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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...

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Autores principales: Khalilov, Ali N., Atioğlu, Zeliha, Akkurt, Mehmet, Duruskari, Gulnara Sh., Toze, Flavien A. A., Huseynova, Afet T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
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.
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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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