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Crystal structure of (E)-4-hy­droxy-N′-(3-meth­oxy­benzyl­idene)benzohydrazide

The title compound, C(15)H(14)N(2)O(3), crystallizes with two independent mol­ecules (A and B) in the asymmetric unit that differ in the orientation of the 3-meth­oxy­phenyl group with respect to the methyl­idenebenzohydrazide unit. The dihedral angles between the two benzene rings are 24.02 (10) an...

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Autores principales: Chantrapromma, Suchada, Prachumrat, Patcharawadee, Ruanwas, Pumsak, Boonnak, Nawong, Kassim, Mohammad B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5120720/
https://www.ncbi.nlm.nih.gov/pubmed/27920930
http://dx.doi.org/10.1107/S2056989016013268
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author Chantrapromma, Suchada
Prachumrat, Patcharawadee
Ruanwas, Pumsak
Boonnak, Nawong
Kassim, Mohammad B.
author_facet Chantrapromma, Suchada
Prachumrat, Patcharawadee
Ruanwas, Pumsak
Boonnak, Nawong
Kassim, Mohammad B.
author_sort Chantrapromma, Suchada
collection PubMed
description The title compound, C(15)H(14)N(2)O(3), crystallizes with two independent mol­ecules (A and B) in the asymmetric unit that differ in the orientation of the 3-meth­oxy­phenyl group with respect to the methyl­idenebenzohydrazide unit. The dihedral angles between the two benzene rings are 24.02 (10) and 29.30 (9)° in mol­ecules A and B, respectively. In mol­ecule A, the meth­oxy group is twisted slightly relative to its bound benzene ring, with a C(meth­yl)—O—C—C torsion angle of 14.2 (3)°, whereas it is almost co-planar in mol­ecule B, where the corresponding angle is −2.4 (3)°. In the crystal, the mol­ecules are linked by N—H⋯O, O—H⋯N and O—H⋯O hydrogen bonds, as well as by weak C—H⋯O inter­actions, forming sheets parallel to the bc plane. The N—H⋯O hydrogen bond and weak C—H⋯O inter­action link different mol­ecules (A⋯B) whereas both O—H⋯N and O—H⋯O hydrogen bonds link like mol­ecules (A⋯A) and (B⋯B). Pairs of inversion-related B mol­ecules are stacked approximately along the a axis by π–π inter­actions in which the distance between the centroids of the 3-meth­oxy­phenyl rings is 3.5388 (12) Å. The B mol­ecules also participate in weak C—H⋯π inter­actions between the 4-hy­droxy­phenyl and the 3-meth­oxy­phenyl rings.
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spelling pubmed-51207202016-12-05 Crystal structure of (E)-4-hy­droxy-N′-(3-meth­oxy­benzyl­idene)benzohydrazide Chantrapromma, Suchada Prachumrat, Patcharawadee Ruanwas, Pumsak Boonnak, Nawong Kassim, Mohammad B. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(15)H(14)N(2)O(3), crystallizes with two independent mol­ecules (A and B) in the asymmetric unit that differ in the orientation of the 3-meth­oxy­phenyl group with respect to the methyl­idenebenzohydrazide unit. The dihedral angles between the two benzene rings are 24.02 (10) and 29.30 (9)° in mol­ecules A and B, respectively. In mol­ecule A, the meth­oxy group is twisted slightly relative to its bound benzene ring, with a C(meth­yl)—O—C—C torsion angle of 14.2 (3)°, whereas it is almost co-planar in mol­ecule B, where the corresponding angle is −2.4 (3)°. In the crystal, the mol­ecules are linked by N—H⋯O, O—H⋯N and O—H⋯O hydrogen bonds, as well as by weak C—H⋯O inter­actions, forming sheets parallel to the bc plane. The N—H⋯O hydrogen bond and weak C—H⋯O inter­action link different mol­ecules (A⋯B) whereas both O—H⋯N and O—H⋯O hydrogen bonds link like mol­ecules (A⋯A) and (B⋯B). Pairs of inversion-related B mol­ecules are stacked approximately along the a axis by π–π inter­actions in which the distance between the centroids of the 3-meth­oxy­phenyl rings is 3.5388 (12) Å. The B mol­ecules also participate in weak C—H⋯π inter­actions between the 4-hy­droxy­phenyl and the 3-meth­oxy­phenyl rings. International Union of Crystallography 2016-08-26 /pmc/articles/PMC5120720/ /pubmed/27920930 http://dx.doi.org/10.1107/S2056989016013268 Text en © Chantrapromma et al. 2016 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 Research Communications
Chantrapromma, Suchada
Prachumrat, Patcharawadee
Ruanwas, Pumsak
Boonnak, Nawong
Kassim, Mohammad B.
Crystal structure of (E)-4-hy­droxy-N′-(3-meth­oxy­benzyl­idene)benzohydrazide
title Crystal structure of (E)-4-hy­droxy-N′-(3-meth­oxy­benzyl­idene)benzohydrazide
title_full Crystal structure of (E)-4-hy­droxy-N′-(3-meth­oxy­benzyl­idene)benzohydrazide
title_fullStr Crystal structure of (E)-4-hy­droxy-N′-(3-meth­oxy­benzyl­idene)benzohydrazide
title_full_unstemmed Crystal structure of (E)-4-hy­droxy-N′-(3-meth­oxy­benzyl­idene)benzohydrazide
title_short Crystal structure of (E)-4-hy­droxy-N′-(3-meth­oxy­benzyl­idene)benzohydrazide
title_sort crystal structure of (e)-4-hy­droxy-n′-(3-meth­oxy­benzyl­idene)benzohydrazide
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5120720/
https://www.ncbi.nlm.nih.gov/pubmed/27920930
http://dx.doi.org/10.1107/S2056989016013268
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