Theoretical calculation and structural studies for a new nitrogen derivative from nor-lapachol

•Synthesis of a new derivative of nor-lapachol.•X-ray crystallography of N-methyl-amine-nor-lapachol.•Theoretical calculations about the orbitals through DFT method.•Analysis of molecular electrostatic potential maps front the Hirschfeld surfaces.

Nor-lapachol is a semi-synthetic naphthoquinone obtained by oxidative degradation from natural lapachol. This compound and its derivatives have been investigated for its interesting biological properties. Several naphthoquinone derivatives have been synthesized and characterized using different physicochemical and computational techniques, as such DFT, MM, spectroscopy and X-ray crystallography. Here, the structure of 2-methylamine-3-(2-methyl-1-propenyl-1-yl)-1,4-naphthoquinone was determined by X-ray crystallography and the geometry was optimized using B3LYP functional along with the 6-31G(d) basis set, which was also used in all calculations. The obtained results were compared with the structure determined experimentally, and both structures showed high similarity. Besides, some molecular properties of this compound were also calculated by using DFT as well as Hirschfeld surface.