Crystal structure of 2-((1E)-{2-[bis(2-methylbenzylsulfanyl) methylidene]-hydrazin-1-ylidene}methyl)-6-methoxy-phenol

Enis Nadia Md Yusof, Thahira Begum S A Ravoof, Mohamed Ibrahim Mohamed Tahir*, Edward R T Tiekink, W. T A Harrison (Editor)

*Corresponding author for this work

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In the title compound, C25H26N2O2S2, the central CN2S2 atoms are almost coplanar (r.m.s. deviation = 0.0058 Å). One phenyl ring clearly lies to one side of the central plane, while the other is oriented in the plane but splayed. Despite the different relative orientations, the phenyl rings form similar dihedral angles of 64.90 (3) and 70.06 (3)° with the central plane, and 63.28 (4)° with each other. The benzene ring is twisted with respect to the central plane, forming a dihedral angle of 13.17 (7)°. The S2C=N, N - N and N - N=C bond lengths of 1.2919 (19), 1.4037 (17) and 1.2892 (19) Å, respectively, suggest limited conjugation over these atoms; the configuration about the N - N=C bond is E. An intramolecular O - H⋯N hydrogen bond is noted. In the crystal, phenyl-methoxy C - H⋯O and phenyl-phenyl C - H⋯π interactions lead to supramolecular double chains parallel to the b axis. These are connected into a layer via methyl-phenyl C - H⋯π interactions, and layers stack along the a axis, being connected by weak π-π interactions between phenyl rings [inter-centroid distance = 3.9915 (9) Å] so that a three-dimensional architecture ensues.

Original languageEnglish
Pages (from-to)o242-o243
Number of pages2
JournalActa Crystallographica Section E: Structure Reports Online
Issue number4
Early online date18 Mar 2015
Publication statusPublished - 1 Apr 2015


  • C - H⋯πinteractions
  • Crystal structure
  • Hydrogen bonding
  • S-substituted dithiocarbazates
  • π-πinteractions


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