2,6-Bis(2-methyl-1,3-diazinan-2-yl)pyridine

Abstract

The title compound, C(15)H(25)N(5), is an aminalization product between 2,6-diacetyl-pyridine and 1,3-diamino-propane. It crystallizes with two independent mol-ecules in the asymmetric unit with different conformations. In the first mol-ecule, the methyl groups are cis oriented with respect to the pyridine ring [N-C-C-C torsion angles = 72.5 (1) and 80.3 (1)°], while they are trans oriented in the second mol-ecule [N-C-C-C torsion angles = 82.6 (1) and -90.8 (1)°]. Each of the two mol-ecules forms centrosymmetric dimers held together by N-H⋯N hydrogen bonds, thus forming R(2) (2)(16) rings. The two dimers are inter-linked by additional N-H⋯N bonds into R(4) (4)(14) rings, building chains along the a axis. These patterns influence the orientation (either equatorial or axial) of the N-H bonds.

Fig. 1.

A perspective view of (I), showing the atom-numbering scheme. Displacement ellipsoids are drawn at the 50% probability level and H atoms are shown as small spheres of arbitrary radii.

Fig. 2.

A partial packing diagram for (I). N—H···N hydrogen bonds are shown as dashed lines.

Fig. 3.

Reaction scheme between 2,6-diacetylpyridine and 1,3-diaminopropane.