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3-Benzoyl-1-(2-meth­oxy­phen­yl)thio­urea

In the title compound, C(15)H(14)N(2)O(2)S, the central C(2)N(2)OS moiety is planar (r.m.s. deviation of fitted atoms = 0.0336 Å). This is ascribed to the formation of an S(6) loop stabilized by an intra­molecular N—H⋯O hydrogen bond; additional intramolecular N—H⋯O and C—H⋯S contacts are also noted...

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Autores principales: Selvakumaran, N., Sheeba, M. Mary, Karvembu, R., Ng, Seik Weng, Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588812/
https://www.ncbi.nlm.nih.gov/pubmed/23468777
http://dx.doi.org/10.1107/S160053681204456X
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author Selvakumaran, N.
Sheeba, M. Mary
Karvembu, R.
Ng, Seik Weng
Tiekink, Edward R. T.
author_facet Selvakumaran, N.
Sheeba, M. Mary
Karvembu, R.
Ng, Seik Weng
Tiekink, Edward R. T.
author_sort Selvakumaran, N.
collection PubMed
description In the title compound, C(15)H(14)N(2)O(2)S, the central C(2)N(2)OS moiety is planar (r.m.s. deviation of fitted atoms = 0.0336 Å). This is ascribed to the formation of an S(6) loop stabilized by an intra­molecular N—H⋯O hydrogen bond; additional intramolecular N—H⋯O and C—H⋯S contacts are also noted. The dihedral angles between the central unit and the phenyl and benzene rings are 23.79 (7) and 29.52 (5)°, respectively. The thione S and ketone O atoms are mutually anti, as are the N—H H atoms; the O atoms lie to the same side of the mol­ecule. Centrosymmetric eight-membered {⋯HNC=S}(2) synthons feature in the crystal packing. The resulting inversion dimers stack along the a axis and are connected into a three-dimensional structure by C—H⋯O and C—H⋯π inter­actions.
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spelling pubmed-35888122013-03-06 3-Benzoyl-1-(2-meth­oxy­phen­yl)thio­urea Selvakumaran, N. Sheeba, M. Mary Karvembu, R. Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(15)H(14)N(2)O(2)S, the central C(2)N(2)OS moiety is planar (r.m.s. deviation of fitted atoms = 0.0336 Å). This is ascribed to the formation of an S(6) loop stabilized by an intra­molecular N—H⋯O hydrogen bond; additional intramolecular N—H⋯O and C—H⋯S contacts are also noted. The dihedral angles between the central unit and the phenyl and benzene rings are 23.79 (7) and 29.52 (5)°, respectively. The thione S and ketone O atoms are mutually anti, as are the N—H H atoms; the O atoms lie to the same side of the mol­ecule. Centrosymmetric eight-membered {⋯HNC=S}(2) synthons feature in the crystal packing. The resulting inversion dimers stack along the a axis and are connected into a three-dimensional structure by C—H⋯O and C—H⋯π inter­actions. International Union of Crystallography 2012-11-03 /pmc/articles/PMC3588812/ /pubmed/23468777 http://dx.doi.org/10.1107/S160053681204456X Text en © Selvakumaran et al. 2012 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
Selvakumaran, N.
Sheeba, M. Mary
Karvembu, R.
Ng, Seik Weng
Tiekink, Edward R. T.
3-Benzoyl-1-(2-meth­oxy­phen­yl)thio­urea
title 3-Benzoyl-1-(2-meth­oxy­phen­yl)thio­urea
title_full 3-Benzoyl-1-(2-meth­oxy­phen­yl)thio­urea
title_fullStr 3-Benzoyl-1-(2-meth­oxy­phen­yl)thio­urea
title_full_unstemmed 3-Benzoyl-1-(2-meth­oxy­phen­yl)thio­urea
title_short 3-Benzoyl-1-(2-meth­oxy­phen­yl)thio­urea
title_sort 3-benzoyl-1-(2-meth­oxy­phen­yl)thio­urea
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588812/
https://www.ncbi.nlm.nih.gov/pubmed/23468777
http://dx.doi.org/10.1107/S160053681204456X
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