A Novel Extended N-Methyl Monopyrrolotetrathiafulvalene Based on 2-Methylene-4,5-Bis(Methylthio)-1,3-Dithiole
Abstract
:1. Introduction
2. Results and Discussion
2.1. Synthesis of Target Compound 3
2.2. X-ray Structural Analysis of 3
2.3. Electrochemistry
Compound | E1/2 1 (V) | E1/2 2 (V) | Eox 3 (V) |
---|---|---|---|
1 | 0.470 | 0.773 | - |
3 | 0.422 | 0.869 (0.750) | 1.423 |
2.4. Electronic Absorption Spectroscopy
3. Experimental Section
3.1. General Information
3.2. Synthesis of N-Methyl-4-[4,5-Bis(Metylthio)-l,3-Dithiol-2-Yliden]-2-[4,5-Bis-(1-Butyithio)-l,3-Dithio1-2-Yli-Den]-(1,3)-Dithiolo[4,5-c]Pyrrole (3)
3.3. X-ray Crystallography
Chemical Formula | C23 H29 N S10 |
---|---|
Formula weight | 640.07 |
Temperature | 296(2) K |
Wavelength | 0.71070 Å |
Crystal system | Triclinic |
Space group | P-1 |
a (Å) | 8.552(2) |
b (Å) | 11.310(2) |
c (Å) | 16.150(3) |
α(°) | 109.55(3)° |
β(°) | 91.45(3)° |
γ(°) | 91.28(3)° |
V (Å3) | 1470.6(5) |
Z | 2 |
Calculated density | 1.445 Mg·m−3 |
Absorption coefficient | 0.77 mm−1 |
F(000) | 668 |
Crystal size | 0.39 mm × 0.25 mm × 0.06 mm |
θ Range for data collection | 3.01–27.55 |
Index ranges | −11 ≤ h ≤ 11 |
−14 ≤ k ≤ 14 | |
−20 ≤ l ≤ 20 | |
Completeness to θ | 98.5% |
Reflections collected | 14,464 |
Independent reflections | 6633 [Rint = 0.067] |
Absorption correction | None |
Refinement method | Full-matrix least-squares on F2 |
Data/restrains/parameters | 6633/6/345 |
Goodness-of-fit on F2 | 1.024 |
Final R indices [I > 2σ(I)] | R1 = 0.0642, wR2 = 0.1278 |
R indices (all data) | R1 = 0.1379, wR2 = 0.1601 |
Largest diff. peak and hole Å−3 | 0.41 and −0.38 eÅ−3 |
3.4. Theoretical Calculations
4. Conclusions
Acknowledgments
Author Contributions
Conflicts of Interest
References
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Hou, R.; Shang, X.; Xia, Y.; Li, B.; Li, D. A Novel Extended N-Methyl Monopyrrolotetrathiafulvalene Based on 2-Methylene-4,5-Bis(Methylthio)-1,3-Dithiole. Molecules 2014, 19, 20314-20324. https://doi.org/10.3390/molecules191220314
Hou R, Shang X, Xia Y, Li B, Li D. A Novel Extended N-Methyl Monopyrrolotetrathiafulvalene Based on 2-Methylene-4,5-Bis(Methylthio)-1,3-Dithiole. Molecules. 2014; 19(12):20314-20324. https://doi.org/10.3390/molecules191220314
Chicago/Turabian StyleHou, Ruibin, Xiaohong Shang, Yan Xia, Bao Li, and Dongfeng Li. 2014. "A Novel Extended N-Methyl Monopyrrolotetrathiafulvalene Based on 2-Methylene-4,5-Bis(Methylthio)-1,3-Dithiole" Molecules 19, no. 12: 20314-20324. https://doi.org/10.3390/molecules191220314