1,2-Diaryl(3-pyridyl)ethanone oximes. Intermolecular hydrogen bonding networks revealed by X-ray diffraction

Ermitas Alcalde; Neus Mesquida; Carmen Alvarez-Rúa; Rosa Cuberes; Jordi Frigola; Santiago García-Granda

doi:10.3390/molecules13020301

1,2-Diaryl(3-pyridyl)ethanone oximes. Intermolecular hydrogen bonding networks revealed by X-ray diffraction

Molecules. 2008 Feb 7;13(2):301-18. doi: 10.3390/molecules13020301.

Authors

Ermitas Alcalde¹, Neus Mesquida, Carmen Alvarez-Rúa, Rosa Cuberes, Jordi Frigola, Santiago García-Granda

Affiliation

¹ Laboratori de Química Orgànica, Facultat de Farmàcia, Universitat de Barcelona, Avda. Joan XXIII s/n, 08028 Barcelona, Spain. ealcalde@ub.edu

Abstract

The synthesis of a set of 1-aryl-2-aryl(3-pyridyl)ethanones 1-5 and the corresponding ketoximes 6-9 is reported. Structural studies of oximes 6, 7 and 9 were performed in solution using (1)H-NMR and in the solid state by X-ray crystallography, providing evidence of H-bonding networks. The crystal packing was controlled by homomeric intermolecular oxime...oxime H-bond interactions for 6 and cooperative oxime...N(pyridyl) and CH/pi interactions for 7 and 9.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Crystallography, X-Ray
Hydrogen Bonding
Magnetic Resonance Spectroscopy
Models, Molecular
Oximes / chemical synthesis
Oximes / chemistry*
Protons
X-Ray Diffraction*

Substances

Oximes
Protons