[N,N′-Bis(4-chloro­benz­yl)propane-1,2-diamine]dichloridozinc(II)

Yang, S.-P.; Han, L.-J.; Wang, D.-Q.; Xia, H.-T.

doi:10.1107/S1600536807050866

[N,N′-Bis(4-chlorobenzyl)propane-1,2-diamine]dichloridozinc(II)

S.-P. Yang, L.-J. Han, D.-Q. Wang and H.-T. Xia

In the title complex, [ZnCl₂(C₁₇H₂₀Cl₂N₂)], the Zn^II atom is coordinated by two Cl atoms and two N atoms of the N,N′-bis(4-chlorobenzyl)propane-1,2-diamine ligand, and displays a tetrahedral coordination geometry. Two N—H

Cl hydrogen bonds link the molecules into a chain of R₂²(8) rings.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807050866/cf2157sup1.cif Contains datablocks I, global
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536807050866/cf2157Isup2.hkl Contains datablock I

CCDC reference: 656514

checkCIF report

Key indicators

Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.017 Å
R factor = 0.115
wR factor = 0.217
Data-to-parameter ratio = 15.9

checkCIF/PLATON results

No syntax errors found



Alert level A
RINTA01_ALERT_3_A  The value of Rint is greater than 0.20
            Rint given   0.216

Author Response: The value of <i>R<i>~int~ for the complex is high duo to poor crystal quality resulting in broad diffraction peak, however, a good quality crystal can't be obtained.

PLAT020_ALERT_3_A The value of Rint is greater than 0.10 .........       0.22

Author Response: The value of Rint for the complex is high duo to poor crystal quality resulting in broad diffraction peak, however, a good quality crystal can't be obtained.


Alert level B
PLAT029_ALERT_3_B _diffrn_measured_fraction_theta_full Low .......       0.95
PLAT341_ALERT_3_B Low Bond Precision on C-C Bonds (x 1000) Ang ...         17

Alert level C
RFACG01_ALERT_3_C  The value of the R factor is > 0.10
            R factor given   0.115
PLAT082_ALERT_2_C High R1 Value ..................................       0.12
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent .....          ?
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         C5
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C12

Alert level G
PLAT793_ALERT_1_G Check the Absolute Configuration of N1     = ...          R
PLAT793_ALERT_1_G Check the Absolute Configuration of N2     = ...          R
PLAT793_ALERT_1_G Check the Absolute Configuration of C15    = ...          S
PLAT794_ALERT_5_G Check Predicted Bond Valency for Zn1         (2)       1.87

   2 ALERT level A = In general: serious problem
   2 ALERT level B = Potentially serious problem
   5 ALERT level C = Check and explain
   4 ALERT level G = General alerts; check

   4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   3 ALERT type 2 Indicator that the structure model may be wrong or deficient
   5 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion
   1 ALERT type 5 Informative message, check

Comment top

We have reported recently the crystal structure of a Zn^II complex (Han et al., 2006). As part of our study of Zn^II complexes with diamine derivatives, We report here the crystal structure of a new Zn^II complex, the title compound, (I).

Complex (I) is a mononuclear compound. The central zinc ion is coordinated by two Cl atoms and two N atoms of the N,N'-bis(4-chlorobenzyl)propane-1,2-diamino ligand, forming a distorted tetrahedral coordination geometry (Fig. 1). The Zn—Cl and Zn—N bond lengths are comparable with those of Zn^II complexes reported previously (Han et al., 2006; Liu et al., 2007), and the bond angle range around Zn^II is 86.2 (3)°–121.1 (2)°. The N1/Zn1/N2 and Cl1/Zn1/Cl2 planes are nearly perpendicular, enclosing a dihedral angle of 87.2 (2)°; the sum of the internal angles is 517° in the five-membered ring Zn/N1/N2/C15–C16, the two benzene rings are located on opposite sides of the five-membered ring, and they enclose a dihedral angle of 20.2 (5)°.

In the crystal structure of (I), the molecules are linked by two N—H···Cl hydrogen bonds into a chain of R₂²(8) rings (Bernstein et al., 1995) along the [010] direction (Fig. 2).

Related literature top

For related literature, see: Bernstein et al. (1995); Han et al. (2006); Liu et al. (2007).

Experimental top

To a solution containing N,N'-bis(4-chlorobenzyl)propane-1,2-diamine (3.20 g, 10 mmol) and ethanol (30 ml), a solution of zinc chloride (1.36 g, 10 mmol) and ethanol(10 ml) was added with stirring for 6 h at room temperature (298–300 K); the solid obtained was filtered off, washed successively with chloroform and ethanol, and dried at room temperature. Colourless crystals of (I) suitable for X-ray structure analysis were obtained by slow evaporation of a DMF-ethanol(1:10) solution containing the product over a period of three weeks (M.p. 499–501 K).

Structure description top

In the crystal structure of (I), the molecules are linked by two N—H···Cl hydrogen bonds into a chain of R₂²(8) rings (Bernstein et al., 1995) along the [010] direction (Fig. 2).

For related literature, see: Bernstein et al. (1995); Han et al. (2006); Liu et al. (2007).

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (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 (I). Displacement ellipsoids are drawn at the 30% probability level.
	Fig. 2. Part of the crystal structure of (I), showing the formation of a [010] chain of R₂²(8) rings. For clarity, H atoms have been omitted. Dashed lines indicate hydrogen bonds. [Symmetry codes: (*) 1/2 - x, -1/2 + y, z; (#) 1/2 - x, 1/2 + y, z.]

[N,N'-Bis(4-chlorobenzyl)propane-1,2-diamine]dichloridozinc(II) top

Crystal data top

[ZnCl₂(C₁₇H₂₀Cl₂N₂)]	D_x = 1.484 Mg m⁻³
M_r = 459.52	Melting point: 497 K
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ac 2ab	Cell parameters from 1955 reflections
a = 14.638 (2) Å	θ = 2.5–20.8°
b = 10.770 (1) Å	µ = 1.72 mm⁻¹
c = 26.090 (3) Å	T = 298 K
V = 4113.2 (9) Å³	Prism, colourless
Z = 8	0.59 × 0.18 × 0.14 mm
F(000) = 1872

Data collection top

Bruker SMART CCD area-detector diffractometer	3458 independent reflections
Radiation source: fine-focus sealed tube	1720 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.216
φ and ω scans	θ_max = 25.0°, θ_min = 2.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −10→17
T_min = 0.431, T_max = 0.795	k = −12→11
15270 measured reflections	l = −31→31

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)] = 0.115	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.217	H-atom parameters constrained
S = 1.29	w = 1/[σ²(F_o²) + (0.0488P)² + 0.5373P] where P = (F_o² + 2F_c²)/3
3458 reflections	(Δ/σ)_max = 0.001
218 parameters	Δρ_max = 0.61 e Å⁻³
0 restraints	Δρ_min = −0.68 e Å⁻³

Crystal data top

[ZnCl₂(C₁₇H₂₀Cl₂N₂)]	V = 4113.2 (9) Å³
M_r = 459.52	Z = 8
Orthorhombic, Pbca	Mo Kα radiation
a = 14.638 (2) Å	µ = 1.72 mm⁻¹
b = 10.770 (1) Å	T = 298 K
c = 26.090 (3) Å	0.59 × 0.18 × 0.14 mm

Data collection top

Bruker SMART CCD area-detector diffractometer	3458 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	1720 reflections with I > 2σ(I)
T_min = 0.431, T_max = 0.795	R_int = 0.216
15270 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.115	0 restraints
wR(F²) = 0.217	H-atom parameters constrained
S = 1.29	Δρ_max = 0.61 e Å⁻³
3458 reflections	Δρ_min = −0.68 e Å⁻³
218 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	0.28774 (7)	0.94334 (11)	0.82844 (4)	0.0514 (4)
Cl1	0.3749 (2)	1.0772 (2)	0.78794 (10)	0.0687 (8)
Cl2	0.3531 (2)	0.7603 (2)	0.84790 (12)	0.0775 (9)
Cl3	0.2262 (3)	0.5655 (4)	0.58833 (11)	0.1036 (12)
Cl4	0.5868 (3)	1.2971 (4)	0.98538 (16)	0.1283 (15)
N1	0.1588 (6)	0.9061 (7)	0.7969 (3)	0.054 (2)
H1	0.1537	0.8223	0.7938	0.065*
N2	0.2181 (5)	0.9931 (7)	0.8947 (2)	0.051 (2)
H2	0.2073	1.0762	0.8930	0.061*
C1	0.1418 (7)	0.9612 (10)	0.7448 (3)	0.064 (3)
H1A	0.1792	1.0347	0.7405	0.077*
H1B	0.0783	0.9855	0.7419	0.077*
C2	0.1646 (9)	0.8677 (11)	0.7035 (4)	0.063 (3)
C3	0.0958 (9)	0.8106 (11)	0.6772 (4)	0.074 (3)
H3	0.0356	0.8340	0.6831	0.089*
C4	0.1148 (9)	0.7179 (12)	0.6418 (4)	0.076 (4)
H4	0.0668	0.6809	0.6240	0.092*
C5	0.2029 (9)	0.6795 (12)	0.6323 (4)	0.070 (3)
C6	0.2716 (9)	0.7410 (13)	0.6581 (4)	0.077 (3)
H6	0.3323	0.7205	0.6516	0.092*
C7	0.2518 (10)	0.8318 (13)	0.6931 (4)	0.074 (3)
H7	0.2996	0.8703	0.7103	0.089*
C8	0.2633 (8)	0.9668 (11)	0.9458 (3)	0.061 (3)
H8A	0.2190	0.9788	0.9729	0.073*
H8B	0.2827	0.8807	0.9466	0.073*
C9	0.3446 (7)	1.0486 (11)	0.9558 (4)	0.058 (3)
C10	0.3392 (8)	1.1473 (11)	0.9888 (4)	0.064 (3)
H10	0.2839	1.1632	1.0050	0.077*
C11	0.4120 (9)	1.2236 (11)	0.9989 (4)	0.072 (3)
H11	0.4065	1.2894	1.0217	0.086*
C12	0.4930 (9)	1.2006 (12)	0.9745 (4)	0.075 (3)
C13	0.5032 (9)	1.1033 (12)	0.9416 (4)	0.077 (4)
H13	0.5592	1.0891	0.9257	0.092*
C14	0.4298 (9)	1.0259 (11)	0.9320 (4)	0.070 (3)
H14	0.4365	0.9589	0.9098	0.084*
C15	0.0914 (7)	0.9464 (9)	0.8355 (3)	0.053 (2)
H15	0.0793	1.0350	0.8304	0.063*
C16	0.1287 (7)	0.9288 (9)	0.8889 (3)	0.055 (3)
H16A	0.0857	0.9617	0.9137	0.066*
H16B	0.1364	0.8409	0.8958	0.066*
C17	0.0017 (8)	0.8766 (11)	0.8300 (4)	0.083 (4)
H17A	−0.0237	0.8924	0.7967	0.125*
H17B	−0.0403	0.9042	0.8559	0.125*
H17C	0.0124	0.7892	0.8339	0.125*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Zn1	0.0501 (7)	0.0421 (7)	0.0619 (7)	−0.0004 (6)	0.0054 (6)	0.0067 (6)
Cl1	0.070 (2)	0.0510 (16)	0.0855 (18)	−0.0078 (14)	0.0194 (15)	0.0113 (14)
Cl2	0.068 (2)	0.0388 (15)	0.126 (2)	0.0107 (14)	0.0061 (17)	0.0128 (15)
Cl3	0.133 (4)	0.110 (3)	0.0682 (17)	−0.005 (3)	0.0009 (19)	−0.0178 (18)
Cl4	0.085 (3)	0.132 (3)	0.168 (4)	−0.039 (3)	−0.030 (3)	−0.002 (3)
N1	0.054 (6)	0.050 (5)	0.059 (5)	−0.010 (4)	0.000 (4)	0.006 (4)
N2	0.053 (6)	0.048 (5)	0.052 (4)	−0.006 (4)	0.011 (4)	0.011 (4)
C1	0.063 (8)	0.066 (7)	0.063 (6)	−0.010 (6)	−0.006 (6)	0.008 (6)
C2	0.066 (9)	0.076 (8)	0.046 (6)	−0.005 (7)	0.002 (6)	0.009 (6)
C3	0.065 (8)	0.099 (9)	0.057 (7)	−0.015 (7)	−0.005 (6)	−0.006 (7)
C4	0.075 (10)	0.097 (10)	0.057 (7)	−0.020 (8)	−0.011 (6)	−0.004 (7)
C5	0.075 (9)	0.082 (9)	0.052 (6)	−0.009 (8)	0.000 (7)	−0.003 (6)
C6	0.069 (9)	0.097 (10)	0.064 (7)	−0.007 (7)	0.003 (7)	−0.005 (7)
C7	0.070 (9)	0.095 (10)	0.058 (6)	−0.007 (8)	−0.005 (6)	−0.007 (6)
C8	0.062 (8)	0.073 (8)	0.047 (6)	−0.002 (6)	0.007 (5)	0.014 (5)
C9	0.056 (8)	0.066 (8)	0.053 (6)	0.005 (7)	−0.006 (5)	0.010 (6)
C10	0.059 (9)	0.075 (8)	0.058 (7)	0.011 (7)	−0.002 (6)	0.008 (6)
C11	0.068 (9)	0.079 (9)	0.068 (7)	−0.003 (7)	−0.013 (7)	0.004 (6)
C12	0.063 (9)	0.082 (9)	0.079 (8)	−0.003 (7)	−0.017 (7)	0.008 (7)
C13	0.061 (9)	0.091 (10)	0.078 (8)	0.003 (7)	−0.003 (7)	0.009 (7)
C14	0.068 (10)	0.078 (9)	0.064 (7)	0.001 (7)	−0.004 (7)	−0.002 (6)
C15	0.055 (6)	0.044 (5)	0.060 (6)	−0.008 (6)	−0.003 (5)	0.000 (5)
C16	0.049 (7)	0.056 (6)	0.059 (6)	−0.009 (5)	0.006 (5)	0.003 (5)
C17	0.070 (9)	0.077 (8)	0.103 (9)	−0.014 (7)	0.008 (7)	0.003 (7)

Geometric parameters (Å, º) top

Zn1—N2	2.076 (7)	C6—H6	0.930
Zn1—N1	2.098 (8)	C7—H7	0.930
Zn1—Cl1	2.196 (3)	C8—C9	1.503 (14)
Zn1—Cl2	2.249 (3)	C8—H8A	0.970
Cl3—C5	1.714 (13)	C8—H8B	0.970
Cl4—C12	1.746 (13)	C9—C10	1.371 (14)
N1—C15	1.476 (12)	C9—C14	1.414 (14)
N1—C1	1.502 (11)	C10—C11	1.371 (14)
N1—H1	0.910	C10—H10	0.930
N2—C16	1.488 (12)	C11—C12	1.367 (16)
N2—C8	1.515 (11)	C11—H11	0.930
N2—H2	0.910	C12—C13	1.363 (14)
C1—C2	1.511 (14)	C13—C14	1.383 (15)
C1—H1A	0.970	C13—H13	0.930
C1—H1B	0.970	C14—H14	0.930
C2—C7	1.362 (16)	C15—C16	1.509 (11)
C2—C3	1.365 (15)	C15—C17	1.520 (13)
C3—C4	1.389 (15)	C15—H15	0.980
C3—H3	0.930	C16—H16A	0.970
C4—C5	1.377 (16)	C16—H16B	0.970
C4—H4	0.930	C17—H17A	0.960
C5—C6	1.380 (15)	C17—H17B	0.960
C6—C7	1.369 (16)	C17—H17C	0.960

N2—Zn1—N1	86.2 (3)	C9—C8—N2	112.9 (8)
N2—Zn1—Cl1	121.1 (2)	C9—C8—H8A	109.0
N1—Zn1—Cl1	117.4 (2)	N2—C8—H8A	109.0
N2—Zn1—Cl2	104.3 (2)	C9—C8—H8B	109.0
N1—Zn1—Cl2	107.7 (2)	N2—C8—H8B	109.0
Cl1—Zn1—Cl2	115.9 (1)	H8A—C8—H8B	107.8
C15—N1—C1	113.1 (8)	C10—C9—C14	117.4 (11)
C15—N1—Zn1	106.1 (5)	C10—C9—C8	121.2 (10)
C1—N1—Zn1	115.3 (6)	C14—C9—C8	121.4 (11)
C15—N1—H1	107.3	C9—C10—C11	122.7 (11)
C1—N1—H1	107.3	C9—C10—H10	118.6
Zn1—N1—H1	107.3	C11—C10—H10	118.6
C16—N2—C8	112.7 (7)	C12—C11—C10	118.4 (11)
C16—N2—Zn1	103.2 (5)	C12—C11—H11	120.8
C8—N2—Zn1	118.0 (6)	C10—C11—H11	120.8
C16—N2—H2	107.5	C13—C12—C11	121.9 (12)
C8—N2—H2	107.5	C13—C12—Cl4	118.2 (11)
Zn1—N2—H2	107.5	C11—C12—Cl4	119.9 (11)
N1—C1—C2	110.2 (8)	C12—C13—C14	119.5 (12)
N1—C1—H1A	109.6	C12—C13—H13	120.3
C2—C1—H1A	109.6	C14—C13—H13	120.3
N1—C1—H1B	109.6	C13—C14—C9	120.1 (11)
C2—C1—H1B	109.6	C13—C14—H14	120.0
H1A—C1—H1B	108.1	C9—C14—H14	120.0
C7—C2—C3	117.5 (11)	N1—C15—C16	110.6 (8)
C7—C2—C1	122.6 (11)	N1—C15—C17	111.6 (8)
C3—C2—C1	119.8 (12)	C16—C15—C17	109.8 (8)
C2—C3—C4	120.8 (11)	N1—C15—H15	108.3
C2—C3—H3	119.6	C16—C15—H15	108.3
C4—C3—H3	119.6	C17—C15—H15	108.3
C5—C4—C3	121.5 (11)	N2—C16—C15	110.6 (7)
C5—C4—H4	119.2	N2—C16—H16A	109.5
C3—C4—H4	119.2	C15—C16—H16A	109.5
C4—C5—C6	116.8 (11)	N2—C16—H16B	109.5
C4—C5—Cl3	121.5 (10)	C15—C16—H16B	109.5
C6—C5—Cl3	121.6 (11)	H16A—C16—H16B	108.1
C7—C6—C5	120.9 (12)	C15—C17—H17A	109.5
C7—C6—H6	119.6	C15—C17—H17B	109.5
C5—C6—H6	119.6	H17A—C17—H17B	109.5
C2—C7—C6	122.4 (12)	C15—C17—H17C	109.5
C2—C7—H7	118.8	H17A—C17—H17C	109.5
C6—C7—H7	118.8	H17B—C17—H17C	109.5

N2—Zn1—N1—C15	5.5 (6)	C1—C2—C7—C6	175.4 (10)
Cl1—Zn1—N1—C15	−117.7 (5)	C5—C6—C7—C2	−1.3 (19)
Cl2—Zn1—N1—C15	109.3 (5)	C16—N2—C8—C9	−169.7 (9)
N2—Zn1—N1—C1	131.5 (7)	Zn1—N2—C8—C9	70.2 (10)
Cl1—Zn1—N1—C1	8.3 (7)	N2—C8—C9—C10	103.3 (11)
Cl2—Zn1—N1—C1	−124.7 (6)	N2—C8—C9—C14	−77.4 (13)
N1—Zn1—N2—C16	21.4 (6)	C14—C9—C10—C11	0.6 (15)
Cl1—Zn1—N2—C16	141.3 (5)	C8—C9—C10—C11	179.9 (9)
Cl2—Zn1—N2—C16	−85.9 (6)	C9—C10—C11—C12	0.6 (16)
N1—Zn1—N2—C8	146.4 (7)	C10—C11—C12—C13	−1.2 (17)
Cl1—Zn1—N2—C8	−93.7 (7)	C10—C11—C12—Cl4	178.9 (8)
Cl2—Zn1—N2—C8	39.1 (7)	C11—C12—C13—C14	0.6 (17)
C15—N1—C1—C2	−143.6 (9)	Cl4—C12—C13—C14	−179.5 (8)
Zn1—N1—C1—C2	94.1 (9)	C12—C13—C14—C9	0.7 (16)
N1—C1—C2—C7	−69.9 (13)	C10—C9—C14—C13	−1.2 (15)
N1—C1—C2—C3	106.2 (11)	C8—C9—C14—C13	179.4 (9)
C7—C2—C3—C4	1.0 (16)	C1—N1—C15—C16	−159.4 (8)
C1—C2—C3—C4	−175.2 (10)	Zn1—N1—C15—C16	−32.1 (8)
C2—C3—C4—C5	0.6 (18)	C1—N1—C15—C17	78.1 (10)
C3—C4—C5—C6	−2.6 (18)	Zn1—N1—C15—C17	−154.6 (7)
C3—C4—C5—Cl3	−179.8 (9)	C8—N2—C16—C15	−173.8 (8)
C4—C5—C6—C7	2.9 (18)	Zn1—N2—C16—C15	−45.5 (9)
Cl3—C5—C6—C7	−179.9 (9)	N1—C15—C16—N2	54.7 (10)
C3—C2—C7—C6	−0.7 (17)	C17—C15—C16—N2	178.2 (8)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···Cl1ⁱ	0.91	2.68	3.585 (8)	175
N2—H2···Cl2ⁱⁱ	0.91	2.47	3.295 (8)	151

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

Experimental details

Crystal data
Chemical formula	[ZnCl₂(C₁₇H₂₀Cl₂N₂)]
M_r	459.52
Crystal system, space group	Orthorhombic, Pbca
Temperature (K)	298
a, b, c (Å)	14.638 (2), 10.770 (1), 26.090 (3)
V (Å³)	4113.2 (9)
Z	8
Radiation type	Mo Kα
µ (mm⁻¹)	1.72
Crystal size (mm)	0.59 × 0.18 × 0.14

Data collection
Diffractometer	Bruker SMART CCD area-detector
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.431, 0.795
No. of measured, independent and observed [I > 2σ(I)] reflections	15270, 3458, 1720
R_int	0.216
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.115, 0.217, 1.29
No. of reflections	3458
No. of parameters	218
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.61, −0.68

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

Selected geometric parameters (Å, º) top

Zn1—N2	2.076 (7)	Zn1—Cl1	2.196 (3)
Zn1—N1	2.098 (8)	Zn1—Cl2	2.249 (3)

N2—Zn1—N1	86.2 (3)	N2—Zn1—Cl2	104.3 (2)
N2—Zn1—Cl1	121.1 (2)	N1—Zn1—Cl2	107.7 (2)
N1—Zn1—Cl1	117.4 (2)	Cl1—Zn1—Cl2	115.9 (1)