Poly[[di-μ3-nicotinato-hemi-μ4-oxalato-hemi-μ2-oxalato-neodymium(III)silver(I)] dihydrate]

Nie, X.-Y.; Li, Q.-Z.

doi:10.1107/S1600536809005947

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 3| March 2009| Pages m328-m329

doi:10.1107/S1600536809005947

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Poly[[di-μ₃-nicotinato-hemi-μ₄-oxalato-hemi-μ₂-oxalato-neodymium(III)silver(I)] dihydrate]

Xiao-Yan Nie ^a and Qian-Zhu Li ^a ^*

^aDepartment of Chemistry, Bijie University, Bijie, Guiyang 551700, People's Republic of China
^*Correspondence e-mail: liqz75@yahoo.com.cn

(Received 11 January 2009; accepted 19 February 2009; online 25 February 2009)

The asymmetric unit of the title compound, {[AgNd(C₆H₄NO₂)₂(C₂O₄)]·2H₂O}_n, contains one Nd^III atom, one Ag^I atom, one oxalate ligand, two nicotinate ligands and two uncoordinated water molecules. The Nd^III atom is eight-coordinated in a distorted square-antiprismatic 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 molecules 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_r = 620.37
Monoclinic, P 2₁ /c
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[F² > 2σ(F²)] = 0.031
wR(F²) = 0.072
S = 1.05
3202 reflections
253 parameters
6 restraints
H-atom parameters constrained
Δρ_max = 1.05 e Å⁻³
Δρ_min = −0.74 e Å⁻³

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—O2^iv	2.451 (4)
Nd1—O5	2.464 (3)
Nd1—O7	2.491 (3)
Nd1—O6^v	2.525 (3)
Symmetry codes: (i) -x+1, -y, -z+1; (ii) $[-x, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (iii) $[x, -y+{\script{1\over 2}}, z+{\script{1\over 2}}]$ ; (iv) -x, -y, -z+1; (v) -x, -y, -z.

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O2W—H3W⋯N1^vi	0.84	2.63	3.308 (9)	138
O2W—H4W⋯O1W^vii	0.84	1.99	2.794 (10)	160
O1W—H2W⋯O7	0.84	2.12	2.962 (7)	176
O1W—H1W⋯O2W^viii	0.84	2.07	2.890 (9)	164
Symmetry codes: (vi) x, y+1, z; (vii) $[-x+1, y+{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (viii) -x+1, -y+1, -z+1.

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.

Supporting information

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

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

checkCIF report

Comment top

The design and construction of transition–lanthanide metal complexes have gained great recognition over the last decade because of their intriguing network topologies and potential applications, and because of their magnetic properties, capacity for gas storage, luminescent properties and so on (Barbour, 2006; Kepert, 2006; Kong et al., 2008; Rao et al., 2004; Zhang et al., 2005). Nicotinic acid is a multifunctional bridging ligand possessing of O and N donors, which can thus be utilized to construct transition–lanthanide heterometallic complexes via the carboxyl O atoms binding to lanthanides and N atoms bonding to transition metal ions such as Ag^I or Cu^I (Cheng et al., 2007a,b; Luo et al., 2006, 2007). On the basis of above considerations, a new three-dimensional 4d-4f coordination framework was obtained from the hydrothermal treatment of Nd₂O₃, AgNO₃, oxalic acid, nicotinic acid and nitric acid in water.

As depicted in Fig. 1, the title compound contains one Nd^III atom, one Ag^I atom, one oxalate (1/2 + 1/2) ligand, two nicotinate ligands and two uncoordinated water molecules in the asymmetric unit. The Nd^III atom is eight-coordinated in a distorted square-antiprismatic coordination geometry by four O atoms from two oxalate ligands and four O atoms from four nicotinate ligands (Table 1), with Nd—O bond lengths and O—Nd—O bond angles ranging from 2.387 (4) to 2.525 (3) Å and 64.96 (11) to 148.77 (12)°, respectively, all of which are within the range of those observed for other eight-coordinated Nd^III complexes with O donor ligands (Song & Mao, 2005). The Ag^I atom is located in a T-shaped configuration, defined by two N atoms from two nicotinate lignads and one O atom from one oxalate lignad. The Ag—N and Ag—O bond distances and the N—Ag—N angle are similar to those of other Ag^I structures with T-shaped configuration (Hartshorn & Steel, 1996; Arnold et al., 1997).

In the crystal structure, the Nd and Ag atoms are linked by the carboxylate groups of nicotinate ligands and the oxalate ligands, forming a two-dimensional layer in the ac plane. The shortest Nd···Nd distance is 4.224 (3) Å. The layers are further constructed into a three-dimensional coordination framework through bridging nicotinate ligands (Fig. 2). O—H···O and O—H···N hydrogen bonds donated by water molecules are observed (Table 2).

Related literature top

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 top

A mixture of Nd₂O₃ (0.168 g, 0.5 mmol), AgNO₃ (0.169 g, 1 mmol), nicotinic acid (0.123 g, 1 mmol), oxalic acid (0.090 g, 1 mmol), HNO₃ (0.12 ml) and H₂O (10 ml) was placed in a 23 ml Teflon-lined reactor, which was heated to 433 K for 3 d and then cooled to room temperature at a rate of 10 K h^-1. The pale-purple plate crystals obtained were washed with water and dried in air (yield 46% based on Nd).

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); 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 (Sheldrick, 2008).

Figures top

	Fig. 1. The asymmetric unit of the title compound, together with symmetry-related atoms to complete the coordination units. Displacement ellipsoids are drawn at the 50% probability level. [Symmetry codes: (i) -x+1, -y, -z+1; (ii) -x, y-1/2, -z+1/2; (iii) x, -y+1/2, z+1/2; (iv) -x, -y, -z+1; (v) -x, -y, -z.]
	Fig. 2. View of the structure along the a axis. Dashed lines denote hydrogen bonds.

Poly[[di-µ₃-nicotinato-hemi-µ₄-oxalato-hemi-µ₂-oxalato- neodymium(III)silver(I)] dihydrate] top

Crystal data top

[AgNd(C₆H₄NO₂)₂(C₂O₄)]·2H₂O	F(000) = 1188
M_r = 620.37	D_x = 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

Data collection top

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

Refinement top

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(F_o²) + (0.0246P)² + 1.8836P] where P = (F_o² + 2F_c²)/3
3202 reflections	(Δ/σ)_max < 0.001
253 parameters	Δρ_max = 1.05 e Å⁻³
6 restraints	Δρ_min = −0.74 e Å⁻³

Crystal data top

[AgNd(C₆H₄NO₂)₂(C₂O₄)]·2H₂O	V = 1790.42 (4) Å³
M_r = 620.37	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 9.7441 (1) Å	µ = 4.02 mm⁻¹
b = 22.4015 (4) Å	T = 296 K
c = 9.2050 (1) Å	0.30 × 0.25 × 0.21 mm
β = 116.992 (1)°

Data collection top

Bruker APEXII CCD diffractometer	3202 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	2645 reflections with I > 2σ(I)
T_min = 0.317, T_max = 0.439	R_int = 0.058
13299 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.031	6 restraints
wR(F²) = 0.072	H-atom parameters constrained
S = 1.05	Δρ_max = 1.05 e Å⁻³
3202 reflections	Δρ_min = −0.74 e Å⁻³
253 parameters

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
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)

Atomic displacement parameters (Å²) top

	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)

Geometric parameters (Å, º) top

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—O2^iv	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—O6^v	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—C13^v	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—Nd1^vi	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—Nd1^vii	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—O2^iv	78.22 (13)	O2—C6—O1	126.6 (5)
O8ⁱ—Nd1—O2^iv	144.59 (13)	O2—C6—C1	115.8 (5)
O1—Nd1—O2^iv	131.08 (12)	O1—C6—C1	117.5 (5)
O3ⁱⁱⁱ—Nd1—O2^iv	77.22 (14)	C13—O6—Nd1^v	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)
O2^iv—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)
O2^iv—Nd1—O7	135.96 (12)	N2—C9—H9	118.3
O5—Nd1—O7	72.38 (12)	C10—C9—H9	118.3
O4ⁱⁱ—Nd1—O6^v	75.69 (12)	C9—C10—C11	119.0 (6)
O8ⁱ—Nd1—O6^v	74.76 (11)	C9—C10—H10	120.5
O1—Nd1—O6^v	135.45 (12)	C11—C10—H10	120.5
O3ⁱⁱⁱ—Nd1—O6^v	137.26 (12)	C10—C11—C7	119.0 (6)
O2^iv—Nd1—O6^v	70.06 (12)	C10—C11—H11	120.5
O5—Nd1—O6^v	64.96 (11)	C7—C11—H11	120.5
O7—Nd1—O6^v	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—C13^v	118.0 (6)
C1—C2—H2	118.3	O5—C13—C13^v	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—Nd1^iv	142.6 (3)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O2W—H3W···N1^viii	0.84	2.63	3.308 (9)	138
O2W—H4W···O1W^ix	0.84	1.99	2.794 (10)	160
O1W—H2W···O7	0.84	2.12	2.962 (7)	176
O1W—H1W···O2W^x	0.84	2.07	2.890 (9)	164

Symmetry codes: (viii) x, y+1, z; (ix) −x+1, y+1/2, −z+3/2; (x) −x+1, −y+1, −z+1.

Experimental details

Crystal data
Chemical formula	[AgNd(C₆H₄NO₂)₂(C₂O₄)]·2H₂O
M_r	620.37
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	296
a, b, c (Å)	9.7441 (1), 22.4015 (4), 9.2050 (1)
β (°)	116.992 (1)
V (Å³)	1790.42 (4)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	4.02
Crystal size (mm)	0.30 × 0.25 × 0.21

Data collection
Diffractometer	Bruker APEXII CCD diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.317, 0.439
No. of measured, independent and observed [I > 2σ(I)] reflections	13299, 3202, 2645
R_int	0.058
(sin θ/λ)_max (Å⁻¹)	0.599

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.031, 0.072, 1.05
No. of reflections	3202
No. of parameters	253
No. of restraints	6
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.05, −0.74

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg & Putz, 1999), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top

Ag1—N1ⁱ	2.176 (5)	Nd1—O3ⁱⁱⁱ	2.450 (4)
Ag1—N2	2.180 (5)	Nd1—O2^iv	2.451 (4)
Ag1—O5	2.491 (3)	Nd1—O5	2.464 (3)
Nd1—O4ⁱⁱ	2.387 (4)	Nd1—O7	2.491 (3)
Nd1—O8ⁱ	2.443 (3)	Nd1—O6^v	2.525 (3)
Nd1—O1	2.449 (4)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O2W—H3W···N1^vi	0.84	2.63	3.308 (9)	138
O2W—H4W···O1W^vii	0.84	1.99	2.794 (10)	160
O1W—H2W···O7	0.84	2.12	2.962 (7)	176
O1W—H1W···O2W^viii	0.84	2.07	2.890 (9)	164

Symmetry codes: (vi) x, y+1, z; (vii) −x+1, y+1/2, −z+3/2; (viii) −x+1, −y+1, −z+1.

Acknowledgements

The authors acknowledge Bijie University for supporting this work.

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