Redetermination of 8-tosyloxyquinoline at 100 K: Supramolecular aggregation through weak C-H⋯O and C-H⋯N interactions

Nagarajan Vembu, Maruthai Nallu, Jered Garrison, Wiley J. Youngs

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22 Scopus citations

Abstract

The crystal structure of the title compound, C16H 13NO3S, is stabilized by weak C-H⋯O and C-H⋯N 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-H⋯O 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-H⋯N bond with the H atom of the neighboring 4-tolyl ring. The supramolecular aggregation is completed by several other C-H⋯O and C-H⋯N interactions. The dihedral angle between the mean planes of the 4-tolyl and the quinoline rings is 47.53 (6)°.

Original languageEnglish (US)
Pages (from-to)o776-o779
JournalActa Crystallographica Section E: Structure Reports Online
Volume59
Issue number6
DOIs
StatePublished - Jun 2003

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)
  • Condensed Matter Physics

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