Ethylene bis(dithiocarbamates) (EBDTCs) have been used as staple fungicides for over 75 years. The first industrially manufactured EBDTC was zineb, zinc ethylene bis(dithiocarbamate), marketed under the trade name Dithane. Even though zineb has been used as a fungicide since the 1940s, its crystal structure has remained unknown. Herein, we describe the crystal structure of zineb (triclinic crystal system, space group P1̅, a = 7.5094(9) Å, b = 9.4356(9) Å, c = 7.4120(7) Å, α = 107.945(8)°, β = 100.989(7)°, γ = 105.365(8)°, V = 460.07(10) ų). The inorganic fragment of the structure consists of two Zn²⁺ cations, coordinated by the thiocarbamate groups. There are four Zn–S bonds with lengths in the range of 2.325–2.426 Å, and one rather long Zn–S contact of 2.925(8) Å. Inorganic fragments are linked by organic EBDTC ligands to form extended, polymeric layers. The layers are packed in an ABAB manner, related by the inversion symmetry and held together by a hydrogen bonding network. In this article, in addition to describing the crystal structure, we correlate the structural features with the vibrational spectroscopic and thermal characteristics of zineb, and we provide a short summary of the major developments of fungicides in the 20th century.

中文翻译：

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Zineb的晶体结构，七十五年后

乙撑双（二硫代氨基甲酸酯）（EBDTC）用作主要杀菌剂已有75年以上的历史了。第一个工业化生产的EBDTC是Zineb，锌亚乙基双（二硫代氨基甲酸酯）锌，商品名为Dithane。尽管自1940年代以来zineb被用作杀真菌剂，但其晶体结构仍然未知。在此，我们描述了代森锌（三斜晶系，空间群的晶体结构P 1，一个= 7.5094（9）埃，b = 9.4356（9）埃，c ^ = 7.4120（7）α= 107.945（8）° ，β= 100.989（7）°，γ= 105.365（8）°，V = 460.07（10）埃³）。结构的无机片段由两个Zn ^2+组成由硫代氨基甲酸酯基团协调的阳离子。有四个Zn–S键，长度范围为2.325–2.426Å，其中一个较长的Zn–S触点为2.925（8）Å。无机片段通过有机EBDTC配体连接形成延伸的聚合物层。这些层以ABAB方式堆积，通过反对称对称相关，并通过氢键网络保持在一起。在本文中，除了描述晶体结构之外，我们还将结构特征与zineb的振动光谱和热学特性相关联，并简要概述了20世纪杀菌剂的主要发展。