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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)....
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2019
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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. |
format | Online Article Text |
id | pubmed-6829739 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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