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The crystal structure of 1-(2-hydroxy-5-methoxyphenyl)ethanone 4,4-dimethylthiosemicarbazone
The asymmetric unit of the title compound, C(12)H(17)N(3)O(2)S, contains two independent molecules, A and B. Both molecules are nearly planar with the dihedral angle between the mean planes of the thioamide group and benzene ring being 7.5 (1)° in A and 4.3 (2)° in B. In each molecule, the hydr...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645029/ https://www.ncbi.nlm.nih.gov/pubmed/26594539 http://dx.doi.org/10.1107/S2056989015018228 |
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author | Anderson, Brian J. Freedman, Michael B. Smolenski, Victoria A. Jasinski, Jerry P. |
author_facet | Anderson, Brian J. Freedman, Michael B. Smolenski, Victoria A. Jasinski, Jerry P. |
author_sort | Anderson, Brian J. |
collection | PubMed |
description | The asymmetric unit of the title compound, C(12)H(17)N(3)O(2)S, contains two independent molecules, A and B. Both molecules are nearly planar with the dihedral angle between the mean planes of the thioamide group and benzene ring being 7.5 (1)° in A and 4.3 (2)° in B. In each molecule, the hydroxy group participates in intramolecular O—H⋯N hydrogen bonding, while the amino H atom is not involved in hydrogen bonding because of the steric hinderence caused by two neighboring methyl groups. In the crystal, the individual molecules are linked by weak C—H⋯O hydrogen bonds, forming A–A and B–B inversion dimers. The dimers are linked via C—H⋯π interactions which help stabilize the packing. |
format | Online Article Text |
id | pubmed-4645029 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-46450292015-11-20 The crystal structure of 1-(2-hydroxy-5-methoxyphenyl)ethanone 4,4-dimethylthiosemicarbazone Anderson, Brian J. Freedman, Michael B. Smolenski, Victoria A. Jasinski, Jerry P. Acta Crystallogr E Crystallogr Commun Data Reports The asymmetric unit of the title compound, C(12)H(17)N(3)O(2)S, contains two independent molecules, A and B. Both molecules are nearly planar with the dihedral angle between the mean planes of the thioamide group and benzene ring being 7.5 (1)° in A and 4.3 (2)° in B. In each molecule, the hydroxy group participates in intramolecular O—H⋯N hydrogen bonding, while the amino H atom is not involved in hydrogen bonding because of the steric hinderence caused by two neighboring methyl groups. In the crystal, the individual molecules are linked by weak C—H⋯O hydrogen bonds, forming A–A and B–B inversion dimers. The dimers are linked via C—H⋯π interactions which help stabilize the packing. International Union of Crystallography 2015-10-03 /pmc/articles/PMC4645029/ /pubmed/26594539 http://dx.doi.org/10.1107/S2056989015018228 Text en © Anderson et al. 2015 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 | Data Reports Anderson, Brian J. Freedman, Michael B. Smolenski, Victoria A. Jasinski, Jerry P. The crystal structure of 1-(2-hydroxy-5-methoxyphenyl)ethanone 4,4-dimethylthiosemicarbazone |
title | The crystal structure of 1-(2-hydroxy-5-methoxyphenyl)ethanone 4,4-dimethylthiosemicarbazone |
title_full | The crystal structure of 1-(2-hydroxy-5-methoxyphenyl)ethanone 4,4-dimethylthiosemicarbazone |
title_fullStr | The crystal structure of 1-(2-hydroxy-5-methoxyphenyl)ethanone 4,4-dimethylthiosemicarbazone |
title_full_unstemmed | The crystal structure of 1-(2-hydroxy-5-methoxyphenyl)ethanone 4,4-dimethylthiosemicarbazone |
title_short | The crystal structure of 1-(2-hydroxy-5-methoxyphenyl)ethanone 4,4-dimethylthiosemicarbazone |
title_sort | crystal structure of 1-(2-hydroxy-5-methoxyphenyl)ethanone 4,4-dimethylthiosemicarbazone |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645029/ https://www.ncbi.nlm.nih.gov/pubmed/26594539 http://dx.doi.org/10.1107/S2056989015018228 |
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