1-Piperonylpiperazinium 4-nitro-benzoate monohydrate.

Area of Science:

• Crystallography
• Chemical Physics
• Materials Science

Background:

• Understanding the solid-state structure of organic salts is crucial for predicting their physical and chemical properties.
• Piperazine derivatives and nitrobenzoates are common motifs in medicinal chemistry and materials science.
• Hydrated salts exhibit unique packing arrangements influenced by water molecules.

Purpose of the Study:

• To elucidate the crystal structure of 1-(1,3-benzodioxol-5-ylmeth-yl)piperazin-1-ium 4-nitro-benzoate monohydrate.
• To analyze the intermolecular interactions, including hydrogen bonding and pi-stacking, within the crystal lattice.
• To characterize the conformational preferences of the cation and anion in the solid state.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
• Analysis of bond lengths, bond angles, and torsion angles provided conformational insights.
• Intermolecular interactions were identified and quantified using hydrogen bond analysis and pi-stacking measurements.

Main Results:

• The piperazinium ring adopts a distorted chair conformation, with a specific torsion angle between the piperonyl and piperazine rings.
• The nitro group of the benzoate anion is nearly coplanar with its benzene ring.
• Cations, anions, and water molecules form chains via N-H···O and O-H···O hydrogen bonds.
• Anions form centrosymmetric pairs through pi-stacking interactions with a defined inter-centroid distance.

Conclusions:

• The crystal structure of the title hydrated salt has been successfully determined.
• Hydrogen bonding and pi-stacking interactions are key factors governing the supramolecular assembly.
• The findings contribute to the understanding of structure-property relationships in organic salts.