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首页> 外文期刊>Journal of chemical crystallography >Synthesis and crystal structures of 5-amino-1-(2-hydroxyethyl)imidazole-4-carboxamide and 5-amino-1-(2-chloroethyl)-4-cyanoimidazole
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Synthesis and crystal structures of 5-amino-1-(2-hydroxyethyl)imidazole-4-carboxamide and 5-amino-1-(2-chloroethyl)-4-cyanoimidazole

机译：5-氨基-1-（2-羟乙基）咪唑-4-羧酰胺和5-氨基-1-（2-氯乙基）-4-氰基咪唑的合成及晶体结构

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摘要

Both 5-amino-1-(2-hydroxyethyl)imidazole-4-carboxamide (AHIC) and 5-amino-1-(2-chloroethyl)-4-cyanoimidazole (ACCI) have been synthesized and crystallized in the monoclinic space group P2_1/c, Z = 4, with a = 8.420(2), b = 9.759(2), c = 10.583(2) A, #beta# = 111.80(2) deg for AHIC and a = 6.139(1), b = 8.522(2), c = 15.156(3) A, #beta# = 96.71(2) deg for ACCI. Differences in the molecular geometries of the two compounds are attributed to the differences in the substituents at the 1- and 4-positions of the imidazole ring. The molecular conformation of AHIC is stabilized by intramolecular hydrogen bonding between the 5-amino and the vicinal carboxamide moiety, resulting in an extended planar structural pattern. The presence of the cyano group in the 4-position of ACCI prevents the formation of such an intramolecular hydrogen bond. Both the crystal structures are stabilized by networks of intermolecular hydrogen bonds.
机译：5-氨基-1-（2-羟乙基）咪唑-4-羧酰胺（AHIC）和5-氨基-1-（2-氯乙基）-4-氰基咪唑（ACCI）均已合成并在单斜空间群P2_1中结晶/ c，Z = 4，a = 8.420（2），b = 9.759（2），c = 10.583（2）A，AHIC的＃beta＃= 111.80（2）度，a = 6.139（1），b ＝ 8.522（2），c ＝ 15.156（3）A，对于ACCI，＃beta＃＝ 96.71（2）度。两种化合物的分子几何结构的差异归因于咪唑环的1和4位上的取代基的差异。 AHIC的分子构象通过5-氨基和邻位羧酰胺部分之​​间的分子内氢键而稳定，从而导致扩展的平面结构模式。在ACCI的4位上氰基的存在阻止了这种分子内氢键的形成。两种晶体结构均通过分子间氢键网络稳定。

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