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5-环丙基-(2-羟乙基)-1-(4-甲基苯基)-1H-1,2,3-三唑-4-甲酰胺的合成、晶体结构及 Hirshfeld 表面分析

Synthesis, crystal structure and Hirshfeld surface analysis of 5-cyclo-propyl--(2-hy-droxy-eth-yl)-1-(4-methyl-phen-yl)-1-1,2,3-triazole-4-carboxamide.

作者信息

Pokhodylo Nazariy T, Slyvka Yurii, Pavlyuk Volodymyr

机构信息

Department of Organic Chemistry, Ivan Franko National University of Lviv, Kyryla i Mefodiya, 6, Lviv, 79005, Ukraine.

Department of Inorganic Chemistry, Ivan Franko National University of Lviv, Kyryla i Mefodiya, 6, Lviv, 79005, Ukraine.

出版信息

Acta Crystallogr E Crystallogr Commun. 2021 Sep 28;77(Pt 10):1043-1047. doi: 10.1107/S2056989021009774. eCollection 2021 Oct 1.

Abstract

The title compound, CHNO, was obtained a two-step synthesis (Dimroth reaction and amidation) for anti-cancer activity screening and was selected from a 1-1,2,3-triazole-4-carboxamide library. The cyclo-propyl ring is oriented almost perpendicular to the benzene ring [dihedral angle = 87.9 (1)°], while the dihedral angle between the mean plane of the cyclo-propyl ring and that of the triazole ring is 55.6 (1)°. In the crystal, the mol-ecules are linked by O-H⋯O and C-H⋯N inter-actions into infinite ribbons propagating in the [001] direction, which are inter-connected by weak C-H⋯O inter-actions into layers. The inter-molecular inter-actions were characterized Hirshfeld surface analysis, which indicated that the largest fingerprint contact percentages are H⋯H (55.5%), N⋯H/H⋯N (15.4%), C⋯H/H⋯C (13.2%) and O⋯H/H⋯O (12.9%).

摘要

标题化合物CHNO是通过两步合成法(迪姆罗特反应和酰胺化反应)获得的,用于抗癌活性筛选,它是从1,2,3-三唑-4-甲酰胺库中筛选出来的。环丙基环几乎与苯环垂直取向[二面角 = 87.9 (1)°],而环丙基环的平均平面与三唑环的平均平面之间的二面角为55.6 (1)°。在晶体中,分子通过O-H⋯O和C-H⋯N相互作用连接成沿[001]方向延伸的无限长链,这些链通过弱C-H⋯O相互作用相互连接形成层。通过 Hirshfeld 表面分析对分子间相互作用进行了表征,结果表明最大的指纹接触百分比为H⋯H(55.5%)、N⋯H/H⋯N(15.4%)、C⋯H/H⋯C(13.2%)和O⋯H/H⋯O(12.9%)。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ee77/8491517/5ddad537e561/e-77-01043-fig1.jpg

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