Two closely related 2-(benzofuran-2-yl)-2-oxoethyl benzoates: structural differences and C—H  O hydrogen-bonded supramolecular assemblies
نوع المنشور
بحث أصيل
المؤلفون

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—H  O hydrogen bonds link the molecules into
chains propagating along the c-axis direction and the chains are interdigitated,
forming sheets parallel to [201]. Conversely, pairs of N—H  O hydrogen bonds
in compound (II) link inversion-related molecules into dimers, which are further
extended by C—H  O hydrogen bonds into dimer chains. These chains are
interconnected by – interactions involving the furan rings, forming sheets
parallel to the ac plane.

المجلة
العنوان
Acta Crystallographica Section E: Crystallographic Communications
الناشر
International Union of Crystallography
بلد الناشر
فلسطين
Indexing
Scopus
معامل التأثير
None
نوع المنشور
مطبوع فقط
المجلد
73
السنة
2017
الصفحات
1087-1091