Solid-state supramoecular assembly via C–H ⋯ O hydrogen bonds: crystal structures of the complexes of 1,3,5-trinitrobenzene with dibenzylideneacetone and 2,5-dibenzylidenecyclopentanone

Abstract

Dibenzylidene ketones are shown to form stoicheometric complexes with 1,3,5-trinitrobenzene wherein the molecular components are held together with C-He-0 hydrogen bonds. 7 This is true if the two-component entity is treated as a supermolecule. If, on the other hand, the entire crystal is treated as a supermolecule, many recognition sites will, in the limit, be directed outwards because each molecule is surrounded by many others.

Accurate Redeterminations of 1,1'-Dibenzoylferrocene and (4-Nitrophenyl)ferrocene

“…The angles between the planes defined by Cll-C15 and C31-C36, and between C31-C36 and the CNO2 fragment are 12.7 (2) ° and 2.7 (3) °, respectively. Although the nitro group is well established as a powerful acceptor of C--H...O hydrogen bonds (Biradha et al, 1993;Sharma & Desiraju, 1994), there are no intermolecular contacts in (II) less than the sum of the van der Waals radii: in particular, there are no C--H--.O hydrogen bonds. …”

Synthesis of Biphenanthrenyls and Role of C−H···X Noncovalent Interactions in Conformational Control

“…[20] During the last few years numerous publications have appeared dealing with different aspects of CϪH···O and CϪH···N interactions. [21] The contribution of CϪH···O interactions in aligning the molecules of 1,3,5-trinitrobenzene has been examined and reported by Desiraju et al [22] Conformational control by weak hydrogen-bond interactions in phosphocin has also been observed by Moore and Avet. [23] In some cases the energies of intramolecular strong hydrogen bonds amount to several kcal/mol, which is more than the typical rotational barriers and energy differences between molecular conformations.…”

Solvent intercalation in cobalt dimethylglyoximato complexes: A miniature host-guest system

“…2.5 .4,. We note in this context that oxygen atoms of nitro groups had already been recognized as efficient acceptors in aliphatic hydrogen bonding [15] and that Desiraju and co-workers recently reported a crystal structure in which the relevant intermolecular contacts are exclusively of this type [16]. The shortest distances between subsequent double layers in all structures 1-4 are hydrogen-oxygen interactions as well, ranging about 2.5 A.…”