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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;...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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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]. |
format | Online Article Text |
id | pubmed-3344575 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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