catena-Poly[[aqua-(ethyl anilinophospho-nato-κO)sodium(I)]-di-μ-aqua].

In the title compound, [Na(C(8)H(11)NO(3)P)(H(2)O)(3)](n), the sodium cation is octa-hedrally coordinated by five water mol-ecules and one O-bonded ethyl anilinophospho-nate anion. Four of the water mol-ecules bridge to adjacent sodium ions, resulting in an infinite chain of edge-sharing NaO(6) polyhedra. A network of N-H⋯O and O-H⋯O hydrogen bonds helps to stabilize the crystal structure.

Related literature

For the corresponding zinc complex, see: Fu & Chivers (2005 ▶). For background, see: Cheetham et al. (1999 ▶); Andrianov et al. (1977 ▶).

Experimental

Crystal data

[Na(C8H11NO3P)(H2O)3]

M = 277.19

Monoclinic,

a = 17.332 (4) Å

b = 5.2591 (11) Å

c = 14.009 (3) Å

β = 100.37 (3)°

V = 1256.1 (5) Å3

Z = 4

Mo Kα radiation

μ = 0.27 mm−1

T = 173 (2) K

0.20 × 0.12 × 0.10 mm

Data collection

Siemens SMART CCD diffractometer

Absorption correction: multi-scan (SADABS; Siemens, 1996 ▶) T min = 0.961, T max = 0.977

3993 measured reflections

2145 independent reflections

1716 reflections with I > 2σ(I)

R int = 0.024

Refinement

R[F 2 > 2σ(F 2)] = 0.032

wR(F 2) = 0.076

S = 1.05

2145 reflections

178 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.19 e Å−3

Δρmin = −0.25 e Å−3

Data collection: SMART (Siemens, 1996 ▶); cell refinement: SAINT (Siemens, 1994 ▶); 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 global, I. DOI: 10.1107/S1600536808025233/hb2768sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808025233/hb2768Isup2.hkl

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

[Na(C8H11NO3P)(H2O)3]	F000 = 584
Mr = 277.19	Dx = 1.466 Mg m−3
Monoclinic, P21/c	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 3993 reflections
a = 17.332 (4) Å	θ = 4.1–25.0º
b = 5.2591 (11) Å	µ = 0.27 mm−1
c = 14.009 (3) Å	T = 173 (2) K
β = 100.37 (3)º	Block, colourless
V = 1256.1 (5) Å3	0.20 × 0.12 × 0.10 mm
Z = 4

Siemens SMART CCD diffractometer	1716 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.024
Monochromator: graphite	θmax = 25.0º
ω scans	θmin = 4.1º
Absorption correction: multi-scan(SADABS; Siemens, 1996)	h = −20→20
Tmin = 0.961, Tmax = 0.977	k = −6→6
3993 measured reflections	l = −16→16
2145 independent reflections

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: difmap and geom
R[F2 > 2σ(F2)] = 0.032	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.076	w = 1/[σ2(Fo2) + (0.0341P)2 + 0.4043P] where P = (Fo2 + 2Fc2)/3
S = 1.05	(Δ/σ)max < 0.001
2145 reflections	Δρmax = 0.19 e Å−3
178 parameters	Δρmin = −0.25 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

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	0.00796 (4)	−0.05352 (15)	0.63208 (5)	0.0255 (2)
P1	0.19558 (3)	−0.34064 (9)	0.67298 (3)	0.01895 (15)
N1	0.25953 (9)	−0.1072 (3)	0.70535 (11)	0.0226 (4)
H1A	0.2462	0.0412	0.6824	0.027*
O1	0.13141 (7)	−0.2293 (3)	0.59817 (9)	0.0262 (3)
O2	0.17345 (7)	−0.4754 (3)	0.75752 (9)	0.0258 (3)
O3	0.24236 (7)	−0.5523 (2)	0.62311 (9)	0.0229 (3)
O4	−0.10232 (8)	0.2335 (3)	0.60562 (12)	0.0277 (3)
H1	−0.1189 (14)	0.225 (5)	0.548 (2)	0.043 (7)*
H2	−0.1341 (14)	0.175 (5)	0.6360 (18)	0.037 (7)*
C1	0.33360 (10)	−0.1273 (4)	0.76672 (13)	0.0202 (4)
C2	0.38995 (11)	0.0585 (4)	0.76176 (14)	0.0264 (4)
H2A	0.3788	0.1914	0.7176	0.032*
C3	0.46266 (11)	0.0463 (4)	0.82238 (15)	0.0307 (5)
H3A	0.5000	0.1712	0.8186	0.037*
C4	0.48004 (11)	−0.1499 (4)	0.88834 (14)	0.0280 (5)
H4A	0.5286	−0.1570	0.9293	0.034*
C5	0.42426 (12)	−0.3354 (4)	0.89252 (14)	0.0303 (5)
H5A	0.4357	−0.4687	0.9364	0.036*
C6	0.35148 (11)	−0.3260 (4)	0.83237 (14)	0.0269 (5)
H6A	0.3146	−0.4526	0.8359	0.032*
C7	0.28512 (11)	−0.4788 (4)	0.54770 (14)	0.0260 (5)
H7A	0.3373	−0.4213	0.5765	0.031*
H7B	0.2582	−0.3404	0.5098	0.031*
C8	0.29054 (15)	−0.7019 (4)	0.48421 (16)	0.0400 (6)
H8A	0.3188	−0.6552	0.4339	0.060*
H8B	0.2387	−0.7570	0.4556	0.060*
H8C	0.3176	−0.8376	0.5221	0.060*
O5	0.06084 (9)	0.2486 (3)	0.52189 (10)	0.0300 (4)
H3	0.104 (2)	0.183 (6)	0.539 (2)	0.075 (11)*
H4	0.0714 (17)	0.400 (7)	0.532 (2)	0.074 (11)*
O6	−0.06148 (9)	−0.3372 (3)	0.72157 (10)	0.0260 (3)
H5	−0.0739 (13)	−0.449 (5)	0.6832 (18)	0.041 (8)*
H6	−0.0987 (17)	−0.250 (6)	0.732 (2)	0.056 (9)*

	U11	U22	U33	U12	U13	U23
Na1	0.0261 (4)	0.0264 (4)	0.0236 (4)	−0.0001 (3)	0.0032 (3)	−0.0005 (3)
P1	0.0184 (3)	0.0209 (3)	0.0177 (3)	0.0000 (2)	0.00362 (18)	−0.0014 (2)
N1	0.0232 (8)	0.0174 (9)	0.0252 (8)	0.0021 (7)	−0.0008 (6)	0.0025 (7)
O1	0.0208 (7)	0.0350 (8)	0.0218 (7)	0.0044 (6)	0.0006 (5)	−0.0008 (6)
O2	0.0258 (7)	0.0310 (8)	0.0222 (7)	−0.0046 (6)	0.0083 (5)	−0.0009 (6)
O3	0.0272 (7)	0.0195 (7)	0.0243 (7)	0.0003 (6)	0.0107 (5)	0.0008 (5)
O4	0.0291 (8)	0.0325 (9)	0.0218 (8)	−0.0017 (7)	0.0055 (7)	0.0019 (6)
C1	0.0211 (9)	0.0216 (10)	0.0178 (9)	0.0005 (8)	0.0028 (7)	−0.0037 (8)
C2	0.0295 (11)	0.0220 (10)	0.0276 (10)	0.0001 (9)	0.0049 (8)	0.0046 (8)
C3	0.0232 (10)	0.0331 (12)	0.0356 (12)	−0.0085 (9)	0.0049 (9)	−0.0049 (10)
C4	0.0225 (10)	0.0328 (12)	0.0265 (10)	−0.0003 (9)	−0.0013 (8)	−0.0026 (9)
C5	0.0325 (11)	0.0303 (12)	0.0252 (10)	0.0026 (10)	−0.0026 (8)	0.0068 (9)
C6	0.0270 (10)	0.0236 (11)	0.0285 (10)	−0.0039 (9)	0.0007 (8)	0.0043 (9)
C7	0.0278 (10)	0.0267 (11)	0.0263 (10)	0.0028 (9)	0.0123 (8)	0.0033 (8)
C8	0.0581 (15)	0.0351 (14)	0.0317 (12)	−0.0030 (11)	0.0213 (10)	−0.0043 (10)
O5	0.0309 (9)	0.0279 (9)	0.0296 (8)	−0.0045 (8)	0.0013 (6)	−0.0003 (7)
O6	0.0291 (8)	0.0238 (8)	0.0250 (8)	0.0021 (7)	0.0044 (6)	−0.0015 (7)

Na1—O6i	2.3818 (16)	C2—C3	1.388 (3)
Na1—O6	2.4061 (16)	C2—H2A	0.9300
Na1—O4	2.4113 (16)	C3—C4	1.382 (3)
Na1—O1	2.4543 (15)	C3—H3A	0.9300
Na1—O5ii	2.4902 (17)	C4—C5	1.382 (3)
Na1—O5	2.5014 (18)	C4—H4A	0.9300
Na1—Na1ii	3.7040 (16)	C5—C6	1.386 (3)
Na1—H3	2.61 (3)	C5—H5A	0.9300
P1—O2	1.4885 (14)	C6—H6A	0.9300
P1—O1	1.5030 (14)	C7—C8	1.485 (3)
P1—O3	1.6089 (14)	C7—H7A	0.9700
P1—N1	1.6612 (16)	C7—H7B	0.9700
N1—C1	1.415 (2)	C8—H8A	0.9600
N1—H1A	0.8600	C8—H8B	0.9600
O3—C7	1.448 (2)	C8—H8C	0.9600
O4—H1	0.81 (3)	O5—H3	0.82 (3)
O4—H2	0.81 (3)	O5—H4	0.83 (3)
C1—C6	1.390 (3)	O6—H5	0.80 (3)
C1—C2	1.392 (3)	O6—H6	0.83 (3)
O6i—Na1—O6	90.09 (4)	C6—C1—C2	119.07 (17)
O6i—Na1—O4	90.48 (6)	C6—C1—N1	121.88 (17)
O6—Na1—O4	90.65 (6)	C2—C1—N1	119.04 (17)
O6i—Na1—O1	97.38 (6)	C3—C2—C1	120.32 (19)
O6—Na1—O1	113.74 (6)	C3—C2—H2A	119.8
O4—Na1—O1	154.22 (6)	C1—C2—H2A	119.8
O6i—Na1—O5ii	173.68 (7)	C4—C3—C2	120.5 (2)
O6—Na1—O5ii	89.39 (6)	C4—C3—H3A	119.7
O4—Na1—O5ii	83.23 (7)	C2—C3—H3A	119.7
O6i—Na1—O5	95.66 (6)	C3—C4—C5	119.05 (17)
O6—Na1—O5	171.35 (6)	C3—C4—H4A	120.5
O4—Na1—O5	82.86 (7)	C5—C4—H4A	120.5
O1—Na1—O5	71.99 (6)	C4—C5—C6	121.06 (19)
O5ii—Na1—O5	84.19 (6)	C4—C5—H5A	119.5
O6—Na1—Na1ii	131.34 (5)	C6—C5—H5A	119.5
O4—Na1—Na1ii	80.61 (5)	C5—C6—C1	119.95 (19)
O1—Na1—Na1ii	76.97 (5)	C5—C6—H6A	120.0
O5—Na1—Na1ii	41.98 (4)	C1—C6—H6A	120.0
O6i—Na1—H3	90.9 (7)	O3—C7—C8	108.78 (16)
O6—Na1—H3	168.7 (8)	O3—C7—H7A	109.9
O4—Na1—H3	100.6 (8)	C8—C7—H7A	109.9
O1—Na1—H3	54.9 (8)	O3—C7—H7B	109.9
O5ii—Na1—H3	90.8 (7)	C8—C7—H7B	109.9
O5—Na1—H3	18.4 (8)	H7A—C7—H7B	108.3
Na1ii—Na1—H3	50.8 (7)	C7—C8—H8A	109.5
O2—P1—O1	118.43 (8)	C7—C8—H8B	109.5
O2—P1—O3	103.77 (8)	H8A—C8—H8B	109.5
O1—P1—O3	109.53 (7)	C7—C8—H8C	109.5
O2—P1—N1	112.93 (8)	H8A—C8—H8C	109.5
O1—P1—N1	106.02 (8)	H8B—C8—H8C	109.5
O3—P1—N1	105.43 (8)	Na1ii—O5—Na1	95.81 (6)
C1—N1—P1	126.77 (13)	Na1ii—O5—H3	111 (2)
C1—N1—H1A	116.6	Na1—O5—H3	88 (2)
P1—N1—H1A	116.6	Na1—O5—H4	127 (2)
P1—O1—Na1	124.98 (7)	H3—O5—H4	101 (3)
C7—O3—P1	119.75 (12)	Na1—O6—H5	101.8 (17)
Na1—O4—H1	104.5 (18)	Na1—O6—H6	103 (2)
Na1—O4—H2	106.0 (17)	H5—O6—H6	114 (3)
H1—O4—H2	110 (2)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···O3iii	0.86	2.29	3.132 (2)	166
O4—H1···O1ii	0.81 (3)	2.02 (3)	2.808 (2)	165 (2)
O4—H2···O2i	0.82 (2)	1.92 (3)	2.693 (2)	159 (2)
O5—H4···O1iii	0.82 (4)	2.32 (3)	3.116 (2)	162 (3)
O6—H5···O4iv	0.80 (3)	2.01 (3)	2.797 (2)	171 (3)
O6—H6···O2i	0.83 (3)	1.96 (3)	2.771 (2)	166 (3)

Table 1

Selected bond lengths (Å)

Na1—O6i	2.3818 (16)
Na1—O6	2.4061 (16)
Na1—O4	2.4113 (16)
Na1—O1	2.4543 (15)
Na1—O5	2.5014 (18)
Na1—O5ii	2.4902 (17)

Symmetry code: (i) ; (ii) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1A⋯O3ii	0.86	2.29	3.132 (2)	166
O4—H1⋯O1iii	0.81 (3)	2.02 (3)	2.808 (2)	165 (2)
O4—H2⋯O2i	0.82 (2)	1.92 (3)	2.693 (2)	159 (2)
O5—H4⋯O1ii	0.82 (4)	2.32 (3)	3.116 (2)	162 (3)
O6—H5⋯O4iv	0.80 (3)	2.01 (3)	2.797 (2)	171 (3)
O6—H6⋯O2i	0.83 (3)	1.96 (3)	2.771 (2)	166 (3)

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