Mei Wang
Apr 1, 2009
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Zeitschrift für Kristallographie - New Crystal Structures
Abstract
C17H18N2O5S, triclinio, PI (no. 2), a = 8.650(3) Â, b = 8.832(3) Â, c = 11.619(4) Â, a = 76.445(5)°, β = 79.684(5)°, γ = 78.770(5)°, V = 838.1 Â, Ζ = 2, Rgt(F) = 0.052, wRreftF) = 0.149, T= 294 Κ. Source of material Reagents and solvents used were of commercially available quality. The title compound was prepared similarly to the reported procedure [ 1 ]. Dropwise 4-ethylbenzoyl chloride (7.5 mmol) was added to methyl 4^amino-2-sulfamoylbenzoate (7.50 mmol) in THF (20 ml) solution, then refluxed for 4 h. Colorless single crystals suitable for X-ray diffraction were obtained by «crystallization from a mixture of ethyl acetate and petroleum ether. Experimental details The H atoms bonded to C and Ν atoms were positioned geometrically and refined using a riding model [aliphatic d(C—H) = 0.97(2) Â and d(N—H) = 0.86 Â, t/iso( H)= 1.2 t/eq(C)]. The H atoms bonded to O atoms were located in difference Fourier maps and refined with Ο—H distance restraints of 0.85(2) A and t/is0(H) = 1.5 t/eq(O). Discussion Amides are very useful starting materials for the synthesis of various bioactive molecules [2]. These compounds are also widely applied in medicine [3] and agriculture [4], In view of these facts and in continuation of our interest in the agriculture, we attempted to synthesize a series of amide derivatives, some of which have comparatively high fungicidal activity. Table 3. Atomic coordinates and displacement parameters (in Â). The benzene ring in the title crystal structure is planar. The carboxamide moiety is copianar with the benzene ring [dihedral angle 176.2(3)°]. The interatomic distance for C9—Ol is 1.218(4) À, revealing a normal C=0 double bond. In addition, the X-ray data also indicate intermolecular and intramolecular Hbonding interactions. Table 1. Data collection and handling.