Tetra­aqua­(5,5′-dimethyl-2,2′-bipyridine-κ2N,N′)zinc(II) sulfate

Zhao, Q.-L.; Bai, H.-F.

doi:10.1107/S160053680902488X

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 8| August 2009| Page m866

doi:10.1107/S160053680902488X

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Tetraaqua(5,5′-dimethyl-2,2′-bipyridine-κ²N,N′)zinc(II) sulfate

Qing-Lan Zhao ^a ^* and Hui-Feng Bai ^b

^aCollege of Chemistry and Chemical Engineering, Henan University, Kaifeng 475001, Henan, People's Republic of China, and ^bInstitute of Molecular and Crystal Engineering, College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475001, Henan, People's Republic of China
^*Correspondence e-mail: imce18@163.com

(Received 19 June 2009; accepted 28 June 2009; online 4 July 2009)

The asymmetric unit of the title compound, [Zn(C₁₂H₁₂N₂)(H₂O)₄]SO₄, consists of a Zn^II complex cation, a sulfate anion and four molecules of water coordinated to the Zn^II atom. The Zn^II complex cation, with approximate twofold symmetry, displays a slightly distorted octahedral geometry around the Zn^II atom, which is coordinated by two N atoms from a 5,5′-dimethyl-2,2′-bipyridine ligand and by the O atoms of four water molecules. In the crystal, O—H⋯O hydrogen bonds help to establish the packing.

Related literature

For related structures, see: Schubert, Eschbaumer et al. (1999 ); Schubert, Hochwimmer et al. (1999 ); Shi et al. (2009 ); Zhang et al. (2009 ); Momeni et al. (2009 ); Kim et al. (2009 ); Yang et al. (2001 ).

Experimental

Crystal data

[Zn(C₁₂H₁₂N₂)(H₂O)₄]SO₄
M_r = 417.73
Monoclinic, P 2₁ /c
a = 9.5648 (17) Å
b = 9.6050 (17) Å
c = 18.477 (3) Å
β = 102.453 (4)°
V = 1657.5 (5) Å³
Z = 4
Mo Kα radiation
μ = 1.65 mm⁻¹
T = 296 K
0.30 × 0.26 × 0.25 mm

Data collection

Bruker SMART APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2005 ) T_min = 0.637, T_max = 0.683
9462 measured reflections
3263 independent reflections
2648 reflections with I > 2σ(I)
R_int = 0.085

Refinement

R[F² > 2σ(F²)] = 0.037
wR(F²) = 0.091
S = 1.04
3263 reflections
219 parameters
H-atom parameters constrained
Δρ_max = 0.52 e Å⁻³
Δρ_min = −0.40 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O4W—H4WB⋯O6ⁱ	0.85	1.84	2.695 (3)	179
O4W—H4WA⋯O5	0.85	1.87	2.722 (3)	178
O3W—H3WB⋯O5ⁱⁱ	0.85	1.90	2.748 (3)	178
O3W—H3WA⋯O6	0.85	1.96	2.804 (3)	170
O2W—H2WB⋯O8ⁱ	0.85	1.99	2.831 (3)	170
O2W—H2WA⋯O7ⁱⁱⁱ	0.85	1.92	2.766 (3)	173
O1W—H1WB⋯O8ⁱⁱⁱ	0.85	1.87	2.717 (3)	175
O1W—H1WA⋯O7ⁱⁱ	0.85	1.93	2.772 (3)	169
Symmetry codes: (i) $[-x+1, y+{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (ii) $[-x+1, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (iii) x-1, y, z.

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); 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, global. DOI: 10.1107/S160053680902488X/pv2173sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S160053680902488X/pv2173Isup2.hkl

checkCIF report

Comment top

As a contribution to structural characterization of 5,5'-dimethyl-2,2'-bipyridine complexes (Schubert, Eschbaumer et al. 1999; Schubert, Hochwimmer et al. 1999; Yang et al., 2001) we present here the crystal structure of the title complex, [ZnL(H₂O)₄].SO₄ (L = 5,5'-dimethyl-2,2'-bipyridine).

The molecular structure of the title compound (Fig. 1) is made up of a [ZnL(H₂O)₄]²⁺ cation and a sulfate anion; the cation shows an approximate two fold rotational symmetry. The Zinc atom is coordinated totwo N atoms of a 5,5'-dimethyl-2,2'-bipyridine ligand and four aqua ligands to form distorted octahedral geometry.

With O—H···O and O—H···S hydrogen bonds (Table 1), a three-dimensional network is formed as shown in Fig. 2.

Related literature top

For related structures, see: Schubert, Eschbaumer et al. (1999); Schubert, Hochwimmer et al. (1999); Shi et al. (2009); Zhang et al. (2009); Momeni et al. (2009); Kim et al. (2009).

For related literature, see: Yang et al. (2001).

Experimental top

The title compound was synthesized hydrothermally in a Teflon-lined autoclave (25 ml) by heating a mixture of 5,5'-dimethyl-2,2'-bipyridine (0.2 mmol), ZnSO₄ (0.2 mmol) and one drop of Et₃N (pH ≈ 8–9) in water (10 ml) at 393 K for 3 d. Crystals suitable for X-ray analysis were obtained.

Computing details top

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT (Bruker, 2005); 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 of the title compound with the atom-labelling scheme. Displacement ellipsoids are drawn at the 30% probability level. H atoms are presented as small spheres of arbitrary radius.
	Fig. 2. Crystal packing of the title complound. Hydrogen-bond interactions are drawn with dashed lines.

Tetraaqua(5,5'-dimethyl-2,2'-bipyridine-κ²N,N')zinc(II) sulfate top

Crystal data top

[Zn(C₁₂H₁₂N₂)(H₂O)₄]SO₄	F(000) = 864
M_r = 417.73	D_x = 1.674 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 4417 reflections
a = 9.5648 (17) Å	θ = 2.2–27.9°
b = 9.6050 (17) Å	µ = 1.65 mm⁻¹
c = 18.477 (3) Å	T = 296 K
β = 102.453 (4)°	Block, colourless
V = 1657.5 (5) Å³	0.30 × 0.26 × 0.25 mm
Z = 4

Data collection top

Bruker SMART APEXII CCD area-detector diffractometer	3263 independent reflections
Radiation source: fine-focus sealed tube	2648 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.085
ϕ and ω scans	θ_max = 26.0°, θ_min = 2.2°
Absorption correction: multi-scan (SADABS; Bruker, 2005)	h = −11→11
T_min = 0.637, T_max = 0.683	k = −11→10
9462 measured reflections	l = −22→13

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)] = 0.037	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.091	H-atom parameters constrained
S = 1.04	w = 1/[σ²(F_o²) + (0.041P)²] where P = (F_o² + 2F_c²)/3
3263 reflections	(Δ/σ)_max = 0.001
219 parameters	Δρ_max = 0.52 e Å⁻³
0 restraints	Δρ_min = −0.40 e Å⁻³

Crystal data top

[Zn(C₁₂H₁₂N₂)(H₂O)₄]SO₄	V = 1657.5 (5) Å³
M_r = 417.73	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 9.5648 (17) Å	µ = 1.65 mm⁻¹
b = 9.6050 (17) Å	T = 296 K
c = 18.477 (3) Å	0.30 × 0.26 × 0.25 mm
β = 102.453 (4)°

Data collection top

Bruker SMART APEXII CCD area-detector diffractometer	3263 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2005)	2648 reflections with I > 2σ(I)
T_min = 0.637, T_max = 0.683	R_int = 0.085
9462 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.037	0 restraints
wR(F²) = 0.091	H-atom parameters constrained
S = 1.04	Δρ_max = 0.52 e Å⁻³
3263 reflections	Δρ_min = −0.40 e Å⁻³
219 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
Zn1	0.27251 (3)	0.86942 (3)	0.804800 (16)	0.02610 (12)
S1	0.74896 (6)	0.86596 (7)	0.74789 (4)	0.02499 (17)
N1	0.4185 (2)	0.7784 (2)	0.89612 (12)	0.0321 (5)
N2	0.2216 (2)	0.9768 (2)	0.89671 (12)	0.0324 (5)
O1W	0.1234 (2)	0.7150 (2)	0.80803 (15)	0.0632 (7)
H1WA	0.1400	0.6281	0.8125	0.076*
H1WB	0.0336	0.7268	0.8018	0.076*
O2W	0.12257 (18)	0.9747 (2)	0.72531 (10)	0.0378 (5)
H2WA	0.0329	0.9606	0.7130	0.045*
H2WB	0.1381	1.0586	0.7146	0.045*
O3W	0.33946 (19)	0.7568 (2)	0.72175 (10)	0.0347 (5)
H3WA	0.4203	0.7743	0.7118	0.042*
H3WB	0.3264	0.6693	0.7182	0.042*
O4W	0.4183 (2)	1.0182 (2)	0.78745 (13)	0.0486 (6)
H4WA	0.5066	1.0052	0.7884	0.058*
H4WB	0.4049	1.1053	0.7901	0.058*
O5	0.70202 (19)	0.9743 (2)	0.79426 (10)	0.0335 (4)
O6	0.62104 (18)	0.7951 (2)	0.70442 (10)	0.0343 (4)
O7	0.83003 (19)	0.9308 (2)	0.69779 (11)	0.0359 (5)
O8	0.83933 (19)	0.7631 (2)	0.79580 (10)	0.0358 (5)
C1	0.5164 (3)	0.6810 (3)	0.89163 (17)	0.0369 (7)
H1A	0.5233	0.6498	0.8449	0.044*
C2	0.6085 (3)	0.6240 (3)	0.95322 (17)	0.0379 (7)
C3	0.7185 (3)	0.5184 (4)	0.9430 (2)	0.0527 (9)
H3A	0.6773	0.4559	0.9036	0.079*
H3B	0.7494	0.4667	0.9881	0.079*
H3C	0.7991	0.5652	0.9308	0.079*
C4	0.5934 (3)	0.6713 (3)	1.02187 (17)	0.0409 (7)
H4A	0.6511	0.6351	1.0648	0.049*
C5	0.4932 (3)	0.7720 (3)	1.02696 (15)	0.0393 (7)
H5	0.4843	0.8043	1.0732	0.047*
C6	0.4054 (3)	0.8254 (3)	0.96315 (15)	0.0311 (6)
C7	0.2972 (3)	0.9349 (3)	0.96385 (15)	0.0303 (6)
C8	0.2708 (3)	0.9936 (3)	1.02828 (16)	0.0399 (7)
H8	0.3214	0.9634	1.0743	0.048*
C9	0.1693 (3)	1.0966 (3)	1.02349 (18)	0.0419 (7)
H9	0.1517	1.1360	1.0666	0.050*
C10	0.0931 (3)	1.1423 (3)	0.95547 (18)	0.0384 (7)
C11	−0.0155 (4)	1.2571 (4)	0.9464 (2)	0.0544 (9)
H11A	−0.0502	1.2665	0.9911	0.082*
H11B	−0.0938	1.2353	0.9060	0.082*
H11C	0.0281	1.3428	0.9362	0.082*
C12	0.1239 (3)	1.0770 (3)	0.89353 (17)	0.0371 (7)
H12	0.0732	1.1048	0.8470	0.045*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Zn1	0.01825 (17)	0.02401 (18)	0.0354 (2)	0.00040 (12)	0.00430 (11)	−0.00115 (13)
S1	0.0161 (3)	0.0206 (3)	0.0387 (4)	0.0001 (2)	0.0068 (2)	−0.0004 (3)
N1	0.0287 (12)	0.0324 (12)	0.0335 (13)	0.0039 (10)	0.0029 (9)	0.0026 (11)
N2	0.0292 (12)	0.0330 (12)	0.0359 (14)	0.0003 (10)	0.0089 (10)	−0.0031 (11)
O1W	0.0231 (11)	0.0266 (12)	0.143 (2)	−0.0025 (10)	0.0252 (12)	−0.0011 (13)
O2W	0.0200 (9)	0.0340 (11)	0.0553 (13)	0.0050 (8)	−0.0006 (8)	0.0072 (10)
O3W	0.0266 (10)	0.0263 (10)	0.0534 (12)	0.0023 (8)	0.0134 (8)	−0.0075 (9)
O4W	0.0229 (10)	0.0246 (10)	0.1025 (18)	−0.0007 (9)	0.0230 (10)	0.0024 (11)
O5	0.0294 (10)	0.0277 (10)	0.0452 (12)	0.0053 (8)	0.0116 (8)	−0.0061 (9)
O6	0.0203 (9)	0.0336 (11)	0.0478 (12)	−0.0079 (8)	0.0050 (8)	−0.0051 (9)
O7	0.0282 (10)	0.0343 (11)	0.0480 (12)	−0.0060 (9)	0.0148 (8)	0.0016 (9)
O8	0.0270 (10)	0.0270 (10)	0.0522 (13)	0.0076 (8)	0.0058 (8)	0.0053 (9)
C1	0.0317 (15)	0.0394 (16)	0.0392 (17)	0.0061 (13)	0.0064 (12)	−0.0003 (14)
C2	0.0318 (15)	0.0325 (16)	0.0469 (19)	−0.0001 (13)	0.0033 (12)	0.0034 (14)
C3	0.0392 (18)	0.052 (2)	0.064 (2)	0.0148 (16)	0.0058 (14)	0.0063 (18)
C4	0.0316 (16)	0.0439 (17)	0.0438 (19)	0.0053 (14)	0.0006 (12)	0.0127 (15)
C5	0.0425 (17)	0.0427 (17)	0.0320 (17)	−0.0004 (15)	0.0062 (12)	0.0031 (14)
C6	0.0264 (14)	0.0307 (14)	0.0361 (16)	−0.0012 (12)	0.0065 (11)	0.0012 (13)
C7	0.0261 (14)	0.0304 (14)	0.0340 (16)	−0.0036 (12)	0.0057 (11)	−0.0008 (12)
C8	0.0412 (17)	0.0450 (18)	0.0337 (18)	0.0020 (15)	0.0083 (13)	−0.0008 (14)
C9	0.0440 (18)	0.0430 (17)	0.0437 (19)	−0.0030 (15)	0.0205 (14)	−0.0076 (15)
C10	0.0296 (15)	0.0363 (16)	0.0520 (19)	0.0004 (13)	0.0149 (13)	−0.0077 (14)
C11	0.049 (2)	0.049 (2)	0.068 (2)	0.0133 (17)	0.0188 (16)	−0.0089 (17)
C12	0.0306 (15)	0.0380 (16)	0.0417 (17)	0.0036 (13)	0.0053 (12)	0.0017 (14)

Geometric parameters (Å, º) top

Zn1—O1W	2.068 (2)	C1—H1A	0.9300
Zn1—O4W	2.0693 (19)	C2—C4	1.384 (4)
Zn1—O2W	2.0806 (18)	C2—C3	1.502 (4)
Zn1—O3W	2.0880 (17)	C3—H3A	0.9600
Zn1—N2	2.131 (2)	C3—H3B	0.9600
Zn1—N1	2.132 (2)	C3—H3C	0.9600
S1—O7	1.4682 (19)	C4—C5	1.379 (4)
S1—O8	1.4756 (19)	C4—H4A	0.9300
S1—O6	1.4772 (19)	C5—C6	1.389 (4)
S1—O5	1.4779 (19)	C5—H5	0.9300
N1—C1	1.339 (3)	C6—C7	1.477 (4)
N1—C6	1.349 (3)	C7—C8	1.388 (4)
N2—C12	1.334 (4)	C8—C9	1.376 (4)
N2—C7	1.355 (3)	C8—H8	0.9300
O1W—H1WA	0.8496	C9—C10	1.381 (4)
O1W—H1WB	0.8495	C9—H9	0.9300
O2W—H2WA	0.8497	C10—C12	1.392 (4)
O2W—H2WB	0.8497	C10—C11	1.499 (4)
O3W—H3WA	0.8497	C11—H11A	0.9600
O3W—H3WB	0.8498	C11—H11B	0.9600
O4W—H4WA	0.8498	C11—H11C	0.9600
O4W—H4WB	0.8499	C12—H12	0.9300
C1—C2	1.392 (4)

O1W—Zn1—O4W	172.74 (10)	C2—C1—H1A	118.3
O1W—Zn1—O2W	89.68 (9)	C4—C2—C1	116.5 (3)
O4W—Zn1—O2W	86.56 (8)	C4—C2—C3	123.5 (3)
O1W—Zn1—O3W	88.40 (9)	C1—C2—C3	120.0 (3)
O4W—Zn1—O3W	85.42 (8)	C2—C3—H3A	109.5
O2W—Zn1—O3W	90.41 (8)	C2—C3—H3B	109.5
O1W—Zn1—N2	92.68 (9)	H3A—C3—H3B	109.5
O4W—Zn1—N2	93.82 (9)	C2—C3—H3C	109.5
O2W—Zn1—N2	94.95 (8)	H3A—C3—H3C	109.5
O3W—Zn1—N2	174.54 (8)	H3B—C3—H3C	109.5
O1W—Zn1—N1	91.22 (10)	C5—C4—C2	120.3 (3)
O4W—Zn1—N1	93.29 (9)	C5—C4—H4A	119.9
O2W—Zn1—N1	172.85 (8)	C2—C4—H4A	119.9
O3W—Zn1—N1	96.70 (8)	C4—C5—C6	120.2 (3)
N2—Zn1—N1	77.93 (9)	C4—C5—H5	119.9
O7—S1—O8	109.97 (11)	C6—C5—H5	119.9
O7—S1—O6	109.92 (12)	N1—C6—C5	119.8 (3)
O8—S1—O6	109.07 (11)	N1—C6—C7	116.8 (2)
O7—S1—O5	109.56 (11)	C5—C6—C7	123.5 (3)
O8—S1—O5	109.62 (11)	N2—C7—C8	120.3 (3)
O6—S1—O5	108.68 (11)	N2—C7—C6	116.1 (2)
C1—N1—C6	119.7 (2)	C8—C7—C6	123.6 (3)
C1—N1—Zn1	125.80 (19)	C9—C8—C7	119.5 (3)
C6—N1—Zn1	114.48 (17)	C9—C8—H8	120.2
C12—N2—C7	119.0 (2)	C7—C8—H8	120.2
C12—N2—Zn1	126.3 (2)	C8—C9—C10	120.9 (3)
C7—N2—Zn1	114.67 (18)	C8—C9—H9	119.5
Zn1—O1W—H1WA	126.3	C10—C9—H9	119.5
Zn1—O1W—H1WB	125.8	C9—C10—C12	116.2 (3)
H1WA—O1W—H1WB	107.8	C9—C10—C11	123.6 (3)
Zn1—O2W—H2WA	127.8	C12—C10—C11	120.3 (3)
Zn1—O2W—H2WB	119.8	C10—C11—H11A	109.5
H2WA—O2W—H2WB	107.8	C10—C11—H11B	109.5
Zn1—O3W—H3WA	119.6	H11A—C11—H11B	109.5
Zn1—O3W—H3WB	120.4	C10—C11—H11C	109.5
H3WA—O3W—H3WB	107.8	H11A—C11—H11C	109.5
Zn1—O4W—H4WA	126.5	H11B—C11—H11C	109.5
Zn1—O4W—H4WB	123.8	N2—C12—C10	124.0 (3)
H4WA—O4W—H4WB	107.7	N2—C12—H12	118.0
N1—C1—C2	123.5 (3)	C10—C12—H12	118.0
N1—C1—H1A	118.3

O1W—Zn1—N1—C1	88.9 (2)	C1—N1—C6—C5	−0.2 (4)
O4W—Zn1—N1—C1	−85.4 (2)	Zn1—N1—C6—C5	178.9 (2)
O3W—Zn1—N1—C1	0.3 (2)	C1—N1—C6—C7	178.8 (2)
N2—Zn1—N1—C1	−178.6 (2)	Zn1—N1—C6—C7	−2.1 (3)
O1W—Zn1—N1—C6	−90.20 (19)	C4—C5—C6—N1	−0.1 (4)
O4W—Zn1—N1—C6	95.50 (19)	C4—C5—C6—C7	−178.9 (3)
O3W—Zn1—N1—C6	−178.73 (18)	C12—N2—C7—C8	1.4 (4)
N2—Zn1—N1—C6	2.29 (18)	Zn1—N2—C7—C8	−177.9 (2)
O1W—Zn1—N2—C12	−90.7 (2)	C12—N2—C7—C6	−179.0 (2)
O4W—Zn1—N2—C12	86.1 (2)	Zn1—N2—C7—C6	1.8 (3)
O2W—Zn1—N2—C12	−0.8 (2)	N1—C6—C7—N2	0.2 (4)
N1—Zn1—N2—C12	178.6 (2)	C5—C6—C7—N2	179.1 (2)
O1W—Zn1—N2—C7	88.50 (19)	N1—C6—C7—C8	179.9 (3)
O4W—Zn1—N2—C7	−94.72 (19)	C5—C6—C7—C8	−1.2 (4)
O2W—Zn1—N2—C7	178.41 (18)	N2—C7—C8—C9	−1.3 (4)
N1—Zn1—N2—C7	−2.17 (18)	C6—C7—C8—C9	179.1 (3)
C6—N1—C1—C2	−0.4 (4)	C7—C8—C9—C10	0.1 (4)
Zn1—N1—C1—C2	−179.4 (2)	C8—C9—C10—C12	0.9 (4)
N1—C1—C2—C4	1.1 (4)	C8—C9—C10—C11	−178.0 (3)
N1—C1—C2—C3	−178.0 (3)	C7—N2—C12—C10	−0.3 (4)
C1—C2—C4—C5	−1.3 (4)	Zn1—N2—C12—C10	178.9 (2)
C3—C2—C4—C5	177.8 (3)	C9—C10—C12—N2	−0.9 (4)
C2—C4—C5—C6	0.8 (4)	C11—C10—C12—N2	178.1 (3)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4W—H4WB···S1ⁱ	0.85	2.91	3.701 (2)	155
O4W—H4WB···O6ⁱ	0.85	1.84	2.695 (3)	179
O4W—H4WA···S1	0.85	2.91	3.697 (2)	155
O4W—H4WA···O5	0.85	1.87	2.722 (3)	178
O3W—H3WB···O5ⁱⁱ	0.85	1.90	2.748 (3)	178
O3W—H3WA···O6	0.85	1.96	2.804 (3)	170
O2W—H2WB···O8ⁱ	0.85	1.99	2.831 (3)	170
O2W—H2WA···O7ⁱⁱⁱ	0.85	1.92	2.766 (3)	173
O1W—H1WB···S1ⁱⁱⁱ	0.85	3.00	3.801 (2)	157
O1W—H1WB···O8ⁱⁱⁱ	0.85	1.87	2.717 (3)	175
O1W—H1WA···O7ⁱⁱ	0.85	1.93	2.772 (3)	169

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

Experimental details

Crystal data
Chemical formula	[Zn(C₁₂H₁₂N₂)(H₂O)₄]SO₄
M_r	417.73
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	296
a, b, c (Å)	9.5648 (17), 9.6050 (17), 18.477 (3)
β (°)	102.453 (4)
V (Å³)	1657.5 (5)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.65
Crystal size (mm)	0.30 × 0.26 × 0.25

Data collection
Diffractometer	Bruker SMART APEXII CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2005)
T_min, T_max	0.637, 0.683
No. of measured, independent and observed [I > 2σ(I)] reflections	9462, 3263, 2648
R_int	0.085
(sin θ/λ)_max (Å⁻¹)	0.617

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.037, 0.091, 1.04
No. of reflections	3263
No. of parameters	219
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.52, −0.40

Computer programs: APEX2 (Bruker, 2005), SAINT (Bruker, 2005), 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
O4W—H4WB···S1ⁱ	0.85	2.91	3.701 (2)	155.1
O4W—H4WB···O6ⁱ	0.85	1.84	2.695 (3)	179.0
O4W—H4WA···S1	0.85	2.91	3.697 (2)	154.8
O4W—H4WA···O5	0.85	1.87	2.722 (3)	177.8
O3W—H3WB···O5ⁱⁱ	0.85	1.90	2.748 (3)	177.5
O3W—H3WA···O6	0.85	1.96	2.804 (3)	169.8
O2W—H2WB···O8ⁱ	0.85	1.99	2.831 (3)	170.4
O2W—H2WA···O7ⁱⁱⁱ	0.85	1.92	2.766 (3)	173.1
O1W—H1WB···S1ⁱⁱⁱ	0.85	3.00	3.801 (2)	157.2
O1W—H1WB···O8ⁱⁱⁱ	0.85	1.87	2.717 (3)	174.8
O1W—H1WA···O7ⁱⁱ	0.85	1.93	2.772 (3)	169.0

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

Acknowledgements

The authors are grateful for financial support from the Henan Administration of Science and Technology (grant No. 092300410031).

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