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Acta Cryst. (2007). E63, m2536    [ doi:10.1107/S1600536807044108 ]

Chloridotetrakis(imidazole)copper(II) chloride

T. B. Li, Y. L. Hu, J. K. Li and G. F. He

Abstract top

The title compound, [CuCl(C3H3N2)4]Cl, exhibits a square-pyramidal coordination of CuII by four N atoms of four imidazole ligands and one chlorine atom located at the apex of the pyramid.

Related literature top

For related literature see Li et al. (2004).

Please provide a caption for Figure 1; CIF refers to a packing diagram (`Figure 2'), which was not included in the submission.

Experimental top

The aimed compound was prepared by adding imidazole (27.2 mg, 0.4 mmol) to a solution of CuCl22H2O (17.2 mg, 0.1 mmol) in CH3OH and stirred vigorously for about 4 h, then the blue precipitate were filtered off and dried in vacuum. Single crystals suitable for X-ray structural analysis were obtained from DMF solution by slow evaporation. The crystal packing (Fig. 2) involves C—H···Cl hydrogen bonds formed between CH of the imidazole group and the coordinated chlorine (C8—H8···Cl1i with C8···Cl1i of 3.806 (2) Å; H8···Cl1iof 2.878 (2) Å; C8—H8—Cl1i = 175.3 (2) °; symmetry code i = 1/2 − x, 1/2 + y, 1/2 − z) generating a chain along the axis b.

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXTL (Bruker, 1997); program(s) used to refine structure: SHELXTL (Bruker, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL (Bruker, 1997).

Figures top
[Figure 1] Fig. 1. Molecular structure of the title compound with ellipsoids drawn at the 30% probability level.
Chloridotetrakis(imidazole)copper(II) chloride top
Crystal data top
[CuCl(C3H3N2)4]ClF(000) = 812
Mr = 402.74Dx = 1.627 Mg m−3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 8636 reflections
a = 8.8662 (3) Åθ = 2.7–27.4°
b = 13.3199 (4) ŵ = 1.66 mm−1
c = 13.9190 (4) ÅT = 293 K
β = 90.042 (1)°Block, blue
V = 1643.79 (9) Å30.15 × 0.12 × 0.10 mm
Z = 4
Data collection top
Bruker AXS CCD area-detector
diffractometer		2885 independent reflections
Radiation source: fine-focus sealed tube2735 reflections with I > 2σ(I)
graphiteRint = 0.028
phi and ω scansθmax = 25.0°, θmin = 1.5°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −10→8
Tmin = 0.788, Tmax = 0.851k = −15→15
18750 measured reflectionsl = −16→16
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.025Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.072H-atom parameters constrained
S = 1.00 w = 1/[σ2(Fo2) + (0.0522P)2 + 0.4934P]
where P = (Fo2 + 2Fc2)/3
2885 reflections(Δ/σ)max < 0.001
209 parametersΔρmax = 0.56 e Å−3
1 restraintΔρmin = −0.31 e Å−3
Crystal data top
[CuCl(C3H3N2)4]ClV = 1643.79 (9) Å3
Mr = 402.74Z = 4
Monoclinic, P21/nMo Kα radiation
a = 8.8662 (3) ŵ = 1.66 mm−1
b = 13.3199 (4) ÅT = 293 K
c = 13.9190 (4) Å0.15 × 0.12 × 0.10 mm
β = 90.042 (1)°
Data collection top
Bruker AXS CCD area-detector
diffractometer		2885 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		2735 reflections with I > 2σ(I)
Tmin = 0.788, Tmax = 0.851Rint = 0.028
18750 measured reflectionsθmax = 25.0°
Refinement top
R[F2 > 2σ(F2)] = 0.025H-atom parameters constrained
wR(F2) = 0.072Δρmax = 0.56 e Å−3
S = 1.00Δρmin = −0.31 e Å−3
2885 reflectionsAbsolute structure: ?
209 parametersFlack parameter: ?
1 restraintRogers parameter: ?
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
xyzUiso*/Ueq
Cu10.68669 (11)0.21337 (6)0.37745 (7)0.0240 (4)
Cl10.4436 (2)0.10148 (15)0.37916 (18)0.0334 (5)
Cl20.0547 (2)0.40803 (17)0.37502 (18)0.0368 (5)
N10.5854 (8)0.3488 (5)0.3741 (5)0.0277 (14)
N20.4028 (8)0.4602 (5)0.3706 (6)0.0353 (17)
N30.6950 (9)0.2209 (5)0.5209 (5)0.0286 (16)
N40.6740 (10)0.1813 (6)0.6730 (5)0.0383 (19)
N50.6957 (9)0.2123 (5)0.2342 (5)0.0273 (16)
N60.6674 (10)0.1741 (6)0.0824 (5)0.0354 (18)
N70.8583 (8)0.1139 (5)0.3799 (6)0.0276 (15)
N81.0860 (8)0.0512 (6)0.3744 (7)0.0389 (17)
C10.6476 (10)0.4434 (6)0.3757 (7)0.036 (2)
H10.75030.45760.37770.043*
C20.5353 (10)0.5125 (7)0.3739 (8)0.040 (2)
H20.54630.58190.37470.047*
C30.4385 (10)0.3618 (6)0.3713 (7)0.0313 (18)
H30.36840.30990.37010.038*
C40.6407 (11)0.1555 (7)0.5825 (7)0.034 (2)
H40.58620.09850.56540.040*
C50.7553 (13)0.2692 (8)0.6689 (7)0.042 (2)
H50.79410.30500.72060.050*
C60.7675 (12)0.2930 (7)0.5751 (7)0.036 (2)
H60.81690.34910.55080.043*
C70.6289 (11)0.1510 (7)0.1729 (7)0.033 (2)
H70.56430.09910.19010.039*
C80.7656 (13)0.2535 (8)0.0856 (7)0.039 (2)
H80.81160.28520.03380.047*
C90.7816 (12)0.2764 (6)0.1798 (7)0.034 (2)
H90.84170.32770.20400.041*
C101.0017 (10)0.1352 (7)0.3754 (8)0.036 (2)
H101.04060.19990.37320.043*
C110.9878 (11)−0.0278 (7)0.3794 (9)0.043 (2)
H111.0129−0.09560.38020.052*
C120.8481 (10)0.0114 (6)0.3829 (7)0.036 (2)
H120.7590−0.02530.38680.044*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu10.0257 (6)0.0258 (5)0.0206 (5)0.0039 (4)0.0002 (5)0.0001 (4)
Cl10.0294 (11)0.0342 (11)0.0366 (12)−0.0065 (8)−0.0001 (11)0.0031 (10)
Cl20.0312 (11)0.0486 (12)0.0305 (11)0.0088 (9)0.0003 (11)0.0022 (11)
N10.030 (4)0.028 (3)0.025 (3)0.003 (3)0.001 (4)0.000 (3)
N20.032 (4)0.033 (4)0.041 (4)0.006 (3)0.000 (4)−0.001 (4)
N30.029 (4)0.032 (4)0.024 (4)0.004 (3)0.000 (3)0.000 (3)
N40.036 (5)0.055 (5)0.024 (4)0.003 (4)0.001 (4)0.006 (4)
N50.028 (4)0.029 (4)0.025 (4)0.005 (3)−0.001 (3)−0.002 (3)
N60.033 (4)0.047 (5)0.026 (4)0.004 (4)0.000 (3)−0.006 (3)
N70.027 (4)0.030 (3)0.026 (3)0.002 (3)0.000 (3)0.000 (3)
N80.028 (4)0.048 (4)0.041 (4)0.008 (3)0.000 (4)0.003 (4)
C10.029 (4)0.031 (4)0.047 (5)−0.002 (3)−0.001 (5)0.000 (5)
C20.037 (5)0.025 (4)0.057 (6)−0.001 (4)−0.002 (5)0.000 (5)
C30.030 (5)0.032 (4)0.032 (5)−0.001 (4)−0.001 (4)0.000 (4)
C40.031 (5)0.036 (5)0.033 (5)0.001 (4)−0.001 (4)0.005 (4)
C50.040 (6)0.058 (6)0.028 (5)−0.002 (5)−0.004 (5)−0.007 (4)
C60.038 (6)0.037 (5)0.033 (5)−0.005 (4)−0.002 (4)0.001 (4)
C70.030 (5)0.035 (5)0.033 (5)0.002 (4)−0.001 (4)−0.004 (4)
C80.048 (6)0.042 (5)0.028 (4)0.004 (5)0.007 (4)0.006 (4)
C90.039 (6)0.033 (5)0.030 (5)−0.005 (4)0.006 (4)0.001 (4)
C100.035 (5)0.032 (4)0.041 (5)0.001 (4)0.001 (5)0.002 (4)
C110.045 (6)0.033 (5)0.052 (6)0.010 (4)0.000 (5)−0.001 (5)
C120.031 (5)0.030 (4)0.048 (5)0.000 (3)0.001 (5)−0.001 (4)
Geometric parameters (Å, °) top
Cu1—N51.996 (7)N8—C101.346 (12)
Cu1—N32.000 (7)N8—C111.367 (13)
Cu1—N12.016 (6)C1—C21.356 (13)
Cu1—N72.018 (7)C1—H10.9300
Cu1—Cl12.621 (2)C2—H20.9300
N1—C31.314 (12)C3—H30.9300
N1—C11.375 (11)C4—H40.9300
N2—C31.348 (11)C5—C61.348 (14)
N2—C21.367 (12)C5—H50.9300
N3—C41.314 (12)C6—H60.9300
N3—C61.380 (12)C7—H70.9300
N4—C41.338 (12)C8—C91.353 (13)
N4—C51.376 (14)C8—H80.9300
N5—C71.320 (12)C9—H90.9300
N5—C91.372 (12)C10—H100.9300
N6—C71.341 (12)C11—C121.345 (13)
N6—C81.370 (15)C11—H110.9300
N7—C101.304 (11)C12—H120.9300
N7—C121.369 (11)
N5—Cu1—N3174.9 (3)N2—C2—H2126.7
N5—Cu1—N190.1 (3)N1—C3—N2111.1 (8)
N3—Cu1—N189.7 (3)N1—C3—H3124.4
N5—Cu1—N788.9 (3)N2—C3—H3124.4
N3—Cu1—N789.3 (3)N3—C4—N4111.3 (8)
N1—Cu1—N7157.5 (3)N3—C4—H4124.4
N5—Cu1—Cl192.2 (2)N4—C4—H4124.4
N3—Cu1—Cl192.8 (2)C6—C5—N4106.4 (9)
N1—Cu1—Cl198.2 (2)C6—C5—H5126.8
N7—Cu1—Cl1104.3 (2)N4—C5—H5126.8
C3—N1—C1106.1 (7)C5—C6—N3109.1 (9)
C3—N1—Cu1124.0 (6)C5—C6—H6125.4
C1—N1—Cu1129.8 (6)N3—C6—H6125.4
C3—N2—C2107.1 (7)N5—C7—N6110.5 (8)
C4—N3—C6106.0 (8)N5—C7—H7124.7
C4—N3—Cu1127.2 (6)N6—C7—H7124.7
C6—N3—Cu1126.7 (6)C9—C8—N6105.7 (8)
C4—N4—C5107.2 (8)C9—C8—H8127.1
C7—N5—C9106.1 (8)N6—C8—H8127.1
C7—N5—Cu1129.2 (6)C8—C9—N5109.7 (8)
C9—N5—Cu1124.7 (6)C8—C9—H9125.2
C7—N6—C8108.0 (7)N5—C9—H9125.2
C10—N7—C12106.4 (8)N7—C10—N8111.2 (8)
C10—N7—Cu1126.3 (6)N7—C10—H10124.4
C12—N7—Cu1127.3 (6)N8—C10—H10124.4
C10—N8—C11106.6 (7)C12—C11—N8106.8 (8)
C2—C1—N1109.1 (8)C12—C11—H11126.6
C2—C1—H1125.5N8—C11—H11126.6
N1—C1—H1125.5C11—C12—N7109.0 (8)
C1—C2—N2106.6 (7)C11—C12—H12125.5
C1—C2—H2126.7N7—C12—H12125.5
N5—Cu1—N1—C390.8 (8)N1—Cu1—N7—C12179.6 (8)
N3—Cu1—N1—C3−94.3 (8)Cl1—Cu1—N7—C12−0.7 (8)
N7—Cu1—N1—C3178.2 (8)C3—N1—C1—C20.0 (12)
Cl1—Cu1—N1—C3−1.5 (8)Cu1—N1—C1—C2−178.9 (7)
N5—Cu1—N1—C1−90.4 (8)N1—C1—C2—N2−0.4 (12)
N3—Cu1—N1—C184.5 (8)C3—N2—C2—C10.5 (12)
N7—Cu1—N1—C1−3.0 (13)C1—N1—C3—N20.3 (12)
Cl1—Cu1—N1—C1177.3 (8)Cu1—N1—C3—N2179.4 (6)
N5—Cu1—N3—C4−148 (3)C2—N2—C3—N1−0.5 (12)
N1—Cu1—N3—C4124.3 (8)C6—N3—C4—N40.0 (11)
N7—Cu1—N3—C4−78.2 (8)Cu1—N3—C4—N4176.4 (7)
Cl1—Cu1—N3—C426.1 (8)C5—N4—C4—N3−0.1 (12)
N5—Cu1—N3—C627 (3)C4—N4—C5—C60.1 (12)
N1—Cu1—N3—C6−60.1 (8)N4—C5—C6—N3−0.1 (12)
N7—Cu1—N3—C697.4 (8)C4—N3—C6—C50.1 (12)
Cl1—Cu1—N3—C6−158.3 (8)Cu1—N3—C6—C5−176.3 (7)
N3—Cu1—N5—C7157 (3)C9—N5—C7—N6−0.7 (10)
N1—Cu1—N5—C7−115.8 (8)Cu1—N5—C7—N6−178.4 (6)
N7—Cu1—N5—C786.6 (8)C8—N6—C7—N50.9 (11)
Cl1—Cu1—N5—C7−17.6 (8)C7—N6—C8—C9−0.6 (12)
N3—Cu1—N5—C9−20 (3)N6—C8—C9—N50.2 (12)
N1—Cu1—N5—C966.9 (7)C7—N5—C9—C80.3 (11)
N7—Cu1—N5—C9−90.7 (7)Cu1—N5—C9—C8178.1 (7)
Cl1—Cu1—N5—C9165.1 (7)C12—N7—C10—N80.6 (12)
N5—Cu1—N7—C1084.6 (9)Cu1—N7—C10—N8−177.2 (6)
N3—Cu1—N7—C10−90.6 (9)C11—N8—C10—N7−0.5 (13)
N1—Cu1—N7—C10−3.0 (15)C10—N8—C11—C120.2 (13)
Cl1—Cu1—N7—C10176.7 (9)N8—C11—C12—N70.2 (13)
N5—Cu1—N7—C12−92.7 (8)C10—N7—C12—C11−0.5 (12)
N3—Cu1—N7—C1292.1 (8)Cu1—N7—C12—C11177.3 (8)
Table 1
Selected geometric parameters (Å, °) top
Cu1—N51.996 (7)Cu1—N72.018 (7)
Cu1—N32.000 (7)Cu1—Cl12.621 (2)
Cu1—N12.016 (6)
N5—Cu1—N3174.9 (3)N7—Cu1—Cl1104.3 (2)
N5—Cu1—N190.1 (3)C3—N1—Cu1124.0 (6)
N3—Cu1—N189.7 (3)C1—N1—Cu1129.8 (6)
N5—Cu1—N788.9 (3)C4—N3—Cu1127.2 (6)
N3—Cu1—N789.3 (3)C6—N3—Cu1126.7 (6)
N1—Cu1—N7157.5 (3)C7—N5—Cu1129.2 (6)
N5—Cu1—Cl192.2 (2)C9—N5—Cu1124.7 (6)
N3—Cu1—Cl192.8 (2)C10—N7—Cu1126.3 (6)
N1—Cu1—Cl198.2 (2)C12—N7—Cu1127.3 (6)
references
References top

Li, T. B., Yu, W. T., Xu, D., Wang, X. Q. & Zhang, G. H. (2004). Acta Cryst. E60, m1886–m1888.

Siemens (1996). SMART and SAINT. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA.

Bruker (1997). SHELXTL. Bruker AXS Inc., Madison, Wisconsin. USA.

Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.