| Molecular structure and conformations of benzenesulfonamide: gas electron diffraction and quantum chemical calculations. | |
| | |
MedLine Citation:
|
PMID: 16599587 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
|
The molecular structure and conformational properties of benzenesulfonamide, C6H5SO2NH2, were studied by gas electron diffraction (GED) and quantum chemical methods (MP2 and B3LYP with different basis sets). The calculations predict the presence of two stable conformers with the NH2 group eclipsing or staggering the SO2 group. The eclipsed form is predicted to be favored by about 0.5 kcal/mol. According to GED, the saturated vapor over solid benzenesulfonamide at a temperature of 150(5) degrees C consists of the eclipsed conformer. The GED intensities, however, possess a very low sensitivity toward the vapor composition, and contributions of the anti conformer of up to 75% (at the 0.05 level of significance) or up to 55% (at the 0.25 level of significance) cannot be excluded. The molecule possesses C(sS) symmetry with the S-N bond perpendicular to the ring plane. |
| | |
Authors:
|
Vjacheslav Petrov; Valentina Petrova; Georgiy V Girichev; Heinz Oberhammer; Nina I Giricheva; Sergey Ivanov |
Related Documents
:
|
20576257 - Conformational properties of glucose-based disaccharides investigated using molecular d... 20862727 - Temperature-induced transition between polyproline i and ii helices: quantitative fitti... 20623827 - Study of conformations and hydrogen bonds in the configurational isomers of pyrrole-2-c... 11466057 - Structures and conformations of trifluoromethyl fluoroformate and perfluorodimethyl car... 11126957 - Structural and electronic properties of the charge-transfer complex h3p...br2 determine... 17629617 - Prediction of heats of sublimation of nitroaromatic compounds via their molecular struc... |
Publication Detail:
|
Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
|
Title: The Journal of organic chemistry Volume: 71 ISSN: 0022-3263 ISO Abbreviation: J. Org. Chem. Publication Date: 2006 Apr |
Date Detail:
|
Created Date: 2006-04-07 Completed Date: 2007-05-09 Revised Date: - |
Medline Journal Info:
|
Nlm Unique ID: 2985193R Medline TA: J Org Chem Country: United States |
Other Details:
|
Languages: eng Pagination: 2952-6 Citation Subset: IM |
Affiliation:
|
Ivanovo State University, Ivanovo 153025, Russia. |
Export Citation:
|
APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
|
Electrons* Mass Spectrometry Models, Molecular Molecular Conformation Sulfonamides / chemistry* |
| Chemical | |
Reg. No./Substance:
|
0/Sulfonamides; 98-10-2/benzenesulfonamide |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
Previous Document: Molecular recognition: improved binding of biotin derivatives with synthetic receptors.
Next Document: Carboxylate-based receptors for the recognition of carbohydrates in organic and aqueous media.