A Study on the Synthesis, Crystallographic Structure, DFT Calculations, Hirshfeld Surface Analysis, Drug-likeness and Molecular Docking of the Julolidene-Based Schiff Base Containing Compound

Öz

This study gives an in-depth investigation of the molecular structure of a julolidene-based molecule, (C36H50N4O2). The investigation comprises the X-ray diffraction, density functional theory calculations, Hirshfeld surface analysis, drug similarity evaluation, and molecular docking simulations. The compound’s structure was initially derived from X-ray coordinates and then optimized using the B3LYP density functional theory method with the 6-31G(d,p) and 6-311G(d,p) basis sets. In the present paper, the detailed molecular interactions and X-ray crystal structure of this molecule are discussed. The space group is P1 ̅ and has the following unit cell parameters: a = 6.8512 (9) Å, b = 9.9748 (14) Å, c = 13.892(3) Å, α = 74.679 (13)o, β = 86.608 (13)o, γ = 75.049 (11)o, V = 884.6 (2) Å3, Z = 1. The julolidene-based compound is crystallized with only half of the molecule in the asymmetric unit, which has reverse symmetry. A complex network comprised of O–H···N and C–H···O hydrogen bonds, and C–H···π interactions stabilizes the crystal structure, forming supramolecular architectures. The synthesized compound’s theoretical parameters were compared with experimental findings. The optimized structure was analyzed at the same theoretical level, encompassing frontier molecular orbital analysis, molecular electrostatic potential, and chemical reactivity indices. Hirshfeld surface assessment was employed to anticipate molecular interactions. In addition, a drug similarity study was performed on the synthesized compound. Finally, an analysis of molecular docking for the compound under investigation was conducted.

Anahtar Kelimeler

• Julolidene
• X-ray
• DFT studies
• drug-likeness
• Hirshfeld surface analysis
• molecular docking analysis

Juloliden Bazlı Schiff Bazı İçeren Bileşiğin Sentezi, Kristalografik Yapısı, DFT Hesaplamaları, Hirshfeld Yüzey Analizi, İlaç Benzerliği ve Moleküler Yerleştirme Üzerine Bir Çalışma

Öz

Bu çalışma, juloliden bazlı bir molekülün (C36H50N4O2) moleküler yapısının derinlemesine bir incelemesini sunmaktadır. Araştırma X-ışını kırınımı, yoğunluk fonksiyonel teorisi hesaplamaları, Hirshfeld yüzey analizi, ilaç benzerliği değerlendirmesi ve moleküler yerleştirme simülasyonlarını içermektedir. Bileşiğin yapısı ilk olarak X-ışını koordinatlarından türetilmiş ve daha sonra 6-31G(d,p) ve 6-311G(d,p) temel setleri ile B3LYP yoğunluk fonksiyonel teorisi yöntemi kullanılarak optimize edilmiştir. Bu makalede, bu molekülün ayrıntılı moleküler etkileşimleri ve X-ışını kristal yapısı tartışılmaktadır. Uzay grubu P1 ̅ ve aşağıdaki birim hücre parametrelerine sahiptir: a = 6.8512 (9) Å, b = 9.9748 (14) Å, c = 13.892(3) Å, α = 74.679 (13)o, β = 86.608 (13)o, γ = 75.049 (11)o, V = 884.6 (2) Å3, Z = 1. Juloliden bazlı bileşik, ters simetriye sahip asimetrik birimdeki molekülün sadece yarısı ile kristalize edilmiştir. O–H···N ve C–H···O hidrojen bağları ve C–H···π etkileşimlerinden oluşan karmaşık bir ağ, kristal yapıyı stabilize ederek supramoleküler mimariler oluşturur. Sentezlenen bileşiğin teorik parametreleri deneysel bulgularla karşılaştırılmıştır. Optimize edilmiş yapı, sınır moleküler orbital analizi, moleküler elektrostatik potansiyel ve kimyasal reaktivite indekslerini kapsayan aynı teorik düzeyde analiz edilmiştir. Moleküler etkileşimleri tahmin etmek için Hirshfeld yüzey değerlendirmesi kullanılmıştır. Buna ek olarak, ilaç benzerliği çalışması şema üzerinde gerçekleştirilmiştir.

Anahtar Kelimeler

• Juloliden
• X-ışını
• DFT çalışmaları
• ilaç-benzerliği
• Hirshfeld yüzey analizi
• moleküler kenetlenme analizi

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