Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Fun, Hoong-Kun, Chia, Tze Shyang, Alafeefy, Ahmed M., Abdel-Aziz, Hatem A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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
_version_ 1782237810468585472
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
work_keys_str_mv AT funhoongkun 22e2benzoylhydrazin1ylidenemethylphenoxyaceticacid
AT chiatzeshyang 22e2benzoylhydrazin1ylidenemethylphenoxyaceticacid
AT alafeefyahmedm 22e2benzoylhydrazin1ylidenemethylphenoxyaceticacid
AT abdelazizhatema 22e2benzoylhydrazin1ylidenemethylphenoxyaceticacid