Crystal and molecular structures of two triazole derivatives: 4-Cyclopropyl-4,5-dihydro-1H-1,2,3-triazole and Methyl 1-benzyl-1H-1,2,3- triazole-4-carboxylate

摘要

The molecule in 4-cyclopropyl-4,5-dihydro-1H-1,2,3-triazole (I) is disposed about a mirror plane with the triazole ring lying in the plane and being orthogonal to the cyclopropyl ring. Considerable delocalization of π-electron density within the triazole ring is indicated by the pattern of bond distances in (I). The molecule of methyl 1-benzyl-1H-1,2,3-triazole-4-carboxylate (II) adopts a curved shape with the dihedral angle formed between the triazole and benzene rings being 63.23(8)°. By contrast to (I), localization of π-electron density within the triazole ring in (II) is indicated. Both (I), via N-H???N hydrogen bonding, and (II), via C- H???O and C-H???N interactions, associate in the solid state to form supramolecular chains. In (I), the chain is a zigzag with a flat topology, whereas in (II) the linear chain has a curved topology. Compound (I) crystallizes in the orthorhombic space group Pnma with a = 5.6470(2) ?, b = 7.3359(4) ?, c = 13.4404(7) ?, and Z = 4. Compound (II) crystallizes in the monoclinic space group P2_1/c with a = 12.1314(5) ?, b = 5.5951(2) ?, c = 16.4339(7) ?, β = 111.269(2)°, and Z = 4. Graphical Abstract: Supramolecular chains mediated by N-H???N hydrogen bonding (illustrated) or C- H???O and C-H???N interactions are found in the title structures, respectively.[Figure not available: see fulltext.]