Exploring intermolecular contacts in multi-substituted benzaldehyde derivatives: X-ray, Hirshfeld surface and lattice energy analyses.
| Autor: | Hulushe ST; Department of Chemistry, Rhodes University P.O. Box 94 Grahamstown 6139 South Africa g11h7156@campus.ru.ac.za., Manyeruke MH; Department of Chemistry, Rhodes University P.O. Box 94 Grahamstown 6139 South Africa g11h7156@campus.ru.ac.za., Louzada M; Department of Chemistry, Rhodes University P.O. Box 94 Grahamstown 6139 South Africa g11h7156@campus.ru.ac.za., Rigin S; Department of Chemistry, New Mexico Highlands University Las Vegas New Mexico 87701 USA., Hosten EC; Department of Chemistry, Nelson Mandela University P.O. Box 77000 Port Elizabeth 6031 South Africa., Watkins GM; Department of Chemistry, Rhodes University P.O. Box 94 Grahamstown 6139 South Africa g11h7156@campus.ru.ac.za. |
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| Jazyk: | angličtina |
| Zdroj: | RSC advances [RSC Adv] 2020 Apr 29; Vol. 10 (29), pp. 16861-16874. Date of Electronic Publication: 2020 Apr 29 (Print Publication: 2020). |
| DOI: | 10.1039/c9ra10752e |
| Abstrakt: | Crystal structures of six benzaldehyde derivatives (1-6) have been determined and their supramolecular networks were established by an X-ray crystallographic study. The study has shown that the compounds are linked by various intermolecular interactions such as weak C-H⋯O hydrogen bonding, and C-H⋯π, π-π and halogen bonding interactions which consolidate and strengthen the formation of these molecular assemblies. The carbonyl group generates diverse synthons in 1-6 via intermolecular C-H⋯O hydrogen bonds. An interplay of C-H⋯O hydrogen bonds, and C-H⋯π and π-π stacking interactions facilitates the formation of multi-dimensional supramolecular networks. Crystal packings in 4 and 5 are further generated by type I halogen⋯halogen bonding interactions. The differences in crystal packing are represented by variation of substitution positions in the compounds. Structure 3 is isomorphous with 4 but there are subtle differences in their crystal packing. The nature of intermolecular contacts in the structures has been studied through the Hirshfeld surfaces and two-dimensional fingerprint plots which serve as a comparison in constructing different supramolecular networks. The intermolecular interaction energies are quantified utilizing theorectical calculations for the title compounds and various analogous structures retrieved from the Cambridge Structural Database (CSD). Also intermolecular interactions for the molecular pairs are exctrated from respective crystal structures. Essentially, there are some invariant and variable intermolecular contacts realized between different groups in all six structures. The ab initio DFT total lattice energy ( E Competing Interests: There are no conflicts to declare. (This journal is © The Royal Society of Chemistry.) |
| Databáze: | MEDLINE |
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