(E)-4-[4-(Diethyl­amino)­benzyl­idene­ammonio]­benzene­sulfonate

The title compound, C(17)H(20)N(2)O(3)S, synthesised from sulfanilic acid and 4-diethyl­amino­benzaldehyde, crystallized out as a zwitterion with the central N atom protonated. The zwitterion exists in an E conformation with respect to the C=N double bond. The dihedral angle between the benzene ring...

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Autores principales: Ruanwas, Pumsak, Chantrapromma, Suchada, Fun, Hoong-Kun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3393963/
https://www.ncbi.nlm.nih.gov/pubmed/22798828
http://dx.doi.org/10.1107/S1600536812026402
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author Ruanwas, Pumsak
Chantrapromma, Suchada
Fun, Hoong-Kun
author_facet Ruanwas, Pumsak
Chantrapromma, Suchada
Fun, Hoong-Kun
author_sort Ruanwas, Pumsak
collection PubMed
description The title compound, C(17)H(20)N(2)O(3)S, synthesised from sulfanilic acid and 4-diethyl­amino­benzaldehyde, crystallized out as a zwitterion with the central N atom protonated. The zwitterion exists in an E conformation with respect to the C=N double bond. The dihedral angle between the benzene rings is 37.57 (5)°. In the crystal, the zwitterions are linked into a tape along the a axis by N—H⋯O hydrogen bonds. The crystal structure is further stabilized by weak C—H⋯O inter­actions and π–π inter­actions with a centroid–centroid distance of 3.8541 (6) Å. An O⋯O [2.8498 (11) Å] short contact is present.
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spelling pubmed-33939632012-07-13 (E)-4-[4-(Diethyl­amino)­benzyl­idene­ammonio]­benzene­sulfonate Ruanwas, Pumsak Chantrapromma, Suchada Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(17)H(20)N(2)O(3)S, synthesised from sulfanilic acid and 4-diethyl­amino­benzaldehyde, crystallized out as a zwitterion with the central N atom protonated. The zwitterion exists in an E conformation with respect to the C=N double bond. The dihedral angle between the benzene rings is 37.57 (5)°. In the crystal, the zwitterions are linked into a tape along the a axis by N—H⋯O hydrogen bonds. The crystal structure is further stabilized by weak C—H⋯O inter­actions and π–π inter­actions with a centroid–centroid distance of 3.8541 (6) Å. An O⋯O [2.8498 (11) Å] short contact is present. International Union of Crystallography 2012-06-20 /pmc/articles/PMC3393963/ /pubmed/22798828 http://dx.doi.org/10.1107/S1600536812026402 Text en © Ruanwas et al. 2012 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Ruanwas, Pumsak
Chantrapromma, Suchada
Fun, Hoong-Kun
(E)-4-[4-(Diethyl­amino)­benzyl­idene­ammonio]­benzene­sulfonate
title (E)-4-[4-(Diethyl­amino)­benzyl­idene­ammonio]­benzene­sulfonate
title_full (E)-4-[4-(Diethyl­amino)­benzyl­idene­ammonio]­benzene­sulfonate
title_fullStr (E)-4-[4-(Diethyl­amino)­benzyl­idene­ammonio]­benzene­sulfonate
title_full_unstemmed (E)-4-[4-(Diethyl­amino)­benzyl­idene­ammonio]­benzene­sulfonate
title_short (E)-4-[4-(Diethyl­amino)­benzyl­idene­ammonio]­benzene­sulfonate
title_sort (e)-4-[4-(diethyl­amino)­benzyl­idene­ammonio]­benzene­sulfonate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3393963/
https://www.ncbi.nlm.nih.gov/pubmed/22798828
http://dx.doi.org/10.1107/S1600536812026402
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AT chantraprommasuchada e44diethylaminobenzylideneammoniobenzenesulfonate
AT funhoongkun e44diethylaminobenzylideneammoniobenzenesulfonate

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