Potassium morpholine-4-carbodithio­ate monohydrate

Mafud, A.C.

doi:10.1107/S1600536812029613

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 8| August 2012| Page m1025

https://doi.org/10.1107/S1600536812029613

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Potassium morpholine-4-carbodithioate monohydrate

Ana C. Mafud ^a ^*

^aInstituto de Física de São Carlos, Universidade de São Paulo, Av. Trabalhador Sãocarlense, 400, Caixa Postal 369, 13566-590 São Carlos, SP, Brazil
^*Correspondence e-mail: mafud@usp.br

(Received 30 May 2012; accepted 28 June 2012; online 4 July 2012)

In the ionic title compound, K⁺·C₅H₈NOS₂⁻·H₂O, the morpholine ring of the morpholine-4-carbodithioate anion has a chair conformation. The potassium cation is coordinated by four S and four O atoms in a bipyramidal reversed geometry. In the crystal, the three components are linked, generating infinite two-dimensional networks that lie parallel to the bc plane. These layers are linked via O—H⋯S hydrogen bonds, forming a three-dimensional structure.

Related literature

For the crystal structures of similar compounds, see: Oskarsson et al. (1979 ); Albertsson et al. (1980 ); Ymén (1982 ); Mafud & Gambardella (2011a ,b ); Mafud et al. (2011 ). For puckering parameters, see: Cremer & Pople (1975 ).

Experimental

Crystal data

K⁺·C₅H₈NOS₂⁻·H₂O
M_r = 219.36
Monoclinic, P 2₁ /c
a = 6.7235 (10) Å
b = 17.260 (4) Å
c = 8.1904 (10) Å
β = 108.994 (10)°
V = 898.7 (3) Å³
Z = 4
Mo Kα radiation
μ = 1.01 mm⁻¹
T = 290 K
0.45 × 0.30 × 0.20 mm

Data collection

Enraf–Nonius TurboCAD-4 diffractometer
Absorption correction: refined from ΔF (Walker & Stuart, 1983 ) T_min = 0.512, T_max = 0.818
2779 measured reflections
2618 independent reflections
1615 reflections with I > 2σ(I)
R_int = 0.027
3 standard reflections every 120 min intensity decay: 10%

Refinement

R[F² > 2σ(F²)] = 0.047
wR(F²) = 0.130
S = 1.01
2618 reflections
106 parameters
3 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.50 e Å⁻³
Δρ_min = −0.61 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O2—H1O⋯S1ⁱ	0.86 (4)	2.45 (4)	3.219 (3)	149 (3)
O2—H2O⋯S1ⁱⁱ	0.85 (3)	2.87 (5)	3.462 (3)	129 (4)
Symmetry codes: (i) $[-x-1, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (ii) -x-1, -y, -z+1.

Data collection: CAD-4 EXPRESS (Enraf–Nonius, 1994 ); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995 ); program(s) used to solve structure: SIR92 (Altomare et al., 1994 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ); software used to prepare material for publication: WinGX (Farrugia, 1999 ).

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536812029613/su2446sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536812029613/su2446Isup2.hkl

Supporting information file. DOI: https://doi.org/10.1107/S1600536812029613/su2446Isup3.cml

checkCIF report

Comment top

The title compound, Fig. 1, is composed of a morpholinedithiocarbamate anion in contact with a potassium cation, which in turn is linked with a water molecule of crystallization. The crystal structure of similar compounds, for example Sodium 1-R-carbodithioate dihydrate, have been reported (Oskarsson et al., 1979; Albertsson et al., 1980; Ymén, 1982; Mafud & Gambardella et al., 2011a,b).

The six-membered morpholine ring has a chair conformation with Puckering parameters [Cremer & Pople, 1975)] Q = 0.548 (3) Å, θ = 173,3(3)°, φ2 = 2,6(3,4)°.

In the crystal, a polymeric structure is built by coordination of the potassium cation to four sulfur [K···S = 3.2670 (13) - 3.3797 (14) Å] and four oxygen [K···O = 2.828 (3) - 3.007 (3) Å] atoms, with a bi-pyramidal reversed geometry. This configuration generates close packed layers which remain cohesive in crystal stacking by van der Waals interactions. The distances of these contacts are slightly less than the sum of the van der Waals radii.

The crystal packing gives rise to a supramolecular structure, whose infinite two-dimensional network lies parallel to the bc plane (Fig. 2). These layers are linked via O-H···S hydrogen bonds (Table 1) to form a three-dimensional structure.

Related literature top

For the crystal structures of similar compounds, see: Oskarsson et al. (1979); Albertsson et al. (1980); Ymén (1982); Mafud & Gambardella (2011a,b); Mafud et al. (2011). For puckering parameters, see: Cremer & Pople (1975).

Experimental top

The potassium salts of DTC were prepared by direct reaction between amine and carbon disulfide (CS₂) in the presence of a stoichiometric amount of potassium hydroxide in ethanol/water 1:1 (v:v). The reaction mixture was placed in the freezer for 12 h and then filtered through a Büchner funnel, washed with cold ether and the product recrystallized in an ethanol-water mixture 1:1 (v:v). The obtained solid was recrystallized from ethanol-water 1:1 (v/v) and dried in a vacuum oven at 323 K for 8 h. Colourless crystals, suitable for X-ray diffraction analysis, were obtained. On heating they sublimed and decomposed.

Structure description top

The six-membered morpholine ring has a chair conformation with Puckering parameters [Cremer & Pople, 1975)] Q = 0.548 (3) Å, θ = 173,3(3)°, φ2 = 2,6(3,4)°.

Computing details top

Data collection: CAD-4 EXPRESS (Enraf–Nonius, 1994); cell refinement: CAD-4 EXPRESS (Enraf–Nonius, 1994); data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SIR92 (Altomare et al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures top

	Fig. 1. A view of the molecular structure of the asymmetric unit of the title compound, with the numbering scheme. The displacement ellipsoids are drawn at the 50% probability level.
	Fig. 2. The view along the c axis of the crystal packing of the title compound.

Potassium morpholine-4-carbodithioate monohydrate top

Crystal data top

K⁺·C₅H₈NOS₂⁻·H₂O	F(000) = 456
M_r = 219.36	D_x = 1.621 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 16 reflections
a = 6.7235 (10) Å	θ = 9.8–18.3°
b = 17.260 (4) Å	µ = 1.01 mm⁻¹
c = 8.1904 (10) Å	T = 290 K
β = 108.994 (10)°	Prism, colourless
V = 898.7 (3) Å³	0.45 × 0.3 × 0.2 mm
Z = 4

Data collection top

Enraf–Nonius TurboCAD-4 diffractometer	1615 reflections with I > 2σ(I)
Radiation source: Enraf Nonius FR590	R_int = 0.027
Graphite monochromator	θ_max = 30.0°, θ_min = 2.4°
non–profiled ω/2θ scans	h = −9→8
Absorption correction: part of the refinement model (ΔF) (Walker & Stuart, 1983)	k = 0→24
T_min = 0.512, T_max = 0.818	l = 0→11
2779 measured reflections	3 standard reflections every 120 min
2618 independent reflections	intensity decay: 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)] = 0.047	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.130	H atoms treated by a mixture of independent and constrained refinement
S = 1.01	w = 1/[σ²(F_o²) + (0.0644P)²] where P = (F_o² + 2F_c²)/3
2618 reflections	(Δ/σ)_max < 0.001
106 parameters	Δρ_max = 0.50 e Å⁻³
3 restraints	Δρ_min = −0.61 e Å⁻³

Crystal data top

K⁺·C₅H₈NOS₂⁻·H₂O	V = 898.7 (3) Å³
M_r = 219.36	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 6.7235 (10) Å	µ = 1.01 mm⁻¹
b = 17.260 (4) Å	T = 290 K
c = 8.1904 (10) Å	0.45 × 0.3 × 0.2 mm
β = 108.994 (10)°

Data collection top

Enraf–Nonius TurboCAD-4 diffractometer	1615 reflections with I > 2σ(I)
Absorption correction: part of the refinement model (ΔF) (Walker & Stuart, 1983)	R_int = 0.027
T_min = 0.512, T_max = 0.818	3 standard reflections every 120 min
2779 measured reflections	intensity decay: 10%
2618 independent reflections

Refinement top

R[F² > 2σ(F²)] = 0.047	3 restraints
wR(F²) = 0.130	H atoms treated by a mixture of independent and constrained refinement
S = 1.01	Δρ_max = 0.50 e Å⁻³
2618 reflections	Δρ_min = −0.61 e Å⁻³
106 parameters

Special details top

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles

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
K1	−0.28085 (12)	0.24637 (4)	0.48217 (9)	0.0366 (2)
S1	−0.06278 (13)	−0.16683 (4)	0.69255 (11)	0.0320 (2)
S2	0.36659 (13)	−0.09853 (4)	0.80129 (12)	0.0336 (3)
O1	−0.1501 (4)	0.13219 (12)	0.7743 (3)	0.0366 (7)
O2	−0.5955 (4)	0.27515 (16)	0.1617 (4)	0.0496 (9)
N1	0.0172 (4)	−0.01514 (13)	0.7295 (3)	0.0261 (7)
C1	0.1003 (5)	−0.08662 (15)	0.7399 (4)	0.0240 (8)
C2	0.1460 (5)	0.05521 (16)	0.7583 (4)	0.0293 (9)
C3	0.0660 (5)	0.11438 (18)	0.8574 (4)	0.0334 (10)
C4	−0.2719 (5)	0.06303 (18)	0.7624 (5)	0.0348 (10)
C5	−0.2096 (4)	0.00131 (17)	0.6581 (4)	0.0289 (8)
H1O	−0.682 (6)	0.3070 (18)	0.093 (5)	0.0740*
H2A	0.14220	0.07690	0.64810	0.0350*
H2B	0.29080	0.04230	0.82250	0.0350*
H2O	−0.645 (7)	0.2294 (12)	0.154 (6)	0.0740*
H3A	0.08450	0.09460	0.97230	0.0400*
H3B	0.14850	0.16140	0.86940	0.0400*
H4A	−0.41980	0.07520	0.70910	0.0420*
H4B	−0.25230	0.04350	0.87770	0.0420*
H5A	−0.28850	−0.04570	0.65890	0.0350*
H5B	−0.24380	0.01850	0.53940	0.0350*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
K1	0.0408 (4)	0.0356 (4)	0.0341 (4)	−0.0006 (3)	0.0130 (3)	−0.0026 (3)
S1	0.0383 (4)	0.0207 (3)	0.0366 (4)	−0.0060 (3)	0.0116 (3)	−0.0032 (3)
S2	0.0297 (4)	0.0270 (4)	0.0454 (5)	0.0033 (3)	0.0141 (3)	−0.0004 (3)
O1	0.0370 (12)	0.0220 (10)	0.0551 (15)	0.0040 (9)	0.0210 (11)	−0.0031 (10)
O2	0.0444 (15)	0.0393 (14)	0.0546 (17)	0.0006 (12)	0.0018 (13)	0.0048 (13)
N1	0.0270 (12)	0.0204 (11)	0.0339 (14)	−0.0009 (9)	0.0142 (10)	−0.0035 (10)
C1	0.0313 (14)	0.0203 (13)	0.0231 (14)	−0.0011 (11)	0.0124 (11)	−0.0031 (11)
C2	0.0310 (15)	0.0205 (13)	0.0400 (18)	−0.0044 (11)	0.0164 (14)	−0.0021 (12)
C3	0.0356 (17)	0.0278 (15)	0.0381 (18)	−0.0040 (12)	0.0140 (14)	−0.0072 (13)
C4	0.0326 (16)	0.0267 (15)	0.051 (2)	0.0004 (12)	0.0218 (15)	−0.0025 (14)
C5	0.0267 (14)	0.0255 (14)	0.0349 (16)	−0.0005 (11)	0.0108 (13)	−0.0004 (12)

Geometric parameters (Å, º) top

K1—O1	3.002 (2)	N1—C2	1.465 (4)
K1—O2	2.828 (3)	N1—C1	1.346 (4)
K1—S1ⁱ	3.2670 (13)	N1—C5	1.472 (4)
K1—S2ⁱ	3.3630 (13)	C2—C3	1.508 (4)
K1—S1ⁱⁱ	3.3797 (14)	C4—C5	1.508 (5)
K1—S2ⁱⁱ	3.3708 (13)	C2—H2A	0.9700
K1—O1ⁱⁱⁱ	3.007 (3)	C2—H2B	0.9700
K1—O2^iv	2.967 (3)	C3—H3A	0.9700
S1—C1	1.730 (3)	C3—H3B	0.9700
S2—C1	1.707 (4)	C4—H4A	0.9700
O1—C3	1.423 (4)	C4—H4B	0.9700
O1—C4	1.433 (4)	C5—H5A	0.9700
O2—H2O	0.85 (3)	C5—H5B	0.9700
O2—H1O	0.86 (4)

O1—K1—O2	142.34 (8)	K1^iv—O1—C3	108.72 (17)
S1ⁱ—K1—O1	72.85 (5)	K1^iv—O1—C4	110.7 (2)
S2ⁱ—K1—O1	99.11 (5)	K1—O2—K1ⁱⁱⁱ	89.96 (8)
S1ⁱⁱ—K1—O1	90.44 (6)	K1ⁱⁱⁱ—O2—H2O	100 (3)
S2ⁱⁱ—K1—O1	89.55 (5)	K1—O2—H2O	94 (3)
O1—K1—O1ⁱⁱⁱ	147.70 (8)	H1O—O2—H2O	112 (4)
O1—K1—O2^iv	66.04 (8)	K1—O2—H1O	149 (2)
S1ⁱ—K1—O2	142.49 (6)	K1ⁱⁱⁱ—O2—H1O	101 (3)
S2ⁱ—K1—O2	98.33 (6)	C1—N1—C5	123.9 (3)
S1ⁱⁱ—K1—O2	94.95 (6)	C2—N1—C5	112.7 (2)
S2ⁱⁱ—K1—O2	65.49 (6)	C1—N1—C2	122.6 (3)
O1ⁱⁱⁱ—K1—O2	67.68 (8)	S1—C1—N1	120.0 (3)
O2—K1—O2^iv	92.48 (9)	S2—C1—N1	120.2 (2)
S1ⁱ—K1—S2ⁱ	53.28 (3)	S1—C1—S2	119.81 (16)
S1ⁱ—K1—S1ⁱⁱ	97.59 (3)	N1—C2—C3	110.6 (3)
S1ⁱ—K1—S2ⁱⁱ	145.67 (4)	O1—C3—C2	112.1 (3)
S1ⁱ—K1—O1ⁱⁱⁱ	83.26 (5)	O1—C4—C5	111.7 (3)
S1ⁱ—K1—O2^iv	94.72 (6)	N1—C5—C4	110.7 (3)
S1ⁱⁱ—K1—S2ⁱ	143.59 (3)	N1—C2—H2A	110.00
S2ⁱ—K1—S2ⁱⁱ	161.01 (4)	N1—C2—H2B	109.00
S2ⁱ—K1—O1ⁱⁱⁱ	82.85 (5)	C3—C2—H2A	109.00
S2ⁱ—K1—O2^iv	64.28 (6)	C3—C2—H2B	110.00
S1ⁱⁱ—K1—S2ⁱⁱ	52.27 (3)	H2A—C2—H2B	108.00
S1ⁱⁱ—K1—O1ⁱⁱⁱ	71.17 (5)	O1—C3—H3A	109.00
S1ⁱⁱ—K1—O2^iv	148.77 (6)	O1—C3—H3B	109.00
S2ⁱⁱ—K1—O1ⁱⁱⁱ	98.84 (5)	C2—C3—H3A	109.00
S2ⁱⁱ—K1—O2^iv	104.89 (6)	C2—C3—H3B	109.00
O1ⁱⁱⁱ—K1—O2^iv	139.03 (8)	H3A—C3—H3B	108.00
K1^v—S1—C1	87.47 (11)	O1—C4—H4A	109.00
K1ⁱⁱ—S1—C1	87.09 (11)	O1—C4—H4B	109.00
K1^v—S1—K1ⁱⁱ	76.09 (3)	C5—C4—H4A	109.00
K1^v—S2—C1	84.71 (10)	C5—C4—H4B	109.00
K1ⁱⁱ—S2—C1	87.73 (10)	H4A—C4—H4B	108.00
K1^v—S2—K1ⁱⁱ	74.95 (2)	N1—C5—H5A	110.00
K1—O1—C3	120.77 (19)	N1—C5—H5B	110.00
K1—O1—C4	118.7 (2)	C4—C5—H5A	109.00
K1—O1—K1^iv	85.98 (6)	C4—C5—H5B	109.00
C3—O1—C4	108.9 (2)	H5A—C5—H5B	108.00

O2—K1—O1—C3	142.4 (2)	O2—K1—S1ⁱⁱ—C1ⁱⁱ	−72.98 (12)
O2—K1—O1—C4	3.2 (3)	O2—K1—S1ⁱⁱ—K1ⁱⁱⁱ	15.13 (6)
O2—K1—O1—K1^iv	−108.20 (12)	O1—K1—S2ⁱⁱ—C1ⁱⁱ	−71.26 (12)
S1ⁱ—K1—O1—C3	−54.13 (19)	O1—K1—S2ⁱⁱ—K1ⁱⁱⁱ	−156.39 (6)
S1ⁱ—K1—O1—C4	166.7 (2)	O2—K1—S2ⁱⁱ—C1ⁱⁱ	137.86 (12)
S1ⁱ—K1—O1—K1^iv	55.30 (5)	O2—K1—S2ⁱⁱ—K1ⁱⁱⁱ	52.73 (7)
S2ⁱ—K1—O1—C3	−101.0 (2)	O1—K1—O1ⁱⁱⁱ—K1ⁱⁱⁱ	111.73 (12)
S2ⁱ—K1—O1—C4	119.8 (2)	O1—K1—O1ⁱⁱⁱ—C3ⁱⁱⁱ	−9.5 (2)
S2ⁱ—K1—O1—K1^iv	8.40 (6)	O1—K1—O1ⁱⁱⁱ—C4ⁱⁱⁱ	−129.1 (2)
S1ⁱⁱ—K1—O1—C3	43.7 (2)	O2—K1—O1ⁱⁱⁱ—K1ⁱⁱⁱ	−50.45 (8)
S1ⁱⁱ—K1—O1—C4	−95.5 (2)	O2—K1—O1ⁱⁱⁱ—C3ⁱⁱⁱ	−171.6 (2)
S1ⁱⁱ—K1—O1—K1^iv	153.11 (5)	O2—K1—O1ⁱⁱⁱ—C4ⁱⁱⁱ	68.8 (2)
S2ⁱⁱ—K1—O1—C3	96.0 (2)	O1—K1—O2^iv—K1^iv	52.11 (7)
S2ⁱⁱ—K1—O1—C4	−43.2 (2)	O2—K1—O2^iv—K1^iv	−159.92 (8)
S2ⁱⁱ—K1—O1—K1^iv	−154.62 (6)	K1^v—S1—C1—S2	39.50 (18)
O1ⁱⁱⁱ—K1—O1—C3	−10.0 (3)	K1^v—S1—C1—N1	−140.0 (2)
O1ⁱⁱⁱ—K1—O1—C4	−149.2 (2)	K1ⁱⁱ—S1—C1—S2	−36.69 (18)
O1ⁱⁱⁱ—K1—O1—K1^iv	99.41 (13)	K1ⁱⁱ—S1—C1—N1	143.8 (2)
O2^iv—K1—O1—C3	−157.5 (2)	K1^v—S2—C1—S1	−38.31 (18)
O2^iv—K1—O1—C4	63.4 (2)	K1^v—S2—C1—N1	141.2 (3)
O2^iv—K1—O1—K1^iv	−48.08 (8)	K1ⁱⁱ—S2—C1—S1	36.78 (18)
O1—K1—O2—K1ⁱⁱⁱ	−113.36 (12)	K1ⁱⁱ—S2—C1—N1	−143.7 (2)
S1ⁱ—K1—O2—K1ⁱⁱⁱ	93.11 (11)	K1—O1—C3—C2	−81.8 (3)
S2ⁱ—K1—O2—K1ⁱⁱⁱ	129.81 (6)	C4—O1—C3—C2	60.9 (3)
S1ⁱⁱ—K1—O2—K1ⁱⁱⁱ	−16.20 (6)	K1^iv—O1—C3—C2	−178.43 (19)
S2ⁱⁱ—K1—O2—K1ⁱⁱⁱ	−60.59 (5)	K1—O1—C4—C5	82.8 (3)
O1ⁱⁱⁱ—K1—O2—K1ⁱⁱⁱ	51.11 (7)	C3—O1—C4—C5	−60.7 (3)
O2^iv—K1—O2—K1ⁱⁱⁱ	−165.83 (8)	K1^iv—O1—C4—C5	179.8 (2)
O1—K1—S1ⁱ—C1ⁱ	−136.36 (13)	C2—N1—C1—S1	−176.4 (2)
O1—K1—S1ⁱ—K1^iv	−48.73 (6)	C2—N1—C1—S2	4.1 (4)
O2—K1—S1ⁱ—C1ⁱ	27.08 (16)	C5—N1—C1—S1	−8.1 (4)
O2—K1—S1ⁱ—K1^iv	114.71 (11)	C5—N1—C1—S2	172.4 (2)
O1—K1—S2ⁱ—C1ⁱ	81.34 (12)	C1—N1—C2—C3	−140.7 (3)
O1—K1—S2ⁱ—K1^iv	−7.73 (6)	C5—N1—C2—C3	49.8 (3)
O2—K1—S2ⁱ—C1ⁱ	−132.18 (12)	C1—N1—C5—C4	140.7 (3)
O2—K1—S2ⁱ—K1^iv	138.75 (7)	C2—N1—C5—C4	−50.0 (3)
O1—K1—S1ⁱⁱ—C1ⁱⁱ	69.70 (12)	N1—C2—C3—O1	−55.7 (3)
O1—K1—S1ⁱⁱ—K1ⁱⁱⁱ	157.81 (5)	O1—C4—C5—N1	55.5 (3)

Symmetry codes: (i) −x, y+1/2, −z+3/2; (ii) −x, −y, −z+1; (iii) x, −y+1/2, z−1/2; (iv) x, −y+1/2, z+1/2; (v) −x, y−1/2, −z+3/2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O2—H1O···S1^vi	0.86 (4)	2.45 (4)	3.219 (3)	149 (3)
O2—H2O···S1^vii	0.85 (3)	2.87 (5)	3.462 (3)	129 (4)

Symmetry codes: (vi) −x−1, y+1/2, −z+1/2; (vii) −x−1, −y, −z+1.

Experimental details

Crystal data
Chemical formula	K⁺·C₅H₈NOS₂⁻·H₂O
M_r	219.36
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	290
a, b, c (Å)	6.7235 (10), 17.260 (4), 8.1904 (10)
β (°)	108.994 (10)
V (Å³)	898.7 (3)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.01
Crystal size (mm)	0.45 × 0.3 × 0.2

Data collection
Diffractometer	Enraf–Nonius TurboCAD-4
Absorption correction	Part of the refinement model (ΔF) (Walker & Stuart, 1983)
T_min, T_max	0.512, 0.818
No. of measured, independent and observed [I > 2σ(I)] reflections	2779, 2618, 1615
R_int	0.027
(sin θ/λ)_max (Å⁻¹)	0.703

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.047, 0.130, 1.01
No. of reflections	2618
No. of parameters	106
No. of restraints	3
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.50, −0.61

Computer programs: CAD-4 EXPRESS (Enraf–Nonius, 1994), XCAD4 (Harms & Wocadlo, 1995), SIR92 (Altomare et al., 1994), SHELXL97 (Sheldrick, 2008), ORTEP-3 for Windows (Farrugia, 1997), WinGX (Farrugia, 1999).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O2—H1O···S1ⁱ	0.86 (4)	2.45 (4)	3.219 (3)	149 (3)
O2—H2O···S1ⁱⁱ	0.85 (3)	2.87 (5)	3.462 (3)	129 (4)

Symmetry codes: (i) −x−1, y+1/2, −z+1/2; (ii) −x−1, −y, −z+1.

Acknowledgements

The author is grateful to the CNPq, National Counsel of Technological and Scientific Development, for supporting this study.

References

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