Structural Characterization of 6-Bromo-5-nitroquinoline-1-oxide: A Quantum Chemical Study and XRD Investigations
Yıl: 2018 Cilt: 39 Sayı: 33 Sayfa Aralığı: 940 - 953 Metin Dili: İngilizce DOI: 10.17776/csj.424045 İndeks Tarihi: 22-01-2020
Structural Characterization of 6-Bromo-5-nitroquinoline-1-oxide: A Quantum Chemical Study and XRD Investigations
Öz: The chemical properties of recently synthesized 6-bromo-5-nitroquinoline-1-oxide under a mild reaction condition by regioselective nitration of 6-bromoquinoline-1-oxide at C5 on going our research were investigated as theoretical. The crystal structure of 6-bromo-5-nitroquinoline-1-oxide, C9H5BrN2O3, was determined by X-ray analysis. Crystallized in Pmc21 in the orthorhombic space group with a = 13.6694 (13) Å, b = 9.6036 (10) Å, c = 14.1177 (16) Å, Z = 8, Dx = 1.929 mg/m3. In this study, theoretical calculations were performed using the GaussView 4.1 molecular imaging program and the Gaussian03W packet program. In the ground state, stable structures of the wholes molecule in the gaseous phase are investigated based on Density Functional Theory (DFT). Molecularly optimized geometries, dipole moments, charge density, thermodynamic properties (heat capacity, enthalpy, entropy), chemical shift values (1H NMR and 13C NMR), energies, molecular electrostatic potentials and frontier orbitals (HOMO and LUMO) B3LYP/6-311G(d,p) base set. Thus, the results obtained by the X-ray diffraction method are supported by theoretical foundations. Finally, the distribution of interactions between molecules in the crystal structure of 6-bromo-5-nitroquinoline-1-oxide (3) was investigated by analysis using Hirshfeld surface production and two-dimensional fingerprinting.
Anahtar Kelime: 6-Bromo-5-nitrokinolin-1-oksit’in Yapısal Karekterizasyonu: Bir Kuantum Kimyasal Çalışma ve XRD Bulguları
Öz: Devam eden çalışmalarımız kapsamında 6-bromokinolin-1-oksit’in ılıman reaksiyon şartlarında C5 konumundan yerseçici olarak nitrolanmasıyla yakın zamanda sentezlenen 6-bromo-5-nitrokinolin-1-oksit’in kimyasal özellikleri teorik olarak araştırıldı. Bu çalışmaya ilaveten 6-bromo-5-nitrokinolin-1-oksit’in, C9H5BrN2O3, yapısı X-ışınları difraksiyon analizi ile belirlendi. Bu bileşik, elde edilen veriler ile, a=13.6694(13) Å, b=9.6036(10) Å, c=14.1177(16) Å, Z=8, Dx=1.929 mg/m3, ortorombik kristal yapısında olduğu belirlendi. Bu çalışmada, kuramsal hesaplar GaussView 4.1 molekül görüntüleme programı ve Gaussian03W paket programı kullanılarak yapılmıştır. Temel halde, tüm molekülün gaz fazında yalıtılmış halde bulunan kararlı yapıları, Yoğunluk Fonksiyonel Kuramı (YFT) temel alınarak incelenmiştir. Söz konusu molekülün optimize edilmiş geometrileri, dipol momentleri, yük yoğunluğu, termodinamik özellikler (ısı sığası, entalpi, entropi), kimyasal kayma değerleri (1H NMR and 13C NMR), enerjileri, moleküler elektrostatik potansiyelleri ve öncü orbitalleri (HOMO ve LUMO) B3LYP/6-311G(d,p) baz seti kullanılarak elde edilmiştir. Böylece X-ışını kırınım yöntemi ile elde edilen sonuçlar kuramsal temeller aracılığı ile desteklenmiştir. Son olarak, Hirshfeld yüzey üretimi ve iki boyutlu parmak izi grafikleri kullanılarak yapılan analiz ile bileşiğin kristal yapısındaki moleküllerarası etkileşimleri araştırıldı.
Anahtar Kelime: Belge Türü: Makale Makale Türü: Araştırma Makalesi Erişim Türü: Erişime Açık
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| APA | Ökten S, ERSANLI C, Çakmak O (2018). Structural Characterization of 6-Bromo-5-nitroquinoline-1-oxide: A Quantum Chemical Study and XRD Investigations. , 940 - 953. 10.17776/csj.424045 |
| Chicago | Ökten Salih,ERSANLI CEM CUNEYT,Çakmak Osman Structural Characterization of 6-Bromo-5-nitroquinoline-1-oxide: A Quantum Chemical Study and XRD Investigations. (2018): 940 - 953. 10.17776/csj.424045 |
| MLA | Ökten Salih,ERSANLI CEM CUNEYT,Çakmak Osman Structural Characterization of 6-Bromo-5-nitroquinoline-1-oxide: A Quantum Chemical Study and XRD Investigations. , 2018, ss.940 - 953. 10.17776/csj.424045 |
| AMA | Ökten S,ERSANLI C,Çakmak O Structural Characterization of 6-Bromo-5-nitroquinoline-1-oxide: A Quantum Chemical Study and XRD Investigations. . 2018; 940 - 953. 10.17776/csj.424045 |
| Vancouver | Ökten S,ERSANLI C,Çakmak O Structural Characterization of 6-Bromo-5-nitroquinoline-1-oxide: A Quantum Chemical Study and XRD Investigations. . 2018; 940 - 953. 10.17776/csj.424045 |
| IEEE | Ökten S,ERSANLI C,Çakmak O "Structural Characterization of 6-Bromo-5-nitroquinoline-1-oxide: A Quantum Chemical Study and XRD Investigations." , ss.940 - 953, 2018. 10.17776/csj.424045 |
| ISNAD | Ökten, Salih vd. "Structural Characterization of 6-Bromo-5-nitroquinoline-1-oxide: A Quantum Chemical Study and XRD Investigations". (2018), 940-953. https://doi.org/10.17776/csj.424045 |
| APA | Ökten S, ERSANLI C, Çakmak O (2018). Structural Characterization of 6-Bromo-5-nitroquinoline-1-oxide: A Quantum Chemical Study and XRD Investigations. Cumhuriyet Science Journal, 39(33), 940 - 953. 10.17776/csj.424045 |
| Chicago | Ökten Salih,ERSANLI CEM CUNEYT,Çakmak Osman Structural Characterization of 6-Bromo-5-nitroquinoline-1-oxide: A Quantum Chemical Study and XRD Investigations. Cumhuriyet Science Journal 39, no.33 (2018): 940 - 953. 10.17776/csj.424045 |
| MLA | Ökten Salih,ERSANLI CEM CUNEYT,Çakmak Osman Structural Characterization of 6-Bromo-5-nitroquinoline-1-oxide: A Quantum Chemical Study and XRD Investigations. Cumhuriyet Science Journal, vol.39, no.33, 2018, ss.940 - 953. 10.17776/csj.424045 |
| AMA | Ökten S,ERSANLI C,Çakmak O Structural Characterization of 6-Bromo-5-nitroquinoline-1-oxide: A Quantum Chemical Study and XRD Investigations. Cumhuriyet Science Journal. 2018; 39(33): 940 - 953. 10.17776/csj.424045 |
| Vancouver | Ökten S,ERSANLI C,Çakmak O Structural Characterization of 6-Bromo-5-nitroquinoline-1-oxide: A Quantum Chemical Study and XRD Investigations. Cumhuriyet Science Journal. 2018; 39(33): 940 - 953. 10.17776/csj.424045 |
| IEEE | Ökten S,ERSANLI C,Çakmak O "Structural Characterization of 6-Bromo-5-nitroquinoline-1-oxide: A Quantum Chemical Study and XRD Investigations." Cumhuriyet Science Journal, 39, ss.940 - 953, 2018. 10.17776/csj.424045 |
| ISNAD | Ökten, Salih vd. "Structural Characterization of 6-Bromo-5-nitroquinoline-1-oxide: A Quantum Chemical Study and XRD Investigations". Cumhuriyet Science Journal 39/33 (2018), 940-953. https://doi.org/10.17776/csj.424045 |
