Abad Nadeem, Ramli Youssef, Hökelek Tuncer, Sebbar Nada Kheira, Mague Joel T, Essassi El Mokhtar
Laboratoire de Chimie Organique Hétérocyclique URAC 21, Pôle de Compétence Pharmacochimie, Av. Ibn Battouta, BP 1014, Faculté des Sciences, Université Mohammed V, Rabat, Morocco.
Laboratory of Medicinal Chemistry, Faculty of Medicine and Pharmacy, Mohammed V University, Rabat, Morocco.
Acta Crystallogr E Crystallogr Commun. 2018 Oct 23;74(Pt 11):1648-1652. doi: 10.1107/S2056989018014561. eCollection 2018 Nov 1.
The mol-ecule of the title compound, CHNO, is build up from two fused six-membered rings linked to a 1,2,3-triazole ring, which is attached to an ethyl azido-acetate group. The di-hydro-qinoxalinone portion is planar to within 0.0512 (12) Å and is oriented at a dihedral angle of 87.83 (5)° with respect to the pendant triazole ring. In the crystal, a combination of inter-molecular C-H⋯O and C-H⋯N hydrogen bonds together with slipped π-stacking [centroid-centroid distance = 3.7772 (12) Å] and C-H⋯π (ring) inter-actions lead to the formation of chains extending along the -axis direction. Additional C-H⋯O hydrogen bonds link these chains into layers parallel to the plane and the layers are tied together by complementary π-stacking [centroid-centroid distance = 3.5444 (12) Å] inter-actions. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯H (44.5%), H⋯O/O⋯H (18.8%), H⋯N/N⋯H (17.0%) and H⋯C/C⋯H (10.4%) inter-actions.
标题化合物C₁₀H₁₀N₄O₂的分子由两个稠合的六元环与一个1,2,3 - 三唑环相连构成，该三唑环连接着一个叠氮基乙酸乙酯基团。二氢喹喔啉酮部分的平面度在0.0512 (12) Å以内，相对于悬垂的三唑环以87.83 (5)°的二面角取向。在晶体中，分子间C—H⋯O和C—H⋯N氢键的组合，以及滑移π - 堆积[质心 - 质心距离 = 3.7772 (12) Å]和C—H⋯π（环）相互作用导致形成沿c轴方向延伸的链。额外的C—H⋯O氢键将这些链连接成平行于ab平面的层，并且这些层通过互补的π - 堆积[质心 - 质心距离 = 3.5444 (12) Å]相互作用连接在一起。晶体结构的 Hirshfeld 表面分析表明，对晶体堆积最重要的贡献来自H⋯H（44.5%）、H⋯O/O⋯H（18.8%）、H⋯N/N⋯H（17.0%）和H⋯C/C⋯H（10.4%）相互作用。
