Crystal structure, conformation and vibrational characteristics of diethyl 4,4′-disulfanediylbis(6-methyl-2-phenylpyrimidine-5-carboxylate) – A new pharmaceutical cure
The crystal and molecular structures of diethyl 4,4′-disulfanediylbis(6-methyl-2-phenylpyrimidine-5-carboxylate) have been determined by X-ray diffraction and quantum chemical DFT analysis. The title compound crystallizes in orthorhombic Pbca (D2h15) space group, with one molecule in the asymmetric...
| Main Authors: | , , , , , , , |
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| Format: | Article |
| Language: | English |
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Elsevier
2019-09-01
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| Series: | Arabian Journal of Chemistry |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S1878535216300181 |
| _version_ | 1828379175284637696 |
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| author | Wojciech Sąsiadek Iwona Bryndal Jadwiga Lorenc Maciej Ptak Jerzy Cieplik Marcin Stolarczyk Tadeusz Lis Jerzy Hanuza |
| author_facet | Wojciech Sąsiadek Iwona Bryndal Jadwiga Lorenc Maciej Ptak Jerzy Cieplik Marcin Stolarczyk Tadeusz Lis Jerzy Hanuza |
| author_sort | Wojciech Sąsiadek |
| collection | DOAJ |
| description | The crystal and molecular structures of diethyl 4,4′-disulfanediylbis(6-methyl-2-phenylpyrimidine-5-carboxylate) have been determined by X-ray diffraction and quantum chemical DFT analysis. The title compound crystallizes in orthorhombic Pbca (D2h15) space group, with one molecule in the asymmetric unit. The molecular structure of the studied compound has been determined using the DFT B3LYP/6-311G(2d,2p) approach and compared to that derived from X-ray studies. The IR and Raman spectra have been measured and their wavenumbers have been compared to those calculated for the optimized geometry of the studied compound. The characteristic vibrations of the 4,4′-dithiobispyrimidine N2C4SSC4N2 skeleton have been identified and on this basis the correlation between the disulfide bridge conformation and vibrational data have been discussed. Keywords: Disulfide bond, 6-Methyl-2-phenylpyrimidine derivatives, IR and Raman spectroscopy, X-ray diffraction, Synthesis, Quantum chemical calculation |
| first_indexed | 2024-12-10T03:34:43Z |
| format | Article |
| id | doaj.art-41eaa006727342df9284cac0e503a494 |
| institution | Directory Open Access Journal |
| issn | 1878-5352 |
| language | English |
| last_indexed | 2024-12-10T03:34:43Z |
| publishDate | 2019-09-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Arabian Journal of Chemistry |
| spelling | doaj.art-41eaa006727342df9284cac0e503a4942022-12-22T02:03:43ZengElsevierArabian Journal of Chemistry1878-53522019-09-01126881896Crystal structure, conformation and vibrational characteristics of diethyl 4,4′-disulfanediylbis(6-methyl-2-phenylpyrimidine-5-carboxylate) – A new pharmaceutical cureWojciech Sąsiadek0Iwona Bryndal1Jadwiga Lorenc2Maciej Ptak3Jerzy Cieplik4Marcin Stolarczyk5Tadeusz Lis6Jerzy Hanuza7Department of Bioorganic Chemistry, Institute of Chemistry and Food Technology, Faculty of Engineering and Economics, Wrocław University of Economics, 118/120 Komandorska, 53-345 Wrocław, Poland; Corresponding author. Tel.: +48 71 3680299; fax: +48 71 3680292.Department of Bioorganic Chemistry, Institute of Chemistry and Food Technology, Faculty of Engineering and Economics, Wrocław University of Economics, 118/120 Komandorska, 53-345 Wrocław, PolandDepartment of Bioorganic Chemistry, Institute of Chemistry and Food Technology, Faculty of Engineering and Economics, Wrocław University of Economics, 118/120 Komandorska, 53-345 Wrocław, PolandInstitute of Low Temperature and Structure Research, Polish Academy of Sciences, 2 Okólna, 50-422 Wrocław, PolandDepartment of Organic Chemistry, Wrocław Medical University, 211 Borowska, 50-556 Wrocław, PolandDepartment of Organic Chemistry, Wrocław Medical University, 211 Borowska, 50-556 Wrocław, PolandFaculty of Chemistry, University of Wrocław, 14 Joliot-Curie, 50-383 Wrocław, PolandInstitute of Low Temperature and Structure Research, Polish Academy of Sciences, 2 Okólna, 50-422 Wrocław, PolandThe crystal and molecular structures of diethyl 4,4′-disulfanediylbis(6-methyl-2-phenylpyrimidine-5-carboxylate) have been determined by X-ray diffraction and quantum chemical DFT analysis. The title compound crystallizes in orthorhombic Pbca (D2h15) space group, with one molecule in the asymmetric unit. The molecular structure of the studied compound has been determined using the DFT B3LYP/6-311G(2d,2p) approach and compared to that derived from X-ray studies. The IR and Raman spectra have been measured and their wavenumbers have been compared to those calculated for the optimized geometry of the studied compound. The characteristic vibrations of the 4,4′-dithiobispyrimidine N2C4SSC4N2 skeleton have been identified and on this basis the correlation between the disulfide bridge conformation and vibrational data have been discussed. Keywords: Disulfide bond, 6-Methyl-2-phenylpyrimidine derivatives, IR and Raman spectroscopy, X-ray diffraction, Synthesis, Quantum chemical calculationhttp://www.sciencedirect.com/science/article/pii/S1878535216300181 |
| spellingShingle | Wojciech Sąsiadek Iwona Bryndal Jadwiga Lorenc Maciej Ptak Jerzy Cieplik Marcin Stolarczyk Tadeusz Lis Jerzy Hanuza Crystal structure, conformation and vibrational characteristics of diethyl 4,4′-disulfanediylbis(6-methyl-2-phenylpyrimidine-5-carboxylate) – A new pharmaceutical cure Arabian Journal of Chemistry |
| title | Crystal structure, conformation and vibrational characteristics of diethyl 4,4′-disulfanediylbis(6-methyl-2-phenylpyrimidine-5-carboxylate) – A new pharmaceutical cure |
| title_full | Crystal structure, conformation and vibrational characteristics of diethyl 4,4′-disulfanediylbis(6-methyl-2-phenylpyrimidine-5-carboxylate) – A new pharmaceutical cure |
| title_fullStr | Crystal structure, conformation and vibrational characteristics of diethyl 4,4′-disulfanediylbis(6-methyl-2-phenylpyrimidine-5-carboxylate) – A new pharmaceutical cure |
| title_full_unstemmed | Crystal structure, conformation and vibrational characteristics of diethyl 4,4′-disulfanediylbis(6-methyl-2-phenylpyrimidine-5-carboxylate) – A new pharmaceutical cure |
| title_short | Crystal structure, conformation and vibrational characteristics of diethyl 4,4′-disulfanediylbis(6-methyl-2-phenylpyrimidine-5-carboxylate) – A new pharmaceutical cure |
| title_sort | crystal structure conformation and vibrational characteristics of diethyl 4 4 disulfanediylbis 6 methyl 2 phenylpyrimidine 5 carboxylate a new pharmaceutical cure |
| url | http://www.sciencedirect.com/science/article/pii/S1878535216300181 |
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