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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...

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Detalles Bibliográficos
Autores principales: Bornaghi, Laurent F., Poulsen, Sally-Ann, Healy, Peter C., White, Alan R.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2007
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].
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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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