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1-[2-(Carboxymethoxy)phenyl]-N-(4-chlorophenyl)methanimine oxide
In the title resonance conformer, C(15)H(12)ClNO(4), the central C–N bond [1.297 (2) Å] has considerable double-bond character and the N–O bond [1.3215 (18) Å] indicates formal negative charge on the oxygen atom. Considerable deviations from co-planarity are evident in the molecule, with both benze...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2980074/ https://www.ncbi.nlm.nih.gov/pubmed/21580149 http://dx.doi.org/10.1107/S160053680905137X |
Sumario: | In the title resonance conformer, C(15)H(12)ClNO(4), the central C–N bond [1.297 (2) Å] has considerable double-bond character and the N–O bond [1.3215 (18) Å] indicates formal negative charge on the oxygen atom. Considerable deviations from co-planarity are evident in the molecule, with both benzene rings twisted out of the central C–C–N–C plane [the dihedral angle formed between the rings = 81.99 (8)°]. Similarly, the carboxylic acid residue occupies a position almost normal to the plane of the benzene ring to which it is connected [C—C—O—C torsion angle = −78.42 (17)°]. The most prominent intermolecular interactions involve the carboxylic acid the N(+)–O(−) residues with the O—H⋯O hydrogen bonds leading to helical supramolecular chains along the b axis. These chains are connected into layers via C–H⋯O(carbonyl) interactions and the layers are consolidated into the crystal structure by C–H⋯Cl contacts. |
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