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

Zhang, J.-H.; Ma, C.-L.; Zhang, R.-F.; Wang, H.-Z.; Fu, G.-J.

doi:10.1107/S1600536809051721

metal-organic compounds

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ISSN: 2056-9890

Volume 66| Part 1| January 2010| Page m15

doi:10.1107/S1600536809051721

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

Jun-Hong Zhang,^a,^b Chun-Lin Ma,^b Ru-Fen Zhang,^b Hai-Zeng Wang ^a ^* and Guo-Jia Fu ^b

^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 ); Wang et al. (2007 ).

Experimental

Crystal data

[Na(C₃H₃N₂S₃)(H₂O)₂]
M_r = 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 ) T_min = 0.739, T_max = 0.886
2256 measured reflections
862 independent reflections
728 reflections with I > 2σ(I)
R_int = 0.017

Refinement

R[F² > 2σ(F²)] = 0.024
wR(F²) = 0.064
S = 1.07
862 reflections
64 parameters
H-atom parameters constrained
Δρ_max = 0.28 e Å⁻³
Δρ_min = −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 ); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; 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.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809051721/ci2968sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809051721/ci2968Isup2.hkl

checkCIF report

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.

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

	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].
	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
M_r = 222.28	D_x = 1.644 Mg m⁻³
Monoclinic, P2₁/m	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yb	Cell parameters from 1437 reflections
a = 7.5794 (8) Å	θ = 2.4–27.9°
b = 6.9736 (6) Å	µ = 0.83 mm⁻¹
c = 8.6879 (12) Å	T = 298 K
β = 102.027 (1)°	Block, colourless
V = 449.13 (9) Å³	0.39 × 0.27 × 0.15 mm
Z = 2

Data collection top

Siemens SMART CCD area-detector diffractometer	862 independent reflections
Radiation source: fine-focus sealed tube	728 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.017
ϕ and ω scans	θ_max = 25.0°, θ_min = 2.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −7→9
T_min = 0.739, T_max = 0.886	k = −8→8
2256 measured reflections	l = −10→10

Refinement top

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)] = 0.024	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.064	H-atom parameters constrained
S = 1.07	w = 1/[σ²(F_o²) + (0.027P)² + 0.2249P] where P = (F_o² + 2F_c²)/3
862 reflections	(Δ/σ)_max = 0.001
64 parameters	Δρ_max = 0.28 e Å⁻³
0 restraints	Δρ_min = −0.21 e Å⁻³

Crystal data top

[Na(C₃H₃N₂S₃)(H₂O)₂]	V = 449.13 (9) Å³
M_r = 222.28	Z = 2
Monoclinic, P2₁/m	Mo Kα radiation
a = 7.5794 (8) Å	µ = 0.83 mm⁻¹
b = 6.9736 (6) Å	T = 298 K
c = 8.6879 (12) Å	0.39 × 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)
T_min = 0.739, T_max = 0.886	R_int = 0.017
2256 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.024	0 restraints
wR(F²) = 0.064	H-atom parameters constrained
S = 1.07	Δρ_max = 0.28 e Å⁻³
862 reflections	Δρ_min = −0.21 e Å⁻³
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

	x	y	z	U_iso*/U_eq	Occ. (<1)
Na1	0.07064 (15)	0.2500	0.93636 (13)	0.0400 (3)
N1	0.1651 (3)	0.2500	0.4084 (3)	0.0339 (5)
N2	0.1364 (3)	0.2500	0.6700 (2)	0.0291 (5)
O1	0.16585 (17)	−0.0019 (2)	1.13259 (15)	0.0413 (4)
H1A	0.1666	0.0502	1.2212	0.050*
H1B	0.2701	−0.0493	1.1374	0.050*
S1	0.37894 (9)	0.2500	0.51077 (9)	0.0386 (2)
S2	−0.17326 (9)	0.2500	0.46612 (9)	0.0378 (2)
S3	0.46031 (10)	0.2500	0.86933 (9)	0.0448 (2)
C1	0.0626 (3)	0.2500	0.5131 (3)	0.0283 (6)
C2	0.3165 (3)	0.2500	0.6910 (3)	0.0310 (6)
C3	−0.2220 (4)	0.2500	0.2548 (3)	0.0470 (8)
H3A	−0.3503	0.2500	0.2163	0.071*
H3B	−0.1709	0.1376	0.2175	0.071*	0.50
H3C	−0.1709	0.3624	0.2175	0.071*	0.50

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Na1	0.0488 (7)	0.0382 (7)	0.0350 (6)	0.000	0.0134 (5)	0.000
N1	0.0315 (12)	0.0391 (14)	0.0321 (13)	0.000	0.0085 (10)	0.000
N2	0.0261 (11)	0.0318 (12)	0.0302 (12)	0.000	0.0074 (9)	0.000
O1	0.0393 (8)	0.0461 (9)	0.0374 (8)	0.0029 (6)	0.0054 (6)	−0.0041 (7)
S1	0.0274 (4)	0.0514 (5)	0.0394 (4)	0.000	0.0122 (3)	0.000
S2	0.0256 (4)	0.0444 (5)	0.0423 (4)	0.000	0.0043 (3)	0.000
S3	0.0319 (4)	0.0626 (6)	0.0364 (4)	0.000	−0.0009 (3)	0.000
C1	0.0286 (13)	0.0214 (13)	0.0350 (15)	0.000	0.0067 (11)	0.000
C2	0.0280 (13)	0.0295 (15)	0.0358 (15)	0.000	0.0070 (11)	0.000
C3	0.0439 (17)	0.0468 (19)	0.0426 (18)	0.000	−0.0088 (14)	0.000

Geometric parameters (Å, º) top

Na1—O1ⁱ	2.4493 (16)	N2—C1	1.361 (3)
Na1—O1	2.4493 (16)	O1—Na1ⁱⁱ	2.4736 (16)
Na1—N2	2.467 (2)	O1—H1A	0.85
Na1—O1ⁱⁱ	2.4736 (16)	O1—H1B	0.85
Na1—O1ⁱⁱⁱ	2.4736 (16)	S1—C2	1.727 (3)
Na1—S3	3.1271 (14)	S2—C1	1.749 (3)
Na1—Na1ⁱⁱ	3.8756 (10)	S2—C3	1.796 (3)
Na1—Na1^iv	3.8756 (10)	S3—C2	1.698 (3)
N1—C1	1.314 (3)	C3—H3A	0.96
N1—S1	1.679 (2)	C3—H3B	0.96
N2—C2	1.340 (3)	C3—H3C	0.96

O1ⁱ—Na1—O1	91.62 (8)	Na1ⁱⁱ—Na1—Na1^iv	128.23 (6)
O1ⁱ—Na1—N2	124.42 (5)	C1—N1—S1	106.14 (18)
O1—Na1—N2	124.42 (5)	C2—N2—C1	109.3 (2)
O1ⁱ—Na1—O1ⁱⁱ	139.79 (5)	C2—N2—Na1	105.76 (16)
O1—Na1—O1ⁱⁱ	76.14 (5)	C1—N2—Na1	144.92 (16)
N2—Na1—O1ⁱⁱ	92.90 (6)	Na1—O1—Na1ⁱⁱ	103.86 (5)
O1ⁱ—Na1—O1ⁱⁱⁱ	76.14 (5)	Na1—O1—H1A	105.7
O1—Na1—O1ⁱⁱⁱ	139.79 (5)	Na1ⁱⁱ—O1—H1A	112.7
N2—Na1—O1ⁱⁱⁱ	92.90 (6)	Na1—O1—H1B	116.7
O1ⁱⁱ—Na1—O1ⁱⁱⁱ	88.79 (7)	Na1ⁱⁱ—O1—H1B	111.0
O1ⁱ—Na1—S3	88.68 (4)	H1A—O1—H1B	106.9
O1—Na1—S3	88.68 (4)	N1—S1—C2	93.66 (12)
N2—Na1—S3	56.09 (5)	C1—S2—C3	102.79 (14)
O1ⁱⁱ—Na1—S3	128.30 (4)	C2—S3—Na1	73.65 (9)
O1ⁱⁱⁱ—Na1—S3	128.30 (4)	N1—C1—N2	121.0 (2)
O1ⁱ—Na1—Na1ⁱⁱ	120.36 (6)	N1—C1—S2	124.2 (2)
O1—Na1—Na1ⁱⁱ	38.29 (3)	N2—C1—S2	114.86 (18)
N2—Na1—Na1ⁱⁱ	112.92 (3)	N2—C2—S3	124.5 (2)
O1ⁱⁱ—Na1—Na1ⁱⁱ	37.85 (3)	N2—C2—S1	109.90 (19)
O1ⁱⁱⁱ—Na1—Na1ⁱⁱ	117.98 (6)	S3—C2—S1	125.60 (16)
S3—Na1—Na1ⁱⁱ	112.39 (3)	S2—C3—H3A	109.5
O1ⁱ—Na1—Na1^iv	38.29 (3)	S2—C3—H3B	109.5
O1—Na1—Na1^iv	120.36 (6)	H3A—C3—H3B	109.5
N2—Na1—Na1^iv	112.92 (3)	S2—C3—H3C	109.5
O1ⁱⁱ—Na1—Na1^iv	117.98 (6)	H3A—C3—H3C	109.5
O1ⁱⁱⁱ—Na1—Na1^iv	37.85 (4)	H3B—C3—H3C	109.5
S3—Na1—Na1^iv	112.39 (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]
M_r	222.28
Crystal system, space group	Monoclinic, P2₁/m
Temperature (K)	298
a, b, c (Å)	7.5794 (8), 6.9736 (6), 8.6879 (12)
β (°)	102.027 (1)
V (Å³)	449.13 (9)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.83
Crystal size (mm)	0.39 × 0.27 × 0.15

Data collection
Diffractometer	Siemens SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.739, 0.886
No. of measured, independent and observed [I > 2σ(I)] reflections	2256, 862, 728
R_int	0.017
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.024, 0.064, 1.07
No. of reflections	862
No. of parameters	64
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	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—O1ⁱ	2.4493 (16)	Na1—O1ⁱⁱ	2.4736 (16)
Na1—O1	2.4493 (16)	Na1—O1ⁱⁱⁱ	2.4736 (16)
Na1—N2	2.467 (2)	Na1—S3	3.1271 (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

Guo, M.-L. (2004). Acta Cryst. E60, m1684–m1685. Web of Science CSD CrossRef IUCr Journals Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Siemens (1996). SMART and SAINT. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Google Scholar
Wang, 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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