Poly[μ-aqua-μ-(N,4-di-chloro-2-methyl-benzene-sulfonamidato)-potassium].

In the title compound, [K(C7H6Cl2NO2S)(H2O)] n , the K(+) cation is hepta-coordinated by two water O atoms, a sulfonyl O atom from each of four different N,4-dichloro-2-methyl-benzene-sulfonamidate anions and a Cl atom of one of the anions. Further, K-O-K bridges form extensive polymeric chains along the b axis. In the crystal structure, the anions are linked into layers parallel to (100) by O-H⋯Cl and O-H⋯N hydrogen bonds.

Related literature

For preparation of N-halo­aryl­sulfonamides, see: Gowda & Mahadevappa (1983 ▶). For studies of the effect of substituents on the structures of N-halo­aryl­sulfonamidates, see: George et al. (2000 ▶); Gowda et al. (2007 ▶, 2011a ▶,b ▶,c ▶); Olmstead & Power (1986 ▶). For restrained geometry, see: Nardelli (1999 ▶).

Experimental

Crystal data

[K(C7H6Cl2NO2S)(H2O)]

M = 296.20

Monoclinic,

a = 15.190 (1) Å

b = 11.3138 (9) Å

c = 6.7200 (5) Å

β = 100.627 (7)°

V = 1135.07 (14) Å3

Z = 4

Mo Kα radiation

μ = 1.11 mm−1

T = 293 K

0.44 × 0.28 × 0.06 mm

Data collection

Oxford Diffraction Xcalibur diffractometer with a Sapphire CCD detector

Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2009 ▶) T min = 0.642, T max = 0.937

4588 measured reflections

2297 independent reflections

2043 reflections with I > 2σ(I)

R int = 0.022

Refinement

R[F 2 > 2σ(F 2)] = 0.076

wR(F 2) = 0.193

S = 1.28

2297 reflections

144 parameters

3 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.96 e Å−3

Δρmin = −0.45 e Å−3

Data collection: CrysAlis CCD (Oxford Diffraction, 2009 ▶); cell refinement: CrysAlis RED (Oxford Diffraction, 2009 ▶); 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.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536813015845/sj5326sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813015845/sj5326Isup2.hkl

Click here for additional data file.

Supplementary material file. DOI: 10.1107/S1600536813015845/sj5326Isup3.cml

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[K(C7H6Cl2NO2S)(H2O)]	F(000) = 600
Mr = 296.20	Dx = 1.733 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 2383 reflections
a = 15.190 (1) Å	θ = 3.1–27.8°
b = 11.3138 (9) Å	µ = 1.11 mm−1
c = 6.7200 (5) Å	T = 293 K
β = 100.627 (7)°	Plate, colourless
V = 1135.07 (14) Å3	0.44 × 0.28 × 0.06 mm
Z = 4

Oxford Diffraction Xcalibur diffractometer with a Sapphire CCD detector	2297 independent reflections
Radiation source: fine-focus sealed tube	2043 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.022
Rotation method data acquisition using ω scans	θmax = 26.4°, θmin = 3.1°
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2009)	h = −18→16
Tmin = 0.642, Tmax = 0.937	k = −14→6
4588 measured reflections	l = −3→8

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)] = 0.076	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.193	H atoms treated by a mixture of independent and constrained refinement
S = 1.28	w = 1/[σ2(Fo2) + (0.0345P)2 + 9.1024P] where P = (Fo2 + 2Fc2)/3
2297 reflections	(Δ/σ)max = 0.002
144 parameters	Δρmax = 0.96 e Å−3
3 restraints	Δρmin = −0.45 e Å−3

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.

	x	y	z	Uiso*/Ueq
C1	0.2356 (4)	0.4297 (6)	0.1358 (9)	0.0268 (13)
C2	0.1902 (4)	0.5272 (6)	0.1947 (9)	0.0303 (13)
C3	0.1045 (5)	0.5082 (8)	0.2363 (10)	0.0404 (17)
H3	0.0720	0.5711	0.2749	0.049*
C4	0.0680 (5)	0.3960 (8)	0.2203 (11)	0.0441 (18)
C5	0.1126 (5)	0.3003 (8)	0.1652 (12)	0.0482 (19)
H5	0.0870	0.2254	0.1570	0.058*
C6	0.1975 (5)	0.3183 (7)	0.1216 (10)	0.0378 (15)
H6	0.2291	0.2547	0.0824	0.045*
C7	0.2269 (5)	0.6544 (6)	0.2104 (11)	0.0364 (15)
H7A	0.2240	0.6863	0.0769	0.055*
H7B	0.2880	0.6539	0.2803	0.055*
H7C	0.1916	0.7024	0.2837	0.055*
N1	0.3485 (4)	0.5488 (5)	−0.0738 (9)	0.0372 (13)
O1	0.4057 (3)	0.4798 (5)	0.2621 (7)	0.0413 (12)
O2	0.3645 (3)	0.3298 (4)	−0.0029 (7)	0.0388 (11)
O3	0.5671 (4)	0.2308 (6)	−0.0773 (10)	0.0545 (15)
H31	0.595 (5)	0.292 (5)	−0.027 (13)	0.065*
H32	0.598 (5)	0.197 (7)	−0.153 (12)	0.065*
K1	0.44984 (10)	0.36919 (13)	−0.3505 (2)	0.0356 (4)
Cl1	0.27213 (14)	0.52161 (18)	−0.3006 (3)	0.0476 (5)
Cl2	−0.03915 (14)	0.3782 (3)	0.2755 (4)	0.0797 (9)
S1	0.34542 (10)	0.44325 (14)	0.0788 (2)	0.0283 (4)

	U11	U22	U33	U12	U13	U23
C1	0.023 (3)	0.033 (3)	0.023 (3)	0.000 (2)	0.002 (2)	0.002 (2)
C2	0.029 (3)	0.038 (4)	0.024 (3)	0.005 (3)	0.005 (2)	0.000 (3)
C3	0.029 (3)	0.064 (5)	0.030 (3)	0.006 (3)	0.009 (3)	0.002 (3)
C4	0.027 (3)	0.074 (6)	0.032 (4)	−0.005 (4)	0.007 (3)	0.009 (4)
C5	0.048 (4)	0.051 (5)	0.047 (4)	−0.023 (4)	0.013 (3)	−0.001 (4)
C6	0.041 (4)	0.042 (4)	0.032 (3)	−0.006 (3)	0.011 (3)	−0.003 (3)
C7	0.034 (3)	0.037 (4)	0.041 (4)	0.008 (3)	0.012 (3)	−0.008 (3)
N1	0.036 (3)	0.038 (3)	0.039 (3)	−0.001 (2)	0.011 (2)	0.004 (3)
O1	0.028 (2)	0.056 (3)	0.038 (3)	−0.006 (2)	−0.001 (2)	−0.002 (2)
O2	0.042 (3)	0.033 (3)	0.043 (3)	0.007 (2)	0.014 (2)	0.003 (2)
O3	0.040 (3)	0.056 (4)	0.071 (4)	0.001 (3)	0.018 (3)	0.013 (3)
K1	0.0345 (8)	0.0377 (8)	0.0359 (8)	−0.0039 (6)	0.0101 (6)	−0.0011 (6)
Cl1	0.0538 (11)	0.0549 (12)	0.0336 (9)	0.0095 (9)	0.0067 (8)	0.0111 (8)
Cl2	0.0338 (10)	0.143 (3)	0.0643 (15)	−0.0190 (13)	0.0154 (10)	0.0122 (16)
S1	0.0245 (7)	0.0323 (8)	0.0287 (8)	0.0019 (6)	0.0061 (6)	0.0014 (6)

C1—C6	1.383 (9)	O1—S1	1.452 (5)
C1—C2	1.397 (9)	O1—K1i	2.758 (5)
C1—S1	1.786 (6)	O1—K1ii	2.855 (5)
C2—C3	1.397 (9)	O2—S1	1.446 (5)
C2—C7	1.540 (10)	O2—K1iii	2.703 (5)
C3—C4	1.381 (12)	O2—K1	2.907 (5)
C3—H3	0.9300	O3—K1iii	2.789 (6)
C4—C5	1.364 (12)	O3—K1	2.790 (6)
C4—Cl2	1.747 (7)	O3—H31	0.85 (2)
C5—C6	1.389 (10)	O3—H32	0.85 (2)
C5—H5	0.9300	K1—O2iv	2.703 (5)
C6—H6	0.9300	K1—O1i	2.758 (5)
C7—H7A	0.9600	K1—O3iv	2.789 (6)
C7—H7B	0.9600	K1—O1v	2.855 (5)
C7—H7C	0.9600	K1—Cl1	3.272 (2)
N1—S1	1.580 (6)	K1—H31	2.93 (9)
N1—Cl1	1.763 (6)	K1—H32	3.09 (9)
N1—K1	3.319 (6)
C6—C1—C2	121.2 (6)	O1i—K1—O1v	88.21 (14)
C6—C1—S1	117.4 (5)	O3iv—K1—O1v	75.28 (18)
C2—C1—S1	121.5 (5)	O3—K1—O1v	149.33 (17)
C1—C2—C3	117.5 (6)	O2iv—K1—O2	85.58 (13)
C1—C2—C7	124.5 (6)	O1i—K1—O2	112.15 (15)
C3—C2—C7	118.0 (6)	O3iv—K1—O2	143.26 (18)
C4—C3—C2	120.1 (7)	O3—K1—O2	73.18 (16)
C4—C3—H3	120.0	O1v—K1—O2	137.32 (15)
C2—C3—H3	120.0	O2iv—K1—Cl1	97.50 (12)
C5—C4—C3	122.6 (6)	O1i—K1—Cl1	106.88 (13)
C5—C4—Cl2	119.6 (6)	O3iv—K1—Cl1	153.12 (15)
C3—C4—Cl2	117.8 (6)	O3—K1—Cl1	131.81 (14)
C4—C5—C6	117.8 (7)	O1v—K1—Cl1	78.62 (11)
C4—C5—H5	121.1	O2—K1—Cl1	59.99 (10)
C6—C5—H5	121.1	O2iv—K1—N1	118.84 (15)
C1—C6—C5	120.8 (7)	O1i—K1—N1	86.17 (15)
C1—C6—H6	119.6	O3iv—K1—N1	164.53 (17)
C5—C6—H6	119.6	O3—K1—N1	106.30 (18)
C2—C7—H7A	109.5	O1v—K1—N1	100.78 (15)
C2—C7—H7B	109.5	O2—K1—N1	47.31 (14)
H7A—C7—H7B	109.5	Cl1—K1—N1	31.03 (11)
C2—C7—H7C	109.5	O2iv—K1—H31	105.9 (7)
H7A—C7—H7C	109.5	O1i—K1—H31	64.2 (10)
H7B—C7—H7C	109.5	O3iv—K1—H31	79.3 (15)
S1—N1—Cl1	109.6 (3)	O3—K1—H31	16.8 (7)
S1—N1—K1	88.5 (2)	O1v—K1—H31	145.6 (15)
Cl1—N1—K1	73.0 (2)	O2—K1—H31	75.3 (15)
S1—O1—K1i	135.3 (3)	Cl1—K1—H31	127.2 (14)
S1—O1—K1ii	130.8 (3)	N1—K1—H31	97.6 (13)
K1i—O1—K1ii	91.79 (14)	O2iv—K1—H32	84.2 (14)
S1—O2—K1iii	135.3 (3)	O1i—K1—H32	79.0 (14)
S1—O2—K1	108.6 (2)	O3iv—K1—H32	59.3 (10)
K1iii—O2—K1	100.27 (15)	O3—K1—H32	15.5 (9)
K1iii—O3—K1	101.11 (18)	O1v—K1—H32	134.3 (10)
K1iii—O3—H31	116 (6)	O2—K1—H32	87.5 (11)
K1—O3—H31	91 (7)	Cl1—K1—H32	147.0 (10)
K1iii—O3—H32	129 (6)	N1—K1—H32	121.5 (9)
K1—O3—H32	103 (7)	H31—K1—H32	26.1 (7)
H31—O3—H32	108 (3)	N1—Cl1—K1	75.9 (2)
O2iv—K1—O1i	154.73 (16)	O2—S1—O1	115.8 (3)
O2iv—K1—O3iv	76.41 (16)	O2—S1—N1	113.1 (3)
O1i—K1—O3iv	78.81 (17)	O1—S1—N1	104.2 (3)
O2iv—K1—O3	89.17 (18)	O2—S1—C1	105.4 (3)
O1i—K1—O3	79.62 (17)	O1—S1—C1	108.1 (3)
O3iv—K1—O3	74.78 (11)	N1—S1—C1	110.1 (3)
O2iv—K1—O1v	90.22 (15)
C6—C1—C2—C3	−0.7 (9)	Cl1—N1—K1—O3iv	118.7 (7)
S1—C1—C2—C3	−180.0 (5)	S1—N1—K1—O3	−38.4 (3)
C6—C1—C2—C7	−178.8 (6)	Cl1—N1—K1—O3	−149.5 (2)
S1—C1—C2—C7	2.0 (9)	S1—N1—K1—O1v	156.1 (2)
C1—C2—C3—C4	0.5 (10)	Cl1—N1—K1—O1v	45.1 (2)
C7—C2—C3—C4	178.7 (6)	S1—N1—K1—O2	8.75 (19)
C2—C3—C4—C5	0.3 (11)	Cl1—N1—K1—O2	−102.3 (3)
C2—C3—C4—Cl2	179.7 (5)	S1—N1—K1—Cl1	111.1 (3)
C3—C4—C5—C6	−0.8 (12)	S1—N1—Cl1—K1	−82.0 (3)
Cl2—C4—C5—C6	179.7 (6)	O2iv—K1—Cl1—N1	136.5 (2)
C2—C1—C6—C5	0.1 (10)	O1i—K1—Cl1—N1	−50.2 (2)
S1—C1—C6—C5	179.5 (6)	O3iv—K1—Cl1—N1	−148.9 (4)
C4—C5—C6—C1	0.6 (11)	O3—K1—Cl1—N1	40.8 (3)
K1iii—O3—K1—O2iv	−63.5 (2)	O1v—K1—Cl1—N1	−134.8 (2)
K1iii—O3—K1—O1i	139.3 (2)	O2—K1—Cl1—N1	56.0 (2)
K1iii—O3—K1—O3iv	−139.6 (3)	K1iii—O2—S1—O1	24.3 (5)
K1iii—O3—K1—O1v	−152.5 (3)	K1—O2—S1—O1	−103.1 (3)
K1iii—O3—K1—O2	22.15 (17)	K1iii—O2—S1—N1	144.5 (4)
K1iii—O3—K1—Cl1	35.9 (3)	K1—O2—S1—N1	17.1 (4)
K1iii—O3—K1—N1	56.4 (2)	K1iii—O2—S1—C1	−95.1 (4)
S1—O2—K1—O2iv	−146.95 (18)	K1—O2—S1—C1	137.5 (2)
K1iii—O2—K1—O2iv	67.6 (2)	K1i—O1—S1—O2	100.4 (4)
S1—O2—K1—O1i	51.6 (3)	K1ii—O1—S1—O2	−58.3 (4)
K1iii—O2—K1—O1i	−93.77 (18)	K1i—O1—S1—N1	−24.5 (5)
S1—O2—K1—O3iv	152.9 (3)	K1ii—O1—S1—N1	176.8 (3)
K1iii—O2—K1—O3iv	7.5 (4)	K1i—O1—S1—C1	−141.7 (4)
S1—O2—K1—O3	122.6 (3)	K1ii—O1—S1—C1	59.6 (4)
K1iii—O2—K1—O3	−22.82 (18)	Cl1—N1—S1—O2	57.2 (4)
S1—O2—K1—O1v	−61.4 (4)	K1—N1—S1—O2	−14.1 (3)
K1iii—O2—K1—O1v	153.17 (18)	Cl1—N1—S1—O1	−176.1 (3)
S1—O2—K1—Cl1	−45.7 (2)	K1—N1—S1—O1	112.5 (2)
K1iii—O2—K1—Cl1	168.94 (19)	Cl1—N1—S1—C1	−60.4 (4)
S1—O2—K1—N1	−10.1 (2)	K1—N1—S1—C1	−131.8 (2)
K1iii—O2—K1—N1	−155.5 (3)	C6—C1—S1—O2	8.7 (6)
S1—N1—K1—O2iv	59.9 (3)	C2—C1—S1—O2	−172.0 (5)
Cl1—N1—K1—O2iv	−51.2 (3)	C6—C1—S1—O1	−115.7 (5)
S1—N1—K1—O1i	−116.4 (2)	C2—C1—S1—O1	63.6 (6)
Cl1—N1—K1—O1i	132.5 (2)	C6—C1—S1—N1	131.0 (5)
S1—N1—K1—O3iv	−130.2 (6)	C2—C1—S1—N1	−49.7 (6)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H31···N1i	0.85 (2)	2.06 (2)	2.901 (9)	173 (9)
O3—H32···Cl1vi	0.85 (2)	2.86 (5)	3.603 (6)	148 (9)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H31⋯N1i	0.85 (2)	2.06 (2)	2.901 (9)	173 (9)
O3—H32⋯Cl1ii	0.85 (2)	2.86 (5)	3.603 (6)	148 (9)

Symmetry codes: (i) ; (ii) .