Crystal structure of piperidinium 4-nitro-phenolate

Area of Science:

• Crystallography
• Molecular Chemistry
• Supramolecular Chemistry

Background:

• Molecular salts are crucial in various chemical applications.
• Understanding crystal packing is key to predicting material properties.
• Piperidinium salts exhibit diverse structural motifs.

Purpose of the Study:

• To elucidate the crystal structure of the molecular salt C5H12N(+)·C6H4NO3 (-).
• To characterize the conformational preferences of the cation and anion.
• To identify and describe the intermolecular interactions governing crystal assembly.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of bond lengths, bond angles, and torsion angles provided conformational details.
• Intermolecular interactions, including hydrogen bonds and C-H···π interactions, were identified and analyzed.

Main Results:

• The piperidine ring in the cation adopts a chair conformation with N-atom protonation.
• The nitro group in the anion exhibits a twist of 10.30(11)° relative to the benzene ring.
• Infinite chains along [100] are formed by N-H···O hydrogen bonds between cations and anions.
• These chains are further organized into sheets parallel to (001) via C-H···π interactions.

Conclusions:

• The crystal structure of C5H12N(+)·C6H4NO3 (-) is characterized by specific hydrogen bonding and C-H···π interactions.
• These interactions dictate the formation of one-dimensional chains and two-dimensional sheets.
• The findings contribute to the understanding of structure-property relationships in molecular salts.