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Crystal structure and Hirshfeld surface analysis of a pyridiniminium bromide salt: 1-[2-(adamantan-1-yl)-2-oxoethyl]pyridin-4-iminium bromide
In the cation of the title salt, C(17)H(23)N(2)O(+)·Br(−), the adamantyl moiety and the pyridiniminium ring are inclined to the ketone bridge by torsion angles of −78.1 (2) (C—C—C=O) and 58.3 (2)° (C—C—N—C), respectively, and the ketone bridge has a C—C—C—N torsion angle of 174.80 (15)°. In the crys...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6038631/ https://www.ncbi.nlm.nih.gov/pubmed/30002910 http://dx.doi.org/10.1107/S2056989018009131 |
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author | Kwong, Huey Chong Mahmud Pathi, Imdad Chidan Kumar, C. S. Quah, Ching Kheng Arafath, Md. Azharul |
author_facet | Kwong, Huey Chong Mahmud Pathi, Imdad Chidan Kumar, C. S. Quah, Ching Kheng Arafath, Md. Azharul |
author_sort | Kwong, Huey Chong |
collection | PubMed |
description | In the cation of the title salt, C(17)H(23)N(2)O(+)·Br(−), the adamantyl moiety and the pyridiniminium ring are inclined to the ketone bridge by torsion angles of −78.1 (2) (C—C—C=O) and 58.3 (2)° (C—C—N—C), respectively, and the ketone bridge has a C—C—C—N torsion angle of 174.80 (15)°. In the crystal, the cations are connected into chains parallel to the c axis by C—H⋯O hydrogen bonds. The chains are further linked into layers parallel to the bc plane by N—H⋯Br and C—H⋯Br hydrogen bonds, C—H⋯π interactions and π–π stacking interactions [centroid-to-centroid distance = 3.5657 (11) Å]. A Hirshfeld surface analysis, which comprises the d (norm) surface, electrostatic potential map and two-dimensional fingerprint plots, was carried out to verify the contribution of the various intermolecular interactions. |
format | Online Article Text |
id | pubmed-6038631 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-60386312018-07-12 Crystal structure and Hirshfeld surface analysis of a pyridiniminium bromide salt: 1-[2-(adamantan-1-yl)-2-oxoethyl]pyridin-4-iminium bromide Kwong, Huey Chong Mahmud Pathi, Imdad Chidan Kumar, C. S. Quah, Ching Kheng Arafath, Md. Azharul Acta Crystallogr E Crystallogr Commun Research Communications In the cation of the title salt, C(17)H(23)N(2)O(+)·Br(−), the adamantyl moiety and the pyridiniminium ring are inclined to the ketone bridge by torsion angles of −78.1 (2) (C—C—C=O) and 58.3 (2)° (C—C—N—C), respectively, and the ketone bridge has a C—C—C—N torsion angle of 174.80 (15)°. In the crystal, the cations are connected into chains parallel to the c axis by C—H⋯O hydrogen bonds. The chains are further linked into layers parallel to the bc plane by N—H⋯Br and C—H⋯Br hydrogen bonds, C—H⋯π interactions and π–π stacking interactions [centroid-to-centroid distance = 3.5657 (11) Å]. A Hirshfeld surface analysis, which comprises the d (norm) surface, electrostatic potential map and two-dimensional fingerprint plots, was carried out to verify the contribution of the various intermolecular interactions. International Union of Crystallography 2018-06-28 /pmc/articles/PMC6038631/ /pubmed/30002910 http://dx.doi.org/10.1107/S2056989018009131 Text en © Kwong 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 Kwong, Huey Chong Mahmud Pathi, Imdad Chidan Kumar, C. S. Quah, Ching Kheng Arafath, Md. Azharul Crystal structure and Hirshfeld surface analysis of a pyridiniminium bromide salt: 1-[2-(adamantan-1-yl)-2-oxoethyl]pyridin-4-iminium bromide |
title | Crystal structure and Hirshfeld surface analysis of a pyridiniminium bromide salt: 1-[2-(adamantan-1-yl)-2-oxoethyl]pyridin-4-iminium bromide |
title_full | Crystal structure and Hirshfeld surface analysis of a pyridiniminium bromide salt: 1-[2-(adamantan-1-yl)-2-oxoethyl]pyridin-4-iminium bromide |
title_fullStr | Crystal structure and Hirshfeld surface analysis of a pyridiniminium bromide salt: 1-[2-(adamantan-1-yl)-2-oxoethyl]pyridin-4-iminium bromide |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of a pyridiniminium bromide salt: 1-[2-(adamantan-1-yl)-2-oxoethyl]pyridin-4-iminium bromide |
title_short | Crystal structure and Hirshfeld surface analysis of a pyridiniminium bromide salt: 1-[2-(adamantan-1-yl)-2-oxoethyl]pyridin-4-iminium bromide |
title_sort | crystal structure and hirshfeld surface analysis of a pyridiniminium bromide salt: 1-[2-(adamantan-1-yl)-2-oxoethyl]pyridin-4-iminium bromide |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6038631/ https://www.ncbi.nlm.nih.gov/pubmed/30002910 http://dx.doi.org/10.1107/S2056989018009131 |
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