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Zwitterionic 4-piperidinecarboxylic acid monohydrate.

G Delgado1, A J Mora, A Bahsas

  • 1Laboratorio de Cristalografía, Facultad de Ciencias, Departamento de Química, Universidad de Los Andes, Mérida 5101, Venezuela.

Acta Crystallographica. Section C, Crystal Structure Communications
|August 11, 2001
PubMed
Summary

Isonipecotic acid, a zwitterionic compound, crystallizes with water. Its piperidine ring adopts a chair conformation, with the carboxylate group in an equatorial position, forming a 3D hydrogen bond network.

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Area of Science:

  • Crystallography
  • Chemical structure analysis
  • Hydrogen bonding

Background:

  • Isonipecotic acid (4-piperidiniocarboxylate) is a derivative of piperidine.
  • Understanding the crystalline structure of such compounds is crucial for chemical and pharmaceutical applications.

Purpose of the Study:

  • To determine the crystal structure of isonipecotic acid monohydrate.
  • To elucidate the molecular interactions and conformation within the crystal lattice.

Main Methods:

  • Single-crystal X-ray diffraction was used to analyze the crystal structure.
  • Analysis of hydrogen bonding networks and molecular conformation.

Main Results:

  • Isonipecotic acid crystallizes as a zwitterion, incorporating one water molecule (C(6)H(11)NO(2).H(2)O).

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  • The piperidine ring adopts a chair conformation.
  • The alpha-carboxylate group is oriented equatorially.
  • A three-dimensional hydrogen bond assembly is formed by interactions between amino, carboxylate groups, and water molecules.

    • Conclusions:

    • The study provides detailed insights into the solid-state structure of isonipecotic acid monohydrate.
    • The observed conformation and hydrogen bonding network are key features of its crystal packing.