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1-(2,4-Di­nitro­phen­yl)-2-[(E)-2,4,5-tri­meth­oxy­benzyl­idene]hydrazine

The title compound, C(16)H(16)N(4)O(7), is close to being planar, with a dihedral angle of 3.15 (11)° between the benzene rings. The meth­oxy groups at the ortho- and para-positions of the 2,4,5-tri­meth­oxy­phenyl group are almost coplanar with the ring [deviations of the C atoms = 0.017 (2) and −0...

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Autores principales: Fun, Hoong-Kun, Chantrapromma, Suchada, Nilwanna, Boonlerd, Kobkeatthawin, Thawanrat, Boonnak, Nawong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793714/
https://www.ncbi.nlm.nih.gov/pubmed/24109301
http://dx.doi.org/10.1107/S1600536813018345
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author Fun, Hoong-Kun
Chantrapromma, Suchada
Nilwanna, Boonlerd
Kobkeatthawin, Thawanrat
Boonnak, Nawong
author_facet Fun, Hoong-Kun
Chantrapromma, Suchada
Nilwanna, Boonlerd
Kobkeatthawin, Thawanrat
Boonnak, Nawong
author_sort Fun, Hoong-Kun
collection PubMed
description The title compound, C(16)H(16)N(4)O(7), is close to being planar, with a dihedral angle of 3.15 (11)° between the benzene rings. The meth­oxy groups at the ortho- and para-positions of the 2,4,5-tri­meth­oxy­phenyl group are almost coplanar with the ring [deviations of the C atoms = 0.017 (2) and −0.025 (2) Å, respectively], whereas the meta-meth­oxy group deviates slightly [C-atom displacement = 0.162 (2) Å]. Both the ortho- and para-nitro groups are close to being coplanar with their attached ring [dihedral angles = 7.81 (12) and 8.56 (11)°, respectively]. An intra­molecular N—H⋯O hydrogen bond generates an S(6) ring motif. In the crystal, inversion dimers linked by pairs of N—H⋯O hydrogen bonds involving the same H atom as the intra­molecular bond generate R (2) (2)(12) loops. The dimers are linked by weak C—H⋯O inter­actions into sheets parallel to the (10-4) plane and the sheets are stacked by π–π inter­actions, with a centroid–centroid distance of 3.5974 (14) Å.
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spelling pubmed-37937142013-10-09 1-(2,4-Di­nitro­phen­yl)-2-[(E)-2,4,5-tri­meth­oxy­benzyl­idene]hydrazine Fun, Hoong-Kun Chantrapromma, Suchada Nilwanna, Boonlerd Kobkeatthawin, Thawanrat Boonnak, Nawong Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(16)N(4)O(7), is close to being planar, with a dihedral angle of 3.15 (11)° between the benzene rings. The meth­oxy groups at the ortho- and para-positions of the 2,4,5-tri­meth­oxy­phenyl group are almost coplanar with the ring [deviations of the C atoms = 0.017 (2) and −0.025 (2) Å, respectively], whereas the meta-meth­oxy group deviates slightly [C-atom displacement = 0.162 (2) Å]. Both the ortho- and para-nitro groups are close to being coplanar with their attached ring [dihedral angles = 7.81 (12) and 8.56 (11)°, respectively]. An intra­molecular N—H⋯O hydrogen bond generates an S(6) ring motif. In the crystal, inversion dimers linked by pairs of N—H⋯O hydrogen bonds involving the same H atom as the intra­molecular bond generate R (2) (2)(12) loops. The dimers are linked by weak C—H⋯O inter­actions into sheets parallel to the (10-4) plane and the sheets are stacked by π–π inter­actions, with a centroid–centroid distance of 3.5974 (14) Å. International Union of Crystallography 2013-07-06 /pmc/articles/PMC3793714/ /pubmed/24109301 http://dx.doi.org/10.1107/S1600536813018345 Text en © Fun et al. 2013 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
Chantrapromma, Suchada
Nilwanna, Boonlerd
Kobkeatthawin, Thawanrat
Boonnak, Nawong
1-(2,4-Di­nitro­phen­yl)-2-[(E)-2,4,5-tri­meth­oxy­benzyl­idene]hydrazine
title 1-(2,4-Di­nitro­phen­yl)-2-[(E)-2,4,5-tri­meth­oxy­benzyl­idene]hydrazine
title_full 1-(2,4-Di­nitro­phen­yl)-2-[(E)-2,4,5-tri­meth­oxy­benzyl­idene]hydrazine
title_fullStr 1-(2,4-Di­nitro­phen­yl)-2-[(E)-2,4,5-tri­meth­oxy­benzyl­idene]hydrazine
title_full_unstemmed 1-(2,4-Di­nitro­phen­yl)-2-[(E)-2,4,5-tri­meth­oxy­benzyl­idene]hydrazine
title_short 1-(2,4-Di­nitro­phen­yl)-2-[(E)-2,4,5-tri­meth­oxy­benzyl­idene]hydrazine
title_sort 1-(2,4-di­nitro­phen­yl)-2-[(e)-2,4,5-tri­meth­oxy­benzyl­idene]hydrazine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793714/
https://www.ncbi.nlm.nih.gov/pubmed/24109301
http://dx.doi.org/10.1107/S1600536813018345
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