(2E)-3-(3-Nitrophenyl)-1-[4-(piperidin-1-yl)phenyl]prop-2-en-1-one

Hoong-Kun Fun,Tze Shyang Chia,B K Sarojini,Prakash S Nayak,B Narayana

doi:10.1107/s1600536812008847

Abstract

In the title compound, C20H20N2O3, the piperidine ring adopts a chair conformation and its mean plane forms dihedral angles of 19.63 (9) and 19.44 (9)°, respectively, with the benzene and the nitro-substituted benzene ring. The benzene and nitro-substituted benzene rings are almost coplanar and make a dihedral angle of 4.78 (8)°. In the crystal, molecules are linked by C—H⋯O hydrogen bonds into two-dimensional networks parallel to the ab plane. The crystal packing is further stabilized by π–π interactions [maximum centroid–centroid distance = 3.7807 (12) Å].

Highlights

In the title compound, C20H20N2O3, the piperidine ring adopts a chair conformation and its mean plane forms dihedral angles of 19.63 (9) and 19.44 (9), respectively, with the benzene and the nitro-substituted benzene ring
Molecules are linked by C—H O hydrogen bonds into two-dimensional networks parallel to the ab plane
Bond lengths (Allen et al, 1987) and angles are within normal ranges and are comparable to related structures (Fun et al, 2011a,b,c,d)

Summary

Refinement a

USM, Penang, Malaysia, bDepartment of Studies in Chemistry, Mangalore University, Mangalagangotri 574 199, India, and cDepartment of Chemistry, P. A. College of Engineering, Nadupadavu, Mangalore 574 153, India. R factor = 0.056; wR factor = 0.154; data-to-parameter ratio = 21.5. C20H20N2O3, the piperidine ring adopts a chair conformation and its mean plane forms dihedral angles of 19.63 (9) and 19.44 (9) , respectively, with the benzene and the nitro-substituted benzene ring. The benzene and nitrosubstituted benzene rings are almost coplanar and make a dihedral angle of 4.78 (8). Molecules are linked by C—H O hydrogen bonds into two-dimensional networks parallel to the ab plane. The crystal packing is further stabilized by – interactions [maximum centroid–centroid distance = 3.7807 (12) Å]

Related literature

Crystal data

Special details