TY - JOUR
T1 - Structures of benzenesulfonylamino-3-(4-benzenesulfonyloxy-phenyl)-propionic acid and 2-(toluene-4-sulfonylamino)-3-[4-(toluene-4-sulponyl-oxy)-phenyl]-propionic acid
T2 - Variations in L-tyrosine backbone conformation, intramolecular aromatic π-π stacking and short C-H⋯O interactions
AU - Khan, Muneeb Hayat
AU - Khan, Islam Ullah
AU - Arshad, Muhammad Nadeem
AU - Rafique, H. M.
AU - Harrison, William T.A.
PY - 2011/6/14
Y1 - 2011/6/14
N2 - The syntheses and crystal structures of benzenesulfonylamino-3-(4-benzenesulfonyloxy-phenyl)-propionic acid (1) and 2-(toluene-4-sulfonylamino)-3-[4-(toluene-4-sulponyloxy)-phenyl]-propionic acid (2) are described. The L-tyrosine cores of the molecules show significant conformational differences. In 1, both organic molecules show intramolecular aromatic π-π stacking and in 2 a very short intermolecular Cα-H⋯O interaction is seen. The structures of 1 and 2 are compared with those of related materials. Crystal data:12•H2O•MeOH [2(C21H19NO7S2)•H2O•CH4O], Mr = 973.04, monoclinic, P21 (No. 4), a = 8.0078 (4) Å, b = 34.0704 (16) Å, c = 8.5506 (3) Å, β = 94.239 (3)°, V = 2326.47 (18) Å3, Z = 2, T = 296 K, R(F) = 0.062, wR(F2) = 0.157, 2•H2O (C23H25NO7S2•H2O), Mr = 507.56, monoclinic, P21 (No. 4), a = 5.7171 (7) Å, b = 24.359 (3) Å, c = 9.1043 (10) Å, β = 104.563 (6)°, V = 1227.2 (2) Å3, Z = 2, T = 296 K, R(F) = 0.055, wR(F2) = 0.092.
AB - The syntheses and crystal structures of benzenesulfonylamino-3-(4-benzenesulfonyloxy-phenyl)-propionic acid (1) and 2-(toluene-4-sulfonylamino)-3-[4-(toluene-4-sulponyloxy)-phenyl]-propionic acid (2) are described. The L-tyrosine cores of the molecules show significant conformational differences. In 1, both organic molecules show intramolecular aromatic π-π stacking and in 2 a very short intermolecular Cα-H⋯O interaction is seen. The structures of 1 and 2 are compared with those of related materials. Crystal data:12•H2O•MeOH [2(C21H19NO7S2)•H2O•CH4O], Mr = 973.04, monoclinic, P21 (No. 4), a = 8.0078 (4) Å, b = 34.0704 (16) Å, c = 8.5506 (3) Å, β = 94.239 (3)°, V = 2326.47 (18) Å3, Z = 2, T = 296 K, R(F) = 0.062, wR(F2) = 0.157, 2•H2O (C23H25NO7S2•H2O), Mr = 507.56, monoclinic, P21 (No. 4), a = 5.7171 (7) Å, b = 24.359 (3) Å, c = 9.1043 (10) Å, β = 104.563 (6)°, V = 1227.2 (2) Å3, Z = 2, T = 296 K, R(F) = 0.055, wR(F2) = 0.092.
KW - C-H and mellip
KW - Green chemistry
KW - L-tyrosine
KW - O interactions
KW - Torsion angles
UR - http://www.scopus.com/inward/record.url?scp=80052684401&partnerID=8YFLogxK
U2 - 10.3390/cryst1020069
DO - 10.3390/cryst1020069
M3 - Article
AN - SCOPUS:80052684401
SN - 0267-8292
VL - 1
SP - 69
EP - 77
JO - Crystals
JF - Crystals
IS - 2
ER -