catena-Poly[[bis­(2-amino-1,3-benzothia­zole-κN³)copper(II)]-μ-adipato-κ⁴O,O′:O′′,O′′′]

In the title polymeric complex, [Cu(C₆H₈O₄)₂(C₇H₆N₂S)₂]_n, the Cu^II centres are bridged by the dicarboxyl­ate ions in a bis-bidentate fashion, forming polymeric chains. The Cu atoms and dicarboxylate bridges both lie on inversion centres. Inter­chain N—H...O hydrogen bonds connect the chains into two-dimensional layers.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.003 Å
• Disorder in main residue
• R factor = 0.022
• wR factor = 0.061
• Data-to-parameter ratio = 12.0

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT301_ALERT_3_C Main Residue  Disorder .........................       6.00 Perc.
PLAT322_ALERT_2_C Check Hybridisation of  S1     in Main Residue .          ?

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   2 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: CrysAlis CCD (Oxford Diffraction, 2006); cell refinement: CrysAlis RED (Oxford Diffraction, 2006); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXTL (Sheldrick, 2003); program(s) used to refine structure: SHELXTL; molecular graphics: Mercury (Macrae et al., 2006); software used to prepare material for publication: PLATON (Spek, 2003).

catena-Poly[[bis(2-amino-1,3-benzothiazole-κN³)copper(II)]-µ- adipato-κ⁴O,O':O'',O''']

Crystal data

[Cu(C6H8O4)2(C7H6N2S)2]	F(000) = 522
Mr = 508.09	Dx = 1.602 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 9814 reflections
a = 8.6406 (2) Å	θ = 2.7–28.6°
b = 9.3336 (2) Å	µ = 1.27 mm^−1
c = 13.3911 (3) Å	T = 295 K
β = 102.719 (2)°	Prism, violet
V = 1053.46 (4) Å^3	0.30 × 0.20 × 0.15 mm
Z = 2

Data collection

Kuma KM4 CCDarea-detector diffractometer	1852 independent reflections
Radiation source: CX-Mo12x0.4-S Seifert Mo tube	1665 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.016
Detector resolution: 8.2356 pixels mm^-1	θmax = 25.0°, θmin = 2.7°
ω scans	h = −10→9
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2006)	k = −11→11
Tmin = 0.702, Tmax = 0.832	l = −15→15
10766 measured reflections

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: structure-invariant direct methods
R[F^2 > 2σ(F^2)] = 0.022	Hydrogen site location: difference Fourier map
wR(F^2) = 0.061	H atoms treated by a mixture of independent and constrained refinement
S = 1.10	w = 1/[σ^2(Fo^2) + (0.028P)^2 + 0.6815P] where P = (Fo^2 + 2Fc^2)/3
1852 reflections	(Δ/σ)max < 0.001
154 parameters	Δρmax = 0.25 e Å^−3
2 restraints	Δρmin = −0.26 e Å^−3

Special details

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

Refinement. Refinement on F² for ALL reflections except those 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 -R-factor-obs 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	Occ. (<1)
Cu	0.0000	0.5000	0.5000	0.02143 (11)
S1	0.00056 (7)	0.22448 (6)	0.21971 (4)	0.04139 (15)
O1	0.13135 (15)	0.65974 (13)	0.47590 (9)	0.0298 (3)
O2	−0.10141 (16)	0.71204 (15)	0.37600 (10)	0.0363 (3)
N1	0.04630 (17)	0.39033 (16)	0.37945 (11)	0.0267 (3)
N2	−0.2144 (2)	0.3883 (3)	0.28078 (17)	0.0515 (5)
H22	−0.275 (3)	0.344 (3)	0.236 (2)	0.053 (7)*
H21	−0.242 (4)	0.450 (3)	0.315 (2)	0.067 (9)*
C1	−0.0635 (2)	0.3460 (2)	0.30151 (14)	0.0312 (4)
C2	0.1913 (2)	0.2328 (2)	0.29717 (14)	0.0331 (4)
C3	0.3255 (3)	0.1592 (3)	0.28626 (18)	0.0476 (6)
H3	0.3219	0.0942	0.2332	0.057*
C4	0.4651 (3)	0.1855 (3)	0.3569 (2)	0.0546 (6)
H4	0.5571	0.1372	0.3515	0.066*
C5	0.4700 (3)	0.2828 (3)	0.43568 (18)	0.0478 (6)
H5	0.5658	0.3000	0.4815	0.057*
C6	0.3355 (2)	0.3546 (2)	0.44750 (16)	0.0364 (4)
H6	0.3398	0.4188	0.5012	0.044*
C7	0.1938 (2)	0.32912 (19)	0.37767 (13)	0.0268 (4)
C8	0.0381 (2)	0.74509 (19)	0.41719 (13)	0.0277 (4)
C9	0.1013 (3)	0.8933 (2)	0.40543 (16)	0.0380 (5)
H9A	0.0419	0.9365	0.3427	0.046*	0.88
H9B	0.2117	0.8874	0.4012	0.046*	0.88
H9C	0.1034	0.9101	0.3343	0.046*	0.12
H9D	0.2087	0.9013	0.4459	0.046*	0.12
C10	0.0863 (3)	0.9865 (2)	0.4976 (2)	0.0400 (6)	0.88
H10A	0.1403	0.9394	0.5602	0.048*	0.88
H10B	0.1384	1.0777	0.4934	0.048*	0.88
C10'	−0.0026 (16)	1.0072 (12)	0.4428 (4)	0.028 (3)*	0.12
H10C	0.0342	1.1019	0.4293	0.034*	0.12
H10D	−0.1113	0.9973	0.4047	0.034*	0.12

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu	0.02144 (16)	0.01884 (17)	0.02241 (17)	0.00016 (11)	0.00141 (11)	−0.00129 (11)
S1	0.0502 (3)	0.0420 (3)	0.0299 (3)	−0.0040 (2)	0.0043 (2)	−0.0132 (2)
O1	0.0293 (7)	0.0259 (6)	0.0322 (7)	−0.0030 (5)	0.0021 (5)	0.0012 (5)
O2	0.0323 (7)	0.0326 (7)	0.0409 (8)	0.0002 (6)	0.0010 (6)	0.0027 (6)
N1	0.0260 (7)	0.0258 (8)	0.0263 (8)	0.0005 (6)	0.0018 (6)	−0.0034 (6)
N2	0.0337 (10)	0.0656 (14)	0.0466 (12)	0.0056 (10)	−0.0098 (9)	−0.0218 (11)
C1	0.0335 (10)	0.0316 (10)	0.0261 (9)	−0.0031 (8)	0.0014 (8)	−0.0028 (8)
C2	0.0411 (11)	0.0315 (10)	0.0296 (10)	−0.0010 (9)	0.0138 (8)	−0.0006 (8)
C3	0.0585 (14)	0.0426 (13)	0.0486 (13)	0.0076 (11)	0.0268 (11)	−0.0056 (10)
C4	0.0434 (13)	0.0602 (15)	0.0665 (16)	0.0175 (12)	0.0255 (12)	0.0045 (13)
C5	0.0302 (11)	0.0603 (15)	0.0528 (13)	0.0065 (10)	0.0085 (9)	0.0042 (11)
C6	0.0312 (10)	0.0419 (11)	0.0350 (10)	0.0023 (9)	0.0046 (8)	−0.0021 (9)
C7	0.0308 (9)	0.0253 (9)	0.0254 (9)	0.0004 (7)	0.0087 (7)	0.0029 (7)
C8	0.0321 (10)	0.0250 (9)	0.0276 (9)	−0.0004 (8)	0.0099 (8)	−0.0017 (7)
C9	0.0457 (12)	0.0268 (10)	0.0446 (12)	−0.0047 (9)	0.0164 (9)	0.0044 (9)
C10	0.0389 (14)	0.0256 (11)	0.0544 (15)	−0.0055 (9)	0.0078 (12)	−0.0027 (10)

Geometric parameters (Å, º)

Cu—O1	1.9433 (13)	C8—C9	1.508 (3)
Cu—O2	2.6079 (14)	C9—C10	1.539 (3)
Cu—N1	2.0244 (15)	C9—C10'	1.544 (12)
S1—C1	1.7492 (19)	C10—C10^i	1.528 (4)
S1—C2	1.7451 (19)	C10'—C10'^i	1.529 (8)
O1—C8	1.274 (2)	C3—H3	0.9300
O2—C8	1.249 (2)	C4—H4	0.9300
N1—C1	1.313 (2)	C5—H5	0.9300
N1—C7	1.402 (2)	C6—H6	0.9300
N2—C1	1.332 (3)	C9—H9A	0.9700
N2—H21	0.80 (3)	C9—H9B	0.9700
N2—H22	0.82 (3)	C9—H9C	0.9700
C2—C3	1.383 (3)	C9—H9D	0.9700
C2—C7	1.400 (3)	C10—H10A	0.9700
C3—C4	1.381 (4)	C10—H10B	0.9700
C4—C5	1.386 (4)	C10'—H10C	0.9700
C5—C6	1.381 (3)	C10'—H10D	0.9700
C6—C7	1.388 (3)
O1—Cu—O2	55.85 (5)	C9—C10—C10^i	112.5 (2)
O1—Cu—N1	91.74 (6)	C9—C10'—C10'^i	111.9 (8)
O2—Cu—N1	88.49 (5)	C2—C3—H3	121.00
C1—S1—C2	89.23 (9)	C4—C3—H3	121.00
Cu—O1—C8	105.61 (11)	C3—C4—H4	120.00
Cu—O2—C8	75.52 (10)	C5—C4—H4	120.00
Cu—N1—C1	123.92 (12)	C4—C5—H5	119.00
Cu—N1—C7	124.04 (11)	C6—C5—H5	119.00
C1—N1—C7	111.01 (15)	C5—C6—H6	121.00
H21—N2—H22	124 (3)	C7—C6—H6	121.00
C1—N2—H21	120 (2)	C8—C9—H9A	110.00
C1—N2—H22	116.3 (19)	C8—C9—H9B	110.00
S1—C1—N1	115.41 (13)	C8—C9—H9C	110.00
S1—C1—N2	119.47 (16)	C8—C9—H9D	110.00
N1—C1—N2	125.11 (19)	C10—C9—H9A	110.00
S1—C2—C7	109.80 (13)	C10—C9—H9B	110.00
S1—C2—C3	128.26 (16)	H9A—C9—H9B	108.00
C3—C2—C7	121.95 (18)	C10'—C9—H9C	110.00
C2—C3—C4	117.7 (2)	C10'—C9—H9D	109.00
C3—C4—C5	120.9 (2)	H9C—C9—H9D	108.00
C4—C5—C6	121.3 (2)	C9—C10—H10A	109.00
C5—C6—C7	118.66 (19)	C9—C10—H10B	109.00
C2—C7—C6	119.38 (17)	H10A—C10—H10B	108.00
N1—C7—C6	126.11 (16)	C10^i—C10—H10A	109.00
N1—C7—C2	114.51 (15)	C10^i—C10—H10B	109.00
O2—C8—C9	121.13 (17)	C9—C10'—H10C	109.00
O1—C8—O2	122.41 (16)	C9—C10'—H10D	109.00
O1—C8—C9	116.34 (16)	H10C—C10'—H10D	108.00
C8—C9—C10	109.78 (17)	C10'^i—C10'—H10C	109.00
C8—C9—C10'	110.4 (5)	C10'^i—C10'—H10D	109.00

Symmetry code: (i) −x, −y+2, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H22···O2^ii	0.82 (3)	2.05 (3)	2.859 (3)	171 (3)
C5—H5···O1^iii	0.93	2.58	3.429 (3)	152

Symmetry codes: (ii) −x−1/2, y−1/2, −z+1/2; (iii) −x+1, −y+1, −z+1.