Two closely related 2-(benzofuran-2-yl)-2-oxoethyl benzoates: structural differences and C 14H...O hydrogen-bonded supramolecular assemblies

• Main Authors: Li, Yee Then, C. S. , Chidan Kumar, Huey, Chong Kwong, Win, Yip Foo, Siau, Hui Mah, Ching, Kheng Quah, S., Naveen, Warad, Ismail
• Format: Article
• Language: English
• Published: International Union of Crystallography 2017
• Subjects: QC1-999 Physics; QD1-999 Chemistry
• Online Access: http://eprints.usm.my/37276/1/%28Two_closely%29_qm2116.pdf; http://eprints.usm.my/37276/; https://doi.org/10.1107/S2056989017009422

The compounds 2-(1-benzofuran-2-yl)-2-oxoethyl 2-nitrobenzoate, C17H11NO6 (I), and 2-(1-benzofuran-2-yl)-2-oxoethyl 2-aminobenzoate, C17H13NO4 (II), were synthesized under mild conditions. Their molecular structures were characterized by both spectroscopic and single-crystal X-ray diffraction analysis. The molecular conformations of both title compounds are generally similar. However, different ortho-substituted moieties at the phenyl ring of the two compounds cause deviations in the torsion angles between the carbonyl group and the attached phenyl ring. In compound (I), the ortho-nitrophenyl ring is twisted away from the adjacent carbonyl group whereas in compound (II), the ortho-aminophenyl ring is almost co-planar with the carbonyl group. In the crystal of compound (I), two C 14H