Crystal structure and Hirshfeld surface analysis of (E)-3-(2-chlorophenyl)-1-(2,5-dichlorothiophen-3-yl)prop-2-en-1-one

Acta Crystallographica Section E: Crystallographic Communications

B. P. Siddaraju¹  T. N. Sanjeeva Murthy²  M. K. Veeraiah³  C. S. Chidan Kumar⁴  Mehmet Akkurt⁵  Ching Kheng Quah⁶  Zeliha Atioğlu⁷ 

[1] Department of Chemistry, Cauvery Institute of Technology, Mandya 571 402, Karnataka, India;Department of Chemistry, Sri Siddhartha Academy of Higher Education, Tumkur 572 107, Karnataka, India;Department of Chemistry, Sri Siddhartha Institute of Technology, Tumkur 572 105, Karnataka, India;Department of Engineering Chemistry, Vidya Vikas Institute of Engineering & Technology, Visvesvaraya Technological University, Alanahalli, Mysuru 570028, Karnataka, India;Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey;X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia;İlke Education and Health Foundation, Cappadocia University, Cappadocia Vocational College, The Medical Imaging Techniques Program, 50420 Mustafapaşa, Ürgüp, Nevşehir, Turkey;

关键词: crystal structure;    2,5- dichlorothiophene ring;    2-chlorophenyl ring;    E configuration;    Hirshfeld surface analysis;    crystal structure;   

DOI  :  10.1107/S2056989018018066

来源: DOAJ

【 摘 要 】

The molecular structure of the title compound, C13H7Cl3OS, consists of a 2,5- dichlorothiophene ring and a 2-chlorophenyl ring linked via a prop-2-en-1-one spacer. The dihedral angle between the 2,5-dichlorothiophene and 2-chlorophenyl rings is 9.69 (12)°. The molecule has an E configuration about the C=C bond and the carbonyl group is syn with respect to the C=C bond. The molecular conformation is stabilized by two intramolecular C—H...Cl contacts and one intramolecular C—H...O contact, forming S(5)S(5)S(6) ring motifs. In the crystal, the molecules are linked along the a-axis direction through van der Waals forces and along the b axis by face-to-face π-stacking between the thiophene rings and between the benzene rings of neighbouring molecules, forming corrugated sheets lying parallel to the bc plane. The intermolecular interactions in the crystal packing were further analysed using Hirshfield surface analysis, which indicates that the most significant contacts are Cl...H/ H...Cl (28.6%), followed by C...H/H...C (11.9%), C...C (11.1%), H...H (11.0%), Cl...Cl (8.1%), O...H/H...O (8.0%) and S...H/H...S (6.6%).

【 授权许可】

Unknown