chlorostibine Iou-Sheng Ke and François P. Gabbai Department of Chemistry, Texas A&M University, College Station, TX
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- Ὀδυσσεύς Ζηνόβιος Δεσποτόπουλος
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1 σ-donor/acceptor confused ligands: The case of a chlorostibine Iou-Sheng Ke and François P. Gabbai Department of Chemistry, Texas A&M University, College Station, TX *To whom correspondence should be addressed. francois@tamu.edu This PDF file includes: Figure S1. 1 H NMR spectrum of (o-(ipr 2 P)C 6 H 4 ) 2 SbPh in CD 3. Figure S2. 1 H NMR spectrum of (o-(ipr 2 P)C 6 H 4 ) 3 Sb in CD 3. Figure S3. 1 H NMR spectrum of (o-(ipr 2 P)C 6 H 4 ) 3 Bi in CD 3. Figure S4. 1 H NMR spectrum of complex 1 in CD 3. Figure S5. 1 H NMR spectrum of complex 2 in CD 3. Figure S6. 1 H NMR spectrum of complex 3 in CD 3. Figure S7. 1 H NMR spectrum of complex 5 in CD 3. Figure S8. 1 H NMR spectrum of complex 6 in CD 3. Figure S9. 31 P NMR spectrum of the coproportionation of neat Sb 3 and (o-(ipr 2 P)C 6 H 4 ) 3 Sb in CD 3. Figure S P NMR spectrum of the mixture of [(tht)au] and (o-(ipr 2 P)C 6 H 4 ) 3 Bi in CD 3. Figure S11. NLMO plot (isovalue = 0.03) of the Sb-Au bond in 6 obtained from NBO analysis. Hydrogen atoms are omitted for clarity. Table S1. Crystal data, data collection, and structure refinement for 1. Table S2. Crystal data, data collection, and structure refinement for 2. Table S3. Crystal data, data collection, and structure refinement for 3. Table S4. Crystal data, data collection, and structure refinement for 5. XYZ coordinates for 1, 2, 3, 4, 5 and 6. 1
2 2
3 ipr 2 P Sb PiPr 2 2H 2H 5H 4H 12H 12H 2H 2H Figure S1. 1 H NMR spectrum of (o-(ipr 2 P)C 6 H 4 ) 2 PhSb in CD 3. ipr 2 P ipr 2 P Sb PiPr 2 3H 3H 3H 3H 6H 18H 18H Figure S2. 1 H NMR spectrum of (o-(ipr 2 P)C 6 H 4 ) 3 Sb in CD 3. ipr 2 P ipr 2 P Bi PiPr 2 3H 3H 3H 3H 6H 18H 18H Figure S3. 1 H NMR spectrum of (o-(ipr 2 P)C 6 H 4 ) 3 Bi in CD 3. Ph Sb ipr 2 P Au PiPr 2 2H 2H 5H 4H 4H 6H 6H 6H 6H Figure S4. 1 H NMR spectrum of complex 1 in CD 3. 3
4 Sb ipr 2 P Au PiPr 2 2H 2H 4H 2H 2H 6H 6H 6H 6H Figure S5. 1 H NMR spectrum of complex 2 in CD 3. Bi ipr 2 P Au PiPr 2 2H 2H 2H 2H 2H 2H 6H 6H 6H 6H Figure S6. 1 H NMR spectrum of complex 3 in CD 3. O O Sb Ph ipr 2 P Au PiPr 2 2H 2H 2H 2H 1H 2H 2H 4H 6H 6H 6H 6H Figure S7. 1 H NMR spectrum of complex 5 in CD 3. O O Sb ipr 2 P Au PiPr THF 2H 4H 2H 4H 12H 6H Figure S8. 1 H NMR spectrum of complex 6 in CD 3. 4
5 (o-(ipr 2 P)C 6 H 4 ) 2 Sb (o-(ipr 2 P)C 6 H 4 ) 3 Sb (o-(ipr 2 P)C 6 H 4 )Sb 2 Figure S9. 31 P NMR spectrum of the co-proportionation of neat Sb 3 and (o-(ipr 2 P)C 6 H 4 ) 3 Sb in CD 3. Bi ipr 2 P Au PiPr ipr 2 P Au P Au ipr 2 2P 1P Figure S P NMR spectrum of the mixture of [(tht)au] and (o-(ipr 2 P)C 6 H 4 ) 3 Bi in CD % Sb / 83.7% Au Figure S11. NLMO plot (isovalue = 0.03) of the Sb-Au bond in 6 obtained from NBO analysis. Hydrogen atoms are omitted for clarity. 5
6 Table S1. Crystal data, data collection, and structure refinement for 1-THF. Empirical formula C34 H49 O Au P2 Sb Formula weight Temperature Wavelength Crystal system 110(2) K Å Monoclinic Space group P 21/c Unit cell dimensions a = (19) Å α= 90 o b = (2) Å c = (4) Å Volume (10) Å 3 β= (2) o γ= 90 o Z 4 Density (calculated) Mg/m 3 Absorption coefficient mm -1 F(000) 1752 Crystal size 0.30 x 0.18 x 0.14 mm 3 Theta range for data collection 1.72 to o. Index ranges -15<=h<=15, -18<=k<=18, -29<=l<=29 Reflections collected Independent reflections 8743 [R(int) = ] Completeness to theta = o 99.7 % Absorption correction Semi-empirical from equivalents Max. and min. transmission and Refinement method Full-matrix least-squares on F 2 Data / restraints / parameters 8743 / 0 / 349 Goodness-of-fit on F Final R indices [I>2sigma(I)] R1 = , wr2 = R indices (all data) R1 = , wr2 = Largest diff. peak and hole and e. Å -3 6
7 Table S2. Crystal data, data collection, and structure refinement for 2. Empirical formula C24 H36 Au 2 P2 Sb Formula weight Temperature Wavelength Crystal system 110(2) K Å Monoclinic Space group P 21/c Unit cell dimensions a = (7) Å α= 90. b = (10) Å β= (6). c = (8) Å γ = 90. Volume 2789(3) Å 3 Z 4 Density (calculated) Mg/m 3 Absorption coefficient mm -1 F(000) 1496 Crystal size 0.24 x 0.21 x 0.15 mm 3 Theta range for data collection 1.87 to Index ranges -14<=h<=15, -23<=k<=23, -19<=l<=19 Reflections collected Independent reflections 6831 [R(int) = ] Completeness to theta = % Absorption correction Semi-empirical from equivalents Max. and min. transmission and Refinement method Full-matrix least-squares on F 2 Data / restraints / parameters 5460 / 0 / 271 Goodness-of-fit on F Final R indices [I>2sigma(I)] R1 = , wr2 = R indices (all data) R1 = , wr2 = Largest diff. peak and hole and e.å -3 7
8 Table S3. Crystal data, data collection, and structure refinement for 3. Empirical formula C24 H36 Au Bi 2 P2 Formula weight Temperature Wavelength Crystal system 110(2) K Å Monoclinic Space group P 21/c Unit cell dimensions a = (12) Å α= 90 o b = (19) Å c = (16) Å Volume 2833(5) Å 3 β= (12) o γ= 90 o Z 4 Density (calculated) Mg/m 3 Absorption coefficient mm -1 F(000) 1624 Crystal size 0.21 x 0.16 x 0.15 mm 3 Theta range for data collection 1.85 to o. Index ranges -14<=h<=14, -22<=k<=22, -18<=l<=18 Reflections collected Independent reflections 5568 [R(int) = ] Completeness to theta = o 99.9 % Absorption correction Semi-empirical from equivalents Max. and min. transmission and Refinement method Full-matrix least-squares on F 2 Data / restraints / parameters 5568 / 0 / 271 Goodness-of-fit on F Final R indices [I>2sigma(I)] R1 = , wr2 = R indices (all data) R1 = , wr2 = Largest diff. peak and hole and e. Å -3 8
9 Table S4. Crystal data, data collection, and structure refinement for 5. Empirical formula C36 H41 Au 5 O2 P2 Sb Formula weight Temperature Wavelength Crystal system 110(2) K Å Rhombic Space group R -3 Unit cell dimensions a = (3) Å α= 90 o b = (3) Å c = (3) Å Volume 18423(4) Å 3 β= 90 o γ= 120 o Z 18 Density (calculated) Mg/m 3 Absorption coefficient mm -1 F(000) 9324 Crystal size 0.41 x 0.33 x 0.20 mm 3 Theta range for data collection 1.82 to o. Index ranges -49<=h<=49, -49<=k<=49, -20<=l<=20 Reflections collected Independent reflections [R(int) = ] Completeness to theta = o 99.9 % Absorption correction Semi-empirical from equivalents Max. and min. transmission and Refinement method Full-matrix least-squares on F 2 Data / restraints / parameters / 96 / 479 Goodness-of-fit on F Final R indices [I>2sigma(I)] R1 = , wr2 = R indices (all data) R1 = , wr2 = Largest diff. peak and hole and e. Å -3 9
10 XYZ coordinates for 1. Au Sb P P C C C H C H C H C H C H C C C H C C H C H C H H H C H H H C H C H H H C H H H C
11 H C H H H C H H H C H C H C H C H C H H H C H C H H H C H C H XYZ coordinates for 2. Au Sb P P C C H C C H C H C H
12 C H C C H C C H C H C H C H C H H H C H C H H H C H C H H H C H H H C H H H C H H H C H H H C H H H
13 XYZ coordinates for 3. Au Bi P P C C H C C H C H C H C H C C H C C H C H C H C H C H H H C H C H H H C H C H H H C H
14 H H C H H H C H H H C H H H C H H H XYZ coordinates for 4. Au B P P C C C H C H C H C H C H C H H H C H H H C H C H H
15 H C H H H C C C H C H C H C H C H C H H H C H H H C H C H H H C H H H C C H C H C H C H C H
16 XYZ coordinates for 5. Au Sb P P C C C C C C H C C C C H C H O O C C H C H C H C C H H H C H C H C H C
17 H H H C H H H C H H H C C H C H H H C H C H C H H H C H H H C H H H C H C H C H C H C H
18 XYZ coordinates for 6. Au Sb P P C C C C C C H C C C C H C H O O C H C H C H C C H H H C H C H C H C H
19 H H C H H H C H H H C C H C H H H C H C H C H H H C H H H C H H H
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