Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229616008755/lg3189sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229616008755/lg3189Isup2.hkl |
CCDC reference: 1482579
Data collection: APEX2 (Bruker, 2014); cell refinement: SAINT (Bruker, 2014); data reduction: SAINT (Bruker, 2014); program(s) used to solve structure: SHELXT2014 (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015b); molecular graphics: DIAMOND (Brandenburg, 2012); software used to prepare material for publication: WinGX (Farrugia, 2012).
[Pb2(C14H10N2O2)2] | Z = 2 |
Mr = 890.86 | F(000) = 824 |
Triclinic, P1 | Dx = 2.297 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 8.3754 (7) Å | Cell parameters from 9872 reflections |
b = 12.6354 (10) Å | θ = 2.8–28.3° |
c = 13.6686 (11) Å | µ = 13.10 mm−1 |
α = 112.213 (3)° | T = 300 K |
β = 101.395 (3)° | Plate |
γ = 95.781 (3)° | 0.11 × 0.06 × 0.05 mm |
V = 1287.99 (18) Å3 |
Bruker APEXII CCD diffractometer | Rint = 0.036 |
Absorption correction: multi-scan (SADABS; Bruker, 2014) | θmax = 28.4°, θmin = 2.5° |
Tmin = 0.526, Tmax = 0.746 | h = −11→11 |
45814 measured reflections | k = −16→16 |
6413 independent reflections | l = −18→18 |
5551 reflections with I > 2σ(I) |
Refinement on F2 | 0 constraints |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.018 | H-atom parameters constrained |
wR(F2) = 0.037 | w = 1/[σ2(Fo2) + (0.0126P)2 + 0.6635P] where P = (Fo2 + 2Fc2)/3 |
S = 1.07 | (Δ/σ)max = 0.002 |
6413 reflections | Δρmax = 0.35 e Å−3 |
343 parameters | Δρmin = −0.83 e Å−3 |
0 restraints |
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. |
x | y | z | Uiso*/Ueq | ||
Pb1A | 0.30861 (2) | 0.58062 (2) | 0.50254 (2) | 0.03340 (3) | |
O1A | 0.5022 (2) | 0.50480 (18) | 0.60080 (15) | 0.0384 (5) | |
O2A | 0.1000 (2) | 0.47024 (18) | 0.34376 (16) | 0.0406 (5) | |
N1A | 0.1560 (3) | 0.41253 (18) | 0.51006 (17) | 0.0296 (5) | |
N2A | 0.0066 (3) | 0.35826 (19) | 0.42986 (18) | 0.0323 (5) | |
C1A | 0.4796 (3) | 0.4751 (2) | 0.6818 (2) | 0.0314 (6) | |
C2A | 0.6111 (3) | 0.5049 (3) | 0.7748 (2) | 0.0392 (6) | |
H2A | 0.7123 | 0.5476 | 0.7805 | 0.047* | |
C3A | 0.5922 (4) | 0.4717 (3) | 0.8576 (2) | 0.0413 (7) | |
H3A | 0.6809 | 0.493 | 0.9187 | 0.05* | |
C4A | 0.4447 (4) | 0.4077 (3) | 0.8520 (2) | 0.0432 (7) | |
H4A | 0.434 | 0.3845 | 0.9077 | 0.052* | |
C5A | 0.3139 (4) | 0.3787 (2) | 0.7625 (2) | 0.0379 (6) | |
H5A | 0.2141 | 0.3357 | 0.7583 | 0.046* | |
C6A | 0.3264 (3) | 0.4123 (2) | 0.6768 (2) | 0.0293 (5) | |
C7A | 0.1797 (3) | 0.3771 (2) | 0.5874 (2) | 0.0304 (5) | |
H7A | 0.0935 | 0.3234 | 0.5857 | 0.037* | |
C8A | −0.0028 (3) | 0.3905 (2) | 0.3481 (2) | 0.0332 (6) | |
C9A | −0.1453 (3) | 0.3260 (3) | 0.2512 (2) | 0.0377 (6) | |
C10A | −0.2442 (4) | 0.2256 (3) | 0.2388 (3) | 0.0591 (9) | |
H10A | −0.2231 | 0.1967 | 0.2923 | 0.071* | |
C11A | −0.3751 (5) | 0.1674 (4) | 0.1466 (3) | 0.0792 (14) | |
H11A | −0.442 | 0.0998 | 0.1386 | 0.095* | |
C12A | −0.4059 (5) | 0.2095 (4) | 0.0675 (3) | 0.0773 (14) | |
H12A | −0.4945 | 0.1706 | 0.006 | 0.093* | |
C13A | −0.3079 (5) | 0.3078 (4) | 0.0780 (3) | 0.0688 (12) | |
H13A | −0.3292 | 0.3351 | 0.0233 | 0.083* | |
C14A | −0.1769 (4) | 0.3674 (3) | 0.1692 (2) | 0.0494 (8) | |
H14A | −0.1103 | 0.4346 | 0.1761 | 0.059* | |
Pb1B | 0.77237 (2) | −0.08040 (2) | 0.47237 (2) | 0.03558 (3) | |
O1B | 1.0121 (2) | 0.04723 (18) | 0.60986 (16) | 0.0397 (5) | |
O2B | 0.5972 (3) | −0.04032 (18) | 0.34333 (16) | 0.0446 (5) | |
N1B | 0.7023 (3) | 0.11001 (19) | 0.54610 (18) | 0.0324 (5) | |
N2B | 0.5687 (3) | 0.12917 (19) | 0.47991 (18) | 0.0348 (5) | |
C1B | 1.0122 (3) | 0.1219 (2) | 0.7105 (2) | 0.0335 (6) | |
C2B | 1.1355 (4) | 0.1321 (3) | 0.8009 (3) | 0.0443 (7) | |
H2B | 1.2136 | 0.0842 | 0.7912 | 0.053* | |
C3B | 1.1424 (4) | 0.2125 (3) | 0.9044 (3) | 0.0510 (8) | |
H3B | 1.2247 | 0.2173 | 0.9636 | 0.061* | |
C4B | 1.0303 (4) | 0.2852 (3) | 0.9216 (3) | 0.0557 (9) | |
H4B | 1.0373 | 0.3399 | 0.9915 | 0.067* | |
C5B | 0.9073 (4) | 0.2761 (3) | 0.8341 (3) | 0.0479 (8) | |
H5B | 0.8316 | 0.3257 | 0.8456 | 0.057* | |
C6B | 0.8931 (3) | 0.1938 (2) | 0.7277 (2) | 0.0340 (6) | |
C7B | 0.7554 (3) | 0.1906 (2) | 0.6429 (2) | 0.0357 (6) | |
H7B | 0.7004 | 0.253 | 0.6604 | 0.043* | |
C8B | 0.5305 (3) | 0.0489 (2) | 0.3789 (2) | 0.0324 (6) | |
C9B | 0.3971 (3) | 0.0648 (2) | 0.2984 (2) | 0.0322 (6) | |
C10B | 0.3363 (4) | 0.1673 (3) | 0.3229 (2) | 0.0408 (7) | |
H10B | 0.3732 | 0.2265 | 0.3928 | 0.049* | |
C11B | 0.2207 (4) | 0.1814 (3) | 0.2435 (3) | 0.0563 (9) | |
H11B | 0.1825 | 0.2511 | 0.2593 | 0.068* | |
C12B | 0.1623 (4) | 0.0921 (3) | 0.1410 (3) | 0.0601 (9) | |
H12B | 0.0847 | 0.1018 | 0.0877 | 0.072* | |
C13B | 0.2180 (4) | −0.0109 (3) | 0.1170 (3) | 0.0529 (8) | |
H13B | 0.1759 | −0.0713 | 0.0481 | 0.063* | |
C14B | 0.3359 (4) | −0.0256 (3) | 0.1942 (2) | 0.0423 (7) | |
H14B | 0.3746 | −0.0951 | 0.1771 | 0.051* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Pb1A | 0.02539 (5) | 0.03970 (6) | 0.03983 (6) | 0.00318 (4) | 0.01028 (4) | 0.02113 (5) |
O1A | 0.0265 (9) | 0.0655 (13) | 0.0364 (10) | 0.0106 (9) | 0.0132 (8) | 0.0319 (10) |
O2A | 0.0304 (10) | 0.0584 (13) | 0.0388 (11) | 0.0033 (9) | 0.0096 (8) | 0.0271 (10) |
N1A | 0.0251 (11) | 0.0335 (11) | 0.0296 (11) | 0.0048 (9) | 0.0078 (9) | 0.0121 (9) |
N2A | 0.0253 (11) | 0.0361 (12) | 0.0315 (12) | 0.0016 (9) | 0.0056 (9) | 0.0115 (10) |
C1A | 0.0292 (13) | 0.0425 (15) | 0.0296 (13) | 0.0141 (11) | 0.0131 (11) | 0.0179 (12) |
C2A | 0.0276 (14) | 0.0575 (18) | 0.0359 (15) | 0.0070 (13) | 0.0109 (11) | 0.0215 (14) |
C3A | 0.0379 (16) | 0.0576 (19) | 0.0317 (15) | 0.0123 (14) | 0.0072 (12) | 0.0219 (14) |
C4A | 0.0500 (18) | 0.0553 (18) | 0.0340 (15) | 0.0111 (15) | 0.0124 (13) | 0.0274 (14) |
C5A | 0.0390 (16) | 0.0430 (16) | 0.0386 (15) | 0.0045 (12) | 0.0128 (12) | 0.0234 (13) |
C6A | 0.0307 (13) | 0.0310 (13) | 0.0300 (13) | 0.0086 (10) | 0.0113 (10) | 0.0142 (11) |
C7A | 0.0292 (13) | 0.0288 (13) | 0.0356 (14) | 0.0055 (10) | 0.0100 (11) | 0.0146 (11) |
C8A | 0.0229 (13) | 0.0439 (15) | 0.0308 (14) | 0.0084 (11) | 0.0086 (10) | 0.0118 (12) |
C9A | 0.0267 (14) | 0.0519 (17) | 0.0307 (14) | 0.0114 (12) | 0.0094 (11) | 0.0106 (13) |
C10A | 0.0476 (19) | 0.076 (2) | 0.0379 (18) | −0.0128 (17) | 0.0081 (15) | 0.0135 (17) |
C11A | 0.052 (2) | 0.106 (3) | 0.045 (2) | −0.028 (2) | 0.0095 (17) | 0.005 (2) |
C12A | 0.038 (2) | 0.125 (4) | 0.035 (2) | 0.015 (2) | 0.0004 (15) | 0.001 (2) |
C13A | 0.061 (2) | 0.099 (3) | 0.0372 (19) | 0.035 (2) | 0.0021 (17) | 0.018 (2) |
C14A | 0.0506 (19) | 0.062 (2) | 0.0350 (16) | 0.0240 (16) | 0.0096 (14) | 0.0162 (15) |
Pb1B | 0.02857 (6) | 0.03555 (6) | 0.04498 (7) | 0.01248 (4) | 0.01379 (5) | 0.01524 (5) |
O1B | 0.0261 (10) | 0.0526 (12) | 0.0382 (11) | 0.0107 (9) | 0.0113 (8) | 0.0139 (9) |
O2B | 0.0389 (11) | 0.0518 (12) | 0.0380 (11) | 0.0230 (10) | 0.0092 (9) | 0.0098 (9) |
N1B | 0.0248 (11) | 0.0353 (12) | 0.0364 (12) | 0.0074 (9) | 0.0066 (9) | 0.0140 (10) |
N2B | 0.0292 (12) | 0.0375 (12) | 0.0355 (12) | 0.0093 (9) | 0.0041 (9) | 0.0137 (10) |
C1B | 0.0254 (13) | 0.0419 (15) | 0.0351 (14) | 0.0026 (11) | 0.0113 (11) | 0.0167 (12) |
C2B | 0.0321 (15) | 0.064 (2) | 0.0461 (18) | 0.0131 (14) | 0.0114 (13) | 0.0304 (16) |
C3B | 0.0363 (17) | 0.076 (2) | 0.0360 (17) | 0.0044 (16) | 0.0014 (13) | 0.0237 (16) |
C4B | 0.0420 (18) | 0.073 (2) | 0.0347 (17) | 0.0035 (16) | 0.0060 (14) | 0.0068 (16) |
C5B | 0.0386 (17) | 0.0500 (18) | 0.0430 (17) | 0.0103 (14) | 0.0094 (14) | 0.0061 (14) |
C6B | 0.0292 (13) | 0.0365 (14) | 0.0329 (14) | 0.0025 (11) | 0.0084 (11) | 0.0112 (12) |
C7B | 0.0308 (14) | 0.0343 (14) | 0.0402 (16) | 0.0089 (11) | 0.0094 (12) | 0.0127 (12) |
C8B | 0.0253 (13) | 0.0356 (14) | 0.0377 (15) | 0.0070 (11) | 0.0124 (11) | 0.0141 (12) |
C9B | 0.0216 (12) | 0.0404 (15) | 0.0366 (14) | 0.0049 (11) | 0.0093 (11) | 0.0170 (12) |
C10B | 0.0321 (15) | 0.0442 (16) | 0.0418 (16) | 0.0098 (12) | 0.0080 (12) | 0.0132 (13) |
C11B | 0.0456 (19) | 0.062 (2) | 0.065 (2) | 0.0261 (17) | 0.0087 (16) | 0.0286 (19) |
C12B | 0.0405 (19) | 0.084 (3) | 0.052 (2) | 0.0200 (18) | −0.0027 (15) | 0.0284 (19) |
C13B | 0.0408 (18) | 0.063 (2) | 0.0410 (18) | 0.0066 (16) | 0.0011 (14) | 0.0124 (16) |
C14B | 0.0371 (16) | 0.0456 (17) | 0.0417 (17) | 0.0078 (13) | 0.0096 (13) | 0.0156 (14) |
Pb1A—O2A | 2.330 (2) | Pb1B—O2B | 2.307 (2) |
Pb1A—O1Ai | 2.3974 (19) | Pb1B—O1Biii | 2.3881 (19) |
Pb1A—O1A | 2.4032 (18) | Pb1B—O1B | 2.3935 (19) |
Pb1A—N1A | 2.413 (2) | Pb1B—N1B | 2.415 (2) |
Pb1A—N2Aii | 3.042 (3) | Pb1B—N2Biv | 3.107 (3) |
O1A—C1A | 1.336 (3) | O1B—C1B | 1.342 (3) |
O1A—Pb1Ai | 2.3973 (19) | O1B—Pb1Biii | 2.3881 (19) |
O2A—C8A | 1.284 (3) | O2B—C8B | 1.281 (3) |
N1A—C7A | 1.285 (3) | N1B—C7B | 1.282 (3) |
N1A—N2A | 1.398 (3) | N1B—N2B | 1.396 (3) |
N2A—C8A | 1.319 (3) | N2B—C8B | 1.318 (3) |
C1A—C2A | 1.404 (4) | C1B—C2B | 1.400 (4) |
C1A—C6A | 1.414 (4) | C1B—C6B | 1.411 (4) |
C2A—C3A | 1.379 (4) | C2B—C3B | 1.380 (4) |
C2A—H2A | 0.93 | C2B—H2B | 0.93 |
C3A—C4A | 1.379 (4) | C3B—C4B | 1.371 (5) |
C3A—H3A | 0.93 | C3B—H3B | 0.93 |
C4A—C5A | 1.372 (4) | C4B—C5B | 1.375 (4) |
C4A—H4A | 0.93 | C4B—H4B | 0.93 |
C5A—C6A | 1.406 (4) | C5B—C6B | 1.405 (4) |
C5A—H5A | 0.93 | C5B—H5B | 0.93 |
C6A—C7A | 1.444 (4) | C6B—C7B | 1.450 (4) |
C7A—H7A | 0.93 | C7B—H7B | 0.93 |
C8A—C9A | 1.486 (4) | C8B—C9B | 1.492 (4) |
C9A—C10A | 1.376 (5) | C9B—C10B | 1.386 (4) |
C9A—C14A | 1.397 (4) | C9B—C14B | 1.400 (4) |
C10A—C11A | 1.386 (5) | C10B—C11B | 1.383 (4) |
C10A—H10A | 0.93 | C10B—H10B | 0.93 |
C11A—C12A | 1.368 (6) | C11B—C12B | 1.378 (5) |
C11A—H11A | 0.93 | C11B—H11B | 0.93 |
C12A—C13A | 1.360 (6) | C12B—C13B | 1.371 (5) |
C12A—H12A | 0.93 | C12B—H12B | 0.93 |
C13A—C14A | 1.381 (5) | C13B—C14B | 1.377 (4) |
C13A—H13A | 0.93 | C13B—H13B | 0.93 |
C14A—H14A | 0.93 | C14B—H14B | 0.93 |
O2A—Pb1A—O1Ai | 85.92 (7) | O2B—Pb1B—O1Biii | 86.73 (7) |
O2A—Pb1A—O1A | 125.74 (7) | O2B—Pb1B—O1B | 127.32 (7) |
O1Ai—Pb1A—O1A | 68.58 (7) | O1Biii—Pb1B—O1B | 69.80 (8) |
O2A—Pb1A—N1A | 66.78 (7) | O2B—Pb1B—N1B | 66.89 (7) |
O1Ai—Pb1A—N1A | 101.56 (7) | O1Biii—Pb1B—N1B | 102.25 (7) |
O1A—Pb1A—N1A | 72.48 (7) | O1B—Pb1B—N1B | 72.92 (7) |
C1A—O1A—Pb1Ai | 119.29 (16) | C1B—O1B—Pb1Biii | 120.53 (16) |
C1A—O1A—Pb1A | 125.62 (16) | C1B—O1B—Pb1B | 125.45 (16) |
Pb1Ai—O1A—Pb1A | 111.42 (7) | Pb1Biii—O1B—Pb1B | 110.20 (8) |
C8A—O2A—Pb1A | 116.58 (16) | C8B—O2B—Pb1B | 116.82 (17) |
C7A—N1A—N2A | 114.7 (2) | C7B—N1B—N2B | 114.6 (2) |
C7A—N1A—Pb1A | 128.26 (17) | C7B—N1B—Pb1B | 129.00 (18) |
N2A—N1A—Pb1A | 116.06 (15) | N2B—N1B—Pb1B | 115.69 (15) |
C8A—N2A—N1A | 111.5 (2) | C8B—N2B—N1B | 111.4 (2) |
O1A—C1A—C2A | 119.9 (2) | O1B—C1B—C2B | 119.9 (3) |
O1A—C1A—C6A | 122.0 (2) | O1B—C1B—C6B | 121.5 (2) |
C2A—C1A—C6A | 118.1 (2) | C2B—C1B—C6B | 118.6 (3) |
C3A—C2A—C1A | 120.9 (3) | C3B—C2B—C1B | 120.7 (3) |
C3A—C2A—H2A | 119.6 | C3B—C2B—H2B | 119.6 |
C1A—C2A—H2A | 119.6 | C1B—C2B—H2B | 119.6 |
C2A—C3A—C4A | 121.4 (3) | C4B—C3B—C2B | 121.2 (3) |
C2A—C3A—H3A | 119.3 | C4B—C3B—H3B | 119.4 |
C4A—C3A—H3A | 119.3 | C2B—C3B—H3B | 119.4 |
C5A—C4A—C3A | 118.7 (3) | C3B—C4B—C5B | 119.1 (3) |
C5A—C4A—H4A | 120.6 | C3B—C4B—H4B | 120.5 |
C3A—C4A—H4A | 120.6 | C5B—C4B—H4B | 120.5 |
C4A—C5A—C6A | 121.9 (3) | C4B—C5B—C6B | 121.7 (3) |
C4A—C5A—H5A | 119 | C4B—C5B—H5B | 119.1 |
C6A—C5A—H5A | 119 | C6B—C5B—H5B | 119.1 |
C5A—C6A—C1A | 119.0 (2) | C5B—C6B—C1B | 118.7 (3) |
C5A—C6A—C7A | 116.7 (2) | C5B—C6B—C7B | 116.5 (3) |
C1A—C6A—C7A | 124.3 (2) | C1B—C6B—C7B | 124.9 (2) |
N1A—C7A—C6A | 126.7 (2) | N1B—C7B—C6B | 126.2 (3) |
N1A—C7A—H7A | 116.7 | N1B—C7B—H7B | 116.9 |
C6A—C7A—H7A | 116.7 | C6B—C7B—H7B | 116.9 |
O2A—C8A—N2A | 126.4 (2) | O2B—C8B—N2B | 126.5 (2) |
O2A—C8A—C9A | 117.6 (2) | O2B—C8B—C9B | 117.1 (2) |
N2A—C8A—C9A | 116.0 (2) | N2B—C8B—C9B | 116.4 (2) |
C10A—C9A—C14A | 119.3 (3) | C10B—C9B—C14B | 119.4 (3) |
C10A—C9A—C8A | 122.0 (3) | C10B—C9B—C8B | 121.9 (2) |
C14A—C9A—C8A | 118.7 (3) | C14B—C9B—C8B | 118.6 (2) |
C9A—C10A—C11A | 120.2 (4) | C11B—C10B—C9B | 120.0 (3) |
C9A—C10A—H10A | 119.9 | C11B—C10B—H10B | 120 |
C11A—C10A—H10A | 119.9 | C9B—C10B—H10B | 120 |
C12A—C11A—C10A | 120.0 (4) | C12B—C11B—C10B | 120.0 (3) |
C12A—C11A—H11A | 120 | C12B—C11B—H11B | 120 |
C10A—C11A—H11A | 120 | C10B—C11B—H11B | 120 |
C13A—C12A—C11A | 120.4 (3) | C13B—C12B—C11B | 120.4 (3) |
C13A—C12A—H12A | 119.8 | C13B—C12B—H12B | 119.8 |
C11A—C12A—H12A | 119.8 | C11B—C12B—H12B | 119.8 |
C12A—C13A—C14A | 120.6 (4) | C12B—C13B—C14B | 120.5 (3) |
C12A—C13A—H13A | 119.7 | C12B—C13B—H13B | 119.8 |
C14A—C13A—H13A | 119.7 | C14B—C13B—H13B | 119.8 |
C13A—C14A—C9A | 119.5 (4) | C13B—C14B—C9B | 119.6 (3) |
C13A—C14A—H14A | 120.3 | C13B—C14B—H14B | 120.2 |
C9A—C14A—H14A | 120.3 | C9B—C14B—H14B | 120.2 |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x, −y+1, −z+1; (iii) −x+2, −y, −z+1; (iv) −x+1, −y, −z+1. |