5-Chloro-2-ferrocenylbenzo[d]oxazole

Abstract

The asymmetric unit of the title compound, [Fe(C5H5)(C12H7ClNO)], consists of one ferrocenyl group bonded to chlorobenzo[d]oxazole. The conformation of the ferrocenyl moiety is slightly away from eclipsed. The bond angles between the 5-chloro-benzoxazole and ferrocenyl fragments are N—C—C = 127.4 (7)° and O—C—C = 116.8 (7)°. The benzo[d]oxazole ring is planar (r.m.s. deviation = 0.0042 Å) and makes an angle of 11.3 (4)° with the cyclopentadienyl ring attached to it. The crystal packing is characterized by intermolecular π–π contacts, resulting in chain formation along the b-axis direction. The centroid-to-centroid distance between the six- and five-membered rings is 3.650 (5) Å. Together with a C—H...π interaction, these intermolecular contacts form laminar arrays along the ac plane.

Keywords

• crystal structure
• 5-chloro-2-ferrocenylbenzo[d]oxazole