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5-[(E)-(2-Hy­droxy­benzyl­idene)amino]-1H-1,3-benzimidazole-2(3H)-thione

There are two mol­ecules in the asymmetric unit of the title compound, C(14)H(11)N(3)OS. In each, the benzimidazole ring system is essentially planar, with maximum deviations of 0.010 (2) and 0.006 (2) Å, and makes dihedral angles of 8.70 (9) and 13.75 (8)°, respectively, with the hy­droxy-substitut...

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Autores principales: Tabassum, Zishan, Sulaiman, Othman, Afzal, Mohd., Hemamalini, Madhukar, Fun, Hoong-Kun
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050258/
https://www.ncbi.nlm.nih.gov/pubmed/21522653
http://dx.doi.org/10.1107/S160053681005172X
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author Tabassum, Zishan
Sulaiman, Othman
Afzal, Mohd.
Hemamalini, Madhukar
Fun, Hoong-Kun
author_facet Tabassum, Zishan
Sulaiman, Othman
Afzal, Mohd.
Hemamalini, Madhukar
Fun, Hoong-Kun
author_sort Tabassum, Zishan
collection PubMed
description There are two mol­ecules in the asymmetric unit of the title compound, C(14)H(11)N(3)OS. In each, the benzimidazole ring system is essentially planar, with maximum deviations of 0.010 (2) and 0.006 (2) Å, and makes dihedral angles of 8.70 (9) and 13.75 (8)°, respectively, with the hy­droxy-substituted benzene rings. Each mol­ecule adopts an E configuration about the central C=N double bond. In the crystal, the two independent mol­ecules are connected via inter­molecular N—H⋯S hydrogen bonds, forming dimers. Furthermore, the dimers are connected by N—H⋯O hydrogen bonds into mol­ecular ribbons along the c axis. There is an intra­molecular O—H⋯N hydrogen bond in each mol­ecule, which generates an S(6) ring motif.
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spelling pubmed-30502582011-04-26 5-[(E)-(2-Hy­droxy­benzyl­idene)amino]-1H-1,3-benzimidazole-2(3H)-thione Tabassum, Zishan Sulaiman, Othman Afzal, Mohd. Hemamalini, Madhukar Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers There are two mol­ecules in the asymmetric unit of the title compound, C(14)H(11)N(3)OS. In each, the benzimidazole ring system is essentially planar, with maximum deviations of 0.010 (2) and 0.006 (2) Å, and makes dihedral angles of 8.70 (9) and 13.75 (8)°, respectively, with the hy­droxy-substituted benzene rings. Each mol­ecule adopts an E configuration about the central C=N double bond. In the crystal, the two independent mol­ecules are connected via inter­molecular N—H⋯S hydrogen bonds, forming dimers. Furthermore, the dimers are connected by N—H⋯O hydrogen bonds into mol­ecular ribbons along the c axis. There is an intra­molecular O—H⋯N hydrogen bond in each mol­ecule, which generates an S(6) ring motif. International Union of Crystallography 2010-12-18 /pmc/articles/PMC3050258/ /pubmed/21522653 http://dx.doi.org/10.1107/S160053681005172X Text en © Tabassum et al. 2011 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
Tabassum, Zishan
Sulaiman, Othman
Afzal, Mohd.
Hemamalini, Madhukar
Fun, Hoong-Kun
5-[(E)-(2-Hy­droxy­benzyl­idene)amino]-1H-1,3-benzimidazole-2(3H)-thione
title 5-[(E)-(2-Hy­droxy­benzyl­idene)amino]-1H-1,3-benzimidazole-2(3H)-thione
title_full 5-[(E)-(2-Hy­droxy­benzyl­idene)amino]-1H-1,3-benzimidazole-2(3H)-thione
title_fullStr 5-[(E)-(2-Hy­droxy­benzyl­idene)amino]-1H-1,3-benzimidazole-2(3H)-thione
title_full_unstemmed 5-[(E)-(2-Hy­droxy­benzyl­idene)amino]-1H-1,3-benzimidazole-2(3H)-thione
title_short 5-[(E)-(2-Hy­droxy­benzyl­idene)amino]-1H-1,3-benzimidazole-2(3H)-thione
title_sort 5-[(e)-(2-hy­droxy­benzyl­idene)amino]-1h-1,3-benzimidazole-2(3h)-thione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3050258/
https://www.ncbi.nlm.nih.gov/pubmed/21522653
http://dx.doi.org/10.1107/S160053681005172X
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