Solid State Structure and Hydrogen Bonding of Some Cyclic NH Carboximides
Thirteen new crystal structures of cyclic NH carboximides have been determined and are compared with respect to the mode of intermolecular hydrogen bonding observed in the crystal. The structures include a new cyclobutane-fused succinimide, seven new simple bi- and tricyclic succinimides derived fro...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-01-01
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| Series: | Crystals |
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| Online Access: | https://www.mdpi.com/2073-4352/13/1/150 |
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| author | R. Alan Aitken Alexander J. B. Nelson Alexandra M. Z. Slawin Dheirya K. Sonecha |
| author_facet | R. Alan Aitken Alexander J. B. Nelson Alexandra M. Z. Slawin Dheirya K. Sonecha |
| author_sort | R. Alan Aitken |
| collection | DOAJ |
| description | Thirteen new crystal structures of cyclic NH carboximides have been determined and are compared with respect to the mode of intermolecular hydrogen bonding observed in the crystal. The structures include a new cyclobutane-fused succinimide, seven new simple bi- and tricyclic succinimides derived from Diels–Alder reactions of maleimide, three methylated glutarimides, a morpholinedione and adipimide, the first seven-membered ring NH carboximide to be structurally characterised. Overall, seven of the compounds adopt a ribbon structure, five show centrosymmetric dimers, and one has bonding between NH and a remote bridging ether oxygen. Halogen bonding was also detected in one case. |
| first_indexed | 2024-03-09T13:06:10Z |
| format | Article |
| id | doaj.art-e663aee3f3cb425b81332a119d5e899b |
| institution | Directory Open Access Journal |
| issn | 2073-4352 |
| language | English |
| last_indexed | 2024-03-09T13:06:10Z |
| publishDate | 2023-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Crystals |
| spelling | doaj.art-e663aee3f3cb425b81332a119d5e899b2023-11-30T21:48:43ZengMDPI AGCrystals2073-43522023-01-0113115010.3390/cryst13010150Solid State Structure and Hydrogen Bonding of Some Cyclic NH CarboximidesR. Alan Aitken0Alexander J. B. Nelson1Alexandra M. Z. Slawin2Dheirya K. Sonecha3EaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews, Fife KY16 9ST, UKEaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews, Fife KY16 9ST, UKEaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews, Fife KY16 9ST, UKEaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews, Fife KY16 9ST, UKThirteen new crystal structures of cyclic NH carboximides have been determined and are compared with respect to the mode of intermolecular hydrogen bonding observed in the crystal. The structures include a new cyclobutane-fused succinimide, seven new simple bi- and tricyclic succinimides derived from Diels–Alder reactions of maleimide, three methylated glutarimides, a morpholinedione and adipimide, the first seven-membered ring NH carboximide to be structurally characterised. Overall, seven of the compounds adopt a ribbon structure, five show centrosymmetric dimers, and one has bonding between NH and a remote bridging ether oxygen. Halogen bonding was also detected in one case.https://www.mdpi.com/2073-4352/13/1/150hydrogen bondingdimerribbonsuccinimideglutarimidehalogen bonding |
| spellingShingle | R. Alan Aitken Alexander J. B. Nelson Alexandra M. Z. Slawin Dheirya K. Sonecha Solid State Structure and Hydrogen Bonding of Some Cyclic NH Carboximides Crystals hydrogen bonding dimer ribbon succinimide glutarimide halogen bonding |
| title | Solid State Structure and Hydrogen Bonding of Some Cyclic NH Carboximides |
| title_full | Solid State Structure and Hydrogen Bonding of Some Cyclic NH Carboximides |
| title_fullStr | Solid State Structure and Hydrogen Bonding of Some Cyclic NH Carboximides |
| title_full_unstemmed | Solid State Structure and Hydrogen Bonding of Some Cyclic NH Carboximides |
| title_short | Solid State Structure and Hydrogen Bonding of Some Cyclic NH Carboximides |
| title_sort | solid state structure and hydrogen bonding of some cyclic nh carboximides |
| topic | hydrogen bonding dimer ribbon succinimide glutarimide halogen bonding |
| url | https://www.mdpi.com/2073-4352/13/1/150 |
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