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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...

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Autores principales: El-Azab, Adel S., Abdel-Aziz, Alaa A.-M., Al-Swaidan, Ibrahim A., 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/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.
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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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AT ngseikweng adamantan1ylphenylsulfanylmethanone
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