Jasinski Jerry P, Butcher Ray J, Hakim Al-Arique Q N M, Yathirajan H S, Ramesha A R
Acta Crystallogr Sect E Struct Rep Online. 2009 Jul 18;65(Pt 8):o1908-9. doi: 10.1107/S160053680902755X.
In the title compound, C(13)H(9)ClN(2)O(3), an intra-molecular hydrogen bond between the carbonyl O and an amine H atom from the 2-amino-benzoyl group stabilizes the mol-ecule, keeping these two groups nearly in the same plane [dihedral angle 14.6 (6)°]. The dihedral angle between the mean planes of the planar 2-amino-benzoyl and 2-chloro-benzoyl groups is 73.8 (6)°. The crystal packing is stabilized by a collection of inter-mediate hydrogen-bonding inter-actions which forms an infinite N-H⋯O⋯H-N-H⋯O hydrogen-bonded chain along the c axis in concert with weak N-H⋯Cl inter-actions in the same direction, producing a two-dimensional inter-molecular bonding network parallel to (001). Additional weak C-Cl⋯Cg [Cl⋯Cg = 3.858 (3) Å] and N-O⋯Cg [O⋯Cg = 3.574 (1) and 3.868 (6) Å] π-ring inter-actions provide added support to the crystal stability. A MOPAC computational calculation gives support to these observations.
在标题化合物C(13)H(9)ClN(2)O(3)中，羰基O与2-氨基苯甲酰基的胺H原子之间的分子内氢键使分子稳定，使这两个基团几乎处于同一平面[二面角14.6 (6)°]。平面2-氨基苯甲酰基和2-氯苯甲酰基平均平面之间的二面角为73.8 (6)°。晶体堆积通过一系列中等强度的氢键相互作用得以稳定，这些相互作用沿着c轴形成了无限的N-H⋯O⋯H-N-H⋯O氢键链，同时在相同方向上还有弱的N-H⋯Cl相互作用，产生了一个平行于(001)的二维分子间键合网络。额外的弱C-Cl⋯Cg [Cl⋯Cg = 3.858 (3) Å]和N-O⋯Cg [O⋯Cg = 3.574 (1)和3.868 (6) Å] π-环相互作用为晶体稳定性提供了额外支持。MOPAC计算结果支持了这些观察结果。
