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5-(3-硝基-1-吡唑-4-基)-1-四唑的晶体结构与 Hirshfeld 表面分析

Crystal structure and Hirshfeld surface analysis of 5-(3-nitro-1-pyrazol-4-yl)-1-tetra-zole.

作者信息

Creegan Shannon E, Ridenour James A, Caruana Patrick A, Giles Ian D, Kerr Andrew T

机构信息

US Naval Research Laboratory, Center for Biomolecular Science and Engineering, 4555 Overlook Ave., SW Washington, DC 20375, USA.

US Naval Research Laboratory Materials Chemistry and Dynamics Branch 4555 Overlook Ave SW Washington DC 20375 USA.

出版信息

Acta Crystallogr E Crystallogr Commun. 2025 Aug 21;81(Pt 9):861-864. doi: 10.1107/S2056989025007224. eCollection 2025 Sep 1.

Abstract

5-(3-Nitro-1-pyrazol-4-yl)tetra-zole, CHNO, was synthesized from cyano-pyrazole the Huisgen reaction. The asymmetric unit contains two mol-ecules, each displaying notable torsion between the pyrazole and tetra-zole systems. N-H⋯N hydrogen bonds and π-stacking inter-actions create a double-wide mol-ecular chain, while further N-H⋯N and weaker C-H⋯N inter-actions stitch these chains into a supra-molecular hydrogen-bonded framework. From a Hirshfeld surface analysis, the closest contacts between mol-ecules are through the N-H⋯N inter-actions between the tetra-zole and pyrazole rings with N⋯H/H⋯N making up the largest contributing contacts in the fingerprint plot.

摘要

5-(3-硝基-1-吡唑-4-基)四唑(CHNO)由氰基吡唑通过惠斯根反应合成。不对称单元包含两个分子,每个分子在吡唑和四唑体系之间均呈现出显著的扭转。N-H⋯N氢键和π-堆积相互作用形成了一个双宽分子链,而进一步的N-H⋯N和较弱的C-H⋯N相互作用将这些链连接成一个超分子氢键框架。通过 Hirshfeld 表面分析可知,分子间最紧密的接触是通过四唑环和吡唑环之间的N-H⋯N相互作用,在指纹图谱中,N⋯H/H⋯N构成了最大的贡献接触。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a8a3/12412694/2687e7513261/e-81-00861-fig1.jpg

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