M. Szafran, A. Katrusiak, Z. Dega‐Szafran
Aug 7, 2006
Citations
0
Influential Citations
22
Citations
Journal
Journal of Molecular Structure
Abstract
Abstract In the crystal structure of bis(1-methylisonicotinate) hydrochloride monohydrate, (MIN) 2 H·Cl·H 2 O, 1-methylisonicotinate betaines are hemiprotonated and form a homoconjugated cation through a short asymmetric O·H·O hydrogen bond of length 2.456(3) A. Water molecules and Cl − anions are linked alternatively by hydrogen bonds of lengths 3.202(3) and 3.282(2) A into planar zigzag chains along the [ c ] direction. The Cl − anion additionally interacts electrostatically with two positively charged nitrogen atoms of the neighboring MIN molecules. The most stable conformers of (MIN) 2 H·Cl·H 2 O, (MIN) 2 H·Cl, (MIN) 2 H·H 2 O and (MIN) 2 H have been analyzed by the B3LYP/6-31G(d,p) calculations in order to determine the influence of the anion and water molecule on the hydrogen bond in the homoconjugated MIN·H·MIN unit. The FTIR spectrum of (MIN) 2 H·Cl·H 2 O shows a broad and intense absorption in the 1500–400 cm −1 region, typical for short hydrogen bonds. The bands at 3416 and 3378 cm −1 confirm the presence of medium–strong hydrogen bonds between water molecules and Cl − anions.