6-[3-(p-Tolyl-sulfonyl-amino)-prop-yl]diquino-thia-zine.

ABSTRACT: In the title mol-ecule {systematic name: N-[3-(diquino[3,2-b;2',3'-e][1,4]thia-zin-6-yl)prop-yl]-4-methyl-benzene-sulfon-amide}, C28H24N4O2S2, the penta-cyclic system is relatively planar [maximum deviation from the mean plane = 0.242?(1)?Å]. The dihedral angle between two quinoline ring systems is 8.23?(2)° and that between the two halves of the 1,4-thia-zine ring is 5.68?(3)°. The conformation adopted by the 3-(p-tolyl-sulfonyl-amino)-propyl substituent allows for the formation of an intra-molecular N-H?N hydrogen bond and places the benzene ring of this substituent above one of the quinoline fragments of the penta-cyclic system. In the crystal, mol-ecules are arranged via ?-? stacking inter-actions into (0-11) layers [centroid-centroid distances = 3.981?(1)-4.320?(1)?Å for the rings in the penta-cyclic system and 3.645?(1)?Å for the tolyl benzene rings]. In addition, mol-ecules are involved in weak C-H?O, which connect the layers, and C-H?S hydrogen bonds. The title compound shows promising anti-cancer activity against renal cancer cell line UO-31.

SUBMITTER: Jelen M 

PROVIDER: S-EPMC3685109 | biostudies-literature | 2013 Jun

REPOSITORIES: biostudies-literature