Bis(tetra­ethyl­ammonium) μ-tetra­thio­molybdenio(VI)-κ4S,S′:S′′:S′′′-bis­[(4-hydroxy­benzene­thiol­ato-κS)cuprate(I)]

Li, Z.-H.; Du, S.-W.; Ng, S.W.

doi:10.1107/S1600536807007611

Bis(tetraethylammonium) μ-tetrathiomolybdenio(VI)-κ⁴S,S′:S′′:S′′′-bis[(4-hydroxybenzenethiolato-κS)cuprate(I)]

In the title salt, (C₈H₂₀N)₂[Cu₂MoS₄(C₅H₅OS)₂], the trinuclear dianion lies on a twofold rotation axis that passes through the Mo^VI atom; this atom shows tetrahedral coordination, while each Cu^I atom shows trigonal–planar coordination. The cations lie on different special positions, one on a site of symmetry 2, another on a site of symmetry $\overline{4}$ , and the third on a site of symmetry 222. The cation on the 222 site is disordered.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807007611/cf2090sup1.cif Contains datablocks global, I
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536807007611/cf2090Isup2.hkl Contains datablock I

CCDC reference: 627090

checkCIF report

Key indicators

Single-crystal X-ray study
T = 295 K
Mean (C-C) = 0.003 Å
Disorder in solvent or counterion
R factor = 0.017
wR factor = 0.044
Data-to-parameter ratio = 21.2

checkCIF/PLATON results

No syntax errors found



Alert level C
ABSTM02_ALERT_3_C  The ratio of expected to reported Tmax/Tmin(RR) is > 1.10
            Tmin and Tmax reported:      0.705     1.000
            Tmin and Tmax expected:      0.474     0.746
            RR =      1.110
            Please check that your absorption correction is appropriate.
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT060_ALERT_3_C Ratio Tmax/Tmin (Exp-to-Rep) (too) Large .......       1.12
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.75
PLAT063_ALERT_3_C Crystal Probably too Large for Beam Size .......       0.65 mm
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent .....          ?
PLAT220_ALERT_2_C Large Non-Solvent    S     Ueq(max)/Ueq(min) ...       2.57 Ratio
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.18 Ratio
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         S3
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      20.00 Perc.
PLAT731_ALERT_1_C Bond    Calc     0.82(3), Rep   0.840(10) ......       3.00 su-Ra
              O1   -H1      1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.82(3), Rep   0.840(10) ......       3.00 su-Ra
              O1   -H1      1.555   1.555
PLAT736_ALERT_1_C H...A   Calc     2.36(3), Rep   2.350(10) ......       3.00 su-Ra
              H1   -S3      1.555  14.554

Alert level G
ABSTM02_ALERT_3_G  When printed, the submitted absorption T values will be
            replaced by the scaled T values. Since the ratio of scaled T's
            is identical to the ratio of reported T values, the scaling
            does not imply a change to the absorption corrections used in
            the study.
            Ratio of Tmax expected/reported      0.746
            Tmax scaled      0.746 Tmin scaled      0.526
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
            correct. If it is not, please give the correct count in the
            _publ_section_exptl_refinement section of the submitted CIF.
           From the CIF: _diffrn_reflns_theta_max           27.50
           From the CIF: _reflns_number_total               4244
           Count of symmetry unique reflns         2300
           Completeness (_total/calc)            184.52%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured      1944
           Fraction of Friedel pairs measured     0.845
           Are heavy atom types Z>Si present        yes

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
  13 ALERT level C = Check and explain
   2 ALERT level G = General alerts; check

   5 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 ALERT type 2 Indicator that the structure model may be wrong or deficient
   5 ALERT type 3 Indicator that the structure quality may be low
   3 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

Computing details top

Data collection: CrystalClear (Rigaku, 2000); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2007).

Bis(tetraethylammonium) µ-tetrathiomolybdenio(VI)-κ⁴S,S':S'':S''''- bis[(4-hydroxybenzenethiolato-κS)cuprate(I)] top

Crystal data top

(C₈H₂₀N)₂[Cu₂MoS₄(C₅H₅OS)₂]	D_x = 1.538 Mg m⁻³
M_r = 862.08	Mo Kα radiation, λ = 0.71073 Å
Tetragonal, I4c2	Cell parameters from 8554 reflections
Hall symbol: I -4 -2c	θ = 3.1–27.5°
a = 15.2499 (6) Å	µ = 1.83 mm⁻¹
c = 32.0091 (9) Å	T = 295 K
V = 7444.0 (4) Å³	Prism, red
Z = 8	0.65 × 0.35 × 0.16 mm
F(000) = 3552

Data collection top

Rigaku Mercury diffractometer	4244 independent reflections
Radiation source: medium-focus sealed tube	4180 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.022
ω scans	θ_max = 27.5°, θ_min = 3.0°
Absorption correction: multi-scan (Jacobson; 1998)	h = −19→19
T_min = 0.705, T_max = 1.000	k = −19→15
27546 measured reflections	l = −40→40

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.017	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.044	w = 1/[σ²(F_o²) + (0.0301P)²] where P = (F_o² + 2F_c²)/3
S = 1.01	(Δ/σ)_max = 0.001
4244 reflections	Δρ_max = 0.54 e Å⁻³
200 parameters	Δρ_min = −0.43 e Å⁻³
1 restraint	Absolute structure: Flack (1983), with 1947 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.009 (7)

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
Mo1	0.26969 (1)	0.26969 (1)	0.7500	0.01179 (5)
Cu1	0.29201 (1)	0.24261 (1)	0.66985 (1)	0.01869 (6)
S1	0.39732 (3)	0.25931 (3)	0.71678 (1)	0.0164 (1)
S2	0.16467 (3)	0.25567 (3)	0.70283 (1)	0.0175 (1)
S3	0.29918 (3)	0.21522 (5)	0.60362 (2)	0.0422 (2)
O1	0.6526 (1)	0.2899 (1)	0.5342 (1)	0.0483 (5)
N1	0.5000	0.5000	0.85420 (5)	0.0164 (3)
N2	0.0000	0.5000	0.7500	0.0165 (5)
N3	0.5000	0.0000	0.5000	0.0194 (5)
C1	0.4065 (1)	0.2364 (1)	0.5846 (1)	0.0216 (4)
C2	0.4818 (1)	0.2178 (1)	0.6073 (1)	0.0183 (3)
C3	0.5647 (1)	0.2348 (1)	0.5917 (1)	0.0205 (4)
C4	0.5734 (1)	0.2715 (1)	0.5517 (1)	0.0246 (4)
C5	0.4989 (1)	0.2897 (1)	0.5289 (1)	0.0249 (4)
C6	0.4165 (1)	0.2725 (1)	0.5448 (1)	0.0241 (4)
C7	0.5581 (1)	0.5584 (1)	0.8809 (1)	0.0236 (3)
C8	0.5098 (2)	0.6233 (1)	0.9087 (1)	0.0382 (5)
C9	0.4383 (1)	0.5545 (1)	0.8273 (1)	0.0188 (3)
C10	0.4829 (1)	0.6212 (1)	0.7994 (1)	0.0268 (4)
C11	0.0605 (1)	0.4451 (1)	0.7230 (1)	0.0205 (3)
C12	0.1138 (1)	0.4959 (1)	0.6914 (1)	0.0332 (5)
C13	0.4382 (3)	−0.0537 (3)	0.5269 (1)	0.0261 (8)	0.50
C14	0.3856 (1)	−0.0008 (2)	0.5586 (1)	0.0369 (5)	0.50
C13'	0.4372 (2)	0.0537 (3)	0.5270 (1)	0.0248 (8)	0.50
C14'	0.3856 (1)	−0.0008 (2)	0.5586 (1)	0.0369 (5)	0.50
H1	0.691 (2)	0.276 (2)	0.551 (1)	0.07 (1)*
H2	0.4763	0.1932	0.6337	0.022*
H3	0.6142	0.2219	0.6075	0.025*
H5	0.5043	0.3139	0.5023	0.030*
H6	0.3672	0.2851	0.5288	0.029*
H7a	0.5969	0.5909	0.8626	0.028*
H7b	0.5943	0.5213	0.8985	0.028*
H8a	0.4739	0.6608	0.8917	0.057*
H8b	0.5515	0.6580	0.9238	0.057*
H8c	0.4733	0.5919	0.9280	0.057*
H9a	0.4043	0.5151	0.8098	0.023*
H9b	0.3976	0.5851	0.8455	0.023*
H10a	0.5095	0.6658	0.8164	0.040*
H10b	0.4402	0.6475	0.7813	0.040*
H10c	0.5271	0.5927	0.7830	0.040*
H11a	0.1004	0.4134	0.7411	0.025*
H11b	0.0254	0.4021	0.7082	0.025*
H12a	0.0751	0.5272	0.6730	0.050*
H12b	0.1490	0.4559	0.6753	0.050*
H12c	0.1512	0.5367	0.7056	0.050*
H13a	0.4721	−0.0975	0.5418	0.031*	0.50
H13b	0.3976	−0.0845	0.5087	0.031*	0.50
H14a	0.4250	0.0299	0.5768	0.055*	0.50
H14b	0.3494	−0.0396	0.5747	0.055*	0.50
H14c	0.3492	0.0408	0.5442	0.055*	0.50
H13c	0.3962	0.0840	0.5089	0.030*	0.50
H13d	0.4706	0.0978	0.5419	0.030*	0.50
H14d	0.3552	−0.0471	0.5443	0.055*	0.50
H14e	0.3438	0.0360	0.5726	0.055*	0.50
H14f	0.4252	−0.0255	0.5787	0.055*	0.50

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Mo1	0.01014 (6)	0.01014 (6)	0.01509 (9)	0.00020 (5)	0.00075 (6)	−0.00075 (6)
Cu1	0.01696 (10)	0.02268 (11)	0.01643 (10)	0.00141 (7)	0.00170 (9)	−0.00273 (9)
S1	0.01183 (19)	0.01781 (19)	0.0196 (2)	−0.00014 (14)	0.00233 (16)	0.00023 (16)
S2	0.01277 (19)	0.01795 (18)	0.0217 (2)	0.00079 (14)	−0.00200 (16)	−0.00440 (16)
S3	0.0162 (2)	0.0893 (5)	0.0210 (2)	−0.0049 (2)	0.0011 (2)	−0.0178 (3)
O1	0.0238 (8)	0.0957 (14)	0.0253 (8)	−0.0118 (8)	0.0020 (6)	0.0203 (9)
N1	0.0110 (8)	0.0187 (9)	0.0196 (9)	0.0003 (7)	0.000	0.000
N2	0.0114 (7)	0.0114 (7)	0.0265 (14)	0.000	0.000	0.000
N3	0.0196 (7)	0.0196 (7)	0.0188 (13)	0.0008 (13)	0.000	0.000
C1	0.0169 (8)	0.0300 (9)	0.0179 (9)	0.0018 (7)	−0.0005 (7)	−0.0072 (7)
C2	0.0197 (8)	0.0215 (8)	0.0138 (8)	0.0002 (6)	−0.0005 (7)	−0.0004 (6)
C3	0.0168 (8)	0.0273 (9)	0.0174 (9)	0.0037 (7)	−0.0019 (7)	0.0012 (7)
C4	0.0205 (9)	0.0345 (10)	0.0187 (9)	−0.0052 (7)	0.0040 (7)	0.0032 (8)
C5	0.0316 (10)	0.0268 (9)	0.0164 (8)	−0.0009 (8)	−0.0032 (8)	0.0042 (7)
C6	0.0231 (10)	0.0314 (9)	0.0179 (9)	0.0069 (7)	−0.0064 (7)	−0.0048 (7)
C7	0.0176 (8)	0.0284 (9)	0.0250 (8)	−0.0009 (6)	−0.0044 (7)	−0.0057 (8)
C8	0.0343 (11)	0.0434 (12)	0.0369 (12)	0.0055 (10)	−0.0040 (10)	−0.0189 (10)
C9	0.0135 (7)	0.0199 (8)	0.0231 (8)	0.0017 (5)	−0.0012 (7)	0.0032 (7)
C10	0.0221 (9)	0.0256 (9)	0.0326 (10)	0.0022 (8)	0.0021 (8)	0.0098 (8)
C11	0.0156 (7)	0.0150 (7)	0.0311 (9)	0.0046 (6)	0.0022 (7)	−0.0023 (7)
C12	0.0296 (10)	0.0264 (9)	0.0436 (12)	0.0066 (8)	0.0154 (9)	0.0030 (9)
C13	0.0263 (19)	0.0234 (17)	0.029 (2)	−0.0024 (14)	0.0029 (16)	0.0039 (16)
C14	0.0378 (11)	0.0396 (11)	0.0334 (11)	0.0029 (9)	0.0136 (9)	−0.0018 (10)
C13'	0.0266 (18)	0.0248 (17)	0.0230 (18)	0.0070 (14)	0.0020 (15)	−0.0036 (15)
C14'	0.0378 (11)	0.0396 (11)	0.0334 (11)	0.0029 (9)	0.0136 (9)	−0.0018 (10)

Geometric parameters (Å, º) top

Mo1—S1	2.2236 (4)	C5—C6	1.381 (3)
Mo1—S1ⁱ	2.2236 (4)	C7—C8	1.520 (3)
Mo1—S2	2.2114 (4)	C9—C10	1.513 (2)
Mo1—S2ⁱ	2.2114 (4)	C11—C12	1.512 (2)
Mo1—Cu1ⁱ	2.6209 (3)	C13—C14	1.525 (4)
Mo1—Cu1	2.6209 (2)	O1—H1	0.84 (1)
Cu1—S1	2.2138 (5)	C2—H2	0.93
Cu1—S2	2.2193 (5)	C3—H3	0.93
Cu1—S3	2.1634 (6)	C5—H5	0.93
S3—C1	1.7758 (19)	C6—H6	0.93
O1—C4	1.361 (2)	C7—H7a	0.97
N1—C7	1.519 (2)	C7—H7b	0.97
N1—C7ⁱⁱ	1.519 (2)	C8—H8a	0.96
N1—C9	1.523 (2)	C8—H8b	0.96
N1—C9ⁱⁱ	1.523 (2)	C8—H8c	0.96
N2—C11	1.516 (2)	C9—H9a	0.97
N2—C11ⁱⁱⁱ	1.516 (2)	C9—H9b	0.97
N2—C11^iv	1.516 (2)	C10—H10a	0.96
N2—C11^v	1.516 (2)	C10—H10b	0.96
N3—C13	1.517 (4)	C10—H10c	0.96
N3—C13^vi	1.517 (4)	C11—H11a	0.97
N3—C13^vii	1.517 (4)	C11—H11b	0.97
N3—C13^viii	1.517 (4)	C12—H12a	0.96
N3—C13'	1.527 (4)	C12—H12b	0.96
N3—C13'^vi	1.527 (4)	C12—H12c	0.96
N3—C13'^vii	1.527 (4)	C13—H13a	0.97
N3—C13'^viii	1.527 (4)	C13—H13b	0.97
C1—C2	1.387 (2)	C14—H14a	0.96
C1—C6	1.398 (3)	C14—H14b	0.96
C2—C3	1.384 (2)	C14—H14c	0.96
C3—C4	1.403 (3)	C13'—H13c	0.97
C4—C5	1.379 (3)	C13'—H13d	0.97

S1—Mo1—S1ⁱ	110.69 (2)	C4—C5—H5	119.5
S1—Mo1—S2	107.49 (2)	C6—C5—H5	119.5
S1—Mo1—S2ⁱ	111.07 (2)	C5—C6—H6	119.6
S2—Mo1—S2ⁱ	109.04 (2)	C1—C6—H6	119.6
S1—Cu1—S2	107.56 (2)	N1—C7—H7a	108.4
S1—Cu1—S3	130.57 (2)	C8—C7—H7a	108.4
S2—Cu1—S3	121.85 (2)	N1—C7—H7b	108.4
Cu1—S1—Mo1	72.40 (2)	C8—C7—H7b	108.4
Mo1—S2—Cu1	72.53 (2)	H7a—C7—H7b	107.5
C1—S3—Cu1	110.31 (7)	C7—C8—H8a	109.5
C7—N1—C7ⁱⁱ	111.5 (2)	C7—C8—H8b	109.5
C7—N1—C9ⁱⁱ	106.2 (1)	H8a—C8—H8b	109.5
C7ⁱⁱ—N1—C9ⁱⁱ	111.0 (1)	C7—C8—H8c	109.5
C7—N1—C9	111.0 (1)	H8a—C8—H8c	109.5
C7ⁱⁱ—N1—C9	106.2 (1)	H8b—C8—H8c	109.5
C9ⁱⁱ—N1—C9	111.1 (2)	C10—C9—H9a	108.5
C11^iv—N2—C11	109.0 (1)	N1—C9—H9a	108.5
C11^iv—N2—C11^v	110.4 (1)	C10—C9—H9b	108.5
C11—N2—C11^v	109.0 (1)	N1—C9—H9b	108.5
C11^iv—N2—C11ⁱⁱⁱ	109.0 (1)	H9a—C9—H9b	107.5
C11—N2—C11ⁱⁱⁱ	110.4 (1)	C9—C10—H10a	109.5
C11^v—N2—C11ⁱⁱⁱ	109.0 (1)	C9—C10—H10b	109.5
C13^vi—N3—C13	110.9 (3)	H10a—C10—H10b	109.5
C13^viii—N3—C13^vii	110.9 (3)	C9—C10—H10c	109.5
C13^viii—N3—C13'^vi	109.1 (2)	H10a—C10—H10c	109.5
C13^vii—N3—C13'^vi	108.4 (2)	H10b—C10—H10c	109.5
C13^vi—N3—C13'^vii	108.4 (2)	C12—C11—H11a	108.5
C13—N3—C13'^vii	109.1 (2)	N2—C11—H11a	108.5
C13^viii—N3—C13'	108.4 (2)	C12—C11—H11b	108.5
C13^vii—N3—C13'	109.1 (2)	N2—C11—H11b	108.5
C13^vi—N3—C13'^viii	109.1 (2)	H11a—C11—H11b	107.5
C13—N3—C13'^viii	108.4 (2)	C11—C12—H12a	109.5
C13'^vii—N3—C13'^viii	111.1 (3)	C11—C12—H12b	109.5
C2—C1—C6	117.9 (2)	H12a—C12—H12b	109.5
C2—C1—S3	123.1 (2)	C11—C12—H12c	109.5
C6—C1—S3	119.0 (2)	H12a—C12—H12c	109.5
C3—C2—C1	122.0 (2)	H12b—C12—H12c	109.5
C2—C3—C4	119.3 (2)	N3—C13—H13a	108.6
O1—C4—C5	118.1 (2)	C14—C13—H13a	108.6
O1—C4—C3	122.8 (2)	N3—C13—H13b	108.6
C5—C4—C3	119.1 (2)	C14—C13—H13b	108.6
C4—C5—C6	121.0 (2)	H13a—C13—H13b	107.6
C5—C6—C1	120.7 (2)	C13—C14—H14a	109.5
N1—C7—C8	115.3 (1)	C13—C14—H14b	109.5
C10—C9—N1	115.0 (1)	H14a—C14—H14b	109.5
C12—C11—N2	115.2 (1)	C13—C14—H14c	109.5
N3—C13—C14	114.7 (3)	H14a—C14—H14c	109.5
C4—O1—H1	108 (2)	H14b—C14—H14c	109.5
C3—C2—H2	119.0	N3—C13'—H13c	108.8
C1—C2—H2	119.0	N3—C13'—H13d	108.8
C2—C3—H3	120.4	H13c—C13'—H13d	107.7
C4—C3—H3	120.4

S3—Cu1—S1—Mo1	−177.41 (3)	C1—C2—C3—C4	−0.3 (3)
S2—Cu1—S1—Mo1	1.13 (2)	C2—C3—C4—O1	−179.9 (2)
S2—Mo1—S1—Cu1	−1.13 (2)	C2—C3—C4—C5	−0.1 (3)
S2ⁱ—Mo1—S1—Cu1	118.08 (2)	O1—C4—C5—C6	180.0 (2)
S1ⁱ—Mo1—S1—Cu1	−122.60 (2)	C3—C4—C5—C6	0.1 (3)
Cu1ⁱ—Mo1—S1—Cu1	178.03 (1)	C4—C5—C6—C1	0.3 (3)
S2ⁱ—Mo1—S2—Cu1	−119.38 (1)	C2—C1—C6—C5	−0.7 (3)
S1ⁱ—Mo1—S2—Cu1	122.35 (2)	S3—C1—C6—C5	−179.8 (1)
S1—Mo1—S2—Cu1	1.13 (2)	C7ⁱⁱ—N1—C7—C8	−62.6 (1)
Cu1ⁱ—Mo1—S2—Cu1	−178.07 (1)	C9ⁱⁱ—N1—C7—C8	176.4 (2)
S3—Cu1—S2—Mo1	177.56 (3)	C9—N1—C7—C8	55.5 (2)
S1—Cu1—S2—Mo1	−1.13 (2)	C7—N1—C9—C10	55.8 (2)
S1—Cu1—S3—C1	−16.53 (8)	C7ⁱⁱ—N1—C9—C10	177.1 (2)
S2—Cu1—S3—C1	165.12 (7)	C9ⁱⁱ—N1—C9—C10	−62.1 (1)
Cu1—S3—C1—C2	37.8 (2)	C11^iv—N2—C11—C12	−64.7 (1)
Cu1—S3—C1—C6	−143.1 (1)	C11^v—N2—C11—C12	174.7 (2)
C6—C1—C2—C3	0.7 (3)	C11ⁱⁱⁱ—N2—C11—C12	55.0 (1)
S3—C1—C2—C3	179.8 (1)

Symmetry codes: (i) y, x, −z+3/2; (ii) −x+1, −y+1, z; (iii) −x, −y+1, z; (iv) −y+1/2, x+1/2, −z+3/2; (v) y−1/2, −x+1/2, −z+3/2; (vi) −x+1, −y, z; (vii) −y+1/2, −x+1/2, −z+1; (viii) y+1/2, x−1/2, −z+1.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···S3^ix	0.84 (1)	2.35 (1)	3.154 (2)	161 (3)

Symmetry code: (ix) x+1/2, −y+1/2, z.

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Bis(tetra­ethyl­ammonium) μ-tetra­thio­molybdenio(VI)-κ4S,S′:S′′:S′′′-bis­[(4-hydroxy­benzene­thiol­ato-κS)cuprate(I)]

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Bis(tetraethylammonium) μ-tetrathiomolybdenio(VI)-κ⁴S,S′:S′′:S′′′-bis[(4-hydroxybenzenethiolato-κS)cuprate(I)]