Research Article: 4-(Prop-2-yn-1-yl­oxy)benzene-1,2-dicarbonitrile

Date Published: July 01, 2012

Publisher: International Union of Crystallography

Author(s): Yee Jan Chin, Ai Ling Tan, Franz L. Wimmer, Aminul Huq Mirza, David J. Young, Seik Weng Ng, Edward R. T. Tiekink.


In the title compound, C11H6N2O, the complete mol­ecule is generated by the application of crystallographic twofold symmetry (the mol­ecule 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, supra­molecular chains along the a axis, arising from C—H⋯N inter­actions, are connected into stacks along the c axis by π–π inter­actions between the benzene rings [centroid–centroid distance = 3.6978 (6) Å = length of the c axis].

Partial Text

For the solubilization and some applications of phthanocyanine dyes, see: Jiang et al. (2011 ▶); Sleven et al. (2001 ▶). For the synthesis of substituted phthalonitriles, see: Wöhrle et al. (1993 ▶); Wu et al. (1998 ▶); Li & Lieberman (2001 ▶); Sleven et al. (2001 ▶); Li et al. (2008 ▶); Seven et al. (2009 ▶); Foo et al. (2012 ▶).




0 0 vote
Article Rating
Notify of
Inline Feedbacks
View all comments