title: Crystal structure of 5-(1,3-di-thian-2-yl)-2H-1,3-benzodioxole.
abstract: In the title compound, C11H12O2S2, two independent but virtually superimposable mol-ecules, A and B, comprise the asymmetric unit. In each mol-ecule, the 1,3-di-thiane ring has a chair conformation with the 1,4-disposed C atoms being above and below the plane through the remaining four atoms. The substituted benzene ring occupies an equatorial position in each case and forms dihedral angles of 85.62 (9) (mol-ecule A) and 85.69 (8)° (mol-ecule B) with the least-squares plane through the 1,3-di-thiane ring. The difference between the mol-ecules rests in the conformation of the five-membered 1,3-dioxole ring which is an envelope in mol-ecule A (the methyl-ene C atom is the flap) and almost planar in mol-ecule B (r.m.s. deviation = 0.046 Å). In the crystal, mol-ecules of A self-associate into supra-molecular zigzag chains (generated by glide symmetry along the c axis) via methyl-ene C-H⋯π inter-actions. Mol-ecules of B form similar chains. The chains pack with no specific directional inter-molecular inter-actions between them.
authors.affiliation: Departmento de Química, Universidade Federal de São Carlos, 13565-905 São Carlos, SP, Brazil.
authors.forename: Julio
authors.initials: J
authors.lastname: Zukerman-Schpector
authors.affiliation: Departmento de Física, Universidade Federal de São Carlos, 13565-905 São Carlos, SP, Brazil.
authors.forename: Ignez
authors.initials: I
authors.lastname: Caracelli
authors.affiliation: Departamento de Farmácia, Faculdade de Ciências Farmacêuticas, Universidade de São Paulo, 05508-900 São Paulo-SP, Brazil.
authors.forename: Hélio A
authors.initials: HA
authors.lastname: Stefani
authors.affiliation: Departamento de Farmácia, Faculdade de Ciências Farmacêuticas, Universidade de São Paulo, 05508-900 São Paulo-SP, Brazil.
authors.forename: Olga
authors.initials: O
authors.lastname: Gozhina
authors.affiliation: Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia.
authors.forename: Edward R T
authors.initials: ER
authors.lastname: Tiekink
keywords: 1,3-benzodioxole; 1,3-di­thiane; C—H⋯π inter­actions; conformation; crystal structure
references.citation: J Mol Graph Model. 2001;19(6):557-9, 609
references.pmid: 11552684