Acta Cryst. (2013). C69, 1073-1076 [ doi:10.1107/S0108270113022142 ]
Abstract: The title compounds, 3,4-dimethyl-N-[1-(1H-pyrrol-2-yl)ethylidene]aniline, C14H16N2, (I), and its analogue 3,4-dimethyl-N-[1-(1-thiophen-2-yl)ethylidene]aniline, C14H15NS, (II), both have basic heterocyclic imino structures showing a planar backbone with similar features, but differing in the heteroatoms of the five-membered heterocyclic rings, i.e. N in (I) and S in (II). The dihedral angles formed by the five-membered and benzene rings are 81.78 (8) and 75.89 (7)° for (I) and (II), respectively. In (I), centrosymmetric iminopyrrole dimers are assembled by means of two inverted N-HN hydrogen bonds and two inverted C-H interactions. In (II), however, molecules are linked by nonclassical C-HN hydrogen bonds in which the molecules act as both hydrogen-bond donors and acceptors, resulting in one-dimensional supramolecular chains.
Formula: C14H16N2 and C14H15NS
Keywords: crystal structure; hydrogen bonding; heterocyclic imino structures; one-dimensional supramolecular chains.
Structure factor file (CIF format) (127.9 kbytes)
Structure factor file (CIF format) (112.8 kbytes)
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