Crystal Structures of a Series of Bis{(2-Aminobenzoyl-)amino}alkanes

AbstractThe crystal structures of 1,2-bis-{(2-aminobenzoyl-)amino}ethane(1), 1,4-bis-{(2-aminobenzoyl-)amino}butane(2) and 2,2-dimethyl-1,3-bis-{(2-aminobenzoyl-)amino}-propane(3) have been determined by single crystal X-ray diffraction analysis. 1 and 2 are centrosymmetric molecules which lie on crystallographic centers of symmetry and adopt extended conformations. On the other hand, owing to the odd number of carbon atoms in the spacer unit, 3 does not show centrosymmetry, but crystallizes in a non-centrosymmetric space group and assumes a folded conformation. The crystal structures of 1, 2 and 3 are compared with the known structures of anthranilamide (7) and the N-alkyl anthranilamide derivative 8. Crystal data: 1 C 16 H 18 N 4 O 2 , monoclinic, space group P2 1 /a, a = 9.5262(8) A, b = 5.4200(5) A, c = 15.3821(14) A, β = 105.980(5)° and V = 763.52(12) A 3 , for Z = 2. 2 C 18 H 22 N 4 O 2 , monoclinic, space group C2/c, a = 32.0710(17) A, b = 5.4732(4) A, c = 9.7326(5) A, β = 102.570(4)° and V = 1667.42(17) A 3 , for Z = 4. 3 C 19 H 24 N 4 O 2 , orthorhombic, space group Pca2 1 , a = 16.7676(4) A, b = 10.1847(2) A, c = 10.5338(5) A, and V = 1798.89(7) A 3 , for Z = 4.Index AbstractThe crystal structures of 1,2-bis-{(2-aminobenzoyl-)amino}ethane(1), 1,4-bis-{(2-aminobenzoyl-)amino}butane(2) and 2,2-dimethyl-1,3-bis-{(2-aminobenzoyl-)amino}-propane(3) have been determined by single crystal X-ray diffraction analysis. 1 and 2 are centrosymmetric molecules which lie on crystallographic centers of symmetry and adopt extended conformations, whereas 3 does not show centrosymmetry, but crystallizes in a non-centrosymmetric space group and assumes a folded conformation.[IMAGE]