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N-Cinnamoyl-l-phenylalanine methyl ester
As part of an ongoing investigation into the development of N-substituted amino acids as building blocks for dynamic combinatorial chemistry, we report the structure of the title compound, C(19)H(19)NO(3). This compound crystallizes as discrete molecules. The cinnamoyl group is non-planar, with the...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2007
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2915208/ https://www.ncbi.nlm.nih.gov/pubmed/21200703 http://dx.doi.org/10.1107/S1600536807055973 |
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author | Bornaghi, Laurent F. Poulsen, Sally-Ann Healy, Peter C. White, Alan R. |
author_facet | Bornaghi, Laurent F. Poulsen, Sally-Ann Healy, Peter C. White, Alan R. |
author_sort | Bornaghi, Laurent F. |
collection | PubMed |
description | As part of an ongoing investigation into the development of N-substituted amino acids as building blocks for dynamic combinatorial chemistry, we report the structure of the title compound, C(19)H(19)NO(3). This compound crystallizes as discrete molecules. The cinnamoyl group is non-planar, with the phenyl ring and the amide twisted out of the ethylene plane. The benzyl and ester groups lie above and below the amide plane. The molecules stack along the crystallographic c axis, connecting through C(4) chains of N—H⋯O hydrogen bonds, with the extended structure stabilized by C—H⋯O interactions and π–π interactions [centroid-to-centroid distances 3.547 (8) and 3.536 (8) Å]. |
format | Text |
id | pubmed-2915208 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2007 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29152082010-12-30 N-Cinnamoyl-l-phenylalanine methyl ester Bornaghi, Laurent F. Poulsen, Sally-Ann Healy, Peter C. White, Alan R. Acta Crystallogr Sect E Struct Rep Online Organic Papers As part of an ongoing investigation into the development of N-substituted amino acids as building blocks for dynamic combinatorial chemistry, we report the structure of the title compound, C(19)H(19)NO(3). This compound crystallizes as discrete molecules. The cinnamoyl group is non-planar, with the phenyl ring and the amide twisted out of the ethylene plane. The benzyl and ester groups lie above and below the amide plane. The molecules stack along the crystallographic c axis, connecting through C(4) chains of N—H⋯O hydrogen bonds, with the extended structure stabilized by C—H⋯O interactions and π–π interactions [centroid-to-centroid distances 3.547 (8) and 3.536 (8) Å]. International Union of Crystallography 2007-12-06 /pmc/articles/PMC2915208/ /pubmed/21200703 http://dx.doi.org/10.1107/S1600536807055973 Text en © International Union of Crystallography 2008 http://journals.iucr.org/services/termsofuse.html This is an open-access article distributed under the terms described at http://journals.iucr.org/services/termsofuse.html. |
spellingShingle | Organic Papers Bornaghi, Laurent F. Poulsen, Sally-Ann Healy, Peter C. White, Alan R. N-Cinnamoyl-l-phenylalanine methyl ester |
title |
N-Cinnamoyl-l-phenylalanine methyl ester |
title_full |
N-Cinnamoyl-l-phenylalanine methyl ester |
title_fullStr |
N-Cinnamoyl-l-phenylalanine methyl ester |
title_full_unstemmed |
N-Cinnamoyl-l-phenylalanine methyl ester |
title_short |
N-Cinnamoyl-l-phenylalanine methyl ester |
title_sort | n-cinnamoyl-l-phenylalanine methyl ester |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2915208/ https://www.ncbi.nlm.nih.gov/pubmed/21200703 http://dx.doi.org/10.1107/S1600536807055973 |
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