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Volume 68 
Part 4 
Pages m489-m490  
April 2012  

Received 13 January 2012
Accepted 19 March 2012
Online 28 March 2012

Key indicators
Single-crystal X-ray study
T = 123 K
Mean [sigma](C-C) = 0.014 Å
R = 0.032
wR = 0.085
Data-to-parameter ratio = 23.2
Details
Open access

Redetermination of (D-penicillaminato)lead(II)

aDepartment of Chemistry, The University of Calgary, 2500 University Drive NW, Calgary, Alberta, Canada T2N 1N4
Correspondence e-mail: faridehj@ucalgary.ca

In the title coordination polymer, [Pb(C5H9NO2S)]n {systematic name: catena-poly[([mu]-2-amino-3-methyl-3-sulfidobutanoato)lead(II)]}, the D-penicillaminate ligand coordinates to the metal ion in an N,S,O-tridentate mode. The S atom acts as a bridge to two neighbouring PbII ions, thereby forming a double thiolate chain. Moreover, the coordinating carboxylate O atom forms bridges to the PbII ions in the adjacent chain. The overall coordination sphere of the PbII ion can be described as a highly distorted pentagonal bipyramid with a void in the equatorial plane between the long Pb-S bonds probably occupied by the stereochemically active inert electron pair. The amino H atoms form N-H...S and N-H...O hydrogen bonds, resulting in a cluster of four complex units, giving rise to an R44(16) ring lying in the ab plane. The crystal structure of the title compound has been reported previously [Freeman et al. (1974[Freeman, H. C., Stevens, G. N. & Taylor, I. F. J. (1974). Chem. Soc. Chem. Commun. pp. 366-367.]). Chem. Soc. Chem. Commun. pp. 366-367] but the atomic coordinates have not been deposited in the Cambridge Structural Database (refcode DPENPB). Additional details of the hydrogen bonding are presented here.

Related literature

For an earlier characterization of the title compound, see: Freeman et al. (1974[Freeman, H. C., Stevens, G. N. & Taylor, I. F. J. (1974). Chem. Soc. Chem. Commun. pp. 366-367.]). For neurotoxic effects of Pb, see: Needleman (2004[Needleman, H. (2004). Annu. Rev. Med. 55, 209-222.]); Bressler et al. (1999[Bressler, J., Kim, K.-A., Chakraborti, T. & Goldstein, G. (1999). Neurochem. Res. 24, 595-600.]); Godwin (2001[Godwin, H. A. (2001). Curr. Opin. Chem. Biol. 5, 223-227.]). For treatments of lead(II) poisoning, see: Sinicropi et al. (2010)[Sinicropi, M. S., Amantea, D., Caruso, A. & Saturnino, C. (2010). Arch. Toxicol. 84, 501-520.]; Casas & Sordo (2006[Casas, J. S. & Sordo, J. (2006). Lead: Chemistry, Analytical Aspects, Environmental Impact and Health Effects, edited by J.S. Casas & J. Sordo, Amesterdam: Elsevier Science Technology.]). For graph-set notation, see: Bernstein et al. (1994[Bernstein, J., Etter, M. C. & Leiserowitz, L. (1994). Structure Correlation, edited by H. -B. Bürgi & J. D. Dunitz, Vol. 2., pp. 431-507. New York: VCH.]).

[Scheme 1]

Experimental

Crystal data
  • [Pb(C5H9NO2S)]

  • Mr = 354.38

  • Monoclinic, P 21

  • a = 6.251 (4) Å

  • b = 6.179 (3) Å

  • c = 10.259 (6) Å

  • [beta] = 107.72 (2)°

  • V = 377.5 (4) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 22.56 mm-1

  • T = 123 K

  • 0.06 × 0.05 × 0.02 mm

Data collection
  • Nonius KappaCCD diffractometer

  • Absorption correction: multi-scan (SORTAV; Blessing, 1997[Blessing, R. H. (1997). J. Appl. Cryst. 30, 421-426.]) Tmin = 0.345, Tmax = 0.661

  • 6589 measured reflections

  • 2157 independent reflections

  • 2027 reflections with I > 2[sigma](I)

  • Rint = 0.059

Refinement
  • R[F2 > 2[sigma](F2)] = 0.032

  • wR(F2) = 0.085

  • S = 1.09

  • 2157 reflections

  • 93 parameters

  • 1 restraint

  • H-atom parameters constrained

  • [Delta][rho]max = 2.76 e Å-3

  • [Delta][rho]min = -3.17 e Å-3

  • Absolute structure: Flack (1983[Flack, H. D. (1983). Acta Cryst. A39, 876-881.]), 966 Friedel pairs

  • Flack parameter: 0.03 (2)

Table 1
Selected bond lengths (Å)

Pb1-N1 2.444 (9)
Pb1-O1 2.451 (7)
Pb1-S1 2.714 (2)
Pb1-O1i 2.719 (7)
Pb1-S1ii 3.091 (3)
Pb1-S1iii 3.465 (3)
Symmetry codes: (i) [-x+2, y-{\script{1\over 2}}, -z+1]; (ii) [-x+1, y-{\script{1\over 2}}, -z+1]; (iii) [-x+1, y+{\script{1\over 2}}, -z+1].

Table 2
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1B...S1iii 0.92 2.59 3.453 (8) 156
N1-H1A...O2iv 0.92 2.24 3.070 (10) 150
Symmetry codes: (iii) x+1, y, z; (iv) x, y-1, z.

Data collection: COLLECT (Hooft, 1998[Hooft, R. (1998). COLLECT. Nonius B V, Delft, The Netherlands.]); cell refinement: DENZO (Otwinowski & Minor, 1997[Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr. and R. M. Sweet, pp. 307-326. New York: Academic Press.]); data reduction: SCALEPACK (Otwinowski & Minor, 1997[Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr. and R. M. Sweet, pp. 307-326. New York: Academic Press.]); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997[Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.]); software used to prepare material for publication: SHELXL97.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB6608 ).


Acknowledgements

This research was supported by the National Science and Engineering Research Council (NSERC) of Canada, the Canadian Foundation for Innovation (CFI) and the Province of Alberta (Department of Innovation and Science).

References

Bernstein, J., Etter, M. C. & Leiserowitz, L. (1994). Structure Correlation, edited by H. -B. Bürgi & J. D. Dunitz, Vol. 2., pp. 431-507. New York: VCH.
Blessing, R. H. (1997). J. Appl. Cryst. 30, 421-426.  [CrossRef] [ChemPort] [details]
Bressler, J., Kim, K.-A., Chakraborti, T. & Goldstein, G. (1999). Neurochem. Res. 24, 595-600.  [ISI] [CrossRef] [PubMed] [ChemPort]
Casas, J. S. & Sordo, J. (2006). Lead: Chemistry, Analytical Aspects, Environmental Impact and Health Effects, edited by J.S. Casas & J. Sordo, Amesterdam: Elsevier Science Technology.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.  [CrossRef] [details]
Flack, H. D. (1983). Acta Cryst. A39, 876-881.  [CrossRef] [details]
Freeman, H. C., Stevens, G. N. & Taylor, I. F. J. (1974). Chem. Soc. Chem. Commun. pp. 366-367.  [CrossRef]
Godwin, H. A. (2001). Curr. Opin. Chem. Biol. 5, 223-227.  [ISI] [CrossRef] [PubMed] [ChemPort]
Hooft, R. (1998). COLLECT. Nonius B V, Delft, The Netherlands.
Needleman, H. (2004). Annu. Rev. Med. 55, 209-222.  [ISI] [CrossRef] [PubMed] [ChemPort]
Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr. and R. M. Sweet, pp. 307-326. New York: Academic Press.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Sinicropi, M. S., Amantea, D., Caruso, A. & Saturnino, C. (2010). Arch. Toxicol. 84, 501-520.  [ISI] [CrossRef] [ChemPort] [PubMed]


Acta Cryst (2012). E68, m489-m490   [ doi:10.1107/S1600536812011877 ]

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