N-[2-(4-Chlorophenyl)-5-methyl-4-oxo-1,3-thiazolidin-3-yl]pyridine-3-carboxamide

Abstract

Key indicators: single-crystal X-ray study; T = 296 K; mean (C-C) = 0.007 Å; disorder in main residue; R factor = 0.079; wR factor = 0.225; data-to-parameter ratio = 16.4.The title compound, C 16 H 14 ClN 3 O 2 S, crystallizes with two molecules in the asymmetric unit. In the 1,3-thiazolidine rings, the carbonyl O atoms, the S atoms, the methyl groups and the ring carbon attached to the methyl groups are disordered with occupancy ratios of 0.509 (7):0.491 (7) in one molecule and 0.464 (14):0.536 (14) in the other. The crystal structure is stabilized by intermolecular N-HÁ Á ÁN, C-HÁ Á ÁO hydrogen bonds and C-HÁ Á ÁCl interactions. In addition, there is astacking interaction [centroid-centroid distance = 3.794 (3) Å ] between the benzene and pyridine rings. Related literature

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).…”