Literature DB >> 22346871

Poly[μ(3)-β-alanine-aqua-μ(4)-sulfato-dilithium].

M Daniel Sweetlin, Shibu M Eapen, S Perumal, S Ramalingom.

Abstract

The title compound, [Li(2)(SO(4))(C(3)H(7)NO(2))(H(2)O)](n), is a coordination polymer in which the β-alanine residues remain in the zwitterionic form. The crystal structure consists of corrugated sheets of [LiO(4)] and [SO(4)] tetra-hedra parallel to (010) with the β-alanine mol-ecules located between the sheets. The two independent Li(+) cations are four-coordinated by O atoms in a distorted tetra-hedral 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.

Entities: CellLine Chemical Disease Gene Species

Year: 2012 PMID： 22346871 PMCID： PMC3274924 DOI： 10.1107/S1600536812002115

Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN： 1600-5368

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 = 217.05 Triclinic, 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[F 2 > 2σ(F 2)] = 0.041 wR(F 2) = 0.115 S = 1.07 2045 reflections 163 parameters 3 restraints H atoms treated by a mixture of independent and constrained refinement Δρmax = 0.42 e Å−3 Δρmin = −0.50 e Å−3 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 ▶). Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812002115/zj2051sup1.cif Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812002115/zj2051Isup2.hkl Supplementary material file. DOI: 10.1107/S1600536812002115/zj2051Isup3.cml Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Li₂(SO₄)(C₃H₇NO₂)(H₂O)]	Z = 2
M_r = 217.05	F(000) = 224
Triclinic, P1	D_x = 1.709 Mg m⁻³D_m = 1.71 Mg m⁻³D_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

Bruker Kappa APEXII CCD diffractometer	2045 independent reflections
Radiation source: fine-focus sealed tube	1899 reflections with I > 2σ(I)
graphite	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 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

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.

	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)*

	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)

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)

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)

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) ; (ii) ; (iii) .

12 in total

Review 1. Beta-alanine as a small molecule neurotransmitter.

Authors: K E Tiedje; K Stevens; S Barnes; D F Weaver
Journal: Neurochem Int Date: 2010-06-09 Impact factor: 3.921

2. Bis[N-(2-hydroxyethyl)-beta-alaninato]copper(II).

Authors: Alexander V Pestov; Eugenia V Peresypkina; Alexander V Virovets; Nina V Podberezskaya; Yury G Yatluk; Yury A Skorik
Journal: Acta Crystallogr C Date: 2005-11-11 Impact factor: 1.172

Review 3. Lithium in the prevention of suicidal behavior and all-cause mortality in patients with mood disorders: a systematic review of randomized trials.

Authors: Andrea Cipriani; Heather Pretty; Keith Hawton; John R Geddes
Journal: Am J Psychiatry Date: 2005-10 Impact factor: 18.112

4. Systematic overview of lithium treatment in acute mania.

Authors: N Poolsup; A Li Wan Po; I R de Oliveira
Journal: J Clin Pharm Ther Date: 2000-04 Impact factor: 2.512

5. Bis(beta-alaninium) biphenyl-4,4'-disulfonate.

Authors: C Z Liao; X L Feng; J H Yao; J Cai
Journal: Acta Crystallogr C Date: 2001-10-12 Impact factor: 1.172

6. Three novel non-centrosymmetric compounds of glycine: glycine lithium sulfate, glycine nickel dichloride dihydrate and glycine zinc sulfate trihydrate.

Authors: Michel Fleck; Ladislav Bohatý
Journal: Acta Crystallogr C Date: 2004-05-31 Impact factor: 1.172

Review 7. Long-term lithium therapy for bipolar disorder: systematic review and meta-analysis of randomized controlled trials.

Authors: John R Geddes; Sally Burgess; Keith Hawton; Kay Jamison; Guy M Goodwin
Journal: Am J Psychiatry Date: 2004-02 Impact factor: 18.112