Title of article :
2-[(1E)-({[(Benzylsulfanyl)methanethioyl]amino}imino)methyl]-6-methoxyphenol: crystal structure and Hirshfeld surface analysis
Author/Authors :
Md Yusof, Enis Nadia partment of Chemistry - Faculty of Science - Universiti Putra Malaysia ,Malaysia , Jotani, Mukesh M Department of Physics - Bhavan's Sheth R. A. College of Science - Ahmedabad,India , Tiekinkc, Edward R. T. Research Centre for Crystalline Materials - Faculty of Science and Technology - Sunway University, Malaysia , Ravoof, Thahira B. S. A. partment of Chemistry - Faculty of Science - Universiti Putra Malaysia ,Malaysia
Abstract :
The title dithiocarbazate ester, C16H16N2O2S2, comprises two almost planar residues, i.e. the phenyl ring and the remaining 14 non-H atoms (r.m.s. deviation = 0.0410 Å). These are orientated perpendicularly, forming a dihedral angle of 82.72 (5)°. An intramolecular hydroxy-O—H⋯N(imine) hydrogen bond, leading to an S(6) loop, is noted. An analysis of the geometric parameters is consistent with the molecule existing as the thione tautomer, and the conformation about the C=N bond is E. The thione S and imine H atoms lie to the same side of the molecule, facilitating the formation of intermolecular N—H⋯S hydrogen bonds leading to eight-membered {⋯HNCS}2 synthons in the crystal. These aggregates are connected by phenyl-C—H⋯O(hydroxy) interactions into a supramolecular layer in the bc plane; these stack with no directional interactions between them. An analysis of the Hirshfeld surface confirms the nature of the intermolecular interactions.
Keywords :
crystal structure , Hirshfeld surface analysis , dithiocarbazate ester , hydrogen bonding
Journal title :
Acta Crystallographica Section E: Crystallographic Communications