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Crystal structure of 3-[(4-benzyl­piperazin-1-yl)meth­yl]-5-(thio­phen-2-yl)-2,3-di­hydro-1,3,4-oxa­diazole-2-thione

The title 1,3,4-oxa­diazole-2-thione derivative, C(18)H(20)N(4)OS(2), crystallized with two independent mol­ecules (A and B) in the asymmetric unit. The 2-thienyl rings in both mol­ecules are rotationally disordered over two orientations by approximately 180° about the single C—C bond that connects...

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Autores principales: Al-Omary, Fatmah A. M., El-Emam, Ali A., Ghabbour, Hazem A., Chidan Kumar, C. S., Quah, Ching Kheng, Fun, Hoong-Kun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4350721/
https://www.ncbi.nlm.nih.gov/pubmed/25844234
http://dx.doi.org/10.1107/S2056989015002273
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author Al-Omary, Fatmah A. M.
El-Emam, Ali A.
Ghabbour, Hazem A.
Chidan Kumar, C. S.
Quah, Ching Kheng
Fun, Hoong-Kun
author_facet Al-Omary, Fatmah A. M.
El-Emam, Ali A.
Ghabbour, Hazem A.
Chidan Kumar, C. S.
Quah, Ching Kheng
Fun, Hoong-Kun
author_sort Al-Omary, Fatmah A. M.
collection PubMed
description The title 1,3,4-oxa­diazole-2-thione derivative, C(18)H(20)N(4)OS(2), crystallized with two independent mol­ecules (A and B) in the asymmetric unit. The 2-thienyl rings in both mol­ecules are rotationally disordered over two orientations by approximately 180° about the single C—C bond that connects it to the oxa­diazole thione ring; the ratios of site occupancies for the major and minor components were fixed in the structure refinement at 0.8:0.2 and 0.9:0.1 in mol­ecules A and B, respectively. The 1,3,4-oxa­diazole-2-thione ring forms dihedral angles of 7.71 (16), 10.0 (11) and 77.50 (12)° (mol­ecule A), and 6.5 (3), 6.0 (9) and 55.30 (12)° (mol­ecule B) with the major and minor parts of the disordered thio­phene ring and the mean plane of the adjacent piperazine ring, respectively, resulting in approximately V-shaped conformations for the mol­ecules. The piperazine ring in both mol­ecules adopts a chair conformation. The terminal benzene ring is inclined towards the mean plane of the piperazine ring with N—C—C—C torsion angles of −58.2 (3) and −66.2 (3)° in mol­ecules A and B, respectively. In the crystal, no inter­molecular hydrogen bonds are observed. The crystal packing features short S⋯S contacts [3.4792 (9) Å] and π–π inter­actions [3.661 (3), 3.664 (11) and 3.5727 (10) Å], producing a three-dimensional network.
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spelling pubmed-43507212015-04-03 Crystal structure of 3-[(4-benzyl­piperazin-1-yl)meth­yl]-5-(thio­phen-2-yl)-2,3-di­hydro-1,3,4-oxa­diazole-2-thione Al-Omary, Fatmah A. M. El-Emam, Ali A. Ghabbour, Hazem A. Chidan Kumar, C. S. Quah, Ching Kheng Fun, Hoong-Kun Acta Crystallogr E Crystallogr Commun Data Reports The title 1,3,4-oxa­diazole-2-thione derivative, C(18)H(20)N(4)OS(2), crystallized with two independent mol­ecules (A and B) in the asymmetric unit. The 2-thienyl rings in both mol­ecules are rotationally disordered over two orientations by approximately 180° about the single C—C bond that connects it to the oxa­diazole thione ring; the ratios of site occupancies for the major and minor components were fixed in the structure refinement at 0.8:0.2 and 0.9:0.1 in mol­ecules A and B, respectively. The 1,3,4-oxa­diazole-2-thione ring forms dihedral angles of 7.71 (16), 10.0 (11) and 77.50 (12)° (mol­ecule A), and 6.5 (3), 6.0 (9) and 55.30 (12)° (mol­ecule B) with the major and minor parts of the disordered thio­phene ring and the mean plane of the adjacent piperazine ring, respectively, resulting in approximately V-shaped conformations for the mol­ecules. The piperazine ring in both mol­ecules adopts a chair conformation. The terminal benzene ring is inclined towards the mean plane of the piperazine ring with N—C—C—C torsion angles of −58.2 (3) and −66.2 (3)° in mol­ecules A and B, respectively. In the crystal, no inter­molecular hydrogen bonds are observed. The crystal packing features short S⋯S contacts [3.4792 (9) Å] and π–π inter­actions [3.661 (3), 3.664 (11) and 3.5727 (10) Å], producing a three-dimensional network. International Union of Crystallography 2015-02-13 /pmc/articles/PMC4350721/ /pubmed/25844234 http://dx.doi.org/10.1107/S2056989015002273 Text en © Al-Omary 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
Al-Omary, Fatmah A. M.
El-Emam, Ali A.
Ghabbour, Hazem A.
Chidan Kumar, C. S.
Quah, Ching Kheng
Fun, Hoong-Kun
Crystal structure of 3-[(4-benzyl­piperazin-1-yl)meth­yl]-5-(thio­phen-2-yl)-2,3-di­hydro-1,3,4-oxa­diazole-2-thione
title Crystal structure of 3-[(4-benzyl­piperazin-1-yl)meth­yl]-5-(thio­phen-2-yl)-2,3-di­hydro-1,3,4-oxa­diazole-2-thione
title_full Crystal structure of 3-[(4-benzyl­piperazin-1-yl)meth­yl]-5-(thio­phen-2-yl)-2,3-di­hydro-1,3,4-oxa­diazole-2-thione
title_fullStr Crystal structure of 3-[(4-benzyl­piperazin-1-yl)meth­yl]-5-(thio­phen-2-yl)-2,3-di­hydro-1,3,4-oxa­diazole-2-thione
title_full_unstemmed Crystal structure of 3-[(4-benzyl­piperazin-1-yl)meth­yl]-5-(thio­phen-2-yl)-2,3-di­hydro-1,3,4-oxa­diazole-2-thione
title_short Crystal structure of 3-[(4-benzyl­piperazin-1-yl)meth­yl]-5-(thio­phen-2-yl)-2,3-di­hydro-1,3,4-oxa­diazole-2-thione
title_sort crystal structure of 3-[(4-benzyl­piperazin-1-yl)meth­yl]-5-(thio­phen-2-yl)-2,3-di­hydro-1,3,4-oxa­diazole-2-thione
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4350721/
https://www.ncbi.nlm.nih.gov/pubmed/25844234
http://dx.doi.org/10.1107/S2056989015002273
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