Di-μ-chlorido-bis­{bis­[4-(adamantan-1-ylcarbamo­yl)pyridine-κN]chlorido­copper(II)} hemihydrate

Ying-Chun Wang

doi:10.1107/S1600536812000670

. 2012 Jan 14;68(Pt 2):m147. doi: 10.1107/S1600536812000670

Di-μ-chlorido-bis{bis[4-(adamantan-1-ylcarbamoyl)pyridine-κN]chloridocopper(II)} hemihydrate

Ying-Chun Wang ^a,^*

PMCID: PMC3274881 PMID: 22346828

Abstract

In the centrosymmetric dimeric title compound, [Cu₂Cl₄(C₁₆H₂₀N₂O)₄]·0.5H₂O, the Cu^II atom is in a distorted trigonal–bipyramidal environment defined by two bridging Cl atoms, one terminal Cl atom and two N atoms from two monodentate 4-(adamantan-1-ylcarbamoyl)pyridine ligands. The amine N atoms are involved in intramolecular N—H⋯O and intermolecular N—H⋯Cl hydrogen bonds. The latter hydrogen bonds link the complex molecules into a ribbon along [010]. The uncoordinated water molecule is 0.25-occupied.

Related literature

For the structures of related amino compounds, see: Fu et al. (2007 ▶, 2008 ▶, 2009 ▶); Fu & Xiong (2008 ▶). For the ferroelectric properties of related amino derivatives, see: Fu et al. (2011a ▶,b ▶,c ▶).

Experimental

Crystal data

[Cu₂Cl₄(C₁₆H₂₀N₂O)₄]·0.5H₂O
M _r = 1303.25
Triclinic,
a = 6.739 (4) Å
b = 11.149 (6) Å
c = 21.814 (12) Å
α = 92.221 (6)°
β = 95.993 (8)°
γ = 96.727 (9)°
V = 1616.6 (16) Å³
Z = 1
Mo Kα radiation
μ = 0.88 mm⁻¹
T = 295 K
0.30 × 0.25 × 0.15 mm

Data collection

Rigaku Mercury2 CCD diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005 ▶) T _min = 0.779, T _max = 0.880
16110 measured reflections
6320 independent reflections
4988 reflections with I > 2σ(I)
R _int = 0.054

Refinement

R[F ² > 2σ(F ²)] = 0.069
wR(F ²) = 0.197
S = 1.06
6320 reflections
379 parameters
H-atom parameters constrained
Δρ_max = 1.19 e Å⁻³
Δρ_min = −0.77 e Å⁻³

Data collection: CrystalClear (Rigaku, 2005 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: XP in SHELXTL and DIAMOND (Brandenburg, 1999 ▶); software used to prepare material for publication: SHELXTL.

Supplementary Material

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812000670/hy2504sup1.cif

e-68-0m147-sup1.cif^{(29.6KB, cif)}

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812000670/hy2504Isup2.hkl

e-68-0m147-Isup2.hkl^{(309.3KB, 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
N1—H1A⋯O1ⁱ	0.86	2.35	2.969 (5)	129
N2—H2A⋯Cl1ⁱⁱ	0.86	2.66	3.499 (4)	165

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

Acknowledgments

This work was supported by the Doctoral Foundation of SEU, People’s Republic of China.

supplementary crystallographic information

Comment

Amino compounds have attracted more attention as phase transition dielectric materials for their applications in memory storage (Fu et al., 2007, 2008, 2009; Fu & Xiong, 2008). With the purpose of obtaining phase transition crystals of amino compounds, various amines have been studied and a series of new materials with this organic molecules have been elaborated (Fu et al., 2011a,b,c). In this study, we describe the crystal structure of the title compound.

The asymmetric unit is composed of two 4-[(1-adamantyl)carbamoyl]pyridine ligands, two Cl^- anions, one Cu^II ion and a quarter of water molecule (Fig. 1). The two pyridine rings are twisted from each other by a dihedral angle of 11.14 (1)°. The dimeric complex molecule is centrosymmetric. The distorted trigonal-bipyramidal environment around the Cu^II ion is defined by two bridging Cl atoms, one terminal Cl atom and two N atoms from two monodentate organic ligands. The geometric parameters in the title compound are in a normal range.

In the crystal, the amino N atoms are involved in an intramolecular N—H···O hydrogen bond and an intermolecular N—H···Cl hydrogen bond. These hydrogen bonds link the complex molecules into a one-dimensional ribbon along [0 1 0] (Table 1 and Fig. 2).

Experimental

CuCl₂.6H₂O (2 mmol) and 4-[(1-adamantyl)carbamoyl]pyridine (2 mmol) were dissolved in 70% aqueous methanol solution, and then 2 ml HCl was added. Single crystals suitable for X-ray diffraction analysis were obtained from slow evaporation of the solution at room temperature after two weeks.