3,5-Bis(ethoxy-carbon-yl)-2,6-dimethyl-1,4-dihydro-pyridine-4-carboxylic acid

Acta Crystallogr Sect E Struct Rep Online. 2009 Jul 4;65(Pt 8):o1748. doi: 10.1107/S1600536809024945.

Abstract

The title mol-ecule, C(14)H(19)NO(6), was synthesized by the reaction of glyoxylic acid, ethyl acetoacetate and NH(4)HCO(3). In the crystal structure, the dihydro-pyridine ring adopts an asymmetric boat-type conformation with the C atom bearing the carboxyl group showing a signficantly larger deviation [0.325 (2) Å] from the base plane then the N atom [0.137 (2) Å]. One of the ethyl groups is disordered over two positions with occupancies of 0.741 (10) and 0.259 (10). The crystal is stabilized by strong inter-molecular hydrogen bonds. N-H⋯O inter-actions form infinite chains in the a direction. O-H⋯O hydrogen bonds form typical carboxylic acid dimers, which link the N-H⋯O chains into a ladder-type double chain.