Electronic Supplementary Information
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- Μελαινη Χρηστόπουλος
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1 Electronic Supplementary Information Mixed (Phthalocyaninato)(Schiff-base) Di-dysprosium Sandwich Complexes. Effect of Magnetic Coupling on the SMM Behavior Hailong Wang, a Chenxi Liu, a Tao Liu, b Suyuan Zeng, c Wei Cao, a Qi Ma, a Chunying Duan, b Jianmin Dou c and Jianzhuang Jiang* a
2 Caption of Content 1. Fig. S1 Packing plots of 1 (A) and 3 (B). 2. Fig. S2 The M vs. H/T curves for 1 (top) and 3 (bottom) at different temperature. 3. Fig. S3 Temperature dependence of χ M T for Fig. S4 Temperature dependence of the in-phase (χ ) and out-of-phase (χ ) ac susceptibility of diluted sample of 1 under zero and 2000 Oe dc magnetic field. 5. Fig. S5 Temperature dependence of χ M T and fitting for complexes 2 and Fig. S8 Electronic absorption spectra of 1 and 3 in CHCl Table S1. Analytical and mass spectroscopic data for the series of sandwich-type complexes Table S2. Comparison of the structural data for Table S3. Dimetallic dysprosium SMMs. 10. Table S4. Crystal data and structure refinements of Table S5. Selected bond distances (Å) and bond angles ( o ) of 1-4.
3 Fig. S1 Packing plots of 1 (A) and 3 (B).
4 12 10 M / B K 3 K 5 K H/T /T/K 12 M / B K 3 K 5 K H/T / T/K Fig. S2 The M vs. H/T curves for 1 (top) and 3 (bottom) at different temperature.
5 M T /cm 3 K mol Temperature / K Fig. S3 Temperature dependence of χ M T for 3.
6 M T /cm 3 K mol fitting Temperature / K M T /cm 3 K mol fitting Temperature / K Fig. S4 Temperature dependence of χ M T and fitting for complexes 2 and 4.
7 Fig. S5 Electronic absorption spectra of 1 and 3 in CHCl 3.
8 Table S1. Analytical and mass spectroscopic data for the series of sandwich-type complexes 1-4. a Compound M + (m/z) f Analysis (%) C H N C 86 H 52 Dy 2 N 18 O 5 (1) b ( ) (53.35) 2.82 (2.75) (12.73) C 86 H 52 Gd 2 N 18 O 5 (2) c ( ) (55.90) 2.83 (2.97) (13.49) C 66 H 56 Dy 2 N 6 O 13 (3) d ( ) (51.53) 4.07 (4.19) 5.36 (5.46) C 66 H 56 Gd 2 N 6 O 13 (4) e ( ) (52.51) 4.44 (4.14) 5.38 (5.57) a Calculated values given in parentheses. b Contain 2.0 equiv. of solvated CHCl 3. c Contain 1.0 equiv. of solvated CHCl 3 and 1.0 equiv. of solvated H 2 O. d Contain 4.0 equiv. of solvated H 2 O. e Contain 3.0 equiv. of solvated H 2 O. f Experimental and calculated mass spectroscopic data for the these four triple-decker complexes 1-4 without one coordinated water molecule, respectively.
9 Table S2. Comparison of the structural data for 1-4. Structural parameter average M-N(Pc) bond distance (Å) no no average M-N(L) bond distance (Å) average M-O(L) bond distance (Å) M-N 4 (Pc) plane distance (Å) M-N 4 O 2 (L) plane distance (Å) separation of Ln Ln (Å) dihedral angle between the N 4 and N 2 O 2 planes ( o ) average dihedral angle for the Pc ring ( o ) a Angle of Ln..O..Ln a The average dihedral angle of the individual isoindole rings with respect to the corresponding N 4 mean plane. b Defined as the rotation angle of the N 4 square of Pc ring away from the eclipsed conformation of the N 4 square of Pc ring and N 2 O 2 square of L ring.
10 Table S3. Dimetallic dysprosium SMMs. Compounds U eff /cm -1 Distance of Dy...Dy (Å) Ref. [Dy{Pc(OBu) 8 } 2 ] [KL 8 ][Dy 2 {N(SiMe 3 ) 2 } 4 (thf) 2 (N 2 )] [(η5-cp) 2 Dy(μ-bpym)] 2 [BPh 4 ] [Dy 2 (ovph) 2 Cl 2 (MeOH) 3 ] 104/ [Dy(Me 5 trench 2 )(μ-h) 3 Dy(Me 6 tren)] [Dy 2 (ovph) 2 (NO 3 ) 2 (H 2 O) 2 ] [Dy 2 (Hovph)(ovph)(NO 3 ) 2 (H 2 O) 4 ] [Dy 2 (HL 6 ) 4 (CO 3 )] [Dy 2 (HL 7 ) 2 (NO 3 ) 2 (MeOH) 2 ] [Dy(valdien)(NO 3 )] 2 25/ [Dy 2 (spd) 2 (acac) 2 (H 2 O)] 56/ [NEt 4 ] 2 [Dy 2 (L 8 ) 4 ] 9/ [NEt4]2[Dy 2 (L 9 ) 4 ] [NEt 4 ] 2 [Dy 2 (L 10 ) 4 ] [Dy 2 (hmb)(no 3 ) 4 (dmf) 4 ] [Dy(hmi)(NO 3 )(MeOH)] [{Dy(hmi)(NO 3 )(MeOH)}2 MeCN] {(TClPP)Dy[Pc(OPh) 8 ]Dy[Pc(OPh) 8 ]} [Cp 2 Dy(μ-SSiPh 3 ) 2 ] [Cp 2 Dy(μ-Cl)] [Cp 2 Dy(μ-Cl)] [Cp 2 Dy(thf)( μ-cl)] [Cp 2 Dy(μ-bta)] [Dy(NaphCO 2 ) 3 (phen)(h 2 O)] [Dy(NaphCO 2 ) 3 (phen)] [Dy 2 (HBpz 3 ) 4 (μ-ox)] [Dy 2 ( 3 -Htzba) 2 ( 3 -tzba) 2 (H 2 O) 8 ] [Dy(hfac) 3 (H 2 O) 2 (pyz)] [Dy 2 (piv) 6 (phen) 2 ] [Dy(hfac) 3 (μ-pyno)] [Dy(hfac) 3 {μ-(pyno-ttf)}] [Dy(hfac) 3 (NIT-mbis)] [Dy 2 (hfac) 4 (NIT-PhO) 2 ] [Dy 2 (HL 1 ) 2 (PhCOO) 2 (CH 3 OH) 2 ] [Dy 2 (L 2 ) 2 (NO 3 ) 2 (CH 3 OH) 2 ] 2CH 3 OH 4H 2 O [{Dy(H 2 O) 2 (CH 3 COCH 3 )} 2- (g-siw 10 O 36 ) 2 ] [Dy 2 (μ 2 -OH) 2 (g-siw 10 O 36 ) 2 ] Reference 1 K. Katoh, K. Umetsu, B. K. Breedlove and M.Yamashita, Sci. China Chem. 2012, 55, J. D. Rinehart, M. Fang, W. J. Evans and J. R. Long, Nat. Chem. 2011, 3, 538.
11 3 S. Demir, J. M. Zadrozny, M. Nippe and J. R. Long, J. Am. Chem. Soc. 2012, 134, Y. Guo, G. Xu, W. Wernsdorfer, L. Ungur, Y. Guo, J. Tang, H. Zhang, L. F. Chibotaru and A. K. Powell, J. Am. Chem. Soc. 2011, 133, A. Venugopal, F. Tuna, T. P. Spaniol, L. Ungur, L. F. Chibotaru, J. Okuda and R. A. Layfield, Chem. Commun. 2013, 49, Y. Guo, X. Chen, S. Xue and J. Tang, Inorg. Chem. 2011, 50, L. Zou, L. Zhao, P. Chen, Y. Guo, Y. Guo, Y. Lib and J. Tang, Dalton Trans. 2012, 41, J. Long, F. Habib, P. H. Lin, I. Korobkov, G. Enright, L. Ungur, W. Wernsdorfer, L. F. Chibotaru and M. Murugesu, J. Am. Chem. Soc. 2011, 133, P. H. Lin, W. B. Sun, M.-F. Yu, G.-M. Li, P. F. Yan, L. Ungur and M. Murugesu, Chem. Commun. 2011, 47, F. Habib, J. Long, P. H. Lin, I. Korobkov, L. Ungur, W. Wernsdorfer, L. F. Chibotaru and M. Murugesu, Chem. Sci. 2012, 3, Lin, P. H.; Korobkov, I.; Burchell, T. J.; Murugesu, M. Dalton Trans. 2012, 41, P. H. Lin, T. J. Burchell, R. Cle rac and M. Murugesu, Angew. Chem.Int. Ed. 2008, 47, J. Kan, H. Wang, W. Sun, W. Cao, J. Tao, and J. Jiang, Inorg. Chem. 2013, 52, F. Tuna, C. A. Smith, M. Bodensteiner, L. Ungur, L. F. Chibotaru, E. J. L. McInnes, R. E. P. Winpenny, D. Collison and R. A. Layfield, Angew. Chem. Int. Ed. 2012, 51, S. A. Sulway, R. A. Layfield, F. Tuna, W. Wernsdorfer and R. E. P. Winpenny,
12 Chem. Commun. 2012, 48, R. A. Layfield, J. J. W. McDouall, S. A. Sulway, F. Tuna, D. Collison and R. E. P. Winpenny, Chem.-Eur. J. 2010, 16, Y. M. Song, F. Luo, M. B. Luo, Z. W. Liao, G. M. Sun, X. Z. Tian, Y. Zhu, Z. J. Yuan, S. J. Liu, W. Y. Xu and X. F. Feng, Chem. Commun. 2012, 48, G. Xu, Q. Wang, P. Gamez, Y. Ma, R. Cle rac, J. Tang, S. Yan, P. Cheng and D. Liao, Chem. Commun. 2010, 46, L. Liang, G. Peng, G. Li, Y. Lan, A. K. Powell and H. Deng, Dalton Trans. 2012, 41, Y. Ma, G. F. Xu, X. Yang, L. C. Li, J. Tang, S. P. Yan, P. Cheng and D. Z. Liao, Chem. Commun. 2010, 46, S.-J. Liu, J.-P. Zhao, W.-C. Song, S.-D. Han, Z.-Y. Liu and Xian-He Bu, Inorg. Chem. 2013, 52, X. Yi, K. Bernot, F. Pointillart, G. Poneti, G. Calvez, C. Daiguebonne, O. Guillou and R. Sessoli, Chem.-Eur. J. 2012, 18, Pointillart, F.; Le Gal, Y.; Golhen, S.; Cador, O.; Ouahab, L. Chem.-Eur. J. 2011, 17, K. Bernot, F. Pointillart, P. Rosa, M. Etienne, R. Sessoli and D. Gatteschi, Chem. Commun. 2010, 46, R. Liu, C. Zhang, L. Li, D. Liao and J. P. Sutter, Dalton Trans. 2012, 41, P. Zhang, L. Zhang, S.-Y. Lin, S. Xue and J. Tang, Inorg. Chem. 2013, 52, K. Suzuki, R. Sato and N. Mizuno, Chem. Sci. 2013, 4, 596.
13 Table S4. Crystal data and structure refinements of 1-4. compound Formula C 89 H 55 Cl 9 Dy 2 N 18 O 5 C 89 H 55 Cl 9 Gd 2 N 18 O 5 C 66 H 60 Dy 2 N 6 O 15 C 66 H 60 Gd 2 N 6 O 15 F.W system triclinic triclinic orthorhombic orthorhombic space group P-1 P-1 Pna2 1 Pna2 1 a (5) (9) (10) (13) b (3) (4) (8) (7) c (6) (11) (6) (14) α (3) (6) β (4) (6) γ (3) (5) Z volume (15) (2) 6418(3) (7) D cald / g cm F R int I>2θ R w2 I>2θ R int all R w2 all S
14 Table S5. Selected bond distances (Å) and bond angles ( o ) of 1-4. Complex 1 Dy(1)-O(5) 2.340(10) N(9)-Dy(1)# (10) Dy(1)-O(1)# (4) N(10)-Dy(1)# (10) Dy(1)-O(1) 2.376(5) O(1)-Dy(1)# (4) Dy(1)-N(1) 2.379(6) Dy(1)-N(3) 2.398(6) Dy(1)-N(7) 2.394(5) Dy(1)-N(5) 2.394(5) O(5)-Dy(1)-O(1)#1 90.6(3) O(5)-Dy(1)-N(9)#1 20.4(3) O(5)-Dy(1)-O(1) 73.5(3) O(1)#1-Dy(1)-N(9)# (3) O(1)#1-Dy(1)-O(1) 69.83(17) O(1)-Dy(1)-N(9)#1 71.8(2) O(5)-Dy(1)-N(1) 101.4(3) N(1)-Dy(1)-N(9)#1 81.0(3) O(1)-Dy(1)-N(1) 82.31(17) N(5)-Dy(1)-N(9)# (2) O(5)-Dy(1)-N(7) 160.6(3) N(3)-Dy(1)-N(9)#1 74.3(3) O(1)#1-Dy(1)-N(7) 85.59(17) N(10)#1-Dy(1)-N(9)#1 61.4(3) O(1)-Dy(1)-N(7) 87.41(17) O(5)-Dy(1)-Dy(1)#1 80.3(3) N(1)-Dy(1)-N(7) 72.30(19) O(1)#1-Dy(1)-Dy(1)# (11) O(5)-Dy(1)-N(5) 126.7(3) O(1)-Dy(1)-Dy(1)# (10) O(1)#1-Dy(1)-N(5) 84.68(17) N(1)-Dy(1)-Dy(1)# (13) O(1)-Dy(1)-N(5) (17) N(7)-Dy(1)-Dy(1)# (13) N(1)-Dy(1)-N(5) (19) N(5)-Dy(1)-Dy(1)# (13) N(7)-Dy(1)-N(5) 71.89(18) N(3)-Dy(1)-Dy(1)# (13) O(5)-Dy(1)-N(3) 82.1(3) O(1)#1-Dy(1)-N(10)#1 74.3(2) O(1)#1-Dy(1)-N(3) (17) O(1)-Dy(1)-N(10)# (3) O(1)-Dy(1)-N(3) (17) N(1)-Dy(1)-N(10)# (2) N(1)-Dy(1)-N(3) 71.63(18) N(7)-Dy(1)-N(10)# (2) N(7)-Dy(1)-N(3) (18) N(5)-Dy(1)-N(10)#1 84.0(3) N(5)-Dy(1)-N(3) 71.45(19) Dy(1)#1-O(1)-Dy(1) (17) Complex 2 Gd(1)-O(1)# (5) Gd(1)-N(3) 2.413(6) Gd(1)-O(1) 2.390(5) Gd(1)-N(5) 2.418(6) Gd(1)-O(5) 2.396(12) Gd(1)-N(7) 2.418(6) Gd(1)-N(1) 2.396(6) Gd(1)-N(10)# (10) Gd(1)-Gd(1)# (7) Gd(1)-N(9)# (11) O(1)#1-Gd(1)-O(1) 69.89(17) N(5)-Gd(1)-N(7) 70.98(19) O(1)#1-Gd(1)-O(5) 92.1(3) O(1)#1-Gd(1)-N(10)#1 74.8(2) O(1)-Gd(1)-O(5) 73.4(3) O(1)-Gd(1)-N(10)# (3) O(1)#1-Gd(1)-N(1) (18) O(5)-Gd(1)-N(10)#1 44.8(4) O(1)-Gd(1)-N(1) 82.57(18) N(1)-Gd(1)-N(10)# (2) O(5)-Gd(1)-N(1) 100.7(3) N(3)-Gd(1)-N(10)#1 75.9(3) O(1)#1-Gd(1)-N(3) (17) N(5)-Gd(1)-N(10)#1 84.9(3)
15 O(1)-Gd(1)-N(3) (18) N(7)-Gd(1)-N(10)# (2) O(5)-Gd(1)-N(3) 82.0(3) O(1)#1-Gd(1)-N(9)# (3) N(1)-Gd(1)-N(3) 71.26(19) O(1)-Gd(1)-N(9)#1 71.5(3) O(1)#1-Gd(1)-N(5) 84.98(18) O(5)-Gd(1)-N(9)#1 19.5(3) O(1)-Gd(1)-N(5) (18) N(1)-Gd(1)-N(9)#1 81.2(3) O(5)-Gd(1)-N(5) 127.8(3) N(3)-Gd(1)-N(9)#1 74.7(3) N(1)-Gd(1)-N(5) 111.1(2) N(5)-Gd(1)-N(9)# (2) O(1)#1-Gd(1)-N(7) 85.68(18) N(10)#1-Gd(1)-N(9)#1 61.5(3) O(1)-Gd(1)-N(7) 88.08(18) N(1)-Gd(1)-N(7) 71.6(2) O(5)-Gd(1)-N(7) 160.9(3) N(3)-Gd(1)-N(7) (19) Complex 3 O(2)-Dy(1) 2.244(6) O(3)-Dy(1) 2.242(8) O(6)-Dy(1) 2.328(6) O(6)-Dy(2) 2.419(7) O(7)-Dy(2) 2.326(6) O(7)-Dy(1) 2.350(6) O(8)-Dy(2) 2.807(8) O(10)-Dy(2) 2.229(7) O(11)-Dy(2) 2.224(7) O(13)-Dy(2) 2.391(8) Dy(1)-N(2) 2.514(9) Dy(1)-N(3) 2.516(9) Dy(1)-N(1) 2.521(9) Dy(1)-N(4) 2.589(9) Dy(2)-N(5) 2.490(9) Dy(2)-N(6) 2.492(8) O(3)-Dy(1)-O(2) 85.6(3) O(10)-Dy(2)-O(8) 151.0(3) O(3)-Dy(1)-O(6) 83.8(3) O(6)-Dy(1)-O(7) 69.4(2) O(2)-Dy(1)-O(6) 84.7(2) O(3)-Dy(1)-N(2) 72.1(3) O(3)-Dy(1)-O(7) 85.3(3) O(2)-Dy(1)-N(2) 112.8(3) O(2)-Dy(1)-O(7) 153.4(2) O(6)-Dy(1)-N(2) 148.4(3) O(3)-Dy(1)-N(3) 154.0(3) O(7)-Dy(1)-N(2) 88.0(2) O(2)-Dy(1)-N(3) 80.0(3) O(11)-Dy(2)-O(10) 82.2(3) O(6)-Dy(1)-N(3) 73.5(3) O(11)-Dy(2)-O(7) 128.7(3) O(7)-Dy(1)-N(3) 97.9(3) O(10)-Dy(2)-O(7) 148.9(3) N(2)-Dy(1)-N(3) 133.5(3) O(11)-Dy(2)-O(13) 79.3(3) O(3)-Dy(1)-N(1) 116.1(3) O(10)-Dy(2)-O(13) 91.3(3) O(2)-Dy(1)-N(1) 71.6(3) O(7)-Dy(2)-O(13) 96.9(3) O(6)-Dy(1)-N(1) 146.8(3) O(11)-Dy(2)-O(6) 154.9(3) O(7)-Dy(1)-N(1) 134.6(2) O(10)-Dy(2)-O(6) 83.8(2) N(2)-Dy(1)-N(1) 64.5(3) O(7)-Dy(2)-O(6) 68.3(2) N(3)-Dy(1)-N(1) 79.7(3) O(13)-Dy(2)-O(6) 80.3(3) O(3)-Dy(1)-N(4) 140.6(3) O(11)-Dy(2)-N(5) 113.2(3) O(6)-Dy(1)-N(4) 110.5(3) O(7)-Dy(2)-N(5) 90.3(3) O(7)-Dy(1)-N(4) 67.4(2) O(13)-Dy(2)-N(5) 156.5(3) N(2)-Dy(1)-N(4) 78.7(3) O(6)-Dy(2)-N(5) 81.7(3) N(3)-Dy(1)-N(4) 61.9(3) O(11)-Dy(2)-N(6) 73.3(3) N(1)-Dy(1)-N(4) 71.9(3) O(10)-Dy(2)-N(6) 113.3(3) O(7)-Dy(2)-O(8) 58.6(2) O(7)-Dy(2)-N(6) 78.5(2)
16 O(13)-Dy(2)-O(8) 70.8(3) O(13)-Dy(2)-N(6) 139.6(3) O(6)-Dy(2)-O(8) 114.0(3) O(6)-Dy(2)-N(6) 131.6(3) N(5)-Dy(2)-O(8) 130.9(3) N(5)-Dy(2)-N(6) 63.7(3) N(6)-Dy(2)-O(8) 72.8(3) O(11)-Dy(2)-O(8) 72.4(3) Complex 4 N(1)-Gd(2) 2.506(6) O(6)-Gd(2) 2.348(5) N(2)-Gd(2) 2.538(6) O(6)-Gd(1) 2.360(5) N(3)-Gd(1) 2.612(6) O(7)-Gd(1) 2.352(4) N(4)-Gd(1) 2.556(6) O(7)-Gd(2) 2.447(5) N(5)-Gd(1) 2.514(6) O(10)-Gd(1) 2.266(6) N(6)-Gd(1) 2.550(6) O(11)-Gd(1) 2.262(5) O(2)-Gd(2) 2.230(5) O(13)-Gd(2) 2.396(6) O(3)-Gd(2) 2.262(5) O(5)-Gd(2) 2.799(6) O(11)-Gd(1)-O(10) 87.1(2) O(7)-Gd(1)-N(4) 72.6(2) O(11)-Gd(1)-O(7) 84.93(18) O(6)-Gd(1)-N(4) 96.90(18) O(10)-Gd(1)-O(7) 84.4(2) N(5)-Gd(1)-N(4) 133.1(2) O(11)-Gd(1)-O(6) (17) N(6)-Gd(1)-N(4) 80.1(2) O(10)-Gd(1)-O(6) 85.2(2) O(11)-Gd(1)-N(3) 130.0(2) O(7)-Gd(1)-O(6) 69.25(16) O(10)-Gd(1)-N(3) 139.9(2) O(11)-Gd(1)-N(5) 112.3(2) O(7)-Gd(1)-N(3) (18) O(10)-Gd(1)-N(5) 72.4(2) O(6)-Gd(1)-N(3) 67.09(18) O(7)-Gd(1)-N(5) 149.7(2) N(5)-Gd(1)-N(3) 78.7(2) O(6)-Gd(1)-N(5) 89.30(19) N(6)-Gd(1)-N(3) 71.74(19) O(11)-Gd(1)-N(6) 71.3(2) N(4)-Gd(1)-N(3) 61.7(2) O(10)-Gd(1)-N(6) 116.5(2) O(2)-Gd(2)-O(3) 82.7(2) O(7)-Gd(1)-N(6) 146.6(2) O(2)-Gd(2)-O(6) (19) O(6)-Gd(1)-N(6) (18) O(3)-Gd(2)-O(6) (17) N(5)-Gd(1)-N(6) 63.4(2) O(2)-Gd(2)-O(13) 80.4(2) O(11)-Gd(1)-N(4) 79.7(2) O(3)-Gd(2)-O(13) 90.8(2) O(10)-Gd(1)-N(4) 154.3(2) O(6)-Gd(2)-O(13) 98.5(2) O(2)-Gd(2)-N(1) 72.6(2) O(2)-Gd(2)-O(7) (19) O(3)-Gd(2)-N(1) (19) O(3)-Gd(2)-O(7) 83.74(16) O(6)-Gd(2)-N(1) 78.64(17) O(6)-Gd(2)-O(7) 67.87(15) O(13)-Gd(2)-N(1) 141.3(2) O(13)-Gd(2)-O(7) 80.5(2) O(7)-Gd(2)-N(1) (19) O(13)-Gd(2)-O(5) 72.6(2) O(2)-Gd(2)-N(2) 112.0(2) O(7)-Gd(2)-O(5) (18) O(3)-Gd(2)-N(2) 71.14(19) N(1)-Gd(2)-O(5) 73.31(19) O(6)-Gd(2)-N(2) 89.57(18) N(2)-Gd(2)-O(5) (19) O(13)-Gd(2)-N(2) 155.7(2) O(2)-Gd(2)-O(5) 72.9(2) O(7)-Gd(2)-N(2) 81.4(2) O(3)-Gd(2)-O(5) (18) N(1)-Gd(2)-N(2) 62.64(19) O(6)-Gd(2)-O(5) 58.76(17)
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