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2,2′-[4,10-Bis(carb­oxy­meth­yl)-4,10-diaza-1,7-diazo­niacyclo­dodecane-1,7-di­yl]diacetate dihydrate

In the title compound, C(16)H(28)N(4)O(8)·2H(2)O, the 12-membered macrocycle has twofold crystallographic symmetry and the asymmetric unit comprises one half-mol­ecule. The four carbox­yl/carboxyl­ate groups reside on the same side of the macrocycle. The mol­ecule is a double zwitterion with two of...

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Detalles Bibliográficos
Autores principales: Szalay, Paul S., Zeller, Matthias, Hunter, Allen D.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3052104/
https://www.ncbi.nlm.nih.gov/pubmed/21522397
http://dx.doi.org/10.1107/S1600536811004843
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author Szalay, Paul S.
Zeller, Matthias
Hunter, Allen D.
author_facet Szalay, Paul S.
Zeller, Matthias
Hunter, Allen D.
author_sort Szalay, Paul S.
collection PubMed
description In the title compound, C(16)H(28)N(4)O(8)·2H(2)O, the 12-membered macrocycle has twofold crystallographic symmetry and the asymmetric unit comprises one half-mol­ecule. The four carbox­yl/carboxyl­ate groups reside on the same side of the macrocycle. The mol­ecule is a double zwitterion with two of the carb­oxy­lic acid H atoms transferred to the two N atoms on the opposite sides of the macrocycle, resulting in both N atoms having positive charges and leaving the two resulting carboxyl­ate groups with negative charges. The two remaining carb­oxy­lic acid groups and the carboxyl­ate groups form O—H⋯O hydrogen bonds with the crystal water mol­ecules. The H atoms bound to the N atoms within the macrocyle are engaged in two equivalent hydrogen bonds with the adjacent N atoms.
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spelling pubmed-30521042011-04-26 2,2′-[4,10-Bis(carb­oxy­meth­yl)-4,10-diaza-1,7-diazo­niacyclo­dodecane-1,7-di­yl]diacetate dihydrate Szalay, Paul S. Zeller, Matthias Hunter, Allen D. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(16)H(28)N(4)O(8)·2H(2)O, the 12-membered macrocycle has twofold crystallographic symmetry and the asymmetric unit comprises one half-mol­ecule. The four carbox­yl/carboxyl­ate groups reside on the same side of the macrocycle. The mol­ecule is a double zwitterion with two of the carb­oxy­lic acid H atoms transferred to the two N atoms on the opposite sides of the macrocycle, resulting in both N atoms having positive charges and leaving the two resulting carboxyl­ate groups with negative charges. The two remaining carb­oxy­lic acid groups and the carboxyl­ate groups form O—H⋯O hydrogen bonds with the crystal water mol­ecules. The H atoms bound to the N atoms within the macrocyle are engaged in two equivalent hydrogen bonds with the adjacent N atoms. International Union of Crystallography 2011-02-16 /pmc/articles/PMC3052104/ /pubmed/21522397 http://dx.doi.org/10.1107/S1600536811004843 Text en © Szalay et al. 2011 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
Szalay, Paul S.
Zeller, Matthias
Hunter, Allen D.
2,2′-[4,10-Bis(carb­oxy­meth­yl)-4,10-diaza-1,7-diazo­niacyclo­dodecane-1,7-di­yl]diacetate dihydrate
title 2,2′-[4,10-Bis(carb­oxy­meth­yl)-4,10-diaza-1,7-diazo­niacyclo­dodecane-1,7-di­yl]diacetate dihydrate
title_full 2,2′-[4,10-Bis(carb­oxy­meth­yl)-4,10-diaza-1,7-diazo­niacyclo­dodecane-1,7-di­yl]diacetate dihydrate
title_fullStr 2,2′-[4,10-Bis(carb­oxy­meth­yl)-4,10-diaza-1,7-diazo­niacyclo­dodecane-1,7-di­yl]diacetate dihydrate
title_full_unstemmed 2,2′-[4,10-Bis(carb­oxy­meth­yl)-4,10-diaza-1,7-diazo­niacyclo­dodecane-1,7-di­yl]diacetate dihydrate
title_short 2,2′-[4,10-Bis(carb­oxy­meth­yl)-4,10-diaza-1,7-diazo­niacyclo­dodecane-1,7-di­yl]diacetate dihydrate
title_sort 2,2′-[4,10-bis(carb­oxy­meth­yl)-4,10-diaza-1,7-diazo­niacyclo­dodecane-1,7-di­yl]diacetate dihydrate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3052104/
https://www.ncbi.nlm.nih.gov/pubmed/21522397
http://dx.doi.org/10.1107/S1600536811004843
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