Di-tert-butyl N-{[1-(pyridin-4-yl)-1H-1,2,3-triazol-4-yl]methyl}iminodiacetate

In the title compound, C20H29N5O4, the pyridine ring makes a dihedral angle of 10.41 (16)° with the triazole ring, which exhibits an azo-like character. In the crystal, molecules are linked by C—H⋯O and C—H⋯N hydrogen bonds, and C—H⋯π interactions involving a methyl group and the pyridine ring of a neighbouring molecule, leading to the formation of a three-dimensional network.

In the title compound, C 20 H 29 N 5 O 4 , the pyridine ring makes a dihedral angle of 10.41 (16) with the triazole ring, which exhibits an azo-like character. In the crystal, molecules are linked by C-HÁ Á ÁO and C-HÁ Á ÁN hydrogen bonds, and C-HÁ Á Á interactions involving a methyl group and the pyridine ring of a neighbouring molecule, leading to the formation of a three-dimensional network. 1 restraint H-atom parameters constrained Á max = 0.18 e Å À3 Á min = À0.18 e Å À3 Table 1 Hydrogen-bond geometry (Å , ).
We gratefully acknowledge the French Ministè re de l'Education Nationale, de la Recherche et de la Technologie for financial support.
In the crystal, molecules are linked by C-H···O and C-H···N hydrogen bonds (Table 1 and Fig. 2). It is noteworthy that a C-H···π interaction between of the hydrogen H18A of one methyl group and the π cloud of the pyridine ring was also observed, this interaction participates in the cohesion of the crystal.

Refinement
All the H atoms were included in calculated positions and treated as riding atoms: C-H = 0.95 Å (aromatic), 0.99 Å (methylene) and 0.98 Å (methyl) with U iso (H) = 1.2U eq (aromatic, methylene) or U iso (H) = 1.5U eq (methyl). In the final cycles of refinement, in the absence of significant anomalous scattering effects, 2547 Friedel pairs were merged and \Df " set to zero.

Di-tert-butyl N-{[1-(pyridin-4-yl)-1H-1,2,3-triazol-4-yl]methyl}iminodiacetate
Crystal data Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.