In the title polymeric complex, [Cu(C
6H
8O
4)
2(C
7H
6N
2S)
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.
Supporting information
CCDC reference: 636682
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (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
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''']
top
Crystal data top
[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) Å3 | 0.30 × 0.20 × 0.15 mm |
Z = 2 | |
Data collection top
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 top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: structure-invariant direct methods |
R[F2 > 2σ(F2)] = 0.022 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.061 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.10 | w = 1/[σ2(Fo2) + (0.028P)2 + 0.6815P] where P = (Fo2 + 2Fc2)/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 top
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 (Å2) top | 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 (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
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) top
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—C10i | 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—C10i | 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) | C10i—C10—H10A | 109.00 |
N1—C7—C2 | 114.51 (15) | C10i—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) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H22···O2ii | 0.82 (3) | 2.05 (3) | 2.859 (3) | 171 (3) |
C5—H5···O1iii | 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. |