TY - JOUR
T1 - 2-(2-Methylbenzoyl)benzoic acid
T2 - catemeric hydrogen bonding in a γ-keto acid
AU - Platosz, Natalia A.
AU - Lalancette, Roger A.
AU - Thompson, Hugh W.
AU - Newman, Jacob M.
AU - Schachter, Ari
PY - 2013/10
Y1 - 2013/10
N2 - The crystal structure of the title compound, C15H12O3, displays catemeric aggregation involving O - H⋯O hydrogen bonds progressing from the carboxyl group of one molecule to the ketone O atom of another glide-related neighbor. The molecule is twisted, with the toluene 80.61 (3)° out of plane with respect to the phenyl group of the benzoic acid. The acid group makes a dihedral angle of 13.79 (14)° with the attached phenyl ring. The molecules are achiral, but the space group glide planes create alternating conformational chirality in the chain units. The four hydrogen-bonding chains progress along [001] in an A - A - B - B pattern (right-to-left versus left-to-right), and are related to each other by the center of symmetry at (0.5, 0.5, 0.5) in the chosen cell. There is one close contact (2.54 Å) between a phenyl H atom and the acid carbonyl from a symmetry-related molecule.
AB - The crystal structure of the title compound, C15H12O3, displays catemeric aggregation involving O - H⋯O hydrogen bonds progressing from the carboxyl group of one molecule to the ketone O atom of another glide-related neighbor. The molecule is twisted, with the toluene 80.61 (3)° out of plane with respect to the phenyl group of the benzoic acid. The acid group makes a dihedral angle of 13.79 (14)° with the attached phenyl ring. The molecules are achiral, but the space group glide planes create alternating conformational chirality in the chain units. The four hydrogen-bonding chains progress along [001] in an A - A - B - B pattern (right-to-left versus left-to-right), and are related to each other by the center of symmetry at (0.5, 0.5, 0.5) in the chosen cell. There is one close contact (2.54 Å) between a phenyl H atom and the acid carbonyl from a symmetry-related molecule.
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U2 - 10.1107/S1600536813025099
DO - 10.1107/S1600536813025099
M3 - Article
C2 - 24098232
AN - SCOPUS:84885147992
SN - 1600-5368
VL - 69
SP - o1547-o1548
JO - Acta Crystallographica Section E: Structure Reports Online
JF - Acta Crystallographica Section E: Structure Reports Online
IS - 10
ER -