Crystal Structure and Vibrational Spectra of 3-Chloro-4-Phenyl-6-(Morpholine-4-yl)-Pyridazine by Hartree-Fock and Density Functional Methods
| Autor: | Murat Sukuroglu, Hakan Arslan, Orhan Büyükgüngör, Abdullah Aydin, Mehmet Akkurt |
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| Přispěvatelé: | Ondokuz Mayıs Üniversitesi |
| Jazyk: | angličtina |
| Rok vydání: | 2015 |
| Předmět: |
B3LYP
Chemistry Cyclohexane conformation General Chemistry Crystal structure Dihedral angle Condensed Matter Physics Ring (chemistry) vibrational frequencies DFT Pyridazine infrared spectrum chemistry.chemical_compound Crystallography alkanoic acids Morpholine non-steroidal anti-inflammatory drugs General Materials Science Orthorhombic crystal system Density functional theory Ab initio calculations |
| Popis: | Arslan, Hakan/0000-0003-0046-9442 WOS: 000347789100020 The title compound, 3-chloro-4-phenyl-6-(morpholine-4-yl)-pyridazine (I), was prepared and characterized using elemental analysis and FT-IR and H-1 NMR spectroscopy studies. The crystal and molecular structure of the title compound was determined from single-crystal X-ray diffraction data. It crystallizes in the orthorhombic space group P2(1)2(1)2(1), Z = 8 with a = 7.5743 (3) angstrom, b = 14.8922 (8) angstrom, c = 23.3472 (9) angstrom, V = 2633.5 (2) angstrom(3), and D-x = 1.391 Mg/m(3). The title compound, C14H14ClN3O, crystallizes with two independent molecules A and B in the asymmetric unit, wherein the morpholine ring adopts a distorted chair conformation. The 1,6-dihydropyridazine ring creates dihedral angles of 47.0(3)degrees (in molecule A) and 47.9(2)degrees (in molecule B) with the phenyl ring, respectively. The crystal studied was an inversion twin with a 0.56(12):0.44(12) domain ratio. The molecular structure, vibrational frequencies, and intensities of the title compound were calculated using Hartree-Fock and density functional theory methods (BLYP, B3LYP, B3PW91, and mPW1PW91) using the 6-31G(d,p) basis set. The calculated geometric parameters were compared to the corresponding single crystal X-ray structure of the title compound. Comparison of the theoretical and experimental geometries of the title compound show that the X-ray parameters are in good agreement with the optimized molecular structure of the title compound. In addition, the harmonic vibrations computed for this compound using the B3LYP/6-31G(d,p) method are in good agreement with the observed vibrational spectral data. Theoretical vibrational spectra of the title compound were interpreted using PEDs and the VEDA 4 program. The superior performance of these investigated methods was calculated using the PAVF 1.0 program. University Research Fund [F.279] The authors wish to acknowledge the Faculty of Arts and Sciences, Ondokuz Mayis University, Turkey, for the use of the Stoe IPDS II diffractometer (purchased under grant F.279 of the University Research Fund). |
| Databáze: | OpenAIRE |
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