N-(4-甲基苯基)-2-(3-硝基苯甲酰胺基)苯甲酰胺的合成、晶体结构、DFT 计算和 Hirshfeld 表面分析

IF 16.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Accounts of Chemical Research Pub Date : 2023-11-29 DOI:10.4314/bcse.v38i1.17

Mzgin Mohammed Ayoob, Farouq Emam Hawaiz

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引用次数: 0

摘要

一种新的双酰胺 N-(4-甲基苯基)-2-(3-硝基苯甲酰胺)苯甲酰胺是由 2-(3-硝基苯基)-4H-苯并恶嗪-4-酮与 4-甲基苯胺在较短的反应时间（1.0 分钟）内开环反应合成的，并利用不同的光谱技术（傅立叶变换红外光谱、1H-核磁共振、13C-核磁共振）和单晶 X 射线衍射（XRD）对其进行了表征。在晶格中，分子通过 N-H-O 和 C-H-O 氢键相连。对形状指数、弯曲指数和 dnorm 进行的 Hirshfeld 表面分析表明，H...H 和 H...O/O...H 以及分子间的强连接是晶体堆积结构的关键因素。采用 B3LYP/6-311G(d) 水平进行了密度泛函理论（DFT）计算，提供了理论数据以及 HOMO-LUMO 电子能量和 MEP 图。关键词：苯甲酰胺晶体结构 DFT 计算 Hirshfeld 表面 Bull.Chem.Soc.2024, 38(1), 229-239.DOI: https://dx.doi.org/10.4314/bcse.v38i1.17

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Synthesis, crystal structure, DFT calculation and Hirshfeld surface analysis of N-(4-methyl phenyl)-2-(3-nitro-benzamido) benzamide

A new bis amide N-(4-methylphenyl)-2-(3-nitrobenzamide) benzamide was synthesized from a ring-opening reaction of 2-(3-nitrophenyl)-4H-benzoxazin-4-one, with 4-methyl aniline in a shorten reaction time (1.0 min) and characterized using different spectroscopic techniques (FT-IR, 1H-NMR, 13C-NMR) and single-crystal X-ray diffraction (XRD). In the crystal lattice, the molecules are linked by N–H···O and C–H···O hydrogen bonds. The Hirshfeld surface analysis mapped over shape index, curvedness indices, dnorm revealed strong H...H and H...O/O...H and intermolecular connections a key contributors to crystal packing structure. Density functional theory (DFT) calculations were applied with B3LYP/6-311G(d) level to provide theoretical data along with HOMO-LUMO electronic energy with the MEP map. KEY WORDS: Benzamide, Crystal structure, DFT calculation, Hirshfeld surface Bull. Chem. Soc. Ethiop. 2024, 38(1), 229-239. DOI: https://dx.doi.org/10.4314/bcse.v38i1.17

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来源期刊

Accounts of Chemical Research 化学-化学综合

CiteScore

31.40

自引率

1.10%

发文量

312

审稿时长

2 months

期刊介绍： Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.