Non-covalent Interactions in Dihalogenated Compounds Ch(C6H4CH2X)2 (Ch = O, S; X = Cl, Br, I). Synthesis, Crystal Structure, and Hirshfeld Surface Analysis

IF 1.1 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Journal of the Mexican Chemical Society Pub Date : 2024-02-01 DOI:10.29356/jmcs.v68i2.2036

J. V. García-González, J. Alvarado-Rodríguez, Noemí Andrade-López, Cristian G. Guerra-Poot

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Abstract

Abstract. In this work, the synthesis and structural study by means of single-crystal X-ray diffraction of compounds of general formula Ch(C6H4CH2X)2 (Ch = O, S; X = Cl, Br, I) is reported. These compounds contain two flexible hydrocarbonated arms –CH2–X in the ortho positions to the Ch heteroatom. These compounds were synthesized through a linear synthesis starting from diphenylether or diphenylsulfide. Based on the structural analysis, we describe the more relevant molecular features as well as the non-covalent interactions that the heavy halogen atoms display with other moieties that promote the cohesion of the crystal arrangement. The Hirshfeld analysis displayed that the X···π, X···X, and C–H···X interactions are quite significant in the crystal arrangement. Resumen. En este trabajo, se describen la síntesis y el estudio estructural de difracción de rayos-X de monocristal de seis compuestos con fórmula general Ch(C6H4CH2X)2 (Ch = O, S; X = Cl, Br, I), que contienen dos brazos hidrocarbonados flexibles –CH2–X en las posiciones orto al heteroátomo Ch. Estos compuestos fueron sintetizados a través de una síntesis lineal, partiendo de difeniléter o difeniltioéter. A través del análisis estructural se describen las características moleculares más relevantes, así como las interacciones no-covalentes que presentan los átomos de halógeno pesados con otros grupos funcionales para dar cohesión a la red cristalina. El estudio de las superficies de Hirshfeld mostró que las interacciones X···π, X···X y C–H···X son muy relevantes en esta cohesión.

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二卤化合物 Ch(C6H4CH2X)2（Ch = O、S；X = Cl、Br、I）中的非共价相互作用。合成、晶体结构和 Hirshfeld 表面分析

摘要在这项工作中，报告了通式为 Ch(C6H4CH2X)2 （Ch = O、S；X = Cl、Br、I）的化合物的合成和通过单晶 X 射线衍射进行的结构研究。这些化合物在 Ch 杂原子的正交位置含有两个柔性烃化臂 -CH2-X。这些化合物是以二苯醚或二苯基硫醚为起点，通过线性合成法合成的。根据结构分析，我们描述了更多相关的分子特征以及重卤原子与其他分子之间的非共价相互作用，这些相互作用促进了晶体排列的内聚性。Hirshfeld 分析表明，X--π、X--X 和 C-H-X 相互作用在晶体排列中相当重要。摘要。在这项研究中，我们描述了几种具有一般 Ch(C6H4CH2X)2 (Ch = O, S; X = Cl, Br, I) 结构的化合物的单晶射线-X 衍射结构的研究，这几种化合物含有两个可弯曲的碳氢化合物-CH2-X，其位置与杂质 Ch 相同。这些化合物通过线性分析、二苯并二烯并二烯并二烯并二烯并二烯并二烯并二醚进行了精馏。通过结构分析，我们描述了最相关的分子特征，以及为使红色晶体具有内聚力而与其他功能组进行的非共价相互作用。对 Hirshfeld 表层的研究表明，X--π、X--X 和 C-H-X 相互作用与这种凝聚力密切相关。

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来源期刊

Journal of the Mexican Chemical Society 化学-化学综合

CiteScore

2.00

自引率

0.00%

发文量

审稿时长

6-12 weeks

期刊介绍： The Journal of the Mexican Chemical Society (J. Mex. Chem. Soc.) is a scientific, blind, peer reviewed, and open access, free of charge publication that covers all areas of chemistry and its sub-disciplines (i.e. medicinal chemistry, natural products, electrochemistry, material science, computational chemistry, organic chemistry, bionirganic chemistry, etc). It is devoted to facilitating the worldwide advancement of our understanding of chemistry. It will primarily publish original contributions of research in all branches of the theory and practice of chemistry in its broadest context as well as critical reviews in active areas of chemical research where the author has published significant contribution. The J. Mex. Chem. Soc. is a quarterly publication which language of submission and publication is English. To be suitable for publication in J. Mex. Chem. Soc., manuscripts must describe novel aspects of chemistry, high quality of results and discussion an excellent bibliographic support, and contribute to the development of the field. Routine or incremental work are not suitable for publication in J. Mex. Chem. Soc. Authors are encouraged to send contributions in electronic form. Our online submission system guides you stepwise through the process of entering your article details and uploading your files.