title: Two regioisomers of condensed thioheterocyclic triazine synthesized from 6-phenyl-3-thioxo-2,3,4,5-tetrahydro-1,2,4-triazin-5-one.
abstract: In the crystal structure of 6-phenyl-3-thioxo-2,3,4,5-tetrahydro-1,2,4-triazin-5-one, C(9)H(7)N(3)OS, (I), the 1,2,4-triazine moieties are connected by face-to-face contacts through two kinds of double hydrogen bonds (N-H...O and N-H...S), which form planar ribbons along the a axis. The ribbons are crosslinked through C-H...pi interactions between the phenyl rings. The molecular structures of two regioisomeric compounds, namely 6-phenyl-2,3-dihydro-7H-1,3-thiazolo[3,2-b][1,2,4]triazin-7-one, C(11)H(9)N(3)OS, (II), and 3-phenyl-6,7-dihydro-4H-1,3-thiazolo[2,3-c][1,2,4]triazin-4-one, C(11)H(9)N(3)OS, (III), which were prepared by the condensation reaction of (I) with 1,2-dibromoethane, have been characterized by X-ray crystallography and spectroscopic studies. The crystal structures of (II) and (III) both show two crystallographically independent molecules. While the two compounds are isomers, the unit-cell parameters and crystal packing are quite different and (II) has a chiral crystal structure.
authors: School of Science, Kitasato University, Kitasato 1-15-1, Sagamihara, Kanagawa 228-8555, Japan. hori@kitasato-u.ac.jp
authors: Akiko
authors: A
authors: Hori
authors: Yasuhide
authors: Y
authors: Ishida
authors: Takahiro
authors: T
authors: Kikuchi
authors: Kumiko
authors: K
authors: Miyamoto
authors: Hiroshi
authors: H
authors: Sakaguchi
mesh_terms: D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D007536:Isomerism; D008958:Models, Molecular; D013237:Stereoisomerism; D014227:Triazines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: C546041:6-phenyl-3-thioxo-2,3,4,5-tetrahydro-1,2,4-triazin-5-one; D014227:Triazines; C093444:1,2,4-triazine