Mohan Kumar Thaluru M, Bhavya Papegowda, Bhaskar Besagarahally L, Shankara Prasad Holehundi J, Yathirajan Hemmige S, Parkin Sean
Department of Physical Sciences, Amrita School of Engineering, Amrita Vishwa Vidyapeetham, Bengaluru-560 035, India.
Department of Applied Sciences, New Horizon College of Engineering, Bengaluru-560 103, India.
Acta Crystallogr E Crystallogr Commun. 2025 Jun 24;81(Pt 7):646-649. doi: 10.1107/S2056989025005493. eCollection 2025 Jul 1.
Imidazoles are a widely studied class of heterocyclic compounds with significant biological and pharmacological relevance, including applications as fungicides, herbicides, and therapeutic agents. The title compound, CHClNO (), is a structural analogue and impurity of the anti-protozoal drug metronidazole, making it valuable for mechanistic and drug development studies. Here, we report its crystal structure and Hirshfeld surface analysis. Crystals of are triclinic, space-group type 1, with two independent mol-ecules ( and ) in the asymmetric unit, each exhibiting chloro-eth-oxy-ethyl chain disorder over two conformations. Both mol-ecules have essentially planar methyl-nitro-1-imidazole cores, with conformational variation arising from the side chains. The structure lacks conventional hydrogen bonds but features several weak C-H⋯O, C-H⋯N, and C-H⋯Cl inter-actions, connecting mol-ecules into dimers and layers parallel to the -plane. Hirshfeld surface analysis reveals that the mol-ecular environments of and are similar and dominated by contacts involving hydrogen.
咪唑是一类经过广泛研究的杂环化合物,具有重要的生物学和药理学意义,包括用作杀真菌剂、除草剂和治疗剂。标题化合物CHClNO( )是抗寄生虫药物甲硝唑的结构类似物和杂质,这使其在机理研究和药物开发研究中具有重要价值。在此,我们报道了其晶体结构和 Hirshfeld 表面分析。 的晶体为三斜晶系,空间群类型为1,不对称单元中有两个独立分子( 和 ),每个分子的氯乙氧基乙基链在两种构象上存在无序。两个分子都具有基本平面的甲基硝基 -1-咪唑核心,构象变化源于侧链。该结构缺乏传统氢键,但具有若干弱的C-H⋯O、C-H⋯N和C-H⋯Cl相互作用,将分子连接成平行于 平面的二聚体和层。Hirshfeld表面分析表明, 和 的分子环境相似,且以涉及氢的接触为主。