Ethyl­enediammonium tetraaquadi­sulfatomagnesium(II)

Rekik, W.; Naïli, H.; Mhiri, T.; Bataille, T.

doi:10.1107/S1600536809041981

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 11| November 2009| Pages m1404-m1405

https://doi.org/10.1107/S1600536809041981

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Ethylenediammonium tetraaquadisulfatomagnesium(II)

Walid Rekik,^a ^* Houcine Naïli,^a Tahar Mhiri ^a and Thierry Bataille ^b

^aLaboratoire de l'Etat Solide, Département de Chimie, Faculté des Sciences de Sfax, BP 802, 3018 SFAX, Tunisia, and ^bLaboratoire de Chimie du Solide et Inorganique Moléculaire (CNRS, UMR 6511), Université de Rennes I, Avenue du Général Leclerc, 35042 Rennes CEDEX, France
^*Correspondence e-mail: w_rekik@alinto.com

(Received 1 October 2009; accepted 13 October 2009; online 23 October 2009)

The title compound, [NH₃(CH₂)₂NH₃][Mg(SO₄)₂(H₂O)₄], was synthesized by the slow evaporation method. Its crystal structure can be described as an alternate stacking of inorganic layers of tetraaquabis(sulfato-O)magnesium [Mg(SO₄)₂(H₂O)₄]²⁻ anions ( $[\overline1]$ symmetry) and organic layers of [NH₃(CH₂)₂NH₃]²⁺ cations along the crystallographic b axis. The anions, built up from tetrahedral SO₄ units and octahedral Mg(H₂O)₄O₂ units, and the cations are linked together through N—H⋯O hydrogen bonds, forming a three-dimensional network. O—H⋯O interactions are also present.

Related literature

For organic–inorganic hybrid solids composed of 3d transition metals, sulfate groups and protonated diamines, see: Held (2003 ); Naïli et al. (2006 ); Rekik et al. (2005 , 2007 , 2008 , 2009 ); Rekik, Naïli, Bataille & Mhiri (2006 ); Rekik, Naïli, Bataille et al. (2006 ); Yahyaoui et al. (2007 ). For the isostructural manganese, iron and cobalt compounds, see: Chaabouni et al. (1996 ); Held (2003); Rekik et al. (2008).

Experimental

Crystal data

(C₂H₁₀N₂)[Mg(SO₄)₂(H₂O)₄]
M_r = 350.61
Triclinic, $[P \overline 1]$
a = 6.7847 (4) Å
b = 7.0721 (4) Å
c = 7.2217 (4) Å
α = 74.909 (2)°
β = 72.378 (2)°
γ = 79.564 (3)°
V = 316.89 (3) Å³
Z = 1
Mo Kα radiation
μ = 0.53 mm⁻¹
T = 293 K
0.19 × 0.15 × 0.10 mm

Data collection

Nonius KappaCCD diffractometer
Absorption correction: analytical (de Meulenaer & Tompa, 1965 ) T_min = 0.924, T_max = 0.958
3254 measured reflections
1408 independent reflections
1238 reflections with I > 2σ(I)
R_int = 0.099

Refinement

R[F² > 2σ(F²)] = 0.053
wR(F²) = 0.142
S = 1.05
1408 reflections
104 parameters
4 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.69 e Å⁻³
Δρ_min = −0.58 e Å⁻³

Table 1
Selected bond distances (Å)

Mg—OW1	2.0632 (18)
Mg—O4	2.0826 (15)
Mg—OW2	2.0833 (18)
S—O1	1.4605 (17)
S—O2	1.4688 (17)
S—O3	1.4748 (16)
S—O4	1.4844 (15)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N—H0A⋯O4ⁱⁱⁱ	0.89	1.95	2.838 (2)	174
N—H0B⋯O3^iv	0.89	2.05	2.886 (3)	156
N—H0C⋯O2	0.89	1.97	2.837 (3)	163
OW1—H11⋯O2^v	0.866 (19)	1.91 (2)	2.767 (2)	169 (4)
OW1—H12⋯O3^vi	0.869 (18)	1.890 (19)	2.758 (3)	178 (3)
OW2—H21⋯O1^vii	0.841 (19)	1.95 (2)	2.729 (2)	153 (3)
OW2—H22⋯O1^viii	0.871 (19)	2.03 (2)	2.869 (2)	162 (4)
Symmetry codes: (iii) -x, -y+2, -z; (iv) x-1, y, z; (v) -x, -y+1, -z+1; (vi) x, y-1, z; (vii) -x+1, -y+1, -z; (viii) x, y, z-1.

Data collection: COLLECT (Nonius, 1998 ); cell refinement: HKL SCALEPACK (Otwinowski & Minor, 1997 ); data reduction: HKL DENZO (Otwinowski & Minor, 1997) and SCALEPACK; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg & Berndt, 1999 ); software used to prepare material for publication: WinGX publication routines (Farrugia, 1999 ).

Supporting information

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S1600536809041981/pb2011sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536809041981/pb2011Isup2.hkl

checkCIF report

Comment top

Organic-inorganic hybrid materials is the subject of major interest, allowing to combines some properties of an inorganic material (or a molecule), and some properties of an organic molecule (or a polymer). This symbiosis between two worlds of chemistry too long regarded as opposites can also lead to completely new properties, and opens a wide field of investigations for the chemist. The applications of these "new" materials cover diverse areas as the properties of strength, optics, ferroelectricity and ferroelasticity, electronics and ionic solid ··· Recently, we reported some new organic-inorganic hybrid solids composed of 3d transition metal, sulfate groups and protonated diamine (Rekik et al., 2005; Naïli, et al., 2006; Rekik et al., 2007; Yahyaoui et al., 2007; Rekik et al., 2008; Rekik et al., 2009). In the field of our investigations in the organic-inorganic hybrid materials, we report here the chemical preparation and the structural characterization of a new magnesium ethylenediammonium bis(sulfate)tetrahydrate,[NH₃(CH₂)₂NH₃][Mg(SO₄)₂(H₂O)₄]. The title compound is isostructural with the manganese, iron and cobalt related phases (Chaabouni et al., 1996; Held et al., 2003; Rekik et al., 2008). As it can be seen in figure 1, the asymmetric unit of the title compound contains only one magnesium atom located at a symmetry centre, only one sulfate tetrahedron and ethylenediammonium cation lying about inversion centre. The Mg(II) central atom is octahedrally coordinated by one oxygen atom of sulfate group, two water molecules and the corresponding centrosymmetrically located atoms. Each octahedron around Mg shares two oxygen with two sulfate groups to form trimeric units, [Mg(SO₄)₂(H₂O)₄]^2-. The negative charge of the inorganic part is compensated by ethylenediammonium cations which are located on inversion centres in the inorganic framework cavities. The structure cohesion and stability are assured by two types of hydrogen bonds, OW—H···O and N—H···O. Figure 2 shows that the structure can be described as an alternation between organic and inorganic layers along the crystallographic b axis.

Related literature top

For organic–inorganic hybrid solids composed of 3d transition metals, sulfate groups and protonated diamines, see: Held (2003); Naïli et al. (2006); Rekik et al. (2005, 2007, 2008, 2009); Rekik, Naïli, Bataille & Mhiri (2006); Rekik, Naïli, Bataille et al. (2006); Yahyaoui et al. (2007). For the isotructural manganese, iron and cobalt compounds, see: Chaabouni et al. (1996); Held (2003); Rekik et al. (2008).

Experimental top

Single-crystals of the title compound were grown by slow evaporation at room temperature of an aqueous solution of MgSO₄.7(H₂O)/C₂H₈N₂ /H₂SO₄in a ratio 1:1:1. The product was filtered off and washed with a small amount of distilled water.

Structure description top

For organic–inorganic hybrid solids composed of 3d transition metals, sulfate groups and protonated diamines, see: Held (2003); Naïli et al. (2006); Rekik et al. (2005, 2007, 2008, 2009); Rekik, Naïli, Bataille & Mhiri (2006); Rekik, Naïli, Bataille et al. (2006); Yahyaoui et al. (2007). For the isotructural manganese, iron and cobalt compounds, see: Chaabouni et al. (1996); Held (2003); Rekik et al. (2008).

Computing details top

Data collection: COLLECT (Nonius, 1998); cell refinement: HKL SCALEPACK (Otwinowski & Minor 1997); data reduction: HKL DENZO and SCALEPACK (Otwinowski & Minor 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg & Berndt, 1999); software used to prepare material for publication: WinGX publication routines (Farrugia, 1999).

Figures top

	Fig. 1. A part of the crystal structure of the title compound showing the asymmetric unit (expanded by symmetry to give complete organic cation and trimeric unit) and atom numbering. Displacement ellipsoids are drawn at the 50% probability level. Hydrogen bonds are represented by dashed lines.[Symmetry codes: (I) -x, -y - 1, -z; (II) -x - 1, -y + 2, -z + 1.]
	Fig. 2. Projection of the crystal structure of the title compound along the c axis, with hydrogen bonds indicated as dashed lines.
	Fig. 3. The asymmetric unit of the title compound.

Magnesium ethylenediammonium bis(sulfate) tetrahydrate top

Crystal data top

(C₂H₁₀N₂)[Mg(SO₄)₂(HO)₄]	Z = 1
M_r = 350.61	F(000) = 184
Triclinic, P1	D_x = 1.837 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 6.7847 (4) Å	Cell parameters from 3254 reflections
b = 7.0721 (4) Å	θ = 3.0–27.4°
c = 7.2217 (4) Å	µ = 0.53 mm⁻¹
α = 74.909 (2)°	T = 293 K
β = 72.378 (2)°	Prism, colourless
γ = 79.564 (3)°	0.19 × 0.15 × 0.10 mm
V = 316.89 (3) Å³

Data collection top

Nonius KappaCCD diffractometer	1408 independent reflections
Radiation source: fine-focus sealed tube	1238 reflections with I > 2σ(I)
Horizonally mounted graphite crystal monochromator	R_int = 0.099
Detector resolution: 9 pixels mm^-1	θ_max = 27.4°, θ_min = 3.0°
CCD rotation images, thick slices scans	h = −8→8
Absorption correction: analytical (de Meulenaer & Tompa, 1965)	k = −9→9
T_min = 0.924, T_max = 0.958	l = −9→9
3254 measured reflections

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)] = 0.053	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.142	H atoms treated by a mixture of independent and constrained refinement
S = 1.05	w = 1/[σ²(F_o²) + (0.0725P)² + 0.1042P] where P = (F_o² + 2F_c²)/3
1408 reflections	(Δ/σ)_max = 0.001
104 parameters	Δρ_max = 0.69 e Å⁻³
4 restraints	Δρ_min = −0.58 e Å⁻³

Crystal data top

(C₂H₁₀N₂)[Mg(SO₄)₂(HO)₄]	γ = 79.564 (3)°
M_r = 350.61	V = 316.89 (3) Å³
Triclinic, P1	Z = 1
a = 6.7847 (4) Å	Mo Kα radiation
b = 7.0721 (4) Å	µ = 0.53 mm⁻¹
c = 7.2217 (4) Å	T = 293 K
α = 74.909 (2)°	0.19 × 0.15 × 0.10 mm
β = 72.378 (2)°

Data collection top

Nonius KappaCCD diffractometer	1408 independent reflections
Absorption correction: analytical (de Meulenaer & Tompa, 1965)	1238 reflections with I > 2σ(I)
T_min = 0.924, T_max = 0.958	R_int = 0.099
3254 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.053	4 restraints
wR(F²) = 0.142	H atoms treated by a mixture of independent and constrained refinement
S = 1.05	Δρ_max = 0.69 e Å⁻³
1408 reflections	Δρ_min = −0.58 e Å⁻³
104 parameters

Special details top

Experimental. Data were corrected for Lorentz-polarization effects and an analytical absorption correction (de Meulenaer & Tompa, 1965) was applied. The structure was solved in the P -1 space group by the direct methods (Mg and S) and subsequent difference Fourier syntheses (all other atoms), with an exception for H atoms bonded to C and N atoms which are positioned geometrically.

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
Mg	0.0000	0.5000	0.0000	0.0186 (3)
S	0.19880 (7)	0.72309 (7)	0.25068 (7)	0.0178 (3)
OW1	0.0843 (3)	0.2584 (3)	0.2036 (3)	0.0330 (5)
OW2	0.2566 (3)	0.4397 (3)	−0.2311 (3)	0.0278 (4)
O1	0.3220 (3)	0.5558 (3)	0.3453 (3)	0.0282 (4)
O2	−0.0021 (3)	0.7650 (3)	0.3921 (2)	0.0298 (4)
O3	0.3142 (3)	0.8975 (2)	0.1783 (2)	0.0258 (4)
O4	0.1602 (3)	0.6817 (2)	0.0741 (2)	0.0254 (4)
N	−0.3262 (3)	1.0074 (3)	0.2425 (3)	0.0259 (5)
H0A	−0.2677	1.1054	0.1482	0.039*
H0B	−0.4085	0.9564	0.1974	0.039*
H0C	−0.2274	0.9145	0.2752	0.039*
C	−0.4508 (4)	1.0834 (3)	0.4201 (3)	0.0246 (5)
H0D	−0.5582	1.1854	0.3852	0.029*
H0E	−0.3622	1.1406	0.4691	0.029*
H11	0.045 (6)	0.262 (6)	0.329 (3)	0.053 (10)*
H12	0.156 (5)	0.145 (3)	0.193 (5)	0.038 (8)*
H21	0.378 (3)	0.444 (5)	−0.227 (5)	0.040 (9)*
H22	0.255 (7)	0.458 (6)	−0.355 (3)	0.058 (11)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Mg	0.0188 (5)	0.0196 (5)	0.0190 (5)	−0.0045 (4)	−0.0084 (4)	−0.0013 (4)
S	0.0169 (3)	0.0199 (4)	0.0175 (3)	−0.0035 (2)	−0.0079 (2)	−0.0006 (2)
OW1	0.0485 (11)	0.0264 (9)	0.0244 (9)	0.0062 (8)	−0.0186 (8)	−0.0026 (7)
OW2	0.0193 (8)	0.0409 (10)	0.0242 (8)	−0.0047 (7)	−0.0079 (7)	−0.0054 (7)
O1	0.0244 (8)	0.0259 (9)	0.0313 (9)	−0.0002 (7)	−0.0143 (7)	0.0052 (7)
O2	0.0214 (8)	0.0410 (10)	0.0230 (8)	−0.0011 (7)	−0.0043 (7)	−0.0039 (7)
O3	0.0279 (9)	0.0249 (9)	0.0290 (9)	−0.0111 (7)	−0.0134 (7)	−0.0013 (7)
O4	0.0287 (9)	0.0314 (9)	0.0198 (8)	−0.0136 (7)	−0.0086 (7)	−0.0026 (7)
N	0.0257 (10)	0.0291 (10)	0.0204 (9)	−0.0045 (8)	−0.0059 (8)	−0.0005 (8)
C	0.0287 (11)	0.0240 (12)	0.0196 (10)	−0.0073 (9)	−0.0056 (9)	−0.0004 (9)

Geometric parameters (Å, º) top

Mg—OW1	2.0632 (18)	OW1—H12	0.869 (18)
Mg—OW1ⁱ	2.0632 (18)	OW2—H21	0.841 (19)
Mg—O4ⁱ	2.0826 (15)	OW2—H22	0.871 (19)
Mg—O4	2.0826 (15)	N—C	1.479 (3)
Mg—OW2	2.0833 (18)	N—H0A	0.8900
Mg—OW2ⁱ	2.0833 (18)	N—H0B	0.8900
S—O1	1.4605 (17)	N—H0C	0.8900
S—O2	1.4688 (17)	C—Cⁱⁱ	1.510 (4)
S—O3	1.4748 (16)	C—H0D	0.9700
S—O4	1.4844 (15)	C—H0E	0.9700
OW1—H11	0.866 (19)

OW1—Mg—OW1ⁱ	180.00 (13)	O3—S—O4	106.73 (9)
OW1—Mg—O4ⁱ	87.87 (7)	Mg—OW1—H11	119 (3)
OW1ⁱ—Mg—O4ⁱ	92.13 (7)	Mg—OW1—H12	133 (2)
OW1—Mg—O4	92.13 (7)	H11—OW1—H12	108 (4)
OW1ⁱ—Mg—O4	87.87 (7)	Mg—OW2—H21	121 (2)
O4ⁱ—Mg—O4	180.000 (1)	Mg—OW2—H22	125 (3)
OW1—Mg—OW2	93.30 (8)	H21—OW2—H22	109 (4)
OW1ⁱ—Mg—OW2	86.70 (8)	S—O4—Mg	140.66 (9)
O4ⁱ—Mg—OW2	88.50 (7)	C—N—H0A	109.5
O4—Mg—OW2	91.50 (7)	C—N—H0B	109.5
OW1—Mg—OW2ⁱ	86.70 (8)	H0A—N—H0B	109.5
OW1ⁱ—Mg—OW2ⁱ	93.30 (8)	C—N—H0C	109.5
O4ⁱ—Mg—OW2ⁱ	91.50 (7)	H0A—N—H0C	109.5
O4—Mg—OW2ⁱ	88.50 (7)	H0B—N—H0C	109.5
OW2—Mg—OW2ⁱ	180.00 (8)	N—C—Cⁱⁱ	109.3 (2)
O1—S—O2	110.22 (10)	N—C—H0D	109.8
O1—S—O3	109.88 (10)	Cⁱⁱ—C—H0D	109.8
O2—S—O3	110.33 (11)	N—C—H0E	109.8
O1—S—O4	110.76 (10)	Cⁱⁱ—C—H0E	109.8
O2—S—O4	108.85 (9)	H0D—C—H0E	108.3

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N—H0A···O4ⁱⁱⁱ	0.89	1.95	2.838 (2)	174
N—H0B···O3^iv	0.89	2.05	2.886 (3)	156
N—H0C···O2	0.89	1.97	2.837 (3)	163
OW1—H11···O2^v	0.87 (2)	1.91 (2)	2.767 (2)	169 (4)
OW1—H12···O3^vi	0.87 (2)	1.89 (2)	2.758 (3)	178 (3)
OW2—H21···O1^vii	0.84 (2)	1.95 (2)	2.729 (2)	153 (3)
OW2—H22···O1^viii	0.87 (2)	2.03 (2)	2.869 (2)	162 (4)

Symmetry codes: (iii) −x, −y+2, −z; (iv) x−1, y, z; (v) −x, −y+1, −z+1; (vi) x, y−1, z; (vii) −x+1, −y+1, −z; (viii) x, y, z−1.

Experimental details

Crystal data
Chemical formula	(C₂H₁₀N₂)[Mg(SO₄)₂(HO)₄]
M_r	350.61
Crystal system, space group	Triclinic, P1
Temperature (K)	293
a, b, c (Å)	6.7847 (4), 7.0721 (4), 7.2217 (4)
α, β, γ (°)	74.909 (2), 72.378 (2), 79.564 (3)
V (Å³)	316.89 (3)
Z	1
Radiation type	Mo Kα
µ (mm⁻¹)	0.53
Crystal size (mm)	0.19 × 0.15 × 0.10

Data collection
Diffractometer	Nonius KappaCCD
Absorption correction	Analytical (de Meulenaer & Tompa, 1965)
T_min, T_max	0.924, 0.958
No. of measured, independent and observed [I > 2σ(I)] reflections	3254, 1408, 1238
R_int	0.099
(sin θ/λ)_max (Å⁻¹)	0.648

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.053, 0.142, 1.05
No. of reflections	1408
No. of parameters	104
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)	0.69, −0.58

Computer programs: COLLECT (Nonius, 1998), HKL SCALEPACK (Otwinowski & Minor 1997), HKL DENZO and SCALEPACK (Otwinowski & Minor 1997), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg & Berndt, 1999), WinGX publication routines (Farrugia, 1999).

Selected geometric parameters (Å, º) top

Mg—OW1	2.0632 (18)	S—O1	1.4605 (17)
Mg—OW1ⁱ	2.0632 (18)	S—O2	1.4688 (17)
Mg—O4ⁱ	2.0826 (15)	S—O3	1.4748 (16)
Mg—O4	2.0826 (15)	S—O4	1.4844 (15)
Mg—OW2	2.0833 (18)	N—C	1.479 (3)
Mg—OW2ⁱ	2.0833 (18)	C—Cⁱⁱ	1.510 (4)

OW1—Mg—OW1ⁱ	180.00 (13)	O4ⁱ—Mg—OW2ⁱ	91.50 (7)
OW1—Mg—O4ⁱ	87.87 (7)	O4—Mg—OW2ⁱ	88.50 (7)
OW1ⁱ—Mg—O4ⁱ	92.13 (7)	OW2—Mg—OW2ⁱ	180.00 (8)
OW1—Mg—O4	92.13 (7)	O1—S—O2	110.22 (10)
OW1ⁱ—Mg—O4	87.87 (7)	O1—S—O3	109.88 (10)
O4ⁱ—Mg—O4	180.000 (1)	O2—S—O3	110.33 (11)
OW1—Mg—OW2	93.30 (8)	O1—S—O4	110.76 (10)
OW1ⁱ—Mg—OW2	86.70 (8)	O2—S—O4	108.85 (9)
O4ⁱ—Mg—OW2	88.50 (7)	O3—S—O4	106.73 (9)
O4—Mg—OW2	91.50 (7)	S—O4—Mg	140.66 (9)
OW1—Mg—OW2ⁱ	86.70 (8)	N—C—Cⁱⁱ	109.3 (2)
OW1ⁱ—Mg—OW2ⁱ	93.30 (8)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N—H0A···O4ⁱⁱⁱ	0.89	1.95	2.838 (2)	173.9
N—H0B···O3^iv	0.89	2.05	2.886 (3)	156.0
N—H0C···O2	0.89	1.97	2.837 (3)	162.8
OW1—H11···O2^v	0.866 (19)	1.91 (2)	2.767 (2)	169 (4)
OW1—H12···O3^vi	0.869 (18)	1.890 (19)	2.758 (3)	178 (3)
OW2—H21···O1^vii	0.841 (19)	1.95 (2)	2.729 (2)	153 (3)
OW2—H22···O1^viii	0.871 (19)	2.03 (2)	2.869 (2)	162 (4)

Symmetry codes: (iii) −x, −y+2, −z; (iv) x−1, y, z; (v) −x, −y+1, −z+1; (vi) x, y−1, z; (vii) −x+1, −y+1, −z; (viii) x, y, z−1.

Acknowledgements

Grateful thanks are expressed to Dr T. Roisnel (Centre de Diffractométrie X, Université de Rennes 1) for the X-ray data collection.

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