ylid12711

Crystal Structure Report for ylid12711


A specimen of C11H10O2S was used for the X-ray crystallographic analysis. The X-ray intensity data were measured.

The integration of the data using an orthorhombic unit cell yielded a total of 7646 reflections to a maximum θ angle of 28.66° (0.74 Å resolution), of which 2354 were independent (average redundancy 3.248, completeness = 94.7%, Rint = 2.58%, Rsig = 2.85%) and 2161 (91.80%) were greater than 2σ(F2). The final cell constants of a = 5.9567(8) Å, b = 9.0316(11) Å, c = 18.386(2) Å, volume = 989.1(2) Å3, are based upon the refinement of the XYZ-centroids of reflections above 20 σ(I).

The structure was solved and refined using the Bruker SHELXTL Software Package, using the space group P 21 21 21, with Z = 4 for the formula unit, C11H10O2S. The final anisotropic full-matrix least-squares refinement on F2 with 129 variables converged at R1 = 3.32%, for the observed data and wR2 = 8.37% for all data. The goodness-of-fit was 1.039. The largest peak in the final difference electron density synthesis was 0.239 e-3 and the largest hole was -0.178 e-3 with an RMS deviation of 0.037 e-3. On the basis of the final model, the calculated density was 1.385 g/cm3 and F(000), 432 e-.





Table 1. Sample and crystal data for ylid12711.
Identification codeylid12711
Chemical formulaC11H10O2S
Formula weight206.25
Temperature296(2) K
Wavelength0.71073 Å
Crystal systemorthorhombic
Space groupP 21 21 21
Unit cell dimensionsa = 5.9567(8) Åα = 90°
b = 9.0316(11) Åβ = 90°
c = 18.386(2) Åγ = 90°
Volume989.1(2) Å3
Z4
Density (calculated)1.385 Mg/cm3
Absorption coefficient0.295 mm-1
F(000)432


Table 2. Data collection and structure refinement for ylid12711.
Theta range for data collection2.51 to 28.66°
Index ranges-7<=h<=7, -10<=k<=11, -23<=l<=24
Reflections collected7646
Independent reflections2354 [R(int) = 0.0258]
Absorption correctionmulti-scan
Structure solution techniquedirect methods
Structure solution programSHELXS-97 (Sheldrick, 1990)
Refinement methodFull-matrix least-squares on F2
Refinement programSHELXL-97 (Sheldrick, 1997)
Function minimizedΣ w(Fo2 - Fc2)2
Data / restraints / parameters2354 / 0 / 129
Goodness-of-fit on F21.039
Δ/σmax0.012
Final R indices2161 data; I>2σ(I)R1 = 0.0332, wR2 = 0.0811
all dataR1 = 0.0369, wR2 = 0.0837
Weighting schemew=1/[σ2(Fo2)+(0.0508P)2+0.0000P]
where P=(Fo2+2Fc2)/3
Absolute structure parameter0.1(1)
Largest diff. peak and hole0.239 and -0.178 eÅ-3
R.M.S. deviation from mean0.037 eÅ-3


Table 3. Atomic coordinates and equivalent isotropic atomic displacement parameters (Å2) for ylid12711.
U(eq) is defined as one third of the trace of the orthogonalized Uij tensor.
x/ay/bz/cU(eq)
S10.69020(7)0.81833(5)0.24043(2)0.03820(13)
O10.1648(2)0.69768(14)0.17705(7)0.0496(3)
O20.6578(2)0.08928(14)0.12927(7)0.0516(3)
C10.2000(5)0.0613(2)0.96249(10)0.0596(6)
C20.0143(4)0.08769(19)0.00746(9)0.0501(5)
C30.9905(3)0.99827(19)0.06806(9)0.0386(4)
C40.8107(3)0.99865(18)0.12531(8)0.0372(3)
C50.8641(3)0.87542(18)0.17199(8)0.0362(4)
C60.8505(4)0.8242(2)0.32270(10)0.0599(5)
C70.6648(4)0.62316(19)0.22899(10)0.0488(4)
C80.0666(3)0.80528(19)0.14989(9)0.0362(3)
C90.1426(3)0.88575(18)0.08246(8)0.0370(4)
C100.3502(4)0.9511(2)0.97767(10)0.0567(6)
C110.3231(3)0.8596(2)0.03825(9)0.0483(4)


Table 4. Bond lengths (Å) for ylid12711.
S1-C51.7096(16)S1-C71.7816(17)
S1-C61.7897(19)O1-C81.239(2)
O2-C41.226(2)C1-C101.368(3)
C1-C21.401(3)C1-H10.93
C2-C31.383(2)C2-H20.93
C3-C91.387(2)C3-C41.502(2)
C4-C51.441(2)C5-C81.422(2)
C6-H6A0.96C6-H6B0.96
C6-H6C0.96C7-H7A0.96
C7-H7B0.96C7-H7C0.96
C8-C91.507(2)C9-C111.369(2)
C10-C111.396(3)C10-H100.93
C11-H110.93


Table 5. Bond angles (°) for ylid12711.
C5-S1-C7105.25(8)C5-S1-C6106.86(10)
C7-S1-C6100.03(10)C10-C1-C2121.31(18)
C10-C1-H1119.3C2-C1-H1119.3
C3-C2-C1117.20(18)C3-C2-H2121.4
C1-C2-H2121.4C2-C3-C9120.97(16)
C2-C3-C4129.52(16)C9-C3-C4109.49(14)
O2-C4-C5130.11(15)O2-C4-C3124.93(15)
C5-C4-C3104.95(14)C8-C5-C4111.19(14)
C8-C5-S1126.16(13)C4-C5-S1122.50(12)
S1-C6-H6A109.5S1-C6-H6B109.5
H6A-C6-H6B109.5S1-C6-H6C109.5
H6A-C6-H6C109.5H6B-C6-H6C109.5
S1-C7-H7A109.5S1-C7-H7B109.5
H7A-C7-H7B109.5S1-C7-H7C109.5
H7A-C7-H7C109.5H7B-C7-H7C109.5
O1-C8-C5129.39(16)O1-C8-C9124.62(15)
C5-C8-C9105.97(14)C11-C9-C3121.76(16)
C11-C9-C8129.90(17)C3-C9-C8108.32(14)
C1-C10-C11121.21(19)C1-C10-H10119.4
C11-C10-H10119.4C9-C11-C10117.54(19)
C9-C11-H11121.2C10-C11-H11121.2


Table 6. Anisotropic atomic displacement parameters (Å2) for ylid12711.
The anisotropic atomic displacement factor exponent takes the form: -2π2[ h2 a*2 U11 + ... + 2 h k a* b* U12 ]
U11U22U33U23U13U12
S10.0402(2)0.0344(2)0.0399(2)0.00374(17)0.00805(17)0.00488(18)
O10.0433(7)0.0490(8)0.0564(7)0.0108(6)0.0018(6)0.0092(7)
O20.0583(8)0.0453(7)0.0512(7)0.0092(6)0.0074(7)0.0168(6)
C10.0921(16)0.0473(11)0.0394(9)-0.0006(8)0.0180(11)-0.0143(13)
C20.0736(13)0.0382(11)0.0385(9)0.0032(8)0.0055(9)-0.0006(9)
C30.0503(10)0.0331(9)0.0323(8)-0.0031(7)0.0032(7)-0.0052(8)
C40.0457(9)0.0318(8)0.0341(7)-0.0014(6)0.0008(8)0.0004(8)
C50.0403(9)0.0354(8)0.0330(8)0.0042(7)0.0025(6)-0.0009(7)
C60.0880(15)0.0549(12)0.0368(9)0.0022(9)-0.0044(10)-0.0058(13)
C70.0492(10)0.0371(9)0.0602(11)0.0010(8)0.0112(9)-0.0077(9)
C80.0345(8)0.0359(9)0.0380(8)-0.0004(7)-0.0011(6)-0.0018(7)
C90.0398(9)0.0365(9)0.0348(8)-0.0040(7)0.0027(7)-0.0063(7)
C100.0636(13)0.0574(12)0.0491(11)-0.0081(9)0.0237(10)-0.0118(11)
C110.0455(9)0.0522(11)0.0471(9)-0.0058(8)0.0081(9)-0.0046(9)


Table 7. Hydrogen atomic coordinates and isotropic atomic displacement parameters (Å2) for ylid12711.
x/ay/bz/cU(eq)
H11.22151.1200-0.07850.072
H20.91141.1622-0.00300.06
H6A0.99420.77890.31470.09
H6B0.77210.77140.36020.09
H6C0.87120.92530.33730.09
H7A0.58490.60260.18480.073
H7B0.58410.58210.26940.073
H7C0.81160.57960.22660.073
H101.47270.9368-0.05290.068
H111.42400.78370.04820.058