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(E)-1-[(2-Amino-5-nitrophenyl)iminiomethyl]naphthalen-2-olate
The title Schiff base compound, C(17)H(13)N(3)O(3), crystallizes in a zwitterionic form and exists in a trans configuration about the C=N bond. The molecule is slightly twisted, the dihedral angle between the benzene ring and naphthalene ring system being 10.80 (9)°. The nitro group is twisted rela...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979134/ https://www.ncbi.nlm.nih.gov/pubmed/21579252 http://dx.doi.org/10.1107/S1600536810014923 |
Sumario: | The title Schiff base compound, C(17)H(13)N(3)O(3), crystallizes in a zwitterionic form and exists in a trans configuration about the C=N bond. The molecule is slightly twisted, the dihedral angle between the benzene ring and naphthalene ring system being 10.80 (9)°. The nitro group is twisted relative to the plane of the benzene ring [dihedral angle = 8.88 (12)°]. Bifurcated intramolecular N—H⋯N and N—H⋯O hydrogen bonds formed between iminium groups and amine N atoms and naphthalen-2-olate O atoms generate S(5) and S(6) ring motifs, respectively. In the crystal, neighbouring zwitterions are linked through weak C—H⋯O interactions, giving rise to screw chains along [010]. Molecules in these chains are linked to those of an adjacent chains through N—H⋯O hydrogen bonds and weak C—H⋯O interactions, forming sheets parallel to the ac plane. O⋯C [2.895 (3) Å] short contacts and π–π interactions [centroid–centroid distance = 3.8249 (19) Å] are also observed. |
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