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(2)-3-(2,4-二氯苯基)-1-(2,5-二氯噻吩-3-基)丙-2-烯-1-酮的晶体结构和 Hirshfeld 表面分析

Crystal structure and Hirshfeld surface analysis of (2)-3-(2,4-di-chloro-phen-yl)-1-(2,5-di-chloro-thio-phen-3-yl)prop-2-en-1-one.

作者信息

Murthy T N Sanjeeva, Atioğlu Zeliha, Akkurt Mehmet, Chidan Kumar C S, Veeraiah M K, Quah Ching Kheng, Siddaraju B P

机构信息

Department of Chemistry, Sri Siddhartha Academy of Higher Education, Tumkur 572 107, Karnataka, India.

İlke Education and Health Foundation, Cappadocia University, Cappadocia Vocational College, The Medical Imaging Techniques Program, 50420 Mustafapaşa, Ürgüp, Nevşehir, Turkey.

出版信息

Acta Crystallogr E Crystallogr Commun. 2018 Aug 10;74(Pt 9):1201-1205. doi: 10.1107/S2056989018010976. eCollection 2018 Sep 1.

Abstract

The mol-ecular structure of the title compound, CHClOS, consists of a 2,5-di-chloro-thio-phene ring and a 2,4-di-chloro-phenyl ring linked a prop-2-en-1-one spacer. The dihedral angle between the 2,5-di-chloro-thio-phene ring and the 2,4-di-chloro-phenyl ring is 12.24 (15)°. The mol-ecule has an configuration about the C=C bond and the carbonyl group is with respect to the C=C bond. The mol-ecular conformation is stabilized by intra-molecular C-H⋯Cl contacts, producing (6) and (5) ring motifs. In the crystal, the mol-ecules are linked along the axis direction through face-to-face π-stacking between the thio-phene rings and the benzene rings of the mol-ecules in zigzag sheets lying parallel to the plane along the axis. The inter-molecular inter-actions in the crystal packing were further analysed using Hirshfield surface analysis, which indicates that the most significant contacts are Cl⋯H/ H⋯Cl (20.8%), followed by Cl⋯Cl (18.7%), C⋯C (11.9%), Cl⋯S/S⋯Cl (10.9%), H⋯H (10.1%), C⋯H/H⋯C (9.3%) and O⋯H/H⋯O (7.6%).

摘要

标题化合物CHClOS的分子结构由一个2,5-二氯噻吩环和一个通过一个2-丙烯-1-酮间隔基相连的2,4-二氯苯环组成。2,5-二氯噻吩环与2,4-二氯苯环之间的二面角为12.24 (15)°。分子中C=C键具有Z构型,羰基相对于C=C键呈反式。分子构象通过分子内C-H⋯Cl接触得以稳定,产生了(6)和(5)环模式。在晶体中,分子沿着c轴方向通过噻吩环与苯环之间的面对面π堆积相连,形成与ab平面平行的锯齿状片层。利用Hirshfeld表面分析对晶体堆积中的分子间相互作用进行了进一步分析,结果表明最显著的接触是Cl⋯H/H⋯Cl(20.8%),其次是Cl⋯Cl(18.7%)、C⋯C(11.9%)、Cl⋯S/S⋯Cl(10.9%)、H⋯H(10.1%)、C⋯H/H⋯C(9.3%)和O⋯H/H⋯O(7.6%)。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9f93/6127697/460384aabf31/e-74-01201-fig1.jpg

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