In the title compound, [Cd(N
3)
2(C
10H
8N
2)
2], the cadmium(II) ion is coordinated by two N atoms from two azide groups and four N atoms from two 2,2′-bipyridine ligands. The coordination geometry of the cadmium(II) ion is distorted octahedral. The packing is stabilized by intermolecular C—H
N hydrogen-bond interactions.
Supporting information
CCDC reference: 263520
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.005 Å
- R factor = 0.025
- wR factor = 0.071
- Data-to-parameter ratio = 14.1
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for N6
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for N9
PLAT369_ALERT_2_C Long C(sp2)-C(sp2) Bond C5 - C6 ... 1.54 Ang.
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
3 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
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
Data collection: CAD-4 Software (Enraf-Nonius, 1989); cell refinement: CAD-4 Software; data reduction: NRCVAX (Gabe et al., 1989); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL-PC (Sheldrick, 1990); software used to prepare material for publication: WinGX (Farrugia, 1999).
Azidobis(2,2'-bipyridine)cadmium(II)
top
Crystal data top
[Cd(N3)2(C10H8N2)2] | F(000) = 1016 |
Mr = 508.83 | Dx = 1.680 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -p 2y bc | Cell parameters from 25 reflections |
a = 17.099 (3) Å | θ = 4–14° |
b = 14.758 (3) Å | µ = 1.12 mm−1 |
c = 8.0020 (16) Å | T = 293 K |
β = 95.00 (3)° | Block, yellow |
V = 2011.6 (7) Å3 | 0.35 × 0.28 × 0.20 mm |
Z = 4 | |
Data collection top
Enraf-Nonius CAD-4 diffractometer | 2776 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.014 |
Graphite monochromator | θmax = 26.1°, θmin = 1.2° |
ω scans | h = −20→20 |
Absorption correction: empirical (using intensity measurements) (SADABS; Sheldrick, 1996) | k = −17→0 |
Tmin = 0.690, Tmax = 0.800 | l = 0→9 |
4247 measured reflections | 3 standard reflections every 100 reflections |
3950 independent reflections | intensity decay: none |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.025 | H-atom parameters constrained |
wR(F2) = 0.071 | w = 1/[σ2(Fo2) + (0.0318P)2 + 0.9972P] where P = (Fo2 + 2Fc2)/3 |
S = 1.07 | (Δ/σ)max = 0.001 |
3950 reflections | Δρmax = 0.58 e Å−3 |
281 parameters | Δρmin = −0.41 e Å−3 |
0 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0041 (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 | |
Cd1 | 0.250005 (11) | 0.000014 (14) | 0.43014 (2) | 0.03580 (9) | |
N1 | 0.17586 (14) | 0.08327 (16) | 0.6247 (3) | 0.0407 (6) | |
N2 | 0.30955 (14) | 0.14573 (16) | 0.4871 (3) | 0.0399 (5) | |
N3 | 0.32396 (14) | −0.08366 (15) | 0.6237 (3) | 0.0412 (6) | |
N4 | 0.19028 (14) | −0.14586 (15) | 0.4869 (3) | 0.0399 (5) | |
N5 | 0.34141 (19) | −0.0287 (2) | 0.2317 (4) | 0.0557 (7) | |
N6 | 0.40519 (18) | −0.05822 (18) | 0.2563 (4) | 0.0561 (7) | |
N7 | 0.4665 (2) | −0.0889 (3) | 0.2749 (6) | 0.0948 (13) | |
N8 | 0.15789 (18) | 0.0286 (2) | 0.2316 (4) | 0.0565 (7) | |
N9 | 0.09505 (17) | 0.05818 (18) | 0.2564 (4) | 0.0571 (8) | |
N10 | 0.0339 (2) | 0.0886 (3) | 0.2754 (6) | 0.0962 (13) | |
C1 | 0.1143 (2) | 0.0491 (2) | 0.7039 (4) | 0.0504 (8) | |
H1A | 0.1027 | −0.0120 | 0.6878 | 0.061* | |
C2 | 0.0672 (2) | 0.0983 (3) | 0.8076 (4) | 0.0551 (8) | |
H2A | 0.0274 | 0.0704 | 0.8609 | 0.066* | |
C3 | 0.08254 (19) | 0.1887 (3) | 0.8264 (4) | 0.0541 (8) | |
H3A | 0.0528 | 0.2248 | 0.8920 | 0.065* | |
C4 | 0.14488 (18) | 0.2260 (2) | 0.7435 (4) | 0.0471 (7) | |
H4A | 0.1554 | 0.2876 | 0.7544 | 0.057* | |
C5 | 0.19201 (16) | 0.17219 (18) | 0.6441 (3) | 0.0357 (6) | |
C6 | 0.26280 (16) | 0.20757 (19) | 0.5580 (3) | 0.0373 (6) | |
C7 | 0.2811 (2) | 0.2996 (2) | 0.5534 (4) | 0.0475 (7) | |
H7A | 0.2490 | 0.3422 | 0.5990 | 0.057* | |
C8 | 0.3488 (2) | 0.3271 (2) | 0.4786 (4) | 0.0555 (9) | |
H8B | 0.3610 | 0.3885 | 0.4748 | 0.067* | |
C9 | 0.3981 (2) | 0.2643 (2) | 0.4100 (4) | 0.0538 (8) | |
H9A | 0.4435 | 0.2821 | 0.3629 | 0.065* | |
C10 | 0.37586 (19) | 0.1743 (2) | 0.4159 (4) | 0.0496 (8) | |
H10A | 0.4071 | 0.1310 | 0.3696 | 0.059* | |
C11 | 0.3855 (2) | −0.0480 (2) | 0.7039 (4) | 0.0529 (8) | |
H11A | 0.3968 | 0.0130 | 0.6893 | 0.063* | |
C12 | 0.4331 (2) | −0.0989 (3) | 0.8083 (4) | 0.0576 (9) | |
H12A | 0.4766 | −0.0730 | 0.8678 | 0.069* | |
C13 | 0.41740 (19) | −0.1884 (3) | 0.8264 (4) | 0.0549 (8) | |
H13A | 0.4507 | −0.2237 | 0.8978 | 0.066* | |
C14 | 0.35484 (19) | −0.2266 (2) | 0.7432 (4) | 0.0469 (7) | |
H14A | 0.3441 | −0.2880 | 0.7536 | 0.056* | |
C15 | 0.30816 (16) | −0.17250 (18) | 0.6441 (3) | 0.0344 (6) | |
C16 | 0.23747 (16) | −0.20764 (19) | 0.5584 (3) | 0.0353 (6) | |
C17 | 0.2194 (2) | −0.2994 (2) | 0.5536 (4) | 0.0465 (7) | |
H17A | 0.2551 | −0.3412 | 0.6027 | 0.056* | |
C18 | 0.1509 (2) | −0.3275 (2) | 0.4784 (4) | 0.0550 (9) | |
H18A | 0.1378 | −0.3887 | 0.4734 | 0.066* | |
C19 | 0.1013 (2) | −0.2636 (2) | 0.4099 (4) | 0.0536 (8) | |
H19A | 0.0524 | −0.2801 | 0.3593 | 0.064* | |
C20 | 0.12385 (18) | −0.1740 (2) | 0.4155 (4) | 0.0506 (8) | |
H20A | 0.0894 | −0.1312 | 0.3652 | 0.061* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cd1 | 0.03637 (12) | 0.02284 (11) | 0.04716 (13) | 0.00318 (8) | −0.00220 (8) | 0.00000 (9) |
N1 | 0.0417 (13) | 0.0299 (13) | 0.0498 (14) | 0.0002 (10) | 0.0012 (11) | −0.0005 (10) |
N2 | 0.0349 (13) | 0.0335 (13) | 0.0502 (14) | −0.0003 (10) | −0.0026 (10) | −0.0030 (11) |
N3 | 0.0403 (13) | 0.0286 (13) | 0.0523 (15) | −0.0006 (10) | −0.0094 (11) | 0.0020 (11) |
N4 | 0.0392 (13) | 0.0289 (12) | 0.0502 (14) | −0.0016 (10) | −0.0046 (10) | 0.0038 (10) |
N5 | 0.0602 (19) | 0.0463 (15) | 0.0614 (18) | 0.0088 (14) | 0.0096 (14) | −0.0057 (13) |
N6 | 0.0537 (19) | 0.0310 (15) | 0.085 (2) | −0.0089 (13) | 0.0133 (15) | −0.0150 (13) |
N7 | 0.0403 (19) | 0.063 (2) | 0.180 (4) | −0.0013 (16) | 0.003 (2) | −0.026 (2) |
N8 | 0.0591 (19) | 0.0464 (15) | 0.0598 (18) | 0.0113 (14) | −0.0187 (14) | 0.0039 (13) |
N9 | 0.0487 (18) | 0.0301 (14) | 0.088 (2) | −0.0084 (13) | −0.0205 (15) | 0.0141 (13) |
N10 | 0.044 (2) | 0.064 (2) | 0.176 (4) | −0.0015 (16) | −0.013 (2) | 0.021 (2) |
C1 | 0.0496 (19) | 0.0388 (19) | 0.063 (2) | −0.0041 (14) | 0.0059 (15) | 0.0007 (15) |
C2 | 0.0450 (19) | 0.062 (2) | 0.059 (2) | −0.0011 (16) | 0.0093 (15) | 0.0010 (17) |
C3 | 0.0472 (18) | 0.060 (2) | 0.0542 (19) | 0.0119 (16) | 0.0021 (15) | −0.0150 (16) |
C4 | 0.0429 (18) | 0.0422 (17) | 0.0541 (18) | 0.0064 (14) | −0.0076 (14) | −0.0105 (14) |
C5 | 0.0383 (15) | 0.0287 (14) | 0.0379 (15) | 0.0024 (11) | −0.0090 (11) | −0.0014 (11) |
C6 | 0.0388 (15) | 0.0310 (15) | 0.0395 (15) | −0.0005 (12) | −0.0113 (12) | −0.0023 (11) |
C7 | 0.055 (2) | 0.0307 (16) | 0.0541 (19) | −0.0006 (14) | −0.0093 (14) | −0.0043 (13) |
C8 | 0.067 (2) | 0.0372 (18) | 0.058 (2) | −0.0160 (16) | −0.0139 (17) | 0.0017 (15) |
C9 | 0.051 (2) | 0.058 (2) | 0.0505 (19) | −0.0224 (16) | −0.0039 (14) | 0.0009 (16) |
C10 | 0.0463 (18) | 0.0443 (18) | 0.058 (2) | −0.0049 (14) | 0.0033 (14) | −0.0039 (15) |
C11 | 0.0507 (19) | 0.040 (2) | 0.064 (2) | −0.0036 (15) | −0.0139 (15) | 0.0014 (15) |
C12 | 0.0468 (19) | 0.063 (2) | 0.060 (2) | 0.0000 (16) | −0.0163 (15) | −0.0020 (17) |
C13 | 0.0483 (19) | 0.059 (2) | 0.055 (2) | 0.0108 (16) | −0.0081 (15) | 0.0131 (16) |
C14 | 0.0475 (18) | 0.0372 (16) | 0.0551 (19) | 0.0080 (14) | −0.0013 (14) | 0.0115 (14) |
C15 | 0.0362 (14) | 0.0300 (14) | 0.0373 (14) | 0.0050 (11) | 0.0041 (11) | 0.0025 (11) |
C16 | 0.0383 (15) | 0.0298 (15) | 0.0381 (15) | −0.0001 (11) | 0.0046 (11) | 0.0032 (11) |
C17 | 0.058 (2) | 0.0280 (15) | 0.0541 (19) | −0.0018 (14) | 0.0056 (14) | 0.0046 (13) |
C18 | 0.069 (2) | 0.0373 (18) | 0.058 (2) | −0.0185 (16) | 0.0052 (17) | −0.0023 (15) |
C19 | 0.050 (2) | 0.053 (2) | 0.057 (2) | −0.0198 (16) | −0.0018 (15) | 0.0008 (16) |
C20 | 0.0439 (18) | 0.0443 (18) | 0.061 (2) | −0.0070 (14) | −0.0116 (14) | 0.0064 (15) |
Geometric parameters (Å, º) top
Cd1—N1 | 2.426 (2) | C5—C6 | 1.536 (4) |
Cd1—N2 | 2.406 (2) | C6—C7 | 1.395 (4) |
Cd1—N3 | 2.276 (2) | C7—C8 | 1.408 (5) |
Cd1—N4 | 2.442 (2) | C7—H7A | 0.9300 |
Cd1—N5 | 2.362 (3) | C8—C9 | 1.397 (5) |
Cd1—N8 | 2.178 (3) | C8—H8B | 0.9300 |
N1—C5 | 1.347 (3) | C9—C10 | 1.384 (5) |
N1—C1 | 1.371 (4) | C9—H9A | 0.9300 |
N2—C6 | 1.369 (4) | C10—H10A | 0.9300 |
N2—C10 | 1.378 (4) | C11—C12 | 1.344 (4) |
N3—C11 | 1.296 (4) | C11—H11A | 0.9300 |
N3—C15 | 1.351 (3) | C12—C13 | 1.359 (5) |
N4—C20 | 1.294 (4) | C12—H12A | 0.9300 |
N4—C16 | 1.315 (3) | C13—C14 | 1.334 (5) |
N5—N6 | 1.175 (4) | C13—H13A | 0.9300 |
N6—N7 | 1.140 (4) | C14—C15 | 1.339 (4) |
N8—N9 | 1.193 (4) | C14—H14A | 0.9300 |
N9—N10 | 1.160 (5) | C15—C16 | 1.434 (4) |
C1—C2 | 1.408 (5) | C16—C17 | 1.388 (4) |
C1—H1A | 0.9300 | C17—C18 | 1.336 (5) |
C2—C3 | 1.366 (5) | C17—H17A | 0.9300 |
C2—H2A | 0.9300 | C18—C19 | 1.352 (5) |
C3—C4 | 1.415 (5) | C18—H18A | 0.9300 |
C3—H3A | 0.9300 | C19—C20 | 1.378 (4) |
C4—C5 | 1.422 (4) | C19—H19A | 0.9300 |
C4—H4A | 0.9300 | C20—H20A | 0.9300 |
| | | |
N1—Cd1—N2 | 70.24 (8) | C4—C5—C6 | 124.6 (3) |
N3—Cd1—N4 | 67.16 (8) | N2—C6—C7 | 119.8 (3) |
N5—Cd1—N8 | 91.33 (11) | N2—C6—C5 | 118.1 (2) |
N5—N6—N7 | 177.4 (4) | C7—C6—C5 | 122.0 (3) |
N8—N9—N10 | 177.6 (4) | C6—C7—C8 | 119.1 (3) |
N8—Cd1—N3 | 157.60 (10) | C6—C7—H7A | 120.4 |
N8—Cd1—N5 | 91.33 (11) | C8—C7—H7A | 120.4 |
N3—Cd1—N5 | 89.96 (10) | C9—C8—C7 | 121.5 (3) |
N8—Cd1—N2 | 103.43 (10) | C9—C8—H8B | 119.3 |
N3—Cd1—N2 | 98.93 (8) | C7—C8—H8B | 119.3 |
N5—Cd1—N2 | 89.63 (10) | C10—C9—C8 | 116.5 (3) |
N8—Cd1—N1 | 89.13 (10) | C10—C9—H9A | 121.7 |
N3—Cd1—N1 | 97.39 (8) | C8—C9—H9A | 121.7 |
N5—Cd1—N1 | 159.38 (9) | N2—C10—C9 | 123.1 (3) |
N2—Cd1—N1 | 70.24 (8) | N2—C10—H10A | 118.5 |
N8—Cd1—N4 | 91.06 (10) | C9—C10—H10A | 118.5 |
N5—Cd1—N4 | 106.20 (10) | N3—C11—C12 | 120.2 (3) |
N2—Cd1—N4 | 158.39 (8) | N3—C11—H11A | 119.9 |
N1—Cd1—N4 | 94.40 (8) | C12—C11—H11A | 119.9 |
C5—N1—C1 | 117.6 (3) | C11—C12—C13 | 119.7 (3) |
C5—N1—Cd1 | 117.01 (19) | C11—C12—H12A | 120.2 |
C1—N1—Cd1 | 125.1 (2) | C13—C12—H12A | 120.2 |
C6—N2—C10 | 119.9 (3) | C14—C13—C12 | 121.0 (3) |
C6—N2—Cd1 | 114.95 (18) | C14—C13—H13A | 119.5 |
C10—N2—Cd1 | 123.0 (2) | C12—C13—H13A | 119.5 |
C11—N3—C15 | 119.8 (3) | C13—C14—C15 | 117.0 (3) |
C11—N3—Cd1 | 119.7 (2) | C13—C14—H14A | 121.5 |
C15—N3—Cd1 | 120.22 (18) | C15—C14—H14A | 121.5 |
C20—N4—C16 | 116.8 (3) | C14—C15—N3 | 122.3 (3) |
C20—N4—Cd1 | 124.4 (2) | C14—C15—C16 | 120.1 (3) |
C16—N4—Cd1 | 116.19 (18) | N3—C15—C16 | 117.5 (2) |
N6—N5—Cd1 | 127.8 (3) | N4—C16—C17 | 122.5 (3) |
N9—N8—Cd1 | 123.7 (3) | N4—C16—C15 | 114.7 (2) |
N1—C1—C2 | 125.8 (3) | C17—C16—C15 | 122.8 (3) |
N1—C1—H1A | 117.1 | C18—C17—C16 | 120.0 (3) |
C2—C1—H1A | 117.1 | C18—C17—H17A | 120.0 |
C3—C2—C1 | 117.0 (3) | C16—C17—H17A | 120.0 |
C3—C2—H2A | 121.5 | C17—C18—C19 | 117.4 (3) |
C1—C2—H2A | 121.5 | C17—C18—H18A | 121.3 |
C2—C3—C4 | 118.3 (3) | C19—C18—H18A | 121.3 |
C2—C3—H3A | 120.9 | C18—C19—C20 | 119.6 (3) |
C4—C3—H3A | 120.9 | C18—C19—H19A | 120.2 |
C3—C4—C5 | 122.1 (3) | C20—C19—H19A | 120.2 |
C3—C4—H4A | 118.9 | N4—C20—C19 | 123.6 (3) |
C5—C4—H4A | 118.9 | N4—C20—H20A | 118.2 |
N1—C5—C4 | 119.2 (3) | C19—C20—H20A | 118.2 |
N1—C5—C6 | 116.2 (2) | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C4—H4A···N9i | 0.93 | 2.50 | 3.301 (4) | 145 |
C11—H11A···N7ii | 0.93 | 2.59 | 3.231 (5) | 127 |
C14—H14A···N6iii | 0.93 | 2.50 | 3.290 (4) | 143 |
C17—H17A···N5iii | 0.93 | 2.58 | 3.507 (4) | 173 |
C19—H19A···N10iv | 0.93 | 2.61 | 3.421 (5) | 146 |
Symmetry codes: (i) x, −y+1/2, z+1/2; (ii) −x+1, −y, −z+1; (iii) x, −y−1/2, z+1/2; (iv) −x, y−1/2, −z+1/2. |