Research Article: 6H,13H-5,12:7,14-Dimethano­dinaphtho­[2,3-d:2,3-i][1,3,6,8]tetra­azecine

Date Published: April 01, 2012

Publisher: International Union of Crystallography

Author(s): Augusto Rivera, Mauricio Maldonado, Jaime Ríos-Motta, Karla Fejfarová, Michal Dušek.


In the title compound, C24H20N4, obtained through the condensation of naphthalene-2,3-diamine with formaldehyde in methanol, the mol­ecule is located on a special position of site symmetry -4. Due to symmetry considerations, the aromatic rings are strictly perpendicular to each other. In the crystal, mol­ecules are linked by pairs of C—H⋯π inter­actions into columns along [110].

Partial Text

For chemical background to the synthesis of the title compound, see: Volpp (1962 ▶). For related structures, see: Murray-Rust & Smith (1975 ▶); Rivera et al. (2009 ▶, 2011 ▶). For bond-length data, see: Allen et al. (1987 ▶).