catena-Poly[[(acetato-κ2O,O′)(methanol-κO)cadmium(II)]-μ-[1,2-bis­(1H-benzimid­azol-2-yl)ethane]-κ2N3:N3′-[(acetato-κ2O,O′)(methanol-κO)cadmium(II)]-di-μ-chlorido]

Yang, H.-X.; Zhang, J.; Ding, Y.-N.; Meng, X.-R.

doi:10.1107/S1600536810014753

metal-organic compounds

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ISSN: 2056-9890

Volume 66| Part 5| May 2010| Page m578

https://doi.org/10.1107/S1600536810014753

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catena-Poly[[(acetato-κ²O,O′)(methanol-κO)cadmium(II)]-μ-[1,2-bis(1H-benzimidazol-2-yl)ethane]-κ²N³:N^3′-[(acetato-κ²O,O′)(methanol-κO)cadmium(II)]-di-μ-chlorido]

Huai-Xia Yang,^a ^* Jun Zhang,^b Ya-Nan Ding ^b and Xiang-Ru Meng ^b

^aPharmacy College, Henan University of Traditional Chinese Medicine, Zhengzhou 450008, People's Republic of China, and ^bDepartment of Chemistry, Zhengzhou University, Zhengzhou 450052, People's Republic of China
^*Correspondence e-mail: yanghuaixia888@163.com

(Received 13 April 2010; accepted 22 April 2010; online 28 April 2010)

In the title complex, [Cd₂(CH₃COO)₂Cl₂(C₁₆H₁₄N₄)(CH₃OH)₂]_n, the Cd^II atom is six-coordinated by one N atom from a centrosymmetric bridging 1,2-bis(2,2′-1H-benzimidazol-2-yl)ethane (bbe) ligand, two O atoms from a chelating acetate ligand, one O atom from a methanol molecule and two bridging Cl atoms in a distorted octahedral geometry. The Cd^II atoms are connected alternately by the Cl atoms and bbe ligands, leading to a chain along [001]. These chains are further linked by O—H⋯O hydrogen bonds. Intrachain N—H⋯O hydrogen bonds are observed.

Related literature

For metal complexes of 1,2-bis(2,2′-1H-benzimidazole)ethane, see: van Albada et al. (2007 ); Shen & Yuan (2006 ). For related Cd(II) complexes, see: Yam & Lo (1999 ); Zhai et al. (2006 ).

Experimental

Crystal data

[Cd₂(C₂H₃O₂)₂Cl₂(C₁₆H₁₄N₄)(CH₄O)₂]
M_r = 740.20
Triclinic, $[P \overline 1]$
a = 7.3983 (15) Å
b = 9.6391 (19) Å
c = 10.228 (2) Å
α = 96.79 (3)°
β = 98.15 (3)°
γ = 90.45 (3)°
V = 716.7 (3) Å³
Z = 1
Mo Kα radiation
μ = 1.71 mm⁻¹
T = 293 K
0.18 × 0.16 × 0.13 mm

Data collection

Rigaku Saturn CCD diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2006 ) T_min = 0.748, T_max = 0.808
8831 measured reflections
3396 independent reflections
3143 reflections with I > 2σ(I)
R_int = 0.024

Refinement

R[F² > 2σ(F²)] = 0.027
wR(F²) = 0.057
S = 1.05
3396 reflections
163 parameters
H-atom parameters constrained
Δρ_max = 0.51 e Å⁻³
Δρ_min = −0.37 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2A⋯O2ⁱ	0.86	2.04	2.791 (3)	145
O3—H3B⋯O1ⁱⁱ	0.82	1.83	2.646 (3)	175
Symmetry codes: (i) -x+1, -y+2, -z+1; (ii) -x+2, -y+2, -z+2.

Data collection: CrystalClear (Rigaku/MSC, 2006); cell refinement: CrystalClear; data reduction: CrystalClear; 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 global, I. DOI: https://doi.org/10.1107/S1600536810014753/hy2299sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810014753/hy2299Isup2.hkl

checkCIF report

Comment top

1,2-Bis(2,2'-1H-benzimidazole)ethane (bbe) as a multidentate ligand has been extensively used in the construction of metal complexes due to strong coordination ability of the N-donor (van Albada et al., 2007; Shen & Yuan, 2006). In addition, Cd^II ion is a favorable and fashionable building block or connecting node, not only for it is easy to coordinate to N/O-containing ligands, but also the closed-shell d¹⁰ Cd–Cd interaction can often give rise to intriguing supramolecular motifs and properties (Yam & Lo, 1999; Zhai et al., 2006). In this work, through the self-assembly of bbe hydrochloride with cadmium acetate at room temperature, we obtained the title complex.

In the title complex, the Cd^II ion is six-coordinated by three O atoms from a chelating acetate ligand and a methanol molecule, one N atom from a bbe ligand and two Cl atoms, leading to a distorted octahedral geometry (Fig. 1). The two Cd^II ions are connected by a pair of bridging Cl atoms, yielding a Cd₂Cl₂ binuclear unit with a Cd···Cd distance of 3.667 (1) Å. The dimers are further linked by bbe ligands to give a one-dimensional chain along [0 0 1] (Fig. 2). The distance between two Cd atoms bridged by the bbe ligand is 7.722 (2) Å. In addition, there are N—H···O hydrogen bonds between bbe and acetate group, and O—H···O hydrogen bonds between methanol molecule and acetate group (Table 1). The linear chains are linked through O—H···O hydrogen bonds.

Related literature top

For metal complexes of 1,2-bis(2,2'-1H-benzimidazole)ethane, see: van Albada et al. (2007); Shen & Yuan (2006). For related Cd(II) complexes, see: Yam & Lo (1999); Zhai et al. (2006).

Experimental top

1,2-Bis(2,2'-1H-benzimidazole)ethane hydrochloride (0.05 mmol) in methanol (6 ml) was added dropwise to an aqueous solution (2 ml) of cadmium acetate (0.05 mmol). The resulting solution was allowed to stand at room temperature. After one week colorless crystals with good quality were obtained from the filtrate and dried in air.

Structure description top

For metal complexes of 1,2-bis(2,2'-1H-benzimidazole)ethane, see: van Albada et al. (2007); Shen & Yuan (2006). For related Cd(II) complexes, see: Yam & Lo (1999); Zhai et al. (2006).

Computing details top

Data collection: CrystalClear (Rigaku/MSC, 2006); cell refinement: CrystalClear (Rigaku/MSC, 2006); data reduction: CrystalClear (Rigaku/MSC, 2006); 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 asymmetric unit of the title complex. Displacement ellipsoids are drawn at the 30% probability level. H atoms have been omitted for clarity. [Symmetry codes: (A) -x+1, -y+2, -z+1; (B) -x+1, -y+2, -z+2.]
	Fig. 2. View of the one-dimensional chain in the title complex. [Symmetry codes: (A) -x+1, -y+2, -z+1; (B) -x+1, -y+2, -z+2.]

catena-Poly[[(acetato-κ²O,O')(methanol- κO)cadmium(II)]-µ-[1,2-bis(1H-benzimidazol-2-yl)ethane]- κ²N³:N^3'-[(acetato-κ²O,O')(methanol- κO)cadmium(II)]-di-µ-chlorido] top

Crystal data top

[Cd₂(C₂H₃O₂)₂Cl₂(C₁₆H₁₄N₄)(CH₄O)₂]	Z = 1
M_r = 740.20	F(000) = 366
Triclinic, P1	D_x = 1.715 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.3983 (15) Å	Cell parameters from 2503 reflections
b = 9.6391 (19) Å	θ = 2.0–27.9°
c = 10.228 (2) Å	µ = 1.71 mm⁻¹
α = 96.79 (3)°	T = 293 K
β = 98.15 (3)°	Prism, colorless
γ = 90.45 (3)°	0.18 × 0.16 × 0.13 mm
V = 716.7 (3) Å³

Data collection top

Rigaku Saturn CCD diffractometer	3396 independent reflections
Radiation source: fine-focus sealed tube	3143 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.024
Detector resolution: 28.5714 pixels mm^-1	θ_max = 27.9°, θ_min = 3.1°
ω scans	h = −9→9
Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2006)	k = −12→11
T_min = 0.748, T_max = 0.808	l = −13→13
8831 measured reflections

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)] = 0.027	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.057	H-atom parameters constrained
S = 1.05	w = 1/[σ²(F_o²) + (0.0236P)² + 0.3424P] where P = (F_o² + 2F_c²)/3
3396 reflections	(Δ/σ)_max = 0.001
163 parameters	Δρ_max = 0.51 e Å⁻³
0 restraints	Δρ_min = −0.37 e Å⁻³

Crystal data top

[Cd₂(C₂H₃O₂)₂Cl₂(C₁₆H₁₄N₄)(CH₄O)₂]	γ = 90.45 (3)°
M_r = 740.20	V = 716.7 (3) Å³
Triclinic, P1	Z = 1
a = 7.3983 (15) Å	Mo Kα radiation
b = 9.6391 (19) Å	µ = 1.71 mm⁻¹
c = 10.228 (2) Å	T = 293 K
α = 96.79 (3)°	0.18 × 0.16 × 0.13 mm
β = 98.15 (3)°

Data collection top

Rigaku Saturn CCD diffractometer	3396 independent reflections
Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2006)	3143 reflections with I > 2σ(I)
T_min = 0.748, T_max = 0.808	R_int = 0.024
8831 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.027	0 restraints
wR(F²) = 0.057	H-atom parameters constrained
S = 1.05	Δρ_max = 0.51 e Å⁻³
3396 reflections	Δρ_min = −0.37 e Å⁻³
163 parameters

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

	x	y	z	U_iso*/U_eq
Cd1	0.64998 (2)	0.967293 (18)	0.872095 (16)	0.03484 (6)
Cl1	0.63872 (9)	0.88042 (7)	1.09623 (6)	0.04316 (14)
N1	0.4927 (3)	0.82344 (19)	0.70445 (18)	0.0317 (4)
N2	0.3205 (3)	0.7493 (2)	0.51282 (19)	0.0371 (4)
H2A	0.2596	0.7510	0.4349	0.045*
O1	0.8449 (2)	1.1502 (2)	0.94761 (18)	0.0490 (4)
O2	0.7646 (3)	1.1554 (2)	0.73532 (18)	0.0539 (5)
O3	0.8976 (2)	0.8247 (2)	0.84264 (18)	0.0534 (5)
H3B	0.9727	0.8331	0.9104	0.064*
C1	0.4503 (3)	0.6812 (2)	0.7024 (2)	0.0334 (5)
C2	0.4968 (4)	0.5910 (3)	0.7977 (3)	0.0507 (7)
H2B	0.5683	0.6214	0.8785	0.061*
C3	0.4331 (5)	0.4555 (3)	0.7678 (4)	0.0632 (9)
H3A	0.4624	0.3927	0.8295	0.076*
C4	0.3255 (5)	0.4095 (3)	0.6473 (4)	0.0623 (9)
H4A	0.2849	0.3167	0.6308	0.075*
C5	0.2775 (4)	0.4969 (3)	0.5522 (3)	0.0527 (7)
H5A	0.2052	0.4660	0.4718	0.063*
C6	0.3430 (3)	0.6343 (2)	0.5826 (2)	0.0368 (5)
C7	0.4119 (3)	0.8581 (2)	0.5898 (2)	0.0309 (4)
C8	0.4232 (3)	0.9973 (2)	0.5432 (2)	0.0341 (5)
H8A	0.4464	1.0686	0.6192	0.041*
H8B	0.3076	1.0166	0.4917	0.041*
C9	0.8471 (3)	1.2083 (3)	0.8436 (3)	0.0405 (5)
C10	0.9492 (5)	1.3457 (3)	0.8554 (4)	0.0669 (9)
H10A	0.9396	1.3780	0.7695	0.100*
H10B	1.0754	1.3337	0.8886	0.100*
H10C	0.8977	1.4130	0.9156	0.100*
C11	0.9830 (5)	0.8087 (5)	0.7288 (3)	0.0873 (13)
H11A	1.0811	0.7447	0.7404	0.131*
H11B	1.0306	0.8976	0.7142	0.131*
H11C	0.8960	0.7727	0.6534	0.131*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cd1	0.03432 (10)	0.04266 (11)	0.02727 (9)	−0.00239 (7)	0.00436 (7)	0.00344 (7)
Cl1	0.0498 (3)	0.0495 (3)	0.0348 (3)	0.0145 (3)	0.0123 (3)	0.0158 (3)
N1	0.0350 (10)	0.0313 (9)	0.0289 (9)	−0.0008 (8)	0.0022 (8)	0.0070 (7)
N2	0.0423 (11)	0.0367 (10)	0.0302 (10)	−0.0059 (9)	0.0005 (8)	0.0012 (8)
O1	0.0458 (10)	0.0620 (12)	0.0364 (9)	−0.0118 (9)	−0.0059 (8)	0.0099 (8)
O2	0.0629 (12)	0.0590 (12)	0.0352 (10)	−0.0100 (10)	−0.0075 (9)	0.0055 (8)
O3	0.0368 (10)	0.0817 (14)	0.0369 (10)	0.0127 (9)	−0.0015 (8)	−0.0047 (9)
C1	0.0332 (11)	0.0311 (11)	0.0380 (12)	0.0013 (9)	0.0096 (10)	0.0074 (9)
C2	0.0568 (17)	0.0436 (14)	0.0555 (17)	0.0045 (12)	0.0074 (13)	0.0224 (13)
C3	0.073 (2)	0.0418 (15)	0.084 (2)	0.0060 (15)	0.0231 (18)	0.0302 (16)
C4	0.073 (2)	0.0295 (13)	0.091 (3)	−0.0046 (13)	0.0337 (19)	0.0073 (15)
C5	0.0550 (17)	0.0408 (14)	0.0613 (18)	−0.0101 (12)	0.0169 (14)	−0.0068 (13)
C6	0.0372 (12)	0.0336 (12)	0.0405 (13)	−0.0045 (10)	0.0106 (10)	0.0018 (10)
C7	0.0330 (11)	0.0317 (11)	0.0283 (10)	−0.0010 (9)	0.0056 (9)	0.0036 (8)
C8	0.0411 (13)	0.0331 (11)	0.0285 (11)	0.0027 (10)	0.0026 (10)	0.0079 (9)
C9	0.0353 (12)	0.0451 (14)	0.0392 (13)	−0.0015 (10)	−0.0001 (10)	0.0041 (11)
C10	0.063 (2)	0.0548 (18)	0.079 (2)	−0.0157 (15)	−0.0042 (17)	0.0111 (16)
C11	0.059 (2)	0.145 (4)	0.053 (2)	0.023 (2)	0.0150 (17)	−0.017 (2)

Geometric parameters (Å, º) top

Cd1—N1	2.250 (2)	C2—H2B	0.9300
Cd1—O1	2.260 (2)	C3—C4	1.391 (5)
Cd1—O3	2.3307 (19)	C3—H3A	0.9300
Cd1—Cl1	2.5438 (8)	C4—C5	1.373 (4)
Cd1—O2	2.622 (2)	C4—H4A	0.9300
Cd1—Cl1ⁱ	2.6372 (10)	C5—C6	1.391 (3)
Cl1—Cd1ⁱ	2.6372 (10)	C5—H5A	0.9300
N1—C7	1.319 (3)	C7—C8	1.482 (3)
N1—C1	1.401 (3)	C8—C8ⁱⁱ	1.539 (4)
N2—C7	1.349 (3)	C8—H8A	0.9700
N2—C6	1.387 (3)	C8—H8B	0.9700
N2—H2A	0.8600	C9—C10	1.503 (4)
O1—C9	1.262 (3)	C10—H10A	0.9600
O2—C9	1.236 (3)	C10—H10B	0.9600
O3—C11	1.395 (4)	C10—H10C	0.9600
O3—H3B	0.8200	C11—H11A	0.9600
C1—C6	1.387 (3)	C11—H11B	0.9600
C1—C2	1.391 (3)	C11—H11C	0.9600
C2—C3	1.370 (4)

N1—Cd1—O1	151.13 (7)	C4—C3—H3A	119.2
N1—Cd1—O3	86.00 (7)	C5—C4—C3	122.0 (3)
O1—Cd1—O3	89.72 (7)	C5—C4—H4A	119.0
N1—Cd1—Cl1	111.71 (5)	C3—C4—H4A	119.0
O1—Cd1—Cl1	96.76 (5)	C4—C5—C6	116.2 (3)
O3—Cd1—Cl1	89.40 (6)	C4—C5—H5A	121.9
N1—Cd1—O2	99.39 (6)	C6—C5—H5A	121.9
O1—Cd1—O2	52.27 (6)	C1—C6—N2	105.83 (19)
O3—Cd1—O2	92.78 (7)	C1—C6—C5	122.2 (2)
Cl1—Cd1—O2	148.90 (5)	N2—C6—C5	132.0 (2)
N1—Cd1—Cl1ⁱ	92.23 (6)	N1—C7—N2	112.48 (19)
O1—Cd1—Cl1ⁱ	92.53 (6)	N1—C7—C8	125.8 (2)
O3—Cd1—Cl1ⁱ	177.71 (5)	N2—C7—C8	121.7 (2)
Cl1—Cd1—Cl1ⁱ	89.91 (3)	C7—C8—C8ⁱⁱ	110.6 (2)
O2—Cd1—Cl1ⁱ	88.94 (5)	C7—C8—H8A	109.5
Cd1—Cl1—Cd1ⁱ	90.09 (3)	C8ⁱⁱ—C8—H8A	109.5
C7—N1—C1	105.53 (18)	C7—C8—H8B	109.5
C7—N1—Cd1	126.73 (15)	C8ⁱⁱ—C8—H8B	109.5
C1—N1—Cd1	127.64 (15)	H8A—C8—H8B	108.1
C7—N2—C6	107.29 (19)	O2—C9—O1	121.1 (2)
C7—N2—H2A	126.4	O2—C9—C10	120.8 (3)
C6—N2—H2A	126.4	O1—C9—C10	118.1 (2)
C9—O1—Cd1	101.50 (15)	C9—C10—H10A	109.5
C9—O2—Cd1	84.98 (16)	C9—C10—H10B	109.5
C11—O3—Cd1	125.0 (2)	H10A—C10—H10B	109.5
C11—O3—H3B	111.3	C9—C10—H10C	109.5
Cd1—O3—H3B	110.3	H10A—C10—H10C	109.5
C6—C1—C2	120.6 (2)	H10B—C10—H10C	109.5
C6—C1—N1	108.9 (2)	O3—C11—H11A	109.5
C2—C1—N1	130.5 (2)	O3—C11—H11B	109.5
C3—C2—C1	117.3 (3)	H11A—C11—H11B	109.5
C3—C2—H2B	121.3	O3—C11—H11C	109.5
C1—C2—H2B	121.3	H11A—C11—H11C	109.5
C2—C3—C4	121.6 (3)	H11B—C11—H11C	109.5
C2—C3—H3A	119.2

N1—Cd1—Cl1—Cd1ⁱ	−92.37 (6)	C7—N1—C1—C6	0.3 (3)
O1—Cd1—Cl1—Cd1ⁱ	92.53 (6)	Cd1—N1—C1—C6	176.73 (15)
O3—Cd1—Cl1—Cd1ⁱ	−177.82 (5)	C7—N1—C1—C2	−178.9 (3)
O2—Cd1—Cl1—Cd1ⁱ	87.79 (10)	Cd1—N1—C1—C2	−2.5 (4)
Cl1ⁱ—Cd1—Cl1—Cd1ⁱ	0.0	C6—C1—C2—C3	0.2 (4)
O1—Cd1—N1—C7	−38.2 (3)	N1—C1—C2—C3	179.4 (3)
O3—Cd1—N1—C7	−120.30 (19)	C1—C2—C3—C4	−0.2 (5)
Cl1—Cd1—N1—C7	151.94 (17)	C2—C3—C4—C5	0.0 (5)
O2—Cd1—N1—C7	−28.1 (2)	C3—C4—C5—C6	0.2 (4)
Cl1ⁱ—Cd1—N1—C7	61.15 (19)	C2—C1—C6—N2	179.1 (2)
O1—Cd1—N1—C1	146.09 (18)	N1—C1—C6—N2	−0.2 (3)
O3—Cd1—N1—C1	63.97 (19)	C2—C1—C6—C5	0.0 (4)
Cl1—Cd1—N1—C1	−23.78 (19)	N1—C1—C6—C5	−179.3 (2)
O2—Cd1—N1—C1	156.13 (18)	C7—N2—C6—C1	0.1 (3)
Cl1ⁱ—Cd1—N1—C1	−114.58 (18)	C7—N2—C6—C5	179.0 (3)
N1—Cd1—O1—C9	14.9 (3)	C4—C5—C6—C1	−0.2 (4)
O3—Cd1—O1—C9	96.11 (17)	C4—C5—C6—N2	−179.0 (3)
Cl1—Cd1—O1—C9	−174.53 (16)	C1—N1—C7—N2	−0.2 (3)
O2—Cd1—O1—C9	2.38 (15)	Cd1—N1—C7—N2	−176.73 (14)
Cl1ⁱ—Cd1—O1—C9	−84.32 (16)	C1—N1—C7—C8	−177.4 (2)
N1—Cd1—O2—C9	−176.28 (15)	Cd1—N1—C7—C8	6.1 (3)
O1—Cd1—O2—C9	−2.39 (15)	C6—N2—C7—N1	0.1 (3)
O3—Cd1—O2—C9	−89.88 (16)	C6—N2—C7—C8	177.4 (2)
Cl1—Cd1—O2—C9	3.6 (2)	N1—C7—C8—C8ⁱⁱ	94.0 (3)
Cl1ⁱ—Cd1—O2—C9	91.64 (16)	N2—C7—C8—C8ⁱⁱ	−82.9 (3)
N1—Cd1—O3—C11	64.7 (3)	Cd1—O2—C9—O1	3.9 (2)
O1—Cd1—O3—C11	−86.7 (3)	Cd1—O2—C9—C10	−174.6 (3)
Cl1—Cd1—O3—C11	176.5 (3)	Cd1—O1—C9—O2	−4.7 (3)
O2—Cd1—O3—C11	−34.5 (3)	Cd1—O1—C9—C10	173.9 (2)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2A···O2ⁱⁱ	0.86	2.04	2.791 (3)	145
O3—H3B···O1ⁱⁱⁱ	0.82	1.83	2.646 (3)	175

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

Experimental details

Crystal data
Chemical formula	[Cd₂(C₂H₃O₂)₂Cl₂(C₁₆H₁₄N₄)(CH₄O)₂]
M_r	740.20
Crystal system, space group	Triclinic, P1
Temperature (K)	293
a, b, c (Å)	7.3983 (15), 9.6391 (19), 10.228 (2)
α, β, γ (°)	96.79 (3), 98.15 (3), 90.45 (3)
V (Å³)	716.7 (3)
Z	1
Radiation type	Mo Kα
µ (mm⁻¹)	1.71
Crystal size (mm)	0.18 × 0.16 × 0.13

Data collection
Diffractometer	Rigaku Saturn CCD
Absorption correction	Multi-scan (CrystalClear; Rigaku/MSC, 2006)
T_min, T_max	0.748, 0.808
No. of measured, independent and observed [I > 2σ(I)] reflections	8831, 3396, 3143
R_int	0.024
(sin θ/λ)_max (Å⁻¹)	0.658

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.027, 0.057, 1.05
No. of reflections	3396
No. of parameters	163
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.51, −0.37

Computer programs: CrystalClear (Rigaku/MSC, 2006), 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
N2—H2A···O2ⁱ	0.86	2.04	2.791 (3)	145
O3—H3B···O1ⁱⁱ	0.82	1.83	2.646 (3)	175

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

Acknowledgements

The authors thank the Department of Science and Technology of Henan Province for financial support (No. 082102330003) and Professor Hong-Wei Hou of Zhengzhou University for his help.

References

Albada, G. A. van, Mutikainen, I., Turpeinen, U. & Reedijk, J. (2007). J. Chem. Crystallogr. 37, 489–496. Web of Science CSD CrossRef Google Scholar
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Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Shen, X.-P. & Yuan, A.-H. (2006). Acta Cryst. E62, m2849–m2850. Web of Science CSD CrossRef IUCr Journals Google Scholar
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