TY - JOUR
T1 - Crystallographic rationalization of the reactivity and spectroscopic properties of (2R)-S-(2,5-dihydroxyphenyl)cysteine
AU - Kociok-Kohn, Gabriele
AU - Lewis, Simon
PY - 2010/4
Y1 - 2010/4
N2 - At 150 K, the title compound, C9H11NO4S, crystallizes in the orthorhombic form as a zwitterion and has a low gauche conformation [chi = -46.23 (16)degrees] for an acyclic cysteine derivative. A difference in bond length is observed for the alkyl C-S bond [1.8299 (15) angstrom] and the aryl C-S bond [1.7760 (15) angstrom]. The -NH3+ group is involved in four hydrogen bonds, two of which are intermolecular and two intramolecular. The compound forms an infinite three-dimensional network constructed from four intermolecular hydrogen bonds. Characterization data (C-13 NMR, IR and optical rotation) are reported to supplement the incomplete data disclosed previously in the literature.
AB - At 150 K, the title compound, C9H11NO4S, crystallizes in the orthorhombic form as a zwitterion and has a low gauche conformation [chi = -46.23 (16)degrees] for an acyclic cysteine derivative. A difference in bond length is observed for the alkyl C-S bond [1.8299 (15) angstrom] and the aryl C-S bond [1.7760 (15) angstrom]. The -NH3+ group is involved in four hydrogen bonds, two of which are intermolecular and two intramolecular. The compound forms an infinite three-dimensional network constructed from four intermolecular hydrogen bonds. Characterization data (C-13 NMR, IR and optical rotation) are reported to supplement the incomplete data disclosed previously in the literature.
UR - http://www.scopus.com/inward/record.url?scp=77950616413&partnerID=8YFLogxK
UR - http://dx.doi.org/10.1107/s0108270110005780
U2 - 10.1107/s0108270110005780
DO - 10.1107/s0108270110005780
M3 - Article
SN - 0108-2701
VL - 66
SP - O187-O189
JO - Acta Crystallographica Section C-Crystal Structure Communications
JF - Acta Crystallographica Section C-Crystal Structure Communications
IS - 4
ER -