The title complex, [Co(NCS)
2(C
8H
8N
2O)
2], possesses crystallographically imposed twofold symmetry. The Co
II atom is coordinated by four N atoms and two O atoms in a distorted octahedral geometry. The crystal packing is stabilized by weak intermolecular O—H
S and N—H
S hydrogen bonds.
Supporting information
CCDC reference: 620774
Key indicators
- Single-crystal X-ray study
- T = 173 K
- Mean (C-C) = 0.004 Å
- R factor = 0.037
- wR factor = 0.101
- Data-to-parameter ratio = 15.1
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT230_ALERT_2_B Hirshfeld Test Diff for S1 - C9 .. 7.87 su
Alert level C
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ?
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Co1 - O1 .. 5.38 su
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 1
N3 -CO1 -O1 -C1 55.50 0.70 2.655 1.555 1.555 1.555
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
3 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
2 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
1 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
cis-Bis[(1
H-benzimidazol-2-yl)methanol-
κ2N,
O]bis(thiocyanato-
κN)cobalt(II)
top
Crystal data top
[Co(NCS)2(C8H8N2O)2] | F(000) = 964 |
Mr = 471.42 | Dx = 1.605 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 1980 reflections |
a = 15.318 (1) Å | θ = 2.7–27.0° |
b = 8.3847 (7) Å | µ = 1.12 mm−1 |
c = 16.140 (1) Å | T = 173 K |
β = 109.771 (1)° | Plate, red |
V = 1950.7 (3) Å3 | 0.44 × 0.24 × 0.07 mm |
Z = 4 | |
Data collection top
Bruker SMART area-detector diffractometer | 2115 independent reflections |
Radiation source: fine-focus sealed tube | 1586 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.029 |
φ and ω scans | θmax = 27.0°, θmin = 2.7° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −18→19 |
Tmin = 0.638, Tmax = 0.926 | k = −9→10 |
4847 measured reflections | l = −20→15 |
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)] = 0.037 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.101 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.04 | w = 1/[σ2(Fo2) + (0.058P)2 + 0.7176P] where P = (Fo2 + 2Fc2)/3 |
2115 reflections | (Δ/σ)max = 0.001 |
140 parameters | Δρmax = 0.51 e Å−3 |
2 restraints | Δρmin = −0.36 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Co1 | 0.5000 | 0.75624 (6) | 0.2500 | 0.018 (3) | |
S1 | 0.74789 (5) | 0.37001 (8) | 0.32061 (5) | 0.0252 (2) | |
O1 | 0.6107 (1) | 0.9482 (2) | 0.2812 (1) | 0.0233 (4) | |
N1 | 0.5325 (2) | 0.8020 (3) | 0.3835 (1) | 0.0179 (5) | |
N2 | 0.6251 (2) | 0.9042 (3) | 0.5093 (1) | 0.0236 (5) | |
N3 | 0.6061 (2) | 0.5968 (3) | 0.2671 (1) | 0.0227 (5) | |
C1 | 0.6638 (2) | 0.9607 (3) | 0.3727 (2) | 0.0239 (6) | |
C2 | 0.6060 (2) | 0.8897 (3) | 0.4218 (2) | 0.0195 (5) | |
C3 | 0.5582 (2) | 0.8194 (3) | 0.5303 (2) | 0.0212 (6) | |
C4 | 0.5443 (2) | 0.7915 (3) | 0.6102 (2) | 0.0272 (6) | |
C5 | 0.4691 (2) | 0.6989 (4) | 0.6070 (2) | 0.0296 (7) | |
C6 | 0.4105 (2) | 0.6337 (3) | 0.5281 (2) | 0.0262 (6) | |
C7 | 0.4252 (2) | 0.6591 (3) | 0.4495 (2) | 0.0219 (6) | |
C8 | 0.4996 (2) | 0.7543 (3) | 0.4509 (2) | 0.0180 (5) | |
C9 | 0.6651 (2) | 0.5052 (3) | 0.2882 (2) | 0.0197 (6) | |
H1 | 0.650 (2) | 0.924 (4) | 0.256 (2) | 0.05 (1)* | |
H2 | 0.663 (2) | 0.971 (3) | 0.543 (2) | 0.05 (1)* | |
H1a | 0.6778 | 1.0738 | 0.3895 | 0.029* | |
H1b | 0.7230 | 0.9019 | 0.3861 | 0.029* | |
H4 | 0.5847 | 0.8343 | 0.6640 | 0.033* | |
H5 | 0.4567 | 0.6788 | 0.6599 | 0.036* | |
H6 | 0.3593 | 0.5704 | 0.5287 | 0.031* | |
H7 | 0.3858 | 0.6130 | 0.3962 | 0.026* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Co1 | 0.0174 (3) | 0.0205 (3) | 0.0159 (3) | 0.000 | 0.0066 (2) | 0.000 |
S1 | 0.0207 (4) | 0.0246 (4) | 0.0303 (4) | 0.0048 (3) | 0.0085 (3) | 0.0032 (3) |
O1 | 0.024 (1) | 0.029 (1) | 0.019 (1) | −0.002 (1) | 0.009 (1) | 0.003 (1) |
N1 | 0.018 (1) | 0.019 (1) | 0.016 (1) | 0.000 (1) | 0.006 (1) | 0.001 (1) |
N2 | 0.025 (1) | 0.027 (1) | 0.016 (1) | −0.006 (1) | 0.004 (1) | −0.002 (1) |
N3 | 0.023 (1) | 0.023 (1) | 0.023 (1) | 0.001 (1) | 0.009 (1) | 0.000 (1) |
C1 | 0.021 (1) | 0.029 (2) | 0.020 (1) | −0.005 (1) | 0.005 (1) | 0.001 (1) |
C2 | 0.022 (1) | 0.019 (1) | 0.017 (1) | 0.001 (1) | 0.006 (1) | −0.001 (1) |
C3 | 0.023 (2) | 0.019 (1) | 0.021 (1) | 0.003 (1) | 0.007 (1) | 0.002 (1) |
C4 | 0.036 (2) | 0.029 (2) | 0.017 (1) | 0.000 (1) | 0.009 (1) | 0.000 (1) |
C5 | 0.040 (2) | 0.034 (2) | 0.019 (1) | 0.006 (1) | 0.016 (1) | 0.005 (1) |
C6 | 0.025 (2) | 0.028 (2) | 0.029 (2) | 0.001 (1) | 0.013 (1) | 0.004 (1) |
C7 | 0.023 (1) | 0.020 (1) | 0.022 (1) | 0.002 (1) | 0.006 (1) | −0.001 (1) |
C8 | 0.020 (1) | 0.018 (1) | 0.015 (1) | 0.004 (1) | 0.005 (1) | 0.001 (1) |
C9 | 0.021 (1) | 0.022 (1) | 0.016 (1) | −0.005 (1) | 0.008 (1) | −0.001 (1) |
Geometric parameters (Å, º) top
Co1—O1 | 2.268 (2) | C3—C4 | 1.395 (4) |
Co1—O1i | 2.268 (2) | C3—C8 | 1.403 (4) |
Co1—N1 | 2.077 (2) | C4—C5 | 1.375 (4) |
Co1—N1i | 2.077 (2) | C5—C6 | 1.397 (4) |
Co1—N3 | 2.049 (2) | C6—C7 | 1.379 (4) |
Co1—N3i | 2.049 (2) | C7—C8 | 1.384 (4) |
S1—C9 | 1.649 (3) | O1—H1 | 0.85 (3) |
O1—C1 | 1.428 (3) | N2—H2 | 0.85 (3) |
N1—C2 | 1.311 (3) | C1—H1a | 0.99 |
N1—C8 | 1.403 (3) | C1—H1b | 0.99 |
N2—C2 | 1.347 (3) | C4—H4 | 0.95 |
N2—C3 | 1.382 (3) | C5—H5 | 0.95 |
N3—C9 | 1.147 (3) | C6—H6 | 0.95 |
C1—C2 | 1.496 (4) | C7—H7 | 0.95 |
| | | |
O1—Co1—O1i | 89.6 (1) | C7—C6—C5 | 121.6 (3) |
O1—Co1—N1 | 74.9 (1) | C6—C7—C8 | 117.6 (2) |
O1—Co1—N1i | 89.9 (1) | C7—C8—C3 | 120.5 (2) |
O1—Co1—N3 | 86.2 (1) | C7—C8—N1 | 131.4 (2) |
O1—Co1—N3i | 172.8 (1) | C3—C8—N1 | 108.1 (2) |
N1—Co1—N1i | 158.7 (1) | N3—C9—S1 | 177.8 (2) |
N1—Co1—N3 | 94.6 (1) | C1—O1—H1 | 105 (3) |
N1—Co1—N3i | 99.3 (1) | Co1—O1—H1 | 109 (3) |
N3—Co1—N3i | 98.6 (1) | C2—N2—H2 | 126 (2) |
C1—O1—Co1 | 113.8 (2) | C3—N2—H2 | 125 (2) |
C2—N1—C8 | 105.7 (2) | O1—C1—H1a | 110.4 |
C2—N1—Co1 | 117.3 (2) | C2—C1—H1a | 110.4 |
C8—N1—Co1 | 136.8 (2) | O1—C1—H1b | 110.4 |
C2—N2—C3 | 107.1 (2) | C2—C1—H1b | 110.4 |
C9—N3—Co1 | 170.6 (2) | H1a—C1—H1b | 108.6 |
O1—C1—C2 | 106.6 (2) | C5—C4—H4 | 121.7 |
N1—C2—N2 | 113.1 (2) | C3—C4—H4 | 121.7 |
N1—C2—C1 | 122.7 (2) | C4—C5—H5 | 119.1 |
N2—C2—C1 | 124.1 (2) | C6—C5—H5 | 119.1 |
N2—C3—C4 | 132.1 (3) | C7—C6—H6 | 119.2 |
N2—C3—C8 | 105.9 (2) | C5—C6—H6 | 119.2 |
C4—C3—C8 | 121.9 (3) | C6—C7—H7 | 121.2 |
C5—C4—C3 | 116.6 (3) | C8—C7—H7 | 121.2 |
C4—C5—C6 | 121.7 (2) | | |
| | | |
N3i—Co1—O1—C1 | 55.5 (7) | C3—N2—C2—C1 | −178.3 (2) |
N3—Co1—O1—C1 | −76.5 (2) | O1—C1—C2—N1 | 14.3 (3) |
N1i—Co1—O1—C1 | −175.8 (2) | O1—C1—C2—N2 | −167.9 (2) |
N1—Co1—O1—C1 | 19.3 (2) | C2—N2—C3—C4 | 179.1 (3) |
O1i—Co1—O1—C1 | 109.3 (2) | C2—N2—C3—C8 | 0.3 (3) |
N3i—Co1—N1—C2 | 173.1 (2) | N2—C3—C4—C5 | −179.7 (3) |
N3—Co1—N1—C2 | 73.6 (2) | C8—C3—C4—C5 | −1.1 (4) |
N1i—Co1—N1—C2 | −57.0 (2) | C3—C4—C5—C6 | 1.1 (4) |
O1—Co1—N1—C2 | −11.2 (2) | C4—C5—C6—C7 | 0.0 (4) |
O1i—Co1—N1—C2 | −100.8 (2) | C5—C6—C7—C8 | −1.1 (4) |
N3i—Co1—N1—C8 | −1.3 (3) | C6—C7—C8—C3 | 1.1 (4) |
N3—Co1—N1—C8 | −100.8 (2) | C6—C7—C8—N1 | 180.0 (3) |
N1i—Co1—N1—C8 | 128.6 (2) | N2—C3—C8—C7 | 178.9 (2) |
O1—Co1—N1—C8 | 174.4 (3) | C4—C3—C8—C7 | 0.0 (4) |
O1i—Co1—N1—C8 | 84.8 (2) | N2—C3—C8—N1 | −0.2 (3) |
Co1—O1—C1—C2 | −22.2 (2) | C4—C3—C8—N1 | −179.1 (2) |
C8—N1—C2—N2 | 0.2 (3) | C2—N1—C8—C7 | −178.9 (3) |
Co1—N1—C2—N2 | −175.8 (2) | Co1—N1—C8—C7 | −4.1 (4) |
C8—N1—C2—C1 | 178.2 (2) | C2—N1—C8—C3 | 0.0 (3) |
Co1—N1—C2—C1 | 2.2 (3) | Co1—N1—C8—C3 | 174.7 (2) |
C3—N2—C2—N1 | −0.3 (3) | | |
Symmetry code: (i) −x+1, y, −z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1···S1ii | 0.86 (3) | 2.35 (3) | 3.199 (2) | 176 (3) |
N2—H2···S1iii | 0.86 (3) | 2.54 (3) | 3.360 (2) | 161 (3) |
Symmetry codes: (ii) −x+3/2, y+1/2, −z+1/2; (iii) −x+3/2, −y+3/2, −z+1. |