Molecular and Crystal Structure of 1-Methyl5-trifluoromethoxy-1H-indole-2,3-dione 3-[4-(4-methoxyphenyl)thiosemicarbazone]
Yazarlar (5)
Dr. Öğr. Üyesi Özge Soylu İstanbul Üniversitesi, Türkiye
Zeliha Atioğlu Kapadokya Üniversitesi, Türkiye
Dr. Öğr. Üyesi Mehmet Akkurt Erciyes Üniversitesi, Türkiye
Prof. Dr. Cem Cüneyt ERSANLI Sinop Üniversitesi, Türkiye
Prof. Dr. Nilgün Lütfiye Karalı İstanbul Üniversitesi, Türkiye
| Makale Türü |
Özgün Makale
(ESCI dergilerinde yayınlanan tam makale)
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| Dergi Adı | ISTANBUL JOURNAL OF PHARMACY | ||
| Dergi ISSN | 2587-2087 Dergi Bilgileri (2021) | ||
| Dergi Tarandığı Indeksler | TR DİZİN | ||
| Makale Dili | Türkçe | Basım Tarihi | 04-2021 |
| Cilt / Sayı / Sayfa | 51 / 1 / 59–66 | DOI | 10.26650/IstanbulJPharm.2020.0080 |
| Makale Linki | https://dergipark.org.tr/tr/download/article-file/1771304 | ||
| UAK Araştırma Alanları |
Yoğun Madde Fiziği
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| Özet |
| Background and Aims The main purpose of this study is to determine the molecular structure and isomers of the new 1-methyl- 5-trifluoromethoxy-1H-indole-2,3-dione 3-[4-(4-methoxyphenyl)thiosemicarbazone] (5) and to prove the 3Z-conformer of the compound 5. Methods The molecular structure of E- and Z-isomer mixture 5 was confirmed by analytical and spectral data (UV, IR, 1H NMR, HSQC-2D and MS). The Z-conformer of compound 5 was characterized by NMR spectroscopy and X-ray single crystal diffraction analysis method (SC-XRD). Results The compound 5 was synthesized by condensation of 1-methyl-5-trifluoromethoxy-1H-indole-2,3-dione (2) with 4-(4-methoxyphenyl)thiosemicarbazide (4). The compound 5 was obtained in two separate forms, crystal and amorphous. It was proved by NMR data and X-ray diffraction findings that the crystal form is the Z-isomer and the amorphous form is a mixture of the E- and Z-isomers. The E- and Z-isomer ratios were determined by 1H NMR spectroscopy. The crystal structure and molecular interactions of the Z-conformer were determined by X-ray single crystal diffraction analysis. Conclusion In the crystal, three intramolecular N—H···N, N—H···O and C—H···S hydrogen bonds provided isomer formation. Also, molecular packing was stabilized by intermolecular C—H···O hydrogen bonds, the π-π stacking interactions and weak CO···π (ring) contacts. |
| Anahtar Kelimeler |
| Synthesis | molecular structure | isomerism | crystal structure | hydrogen bond | pi-pi stacking interaction |
BM Sürdürülebilir Kalkınma Amaçları
| Atıf Sayıları | |
| Web of Science | 3 |
| Google Scholar | 5 |