Poly[[di-μ(3)-nicotinato-hemi-μ(4)-oxalato-hemi-μ(2)-oxalato-neodymium(III)silver(I)] dihydrate].

The asymmetric unit of the title compound, {[AgNd(C(6)H(4)NO(2))(2)(C(2)O(4))]·2H(2)O}(n), contains one Nd(III) atom, one Ag(I) atom, one oxalate ligand, two nicotinate ligands and two uncoordinated water mol-ecules. The Nd(III) atom is eight-coordinated in a distorted square-anti-prismatic coordination geometry by four O atoms from two oxalate ligands and four O atoms from four nicotinate ligands. The Ag(I) atom has a T-shaped configuration, defined by two N atoms from two nicotinate ligands and one O atom from one oxalate ligand. The nicotinate and oxalate ligands link the Nd and Ag atoms into a three-dimensional coordination framework. O-H⋯O and O-H⋯N hydrogen bonds donated by water mol-ecules are observed in the crystal.

Related literature

For general background, see: Barbour (2006 ▶); Cheng et al. (2007a ▶,b ▶); Kepert (2006 ▶); Kong et al. (2008 ▶); Luo et al. (2006 ▶, 2007 ▶); Rao et al. (2004 ▶); Zhang et al. (2005 ▶). For related structures, see: Arnold et al. (1997 ▶); Hartshorn & Steel (1996 ▶); Song & Mao (2005 ▶).

Experimental

Crystal data

[AgNd(C6H4NO2)2(C2O4)]·2H2O

M = 620.37

Monoclinic,

a = 9.7441 (1) Å

b = 22.4015 (4) Å

c = 9.2050 (1) Å

β = 116.992 (1)°

V = 1790.42 (4) Å3

Z = 4

Mo Kα radiation

μ = 4.02 mm−1

T = 296 K

0.30 × 0.25 × 0.21 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.317, T max = 0.439

13299 measured reflections

3202 independent reflections

2645 reflections with I > 2σ(I)

R int = 0.058

Refinement

R[F 2 > 2σ(F 2)] = 0.031

wR(F 2) = 0.072

S = 1.05

3202 reflections

253 parameters

6 restraints

H-atom parameters constrained

Δρmax = 1.05 e Å−3

Δρmin = −0.74 e Å−3

Data collection: APEX2 (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 ▶) and DIAMOND (Brandenburg & Putz, 1999 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809005947/hy2180sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809005947/hy2180Isup2.hkl

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

[AgNd(C6H4NO2)2(C2O4)]·2H2O	F(000) = 1188
Mr = 620.37	Dx = 2.301 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 5837 reflections
a = 9.7441 (1) Å	θ = 2.8–27.9°
b = 22.4015 (4) Å	µ = 4.02 mm−1
c = 9.2050 (1) Å	T = 296 K
β = 116.992 (1)°	Block, pale-purple
V = 1790.42 (4) Å3	0.30 × 0.25 × 0.21 mm
Z = 4

Bruker APEXII CCD diffractometer	3202 independent reflections
Radiation source: fine-focus sealed tube	2645 reflections with I > 2σ(I)
graphite	Rint = 0.058
φ and ω scans	θmax = 25.2°, θmin = 2.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −11→11
Tmin = 0.317, Tmax = 0.439	k = −26→26
13299 measured reflections	l = −11→11

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)] = 0.031	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.072	H-atom parameters constrained
S = 1.05	w = 1/[σ2(Fo2) + (0.0246P)2 + 1.8836P] where P = (Fo2 + 2Fc2)/3
3202 reflections	(Δ/σ)max < 0.001
253 parameters	Δρmax = 1.05 e Å−3
6 restraints	Δρmin = −0.74 e Å−3

	x	y	z	Uiso*/Ueq
Ag1	0.17888 (6)	0.14737 (2)	0.01878 (7)	0.05145 (17)
C1	0.3858 (6)	−0.0646 (2)	0.9171 (6)	0.0253 (11)
N1	0.6264 (5)	−0.1161 (2)	1.0156 (6)	0.0364 (11)
Nd1	0.14173 (3)	0.008872 (12)	0.38289 (3)	0.01977 (10)
O1	0.2914 (4)	−0.00473 (16)	0.6779 (4)	0.0309 (9)
O1W	0.3918 (8)	0.1959 (3)	0.4391 (7)	0.098 (2)
H1W	0.4095	0.2081	0.3629	0.147*
H2W	0.3907	0.1585	0.4384	0.147*
C2	0.5159 (6)	−0.0809 (2)	0.9055 (7)	0.0320 (13)
H2	0.5286	−0.0671	0.8172	0.038*
N2	0.0364 (5)	0.2168 (2)	0.0474 (6)	0.0367 (11)
O2	0.1337 (4)	−0.02728 (19)	0.7871 (4)	0.0361 (9)
O2W	0.4855 (9)	0.7657 (3)	0.7785 (9)	0.119 (3)
H4W	0.5387	0.7427	0.8560	0.178*
H3W	0.4683	0.7974	0.8159	0.178*
C3	0.6065 (7)	−0.1347 (3)	1.1434 (7)	0.0426 (15)
H3	0.6804	−0.1597	1.2194	0.051*
O3	0.1134 (4)	0.38638 (16)	−0.0591 (5)	0.0368 (10)
C4	0.4824 (7)	−0.1187 (3)	1.1673 (7)	0.0402 (15)
H4	0.4745	−0.1310	1.2597	0.048*
O4	−0.0282 (5)	0.42752 (17)	0.0429 (5)	0.0371 (9)
C5	0.3706 (7)	−0.0841 (3)	1.0515 (7)	0.0339 (13)
H5	0.2838	−0.0736	1.0633	0.041*
O5	0.1169 (4)	0.05546 (16)	0.1296 (4)	0.0315 (9)
C6	0.2600 (6)	−0.0288 (2)	0.7832 (6)	0.0278 (12)
O6	−0.0401 (4)	0.05896 (15)	−0.1370 (4)	0.0278 (8)
C7	−0.0146 (6)	0.3216 (2)	0.0401 (6)	0.0276 (12)
O7	0.3853 (4)	0.06386 (16)	0.4497 (4)	0.0278 (8)
C8	0.0645 (6)	0.2733 (2)	0.0224 (7)	0.0305 (13)
H8	0.1414	0.2804	−0.0087	0.037*
O8	0.6416 (4)	0.05526 (16)	0.5788 (4)	0.0298 (9)
C9	−0.0735 (7)	0.2077 (3)	0.0938 (8)	0.0465 (16)
H9	−0.0935	0.1687	0.1131	0.056*
C10	−0.1580 (8)	0.2526 (3)	0.1142 (9)	0.0530 (18)
H10	−0.2342	0.2441	0.1455	0.064*
C11	−0.1288 (7)	0.3105 (3)	0.0878 (7)	0.0409 (15)
H11	−0.1844	0.3419	0.1017	0.049*
C12	0.0257 (6)	0.3829 (2)	0.0058 (6)	0.0265 (12)
C13	0.0207 (6)	0.0329 (2)	−0.0029 (6)	0.0246 (11)
C14	0.5076 (6)	0.0349 (2)	0.5090 (6)	0.0224 (11)

	U11	U22	U33	U12	U13	U23
Ag1	0.0384 (3)	0.0263 (3)	0.0940 (4)	0.0076 (2)	0.0339 (3)	0.0094 (2)
C1	0.021 (3)	0.024 (3)	0.028 (3)	0.002 (2)	0.008 (2)	−0.002 (2)
N1	0.028 (3)	0.034 (3)	0.046 (3)	0.005 (2)	0.016 (2)	0.006 (2)
Nd1	0.01772 (16)	0.02063 (17)	0.02011 (15)	0.00101 (11)	0.00786 (12)	0.00165 (11)
O1	0.028 (2)	0.038 (2)	0.0226 (19)	0.0006 (17)	0.0074 (17)	0.0061 (16)
O1W	0.122 (6)	0.076 (4)	0.107 (5)	−0.015 (4)	0.060 (5)	0.011 (4)
C2	0.032 (3)	0.030 (3)	0.039 (3)	0.006 (3)	0.020 (3)	0.010 (3)
N2	0.033 (3)	0.023 (3)	0.053 (3)	0.000 (2)	0.019 (3)	0.004 (2)
O2	0.021 (2)	0.056 (3)	0.029 (2)	0.0094 (19)	0.0094 (18)	0.0049 (18)
O2W	0.162 (7)	0.076 (5)	0.122 (6)	−0.005 (5)	0.067 (6)	−0.004 (4)
C3	0.037 (4)	0.041 (4)	0.038 (4)	0.011 (3)	0.007 (3)	0.015 (3)
O3	0.038 (2)	0.025 (2)	0.059 (3)	−0.0018 (18)	0.031 (2)	0.0047 (18)
C4	0.054 (4)	0.041 (4)	0.025 (3)	0.007 (3)	0.017 (3)	0.009 (3)
O4	0.045 (2)	0.026 (2)	0.037 (2)	0.0057 (19)	0.015 (2)	−0.0050 (17)
C5	0.031 (3)	0.040 (4)	0.034 (3)	0.003 (3)	0.018 (3)	0.000 (3)
O5	0.035 (2)	0.033 (2)	0.0225 (19)	−0.0102 (18)	0.0096 (18)	−0.0002 (16)
C6	0.022 (3)	0.027 (3)	0.028 (3)	0.003 (2)	0.005 (3)	−0.005 (2)
O6	0.031 (2)	0.024 (2)	0.0236 (19)	0.0007 (16)	0.0081 (17)	0.0009 (15)
C7	0.028 (3)	0.022 (3)	0.036 (3)	−0.002 (2)	0.017 (3)	−0.001 (2)
O7	0.022 (2)	0.025 (2)	0.036 (2)	0.0043 (16)	0.0123 (18)	0.0038 (16)
C8	0.025 (3)	0.026 (3)	0.045 (3)	0.001 (2)	0.019 (3)	0.003 (2)
O8	0.017 (2)	0.030 (2)	0.037 (2)	−0.0010 (16)	0.0078 (18)	−0.0072 (16)
C9	0.047 (4)	0.030 (4)	0.068 (5)	−0.009 (3)	0.031 (4)	0.009 (3)
C10	0.052 (4)	0.048 (4)	0.077 (5)	−0.001 (3)	0.046 (4)	0.011 (4)
C11	0.039 (4)	0.037 (4)	0.054 (4)	0.004 (3)	0.028 (3)	0.003 (3)
C12	0.024 (3)	0.024 (3)	0.025 (3)	0.006 (2)	0.006 (3)	0.000 (2)
C13	0.025 (3)	0.026 (3)	0.027 (3)	0.001 (2)	0.015 (3)	−0.002 (2)
C14	0.024 (3)	0.032 (3)	0.016 (2)	0.003 (2)	0.012 (2)	0.001 (2)

Ag1—N1i	2.176 (5)	O2W—H3W	0.8400
Ag1—N2	2.180 (5)	C3—C4	1.371 (8)
Ag1—O5	2.491 (3)	C3—H3	0.9300
C1—C2	1.369 (7)	O3—C12	1.247 (6)
C1—C5	1.382 (7)	C4—C5	1.368 (8)
C1—C6	1.514 (7)	C4—H4	0.9300
N1—C3	1.343 (7)	O4—C12	1.247 (6)
N1—C2	1.348 (7)	C5—H5	0.9300
Nd1—O4ii	2.387 (4)	O5—C13	1.259 (6)
Nd1—O8i	2.443 (3)	O6—C13	1.246 (6)
Nd1—O1	2.449 (4)	C7—C8	1.382 (7)
Nd1—O3iii	2.450 (4)	C7—C11	1.391 (7)
Nd1—O2iv	2.451 (4)	C7—C12	1.501 (7)
Nd1—O5	2.464 (3)	O7—C14	1.244 (6)
Nd1—O7	2.491 (3)	C8—H8	0.9300
Nd1—O6v	2.525 (3)	O8—C14	1.251 (6)
O1—C6	1.262 (6)	C9—C10	1.366 (9)
O1W—H1W	0.8400	C9—H9	0.9300
O1W—H2W	0.8400	C10—C11	1.374 (9)
C2—H2	0.9300	C10—H10	0.9300
N2—C9	1.336 (7)	C11—H11	0.9300
N2—C8	1.336 (7)	C13—C13v	1.536 (11)
O2—C6	1.248 (6)	C14—C14i	1.572 (11)
O2W—H4W	0.8400
N1i—Ag1—N2	153.22 (18)	H4W—O2W—H3W	109.4
N1i—Ag1—O5	100.53 (15)	N1—C3—C4	123.2 (5)
N2—Ag1—O5	104.74 (15)	N1—C3—H3	118.4
C2—C1—C5	117.7 (5)	C4—C3—H3	118.4
C2—C1—C6	120.9 (5)	C12—O3—Nd1vi	109.5 (3)
C5—C1—C6	121.3 (5)	C5—C4—C3	118.2 (5)
C3—N1—C2	117.2 (5)	C5—C4—H4	120.9
C3—N1—Ag1i	120.6 (4)	C3—C4—H4	120.9
C2—N1—Ag1i	122.1 (4)	C12—O4—Nd1vii	176.5 (4)
O4ii—Nd1—O8i	89.54 (13)	C4—C5—C1	120.3 (5)
O4ii—Nd1—O1	73.01 (13)	C4—C5—H5	119.8
O8i—Nd1—O1	74.10 (12)	C1—C5—H5	119.8
O4ii—Nd1—O3iii	123.80 (13)	C13—O5—Nd1	117.2 (3)
O8i—Nd1—O3iii	135.02 (12)	C13—O5—Ag1	98.5 (3)
O1—Nd1—O3iii	86.96 (13)	Nd1—O5—Ag1	143.11 (15)
O4ii—Nd1—O2iv	78.22 (13)	O2—C6—O1	126.6 (5)
O8i—Nd1—O2iv	144.59 (13)	O2—C6—C1	115.8 (5)
O1—Nd1—O2iv	131.08 (12)	O1—C6—C1	117.5 (5)
O3iii—Nd1—O2iv	77.22 (14)	C13—O6—Nd1v	115.0 (3)
O4ii—Nd1—O5	137.30 (12)	C8—C7—C11	117.8 (5)
O8i—Nd1—O5	95.33 (12)	C8—C7—C12	118.6 (5)
O1—Nd1—O5	148.77 (12)	C11—C7—C12	123.6 (5)
O3iii—Nd1—O5	80.10 (13)	C14—O7—Nd1	117.7 (3)
O2iv—Nd1—O5	73.50 (12)	N2—C8—C7	123.6 (5)
O4ii—Nd1—O7	145.13 (12)	N2—C8—H8	118.2
O8i—Nd1—O7	65.86 (12)	C7—C8—H8	118.2
O1—Nd1—O7	76.51 (12)	C14—O8—Nd1i	119.5 (3)
O3iii—Nd1—O7	70.23 (12)	N2—C9—C10	123.5 (6)
O2iv—Nd1—O7	135.96 (12)	N2—C9—H9	118.3
O5—Nd1—O7	72.38 (12)	C10—C9—H9	118.3
O4ii—Nd1—O6v	75.69 (12)	C9—C10—C11	119.0 (6)
O8i—Nd1—O6v	74.76 (11)	C9—C10—H10	120.5
O1—Nd1—O6v	135.45 (12)	C11—C10—H10	120.5
O3iii—Nd1—O6v	137.26 (12)	C10—C11—C7	119.0 (6)
O2iv—Nd1—O6v	70.06 (12)	C10—C11—H11	120.5
O5—Nd1—O6v	64.96 (11)	C7—C11—H11	120.5
O7—Nd1—O6v	117.43 (11)	O4—C12—O3	123.2 (5)
C6—O1—Nd1	132.4 (3)	O4—C12—C7	119.5 (5)
H1W—O1W—H2W	109.0	O3—C12—C7	117.4 (5)
N1—C2—C1	123.4 (5)	O6—C13—O5	125.6 (5)
N1—C2—H2	118.3	O6—C13—C13v	118.0 (6)
C1—C2—H2	118.3	O5—C13—C13v	116.3 (6)
C9—N2—C8	117.2 (5)	O7—C14—O8	127.1 (5)
C9—N2—Ag1	125.2 (4)	O7—C14—C14i	116.6 (5)
C8—N2—Ag1	117.6 (4)	O8—C14—C14i	116.3 (5)
C6—O2—Nd1iv	142.6 (3)

D—H···A	D—H	H···A	D···A	D—H···A
O2W—H3W···N1viii	0.84	2.63	3.308 (9)	138
O2W—H4W···O1Wix	0.84	1.99	2.794 (10)	160
O1W—H2W···O7	0.84	2.12	2.962 (7)	176
O1W—H1W···O2Wx	0.84	2.07	2.890 (9)	164

Table 1

Selected bond lengths (Å)

Ag1—N1i	2.176 (5)
Ag1—N2	2.180 (5)
Ag1—O5	2.491 (3)
Nd1—O4ii	2.387 (4)
Nd1—O8i	2.443 (3)
Nd1—O1	2.449 (4)
Nd1—O3iii	2.450 (4)
Nd1—O2iv	2.451 (4)
Nd1—O5	2.464 (3)
Nd1—O7	2.491 (3)
Nd1—O6v	2.525 (3)

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

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O2W—H3W⋯N1vi	0.84	2.63	3.308 (9)	138
O2W—H4W⋯O1Wvii	0.84	1.99	2.794 (10)	160
O1W—H2W⋯O7	0.84	2.12	2.962 (7)	176
O1W—H1W⋯O2Wviii	0.84	2.07	2.890 (9)	164

Symmetry codes: (vi) ; (vii) ; (viii) .