Abstract
In the crystal structure of 6-phenyl-3-thioxo-2,3,4,5-tetra-hydro-1,2,4- triazin-5-one, C 9H 7N 3OS, (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⋯π interactions between the phenyl rings. The mol-ecular structures of two regioisomeric compounds, namely 6-phenyl-2,3-dihydro-7H-1,3-thia-zolo[3,2-b][1, 2,4]triazin-7-one, C 11H 9N 3OS, (II), and 3-phenyl-6,7-di-hydro-4H-1,3-thia-zolo[2,3-c][1,2,4]triazin-4-one, C 11H 9N 3OS, (III), which were prepared by the condensation reaction of (I) with 1,2-dibromo-ethane, have been characterized by X-ray crystallography and spectroscopic studies. The crystal structures of (II) and (III) both show two crystallographically independent mol-ecules. While the two compounds are isomers, the unit-cell parameters and crystal packing are quite different and (II) has a chiral crystal structure.
| Original language | English |
|---|---|
| Journal | Acta Crystallographica Section C: Crystal Structure Communications |
| Volume | 65 |
| Issue number | 12 |
| DOIs | |
| Publication status | Published - 2009 |
| Externally published | Yes |
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ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Medicine(all)
Cite this
Two regioisomers of condensed thio-heterocyclic triazine synthesized from 6-phenyl-3-thioxo-2,3,4,5-tetra-hydro-1,2,4-triazin-5-one. / Hori, Akiko; Ishida, Yasuhide; Kikuchi, Takahiro; Miyamoto, Kumiko; Sakaguchi, Hiroshi.
In: Acta Crystallographica Section C: Crystal Structure Communications, Vol. 65, No. 12, 2009.Research output: Contribution to journal › Article
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TY - JOUR
T1 - Two regioisomers of condensed thio-heterocyclic triazine synthesized from 6-phenyl-3-thioxo-2,3,4,5-tetra-hydro-1,2,4-triazin-5-one
AU - Hori, Akiko
AU - Ishida, Yasuhide
AU - Kikuchi, Takahiro
AU - Miyamoto, Kumiko
AU - Sakaguchi, Hiroshi
PY - 2009
Y1 - 2009
N2 - In the crystal structure of 6-phenyl-3-thioxo-2,3,4,5-tetra-hydro-1,2,4- triazin-5-one, C 9H 7N 3OS, (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⋯π interactions between the phenyl rings. The mol-ecular structures of two regioisomeric compounds, namely 6-phenyl-2,3-dihydro-7H-1,3-thia-zolo[3,2-b][1, 2,4]triazin-7-one, C 11H 9N 3OS, (II), and 3-phenyl-6,7-di-hydro-4H-1,3-thia-zolo[2,3-c][1,2,4]triazin-4-one, C 11H 9N 3OS, (III), which were prepared by the condensation reaction of (I) with 1,2-dibromo-ethane, have been characterized by X-ray crystallography and spectroscopic studies. The crystal structures of (II) and (III) both show two crystallographically independent mol-ecules. While the two compounds are isomers, the unit-cell parameters and crystal packing are quite different and (II) has a chiral crystal structure.
AB - In the crystal structure of 6-phenyl-3-thioxo-2,3,4,5-tetra-hydro-1,2,4- triazin-5-one, C 9H 7N 3OS, (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⋯π interactions between the phenyl rings. The mol-ecular structures of two regioisomeric compounds, namely 6-phenyl-2,3-dihydro-7H-1,3-thia-zolo[3,2-b][1, 2,4]triazin-7-one, C 11H 9N 3OS, (II), and 3-phenyl-6,7-di-hydro-4H-1,3-thia-zolo[2,3-c][1,2,4]triazin-4-one, C 11H 9N 3OS, (III), which were prepared by the condensation reaction of (I) with 1,2-dibromo-ethane, have been characterized by X-ray crystallography and spectroscopic studies. The crystal structures of (II) and (III) both show two crystallographically independent mol-ecules. While the two compounds are isomers, the unit-cell parameters and crystal packing are quite different and (II) has a chiral crystal structure.
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U2 - 10.1107/S0108270109043728
DO - 10.1107/S0108270109043728
M3 - Article
C2 - 19966438
AN - SCOPUS:72649091538
VL - 65
JO - Acta Crystallographica Section C: Crystal Structure Communications
JF - Acta Crystallographica Section C: Crystal Structure Communications
SN - 0108-2701
IS - 12
ER -