?? Table S1. Crystal and structure refinement data for 1 ??
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Crystal Code aco3
Empirical Formula C19 H15 O2 P
Formula Weight (AMU) 306.3
Crystal System triclinic
Space Group P-1
Crystal Size (mm) 0.45 x 0.25 x 0.05
Data Collection Temperature (K) 294(3)
Cell Dimensions: (Å and °) a : 5.6355(4) alpha : 95.596(4)
b : 11.1435(7) beta : 100.257(4)
c : 13.2057(8) gamma : 100.286(4)
Cell Volume (Å3) 795.75(8)
Z (formula units/cell) 2
Density (calculated) (g/ml) 1.278
Absorption Coefficient (cm-1) 1.77
Diffractometer KappaCCD
Wavelength (Å) .71073
Theta range (°) 4.35 to 25.09
Index ranges -6<h< 5 ; -13<k< 13 ; -15<l< 15
Reflections Collected 2814
Observed Reflections [I>2sigma(I)] 2253
Max. and Min. Transmission .991 to .925
Parameters Refined 203
Residuals (observed data) R(F) = .0399 : wR(F2) = .1049
Residuals (all data) R(F) = .0546 : wR(F2) = .1131
Goodness-of-fit (all data) S(F2) = 1.4550
Largest and Mean shift/esd .001 : .000
Residual Peak & Hole (e/Å3) .166 : -.201
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TABLE S1. Atomic Coordinates (Å x 104) and equivalent isotropic
displacement parameters (Å2 x 103) for 1
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Atom x y z U(eq)
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P 483(1) 8182(1) 1971(1) 50(1)
O(1) 2954(5) 9189(3) 3995(3) 66(1)
O(2) 3163(5) 11106(3) 4694(3) 79(1)
C(1) -988(5) 9474(3) 2334(3) 49(1)
C(2) -2983(5) 9734(3) 1668(3) 61(1)
C(3) -4071(5) 10717(3) 1912(3) 70(1)
C(4) -3169(5) 11481(3) 2835(3) 71(1)
C(5) -1152(5) 11281(3) 3501(3) 62(1)
C(6) -33(5) 10295(3) 3266(3) 52(1)
C(7) 2132(5) 10132(3) 4012(3) 56(1)
C(8) -724(5) 7004(3) 2726(3) 48(1)
C(9) -2545(5) 7081(3) 3296(3) 64(1)
C(10) -3245(7) 6160(3) 3881(3) 75(1)
C(11) -2169(7) 5149(3) 3888(3) 76(1)
C(12) -412(7) 5043(3) 3313(3) 81(1)
C(13) 305(5) 5966(3) 2744(3) 67(1)
C(14) -1331(5) 7554(3) 670(3) 50(1)
C(15) -3702(5) 6845(3) 453(3) 66(1)
C(16) -4826(7) 6341(3) -554(3) 76(1)
C(17) -3600(7) 6532(3) -1352(3) 81(1)
C(18) -1305(7) 7254(5) -1159(3) 94(2)
C(19) -179(5) 7756(3) -156(3) 72(1)
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U(eq) is defined as 1/3 the trace of the Uij tensor.
TABLE S2. Bond lengths (Å) and angles (°) for 1
P-C(8) 1.833(2) P-C(14) 1.836(2)
P-C(1) 1.849(3) P-O(1) 2.806(2)
O(1)-C(7) 1.222(3) O(1)-H(1)' 1.71(3)
O(2)-C(7) 1.313(3) C(1)-C(2) 1.392(4)
C(1)-C(6) 1.417(3) C(2)-C(3) 1.385(4)
C(3)-C(4) 1.376(4) C(4)-C(5) 1.373(4)
C(5)-C(6) 1.397(4) C(6)-C(7) 1.475(4)
C(8)-C(13) 1.383(4) C(8)-C(9) 1.386(4)
C(9)-C(10) 1.388(4) C(10)-C(11) 1.372(5)
C(11)-C(12) 1.366(4) C(12)-C(13) 1.376(4)
C(14)-C(19) 1.379(4) C(14)-C(15) 1.391(4)
C(15)-C(16) 1.381(4) C(16)-C(17) 1.373(5)
C(17)-C(18) 1.362(5) C(18)-C(19) 1.378(4)
C(8)-P-C(14) 100.31(8) C(8)-P-C(1) 102.66(8)
C(14)-P-C(1) 102.2(1) C(8)-P-O(1) 78.59(6)
C(14)-P-O(1) 175.97(8) C(1)-P-O(1) 74.36(8)
C(7)-O(1)-H(1)' 123(2) C(7)-O(1)-P 96.1(2)
H(1)-O(1)'-P 138(1) C(2)-C(1)-C(6) 116.8(2)
C(2)-C(1)-P 121.3(2) C(6)-C(1)-P 121.7(2)
C(3)-C(2)-C(1) 122.3(2) C(4)-C(3)-C(2) 120.0(3)
C(5)-C(4)-C(3) 119.6(3) C(4)-C(5)-C(6) 121.0(3)
C(5)-C(6)-C(1) 120.2(2) C(5)-C(6)-C(7) 118.3(2)
C(1)-C(6)-C(7) 121.5(2) O(1)-C(7)-O(2) 122.0(3)
O(1)-C(7)-C(6) 123.7(2) O(2)-C(7)-C(6) 114.3(2)
C(13)-C(8)-C(9) 117.5(2) C(13)-C(8)-P 117.3(2)
C(9)-C(8)-P 125.2(2) C(8)-C(9)-C(10) 120.6(3)
C(11)-C(10)-C(9) 120.3(3) C(12)-C(11)-C(10) 120.0(3)
C(11)-C(12)-C(13) 119.6(3) C(12)-C(13)-C(8) 122.0(3)
C(19)-C(14)-C(15) 117.7(2) C(19)-C(14)-P 116.6(2)
C(15)-C(14)-P 125.6(2) C(16)-C(15)-C(14) 120.7(3)
C(17)-C(16)-C(15) 120.1(3) C(18)-C(17)-C(16) 120.0(3)
C(17)-C(18)-C(19) 119.9(3) C(18)-C(19)-C(14) 121.6(3)
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Primmed atom was generated by 1-x, 2-y, 1-z
TABLE S3. Anisotropic displacement parameters (Å^2 x 103) for 1
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Atom U11 U22 U33 U23 U13 U12
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P 47(1) 51(1) 46(1) -2(1) 8(1) 5(1)
O(1) 79(2) 55(2) 56(1) -7(1) -5(1) 12(1)
O(2) 97(3) 66(3) 62(2) -22(1) -12(2) 25(2)
C(1) 52(3) 43(3) 51(3) 4(1) 11(1) 2(1)
C(2) 59(3) 50(3) 67(3) 1(2) 3(3) 5(2)
C(3) 63(3) 55(3) 87(3) 8(3) 3(3) 15(3)
C(4) 78(3) 54(3) 87(3) 9(3) 21(3) 22(3)
C(5) 79(3) 50(3) 59(3) 2(2) 18(3) 12(3)
C(6) 63(3) 45(3) 50(3) 5(1) 17(2) 6(1)
C(7) 69(3) 51(3) 45(3) -3(1) 12(2) 6(3)
C(8) 48(2) 48(3) 43(2) -3(1) 1(1) 7(1)
C(9) 80(3) 56(3) 63(3) 6(3) 27(3) 15(3)
C(10) 91(3) 74(3) 60(3) 6(3) 27(3) 2(3)
C(11) 97(3) 65(3) 56(3) 17(3) 1(3) -6(3)
C(12) 92(3) 63(3) 88(3) 20(3) 5(3) 23(3)
C(13) 67(3) 65(3) 73(3) 12(3) 13(3) 24(3)
C(14) 54(3) 48(3) 47(3) 2(1) 7(1) 11(1)
C(15) 69(3) 61(3) 59(3) 5(3) 5(3) -3(3)
C(16) 82(3) 55(3) 75(3) 3(3) -20(3) 4(3)
C(17) 111(4) 81(3) 47(3) -8(3) -13(3) 41(3)
C(18) 93(3) 142(5) 48(3) 3(3) 13(3) 34(3)
C(19) 66(3) 99(3) 54(3) 9(3) 16(3) 17(3)
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The anisotropic displacement factor exponent takes the form
2 pi^2 [h^2a*^2U(11) +...+ 2hka*b*U(12)]
TABLE S4. Hydrogen Coordinates (Å x 104) and equivalent isotropic
displacement parameters (Å2 x 103) for 1
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Atom x y z U(iso)
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H(1) 4451(51) 10931(41) 5160(31) 111(11)
H(2) -3607 9231 1037 72
H(3) -5409 10860 1449 83
H(4) -3921 12127 3008 85
H(5) -520 11809 4116 74
H(9) -3304 7756 3284 77
H(10) -4448 6228 4269 90
H(11) -2635 4535 4284 91
H(12) 300 4351 3304 96
H(13) 1513 5888 2359 79
H(15) -4539 6708 990 78
H(16) -6414 5871 -689 91
H(17) -4335 6168 -2025 97
H(18) -498 7410 -1702 112
H(19) 1395 8240 -30 86
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