Synthesis and Crystal Structures of trans-2-(2-Methoxyphenyl)-1-nitroethylene and trans-1-Hydroxymethyl-2-(2-methoxyphenyl)-1-nitroethylene Dichloromethane Hemisolvate

Abstract

Two nitroalkene compounds, namely trans-2-(2-methoxyphenyl)-1-nitroethylene (1) and trans-1-hydroxymethyl-2-(2-methoxyphenyl)-1-nitroethylene dichloromethane hemisolvate (2), have been synthesized and structurally characterized by elemental analysis, ¹H (¹³C) NMR spectra, and single-crystal X-ray diffraction. The nitroethylene molecules in (1) and (2) adopt a trans configuration about the C˭C double bonds. The crystal structures of (1) and (2) are stabilized by the C‒H···O short contacts, and particularly for (2) intermolecular O–H···O hydrogen bonds are also observed.

Keywords:

• Crystal structures
• intermolecular interaction
• nitroethylene
• synthesis

Acknowledgments

This work was financially supported by Shanxi Province Science Foundation for Youths (No. 2012021007-4) and National Natural Science Foundation of China (No. 51102216).

[Supplemental materials are available for this article. Go to the publisher's online edition of Molecular Crystals and Liquid Crystals to view the free supplemental file: Crystallographic data for the structural analysis have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 892535 and 892537 for the title compounds (1) and (2), respectively. Copies of the data can be obtained free of charge at http://www.ccdc.cam.ac.uk/conts/retrieving.html , or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: [phone]; e-mail: [email protected].]