The bromination of 3-hexene passes through a cyclic brominium intermediate.
The reaction of bromine with (Z)-3-hexene is an addition reaction. The bromine molecule adds across the double bond in the molecule to yield 3,4-dibromo hexane. The mechanism of formation of the (3S,4S) enantiomer of 3,4-dibromo hexane is shown in the image attached to this answer.
The reaction involves the heterogenous fission of the Br-Br bond in Br2 to form a cation which adds across the double bond to form a cyclic intermediate. Attack on the top face of the molecule yields the (3S,4S) enantiomer of 3,4-dibromo hexane as shown.
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