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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...

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Autores principales: Kwong, Huey Chong, Mahmud Pathi, Imdad, Chidan Kumar, C. S., Quah, Ching Kheng, Arafath, Md. Azharul
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
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.
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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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