Crystal Structure of 2-(Ethoxymethylene)Malononitrile, Hirshfeld Surface Analysis and DFT Evaluation of the Non-covalent Interactions Energy

IF 0.4 4区化学 Q4 CRYSTALLOGRAPHY Journal of Chemical Crystallography Pub Date : 2024-05-18 DOI:10.1007/s10870-024-01019-0

Vyacheslav S. Grinev, Ilya A. Demeshko, Anna E. Sklyar, Maksim V. Dmitriev, Alevtina Yu. Yegorova

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Abstract

The presented study describe the crystal structure of 2-(Ethoxymethylene)malononitrile (1), C₆H₆N₂O, in the monoclinic space group P2₁/m with Z = 2, a = 6.798(3), b = 6.172(3), c = 8.844(5) Å. The unit cell of a single crystal of 1 contains two antiparallel oriented molecules. Ethyl fragment demonstrates a disorder with equal occupancy values of 0.5 and a total site-occupation factor (s.o.f.) of 1.0. The molecules of 1 are linked into infinite chains of co-oriented molecules parallel to the a axis via N-H···N ≡ C close contacts with the distance of 2.494(3) Å. There are also weak hydrogen bonds > O···H- between the oxygen atom and the ethyl moiety. The estimation of the energy of non-covalent interactions was conducted by DFT method with different functionals. The best reproducibility of the geometric parameters of those interactions was obtained by using M06-2X functional. The estimated energy value was found to be − 1.20 kcal/mol.

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2-（乙氧基亚甲基）丙二腈的晶体结构、Hirshfeld 表面分析和非共价相互作用能量的 DFT 评估

本研究描述了 2-(乙氧基亚甲基)丙二腈 (1) 的晶体结构，C6H6N2O，单斜空间群 P21/m，Z = 2，a = 6.798(3)，b = 6.172(3)，c = 8.844(5)埃。乙基片段呈现出无序状态，等占位值为 0.5，总位点占位因子（s.o.f.）为 1.0。1 的分子通过距离为 2.494(3) Å 的 N-H-N ≡ C 紧密接触连接成平行于 a 轴的无限共向分子链。非共价相互作用能量的估算采用了不同函数的 DFT 方法。使用 M06-2X 函数得到了这些相互作用几何参数的最佳重现性。估计的能量值为 - 1.20 kcal/mol。

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来源期刊

Journal of Chemical Crystallography 化学-光谱学

CiteScore

1.50

自引率

12.50%

发文量

审稿时长

6.3 months

期刊介绍： Journal of Chemical Crystallography is an international and interdisciplinary publication dedicated to the rapid dissemination of research results in the general areas of crystallography and spectroscopy. Timely research reports detail topics in crystal chemistry and physics and their relation to problems of molecular structure; structural studies of solids, liquids, gases, and solutions involving spectroscopic, spectrometric, X-ray, and electron and neutron diffraction; and theoretical studies.