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metal-organic compounds
A second triclinic polymorph of bis(μ-N-nitroso-N-phenylhydroxylaminato)-κ3O,O′:O′;κ3O′:O,O′-bis[(N-nitroso-N-phenylhydroxylaminato-κ2O,O′)lead(II)]
aDepartment of Chemistry, General Campus, Shahid Beheshti University, Tehran 1983963113, Iran, bDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia, and cChemistry Department, Faculty of Science, King Abdulaziz University, PO Box 80203 Jeddah, Saudi Arabia
*Correspondence e-mail: seikweng@um.edu.my
The cupferronate ions in the centrosymmetric dinuclear title compound, [Pb2(C6H5N2O2)4], O,O′-chelate to the two PbII atoms; two of the four nitroso O atoms are also involved in bridging. The geometries of the five-coordinate PbII atoms in the two independent molecules are Ψ-octahedral; if more remote Pb⋯O interactions are also considered, the is increased to six for one molecule and to seven for the other. Their coordination polyhedra are ill defined in the chain motif, which runs along [100].
Experimental
Crystal data
|
Refinement
|
|
Data collection: CrysAlis PRO (Agilent, 2012); cell CrysAlis PRO; data reduction: CrysAlis PRO; 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, 2010
).
Supporting information
10.1107/S1600536812021885/lh5471sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536812021885/lh5471Isup2.hkl
Lead(II) nitrate (0.33 g, 1 mmol) dissolved in ethanol (20 ml) was added to a solution of the cupferron ligand (0.31 g, 2 mmol) and pyrazine (0.08 g, 1 mmol) dissolved in ethanol (20 ml). The mixture was stirred and then set aside for the growth of brown colored crystals. The N-heterocycle was not incorporated in the final product.
Carbon-bound H-atoms were placed in calculated positions [C–H 0.95 Å, Uiso(H) 1.2Ueq(C)] and were included in the
in the riding model approximation.The final difference Fourier map had a peak at 1.30 Å from Pb2 and a hole at 0.70 Å from Pb1.
Data collection: CrysAlis PRO (Agilent, 2012); cell
CrysAlis PRO (Agilent, 2012); data reduction: CrysAlis PRO (Agilent, 2012); 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, 2010).[Pb2(C6H5N2O2)4] | Z = 2 |
Mr = 962.86 | F(000) = 896 |
Triclinic, P1 | Dx = 2.391 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 8.7579 (2) Å | Cell parameters from 11683 reflections |
b = 10.6985 (3) Å | θ = 2.4–27.5° |
c = 15.3603 (6) Å | µ = 12.64 mm−1 |
α = 72.079 (3)° | T = 100 K |
β = 77.582 (3)° | Prism, light brown |
γ = 86.538 (2)° | 0.25 × 0.20 × 0.15 mm |
V = 1337.31 (7) Å3 |
Agilent SuperNova Dual diffractometer with an Atlas detector | 6173 independent reflections |
Radiation source: SuperNova (Mo) X-ray Source | 5479 reflections with I > 2σ(I) |
Mirror monochromator | Rint = 0.040 |
Detector resolution: 10.4041 pixels mm-1 | θmax = 27.6°, θmin = 2.4° |
ω scan | h = −11→11 |
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012) | k = −13→13 |
Tmin = 0.144, Tmax = 0.253 | l = −19→19 |
20132 measured reflections |
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) = 0.057 | H-atom parameters constrained |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0248P)2] where P = (Fo2 + 2Fc2)/3 |
6173 reflections | (Δ/σ)max = 0.001 |
379 parameters | Δρmax = 0.78 e Å−3 |
0 restraints | Δρmin = −1.67 e Å−3 |
[Pb2(C6H5N2O2)4] | γ = 86.538 (2)° |
Mr = 962.86 | V = 1337.31 (7) Å3 |
Triclinic, P1 | Z = 2 |
a = 8.7579 (2) Å | Mo Kα radiation |
b = 10.6985 (3) Å | µ = 12.64 mm−1 |
c = 15.3603 (6) Å | T = 100 K |
α = 72.079 (3)° | 0.25 × 0.20 × 0.15 mm |
β = 77.582 (3)° |
Agilent SuperNova Dual diffractometer with an Atlas detector | 6173 independent reflections |
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012) | 5479 reflections with I > 2σ(I) |
Tmin = 0.144, Tmax = 0.253 | Rint = 0.040 |
20132 measured reflections |
R[F2 > 2σ(F2)] = 0.024 | 0 restraints |
wR(F2) = 0.057 | H-atom parameters constrained |
S = 1.04 | Δρmax = 0.78 e Å−3 |
6173 reflections | Δρmin = −1.67 e Å−3 |
379 parameters |
x | y | z | Uiso*/Ueq | ||
Pb1 | 0.888148 (16) | 0.622909 (14) | 0.393469 (10) | 0.00983 (5) | |
Pb2 | 0.471808 (16) | 0.531765 (14) | 0.351907 (10) | 0.01053 (5) | |
O1 | 0.9179 (3) | 0.3990 (3) | 0.4962 (2) | 0.0156 (6) | |
O2 | 0.7803 (3) | 0.4374 (3) | 0.3609 (2) | 0.0125 (6) | |
O3 | 1.1137 (3) | 0.5409 (3) | 0.3170 (2) | 0.0129 (6) | |
O4 | 1.0296 (3) | 0.7788 (3) | 0.2542 (2) | 0.0141 (6) | |
O5 | 0.6877 (3) | 0.6768 (3) | 0.2704 (2) | 0.0133 (6) | |
O6 | 0.5766 (3) | 0.5392 (3) | 0.1894 (2) | 0.0131 (6) | |
O7 | 0.5208 (3) | 0.6402 (3) | 0.4582 (2) | 0.0139 (6) | |
O8 | 0.3623 (3) | 0.7412 (3) | 0.3313 (2) | 0.0143 (6) | |
N1 | 0.9072 (4) | 0.2972 (3) | 0.4689 (2) | 0.0140 (7) | |
N2 | 0.8377 (4) | 0.3219 (3) | 0.3994 (2) | 0.0101 (7) | |
N3 | 1.1933 (4) | 0.6107 (3) | 0.2353 (2) | 0.0115 (7) | |
N4 | 1.1462 (4) | 0.7288 (3) | 0.2075 (2) | 0.0098 (7) | |
N5 | 0.7635 (4) | 0.6830 (3) | 0.1859 (2) | 0.0127 (7) | |
N6 | 0.7028 (4) | 0.6103 (3) | 0.1488 (2) | 0.0110 (7) | |
N7 | 0.4850 (4) | 0.7643 (3) | 0.4436 (2) | 0.0131 (7) | |
N8 | 0.4051 (4) | 0.8099 (3) | 0.3794 (2) | 0.0086 (7) | |
C1 | 0.8242 (4) | 0.2155 (4) | 0.3612 (3) | 0.0112 (8) | |
C2 | 0.9125 (5) | 0.1027 (4) | 0.3863 (3) | 0.0148 (9) | |
H2 | 0.9813 | 0.0941 | 0.4279 | 0.018* | |
C3 | 0.8967 (5) | 0.0026 (4) | 0.3484 (3) | 0.0176 (10) | |
H3 | 0.9558 | −0.0755 | 0.3645 | 0.021* | |
C4 | 0.7972 (5) | 0.0148 (4) | 0.2881 (3) | 0.0171 (9) | |
H4 | 0.7874 | −0.0545 | 0.2631 | 0.021* | |
C5 | 0.7117 (5) | 0.1286 (4) | 0.2640 (3) | 0.0171 (9) | |
H5 | 0.6422 | 0.1368 | 0.2228 | 0.020* | |
C6 | 0.7265 (5) | 0.2315 (4) | 0.2996 (3) | 0.0146 (9) | |
H6 | 0.6703 | 0.3108 | 0.2816 | 0.018* | |
C7 | 1.2235 (5) | 0.8123 (4) | 0.1153 (3) | 0.0131 (9) | |
C8 | 1.3608 (5) | 0.7689 (4) | 0.0693 (3) | 0.0166 (9) | |
H8 | 1.4080 | 0.6888 | 0.0979 | 0.020* | |
C9 | 1.4266 (5) | 0.8479 (4) | −0.0206 (3) | 0.0195 (10) | |
H9 | 1.5200 | 0.8210 | −0.0544 | 0.023* | |
C10 | 1.3564 (5) | 0.9660 (4) | −0.0612 (3) | 0.0183 (9) | |
H10 | 1.4008 | 1.0184 | −0.1228 | 0.022* | |
C11 | 1.2230 (5) | 1.0060 (4) | −0.0118 (3) | 0.0192 (10) | |
H11 | 1.1767 | 1.0872 | −0.0392 | 0.023* | |
C12 | 1.1545 (5) | 0.9295 (4) | 0.0777 (3) | 0.0165 (9) | |
H12 | 1.0625 | 0.9575 | 0.1120 | 0.020* | |
C13 | 0.7777 (4) | 0.6118 (4) | 0.0551 (3) | 0.0098 (8) | |
C14 | 0.9238 (5) | 0.6690 (4) | 0.0137 (3) | 0.0149 (9) | |
H14 | 0.9764 | 0.7090 | 0.0464 | 0.018* | |
C15 | 0.9922 (5) | 0.6669 (4) | −0.0762 (3) | 0.0165 (9) | |
H15 | 1.0919 | 0.7065 | −0.1055 | 0.020* | |
C16 | 0.9158 (5) | 0.6075 (4) | −0.1235 (3) | 0.0173 (9) | |
H16 | 0.9637 | 0.6053 | −0.1847 | 0.021* | |
C17 | 0.7699 (5) | 0.5515 (4) | −0.0815 (3) | 0.0159 (9) | |
H17 | 0.7169 | 0.5121 | −0.1144 | 0.019* | |
C18 | 0.7002 (4) | 0.5525 (4) | 0.0084 (3) | 0.0153 (9) | |
H18 | 0.6005 | 0.5129 | 0.0376 | 0.018* | |
C19 | 0.3613 (4) | 0.9468 (4) | 0.3584 (3) | 0.0112 (8) | |
C20 | 0.3630 (4) | 1.0144 (4) | 0.4218 (3) | 0.0143 (9) | |
H20 | 0.3882 | 0.9716 | 0.4809 | 0.017* | |
C21 | 0.3265 (5) | 1.1477 (4) | 0.3959 (3) | 0.0192 (10) | |
H21 | 0.3283 | 1.1967 | 0.4378 | 0.023* | |
C22 | 0.2877 (5) | 1.2099 (4) | 0.3100 (3) | 0.0191 (10) | |
H22 | 0.2637 | 1.3009 | 0.2930 | 0.023* | |
C23 | 0.2842 (5) | 1.1385 (4) | 0.2494 (3) | 0.0176 (9) | |
H23 | 0.2563 | 1.1805 | 0.1909 | 0.021* | |
C24 | 0.3211 (4) | 1.0058 (4) | 0.2730 (3) | 0.0135 (9) | |
H24 | 0.3187 | 0.9567 | 0.2312 | 0.016* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Pb1 | 0.01166 (8) | 0.00969 (8) | 0.00971 (9) | 0.00014 (6) | −0.00231 (6) | −0.00513 (6) |
Pb2 | 0.01357 (8) | 0.00947 (8) | 0.00833 (9) | −0.00020 (6) | −0.00354 (6) | −0.00146 (6) |
O1 | 0.0233 (16) | 0.0126 (15) | 0.0133 (16) | −0.0039 (12) | −0.0048 (13) | −0.0059 (13) |
O2 | 0.0136 (14) | 0.0086 (14) | 0.0169 (16) | 0.0002 (11) | −0.0055 (12) | −0.0046 (12) |
O3 | 0.0163 (14) | 0.0095 (14) | 0.0110 (15) | 0.0033 (11) | −0.0009 (12) | −0.0023 (12) |
O4 | 0.0136 (14) | 0.0115 (15) | 0.0166 (16) | 0.0057 (11) | 0.0004 (12) | −0.0068 (13) |
O5 | 0.0178 (15) | 0.0141 (15) | 0.0081 (15) | −0.0011 (12) | −0.0022 (12) | −0.0036 (12) |
O6 | 0.0125 (14) | 0.0143 (15) | 0.0122 (15) | −0.0021 (12) | −0.0020 (12) | −0.0035 (13) |
O7 | 0.0194 (15) | 0.0101 (15) | 0.0114 (15) | 0.0023 (12) | −0.0045 (12) | −0.0018 (12) |
O8 | 0.0198 (15) | 0.0112 (15) | 0.0168 (16) | 0.0026 (12) | −0.0108 (13) | −0.0068 (13) |
N1 | 0.0156 (17) | 0.0156 (19) | 0.0114 (18) | −0.0043 (14) | −0.0009 (15) | −0.0052 (15) |
N2 | 0.0120 (16) | 0.0084 (17) | 0.0102 (17) | 0.0012 (13) | −0.0048 (14) | −0.0016 (14) |
N3 | 0.0143 (17) | 0.0085 (17) | 0.0107 (18) | 0.0027 (13) | −0.0031 (14) | −0.0015 (14) |
N4 | 0.0078 (15) | 0.0116 (17) | 0.0108 (18) | 0.0015 (13) | −0.0038 (13) | −0.0036 (14) |
N5 | 0.0167 (17) | 0.0119 (18) | 0.0103 (18) | −0.0026 (14) | −0.0027 (14) | −0.0040 (15) |
N6 | 0.0113 (16) | 0.0089 (17) | 0.0134 (18) | 0.0012 (13) | −0.0034 (14) | −0.0038 (15) |
N7 | 0.0133 (17) | 0.0120 (18) | 0.0113 (18) | −0.0002 (14) | −0.0011 (14) | −0.0006 (15) |
N8 | 0.0115 (16) | 0.0092 (17) | 0.0062 (17) | 0.0006 (13) | −0.0027 (13) | −0.0035 (14) |
C1 | 0.0119 (19) | 0.0065 (19) | 0.014 (2) | −0.0032 (15) | 0.0020 (16) | −0.0034 (17) |
C2 | 0.012 (2) | 0.012 (2) | 0.019 (2) | 0.0002 (16) | −0.0025 (17) | −0.0047 (18) |
C3 | 0.013 (2) | 0.008 (2) | 0.029 (3) | 0.0021 (16) | −0.0006 (19) | −0.0045 (19) |
C4 | 0.017 (2) | 0.013 (2) | 0.023 (2) | −0.0019 (17) | 0.0011 (19) | −0.0111 (19) |
C5 | 0.014 (2) | 0.019 (2) | 0.019 (2) | −0.0003 (17) | −0.0031 (18) | −0.0071 (19) |
C6 | 0.014 (2) | 0.013 (2) | 0.017 (2) | 0.0007 (16) | −0.0037 (17) | −0.0043 (18) |
C7 | 0.017 (2) | 0.013 (2) | 0.009 (2) | −0.0015 (16) | −0.0057 (17) | −0.0012 (17) |
C8 | 0.018 (2) | 0.017 (2) | 0.015 (2) | 0.0029 (18) | −0.0051 (18) | −0.0048 (19) |
C9 | 0.019 (2) | 0.020 (2) | 0.019 (2) | −0.0003 (18) | −0.0003 (19) | −0.008 (2) |
C10 | 0.027 (2) | 0.015 (2) | 0.013 (2) | −0.0042 (18) | −0.0040 (19) | −0.0032 (19) |
C11 | 0.026 (2) | 0.011 (2) | 0.020 (2) | 0.0025 (18) | −0.012 (2) | −0.0003 (19) |
C12 | 0.018 (2) | 0.016 (2) | 0.016 (2) | 0.0017 (17) | −0.0047 (18) | −0.0039 (19) |
C13 | 0.0126 (19) | 0.0095 (19) | 0.0068 (19) | 0.0035 (15) | −0.0044 (16) | −0.0009 (16) |
C14 | 0.018 (2) | 0.014 (2) | 0.015 (2) | 0.0030 (17) | −0.0068 (18) | −0.0051 (18) |
C15 | 0.015 (2) | 0.012 (2) | 0.017 (2) | −0.0001 (17) | 0.0002 (18) | 0.0003 (18) |
C16 | 0.021 (2) | 0.016 (2) | 0.013 (2) | 0.0087 (18) | −0.0036 (18) | −0.0044 (18) |
C17 | 0.022 (2) | 0.017 (2) | 0.012 (2) | 0.0042 (18) | −0.0071 (18) | −0.0058 (18) |
C18 | 0.014 (2) | 0.014 (2) | 0.018 (2) | 0.0022 (17) | −0.0028 (18) | −0.0054 (19) |
C19 | 0.0106 (19) | 0.008 (2) | 0.013 (2) | 0.0004 (15) | −0.0021 (16) | −0.0019 (17) |
C20 | 0.0118 (19) | 0.017 (2) | 0.012 (2) | −0.0029 (17) | −0.0001 (17) | −0.0024 (18) |
C21 | 0.015 (2) | 0.018 (2) | 0.026 (3) | −0.0024 (18) | −0.0021 (19) | −0.009 (2) |
C22 | 0.015 (2) | 0.014 (2) | 0.026 (3) | 0.0024 (17) | −0.0041 (19) | −0.003 (2) |
C23 | 0.018 (2) | 0.016 (2) | 0.016 (2) | 0.0034 (18) | −0.0040 (18) | −0.0015 (19) |
C24 | 0.0130 (19) | 0.014 (2) | 0.014 (2) | 0.0016 (16) | −0.0029 (17) | −0.0064 (18) |
Pb1—O1 | 2.464 (3) | C5—H5 | 0.9500 |
Pb1—O1i | 2.599 (3) | C6—H6 | 0.9500 |
Pb1—O2 | 2.475 (3) | C7—C12 | 1.372 (6) |
Pb1—O3 | 2.341 (3) | C7—C8 | 1.389 (6) |
Pb1—O4 | 2.410 (3) | C8—C9 | 1.397 (6) |
Pb2—O5 | 2.385 (3) | C8—H8 | 0.9500 |
Pb2—O6 | 2.446 (3) | C9—C10 | 1.396 (6) |
Pb2—O7 | 2.393 (3) | C9—H9 | 0.9500 |
Pb2—O7ii | 2.943 (3) | C10—C11 | 1.371 (6) |
Pb2—O8 | 2.340 (3) | C10—H10 | 0.9500 |
O1—N1 | 1.297 (4) | C11—C12 | 1.390 (6) |
O1—Pb1i | 2.599 (3) | C11—H11 | 0.9500 |
O2—N2 | 1.316 (4) | C12—H12 | 0.9500 |
O3—N3 | 1.315 (4) | C13—C18 | 1.385 (5) |
O4—N4 | 1.303 (4) | C13—C14 | 1.386 (6) |
O5—N5 | 1.308 (4) | C14—C15 | 1.388 (6) |
O6—N6 | 1.304 (4) | C14—H14 | 0.9500 |
O7—N7 | 1.306 (4) | C15—C16 | 1.388 (6) |
O8—N8 | 1.308 (4) | C15—H15 | 0.9500 |
N1—N2 | 1.291 (5) | C16—C17 | 1.381 (6) |
N2—C1 | 1.452 (5) | C16—H16 | 0.9500 |
N3—N4 | 1.277 (4) | C17—C18 | 1.388 (6) |
N4—C7 | 1.464 (5) | C17—H17 | 0.9500 |
N5—N6 | 1.290 (5) | C18—H18 | 0.9500 |
N6—C13 | 1.444 (5) | C19—C24 | 1.381 (6) |
N7—N8 | 1.289 (5) | C19—C20 | 1.383 (6) |
N8—C19 | 1.446 (5) | C20—C21 | 1.394 (6) |
C1—C6 | 1.375 (6) | C20—H20 | 0.9500 |
C1—C2 | 1.390 (5) | C21—C22 | 1.387 (6) |
C2—C3 | 1.393 (6) | C21—H21 | 0.9500 |
C2—H2 | 0.9500 | C22—C23 | 1.379 (6) |
C3—C4 | 1.376 (6) | C22—H22 | 0.9500 |
C3—H3 | 0.9500 | C23—C24 | 1.389 (6) |
C4—C5 | 1.383 (6) | C23—H23 | 0.9500 |
C4—H4 | 0.9500 | C24—H24 | 0.9500 |
C5—C6 | 1.395 (6) | ||
O3—Pb1—O4 | 65.01 (9) | C4—C5—H5 | 119.7 |
O3—Pb1—O1 | 74.85 (9) | C6—C5—H5 | 119.7 |
O4—Pb1—O1 | 139.49 (9) | C1—C6—C5 | 118.6 (4) |
O3—Pb1—O2 | 78.49 (9) | C1—C6—H6 | 120.7 |
O4—Pb1—O2 | 112.69 (10) | C5—C6—H6 | 120.7 |
O1—Pb1—O2 | 61.82 (9) | C12—C7—C8 | 123.1 (4) |
O3—Pb1—O1i | 76.97 (10) | C12—C7—N4 | 118.0 (4) |
O4—Pb1—O1i | 99.80 (9) | C8—C7—N4 | 119.0 (4) |
O1—Pb1—O1i | 64.69 (11) | C7—C8—C9 | 117.3 (4) |
O2—Pb1—O1i | 125.15 (9) | C7—C8—H8 | 121.3 |
O8—Pb2—O5 | 76.10 (10) | C9—C8—H8 | 121.3 |
O8—Pb2—O7 | 65.62 (9) | C10—C9—C8 | 120.6 (4) |
O5—Pb2—O7 | 73.49 (9) | C10—C9—H9 | 119.7 |
O8—Pb2—O6 | 100.77 (10) | C8—C9—H9 | 119.7 |
O5—Pb2—O6 | 63.59 (9) | C11—C10—C9 | 119.7 (4) |
O7—Pb2—O6 | 137.04 (9) | C11—C10—H10 | 120.1 |
O8—Pb2—O7ii | 119.66 (9) | C9—C10—H10 | 120.1 |
O5—Pb2—O7ii | 118.21 (9) | C10—C11—C12 | 121.0 (4) |
O7—Pb2—O7ii | 64.60 (10) | C10—C11—H11 | 119.5 |
O6—Pb2—O7ii | 139.15 (8) | C12—C11—H11 | 119.5 |
N1—O1—Pb1 | 120.9 (2) | C7—C12—C11 | 118.2 (4) |
N1—O1—Pb1i | 115.5 (2) | C7—C12—H12 | 120.9 |
Pb1—O1—Pb1i | 115.31 (11) | C11—C12—H12 | 120.9 |
N2—O2—Pb1 | 114.4 (2) | C18—C13—C14 | 121.1 (4) |
N3—O3—Pb1 | 121.5 (2) | C18—C13—N6 | 118.0 (3) |
N4—O4—Pb1 | 114.3 (2) | C14—C13—N6 | 121.0 (4) |
N5—O5—Pb2 | 123.0 (2) | C13—C14—C15 | 119.0 (4) |
N6—O6—Pb2 | 115.2 (2) | C13—C14—H14 | 120.5 |
N7—O7—Pb2 | 118.8 (2) | C15—C14—H14 | 120.5 |
N8—O8—Pb2 | 115.6 (2) | C14—C15—C16 | 120.4 (4) |
N2—N1—O1 | 113.1 (3) | C14—C15—H15 | 119.8 |
N1—N2—O2 | 124.0 (3) | C16—C15—H15 | 119.8 |
N1—N2—C1 | 117.5 (3) | C17—C16—C15 | 119.9 (4) |
O2—N2—C1 | 118.5 (3) | C17—C16—H16 | 120.1 |
N4—N3—O3 | 114.2 (3) | C15—C16—H16 | 120.1 |
N3—N4—O4 | 124.3 (3) | C16—C17—C18 | 120.3 (4) |
N3—N4—C7 | 118.0 (3) | C16—C17—H17 | 119.8 |
O4—N4—C7 | 117.6 (3) | C18—C17—H17 | 119.8 |
N6—N5—O5 | 113.3 (3) | C13—C18—C17 | 119.3 (4) |
N5—N6—O6 | 124.3 (3) | C13—C18—H18 | 120.4 |
N5—N6—C13 | 117.3 (3) | C17—C18—H18 | 120.4 |
O6—N6—C13 | 118.4 (3) | C24—C19—C20 | 122.3 (4) |
N8—N7—O7 | 114.1 (3) | C24—C19—N8 | 117.3 (4) |
N7—N8—O8 | 124.5 (3) | C20—C19—N8 | 120.4 (4) |
N7—N8—C19 | 117.7 (3) | C19—C20—C21 | 117.8 (4) |
O8—N8—C19 | 117.8 (3) | C19—C20—H20 | 121.1 |
C6—C1—C2 | 122.2 (4) | C21—C20—H20 | 121.1 |
C6—C1—N2 | 118.5 (4) | C22—C21—C20 | 121.1 (4) |
C2—C1—N2 | 119.3 (4) | C22—C21—H21 | 119.4 |
C1—C2—C3 | 117.8 (4) | C20—C21—H21 | 119.4 |
C1—C2—H2 | 121.1 | C23—C22—C21 | 119.4 (4) |
C3—C2—H2 | 121.1 | C23—C22—H22 | 120.3 |
C4—C3—C2 | 121.2 (4) | C21—C22—H22 | 120.3 |
C4—C3—H3 | 119.4 | C22—C23—C24 | 120.8 (4) |
C2—C3—H3 | 119.4 | C22—C23—H23 | 119.6 |
C3—C4—C5 | 119.7 (4) | C24—C23—H23 | 119.6 |
C3—C4—H4 | 120.2 | C19—C24—C23 | 118.6 (4) |
C5—C4—H4 | 120.2 | C19—C24—H24 | 120.7 |
C4—C5—C6 | 120.6 (4) | C23—C24—H24 | 120.7 |
O3—Pb1—O1—N1 | −64.4 (3) | O7—N7—N8—O8 | −0.3 (5) |
O4—Pb1—O1—N1 | −72.2 (3) | O7—N7—N8—C19 | −179.6 (3) |
O2—Pb1—O1—N1 | 20.4 (2) | Pb2—O8—N8—N7 | −9.0 (4) |
O1i—Pb1—O1—N1 | −146.9 (3) | Pb2—O8—N8—C19 | 170.4 (2) |
O3—Pb1—O1—Pb1i | 82.51 (12) | N1—N2—C1—C6 | 168.1 (4) |
O4—Pb1—O1—Pb1i | 74.70 (18) | O2—N2—C1—C6 | −12.6 (5) |
O2—Pb1—O1—Pb1i | 167.38 (15) | N1—N2—C1—C2 | −13.4 (5) |
O1i—Pb1—O1—Pb1i | 0.0 | O2—N2—C1—C2 | 165.9 (3) |
O3—Pb1—O2—N2 | 60.2 (2) | C6—C1—C2—C3 | −1.5 (6) |
O4—Pb1—O2—N2 | 116.7 (2) | N2—C1—C2—C3 | 180.0 (4) |
O1—Pb1—O2—N2 | −18.6 (2) | C1—C2—C3—C4 | 0.1 (6) |
O1i—Pb1—O2—N2 | −4.6 (3) | C2—C3—C4—C5 | 0.4 (6) |
O4—Pb1—O3—N3 | −7.0 (2) | C3—C4—C5—C6 | 0.6 (6) |
O1—Pb1—O3—N3 | 178.6 (3) | C2—C1—C6—C5 | 2.4 (6) |
O2—Pb1—O3—N3 | 115.0 (3) | N2—C1—C6—C5 | −179.0 (4) |
O1i—Pb1—O3—N3 | −114.5 (3) | C4—C5—C6—C1 | −2.0 (6) |
O3—Pb1—O4—N4 | 6.2 (2) | N3—N4—C7—C12 | 167.6 (4) |
O1—Pb1—O4—N4 | 14.5 (3) | O4—N4—C7—C12 | −9.8 (5) |
O2—Pb1—O4—N4 | −58.1 (3) | N3—N4—C7—C8 | −11.3 (6) |
O1i—Pb1—O4—N4 | 76.7 (2) | O4—N4—C7—C8 | 171.4 (4) |
O8—Pb2—O5—N5 | −115.5 (3) | C12—C7—C8—C9 | −2.2 (7) |
O7—Pb2—O5—N5 | 176.3 (3) | N4—C7—C8—C9 | 176.6 (4) |
O6—Pb2—O5—N5 | −5.7 (3) | C7—C8—C9—C10 | 0.5 (7) |
O7ii—Pb2—O5—N5 | 128.1 (3) | C8—C9—C10—C11 | 1.1 (7) |
O8—Pb2—O6—N6 | 74.2 (2) | C9—C10—C11—C12 | −1.2 (7) |
O5—Pb2—O6—N6 | 5.7 (2) | C8—C7—C12—C11 | 2.1 (7) |
O7—Pb2—O6—N6 | 8.5 (3) | N4—C7—C12—C11 | −176.7 (4) |
O7ii—Pb2—O6—N6 | −97.7 (3) | C10—C11—C12—C7 | −0.3 (7) |
O8—Pb2—O7—N7 | −10.1 (2) | N5—N6—C13—C18 | −169.3 (4) |
O5—Pb2—O7—N7 | 71.8 (2) | O6—N6—C13—C18 | 8.8 (5) |
O6—Pb2—O7—N7 | 69.2 (3) | N5—N6—C13—C14 | 11.6 (5) |
O7ii—Pb2—O7—N7 | −154.8 (3) | O6—N6—C13—C14 | −170.3 (3) |
O5—Pb2—O8—N8 | −68.8 (2) | C18—C13—C14—C15 | 0.4 (6) |
O7—Pb2—O8—N8 | 9.1 (2) | N6—C13—C14—C15 | 179.4 (4) |
O6—Pb2—O8—N8 | −127.9 (2) | C13—C14—C15—C16 | −0.5 (6) |
O7ii—Pb2—O8—N8 | 46.0 (3) | C14—C15—C16—C17 | 0.9 (6) |
Pb1—O1—N1—N2 | −18.8 (4) | C15—C16—C17—C18 | −1.0 (6) |
Pb1i—O1—N1—N2 | −165.7 (2) | C14—C13—C18—C17 | −0.5 (6) |
O1—N1—N2—O2 | −1.3 (5) | N6—C13—C18—C17 | −179.5 (3) |
O1—N1—N2—C1 | 178.0 (3) | C16—C17—C18—C13 | 0.8 (6) |
Pb1—O2—N2—N1 | 19.4 (4) | N7—N8—C19—C24 | 160.1 (3) |
Pb1—O2—N2—C1 | −159.8 (2) | O8—N8—C19—C24 | −19.3 (5) |
Pb1—O3—N3—N4 | 6.8 (4) | N7—N8—C19—C20 | −18.8 (5) |
O3—N3—N4—O4 | −0.2 (5) | O8—N8—C19—C20 | 161.8 (3) |
O3—N3—N4—C7 | −177.4 (3) | C24—C19—C20—C21 | −1.7 (6) |
Pb1—O4—N4—N3 | −5.9 (4) | N8—C19—C20—C21 | 177.1 (3) |
Pb1—O4—N4—C7 | 171.3 (2) | C19—C20—C21—C22 | 0.9 (6) |
Pb2—O5—N5—N6 | 4.8 (4) | C20—C21—C22—C23 | 0.4 (6) |
O5—N5—N6—O6 | 1.5 (5) | C21—C22—C23—C24 | −0.8 (6) |
O5—N5—N6—C13 | 179.4 (3) | C20—C19—C24—C23 | 1.3 (6) |
Pb2—O6—N6—N5 | −6.4 (5) | N8—C19—C24—C23 | −177.6 (3) |
Pb2—O6—N6—C13 | 175.6 (2) | C22—C23—C24—C19 | 0.0 (6) |
Pb2—O7—N7—N8 | 9.5 (4) |
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+1, −y+1, −z+1. |
Experimental details
Crystal data | |
Chemical formula | [Pb2(C6H5N2O2)4] |
Mr | 962.86 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 100 |
a, b, c (Å) | 8.7579 (2), 10.6985 (3), 15.3603 (6) |
α, β, γ (°) | 72.079 (3), 77.582 (3), 86.538 (2) |
V (Å3) | 1337.31 (7) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 12.64 |
Crystal size (mm) | 0.25 × 0.20 × 0.15 |
Data collection | |
Diffractometer | Agilent SuperNova Dual diffractometer with an Atlas detector |
Absorption correction | Multi-scan (CrysAlis PRO; Agilent, 2012) |
Tmin, Tmax | 0.144, 0.253 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 20132, 6173, 5479 |
Rint | 0.040 |
(sin θ/λ)max (Å−1) | 0.651 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.024, 0.057, 1.04 |
No. of reflections | 6173 |
No. of parameters | 379 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.78, −1.67 |
Computer programs: CrysAlis PRO (Agilent, 2012), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), publCIF (Westrip, 2010).
Pb1—O1 | 2.464 (3) | Pb2—O5 | 2.385 (3) |
Pb1—O1i | 2.599 (3) | Pb2—O6 | 2.446 (3) |
Pb1—O2 | 2.475 (3) | Pb2—O7 | 2.393 (3) |
Pb1—O3 | 2.341 (3) | Pb2—O7ii | 2.943 (3) |
Pb1—O4 | 2.410 (3) | Pb2—O8 | 2.340 (3) |
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+1, −y+1, −z+1. |
Acknowledgements
We thank Shahid Beheshti University and the Ministry of Higher Education of Malaysia (grant No. UM.C/HIR/MOHE/SC/12) for supporting this study.
References
Agilent (2012). CrysAlis PRO. Agilent Technologies, Yarnton, England. Google Scholar
Barbour, L. J. (2001). J. Supramol. Chem. 1, 189–191. CrossRef CAS Google Scholar
Najafi, E., Amini, M. M. & Ng, S. W. (2011). Acta Cryst. E67, m377. CSD CrossRef IUCr Journals Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920–925. Web of Science CrossRef CAS IUCr Journals Google Scholar
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In dinuclear [Pb(C6H5N2O2)2]2, the two cupferronate ions chelate to the each of the two PbII atoms; two of the four nitroso O atoms are also involved in bridging. The geometry of both independent five-coordinate PbIIatoms is distorted Ψ-octahedron; if another two longer intermolecular Pb··· interactions [at 2.955 (1) and 3.099 (1) Å] are considered, the geometry is a distorted Ψ-square antiprism (Najafi et al., 2011). In the second polymorph, which also crystallizes in the triclinic unit cell setting (Scheme I), the two independent dinuclear [Pb2(C6H5N2O2)4] molecules lie on centers-of-inversion. The anion O,O'-chelates to the PbII atoms; one of the two nitroso O atoms is also involved in bridging. The bridge in one dimeric molecule is of a normal length [Pb–O 2.599 (3) Å] compared with that in the other [Pb–O 2.943 (3) Å] (Table 1).
The geometry of the five-coordinate PbII atom in the two independent molecules is Ψ-octahedral. For the dimer with the Pb1 atom, if two other Pb···O interactions are considered [Pb1–O5 2.761 (3), Pb1–O7 3.168 (3) Å], the coordination number is increased to seven.
For the dimer with the Pb2 atom, an additional interaction [Pb2···O2 2.843 (3) Å] raises the coordination number to six. This interaction is, however, shorter than the bridging interaction [Pb2–O7ii 2.943 (3) Å].