Synthesis, crystal structure and Hirshfeld surface analysis of 3-(4,4-dimethyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-ylidene)-6-methyl-3,4-di-hydro-2H-pyran-2,4-dione

The title compound, C17H18N2O3, is constructed from a benzodiazepine ring system linked to a pendant dihydropyran ring, where the benzene and pendant dihydropyran rings are oriented at a dihedral angle of 15.14 (4)degrees. Intramolecular N-H-Diazp center dot center dot center dot O-Dhydp and C-H-Diazp center dot center dot center dot O-Dhydp (Diazp = diazepine and Dhydp = dihydropyran) hydrogen bonds link the seven-membered diazepine ring to the pendant dihydropyran ring, enclosing S(6) ring motifs. In the crystal, N-H-Diazp center dot center dot center dot O-Dhydp hydrogen bonds link the molecules into infinite chains along [10 (1) over bar]. These chains are further linked via C-H-Bnz center dot center dot center dot O-Dhydp in C-H-Dhydp center dot center dot center dot O-Dhydp and C-H-Mth center dot center dot center dot O-Dhydp (Bnz = benzene and Mth = methyl) hydrogen bonds, forming a three-dimensional network. The observed weak C-H-Diazp center dot center dot center dot pi interaction may further stabilize the structure. Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H center dot center dot center dot H (51.1%), H center dot center dot center dot C/C center dot center dot center dot H (25.3%) and H center dot center dot center dot O/O center dot center dot center dot H (20.3%) interactions. Hydrogen bonding and van der Waals interactions are the dominant interactions in the crystal packing.