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Vibrational properties, crystal X-ray diffraction structure and quantum chemical calculations on a divalent sulfur substituted phthalimide: 1H-Isoindole-1,3(2H)-dione, 2-[(methoxycarbonyl)thio]

✍ Scribed by Sonia Torrico-Vallejos; Mauricio F. Erben; Oscar E. Piro; Eduardo E. Castellano; Carlos O. Della Védova


Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
496 KB
Volume
975
Category
Article
ISSN
0022-2860

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✦ Synopsis


Structural and conformational properties of 1H-Isoindole-1,3(2H)-dione, 2-[(methoxycarbonyl)thio] (Sphthalimido O-methyl thiocarbonate) are analyzed using a combined approach including X-ray diffraction, vibrational spectra and theoretical calculation methods. The vibrational properties have been studied by infrared and Raman spectroscopies along with quantum chemical calculations (B3LYP and B3PW91 functional in connection with the 6-311++G ÃÃ and aug-cc-pVDZ basis sets). The crystal structure was determined by X-ray diffraction methods. The substance crystallizes in the monoclinic P2 1 /c space group with a = 6.795(1), b = 5.109(1), c = 30.011(3) Å, b = 90.310(3)°and Z = 4 molecules per unit cell. The conformation adopted by the NASAC@O group is syn (C@O double bond in synperiplanar orientation with respect to the NAS single bond). The experimental molecular structure is well reproduced by the MP2/aug-cc-pVDZ method.