Crystal structure of a (carboxymethyl) triethylazanium bromide–2-(triethylazaniumyl) acetate (1/1) hydrogen-bonded dimer

Authors

• Faith M. Carlson
• Richard J. Staples
• Shannon Biros, Grand Valley State UniversityFollow

Keywords

crystal structure; asymmetric hydrogen bond; bromide salt; inter­molecular O—H⋯O hydrogen bond; intra­molecular C—H⋯O hydrogen bond

Disciplines

Chemistry

Abstract

The title compound, C₈H₁₈NO₂⁺·Br⁻·C₈H₁₇NO₂, crystallizes as the bromide salt of a 50:50 mixture of (tri­ethyl­azaniumyl)­carb­oxy­lic acid and the zwitterionic (tri­ethyl­azaniumyl)­carboxyl­ate. The two organic entities are linked by a half-occupied bridging carb­oxy­lic acid hydrogen atom that is hydrogen-bonded to the carboxyl­ate group of the second mol­ecule. The tetra­lkyl­ammonium group adopts a nearly perfect tetra­hedral shape around the nitro­gen atom with bond lengths that agree with known values. The carb­oxy­lic acid/carboxyl­ate group is oriented anti to one of the ethyl groups on the ammonium group, and the carbonyl oxygen atom is engaged in intra­molecular C—H⋯O hydrogen bonds.

Original Citation

Carlson, F. M., Staples, R. J., & Biros, S. M. (2023). Crystal structure of a (carb­oxy­meth­yl)tri­ethyl­aza­nium bromide–2-(tri­ethyl­aza­n­ium­yl)acetate (1/1) hydrogen-bonded dimer. Acta Crystallographica Section E: Crystallographic Communications, 79(9), 800–803. https://doi.org/10.1107/S2056989023006850

ScholarWorks Citation

Carlson, Faith M.; Staples, Richard J.; and Biros, Shannon, "Crystal structure of a (carboxymethyl) triethylazanium bromide–2-(triethylazaniumyl) acetate (1/1) hydrogen-bonded dimer" (2023). Open Access Publishing Support Funded Articles. 180.
https://scholarworks.gvsu.edu/oapsf_articles/180