1,2-Dihydro-8-methyl-4(3H)-carbazolone Prepared by a New Arynic Cyclization Reaction

Article abstract of DOI:10.1107/S0108270194002611

Of the two possible keto-enol tautomeric species of the title compound, C13H13NO, it is the keto one that is found in the crystal; it involves an intermolecular N-H...O=C hydrogen bond between molecules, related by the 1/2+x, 1/2-y, 1/2+z symmetry operation of the P2₁/n space group, which run in chains along the x axis.IR data of the solid product are assigned and it is deduced from the 1H and 13C NMR spectra that this hydrogen bond is also active in solution in DMSO.The relevant structural parameters of the molecule in the crystal are compared with those calculated by molecular mechanics for the isolated structure.