The title compound, C8H5NO, has an intramolecular O⋯CN contact involving an O⋯C distance of 2.797(2) and a C - C - N bond angle of 174.5(2)°, both indicative of a weak nucleophilic attack of the aldehyde O atom on the electrophilic C atom in the nitrile group. Calculations at the B3LYP density functional level using the 6-31G* basis set support this interpretation; natural bond-order analysis indicates an n O1→π delocalization energy of 6.3kJmol-1. Similar results were obtained from density functional calculations on three related molecules. The 2-formylbenzonitrile molecules pack in sheets as a consequence of C - H⋯N and C - H⋯O hydrogen bonds.
|Original language||English (US)|
|Journal||Acta Crystallographica Section C: Crystal Structure Communications|
|State||Published - Jun 1 2006|