Acta Crystallographica Section C

Crystal Structure Communications

Volume 62, Part 9 (September 2006)

organic compounds

HTML versionpdf versioncif file3d viewstructure factorssimilar papers buy article online

hj3016 scheme

Acta Cryst. (2006). C62, o557-o560    [ doi:10.1107/S0108270106025819 ]

4-Dimethylamino-[beta]-nitrostyrene and 4-dimethylamino-[beta]-ethyl-[beta]-nitrostyrene at 100 K

L. Hamdellou, O. Hernandez and J. Meinnel

Abstract: The structures of 4-dimethylamino-[beta]-nitrostyrene (DANS), C10H12N2O2, and 4-dimethylamino-[beta]-ethyl-[beta]-nitrostyrene (DAENS), C12H16N2O2, have been solved at T = 100 K. The structure solution for DANS was complicated by the presence of a static disorder, characterized by a misorientation of 17% of the molecules. The molecule of DANS is almost planar, indicating significant conjugation, with a push-pull effect through the styrene skeleton extending up to the terminal substituents and enhancing the dipole moment. As a consequence of this conjugation, the hexagonal ring displays a quinoidal character; the lengths of the C-N [1.3595 (15) Å] and C-C [1.448 (2) Å] bonds adjacent to the benzene ring are shorter than single bonds. The molecules are stacked in dimers with antiparallel dipoles. In contrast, the molecule of DAENS is not planar. The ethyl substituent pushes the nitropropene group out of the benzene plane, with a torsion angle of -21.9 (3). Nevertheless, the molecule remains conjugated, with a shortening of the same bonds as in DANS.

Formula: C10H12N2O2 and C12H16N2O2

hkldisplay filedownload file

Structure factor file (CIF format) (107.1 kbytes)
[ doi:10.1107/S0108270106025819/hj3016Isup2.hkl ]
Contains datablock I

hkldisplay filedownload file

Structure factor file (CIF format) (253.5 kbytes)
[ doi:10.1107/S0108270106025819/hj3016IIsup3.hkl ]
Contains datablock II


To open or display or play some files, you may need to set your browser up to use the appropriate software. See the full list of file types for an explanation of the different file types and their related mime types and, where available links to sites from where the appropriate software may be obtained.

The download button will force most browsers to prompt for a file name to store the data on your hard disk.

Where possible, images are represented by thumbnails.

 bibliographic record in  format

  Find reference:   Volume   Page   
  Search:     From   to      Advanced search

Copyright © International Union of Crystallography
IUCr Webmaster