Acta Crystallographica Section C

Crystal Structure Communications

Volume 62, Part 5 (May 2006)

organic compounds

gd3014 scheme

Acta Cryst. (2006). C62, o277-o280 [ doi:10.1107/S010827010601119X ]

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

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

Abstract: 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-HO contacts form S(5) and S(6) motifs. The isomorphous compounds (II) and (III) are effectively isostructural, and aggregate into chains via intermolecular C-HO hydrogen bonds.

Formula: C₁₉H₂₇NO₃, C₁₉H₂₁NO₃ and C₁₈H₂₀N₂O₃


	PDF file (123.8 kbytes) [ doi:10.1107/S010827010601119X/gd3014sup5.pdf ] Supplementary material

	PDF file (150.3 kbytes) [ doi:10.1107/S010827010601119X/gd3014sup6.pdf ] Supplementary material

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