Aqua­[N-phenyl-2-(quinolin-8-yl­oxy)acetamide]dinitratozinc(II)

Wu, W.-N.; Wang, Y.; Zhang, A.-Y.; Zhao, R.-Q.; Wang, Q.-F.

doi:10.1107/S160053681000471X

metal-organic compounds

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ISSN: 2056-9890

Volume 66| Part 3| March 2010| Page m288

doi:10.1107/S160053681000471X

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Aqua[N-phenyl-2-(quinolin-8-yloxy)acetamide]dinitratozinc(II)

Wei-Na Wu,^a Yuan Wang,^a ^* Ai-Yun Zhang,^a Rui-Qi Zhao ^a and Qiu-Fen Wang ^a

^aDepartment of Physics and Chemistry, Henan Polytechnic University, Jiaozuo 454000, People's Republic of China
^*Correspondence e-mail: wangyuan08@hpu.edu.cn

(Received 13 January 2010; accepted 6 February 2010; online 13 February 2010)

In the title complex, [Zn(NO₃)₂(C₁₇H₁₄N₂O₂)(H₂O)], the six-coordinated Zn atom is in a distorted octahedral geometry, the donor centers being two O atoms and one N atom from the tridentate organic ligand, a water O atom and two O atoms from two monodentate nitrate ions. In the crystal, O—H⋯O hydrogen bonds between the coordinated water molecules and nitrate O atoms and N—H⋯O hydrogen bonds between the main ligand and nitrate O atoms consolidate the three-dimensional network.

Related literature

For the synthesis of N-phenyl-2-(quinolin-8-yloxy)acetamide, see: Li et al. (2005 ); Wu et al. (2006 ). For the crystal structure of the hydrate of this molecule, see: Li et al. (2005). For the coordination ability of related amides to lanthanides, see: Cai & Tan (2002 ); Wu et al. (2006).

Experimental

Crystal data

[Zn(NO₃)₂(C₁₇H₁₄N₂O₂)(H₂O)]
M_r = 485.71
Triclinic, $[P \overline 1]$
a = 7.9980 (14) Å
b = 9.5109 (16) Å
c = 13.359 (2) Å
α = 94.876 (2)°
β = 96.496 (2)°
γ = 106.031 (2)°
V = 963.2 (3) Å³
Z = 2
Mo Kα radiation
μ = 1.34 mm⁻¹
T = 296 K
0.30 × 0.19 × 0.11 mm

Data collection

Bruker SMART CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 1997 ) T_min = 0.745, T_max = 0.863
10541 measured reflections
4030 independent reflections
3454 reflections with I > 2σ(I)
R_int = 0.028

Refinement

R[F² > 2σ(F²)] = 0.034
wR(F²) = 0.093
S = 1.05
4030 reflections
281 parameters
H-atom parameters constrained
Δρ_max = 0.66 e Å⁻³
Δρ_min = −0.39 e Å⁻³

Table 1
Selected geometric parameters (Å, °)

Zn1—O6	2.0231 (17)
Zn1—O3	2.0494 (17)
Zn1—O9	2.0818 (17)
Zn1—O2	2.1110 (15)
Zn1—N1	2.1166 (17)
Zn1—O1	2.2612 (16)

O6—Zn1—O3	103.05 (7)
O6—Zn1—O9	86.57 (8)
O3—Zn1—O9	170.28 (7)
O6—Zn1—O2	93.07 (7)
O3—Zn1—O2	95.75 (7)
O9—Zn1—O2	85.04 (7)
O6—Zn1—N1	120.13 (8)
O3—Zn1—N1	86.60 (7)
O9—Zn1—N1	87.29 (7)
O2—Zn1—N1	145.38 (7)
O6—Zn1—O1	163.42 (7)
O3—Zn1—O1	86.10 (7)
O9—Zn1—O1	84.93 (7)
O2—Zn1—O1	72.04 (6)
N1—Zn1—O1	73.67 (6)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O9—H9A⋯O6ⁱ	0.82	1.99	2.803 (3)	173
O9—H9B⋯O4ⁱⁱ	0.88	1.97	2.797 (3)	155
N2—H2⋯O8ⁱⁱⁱ	0.86	2.07	2.869 (3)	155
Symmetry codes: (i) -x+1, -y+2, -z; (ii) x+1, y, z; (iii) x, y-1, z.

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); 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); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, New_Global_Publ_Block. DOI: 10.1107/S160053681000471X/bh2270sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S160053681000471X/bh2270Isup2.hkl

checkCIF report

Comment top

Including our previous work (Wu et al., 2006), the amide type ligands have been widely used to enhance the luminescent emissions of the lanthanide ions because of their excellent coordination ability (Cai & Tan, 2002). However, little work has been done on their transition metal complexes. Therefore, as part of our ongoing studies of the amide type ligands, the title complex was synthesized and characterized by X-ray diffraction.

As shown in Fig. 1, in the title complex, the six-coordinated Zn atom is in a distorted octahedral geometry with the donor centers of two O atoms and one N atom from the ligand, one O atom from one water molecule and two O atoms from two nitrate ions. The dihedral angle between phenyl ring and naphthyl ring is 22.5 (1)°.

In the crystal, O—H···O hydrogen bonds between the coordinated water molecules and nitrate O atoms, and N—H···O hydrogen bonds between the ligands and nitrate O atoms are helpful to consolidate the three-dimensional network (Fig. 2).

Related literature top

For the synthesis of N-phenyl-2-(quinolin-8-yloxy)acetamide, see: Li et al. (2005); Wu et al. (2006). For the crystal structure of the hydrate of this molecule, see: Li et al. (2005). For the coordination ability of related amides to lanthanides, see: Cai & Tan (2002); Wu et al. (2006).

Experimental top

N-phenyl-2-(quinolin-8-yloxy)acetamide (Wu et al., 2006; Li et al., 2005) (0.278 g, 1 mmol) was dissolved in acetonitrile (10 ml), then an acetonitrile solution (10 ml) containing zinc nitrate hexahydrate (0.295 g, 1 mmol) was added dropwise at room temperature. After stirring for 2 h, the mixture was filtered and set aside to crystallize at room temperature for 8 d, giving colorless prismatic crystals.

Computing details top

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT (Bruker, 1997); 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 molecular structure shown with 50% probability displacement ellipsoids.
	Fig. 2. The crystal packing for the title complex via hydrogen bonds (dashed lines).

Aqua[N-phenyl-2-(quinolin-8-yloxy)acetamide]dinitratozinc(II) top

Crystal data top

[Zn(NO₃)₂(C₁₇H₁₄N₂O₂)(H₂O)]	Z = 2
M_r = 485.71	F(000) = 496
Triclinic, P1	D_x = 1.675 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.9980 (14) Å	Cell parameters from 4639 reflections
b = 9.5109 (16) Å	θ = 2.6–26.4°
c = 13.359 (2) Å	µ = 1.34 mm⁻¹
α = 94.876 (2)°	T = 296 K
β = 96.496 (2)°	Prism, colorless
γ = 106.031 (2)°	0.30 × 0.19 × 0.11 mm
V = 963.2 (3) Å³

Data collection top

Bruker SMART CCD diffractometer	4030 independent reflections
Radiation source: fine-focus sealed tube	3454 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.028
ϕ and ω scans	θ_max = 26.7°, θ_min = 2.2°
Absorption correction: multi-scan (SADABS; Bruker, 1997)	h = −10→10
T_min = 0.745, T_max = 0.863	k = −11→11
10541 measured reflections	l = −16→16

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)] = 0.034	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.093	H-atom parameters constrained
S = 1.05	w = 1/[σ²(F_o²) + (0.0544P)² + 0.1851P] where P = (F_o² + 2F_c²)/3
4030 reflections	(Δ/σ)_max < 0.001
281 parameters	Δρ_max = 0.66 e Å⁻³
0 restraints	Δρ_min = −0.39 e Å⁻³

Crystal data top

[Zn(NO₃)₂(C₁₇H₁₄N₂O₂)(H₂O)]	γ = 106.031 (2)°
M_r = 485.71	V = 963.2 (3) Å³
Triclinic, P1	Z = 2
a = 7.9980 (14) Å	Mo Kα radiation
b = 9.5109 (16) Å	µ = 1.34 mm⁻¹
c = 13.359 (2) Å	T = 296 K
α = 94.876 (2)°	0.30 × 0.19 × 0.11 mm
β = 96.496 (2)°

Data collection top

Bruker SMART CCD diffractometer	4030 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 1997)	3454 reflections with I > 2σ(I)
T_min = 0.745, T_max = 0.863	R_int = 0.028
10541 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.034	0 restraints
wR(F²) = 0.093	H-atom parameters constrained
S = 1.05	Δρ_max = 0.66 e Å⁻³
4030 reflections	Δρ_min = −0.39 e Å⁻³
281 parameters

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

	x	y	z	U_iso*/U_eq
Zn1	0.40610 (3)	0.96202 (3)	0.180722 (18)	0.03178 (10)
O1	0.3965 (2)	0.74601 (17)	0.24213 (12)	0.0397 (4)
O2	0.2694 (2)	0.78947 (17)	0.06551 (12)	0.0379 (4)
O3	0.1934 (2)	0.9611 (2)	0.25329 (13)	0.0468 (4)
O4	−0.0719 (3)	0.9596 (3)	0.26368 (17)	0.0721 (6)
O5	0.0289 (3)	0.9897 (3)	0.12235 (16)	0.0820 (8)
O6	0.4097 (3)	1.1192 (2)	0.08737 (14)	0.0524 (5)
O7	0.3915 (4)	1.2818 (2)	0.20478 (17)	0.0757 (7)
O8	0.3628 (4)	1.3175 (2)	0.04674 (17)	0.0769 (7)
O9	0.6309 (2)	0.9394 (2)	0.12457 (14)	0.0566 (5)
H9A	0.6102	0.9205	0.0626	0.085*
H9B	0.7372	0.9403	0.1513	0.085*
N1	0.5583 (2)	1.0166 (2)	0.32636 (13)	0.0337 (4)
N2	0.2226 (3)	0.5535 (2)	−0.00405 (15)	0.0401 (5)
H2	0.2306	0.4695	0.0117	0.048*
N3	0.0477 (3)	0.9699 (2)	0.21100 (16)	0.0447 (5)
N4	0.3863 (3)	1.2425 (2)	0.11447 (17)	0.0480 (5)
C1	0.6333 (3)	1.1531 (3)	0.36958 (19)	0.0450 (6)
H1	0.6103	1.2301	0.3375	0.054*
C2	0.7469 (4)	1.1865 (3)	0.4625 (2)	0.0530 (7)
H2A	0.7961	1.2840	0.4912	0.064*
C3	0.7839 (4)	1.0767 (3)	0.50957 (19)	0.0528 (7)
H3	0.8605	1.0985	0.5703	0.063*
C4	0.7068 (3)	0.9290 (3)	0.46704 (17)	0.0431 (6)
C5	0.7382 (4)	0.8075 (4)	0.5099 (2)	0.0566 (7)
H5	0.8126	0.8223	0.5711	0.068*
C6	0.6612 (4)	0.6687 (4)	0.4632 (2)	0.0608 (8)
H6	0.6842	0.5897	0.4927	0.073*
C7	0.5464 (4)	0.6413 (3)	0.37011 (19)	0.0510 (7)
H7	0.4958	0.5456	0.3383	0.061*
C8	0.5119 (3)	0.7573 (3)	0.32834 (17)	0.0370 (5)
C9	0.5925 (3)	0.9046 (3)	0.37403 (16)	0.0343 (5)
C10	0.3655 (3)	0.6234 (3)	0.16737 (18)	0.0411 (5)
H10A	0.2877	0.5363	0.1880	0.049*
H10B	0.4750	0.6033	0.1567	0.049*
C11	0.2808 (3)	0.6650 (2)	0.07116 (17)	0.0339 (5)
C12	0.1501 (3)	0.5535 (3)	−0.10558 (18)	0.0381 (5)
C13	0.1263 (4)	0.4259 (3)	−0.1706 (2)	0.0494 (6)
H13	0.1577	0.3465	−0.1465	0.059*
C14	0.0558 (4)	0.4166 (3)	−0.2714 (2)	0.0610 (8)
H14	0.0408	0.3311	−0.3150	0.073*
C15	0.0081 (4)	0.5329 (3)	−0.3068 (2)	0.0629 (8)
H15	−0.0394	0.5267	−0.3744	0.076*
C16	0.0308 (4)	0.6595 (3)	−0.2417 (2)	0.0604 (8)
H16	−0.0018	0.7382	−0.2661	0.072*
C17	0.1011 (4)	0.6711 (3)	−0.1408 (2)	0.0493 (6)
H17	0.1154	0.7566	−0.0974	0.059*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Zn1	0.03517 (16)	0.03244 (16)	0.02720 (15)	0.01224 (11)	−0.00243 (10)	0.00149 (10)
O1	0.0471 (9)	0.0359 (9)	0.0332 (8)	0.0153 (7)	−0.0107 (7)	−0.0015 (7)
O2	0.0448 (9)	0.0303 (8)	0.0348 (8)	0.0113 (7)	−0.0075 (7)	−0.0007 (6)
O3	0.0357 (9)	0.0719 (12)	0.0367 (9)	0.0229 (8)	0.0013 (7)	0.0082 (8)
O4	0.0428 (11)	0.1124 (19)	0.0713 (15)	0.0334 (12)	0.0168 (10)	0.0182 (13)
O5	0.0611 (14)	0.148 (2)	0.0473 (13)	0.0476 (15)	−0.0026 (10)	0.0271 (14)
O6	0.0806 (13)	0.0421 (10)	0.0500 (11)	0.0342 (10)	0.0243 (10)	0.0164 (8)
O7	0.115 (2)	0.0597 (14)	0.0523 (13)	0.0335 (13)	0.0008 (12)	−0.0042 (11)
O8	0.126 (2)	0.0575 (13)	0.0664 (14)	0.0540 (14)	0.0119 (13)	0.0232 (11)
O9	0.0378 (10)	0.0931 (15)	0.0413 (10)	0.0280 (10)	0.0000 (8)	−0.0016 (10)
N1	0.0325 (10)	0.0397 (11)	0.0271 (9)	0.0100 (8)	−0.0001 (7)	0.0016 (8)
N2	0.0509 (12)	0.0290 (10)	0.0365 (11)	0.0114 (9)	−0.0060 (9)	−0.0010 (8)
N3	0.0375 (11)	0.0521 (13)	0.0450 (12)	0.0175 (9)	−0.0009 (9)	0.0022 (10)
N4	0.0587 (14)	0.0367 (11)	0.0504 (13)	0.0177 (10)	0.0046 (11)	0.0070 (10)
C1	0.0481 (14)	0.0432 (14)	0.0376 (13)	0.0074 (11)	0.0004 (11)	−0.0016 (11)
C2	0.0539 (16)	0.0532 (16)	0.0370 (14)	−0.0016 (13)	−0.0032 (12)	−0.0062 (12)
C3	0.0450 (15)	0.0700 (19)	0.0307 (13)	0.0029 (13)	−0.0070 (11)	−0.0007 (12)
C4	0.0370 (13)	0.0630 (16)	0.0257 (11)	0.0110 (11)	−0.0010 (9)	0.0032 (11)
C5	0.0592 (17)	0.079 (2)	0.0327 (13)	0.0256 (15)	−0.0087 (12)	0.0133 (14)
C6	0.077 (2)	0.068 (2)	0.0456 (16)	0.0351 (17)	−0.0035 (14)	0.0193 (14)
C7	0.0645 (17)	0.0495 (15)	0.0398 (14)	0.0212 (13)	−0.0035 (12)	0.0092 (12)
C8	0.0382 (12)	0.0444 (13)	0.0282 (11)	0.0142 (10)	−0.0012 (9)	0.0045 (9)
C9	0.0299 (11)	0.0461 (13)	0.0263 (11)	0.0110 (9)	0.0023 (8)	0.0043 (9)
C10	0.0516 (14)	0.0333 (12)	0.0362 (12)	0.0150 (10)	−0.0056 (10)	−0.0008 (10)
C11	0.0323 (11)	0.0328 (12)	0.0340 (12)	0.0080 (9)	−0.0006 (9)	0.0021 (9)
C12	0.0377 (12)	0.0352 (12)	0.0351 (12)	0.0043 (9)	−0.0016 (9)	−0.0008 (9)
C13	0.0568 (16)	0.0402 (14)	0.0447 (14)	0.0107 (12)	−0.0035 (12)	−0.0051 (11)
C14	0.072 (2)	0.0539 (17)	0.0426 (15)	0.0062 (14)	−0.0029 (14)	−0.0165 (13)
C15	0.075 (2)	0.0621 (19)	0.0345 (14)	0.0007 (15)	−0.0108 (13)	−0.0008 (13)
C16	0.073 (2)	0.0503 (17)	0.0489 (16)	0.0117 (14)	−0.0149 (14)	0.0106 (13)
C17	0.0614 (17)	0.0370 (13)	0.0413 (14)	0.0084 (12)	−0.0077 (12)	−0.0008 (11)

Geometric parameters (Å, º) top

Zn1—O6	2.0231 (17)	C3—C4	1.408 (4)
Zn1—O3	2.0494 (17)	C3—H3	0.9300
Zn1—O9	2.0818 (17)	C4—C5	1.403 (4)
Zn1—O2	2.1110 (15)	C4—C9	1.418 (3)
Zn1—N1	2.1166 (17)	C5—C6	1.354 (4)
Zn1—O1	2.2612 (16)	C5—H5	0.9300
O1—C8	1.369 (3)	C6—C7	1.418 (4)
O1—C10	1.416 (3)	C6—H6	0.9300
O2—C11	1.220 (3)	C7—C8	1.358 (3)
O3—N3	1.264 (3)	C7—H7	0.9300
O4—N3	1.238 (3)	C8—C9	1.421 (3)
O5—N3	1.214 (3)	C10—C11	1.518 (3)
O6—N4	1.266 (3)	C10—H10A	0.9700
O7—N4	1.225 (3)	C10—H10B	0.9700
O8—N4	1.228 (3)	C12—C17	1.384 (4)
O9—H9A	0.8200	C12—C13	1.385 (3)
O9—H9B	0.8812	C13—C14	1.385 (4)
N1—C1	1.320 (3)	C13—H13	0.9300
N1—C9	1.360 (3)	C14—C15	1.370 (4)
N2—C11	1.339 (3)	C14—H14	0.9300
N2—C12	1.414 (3)	C15—C16	1.379 (4)
N2—H2	0.8600	C15—H15	0.9300
C1—C2	1.409 (4)	C16—C17	1.384 (4)
C1—H1	0.9300	C16—H16	0.9300
C2—C3	1.347 (4)	C17—H17	0.9300
C2—H2A	0.9300

O6—Zn1—O3	103.05 (7)	C5—C4—C3	124.3 (2)
O6—Zn1—O9	86.57 (8)	C5—C4—C9	119.0 (2)
O3—Zn1—O9	170.28 (7)	C3—C4—C9	116.6 (2)
O6—Zn1—O2	93.07 (7)	C6—C5—C4	120.6 (2)
O3—Zn1—O2	95.75 (7)	C6—C5—H5	119.7
O9—Zn1—O2	85.04 (7)	C4—C5—H5	119.7
O6—Zn1—N1	120.13 (8)	C5—C6—C7	121.5 (3)
O3—Zn1—N1	86.60 (7)	C5—C6—H6	119.3
O9—Zn1—N1	87.29 (7)	C7—C6—H6	119.3
O2—Zn1—N1	145.38 (7)	C8—C7—C6	118.8 (3)
O6—Zn1—O1	163.42 (7)	C8—C7—H7	120.6
O3—Zn1—O1	86.10 (7)	C6—C7—H7	120.6
O9—Zn1—O1	84.93 (7)	C7—C8—O1	124.8 (2)
O2—Zn1—O1	72.04 (6)	C7—C8—C9	121.5 (2)
N1—Zn1—O1	73.67 (6)	O1—C8—C9	113.7 (2)
C8—O1—C10	119.01 (18)	N1—C9—C4	122.7 (2)
C8—O1—Zn1	114.78 (14)	N1—C9—C8	118.74 (19)
C10—O1—Zn1	114.98 (13)	C4—C9—C8	118.6 (2)
C11—O2—Zn1	120.10 (14)	O1—C10—C11	105.98 (18)
N3—O3—Zn1	124.92 (15)	O1—C10—H10A	110.5
N4—O6—Zn1	123.50 (16)	C11—C10—H10A	110.5
Zn1—O9—H9A	109.5	O1—C10—H10B	110.5
Zn1—O9—H9B	135.6	C11—C10—H10B	110.5
H9A—O9—H9B	114.8	H10A—C10—H10B	108.7
C1—N1—C9	118.3 (2)	O2—C11—N2	124.8 (2)
C1—N1—Zn1	123.78 (16)	O2—C11—C10	121.6 (2)
C9—N1—Zn1	117.69 (14)	N2—C11—C10	113.54 (19)
C11—N2—C12	129.5 (2)	C17—C12—C13	120.1 (2)
C11—N2—H2	115.3	C17—C12—N2	123.6 (2)
C12—N2—H2	115.3	C13—C12—N2	116.3 (2)
O5—N3—O4	122.1 (2)	C12—C13—C14	120.1 (3)
O5—N3—O3	120.4 (2)	C12—C13—H13	120.0
O4—N3—O3	117.5 (2)	C14—C13—H13	120.0
O7—N4—O8	123.7 (2)	C15—C14—C13	120.1 (3)
O7—N4—O6	119.6 (2)	C15—C14—H14	120.0
O8—N4—O6	116.7 (2)	C13—C14—H14	120.0
N1—C1—C2	122.5 (3)	C14—C15—C16	119.7 (3)
N1—C1—H1	118.7	C14—C15—H15	120.1
C2—C1—H1	118.7	C16—C15—H15	120.1
C3—C2—C1	119.7 (3)	C15—C16—C17	121.1 (3)
C3—C2—H2A	120.2	C15—C16—H16	119.5
C1—C2—H2A	120.2	C17—C16—H16	119.5
C2—C3—C4	120.1 (2)	C16—C17—C12	119.0 (3)
C2—C3—H3	119.9	C16—C17—H17	120.5
C4—C3—H3	119.9	C12—C17—H17	120.5

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O9—H9A···O6ⁱ	0.82	1.99	2.803 (3)	173
O9—H9B···O4ⁱⁱ	0.88	1.97	2.797 (3)	155
N2—H2···O8ⁱⁱⁱ	0.86	2.07	2.869 (3)	155

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

Experimental details

Crystal data
Chemical formula	[Zn(NO₃)₂(C₁₇H₁₄N₂O₂)(H₂O)]
M_r	485.71
Crystal system, space group	Triclinic, P1
Temperature (K)	296
a, b, c (Å)	7.9980 (14), 9.5109 (16), 13.359 (2)
α, β, γ (°)	94.876 (2), 96.496 (2), 106.031 (2)
V (Å³)	963.2 (3)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	1.34
Crystal size (mm)	0.30 × 0.19 × 0.11

Data collection
Diffractometer	Bruker SMART CCD diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 1997)
T_min, T_max	0.745, 0.863
No. of measured, independent and observed [I > 2σ(I)] reflections	10541, 4030, 3454
R_int	0.028
(sin θ/λ)_max (Å⁻¹)	0.631

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.034, 0.093, 1.05
No. of reflections	4030
No. of parameters	281
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.66, −0.39

Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 1997), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected geometric parameters (Å, º) top

Zn1—O6	2.0231 (17)	Zn1—O2	2.1110 (15)
Zn1—O3	2.0494 (17)	Zn1—N1	2.1166 (17)
Zn1—O9	2.0818 (17)	Zn1—O1	2.2612 (16)

O6—Zn1—O3	103.05 (7)	O9—Zn1—N1	87.29 (7)
O6—Zn1—O9	86.57 (8)	O2—Zn1—N1	145.38 (7)
O3—Zn1—O9	170.28 (7)	O6—Zn1—O1	163.42 (7)
O6—Zn1—O2	93.07 (7)	O3—Zn1—O1	86.10 (7)
O3—Zn1—O2	95.75 (7)	O9—Zn1—O1	84.93 (7)
O9—Zn1—O2	85.04 (7)	O2—Zn1—O1	72.04 (6)
O6—Zn1—N1	120.13 (8)	N1—Zn1—O1	73.67 (6)
O3—Zn1—N1	86.60 (7)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O9—H9A···O6ⁱ	0.82	1.99	2.803 (3)	173.3
O9—H9B···O4ⁱⁱ	0.88	1.97	2.797 (3)	154.9
N2—H2···O8ⁱⁱⁱ	0.86	2.07	2.869 (3)	154.7

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

Acknowledgements

The authors are grateful for financial support from the Henan Administration of Science and Technology (grant No. 092102210363), the Main Teacher Project of Henan Province (grant No. 649082) and the Doctoral Foundation of Henan Polytechnic University (B2009–65 648359 and B2009–70 648364).

References

Bruker (1997). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Cai, Z.-H. & Tan, M.-Y. (2002). J. Rare Earths, 20, 382–384. Google Scholar
Li, X.-M., Wen, Y.-H., Li, M.-J. & Zhang, S.-S. (2005). Acta Cryst. E61, o2389–o2390. Web of Science CSD CrossRef IUCr Journals Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Wu, W.-N., Yuan, W.-B., Tang, N., Yang, R.-D., Yan, L. & Xu, Z.-H. (2006). Spectrochim. Acta A, 65, 912–918. CrossRef Google Scholar