Dichloro(2,2′-diamino-4,4′-bi-1,3-thiazole-N³,N^3′)copper(II)

The title complex, [CuCl₂(C₆H₆N₄S₂)], has a flattened tetrahedral coordination. The Cu^II atom is located on a twofold rotation axis and is coordinated by two N atoms from a chelating 2,2′-di­amino-4,4′-bi-1,3-thia­zole ligand and by two Cl atoms. Intramolecular hydrogen bonding exists between the amino groups of the 2,2′-di­amino-4,4′-bi-1,3-thia­zole ligand and the Cl atoms. The intermolecular separation of 3.425 (1) Å between parallel bi­thia­zole rings suggests there is a π–π interaction between them.

Computing details

Data collection: please provide details; cell refinement: please provide details; data reduction: please provide details; program(s) used to solve structure: SHELXS93 (Sheldrick, 1993); program(s) used to refine structure: SHELXL93 (Sheldrick, 1993); molecular graphics: XP (Sheldrick, 1994); software used to prepare material for publication: please provide details.

Dichloro(2,2'-diamino-4,4'-bi-1,3-thiazole-N³,N³')copper(II)

Crystal data

C6H6Cl2CuN4S2	F(000) = 660
Mr = 332.71	Dx = 2.047 Mg m^−3
Orthorhombic, Pbcn	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2n 2ab	Cell parameters from 25 reflections
a = 9.494 (2) Å	θ = 8–16°
b = 15.936 (3) Å	µ = 2.87 mm^−1
c = 7.1370 (14) Å	T = 293 K
V = 1079.8 (4) Å^3	Hexagonal prism, dark green
Z = 4	0.35 × 0.35 × 0.32 mm

Data collection

Rigaku AFC-7S diffractometer	857 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.000
Graphite monochromator	θmax = 25.0°, θmin = 4.3°
ω/2θ scans	h = 0→11
Absorption correction: ψ scan (North et al., 1968)	k = 0→18
Tmin = 0.361, Tmax = 0.399	l = 0→8
941 measured reflections	3 standard reflections every 100 reflections
941 independent reflections	intensity decay: 0.5%

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.023	Hydrogen site location: difference Fourier map
wR(F^2) = 0.061	Only H-atom coordinates refined
S = 1.13	w = 1/[σ^2(Fo^2) + (0.0292P)^2 + 1.149P] where P = (Fo^2 + 2Fc^2)/3
940 reflections	(Δ/σ)max = 0.001
78 parameters	Δρmax = 0.39 e Å^−3
0 restraints	Δρmin = −0.37 e Å^−3

Special details

Experimental. Data collection were performed with a scan width of Δω = (1.0 + 0.30 tan θ)° and a scan rate of less than 16° min^-1 in ω.

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 on F² for ALL reflections except for 1 with very negative F² or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The observed criterion of F² > σ(F²) is used only for calculating_refine_ls_R_factor_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 (Ų)

	x	y	z	Uiso*/Ueq
Cu	0	0.33950 (3)	1/4	0.0274 (2)
Cl1	0.09711 (8)	0.24619 (4)	0.05419 (13)	0.0496 (2)
S1	0.32564 (7)	0.54107 (4)	0.12590 (10)	0.0321 (2)
N1	0.1310 (2)	0.43387 (13)	0.1953 (3)	0.0238 (4)
N2	0.3483 (3)	0.3731 (2)	0.1155 (4)	0.0421 (6)
C1	0.0741 (2)	0.51341 (15)	0.2207 (3)	0.0228 (5)
C2	0.1611 (3)	0.5783 (2)	0.1885 (4)	0.0302 (6)
C3	0.2647 (3)	0.4386 (2)	0.1444 (3)	0.0268 (5)
H2	0.145 (4)	0.629 (3)	0.208 (6)	0.060*
H2B	0.430 (4)	0.383 (2)	0.076 (6)	0.060*
H2A	0.310 (4)	0.329 (3)	0.115 (6)	0.060*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu	0.0228 (2)	0.0191 (2)	0.0402 (3)	0	0.0001 (2)	0
Cl1	0.0422 (4)	0.0314 (4)	0.0752 (6)	0.0017 (3)	0.0044 (4)	−0.0208 (4)
S1	0.0239 (3)	0.0349 (4)	0.0373 (4)	−0.0078 (3)	0.0048 (3)	0.0010 (3)
N1	0.0182 (9)	0.0246 (10)	0.0285 (10)	0.0008 (8)	0.0014 (8)	0.0014 (9)
N2	0.0235 (11)	0.0352 (13)	0.068 (2)	0.0059 (10)	0.0104 (12)	0.0050 (13)
C1	0.0214 (12)	0.0235 (12)	0.0234 (12)	0.0000 (10)	0.0007 (10)	−0.0007 (9)
C2	0.0277 (13)	0.0263 (13)	0.0366 (14)	−0.0038 (11)	0.0049 (12)	−0.0014 (11)
C3	0.0220 (12)	0.0300 (12)	0.0284 (12)	−0.0005 (10)	0.0001 (10)	0.0018 (10)

Geometric parameters (Å, º)

Cu—N1	1.990 (2)	N2—C3	1.327 (4)
Cu—Cl1	2.2392 (8)	N2—H2B	0.84 (4)
S1—C2	1.730 (3)	N2—H2A	0.78 (4)
S1—C3	1.737 (3)	C1—C2	1.344 (4)
N1—C3	1.322 (3)	C1—C1^i	1.467 (5)
N1—C1	1.390 (3)	C2—H2	0.84 (4)
N1—Cu—N1^i	81.85 (12)	H2B—N2—H2A	126 (4)
N1—Cu—Cl1	97.01 (6)	C2—C1—N1	116.1 (2)
N1^i—Cu—Cl1	151.81 (6)	C2—C1—C1^i	129.7 (2)
Cl1—Cu—Cl1^i	96.78 (5)	N1—C1—C1^i	114.22 (12)
C2—S1—C3	90.12 (12)	C1—C2—S1	109.6 (2)
C3—N1—C1	110.9 (2)	C1—C2—H2	127 (3)
C3—N1—Cu	134.2 (2)	S1—C2—H2	123 (3)
C1—N1—Cu	114.84 (15)	N1—C3—N2	124.8 (3)
C3—N2—H2B	118 (3)	N1—C3—S1	113.2 (2)
C3—N2—H2A	115 (3)	N2—C3—S1	121.9 (2)

Symmetry code: (i) −x, y, −z+1/2.