Poly[diaqua­(μ4-3,5-dicarb­oxyl­ato­pyra­zol-1-ido-κ6N1,O5:N2,O3:O3′:O5,O5′)lanthanum(III)]

Xia, J.; Wei, J.-F.

doi:10.1107/S1600536809020479

metal-organic compounds

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 65| Part 7| July 2009| Page m732

doi:10.1107/S1600536809020479

Open

access

Poly[diaqua(μ₄-3,5-dicarboxylatopyrazol-1-ido-κ⁶N¹,O⁵:N²,O³:O^3′:O⁵,O^5′)lanthanum(III)]

Jun Xia ^a ^* and Jun-Fu Wei ^a

^aCollege of Materials Science and Engineering, Tianjin Polytechnic University, Tianjin 300160, People's Republic of China
^*Correspondence e-mail: sumwindy@mail.nankai.edu.cn

(Received 25 May 2009; accepted 29 May 2009; online 6 June 2009)

In the title coordination polymer, [La(C₅HN₂O₄)(H₂O)₂]_n, the lanthanum(III) metal centre is nine-coordinated, with a distorted tricapped trigonal prismatic geometry, by the O atoms of two water molecules and by two N and five O atoms of two N,O-bidentate, one O,O′-bidentate and one O-monodentate 3,5-dicarboxylatopyrazol-1-ide ligands. The polymeric three-dimensional structure is stabilized by intermolecular O—H⋯O hydrogen bonds.

Related literature

For other coordination complexes with pyrazole-3,5-dicarboxylic acid ligands, see: Sakagami et al. (1996 ); Wang et al. (2007 ); Yang et al. (2004 ); King et al. (2003 ); Pan et al. (2000 ).

Experimental

Crystal data

[La(C₅HN₂O₄)(H₂O)₂]
M_r = 328.02
Orthorhombic, P b c a
a = 12.5712 (8) Å
b = 8.4350 (6) Å
c = 16.0070 (10) Å
V = 1697.35 (19) Å³
Z = 8
Mo Kα radiation
μ = 5.04 mm⁻¹
T = 293 K
0.32 × 0.24 × 0.20 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.239, T_max = 0.365
8554 measured reflections
1496 independent reflections
1316 reflections with I > 2σ(I)
R_int = 0.023

Refinement

R[F² > 2σ(F²)] = 0.016
wR(F²) = 0.041
S = 1.06
1496 reflections
128 parameters
H-atom parameters constrained
Δρ_max = 0.52 e Å⁻³
Δρ_min = −0.50 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O5—H5A⋯O6	0.85	2.14	2.944 (3)	159
O5—H5B⋯O3ⁱ	0.85	1.82	2.667 (3)	174
O6—H6A⋯O1ⁱⁱ	0.85	2.20	2.999 (3)	155
O6—H6B⋯O1ⁱⁱⁱ	0.85	2.12	2.908 (3)	153
Symmetry codes: (i) -x+2, -y+1, -z+1; (ii) $[-x+2, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (iii) $[x+{\script{1\over 2}}, y, -z+{\script{3\over 2}}]$ .

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

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809020479/rz2328sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809020479/rz2328Isup2.hkl

checkCIF report

Comment top

In the past decade, the design and synthesis of metal–organic frameworks have drawn great attention. Pyrazole-3,5-dicarboxylic acid (H₃pdc) has been found to be a suitable ligand in this study for its various coordination modes and strong coordination ability. Some complexes of H₃pdc have been reported recently (Sakagami et al., 1996; Wang et al., 2007; Yang et al., 2004; King et al., 2003; Pan et al., 2000). Herein, we report the synthesis and crystal structure of a new lanthanum complex with pdc^3- anions.

The coordination environment of the lanthanum(III) metal centre (Fig. 1) is provided by two N atoms and seven O atoms, of which the N atoms are from two pyrazole rings, five O atoms are from four carboxyl groups, and two O atoms are from water molecules. These atoms define a distorted tricapped trigonal prism, as commonly observed for nine-coordinate lanthanides. In the title complex, the La—O and La—N bond lengths are in the range 2.424 (2)–2.739 (2) and 2.621 (2)–2.665 (2) Å, respectively. The pdc^3- ligands link lanthanum(III) atoms to form a three-dimensional framework using a µ₄ coordination mode (Fig. 2). The crystal structure is stabilized by O—H···O hydrogen bonds (Table 1).

Related literature top

For other coordination complexes with pyrazole-3,5-dicarboxylic acid ligands, see: Sakagami et al. (1996); Wang et al. (2007); Yang et al. (2004); King et al. (2003); Pan et al. (2000).

Experimental top

All chemicals used (reagent grade) were commercially avaiable. The compound was synthesized by heating a mixture of pyrazole-3,5-dicarboxylic acid (0.078 g, 0.5 mmol), lanthanum nitrate (0.129 g, 0.3 mmol) and water (10 ml) in a 20 ml acid digestion bomb at 180 °C for 3 d. Colourless single crystals suitable for X-ray analysis were obtained after cooling to room temperature.

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT-Plus (Bruker, 2007); data reduction: SAINT-Plus (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); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. The coordination environment of the lanthanum(III) atom, with the atom-numbering scheme, showing displacement ellipsoids drawn at the 30% probability level. H atoms are omitted for clarity. Symmetry codes: (A) 3/2-x, -1/2+y, z; (B) x, 1/2-y, 1/2+z; (C) 2-x, -y, 1-z.
	Fig. 2. Crystal packing of the title compound viewed along the a axis. H atoms are omitted for clarity.

Poly[diaqua(µ₄-3,5-dicarboxylatopyrazol-1-ido- κ⁶N¹,O⁵:N²,O³:O^3': O⁵,O^5')lanthanum(III)] top

Crystal data top

[La(C₅HN₂O₄)(H₂O)₂]	F(000) = 1232
M_r = 328.02	D_x = 2.567 Mg m⁻³
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 3962 reflections
a = 12.5712 (8) Å	θ = 2.5–27.8°
b = 8.4350 (6) Å	µ = 5.04 mm⁻¹
c = 16.007 (1) Å	T = 293 K
V = 1697.35 (19) Å³	Block, colourless
Z = 8	0.32 × 0.24 × 0.20 mm

Data collection top

Bruker APEXII CCD diffractometer	1496 independent reflections
Radiation source: fine-focus sealed tube	1316 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.023
ϕ and ω scans	θ_max = 25.0°, θ_min = 3.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −14→13
T_min = 0.239, T_max = 0.365	k = −10→10
8554 measured reflections	l = −19→15

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.016	H-atom parameters constrained
wR(F²) = 0.041	w = 1/[σ²(F_o²) + (0.0185P)² + 2.3502P] where P = (F_o² + 2F_c²)/3
S = 1.06	(Δ/σ)_max = 0.003
1496 reflections	Δρ_max = 0.52 e Å⁻³
128 parameters	Δρ_min = −0.50 e Å⁻³
0 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.00271 (13)

Crystal data top

[La(C₅HN₂O₄)(H₂O)₂]	V = 1697.35 (19) Å³
M_r = 328.02	Z = 8
Orthorhombic, Pbca	Mo Kα radiation
a = 12.5712 (8) Å	µ = 5.04 mm⁻¹
b = 8.4350 (6) Å	T = 293 K
c = 16.007 (1) Å	0.32 × 0.24 × 0.20 mm

Data collection top

Bruker APEXII CCD diffractometer	1496 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	1316 reflections with I > 2σ(I)
T_min = 0.239, T_max = 0.365	R_int = 0.023
8554 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.016	0 restraints
wR(F²) = 0.041	H-atom parameters constrained
S = 1.06	Δρ_max = 0.52 e Å⁻³
1496 reflections	Δρ_min = −0.50 e Å⁻³
128 parameters

Special details top

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 (Å²) top

	x	y	z	U_iso*/U_eq
La1	0.968426 (12)	0.009678 (17)	0.662201 (9)	0.01104 (9)
O1	0.80247 (17)	0.1816 (2)	0.67873 (12)	0.0212 (5)
O2	0.68279 (17)	0.3455 (3)	0.62560 (14)	0.0274 (5)
O3	0.9060 (2)	0.5049 (2)	0.31256 (13)	0.0222 (5)
O4	0.98606 (16)	0.2761 (2)	0.29004 (12)	0.0170 (4)
O5	1.0936 (2)	0.2221 (3)	0.60343 (15)	0.0325 (6)
H5A	1.0942	0.1442	0.6371	0.049*
H5B	1.0973	0.3066	0.6322	0.049*
O6	1.15184 (19)	−0.0151 (2)	0.73037 (16)	0.0338 (6)
H6A	1.1780	−0.1047	0.7434	0.051*
H6B	1.1851	0.0664	0.7475	0.051*
N1	0.89277 (19)	0.1436 (3)	0.52362 (14)	0.0162 (5)
N2	0.93750 (19)	0.1715 (3)	0.44839 (14)	0.0165 (5)
C1	0.7644 (2)	0.2632 (3)	0.61947 (19)	0.0153 (6)
C2	0.8238 (2)	0.2624 (3)	0.53938 (17)	0.0155 (6)
C3	0.8237 (2)	0.3719 (3)	0.47460 (18)	0.0190 (7)
H3	0.7841	0.4646	0.4698	0.023*
C4	0.8967 (2)	0.3099 (3)	0.41903 (17)	0.0160 (6)
C5	0.9322 (2)	0.3675 (3)	0.33671 (17)	0.0154 (6)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
La1	0.01164 (12)	0.01181 (12)	0.00967 (12)	0.00021 (6)	0.00036 (6)	−0.00053 (6)
O1	0.0230 (12)	0.0285 (11)	0.0122 (11)	0.0074 (9)	0.0021 (9)	0.0032 (9)
O2	0.0223 (12)	0.0311 (12)	0.0287 (13)	0.0141 (10)	0.0086 (10)	0.0075 (10)
O3	0.0358 (13)	0.0158 (11)	0.0150 (10)	0.0056 (9)	0.0055 (10)	0.0026 (8)
O4	0.0217 (11)	0.0158 (10)	0.0134 (11)	0.0024 (8)	0.0033 (8)	−0.0008 (8)
O5	0.0410 (15)	0.0214 (11)	0.0351 (13)	−0.0112 (11)	0.0097 (12)	−0.0019 (10)
O6	0.0253 (13)	0.0264 (12)	0.0496 (16)	−0.0030 (10)	−0.0187 (12)	0.0042 (10)
N1	0.0190 (13)	0.0176 (12)	0.0120 (12)	0.0019 (10)	0.0034 (10)	0.0015 (9)
N2	0.0201 (13)	0.0186 (12)	0.0108 (12)	0.0022 (10)	0.0041 (10)	0.0027 (10)
C1	0.0151 (16)	0.0149 (14)	0.0159 (15)	−0.0019 (12)	0.0012 (11)	−0.0016 (11)
C2	0.0159 (15)	0.0169 (14)	0.0137 (15)	0.0016 (12)	0.0000 (12)	0.0006 (11)
C3	0.0235 (17)	0.0163 (14)	0.0173 (16)	0.0060 (12)	0.0011 (12)	0.0011 (12)
C4	0.0190 (16)	0.0153 (13)	0.0137 (15)	0.0014 (12)	0.0004 (12)	0.0016 (11)
C5	0.0159 (15)	0.0153 (14)	0.0149 (16)	−0.0021 (11)	−0.0020 (11)	0.0005 (12)

Geometric parameters (Å, º) top

La1—O2ⁱ	2.424 (2)	O4—La1ⁱⁱⁱ	2.5929 (19)
La1—O3ⁱⁱ	2.535 (2)	O4—La1^v	2.7388 (19)
La1—O1	2.554 (2)	O5—H5A	0.8500
La1—O6	2.559 (2)	O5—H5B	0.8500
La1—O5	2.564 (2)	O6—H6A	0.8500
La1—O4ⁱⁱⁱ	2.5929 (19)	O6—H6B	0.8499
La1—N2ⁱⁱⁱ	2.620 (2)	N1—C2	1.349 (4)
La1—N1	2.665 (2)	N1—N2	1.350 (3)
La1—O4ⁱⁱ	2.7388 (19)	N2—C4	1.360 (4)
La1—C5ⁱⁱ	3.014 (3)	N2—La1ⁱⁱⁱ	2.620 (2)
La1—H5A	1.9874	C1—C2	1.483 (4)
O1—C1	1.266 (4)	C2—C3	1.389 (4)
O2—C1	1.242 (3)	C3—C4	1.380 (4)
O2—La1^iv	2.424 (2)	C3—H3	0.9300
O3—C5	1.266 (3)	C4—C5	1.474 (4)
O3—La1^v	2.535 (2)	C5—La1^v	3.014 (3)
O4—C5	1.269 (3)

O2ⁱ—La1—O3ⁱⁱ	87.64 (7)	O2ⁱ—La1—H5A	154.3
O2ⁱ—La1—O1	73.08 (8)	O3ⁱⁱ—La1—H5A	117.8
O3ⁱⁱ—La1—O1	71.11 (7)	O1—La1—H5A	110.3
O2ⁱ—La1—O6	139.71 (7)	O6—La1—H5A	54.3
O3ⁱⁱ—La1—O6	82.55 (8)	O5—La1—H5A	15.9
O1—La1—O6	137.56 (7)	O4ⁱⁱⁱ—La1—H5A	114.5
O2ⁱ—La1—O5	142.39 (7)	N2ⁱⁱⁱ—La1—H5A	80.6
O3ⁱⁱ—La1—O5	124.93 (7)	N1—La1—H5A	82.7
O1—La1—O5	98.20 (7)	O4ⁱⁱ—La1—H5A	73.1
O6—La1—O5	70.16 (8)	C5ⁱⁱ—La1—H5A	96.4
O2ⁱ—La1—O4ⁱⁱⁱ	73.32 (7)	C1—O1—La1	122.68 (18)
O3ⁱⁱ—La1—O4ⁱⁱⁱ	75.12 (6)	C1—O2—La1^iv	170.3 (2)
O1—La1—O4ⁱⁱⁱ	132.65 (6)	C5—O3—La1^v	99.48 (17)
O6—La1—O4ⁱⁱⁱ	66.39 (6)	C5—O4—La1ⁱⁱⁱ	120.58 (17)
O5—La1—O4ⁱⁱⁱ	128.50 (7)	C5—O4—La1^v	89.78 (16)
O2ⁱ—La1—N2ⁱⁱⁱ	81.81 (8)	La1ⁱⁱⁱ—O4—La1^v	148.37 (8)
O3ⁱⁱ—La1—N2ⁱⁱⁱ	138.85 (7)	La1—O5—H5B	114.9
O1—La1—N2ⁱⁱⁱ	140.31 (7)	H5A—O5—H5B	107.7
O6—La1—N2ⁱⁱⁱ	80.43 (8)	La1—O6—H6A	121.7
O5—La1—N2ⁱⁱⁱ	83.25 (7)	La1—O6—H6B	120.9
O4ⁱⁱⁱ—La1—N2ⁱⁱⁱ	63.74 (7)	H6A—O6—H6B	116.7
O2ⁱ—La1—N1	76.18 (7)	C2—N1—N2	107.8 (2)
O3ⁱⁱ—La1—N1	134.47 (7)	C2—N1—La1	112.86 (17)
O1—La1—N1	63.52 (7)	N2—N1—La1	131.91 (17)
O6—La1—N1	135.32 (8)	N1—N2—C4	107.5 (2)
O5—La1—N1	67.51 (8)	N1—N2—La1ⁱⁱⁱ	133.56 (17)
O4ⁱⁱⁱ—La1—N1	135.91 (6)	C4—N2—La1ⁱⁱⁱ	115.97 (17)
N2ⁱⁱⁱ—La1—N1	81.13 (7)	O2—C1—O1	123.8 (3)
O2ⁱ—La1—O4ⁱⁱ	128.39 (7)	O2—C1—C2	119.1 (3)
O3ⁱⁱ—La1—O4ⁱⁱ	49.28 (6)	O1—C1—C2	117.0 (2)
O1—La1—O4ⁱⁱ	67.31 (6)	N1—C2—C3	110.8 (3)
O6—La1—O4ⁱⁱ	70.28 (7)	N1—C2—C1	119.2 (2)
O5—La1—O4ⁱⁱ	76.32 (6)	C3—C2—C1	129.9 (3)
O4ⁱⁱⁱ—La1—O4ⁱⁱ	112.04 (2)	C4—C3—C2	103.2 (2)
N2ⁱⁱⁱ—La1—O4ⁱⁱ	148.53 (7)	C4—C3—H3	128.4
N1—La1—O4ⁱⁱ	111.79 (6)	C2—C3—H3	128.4
O2ⁱ—La1—C5ⁱⁱ	107.57 (8)	N2—C4—C3	110.7 (2)
O3ⁱⁱ—La1—C5ⁱⁱ	24.47 (7)	N2—C4—C5	118.5 (2)
O1—La1—C5ⁱⁱ	65.50 (7)	C3—C4—C5	130.8 (3)
O6—La1—C5ⁱⁱ	76.66 (8)	O3—C5—O4	121.0 (3)
O5—La1—C5ⁱⁱ	101.11 (7)	O3—C5—C4	119.7 (3)
O4ⁱⁱⁱ—La1—C5ⁱⁱ	94.58 (7)	O4—C5—C4	119.2 (2)
N2ⁱⁱⁱ—La1—C5ⁱⁱ	153.48 (8)	O3—C5—La1^v	56.04 (14)
N1—La1—C5ⁱⁱ	124.88 (7)	O4—C5—La1^v	65.32 (14)
O4ⁱⁱ—La1—C5ⁱⁱ	24.90 (7)	C4—C5—La1^v	171.1 (2)

O2ⁱ—La1—O1—C1	−89.3 (2)	La1—N1—N2—La1ⁱⁱⁱ	55.4 (3)
O3ⁱⁱ—La1—O1—C1	177.3 (2)	La1—O1—C1—O2	178.7 (2)
O6—La1—O1—C1	122.6 (2)	La1—O1—C1—C2	−3.1 (3)
O5—La1—O1—C1	53.1 (2)	N2—N1—C2—C3	−0.9 (3)
O4ⁱⁱⁱ—La1—O1—C1	−135.8 (2)	La1—N1—C2—C3	152.7 (2)
N2ⁱⁱⁱ—La1—O1—C1	−36.2 (3)	N2—N1—C2—C1	−178.8 (2)
N1—La1—O1—C1	−6.6 (2)	La1—N1—C2—C1	−25.2 (3)
O4ⁱⁱ—La1—O1—C1	124.5 (2)	O2—C1—C2—N1	−161.5 (3)
C5ⁱⁱ—La1—O1—C1	151.7 (2)	O1—C1—C2—N1	20.3 (4)
O2ⁱ—La1—N1—C2	93.7 (2)	O2—C1—C2—C3	21.1 (5)
O3ⁱⁱ—La1—N1—C2	21.3 (2)	O1—C1—C2—C3	−157.2 (3)
O1—La1—N1—C2	15.99 (18)	N1—C2—C3—C4	0.4 (3)
O6—La1—N1—C2	−115.99 (19)	C1—C2—C3—C4	178.0 (3)
O5—La1—N1—C2	−96.26 (19)	N1—N2—C4—C3	−0.9 (3)
O4ⁱⁱⁱ—La1—N1—C2	141.00 (17)	La1ⁱⁱⁱ—N2—C4—C3	162.30 (19)
N2ⁱⁱⁱ—La1—N1—C2	177.4 (2)	N1—N2—C4—C5	−179.6 (2)
O4ⁱⁱ—La1—N1—C2	−32.5 (2)	La1ⁱⁱⁱ—N2—C4—C5	−16.4 (3)
C5ⁱⁱ—La1—N1—C2	−8.2 (2)	C2—C3—C4—N2	0.3 (3)
O2ⁱ—La1—N1—N2	−120.8 (2)	C2—C3—C4—C5	178.8 (3)
O3ⁱⁱ—La1—N1—N2	166.70 (19)	La1^v—O3—C5—O4	7.1 (3)
O1—La1—N1—N2	161.4 (2)	La1^v—O3—C5—C4	−170.7 (2)
O6—La1—N1—N2	29.5 (3)	La1ⁱⁱⁱ—O4—C5—O3	−177.2 (2)
O5—La1—N1—N2	49.2 (2)	La1^v—O4—C5—O3	−6.5 (3)
O4ⁱⁱⁱ—La1—N1—N2	−73.6 (2)	La1ⁱⁱⁱ—O4—C5—C4	0.7 (3)
N2ⁱⁱⁱ—La1—N1—N2	−37.1 (2)	La1^v—O4—C5—C4	171.4 (2)
O4ⁱⁱ—La1—N1—N2	113.0 (2)	La1ⁱⁱⁱ—O4—C5—La1^v	−170.65 (16)
C5ⁱⁱ—La1—N1—N2	137.2 (2)	N2—C4—C5—O3	−171.1 (3)
C2—N1—N2—C4	1.1 (3)	C3—C4—C5—O3	10.5 (5)
La1—N1—N2—C4	−145.6 (2)	N2—C4—C5—O4	11.0 (4)
C2—N1—N2—La1ⁱⁱⁱ	−157.9 (2)	C3—C4—C5—O4	−167.4 (3)

Symmetry codes: (i) −x+3/2, y−1/2, z; (ii) x, −y+1/2, z+1/2; (iii) −x+2, −y, −z+1; (iv) −x+3/2, y+1/2, z; (v) 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
O5—H5A···O6	0.85	2.14	2.944 (3)	159
O5—H5B···O3^vi	0.85	1.82	2.667 (3)	174
O6—H6A···O1^vii	0.85	2.20	2.999 (3)	155
O6—H6B···O1^viii	0.85	2.12	2.908 (3)	153

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

Experimental details

Crystal data
Chemical formula	[La(C₅HN₂O₄)(H₂O)₂]
M_r	328.02
Crystal system, space group	Orthorhombic, Pbca
Temperature (K)	293
a, b, c (Å)	12.5712 (8), 8.4350 (6), 16.007 (1)
V (Å³)	1697.35 (19)
Z	8
Radiation type	Mo Kα
µ (mm⁻¹)	5.04
Crystal size (mm)	0.32 × 0.24 × 0.20

Data collection
Diffractometer	Bruker APEXII CCD diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.239, 0.365
No. of measured, independent and observed [I > 2σ(I)] reflections	8554, 1496, 1316
R_int	0.023
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.016, 0.041, 1.06
No. of reflections	1496
No. of parameters	128
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.52, −0.50

Computer programs: APEX2 (Bruker, 2007), SAINT-Plus (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5A···O6	0.85	2.14	2.944 (3)	159
O5—H5B···O3ⁱ	0.85	1.82	2.667 (3)	174
O6—H6A···O1ⁱⁱ	0.85	2.20	2.999 (3)	155
O6—H6B···O1ⁱⁱⁱ	0.85	2.12	2.908 (3)	153

Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+2, y−1/2, −z+3/2; (iii) x+1/2, y, −z+3/2.

Acknowledgements

The authors acknowledge financial support from the Young Teachers' Starting Fund of Tianjin Polytechnic University.

References

Bruker (2007). APEX2 and SAINT-Plus. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
King, P., Clerac, R., Anson, C. E., Coulon, C. & Powell, A. K. (2003). Inorg. Chem. 42, 3492–3500. Web of Science CSD CrossRef PubMed CAS Google Scholar
Pan, L., Huang, X.-Y., Li, J., Wu, Y.-G. & Zheng, N.-W. (2000). Angew. Chem. Int. Ed. Engl. 39, 527–530. CrossRef PubMed CAS Google Scholar
Sakagami, N., Nakahanada, M., Ino, K., Hioki, A. & Kaizaki, S. (1996). Inorg. Chem. 35, 683–688. CSD CrossRef CAS Web of Science Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Wang, J.-J., Zhang, B., Shu, H.-M., Du, C.-Q. & Hu, H.-M. (2007). Acta Cryst. E63, m2190. Web of Science CSD CrossRef IUCr Journals Google Scholar
Yang, J.-H., Zheng, S.-L., Yu, X.-L. & Chen, X.-M. (2004). Cryst. Growth Des. 4, 831–836. Web of Science CSD CrossRef CAS Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.