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 77843-3255. *To whom correspondence should be addressed. E-mail: 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 S10. 31 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
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
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 2 0.6 THF 2H 4H 2H 4H 12H 6H Figure S8. 1 H NMR spectrum of complex 6 in CD 3. 4
(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 2 0.5 ipr 2 P Au P Au ipr 2 2P 1P Figure S10. 31 P NMR spectrum of the mixture of [(tht)au] and (o-(ipr 2 P)C 6 H 4 ) 3 Bi in CD 3. 16.3% 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
Table S1. Crystal data, data collection, and structure refinement for 1-THF. Empirical formula C34 H49 O Au P2 Sb Formula weight 889.89 Temperature Wavelength Crystal system 110(2) K 0.71073 Å Monoclinic Space group P 21/c Unit cell dimensions a = 11.3055(19) Å α= 90 o b = 14.066(2) Å c = 22.146(4) Å Volume 3480.6(10) Å 3 β= 98.752(2) o γ= 90 o Z 4 Density (calculated) 1.698 Mg/m 3 Absorption coefficient 5.180 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 28.45 o. Index ranges -15<=h<=15, -18<=k<=18, -29<=l<=29 Reflections collected 42290 Independent reflections 8743 [R(int) = 0.0553] Completeness to theta = 28.45 o 99.7 % Absorption correction Semi-empirical from equivalents Max. and min. transmission 0.5308 and 0.3056 Refinement method Full-matrix least-squares on F 2 Data / restraints / parameters 8743 / 0 / 349 Goodness-of-fit on F 2 1.036 Final R indices [I>2sigma(I)] R1 = 0.0275, wr2 = 0.0526 R indices (all data) R1 = 0.0367, wr2 = 0.0553 Largest diff. peak and hole 0.951 and -0.624 e. Å -3 6
Table S2. Crystal data, data collection, and structure refinement for 2. Empirical formula C24 H36 Au 2 P2 Sb Formula weight 776.08 Temperature Wavelength Crystal system 110(2) K 0.71073 Å Monoclinic Space group P 21/c Unit cell dimensions a = 11.368(7) Å α= 90. b = 17.732(10) Å β= 109.889(6). c = 14.713(8) Å γ = 90. Volume 2789(3) Å 3 Z 4 Density (calculated) 1.848 Mg/m 3 Absorption coefficient 6.539 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 28.32. Index ranges -14<=h<=15, -23<=k<=23, -19<=l<=19 Reflections collected 31196 Independent reflections 6831 [R(int) = 0.0904] Completeness to theta = 26.00 99.7 % Absorption correction Semi-empirical from equivalents Max. and min. transmission 0.4404 and 0.3029 Refinement method Full-matrix least-squares on F 2 Data / restraints / parameters 5460 / 0 / 271 Goodness-of-fit on F 2 1.025 Final R indices [I>2sigma(I)] R1 = 0.0356, wr2 = 0.0951 R indices (all data) R1 = 0.0428, wr2 = 0.1007 Largest diff. peak and hole 1.050 and -1.643 e.å -3 7
Table S3. Crystal data, data collection, and structure refinement for 3. Empirical formula C24 H36 Au Bi 2 P2 Formula weight 863.31 Temperature Wavelength Crystal system 110(2) K 0.71073 Å Monoclinic Space group P 21/c Unit cell dimensions a = 11.354(12) Å α= 90 o b = 17.910(19) Å c = 14.814(16) Å Volume 2833(5) Å 3 β= 109.852(12) o γ= 90 o Z 4 Density (calculated) 2.024 Mg/m 3 Absorption coefficient 11.685 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 26.00 o. Index ranges -14<=h<=14, -22<=k<=22, -18<=l<=18 Reflections collected 29028 Independent reflections 5568 [R(int) = 0.0535] Completeness to theta = 26.00 o 99.9 % Absorption correction Semi-empirical from equivalents Max. and min. transmission 0.2731 and 0.1928 Refinement method Full-matrix least-squares on F 2 Data / restraints / parameters 5568 / 0 / 271 Goodness-of-fit on F 2 1.042 Final R indices [I>2sigma(I)] R1 = 0.0282, wr2 = 0.0580 R indices (all data) R1 = 0.0433, wr2 = 0.0627 Largest diff. peak and hole 0.554 and -0.746 e. Å -3 8
Table S4. Crystal data, data collection, and structure refinement for 5. Empirical formula C36 H41 Au 5 O2 P2 Sb Formula weight 1063.59 Temperature Wavelength Crystal system 110(2) K 0.71073 Å Rhombic Space group R -3 Unit cell dimensions a = 36.851(3) Å α= 90 o b = 36.851(3) Å c = 15.665(3) Å Volume 18423(4) Å 3 β= 90 o γ= 120 o Z 18 Density (calculated) 1.726 Mg/m 3 Absorption coefficient 4.674 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 28.34 o. Index ranges -49<=h<=49, -49<=k<=49, -20<=l<=20 Reflections collected 75780 Independent reflections 10220 [R(int) = 0.0660] Completeness to theta = 28.34 o 99.9 % Absorption correction Semi-empirical from equivalents Max. and min. transmission 0.4550 and 0.2503 Refinement method Full-matrix least-squares on F 2 Data / restraints / parameters 10220 / 96 / 479 Goodness-of-fit on F 2 1.074 Final R indices [I>2sigma(I)] R1 = 0.0336, wr2 = 0.0849 R indices (all data) R1 = 0.0479, wr2 = 0.0905 Largest diff. peak and hole 1.281 and -0.884 e. Å -3 9
XYZ coordinates for 1. Au 1.549750 0.001182-0.403026 Sb -1.471091-0.000998-0.456134 P 1.226474 2.352988 0.100918 3.502742 0.001112-2.199640 P 1.230275-2.351036 0.101065 C -0.412977 2.649537 1.036099 C -1.485753 1.715529 0.957676 C -2.634486 1.947266 1.752914 H -3.476032 1.250078 1.697671 C -0.527907 3.787429 1.871030 H 0.289549 4.513258 1.925663 C -2.730979 3.067389 2.601918 H -3.626968 3.211483 3.214487 C -1.678316 3.996326 2.654557 H -1.744860 4.876324 3.302163 C 2.618239-3.070266 1.248601 H 2.348472-4.123372 1.461165 C -1.483300-1.718152 0.957096 C -0.408965-2.650333 1.035849 C 1.207699 3.519032-1.459426 H 2.211647 3.340813-1.890481 C -3.676156-0.002529-0.737365 C 2.613711 3.074348 1.248011 H 2.342687 4.127186 1.460325 C 1.213651-3.517176-1.459292 H 2.217459-3.337479-1.890057 C 0.148943 3.026628-2.463357 H 0.183506 3.653378-3.374295 H -0.871885 3.100083-2.043668 H 0.336980 1.981504-2.762355 C 2.658147-2.271334 2.565164 H 3.440808-2.684468 3.228897 H 1.694391-2.307499 3.102179 H 2.901432-1.212358 2.365579 C -4.369142 1.213358-0.965096 H -3.861602 2.172719-0.812312 C 1.038837-5.001339-1.092477 H 1.070267-5.615222-2.012533 H 0.063831-5.180390-0.603843 H 1.837371-5.368325-0.423132 C 0.154480-3.026242-2.463481 H 0.189853-3.653203-3.374247 H 0.341480-1.981007-2.762732 H -0.866344-3.100671-2.043949 C -4.368042-1.218935-0.965480 10
H -3.859629-2.177887-0.813033 C 3.963524-3.023898 0.492547 H 4.777498-3.331809 1.175760 H 4.183831-2.006769 0.120548 H 3.979108-3.704792-0.376195 C 1.030817 5.002989-1.092724 H 1.061418 5.616835-2.012831 H 1.828795 5.371152-0.423365 H 0.055526 5.180719-0.604166 C -0.522248-3.788412 1.870740 H 0.296411-4.512859 1.925682 C -2.726795-3.072203 2.600883 H -3.622759-3.217828 3.213128 C -1.672548-3.999303 2.653893 H -1.737758-4.879407 3.301491 C -2.631917-1.951896 1.751931 H -3.474673-1.256190 1.696444 C 2.655031 2.275893 2.564819 H 3.437403 2.690244 3.228136 H 2.899593 1.217155 2.365537 H 1.691431 2.311045 3.102178 C -6.393903-0.003599-1.585032 H -7.439592-0.004013-1.909229 C 3.958845 3.029380 0.491591 H 4.772643 3.338560 1.174438 H 3.973345 3.709946-0.377424 H 4.180307 2.012363 0.119955 C -5.716409 1.213543-1.379087 H -6.234944 2.164796-1.541514 C -5.715321-1.220187-1.379474 H -6.232989-2.171861-1.542197 XYZ coordinates for 2. Au 0.000034-1.150269-0.223347 Sb -0.000047 1.617410-0.881744 0.000086-3.696580-0.904992-0.000079 4.187817-1.599518 P -2.385876-0.825234 0.111111 P 2.385934-0.825086 0.111102 C -2.691525 0.951385 0.719463 C -4.075381 2.533836 1.978783 H -4.977204 2.743660 2.562299 C 2.691432 0.951536 0.719519 C -1.977902 3.266822 0.975402 H -1.279879 4.077349 0.747401 C 1.977610 3.266904 0.975534 H 1.279529 4.077385 0.747547 C -3.129600 3.544920 1.737078 H -3.288412 4.554100 2.130191 11
C -3.860137 1.242664 1.462430 H -4.601965 0.461781 1.656472 C -1.731952 1.970540 0.466197 C 4.075114 2.534046 1.978956 H 4.976900 2.743918 2.562512 C 1.731785 1.970625 0.466264 C 3.129259 3.545063 1.737263 H 3.287975 4.554238 2.130428 C 3.859994 1.242878 1.462538 H 4.601878 0.462047 1.656573 C 3.490846-1.123696-1.459073 H 3.297687-2.190901-1.680818 C 3.106100-1.976608 1.496624 H 4.125201-1.590821 1.696260 C 4.985454-0.894001-1.168205 H 5.575290-1.130347-2.073632 H 5.361550-1.535113-0.351303 H 5.184186 0.161116-0.906735 C -3.105985-1.976771 1.496647 H -4.125203-1.591194 1.696088 C 3.192238-3.431862 0.994771 H 3.543466-4.077229 1.821965 H 3.905431-3.543818 0.159288 H 2.208075-3.801327 0.654461 C -3.490719-1.123972-1.459091 H -3.297501-2.191178-1.680778 C 2.248924-1.840209 2.769753 H 2.694761-2.446052 3.580630 H 1.225505-2.214693 2.589165 H 2.183210-0.794704 3.117729 C 2.982488-0.264891-2.632483 H 3.577194-0.489382-3.537476 H 3.088933 0.815381-2.422296 H 1.924528-0.477180-2.862930 C -2.982348-0.265193-2.632514 H -3.577008-0.489741-3.537523 H -1.924370-0.477450-2.862910 H -3.088841 0.815082-2.422370 C -4.985350-0.894325-1.168299 H -5.575139-1.130759-2.073732 H -5.184139 0.160802-0.906910 H -5.361449-1.535397-0.351366 C -2.249038-1.840040 2.769895 H -2.694867-2.445894 3.580768 H -2.183618-0.794482 3.117764 H -1.225503-2.214309 2.589517 C -3.191712-3.432097 0.994931 H -3.542923-4.077460 1.822134 H -2.207413-3.801374 0.654809 H -3.904746-3.544299 0.159344 12
XYZ coordinates for 3. Au 0.000007-1.303280-0.191382 Bi -0.000005 1.588231-0.778181-0.000001-3.817538-0.996626-0.000004 4.230255-1.290532 P -2.389659-0.961927 0.143822 P 2.389672-0.961905 0.143818 C -2.739654 0.773062 0.844267 C -4.168794 2.261043 2.166036 H -5.079179 2.421911 2.751931 C 2.739636 0.773081 0.844287 C -2.083418 3.093057 1.213735 H -1.398837 3.927936 1.034735 C 2.083364 3.093062 1.213778 H 1.398773 3.927934 1.034780 C -3.246892 3.306321 1.979428 H -3.434083 4.291074 2.419685 C -3.920185 1.000234 1.592673 H -4.645813 0.194841 1.742927 C -1.806997 1.827232 0.647915 C 4.168738 2.261063 2.166096 H 5.079113 2.421935 2.752005 C 1.806968 1.827241 0.647937 C 3.246824 3.306331 1.979490 H 3.433996 4.291081 2.419763 C 3.920154 1.000258 1.592712 H 4.645791 0.194873 1.742965 C 3.478812-1.192001-1.449645 H 3.280684-2.247538-1.717374 C 3.110269-2.198215 1.456369 H 4.125245-1.819566 1.687359 C 4.977007-0.978226-1.166142 H 5.556517-1.172785-2.088098 H 5.360303-1.658079-0.384673 H 5.181779 0.062554-0.856375 C -3.110253-2.198232 1.456381 H -4.125258-1.819623 1.687313 C 3.209944-3.619850 0.868240 H 3.562937-4.310606 1.657273 H 3.928013-3.677773 0.031382 H 2.229948-3.976890 0.503447 C -3.478774-1.192058-1.449653 H -3.280612-2.247590-1.717375 C 2.242913-2.147628 2.729220 H 2.682733-2.805569 3.501875 H 1.222075-2.510996 2.514222 H 2.172083-1.128140 3.146606 C 2.959569-0.281480-2.578539 H 3.544375-0.463907-3.499327 13
H 3.069094 0.788731-2.321791 H 1.899702-0.487415-2.808716 C -2.959539-0.281524-2.578541 H -3.544321-0.463975-3.499339 H -1.899660-0.487425-2.808695 H -3.069104 0.788684-2.321799 C -4.976979-0.978321-1.166172 H -5.556472-1.172909-2.088133 H -5.181784 0.062458-0.856422 H -5.360265-1.658175-0.384698 C -2.242960-2.147562 2.729272 H -2.682789-2.805495 3.501928 H -2.172194-1.128056 3.146625 H -1.222095-2.510894 2.514339 C -3.209834-3.619890 0.868293 H -3.562819-4.310639 1.657334 H -2.229808-3.976889 0.503541 H -3.927870-3.677874 0.031410 XYZ coordinates for 4. Au 0.087752-0.813323-0.296052 B -0.004741 1.464724 0.291555 0.317341-3.245490-1.319356 P -2.290859-0.671764 0.151111 P 2.452393-0.614092 0.091478 C -1.055872 1.458276 1.533783 C -2.241232 0.657232 1.501583 C -0.928841 2.339370 2.641500 H -0.026304 2.952267 2.729177 C -1.925711 2.448252 3.632303 H -1.783133 3.135826 4.472988 C -3.097380 1.676074 3.547699 H -3.875461 1.757227 4.313377 C -3.250836 0.771251 2.477549 H -4.143859 0.138010 2.432713 C -3.548323-0.119753-1.225678 H -3.258706 0.936636-1.378874 C -5.007693-0.183870-0.736694 H -5.673698 0.226536-1.519320 H -5.162964 0.414822 0.178381 H -5.331407-1.221673-0.538742 C -3.301162-0.891439-2.538488 H -3.579732-1.955878-2.459933 H -2.241949-0.843721-2.842181 H -3.910664-0.439211-3.343678 C -2.992091-2.251545 1.036281 H -3.954507-1.929027 1.482201 C -2.017095-2.672643 2.155238 H -2.447233-3.526816 2.711586 H -1.824454-1.856609 2.873027 14
H -1.056212-3.000223 1.719055 C -3.232961-3.401761 0.037525 H -2.302171-3.659232-0.499350 H -4.015649-3.160472-0.701573 H -3.566587-4.297534 0.595690 C 1.511810 1.983014 0.576862 C 2.695439 1.195036 0.546395 C 3.969156 1.732341 0.845184 H 4.857889 1.093140 0.843219 C 4.100252 3.097622 1.151175 H 5.084455 3.517548 1.381360 C 2.955681 3.919003 1.141829 H 3.049173 4.989739 1.352533 C 1.693064 3.370593 0.857039 H 0.820172 4.031866 0.827387 C 3.564758-1.161680-1.399057 H 3.267543-2.223460-1.503747 C 3.146802-0.412129-2.677587 H 3.321965 0.675862-2.588862 H 2.083004-0.590074-2.910567 H 3.743831-0.782777-3.531973 C 5.075515-1.050942-1.118328 H 5.634068-1.516477-1.952389 H 5.377813-1.568047-0.190437 H 5.396695 0.003886-1.054948 C 3.072336-1.631031 1.622032 H 4.105719-1.267652 1.794922 C 3.080469-3.141529 1.316627 H 3.367232-3.697397 2.229381 H 3.799916-3.407034 0.522603 H 2.084365-3.489030 0.989928 C 2.199554-1.279766 2.842702 H 1.156251-1.606671 2.684806 H 2.191469-0.195397 3.046904 H 2.590174-1.797571 3.738701 C -0.601497 2.142641-1.051182 C 0.063683 2.028064-2.306522 H 0.974302 1.423174-2.368238 C -0.410556 2.669762-3.464127 H 0.122773 2.547863-4.413336 C -1.564277 3.477870-3.402637 H -1.930860 3.986821-4.300272 C -2.232708 3.632359-2.173674 H -3.120772 4.271332-2.109155 C -1.762521 2.968398-1.022164 H -2.295526 3.105067-0.074869 15
XYZ coordinates for 5. Au -2.066709-0.130512-0.584655 Sb 0.233986 0.102302 0.958996 P -2.120902 2.275727-0.830499 P -1.850007-2.543248-0.560291-4.365153-0.217470-1.796512 5.135209 0.345428 2.561905 7.294066 0.108522 0.113096 6.212065-0.225132-2.941190 2.992907-0.325464-3.503591 C 3.188323 0.103326 0.592881 C 2.702447-0.047948-0.752966 C 4.571072 0.148055 0.826270 C 0.360196 2.333466 0.614837 C 3.641932-0.142335-1.797652 C 0.730727 5.127932 0.253185 H 0.871850 6.202393 0.101543 C 5.028345-0.096001-1.549978 C -0.601569 3.098880-0.080961 C 5.497649 0.048697-0.232535 C -0.411616 4.493401-0.264384 H -1.150597 5.084372-0.810833 C 1.682279 4.374988 0.963299 H 2.572992 4.858780 1.376350 O 2.271671 0.208435 1.611229 O 1.358244-0.092520-0.947709 C -0.562440 0.311835 2.999878 C 1.561796-2.603640 1.872188 H 2.200917-1.877737 2.381838 C -3.470027-3.321108 0.173853 H -4.235615-2.892412-0.501596 C 1.844340-3.980386 1.965924 H 2.701123-4.315824 2.558787 C -0.358744-3.084588 0.457493 C -3.696675-2.783315 1.599674 H -4.676299-3.134174 1.974284 H -3.701847-1.679627 1.624627 H -2.917807-3.143156 2.295657 C -3.759706 3.005062-0.068663 H -4.507982 2.727838-0.835877 C -2.087355 2.562040-2.760507 H -2.813490 1.795006-3.092250 C -0.057218-4.468834 0.533451 H -0.670253-5.199780-0.002208 C -3.729749 4.530551 0.140087 16
H -4.716468 4.855100 0.520803 H -3.532325 5.089149-0.789790 H -2.971323 4.818216 0.889029 C -3.504875-4.859556 0.115732 H -4.513722-5.207694 0.406930 H -2.784559-5.307298 0.822830 H -3.299623-5.253503-0.895272 C -4.080200 2.255967 1.241473 H -5.026000 2.647313 1.661422 H -3.288466 2.395101 1.999649 H -4.211467 1.175519 1.062077 C 0.463958-2.139246 1.106852 C 1.042071-4.914858 1.286728 H 1.269658-5.983974 1.337590 C -2.568971 3.950222-3.219997 H -2.584955 3.966466-4.326299 H -1.888313 4.756955-2.894147 H -3.591191 4.177583-2.873319 C 1.497880 2.990187 1.144609 H 2.236098 2.409988 1.703763 C -1.555619-3.328701-2.310988 H -1.297851-4.382877-2.080777 C -0.677256 2.217712-3.279721 H -0.690480 2.203654-4.385407 H -0.322968 1.232517-2.928854 H 0.065086 2.968921-2.956986 C -0.346861-2.640823-2.974761 H -0.107172-3.159619-3.921521 H 0.552578-2.652553-2.338247 H -0.570281-1.585955-3.211245 C -2.822854-3.275611-3.184457 H -2.599669-3.738811-4.163847 H -3.150115-2.236430-3.356749 H -3.671291-3.822902-2.738215 C -0.759456 1.590774 3.570854 H -0.499047 2.490934 3.005942 C -0.893104-0.833688 3.760022 H -0.736619-1.833873 3.344128 C -1.594892 0.573680 5.627993 H -1.989971 0.674561 6.643898 C -1.406292-0.703391 5.066722 H -1.651334-1.599801 5.645976 C -1.269203 1.720457 4.879118 H -1.404749 2.716884 5.312632 17
XYZ coordinates for 6. Au 2.082979-0.049212 0.375903 Sb -0.229592 0.017646-1.079022 P 2.103624 2.378594 0.341265 P 1.967469-2.475680 0.364427 4.311103 0.011944 1.649828-5.201169 0.073200-2.513127-7.223205 0.026788 0.059032-5.978971-0.036025 3.067491-2.731018-0.052850 3.460134 C -3.152631 0.028595-0.638650 C -2.605355 0.000279 0.685854 C -4.547274 0.036277-0.803177 C -0.314868 2.241385-1.221238 C -3.476286-0.018431 1.786895 C -0.617066 5.042104-1.382106 H -0.735638 6.128659-1.430585 C -4.874741-0.010429 1.610198 C 0.623994 3.082436-0.591294 C -5.412215 0.016760 0.310383 C 0.458039 4.490446-0.664098 H 1.167094 5.154975-0.164803 C -1.529164 4.195952-2.037323 H -2.361686 4.616636-2.609273 O -2.283135 0.049111-1.701939 O -1.239676-0.008759 0.812678 0.785272 0.060119-3.461509 C -1.415466-2.691352-2.120483 H -2.088886-1.993013-2.622312 C 3.614191-3.128322-0.433658 H 4.373597-2.647787 0.213523 C -1.596200-4.081162-2.258912 H -2.411149-4.457154-2.884727 C 0.510559-3.083300-0.669420 C 3.733646-2.571665-1.866524 H 4.711600-2.864539-2.291327 H 3.670903-1.469777-1.890248 H 2.940742-2.967486-2.525325 C 3.755192 2.971351-0.509790 H 4.503230 2.747814 0.275021 C 2.017617 2.937712 2.204972 H 2.737530 2.231563 2.661932 C 0.304081-4.481919-0.793010 H 0.957165-5.185164-0.267958 C 3.780164 4.467216-0.877605 H 4.783936 4.711998-1.272922 18
H 3.592414 5.131599-0.017878 H 3.046753 4.697711-1.669659 C 3.763361-4.660471-0.384639 H 4.788221-4.929130-0.701995 H 3.063928-5.155658-1.080367 H 3.611605-5.074128 0.627774 C 4.023087 2.081902-1.741284 H 4.974132 2.394541-2.211796 H 3.222549 2.169176-2.497090 H 4.120704 1.020457-1.457621 C -0.368291-2.193323-1.316146 C -0.745199-4.976592-1.586158 H -0.894966-6.056677-1.675851 C 2.478143 4.381862 2.472273 H 2.429976 4.568693 3.561747 H 1.820725 5.124215 1.986174 H 3.519459 4.558149 2.154135 C -1.383491 2.797502-1.955538 H -2.096279 2.136204-2.453185 C 1.729804-3.311766 2.098641 H 1.556864-4.379152 1.851583 C 0.595038 2.654056 2.727869 H 0.580789 2.777010 3.826567 H 0.252746 1.630407 2.494322 H -0.139483 3.357586 2.296959 C 0.469239-2.729126 2.767419 H 0.289752-3.253737 3.724186 H -0.431196-2.842821 2.141359 H 0.590453-1.654037 2.985774 C 2.990244-3.171139 2.972198 H 2.810249-3.673767 3.940775 H 3.228909-2.112496 3.168269 H 3.880131-3.634626 2.512007 19