Crystal structure of (3E)-3-[(4-nitrophenoxy)methyl]-4-phenylbut-3-en-2-one

Author(s)

Zukerman-Schpector, Julio ; Maganhi, Stella H. ; Moran, Paulo J. S. ; de Paula, Bruno R. S. ; Nucci, Paulo R., Jr. ; Tiekink, Edward R. T.

• Document type: Journal article
• Source: ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS; v. 70, p. 9-pg., 2014-09-01.

Abstract

In the title compound, C17H15NO4, the conformation about the C=C double bond [1.348 (2) angstrom] is E with the ketone group almost co-planar [C-C-C-C torsion angle = 7.2 (2)degrees] but the phenyl group twisted away [C-C-C-C = 160.93 (17)degrees]. The terminal aromatic rings are almost perpendicular to each other [dihedral angle = 81.61 (9)degrees] giving the molecule an overall U-shape. The crystal packing feature benzene-C-H center dot center dot center dot O(ketone) contacts that lead to supramolecular helical chains along the b axis. These are connected by pi-pi interactions between benzene and phenyl rings [inter-centroid distance = 3.6648 (14) angstrom], resulting in the formation of a supramolecular layer in the bc plane. (AU)

• FAPESP's process: 12/22524-9 - Synthesis, characterization and docking studies of controlled drug delivery systems for drugs and potential drugs using chitosan as a carrier
• Grantee: Stella Hernandez Maganhi
• Support Opportunities: Scholarships in Brazil - Post-Doctoral