Steric repulsion and supramolecular assemblies via a two-dimensional plate by C—H  O hydrogen bonds in two closely related 2-(benzofuran-2-yl)-2- oxoethyl benzoates
Publication Type
Original research
Authors

2-(Benzofuran-2-yl)-2-oxoethyl 2-chlorobenzoate, C17H11ClO4 (I), and
2-(benzofuran-2-yl)-2-oxoethyl 2-methoxybenzoate, C18H14O5 (II), were synthesized
under mild conditions. Their chemical and molecular structures were
analyzed by spectroscopic and single-crystal X-ray diffraction studies,
respectively. These compounds possess different ortho-substituted functional
groups on their phenyl rings, thus experiencing extra steric repulsion force
within their molecules as the substituent changes from 2-chloro (I) to 2-methoxy
(II). The crystal packing of compound (I) depends on weak intermolecular
hydrogen bonds and – interactions. Molecules are related by inversion into
centrosymmetric dimers via C—H  O hydrogen bonds, and further strengthened
by – interactions between furan rings. Conversely, molecules in
compound (II) are linked into alternating dimeric chains propagating along the
[101] direction, which develop into a two-dimensional plate through extensive
intermolecular hydrogen bonds. These plates are further stabilized by – and
C—H   interactions.

Journal
Title
Acta Crystallographica Section E: Crystallographic Communications
Publisher
International Union of Crystallography
Publisher Country
Palestine
Indexing
Scopus
Impact Factor
None
Publication Type
Prtinted only
Volume
73
Year
2017
Pages
1227-1231