
The title compound, catena-poly[[caesium(I)-μ-18-crown-6-caesium(I)-di-μ-2-amidopyridine] toluene], [{[Cs{2-N(H)C5H4N}]2(C12H24O6)·(C6H5CH3)}∞] or [Cs2(C5H5N2)2(C12H24O6)]·C7H8, crystallizes as a toluene solvate. The polymeric structure is constructed from dimeric amido-bridged Cs2N2 four-membered rings with additional supporting coordination by bridging pyridyl N atoms. Each dimeric unit is linked to the next in the polymeric chain by bridging κ6:κ6 18-crown-6 ether molecules, in which each of the six O atoms bonds to both caesium ions; each caesium is ten-coordinate. The polymer has crystallographic mirror (Cs) symmetry, the mirror running through all the caesium ions, so that there is only one unique amidopyridine ligand and each crown ligand is bisected by the mirror. Consequently, the amide ligands are arranged cis with respect to each other, which is unusual.
Supporting information
![]() | Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803023821/bt6368sup1.cif |
![]() | Structure factor file (CIF format) https://doi.org/10.1107/S1600536803023821/bt6368Isup2.hkl |
CCDC reference: 226670
Computing details top
Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2001); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and local programs.
catena-poly[[caesium(I)-µ-18-crown-6-caesium(I)-di-µ-2-amidopyridine]
toluene] top
Crystal data top
[Cs2(C5H5N2)2(C12H24O6)]·C7H8 | F(000) = 804 |
Mr = 808.49 | Dx = 1.592 Mg m−3 |
Monoclinic, Cm | Mo Kα radiation, λ = 0.71073 Å |
a = 13.0109 (10) Å | Cell parameters from 5667 reflections |
b = 17.3720 (14) Å | θ = 2.4–28.4° |
c = 7.8427 (6) Å | µ = 2.21 mm−1 |
β = 107.979 (2)° | T = 160 K |
V = 1686.1 (2) Å3 | Needle, yellow |
Z = 2 | 1.30 × 0.22 × 0.12 mm |
Data collection top
Bruker SMART 1K CCD diffractometer | 3879 independent reflections |
Radiation source: sealed tube | 2911 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.025 |
Detector resolution: 8.192 pixels mm-1 | θmax = 28.5°, θmin = 2.0° |
thin–slice ω scans | h = −17→16 |
Absorption correction: multi-scan (SADABS; Sheldrick, 2002) | k = −22→23 |
Tmin = 0.478, Tmax = 0.768 | l = −10→10 |
7390 measured reflections |
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)] = 0.028 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.065 | w = 1/[σ2(Fo2) + (0.03P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.94 | (Δ/σ)max = 0.038 |
3879 reflections | Δρmax = 0.81 e Å−3 |
201 parameters | Δρmin = −0.53 e Å−3 |
65 restraints | Absolute structure: Flack (1983) |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.46 (4) |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Cs1 | 0.54337 (3) | 0.5000 | 0.55808 (5) | 0.0412 (3) | |
Cs2 | 0.53181 (3) | 0.5000 | 1.04501 (4) | 0.0398 (2) | |
N1 | 0.5867 (9) | 0.6431 (5) | 0.3252 (12) | 0.056 (2) | |
N2 | 0.4028 (4) | 0.6085 (3) | 0.2416 (6) | 0.0515 (12) | |
H2N | 0.322 (4) | 0.635 (3) | 0.191 (6) | 0.037 (13)* | |
C1 | 0.6594 (6) | 0.6920 (4) | 0.3401 (8) | 0.0607 (17) | |
H1 | 0.7316 | 0.6754 | 0.3591 | 0.073* | |
C2 | 0.6372 (10) | 0.7678 (5) | 0.3297 (17) | 0.077 (2) | |
H2 | 0.6950 | 0.8033 | 0.3462 | 0.092* | |
C3 | 0.5353 (13) | 0.7953 (3) | 0.296 (2) | 0.0702 (15) | |
H3 | 0.5223 | 0.8491 | 0.2859 | 0.084* | |
C4 | 0.4519 (10) | 0.7457 (5) | 0.2780 (14) | 0.077 (3) | |
H4 | 0.3803 | 0.7633 | 0.2608 | 0.092* | |
C5 | 0.4802 (9) | 0.6582 (6) | 0.2867 (13) | 0.051 (2) | |
O1 | 0.7602 (10) | 0.5000 | 0.9015 (16) | 0.081 (4) | |
O2 | 0.6388 (8) | 0.6418 (4) | 0.8835 (12) | 0.074 (2) | |
O3 | 0.4197 (7) | 0.6345 (4) | 0.7223 (9) | 0.0673 (19) | |
O4 | 0.3166 (8) | 0.5000 | 0.7064 (15) | 0.076 (3) | |
C6 | 0.8016 (9) | 0.5711 (7) | 0.9845 (16) | 0.091 (3) | |
H6A | 0.8804 | 0.5728 | 1.0038 | 0.109* | |
H6B | 0.7901 | 0.5736 | 1.1034 | 0.109* | |
C7 | 0.7501 (10) | 0.6398 (7) | 0.8767 (16) | 0.097 (3) | |
H7A | 0.7890 | 0.6874 | 0.9286 | 0.117* | |
H7B | 0.7508 | 0.6348 | 0.7513 | 0.117* | |
C8 | 0.6008 (13) | 0.7062 (5) | 0.7947 (13) | 0.099 (3) | |
H8A | 0.6020 | 0.7046 | 0.6692 | 0.118* | |
H8B | 0.6395 | 0.7525 | 0.8556 | 0.118* | |
C9 | 0.4897 (13) | 0.7008 (6) | 0.8073 (16) | 0.109 (4) | |
H9A | 0.4954 | 0.7009 | 0.9361 | 0.131* | |
H9B | 0.4511 | 0.7486 | 0.7549 | 0.131* | |
C10 | 0.3123 (10) | 0.6290 (9) | 0.716 (2) | 0.122 (4) | |
H10A | 0.2738 | 0.6767 | 0.6635 | 0.146* | |
H10B | 0.3083 | 0.6242 | 0.8400 | 0.146* | |
C11 | 0.2592 (11) | 0.5630 (8) | 0.6108 (18) | 0.114 (4) | |
H11A | 0.1819 | 0.5606 | 0.6037 | 0.137* | |
H11B | 0.2649 | 0.5650 | 0.4879 | 0.137* | |
C12 | 0.5908 (8) | 1.0000 | 0.9116 (16) | 0.072 (3) | |
C13 | 0.5411 (14) | 0.9324 (4) | 0.826 (2) | 0.081 (3) | |
H13 | 0.5612 | 0.8844 | 0.8855 | 0.097* | |
C14 | 0.4648 (7) | 0.9335 (5) | 0.6611 (12) | 0.094 (3) | |
H14 | 0.4398 | 0.8850 | 0.6088 | 0.113* | |
C15 | 0.4190 (12) | 1.0000 | 0.559 (3) | 0.096 (5) | |
H15 | 0.3669 | 1.0000 | 0.4437 | 0.115* | |
C16 | 0.6800 (16) | 1.0000 | 1.069 (2) | 0.155 (9) | |
H16A | 0.7024 | 1.0531 | 1.1033 | 0.232* | 0.25 |
H16B | 0.7400 | 0.9716 | 1.0483 | 0.232* | 0.25 |
H16C | 0.6594 | 0.9752 | 1.1664 | 0.232* | 0.25 |
H16D | 0.6988 | 0.9469 | 1.1087 | 0.232* | 0.25 |
H16E | 0.6612 | 1.0284 | 1.1637 | 0.232* | 0.25 |
H16F | 0.7418 | 1.0248 | 1.0456 | 0.232* | 0.25 |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Cs1 | 0.0662 (7) | 0.0356 (4) | 0.0282 (6) | 0.000 | 0.0239 (5) | 0.000 |
Cs2 | 0.0638 (7) | 0.0361 (4) | 0.0232 (5) | 0.000 | 0.0190 (5) | 0.000 |
N1 | 0.072 (4) | 0.072 (4) | 0.027 (4) | −0.015 (3) | 0.019 (4) | 0.004 (3) |
N2 | 0.053 (3) | 0.066 (3) | 0.037 (2) | −0.004 (2) | 0.015 (2) | −0.003 (2) |
C1 | 0.059 (4) | 0.082 (5) | 0.042 (3) | −0.014 (3) | 0.019 (3) | 0.003 (3) |
C2 | 0.115 (5) | 0.068 (5) | 0.054 (5) | 0.002 (5) | 0.036 (5) | −0.008 (4) |
C3 | 0.127 (4) | 0.037 (3) | 0.051 (3) | 0.014 (6) | 0.034 (3) | 0.016 (6) |
C4 | 0.107 (6) | 0.085 (6) | 0.037 (5) | −0.013 (5) | 0.020 (5) | −0.005 (5) |
C5 | 0.056 (5) | 0.083 (6) | 0.023 (4) | −0.039 (5) | 0.024 (4) | −0.018 (4) |
O1 | 0.077 (8) | 0.127 (8) | 0.036 (7) | 0.000 | 0.013 (6) | 0.000 |
O2 | 0.137 (6) | 0.038 (3) | 0.062 (5) | 0.000 (4) | 0.050 (4) | −0.001 (3) |
O3 | 0.117 (5) | 0.062 (4) | 0.033 (3) | 0.062 (4) | 0.038 (3) | 0.012 (3) |
O4 | 0.028 (5) | 0.154 (8) | 0.045 (8) | 0.000 | 0.010 (5) | 0.000 |
C6 | 0.037 (4) | 0.180 (9) | 0.050 (6) | −0.045 (5) | 0.004 (4) | −0.020 (6) |
C7 | 0.125 (6) | 0.127 (7) | 0.033 (5) | −0.105 (5) | 0.013 (5) | −0.006 (5) |
C8 | 0.248 (8) | 0.025 (5) | 0.042 (6) | −0.040 (5) | 0.073 (7) | 0.001 (4) |
C9 | 0.207 (8) | 0.051 (7) | 0.070 (8) | 0.041 (5) | 0.045 (8) | 0.034 (6) |
C10 | 0.121 (8) | 0.173 (10) | 0.065 (8) | 0.074 (7) | 0.020 (7) | −0.023 (8) |
C11 | 0.080 (7) | 0.201 (11) | 0.062 (8) | 0.053 (6) | 0.023 (6) | −0.007 (7) |
C12 | 0.065 (6) | 0.067 (7) | 0.094 (7) | 0.000 | 0.037 (5) | 0.000 |
C13 | 0.102 (5) | 0.047 (3) | 0.114 (8) | −0.010 (6) | 0.063 (5) | −0.003 (5) |
C14 | 0.087 (6) | 0.097 (7) | 0.100 (6) | −0.005 (5) | 0.029 (4) | −0.014 (5) |
C15 | 0.058 (8) | 0.058 (8) | 0.179 (16) | 0.000 | 0.048 (8) | 0.000 |
C16 | 0.119 (14) | 0.26 (3) | 0.084 (10) | 0.000 | 0.031 (8) | 0.000 |
Geometric parameters (Å, º) top
Cs1—N1 | 3.235 (9) | O2—C7 | 1.465 (10) |
Cs1—N1i | 3.235 (9) | O2—C8 | 1.330 (9) |
Cs1—N2 | 3.202 (5) | O3—C9 | 1.492 (11) |
Cs1—N2i | 3.202 (5) | O3—C10 | 1.387 (11) |
Cs1—O1 | 3.243 (12) | O4—C11 | 1.404 (10) |
Cs1—O2 | 3.488 (8) | O4—C11i | 1.404 (10) |
Cs1—O2i | 3.488 (8) | C6—H6A | 0.990 |
Cs1—O3 | 3.315 (6) | C6—H6B | 0.990 |
Cs1—O3i | 3.315 (6) | C6—C7 | 1.496 (10) |
Cs1—O4 | 3.490 (10) | C7—H7A | 0.990 |
Cs2—N1ii | 3.247 (9) | C7—H7B | 0.990 |
Cs2—N1iii | 3.247 (9) | C8—H8A | 0.990 |
Cs2—N2iii | 3.216 (5) | C8—H8B | 0.990 |
Cs2—N2ii | 3.216 (5) | C8—C9 | 1.483 (9) |
Cs2—O1 | 3.487 (13) | C9—H9A | 0.990 |
Cs2—O2 | 3.272 (8) | C9—H9B | 0.990 |
Cs2—O2i | 3.272 (8) | C10—H10A | 0.990 |
Cs2—O3 | 3.423 (6) | C10—H10B | 0.990 |
Cs2—O3i | 3.423 (6) | C10—C11 | 1.458 (12) |
Cs2—O4 | 3.210 (10) | C11—H11A | 0.990 |
N1—Cs2iv | 3.247 (9) | C11—H11B | 0.990 |
N1—C1 | 1.250 (11) | C12—C13 | 1.406 (10) |
N1—C5 | 1.350 (8) | C12—C13v | 1.406 (10) |
N2—Cs2iv | 3.216 (5) | C12—C16 | 1.41 (2) |
N2—H2N | 1.11 (5) | C13—H13 | 0.950 |
N2—C5 | 1.289 (10) | C13—C14 | 1.368 (16) |
C1—H1 | 0.950 | C14—H14 | 0.950 |
C1—C2 | 1.344 (10) | C14—C15 | 1.426 (14) |
C2—H2 | 0.950 | C15—C14v | 1.426 (14) |
C2—C3 | 1.358 (11) | C15—H15 | 0.950 |
C3—H3 | 0.950 | C16—H16A | 0.980 |
C3—C4 | 1.357 (10) | C16—H16B | 0.980 |
C4—H4 | 0.950 | C16—H16C | 0.980 |
C4—C5 | 1.562 (11) | C16—H16D | 0.980 |
O1—C6 | 1.422 (9) | C16—H16E | 0.980 |
O1—C6i | 1.422 (9) | C16—H16F | 0.980 |
N1—Cs1—N1i | 100.4 (3) | N1—C1—C2 | 121.2 (10) |
N1—Cs1—N2 | 42.9 (2) | H1—C1—C2 | 119.4 |
N1i—Cs1—N2i | 42.9 (2) | C1—C2—H2 | 118.8 |
N1i—Cs1—N2 | 99.90 (18) | C1—C2—C3 | 122.3 (9) |
N1—Cs1—N2i | 99.90 (18) | H2—C2—C3 | 118.8 |
N1—Cs1—O1 | 102.1 (2) | C2—C3—H3 | 120.0 |
N1i—Cs1—O1 | 102.1 (2) | C2—C3—C4 | 119.9 (6) |
N1—Cs1—O2 | 77.6 (2) | H3—C3—C4 | 120.0 |
N1i—Cs1—O2 | 150.6 (2) | C3—C4—H4 | 121.8 |
N1i—Cs1—O2i | 77.6 (2) | C3—C4—C5 | 116.3 (8) |
N1—Cs1—O2i | 150.6 (2) | H4—C4—C5 | 121.8 |
N1—Cs1—O3 | 82.4 (2) | N1—C5—N2 | 126.3 (11) |
N1i—Cs1—O3i | 82.4 (2) | N1—C5—C4 | 114.3 (9) |
N1—Cs1—O3i | 162.0 (2) | N2—C5—C4 | 119.1 (10) |
N1i—Cs1—O3 | 162.0 (2) | Cs1—O1—Cs2 | 70.0 (2) |
N1—Cs1—O4 | 120.1 (2) | Cs1—O1—C6 | 119.3 (6) |
N1i—Cs1—O4 | 120.1 (2) | Cs1—O1—C6i | 119.3 (6) |
N2—Cs1—N2i | 72.11 (17) | Cs2—O1—C6 | 95.3 (7) |
N2—Cs1—O1 | 141.79 (11) | Cs2—O1—C6i | 95.3 (7) |
N2i—Cs1—O1 | 141.79 (11) | C6—O1—C6i | 120.5 (13) |
N2—Cs1—O2 | 98.08 (15) | Cs1—O2—Cs2 | 69.72 (16) |
N2i—Cs1—O2 | 166.39 (17) | Cs1—O2—C7 | 95.1 (6) |
N2i—Cs1—O2i | 98.08 (16) | Cs1—O2—C8 | 102.7 (7) |
N2—Cs1—O2i | 166.39 (17) | Cs2—O2—C7 | 122.6 (6) |
N2—Cs1—O3 | 69.92 (14) | Cs2—O2—C8 | 134.6 (9) |
N2i—Cs1—O3i | 69.92 (15) | C7—O2—C8 | 102.3 (11) |
N2—Cs1—O3i | 119.11 (19) | Cs1—O3—Cs2 | 70.05 (12) |
N2i—Cs1—O3 | 119.11 (19) | Cs1—O3—C9 | 114.6 (8) |
N2—Cs1—O4 | 85.36 (17) | Cs1—O3—C10 | 122.9 (8) |
N2i—Cs1—O4 | 85.36 (17) | Cs2—O3—C9 | 97.8 (6) |
O1—Cs1—O2 | 50.99 (17) | Cs2—O3—C10 | 99.9 (8) |
O1—Cs1—O2i | 50.99 (17) | C9—O3—C10 | 122.5 (10) |
O1—Cs1—O3 | 94.6 (2) | Cs1—O4—Cs2 | 70.38 (19) |
O1—Cs1—O3i | 94.6 (2) | Cs1—O4—C11 | 100.8 (7) |
O1—Cs1—O4 | 109.3 (3) | Cs1—O4—C11i | 100.8 (7) |
O2—Cs1—O2i | 89.9 (3) | Cs2—O4—C11 | 128.8 (7) |
O2—Cs1—O3 | 47.45 (14) | Cs2—O4—C11i | 128.8 (7) |
O2—Cs1—O3i | 108.6 (2) | C11—O4—C11i | 102.4 (14) |
O2i—Cs1—O3i | 47.45 (14) | O1—C6—H6A | 109.0 |
O2i—Cs1—O3 | 108.6 (2) | O1—C6—H6B | 108.9 |
O2—Cs1—O4 | 84.4 (2) | O1—C6—C7 | 113.2 (8) |
O2i—Cs1—O4 | 84.4 (2) | H6A—C6—H6B | 107.8 |
O3—Cs1—O3i | 89.7 (3) | H6A—C6—C7 | 108.9 |
O3—Cs1—O4 | 46.27 (17) | H6B—C6—C7 | 109.0 |
O3i—Cs1—O4 | 46.27 (17) | O2—C7—C6 | 105.9 (8) |
N1ii—Cs2—N1iii | 99.9 (3) | O2—C7—H7A | 110.6 |
N1ii—Cs2—N2iii | 99.34 (19) | O2—C7—H7B | 110.6 |
N1ii—Cs2—N2ii | 42.7 (2) | C6—C7—H7A | 110.6 |
N1iii—Cs2—N2iii | 42.7 (2) | C6—C7—H7B | 110.5 |
N1iii—Cs2—N2ii | 99.34 (19) | H7A—C7—H7B | 108.7 |
N1ii—Cs2—O1 | 100.8 (2) | O2—C8—H8A | 112.3 |
N1iii—Cs2—O1 | 100.8 (2) | O2—C8—H8B | 112.3 |
N1ii—Cs2—O2 | 69.8 (2) | O2—C8—C9 | 97.2 (10) |
N1iii—Cs2—O2 | 143.8 (2) | H8A—C8—H8B | 109.9 |
N1ii—Cs2—O2i | 143.8 (2) | H8A—C8—C9 | 112.3 |
N1iii—Cs2—O2i | 69.8 (2) | H8B—C8—C9 | 112.3 |
N1ii—Cs2—O3i | 167.8 (2) | Cs2—C9—O3 | 60.1 (5) |
N1iii—Cs2—O3i | 86.1 (2) | Cs2—C9—C8 | 95.2 (7) |
N1ii—Cs2—O3 | 86.1 (2) | Cs2—C9—H9A | 63.8 |
N1iii—Cs2—O3 | 167.8 (2) | Cs2—C9—H9B | 157.3 |
N1ii—Cs2—O4 | 120.9 (2) | O3—C9—C8 | 119.5 (11) |
N1iii—Cs2—O4 | 120.9 (2) | O3—C9—H9A | 107.5 |
N2iii—Cs2—N2ii | 71.75 (18) | O3—C9—H9B | 107.5 |
N2iii—Cs2—O1 | 141.03 (11) | C8—C9—H9A | 107.5 |
N2ii—Cs2—O1 | 141.03 (12) | C8—C9—H9B | 107.5 |
N2iii—Cs2—O2 | 167.02 (16) | H9A—C9—H9B | 107.0 |
N2ii—Cs2—O2 | 95.27 (18) | O3—C10—H10A | 109.3 |
N2iii—Cs2—O2i | 95.27 (18) | O3—C10—H10B | 109.3 |
N2ii—Cs2—O2i | 167.02 (16) | O3—C10—C11 | 111.7 (11) |
N2iii—Cs2—O3i | 77.76 (14) | H10A—C10—H10B | 108.0 |
N2ii—Cs2—O3i | 126.04 (19) | H10A—C10—C11 | 109.3 |
N2iii—Cs2—O3 | 126.04 (19) | H10B—C10—C11 | 109.3 |
N2ii—Cs2—O3 | 77.76 (14) | O4—C11—C10 | 103.3 (10) |
N2iii—Cs2—O4 | 86.87 (18) | O4—C11—H11A | 111.1 |
N2ii—Cs2—O4 | 86.87 (17) | O4—C11—H11B | 111.1 |
O1—Cs2—O2 | 50.80 (16) | C10—C11—H11A | 111.1 |
O1—Cs2—O2i | 50.80 (16) | C10—C11—H11B | 111.1 |
O1—Cs2—O3 | 88.4 (2) | H11A—C11—H11B | 109.1 |
O1—Cs2—O3i | 88.4 (2) | C13—C12—C13v | 113.3 (14) |
O1—Cs2—O4 | 110.2 (3) | C13—C12—C16 | 123.3 (7) |
O2—Cs2—O2i | 97.7 (3) | C13v—C12—C16 | 123.3 (7) |
O2—Cs2—O3 | 48.29 (15) | C12—C13—H13 | 119.0 |
O2—Cs2—O3i | 111.3 (2) | C12—C13—C14 | 122.1 (10) |
O2i—Cs2—O3i | 48.29 (15) | H13—C13—C14 | 119.0 |
O2i—Cs2—O3 | 111.3 (2) | C13—C14—H14 | 116.7 |
O2—Cs2—O4 | 92.7 (2) | C13—C14—C15 | 126.7 (11) |
O2i—Cs2—O4 | 92.7 (2) | H14—C14—C15 | 116.7 |
O3—Cs2—O3i | 86.1 (3) | C14—C15—C14v | 108.2 (16) |
O3—Cs2—O4 | 47.51 (17) | C14—C15—H15 | 125.9 |
O3i—Cs2—O4 | 47.51 (17) | C14v—C15—H15 | 125.9 |
Cs1—N1—Cs2iv | 75.75 (19) | C12—C16—H16A | 109.5 |
Cs1—N1—C1 | 136.8 (7) | C12—C16—H16B | 109.5 |
Cs1—N1—C5 | 86.0 (6) | C12—C16—H16C | 109.5 |
Cs2iv—N1—C1 | 125.9 (7) | C12—C16—H16D | 109.5 |
Cs2iv—N1—C5 | 90.1 (6) | C12—C16—H16E | 109.5 |
C1—N1—C5 | 125.7 (11) | C12—C16—H16F | 109.5 |
Cs1—N2—Cs2iv | 76.64 (11) | H16A—C16—H16B | 109.5 |
Cs1—N2—H2N | 141 (3) | H16A—C16—H16C | 109.5 |
Cs1—N2—C5 | 88.3 (6) | H16B—C16—H16C | 109.5 |
Cs2iv—N2—H2N | 131 (2) | H16D—C16—H16E | 109.5 |
Cs2iv—N2—C5 | 92.6 (6) | H16D—C16—H16F | 109.5 |
H2N—N2—C5 | 114 (3) | H16E—C16—H16F | 109.5 |
N1—C1—H1 | 119.4 |
Symmetry codes: (i) x, −y+1, z; (ii) x, y, z+1; (iii) x, −y+1, z+1; (iv) x, y, z−1; (v) x, −y+2, z. |