4-(Prop-2-yn-1-yl-oxy)benzene-1,2-dicarbonitrile

Abstract

In the title compound, C(11)H(6)N(2)O, the complete mol-ecule is generated by the application of crystallographic twofold symmetry (the mol-ecule is disordered about this axis). The prop-2-yn-1-yl residue is slightly twisted out of the plane of the benzene ring [C-O-C-C torsion angle = 173.1 (3)°] and is orientated away from the nitrile substituents. In the crystal, supra-molecular chains along the a axis, arising from C-H⋯N inter-actions, are connected into stacks along the c axis by π-π inter-actions between the benzene rings [centroid-centroid distance = 3.6978 (6) Å = length of the c axis].

Fig. 1.

The molecular structure of (I) showing displacement ellipsoids at the 50% probability level. The molecule is disordered about the 2-fold axis - only one orientation is shown.

Fig. 2.

A view of the supramolecular chain along the a axis in (I). The C—H···N and interactions are shown as blue dashed lines.

Fig. 3.

A view of the supramolecular layer in the ac plane in (I). The C—H···O and π—π interactions are shown as blue and purple dashed lines, respectively.