Penta-aqua-(acetonitrile-κN)zinc(II) 4,6-dihydroxy-benzene-1,3-disulfonate trihydrate.

In the title compound, [Zn(CH(3)CN)(H(2)O)(5)](C(6)H(4)O(8)S(2))·3H(2)O, the Zn(II) ion lies on a mirror plane and is octa-hedrally coordinated by one acetonitrile ligand and five water mol-ecules. The 4,6-dihydroxy-benzene-1,3-disulfonate anion, acting as a counter-ion, is also located on the mirror plane. The crystal packing is stabilized by O-H⋯O hydrogen bonds, forming a three-dimensional supra-molecular network.

Related literature

For general background to the design and construction of coordination compounds of benzene­sulfonic acid derivatives, see: Arnold et al. (2001 ▶); Du et al. (2006 ▶); Junk & Steed (2007 ▶); Xie et al. (2002 ▶); Zhang et al. (2009 ▶). For related structures, see: Adarsh et al. (2008 ▶); Francis et al. (2003 ▶); Lu et al. (2008 ▶).

Experimental

Crystal data

[Zn(C2H3N)(H2O)5](C6H4O8S2)·3H2O

M = 518.80

Orthorhombic,

a = 12.8731 (10) Å

b = 6.9972 (6) Å

c = 22.9980 (17) Å

V = 2071.6 (3) Å3

Z = 4

Mo Kα radiation

μ = 1.46 mm−1

T = 296 K

0.32 × 0.24 × 0.16 mm

Data collection

Rigaku Mercury2 CCD diffractometer

Absorption correction: multi-scan (CrystalClear; Rigaku, 2005 ▶) T min = 0.661, T max = 0.790

10992 measured reflections

2581 independent reflections

1891 reflections with I > 2σ(I)

R int = 0.039

Refinement

R[F 2 > 2σ(F 2)] = 0.037

wR(F 2) = 0.097

S = 1.02

2581 reflections

172 parameters

H-atom parameters constrained

Δρmax = 0.31 e Å−3

Δρmin = −0.43 e Å−3

Data collection: CrystalClear (Rigaku, 2005 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810006525/hy2283sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810006525/hy2283Isup2.hkl

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

[Zn(C2H3N)(H2O)5](C6H4O8S2)·3H2O	F(000) = 1072
Mr = 518.80	Dx = 1.663 Mg m−3
Orthorhombic, Pnma	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2n	Cell parameters from 2210 reflections
a = 12.8731 (10) Å	θ = 2.4–27.6°
b = 6.9972 (6) Å	µ = 1.46 mm−1
c = 22.9980 (17) Å	T = 296 K
V = 2071.6 (3) Å3	Block, colourless
Z = 4	0.32 × 0.24 × 0.16 mm

Rigaku Mercury2 CCD diffractometer	2581 independent reflections
Radiation source: fine-focus sealed tube	1891 reflections with I > 2σ(I)
graphite	Rint = 0.039
φ and ω scans	θmax = 27.6°, θmin = 2.4°
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005)	h = −16→14
Tmin = 0.661, Tmax = 0.790	k = −9→9
10992 measured reflections	l = −29→29

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) = 0.097	w = 1/[σ2(Fo2) + (0.0457P)2 + 0.7072P] where P = (Fo2 + 2Fc2)/3
S = 1.02	(Δ/σ)max < 0.001
2581 reflections	Δρmax = 0.31 e Å−3
172 parameters	Δρmin = −0.43 e Å−3
0 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008)
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0021 (5)

	x	y	z	Uiso*/Ueq
Zn1	0.05196 (4)	0.2500	0.648181 (17)	0.04642 (16)
O1W	0.1416 (2)	0.0416 (4)	0.60984 (10)	0.0831 (8)
H1WB	0.1599	−0.0361	0.6336	0.117 (17)*
H1WA	0.1627	0.0469	0.5736	0.17 (2)*
O2W	−0.04689 (16)	0.0412 (3)	0.68120 (8)	0.0615 (6)
H2WB	−0.0611	−0.0355	0.6555	0.075 (11)*
H2WA	−0.0580	−0.0096	0.7164	0.122 (16)*
O3W	−0.0392 (2)	0.2500	0.57265 (12)	0.0579 (8)
H3WA	−0.0285	0.3485	0.5542	0.15 (2)*
N1	0.1330 (3)	0.2500	0.72832 (15)	0.0672 (11)
C7	0.2069 (4)	0.2500	0.8316 (2)	0.0734 (14)
H7A	0.1782	0.1343	0.8467	0.17 (2)*
H7B	0.2756	0.2500	0.8350	0.11 (2)*
C8	0.1698 (4)	0.2500	0.7727 (2)	0.0621 (12)
S1	0.49094 (8)	0.2500	0.30660 (3)	0.0414 (2)
S2	0.15787 (7)	0.2500	0.44987 (3)	0.0375 (2)
O1	0.4012 (2)	0.2500	0.26982 (10)	0.0735 (10)
O2	0.55305 (17)	0.0800 (3)	0.29897 (8)	0.0669 (6)
O3	0.13088 (14)	0.0779 (3)	0.48192 (7)	0.0494 (5)
O4	0.11538 (19)	0.2500	0.39111 (10)	0.0464 (6)
O5	0.6117 (2)	0.2500	0.41697 (10)	0.0594 (8)
H5	0.6426	0.2500	0.4482	0.044 (11)*
O6	0.3153 (2)	0.2500	0.54301 (9)	0.0527 (7)
H6	0.3605	0.2500	0.5681	0.086 (17)*
C1	0.5087 (3)	0.2500	0.42656 (13)	0.0394 (8)
C3	0.3602 (3)	0.2500	0.48999 (13)	0.0359 (8)
C4	0.2939 (3)	0.2500	0.44165 (13)	0.0351 (8)
C2	0.4660 (3)	0.2500	0.48202 (13)	0.0407 (9)
H2	0.5097	0.2500	0.5142	0.047 (10)*
C5	0.3365 (3)	0.2500	0.38655 (13)	0.0349 (8)
H5A	0.2929	0.2500	0.3543	0.028 (8)*
C6	0.4421 (3)	0.2500	0.37869 (13)	0.0357 (8)
O4W	0.4428 (2)	0.2500	0.62998 (12)	0.0598 (8)
H4WA	0.4421	0.1514	0.6522	0.108 (16)*
O5W	0.7285 (2)	0.2500	0.51114 (13)	0.0664 (8)
H5WA	0.7607	0.1441	0.5160	0.108 (16)*
O6W	0.2208 (2)	0.7500	0.67248 (12)	0.0559 (7)
H6WB	0.2849	0.7500	0.6800	0.12 (2)*
H6WA	0.1983	0.7500	0.7077	0.092 (18)*

	U11	U22	U33	U12	U13	U23
Zn1	0.0641 (3)	0.0442 (3)	0.0310 (2)	0.000	−0.00282 (19)	0.000
O1W	0.128 (2)	0.0722 (17)	0.0490 (11)	0.0344 (15)	0.0277 (12)	0.0130 (13)
O2W	0.1018 (17)	0.0502 (12)	0.0326 (9)	−0.0182 (11)	−0.0079 (9)	0.0075 (10)
O3W	0.089 (2)	0.0464 (17)	0.0386 (13)	0.000	−0.0161 (14)	0.000
N1	0.070 (3)	0.085 (3)	0.0461 (19)	0.000	−0.0087 (18)	0.000
C7	0.069 (4)	0.089 (4)	0.063 (3)	0.000	−0.022 (2)	0.000
C8	0.067 (3)	0.053 (3)	0.066 (3)	0.000	−0.018 (2)	0.000
S1	0.0572 (6)	0.0451 (5)	0.0218 (3)	0.000	0.0032 (4)	0.000
S2	0.0406 (5)	0.0411 (5)	0.0307 (4)	0.000	−0.0036 (3)	0.000
O1	0.071 (2)	0.126 (3)	0.0242 (11)	0.000	−0.0051 (12)	0.000
O2	0.1018 (16)	0.0626 (14)	0.0362 (9)	0.0273 (13)	0.0188 (10)	0.0016 (10)
O3	0.0521 (11)	0.0500 (12)	0.0462 (9)	−0.0103 (9)	−0.0010 (8)	0.0091 (9)
O4	0.0487 (15)	0.0545 (17)	0.0360 (12)	0.000	−0.0117 (11)	0.000
O5	0.0416 (16)	0.104 (3)	0.0331 (12)	0.000	0.0003 (11)	0.000
O6	0.0467 (15)	0.087 (2)	0.0244 (10)	0.000	0.0018 (11)	0.000
C1	0.043 (2)	0.045 (2)	0.0302 (15)	0.000	0.0022 (14)	0.000
C3	0.043 (2)	0.042 (2)	0.0227 (13)	0.000	0.0014 (13)	0.000
C4	0.0396 (19)	0.0376 (19)	0.0281 (14)	0.000	−0.0030 (13)	0.000
C2	0.048 (2)	0.051 (2)	0.0232 (14)	0.000	−0.0068 (13)	0.000
C5	0.041 (2)	0.0387 (19)	0.0247 (14)	0.000	−0.0041 (13)	0.000
C6	0.050 (2)	0.0360 (19)	0.0209 (13)	0.000	−0.0003 (13)	0.000
O4W	0.085 (2)	0.0572 (19)	0.0370 (13)	0.000	−0.0126 (13)	0.000
O5W	0.0649 (19)	0.061 (2)	0.073 (2)	0.000	−0.0245 (16)	0.000
O6W	0.0485 (18)	0.071 (2)	0.0479 (15)	0.000	0.0108 (13)	0.000

Zn1—O1W	2.058 (2)	S2—O4	1.458 (2)
Zn1—O2W	2.081 (2)	S2—C4	1.762 (4)
Zn1—O3W	2.096 (3)	O5—C1	1.344 (4)
Zn1—N1	2.118 (3)	O5—H5	0.8206
O1W—H1WB	0.8063	O6—C3	1.349 (4)
O1W—H1WA	0.8769	O6—H6	0.8201
O2W—H2WB	0.8197	C1—C2	1.389 (4)
O2W—H2WA	0.8948	C1—C6	1.395 (4)
O3W—H3WA	0.8204	C3—O6	1.349 (4)
N1—C8	1.126 (5)	C3—C2	1.375 (5)
C7—C8	1.435 (6)	C3—C4	1.402 (4)
C7—H7A	0.9553	C4—C5	1.381 (4)
C7—H7B	0.8878	C2—H2	0.9300
S1—O1	1.432 (3)	C5—C6	1.371 (5)
S1—O2i	1.444 (2)	C5—H5A	0.9300
S1—O2	1.444 (2)	O4W—H4WA	0.8585
S1—C6	1.773 (3)	O5W—H5WA	0.8563
S2—O3i	1.4541 (19)	O6W—H6WB	0.8433
S2—O3	1.4541 (19)	O6W—H6WA	0.8611
S2—O3	1.4541 (19)
O1W—Zn1—O1Wi	90.26 (14)	O3i—S2—O3	111.83 (16)
O1W—Zn1—O2Wi	175.32 (9)	O3i—S2—O3	111.83 (16)
O1Wi—Zn1—O2Wi	90.09 (10)	O3i—S2—O4	112.35 (9)
O1W—Zn1—O2W	90.09 (10)	O3—S2—O4	112.35 (9)
O1Wi—Zn1—O2W	175.32 (9)	O3—S2—O4	112.35 (9)
O2Wi—Zn1—O2W	89.19 (12)	O3i—S2—C4	106.98 (10)
O1W—Zn1—O3W	87.63 (9)	O3—S2—C4	106.98 (10)
O1Wi—Zn1—O3W	87.63 (9)	O3—S2—C4	106.98 (10)
O2Wi—Zn1—O3W	87.72 (8)	O4—S2—C4	105.87 (15)
O2W—Zn1—O3W	87.72 (8)	C1—O5—H5	109.6
O1W—Zn1—N1	95.54 (10)	C3—O6—H6	109.5
O1Wi—Zn1—N1	95.54 (10)	O5—C1—C2	122.7 (3)
O2Wi—Zn1—N1	89.07 (9)	O5—C1—C6	118.4 (3)
O2W—Zn1—N1	89.07 (9)	C2—C1—C6	118.8 (3)
O3W—Zn1—N1	175.50 (13)	O6—C3—C2	123.0 (3)
Zn1—O1W—H1WB	110.5	O6—C3—C2	123.0 (3)
Zn1—O1W—H1WA	123.4	O6—C3—C4	117.2 (3)
H1WB—O1W—H1WA	125.6	O6—C3—C4	117.2 (3)
Zn1—O2W—H2WB	109.4	C2—C3—C4	119.8 (3)
Zn1—O2W—H2WA	134.9	C5—C4—C3	119.1 (3)
H2WB—O2W—H2WA	110.9	C5—C4—S2	119.6 (2)
Zn1—O3W—H3WA	109.5	C3—C4—S2	121.3 (2)
C8—N1—Zn1	175.3 (4)	C3—C2—C1	120.9 (3)
C8—C7—H7A	102.4	C3—C2—H2	119.5
C8—C7—H7B	114.5	C1—C2—H2	119.5
H7A—C7—H7B	110.7	C6—C5—C4	121.0 (3)
N1—C8—C7	174.6 (6)	C6—C5—H5A	119.5
O1—S1—O2i	112.01 (11)	C4—C5—H5A	119.5
O1—S1—O2	112.01 (11)	C5—C6—C1	120.3 (3)
O2i—S1—O2	110.9 (2)	C5—C6—S1	118.3 (2)
O1—S1—C6	105.47 (16)	C1—C6—S1	121.4 (3)
O2i—S1—C6	108.06 (10)	H6WB—O6W—H6WA	97.8
O2—S1—C6	108.06 (10)

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5···O5W	0.82	1.82	2.636 (4)	172
O6—H6···O4W	0.82	1.77	2.587 (4)	172
O1W—H1WA···O3	0.88	2.16	2.956 (3)	151
O1W—H1WA···O6	0.88	2.53	3.081 (3)	122
O1W—H1WB···O6Wii	0.81	1.91	2.698 (3)	165
O2W—H2WA···O2iii	0.89	1.96	2.839 (3)	166
O2W—H2WB···O4iv	0.82	1.97	2.774 (3)	166
O3W—H3WA···O3v	0.82	2.24	2.869 (2)	134
O4W—H4WA···O2vi	0.86	1.97	2.829 (3)	177
O5W—H5WA···O3vi	0.86	2.09	2.927 (3)	166
O6W—H6WA···O1vii	0.86	1.92	2.734 (4)	158
O6W—H6WB···O2viii	0.84	2.45	3.213 (4)	151

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O5—H5⋯O5W	0.82	1.82	2.636 (4)	172
O6—H6⋯O4W	0.82	1.77	2.587 (4)	172
O1W—H1WA⋯O3	0.88	2.16	2.956 (3)	151
O1W—H1WA⋯O6	0.88	2.53	3.081 (3)	122
O1W—H1WB⋯O6Wi	0.81	1.91	2.698 (3)	165
O2W—H2WA⋯O2ii	0.89	1.96	2.839 (3)	166
O2W—H2WB⋯O4iii	0.82	1.97	2.774 (3)	166
O3W—H3WA⋯O3iv	0.82	2.24	2.869 (2)	134
O4W—H4WA⋯O2v	0.86	1.97	2.829 (3)	177
O5W—H5WA⋯O3v	0.86	2.09	2.927 (3)	166
O6W—H6WA⋯O1vi	0.86	1.92	2.734 (4)	158
O6W—H6WB⋯O2vii	0.84	2.45	3.213 (4)	151

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) ; (vi) ; (vii) .