catena-Poly[[bis[aqua(1,10-phenanthroline)lead(II)]-di-μ3-5-carboxy-3-sulfonatobenzoato] dihydrate]
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270105000132/ga1091sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270105000132/ga1091Isup2.hkl |
CCDC reference: 268081
The title compound was synthesized by adding a dimethylformamide solution (10 ml) of 1,10-phenanthroline (2 mmol, 0.42 g), sodium 5-sulfoisophthalate (2 mmol, 0.54 g) and 2,2'-dithiosalicylic acid (2 mmol, 0.63 g) dropwise to a stirred aqueous solution (10 ml) of lead nitrate (2 mmol, 0.71 g) at 298 K. The reaction mixture was filtered and the filtrate allowed to stand for about six weeks until yellow prismatic crystals were obtained. Prism-shaped crystals of (I) suitable for X-ray diffraction were collected by filtration, washed with water and ethanol, and dried in air.
The uncoordinated water H atoms were refined subject to the restraint O—H = 0.83 (5) Å. The carboxyl and coordinated water H atoms were refined subject to the restraint O—H = 0.82 (1) Å. The other H atoms were positioned geometrically and allowed to ride on their parent atoms at distances of 0.93 Å and with Uiso(H) = 1.2Ueq(parent atom).
Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXTL (Bruker, 2002).
[Pb(C8H4O7S)(C12H8N2)(H2O)]·H2O | Z = 2 |
Mr = 667.60 | F(000) = 640 |
Triclinic, P1 | Dx = 2.151 Mg m−3 |
Hall symbol: -P1 | Mo Kα radiation, λ = 0.71073 Å |
a = 7.2209 (6) Å | Cell parameters from 3639 reflections |
b = 9.6252 (7) Å | θ = 1.4–25.1° |
c = 15.0478 (12) Å | µ = 8.34 mm−1 |
α = 98.251 (1)° | T = 298 K |
β = 92.279 (1)° | Prism, yellow |
γ = 94.196 (1)° | 0.20 × 0.15 × 0.10 mm |
V = 1030.92 (14) Å3 |
Bruker APEX area-detector diffractometer | 3638 independent reflections |
Radiation source: fine-focus sealed tube | 3454 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.022 |
ϕ and ω scans | θmax = 25.1°, θmin = 2.1° |
Absorption correction: numerical (SADABS; Bruker, 2002) | h = −8→8 |
Tmin = 0.24, Tmax = 0.43 | k = −11→11 |
7489 measured reflections | l = −17→17 |
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)] = 0.024 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.058 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0433P)2] where P = (Fo2 + 2Fc2)/3 |
3638 reflections | (Δ/σ)max = 0.003 |
306 parameters | Δρmax = 1.13 e Å−3 |
2 restraints | Δρmin = −0.77 e Å−3 |
[Pb(C8H4O7S)(C12H8N2)(H2O)]·H2O | γ = 94.196 (1)° |
Mr = 667.60 | V = 1030.92 (14) Å3 |
Triclinic, P1 | Z = 2 |
a = 7.2209 (6) Å | Mo Kα radiation |
b = 9.6252 (7) Å | µ = 8.34 mm−1 |
c = 15.0478 (12) Å | T = 298 K |
α = 98.251 (1)° | 0.20 × 0.15 × 0.10 mm |
β = 92.279 (1)° |
Bruker APEX area-detector diffractometer | 3638 independent reflections |
Absorption correction: numerical (SADABS; Bruker, 2002) | 3454 reflections with I > 2σ(I) |
Tmin = 0.24, Tmax = 0.43 | Rint = 0.022 |
7489 measured reflections |
R[F2 > 2σ(F2)] = 0.024 | 2 restraints |
wR(F2) = 0.058 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.04 | Δρmax = 1.13 e Å−3 |
3638 reflections | Δρmin = −0.77 e Å−3 |
306 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 | 0.91506 (2) | 0.564015 (14) | 0.871257 (9) | 0.02809 (7) | |
C1 | 0.7127 (6) | 0.2721 (5) | 0.9492 (3) | 0.0400 (11) | |
H1 | 0.7060 | 0.3397 | 0.9995 | 0.048* | |
C2 | 0.6687 (7) | 0.1312 (6) | 0.9569 (4) | 0.0483 (13) | |
H2 | 0.6360 | 0.1058 | 1.0118 | 0.058* | |
C3 | 0.6736 (7) | 0.0319 (5) | 0.8844 (4) | 0.0495 (13) | |
H3 | 0.6468 | −0.0624 | 0.8896 | 0.059* | |
C4 | 0.7191 (6) | 0.0702 (5) | 0.8010 (3) | 0.0381 (10) | |
C5 | 0.7193 (7) | −0.0279 (5) | 0.7204 (4) | 0.0468 (13) | |
H5 | 0.6877 | −0.1228 | 0.7221 | 0.056* | |
C6 | 0.7640 (7) | 0.0137 (5) | 0.6427 (4) | 0.0489 (13) | |
H6 | 0.7610 | −0.0524 | 0.5910 | 0.059* | |
C7 | 0.8161 (6) | 0.1575 (5) | 0.6377 (3) | 0.0406 (11) | |
C8 | 0.8653 (8) | 0.2056 (6) | 0.5580 (3) | 0.0563 (14) | |
H8 | 0.8627 | 0.1425 | 0.5049 | 0.068* | |
C9 | 0.9173 (9) | 0.3449 (6) | 0.5573 (4) | 0.0633 (16) | |
H9 | 0.9494 | 0.3775 | 0.5043 | 0.076* | |
C10 | 0.9210 (8) | 0.4361 (5) | 0.6371 (3) | 0.0489 (12) | |
H10 | 0.9579 | 0.5305 | 0.6364 | 0.059* | |
C11 | 0.8215 (5) | 0.2575 (4) | 0.7149 (3) | 0.0305 (9) | |
C12 | 0.7681 (5) | 0.2146 (4) | 0.7988 (3) | 0.0296 (9) | |
C13 | 1.2218 (5) | 0.9930 (4) | 0.7652 (3) | 0.0272 (9) | |
C14 | 1.1949 (6) | 1.0665 (4) | 0.8493 (3) | 0.0274 (9) | |
H14 | 1.1564 | 1.0183 | 0.8955 | 0.033* | |
C15 | 1.2258 (5) | 1.2125 (4) | 0.8645 (3) | 0.0284 (9) | |
C16 | 1.2840 (5) | 1.2830 (4) | 0.7956 (3) | 0.0284 (9) | |
H16 | 1.3055 | 1.3806 | 0.8058 | 0.034* | |
C17 | 1.3107 (5) | 1.2095 (4) | 0.7109 (3) | 0.0283 (9) | |
C18 | 1.2777 (5) | 1.0632 (4) | 0.6961 (3) | 0.0280 (9) | |
H18 | 1.2935 | 1.0131 | 0.6397 | 0.034* | |
C19 | 1.3765 (6) | 1.2893 (4) | 0.6391 (3) | 0.0305 (9) | |
C20 | 1.1991 (6) | 1.2922 (4) | 0.9564 (3) | 0.0307 (9) | |
O1 | 1.1977 (6) | 1.2270 (4) | 1.0222 (2) | 0.0558 (10) | |
O2 | 1.1765 (4) | 1.4220 (3) | 0.9622 (2) | 0.0378 (7) | |
O3 | 1.4370 (5) | 1.4119 (3) | 0.6542 (2) | 0.0429 (8) | |
O4 | 1.3628 (5) | 1.2157 (3) | 0.5586 (2) | 0.0461 (8) | |
H4 | 1.4066 | 1.2637 | 0.5225 | 0.069* | |
O5 | 1.2325 (6) | 0.7609 (3) | 0.6578 (2) | 0.0569 (10) | |
O6 | 1.0023 (5) | 0.7662 (3) | 0.7677 (3) | 0.0519 (9) | |
O7 | 1.3214 (5) | 0.7635 (3) | 0.8146 (2) | 0.0568 (10) | |
O8 | 0.6029 (4) | 0.5857 (4) | 0.8107 (2) | 0.0497 (9) | |
H8B | 0.5872 | 0.5384 | 0.7607 | 0.075* | |
H8A | 0.5716 | 0.6649 | 0.8280 | 0.075* | |
O9 | 0.4703 (7) | 0.3456 (4) | 0.4299 (3) | 0.0690 (13) | |
N1 | 0.7641 (5) | 0.3138 (4) | 0.8722 (2) | 0.0319 (8) | |
N2 | 0.8751 (5) | 0.3968 (4) | 0.7143 (2) | 0.0354 (8) | |
S1 | 1.19291 (15) | 0.80538 (10) | 0.74953 (7) | 0.0313 (2) | |
H9A | 0.553 (7) | 0.308 (6) | 0.406 (4) | 0.047* | |
H9B | 0.473 (7) | 0.423 (4) | 0.426 (4) | 0.047* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Pb1 | 0.03739 (11) | 0.02172 (10) | 0.02432 (10) | −0.00027 (7) | 0.00194 (6) | 0.00170 (7) |
C1 | 0.040 (3) | 0.040 (3) | 0.039 (3) | −0.010 (2) | −0.006 (2) | 0.011 (2) |
C2 | 0.051 (3) | 0.048 (3) | 0.049 (3) | −0.011 (2) | −0.009 (2) | 0.026 (3) |
C3 | 0.044 (3) | 0.029 (3) | 0.075 (4) | −0.010 (2) | −0.015 (3) | 0.019 (3) |
C4 | 0.030 (2) | 0.026 (2) | 0.058 (3) | 0.0021 (17) | −0.009 (2) | 0.009 (2) |
C5 | 0.040 (3) | 0.022 (2) | 0.074 (4) | 0.0010 (19) | −0.011 (2) | −0.003 (2) |
C6 | 0.046 (3) | 0.032 (3) | 0.062 (3) | −0.001 (2) | 0.002 (2) | −0.014 (2) |
C7 | 0.034 (2) | 0.035 (3) | 0.046 (3) | 0.0005 (19) | −0.002 (2) | −0.012 (2) |
C8 | 0.069 (4) | 0.058 (3) | 0.033 (3) | −0.006 (3) | 0.003 (2) | −0.018 (2) |
C9 | 0.090 (4) | 0.061 (4) | 0.034 (3) | −0.016 (3) | 0.011 (3) | 0.000 (3) |
C10 | 0.068 (3) | 0.042 (3) | 0.034 (3) | −0.009 (2) | 0.008 (2) | 0.003 (2) |
C11 | 0.029 (2) | 0.028 (2) | 0.034 (2) | 0.0045 (17) | −0.0038 (17) | 0.0002 (18) |
C12 | 0.025 (2) | 0.027 (2) | 0.036 (2) | 0.0028 (16) | −0.0059 (17) | 0.0038 (18) |
C13 | 0.027 (2) | 0.021 (2) | 0.031 (2) | 0.0009 (16) | −0.0014 (16) | 0.0010 (17) |
C14 | 0.031 (2) | 0.026 (2) | 0.026 (2) | 0.0048 (16) | 0.0034 (16) | 0.0059 (17) |
C15 | 0.027 (2) | 0.028 (2) | 0.031 (2) | 0.0066 (16) | 0.0011 (16) | 0.0022 (18) |
C16 | 0.029 (2) | 0.024 (2) | 0.032 (2) | 0.0027 (16) | 0.0008 (16) | −0.0002 (17) |
C17 | 0.025 (2) | 0.029 (2) | 0.030 (2) | 0.0003 (16) | −0.0012 (16) | 0.0046 (18) |
C18 | 0.032 (2) | 0.025 (2) | 0.025 (2) | 0.0014 (16) | 0.0014 (16) | −0.0013 (17) |
C19 | 0.037 (2) | 0.024 (2) | 0.030 (2) | 0.0024 (17) | 0.0009 (17) | 0.0015 (18) |
C20 | 0.035 (2) | 0.028 (2) | 0.029 (2) | 0.0085 (17) | 0.0034 (17) | 0.0004 (18) |
O1 | 0.100 (3) | 0.041 (2) | 0.0307 (18) | 0.0291 (19) | 0.0070 (18) | 0.0075 (16) |
O2 | 0.0517 (18) | 0.0265 (16) | 0.0341 (16) | 0.0037 (14) | 0.0064 (14) | −0.0004 (13) |
O3 | 0.060 (2) | 0.0326 (18) | 0.0346 (17) | −0.0063 (15) | 0.0071 (15) | 0.0042 (14) |
O4 | 0.074 (2) | 0.0334 (18) | 0.0289 (17) | −0.0117 (16) | 0.0107 (16) | 0.0028 (14) |
O5 | 0.101 (3) | 0.0278 (18) | 0.0383 (19) | −0.0037 (18) | 0.0193 (19) | −0.0060 (15) |
O6 | 0.052 (2) | 0.0321 (18) | 0.075 (2) | −0.0030 (15) | 0.0127 (18) | 0.0201 (18) |
O7 | 0.072 (2) | 0.039 (2) | 0.061 (2) | 0.0244 (18) | −0.0156 (19) | 0.0053 (17) |
O8 | 0.0462 (19) | 0.043 (2) | 0.054 (2) | 0.0123 (16) | −0.0085 (16) | −0.0151 (17) |
O9 | 0.111 (4) | 0.045 (2) | 0.060 (3) | 0.015 (2) | 0.039 (2) | 0.026 (2) |
N1 | 0.0360 (19) | 0.0287 (19) | 0.0310 (19) | −0.0043 (15) | −0.0015 (15) | 0.0084 (16) |
N2 | 0.044 (2) | 0.031 (2) | 0.0303 (19) | −0.0009 (16) | 0.0011 (16) | 0.0035 (16) |
S1 | 0.0437 (6) | 0.0204 (5) | 0.0295 (5) | 0.0020 (4) | 0.0039 (4) | 0.0027 (4) |
Pb1—O8 | 2.432 (3) | C11—C12 | 1.442 (6) |
Pb1—N1 | 2.572 (3) | C12—N1 | 1.355 (5) |
Pb1—O1i | 2.588 (3) | C13—C18 | 1.376 (6) |
Pb1—O2i | 2.605 (3) | C13—C14 | 1.386 (6) |
Pb1—N2 | 2.653 (4) | C13—S1 | 1.783 (4) |
Pb1—O6 | 2.717 (3) | C14—C15 | 1.390 (6) |
Pb1—O2ii | 2.831 (3) | C14—H14 | 0.9300 |
C1—N1 | 1.336 (5) | C15—C16 | 1.382 (6) |
C1—C2 | 1.392 (7) | C15—C20 | 1.509 (6) |
C1—H1 | 0.9300 | C16—C17 | 1.394 (6) |
C2—C3 | 1.346 (8) | C16—H16 | 0.9300 |
C2—H2 | 0.9300 | C17—C18 | 1.396 (5) |
C3—C4 | 1.402 (7) | C17—C19 | 1.486 (6) |
C3—H3 | 0.9300 | C18—H18 | 0.9300 |
C4—C12 | 1.414 (6) | C19—O3 | 1.214 (5) |
C4—C5 | 1.426 (7) | C19—O4 | 1.309 (5) |
C5—C6 | 1.333 (7) | C20—O1 | 1.246 (5) |
C5—H5 | 0.9300 | C20—O2 | 1.263 (5) |
C6—C7 | 1.421 (7) | O1—Pb1i | 2.588 (3) |
C6—H6 | 0.9300 | O2—Pb1i | 2.605 (3) |
C7—C11 | 1.395 (6) | O4—H4 | 0.8200 |
C7—C8 | 1.396 (7) | O5—S1 | 1.431 (3) |
C8—C9 | 1.367 (8) | O6—S1 | 1.448 (3) |
C8—H8 | 0.9300 | O7—S1 | 1.442 (3) |
C9—C10 | 1.380 (7) | O8—H8B | 0.8200 |
C9—H9 | 0.9300 | O8—H8A | 0.8200 |
C10—N2 | 1.319 (6) | O9—H9A | 0.79 (4) |
C10—H10 | 0.9300 | O9—H9B | 0.75 (4) |
C11—N2 | 1.370 (5) | ||
O8—Pb1—N1 | 78.88 (12) | N2—C11—C7 | 122.4 (4) |
O8—Pb1—O1i | 76.52 (12) | N2—C11—C12 | 118.0 (4) |
N1—Pb1—O1i | 119.70 (12) | C7—C11—C12 | 119.6 (4) |
O8—Pb1—O2i | 95.36 (11) | N1—C12—C4 | 122.4 (4) |
N1—Pb1—O2i | 78.81 (10) | N1—C12—C11 | 119.1 (4) |
O1i—Pb1—O2i | 50.35 (10) | C4—C12—C11 | 118.5 (4) |
O8—Pb1—N2 | 73.39 (11) | C18—C13—C14 | 120.7 (4) |
N1—Pb1—N2 | 63.34 (11) | C18—C13—S1 | 120.5 (3) |
O1i—Pb1—N2 | 148.40 (12) | C14—C13—S1 | 118.8 (3) |
O2i—Pb1—N2 | 141.79 (10) | C13—C14—C15 | 119.9 (4) |
O8—Pb1—O6 | 82.14 (12) | C13—C14—H14 | 120.0 |
N1—Pb1—O6 | 145.22 (12) | C15—C14—H14 | 120.0 |
O1i—Pb1—O6 | 83.15 (11) | C16—C15—C14 | 119.6 (4) |
O2i—Pb1—O6 | 132.11 (10) | C16—C15—C20 | 120.6 (4) |
N2—Pb1—O6 | 83.43 (11) | C14—C15—C20 | 119.9 (4) |
O8—Pb1—O2ii | 151.86 (11) | C15—C16—C17 | 120.7 (4) |
N1—Pb1—O2ii | 73.96 (10) | C15—C16—H16 | 119.7 |
O1i—Pb1—O2ii | 110.87 (10) | C17—C16—H16 | 119.7 |
O2i—Pb1—O2ii | 72.43 (10) | C16—C17—C18 | 119.3 (4) |
N2—Pb1—O2ii | 100.26 (10) | C16—C17—C19 | 118.9 (4) |
O6—Pb1—O2ii | 125.03 (10) | C18—C17—C19 | 121.8 (4) |
N1—C1—C2 | 122.4 (5) | C13—C18—C17 | 119.9 (4) |
N1—C1—H1 | 118.8 | C13—C18—H18 | 120.0 |
C2—C1—H1 | 118.8 | C17—C18—H18 | 120.0 |
C3—C2—C1 | 119.7 (5) | O3—C19—O4 | 123.3 (4) |
C3—C2—H2 | 120.1 | O3—C19—C17 | 122.7 (4) |
C1—C2—H2 | 120.1 | O4—C19—C17 | 113.9 (3) |
C2—C3—C4 | 120.3 (4) | O1—C20—O2 | 123.4 (4) |
C2—C3—H3 | 119.9 | O1—C20—C15 | 118.8 (4) |
C4—C3—H3 | 119.9 | O2—C20—C15 | 117.8 (4) |
C3—C4—C12 | 116.9 (4) | C20—O1—Pb1i | 93.3 (2) |
C3—C4—C5 | 123.6 (4) | C20—O2—Pb1i | 92.1 (2) |
C12—C4—C5 | 119.5 (4) | C19—O4—H4 | 109.5 |
C6—C5—C4 | 121.4 (4) | S1—O6—Pb1 | 121.72 (19) |
C6—C5—H5 | 119.3 | Pb1—O8—H8B | 109.5 |
C4—C5—H5 | 119.3 | Pb1—O8—H8A | 109.5 |
C5—C6—C7 | 120.9 (5) | H8B—O8—H8A | 129.2 |
C5—C6—H6 | 119.5 | H9A—O9—H9B | 113 (6) |
C7—C6—H6 | 119.5 | C1—N1—C12 | 118.2 (4) |
C11—C7—C8 | 117.1 (4) | C1—N1—Pb1 | 120.4 (3) |
C11—C7—C6 | 120.0 (5) | C12—N1—Pb1 | 120.2 (3) |
C8—C7—C6 | 122.9 (4) | C10—N2—C11 | 117.9 (4) |
C9—C8—C7 | 120.5 (5) | C10—N2—Pb1 | 124.1 (3) |
C9—C8—H8 | 119.8 | C11—N2—Pb1 | 117.6 (3) |
C7—C8—H8 | 119.8 | O5—S1—O7 | 114.5 (2) |
C8—C9—C10 | 118.5 (5) | O5—S1—O6 | 112.2 (2) |
C8—C9—H9 | 120.8 | O7—S1—O6 | 111.3 (2) |
C10—C9—H9 | 120.8 | O5—S1—C13 | 105.66 (19) |
N2—C10—C9 | 123.7 (5) | O7—S1—C13 | 105.3 (2) |
N2—C10—H10 | 118.2 | O6—S1—C13 | 107.21 (19) |
C9—C10—H10 | 118.2 | ||
N1—C1—C2—C3 | −1.4 (7) | N1—Pb1—O6—S1 | −110.8 (3) |
C1—C2—C3—C4 | −1.3 (7) | O1i—Pb1—O6—S1 | 114.7 (2) |
C2—C3—C4—C12 | 3.3 (7) | O2i—Pb1—O6—S1 | 101.8 (2) |
C2—C3—C4—C5 | −177.1 (4) | N2—Pb1—O6—S1 | −94.0 (2) |
C3—C4—C5—C6 | −179.9 (5) | O2ii—Pb1—O6—S1 | 3.9 (3) |
C12—C4—C5—C6 | −0.3 (7) | C2—C1—N1—C12 | 1.8 (6) |
C4—C5—C6—C7 | 1.1 (7) | C2—C1—N1—Pb1 | −165.7 (3) |
C5—C6—C7—C11 | 0.1 (7) | C4—C12—N1—C1 | 0.4 (6) |
C5—C6—C7—C8 | 179.5 (5) | C11—C12—N1—C1 | 179.4 (4) |
C11—C7—C8—C9 | 0.5 (8) | C4—C12—N1—Pb1 | 167.9 (3) |
C6—C7—C8—C9 | −178.9 (5) | C11—C12—N1—Pb1 | −13.0 (5) |
C7—C8—C9—C10 | 0.4 (9) | O8—Pb1—N1—C1 | −104.3 (3) |
C8—C9—C10—N2 | −0.8 (9) | O1i—Pb1—N1—C1 | −36.9 (4) |
C8—C7—C11—N2 | −1.0 (7) | O2i—Pb1—N1—C1 | −6.5 (3) |
C6—C7—C11—N2 | 178.4 (4) | N2—Pb1—N1—C1 | 178.9 (4) |
C8—C7—C11—C12 | 178.6 (4) | O6—Pb1—N1—C1 | −162.4 (3) |
C6—C7—C11—C12 | −2.0 (6) | O2ii—Pb1—N1—C1 | 68.3 (3) |
C3—C4—C12—N1 | −2.9 (6) | O8—Pb1—N1—C12 | 88.5 (3) |
C5—C4—C12—N1 | 177.5 (4) | O1i—Pb1—N1—C12 | 155.8 (3) |
C3—C4—C12—C11 | 178.0 (4) | O2i—Pb1—N1—C12 | −173.7 (3) |
C5—C4—C12—C11 | −1.5 (6) | N2—Pb1—N1—C12 | 11.6 (3) |
N2—C11—C12—N1 | 3.2 (6) | O6—Pb1—N1—C12 | 30.3 (4) |
C7—C11—C12—N1 | −176.4 (4) | O2ii—Pb1—N1—C12 | −99.0 (3) |
N2—C11—C12—C4 | −177.7 (4) | C9—C10—N2—C11 | 0.2 (8) |
C7—C11—C12—C4 | 2.7 (6) | C9—C10—N2—Pb1 | 173.2 (4) |
C18—C13—C14—C15 | −0.4 (6) | C7—C11—N2—C10 | 0.7 (6) |
S1—C13—C14—C15 | 176.7 (3) | C12—C11—N2—C10 | −178.9 (4) |
C13—C14—C15—C16 | −0.3 (6) | C7—C11—N2—Pb1 | −172.8 (3) |
C13—C14—C15—C20 | −179.2 (4) | C12—C11—N2—Pb1 | 7.6 (5) |
C14—C15—C16—C17 | 0.4 (6) | O8—Pb1—N2—C10 | 91.7 (4) |
C20—C15—C16—C17 | 179.3 (4) | N1—Pb1—N2—C10 | 177.3 (4) |
C15—C16—C17—C18 | 0.1 (6) | O1i—Pb1—N2—C10 | 73.4 (5) |
C15—C16—C17—C19 | −178.9 (4) | O2i—Pb1—N2—C10 | 168.9 (4) |
C14—C13—C18—C17 | 1.0 (6) | O6—Pb1—N2—C10 | 7.9 (4) |
S1—C13—C18—C17 | −176.1 (3) | O2ii—Pb1—N2—C10 | −116.5 (4) |
C16—C17—C18—C13 | −0.8 (6) | O8—Pb1—N2—C11 | −95.3 (3) |
C19—C17—C18—C13 | 178.2 (4) | N1—Pb1—N2—C11 | −9.6 (3) |
C16—C17—C19—O3 | 12.4 (6) | O1i—Pb1—N2—C11 | −113.6 (3) |
C18—C17—C19—O3 | −166.6 (4) | O2i—Pb1—N2—C11 | −18.1 (4) |
C16—C17—C19—O4 | −167.5 (4) | O6—Pb1—N2—C11 | −179.1 (3) |
C18—C17—C19—O4 | 13.5 (6) | O2ii—Pb1—N2—C11 | 56.5 (3) |
C16—C15—C20—O1 | −160.3 (4) | Pb1—O6—S1—O5 | 110.0 (2) |
C14—C15—C20—O1 | 18.5 (6) | Pb1—O6—S1—O7 | −19.8 (3) |
C16—C15—C20—O2 | 20.7 (6) | Pb1—O6—S1—C13 | −134.4 (2) |
C14—C15—C20—O2 | −160.4 (4) | C18—C13—S1—O5 | −1.9 (4) |
O2—C20—O1—Pb1i | 9.1 (5) | C14—C13—S1—O5 | −179.0 (3) |
C15—C20—O1—Pb1i | −169.8 (3) | C18—C13—S1—O7 | 119.7 (4) |
O1—C20—O2—Pb1i | −9.0 (5) | C14—C13—S1—O7 | −57.5 (4) |
C15—C20—O2—Pb1i | 169.9 (3) | C18—C13—S1—O6 | −121.7 (3) |
O8—Pb1—O6—S1 | −168.1 (3) | C14—C13—S1—O6 | 61.2 (4) |
Symmetry codes: (i) −x+2, −y+2, −z+2; (ii) x, y−1, z. |
D—H···A | D—H | H···A | D···A | D—H···A |
O4—H4···O9iii | 0.82 | 1.76 | 2.567 (5) | 169 |
O8—H8B···O3iv | 0.82 | 2.08 | 2.851 (5) | 156 |
O8—H8A···O7v | 0.82 | 2.12 | 2.749 (5) | 134 |
O9—H9A···O5vi | 0.79 (4) | 1.96 (4) | 2.749 (6) | 172 (6) |
O9—H9B···O3vii | 0.75 (4) | 2.21 (4) | 2.862 (5) | 145 (5) |
Symmetry codes: (iii) x+1, y+1, z; (iv) x−1, y−1, z; (v) x−1, y, z; (vi) −x+2, −y+1, −z+1; (vii) −x+2, −y+2, −z+1. |
Experimental details
Crystal data | |
Chemical formula | [Pb(C8H4O7S)(C12H8N2)(H2O)]·H2O |
Mr | 667.60 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 298 |
a, b, c (Å) | 7.2209 (6), 9.6252 (7), 15.0478 (12) |
α, β, γ (°) | 98.251 (1), 92.279 (1), 94.196 (1) |
V (Å3) | 1030.92 (14) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 8.34 |
Crystal size (mm) | 0.20 × 0.15 × 0.10 |
Data collection | |
Diffractometer | Bruker APEX area-detector diffractometer |
Absorption correction | Numerical (SADABS; Bruker, 2002) |
Tmin, Tmax | 0.24, 0.43 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 7489, 3638, 3454 |
Rint | 0.022 |
(sin θ/λ)max (Å−1) | 0.597 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.024, 0.058, 1.04 |
No. of reflections | 3638 |
No. of parameters | 306 |
No. of restraints | 2 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 1.13, −0.77 |
Computer programs: SMART (Bruker, 2002), SAINT (Bruker, 2002), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), ORTEPII (Johnson, 1976), SHELXTL (Bruker, 2002).
Pb1—O8 | 2.432 (3) | Pb1—O2ii | 2.831 (3) |
Pb1—N1 | 2.572 (3) | O1—Pb1i | 2.588 (3) |
Pb1—O1i | 2.588 (3) | O2—Pb1i | 2.605 (3) |
Pb1—O2i | 2.605 (3) | O5—S1 | 1.431 (3) |
Pb1—N2 | 2.653 (4) | O6—S1 | 1.448 (3) |
Pb1—O6 | 2.717 (3) | O7—S1 | 1.442 (3) |
O8—Pb1—O1i | 76.52 (12) | O2i—Pb1—O6 | 132.11 (10) |
N1—Pb1—O1i | 119.70 (12) | O8—Pb1—O2ii | 151.86 (11) |
O8—Pb1—O2i | 95.36 (11) | O2i—Pb1—O2ii | 72.43 (10) |
O1i—Pb1—O2i | 50.35 (10) | O6—Pb1—O2ii | 125.03 (10) |
N1—Pb1—N2 | 63.34 (11) | C20—O1—Pb1i | 93.3 (2) |
O1i—Pb1—N2 | 148.40 (12) | C20—O2—Pb1i | 92.1 (2) |
O1i—Pb1—O6 | 83.15 (11) | S1—O6—Pb1 | 121.72 (19) |
Symmetry codes: (i) −x+2, −y+2, −z+2; (ii) x, y−1, z. |
D—H···A | D—H | H···A | D···A | D—H···A |
O4—H4···O9iii | 0.82 | 1.76 | 2.567 (5) | 169 |
O8—H8B···O3iv | 0.82 | 2.08 | 2.851 (5) | 156 |
O8—H8A···O7v | 0.82 | 2.12 | 2.749 (5) | 134 |
O9—H9A···O5vi | 0.79 (4) | 1.96 (4) | 2.749 (6) | 172 (6) |
O9—H9B···O3vii | 0.75 (4) | 2.21 (4) | 2.862 (5) | 145 (5) |
Symmetry codes: (iii) x+1, y+1, z; (iv) x−1, y−1, z; (v) x−1, y, z; (vi) −x+2, −y+1, −z+1; (vii) −x+2, −y+2, −z+1. |
Subscribe to Acta Crystallographica Section C: Structural Chemistry
The full text of this article is available to subscribers to the journal.
- Information on subscribing
- Sample issue
- Purchase subscription
- Reduced-price subscriptions
- If you have already subscribed, you may need to register
The impact of the toxic heavy metal Pb on the natural environment is reflected in the wealth of recent literature concerning the health hazards posed by Pb to humans (Chiaradia et al., 1997; Sauve et al., 1997). In view of the steady growth of the amount of lead released into the environment by human activity, the removal of this toxic metal from the human body using chelating agents is a field of growing importance (Radecka-Paryzek & Gdaniec, 1997). Lead(II) exhibits variable coordination number and geometry with ligands, independent of their ability to donate a lone pair of electrons (Wang & Vittal, 2003). A number of polymeric PbII compounds have been structurally characterized (Cecconi et al., 2003; Bridgewater & Parkin, 2000; Ying et al., 2003). The absence of crystal field stabilization energy effects allows the PbII cations to adopt a range of different coordination geometries not restricted to octahedral, tetrahedral or square planar (Foreman et al., 2000). The polytypic 5-sulfoisophthalate (sip) anion is an interesting ligand, with both carboxylate and sulfonate available as coordinating groups. This anion has the potential to form not only `short-bridged' structures via the carboxylate or sulfonate ends (Xiao et al., 2004), but also `longer-bridged' structures via the benzene ring, between metal ions (Foreman et al., 2000). Against this background, we report here the structure of the title compound, (I).
In (I), each Pb2+ ion coordinates to three O atoms from two carboxylate groups of two sip anions, with a typical Pb—O(carboxylate) distance range (Foreman et al., 2000), one sulfonate O atom from another sip anion, one water O atom, and two N atoms from one 1,10-phenanthroline (phen) ligand (Table 1). The Pb2+ cations are seven-coordinate, but their coordination geometry cannot be described as being close to a regular geometry, as expected by the absence of the crystal field stabilization energy effects (Fig. 1). The two phen N atoms and one O atom of the sip carboxylate are chelated to the Pb2+ cation, while the sulfonate group of another sip is monodentate. The other O atom of the chelated carboxylate bridges another Pb cation, with Pb—O distances of 2.831 (3) Å. In this way, two PbII ions are bridged by the sip carboxylate O atoms around a crystallographic centre of symmetry (`short' bridging). In addition, pairs of PbII ions are connected by two carboxylate and sulfonate `long' bridges, around another centre of symmetry. These two kinds of dinuclear ring are connected alternately, forming a chain structure along the b axis (Fig. 2).
The S—O distances fall within the typical range for the sulfonate anion [1.40–1.49 Å; Onoda et al., 2001], while their similarity suggests that strong conjugation of the sulfonate is predominant in (I). Each sip anion acts as a tetradentate ligand, connecting two Pb2+ ions through its one bridging and chelating carboxylate group and one monodentate sulfonate group. This coordination mode is quite different from other compounds containing this ligand, where the carboxylate groups are either in bidentate chelating or monodentate bridging fashion, e.g. polymeric disodium (µ-trans-4,4'-ethylenedipyridyl)bis[µ-5-sulfoisophthalato(3-)] dicadmate(II) hexahydrate (Tao et al., 2003).
Adjacent chain units are connected by strong hydrogen bonding and, to a lesser extent, by π–π interactions, to form a three-dimensional framework structure (Table 2, Fig. 2). The π–π interactions have an average distance between the aromatic ring of phen (C4–C7/C11/C12) and the aromatic ring of sip (symmetry code: x, y − 1, z) of 3.49 Å, with an interplanar angle of 4.5 (1)°.