4`

Table 1 Crystal data and structure refinement for 4`.
Identification code 4`
Empirical formula C10H5ClO4
Formula weight 224.59
Temperature/K 296
Crystal system monoclinic
Space group P21/c
a/Å 8.8456(3)
b/Å 10.9181(3)
c/Å 9.4257(3)
α/° 90
β/° 90.398(3)
γ/° 90
Volume/Å3 910.29(5)
Z 4
ρcalcg/cm3 1.639
μ/mm‑1 3.673
F(000) 456.0
Crystal size/mm3 0.3 × 0.2 × 0.2
Radiation Cu Kα (λ = 1.54184)
2Θ range for data collection/° 10 to 152.238
Index ranges -10 ≤ h ≤ 10, -11 ≤ k ≤ 13, -11 ≤ l ≤ 8
Reflections collected 3222
Independent reflections 1827 [Rint = 0.0212, Rsigma = 0.0235]
Data/restraints/parameters 1827/0/137
Goodness-of-fit on F2 1.062
Final R indexes [I>=2σ (I)] R1 = 0.0516, wR2 = 0.1333
Final R indexes [all data] R1 = 0.0597, wR2 = 0.1442
Largest diff. peak/hole / e Å-3 0.42/-0.44

 

Table 2 Fractional Atomic Coordinates (×104) and Equivalent Isotropic Displacement Parameters (Å2×103) for 4`. Ueq is defined as 1/3 of of the trace of the orthogonalised UIJ tensor.
AtomxyzU(eq)
Cl11815.6(8)1593.7(5)5514.7(8)65.0(3)
O11610.0(18)6915.4(15)6202.4(18)52.3(4)
O22257(2)8796.0(17)5672(2)68.8(5)
O34984(2)7664(2)2385(2)74.2(6)
O44270(2)9232.8(19)3683(3)76.3(6)
C91694(2)5671.8(19)6004(2)43.5(4)
C102586(2)5164(2)4937(2)42.9(4)
C43420(2)5996(2)4056(2)47.2(5)
C33360(2)7211(2)4283(2)47.5(5)
C52614(2)3892(2)4772(2)47.2(5)
C22413(3)7723(2)5395(3)50.6(5)
C8856(3)4944(2)6914(2)51.9(5)
C61786(2)3178(2)5679(2)47.0(5)
C7906(3)3689(2)6748(2)51.5(5)
C114270(3)8054(3)3373(3)56.7(6)

 

Table 3 Anisotropic Displacement Parameters (Å2×103) for 4`. The Anisotropic displacement factor exponent takes the form: -2π2[h2a*2U11+2hka*b*U12+…].
AtomU11U22U33U23U13U12
Cl176.6(4)41.8(3)76.8(4)-0.7(2)14.4(3)-1.7(2)
O155.0(8)44.7(8)57.3(9)-4.0(6)17.3(7)1.8(6)
O274.1(11)44.6(9)87.9(14)1.5(8)14.3(10)4.0(8)
O375.6(12)84.7(14)62.5(11)10.8(10)18.4(9)-26.2(10)
O479.2(13)56.7(11)93.3(15)15.5(10)12.2(11)-12.8(9)
C941.6(10)42.3(10)46.8(10)-2.2(8)9.0(8)2.2(8)
C1041.3(9)46.2(10)41.4(9)2.0(8)8.7(8)1.8(8)
C443.5(10)55.6(12)42.5(10)2.0(8)10.4(8)-0.5(9)
C344.9(10)51.4(11)46.4(11)6.1(9)2.4(9)-4.2(9)
C546.1(10)48.3(11)47.3(11)-3.2(8)11.7(8)5.0(8)
C251.1(11)42.6(11)58.0(12)3.3(9)4.7(9)1.9(8)
C851.5(11)54.8(12)49.8(11)-3.0(9)18.2(9)0.1(9)
C647.8(11)42.3(10)51.0(11)0.9(8)6.8(9)0.8(8)
C751.5(11)52.0(12)51.1(11)3.6(9)14.6(9)-4.5(9)
C1151.6(12)64.0(14)54.5(12)14.2(11)0.3(10)-11.8(11)

 

Table 4 Bond Lengths for 4`.
AtomAtomLength/Å AtomAtomLength/Å
Cl1C61.737(2) C10C41.438(3)
O1C91.373(3) C10C51.398(3)
O1C21.367(3) C4C31.344(3)
O2C21.208(3) C3C21.458(3)
O3C111.206(4) C3C111.496(3)
O4C111.320(4) C5C61.372(3)
C9C101.397(3) C8C71.380(3)
C9C81.388(3) C6C71.394(3)

 

Table 5 Bond Angles for 4`.
AtomAtomAtomAngle/˚ AtomAtomAtomAngle/˚
C2O1C9122.25(17) O1C2C3117.1(2)
O1C9C10121.45(19) O2C2O1116.4(2)
O1C9C8116.92(18) O2C2C3126.5(2)
C8C9C10121.6(2) C7C8C9118.7(2)
C9C10C4117.4(2) C5C6Cl1120.11(17)
C9C10C5119.02(19) C5C6C7121.7(2)
C5C10C4123.62(19) C7C6Cl1118.16(17)
C3C4C10120.7(2) C8C7C6119.9(2)
C4C3C2121.1(2) O3C11O4121.0(2)
C4C3C11119.6(2) O3C11C3120.8(3)
C2C3C11119.3(2) O4C11C3118.1(2)
C6C5C10118.99(19)     

 

Table 6 Torsion Angles for 4`.
ABCDAngle/˚ ABCDAngle/˚
Cl1C6C7C8179.90(19) C4C3C2O10.8(3)
O1C9C10C40.3(3) C4C3C2O2-178.6(2)
O1C9C10C5-179.20(19) C4C3C11O34.6(3)
O1C9C8C7179.9(2) C4C3C11O4-175.4(2)
C9O1C2O2-179.6(2) C5C10C4C3-179.1(2)
C9O1C2C31.0(3) C5C6C7C8-0.1(4)
C9C10C4C31.5(3) C2O1C9C10-1.5(3)
C9C10C5C6-1.2(3) C2O1C9C8178.4(2)
C9C8C7C6-0.1(4) C2C3C11O3-175.0(2)
C10C9C8C7-0.3(3) C2C3C11O45.0(3)
C10C4C3C2-2.0(3) C8C9C10C4-179.6(2)
C10C4C3C11178.43(19) C8C9C10C51.0(3)
C10C5C6Cl1-179.24(16) C11C3C2O1-179.6(2)
C10C5C6C70.8(3) C11C3C2O21.0(4)
C4C10C5C6179.4(2)      

 

Table 7 Hydrogen Atom Coordinates (Å×104) and Isotropic Displacement Parameters (Å2×103) for 4`.
AtomxyzU(eq)
H43647.519366.64305.31115
H4A4006.455691.13321.7357
H53184.973534.294058.1457
H8270.95295.337622.2662
H7354.673185.257348.4162
4`

4`

Table 1 Crystal data and structure refinement for 4`.
Identification code 4`
Empirical formula C10H5ClO4
Formula weight 224.59
Temperature/K 296
Crystal system monoclinic
Space group P21/c
a/Å 8.8456(3)
b/Å 10.9181(3)
c/Å 9.4257(3)
α/° 90
β/° 90.398(3)
γ/° 90
Volume/Å3 910.29(5)
Z 4
ρcalcg/cm3 1.639
μ/mm‑1 3.673
F(000) 456.0
Crystal size/mm3 0.3 × 0.2 × 0.2
Radiation Cu Kα (λ = 1.54184)
2Θ range for data collection/° 10 to 152.238
Index ranges -10 ≤ h ≤ 10, -11 ≤ k ≤ 13, -11 ≤ l ≤ 8
Reflections collected 3222
Independent reflections 1827 [Rint = 0.0212, Rsigma = 0.0235]
Data/restraints/parameters 1827/0/137
Goodness-of-fit on F2 1.062
Final R indexes [I>=2σ (I)] R1 = 0.0516, wR2 = 0.1333
Final R indexes [all data] R1 = 0.0597, wR2 = 0.1442
Largest diff. peak/hole / e Å-3 0.42/-0.44