Synthesis, single crystal X-ray, Hirshfeld surface analysis and characterization of novel 4-(2,4-dichlorophenyl)-N-(2,6-dichlorophenyl)-1,3-thiazol-2-amine

Gayathri, B.H.; Dasappa, Jagadeesh Prasad; Bhavya, N. R.; Chandra,; Mahendra, M.

doi:10.1016/j.molstruc.2017.05.126

Cited by 3 publications

(1 citation statement)

References 17 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The presence of red patches on the surface of ethynylated-thiourea (Th2) crystal structures suggests shorter contact to vicinal molecules in which the hydrogen bond interfaces type occurs between molecules inside and outside the molecule surface. In addition, the various types of very light-red, light-red, and darkest spots on the d norm Hirshfeld surfaces indicated the strength of hydrogen bond interaction, whether weak, medium, and strong respectively [28,29]. The Hirshfeld surfaces for Th2 depicted by the d norm function show multiple red patches suggesting tight interaction between atoms on the surfaces.…”

Section: Hirshfeld Surfaces Analysismentioning

confidence: 98%

A Dual Approach on Experimental, Theoretical Insight of Structural Elucidation, Hirshfeld Surface Analysis, Optical and Electrochemical Properties of Acyl Thiourea-Ethynyl Hybrid Derivatives

et al. 2022

View full text Add to dashboard Cite

Hybrid moieties of ethynylated-thiourea, Th1 and Th2 have been synthesised via the addition reaction between ethynyl derivatives and 4-tert-butylbenzoyl isothiocyanate in acetone, and were characterised by selected spectroscopic methods (i.e., 1 H and 13 C NMR, UV-visible, FT-IR) and elemental analysis. Thermogravimetric analysis indicated that Th1 and Th2 were relatively stable up to ca. 210 °C. Single-crystal X-ray diffraction was used to identify the crystal structure of Th2 in which the centre of 1-acyl thiourea moiety (-C(O)NHC(S)NH) exhibits S conformation. The Hirshfeld surface analysis has allowed visualizing the crystal packing, which is characterised by the prolonged intermolecular N-H⋯O = C and N-H⋯S = C hydrogen-bonding interactions within Th2 molecule. Electrochemical data of both compounds correspondingly exhibit irreversible redox potential processes. Besides, frontier molecular orbitals and Natural Bond Orbital population analysis were computed at the B3LYP/6-31G (d, p) level of approximation, suggesting strong delocalization of the electronic density through a conjugated π-system involving the ethynyl-phenyl and thiourea groups.

show abstract

Section: Hirshfeld Surfaces Analysismentioning

confidence: 98%