Gumus Mustafa Kemal, Sen Fatih, Kansiz Sevgi, Dege Necmi, Saif Eiad
Artvin Coruh University, Science-Technology Research and Application Center, 08000, Artvin, Turkey.
Yozgat Bozok University, Sorgun Vocational School, 66100, Yozgat, Turkey.
Acta Crystallogr E Crystallogr Commun. 2021 Nov 9;77(Pt 12):1267-1271. doi: 10.1107/S2056989021011658. eCollection 2021 Dec 1.
The title compound, CHNO, was developed using the reaction of salicyl-aldehyde and 3-amino-5-cyclo-butyl-1,2,4-triazole in ethanol under microwave irradiation. This eco-friendly microwave-promoted method proved to be efficient in the synthesis of 2-{[()-(3-cyclo-butyl-1-1,2,4-triazol-5-yl)imino]-meth-yl}phenol in good yields and purity. The title compound is a Schiff base that exists in the phenol-imine tautomeric form and adopts an configuration. The three independent mol-ecules in the asymmetric unit (, and ) are not planar, the cyclo-butyl and the phenol-imine rings are twisted to each other making a dihedral angle of 67.8 (4)° in mol-ecule , 69.1 (2)° in mol-ecule and 89.1 (2)° in mol-ecule . In each mol-ecule an intra-molecular O-H⋯N hydrogen bond is present, forming an (6) ring motif. A Hirshfeld surface analysis was performed to investigate the contributions of the different inter-molecular contacts within the supra-molecular structure. The major inter-actions are H⋯H (53%), C⋯H (19%) and N⋯H (17%) for mol-ecule , H⋯H (50%), N⋯H (20%) and C⋯H (20%) for mol-ecule and H⋯H (57%), C⋯H (14%) and N⋯H (13%) for mol-ecule .
标题化合物CHNO是通过水杨醛与3-氨基-5-环丁基-1,2,4-三唑在乙醇中于微波辐射下反应制得的。这种环境友好的微波促进方法被证明在合成2-{[()-(3-环丁基-1,2,4-三唑-5-基)亚氨基]-甲基}苯酚时效率很高，产率和纯度都很好。标题化合物是一种席夫碱，以酚亚胺互变异构形式存在，且采用一种构型。不对称单元中的三个独立分子（、和）并非平面结构，环丁基和酚亚胺环相互扭曲，在分子中形成的二面角为67.8 (4)°，在分子中为69.1 (2)°，在分子中为89.1 (2)°。在每个分子中都存在分子内O-H⋯N氢键，形成(6)环基序。进行了 Hirshfeld 表面分析以研究超分子结构中不同分子间相互作用的贡献。对于分子，主要相互作用为H⋯H（53%）、C⋯H（19%）和N⋯H（17%）；对于分子，为H⋯H（50%）、N⋯H（20%）和C⋯H（20%）；对于分子，为H⋯H（57%）、C⋯H（14%）和N⋯H（13%）。
