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Crystal structure of 3-{[4-(2-meth­oxy­phen­yl)piperazin-1-yl]meth­yl}-5-(thio­phen-2-yl)-1,3,4-oxa­diazole-2(3H)-thione

The title compound, C(18)H(20)N(4)O(2)S(2), is a new 1,3,4-oxa­diazole and a key pharmacophore of several biologically active agents. It is composed of a meth­yl(thio­phen-2-yl)-1,3,4-oxa­diazole-2(3H)-thione moiety linked to a 2-meth­oxy­phenyl unit via a piperazine ring that has a chair conformati...

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Autores principales: Al-Alshaikh, Monirah A., Abuelizz, Hatem A., El-Emam, Ali A., Abdelbaky, Mohammed S. M., Garcia-Granda, Santiago
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4770969/
https://www.ncbi.nlm.nih.gov/pubmed/26958404
http://dx.doi.org/10.1107/S2056989016000992
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author Al-Alshaikh, Monirah A.
Abuelizz, Hatem A.
El-Emam, Ali A.
Abdelbaky, Mohammed S. M.
Garcia-Granda, Santiago
author_facet Al-Alshaikh, Monirah A.
Abuelizz, Hatem A.
El-Emam, Ali A.
Abdelbaky, Mohammed S. M.
Garcia-Granda, Santiago
author_sort Al-Alshaikh, Monirah A.
collection PubMed
description The title compound, C(18)H(20)N(4)O(2)S(2), is a new 1,3,4-oxa­diazole and a key pharmacophore of several biologically active agents. It is composed of a meth­yl(thio­phen-2-yl)-1,3,4-oxa­diazole-2(3H)-thione moiety linked to a 2-meth­oxy­phenyl unit via a piperazine ring that has a chair conformation. The thio­phene ring mean plane lies almost in the plane of the oxa­diazole ring, with a dihedral angle of 4.35 (9)°. The 2-meth­oxy­phenyl ring is almost normal to the oxa­diazole ring, with a dihedral angle of 84.17 (10)°. In the crystal, mol­ecules are linked by weak C—H⋯S hydrogen bonds and C—H⋯π inter­actions, forming layers parallel to the bc plane. The layers are linked via weak C—H⋯O hydrogen bonds and slipped parallel π–π inter­actions [inter­centroid distance = 3.6729 (10) Å], forming a three-dimensional structure. The thio­phene ring has an approximate 180° rotational disorder about the bridging C—C bond.
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spelling pubmed-47709692016-03-08 Crystal structure of 3-{[4-(2-meth­oxy­phen­yl)piperazin-1-yl]meth­yl}-5-(thio­phen-2-yl)-1,3,4-oxa­diazole-2(3H)-thione Al-Alshaikh, Monirah A. Abuelizz, Hatem A. El-Emam, Ali A. Abdelbaky, Mohammed S. M. Garcia-Granda, Santiago Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(18)H(20)N(4)O(2)S(2), is a new 1,3,4-oxa­diazole and a key pharmacophore of several biologically active agents. It is composed of a meth­yl(thio­phen-2-yl)-1,3,4-oxa­diazole-2(3H)-thione moiety linked to a 2-meth­oxy­phenyl unit via a piperazine ring that has a chair conformation. The thio­phene ring mean plane lies almost in the plane of the oxa­diazole ring, with a dihedral angle of 4.35 (9)°. The 2-meth­oxy­phenyl ring is almost normal to the oxa­diazole ring, with a dihedral angle of 84.17 (10)°. In the crystal, mol­ecules are linked by weak C—H⋯S hydrogen bonds and C—H⋯π inter­actions, forming layers parallel to the bc plane. The layers are linked via weak C—H⋯O hydrogen bonds and slipped parallel π–π inter­actions [inter­centroid distance = 3.6729 (10) Å], forming a three-dimensional structure. The thio­phene ring has an approximate 180° rotational disorder about the bridging C—C bond. International Union of Crystallography 2016-01-30 /pmc/articles/PMC4770969/ /pubmed/26958404 http://dx.doi.org/10.1107/S2056989016000992 Text en © Al-Alshaikh et al. 2016 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 Research Communications
Al-Alshaikh, Monirah A.
Abuelizz, Hatem A.
El-Emam, Ali A.
Abdelbaky, Mohammed S. M.
Garcia-Granda, Santiago
Crystal structure of 3-{[4-(2-meth­oxy­phen­yl)piperazin-1-yl]meth­yl}-5-(thio­phen-2-yl)-1,3,4-oxa­diazole-2(3H)-thione
title Crystal structure of 3-{[4-(2-meth­oxy­phen­yl)piperazin-1-yl]meth­yl}-5-(thio­phen-2-yl)-1,3,4-oxa­diazole-2(3H)-thione
title_full Crystal structure of 3-{[4-(2-meth­oxy­phen­yl)piperazin-1-yl]meth­yl}-5-(thio­phen-2-yl)-1,3,4-oxa­diazole-2(3H)-thione
title_fullStr Crystal structure of 3-{[4-(2-meth­oxy­phen­yl)piperazin-1-yl]meth­yl}-5-(thio­phen-2-yl)-1,3,4-oxa­diazole-2(3H)-thione
title_full_unstemmed Crystal structure of 3-{[4-(2-meth­oxy­phen­yl)piperazin-1-yl]meth­yl}-5-(thio­phen-2-yl)-1,3,4-oxa­diazole-2(3H)-thione
title_short Crystal structure of 3-{[4-(2-meth­oxy­phen­yl)piperazin-1-yl]meth­yl}-5-(thio­phen-2-yl)-1,3,4-oxa­diazole-2(3H)-thione
title_sort crystal structure of 3-{[4-(2-meth­oxy­phen­yl)piperazin-1-yl]meth­yl}-5-(thio­phen-2-yl)-1,3,4-oxa­diazole-2(3h)-thione
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4770969/
https://www.ncbi.nlm.nih.gov/pubmed/26958404
http://dx.doi.org/10.1107/S2056989016000992
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