Morphologically interesting organic microstructures from 1-pyrene carboxaldehyde (1-PyCHO) have been synthesized using sodium dodecyl sulphate (SDS) as a morphology directing agent. Here we have presented a re-precipitation method to synthesize rod, bar and rectangular plate shaped microstructures from 1-PyCHO. The morphology of the materials has been characterized using optical microscopy, SEM and XRD measurements. UV-Vis absorption, steady state and time resolved fluorescence emission techniques are used to study the photophysical behaviour of the aggregated structures of 1-PyCHO. Computation of the second order Fukui parameter as a local reactivity descriptor (LRD) on each atomic centre of 1-PyCHO suggests that two nearest 1-PyCHO molecules are arranged in face to face slipped conformations in their aggregated structures. Our computational results are in conformity with the single crystal data of 1-PyCHO and this is the first time that LRD is used to explain the stacking pattern of similar kinds of molecules.