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1 Electronic Supplementary Material (ESI) for CrystEngComm. This journal is The Royal Society of Chemistry 2016 Supporting Information Structural and insights into the coordination chemistry and reactivity of a 3,3 -bis-imine-2,2 -bipyridine ligand Roger Gumbau-Brisa, a John J. Hayward, a John D. Wallis, b Jeremy M. Rawson c and Melanie Pilkington* a a b c Department of Chemistry, 1812 Sir Isaac Brock Way, 500 Glenridge Avenue, St Catharines, ON, L2S 3A1, Canada. Tel: +1 (905) ext mpilkington@brocku.ca School of Science and Technology Nottingham Trent University Clifton Lane Nottingham UK. NG11 8NS. Department of Chemistry and Biochemistry, University of Windsor, 401 Sunset Avenue, Windsor, ON, N9B 3P4, Canada. Contents S-1 Synthesis...2 S-2 Tables of Bond Lengths and Angles...3 Ligand L8 - Selected geometric parameters (Å, º)...3 Complex 1 - Selected geometric parameters (Å, º)...4 Complex 2 Selected geometric parameters (Å, º)...5 Complex 3 Selected geometric parameters (Å, º)...8 Complex 4 Selected geometric parameters (Å, º)...9 Complex 5 - Selected geometric parameters (Å, º)...11 S3- Magnetic studies...14 S4 - Complex 5 UV-Vis Spectrum in MeOH...15 S5 - References
2 S-1 Synthesis N3,N3 -di-2-hydroxybenzylidene-[2,2 ]bipyridinyl-3,3 -diamine (L8) 1 Salicylaldehyde (5.81 g, 47 mmol) was added dropwise to a solution of 3,3 -diamino-2,2 -bipyridine L1 (4.04 g, 21 mmol) in MeOH (160 ml). The resulting yellow mixture was stirred overnight at room temperature, after which time a yellow solid was isolated by filtration. The precipitate was washed with MeOH (3 20 ml) and Et 2 O (3 20 ml) and dried in air. An additional crop of the ligand was obtained by evaporating the filtrate to dryness, affording an additional 2.43 g of the ligand. Combined yield: 7.54 g (88 %). Single crystals suitable for X-ray diffraction were obtained via the slow evaporation of a saturated DCM solution, m.p. 213 C (Lit C) 1b ; 1 H NMR (600 MHz, CDCl 3 ): δ H = (2H, s, OH), 8.67 (2H, dd, J = 4.7, 1.5 Hz, o-py, H1 & H10), 8.45 (2H, s, HC=N, H11 & H18), 7.57 (2H, dd, J = 8.2, 1.5 Hz, p-py, H3 & H8), 7.41 (2H, dd, J = 8.2, 4.7 Hz, m-py, H2 & H9), 7.26 (2H, ddd, J = 8.5, 7.1, 1.6 Hz, H15 & H22), 7.05 (2H, dd, J = 7.7, 1.6 Hz, H17 & H24), 6.82 (2H, dd, J = 8.5, 1.1 Hz, H14 & H21), 6.76 (2H, ddd, J = 7.7, 7.1, 1.1 Hz, H16 & H23); 13 C NMR (150 MHz, CDCl 3 ): δ C = (C11 & C18), (C13 & C20), (C5 & C6), (C1 & C10), (C4 & C7), (C15 & C22), (C17 & C24), (C3 & C8), (C2 & C9), (C12 & C19), (C14 & C21), (C16 & C23); FT-IR (KBr, cm 1 ): ν = 3448, 3055, 1612, 1567, 1492, 1419, 1398, 1365, 1278, 1145, 908, 761; UV/Vis (MeCN, nm; ε/m 1 cm 1 ) λ max = 279 (30800), 346 (19510); MS (FAB) m/z = 395 ([M+H] +, 100%), 394 ([M] +, 35%); Elemental analysis: calc for C 22 H 16 N 4 O 2 : C 72.50%, H 4.43%, N 23.07%; found C 71.97%, H 4.43%, N 23.43%. 2
3 S-2 Tables of Bond Lengths and Angles Ligand L8 - Selected geometric parameters (Å, º) Bond Length (Å) Bond Length (Å) N1 C (2) C8 C (2) N1 C (2) C9 C (2) N2 C (2) C11 C (2) N2 C (2) C12 C (2) N3 C (2) C12 C (2) N3 C (2) C13 C (2) N4 C (2) C14 C (3) N4 C (2) C15 C (3) O1 C (2) C16 C (2) O2 C (2) C18 C (2) C1 C (3) C19 C (2) C2 C (3) C19 C (3) C3 C (2) C20 C (3) C4 C (2) C21 C (3) C5 C (2) C22 C (3) C6 C (2) C23 C (2) C7 C (2) Bond Angle ( ) Bond Angle ( ) C1 N1 C (15) C17 C12 C (16) C10 N2 C (15) C17 C12 C (16) C11 N3 C (15) C13 C12 C (16) C18 N4 C (15) O1 C13 C (16) C13 O1 H1A O1 C13 C (15) C20 O2 H2A C14 C13 C (16) N1 C1 C (16) C15 C14 C (17) N1 C1 H C15 C14 H C2 C1 H C13 C14 H C3 C2 C (17) C14 C15 C (17) C3 C2 H C14 C15 H C1 C2 H C16 C15 H C2 C3 C (16) C17 C16 C (16) C2 C3 H C17 C16 H C4 C3 H C15 C16 H C3 C4 C (16) C16 C17 C (17) C3 C4 N (15) C16 C17 H C5 C4 N (15) C12 C17 H N1 C5 C (16) N4 C18 C (16) N1 C5 C (15) N4 C18 H C4 C5 C (15) C19 C18 H N2 C6 C (16) C24 C19 C (16) 3
4 N2 C6 C (15) C24 C19 C (16) C7 C6 C (14) C20 C19 C (16) C8 C7 C (15) O2 C20 C (17) C8 C7 N (15) O2 C20 C (16) C6 C7 N (15) C21 C20 C (17) C9 C8 C (17) C22 C21 C (18) C9 C8 H C22 C21 H C7 C8 H C20 C21 H C8 C9 C (17) C21 C22 C (17) C8 C9 H C21 C22 H C10 C9 H C23 C22 H N2 C10 C (16) C24 C23 C (18) N2 C10 H C24 C23 H C9 C10 H C22 C23 H N3 C11 C (16) C23 C24 C (18) N3 C11 H C23 C24 H C12 C11 H C19 C24 H Complex 1 - Selected geometric parameters (Å, º) Bond Length (Å) Bond Length (Å) Sn1 N (4) C2 C (8) Sn1 N (4) C3 C (8) Sn1 Cl (16) C4 C (7) Sn1 Cl (15) C5 C (7) Sn1 Cl (14) C6 C (7) Sn1 Cl (14) C7 C (8) O1 C (7) C8 C (8) O2 C (8) C9 C (8) O3 C20A (5) C11 C (7) O3 C20B (5) C12 C (8) N1 C (7) C12 C (8) N1 C (7) C13 C (8) N2 C (7) C14 C (9) N2 C (6) C15 C (10) N3 C (7) C16 C (8) N3 C (7) C18 C (11) N4 C (7) C20A C (5) N4 C (7) C20B C (5) C1 C (8) Bond Angle ( ) Bond Angle ( ) N2 Sn1 N (17) N1 C5 C (5) N2 Sn1 Cl (12) N1 C5 C (4) N1 Sn1 Cl (12) C4 C5 C (5) 4
5 N2 Sn1 Cl (12) N2 C6 C (5) N1 Sn1 Cl (12) N2 C6 C (4) Cl1 Sn1 Cl (6) C7 C6 C (5) N2 Sn1 Cl (12) N4 C7 C (5) N1 Sn1 Cl (12) N4 C7 C (5) Cl1 Sn1 Cl (6) C8 C7 C (5) Cl4 Sn1 Cl (5) C9 C8 C (5) N2 Sn1 Cl (12) C8 C9 C (5) N1 Sn1 Cl (12) N2 C10 C (5) Cl1 Sn1 Cl (6) N3 C11 N (4) Cl4 Sn1 Cl (5) N3 C11 C (4) Cl2 Sn1 Cl (5) N4 C11 C (4) C20A O3 C20B 50.3 (10) C13 C12 C (5) C1 N1 C (5) C13 C12 C (5) C1 N1 Sn (4) C17 C12 C (5) C5 N1 Sn (3) O1 C13 C (5) C10 N2 C (5) O1 C13 C (5) C10 N2 Sn (3) C12 C13 C (5) C6 N2 Sn (3) C15 C14 C (6) C4 N3 C (4) C14 C15 C (6) C7 N4 C (4) C17 C16 C (6) N1 C1 C (5) C16 C17 C (6) C3 C2 C (5) O2 C18 C (6) C2 C3 C (5) O3 C20A C (10) N3 C4 C (5) O3 C20B C (10) N3 C4 C (5) C20A C21 C20B 47.4 (10) C3 C4 C (5) Complex 2 Selected geometric parameters (Å, º) Bond Length (Å) Bond Length (Å) Cu1 -O (2) N2 -C (3) Cu1 -O (18) N3 -C (3) Cu1 -N (2) N3 -C (3) Cu1 -N (2) N4 -C (3) Cu1 -O3_c (19) N4 -C (3) Cl2 -O (4) C1-C (4) Cl2 -O (4) C2 -C (4) Cl2 -O (5) C3 -C (4) Cl2 -O (4) N3 -H (6) Cl2 -O (5) C4 -C (3) Cl2 -C (9) N4 -H (2) Cl2 -H C5 -C (3) Cl2-H30A C6 -C (4) Cl2-H30B C7 -C (4) Cl1 -O (4) O8 -O8_b 1.275(5) 5
6 Cl1 -O (4) C8 -C (4) Cl1 -O5_a 1.498(4) O9 -C (10) Cl1 -O7_a 1.441(4) C9 -C (4) Cl1 -O (3) O10 -O (8) `Cl1 -O (5) O10 -C (10) Cl1-O6_a 1.361(5) O11-O (7) O1 -C (3) C11 -C (4) O2 -C (3) C12 -C (4) O3 -C (3) C12 -C (4) N1 -C (3) C13 -C (4) N1 -C (3) C14 -C (4) O1 -H C15-C (4) N2 -C (3) C16 -C (4) C18-C (4) C18-C (4) C19-C (4) C20 -C (4) C21 -C (4) C22-C (4) C23 -C (4) O30 -C (10) Bond Angle ( ) Bond Angle ( ) O4 -Cl1-O (3) C4-N3-H31 112(2) O6 -Cl1-O7 49.3(3) C7-N4-H (18) O5_a -Cl1 -O (3) C11-N4-H (17) O4-Cl1-O6_a 112.4(3) C3-C4 -C (2) O6_a-Cl1-O7_a 49.3(3) N3-C4-C (2) O7-Cl1-O7_a 138.0(3) N3-C4-C (2) O4-Cl1-O (18) C4-C5-C (2) O5_a -Cl1-O7 64.2(2) N1-C5-C (2) O6_a-Cl1-O (3) N1-C5-C (2) O4-Cl1-O5_a (18) C5-C6-C (2) O5_a-Cl1-O7_a 104.7(2) N2-C6-C (2) Cu1-O2-C (18) N2-C6 -C (2) Cu1_c -O3-C (15) C6-C7-C (2) Cu1-O3-Cu1_c 99.10(8) N4 -C7-C (2) Cu1-O3-C (17) N4-C7-C (2) Cu1-N1-C (16) Cl2-O8-O8_b 146.5(4) C1-N1-C (2) C7-C8 -C (3) C17-O1-H Cl2-O9-C (6) Cu1-N1-C (18) C8-C9-C (2) C6 -N2-C (2) N2-C10-C (2) Cu1-N2-C (17) O30-O10-C (5) Cu1-N2-C (16) Cl2-O10-O (4) C4-N3-C (2) Cl2-O10-C (4) C7-N4-C (2) N4-C11-C (2) N1-C1-C (3) N3-C11-N (2) C1-C2-C (3) Cl2-O11-O (2) C11-N3-H31 117(2) N3-C11-C (2) C2-C3-C (2) C11-C12-C (2) 6
7 C13-C12-C (2) C3-C2-H C11-C12-C (2) C1-C2-H C12-C13-C (3) C2-C3-H C13-C14-C (3) C4-C3-H C14-C15-C (3) C9 -C8-H C15-C16-C (3) O8_b-O8-H O1-C17-C (2) Cl2-O8-H O1-C17-C (2) C7-C8-H C12-C17-C (3) H30A-O9-H30B O3 -C18 -C (2) Cl2-O9-H30B C19-C18-C (2) C8-C9-H O3-C18-C (2) C30-O9-H30B C18-C19-C (3) Cl2-O9-H30A C19-C20-C (2) C10-C9-H C20-C21-C (3) C30-O9-H30A C21-C22-C (3) C9-C10-H C18-C23-C (2) N2-C10-H C18 -C23 -C (2) N4-C11-H C22-C23-C (2) C12 -C11-H O2 -C24 -C (3) N3-C11-H O10 -O30 -O (5) C12-C13-H Cl2-O30 -C (4) C14 -C13-H O11-O30 -C (5) C15-C14-H Cl2-O30 -O (4) C13-C14-H Cl2-O30 -O (6) C14-C15-H O10-O30 -C (5) C16-C15-H C2-C1-H C17-C16-H N1-C1-H C15-C16-H C20 -C19-H O5_a-O7-O (4) C18-C19-H O9 -C30-O (9) C21-C20-H Cl2-C30-O (9) C19-C20-H Cl2-C30-O (6) C20-C21-H Cl2-C30-O (4) C22-C21-H O9-C30-O (10) C21-C22-H O10 -C30-O (4) C23-C22-H H30B-C30-H30C C23-C24-H Cl2-C30-H30A O2-C24-H Cl2-C30-H30B O10-O30-H Cl2-C30-H30C C30 -O30-H O9 -C30-H30A Cl2-O30 -H O9-C30 -H30B O11-O30-H O9-C30-H30C Cl1-O5-O7_a 56.1(2) O10-C30-H30A Cl1-O5 -O6 56.8(3) O10-C30-H30B O6-O5-O7_a 105.7(4) O10-C30-H30C O5-O6 -O (5) O30-C30 -H30A Cl1-O6 -O7 68.9(4) O30-C30-H30B Cl1-O6 -O5 67.1(3) O30-C30-H30C
8 Cl1-O7-O6 61.8(3) H30A-C30-H30B Symmetry code(s): a =[ ] = [ 3_566] =x,3/2-y,3/2-z b =[ ] = [ 2_565] =1/2-x,1-y,z c =[ ] = [ 5_567] =-x,1-y,2-z Complex 3 Selected geometric parameters (Å, º) Bond Length (Å) Bond Length (Å) Mn1 N (16) C1 C (3) Mn1 N (15) C2 C (3) Mn1 O (14) C3 C (2) Mn1 Cl (5) C4 C (2) Mn1 Cl (6) C5 C (2) Mn1 Cl3 i (5) C6 C (2) Cl3 Mn1 i (5) C7 C (3) O2 C (2) C8 C (3) O3 C (3) C9 C (3) O3 C (5) C11 C (3) N1 C (2) C12 C (3) N1 C (2) C12 C (3) N2 C (2) C13 C (3) N2 C (2) C14 C (3) N3 C (2) C15 C (3) N3 C (2) C16 C (3) N4 C (2) C101 C (3) N4 C (2) C201 C (5) Bond Angle ( ) Bond Angle ( ) N1 Mn1 N (6) N3 C4 C (16) N1 Mn1 O (5) N3 C4 C (16) N2 Mn1 O (5) C3 C4 C (16) N1 Mn1 Cl (4) N1 C5 C (16) N2 Mn1 Cl (4) N1 C5 C (15) O3 Mn1 Cl (4) C4 C5 C (16) N1 Mn1 Cl (4) N2 C6 C (16) N2 Mn1 Cl (4) N2 C6 C (15) O3 Mn1 Cl (4) C7 C6 C (16) Cl3 Mn1 Cl (19) N4 C7 C (16) N1 Mn1 Cl3 i (4) N4 C7 C (17) N2 Mn1 Cl3 i (4) C8 C7 C (17) 8
9 O3 Mn1 Cl3 i (4) C9 C8 C (17) Cl3 Mn1 Cl3 i (16) C8 C9 C (18) Cl2 Mn1 Cl3 i (18) N2 C10 C (17) Mn1 Cl3 Mn1 i (16) N4 C11 N (15) C101 O3 C (3) N4 C11 C (15) C101 O3 Mn (14) N3 C11 C (15) C201 O3 Mn (5) C17 C12 C (18) C1 N1 C (16) C17 C12 C (17) C1 N1 Mn (12) C13 C12 C (17) C5 N1 Mn (12) O2 C13 C (17) C10 N2 C (16) O2 C13 C (17) C10 N2 Mn (12) C14 C13 C (18) C6 N2 Mn (12) C15 C14 C (19) C4 N3 C (15) C14 C15 C (19) C7 N4 C (16) C17 C16 C (19) N1 C1 C (17) C16 C17 C (19) C3 C2 C (17) O3 C101 C (2) C2 C3 C (17) O3 C201 C (5) Symmetry code(s): (i) x+2, y 1, z+1. Complex 4 Selected geometric parameters (Å, º) Bond Length (Å) Bond Length (Å) Fe1 O1 i (13) C3 C (3) Fe1 O (13) C4 C (3) Fe1 N3 i (17) C5 C (3) Fe1 N (17) C6 C (3) Fe1 N (17) C7 C (3) Fe1 N2 i (17) C8 C (3) O1 C (2) C9 C (3) N1 C (3) C11 C (3) N1 C (3) C12 C (3) N2 C (3) C12 C (3) N2 C (3) C13 C (3) N3 C (3) C14 C (3) N3 C (3) C15 C (3) N4 C (3) C16 C (3) C1 C (3) N5 C (3) C2 C (3) C18 C (4) Bond Angle ( ) Bond Angle ( ) O1 i Fe1 O (8) C3 C4 N (19) O1 i Fe1 N3 i (7) C5 C4 N (18) 9
10 O1 Fe1 N3 i (7) N1 C5 C (2) O1 i Fe1 N (7) N1 C5 C (19) O1 Fe1 N (7) C4 C5 C (19) N3 i Fe1 N (14) N2 C6 C (19) O1 i Fe1 N (7) N2 C6 C (18) O1 Fe1 N (7) C7 C6 C (19) N3 i Fe1 N (7) N4 C7 C (2) N3 Fe1 N (7) N4 C7 C (2) O1 i Fe1 N2 i (7) C8 C7 C (19) O1 Fe1 N2 i (7) C9 C8 C (2) N3 i Fe1 N2 i (7) C8 C9 C (2) N3 Fe1 N2 i (7) N2 C10 C (2) N2 Fe1 N2 i (13) N3 C11 C (2) C17 O1 Fe (13) C13 C12 C (2) C1 N1 C (2) C13 C12 C (2) C10 N2 C (18) C17 C12 C (19) C10 N2 Fe (14) C14 C13 C (2) C6 N2 Fe (14) C13 C14 C (2) C11 N3 C (18) C16 C15 C (2) C11 N3 Fe (15) C15 C16 C (2) C4 N3 Fe (13) O1 C17 C (19) N1 C1 C (2) O1 C17 C (19) C1 C2 C (2) C16 C17 C (2) C4 C3 C (2) N5 C18 C (3) C3 C4 C (2) Symmetry code(s): (i) x+2, y, z Complex 5 - Selected geometric parameters (Å, º) Bond Length (Å) Bond Length (Å) Fe1 O (3) C44 C (6) Fe1 O (3) C18 N (5) Fe1 O (3) C18 C (5) Fe1 N (3) C20 O (5) Fe1 N (3) C20 C (6) Fe2 O (3) C20 C (5) Fe2 O (3) C13 O (5) Fe2 O (3) C13 C (6) Fe2 N (3) C13 C (6) Fe2 N (3) C1 N (6) C3 C (6) C1 C (6) C3 C (5) C26 C (6) C29 N (5) C26 C (7) C29 C (5) C11 N (5) C29 C (5) C11 C (6) 10
11 C30 N (5) C12 C (6) C30 C (5) C36 C (6) C5 N (5) C42 N (5) C5 C (5) C42 C (6) C5 C (5) C43 C (6) C7 C (5) C21 C (7) C7 C (5) C10 N (5) C7 N (5) C22 C (7) C28 C (5) C32 C (6) C28 N (5) C41 C (6) C37 O (5) C38 C (7) C37 C (6) C14 C (7) C37 C (6) C40 C (7) C35 N (5) C25 N (6) C35 C (6) C34 N (6) C24 C (6) C34 C (6) C24 C (6) C17 C (7) C31 C (6) C45 C (7) C31 N (5) C47 C (7) C4 N (5) C47 C (7) C9 C (6) C15 C (8) C9 C (6) N9 C (9) C6 N (5) C49 C (11) C44 O (5) N10 C (7) C44 C (6) C52 C (7) Bond Angle Bond Angle O5 Fe1 O (15) C24 C19 C (4) O5 Fe1 O (14) C24 C19 C (3) O2 Fe1 O (14) C20 C19 C (4) O5 Fe1 N (12) N1 C1 C (4) O2 Fe1 N (12) C9 C8 C (4) O4 Fe1 N (12) C27 C26 C (4) O5 Fe1 N (12) N3 C11 C (4) O2 Fe1 N (13) C17 C12 C (4) O4 Fe1 N (12) C17 C12 C (4) N4 Fe1 N (12) C13 C12 C (4) O5 Fe2 O (15) C41 C36 C (4) O5 Fe2 O (14) C41 C36 C (4) O3 Fe2 O (15) C37 C36 C (4) O5 Fe2 N (12) N8 C42 C (4) O3 Fe2 N (13) C48 C43 C (4) O1 Fe2 N (12) C48 C43 C (4) O5 Fe2 N (12) C44 C43 C (4) O3 Fe2 N (12) C22 C21 C (4) 11
12 O1 Fe2 N (12) N2 C10 C (4) N7 Fe2 N (12) C26 C27 C (4) Fe2 O5 Fe (2) C23 C22 C (4) C2 C3 C (4) C33 C32 C (4) N5 C29 C (4) C40 C41 C (4) N5 C29 C (3) C1 C2 C (4) C28 C29 C (3) C24 C23 C (4) N6 C30 C (4) C39 C38 C (4) N6 C30 C (3) C15 C14 C (5) C31 C30 C (3) C41 C40 C (4) N1 C5 C (3) C40 C39 C (4) N1 C5 C (3) N5 C25 C (4) C4 C5 C (3) N6 C34 C (4) C8 C7 C (3) C16 C17 C (5) C8 C7 N (3) C32 C33 C (4) C6 C7 N (3) C10 N2 C (4) C27 C28 C (4) C34 N6 C (4) C27 C28 N (4) C18 N4 C (3) C29 C28 N (3) C18 N4 Fe (3) O3 C37 C (4) C7 N4 Fe (2) O3 C37 C (4) C1 N1 C (4) C38 C37 C (4) C11 N3 C (3) N7 C35 C (4) C11 N3 Fe (3) C23 C24 C (4) C4 N3 Fe (2) C32 C31 C (4) C35 N7 C (3) C32 C31 N (3) C35 N7 Fe (3) C30 C31 N (3) C28 N7 Fe (2) C5 C4 C (3) C42 N8 C (3) C5 C4 N (3) C42 N8 Fe (3) C3 C4 N (3) C31 N8 Fe (3) C10 C9 C (4) C25 N5 C (4) N2 C6 C (3) C44 O4 Fe (3) N2 C6 C (3) C13 O1 Fe (3) C7 C6 C (3) C37 O3 Fe (3) O4 C44 C (4) C20 O2 Fe (3) O4 C44 C (4) C46 C45 C (4) C45 C44 C (4) C48 C47 C (4) N4 C18 C (3) C45 C46 C (4) O2 C20 C (4) C14 C15 C (4) O2 C20 C (4) C47 C48 C (4) C21 C20 C (4) C17 C16 C (5) O1 C13 C (4) N9 C49 C (7) O1 C13 C (4) N10 C51 C (6) C14 C13 C (4) 12
13 13
14 S3- Magnetic studies Fig. 3.1 χt vs. T for [Cu(L8)sal(ClO 4 )] 2 (2). The fit to the Bleaney-Bowers equation is shown as a red line. 2 Inset, plot of 1/ vs. T; the fit to the Curie Weiss law is shown as a red line. Fig. 3.2 Temperature dependence of T (per mole of dimer) for complex [Mn(L9)Cl 2 (EtOH)] 2 (3). The red line is the fit to the dimer model for two interacting S = 5/2 ions. 27 Inset: Plot of 1/ vs. T (per mole of Mn 2+ ; the fit to the Curie Weiss law is shown as a red line). 14
15 Fig. 3.1 Variation of the χt product versus temperature for [Fe(L10) 2 Cl] CH 3 CN (4) and inset, variation of 1/ vs. T, the fit to the Curie Weiss Law is shown as a red line. S4 UV-Vis data UV-Vis spectrum of a 10-5 M solution of complex 1 in methanol. 15
16 UV-Vis spectrum of a 10-5 M solution of complex 2 in methanol. UV-Vis spectrum of a 10-5 M solution of complex 3 in methanol 16
17 UV-Vis spectrum of a 10-5 M solution of complex 4 in methanol UV-Vis spectrum of a 10-5 M solution of complex 5 in methanol S5 References 1. (a) H. Li, Acta Cryst. 2009, E65, o2290; (b) M. Aydemir, F. Durap, A. Baysal, N. Meric, A. Buldağ, B. Gümgüm, S. Özkar, L.T. Yıldırım, J. Mol. Cat A, 2010, 326, Bleaney, B.; Bowers, K. D. Proc. R. Soc. Lond. A. 1952, 214, J. H. van Vleck, Theory of Electrical and Magnetic Susceptibilities, Oxford University Press, Oxford,
Thermochromic Solid-State Emission of Dipyridyl Sulfoxide Cu(I) Complexes
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Supporting Information Development of Photostable Near-Infrared Cyanine Dyes Animesh Samanta, Marc Vendrell, Rajkumar Das and Young-Tae Chang. List of contents: 1. Synthetic procedures and characterization
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Electronic Supplementary Material (ESI) for Dalton Transactions. This journal is The Royal Society of Chemistry 2019 Supporting Information for Synthesis, Catalysis, and DFT Study of A Ruthenium Carbene
Experimental. Crystal data. C 22 H 28 N 2 O 3 CH 4 O M r = Monoclinic, C2=c a = (4) Å b = (2) Å c = (5) Å = 96.
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SUPPORTING INFORMATION
Photoassisted Synthesis of Enantiopure Alkaloid Mimics N.N. Bhuvan Kumar, O. A. Mukhina, A. G. Kutateladze S1 Photoassisted Synthesis of Enantiopure Alkaloid Mimics Possessing Unprecedented Polyheterocyclic
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Reactions of 1,5-Diaryl-3-Trifluoromethyl Pent-1-en-4-yn-3-yl Cations with Benzene in TfOH. Synthesis of CF 3 - Helicopter -Like Molecules
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Supporting Information Novel, efficient and bio-based synthesis of secondary arylamines from (-)-shikimic acid Wei Wu, a,b Yong Zou, *,a Yu Chen, a,b Jun Li, c Zeliang Lv, a,b Wen Wei, a Tongkun Huang,
Z =8 Mo K radiation = 1.83 mm 1. Data collection. Refinement. R[F 2 >2(F 2 )] = wr(f 2 ) = S = reflections 290 parameters
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organic compounds Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368 Bis(2,4-dimethoxyphenyl)(phenyl)- phosphine selenide Alfred Muller Research Centre in Synthesis and Catalysis,
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data reports ISSN 2056-9890 Crystal structure of bis(1-methyl-1himidazole-jn 3 )(5,10,15,20-tetraphenylporphyrinato-j 4 N)iron(II) 1-methyl-1Himidazole (1/2) Ye Guan,* Douglas R. Powell and George B. Richter-Addo
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metal-organic compounds Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368 Monoclinic, C2=c a = 14.519 (3) Å b = 14.303 (3) Å c = 12.461 (3) Å = 101.94 (3) V = 2531.6 (9) Å 3 Z =4
2,4 and 2,5-bis(benzooxazol-2 -yl)hydroquinone (DHBO) and their borate complexes: Synthesis and Optical properties
Electronic Supplementary Material (ESI) for ew Journal of Chemistry. This journal is The Royal Society of Chemistry and the Centre ational de la Recherche Scientifique 2016 Supplementary Material 2,4 and
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Supporting Information A New Generation of Radiofluorinated Pyrimidine-2,4,6-triones as MMP-targeted Radiotracers for Positron Emission Tomography Daniela Schrigten,, Hans-Jörg Breyholz, Stefan Wagner,
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upporting Information Unexpected ynthesis of ovel 3-allyl-5-(arylidene)-2-thioxo-thiazolidin-4- ones in Reactions of 3-Allylrhodanine with 2-Arylidene-4-methyl-5- oxopyrazolidinium ylides Rahhal El Ajlaoui
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metal-organic compounds Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368 a = 8.8035 (11) Å b = 18.138 (2) Å c = 20.966 (3) Å = 95.512 (2) V = 3332.4 (7) Å 3 Z =4 Mo K radiation
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Mitoxantrone and Analogues Bind and Stabilise i-motif Forming DNA Sequences
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Coinage Metal Pyrazolates [(3,5-(CF3)2Pz)M]3 (M = Au, Ag, Cu) as Buckycatchers Naleen B. Jayaratna, a Marilyn M. Olmstead, b Boris I. Kharisov, c and H. V. Rasika Dias, *,a a Department of Chemistry and
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Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2014 Sydnone anions and abnormal N-heterocyclic carbenes of O- ethylsydnones. Characterizations, calculations
Department of Electrical Engineering, Indian Institute of Technology Hyderabad, Hyderabad, , India.
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