STRUCTURE OF N'[BIS(METHYLTHIO)METHYLEN] CYANO-ACETAHYDRAZIDE. Ariel Gómez González ^*, Ramón Pomés Hernández and Aristides Rosado Pérez, National Center for Scientific Research. P.O.Box 6990. Havana. Cuba, Basilia M. Nápoles Frías., Pedagogical University, Havana, Cuba, Raúl Alfredo Toscano, Institute of Chemistry, UNAM. 04510, México, D.F.

In the course of a project for finding possible bioactive products attention has been focused on the use of cyanoacetahydrazide derivatives as drugs (Negwer, 1987); in this light the title compound, C₆H₉N₃OS₂, has been synthesized. It was obtained from the cyanoacetahydrazide by adding, at room temperature, carbon disulfide and methyl iodide. The title compound has shown biological activities against fungus and parasites of bovine cattle.

Crystals suitable for X-ray analysis were obtained by evaporation from ethanol solution. The compound crystallize in the orthorhombic system with space group P2₁2₁2₁ , Z=4, a = 4.634 (1) , b = 13.069 (4), c = 15.832 (5) Å, 680 F(hkl), R=3.9, wR=5.0 %. The structure was solved by direct method using SHELXTL-Plus.

The crystal packing includes infinite chains of hydrogen bonded molecules along the [100] direction. The amine N(1) atom of a molecule is hydrogen bonded to the carbonyl O(1) atom of the molecule of the adjacent cell, the length of the N^...O bond is 2.813 (6) Å. The chains are held in the crystal by means of van der Waals forces. The bond lengths and angles are in good agreement with the average literatute values.

Negwer, M. (1987). Organical-Chemical Drugs and Their Synonyms, Akademie Verlag, Berlin.