S-Benzyl 3-[1-(6-methylpyridin-2-yl)ethylidene]dithiocarbazate: crystal structure and Hirshfeld surface analysis
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 A ° ) and forms dihedral angles of 71.67 (3...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
2018
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| Subjects: | |
| Online Access: | http://eprints.sunway.edu.my/748/ http://eprints.sunway.edu.my/748/1/Tiekink%20S-Benzyl%203-%5B1-%286-methylpyridin-2-yl%29.pdf |
| Summary: | 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 A ° ) and forms dihedral angles of 71.67 (3)⁰ with the approximately orthogonally inclined thioester phenyl ring, and 7.16 (7)⁰ 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....(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. |
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