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  The 1:1 Proton-Transfer Compounds of N ,N- dimethyl-4-[(E )-2-(4-pyridinyl)vinyl]aniline with 3-Nitrophthalic and Perchloric acids

Seidel, R. W., Goddard, R., Spiteller, M., & Kolev, T. M. (2015). The 1:1 Proton-Transfer Compounds of N,N- dimethyl-4-[(E )-2-(4-pyridinyl)vinyl]aniline with 3-Nitrophthalic and Perchloric acids. Journal of Chemical Crystallography, 45(2), 86-93. doi:10.1007/s10870-015-0569-z.

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 Creators:
Seidel, Rüdiger W.1, Author              
Goddard, Richard1, Author              
Spiteller, Michael2, Author
Kolev, Tsonko M.3, Author
Affiliations:
1Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445625              
2Institut für Umweltforschung, Techn. Universität Dortmund, Otto-Hahn-Str. 6, 44227 Dortmund, Germany, ou_persistent22              
3Institute of Molecular Biology "Roumen Tsanev", Bulgarian Academy of Sciences, Acad. G Bonchev Str. 21, 1113 Sofia, Bulgaria, ou_persistent22              

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Free keywords: Chromophoric materials; Pyridinium salts; Proton-transfer; Crystal structure
 Abstract: The crystal structures of the 1:1 proton-transfer compounds of the dipolar donor-π-acceptor compound N,N-dimethyl-4-[(E)-2-(4-pyridinyl)vinyl]aniline (1), also named dimethylamino-stilbazole, with 3-nitrophthalic and perchloric acids, viz. (E)-4-[4-(dimethylamino)styryl]pyridinium 2-carboxy-3-nitrobenzoate monohydrate (2) and (E)-4-[4-(dimethylamino)styryl]pyridinium perchlorate (3) are described. A redetermination of the structure of the parent free base 1 at 100 K is also reported. The (E)-4-[4-(dimethylamino)styryl]pyridinium ion exhibits slight whole molecule disorder in 2 and 3. Compound 2 is the first organic salt that contains the unusual monoanion of 3-nitrophthalic acid that is deprotonated at the 1-carboxyl group. Graphical Abstract The crystal structures of the 1:1 proton-transfer compounds of the dipolar donor-π-acceptor compound N,N-dimethyl-4-[(E)-2-(4-pyridinyl)vinyl]aniline with 3-nitrophthalic and perchloric acids, viz. (E)-4-[4-(dimethylamino)styryl]pyridinium 2-carboxy-3-nitrobenzoate monohydrate and (E)-4-[4-(dimethylamino)styryl]pyridinium perchlorate are described.

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Language(s): eng - English
 Dates: 2014-07-312015-01-292015-02-102015-02
 Publication Status: Published in print
 Pages: -
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1007/s10870-015-0569-z
 Degree: -

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Title: Journal of Chemical Crystallography
  Other : J. Chem. Crystallogr.
Source Genre: Journal
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Publ. Info: New York : Springer Science+Business Media
Pages: - Volume / Issue: 45 (2) Sequence Number: - Start / End Page: 86 - 93 Identifier: ISSN: 1074-1542
CoNE: https://pure.mpg.de/cone/journals/resource/954925604775