Literature DB >> 21754105

4,4',5,5'-Tetra-kis(benzyl-sulfan-yl)tetra-thia-fulvalene.

Cheng-Xiang Yu, Yu-Lan Zhu, Zhao-Xiang Chen, Ming-Zhu Lu, Kun Wang.   

Abstract

The asymmetric unit of the title compound, C(34)H(28)S(8), contains two crystallographically independent half-mol-ecules. The mol-ecules lie on centers of inversion. The four benzene rings of each mol-ecule are substantially twisted from the planes of the 1,3-dithiole rings, forming dihedral angles of 43.6 (2) and 61.4 (1)° in one mol-ecule and 54.2 (1) and 65.2 (1)° in the other.

Entities:  

Year:  2011        PMID: 21754105      PMCID: PMC3099894          DOI: 10.1107/S1600536811007823

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


Related literature

For related structures, see: Abashev et al. (2003 ▶); Wang et al. (1997 ▶). For the synthesis of 4,5-bis­(3-picolyl­thio)-1,3-dithiole-2-thione, see: see: Jia et al. (2001 ▶). For tetra­thia­fulvalene derivatives, see: Shibaeva & Yagubskii (2004 ▶); Varma et al. (1987 ▶); Williams et al. (1984 ▶). For bond-length data, see: Allen et al. (1987 ▶).

Experimental

Crystal data

C34H28S8 M = 693.04 Triclinic, a = 5.7450 (7) Å b = 17.052 (2) Å c = 18.701 (3) Å α = 115.199 (2)° β = 95.238 (2)° γ = 95.922 (2)° V = 1630.1 (4) Å3 Z = 2 Mo Kα radiation μ = 0.57 mm−1 T = 296 K 0.3 × 0.2 × 0.1 mm

Data collection

Bruker SMART APEXII diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.871, T max = 0.944 11631 measured reflections 5688 independent reflections 3518 reflections with I > 2σ(I) R int = 0.033

Refinement

R[F 2 > 2σ(F 2)] = 0.048 wR(F 2) = 0.157 S = 1.06 5688 reflections 379 parameters H-atom parameters constrained Δρmax = 0.32 e Å−3 Δρmin = −0.33 e Å−3 Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2009 ▶). Crystal structure: contains datablocks I, New_Global_Publ_Block. DOI: 10.1107/S1600536811007823/zq2088sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S1600536811007823/zq2088Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
C34H28S8V = 1630.1 (4) Å3
Mr = 693.04Z = 2
Triclinic, P1F(000) = 720
Hall symbol: -P 1Dx = 1.412 Mg m3
a = 5.7450 (7) ÅMo Kα radiation, λ = 0.71073 Å
b = 17.052 (2) Åθ = 1.2–25.0°
c = 18.701 (3) ŵ = 0.57 mm1
α = 115.199 (2)°T = 296 K
β = 95.238 (2)°Needle, red
γ = 95.922 (2)°0.3 × 0.2 × 0.1 mm
Bruker SMART APEXII diffractometer5688 independent reflections
Radiation source: fine-focus sealed tube3518 reflections with I > 2σ(I)
graphiteRint = 0.033
Detector resolution: 10.0 pixels mm-1θmax = 25.0°, θmin = 1.2°
ω–scanh = −6→6
Absorption correction: multi-scan (SADABS; Bruker, 2000)k = −19→20
Tmin = 0.871, Tmax = 0.944l = −22→19
11631 measured reflections
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.048Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.157H-atom parameters constrained
S = 1.06w = 1/[σ2(Fo2) + (0.0745P)2] where P = (Fo2 + 2Fc2)/3
5688 reflections(Δ/σ)max = 0.001
379 parametersΔρmax = 0.32 e Å3
0 restraintsΔρmin = −0.33 e Å3
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.
xyzUiso*/Ueq
S10.76116 (19)0.45649 (8)0.06508 (7)0.0626 (3)
S20.7452 (2)0.41173 (8)−0.10618 (7)0.0624 (3)
S30.2978 (2)0.28449 (8)−0.15494 (7)0.0675 (4)
S40.30556 (19)0.33663 (8)0.03726 (7)0.0634 (3)
S51.18791 (19)0.39890 (7)0.44406 (7)0.0604 (3)
S61.37020 (19)0.51995 (7)0.61260 (7)0.0634 (3)
S70.9859 (2)0.44729 (8)0.67531 (7)0.0707 (4)
S80.77397 (19)0.31193 (7)0.48536 (8)0.0666 (4)
C10.8989 (7)0.4720 (3)−0.0086 (2)0.0521 (10)
C20.5204 (7)0.3564 (3)−0.0793 (3)0.0525 (10)
C30.5289 (7)0.3773 (2)−0.0010 (3)0.0503 (10)
C40.4542 (9)0.1914 (3)−0.2040 (3)0.0772 (14)
H4A0.35420.1486−0.25250.093*
H4B0.59660.2120−0.21920.093*
C50.5204 (8)0.1480 (3)−0.1528 (3)0.0588 (11)
C60.3653 (9)0.0843 (3)−0.1473 (3)0.0846 (16)
H60.21510.0674−0.17730.101*
C70.4232 (10)0.0452 (3)−0.0998 (4)0.0864 (16)
H70.31480.0020−0.09770.104*
C80.6399 (11)0.0697 (4)−0.0556 (4)0.0893 (16)
H80.68090.0432−0.02290.107*
C90.7975 (10)0.1321 (4)−0.0583 (3)0.0893 (16)
H90.94650.1485−0.02760.107*
C100.7390 (8)0.1713 (3)−0.1062 (3)0.0745 (14)
H100.84900.2146−0.10740.089*
C110.4694 (8)0.3179 (3)0.1146 (3)0.0768 (14)
H11A0.58600.28030.09280.092*
H11B0.55030.37300.15730.092*
C120.2902 (7)0.2742 (3)0.1453 (3)0.0576 (11)
C130.2587 (10)0.1853 (4)0.1199 (3)0.0823 (15)
H130.35780.15250.08620.099*
C140.0888 (10)0.1439 (3)0.1422 (3)0.0807 (15)
H140.06900.08330.12360.097*
C15−0.0532 (9)0.1920 (4)0.1922 (3)0.0787 (15)
H15−0.17150.16370.20780.094*
C16−0.0264 (9)0.2797 (4)0.2199 (3)0.0754 (14)
H16−0.12430.31200.25440.090*
C170.1477 (9)0.3207 (3)0.1963 (3)0.0734 (13)
H170.16840.38140.21560.088*
C181.4097 (7)0.4832 (2)0.5118 (2)0.0515 (10)
C191.1169 (7)0.4427 (2)0.5933 (2)0.0524 (10)
C201.0339 (7)0.3877 (2)0.5165 (3)0.0519 (10)
C211.1842 (9)0.3938 (3)0.7156 (3)0.0731 (13)
H21A1.34450.42470.72650.088*
H21B1.13980.39820.76580.088*
C221.1795 (7)0.2990 (3)0.6602 (2)0.0538 (10)
C231.3551 (8)0.2731 (3)0.6152 (3)0.0731 (13)
H231.47910.31470.61850.088*
C241.3509 (10)0.1866 (4)0.5652 (3)0.0910 (17)
H241.47140.16960.53450.109*
C251.1736 (12)0.1262 (3)0.5603 (3)0.0902 (18)
H251.17430.06730.52690.108*
C260.9954 (9)0.1488 (3)0.6025 (3)0.0768 (15)
H260.87150.10650.59790.092*
C270.9989 (8)0.2348 (3)0.6522 (3)0.0738 (14)
H270.87560.25080.68170.089*
C280.8508 (9)0.2203 (3)0.4031 (3)0.0909 (18)
H28A0.88380.23670.36100.109*
H28B0.99150.20240.42060.109*
C290.6469 (8)0.1459 (3)0.3725 (3)0.0634 (12)
C300.4469 (9)0.1446 (3)0.3250 (3)0.0723 (13)
H300.43720.19010.31040.087*
C310.2629 (8)0.0768 (3)0.2992 (3)0.0754 (14)
H310.12790.07630.26740.090*
C320.2775 (9)0.0106 (3)0.3199 (3)0.0768 (14)
H320.1516−0.03530.30240.092*
C330.4706 (9)0.0101 (3)0.3652 (3)0.0744 (14)
H330.4786−0.03580.37920.089*
C340.6527 (9)0.0760 (3)0.3904 (3)0.0784 (14)
H340.78730.07430.42100.094*
U11U22U33U12U13U23
S10.0595 (7)0.0670 (7)0.0542 (7)−0.0072 (5)0.0140 (5)0.0227 (6)
S20.0632 (7)0.0664 (7)0.0577 (7)−0.0015 (6)0.0148 (5)0.0287 (6)
S30.0635 (7)0.0725 (8)0.0667 (8)−0.0025 (6)−0.0086 (6)0.0371 (7)
S40.0483 (6)0.0828 (8)0.0765 (8)0.0003 (6)0.0072 (5)0.0541 (7)
S50.0561 (7)0.0603 (7)0.0583 (7)−0.0096 (5)0.0001 (5)0.0257 (6)
S60.0623 (7)0.0568 (7)0.0607 (7)−0.0053 (5)−0.0011 (6)0.0214 (6)
S70.0860 (9)0.0560 (7)0.0689 (8)0.0178 (6)0.0295 (7)0.0214 (6)
S80.0556 (7)0.0486 (6)0.0825 (8)−0.0014 (5)0.0199 (6)0.0167 (6)
C10.051 (2)0.051 (2)0.056 (3)0.0040 (18)0.014 (2)0.025 (2)
C20.049 (2)0.054 (2)0.062 (3)0.0076 (19)0.010 (2)0.032 (2)
C30.046 (2)0.050 (2)0.060 (3)0.0034 (18)0.0080 (19)0.029 (2)
C40.092 (4)0.070 (3)0.055 (3)0.000 (3)0.001 (3)0.019 (3)
C50.066 (3)0.048 (2)0.055 (3)0.003 (2)0.011 (2)0.017 (2)
C60.068 (3)0.069 (3)0.105 (4)−0.006 (3)0.008 (3)0.032 (3)
C70.092 (4)0.063 (3)0.118 (5)0.002 (3)0.027 (4)0.053 (3)
C80.097 (4)0.082 (4)0.103 (4)0.027 (3)0.025 (4)0.050 (3)
C90.074 (4)0.100 (4)0.103 (4)0.015 (3)0.005 (3)0.055 (4)
C100.060 (3)0.073 (3)0.088 (4)−0.002 (2)0.012 (3)0.035 (3)
C110.063 (3)0.105 (4)0.085 (4)0.009 (3)0.006 (3)0.065 (3)
C120.057 (3)0.072 (3)0.055 (3)0.014 (2)0.009 (2)0.038 (2)
C130.104 (4)0.085 (4)0.081 (4)0.036 (3)0.042 (3)0.047 (3)
C140.116 (4)0.058 (3)0.083 (4)0.019 (3)0.038 (3)0.040 (3)
C150.085 (4)0.096 (4)0.079 (4)0.006 (3)0.020 (3)0.060 (3)
C160.086 (4)0.094 (4)0.063 (3)0.032 (3)0.032 (3)0.043 (3)
C170.091 (4)0.065 (3)0.063 (3)0.012 (3)0.007 (3)0.028 (3)
C180.054 (2)0.044 (2)0.060 (3)0.0030 (18)0.001 (2)0.028 (2)
C190.057 (2)0.043 (2)0.057 (3)0.0114 (19)0.011 (2)0.021 (2)
C200.052 (2)0.043 (2)0.061 (3)0.0092 (18)0.011 (2)0.023 (2)
C210.101 (4)0.065 (3)0.049 (3)0.011 (3)0.011 (2)0.021 (2)
C220.064 (3)0.060 (3)0.041 (2)0.008 (2)0.005 (2)0.027 (2)
C230.066 (3)0.073 (3)0.076 (3)0.003 (3)0.017 (3)0.030 (3)
C240.092 (4)0.086 (4)0.089 (4)0.035 (3)0.029 (3)0.026 (3)
C250.104 (5)0.059 (3)0.092 (4)0.009 (3)−0.021 (4)0.026 (3)
C260.067 (3)0.064 (3)0.096 (4)−0.017 (3)−0.010 (3)0.043 (3)
C270.062 (3)0.093 (4)0.076 (3)0.003 (3)0.011 (2)0.048 (3)
C280.074 (3)0.074 (3)0.082 (4)−0.020 (3)0.026 (3)−0.001 (3)
C290.060 (3)0.060 (3)0.049 (3)−0.004 (2)0.015 (2)0.006 (2)
C300.084 (3)0.060 (3)0.077 (3)0.009 (3)0.009 (3)0.035 (3)
C310.061 (3)0.066 (3)0.088 (4)0.003 (2)−0.008 (3)0.028 (3)
C320.075 (3)0.059 (3)0.080 (4)−0.006 (2)0.001 (3)0.021 (3)
C330.089 (4)0.053 (3)0.074 (3)0.001 (3)−0.005 (3)0.027 (3)
C340.074 (3)0.079 (4)0.069 (3)0.012 (3)−0.004 (3)0.022 (3)
S1—C31.742 (4)C13—H130.9300
S1—C11.750 (4)C14—C151.356 (7)
S2—C21.756 (4)C14—H140.9300
S2—C11.757 (4)C15—C161.344 (7)
S3—C21.735 (4)C15—H150.9300
S3—C41.837 (5)C16—C171.372 (6)
S4—C31.745 (4)C16—H160.9300
S4—C111.813 (4)C17—H170.9300
S5—C201.749 (4)C18—C18ii1.333 (7)
S5—C181.752 (4)C19—C201.344 (6)
S6—C191.757 (4)C21—C221.499 (6)
S6—C181.761 (4)C21—H21A0.9700
S7—C191.745 (4)C21—H21B0.9700
S7—C211.827 (5)C22—C231.360 (6)
S8—C201.744 (4)C22—C271.376 (6)
S8—C281.794 (5)C23—C241.366 (7)
C1—C1i1.343 (7)C23—H230.9300
C2—C31.347 (6)C24—C251.339 (7)
C4—C51.486 (6)C24—H240.9300
C4—H4A0.9700C25—C261.337 (7)
C4—H4B0.9700C25—H250.9300
C5—C61.377 (6)C26—C271.358 (7)
C5—C101.378 (6)C26—H260.9300
C6—C71.356 (7)C27—H270.9300
C6—H60.9300C28—C291.505 (6)
C7—C81.349 (7)C28—H28A0.9700
C7—H70.9300C28—H28B0.9700
C8—C91.345 (7)C29—C341.371 (7)
C8—H80.9300C29—C301.379 (6)
C9—C101.365 (7)C30—C311.366 (6)
C9—H90.9300C30—H300.9300
C10—H100.9300C31—C321.348 (6)
C11—C121.503 (6)C31—H310.9300
C11—H11A0.9700C32—C331.336 (6)
C11—H11B0.9700C32—H320.9300
C12—C171.357 (6)C33—C341.340 (6)
C12—C131.368 (6)C33—H330.9300
C13—C141.345 (6)C34—H340.9300
C3—S1—C195.58 (19)C17—C16—H16120.5
C2—S2—C195.26 (19)C12—C17—C16121.1 (5)
C2—S3—C4100.3 (2)C12—C17—H17119.4
C3—S4—C11102.9 (2)C16—C17—H17119.4
C20—S5—C1895.82 (19)C18ii—C18—S5122.4 (4)
C19—S6—C1895.26 (18)C18ii—C18—S6123.4 (4)
C19—S7—C21101.0 (2)S5—C18—S6114.2 (2)
C20—S8—C28102.0 (2)C20—C19—S7125.4 (3)
C1i—C1—S1122.5 (4)C20—C19—S6117.4 (3)
C1i—C1—S2122.9 (4)S7—C19—S6117.1 (2)
S1—C1—S2114.5 (2)C19—C20—S8123.9 (3)
C3—C2—S3125.7 (3)C19—C20—S5117.2 (3)
C3—C2—S2116.9 (3)S8—C20—S5118.8 (2)
S3—C2—S2117.3 (2)C22—C21—S7113.2 (3)
C2—C3—S1117.6 (3)C22—C21—H21A108.9
C2—C3—S4123.0 (3)S7—C21—H21A108.9
S1—C3—S4119.1 (2)C22—C21—H21B108.9
C5—C4—S3113.3 (3)S7—C21—H21B108.9
C5—C4—H4A108.9H21A—C21—H21B107.8
S3—C4—H4A108.9C23—C22—C27117.2 (4)
C5—C4—H4B108.9C23—C22—C21120.8 (4)
S3—C4—H4B108.9C27—C22—C21122.0 (4)
H4A—C4—H4B107.7C22—C23—C24120.6 (5)
C6—C5—C10116.2 (5)C22—C23—H23119.7
C6—C5—C4122.2 (4)C24—C23—H23119.7
C10—C5—C4121.5 (4)C25—C24—C23120.1 (5)
C7—C6—C5122.6 (5)C25—C24—H24120.0
C7—C6—H6118.7C23—C24—H24120.0
C5—C6—H6118.7C26—C25—C24121.3 (5)
C8—C7—C6119.2 (5)C26—C25—H25119.3
C8—C7—H7120.4C24—C25—H25119.3
C6—C7—H7120.4C25—C26—C27118.7 (5)
C9—C8—C7120.7 (6)C25—C26—H26120.7
C9—C8—H8119.7C27—C26—H26120.7
C7—C8—H8119.7C26—C27—C22122.0 (5)
C8—C9—C10120.1 (5)C26—C27—H27119.0
C8—C9—H9120.0C22—C27—H27119.0
C10—C9—H9120.0C29—C28—S8108.6 (3)
C9—C10—C5121.3 (5)C29—C28—H28A110.0
C9—C10—H10119.3S8—C28—H28A110.0
C5—C10—H10119.3C29—C28—H28B110.0
C12—C11—S4106.2 (3)S8—C28—H28B110.0
C12—C11—H11A110.5H28A—C28—H28B108.3
S4—C11—H11A110.5C34—C29—C30117.1 (4)
C12—C11—H11B110.5C34—C29—C28121.2 (5)
S4—C11—H11B110.5C30—C29—C28121.7 (5)
H11A—C11—H11B108.7C31—C30—C29120.3 (5)
C17—C12—C13117.8 (4)C31—C30—H30119.9
C17—C12—C11121.4 (4)C29—C30—H30119.9
C13—C12—C11120.7 (4)C32—C31—C30119.9 (5)
C14—C13—C12121.9 (5)C32—C31—H31120.1
C14—C13—H13119.0C30—C31—H31120.1
C12—C13—H13119.0C33—C32—C31120.8 (5)
C13—C14—C15118.9 (5)C33—C32—H32119.6
C13—C14—H14120.5C31—C32—H32119.6
C15—C14—H14120.5C32—C33—C34119.9 (5)
C16—C15—C14121.3 (5)C32—C33—H33120.1
C16—C15—H15119.4C34—C33—H33120.1
C14—C15—H15119.4C33—C34—C29122.1 (5)
C15—C16—C17118.9 (5)C33—C34—H34119.0
C15—C16—H16120.5C29—C34—H34119.0
C3—S1—C1—C1i−178.8 (5)C20—S5—C18—C18ii177.2 (5)
C3—S1—C1—S23.6 (3)C20—S5—C18—S6−3.6 (3)
C2—S2—C1—C1i178.7 (5)C19—S6—C18—C18ii−177.2 (5)
C2—S2—C1—S1−3.7 (3)C19—S6—C18—S53.6 (3)
C4—S3—C2—C3−108.3 (4)C21—S7—C19—C20104.9 (4)
C4—S3—C2—S275.8 (3)C21—S7—C19—S6−78.2 (3)
C1—S2—C2—C32.3 (4)C18—S6—C19—C20−2.2 (4)
C1—S2—C2—S3178.6 (2)C18—S6—C19—S7−179.4 (2)
S3—C2—C3—S1−176.1 (2)S7—C19—C20—S81.4 (6)
S2—C2—C3—S1−0.2 (5)S6—C19—C20—S8−175.4 (2)
S3—C2—C3—S4−2.2 (6)S7—C19—C20—S5176.9 (2)
S2—C2—C3—S4173.7 (2)S6—C19—C20—S50.1 (5)
C1—S1—C3—C2−2.1 (4)C28—S8—C20—C19−143.4 (4)
C1—S1—C3—S4−176.2 (2)C28—S8—C20—S541.1 (3)
C11—S4—C3—C2141.7 (4)C18—S5—C20—C192.1 (4)
C11—S4—C3—S1−44.4 (3)C18—S5—C20—S8177.9 (2)
C2—S3—C4—C565.9 (4)C19—S7—C21—C22−65.1 (4)
S3—C4—C5—C684.5 (5)S7—C21—C22—C23101.7 (5)
S3—C4—C5—C10−93.5 (5)S7—C21—C22—C27−78.0 (5)
C10—C5—C6—C7−0.9 (8)C27—C22—C23—C24−0.7 (7)
C4—C5—C6—C7−179.0 (5)C21—C22—C23—C24179.6 (4)
C5—C6—C7—C80.5 (9)C22—C23—C24—C25−0.3 (8)
C6—C7—C8—C90.0 (9)C23—C24—C25—C261.3 (9)
C7—C8—C9—C100.0 (9)C24—C25—C26—C27−1.2 (8)
C8—C9—C10—C5−0.4 (8)C25—C26—C27—C220.2 (7)
C6—C5—C10—C90.9 (7)C23—C22—C27—C260.8 (7)
C4—C5—C10—C9179.0 (5)C21—C22—C27—C26−179.5 (4)
C3—S4—C11—C12−174.6 (3)C20—S8—C28—C29176.3 (4)
S4—C11—C12—C17−77.4 (5)S8—C28—C29—C34−103.0 (5)
S4—C11—C12—C1399.8 (5)S8—C28—C29—C3077.3 (5)
C17—C12—C13—C141.9 (7)C34—C29—C30—C311.4 (7)
C11—C12—C13—C14−175.4 (5)C28—C29—C30—C31−178.9 (4)
C12—C13—C14—C15−0.9 (8)C29—C30—C31—C32−0.4 (8)
C13—C14—C15—C16−0.2 (8)C30—C31—C32—C33−0.3 (8)
C14—C15—C16—C170.3 (8)C31—C32—C33—C34−0.1 (8)
C13—C12—C17—C16−1.7 (7)C32—C33—C34—C291.3 (8)
C11—C12—C17—C16175.5 (4)C30—C29—C34—C33−1.9 (7)
C15—C16—C17—C120.7 (7)C28—C29—C34—C33178.4 (4)
  4 in total

1.  Molecular conductors and superconductors based on trihalides of BEDT-TTF and some of its analogues.

Authors:  Rimma P Shibaeva; Eduard B Yagubskii
Journal:  Chem Rev       Date:  2004-11       Impact factor: 60.622

2.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

3.  A new approach to 4-alkylthio-1,3-dithiole-2-thione: an unusual reaction of a zinc complex of 1,3-dithole-2-thione-4,5-dithiolate.

Authors:  C Jia; D Zhang; W Xu; D Zhu
Journal:  Org Lett       Date:  2001-06-14       Impact factor: 6.005

4.  Structure validation in chemical crystallography.

Authors:  Anthony L Spek
Journal:  Acta Crystallogr D Biol Crystallogr       Date:  2009-01-20
  4 in total

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