Crystal structure and Hirshfeld surface analysis study of (E)-1-(4-chloro­phen­yl)-N-(4-ferrocenylphen­yl)methanimine

2021 
The substituted cyclo­penta­dienyl ring in the title mol­ecule, [Fe(C5H5)(C18H13ClN)], is nearly coplanar with the phenyl-1-(4-chloro­phen­yl)methanimine substituent, with dihedral angles between the planes of the phenyl­ene ring and the Cp and 4-(chloro­phen­yl)methanimine units of 7.87 (19) and 9.23 (10)°, respectively. The unsubstituted cyclo­penta­dienyl ring is rotationally disordered, the occupancy ratio for the two orientations refined to a 0.666 (7)/0.334 (7) ratio. In the crystal, the mol­ecules pack in `bilayers' parallel to the ab plane with the ferrocenyl groups on the outer faces and the substituents directed towards the regions between them. The ferrocenyl groups are linked by C—H⋯π(ring) inter­actions. A Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯H (46.1%), H⋯C/C⋯ H (35.4%) and H⋯Cl/Cl⋯H (13.8%) inter­actions. Thus C—H⋯π(ring) and van der Waals inter­actions are the dominant inter­actions in the crystal packing.
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