4-烯丙基-6-溴-2-(4-氯苯基)-4-咪唑并[4,5-b]吡啶的晶体结构与 Hirshfeld 表面分析
Crystal structure and Hirshfeld surface analysis of 4-allyl-6-bromo-2-(4-chloro-phen-yl)-4-imidazo[4,5-]pyridine.
作者信息
Bourichi Selma, Kandri Rodi Youssef, Hökelek Tuncer, Haoudi Amal, Renard Catherine, Capet Frédéric
机构信息
Laboratoire de Chimie Organique Appliquée, Université Sidi Mohamed Ben Abdallah, Faculté des Sciences et Techniques, Route d'immouzzer, BP 2202, Fez, Morocco.
Department of Physics, Hacettepe University, 06800 Beytepe, Ankara, Turkey.
出版信息
Acta Crystallogr E Crystallogr Commun. 2019 Jan 1;75(Pt 1):43-48. doi: 10.1107/S2056989018017322.
The title compound, CHBrClN, is built up from a planar imidazo[4,5-]pyridine unit linked to phenyl and allyl substituents. The allyl substituent is rotated significantly out of the imidazo[4,5-]pyridine plane, while the benzene ring is inclined by 3.84 (6)° to the ring system. In the crystal, mol-ecules are linked a pair of weak inter-molecular C-H⋯N hydrogen bonds, forming an inversion dimer with an (20) ring motif. The dimers are further connected by π-π stacking inter-actions between the imidazo[4,5-]pyridine ring systems [centroid-centroid distances = 3.7161 (13) and 3.8478 (13) Å]. The important contributions to the Hirshfeld surface are H⋯H (35.9%), H⋯Cl/Cl⋯H (15.0%), H⋯C/C⋯H (12.4%), H⋯Br/Br⋯H (10.8%), H⋯N/N⋯H (7.5%), C⋯Br/Br⋯C (5.9%), C⋯C (5.5%) and C⋯N/N⋯C (4.0%) contacts.
标题化合物CHBrClN由一个与苯基和烯丙基取代基相连的平面咪唑并[4,5 -]吡啶单元构成。烯丙基取代基显著地旋转出咪唑并[4,5 -]吡啶平面，而苯环相对于环系倾斜3.84 (6)°。在晶体中，分子通过一对弱的分子间C - H⋯N氢键相连，形成具有(20)环模式的反演二聚体。这些二聚体通过咪唑并[4,5 -]吡啶环系之间的π - π堆积相互作用进一步连接[质心 - 质心距离 = 3.7161 (13)和3.8478 (13) Å]。对Hirshfeld表面有重要贡献的是H⋯H（35.9%）、H⋯Cl/Cl⋯H（15.0%）、H⋯C/C⋯H（12.4%）、H⋯Br/Br⋯H（10.8%）、H⋯N/N⋯H（7.5%）、C⋯Br/Br⋯C（5.9%）、C⋯C（5.5%）和C⋯N/N⋯C（4.0%）接触。
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