syn-1,6-imino-8,13-oxido[14]annulene

Abstract syn -1,6-Imino-8,13-oxido[14]annulene (1) , an aromatic annulene featuring closely spaced NH and O-bridges, has been synthesized. Contrary to expectation, NH ⋯ O hydrogen bonding in I does not profit from the proximity of the functionalities noticeably.