Poly[μ5-(4-meth-oxy-benzene-sulfonato)-sodium].

In the title complex, [Na(C7H7O4S)] n , the Na(I) ion is coord-inated in a slightly distorted penta-gonal-bipyramidal environment by seven O atoms [Na-O = 2.3198 (16)-2.5585 (17) Å]. The 4-methoxybenzenesulfonate anions act as bis-chelating and bridging ligands, forming a two-dimensional polymer parallel to (001), which is further linked into a three-dimensional network by weak C-H⋯O hydrogen bonds.

Related literature

For the appplications of aromatic sulfonic acids, see: Babu et al. (2003 ▶); Chanawanno et al. (2010 ▶); King (1991 ▶); Ruanwas et al. (2010 ▶); Schöngut et al. (2011 ▶); Siril et al. (2007 ▶); Taylor et al. (2006 ▶). For a related structure, see: Smith et al. (2004 ▶). For standard bond-lengths, see: Allen et al. (1987 ▶).

Experimental

Crystal data

[Na(C7H7O4S)]

M = 210.19

Orthorhombic,

a = 8.3121 (8) Å

b = 6.0287 (6) Å

c = 35.930 (3) Å

V = 1800.5 (3) Å3

Z = 8

Mo Kα radiation

μ = 0.38 mm−1

T = 293 K

0.54 × 0.46 × 0.22 mm

Data collection

Bruker APEXII CCD area detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2009 ▶) T min = 0.819, T max = 0.920

8793 measured reflections

1769 independent reflections

1720 reflections with I > 2σ(I)

R int = 0.022

Refinement

R[F 2 > 2σ(F 2)] = 0.037

wR(F 2) = 0.101

S = 1.20

1769 reflections

119 parameters

H-atom parameters constrained

Δρmax = 0.28 e Å−3

Δρmin = −0.28 e Å−3

Data collection: APEX2 (Bruker, 2009 ▶); cell refinement: SAINT (Bruker, 2009 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL and Mercury (Macrae et al., 2006 ▶); software used to prepare material for publication: SHELXTL, PLATON (Spek, 2009 ▶), Mercury and publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536813025919/lh5648sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813025919/lh5648Isup2.hkl

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

[Na(C7H7O4S)]	F(000) = 864
Mr = 210.19	Dx = 1.551 Mg m−3
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 1769 reflections
a = 8.3121 (8) Å	θ = 2.3–26.0°
b = 6.0287 (6) Å	µ = 0.38 mm−1
c = 35.930 (3) Å	T = 293 K
V = 1800.5 (3) Å3	Needle, colorless
Z = 8	0.54 × 0.46 × 0.22 mm

Bruker APEXII CCD area detector diffractometer	1769 independent reflections
Radiation source: sealed tube	1720 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.022
φ and ω scans	θmax = 26.0°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Bruker, 2009)	h = −8→10
Tmin = 0.819, Tmax = 0.920	k = −7→7
8793 measured reflections	l = −37→44

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)] = 0.037	H-atom parameters constrained
wR(F2) = 0.101	w = 1/[σ2(Fo2) + (0.0372P)2 + 1.6253P] where P = (Fo2 + 2Fc2)/3
S = 1.20	(Δ/σ)max = 0.001
1769 reflections	Δρmax = 0.28 e Å−3
119 parameters	Δρmin = −0.28 e Å−3
0 restraints	Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.042 (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
S1	0.50598 (6)	0.11687 (8)	0.950009 (13)	0.0257 (2)
O1	0.67113 (17)	0.0690 (2)	0.96029 (4)	0.0328 (4)
O2	0.39805 (19)	−0.0717 (3)	0.95165 (4)	0.0386 (4)
O3	0.44483 (18)	0.3026 (2)	0.97215 (4)	0.0324 (4)
O4	0.4881 (4)	0.4270 (4)	0.79459 (6)	0.0843 (8)
C1	0.5047 (2)	0.2071 (4)	0.90315 (6)	0.0300 (5)
C2	0.4151 (4)	0.0971 (4)	0.87675 (7)	0.0483 (6)
H2A	0.3570	−0.0291	0.8831	0.058*
C3	0.4122 (4)	0.1762 (5)	0.84065 (7)	0.0603 (8)
H3A	0.3511	0.1036	0.8227	0.072*
C4	0.4991 (4)	0.3615 (5)	0.83113 (7)	0.0526 (7)
C5	0.5888 (4)	0.4721 (5)	0.85733 (7)	0.0573 (8)
H5A	0.6477	0.5974	0.8508	0.069*
C6	0.5902 (3)	0.3942 (4)	0.89371 (7)	0.0482 (7)
H6A	0.6493	0.4688	0.9118	0.058*
C7	0.5762 (7)	0.6163 (7)	0.78319 (10)	0.1151 (19)
H7A	0.5575	0.6431	0.7572	0.173*
H7B	0.6888	0.5913	0.7873	0.173*
H7C	0.5418	0.7428	0.7973	0.173*
Na	0.18295 (10)	0.12772 (12)	0.98998 (2)	0.0314 (3)

	U11	U22	U33	U12	U13	U23
S1	0.0260 (3)	0.0239 (3)	0.0273 (3)	−0.00035 (18)	0.00168 (17)	0.00130 (18)
O1	0.0280 (7)	0.0355 (8)	0.0349 (8)	0.0061 (6)	0.0021 (6)	0.0032 (6)
O2	0.0435 (9)	0.0347 (8)	0.0376 (8)	−0.0131 (7)	0.0013 (7)	0.0018 (6)
O3	0.0333 (8)	0.0311 (8)	0.0330 (8)	0.0078 (6)	0.0023 (6)	−0.0011 (6)
O4	0.143 (2)	0.0803 (16)	0.0299 (10)	−0.0139 (15)	−0.0124 (11)	0.0134 (10)
C1	0.0332 (11)	0.0318 (11)	0.0250 (10)	−0.0001 (8)	−0.0003 (8)	0.0022 (8)
C2	0.0630 (17)	0.0453 (13)	0.0367 (12)	−0.0158 (12)	−0.0037 (11)	−0.0029 (10)
C3	0.086 (2)	0.0616 (17)	0.0337 (13)	−0.0154 (16)	−0.0139 (13)	−0.0076 (12)
C4	0.077 (2)	0.0512 (16)	0.0294 (13)	0.0020 (14)	−0.0036 (11)	0.0044 (11)
C5	0.078 (2)	0.0531 (15)	0.0404 (13)	−0.0231 (15)	−0.0043 (13)	0.0139 (12)
C6	0.0598 (16)	0.0497 (14)	0.0351 (12)	−0.0218 (12)	−0.0102 (11)	0.0076 (10)
C7	0.210 (6)	0.091 (3)	0.0443 (19)	−0.023 (3)	−0.002 (3)	0.0328 (19)
Na	0.0295 (4)	0.0227 (4)	0.0420 (5)	−0.0004 (3)	0.0039 (3)	0.0000 (3)

S1—O2	1.4495 (16)	C3—C4	1.374 (4)
S1—O1	1.4506 (15)	C3—H3A	0.9300
S1—O3	1.4644 (15)	C4—C5	1.374 (4)
S1—C1	1.769 (2)	C5—C6	1.389 (3)
S1—Nai	3.0304 (10)	C5—H5A	0.9300
S1—Na	3.0457 (10)	C6—H6A	0.9300
O1—Naii	2.4637 (16)	C7—H7A	0.9600
O1—Nai	2.5585 (17)	C7—H7B	0.9600
O2—Naiii	2.3734 (17)	C7—H7C	0.9600
O2—Na	2.5572 (18)	Na—O3iii	2.3198 (16)
O3—Naiv	2.3198 (16)	Na—O2iv	2.3734 (17)
O3—Nai	2.4384 (17)	Na—O3v	2.4384 (17)
O3—Na	2.5021 (17)	Na—O1ii	2.4637 (16)
O4—C4	1.374 (3)	Na—O1v	2.5585 (17)
O4—C7	1.416 (5)	Na—S1v	3.0304 (9)
C1—C6	1.376 (3)	Na—Naiv	3.2138 (6)
C1—C2	1.377 (3)	Na—Naiii	3.2138 (6)
C2—C3	1.382 (4)	Na—Navi	3.4843 (16)
C2—H2A	0.9300
O2—S1—O1	114.78 (10)	O2iv—Na—O3	77.09 (6)
O2—S1—O3	111.27 (9)	O3v—Na—O3	140.94 (4)
O1—S1—O3	110.02 (9)	O1ii—Na—O3	87.72 (6)
O2—S1—C1	106.03 (10)	O3iii—Na—O2	76.94 (6)
O1—S1—C1	108.00 (9)	O2iv—Na—O2	104.17 (7)
O3—S1—C1	106.25 (9)	O3v—Na—O2	161.64 (6)
O2—S1—Nai	132.07 (7)	O1ii—Na—O2	79.63 (5)
O1—S1—Nai	57.36 (6)	O3—Na—O2	56.76 (5)
O3—S1—Nai	52.67 (6)	O3iii—Na—O1v	141.19 (6)
C1—S1—Nai	121.58 (8)	O2iv—Na—O1v	81.30 (6)
O2—S1—Na	56.77 (7)	O3v—Na—O1v	57.04 (5)
O1—S1—Na	135.93 (6)	O1ii—Na—O1v	81.74 (5)
O3—S1—Na	54.65 (6)	O3—Na—O1v	84.91 (5)
C1—S1—Na	115.90 (7)	O2—Na—O1v	137.65 (6)
Nai—S1—Na	94.675 (17)	O3iii—Na—S1v	113.81 (5)
S1—O1—Naii	138.27 (9)	O2iv—Na—S1v	83.53 (4)
S1—O1—Nai	94.12 (7)	O3v—Na—S1v	28.52 (4)
Naii—O1—Nai	79.55 (5)	O1ii—Na—S1v	88.14 (4)
S1—O2—Naiii	142.94 (10)	O3—Na—S1v	112.98 (4)
S1—O2—Na	94.92 (8)	O2—Na—S1v	164.05 (5)
Naiii—O2—Na	81.26 (5)	O1v—Na—S1v	28.52 (3)
S1—O3—Naiv	162.75 (9)	O3iii—Na—S1	104.79 (5)
S1—O3—Nai	98.81 (8)	O2iv—Na—S1	89.59 (5)
Naiv—O3—Nai	94.12 (6)	O3v—Na—S1	169.25 (5)
S1—O3—Na	96.83 (8)	O1ii—Na—S1	84.13 (4)
Naiv—O3—Na	83.51 (5)	O3—Na—S1	28.52 (3)
Nai—O3—Na	129.48 (6)	O2—Na—S1	28.31 (4)
C4—O4—C7	118.3 (3)	O1v—Na—S1	112.25 (4)
C6—C1—C2	120.3 (2)	S1v—Na—S1	140.75 (3)
C6—C1—S1	118.91 (17)	O3iii—Na—Naiv	162.05 (5)
C2—C1—S1	120.73 (18)	O2iv—Na—Naiv	51.86 (4)
C1—C2—C3	119.3 (2)	O3v—Na—Naiv	96.89 (4)
C1—C2—H2A	120.3	O1ii—Na—Naiv	106.30 (5)
C3—C2—H2A	120.3	O3—Na—Naiv	45.82 (4)
C4—C3—C2	120.3 (2)	O2—Na—Naiv	101.45 (5)
C4—C3—H3A	119.8	O1v—Na—Naiv	48.93 (4)
C2—C3—H3A	119.8	S1v—Na—Naiv	72.048 (19)
C3—C4—C5	120.6 (2)	S1—Na—Naiv	73.41 (3)
C3—C4—O4	115.9 (3)	O3iii—Na—Naiii	50.67 (4)
C5—C4—O4	123.4 (3)	O2iv—Na—Naiii	144.53 (4)
C4—C5—C6	119.0 (2)	O3v—Na—Naiii	116.30 (4)
C4—C5—H5A	120.5	O1ii—Na—Naiii	51.52 (4)
C6—C5—H5A	120.5	O3—Na—Naiii	95.36 (5)
C1—C6—C5	120.3 (2)	O2—Na—Naiii	46.88 (4)
C1—C6—H6A	119.8	O1v—Na—Naiii	133.13 (4)
C5—C6—H6A	119.8	S1v—Na—Naiii	130.16 (2)
O4—C7—H7A	109.5	S1—Na—Naiii	70.98 (3)
O4—C7—H7B	109.5	Naiv—Na—Naiii	139.42 (5)
H7A—C7—H7B	109.5	O3iii—Na—Navi	44.27 (4)
O4—C7—H7C	109.5	O2iv—Na—Navi	102.10 (6)
H7A—C7—H7C	109.5	O3v—Na—Navi	41.61 (4)
H7B—C7—H7C	109.5	O1ii—Na—Navi	93.85 (5)
O3iii—Na—O2iv	110.78 (7)	O3—Na—Navi	176.92 (6)
O3iii—Na—O3v	85.88 (6)	O2—Na—Navi	120.91 (5)
O2iv—Na—O3v	87.82 (6)	O1v—Na—Navi	97.94 (5)
O3iii—Na—O1ii	91.09 (6)	S1v—Na—Navi	69.75 (3)
O2iv—Na—O1ii	158.12 (7)	S1—Na—Navi	149.03 (4)
O3v—Na—O1ii	94.46 (6)	Naiv—Na—Navi	135.83 (4)
O3iii—Na—O3	133.13 (7)	Naiii—Na—Navi	83.58 (3)
O2—S1—O1—Naii	−46.59 (17)	Nai—O3—Na—Naiv	90.00 (8)
O3—S1—O1—Naii	79.82 (15)	S1—O3—Na—Naiii	30.86 (7)
C1—S1—O1—Naii	−164.62 (13)	Naiv—O3—Na—Naiii	−166.50 (4)
Nai—S1—O1—Naii	78.90 (12)	Nai—O3—Na—Naiii	−76.51 (7)
Na—S1—O1—Naii	20.4 (2)	S1—O2—Na—O3iii	169.52 (8)
O2—S1—O1—Nai	−125.50 (8)	Naiii—O2—Na—O3iii	−47.62 (6)
O3—S1—O1—Nai	0.91 (9)	S1—O2—Na—O2iv	61.03 (8)
C1—S1—O1—Nai	116.48 (9)	Naiii—O2—Na—O2iv	−156.11 (6)
Na—S1—O1—Nai	−58.50 (10)	S1—O2—Na—O3v	−169.45 (17)
O1—S1—O2—Naiii	48.05 (19)	Naiii—O2—Na—O3v	−26.6 (2)
O3—S1—O2—Naiii	−77.71 (18)	S1—O2—Na—O1ii	−96.90 (8)
C1—S1—O2—Naiii	167.19 (15)	Naiii—O2—Na—O1ii	45.95 (5)
Nai—S1—O2—Naiii	−19.4 (2)	S1—O2—Na—O3	−2.80 (6)
Na—S1—O2—Naiii	−82.01 (16)	Naiii—O2—Na—O3	140.06 (7)
O1—S1—O2—Na	130.06 (8)	S1—O2—Na—O1v	−31.57 (12)
O3—S1—O2—Na	4.30 (10)	Naiii—O2—Na—O1v	111.29 (8)
C1—S1—O2—Na	−110.81 (8)	S1—O2—Na—S1v	−56.4 (2)
Nai—S1—O2—Na	62.61 (10)	Naiii—O2—Na—S1v	86.49 (17)
O2—S1—O3—Naiv	−94.5 (3)	Naiii—O2—Na—S1	142.86 (10)
O1—S1—O3—Naiv	137.1 (3)	S1—O2—Na—Naiv	7.82 (8)
C1—S1—O3—Naiv	20.5 (4)	Naiii—O2—Na—Naiv	150.67 (4)
Nai—S1—O3—Naiv	138.1 (4)	S1—O2—Na—Naiii	−142.86 (10)
Na—S1—O3—Naiv	−90.1 (3)	S1—O2—Na—Navi	174.81 (6)
O2—S1—O3—Nai	127.40 (8)	Naiii—O2—Na—Navi	−42.33 (7)
O1—S1—O3—Nai	−0.97 (10)	O2—S1—Na—O3iii	−10.56 (9)
C1—S1—O3—Nai	−117.63 (8)	O1—S1—Na—O3iii	−103.07 (11)
Na—S1—O3—Nai	131.81 (8)	O3—S1—Na—O3iii	174.35 (10)
O2—S1—O3—Na	−4.41 (10)	C1—S1—Na—O3iii	82.24 (9)
O1—S1—O3—Na	−132.77 (7)	Nai—S1—Na—O3iii	−149.16 (5)
C1—S1—O3—Na	110.56 (8)	O2—S1—Na—O2iv	−121.97 (9)
Nai—S1—O3—Na	−131.81 (8)	O1—S1—Na—O2iv	145.51 (10)
O2—S1—C1—C6	176.20 (19)	O3—S1—Na—O2iv	62.94 (8)
O1—S1—C1—C6	−60.3 (2)	C1—S1—Na—O2iv	−29.17 (9)
O3—S1—C1—C6	57.7 (2)	Nai—S1—Na—O2iv	99.43 (5)
Nai—S1—C1—C6	1.9 (2)	O2—S1—Na—O3v	162.0 (3)
Na—S1—C1—C6	115.82 (19)	O1—S1—Na—O3v	69.5 (3)
O2—S1—C1—C2	−1.4 (2)	O3—S1—Na—O3v	−13.1 (3)
O1—S1—C1—C2	122.1 (2)	C1—S1—Na—O3v	−105.2 (3)
O3—S1—C1—C2	−119.9 (2)	Nai—S1—Na—O3v	23.4 (3)
Nai—S1—C1—C2	−175.71 (18)	O2—S1—Na—O1ii	79.02 (9)
Na—S1—C1—C2	−61.8 (2)	O1—S1—Na—O1ii	−13.49 (13)
C6—C1—C2—C3	0.2 (4)	O3—S1—Na—O1ii	−96.07 (8)
S1—C1—C2—C3	177.8 (2)	C1—S1—Na—O1ii	171.82 (9)
C1—C2—C3—C4	0.6 (5)	Nai—S1—Na—O1ii	−59.58 (4)
C2—C3—C4—C5	−0.6 (5)	O2—S1—Na—O3	175.09 (11)
C2—C3—C4—O4	−179.9 (3)	O1—S1—Na—O3	82.58 (12)
C7—O4—C4—C3	−179.6 (4)	C1—S1—Na—O3	−92.11 (11)
C7—O4—C4—C5	1.2 (5)	Nai—S1—Na—O3	36.49 (7)
C3—C4—C5—C6	−0.1 (5)	O1—S1—Na—O2	−92.51 (12)
O4—C4—C5—C6	179.1 (3)	O3—S1—Na—O2	−175.09 (11)
C2—C1—C6—C5	−0.9 (4)	C1—S1—Na—O2	92.80 (11)
S1—C1—C6—C5	−178.6 (2)	Nai—S1—Na—O2	−138.60 (8)
C4—C5—C6—C1	0.9 (5)	O2—S1—Na—O1v	157.60 (9)
S1—O3—Na—O3iii	−7.49 (14)	O1—S1—Na—O1v	65.09 (12)
Naiv—O3—Na—O3iii	155.15 (6)	O3—S1—Na—O1v	−17.49 (8)
Nai—O3—Na—O3iii	−114.86 (10)	C1—S1—Na—O1v	−109.60 (9)
S1—O3—Na—O2iv	−113.99 (8)	Nai—S1—Na—O1v	19.00 (4)
Naiv—O3—Na—O2iv	48.64 (6)	O2—S1—Na—S1v	158.80 (9)
Nai—O3—Na—O2iv	138.64 (9)	O1—S1—Na—S1v	66.29 (11)
S1—O3—Na—O3v	176.15 (9)	O3—S1—Na—S1v	−16.29 (8)
Naiv—O3—Na—O3v	−21.21 (9)	C1—S1—Na—S1v	−108.40 (9)
Nai—O3—Na—O3v	68.79 (11)	Nai—S1—Na—S1v	20.20 (4)
S1—O3—Na—O1ii	81.88 (7)	O2—S1—Na—Naiv	−172.01 (8)
Naiv—O3—Na—O1ii	−115.49 (5)	O1—S1—Na—Naiv	95.48 (10)
Nai—O3—Na—O1ii	−25.49 (8)	O3—S1—Na—Naiv	12.91 (7)
S1—O3—Na—O2	2.78 (6)	C1—S1—Na—Naiv	−79.21 (8)
Naiv—O3—Na—O2	165.42 (7)	Nai—S1—Na—Naiv	49.40 (2)
Nai—O3—Na—O2	−104.59 (9)	O2—S1—Na—Naiii	27.79 (8)
S1—O3—Na—O1v	163.79 (7)	O1—S1—Na—Naiii	−64.73 (10)
Naiv—O3—Na—O1v	−33.58 (5)	O3—S1—Na—Naiii	−147.30 (7)
Nai—O3—Na—O1v	56.42 (8)	C1—S1—Na—Naiii	120.59 (8)
S1—O3—Na—S1v	168.89 (5)	Nai—S1—Na—Naiii	−110.811 (19)
Naiv—O3—Na—S1v	−28.48 (6)	O2—S1—Na—Navi	−8.67 (11)
Nai—O3—Na—S1v	61.52 (8)	O1—S1—Na—Navi	−101.19 (12)
Naiv—O3—Na—S1	162.63 (10)	O3—S1—Na—Navi	176.24 (12)
Nai—O3—Na—S1	−107.37 (11)	C1—S1—Na—Navi	84.13 (12)
S1—O3—Na—Naiv	−162.63 (10)	Nai—S1—Na—Navi	−147.27 (9)

D—H···A	D—H	H···A	D···A	D—H···A
C6—H6A···O1vii	0.93	2.37	3.282 (3)	165
C7—H7A···O4viii	0.96	2.56	3.407 (4)	148

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C6—H6A⋯O1i	0.93	2.37	3.282 (3)	165
C7—H7A⋯O4ii	0.96	2.56	3.407 (4)	148

Symmetry codes: (i) ; (ii) .