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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...

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Autores principales: Bugenhagen, Bernhard, Al Jasem, Yosef, Barkhad, Farah, Hindawi, Bassam al, Thiemann, Thies
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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)°.
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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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