Aqua­chloridobis(2-eth­oxy-6-formyl­phenolato-κ2 O 1,O 6)chromium(III) acetonitrile hemisolvate

Safoora Ghelenji; Hadi Kargar; Zahra Sharafi; Reza Kia

doi:10.1107/S1600536811037275

. 2011 Sep 17;67(Pt 10):m1393. doi: 10.1107/S1600536811037275

Aquachloridobis(2-ethoxy-6-formylphenolato-κ² O ¹,O ⁶)chromium(III) acetonitrile hemisolvate

Safoora Ghelenji ^a, Hadi Kargar ^b,^*, Zahra Sharafi ^c, Reza Kia ^d,^e

PMCID: PMC3201503 PMID: 22065117

Abstract

In the mononuclear complex molecule of the title compound, [Cr(C₉H₉O₃)₂Cl(H₂O)]·0.5CH₃CN, the Cr^III atom displays an elongated octahedral coordination geometry. The dihedral angle between the benzene rings is 12.27 (11)°. Adjacent complex molecules are linked into dimers by O—H⋯O hydrogen bonds, generating rings of R ₁ ²(6) and R ₁ ²(5) graph-set motifs, and by aromatic π–π stacking interactions, with a centroid–centroid distance of 3.812 (2) Å. The crystal packing is further stabilized by intermolecular C—H⋯N hydrogen bonds. The C and N atoms of the acetonitrile solvent molecule are located on a crystallographic twofold axis.

Related literature

For details of hydrogen-bond motifs, see: Bernstein et al. (1995 ▶). For the structures of tetradentate Schiff bases synthesized by our group, see: Kargar et al. (2009 ▶, 2010 ▶).

Experimental

Crystal data

[Cr(C₉H₉O₃)₂Cl(H₂O)]·0.5C₂H₃N
M _r = 456.32
Monoclinic,
a = 19.292 (3) Å
b = 10.1211 (10) Å
c = 20.953 (3) Å
β = 91.824 (11)°
V = 4089.1 (10) Å³
Z = 8
Mo Kα radiation
μ = 0.73 mm⁻¹
T = 291 K
0.25 × 0.15 × 0.12 mm

Data collection

Stoe IPDS 2T Image Plate diffractometer
Absorption correction: multi-scan [MULABS (Blessing, 1995 ▶) in PLATON (Spek, 2009 ▶)] T _min = 0.901, T _max = 1.000
9374 measured reflections
4371 independent reflections
2108 reflections with I > 2σ(I)
R _int = 0.070

Refinement

R[F ² > 2σ(F ²)] = 0.051
wR(F ²) = 0.078
S = 0.80
4371 reflections
261 parameters
H-atom parameters constrained
Δρ_max = 0.27 e Å⁻³
Δρ_min = −0.33 e Å⁻³

Data collection: X-AREA (Stoe & Cie, 2009 ▶); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009 ▶).

Supplementary Material

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536811037275/rz2636sup1.cif

e-67-m1393-sup1.cif^{(22.6KB, cif)}

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811037275/rz2636Isup2.hkl

e-67-m1393-Isup2.hkl^{(214.3KB, hkl)}

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Table 1. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1W1⋯O1ⁱ	0.85	2.10	2.826 (3)	143
O1W—H1W1⋯O5ⁱ	0.85	2.28	3.007 (4)	144
O1W—H2W1⋯O3ⁱ	0.85	2.22	2.813 (3)	127
O1W—H2W1⋯O6ⁱ	0.85	2.14	2.940 (4)	158
C7—H7A⋯N1ⁱⁱ	0.93	2.62	3.171 (4)	119

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Symmetry codes: (i) Inline graphic ; (ii) .

Acknowledgments

HK thanks PNU for financial support.

supplementary crystallographic information

Comment

As part of our ongoing study of potential tetradenate Schiff bases (Kargar et al., 2009; Kargar et al. 2010) derived from different substituted salicylaldehydes, we have determined the crystal structure of the title compound, which was obtained by the reaction of chromium(III) chloride hexahydrate with 3-ethoxysalicylaldehyde in acetonitrile.

The asymmetric unit of the title compound, Fig. 1, comprises one mononuclear complex molecule and one half of an acetonitrile solvent molecule, whose C and N atoms are located on a crystallographic twofold axis. In the complex molecule, the metal atom displays an elongated octahedral coordination geometry. The dihedral angles between the substituted benzene rings is 12.27 (11)°. Strong intermolecular O—H···O hydrogen bonds (Table 1) link adjacent complex molecules into dimers, generating rings of R²₁(6) and R²₁(5) graph set motifs (Bernstein et al., 1995). In the dimers, aromatic π–π stacking interactions with centroid-to-centroid distance of 3.812 (2) Å are observed (Table 1). The crystal packing (Fig. 2) is further stabilized by C—H···N hydrogen bonds involving the acetonitrile molecule.

Experimental

The title compound was synthesized by adding 3-ethoxy-salicylaldehyde (4 mmol) to a solution of CrCl₃. 6H₂O (2 mmol) in acetonitrile (50 ml). The mixture was refluxed with stirring for 3 h. The resultant dark-green solution was filtered and single crystals suitable for X-ray structure determination were grown from the solution by slow evaporation of the solvent at room temperature over several days.