Date Published: April 01, 2012
Publisher: International Union of Crystallography
Author(s): Mario Geffe, Dieter Schollmeyer, Heiner Detert.
The title compound, C24H22N2O, was obtained in a two-step procedure from the corresponding 4-(2-iodophenyl)quinoline. The quinoline system is approximately planar [maximum deviation from the least-squares plane = 0.021 (2) Å]. The planes of the quinoline system and the phenyl ring subtend a dihedral angle of 78.08 (8)°. In the crystal, pairs of molecules are connected via a center of symmetry and linked by a pair of angular N—H⋯O hydrogen bond. These dimers form columns oriented along the c axis.
For aminations of iodolium salts, see: Letessier et al. (2011a ▶,b ▶), Letessier & Detert (2012 ▶). For quinoline N-oxides, see: Moreno-Fuquen et al. (2007 ▶); Ivashevskaja et al. (2002 ▶); Fahlquist et al. (2006 ▶). For heteroanalogous carbazoles, see: Dassonneville et al. (2010 ▶, 2011 ▶); Nissen & Detert (2011 ▶). For Buchwald-Hartwig amination, see: Hartwig (1999 ▶); Muci & Buchwald (2002 ▶). For twist of o-substituted biaryls, see: Miao et al. (2009 ▶); Moschel et al. (2011 ▶).