Literature DB >> 23468770

Bis(μ-4,6-dimethyl-pyrimidine-2-thiol-ato)-κ(3) N,S:S;κ(3) S:N,S-bis-[(triphenyl-phosphane-κP)silver(I)].

Yupa Wattanakanjana1, Chaveng Pakawatchai, Sukanya Kowittheeraphong, Ruthairat Nimthong.   

Abstract

The dinuclear title complex, [Ag2(C6H7N2S)2(C18H15P)2], comprises two inversion-related [Ag(C6n class="Species">H7N2S)(C18H15P)] units. The pyrimidine-thiol-ate anion acts both as a bridging and a chelating ligand. The Ag(I) ions are linked via two μ2-S donor atoms, which generate a strictly planar Ag2S2 core with an Ag⋯Ag separation of 2.9569 (4) Å. The Ag(I) ion presents a distorted tetra-hedral coordination geometry. In the crystal, weak C-H⋯N and C-H⋯S hydrogen bonds link the complex mol-ecules into a two-dimensional network parallel to (010).

Entities:  

Year:  2012        PMID： 23468770      PMCID： PMC3588805          DOI： 10.1107/S1600536812048210

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN： 1600-5368


Related literature

For the structures of metal(I) coordination compounds and their potential applications, see: Aslanidis et al. (1997 ▶); McFarlane et al. (1998 ▶); n class="Chemical">Nawaz et al. (2011 ▶); Hameau et al. (2012 ▶); Nimthong et al. (2012 ▶); Pakawatchai et al. (2012 ▶). For relevant examples of discrete complexes, see: Cox et al. (2000 ▶); Lobana et al. (2008 ▶); Isab et al. (2010 ▶).

Experimental

Crystal data

[Ag2(C6H7N2S)2(C18H15P)2] M = 1018.67 Monoclinic, a = 11.7050 (5) Å b = 15.3084 (7) Å c = 12.5331 (6) Å β = 97.483 (1)° V = 2226.62 (18) Å3 Z = 2 Mo Kα radiation μ = 1.08 mm−1 T = 293 K 0.29 × 0.18 × 0.09 mm

Data collection

Bruker SMART CCD diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2003 ▶) T min = 0.793, T max = 0.909 26686 measured reflections 5568 independent reflections 4798 reflections with I > 2σ(I) R int = 0.023

Refinement

R[F 2 > 2σ(F 2)] = 0.032 wR(F 2) = 0.088 S = 1.04 5568 reflections 266 parameters H atoms treated by a mixture of independent and constrained refinement Δρmax = 0.54 e Å−3 Δρmin = −0.29 e Å−3 Data collection: SMART (Bruker, 1998 ▶); cell refinement: SAINT (Bruker, 2003 ▶); data reduction: SAIn class="Chemical">NT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: Mercury (Macrae et al., 2008 ▶); software used to prepare material for publication: SHELXTL (Sheldrick, 2008 ▶) and publCIF (Westrip, 2010 ▶). Click here for additional data file. Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812048210/bh2464sup1.cif Click here for additional data file. Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812048210/bh2464Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
[Ag2(C6H7N2S)2(C18H15P)2]F(000) = 1032
Mr = 1018.67Dx = 1.519 Mg m−3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 8845 reflections
a = 11.7050 (5) Åθ = 2.2–28.3°
b = 15.3084 (7) ŵ = 1.08 mm−1
c = 12.5331 (6) ÅT = 293 K
β = 97.483 (1)°Block, yellow
V = 2226.62 (18) Å30.29 × 0.18 × 0.09 mm
Z = 2
Bruker SMART CCD diffractometer5568 independent reflections
Radiation source: fine-focus sealed tube4798 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.023
φ and ω scansθmax = 28.3°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Bruker, 2003)h = −15→15
Tmin = 0.793, Tmax = 0.909k = −20→20
26686 measured reflectionsl = −16→16
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.032Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.088H atoms treated by a mixture of independent and constrained refinement
S = 1.04w = 1/[σ2(Fo2) + (0.0481P)2 + 0.8969P] where P = (Fo2 + 2Fc2)/3
5568 reflections(Δ/σ)max = 0.003
266 parametersΔρmax = 0.54 e Å−3
0 restraintsΔρmin = −0.29 e Å−3
0 constraints
xyzUiso*/Ueq
C10.64391 (17)0.09032 (14)−0.12789 (17)0.0376 (4)
C20.6887 (2)0.20334 (17)−0.2336 (2)0.0512 (6)
C30.6524 (3)0.26179 (17)−0.1622 (2)0.0578 (7)
C40.6137 (2)0.23054 (15)−0.07073 (19)0.0457 (5)
C50.7338 (4)0.2323 (2)−0.3350 (3)0.0798 (10)
H5A0.75480.1820−0.37390.120*
H5B0.80030.2687−0.31680.120*
H5C0.67520.2647−0.37900.120*
C60.5799 (3)0.28888 (19)0.0155 (2)0.0673 (8)
H6A0.55560.25400.07210.101*
H6B0.51770.3261−0.01410.101*
H6C0.64460.32410.04400.101*
C210.69001 (19)0.17384 (14)0.30847 (17)0.0390 (4)
C220.5829 (2)0.21344 (18)0.3033 (2)0.0525 (6)
H220.51740.18450.27120.063*
C230.5735 (3)0.2965 (2)0.3463 (2)0.0662 (8)
H230.50150.32290.34270.079*
C240.6690 (3)0.33977 (17)0.3938 (2)0.0654 (8)
H240.66180.39510.42300.079*
C250.7747 (3)0.30172 (18)0.3984 (2)0.0620 (7)
H250.83960.33140.43040.074*
C260.7861 (2)0.21889 (17)0.3557 (2)0.0533 (6)
H260.85870.19360.35880.064*
C310.66300 (17)−0.00663 (15)0.36218 (17)0.0384 (4)
C320.6224 (2)−0.08985 (19)0.3347 (2)0.0581 (6)
H320.6112−0.10700.26300.070*
C330.5986 (3)−0.1472 (2)0.4139 (3)0.0799 (10)
H330.5735−0.20350.39550.096*
C340.6118 (3)−0.1213 (3)0.5202 (3)0.0781 (10)
H340.5955−0.16020.57320.094*
C350.6487 (3)−0.0385 (2)0.5481 (2)0.0698 (9)
H350.6559−0.02070.61960.084*
C360.6751 (2)0.0184 (2)0.4697 (2)0.0530 (6)
H360.70130.07430.48900.064*
N10.60828 (16)0.14406 (12)−0.05384 (15)0.0397 (4)
N20.68507 (17)0.11646 (13)−0.21745 (15)0.0452 (4)
H30.665 (3)0.318 (2)−0.173 (2)0.064 (8)*
C110.84851 (19)0.04687 (14)0.2463 (2)0.0406 (5)
C120.8906 (3)0.0742 (2)0.1534 (2)0.0591 (7)
H120.84250.10180.09870.071*
C131.0069 (3)0.0597 (2)0.1432 (3)0.0782 (11)
H131.03600.07830.08150.094*
C141.0778 (3)0.0188 (2)0.2223 (4)0.0801 (11)
H141.15470.00930.21430.096*
C151.0368 (2)−0.0081 (2)0.3123 (3)0.0726 (9)
H151.0858−0.03620.36580.087*
C160.9221 (2)0.00566 (18)0.3264 (2)0.0531 (6)
H160.8950−0.01270.38920.064*
Ag10.570898 (16)0.048363 (12)0.086830 (13)0.04660 (8)
P10.69618 (5)0.06407 (4)0.25410 (4)0.03501 (12)
S10.35819 (5)0.02130 (4)0.09946 (5)0.04512 (14)
U11U22U33U12U13U23
C10.0319 (9)0.0395 (11)0.0411 (11)0.0003 (8)0.0034 (8)0.0072 (9)
C20.0592 (15)0.0507 (14)0.0446 (12)−0.0067 (11)0.0096 (11)0.0118 (11)
C30.083 (2)0.0362 (13)0.0531 (15)−0.0049 (12)0.0057 (13)0.0099 (11)
C40.0538 (13)0.0383 (11)0.0436 (12)0.0023 (10)0.0012 (10)0.0032 (9)
C50.113 (3)0.070 (2)0.0621 (18)−0.0094 (19)0.0349 (18)0.0209 (16)
C60.097 (2)0.0480 (15)0.0575 (16)0.0074 (15)0.0102 (16)−0.0049 (12)
C210.0473 (11)0.0363 (10)0.0345 (10)0.0001 (9)0.0090 (9)0.0024 (8)
C220.0541 (14)0.0543 (14)0.0499 (13)0.0089 (11)0.0103 (11)0.0040 (11)
C230.082 (2)0.0571 (16)0.0636 (17)0.0293 (16)0.0268 (16)0.0113 (14)
C240.108 (2)0.0344 (12)0.0598 (16)0.0041 (14)0.0351 (17)0.0037 (11)
C250.084 (2)0.0435 (14)0.0615 (16)−0.0152 (14)0.0203 (15)−0.0097 (12)
C260.0585 (15)0.0439 (13)0.0584 (15)−0.0052 (11)0.0108 (12)−0.0087 (11)
C310.0330 (10)0.0453 (12)0.0378 (10)0.0022 (9)0.0075 (8)0.0037 (9)
C320.0635 (16)0.0516 (15)0.0603 (16)−0.0116 (13)0.0116 (13)0.0003 (12)
C330.083 (2)0.0578 (18)0.100 (3)−0.0168 (16)0.019 (2)0.0209 (18)
C340.0669 (19)0.090 (2)0.081 (2)0.0028 (17)0.0261 (17)0.041 (2)
C350.0621 (17)0.105 (3)0.0443 (14)0.0128 (17)0.0149 (13)0.0211 (15)
C360.0534 (14)0.0641 (16)0.0412 (12)0.0022 (12)0.0047 (11)0.0015 (11)
N10.0436 (9)0.0373 (9)0.0383 (9)0.0003 (8)0.0061 (7)0.0036 (7)
N20.0486 (10)0.0472 (11)0.0415 (10)−0.0010 (9)0.0118 (8)0.0043 (8)
C110.0376 (11)0.0377 (11)0.0481 (12)−0.0057 (8)0.0120 (9)−0.0107 (9)
C120.0602 (16)0.0659 (16)0.0554 (15)−0.0148 (13)0.0236 (13)−0.0094 (13)
C130.071 (2)0.087 (2)0.087 (2)−0.0274 (18)0.047 (2)−0.0282 (19)
C140.0470 (15)0.071 (2)0.129 (3)−0.0104 (15)0.036 (2)−0.039 (2)
C150.0417 (14)0.0596 (18)0.116 (3)0.0051 (13)0.0075 (16)−0.0152 (18)
C160.0423 (12)0.0517 (14)0.0653 (16)0.0035 (11)0.0071 (11)−0.0039 (12)
Ag10.05306 (12)0.05106 (12)0.03463 (10)−0.01141 (8)0.00173 (8)0.00047 (7)
P10.0351 (3)0.0382 (3)0.0317 (3)−0.0029 (2)0.0043 (2)−0.0018 (2)
S10.0448 (3)0.0354 (3)0.0576 (3)0.0031 (2)0.0160 (3)0.0063 (2)
C1—N21.339 (3)C31—P11.815 (2)
C1—N11.346 (3)C32—C331.380 (4)
C1—S1i1.746 (2)C32—H320.9300
C2—N21.347 (3)C33—C341.379 (5)
C2—C31.372 (4)C33—H330.9300
C2—C51.505 (3)C34—C351.370 (5)
C3—C41.373 (3)C34—H340.9300
C3—H30.89 (3)C35—C361.377 (4)
C4—N11.343 (3)C35—H350.9300
C4—C61.495 (4)C36—H360.9300
C5—H5A0.9600N1—Ag12.3763 (18)
C5—H5B0.9600C11—C121.386 (3)
C5—H5C0.9600C11—C161.387 (4)
C6—H6A0.9600C11—P11.818 (2)
C6—H6B0.9600C12—C131.401 (4)
C6—H6C0.9600C12—H120.9300
C21—C261.385 (3)C13—C141.360 (6)
C21—C221.387 (3)C13—H130.9300
C21—P11.818 (2)C14—C151.346 (5)
C22—C231.391 (4)C14—H140.9300
C22—H220.9300C15—C161.393 (4)
C23—C241.367 (5)C15—H150.9300
C23—H230.9300C16—H160.9300
C24—C251.362 (5)Ag1—P12.4088 (6)
C24—H240.9300Ag1—S12.5492 (6)
C25—C261.390 (4)Ag1—S1i2.7897 (6)
C25—H250.9300Ag1—Ag1i2.9569 (4)
C26—H260.9300S1—C1i1.746 (2)
C31—C321.387 (4)S1—Ag1i2.7897 (6)
C31—C361.390 (3)
N2—C1—N1125.0 (2)C35—C34—C33120.3 (3)
N2—C1—S1i118.66 (17)C35—C34—H34119.9
N1—C1—S1i116.31 (15)C33—C34—H34119.9
N2—C2—C3121.8 (2)C34—C35—C36119.7 (3)
N2—C2—C5116.1 (3)C34—C35—H35120.2
C3—C2—C5122.1 (3)C36—C35—H35120.2
C2—C3—C4118.8 (2)C35—C36—C31120.9 (3)
C2—C3—H3117.6 (19)C35—C36—H36119.6
C4—C3—H3123 (2)C31—C36—H36119.6
N1—C4—C3120.1 (2)C4—N1—C1117.93 (19)
N1—C4—C6116.9 (2)C4—N1—Ag1137.84 (16)
C3—C4—C6122.9 (2)C1—N1—Ag1103.78 (13)
C2—C5—H5A109.5C1—N2—C2116.3 (2)
C2—C5—H5B109.5C12—C11—C16119.3 (2)
H5A—C5—H5B109.5C12—C11—P1117.4 (2)
C2—C5—H5C109.5C16—C11—P1123.23 (18)
H5A—C5—H5C109.5C11—C12—C13119.0 (3)
H5B—C5—H5C109.5C11—C12—H12120.5
C4—C6—H6A109.5C13—C12—H12120.5
C4—C6—H6B109.5C14—C13—C12120.9 (3)
H6A—C6—H6B109.5C14—C13—H13119.5
C4—C6—H6C109.5C12—C13—H13119.5
H6A—C6—H6C109.5C15—C14—C13120.1 (3)
H6B—C6—H6C109.5C15—C14—H14120.0
C26—C21—C22118.8 (2)C13—C14—H14120.0
C26—C21—P1123.42 (18)C14—C15—C16121.0 (3)
C22—C21—P1117.80 (19)C14—C15—H15119.5
C21—C22—C23119.9 (3)C16—C15—H15119.5
C21—C22—H22120.1C11—C16—C15119.7 (3)
C23—C22—H22120.1C11—C16—H16120.2
C24—C23—C22120.7 (3)C15—C16—H16120.2
C24—C23—H23119.7N1—Ag1—P1115.73 (5)
C22—C23—H23119.7N1—Ag1—S1114.96 (5)
C25—C24—C23119.8 (3)P1—Ag1—S1116.81 (2)
C25—C24—H24120.1N1—Ag1—S1i60.73 (5)
C23—C24—H24120.1P1—Ag1—S1i123.56 (2)
C24—C25—C26120.4 (3)S1—Ag1—S1i112.912 (15)
C24—C25—H25119.8N1—Ag1—Ag1i84.41 (5)
C26—C25—H25119.8P1—Ag1—Ag1i155.550 (17)
C21—C26—C25120.4 (3)S1—Ag1—Ag1i60.342 (16)
C21—C26—H26119.8S1i—Ag1—Ag1i52.570 (14)
C25—C26—H26119.8C31—P1—C11105.11 (10)
C32—C31—C36118.8 (2)C31—P1—C21104.39 (10)
C32—C31—P1117.53 (18)C11—P1—C21103.96 (10)
C36—C31—P1123.68 (19)C31—P1—Ag1115.14 (7)
C33—C32—C31120.0 (3)C11—P1—Ag1115.39 (8)
C33—C32—H32120.0C21—P1—Ag1111.66 (7)
C31—C32—H32120.0C1i—S1—Ag1102.21 (7)
C34—C33—C32120.3 (3)C1i—S1—Ag1i79.07 (7)
C34—C33—H33119.9Ag1—S1—Ag1i67.088 (15)
C32—C33—H33119.9
D—H···AD—HH···AD···AD—H···A
C14—H14···S1ii0.932.943.801 (3)154
C14—H14···N2iii0.932.693.471 (4)143
C35—H35···N2iv0.932.933.756 (4)151
Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A D—HH⋯A D⋯A D—H⋯A
C14—H14⋯S1i 0.932.943.801 (3)154
C14—H14⋯N2ii 0.932.693.471 (4)143
C35—H35⋯N2iii 0.932.933.756 (4)151

Symmetry codes: (i) ; (ii) ; (iii) .

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