DL-cysteinium semioxalate

Area of Science:

• Crystallography
• Supramolecular Chemistry
• Chemical Physics

Background:

• Cysteinium cations and semioxalate anions are key components in various chemical structures.
• Understanding the supramolecular assembly of chiral molecules is crucial for materials science.
• Hydrogen bonding plays a significant role in dictating crystal lattice architecture.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(3)H(8)NO(2)S(+).C(2)HO(4)(-).
• To investigate the arrangement and interactions of L- and D-cysteinium cations with semioxalate anions.
• To identify the specific hydrogen bonding network within the crystal structure.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of bond lengths, angles, and intermolecular interactions (hydrogen bonds).
• Chiral analysis to confirm the presence and relationship of L- and D-enantiomers.

Main Results:

• The crystal structure contains a 1:1 ratio of L- and D-cysteinium cations and semioxalate anions.
• The cysteinium cation's carboxy group is protonated, adopting a trans configuration relative to the amino group.
• The crystal lattice is organized into double layers where cysteinium dimers are bridged by semioxalate anions via O-H...O hydrogen bonds, forming infinite chains.
• A notable absence of S-H...S or S-H...O hydrogen bonds was observed.

Conclusions:

• The study successfully characterized the intricate crystal structure of the cysteinium semioxalate compound.
• The findings highlight a unique supramolecular assembly driven by O-H...O hydrogen bonds, excluding sulfur interactions.
• This structural insight contributes to the understanding of chiral crystal engineering and hydrogen bonding motifs.