1-Methyl-3,3-bis-(phenyl-sulfan-yl)piperidin-2-one.

Area of Science:

• Organic Chemistry
• Crystallography
• Supramolecular Chemistry

Background:

• Understanding molecular conformation and crystal packing is crucial for predicting material properties.
• Piperidone derivatives are important scaffolds in medicinal chemistry and materials science.

Purpose of the Study:

• To elucidate the detailed three-dimensional structure of the title compound, C(18)H(19)NOS(2).
• To investigate the intermolecular interactions governing its crystal packing and supramolecular assembly.

Main Methods:

• Single-crystal X-ray diffraction analysis was employed to determine the molecular and crystal structure.
• Analysis of bond lengths, bond angles, and dihedral angles characterized the piperidone ring conformation.
• Identification of hydrogen bonding (C-H⋯O) and C-H⋯π interactions revealed the supramolecular assembly.

Main Results:

• The piperidone ring adopts a distorted half-chair conformation, deviating towards a twisted boat form.
• The two S-bound phenyl rings exhibit distinct orientations relative to the piperidone ring plane.
• The crystal structure is characterized by helical supramolecular chains along the b axis, formed by C-H⋯O interactions.
• These chains further assemble into a 3D architecture through C-H⋯π interactions.

Conclusions:

• The study provides a comprehensive structural characterization of the title compound.
• The identified helical chains and 3D architecture highlight the role of specific intermolecular forces in supramolecular organization.
• These findings contribute to the understanding of structure-property relationships in organic crystalline materials.