ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Acridin-9-yl Isothiocyanate: Comparison of Structural Parameters from Quantum-Chemical Calculations with Corresponding X-Ray Data

A. Danihel, S. Böhm, and T. Bušová

Department of Organic Chemistry, P. J. Šafárik University, SK-041 67 Košice

E-mail: idanihel@kosice.upjs.sk, busova@kosice.upjs.sk, bohmuvscht.cz

Abstract: X-Ray structural parameters of acridin-9-yl isothiocyanate were confirmed and compared with those obtained by AM1, PM3, and ab initio calculations. For ab initio results, the angle C-9-N-C-10 is critical from the viewpoint of this comparison. Experimental structural parameters for representative isothiocyanates (acridin-9-yl isothiocyanate, 9-isothiocyanato-10-methylacridinium cation, HNCS, CH₃NCS, vinyl isothiocyanate, PhNCS, 4-BrC₆H₄NCS) are in good agreement with those obtained by ab initio calculations if electron correlation effects were involved using the 6-31G and 6-311G basis set, respectively, with polarization functions on nitrogen atom. AM1 and PM3 calculated parameters are in good agreement with all structural experimental data under consideration.

Full paper in Portable Document Format: 552a113.pdf

Chemical Papers 55 (2) 113–117 (2001)