Crystal and molecular structures of sydnones, 4,5-diphenylisosydnone, and mesoionic tetrazoles
Abstract
The crystal and molecular structures of 3-(2-aminophenyl)sydnone (3b), [1,2,3]oxadiazolo[4,3-c][1,2,4]benzotriazinium-3-olate (1), 4,5-diphenylisosydnone (6), 1,3-diphenyltetrazolium-5-thiolate (2a), and 2,3-diphenyltetrazolium-5-olate (10b) have been determined X-ray crystallographically. The molecular parameters of the sydnone derivatives and of (6) are in accord with open-chain structures rather than with a conventional mesoionic formulation. The C–S bond length of (2a) is very close to the reported value for the isomeric dehydrodithizone whilst the C–O distance in (10b) is in the region normally observed in amides.