Three tetrahydroisoquinolinedione derivatives

Abstract

N-(2-Chlorobenzyl)-1,2,3,4-tetrahydroisoquinoline-1,3-dione, C(16)H(12)ClNO(2), crystallizes in P2(1)/n with three crystallographically independent molecules in the asymmetric unit, which differ slightly in conformation, N-(2-bromo-4-methylphenyl)-1,2,3,4-tetrahydroisoquinoline-1,3-dione, C(16)H(12)BrNO(2), crystallizes in P2(1)/n with one molecule in the asymmetric unit and N-(2,3-dichlorophenyl)-1,2,3,4-tetrahydroisoquinoline-1,3-dione, C(15)H(9)Cl(2)NO(2), crystallizes in P2(1)/c with one molecule in the asymmetric unit. In all three structures, the heterocyclic rings adopt approximately planar conformations. The pyridine rings are orthogonal to the substituted phenyl rings. In all three structures, the crystal packing is stabilized by intermolecular C-H...O hydrogen bonds.

4,5-Bis(2-tert-butylphenoxy)phthalonitrile

“…The C7 N1 and C8 N2 bond distances are 1.139 (2) and 1.135 (2) A Ê , respectively, consistent with N C triple-bond character. They are also comparable with literature values (O È ztu È rk et al, 1999, 2000Subbiah Pandi et al, 2002;Ocak et al, 2003Ocak et al, , 2004.…”

Dimethyl 2,2′-(4,5-dicyano-o-phenylenedioxy)dibenzoate

“…2), C28 and C28 i [symmetry code: (i) 1 À x, y, 3 2 À z]. The N C distances of 1.141 (3), 1.139 (3) and 1.133 (3) A Ê are similar to other values reported in the literature (Subbiah Pandi et al, 2002;Ocak, Is Ëik et al, 2004). The O1ÐC7, O2Ð C6 and O7ÐC28 distances are 1.371 (3), 1.370 (3) and 1.377 (3) A Ê , respectively, and also show good agreement with corresponding distances reported previously.…”

4,5-Bis(4-methylphenylsulfanyl)phthalonitrile

“…The C1 N1 and C2 N2 bond distances are 1.131 (3) and 1.138 (3) A Ê , respectively, and show N C triple-bond character. They are also comparable to literature values (O È ztu È rk et al, 1999, 2000Subbiah Pandi et al, 2002;C Ë oruh, Akdemir, Aar, Kim et al, 2002;C Ë oruh, Is Ëõk, et al 2002;Ocak et al, 2003).…”