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2,2′-Imino­diethanaminium 2,2′-(disulfanyldi­yl)dibenzoate dihydrate

In the title hydrated salt, C(4)H(15)N(3) (2+)·C(14)H(8)O(4)S(2) (−)·2H(2)O, the dication (with both terminal –NH(2) groups protonated) adopts a U-shaped conformation, the N(amine)—C—C—N(aza­nium) torsion angles being 57.9 (6) and 60.3 (6)°. The dianion is twisted: the central C—S—S—C torsion angle...

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Autores principales: Broker, Grant A., Tiekink, Edward R. T.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983751/
https://www.ncbi.nlm.nih.gov/pubmed/21580455
http://dx.doi.org/10.1107/S1600536810007117
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author Broker, Grant A.
Tiekink, Edward R. T.
author_facet Broker, Grant A.
Tiekink, Edward R. T.
author_sort Broker, Grant A.
collection PubMed
description In the title hydrated salt, C(4)H(15)N(3) (2+)·C(14)H(8)O(4)S(2) (−)·2H(2)O, the dication (with both terminal –NH(2) groups protonated) adopts a U-shaped conformation, the N(amine)—C—C—N(aza­nium) torsion angles being 57.9 (6) and 60.3 (6)°. The dianion is twisted: the central C—S—S—C torsion angle is 81.3 (2)° and the dihedral angle between the benzene rings is 85.4 (3)°. In the crystal, a chain in the a-axis direction mediated by water–carboxyl­ate O—H⋯O hydrogen bonds through a sequence of alternating 12-membered {⋯OCO⋯HOH}(2) and eight-membered {⋯O⋯HOH}(2) synthons occurs, which involves only one of the carboxyl­ate residues. The second carboxyl­ate residue participates in N—H⋯O hydrogen bonding, generating a three-dimensional network, along with aza­nium–water N—H⋯O hydrogen bonds.
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spelling pubmed-29837512010-12-30 2,2′-Imino­diethanaminium 2,2′-(disulfanyldi­yl)dibenzoate dihydrate Broker, Grant A. Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title hydrated salt, C(4)H(15)N(3) (2+)·C(14)H(8)O(4)S(2) (−)·2H(2)O, the dication (with both terminal –NH(2) groups protonated) adopts a U-shaped conformation, the N(amine)—C—C—N(aza­nium) torsion angles being 57.9 (6) and 60.3 (6)°. The dianion is twisted: the central C—S—S—C torsion angle is 81.3 (2)° and the dihedral angle between the benzene rings is 85.4 (3)°. In the crystal, a chain in the a-axis direction mediated by water–carboxyl­ate O—H⋯O hydrogen bonds through a sequence of alternating 12-membered {⋯OCO⋯HOH}(2) and eight-membered {⋯O⋯HOH}(2) synthons occurs, which involves only one of the carboxyl­ate residues. The second carboxyl­ate residue participates in N—H⋯O hydrogen bonding, generating a three-dimensional network, along with aza­nium–water N—H⋯O hydrogen bonds. International Union of Crystallography 2010-02-27 /pmc/articles/PMC2983751/ /pubmed/21580455 http://dx.doi.org/10.1107/S1600536810007117 Text en © Broker and Tiekink 2010 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
Broker, Grant A.
Tiekink, Edward R. T.
2,2′-Imino­diethanaminium 2,2′-(disulfanyldi­yl)dibenzoate dihydrate
title 2,2′-Imino­diethanaminium 2,2′-(disulfanyldi­yl)dibenzoate dihydrate
title_full 2,2′-Imino­diethanaminium 2,2′-(disulfanyldi­yl)dibenzoate dihydrate
title_fullStr 2,2′-Imino­diethanaminium 2,2′-(disulfanyldi­yl)dibenzoate dihydrate
title_full_unstemmed 2,2′-Imino­diethanaminium 2,2′-(disulfanyldi­yl)dibenzoate dihydrate
title_short 2,2′-Imino­diethanaminium 2,2′-(disulfanyldi­yl)dibenzoate dihydrate
title_sort 2,2′-imino­diethanaminium 2,2′-(disulfanyldi­yl)dibenzoate dihydrate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983751/
https://www.ncbi.nlm.nih.gov/pubmed/21580455
http://dx.doi.org/10.1107/S1600536810007117
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