The tBu PONOP (2,6-bis(di-tert-butyl-phosphinito)pyridine) complexes of iron, (tBu PONOP)FeCl 2 (1) and (tBu PONOP)CoCl 2 (2)) have been prepared. Both complexes are paramagnetic and the solid-state structures of 1 and 2 were determined by single crystal X-ray diffraction studies. Analogous Fe and Co complexes of the tBu PNP (2,6-bis(ditert-butyl-phosphinomethyl)pyridine) ligand (3 and 4, respectively) were prepared to allow comparison between the closely related pincer ligands in the hydrosilylation of carbonyl moieties. All four complexes were found to be catalytically active when treated with NaBEt 3 H, which was assumed to generate a metal-hydride species in-situ.

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The title compound, C5H3N3OS, is almost planar (r.m.s. deviation for the ten non-H atoms = 0.018 Å) and forms an extended layer structure in the (100) plane, held together via hydrogen-bonding inter­actions between adjacent mol­ecules. Of particular note is the occurrence of RC—H⋯N−=N+=NR inter­actions between an aromatic C—H group and an azide moiety which, in conjunction with a complementary C—H⋯O=C inter­action, forms a nine-membered ring.

In the title compound, C9H13NO2S, the dihedral angle between the thiophene ring and the carbamate group is 15.79 (14)°. In the crystal structure, intra­molecular C—H⋯O inter­actions in tandem with the tert-butyl groups render the packing of adjacent mol­ecules in the [001] direction nearly perpendicular [the angle between adjacent thio­phene rings is 74.83 (7)°]. An inter­molecular N—H⋯O hydrogen bond gives rise to a chain extending along [001]. The crystal studied was found to be a racemic twin.