(E)-N′-(4-Pyridylmethyl­ene)-2-(quinolin-8-yl­oxy)acetohydrazide sesquihydrate

Zheng, Z.-B.; Li, J.-K.; Sun, Y.-F.; Wu, R.-T.

doi:10.1107/S1600536807066664

organic compounds

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ISSN: 2056-9890

Volume 64| Part 1| January 2008| Page o297

https://doi.org/10.1107/S1600536807066664

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(E)-N′-(4-Pyridylmethylene)-2-(quinolin-8-yloxy)acetohydrazide sesquihydrate

Ze-Bao Zheng,^a ^* Ji-Kun Li,^b Yi-Feng Sun ^a and Ren-Tao Wu ^a

^aDepartment of Chemistry, Taishan University, 271021 Taian, Shandong, People's Republic of China, and ^bDepartment of Materials and Chemistry Engineering, Taishan University, 271021 Taian, Shandong, People's Republic of China
^*Correspondence e-mail: zhengzebao@163.com

(Received 15 November 2007; accepted 12 December 2007; online 18 December 2007)

In the title compound, C₁₇H₁₄N₄O₂·1.5H₂O, the mean planes of the pyridine ring and quinoline group make a dihedral angle of 21.0 (2)°. One water molecule lies on a twofold rotation axis. The organic molecules and the three water molecules are linked into infinite chains by N—H⋯O, O—H⋯O and O—H⋯N hydrogen bonds.

Related literature

For related literature, see: Chen & Shi (1998 ); Moawad & Hanna (2002 ).

Experimental

Crystal data

C₁₇H₁₄N₄O₂·1.5H₂O
M_r = 333.35
Monoclinic, C 2/c
a = 16.3206 (19) Å
b = 15.6706 (19) Å
c = 13.5692 (16) Å
β = 105.623 (3)°
V = 3342.2 (7) Å³
Z = 8
Mo Kα radiation
μ = 0.10 mm⁻¹
T = 295 K
0.26 × 0.22 × 0.18 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.976, T_max = 0.983
8726 measured reflections
2962 independent reflections
1974 reflections with I > 2σ(I)
R_int = 0.034

Refinement

R[F² > 2σ(F²)] = 0.045
wR(F²) = 0.113
S = 1.00
2962 reflections
222 parameters
H-atom parameters constrained
Δρ_max = 0.23 e Å⁻³
Δρ_min = −0.24 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H19⋯N4ⁱ	0.85	2.14	2.914 (2)	151
N2—H2⋯O3	0.86	2.10	2.890 (2)	153
O3—H18⋯N1	0.85	1.91	2.7582 (19)	175
O4—H20⋯O3ⁱⁱ	0.85	2.48	2.825 (2)	105
Symmetry codes: (i) $[-x-{\script{1\over 2}}, -y+{\script{3\over 2}}, -z]$ ; (ii) $[-x+{\script{1\over 2}}, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ .

Data collection: SMART (Siemens, 1996 ); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a ); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b ); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks global, I. DOI: https://doi.org/10.1107/S1600536807066664/rk2067sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536807066664/rk2067Isup2.hkl

checkCIF report

Comment top

8–Hydroxyquinoline and its derivatives are of the most extensively investigated ligands in the coordination chemistry (Chen & Shi, 1998; Moawad & Hanna, 2002). In course of our studies on searching for good extractants of metal ions or a biologically active material, the title compound, (I), was synthesized and its crystal structure determined. The conformation along the O1–C10–C11–N2–N3–C12–C13 bond sequence is (-)gauche–trans–trans–trans (Fig.1). The mean planes of the pyridine ring and quinoline group make a dihedral angle of the molecules are 21.0 (2)°. The two molecules and the three water molecules are linked into infinite chains by N—H···O, O—H···O and O—H···N hydrogen bonds (Fig. 2).

Related literature top

For related literature, see: Chen & Shi (1998); Moawad & Hanna (2002).

Experimental top

2–(Quinolin–8–yl-oxy)acetohydrazide (0.01 mol), 4–pyridylaldehyde (0.01 mol), ethanol (40 ml) and three drops of acetic acid were added to a 100 ml flask, and refluxed for 6 h. After cooling to room temperature, the mixture was filtered. Colourless single crystals suitable for X–ray diffraction study were obtained by slow evaporation of a tetrahydrofuran solution over a period of 1 d. (m.p. 361 K). Elemental analysis calc.: C 61.25, H 5.14, N 16.80%; found: C 61.19, H 5.21, N 16.77%.

Structure description top

For related literature, see: Chen & Shi (1998); Moawad & Hanna (2002).

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SMART (Siemens, 1996); data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL (Sheldrick, 1997b).

Figures top

	Fig. 1. The molecular structure of the title compound with the numbering scheme. Displacement ellipsoids are drawn at the 50% probability level. H atoms are presented as small spheres of arbitrary radius. The dashed lines indicate hydrogen bonds.
	Fig. 2. The infinite chains structure via hydrogen bonds in the title compound. The dashed lines indicate hydrogen bonds. H atoms not involved in H bonds have been omitted for clarity.

(E)-N'-(4-Pyridylmethylene)-2-(quinolin-8-yloxy)acetohydrazide sesquihydrate top

Crystal data top

C₁₇H₁₄N₄O₂·1.5H₂O	F(000) = 1400
M_r = 333.35	D_x = 1.325 Mg m⁻³
Monoclinic, C2/c	Melting point: 361 K
Hall symbol: -c 2yc	Mo Kα radiation, λ = 0.71073 Å
a = 16.3206 (19) Å	Cell parameters from 1750 reflections
b = 15.6706 (19) Å	θ = 2.6–22.1°
c = 13.5692 (16) Å	µ = 0.10 mm⁻¹
β = 105.623 (3)°	T = 295 K
V = 3342.2 (7) Å³	Block, colorless
Z = 8	0.26 × 0.22 × 0.18 mm

Data collection top

Bruker SMART CCD area-detector diffractometer	2962 independent reflections
Radiation source: fine–focus sealed tube	1974 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.034
φ and ω scans	θ_max = 25.1°, θ_min = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −18→19
T_min = 0.976, T_max = 0.983	k = −15→18
8726 measured reflections	l = −16→15

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)] = 0.045	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.113	H-atom parameters constrained
S = 1.00	w = 1/[σ²(F_o²) + (0.0416P)² + 1.6836P] where P = (F_o² + 2F_c²)/3
2962 reflections	(Δ/σ)_max < 0.001
222 parameters	Δρ_max = 0.23 e Å⁻³
0 restraints	Δρ_min = −0.24 e Å⁻³

Crystal data top

C₁₇H₁₄N₄O₂·1.5H₂O	V = 3342.2 (7) Å³
M_r = 333.35	Z = 8
Monoclinic, C2/c	Mo Kα radiation
a = 16.3206 (19) Å	µ = 0.10 mm⁻¹
b = 15.6706 (19) Å	T = 295 K
c = 13.5692 (16) Å	0.26 × 0.22 × 0.18 mm
β = 105.623 (3)°

Data collection top

Bruker SMART CCD area-detector diffractometer	2962 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	1974 reflections with I > 2σ(I)
T_min = 0.976, T_max = 0.983	R_int = 0.034
8726 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.045	0 restraints
wR(F²) = 0.113	H-atom parameters constrained
S = 1.00	Δρ_max = 0.23 e Å⁻³
2962 reflections	Δρ_min = −0.24 e Å⁻³
222 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 > 2σ(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
O1	0.15472 (7)	0.61002 (8)	0.13430 (10)	0.0522 (4)
O2	−0.00480 (9)	0.45270 (10)	0.11135 (14)	0.0848 (6)
O3	0.03989 (8)	0.77138 (9)	0.10648 (12)	0.0679 (5)
H18	0.0924	0.7680	0.1089	0.102*
H19	0.0139	0.7832	0.0448	0.102*
O4	0.5000	0.38335 (19)	0.2500	0.198 (2)
H20	0.4541	0.3547	0.2364	0.297*
N1	0.21216 (9)	0.76870 (10)	0.12366 (12)	0.0480 (4)
N2	−0.01021 (9)	0.59689 (11)	0.12749 (13)	0.0563 (5)
H2	0.0178	0.6440	0.1386	0.068*
N3	−0.09687 (10)	0.59595 (12)	0.11520 (13)	0.0586 (5)
N4	−0.39872 (12)	0.69428 (16)	0.07266 (16)	0.0784 (6)
C1	0.24172 (13)	0.84681 (13)	0.12079 (16)	0.0570 (6)
H1	0.2036	0.8919	0.1147	0.068*
C2	0.32621 (13)	0.86644 (15)	0.12628 (16)	0.0621 (6)
H2A	0.3437	0.9228	0.1248	0.074*
C3	0.38204 (13)	0.80125 (15)	0.13380 (16)	0.0596 (6)
H3	0.4386	0.8127	0.1370	0.071*
C4	0.35495 (11)	0.71610 (13)	0.13688 (15)	0.0504 (5)
C5	0.40959 (12)	0.64574 (16)	0.14487 (17)	0.0642 (6)
H5	0.4662	0.6543	0.1460	0.077*
C6	0.38064 (13)	0.56572 (16)	0.15098 (18)	0.0671 (6)
H6A	0.4179	0.5198	0.1576	0.081*
C7	0.29443 (12)	0.55081 (14)	0.14739 (16)	0.0591 (6)
H7	0.2753	0.4954	0.1514	0.071*
C8	0.23931 (11)	0.61774 (13)	0.13810 (14)	0.0463 (5)
C9	0.26813 (11)	0.70304 (12)	0.13252 (13)	0.0429 (5)
C10	0.12326 (11)	0.52542 (12)	0.13095 (17)	0.0561 (6)
H10A	0.1537	0.4956	0.1926	0.067*
H10B	0.1344	0.4959	0.0730	0.067*
C11	0.02969 (13)	0.52209 (15)	0.12202 (16)	0.0577 (6)
C12	−0.12998 (13)	0.66627 (15)	0.13033 (16)	0.0575 (6)
H12	−0.0953	0.7134	0.1524	0.069*
C13	−0.22215 (12)	0.67417 (14)	0.11357 (15)	0.0549 (5)
C14	−0.27696 (13)	0.60665 (16)	0.07901 (19)	0.0730 (7)
H14	−0.2559	0.5532	0.0688	0.088*
C15	−0.36330 (15)	0.62007 (19)	0.0599 (2)	0.0873 (8)
H15	−0.3993	0.5741	0.0365	0.105*
C16	−0.34569 (15)	0.75802 (17)	0.10755 (17)	0.0701 (7)
H16	−0.3684	0.8105	0.1185	0.084*
C17	−0.25845 (14)	0.75065 (15)	0.12848 (15)	0.0617 (6)
H17	−0.2240	0.7976	0.1528	0.074*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O1	0.0346 (7)	0.0500 (8)	0.0732 (10)	−0.0113 (6)	0.0166 (6)	0.0027 (7)
O2	0.0579 (10)	0.0641 (11)	0.1351 (16)	−0.0255 (8)	0.0306 (10)	0.0071 (10)
O3	0.0428 (8)	0.0768 (10)	0.0849 (11)	−0.0025 (7)	0.0187 (7)	0.0064 (8)
O4	0.389 (7)	0.066 (2)	0.178 (4)	0.000	0.143 (4)	0.000
N1	0.0389 (9)	0.0527 (10)	0.0519 (10)	−0.0096 (8)	0.0112 (7)	0.0016 (8)
N2	0.0345 (9)	0.0646 (12)	0.0699 (12)	−0.0164 (8)	0.0143 (8)	0.0004 (9)
N3	0.0357 (9)	0.0750 (13)	0.0656 (12)	−0.0128 (9)	0.0143 (8)	0.0074 (10)
N4	0.0464 (12)	0.1033 (17)	0.0859 (15)	0.0024 (12)	0.0187 (10)	0.0101 (13)
C1	0.0543 (13)	0.0545 (13)	0.0609 (14)	−0.0101 (10)	0.0135 (10)	0.0021 (10)
C2	0.0570 (14)	0.0624 (14)	0.0675 (15)	−0.0236 (11)	0.0179 (11)	−0.0018 (11)
C3	0.0423 (12)	0.0770 (16)	0.0602 (14)	−0.0246 (12)	0.0151 (10)	−0.0027 (12)
C4	0.0366 (11)	0.0681 (14)	0.0476 (12)	−0.0130 (10)	0.0130 (9)	−0.0041 (10)
C5	0.0331 (11)	0.0861 (17)	0.0747 (16)	−0.0066 (11)	0.0166 (10)	−0.0016 (13)
C6	0.0426 (12)	0.0750 (16)	0.0851 (17)	0.0079 (11)	0.0192 (11)	0.0010 (13)
C7	0.0464 (12)	0.0551 (13)	0.0758 (16)	−0.0032 (10)	0.0164 (11)	0.0019 (11)
C8	0.0311 (10)	0.0576 (12)	0.0498 (12)	−0.0081 (9)	0.0103 (9)	0.0003 (9)
C9	0.0338 (10)	0.0547 (12)	0.0400 (11)	−0.0094 (9)	0.0099 (8)	−0.0001 (9)
C10	0.0401 (11)	0.0504 (12)	0.0775 (15)	−0.0104 (9)	0.0150 (10)	0.0061 (11)
C11	0.0464 (12)	0.0593 (14)	0.0683 (15)	−0.0143 (11)	0.0171 (11)	0.0073 (11)
C12	0.0435 (12)	0.0731 (16)	0.0559 (14)	−0.0153 (11)	0.0137 (10)	0.0025 (11)
C13	0.0406 (11)	0.0760 (15)	0.0486 (12)	−0.0087 (11)	0.0130 (9)	0.0102 (11)
C14	0.0436 (13)	0.0765 (16)	0.0971 (19)	−0.0079 (12)	0.0161 (12)	0.0066 (14)
C15	0.0456 (15)	0.092 (2)	0.120 (2)	−0.0133 (13)	0.0158 (14)	0.0047 (17)
C16	0.0623 (15)	0.0892 (18)	0.0631 (15)	0.0073 (14)	0.0243 (12)	0.0065 (13)
C17	0.0587 (14)	0.0788 (16)	0.0503 (13)	−0.0065 (12)	0.0192 (11)	0.0026 (11)

Geometric parameters (Å, º) top

O1—C8	1.373 (2)	C4—C9	1.417 (2)
O1—C10	1.418 (2)	C5—C6	1.351 (3)
O2—C11	1.215 (2)	C5—H5	0.9300
O3—H18	0.8499	C6—C7	1.414 (3)
O3—H19	0.8500	C6—H6A	0.9300
O4—H20	0.8501	C7—C8	1.365 (3)
N1—C1	1.320 (2)	C7—H7	0.9300
N1—C9	1.360 (2)	C8—C9	1.426 (3)
N2—C11	1.353 (3)	C10—C11	1.500 (3)
N2—N3	1.379 (2)	C10—H10A	0.9700
N2—H2	0.8598	C10—H10B	0.9700
N3—C12	1.268 (3)	C12—C13	1.465 (3)
N4—C16	1.323 (3)	C12—H12	0.9300
N4—C15	1.331 (3)	C13—C17	1.376 (3)
C1—C2	1.395 (3)	C13—C14	1.383 (3)
C1—H1	0.9300	C14—C15	1.378 (3)
C2—C3	1.354 (3)	C14—H14	0.9300
C2—H2A	0.9300	C15—H15	0.9300
C3—C4	1.410 (3)	C16—C17	1.380 (3)
C3—H3	0.9300	C16—H16	0.9300
C4—C5	1.404 (3)	C17—H17	0.9300

C8—O1—C10	115.81 (15)	O1—C8—C9	115.05 (16)
H18—O3—H19	106.4	N1—C9—C4	122.34 (17)
C1—N1—C9	117.52 (16)	N1—C9—C8	119.39 (15)
C11—N2—N3	118.52 (17)	C4—C9—C8	118.27 (17)
C11—N2—H2	120.8	O1—C10—C11	112.77 (17)
N3—N2—H2	120.6	O1—C10—H10A	109.0
C12—N3—N2	116.05 (17)	C11—C10—H10A	109.0
C16—N4—C15	116.2 (2)	O1—C10—H10B	109.0
N1—C1—C2	124.5 (2)	C11—C10—H10B	109.0
N1—C1—H1	117.7	H10A—C10—H10B	107.8
C2—C1—H1	117.7	O2—C11—N2	124.59 (19)
C3—C2—C1	118.2 (2)	O2—C11—C10	118.0 (2)
C3—C2—H2A	120.9	N2—C11—C10	117.40 (18)
C1—C2—H2A	120.9	N3—C12—C13	120.9 (2)
C2—C3—C4	120.42 (18)	N3—C12—H12	119.6
C2—C3—H3	119.8	C13—C12—H12	119.6
C4—C3—H3	119.8	C17—C13—C14	116.83 (19)
C5—C4—C3	123.23 (18)	C17—C13—C12	121.0 (2)
C5—C4—C9	119.81 (18)	C14—C13—C12	122.1 (2)
C3—C4—C9	116.96 (19)	C15—C14—C13	118.8 (2)
C6—C5—C4	120.57 (19)	C15—C14—H14	120.6
C6—C5—H5	119.7	C13—C14—H14	120.6
C4—C5—H5	119.7	N4—C15—C14	124.5 (2)
C5—C6—C7	120.8 (2)	N4—C15—H15	117.7
C5—C6—H6A	119.6	C14—C15—H15	117.7
C7—C6—H6A	119.6	N4—C16—C17	123.4 (2)
C8—C7—C6	120.1 (2)	N4—C16—H16	118.3
C8—C7—H7	120.0	C17—C16—H16	118.3
C6—C7—H7	120.0	C13—C17—C16	120.3 (2)
C7—C8—O1	124.51 (17)	C13—C17—H17	119.9
C7—C8—C9	120.43 (17)	C16—C17—H17	119.9

C11—N2—N3—C12	173.72 (19)	C7—C8—C9—N1	−179.76 (18)
C9—N1—C1—C2	0.0 (3)	O1—C8—C9—N1	−0.3 (3)
N1—C1—C2—C3	0.9 (3)	C7—C8—C9—C4	0.0 (3)
C1—C2—C3—C4	−0.6 (3)	O1—C8—C9—C4	179.47 (16)
C2—C3—C4—C5	−179.8 (2)	C8—O1—C10—C11	−177.36 (17)
C2—C3—C4—C9	−0.4 (3)	N3—N2—C11—O2	−3.4 (3)
C3—C4—C5—C6	177.7 (2)	N3—N2—C11—C10	177.31 (17)
C9—C4—C5—C6	−1.6 (3)	O1—C10—C11—O2	174.94 (19)
C4—C5—C6—C7	1.3 (4)	O1—C10—C11—N2	−5.7 (3)
C5—C6—C7—C8	−0.3 (4)	N2—N3—C12—C13	176.33 (17)
C6—C7—C8—O1	−179.76 (19)	N3—C12—C13—C17	−179.1 (2)
C6—C7—C8—C9	−0.3 (3)	N3—C12—C13—C14	−1.2 (3)
C10—O1—C8—C7	−5.7 (3)	C17—C13—C14—C15	1.3 (3)
C10—O1—C8—C9	174.83 (16)	C12—C13—C14—C15	−176.6 (2)
C1—N1—C9—C4	−1.1 (3)	C16—N4—C15—C14	−1.0 (4)
C1—N1—C9—C8	178.67 (17)	C13—C14—C15—N4	−0.2 (4)
C5—C4—C9—N1	−179.27 (18)	C15—N4—C16—C17	1.2 (4)
C3—C4—C9—N1	1.3 (3)	C14—C13—C17—C16	−1.1 (3)
C5—C4—C9—C8	1.0 (3)	C12—C13—C17—C16	176.83 (19)
C3—C4—C9—C8	−178.43 (18)	N4—C16—C17—C13	−0.1 (3)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O3—H19···N4ⁱ	0.85	2.14	2.914 (2)	151
N2—H2···O3	0.86	2.10	2.890 (2)	153
O3—H18···N1	0.85	1.91	2.7582 (19)	175
O4—H20···O3ⁱⁱ	0.85	2.48	2.825 (2)	105

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

Experimental details

Crystal data
Chemical formula	C₁₇H₁₄N₄O₂·1.5H₂O
M_r	333.35
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	295
a, b, c (Å)	16.3206 (19), 15.6706 (19), 13.5692 (16)
β (°)	105.623 (3)
V (Å³)	3342.2 (7)
Z	8
Radiation type	Mo Kα
µ (mm⁻¹)	0.10
Crystal size (mm)	0.26 × 0.22 × 0.18

Data collection
Diffractometer	Bruker SMART CCD area-detector
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.976, 0.983
No. of measured, independent and observed [I > 2σ(I)] reflections	8726, 2962, 1974
R_int	0.034
(sin θ/λ)_max (Å⁻¹)	0.596

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.045, 0.113, 1.00
No. of reflections	2962
No. of parameters	222
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.23, −0.24

Computer programs: SMART (Siemens, 1996), SAINT (Siemens, 1996), SHELXS97 (Sheldrick, 1997a), SHELXL97 (Sheldrick, 1997a), SHELXTL (Sheldrick, 1997b).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O3—H19···N4ⁱ	0.85	2.14	2.914 (2)	150.8
N2—H2···O3	0.86	2.10	2.890 (2)	153.4
O3—H18···N1	0.85	1.91	2.7582 (19)	174.7
O4—H20···O3ⁱⁱ	0.85	2.48	2.825 (2)	105.3

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

Acknowledgements

This project was supported by the Postgraduate Foundation of Taishan University (No. Y05–2–02).

References

Chen, C. H. & Shi, J. M. (1998). Coord. Chem. Rev. 171, 161–174. Web of Science CrossRef CAS Google Scholar
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Sheldrick, G. M. (1997a). SHELXS97 and SHELXL97. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (1997b). SHELXTL. Version 5.1. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Siemens (1996). SMART and SAINT. Siemens Analytical X–ray Instruments Inc., Madison, Wisconsin, USA. Google Scholar