ylid_apex23

Crystal Structure Report for ylid_apex23


A specimen of C11H10O2S, approximate dimensions 0.300 mm x 0.300 mm x 0.300 mm, was used for the X-ray crystallographic analysis. The X-ray intensity data were measured on a APEXII system equipped with a graphite monochromator.

The integration of the data using an orthorhombic unit cell yielded a total of 10098 reflections to a maximum θ angle of 28.13° (0.75 Å resolution), of which 2402 were independent (average redundancy 4.204, completeness = 99.9%, Rint = 2.98%, Rsig = 2.43%) and 2274 (94.67%) were greater than 2σ(F2). The final cell constants of a = 5.9570(4) Å, b = 9.0320(6) Å, c = 18.3785(11) Å, volume = 988.83(11) Å3, are based upon the refinement of the XYZ-centroids of reflections above 20 σ(I). Data were corrected for absorption effects using the multi-scan method (SADABS). The ratio of minimum to maximum apparent transmission was 0.887. The calculated minimum and maximum transmission coefficients (based on crystal size) are 0.9167 and 0.9167.

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 = 3.07%, for the observed data and wR2 = 8.07% for all data. The goodness-of-fit was 1.037. The largest peak in the final difference electron density synthesis was 0.200 e-3 and the largest hole was -0.217 e-3 with an RMS deviation of 0.041 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 ylid_apex23.
Identification codeylid_apex23
Chemical formulaC11H10O2S
Formula weight206.25
Temperature110(2) K
Wavelength0.71073 Å
Crystal size0.300 x 0.300 x 0.300 mm
Crystal systemorthorhombic
Space groupP 21 21 21
Unit cell dimensionsa = 5.9570(4) Åα = 90°
b = 9.0320(6) Åβ = 90°
c = 18.3785(11) Åγ = 90°
Volume988.83(11) Å3
Z4
Density (calculated)1.385 Mg/cm3
Absorption coefficient0.295 mm-1
F(000)432


Table 2. Data collection and structure refinement for ylid_apex23.
DiffractometerAPEXII
Theta range for data collection2.51 to 28.13°
Index ranges-7<=h<=7, -11<=k<=11, -24<=l<=24
Reflections collected10098
Independent reflections2402 [R(int) = 0.0298]
Absorption correctionmulti-scan
Max. and min. transmission0.9167 and 0.9167
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 / parameters2402 / 0 / 129
Goodness-of-fit on F21.037
Δ/σmax0.003
Final R indices2274 data; I>2σ(I)R1 = 0.0307, wR2 = 0.0790
all dataR1 = 0.0328, wR2 = 0.0807
Weighting schemew=1/[σ2(Fo2)+(0.0517P)2+0.0257P]
where P=(Fo2+2Fc2)/3
Absolute structure parameter0.0(1)
Largest diff. peak and hole0.200 and -0.217 eÅ-3
R.M.S. deviation from mean0.041 eÅ-3


Table 3. Atomic coordinates and equivalent isotropic atomic displacement parameters (Å2) for ylid_apex23.
U(eq) is defined as one third of the trace of the orthogonalized Uij tensor.
x/ay/bz/cU(eq)
S10.30980(7)0.68168(4)0.240387(19)0.03716(11)
O10.8352(2)0.80240(13)0.17698(6)0.0488(3)
O20.3421(2)0.41086(13)0.12932(6)0.0502(3)
C10.1494(4)0.6760(2)0.32270(9)0.0588(5)
C20.1355(3)0.62438(16)0.17216(7)0.0347(3)
C30.1892(3)0.50129(16)0.12529(8)0.0361(3)
C40.0100(3)0.50172(16)0.06809(8)0.0372(4)
C50.9862(3)0.41244(18)0.00735(9)0.0489(4)
C60.7995(4)0.4387(2)0.96252(9)0.0584(5)
C70.3352(3)0.87744(17)0.22912(9)0.0477(4)
C80.9332(3)0.69509(17)0.14989(8)0.0354(3)
C90.8581(3)0.61434(16)0.08249(8)0.0358(3)
C100.6495(4)0.5491(2)0.97755(9)0.0555(5)
C110.6765(3)0.6406(2)0.03826(9)0.0475(4)


Table 4. Bond lengths (Å) for ylid_apex23.
S1-C21.7085(15)S1-C71.7866(15)
S1-C11.7901(18)O1-C81.2362(18)
O2-C31.2258(19)C1-H1A0.98
C1-H1B0.98C1-H1C0.98
C2-C81.424(2)C2-C31.442(2)
C3-C41.498(2)C4-C51.384(2)
C4-C91.387(2)C5-C61.404(3)
C5-H50.95C6-C101.367(3)
C6-H60.95C7-H7A0.98
C7-H7B0.98C7-H7C0.98
C8-C91.506(2)C9-C111.373(2)
C10-C111.398(2)C10-H100.95
C11-H110.95


Table 5. Bond angles (°) for ylid_apex23.
C2-S1-C7105.44(8)C2-S1-C1106.68(9)
C7-S1-C199.88(9)S1-C1-H1A109.5
S1-C1-H1B109.5H1A-C1-H1B109.5
S1-C1-H1C109.5H1A-C1-H1C109.5
H1B-C1-H1C109.5C8-C2-C3111.22(13)
C8-C2-S1126.12(11)C3-C2-S1122.47(11)
O2-C3-C2129.97(14)O2-C3-C4125.00(13)
C2-C3-C4105.01(12)C5-C4-C9120.94(15)
C5-C4-C3129.60(15)C9-C4-C3109.44(12)
C4-C5-C6117.13(17)C4-C5-H5121.4
C6-C5-H5121.4C10-C6-C5121.48(16)
C10-C6-H6119.3C5-C6-H6119.3
S1-C7-H7A109.5S1-C7-H7B109.5
H7A-C7-H7B109.5S1-C7-H7C109.5
H7A-C7-H7C109.5H7B-C7-H7C109.5
O1-C8-C2129.47(14)O1-C8-C9124.80(14)
C2-C8-C9105.71(13)C11-C9-C4121.84(14)
C11-C9-C8129.60(15)C4-C9-C8108.55(13)
C6-C10-C11121.14(18)C6-C10-H10119.4
C11-C10-H10119.4C9-C11-C10117.46(18)
C9-C11-H11121.3C10-C11-H11121.3


Table 6. Anisotropic atomic displacement parameters (Å2) for ylid_apex23.
The anisotropic atomic displacement factor exponent takes the form: -2π2[ h2 a*2 U11 + ... + 2 h k a* b* U12 ]
U11U22U33U23U13U12
S10.0396(2)0.03315(18)0.03871(18)-0.00348(14)-0.00811(15)0.00469(16)
O10.0426(6)0.0485(7)0.0552(7)-0.0112(5)-0.0015(5)0.0099(6)
O20.0574(7)0.0436(6)0.0497(6)-0.0082(5)-0.0083(6)0.0148(6)
C10.0872(15)0.0533(10)0.0360(8)-0.0025(7)0.0057(9)-0.0064(11)
C20.0385(8)0.0336(7)0.0321(7)-0.0042(6)-0.0041(6)0.0000(6)
C30.0438(8)0.0313(6)0.0332(6)0.0000(5)-0.0014(7)-0.0007(7)
C40.0489(9)0.0311(7)0.0316(7)0.0027(6)-0.0030(6)-0.0049(7)
C50.0701(12)0.0387(9)0.0379(8)-0.0033(7)-0.0069(8)-0.0015(8)
C60.0908(15)0.0467(9)0.0378(8)-0.0009(7)-0.0186(10)-0.0141(12)
C70.0489(9)0.0359(8)0.0582(9)-0.0011(7)-0.0122(8)-0.0092(8)
C80.0348(7)0.0343(7)0.0373(7)0.0001(6)0.0019(6)-0.0027(7)
C90.0380(8)0.0353(7)0.0340(7)0.0028(6)-0.0023(6)-0.0076(6)
C100.0630(12)0.0565(10)0.0470(9)0.0080(8)-0.0230(9)-0.0137(10)
C110.0450(9)0.0509(9)0.0466(8)0.0047(7)-0.0084(8)-0.0065(9)


Table 7. Hydrogen atomic coordinates and isotropic atomic displacement parameters (Å2) for ylid_apex23.
x/ay/bz/cU(eq)
H1A0.00230.72150.31440.088
H1B0.22890.73050.36090.088
H1C0.12910.57280.33790.088
H50.09160.3367-0.00350.059
H6-0.22310.3783-0.07920.07
H7A0.41650.89860.18390.071
H7B0.41780.91920.27040.071
H7C0.18530.92190.22680.071
H10-0.47530.5639-0.05380.067
H11-0.42670.71800.04850.057