The clue here is in the dark. Free radical chlorination of the methyl side chain needs light or heat to generate chlorine radicals, take that away and the radical pathway simply cannot start.
What is left is ordinary electrophilic aromatic substitution, driven by FeCl3 that forms in situ from Fe and Cl2, which activates Cl2 to deliver an electrophilic Cl+ to the aromatic ring.
Toluene's methyl group pushes electron density into the ring through hyperconjugation, this makes the ring itself more reactive towards electrophiles and specifically directs the incoming chlorine to the ortho and para positions relative to the methyl group.
So chlorine substitutes onto the ring rather than the side chain, giving a mixture of ortho-chlorotoluene and para-chlorotoluene as the major products.
