Chloridotetra-kis(pyridine-4-carb-alde-hyde-κN)copper(II) chloride.

In the mol-ecular structure of the title compound, [CuCl(C(6)H(5)NO)(4)]Cl, the Cu(II) atom is coordinated by four N atoms of four pyridine-4-carboxaldehyde ligands and one chloride anion in a slightly distorted square-pyramidal coordination geometry. There is also a non-coordinating Cl(-) anion in the crystal structure. The Cu(II) atom and both Cl atoms are situated on fourfold rotation axes. A weak C-H⋯Cl inter-action is also present.

Related literature

For other compounds with pyridine-4-carbaldehyde ligands, see: Rivera & Sheldrick (1977 ▶); Choi & Wong (1999 ▶); Briand et al. (2007 ▶); Sie et al. (2008 ▶).

Experimental

Crystal data

[CuCl(C6H5NO)4]Cl

M = 562.88

Tetragonal,

a = 10.5035 (3) Å

c = 11.3751 (6) Å

V = 1254.94 (8) Å3

Z = 2

Mo Kα radiation

μ = 1.12 mm−1

T = 296 K

0.38 × 0.21 × 0.18 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.675, T max = 0.825

9150 measured reflections

1126 independent reflections

1083 reflections with I > 2σ(I)

R int = 0.017

Refinement

R[F 2 > 2σ(F 2)] = 0.033

wR(F 2) = 0.114

S = 1.03

1126 reflections

82 parameters

13 restraints

H-atom parameters constrained

Δρmax = 0.56 e Å−3

Δρmin = −0.48 e Å−3

Data collection: SMART (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); data reduction: SAIn class="Chemical">NT; 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.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809041816/im2137sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809041816/im2137Isup2.hkl

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

[CuCl(C6H5NO)4]Cl	Dx = 1.490 Mg m−3
Mr = 562.88	Mo Kα radiation, λ = 0.71073 Å
Tetragonal, P4/n	Cell parameters from 1162 reflections
Hall symbol: -P 4a	θ = 2.6–25.1°
a = 10.5035 (3) Å	µ = 1.12 mm−1
c = 11.3751 (6) Å	T = 296 K
V = 1254.94 (8) Å3	Block, blue
Z = 2	0.38 × 0.21 × 0.18 mm
F(000) = 574

Bruker SMART CCD area-detector diffractometer	1126 independent reflections
Radiation source: fine-focus sealed tube	1083 reflections with I > 2σ(I)
graphite	Rint = 0.017
phi and ω scans	θmax = 25.1°, θmin = 2.6°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −12→12
Tmin = 0.675, Tmax = 0.825	k = −12→12
9150 measured reflections	l = −12→13

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)] = 0.033	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.114	H-atom parameters constrained
S = 1.03	w = 1/[σ2(Fo2) + (0.091P)2 + 0.4771P] where P = (Fo2 + 2Fc2)/3
1126 reflections	(Δ/σ)max < 0.001
82 parameters	Δρmax = 0.56 e Å−3
13 restraints	Δρmin = −0.48 e Å−3

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.

	x	y	z	Uiso*/Ueq
Cu1	0.7500	0.7500	0.81702 (4)	0.0289 (3)
Cl1	0.7500	0.7500	1.03833 (9)	0.0373 (3)
C1	0.8616 (2)	0.5010 (2)	0.8824 (2)	0.0376 (5)
H1	0.8631	0.5372	0.9570	0.045*
C2	0.9093 (3)	0.3791 (2)	0.8675 (2)	0.0418 (6)
H2	0.9404	0.3342	0.9319	0.050*
C3	0.9109 (2)	0.3241 (2)	0.7569 (2)	0.0342 (5)
C4	0.8612 (3)	0.3938 (2)	0.6653 (2)	0.0411 (6)
H4	0.8601	0.3603	0.5896	0.049*
C5	0.8132 (3)	0.5140 (3)	0.6867 (2)	0.0422 (6)
H5	0.7790	0.5593	0.6240	0.051*
C6	0.9662 (3)	0.1930 (2)	0.7405 (3)	0.0466 (6)
H6	0.9939	0.1428	0.8027	0.056*
N1	0.81319 (18)	0.56845 (17)	0.79272 (17)	0.0320 (4)
O1	0.9721 (2)	0.1535 (2)	0.6224 (2)	0.0598 (6)
Cl2	0.7500	0.7500	0.44844 (12)	0.0562 (4)

	U11	U22	U33	U12	U13	U23
Cu1	0.0261 (3)	0.0261 (3)	0.0344 (4)	0.000	0.000	0.000
Cl1	0.0410 (4)	0.0410 (4)	0.0299 (5)	0.000	0.000	0.000
C1	0.0418 (13)	0.0357 (12)	0.0354 (11)	0.0033 (10)	−0.0029 (10)	−0.0013 (9)
C2	0.0487 (15)	0.0378 (13)	0.0390 (13)	0.0075 (11)	−0.0068 (10)	0.0066 (10)
C3	0.0288 (11)	0.0306 (11)	0.0434 (12)	−0.0011 (8)	0.0001 (9)	0.0016 (9)
C4	0.0485 (15)	0.0372 (13)	0.0377 (11)	0.0062 (11)	−0.0016 (10)	−0.0031 (10)
C5	0.0527 (16)	0.0355 (13)	0.0385 (13)	0.0079 (11)	−0.0074 (10)	0.0039 (9)
C6	0.0514 (15)	0.0348 (13)	0.0536 (15)	0.0105 (11)	−0.0040 (12)	−0.0009 (11)
N1	0.0314 (10)	0.0282 (9)	0.0364 (9)	0.0000 (7)	−0.0003 (8)	0.0025 (8)
O1	0.0654 (14)	0.0500 (12)	0.0642 (13)	0.0141 (10)	−0.0063 (10)	−0.0171 (10)
Cl2	0.0619 (6)	0.0619 (6)	0.0448 (7)	0.000	0.000	0.000

Cu1—N1i	2.0380 (19)	C2—H2	0.9300
Cu1—N1	2.0380 (19)	C3—C4	1.377 (3)
Cu1—N1ii	2.0380 (19)	C3—C6	1.506 (3)
Cu1—N1iii	2.0380 (19)	C4—C5	1.381 (4)
Cu1—Cl1	2.5175 (11)	C4—H4	0.9300
C1—N1	1.342 (3)	C5—N1	1.335 (3)
C1—C2	1.385 (4)	C5—H5	0.9300
C1—H1	0.9300	C6—O1	1.407 (4)
C2—C3	1.384 (4)	C6—H6	0.9300
N1i—Cu1—N1	88.946 (16)	C4—C3—C2	117.5 (2)
N1i—Cu1—N1ii	164.41 (11)	C4—C3—C6	122.6 (2)
N1—Cu1—N1ii	88.946 (16)	C2—C3—C6	119.9 (2)
N1i—Cu1—N1iii	88.946 (15)	C3—C4—C5	119.4 (2)
N1—Cu1—N1iii	164.41 (11)	C3—C4—H4	120.3
N1ii—Cu1—N1iii	88.946 (16)	C5—C4—H4	120.3
N1i—Cu1—Cl1	97.79 (6)	N1—C5—C4	123.4 (2)
N1—Cu1—Cl1	97.79 (6)	N1—C5—H5	118.3
N1ii—Cu1—Cl1	97.79 (6)	C4—C5—H5	118.3
N1iii—Cu1—Cl1	97.79 (6)	O1—C6—C3	113.9 (2)
N1—C1—C2	122.2 (2)	O1—C6—H6	123.0
N1—C1—H1	118.9	C3—C6—H6	123.0
C2—C1—H1	118.9	C5—N1—C1	117.4 (2)
C3—C2—C1	120.1 (2)	C5—N1—Cu1	121.56 (16)
C3—C2—H2	120.0	C1—N1—Cu1	120.97 (16)
C1—C2—H2	120.0

D—H···A	D—H	H···A	D···A	D—H···A
C5—H5···Cl2	0.93	2.84	3.732 (2)	160

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C5—H5⋯Cl2	0.93	2.84	3.732 (2)	160