Dicarba-closo-dodecaboranes, or carboranes, (C2B10H12), are three-dimensional, icosahedral, carbon-boron cluster compounds that exhibit three-center two-electron bonds, high polarizability and σ-aromaticity. The three isomers, ortho-(1,2-), meta-(1,3-), and para-(1,4-)carborane (here oC-R'), with R = -conjugated or aromatic substituents, have attracted intense interest in the past decade because of exceptional luminescent and charge transfer properties, especially in the solid state, that are highly sensitive to conformational effects, aggregation, solvent, and environment. These properties include, for instance, intramolecular charge transfer (ICT) , aggregationinduced emission (AIE), aggregation-induced delayed fluorescence (AIDF), excitationdependent multicolor luminescence, thermally activated delayed fluorescence (TADF), and these complexes are of interest for the development of highly tunable organic light-emitting diodes (OLEDs), fluorescent film sensors targeting volatile organic compounds, and organic singlemolecule white emitters. Most of these properties are exhibited by o-carboranes, which are generally AIE-active because the structure and conformations of substituents in ortho positions influence the C1-C2 bond length and the R-C1-C2-R' dihedral angle and, in turn, suppresses nonradiative emission and influences the the electronic interaction of the oC cage with conjugated substituents. Although mC or pC derivatives are typically AIE-inactive, they do find numerous application in electron and energy transfer studies, and in the development of liquid crystals. 21 Here we introduce two o-carborane triads: DMA-oC-PhEPy (4), which was developed for electron transfer studies which will be published elsewhere, and its synthetic precursor, p-BrPh-oC-PhEPy (3), and report non-covalent intermolecular interactions between the carborane-cage and the pyrene -system in the crystals of (3) and (4), and how these interactions affect charge transfer and emission properties. organic charge-transfer complexes (CTCs) that incorporate donor-acceptor (D-A) elements exhibit persistent luminescence, unprecedented electrical conductivities, and other properties due to intermolecular interactions in the crystals. where the electron donor and accepting moieties present in a same molecule result in a combination of intra and intermolecular charge transfer states in the solid state, exhibiting properties like white light emission, roomtemperature phosphorescence, high-efficiency near-infrared (NIR) luminescence, multicolor emission, and nonlinear optical effects .