Acta Crystallographica Section E (Nov 2009)

1,2,3-Trifluorobenzene

  • Michael T. Kirchner,
  • Dieter Bläser,
  • Roland Boese,
  • Tejender S. Thakur,
  • Gautam R. Desiraju

DOI
https://doi.org/10.1107/S1600536809038975
Journal volume & issue
Vol. 65, no. 11
pp. o2670 – o2670

Abstract

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In the title compound, C6H3F3, weak electrostatic and dispersive forces between C(δ+)—F(δ−) and H(δ+)—C(δ−) groups are at the borderline of the hydrogen-bond phenomenon and are poorly directional and further deformed in the presence of π–π stacking interactions. The molecule lies on a twofold rotation axis. In the crystal structure, one-dimensional tapes are formed via two antidromic C—H...F hydrogen bonds. These tapes are, in turn, connected into corrugated two-dimensional sheets by bifurcated C—H...F hydrogen bonds. Packing in the third dimension is furnished by π–π stacking interactions with a centroid–centroid distance of 3.6362 (14) Å.