A new polymorph of N-tert-butyl-2-thioimidazole (1), along with its cocrystals with 1,4-diiodotetrafluorobenzene (2), tetraiodoethylene (3), and molecular iodine (4) have been synthesized. Compound 1 is a new polymorph of a previously reported structure. A series of noncovalent N–H⋯S, N–H⋯I, and I⋯S interactions all contribute to the packing. In 1–3, a pair of N–H⋯S contributes to the formation of imidazole dimers, a commonly observed motif for these systems, which are then linked together through C–I⋯S halogen bonding. This halogen bond occurs approximately normal to the imidazole ring plane. In 4, the addition of I₂ to the sulfur atom interrupts N–H⋯S dimer formation, with the primary interactions between neighboring imidazole molecules being of the N–H⋯I and C=S⋯I. This variety of intermolecular interactions leads to the formation of double-stranded chains, ribbons, and sheets.

Graphic Abstract

A new polymorph of N-tert-butyl-2-thioimidazole, along with its cocrystals with 1,4-diiodotetrafluorobenzene, tetraiodoethylene, and molecular iodine have been synthesized. A series of noncovalent N–H⋯S, N–H⋯I, and I⋯S all contribute to the packing

中文翻译：

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一种新型 N-叔丁基-2-硫代咪唑多晶型物及其 1,4-二碘四氟苯、四碘乙烯和碘共晶的晶体结构

的多晶型物的新ñ -叔丁基-2-硫代咪唑（1），其共晶体与1,4- diiodotetrafluorobenzene（沿2），四碘（3），和分子碘（4）已经被合成。化合物1是先前报道结构的新多晶型物。一系列非共价的 N-H⋯S、N-H⋯I 和 I⋯S 相互作用都有助于填充。在1 – 3，一对 N-H⋯S 有助于形成咪唑二聚体，这是这些系统中常见的基序，然后通过 C-I⋯S 卤素键连接在一起。该卤键近似垂直于咪唑环平面。在图 4 中，硫原子上 I ₂的添加中断了 N-H⋯S 二聚体的形成，相邻咪唑分子之间的主要相互作用是 N-H⋯I 和 C=S⋯I。这种多种分子间相互作用导致双链链、带和片的形成。

图形摘要

的多晶型物的新ñ -叔丁基-2-硫代咪唑，以其共结晶与1,4- diiodotetrafluorobenzene，四碘，和分子沿碘已被合成。一系列非共价的 N–H⋯S、N–H⋯I 和 I⋯S 都有助于填充