Research Article: 2-(4-Methyl­phen­yl)-1H-imidazo[4,5-f][1,10]phenanthroline

Date Published: April 01, 2011

Publisher: International Union of Crystallography

Author(s): Ling Ma, Liping Lu, Miaoli Zhu.


In the title compound, C20H14N4, all the non-H atoms are roughly coplanar with an r.m.s. deviation of 0.0776 Å. In the crystal, mol­ecules are linked by N—H⋯N hydrogen bonds, forming chains along the (). The chains are connected by inter­molecular C—H⋯N hydrogen bonds and π–π stacking inter­actions between inversion-related phenanthroline, imidazole and phenyl rings with centroid–centroid distances in the range 3.777 (1)–3.905 (1) Å.

Partial Text

For the biological activity of complexes of metal ions with 1,10-phenanthroline and its derivatives, see: Gao et al. (2009 ▶); Lu et al. (2003 ▶); Yuan et al. (2009 ▶, 2010 ▶); Chen et al. (2010 ▶). For aromatic π–π stacking inter­actions in related structures, see: Lu et al. (2004a ▶,b ▶,c ▶,d ▶); Ma et al. (2010 ▶); Ye et al. (2005 ▶); Zhang et al. (2005 ▶).




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