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Crystal structure and Hirshfeld surface analysis of a pyridiniminium bromide salt: 1-[2-([1,1′-biphenyl]-4-yl)-2-oxoethyl]-3-methyl-1,4-dihydropyridin-4-iminium bromide
In the cation of the title salt, C(20)H(19)N(2)O(+)·Br(−), the phenyl rings are inclined to one another by 38.38 (8)°, whereas the central phenyl ring and the pyridiniminium ring are almost perpendicular with a dihedral angle of 87.37 (9)°. The N(+)=C cationic double bond was verified by the shorten...
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/PMC5947502/ https://www.ncbi.nlm.nih.gov/pubmed/29850106 http://dx.doi.org/10.1107/S2056989018006217 |
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author | Sheshadri, S. N. Kwong, Huey Chong Chidan Kumar, C. S. Quah, Ching Kheng Siddaraju, B. P. Veeraiah, M. K. Hamid, Muhammad Aiman Bin Abd Warad, Ismail |
author_facet | Sheshadri, S. N. Kwong, Huey Chong Chidan Kumar, C. S. Quah, Ching Kheng Siddaraju, B. P. Veeraiah, M. K. Hamid, Muhammad Aiman Bin Abd Warad, Ismail |
author_sort | Sheshadri, S. N. |
collection | PubMed |
description | In the cation of the title salt, C(20)H(19)N(2)O(+)·Br(−), the phenyl rings are inclined to one another by 38.38 (8)°, whereas the central phenyl ring and the pyridiniminium ring are almost perpendicular with a dihedral angle of 87.37 (9)°. The N(+)=C cationic double bond was verified by the shortened bond length of 1.337 (2) Å. In the crystal, the Br(−) anion is linked to the cation by an N—H⋯Br hydrogen bond. C—H⋯O hydrogen bonds link adjacent pyridiniminium cations into inversion dimers with an R (2) (2)(18) graph-set motif. These dimers are stacked in a phenyl–phenyl T-shaped geometry through C—H⋯π interactions. A Hirshfeld surface analysis was conducted to verify the contributions of the different intermolecular interactions. |
format | Online Article Text |
id | pubmed-5947502 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-59475022018-05-30 Crystal structure and Hirshfeld surface analysis of a pyridiniminium bromide salt: 1-[2-([1,1′-biphenyl]-4-yl)-2-oxoethyl]-3-methyl-1,4-dihydropyridin-4-iminium bromide Sheshadri, S. N. Kwong, Huey Chong Chidan Kumar, C. S. Quah, Ching Kheng Siddaraju, B. P. Veeraiah, M. K. Hamid, Muhammad Aiman Bin Abd Warad, Ismail Acta Crystallogr E Crystallogr Commun Research Communications In the cation of the title salt, C(20)H(19)N(2)O(+)·Br(−), the phenyl rings are inclined to one another by 38.38 (8)°, whereas the central phenyl ring and the pyridiniminium ring are almost perpendicular with a dihedral angle of 87.37 (9)°. The N(+)=C cationic double bond was verified by the shortened bond length of 1.337 (2) Å. In the crystal, the Br(−) anion is linked to the cation by an N—H⋯Br hydrogen bond. C—H⋯O hydrogen bonds link adjacent pyridiniminium cations into inversion dimers with an R (2) (2)(18) graph-set motif. These dimers are stacked in a phenyl–phenyl T-shaped geometry through C—H⋯π interactions. A Hirshfeld surface analysis was conducted to verify the contributions of the different intermolecular interactions. International Union of Crystallography 2018-04-27 /pmc/articles/PMC5947502/ /pubmed/29850106 http://dx.doi.org/10.1107/S2056989018006217 Text en © Sheshadri 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 Sheshadri, S. N. Kwong, Huey Chong Chidan Kumar, C. S. Quah, Ching Kheng Siddaraju, B. P. Veeraiah, M. K. Hamid, Muhammad Aiman Bin Abd Warad, Ismail Crystal structure and Hirshfeld surface analysis of a pyridiniminium bromide salt: 1-[2-([1,1′-biphenyl]-4-yl)-2-oxoethyl]-3-methyl-1,4-dihydropyridin-4-iminium bromide |
title | Crystal structure and Hirshfeld surface analysis of a pyridiniminium bromide salt: 1-[2-([1,1′-biphenyl]-4-yl)-2-oxoethyl]-3-methyl-1,4-dihydropyridin-4-iminium bromide |
title_full | Crystal structure and Hirshfeld surface analysis of a pyridiniminium bromide salt: 1-[2-([1,1′-biphenyl]-4-yl)-2-oxoethyl]-3-methyl-1,4-dihydropyridin-4-iminium bromide |
title_fullStr | Crystal structure and Hirshfeld surface analysis of a pyridiniminium bromide salt: 1-[2-([1,1′-biphenyl]-4-yl)-2-oxoethyl]-3-methyl-1,4-dihydropyridin-4-iminium bromide |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of a pyridiniminium bromide salt: 1-[2-([1,1′-biphenyl]-4-yl)-2-oxoethyl]-3-methyl-1,4-dihydropyridin-4-iminium bromide |
title_short | Crystal structure and Hirshfeld surface analysis of a pyridiniminium bromide salt: 1-[2-([1,1′-biphenyl]-4-yl)-2-oxoethyl]-3-methyl-1,4-dihydropyridin-4-iminium bromide |
title_sort | crystal structure and hirshfeld surface analysis of a pyridiniminium bromide salt: 1-[2-([1,1′-biphenyl]-4-yl)-2-oxoethyl]-3-methyl-1,4-dihydropyridin-4-iminium bromide |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5947502/ https://www.ncbi.nlm.nih.gov/pubmed/29850106 http://dx.doi.org/10.1107/S2056989018006217 |
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