(E)-2-[(2-Hydroxy-5-nitrophenyl)iminiomethyl]phenolate

被引：0
|
作者：
Hijji, Yousef M. [2 ]
Barare, Belygona [2 ]
Butcher, Ray J. [1 ]
Jasinski, Jerry P. [3 ]
机构：
[1] Howard Univ, Dept Chem, Washington, DC 20059 USA
[2] Morgan State Univ, Dept Chem, Baltimore, MD 21251 USA
[3] Keene State Coll, Dept Chem, Keene, NH 03435 USA
来源：
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE | 2009年 / 65卷
关键词：
D O I：
10.1107/S1600536809001007
中图分类号：
O7 [晶体学];
学科分类号：
0702 ; 070205 ; 0703 ; 080501 ;
摘要：
In the title molecule, C13H10N2O4, the dihedral angle between the mean planes of the benzene and phenolate rings is 21.6 (4)degrees. The nitro O atoms are twisted slightly out of the plane of the ring to which the nitro group is attached [dihedral angle 8.4 (3)degrees]. The amine group forms an intramolecular hydrogen bond with both nearby O atoms. An extended pi delocalization throughout the entire molecule exists producing a zwitterionic effect in this region of the molecule. The shortened C-O bond [1.2997 (15) angstrom] in concert with the slightly longer C-OH bond [1.3310 (16) angstrom] provide evidence for this effect. The crystal packing is influenced by strong intermolecular O-H center dot center dot center dot O hydrogen bonding. As a result, molecules are linked into an infinite zigzag chain running along the b axis. A MOPAC PM3 calculation provides support to these observations.
引用
收藏
页码：O490 / U1533
页数：11
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