11

Table 1 Crystal data and structure refinement for 11.
Identification code 11
Empirical formula C11H9N3O4S
Formula weight 279.27
Temperature/K 294.37(10)
Crystal system monoclinic
Space group Pn
a/Å 6.7057(2)
b/Å 4.7543(2)
c/Å 17.7050(6)
α/° 90
β/° 95.298(3)
γ/° 90
Volume/Å3 562.04(3)
Z 2
ρcalcg/cm3 1.650
μ/mm‑1 2.740
F(000) 288.0
Crystal size/mm3 0.3 × 0.2 × 0.02
Radiation Cu Kα (λ = 1.54184)
2Θ range for data collection/° 10.034 to 152.168
Index ranges -8 ≤ h ≤ 7, -5 ≤ k ≤ 5, -21 ≤ l ≤ 19
Reflections collected 1983
Independent reflections 1499 [Rint = 0.0259, Rsigma = 0.0518]
Data/restraints/parameters 1499/2/176
Goodness-of-fit on F2 1.049
Final R indexes [I>=2σ (I)] R1 = 0.0343, wR2 = 0.0815
Final R indexes [all data] R1 = 0.0358, wR2 = 0.0833
Largest diff. peak/hole / e Å-3 0.28/-0.19
Flack parameter-0.02(3)

 

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)
S115963.3(10)3490.3(19)4122.7(6)32.7(2)
O16092(4)9890(6)5984.0(16)34.2(6)
O27518(4)6811(7)5279.0(19)46.1(8)
O36644(4)13645(7)7086.5(17)41.6(7)
N142275(5)4989(7)3941.3(18)34.2(7)
O49026(5)-778(8)3466(2)52.9(8)
N164943(6)120(8)2917(2)42.0(8)
C25996(5)7972(8)5410(2)32.9(7)
N132503(5)3037(7)3380.0(19)35.7(7)
C84755(5)13383(8)6739(2)31.9(7)
C34024(5)7484(8)4993(2)30.2(7)
C124335(5)2041(8)3404(2)32.3(8)
C102568(5)10964(8)5779(2)30.9(7)
C94459(5)11393(8)6162(2)30.4(7)
C153914(5)5473(8)4368(2)29.1(7)
C61247(6)14559(9)6545(2)37.1(8)
C42406(5)8886(8)5191(2)32.2(7)
C73139(6)14958(9)6922(2)37.0(8)
C5955(6)12587(9)5981(2)35.4(8)

 

Table 3 Anisotropic Displacement Parameters (Å2×103) for 11. The Anisotropic displacement factor exponent takes the form: -2π2[h2a*2U11+2hka*b*U12+…].
AtomU11U22U33U23U13U12
S1129.1(4)34.7(4)33.6(4)-3.1(4)-1.4(3)0.0(4)
O126.7(12)38.6(15)36.2(13)-7.5(12)-2.8(10)1.5(10)
O232.0(14)52.6(18)52.3(18)-15.2(15)-3.6(13)7.7(13)
O336.7(15)50.3(17)35.8(14)-10.9(13)-7.0(12)0.7(12)
N1434.9(16)33.7(16)32.8(15)-3.9(14)-3.2(13)3.0(12)
O438.5(16)54(2)65(2)-0.2(18)-2.6(15)0.0(14)
N1643.3(18)42.1(17)39.8(17)-10.9(17)0.2(14)0.8(15)
C229.6(17)35.2(18)33.4(17)-0.6(15)-0.4(14)1.3(14)
N1336.1(16)38.4(17)31.2(15)-4.1(14)-4.4(12)1.5(13)
C829.8(17)38.1(19)27.1(16)2.3(15)-0.9(13)-4.3(15)
C331.5(17)30.4(18)27.9(15)2.9(14)-1.6(13)-3.2(13)
C1234.5(18)32.5(18)29.2(17)1.4(15)-0.1(14)-3.6(14)
C1029.8(17)31.8(18)30.6(17)3.5(14)0.4(13)-1.2(13)
C928.8(16)32.2(18)29.8(16)3.3(14)-0.2(13)-0.6(13)
C1528.4(16)28.2(16)30.2(16)6.1(14)-0.4(13)3.1(13)
C635.6(19)38(2)38.5(19)-1.4(16)7.2(15)4.3(15)
C428.1(16)36.3(19)31.4(17)1.4(15)-1.5(13)-2.6(14)
C741(2)37.8(19)32.2(18)-1.8(16)4.1(15)0.7(17)
C527.4(17)42(2)36.7(18)3.1(17)2.1(14)1.8(14)

 

Table 4 Bond Lengths for 11.
AtomAtomLength/Å AtomAtomLength/Å
S11C121.740(4) N13C121.313(5)
S11C151.754(4) C8C91.393(5)
O1C21.363(5) C8C71.380(6)
O1C91.368(5) C3C151.459(5)
O2C21.202(5) C3C41.347(5)
O3C81.362(5) C10C91.396(5)
N14N131.378(5) C10C41.432(5)
N14C151.296(5) C10C51.402(5)
N16C121.345(5) C6C71.391(6)
C2C31.472(5) C6C51.370(6)

 

Table 5 Bond Angles for 11.
AtomAtomAtomAngle/˚ AtomAtomAtomAngle/˚
C12S11C1586.60(18) N13C12N16124.2(4)
C2O1C9122.5(3) C9C10C4117.3(3)
C15N14N13113.3(3) C9C10C5118.9(4)
O1C2C3117.2(3) C5C10C4123.8(3)
O2C2O1117.9(3) O1C9C8117.4(3)
O2C2C3124.8(4) O1C9C10121.5(3)
C12N13N14112.6(3) C8C9C10121.1(4)
O3C8C9117.2(3) N14C15S11113.7(3)
O3C8C7124.2(4) N14C15C3122.7(3)
C7C8C9118.6(3) C3C15S11123.6(3)
C15C3C2117.6(3) C5C6C7120.4(4)
C4C3C2120.0(4) C3C4C10121.4(3)
C4C3C15122.4(3) C8C7C6120.9(4)
N16C12S11122.0(3) C6C5C10120.1(4)
N13C12S11113.8(3)     

 

Table 6 Torsion Angles for 11.
ABCDAngle/˚ ABCDAngle/˚
O1C2C3C15178.8(3) C9C8C7C60.5(6)
O1C2C3C4-0.7(5) C9C10C4C3-2.6(5)
O2C2C3C15-1.0(6) C9C10C5C60.1(6)
O2C2C3C4179.5(4) C15S11C12N16179.3(4)
O3C8C9O1-0.8(5) C15S11C12N130.5(3)
O3C8C9C10179.4(3) C15N14N13C121.1(5)
O3C8C7C6-179.6(4) C15C3C4C10-176.5(3)
N14N13C12S11-1.0(4) C4C3C15S11-176.9(3)
N14N13C12N16-179.7(4) C4C3C15N143.0(6)
C2O1C9C8-177.3(3) C4C10C9O1-0.1(5)
C2O1C9C102.5(6) C4C10C9C8179.7(4)
C2C3C15S113.6(5) C4C10C5C6-179.1(4)
C2C3C15N14-176.5(4) C7C8C9O1179.1(4)
C2C3C4C103.0(6) C7C8C9C10-0.7(6)
N13N14C15S11-0.7(4) C7C6C5C10-0.3(6)
N13N14C15C3179.4(3) C5C10C9O1-179.4(3)
C12S11C15N140.1(3) C5C10C9C80.4(6)
C12S11C15C3-180.0(3) C5C10C4C3176.6(4)
C9O1C2O2177.8(4) C5C6C7C80.0(6)
C9O1C2C3-2.1(5)      

 

Table 7 Hydrogen Atom Coordinates (Å×104) and Isotropic Displacement Parameters (Å2×103) for 11.
AtomxyzU(eq)
H36665.9614904.257403.5362
H4A9477.74-2263.323687.179
H4B9995.18206.583335.4979
H16A4111.17-532.992561.4850
H16B6164.65-453.992961.3850
H6174.6515638.286675.3945
H41156.718497.194940.1839
H73317.9716304.097303.3344
H5-314.4412323.825732.7943
11

11

Table 1 Crystal data and structure refinement for 11.
Identification code 11
Empirical formula C11H9N3O4S
Formula weight 279.27
Temperature/K 294.37(10)
Crystal system monoclinic
Space group Pn
a/Å 6.7057(2)
b/Å 4.7543(2)
c/Å 17.7050(6)
α/° 90
β/° 95.298(3)
γ/° 90
Volume/Å3 562.04(3)
Z 2
ρcalcg/cm3 1.650
μ/mm‑1 2.740
F(000) 288.0
Crystal size/mm3 0.3 × 0.2 × 0.02
Radiation Cu Kα (λ = 1.54184)
2Θ range for data collection/° 10.034 to 152.168
Index ranges -8 ≤ h ≤ 7, -5 ≤ k ≤ 5, -21 ≤ l ≤ 19
Reflections collected 1983
Independent reflections 1499 [Rint = 0.0259, Rsigma = 0.0518]
Data/restraints/parameters 1499/2/176
Goodness-of-fit on F2 1.049
Final R indexes [I>=2σ (I)] R1 = 0.0343, wR2 = 0.0815
Final R indexes [all data] R1 = 0.0358, wR2 = 0.0833
Largest diff. peak/hole / e Å-3 0.28/-0.19
Flack parameter-0.02(3)