1-[2-(Carboxymethoxy)phenyl]-N-(4-chlorophenyl)methanimine oxide

Skakle, J.M.S. and Tiekink, E.R.T. and Wardell, J.L. and Wardell, S.M.S.V. (2010) 1-[2-(Carboxymethoxy)phenyl]-N-(4-chlorophenyl)methanimine oxide. Acta Crystallographica Section E: Structure Reports Online, 66 (1). O45-U1478. ISSN 1600-5368,

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Abstract

In the title resonance conformer, C(15)H(12)ClNO(4), the central C-N bond [1.297 (2) angstrom] has considerable double-bond character and the N-O bond [1.3215 (18) angstrom] 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)degrees]. 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)degrees]. The most prominent intermolecular interactions involve the carboxylic acid the N(+)-O(-) residues with the O-H center dot center dot center dot O hydrogen bonds leading to helical supramolecular chains along the b axis. These chains are connected into layers via C-H center dot center dot center dot O(carbonyl) interactions and the layers are consolidated into the crystal structure by C-H center dot center dot center dot Cl contacts.

Item Type: Article
Funders: UNSPECIFIED
Subjects: Q Science > Q Science (General)
Depositing User: Dr Mohd Faizal Hamzah
Date Deposited: 28 Dec 2015 01:19
Last Modified: 30 Jan 2019 09:15
URI: http://eprints.um.edu.my/id/eprint/15308

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