11'

Table 1 Crystal data and structure refinement for 11'.
Identification code 11'
Empirical formula C12H8O6.42
Formula weight 255.36
Temperature/K 293(2)
Crystal system orthorhombic
Space group Pna21
a/Å 21.1129(7)
b/Å 5.1623(2)
c/Å 23.0980(11)
α/° 90
β/° 90
γ/° 90
Volume/Å3 2517.48(18)
Z 8
ρcalcg/cm3 1.348
μ/mm‑1 0.967
F(000) 1053.0
Crystal size/mm3 0.3 × 0.1 × 0.1
Radiation CuKα (λ = 1.54184)
2Θ range for data collection/° 7.654 to 152.736
Index ranges -26 ≤ h ≤ 23, -6 ≤ k ≤ 5, -25 ≤ l ≤ 28
Reflections collected 5812
Independent reflections 3745 [Rint = 0.0190, Rsigma = 0.0286]
Data/restraints/parameters 3745/1/342
Goodness-of-fit on F2 1.058
Final R indexes [I>=2σ (I)] R1 = 0.0679, wR2 = 0.1980
Final R indexes [all data] R1 = 0.0774, wR2 = 0.2134
Largest diff. peak/hole / e Å-3 0.83/-0.26
Flack parameter0.21(18)

 

Table 2 Fractional Atomic Coordinates (×104) and Equivalent Isotropic Displacement Parameters (Å2×103) for 11'. Ueq is defined as 1/3 of of the trace of the orthogonalised UIJ tensor.
AtomxyzU(eq)
O1-2788(13)-11380(20)-4001(9)316(13)
O1B-5042.4(19)-3770(8)-3173.5(19)60.1(10)
O2B-4619(3)-6053(15)-3886(2)108(2)
O3B-5775(2)314(8)-2904(2)63.5(11)
O4B-6535(3)-2456(10)-3140(3)79.6(14)
O5B-3723(2)-11024(9)-2772(3)75.0(13)
C10B-4892(2)-4886(10)-2178(3)49.5(12)
C2B-4639(3)-5731(13)-3363(3)64.8(16)
C3B-4320(3)-7214(11)-2919(3)53.8(12)
C4B-4452(3)-6819(10)-2353(3)54.4(13)
C5B-5025(3)-4321(14)-1595(3)62.3(15)
C6B-5433(3)-2293(13)-1467(3)64.4(15)
C7B-5695(3)-836(11)-1889(3)60.7(15)
C8B-5564(2)-1309(10)-2465(3)53.0(13)
C9B-5158(2)-3378(10)-2615(3)47.2(11)
C11B-3839(3)-9214(13)-3068(3)63.3(16)
C12B-6248(3)-493(12)-3228(3)63.0(15)
C13B-6363(5)1386(17)-3724(4)99(3)
O6B-3525(3)-8665(14)-3565(3)94(3)
O1A-2301.0(19)-11116(8)-5594.3(17)56.0(9)
O2A-1879(3)-8886(13)-4907(2)104(2)
O3A-3013.5(19)-15266(8)-5882(2)62.4(11)
O4A-3769(3)-12461(11)-5644(3)86.7(16)
O5A-980(3)-3872(10)-6037(2)76.4(13)
O6A-856(4)-5804(15)-5209(3)121(3)
C2A-1909(3)-9169(13)-5419(3)63.0(15)
C3A-1582(3)-7637(12)-5866(3)53.6(12)
C4A-1707(2)-8035(10)-6421(3)50.3(12)
C5A-2265(3)-10629(11)-7187(3)54.3(13)
C6A-2677(3)-12647(12)-7325(3)62.9(15)
C7A-2936(3)-14161(11)-6885(3)57.2(14)
C8A-2806(3)-13612(10)-6324(3)51.3(13)
C9A-2415(2)-11571(10)-6186(3)51.0(12)
C10A-2135(2)-10064(11)-6607(3)51.2(12)
C11A-1119(3)-5533(13)-5704(3)63.3(16)
C12A-3498(3)-14400(12)-5533(3)62.7(14)
C13A-3603(5)-16234(17)-5061(4)101(3)

 

Table 3 Anisotropic Displacement Parameters (Å2×103) for 11'. The Anisotropic displacement factor exponent takes the form: -2π2[h2a*2U11+2hka*b*U12+…].
AtomU11U22U33U23U13U12
O1560(40)144(9)241(17)32(11)40(20)70(16)
O1B53(2)66(2)61(2)10(2)1.5(19)12.4(19)
O2B116(4)147(6)62(3)12(4)19(3)54(4)
O3B60(2)52(2)79(3)17(2)-8(2)2.5(18)
O4B73(3)83(3)84(3)-4(3)-15(3)1(3)
O5B73(3)56(2)96(4)2(3)-5(3)23(2)
C10B45(2)44(2)59(3)4(2)1(2)-7(2)
C2B62(3)68(3)64(4)11(3)8(3)14(3)
C3B46(2)47(3)68(3)7(3)4(3)2(2)
C4B50(3)44(2)69(4)8(3)-5(3)0(2)
C5B58(3)71(4)57(4)-1(3)-2(3)-2(3)
C6B66(3)66(3)61(4)-10(3)1(3)1(3)
C7B50(2)49(3)84(4)-6(3)-2(3)-1(2)
C8B41(2)40(2)78(4)7(3)-2(3)2.4(19)
C9B41(2)46(2)54(3)7(2)-3(2)-3(2)
C11B53(3)59(3)78(4)-5(3)-3(3)3(3)
C12B60(3)54(3)75(4)-3(3)-2(3)14(3)
C13B106(6)113(7)79(5)17(5)-3(5)36(6)
O6B85(4)106(5)91(5)27(4)32(4)42(4)
O1A58(2)59(2)51(2)2.2(18)1.6(18)-12.1(17)
O2A127(5)130(5)57(3)-5(3)2(3)-67(4)
O3A54(2)48.7(19)84(3)2(2)9(2)-6.7(16)
O4A79(3)78(3)103(4)-3(3)28(3)19(3)
O5A70(3)70(3)89(3)7(3)-2(3)-16(2)
O6A149(6)139(6)75(3)20(4)-44(4)-85(5)
C2A62(3)70(4)57(4)5(3)-4(3)-18(3)
C3A46(3)56(3)59(3)-3(3)-3(3)-8(2)
C4A40(2)49(2)61(3)6(2)5(2)-2(2)
C5A57(3)52(3)53(3)1(2)1(2)-3(2)
C6A61(3)65(3)62(3)-6(3)-10(3)4(3)
C7A50(2)51(3)70(4)-2(3)-10(3)-6(2)
C8A49(2)43(2)62(3)4(2)4(3)-1(2)
C9A45(2)49(3)59(3)2(3)-1(2)-1(2)
C10A45(2)51(2)58(3)2(2)2(2)-1(2)
C11A59(3)59(3)72(4)6(3)-1(3)-18(3)
C12A59(3)61(3)68(4)-7(3)6(3)-4(3)
C13A124(7)87(5)91(6)12(5)33(6)-2(5)

 

Table 4 Bond Lengths for 11'.
AtomAtomLength/Å AtomAtomLength/Å
O1BC2B1.394(8) O1AC2A1.364(7)
O1BC9B1.329(8) O1AC9A1.408(7)
O2BC2B1.221(9) O2AC2A1.193(8)
O3BC8B1.389(7) O3AC8A1.400(7)
O3BC12B1.317(8) O3AC12A1.377(8)
O4BC12B1.198(8) O4AC12A1.181(9)
O5BC11B1.183(9) O5AC11A1.189(8)
C10BC4B1.421(8) O6AC11A1.278(9)
C10BC5B1.406(9) C2AC3A1.472(9)
C10BC9B1.393(8) C3AC4A1.326(9)
C2BC3B1.446(9) C3AC11A1.508(8)
C3BC4B1.353(9) C4AC10A1.448(7)
C3BC11B1.489(8) C5AC6A1.393(8)
C5BC6B1.386(9) C5AC10A1.399(8)
C6BC7B1.349(10) C6AC7A1.394(10)
C7BC8B1.381(10) C7AC8A1.356(9)
C8BC9B1.412(7) C8AC9A1.375(7)
C11BO6B1.356(10) C9AC10A1.379(8)
C12BC13B1.520(10) C12AC13A1.462(11)

 

Table 5 Bond Angles for 11'.
AtomAtomAtomAngle/˚ AtomAtomAtomAngle/˚
C9BO1BC2B121.9(5) C2AO1AC9A121.0(4)
C12BO3BC8B117.9(5) C12AO3AC8A117.5(5)
C5BC10BC4B123.3(6) O1AC2AC3A118.2(5)
C9BC10BC4B116.8(5) O2AC2AO1A114.7(6)
C9BC10BC5B119.7(5) O2AC2AC3A127.1(6)
O1BC2BC3B116.5(6) C2AC3AC11A121.1(5)
O2BC2BO1B115.5(6) C4AC3AC2A120.1(5)
O2BC2BC3B127.9(6) C4AC3AC11A118.7(5)
C2BC3BC11B121.4(6) C3AC4AC10A121.6(5)
C4BC3BC2B120.7(5) C6AC5AC10A119.8(6)
C4BC3BC11B117.9(5) C5AC6AC7A119.9(6)
C3BC4BC10B121.0(5) C8AC7AC6A120.0(5)
C6BC5BC10B119.0(6) C7AC8AO3A120.3(5)
C7BC6BC5B121.5(6) C7AC8AC9A120.2(6)
C6BC7BC8B121.0(6) C9AC8AO3A119.2(6)
O3BC8BC9B118.2(6) C8AC9AO1A117.0(5)
C7BC8BO3B122.2(5) C8AC9AC10A121.8(6)
C7BC8BC9B119.5(5) C10AC9AO1A121.1(5)
O1BC9BC10B122.9(5) C5AC10AC4A123.9(5)
O1BC9BC8B117.7(5) C9AC10AC4A117.8(5)
C10BC9BC8B119.3(6) C9AC10AC5A118.2(5)
O5BC11BC3B123.7(7) O5AC11AO6A123.5(6)
O5BC11BO6B123.6(6) O5AC11AC3A121.2(6)
O6BC11BC3B112.6(6) O6AC11AC3A115.1(6)
O3BC12BC13B110.4(6) O3AC12AC13A109.9(6)
O4BC12BO3B123.6(7) O4AC12AO3A120.6(7)
O4BC12BC13B126.0(7) O4AC12AC13A129.6(7)

 

Table 6 Torsion Angles for 11'.
ABCDAngle/˚ ABCDAngle/˚
O1BC2BC3BC4B5.0(9) O1AC2AC3AC4A5.0(9)
O1BC2BC3BC11B-175.0(5) O1AC2AC3AC11A-177.2(6)
O2BC2BC3BC4B-171.6(8) O1AC9AC10AC4A1.5(7)
O2BC2BC3BC11B8.4(12) O1AC9AC10AC5A179.6(5)
O3BC8BC9BO1B-5.1(7) O2AC2AC3AC4A-173.9(8)
O3BC8BC9BC10B174.0(5) O2AC2AC3AC11A3.8(12)
C10BC5BC6BC7B-0.9(10) O3AC8AC9AO1A-6.5(7)
C2BO1BC9BC10B-0.3(8) O3AC8AC9AC10A172.2(5)
C2BO1BC9BC8B178.7(5) C2AO1AC9AC8A178.6(5)
C2BC3BC4BC10B-2.0(9) C2AO1AC9AC10A0.0(8)
C2BC3BC11BO5B-153.4(7) C2AC3AC4AC10A-3.7(9)
C2BC3BC11BO6B29.7(9) C2AC3AC11AO5A-160.2(7)
C4BC10BC5BC6B176.1(5) C2AC3AC11AO6A25.2(10)
C4BC10BC9BO1B3.5(7) C3AC4AC10AC5A-177.6(6)
C4BC10BC9BC8B-175.6(4) C3AC4AC10AC9A0.5(8)
C4BC3BC11BO5B26.6(9) C4AC3AC11AO5A17.6(10)
C4BC3BC11BO6B-150.2(7) C4AC3AC11AO6A-157.0(8)
C5BC10BC4BC3B-177.2(6) C5AC6AC7AC8A2.3(9)
C5BC10BC9BO1B178.6(5) C6AC5AC10AC4A179.0(5)
C5BC10BC9BC8B-0.4(7) C6AC5AC10AC9A0.9(8)
C5BC6BC7BC8B-0.3(10) C6AC7AC8AO3A-173.8(5)
C6BC7BC8BO3B-173.4(5) C6AC7AC8AC9A-0.3(9)
C6BC7BC8BC9B1.2(9) C7AC8AC9AO1A180.0(5)
C7BC8BC9BO1B-179.9(5) C7AC8AC9AC10A-1.4(8)
C7BC8BC9BC10B-0.8(7) C8AO3AC12AO4A7.9(9)
C8BO3BC12BO4B5.6(9) C8AO3AC12AC13A-173.6(6)
C8BO3BC12BC13B-173.5(6) C8AC9AC10AC4A-177.1(5)
C9BO1BC2BO2B173.2(7) C8AC9AC10AC5A1.1(8)
C9BO1BC2BC3B-3.9(9) C9AO1AC2AO2A176.0(7)
C9BC10BC4BC3B-2.2(8) C9AO1AC2AC3A-3.1(9)
C9BC10BC5BC6B1.3(9) C10AC5AC6AC7A-2.6(9)
C11BC3BC4BC10B178.0(5) C11AC3AC4AC10A178.5(5)
C12BO3BC8BC7B-105.8(7) C12AO3AC8AC7A-108.6(6)
C12BO3BC8BC9B79.6(6) C12AO3AC8AC9A77.9(7)

 

Table 7 Hydrogen Atom Coordinates (Å×104) and Isotropic Displacement Parameters (Å2×103) for 11'.
AtomxyzU(eq)
H1-3011(14)-10130(60)-3687(14)-1(6)
H4B-4252.35-7827.77-2073.5765
H5B-4843.46-5292.41-1299.7275
H6B-5527.26-1928.53-1082.6977
H7B-5967.84506.2-1789.9573
H13A-6572.78501.15-4035.14149
H13B-5964.412053.03-3858.72149
H13C-6622.812791.76-3591.89149
H6A-784.37-7343.25-5150.4182
H4A-1514.93-6987.55-6697.7760
H5A-2077.83-9660.02-7480.1865
H6AA-2777.79-12982.91-7709.4475
H7A-3198.93-15547.49-6976.5569
H13D-3345.67-15757.16-4735.02151
H13E-3490.84-17946.59-5186.23151
H13F-4041.31-16203.01-4950.41151

 

Table 8 Atomic Occupancy for 11'.
AtomOccupancy AtomOccupancy AtomOccupancy
O6B0.847(18)     

 

Table 9 Solvent masks information for 11'.
NumberXYZVolumeElectron countContent
10.0020.2590.03556.613.5?
2-0.002-0.2590.53556.613.5?
30.5020.2410.03556.613.5?
40.4980.7590.53556.613.5?
11'

11'

Table 1 Crystal data and structure refinement for 11'.
Identification code 11'
Empirical formula C12H8O6.42
Formula weight 255.36
Temperature/K 293(2)
Crystal system orthorhombic
Space group Pna21
a/Å 21.1129(7)
b/Å 5.1623(2)
c/Å 23.0980(11)
α/° 90
β/° 90
γ/° 90
Volume/Å3 2517.48(18)
Z 8
ρcalcg/cm3 1.348
μ/mm‑1 0.967
F(000) 1053.0
Crystal size/mm3 0.3 × 0.1 × 0.1
Radiation CuKα (λ = 1.54184)
2Θ range for data collection/° 7.654 to 152.736
Index ranges -26 ≤ h ≤ 23, -6 ≤ k ≤ 5, -25 ≤ l ≤ 28
Reflections collected 5812
Independent reflections 3745 [Rint = 0.0190, Rsigma = 0.0286]
Data/restraints/parameters 3745/1/342
Goodness-of-fit on F2 1.058
Final R indexes [I>=2σ (I)] R1 = 0.0679, wR2 = 0.1980
Final R indexes [all data] R1 = 0.0774, wR2 = 0.2134
Largest diff. peak/hole / e Å-3 0.83/-0.26
Flack parameter0.21(18)