4-[3-(4-Fluorobenzylideneamino)-2-oxo-1,3-oxazolidin-5-ylmethyl]morpholin-4-ium chloride monohydrate

Abstract

A series of derivatives of 3-amino-2-oxazolidinone have been prepared. The 5-morpholino­methyl-3-(4-chloro­benzyl­idene­amino)-2-oxazolidinone derivative is a potential psychotropic drug. Preliminary clinical data showed that the compound exhibits antidepressive activity in humans. The molecular geometry of the title compound, C15H19FN3O3+·Cl−·H2O, is similar to that of 5-morpholino­methyl-3-(4-chloro­benzyl­idene­amino)-2-oxazolidinone. The oxazolidinone ring exists in an almost ideal half-chair conformation. The primary location of molecular interaction with an acid residue within a putative receptor site is at the morpholine N atom. The structure of the title compound is built up from strong and weak intermolecular hydrogen bonds forming a two dimensional infinite hydrogen-bond network.