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Crystal structure of a 1:1 salt of 4-amino­benzoic acid (vitamin B(10)) with pyrazinoic acid

The title 1:1 salt, C(7)H(8)NO(2) (+)·C(5)H(3)N(2)O(2) (−) (systematic name: 4-carb­oxy­anilinium pyrazine-2-carboxyl­ate), was synthesized successfully by slow evaporation of a saturated solution from water–ethanol (1:1 v/v) mixture and characterized by X-ray diffraction (SCXRD, PXRD) and calorimet...

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Autores principales: Drozd, K. V., Arkhipov, S. G., Boldyreva, E. V., Perlovich, G. L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6281118/
https://www.ncbi.nlm.nih.gov/pubmed/30574402
http://dx.doi.org/10.1107/S2056989018016663
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author Drozd, K. V.
Arkhipov, S. G.
Boldyreva, E. V.
Perlovich, G. L.
author_facet Drozd, K. V.
Arkhipov, S. G.
Boldyreva, E. V.
Perlovich, G. L.
author_sort Drozd, K. V.
collection PubMed
description The title 1:1 salt, C(7)H(8)NO(2) (+)·C(5)H(3)N(2)O(2) (−) (systematic name: 4-carb­oxy­anilinium pyrazine-2-carboxyl­ate), was synthesized successfully by slow evaporation of a saturated solution from water–ethanol (1:1 v/v) mixture and characterized by X-ray diffraction (SCXRD, PXRD) and calorimetry (DSC). The crystal structure of the salt was solved and refined at 150 and 293 K. The salt crystallizes with one mol­ecule of 4-amino­benzoic acid (PABA) and one mol­ecule of pyrazinoic acid (POA) in the asymmetric unit. In the crystal, the PABA and POA mol­ecules are associated via COOH⋯N(arom) heterosynthons, which are connected by N—H⋯O hydrogen bonds, creating zigzag chains. The chains are further linked by N—H⋯O hydrogen bonds and π–π stacking inter­actions along the b axis [centroid-to-centroid distances = 3.7377 (13) and 3.8034 (13) Å at 150 and 293 K, respectively] to form a layered three-dimensional structure.
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spelling pubmed-62811182018-12-20 Crystal structure of a 1:1 salt of 4-amino­benzoic acid (vitamin B(10)) with pyrazinoic acid Drozd, K. V. Arkhipov, S. G. Boldyreva, E. V. Perlovich, G. L. Acta Crystallogr E Crystallogr Commun Research Communications The title 1:1 salt, C(7)H(8)NO(2) (+)·C(5)H(3)N(2)O(2) (−) (systematic name: 4-carb­oxy­anilinium pyrazine-2-carboxyl­ate), was synthesized successfully by slow evaporation of a saturated solution from water–ethanol (1:1 v/v) mixture and characterized by X-ray diffraction (SCXRD, PXRD) and calorimetry (DSC). The crystal structure of the salt was solved and refined at 150 and 293 K. The salt crystallizes with one mol­ecule of 4-amino­benzoic acid (PABA) and one mol­ecule of pyrazinoic acid (POA) in the asymmetric unit. In the crystal, the PABA and POA mol­ecules are associated via COOH⋯N(arom) heterosynthons, which are connected by N—H⋯O hydrogen bonds, creating zigzag chains. The chains are further linked by N—H⋯O hydrogen bonds and π–π stacking inter­actions along the b axis [centroid-to-centroid distances = 3.7377 (13) and 3.8034 (13) Å at 150 and 293 K, respectively] to form a layered three-dimensional structure. International Union of Crystallography 2018-11-30 /pmc/articles/PMC6281118/ /pubmed/30574402 http://dx.doi.org/10.1107/S2056989018016663 Text en © Drozd et al. 2018 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Drozd, K. V.
Arkhipov, S. G.
Boldyreva, E. V.
Perlovich, G. L.
Crystal structure of a 1:1 salt of 4-amino­benzoic acid (vitamin B(10)) with pyrazinoic acid
title Crystal structure of a 1:1 salt of 4-amino­benzoic acid (vitamin B(10)) with pyrazinoic acid
title_full Crystal structure of a 1:1 salt of 4-amino­benzoic acid (vitamin B(10)) with pyrazinoic acid
title_fullStr Crystal structure of a 1:1 salt of 4-amino­benzoic acid (vitamin B(10)) with pyrazinoic acid
title_full_unstemmed Crystal structure of a 1:1 salt of 4-amino­benzoic acid (vitamin B(10)) with pyrazinoic acid
title_short Crystal structure of a 1:1 salt of 4-amino­benzoic acid (vitamin B(10)) with pyrazinoic acid
title_sort crystal structure of a 1:1 salt of 4-amino­benzoic acid (vitamin b(10)) with pyrazinoic acid
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6281118/
https://www.ncbi.nlm.nih.gov/pubmed/30574402
http://dx.doi.org/10.1107/S2056989018016663
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