catena-Poly[[(dichloridozinc)-μ-4,4′-bis­(1H-imidazol-1-yl)biphenyl-κ2N3:N3′] 0.25-hydrate]

Ning, Y.-X.; Fan, W.; Xie, G.

doi:10.1107/S1600536812009543

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 4| April 2012| Page m406

doi:10.1107/S1600536812009543

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catena-Poly[[(dichloridozinc)-μ-4,4′-bis(1H-imidazol-1-yl)biphenyl-κ²N³:N^3′] 0.25-hydrate]

Yong-Xia Ning,^a Wen Fan ^a and Gang Xie ^a ^*

^aKey Laboratory of Synthetic and Natural Functional Molecule Chemistry (Ministry of Education), College of Chemistry & Materials Science, Northwest University, Xi'an 710069, People's Republic of China
^*Correspondence e-mail: nwuxg@sina.com

(Received 5 February 2012; accepted 4 March 2012; online 14 March 2012)

In the title one-dimensional coordination polymer, {[ZnCl₂(C₁₈H₁₄N₄)]·0.25H₂O}_n, the Zn^II atom is coordinated by two chloride ions and two 4,4′-bis(1H-imidazol-1-yl)biphenyl ligands, generating a distorted tetrahedral ZnCl₂N₂ geometry. The dihedral angle between the benzene rings of the ligand is 51.0 (1)° and the dihedral angles between the benzene rings and their attached imidazole rings are 18.7 (2) and 45.9 (1)°. The bridging ligand leads to [10-1] polymeric chains in the crystal and the disordered water molecule (occupancy 0.25) forms O—H⋯Cl hydrogen bonds.

Related literature

For background to coordination polymers containing imidazole-derived ligands, see: Li et al. (2010 , 2011 ).

Experimental

Crystal data

[ZnCl₂(C₁₈H₁₄N₄)]·0.25H₂O
M_r = 427.11
Monoclinic, P 2₁ /n
a = 8.1565 (16) Å
b = 12.554 (3) Å
c = 18.411 (4) Å
β = 101.08 (3)°
V = 1850.0 (6) Å³
Z = 4
Mo Kα radiation
μ = 1.63 mm⁻¹
T = 293 K
0.25 × 0.22 × 0.20 mm

Data collection

Rigaku Mercury CCD diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2005 ) T_min = 0.687, T_max = 0.737
15655 measured reflections
3256 independent reflections
2622 reflections with I > 2σ(I)
R_int = 0.058

Refinement

R[F² > 2σ(F²)] = 0.052
wR(F²) = 0.092
S = 1.16
3256 reflections
230 parameters
H-atom parameters constrained
Δρ_max = 0.35 e Å⁻³
Δρ_min = −0.31 e Å⁻³

Table 1
Selected bond lengths (Å)

Zn1—N1	2.021 (3)
Zn1—N3ⁱ	2.024 (3)
Zn1—Cl2	2.2368 (13)
Zn1—Cl1	2.2370 (12)
Symmetry code: (i) $[x+{\script{1\over 2}}, -y+{\script{3\over 2}}, z-{\script{1\over 2}}]$ .

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1A⋯Cl2ⁱⁱ	0.85	2.55	3.270 (14)	143
O1W—H1B⋯Cl1ⁱⁱⁱ	0.85	2.19	3.038 (14)	179
Symmetry codes: (ii) -x+1, -y+2, -z+1; (iii) $[x-{\script{1\over 2}}, -y+{\script{5\over 2}}, z+{\script{1\over 2}}]$ .

Data collection: CrystalClear (Rigaku/MSC, 2005); 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 I, global. DOI: 10.1107/S1600536812009543/hb6628sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536812009543/hb6628Isup2.hkl

checkCIF report

Comment top

In recent years, imidazole has been well used in crystal engineering, and a large number of imidazole-containing flexible ligands have been extensively studied. However, to our knowledge, the research on imidazole ligands bearing rigid spacers is less developed (Li et al., 2010; Li et al., 2011).

Single-crystal X-ray diffraction analysis reveals that the title compound (I) crystallizes in the monoclinic space group P21/n. For the title compound, the geometry of the Zn^II ion is bound by two imidazole rings of individual L ligands, and two chlorine anions, which illustrates a slightly distorted tetrahedral coordination environment (Fig 1). Notably, as shown in Fig. 2, the four-coordinate Zn^II center is bridged by the ligand L to form an infinite one-dimensional architecture.

Related literature top

For background to coordination polymers containing imidazole-derived ligands, see: Li et al. (2010, 2011).

Experimental top

A mixture of CH₃OH and H₂O (1:1, 8 ml), as a buffer layer, was carefully layered over a solution of ZnCl₂ (0.02 mmol) in H₂O (6 ml). Then a solution of 4,4'-bis(1H-imidazol-1-yl)phenyl (L, 0.06 mmol) in CH₃OH (6 ml) was layered over the buffer layer, and the resultant reaction was left to stand at room temperature. After ca three weeks, colorless block single crystals appeared at the boundary. Yield: ~25% (based on L).

Structure description top

For background to coordination polymers containing imidazole-derived ligands, see: Li et al. (2010, 2011).

Computing details top

Data collection: CrystalClear (Rigaku/MSC, 2005); cell refinement: CrystalClear (Rigaku/MSC, 2005); data reduction: CrystalClear (Rigaku/MSC, 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 (I). Displacement ellipsoids are drawn at the 30% probability level.
	Fig. 2. The crystal packing for (I).

catena-Poly[[(dichloridozinc)-µ-4,4'-bis(1H- imidazol-1-yl)biphenyl-κ²N³:N^3'] 0.25-hydrate] top

Crystal data top

[ZnCl₂(C₁₈H₁₄N₄)]·0.25H₂O	F(000) = 866
M_r = 427.11	D_x = 1.533 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
a = 8.1565 (16) Å	Cell parameters from 15648 reflections
b = 12.554 (3) Å	θ = 3.0–27.6°
c = 18.411 (4) Å	µ = 1.63 mm⁻¹
β = 101.08 (3)°	T = 293 K
V = 1850.0 (6) Å³	Block, colorless
Z = 4	0.25 × 0.22 × 0.20 mm

Data collection top

Rigaku Mercury CCD diffractometer	3256 independent reflections
Radiation source: fine-focus sealed tube	2622 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.058
Detector resolution: 9 pixels mm^-1	θ_max = 25.0°, θ_min = 3.1°
ω scans	h = −9→9
Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2005)	k = −14→14
T_min = 0.687, T_max = 0.737	l = −21→21
15655 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)] = 0.052	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.092	H-atom parameters constrained
S = 1.16	w = 1/[σ²(F_o²) + (0.0291P)² + 1.2964P] where P = (F_o² + 2F_c²)/3
3256 reflections	(Δ/σ)_max = 0.001
230 parameters	Δρ_max = 0.35 e Å⁻³
0 restraints	Δρ_min = −0.31 e Å⁻³

Crystal data top

[ZnCl₂(C₁₈H₁₄N₄)]·0.25H₂O	V = 1850.0 (6) Å³
M_r = 427.11	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 8.1565 (16) Å	µ = 1.63 mm⁻¹
b = 12.554 (3) Å	T = 293 K
c = 18.411 (4) Å	0.25 × 0.22 × 0.20 mm
β = 101.08 (3)°

Data collection top

Rigaku Mercury CCD diffractometer	3256 independent reflections
Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2005)	2622 reflections with I > 2σ(I)
T_min = 0.687, T_max = 0.737	R_int = 0.058
15655 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.052	0 restraints
wR(F²) = 0.092	H-atom parameters constrained
S = 1.16	Δρ_max = 0.35 e Å⁻³
3256 reflections	Δρ_min = −0.31 e Å⁻³
230 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	Occ. (<1)
N3	0.1785 (4)	0.2607 (2)	0.64336 (16)	0.0383 (8)
C16	0.2231 (5)	0.3586 (3)	0.6299 (2)	0.0405 (10)
H16	0.2570	0.4097	0.6663	0.049*
N4	0.2135 (4)	0.3755 (2)	0.55687 (16)	0.0380 (8)
C13	0.2497 (5)	0.4730 (3)	0.5231 (2)	0.0370 (9)
C14	0.3472 (6)	0.5486 (3)	0.5650 (2)	0.0570 (12)
H14	0.3939	0.5347	0.6143	0.068*
C15	0.3752 (6)	0.6452 (3)	0.5337 (2)	0.0566 (12)
H15	0.4387	0.6964	0.5630	0.068*
C10	0.3122 (5)	0.6681 (3)	0.4604 (2)	0.0385 (9)
Zn1	0.67056 (5)	1.30302 (3)	0.24360 (2)	0.03635 (15)
N1	0.5135 (4)	1.2116 (2)	0.28937 (16)	0.0371 (8)
N2	0.4081 (4)	1.0778 (2)	0.34273 (17)	0.0385 (8)
C1	0.5385 (5)	1.1127 (3)	0.3145 (2)	0.0411 (10)
H1	0.6337	1.0728	0.3128	0.049*
C2	0.3587 (5)	1.2400 (3)	0.3021 (2)	0.0430 (10)
H2	0.3073	1.3055	0.2900	0.052*
C3	0.2931 (5)	1.1594 (3)	0.3345 (2)	0.0448 (10)
H3	0.1897	1.1585	0.3488	0.054*
C4	0.3885 (4)	0.9745 (3)	0.3733 (2)	0.0361 (9)
C5	0.4253 (5)	0.8852 (3)	0.3368 (2)	0.0429 (10)
H5	0.4660	0.8918	0.2931	0.051*
C6	0.4018 (5)	0.7850 (3)	0.3650 (2)	0.0413 (10)
H6	0.4273	0.7245	0.3402	0.050*
C7	0.3404 (5)	0.7745 (3)	0.4297 (2)	0.0384 (9)
C8	0.3060 (5)	0.8666 (3)	0.4660 (2)	0.0481 (11)
H8	0.2670	0.8609	0.5101	0.058*
C9	0.3285 (5)	0.9661 (3)	0.4380 (2)	0.0471 (10)
H9	0.3033	1.0269	0.4625	0.056*
C18	0.1364 (6)	0.2126 (3)	0.5758 (2)	0.0503 (11)
H18	0.0996	0.1427	0.5680	0.060*
C17	0.1562 (6)	0.2820 (3)	0.5223 (2)	0.0520 (12)
H17	0.1352	0.2690	0.4716	0.062*
C12	0.1883 (5)	0.4928 (3)	0.4495 (2)	0.0505 (11)
H12	0.1239	0.4417	0.4205	0.061*
C11	0.2221 (5)	0.5887 (3)	0.4187 (2)	0.0503 (11)
H11	0.1832	0.6001	0.3684	0.060*
Cl1	0.56577 (14)	1.46719 (8)	0.22217 (6)	0.0567 (3)
Cl2	0.91696 (13)	1.29605 (10)	0.32170 (6)	0.0563 (3)
O1W	0.0484 (16)	0.9183 (11)	0.5755 (7)	0.080 (4)*	0.25
H1B	0.0526	0.9507	0.6164	0.120*	0.25
H1A	0.0731	0.8530	0.5831	0.120*	0.25

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
N3	0.045 (2)	0.0354 (18)	0.0334 (19)	0.0009 (15)	0.0035 (15)	0.0016 (15)
C16	0.043 (2)	0.042 (2)	0.035 (2)	−0.004 (2)	0.0025 (19)	0.0000 (19)
N4	0.044 (2)	0.0363 (18)	0.0319 (19)	−0.0018 (15)	0.0035 (15)	0.0015 (15)
C13	0.040 (2)	0.037 (2)	0.032 (2)	0.0002 (18)	0.0032 (18)	0.0035 (18)
C14	0.085 (3)	0.054 (3)	0.028 (2)	−0.017 (3)	−0.001 (2)	0.003 (2)
C15	0.078 (3)	0.046 (3)	0.041 (3)	−0.020 (2)	−0.001 (2)	−0.001 (2)
C10	0.039 (2)	0.039 (2)	0.037 (2)	−0.0005 (18)	0.0054 (18)	0.0047 (18)
Zn1	0.0407 (3)	0.0323 (2)	0.0346 (3)	−0.0028 (2)	0.00384 (19)	−0.0020 (2)
N1	0.0362 (19)	0.036 (2)	0.0378 (19)	−0.0013 (15)	0.0044 (15)	0.0014 (15)
N2	0.0329 (18)	0.0384 (18)	0.044 (2)	−0.0008 (15)	0.0069 (15)	0.0023 (15)
C1	0.035 (2)	0.039 (2)	0.051 (3)	0.0049 (19)	0.011 (2)	0.002 (2)
C2	0.039 (2)	0.038 (2)	0.050 (3)	0.0075 (19)	0.003 (2)	0.005 (2)
C3	0.034 (2)	0.047 (2)	0.054 (3)	0.003 (2)	0.009 (2)	0.003 (2)
C4	0.028 (2)	0.039 (2)	0.040 (2)	−0.0021 (17)	0.0032 (17)	0.0047 (19)
C5	0.046 (2)	0.046 (3)	0.039 (2)	0.001 (2)	0.014 (2)	0.002 (2)
C6	0.045 (2)	0.036 (2)	0.044 (2)	0.0053 (19)	0.011 (2)	−0.0004 (18)
C7	0.033 (2)	0.042 (2)	0.037 (2)	−0.0034 (18)	−0.0002 (18)	0.0035 (18)
C8	0.055 (3)	0.050 (3)	0.043 (2)	−0.005 (2)	0.019 (2)	−0.001 (2)
C9	0.057 (3)	0.038 (2)	0.049 (3)	−0.001 (2)	0.018 (2)	−0.003 (2)
C18	0.070 (3)	0.039 (2)	0.039 (3)	−0.008 (2)	0.003 (2)	0.000 (2)
C17	0.077 (3)	0.046 (3)	0.029 (2)	−0.013 (2)	0.002 (2)	−0.005 (2)
C12	0.065 (3)	0.042 (2)	0.040 (3)	−0.012 (2)	−0.004 (2)	−0.001 (2)
C11	0.062 (3)	0.049 (3)	0.034 (2)	−0.006 (2)	−0.005 (2)	0.010 (2)
Cl1	0.0701 (8)	0.0351 (6)	0.0578 (7)	0.0074 (5)	−0.0061 (6)	−0.0028 (5)
Cl2	0.0412 (6)	0.0771 (8)	0.0463 (6)	0.0007 (6)	−0.0021 (5)	0.0011 (6)

Geometric parameters (Å, º) top

N3—C16	1.319 (5)	N2—C4	1.435 (5)
N3—C18	1.365 (5)	C1—H1	0.9300
N3—Zn1ⁱ	2.024 (3)	C2—C3	1.338 (5)
C16—N4	1.349 (5)	C2—H2	0.9300
C16—H16	0.9300	C3—H3	0.9300
N4—C17	1.374 (5)	C4—C5	1.370 (5)
N4—C13	1.429 (5)	C4—C9	1.375 (5)
C13—C12	1.373 (5)	C5—C6	1.388 (5)
C13—C14	1.376 (5)	C5—H5	0.9300
C14—C15	1.380 (6)	C6—C7	1.385 (5)
C14—H14	0.9300	C6—H6	0.9300
C15—C10	1.379 (5)	C7—C8	1.391 (5)
C15—H15	0.9300	C8—C9	1.377 (5)
C10—C11	1.381 (5)	C8—H8	0.9300
C10—C7	1.486 (5)	C9—H9	0.9300
Zn1—N1	2.021 (3)	C18—C17	1.349 (5)
Zn1—N3ⁱⁱ	2.024 (3)	C18—H18	0.9300
Zn1—Cl2	2.2368 (13)	C17—H17	0.9300
Zn1—Cl1	2.2370 (12)	C12—C11	1.381 (5)
N1—C1	1.326 (4)	C12—H12	0.9300
N1—C2	1.375 (5)	C11—H11	0.9300
N2—C1	1.344 (5)	O1W—H1B	0.8500
N2—C3	1.377 (5)	O1W—H1A	0.8499

C16—N3—C18	105.7 (3)	C3—C2—H2	125.1
C16—N3—Zn1ⁱ	126.7 (3)	N1—C2—H2	125.1
C18—N3—Zn1ⁱ	127.5 (3)	C2—C3—N2	106.8 (3)
N3—C16—N4	111.6 (3)	C2—C3—H3	126.6
N3—C16—H16	124.2	N2—C3—H3	126.6
N4—C16—H16	124.2	C5—C4—C9	120.7 (4)
C16—N4—C17	106.1 (3)	C5—C4—N2	119.7 (3)
C16—N4—C13	126.3 (3)	C9—C4—N2	119.6 (4)
C17—N4—C13	127.6 (3)	C4—C5—C6	119.9 (4)
C12—C13—C14	119.4 (4)	C4—C5—H5	120.1
C12—C13—N4	121.1 (3)	C6—C5—H5	120.1
C14—C13—N4	119.4 (3)	C7—C6—C5	120.5 (4)
C13—C14—C15	119.7 (4)	C7—C6—H6	119.8
C13—C14—H14	120.1	C5—C6—H6	119.8
C15—C14—H14	120.1	C6—C7—C8	118.3 (4)
C10—C15—C14	122.1 (4)	C6—C7—C10	121.4 (4)
C10—C15—H15	118.9	C8—C7—C10	120.2 (4)
C14—C15—H15	118.9	C9—C8—C7	121.3 (4)
C15—C10—C11	116.9 (4)	C9—C8—H8	119.4
C15—C10—C7	120.3 (4)	C7—C8—H8	119.4
C11—C10—C7	122.8 (3)	C4—C9—C8	119.4 (4)
N1—Zn1—N3ⁱⁱ	106.86 (12)	C4—C9—H9	120.3
N1—Zn1—Cl2	105.84 (9)	C8—C9—H9	120.3
N3ⁱⁱ—Zn1—Cl2	112.85 (10)	C17—C18—N3	109.7 (4)
N1—Zn1—Cl1	110.21 (9)	C17—C18—H18	125.2
N3ⁱⁱ—Zn1—Cl1	106.34 (10)	N3—C18—H18	125.2
Cl2—Zn1—Cl1	114.52 (5)	C18—C17—N4	106.9 (3)
C1—N1—C2	105.6 (3)	C18—C17—H17	126.6
C1—N1—Zn1	127.6 (3)	N4—C17—H17	126.6
C2—N1—Zn1	126.9 (3)	C13—C12—C11	119.9 (4)
C1—N2—C3	106.8 (3)	C13—C12—H12	120.0
C1—N2—C4	127.0 (3)	C11—C12—H12	120.0
C3—N2—C4	126.2 (3)	C12—C11—C10	121.8 (4)
N1—C1—N2	111.1 (3)	C12—C11—H11	119.1
N1—C1—H1	124.5	C10—C11—H11	119.1
N2—C1—H1	124.5	H1B—O1W—H1A	110.4
C3—C2—N1	109.8 (4)

C18—N3—C16—N4	−0.7 (4)	C1—N2—C4—C5	−45.5 (5)
Zn1ⁱ—N3—C16—N4	−179.6 (2)	C3—N2—C4—C5	132.2 (4)
N3—C16—N4—C17	1.0 (4)	C1—N2—C4—C9	136.4 (4)
N3—C16—N4—C13	178.8 (3)	C3—N2—C4—C9	−46.0 (5)
C16—N4—C13—C12	−159.4 (4)	C9—C4—C5—C6	0.1 (6)
C17—N4—C13—C12	17.9 (6)	N2—C4—C5—C6	−178.0 (3)
C16—N4—C13—C14	20.2 (6)	C4—C5—C6—C7	0.3 (6)
C17—N4—C13—C14	−162.4 (4)	C5—C6—C7—C8	−1.0 (6)
C12—C13—C14—C15	3.1 (7)	C5—C6—C7—C10	179.2 (4)
N4—C13—C14—C15	−176.6 (4)	C15—C10—C7—C6	129.7 (4)
C13—C14—C15—C10	−1.8 (7)	C11—C10—C7—C6	−51.0 (6)
C14—C15—C10—C11	−1.5 (7)	C15—C10—C7—C8	−50.1 (6)
C14—C15—C10—C7	177.8 (4)	C11—C10—C7—C8	129.3 (4)
N3ⁱⁱ—Zn1—N1—C1	70.1 (3)	C6—C7—C8—C9	1.3 (6)
Cl2—Zn1—N1—C1	−50.4 (3)	C10—C7—C8—C9	−178.9 (4)
Cl1—Zn1—N1—C1	−174.8 (3)	C5—C4—C9—C8	0.2 (6)
N3ⁱⁱ—Zn1—N1—C2	−111.1 (3)	N2—C4—C9—C8	178.4 (4)
Cl2—Zn1—N1—C2	128.4 (3)	C7—C8—C9—C4	−1.0 (6)
Cl1—Zn1—N1—C2	4.0 (3)	C16—N3—C18—C17	0.1 (5)
C2—N1—C1—N2	−0.4 (4)	Zn1ⁱ—N3—C18—C17	179.0 (3)
Zn1—N1—C1—N2	178.6 (2)	N3—C18—C17—N4	0.5 (5)
C3—N2—C1—N1	0.4 (4)	C16—N4—C17—C18	−0.9 (5)
C4—N2—C1—N1	178.5 (3)	C13—N4—C17—C18	−178.6 (4)
C1—N1—C2—C3	0.2 (4)	C14—C13—C12—C11	−1.2 (6)
Zn1—N1—C2—C3	−178.8 (3)	N4—C13—C12—C11	178.5 (4)
N1—C2—C3—N2	0.1 (5)	C13—C12—C11—C10	−2.3 (7)
C1—N2—C3—C2	−0.3 (4)	C15—C10—C11—C12	3.6 (6)
C4—N2—C3—C2	−178.4 (3)	C7—C10—C11—C12	−175.8 (4)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1A···Cl2ⁱⁱⁱ	0.85	2.55	3.270 (14)	143
O1W—H1B···Cl1^iv	0.85	2.19	3.038 (14)	179

Symmetry codes: (iii) −x+1, −y+2, −z+1; (iv) x−1/2, −y+5/2, z+1/2.

Experimental details

Crystal data
Chemical formula	[ZnCl₂(C₁₈H₁₄N₄)]·0.25H₂O
M_r	427.11
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	293
a, b, c (Å)	8.1565 (16), 12.554 (3), 18.411 (4)
β (°)	101.08 (3)
V (Å³)	1850.0 (6)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.63
Crystal size (mm)	0.25 × 0.22 × 0.20

Data collection
Diffractometer	Rigaku Mercury CCD
Absorption correction	Multi-scan (CrystalClear; Rigaku/MSC, 2005)
T_min, T_max	0.687, 0.737
No. of measured, independent and observed [I > 2σ(I)] reflections	15655, 3256, 2622
R_int	0.058
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.052, 0.092, 1.16
No. of reflections	3256
No. of parameters	230
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.35, −0.31

Computer programs: CrystalClear (Rigaku/MSC, 2005), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top

Zn1—N1	2.021 (3)	Zn1—Cl2	2.2368 (13)
Zn1—N3ⁱ	2.024 (3)	Zn1—Cl1	2.2370 (12)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1A···Cl2ⁱⁱ	0.85	2.55	3.270 (14)	143
O1W—H1B···Cl1ⁱⁱⁱ	0.85	2.19	3.038 (14)	179

Symmetry codes: (ii) −x+1, −y+2, −z+1; (iii) x−1/2, −y+5/2, z+1/2.

Acknowledgements

We gratefully acknowledge financial support from the National Natural Science Foundation of China (grant No. 21073142) and the Key Laboratory Foundation of the Education Committee of Shaanxi Province (grant No. 09JS089)

References

Li, Z. X., Chu, X., Cui, G. H., Liu, Y., Li, L. & Xue, G. L. (2011). CrystEngComm, 13, 1984–1989. Web of Science CSD CrossRef CAS Google Scholar
Li, Z. X., Zeng, Y. F., Ma, H. & Bu, X. H. (2010). Chem. Commun. 46, 8540–8542. Web of Science CSD CrossRef CAS Google Scholar
Rigaku/MSC (2005). CrystalClear. Rigaku/MSC Inc., The Woodlands, Texas, USA. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar

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