Structural characterization and DFT studies of the highly disordered compound 2-phenyl-4-[4-(1,4,7,10-tetraoxa-13-azacyclopentadecyl)benzylidene]-5-oxazolone

Abstract

In this study, the crystal and molecular structure of the compound 2-phenyl-4-[4-(1,4,7,10-tetraoxa-13-azacyclopentadecyl)benzylidene]-5-oxazolone was determined by the single-crystal X-ray diffraction method. The molecular structure of the compound consists of a N-phenyl-(aza-15-crown-5) moiety connected to the oxazol-5-one ring. A phenyl group is also linked to the oxazol-5-one fragment. Crystal structure is stabilized by C–H∙∙∙O type intermolecular hydrogen bonds, C–H∙∙∙O type intramolecular interaction and pi•••pi interactions. Theoretical studies such as molecular geometry, frontier molecular orbitals and molecular electrostatic potential were performed using the Density Functional Theory (DFT) method B3LYP/6-311G(d,p) basis set. Geometric parameters were compared with the experimental data and the compatibility was observed.

Keywords

• Oxazole-5-one
• crown ether
• crystal structure
• DFT
• molecular orbitals

Yüksek disordera sahip 2-fenil-4-[4-(1,4,7,10-tetraoksa-13-azasiklopentadesil)benziliden]-5-oksazolon Bileşiğinin Yapısal Karakterizasyonu ve DFT çalışmaları

Abstract

Bu çalışmada, 2-fenil-4-[4-(1,4,7,10-tetraoksa-13-azasiklopentadesil)benziliden]-5-oksazolon bileşiğinin moleküler ve kristal yapısı tek-kristal X-ışını kırınımı yöntemiyle belirlendi. Bileşiğin moleküler yapısı, bir oksazol-5-on grubuna bağlı N-fenil sübstitüe aza-taç eter yapıdan oluşmaktadır. Bir fenil grubu da oksazol-5-on fragmentine bağlıdır. Kristal yapı, C–H∙∙∙O tipi moleküllerarası hidrojen bağları ile C–H∙∙∙O tipi molekül içi zayıf etkileşmeler ve pi•••pi etkileşmeleri ile kararlı haldedir. Teorik çalışmalar (moleküler geometri, frontier moleküler orbitaller ve moleküler elektrostatik potansiyel) Yoğunluk Fonsiyonu Teorisi (YFT) metodu ile ve B3LYP/6-311G(d,p) baz seti kullanılarak gerçekleştirilmiştir. Geometrik parametreler deneysel verilerle karşılaştırılarak uyumlu oldukları gözlenmiştir.

Keywords

• Oksazol-5-on
• taç eter
• kristal yapı
• YFT
• moleküler orbitaller

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