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(Adamantan-1-yl)(phenylsulfanyl)methanone
Two independent molecules (A and B) comprises the asymmetric unit of the title ester, C(17)H(20)OS. The phenyl ring is inclined with respect to the thiocarboxyl group, forming dihedral angles of 58.95 (6) (in molecule A) and 62.28 (6)° (in molecule B). In each independent molecule, one adamanty...
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/PMC3393917/ https://www.ncbi.nlm.nih.gov/pubmed/22798782 http://dx.doi.org/10.1107/S1600536812026116 |
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author | El-Azab, Adel S. Abdel-Aziz, Alaa A.-M. Al-Swaidan, Ibrahim A. Ng, Seik Weng Tiekink, Edward R. T. |
author_facet | El-Azab, Adel S. Abdel-Aziz, Alaa A.-M. Al-Swaidan, Ibrahim A. Ng, Seik Weng Tiekink, Edward R. T. |
author_sort | El-Azab, Adel S. |
collection | PubMed |
description | Two independent molecules (A and B) comprises the asymmetric unit of the title ester, C(17)H(20)OS. The phenyl ring is inclined with respect to the thiocarboxyl group, forming dihedral angles of 58.95 (6) (in molecule A) and 62.28 (6)° (in molecule B). In each independent molecule, one adamantyl methylene C atom is nearly coplanar with the thiocarboxyl group. The major difference between molecules A and B relates to the relationship between the S atom and the coplanar adamantyl methylene C atom [C(a)—C(q)—C(c)—S torsion angles = 178.25 (8) and 6.81 (13)°, respectively; C(a) = adamantyl methylene C atom, C(q) = quaternary C atom and C(c) = carbonyl C atom], whereby the S atom in molecule A has an anti relationship with the methylene C atom and in molecule B, the S atom is syn. In the crystal, C—H⋯π interactions are formed leading to supramolecular layers in the ac plane. |
format | Online Article Text |
id | pubmed-3393917 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33939172012-07-13 (Adamantan-1-yl)(phenylsulfanyl)methanone El-Azab, Adel S. Abdel-Aziz, Alaa A.-M. Al-Swaidan, Ibrahim A. Ng, Seik Weng Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers Two independent molecules (A and B) comprises the asymmetric unit of the title ester, C(17)H(20)OS. The phenyl ring is inclined with respect to the thiocarboxyl group, forming dihedral angles of 58.95 (6) (in molecule A) and 62.28 (6)° (in molecule B). In each independent molecule, one adamantyl methylene C atom is nearly coplanar with the thiocarboxyl group. The major difference between molecules A and B relates to the relationship between the S atom and the coplanar adamantyl methylene C atom [C(a)—C(q)—C(c)—S torsion angles = 178.25 (8) and 6.81 (13)°, respectively; C(a) = adamantyl methylene C atom, C(q) = quaternary C atom and C(c) = carbonyl C atom], whereby the S atom in molecule A has an anti relationship with the methylene C atom and in molecule B, the S atom is syn. In the crystal, C—H⋯π interactions are formed leading to supramolecular layers in the ac plane. International Union of Crystallography 2012-06-16 /pmc/articles/PMC3393917/ /pubmed/22798782 http://dx.doi.org/10.1107/S1600536812026116 Text en © El-Azab 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 El-Azab, Adel S. Abdel-Aziz, Alaa A.-M. Al-Swaidan, Ibrahim A. Ng, Seik Weng Tiekink, Edward R. T. (Adamantan-1-yl)(phenylsulfanyl)methanone |
title | (Adamantan-1-yl)(phenylsulfanyl)methanone |
title_full | (Adamantan-1-yl)(phenylsulfanyl)methanone |
title_fullStr | (Adamantan-1-yl)(phenylsulfanyl)methanone |
title_full_unstemmed | (Adamantan-1-yl)(phenylsulfanyl)methanone |
title_short | (Adamantan-1-yl)(phenylsulfanyl)methanone |
title_sort | (adamantan-1-yl)(phenylsulfanyl)methanone |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3393917/ https://www.ncbi.nlm.nih.gov/pubmed/22798782 http://dx.doi.org/10.1107/S1600536812026116 |
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