N-[5-Methyl-2-(2-nitrophenyl)-4-oxo-1,3-thiazolidin-3-yl]pyridine-3-carboxamide monohydrate

Abstract

In the title compound, C16H14N4O4S·H2O, the benzene and pyridine rings make a dihedral angle of 85.8 (1)°. Both enanti­omers of the chiral title compound are statistically disordered over the same position in the unit cell. The methyl and carbonyl group attached to the stereogenic center (C5 of the thia­zolidine ring) were therefore refined with common site-occupation factors of 0.531 (9) and 0.469 (9), respectively, for each stereoisomer. In the crystal, inter­molecular N—H⋯O, O—H⋯O and O—H⋯N hydrogen bonds link the mol­ecules, forming a three-dimensional supra­molecular network. The crystal structure further shows π–π stacking inter­actions [centroid–centroid distance = 3.5063 (13) Å] between the pyridine rings.

Stereochemical Investigations of DiastereomericN-[2-(Aryl)-5-methyl-4-oxo-1,3-thiazolidine-3-yl]-pyridine-3-carboxamides by Nuclear Magnetic Resonance Spectroscopy (1D and 2D)

“…The solid thus obtained was washed with water, dried, and recrystallized from ethanol. Some spectral and X-ray crystallographic data of compounds 2a, 2b, and 2f were reported regardless of stereochemistry in our previously published articles [34][35][36]. [36] (for 1 H NMR data of other protons see Table 1).…”

“…[36] (for 1 H NMR data of other protons see Table 1). 13 [34] (for 1 H NMR data of other protons see Table 1). 13…”