Crystal structures of 2,3-bis­(4-chloro­phen­yl)-1,3-thia­zolidin-4-one and trans-2,3-bis­(4-chloro­phen­yl)-1,3-thia­zolidin-4-one 1-oxide

Acta Crystallographica Section E: Crystallographic Communications

Yennawar, H.P.¹  Tierney, J.²  Silverberg, L.J.³  Hullihen, P.D.³ 

[1] Department of Chemistry, Pennsylvania State University, University Park, PA 16802, USA;Pennsylvania State University, Brandywine Campus, 312 M Main Building, 25, Yearsley Mill Rd, Media, PA 19063, USA;Pennsylvania State University, Schuylkill Campus, 200 University Drive, Schuylkill Haven, PA 17972, USA

关键词: CRYSTAL STRUCTURE;    THIAZOLIDINE;    THIAZOLIDIN-4-ONE 1-OXIDE;    HYDROGEN BONDS;    [PI]-[PI] INTERACTIONS;   

DOI  :  10.1107/S2056989015001954

学科分类：数学（综合）

来源: International Union of Crystallography

【 摘 要 】

In the crystal structures of the title compounds, C15H11Cl2NOS, (1), and C15H11Cl2NO2S, (2), wherein (2) is the oxidized form of (1), the thia­zolidine ring is attached to two chloro­phenyl rings. The chloro­phenyl ring on the 2-carbon atom position points in the same direction as that of the S atom in (1), while in (2), the S atom points in the opposite direction. The O atom on the chiral S atom in (2) is trans to the chloro­phenyl ring on the 2-carbon. The chloro­phenyl ring planes in each structure are close to orthogonal, making dihedral angles of 78.61 (6) and 87.46 (8)° in (1) and (2), respectively. The thia­zolidine ring has a twisted conformation on the S—Cmethine bond in (1), and an envelope conformation with the S atom 0.715 (3) Å out of the plane of other four atoms in (2). In the crystal of (1), mol­ecules are linked by C—H⋯O hydrogen bonds, as well as by slipped parallel π–π inter­actions [inter-centroid distance = 3.840 (3) Å] between inversion-related phenyl rings, forming sheets parallel to (001). In the crystal of (2), mol­ecules are linked via C—H⋯O and C—H⋯Cl hydrogen bonds, forming slabs parallel to (001).

【 授权许可】

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