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Crystal structure and Hirshfeld surface analysis of (2E)-3-(2,4-di­chloro­phen­yl)-1-(2,5-di­chloro­thio­phen-3-yl)prop-2-en-1-one

The mol­ecular structure of the title compound, C(13)H(6)Cl(4)OS, consists of a 2,5-di­chloro­thio­phene ring and a 2,4-di­chloro­phenyl ring linked via a prop-2-en-1-one spacer. The dihedral angle between the 2,5-di­chloro­thio­phene ring and the 2,4-di­chloro­phenyl ring is 12.24 (15)°. The mol­ec...

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Autores principales: Murthy, T. N. Sanjeeva, Atioğlu, Zeliha, Akkurt, Mehmet, Chidan Kumar, C. S., Veeraiah, M. K., Quah, Ching Kheng, Siddaraju, B. P.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6127697/
https://www.ncbi.nlm.nih.gov/pubmed/30225099
http://dx.doi.org/10.1107/S2056989018010976
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author Murthy, T. N. Sanjeeva
Atioğlu, Zeliha
Akkurt, Mehmet
Chidan Kumar, C. S.
Veeraiah, M. K.
Quah, Ching Kheng
Siddaraju, B. P.
author_facet Murthy, T. N. Sanjeeva
Atioğlu, Zeliha
Akkurt, Mehmet
Chidan Kumar, C. S.
Veeraiah, M. K.
Quah, Ching Kheng
Siddaraju, B. P.
author_sort Murthy, T. N. Sanjeeva
collection PubMed
description The mol­ecular structure of the title compound, C(13)H(6)Cl(4)OS, consists of a 2,5-di­chloro­thio­phene ring and a 2,4-di­chloro­phenyl ring linked via a prop-2-en-1-one spacer. The dihedral angle between the 2,5-di­chloro­thio­phene ring and the 2,4-di­chloro­phenyl ring is 12.24 (15)°. The mol­ecule has an E configuration about the C=C bond and the carbonyl group is syn with respect to the C=C bond. The mol­ecular conformation is stabilized by intra­molecular C—H⋯Cl contacts, producing S(6) and S(5) ring motifs. In the crystal, the mol­ecules are linked along the a-axis direction through face-to-face π-stacking between the thio­phene rings and the benzene rings of the mol­ecules in zigzag sheets lying parallel to the bc plane along the c axis. The inter­molecular inter­actions in the crystal packing were further analysed using Hirshfield surface analysis, which indicates that the most significant contacts are Cl⋯H/ H⋯Cl (20.8%), followed by Cl⋯Cl (18.7%), C⋯C (11.9%), Cl⋯S/S⋯Cl (10.9%), H⋯H (10.1%), C⋯H/H⋯C (9.3%) and O⋯H/H⋯O (7.6%).
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spelling pubmed-61276972018-09-17 Crystal structure and Hirshfeld surface analysis of (2E)-3-(2,4-di­chloro­phen­yl)-1-(2,5-di­chloro­thio­phen-3-yl)prop-2-en-1-one Murthy, T. N. Sanjeeva Atioğlu, Zeliha Akkurt, Mehmet Chidan Kumar, C. S. Veeraiah, M. K. Quah, Ching Kheng Siddaraju, B. P. Acta Crystallogr E Crystallogr Commun Research Communications The mol­ecular structure of the title compound, C(13)H(6)Cl(4)OS, consists of a 2,5-di­chloro­thio­phene ring and a 2,4-di­chloro­phenyl ring linked via a prop-2-en-1-one spacer. The dihedral angle between the 2,5-di­chloro­thio­phene ring and the 2,4-di­chloro­phenyl ring is 12.24 (15)°. The mol­ecule has an E configuration about the C=C bond and the carbonyl group is syn with respect to the C=C bond. The mol­ecular conformation is stabilized by intra­molecular C—H⋯Cl contacts, producing S(6) and S(5) ring motifs. In the crystal, the mol­ecules are linked along the a-axis direction through face-to-face π-stacking between the thio­phene rings and the benzene rings of the mol­ecules in zigzag sheets lying parallel to the bc plane along the c axis. The inter­molecular inter­actions in the crystal packing were further analysed using Hirshfield surface analysis, which indicates that the most significant contacts are Cl⋯H/ H⋯Cl (20.8%), followed by Cl⋯Cl (18.7%), C⋯C (11.9%), Cl⋯S/S⋯Cl (10.9%), H⋯H (10.1%), C⋯H/H⋯C (9.3%) and O⋯H/H⋯O (7.6%). International Union of Crystallography 2018-08-10 /pmc/articles/PMC6127697/ /pubmed/30225099 http://dx.doi.org/10.1107/S2056989018010976 Text en © Murthy 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
Murthy, T. N. Sanjeeva
Atioğlu, Zeliha
Akkurt, Mehmet
Chidan Kumar, C. S.
Veeraiah, M. K.
Quah, Ching Kheng
Siddaraju, B. P.
Crystal structure and Hirshfeld surface analysis of (2E)-3-(2,4-di­chloro­phen­yl)-1-(2,5-di­chloro­thio­phen-3-yl)prop-2-en-1-one
title Crystal structure and Hirshfeld surface analysis of (2E)-3-(2,4-di­chloro­phen­yl)-1-(2,5-di­chloro­thio­phen-3-yl)prop-2-en-1-one
title_full Crystal structure and Hirshfeld surface analysis of (2E)-3-(2,4-di­chloro­phen­yl)-1-(2,5-di­chloro­thio­phen-3-yl)prop-2-en-1-one
title_fullStr Crystal structure and Hirshfeld surface analysis of (2E)-3-(2,4-di­chloro­phen­yl)-1-(2,5-di­chloro­thio­phen-3-yl)prop-2-en-1-one
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of (2E)-3-(2,4-di­chloro­phen­yl)-1-(2,5-di­chloro­thio­phen-3-yl)prop-2-en-1-one
title_short Crystal structure and Hirshfeld surface analysis of (2E)-3-(2,4-di­chloro­phen­yl)-1-(2,5-di­chloro­thio­phen-3-yl)prop-2-en-1-one
title_sort crystal structure and hirshfeld surface analysis of (2e)-3-(2,4-di­chloro­phen­yl)-1-(2,5-di­chloro­thio­phen-3-yl)prop-2-en-1-one
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6127697/
https://www.ncbi.nlm.nih.gov/pubmed/30225099
http://dx.doi.org/10.1107/S2056989018010976
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