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Acta Crystallogr Sect E Struct Rep Online. 2010 May 1; 66(Pt 5): m573.
Published online 2010 April 24. doi:  10.1107/S1600536810014625
PMCID: PMC2979076

Redetermination of di-μ-sulfido-bis­{[(2R)-2-acet­oxy-2-amino­ethane-1-thiol­ato-κ2 N,S]oxidomolybdenum(V)}

Abstract

The structure of the title compound, [Mo2(C4H8NO2S)2O2S2], has been redetermined. Besides obvious differences between the original [Drew & Kay (1971 [triangle]). J. Chem. Soc. A, pp. 1851–1854] and the current unit-cell parameters, some packing features of the structure are also different; these findings are the result of significant improvements in the precision and accuracy of the present structure analysis. The two Mo atoms in the dimeric complex have very similar distorted trigonal–bipyramidal environments. Each Mo atom is bonded to an S atom and to an N atom of an l-cysteine ester ligand, to a terminal O atom and to two S atoms which bridge to the adjacent Mo atom [Mo(...)Mo separation = 2.8191 (2) Å]. N—H(...)Ocarbon­yl and N—H(...)Oterminal hydrogen-bonding inter­actions consolidate the crystal packing. During the synthesis, the originally employed l-cysteinate ligand has been converted to the l-cysteinate methyl ester ligand. Since this reaction does not take place without tin(IV) chloride, it is clear that tin(IV) chloride acts as a catalyst for the reaction.

Related literature

For the properties of molybdenum complexes with sulfur ligands, see: Newton & Otsuka (1980 [triangle]); Ueyama et al. (1982 [triangle]). For syntheses of related compounds, see: Shibahara & Akashi (1992 [triangle]); Kay & Mitchell (1970 [triangle]). For related structures, see: Shibahara et al. (1983 [triangle]); Drew & Kay (1971 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-66-0m573-scheme1.jpg

Experimental

Crystal data

  • [Mo2(C4H8NO2S)2O2S2]
  • M r = 556.34
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-0m573-efi1.jpg
  • a = 9.195 (5) Å
  • b = 5.622 (3) Å
  • c = 17.437 (9) Å
  • β = 91.6763 (15)°
  • V = 901.0 (8) Å3
  • Z = 2
  • Mo Kα radiation
  • μ = 1.88 mm−1
  • T = 93 K
  • 0.32 × 0.23 × 0.15 mm

Data collection

  • Rigaku Mercury diffractometer
  • Absorption correction: multi-scan (REQAB; Jacobson, 1998 [triangle]) T min = 0.680, T max = 0.759
  • 10030 measured reflections
  • 5007 independent reflections
  • 4966 reflections with F 2 > 2σ(F 2)
  • R int = 0.024

Refinement

  • R[F 2 > 2σ(F 2)] = 0.024
  • wR(F 2) = 0.067
  • S = 1.12
  • 5007 reflections
  • 200 parameters
  • H-atom parameters constrained
  • Δρmax = 1.23 e Å−3
  • Δρmin = −0.63 e Å−3
  • Absolute structure: Flack (1983 [triangle]), 2185 Friedel pairs
  • Flack parameter: −0.08 (3)

Data collection: CrystalClear (Rigaku, 1999 [triangle]); cell refinement: CrystalClear; data reduction: CrystalStructure (Rigaku Americas and Rigaku, 2007 [triangle]); program(s) used to solve structure: SIR2004 (Burla et al., 2005 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick et al., 2008 [triangle]); molecular graphics: ORTEPIII (Burnett & Johnson, 1996 [triangle]); software used to prepare material for publication: CrystalStructure.

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810014625/wm2325sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810014625/wm2325Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Acknowledgments

This work was supported by KAKENHI (18550063).

supplementary crystallographic information

Comment

Molybdenum complexes with sulfur ligands including L-cysteine or L-cysteine ethers are of interest in relation to redox-active molybdo-enzymes (Newton et al., 1980). Doubly sulfur-bridged molybdenum(V) compounds are prepared and examined as catalysts for redox reactions (Ueyama et al., 1982). The formation of the title compound, C8H16Mo2N2O6S8, (I), has been reported previously in the reaction of sodium molybdate with hydrogen sulphide and L-cysteine methyl ester (Kay & Mitchell, 1970). However, the direct formation of (I) from Na2[Mo2O2S2(L-cys)2] (Shibahara & Akashi, 1992) has not been reported previously. In this reaction in methanol, the L-cysteinato ligand has changed to the L-cysteinato methyl ester ligand.

The structure of (I) has been reported previously by Drew & Kay (1971), but there are significant differences between the original and the current unit cell parameters which, in part, may be ascribed to the different measurement temperatures: Drew & Kay (1971), room temperature measurement: monoclinic, P21, with a = 9.348 (9), b = 5.640 (7), c = 19.440 (16) Å, β = 116.66 (10)°. This work: monoclinic, P21, with a = 9.195 (5), b = 5.622 (3), c = 17.437, β = 91.6763 (15)°. In the present work, the structure of (I) (Fig. 1) was determined with sufficient accuracy (R-factor = 0.024) and all hydrogen atoms in the structure were refined. The Mo - Mo distance is 2.8191 (2) Å. The Mo-Sbridge distances are 3.079 (7) and 3.3941 (7) Å. The range of these distances is within the range of values observed previously in doubly sulfur-bridged molybdenum(V) compounds, see, for example: Shibahara et al. (1983). The packing of the structure of (I) (Fig. 2) is also obviously different from that reported by Drew & Kay (1971). It is clear that NH···Ocarbonyl and N—H···Oterminal intermolecular hydrogen bonds exist in the structure of (I) (Fig. 3).

Experimental

Tin(IV) chloride pentahydrate (108.8 mg, 0.155 mmol) was added to Na2[Mo2O2S2(L-cys)2] (100 mg, 0.155 mmol) in methanol (40 ml). Single crystals suitable for X-ray diffraction were grown from the solution through slow evaporation of the solvent.

Refinement

The positions of all H atoms were initially located from difference maps and were refined by using the riding model. The isotropic displacement parameters for these atoms were fixed at 1.2 times the equivalent isotropic displacement parameter of their carrier atom.

Figures

Fig. 1.
Molecular configuration and atom-numbering scheme for compound (I) with displacement ellipsoids drawn at the 50% probability level.
Fig. 2.
A view of the molecular packing of the structutre of compound (I) along the b axis. H atoms have been omitted for clarity.
Fig. 3.
Scheme of intermolecular N—H···O interactions of (I). Symmetry codes: (i) -x+1, y+1/2, -z, (ii) x, y+1, z, (iii) -x+2, y-1/2, -z+1.

Crystal data

[Mo2(C4H8NO2S)2O2S2]F(000) = 548.00
Mr = 556.34Dx = 2.051 Mg m3
Monoclinic, P21Mo Kα radiation, λ = 0.71070 Å
Hall symbol: P 2ybCell parameters from 3110 reflections
a = 9.195 (5) Åθ = 5.5–30.0°
b = 5.622 (3) ŵ = 1.88 mm1
c = 17.437 (9) ÅT = 93 K
β = 91.6763 (15)°Platelet, orange
V = 901.0 (8) Å30.32 × 0.23 × 0.15 mm
Z = 2

Data collection

Rigaku Mercury diffractometer4966 reflections with F2 > 2σ(F2)
Detector resolution: 7.31 pixels mm-1Rint = 0.024
ω scansθmax = 30.0°
Absorption correction: multi-scan (REQAB; Jacobson, 1998)h = −12→12
Tmin = 0.680, Tmax = 0.759k = −7→7
10030 measured reflectionsl = −24→24
5007 independent reflections

Refinement

Refinement on F2w = 1/[σ2(Fo2) + (0.0278P)2 + 0.6607P] where P = (Fo2 + 2Fc2)/3
R[F2 > 2σ(F2)] = 0.024(Δ/σ)max = 0.007
wR(F2) = 0.067Δρmax = 1.23 e Å3
S = 1.12Δρmin = −0.63 e Å3
5007 reflectionsAbsolute structure: Flack (1983), 2185 Friedel pairs
200 parametersFlack parameter: −0.08 (3)
H-atom parameters constrained

Special details

Refinement. Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F2. R-factor (gt) are based on F. The threshold expression of F2 > 2.0 σ(F2) is used only for calculating R-factor (gt).

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

xyzUiso*/Ueq
Mo(1)0.56160 (2)0.35614 (4)0.237407 (11)0.01531 (5)
Mo(2)0.83145 (2)0.39138 (4)0.317580 (11)0.01609 (5)
S(1)0.77619 (7)0.16995 (14)0.20725 (4)0.02024 (13)
S(2)0.64491 (7)0.66478 (13)0.31650 (4)0.01814 (13)
S(3)0.42535 (7)0.67618 (13)0.18011 (4)0.01799 (12)
S(4)1.05984 (8)0.40575 (19)0.25678 (4)0.02909 (17)
O(1)0.4563 (2)0.1814 (4)0.29126 (11)0.0214 (4)
O(2)0.8209 (2)0.1968 (4)0.39132 (12)0.0229 (4)
O(3)0.1638 (2)0.2314 (5)0.00266 (13)0.0307 (5)
O(4)0.3678 (2)0.0163 (4)−0.00768 (12)0.0238 (4)
O(5)1.3237 (2)0.8121 (4)0.44041 (12)0.0255 (4)
O(6)1.1181 (2)1.0185 (4)0.45859 (12)0.0235 (4)
N(1)0.4930 (2)0.2095 (4)0.12429 (12)0.0163 (4)
N(2)0.9461 (2)0.6727 (4)0.38715 (13)0.0187 (4)
C(1)0.3251 (3)0.5388 (5)0.09977 (16)0.0199 (5)
C(2)0.3400 (2)0.2688 (5)0.10319 (14)0.0169 (4)
C(3)0.2942 (2)0.1557 (5)0.02689 (15)0.0202 (5)
C(4)0.1122 (3)0.1453 (7)−0.0722 (2)0.0348 (7)
C(5)1.1683 (3)0.6098 (7)0.31658 (16)0.0275 (6)
C(6)1.1053 (2)0.6353 (5)0.39573 (15)0.0196 (5)
C(7)1.1797 (2)0.8438 (5)0.43657 (13)0.0194 (5)
C(8)1.4106 (3)1.0111 (7)0.46876 (18)0.0307 (7)
H(1)0.50350.04670.12530.020*
H(2)0.55280.26850.08750.020*
H(3)0.92940.81800.36430.022*
H(4)0.90710.67730.43510.022*
H(5)0.22100.58310.10170.024*
H(6)0.36320.59820.05080.024*
H(7)0.27580.20670.14390.020*
H(8)0.02290.2301−0.08760.042*
H(9)0.18690.1739−0.11000.042*
H(10)0.0921−0.0254−0.06910.042*
H(11)1.26940.54980.32170.033*
H(12)1.17120.76780.29150.033*
H(13)1.12440.48640.42570.024*
H(14)1.51120.99200.45280.037*
H(15)1.37071.15980.44770.037*
H(16)1.40851.01570.52490.037*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Mo(1)0.01791 (9)0.01641 (12)0.01172 (9)0.00422 (8)0.00248 (6)0.00076 (7)
Mo(2)0.01801 (10)0.01769 (12)0.01263 (9)0.00569 (8)0.00168 (6)0.00010 (7)
S(1)0.0209 (2)0.0222 (3)0.0177 (2)0.0068 (2)0.0019 (2)−0.0043 (2)
S(2)0.0213 (2)0.0178 (3)0.0153 (2)0.0066 (2)−0.0001 (2)−0.0009 (2)
S(3)0.0215 (2)0.0160 (3)0.0164 (2)0.0027 (2)−0.0001 (2)0.0015 (2)
S(4)0.0215 (2)0.0456 (5)0.0204 (2)0.0023 (3)0.0050 (2)−0.0127 (3)
O(1)0.0243 (9)0.0227 (11)0.0174 (8)0.0032 (8)0.0043 (7)0.0019 (7)
O(2)0.0259 (9)0.0216 (10)0.0210 (8)0.0082 (8)−0.0017 (7)0.0028 (7)
O(3)0.0192 (9)0.0432 (15)0.0296 (10)0.0050 (9)−0.0040 (7)−0.0126 (10)
O(4)0.0265 (9)0.0281 (12)0.0171 (8)0.0035 (8)0.0029 (7)−0.0019 (8)
O(5)0.0188 (8)0.0347 (13)0.0230 (9)0.0061 (8)−0.0006 (6)−0.0066 (8)
O(6)0.0245 (9)0.0282 (12)0.0175 (8)0.0080 (8)−0.0031 (7)−0.0018 (8)
N(1)0.0169 (9)0.0182 (11)0.0138 (8)0.0026 (8)0.0022 (7)0.0017 (8)
N(2)0.0194 (9)0.0199 (11)0.0168 (9)0.0038 (8)0.0004 (7)0.0023 (8)
C(1)0.0177 (11)0.0198 (13)0.0222 (12)0.0027 (9)−0.0016 (9)0.0005 (9)
C(2)0.0157 (10)0.0189 (13)0.0161 (10)0.0017 (9)0.0016 (8)0.0001 (9)
C(3)0.0189 (10)0.0223 (14)0.0196 (11)−0.0022 (10)0.0025 (8)0.0015 (9)
C(4)0.0306 (15)0.042 (2)0.0316 (14)−0.0012 (14)−0.0089 (12)−0.0107 (14)
C(5)0.0210 (11)0.044 (2)0.0180 (11)0.0007 (13)0.0033 (9)−0.0086 (12)
C(6)0.0190 (10)0.0223 (14)0.0175 (10)0.0064 (10)0.0004 (8)−0.0008 (9)
C(7)0.0203 (10)0.0273 (14)0.0106 (8)0.0049 (11)0.0012 (7)0.0037 (9)
C(8)0.0270 (14)0.041 (2)0.0244 (13)−0.0002 (13)−0.0024 (11)−0.0038 (13)

Geometric parameters (Å, °)

Mo(1)—Mo(2)2.8191 (2)C(1)—C(2)1.525 (4)
Mo(1)—S(1)2.3079 (7)C(2)—C(3)1.523 (3)
Mo(1)—S(2)2.3319 (7)C(5)—C(6)1.519 (3)
Mo(1)—S(3)2.3941 (7)C(6)—C(7)1.524 (4)
Mo(1)—O(1)1.685 (2)N(1)—H(1)0.920
Mo(1)—N(1)2.213 (2)N(1)—H(2)0.920
Mo(2)—S(1)2.3349 (7)N(2)—H(3)0.920
Mo(2)—S(2)2.3028 (7)N(2)—H(4)0.920
Mo(2)—S(4)2.3814 (7)C(1)—H(5)0.990
Mo(2)—O(2)1.693 (2)C(1)—H(6)0.990
Mo(2)—N(2)2.238 (2)C(2)—H(7)1.000
S(3)—C(1)1.826 (2)C(4)—H(8)0.980
S(4)—C(5)1.827 (3)C(4)—H(9)0.979
O(3)—C(3)1.330 (3)C(4)—H(10)0.979
O(3)—C(4)1.458 (4)C(5)—H(11)0.990
O(4)—C(3)1.208 (3)C(5)—H(12)0.991
O(5)—C(7)1.336 (3)C(6)—H(13)1.000
O(5)—C(8)1.453 (4)C(8)—H(14)0.980
O(6)—C(7)1.202 (3)C(8)—H(15)0.980
N(1)—C(2)1.482 (3)C(8)—H(16)0.980
N(2)—C(6)1.482 (3)
S(2)···O(1)i3.405 (2)H(1)···C(1)iii3.317
S(3)···O(1)i3.445 (2)H(1)···H(6)iii3.100
S(3)···N(1)i3.218 (2)H(1)···H(6)vi3.352
S(3)···C(5)ii3.423 (2)H(1)···H(9)vi3.552
O(1)···S(2)iii3.405 (2)H(2)···O(4)x2.114
O(1)···S(3)iii3.445 (2)H(2)···C(3)x3.295
O(1)···O(5)iv3.570 (3)H(2)···H(6)vi2.727
O(1)···C(8)iv3.278 (3)H(2)···H(9)x3.320
O(2)···O(5)v3.321 (3)H(2)···H(10)x3.488
O(2)···O(6)iii3.108 (3)H(3)···Mo(2)i3.438
O(2)···O(6)v3.217 (3)H(3)···O(2)i2.404
O(2)···N(2)iii3.165 (3)H(3)···O(6)v3.556
O(2)···C(7)v3.113 (3)H(4)···O(2)i3.115
O(4)···N(1)vi2.984 (3)H(4)···O(6)v2.077
O(4)···C(1)iii3.304 (3)H(4)···C(7)v3.044
O(4)···C(1)vi3.292 (3)H(4)···C(8)v3.536
O(4)···C(2)vi3.492 (3)H(4)···H(13)viii3.006
O(5)···O(1)vii3.570 (3)H(4)···H(15)v3.319
O(5)···O(2)viii3.321 (3)H(4)···H(16)v3.139
O(5)···C(8)ix3.334 (4)H(5)···S(4)ii3.277
O(6)···O(2)i3.108 (3)H(5)···O(4)i3.397
O(6)···O(2)viii3.217 (3)H(5)···C(3)i3.545
O(6)···N(2)viii2.903 (3)H(5)···C(4)xiii3.112
O(6)···C(6)viii3.377 (3)H(5)···H(8)xiii2.396
N(1)···S(3)iii3.218 (2)H(5)···H(10)xiii2.982
N(1)···O(4)x2.984 (3)H(5)···H(12)ii3.512
N(2)···O(2)i3.165 (3)H(6)···O(4)i2.563
N(2)···O(6)v2.903 (3)H(6)···O(4)x2.647
C(1)···O(4)i3.304 (3)H(6)···N(1)x3.421
C(1)···O(4)x3.292 (3)H(6)···C(3)i3.223
C(2)···O(4)x3.492 (3)H(6)···C(3)x3.481
C(5)···S(3)xi3.423 (2)H(6)···H(1)i3.100
C(6)···O(6)v3.377 (3)H(6)···H(1)x3.352
C(7)···O(2)viii3.113 (3)H(6)···H(2)x2.727
C(8)···O(1)vii3.278 (3)H(7)···S(3)iii3.337
C(8)···O(5)xii3.334 (4)H(7)···S(4)ii3.049
C(8)···C(8)ix3.419 (5)H(8)···S(4)vi3.533
C(8)···C(8)xii3.419 (5)H(8)···C(1)xiv3.376
Mo(1)···H(11)ii3.286H(8)···H(5)xiv2.396
Mo(2)···H(3)iii3.438H(8)···H(10)xiii3.261
S(1)···H(9)vi3.286H(9)···S(1)vi3.324
S(1)···H(9)x3.324H(9)···S(1)x3.286
S(1)···H(10)x3.221H(9)···H(1)x3.552
S(2)···H(11)ii3.517H(9)···H(2)vi3.320
S(2)···H(14)ii3.273H(10)···S(1)vi3.221
S(2)···H(16)v2.945H(10)···S(4)vi3.543
S(3)···H(1)i2.410H(10)···O(3)xiv2.985
S(3)···H(7)i3.337H(10)···H(2)vi3.488
S(3)···H(11)ii2.977H(10)···H(5)xiv2.982
S(3)···H(12)ii3.125H(10)···H(8)xiv3.261
S(4)···H(5)xi3.277H(11)···Mo(1)xi3.286
S(4)···H(7)xi3.049H(11)···S(2)xi3.517
S(4)···H(8)x3.533H(11)···S(3)xi2.977
S(4)···H(10)x3.543H(11)···O(1)xi2.753
O(1)···H(11)ii2.753H(11)···H(15)iii3.222
O(1)···H(12)iv3.504H(12)···S(3)xi3.125
O(1)···H(14)iv3.039H(12)···O(1)vii3.504
O(1)···H(15)iv2.864H(12)···H(5)xi3.512
O(2)···H(3)iii2.404H(13)···O(2)viii3.426
O(2)···H(4)iii3.115H(13)···O(6)iii2.693
O(2)···H(13)v3.426H(13)···O(6)v3.056
O(2)···H(14)iv3.280H(13)···H(4)v3.006
O(2)···H(16)v3.158H(13)···H(15)iii2.932
O(3)···H(10)xiii2.985H(14)···S(2)xi3.273
O(4)···H(1)vi3.566H(14)···O(1)vii3.039
O(4)···H(2)vi2.114H(14)···O(2)vii3.280
O(4)···H(5)iii3.397H(14)···O(5)xii2.974
O(4)···H(6)iii2.563H(14)···C(8)ix3.105
O(4)···H(6)vi2.647H(14)···C(8)xii3.294
O(5)···H(14)ix2.974H(14)···H(14)ix3.267
O(5)···H(15)ix3.480H(14)···H(14)xii3.267
O(5)···H(16)ix3.020H(14)···H(15)ix2.751
O(6)···H(3)viii3.556H(14)···H(16)ix2.802
O(6)···H(4)viii2.077H(14)···H(16)xii3.057
O(6)···H(13)i2.693H(15)···O(1)vii2.864
O(6)···H(13)viii3.056H(15)···O(5)xii3.480
N(1)···H(6)vi3.421H(15)···C(8)xii3.146
C(1)···H(1)i3.317H(15)···H(4)viii3.319
C(1)···H(8)xiii3.376H(15)···H(11)i3.222
C(3)···H(2)vi3.295H(15)···H(13)i2.932
C(3)···H(5)iii3.545H(15)···H(14)xii2.751
C(3)···H(6)iii3.223H(15)···H(16)xii2.881
C(3)···H(6)vi3.481H(16)···S(2)viii2.945
C(4)···H(5)xiv3.112H(16)···O(2)viii3.158
C(7)···H(4)viii3.044H(16)···O(5)xii3.020
C(8)···H(4)viii3.536H(16)···C(8)ix3.289
C(8)···H(14)ix3.294H(16)···C(8)xii3.245
C(8)···H(14)xii3.105H(16)···H(4)viii3.139
C(8)···H(15)ix3.146H(16)···H(14)ix3.057
C(8)···H(16)ix3.245H(16)···H(14)xii2.802
C(8)···H(16)xii3.289H(16)···H(15)ix2.881
H(1)···S(3)iii2.410H(16)···H(16)ix3.402
H(1)···O(4)x3.566H(16)···H(16)xii3.402
Mo(2)—Mo(1)—S(1)53.049 (18)S(4)—C(5)—C(6)111.2 (2)
Mo(2)—Mo(1)—S(2)52.068 (17)N(2)—C(6)—C(5)108.9 (2)
Mo(2)—Mo(1)—S(3)126.612 (19)N(2)—C(6)—C(7)111.5 (2)
Mo(2)—Mo(1)—O(1)106.05 (6)C(5)—C(6)—C(7)108.6 (2)
Mo(2)—Mo(1)—N(1)133.81 (5)O(5)—C(7)—O(6)124.7 (2)
S(1)—Mo(1)—S(2)101.77 (2)O(5)—C(7)—C(6)110.6 (2)
S(1)—Mo(1)—S(3)133.33 (2)O(6)—C(7)—C(6)124.6 (2)
S(1)—Mo(1)—O(1)111.82 (7)Mo(1)—N(1)—H(1)109.1
S(1)—Mo(1)—N(1)81.45 (6)Mo(1)—N(1)—H(2)109.1
S(2)—Mo(1)—S(3)81.17 (2)C(2)—N(1)—H(1)109.1
S(2)—Mo(1)—O(1)106.77 (7)C(2)—N(1)—H(2)109.2
S(2)—Mo(1)—N(1)152.22 (6)H(1)—N(1)—H(2)107.9
S(3)—Mo(1)—O(1)111.63 (7)Mo(2)—N(2)—H(3)108.8
S(3)—Mo(1)—N(1)77.05 (6)Mo(2)—N(2)—H(4)108.8
O(1)—Mo(1)—N(1)97.23 (9)C(6)—N(2)—H(3)108.8
Mo(1)—Mo(2)—S(1)52.177 (17)C(6)—N(2)—H(4)108.8
Mo(1)—Mo(2)—S(2)53.005 (18)H(3)—N(2)—H(4)107.7
Mo(1)—Mo(2)—S(4)123.814 (18)S(3)—C(1)—H(5)109.6
Mo(1)—Mo(2)—O(2)105.19 (7)S(3)—C(1)—H(6)109.6
Mo(1)—Mo(2)—N(2)135.42 (6)C(2)—C(1)—H(5)109.6
S(1)—Mo(2)—S(2)101.83 (2)C(2)—C(1)—H(6)109.6
S(1)—Mo(2)—S(4)79.91 (2)H(5)—C(1)—H(6)108.1
S(1)—Mo(2)—O(2)105.39 (7)N(1)—C(2)—H(7)108.7
S(1)—Mo(2)—N(2)155.64 (6)C(1)—C(2)—H(7)108.7
S(2)—Mo(2)—S(4)129.80 (3)C(3)—C(2)—H(7)108.7
S(2)—Mo(2)—O(2)112.22 (7)O(3)—C(4)—H(8)109.4
S(2)—Mo(2)—N(2)82.64 (6)O(3)—C(4)—H(9)109.4
S(4)—Mo(2)—O(2)115.52 (7)O(3)—C(4)—H(10)109.4
S(4)—Mo(2)—N(2)79.03 (6)H(8)—C(4)—H(9)109.5
O(2)—Mo(2)—N(2)94.67 (9)H(8)—C(4)—H(10)109.5
Mo(1)—S(1)—Mo(2)74.77 (2)H(9)—C(4)—H(10)109.6
Mo(1)—S(2)—Mo(2)74.93 (2)S(4)—C(5)—H(11)109.4
Mo(1)—S(3)—C(1)104.40 (10)S(4)—C(5)—H(12)109.4
Mo(2)—S(4)—C(5)103.96 (9)C(6)—C(5)—H(11)109.4
C(3)—O(3)—C(4)116.4 (2)C(6)—C(5)—H(12)109.4
C(7)—O(5)—C(8)116.6 (2)H(11)—C(5)—H(12)108.0
Mo(1)—N(1)—C(2)112.43 (15)N(2)—C(6)—H(13)109.3
Mo(2)—N(2)—C(6)113.75 (18)C(5)—C(6)—H(13)109.2
S(3)—C(1)—C(2)110.37 (18)C(7)—C(6)—H(13)109.3
N(1)—C(2)—C(1)108.5 (2)O(5)—C(8)—H(14)109.4
N(1)—C(2)—C(3)111.0 (2)O(5)—C(8)—H(15)109.5
C(1)—C(2)—C(3)111.0 (2)O(5)—C(8)—H(16)109.5
O(3)—C(3)—O(4)124.2 (2)H(14)—C(8)—H(15)109.5
O(3)—C(3)—C(2)111.6 (2)H(14)—C(8)—H(16)109.4
O(4)—C(3)—C(2)124.2 (2)H(15)—C(8)—H(16)109.5

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

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
N(1)—H(2)···O(4)x0.922.112.984 (3)157
N(2)—H(3)···O(2)i0.922.403.165 (3)140
N(2)—H(4)···O(6)v0.922.082.903 (3)149

Symmetry codes: (x) −x+1, y+1/2, −z; (i) x, y+1, z; (v) −x+2, y−1/2, −z+1.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: WM2325).

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