Dichlorido{2-[3-(dimethyl­ammonio)­propyl­imino­meth­yl]phenolato}zinc(II) hemihydrate

Zhu, X.-W.

doi:10.1107/S1600536808033977

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 11| November 2008| Pages m1456-m1457

doi:10.1107/S1600536808033977

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Dichlorido{2-[3-(dimethylammonio)propyliminomethyl]phenolato}zinc(II) hemihydrate

Xue-Wen Zhu ^a ^*

^aKey Laboratory of Surface and Interface Science of Henan, School of Materials and Chemical Engineering, Zhengzhou University of Light Industry, Zhengzhou 450002, People's Republic of China
^*Correspondence e-mail: xuewen_zhu@126.com

(Received 14 October 2008; accepted 17 October 2008; online 25 October 2008)

The title complex, [ZnCl₂(C₁₂H₁₈N₂O)]·0.5H₂O, is a mononuclear zinc(II) compound derived from the zwitterionic form of the Schiff base 2-[3-(dimethylamino)propyliminomethyl]phenol. The Zn^II atom is four-coordinated by the imine N and the phenolate O atoms of the Schiff base ligand, and by two chloride ions, in a distorted tetrahedral coordination geometry. The dimethylammonio group is disordered over two positions with site occupancies of 0.51 (3) and 0.49 (3). In the asymmetric unit, there is also a disordered water molecule with a partial occupancy of 0.5. In the crystal structure, the water molecules are linked to the Schiff base complex molecules through intermolecular N—H⋯O hydrogen bonds. Molecules are further linked through additional intermolecular N—H⋯O hydrogen bonds, forming chains running along the b axis.

Related literature

For a general background on the chemistry of Schiff base complexes, see: Ali et al. (2008 ); Biswas et al. (2008 ); Chen et al. (2008 ); Darensbourg & Frantz (2007 ); Habibi et al. (2007 ); Kawamoto et al. (2008 ); Lipscomb & Sträter (1996 ); Tomat et al. (2007 ); Wu et al. (2008 ); Yuan et al. (2007 ). For related structures, see: Zhu & Yang (2008a ,b ,c ,d ); Qiu (2006a ,b ); Wei et al. (2007 ); Zhu et al. (2007 ).

Experimental

Crystal data

[ZnCl₂(C₁₂H₁₈N₂O)]·0.5H₂O
M_r = 351.58
Orthorhombic, P n a 2₁
a = 13.335 (2) Å
b = 16.384 (2) Å
c = 7.212 (1) Å
V = 1575.7 (4) Å³
Z = 4
Mo Kα radiation
μ = 1.89 mm⁻¹
T = 298 (2) K
0.23 × 0.23 × 0.22 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2004 ) T_min = 0.650, T_max = 0.661
12635 measured reflections
3426 independent reflections
2915 reflections with I > 2σ(I)
R_int = 0.035

Refinement

R[F² > 2σ(F²)] = 0.041
wR(F²) = 0.103
S = 1.08
3426 reflections
206 parameters
4 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.42 e Å⁻³
Δρ_min = −0.40 e Å⁻³
Absolute structure: Flack (1983 ), 1569 Friedel pairs
Flack parameter: 0.03 (2)

Table 1
Selected bond lengths (Å)

Zn1—O1	1.954 (3)
Zn1—N1	2.003 (4)
Zn1—Cl1	2.2182 (13)
Zn1—Cl2	2.2692 (18)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2′—H2′A⋯O1ⁱ	0.91	1.88	2.762 (14)	164
N2—H2C⋯O1ⁱ	0.91	1.87	2.773 (12)	170
Symmetry code: (i) $[-x+{\script{3\over 2}}, y-{\script{1\over 2}}, z-{\script{1\over 2}}]$ .

Data collection: APEX2 (Bruker, 2004 ); cell refinement: SAINT (Bruker, 2004); 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 global, I. DOI: 10.1107/S1600536808033977/rz2256sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808033977/rz2256Isup2.hkl

checkCIF report

Comment top

Schiff bases have widely been used as versatile ligands in coordination chemistry (Biswas et al., 2008; Wu et al., 2008; Kawamoto et al., 2008; Ali et al., 2008; Habibi et al., 2007), and their metal complexes are of great interest in many fields (Chen et al., 2008; Yuan et al., 2007; Tomat et al., 2007; Darensbourg & Frantz, 2007). Zinc(II) is an important element in biological systems and functions as an active site of hydrolytic enzymes, such as carboxypeptidase and carbonic anhydrase where it is in a hard-donor coordination environment of nitrogen and oxygen ligands (Lipscomb & Sträter, 1996). Recently, we have reported some Schiff base complexes (Zhu & Yang, 2008a,b,c,d). In this paper, the synthesis and structural characterization of a new zinc(II) complex (Fig. 1) of the Schiff base ligand 2-[(3-dimethylaminopropylimino)methyl]phenol is reported.

The zinc(II) atom in the title compound is four-coordinated by the imine N and phenolate O atoms of the zwitterionic form of the Schiff base ligand, and by two Cl^- ions in a tetrahedral coordination geometry. The coordinate bond lengths (Table 1) are typical and comparable to the corresponding values observed in other similar zinc(II) Schiff base complexes (Zhu et al., 2007; Wei et al., 2007; Qiu, 2006a,b).

In the crystal structure, the water molecules are linked to the Schiff base complex molecules through intermolecular N–H···O hydrogen bonds (Table 2). The molecules are further linked through intermolecular N–H···O hydrogen bonds (Table 2), forming chains running along the b axis (Fig. 2).

Related literature top

For a general background on the chemistry of Schiff base complexes, see: Ali et al. (2008); Biswas et al. (2008); Chen et al. (2008); Darensbourg & Frantz (2007); Habibi et al. (2007); Kawamoto et al. (2008); Lipscomb & Sträter (1996); Tomat et al. (2007); Wu et al. (2008); Yuan et al. (2007). For related structures, see: Zhu & Yang (2008a,b,c,d); Qiu (2006a,b); Wei et al. (2007); Zhu et al. (2007).

Experimental top

The Schiff base compound was prepared by the condensation of equimolar amounts of salicylaldehyde with N,N-dimethylpropane-1,3-diamine in a methanol solution. The complex was prepared by the following method: to an anhydrous methanol solution (5 ml) of ZnCl₂ (13.7 mg, 0.1 mmol) was added a methanol solution (10 ml) of the Schiff base compound (20.6 mg, 0.1 mmol) with stirring. The mixture was stirred for 30 min at room temperature and filtered. Upon keeping the filtrate in air for a few days, colourless block-shaped crystals were formed at the bottom of the vessel on slow evaporation of the solvent.

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); 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 ellipsoids drawn at the 30% probability level. Only the major component of disorder is shown.
	Fig. 2. The crystal packing of the title compound viewed along the c axis. Hydrogen atoms not involved in hydrogen bonding interactions (dashed lines) are omitted for clarity. Only the major component of disorder is shown.

Dichlorido{2-[3-(dimethylammonio)propyliminomethyl]phenolato}zinc(II) hemihydrate top

Crystal data top

[ZnCl₂(C₁₂H₁₈N₂O)]·0.5H₂O	F(000) = 724
M_r = 351.58	D_x = 1.482 Mg m⁻³
Orthorhombic, Pna2₁	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2c -2n	Cell parameters from 3872 reflections
a = 13.335 (2) Å	θ = 2.4–25.3°
b = 16.384 (2) Å	µ = 1.89 mm⁻¹
c = 7.212 (1) Å	T = 298 K
V = 1575.7 (4) Å³	Block, colorless
Z = 4	0.23 × 0.23 × 0.22 mm

Data collection top

Bruker APEXII CCD area-detector diffractometer	3426 independent reflections
Radiation source: fine-focus sealed tube	2915 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.035
ω scans	θ_max = 27.0°, θ_min = 2.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	h = −17→17
T_min = 0.650, T_max = 0.661	k = −20→20
12635 measured reflections	l = −9→9

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.041	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.103	w = 1/[σ²(F_o²) + (0.0381P)² + 0.643P] where P = (F_o² + 2F_c²)/3
S = 1.08	(Δ/σ)_max = 0.001
3426 reflections	Δρ_max = 0.42 e Å⁻³
206 parameters	Δρ_min = −0.40 e Å⁻³
4 restraints	Absolute structure: Flack (1983), 1569 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.03 (2)

Crystal data top

[ZnCl₂(C₁₂H₁₈N₂O)]·0.5H₂O	V = 1575.7 (4) Å³
M_r = 351.58	Z = 4
Orthorhombic, Pna2₁	Mo Kα radiation
a = 13.335 (2) Å	µ = 1.89 mm⁻¹
b = 16.384 (2) Å	T = 298 K
c = 7.212 (1) Å	0.23 × 0.23 × 0.22 mm

Data collection top

Bruker APEXII CCD area-detector diffractometer	3426 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	2915 reflections with I > 2σ(I)
T_min = 0.650, T_max = 0.661	R_int = 0.035
12635 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.041	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.103	Δρ_max = 0.42 e Å⁻³
S = 1.08	Δρ_min = −0.40 e Å⁻³
3426 reflections	Absolute structure: Flack (1983), 1569 Friedel pairs
206 parameters	Absolute structure parameter: 0.03 (2)
4 restraints

Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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)
Zn1	0.73458 (3)	1.10664 (2)	1.00222 (10)	0.04900 (15)
Cl1	0.59091 (11)	1.09513 (7)	1.1550 (2)	0.0746 (4)
Cl2	0.86270 (14)	1.03257 (11)	1.1229 (3)	0.1022 (5)
N1	0.7159 (3)	1.0824 (2)	0.7323 (5)	0.0449 (7)
O1	0.7749 (2)	1.21988 (16)	0.9610 (4)	0.0563 (8)
O2	0.9856 (5)	0.9368 (4)	0.1435 (12)	0.0704 (18)	0.50
C1	0.8128 (3)	1.2011 (2)	0.6371 (6)	0.0488 (9)
C2	0.8218 (3)	1.2425 (2)	0.8055 (6)	0.0464 (9)
C3	0.8817 (4)	1.3118 (3)	0.8081 (9)	0.0656 (13)
H3	0.8897	1.3401	0.9189	0.079*
C4	0.9288 (4)	1.3393 (3)	0.6546 (10)	0.0783 (16)
H4	0.9668	1.3868	0.6615	0.094*
C5	0.9217 (4)	1.2989 (3)	0.4892 (11)	0.0835 (17)
H5	0.9564	1.3172	0.3853	0.100*
C6	0.8631 (4)	1.2317 (3)	0.4807 (8)	0.0736 (14)
H6	0.8558	1.2049	0.3678	0.088*
C7	0.7537 (3)	1.1280 (3)	0.6068 (6)	0.0506 (10)
H7	0.7423	1.1129	0.4843	0.061*
C8	0.6601 (3)	1.0080 (2)	0.6728 (7)	0.0575 (11)
H8A	0.5968	1.0053	0.7389	0.069*
H8B	0.6455	1.0117	0.5413	0.069*
C9	0.7184 (4)	0.9327 (3)	0.7093 (7)	0.0674 (13)
H9A	0.6748	0.8858	0.6947	0.081*
H9B	0.7419	0.9335	0.8365	0.081*
N2	0.8576 (13)	0.8452 (7)	0.543 (2)	0.055 (4)	0.51 (3)
H2C	0.8090	0.8071	0.5247	0.066*	0.51 (3)
C10	0.8059 (4)	0.9240 (3)	0.5831 (9)	0.0800 (18)	0.51 (3)
H10A	0.8570	0.9608	0.6296	0.096*	0.51 (3)
H10B	0.7849	0.9456	0.4641	0.096*	0.51 (3)
C11	0.9122 (17)	0.8214 (9)	0.713 (4)	0.091 (8)	0.51 (3)
H11A	0.8683	0.8257	0.8176	0.137*	0.51 (3)
H11B	0.9687	0.8569	0.7296	0.137*	0.51 (3)
H11C	0.9351	0.7661	0.7008	0.137*	0.51 (3)
C12	0.9244 (10)	0.8403 (9)	0.389 (3)	0.082 (6)	0.51 (3)
H12A	0.9523	0.7864	0.3816	0.123*	0.51 (3)
H12B	0.9775	0.8793	0.4036	0.123*	0.51 (3)
H12C	0.8883	0.8519	0.2765	0.123*	0.51 (3)
N2'	0.8443 (12)	0.8327 (9)	0.641 (4)	0.071 (5)	0.49 (3)
H2'A	0.7970	0.7970	0.5998	0.085*	0.49 (3)
C10'	0.8059 (4)	0.9240 (3)	0.5831 (9)	0.0800 (18)	0.49 (3)
H10C	0.8566	0.9650	0.6072	0.096*	0.49 (3)
H10D	0.7860	0.9265	0.4538	0.096*	0.49 (3)
C11'	0.8661 (16)	0.8106 (11)	0.824 (4)	0.101 (8)	0.49 (3)
H11D	0.8812	0.7534	0.8288	0.152*	0.49 (3)
H11E	0.8091	0.8220	0.9010	0.152*	0.49 (3)
H11F	0.9228	0.8413	0.8668	0.152*	0.49 (3)
C12'	0.9351 (17)	0.8164 (14)	0.534 (6)	0.139 (12)	0.49 (3)
H12D	0.9592	0.7626	0.5629	0.209*	0.49 (3)
H12E	0.9855	0.8559	0.5658	0.209*	0.49 (3)
H12F	0.9203	0.8199	0.4044	0.209*	0.49 (3)
H2A	0.984 (7)	0.973 (5)	0.228 (11)	0.080*	0.50
H2B	0.930 (4)	0.911 (5)	0.146 (15)	0.080*	0.50

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Zn1	0.0640 (3)	0.0390 (2)	0.0440 (2)	−0.00734 (18)	0.0112 (3)	−0.0061 (3)
Cl1	0.0750 (8)	0.0720 (8)	0.0768 (8)	−0.0113 (6)	0.0324 (7)	−0.0094 (6)
Cl2	0.1140 (13)	0.1004 (11)	0.0921 (11)	−0.0145 (9)	−0.0136 (10)	0.0143 (9)
N1	0.0476 (18)	0.0393 (16)	0.0478 (18)	0.0030 (14)	0.0062 (15)	−0.0058 (14)
O1	0.0774 (18)	0.0361 (12)	0.055 (2)	−0.0102 (12)	0.0190 (14)	−0.0142 (12)
O2	0.056 (4)	0.054 (4)	0.102 (6)	0.011 (3)	0.005 (4)	0.015 (4)
C1	0.052 (2)	0.0417 (19)	0.053 (2)	0.0019 (17)	0.0052 (18)	0.0038 (18)
C2	0.051 (2)	0.0308 (17)	0.058 (2)	−0.0004 (16)	0.0125 (19)	0.0006 (16)
C3	0.067 (3)	0.042 (2)	0.088 (4)	−0.008 (2)	0.011 (3)	−0.014 (2)
C4	0.064 (3)	0.048 (2)	0.123 (5)	−0.009 (2)	0.031 (3)	0.009 (3)
C5	0.079 (3)	0.072 (3)	0.100 (4)	0.002 (2)	0.041 (4)	0.019 (4)
C6	0.088 (3)	0.070 (3)	0.063 (3)	0.001 (2)	0.030 (3)	0.010 (3)
C7	0.062 (3)	0.049 (2)	0.041 (2)	−0.0007 (18)	0.0022 (19)	−0.0092 (19)
C8	0.059 (3)	0.046 (2)	0.068 (3)	−0.0111 (19)	0.001 (2)	−0.018 (2)
C9	0.098 (4)	0.043 (2)	0.061 (3)	−0.021 (2)	−0.006 (3)	−0.010 (2)
N2	0.070 (7)	0.026 (3)	0.069 (9)	−0.004 (3)	−0.020 (7)	−0.001 (5)
C10	0.078 (3)	0.037 (2)	0.124 (5)	−0.002 (2)	−0.008 (3)	−0.020 (3)
C11	0.085 (14)	0.052 (7)	0.136 (19)	0.000 (7)	−0.051 (14)	0.024 (9)
C12	0.072 (8)	0.049 (7)	0.125 (14)	0.020 (5)	0.017 (9)	−0.028 (7)
N2'	0.067 (8)	0.044 (7)	0.101 (14)	0.004 (5)	−0.006 (9)	−0.029 (8)
C10'	0.078 (3)	0.037 (2)	0.124 (5)	−0.002 (2)	−0.008 (3)	−0.020 (3)
C11'	0.094 (12)	0.051 (8)	0.16 (2)	0.014 (8)	−0.054 (13)	−0.027 (10)
C12'	0.094 (12)	0.127 (16)	0.20 (4)	0.010 (12)	0.068 (19)	−0.002 (19)

Geometric parameters (Å, º) top

Zn1—O1	1.954 (3)	C9—C10	1.487 (8)
Zn1—N1	2.003 (4)	C9—H9A	0.9700
Zn1—Cl1	2.2182 (13)	C9—H9B	0.9700
Zn1—Cl2	2.2692 (18)	N2—C12	1.430 (19)
N1—C7	1.277 (6)	N2—C11	1.47 (2)
N1—C8	1.491 (5)	N2—C10	1.491 (15)
O1—C2	1.336 (5)	N2—H2C	0.9100
O2—H2A	0.852 (10)	C10—H10A	0.9700
O2—H2B	0.848 (10)	C10—H10B	0.9700
C1—C2	1.396 (6)	C11—H11A	0.9600
C1—C6	1.405 (6)	C11—H11B	0.9600
C1—C7	1.451 (6)	C11—H11C	0.9600
C2—C3	1.389 (6)	C12—H12A	0.9600
C3—C4	1.350 (8)	C12—H12B	0.9600
C3—H3	0.9300	C12—H12C	0.9600
C4—C5	1.368 (9)	N2'—C11'	1.40 (3)
C4—H4	0.9300	N2'—C12'	1.46 (2)
C5—C6	1.352 (7)	N2'—H2'A	0.9100
C5—H5	0.9300	C11'—H11D	0.9600
C6—H6	0.9300	C11'—H11E	0.9600
C7—H7	0.9300	C11'—H11F	0.9600
C8—C9	1.481 (7)	C12'—H12D	0.9600
C8—H8A	0.9700	C12'—H12E	0.9600
C8—H8B	0.9700	C12'—H12F	0.9600

O1—Zn1—N1	94.29 (13)	C10—C9—H9B	109.1
O1—Zn1—Cl1	113.19 (9)	H9A—C9—H9B	107.8
N1—Zn1—Cl1	111.04 (11)	C12—N2—C11	108.9 (14)
O1—Zn1—Cl2	111.03 (11)	C12—N2—C10	119.2 (9)
N1—Zn1—Cl2	111.10 (11)	C11—N2—C10	107.3 (12)
Cl1—Zn1—Cl2	114.48 (7)	C12—N2—H2C	106.9
C7—N1—C8	118.1 (4)	C11—N2—H2C	106.9
C7—N1—Zn1	121.6 (3)	C10—N2—H2C	106.9
C8—N1—Zn1	120.3 (3)	C9—C10—N2	124.4 (8)
C2—O1—Zn1	121.3 (2)	C9—C10—H10A	106.2
H2A—O2—H2B	108 (3)	N2—C10—H10A	106.2
C2—C1—C6	119.0 (4)	C9—C10—H10B	106.2
C2—C1—C7	125.4 (4)	N2—C10—H10B	106.2
C6—C1—C7	115.6 (4)	H10A—C10—H10B	106.4
O1—C2—C3	119.0 (4)	N2—C11—H11A	109.5
O1—C2—C1	123.7 (3)	N2—C11—H11B	109.5
C3—C2—C1	117.2 (4)	H11A—C11—H11B	109.5
C4—C3—C2	122.0 (5)	N2—C11—H11C	109.5
C4—C3—H3	119.0	H11A—C11—H11C	109.5
C2—C3—H3	119.0	H11B—C11—H11C	109.5
C3—C4—C5	121.4 (5)	N2—C12—H12A	109.5
C3—C4—H4	119.3	N2—C12—H12B	109.5
C5—C4—H4	119.3	H12A—C12—H12B	109.5
C6—C5—C4	118.3 (5)	N2—C12—H12C	109.5
C6—C5—H5	120.8	H12A—C12—H12C	109.5
C4—C5—H5	120.8	H12B—C12—H12C	109.5
C5—C6—C1	122.0 (6)	C11'—N2'—C12'	106.1 (19)
C5—C6—H6	119.0	C11'—N2'—H2'A	106.6
C1—C6—H6	119.0	C12'—N2'—H2'A	106.6
N1—C7—C1	126.2 (4)	N2'—C11'—H11D	109.5
N1—C7—H7	116.9	N2'—C11'—H11E	109.5
C1—C7—H7	116.9	H11D—C11'—H11E	109.5
C9—C8—N1	111.5 (4)	N2'—C11'—H11F	109.5
C9—C8—H8A	109.3	H11D—C11'—H11F	109.5
N1—C8—H8A	109.3	H11E—C11'—H11F	109.5
C9—C8—H8B	109.3	N2'—C12'—H12D	109.5
N1—C8—H8B	109.3	N2'—C12'—H12E	109.5
H8A—C8—H8B	108.0	H12D—C12'—H12E	109.5
C8—C9—C10	112.6 (4)	N2'—C12'—H12F	109.5
C8—C9—H9A	109.1	H12D—C12'—H12F	109.5
C10—C9—H9A	109.1	H12E—C12'—H12F	109.5
C8—C9—H9B	109.1

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N2′—H2′A···O1ⁱ	0.91	1.88	2.762 (14)	164
N2—H2C···O1ⁱ	0.91	1.87	2.773 (12)	170

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

Experimental details

Crystal data
Chemical formula	[ZnCl₂(C₁₂H₁₈N₂O)]·0.5H₂O
M_r	351.58
Crystal system, space group	Orthorhombic, Pna2₁
Temperature (K)	298
a, b, c (Å)	13.335 (2), 16.384 (2), 7.212 (1)
V (Å³)	1575.7 (4)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.89
Crystal size (mm)	0.23 × 0.23 × 0.22

Data collection
Diffractometer	Bruker APEXII CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 2004)
T_min, T_max	0.650, 0.661
No. of measured, independent and observed [I > 2σ(I)] reflections	12635, 3426, 2915
R_int	0.035
(sin θ/λ)_max (Å⁻¹)	0.639

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.041, 0.103, 1.08
No. of reflections	3426
No. of parameters	206
No. of restraints	4
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.42, −0.40
Absolute structure	Flack (1983), 1569 Friedel pairs
Absolute structure parameter	0.03 (2)

Computer programs: APEX2 (Bruker, 2004), SAINT (Bruker, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Selected bond lengths (Å) top

Zn1—O1	1.954 (3)	Zn1—Cl1	2.2182 (13)
Zn1—N1	2.003 (4)	Zn1—Cl2	2.2692 (18)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N2'—H2'A···O1ⁱ	0.91	1.88	2.762 (14)	164
N2—H2C···O1ⁱ	0.91	1.87	2.773 (12)	170

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

References

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ISSN: 2056-9890

Volume 64| Part 11| November 2008| Pages m1456-m1457

doi:10.1107/S1600536808033977

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Di­chlorido{2-[3-(di­methyl­ammonio)­propyl­imino­meth­yl]phenolato}zinc(II) hemihydrate

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

References

metal-organic compounds

Dichlorido{2-[3-(dimethylammonio)propyliminomethyl]phenolato}zinc(II) hemihydrate