Abstract
The crystal and molecular structure of thiamine monochloride (C12H17N4OSCl) was determined by X-ray diffraction and refined to a finalR value of 0.042. The compound crystallizes in the monoclinic system, space groupP21/a, with cell constantsa=18.929(4),b=11.663(2),c=6.376(2) Å andβ=96.72(8)°. The thiamine molecule is anhydrous and unprotonated, and the torsion angles at the methylene carbon show that it possesses anF conformation. The dihedral angle value of 84.16(6)° between thiazolium and pyrimidine rings is in the normal range found for the thiamine withF conformation, protonated or not, hydrated or not. Thiamine therefore has the same conformation notwithstanding protonation or hydration, with the rings similarly oriented in all the crystal structures containing thiamine.
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Clemente, D.A., Marzotto, A. & Valle, G. Crystal and molecular structure of thiamine monochloride. Journal of Crystallographic and Spectroscopic Research 18, 147–156 (1988). https://doi.org/10.1007/BF01181906
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DOI: https://doi.org/10.1007/BF01181906