NHN+ and NHN- hydrogen bonds in the adducts of 1,8-bis(dimethylamino)naphthalene with 1,8-bis(trifluoroacetamido)naphthalene and 1,8-bis(4-toluenesulphonamido)-2,4,5,7-tetranitronaphthalene
Authors:
- Bogumił Brzezinski,
- Eugeniusz Grech,
- Joanna Nowicka-Scheibe,
- Tadeusz Głowiak,
- Zbigniew Malarski,
- Lucjan Sobczyk
Abstract
The crystal structure of the adduct of 1,8-bis(dimethylamino)naphthalene (DMAN) with 1,8-bis(trifluoroacetamido)-naphthalene (TFAN) was determined from X-ray diffraction studies. The crystal of DMAN · TFAN are monoclinic, space group C2/c, with a = 20.181(4), b = 17.068(4), c = 18.333(4) Å, β = 122.64(4)δ and Z = 8. The NHN-1 hydrogen bond formed after the abstraction of the proton from TFAN is 2.608(4) Å long with 〈NHN equal to 138(3)°. Remarkable symmetrization of the anion takes place although the bridge H-atom is localized closer to one nitrogen atom. 1H NMR and IR studies in acetonitrile show that the ion pairs formed in the systems DMAN-TFAN and DMAN-TSATNN (1,8-bis(4-toluenesulphonamido)-2,4,5,7-tetranitronaphthalene) are very stable that the NHN-1 hydrogen bonds in DMAN · TFAN are slightly stronger than those in DMAN · TSATNN. © 1994.
- Record ID
- UAMf1672e20bbd541deb72e75b1daa22a3f
- Author
- Journal series
- Journal of Molecular Structure, ISSN 0022-2860
- Issue year
- 1994
- Vol
- 327
- Pages
- 71-79
- ASJC Classification
- ; ; ;
- DOI
- DOI:10.1016/0022-2860(94)08349-5 Opening in a new tab
- Language
- (en) English
- Score (nominal)
- 0
- Score source
- journalList
- Publication indicators
- = 19; : 1999 = 0.860; : 2006 (2 years) = 1.495 - 2007 (5 years) =1.497
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- Uniform Resource Identifier
- https://researchportal.amu.edu.pl/info/article/UAMf1672e20bbd541deb72e75b1daa22a3f/
- URN
urn:amu-prod:UAMf1672e20bbd541deb72e75b1daa22a3f
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