Multicentre hydrogen bonds in a 2:1 arylsulfonylimidazolone hydrochloride salt.
The title compound, (S)-(+)-4-[5-(2-oxo-4, 5-dihydroimidazol-1-ylsulfonyl)indolin-1 -ylcarbonyl ]anilinium chloride (S)-(+)-1-[1-(4-aminobenzoyl)indoline-5- sulfonyl]-4-phenyl-4, 5-dihydroimidazol-2-one, C(24)H(23)N(4)O(4)S(+).Cl(-). C(24)H(22)N(4)O(4)S, crystallizes in space group C2 from a CH(3)OH/CH(2)Cl(2) solution. In the crystal structure, there are two different conformers with their terminal C(6) aromatic rings mutually oriented at angles of 67.69 (14) and 61.16 (15) degrees. The distances of the terminal N atoms (of the two conformers) from the chloride ion are 3.110 (4) and 3.502 (4) A. There are eight distinct hydrogen bonds, i.e. four N-H...Cl, three N-H...O and one N-H...N, with one N-H group involved in a bifurcated hydrogen bond with two acceptors sharing the H atom. C-H...O contacts assist in the overall hydrogen-bonding process.
Park
K L
KL
College of Pharmacy, Chungnam National University, Taejeon 305-764, Korea. parki@cnu.ac.kr.
Moon
B G
BG
Jung
S H
SH
Kim
J G
JG
Suh
I H
IH
D000970:Antineoplastic Agents / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D007093:Imidazoles / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D013237:Stereoisomerism; D013450:Sulfones / Q000737:chemistry*
C417516:1-(1-(4-aminobenzoyl)indoline-5-sulfonyl)-4-phenyl-4,5-dihydroimidazol-2-one; D000970:Antineoplastic Agents; D007093:Imidazoles; D013450:Sulfones