Crystal structure of ebastinium 3,5-dinitrobenzoate

Abstract

Ebastine, 4-(benzhydryloxy)-1-[4-(4-tert-butylphenyl)-4-oxobutyl]piperidine, reacts with 3,5-dinitrobenzoic acid in methanol solution to give the title 1:1 salt, ebastinium 3,5-dinitrobenzoate, C32H40NO2+·C7H3N2O6−. In the cation, the disubstituted aryl ring exhibits orientational disorder over two sets of atomic sites having occupancies 0.706 (4) and 0.294 (6), with a dihedral angle of 41.2 (5)° between the two orientations: the bulky Ph2CH—O– substituent occupies an axial site on the piperidine ring. The two ions in the selected asymmetric unit are linked by a nearly linear N—H...O hydrogen bond and this, in combination with two C—H...O hydrogen bonds, links the ions into complex sheets.

Keywords

• molecular structure
• disorder
• conformation
• hydrogen bonding
• supramolecular assembly
• crystal structure