S-Benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]dithiocarbazate: crystal structure and Hirshfeld surface analysis
| Autor: | Chee Keong Chah, Mukesh M. Jotani, Thahira Begum S. A. Ravoof, Siti Aminah Omar, Edward R. T. Tiekink |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2018 |
| Předmět: |
dithiocarbazate ester
crystal structure Hydrogen bond Chemistry Thio General Chemistry Crystal structure Dihedral angle 010402 general chemistry 010403 inorganic & nuclear chemistry Condensed Matter Physics Ring (chemistry) hydrogen bonding 01 natural sciences 0104 chemical sciences Research Communications Crystal Crystallography Hirshfeld surface analysis General Materials Science Amine gas treating |
| Zdroj: | Acta Crystallographica Section E: Crystallographic Communications |
| ISSN: | 2056-9890 |
| Popis: | The title molecule has a approximately coplanar relationship between the methylidenehydrazinecarbodithioate (C2N2S2) core and substituted pyridyl ring but the former plane is nearly orthogonal to the thioester phenyl ring. Supramolecular layers in the bc plane sustained by C—H⋯S and C—H⋯π interactions feature in the crystal. In the title dithiocarbazate ester, C16H17N3S2 (systematic name: (Z)-{[(benzylsulfanyl)methanethioyl]amino}[1-(6-methylpyridin-2-yl)ethylidene]amine), the central methylidenehydrazinecarbodithioate (C2N2S2) 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. |
| Databáze: | OpenAIRE |
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