Unveiling NO2···C=C π-hole interactions: A combined computational and crystallographic study

Abstract

[eng] tA series of -hole complexes involving the NO2group and several isolated systems have been evalu-ated at the BP86-D3/def2-TZVP level of theory. We have used ethene, ethyne and but-2-yne as electrondonor moieties and nitrobenzene and 1,2,3,4,5-pentafluoro-6-nitrobenzene as electron acceptors. TheSAPT and NBO analyses show that the dispersion term is the major contributor to the binding while (C C) → *(C N) donor-acceptor interactions also contribute to the overall stabilization. Finally sev-eral experimental examples were retrieved from the CSD highlighting the importance of this interaction