An X-Ray Crystallographic Study of N-Methyl-3-nitro-4-(nitromethyl)-4H-chromen-2-amine

Abstract

H-chromenes are among the essential groups of biologically important compounds used as synthetic ligands for drug designing and discovery process. In this study, we have presented the single-crystal structure anal- ysis of racemic 4H-chromene derivative namely N-methyl- 3-nitro-4-(nitromethyl)-4H-chromen-2-amine. The optical rotation measurement data is supporting that the title compound is racemic in nature. The compound was crys- tallized in monoclinic crystal system in the non-centro- symmetric space group P21 with unit cell parameters a = 5.1041 (3), b = 7.7519 (4), c = 14.7974 (8), a = 90, b = 97.088 (5) and c = 90. The nitro group of title compound is disordered over two orientations (N3A/O4A/ O5A & N3B/O4B/O5B) with the refined site-occupancy ratio of 0.626(6)/0.374(6). The structure was solved by direct methods using the program SHELXS-97 and refined by SHELXL-97 with the full-matrix least square procedure to a final R-value of 0.0429 and Goodness of Fit (GooF) of 0.982. The molecules in the unit cell are stabilized by N-HO and C-HO types of hydrogen bonds. The intermolecular hydrogen bonds are forming C (6) motifs, which is observed to contribute the crystal packing stabil- ity. Moreover, the intramolecular hydrogen bonds are forming S (6) motif essential to stabilize the molecular structure of title compound.