Artículos de revistas
Synthesis, X-ray analysis and DFT study of 2-amino-3-(N-oxipiridin-4-ilsulfanil)-propionic acid dihydrate
Fecha
2010Registro en:
ZEITSCHRIFT FUR KRISTALLOGRAPHIE, v.225, n.9, p.396-400, 2010
0044-2968
10.1524/zkri.2010.1270
Autor
MORENO-FUQUEN, Rodolfo
VALENCIA, Leidy
KENNEDY, Alan R.
GILMOUR, Denise
RIBEIRO, Leandro
Institución
Resumen
The title compound, C(8)H(14)N(2)O(5)S 2(H(2)O), 2-amino-3-(N-oxipiridin-4-ilsulfanil)-propionic acid dihydrate, is obtained by the reaction of cysteine and 4-nitropyridine N-oxide in dimethylformamide, removing the NO(2) group from the benzene ring and releasing nitrous acid into the solution. The molecule exists as a Zwitterion. Hydrogen bond interactions involving the title molecule and water molecules allow the formation of R(5)(5)(23) edge fused rings parallel to (010). Water molecules are connected independently, forming infinite chains (wires), in square wave form, along the b-axis. The chirality of the cysteine molecule used in the synthesis is retained in the title molecule. A density functional theory (DFT) optimized structure at the B3LYP/6-311G(3df,2p) level allows comparison of calculated and experimental IR spectra.