catena-Poly[[[di-μ2-hydroxido-bis­[(di-2-pyridylamine)nickel(II)]]-μ-fumarato] dihydrate]

Yu, J.

doi:10.1107/S1600536809013580

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 5| May 2009| Pages m535-m536

doi:10.1107/S1600536809013580

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catena-Poly[[[di-μ₂-hydroxido-bis[(di-2-pyridylamine)nickel(II)]]-μ-fumarato] dihydrate]

Jian Yu ^a ^*

^aDepartment of Chemistry, Lishui University, 323000 Lishui, ZheJiang, People's Republic of China.
^*Correspondence e-mail: jianyu01@126.com

(Received 7 April 2009; accepted 10 April 2009; online 18 April 2009)

The Ni^II ion in the one-dimensional title complex, {[Ni₂(C₄H₂O₄)(OH)₂(C₁₀H₉N₃)₂]·2H₂O}_n, has a distorted square-pyramidal coordination environment formed by three O atoms from two bridging hydroxide groups and one carboxylate group of the fumarate ligand and two pyridine N atoms from a di-2-pyridylamine (dpa) ligand. Two hydroxide groups link adjacent metal centers, forming a centrosymmetric four-membered [Ni₂(OH)₂] ring. In the crystal structure, the H atoms of the bridging hydroxide groups form intermolecular hydrogen bonds to both water molecules. These are further linked to the uncoordinated O atoms of the carboxylate groups and the NH group of a dpa ligand to generate a three-dimensional network from the chains of the coordination polymer.

Related literature

For applications of transition metal complexes with polypyridylamine ligands, see: Cotton et al. (1998 ). For details of complexes of bispyridine ligands, see: Liu et al. (2008 ). For the role of carboxylate substituents in building coordination networks, see: Nathan & Traina (2003 ).

Experimental

Crystal data

[Ni₂(C₄H₂O₄)(OH)₂(C₁₀H₉N₃)₂]·2H₂O
M_r = 643.92
Triclinic, $[P \overline 1]$
a = 8.135 (2) Å
b = 8.834 (3) Å
c = 10.015 (3) Å
α = 70.545 (4)°
β = 71.103 (4)°
γ = 75.785 (4)°
V = 634.3 (3) Å³
Z = 1
Mo Kα radiation
μ = 1.55 mm⁻¹
T = 298 K
0.22 × 0.18 × 0.12 mm

Data collection

Bruker APEXII area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2004 ) T_min = 0.727, T_max = 0.836
3238 measured reflections
2216 independent reflections
1984 reflections with I > 2σ(I)
R_int = 0.014

Refinement

R[F² > 2σ(F²)] = 0.023
wR(F²) = 0.063
S = 0.95
2216 reflections
190 parameters
4 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.30 e Å⁻³
Δρ_min = −0.35 e Å⁻³

Table 1
Selected bond lengths (Å)

Ni1—O4	1.9671 (15)
Ni1—O4ⁱ	1.9713 (15)
Ni1—N1	1.9984 (18)
Ni1—N3	2.0314 (18)
Ni1—O1	2.2232 (16)
Ni1—Ni1ⁱ	2.9753 (8)
Symmetry code: (i) -x, -y, -z+2.

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O4—H4A⋯O2	0.83 (3)	2.068 (16)	2.848 (2)	158 (3)
O1W—H1WA⋯O2ⁱⁱ	0.840 (10)	1.912 (10)	2.752 (2)	178 (3)
O1W—H1WB⋯O4ⁱⁱⁱ	0.85 (3)	1.92 (3)	2.765 (2)	172 (3)
N2—H2B⋯O1W^iv	0.86	1.99	2.784 (3)	153
Symmetry codes: (ii) -x+1, -y, -z+1; (iii) x, y, z-1; (iv) -x, -y+1, -z+1.

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEPIII (Burnett & Johnson, 1996 ) and ORTEP-3 for Windows (Farrugia, 1997 ); software used to prepare material for publication: SHELXL97.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809013580/sj2613sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809013580/sj2613Isup2.hkl

checkCIF report

Comment top

Transition metal complexes with polypyridylamine ligands have diverse structures and special optical and electromagnetic properties (Cotton et al., 1998) and have aroused great interest among researchers. Multidentate amine ligands usually exhibit donor as well as acceptor properties and can be used as popular chelating ligands (Nathan & Traina, 2003). On the other hand, carboxylates are attractive as metal-binding units in coordination networks because the negative charge significantly enhances their ability to bind strongly to metal centers, a feature which undoubtedly contributes to the robust nature of the resulting materials (Liu et al., 2008). In this paper, we report the synthesis and crystal structure of the title compound (I), Figure 1.

The Ni1 atom in the title complex has a distorted square pyramidal coordination environment formed by one bidentate dpa ligand, two hydroxyl groups and one carboxylate group. The two peripheral pyridine N atoms from the dpa ligand [Ni1—N1 = 1.9984 (18)Å and Ni1—N3 =2.0314 (18) Å] and the two hydroxyl groups form the basal plane [Ni1—O4 =1.9713 (15) Å], the remaining apical position is occupied by an O atom of a carboxylate group from the fum^2- ligand [Ni1—O1 =2.2232 (16) Å], Table 1. In addition, the inversion related hydroxyl groups link Ni(II) ions into a centrosymmetric [Ni₂(OH)₂] four-membered ring. Furthermore, the fum^2- ligands bridge to an adjacent Ni^II linking the four-membered rings into a zigzag chain (Figure 2).

In the crystal structure, the H atoms of both water molecules and hydroxyl groups are involved in intermolecular hydrogen bonds with the O atoms of uncoordinated carboxylate groups and –NH group from dpa ligand which link the one-dimensional chains to form a three-dimensional network (Table 2).

Related literature top

For applications of transition metal complexes with polypyridylamine ligands, see: Cotton et al. (1998). For details of complexes of bispyridine ligands, see: Liu et al. (2008). For the role of carboxylate substituents in building coordination networks, see: Nathan & Traina (2003).

Experimental top

Dpa (0.20 mg,0.1 mmol), Ni(CH₃COO)2 (0.28 mg, 0.12 mmol) and Na₂fum (0.22 mg, 0.09 mmol), were added to a mixture (12 mL) of methanol and acetonitrile (V/V=1:5). The solution was heated and stirred for two hours and was then kept at room temperature yielding green, block-like crystals over two weeks.

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEPIII (Burnett & Johnson, 1996) and ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top

	Fig. 1. Part of the structure of the title compound showing the atom-labeling scheme [symmetry codes: (i) -x, -y, -z + 2]. Displacement ellipsoids are shown at the 30% probability level.
	Fig. 2. Partial packing diagram showing the formation of the one-dimensional zigzag chain.

catena-Poly[[[di-µ₂hydroxido-bis[(di-2-pyridylamine)nickel(II)]]-µ- fumarato] dihydrate] top

Crystal data top

[Ni₂(C₄H₂O₄)(OH)₂(C₁₀H₉N₃)₂]·2H₂O	Z = 1
M_r = 643.92	F(000) = 332
Triclinic, P1	D_x = 1.686 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.135 (2) Å	Cell parameters from 2216 reflections
b = 8.834 (3) Å	θ = 2.2–25.1°
c = 10.015 (3) Å	µ = 1.55 mm⁻¹
α = 70.545 (4)°	T = 298 K
β = 71.103 (4)°	Block, green
γ = 75.785 (4)°	0.22 × 0.18 × 0.12 mm
V = 634.3 (3) Å³

Data collection top

Bruker APEXII area-detector diffractometer	2216 independent reflections
Radiation source: fine-focus sealed tube	1984 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.014
ϕ and ω scans	θ_max = 25.1°, θ_min = 2.2°
Absorption correction: multi-scan (SADABS; Bruker, 2004)	h = −9→9
T_min = 0.727, T_max = 0.836	k = −10→9
3238 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)] = 0.023	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.063	H atoms treated by a mixture of independent and constrained refinement
S = 0.95	w = 1/[σ²(F_o²) + (0.0374P)² + 0.2972P] where P = (F_o² + 2F_c²)/3
2216 reflections	(Δ/σ)_max = 0.001
190 parameters	Δρ_max = 0.30 e Å⁻³
4 restraints	Δρ_min = −0.35 e Å⁻³

Crystal data top

[Ni₂(C₄H₂O₄)(OH)₂(C₁₀H₉N₃)₂]·2H₂O	γ = 75.785 (4)°
M_r = 643.92	V = 634.3 (3) Å³
Triclinic, P1	Z = 1
a = 8.135 (2) Å	Mo Kα radiation
b = 8.834 (3) Å	µ = 1.55 mm⁻¹
c = 10.015 (3) Å	T = 298 K
α = 70.545 (4)°	0.22 × 0.18 × 0.12 mm
β = 71.103 (4)°

Data collection top

Bruker APEXII area-detector diffractometer	2216 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2004)	1984 reflections with I > 2σ(I)
T_min = 0.727, T_max = 0.836	R_int = 0.014
3238 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.023	4 restraints
wR(F²) = 0.063	H atoms treated by a mixture of independent and constrained refinement
S = 0.95	Δρ_max = 0.30 e Å⁻³
2216 reflections	Δρ_min = −0.35 e Å⁻³
190 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
Ni1	0.04021 (3)	0.15037 (3)	0.87985 (3)	0.02129 (10)
N1	−0.0829 (2)	0.3069 (2)	0.73316 (19)	0.0298 (4)
N2	−0.0529 (2)	0.5376 (2)	0.7868 (2)	0.0345 (4)
H2B	−0.1179	0.6218	0.8116	0.041*
N3	0.1739 (2)	0.3286 (2)	0.85495 (19)	0.0287 (4)
O1	0.2311 (2)	0.0443 (2)	0.70594 (17)	0.0452 (4)
C12	0.5204 (3)	−0.0107 (3)	0.5612 (2)	0.0325 (5)
H12	0.6387	−0.0250	0.5576	0.039*
O1W	0.1972 (2)	0.1399 (2)	0.22330 (18)	0.0381 (4)
O4	0.13677 (18)	−0.00305 (18)	1.03993 (15)	0.0272 (3)
C1	−0.1404 (3)	0.2457 (3)	0.6520 (2)	0.0369 (5)
H1	−0.1120	0.1347	0.6615	0.044*
C2	−0.2378 (3)	0.3391 (3)	0.5568 (3)	0.0423 (6)
H2	−0.2765	0.2925	0.5039	0.051*
C3	−0.2782 (3)	0.5056 (3)	0.5407 (3)	0.0440 (6)
H3	−0.3457	0.5719	0.4776	0.053*
C4	−0.2178 (3)	0.5707 (3)	0.6181 (3)	0.0396 (6)
H4	−0.2429	0.6819	0.6076	0.048*
C5	−0.1178 (3)	0.4688 (3)	0.7134 (2)	0.0304 (5)
C6	0.1043 (3)	0.4872 (3)	0.8252 (2)	0.0301 (5)
C7	0.1878 (3)	0.6062 (3)	0.8296 (3)	0.0376 (5)
H7	0.1352	0.7144	0.8122	0.045*
C8	0.3477 (3)	0.5600 (3)	0.8600 (3)	0.0420 (6)
H8	0.4049	0.6367	0.8643	0.050*
C9	0.4246 (3)	0.3974 (3)	0.8844 (3)	0.0393 (6)
H9	0.5349	0.3642	0.9026	0.047*
C10	0.3345 (3)	0.2878 (3)	0.8812 (2)	0.0336 (5)
H10	0.3861	0.1792	0.8978	0.040*
C11	0.3878 (3)	−0.0135 (3)	0.7062 (2)	0.0324 (5)
O2	0.4437 (2)	−0.0761 (2)	0.81955 (17)	0.0375 (4)
H1WB	0.168 (4)	0.101 (4)	0.169 (3)	0.080*
H1WA	0.3066 (15)	0.122 (4)	0.212 (4)	0.080*
H4A	0.231 (3)	−0.046 (4)	0.995 (3)	0.080*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ni1	0.02217 (15)	0.02005 (15)	0.02074 (14)	−0.00466 (10)	−0.00701 (10)	−0.00218 (10)
N1	0.0313 (10)	0.0283 (10)	0.0282 (9)	−0.0074 (8)	−0.0095 (8)	−0.0020 (8)
N2	0.0349 (10)	0.0271 (10)	0.0419 (11)	0.0016 (8)	−0.0124 (9)	−0.0125 (8)
N3	0.0310 (10)	0.0258 (10)	0.0280 (9)	−0.0063 (8)	−0.0081 (7)	−0.0041 (8)
O1	0.0312 (9)	0.0669 (12)	0.0337 (9)	0.0070 (8)	−0.0072 (7)	−0.0209 (9)
C12	0.0292 (11)	0.0306 (12)	0.0344 (11)	0.0016 (9)	−0.0073 (9)	−0.0103 (10)
O1W	0.0398 (9)	0.0352 (9)	0.0442 (10)	−0.0011 (7)	−0.0164 (8)	−0.0153 (8)
O4	0.0272 (8)	0.0269 (8)	0.0266 (7)	−0.0062 (6)	−0.0091 (6)	−0.0031 (6)
C1	0.0461 (14)	0.0333 (13)	0.0332 (12)	−0.0124 (11)	−0.0153 (11)	−0.0025 (10)
C2	0.0474 (15)	0.0483 (15)	0.0354 (13)	−0.0157 (12)	−0.0177 (11)	−0.0045 (11)
C3	0.0381 (13)	0.0496 (16)	0.0384 (13)	−0.0048 (11)	−0.0190 (11)	0.0024 (12)
C4	0.0355 (13)	0.0334 (13)	0.0412 (13)	−0.0023 (10)	−0.0114 (11)	−0.0003 (11)
C5	0.0272 (11)	0.0302 (12)	0.0292 (11)	−0.0058 (9)	−0.0048 (9)	−0.0041 (9)
C6	0.0345 (12)	0.0298 (12)	0.0243 (10)	−0.0090 (9)	−0.0044 (9)	−0.0057 (9)
C7	0.0472 (14)	0.0295 (12)	0.0362 (12)	−0.0086 (11)	−0.0107 (11)	−0.0078 (10)
C8	0.0496 (15)	0.0415 (15)	0.0423 (13)	−0.0210 (12)	−0.0125 (11)	−0.0108 (11)
C9	0.0346 (13)	0.0443 (15)	0.0411 (13)	−0.0139 (11)	−0.0123 (11)	−0.0066 (11)
C10	0.0308 (12)	0.0336 (12)	0.0348 (12)	−0.0074 (10)	−0.0083 (9)	−0.0061 (10)
C11	0.0325 (12)	0.0312 (12)	0.0327 (12)	−0.0020 (10)	−0.0068 (10)	−0.0118 (10)
O2	0.0350 (9)	0.0420 (10)	0.0322 (8)	0.0022 (7)	−0.0102 (7)	−0.0108 (7)

Geometric parameters (Å, º) top

Ni1—O4	1.9671 (15)	O4—Ni1ⁱ	1.9713 (15)
Ni1—O4ⁱ	1.9713 (15)	O4—H4A	0.83 (3)
Ni1—N1	1.9984 (18)	C1—C2	1.364 (3)
Ni1—N3	2.0314 (18)	C1—H1	0.9300
Ni1—O1	2.2232 (16)	C2—C3	1.392 (4)
Ni1—Ni1ⁱ	2.9753 (8)	C2—H2	0.9300
N1—C5	1.347 (3)	C3—C4	1.362 (4)
N1—C1	1.355 (3)	C3—H3	0.9300
N2—C5	1.377 (3)	C4—C5	1.397 (3)
N2—C6	1.381 (3)	C4—H4	0.9300
N2—H2B	0.8600	C6—C7	1.404 (3)
N3—C6	1.347 (3)	C7—C8	1.365 (3)
N3—C10	1.354 (3)	C7—H7	0.9300
O1—C11	1.252 (3)	C8—C9	1.392 (4)
C12—C12ⁱⁱ	1.313 (4)	C8—H8	0.9300
C12—C11	1.499 (3)	C9—C10	1.364 (3)
C12—H12	0.9300	C9—H9	0.9300
O1W—H1WB	0.85 (3)	C10—H10	0.9300
O1W—H1WA	0.840 (10)	C11—O2	1.263 (3)

O4—Ni1—O4ⁱ	81.87 (6)	N1—C1—H1	118.4
O4—Ni1—N1	173.85 (7)	C2—C1—H1	118.4
O4ⁱ—Ni1—N1	94.01 (7)	C1—C2—C3	118.5 (2)
O4—Ni1—N3	94.06 (7)	C1—C2—H2	120.8
O4ⁱ—Ni1—N3	161.16 (7)	C3—C2—H2	120.8
N1—Ni1—N3	88.38 (7)	C4—C3—C2	119.5 (2)
O4—Ni1—O1	94.61 (6)	C4—C3—H3	120.3
O4ⁱ—Ni1—O1	101.31 (7)	C2—C3—H3	120.3
N1—Ni1—O1	90.68 (7)	C3—C4—C5	119.4 (2)
N3—Ni1—O1	97.33 (7)	C3—C4—H4	120.3
O4—Ni1—Ni1ⁱ	40.99 (4)	C5—C4—H4	120.3
O4ⁱ—Ni1—Ni1ⁱ	40.88 (4)	N1—C5—N2	119.92 (19)
N1—Ni1—Ni1ⁱ	134.72 (5)	N1—C5—C4	121.6 (2)
N3—Ni1—Ni1ⁱ	132.37 (5)	N2—C5—C4	118.5 (2)
O1—Ni1—Ni1ⁱ	100.55 (5)	N3—C6—N2	120.05 (19)
C5—N1—C1	117.87 (19)	N3—C6—C7	122.1 (2)
C5—N1—Ni1	124.23 (15)	N2—C6—C7	117.8 (2)
C1—N1—Ni1	117.85 (15)	C8—C7—C6	118.8 (2)
C5—N2—C6	127.58 (19)	C8—C7—H7	120.6
C5—N2—H2B	116.2	C6—C7—H7	120.6
C6—N2—H2B	116.2	C7—C8—C9	119.6 (2)
C6—N3—C10	117.40 (19)	C7—C8—H8	120.2
C6—N3—Ni1	122.94 (15)	C9—C8—H8	120.2
C10—N3—Ni1	119.42 (15)	C10—C9—C8	118.5 (2)
C11—O1—Ni1	123.67 (14)	C10—C9—H9	120.8
C12ⁱⁱ—C12—C11	124.0 (3)	C8—C9—H9	120.8
C12ⁱⁱ—C12—H12	118.0	N3—C10—C9	123.5 (2)
C11—C12—H12	118.0	N3—C10—H10	118.2
H1WB—O1W—H1WA	112 (2)	C9—C10—H10	118.2
Ni1—O4—Ni1ⁱ	98.13 (6)	O1—C11—O2	125.1 (2)
Ni1—O4—H4A	103 (2)	O1—C11—C12	118.0 (2)
Ni1ⁱ—O4—H4A	111 (3)	O2—C11—C12	116.88 (19)
N1—C1—C2	123.1 (2)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4A···O2	0.83 (3)	2.07 (2)	2.848 (2)	158 (3)
O1W—H1WA···O2ⁱⁱ	0.84 (1)	1.91 (1)	2.752 (2)	178 (3)
O1W—H1WB···O4ⁱⁱⁱ	0.85 (3)	1.92 (3)	2.765 (2)	172 (3)
N2—H2B···O1W^iv	0.86	1.99	2.784 (3)	153

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

Experimental details

Crystal data
Chemical formula	[Ni₂(C₄H₂O₄)(OH)₂(C₁₀H₉N₃)₂]·2H₂O
M_r	643.92
Crystal system, space group	Triclinic, P1
Temperature (K)	298
a, b, c (Å)	8.135 (2), 8.834 (3), 10.015 (3)
α, β, γ (°)	70.545 (4), 71.103 (4), 75.785 (4)
V (Å³)	634.3 (3)
Z	1
Radiation type	Mo Kα
µ (mm⁻¹)	1.55
Crystal size (mm)	0.22 × 0.18 × 0.12

Data collection
Diffractometer	Bruker APEXII area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2004)
T_min, T_max	0.727, 0.836
No. of measured, independent and observed [I > 2σ(I)] reflections	3238, 2216, 1984
R_int	0.014
(sin θ/λ)_max (Å⁻¹)	0.597

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.023, 0.063, 0.95
No. of reflections	2216
No. of parameters	190
No. of restraints	4
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.30, −0.35

Computer programs: APEX2 (Bruker, 2004), SAINT (Bruker, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEPIII (Burnett & Johnson, 1996) and ORTEP-3 for Windows (Farrugia, 1997).

Selected bond lengths (Å) top

Ni1—O4	1.9671 (15)	Ni1—N3	2.0314 (18)
Ni1—O4ⁱ	1.9713 (15)	Ni1—O1	2.2232 (16)
Ni1—N1	1.9984 (18)	Ni1—Ni1ⁱ	2.9753 (8)

Symmetry code: (i) −x, −y, −z+2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4A···O2	0.83 (3)	2.068 (16)	2.848 (2)	158 (3)
O1W—H1WA···O2ⁱⁱ	0.840 (10)	1.912 (10)	2.752 (2)	178 (3)
O1W—H1WB···O4ⁱⁱⁱ	0.85 (3)	1.92 (3)	2.765 (2)	172 (3)
N2—H2B···O1W^iv	0.86	1.99	2.784 (3)	153.0

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

Acknowledgements

The author gratefully acknowledges financial support from the Youth Foundation of Lishui University, People's Republic of China (grant No. QN07014).

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