Conformational richness and multiple Z' in salt co-crystal of N-methylpiperidine betaine with N-methylpiperidine betaine hexafluorosilicate

Acta Crystallogr B. 2008 Aug;64(Pt 4):483-90. doi: 10.1107/S0108768108011476. Epub 2008 Jun 14.

Abstract

The co-crystal structure of N-methylpiperidine betaine with N-methylpiperidine betaine hexafluorosilicate represents an unusual case of a salt co-crystal with a high Z' value (3), unexpected conformational variability, and with nearly 50% of its contents disordered. The betaine units from the salt and co-crystal formers are paired into several homoconjugated dimers via very short, linear O(-)...H(+)...O(-) bridges. These hydrogen bonds are the dominating interactions in the co-crystal structure, in variance with the simple hexafluorosilicate salt, which has a structure governed by COOH...F hydrogen bonds. The SiF(2-)(6) anion in the co-crystal structure has only C-H...F interactions with the betaine units. The zwitterion:cation:anion stoichiometry is 3:3:1.5. Some of the betaine units display disorder, but each case is different. One of the SiF(2-)(6) anions is ordered while possessing exact crystallographic symmetry. The other one is disordered in a general position. In addition, there are three water molecules in the crystal structure. One is fully ordered, one has an H atom disordered in two positions and the third one occupies two alternative positions with unequal populations.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anions / chemistry
  • Betaine / analogs & derivatives*
  • Betaine / chemistry*
  • Crystallography, X-Ray
  • Dimerization
  • Fluorides / chemistry*
  • Hydrogen Bonding
  • Models, Molecular
  • Molecular Conformation
  • Protons
  • Salts / chemistry*
  • Silicic Acid / chemistry*
  • Water / chemistry

Substances

  • Anions
  • Protons
  • Salts
  • Water
  • Silicic Acid
  • hexafluorosilicate
  • Betaine
  • Fluorides