European Journal of Chemistry

N-(Dibenzylcarbamothioyl)-3-methylbutanamide: Crystal structure, Hirshfeld surfaces and antimicrobial activity

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Published: Dec 31, 2017
DOI: https://doi.org/10.5155/eurjchem.8.4.410-416.1650
Keywords:
Thiourea derivative, Antimicrobial activity, Single crystal structure, Molecular self-assembly, Hirshfeld surface analysis, Deformation electron density
Section
Research Article
Issue
Vol. 8 No. 4 (2017): December 2017
Dates
Received 2017-10-20
Accepted 2017-11-08
Published 2017-12-31
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Ilkay Gumus
Department of Chemistry, Faculty of Arts and Science, Mersin University, Mersin, TR 33343, Turkey
https://orcid.org/0000-0002-9398-0057
Serpil Gonca
Department of Pharmaceutical Microbiology, Faculty of Pharmacy, Mersin University, Mersin, TR 33343, Turkey
https://orcid.org/0000-0002-8544-1184
Birdal Arslan
Department of Chemistry, Faculty of Arts and Science, Mersin University, Mersin, TR 33343, Turkey
https://orcid.org/0000-0002-6345-0514
Ebru Keskin
Advanced Technology Research and Application Center, Mersin University, Mersin, TR 33343, Turkey
https://orcid.org/0000-0002-3130-941X
Ummuhan Solmaz
Department of Chemistry, Faculty of Arts and Science, Mersin University, Mersin, TR 33343, Turkey
https://orcid.org/0000-0002-3697-577X
Hakan Arslan
Department of Chemistry, Faculty of Arts and Science, Mersin University, Mersin, TR 33343, Turkey
http://orcid.org/0000-0003-0046-9442

Abstract

The compound N-(dibenzylcarbamothioyl)-3-methylbutanamide as a thiourea derivative was synthesized and structurally characterized by NMR and FT-IR spectroscopic techniques. The molecular structure of compound was also characterized by single crystal X-ray diffraction method. Crystal data for title compound C20H24N2OS: monoclinic, space group C2/c (no. 15), a = 19.6882(9) Å, b = 9.4045(4) Å, c = 19.5012(8) Å, β = 98.433(2)°, V = 3571.8(3) Å3, Z = 8, μ(CuKα) = 1.665 mm-1, 25057 reflections measured (9.168° ≤ 2Θ ≤ 144.196°), 3500 unique (Rint = 0.0322, Rsigma = 0.0200) which were used in all calculations. The final R1 was 0.0363 (I>2σ(I)) and wR2 was 0.0910 (all data). Intermolecular contacts obtained from X-ray single crystal diffraction study were also explored using both Hirshfeld surfaces and fingerprint plots. Hirshfeld surface analysis showed the occurrence of S···H, O···H and H···H contacts that display an important role to crystal packing stabilization of the thiourea derivative compound. In addition, the compound was evaluated for both their in-vitro antibacterial and antifungal activity.


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Gumus, I.; Gonca, S.; Arslan, B.; Keskin, E.; Solmaz, U.; Arslan, H. N-(Dibenzylcarbamothioyl)-3-Methylbutanamide: Crystal Structure, Hirshfeld Surfaces and Antimicrobial Activity. Eur. J. Chem. 2017, 8, 410-416.

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