Synthesis, crystal structure and Hirshfeld surface analysis of 2-[(2,4-dimethylbenzyl)sulfanyl]pyrimidine-4,6-diamine

IF 0.5 Q4 CRYSTALLOGRAPHY

Acta Crystallographica Section E: Crystallographic Communications Pub Date : 2025-04-01 DOI:10.1107/S2056989025002440

Gulrukh Salieva , Tursunali Kholikov , Rasul Ya Okmanov , Alimjon Matchanov , Khamid U Khodjaniyazov , Shakhnoza Kadirova , Batirbay Torambetov

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Abstract

The molecular and crystal structures of 2-[(2,4-dimethylbenzyl)thio]pyrimidine-4,6-diamine were studied and Hirshfeld surfaces and fingerprint plots were generated to investigate the various intermolecular interactions.

The title compound, C₁₃H₁₆N₄S (DAMP-DMB), was synthesized through the reaction of 2,4-dimethylbenzyl chloride with diaminopyrimidine-thiol. Single-crystal X-ray diffraction analysis confirmed that the compound crystallizes in the monoclinic crystal system, space group P2₁/c. The asymmetric unit contains a single molecular entity. Structural examination revealed the presence of a dimeric arrangement consolidated by N—H⋯N hydrogen-bonding interactions. Additionally, Hirshfeld surface analysis indicated that H⋯H, N⋯H, C⋯H, and S⋯H contacts account for 98.9% of the total intermolecular interactions to the Hirshfeld surface.

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2-[（2,4-二甲基苄基）磺胺基]嘧啶-4,6-二胺的合成、晶体结构及Hirshfeld表面分析

研究了2-[（2,4-二甲基苄基）硫]-嘧啶-4,6-二胺的分子和晶体结构，并绘制了Hirshfeld表面和指纹图谱来研究分子间的相互作用。以2,4-二甲基氯化苄与二氨基嘧啶-硫醇为原料合成了标题化合物C13H16N4S （DAMP-DMB）。单晶x射线衍射分析证实该化合物在单斜晶系P21/c空间群中结晶。不对称单元包含单个分子实体。结构检查显示存在由N - h⋯N氢键相互作用巩固的二聚体排列。此外，Hirshfeld表面分析表明，H⋯H, N⋯H， C⋯H和S⋯H接触占Hirshfeld表面分子间相互作用总量的98.9%。

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来源期刊

Acta Crystallographica Section E: Crystallographic Communications Chemistry-Chemistry (all)

CiteScore

1.90

自引率

0.00%

发文量

351

审稿时长

3 weeks

期刊介绍： Acta Crystallographica Section E: Crystallographic Communications is the IUCr''s open-access structural communications journal. It provides a fast, simple and easily accessible publication mechanism for crystal structure determinations of inorganic, metal-organic and organic compounds. The electronic submission, validation, refereeing and publication facilities of the journal ensure rapid and high-quality publication of fully validated structures. The primary article category is Research Communications; these are peer-reviewed articles describing one or more structure determinations with appropriate discussion of the science.

Synthesis, crystal structure and Hirshfeld surface analysis of 2-[(2,4-di­methyl­benz­yl)sulfan­yl]pyrimidine-4,6-di­amine

Abstract

Synthesis, crystal structure and Hirshfeld surface analysis of 2-[(2,4-dimethylbenzyl)sulfanyl]pyrimidine-4,6-diamine