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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...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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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. |
format | Online Article Text |
id | pubmed-3793714 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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