Crystal structures of condensation products of 3,5-dibromosalicylic aldehyde with streptocide, norsulfazole, and ethazole Article uri icon

abstract

  • Crystal structures of 4-[(3,5-dibromo-2-hydroxy-benzylidene)-amino]- benzenesulfonamide (I), 4-[(3,5-dibromo-2-hydroxy-benzylidene)-amino]-N-thiazol- 2-yl-benzenesulfonamide (II), and 4-[((3,5-dibromo-2-hydroxy-benzylidene)-amino] -N-(5-ethyl-1,3,4-thiadiazol-2-yl)-benzenesulfonamide (III) have been determined. The crystals of I are monoclinic, a = 8.645(2) Å, b = 12.622(3) Å, c = 14.414(3) Å; β = 104.31(3)°, space group P21/n, Z = 4, R = 0.0642. The crystals of II are also monoclinic, a = 10.313(2) Å, b = 11.288(2) Å, c = 15.766(3) Å; β = 99.37(3)°, space group P21/c, Z = 4, R = 0.0635. The crystals of III are triclinic, a = 10.567(2) Å, b = 10.849(2) Å, c = 18.432(4) Å; α = 75.97(3)°, β = 89.71(3)°, γ = 87.33(3)°, space group P-1, Z = 4, R = 0.0644. The asymmetric part of the unit cell of compounds I and II contains a single molecule of the Schiff%27s base, while in III two independent azomethine molecules A and B. The studied compounds I-III adopt the E-configuration relatively to the double azomethine bond C=N. Owing to phenolic oxygen together with nitrogen and oxygen atoms of the sulfonamide group, compound I makes in a crystalline state a two-dimensional hydrogen bonded network parallel to the plane (1 0 1). Compound II forms centrosymmetric dimers in the crystals via N-H...N hydrogen bonds. These dimers, in their turn, are connected by hydrogen bonds O-H...O into infinite chains running along the double screw axis b. As in II, molecules and of compound III form centrosymmetric dimers through hydrogen bonding N-H...N. These dimers are linked into infinite chains running along the c axis by hydrogen bonds C-H...O. The π-π-stacking interaction of aromatic rings is observed in all the compounds studied. © 2006 Springer Science%2bBusiness Media, Inc.
  • Crystal structures of 4-[(3,5-dibromo-2-hydroxy-benzylidene)-amino]- benzenesulfonamide (I), 4-[(3,5-dibromo-2-hydroxy-benzylidene)-amino]-N-thiazol- 2-yl-benzenesulfonamide (II), and 4-[((3,5-dibromo-2-hydroxy-benzylidene)-amino] -N-(5-ethyl-1,3,4-thiadiazol-2-yl)-benzenesulfonamide (III) have been determined. The crystals of I are monoclinic, a = 8.645(2) Å, b = 12.622(3) Å, c = 14.414(3) Å; β = 104.31(3)°, space group P21/n, Z = 4, R = 0.0642. The crystals of II are also monoclinic, a = 10.313(2) Å, b = 11.288(2) Å, c = 15.766(3) Å; β = 99.37(3)°, space group P21/c, Z = 4, R = 0.0635. The crystals of III are triclinic, a = 10.567(2) Å, b = 10.849(2) Å, c = 18.432(4) Å; α = 75.97(3)°, β = 89.71(3)°, γ = 87.33(3)°, space group P-1, Z = 4, R = 0.0644. The asymmetric part of the unit cell of compounds I and II contains a single molecule of the Schiff's base, while in III two independent azomethine molecules A and B. The studied compounds I-III adopt the E-configuration relatively to the double azomethine bond C=N. Owing to phenolic oxygen together with nitrogen and oxygen atoms of the sulfonamide group, compound I makes in a crystalline state a two-dimensional hydrogen bonded network parallel to the plane (1 0 1). Compound II forms centrosymmetric dimers in the crystals via N-H...N hydrogen bonds. These dimers, in their turn, are connected by hydrogen bonds O-H...O into infinite chains running along the double screw axis b. As in II, molecules and of compound III form centrosymmetric dimers through hydrogen bonding N-H...N. These dimers are linked into infinite chains running along the c axis by hydrogen bonds C-H...O. The π-π-stacking interaction of aromatic rings is observed in all the compounds studied. © 2006 Springer Science%2bBusiness Media, Inc.

publication date

  • 2006-01-01