Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807061065/bh2147sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807061065/bh2147Isup2.hkl |
CCDC reference: 672766
A mixture of m-hydroxybenzoic acid (0.070 g, 0.5 mmol) and NaOH (0.018 g, 0.5 mmol) in distilled water (10 ml) was stirred until dissolution, and then Pb(CH3COOH)2.3H2O (0.190 g, 0.5 mmol) was added. A solution of 2,9-dimethyl-1,10-phenanthroline hemihydrate (C14H12N2.0.5H2O, 0.109 g, 0.5 mmol) in ethanol (10 ml) was then added. The mixture was refluxed for 4 h. The hot solution was cooled to room temperature and then filtered. Bright colorless single crystals of (I) appeared over a period of five days by slow evaporation at room temperature.
C-bonded H atoms were placed in calculated positions, with C—H = 0.93 Å (aromatic CH) or C—H = 0.96 Å (methyl CH3), and refined in the riding-model approximation with Uiso(H) = 1.2Ueq(C) for aromatic CH and Uiso(H) = 1.5Ueq(C) otherwise. Hydroxyl and water H atoms were found in a difference map and their coordinates fixed after regularization of geometry. Isotropic displacement parameters were fixed to Uiso(H) = 1.5Ueq(O).
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).
[Pb(C14H12N2)(C7H5O3)2]·C14H12N2·3H2O | F(000) = 3792 |
Mr = 951.97 | Dx = 1.616 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 6283 reflections |
a = 31.662 (3) Å | θ = 2.4–27.0° |
b = 10.8291 (10) Å | µ = 4.37 mm−1 |
c = 27.381 (4) Å | T = 291 K |
β = 123.530 (1)° | Block, colourless |
V = 7825.9 (15) Å3 | 0.41 × 0.35 × 0.25 mm |
Z = 8 |
Bruker SMART CCD area-detector diffractometer | 7287 independent reflections |
Radiation source: fine-focus sealed tube | 6143 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.022 |
ϕ and ω scans | θmax = 25.5°, θmin = 2.4° |
Absorption correction: multi-scan (SADABS; Bruker, 1997) | h = −37→38 |
Tmin = 0.217, Tmax = 0.334 | k = −13→13 |
28443 measured reflections | l = −32→33 |
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)] = 0.020 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.047 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0222P)2 + 6.8596P] where P = (Fo2 + 2Fc2)/3 |
7287 reflections | (Δ/σ)max = 0.003 |
511 parameters | Δρmax = 0.45 e Å−3 |
0 restraints | Δρmin = −0.49 e Å−3 |
[Pb(C14H12N2)(C7H5O3)2]·C14H12N2·3H2O | V = 7825.9 (15) Å3 |
Mr = 951.97 | Z = 8 |
Monoclinic, C2/c | Mo Kα radiation |
a = 31.662 (3) Å | µ = 4.37 mm−1 |
b = 10.8291 (10) Å | T = 291 K |
c = 27.381 (4) Å | 0.41 × 0.35 × 0.25 mm |
β = 123.530 (1)° |
Bruker SMART CCD area-detector diffractometer | 7287 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 1997) | 6143 reflections with I > 2σ(I) |
Tmin = 0.217, Tmax = 0.334 | Rint = 0.022 |
28443 measured reflections |
R[F2 > 2σ(F2)] = 0.020 | 0 restraints |
wR(F2) = 0.047 | H-atom parameters constrained |
S = 1.03 | Δρmax = 0.45 e Å−3 |
7287 reflections | Δρmin = −0.49 e Å−3 |
511 parameters |
x | y | z | Uiso*/Ueq | ||
Pb1 | 0.224379 (4) | 0.879582 (10) | 0.373487 (4) | 0.04096 (4) | |
O1 | 0.29906 (8) | 0.7989 (2) | 0.47679 (9) | 0.0708 (7) | |
O2 | 0.26753 (9) | 0.9783 (2) | 0.47864 (9) | 0.0709 (6) | |
O3 | 0.38864 (13) | 1.1174 (3) | 0.68961 (11) | 0.0961 (9) | |
H3 | 0.3825 | 1.1750 | 0.6672 | 0.144* | |
O4 | 0.14958 (7) | 1.02393 (19) | 0.30704 (9) | 0.0565 (5) | |
O5 | 0.15723 (7) | 0.87141 (19) | 0.25972 (8) | 0.0532 (5) | |
O6 | −0.02455 (8) | 0.8054 (3) | 0.08300 (11) | 0.0905 (9) | |
H6 | −0.0049 | 0.7516 | 0.0864 | 0.136* | |
O7 | 0.36781 (9) | 0.6228 (2) | 0.49854 (11) | 0.0779 (7) | |
H1W | 0.3477 | 0.6811 | 0.4901 | 0.117* | |
H2W | 0.3970 | 0.6429 | 0.5259 | 0.117* | |
O8 | 0.37422 (9) | 0.3244 (3) | 0.62932 (12) | 0.0858 (8) | |
H3W | 0.3670 | 0.3704 | 0.6488 | 0.129* | |
H4W | 0.3535 | 0.3454 | 0.5950 | 0.129* | |
O9 | 0.18511 (11) | 0.0677 (3) | 0.48323 (13) | 0.1003 (9) | |
H5W | 0.1638 | 0.0550 | 0.4478 | 0.150* | |
H6W | 0.2104 | 0.0227 | 0.4956 | 0.150* | |
N1 | 0.27666 (8) | 0.7787 (2) | 0.34240 (9) | 0.0445 (5) | |
N2 | 0.27281 (7) | 1.0306 (2) | 0.35509 (9) | 0.0386 (5) | |
N3 | 0.05922 (9) | 0.7416 (3) | 0.05994 (11) | 0.0587 (7) | |
N4 | 0.02519 (8) | 0.5671 (2) | 0.10211 (10) | 0.0507 (6) | |
C1 | 0.29728 (11) | 0.8896 (3) | 0.50406 (13) | 0.0522 (7) | |
C2 | 0.33241 (11) | 0.8923 (3) | 0.56993 (12) | 0.0506 (7) | |
C3 | 0.35607 (12) | 0.7845 (3) | 0.60090 (13) | 0.0601 (8) | |
H3A | 0.3504 | 0.7099 | 0.5813 | 0.072* | |
C4 | 0.38851 (13) | 0.7905 (4) | 0.66183 (15) | 0.0739 (11) | |
H4 | 0.4040 | 0.7190 | 0.6832 | 0.089* | |
C5 | 0.39779 (14) | 0.9014 (4) | 0.69050 (15) | 0.0765 (12) | |
H5 | 0.4190 | 0.9039 | 0.7312 | 0.092* | |
C6 | 0.37589 (13) | 1.0092 (4) | 0.65958 (15) | 0.0689 (10) | |
C7 | 0.34198 (11) | 1.0042 (3) | 0.59884 (13) | 0.0571 (8) | |
H7 | 0.3259 | 1.0756 | 0.5778 | 0.069* | |
C8 | 0.24701 (13) | 1.2019 (3) | 0.39162 (16) | 0.0654 (9) | |
H8A | 0.2132 | 1.2276 | 0.3619 | 0.098* | |
H8B | 0.2658 | 1.2713 | 0.4158 | 0.098* | |
H8C | 0.2456 | 1.1388 | 0.4153 | 0.098* | |
C9 | 0.27266 (10) | 1.1519 (2) | 0.36334 (13) | 0.0479 (7) | |
C10 | 0.29607 (12) | 1.2343 (3) | 0.34563 (15) | 0.0656 (9) | |
H10 | 0.2957 | 1.3185 | 0.3521 | 0.079* | |
C11 | 0.31891 (13) | 1.1934 (4) | 0.31954 (15) | 0.0699 (10) | |
H11 | 0.3338 | 1.2490 | 0.3075 | 0.084* | |
C12 | 0.32017 (11) | 1.0657 (3) | 0.31043 (12) | 0.0557 (8) | |
C13 | 0.34404 (13) | 1.0145 (5) | 0.28337 (15) | 0.0770 (12) | |
H13 | 0.3592 | 1.0670 | 0.2705 | 0.092* | |
C14 | 0.34495 (13) | 0.8918 (5) | 0.27618 (15) | 0.0797 (13) | |
H14 | 0.3603 | 0.8609 | 0.2579 | 0.096* | |
C15 | 0.32265 (11) | 0.8086 (4) | 0.29622 (13) | 0.0618 (9) | |
C16 | 0.32383 (15) | 0.6795 (5) | 0.29173 (16) | 0.0848 (13) | |
H16 | 0.3392 | 0.6447 | 0.2742 | 0.102* | |
C17 | 0.30295 (17) | 0.6053 (4) | 0.31249 (18) | 0.0862 (13) | |
H17 | 0.3042 | 0.5201 | 0.3094 | 0.103* | |
C18 | 0.27932 (13) | 0.6565 (3) | 0.33871 (14) | 0.0622 (9) | |
C19 | 0.25614 (17) | 0.5778 (3) | 0.36306 (17) | 0.0871 (13) | |
H19A | 0.2816 | 0.5561 | 0.4028 | 0.131* | |
H19B | 0.2425 | 0.5041 | 0.3400 | 0.131* | |
H19C | 0.2295 | 0.6229 | 0.3619 | 0.131* | |
C20 | 0.29834 (10) | 0.8550 (3) | 0.32251 (11) | 0.0440 (7) | |
C21 | 0.29668 (9) | 0.9861 (3) | 0.32931 (11) | 0.0413 (6) | |
C22 | 0.06912 (18) | 0.9596 (4) | 0.0499 (2) | 0.1226 (19) | |
H22A | 0.0502 | 0.9636 | 0.0678 | 0.184* | |
H22B | 0.0511 | 1.0029 | 0.0132 | 0.184* | |
H22C | 0.1017 | 0.9970 | 0.0754 | 0.184* | |
C23 | 0.07584 (13) | 0.8271 (4) | 0.03950 (17) | 0.0797 (11) | |
C24 | 0.10013 (16) | 0.7940 (6) | 0.0111 (2) | 0.1032 (17) | |
H24 | 0.1111 | 0.8552 | −0.0032 | 0.124* | |
C25 | 0.10757 (16) | 0.6739 (7) | 0.00463 (19) | 0.1022 (17) | |
H25 | 0.1236 | 0.6527 | −0.0142 | 0.123* | |
C26 | 0.09143 (12) | 0.5823 (4) | 0.02599 (14) | 0.0699 (10) | |
C27 | 0.09865 (15) | 0.4532 (6) | 0.02211 (17) | 0.0940 (16) | |
H27 | 0.1147 | 0.4275 | 0.0038 | 0.113* | |
C28 | 0.08299 (16) | 0.3691 (5) | 0.04407 (19) | 0.0915 (15) | |
H28 | 0.0888 | 0.2860 | 0.0414 | 0.110* | |
C29 | 0.05769 (12) | 0.4029 (3) | 0.07143 (15) | 0.0629 (9) | |
C30 | 0.04061 (15) | 0.3174 (4) | 0.09526 (19) | 0.0881 (14) | |
H30 | 0.0453 | 0.2334 | 0.0930 | 0.106* | |
C31 | 0.01745 (16) | 0.3562 (4) | 0.1214 (2) | 0.0929 (15) | |
H31 | 0.0065 | 0.2993 | 0.1376 | 0.112* | |
C32 | 0.00986 (12) | 0.4827 (4) | 0.12410 (15) | 0.0694 (10) | |
C33 | −0.01798 (15) | 0.5277 (5) | 0.15087 (18) | 0.1048 (16) | |
H33A | −0.0053 | 0.6074 | 0.1682 | 0.157* | |
H33B | −0.0129 | 0.4706 | 0.1805 | 0.157* | |
H33C | −0.0535 | 0.5338 | 0.1210 | 0.157* | |
C34 | 0.04918 (10) | 0.5289 (3) | 0.07621 (12) | 0.0483 (7) | |
C35 | 0.06661 (10) | 0.6209 (3) | 0.05336 (12) | 0.0523 (7) | |
C36 | 0.13066 (10) | 0.9517 (2) | 0.26357 (11) | 0.0392 (6) | |
C37 | 0.07541 (10) | 0.9626 (2) | 0.21688 (11) | 0.0390 (6) | |
C38 | 0.04679 (11) | 1.0572 (3) | 0.21906 (13) | 0.0519 (7) | |
H38 | 0.0622 | 1.1156 | 0.2489 | 0.062* | |
C39 | −0.00465 (12) | 1.0644 (3) | 0.17683 (14) | 0.0596 (8) | |
H39 | −0.0238 | 1.1273 | 0.1786 | 0.071* | |
C40 | −0.02758 (11) | 0.9795 (3) | 0.13249 (14) | 0.0589 (8) | |
H40 | −0.0622 | 0.9849 | 0.1044 | 0.071* | |
C41 | 0.00033 (11) | 0.8858 (3) | 0.12926 (14) | 0.0573 (8) | |
C42 | 0.05214 (10) | 0.8775 (3) | 0.17154 (12) | 0.0497 (7) | |
H42 | 0.0711 | 0.8148 | 0.1693 | 0.060* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Pb1 | 0.03378 (6) | 0.05033 (7) | 0.03576 (6) | −0.00360 (5) | 0.01731 (5) | 0.00157 (5) |
O1 | 0.0534 (13) | 0.0931 (18) | 0.0474 (13) | 0.0185 (12) | 0.0163 (11) | −0.0101 (12) |
O2 | 0.0758 (16) | 0.0763 (16) | 0.0482 (13) | 0.0180 (14) | 0.0264 (12) | 0.0043 (12) |
O3 | 0.105 (2) | 0.125 (3) | 0.0602 (16) | −0.017 (2) | 0.0464 (17) | −0.0352 (16) |
O4 | 0.0442 (11) | 0.0573 (13) | 0.0520 (12) | −0.0007 (10) | 0.0165 (10) | −0.0189 (10) |
O5 | 0.0401 (10) | 0.0676 (14) | 0.0426 (11) | 0.0102 (10) | 0.0170 (9) | −0.0114 (10) |
O6 | 0.0435 (13) | 0.101 (2) | 0.0773 (17) | 0.0139 (13) | 0.0020 (12) | −0.0476 (15) |
O7 | 0.0653 (15) | 0.0707 (16) | 0.0834 (17) | 0.0128 (12) | 0.0319 (14) | 0.0016 (13) |
O8 | 0.0697 (16) | 0.0994 (19) | 0.0879 (19) | −0.0021 (15) | 0.0433 (15) | −0.0342 (16) |
O9 | 0.097 (2) | 0.108 (2) | 0.105 (2) | 0.0183 (18) | 0.0613 (19) | 0.0024 (18) |
N1 | 0.0465 (13) | 0.0411 (13) | 0.0351 (12) | 0.0026 (11) | 0.0157 (11) | −0.0009 (10) |
N2 | 0.0328 (11) | 0.0392 (12) | 0.0395 (12) | −0.0002 (9) | 0.0173 (10) | 0.0029 (10) |
N3 | 0.0425 (14) | 0.0665 (18) | 0.0574 (16) | −0.0041 (13) | 0.0214 (13) | 0.0051 (14) |
N4 | 0.0359 (13) | 0.0639 (16) | 0.0456 (14) | −0.0023 (12) | 0.0182 (12) | −0.0017 (12) |
C1 | 0.0418 (16) | 0.071 (2) | 0.0460 (17) | −0.0045 (16) | 0.0254 (14) | −0.0047 (16) |
C2 | 0.0410 (15) | 0.075 (2) | 0.0394 (15) | −0.0063 (15) | 0.0244 (13) | 0.0013 (15) |
C3 | 0.059 (2) | 0.076 (2) | 0.0487 (18) | −0.0096 (17) | 0.0317 (16) | 0.0072 (16) |
C4 | 0.062 (2) | 0.105 (3) | 0.054 (2) | −0.006 (2) | 0.0318 (18) | 0.022 (2) |
C5 | 0.059 (2) | 0.128 (4) | 0.0382 (18) | −0.016 (2) | 0.0243 (17) | 0.002 (2) |
C6 | 0.061 (2) | 0.108 (3) | 0.050 (2) | −0.013 (2) | 0.0379 (18) | −0.013 (2) |
C7 | 0.0515 (18) | 0.084 (2) | 0.0435 (17) | −0.0019 (17) | 0.0309 (15) | −0.0026 (16) |
C8 | 0.064 (2) | 0.0451 (18) | 0.083 (2) | −0.0014 (16) | 0.0382 (19) | −0.0140 (17) |
C9 | 0.0381 (15) | 0.0383 (16) | 0.0536 (17) | −0.0010 (12) | 0.0167 (14) | 0.0022 (13) |
C10 | 0.056 (2) | 0.0467 (19) | 0.080 (2) | −0.0059 (15) | 0.0290 (19) | 0.0172 (17) |
C11 | 0.053 (2) | 0.074 (3) | 0.070 (2) | −0.0105 (17) | 0.0257 (18) | 0.0306 (19) |
C12 | 0.0381 (16) | 0.085 (2) | 0.0373 (16) | −0.0023 (15) | 0.0166 (14) | 0.0156 (16) |
C13 | 0.0469 (19) | 0.142 (4) | 0.046 (2) | −0.004 (2) | 0.0281 (17) | 0.018 (2) |
C14 | 0.049 (2) | 0.151 (4) | 0.0439 (19) | 0.015 (2) | 0.0286 (17) | −0.002 (2) |
C15 | 0.0424 (17) | 0.099 (3) | 0.0357 (16) | 0.0159 (17) | 0.0165 (14) | −0.0070 (17) |
C16 | 0.068 (2) | 0.112 (4) | 0.057 (2) | 0.034 (2) | 0.023 (2) | −0.024 (2) |
C17 | 0.089 (3) | 0.064 (3) | 0.074 (3) | 0.027 (2) | 0.025 (2) | −0.015 (2) |
C18 | 0.063 (2) | 0.0459 (18) | 0.0468 (18) | 0.0084 (15) | 0.0113 (16) | −0.0071 (14) |
C19 | 0.113 (3) | 0.0406 (18) | 0.081 (3) | −0.010 (2) | 0.037 (3) | 0.0009 (18) |
C20 | 0.0314 (13) | 0.0614 (19) | 0.0289 (13) | 0.0072 (13) | 0.0102 (11) | −0.0007 (12) |
C21 | 0.0323 (14) | 0.0541 (17) | 0.0315 (14) | 0.0021 (12) | 0.0138 (12) | 0.0055 (12) |
C22 | 0.097 (3) | 0.086 (3) | 0.147 (5) | −0.016 (3) | 0.043 (3) | 0.031 (3) |
C23 | 0.048 (2) | 0.091 (3) | 0.074 (3) | −0.0106 (19) | 0.0175 (19) | 0.020 (2) |
C24 | 0.065 (3) | 0.160 (5) | 0.079 (3) | −0.024 (3) | 0.036 (2) | 0.034 (3) |
C25 | 0.058 (2) | 0.191 (6) | 0.064 (3) | −0.009 (3) | 0.038 (2) | 0.007 (3) |
C26 | 0.0425 (18) | 0.117 (3) | 0.0456 (19) | 0.0036 (19) | 0.0214 (16) | −0.0049 (19) |
C27 | 0.054 (2) | 0.157 (5) | 0.058 (2) | 0.027 (3) | 0.022 (2) | −0.030 (3) |
C28 | 0.065 (3) | 0.101 (3) | 0.071 (3) | 0.026 (2) | 0.014 (2) | −0.031 (3) |
C29 | 0.0454 (18) | 0.059 (2) | 0.0537 (19) | 0.0055 (15) | 0.0082 (16) | −0.0132 (16) |
C30 | 0.065 (3) | 0.054 (2) | 0.087 (3) | −0.005 (2) | 0.006 (2) | 0.001 (2) |
C31 | 0.062 (3) | 0.090 (3) | 0.090 (3) | −0.015 (2) | 0.019 (2) | 0.028 (3) |
C32 | 0.0415 (18) | 0.096 (3) | 0.058 (2) | −0.0078 (18) | 0.0194 (16) | 0.012 (2) |
C33 | 0.065 (3) | 0.177 (5) | 0.083 (3) | −0.007 (3) | 0.048 (2) | 0.020 (3) |
C34 | 0.0336 (15) | 0.0576 (18) | 0.0386 (15) | 0.0002 (13) | 0.0105 (13) | −0.0070 (13) |
C35 | 0.0313 (14) | 0.076 (2) | 0.0391 (15) | 0.0004 (15) | 0.0128 (12) | −0.0060 (15) |
C36 | 0.0386 (14) | 0.0427 (16) | 0.0359 (14) | −0.0011 (12) | 0.0203 (12) | 0.0009 (12) |
C37 | 0.0381 (14) | 0.0429 (15) | 0.0357 (14) | 0.0037 (12) | 0.0203 (12) | 0.0017 (12) |
C38 | 0.0492 (17) | 0.0523 (18) | 0.0458 (17) | 0.0066 (14) | 0.0208 (15) | −0.0102 (14) |
C39 | 0.0502 (18) | 0.063 (2) | 0.060 (2) | 0.0179 (16) | 0.0267 (16) | −0.0034 (17) |
C40 | 0.0373 (16) | 0.074 (2) | 0.0525 (19) | 0.0135 (15) | 0.0164 (14) | −0.0033 (16) |
C41 | 0.0411 (16) | 0.067 (2) | 0.0488 (17) | 0.0041 (15) | 0.0152 (14) | −0.0138 (16) |
C42 | 0.0391 (15) | 0.0549 (18) | 0.0475 (16) | 0.0095 (13) | 0.0192 (13) | −0.0084 (14) |
Pb1—N1 | 2.493 (2) | C13—H13 | 0.9300 |
Pb1—N2 | 2.477 (2) | C14—C15 | 1.428 (5) |
Pb1—O1 | 2.639 (2) | C14—H14 | 0.9300 |
Pb1—O2 | 2.637 (2) | C15—C20 | 1.405 (4) |
Pb1—O4 | 2.569 (2) | C15—C16 | 1.406 (6) |
Pb1—O5 | 2.6296 (19) | C16—C17 | 1.349 (6) |
O1—C1 | 1.254 (4) | C16—H16 | 0.9300 |
O2—C1 | 1.253 (4) | C17—C18 | 1.406 (6) |
O3—C6 | 1.359 (4) | C17—H17 | 0.9300 |
O3—H3 | 0.8200 | C18—C19 | 1.500 (5) |
O4—C36 | 1.265 (3) | C19—H19A | 0.9600 |
O5—C36 | 1.254 (3) | C19—H19B | 0.9600 |
O6—C41 | 1.371 (4) | C19—H19C | 0.9600 |
O6—H6 | 0.8200 | C20—C21 | 1.437 (4) |
O7—H1W | 0.8331 | C22—C23 | 1.501 (6) |
O7—H2W | 0.8357 | C22—H22A | 0.9600 |
O8—H3W | 0.8493 | C22—H22B | 0.9600 |
O8—H4W | 0.8274 | C22—H22C | 0.9600 |
O9—H5W | 0.8310 | C23—C24 | 1.409 (6) |
O9—H6W | 0.8336 | C24—C25 | 1.351 (7) |
N1—C18 | 1.334 (4) | C24—H24 | 0.9300 |
N1—C20 | 1.365 (4) | C25—C26 | 1.385 (7) |
N2—C9 | 1.333 (3) | C25—H25 | 0.9300 |
N2—C21 | 1.375 (3) | C26—C35 | 1.416 (5) |
N3—C23 | 1.331 (4) | C26—C27 | 1.430 (6) |
N3—C35 | 1.357 (4) | C27—C28 | 1.329 (6) |
N4—C32 | 1.325 (4) | C27—H27 | 0.9300 |
N4—C34 | 1.359 (4) | C28—C29 | 1.414 (6) |
C1—C2 | 1.508 (4) | C28—H28 | 0.9300 |
C2—C7 | 1.386 (4) | C29—C30 | 1.401 (6) |
C2—C3 | 1.393 (4) | C29—C34 | 1.411 (4) |
C3—C4 | 1.396 (4) | C30—C31 | 1.344 (6) |
C3—H3A | 0.9300 | C30—H30 | 0.9300 |
C4—C5 | 1.375 (5) | C31—C32 | 1.400 (6) |
C4—H4 | 0.9300 | C31—H31 | 0.9300 |
C5—C6 | 1.383 (5) | C32—C33 | 1.505 (5) |
C5—H5 | 0.9300 | C33—H33A | 0.9600 |
C6—C7 | 1.396 (4) | C33—H33B | 0.9600 |
C7—H7 | 0.9300 | C33—H33C | 0.9600 |
C8—C9 | 1.499 (4) | C34—C35 | 1.438 (4) |
C8—H8A | 0.9600 | C36—C37 | 1.496 (3) |
C8—H8B | 0.9600 | C37—C42 | 1.387 (4) |
C8—H8C | 0.9600 | C37—C38 | 1.390 (4) |
C9—C10 | 1.406 (4) | C38—C39 | 1.384 (4) |
C10—C11 | 1.342 (5) | C38—H38 | 0.9300 |
C10—H10 | 0.9300 | C39—C40 | 1.369 (4) |
C11—C12 | 1.410 (5) | C39—H39 | 0.9300 |
C11—H11 | 0.9300 | C40—C41 | 1.379 (4) |
C12—C21 | 1.410 (4) | C40—H40 | 0.9300 |
C12—C13 | 1.431 (5) | C41—C42 | 1.393 (4) |
C13—C14 | 1.346 (5) | C42—H42 | 0.9300 |
N2—Pb1—N1 | 67.50 (7) | C18—C17—H17 | 119.9 |
N2—Pb1—O4 | 83.47 (7) | N1—C18—C17 | 120.2 (4) |
N1—Pb1—O4 | 123.42 (7) | N1—C18—C19 | 117.6 (3) |
N2—Pb1—O5 | 88.14 (7) | C17—C18—C19 | 122.2 (3) |
N1—Pb1—O5 | 80.54 (6) | C18—C19—H19A | 109.5 |
O4—Pb1—O5 | 49.89 (6) | C18—C19—H19B | 109.5 |
N2—Pb1—O2 | 87.06 (7) | H19A—C19—H19B | 109.5 |
N1—Pb1—O2 | 120.61 (7) | C18—C19—H19C | 109.5 |
O4—Pb1—O2 | 104.22 (7) | H19A—C19—H19C | 109.5 |
O5—Pb1—O2 | 154.07 (7) | H19B—C19—H19C | 109.5 |
N2—Pb1—O1 | 98.49 (7) | N1—C20—C15 | 121.8 (3) |
N1—Pb1—O1 | 81.39 (7) | N1—C20—C21 | 118.9 (2) |
O4—Pb1—O1 | 152.86 (7) | C15—C20—C21 | 119.3 (3) |
O5—Pb1—O1 | 156.62 (7) | N2—C21—C12 | 121.7 (3) |
O2—Pb1—O1 | 49.22 (7) | N2—C21—C20 | 118.9 (2) |
C1—O1—Pb1 | 94.05 (18) | C12—C21—C20 | 119.5 (3) |
C1—O2—Pb1 | 94.19 (19) | C23—C22—H22A | 109.5 |
C6—O3—H3 | 109.5 | C23—C22—H22B | 109.5 |
C36—O4—Pb1 | 93.58 (16) | H22A—C22—H22B | 109.5 |
C36—O5—Pb1 | 91.03 (15) | C23—C22—H22C | 109.5 |
C41—O6—H6 | 109.5 | H22A—C22—H22C | 109.5 |
H1W—O7—H2W | 110.4 | H22B—C22—H22C | 109.5 |
H3W—O8—H4W | 103.4 | N3—C23—C24 | 121.2 (4) |
H5W—O9—H6W | 110.8 | N3—C23—C22 | 117.0 (4) |
C18—N1—C20 | 120.3 (3) | C24—C23—C22 | 121.7 (4) |
C18—N1—Pb1 | 122.8 (2) | C25—C24—C23 | 120.3 (4) |
C20—N1—Pb1 | 116.50 (17) | C25—C24—H24 | 119.8 |
C9—N2—C21 | 119.1 (2) | C23—C24—H24 | 119.8 |
C9—N2—Pb1 | 123.75 (18) | C24—C25—C26 | 120.2 (4) |
C21—N2—Pb1 | 116.78 (17) | C24—C25—H25 | 119.9 |
C23—N3—C35 | 118.5 (3) | C26—C25—H25 | 119.9 |
C32—N4—C34 | 118.6 (3) | C25—C26—C35 | 117.0 (4) |
O2—C1—O1 | 122.5 (3) | C25—C26—C27 | 123.9 (4) |
O2—C1—C2 | 118.8 (3) | C35—C26—C27 | 119.1 (4) |
O1—C1—C2 | 118.8 (3) | C28—C27—C26 | 121.4 (4) |
C7—C2—C3 | 120.7 (3) | C28—C27—H27 | 119.3 |
C7—C2—C1 | 118.9 (3) | C26—C27—H27 | 119.3 |
C3—C2—C1 | 120.4 (3) | C27—C28—C29 | 121.6 (4) |
C2—C3—C4 | 118.8 (3) | C27—C28—H28 | 119.2 |
C2—C3—H3A | 120.6 | C29—C28—H28 | 119.2 |
C4—C3—H3A | 120.6 | C30—C29—C34 | 116.9 (4) |
C5—C4—C3 | 120.5 (4) | C30—C29—C28 | 123.6 (4) |
C5—C4—H4 | 119.8 | C34—C29—C28 | 119.5 (4) |
C3—C4—H4 | 119.8 | C31—C30—C29 | 120.4 (4) |
C4—C5—C6 | 120.7 (3) | C31—C30—H30 | 119.8 |
C4—C5—H5 | 119.6 | C29—C30—H30 | 119.8 |
C6—C5—H5 | 119.6 | C30—C31—C32 | 119.6 (4) |
O3—C6—C5 | 118.5 (3) | C30—C31—H31 | 120.2 |
O3—C6—C7 | 122.1 (4) | C32—C31—H31 | 120.2 |
C5—C6—C7 | 119.5 (4) | N4—C32—C31 | 122.3 (4) |
C2—C7—C6 | 119.8 (3) | N4—C32—C33 | 117.3 (4) |
C2—C7—H7 | 120.1 | C31—C32—C33 | 120.4 (4) |
C6—C7—H7 | 120.1 | C32—C33—H33A | 109.5 |
C9—C8—H8A | 109.5 | C32—C33—H33B | 109.5 |
C9—C8—H8B | 109.5 | H33A—C33—H33B | 109.5 |
H8A—C8—H8B | 109.5 | C32—C33—H33C | 109.5 |
C9—C8—H8C | 109.5 | H33A—C33—H33C | 109.5 |
H8A—C8—H8C | 109.5 | H33B—C33—H33C | 109.5 |
H8B—C8—H8C | 109.5 | N4—C34—C29 | 122.2 (3) |
N2—C9—C10 | 121.0 (3) | N4—C34—C35 | 118.4 (3) |
N2—C9—C8 | 119.8 (3) | C29—C34—C35 | 119.4 (3) |
C10—C9—C8 | 119.2 (3) | N3—C35—C26 | 122.8 (3) |
C11—C10—C9 | 121.1 (3) | N3—C35—C34 | 118.3 (3) |
C11—C10—H10 | 119.5 | C26—C35—C34 | 119.0 (3) |
C9—C10—H10 | 119.5 | O5—C36—O4 | 121.1 (2) |
C10—C11—C12 | 119.6 (3) | O5—C36—C37 | 120.3 (2) |
C10—C11—H11 | 120.2 | O4—C36—C37 | 118.6 (2) |
C12—C11—H11 | 120.2 | C42—C37—C38 | 119.4 (2) |
C11—C12—C21 | 117.5 (3) | C42—C37—C36 | 120.3 (2) |
C11—C12—C13 | 123.1 (3) | C38—C37—C36 | 120.2 (2) |
C21—C12—C13 | 119.3 (3) | C39—C38—C37 | 120.0 (3) |
C14—C13—C12 | 121.2 (4) | C39—C38—H38 | 120.0 |
C14—C13—H13 | 119.4 | C37—C38—H38 | 120.0 |
C12—C13—H13 | 119.4 | C40—C39—C38 | 120.4 (3) |
C13—C14—C15 | 120.8 (3) | C40—C39—H39 | 119.8 |
C13—C14—H14 | 119.6 | C38—C39—H39 | 119.8 |
C15—C14—H14 | 119.6 | C39—C40—C41 | 120.4 (3) |
C20—C15—C16 | 116.7 (4) | C39—C40—H40 | 119.8 |
C20—C15—C14 | 119.9 (3) | C41—C40—H40 | 119.8 |
C16—C15—C14 | 123.4 (4) | O6—C41—C40 | 117.7 (3) |
C17—C16—C15 | 120.8 (4) | O6—C41—C42 | 122.5 (3) |
C17—C16—H16 | 119.6 | C40—C41—C42 | 119.8 (3) |
C15—C16—H16 | 119.6 | C37—C42—C41 | 120.0 (3) |
C16—C17—C18 | 120.3 (4) | C37—C42—H42 | 120.0 |
C16—C17—H17 | 119.9 | C41—C42—H42 | 120.0 |
N2—Pb1—O1—C1 | 80.06 (19) | C20—N1—C18—C19 | 178.1 (3) |
N1—Pb1—O1—C1 | 145.6 (2) | Pb1—N1—C18—C19 | −9.5 (4) |
O4—Pb1—O1—C1 | −12.2 (3) | C16—C17—C18—N1 | 1.1 (5) |
O5—Pb1—O1—C1 | −174.70 (17) | C16—C17—C18—C19 | −179.2 (4) |
O2—Pb1—O1—C1 | 1.44 (17) | C18—N1—C20—C15 | 1.9 (4) |
N2—Pb1—O2—C1 | −105.30 (19) | Pb1—N1—C20—C15 | −170.99 (19) |
N1—Pb1—O2—C1 | −43.7 (2) | C18—N1—C20—C21 | −177.4 (2) |
O4—Pb1—O2—C1 | 172.20 (18) | Pb1—N1—C20—C21 | 9.7 (3) |
O5—Pb1—O2—C1 | 175.06 (17) | C16—C15—C20—N1 | −0.4 (4) |
O1—Pb1—O2—C1 | −1.44 (17) | C14—C15—C20—N1 | −179.8 (3) |
N2—Pb1—O4—C36 | 104.53 (17) | C16—C15—C20—C21 | 178.9 (3) |
N1—Pb1—O4—C36 | 47.02 (18) | C14—C15—C20—C21 | −0.6 (4) |
O5—Pb1—O4—C36 | 11.45 (15) | C9—N2—C21—C12 | −1.2 (4) |
O2—Pb1—O4—C36 | −170.18 (16) | Pb1—N2—C21—C12 | 172.30 (19) |
O1—Pb1—O4—C36 | −159.58 (17) | C9—N2—C21—C20 | 177.7 (2) |
N2—Pb1—O5—C36 | −94.55 (17) | Pb1—N2—C21—C20 | −8.8 (3) |
N1—Pb1—O5—C36 | −162.04 (17) | C11—C12—C21—N2 | 0.7 (4) |
O4—Pb1—O5—C36 | −11.52 (15) | C13—C12—C21—N2 | −179.4 (3) |
O2—Pb1—O5—C36 | −15.1 (3) | C11—C12—C21—C20 | −178.2 (2) |
O1—Pb1—O5—C36 | 158.15 (18) | C13—C12—C21—C20 | 1.7 (4) |
N2—Pb1—N1—C18 | 177.4 (2) | N1—C20—C21—N2 | −0.7 (3) |
O4—Pb1—N1—C18 | −117.5 (2) | C15—C20—C21—N2 | −180.0 (2) |
O5—Pb1—N1—C18 | −90.7 (2) | N1—C20—C21—C12 | 178.2 (2) |
O2—Pb1—N1—C18 | 105.4 (2) | C15—C20—C21—C12 | −1.1 (4) |
O1—Pb1—N1—C18 | 74.4 (2) | C35—N3—C23—C24 | 0.6 (5) |
N2—Pb1—N1—C20 | −9.94 (16) | C35—N3—C23—C22 | −177.3 (3) |
O4—Pb1—N1—C20 | 55.17 (19) | N3—C23—C24—C25 | −0.7 (6) |
O5—Pb1—N1—C20 | 81.98 (17) | C22—C23—C24—C25 | 177.1 (4) |
O2—Pb1—N1—C20 | −81.91 (18) | C23—C24—C25—C26 | −0.1 (7) |
O1—Pb1—N1—C20 | −112.91 (18) | C24—C25—C26—C35 | 1.0 (6) |
N1—Pb1—N2—C9 | −177.3 (2) | C24—C25—C26—C27 | −178.7 (4) |
O4—Pb1—N2—C9 | 52.4 (2) | C25—C26—C27—C28 | 179.1 (4) |
O5—Pb1—N2—C9 | 102.2 (2) | C35—C26—C27—C28 | −0.6 (6) |
O2—Pb1—N2—C9 | −52.3 (2) | C26—C27—C28—C29 | 1.1 (6) |
O1—Pb1—N2—C9 | −100.3 (2) | C27—C28—C29—C30 | −179.9 (4) |
N1—Pb1—N2—C21 | 9.58 (16) | C27—C28—C29—C34 | −0.7 (5) |
O4—Pb1—N2—C21 | −120.78 (17) | C34—C29—C30—C31 | −0.2 (5) |
O5—Pb1—N2—C21 | −70.95 (17) | C28—C29—C30—C31 | 179.0 (4) |
O2—Pb1—N2—C21 | 134.55 (17) | C29—C30—C31—C32 | 0.8 (6) |
O1—Pb1—N2—C21 | 86.53 (17) | C34—N4—C32—C31 | −0.1 (5) |
Pb1—O2—C1—O1 | 2.7 (3) | C34—N4—C32—C33 | −178.2 (3) |
Pb1—O2—C1—C2 | −177.5 (2) | C30—C31—C32—N4 | −0.6 (6) |
Pb1—O1—C1—O2 | −2.7 (3) | C30—C31—C32—C33 | 177.4 (4) |
Pb1—O1—C1—C2 | 177.5 (2) | C32—N4—C34—C29 | 0.8 (4) |
O2—C1—C2—C7 | −19.0 (4) | C32—N4—C34—C35 | −178.9 (3) |
O1—C1—C2—C7 | 160.8 (3) | C30—C29—C34—N4 | −0.6 (4) |
O2—C1—C2—C3 | 163.1 (3) | C28—C29—C34—N4 | −179.9 (3) |
O1—C1—C2—C3 | −17.1 (4) | C30—C29—C34—C35 | 179.0 (3) |
C7—C2—C3—C4 | 1.8 (5) | C28—C29—C34—C35 | −0.3 (4) |
C1—C2—C3—C4 | 179.7 (3) | C23—N3—C35—C26 | 0.3 (4) |
C2—C3—C4—C5 | −1.5 (5) | C23—N3—C35—C34 | 179.2 (3) |
C3—C4—C5—C6 | −1.1 (5) | C25—C26—C35—N3 | −1.2 (5) |
C4—C5—C6—O3 | −176.1 (3) | C27—C26—C35—N3 | 178.6 (3) |
C4—C5—C6—C7 | 3.3 (5) | C25—C26—C35—C34 | −180.0 (3) |
C3—C2—C7—C6 | 0.4 (5) | C27—C26—C35—C34 | −0.3 (4) |
C1—C2—C7—C6 | −177.6 (3) | N4—C34—C35—N3 | 1.4 (4) |
O3—C6—C7—C2 | 176.4 (3) | C29—C34—C35—N3 | −178.2 (3) |
C5—C6—C7—C2 | −2.9 (5) | N4—C34—C35—C26 | −179.7 (3) |
C21—N2—C9—C10 | 0.6 (4) | C29—C34—C35—C26 | 0.7 (4) |
Pb1—N2—C9—C10 | −172.4 (2) | Pb1—O5—C36—O4 | 21.3 (3) |
C21—N2—C9—C8 | −179.7 (3) | Pb1—O5—C36—C37 | −157.8 (2) |
Pb1—N2—C9—C8 | 7.3 (4) | Pb1—O4—C36—O5 | −21.8 (3) |
N2—C9—C10—C11 | 0.5 (5) | Pb1—O4—C36—C37 | 157.3 (2) |
C8—C9—C10—C11 | −179.2 (3) | O5—C36—C37—C42 | 5.5 (4) |
C9—C10—C11—C12 | −0.9 (5) | O4—C36—C37—C42 | −173.6 (3) |
C10—C11—C12—C21 | 0.3 (4) | O5—C36—C37—C38 | −175.4 (3) |
C10—C11—C12—C13 | −179.5 (3) | O4—C36—C37—C38 | 5.5 (4) |
C11—C12—C13—C14 | 179.1 (3) | C42—C37—C38—C39 | 1.3 (5) |
C21—C12—C13—C14 | −0.7 (5) | C36—C37—C38—C39 | −177.8 (3) |
C12—C13—C14—C15 | −0.9 (5) | C37—C38—C39—C40 | −0.6 (5) |
C13—C14—C15—C20 | 1.6 (5) | C38—C39—C40—C41 | −0.2 (5) |
C13—C14—C15—C16 | −177.8 (3) | C39—C40—C41—O6 | −178.4 (3) |
C20—C15—C16—C17 | −0.7 (5) | C39—C40—C41—C42 | 0.2 (5) |
C14—C15—C16—C17 | 178.7 (3) | C38—C37—C42—C41 | −1.2 (4) |
C15—C16—C17—C18 | 0.4 (6) | C36—C37—C42—C41 | 177.9 (3) |
C20—N1—C18—C17 | −2.2 (4) | O6—C41—C42—C37 | 179.0 (3) |
Pb1—N1—C18—C17 | 170.2 (2) | C40—C41—C42—C37 | 0.4 (5) |
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3···O8i | 0.82 | 1.86 | 2.669 (4) | 169 |
O6—H6···N4 | 0.82 | 2.15 | 2.916 (4) | 155 |
O7—H1W···O1 | 0.83 | 1.88 | 2.702 (3) | 172 |
O7—H2W···O6ii | 0.84 | 2.15 | 2.977 (3) | 169 |
O8—H3W···O4iii | 0.85 | 1.94 | 2.784 (3) | 180 |
O8—H4W···O9iv | 0.83 | 2.02 | 2.828 (4) | 166 |
O9—H6W···O2v | 0.83 | 2.15 | 2.850 (4) | 141 |
O9—H5W···O8iv | 0.83 | 2.19 | 2.828 (4) | 133 |
O6—H6···N3 | 0.82 | 2.51 | 3.124 (4) | 133 |
Symmetry codes: (i) x, y+1, z; (ii) x+1/2, −y+3/2, z+1/2; (iii) −x+1/2, −y+3/2, −z+1; (iv) −x+1/2, −y+1/2, −z+1; (v) x, y−1, z. |
Experimental details
Crystal data | |
Chemical formula | [Pb(C14H12N2)(C7H5O3)2]·C14H12N2·3H2O |
Mr | 951.97 |
Crystal system, space group | Monoclinic, C2/c |
Temperature (K) | 291 |
a, b, c (Å) | 31.662 (3), 10.8291 (10), 27.381 (4) |
β (°) | 123.530 (1) |
V (Å3) | 7825.9 (15) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 4.37 |
Crystal size (mm) | 0.41 × 0.35 × 0.25 |
Data collection | |
Diffractometer | Bruker SMART CCD area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Bruker, 1997) |
Tmin, Tmax | 0.217, 0.334 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 28443, 7287, 6143 |
Rint | 0.022 |
(sin θ/λ)max (Å−1) | 0.606 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.020, 0.047, 1.03 |
No. of reflections | 7287 |
No. of parameters | 511 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.45, −0.49 |
Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 1997), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 1997).
Pb1—N1 | 2.493 (2) | Pb1—O2 | 2.637 (2) |
Pb1—N2 | 2.477 (2) | Pb1—O4 | 2.569 (2) |
Pb1—O1 | 2.639 (2) | Pb1—O5 | 2.6296 (19) |
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3···O8i | 0.82 | 1.86 | 2.669 (4) | 168.8 |
O6—H6···N4 | 0.82 | 2.15 | 2.916 (4) | 155.2 |
O7—H1W···O1 | 0.83 | 1.88 | 2.702 (3) | 171.6 |
O7—H2W···O6ii | 0.84 | 2.15 | 2.977 (3) | 168.6 |
O8—H3W···O4iii | 0.85 | 1.94 | 2.784 (3) | 179.6 |
O8—H4W···O9iv | 0.83 | 2.02 | 2.828 (4) | 165.7 |
Symmetry codes: (i) x, y+1, z; (ii) x+1/2, −y+3/2, z+1/2; (iii) −x+1/2, −y+3/2, −z+1; (iv) −x+1/2, −y+1/2, −z+1. |
The coordination chemistry of lead(II) with N and O donor ligands has been investigated in the past decade and frequently discussed, as lead is an environmental pollutant with severe toxic effects (Shimoni-Livny et al., 1998; Xuan & Zhao, 2007). The title complex, (I), was recently obtained from the reaction of lead acetate, sodium m-hydroxybenzoate and 2,9-dimethyl-1,10-phenanthroline (dmphen) in an ethanol/water mixture (see Experimental), and its crystal structure is reported here.
Each PbII ion is six-coordinated by two N atoms from a dmphen ligand, and four O atoms from two m-hydroxybenzoate ligands (Fig.1). The four Pb—O bond lengths are different, Pb1—O1 = 2.639 (2), Pb1—O2 = 2.637 (2), Pb1—O4 = 2.569 (2) and Pb1—O5 = 2.6296 (19) Å, respectively. The two Pb—N bond lengths are also different, Pb1—N1 = 2.493 (2) Å and Pb1—N2= 2.477 (2) Å. The PbII ion is located in the center of the basal coordinationplane, and PbO4N2 unit forms a distorted pseudo square-pyramidal environment, considering the dmphen molecule as an apical ligand.
In the crystal structure, molecules are linked into a three dimensional framework by intermolecular O—H···O and O—H···N hydrogen bonds (Fig. 2 and 3). Molecules are also linked into a one dimensional network by π–π interactions between the dmphen ring systems (Fig. 4). These intermolecular interactions occur between the rings within offset face-to-face packing. The distance of neighboring molecules parallel ring planes is 3.493 Å. A three dimensional architecture is thus formed through hydrogen bonds and π–π stacking interactions (Fig. 4).