Farag Abeer Mohamed, Teoh Siang Guan, Osman Hasnah, Chantrapromma Suchada, Fun Hoong-Kun
Acta Crystallogr Sect E Struct Rep Online. 2010 Apr 30;66(Pt 5):o1227-8. doi: 10.1107/S1600536810014923.
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 mol-ecule 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 intra-molecular 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 inter-actions, giving rise to screw chains along [010]. Mol-ecules in these chains are linked to those of an adjacent chains through N-H⋯O hydrogen bonds and weak C-H⋯O inter-actions, forming sheets parallel to the ac plane. O⋯C [2.895 (3) Å] short contacts and π-π inter-actions [centroid-centroid distance = 3.8249 (19) Å] are also observed.
席夫碱化合物C(17)H(13)N(3)O(3)以两性离子形式结晶，且C=N键呈反式构型。分子略有扭曲，苯环与萘环体系之间的二面角为10.80 (9)°。硝基相对于苯环平面发生扭曲[二面角 = 8.88 (12)°]。亚胺基与胺N原子以及萘-2-醇盐O原子之间形成的分叉分子内N-H⋯N和N-H⋯O氢键分别产生S(5)和S(6)环模式。在晶体中，相邻的两性离子通过弱C-H⋯O相互作用相连，沿[010]方向形成螺旋链。这些链中的分子通过N-H⋯O氢键和弱C-H⋯O相互作用与相邻链的分子相连，形成平行于ac平面的片层。还观察到O⋯C [2.895 (3) Å]短接触和π-π相互作用[质心-质心距离 = 3.8249 (19) Å]。
