Poly[[[diaqua-sodium]-μ(3)-5-carb-oxy-2-ethyl-1H-imidazole-4-carboxyl-ato-κN,O:O:O] monohydrate].

In the title complex, {[Na(C(7)H(7)N(2)O(4))(H(2)O)(2)]·H(2)O}(n), the Na(I) atom exhibits a distorted octa-hedral geometry and is six-coordinated in an NO(5) environment. The equatorial plane is defined by three O atoms and one N atom from two distinct 5-carb-oxy-2-ethyl-1H-imidazole-4-carboxyl-ate (H(2)EIDC) ligands and one coordinated water mol-ecule, and the apical sites are occupied by one carboxyl O atom from one H(2)EIDC ligand and one O atom from the other coordinated water mol-ecule. The Na(I) atoms are linked by H(2)EIDC ligands, generating an infinite double chain along the a axis. These chains are further connected via O-H⋯O and N-H⋯O hydrogen bonds into a three-dimensional supra-molecular network.

Related literature

For the rational design of metal coordination complexes, see: Sava et al. (2009 ▶); Lu et al. (2010 ▶); Xue et al. (2009 ▶). For H3IDC complexes with supra­molecular architectures, see: Zou et al. (2006 ▶); Li et al. (2006 ▶); Sun et al. (2005 ▶). For related coord­in­ation polymers based on H3EIDC, see: Wang et al. (2008 ▶); Zhang et al. (2010 ▶).

Experimental

Crystal data

[Na(C7H7N2O4)(H2O)2]·H2O

M = 260.18

Monoclinic,

a = 8.5231 (8) Å

b = 7.0598 (7) Å

c = 19.0329 (17) Å

β = 98.880 (1)°

V = 1131.51 (18) Å3

Z = 4

Mo Kα radiation

μ = 0.17 mm−1

T = 298 K

0.49 × 0.48 × 0.34 mm

Data collection

Bruker SMART 1000 CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2007 ▶) T min = 0.923, T max = 0.946

5410 measured reflections

1991 independent reflections

1549 reflections with I > 2σ(I)

R int = 0.043

Refinement

R[F 2 > 2σ(F 2)] = 0.039

wR(F 2) = 0.109

S = 1.04

1991 reflections

162 parameters

9 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.33 e Å−3

Δρmin = −0.27 e Å−3

Data collection: SMART (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; 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/S1600536811002741/zl2345sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811002741/zl2345Isup2.hkl

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

[Na(C7H7N2O4)(H2O)2]·H2O	F(000) = 544
Mr = 260.18	Dx = 1.527 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 1702 reflections
a = 8.5231 (8) Å	θ = 2.5–25.9°
b = 7.0598 (7) Å	µ = 0.17 mm−1
c = 19.0329 (17) Å	T = 298 K
β = 98.880 (1)°	Block, colorless
V = 1131.51 (18) Å3	0.49 × 0.48 × 0.34 mm
Z = 4

Bruker SMART 1000 CCD area-detector diffractometer	1991 independent reflections
Radiation source: fine-focus sealed tube	1549 reflections with I > 2σ(I)
graphite	Rint = 0.043
φ and ω scans	θmax = 25.0°, θmin = 2.5°
Absorption correction: multi-scan (SADABS; Bruker, 2007)	h = −6→10
Tmin = 0.923, Tmax = 0.946	k = −8→8
5410 measured reflections	l = −22→21

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)] = 0.039	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.109	w = 1/[σ2(Fo2) + (0.0431P)2 + 0.658P] where P = (Fo2 + 2Fc2)/3
S = 1.04	(Δ/σ)max < 0.001
1991 reflections	Δρmax = 0.33 e Å−3
162 parameters	Δρmin = −0.27 e Å−3
9 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.116 (7)

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
Na1	0.93820 (11)	0.32398 (16)	0.56175 (5)	0.0388 (4)
N1	0.3469 (2)	0.7014 (3)	0.42293 (10)	0.0288 (5)
N2	0.5987 (2)	0.6488 (3)	0.41437 (10)	0.0283 (5)
H2	0.6816	0.6165	0.3966	0.034*
O1	0.2192 (2)	0.8220 (3)	0.54163 (10)	0.0413 (5)
O2	0.4583 (2)	0.8601 (3)	0.60539 (9)	0.0361 (5)
O3	0.7371 (2)	0.8029 (3)	0.59418 (9)	0.0361 (5)
H3	0.6453	0.8360	0.5953	0.054*
O4	0.8713 (2)	0.6644 (3)	0.51722 (9)	0.0374 (5)
O1W	1.1322 (2)	0.5012 (3)	0.63961 (10)	0.0413 (5)
H1W	1.132 (4)	0.608 (2)	0.6204 (13)	0.062*
H2W	1.152 (4)	0.509 (4)	0.6843 (6)	0.062*
O2W	1.0214 (2)	0.0314 (3)	0.61812 (10)	0.0444 (6)
H3W	1.0861	−0.0263	0.5958	0.067*
H4W	0.9347	−0.0303	0.6128	0.067*
O3W	0.3117 (3)	0.0343 (4)	0.71733 (11)	0.0803 (9)
H5W	0.3704	−0.0161	0.6902	0.120*
H6W	0.2135	0.0274	0.7005	0.120*
C1	0.3656 (3)	0.8138 (4)	0.54743 (13)	0.0292 (6)
C2	0.4401 (3)	0.7466 (3)	0.48677 (12)	0.0256 (6)
C3	0.5973 (3)	0.7131 (3)	0.48215 (12)	0.0255 (6)
C4	0.7464 (3)	0.7262 (4)	0.53360 (13)	0.0277 (6)
C5	0.4475 (3)	0.6448 (4)	0.38032 (13)	0.0280 (6)
C6	0.4053 (3)	0.5841 (5)	0.30430 (13)	0.0391 (7)
H6A	0.4522	0.4610	0.2986	0.047*
H6B	0.4512	0.6731	0.2744	0.047*
C7	0.2284 (3)	0.5722 (5)	0.27913 (15)	0.0472 (8)
H7A	0.1832	0.4770	0.3059	0.071*
H7B	0.2094	0.5397	0.2296	0.071*
H7C	0.1804	0.6925	0.2859	0.071*

	U11	U22	U33	U12	U13	U23
Na1	0.0261 (6)	0.0525 (8)	0.0381 (6)	0.0021 (5)	0.0057 (4)	−0.0010 (5)
N1	0.0239 (11)	0.0336 (12)	0.0288 (11)	0.0004 (9)	0.0038 (9)	0.0000 (9)
N2	0.0228 (11)	0.0363 (13)	0.0270 (11)	0.0012 (9)	0.0083 (8)	−0.0012 (9)
O1	0.0241 (10)	0.0583 (13)	0.0433 (11)	0.0016 (9)	0.0107 (8)	−0.0118 (10)
O2	0.0295 (10)	0.0503 (12)	0.0289 (10)	0.0009 (8)	0.0057 (7)	−0.0098 (8)
O3	0.0243 (9)	0.0520 (13)	0.0319 (10)	0.0009 (8)	0.0033 (7)	−0.0077 (9)
O4	0.0229 (10)	0.0517 (13)	0.0379 (10)	0.0049 (8)	0.0061 (8)	−0.0022 (9)
O1W	0.0422 (11)	0.0494 (13)	0.0332 (10)	0.0032 (10)	0.0086 (9)	−0.0007 (9)
O2W	0.0342 (10)	0.0526 (13)	0.0464 (12)	0.0014 (9)	0.0062 (8)	−0.0099 (10)
O3W	0.0568 (15)	0.148 (3)	0.0359 (12)	0.0132 (16)	0.0053 (10)	−0.0115 (15)
C1	0.0279 (14)	0.0297 (14)	0.0312 (14)	−0.0002 (11)	0.0082 (11)	0.0000 (11)
C2	0.0246 (12)	0.0257 (13)	0.0272 (12)	−0.0007 (10)	0.0056 (10)	0.0015 (10)
C3	0.0257 (13)	0.0260 (13)	0.0255 (12)	−0.0001 (10)	0.0060 (10)	0.0000 (10)
C4	0.0255 (13)	0.0291 (14)	0.0293 (13)	−0.0002 (11)	0.0062 (10)	0.0011 (11)
C5	0.0266 (13)	0.0307 (14)	0.0272 (13)	0.0003 (10)	0.0054 (10)	0.0006 (11)
C6	0.0391 (16)	0.0506 (19)	0.0275 (14)	−0.0012 (13)	0.0048 (11)	−0.0024 (13)
C7	0.0446 (17)	0.058 (2)	0.0351 (15)	−0.0049 (15)	−0.0052 (12)	0.0008 (14)

Na1—O4i	2.378 (2)	O4—Na1i	2.378 (2)
Na1—O2W	2.384 (2)	O1W—H1W	0.840 (11)
Na1—O1W	2.396 (2)	O1W—H2W	0.843 (11)
Na1—O1ii	2.433 (2)	O2W—H3W	0.8500
Na1—N1ii	2.498 (2)	O2W—H4W	0.8500
Na1—O4	2.583 (2)	O3W—H5W	0.8500
N1—C5	1.329 (3)	O3W—H6W	0.8499
N1—C2	1.383 (3)	C1—C2	1.480 (3)
N1—Na1ii	2.498 (2)	C2—C3	1.377 (3)
N2—C5	1.351 (3)	C3—C4	1.482 (3)
N2—C3	1.369 (3)	C5—C6	1.499 (3)
N2—H2	0.8600	C6—C7	1.512 (4)
O1—C1	1.237 (3)	C6—H6A	0.9700
O1—Na1ii	2.432 (2)	C6—H6B	0.9700
O2—C1	1.296 (3)	C7—H7A	0.9600
O3—C4	1.287 (3)	C7—H7B	0.9600
O3—H3	0.8200	C7—H7C	0.9600
O4—C4	1.234 (3)
O4i—Na1—O2W	97.45 (7)	Na1—O1W—H2W	132 (2)
O4i—Na1—O1W	84.24 (7)	H1W—O1W—H2W	111.4 (15)
O2W—Na1—O1W	92.58 (7)	Na1—O2W—H3W	111.2
O4i—Na1—O1ii	81.27 (7)	Na1—O2W—H4W	101.4
O2W—Na1—O1ii	94.91 (8)	H3W—O2W—H4W	108.2
O1W—Na1—O1ii	164.44 (8)	H5W—O3W—H6W	112.6
O4i—Na1—N1ii	147.95 (8)	O1—C1—O2	122.6 (2)
O2W—Na1—N1ii	96.45 (8)	O1—C1—C2	119.6 (2)
O1W—Na1—N1ii	123.79 (8)	O2—C1—C2	117.8 (2)
O1ii—Na1—N1ii	68.86 (7)	C3—C2—N1	109.7 (2)
O4i—Na1—O4	84.16 (7)	C3—C2—C1	130.1 (2)
O2W—Na1—O4	171.50 (8)	N1—C2—C1	120.1 (2)
O1W—Na1—O4	79.24 (7)	N2—C3—C2	105.48 (19)
O1ii—Na1—O4	93.59 (7)	N2—C3—C4	120.8 (2)
N1ii—Na1—O4	86.31 (7)	C2—C3—C4	133.7 (2)
O4i—Na1—Na1i	44.22 (5)	O4—C4—O3	123.3 (2)
O2W—Na1—Na1i	140.98 (7)	O4—C4—C3	119.7 (2)
O1W—Na1—Na1i	78.72 (6)	O3—C4—C3	116.9 (2)
O1ii—Na1—Na1i	86.90 (6)	N1—C5—N2	111.0 (2)
N1ii—Na1—Na1i	120.13 (7)	N1—C5—C6	126.4 (2)
O4—Na1—Na1i	39.94 (4)	N2—C5—C6	122.6 (2)
C5—N1—C2	105.55 (19)	C5—C6—C7	113.6 (2)
C5—N1—Na1ii	141.28 (17)	C5—C6—H6A	108.8
C2—N1—Na1ii	110.58 (15)	C7—C6—H6A	108.8
C5—N2—C3	108.2 (2)	C5—C6—H6B	108.8
C5—N2—H2	125.9	C7—C6—H6B	108.8
C3—N2—H2	125.9	H6A—C6—H6B	107.7
C1—O1—Na1ii	118.37 (16)	C6—C7—H7A	109.5
C4—O3—H3	109.5	C6—C7—H7B	109.5
C4—O4—Na1i	147.92 (17)	H7A—C7—H7B	109.5
C4—O4—Na1	113.65 (16)	C6—C7—H7C	109.5
Na1i—O4—Na1	95.84 (7)	H7A—C7—H7C	109.5
Na1—O1W—H1W	104 (2)	H7B—C7—H7C	109.5
O4i—Na1—O4—C4	167.0 (2)	N1—C2—C3—N2	0.6 (3)
O1W—Na1—O4—C4	−107.73 (17)	C1—C2—C3—N2	178.7 (2)
O1ii—Na1—O4—C4	86.20 (17)	N1—C2—C3—C4	−176.6 (3)
N1ii—Na1—O4—C4	17.68 (17)	C1—C2—C3—C4	1.5 (5)
Na1i—Na1—O4—C4	167.0 (2)	Na1i—O4—C4—O3	−121.0 (3)
O4i—Na1—O4—Na1i	0.0	Na1—O4—C4—O3	83.8 (3)
O1W—Na1—O4—Na1i	85.23 (7)	Na1i—O4—C4—C3	59.2 (4)
O1ii—Na1—O4—Na1i	−80.84 (7)	Na1—O4—C4—C3	−96.0 (2)
N1ii—Na1—O4—Na1i	−149.36 (8)	N2—C3—C4—O4	−5.9 (4)
Na1ii—O1—C1—O2	−168.77 (19)	C2—C3—C4—O4	171.0 (3)
Na1ii—O1—C1—C2	10.4 (3)	N2—C3—C4—O3	174.3 (2)
C5—N1—C2—C3	−1.1 (3)	C2—C3—C4—O3	−8.9 (4)
Na1ii—N1—C2—C3	164.78 (16)	C2—N1—C5—N2	1.1 (3)
C5—N1—C2—C1	−179.3 (2)	Na1ii—N1—C5—N2	−157.43 (19)
Na1ii—N1—C2—C1	−13.5 (3)	C2—N1—C5—C6	−178.6 (3)
O1—C1—C2—C3	−175.0 (3)	Na1ii—N1—C5—C6	22.8 (5)
O2—C1—C2—C3	4.3 (4)	C3—N2—C5—N1	−0.7 (3)
O1—C1—C2—N1	2.9 (4)	C3—N2—C5—C6	179.0 (2)
O2—C1—C2—N1	−177.8 (2)	N1—C5—C6—C7	−5.9 (4)
C5—N2—C3—C2	0.0 (3)	N2—C5—C6—C7	174.4 (2)
C5—N2—C3—C4	177.7 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O3W—H6W···O2Wiii	0.85	2.09	2.872 (3)	154
O3W—H5W···O2iv	0.85	2.07	2.904 (3)	165
O2W—H4W···O3iv	0.85	2.04	2.888 (3)	174
O2W—H3W···O1v	0.85	1.96	2.812 (3)	174
O1W—H2W···O3Wvi	0.84 (1)	1.86 (1)	2.701 (3)	178 (3)
O1W—H1W···O1vii	0.84 (1)	2.33 (2)	3.096 (3)	152 (3)
O3—H3···O2	0.82	1.64	2.453 (2)	168
N2—H2···O1Wi	0.86	2.01	2.857 (3)	171

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3W—H6W⋯O2Wi	0.85	2.09	2.872 (3)	154
O3W—H5W⋯O2ii	0.85	2.07	2.904 (3)	165
O2W—H4W⋯O3ii	0.85	2.04	2.888 (3)	174
O2W—H3W⋯O1iii	0.85	1.96	2.812 (3)	174
O1W—H2W⋯O3Wiv	0.84 (1)	1.86 (1)	2.701 (3)	178 (3)
O1W—H1W⋯O1v	0.84 (1)	2.33 (2)	3.096 (3)	152 (3)
O3—H3⋯O2	0.82	1.64	2.453 (2)	168
N2—H2⋯O1Wvi	0.86	2.01	2.857 (3)	171

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