Crystal structure and Hirshfeld surface analysis of 2-amino-6-[(1-phenylethyl)amino]-4-(thiophen-2-yl)pyridine-3,5-dicarbonitrile

In the title compound, C19H15N5S, the thiophene ring is disordered in a 0.6:0.4 ratio by an approximate 180 degrees rotation of the ring around the C-C bond linking it to the pyridine ring. In the crystal, the molecules are linked by N-H center dot center dot center dot N hydrogen bonds into dimers with an R-2(2)(12) motif, forming chains along the b-axis direction. These chains are connected to each other by further N-H center dot center dot center dot N hydrogen bonds, forming a three-dimensional network. Furthermore, N-H center dot center dot center dot pi and pi-pi [centroid-centroid separations = 3.899 (8) and 3.7938 (12) angstrom] interactions also contribute to the crystal cohesion. A Hirshfeld surface analysis indicated that the most important contributions to the surface contacts are from H center dot center dot center dot H (46.1%), N center dot center dot center dot H/H center dot center dot center dot N (20.4%) and C center dot center dot center dot H/H center dot center dot center dot C (17.4%) interactions.

Automated summary

In the crystal, the title compound forms dimers through N-H···N hydrogen bonds with an R-2(2)(12) motif, which are further connected into a three-dimensional network through additional N-H···N hydrogen bonds. The crystal cohesion is also contributed by N-H···π and π-π interactions.