Abstract
The structure of ammonium hydrogensquarate squaric acid monohydrate has been determined by single crystal X-ray diffraction. The compound crystallizes in the monoclinic space group C2/c and exhibits a 3D network with molecules linked by intermolecular interactions with participation of the H2Sq, HSq−, NH4 +, and H2O species. The HSq− anion and the neutral H2Sq form a strong head-to-tail dimer through O–H···O hydrogen bonding with lengths of 2.587 and 2.494 Å (protected space between numeral and unit). The layers are connected by ammonium cations and water molecules in a plane through the O···N (2.950, 2.978, 3.036 Å) and O···O (2.953, 2.781 Å) bonds. Another such layer is connected to the NH4 + cation in the adjacent plane through bifurcated N–H···O hydrogen-bonding to form a double layer (NH···O bond lengths are 3.036, 2.978, 2.857, 2.909, 2.958, and 2.742 Å, respectively). The IR-band assignment of the compound was achieved using the polarized IR-spectroscopy of oriented colloids in a nematic host. Theoretical ab initio calculations were performed and achieved with a view to explain the IR-bands of the H2Sq.HSq− motif.
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Acknowledgments
The author Bojidarka B. Koleva wishes to thank the Alexander von Humboldt Foundation for the Fellowship. The authors Tsonko Kolev and Michael Spiteller wish to thank the DAAD for a grant within the priority program “Stability Pact South-Eastern Europe” and the Alexander von Humboldt Foundation.
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Kolev, T., Seidel, R.W., Koleva, B.B. et al. Crystal structure and spectroscopic properties of ammonium hydrogensquarate squaric acid monohydrate. Struct Chem 19, 101–107 (2008). https://doi.org/10.1007/s11224-007-9257-8
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DOI: https://doi.org/10.1007/s11224-007-9257-8