Crystal Structure of 2-(Ethoxymethylene)malononitrile and DFT Evaluation of the C-H···N≡C Close Contacts Energy
2-(Ethoxymethylene)malononitrile (<b>1)</b> is a very convenient building block for the construction of various heterocycles and it is assumed to be an intermediate in different three-component reactions. Here, we present the results of XRD of (<b>1)</b> demonstrating the lin...
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2023-11-01
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| author | Vyacheslav S. Grinev Ilya A. Demeshko Anna E. Sklyar Alevtina Yu. Yegorova |
| author_facet | Vyacheslav S. Grinev Ilya A. Demeshko Anna E. Sklyar Alevtina Yu. Yegorova |
| author_sort | Vyacheslav S. Grinev |
| collection | DOAJ |
| description | 2-(Ethoxymethylene)malononitrile (<b>1)</b> is a very convenient building block for the construction of various heterocycles and it is assumed to be an intermediate in different three-component reactions. Here, we present the results of XRD of (<b>1)</b> demonstrating the linkage of the co-oriented molecules in crystal via C-H···N≡C non-covalent interactions. To evaluate the energy of such interactions, we conducted DFT simulations. The molecules of (<b>1)</b> are linked into infinite chains via C-H···N≡C close contacts with a distance of 2.494 Å. When performing theoretical measurements of the energy of H···N non-covalent interactions by DFT, it was determined by the M06-2X functional, equal to −1.20 kcal/mol, meaning weak attraction. |
| format | Article |
| id | doaj-art-5f82defdbd9549a38f7e4f679a33997a |
| institution | Kabale University |
| issn | 2673-4583 |
| language | English |
| publishDate | 2023-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Chemistry Proceedings |
| spelling | doaj-art-5f82defdbd9549a38f7e4f679a33997a2024-12-27T14:17:16ZengMDPI AGChemistry Proceedings2673-45832023-11-011411010.3390/ecsoc-27-16052Crystal Structure of 2-(Ethoxymethylene)malononitrile and DFT Evaluation of the C-H···N≡C Close Contacts EnergyVyacheslav S. Grinev0Ilya A. Demeshko1Anna E. Sklyar2Alevtina Yu. Yegorova3Institute of Chemistry, N.G. Chernyshevsky Saratov National Research State University, 83 Ulitsa Astrakhanskaya, 410012 Saratov, RussiaInstitute of Chemistry, N.G. Chernyshevsky Saratov National Research State University, 83 Ulitsa Astrakhanskaya, 410012 Saratov, RussiaInstitute of Chemistry, N.G. Chernyshevsky Saratov National Research State University, 83 Ulitsa Astrakhanskaya, 410012 Saratov, RussiaInstitute of Chemistry, N.G. Chernyshevsky Saratov National Research State University, 83 Ulitsa Astrakhanskaya, 410012 Saratov, Russia2-(Ethoxymethylene)malononitrile (<b>1)</b> is a very convenient building block for the construction of various heterocycles and it is assumed to be an intermediate in different three-component reactions. Here, we present the results of XRD of (<b>1)</b> demonstrating the linkage of the co-oriented molecules in crystal via C-H···N≡C non-covalent interactions. To evaluate the energy of such interactions, we conducted DFT simulations. The molecules of (<b>1)</b> are linked into infinite chains via C-H···N≡C close contacts with a distance of 2.494 Å. When performing theoretical measurements of the energy of H···N non-covalent interactions by DFT, it was determined by the M06-2X functional, equal to −1.20 kcal/mol, meaning weak attraction.https://www.mdpi.com/2673-4583/14/1/10crystal structuredisordernon-covalent interactionsquantum chemical modelinginteraction energy evaluating2-(ethoxymethylene)malononitrile |
| spellingShingle | Vyacheslav S. Grinev Ilya A. Demeshko Anna E. Sklyar Alevtina Yu. Yegorova Crystal Structure of 2-(Ethoxymethylene)malononitrile and DFT Evaluation of the C-H···N≡C Close Contacts Energy Chemistry Proceedings crystal structure disorder non-covalent interactions quantum chemical modeling interaction energy evaluating 2-(ethoxymethylene)malononitrile |
| title | Crystal Structure of 2-(Ethoxymethylene)malononitrile and DFT Evaluation of the C-H···N≡C Close Contacts Energy |
| title_full | Crystal Structure of 2-(Ethoxymethylene)malononitrile and DFT Evaluation of the C-H···N≡C Close Contacts Energy |
| title_fullStr | Crystal Structure of 2-(Ethoxymethylene)malononitrile and DFT Evaluation of the C-H···N≡C Close Contacts Energy |
| title_full_unstemmed | Crystal Structure of 2-(Ethoxymethylene)malononitrile and DFT Evaluation of the C-H···N≡C Close Contacts Energy |
| title_short | Crystal Structure of 2-(Ethoxymethylene)malononitrile and DFT Evaluation of the C-H···N≡C Close Contacts Energy |
| title_sort | crystal structure of 2 ethoxymethylene malononitrile and dft evaluation of the c h···n≡c close contacts energy |
| topic | crystal structure disorder non-covalent interactions quantum chemical modeling interaction energy evaluating 2-(ethoxymethylene)malononitrile |
| url | https://www.mdpi.com/2673-4583/14/1/10 |
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