SMART 1 - ylid 9/22/2010

Crystal Structure Report for SMART 1 - ylid 9/22/2010


A specimen of C11H10O2S, approximate dimensions 0.30 mm x 0.30 mm x 0.30 mm, was used for the X-ray crystallographic analysis. The X-ray intensity data were measured.

The total exposure time was 8.06 hours. The frames were integrated with the Bruker SAINT software package using a narrow-frame algorithm. The integration of the data using an orthorhombic unit cell yielded a total of 12488 reflections to a maximum θ angle of 29.82° (0.71 Å resolution), of which 2691 were independent (average redundancy 4.641, completeness = 96.2%, Rint = 3.21%, Rsig = 3.06%) and 2217 (82.39%) were greater than 2σ(F2). The final cell constants of a = 5.9710(9) Å, b = 9.0499(13) Å, c = 18.411(3) Å, volume = 994.9(3) Å3, are based upon the refinement of the XYZ-centroids of 4515 reflections above 20 σ(I) with 8.023° < 2θ < 51.70°. Data were corrected for absorption effects using the multi-scan method (SADABS). The ratio of minimum to maximum apparent transmission was 0.942. The calculated minimum and maximum transmission coefficients (based on crystal size) are 0.9171 and 0.9171.

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 = 4.12%, for the observed data and wR2 = 14.29% for all data. The goodness-of-fit was 1.034. The largest peak in the final difference electron density synthesis was 0.417 e-3 and the largest hole was -0.517 e-3 with an RMS deviation of 0.154 e-3. On the basis of the final model, the calculated density was 1.377 g/cm3 and F(000), 432 e-.





Table 1. Sample and crystal data for SMART 1 - ylid 9/22/2010.
Identification codeSMART 1 - ylid 9/22/2010
Chemical formulaC11H10O2S
Formula weight206.25
Temperature297(2) K
Wavelength0.71073 Å
Crystal size0.30 x 0.30 x 0.30 mm
Crystal systemorthorhombic
Space groupP 21 21 21
Unit cell dimensionsa = 5.9710(9) Åα = 90°
b = 9.0499(13) Åβ = 90°
c = 18.411(3) Åγ = 90°
Volume994.9(3) Å3
Z4
Density (calculated)1.377 Mg/cm3
Absorption coefficient0.293 mm-1
F(000)432


Table 2. Data collection and structure refinement for SMART 1 - ylid 9/22/2010.
Theta range for data collection3.16 to 29.82°
Index ranges-7<=h<=8, -12<=k<=12, -24<=l<=24
Reflections collected12488
Independent reflections2691 [R(int) = 0.0321]
Coverage of independent reflections96.2%
Absorption correctionmulti-scan
Max. and min. transmission0.9171 and 0.9171
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 / parameters2691 / 0 / 129
Goodness-of-fit on F21.034
Δ/σmax0.001
Final R indices2217 data; I>2σ(I)R1 = 0.0412, wR2 = 0.1150
all dataR1 = 0.0605, wR2 = 0.1429
Weighting schemew=1/[σ2(Fo2)+(0.1000P)2+0.0000P]
where P=(Fo2+2Fc2)/3
Absolute structure parameter0.1(1)
Largest diff. peak and hole0.417 and -0.517 eÅ-3
R.M.S. deviation from mean0.154 eÅ-3


Table 3. Atomic coordinates and equivalent isotropic atomic displacement parameters (Å2) for SMART 1 - ylid 9/22/2010.
U(eq) is defined as one third of the trace of the orthogonalized Uij tensor.
x/ay/bz/cU(eq)
S10.80977(11)0.81843(6)0.75956(3)0.03879(18)
O10.3351(3)0.6981(2)0.82305(10)0.0503(5)
O20.8421(4)0.0894(2)0.87064(10)0.0530(5)
C10.1494(6)0.9511(3)0.02239(15)0.0571(8)
C20.1773(5)0.8600(3)0.96168(14)0.0483(6)
C30.3571(4)0.8857(3)0.91741(12)0.0373(5)
C40.4328(4)0.8052(3)0.85034(13)0.0365(5)
C50.6364(4)0.8754(3)0.82782(12)0.0370(5)
C60.8346(5)0.6227(3)0.77092(15)0.0491(6)
C70.6512(7)0.8236(3)0.67735(14)0.0603(8)
C80.2986(7)0.0610(3)0.03735(15)0.0604(9)
C90.4854(6)0.0877(3)0.99261(14)0.0510(7)
C100.5095(4)0.9979(3)0.93205(13)0.0391(6)
C110.6895(5)0.9988(2)0.87469(12)0.0378(5)


Table 4. Bond lengths (Å) for SMART 1 - ylid 9/22/2010.
S1-C51.708(2)S1-C71.786(3)
S1-C61.790(2)O1-C41.238(3)
O2-C111.228(3)C1-C81.363(5)
C1-C21.399(4)C1-H10.93
C2-C31.368(4)C2-H20.93
C3-C101.390(3)C3-C41.503(3)
C4-C51.433(3)C5-C111.446(3)
C6-H6A0.96C6-H6B0.96
C6-H6C0.96C7-H7A0.96
C7-H7B0.96C7-H7C0.96
C8-C91.407(4)C8-H80.93
C9-C101.387(4)C9-H90.93
C10-C111.507(3)


Table 5. Bond angles (°) for SMART 1 - ylid 9/22/2010.
C5-S1-C7107.11(15)C5-S1-C6105.23(12)
C7-S1-C699.72(15)C8-C1-C2120.9(3)
C8-C1-H1119.6C2-C1-H1119.6
C3-C2-C1118.0(3)C3-C2-H2121.0
C1-C2-H2121.0C2-C3-C10121.5(2)
C2-C3-C4130.0(2)C10-C3-C4108.5(2)
O1-C4-C5129.0(2)O1-C4-C3124.9(2)
C5-C4-C3106.1(2)C4-C5-C11110.8(2)
C4-C5-S1126.40(18)C11-C5-S1122.61(18)
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
C1-C8-C9121.7(3)C1-C8-H8119.2
C9-C8-H8119.2C10-C9-C8116.8(3)
C10-C9-H9121.6C8-C9-H9121.6
C9-C10-C3121.1(2)C9-C10-C11129.3(2)
C3-C10-C11109.6(2)O2-C11-C5130.0(2)
O2-C11-C10125.1(2)C5-C11-C10104.9(2)


Table 6. Anisotropic atomic displacement parameters (Å2) for SMART 1 - ylid 9/22/2010.
The anisotropic atomic displacement factor exponent takes the form: -2π2[ h2 a*2 U11 + ... + 2 h k a* b* U12 ]
U11U22U33U23U13U12
S10.0418(3)0.0346(3)0.0399(3)-0.0040(2)0.0086(2)-0.0048(3)
O10.0444(10)0.0503(11)0.0563(11)-0.0116(9)0.0006(8)-0.0104(10)
O20.0617(12)0.0452(10)0.0521(10)-0.0089(8)0.0076(10)-0.0161(10)
C10.067(2)0.0573(16)0.0468(14)0.0052(13)0.0241(15)0.0112(16)
C20.0441(13)0.0523(14)0.0485(13)0.0044(11)0.0094(12)0.0047(13)
C30.0392(12)0.0375(11)0.0351(10)0.0024(9)0.0018(9)0.0057(10)
C40.0351(11)0.0357(11)0.0388(11)0.0008(10)-0.0013(9)0.0013(10)
C50.0428(13)0.0349(11)0.0334(11)-0.0050(9)0.0028(9)0.0001(9)
C60.0498(14)0.0363(12)0.0614(15)-0.0001(11)0.0127(13)0.0087(12)
C70.090(2)0.0557(16)0.0356(12)-0.0016(12)-0.0024(14)0.0049(19)
C80.091(2)0.0481(15)0.0420(14)0.0011(11)0.0213(16)0.0140(18)
C90.077(2)0.0381(13)0.0383(13)-0.0022(11)0.0072(13)0.0022(13)
C100.0513(15)0.0332(11)0.0328(11)0.0022(9)0.0037(10)0.0051(11)
C110.0483(13)0.0321(10)0.0330(10)0.0005(8)-0.0007(11)-0.0007(12)


Table 7. Hydrogen atomic coordinates and isotropic atomic displacement parameters (Å2) for SMART 1 - ylid 9/22/2010.
x/ay/bz/cU(eq)
H1-0.9726-0.06350.05300.069
H2-0.9233-0.2157-0.04830.058
H6A-0.3121-0.4205-0.22640.074
H6B-0.0851-0.3981-0.18510.074
H6C-0.0859-0.4184-0.26960.074
H7A-0.3684-0.0756-0.33760.09
H7B-0.4927-0.2209-0.31460.09
H7C-0.2706-0.2299-0.35980.09
H8-0.72360.11980.07810.072
H9-0.41210.16210.00310.061