5-Iodopyrimidin-2-amine

The molecule of the title compound, C4H4IN3, has crystallographic mirror plane symmetry. In the crystal, the molecules are connected through N—H⋯N hydrogen bonds into polymeric tapes extended along the a axis, which are typical of 2-aminopyrimidines. Each molecule acts as a double donor and a double acceptor in the hydrogen bonding.

The molecule of the title compound, C 4 H 4 IN 3 , has crystallographic mirror plane symmetry. In the crystal, the molecules are connected through N-HÁ Á ÁN hydrogen bonds into polymeric tapes extended along the a axis, which are typical of 2-aminopyrimidines. Each molecule acts as a double donor and a double acceptor in the hydrogen bonding.

Structure Reports Online
In its crystal structure weak intermolecular N-H···N hydrogen bonding is found (Tab. 1) and the molecules are almost planar (Fig. 1).

Experimental
The title compound was purchased from Acros Chemical Co. and used as received. Coloress plate crystals suitable for X-ray crystallography were obtained by dissolving the title compound in THF, followed by allowing the solution to evaporate slowly under air.

Refinement
The pyrimidyl hydrogen atoms were placed into idealized positions and constrained by the riding atom approximation with C-H = 0.93 Å, and U iso (H) = 1.2 U eq (C). The amine hydrogen atoms were located from difference Fourier maps.. Fig. 1. Crystal structure of the title compound with labeling and displacement ellipsoids drawn at the 30% probability level.Symmetry codes: (i) -x, y, z.

Special details
Experimental. 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.
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.
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- Symmetry codes: (ii) −x−1/2, −y+3/2, −z+1.