catena-Poly[[diaqua­nickel(II)]-μ-2-hy­droxy­phosphonatoacetato]

The title compound, [Ni{HO₃PCH(OH)CO₂}(H₂O)₂]_n, was prepared by a hydro­thermal reaction. The octa­hedral coordination geometry of Ni^II is made up of one phospho­nate O atom, one hydroxyl O atom, two carboxyl­ate O atoms and two water mol­ecules. This architecture is further stabilized by a number of O—H...O hydrogen bonds involving the protonated hydroxyl groups, carboxyl­ate O atoms, a phosphon­ate O atom and coordinated water mol­ecules.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.025
• wR factor = 0.068
• Data-to-parameter ratio = 11.6

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT417_ALERT_2_B Short Inter D-H..H-D       H3A    ..  H7B     ..       2.08 Ang.

Alert level C
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT731_ALERT_1_C Bond    Calc     0.85(3), Rep   0.846(10) ......       3.00 su-Ra
              O7   -H7B     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.85(3), Rep   0.846(10) ......       3.00 su-Ra
              O7   -H7B     1.555   1.555
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) .       1.14 Ratio

Alert level G
PLAT793_ALERT_1_G Check the Absolute Configuration of P1     = ...          R
PLAT793_ALERT_1_G Check the Absolute Configuration of C1     = ...          R
PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints .......          4

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   4 ALERT level C = Check and explain
   3 ALERT level G = General alerts; check

   4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   2 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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S1. Comment

Metal phosphonates have been of increasing interest in the past decade due to their potential applications in the fields of catalysis (Sharma & Clearfield, 2000), ion exchange (Clearfield, 1988), proton conductivity (Alberti et al., 1992), gas and liquid separations (Riou et al., 2000), biology (Nonglaton et al., 2004), and organic molecule sorption (Clearfield, 1998). Great efforts have been devoted to the syntheses of novel inorganic–organic hybrid materials based on metal phosphonates, which exhibit a variety of structures such as one-dimensional chains, two-dimensional layers, and three-dimensional network. To the best of our knowledge, however, reports on nickel phosphonates are rather scarce (Hix & Harris, 1998; Song et al., 1999; Modi et al., 2005).

The title compound (I) crystallizes in the orthorhombic space group Pbca. The molecular structure of (I) is shown in the Fig. 1. Each Ni atom adopts distorted octahedral coordination geometry with the six oxygen atoms from the two equivalent L^3- (L = O₃PCH(OH)CO₂) anions and two coordinated water molecule. The values of the Ni—O bond lengths and O—Ni—O angles are in the range of 2.0329 (19)–2.0888 (19) Å and 78.81 (7)–177.88 (8) °, respectively. This architecture is further stabilized by a number of O—H···O hydrogen bonds involving the protonated hydroxyl oxygen atoms, carboxylate oxygen atoms, phosphonate oxygen atom, and coordinated water molecules (see Table 1, Table 2 and Fig. 2).

Related literature

For related literature, see: Alberti et al. (1992); Clearfield (1988, 1998); Hix & Harris (1998); Modi et al. (2005); Nonglaton et al. (2004); Riou et al. (2000); Sharma & Clearfield (2000); Song et al. (1999).

S2. Experimental

A mixture of 0.27 g (1.0 mmol) NiSO₄.6H₂O, 1.0 ml (4.0 mmol) 2-hydroxyphosphonoacetic acid (48.0 wt %) and 0.04 g (1.0 mmol) NaF (as a mineralizer) was dissolved in 8 ml of deionized water, and then 1,4-butylenediamine was added with stirring to adjust the pH of the mixture. The mixture (pH = 4.5) was sealed in a 23 ml Teflon-lined stainless steel autoclave, and then heated at 413 K for 72 h. Colorless block crystals were obtained, washed with distilled water, and dried in air at room temperature.

S3. Refinement

During refinement, carbon bound H atoms were placed in calculated positions and allowed to ride on the parent atom, with C—H = 0.93 Å and U_iso(H) = 1.2U_eq(C). Oxygen bound hydrogen atoms were located from difference Fourier maps and refined with distance restraints.

Computing details

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.

Figures

	Fig. 1. Molecular structure of (I), showing displacement ellipsids at the 30% probability level.
	Fig. 2. View of the packing of (I) with the unit cell outlined along the b axis, showing the stacking of compound (I). H atoms have been omitted for clarity.

catena-poly[[diaquanickel(II)]-µ-2-hydroxyphosphonatoacetato]

Crystal data

[Ni(C2H3O6P)(H2O)2]	Dx = 2.320 Mg m^−3
Mr = 248.76	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, Pbca	Cell parameters from 2474 reflections
a = 8.6776 (9) Å	θ = 2.4–28.2°
b = 9.7953 (10) Å	µ = 2.96 mm^−1
c = 16.7592 (16) Å	T = 295 K
V = 1424.5 (2) Å^3	Block, green
Z = 8	0.20 × 0.09 × 0.07 mm
F(000) = 1008

Data collection

Bruker APEXII CCD diffractometer	1398 independent reflections
Radiation source: fine-focus sealed tube	1204 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.030
ω scans	θmax = 26.0°, θmin = 3.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	h = −10→10
Tmin = 0.589, Tmax = 0.820	k = −11→12
7058 measured reflections	l = −12→20

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.025	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.068	H atoms treated by a mixture of independent and constrained refinement
S = 1.05	w = 1/[σ^2(Fo^2) + (0.0411P)^2 + 1.2128P] where P = (Fo^2 + 2Fc^2)/3
1398 reflections	(Δ/σ)max < 0.001
121 parameters	Δρmax = 0.41 e Å^−3
4 restraints	Δρmin = −0.48 e Å^−3

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Ni1	1.12817 (4)	−0.00201 (3)	0.134842 (19)	0.01264 (13)
P1	0.79917 (7)	0.13589 (7)	0.13742 (4)	0.01399 (17)
O1	0.7275 (2)	0.27285 (19)	0.12260 (11)	0.0205 (4)
O2	0.9474 (2)	0.10843 (19)	0.09274 (10)	0.0190 (4)
O3	0.6732 (2)	0.0253 (2)	0.11674 (12)	0.0227 (4)
H3A	0.7113	−0.0511	0.1198	0.034*
O4	0.7059 (2)	0.14671 (17)	0.28985 (10)	0.0165 (4)
H4A	0.7019	0.2294	0.2973	0.025*
O5	0.81452 (19)	−0.09508 (17)	0.31593 (10)	0.0149 (4)
O6	1.00059 (19)	−0.08174 (17)	0.22600 (11)	0.0152 (4)
O7	1.2642 (3)	0.0773 (2)	0.04608 (12)	0.0287 (5)
H7A	1.316 (3)	0.150 (2)	0.053 (2)	0.034*
H7B	1.294 (4)	0.037 (3)	0.0042 (13)	0.034*
O8	1.0632 (2)	−0.17173 (19)	0.06738 (11)	0.0180 (4)
H8A	1.044 (3)	−0.154 (3)	0.0186 (8)	0.022*
H8B	0.9736 (17)	−0.194 (3)	0.0817 (17)	0.022*
C1	0.8399 (3)	0.1148 (3)	0.24425 (15)	0.0131 (5)
H1A	0.9228	0.1776	0.2594	0.016*
C2	0.8903 (3)	−0.0304 (3)	0.26311 (15)	0.0134 (5)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni1	0.0133 (2)	0.0128 (2)	0.0118 (2)	0.00033 (12)	−0.00064 (12)	0.00038 (12)
P1	0.0154 (3)	0.0132 (3)	0.0134 (3)	0.0021 (3)	0.0003 (3)	0.0013 (2)
O1	0.0215 (10)	0.0165 (10)	0.0235 (10)	0.0046 (8)	−0.0004 (8)	0.0036 (8)
O2	0.0180 (9)	0.0251 (10)	0.0137 (10)	0.0071 (8)	0.0018 (8)	0.0035 (8)
O3	0.0240 (10)	0.0189 (10)	0.0251 (11)	−0.0024 (8)	−0.0054 (9)	0.0021 (8)
O4	0.0216 (9)	0.0090 (9)	0.0190 (10)	0.0020 (7)	0.0069 (8)	0.0007 (7)
O5	0.0166 (9)	0.0117 (9)	0.0166 (9)	−0.0003 (7)	0.0032 (7)	0.0021 (7)
O6	0.0146 (9)	0.0136 (9)	0.0173 (10)	0.0015 (7)	0.0032 (7)	0.0011 (7)
O7	0.0370 (12)	0.0299 (12)	0.0192 (11)	−0.0115 (10)	0.0092 (10)	−0.0022 (9)
O8	0.0183 (9)	0.0212 (10)	0.0144 (9)	−0.0011 (8)	−0.0011 (8)	−0.0011 (8)
C1	0.0140 (12)	0.0133 (13)	0.0122 (13)	0.0007 (10)	0.0032 (10)	0.0005 (9)
C2	0.0129 (12)	0.0152 (13)	0.0120 (13)	−0.0019 (10)	−0.0037 (10)	−0.0017 (10)

Geometric parameters (Å, º)

Ni1—O5^i	2.0314 (17)	O4—Ni1^ii	2.0422 (17)
Ni1—O2	2.0322 (18)	O4—H4A	0.8200
Ni1—O6	2.0419 (17)	O5—C2	1.271 (3)
Ni1—O4^i	2.0422 (17)	O5—Ni1^ii	2.0314 (17)
Ni1—O7	2.052 (2)	O6—C2	1.247 (3)
Ni1—O8	2.0881 (19)	O7—H7A	0.852 (10)
P1—O1	1.4996 (19)	O7—H7B	0.846 (10)
P1—O2	1.5123 (19)	O8—H8A	0.850 (10)
P1—O3	1.578 (2)	O8—H8B	0.843 (10)
P1—C1	1.837 (3)	C1—C2	1.521 (3)
O3—H3A	0.8200	C1—H1A	0.9800
O4—C1	1.426 (3)
O5^i—Ni1—O2	173.98 (7)	P1—O3—H3A	109.5
O5^i—Ni1—O6	87.48 (7)	C1—O4—Ni1^ii	116.37 (14)
O2—Ni1—O6	92.57 (7)	C1—O4—H4A	109.5
O5^i—Ni1—O4^i	78.82 (7)	Ni1^ii—O4—H4A	126.6
O2—Ni1—O4^i	95.17 (7)	C2—O5—Ni1^ii	118.09 (16)
O6—Ni1—O4^i	89.40 (7)	C2—O6—Ni1	129.43 (17)
O5^i—Ni1—O7	90.37 (8)	Ni1—O7—H7A	121 (2)
O2—Ni1—O7	89.47 (8)	Ni1—O7—H7B	127 (2)
O6—Ni1—O7	177.68 (8)	H7A—O7—H7B	111 (3)
O4^i—Ni1—O7	89.31 (8)	Ni1—O8—H8A	114 (2)
O5^i—Ni1—O8	94.45 (7)	Ni1—O8—H8B	108 (2)
O2—Ni1—O8	91.56 (7)	H8A—O8—H8B	99 (3)
O6—Ni1—O8	87.37 (7)	O4—C1—C2	109.16 (19)
O4^i—Ni1—O8	172.66 (7)	O4—C1—P1	109.94 (16)
O7—Ni1—O8	93.68 (8)	C2—C1—P1	111.29 (17)
O1—P1—O2	115.47 (11)	O4—C1—H1A	108.8
O1—P1—O3	106.88 (11)	C2—C1—H1A	108.8
O2—P1—O3	111.01 (11)	P1—C1—H1A	108.8
O1—P1—C1	110.00 (11)	O6—C2—O5	122.9 (2)
O2—P1—C1	107.41 (11)	O6—C2—C1	119.6 (2)
O3—P1—C1	105.67 (11)	O5—C2—C1	117.5 (2)
P1—O2—Ni1	125.40 (10)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3A···O1^iii	0.82	1.80	2.621 (3)	173
O8—H8B···O1^iii	0.84 (1)	1.90 (1)	2.741 (3)	173 (3)
O4—H4A···O5^iv	0.82	1.75	2.573 (2)	177
O7—H7A···O8^v	0.85 (1)	2.05 (1)	2.901 (3)	178 (3)
O7—H7B···O3^vi	0.85 (1)	2.14 (1)	2.958 (3)	164 (3)
O8—H8A···O2^vi	0.85 (1)	1.92 (1)	2.756 (3)	167 (3)

Symmetry codes: (iii) −x+3/2, y−1/2, z; (iv) −x+3/2, y+1/2, z; (v) −x+5/2, y+1/2, z; (vi) −x+2, −y, −z.