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Crystal structure of 1-{(Z)-[(2E)-3-(4-chloro­phen­yl)-1-phenyl­prop-2-en-1-yl­idene]amino}-3-ethyl­thio­urea

In the title thio­semicarbazone compound, C(18)H(18)ClN(3)S, the CN(3)S residue is almost planar (r.m.s. deviation = 0.0031 Å) and forms dihedral angles of 65.99 (7) and 34.60 (10)° with the phenyl and chloro­benzene rings, respectively; the dihedral angle between the aromatic rings is 85.13 (8)°. T...

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Autores principales: Tan, Ming Yueh, Crouse, Karen A., Ravoof, Thahira Begum S. A., Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4719972/
https://www.ncbi.nlm.nih.gov/pubmed/26870491
http://dx.doi.org/10.1107/S2056989015023531
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author Tan, Ming Yueh
Crouse, Karen A.
Ravoof, Thahira Begum S. A.
Tiekink, Edward R. T.
author_facet Tan, Ming Yueh
Crouse, Karen A.
Ravoof, Thahira Begum S. A.
Tiekink, Edward R. T.
author_sort Tan, Ming Yueh
collection PubMed
description In the title thio­semicarbazone compound, C(18)H(18)ClN(3)S, the CN(3)S residue is almost planar (r.m.s. deviation = 0.0031 Å) and forms dihedral angles of 65.99 (7) and 34.60 (10)° with the phenyl and chloro­benzene rings, respectively; the dihedral angle between the aromatic rings is 85.13 (8)°. The conformation about the C=N bond is Z, and that about the C=C bonds is E. The imine N and ethyl N atoms are syn and are linked by an eth­yl–imine N—H⋯N hydrogen bond. This H atom also forms an inter­molecular hydrogen bond to the thione S atom, resulting in a supra­molecular helical chain propagating along the b axis. The chains are consolidated into a three-dimensional architecture by phenyl-C—H⋯Cl contacts and weak π–π inter­actions between centrosymmetrically related chloro­benzene rings [inter-centroid distance = 3.9127 (15) Å].
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spelling pubmed-47199722016-02-11 Crystal structure of 1-{(Z)-[(2E)-3-(4-chloro­phen­yl)-1-phenyl­prop-2-en-1-yl­idene]amino}-3-ethyl­thio­urea Tan, Ming Yueh Crouse, Karen A. Ravoof, Thahira Begum S. A. Tiekink, Edward R. T. Acta Crystallogr E Crystallogr Commun Data Reports In the title thio­semicarbazone compound, C(18)H(18)ClN(3)S, the CN(3)S residue is almost planar (r.m.s. deviation = 0.0031 Å) and forms dihedral angles of 65.99 (7) and 34.60 (10)° with the phenyl and chloro­benzene rings, respectively; the dihedral angle between the aromatic rings is 85.13 (8)°. The conformation about the C=N bond is Z, and that about the C=C bonds is E. The imine N and ethyl N atoms are syn and are linked by an eth­yl–imine N—H⋯N hydrogen bond. This H atom also forms an inter­molecular hydrogen bond to the thione S atom, resulting in a supra­molecular helical chain propagating along the b axis. The chains are consolidated into a three-dimensional architecture by phenyl-C—H⋯Cl contacts and weak π–π inter­actions between centrosymmetrically related chloro­benzene rings [inter-centroid distance = 3.9127 (15) Å]. International Union of Crystallography 2015-12-12 /pmc/articles/PMC4719972/ /pubmed/26870491 http://dx.doi.org/10.1107/S2056989015023531 Text en © Tan et al. 2015 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Data Reports
Tan, Ming Yueh
Crouse, Karen A.
Ravoof, Thahira Begum S. A.
Tiekink, Edward R. T.
Crystal structure of 1-{(Z)-[(2E)-3-(4-chloro­phen­yl)-1-phenyl­prop-2-en-1-yl­idene]amino}-3-ethyl­thio­urea
title Crystal structure of 1-{(Z)-[(2E)-3-(4-chloro­phen­yl)-1-phenyl­prop-2-en-1-yl­idene]amino}-3-ethyl­thio­urea
title_full Crystal structure of 1-{(Z)-[(2E)-3-(4-chloro­phen­yl)-1-phenyl­prop-2-en-1-yl­idene]amino}-3-ethyl­thio­urea
title_fullStr Crystal structure of 1-{(Z)-[(2E)-3-(4-chloro­phen­yl)-1-phenyl­prop-2-en-1-yl­idene]amino}-3-ethyl­thio­urea
title_full_unstemmed Crystal structure of 1-{(Z)-[(2E)-3-(4-chloro­phen­yl)-1-phenyl­prop-2-en-1-yl­idene]amino}-3-ethyl­thio­urea
title_short Crystal structure of 1-{(Z)-[(2E)-3-(4-chloro­phen­yl)-1-phenyl­prop-2-en-1-yl­idene]amino}-3-ethyl­thio­urea
title_sort crystal structure of 1-{(z)-[(2e)-3-(4-chloro­phen­yl)-1-phenyl­prop-2-en-1-yl­idene]amino}-3-ethyl­thio­urea
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4719972/
https://www.ncbi.nlm.nih.gov/pubmed/26870491
http://dx.doi.org/10.1107/S2056989015023531
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