title: meso-4,4'-Dimeth-oxy-2,2'-{[(3aR,7aS)-2,3,3a,4,5,6,7,7a-octa-hydro-1H-benz-imidazole-1,3-di-yl]bis-(methyl-ene)}diphenol.
abstract: The title compound, C23H30N2O4, a di-Mannich base derived from 4-meth-oxy-phenol and cis-1,2-di-amine-cyclo-hexane, has a perhydro-benzimidazolidine nucleus, in which the cyclo-hexane ring adopts a chair conformation and the heterocyclic ring has a half-chair conformation with a C-N-C-C torsion angles of -48.14 (15) and -14.57 (16)°. The mean plane of the heterocycle makes dihedral angles of 86.29 (6) and 78.92 (6)° with the pendant benzene rings. The mol-ecular structure of the title compound shows the presence of two inter-actions between the N atoms of the imidazolidine ring and the hydroxyl groups through intra-molecular O-H⋯N hydrogen bonds with graph-set motif S(6). The unobserved lone pairs of the N atoms are presumed to be disposed in a syn conformation, being only the second example of an exception to the typical 'rabbit-ears' effect in 1,2-di-amines.
authors.affiliation: Universidad Nacional de Colombia, Sede Bogotá, Facultad de Ciencias, Departamento de Química, Cra 30 No. 45-03, Bogotá, Código Postal 111321, Colombia.
authors.forename: Augusto
authors.initials: A
authors.lastname: Rivera
authors.forename: Diego
authors.initials: D
authors.lastname: Quiroga
authors.forename: Jaime
authors.initials: J
authors.lastname: Ríos-Motta
authors.forename: Monika
authors.initials: M
authors.lastname: Kučeraková
authors.forename: Michal
authors.initials: M
authors.lastname: Dušek
references.citation: Acta Crystallogr Sect E Struct Rep Online. 2011 Sep 1;67(Pt 9):o2298-9
references.pmid: 22065834
references.citation: Acta Crystallogr Sect E Struct Rep Online. 2013 Feb 1;69(Pt 2):o217
references.pmid: 23424498