Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536809052647/bt5131sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536809052647/bt5131Isup2.hkl |
CCDC reference: 766674
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.012 Å
- R factor = 0.041
- wR factor = 0.099
- Data-to-parameter ratio = 14.9
checkCIF/PLATON results
No syntax errors found
Alert level A PLAT242_ALERT_2_A Check Low Ueq as Compared to Neighbors for N6
Author Response: This belong to the nitrate ion. There is some possible disorder in the oxygen atoms but it is not necessary to treat it. The ion binds through only one oxygen atom . |
Alert level B PLAT220_ALERT_2_B Large Non-Solvent O Ueq(max)/Ueq(min) ... 4.18 Ratio PLAT152_ALERT_1_B The Supplied and Calc. Volume s.u. Differ by ... 4 Units
Alert level C PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.98 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O3 PLAT342_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang .. 12 PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L= 0.600 34 PLAT971_ALERT_2_C Large Calcd. Non-Metal Positive Residual Density 1.76 eA-3 PLAT971_ALERT_2_C Large Calcd. Non-Metal Positive Residual Density 1.61 eA-3 PLAT971_ALERT_2_C Large Calcd. Non-Metal Positive Residual Density 1.58 eA-3 PLAT971_ALERT_2_C Large Calcd. Non-Metal Positive Residual Density 1.52 eA-3 PLAT041_ALERT_1_C Calc. and Reported SumFormula Strings Differ ? PLAT042_ALERT_1_C Calc. and Reported MoietyFormula Strings Differ ? PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............ 2.00 Ratio PLAT912_ALERT_4_C Missing # of FCF Reflections Above STh/L= 0.600 78
Alert level G PLAT154_ALERT_1_G The su's on the Cell Angles are Equal (x 10000) 100 Deg. PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature 293 K
1 ALERT level A = In general: serious problem 2 ALERT level B = Potentially serious problem 12 ALERT level C = Check and explain 3 ALERT level G = General alerts; check 7 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 7 ALERT type 2 Indicator that the structure model may be wrong or deficient 3 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
Lead nitrate (0.250 mmol), 2-(6-(1H-benzo[d]imidazol-2-yl)pyridin-2-yl)-1H-benzo[d]imidazole (0.250 mmol), adipic acid (0.125 mmol) and water (10 ml) were sealed in a 25 ml Teflon-lined, stainless-steel Parr bomb. The bomb was heated at 413 K for 4 days and cooled to room temperature. Brown block-shaped crystals were colleacted and washed in water; the yield was 25%.
Hydrogen atoms were generated geometrically and were constrained to ride on their parent atoms [C–H = 0.93, N–H 0.86 Å; Uiso(H) =1.2Ueq(C,N)].
The final difference Fourier map had a peak near C14 and a hole near H2a.
Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2009).
[Pb2(C6H8O4)(NO3)2(C19H13N5)2] | Z = 1 |
Mr = 1305.21 | F(000) = 626 |
Triclinic, P1 | Dx = 2.047 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 9.3470 (7) Å | Cell parameters from 3150 reflections |
b = 10.6433 (8) Å | θ = 2.2–24.8° |
c = 11.3776 (8) Å | µ = 8.02 mm−1 |
α = 106.696 (1)° | T = 293 K |
β = 95.343 (1)° | Block, brown |
γ = 99.117 (1)° | 0.26 × 0.12 × 0.08 mm |
V = 1058.9 (1) Å3 |
Bruker APEXII diffractometer | 4561 independent reflections |
Radiation source: fine-focus sealed tube | 3586 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.036 |
ϕ and ω scans | θmax = 27.1°, θmin = 1.9° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −11→11 |
Tmin = 0.230, Tmax = 0.566 | k = −13→13 |
8299 measured reflections | l = −14→14 |
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)] = 0.041 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.099 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0524P)2] where P = (Fo2 + 2Fc2)/3 |
4561 reflections | (Δ/σ)max = 0.001 |
307 parameters | Δρmax = 1.93 e Å−3 |
0 restraints | Δρmin = −1.17 e Å−3 |
[Pb2(C6H8O4)(NO3)2(C19H13N5)2] | γ = 99.117 (1)° |
Mr = 1305.21 | V = 1058.9 (1) Å3 |
Triclinic, P1 | Z = 1 |
a = 9.3470 (7) Å | Mo Kα radiation |
b = 10.6433 (8) Å | µ = 8.02 mm−1 |
c = 11.3776 (8) Å | T = 293 K |
α = 106.696 (1)° | 0.26 × 0.12 × 0.08 mm |
β = 95.343 (1)° |
Bruker APEXII diffractometer | 4561 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 3586 reflections with I > 2σ(I) |
Tmin = 0.230, Tmax = 0.566 | Rint = 0.036 |
8299 measured reflections |
R[F2 > 2σ(F2)] = 0.041 | 0 restraints |
wR(F2) = 0.099 | H-atom parameters constrained |
S = 1.02 | Δρmax = 1.93 e Å−3 |
4561 reflections | Δρmin = −1.17 e Å−3 |
307 parameters |
x | y | z | Uiso*/Ueq | ||
Pb1 | 1.07669 (3) | 0.71714 (3) | 0.65491 (3) | 0.02682 (11) | |
O1 | 0.8637 (6) | 0.6980 (5) | 0.5092 (5) | 0.0341 (13) | |
O2 | 0.8304 (6) | 0.4985 (5) | 0.5330 (5) | 0.0381 (13) | |
O3 | 1.2560 (7) | 0.8902 (7) | 0.8623 (6) | 0.0579 (18) | |
O4 | 1.3952 (11) | 0.7543 (10) | 0.8022 (10) | 0.126 (5) | |
O5 | 1.4055 (12) | 0.8554 (14) | 0.9916 (9) | 0.141 (5) | |
N1 | 1.1854 (7) | 0.8782 (6) | 0.5449 (5) | 0.0286 (14) | |
N2 | 1.2263 (6) | 1.0797 (6) | 0.5237 (5) | 0.0274 (14) | |
H2 | 1.2215 | 1.1621 | 0.5343 | 0.033* | |
N3 | 1.0091 (7) | 0.9473 (6) | 0.7236 (5) | 0.0251 (13) | |
N4 | 0.8962 (7) | 0.7470 (6) | 0.8149 (6) | 0.0329 (15) | |
N5 | 0.7760 (7) | 0.8747 (6) | 0.9451 (6) | 0.0352 (16) | |
H5 | 0.7435 | 0.9440 | 0.9839 | 0.042* | |
N6 | 1.3504 (9) | 0.8307 (8) | 0.8859 (7) | 0.052 (2) | |
C1 | 1.2754 (8) | 0.8763 (7) | 0.4564 (7) | 0.0262 (16) | |
C2 | 1.3328 (9) | 0.7741 (8) | 0.3826 (7) | 0.0324 (18) | |
H2A | 1.3132 | 0.6882 | 0.3893 | 0.039* | |
C3 | 1.4197 (9) | 0.8036 (8) | 0.2989 (7) | 0.0349 (19) | |
H3 | 1.4600 | 0.7366 | 0.2490 | 0.042* | |
C4 | 1.4490 (9) | 0.9331 (9) | 0.2873 (7) | 0.0369 (19) | |
H4 | 1.5085 | 0.9499 | 0.2303 | 0.044* | |
C5 | 1.3918 (8) | 1.0343 (8) | 0.3581 (7) | 0.0350 (19) | |
H5A | 1.4106 | 1.1200 | 0.3508 | 0.042* | |
C6 | 1.3046 (8) | 1.0032 (7) | 0.4412 (7) | 0.0278 (16) | |
C7 | 1.1608 (8) | 1.0009 (7) | 0.5828 (6) | 0.0258 (16) | |
C8 | 1.0701 (7) | 1.0443 (7) | 0.6764 (6) | 0.0208 (14) | |
C9 | 1.0481 (8) | 1.1737 (7) | 0.7213 (8) | 0.0344 (18) | |
H9 | 1.0887 | 1.2392 | 0.6882 | 0.041* | |
C10 | 0.9640 (9) | 1.2052 (8) | 0.8172 (7) | 0.038 (2) | |
H10 | 0.9509 | 1.2926 | 0.8495 | 0.045* | |
C11 | 0.9004 (9) | 1.1077 (8) | 0.8642 (7) | 0.0340 (18) | |
H11 | 0.8428 | 1.1276 | 0.9269 | 0.041* | |
C12 | 0.9248 (8) | 0.9783 (7) | 0.8148 (7) | 0.0263 (16) | |
C13 | 0.8642 (8) | 0.8677 (8) | 0.8563 (7) | 0.0299 (17) | |
C14 | 0.7477 (9) | 0.7502 (8) | 0.9616 (8) | 0.0345 (18) | |
C15 | 0.6696 (9) | 0.7026 (9) | 1.0431 (8) | 0.041 (2) | |
H15 | 0.6169 | 0.7550 | 1.0960 | 0.049* | |
C16 | 0.6744 (9) | 0.5751 (10) | 1.0410 (8) | 0.046 (2) | |
H16 | 0.6258 | 0.5401 | 1.0958 | 0.056* | |
C17 | 0.7503 (11) | 0.4942 (10) | 0.9588 (9) | 0.056 (3) | |
H17 | 0.7483 | 0.4066 | 0.9590 | 0.067* | |
C18 | 0.8266 (11) | 0.5409 (9) | 0.8793 (9) | 0.050 (2) | |
H18 | 0.8782 | 0.4876 | 0.8261 | 0.060* | |
C19 | 0.8245 (9) | 0.6720 (8) | 0.8805 (7) | 0.0333 (18) | |
C20 | 0.7885 (8) | 0.5807 (7) | 0.4878 (7) | 0.0264 (16) | |
C21 | 0.6450 (8) | 0.5467 (8) | 0.4015 (8) | 0.039 (2) | |
H21A | 0.6606 | 0.4989 | 0.3187 | 0.047* | |
H21B | 0.6159 | 0.6292 | 0.3982 | 0.047* | |
C22 | 0.5208 (9) | 0.4628 (8) | 0.4384 (7) | 0.038 (2) | |
H22A | 0.5500 | 0.3811 | 0.4443 | 0.045* | |
H22B | 0.4361 | 0.4383 | 0.3746 | 0.045* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Pb1 | 0.02973 (17) | 0.02289 (16) | 0.03042 (16) | 0.00981 (11) | 0.00830 (11) | 0.00846 (11) |
O1 | 0.030 (3) | 0.025 (3) | 0.046 (3) | 0.003 (2) | 0.003 (3) | 0.013 (2) |
O2 | 0.041 (3) | 0.027 (3) | 0.051 (4) | 0.009 (3) | 0.010 (3) | 0.016 (3) |
O3 | 0.053 (4) | 0.060 (4) | 0.052 (4) | 0.031 (4) | −0.009 (3) | −0.001 (3) |
O4 | 0.127 (9) | 0.126 (9) | 0.097 (7) | 0.085 (7) | −0.009 (6) | −0.034 (6) |
O5 | 0.122 (9) | 0.244 (14) | 0.055 (6) | 0.098 (9) | −0.008 (6) | 0.017 (7) |
N1 | 0.035 (4) | 0.022 (3) | 0.030 (3) | 0.007 (3) | 0.011 (3) | 0.008 (3) |
N2 | 0.030 (3) | 0.022 (3) | 0.031 (3) | 0.006 (3) | 0.007 (3) | 0.008 (3) |
N3 | 0.031 (3) | 0.019 (3) | 0.025 (3) | 0.009 (3) | 0.003 (3) | 0.004 (2) |
N4 | 0.038 (4) | 0.029 (4) | 0.036 (4) | 0.011 (3) | 0.016 (3) | 0.010 (3) |
N5 | 0.033 (4) | 0.033 (4) | 0.039 (4) | 0.010 (3) | 0.019 (3) | 0.004 (3) |
N6 | 0.057 (5) | 0.062 (5) | 0.037 (4) | 0.029 (4) | 0.006 (4) | 0.005 (4) |
C1 | 0.022 (4) | 0.025 (4) | 0.028 (4) | 0.002 (3) | −0.002 (3) | 0.007 (3) |
C2 | 0.042 (5) | 0.027 (4) | 0.032 (4) | 0.014 (4) | 0.011 (4) | 0.010 (3) |
C3 | 0.036 (5) | 0.042 (5) | 0.027 (4) | 0.014 (4) | 0.010 (3) | 0.006 (3) |
C4 | 0.036 (5) | 0.050 (5) | 0.027 (4) | 0.007 (4) | 0.007 (4) | 0.015 (4) |
C5 | 0.033 (4) | 0.033 (4) | 0.040 (5) | −0.003 (4) | 0.002 (4) | 0.019 (4) |
C6 | 0.022 (4) | 0.030 (4) | 0.028 (4) | 0.004 (3) | 0.000 (3) | 0.005 (3) |
C7 | 0.025 (4) | 0.024 (4) | 0.024 (4) | 0.000 (3) | 0.001 (3) | 0.004 (3) |
C8 | 0.009 (3) | 0.027 (4) | 0.020 (3) | 0.002 (3) | −0.007 (3) | 0.002 (3) |
C9 | 0.032 (4) | 0.022 (4) | 0.045 (5) | 0.000 (3) | −0.005 (4) | 0.012 (3) |
C10 | 0.050 (5) | 0.023 (4) | 0.039 (5) | 0.018 (4) | 0.011 (4) | −0.001 (3) |
C11 | 0.034 (4) | 0.034 (4) | 0.031 (4) | 0.009 (4) | 0.013 (3) | 0.001 (3) |
C12 | 0.029 (4) | 0.019 (4) | 0.030 (4) | 0.010 (3) | 0.003 (3) | 0.003 (3) |
C13 | 0.028 (4) | 0.029 (4) | 0.029 (4) | 0.005 (3) | 0.002 (3) | 0.005 (3) |
C14 | 0.034 (5) | 0.027 (4) | 0.042 (5) | 0.004 (3) | 0.005 (4) | 0.011 (4) |
C15 | 0.027 (4) | 0.049 (5) | 0.048 (5) | 0.003 (4) | 0.018 (4) | 0.015 (4) |
C16 | 0.038 (5) | 0.060 (6) | 0.047 (5) | −0.003 (4) | 0.012 (4) | 0.029 (5) |
C17 | 0.068 (7) | 0.047 (6) | 0.046 (6) | −0.006 (5) | 0.008 (5) | 0.013 (5) |
C18 | 0.070 (7) | 0.032 (5) | 0.054 (6) | 0.016 (5) | 0.027 (5) | 0.014 (4) |
C19 | 0.033 (4) | 0.032 (4) | 0.035 (4) | 0.009 (4) | 0.012 (4) | 0.007 (3) |
C20 | 0.026 (4) | 0.019 (4) | 0.031 (4) | 0.003 (3) | 0.012 (3) | 0.002 (3) |
C21 | 0.036 (5) | 0.036 (5) | 0.041 (5) | −0.005 (4) | 0.004 (4) | 0.012 (4) |
C22 | 0.032 (4) | 0.035 (5) | 0.036 (5) | 0.000 (4) | 0.006 (4) | −0.001 (4) |
Pb1—O1 | 2.411 (5) | C4—C5 | 1.364 (11) |
Pb1—N1 | 2.541 (6) | C4—H4 | 0.9300 |
Pb1—N3 | 2.548 (6) | C5—C6 | 1.380 (11) |
Pb1—N4 | 2.583 (6) | C5—H5A | 0.9300 |
Pb1—O3 | 2.749 (6) | C7—C8 | 1.441 (10) |
Pb1—O2 | 2.914 (6) | C8—C9 | 1.381 (10) |
Pb1—O2i | 2.958 (5) | C9—C10 | 1.397 (11) |
Pb1—O4 | 3.185 (10) | C9—H9 | 0.9300 |
O1—C20 | 1.275 (9) | C10—C11 | 1.378 (11) |
O2—C20 | 1.231 (9) | C10—H10 | 0.9300 |
O3—N6 | 1.217 (9) | C11—C12 | 1.393 (10) |
O4—N6 | 1.216 (11) | C11—H11 | 0.9300 |
O5—N6 | 1.200 (11) | C12—C13 | 1.445 (11) |
N1—C7 | 1.317 (9) | C14—C15 | 1.389 (11) |
N1—C1 | 1.369 (9) | C14—C19 | 1.389 (11) |
N2—C7 | 1.330 (9) | C15—C16 | 1.359 (12) |
N2—C6 | 1.399 (9) | C15—H15 | 0.9300 |
N2—H2 | 0.8600 | C16—C17 | 1.405 (13) |
N3—C12 | 1.358 (9) | C16—H16 | 0.9300 |
N3—C8 | 1.367 (9) | C17—C18 | 1.356 (13) |
N4—C13 | 1.327 (9) | C17—H17 | 0.9300 |
N4—C19 | 1.382 (10) | C18—C19 | 1.394 (12) |
N5—C13 | 1.356 (9) | C18—H18 | 0.9300 |
N5—C14 | 1.379 (10) | C20—C21 | 1.513 (11) |
N5—H5 | 0.8600 | C21—C22 | 1.516 (11) |
C1—C2 | 1.386 (10) | C21—H21A | 0.9700 |
C1—C6 | 1.399 (10) | C21—H21B | 0.9700 |
C2—C3 | 1.378 (11) | C22—C22ii | 1.519 (14) |
C2—H2A | 0.9300 | C22—H22A | 0.9700 |
C3—C4 | 1.408 (11) | C22—H22B | 0.9700 |
C3—H3 | 0.9300 | ||
O1—Pb1—N1 | 81.15 (19) | C3—C4—H4 | 119.3 |
O1—Pb1—N3 | 76.12 (18) | C4—C5—C6 | 116.6 (7) |
N1—Pb1—N3 | 65.32 (19) | C4—C5—H5A | 121.7 |
O1—Pb1—N4 | 83.9 (2) | C6—C5—H5A | 121.7 |
N1—Pb1—N4 | 129.70 (19) | C5—C6—C1 | 123.5 (7) |
N3—Pb1—N4 | 64.51 (19) | C5—C6—N2 | 131.7 (7) |
O1—Pb1—O3 | 142.75 (18) | C1—C6—N2 | 104.8 (6) |
N1—Pb1—O3 | 84.8 (2) | N1—C7—N2 | 112.8 (6) |
N3—Pb1—O3 | 66.66 (19) | N1—C7—C8 | 123.6 (7) |
N4—Pb1—O3 | 78.9 (2) | N2—C7—C8 | 123.6 (7) |
O1—Pb1—O2 | 47.51 (16) | N3—C8—C9 | 120.6 (6) |
N1—Pb1—O2 | 121.65 (18) | N3—C8—C7 | 114.8 (6) |
N3—Pb1—O2 | 114.54 (17) | C9—C8—C7 | 124.5 (7) |
N4—Pb1—O2 | 77.49 (18) | C8—C9—C10 | 119.2 (7) |
O3—Pb1—O2 | 152.3 (2) | C8—C9—H9 | 120.4 |
O1—Pb1—O2i | 89.14 (17) | C10—C9—H9 | 120.4 |
N1—Pb1—O2i | 87.79 (17) | C11—C10—C9 | 120.6 (7) |
N3—Pb1—O2i | 150.76 (17) | C11—C10—H10 | 119.7 |
N4—Pb1—O2i | 139.77 (18) | C9—C10—H10 | 119.7 |
O3—Pb1—O2i | 124.72 (17) | C10—C11—C12 | 118.0 (7) |
O2—Pb1—O2i | 68.94 (18) | C10—C11—H11 | 121.0 |
O1—Pb1—O4 | 167.8 (3) | C12—C11—H11 | 121.0 |
N1—Pb1—O4 | 88.3 (3) | N3—C12—C11 | 121.9 (7) |
N3—Pb1—O4 | 105.0 (2) | N3—C12—C13 | 114.9 (6) |
N4—Pb1—O4 | 107.6 (2) | C11—C12—C13 | 123.2 (7) |
O3—Pb1—O4 | 40.80 (19) | N4—C13—N5 | 111.9 (7) |
O2—Pb1—O4 | 137.4 (2) | N4—C13—C12 | 122.8 (7) |
O2i—Pb1—O4 | 84.36 (19) | N5—C13—C12 | 125.2 (7) |
C20—O1—Pb1 | 106.6 (5) | N5—C14—C15 | 131.9 (8) |
C20—O2—Pb1 | 83.5 (4) | N5—C14—C19 | 105.6 (7) |
N6—O3—Pb1 | 105.7 (5) | C15—C14—C19 | 122.4 (8) |
N6—O4—Pb1 | 84.3 (6) | C16—C15—C14 | 116.2 (8) |
C7—N1—C1 | 106.2 (6) | C16—C15—H15 | 121.9 |
C7—N1—Pb1 | 116.8 (4) | C14—C15—H15 | 121.9 |
C1—N1—Pb1 | 136.9 (5) | C15—C16—C17 | 122.1 (8) |
C7—N2—C6 | 107.1 (6) | C15—C16—H16 | 118.9 |
C7—N2—H2 | 126.5 | C17—C16—H16 | 118.9 |
C6—N2—H2 | 126.5 | C18—C17—C16 | 121.6 (9) |
C12—N3—C8 | 119.6 (6) | C18—C17—H17 | 119.2 |
C12—N3—Pb1 | 120.8 (5) | C16—C17—H17 | 119.2 |
C8—N3—Pb1 | 119.3 (4) | C17—C18—C19 | 117.3 (9) |
C13—N4—C19 | 105.6 (6) | C17—C18—H18 | 121.3 |
C13—N4—Pb1 | 116.7 (5) | C19—C18—H18 | 121.3 |
C19—N4—Pb1 | 137.6 (5) | N4—C19—C14 | 109.5 (7) |
C13—N5—C14 | 107.4 (6) | N4—C19—C18 | 130.0 (7) |
C13—N5—H5 | 126.3 | C14—C19—C18 | 120.4 (8) |
C14—N5—H5 | 126.3 | O2—C20—O1 | 122.3 (7) |
O5—N6—O4 | 120.5 (10) | O2—C20—C21 | 121.4 (7) |
O5—N6—O3 | 119.2 (9) | O1—C20—C21 | 116.4 (7) |
O4—N6—O3 | 120.1 (9) | C20—C21—C22 | 114.5 (7) |
N1—C1—C2 | 131.7 (7) | C20—C21—H21A | 108.6 |
N1—C1—C6 | 109.1 (6) | C22—C21—H21A | 108.6 |
C2—C1—C6 | 119.2 (7) | C20—C21—H21B | 108.6 |
C3—C2—C1 | 118.0 (8) | C22—C21—H21B | 108.6 |
C3—C2—H2A | 121.0 | H21A—C21—H21B | 107.6 |
C1—C2—H2A | 121.0 | C21—C22—C22ii | 111.7 (8) |
C2—C3—C4 | 121.4 (7) | C21—C22—H22A | 109.3 |
C2—C3—H3 | 119.3 | C22ii—C22—H22A | 109.3 |
C4—C3—H3 | 119.3 | C21—C22—H22B | 109.3 |
C5—C4—C3 | 121.3 (7) | C22ii—C22—H22B | 109.3 |
C5—C4—H4 | 119.3 | H22A—C22—H22B | 107.9 |
N1—Pb1—O1—C20 | 151.2 (5) | Pb1—N1—C1—C2 | 7.0 (13) |
N3—Pb1—O1—C20 | −142.2 (5) | C7—N1—C1—C6 | −0.2 (8) |
N4—Pb1—O1—C20 | −77.0 (5) | Pb1—N1—C1—C6 | −175.5 (5) |
O3—Pb1—O1—C20 | −139.6 (5) | N1—C1—C2—C3 | 178.9 (8) |
O2—Pb1—O1—C20 | 1.6 (4) | C6—C1—C2—C3 | 1.6 (11) |
O2i—Pb1—O1—C20 | 63.3 (5) | C1—C2—C3—C4 | −0.5 (12) |
O4—Pb1—O1—C20 | 120.9 (10) | C2—C3—C4—C5 | −0.3 (13) |
O1—Pb1—O2—C20 | −1.6 (4) | C3—C4—C5—C6 | 0.1 (12) |
N1—Pb1—O2—C20 | −37.5 (5) | C4—C5—C6—C1 | 1.0 (12) |
N3—Pb1—O2—C20 | 37.6 (5) | C4—C5—C6—N2 | −177.8 (8) |
N4—Pb1—O2—C20 | 91.7 (4) | N1—C1—C6—C5 | −179.8 (7) |
O3—Pb1—O2—C20 | 123.7 (5) | C2—C1—C6—C5 | −1.9 (12) |
O2i—Pb1—O2—C20 | −110.9 (5) | N1—C1—C6—N2 | −0.7 (8) |
O4—Pb1—O2—C20 | −165.8 (4) | C2—C1—C6—N2 | 177.2 (7) |
O1—Pb1—O3—N6 | −178.2 (5) | C7—N2—C6—C5 | −179.7 (8) |
N1—Pb1—O3—N6 | −110.1 (6) | C7—N2—C6—C1 | 1.3 (8) |
N3—Pb1—O3—N6 | −175.4 (7) | C1—N1—C7—N2 | 1.1 (9) |
N4—Pb1—O3—N6 | 117.7 (6) | Pb1—N1—C7—N2 | 177.5 (5) |
O2—Pb1—O3—N6 | 85.9 (7) | C1—N1—C7—C8 | 179.9 (7) |
O2i—Pb1—O3—N6 | −26.4 (7) | Pb1—N1—C7—C8 | −3.7 (9) |
O4—Pb1—O3—N6 | −16.7 (6) | C6—N2—C7—N1 | −1.6 (9) |
O1—Pb1—O4—N6 | 130.1 (9) | C6—N2—C7—C8 | 179.7 (6) |
N1—Pb1—O4—N6 | 100.2 (8) | C12—N3—C8—C9 | 0.7 (10) |
N3—Pb1—O4—N6 | 36.4 (8) | Pb1—N3—C8—C9 | −173.1 (5) |
N4—Pb1—O4—N6 | −31.1 (8) | C12—N3—C8—C7 | 178.2 (6) |
O3—Pb1—O4—N6 | 16.2 (6) | Pb1—N3—C8—C7 | 4.4 (8) |
O2—Pb1—O4—N6 | −121.7 (7) | N1—C7—C8—N3 | −0.4 (10) |
O2i—Pb1—O4—N6 | −171.8 (8) | N2—C7—C8—N3 | 178.2 (6) |
O1—Pb1—N1—C7 | 82.8 (5) | N1—C7—C8—C9 | 177.0 (7) |
N3—Pb1—N1—C7 | 4.0 (5) | N2—C7—C8—C9 | −4.4 (11) |
N4—Pb1—N1—C7 | 8.3 (6) | N3—C8—C9—C10 | 0.8 (11) |
O3—Pb1—N1—C7 | −62.6 (5) | C7—C8—C9—C10 | −176.4 (7) |
O2—Pb1—N1—C7 | 108.7 (5) | C8—C9—C10—C11 | −1.8 (12) |
O2i—Pb1—N1—C7 | 172.2 (5) | C9—C10—C11—C12 | 1.2 (12) |
O4—Pb1—N1—C7 | −103.4 (5) | C8—N3—C12—C11 | −1.3 (11) |
O1—Pb1—N1—C1 | −102.3 (7) | Pb1—N3—C12—C11 | 172.4 (6) |
N3—Pb1—N1—C1 | 179.0 (8) | C8—N3—C12—C13 | 179.1 (6) |
N4—Pb1—N1—C1 | −176.8 (6) | Pb1—N3—C12—C13 | −7.3 (9) |
O3—Pb1—N1—C1 | 112.3 (7) | C10—C11—C12—N3 | 0.4 (12) |
O2—Pb1—N1—C1 | −76.3 (7) | C10—C11—C12—C13 | 180.0 (8) |
O2i—Pb1—N1—C1 | −12.8 (7) | C19—N4—C13—N5 | 0.0 (9) |
O4—Pb1—N1—C1 | 71.6 (7) | Pb1—N4—C13—N5 | −176.3 (5) |
O1—Pb1—N3—C12 | 95.3 (6) | C19—N4—C13—C12 | 176.8 (7) |
N1—Pb1—N3—C12 | −178.2 (6) | Pb1—N4—C13—C12 | 0.5 (10) |
N4—Pb1—N3—C12 | 5.5 (5) | C14—N5—C13—N4 | −0.6 (9) |
O3—Pb1—N3—C12 | −83.0 (6) | C14—N5—C13—C12 | −177.2 (7) |
O2—Pb1—N3—C12 | 66.7 (6) | N3—C12—C13—N4 | 4.4 (11) |
O2i—Pb1—N3—C12 | 157.1 (5) | C11—C12—C13—N4 | −175.2 (8) |
O4—Pb1—N3—C12 | −97.2 (6) | N3—C12—C13—N5 | −179.3 (7) |
O1—Pb1—N3—C8 | −91.0 (5) | C11—C12—C13—N5 | 1.1 (12) |
N1—Pb1—N3—C8 | −4.5 (5) | C13—N5—C14—C15 | 177.1 (9) |
N4—Pb1—N3—C8 | 179.2 (5) | C13—N5—C14—C19 | 0.8 (9) |
O3—Pb1—N3—C8 | 90.7 (5) | N5—C14—C15—C16 | −174.5 (9) |
O2—Pb1—N3—C8 | −119.6 (5) | C19—C14—C15—C16 | 1.2 (13) |
O2i—Pb1—N3—C8 | −29.2 (7) | C14—C15—C16—C17 | −1.8 (14) |
O4—Pb1—N3—C8 | 76.5 (5) | C15—C16—C17—C18 | 1.9 (16) |
O1—Pb1—N4—C13 | −80.3 (6) | C16—C17—C18—C19 | −1.2 (16) |
N1—Pb1—N4—C13 | −7.2 (7) | C13—N4—C19—C14 | 0.5 (9) |
N3—Pb1—N4—C13 | −2.9 (5) | Pb1—N4—C19—C14 | 175.6 (6) |
O3—Pb1—N4—C13 | 66.4 (6) | C13—N4—C19—C18 | −176.0 (9) |
O2—Pb1—N4—C13 | −128.1 (6) | Pb1—N4—C19—C18 | −0.9 (15) |
O2i—Pb1—N4—C13 | −161.8 (5) | N5—C14—C19—N4 | −0.8 (9) |
O4—Pb1—N4—C13 | 95.7 (6) | C15—C14—C19—N4 | −177.5 (8) |
O1—Pb1—N4—C19 | 104.9 (8) | N5—C14—C19—C18 | 176.1 (8) |
N1—Pb1—N4—C19 | 178.1 (7) | C15—C14—C19—C18 | −0.6 (13) |
N3—Pb1—N4—C19 | −177.6 (9) | C17—C18—C19—N4 | 176.8 (9) |
O3—Pb1—N4—C19 | −108.3 (8) | C17—C18—C19—C14 | 0.6 (14) |
O2—Pb1—N4—C19 | 57.2 (8) | Pb1—O2—C20—O1 | 2.6 (7) |
O2i—Pb1—N4—C19 | 23.5 (9) | Pb1—O2—C20—C21 | −178.5 (7) |
O4—Pb1—N4—C19 | −79.0 (8) | Pb1—O1—C20—O2 | −3.2 (8) |
Pb1—O4—N6—O5 | 156.9 (12) | Pb1—O1—C20—C21 | 177.8 (5) |
Pb1—O4—N6—O3 | −28.4 (10) | O2—C20—C21—C22 | 39.6 (10) |
Pb1—O3—N6—O5 | −150.5 (10) | O1—C20—C21—C22 | −141.5 (7) |
Pb1—O3—N6—O4 | 34.7 (12) | C20—C21—C22—C22ii | 64.3 (12) |
C7—N1—C1—C2 | −177.7 (8) |
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+1, −y+1, −z+1. |
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2···O1iii | 0.86 | 1.95 | 2.744 (8) | 152 |
N5—H5···O3iv | 0.86 | 2.10 | 2.891 (9) | 153 |
Symmetry codes: (iii) −x+2, −y+2, −z+1; (iv) −x+2, −y+2, −z+2. |
Experimental details
Crystal data | |
Chemical formula | [Pb2(C6H8O4)(NO3)2(C19H13N5)2] |
Mr | 1305.21 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 293 |
a, b, c (Å) | 9.3470 (7), 10.6433 (8), 11.3776 (8) |
α, β, γ (°) | 106.696 (1), 95.343 (1), 99.117 (1) |
V (Å3) | 1058.9 (1) |
Z | 1 |
Radiation type | Mo Kα |
µ (mm−1) | 8.02 |
Crystal size (mm) | 0.26 × 0.12 × 0.08 |
Data collection | |
Diffractometer | Bruker APEXII diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.230, 0.566 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 8299, 4561, 3586 |
Rint | 0.036 |
(sin θ/λ)max (Å−1) | 0.641 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.041, 0.099, 1.02 |
No. of reflections | 4561 |
No. of parameters | 307 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.93, −1.17 |
Computer programs: APEX2 (Bruker, 2004), SAINT (Bruker, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), publCIF (Westrip, 2009).
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2···O1i | 0.86 | 1.95 | 2.744 (8) | 152 |
N5—H5···O3ii | 0.86 | 2.10 | 2.891 (9) | 153 |
Symmetry codes: (i) −x+2, −y+2, −z+1; (ii) −x+2, −y+2, −z+2. |