Crystal Structure of 2-(Ethoxymethylene)malononitrile and DFT Evaluation of the C-H···N≡C Close Contacts Energy †
Abstract
:1. Introduction
2. Materials and Methods
2.1. Physical Measurements
2.2. Synthesis, Characterization, and Crystallization
2.3. Crystal Structure Determinations and Refinement
2.4. DFT Calculations
3. Results and Discussion
3.1. Crystal Structure Analysis
3.2. Packing Features of (1)
3.3. Hirshfeld Surface Analysis
3.4. Theoretical Evaluation of the Close Contact Energy
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
References
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Moiety | H···O, Å | D···A, Å | D—H···A, ° |
---|---|---|---|
CH2 | 3.294 | 3.424 | 126.5 |
CH3 | 2.761 | 3.949 | 127.0 |
Method | H···N, Å | D···A, Å | D—H···A, ° | E (kcal/mol) |
---|---|---|---|---|
XRD | 2.494 | 3.423 | 176.22 | - |
M06-2X | 2.424 | 3.472 | 176.23 | −1.20 |
MPWB95 | 2.561 | 3.611 | 160.52 | −0.36 |
B97-D3 | 2.423 | 3.483 | 163.65 | −1.27 |
WB97XD | 2.385 | 3.439 | 162.61 | −1.53 |
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Grinev, V.S.; Demeshko, I.A.; Sklyar, A.E.; Yegorova, A.Y. Crystal Structure of 2-(Ethoxymethylene)malononitrile and DFT Evaluation of the C-H···N≡C Close Contacts Energy. Chem. Proc. 2023, 14, 10. https://doi.org/10.3390/ecsoc-27-16052
Grinev VS, Demeshko IA, Sklyar AE, Yegorova AY. Crystal Structure of 2-(Ethoxymethylene)malononitrile and DFT Evaluation of the C-H···N≡C Close Contacts Energy. Chemistry Proceedings. 2023; 14(1):10. https://doi.org/10.3390/ecsoc-27-16052
Chicago/Turabian StyleGrinev, Vyacheslav S., Ilya A. Demeshko, Anna E. Sklyar, and Alevtina Yu. Yegorova. 2023. "Crystal Structure of 2-(Ethoxymethylene)malononitrile and DFT Evaluation of the C-H···N≡C Close Contacts Energy" Chemistry Proceedings 14, no. 1: 10. https://doi.org/10.3390/ecsoc-27-16052