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(Z)-1-(2,5-Dichloro-3-thien­yl)ethanone semicarbazone

The title mol­ecule, C(7)H(7)Cl(2)N(3)OS, is approximately planar [maximum deviation = 0.062 (1) Å]. Short inter­molecular distances between the centroids of the five-membered rings [3.5340 (8) Å] indicate the existence of π–π inter­actions. An inter­esting feature of the crystal structure is the pr...

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Autores principales: Fun, Hoong-Kun, Quah, Ching Kheng, Vijesh, A. M., Hegde, Chitrakar, Isloor, Arun M.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977384/
https://www.ncbi.nlm.nih.gov/pubmed/21583552
http://dx.doi.org/10.1107/S1600536809026567
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author Fun, Hoong-Kun
Quah, Ching Kheng
Vijesh, A. M.
Hegde, Chitrakar
Isloor, Arun M.
author_facet Fun, Hoong-Kun
Quah, Ching Kheng
Vijesh, A. M.
Hegde, Chitrakar
Isloor, Arun M.
author_sort Fun, Hoong-Kun
collection PubMed
description The title mol­ecule, C(7)H(7)Cl(2)N(3)OS, is approximately planar [maximum deviation = 0.062 (1) Å]. Short inter­molecular distances between the centroids of the five-membered rings [3.5340 (8) Å] indicate the existence of π–π inter­actions. An inter­esting feature of the crystal structure is the presence of short intra­molecular Cl⋯N inter­actions [3.0015 (11) Å]. Mol­ecules are linked via pairs of inter­molecular N—H⋯O hydrogen bonds, generating R (2) (2)(8) ring motifs. Furthermore, N—H⋯O hydrogen bonds form R (2) (1)(7) ring motifs with C—H⋯O contacts, further consolidating the crystal structure. In the crystal, mol­ecules are linked by these inter­molecular inter­actions, forming chains along [001].
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spelling pubmed-29773842010-12-30 (Z)-1-(2,5-Dichloro-3-thien­yl)ethanone semicarbazone Fun, Hoong-Kun Quah, Ching Kheng Vijesh, A. M. Hegde, Chitrakar Isloor, Arun M. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title mol­ecule, C(7)H(7)Cl(2)N(3)OS, is approximately planar [maximum deviation = 0.062 (1) Å]. Short inter­molecular distances between the centroids of the five-membered rings [3.5340 (8) Å] indicate the existence of π–π inter­actions. An inter­esting feature of the crystal structure is the presence of short intra­molecular Cl⋯N inter­actions [3.0015 (11) Å]. Mol­ecules are linked via pairs of inter­molecular N—H⋯O hydrogen bonds, generating R (2) (2)(8) ring motifs. Furthermore, N—H⋯O hydrogen bonds form R (2) (1)(7) ring motifs with C—H⋯O contacts, further consolidating the crystal structure. In the crystal, mol­ecules are linked by these inter­molecular inter­actions, forming chains along [001]. International Union of Crystallography 2009-07-15 /pmc/articles/PMC2977384/ /pubmed/21583552 http://dx.doi.org/10.1107/S1600536809026567 Text en © Fun et al. 2009 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 Organic Papers
Fun, Hoong-Kun
Quah, Ching Kheng
Vijesh, A. M.
Hegde, Chitrakar
Isloor, Arun M.
(Z)-1-(2,5-Dichloro-3-thien­yl)ethanone semicarbazone
title (Z)-1-(2,5-Dichloro-3-thien­yl)ethanone semicarbazone
title_full (Z)-1-(2,5-Dichloro-3-thien­yl)ethanone semicarbazone
title_fullStr (Z)-1-(2,5-Dichloro-3-thien­yl)ethanone semicarbazone
title_full_unstemmed (Z)-1-(2,5-Dichloro-3-thien­yl)ethanone semicarbazone
title_short (Z)-1-(2,5-Dichloro-3-thien­yl)ethanone semicarbazone
title_sort (z)-1-(2,5-dichloro-3-thien­yl)ethanone semicarbazone
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977384/
https://www.ncbi.nlm.nih.gov/pubmed/21583552
http://dx.doi.org/10.1107/S1600536809026567
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