N. Boechat, Maria L. G. Ferreira, M. Bastos
Jun 5, 2010
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0
Influential Citations
6
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Journal
Journal of Chemical Crystallography
Abstract
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) Å, b = 7.3359(4) Å, c = 13.4404(7) Å, and Z = 4. Compound (II) crystallizes in the monoclinic space group P21/c with a = 12.1314(5) Å, b = 5.5951(2) Å, c = 16.4339(7) Å, β = 111.269(2)°, and Z = 4.Graphical AbstractSupramolecular 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.