TY - JOUR
T1 - Redetermination of 8-tosyloxyquinoline at 100 K
T2 - Supramolecular aggregation through weak C-H⋯O and C-H⋯N interactions
AU - Vembu, Nagarajan
AU - Nallu, Maruthai
AU - Garrison, Jered
AU - Youngs, Wiley J.
PY - 2003/6
Y1 - 2003/6
N2 - 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)°.
AB - 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)°.
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U2 - 10.1107/S1600536803009656
DO - 10.1107/S1600536803009656
M3 - Article
AN - SCOPUS:1242274167
SN - 1600-5368
VL - 59
SP - o776-o779
JO - Acta Crystallographica Section E: Structure Reports Online
JF - Acta Crystallographica Section E: Structure Reports Online
IS - 6
ER -