Research Article: (4E)-N-[(2-Chloro­phen­yl)meth­oxy]-1,3-dimethyl-2,6-diphenyl­piperidin-4-imine

Date Published: July 01, 2012

Publisher: International Union of Crystallography

Author(s): Chennan Ramalingan, Seik Weng Ng, Edward R. T. Tiekink.


In the title compound, C26H27ClN2O, the piperidine ring has a chair conformation and all of the ring substituents at Csp3 atoms occupy equatorial positions. The dihedral angle formed between the phenyl rings is 48.11 (9)°. The chloro­benzene ring occupies a position orthogonal to the meth­oxy(methyl­idene)amine residue [N—O—C—C torsion angle = −87.90 (15)°]. The conformation about the imine C=N bond [1.278 (2) Å] is E, and the chloro substituent is anti to the piperidine N atom. Helical supra­molecular chains along [010] are sustained by C—H⋯π inter­actions in the crystal packing.

Partial Text

For the biological activity of mol­ecules having a 2,6-diaryl­piperidine core, see: Ramachandran et al. (2011 ▶); Ramalingan et al. (2004 ▶). For the structure of the bromo derivative, see: Ramalingan et al. (2012 ▶). For the synthesis, see: Ramalingan et al. (2006 ▶).




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