tetrahydrobenzo–dihydrofuro–pyrrolidine ring system, is nonplanar owing to the folding of the five-membered rings at their cis junction
Compound (I) is a new tricyclic benzofuran derivative containing linearly fused tetrahydrobenzo–dihydrofuro–pyrrolidine (A–B–C) rings. This chiral molecule formally derives from a perhydro–furo–benzofuran system (Nagarajan et al, 1988) and is structurally related to a structure containing a tetrahydrobenzo–furo–furan ring system, which we recently published (Nagaraj et al, 2005)
Is not relevant to the choice of reflections for refinement

Summary

Structure Reports Online

The tricyclic core, i.e. the tetrahydrobenzo–dihydrofuro–pyrrolidine ring system, is nonplanar owing to the folding of the five-membered rings at their cis junction. Compound (I) is a new tricyclic benzofuran derivative containing linearly fused tetrahydrobenzo–dihydrofuro–pyrrolidine (A–B–C) rings. This chiral molecule formally derives from a perhydro–furo (or –pyrrolo)–benzofuran system (Nagarajan et al, 1988) and is structurally related to a structure containing a tetrahydrobenzo–furo–furan ring system, which we recently published (Nagaraj et al, 2005). Has a non-planar shape for its tricyclic core, and the equivalent torsion angles are 103.98 (10) and À127.17 (10), respectively. Suitable single crystals were obtained by slow evaporation of a benzene– hexane (1:1) solution

Data collection

DÁ Á ÁA

Nonius KappaCCD diffractometer

Special details