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The reaction of 3,4,5,6-tetrahydropyrimidine-2-thione (H4py­mtH) with mercury(II) iodide in methanol in a 1:1 molar ratio resulted in the formation of single crystals of the title compound, [Hg(C4H8N2S)I2]. The Hg atom is coordinated by one S atom from H4pymtH at 2.456 (2) Å and by two I atoms at distances of 2.6872 (7) and 2.7044 (6) Å, and has a characteristic deformed trigonal coordination geometry. The molecule has crystallographic m symmetry but the Hg atom is disordered above and below the mirror plane.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270101001822/na1502sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108270101001822/na1502Isup2.hkl
Contains datablock I

CCDC references: 142803; 163905

Computing details top

Program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON98 (Spek, 1990); software used to prepare material for publication: SHELXL97.

diiodo-3,4,5,6-tetrahydropyrimidinium-2-thiolato mercury(II) top
Crystal data top
[Hg(C4H8N2S)I2]Z = 4
Mr = 570.57F(000) = 992
Orthorhombic, PnmaDx = 3.492 Mg m3
Hall symbol: -P 2ac 2nMo Kα radiation, λ = 0.71073 Å
a = 12.826 (2) ŵ = 20.01 mm1
b = 7.392 (1) ÅT = 200 K
c = 11.447 (2) ÅPrism, yellow
V = 1085.3 (4) Å30.2 × 0.1 × 0.1 mm
Data collection top
Nonius Kappa CCD
diffractometer
1428 independent reflections
Radiation source: fine-focus sealed tube1286 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.062
ω scansθmax = 28.3°, θmin = 3.2°
Absorption correction: semiempirical (using intensity measurements)
(XEMP; Sheldrick, 1988)
h = 1517
Tmin = 0.059, Tmax = 0.135k = 98
10676 measured reflectionsl = 1513
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.025H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.057 w = 1/[σ2(Fo2) + (0.0169P)2 + 1.6028P]
where P = (Fo2 + 2Fc2)/3
S = 1.12(Δ/σ)max < 0.001
1428 reflectionsΔρmax = 0.66 e Å3
59 parametersΔρmin = 0.84 e Å3
0 restraintsExtinction correction: SHELXL97 (Sheldrick, 1997), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.00466 (19)
Special details top

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. Diffraction data were collected on a Nonius Kappa CCD diffractometer (capillary optics) at 200 K. 188 frames were collected at the crystal-detector distance of 35 mm, 20 s/°, 1 set of φ scans, 4 sets of ω scans, 2° per frame. Program DENZO-SMN was used for data reduction (Otwinowski and Minor, 1997).

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Hg0.09785 (2)0.2235 (4)0.06137 (3)0.0556 (5)0.50
I10.13565 (4)0.25000.29164 (4)0.04968 (15)
I20.09545 (3)0.25000.03145 (4)0.04647 (14)
S0.25088 (12)0.25000.06643 (14)0.0439 (3)
C10.1848 (4)0.25000.1991 (5)0.0348 (11)
N0.1606 (3)0.0979 (5)0.2489 (3)0.0542 (10)
H0.17690.00100.21370.065*
C20.1068 (4)0.0850 (9)0.3627 (5)0.0671 (15)
H2A0.06340.02230.36490.080*
H2B0.15750.07690.42540.080*
C30.0415 (5)0.25000.3776 (6)0.070 (2)
H3A0.01020.25000.45470.084*
H3B0.01420.25000.32020.084*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Hg0.04130 (18)0.0915 (15)0.03403 (17)0.0034 (3)0.00217 (10)0.0013 (2)
I10.0572 (3)0.0607 (3)0.0311 (2)0.0000.00020 (17)0.000
I20.0346 (2)0.0473 (2)0.0575 (3)0.0000.00502 (16)0.000
S0.0327 (7)0.0602 (9)0.0387 (7)0.0000.0036 (6)0.000
C10.028 (2)0.039 (3)0.037 (3)0.0000.006 (2)0.000
N0.073 (3)0.0420 (19)0.048 (2)0.0043 (19)0.011 (2)0.0030 (17)
C20.075 (4)0.077 (4)0.049 (3)0.026 (3)0.006 (3)0.011 (3)
C30.033 (3)0.140 (8)0.036 (3)0.0000.000 (3)0.000
Geometric parameters (Å, º) top
Hg—Hgi0.391 (5)S—Hgi2.456 (2)
Hg—S2.456 (2)C1—N1.298 (5)
Hg—I12.6872 (7)C1—Ni1.298 (5)
Hg—I22.7044 (6)N—C21.477 (7)
I1—Hgi2.6872 (7)C2—C31.490 (7)
I2—Hgi2.7044 (6)C3—C2i1.490 (7)
S—C11.740 (6)
Hgi—Hg—S85.43 (6)C1—S—Hg97.5 (2)
Hgi—Hg—I185.82 (6)Hgi—S—Hg9.14 (12)
S—Hg—I1115.74 (4)N—C1—Ni120.1 (6)
Hgi—Hg—I285.85 (6)N—C1—S120.0 (3)
S—Hg—I2119.53 (4)Ni—C1—S120.0 (3)
I1—Hg—I2123.06 (2)C1—N—C2123.6 (4)
Hg—I1—Hgi8.35 (11)N—C2—C3108.1 (5)
Hg—I2—Hgi8.30 (11)C2i—C3—C2109.9 (6)
C1—S—Hgi97.50 (18)
Symmetry code: (i) x, y+1/2, z.
 

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