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2-[(1E)-({[(Benzyl­sulfan­yl)methane­thio­yl]amino}­imino)­meth­yl]-6-meth­oxy­phenol: crystal structure and Hirshfeld surface analysis

The title di­thio­carbazate ester, C(16)H(16)N(2)O(2)S(2), comprises two almost planar residues, i.e. the phenyl ring and the remaining 14 non-H atoms (r.m.s. deviation = 0.0410 Å). These are orientated perpendicularly, forming a dihedral angle of 82.72 (5)°. An intra­molecular hy­droxy-O—H⋯N(imine)...

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Autores principales: Yusof, Enis Nadia Md, Jotani, Mukesh M., Tiekink, Edward R. T., Ravoof, Thahira B. S. A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4910345/
https://www.ncbi.nlm.nih.gov/pubmed/27375879
http://dx.doi.org/10.1107/S2056989016004291
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author Yusof, Enis Nadia Md
Jotani, Mukesh M.
Tiekink, Edward R. T.
Ravoof, Thahira B. S. A.
author_facet Yusof, Enis Nadia Md
Jotani, Mukesh M.
Tiekink, Edward R. T.
Ravoof, Thahira B. S. A.
author_sort Yusof, Enis Nadia Md
collection PubMed
description The title di­thio­carbazate ester, C(16)H(16)N(2)O(2)S(2), comprises two almost planar residues, i.e. the phenyl ring and the remaining 14 non-H atoms (r.m.s. deviation = 0.0410 Å). These are orientated perpendicularly, forming a dihedral angle of 82.72 (5)°. An intra­molecular hy­droxy-O—H⋯N(imine) hydrogen bond, leading to an S(6) loop, is noted. An analysis of the geometric parameters is consistent with the mol­ecule existing as the thione tautomer, and the conformation about the C=N bond is E. The thione S and imine H atoms lie to the same side of the mol­ecule, facilitating the formation of inter­molecular N—H⋯S hydrogen bonds leading to eight-membered {⋯HNCS}(2) synthons in the crystal. These aggregates are connected by phenyl-C—H⋯O(hy­droxy) inter­actions into a supra­molecular layer in the bc plane; these stack with no directional inter­actions between them. An analysis of the Hirshfeld surface confirms the nature of the inter­molecular inter­actions.
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spelling pubmed-49103452016-07-01 2-[(1E)-({[(Benzyl­sulfan­yl)methane­thio­yl]amino}­imino)­meth­yl]-6-meth­oxy­phenol: crystal structure and Hirshfeld surface analysis Yusof, Enis Nadia Md Jotani, Mukesh M. Tiekink, Edward R. T. Ravoof, Thahira B. S. A. Acta Crystallogr E Crystallogr Commun Research Communications The title di­thio­carbazate ester, C(16)H(16)N(2)O(2)S(2), comprises two almost planar residues, i.e. the phenyl ring and the remaining 14 non-H atoms (r.m.s. deviation = 0.0410 Å). These are orientated perpendicularly, forming a dihedral angle of 82.72 (5)°. An intra­molecular hy­droxy-O—H⋯N(imine) hydrogen bond, leading to an S(6) loop, is noted. An analysis of the geometric parameters is consistent with the mol­ecule existing as the thione tautomer, and the conformation about the C=N bond is E. The thione S and imine H atoms lie to the same side of the mol­ecule, facilitating the formation of inter­molecular N—H⋯S hydrogen bonds leading to eight-membered {⋯HNCS}(2) synthons in the crystal. These aggregates are connected by phenyl-C—H⋯O(hy­droxy) inter­actions into a supra­molecular layer in the bc plane; these stack with no directional inter­actions between them. An analysis of the Hirshfeld surface confirms the nature of the inter­molecular inter­actions. International Union of Crystallography 2016-03-18 /pmc/articles/PMC4910345/ /pubmed/27375879 http://dx.doi.org/10.1107/S2056989016004291 Text en © Yusof 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
Yusof, Enis Nadia Md
Jotani, Mukesh M.
Tiekink, Edward R. T.
Ravoof, Thahira B. S. A.
2-[(1E)-({[(Benzyl­sulfan­yl)methane­thio­yl]amino}­imino)­meth­yl]-6-meth­oxy­phenol: crystal structure and Hirshfeld surface analysis
title 2-[(1E)-({[(Benzyl­sulfan­yl)methane­thio­yl]amino}­imino)­meth­yl]-6-meth­oxy­phenol: crystal structure and Hirshfeld surface analysis
title_full 2-[(1E)-({[(Benzyl­sulfan­yl)methane­thio­yl]amino}­imino)­meth­yl]-6-meth­oxy­phenol: crystal structure and Hirshfeld surface analysis
title_fullStr 2-[(1E)-({[(Benzyl­sulfan­yl)methane­thio­yl]amino}­imino)­meth­yl]-6-meth­oxy­phenol: crystal structure and Hirshfeld surface analysis
title_full_unstemmed 2-[(1E)-({[(Benzyl­sulfan­yl)methane­thio­yl]amino}­imino)­meth­yl]-6-meth­oxy­phenol: crystal structure and Hirshfeld surface analysis
title_short 2-[(1E)-({[(Benzyl­sulfan­yl)methane­thio­yl]amino}­imino)­meth­yl]-6-meth­oxy­phenol: crystal structure and Hirshfeld surface analysis
title_sort 2-[(1e)-({[(benzyl­sulfan­yl)methane­thio­yl]amino}­imino)­meth­yl]-6-meth­oxy­phenol: crystal structure and hirshfeld surface analysis
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4910345/
https://www.ncbi.nlm.nih.gov/pubmed/27375879
http://dx.doi.org/10.1107/S2056989016004291
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