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Acta Cryst. (2007). E63, m1895    [ doi:10.1107/S160053680702747X ]

1,1'-(Butane-1,4-diyl)dipyridinium dibromidodiiodidomercurate(II)

H.-D. Jia, Z.-J. Li, Y.-Y. Niu, X.-C. Liu and S. W. Ng

Abstract top

The Hg atom in the title compound, (C14H18N2)[HgBr2I2], is coordinated by four halogen atoms in a tetrahedral geometry. The four halogen atoms are disordered between I and Br, with the I:Br ratios being 0.824 (2):0.176 (2), 0.614 (2):0.386 (2), 0.325 (2):0.675 (2) and 0.237 (2):0.763 (2). The cation is disordered over two orientations and each was refined with an occupancy of 0.50.

Comment top

The preceding study reports the structure of 1,2-butanedipyridinium bromotrichloromercurate(II) (Niu et al., 2007). Replacing the mercuric dichloride reactant by mercuric diiodide furnishes a similar tetrahalogenomercurate. The anion of the salt is composed two bromines and two chlorines that are disordered (Fig. 1); the metal atom shows tetrahedral coordination. Selected bond distances are given in Table 1.

Related literature top

For the related butanedipyridinium bromidotrichloridomercurate, see: Niu et al. (2007).

Experimental top

The salt was synthesized from the reaction of butane-1,4-dipyridinium dibromide (0.026 g, 0.1 mmol) in methanol (5 ml) and mercuric diiodide (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.

Refinement top

The four halogen atoms lie in general positions. Initial attempts to refine the structure with either four iodines or four bromines gave unacceptably high R-indices and large peaks/deep holes. The four halogen atoms were then refined as four (I+Br) mixtures; one attempt had the mixtures to have the same displacement parameters as well as sharing the same sites. A second attempt allowed the components having the same displacement parameters only. The second led to a formulation consisting of approximately two I and two Br atoms. The use of a restraint that fixed the number of I and Br atoms as exactly two I and two Br led to occupancies of 0.824 (2), 0.614 (2), 0.325 (2) and 0.237 (2), respectively, for I1, I2, I3 and I4, and 0.176 (2), 0.386 (2), 0.675 (2) and 0.763 (2), respectively, for Br1, Br2, Br3 and Br4.

The formulation is in fair agreement with CH&N elemental analysis, and furthermore, there were neither large peaks nor deep holes in the difference Fourier map; the final difference Fourier map had a large peak at 0.77 Å from Hg1. Other formulations led to somewhat larger peaks/deep holes.

The cation is disordered over two orientations and each was refined with an occupancy of 0.50. The pyridyl rings were refined as rigid hexagons (C—C = C—N = 1.39 Å). The C(sp3)—C(sp3) and N—C(sp3) distances were restrained to 1.50 (1) Å, and the 1,3-related distances to 2.45 (1) Å; additionally, the alphatic carbon atom bonded to the nitrogen atom was retrained to lie on the plane of the ring. The displacement parameters of the primed atoms were set to those of the unprimed ones and they were restrained to be nearly isotropic. C-bound H atoms were generated geometrically (C–H 0.93 and 0.97 Å), and were included in the refinement in the riding-model approximation, with U(H) set to 1.2Ueq(C).

Computing details top

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).

Figures top
[Figure 1] Fig. 1. The molecular structure of [C14H18N2][HgBr2I2]. Displacement ellipsoids are drawn at the 50% probability level. The bromine and iodine atoms are disordered; the figure depicts the anion as an [HgX4]2− species. Hydrogen atoms are drawn as spheres of arbitrary radius. Only one of the components of the disordered cation is shown.
1,1'-(Butane-1,4-diyl)dipyridinium dibromidodiiodidomercurate(II) top
Crystal data top
(C14H18N2)[HgBr2I2]F000 = 2976
Mr = 828.51Dx = 2.598 Mg m−3
Orthorhombic, PbcaMo Kα radiation
λ = 0.71073 Å
Hall symbol: -P 2ac 2abCell parameters from 5589 reflections
a = 16.0181 (8) Åθ = 2.4–22.3º
b = 15.3290 (7) ŵ = 13.95 mm−1
c = 17.2550 (8) ÅT = 295 (2) K
V = 4236.8 (3) Å3Block, colourless
Z = 80.20 × 0.20 × 0.20 mm
Data collection top
Bruker APEX area-detector
diffractometer		3722 independent reflections
Radiation source: fine-focus sealed tube2713 reflections with I > 2σ(I)
Monochromator: graphiteRint = 0.054
T = 298(2) Kθmax = 25.0º
φ and ω scansθmin = 2.2º
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −19→19
Tmin = 0.059, Tmax = 0.165k = −18→18
31877 measured reflectionsl = −20→20
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)] = 0.035H-atom parameters constrained
wR(F2) = 0.091  w = 1/[σ2(Fo2) + (0.0448P)2 + 2.7056P]
where P = (Fo2 + 2Fc2)/3
S = 1.01(Δ/σ)max = 0.001
3722 reflectionsΔρmax = 1.03 e Å−3
198 parametersΔρmin = −0.51 e Å−3
226 restraintsExtinction correction: none
Primary atom site location: structure-invariant direct methods
Crystal data top
(C14H18N2)[HgBr2I2]V = 4236.8 (3) Å3
Mr = 828.51Z = 8
Orthorhombic, PbcaMo Kα
a = 16.0181 (8) ŵ = 13.95 mm−1
b = 15.3290 (7) ÅT = 295 (2) K
c = 17.2550 (8) Å0.20 × 0.20 × 0.20 mm
Data collection top
Bruker APEX area-detector
diffractometer		3722 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		2713 reflections with I > 2σ(I)
Tmin = 0.059, Tmax = 0.165Rint = 0.054
31877 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.035226 restraints
wR(F2) = 0.091H-atom parameters constrained
S = 1.01Δρmax = 1.03 e Å−3
3722 reflectionsΔρmin = −0.51 e Å−3
198 parameters
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Hg10.59858 (2)0.751573 (19)0.866623 (17)0.05914 (13)
I10.68911 (13)0.67185 (13)0.75380 (15)0.0712 (4)0.824 (2)
I20.5676 (4)0.9215 (4)0.8189 (3)0.0717 (8)0.614 (2)
I30.677 (4)0.744 (4)1.007 (3)0.0732 (18)0.325 (2)
I40.4457 (13)0.6720 (11)0.8836 (11)0.0691 (8)0.237 (2)
Br10.6735 (11)0.6560 (12)0.7524 (12)0.0712 (4)0.176 (2)
Br20.5830 (10)0.9228 (10)0.8330 (7)0.0717 (8)0.386 (2)
Br30.674 (3)0.743 (3)1.000 (2)0.0732 (18)0.675 (2)
Br40.4489 (6)0.6863 (4)0.8958 (5)0.0691 (8)0.763 (2)
N10.6643 (7)0.4418 (11)0.5603 (7)0.0511 (19)0.50
C10.7070 (9)0.5169 (11)0.5387 (7)0.062 (3)0.50
H10.68790.55040.49740.074*0.50
C20.7784 (8)0.5420 (10)0.5788 (10)0.065 (4)0.50
H20.80700.59220.56430.078*0.50
C30.8070 (8)0.4919 (12)0.6405 (9)0.065 (3)0.50
H30.85470.50870.66730.078*0.50
C40.7643 (12)0.4168 (12)0.6621 (9)0.071 (3)0.50
H40.78350.38330.70340.085*0.50
C50.6930 (11)0.3918 (10)0.6220 (9)0.065 (3)0.50
H50.66440.34150.63640.077*0.50
N20.5665 (12)0.1988 (7)0.3523 (6)0.064 (3)0.50
C60.6475 (11)0.1667 (10)0.3470 (13)0.082 (4)0.50
H60.69070.20330.33170.098*0.50
C70.6638 (9)0.0798 (11)0.3645 (15)0.105 (4)0.50
H70.71790.05830.36090.126*0.50
C80.5991 (11)0.0251 (7)0.3874 (11)0.088 (4)0.50
H80.6100−0.03300.39910.105*0.50
C90.5182 (10)0.0572 (9)0.3927 (11)0.084 (4)0.50
H90.47490.02050.40800.101*0.50
C100.5019 (9)0.1440 (10)0.3752 (10)0.075 (3)0.50
H100.44770.16550.37880.090*0.50
C110.5890 (10)0.4165 (18)0.5171 (11)0.059 (3)0.50
H11A0.55990.46870.50050.071*0.50
H11B0.55210.38440.55140.071*0.50
C120.6080 (10)0.361 (2)0.4477 (13)0.055 (3)0.50
H12A0.63480.30760.46380.066*0.50
H12B0.64560.39230.41330.066*0.50
C130.5274 (9)0.3414 (10)0.4065 (8)0.063 (4)0.50
H13A0.49090.30940.44120.076*0.50
H13B0.49990.39570.39310.076*0.50
C140.5405 (11)0.2897 (8)0.3354 (7)0.063 (4)0.50
H14A0.58290.31760.30390.075*0.50
H14B0.48910.28870.30570.075*0.50
N1'0.6530 (7)0.4378 (11)0.5467 (7)0.0511 (19)0.50
C1'0.6846 (9)0.5220 (10)0.5408 (8)0.062 (3)0.50
H1'0.66260.56050.50450.074*0.50
C2'0.7490 (8)0.5488 (9)0.5893 (10)0.065 (4)0.50
H2'0.77010.60510.58540.078*0.50
C3'0.7818 (8)0.4913 (12)0.6437 (9)0.065 (3)0.50
H3'0.82490.50920.67610.078*0.50
C4'0.7502 (12)0.4071 (11)0.6495 (9)0.071 (3)0.50
H4'0.77220.36860.68590.085*0.50
C5'0.6859 (11)0.3803 (9)0.6010 (9)0.065 (3)0.50
H5'0.66470.32400.60490.077*0.50
N2'0.5766 (12)0.1750 (6)0.3511 (6)0.064 (3)0.50
C6'0.6585 (11)0.1463 (10)0.3439 (12)0.082 (4)0.50
H6'0.69840.18210.32120.098*0.50
C7'0.6807 (9)0.0640 (11)0.3706 (15)0.105 (4)0.50
H7'0.73550.04470.36580.126*0.50
C8'0.6210 (11)0.0104 (8)0.4046 (11)0.088 (4)0.50
H8'0.6359−0.04470.42250.105*0.50
C9'0.5391 (10)0.0391 (9)0.4118 (10)0.084 (4)0.50
H9'0.49920.00330.43450.101*0.50
C10'0.5169 (9)0.1215 (10)0.3851 (10)0.075 (3)0.50
H10'0.46200.14070.38990.090*0.50
C11'0.5849 (10)0.4077 (18)0.4962 (11)0.059 (3)0.50
H11C0.55800.45800.47300.071*0.50
H11D0.54370.37760.52750.071*0.50
C12'0.6136 (11)0.3480 (19)0.4332 (13)0.055 (3)0.50
H12C0.63600.29480.45530.066*0.50
H12D0.65720.37590.40310.066*0.50
C13'0.5401 (10)0.3271 (9)0.3818 (9)0.063 (4)0.50
H13C0.49540.30300.41320.076*0.50
H13D0.51980.38040.35820.076*0.50
C14'0.5622 (11)0.2640 (8)0.3201 (7)0.063 (4)0.50
H14C0.61220.28380.29390.075*0.50
H14D0.51740.26200.28230.075*0.50
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Hg10.0614 (2)0.0609 (2)0.0551 (2)0.00344 (15)0.00333 (15)−0.00355 (15)
I10.0754 (10)0.0702 (10)0.0680 (4)−0.0013 (5)0.0145 (7)−0.0171 (6)
I20.104 (2)0.0568 (4)0.0548 (18)0.0035 (12)0.0093 (11)−0.0019 (12)
I30.070 (2)0.0910 (6)0.058 (5)0.0138 (12)−0.011 (3)−0.002 (3)
I40.0619 (9)0.055 (2)0.090 (3)−0.0031 (15)0.0052 (15)−0.0088 (13)
Br10.0754 (10)0.0702 (10)0.0680 (4)−0.0013 (5)0.0145 (7)−0.0171 (6)
Br20.104 (2)0.0568 (4)0.0548 (18)0.0035 (12)0.0093 (11)−0.0019 (12)
Br30.070 (2)0.0910 (6)0.058 (5)0.0138 (12)−0.011 (3)−0.002 (3)
Br40.0619 (9)0.055 (2)0.090 (3)−0.0031 (15)0.0052 (15)−0.0088 (13)
N10.053 (4)0.054 (3)0.047 (4)0.008 (3)0.003 (3)0.001 (3)
C10.059 (6)0.055 (4)0.072 (5)0.007 (5)0.004 (5)0.004 (4)
C20.066 (7)0.066 (5)0.063 (5)−0.005 (5)0.015 (6)−0.007 (4)
C30.059 (6)0.071 (5)0.064 (5)0.003 (5)0.002 (5)−0.013 (4)
C40.080 (6)0.070 (5)0.063 (5)0.004 (5)−0.011 (5)−0.001 (4)
C50.079 (5)0.056 (5)0.059 (7)0.004 (4)0.006 (5)−0.002 (5)
N20.069 (5)0.069 (6)0.054 (4)−0.015 (5)−0.008 (4)−0.004 (4)
C60.078 (6)0.087 (7)0.081 (5)−0.013 (5)0.011 (5)−0.005 (5)
C70.103 (7)0.106 (7)0.106 (6)0.008 (5)0.007 (5)−0.010 (5)
C80.097 (7)0.078 (6)0.088 (7)0.002 (5)−0.016 (6)0.000 (5)
C90.087 (7)0.080 (6)0.086 (7)−0.013 (5)−0.010 (5)0.004 (5)
C100.068 (6)0.074 (6)0.082 (6)−0.005 (5)−0.002 (5)−0.001 (5)
C110.052 (4)0.067 (5)0.058 (7)0.001 (4)0.002 (4)−0.003 (5)
C120.054 (4)0.055 (6)0.055 (6)0.001 (4)0.003 (4)0.001 (4)
C130.064 (5)0.062 (5)0.064 (7)−0.002 (4)−0.001 (5)−0.003 (5)
C140.064 (6)0.065 (6)0.058 (5)0.009 (5)−0.011 (5)0.001 (5)
N1'0.053 (4)0.054 (3)0.047 (4)0.008 (3)0.003 (3)0.001 (3)
C1'0.059 (6)0.055 (4)0.072 (5)0.007 (5)0.004 (5)0.004 (4)
C2'0.066 (7)0.066 (5)0.063 (5)−0.005 (5)0.015 (6)−0.007 (4)
C3'0.059 (6)0.071 (5)0.064 (5)0.003 (5)0.002 (5)−0.013 (4)
C4'0.080 (6)0.070 (5)0.063 (5)0.004 (5)−0.011 (5)−0.001 (4)
C5'0.079 (5)0.056 (5)0.059 (7)0.004 (4)0.006 (5)−0.002 (5)
N2'0.069 (5)0.069 (6)0.054 (4)−0.015 (5)−0.008 (4)−0.004 (4)
C6'0.078 (6)0.087 (7)0.081 (5)−0.013 (5)0.011 (5)−0.005 (5)
C7'0.103 (7)0.106 (7)0.106 (6)0.008 (5)0.007 (5)−0.010 (5)
C8'0.097 (7)0.078 (6)0.088 (7)0.002 (5)−0.016 (6)0.000 (5)
C9'0.087 (7)0.080 (6)0.086 (7)−0.013 (5)−0.010 (5)0.004 (5)
C10'0.068 (6)0.074 (6)0.082 (6)−0.005 (5)−0.002 (5)−0.001 (5)
C11'0.052 (4)0.067 (5)0.058 (7)0.001 (4)0.002 (4)−0.003 (5)
C12'0.054 (4)0.055 (6)0.055 (6)0.001 (4)0.003 (4)0.001 (4)
C13'0.064 (5)0.062 (5)0.064 (7)−0.002 (4)−0.001 (5)−0.003 (5)
C14'0.064 (6)0.065 (6)0.058 (5)0.009 (5)−0.011 (5)0.001 (5)
Geometric parameters (Å, °) top
Hg1—Br12.73 (2)C13—H13A0.97
Hg1—Br22.70 (2)C13—H13B0.97
Hg1—Br32.61 (4)C14—H14A0.97
Hg1—Br42.646 (9)C14—H14B0.97
Hg1—I12.718 (2)N1'—C1'1.39
Hg1—I22.777 (6)N1'—C5'1.39
Hg1—I32.72 (5)N1'—C11'1.470 (8)
Hg1—I42.75 (2)C1'—C2'1.39
N1—C11.39C1'—H1'0.93
N1—C51.39C2'—C3'1.39
N1—C111.470 (8)C2'—H2'0.93
C1—C21.39C3'—C4'1.39
C1—H10.93C3'—H3'0.93
C2—C31.39C4'—C5'1.39
C2—H20.93C4'—H4'0.93
C3—C41.39C5'—H5'0.93
C3—H30.93N2'—C6'1.39
C4—C51.39N2'—C10'1.39
C4—H40.93N2'—C14'1.483 (9)
C5—H50.93C6'—C7'1.39
N2—C61.39C6'—H6'0.93
N2—C101.39C7'—C8'1.39
N2—C141.484 (9)C7'—H7'0.93
C6—C71.39C8'—C9'1.39
C6—H60.93C8'—H8'0.93
C7—C81.39C9'—C10'1.39
C7—H70.93C9'—H9'0.93
C8—C91.39C10'—H10'0.93
C8—H80.93C11'—C12'1.493 (9)
C9—C101.39C11'—H11C0.97
C9—H90.93C11'—H11D0.97
C10—H100.93C12'—C13'1.509 (9)
C11—C121.496 (9)C12'—H12C0.97
C11—H11A0.97C12'—H12D0.97
C11—H11B0.97C13'—C14'1.481 (8)
C12—C131.506 (9)C13'—H13C0.97
C12—H12A0.97C13'—H13D0.97
C12—H12B0.97C14'—H14C0.97
C13—C141.475 (8)C14'—H14D0.97
Br3—Hg1—I30(2)C13—C12—H12B110.0
Br3—Hg1—Br4103.6 (10)H12A—C12—H12B108.3
I3—Hg1—Br4103.4 (13)C14—C13—C12112.4 (8)
Br3—Hg1—I4107.4 (11)C14—C13—H13A109.1
I3—Hg1—I4107.2 (14)C12—C13—H13A109.1
Br4—Hg1—I46.2 (4)C14—C13—H13B109.1
Br3—Hg1—I1111.3 (10)C12—C13—H13B109.1
I3—Hg1—I1111.6 (13)H13A—C13—H13B107.9
Br4—Hg1—I1116.73 (12)C13—C14—N2112.4 (8)
I4—Hg1—I1110.6 (3)C13—C14—H14A109.1
Br3—Hg1—Br1114.1 (11)N2—C14—H14A109.1
I3—Hg1—Br1114.4 (13)C13—C14—H14B109.1
Br4—Hg1—Br1109.4 (3)N2—C14—H14B109.1
I4—Hg1—Br1103.3 (4)H14A—C14—H14B107.9
I1—Hg1—Br17.4 (3)C1'—N1'—C5'120.0
Br3—Hg1—I2112.9 (9)C1'—N1'—C11'121.2 (15)
I3—Hg1—I2112.8 (12)C5'—N1'—C11'118.8 (15)
Br4—Hg1—I2104.5 (2)N1'—C1'—C2'120.0
I4—Hg1—I2106.8 (4)N1'—C1'—H1'120.0
I1—Hg1—I2107.74 (13)C2'—C1'—H1'120.0
Br1—Hg1—I2111.6 (4)C3'—C2'—C1'120.0
Br3—Hg1—Br2106.2 (10)C3'—C2'—H2'120.0
I3—Hg1—Br2106.1 (12)C1'—C2'—H2'120.0
Br4—Hg1—Br2108.9 (4)C4'—C3'—C2'120.0
I4—Hg1—Br2111.8 (5)C4'—C3'—H3'120.0
I1—Hg1—Br2109.4 (3)C2'—C3'—H3'120.0
Br1—Hg1—Br2114.0 (5)C3'—C4'—C5'120.0
I2—Hg1—Br27.1 (3)C3'—C4'—H4'120.0
C1—N1—C5120.0C5'—C4'—H4'120.0
C1—N1—C11119.1 (16)C4'—C5'—N1'120.0
C5—N1—C11120.9 (16)C4'—C5'—H5'120.0
N1—C1—C2120.0N1'—C5'—H5'120.0
N1—C1—H1120.0C6'—N2'—C10'120.0
C2—C1—H1120.0C6'—N2'—C14'114.0 (13)
C3—C2—C1120.0C10'—N2'—C14'126.0 (13)
C3—C2—H2120.0N2'—C6'—C7'120.0
C1—C2—H2120.0N2'—C6'—H6'120.0
C2—C3—C4120.0C7'—C6'—H6'120.0
C2—C3—H3120.0C8'—C7'—C6'120.0
C4—C3—H3120.0C8'—C7'—H7'120.0
C3—C4—C5120.0C6'—C7'—H7'120.0
C3—C4—H4120.0C7'—C8'—C9'120.0
C5—C4—H4120.0C7'—C8'—H8'120.0
C4—C5—N1120.0C9'—C8'—H8'120.0
C4—C5—H5120.0C10'—C9'—C8'120.0
N1—C5—H5120.0C10'—C9'—H9'120.0
C6—N2—C10120.0C8'—C9'—H9'120.0
C6—N2—C14125.6 (14)C9'—C10'—N2'120.0
C10—N2—C14114.4 (14)C9'—C10'—H10'120.0
N2—C6—C7120.0N2'—C10'—H10'120.0
N2—C6—H6120.0N1'—C11'—C12'113.3 (8)
C7—C6—H6120.0N1'—C11'—H11C108.9
C6—C7—C8120.0C12'—C11'—H11C108.9
C6—C7—H7120.0N1'—C11'—H11D108.9
C8—C7—H7120.0C12'—C11'—H11D108.9
C9—C8—C7120.0H11C—C11'—H11D107.7
C9—C8—H8120.0C11'—C12'—C13'108.6 (8)
C7—C8—H8120.0C11'—C12'—H12C110.0
C8—C9—C10120.0C13'—C12'—H12C110.0
C8—C9—H9120.0C11'—C12'—H12D110.0
C10—C9—H9120.0C13'—C12'—H12D110.0
C9—C10—N2120.0H12C—C12'—H12D108.4
C9—C10—H10120.0C14'—C13'—C12'112.0 (8)
N2—C10—H10120.0C14'—C13'—H13C109.2
N1—C11—C12112.8 (7)C12'—C13'—H13C109.2
N1—C11—H11A109.0C14'—C13'—H13D109.2
C12—C11—H11A109.0C12'—C13'—H13D109.2
N1—C11—H11B109.0H13C—C13'—H13D107.9
C12—C11—H11B109.0C13'—C14'—N2'112.3 (8)
H11A—C11—H11B107.8C13'—C14'—H14C109.2
C11—C12—C13108.6 (8)N2'—C14'—H14C109.2
C11—C12—H12A110.0C13'—C14'—H14D109.2
C13—C12—H12A110.0N2'—C14'—H14D109.2
C11—C12—H12B110.0H14C—C14'—H14D107.9
C11—N1—C1—C2180.0 (3)C11'—N1'—C1'—C2'180.0 (3)
C11—N1—C5—C4180.0 (3)C11'—N1'—C5'—C4'−180.0 (3)
C14—N2—C6—C7180.0 (3)C14'—N2'—C6'—C7'180.0 (2)
C14—N2—C10—C9−180.0 (2)C14'—N2'—C10'—C9'−180.0 (3)
C1—N1—C11—C1287 (2)C1'—N1'—C11'—C12'105 (2)
C5—N1—C11—C12−93 (2)C5'—N1'—C11'—C12'−75 (2)
N1—C11—C12—C13−178 (2)N1'—C11'—C12'—C13'−176 (2)
C11—C12—C13—C14178 (2)C11'—C12'—C13'—C14'−177 (2)
C12—C13—C14—N270 (2)C12'—C13'—C14'—N2'71 (2)
C6—N2—C14—C13−102.0 (14)C6'—N2'—C14'—C13'−113.9 (13)
C10—N2—C14—C1378.0 (14)C10'—N2'—C14'—C13'66.0 (13)
Selected geometric parameters (Å) top
Hg1—Br12.73 (2)Hg1—I12.718 (2)
Hg1—Br22.70 (2)Hg1—I22.777 (6)
Hg1—Br32.61 (4)Hg1—I32.72 (5)
Hg1—Br42.646 (9)Hg1—I42.75 (2)
Acknowledgements top

The authors thank the National Natural Science Foundation of China (grant No. 20671083), the Henan Province Excellent Young Foundation (grant No. 0612002800), Zhengzhou University and the University of Malaya for supporting this work. We thank Central China Normal University for the diffraction measurements.

references
References top

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