8-[(1E)-1-(2-Aminophenyliminio)ethyl]-2-oxo-2H-chromen-7-olate

Abstract

The title Schiff base, C(17)H(14)N(2)O(3), exists as an NH tautomer with the H atom of the phenol group transferred to the imine N atom. The iminium H atom is involved in a strong intramolecular N(+)-H center dot center dot center dot O(-) hydrogen bond to the phenolate O atom, forming an S(6) motif. In the crystal structure, N-H center dot center dot center dot O hydrogen bonds form a C(9) chain parallel to [100] and a C(11) chain parallel to [010], while C-H center dot center dot center dot O hydrogen bonds form a C(11) chain parallel to [010]. The combination of N-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds generates R(4)(3) (30) rings parallel to the ab plane