1,2,3-Trifluoro-benzene

Abstract

In the title compound, C(6)H(3)F(3), 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 inter-actions. The mol-ecule lies on a twofold rotation axis. In the crystal structure, one-dimensional tapes are formed via two anti-dromic 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 inter-actions with a centroid-centroid distance of 3.6362 (14) Å.

Fig. 1.

Part of the crystal structure of 1 (a) 2D network of C–H···F–C interactions viewed along the c-axis (b) π–π stacking of molecules viewed along the c-axis.

Fig. 2.

The molecular structure of (1) with displacement ellipsoids drawn at the 50% probability level. The identically labelled atoms are related to each other by the symmetry operator (2-x, y, -z+1/2).