CRYSTAL STRUCTURE OF 3-tert-BUTYL- PYRAZOLO[5,1-с][1,2,4]TRIAZINE-3,4-DIYL DICARBOXYLATES

Abstract

By single crystal X-ray diffraction the structures of (trans-)7-R1-8-methyl-3-tert-butyl-3,4-dihydropyrazolo[5,1-с][1,2,4]triazine-3,4-diyl dibenzoates 3а, 4а (R1 = H, Br) and diacetate 3b (R1 = H) are studied for the first time. The compounds are synthesized by oxidative bromination of respective 1,4-dihydropyrazolo[5,1-c][1,2,4]triazines in the presence of carboxylic acids. Dicarboxylates adopt a twist-conformation with the equatorial (3a) or axial (3b, 4a) orientation of tert-butyl groups relative to the heterocycle. In the case of diacetate 3b, a decrease in the thermal motion of the O4–C16–C17 fragment along with a decrease in the unit cell volume are observed on cooling from 300 K to 200 K. Bond lengths, torsion angles, and molecular packings in the crystals are discussed.