Poly[μ3-β-alanine-aqua-μ4-sulfato-dilithium]

Sweetlin, M.D.; Eapen, S.M.; Perumal, S.; Ramalingom, S.

doi:10.1107/S1600536812002115

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 2| February 2012| Pages m206-m207

doi:10.1107/S1600536812002115

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Poly[μ₃-β-alanine-aqua-μ₄-sulfato-dilithium]

M. Daniel Sweetlin,^a ^* Shibu M. Eapen,^b S. Perumal ^a and S. Ramalingom ^c

^aPhysics Research Centre, S.T. Hindu College, Nagercoil 629 002, India, ^bScientist in charge, SAIF, STIC, Cochin University of Science & Technology, Cochin 682 022, India, and ^cDepartment of Physics, Vivekananda College, Agasteeswaram 629 701, India
^*Correspondence e-mail: danielsweetlin@gmail.com

(Received 20 December 2011; accepted 17 January 2012; online 25 January 2012)

The title compound, [Li₂(SO₄)(C₃H₇NO₂)(H₂O)]_n, is a coordination polymer in which the β-alanine residues remain in the zwitterionic form. The crystal structure consists of corrugated sheets of [LiO₄] and [SO₄] tetrahedra parallel to (010) with the β-alanine molecules located between the sheets. The two independent Li⁺ cations are four-coordinated by O atoms in a distorted tetrahedral geometry. The crystal structure is formed by stacking of alternate organic and inorganic layers along the a axis. The crystal structure is further stabilized by N—H⋯O hydrogen bonds.

Related literature

For related structures with glycine as the amino acid, see: Fleck & Bohatý (2004 ). For related metal-organic compounds, see: Anbuchezhiyan et al. (2010 ); Liao et al. (2001 ); Pestov et al. (2005 ); Urpí et al. (2003 ). For the importance of β-alanine and lithium in medicine and pharmaceuticals, see: Anderson et al. (2008 ); Cipriani et al. (2005 ); Derave et al. (2007 ); Geddes et al. (2004 ); Poolsup et al. (2000 ); Tiedje et al. (2010 ).

Experimental

Crystal data

[Li₂(SO₄)(C₃H₇NO₂)(H₂O)]
M_r = 217.05
Triclinic, $[P \overline 1]$
a = 5.1093 (4) Å
b = 9.2367 (8) Å
c = 9.6769 (8) Å
α = 68.725 (3)°
β = 82.576 (3)°
γ = 89.045 (3)°
V = 421.77 (6) Å³
Z = 2
Mo Kα radiation
μ = 0.39 mm⁻¹
T = 296 K
0.35 × 0.30 × 0.25 mm

Data collection

Bruker Kappa APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 1999 ) T_min = 0.875, T_max = 0.909
6764 measured reflections
2045 independent reflections
1899 reflections with I > 2σ(I)
R_int = 0.062

Refinement

R[F² > 2σ(F²)] = 0.041
wR(F²) = 0.115
S = 1.07
2045 reflections
163 parameters
3 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.42 e Å⁻³
Δρ_min = −0.50 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N—HNA⋯O5ⁱ	0.94 (4)	2.58 (4)	2.981 (2)	106 (3)
N—HNA⋯O4ⁱ	0.94 (4)	2.25 (4)	3.082 (3)	147 (3)
N—HNB⋯O4ⁱⁱ	0.88 (4)	2.02 (4)	2.851 (2)	157 (4)
N—HNC⋯O2	0.93 (3)	2.32 (3)	2.928 (2)	123 (2)
N—HNC⋯O2ⁱⁱⁱ	0.93 (3)	2.12 (3)	2.947 (2)	148 (2)
Symmetry codes: (i) x+1, y, z-1; (ii) x, y, z-1; (iii) -x, -y+2, -z.

Data collection: APEX2 (Bruker, 2004 ); cell refinement: APEX2 and SAINT (Bruker, 2004); data reduction: SAINT and XPREP (Bruker, 2004); program(s) used to solve structure: SIR92 (Altomare et al., 1993 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ); molecular graphics: OLEX2 (Dolomanov et al., 2009 ); software used to prepare material for publication: SHELXL97, PLATON (Spek, 2009 ) and publCIF (Westrip, 2010 ).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536812002115/zj2051sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536812002115/zj2051Isup2.hkl

Supporting information file. DOI: 10.1107/S1600536812002115/zj2051Isup3.cml

checkCIF report

Comment top

Naturally available β-alanine is constituent of the dipeptides, carnosine and anserine. It has the ability to form coordinate complexes with different metals both transition and nontransition elements due to its free carboxylate anion in its zwitterionic form. Previous reports have shown that β-alanine was forming crystalline complexes with organic and inorganic compounds (Liao et al., 2001; Urpí et al., 2003; Pestov et al., 2005; Anbuchezhiyan et al., 2010).

Herein, we are reporting a very interesting crystal structure of β-alanine with lithium sulfate. Both β-alanine and lithium got tremendous interest to chemists due to their importance in medicine and pharmaceuticals (Poolsup et al., 2000; Cipriani et al., 2005; Anderson et al., 2008; Tiedje et al., 2010). Recently β-alanine is gaining momentum as a sports medicine (Derave et al., 2007) and Lithium remains as the 'gold standard' drug as mood stabiliser suitable for bipolar disorder (Geddes et al.,2 004). Hence the study of the title compound, which is formed by the combination of two potential drugs viz. β-alanine and lithium sulfate, will be very much useful for drug design and identification of the material.

The asymmetric unit (Fig.1) contains one-half of the compound, the other half being related to the first by an inversion centre. The structure of the title compound (Fig.2), is composed of corrugated sheets of [LiO₄] tetrahedra and [SO₄] tetrahedra parallel to (010). These sheets consist of three crystallographically different tetrahedra (around atoms Li1, Li2 and S). These tetrahedra are connected by common corners with O atoms. The tetrahedra around Li1, Li2 are connected by O1 and Li1, S by O3. The tetrahedron around S is connected with three Li2 tetrahedra by O3, O4 and O5. The tip of each tetrahedron faces away from the sheet. The coordination environment around the Li1 and Li2 atoms involving O atoms form distorted tetrahedron because the coordinating O atoms have dissimilar attachments. The Li1 atom is coordinated by two O atoms from two different β–alanine carboxyl anions, one O from the water ligand and another O from the SO₄ ligand. The Li2 atom is also four-coordinated by four O atoms of which three O atoms are from SO₄ group of different asymmetric units and another O is from the carboxyl anion of the β–alanine ligand. The tetrahedral environment around S atom is regular with tetrahedral angle 109.121 (75)° as all the four O atoms attached to it have similarity in their association with atoms on the other end by having coordination with either Li1 or Li2 atoms only.

Related literature top

For isostructural [isotypic?] compounds, see: Fleck & Bohatý (2004). For related metal-organic compounds, see: Anbuchezhiyan et al. (2010); Liao et al. (2001); Pestov et al. (2005); Urpí et al. (2003). For the importance in of β-alanine and lithium in medicine and pharmaceuticals, see: Anderson et al. (2008); Cipriani et al. (2005); Derave et al. (2007); Geddes et al. (2004); Poolsup et al. (2000); Tiedje et al. (2010).

Experimental top

All reagents were used as obtained commercially without further purification. A mixture containing β–alanine (89.1 mg, 1 mmol) and lithium sulfate monohydrate (127.9 mg, 1 mmol) were dissolved in 10 ml distilled water and heated to 50 °C for 2 h. The hot solution was filtered into a test tube and cooled to room temperature (30 °C). Colourless transparent crystals of the title compound were formed after four weeks which were suitable for single-crystal X-ray diffraction.

Primary characterization of the title compound was carried out by FTIR spectroscopy, Differential Scanning Calorimetry (DSC), Thermogravimetric Analysis (TGA) and CHNS elemental analysis. Following are the results of the CHNS elemental analysis for the tittle compound. Calculated: C, 16.60%; H, 4.19%; N, 6.45%; S, 14.77%. Observed: C, 16.87%; H, 3.57%; N, 6.48%; S, 12.4%. The close agreement between the calculated and observed values shows that the molecules of β-alanine, lithium sulfate and water have combined in equimolar ratio to form the title compound. From TGA we observed a weight loss of 8% between 166°C and 193°C which shows the presence of water molecules in the equimolar ratio in the title compound.

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: APEX2 and SAINT (Bruker, 2004); data reduction: SAINT and XPREP (Bruker, 2004); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008), PLATON (Spek, 2009) and publCIF (Westrip, 2010).

Figures top

	Fig. 1. The asymmetric unit of the title compound, with atom labels and anisotropic displacement ellipsoids drawn at the 50% probability level.
	Fig. 2. Molecular packing of the title compound as viewed down the crytallographic a axis. Hydrogen bonds are represented by red dotted lines.

Poly[µ₃-β-alanine-aqua-µ₄-sulfato-dilithium] top

Crystal data top

[Li₂(SO₄)(C₃H₇NO₂)(H₂O)]	Z = 2
M_r = 217.05	F(000) = 224
Triclinic, P1	D_x = 1.709 Mg m⁻³ D_m = 1.71 Mg m⁻³ D_m measured by Floatation
Hall symbol: -P 1	Melting point: 457.9 K
a = 5.1093 (4) Å	Mo Kα radiation, λ = 0.71073 Å
b = 9.2367 (8) Å	Cell parameters from 184 reflections
c = 9.6769 (8) Å	θ = 2.3–24.3°
α = 68.725 (3)°	µ = 0.39 mm⁻¹
β = 82.576 (3)°	T = 296 K
γ = 89.045 (3)°	Block, colourless
V = 421.77 (6) Å³	0.35 × 0.30 × 0.25 mm

Data collection top

Bruker Kappa APEXII CCD diffractometer	2045 independent reflections
Radiation source: fine-focus sealed tube	1899 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.062
ω and ϕ scan	θ_max = 28.3°, θ_min = 2.6°
Absorption correction: multi-scan (SADABS; Bruker, 1999)	h = −6→6
T_min = 0.875, T_max = 0.909	k = −12→12
6764 measured reflections	l = −12→12

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)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.115	H atoms treated by a mixture of independent and constrained refinement
S = 1.07	w = 1/[σ²(F_o²) + (0.0528P)² + 0.2641P] where P = (F_o² + 2F_c²)/3
2045 reflections	(Δ/σ)_max = 0.001
163 parameters	Δρ_max = 0.42 e Å⁻³
3 restraints	Δρ_min = −0.50 e Å⁻³

Crystal data top

[Li₂(SO₄)(C₃H₇NO₂)(H₂O)]	γ = 89.045 (3)°
M_r = 217.05	V = 421.77 (6) Å³
Triclinic, P1	Z = 2
a = 5.1093 (4) Å	Mo Kα radiation
b = 9.2367 (8) Å	µ = 0.39 mm⁻¹
c = 9.6769 (8) Å	T = 296 K
α = 68.725 (3)°	0.35 × 0.30 × 0.25 mm
β = 82.576 (3)°

Data collection top

Bruker Kappa APEXII CCD diffractometer	2045 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 1999)	1899 reflections with I > 2σ(I)
T_min = 0.875, T_max = 0.909	R_int = 0.062
6764 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.041	3 restraints
wR(F²) = 0.115	H atoms treated by a mixture of independent and constrained refinement
S = 1.07	Δρ_max = 0.42 e Å⁻³
2045 reflections	Δρ_min = −0.50 e Å⁻³
163 parameters

Special details top

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2σ(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
S	−0.30781 (7)	0.77817 (4)	0.59785 (4)	0.01721 (16)
O5	−0.5839 (3)	0.7797 (2)	0.57385 (16)	0.0396 (4)
O4	−0.2641 (3)	0.89203 (17)	0.66688 (16)	0.0356 (4)
O2	0.0637 (2)	0.85784 (15)	0.13776 (14)	0.0254 (3)
O3	−0.1386 (2)	0.82127 (16)	0.45218 (14)	0.0261 (3)
O1	0.4349 (2)	0.83197 (17)	0.23942 (15)	0.0287 (3)
O6	−0.2486 (4)	0.62525 (19)	0.69837 (19)	0.0535 (5)
C1	0.2965 (3)	0.81463 (19)	0.14778 (18)	0.0197 (3)
C2	0.4192 (4)	0.7346 (3)	0.0438 (2)	0.0291 (4)
C3	0.2349 (4)	0.7090 (2)	−0.0549 (2)	0.0287 (4)
N	0.1701 (4)	0.8593 (2)	−0.16740 (19)	0.0304 (4)
OW	−0.1998 (4)	0.53707 (19)	0.3258 (3)	0.0581 (6)
Li2	−0.2349 (6)	1.1171 (4)	0.5940 (3)	0.0261 (6)
Li1	−0.2272 (6)	0.7488 (4)	0.2953 (4)	0.0256 (6)
HNA	0.321 (7)	0.912 (4)	−0.232 (4)	0.060 (9)*
HNB	0.055 (7)	0.846 (4)	−0.222 (4)	0.069 (10)*
HWB	−0.325 (5)	0.473 (3)	0.364 (4)	0.069 (10)*
H3A	0.321 (5)	0.649 (3)	−0.109 (3)	0.040 (7)*
H3B	0.070 (6)	0.660 (3)	0.004 (3)	0.047 (7)*
H4B	0.482 (6)	0.643 (4)	0.097 (3)	0.052 (8)*
H4A	0.569 (6)	0.793 (3)	−0.013 (3)	0.054 (8)*
HWA	−0.058 (5)	0.485 (4)	0.340 (5)	0.107 (15)*
HNC	0.109 (5)	0.927 (3)	−0.120 (3)	0.033 (6)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
S	0.0138 (2)	0.0201 (2)	0.0187 (2)	0.00037 (14)	−0.00144 (14)	−0.00835 (16)
O5	0.0141 (6)	0.0760 (11)	0.0284 (7)	−0.0078 (6)	−0.0020 (5)	−0.0183 (7)
O4	0.0448 (8)	0.0376 (8)	0.0311 (7)	−0.0141 (6)	0.0027 (6)	−0.0222 (6)
O2	0.0183 (6)	0.0344 (7)	0.0255 (6)	0.0063 (5)	−0.0024 (5)	−0.0136 (5)
O3	0.0172 (6)	0.0399 (8)	0.0233 (6)	−0.0055 (5)	0.0032 (4)	−0.0156 (5)
O1	0.0231 (6)	0.0419 (8)	0.0303 (7)	0.0084 (5)	−0.0090 (5)	−0.0224 (6)
O6	0.0649 (12)	0.0302 (8)	0.0444 (9)	0.0221 (8)	0.0117 (8)	0.0039 (7)
C1	0.0185 (7)	0.0226 (8)	0.0175 (7)	0.0024 (6)	−0.0004 (5)	−0.0073 (6)
C2	0.0266 (9)	0.0402 (10)	0.0275 (9)	0.0141 (8)	−0.0067 (7)	−0.0200 (8)
C3	0.0341 (10)	0.0304 (9)	0.0260 (9)	0.0004 (7)	−0.0028 (7)	−0.0157 (7)
N	0.0311 (8)	0.0404 (9)	0.0245 (8)	0.0098 (7)	−0.0064 (7)	−0.0168 (7)
OW	0.0394 (10)	0.0254 (8)	0.1070 (17)	0.0012 (7)	−0.0107 (10)	−0.0209 (9)
Li2	0.0187 (13)	0.0341 (16)	0.0290 (15)	−0.0015 (11)	−0.0018 (11)	−0.0161 (13)
Li1	0.0190 (13)	0.0311 (16)	0.0308 (15)	0.0034 (11)	−0.0042 (11)	−0.0160 (13)

Geometric parameters (Å, º) top

S—O6	1.4484 (15)	C3—N	1.485 (3)
S—O5	1.4579 (13)	C3—H3A	0.96 (3)
S—O4	1.4692 (13)	C3—H3B	0.97 (3)
S—O3	1.4772 (12)	N—HNA	0.94 (3)
O5—Li2ⁱ	1.908 (4)	N—HNB	0.88 (4)
O4—Li2	1.939 (4)	N—HNC	0.93 (3)
O2—C1	1.253 (2)	OW—Li1	1.875 (4)
O2—Li1	1.974 (3)	OW—HWB	0.833 (18)
O3—Li2ⁱⁱ	1.948 (3)	OW—HWA	0.859 (19)
O3—Li1	1.970 (3)	Li2—O5ⁱ	1.908 (4)
O1—C1	1.257 (2)	Li2—O3ⁱⁱ	1.948 (3)
O1—Li1ⁱⁱⁱ	1.939 (3)	Li2—O1ⁱⁱ	1.994 (3)
O1—Li2ⁱⁱ	1.994 (3)	Li2—C1ⁱⁱ	2.771 (3)
C1—C2	1.521 (2)	Li2—Li1ⁱⁱ	3.157 (4)
C1—Li2ⁱⁱ	2.771 (3)	Li2—Li1ⁱ	3.214 (4)
C2—C3	1.503 (3)	Li1—O1^iv	1.939 (3)
C2—H4B	0.90 (3)	Li1—Li2ⁱⁱ	3.157 (4)
C2—H4A	0.93 (3)	Li1—Li2ⁱ	3.214 (4)

O6—S—O5	109.41 (11)	Li1—OW—HWB	123 (2)
O6—S—O4	108.78 (11)	Li1—OW—HWA	125 (3)
O5—S—O4	108.91 (10)	HWB—OW—HWA	106 (3)
O6—S—O3	111.20 (9)	O5ⁱ—Li2—O4	114.67 (17)
O5—S—O3	109.12 (8)	O5ⁱ—Li2—O3ⁱⁱ	110.71 (16)
O4—S—O3	109.39 (8)	O4—Li2—O3ⁱⁱ	108.30 (16)
S—O5—Li2ⁱ	133.35 (13)	O5ⁱ—Li2—O1ⁱⁱ	104.37 (15)
S—O4—Li2	134.19 (13)	O4—Li2—O1ⁱⁱ	103.06 (15)
C1—O2—Li1	120.86 (14)	O3ⁱⁱ—Li2—O1ⁱⁱ	115.69 (16)
S—O3—Li2ⁱⁱ	128.04 (12)	O5ⁱ—Li2—C1ⁱⁱ	123.53 (15)
S—O3—Li1	121.15 (11)	O4—Li2—C1ⁱⁱ	103.92 (14)
Li2ⁱⁱ—O3—Li1	107.36 (14)	O3ⁱⁱ—Li2—C1ⁱⁱ	93.11 (12)
C1—O1—Li1ⁱⁱⁱ	131.16 (15)	O1ⁱⁱ—Li2—C1ⁱⁱ	24.28 (6)
C1—O1—Li2ⁱⁱ	115.02 (14)	O5ⁱ—Li2—Li1ⁱⁱ	128.01 (16)
Li1ⁱⁱⁱ—O1—Li2ⁱⁱ	109.61 (14)	O4—Li2—Li1ⁱⁱ	114.65 (15)
O2—C1—O1	124.14 (15)	O3ⁱⁱ—Li2—Li1ⁱⁱ	36.56 (9)
O2—C1—C2	118.10 (15)	O1ⁱⁱ—Li2—Li1ⁱⁱ	79.45 (12)
O1—C1—C2	117.76 (15)	C1ⁱⁱ—Li2—Li1ⁱⁱ	56.56 (9)
O2—C1—Li2ⁱⁱ	84.56 (11)	O5ⁱ—Li2—Li1ⁱ	70.83 (11)
O1—C1—Li2ⁱⁱ	40.69 (10)	O4—Li2—Li1ⁱ	109.49 (14)
C2—C1—Li2ⁱⁱ	155.18 (14)	O3ⁱⁱ—Li2—Li1ⁱ	136.76 (16)
C3—C2—C1	114.33 (15)	O1ⁱⁱ—Li2—Li1ⁱ	34.63 (8)
C3—C2—H4B	109.1 (18)	C1ⁱⁱ—Li2—Li1ⁱ	57.93 (9)
C1—C2—H4B	109.9 (19)	Li1ⁱⁱ—Li2—Li1ⁱ	106.63 (13)
C3—C2—H4A	110.9 (19)	OW—Li1—O1^iv	113.60 (17)
C1—C2—H4A	108.1 (19)	OW—Li1—O3	118.66 (18)
H4B—C2—H4A	104 (3)	O1^iv—Li1—O3	107.99 (15)
N—C3—C2	110.69 (17)	OW—Li1—O2	106.31 (16)
N—C3—H3A	107.1 (15)	O1^iv—Li1—O2	110.88 (16)
C2—C3—H3A	109.1 (16)	O3—Li1—O2	98.23 (14)
N—C3—H3B	107.3 (16)	OW—Li1—Li2ⁱⁱ	113.59 (15)
C2—C3—H3B	110.7 (16)	O1^iv—Li1—Li2ⁱⁱ	131.51 (16)
H3A—C3—H3B	112 (2)	O3—Li1—Li2ⁱⁱ	36.08 (8)
C3—N—HNA	112.0 (19)	O2—Li1—Li2ⁱⁱ	64.94 (11)
C3—N—HNB	111 (2)	OW—Li1—Li2ⁱ	121.10 (16)
HNA—N—HNB	108 (3)	O1^iv—Li1—Li2ⁱ	35.76 (9)
C3—N—HNC	110.0 (15)	O3—Li1—Li2ⁱ	74.83 (11)
HNA—N—HNC	104 (2)	O2—Li1—Li2ⁱ	129.47 (15)
HNB—N—HNC	111 (3)	Li2ⁱⁱ—Li1—Li2ⁱ	106.63 (13)

O6—S—O5—Li2ⁱ	−145.5 (2)	Li2ⁱⁱ—C1—C2—C3	150.7 (3)
O4—S—O5—Li2ⁱ	95.8 (2)	C1—C2—C3—N	68.4 (2)
O3—S—O5—Li2ⁱ	−23.6 (2)	S—O4—Li2—O5ⁱ	26.6 (3)
O6—S—O4—Li2	166.47 (18)	S—O4—Li2—O3ⁱⁱ	−97.5 (2)
O5—S—O4—Li2	−74.36 (19)	S—O4—Li2—O1ⁱⁱ	139.41 (15)
O3—S—O4—Li2	44.8 (2)	S—O4—Li2—C1ⁱⁱ	164.38 (13)
O6—S—O3—Li2ⁱⁱ	−73.80 (19)	S—O4—Li2—Li1ⁱⁱ	−136.35 (15)
O5—S—O3—Li2ⁱⁱ	165.42 (16)	S—O4—Li2—Li1ⁱ	103.89 (18)
O4—S—O3—Li2ⁱⁱ	46.37 (18)	S—O3—Li1—OW	−69.2 (2)
O6—S—O3—Li1	82.47 (17)	Li2ⁱⁱ—O3—Li1—OW	91.4 (2)
O5—S—O3—Li1	−38.31 (16)	S—O3—Li1—O1^iv	61.9 (2)
O4—S—O3—Li1	−157.36 (14)	Li2ⁱⁱ—O3—Li1—O1^iv	−137.53 (16)
Li1—O2—C1—O1	−71.1 (2)	S—O3—Li1—O2	177.06 (10)
Li1—O2—C1—C2	108.25 (19)	Li2ⁱⁱ—O3—Li1—O2	−22.34 (18)
Li1—O2—C1—Li2ⁱⁱ	−61.09 (16)	S—O3—Li1—Li2ⁱⁱ	−160.61 (19)
Li1ⁱⁱⁱ—O1—C1—O2	169.51 (18)	S—O3—Li1—Li2ⁱ	48.28 (13)
Li2ⁱⁱ—O1—C1—O2	15.4 (2)	Li2ⁱⁱ—O3—Li1—Li2ⁱ	−151.12 (17)
Li1ⁱⁱⁱ—O1—C1—C2	−9.8 (3)	C1—O2—Li1—OW	−51.3 (2)
Li2ⁱⁱ—O1—C1—C2	−163.97 (17)	C1—O2—Li1—O1^iv	−175.22 (15)
Li1ⁱⁱⁱ—O1—C1—Li2ⁱⁱ	154.1 (3)	C1—O2—Li1—O3	71.88 (19)
O2—C1—C2—C3	−3.3 (3)	C1—O2—Li1—Li2ⁱⁱ	57.57 (16)
O1—C1—C2—C3	176.12 (17)	C1—O2—Li1—Li2ⁱ	148.96 (17)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N—HNA···O5^v	0.94 (4)	2.58 (4)	2.981 (2)	106 (3)
N—HNA···O4^v	0.94 (4)	2.25 (4)	3.082 (3)	147 (3)
N—HNB···O4^vi	0.88 (4)	2.02 (4)	2.851 (2)	157 (4)
N—HNC···O2	0.93 (3)	2.32 (3)	2.928 (2)	123 (2)
N—HNC···O2^vii	0.93 (3)	2.12 (3)	2.947 (2)	148 (2)

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

Experimental details

Crystal data
Chemical formula	[Li₂(SO₄)(C₃H₇NO₂)(H₂O)]
M_r	217.05
Crystal system, space group	Triclinic, P1
Temperature (K)	296
a, b, c (Å)	5.1093 (4), 9.2367 (8), 9.6769 (8)
α, β, γ (°)	68.725 (3), 82.576 (3), 89.045 (3)
V (Å³)	421.77 (6)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.39
Crystal size (mm)	0.35 × 0.30 × 0.25

Data collection
Diffractometer	Bruker Kappa APEXII CCD diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 1999)
T_min, T_max	0.875, 0.909
No. of measured, independent and observed [I > 2σ(I)] reflections	6764, 2045, 1899
R_int	0.062
(sin θ/λ)_max (Å⁻¹)	0.667

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.041, 0.115, 1.07
No. of reflections	2045
No. of parameters	163
No. of restraints	3
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.42, −0.50

Computer programs: APEX2 (Bruker, 2004), APEX2 and SAINT (Bruker, 2004), SAINT and XPREP (Bruker, 2004), SIR92 (Altomare et al., 1993), OLEX2 (Dolomanov et al., 2009), SHELXL97 (Sheldrick, 2008), PLATON (Spek, 2009) and publCIF (Westrip, 2010).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N—HNA···O5ⁱ	0.94 (4)	2.58 (4)	2.981 (2)	106 (3)
N—HNA···O4ⁱ	0.94 (4)	2.25 (4)	3.082 (3)	147 (3)
N—HNB···O4ⁱⁱ	0.88 (4)	2.02 (4)	2.851 (2)	157 (4)
N—HNC···O2	0.93 (3)	2.32 (3)	2.928 (2)	123 (2)
N—HNC···O2ⁱⁱⁱ	0.93 (3)	2.12 (3)	2.947 (2)	148 (2)

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

Acknowledgements

MDS thanks the University Grants Commission (UGC), India, for the award of a fellowship under the Faculty Development Programme. The authors are thankful to the Sophisticated Test and Instrumentation Centre (STIC), Cochin, India, for providing the Single Crystal X-Ray Diffraction and CHN facilities and the CIF, Pondicherry University, India, for the DSC and TGA facilities.

References

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