Here,　we　report　the　synthesis,　structure,　and　single-molecule　conductance　of　three　o-carborane-based　molecular　wires　(ortho-,　meta-　and　para-CN)　with　multiple　conduction　channels.　The　effect　of　connectivity　in　target　wires　compared　with　the　corresponding　phenyl-centered　wires　was　studied　using　the　scanning　tunneling　microscope　break　junction　(STM-BJ)　technique　and　theoretical　calculations.　Interestingly,　the　three-dimensional　structure　in　o-carborane-based　wires　can　effectively　promote　the　through-space　transmission　paths　or　the　formation　of　stable　molecular　junctions　compared　to　the　corresponding　phenyl-centered　wires.　Moreover,　the　significant　conductance　difference　of　o-carborane-based　wires　was　due　to　the　combination　of　multiple　conduction　channels　and　quantum　interference.　Understanding　the　effects　of　different　bridging　groups　and　anchor　group　substitution　patterns　provides　guidelines　for　designing　o-carborane-based　multichannel　molecular　wires.　©　2023　The　Royal　Society　of　Chemistry.