Methyl 2-[(Z)-5-bromo-2-oxoindolin-3-ylidene]hydrazinecarbodithioate

IUCrData Pub Date : 2024-08-01 DOI:10.1107/S2414314624007879

Mohd Abdul Fatah Abdul Manan , David B. Cordes , Aidan P. McKay

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Abstract

The crystal structure of a new S-methyl-substituted dithiocarbazate imine containing the 5-bromoisatin moiety is described.

The title compound, C₁₀H₈BrN₃OS₂, a brominated dithiocarbazate imine derivative, was obtained from the condensation reaction of S-methyldithiocarbazate (SMDTC) and 5-bromoisatin. The essentially planar molecule exhibits a Z configuration, with the dithiocarbazate and 5-bromoisatin fragments located on the same sides of the C=N azomethine bond, which allows for the formation of an intramolecular N—H⋯O_b (b = bromoisatin) hydrogen bond generating an S(6) ring motif. In the crystal, adjacent molecules are linked by pairs of N—H⋯O hydrogen bonds, forming dimers characterized by an R²₂(8) loop motif. In the extended structure, molecules are linked into a three-dimensional network by C—H⋯S and C—H⋯Br hydrogen bonds, C—Br⋯S halogen bonds and aromatic π–π stacking.

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2-[(Z)-5-溴-2-氧代吲哚啉-3-亚基]肼二硫代甲酸甲酯

标题化合物 C10H8BrN3OS2 是一种溴化二硫代氨基甲酸酯亚胺衍生物，由 S-甲基二硫代氨基甲酸酯（SMDTC）和 5-溴靛红缩合反应得到。该分子基本呈平面 Z 型构型，二硫代氨基甲酸盐和 5-溴靛红片段位于 C=N 偶氮甲基键的同一侧，这使得分子内 N-H⋯Ob （b = 溴靛红）氢键的形成产生了一个 S(6) 环图案。在晶体中，相邻分子通过成对的 N-H⋯O 氢键相连，形成以 R22(8) 环图案为特征的二聚体。在扩展结构中，分子通过 C-H⋯S 和 C-H⋯Br 氢键、C-Br⋯S 卤素键以及芳香族 π-π 堆积连接成一个三维网络：下载高清图片 (246KB)Download：下载全尺寸图片

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