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2-{2-[(E)-(2-Benzoylhydrazin-1-ylidene)methyl]phenoxy}acetic acid
In the title compound, C(16)H(14)N(2)O(4), the dihedral angle between the aromatic rings is 12.45 (6)°. The central C(=O)—N—N=C bridge is roughly planar (r.m.s. deviation = 0.0346 Å) and makes dihedral angles of 13.01 (7) and 0.56 (7)° with the attached phenyl and benzene rings, respectively. The ac...
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/PMC3394044/ https://www.ncbi.nlm.nih.gov/pubmed/22798909 http://dx.doi.org/10.1107/S1600536812028735 |
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author | Fun, Hoong-Kun Chia, Tze Shyang Alafeefy, Ahmed M. Abdel-Aziz, Hatem A. |
author_facet | Fun, Hoong-Kun Chia, Tze Shyang Alafeefy, Ahmed M. Abdel-Aziz, Hatem A. |
author_sort | Fun, Hoong-Kun |
collection | PubMed |
description | In the title compound, C(16)H(14)N(2)O(4), the dihedral angle between the aromatic rings is 12.45 (6)°. The central C(=O)—N—N=C bridge is roughly planar (r.m.s. deviation = 0.0346 Å) and makes dihedral angles of 13.01 (7) and 0.56 (7)° with the attached phenyl and benzene rings, respectively. The acetic acid unit (r.m.s. deviation = 0.0066 Å) is twisted from its attached benzene ring [dihedral angle = 19.48 (6)°]. In the crystal, molecules are linked by O—H⋯(O,N), N—H⋯O and C—H⋯O hydrogen bonds into sheets lying parallel to the bc plane. A weak aromatic π–π stacking interaction is also observed [centroid–centroid distance = 3.7330 (7) Å]. |
format | Online Article Text |
id | pubmed-3394044 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33940442012-07-13 2-{2-[(E)-(2-Benzoylhydrazin-1-ylidene)methyl]phenoxy}acetic acid Fun, Hoong-Kun Chia, Tze Shyang Alafeefy, Ahmed M. Abdel-Aziz, Hatem A. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(16)H(14)N(2)O(4), the dihedral angle between the aromatic rings is 12.45 (6)°. The central C(=O)—N—N=C bridge is roughly planar (r.m.s. deviation = 0.0346 Å) and makes dihedral angles of 13.01 (7) and 0.56 (7)° with the attached phenyl and benzene rings, respectively. The acetic acid unit (r.m.s. deviation = 0.0066 Å) is twisted from its attached benzene ring [dihedral angle = 19.48 (6)°]. In the crystal, molecules are linked by O—H⋯(O,N), N—H⋯O and C—H⋯O hydrogen bonds into sheets lying parallel to the bc plane. A weak aromatic π–π stacking interaction is also observed [centroid–centroid distance = 3.7330 (7) Å]. International Union of Crystallography 2012-06-30 /pmc/articles/PMC3394044/ /pubmed/22798909 http://dx.doi.org/10.1107/S1600536812028735 Text en © Fun 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 Fun, Hoong-Kun Chia, Tze Shyang Alafeefy, Ahmed M. Abdel-Aziz, Hatem A. 2-{2-[(E)-(2-Benzoylhydrazin-1-ylidene)methyl]phenoxy}acetic acid |
title | 2-{2-[(E)-(2-Benzoylhydrazin-1-ylidene)methyl]phenoxy}acetic acid |
title_full | 2-{2-[(E)-(2-Benzoylhydrazin-1-ylidene)methyl]phenoxy}acetic acid |
title_fullStr | 2-{2-[(E)-(2-Benzoylhydrazin-1-ylidene)methyl]phenoxy}acetic acid |
title_full_unstemmed | 2-{2-[(E)-(2-Benzoylhydrazin-1-ylidene)methyl]phenoxy}acetic acid |
title_short | 2-{2-[(E)-(2-Benzoylhydrazin-1-ylidene)methyl]phenoxy}acetic acid |
title_sort | 2-{2-[(e)-(2-benzoylhydrazin-1-ylidene)methyl]phenoxy}acetic acid |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3394044/ https://www.ncbi.nlm.nih.gov/pubmed/22798909 http://dx.doi.org/10.1107/S1600536812028735 |
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