Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807033181/hk2290sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807033181/hk2290Isup2.hkl |
CCDC reference: 1277980
Key indicators
- Single-crystal X-ray study
- T = 273 K
- Mean (C-C) = 0.005 Å
- R factor = 0.045
- wR factor = 0.159
- Data-to-parameter ratio = 16.8
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT230_ALERT_2_C Hirshfeld Test Diff for S1 - C1 .. 5.04 su PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C1 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C2
Alert level G PLAT794_ALERT_5_G Check Predicted Bond Valency for Cu1 (1) 1.17
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 3 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 3 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 1 ALERT type 5 Informative message, check
Crystals of the title compound were synthesized using hydrothermal method in a 23 ml Teflon-lined Parr bomb. Copper dinitrate hexahydrate (88.7 mg, 0.3 mmol), 2,2'-bipyridyl (93.6 mg, 0.6 mmol), potassium thiocyanate (58.4 mg, 0.6 mmol) and distilled water (4 g) were placed into the bomb and sealed. The bomb was then heated under autogenous pressure up to 423 K over the course of 7 d and allowed to cool at room temperature for 24 h. Upon opening the bomb, a clear colorless solution was decanted from small blue crystals. These crystals were washed with distilled water followed by ethanol, and allowed to air-dry at room temperature.
H atoms were positioned geometrically, with C—H = 0.93 Å, and constrained to ride on their parent atoms, with Uiso(H) = 1.2Ueq(C).
The crystal structure of bis[(2,2'-bipyridyl-κ2N,N')bis(thiocyanato-κN)] nickel(II), (II), has previously been reported (Zhong et al., 2007). The crystal structure determination of the title compound, (I), has been carried out in order to elucidate the molecular conformation and to compare it with that of (II).
In the molecule of (I) (Fig. 1), the ligand bond lengths and angles are within normal ranges (Allen et al., 1987). The six-coordinate environment of the Cu atom is completed by the four N atoms of two 2,2'-bipyridyl ligands and two N atoms of two SCN- ligands, in a distorted octahedral arrangement (Table 1). The Cu—N bonds [average 2.156 (4) Å] of the 2,2'-bipyridyl ligands are somewhat longer than the Cu—N bonds [average 2.073 (2) Å] for the SCN- ligands. The two 2,2'-bipyridyl ligands are nearly perpendicular to each other, with a dihedral angle of 105.7 (4) °, as in (II).
In the crystal structure, intramolecular C—H···N and intermolecular C—H···S hydrogen bonds and π-π stacking interactions, with a centroid-centroid distance of 3.573 (2) Å [symmetry code: 2 - x, 1 - y, -z] lead to a supramolecular network structure (Fig. 2), as in (II).
The both compounds, (I) and (II), are isostructural.
For a related structure, see: Zhong et al. (2007). For bond-length data, see: Allen et al. (1987).
Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Siemens, 1996); software used to prepare material for publication: SHELXTL.
[Cu(NCS)2(C10H8N2)2] | F(000) = 2008 |
Mr = 492.07 | Dx = 1.505 Mg m−3 |
Orthorhombic, Pbca | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ac 2ab | Cell parameters from 11573 reflections |
a = 15.981 (4) Å | θ = 2.4–27.2° |
b = 15.997 (2) Å | µ = 1.22 mm−1 |
c = 16.9947 (18) Å | T = 273 K |
V = 4344.7 (13) Å3 | Block, blue |
Z = 8 | 0.36 × 0.34 × 0.22 mm |
Bruker SMART CCD area-detector diffractometer | 4708 independent reflections |
Radiation source: fine-focus sealed tube | 3481 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.023 |
φ and ω scans | θmax = 27.0°, θmin = 2.2° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −20→20 |
Tmin = 0.661, Tmax = 0.768 | k = −20→20 |
28695 measured reflections | l = −21→21 |
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)] = 0.045 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.159 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.1098P)2 + 0.816P] where P = (Fo2 + 2Fc2)/3 |
4708 reflections | (Δ/σ)max = 0.001 |
280 parameters | Δρmax = 0.48 e Å−3 |
0 restraints | Δρmin = −0.88 e Å−3 |
[Cu(NCS)2(C10H8N2)2] | V = 4344.7 (13) Å3 |
Mr = 492.07 | Z = 8 |
Orthorhombic, Pbca | Mo Kα radiation |
a = 15.981 (4) Å | µ = 1.22 mm−1 |
b = 15.997 (2) Å | T = 273 K |
c = 16.9947 (18) Å | 0.36 × 0.34 × 0.22 mm |
Bruker SMART CCD area-detector diffractometer | 4708 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 3481 reflections with I > 2σ(I) |
Tmin = 0.661, Tmax = 0.768 | Rint = 0.023 |
28695 measured reflections |
R[F2 > 2σ(F2)] = 0.045 | 0 restraints |
wR(F2) = 0.159 | H-atom parameters constrained |
S = 1.02 | Δρmax = 0.48 e Å−3 |
4708 reflections | Δρmin = −0.88 e Å−3 |
280 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
Cu1 | 0.70224 (2) | 0.38400 (2) | −0.000711 (17) | 0.04902 (16) | |
S1 | 0.57516 (6) | 0.51149 (7) | −0.22514 (5) | 0.0814 (3) | |
S2 | 0.51121 (6) | 0.22560 (5) | 0.15952 (5) | 0.0732 (3) | |
N1 | 0.62899 (16) | 0.44609 (15) | −0.08263 (15) | 0.0641 (6) | |
N2 | 0.60959 (15) | 0.31786 (15) | 0.05761 (16) | 0.0599 (6) | |
N3 | 0.80970 (13) | 0.46127 (13) | −0.02964 (14) | 0.0476 (5) | |
N4 | 0.69877 (12) | 0.48310 (13) | 0.08362 (13) | 0.0476 (5) | |
N5 | 0.72280 (12) | 0.28371 (12) | −0.08243 (12) | 0.0455 (5) | |
N6 | 0.79904 (12) | 0.30930 (14) | 0.05457 (13) | 0.0480 (5) | |
C1 | 0.60600 (16) | 0.47314 (16) | −0.14211 (18) | 0.0523 (6) | |
C2 | 0.56808 (15) | 0.28035 (15) | 0.09985 (16) | 0.0474 (6) | |
C3 | 0.86341 (18) | 0.4456 (2) | −0.08797 (16) | 0.0633 (7) | |
H3 | 0.8548 | 0.3983 | −0.1188 | 0.076* | |
C4 | 0.9306 (2) | 0.4959 (2) | −0.1045 (2) | 0.0783 (10) | |
H4 | 0.9667 | 0.4837 | −0.1459 | 0.094* | |
C5 | 0.9426 (2) | 0.5644 (2) | −0.0580 (2) | 0.0803 (10) | |
H5 | 0.9872 | 0.6003 | −0.0679 | 0.096* | |
C6 | 0.8892 (2) | 0.5806 (2) | 0.00314 (18) | 0.0670 (8) | |
H6 | 0.8972 | 0.6271 | 0.0350 | 0.080* | |
C7 | 0.82324 (17) | 0.52678 (16) | 0.01687 (16) | 0.0489 (6) | |
C8 | 0.76310 (15) | 0.53800 (15) | 0.08204 (15) | 0.0469 (5) | |
C9 | 0.77042 (19) | 0.5995 (2) | 0.13901 (18) | 0.0636 (7) | |
H9 | 0.8158 | 0.6359 | 0.1382 | 0.076* | |
C10 | 0.7112 (2) | 0.6067 (2) | 0.1961 (2) | 0.0753 (9) | |
H10 | 0.7167 | 0.6471 | 0.2351 | 0.090* | |
C11 | 0.6435 (2) | 0.5541 (2) | 0.19573 (18) | 0.0716 (8) | |
H11 | 0.6009 | 0.5599 | 0.2326 | 0.086* | |
C12 | 0.64040 (18) | 0.49203 (18) | 0.13903 (17) | 0.0584 (7) | |
H12 | 0.5956 | 0.4549 | 0.1396 | 0.070* | |
C13 | 0.67722 (17) | 0.26890 (17) | −0.14712 (17) | 0.0547 (6) | |
H13 | 0.6373 | 0.3082 | −0.1619 | 0.066* | |
C14 | 0.6864 (2) | 0.1988 (2) | −0.19262 (19) | 0.0666 (8) | |
H14 | 0.6531 | 0.1902 | −0.2368 | 0.080* | |
C15 | 0.7460 (2) | 0.1416 (2) | −0.1711 (2) | 0.0729 (9) | |
H15 | 0.7537 | 0.0933 | −0.2007 | 0.087* | |
C16 | 0.79439 (19) | 0.15602 (19) | −0.1056 (2) | 0.0669 (8) | |
H16 | 0.8356 | 0.1179 | −0.0911 | 0.080* | |
C17 | 0.78159 (15) | 0.22705 (16) | −0.06151 (16) | 0.0493 (6) | |
C18 | 0.82897 (16) | 0.24607 (18) | 0.01153 (16) | 0.0500 (6) | |
C19 | 0.89974 (18) | 0.2015 (2) | 0.0339 (2) | 0.0700 (8) | |
H19 | 0.9205 | 0.1587 | 0.0024 | 0.084* | |
C20 | 0.93845 (19) | 0.2220 (2) | 0.1038 (3) | 0.0847 (11) | |
H20 | 0.9858 | 0.1929 | 0.1200 | 0.102* | |
C21 | 0.9068 (2) | 0.2862 (2) | 0.1499 (2) | 0.0757 (10) | |
H21 | 0.9316 | 0.3003 | 0.1976 | 0.091* | |
C22 | 0.83809 (19) | 0.32779 (19) | 0.12268 (17) | 0.0613 (7) | |
H22 | 0.8170 | 0.3714 | 0.1529 | 0.074* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.0490 (2) | 0.0480 (2) | 0.0500 (3) | −0.00325 (13) | 0.00051 (12) | −0.00126 (12) |
S1 | 0.0734 (5) | 0.1012 (7) | 0.0696 (6) | −0.0093 (5) | −0.0232 (4) | 0.0129 (5) |
S2 | 0.0793 (5) | 0.0683 (5) | 0.0719 (5) | −0.0118 (4) | 0.0254 (4) | 0.0008 (4) |
N1 | 0.0711 (15) | 0.0507 (13) | 0.0704 (16) | 0.0035 (11) | −0.0179 (13) | 0.0021 (12) |
N2 | 0.0540 (12) | 0.0548 (13) | 0.0709 (15) | −0.0063 (10) | 0.0088 (12) | −0.0043 (11) |
N3 | 0.0499 (11) | 0.0492 (11) | 0.0436 (11) | −0.0075 (9) | 0.0025 (9) | 0.0016 (9) |
N4 | 0.0483 (11) | 0.0467 (11) | 0.0479 (12) | −0.0038 (8) | 0.0015 (9) | −0.0044 (9) |
N5 | 0.0459 (10) | 0.0440 (11) | 0.0466 (12) | −0.0006 (8) | 0.0016 (9) | −0.0013 (8) |
N6 | 0.0457 (11) | 0.0521 (11) | 0.0461 (12) | −0.0047 (9) | −0.0010 (9) | 0.0048 (9) |
C1 | 0.0456 (12) | 0.0452 (13) | 0.0662 (17) | 0.0010 (10) | −0.0073 (12) | −0.0093 (12) |
C2 | 0.0421 (11) | 0.0446 (12) | 0.0553 (15) | −0.0001 (10) | 0.0035 (11) | −0.0088 (11) |
C3 | 0.0641 (16) | 0.0734 (18) | 0.0525 (16) | −0.0135 (14) | 0.0119 (13) | −0.0047 (14) |
C4 | 0.0653 (18) | 0.107 (3) | 0.0622 (19) | −0.0238 (18) | 0.0212 (15) | −0.0014 (18) |
C5 | 0.0658 (19) | 0.089 (2) | 0.086 (2) | −0.0310 (18) | 0.0113 (17) | 0.0048 (19) |
C6 | 0.0610 (18) | 0.0634 (19) | 0.077 (2) | −0.0193 (15) | −0.0002 (14) | −0.0054 (14) |
C7 | 0.0467 (13) | 0.0478 (14) | 0.0521 (14) | −0.0040 (11) | −0.0053 (11) | 0.0039 (11) |
C8 | 0.0475 (12) | 0.0454 (13) | 0.0478 (14) | −0.0009 (10) | −0.0080 (10) | −0.0010 (10) |
C9 | 0.0632 (16) | 0.0641 (17) | 0.0634 (18) | −0.0092 (14) | −0.0088 (15) | −0.0126 (14) |
C10 | 0.088 (2) | 0.079 (2) | 0.0594 (19) | −0.0027 (17) | −0.0027 (16) | −0.0273 (17) |
C11 | 0.077 (2) | 0.082 (2) | 0.0558 (17) | −0.0038 (17) | 0.0122 (15) | −0.0174 (15) |
C12 | 0.0619 (15) | 0.0589 (15) | 0.0543 (16) | −0.0038 (13) | 0.0100 (13) | −0.0064 (12) |
C13 | 0.0552 (14) | 0.0554 (15) | 0.0534 (16) | −0.0037 (12) | −0.0015 (12) | −0.0039 (12) |
C14 | 0.0797 (19) | 0.0658 (18) | 0.0542 (17) | −0.0080 (15) | 0.0005 (15) | −0.0129 (14) |
C15 | 0.091 (2) | 0.0601 (18) | 0.068 (2) | 0.0047 (17) | 0.0143 (18) | −0.0178 (15) |
C16 | 0.0740 (19) | 0.0532 (16) | 0.073 (2) | 0.0134 (14) | 0.0085 (15) | −0.0066 (14) |
C17 | 0.0483 (12) | 0.0502 (14) | 0.0495 (15) | 0.0000 (10) | 0.0095 (11) | 0.0004 (11) |
C18 | 0.0391 (12) | 0.0528 (14) | 0.0582 (16) | −0.0020 (11) | 0.0057 (11) | 0.0104 (12) |
C19 | 0.0486 (15) | 0.0728 (19) | 0.089 (2) | 0.0112 (14) | 0.0035 (16) | 0.0164 (17) |
C20 | 0.0504 (16) | 0.095 (3) | 0.109 (3) | 0.0042 (16) | −0.0205 (18) | 0.028 (2) |
C21 | 0.0671 (19) | 0.083 (2) | 0.077 (2) | −0.0152 (17) | −0.0257 (17) | 0.0176 (18) |
C22 | 0.0678 (17) | 0.0612 (16) | 0.0548 (16) | −0.0096 (14) | −0.0100 (14) | 0.0090 (13) |
Cu1—N1 | 2.073 (2) | C7—C8 | 1.477 (4) |
Cu1—N2 | 2.072 (2) | C8—C9 | 1.386 (4) |
Cu1—N3 | 2.172 (2) | C9—C10 | 1.360 (5) |
Cu1—N4 | 2.138 (2) | C9—H9 | 0.9300 |
Cu1—N5 | 2.147 (2) | C10—C11 | 1.372 (5) |
Cu1—N6 | 2.169 (2) | C10—H10 | 0.9300 |
S1—C1 | 1.616 (3) | C11—C12 | 1.384 (4) |
S2—C2 | 1.619 (3) | C11—H11 | 0.9300 |
N1—C1 | 1.159 (4) | C12—H12 | 0.9300 |
N2—C2 | 1.147 (3) | C13—C14 | 1.370 (4) |
N3—C7 | 1.330 (3) | C13—H13 | 0.9300 |
N3—C3 | 1.335 (4) | C14—C15 | 1.371 (5) |
N4—C12 | 1.333 (3) | C14—H14 | 0.9300 |
N4—C8 | 1.352 (3) | C15—C16 | 1.375 (5) |
N5—C13 | 1.340 (3) | C15—H15 | 0.9300 |
N5—C17 | 1.353 (3) | C16—C17 | 1.376 (4) |
N6—C18 | 1.337 (4) | C16—H16 | 0.9300 |
N6—C22 | 1.348 (4) | C17—C18 | 1.486 (4) |
C3—C4 | 1.371 (4) | C18—C19 | 1.390 (4) |
C3—H3 | 0.9300 | C19—C20 | 1.379 (5) |
C4—C5 | 1.365 (5) | C19—H19 | 0.9300 |
C4—H4 | 0.9300 | C20—C21 | 1.387 (5) |
C5—C6 | 1.370 (5) | C20—H20 | 0.9300 |
C5—H5 | 0.9300 | C21—C22 | 1.366 (4) |
C6—C7 | 1.380 (4) | C21—H21 | 0.9300 |
C6—H6 | 0.9300 | C22—H22 | 0.9300 |
N1—Cu1—N2 | 99.34 (11) | N4—C8—C9 | 120.8 (2) |
N1—Cu1—N3 | 91.25 (9) | N4—C8—C7 | 115.5 (2) |
N1—Cu1—N4 | 94.60 (9) | C9—C8—C7 | 123.7 (2) |
N1—Cu1—N5 | 90.57 (9) | C10—C9—C8 | 120.0 (3) |
N1—Cu1—N6 | 163.33 (9) | C10—C9—H9 | 120.0 |
N2—Cu1—N3 | 164.51 (10) | C8—C9—H9 | 120.0 |
N2—Cu1—N4 | 92.26 (9) | C9—C10—C11 | 119.6 (3) |
N2—Cu1—N5 | 92.13 (9) | C9—C10—H10 | 120.2 |
N2—Cu1—N6 | 91.21 (9) | C11—C10—H10 | 120.2 |
N3—Cu1—N4 | 75.54 (8) | C10—C11—C12 | 118.1 (3) |
N3—Cu1—N5 | 99.08 (8) | C10—C11—H11 | 120.9 |
N3—Cu1—N6 | 81.24 (8) | C12—C11—H11 | 120.9 |
N4—Cu1—N5 | 172.59 (8) | N4—C12—C11 | 122.9 (3) |
N4—Cu1—N6 | 97.86 (8) | N4—C12—H12 | 118.5 |
N5—Cu1—N6 | 76.08 (8) | C11—C12—H12 | 118.5 |
C1—N1—Cu1 | 160.7 (2) | N5—C13—C14 | 123.4 (3) |
C2—N2—Cu1 | 168.4 (2) | N5—C13—H13 | 118.3 |
C7—N3—C3 | 119.0 (2) | C14—C13—H13 | 118.3 |
C7—N3—Cu1 | 116.26 (18) | C13—C14—C15 | 118.0 (3) |
C3—N3—Cu1 | 124.71 (19) | C13—C14—H14 | 121.0 |
C12—N4—C8 | 118.4 (2) | C15—C14—H14 | 121.0 |
C12—N4—Cu1 | 124.83 (18) | C16—C15—C14 | 119.6 (3) |
C8—N4—Cu1 | 116.65 (16) | C16—C15—H15 | 120.2 |
C13—N5—C17 | 118.3 (2) | C14—C15—H15 | 120.2 |
C13—N5—Cu1 | 125.43 (17) | C15—C16—C17 | 119.7 (3) |
C17—N5—Cu1 | 115.91 (17) | C15—C16—H16 | 120.1 |
C18—N6—C22 | 118.1 (2) | C17—C16—H16 | 120.1 |
C18—N6—Cu1 | 115.79 (18) | N5—C17—C16 | 120.9 (3) |
C22—N6—Cu1 | 125.5 (2) | N5—C17—C18 | 115.9 (2) |
N1—C1—S1 | 179.2 (3) | C16—C17—C18 | 123.2 (3) |
N2—C2—S2 | 178.6 (2) | N6—C18—C19 | 122.0 (3) |
N3—C3—C4 | 123.1 (3) | N6—C18—C17 | 115.5 (2) |
N3—C3—H3 | 118.5 | C19—C18—C17 | 122.5 (3) |
C4—C3—H3 | 118.5 | C20—C19—C18 | 118.5 (3) |
C5—C4—C3 | 117.6 (3) | C20—C19—H19 | 120.7 |
C5—C4—H4 | 121.2 | C18—C19—H19 | 120.7 |
C3—C4—H4 | 121.2 | C19—C20—C21 | 120.0 (3) |
C4—C5—C6 | 120.2 (3) | C19—C20—H20 | 120.0 |
C4—C5—H5 | 119.9 | C21—C20—H20 | 120.0 |
C6—C5—H5 | 119.9 | C22—C21—C20 | 117.5 (3) |
C5—C6—C7 | 119.1 (3) | C22—C21—H21 | 121.2 |
C5—C6—H6 | 120.4 | C20—C21—H21 | 121.2 |
C7—C6—H6 | 120.4 | N6—C22—C21 | 123.8 (3) |
N3—C7—C6 | 121.0 (3) | N6—C22—H22 | 118.1 |
N3—C7—C8 | 115.8 (2) | C21—C22—H22 | 118.1 |
C6—C7—C8 | 123.2 (3) |
D—H···A | D—H | H···A | D···A | D—H···A |
C13—H13···N1 | 0.93 | 2.59 | 3.135 (4) | 118 |
C12—H12···N2 | 0.93 | 2.61 | 3.150 (4) | 117 |
C4—H4···S1i | 0.93 | 2.83 | 3.712 (3) | 159 |
Symmetry code: (i) x+1/2, y, −z−1/2. |
Experimental details
Crystal data | |
Chemical formula | [Cu(NCS)2(C10H8N2)2] |
Mr | 492.07 |
Crystal system, space group | Orthorhombic, Pbca |
Temperature (K) | 273 |
a, b, c (Å) | 15.981 (4), 15.997 (2), 16.9947 (18) |
V (Å3) | 4344.7 (13) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 1.22 |
Crystal size (mm) | 0.36 × 0.34 × 0.22 |
Data collection | |
Diffractometer | Bruker SMART CCD area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.661, 0.768 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 28695, 4708, 3481 |
Rint | 0.023 |
(sin θ/λ)max (Å−1) | 0.638 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.045, 0.159, 1.02 |
No. of reflections | 4708 |
No. of parameters | 280 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.48, −0.88 |
Computer programs: SMART (Siemens, 1996), SAINT (Siemens, 1996), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Siemens, 1996), SHELXTL.
Cu1—N1 | 2.073 (2) | Cu1—N4 | 2.138 (2) |
Cu1—N2 | 2.072 (2) | Cu1—N5 | 2.147 (2) |
Cu1—N3 | 2.172 (2) | Cu1—N6 | 2.169 (2) |
N1—Cu1—N2 | 99.34 (11) | N2—Cu1—N6 | 91.21 (9) |
N1—Cu1—N3 | 91.25 (9) | N3—Cu1—N4 | 75.54 (8) |
N1—Cu1—N4 | 94.60 (9) | N3—Cu1—N5 | 99.08 (8) |
N1—Cu1—N5 | 90.57 (9) | N3—Cu1—N6 | 81.24 (8) |
N1—Cu1—N6 | 163.33 (9) | N4—Cu1—N5 | 172.59 (8) |
N2—Cu1—N3 | 164.51 (10) | N4—Cu1—N6 | 97.86 (8) |
N2—Cu1—N4 | 92.26 (9) | N5—Cu1—N6 | 76.08 (8) |
N2—Cu1—N5 | 92.13 (9) |
D—H···A | D—H | H···A | D···A | D—H···A |
C13—H13···N1 | 0.93 | 2.59 | 3.135 (4) | 118 |
C12—H12···N2 | 0.93 | 2.61 | 3.150 (4) | 117 |
C4—H4···S1i | 0.93 | 2.83 | 3.712 (3) | 159 |
Symmetry code: (i) x+1/2, y, −z−1/2. |
The crystal structure of bis[(2,2'-bipyridyl-κ2N,N')bis(thiocyanato-κN)] nickel(II), (II), has previously been reported (Zhong et al., 2007). The crystal structure determination of the title compound, (I), has been carried out in order to elucidate the molecular conformation and to compare it with that of (II).
In the molecule of (I) (Fig. 1), the ligand bond lengths and angles are within normal ranges (Allen et al., 1987). The six-coordinate environment of the Cu atom is completed by the four N atoms of two 2,2'-bipyridyl ligands and two N atoms of two SCN- ligands, in a distorted octahedral arrangement (Table 1). The Cu—N bonds [average 2.156 (4) Å] of the 2,2'-bipyridyl ligands are somewhat longer than the Cu—N bonds [average 2.073 (2) Å] for the SCN- ligands. The two 2,2'-bipyridyl ligands are nearly perpendicular to each other, with a dihedral angle of 105.7 (4) °, as in (II).
In the crystal structure, intramolecular C—H···N and intermolecular C—H···S hydrogen bonds and π-π stacking interactions, with a centroid-centroid distance of 3.573 (2) Å [symmetry code: 2 - x, 1 - y, -z] lead to a supramolecular network structure (Fig. 2), as in (II).
The both compounds, (I) and (II), are isostructural.