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2,2'-{[2-(2-Chloro-phen-yl)-4-methyl-imidazolidine-1,3-di-yl]bis-(methyl-ene)}diphenol.


ABSTRACT: In the title compound, C24H25ClN2O2, the 2-hy-droxy-benzyl substituents and the 2-chloro-phenyl 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 chloro-phenyl substit-uent 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 chloro-phenyl substituent [Cl-C-C-C torsion angle = 1.1?(3)°]. The hy-droxy-benzyl 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 hy-droxy-benzyl groups is 69.61?(12)°. The mol-ecular structure features two intra-molecular O-H?N hydrogen bonds with graph-set motif S(6) between the phenolic hydroxyl groups and N atoms.

SUBMITTER: Rivera A 

PROVIDER: S-EPMC3793727 | biostudies-literature | 2013

REPOSITORIES: biostudies-literature

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2,2'-{[2-(2-Chloro-phen-yl)-4-methyl-imidazolidine-1,3-di-yl]bis-(methyl-ene)}diphenol.

Rivera Augusto A   Cárdenas Lorena L   Ríos-Motta Jaime J   Kučeraková Monika M   Dušek Michal M  

Acta crystallographica. Section E, Structure reports online 20130710 Pt 8


In the title compound, C24H25ClN2O2, the 2-hy-droxy-benzyl substituents and the 2-chloro-phenyl 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 chloro-phenyl substit-uent approaches a nearly perpendicular orientation relative to the mean plane of the imidazolidine ring, making a dihedral angle of 73.44 (1  ...[more]

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