Acta Crystallographica Section C

Crystal Structure Communications

Volume 62, Part 9 (September 2006)

organic compounds

fg3027 scheme

Acta Cryst. (2006). C62, o574-o576 [ doi:10.1107/S0108270106029465 ]

Imino Diels-Alder adducts. XII. Two pyrano[3,2-c]quinolines

K. Ravikumar, B. Sridhar, M. Mahesh and V. V. N. Reddy

Abstract: The crystal structures of pyranoquinolines 9-fluoro-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline, C₁₈H₁₈FNO, and 9-methyl-5-phenyl-3,4,4a,5,6,10b-hexahydro-2H-pyrano[3,2-c]quinoline, C₁₉H₂₁NO, are isomorphous. In both structures, the pyran ring is exo to the six-membered N-heterocyclic ring formed in the cycloaddition step. The torsion angles across the phenyl linkage for the two structures are -91.2 (1) and -88.3 (2)°. The striking feature in both crystal packings is that they do not contain the expected conventional hydrogen bonds, in spite of the presence of good hydrogen-bonding functionalities. Possible C-H [pi] interactions are, however, observed.

Formula: C₁₈H₁₈FNO and C₁₉H₂₁NO


	Structure factor file (CIF format) (123.0 kbytes) [ doi:10.1107/S0108270106029465/fg3027Iasup2.hkl ] Contains datablock ap06m

	Structure factor file (CIF format) (128.4 kbytes) [ doi:10.1107/S0108270106029465/fg3027Ibsup3.hkl ] Contains datablock ap24m

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