![](/logos/buttonlogos/cross.png)
![](/logos/buttonlogos/cross.png)
metal-organic compounds
catena-Poly[[chlorido(methyl phenyl sulfide-κS)mercury(II)]-μ-chlorido]
aDepartment of Chemistry, PO Box 3000, FI-90014 University of Oulu, Finland
*Correspondence e-mail: risto.laitinen@oulu.fi
The title compound, [HgCl2(C7H8S)]n, was isolated from the reaction of MeSPh with HgCl2. The HgII atom has a distorted tetrahedral geometry and is coordinated by one S atom and three Cl atoms. Two of the Cl atoms act as bridging ligands between the Hg atoms, forming a two-dimensional polymeric structure.
Experimental
Crystal data
|
Refinement
|
|
Data collection: COLLECT (Nonius, 1998); cell DENZO-SMN (Otwinowski & Minor, 1997
); data reduction: DENZO-SMN; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008
); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008
); molecular graphics: DIAMOND (Brandenburg & Berndt, 1999
); software used to prepare material for publication: WinGX (Farrugia, 1999
).
Supporting information
10.1107/S1600536808013718/sg2244sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536808013718/sg2244Isup2.hkl
The addition of MeSPh (0.603 g; 4.85 mmol) to HgCl2 (0.283 g: 1.04 mmol) in 10 ml EtOH gave at first a clear solution followed by precipitation of colourless crystals. Decomposition of the crystals took place upon removal of the solvent. Crystals suitable for
determination were picked from the reaction solution.H atoms were positioned geometrically and refined using a riding model with C—H = 0.95 - 0.98 Å and with Uiso(H) = 1.2 Ueq(C).
Data collection: COLLECT (Nonius, 1998); cell
DENZO-SMN (Otwinowski & Minor, 1997); data reduction: DENZO-SMN (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg & Berndt, 1999); software used to prepare material for publication: WinGX (Farrugia, 1999). ![]() | Fig. 1. The molecular structure of I indicating the numbering of the atoms. The thermal ellipsoids have been drawn at 50% probability. |
![]() | Fig. 2. The packing of polymer chains. |
[HgCl2(C7H8S)] | F(000) = 1440 |
Mr = 395.68 | Dx = 2.666 Mg m−3 |
Orthorhombic, Pbca | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ac 2ab | Cell parameters from 1562 reflections |
a = 5.9616 (12) Å | θ = 3.7–25.4° |
b = 14.935 (3) Å | µ = 16.30 mm−1 |
c = 22.142 (4) Å | T = 150 K |
V = 1971.4 (7) Å3 | Needle, colourless |
Z = 8 | 0.25 × 0.10 × 0.08 mm |
Bruker–Nonius KappaCCD diffractometer | 1760 independent reflections |
Radiation source: fine-focus sealed tube | 1562 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.063 |
ϕ scans, and ω scans with κ offsets | θmax = 25.5°, θmin = 3.7° |
Absorption correction: multi-scan (SHELXTL; Sheldrick 2008) | h = −7→7 |
Tmin = 0.106, Tmax = 0.355 | k = −18→16 |
9374 measured reflections | l = −23→26 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.035 | H-atom parameters constrained |
wR(F2) = 0.092 | w = 1/[σ2(Fo2) + (0.0473P)2 + 8.371P] where P = (Fo2 + 2Fc2)/3 |
S = 1.07 | (Δ/σ)max < 0.001 |
1760 reflections | Δρmax = 2.22 e Å−3 |
102 parameters | Δρmin = −1.51 e Å−3 |
0 restraints | Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0014 (3) |
[HgCl2(C7H8S)] | V = 1971.4 (7) Å3 |
Mr = 395.68 | Z = 8 |
Orthorhombic, Pbca | Mo Kα radiation |
a = 5.9616 (12) Å | µ = 16.30 mm−1 |
b = 14.935 (3) Å | T = 150 K |
c = 22.142 (4) Å | 0.25 × 0.10 × 0.08 mm |
Bruker–Nonius KappaCCD diffractometer | 1760 independent reflections |
Absorption correction: multi-scan (SHELXTL; Sheldrick 2008) | 1562 reflections with I > 2σ(I) |
Tmin = 0.106, Tmax = 0.355 | Rint = 0.063 |
9374 measured reflections |
R[F2 > 2σ(F2)] = 0.035 | 0 restraints |
wR(F2) = 0.092 | H-atom parameters constrained |
S = 1.07 | Δρmax = 2.22 e Å−3 |
1760 reflections | Δρmin = −1.51 e Å−3 |
102 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
Hg1 | 0.04378 (5) | 0.284473 (18) | 0.188615 (12) | 0.03063 (19) | |
Cl1 | 0.0758 (3) | 0.43434 (12) | 0.15855 (8) | 0.0366 (4) | |
Cl2 | 0.0860 (3) | 0.26914 (14) | 0.30526 (7) | 0.0327 (4) | |
S1 | 0.1319 (3) | 0.13004 (11) | 0.15897 (7) | 0.0284 (4) | |
C1 | 0.0764 (12) | 0.1286 (5) | 0.0799 (3) | 0.0282 (15) | |
C2 | −0.1212 (14) | 0.1616 (5) | 0.0562 (3) | 0.0353 (16) | |
H2 | −0.2335 | 0.1856 | 0.0820 | 0.042* | |
C3 | −0.1532 (14) | 0.1592 (5) | −0.0055 (3) | 0.0405 (18) | |
H3 | −0.2899 | 0.1802 | −0.0223 | 0.049* | |
C4 | 0.0143 (15) | 0.1260 (6) | −0.0432 (4) | 0.045 (2) | |
H4 | −0.0072 | 0.1256 | −0.0857 | 0.054* | |
C5 | 0.2088 (15) | 0.0941 (5) | −0.0191 (3) | 0.0417 (19) | |
H5 | 0.3216 | 0.0711 | −0.0451 | 0.050* | |
C6 | 0.2443 (13) | 0.0948 (4) | 0.0425 (3) | 0.0343 (15) | |
H6 | 0.3804 | 0.0728 | 0.0591 | 0.041* | |
C7 | −0.0891 (15) | 0.0613 (6) | 0.1887 (3) | 0.0371 (18) | |
H11A | −0.2345 | 0.0881 | 0.1787 | 0.056* | |
H11B | −0.0737 | 0.0570 | 0.2327 | 0.056* | |
H11C | −0.0796 | 0.0013 | 0.1709 | 0.056* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Hg1 | 0.0363 (3) | 0.0265 (2) | 0.0291 (2) | −0.00098 (11) | −0.00083 (10) | −0.00019 (10) |
Cl1 | 0.0428 (10) | 0.0268 (9) | 0.0401 (10) | −0.0015 (7) | 0.0006 (8) | 0.0041 (7) |
Cl2 | 0.0319 (8) | 0.0446 (10) | 0.0217 (8) | 0.0000 (8) | −0.0009 (6) | 0.0017 (7) |
S1 | 0.0325 (9) | 0.0279 (8) | 0.0247 (8) | 0.0024 (7) | −0.0007 (7) | −0.0011 (6) |
C1 | 0.035 (4) | 0.028 (3) | 0.021 (3) | −0.003 (3) | 0.001 (3) | 0.002 (3) |
C2 | 0.048 (4) | 0.028 (4) | 0.030 (4) | 0.005 (3) | −0.002 (3) | −0.004 (3) |
C3 | 0.052 (5) | 0.038 (4) | 0.031 (4) | −0.003 (4) | −0.003 (3) | 0.000 (3) |
C4 | 0.067 (5) | 0.042 (4) | 0.024 (4) | −0.013 (4) | −0.003 (4) | 0.001 (3) |
C5 | 0.058 (5) | 0.039 (4) | 0.029 (4) | −0.002 (4) | 0.009 (4) | −0.004 (3) |
C6 | 0.043 (4) | 0.028 (3) | 0.033 (4) | 0.002 (3) | 0.006 (3) | −0.002 (3) |
C7 | 0.046 (4) | 0.030 (4) | 0.036 (4) | −0.011 (4) | 0.002 (3) | 0.003 (3) |
Hg1—Cl1 | 2.3429 (18) | C3—C4 | 1.392 (12) |
Hg1—S1 | 2.4548 (17) | C3—H3 | 0.9500 |
Hg1—Cl2 | 2.6050 (17) | C4—C5 | 1.362 (12) |
Hg1—Cl2i | 2.742 (2) | C4—H4 | 0.9500 |
Cl2—Hg1ii | 2.742 (2) | C5—C6 | 1.381 (10) |
S1—C1 | 1.782 (7) | C5—H5 | 0.9500 |
S1—C7 | 1.795 (8) | C6—H6 | 0.9500 |
C1—C2 | 1.381 (10) | C7—H11A | 0.9800 |
C1—C6 | 1.393 (10) | C7—H11B | 0.9800 |
C2—C3 | 1.380 (10) | C7—H11C | 0.9800 |
C2—H2 | 0.9500 | ||
Cl1—Hg1—S1 | 143.53 (7) | C2—C3—H3 | 119.9 |
Cl1—Hg1—Cl2 | 110.97 (7) | C4—C3—H3 | 119.9 |
S1—Hg1—Cl2 | 99.31 (6) | C5—C4—C3 | 120.1 (7) |
Cl1—Hg1—Cl2i | 100.08 (6) | C5—C4—H4 | 120.0 |
S1—Hg1—Cl2i | 98.49 (6) | C3—C4—H4 | 120.0 |
Cl2—Hg1—Cl2i | 92.28 (5) | C4—C5—C6 | 120.9 (7) |
Hg1—Cl2—Hg1ii | 97.92 (6) | C4—C5—H5 | 119.5 |
C1—S1—C7 | 102.5 (3) | C6—C5—H5 | 119.5 |
C1—S1—Hg1 | 103.6 (2) | C5—C6—C1 | 118.6 (7) |
C7—S1—Hg1 | 106.4 (3) | C5—C6—H6 | 120.7 |
C2—C1—C6 | 121.1 (6) | C1—C6—H6 | 120.7 |
C2—C1—S1 | 121.8 (5) | S1—C7—H11A | 109.5 |
C6—C1—S1 | 117.0 (5) | S1—C7—H11B | 109.5 |
C3—C2—C1 | 119.0 (7) | H11A—C7—H11B | 109.5 |
C3—C2—H2 | 120.5 | S1—C7—H11C | 109.5 |
C1—C2—H2 | 120.5 | H11A—C7—H11C | 109.5 |
C2—C3—C4 | 120.2 (8) | H11B—C7—H11C | 109.5 |
Cl1—Hg1—Cl2—Hg1ii | −77.75 (8) | C7—S1—C1—C6 | −120.4 (6) |
S1—Hg1—Cl2—Hg1ii | 81.56 (7) | Hg1—S1—C1—C6 | 129.1 (5) |
Cl2i—Hg1—Cl2—Hg1ii | −179.453 (9) | C6—C1—C2—C3 | 1.3 (11) |
Cl1—Hg1—S1—C1 | −40.3 (3) | S1—C1—C2—C3 | 179.5 (6) |
Cl2—Hg1—S1—C1 | 173.5 (2) | C1—C2—C3—C4 | −1.6 (11) |
Cl2i—Hg1—S1—C1 | 79.7 (2) | C2—C3—C4—C5 | 1.3 (12) |
Cl1—Hg1—S1—C7 | −147.9 (3) | C3—C4—C5—C6 | −0.6 (12) |
Cl2—Hg1—S1—C7 | 65.8 (3) | C4—C5—C6—C1 | 0.3 (11) |
Cl2i—Hg1—S1—C7 | −28.0 (3) | C2—C1—C6—C5 | −0.6 (10) |
C7—S1—C1—C2 | 61.4 (7) | S1—C1—C6—C5 | −178.9 (5) |
Hg1—S1—C1—C2 | −49.2 (6) |
Symmetry codes: (i) x−1/2, y, −z+1/2; (ii) x+1/2, y, −z+1/2. |
Experimental details
Crystal data | |
Chemical formula | [HgCl2(C7H8S)] |
Mr | 395.68 |
Crystal system, space group | Orthorhombic, Pbca |
Temperature (K) | 150 |
a, b, c (Å) | 5.9616 (12), 14.935 (3), 22.142 (4) |
V (Å3) | 1971.4 (7) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 16.30 |
Crystal size (mm) | 0.25 × 0.10 × 0.08 |
Data collection | |
Diffractometer | Bruker–Nonius KappaCCD diffractometer |
Absorption correction | Multi-scan (SHELXTL; Sheldrick 2008) |
Tmin, Tmax | 0.106, 0.355 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 9374, 1760, 1562 |
Rint | 0.063 |
(sin θ/λ)max (Å−1) | 0.606 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.035, 0.092, 1.07 |
No. of reflections | 1760 |
No. of parameters | 102 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 2.22, −1.51 |
Computer programs: COLLECT (Nonius, 1998), DENZO-SMN (Otwinowski & Minor, 1997), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg & Berndt, 1999), WinGX (Farrugia, 1999).
Hg1—Cl1 | 2.3429 (18) | Hg1—Cl2 | 2.6050 (17) |
Hg1—S1 | 2.4548 (17) | Hg1—Cl2i | 2.742 (2) |
Symmetry code: (i) x−1/2, y, −z+1/2. |
Acknowledgements
Financial support from the Academy of Finland is gratefully acknowledged.
References
Brandenburg, K. & Berndt, M. (1999). DIAMOND. Crystal Impact GmbH, Bonn, Germany. Google Scholar
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837–838. CrossRef CAS IUCr Journals Google Scholar
Nonius (1998). COLLECT. Nonius BV, Delft, The Netherlands. Google Scholar
Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307–326. London: Academic Press. Google Scholar
Peindy, H. N., Guyon, F., Knorr, M. & Strohmann, C. (2005). Z. Anorg. Allg. Chem., 631, 2397–2400. Web of Science CSD CrossRef CAS Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
Crystals of [HgCl2(MeSPh)]n (I) were isolated from the reaction of MeSPh with HgCl2 in EtOH. The asymmetric unit of I consists of one Hg atom, MeSPh ligand and two chlorine atoms. The mercury(II) atom has distorted tetrahedral geometry and is coordinated to one sulfur atom and three chlorine atoms. Two of the chlorine atoms act as bridging ligands between the mercury atoms forming a two-dimensional polymeric structure. The Hg - Cl bond lenghts are 2.6050 (17) and 2.742 (2) Å for the bridging chlorines and 2.3429 (18) Å for the terminal chlorine, The Hg - S bond length is 2.4548 (17) Å. The bond parameters can be compared to those in [{PhS(CH2)SPh}Hg2Cl4]n where Hg atom has a similar coordination environment (Peindy et al. (2005)]