Acta Cryst. (2003). E59, o776-o779  [ doi:10.1107/S1600536803009656 ]

Redetermination of 8-tosyloxyquinoline at 100  K: supramolecular aggregation through weak C-HO and C-HN interactions

N. Vembu, M. Nallu, J. Garrison and W. J. Youngs

Abstract: The crystal structure of the title compound, C₁₆H₁₃NO₃S, is stabilized by weak C-HO and C-HN interactions. The crystal structure has three pairs of bifurcated donor hydrogen bonds and two pairs of bifurcated acceptor hydrogen bonds. Both the O atoms of the sulfonyl group form a fork-like intermolecular hydrogen-bonding motif with the CH groups of the quinoline ring. The sulfonyl O atoms also form a three-center symmetrical hydrogen-bonded chelate motif with the H atom of the neighboring quinoline ring. One of the sulfonyl O atoms and the O atom of the quinoline moiety form weak C-HO bonds with the H atoms of the neighboring 4-tolyl ring to generate another ring motif. The quinoline N atom forms an almost linear C-HN bond with the H atom of the neighboring 4-tolyl ring. The supramolecular aggregation is completed by several other C-HO and C-HN interactions. The dihedral angle between the mean planes of the 4-tolyl and the quinoline rings is 47.53  (6)°.

Online 9 May 2003

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