Crystal structure of (E)-N1-[(anthracen-9-yl)methylidene]-N4-phenylbenzene-1,4-diamine

Abstract

The title compound, C27H20N2, a Schiff base synthesized via a condensation reaction between anthracene-9-carbaldehyde and N-phenyl-p-phenylenediamine, crystallizes with three independent molecules in the asymmetric unit. The three molecules have slightly varying overall conformations, all having trans conformations with respect to the C=N bond. In the crystal, the packing features N—H...N hydrogen bonds, which connect molecules into chains extending along the c-axis direction, interlinked by C—H...π interactions (minimum H...Cg = 2.65 Å) into sheets lying parallel to (001).

Keywords

• crystal structure
• hydrogen bonding
• Schiff base
• C—H...π interactions
• 9-anthraldehyde
• N-phenyl-p-phenylenediamine
• AMPD
• anthracene