Acridinium 3-carb­oxy­pyrazine-2-carboxyl­ate

The title ion pair, C(13)H(10)N(+)·C(6)H(3)N(2)O(4) (−), contains a protonated acridine cation and a 3-carb­oxy­pyrazine-2-carboxyl­ate monoanion, which are linked together through O—H⋯O, N—H⋯O and weak C—H⋯O hydrogen bonds. These hydrogen bonds generate a C(10) chain graph-set motif. The crystal st...

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Detalles Bibliográficos
Autores principales: Attar Gharamaleki, Jafar, Derikvand, Zohreh, Stoeckli-Evans, Helen
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3008091/
https://www.ncbi.nlm.nih.gov/pubmed/21588601
http://dx.doi.org/10.1107/S1600536810030588
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author Attar Gharamaleki, Jafar
Derikvand, Zohreh
Stoeckli-Evans, Helen
author_facet Attar Gharamaleki, Jafar
Derikvand, Zohreh
Stoeckli-Evans, Helen
author_sort Attar Gharamaleki, Jafar
collection PubMed
description The title ion pair, C(13)H(10)N(+)·C(6)H(3)N(2)O(4) (−), contains a protonated acridine cation and a 3-carb­oxy­pyrazine-2-carboxyl­ate monoanion, which are linked together through O—H⋯O, N—H⋯O and weak C—H⋯O hydrogen bonds. These hydrogen bonds generate a C(10) chain graph-set motif. The crystal structure is further stabilized by extensive π–π stacking inter­actions between nearly parallel [dihedral angle = 1.21(2)°] acridine systems. The shortest distance between the centroids of the six-membered rings within the cations is 3.6315 (8) Å. In addition, C—H⋯π edge-to-face inter­actions are present.
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spelling pubmed-30080912010-12-30 Acridinium 3-carb­oxy­pyrazine-2-carboxyl­ate Attar Gharamaleki, Jafar Derikvand, Zohreh Stoeckli-Evans, Helen Acta Crystallogr Sect E Struct Rep Online Organic Papers The title ion pair, C(13)H(10)N(+)·C(6)H(3)N(2)O(4) (−), contains a protonated acridine cation and a 3-carb­oxy­pyrazine-2-carboxyl­ate monoanion, which are linked together through O—H⋯O, N—H⋯O and weak C—H⋯O hydrogen bonds. These hydrogen bonds generate a C(10) chain graph-set motif. The crystal structure is further stabilized by extensive π–π stacking inter­actions between nearly parallel [dihedral angle = 1.21(2)°] acridine systems. The shortest distance between the centroids of the six-membered rings within the cations is 3.6315 (8) Å. In addition, C—H⋯π edge-to-face inter­actions are present. International Union of Crystallography 2010-08-11 /pmc/articles/PMC3008091/ /pubmed/21588601 http://dx.doi.org/10.1107/S1600536810030588 Text en © Attar Gharamaleki et al. 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
Attar Gharamaleki, Jafar
Derikvand, Zohreh
Stoeckli-Evans, Helen
Acridinium 3-carb­oxy­pyrazine-2-carboxyl­ate
title Acridinium 3-carb­oxy­pyrazine-2-carboxyl­ate
title_full Acridinium 3-carb­oxy­pyrazine-2-carboxyl­ate
title_fullStr Acridinium 3-carb­oxy­pyrazine-2-carboxyl­ate
title_full_unstemmed Acridinium 3-carb­oxy­pyrazine-2-carboxyl­ate
title_short Acridinium 3-carb­oxy­pyrazine-2-carboxyl­ate
title_sort acridinium 3-carb­oxy­pyrazine-2-carboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3008091/
https://www.ncbi.nlm.nih.gov/pubmed/21588601
http://dx.doi.org/10.1107/S1600536810030588
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AT derikvandzohreh acridinium3carboxypyrazine2carboxylate
AT stoecklievanshelen acridinium3carboxypyrazine2carboxylate

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