Poly[diammonium [(μ(4)-butane-1,2,3,4-tetra-carboxyl-ato)zincate] tetra-hydrate].

In the title compound, {(NH(4))(2)[Zn(C(8)H(6)O(8))]·4H(2)O}(n), the asymmetric unit contains one ammonium cation, half of a butane-1,2,3,4-tetra-carboxyl-ate anion, one Zn(2+) cation and two water mol-ecules. The butane-1,2,3,4-tetra-carboxyl-ate ligand is located about an inversion centre at the mid-point of the central C-C bond. The Zn(2+) cation is situated on a twofold rotation axis and is surrounded by four O atoms from four symmetry-related butane-1,2,3,4-tetra-carboxyl-ate anions in a distorted tetra-hedral environment. In turn, each anion coordinates to four Zn(2+) cations. The bridging mode of the anions leads to a three-dimensional framework structure with channels extending along [110] and [010] in which the ammonium cations and the water mol-ecules are located. N-H⋯O and O-H⋯O hydrogen bonding between the cations and water mol-ecules and the uncoordinating O atoms of the carboxyl-ate groups consolidates the crystal packing.

Related literature

For general background to coordination compounds derived from carb­oxy­lic acids, see: Jin & Chen (2007a ▶,b ▶); Jin et al. (2007 ▶); Rueff et al. (2001 ▶); Strachan et al. (2007 ▶). For hydrogen bonding, see: Desiraju (2002 ▶).

Experimental

Crystal data

(NH4)2[Zn(C8H6O8)]·4H2O

M = 403.65

Monoclinic,

a = 14.1153 (12) Å

b = 8.8505 (8) Å

c = 13.5704 (11) Å

β = 111.761 (2)°

V = 1574.5 (2) Å3

Z = 4

Mo Kα radiation

μ = 1.63 mm−1

T = 298 K

0.36 × 0.19 × 0.12 mm

Data collection

Bruker SMART 1K CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2002 ▶) T min = 0.697, T max = 0.823

3841 measured reflections

1386 independent reflections

1167 reflections with I > 2σ(I)

R int = 0.089

Refinement

R[F 2 > 2σ(F 2)] = 0.059

wR(F 2) = 0.156

S = 1.02

1386 reflections

105 parameters

H-atom parameters constrained

Δρmax = 1.53 e Å−3

Δρmin = −1.30 e Å−3

Data collection: SMART (Bruker, 2002 ▶); cell refinement: SAINT (Bruker, 2002 ▶); 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: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536812038883/wm2679sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812038883/wm2679Isup2.hkl

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

(NH4)2[Zn(C8H6O8)]·4H2O	F(000) = 840
Mr = 403.65	Dx = 1.703 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 2092 reflections
a = 14.1153 (12) Å	θ = 2.8–27.6°
b = 8.8505 (8) Å	µ = 1.63 mm−1
c = 13.5704 (11) Å	T = 298 K
β = 111.761 (2)°	Block, colorless
V = 1574.5 (2) Å3	0.36 × 0.19 × 0.12 mm
Z = 4

Bruker SMART 1K CCD area-detector diffractometer	1386 independent reflections
Radiation source: fine-focus sealed tube	1167 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.089
phi and ω scans	θmax = 25.0°, θmin = 2.8°
Absorption correction: multi-scan (SADABS; Bruker, 2002)	h = −16→16
Tmin = 0.697, Tmax = 0.823	k = −9→10
3841 measured reflections	l = −16→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)] = 0.059	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.156	H-atom parameters constrained
S = 1.02	w = 1/[σ2(Fo2) + (0.1135P)2] where P = (Fo2 + 2Fc2)/3
1386 reflections	(Δ/σ)max < 0.001
105 parameters	Δρmax = 1.53 e Å−3
0 restraints	Δρmin = −1.30 e Å−3

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
Zn1	0.5000	0.50029 (6)	0.7500	0.0196 (3)
N1	0.6212 (3)	0.8163 (4)	0.5030 (3)	0.0379 (9)
H1C	0.5861	0.8480	0.5427	0.045*
H1D	0.6836	0.8588	0.5287	0.045*
H1A	0.5884	0.8440	0.4350	0.045*
H1B	0.6269	0.7150	0.5062	0.045*
O1	0.41853 (19)	0.6486 (3)	0.6404 (2)	0.0291 (7)
O2	0.3143 (2)	0.4535 (4)	0.5878 (2)	0.0340 (7)
O3	0.3480 (3)	0.4657 (4)	0.3648 (3)	0.0413 (8)
O4	0.44049 (18)	0.6425 (3)	0.32532 (19)	0.0262 (6)
O5	0.5186 (2)	0.9191 (4)	0.6280 (3)	0.0516 (9)
H5C	0.4923	0.8395	0.6420	0.062*
H5D	0.5526	0.9635	0.6859	0.062*
O6	0.6370 (2)	0.0991 (3)	0.7995 (2)	0.0470 (8)
H6C	0.7008	0.0871	0.8163	0.056*
H6D	0.6189	0.1787	0.7622	0.056*
C1	0.3369 (3)	0.5846 (4)	0.5744 (3)	0.0210 (8)
C2	0.3742 (3)	0.5970 (5)	0.3645 (3)	0.0244 (9)
C3	0.2700 (3)	0.6794 (4)	0.4801 (3)	0.0203 (8)
H3	0.2111	0.6180	0.4378	0.024*
C4	0.3286 (3)	0.7247 (4)	0.4090 (3)	0.0254 (9)
H4A	0.2827	0.7823	0.3496	0.030*
H4B	0.3836	0.7918	0.4494	0.030*

	U11	U22	U33	U12	U13	U23
Zn1	0.0194 (4)	0.0239 (5)	0.0197 (5)	0.000	0.0122 (3)	0.000
N1	0.039 (2)	0.039 (2)	0.042 (2)	−0.0020 (16)	0.0213 (18)	−0.0064 (16)
O1	0.0260 (14)	0.0341 (16)	0.0247 (15)	0.0003 (12)	0.0064 (12)	0.0014 (12)
O2	0.0367 (17)	0.0293 (16)	0.0373 (18)	0.0002 (14)	0.0152 (14)	0.0075 (14)
O3	0.053 (2)	0.0317 (17)	0.056 (2)	−0.0036 (16)	0.0396 (18)	−0.0033 (15)
O4	0.0259 (13)	0.0337 (15)	0.0268 (14)	0.0008 (12)	0.0187 (12)	−0.0014 (11)
O5	0.061 (2)	0.055 (2)	0.053 (2)	−0.0072 (18)	0.0373 (18)	−0.0061 (17)
O6	0.0522 (18)	0.0453 (19)	0.0493 (19)	0.0042 (16)	0.0257 (16)	0.0129 (16)
C1	0.0232 (18)	0.028 (2)	0.0190 (18)	0.0074 (16)	0.0157 (16)	−0.0022 (15)
C2	0.0236 (18)	0.035 (2)	0.0190 (19)	0.0058 (17)	0.0126 (16)	−0.0008 (16)
C3	0.0197 (17)	0.026 (2)	0.0183 (18)	0.0006 (15)	0.0108 (15)	−0.0012 (14)
C4	0.0267 (19)	0.031 (2)	0.025 (2)	0.0040 (17)	0.0170 (17)	0.0035 (16)

Zn1—O4i	1.996 (2)	O4—Zn1i	1.996 (2)
Zn1—O4ii	1.996 (2)	O5—H5C	0.8499
Zn1—O1iii	1.998 (3)	O5—H5D	0.8500
Zn1—O1	1.998 (3)	O6—H6C	0.8500
N1—H1C	0.9000	O6—H6D	0.8500
N1—H1D	0.9001	C1—C3	1.529 (5)
N1—H1A	0.9001	C2—C4	1.531 (5)
N1—H1B	0.9000	C3—C4	1.540 (5)
O1—C1	1.298 (4)	C3—C3iv	1.548 (7)
O2—C1	1.234 (5)	C3—H3	0.9800
O3—C2	1.220 (5)	C4—H4A	0.9700
O4—C2	1.300 (4)	C4—H4B	0.9700
O4i—Zn1—O4ii	101.42 (14)	O2—C1—C3	121.7 (3)
O4i—Zn1—O1iii	124.21 (10)	O1—C1—C3	116.9 (3)
O4ii—Zn1—O1iii	105.67 (10)	O3—C2—O4	124.1 (3)
O4i—Zn1—O1	105.67 (10)	O3—C2—C4	122.0 (4)
O4ii—Zn1—O1	124.21 (10)	O4—C2—C4	113.9 (3)
O1iii—Zn1—O1	97.83 (15)	C1—C3—C4	111.0 (3)
H1C—N1—H1D	108.3	C1—C3—C3iv	110.1 (3)
H1C—N1—H1A	109.9	C4—C3—C3iv	110.9 (4)
H1D—N1—H1A	109.9	C1—C3—H3	108.2
H1C—N1—H1B	109.9	C4—C3—H3	108.2
H1D—N1—H1B	109.9	C3iv—C3—H3	108.2
H1A—N1—H1B	108.9	C2—C4—C3	117.2 (3)
C1—O1—Zn1	110.2 (2)	C2—C4—H4A	108.0
C2—O4—Zn1i	121.1 (2)	C3—C4—H4A	108.0
H5C—O5—H5D	108.7	C2—C4—H4B	108.0
H6C—O6—H6D	108.6	C3—C4—H4B	108.0
O2—C1—O1	121.4 (3)	H4A—C4—H4B	107.2
O4i—Zn1—O1—C1	71.4 (2)	O1—C1—C3—C4	62.1 (4)
O4ii—Zn1—O1—C1	−44.7 (3)	O2—C1—C3—C3iv	118.4 (4)
O1iii—Zn1—O1—C1	−159.7 (3)	O1—C1—C3—C3iv	−61.2 (4)
Zn1—O1—C1—O2	5.1 (4)	O3—C2—C4—C3	15.6 (5)
Zn1—O1—C1—C3	−175.4 (2)	O4—C2—C4—C3	−165.7 (3)
Zn1i—O4—C2—O3	4.7 (5)	C1—C3—C4—C2	56.4 (4)
Zn1i—O4—C2—C4	−173.9 (2)	C3iv—C3—C4—C2	179.2 (3)
O2—C1—C3—C4	−118.4 (4)

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6D···O4i	0.85	1.97	2.814 (4)	173
O6—H6C···O3v	0.85	1.99	2.833 (5)	173
O5—H5D···O6vi	0.85	1.97	2.805 (5)	168
O5—H5C···O1	0.85	1.98	2.816 (4)	167
N1—H1B···O2i	0.90	2.31	2.981 (5)	131
N1—H1B···O3i	0.90	2.30	3.009 (5)	136
N1—H1A···O5vii	0.90	2.54	3.153 (5)	126
N1—H1A···O6viii	0.90	2.24	2.948 (5)	135
N1—H1D···O2ix	0.90	1.91	2.810 (5)	178
N1—H1C···O5	0.90	1.86	2.761 (5)	177

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O6—H6D⋯O4i	0.85	1.97	2.814 (4)	173
O6—H6C⋯O3ii	0.85	1.99	2.833 (5)	173
O5—H5D⋯O6iii	0.85	1.97	2.805 (5)	168
O5—H5C⋯O1	0.85	1.98	2.816 (4)	167
N1—H1B⋯O2i	0.90	2.31	2.981 (5)	131
N1—H1B⋯O3i	0.90	2.30	3.009 (5)	136
N1—H1A⋯O5iv	0.90	2.54	3.153 (5)	126
N1—H1A⋯O6v	0.90	2.24	2.948 (5)	135
N1—H1D⋯O2vi	0.90	1.91	2.810 (5)	178
N1—H1C⋯O5	0.90	1.86	2.761 (5)	177

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