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Crystal structure and Hirshfeld surface analysis of 2-amino­pyridinium hydrogen phthalate

Amino­pyridine and phthalic acid are well known synthons for supra­molecular architectures for the synthesis of new materials for optical applications. The 2-amino­pyridinium hydrogen phthalate title salt, C(5)H(7)N(2) (+)·C(8)H(5)O(4) (−), crystallizes in the non-centrosymmetric space group P2(1)....

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Autores principales: Siva, V., Suresh, M., Athimoolam, S., Asath Bahadur, S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6829739/
https://www.ncbi.nlm.nih.gov/pubmed/31709080
http://dx.doi.org/10.1107/S2056989019012957
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author Siva, V.
Suresh, M.
Athimoolam, S.
Asath Bahadur, S.
author_facet Siva, V.
Suresh, M.
Athimoolam, S.
Asath Bahadur, S.
author_sort Siva, V.
collection PubMed
description Amino­pyridine and phthalic acid are well known synthons for supra­molecular architectures for the synthesis of new materials for optical applications. The 2-amino­pyridinium hydrogen phthalate title salt, C(5)H(7)N(2) (+)·C(8)H(5)O(4) (−), crystallizes in the non-centrosymmetric space group P2(1). The nitro­gen atom of the –NH(2) group in the cation deviates from the fitted pyridine plane by 0.035 (7) Å. The plane of the pyridinium ring and phenyl ring of the anion are oriented at an angle of 80.5 (3)° to each other in the asymmetric unit. The anion features a strong intra­molecular O—H⋯O hydrogen bond, forming a self-associated S(7) ring motif. The crystal packing is dominated by inter­molecular N—H⋯O hydrogen bonds leading to the formation of 2(1) helices, with a C(11) chain motif. They propagate along the b axis and enclose R (2) (2)(8) ring motifs. The helices are linked by C—H⋯O hydrogen bonds, forming layers parallel to the ab plane. Hirshfeld surface analysis and two-dimensional fingerprint plots were used to investigate and qu­antify the inter­molecular inter­actions in the crystal.
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spelling pubmed-68297392019-11-08 Crystal structure and Hirshfeld surface analysis of 2-amino­pyridinium hydrogen phthalate Siva, V. Suresh, M. Athimoolam, S. Asath Bahadur, S. Acta Crystallogr E Crystallogr Commun Research Communications Amino­pyridine and phthalic acid are well known synthons for supra­molecular architectures for the synthesis of new materials for optical applications. The 2-amino­pyridinium hydrogen phthalate title salt, C(5)H(7)N(2) (+)·C(8)H(5)O(4) (−), crystallizes in the non-centrosymmetric space group P2(1). The nitro­gen atom of the –NH(2) group in the cation deviates from the fitted pyridine plane by 0.035 (7) Å. The plane of the pyridinium ring and phenyl ring of the anion are oriented at an angle of 80.5 (3)° to each other in the asymmetric unit. The anion features a strong intra­molecular O—H⋯O hydrogen bond, forming a self-associated S(7) ring motif. The crystal packing is dominated by inter­molecular N—H⋯O hydrogen bonds leading to the formation of 2(1) helices, with a C(11) chain motif. They propagate along the b axis and enclose R (2) (2)(8) ring motifs. The helices are linked by C—H⋯O hydrogen bonds, forming layers parallel to the ab plane. Hirshfeld surface analysis and two-dimensional fingerprint plots were used to investigate and qu­antify the inter­molecular inter­actions in the crystal. International Union of Crystallography 2019-10-08 /pmc/articles/PMC6829739/ /pubmed/31709080 http://dx.doi.org/10.1107/S2056989019012957 Text en © Siva et al. 2019 http://creativecommons.org/licenses/by/4.0/ 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/4.0/
spellingShingle Research Communications
Siva, V.
Suresh, M.
Athimoolam, S.
Asath Bahadur, S.
Crystal structure and Hirshfeld surface analysis of 2-amino­pyridinium hydrogen phthalate
title Crystal structure and Hirshfeld surface analysis of 2-amino­pyridinium hydrogen phthalate
title_full Crystal structure and Hirshfeld surface analysis of 2-amino­pyridinium hydrogen phthalate
title_fullStr Crystal structure and Hirshfeld surface analysis of 2-amino­pyridinium hydrogen phthalate
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of 2-amino­pyridinium hydrogen phthalate
title_short Crystal structure and Hirshfeld surface analysis of 2-amino­pyridinium hydrogen phthalate
title_sort crystal structure and hirshfeld surface analysis of 2-amino­pyridinium hydrogen phthalate
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6829739/
https://www.ncbi.nlm.nih.gov/pubmed/31709080
http://dx.doi.org/10.1107/S2056989019012957
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