2-[(4-Bromophenyl)sulfanyl]-2-methoxy-1-phenylethan-1-one: crystal structure, Hirshfeld surface analysis and computational chemistry

Acta Crystallographica Section E: Crystallographic Communications

Ignez Caracelli¹  Julio Zukerman-Schpector²  Mukesh M. Jotani³  Paulo R. Olivato⁴  Henrique J. Traesel⁴  Edward R. T. Tiekink⁵ 

[1] Departamento de Física, Universidade Federal de São Carlos, 13565-905 São Carlos, SP, Brazil;Departamento de Química, Universidade Federal de São Carlos, 13565-905 São Carlos, SP, Brazil;Department of Physics, Bhavan's Sheth R. A. College of Science, Ahmedabad, Gujarat 380001, India;Instituto de Química, Universidade de São Paulo, 05508-000 São Paulo, SP, Brazil;Research Centre for Crystalline Materials, School of Science and Technology, Sunway University, 47500 Bandar Sunway, Selangor Darul Ehsan, Malaysia;

关键词: crystal structure;    sulfanyl;    phenylethanone;    Hirshfeld surface analysis;    NCI plots;    computational chemistry;   

DOI  :  10.1107/S2056989019006765

来源: DOAJ

【 摘 要 】

The title compound, C15H13BrO2S, comprises three different substituents bound to a central (and chiral) methine-C atom, i.e. (4-bromophenyl)sulfanyl, benzaldehyde and methoxy residues: crystal symmetry generates a racemic mixture. A twist in the molecule is evident about the methine-C—C(carbonyl) bond as evidenced by the O—C—C—O torsion angle of −20.8 (7)°. The dihedral angle between the bromobenzene and phenyl rings is 43.2 (2)°, with the former disposed to lie over the oxygen atoms. The most prominent feature of the packing is the formation of helical supramolecular chains as a result of methyl- and methine-C—H...O(carbonyl) interactions. The chains assemble into a three-dimensional architecture without directional interactions between them. The nature of the weak points of contacts has been probed by a combination of Hirshfeld surface analysis, non-covalent interaction plots and interaction energy calculations. These point to the importance of weaker H...H and C—H...C interactions in the consolidation of the structure.

【 授权许可】

Unknown