2,2′-{[2-(2-Chlorophenyl)-4-methylimidazolidine-1,3-diyl]bis(methylene)}diphenol

• Main Authors: Monika Kučeraková, Michal Dušek, Jaime Ríos-Motta, Lorena Cárdenas, Augusto Rivera
• Format: Article
• Language: English
• Published: International Union of Crystallography 2013-08-01
• Series: Acta Crystallographica Section E
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S1600536813017923

In the title compound, C24H25ClN2O2, the 2-hydroxybenzyl substituents and the 2-chlorophenyl group occupy the sterically preferred equatorial positions, whereas the methyl group occupies the axial position. The imidazolidine ring adopts an envelope conformation with one of the N atoms adjacent to the methylene group as the flap. The chlorophenyl substituent approaches a nearly perpendicular orientation relative to the mean plane of the imidazolidine ring, making a dihedral angle of 73.44 (12)° and the Cl atom is almost coplanar with the C atom bearing the chlorophenyl substituent [Cl—C—C—C torsion angle = 1.1 (3)°]. The hydroxybenzyl groups make dihedral angles of 71.23 (15) and 69.13 (19)° with the mean plane of the heterocyclic ring. The dihedral angle between the two hydroxybenzyl groups is 69.61 (12)°. The molecular structure features two intramolecular O—H...N hydrogen bonds with graph-set motif S(6) between the phenolic hydroxyl groups and N atoms.