Potassium 2-iodo-benzene-sulfonate monohydrate.

In the crystal structure of the title compound, K(+)·C(6)H(4)IO(3)S(-)·H(2)O, the potasium cation is 2.693 (3)-2.933 (3) Å from the sulfonate and water O atoms (including symmetry-related atoms) and forms a two-dimensional sheet-like structure in the bc plane, with the iodo-benzene rings protruding above and below. The water mol-ecule of crystallization is hydrogen-bonded to sulfonate O atoms within this two-dimensional arrangement. Symmetry-related iodo-benzene rings are arranged perpendicular to one another with the I atom ca 4.1 Å from the centroid of the neighbouring benzene ring. In the crystal structure, these two-dimensional sheet-like supramolecular structures are arranged parallel to one another, stacked along the a-axis direction, with the benzene rings inter-digitated.

Related literature

For related literature see: Chau & Kice (1977 ▶); Re et al. (1999 ▶); Yoshiizumi et al.(2004 ▶); Siddiqui et al. (2006 ▶, 2007 ▶); Gowda et al. (2007 ▶).

Experimental

Crystal data

K+·C6H4IO3S−·H2O

M = 340.17

Monoclinic,

a = 13.8993 (4) Å

b = 9.0678 (3) Å

c = 8.1654 (2) Å

β = 92.260 (2)°

V = 1028.33 (5) Å3

Z = 4

Mo Kα radiation

μ = 3.70 mm−1

T = 296 (2) K

0.12 × 0.10 × 0.08 mm

Data collection

Bruker Kappa-APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.543, T max = 0.754

12144 measured reflections

2804 independent reflections

1961 reflections with I > 2σ(I)

R int = 0.039

Refinement

R[F 2 > 2σ(F 2)] = 0.040

wR(F 2) = 0.113

S = 1.00

2804 reflections

118 parameters

3 restraints

H-atom parameters constrained

Δρmax = 1.43 e Å−3

Δρmin = −0.68 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: PLATON (Spek, 2003 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808019429/cs2082sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808019429/cs2082Isup2.hkl

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

K+·C6H4IO3S–·H2O	F000 = 648
Mr = 340.17	Dx = 2.197 Mg m−3
Monoclinic, P21/c	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 2742 reflections
a = 13.8993 (4) Å	θ = 2.7–24.5º
b = 9.0678 (3) Å	µ = 3.70 mm−1
c = 8.1654 (2) Å	T = 296 (2) K
β = 92.260 (2)º	Prismatic, green
V = 1028.33 (5) Å3	0.12 × 0.10 × 0.08 mm
Z = 4

Bruker Kappa APEXII CCD area-detector diffractometer	2804 independent reflections
Radiation source: fine-focus sealed tube	1961 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.039
T = 296(2) K	θmax = 29.3º
φ and ω scans	θmin = 2.7º
Absorption correction: multi-scan(SADABS; Sheldrick, 1996)	h = −19→19
Tmin = 0.544, Tmax = 0.754	k = −12→12
12144 measured reflections	l = −11→11

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.040	H-atom parameters constrained
wR(F2) = 0.113	w = 1/[σ2(Fo2) + (0.0572P)2 + 1.0399P] where P = (Fo2 + 2Fc2)/3
S = 1.00	(Δ/σ)max < 0.001
2804 reflections	Δρmax = 1.43 e Å−3
118 parameters	Δρmin = −0.68 e Å−3
3 restraints	Extinction correction: none
Primary atom site location: structure-invariant direct methods

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 e.s.d.'s 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.

	x	y	z	Uiso*/Ueq
I1	0.31059 (3)	0.31442 (5)	0.46378 (5)	0.0594 (1)
K1	0.01753 (8)	0.29219 (13)	0.97719 (13)	0.0477 (4)
S1	0.13443 (7)	0.52155 (13)	0.66539 (13)	0.0349 (3)
O1	0.1225 (2)	0.5527 (4)	0.4923 (4)	0.0486 (13)
O1W	0.1268 (3)	0.5113 (5)	1.1461 (4)	0.0617 (16)
O2	0.1159 (3)	0.3703 (4)	0.7066 (5)	0.0579 (13)
O3	0.0822 (2)	0.6239 (5)	0.7625 (4)	0.0553 (14)
C1	0.2582 (3)	0.5494 (5)	0.7203 (5)	0.0340 (12)
C2	0.3324 (3)	0.4709 (5)	0.6507 (5)	0.0363 (12)
C3	0.4274 (3)	0.4961 (6)	0.7031 (6)	0.0485 (16)
C4	0.4485 (4)	0.5972 (7)	0.8240 (7)	0.061 (2)
C5	0.3762 (5)	0.6753 (7)	0.8924 (8)	0.066 (2)
C6	0.2817 (4)	0.6523 (6)	0.8416 (7)	0.0516 (17)
H1WA	0.07210	0.47480	1.17060	0.0930*
H1WB	0.13980	0.51720	1.24940	0.0930*
H3	0.47680	0.44410	0.65590	0.0580*
H4	0.51210	0.61260	0.85960	0.0730*
H5	0.39090	0.74440	0.97370	0.0780*
H6	0.23310	0.70620	0.88900	0.0620*

	U11	U22	U33	U12	U13	U23
I1	0.0543 (2)	0.0664 (3)	0.0573 (2)	0.0127 (2)	0.0010 (2)	−0.0236 (2)
K1	0.0522 (6)	0.0492 (7)	0.0419 (6)	−0.0032 (5)	0.0056 (5)	−0.0034 (5)
S1	0.0299 (5)	0.0414 (6)	0.0337 (5)	0.0004 (4)	0.0041 (4)	0.0009 (4)
O1	0.0388 (17)	0.074 (3)	0.0328 (16)	0.0053 (16)	0.0004 (13)	0.0044 (15)
O1W	0.071 (3)	0.071 (3)	0.043 (2)	−0.003 (2)	−0.0001 (17)	0.0019 (19)
O2	0.0394 (18)	0.053 (2)	0.081 (3)	−0.0131 (16)	0.0005 (17)	0.018 (2)
O3	0.0424 (19)	0.075 (3)	0.049 (2)	0.0126 (18)	0.0087 (15)	−0.0112 (18)
C1	0.033 (2)	0.035 (2)	0.034 (2)	−0.0023 (17)	0.0020 (16)	−0.0002 (17)
C2	0.037 (2)	0.037 (2)	0.035 (2)	0.0006 (18)	0.0011 (17)	0.0011 (18)
C3	0.035 (2)	0.053 (3)	0.058 (3)	0.001 (2)	0.007 (2)	0.005 (2)
C4	0.041 (3)	0.069 (4)	0.072 (4)	−0.016 (3)	−0.014 (3)	0.000 (3)
C5	0.063 (4)	0.068 (4)	0.065 (4)	−0.021 (3)	−0.010 (3)	−0.020 (3)
C6	0.049 (3)	0.056 (3)	0.050 (3)	−0.003 (2)	0.004 (2)	−0.014 (2)

I1—C2	2.097 (4)	O1W—H1WB	0.8600
K1—O1W	2.827 (4)	O1W—H1WA	0.8600
K1—O2	2.737 (4)	C1—C6	1.390 (7)
K1—S1i	3.4125 (16)	C1—C2	1.393 (6)
K1—O1i	2.933 (3)	C2—C3	1.391 (6)
K1—O3i	2.805 (4)	C3—C4	1.371 (8)
K1—O1Wii	2.838 (4)	C4—C5	1.367 (9)
K1—O3ii	2.693 (3)	C5—C6	1.378 (9)
K1—O2iii	2.711 (4)	C3—H3	0.9300
S1—O1	1.444 (3)	C4—H4	0.9300
S1—O2	1.438 (4)	C5—H5	0.9300
S1—O3	1.436 (4)	C6—H6	0.9300
S1—C1	1.779 (4)
I1···O1	3.407 (3)	O3···H6	2.4200
I1···O2	3.455 (4)	O3···H1WAii	2.4100
I1···K1iv	4.1921 (12)	C2···I1iii	3.658 (4)
I1···C2iv	3.658 (4)	C2···H5viii	3.0800
I1···H4v	3.3500	C3···H5viii	3.0400
K1···I1iii	4.1921 (12)	H1WA···O1vii	2.7800
O1···I1	3.407 (3)	H1WB···O1vii	2.0300
O1···O1Wvi	2.855 (5)	H4···I1ix	3.3500
O1W···O1vii	2.855 (5)	H5···C2x	3.0800
O2···I1	3.455 (4)	H5···C3x	3.0400
O1···H6viii	2.8200	H6···O3	2.4200
O1···H1WAvi	2.7800	H6···O1x	2.8200
O1···H1WBvi	2.0300
O1W—K1—O2	86.34 (11)	O3—S1—C1	105.9 (2)
S1i—K1—O1W	170.16 (8)	K1xi—S1—O3	53.42 (14)
O1i—K1—O1W	145.53 (10)	K1xi—S1—C1	124.29 (16)
O1W—K1—O3i	164.60 (12)	K1xi—O1—S1	96.47 (16)
O1W—K1—O1Wii	95.19 (13)	K1—O1W—K1ii	84.81 (11)
O1W—K1—O3ii	72.52 (11)	K1—O2—S1	122.4 (2)
O1W—K1—O2iii	78.36 (12)	K1—O2—K1iv	99.37 (13)
S1i—K1—O2	103.47 (9)	K1iv—O2—S1	116.5 (2)
O1i—K1—O2	127.91 (11)	K1xi—O3—S1	102.30 (17)
O2—K1—O3i	80.00 (11)	K1ii—O3—S1	154.9 (3)
O1Wii—K1—O2	85.40 (12)	K1xi—O3—K1ii	98.13 (12)
O2—K1—O3ii	148.56 (13)	K1ii—O1W—H1WB	115.00
O2—K1—O2iii	116.37 (13)	K1—O1W—H1WB	128.00
S1i—K1—O1i	24.87 (7)	H1WA—O1W—H1WB	87.00
S1i—K1—O3i	24.28 (8)	K1—O1W—H1WA	52.00
S1i—K1—O1Wii	84.90 (9)	K1ii—O1W—H1WA	73.00
S1i—K1—O3ii	98.14 (9)	S1—C1—C6	118.2 (4)
S1i—K1—O2iii	97.67 (9)	C2—C1—C6	118.5 (4)
O1i—K1—O3i	49.09 (10)	S1—C1—C2	123.3 (3)
O1i—K1—O1Wii	91.88 (11)	I1—C2—C3	116.3 (3)
O1i—K1—O3ii	77.19 (11)	C1—C2—C3	120.0 (4)
O1i—K1—O2iii	81.79 (11)	I1—C2—C1	123.7 (3)
O1Wii—K1—O3i	76.77 (12)	C2—C3—C4	120.3 (4)
O3i—K1—O3ii	116.67 (10)	C3—C4—C5	120.1 (5)
O2iii—K1—O3i	114.11 (12)	C4—C5—C6	120.4 (6)
O1Wii—K1—O3ii	73.97 (11)	C1—C6—C5	120.7 (5)
O1Wii—K1—O2iii	156.45 (12)	C2—C3—H3	120.00
O2iii—K1—O3ii	82.50 (12)	C4—C3—H3	120.00
O1—S1—O2	113.6 (2)	C3—C4—H4	120.00
O1—S1—O3	111.9 (2)	C5—C4—H4	120.00
O1—S1—C1	106.95 (18)	C4—C5—H5	120.00
K1xi—S1—O1	58.66 (14)	C6—C5—H5	120.00
O2—S1—O3	112.8 (2)	C1—C6—H6	120.00
O2—S1—C1	104.9 (2)	C5—C6—H6	120.00
K1xi—S1—O2	130.67 (17)
O2—K1—O1W—K1ii	85.04 (11)	O2—S1—O1—K1xi	124.5 (2)
O1i—K1—O1W—K1ii	−100.99 (19)	O3—S1—O1—K1xi	−4.7 (2)
O1Wii—K1—O1W—K1ii	0.00 (10)	C1—S1—O1—K1xi	−120.27 (17)
O3ii—K1—O1W—K1ii	−71.38 (11)	O1—S1—O2—K1	−139.0 (2)
O2iii—K1—O1W—K1ii	−157.09 (12)	O1—S1—O2—K1iv	−16.9 (3)
O1W—K1—O2—S1	−42.7 (3)	O3—S1—O2—K1	−10.3 (3)
O1W—K1—O2—K1iv	−172.53 (14)	O3—S1—O2—K1iv	111.9 (2)
S1i—K1—O2—S1	136.5 (2)	C1—S1—O2—K1	104.5 (2)
S1i—K1—O2—K1iv	6.62 (12)	C1—S1—O2—K1iv	−133.3 (2)
O1i—K1—O2—S1	141.7 (2)	K1xi—S1—O2—K1	−70.9 (3)
O1i—K1—O2—K1iv	11.79 (19)	K1xi—S1—O2—K1iv	51.3 (3)
O3i—K1—O2—S1	130.2 (3)	O1—S1—O3—K1xi	5.0 (2)
O3i—K1—O2—K1iv	0.34 (12)	O1—S1—O3—K1ii	148.8 (4)
O1Wii—K1—O2—S1	52.9 (3)	O2—S1—O3—K1xi	−124.6 (2)
O1Wii—K1—O2—K1iv	−77.01 (13)	O2—S1—O3—K1ii	19.2 (5)
O3ii—K1—O2—S1	4.4 (4)	C1—S1—O3—K1xi	121.20 (17)
O3ii—K1—O2—K1iv	−125.51 (18)	C1—S1—O3—K1ii	−95.0 (5)
O2iii—K1—O2—S1	−117.8 (3)	K1xi—S1—O3—K1ii	143.8 (5)
O2iii—K1—O2—K1iv	112.39 (14)	O1—S1—C1—C2	−59.9 (4)
O2—K1—S1i—O1i	170.27 (18)	O1—S1—C1—C6	121.7 (4)
O2—K1—S1i—O2i	74.8 (2)	O2—S1—C1—C2	61.1 (4)
O2—K1—S1i—O3i	−15.2 (2)	O2—S1—C1—C6	−117.4 (4)
O2—K1—S1i—C1i	−99.86 (19)	O3—S1—C1—C2	−179.4 (4)
O1W—K1—O1i—S1i	175.60 (18)	O3—S1—C1—C6	2.2 (4)
O2—K1—O1i—S1i	−12.0 (2)	K1xi—S1—C1—C2	−123.1 (3)
O2—K1—O3i—S1i	165.0 (2)	K1xi—S1—C1—C6	58.5 (4)
O2—K1—O3i—K1iv	−0.34 (12)	S1—C1—C2—I1	2.7 (6)
O1W—K1—O1Wii—K1ii	0.00 (11)	S1—C1—C2—C3	−178.3 (4)
O2—K1—O1Wii—K1ii	−85.89 (11)	C6—C1—C2—I1	−178.9 (4)
O1W—K1—O3ii—S1ii	63.9 (4)	C6—C1—C2—C3	0.1 (7)
O1W—K1—O3ii—K1iii	−80.44 (12)	S1—C1—C6—C5	178.1 (4)
O2—K1—O3ii—S1ii	13.9 (6)	C2—C1—C6—C5	−0.4 (8)
O2—K1—O3ii—K1iii	−130.4 (2)	I1—C2—C3—C4	179.6 (4)
O1W—K1—O2iii—K1iii	73.96 (12)	C1—C2—C3—C4	0.5 (7)
O1W—K1—O2iii—S1iii	−152.5 (3)	C2—C3—C4—C5	−0.8 (9)
O2—K1—O2iii—K1iii	153.89 (12)	C3—C4—C5—C6	0.6 (9)
O2—K1—O2iii—S1iii	−72.6 (3)	C4—C5—C6—C1	0.1 (9)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WB···O1vii	0.86	2.03	2.855 (5)	160
O1W—H1WA···O3ii	0.86	2.41	3.266 (5)	179
C6—H6···O3	0.93	2.42	2.834 (6)	107

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WB⋯O1i	0.86	2.03	2.855 (5)	160
O1W—H1WA⋯O3ii	0.86	2.41	3.266 (5)	179

Symmetry codes: (i) ; (ii) .