Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807027456/ci2387sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807027456/ci2387Isup2.hkl |
CCDC reference: 622694
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.012 Å
- Disorder in main residue
- R factor = 0.039
- wR factor = 0.100
- Data-to-parameter ratio = 20.1
checkCIF/PLATON results
No syntax errors found
Alert level A ABSTM02_ALERT_3_A Crystal and compound unsuitable for non-numerical corrections. Product of mu and tmid > 3.0 Value of mu given = 15.022 tmid = 0.300
Author Response: Answer as given above. The crystal structure is one of a series of related tetrahalogenomercurates. |
PLAT061_ALERT_3_A Tmax/Tmin Range Test RR' too Large ............. 0.13
Author Response: The transmission range was given by SADABS, which was run by assuming the presence of heavy atoms. If the it was run by assuming no heavy atoms, then the range would be much smaller. |
PLAT065_ALERT_3_A Crystal Requires Numerical Correction mu*tmid .. 4.51
Author Response: The crystals do not have well-formed faces for a numerical correction. The value is somewhat larger than the cutoff of 3.0, but as the structure seems to have refined smoothly, the correction is alright. |
Alert level C PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ? PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............ 0.25 Ratio PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.18 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C2 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for N1 PLAT301_ALERT_3_C Main Residue Disorder ......................... 17.00 Perc. PLAT342_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang ... 12
Alert level G PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 96
3 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 8 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 3 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 6 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
For related tetrahalogenomercurates, see the preceding paper by Wang et al. (2007).
The salt was synthesized from the reaction of propane-1,3-dipyridinium dibromide (0.036 g, 0.1 mmol) in methanol (5 ml) and mercuric iodide (0.091 g, 0.2 mmol) in DMF (10 ml). The mixture was set aside for the formation of colorless crystals in 30% yield after several days.
The four halogens lie in general positions. Initial attempts to refine the structure with either four bromines or four iodines gave unacceptably high R-indices and large peaks/deep holes. The four halogen atoms were then refined as four (Br+I) mixtures; one attempt allowed the mixtures to have the same displacement parameters as well as sharing the same site. A second attempt had the components having the same displacement parameters only. The second led to a formulation consisting of approximately of 2.25 Br and 1.75 I atoms. The use of a restraint that fixed the number of Br and I atoms as exactly 2.25 Br and 1.75 I led to occupancies of 0.772 (3), 0.667 (6), 0.654 (6) and 0.157 (7), respectively, for Br1, Br2, Br3 and Br4, and 0.228 (3), 0.333 (6), 0.346 (6) and 0.843 (7), respectively, for I1, I2, I3 and I4.
The anion is [HgBr2.25I1.75]2-, but because it has nearly two bromine and two iodine atoms, it is regarded as [HgBr2I2] for the purpose of naming the compound. The formulation is in fair agreement with CH&N elemental analysis. The refinement for a [C13H16N2] [HgBr2.5I1.5] formulation is not significantly distinguishable in the R index, however.
Disorder also affected the cation; the pyridyl ring was refined as a rigid hexagon (C—C = C—N = 1.39 Å). The C(sp3)—C(sp3) distance was restrained to 1.50 (1) Å, and the N···C(sp3) distance to 2.45 (1) Å. The displacement parameters of atoms of the cation were restrained to be nearly isotropic. C-bound H atoms were positioned geometrically (C–H = 0.93 and 0.97 Å), and were included in the refinement in the riding model approximation, with Uiso(H) = 1.2Ueq(C).
The final difference Fourier map had a large peak at 0.93 Å from Hg1, but was otherwise featureless.
The preceding study reports the structure of a tetrahedral dibromidodichloridomercurate(II), which has been isolated as the 1,2-ethanedipyridinium salt (Wang et al., 2007). Replacing the cation by 1,3-propanedipyridinium furnishes a similar tetrahalomercurate. The anion of the salt is composed 2.25 bromines and 1.75 iodines; the metal atom shows tetrahedral coordination (Fig. 1). Selected bond distances are given in Table 1.
For related tetrahalogenomercurates, see the preceding paper by Wang et al. (2007).
Data collection: SMART (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; 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).
(C13H16N2)[HgBr2I2] | F(000) = 1438 |
Mr = 802.74 | Dx = 2.690 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 3755 reflections |
a = 8.297 (2) Å | θ = 2.6–23.5° |
b = 15.431 (4) Å | µ = 15.02 mm−1 |
c = 15.563 (4) Å | T = 295 K |
β = 95.984 (5)° | Block, colourless |
V = 1981.8 (9) Å3 | 0.30 × 0.30 × 0.26 mm |
Z = 4 |
Bruker APEX area-detector diffractometer | 3482 independent reflections |
Radiation source: fine-focus sealed tube | 2630 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.046 |
φ and ω scans | θmax = 25.0°, θmin = 1.9° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −9→9 |
Tmin = 0.011, Tmax = 0.111 | k = −18→18 |
14070 measured reflections | l = −18→18 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.039 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.100 | H-atom parameters constrained |
S = 1.01 | w = 1/[σ2(Fo2) + (0.0445P)2 + 4.75P] where P = (Fo2 + 2Fc2)/3 |
3482 reflections | (Δ/σ)max = 0.001 |
173 parameters | Δρmax = 1.19 e Å−3 |
96 restraints | Δρmin = −0.75 e Å−3 |
(C13H16N2)[HgBr2I2] | V = 1981.8 (9) Å3 |
Mr = 802.74 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 8.297 (2) Å | µ = 15.02 mm−1 |
b = 15.431 (4) Å | T = 295 K |
c = 15.563 (4) Å | 0.30 × 0.30 × 0.26 mm |
β = 95.984 (5)° |
Bruker APEX area-detector diffractometer | 3482 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 2630 reflections with I > 2σ(I) |
Tmin = 0.011, Tmax = 0.111 | Rint = 0.046 |
14070 measured reflections |
R[F2 > 2σ(F2)] = 0.039 | 96 restraints |
wR(F2) = 0.100 | H-atom parameters constrained |
S = 1.01 | Δρmax = 1.19 e Å−3 |
3482 reflections | Δρmin = −0.75 e Å−3 |
173 parameters |
Experimental. The crystals do not have well formed faces for a numerical correction. The value is somewhat larger than the cutoff of 3.0, but as the structure seems to have refined smoothly, the correction is alright. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Hg1 | 0.25202 (5) | 0.20536 (2) | 0.28986 (2) | 0.06365 (15) | |
I1 | 0.478 (3) | 0.3426 (13) | 0.2693 (18) | 0.0854 (11) | 0.228 (3) |
I2 | 0.419 (2) | 0.0865 (8) | 0.3686 (12) | 0.0679 (12) | 0.333 (6) |
I3 | 0.134 (3) | 0.1381 (19) | 0.1346 (19) | 0.0669 (17) | 0.346 (6) |
I4 | 0.0046 (2) | 0.27339 (11) | 0.36694 (10) | 0.0720 (5) | 0.843 (7) |
Br1 | 0.4644 (13) | 0.3249 (5) | 0.2738 (7) | 0.0854 (11) | 0.772 (3) |
Br2 | 0.4084 (16) | 0.0665 (5) | 0.3778 (9) | 0.0679 (12) | 0.667 (6) |
Br3 | 0.164 (2) | 0.1474 (15) | 0.1304 (15) | 0.0669 (17) | 0.654 (6) |
Br4 | −0.0355 (19) | 0.2486 (10) | 0.3560 (10) | 0.0720 (5) | 0.157 (7) |
N1 | 0.6071 (6) | 0.1678 (3) | 0.0538 (4) | 0.0562 (18) | |
C1 | 0.6774 (8) | 0.1293 (5) | −0.0139 (4) | 0.089 (3) | |
H1 | 0.6873 | 0.1603 | −0.0643 | 0.106* | |
C2 | 0.7330 (9) | 0.0444 (5) | −0.0062 (6) | 0.118 (5) | |
H2 | 0.7801 | 0.0186 | −0.0515 | 0.142* | |
C3 | 0.7182 (10) | −0.0020 (3) | 0.0691 (8) | 0.116 (5) | |
H3 | 0.7554 | −0.0588 | 0.0742 | 0.139* | |
C4 | 0.6479 (10) | 0.0366 (5) | 0.1368 (6) | 0.106 (4) | |
H4 | 0.6380 | 0.0055 | 0.1872 | 0.127* | |
C5 | 0.5923 (8) | 0.1215 (5) | 0.1292 (3) | 0.075 (3) | |
H5 | 0.5453 | 0.1472 | 0.1744 | 0.090* | |
N2 | 0.9334 (6) | 0.3771 (3) | 0.1315 (4) | 0.0609 (19) | |
C6 | 1.0535 (7) | 0.3751 (4) | 0.0756 (4) | 0.073 (3) | |
H6 | 1.0577 | 0.3295 | 0.0368 | 0.087* | |
C7 | 1.1673 (7) | 0.4414 (5) | 0.0775 (5) | 0.082 (3) | |
H7 | 1.2476 | 0.4401 | 0.0401 | 0.098* | |
C8 | 1.1611 (8) | 0.5096 (4) | 0.1354 (5) | 0.095 (4) | |
H8 | 1.2372 | 0.5539 | 0.1367 | 0.114* | |
C9 | 1.0410 (10) | 0.5116 (4) | 0.1913 (5) | 0.087 (3) | |
H9 | 1.0368 | 0.5572 | 0.2301 | 0.104* | |
C10 | 0.9272 (7) | 0.4453 (4) | 0.1894 (4) | 0.073 (3) | |
H10 | 0.8468 | 0.4466 | 0.2268 | 0.087* | |
C11 | 0.5536 (10) | 0.2563 (6) | 0.0483 (7) | 0.075 (3) | |
H11A | 0.4913 | 0.2684 | 0.0963 | 0.090* | |
H11B | 0.4823 | 0.2639 | −0.0046 | 0.090* | |
C12 | 0.6891 (10) | 0.3202 (5) | 0.0496 (6) | 0.068 (3) | |
H12A | 0.6450 | 0.3785 | 0.0488 | 0.081* | |
H12B | 0.7442 | 0.3128 | −0.0019 | 0.081* | |
C13 | 0.8085 (10) | 0.3095 (6) | 0.1278 (5) | 0.067 (3) | |
H13A | 0.7523 | 0.3125 | 0.1793 | 0.081* | |
H13B | 0.8593 | 0.2530 | 0.1263 | 0.081* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Hg1 | 0.0598 (2) | 0.0770 (3) | 0.0551 (2) | 0.00921 (18) | 0.01045 (17) | −0.01326 (18) |
I1 | 0.084 (2) | 0.079 (3) | 0.0980 (15) | −0.025 (2) | 0.0357 (12) | −0.027 (3) |
I2 | 0.0654 (16) | 0.055 (4) | 0.080 (3) | 0.006 (3) | −0.0092 (15) | 0.007 (3) |
I3 | 0.064 (5) | 0.081 (4) | 0.0569 (19) | −0.001 (3) | 0.011 (3) | −0.016 (2) |
I4 | 0.0786 (10) | 0.0844 (10) | 0.0582 (6) | 0.0220 (6) | 0.0310 (6) | 0.0064 (6) |
Br1 | 0.084 (2) | 0.079 (3) | 0.0980 (15) | −0.025 (2) | 0.0357 (12) | −0.027 (3) |
Br2 | 0.0654 (16) | 0.055 (4) | 0.080 (3) | 0.006 (3) | −0.0092 (15) | 0.007 (3) |
Br3 | 0.064 (5) | 0.081 (4) | 0.0569 (19) | −0.001 (3) | 0.011 (3) | −0.016 (2) |
Br4 | 0.0786 (10) | 0.0844 (10) | 0.0582 (6) | 0.0220 (6) | 0.0310 (6) | 0.0064 (6) |
N1 | 0.048 (4) | 0.070 (5) | 0.051 (4) | −0.007 (4) | 0.005 (3) | 0.002 (4) |
C1 | 0.101 (9) | 0.105 (9) | 0.065 (7) | −0.037 (7) | 0.031 (6) | −0.015 (6) |
C2 | 0.119 (11) | 0.089 (9) | 0.152 (14) | −0.017 (8) | 0.041 (10) | −0.057 (9) |
C3 | 0.090 (9) | 0.069 (8) | 0.184 (16) | −0.016 (7) | −0.013 (10) | −0.020 (10) |
C4 | 0.096 (9) | 0.088 (9) | 0.127 (12) | −0.025 (7) | −0.015 (9) | 0.029 (8) |
C5 | 0.073 (7) | 0.094 (8) | 0.060 (7) | −0.007 (6) | 0.011 (5) | 0.013 (6) |
N2 | 0.055 (5) | 0.071 (5) | 0.058 (5) | 0.005 (4) | 0.009 (4) | 0.002 (4) |
C6 | 0.069 (7) | 0.080 (7) | 0.072 (7) | 0.007 (5) | 0.020 (5) | 0.002 (5) |
C7 | 0.069 (7) | 0.098 (8) | 0.082 (8) | −0.004 (6) | 0.023 (6) | 0.019 (6) |
C8 | 0.078 (8) | 0.098 (9) | 0.106 (10) | −0.010 (7) | −0.009 (7) | 0.004 (8) |
C9 | 0.091 (8) | 0.078 (7) | 0.087 (8) | 0.006 (6) | −0.009 (7) | −0.027 (6) |
C10 | 0.068 (7) | 0.095 (8) | 0.057 (6) | 0.022 (6) | 0.008 (5) | −0.004 (5) |
C11 | 0.069 (7) | 0.076 (7) | 0.077 (7) | 0.005 (6) | −0.007 (6) | 0.008 (5) |
C12 | 0.065 (6) | 0.063 (6) | 0.073 (7) | −0.001 (5) | −0.007 (5) | 0.010 (5) |
C13 | 0.061 (6) | 0.083 (7) | 0.060 (6) | 0.001 (5) | 0.016 (5) | 0.007 (5) |
Hg1—I2 | 2.534 (14) | N2—C6 | 1.39 |
Hg1—Br1 | 2.582 (6) | N2—C10 | 1.39 |
Hg1—Br2 | 2.79 (1) | N2—C13 | 1.467 (9) |
Hg1—Br3 | 2.67 (2) | C6—C7 | 1.39 |
Hg1—Br4 | 2.78 (1) | C6—H6 | 0.93 |
Hg1—I4 | 2.6963 (14) | C7—C8 | 1.39 |
Hg1—I3 | 2.72 (3) | C7—H7 | 0.93 |
Hg1—I1 | 2.868 (16) | C8—C9 | 1.39 |
N1—C1 | 1.39 | C8—H8 | 0.93 |
N1—C5 | 1.39 | C9—C10 | 1.39 |
N1—C11 | 1.435 (11) | C9—H9 | 0.93 |
C1—C2 | 1.39 | C10—H10 | 0.93 |
C1—H1 | 0.93 | C11—C12 | 1.494 (7) |
C2—C3 | 1.39 | C11—H11A | 0.97 |
C2—H2 | 0.93 | C11—H11B | 0.97 |
C3—C4 | 1.39 | C12—C13 | 1.495 (8) |
C3—H3 | 0.93 | C12—H12A | 0.97 |
C4—C5 | 1.39 | C12—H12B | 0.97 |
C4—H4 | 0.93 | C13—H13A | 0.97 |
C5—H5 | 0.93 | C13—H13B | 0.97 |
I2—Hg1—Br1 | 102.8 (4) | C5—C4—C3 | 120.0 |
I2—Hg1—Br3 | 106.8 (7) | C5—C4—H4 | 120.0 |
Br1—Hg1—Br3 | 105.8 (4) | C3—C4—H4 | 120.0 |
I2—Hg1—I4 | 118.0 (4) | C4—C5—N1 | 120.0 |
Br1—Hg1—I4 | 108.9 (2) | C4—C5—H5 | 120.0 |
Br3—Hg1—I4 | 113.4 (4) | N1—C5—H5 | 120.0 |
I2—Hg1—I3 | 106.3 (8) | C6—N2—C10 | 120.0 |
Br1—Hg1—I3 | 111.9 (5) | C6—N2—C13 | 120.6 (6) |
Br3—Hg1—I3 | 6.3 (6) | C10—N2—C13 | 119.3 (6) |
I4—Hg1—I3 | 108.9 (5) | C7—C6—N2 | 120.0 |
I2—Hg1—Br4 | 116.2 (5) | C7—C6—H6 | 120.0 |
Br1—Hg1—Br4 | 119.1 (4) | N2—C6—H6 | 120.0 |
Br3—Hg1—Br4 | 105.3 (5) | C6—C7—C8 | 120.0 |
I4—Hg1—Br4 | 10.9 (3) | C6—C7—H7 | 120.0 |
I3—Hg1—Br4 | 100.3 (6) | C8—C7—H7 | 120.0 |
I2—Hg1—Br2 | 5.3 (6) | C9—C8—C7 | 120.0 |
Br1—Hg1—Br2 | 108.0 (4) | C9—C8—H8 | 120.0 |
Br3—Hg1—Br2 | 105.5 (6) | C7—C8—H8 | 120.0 |
I4—Hg1—Br2 | 114.7 (3) | C8—C9—C10 | 120.0 |
I3—Hg1—Br2 | 104.4 (7) | C8—C9—H9 | 120.0 |
Br4—Hg1—Br2 | 112.1 (4) | C10—C9—H9 | 120.0 |
I2—Hg1—I1 | 105.0 (7) | C9—C10—N2 | 120.0 |
Br1—Hg1—I1 | 2.3 (9) | C9—C10—H10 | 120.0 |
Br3—Hg1—I1 | 105.2 (6) | N2—C10—H10 | 120.0 |
I4—Hg1—I1 | 107.4 (5) | N1—C11—C12 | 113.5 (7) |
I3—Hg1—I1 | 111.2 (7) | N1—C11—H11A | 108.9 |
Br4—Hg1—I1 | 117.4 (6) | C12—C11—H11A | 108.9 |
Br2—Hg1—I1 | 110.3 (6) | N1—C11—H11B | 108.9 |
Br4—I4—Hg1 | 93.3 (16) | C12—C11—H11B | 108.9 |
I4—Br4—Hg1 | 75.8 (16) | H11A—C11—H11B | 107.7 |
C1—N1—C5 | 120.0 | C11—C12—C13 | 111.9 (6) |
C1—N1—C11 | 120.9 (6) | C11—C12—H12A | 109.2 |
C5—N1—C11 | 119.1 (6) | C13—C12—H12A | 109.2 |
C2—C1—N1 | 120.0 | C11—C12—H12B | 109.2 |
C2—C1—H1 | 120.0 | C13—C12—H12B | 109.2 |
N1—C1—H1 | 120.0 | H12A—C12—H12B | 107.9 |
C1—C2—C3 | 120.0 | N2—C13—C12 | 111.1 (6) |
C1—C2—H2 | 120.0 | N2—C13—H13A | 109.4 |
C3—C2—H2 | 120.0 | C12—C13—H13A | 109.4 |
C2—C3—C4 | 120.0 | N2—C13—H13B | 109.4 |
C2—C3—H3 | 120.0 | C12—C13—H13B | 109.4 |
C4—C3—H3 | 120.0 | H13A—C13—H13B | 108.0 |
I2—Hg1—I4—Br4 | −83.3 (19) | I1—Hg1—Br4—I4 | −23 (2) |
Br1—Hg1—I4—Br4 | 160.2 (18) | C11—N1—C1—C2 | 178.0 (6) |
Br3—Hg1—I4—Br4 | 42.6 (19) | C11—N1—C5—C4 | −178.0 (6) |
I3—Hg1—I4—Br4 | 37.9 (19) | C13—N2—C6—C7 | 177.5 (6) |
Br2—Hg1—I4—Br4 | −78.7 (19) | C13—N2—C10—C9 | −177.5 (6) |
I1—Hg1—I4—Br4 | 158.4 (19) | C1—N1—C11—C12 | −68.6 (9) |
I2—Hg1—Br4—I4 | 102.2 (18) | C5—N1—C11—C12 | 109.4 (8) |
Br1—Hg1—Br4—I4 | −22 (2) | N1—C11—C12—C13 | −55.9 (12) |
Br3—Hg1—Br4—I4 | −139.9 (18) | C6—N2—C13—C12 | −73.2 (9) |
I3—Hg1—Br4—I4 | −143.8 (19) | C10—N2—C13—C12 | 104.3 (8) |
Br2—Hg1—Br4—I4 | 105.9 (18) | C11—C12—C13—N2 | −175.5 (8) |
Experimental details
Crystal data | |
Chemical formula | (C13H16N2)[HgBr2I2] |
Mr | 802.74 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 295 |
a, b, c (Å) | 8.297 (2), 15.431 (4), 15.563 (4) |
β (°) | 95.984 (5) |
V (Å3) | 1981.8 (9) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 15.02 |
Crystal size (mm) | 0.30 × 0.30 × 0.26 |
Data collection | |
Diffractometer | Bruker APEX area-detector |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.011, 0.111 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 14070, 3482, 2630 |
Rint | 0.046 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.039, 0.100, 1.01 |
No. of reflections | 3482 |
No. of parameters | 173 |
No. of restraints | 96 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.19, −0.75 |
Computer programs: SMART (Bruker, 2004), SAINT (Bruker, 2004), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), X-SEED (Barbour, 2001), publCIF (Westrip, 2007).
Hg1—I2 | 2.534 (14) | Hg1—Br4 | 2.78 (1) |
Hg1—Br1 | 2.582 (6) | Hg1—I4 | 2.6963 (14) |
Hg1—Br2 | 2.79 (1) | Hg1—I3 | 2.72 (3) |
Hg1—Br3 | 2.67 (2) | Hg1—I1 | 2.868 (16) |
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The preceding study reports the structure of a tetrahedral dibromidodichloridomercurate(II), which has been isolated as the 1,2-ethanedipyridinium salt (Wang et al., 2007). Replacing the cation by 1,3-propanedipyridinium furnishes a similar tetrahalomercurate. The anion of the salt is composed 2.25 bromines and 1.75 iodines; the metal atom shows tetrahedral coordination (Fig. 1). Selected bond distances are given in Table 1.