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Crystal structure and Hirshfeld surface analysis of (E)-3-[(4-fluorobenzylidene)amino]-5-phenylthiazolidin-2-iminium bromide
In the cation of the title salt, C(16)H(15)FN(3)S(+)·Br(−), the phenyl ring is disordered over two sets of sites with a refined occupancy ratio of 0.503 (4):0.497 (4). The mean plane of the thiazolidine ring makes dihedral angles of 13.51 (14), 48.6 (3) and 76.5 (3)° with the fluorophenyl ring and...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6505598/ https://www.ncbi.nlm.nih.gov/pubmed/31110807 http://dx.doi.org/10.1107/S2056989019004973 |
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author | Khalilov, Ali N. Atioğlu, Zeliha Akkurt, Mehmet Duruskari, Gulnara Sh. Toze, Flavien A. A. Huseynova, Afet T. |
author_facet | Khalilov, Ali N. Atioğlu, Zeliha Akkurt, Mehmet Duruskari, Gulnara Sh. Toze, Flavien A. A. Huseynova, Afet T. |
author_sort | Khalilov, Ali N. |
collection | PubMed |
description | In the cation of the title salt, C(16)H(15)FN(3)S(+)·Br(−), the phenyl ring is disordered over two sets of sites with a refined occupancy ratio of 0.503 (4):0.497 (4). The mean plane of the thiazolidine ring makes dihedral angles of 13.51 (14), 48.6 (3) and 76.5 (3)° with the fluorophenyl ring and the major- and minor-disorder components of the phenyl ring, respectively. The central thiazolidine ring adopts an envelope conformation. In the crystal, centrosymmetrically related cations and anions are linked into dimeric units via N—H⋯Br hydrogen bonds, which are further connected by weak C—H⋯Br hydrogen bonds into chains parallel to [110]. Hirshfeld surface analysis and two-dimensional fingerprint plots indicate that the most important contributions to the crystal packing are from H⋯H (44.3%), Br⋯H/H⋯Br (16.8%), C⋯H/H⋯C (13.9%), F⋯H/H⋯F (10.3%) and S⋯H/H⋯S (3.8%) interactions. |
format | Online Article Text |
id | pubmed-6505598 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-65055982019-05-20 Crystal structure and Hirshfeld surface analysis of (E)-3-[(4-fluorobenzylidene)amino]-5-phenylthiazolidin-2-iminium bromide Khalilov, Ali N. Atioğlu, Zeliha Akkurt, Mehmet Duruskari, Gulnara Sh. Toze, Flavien A. A. Huseynova, Afet T. Acta Crystallogr E Crystallogr Commun Research Communications In the cation of the title salt, C(16)H(15)FN(3)S(+)·Br(−), the phenyl ring is disordered over two sets of sites with a refined occupancy ratio of 0.503 (4):0.497 (4). The mean plane of the thiazolidine ring makes dihedral angles of 13.51 (14), 48.6 (3) and 76.5 (3)° with the fluorophenyl ring and the major- and minor-disorder components of the phenyl ring, respectively. The central thiazolidine ring adopts an envelope conformation. In the crystal, centrosymmetrically related cations and anions are linked into dimeric units via N—H⋯Br hydrogen bonds, which are further connected by weak C—H⋯Br hydrogen bonds into chains parallel to [110]. Hirshfeld surface analysis and two-dimensional fingerprint plots indicate that the most important contributions to the crystal packing are from H⋯H (44.3%), Br⋯H/H⋯Br (16.8%), C⋯H/H⋯C (13.9%), F⋯H/H⋯F (10.3%) and S⋯H/H⋯S (3.8%) interactions. International Union of Crystallography 2019-04-18 /pmc/articles/PMC6505598/ /pubmed/31110807 http://dx.doi.org/10.1107/S2056989019004973 Text en © Khalilov 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 Khalilov, Ali N. Atioğlu, Zeliha Akkurt, Mehmet Duruskari, Gulnara Sh. Toze, Flavien A. A. Huseynova, Afet T. Crystal structure and Hirshfeld surface analysis of (E)-3-[(4-fluorobenzylidene)amino]-5-phenylthiazolidin-2-iminium bromide |
title | Crystal structure and Hirshfeld surface analysis of (E)-3-[(4-fluorobenzylidene)amino]-5-phenylthiazolidin-2-iminium bromide |
title_full | Crystal structure and Hirshfeld surface analysis of (E)-3-[(4-fluorobenzylidene)amino]-5-phenylthiazolidin-2-iminium bromide |
title_fullStr | Crystal structure and Hirshfeld surface analysis of (E)-3-[(4-fluorobenzylidene)amino]-5-phenylthiazolidin-2-iminium bromide |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of (E)-3-[(4-fluorobenzylidene)amino]-5-phenylthiazolidin-2-iminium bromide |
title_short | Crystal structure and Hirshfeld surface analysis of (E)-3-[(4-fluorobenzylidene)amino]-5-phenylthiazolidin-2-iminium bromide |
title_sort | crystal structure and hirshfeld surface analysis of (e)-3-[(4-fluorobenzylidene)amino]-5-phenylthiazolidin-2-iminium bromide |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6505598/ https://www.ncbi.nlm.nih.gov/pubmed/31110807 http://dx.doi.org/10.1107/S2056989019004973 |
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