Potassium N-chloro-o-toluene­sulfonamidate monohydrate

Gowda, B.T.; Foro, S.; Shakuntala, K.

doi:10.1107/S1600536811023555

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 7| July 2011| Page m961

doi:10.1107/S1600536811023555

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Potassium N-chloro-o-toluenesulfonamidate monohydrate

B. Thimme Gowda,^a ^* Sabine Foro ^b and K. Shakuntala ^a

^aDepartment of Chemistry, Mangalore University, Mangalagangotri 574 199, Mangalore, India, and ^bInstitute of Materials Science, Darmstadt University of Technology, Petersenstrasse 23, D-64287 Darmstadt, Germany
^*Correspondence e-mail: gowdabt@yahoo.com

(Received 13 June 2011; accepted 16 June 2011; online 22 June 2011)

In the crystal structure of the title compound, K⁺·C₇H₇ClNO₂S⁻·H₂O, the K⁺ ion is heptacoordinated by two O atoms from water molecules, four sulfonyl O atoms and the Cl atom of the anion. The S—N distance of 1.584 (3) Å is consistent with an S—N double bond. In the crystal, anions are connected by K⁺ cations into layers parallel to the ab plane. The water molecules are coordinated to the K⁺ cations and are additionally linked by intermolecular O—H⋯Cl and O—H⋯N hydrogen bonding.

Related literature

For our studies of the effect of substituents on the structures of N-haloarylsulfonamides, see: Gowda et al. (2009 , 2011a ,b ); and on the oxidative strengths of N-halolarylsulfonamides, see: Gowda & Kumar (2003 ); Usha & Gowda (2006 ). For similar structures, see: George et al. (2000 ); Olmstead & Power (1986 ). For the preparation of the title compound, see: Jyothi & Gowda (2004 ).

Experimental

Crystal data

K⁺·C₇H₇ClNO₂S⁻·H₂O
M_r = 261.76
Orthorhombic, P b c a
a = 11.4968 (9) Å
b = 6.7990 (5) Å
c = 26.883 (2) Å
V = 2101.4 (3) Å³
Z = 8
Mo Kα radiation
μ = 0.94 mm⁻¹
T = 293 K
0.42 × 0.40 × 0.30 mm

Data collection

Oxford Diffraction Xcalibur diffractometer with a Sapphire CCD detector
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2009 $[Oxford Diffraction (2009). CrysAlis CCD and CrysAlis RED. Oxford Diffraction Ltd, Yarnton, England.]$ ) T_min = 0.694, T_max = 0.766
4396 measured reflections
2150 independent reflections
1992 reflections with I > 2σ(I)
R_int = 0.017

Refinement

R[F² > 2σ(F²)] = 0.044
wR(F²) = 0.123
S = 0.92
2150 reflections
134 parameters
4 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.42 e Å⁻³
Δρ_min = −0.59 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H31⋯Cl1ⁱ	0.85 (1)	2.74 (2)	3.568 (3)	166 (4)
O3—H32⋯N1ⁱⁱ	0.85 (1)	2.08 (1)	2.909 (4)	167 (3)
Symmetry codes: (i) $[x+{\script{1\over 2}}, -y+{\script{5\over 2}}, -z]$ ; (ii) -x+1, -y+2, -z.

Data collection: CrysAlis CCD (Oxford Diffraction, 2009 $[Oxford Diffraction (2009). CrysAlis CCD and CrysAlis RED. Oxford Diffraction Ltd, Yarnton, England.]$ ); cell refinement: CrysAlis RED (Oxford Diffraction, 2009 $[Oxford Diffraction (2009). CrysAlis CCD and CrysAlis RED. Oxford Diffraction Ltd, Yarnton, England.]$ ); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009 ); software used to prepare material for publication: SHELXL97.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811023555/nc2234sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811023555/nc2234Isup2.hkl

checkCIF report

Comment top

The crystal structure of the title compound (I) was determined as a part of a project to explore the substituent effects and the effect of replacing sodium ions by potassium ions on the solid state structures of N-halo-arylsulfonamides (Gowda & Kumar, 2003; Usha & Gowda, 2006, Gowda et al., 2009, 2011a,b). The structure resembles those of potassium N, 2-dichloro-benzenesulfonamidate sesquihydrate (II)(Gowda et al., 2011a), potassium N-bromo, o-toluenesulfonamidate sesquihydrate (Gowda et al., 2011b) and sodium N-chloro, o-toluenesulfonamidate sesquihydrate (IV) (Gowda et al., 2009) and other sodium N-chloro-aryl- sulfonamidates (George et al., 2000; Olmstead & Power, 1986).

In the crystal structure of the title compound the K⁺ ion is hepta coordinated by two O atoms from water molecules, four sulfonyl O atoms and one Cl atom of the N-chloro,o-toluenesulfonamidate anions (Fig. 1). This coordination geometry is different from that in II and III, in which the potassium cations are hepta coordinated by three O atoms from water molecules and by four sulfonyl O atoms and and in III, in which the cations are octahedral coordinated.

The S—N distance of 1.584 (3)Å is consistent with an S—N double bond and is in agreement with the observed values of 1.582 (2)Å in II, 1.577 (5)Å in III and 1.590 (2) Å in IV.

The crystal structure comprises sheets parallel to the ab plane (Fig. 2). The molecular packing is additionally stabilized by O—H···Cl and O—H···N hydrogen bonds (Table 1).

Related literature top

For our studies of the effect of substituents on the structures of N-haloarylsulfonamides, see: Gowda et al. (2009, 2011a,b); and on the oxidative strengths of N-halolarylsulfonamides, see: Gowda & Kumar (2003); Usha & Gowda (2006). For similar structures, see: George et al. (2000); Olmstead & Power (1986). For the preparation of the title compound, see: Jyothi & Gowda (2004).

Experimental top

The title compound was prepared by the method similar to that reported in literature (Jyothi & Gowda, 2004). o-Toluenesulfonamide (2 g) was dissolved in hot aqueous solution (70° C) of 5 M KOH (40 ml). The resulting solution was filtered and Chlorine gas was passed through the clear solution of o-toluenesulfonamide in KOH to obtain the title compound. It was filtered under suction, quickly washed with a minimum quantity of ice cold water and dried. The purity of the compound was checked by determining its melting point (155° C). Colourless prisms of the compound were obtained from its aqueous solution at room temperature.

Computing details top

Data collection: CrysAlis CCD (Oxford Diffraction, 2009); cell refinement: CrysAlis RED (Oxford Diffraction, 2009); data reduction: CrysAlis RED (Oxford Diffraction, 2009); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top

	Fig. 1. Molecular structure of the title compound showing the coordination geometry of the K⁺ cations with labelling and displacement ellipsoids drawn at the 50% probability level. Symmetry codes: (i) -x + 3/2, y + 1/2, z; (ii) -x + 1, -y + 2, -z; (iii) x, y + 1, z.
	Fig. 2. Crystal structure of the title compound with view in the direction of the a axis and hydrogen bonding drawn as dashed lines.

Potassium N-chloro-o-toluenesulfonamidate monohydrate top

Crystal data top

K⁺·C₇H₇ClNO₂S⁻·H₂O	F(000) = 1072
M_r = 261.76	D_x = 1.655 Mg m⁻³
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 2737 reflections
a = 11.4968 (9) Å	θ = 3.0–27.7°
b = 6.7990 (5) Å	µ = 0.94 mm⁻¹
c = 26.883 (2) Å	T = 293 K
V = 2101.4 (3) Å³	Prism, colourless
Z = 8	0.42 × 0.40 × 0.30 mm

Data collection top

Oxford Diffraction Xcalibur diffractometer with a Sapphire CCD detector	2150 independent reflections
Radiation source: fine-focus sealed tube	1992 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.017
Rotation method data acquisition using ω scans	θ_max = 26.4°, θ_min = 3.5°
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2009)	h = −2→14
T_min = 0.694, T_max = 0.766	k = −8→5
4396 measured reflections	l = −33→14

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)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.123	H atoms treated by a mixture of independent and constrained refinement
S = 0.92	w = 1/[σ²(F_o²) + (0.0717P)² + 5.301P] where P = (F_o² + 2F_c²)/3
2150 reflections	(Δ/σ)_max = 0.001
134 parameters	Δρ_max = 0.42 e Å⁻³
4 restraints	Δρ_min = −0.59 e Å⁻³

Crystal data top

K⁺·C₇H₇ClNO₂S⁻·H₂O	V = 2101.4 (3) Å³
M_r = 261.76	Z = 8
Orthorhombic, Pbca	Mo Kα radiation
a = 11.4968 (9) Å	µ = 0.94 mm⁻¹
b = 6.7990 (5) Å	T = 293 K
c = 26.883 (2) Å	0.42 × 0.40 × 0.30 mm

Data collection top

Oxford Diffraction Xcalibur diffractometer with a Sapphire CCD detector	2150 independent reflections
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2009)	1992 reflections with I > 2σ(I)
T_min = 0.694, T_max = 0.766	R_int = 0.017
4396 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.044	4 restraints
wR(F²) = 0.123	H atoms treated by a mixture of independent and constrained refinement
S = 0.92	Δρ_max = 0.42 e Å⁻³
2150 reflections	Δρ_min = −0.59 e Å⁻³
134 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
K1	0.63387 (6)	1.33711 (10)	0.02856 (2)	0.0327 (2)
Cl1	0.47408 (9)	1.20077 (12)	0.12455 (3)	0.0481 (3)
S1	0.55243 (6)	0.85908 (10)	0.08371 (2)	0.0260 (2)
O1	0.5175 (2)	0.6996 (3)	0.05138 (8)	0.0412 (5)
N1	0.4458 (2)	1.0067 (4)	0.08324 (10)	0.0368 (6)
O3	0.7703 (2)	1.1144 (4)	−0.03605 (9)	0.0494 (6)
H31	0.817 (3)	1.179 (6)	−0.0541 (12)	0.059*
H32	0.713 (2)	1.084 (7)	−0.0541 (12)	0.059*
O2	0.66241 (18)	0.9505 (3)	0.07163 (8)	0.0367 (5)
C1	0.5708 (2)	0.7601 (4)	0.14466 (10)	0.0251 (5)
C2	0.4782 (3)	0.6704 (4)	0.17010 (11)	0.0305 (6)
C3	0.5030 (3)	0.5932 (5)	0.21709 (12)	0.0426 (8)
H3	0.4441	0.5301	0.2346	0.051*
C4	0.6116 (4)	0.6073 (5)	0.23828 (12)	0.0492 (9)
H4	0.6249	0.5548	0.2697	0.059*
C5	0.7001 (3)	0.6985 (5)	0.21318 (13)	0.0466 (8)
H5	0.7732	0.7096	0.2277	0.056*
C6	0.6803 (3)	0.7742 (5)	0.16600 (11)	0.0348 (6)
H6	0.7406	0.8345	0.1487	0.042*
C7	0.3566 (3)	0.6577 (5)	0.15053 (14)	0.0427 (8)
H7A	0.3582	0.6144	0.1165	0.051*
H7B	0.3205	0.7849	0.1524	0.051*
H7C	0.3129	0.5657	0.1701	0.051*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
K1	0.0370 (4)	0.0316 (4)	0.0294 (3)	−0.0002 (3)	−0.0028 (2)	0.0026 (3)
Cl1	0.0630 (6)	0.0315 (4)	0.0497 (5)	0.0118 (4)	0.0137 (4)	−0.0022 (3)
S1	0.0319 (4)	0.0261 (4)	0.0199 (3)	0.0016 (3)	0.0016 (2)	0.0001 (2)
O1	0.0564 (14)	0.0378 (12)	0.0293 (11)	−0.0012 (11)	−0.0026 (10)	−0.0105 (10)
N1	0.0396 (14)	0.0365 (14)	0.0344 (13)	0.0095 (11)	−0.0050 (10)	0.0007 (11)
O3	0.0535 (15)	0.0560 (16)	0.0387 (12)	0.0129 (13)	0.0017 (11)	0.0097 (12)
O2	0.0377 (10)	0.0383 (12)	0.0340 (11)	−0.0015 (8)	0.0096 (9)	0.0056 (9)
C1	0.0325 (13)	0.0201 (12)	0.0228 (12)	0.0029 (11)	−0.0005 (10)	−0.0009 (10)
C2	0.0406 (15)	0.0216 (13)	0.0293 (14)	0.0025 (11)	0.0092 (12)	−0.0011 (11)
C3	0.062 (2)	0.0311 (16)	0.0344 (16)	0.0036 (15)	0.0161 (15)	0.0062 (13)
C4	0.079 (3)	0.0414 (18)	0.0274 (15)	0.0164 (18)	−0.0037 (16)	0.0082 (14)
C5	0.057 (2)	0.0455 (19)	0.0377 (17)	0.0096 (16)	−0.0175 (15)	0.0012 (15)
C6	0.0377 (15)	0.0324 (15)	0.0343 (15)	0.0002 (13)	−0.0037 (12)	0.0013 (12)
C7	0.0375 (16)	0.0408 (18)	0.0499 (19)	−0.0067 (14)	0.0107 (14)	−0.0013 (15)

Geometric parameters (Å, º) top

K1—O2ⁱ	2.724 (2)	O3—H31	0.848 (10)
K1—O1ⁱⁱ	2.777 (2)	O3—H32	0.847 (10)
K1—O3	2.788 (3)	O2—K1^v	2.724 (2)
K1—O3ⁱ	2.790 (3)	C1—C6	1.386 (4)
K1—O1ⁱⁱⁱ	2.870 (2)	C1—C2	1.405 (4)
K1—O2	2.891 (2)	C2—C3	1.397 (4)
K1—Cl1	3.3006 (11)	C2—C7	1.497 (5)
K1—N1	3.447 (3)	C3—C4	1.375 (6)
K1—H31	3.25 (4)	C3—H3	0.9300
K1—H32	2.95 (4)	C4—C5	1.369 (6)
Cl1—N1	1.755 (3)	C4—H4	0.9300
S1—O1	1.446 (2)	C5—C6	1.388 (4)
S1—O2	1.446 (2)	C5—H5	0.9300
S1—N1	1.584 (3)	C6—H6	0.9300
S1—C1	1.784 (3)	C7—H7A	0.9600
O1—K1ⁱⁱ	2.777 (2)	C7—H7B	0.9600
O1—K1^iv	2.870 (2)	C7—H7C	0.9600
O3—K1^v	2.790 (3)

O2ⁱ—K1—O1ⁱⁱ	153.30 (7)	O1—S1—O2	115.46 (14)
O2ⁱ—K1—O3	86.25 (8)	O1—S1—N1	104.81 (15)
O1ⁱⁱ—K1—O3	79.74 (8)	O2—S1—N1	113.75 (14)
O2ⁱ—K1—O3ⁱ	74.57 (7)	O1—S1—C1	107.58 (13)
O1ⁱⁱ—K1—O3ⁱ	80.01 (7)	O2—S1—C1	105.34 (13)
O3—K1—O3ⁱ	75.94 (5)	N1—S1—C1	109.75 (13)
O2ⁱ—K1—O1ⁱⁱⁱ	93.83 (7)	S1—O1—K1ⁱⁱ	134.92 (14)
O1ⁱⁱ—K1—O1ⁱⁱⁱ	87.16 (6)	S1—O1—K1^iv	130.02 (14)
O3—K1—O1ⁱⁱⁱ	149.53 (7)	K1ⁱⁱ—O1—K1^iv	92.84 (6)
O3ⁱ—K1—O1ⁱⁱⁱ	74.75 (8)	S1—N1—Cl1	109.14 (15)
O2ⁱ—K1—O2	89.39 (6)	S1—N1—K1	86.03 (11)
O1ⁱⁱ—K1—O2	107.42 (7)	Cl1—N1—K1	70.34 (10)
O3—K1—O2	72.04 (7)	K1—O3—K1^v	101.62 (8)
O3ⁱ—K1—O2	144.97 (8)	K1—O3—H31	116 (3)
O1ⁱⁱⁱ—K1—O2	138.41 (7)	K1^v—O3—H31	117 (3)
O2ⁱ—K1—Cl1	103.04 (5)	K1—O3—H32	93 (3)
O1ⁱⁱ—K1—Cl1	103.35 (6)	K1^v—O3—H32	120 (3)
O3—K1—Cl1	130.37 (6)	H31—O3—H32	107.3 (16)
O3ⁱ—K1—Cl1	153.67 (7)	S1—O2—K1^v	136.54 (13)
O1ⁱⁱⁱ—K1—Cl1	79.32 (5)	S1—O2—K1	112.42 (12)
O2—K1—Cl1	59.65 (4)	K1^v—O2—K1	100.64 (7)
O2ⁱ—K1—N1	122.85 (7)	C6—C1—C2	121.1 (3)
O1ⁱⁱ—K1—N1	83.01 (7)	C6—C1—S1	117.5 (2)
O3—K1—N1	105.34 (8)	C2—C1—S1	121.4 (2)
O3ⁱ—K1—N1	162.46 (7)	C3—C2—C1	116.6 (3)
O1ⁱⁱⁱ—K1—N1	100.15 (7)	C3—C2—C7	119.1 (3)
O2—K1—N1	46.20 (6)	C1—C2—C7	124.2 (3)
Cl1—K1—N1	30.05 (5)	C4—C3—C2	122.2 (3)
O2ⁱ—K1—H31	80.0 (6)	C4—C3—H3	118.9
O1ⁱⁱ—K1—H31	81.2 (6)	C2—C3—H3	118.9
O3—K1—H31	13.6 (5)	C3—C4—C5	120.1 (3)
O3ⁱ—K1—H31	62.7 (6)	C3—C4—H4	119.9
O1ⁱⁱⁱ—K1—H31	137.2 (6)	C5—C4—H4	119.9
O2—K1—H31	84.2 (6)	C4—C5—C6	119.8 (3)
Cl1—K1—H31	143.4 (6)	C4—C5—H5	120.1
N1—K1—H31	118.9 (5)	C6—C5—H5	120.1
O2ⁱ—K1—H32	102.8 (3)	C5—C6—C1	120.1 (3)
O1ⁱⁱ—K1—H32	63.8 (5)	C5—C6—H6	120.0
O3—K1—H32	16.6 (3)	C1—C6—H6	120.0
O3ⁱ—K1—H32	78.7 (8)	C2—C7—H7A	109.5
O1ⁱⁱⁱ—K1—H32	143.6 (7)	C2—C7—H7B	109.5
O2—K1—H32	74.7 (8)	H7A—C7—H7B	109.5
Cl1—K1—H32	126.5 (7)	C2—C7—H7C	109.5
N1—K1—H32	97.6 (6)	H7A—C7—H7C	109.5
H31—K1—H32	24.8 (3)	H7B—C7—H7C	109.5
N1—Cl1—K1	79.61 (10)

O2ⁱ—K1—Cl1—N1	−135.35 (10)	N1—K1—O3—K1^v	−57.22 (10)
O1ⁱⁱ—K1—Cl1—N1	48.70 (10)	O1—S1—O2—K1^v	−29.4 (2)
O3—K1—Cl1—N1	−39.09 (12)	N1—S1—O2—K1^v	−150.65 (16)
O3ⁱ—K1—Cl1—N1	143.14 (15)	C1—S1—O2—K1^v	89.11 (19)
O1ⁱⁱⁱ—K1—Cl1—N1	133.16 (10)	O1—S1—O2—K1	107.12 (14)
O2—K1—Cl1—N1	−53.88 (10)	N1—S1—O2—K1	−14.13 (17)
O2—S1—O1—K1ⁱⁱ	−99.9 (2)	C1—S1—O2—K1	−134.36 (11)
N1—S1—O1—K1ⁱⁱ	26.1 (2)	O2ⁱ—K1—O2—S1	147.79 (8)
C1—S1—O1—K1ⁱⁱ	142.86 (17)	O1ⁱⁱ—K1—O2—S1	−53.29 (14)
O2—S1—O1—K1^iv	58.3 (2)	O3—K1—O2—S1	−125.95 (14)
N1—S1—O1—K1^iv	−175.69 (16)	O3ⁱ—K1—O2—S1	−150.81 (12)
C1—S1—O1—K1^iv	−58.93 (19)	O1ⁱⁱⁱ—K1—O2—S1	52.71 (17)
O1—S1—N1—Cl1	176.31 (15)	Cl1—K1—O2—S1	42.26 (10)
O2—S1—N1—Cl1	−56.67 (19)	N1—K1—O2—S1	8.18 (10)
C1—S1—N1—Cl1	61.05 (19)	O2ⁱ—K1—O2—K1^v	−60.99 (11)
O1—S1—N1—K1	−116.09 (11)	O1ⁱⁱ—K1—O2—K1^v	97.93 (8)
O2—S1—N1—K1	10.93 (13)	O3—K1—O2—K1^v	25.27 (8)
C1—S1—N1—K1	128.65 (10)	O3ⁱ—K1—O2—K1^v	0.41 (16)
K1—Cl1—N1—S1	78.36 (14)	O1ⁱⁱⁱ—K1—O2—K1^v	−156.08 (8)
O2ⁱ—K1—N1—S1	−57.37 (13)	Cl1—K1—O2—K1^v	−166.52 (9)
O1ⁱⁱ—K1—N1—S1	115.47 (11)	N1—K1—O2—K1^v	159.39 (12)
O3—K1—N1—S1	38.17 (12)	O1—S1—C1—C6	119.2 (2)
O3ⁱ—K1—N1—S1	130.0 (2)	O2—S1—C1—C6	−4.5 (3)
O1ⁱⁱⁱ—K1—N1—S1	−158.69 (10)	N1—S1—C1—C6	−127.3 (2)
O2—K1—N1—S1	−6.91 (9)	O1—S1—C1—C2	−60.5 (3)
Cl1—K1—N1—S1	−111.95 (14)	O2—S1—C1—C2	175.8 (2)
O2ⁱ—K1—N1—Cl1	54.58 (11)	N1—S1—C1—C2	53.0 (3)
O1ⁱⁱ—K1—N1—Cl1	−132.58 (10)	C6—C1—C2—C3	−1.4 (4)
O3—K1—N1—Cl1	150.12 (9)	S1—C1—C2—C3	178.3 (2)
O3ⁱ—K1—N1—Cl1	−118.0 (3)	C6—C1—C2—C7	177.1 (3)
O1ⁱⁱⁱ—K1—N1—Cl1	−46.74 (10)	S1—C1—C2—C7	−3.2 (4)
O2—K1—N1—Cl1	105.04 (11)	C1—C2—C3—C4	1.5 (5)
O2ⁱ—K1—O3—K1^v	65.85 (9)	C7—C2—C3—C4	−177.1 (3)
O1ⁱⁱ—K1—O3—K1^v	−136.97 (10)	C2—C3—C4—C5	−0.3 (5)
O3ⁱ—K1—O3—K1^v	140.87 (13)	C3—C4—C5—C6	−0.9 (5)
O1ⁱⁱⁱ—K1—O3—K1^v	157.04 (11)	C4—C5—C6—C1	1.0 (5)
O2—K1—O3—K1^v	−24.72 (8)	C2—C1—C6—C5	0.2 (5)
Cl1—K1—O3—K1^v	−38.10 (13)	S1—C1—C6—C5	−179.5 (3)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O3—H31···Cl1^vi	0.85 (1)	2.74 (2)	3.568 (3)	166 (4)
O3—H32···N1ⁱⁱ	0.85 (1)	2.08 (1)	2.909 (4)	167 (3)

Symmetry codes: (ii) −x+1, −y+2, −z; (vi) x+1/2, −y+5/2, −z.

Experimental details

Crystal data
Chemical formula	K⁺·C₇H₇ClNO₂S⁻·H₂O
M_r	261.76
Crystal system, space group	Orthorhombic, Pbca
Temperature (K)	293
a, b, c (Å)	11.4968 (9), 6.7990 (5), 26.883 (2)
V (Å³)	2101.4 (3)
Z	8
Radiation type	Mo Kα
µ (mm⁻¹)	0.94
Crystal size (mm)	0.42 × 0.40 × 0.30

Data collection
Diffractometer	Oxford Diffraction Xcalibur diffractometer with a Sapphire CCD detector
Absorption correction	Multi-scan (CrysAlis RED; Oxford Diffraction, 2009)
T_min, T_max	0.694, 0.766
No. of measured, independent and observed [I > 2σ(I)] reflections	4396, 2150, 1992
R_int	0.017
(sin θ/λ)_max (Å⁻¹)	0.625

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.044, 0.123, 0.92
No. of reflections	2150
No. of parameters	134
No. of restraints	4
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.42, −0.59

Computer programs: CrysAlis CCD (Oxford Diffraction, 2009), CrysAlis RED (Oxford Diffraction, 2009), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), PLATON (Spek, 2009).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O3—H31···Cl1ⁱ	0.848 (10)	2.740 (15)	3.568 (3)	166 (4)
O3—H32···N1ⁱⁱ	0.847 (10)	2.077 (12)	2.909 (4)	167 (3)

Symmetry codes: (i) x+1/2, −y+5/2, −z; (ii) −x+1, −y+2, −z.

Acknowledgements

BTG thanks the University Grants Commission, Government of India, New Delhi, for a grant under the UGC–BSR one-time grant to Faculty/Professors.

References

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