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S-Benzyl 3-[1-(6-methyl­pyridin-2-yl)ethyl­idene]di­thio­carbazate: crystal structure and Hirshfeld surface analysis

In the title di­thio­carbazate ester, C(16)H(17)N(3)S(2) (systematic name: (Z)-{[(benzyl­sulfan­yl)methane­thio­yl]amino}[1-(6-methyl­pyridin-2-yl)ethyl­idene]amine), the central methyl­idenehydrazinecarbodi­thio­ate (C(2)N(2)S(2)) core is almost planar (r.m.s. deviation = 0.0111 Å) and forms dihedr...

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Detalles Bibliográficos
Autores principales: Omar, Siti Aminah, Chah, Chee Keong, Ravoof, Thahira B. S. A., Jotani, Mukesh M., Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5956350/
https://www.ncbi.nlm.nih.gov/pubmed/29850067
http://dx.doi.org/10.1107/S2056989018001330
Descripción
Sumario:In the title di­thio­carbazate ester, C(16)H(17)N(3)S(2) (systematic name: (Z)-{[(benzyl­sulfan­yl)methane­thio­yl]amino}[1-(6-methyl­pyridin-2-yl)ethyl­idene]amine), the central methyl­idenehydrazinecarbodi­thio­ate (C(2)N(2)S(2)) core is almost planar (r.m.s. deviation = 0.0111 Å) and forms dihedral angles of 71.67 (3)° with the approximately orthogonally inclined thio­ester phenyl ring, and 7.16 (7)° with the approximately coplanar substituted pyridyl ring. The latter arrangement and the Z configuration about the imine-C=N bond allows for the formation of an intra­molecular hydrazine-N—H⋯N(pyrid­yl) hydrogen bond that closes an S(6) loop. In the crystal, phenyl-C—H⋯S(thione), methyl­ene-C—H⋯π(pyrid­yl), methyl­ene- and phenyl-C—H⋯π(phen­yl) contacts connect mol­ecules into supra­molecular layers propagating in the bc plane; the layers stack along the a axis with no directional inter­actions between them. The analysis of the Hirshfeld surface indicates the relative importance of an intra­layer phenyl-H⋯H(pyrid­yl) contact upon the mol­ecular packing.