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(2)-(4-溴苯基)[2-(4-甲基苯基)肼叉基]乙酸甲酯、(2)-(4-溴苯基)[2-(3,5-二甲基苯基)肼叉基]乙酸甲酯、(2)-[2-(4-甲氧基苯基)肼叉基](3-硝基苯基)乙酸甲酯、(2)-(4-氯苯基)(2-苯基肼叉基)乙酸甲酯和(2)-[2-(4-溴苯基)肼叉基](4-氯苯基)乙酸甲酯的晶体结构及 Hirshfeld 表面分析

Crystal structures and Hirshfeld surface analyses of methyl (2)-(4-bromo-phen-yl)[2-(4-methyl-phen-yl)hydrazinyl-idene]acetate, methyl (2)-(4-bromophen-yl)[2-(3,5-di-methyl-phen-yl)hydrazinyl-idene]acetate, methyl (2)-[2-(4-meth-oxy-phen-yl)hydrazinyl-idene](3-nitro-phen-yl)acetate, methyl (2)-(4-chlorophen-yl)(2-phenyl-hydrazinyl-idene)acetate and methyl (2)-[2-(4-bromo-phen-yl)hydrazinylidene](4-chloro-phen-yl)acetate.

作者信息

Shikhaliyev Namiq Q, Babazade Aliyar A, Atakishiyeva Gulnar T, Shikhaliyeva Irada M, Maharramov Abel M, Khrustalev Victor N, Atioğlu Zeliha, Akkurt Mehmet, Bhattarai Ajaya

机构信息

Department of Chemical Engineering, Baku Engineering University, Khirdalan City, 120 AZ0101 Hasan Aliyev Street, Baku, Azerbaijan.

Organic Chemistry Department, Baku State University, Z. Khalilov str. 23, AZ 1148 Baku, Azerbaijan.

出版信息

Acta Crystallogr E Crystallogr Commun. 2025 Mar 14;81(Pt 4):314-323. doi: 10.1107/S2056989025002051. eCollection 2025 Apr 1.

Abstract

Mol-ecules of the title compounds, methyl ()-2-(4-bromo-phen-yl)-2-[2-(4-methyl-phen-yl)hydrazin-1-yl-idene]acetate, CHBrNO , (), methyl ()-2-(4-bromo-phen-yl)-2-[2-(3,5-di-methyl-phen-yl)hydrazin-1-yl-idene]acetate, CHBrNO, (), methyl ()-2-[2-(4-meth-oxy-phen-yl)hydrazin-1-yl-idene]-2-(3-nitro-phen-yl)acetate, CHNO, (), and methyl ()-2-[2-(4-bromo-phen-yl)hydrazin-1-yl-idene]-2-(4-chloro-phen-yl)acetate, CHBrClNO, (), adopt a configuration with respect to the central C=N bond, while methyl ()-2-(4-chloro-phen-yl)-2-(2-phenyl-hydrazin-1-yl-idene)acetate, CHClNO, (), adopts an configuration. The atoms of the phenyl ring of the bromo-phenyl group of () are disordered over two sets of sites with equal occupancies. In the crystal structure of (), mol-ecules connected by C-H⋯N hydrogen bonds are further linked by C-H⋯π inter-actions, forming ribbons parallel to [010]. In (), pairs of mol-ecules are linked by C-H⋯π inter-actions parallel to [100]. In (), C-H⋯O hydrogen bonds form ribbons parallel to [010], while in (), the mol-ecules are bonded together by C-H⋯N, C-H⋯Cl, C-H⋯O and C-H⋯π inter-actions parallel to [010]. In (), C-H⋯Br, C-H⋯O and C-H⋯Cl inter-actions lead to the formation of layers parallel to (002). C-H⋯π inter-actions also occur between these planes. Hirshfeld surface analyses were performed to investigate and qu-antify the inter-molecular inter-actions between the mol-ecules of all compounds.

摘要

标题化合物()-2-(4-溴苯基)-2-[2-(4-甲基苯基)肼-1-亚基]乙酸甲酯((C_{16}H_{15}BrN_2O_2))、()-2-(4-溴苯基)-2-[2-(3,5-二甲基苯基)肼-1-亚基]乙酸甲酯((C_{16}H_{15}BrN_2O_2))、()-2-[2-(4-甲氧基苯基)肼-1-亚基]-2-(3-硝基苯基)乙酸甲酯((C_{16}H_{14}N_3O_4))和()-2-[2-(4-溴苯基)肼-1-亚基]-2-(4-氯苯基)乙酸甲酯((C_{16}H_{13}BrClN_2O_2))的分子相对于中心(C=N)键采取(Z)构型,而()-2-(4-氯苯基)-2-(2-苯基肼-1-亚基)乙酸甲酯((C_{16}H_{15}ClN_2O_2))采取(E)构型。()中溴苯基的苯环原子在两组占有率相等的位置上无序分布。在()的晶体结构中,通过(C-H\cdots N)氢键相连的分子通过(C-H\cdots\pi)相互作用进一步连接,形成平行于([010])方向的带状结构。在()中,分子对通过平行于([100])方向的(C-H\cdots\pi)相互作用相连。在()中,(C-H\cdots O)氢键形成平行于([010])方向的带状结构,而在()中,分子通过平行于([010])方向的(C-H\cdots N)、(C-H\cdots Cl)、(C-H\cdots O)和(C-H\cdots\pi)相互作用结合在一起。在()中,(C-H\cdots Br)、(C-H\cdots O)和(C-H\cdots Cl)相互作用导致形成平行于((002))的层状结构。这些平面之间也存在(C-H\cdots\pi)相互作用。进行了 Hirshfeld 表面分析以研究和量化所有化合物分子之间的分子间相互作用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5344/11974330/5f6f99280333/e-81-00314-fig1.jpg

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