Molecular structure of 1,3-bis(carboxymethyl)imidazolium bromide and its betaine form in crystal

✍ Scribed by Piotr Barczyński; Anna Komasa; Małgorzata Ratajczak-Sitarz; Andrzej Katrusiak; Adam Huczyński; Bogumil Brzezinski

• Publisher: Elsevier Science
• Year: 2008
• Tongue: English
• Weight: 442 KB
• Volume: 876
• Category: Article
• ISSN: 0022-2860
• DOI: 10.1016/j.molstruc.2007.06.015

✦ Synopsis

1,3-Bis(carboxymethyl)imidazolium bromide [(C 7 H 9 N 2 O 4 ) + Br À ] has been studied by X-ray diffraction, FT-IR and Raman spectroscopy. In the crystalline state, two 1,3-bis(carboxymethyl)imidazolium bromide molecules are hydrogen-bonded via carboxylic groups forming a symmetric dimer. Within the dimer structure the other carboxylic groups are hydrogen bonded to Br À anions. Both types of intermolecular hydrogen bonds are the relatively weak. In the solid state the Br À anions interact with both ring and with the aliphatic C-H protons. Furthermore, the betaine derivative form in the solid state a chain via strong homoconjugated (O-HAEAEAEO) À hydrogen bonds. The nature of these hydrogen bonds is well reflected by the proton vibrations in the FT-IR spectra of the compounds studied. As follows from the ESI-MS results the compounds studied are not able to complex mono-and di-valent metal cations in the gas phase.