Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108768111017575/ps5011sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108768111017575/ps5011Isup2.hkl | |
Portable Document Format (PDF) file https://doi.org/10.1107/S0108768111017575/ps5011sup3.pdf |
CCDC reference: 783883
Data collection: BRUKER AXS SMART Vers.5.054; cell refinement: BRUKER AXS SAINT Vers.6.45A; data reduction: BRUKER AXS SAINT Vers.6.45A; program(s) used to solve structure: BRUKER D8 KAPPA APEX 2 Vers. 3.0-2009; program(s) used to refine structure: BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4; molecular graphics: BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4; software used to prepare material for publication: BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4.
C3H5ClOS | F(000) = 256 |
Mr = 124.58 | Dx = 1.468 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 9.4763 (6) Å | Cell parameters from 1913 reflections |
b = 5.8288 (4) Å | θ = 3.5–28.3° |
c = 11.0764 (7) Å | µ = 0.91 mm−1 |
β = 112.853 (1)° | T = 183 K |
V = 563.79 (6) Å3 | Cylindric, colourless |
Z = 4 | 0.3 × 0.3 × 0.3 mm |
Siemens SMART CCD area detector system diffractometer | 1241 independent reflections |
Radiation source: fine-focus sealed tube | 1182 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.013 |
Detector resolution: 512 pixels mm-1 | θmax = 28.3°, θmin = 2.3° |
ω data collection at 0.3 deg scan width, with chi = 0 | h = −11→12 |
Absorption correction: multi-scan BRUKER AXS SMART APEX 2 Vers. 3.0-2009 R.H. Blessing, Acta Cryst. (1995) A51 33-38 | k = −7→7 |
Tmin = 0.93, Tmax = 0.97 | l = −14→7 |
2014 measured reflections |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.018 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.050 | H-atom parameters constrained |
S = 1.07 | w = 1/[σ2(Fo2) + (0.0234P)2 + 0.1192P] where P = (Fo2 + 2Fc2)/3 |
1241 reflections | (Δ/σ)max = 0.001 |
55 parameters | Δρmax = 0.24 e Å−3 |
0 restraints | Δρmin = −0.15 e Å−3 |
Experimental. The crystallization was performed on the diffractometer at a temperature of 183 K with a miniature zone melting procedure using focused infrared-laser-radiation according to: R. Boese, M·Nussbaumer, "In Situ crystallization Techniques", in: "Organic Crystal Chemistry", Ed. D·W. Jones, Oxford University Press, Oxford,England, (1994) 20–37 |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Treatment of hydrogen atoms Riding model on idealized geometrics with the 1.2 fold (1.5 fold for methyl groups) isotropic displacement parameters of the equivalent Uij of the corresponding carbon atom |
x | y | z | Uiso*/Ueq | ||
S1 | 0.81176 (3) | 0.18119 (4) | 0.38405 (3) | 0.03465 (9) | |
Cl1 | 0.88744 (4) | −0.20949 (5) | 0.26225 (3) | 0.04247 (10) | |
O1 | 0.73701 (11) | −0.24618 (14) | 0.41354 (9) | 0.0433 (2) | |
C1 | 0.79640 (12) | −0.11444 (18) | 0.36717 (10) | 0.0304 (2) | |
C2 | 0.70880 (14) | 0.22534 (18) | 0.49007 (11) | 0.0353 (2) | |
H2A | 0.7449 | 0.3636 | 0.5396 | 0.042* | |
H2B | 0.7302 | 0.1001 | 0.5509 | 0.042* | |
C3 | 0.53753 (14) | 0.2430 (2) | 0.41505 (13) | 0.0433 (3) | |
H3A | 0.5148 | 0.3716 | 0.3534 | 0.065* | |
H3B | 0.4874 | 0.2684 | 0.4764 | 0.065* | |
H3C | 0.4994 | 0.1002 | 0.3666 | 0.065* |
U11 | U22 | U33 | U12 | U13 | U23 | |
S1 | 0.03849 (19) | 0.02769 (13) | 0.04127 (17) | −0.00359 (9) | 0.01934 (14) | 0.00177 (9) |
Cl1 | 0.0444 (2) | 0.04292 (16) | 0.04572 (18) | 0.00156 (11) | 0.02363 (16) | −0.00511 (11) |
O1 | 0.0564 (5) | 0.0306 (4) | 0.0508 (5) | −0.0054 (3) | 0.0295 (4) | 0.0025 (3) |
C1 | 0.0288 (5) | 0.0309 (5) | 0.0293 (5) | −0.0002 (4) | 0.0089 (4) | 0.0008 (4) |
C2 | 0.0443 (7) | 0.0300 (5) | 0.0327 (5) | 0.0011 (4) | 0.0163 (5) | −0.0003 (4) |
C3 | 0.0412 (8) | 0.0421 (6) | 0.0491 (7) | 0.0038 (5) | 0.0204 (6) | 0.0020 (5) |
S1—C1 | 1.7333 (11) | O1—C1 | 1.1810 (13) |
S1—C2 | 1.8131 (11) | C2—C3 | 1.5125 (18) |
Cl1—C1 | 1.7834 (10) | ||
C1—S1—C2 | 99.62 (5) | S1—C1—Cl1 | 109.73 (5) |
O1—C1—S1 | 129.33 (9) | C3—C2—S1 | 112.73 (8) |
O1—C1—Cl1 | 120.95 (9) | ||
C2—S1—C1—O1 | −0.78 (13) | C1—S1—C2—C3 | −84.73 (9) |
C2—S1—C1—Cl1 | 179.01 (6) |