Crystal structure of 2-[(1R,2R,4aS,8aS)-2-hy­droxy-2,5,5,8a-tetra­methyl­deca­hydro­naphthalen-1-yl]-N-(o-tol­yl)acetamide

The title compound, C(23)H(35)NO(2), is an amide derivative of the lactone (+)-sclareolide, and was synthesized from natural sclareol. In the mol­ecular structure, the two six-membered rings (A and B) of the labdane skeleton are trans-fused, and adopt chair conformations. There is an intra­molecular...

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Autores principales: Li, Dang-Dang, Shi, Xin-Wei, Lu, Qiang-Qiang, Li, Sheng-Kun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Data Reports
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4647428/
https://www.ncbi.nlm.nih.gov/pubmed/26594480
http://dx.doi.org/10.1107/S2056989015017600
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author Li, Dang-Dang
Shi, Xin-Wei
Lu, Qiang-Qiang
Li, Sheng-Kun
author_facet Li, Dang-Dang
Shi, Xin-Wei
Lu, Qiang-Qiang
Li, Sheng-Kun
author_sort Li, Dang-Dang
collection PubMed
description The title compound, C(23)H(35)NO(2), is an amide derivative of the lactone (+)-sclareolide, and was synthesized from natural sclareol. In the mol­ecular structure, the two six-membered rings (A and B) of the labdane skeleton are trans-fused, and adopt chair conformations. There is an intra­molecular N—H⋯O hydrogen bond present forming an S(7) ring motif. In the crystal, O—H⋯O hydrogen bonds link the mol­ecules into helical chains propagating along the b-axis direction. The chains are linked via C—H⋯π inter­actions, forming a three-dimensional structure.
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spelling pubmed-46474282015-11-20 Crystal structure of 2-[(1R,2R,4aS,8aS)-2-hy­droxy-2,5,5,8a-tetra­methyl­deca­hydro­naphthalen-1-yl]-N-(o-tol­yl)acetamide Li, Dang-Dang Shi, Xin-Wei Lu, Qiang-Qiang Li, Sheng-Kun Acta Crystallogr E Crystallogr Commun Data Reports The title compound, C(23)H(35)NO(2), is an amide derivative of the lactone (+)-sclareolide, and was synthesized from natural sclareol. In the mol­ecular structure, the two six-membered rings (A and B) of the labdane skeleton are trans-fused, and adopt chair conformations. There is an intra­molecular N—H⋯O hydrogen bond present forming an S(7) ring motif. In the crystal, O—H⋯O hydrogen bonds link the mol­ecules into helical chains propagating along the b-axis direction. The chains are linked via C—H⋯π inter­actions, forming a three-dimensional structure. International Union of Crystallography 2015-09-26 /pmc/articles/PMC4647428/ /pubmed/26594480 http://dx.doi.org/10.1107/S2056989015017600 Text en © Li 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
Li, Dang-Dang
Shi, Xin-Wei
Lu, Qiang-Qiang
Li, Sheng-Kun
Crystal structure of 2-[(1R,2R,4aS,8aS)-2-hy­droxy-2,5,5,8a-tetra­methyl­deca­hydro­naphthalen-1-yl]-N-(o-tol­yl)acetamide
title Crystal structure of 2-[(1R,2R,4aS,8aS)-2-hy­droxy-2,5,5,8a-tetra­methyl­deca­hydro­naphthalen-1-yl]-N-(o-tol­yl)acetamide
title_full Crystal structure of 2-[(1R,2R,4aS,8aS)-2-hy­droxy-2,5,5,8a-tetra­methyl­deca­hydro­naphthalen-1-yl]-N-(o-tol­yl)acetamide
title_fullStr Crystal structure of 2-[(1R,2R,4aS,8aS)-2-hy­droxy-2,5,5,8a-tetra­methyl­deca­hydro­naphthalen-1-yl]-N-(o-tol­yl)acetamide
title_full_unstemmed Crystal structure of 2-[(1R,2R,4aS,8aS)-2-hy­droxy-2,5,5,8a-tetra­methyl­deca­hydro­naphthalen-1-yl]-N-(o-tol­yl)acetamide
title_short Crystal structure of 2-[(1R,2R,4aS,8aS)-2-hy­droxy-2,5,5,8a-tetra­methyl­deca­hydro­naphthalen-1-yl]-N-(o-tol­yl)acetamide
title_sort crystal structure of 2-[(1r,2r,4as,8as)-2-hy­droxy-2,5,5,8a-tetra­methyl­deca­hydro­naphthalen-1-yl]-n-(o-tol­yl)acetamide
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4647428/
https://www.ncbi.nlm.nih.gov/pubmed/26594480
http://dx.doi.org/10.1107/S2056989015017600
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