Crystal structure and Hirshfeld surface analysis of (E)-3-[(4-fluorobenzylidene)amino]-5-phenylthiazolidin-2-iminium bromide

In the cation of the title salt, C16H15FN3S+·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-...

Full description

Bibliographic Details
Main Authors:	Ali N. Khalilov, Zeliha Atioğlu, Mehmet Akkurt, Gulnara Sh. Duruskari, Flavien A. A. Toze, Afet T. Huseynova
Format:	Article
Language:	English
Published:	International Union of Crystallography 2019-05-01
Series:	Acta Crystallographica Section E: Crystallographic Communications
Subjects:	crystal structure charge assisted hydrogen bonding thiazolidine ring disorder Hirshfeld surface analysis.
Online Access:	http://scripts.iucr.org/cgi-bin/paper?S2056989019004973

id	doaj-5d25ba1a1d6c4b3cb7179f57cc7138f2
record_format	Article
spelling	doaj-5d25ba1a1d6c4b3cb7179f57cc7138f22020-11-24T22:43:28ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902019-05-0175566266610.1107/S2056989019004973rz5254Crystal structure and Hirshfeld surface analysis of (E)-3-[(4-fluorobenzylidene)amino]-5-phenylthiazolidin-2-iminium bromideAli N. Khalilov0Zeliha Atioğlu1Mehmet Akkurt2Gulnara Sh. Duruskari3Flavien A. A. Toze4Afet T. Huseynova5Organic Chemistry Department, Baku State University, Z. Xalilov str. 23, Az 1148, Baku, Azerbaijanİlke Education and Health Foundation, Cappadocia University, Cappadocia Vocational College, The Medical Imaging Techniques Program, 50420 Mustafapaşa, Ürgüp, Nevşehir, TurkeyDepartment of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, TurkeyOrganic Chemistry Department, Baku State University, Z. Xalilov str. 23, Az 1148, Baku, AzerbaijanDepartment of Chemistry, Faculty of Sciences, University of Douala, PO Box 24157, Douala, Republic of CameroonOrganic Chemistry Department, Baku State University, Z. Xalilov str. 23, Az 1148, Baku, AzerbaijanIn the cation of the title salt, C16H15FN3S+·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.http://scripts.iucr.org/cgi-bin/paper?S2056989019004973crystal structurecharge assisted hydrogen bondingthiazolidine ringdisorderHirshfeld surface analysis.
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Ali N. Khalilov Zeliha Atioğlu Mehmet Akkurt Gulnara Sh. Duruskari Flavien A. A. Toze Afet T. Huseynova
spellingShingle	Ali N. Khalilov Zeliha Atioğlu Mehmet Akkurt Gulnara Sh. Duruskari Flavien A. A. Toze Afet T. Huseynova Crystal structure and Hirshfeld surface analysis of (E)-3-[(4-fluorobenzylidene)amino]-5-phenylthiazolidin-2-iminium bromide Acta Crystallographica Section E: Crystallographic Communications crystal structure charge assisted hydrogen bonding thiazolidine ring disorder Hirshfeld surface analysis.
author_facet	Ali N. Khalilov Zeliha Atioğlu Mehmet Akkurt Gulnara Sh. Duruskari Flavien A. A. Toze Afet T. Huseynova
author_sort	Ali N. Khalilov
title	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_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_sort	crystal structure and hirshfeld surface analysis of (e)-3-[(4-fluorobenzylidene)amino]-5-phenylthiazolidin-2-iminium bromide
publisher	International Union of Crystallography
series	Acta Crystallographica Section E: Crystallographic Communications
issn	2056-9890
publishDate	2019-05-01
description	In the cation of the title salt, C16H15FN3S+·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.
topic	crystal structure charge assisted hydrogen bonding thiazolidine ring disorder Hirshfeld surface analysis.
url	http://scripts.iucr.org/cgi-bin/paper?S2056989019004973
work_keys_str_mv	AT alinkhalilov crystalstructureandhirshfeldsurfaceanalysisofe34fluorobenzylideneamino5phenylthiazolidin2iminiumbromide AT zelihaatioglu crystalstructureandhirshfeldsurfaceanalysisofe34fluorobenzylideneamino5phenylthiazolidin2iminiumbromide AT mehmetakkurt crystalstructureandhirshfeldsurfaceanalysisofe34fluorobenzylideneamino5phenylthiazolidin2iminiumbromide AT gulnarashduruskari crystalstructureandhirshfeldsurfaceanalysisofe34fluorobenzylideneamino5phenylthiazolidin2iminiumbromide AT flavienaatoze crystalstructureandhirshfeldsurfaceanalysisofe34fluorobenzylideneamino5phenylthiazolidin2iminiumbromide AT afetthuseynova crystalstructureandhirshfeldsurfaceanalysisofe34fluorobenzylideneamino5phenylthiazolidin2iminiumbromide
_version_	1725695723545034752

Crystal structure and Hirshfeld surface analysis of (E)-3-[(4-fluorobenzylidene)amino]-5-phenylthiazolidin-2-iminium bromide

Similar Items