Molecular Mechanics: The Conjugate Nitro Group Parameters in the MM2 Force Field

Abstract

The conjugated nitro group has been included in the π system calculation within the MM2 force field. New parameters have been estimated by a statistical process from X-ray molecular structures recorded in the C.S.D.S. Comparison of the corresponding results with those given by the MM2(91) force field parameters show a clear improvement for dihedral and bond angles. For N-O and C-N bond lengths a slight global improvement is also observed. A closer examination of the results for the latter bond shows that sometimes MM2(91) gives better results for six membered ring nitro compounds. By contrast the parameters proposed here are more adapted to five membered ring derivatives. The derived linear relations permit the study of molecules over a wider range of π indices. The introduction of a correction factor to the calculated molecular π dipole moment in conjunction with a necessary reestimation of some σ-bond dipole moments also leads to improved total molecular dipole moments.