(E)-1-[4-(Dimethylamino)benzylidene]semicarbazide–acetic acid (1/2)

Abstract

In the crystal structure of the title compound, C10H16N4O·2C2H4O2, the molecules interact by way of O—H...O and N—H...O hydrogen bonds, resulting in [010] chains built up from the 1‐[4‐(dimethylamino)benzylidene]semicarbazide molecule and one of the acetic acid molecules. The other acetic acid molecule forms isolated centrosymmetric dimers.

P-Dimethylaminobenzaldehyde semicarbazone: The bonding abilities of imine nitrogen atom

“…Such kind of cyclic carboxamide homosynthon is commonly generated in most of semicarbazone crystal structures. Even the presence of carboxyl group (strong hydrogen-bond donor/ acceptor group) does not break the carboxamide homosynthon [41]. Only in case of propiophenone semicarbazone [42] the dimer is not formed because of steric hindrance, the ethyl group at the imine carbon atom.…”