Crystal structure of (R,S)-2-hydroxy-4-(methylsulfanyl)butanoic acid

Abstract

The title compound, a major animal feed supplement, abbreviated as HMTBA and alternatively called DL-methionine hydroxy analogue, C5H10O3S, (I), was isolated in pure anhydrous monomeric form. The melting point is 302.5 K and the compound crystallizes in the monoclinic space group P21/c, with two conformationally non-equivalent molecules [(I A ) and (I B )] in the asymmetric unit. The crystal structure is formed by alternating polar and non-polar layers running along the bc plane and features an extensive hydrogen-bonding network within the polar layers. The Hirshfeld surface analysis revealed a significant contribution of non-polar H...H and H...S interactions to the packing forces for both molecules.

(S)-2-Carboxyethyl L-cysteinyl sulfone

“…In addition, these amino acids activated the antioxidant signaling pathway in renal tubular epithelial cells and protected the cells from cytotoxic CuO nanoparticles. In a continuation of our studies on antioxidant amino acids (Waters et al, 2020(Waters et al, , 2022Mawhinney et al, 2020), we have synthesized S-(2-carboxyethyl)-l-cysteine sulfone (CECO2, I), an alleged metabolite of CEC, and report here its molecular and crystal structures.…”

The Pnictogen Bond, Together with Other Non-Covalent Interactions, in the Rational Design of One-, Two- and Three-Dimensional Organic-Inorganic Hybrid Metal Halide Perovskite Semiconducting Materials, and Beyond

“… Ball-and-stick and polyhedral models of selected 1D structure. ( a ) bis(N 1 ,N 1 -diethylethane-1,2-bis(aminium)) bis(μ-bromo)-octabromo-di-antimony (C 6 H 18 N 2 2+ ) 2 (Br 10 Sb 24 − ) [ 154 ]; ( b ) pentakis(methylammonium) tris(μ-iodo)-hexakis(iodo)-di-lead bis(methylamine) (CH 6 N + ) 5 (I 9 Pb 2 5− ),2(CH 5 N) [ 155 ]; ( c ) bis(3-ammoniumyl-4-amino-pyridin-1-ium) bis(μ-chloro)-octachloro-di-bismuth dehydrate (C 5 H 9 N 3 2+ ) 2 (Bi 2 Cl 10 4− )2(H 2 O) [ 156 , 157 ]; ( d ) catena-[methylammonium bis(μ-iodo)-iodo-lead monohydrate (CH 6 N + )(I 3 Pb − ) n ,(H 2 O) [ 158 ]. Intermolecular contacts between bonded atomic basins are illustrated as dotted lines in cyan and hanging contacts in red.…”