Crystal and molecular structures of 1,1-bis(methylthio)-4-(2-pyridyl)-2,3,5-triaza-1,3-pentadiene and its 5-phenyl derivative

• Autorzy: Główka M. , Martynowski D. , Olczak A. , Kozłowska K. , Ołubek Z. , Orlewska C. , Foks H.
• Języki publikacji: EN

Abstrakty

EN

Structures of the two dimethylthiomethylene-2-pyridinecarboxamide hydrazones have been examined spectroscopially and by X-ray diffraction to establish the dominant tautometric form and conformation. The two crystal structures are very similar with approximately planar conformation and intramolecular hydrogen bond between 4-imine group as hydrogen donor and pyridyl N atom as an acceptor. Several significant differences found may be easily explained by phenyl substitution in one of the compounds. The benzene ring in compound 2 is twisted by about 40o in relation to the mean molecular plane due to packing forces. An interesting feature of the structures is the deviation of the pyridyl ring by 11-14o from the mean 2,3,5-triaza-1,3-pentadiene plane in the two structures, despite the intramolecular hydrogen bond spanning the two fragments. It agrees with the elongation of C(4)-pyridine bond to 1.488 A, which corresponds with the lack of conjugation between p electrons of the pyridine ring and a lone pair at adjacent N(4) atom.

Słowa kluczowe

EN

amidrazones; crystal structure; tautomers; conformation; intramolecular hydrogen bond

• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Polish Journal of Chemistry
• Rocznik: 1999
• Tom: vol. 73 nr 5
• Strony: 845--851

Twórcy

autor

Główka M.

autor

Martynowski D.

autor

Olczak A.

autor

Kozłowska K.

autor

Ołubek Z.

autor

Orlewska C.

autor

Foks H.

• Instytut Chemii Politechnika Łódzka ul. Żwirki 36 90-924 Łódź