In the title compound, [CoCl
2(C
7H
6N
2S)
2], the Co atom has a slightly distorted tetrahedral coordination geometry, involving two Cl atoms and two N atoms from the thiazole unit [Co—Cl = 2.2435 (8) and 2.2476 (8) Å, and Co—N= 2.0252 (18) and 2.0308 (17) Å]. The interplanar angle between the two benzothiazole groups is 76.44 (4)°. The amino groups, acting as donor, partipate in intra- and intermolecular N—H
Cl hydrogen bonds, with N
Cl distances in the range 3.244 (2)–3.302 (2) Å. There are also intermolecular π–π, N—H
π and C—H
π interactions in the crystal structure.
Supporting information
CCDC reference: 620640
Key indicators
- Single-crystal X-ray study
- T = 296 K
- Mean (C-C) = 0.004 Å
- R factor = 0.028
- wR factor = 0.073
- Data-to-parameter ratio = 16.2
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT431_ALERT_2_C Short Inter HL..A Contact Cl1 .. S4 .. 3.50 Ang.
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
1 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
0 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: X-AREA (Stoe & Cie, 2002); cell refinement: X-AREA; data reduction: X-RED32 (Stoe & Cie, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
Diclorobis(2-aminobenzothiazole-
κN)cobalt(II)
top
Crystal data top
C14H12Cl2CoN4S2 | F(000) = 868 |
Mr = 430.23 | Dx = 1.666 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 46828 reflections |
a = 11.7144 (9) Å | θ = 1.8–27.2° |
b = 7.3595 (4) Å | µ = 1.56 mm−1 |
c = 20.0240 (15) Å | T = 296 K |
β = 96.454 (6)° | Prism, blue |
V = 1715.4 (2) Å3 | 0.56 × 0.52 × 0.47 mm |
Z = 4 | |
Data collection top
STOE IPDS 2 diffractometer | 3361 independent reflections |
Radiation source: fine-focus sealed tube | 2700 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.052 |
Detector resolution: 6.67 pixels mm-1 | θmax = 26.0°, θmin = 1.8° |
ω scans | h = −14→14 |
Absorption correction: integration (X-RED32; Stoe & Cie, 2002) | k = −9→9 |
Tmin = 0.474, Tmax = 0.561 | l = −24→24 |
21789 measured reflections | |
Refinement top
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)] = 0.028 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.073 | H-atom parameters constrained |
S = 1.01 | w = 1/[σ2(Fo2) + (0.0395P)2 + 0.3849P] where P = (Fo2 + 2Fc2)/3 |
3361 reflections | (Δ/σ)max = 0.004 |
208 parameters | Δρmax = 0.45 e Å−3 |
0 restraints | Δρmin = −0.31 e Å−3 |
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 | x | y | z | Uiso*/Ueq | |
Co1 | 0.24088 (2) | 0.76680 (5) | 0.187389 (14) | 0.04408 (10) | |
Cl1 | 0.23899 (6) | 0.61053 (14) | 0.28346 (4) | 0.0811 (3) | |
Cl2 | 0.21883 (5) | 1.06696 (10) | 0.20220 (4) | 0.06183 (18) | |
S2 | −0.10782 (4) | 0.65165 (9) | 0.07298 (3) | 0.05132 (16) | |
S4 | 0.61230 (5) | 0.74077 (10) | 0.13878 (4) | 0.06027 (19) | |
N1 | 0.10575 (14) | 0.6941 (3) | 0.12067 (9) | 0.0424 (4) | |
N2 | −0.01312 (19) | 0.5863 (4) | 0.19806 (12) | 0.0814 (8) | |
H2A | 0.0432 | 0.5816 | 0.2295 | 0.098* | |
H2B | −0.0809 | 0.5544 | 0.2061 | 0.098* | |
N3 | 0.39623 (14) | 0.7186 (3) | 0.15499 (9) | 0.0437 (4) | |
N4 | 0.48989 (17) | 0.9786 (4) | 0.20092 (11) | 0.0681 (7) | |
H4A | 0.4285 | 1.0187 | 0.2157 | 0.082* | |
H4B | 0.5526 | 1.0399 | 0.2076 | 0.082* | |
C1 | 0.00454 (18) | 0.6426 (4) | 0.13736 (12) | 0.0494 (5) | |
C2 | 0.09739 (16) | 0.7447 (3) | 0.05308 (10) | 0.0368 (4) | |
C3 | −0.01326 (17) | 0.7312 (3) | 0.01865 (11) | 0.0403 (5) | |
C4 | −0.0361 (2) | 0.7809 (3) | −0.04793 (12) | 0.0488 (5) | |
H4 | −0.1101 | 0.7727 | −0.0701 | 0.059* | |
C5 | 0.0533 (2) | 0.8427 (3) | −0.08073 (12) | 0.0505 (5) | |
H5 | 0.0398 | 0.8757 | −0.1258 | 0.061* | |
C6 | 0.1636 (2) | 0.8564 (3) | −0.04744 (12) | 0.0464 (5) | |
H6 | 0.2229 | 0.8989 | −0.0704 | 0.056* | |
C7 | 0.18620 (18) | 0.8079 (3) | 0.01915 (11) | 0.0415 (5) | |
H7 | 0.2602 | 0.8175 | 0.0411 | 0.050* | |
C8 | 0.48778 (17) | 0.8238 (4) | 0.16808 (11) | 0.0475 (6) | |
C9 | 0.42300 (18) | 0.5607 (3) | 0.12116 (11) | 0.0444 (5) | |
C10 | 0.53681 (19) | 0.5492 (3) | 0.10800 (12) | 0.0493 (6) | |
C11 | 0.5766 (2) | 0.4019 (4) | 0.07492 (15) | 0.0641 (7) | |
H11 | 0.6530 | 0.3959 | 0.0664 | 0.077* | |
C12 | 0.5020 (3) | 0.2652 (4) | 0.05486 (17) | 0.0720 (8) | |
H12 | 0.5277 | 0.1650 | 0.0325 | 0.086* | |
C13 | 0.3882 (3) | 0.2744 (4) | 0.06754 (18) | 0.0728 (8) | |
H13 | 0.3383 | 0.1803 | 0.0534 | 0.087* | |
C14 | 0.3479 (2) | 0.4215 (4) | 0.10089 (15) | 0.0603 (7) | |
H14 | 0.2716 | 0.4267 | 0.1095 | 0.072* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Co1 | 0.02944 (15) | 0.0688 (2) | 0.03461 (16) | 0.00392 (13) | 0.00605 (11) | −0.00268 (14) |
Cl1 | 0.0512 (4) | 0.1447 (8) | 0.0490 (4) | 0.0184 (4) | 0.0120 (3) | 0.0320 (4) |
Cl2 | 0.0458 (3) | 0.0726 (4) | 0.0680 (4) | 0.0052 (3) | 0.0103 (3) | −0.0157 (3) |
S2 | 0.0294 (3) | 0.0626 (4) | 0.0622 (4) | −0.0033 (2) | 0.0060 (2) | 0.0004 (3) |
S4 | 0.0295 (3) | 0.0883 (5) | 0.0645 (4) | 0.0009 (3) | 0.0116 (2) | −0.0131 (3) |
N1 | 0.0312 (8) | 0.0590 (11) | 0.0382 (10) | −0.0014 (8) | 0.0089 (7) | 0.0010 (8) |
N2 | 0.0455 (12) | 0.143 (3) | 0.0577 (15) | −0.0175 (13) | 0.0160 (10) | 0.0214 (15) |
N3 | 0.0278 (8) | 0.0639 (12) | 0.0395 (10) | 0.0018 (8) | 0.0048 (7) | −0.0031 (9) |
N4 | 0.0353 (10) | 0.0958 (18) | 0.0737 (15) | −0.0098 (10) | 0.0089 (10) | −0.0355 (14) |
C1 | 0.0348 (11) | 0.0650 (15) | 0.0497 (14) | −0.0029 (10) | 0.0107 (9) | 0.0010 (11) |
C2 | 0.0324 (9) | 0.0399 (11) | 0.0384 (11) | 0.0043 (8) | 0.0053 (8) | −0.0033 (9) |
C3 | 0.0334 (10) | 0.0398 (11) | 0.0475 (12) | 0.0043 (8) | 0.0041 (8) | −0.0067 (9) |
C4 | 0.0422 (12) | 0.0499 (13) | 0.0514 (14) | 0.0080 (10) | −0.0075 (10) | −0.0048 (11) |
C5 | 0.0570 (14) | 0.0539 (14) | 0.0395 (12) | 0.0117 (11) | 0.0001 (10) | 0.0017 (11) |
C6 | 0.0480 (12) | 0.0485 (13) | 0.0446 (13) | 0.0072 (10) | 0.0135 (10) | 0.0023 (10) |
C7 | 0.0341 (10) | 0.0490 (13) | 0.0420 (12) | 0.0031 (9) | 0.0067 (9) | −0.0025 (9) |
C8 | 0.0287 (10) | 0.0766 (17) | 0.0372 (12) | 0.0022 (10) | 0.0038 (8) | −0.0066 (11) |
C9 | 0.0367 (10) | 0.0573 (14) | 0.0401 (12) | 0.0077 (10) | 0.0086 (9) | 0.0047 (10) |
C10 | 0.0382 (11) | 0.0636 (15) | 0.0472 (13) | 0.0080 (10) | 0.0094 (9) | 0.0049 (11) |
C11 | 0.0507 (14) | 0.0705 (18) | 0.0738 (19) | 0.0163 (13) | 0.0192 (13) | −0.0002 (14) |
C12 | 0.0753 (19) | 0.0585 (17) | 0.086 (2) | 0.0174 (15) | 0.0251 (16) | −0.0033 (15) |
C13 | 0.0680 (17) | 0.0557 (16) | 0.097 (2) | −0.0013 (13) | 0.0190 (16) | −0.0084 (15) |
C14 | 0.0447 (13) | 0.0593 (16) | 0.0791 (19) | −0.0016 (11) | 0.0156 (12) | −0.0020 (14) |
Geometric parameters (Å, º) top
Co1—N1 | 2.0252 (18) | C2—C3 | 1.402 (3) |
Co1—N3 | 2.0308 (17) | C3—C4 | 1.379 (3) |
Co1—Cl1 | 2.2435 (8) | C4—C5 | 1.375 (4) |
Co1—Cl2 | 2.2476 (8) | C4—H4 | 0.9300 |
S2—C1 | 1.737 (2) | C5—C6 | 1.390 (3) |
S2—C3 | 1.739 (2) | C5—H5 | 0.9300 |
S4—C10 | 1.740 (3) | C6—C7 | 1.377 (3) |
S4—C8 | 1.743 (2) | C6—H6 | 0.9300 |
N1—C1 | 1.323 (3) | C7—H7 | 0.9300 |
N1—C2 | 1.397 (3) | C9—C14 | 1.381 (3) |
N2—C1 | 1.322 (3) | C9—C10 | 1.390 (3) |
N2—H2A | 0.8600 | C10—C11 | 1.379 (4) |
N2—H2B | 0.8600 | C11—C12 | 1.363 (4) |
N3—C8 | 1.325 (3) | C11—H11 | 0.9300 |
N3—C9 | 1.398 (3) | C12—C13 | 1.387 (4) |
N4—C8 | 1.315 (3) | C12—H12 | 0.9300 |
N4—H4A | 0.8600 | C13—C14 | 1.383 (4) |
N4—H4B | 0.8600 | C13—H13 | 0.9300 |
C2—C7 | 1.385 (3) | C14—H14 | 0.9300 |
| | | |
N1—Co1—N3 | 113.90 (7) | C3—C4—H4 | 120.9 |
N1—Co1—Cl1 | 110.36 (6) | C4—C5—C6 | 120.8 (2) |
N3—Co1—Cl1 | 106.25 (6) | C4—C5—H5 | 119.6 |
N1—Co1—Cl2 | 104.70 (6) | C6—C5—H5 | 119.6 |
N3—Co1—Cl2 | 109.53 (6) | C7—C6—C5 | 120.9 (2) |
Cl1—Co1—Cl2 | 112.23 (3) | C7—C6—H6 | 119.6 |
C1—S2—C3 | 89.68 (10) | C5—C6—H6 | 119.6 |
C10—S4—C8 | 89.54 (11) | C6—C7—C2 | 119.3 (2) |
C1—N1—C2 | 110.73 (18) | C6—C7—H7 | 120.4 |
C1—N1—Co1 | 124.43 (16) | C2—C7—H7 | 120.4 |
C2—N1—Co1 | 122.23 (13) | N4—C8—N3 | 125.1 (2) |
C1—N2—H2A | 120.0 | N4—C8—S4 | 120.19 (17) |
C1—N2—H2B | 120.0 | N3—C8—S4 | 114.71 (18) |
H2A—N2—H2B | 120.0 | C14—C9—C10 | 119.5 (2) |
C8—N3—C9 | 111.16 (18) | C14—C9—N3 | 126.1 (2) |
C8—N3—Co1 | 124.69 (16) | C10—C9—N3 | 114.5 (2) |
C9—N3—Co1 | 123.90 (14) | C11—C10—C9 | 121.5 (2) |
C8—N4—H4A | 120.0 | C11—C10—S4 | 128.42 (19) |
C8—N4—H4B | 120.0 | C9—C10—S4 | 110.11 (18) |
H4A—N4—H4B | 120.0 | C12—C11—C10 | 118.8 (2) |
N2—C1—N1 | 124.0 (2) | C12—C11—H11 | 120.6 |
N2—C1—S2 | 120.69 (17) | C10—C11—H11 | 120.6 |
N1—C1—S2 | 115.31 (18) | C11—C12—C13 | 120.5 (3) |
C7—C2—N1 | 126.17 (18) | C11—C12—H12 | 119.8 |
C7—C2—C3 | 119.1 (2) | C13—C12—H12 | 119.8 |
N1—C2—C3 | 114.72 (18) | C14—C13—C12 | 121.0 (3) |
C4—C3—C2 | 121.7 (2) | C14—C13—H13 | 119.5 |
C4—C3—S2 | 128.73 (17) | C12—C13—H13 | 119.5 |
C2—C3—S2 | 109.56 (17) | C9—C14—C13 | 118.8 (2) |
C5—C4—C3 | 118.3 (2) | C9—C14—H14 | 120.6 |
C5—C4—H4 | 120.9 | C13—C14—H14 | 120.6 |
| | | |
N3—Co1—N1—C1 | 151.45 (19) | S2—C3—C4—C5 | 179.16 (18) |
Cl1—Co1—N1—C1 | 32.0 (2) | C3—C4—C5—C6 | −0.6 (4) |
Cl2—Co1—N1—C1 | −88.9 (2) | C4—C5—C6—C7 | 0.2 (4) |
N3—Co1—N1—C2 | −48.60 (18) | C5—C6—C7—C2 | 0.0 (3) |
Cl1—Co1—N1—C2 | −168.01 (14) | N1—C2—C7—C6 | −178.5 (2) |
Cl2—Co1—N1—C2 | 71.02 (16) | C3—C2—C7—C6 | 0.2 (3) |
N1—Co1—N3—C8 | 144.20 (18) | C9—N3—C8—N4 | −178.1 (2) |
Cl1—Co1—N3—C8 | −94.10 (19) | Co1—N3—C8—N4 | −3.6 (4) |
Cl2—Co1—N3—C8 | 27.3 (2) | C9—N3—C8—S4 | 1.2 (3) |
N1—Co1—N3—C9 | −42.00 (19) | Co1—N3—C8—S4 | 175.71 (10) |
Cl1—Co1—N3—C9 | 79.70 (17) | C10—S4—C8—N4 | 178.3 (2) |
Cl2—Co1—N3—C9 | −158.86 (15) | C10—S4—C8—N3 | −1.0 (2) |
C2—N1—C1—N2 | 179.5 (3) | C8—N3—C9—C14 | 179.1 (2) |
Co1—N1—C1—N2 | −18.6 (4) | Co1—N3—C9—C14 | 4.6 (3) |
C2—N1—C1—S2 | −0.1 (3) | C8—N3—C9—C10 | −0.8 (3) |
Co1—N1—C1—S2 | 161.87 (12) | Co1—N3—C9—C10 | −175.34 (15) |
C3—S2—C1—N2 | −179.7 (2) | C14—C9—C10—C11 | 0.2 (4) |
C3—S2—C1—N1 | −0.1 (2) | N3—C9—C10—C11 | −179.9 (2) |
C1—N1—C2—C7 | 179.0 (2) | C14—C9—C10—S4 | −179.9 (2) |
Co1—N1—C2—C7 | 16.6 (3) | N3—C9—C10—S4 | 0.0 (3) |
C1—N1—C2—C3 | 0.3 (3) | C8—S4—C10—C11 | −179.5 (3) |
Co1—N1—C2—C3 | −162.10 (14) | C8—S4—C10—C9 | 0.52 (19) |
C7—C2—C3—C4 | −0.6 (3) | C9—C10—C11—C12 | 0.0 (4) |
N1—C2—C3—C4 | 178.24 (19) | S4—C10—C11—C12 | −179.9 (2) |
C7—C2—C3—S2 | −179.21 (16) | C10—C11—C12—C13 | 0.0 (5) |
N1—C2—C3—S2 | −0.4 (2) | C11—C12—C13—C14 | −0.2 (5) |
C1—S2—C3—C4 | −178.2 (2) | C10—C9—C14—C13 | −0.4 (4) |
C1—S2—C3—C2 | 0.28 (17) | N3—C9—C14—C13 | 179.7 (3) |
C2—C3—C4—C5 | 0.8 (3) | C12—C13—C14—C9 | 0.4 (5) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2B···Cl2i | 0.86 | 2.58 | 3.301 (2) | 142 |
N2—H2A···Cl1 | 0.86 | 2.43 | 3.247 (2) | 158 |
N4—H4B···Cl1ii | 0.86 | 2.48 | 3.302 (2) | 160 |
N4—H4A···Cl2 | 0.86 | 2.47 | 3.244 (2) | 151 |
Symmetry codes: (i) −x, y−1/2, −z+1/2; (ii) −x+1, y+1/2, −z+1/2. |