title: 2-(Benzoylsulfanyl)acetic acid and 2,5-dioxopyrrolidin-1-yl 2-(benzoylsulfanyl)acetate by powder X-ray diffraction studies.
abstract: The structures of the title compounds, C(9)H(8)O(3)S, (I), and C(13)H(11)NO(5)S, (II), were determined by X-ray powder diffraction. Both were solved using the direct-space parallel tempering algorithm and refined using the Rietveld method. In (I), the C-S-C bond angle is slightly smaller than normal, indicating more p character in the bonding orbitals of the S atom. The carboxylic acid group joins across an inversion centre to form a dimer. The crystal packing includes a weak C-H···O hydrogen bond between an aromatic C-H group and a carboxylic acid O atom to form a two-dimensional network parallel to (10 ̅1). The C-S-C bond angle in (II) is larger than its counterpart in (I), indicating that the S atom of (II) has less p character in its bonding orbitals than that of (I), according to Bent's rule. The crystal structure of (II) includes weak C-H···O hydrogen bonds between the H atoms of the methylene groups and carbonyl O atoms, forming a three-dimensional network.
authors.affiliation: Department of Chemistry, Atomic Energy Commission of Syria (AECS), PO Box 6091, Damascus, Syrian Arab Republic. cscientific@aec.org.sy
authors.forename: Mwaffak
authors.initials: M
authors.lastname: Rukiah
authors.forename: Mahmoud
authors.initials: M
authors.lastname: Al-Ktaifani
mesh_terms: D000085:Acetates / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008958:Models, Molecular; D015394:Molecular Structure; D011759:Pyrrolidines / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D014961:X-Ray Diffraction
chemical_list: C559649:2,5-dioxopyrrolidin-1-yl 2-(benzoylsulfanyl)acetate; C559648:2-(benzoylsulfanyl)acetic acid; D000085:Acetates; D011759:Pyrrolidines; D013438:Sulfhydryl Compounds