N2,N6-bis((2-Ethoxyphenyl)carbamothioyl)pyridine-2,6-dicarboxamide: Molecular Crystal Structure, Supramolecular Architecture, Hirshfeld Surface Analysis and Interaction Energies

Yıl 2024, Cilt: 7 Sayı: 4, 1734 - 1753, 16.09.2024

Ümmühan Solmaz

https://doi.org/10.47495/okufbed.1491862

Öz

The compound N2,N6-bis((2-ethoxyphenyl)carbamothioyl)pyridine-2,6-dicarboxamide was synthesized in two steps with high yield, and its structure was comprehensively characterized using various techniques such as elemental analysis, UV-Vis, 1H NMR, and single-crystal X-ray diffraction. It was determined that the crystal lattice of the compound is stabilized by intramolecular and intermolecular hydrogen bonds, as well as C-H⋅⋅⋅π (C16-H16C⋅⋅⋅Cg(2)) and π⋅⋅⋅π (Cg(2)⋅⋅⋅Cg(2), Cg(1)⋅⋅⋅Cg(3)) interactions, and these interactions play a very important role in defining the overall supramolecular crystal structure of the compound. Hirshfeld surface analysis and two-dimensional fingerprint analysis revealed that H···H (43,4%), S⋯H (10,3%), and C⋯H (8,1%) interactions are more prominent compared to other intermolecular interactions and play a significant role in stabilizing the crystal structure of the compound. Additionally, energy framework calculations determined the three-dimensional topology and interaction energies of the primary interactions within the crystal lattice. Observations concluded that the dispersion energy of the compound (-462,385 kJ/mol) has a greater impact compared to other interaction energies.

Anahtar Kelimeler

Thiocarboxamide, Single crystal structure analysis, Van der Waals interactions, Supramolecular structure, Hirshfeld surface analysis, Interaction Energies

N2,N6-bis((2-Etoksifenil)karbamotiyoil)piridin-2,6-dikarboksamid: Moleküler Kristal Yapı, Supramoleküler Mimari, Hirshfeld Yüzey Analizi ve Etkileşim Enerjileri

Öz

N2,N6-bis((2-Etoksifenil)karbamotiyoil)piridin-2,6-dikarboksamid bileşiği, iki basamakta ve yüksek verimle sentezlenmiş, bileşiğin yapısı elementel analiz, UV-Vis, 1H NMR ve tek kristal X-ışını kırınımı gibi çeşitli teknikler kullanılarak kapsamlı bir şekilde karakterize edilmiştir. Bileşiğin kristal kafesinin, molekül içi ve moleküller arası hidrojen bağlarının yanı sıra C-H⋅⋅⋅π (C16-H16C⋅⋅⋅Cg(2)) ve π⋅⋅⋅π (Cg(2)⋅⋅⋅Cg(2), Cg(1)⋅⋅⋅Cg(3)) etkileşimleri ile de stabilize olduğu belirlenmiş ve bileşiğin genel supramoleküler kristal yapısının belirlenmesinde bu etkileşimlerin çok önemli bir rol oynadığı tespit edilmiştir. Hirshfeld yüzey analizi ve iki boyutlu parmak izi analizi, diğer moleküller arası etkileşimlere oranla, H···H (%43,4), S⋯H (%10,3) ve C⋯H (%8,1) etkileşimlerinin daha belirgin olduğu ve bileşiğin kristal yapısının stabilize edilmesinde bu etkileşimlerin önemli rol oynadığını ortaya çıkartmıştır. Ayrıca enerji çerçevesi hesaplamaları ile kristal kafesteki temel etkileşimlerin üç boyutlu topolojisi ve etkileşim enerjileri belirlenmiştir. Yapılan gözlemlerle, bileşiğin dağılım enerjisinin (-462,385 kJ/mol) diğer etkileşim enerjilerine göre daha büyük bir etkiye sahip olduğu sonucuna varılmıştır.

Anahtar Kelimeler

Tiyokarboksamid, Tek kristal yapı analizi, Van der Waals etkileşimler, Supramoleküler yapı, Hirshfeld yüzey analizi, Etkileşim Enerjileri

Kaynakça

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