Penta-aqua-[2-(5-carboxyl-ato-2-oxido-1-pyridinio)acetato]zinc(II) monohydrate.

In the title compound, [Zn(C(8)H(5)NO(5))(H(2)O)(5)]·H(2)O, the Zn(II) atom is coordinated by one O atom from the 2-(5-carboxyl-ato-2-oxidopyridinium-1-yl)acetate ligand and by five water mol-ecules, forming a distorted octa-hedral geometry. Coordinated and uncoordinated water mol-ecules form O-H⋯O hydrogen bonds, leading to a three-dimensional framework.

Related literature

For related structures, see: Jiang et al. (2009 ▶); Szafran et al. (2006 ▶); Yang et al. (2010 ▶); Zhang et al. (2003 ▶); He & Feng (2007 ▶).

Experimental

Crystal data

[Zn(C8H5NO5)(H2O)5]·H2O

M = 368.60

Monoclinic,

a = 10.9584 (4) Å

b = 7.5548 (4) Å

c = 16.6510 (7) Å

β = 103.498 (3)°

V = 1340.43 (10) Å3

Z = 4

Mo Kα radiation

μ = 1.89 mm−1

T = 293 K

0.36 × 0.09 × 0.05 mm

Data collection

Bruker APEXII area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.824, T max = 0.918

19343 measured reflections

3086 independent reflections

2233 reflections with I > 2σ(I)

R int = 0.100

Refinement

R[F 2 > 2σ(F 2)] = 0.036

wR(F 2) = 0.084

S = 1.00

3086 reflections

226 parameters

18 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.48 e Å−3

Δρmin = −0.80 e Å−3

Data collection: APEX2 (Bruker, 2006 ▶); cell refinement: SAINT (Bruker, 2006 ▶); 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/S1600536810017538/is2541sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810017538/is2541Isup2.hkl

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

[Zn(C8H5NO5)(H2O)5]·H2O	F(000) = 760
Mr = 368.60	Dx = 1.826 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 6642 reflections
a = 10.9584 (4) Å	θ = 1.9–27.6°
b = 7.5548 (4) Å	µ = 1.89 mm−1
c = 16.6510 (7) Å	T = 293 K
β = 103.498 (3)°	Prism, colourless
V = 1340.43 (10) Å3	0.36 × 0.09 × 0.05 mm
Z = 4

Bruker APEXII area-detector diffractometer	3086 independent reflections
Radiation source: fine-focus sealed tube	2233 reflections with I > 2σ(I)
graphite	Rint = 0.100
ω scans	θmax = 27.6°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −14→14
Tmin = 0.824, Tmax = 0.918	k = −9→8
19343 measured reflections	l = −21→19

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)] = 0.036	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.084	H atoms treated by a mixture of independent and constrained refinement
S = 1.00	w = 1/[σ2(Fo2) + (0.0382P)2] where P = (Fo2 + 2Fc2)/3
3086 reflections	(Δ/σ)max < 0.001
226 parameters	Δρmax = 0.48 e Å−3
18 restraints	Δρmin = −0.79 e Å−3

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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	0.14951 (2)	0.39964 (4)	0.404996 (17)	0.02275 (11)
O1	−0.56142 (14)	0.8182 (2)	0.07024 (11)	0.0314 (4)
O1W	0.0969 (2)	0.0417 (3)	0.59084 (15)	0.0564 (6)
H1WA	0.1593 (19)	−0.021 (4)	0.592 (2)	0.068*
H1WB	0.038 (2)	−0.002 (4)	0.5579 (17)	0.068*
O2	−0.70407 (16)	0.6153 (2)	0.01860 (11)	0.0357 (5)
O2W	0.16338 (18)	0.1231 (2)	0.40753 (11)	0.0324 (5)
H2WA	0.149 (2)	0.061 (3)	0.3650 (11)	0.039*
H2WB	0.207 (2)	0.071 (3)	0.4456 (11)	0.039*
O3	−0.30374 (16)	0.1584 (2)	0.26291 (11)	0.0322 (4)
O3W	0.13340 (17)	0.6755 (3)	0.41312 (11)	0.0331 (5)
H3WA	0.183 (2)	0.732 (3)	0.4479 (12)	0.040*
H3WB	0.120 (2)	0.730 (3)	0.3697 (10)	0.040*
O4	−0.08994 (16)	0.4075 (2)	0.22554 (10)	0.0290 (4)
O4W	0.12338 (18)	0.3724 (2)	0.52419 (11)	0.0306 (4)
H4WA	0.092 (2)	0.452 (2)	0.5466 (16)	0.037*
H4WB	0.103 (2)	0.276 (2)	0.5380 (16)	0.037*
O5	−0.04711 (15)	0.3999 (2)	0.36330 (10)	0.0263 (4)
O5W	0.33859 (16)	0.4349 (3)	0.45253 (12)	0.0348 (5)
H5WA	0.400 (2)	0.396 (3)	0.4376 (16)	0.042*
H5WB	0.357 (2)	0.520 (3)	0.4830 (15)	0.042*
O6W	0.17072 (18)	0.3938 (2)	0.28435 (11)	0.0302 (4)
H6WB	0.2178 (19)	0.467 (3)	0.2718 (16)	0.036*
H6WA	0.1020 (16)	0.399 (3)	0.2526 (15)	0.036*
N1	−0.34860 (18)	0.4432 (3)	0.22449 (12)	0.0223 (5)
C1	−0.4197 (2)	0.5668 (3)	0.17514 (15)	0.0233 (6)
H1A	−0.3972	0.6854	0.1826	0.028*
C2	−0.5222 (2)	0.5226 (3)	0.11561 (14)	0.0224 (5)
C3	−0.5541 (2)	0.3417 (3)	0.10731 (15)	0.0287 (6)
H3A	−0.6260	0.3074	0.0687	0.034*
C4	−0.4824 (2)	0.2166 (3)	0.15441 (15)	0.0279 (6)
H4A	−0.5046	0.0981	0.1462	0.033*
C5	−0.3744 (2)	0.2628 (3)	0.21590 (15)	0.0248 (6)
C6	−0.2487 (2)	0.4933 (3)	0.29580 (14)	0.0269 (6)
H6A	−0.2699	0.4489	0.3455	0.032*
H6B	−0.2454	0.6214	0.2996	0.032*
C7	−0.1195 (2)	0.4249 (3)	0.29292 (15)	0.0216 (5)
C8	−0.6009 (2)	0.6622 (3)	0.06435 (14)	0.0240 (6)

	U11	U22	U33	U12	U13	U23
Zn1	0.02172 (18)	0.0210 (2)	0.02425 (17)	0.00083 (12)	0.00280 (12)	−0.00019 (12)
O1	0.0270 (10)	0.0199 (11)	0.0432 (11)	−0.0037 (8)	−0.0001 (8)	0.0073 (9)
O1W	0.0464 (15)	0.0551 (16)	0.0705 (17)	0.0124 (12)	0.0194 (12)	0.0136 (13)
O2	0.0303 (11)	0.0272 (11)	0.0393 (11)	−0.0024 (8)	−0.0125 (8)	−0.0002 (8)
O2W	0.0466 (13)	0.0209 (11)	0.0242 (10)	0.0051 (8)	−0.0032 (9)	−0.0027 (8)
O3	0.0332 (10)	0.0268 (11)	0.0346 (10)	0.0082 (8)	0.0040 (8)	0.0064 (8)
O3W	0.0361 (11)	0.0223 (11)	0.0341 (11)	0.0003 (8)	−0.0053 (9)	−0.0004 (8)
O4	0.0275 (10)	0.0371 (11)	0.0215 (9)	0.0010 (8)	0.0042 (8)	0.0006 (8)
O4W	0.0394 (12)	0.0296 (12)	0.0237 (10)	0.0038 (9)	0.0093 (8)	−0.0017 (8)
O5	0.0196 (9)	0.0366 (11)	0.0205 (9)	0.0013 (7)	0.0003 (7)	0.0007 (8)
O5W	0.0203 (10)	0.0372 (13)	0.0448 (12)	0.0009 (8)	0.0036 (9)	−0.0134 (9)
O6W	0.0278 (11)	0.0356 (12)	0.0258 (10)	−0.0059 (8)	0.0035 (8)	0.0019 (8)
N1	0.0183 (11)	0.0221 (13)	0.0242 (11)	0.0009 (9)	0.0002 (8)	−0.0009 (9)
C1	0.0237 (14)	0.0203 (15)	0.0260 (13)	0.0004 (10)	0.0058 (11)	0.0006 (11)
C2	0.0210 (13)	0.0208 (14)	0.0239 (13)	0.0004 (11)	0.0026 (10)	−0.0001 (11)
C3	0.0243 (14)	0.0286 (16)	0.0298 (14)	−0.0037 (11)	−0.0004 (11)	−0.0039 (12)
C4	0.0286 (14)	0.0187 (14)	0.0339 (14)	−0.0023 (11)	0.0025 (11)	−0.0032 (12)
C5	0.0255 (13)	0.0245 (16)	0.0262 (13)	0.0031 (11)	0.0096 (11)	0.0031 (11)
C6	0.0263 (14)	0.0267 (16)	0.0247 (13)	0.0027 (12)	−0.0002 (11)	−0.0034 (11)
C7	0.0221 (13)	0.0142 (14)	0.0267 (13)	−0.0036 (10)	0.0021 (10)	−0.0005 (10)
C8	0.0225 (13)	0.0264 (16)	0.0223 (13)	0.0027 (11)	0.0034 (10)	0.0002 (11)

Zn1—O5W	2.0554 (17)	O5W—H5WA	0.821 (16)
Zn1—O6W	2.0759 (18)	O5W—H5WB	0.812 (16)
Zn1—O4W	2.0805 (18)	O6W—H6WB	0.816 (15)
Zn1—O2W	2.0945 (18)	O6W—H6WA	0.814 (16)
Zn1—O3W	2.0988 (19)	N1—C1	1.362 (3)
Zn1—O5	2.1039 (16)	N1—C5	1.392 (3)
O1—C8	1.251 (3)	N1—C6	1.464 (3)
O1W—H1WA	0.829 (17)	C1—C2	1.355 (3)
O1W—H1WB	0.812 (17)	C1—H1A	0.9300
O2—C8	1.257 (3)	C2—C3	1.409 (4)
O2W—H2WA	0.832 (15)	C2—C8	1.498 (3)
O2W—H2WB	0.802 (15)	C3—C4	1.356 (3)
O3—C5	1.246 (3)	C3—H3A	0.9300
O3W—H3WA	0.813 (15)	C4—C5	1.416 (3)
O3W—H3WB	0.816 (15)	C4—H4A	0.9300
O4—C7	1.245 (3)	C6—C7	1.518 (3)
O4W—H4WA	0.823 (15)	C6—H6A	0.9700
O4W—H4WB	0.809 (15)	C6—H6B	0.9700
O5—C7	1.267 (3)
O5W—Zn1—O6W	92.57 (8)	H6WB—O6W—H6WA	110 (2)
O5W—Zn1—O4W	89.79 (8)	C1—N1—C5	122.35 (19)
O6W—Zn1—O4W	172.96 (8)	C1—N1—C6	121.7 (2)
O5W—Zn1—O2W	93.41 (8)	C5—N1—C6	115.59 (19)
O6W—Zn1—O2W	88.53 (7)	C2—C1—N1	122.1 (2)
O4W—Zn1—O2W	84.70 (7)	C2—C1—H1A	118.9
O5W—Zn1—O3W	86.50 (7)	N1—C1—H1A	118.9
O6W—Zn1—O3W	96.52 (7)	C1—C2—C3	117.1 (2)
O4W—Zn1—O3W	90.25 (7)	C1—C2—C8	120.8 (2)
O2W—Zn1—O3W	174.95 (8)	C3—C2—C8	122.0 (2)
O5W—Zn1—O5	171.74 (7)	C4—C3—C2	121.5 (2)
O6W—Zn1—O5	91.03 (7)	C4—C3—H3A	119.3
O4W—Zn1—O5	87.51 (7)	C2—C3—H3A	119.3
O2W—Zn1—O5	94.10 (7)	C3—C4—C5	121.4 (2)
O3W—Zn1—O5	85.71 (6)	C3—C4—H4A	119.3
H1WA—O1W—H1WB	107 (3)	C5—C4—H4A	119.3
Zn1—O2W—H2WA	123.1 (17)	O3—C5—N1	118.3 (2)
Zn1—O2W—H2WB	122.1 (18)	O3—C5—C4	126.2 (2)
H2WA—O2W—H2WB	111 (2)	N1—C5—C4	115.5 (2)
Zn1—O3W—H3WA	120.8 (18)	N1—C6—C7	114.4 (2)
Zn1—O3W—H3WB	116.6 (19)	N1—C6—H6A	108.7
H3WA—O3W—H3WB	109 (2)	C7—C6—H6A	108.7
Zn1—O4W—H4WA	121.7 (18)	N1—C6—H6B	108.7
Zn1—O4W—H4WB	118.0 (19)	C7—C6—H6B	108.7
H4WA—O4W—H4WB	111 (2)	H6A—C6—H6B	107.6
C7—O5—Zn1	132.66 (16)	O4—C7—O5	125.4 (2)
Zn1—O5W—H5WA	131.2 (19)	O4—C7—C6	120.3 (2)
Zn1—O5W—H5WB	114.9 (18)	O5—C7—C6	114.1 (2)
H5WA—O5W—H5WB	112 (2)	O1—C8—O2	124.0 (2)
Zn1—O6W—H6WB	117.0 (19)	O1—C8—C2	118.4 (2)
Zn1—O6W—H6WA	109.4 (19)	O2—C8—C2	117.6 (2)
O5W—Zn1—O5—C7	103.1 (5)	C1—N1—C5—C4	−2.3 (3)
O6W—Zn1—O5—C7	−12.8 (2)	C6—N1—C5—C4	171.2 (2)
O4W—Zn1—O5—C7	174.1 (2)	C3—C4—C5—O3	178.9 (2)
O2W—Zn1—O5—C7	−101.4 (2)	C3—C4—C5—N1	0.5 (4)
O3W—Zn1—O5—C7	83.6 (2)	C1—N1—C6—C7	−121.4 (2)
C5—N1—C1—C2	1.6 (4)	C5—N1—C6—C7	65.1 (3)
C6—N1—C1—C2	−171.5 (2)	Zn1—O5—C7—O4	21.6 (4)
N1—C1—C2—C3	1.0 (3)	Zn1—O5—C7—C6	−154.06 (16)
N1—C1—C2—C8	177.9 (2)	N1—C6—C7—O4	32.4 (3)
C1—C2—C3—C4	−2.8 (4)	N1—C6—C7—O5	−151.6 (2)
C8—C2—C3—C4	−179.6 (2)	C1—C2—C8—O1	9.1 (3)
C2—C3—C4—C5	2.1 (4)	C3—C2—C8—O1	−174.2 (2)
C1—N1—C5—O3	179.1 (2)	C1—C2—C8—O2	−170.0 (2)
C6—N1—C5—O3	−7.4 (3)	C3—C2—C8—O2	6.7 (3)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···O2i	0.83 (2)	2.25 (2)	2.972 (3)	145 (3)
O1W—H1WB···O2Wii	0.81 (2)	2.58 (3)	3.118 (3)	125 (3)
O2W—H2WA···O4iii	0.83 (2)	1.89 (2)	2.716 (2)	169 (3)
O2W—H2WB···O2i	0.80 (2)	1.96 (2)	2.742 (2)	163 (2)
O3W—H3WA···O2iv	0.81 (2)	1.89 (2)	2.701 (2)	173 (2)
O3W—H3WB···O4v	0.82 (2)	2.04 (2)	2.849 (2)	170 (3)
O4W—H4WA···O5vi	0.82 (2)	2.02 (2)	2.810 (2)	160 (3)
O5W—H5WA···O1iii	0.82 (2)	1.90 (2)	2.705 (2)	166 (3)
O5W—H5WB···O1iv	0.81 (2)	1.95 (2)	2.742 (2)	164 (3)
O6W—H6WB···O3v	0.82 (2)	1.89 (2)	2.697 (3)	171 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WA⋯O2i	0.83 (2)	2.25 (2)	2.972 (3)	145 (3)
O1W—H1WB⋯O2Wii	0.81 (2)	2.58 (3)	3.118 (3)	125 (3)
O2W—H2WA⋯O4iii	0.83 (2)	1.89 (2)	2.716 (2)	169 (3)
O2W—H2WB⋯O2i	0.80 (2)	1.96 (2)	2.742 (2)	163 (2)
O3W—H3WA⋯O2iv	0.81 (2)	1.89 (2)	2.701 (2)	173 (2)
O3W—H3WB⋯O4v	0.82 (2)	2.04 (2)	2.849 (2)	170 (3)
O4W—H4WA⋯O5vi	0.82 (2)	2.02 (2)	2.810 (2)	160 (3)
O5W—H5WA⋯O1iii	0.82 (2)	1.90 (2)	2.705 (2)	166 (3)
O5W—H5WB⋯O1iv	0.81 (2)	1.95 (2)	2.742 (2)	164 (3)
O6W—H6WB⋯O3v	0.82 (2)	1.89 (2)	2.697 (3)	171 (3)

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