Two novel violurate and squarate salts of cinchonine – Structures and physical properties

• Published in: Journal of molecular structure Vol. 965; no. 1; pp. 89 - 97
• Main Authors: Koleva, B.B., Bakalska, R., Seidel, R.W., Kolev, T., Mayer-Figge, H., Sheldrick, W.S., Spiteller, M.
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 25-02-2010
• Subjects: Cinchoninium squarate tetrahydrate; Cinchoninium violurate monohydrate; Crystal structures; Diffraction; Liquid crystals; Mathematical analysis; Molecular structure; NMR spectroscopy; Physical properties; Quantum chemical calculations; Quantum chemistry; Spectroscopy; Crystal structures; Cinchoninium squarate tetrahydrate; Cinchoninium violurate monohydrate; Quantum chemical calculations; Physical properties
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2009.11.043

The correlation between the structural and the physical properties in solid state of two novel salts of cinchonine, cinchoninium violurate monohydrate (
1) and cinchoninium squarate tetrahydrate (
2), has been studied in dependence on protonation mode, using the methods of single crystal X-ray diffraction, IR-LD spectroscopy of oriented samples as a suspension in nematic liquid crystals, UV–vis spectroscopy and
1H and
13C NMR spectroscopy. HPLC tandem mass spectrometry (HPLC ESI MS/MS) and thermal methods were also employed. Quantum chemical calculations have been performed with a view to obtaining the physical properties of the cinchoninium mono- and di-cation.