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2-(Prop-2-enyloxy)benzamide
In the title molecule, C(10)H(11)NO(2), the benzene ring forms dihedral angles of 33.15 (2) and 6.20 (2)° with the mean planes of the amide and propenoxy groups, respectively. The amide –NH(2) group is oriented toward the propenoxy substituent and forms a weak intramolecular N—H⋯O hydrogen bond...
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/PMC3515263/ https://www.ncbi.nlm.nih.gov/pubmed/23284483 http://dx.doi.org/10.1107/S1600536812042250 |
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author | Bugenhagen, Bernhard Al Jasem, Yosef Barkhad, Farah Hindawi, Bassam al Thiemann, Thies |
author_facet | Bugenhagen, Bernhard Al Jasem, Yosef Barkhad, Farah Hindawi, Bassam al Thiemann, Thies |
author_sort | Bugenhagen, Bernhard |
collection | PubMed |
description | In the title molecule, C(10)H(11)NO(2), the benzene ring forms dihedral angles of 33.15 (2) and 6.20 (2)° with the mean planes of the amide and propenoxy groups, respectively. The amide –NH(2) group is oriented toward the propenoxy substituent and forms a weak intramolecular N—H⋯O hydrogen bond to the propenoxy O atom. The conformation of the propenoxy group at the Csp (2)—Csp (3) and Csp (3)—O bonds is synperiplanar and antiperiplanar, respectively. In the crystal, N—H⋯O hydrogen bonds involving the amide groups generate C(4) and R (2) (3)(7) motifs that organize the molecules into tapes along the a-axis direction. There are C—H⋯π interactions between the propenoxy –CH(2) group and the aromatic system of neighboring molecules within the tape. The mean planes of the aromatic ring and the propenoxy group belonging to molecules located on opposite sites of the tape form an angle of 83.16 (2)°. |
format | Online Article Text |
id | pubmed-3515263 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35152632013-01-02 2-(Prop-2-enyloxy)benzamide Bugenhagen, Bernhard Al Jasem, Yosef Barkhad, Farah Hindawi, Bassam al Thiemann, Thies Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title molecule, C(10)H(11)NO(2), the benzene ring forms dihedral angles of 33.15 (2) and 6.20 (2)° with the mean planes of the amide and propenoxy groups, respectively. The amide –NH(2) group is oriented toward the propenoxy substituent and forms a weak intramolecular N—H⋯O hydrogen bond to the propenoxy O atom. The conformation of the propenoxy group at the Csp (2)—Csp (3) and Csp (3)—O bonds is synperiplanar and antiperiplanar, respectively. In the crystal, N—H⋯O hydrogen bonds involving the amide groups generate C(4) and R (2) (3)(7) motifs that organize the molecules into tapes along the a-axis direction. There are C—H⋯π interactions between the propenoxy –CH(2) group and the aromatic system of neighboring molecules within the tape. The mean planes of the aromatic ring and the propenoxy group belonging to molecules located on opposite sites of the tape form an angle of 83.16 (2)°. International Union of Crystallography 2012-10-20 /pmc/articles/PMC3515263/ /pubmed/23284483 http://dx.doi.org/10.1107/S1600536812042250 Text en © Bugenhagen 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 Bugenhagen, Bernhard Al Jasem, Yosef Barkhad, Farah Hindawi, Bassam al Thiemann, Thies 2-(Prop-2-enyloxy)benzamide |
title | 2-(Prop-2-enyloxy)benzamide |
title_full | 2-(Prop-2-enyloxy)benzamide |
title_fullStr | 2-(Prop-2-enyloxy)benzamide |
title_full_unstemmed | 2-(Prop-2-enyloxy)benzamide |
title_short | 2-(Prop-2-enyloxy)benzamide |
title_sort | 2-(prop-2-enyloxy)benzamide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3515263/ https://www.ncbi.nlm.nih.gov/pubmed/23284483 http://dx.doi.org/10.1107/S1600536812042250 |
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