Research Article: 2,2′-[1,3-Diazinane-1,3-diylbis(methyl­ene)]bis­(4-bromo­phenol)

Date Published: February 01, 2012

Publisher: International Union of Crystallography

Author(s): Augusto Rivera, Ginna Paola Trujillo, Jaime Ríos-Motta, Karla Fejfarová, Michal Dušek.


The title compound, C18H20Br2N2O2, the heterocyclic ring adopts a chair conformation. The benzene rings make dihedral angles of 86.84 (10) and 60.73 (10)° with the mean plane of the heterocyclic ring. The dihedral angle between the two benzene rings is 79.77 (10)°. The mol­ecular structure is stabilized by two intra­molecular hydrogen bonds between the phenolic hy­droxy groups and N atoms with graph-set motif S(6). The crystal structure is stabilized by weak C—H⋯π inter­actions.

Partial Text

For related structures, see: Rivera et al. (2012 ▶, 2011 ▶). For the synthesis of the precursor, see: Rivera et al. (2010 ▶). For bond-length data, see: Allen et al. (1987 ▶). For Cremer–Pople puckering parameters, see: Cremer & Pople (1975 ▶). For graph-set notation, see: Bernstein et al. (1995 ▶).