Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807057868/sj2410sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807057868/sj2410Isup2.hkl |
CCDC reference: 672677
4-hydroxybenzoic acid (0.0691 g, 0.5 mmol) and NaOH (0.0182 g, 0.5 > mmol) were dissolved in distilled water (10 ml) and Pb(CH3COOH)2.3H2O (0.1897 g, 0.5 mmol) was added. This solution was added to a solution of 2,9-dimethyl-1,10-phenanthroline hemihydrate (C14H12N2.0.5H2O, 0.1090 g, 0.5 mmol) in ethanol (10 ml). The mixture was stirred at 323 K and then refluxed for 4 h, cooled to room temperature and filtered. Bright colorless single crystals of (I) appeared over a period of four days by slow evaporation at room temperature.
Methyl H and hydroxy H atoms were placed in calculated positions,with C—H = 0.96 and O—H = 0.82 Å, and refined with free torsion angles to fit the electron density; Uiso(H) = 1.5Ueq(carrier). Other H atoms were placed in calculated positions, with C—H=0.93 Å, and refined using the riding-model approximation with Uiso(H) = 1.2Ueq(C).
Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL (Bruker, 1997).
[Pb2(C7H5O3)4(C14H12N2)2] | F(000) = 1336 |
Mr = 1379.35 | Dx = 1.793 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 8418 reflections |
a = 11.0539 (9) Å | θ = 2.6–28.1° |
b = 20.9060 (16) Å | µ = 6.65 mm−1 |
c = 11.2905 (9) Å | T = 293 K |
β = 101.667 (1)° | Block, colorless |
V = 2555.2 (4) Å3 | 0.26 × 0.21 × 0.17 mm |
Z = 2 |
Bruker SMART CCD area-detector diffractometer | 4760 independent reflections |
Radiation source: fine-focus sealed tube | 4180 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.021 |
ϕ and ω scans | θmax = 25.5°, θmin = 2.6° |
Absorption correction: multi-scan (SADABS; Bruker, 1997) | h = −13→13 |
Tmin = 0.277, Tmax = 0.396 | k = −25→25 |
17442 measured reflections | l = −13→13 |
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)] = 0.018 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.042 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0193P)2 + 1.4405P] where P = (Fo2 + 2Fc2)/3 |
4760 reflections | (Δ/σ)max = 0.008 |
338 parameters | Δρmax = 0.49 e Å−3 |
0 restraints | Δρmin = −0.56 e Å−3 |
[Pb2(C7H5O3)4(C14H12N2)2] | V = 2555.2 (4) Å3 |
Mr = 1379.35 | Z = 2 |
Monoclinic, P21/c | Mo Kα radiation |
a = 11.0539 (9) Å | µ = 6.65 mm−1 |
b = 20.9060 (16) Å | T = 293 K |
c = 11.2905 (9) Å | 0.26 × 0.21 × 0.17 mm |
β = 101.667 (1)° |
Bruker SMART CCD area-detector diffractometer | 4760 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 1997) | 4180 reflections with I > 2σ(I) |
Tmin = 0.277, Tmax = 0.396 | Rint = 0.021 |
17442 measured reflections |
R[F2 > 2σ(F2)] = 0.018 | 0 restraints |
wR(F2) = 0.042 | H-atom parameters constrained |
S = 1.03 | Δρmax = 0.49 e Å−3 |
4760 reflections | Δρmin = −0.56 e Å−3 |
338 parameters |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
Pb1 | 0.348130 (9) | 1.006948 (4) | 0.350408 (8) | 0.03245 (3) | |
O1 | 0.20574 (17) | 1.10887 (8) | 0.32230 (17) | 0.0458 (5) | |
O2 | 0.32361 (17) | 1.09044 (8) | 0.19066 (16) | 0.0407 (4) | |
O3 | 0.1365 (2) | 1.37068 (9) | 0.03074 (19) | 0.0613 (6) | |
H3 | 0.1626 | 1.3744 | −0.0320 | 0.092* | |
O4 | 0.3130 (2) | 0.89345 (9) | 0.41329 (18) | 0.0572 (6) | |
O5 | 0.4729 (3) | 0.90298 (13) | 0.5611 (3) | 0.1133 (11) | |
O6 | 0.17088 (18) | 0.68062 (9) | 0.75700 (18) | 0.0509 (5) | |
H6 | 0.2228 | 0.6634 | 0.8095 | 0.076* | |
N1 | 0.16493 (18) | 0.96424 (9) | 0.20827 (18) | 0.0304 (5) | |
N2 | 0.40432 (19) | 0.95256 (10) | 0.17560 (19) | 0.0370 (5) | |
C1 | 0.0516 (2) | 0.96366 (12) | 0.2313 (2) | 0.0381 (6) | |
C2 | −0.0479 (3) | 0.94005 (15) | 0.1465 (3) | 0.0536 (8) | |
H2 | −0.1265 | 0.9398 | 0.1642 | 0.064* | |
C3 | −0.0309 (3) | 0.91738 (15) | 0.0379 (3) | 0.0554 (8) | |
H3A | −0.0982 | 0.9029 | −0.0191 | 0.066* | |
C4 | 0.0881 (3) | 0.91577 (13) | 0.0120 (2) | 0.0427 (7) | |
C5 | 0.1137 (3) | 0.89075 (15) | −0.0979 (3) | 0.0563 (9) | |
H5 | 0.0490 | 0.8762 | −0.1578 | 0.068* | |
C6 | 0.2297 (3) | 0.88786 (15) | −0.1160 (3) | 0.0571 (9) | |
H6A | 0.2441 | 0.8722 | −0.1890 | 0.068* | |
C7 | 0.3317 (3) | 0.90852 (13) | −0.0251 (2) | 0.0464 (7) | |
C8 | 0.4554 (3) | 0.90407 (16) | −0.0384 (3) | 0.0640 (9) | |
H8 | 0.4740 | 0.8895 | −0.1104 | 0.077* | |
C9 | 0.5475 (3) | 0.92142 (18) | 0.0556 (3) | 0.0691 (10) | |
H9 | 0.6294 | 0.9174 | 0.0482 | 0.083* | |
C10 | 0.5203 (3) | 0.94512 (16) | 0.1627 (3) | 0.0547 (8) | |
C11 | 0.3103 (2) | 0.93440 (11) | 0.0837 (2) | 0.0349 (6) | |
C12 | 0.1850 (2) | 0.93923 (11) | 0.1022 (2) | 0.0334 (6) | |
C13 | 0.0322 (3) | 0.98732 (14) | 0.3514 (3) | 0.0518 (8) | |
H13A | 0.1085 | 0.9846 | 0.4096 | 0.078* | |
H13B | −0.0292 | 0.9615 | 0.3777 | 0.078* | |
H13C | 0.0050 | 1.0310 | 0.3439 | 0.078* | |
C14 | 0.6209 (3) | 0.9627 (2) | 0.2687 (3) | 0.0871 (13) | |
H14A | 0.6186 | 1.0079 | 0.2830 | 0.131* | |
H14B | 0.6997 | 0.9514 | 0.2516 | 0.131* | |
H14C | 0.6085 | 0.9401 | 0.3393 | 0.131* | |
C15 | 0.2559 (2) | 1.12721 (11) | 0.2362 (2) | 0.0337 (6) | |
C16 | 0.2293 (2) | 1.19281 (11) | 0.1859 (2) | 0.0327 (6) | |
C17 | 0.1416 (2) | 1.23151 (12) | 0.2226 (2) | 0.0398 (7) | |
H17 | 0.1018 | 1.2171 | 0.2827 | 0.048* | |
C18 | 0.1123 (3) | 1.29088 (13) | 0.1716 (3) | 0.0471 (7) | |
H18 | 0.0533 | 1.3161 | 0.1973 | 0.057* | |
C19 | 0.1709 (3) | 1.31292 (12) | 0.0819 (2) | 0.0416 (7) | |
C20 | 0.2618 (3) | 1.27543 (13) | 0.0469 (3) | 0.0455 (7) | |
H20 | 0.3039 | 1.2905 | −0.0110 | 0.055* | |
C21 | 0.2892 (2) | 1.21626 (12) | 0.0979 (2) | 0.0406 (7) | |
H21 | 0.3491 | 1.1913 | 0.0730 | 0.049* | |
C22 | 0.3756 (3) | 0.87749 (13) | 0.5160 (3) | 0.0523 (8) | |
C23 | 0.3240 (2) | 0.82471 (12) | 0.5819 (2) | 0.0390 (6) | |
C24 | 0.3987 (3) | 0.78902 (14) | 0.6709 (3) | 0.0503 (8) | |
H24 | 0.4828 | 0.7979 | 0.6909 | 0.060* | |
C25 | 0.3509 (3) | 0.74027 (13) | 0.7308 (3) | 0.0495 (8) | |
H25 | 0.4027 | 0.7164 | 0.7897 | 0.059* | |
C26 | 0.2253 (3) | 0.72726 (12) | 0.7024 (2) | 0.0393 (6) | |
C27 | 0.1495 (3) | 0.76263 (13) | 0.6135 (3) | 0.0450 (7) | |
H27 | 0.0653 | 0.7539 | 0.5937 | 0.054* | |
C28 | 0.1986 (3) | 0.81074 (13) | 0.5542 (2) | 0.0439 (7) | |
H28 | 0.1468 | 0.8342 | 0.4946 | 0.053* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Pb1 | 0.03696 (5) | 0.03192 (5) | 0.02734 (5) | −0.00627 (4) | 0.00379 (4) | −0.00068 (4) |
O1 | 0.0582 (12) | 0.0384 (10) | 0.0471 (11) | −0.0025 (9) | 0.0258 (10) | 0.0015 (8) |
O2 | 0.0481 (11) | 0.0396 (9) | 0.0362 (10) | 0.0098 (8) | 0.0129 (9) | 0.0037 (8) |
O3 | 0.0839 (15) | 0.0490 (11) | 0.0582 (13) | 0.0280 (11) | 0.0313 (12) | 0.0177 (10) |
O4 | 0.0853 (15) | 0.0409 (11) | 0.0417 (12) | −0.0202 (10) | 0.0037 (11) | 0.0067 (9) |
O5 | 0.0940 (18) | 0.1016 (19) | 0.119 (2) | −0.0676 (16) | −0.0374 (17) | 0.0441 (17) |
O6 | 0.0571 (12) | 0.0458 (11) | 0.0524 (12) | 0.0004 (9) | 0.0171 (10) | 0.0133 (9) |
N1 | 0.0313 (11) | 0.0301 (10) | 0.0303 (11) | −0.0027 (8) | 0.0073 (9) | −0.0012 (8) |
N2 | 0.0334 (11) | 0.0411 (12) | 0.0372 (12) | 0.0016 (9) | 0.0088 (10) | −0.0015 (9) |
C1 | 0.0340 (14) | 0.0372 (14) | 0.0449 (16) | −0.0034 (11) | 0.0121 (12) | −0.0010 (11) |
C2 | 0.0318 (15) | 0.0667 (19) | 0.063 (2) | −0.0111 (14) | 0.0100 (14) | −0.0072 (16) |
C3 | 0.0367 (16) | 0.068 (2) | 0.0544 (19) | −0.0132 (14) | −0.0071 (14) | −0.0123 (16) |
C4 | 0.0445 (16) | 0.0451 (15) | 0.0353 (15) | −0.0074 (13) | 0.0004 (13) | −0.0056 (12) |
C5 | 0.063 (2) | 0.0629 (19) | 0.0377 (17) | −0.0111 (16) | −0.0027 (15) | −0.0139 (14) |
C6 | 0.076 (2) | 0.0606 (19) | 0.0351 (16) | −0.0031 (17) | 0.0124 (16) | −0.0158 (14) |
C7 | 0.0543 (17) | 0.0501 (16) | 0.0375 (16) | 0.0035 (13) | 0.0159 (14) | −0.0070 (12) |
C8 | 0.065 (2) | 0.076 (2) | 0.057 (2) | 0.0112 (18) | 0.0280 (17) | −0.0155 (17) |
C9 | 0.0449 (17) | 0.095 (3) | 0.073 (2) | 0.0104 (18) | 0.0258 (17) | −0.017 (2) |
C10 | 0.0366 (16) | 0.071 (2) | 0.057 (2) | 0.0050 (15) | 0.0116 (14) | −0.0066 (16) |
C11 | 0.0398 (14) | 0.0318 (12) | 0.0337 (14) | 0.0011 (11) | 0.0086 (12) | −0.0012 (10) |
C12 | 0.0376 (14) | 0.0294 (12) | 0.0324 (14) | −0.0006 (10) | 0.0052 (11) | −0.0025 (10) |
C13 | 0.0436 (15) | 0.0598 (18) | 0.0589 (19) | −0.0091 (14) | 0.0262 (14) | −0.0120 (14) |
C14 | 0.0338 (18) | 0.147 (4) | 0.079 (3) | 0.002 (2) | 0.0060 (18) | −0.025 (3) |
C15 | 0.0351 (14) | 0.0349 (13) | 0.0299 (14) | −0.0031 (11) | 0.0039 (11) | −0.0029 (10) |
C16 | 0.0318 (13) | 0.0343 (13) | 0.0310 (14) | −0.0007 (10) | 0.0041 (11) | −0.0017 (10) |
C17 | 0.0413 (15) | 0.0450 (15) | 0.0358 (15) | 0.0022 (12) | 0.0141 (12) | 0.0016 (11) |
C18 | 0.0500 (16) | 0.0501 (16) | 0.0451 (17) | 0.0173 (13) | 0.0190 (14) | 0.0022 (13) |
C19 | 0.0489 (16) | 0.0375 (14) | 0.0390 (16) | 0.0085 (12) | 0.0104 (13) | 0.0035 (11) |
C20 | 0.0471 (16) | 0.0473 (15) | 0.0470 (17) | 0.0077 (13) | 0.0211 (13) | 0.0105 (12) |
C21 | 0.0405 (15) | 0.0437 (14) | 0.0402 (16) | 0.0109 (12) | 0.0146 (13) | 0.0035 (12) |
C22 | 0.061 (2) | 0.0396 (15) | 0.0538 (19) | −0.0162 (14) | 0.0057 (16) | −0.0010 (13) |
C23 | 0.0444 (15) | 0.0355 (13) | 0.0347 (15) | −0.0069 (12) | 0.0020 (12) | −0.0004 (11) |
C24 | 0.0398 (16) | 0.0552 (17) | 0.0509 (19) | −0.0105 (13) | −0.0027 (14) | 0.0063 (14) |
C25 | 0.0502 (17) | 0.0466 (16) | 0.0474 (18) | 0.0056 (13) | −0.0006 (14) | 0.0118 (13) |
C26 | 0.0518 (16) | 0.0323 (13) | 0.0361 (15) | 0.0008 (12) | 0.0138 (13) | 0.0017 (11) |
C27 | 0.0411 (15) | 0.0503 (16) | 0.0440 (17) | −0.0035 (13) | 0.0099 (13) | 0.0066 (13) |
C28 | 0.0457 (16) | 0.0446 (15) | 0.0385 (16) | 0.0038 (13) | 0.0017 (13) | 0.0074 (12) |
Pb1—N2 | 2.464 (2) | C8—C9 | 1.363 (5) |
Pb1—N1 | 2.4818 (19) | C8—H8 | 0.9300 |
Pb1—O2 | 2.4851 (17) | C9—C10 | 1.394 (4) |
Pb1—O4 | 2.5291 (18) | C9—H9 | 0.9300 |
Pb1—O1 | 2.6298 (18) | C10—C14 | 1.506 (4) |
Pb1—O5i | 2.767 (2) | C11—C12 | 1.445 (3) |
Pb1—C15 | 2.914 (2) | C13—H13A | 0.9600 |
O1—C15 | 1.271 (3) | C13—H13B | 0.9600 |
O2—C15 | 1.254 (3) | C13—H13C | 0.9600 |
O3—C19 | 1.359 (3) | C14—H14A | 0.9600 |
O3—H3 | 0.8200 | C14—H14B | 0.9600 |
O4—C22 | 1.269 (3) | C14—H14C | 0.9600 |
O5—C22 | 1.216 (4) | C15—C16 | 1.491 (3) |
O5—Pb1i | 2.767 (2) | C16—C17 | 1.389 (3) |
O6—C26 | 1.357 (3) | C16—C21 | 1.390 (3) |
O6—H6 | 0.8200 | C17—C18 | 1.379 (4) |
N1—C1 | 1.330 (3) | C17—H17 | 0.9300 |
N1—C12 | 1.365 (3) | C18—C19 | 1.386 (4) |
N2—C10 | 1.329 (3) | C18—H18 | 0.9300 |
N2—C11 | 1.365 (3) | C19—C20 | 1.393 (4) |
C1—C2 | 1.394 (4) | C20—C21 | 1.372 (4) |
C1—C13 | 1.499 (4) | C20—H20 | 0.9300 |
C2—C3 | 1.363 (4) | C21—H21 | 0.9300 |
C2—H2 | 0.9300 | C22—C23 | 1.506 (4) |
C3—C4 | 1.405 (4) | C23—C24 | 1.383 (4) |
C3—H3A | 0.9300 | C23—C28 | 1.389 (4) |
C4—C12 | 1.409 (3) | C24—C25 | 1.386 (4) |
C4—C5 | 1.427 (4) | C24—H24 | 0.9300 |
C5—C6 | 1.340 (4) | C25—C26 | 1.387 (4) |
C5—H5 | 0.9300 | C25—H25 | 0.9300 |
C6—C7 | 1.430 (4) | C26—C27 | 1.385 (4) |
C6—H6A | 0.9300 | C27—C28 | 1.379 (4) |
C7—C11 | 1.406 (4) | C27—H27 | 0.9300 |
C7—C8 | 1.408 (4) | C28—H28 | 0.9300 |
N2—Pb1—N1 | 67.72 (7) | N2—C11—C7 | 122.3 (2) |
N2—Pb1—O2 | 75.58 (6) | N2—C11—C12 | 118.4 (2) |
N1—Pb1—O2 | 80.12 (6) | C7—C11—C12 | 119.3 (2) |
N2—Pb1—O4 | 82.52 (7) | N1—C12—C4 | 122.2 (2) |
N1—Pb1—O4 | 72.09 (7) | N1—C12—C11 | 119.0 (2) |
O2—Pb1—O4 | 149.58 (6) | C4—C12—C11 | 118.8 (2) |
N2—Pb1—O1 | 121.26 (6) | C1—C13—H13A | 109.5 |
N1—Pb1—O1 | 79.82 (6) | C1—C13—H13B | 109.5 |
O2—Pb1—O1 | 50.84 (6) | H13A—C13—H13B | 109.5 |
O4—Pb1—O1 | 132.21 (7) | C1—C13—H13C | 109.5 |
N2—Pb1—O5i | 109.00 (9) | H13A—C13—H13C | 109.5 |
N1—Pb1—O5i | 155.30 (7) | H13B—C13—H13C | 109.5 |
O2—Pb1—O5i | 75.47 (7) | C10—C14—H14A | 109.5 |
O4—Pb1—O5i | 132.55 (7) | C10—C14—H14B | 109.5 |
O1—Pb1—O5i | 81.89 (8) | H14A—C14—H14B | 109.5 |
N2—Pb1—C15 | 99.56 (7) | C10—C14—H14C | 109.5 |
N1—Pb1—C15 | 81.81 (6) | H14A—C14—H14C | 109.5 |
O2—Pb1—C15 | 25.29 (6) | H14B—C14—H14C | 109.5 |
O4—Pb1—C15 | 150.90 (7) | O2—C15—O1 | 121.2 (2) |
O1—Pb1—C15 | 25.87 (6) | O2—C15—C16 | 119.7 (2) |
O5i—Pb1—C15 | 74.53 (7) | O1—C15—C16 | 119.1 (2) |
C15—O1—Pb1 | 89.65 (14) | O2—C15—Pb1 | 57.86 (12) |
C15—O2—Pb1 | 96.86 (15) | O1—C15—Pb1 | 64.48 (13) |
C19—O3—H3 | 109.5 | C16—C15—Pb1 | 170.63 (17) |
C22—O4—Pb1 | 114.65 (17) | C17—C16—C21 | 118.0 (2) |
C22—O5—Pb1i | 163.1 (3) | C17—C16—C15 | 121.2 (2) |
C26—O6—H6 | 109.5 | C21—C16—C15 | 120.8 (2) |
C1—N1—C12 | 119.6 (2) | C18—C17—C16 | 121.2 (3) |
C1—N1—Pb1 | 123.69 (16) | C18—C17—H17 | 119.4 |
C12—N1—Pb1 | 116.66 (15) | C16—C17—H17 | 119.4 |
C10—N2—C11 | 119.1 (2) | C17—C18—C19 | 120.0 (3) |
C10—N2—Pb1 | 123.19 (18) | C17—C18—H18 | 120.0 |
C11—N2—Pb1 | 117.42 (16) | C19—C18—H18 | 120.0 |
N1—C1—C2 | 120.8 (3) | O3—C19—C18 | 118.3 (2) |
N1—C1—C13 | 119.1 (2) | O3—C19—C20 | 122.4 (3) |
C2—C1—C13 | 120.1 (2) | C18—C19—C20 | 119.4 (2) |
C3—C2—C1 | 120.5 (3) | C21—C20—C19 | 119.9 (3) |
C3—C2—H2 | 119.8 | C21—C20—H20 | 120.0 |
C1—C2—H2 | 119.8 | C19—C20—H20 | 120.0 |
C2—C3—C4 | 120.1 (3) | C20—C21—C16 | 121.4 (2) |
C2—C3—H3A | 119.9 | C20—C21—H21 | 119.3 |
C4—C3—H3A | 119.9 | C16—C21—H21 | 119.3 |
C3—C4—C12 | 116.6 (3) | O5—C22—O4 | 122.7 (3) |
C3—C4—C5 | 123.3 (3) | O5—C22—C23 | 120.3 (3) |
C12—C4—C5 | 120.1 (3) | O4—C22—C23 | 117.0 (3) |
C6—C5—C4 | 120.9 (3) | C24—C23—C28 | 118.2 (2) |
C6—C5—H5 | 119.5 | C24—C23—C22 | 121.6 (3) |
C4—C5—H5 | 119.5 | C28—C23—C22 | 120.2 (2) |
C5—C6—C7 | 121.1 (3) | C23—C24—C25 | 121.4 (3) |
C5—C6—H6A | 119.4 | C23—C24—H24 | 119.3 |
C7—C6—H6A | 119.4 | C25—C24—H24 | 119.3 |
C11—C7—C8 | 117.2 (3) | C24—C25—C26 | 119.6 (3) |
C11—C7—C6 | 119.7 (3) | C24—C25—H25 | 120.2 |
C8—C7—C6 | 123.0 (3) | C26—C25—H25 | 120.2 |
C9—C8—C7 | 119.2 (3) | O6—C26—C27 | 117.0 (2) |
C9—C8—H8 | 120.4 | O6—C26—C25 | 123.4 (2) |
C7—C8—H8 | 120.4 | C27—C26—C25 | 119.6 (2) |
C8—C9—C10 | 120.8 (3) | C28—C27—C26 | 120.1 (3) |
C8—C9—H9 | 119.6 | C28—C27—H27 | 119.9 |
C10—C9—H9 | 119.6 | C26—C27—H27 | 119.9 |
N2—C10—C9 | 121.2 (3) | C27—C28—C23 | 121.1 (3) |
N2—C10—C14 | 117.2 (3) | C27—C28—H28 | 119.4 |
C9—C10—C14 | 121.5 (3) | C23—C28—H28 | 119.4 |
N2—Pb1—O1—C15 | −36.24 (16) | C10—N2—C11—C12 | 176.3 (2) |
N1—Pb1—O1—C15 | −92.21 (15) | Pb1—N2—C11—C12 | −9.2 (3) |
O2—Pb1—O1—C15 | −6.72 (13) | C8—C7—C11—N2 | −2.4 (4) |
O4—Pb1—O1—C15 | −146.43 (14) | C6—C7—C11—N2 | 177.3 (3) |
O5i—Pb1—O1—C15 | 71.10 (16) | C8—C7—C11—C12 | −179.2 (3) |
N2—Pb1—O2—C15 | 161.08 (16) | C6—C7—C11—C12 | 0.5 (4) |
N1—Pb1—O2—C15 | 91.73 (15) | C1—N1—C12—C4 | 3.7 (4) |
O4—Pb1—O2—C15 | 115.79 (18) | Pb1—N1—C12—C4 | −177.46 (19) |
O1—Pb1—O2—C15 | 6.86 (14) | C1—N1—C12—C11 | −173.9 (2) |
O5i—Pb1—O2—C15 | −84.47 (16) | Pb1—N1—C12—C11 | 4.9 (3) |
N2—Pb1—O4—C22 | 122.6 (2) | C3—C4—C12—N1 | −2.0 (4) |
N1—Pb1—O4—C22 | −168.4 (2) | C5—C4—C12—N1 | 179.3 (2) |
O2—Pb1—O4—C22 | 166.60 (19) | C3—C4—C12—C11 | 175.6 (2) |
O1—Pb1—O4—C22 | −111.4 (2) | C5—C4—C12—C11 | −3.1 (4) |
O5i—Pb1—O4—C22 | 13.7 (3) | N2—C11—C12—N1 | 2.8 (3) |
C15—Pb1—O4—C22 | −141.1 (2) | C7—C11—C12—N1 | 179.8 (2) |
N2—Pb1—N1—C1 | 172.1 (2) | N2—C11—C12—C4 | −174.9 (2) |
O2—Pb1—N1—C1 | −109.56 (19) | C7—C11—C12—C4 | 2.1 (4) |
O4—Pb1—N1—C1 | 82.97 (19) | Pb1—O2—C15—O1 | −12.9 (3) |
O1—Pb1—N1—C1 | −57.88 (19) | Pb1—O2—C15—C16 | 169.45 (19) |
O5i—Pb1—N1—C1 | −100.7 (3) | Pb1—O1—C15—O2 | 12.1 (2) |
C15—Pb1—N1—C1 | −84.01 (19) | Pb1—O1—C15—C16 | −170.2 (2) |
N2—Pb1—N1—C12 | −6.72 (15) | N2—Pb1—C15—O2 | −18.57 (15) |
O2—Pb1—N1—C12 | 71.63 (16) | N1—Pb1—C15—O2 | −84.19 (15) |
O4—Pb1—N1—C12 | −95.83 (17) | O4—Pb1—C15—O2 | −110.36 (18) |
O1—Pb1—N1—C12 | 123.32 (17) | O1—Pb1—C15—O2 | −167.7 (2) |
O5i—Pb1—N1—C12 | 80.5 (3) | O5i—Pb1—C15—O2 | 88.64 (16) |
C15—Pb1—N1—C12 | 97.19 (17) | N2—Pb1—C15—O1 | 149.17 (14) |
N1—Pb1—N2—C10 | −177.5 (2) | N1—Pb1—C15—O1 | 83.54 (14) |
O2—Pb1—N2—C10 | 97.4 (2) | O2—Pb1—C15—O1 | 167.7 (2) |
O4—Pb1—N2—C10 | −103.9 (2) | O4—Pb1—C15—O1 | 57.4 (2) |
O1—Pb1—N2—C10 | 120.7 (2) | O5i—Pb1—C15—O1 | −103.62 (16) |
O5i—Pb1—N2—C10 | 28.7 (2) | O2—C15—C16—C17 | 171.0 (2) |
C15—Pb1—N2—C10 | 105.5 (2) | O1—C15—C16—C17 | −6.7 (4) |
N1—Pb1—N2—C11 | 8.24 (16) | O2—C15—C16—C21 | −7.0 (4) |
O2—Pb1—N2—C11 | −76.82 (17) | O1—C15—C16—C21 | 175.3 (2) |
O4—Pb1—N2—C11 | 81.90 (18) | C21—C16—C17—C18 | 1.5 (4) |
O1—Pb1—N2—C11 | −53.58 (19) | C15—C16—C17—C18 | −176.6 (2) |
O5i—Pb1—N2—C11 | −145.56 (17) | C16—C17—C18—C19 | 0.0 (4) |
C15—Pb1—N2—C11 | −68.75 (18) | C17—C18—C19—O3 | 177.7 (3) |
C12—N1—C1—C2 | −2.5 (4) | C17—C18—C19—C20 | −1.9 (4) |
Pb1—N1—C1—C2 | 178.8 (2) | O3—C19—C20—C21 | −177.2 (3) |
C12—N1—C1—C13 | 176.0 (2) | C18—C19—C20—C21 | 2.4 (4) |
Pb1—N1—C1—C13 | −2.7 (3) | C19—C20—C21—C16 | −1.0 (4) |
N1—C1—C2—C3 | −0.3 (4) | C17—C16—C21—C20 | −0.9 (4) |
C13—C1—C2—C3 | −178.8 (3) | C15—C16—C21—C20 | 177.1 (2) |
C1—C2—C3—C4 | 2.0 (5) | Pb1i—O5—C22—O4 | 52.9 (11) |
C2—C3—C4—C12 | −0.8 (4) | Pb1i—O5—C22—C23 | −127.0 (8) |
C2—C3—C4—C5 | 177.8 (3) | Pb1—O4—C22—O5 | −25.3 (4) |
C3—C4—C5—C6 | −177.1 (3) | Pb1—O4—C22—C23 | 154.6 (2) |
C12—C4—C5—C6 | 1.4 (5) | O5—C22—C23—C24 | −22.2 (5) |
C4—C5—C6—C7 | 1.3 (5) | O4—C22—C23—C24 | 157.9 (3) |
C5—C6—C7—C11 | −2.2 (5) | O5—C22—C23—C28 | 157.7 (3) |
C5—C6—C7—C8 | 177.5 (3) | O4—C22—C23—C28 | −22.2 (4) |
C11—C7—C8—C9 | 3.5 (5) | C28—C23—C24—C25 | 0.4 (4) |
C6—C7—C8—C9 | −176.2 (3) | C22—C23—C24—C25 | −179.6 (3) |
C7—C8—C9—C10 | −1.9 (5) | C23—C24—C25—C26 | −0.8 (5) |
C11—N2—C10—C9 | 2.4 (4) | C24—C25—C26—O6 | −179.7 (3) |
Pb1—N2—C10—C9 | −171.7 (2) | C24—C25—C26—C27 | 0.8 (4) |
C11—N2—C10—C14 | −177.0 (3) | O6—C26—C27—C28 | −179.9 (3) |
Pb1—N2—C10—C14 | 8.9 (4) | C25—C26—C27—C28 | −0.4 (4) |
C8—C9—C10—N2 | −1.2 (5) | C26—C27—C28—C23 | 0.0 (4) |
C8—C9—C10—C14 | 178.2 (4) | C24—C23—C28—C27 | 0.0 (4) |
C10—N2—C11—C7 | −0.6 (4) | C22—C23—C28—C27 | −180.0 (3) |
Pb1—N2—C11—C7 | 173.90 (19) |
Symmetry code: (i) −x+1, −y+2, −z+1. |
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3···O1ii | 0.82 | 1.84 | 2.652 (3) | 172 |
O6—H6···O4iii | 0.82 | 1.82 | 2.619 (3) | 165 |
Symmetry codes: (ii) x, −y+5/2, z−1/2; (iii) x, −y+3/2, z+1/2. |
Experimental details
Crystal data | |
Chemical formula | [Pb2(C7H5O3)4(C14H12N2)2] |
Mr | 1379.35 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 293 |
a, b, c (Å) | 11.0539 (9), 20.9060 (16), 11.2905 (9) |
β (°) | 101.667 (1) |
V (Å3) | 2555.2 (4) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 6.65 |
Crystal size (mm) | 0.26 × 0.21 × 0.17 |
Data collection | |
Diffractometer | Bruker SMART CCD area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Bruker, 1997) |
Tmin, Tmax | 0.277, 0.396 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 17442, 4760, 4180 |
Rint | 0.021 |
(sin θ/λ)max (Å−1) | 0.606 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.018, 0.042, 1.03 |
No. of reflections | 4760 |
No. of parameters | 338 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.49, −0.56 |
Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 1997), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 1997).
Pb1—N2 | 2.464 (2) | Pb1—O4 | 2.5291 (18) |
Pb1—N1 | 2.4818 (19) | Pb1—O1 | 2.6298 (18) |
Pb1—O2 | 2.4851 (17) | Pb1—O5i | 2.767 (2) |
Symmetry code: (i) −x+1, −y+2, −z+1. |
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3···O1ii | 0.82 | 1.84 | 2.652 (3) | 172.4 |
O6—H6···O4iii | 0.82 | 1.82 | 2.619 (3) | 164.7 |
Symmetry codes: (ii) x, −y+5/2, z−1/2; (iii) x, −y+3/2, z+1/2. |
The coordination chemistry of lead(II) with N and O donor ligands has been investigated in the past decade and is frequently discussed as lead is an environmental pollutant with severe toxic effects (Shimoni-Livny et al., 2003). Because of its electronic configuration and size, Pb(II) exhibits various coordination numbers and geometries. A number of lead(II) complexes with different donor ligands have been synthesized and studied by X-ray crystallography (Mahjoub & Morsali, 2002; Morsali et al., 2003; Li et al., 2005; Zhang et al., 2005; Xuan & Zhao, 2007). The title complex, (I), was recently obtained from the reaction of lead acetate, sodium 4-hydroxybenzoate and dmphen in an ethanol/water mixture, and its crystal structure is reported here.
Each PbII ion is six-coordinated by the two N atoms from a dmphen ligand, and four carbonyl O atoms from three 4-hydroxybenzoate ligands (Fig.1). The four Pb—O bond lengths are significantly different, as are the two Pb—N bond lengths and each PbII cation lies at the center of a distorted octahedron. The Pb—O—C—O bridging interaction, forms a centrosymmetric eight-membered Pb2O4C2 ring with a Pb···Pb distance of 4.2639 (3) Å.
In the crystal structure, molecules are linked into a two dimensional framework by intermolecular O—H···O hydrogen (Fig.2). The packing is further stabilized by π-π interactions between the dmphen rings of neighboring molecules. The distance between the parallel planes (N1/C1—C10/ N2/C11/C12) [symmetry code: -x + 1, -y + 2, -z + 1] of neighboring molecules is 3.3272 Å. This combination of hydrogen bonds and π-π stacking interactions builds a three-dimensional network architecture.