A series of near-infrared solid-state emitters based on the dicyanoisophorone electron acceptor group was synthesized. The solid-state spectroscopic properties were studied by UV鈭抳isible absorption spectroscopy and fluorescence spectroscopy and analyzed in light of the single crystal structures obtained by X-ray diffraction. This series of push鈭抪ull dipolar fluorophores differing only by the substituent groups on the donor end display interesting solid-state emission properties on crystal with an emission in the near-infrared ranging from 710 to 790 nm. The origin of the emission depends on the nature of the substituent groups that influence the crystal packing and trigger the formation of long chain of emitting aggregates.