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[(±)-2,8-双-(三氟甲基)喹啉-4-基](哌啶-2-基)甲醇甲醇单溶剂化物的晶体结构与 Hirshfeld 表面分析

Crystal structure and Hirshfeld surface analysis of [(,)-2,8-bis-(tri-fluoro-meth-yl)quinolin-4-yl](piperidin-2-yl)methanol methanol monosolvate.

作者信息

Awasabisah Dennis, Arulsamy Navamoney, Primrose Mason, Lin Guoxing

机构信息

Biology and Chemistry Department Fitchburg State University, 160 Pearl St Fitchburg MA 01420 USA.

Department of Chemistry University of Wyoming,Laramie WY 82071 USA.

出版信息

Acta Crystallogr E Crystallogr Commun. 2025 Jul 23;81(Pt 8):718-722. doi: 10.1107/S2056989025006310. eCollection 2025 Aug 1.

Abstract

The title compound, CHFNO·CHOH, is composed of a quinolinyl group and a piperidinyl group connected a hy-droxy-methine (-CHOH) functionality. The compound, which is monosolvated by methanol, was crystallized slow evaporation of a methanol solution, yielding colorless prism-like crystals. The hy-droxy-methine center of the compound is in the absolute configuration, whereas the chiral center of the piperidinyl ring is in the configuration. The conformation of the piperidinyl ring is a chair. The supra-mol-ecular architecture of the crystal is sustained by a set of hydrogen bonds: O-H⋯O, N-H⋯O and C-H⋯F. The inter-molecular forces are further analyzed and confirmed by a Hirshfeld surface analysis. DFT structural data computed with the quantum chemistry program package using the B3LYP/def2-TZVPP basis set compare quite well with the experimental X-ray crystal structural data.

摘要

标题化合物CHFNO·CHOH由一个喹啉基和一个哌啶基通过一个羟次甲基(-CHOH)官能团相连组成。该化合物由甲醇单溶剂化,通过甲醇溶液的缓慢蒸发结晶,得到无色棱柱状晶体。该化合物的羟次甲基中心为绝对构型,而哌啶环的手性中心为构型。哌啶环的构象为椅式。晶体的超分子结构由一组氢键:O-H⋯O、N-H⋯O和C-H⋯F维持。通过Hirshfeld表面分析进一步分析和确认了分子间作用力。使用量子化学程序包以B3LYP/def2-TZVPP基组计算的密度泛函理论(DFT)结构数据与实验X射线晶体结构数据相当吻合。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fb73/12326486/95011c64719f/e-81-00718-fig1.jpg

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