Crystal structure and Hirshfeld surface analysis of two imidazo[1,2-a]pyridine derivatives: N-tert-butyl-2-(4-meth­oxy­phen­yl)-5-methyl­imidazo[1,2-a]pyridin-3-amine and N-tert-butyl-2-[4-(di­methyl­amino)­phen­yl]imidazo[1,2-a]pyridin-3-amine

Acta Crystallographica Section E: Crystallographic Communications

Thennarasu, S.¹  Dhanalakshmi, G.²  Aravindhan, S.³  Ramanjaneyulu, M.⁴ 

[1] Bio-organic Chemistry Laboratory, Academy of Scientific and Innovative Research (AcSIR), CSIR-Central Leather Research Institute Adyar, Chennai 600 020, India;Department of Physics, Misrimal Navajee Munoth Jain Engineering College, Chennai 600 097, India;Department of Physics, Presidency College (Autonomous), Chennai 600 005, India;Organic &

关键词: CRYSTAL STRUCTURE;    IMIDAZOLE;    IMIDAZO[1,2-A]PYRIDINE DERIVATIVES;    N-H...N HYDROGEN BONDING;    C-H...[PI] INTERACTIONS;    OFFSET [PI]-[PI] INTERACTIONS;    HIRSHFELD SURFACE ANALYSIS;    FINGERPRINT PLOTS;   

DOI  :  10.1107/S2056989018016651

学科分类：数学（综合）

来源: International Union of Crystallography

【 摘 要 】

In the title imidazo[1,2-a]pyridine derivatives, N-tert-butyl-2-(4-meth­oxy­phen­yl)-5-methyl­imidazo[1,2-a]pyridin-3-amine, C19H23N3O, (I), and N-tert-butyl-2-[4-(di­methyl­amino)­phen­yl]imidazo[1,2-a]pyridin-3-amine, C19H24N4, (II), the 4-meth­oxy­phenyl ring in (I) and the 4-(di­methyl­amino)­phenyl ring in (II) are inclined to the respective imidazole rings by 26.69 (9) and 31.35 (10)°. In the crystal of (I), mol­ecules are linked by N—H⋯N hydrogen bonds, forming chains propagating along the [001] direction. The chains are linked by C—H⋯π inter­actions, forming layers parallel to the (010) plane. In (II), the crystal packing also features N—H⋯N hydrogen bonds, which together with C—H⋯N hydrogen bonds link mol­ecules to form chains propagating along the c-axis direction. The chains are linked by C—H⋯π inter­actions to form layers parallel to the (100) plane. Inversion-related layers are linked by offset π–π inter­actions [inter­centroid distance = 3.577 (1) Å]. The inter­molecular inter­actions of both compounds were analyzed using Hirshfeld surface analysis and two-dimensional fingerprint plots.

【 授权许可】

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