title: Dicyclohexylammonium bromoacetate: a low molecular mass organogelator with a one-dimensional secondary ammonium monocarboxylate (SAM) synthon.
abstract: The asymmetric unit of the title salt, C12H24N(+)·C2H2BrO2(-), contains a dicyclohexylammonium cation connected to a bromoacetate anion by means of an N-H...O hydrogen bond. In the crystal, the ion pairs assemble via N-H...O interactions, forming zigzag infinite chains parallel to the c axis with the (...H-N-H...O-C-O...)n motif that is considered to be a prerequisite for ensuring gelation properties of secondary ammonium monocarboxylate salts. The title salt was characterized by FT-IR, X-ray powder diffraction (XRPD), TG-DTA and (1)H NMR spectroscopy in solution. Gelation experiments revealed that dicyclohexylammonium bromoacetate forms molecular gels with dimethylformamide and dimethyl sulfoxide. Scanning electron microscopy (SEM) was used to reveal morphological features of dried gels.
authors.affiliation: Department of Chemistry, Wrocław University of Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland.
authors.forename: Tomasz
authors.initials: T
authors.lastname: Rojek
authors.affiliation: Faculty of Chemistry, University of Wrocław, Joliot-Curie 14, 50-383 Wrocław, Poland.
authors.forename: Tadeusz
authors.initials: T
authors.lastname: Lis
authors.affiliation: Department of Chemistry, Wrocław University of Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland.
authors.forename: Ewa
authors.initials: E
authors.lastname: Matczak-Jon
keywords: charge-assisted hydrogen bonding; crystal structure; dicyclohexylammonium salts; low molecular weight gelators; molecular gels; monocarboxylate salts; scanning electron microscopy (SEM)