meso-4,4'-Dimethoxy-2,2'-{[(3aR,7aS)- 2,3,3a,4,5,6,7,7a-octahydro-1H-benzimidazole- 1,3-diyl]bis(methylene)}- diphenol

0421051 - FZÚ 2014 RIV DK eng J - Článek v odborném periodiku
Rivera, A. - Quiroga, D. - Ríos-Motta, J. - Kučeráková, Monika - Dušek, Michal
meso-4,4'-Dimethoxy-2,2'-{[(3aR,7aS)- 2,3,3a,4,5,6,7,7a-octahydro-1H-benzimidazole- 1,3-diyl]bis(methylene)}- diphenol.
Acta Crystallographica Section E-Structure Reports Online. Roč. 69, č. 7 (2013), o1057-o1058. ISSN 1600-5368. E-ISSN 2056-9890
Grant ostatní: AV ČR(CZ) AP0701
Program: Akademická prémie - Praemium Academiae
Institucionální podpora: RVO:68378271
Klíčová slova: single-crystal X-ray study * T = 120 K * mean sigma(C–C) = 0.003 A * R factor = 0.031 * wR factor = 0.080 * data-to-parameter ratio = 13.0
Kód oboru RIV: BM - Fyzika pevných látek a magnetismus
Impakt faktor: 0.347, rok: 2011

The title compound, C23H30N2O4, a di-Mannich base derived from 4-methoxyphenol and cis-1,2-diaminecyclohexane, has a perhydrobenzimidazolidine nucleus, in which the cyclohexane 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 molecular structure of the title compound shows the presence of two interactions between the N atoms of the imidazolidine ring and the hydroxyl groups through intramolecular 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-diamines.
Trvalý link: http://hdl.handle.net/11104/0227467