Synthesis and crystal structure of 2-(anthracen-9-yl)-1-(tert-butyl­dimethyl­sil­yl)-3,6-di­hydro-1λ(4),2λ(4)-aza­borinine

The title compound, C(24)H(30)BNSi (I), is an asymmetric 1,2,3,6-tetra­hydro-1,2-aza­borinine consisting of a BN-substituted cyclo­hexa­diene analog with a B-anthracenyl substituent. A ring-closing metathesis with subsequent substitution of the obtained BCl 1,2-aza­borinine using anthracenyl lithium yielded the title compound I. The asymmetric unit (Z = 8) belongs to the ortho­rhom­bic space group Pbca and shows an elongated N—C bond compared to previously reported BN-1,4-cyclo­hexa­diene [Abbey et al. (2008 ▸) J. Am. Chem. Soc. 130, 7250–7252]. The primarily contributing surface inter­actions are H⋯H and C⋯H/H⋯C (as elucidated by Hirshfeld surface analysis) which are dominated by van der Waals forces. Moreover, the non-aromatic BN heterocycle and the protecting group exhibit intra- and inter­molecular C—H⋯π inter­actions, respectively, with the anthracenyl substituent.