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1-{(E)-[4-(4-Meth­oxy­phen­yl)butan-2-yl­idene]amino}-3-methyl­thio­urea

Two independent mol­ecules comprise the asymmetric unit of the title compound, C(13)H(19)N(3)OS, which differ in the conformations of the residues linking the thio­urea and the terminal benzene ring, as manifested in the C(m)—C(m)—C(a)—C(a) torsion angles [78.03 (16) and −93.64 (16)°, respectively;...

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Autores principales: Tan, Ming-Yueh, Ravoof, Thahira Begum S. A., Tahir, Mohamed Ibrahim Mohamed, Crouse, Karen A., 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/PMC3344575/
https://www.ncbi.nlm.nih.gov/pubmed/22590337
http://dx.doi.org/10.1107/S160053681201611X
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author Tan, Ming-Yueh
Ravoof, Thahira Begum S. A.
Tahir, Mohamed Ibrahim Mohamed
Crouse, Karen A.
Tiekink, Edward R. T.
author_facet Tan, Ming-Yueh
Ravoof, Thahira Begum S. A.
Tahir, Mohamed Ibrahim Mohamed
Crouse, Karen A.
Tiekink, Edward R. T.
author_sort Tan, Ming-Yueh
collection PubMed
description Two independent mol­ecules comprise the asymmetric unit of the title compound, C(13)H(19)N(3)OS, which differ in the conformations of the residues linking the thio­urea and the terminal benzene ring, as manifested in the C(m)—C(m)—C(a)—C(a) torsion angles [78.03 (16) and −93.64 (16)°, respectively; m = methyl­ene and a = aromatic]. The dihedral angles [84.40 (4) and 88.28 (5)°] formed between the thio­urea residue and the benzene ring indicate an almost orthogonal relationship. In each thio­urea residue, the N—H hydrogen atoms are anti, and the terminal N—H hydrogen atom forms an intra­molecular N—H⋯N hydrogen bond with the imine-N atom. In each case, the conformation about the imine C=N double bond [1.2812 (17) and 1.2801 (17) Å] is E. In the crystal, the mol­ecules are connected by N—H⋯S hydrogen bonds and these are connected into four mol­ecule aggregates via N—H⋯O hydrogen bonds, which are assembled into a two-dimensional array parallel to (011) via C—H⋯π and π–π inter­actions [ring centroid–centroid distance = 3.8344 (9) Å].
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spelling pubmed-33445752012-05-15 1-{(E)-[4-(4-Meth­oxy­phen­yl)butan-2-yl­idene]amino}-3-methyl­thio­urea Tan, Ming-Yueh Ravoof, Thahira Begum S. A. Tahir, Mohamed Ibrahim Mohamed Crouse, Karen A. Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers Two independent mol­ecules comprise the asymmetric unit of the title compound, C(13)H(19)N(3)OS, which differ in the conformations of the residues linking the thio­urea and the terminal benzene ring, as manifested in the C(m)—C(m)—C(a)—C(a) torsion angles [78.03 (16) and −93.64 (16)°, respectively; m = methyl­ene and a = aromatic]. The dihedral angles [84.40 (4) and 88.28 (5)°] formed between the thio­urea residue and the benzene ring indicate an almost orthogonal relationship. In each thio­urea residue, the N—H hydrogen atoms are anti, and the terminal N—H hydrogen atom forms an intra­molecular N—H⋯N hydrogen bond with the imine-N atom. In each case, the conformation about the imine C=N double bond [1.2812 (17) and 1.2801 (17) Å] is E. In the crystal, the mol­ecules are connected by N—H⋯S hydrogen bonds and these are connected into four mol­ecule aggregates via N—H⋯O hydrogen bonds, which are assembled into a two-dimensional array parallel to (011) via C—H⋯π and π–π inter­actions [ring centroid–centroid distance = 3.8344 (9) Å]. International Union of Crystallography 2012-04-21 /pmc/articles/PMC3344575/ /pubmed/22590337 http://dx.doi.org/10.1107/S160053681201611X Text en © Tan 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
Tan, Ming-Yueh
Ravoof, Thahira Begum S. A.
Tahir, Mohamed Ibrahim Mohamed
Crouse, Karen A.
Tiekink, Edward R. T.
1-{(E)-[4-(4-Meth­oxy­phen­yl)butan-2-yl­idene]amino}-3-methyl­thio­urea
title 1-{(E)-[4-(4-Meth­oxy­phen­yl)butan-2-yl­idene]amino}-3-methyl­thio­urea
title_full 1-{(E)-[4-(4-Meth­oxy­phen­yl)butan-2-yl­idene]amino}-3-methyl­thio­urea
title_fullStr 1-{(E)-[4-(4-Meth­oxy­phen­yl)butan-2-yl­idene]amino}-3-methyl­thio­urea
title_full_unstemmed 1-{(E)-[4-(4-Meth­oxy­phen­yl)butan-2-yl­idene]amino}-3-methyl­thio­urea
title_short 1-{(E)-[4-(4-Meth­oxy­phen­yl)butan-2-yl­idene]amino}-3-methyl­thio­urea
title_sort 1-{(e)-[4-(4-meth­oxy­phen­yl)butan-2-yl­idene]amino}-3-methyl­thio­urea
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3344575/
https://www.ncbi.nlm.nih.gov/pubmed/22590337
http://dx.doi.org/10.1107/S160053681201611X
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