Two lead(II) complexes of 5,6-bis(furan-2-yl)-3-(pyridin-2-yl)-1,2,4-triazine (DFPT), namely one-dimensional (1D) catena-poly[[bis[5,6-bis(furan-2-yl)-3-(pyridin-2-yl-κN)-1,2,4-triazine-κN2]lead(II)]-di-μ-thiocyanato-κ2N:S;κ2S:N], [Pb(NCS)2(C16H10N4O2)2]n, 1, and binuclear di-μ-dicyanamido-κ2N1:N5;κ2N5:N1-bis{[5,6-bis(furan-2-yl)-3-(pyridin-2-yl-κN)-1,2,4-triazine-κN2](nitrato-κ2O,O′)lead(II)}, [Pb2(C2N3)2(NO3)2(C16H10N4O2)4], 2, as well as DFPT itself, were prepared and identified by elemental analysis, FT–IR, 1H NMR spectroscopy and single-crystal X-ray structural analyses. In the double-chain 1D coordination polymer of 1 and the binuclear structure of 2, the Pb atom has a hemidirected-PbN6S2 and a rare holodirected-PbN6O2 environment, respectively, with a distorted cubic geometry. All the coordination modes of dicyanamide ligands within lead complexes were studied using the Cambridge Structural Database (CSD) to compare them with the structures of 1 and 2. In addition to hydrogen bonds, the crystal networks are stabilized by π–π stacking interactions between the triazine, furyl and pyridine aromatic rings. The most stable theoretical structures of the title compounds predicted by density functional theory (DFT) calculations were compared with the solid-state results.
Supporting information
CCDC references: 1887286; 1887285; 1887284
Data collection: IPDS (Stoe & Cie, 2016) for DFPT, (1); X-AREA (Stoe & Cie, 2016) for (2). Cell refinement: IPDS (Stoe & Cie, 2016) for DFPT, (1); X-AREA (Stoe & Cie, 2016) for (2). Data reduction: IPDS (Stoe & Cie, 2016) for DFPT, (1); X-AREA (Stoe & Cie, 2016) for (2). For all structures, program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: ORTEPIII (Burnett & Johnson, 1996), ORTEP-3 for Windows (Farrugia, 2012) and DIAMOND (Bergerhof et al., 1996); software used to prepare material for publication: SHELXL2014 (Sheldrick, 2015).
5,6-Bis(furan-2-yl)-3-(pyridin-2-yl)-1,2,4-triazine (DFPT)
top
Crystal data top
C16H10N4O2 | F(000) = 600 |
Mr = 290.28 | Dx = 1.447 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
a = 9.0313 (5) Å | Cell parameters from 4572 reflections |
b = 10.2649 (6) Å | θ = 2.3–27.8° |
c = 14.3901 (10) Å | µ = 0.10 mm−1 |
β = 92.350 (8)° | T = 213 K |
V = 1332.92 (14) Å3 | Fragment, yellow |
Z = 4 | 0.45 × 0.30 × 0.25 mm |
Data collection top
Stoe IPDS-I diffractometer | Rint = 0.033 |
Radiation source: sealed tube | θmax = 26.0°, θmin = 2.4° |
ω scans | h = −11→11 |
9209 measured reflections | k = −12→12 |
2582 independent reflections | l = −17→17 |
1612 reflections with I > 2σ(I) | |
Refinement top
Refinement on F2 | 0 restraints |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.029 | H-atom parameters constrained |
wR(F2) = 0.063 | w = 1/[σ2(Fo2) + (0.034P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.79 | (Δ/σ)max < 0.001 |
2582 reflections | Δρmax = 0.14 e Å−3 |
199 parameters | Δρmin = −0.18 e Å−3 |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
O1 | 0.08678 (11) | 0.46708 (9) | 0.58538 (6) | 0.0401 (3) | |
O2 | 0.40802 (11) | 0.42006 (10) | 0.82745 (6) | 0.0421 (3) | |
N1 | 0.30881 (13) | 0.82349 (10) | 0.44936 (8) | 0.0367 (3) | |
N2 | 0.58661 (14) | 0.64196 (12) | 0.57811 (8) | 0.0445 (3) | |
N3 | 0.59782 (13) | 0.55538 (12) | 0.64763 (8) | 0.0431 (3) | |
N4 | 0.32660 (13) | 0.61055 (10) | 0.56387 (7) | 0.0318 (3) | |
C1 | 0.30131 (18) | 0.92320 (13) | 0.39007 (10) | 0.0430 (4) | |
H1 | 0.2070 | 0.9551 | 0.3718 | 0.052* | |
C2 | 0.42313 (19) | 0.98242 (14) | 0.35395 (10) | 0.0457 (4) | |
H2 | 0.4118 | 1.0512 | 0.3112 | 0.055* | |
C3 | 0.56088 (19) | 0.93876 (14) | 0.38179 (10) | 0.0455 (4) | |
H3 | 0.6461 | 0.9772 | 0.3584 | 0.055* | |
C4 | 0.57315 (16) | 0.83736 (13) | 0.44475 (9) | 0.0381 (3) | |
H4 | 0.6667 | 0.8068 | 0.4659 | 0.046* | |
C5 | 0.44484 (16) | 0.78163 (12) | 0.47603 (9) | 0.0318 (3) | |
C6 | 0.45205 (15) | 0.67223 (12) | 0.54392 (9) | 0.0308 (3) | |
C7 | 0.47601 (15) | 0.49637 (12) | 0.67622 (9) | 0.0313 (3) | |
C8 | 0.33814 (15) | 0.51682 (12) | 0.62822 (8) | 0.0286 (3) | |
C9 | 0.20868 (15) | 0.43596 (12) | 0.64017 (9) | 0.0300 (3) | |
C10 | 0.17997 (16) | 0.32506 (13) | 0.68800 (10) | 0.0378 (3) | |
H10 | 0.2448 | 0.2822 | 0.7307 | 0.045* | |
C11 | 0.03441 (17) | 0.28682 (14) | 0.66130 (10) | 0.0405 (4) | |
H11 | −0.0165 | 0.2136 | 0.6828 | 0.049* | |
C12 | −0.01713 (17) | 0.37471 (13) | 0.59959 (10) | 0.0405 (4) | |
H12 | −0.1120 | 0.3728 | 0.5702 | 0.049* | |
C13 | 0.50228 (15) | 0.40957 (13) | 0.75532 (9) | 0.0315 (3) | |
C14 | 0.60415 (16) | 0.31778 (13) | 0.77474 (10) | 0.0387 (3) | |
H14 | 0.6819 | 0.2929 | 0.7370 | 0.046* | |
C15 | 0.57280 (17) | 0.26524 (14) | 0.86280 (10) | 0.0444 (4) | |
H15 | 0.6250 | 0.1984 | 0.8946 | 0.053* | |
C16 | 0.45481 (17) | 0.32917 (15) | 0.89171 (10) | 0.0452 (4) | |
H16 | 0.4099 | 0.3139 | 0.9485 | 0.054* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O1 | 0.0326 (6) | 0.0407 (5) | 0.0462 (6) | −0.0087 (5) | −0.0078 (5) | 0.0119 (5) |
O2 | 0.0370 (6) | 0.0560 (6) | 0.0337 (5) | 0.0118 (5) | 0.0053 (5) | 0.0069 (5) |
N1 | 0.0365 (8) | 0.0345 (6) | 0.0389 (6) | −0.0040 (5) | −0.0003 (5) | 0.0043 (5) |
N2 | 0.0331 (8) | 0.0534 (8) | 0.0470 (7) | −0.0050 (6) | −0.0001 (6) | 0.0144 (6) |
N3 | 0.0322 (8) | 0.0525 (8) | 0.0444 (7) | −0.0030 (6) | −0.0012 (6) | 0.0121 (6) |
N4 | 0.0313 (7) | 0.0313 (6) | 0.0328 (6) | −0.0031 (5) | 0.0013 (5) | 0.0005 (5) |
C1 | 0.0455 (10) | 0.0357 (8) | 0.0476 (8) | −0.0040 (7) | −0.0026 (7) | 0.0076 (7) |
C2 | 0.0570 (12) | 0.0366 (8) | 0.0436 (8) | −0.0083 (8) | 0.0042 (8) | 0.0065 (7) |
C3 | 0.0523 (11) | 0.0420 (8) | 0.0433 (8) | −0.0139 (8) | 0.0149 (8) | 0.0002 (7) |
C4 | 0.0352 (9) | 0.0404 (8) | 0.0393 (8) | −0.0051 (7) | 0.0065 (7) | −0.0021 (6) |
C5 | 0.0349 (9) | 0.0311 (7) | 0.0296 (7) | −0.0048 (6) | 0.0026 (6) | −0.0041 (6) |
C6 | 0.0284 (9) | 0.0343 (7) | 0.0296 (7) | −0.0028 (6) | 0.0015 (6) | −0.0033 (6) |
C7 | 0.0296 (9) | 0.0342 (7) | 0.0299 (7) | 0.0002 (6) | 0.0010 (6) | −0.0031 (5) |
C8 | 0.0300 (8) | 0.0297 (7) | 0.0263 (6) | 0.0008 (6) | 0.0027 (6) | −0.0017 (5) |
C9 | 0.0284 (8) | 0.0321 (7) | 0.0292 (7) | 0.0010 (6) | −0.0032 (6) | −0.0008 (6) |
C10 | 0.0384 (9) | 0.0355 (7) | 0.0392 (8) | −0.0005 (6) | −0.0009 (6) | 0.0069 (6) |
C11 | 0.0430 (10) | 0.0352 (8) | 0.0434 (8) | −0.0109 (7) | 0.0023 (7) | 0.0044 (7) |
C12 | 0.0322 (9) | 0.0447 (8) | 0.0444 (8) | −0.0142 (7) | −0.0027 (7) | 0.0034 (7) |
C13 | 0.0277 (8) | 0.0367 (7) | 0.0301 (7) | −0.0022 (6) | 0.0017 (6) | −0.0019 (6) |
C14 | 0.0334 (9) | 0.0405 (8) | 0.0424 (8) | 0.0029 (7) | 0.0020 (6) | −0.0023 (6) |
C15 | 0.0422 (10) | 0.0430 (8) | 0.0475 (9) | 0.0039 (7) | −0.0056 (7) | 0.0104 (7) |
C16 | 0.0410 (10) | 0.0596 (10) | 0.0350 (8) | −0.0011 (8) | 0.0009 (7) | 0.0158 (7) |
Geometric parameters (Å, º) top
O1—C12 | 1.3554 (16) | C4—H4 | 0.9400 |
O1—C9 | 1.3655 (16) | C5—C6 | 1.4882 (18) |
O2—C16 | 1.3683 (17) | C7—C8 | 1.4145 (19) |
O2—C13 | 1.3734 (15) | C7—C13 | 1.4573 (18) |
N1—C1 | 1.3324 (17) | C8—C9 | 1.4498 (18) |
N1—C5 | 1.3426 (18) | C9—C10 | 1.3607 (18) |
N2—C6 | 1.3291 (18) | C10—C11 | 1.410 (2) |
N2—N3 | 1.3389 (16) | C10—H10 | 0.9400 |
N3—C7 | 1.3355 (17) | C11—C12 | 1.336 (2) |
N4—C8 | 1.3365 (15) | C11—H11 | 0.9400 |
N4—C6 | 1.3393 (17) | C12—H12 | 0.9400 |
C1—C2 | 1.377 (2) | C13—C14 | 1.3383 (19) |
C1—H1 | 0.9400 | C14—C15 | 1.4165 (19) |
C2—C3 | 1.367 (2) | C14—H14 | 0.9400 |
C2—H2 | 0.9400 | C15—C16 | 1.333 (2) |
C3—C4 | 1.3815 (19) | C15—H15 | 0.9400 |
C3—H3 | 0.9400 | C16—H16 | 0.9400 |
C4—C5 | 1.3839 (18) | | |
| | | |
C12—O1—C9 | 107.22 (10) | N4—C8—C7 | 119.16 (12) |
C16—O2—C13 | 105.87 (11) | N4—C8—C9 | 117.00 (12) |
C1—N1—C5 | 116.79 (12) | C7—C8—C9 | 123.72 (11) |
C6—N2—N3 | 118.15 (11) | C10—C9—O1 | 108.78 (12) |
C7—N3—N2 | 119.55 (12) | C10—C9—C8 | 135.26 (13) |
C8—N4—C6 | 116.50 (12) | O1—C9—C8 | 115.63 (11) |
N1—C1—C2 | 124.07 (16) | C9—C10—C11 | 106.85 (13) |
N1—C1—H1 | 118.0 | C9—C10—H10 | 126.6 |
C2—C1—H1 | 118.0 | C11—C10—H10 | 126.6 |
C3—C2—C1 | 118.44 (14) | C12—C11—C10 | 106.77 (12) |
C3—C2—H2 | 120.8 | C12—C11—H11 | 126.6 |
C1—C2—H2 | 120.8 | C10—C11—H11 | 126.6 |
C2—C3—C4 | 119.13 (14) | C11—C12—O1 | 110.37 (13) |
C2—C3—H3 | 120.4 | C11—C12—H12 | 124.8 |
C4—C3—H3 | 120.4 | O1—C12—H12 | 124.8 |
C3—C4—C5 | 118.62 (15) | C14—C13—O2 | 109.85 (11) |
C3—C4—H4 | 120.7 | C14—C13—C7 | 133.01 (12) |
C5—C4—H4 | 120.7 | O2—C13—C7 | 117.14 (12) |
N1—C5—C4 | 122.91 (13) | C13—C14—C15 | 107.10 (12) |
N1—C5—C6 | 116.36 (11) | C13—C14—H14 | 126.5 |
C4—C5—C6 | 120.71 (13) | C15—C14—H14 | 126.5 |
N2—C6—N4 | 125.37 (12) | C16—C15—C14 | 106.47 (13) |
N2—C6—C5 | 115.73 (11) | C16—C15—H15 | 126.8 |
N4—C6—C5 | 118.87 (12) | C14—C15—H15 | 126.8 |
N3—C7—C8 | 120.14 (12) | C15—C16—O2 | 110.71 (12) |
N3—C7—C13 | 114.08 (13) | C15—C16—H16 | 124.6 |
C8—C7—C13 | 125.73 (12) | O2—C16—H16 | 124.6 |
catena-Poly[[bis[5,6-bis(furan-2-yl)-3-(pyridin-2-yl-
κN)-1,2,4-triazine-
κN2]lead(II)]-di-µ-thiocyanato-
κ2N:
S;
κ2S:
N] (1)
top
Crystal data top
[Pb(NCS)2(C16H10N4O2)2] | F(000) = 1760 |
Mr = 903.91 | Dx = 1.812 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 19.7746 (9) Å | Cell parameters from 8000 reflections |
b = 6.7721 (3) Å | θ = 2.1–26.0° |
c = 25.0692 (8) Å | µ = 5.28 mm−1 |
β = 99.286 (5)° | T = 213 K |
V = 3313.2 (2) Å3 | Block, yellow |
Z = 4 | 0.27 × 0.12 × 0.10 mm |
Data collection top
Stoe IPDS-I diffractometer | 4911 reflections with I > 2σ(I) |
Radiation source: sealed tube | Rint = 0.031 |
ω scans | θmax = 26.1°, θmin = 2.1° |
Absorption correction: numerical (IPDS; Stoe & Cie, 2016) | h = −24→24 |
Tmin = 0.343, Tmax = 0.581 | k = −8→8 |
20522 measured reflections | l = −29→28 |
6093 independent 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)] = 0.023 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.055 | H-atom parameters constrained |
S = 0.91 | w = 1/[σ2(Fo2) + (0.0359P)2] where P = (Fo2 + 2Fc2)/3 |
6093 reflections | (Δ/σ)max = 0.001 |
470 parameters | Δρmax = 0.72 e Å−3 |
4 restraints | Δρmin = −0.35 e Å−3 |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. Data were collected at 213 K for DFPT and 1 using a STOE
IPDS-I and at 200 K for 2 using a STOE IPDS-2T diffractometer equipped
with a sealed X-ray tube (Mo Kα radiation). Intensity data were
collected using ω scans. All data were corrected for Lorentz and
polarization effects; absorption effects were corrected based on numerical
absorption corrections using Stoe X-Area software . Structures were solved by
direct methods (ShelxS) and refined by the full-matrix least-squares method
against F2 by using ShelxL . Diagrams of the molecular structure and
unit cell were created using Ortep-III and Diamond software. Details of
crystal data, data collection, structure solutions and refinements are given
in Table 1. Selected bond lengths and angles of complexes are listed in Table
2 and hydrogen bond geometries are given in Table 3. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
C1 | 0.0915 (2) | 0.7415 (6) | 0.0676 (2) | 0.0408 (10) | |
H1 | 0.0897 | 0.7097 | 0.1038 | 0.049* | |
C2 | 0.0325 (2) | 0.7290 (6) | 0.0308 (2) | 0.0484 (11) | |
H2 | −0.0084 | 0.6874 | 0.0419 | 0.058* | |
C3 | 0.0333 (2) | 0.7774 (6) | −0.0221 (2) | 0.0487 (11) | |
H3 | −0.0068 | 0.7706 | −0.0478 | 0.058* | |
C4 | 0.0944 (2) | 0.8364 (6) | −0.03682 (19) | 0.0400 (9) | |
H4 | 0.0969 | 0.8710 | −0.0728 | 0.048* | |
C5 | 0.15230 (19) | 0.8434 (5) | 0.00279 (16) | 0.0311 (8) | |
C6 | 0.21869 (19) | 0.9062 (5) | −0.01163 (16) | 0.0309 (8) | |
C7 | 0.3355 (2) | 1.0258 (6) | −0.03495 (18) | 0.0378 (9) | |
C8 | 0.2792 (2) | 0.9961 (5) | −0.07681 (17) | 0.0347 (9) | |
C9 | 0.2802 (2) | 1.0363 (5) | −0.13327 (18) | 0.0383 (9) | |
C10 | 0.3275 (3) | 1.0963 (6) | −0.16333 (19) | 0.0483 (11) | |
H10 | 0.3738 | 1.1249 | −0.1507 | 0.058* | |
C11 | 0.2934 (3) | 1.1075 (6) | −0.21778 (19) | 0.0537 (13) | |
H11 | 0.3129 | 1.1442 | −0.2481 | 0.064* | |
C12 | 0.2291 (3) | 1.0561 (6) | −0.2172 (2) | 0.0532 (13) | |
H12 | 0.1950 | 1.0515 | −0.2480 | 0.064* | |
C13 | 0.4011 (2) | 1.1034 (8) | −0.0445 (2) | 0.0527 (12) | |
C14 | 0.4294 (4) | 1.2827 (12) | −0.0376 (3) | 0.089 (2) | |
H14 | 0.4104 | 1.3939 | −0.0231 | 0.107* | |
C15 | 0.4923 (4) | 1.2740 (16) | −0.0561 (3) | 0.103 (3) | |
H15 | 0.5240 | 1.3776 | −0.0561 | 0.124* | |
C16 | 0.4986 (3) | 1.0929 (14) | −0.0735 (3) | 0.089 (2) | |
H16 | 0.5364 | 1.0462 | −0.0882 | 0.106* | |
N1 | 0.15144 (16) | 0.7963 (4) | 0.05460 (14) | 0.0324 (7) | |
N2 | 0.27007 (17) | 0.9359 (5) | 0.02877 (14) | 0.0346 (7) | |
N3 | 0.32990 (17) | 0.9961 (5) | 0.01652 (15) | 0.0381 (8) | |
N4 | 0.22038 (17) | 0.9331 (4) | −0.06388 (14) | 0.0339 (7) | |
O1 | 0.21875 (17) | 1.0110 (4) | −0.16644 (13) | 0.0462 (7) | |
O2 | 0.4427 (2) | 0.9814 (6) | −0.06725 (18) | 0.0741 (11) | |
C17 | 0.4275 (2) | 0.7721 (6) | 0.2223 (2) | 0.0428 (10) | |
H17 | 0.4357 | 0.7361 | 0.1877 | 0.051* | |
C18 | 0.4822 (2) | 0.7774 (7) | 0.2636 (2) | 0.0495 (12) | |
H18 | 0.5265 | 0.7452 | 0.2574 | 0.059* | |
C19 | 0.4707 (2) | 0.8306 (7) | 0.3141 (2) | 0.0525 (12) | |
H19 | 0.5073 | 0.8364 | 0.3432 | 0.063* | |
C20 | 0.4055 (2) | 0.8753 (6) | 0.32191 (19) | 0.0437 (10) | |
H20 | 0.3964 | 0.9119 | 0.3562 | 0.052* | |
C21 | 0.35310 (19) | 0.8654 (5) | 0.27802 (16) | 0.0319 (8) | |
C22 | 0.28192 (19) | 0.9098 (5) | 0.28533 (16) | 0.0299 (8) | |
C23 | 0.1557 (2) | 0.9778 (5) | 0.29709 (16) | 0.0325 (8) | |
C24 | 0.2087 (2) | 0.9819 (5) | 0.34278 (16) | 0.0303 (8) | |
C25 | 0.1971 (2) | 1.0371 (5) | 0.39632 (17) | 0.0358 (9) | |
C26 | 0.1433 (2) | 1.1141 (5) | 0.41609 (16) | 0.0356 (8) | |
H26 | 0.1000 | 1.1430 | 0.3961 | 0.043* | |
C27 | 0.1630 (3) | 1.1429 (6) | 0.47115 (18) | 0.0451 (10) | |
H27 | 0.1359 | 1.1944 | 0.4954 | 0.054* | |
C28 | 0.2278 (3) | 1.0837 (6) | 0.48309 (19) | 0.0499 (12) | |
H28 | 0.2540 | 1.0868 | 0.5179 | 0.060* | |
C29 | 0.0832 (2) | 1.0117 (6) | 0.30058 (18) | 0.0394 (9) | |
C30 | 0.0399 (3) | 1.1547 (8) | 0.2831 (2) | 0.0573 (13) | |
H30 | 0.0482 | 1.2621 | 0.2613 | 0.069* | |
C31 | −0.0213 (2) | 1.1153 (9) | 0.3034 (2) | 0.0608 (13) | |
H31 | −0.0615 | 1.1916 | 0.2977 | 0.073* | |
C32 | −0.0113 (2) | 0.9524 (8) | 0.3315 (2) | 0.0517 (12) | |
H32 | −0.0440 | 0.8926 | 0.3497 | 0.062* | |
N5 | 0.36357 (16) | 0.8150 (4) | 0.22837 (14) | 0.0336 (7) | |
N6 | 0.23487 (16) | 0.9220 (4) | 0.24149 (13) | 0.0306 (7) | |
N7 | 0.16989 (16) | 0.9510 (5) | 0.24800 (14) | 0.0340 (7) | |
N8 | 0.27170 (16) | 0.9394 (4) | 0.33601 (14) | 0.0320 (7) | |
O3 | 0.05333 (15) | 0.8809 (4) | 0.33090 (13) | 0.0459 (7) | |
O4 | 0.25119 (17) | 1.0171 (4) | 0.43719 (13) | 0.0464 (7) | |
Pb1 | 0.26294 (2) | 0.86743 (2) | 0.13827 (2) | 0.02827 (5) | |
S1 | 0.15292 (5) | 1.19475 (14) | 0.11297 (5) | 0.0393 (2) | |
C33 | 0.18291 (18) | 1.3997 (5) | 0.14137 (16) | 0.0319 (8) | |
N9 | 0.2022 (2) | 1.5485 (5) | 0.16146 (15) | 0.0427 (8) | |
S2A | 0.35385 (8) | 0.5533 (2) | 0.09638 (7) | 0.0385 (5) | 0.809 (7) |
C34A | 0.3468 (3) | 0.3502 (6) | 0.1301 (3) | 0.0361 (13) | 0.809 (7) |
N10A | 0.3449 (9) | 0.203 (2) | 0.1536 (10) | 0.046 (3) | 0.809 (7) |
S2B | 0.3618 (13) | 0.212 (3) | 0.1562 (14) | 0.046 (3) | 0.191 (7) |
C34B | 0.3448 (19) | 0.419 (3) | 0.1241 (14) | 0.0361 (13) | 0.191 (7) |
N10B | 0.3320 (14) | 0.566 (3) | 0.1003 (11) | 0.0385 (5) | 0.191 (7) |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
C1 | 0.038 (2) | 0.042 (2) | 0.043 (3) | −0.0034 (17) | 0.0090 (19) | 0.0082 (18) |
C2 | 0.036 (2) | 0.046 (2) | 0.063 (4) | −0.0032 (18) | 0.009 (2) | 0.001 (2) |
C3 | 0.037 (2) | 0.049 (2) | 0.055 (4) | 0.0012 (19) | −0.008 (2) | −0.007 (2) |
C4 | 0.042 (2) | 0.041 (2) | 0.033 (3) | 0.0065 (17) | −0.0045 (17) | −0.0039 (16) |
C5 | 0.038 (2) | 0.0235 (16) | 0.031 (2) | 0.0017 (14) | 0.0025 (15) | −0.0052 (14) |
C6 | 0.039 (2) | 0.0246 (17) | 0.029 (2) | 0.0050 (14) | 0.0055 (16) | −0.0003 (14) |
C7 | 0.043 (2) | 0.041 (2) | 0.031 (3) | 0.0056 (17) | 0.0107 (18) | 0.0016 (16) |
C8 | 0.049 (2) | 0.0281 (17) | 0.028 (3) | 0.0084 (16) | 0.0084 (18) | −0.0007 (15) |
C9 | 0.059 (3) | 0.0322 (19) | 0.025 (3) | 0.0080 (18) | 0.0101 (19) | −0.0014 (15) |
C10 | 0.072 (3) | 0.039 (2) | 0.038 (3) | 0.007 (2) | 0.021 (2) | 0.0037 (18) |
C11 | 0.100 (4) | 0.041 (2) | 0.024 (3) | 0.011 (3) | 0.021 (2) | 0.0015 (18) |
C12 | 0.094 (4) | 0.045 (2) | 0.020 (3) | 0.011 (2) | 0.008 (2) | −0.0048 (17) |
C13 | 0.045 (2) | 0.081 (3) | 0.033 (3) | −0.002 (2) | 0.0106 (19) | 0.008 (2) |
C14 | 0.076 (4) | 0.109 (5) | 0.089 (6) | −0.035 (4) | 0.033 (4) | −0.012 (4) |
C15 | 0.071 (4) | 0.164 (8) | 0.080 (6) | −0.048 (5) | 0.026 (4) | 0.001 (5) |
C16 | 0.049 (3) | 0.166 (7) | 0.055 (5) | −0.004 (4) | 0.020 (3) | 0.027 (4) |
N1 | 0.0351 (17) | 0.0320 (15) | 0.029 (2) | −0.0020 (13) | 0.0026 (14) | 0.0005 (12) |
N2 | 0.0353 (18) | 0.0431 (17) | 0.026 (2) | 0.0020 (13) | 0.0062 (14) | 0.0032 (13) |
N3 | 0.0363 (18) | 0.0512 (19) | 0.028 (2) | 0.0024 (15) | 0.0085 (14) | 0.0031 (14) |
N4 | 0.0449 (19) | 0.0319 (15) | 0.025 (2) | 0.0042 (13) | 0.0057 (14) | 0.0023 (12) |
O1 | 0.066 (2) | 0.0486 (16) | 0.023 (2) | 0.0068 (14) | 0.0043 (14) | −0.0033 (12) |
O2 | 0.055 (2) | 0.107 (3) | 0.066 (3) | 0.014 (2) | 0.028 (2) | 0.013 (2) |
C17 | 0.036 (2) | 0.048 (2) | 0.046 (3) | 0.0022 (18) | 0.0106 (19) | −0.0058 (19) |
C18 | 0.031 (2) | 0.052 (2) | 0.065 (4) | 0.0015 (19) | 0.007 (2) | −0.005 (2) |
C19 | 0.037 (2) | 0.066 (3) | 0.050 (3) | −0.005 (2) | −0.006 (2) | −0.002 (2) |
C20 | 0.040 (2) | 0.052 (2) | 0.037 (3) | −0.0065 (19) | 0.0002 (17) | −0.0040 (19) |
C21 | 0.0334 (18) | 0.0285 (16) | 0.034 (2) | −0.0048 (15) | 0.0049 (15) | 0.0014 (15) |
C22 | 0.0329 (19) | 0.0261 (17) | 0.030 (2) | −0.0059 (14) | 0.0044 (15) | −0.0001 (14) |
C23 | 0.038 (2) | 0.0353 (18) | 0.026 (2) | −0.0003 (15) | 0.0112 (16) | 0.0014 (15) |
C24 | 0.040 (2) | 0.0260 (17) | 0.025 (2) | −0.0041 (15) | 0.0060 (16) | 0.0000 (14) |
C25 | 0.051 (2) | 0.0322 (18) | 0.023 (3) | −0.0083 (17) | 0.0043 (18) | 0.0025 (15) |
C26 | 0.041 (2) | 0.0391 (19) | 0.027 (2) | −0.0069 (17) | 0.0075 (16) | −0.0045 (16) |
C27 | 0.066 (3) | 0.040 (2) | 0.032 (3) | −0.011 (2) | 0.017 (2) | −0.0054 (18) |
C28 | 0.084 (4) | 0.041 (2) | 0.022 (3) | −0.015 (2) | 0.002 (2) | 0.0047 (17) |
C29 | 0.037 (2) | 0.056 (2) | 0.026 (3) | −0.0015 (18) | 0.0073 (17) | 0.0011 (17) |
C30 | 0.051 (3) | 0.076 (3) | 0.045 (3) | 0.015 (2) | 0.010 (2) | 0.022 (2) |
C31 | 0.038 (2) | 0.096 (4) | 0.051 (3) | 0.019 (3) | 0.011 (2) | 0.001 (3) |
C32 | 0.033 (2) | 0.083 (3) | 0.041 (3) | −0.004 (2) | 0.012 (2) | −0.008 (2) |
N5 | 0.0331 (17) | 0.0337 (15) | 0.033 (2) | 0.0000 (12) | 0.0031 (14) | 0.0004 (13) |
N6 | 0.0313 (16) | 0.0369 (16) | 0.024 (2) | −0.0028 (12) | 0.0049 (13) | −0.0019 (12) |
N7 | 0.0312 (17) | 0.0435 (17) | 0.027 (2) | −0.0012 (13) | 0.0045 (14) | −0.0003 (13) |
N8 | 0.0355 (17) | 0.0320 (15) | 0.028 (2) | −0.0035 (13) | 0.0027 (14) | 0.0003 (12) |
O3 | 0.0400 (15) | 0.0564 (17) | 0.043 (2) | −0.0074 (14) | 0.0118 (13) | 0.0019 (14) |
O4 | 0.060 (2) | 0.0460 (16) | 0.031 (2) | −0.0035 (14) | 0.0022 (14) | 0.0030 (12) |
Pb1 | 0.03037 (7) | 0.02846 (7) | 0.02708 (9) | 0.00002 (6) | 0.00792 (5) | 0.00105 (6) |
S1 | 0.0360 (5) | 0.0373 (5) | 0.0430 (7) | 0.0056 (4) | 0.0011 (4) | −0.0041 (4) |
C33 | 0.0302 (18) | 0.039 (2) | 0.028 (2) | 0.0083 (15) | 0.0091 (15) | 0.0054 (16) |
N9 | 0.058 (2) | 0.0393 (18) | 0.030 (2) | −0.0046 (16) | 0.0051 (17) | 0.0016 (14) |
S2A | 0.0374 (10) | 0.0418 (7) | 0.0379 (9) | −0.0009 (6) | 0.0111 (7) | 0.0009 (5) |
C34A | 0.026 (2) | 0.036 (4) | 0.045 (3) | −0.002 (3) | 0.0034 (19) | −0.008 (3) |
N10A | 0.040 (9) | 0.0350 (19) | 0.060 (3) | −0.007 (4) | −0.004 (6) | 0.004 (2) |
S2B | 0.040 (9) | 0.0350 (19) | 0.060 (3) | −0.007 (4) | −0.004 (6) | 0.004 (2) |
C34B | 0.026 (2) | 0.036 (4) | 0.045 (3) | −0.002 (3) | 0.0034 (19) | −0.008 (3) |
N10B | 0.0374 (10) | 0.0418 (7) | 0.0379 (9) | −0.0009 (6) | 0.0111 (7) | 0.0009 (5) |
Geometric parameters (Å, º) top
C1—N1 | 1.331 (5) | C22—N6 | 1.323 (5) |
C1—C2 | 1.368 (6) | C22—N8 | 1.334 (5) |
C1—H1 | 0.9400 | C23—N7 | 1.318 (5) |
C2—C3 | 1.370 (7) | C23—C24 | 1.422 (6) |
C2—H2 | 0.9400 | C23—C29 | 1.468 (6) |
C3—C4 | 1.377 (6) | C24—N8 | 1.317 (5) |
C3—H3 | 0.9400 | C24—C25 | 1.446 (6) |
C4—C5 | 1.390 (6) | C25—C26 | 1.349 (6) |
C4—H4 | 0.9400 | C25—O4 | 1.363 (5) |
C5—N1 | 1.340 (5) | C26—C27 | 1.386 (6) |
C5—C6 | 1.479 (5) | C26—H26 | 0.9400 |
C6—N4 | 1.328 (5) | C27—C28 | 1.329 (7) |
C6—N2 | 1.329 (5) | C27—H27 | 0.9400 |
C7—N3 | 1.328 (5) | C28—O4 | 1.383 (6) |
C7—C8 | 1.416 (6) | C28—H28 | 0.9400 |
C7—C13 | 1.455 (6) | C29—C30 | 1.320 (6) |
C8—N4 | 1.327 (5) | C29—O3 | 1.363 (5) |
C8—C9 | 1.445 (6) | C30—C31 | 1.411 (7) |
C9—C10 | 1.355 (6) | C30—H30 | 0.9400 |
C9—O1 | 1.368 (6) | C31—C32 | 1.308 (7) |
C10—C11 | 1.423 (7) | C31—H31 | 0.9400 |
C10—H10 | 0.9400 | C32—O3 | 1.369 (5) |
C11—C12 | 1.321 (8) | C32—H32 | 0.9400 |
C11—H11 | 0.9400 | N5—Pb1 | 2.781 (3) |
C12—O1 | 1.356 (6) | N6—N7 | 1.336 (4) |
C12—H12 | 0.9400 | N6—Pb1 | 2.758 (3) |
C13—C14 | 1.336 (8) | Pb1—N9i | 2.583 (3) |
C13—O2 | 1.356 (6) | Pb1—N10B | 2.71 (2) |
C14—C15 | 1.398 (10) | Pb1—N10Aii | 2.781 (15) |
C14—H14 | 0.9400 | Pb1—S2Bii | 3.03 (2) |
C15—C16 | 1.314 (11) | Pb1—S2A | 3.0771 (16) |
C15—H15 | 0.9400 | Pb1—S1 | 3.0991 (10) |
C16—O2 | 1.368 (8) | S1—C33 | 1.628 (4) |
C16—H16 | 0.9400 | C33—N9 | 1.163 (5) |
N2—N3 | 1.333 (5) | N9—Pb1ii | 2.583 (3) |
C17—N5 | 1.330 (5) | S2A—C34B | 1.173 (18) |
C17—C18 | 1.371 (7) | S2A—C34A | 1.632 (3) |
C17—H17 | 0.9400 | C34A—S2B | 1.154 (13) |
C18—C19 | 1.370 (7) | C34A—N10A | 1.163 (4) |
C18—H18 | 0.9400 | C34A—N10B | 1.644 (13) |
C19—C20 | 1.370 (6) | N10A—C34B | 1.643 (16) |
C19—H19 | 0.9400 | N10A—Pb1i | 2.781 (15) |
C20—C21 | 1.385 (6) | S2B—C34B | 1.628 (3) |
C20—H20 | 0.9400 | S2B—Pb1i | 3.03 (2) |
C21—N5 | 1.339 (5) | C34B—N10B | 1.163 (4) |
C21—C22 | 1.479 (5) | | |
| | | |
N1—C1—C2 | 123.3 (5) | C28—C27—C26 | 106.7 (4) |
N1—C1—H1 | 118.3 | C28—C27—H27 | 126.6 |
C2—C1—H1 | 118.3 | C26—C27—H27 | 126.6 |
C1—C2—C3 | 119.7 (4) | C27—C28—O4 | 110.5 (4) |
C1—C2—H2 | 120.2 | C27—C28—H28 | 124.7 |
C3—C2—H2 | 120.2 | O4—C28—H28 | 124.7 |
C2—C3—C4 | 118.5 (4) | C30—C29—O3 | 110.2 (4) |
C2—C3—H3 | 120.8 | C30—C29—C23 | 133.1 (4) |
C4—C3—H3 | 120.8 | O3—C29—C23 | 116.6 (4) |
C3—C4—C5 | 118.4 (4) | C29—C30—C31 | 106.9 (5) |
C3—C4—H4 | 120.8 | C29—C30—H30 | 126.5 |
C5—C4—H4 | 120.8 | C31—C30—H30 | 126.5 |
N1—C5—C4 | 123.1 (4) | C32—C31—C30 | 106.9 (4) |
N1—C5—C6 | 117.1 (3) | C32—C31—H31 | 126.6 |
C4—C5—C6 | 119.8 (4) | C30—C31—H31 | 126.6 |
N4—C6—N2 | 126.4 (4) | C31—C32—O3 | 110.6 (4) |
N4—C6—C5 | 116.4 (3) | C31—C32—H32 | 124.7 |
N2—C6—C5 | 117.2 (3) | O3—C32—H32 | 124.7 |
N3—C7—C8 | 121.3 (4) | C17—N5—C21 | 117.0 (4) |
N3—C7—C13 | 115.5 (4) | C17—N5—Pb1 | 120.3 (3) |
C8—C7—C13 | 123.1 (4) | C21—N5—Pb1 | 121.7 (2) |
N4—C8—C7 | 118.7 (4) | C22—N6—N7 | 118.0 (3) |
N4—C8—C9 | 116.8 (4) | C22—N6—Pb1 | 123.4 (2) |
C7—C8—C9 | 124.5 (4) | N7—N6—Pb1 | 118.5 (2) |
C10—C9—O1 | 109.0 (4) | C23—N7—N6 | 119.2 (3) |
C10—C9—C8 | 136.2 (5) | C24—N8—C22 | 116.6 (3) |
O1—C9—C8 | 114.9 (4) | C29—O3—C32 | 105.5 (4) |
C9—C10—C11 | 106.7 (5) | C25—O4—C28 | 105.4 (4) |
C9—C10—H10 | 126.7 | N9i—Pb1—N10B | 74.2 (5) |
C11—C10—H10 | 126.7 | N9i—Pb1—N6 | 74.31 (10) |
C12—C11—C10 | 106.5 (4) | N10B—Pb1—N6 | 128.2 (4) |
C12—C11—H11 | 126.8 | N9i—Pb1—N10Aii | 159.0 (4) |
C10—C11—H11 | 126.8 | N10B—Pb1—N10Aii | 110.4 (8) |
C11—C12—O1 | 111.1 (5) | N6—Pb1—N10Aii | 87.8 (6) |
C11—C12—H12 | 124.4 | N9i—Pb1—N5 | 90.48 (10) |
O1—C12—H12 | 124.4 | N10B—Pb1—N5 | 81.6 (6) |
C14—C13—O2 | 109.7 (5) | N6—Pb1—N5 | 58.74 (9) |
C14—C13—C7 | 132.3 (5) | N10Aii—Pb1—N5 | 70.6 (3) |
O2—C13—C7 | 117.9 (5) | N9i—Pb1—S2Bii | 157.3 (5) |
C13—C14—C15 | 107.2 (7) | N10B—Pb1—S2Bii | 106.4 (8) |
C13—C14—H14 | 126.4 | N6—Pb1—S2Bii | 88.9 (7) |
C15—C14—H14 | 126.4 | N10Aii—Pb1—S2Bii | 4.4 (8) |
C16—C15—C14 | 106.6 (7) | N5—Pb1—S2Bii | 67.5 (4) |
C16—C15—H15 | 126.7 | N9i—Pb1—S2A | 79.48 (9) |
C14—C15—H15 | 126.7 | N10B—Pb1—S2A | 5.8 (6) |
C15—C16—O2 | 110.8 (6) | N6—Pb1—S2A | 129.06 (7) |
C15—C16—H16 | 124.6 | N10Aii—Pb1—S2A | 104.6 (5) |
O2—C16—H16 | 124.6 | N5—Pb1—S2A | 78.94 (7) |
C1—N1—C5 | 117.0 (4) | S2Bii—Pb1—S2A | 100.6 (7) |
C6—N2—N3 | 117.9 (3) | N9i—Pb1—S1 | 107.90 (9) |
C7—N3—N2 | 119.1 (4) | N10B—Pb1—S1 | 147.5 (5) |
C8—N4—C6 | 116.6 (4) | N6—Pb1—S1 | 81.67 (7) |
C12—O1—C9 | 106.8 (4) | N10Aii—Pb1—S1 | 79.5 (3) |
C13—O2—C16 | 105.6 (5) | N5—Pb1—S1 | 130.10 (7) |
N5—C17—C18 | 123.8 (4) | S2Bii—Pb1—S1 | 83.9 (5) |
N5—C17—H17 | 118.1 | S2A—Pb1—S1 | 148.66 (4) |
C18—C17—H17 | 118.1 | C33—S1—Pb1 | 109.04 (13) |
C19—C18—C17 | 118.5 (4) | N9—C33—S1 | 177.8 (3) |
C19—C18—H18 | 120.8 | C33—N9—Pb1ii | 139.4 (3) |
C17—C18—H18 | 120.8 | C34B—S2A—C34A | 7.4 (19) |
C18—C19—C20 | 119.3 (4) | C34B—S2A—Pb1 | 100.4 (17) |
C18—C19—H19 | 120.3 | C34A—S2A—Pb1 | 107.6 (2) |
C20—C19—H19 | 120.3 | S2B—C34A—N10A | 17 (2) |
C19—C20—C21 | 118.5 (4) | S2B—C34A—S2A | 160.5 (14) |
C19—C20—H20 | 120.8 | N10A—C34A—S2A | 176.7 (12) |
C21—C20—H20 | 120.8 | S2B—C34A—N10B | 172 (2) |
N5—C21—C20 | 122.9 (4) | N10A—C34A—N10B | 166.9 (15) |
N5—C21—C22 | 117.4 (3) | S2A—C34A—N10B | 16.4 (10) |
C20—C21—C22 | 119.7 (4) | C34A—N10A—C34B | 4.5 (16) |
N6—C22—N8 | 126.0 (3) | C34A—N10A—Pb1i | 134.2 (13) |
N6—C22—C21 | 117.8 (3) | C34B—N10A—Pb1i | 135.1 (17) |
N8—C22—C21 | 116.2 (3) | C34A—S2B—C34B | 5.5 (17) |
N7—C23—C24 | 121.0 (4) | C34A—S2B—Pb1i | 116.2 (17) |
N7—C23—C29 | 115.7 (4) | C34B—S2B—Pb1i | 121.0 (17) |
C24—C23—C29 | 123.2 (4) | N10B—C34B—S2A | 23.0 (14) |
N8—C24—C23 | 118.8 (3) | N10B—C34B—S2B | 179 (4) |
N8—C24—C25 | 118.1 (4) | S2A—C34B—S2B | 157 (3) |
C23—C24—C25 | 123.1 (4) | N10B—C34B—N10A | 167 (4) |
C26—C25—O4 | 109.4 (4) | S2A—C34B—N10A | 165 (3) |
C26—C25—C24 | 133.8 (4) | S2B—C34B—N10A | 11.7 (14) |
O4—C25—C24 | 116.7 (4) | C34B—N10B—C34A | 4 (2) |
C25—C26—C27 | 108.0 (4) | C34B—N10B—Pb1 | 123 (3) |
C25—C26—H26 | 126.0 | C34A—N10B—Pb1 | 124.9 (14) |
C27—C26—H26 | 126.0 | | |
Symmetry codes: (i) x, y−1, z; (ii) x, y+1, z. |
Di-µ-dicyanamido-
κ2N1:
N5;
κ2N5:
N1-bis{[5,6-bis(furan-2-yl)-3-(pyridin-2-yl-
κN)-1,2,4-triazine-
κN2](nitrato-
κ2O,
O')lead(II)} (2)
top
Crystal data top
[Pb2(C2N3)2(NO3)2(C16H10N4O2)4] | Z = 1 |
Mr = 1831.62 | F(000) = 892 |
Triclinic, P1 | Dx = 1.776 Mg m−3 |
a = 10.5123 (8) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 12.2682 (8) Å | Cell parameters from 22877 reflections |
c = 15.6379 (10) Å | θ = 1.9–29.5° |
α = 66.834 (5)° | µ = 4.99 mm−1 |
β = 80.260 (6)° | T = 200 K |
γ = 67.514 (5)° | Block, fragment, yellow |
V = 1712.8 (2) Å3 | 0.33 × 0.21 × 0.21 mm |
Data collection top
Stoe IPDS-2T diffractometer | 6299 reflections with I > 2σ(I) |
Radiation source: sealed tube | Rint = 0.026 |
ω scans | θmax = 27.0°, θmin = 1.9° |
Absorption correction: numerical (X-AREA; Stoe & Cie, 2016) | h = −13→13 |
Tmin = 0.310, Tmax = 0.451 | k = −15→15 |
22922 measured reflections | l = −19→19 |
7484 independent 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)] = 0.026 | H-atom parameters constrained |
wR(F2) = 0.057 | w = 1/[σ2(Fo2) + (0.0357P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.93 | (Δ/σ)max = 0.003 |
7484 reflections | Δρmax = 0.85 e Å−3 |
488 parameters | Δρmin = −0.77 e Å−3 |
0 restraints | Extinction correction: SHELXL2014 (Sheldrick, 2015), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.00200 (18) |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Pb1 | 0.19647 (2) | 0.52110 (2) | 0.70164 (2) | 0.04116 (5) | |
O1 | 0.7403 (2) | −0.1099 (2) | 0.95621 (18) | 0.0457 (6) | |
O2 | 0.4510 (3) | −0.1067 (2) | 0.76653 (18) | 0.0502 (6) | |
O3 | −0.2557 (4) | 1.2007 (3) | 0.6365 (3) | 0.0800 (10) | |
O4 | 0.1218 (3) | 1.0497 (2) | 0.8014 (2) | 0.0571 (7) | |
O5 | 0.0368 (5) | 0.3791 (4) | 0.7511 (4) | 0.1130 (16) | |
O6 | −0.0192 (5) | 0.5078 (5) | 0.8177 (4) | 0.130 (2) | |
O7 | −0.1095 (5) | 0.3641 (4) | 0.8647 (3) | 0.1011 (13) | |
N1 | 0.3126 (3) | 0.4341 (3) | 0.8701 (2) | 0.0464 (7) | |
N2 | 0.3742 (3) | 0.2744 (3) | 0.7780 (2) | 0.0457 (7) | |
N3 | 0.3924 (3) | 0.1937 (3) | 0.7349 (2) | 0.0468 (7) | |
N4 | 0.5409 (3) | 0.1177 (2) | 0.89064 (19) | 0.0375 (6) | |
N5 | 0.0213 (4) | 0.6985 (3) | 0.5624 (2) | 0.0539 (8) | |
N6 | 0.0704 (3) | 0.7635 (3) | 0.6974 (2) | 0.0444 (7) | |
N7 | 0.1075 (3) | 0.7969 (3) | 0.7586 (2) | 0.0426 (6) | |
N8 | −0.0947 (3) | 0.9684 (3) | 0.6333 (2) | 0.0404 (6) | |
C1 | 0.2774 (4) | 0.5124 (3) | 0.9167 (3) | 0.0526 (9) | |
H1 | 0.2086 | 0.5933 | 0.8917 | 0.063* | |
C2 | 0.3357 (4) | 0.4820 (3) | 0.9994 (3) | 0.0521 (9) | |
H2 | 0.3056 | 0.5394 | 1.0316 | 0.063* | |
C3 | 0.4390 (4) | 0.3662 (3) | 1.0345 (3) | 0.0489 (8) | |
H3 | 0.4830 | 0.3436 | 1.0903 | 0.059* | |
C4 | 0.4777 (4) | 0.2835 (3) | 0.9872 (2) | 0.0421 (7) | |
H4 | 0.5486 | 0.2033 | 1.0100 | 0.051* | |
C5 | 0.4106 (3) | 0.3202 (3) | 0.9059 (2) | 0.0379 (7) | |
C6 | 0.4430 (3) | 0.2327 (3) | 0.8552 (2) | 0.0364 (7) | |
C7 | 0.4830 (3) | 0.0776 (3) | 0.7679 (2) | 0.0386 (7) | |
C8 | 0.5655 (3) | 0.0389 (3) | 0.8449 (2) | 0.0360 (7) | |
C9 | 0.6781 (3) | −0.0815 (3) | 0.8762 (2) | 0.0357 (7) | |
C10 | 0.7406 (4) | −0.1759 (3) | 0.8419 (3) | 0.0426 (8) | |
H10 | 0.7174 | −0.1796 | 0.7872 | 0.051* | |
C11 | 0.8476 (4) | −0.2681 (3) | 0.9042 (3) | 0.0481 (8) | |
H11 | 0.9102 | −0.3455 | 0.8994 | 0.058* | |
C12 | 0.8426 (4) | −0.2244 (3) | 0.9706 (3) | 0.0497 (9) | |
H12 | 0.9028 | −0.2676 | 1.0218 | 0.060* | |
C13 | 0.4931 (4) | −0.0052 (3) | 0.7179 (2) | 0.0408 (7) | |
C14 | 0.5388 (4) | −0.0045 (4) | 0.6326 (3) | 0.0520 (9) | |
H14 | 0.5731 | 0.0559 | 0.5859 | 0.062* | |
C15 | 0.5259 (5) | −0.1124 (4) | 0.6257 (3) | 0.0604 (11) | |
H15 | 0.5500 | −0.1381 | 0.5734 | 0.072* | |
C16 | 0.4730 (5) | −0.1700 (4) | 0.7073 (3) | 0.0573 (10) | |
H16 | 0.4533 | −0.2450 | 0.7222 | 0.069* | |
C17 | −0.0031 (5) | 0.6656 (4) | 0.4958 (3) | 0.0648 (11) | |
H17 | 0.0489 | 0.5831 | 0.4955 | 0.078* | |
C18 | −0.0995 (5) | 0.7454 (4) | 0.4282 (3) | 0.0606 (11) | |
H18 | −0.1143 | 0.7179 | 0.3830 | 0.073* | |
C19 | −0.1740 (4) | 0.8657 (4) | 0.4273 (3) | 0.0572 (10) | |
H19 | −0.2407 | 0.9228 | 0.3810 | 0.069* | |
C20 | −0.1505 (4) | 0.9025 (4) | 0.4948 (3) | 0.0501 (9) | |
H20 | −0.2006 | 0.9851 | 0.4954 | 0.060* | |
C21 | −0.0531 (4) | 0.8167 (3) | 0.5609 (2) | 0.0424 (8) | |
C22 | −0.0234 (3) | 0.8518 (3) | 0.6345 (2) | 0.0386 (7) | |
C23 | 0.0455 (3) | 0.9135 (3) | 0.7590 (2) | 0.0373 (7) | |
C24 | −0.0659 (3) | 1.0012 (3) | 0.6981 (2) | 0.0376 (7) | |
C25 | −0.1560 (4) | 1.1225 (3) | 0.7014 (3) | 0.0435 (8) | |
C26 | −0.1608 (4) | 1.1708 (4) | 0.7657 (3) | 0.0496 (9) | |
H26 | −0.1049 | 1.1333 | 0.8187 | 0.060* | |
C27 | −0.2686 (6) | 1.2909 (5) | 0.7368 (5) | 0.0893 (19) | |
H27 | −0.2951 | 1.3509 | 0.7665 | 0.107* | |
C28 | −0.3245 (5) | 1.3051 (4) | 0.6640 (5) | 0.0882 (19) | |
H28 | −0.4012 | 1.3760 | 0.6335 | 0.106* | |
C29 | 0.0972 (3) | 0.9383 (3) | 0.8284 (2) | 0.0389 (7) | |
C30 | 0.1317 (4) | 0.8678 (4) | 0.9180 (3) | 0.0607 (11) | |
H30 | 0.1297 | 0.7853 | 0.9537 | 0.073* | |
C31 | 0.1733 (4) | 0.9506 (4) | 0.9470 (3) | 0.0567 (10) | |
H31 | 0.2001 | 0.9318 | 1.0077 | 0.068* | |
C32 | 0.1672 (4) | 1.0519 (5) | 0.8766 (3) | 0.0621 (11) | |
H32 | 0.1912 | 1.1188 | 0.8771 | 0.075* | |
N9 | −0.0340 (4) | 0.4182 (4) | 0.8110 (3) | 0.0612 (9) | |
N10 | 0.2958 (5) | 0.4491 (4) | 0.5588 (3) | 0.0791 (12) | |
N11 | 0.4710 (5) | 0.3149 (3) | 0.4821 (3) | 0.0754 (11) | |
N12 | 0.6015 (5) | 0.3909 (4) | 0.3415 (4) | 0.0839 (13) | |
C33 | 0.3782 (5) | 0.3902 (4) | 0.5203 (3) | 0.0599 (10) | |
C34 | 0.5401 (5) | 0.3589 (4) | 0.4093 (3) | 0.0597 (11) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Pb1 | 0.04834 (8) | 0.03619 (7) | 0.04197 (8) | −0.01221 (5) | −0.00107 (5) | −0.01954 (5) |
O1 | 0.0465 (13) | 0.0424 (12) | 0.0497 (15) | −0.0095 (10) | −0.0082 (11) | −0.0211 (11) |
O2 | 0.0699 (17) | 0.0494 (14) | 0.0456 (15) | −0.0308 (13) | 0.0009 (12) | −0.0226 (12) |
O3 | 0.075 (2) | 0.0634 (19) | 0.091 (3) | −0.0178 (17) | −0.0173 (19) | −0.0176 (18) |
O4 | 0.0625 (17) | 0.0504 (14) | 0.0697 (19) | −0.0225 (13) | −0.0058 (14) | −0.0284 (14) |
O5 | 0.130 (3) | 0.113 (3) | 0.151 (4) | −0.076 (3) | 0.071 (3) | −0.100 (3) |
O6 | 0.139 (4) | 0.168 (4) | 0.177 (5) | −0.101 (4) | 0.089 (4) | −0.146 (4) |
O7 | 0.109 (3) | 0.126 (3) | 0.085 (3) | −0.069 (3) | 0.031 (2) | −0.041 (3) |
N1 | 0.0584 (18) | 0.0345 (14) | 0.0451 (17) | −0.0110 (13) | 0.0009 (14) | −0.0190 (13) |
N2 | 0.0508 (17) | 0.0414 (15) | 0.0474 (18) | −0.0085 (13) | −0.0081 (14) | −0.0230 (14) |
N3 | 0.0512 (17) | 0.0437 (15) | 0.0497 (18) | −0.0093 (13) | −0.0079 (14) | −0.0254 (14) |
N4 | 0.0419 (15) | 0.0362 (13) | 0.0395 (16) | −0.0159 (11) | 0.0011 (12) | −0.0175 (12) |
N5 | 0.068 (2) | 0.0518 (17) | 0.0522 (19) | −0.0211 (16) | −0.0136 (16) | −0.0239 (15) |
N6 | 0.0486 (17) | 0.0421 (15) | 0.0463 (17) | −0.0113 (13) | −0.0098 (13) | −0.0206 (13) |
N7 | 0.0465 (16) | 0.0396 (14) | 0.0433 (17) | −0.0097 (12) | −0.0082 (13) | −0.0187 (13) |
N8 | 0.0385 (15) | 0.0399 (14) | 0.0409 (16) | −0.0130 (12) | −0.0039 (12) | −0.0123 (13) |
C1 | 0.069 (2) | 0.0352 (17) | 0.053 (2) | −0.0100 (16) | −0.0040 (19) | −0.0222 (16) |
C2 | 0.073 (3) | 0.0422 (18) | 0.050 (2) | −0.0224 (18) | 0.0007 (19) | −0.0245 (17) |
C3 | 0.066 (2) | 0.0471 (19) | 0.042 (2) | −0.0246 (17) | −0.0011 (17) | −0.0200 (16) |
C4 | 0.0485 (19) | 0.0393 (17) | 0.043 (2) | −0.0182 (15) | 0.0001 (15) | −0.0173 (15) |
C5 | 0.0420 (17) | 0.0374 (16) | 0.0400 (18) | −0.0180 (14) | 0.0033 (14) | −0.0172 (14) |
C6 | 0.0364 (17) | 0.0354 (15) | 0.0395 (18) | −0.0133 (13) | 0.0035 (14) | −0.0166 (14) |
C7 | 0.0414 (18) | 0.0364 (16) | 0.0402 (19) | −0.0139 (14) | −0.0006 (14) | −0.0158 (15) |
C8 | 0.0402 (17) | 0.0365 (16) | 0.0361 (18) | −0.0168 (13) | 0.0036 (14) | −0.0163 (14) |
C9 | 0.0372 (16) | 0.0352 (15) | 0.0373 (18) | −0.0148 (13) | 0.0012 (13) | −0.0144 (14) |
C10 | 0.0437 (18) | 0.0396 (17) | 0.049 (2) | −0.0141 (14) | 0.0064 (15) | −0.0241 (16) |
C11 | 0.0425 (19) | 0.0377 (17) | 0.062 (2) | −0.0125 (15) | 0.0068 (17) | −0.0205 (17) |
C12 | 0.0417 (19) | 0.0397 (18) | 0.059 (2) | −0.0073 (15) | −0.0098 (17) | −0.0120 (17) |
C13 | 0.0453 (19) | 0.0367 (16) | 0.0425 (19) | −0.0121 (14) | −0.0060 (15) | −0.0163 (15) |
C14 | 0.073 (3) | 0.050 (2) | 0.039 (2) | −0.0245 (19) | −0.0014 (18) | −0.0190 (17) |
C15 | 0.086 (3) | 0.054 (2) | 0.050 (2) | −0.020 (2) | −0.009 (2) | −0.029 (2) |
C16 | 0.083 (3) | 0.047 (2) | 0.055 (2) | −0.026 (2) | −0.010 (2) | −0.0255 (19) |
C17 | 0.084 (3) | 0.060 (2) | 0.064 (3) | −0.022 (2) | −0.017 (2) | −0.032 (2) |
C18 | 0.072 (3) | 0.075 (3) | 0.051 (2) | −0.036 (2) | −0.008 (2) | −0.027 (2) |
C19 | 0.053 (2) | 0.081 (3) | 0.041 (2) | −0.026 (2) | −0.0067 (17) | −0.020 (2) |
C20 | 0.046 (2) | 0.060 (2) | 0.044 (2) | −0.0165 (17) | −0.0029 (16) | −0.0196 (18) |
C21 | 0.0433 (19) | 0.0502 (19) | 0.0412 (19) | −0.0216 (16) | 0.0009 (15) | −0.0196 (16) |
C22 | 0.0387 (17) | 0.0394 (16) | 0.0396 (18) | −0.0141 (14) | −0.0030 (14) | −0.0149 (14) |
C23 | 0.0390 (17) | 0.0339 (15) | 0.0400 (18) | −0.0120 (13) | 0.0007 (14) | −0.0155 (14) |
C24 | 0.0393 (17) | 0.0344 (15) | 0.0398 (18) | −0.0145 (13) | 0.0003 (14) | −0.0129 (14) |
C25 | 0.0382 (18) | 0.0347 (16) | 0.051 (2) | −0.0099 (14) | −0.0025 (15) | −0.0115 (15) |
C26 | 0.0381 (18) | 0.063 (2) | 0.062 (2) | −0.0157 (16) | 0.0042 (16) | −0.041 (2) |
C27 | 0.074 (3) | 0.080 (3) | 0.151 (6) | −0.043 (3) | 0.046 (4) | −0.083 (4) |
C28 | 0.059 (3) | 0.032 (2) | 0.138 (6) | −0.0038 (19) | 0.006 (3) | −0.010 (3) |
C29 | 0.0415 (18) | 0.0364 (16) | 0.0411 (19) | −0.0125 (14) | −0.0021 (14) | −0.0167 (15) |
C30 | 0.046 (2) | 0.061 (2) | 0.050 (2) | −0.0117 (18) | 0.0008 (18) | −0.002 (2) |
C31 | 0.050 (2) | 0.079 (3) | 0.051 (2) | −0.018 (2) | −0.0038 (18) | −0.037 (2) |
C32 | 0.062 (3) | 0.079 (3) | 0.070 (3) | −0.029 (2) | 0.003 (2) | −0.050 (3) |
N9 | 0.071 (2) | 0.067 (2) | 0.057 (2) | −0.0308 (19) | 0.0068 (18) | −0.0312 (19) |
N10 | 0.104 (3) | 0.066 (2) | 0.055 (2) | −0.015 (2) | 0.005 (2) | −0.026 (2) |
N11 | 0.103 (3) | 0.0487 (19) | 0.074 (3) | −0.029 (2) | 0.019 (2) | −0.0277 (19) |
N12 | 0.090 (3) | 0.091 (3) | 0.098 (3) | −0.049 (3) | 0.030 (3) | −0.057 (3) |
C33 | 0.088 (3) | 0.047 (2) | 0.047 (2) | −0.023 (2) | −0.002 (2) | −0.0198 (19) |
C34 | 0.072 (3) | 0.055 (2) | 0.070 (3) | −0.026 (2) | 0.006 (2) | −0.039 (2) |
Geometric parameters (Å, º) top
Pb1—N12i | 2.612 (4) | C7—C13 | 1.473 (4) |
Pb1—N10 | 2.631 (4) | C8—C9 | 1.453 (4) |
Pb1—O6 | 2.668 (4) | C9—C10 | 1.360 (4) |
Pb1—O5 | 2.682 (4) | C10—C11 | 1.423 (5) |
Pb1—N5 | 2.727 (3) | C10—H10 | 0.9500 |
Pb1—N1 | 2.729 (3) | C11—C12 | 1.329 (5) |
Pb1—N6 | 2.732 (3) | C11—H11 | 0.9500 |
Pb1—N2 | 2.768 (3) | C12—H12 | 0.9500 |
O1—C12 | 1.363 (4) | C13—C14 | 1.337 (5) |
O1—C9 | 1.368 (4) | C14—C15 | 1.428 (5) |
O2—C16 | 1.367 (4) | C14—H14 | 0.9500 |
O2—C13 | 1.374 (4) | C15—C16 | 1.338 (6) |
O3—C25 | 1.368 (5) | C15—H15 | 0.9500 |
O3—C28 | 1.403 (6) | C16—H16 | 0.9500 |
O4—C32 | 1.356 (5) | C17—C18 | 1.375 (6) |
O4—C29 | 1.375 (4) | C17—H17 | 0.9500 |
O5—N9 | 1.228 (5) | C18—C19 | 1.376 (6) |
O6—N9 | 1.211 (5) | C18—H18 | 0.9500 |
O7—N9 | 1.230 (5) | C19—C20 | 1.388 (5) |
N1—C1 | 1.334 (4) | C19—H19 | 0.9500 |
N1—C5 | 1.344 (4) | C20—C21 | 1.380 (5) |
N2—C6 | 1.330 (4) | C20—H20 | 0.9500 |
N2—N3 | 1.345 (4) | C21—C22 | 1.490 (5) |
N3—C7 | 1.324 (4) | C23—C24 | 1.431 (5) |
N4—C8 | 1.343 (4) | C23—C29 | 1.465 (5) |
N4—C6 | 1.350 (4) | C24—C25 | 1.442 (5) |
N5—C17 | 1.346 (5) | C25—C26 | 1.338 (5) |
N5—C21 | 1.351 (5) | C26—C27 | 1.426 (7) |
N6—C22 | 1.337 (4) | C26—H26 | 0.9500 |
N6—N7 | 1.340 (4) | C27—C28 | 1.290 (9) |
N7—C23 | 1.328 (4) | C27—H27 | 0.9500 |
N8—C22 | 1.331 (4) | C28—H28 | 0.9500 |
N8—C24 | 1.340 (4) | C29—C30 | 1.350 (5) |
C1—C2 | 1.379 (6) | C30—C31 | 1.484 (6) |
C1—H1 | 0.9500 | C30—H30 | 0.9500 |
C2—C3 | 1.380 (6) | C31—C32 | 1.283 (6) |
C2—H2 | 0.9500 | C31—H31 | 0.9500 |
C3—C4 | 1.383 (5) | C32—H32 | 0.9500 |
C3—H3 | 0.9500 | N10—C33 | 1.149 (6) |
C4—C5 | 1.389 (5) | N11—C34 | 1.285 (6) |
C4—H4 | 0.9500 | N11—C33 | 1.308 (6) |
C5—C6 | 1.481 (4) | N12—C34 | 1.153 (6) |
C7—C8 | 1.420 (5) | N12—Pb1i | 2.612 (4) |
| | | |
N12i—Pb1—N10 | 82.91 (14) | C9—C10—C11 | 106.3 (3) |
N12i—Pb1—O6 | 142.91 (12) | C9—C10—H10 | 126.8 |
N10—Pb1—O6 | 134.11 (14) | C11—C10—H10 | 126.8 |
N12i—Pb1—O5 | 166.63 (14) | C12—C11—C10 | 106.3 (3) |
N10—Pb1—O5 | 90.29 (13) | C12—C11—H11 | 126.8 |
O6—Pb1—O5 | 45.60 (11) | C10—C11—H11 | 126.8 |
N12i—Pb1—N5 | 99.36 (14) | C11—C12—O1 | 111.6 (3) |
N10—Pb1—N5 | 76.57 (12) | C11—C12—H12 | 124.2 |
O6—Pb1—N5 | 89.53 (16) | O1—C12—H12 | 124.2 |
O5—Pb1—N5 | 90.17 (14) | C14—C13—O2 | 110.7 (3) |
N12i—Pb1—N1 | 77.78 (13) | C14—C13—C7 | 132.9 (3) |
N10—Pb1—N1 | 128.61 (12) | O2—C13—C7 | 116.3 (3) |
O6—Pb1—N1 | 78.36 (15) | C13—C14—C15 | 106.4 (4) |
O5—Pb1—N1 | 97.86 (14) | C13—C14—H14 | 126.8 |
N5—Pb1—N1 | 153.18 (9) | C15—C14—H14 | 126.8 |
N12i—Pb1—N6 | 76.89 (12) | C16—C15—C14 | 106.3 (3) |
N10—Pb1—N6 | 127.02 (11) | C16—C15—H15 | 126.8 |
O6—Pb1—N6 | 76.95 (12) | C14—C15—H15 | 126.8 |
O5—Pb1—N6 | 116.24 (11) | C15—C16—O2 | 110.9 (3) |
N5—Pb1—N6 | 59.63 (9) | C15—C16—H16 | 124.5 |
N1—Pb1—N6 | 94.10 (8) | O2—C16—H16 | 124.5 |
N12i—Pb1—N2 | 92.11 (13) | N5—C17—C18 | 123.3 (4) |
N10—Pb1—N2 | 75.13 (11) | N5—C17—H17 | 118.3 |
O6—Pb1—N2 | 99.26 (15) | C18—C17—H17 | 118.3 |
O5—Pb1—N2 | 74.98 (13) | C17—C18—C19 | 118.8 (4) |
N5—Pb1—N2 | 147.80 (9) | C17—C18—H18 | 120.6 |
N1—Pb1—N2 | 58.74 (8) | C19—C18—H18 | 120.6 |
N6—Pb1—N2 | 152.54 (9) | C18—C19—C20 | 119.2 (4) |
C12—O1—C9 | 105.9 (3) | C18—C19—H19 | 120.4 |
C16—O2—C13 | 105.6 (3) | C20—C19—H19 | 120.4 |
C25—O3—C28 | 104.2 (4) | C21—C20—C19 | 118.7 (4) |
C32—O4—C29 | 107.5 (3) | C21—C20—H20 | 120.6 |
N9—O5—Pb1 | 98.1 (3) | C19—C20—H20 | 120.6 |
N9—O6—Pb1 | 99.2 (3) | N5—C21—C20 | 122.8 (3) |
C1—N1—C5 | 117.9 (3) | N5—C21—C22 | 116.5 (3) |
C1—N1—Pb1 | 118.2 (2) | C20—C21—C22 | 120.8 (3) |
C5—N1—Pb1 | 123.8 (2) | N8—C22—N6 | 125.1 (3) |
C6—N2—N3 | 118.7 (3) | N8—C22—C21 | 117.2 (3) |
C6—N2—Pb1 | 122.7 (2) | N6—C22—C21 | 117.7 (3) |
N3—N2—Pb1 | 118.6 (2) | N7—C23—C24 | 120.2 (3) |
C7—N3—N2 | 119.0 (3) | N7—C23—C29 | 114.3 (3) |
C8—N4—C6 | 116.2 (3) | C24—C23—C29 | 125.4 (3) |
C17—N5—C21 | 117.3 (3) | N8—C24—C23 | 118.5 (3) |
C17—N5—Pb1 | 119.4 (3) | N8—C24—C25 | 115.5 (3) |
C21—N5—Pb1 | 123.0 (2) | C23—C24—C25 | 125.9 (3) |
C22—N6—N7 | 118.3 (3) | C26—C25—O3 | 111.8 (3) |
C22—N6—Pb1 | 122.8 (2) | C26—C25—C24 | 127.6 (3) |
N7—N6—Pb1 | 118.8 (2) | O3—C25—C24 | 120.5 (3) |
C23—N7—N6 | 119.9 (3) | C25—C26—C27 | 104.6 (4) |
C22—N8—C24 | 117.3 (3) | C25—C26—H26 | 127.7 |
N1—C1—C2 | 123.4 (3) | C27—C26—H26 | 127.7 |
N1—C1—H1 | 118.3 | C28—C27—C26 | 109.1 (4) |
C2—C1—H1 | 118.3 | C28—C27—H27 | 125.5 |
C1—C2—C3 | 118.5 (3) | C26—C27—H27 | 125.5 |
C1—C2—H2 | 120.8 | C27—C28—O3 | 110.2 (4) |
C3—C2—H2 | 120.8 | C27—C28—H28 | 124.9 |
C2—C3—C4 | 119.2 (4) | O3—C28—H28 | 124.9 |
C2—C3—H3 | 120.4 | C30—C29—O4 | 110.3 (3) |
C4—C3—H3 | 120.4 | C30—C29—C23 | 131.4 (3) |
C3—C4—C5 | 118.5 (3) | O4—C29—C23 | 118.2 (3) |
C3—C4—H4 | 120.7 | C29—C30—C31 | 102.9 (4) |
C5—C4—H4 | 120.7 | C29—C30—H30 | 128.5 |
N1—C5—C4 | 122.5 (3) | C31—C30—H30 | 128.5 |
N1—C5—C6 | 116.8 (3) | C32—C31—C30 | 108.8 (4) |
C4—C5—C6 | 120.7 (3) | C32—C31—H31 | 125.6 |
N2—C6—N4 | 125.4 (3) | C30—C31—H31 | 125.6 |
N2—C6—C5 | 117.3 (3) | C31—C32—O4 | 110.3 (4) |
N4—C6—C5 | 117.3 (3) | C31—C32—H32 | 124.9 |
N3—C7—C8 | 121.4 (3) | O4—C32—H32 | 124.9 |
N3—C7—C13 | 115.2 (3) | O6—N9—O5 | 116.4 (4) |
C8—C7—C13 | 123.4 (3) | O6—N9—O7 | 122.2 (4) |
N4—C8—C7 | 118.9 (3) | O5—N9—O7 | 121.2 (4) |
N4—C8—C9 | 117.7 (3) | C33—N10—Pb1 | 153.9 (4) |
C7—C8—C9 | 123.4 (3) | C34—N11—C33 | 120.7 (4) |
C10—C9—O1 | 109.9 (3) | C34—N12—Pb1i | 133.8 (4) |
C10—C9—C8 | 133.7 (3) | N10—C33—N11 | 175.2 (5) |
O1—C9—C8 | 116.4 (3) | N12—C34—N11 | 174.2 (4) |
Symmetry code: (i) −x+1, −y+1, −z+1. |
Selected bond lengths (Å) and angles (°) for DFPT and complexes 1 and
2 with standard uncertainties (s.u.) in parentheses topDFPT | | 1 | | 2 | | 2opt |
N2—N3 | 1.339 (2) | Pb1—N1 | 2.829 (3) | Pb1—N1 | 2.729 (3) | 2.591, 2.603 |
N2—C6 | 1.329 (2) | Pb1—N2 | 2.810 (3) | Pb1—N2 | 2.768 (3) | 2.624, 2.605 |
N3—C7 | 1.335 (2) | Pb1—N5 | 2.781 (3) | Pb1—N5 | 2.726 (3) | 3.096, 3.043 |
N4—C6 | 1.339 (2) | Pb1—N6 | 2.758 (3) | Pb1—N6 | 2.732 (3) | 3.056, 3.017 |
N4—C8 | 1.336 (2) | Pb1—N9 | 2.583 (3) | Pb1—N10 | 2.630 (5) | 2.696, 2.715 |
C7—C8 | 1.415 (2) | Pb1—N10aAi | 2.78 (2) | Pb1-N12 | 2.613 (6) | 2.445, 2.461 |
| | Pb1—N10bB | 2.71 (2) | | | |
| | Pb1—S1 | 3.099 (1) | Pb1—O5 | 2.681 (6) | 2.680, 2.725 |
| | Pb1—S2aA | 3.077 (2) | Pb1—O6 | 2.668 (5) | 2.907, 2.886 |
| | Pb1—S2bB'i | 3.03 (2) | | | |
N2—N3—C7 | 119.6 (1) | N1—Pb1—N2 | 57.3 (1) | N1—Pb1—N2 | 58.7 (1) | 64.0, 63.6 |
N2—C6—N4 | 125.4 (1) | N1—Pb1—N5 | 161.9 (1) | N1—Pb1—N5 | 153.2 (1) | 136.8, 138.9 |
N3—C7—C8 | 120.1 (1) | N1—Pb1—N6 | 117.9 (1) | N1—Pb1—N6 | 94.1 (1) | 87.3, 88.1 |
N3—N2—C6 | 118.1 (1) | N1—Pb1—N9 | 72.0 (1) | N1—Pb1—N10 | 128.6 (1) | 138.5, 136.1 |
N4—C6—N2 | 125.4 (1) | N1—Pb1—N10 | 128.9 (1) | N12—Pb1—O5 | 166.6 (2) | 143.1, 143.0 |
| | N9—Pb1—N10 | 158.2 (1) | O5—Pb1—O6 | 45.6 (2) | 47.5, 47.4 |
| | S1—Pb1—S2 | 148.62 (4) | | | |
Symmetry code: (i) x, y+1, z. |
Hydrogen bonds and short contacts (Å, °) for DFPT and
complexes 1 and 2 topD—H···A | D—H | H···A | Angle | D···A | Symmetry code on A atom |
DFPT | | | | | |
C3—H3···O2 | 0.939 | 2.644 | 168.4 | 3.570 (2) | x+1/2, -y+3/2, z-1/2 |
C12—H12···N1 | 0.940 | 2.694 | 130.38 | 3.380 (2) | -x, -y+1, -z+1 |
C12—H12···N4 | 0.940 | 2.683 | 160.09 | 3.582 (2) | -x, -y+1, -z+1 |
C15—H15···N2 | 0.941 | 2.681 | 133.89 | 3.402 (2) | -x+3/2, y-1/2, -z+3/2 |
C16—H16···N1 | 0.940 | 2.512 | 151.6 | 3.369 (2) | -x+1/2, y-1/2, -z+3/2 |
C1—H1py···π(fu) | 0.940 | 2.773 | 153.44 | 3.638 | - |
C14—H14fu···π(py) | 0.940 | 2.995 | 109.67 | 3.428 | - |
Complex 1 | | | | | |
C32—H32···S1 | 0.941 | 2.821 | 170.5 | 3.753 (5) | -x, y+1/2, -z+1/2 |
C28—H28···S2A | 0.940 | 2.723 | 152.8 | 3.585 (5) | x, -y+3/2, z+1/2 |
C12—H12···N9 | 0.940 | 2.395 | 130.0 | 3.085 (6) | x, -y+3/2, z-1/2 |
C15—H15···S2A | 0.94 | 2.804 | 137.5 | 3.555 (9) | -x+1, -y+2, -z |
C30—H30fu···π(fu) | 0.940 | 2.783 | 137.33 | 3.532 | - |
Complex 2 | | | | | |
C2—H2···O7 | 0.951 | 2.606 | 144.8 | 3.428 (6) | x+1, y, z-1 |
C12—H12···O7 | 0.951 | 2.638 | 166.5 | 3.569 (7) | x, y+1, -z+1 |
C11—H11···O6 | 0.950 | 2.427 | 147.8 | 3.269 (8) | -x, -y+2, -z+1 |
C15—H15···N11 | 0.951 | 2.724 | 138.9 | 3.497 (8) | x, y+1, z |
C16—H16···N12 | 0.951 | 2.629 | 146.6 | 3.463 (9) | x, y+1, z |
C18—H18···O5 | 0.950 | 2.669 | 154.6 | 3.550 (9) | x+1, y, z |
π–π stacking interactions dimensions (Å, °) in complexes 1
and 2 top | Centroid–centroid distance | Angle between the planes | Perpendicular distance | Slippage | Type |
DFPT | 3.582 | 0 | 3.429 | 1.036 | π(tz)···π(tz) |
1 | 3.508 | 6.27 | | | π(tz)···π(fu) |
3.899 | 5.99 | | | π(fu)···π(py) | |
2 | 3.801 | 12.94 | | | π(fu)···π(tz) |
4.074 | 7.35 | | | π(fu)···π(py) | |
3.537 | 6.93 | | | π(fu)···π(tz) | |