Halogen Bonding Interactions in DDQ Charge Transfer Salts with Iodinated TTFs
Abstract
:1. Introduction
2. Results and Discussion
2.1. Structural and Magnetic Properties of (1)(DDQ)
Compound | ρ | Ci=Ci | Ci−S | Co−S | Co−Co | Ref | |
---|---|---|---|---|---|---|---|
Neutral 1 | mol A | 0 | 1.332 (13) | 1.763 (18) | 1.759 (19) | 1.331 (14) | [18] |
mol B | 1.323 (14) | 1.760 (17) | 1.747 (16) | 1.331 (13) | |||
(1)2[Ag(CN)2] | +0.5 | 1.373 | 1.739 | 1.746 | 1.347 | [9] | |
(1)2[Ni(mnt)2] | +1 | 1.382 (19) | 1.723 (25) | 1.731 (3) | 1.348 (19) | [18] | |
(1)(DDQ) | 1 | 1.390 (7) | 1.721 (6) | 1.736 (6) | 1.350 (8) | this work |
Compound | ρ | C=O | CO−CCl | CO−CCN | CCl=CCl | CCN=CCN | νCN (cm−1) | Ref |
---|---|---|---|---|---|---|---|---|
DDQ | 0 | 1.202 | 1.483 | 1.501 | 1.340 | 1.343 | 2234 | [19] |
(1)(DDQ) | –1 | 1.239 (5) | 1.475 (7) | 1.453 (8) | 1.360 (6) | 1.384 (6) | 2202 | – |
(2)2(DDQ) | –1 | 1.265 (10) | 1.479 (15) | 1.422 (17) | 1.379 (12) | 1.402 (12) | 2212 | – |
(Et4N)DDQ | –1 | 1.246 | 1.463 | 1.444 | 1.363 | 1.385 | 2217 | [20] |
2.2. Structural Properties of (2)2(DDQ)·(CH3CN)
Compound | ρ | Ci=Ci | Ci−S | Co−S | Co−Co | Ref | |
---|---|---|---|---|---|---|---|
(2)2(I3) | +0.5 | 1.365 (29) | 1.740 (20) | 1.749 (20) | 1.348 (16) | [11] | |
(2)2(DDQ) | mol (I1,I2) | ≈0.5 | 1.354 (9) | 1.757 (8) | 1.762 (8) | 1.336 (9) | this work |
mol (I3,I4) | ≈0.5 | 1.365 (9) | 1.736 (8) | 1.745 (8) | 1.348 (9) | ||
(2)(I3) | +1 | 1.40 (2) | 1.718 (9) | – | – | [18] |
Interaction | ∑vdw (Å) | Danis (Å) | I···(O,N) (Å) | C−I···(O,N) (°) | I···(O,N)−C (°) |
---|---|---|---|---|---|
I1···N2 | 3.53 | 3.36 | 3.163 (12) | 178.2 (3) | 147.8 (9) |
I3···N3 | 3.53 | 3.36 | 2.895 (12) | 171.0 (3) | 139.2 (9) |
I4···O1 | 3.50 | 3.30 | 2.761 (8) | 178.2 (2) | 138.7 (5) |
3. Experimental Section
3.1. Syntheses
3.2. Crystallography
3.3. Band Structure Calculations
4. Conclusions
Acknowledgments
Conflict of Interest
References and Notes
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Lieffrig, J.; Jeannin, O.; Shin, K.-S.; Auban-Senzier, P.; Fourmigué, M. Halogen Bonding Interactions in DDQ Charge Transfer Salts with Iodinated TTFs. Crystals 2012, 2, 327-337. https://doi.org/10.3390/cryst2020327
Lieffrig J, Jeannin O, Shin K-S, Auban-Senzier P, Fourmigué M. Halogen Bonding Interactions in DDQ Charge Transfer Salts with Iodinated TTFs. Crystals. 2012; 2(2):327-337. https://doi.org/10.3390/cryst2020327
Chicago/Turabian StyleLieffrig, Julien, Olivier Jeannin, Kyoung-Soon Shin, Pascale Auban-Senzier, and Marc Fourmigué. 2012. "Halogen Bonding Interactions in DDQ Charge Transfer Salts with Iodinated TTFs" Crystals 2, no. 2: 327-337. https://doi.org/10.3390/cryst2020327