TY - JOUR
T1 - 2-Propoxybenzamide
AU - Al Jasem, Yosef
AU - Hindawi, Bassam Al
AU - Thiemann, Thies
AU - White, Fraser
PY - 2012/9
Y1 - 2012/9
N2 - In the title molecule, C10H13NO2, the amide -NH2 group is oriented toward the prop-oxy substituent and an intramolecular N - H⋯O hydrogen bond is formed between the N - H group and the prop-oxy O atom. The benzene ring forms dihedral angles of 12.41 (2) and 3.26 (2)° with the amide and prop-oxy group mean planes, respectively. In the crystal, N - H⋯O hydrogen bonds order pairs of molecules with their mol-ecular planes parallel, but at an offset of 0.73 (2) Å to each other. These pairs are ordered into two types of symmetry-related columns extended along the a axis with the mean plane of a pair in one column approximately parallel to (12̄2) and in the other to (12̄2). The two planes form dihedral angle of 84.40 (1)°. Overall, in a three-dimensional network, the hydrogen-bonded pairs of molecules are either located in (12̄2) or (12̄2) layers. In one layer, each pair is involved in four C - H⋯O contacts, twice as a donor and twice as an acceptor. Additionally, there is a short C - H⋯C contact between a benzene C - H group and the amide π-system.
AB - In the title molecule, C10H13NO2, the amide -NH2 group is oriented toward the prop-oxy substituent and an intramolecular N - H⋯O hydrogen bond is formed between the N - H group and the prop-oxy O atom. The benzene ring forms dihedral angles of 12.41 (2) and 3.26 (2)° with the amide and prop-oxy group mean planes, respectively. In the crystal, N - H⋯O hydrogen bonds order pairs of molecules with their mol-ecular planes parallel, but at an offset of 0.73 (2) Å to each other. These pairs are ordered into two types of symmetry-related columns extended along the a axis with the mean plane of a pair in one column approximately parallel to (12̄2) and in the other to (12̄2). The two planes form dihedral angle of 84.40 (1)°. Overall, in a three-dimensional network, the hydrogen-bonded pairs of molecules are either located in (12̄2) or (12̄2) layers. In one layer, each pair is involved in four C - H⋯O contacts, twice as a donor and twice as an acceptor. Additionally, there is a short C - H⋯C contact between a benzene C - H group and the amide π-system.
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U2 - 10.1107/S1600536812033326
DO - 10.1107/S1600536812033326
M3 - Article
C2 - 22969539
AN - SCOPUS:84865717077
SN - 1600-5368
VL - 68
SP - o2639-o2640
JO - Acta Crystallographica Section E: Structure Reports Online
JF - Acta Crystallographica Section E: Structure Reports Online
IS - 9
ER -