Crystal structure of 4-methoxy-N-(piperidine-1-carbonothioyl)benzamide

Abstract

In the title compound, C14H18N2O2S, the piperidine ring has a chair conformation. Its mean plane is twisted with respect to the 4-methoxybenzoyl ring, with a dihedral angle of 63.0 (3)°. The central N—C(=S)—N(H)—C(=O) bridge is twisted with an N—C—N—C torsion angle of 74.8 (6)°. In the crystal, molecules are linked by N—H...O and C—H...O hydrogen bonds, forming chains along the c-axis direction. Adjacent chains are linked by C—H...π interactions, forming layers parallel to the ac plane. The layers are linked by offset π–π interactions [intercentroid distance = 3.927 (3) Å], forming a supramolecular three-dimensional structure.

Keywords

• crystal structure
• benzoylthiourea
• piperidine
• pyrrolidine
• benzamide
• anti-cancer
• hydrogen bonding
• C—H...π interactions
• offset π–π interactions