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catena-Poly[[(3-methyl­sulfanyl-1,2,4-thia­diazole-5-thiol­ato)sodium]di-μ-aqua-κ4O:O]

aCollege of Chemistry and Chemical Engineering, Ocean University of China, Qingdao 266100, Shandong, People's Republic of China, and bCollege of Chemistry and Chemical Engineering, Liaocheng University, Shandong 252059, People's Republic of China
*Correspondence e-mail: zhangjunhong@lcu.edu.cn

(Received 17 November 2009; accepted 1 December 2009; online 4 December 2009)

The crystal structure of the title compound, [Na(C3H3N2S3)(H2O)2]n, features polymeric chains made up of O⋯O edge-shared NaSN(H2O)4 units running along the b axis. The Na+ ion and all non-H atoms of the thia­diazole ligand lie on a mirror plane.

Related literature

For related structures, see: Guo (2004[Guo, M.-L. (2004). Acta Cryst. E60, m1684-m1685.]); Wang et al. (2007[Wang, X.-H., Hu, M.-C. & Yang, Z.-Q. (2007). Acta Cryst. E63, m1527-m1529.]).

[Scheme 1]

Experimental

Crystal data
  • [Na(C3H3N2S3)(H2O)2]

  • Mr = 222.28

  • Monoclinic, P 21 /m

  • a = 7.5794 (8) Å

  • b = 6.9736 (6) Å

  • c = 8.6879 (12) Å

  • β = 102.027 (1)°

  • V = 449.13 (9) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 0.83 mm−1

  • T = 298 K

  • 0.39 × 0.27 × 0.15 mm

Data collection
  • Siemens SMART CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.739, Tmax = 0.886

  • 2256 measured reflections

  • 862 independent reflections

  • 728 reflections with I > 2σ(I)

  • Rint = 0.017

Refinement
  • R[F2 > 2σ(F2)] = 0.024

  • wR(F2) = 0.064

  • S = 1.07

  • 862 reflections

  • 64 parameters

  • H-atom parameters constrained

  • Δρmax = 0.28 e Å−3

  • Δρmin = −0.21 e Å−3

Table 1
Selected bond lengths (Å)

Na1—O1 2.4493 (16)
Na1—N2 2.467 (2)
Na1—O1i 2.4736 (16)
Na1—S3 3.1271 (14)
Symmetry code: (i) -x, -y, -z+2.

Data collection: SMART (Siemens, 1996[Siemens (1996). SMART and SAINT. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Siemens, 1996[Siemens (1996). SMART and SAINT. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; 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: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL.

Supporting information


Comment top

In the title compound (Fig.1), each Na+ ion has a six-coordinate environment formed by a S atom and a N atom of the 3-methylsulfanyl-1,2,4-thiadiazole-5-thiolate ligand, and four bridging water O atoms O1, O1A, O1B and O1C. The adjacent NaSNO4 units share O1···O1A and O1B···O1C edges, producing chains running along the b axis (Fig. 2). Similar chains were found in the crystal structure of sodium carboxynitrobenzoate tetrahydrate (Guo, 2004). The Na—O [2.4493 (16) and 2.4736 (16) Å], Na—S [3.1271 (14) Å] and Na—N [2.467 (2) Å] distances are comparable to those observed in a related structure (Wang et al., 2007).

Related literature top

For related structures, see: Guo et al. (2004); Wang et al. (2007).

Experimental top

To a solution of 3-methylmercapto-5-mercapto-1,2,4-thiadiazole (10 mmol) in 60 ml of doubly-distilled water, a solution of an equimolar amount (10 mmol) of sodium hydroxide in 40 ml of doubly-distilled water was added dropwise at room temperature. After vigorous stirring for 6 h, the resulting mixture was evaporated in vacuo to a volume of about 20 ml and filtered hot. The filtrate was then set aside for crystallization at room temperature. Two weeks later, colourless single crystals suitable for X-ray diffraction were obtained.

Refinement top

H atoms of the water molecules were initially located a difference Fourier map and later refined using a riding model with O-H = 0.85Å and Uiso(H) = 0.05 Å2. C-bound H atoms were positioned geometrically and treated as riding on their parent atoms with C-H = 0.96 Å and Uiso(H) = 1.5Ueq(C).

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. The coordination environment around the Na+ ion. Displacement ellipsoids are drawn at the 30% probability level. [Symmetry codes: (A) -x, -y, 2-z; (B) x, 1/2-y, z; (C) -x, 1/2+y, 2-z].
[Figure 2] Fig. 2. Part of the polymeric chain parallel to the b axis. H atoms have been omitted for clarity.
catena-Poly[[(3-methylsulfanyl-1,2,4-thiadiazole-5-thiolato)sodium]di- µ-aqua-κ4O:O] top
Crystal data top
[Na(C3H3N2S3)(H2O)2]F(000) = 228
Mr = 222.28Dx = 1.644 Mg m3
Monoclinic, P21/mMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybCell parameters from 1437 reflections
a = 7.5794 (8) Åθ = 2.4–27.9°
b = 6.9736 (6) ŵ = 0.83 mm1
c = 8.6879 (12) ÅT = 298 K
β = 102.027 (1)°Block, colourless
V = 449.13 (9) Å30.39 × 0.27 × 0.15 mm
Z = 2
Data collection top
Siemens SMART CCD area-detector
diffractometer
862 independent reflections
Radiation source: fine-focus sealed tube728 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.017
ϕ and ω scansθmax = 25.0°, θmin = 2.4°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 79
Tmin = 0.739, Tmax = 0.886k = 88
2256 measured reflectionsl = 1010
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.024Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.064H-atom parameters constrained
S = 1.07 w = 1/[σ2(Fo2) + (0.027P)2 + 0.2249P]
where P = (Fo2 + 2Fc2)/3
862 reflections(Δ/σ)max = 0.001
64 parametersΔρmax = 0.28 e Å3
0 restraintsΔρmin = 0.21 e Å3
Crystal data top
[Na(C3H3N2S3)(H2O)2]V = 449.13 (9) Å3
Mr = 222.28Z = 2
Monoclinic, P21/mMo Kα radiation
a = 7.5794 (8) ŵ = 0.83 mm1
b = 6.9736 (6) ÅT = 298 K
c = 8.6879 (12) Å0.39 × 0.27 × 0.15 mm
β = 102.027 (1)°
Data collection top
Siemens SMART CCD area-detector
diffractometer
862 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
728 reflections with I > 2σ(I)
Tmin = 0.739, Tmax = 0.886Rint = 0.017
2256 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0240 restraints
wR(F2) = 0.064H-atom parameters constrained
S = 1.07Δρmax = 0.28 e Å3
862 reflectionsΔρmin = 0.21 e Å3
64 parameters
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Na10.07064 (15)0.25000.93636 (13)0.0400 (3)
N10.1651 (3)0.25000.4084 (3)0.0339 (5)
N20.1364 (3)0.25000.6700 (2)0.0291 (5)
O10.16585 (17)0.0019 (2)1.13259 (15)0.0413 (4)
H1A0.16660.05021.22120.050*
H1B0.27010.04931.13740.050*
S10.37894 (9)0.25000.51077 (9)0.0386 (2)
S20.17326 (9)0.25000.46612 (9)0.0378 (2)
S30.46031 (10)0.25000.86933 (9)0.0448 (2)
C10.0626 (3)0.25000.5131 (3)0.0283 (6)
C20.3165 (3)0.25000.6910 (3)0.0310 (6)
C30.2220 (4)0.25000.2548 (3)0.0470 (8)
H3A0.35030.25000.21630.071*
H3B0.17090.13760.21750.071*0.50
H3C0.17090.36240.21750.071*0.50
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Na10.0488 (7)0.0382 (7)0.0350 (6)0.0000.0134 (5)0.000
N10.0315 (12)0.0391 (14)0.0321 (13)0.0000.0085 (10)0.000
N20.0261 (11)0.0318 (12)0.0302 (12)0.0000.0074 (9)0.000
O10.0393 (8)0.0461 (9)0.0374 (8)0.0029 (6)0.0054 (6)0.0041 (7)
S10.0274 (4)0.0514 (5)0.0394 (4)0.0000.0122 (3)0.000
S20.0256 (4)0.0444 (5)0.0423 (4)0.0000.0043 (3)0.000
S30.0319 (4)0.0626 (6)0.0364 (4)0.0000.0009 (3)0.000
C10.0286 (13)0.0214 (13)0.0350 (15)0.0000.0067 (11)0.000
C20.0280 (13)0.0295 (15)0.0358 (15)0.0000.0070 (11)0.000
C30.0439 (17)0.0468 (19)0.0426 (18)0.0000.0088 (14)0.000
Geometric parameters (Å, º) top
Na1—O1i2.4493 (16)N2—C11.361 (3)
Na1—O12.4493 (16)O1—Na1ii2.4736 (16)
Na1—N22.467 (2)O1—H1A0.85
Na1—O1ii2.4736 (16)O1—H1B0.85
Na1—O1iii2.4736 (16)S1—C21.727 (3)
Na1—S33.1271 (14)S2—C11.749 (3)
Na1—Na1ii3.8756 (10)S2—C31.796 (3)
Na1—Na1iv3.8756 (10)S3—C21.698 (3)
N1—C11.314 (3)C3—H3A0.96
N1—S11.679 (2)C3—H3B0.96
N2—C21.340 (3)C3—H3C0.96
O1i—Na1—O191.62 (8)Na1ii—Na1—Na1iv128.23 (6)
O1i—Na1—N2124.42 (5)C1—N1—S1106.14 (18)
O1—Na1—N2124.42 (5)C2—N2—C1109.3 (2)
O1i—Na1—O1ii139.79 (5)C2—N2—Na1105.76 (16)
O1—Na1—O1ii76.14 (5)C1—N2—Na1144.92 (16)
N2—Na1—O1ii92.90 (6)Na1—O1—Na1ii103.86 (5)
O1i—Na1—O1iii76.14 (5)Na1—O1—H1A105.7
O1—Na1—O1iii139.79 (5)Na1ii—O1—H1A112.7
N2—Na1—O1iii92.90 (6)Na1—O1—H1B116.7
O1ii—Na1—O1iii88.79 (7)Na1ii—O1—H1B111.0
O1i—Na1—S388.68 (4)H1A—O1—H1B106.9
O1—Na1—S388.68 (4)N1—S1—C293.66 (12)
N2—Na1—S356.09 (5)C1—S2—C3102.79 (14)
O1ii—Na1—S3128.30 (4)C2—S3—Na173.65 (9)
O1iii—Na1—S3128.30 (4)N1—C1—N2121.0 (2)
O1i—Na1—Na1ii120.36 (6)N1—C1—S2124.2 (2)
O1—Na1—Na1ii38.29 (3)N2—C1—S2114.86 (18)
N2—Na1—Na1ii112.92 (3)N2—C2—S3124.5 (2)
O1ii—Na1—Na1ii37.85 (3)N2—C2—S1109.90 (19)
O1iii—Na1—Na1ii117.98 (6)S3—C2—S1125.60 (16)
S3—Na1—Na1ii112.39 (3)S2—C3—H3A109.5
O1i—Na1—Na1iv38.29 (3)S2—C3—H3B109.5
O1—Na1—Na1iv120.36 (6)H3A—C3—H3B109.5
N2—Na1—Na1iv112.92 (3)S2—C3—H3C109.5
O1ii—Na1—Na1iv117.98 (6)H3A—C3—H3C109.5
O1iii—Na1—Na1iv37.85 (4)H3B—C3—H3C109.5
S3—Na1—Na1iv112.39 (3)
Symmetry codes: (i) x, y+1/2, z; (ii) x, y, z+2; (iii) x, y+1/2, z+2; (iv) x, y+1, z+2.

Experimental details

Crystal data
Chemical formula[Na(C3H3N2S3)(H2O)2]
Mr222.28
Crystal system, space groupMonoclinic, P21/m
Temperature (K)298
a, b, c (Å)7.5794 (8), 6.9736 (6), 8.6879 (12)
β (°) 102.027 (1)
V3)449.13 (9)
Z2
Radiation typeMo Kα
µ (mm1)0.83
Crystal size (mm)0.39 × 0.27 × 0.15
Data collection
DiffractometerSiemens SMART CCD area-detector
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.739, 0.886
No. of measured, independent and
observed [I > 2σ(I)] reflections
2256, 862, 728
Rint0.017
(sin θ/λ)max1)0.595
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.024, 0.064, 1.07
No. of reflections862
No. of parameters64
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.28, 0.21

Computer programs: SMART (Siemens, 1996), SAINT (Siemens, 1996), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top
Na1—O1i2.4493 (16)Na1—O1ii2.4736 (16)
Na1—O12.4493 (16)Na1—O1iii2.4736 (16)
Na1—N22.467 (2)Na1—S33.1271 (14)
Symmetry codes: (i) x, y+1/2, z; (ii) x, y, z+2; (iii) x, y+1/2, z+2.
 

Acknowledgements

The authors thank the National Natural Science Foundation of China (grant No. 20741008) and the State Key Laboratory of Crystalline Materials, Liaocheng University, People's Republic of China.

References

First citationGuo, M.-L. (2004). Acta Cryst. E60, m1684–m1685.  Web of Science CSD CrossRef IUCr Journals Google Scholar
First citationSheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.  Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationSiemens (1996). SMART and SAINT. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.  Google Scholar
First citationWang, X.-H., Hu, M.-C. & Yang, Z.-Q. (2007). Acta Cryst. E63, m1527–m1529.  Web of Science CSD CrossRef IUCr Journals Google Scholar

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