Crystal structure of 4-{[(2,4-dihydroxybenzylidene)amino]methyl}cyclohexanecarboxylic acid

Abstract

In the title compound, C15H19NO4, the cyclohexyl ring adopts a chair conformation with both exocyclic C—C bonds in equatorial orientations. The dihedral angle between the basal plane of cyclohexyl ring and the 2,4-dihydroxybenzaldehyde moiety is 84.13 (13)°. An intramolecular O—H...N hydrogen bonds closes an S(6) ring. In the crystal, Oc—H...Op (c = carboxylic acid, p = phenol) hydrogen bonds link the molecules into [100] C(13) chains whereas an Op—H...Oc hydrogen bond generates [101] C(15) chains. Together, these bonds generate (010) sheets incorporating R22(20) loops. Weak C—H...O and C—H...π interactions also occur.

Keywords

• crystal structure
• Schiff base
• benzaldehyde
• hydrogen bonding