

Vibrational spectroscopic and Hirshfeld surface analysis of N,N'-(azanediylbis(2,1-phenylene))bis(2-chloropropanamide)
Aysegul Suzan Polat (1,*)



(1) Department of Chemistry, Faculty of Arts and Science, Mersin University, Mersin, 33343, Turkey
(2) Department of Basic Sciences, Faculty of Maritime, Mersin University, Mersin, 33343, Turkey
(3) Department of Chemistry, Faculty of Arts and Science, Mersin University, Mersin, 33343, Turkey
(*) Corresponding Author
Received: 02 Sep 2019 | Revised: 22 Oct 2019 | Accepted: 26 Oct 2019 | Published: 31 Dec 2019 | Issue Date: December 2019
Abstract
The title molecule, N,N'-(azanediylbis(2,1-phenylene))bis(2-chloropropanamide) (LNNN) was synthesized and characterized by means of Hirshfeld surface analysis and vibrational (FT-IR and RAMAN) studies. Ab-initio Hartree-Fock (HF) and density functional theory (DFT; BLYP, B3LYP, B3PW91 and mPW1PW91) calculations were accomplished using 6-31G(d,p) and 6-311G(d,p) basis sets. The comparison of calculated bond lengths and angles with X-ray crystal structure shows sufficient agreement. The solid phase FT-IR and FT-RAMAN spectra of LNNN have been recorded in the regions 4000-525 cm-1 and 4000-50 cm-1, respectively. A comparative analysis between the calculated and experimental vibrational frequencies was carried out and significant bands were assigned. The results indicated a good correlation between experimental and theoretical IR and RAMAN frequencies. A detailed analysis of the intermolecular interactions via Hirshfeld surface analysis and fingerprint plots revealed that supramolecular structure of the LNNN is stabilized mainly by the formation of H···H, C···H, Cl···H ve O···H intermolecular interactions.
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DOI: 10.5155/eurjchem.10.4.386-402.1921
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This study was supported by Research Fund of Mersin University in Turkey with Project Number: 2018-1-TP2-2800.
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