Di-μ-chlorido-bis-{[2-(benzyl-imino-meth-yl)pyridine-κN,N']chloridomercury(II)} dichloridomercury(II).

The Hg(II) ion in the title centrosymmetric dinuclear complex, [Hg(2)Cl(4)(C(13)H(12)N(2))(2)]·[HgCl(2)], adopts a distorted square-pyramidal geometry, being coordinated by the bis-chelating N-heterocyclic ligand, two bridging Cl atoms and one terminal Cl atom. One of the bridging Hg-Cl bonds [2.8428 (11) Å] is significantly longer than the other [2.5327 (10) Å]. In the crystal, there are weak π-π inter-actions [centroid-centroid distance = 3.630 (3) Å] between the aromatic rings of the discrete units. The HgCl(2) adduct molecule is located on an inversion centre and has an Hg-Cl bond length of 2.2875 (11) Å.

Related literature

For general background to luminescent mercury compounds, see: Elena et al. (2006 ▶); Durantaye et al. (2006 ▶); Fan et al. (2009 ▶); He et al. (2008 ▶). For syntheses and structures of Hg(II) complexes, see: Kim & Kang (2010 ▶); Kim et al. (2010 ▶).

Experimental

Crystal data

[Hg2Cl4(C13H12N2)2]·[HgCl2]

M = 1206.96

Monoclinic,

a = 10.1329 (2) Å

b = 8.1141 (1) Å

c = 19.0591 (2) Å

β = 92.939 (1)°

V = 1564.97 (4) Å3

Z = 2

Mo Kα radiation

μ = 15.22 mm−1

T = 295 K

0.17 × 0.13 × 0.12 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2002 ▶) T min = 0.104, T max = 0.158

16269 measured reflections

3892 independent reflections

3279 reflections with I > 2σ(I)

R int = 0.027

Refinement

R[F 2 > 2σ(F 2)] = 0.025

wR(F 2) = 0.055

S = 1.04

3892 reflections

178 parameters

H-atom parameters constrained

Δρmax = 1.21 e Å−3

Δρmin = −1.18 e Å−3

Data collection: SMART (Bruker, 2002 ▶); cell refinement: SAINT (Bruker, 2002 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810050725/jh2236sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810050725/jh2236Isup2.hkl

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

[Hg2Cl4(C13H12N2)2]·[HgCl2]	F(000) = 1100
Mr = 1206.96	Dx = 2.561 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 5840 reflections
a = 10.1329 (2) Å	θ = 2.2–28.0°
b = 8.1141 (1) Å	µ = 15.22 mm−1
c = 19.0591 (2) Å	T = 295 K
β = 92.939 (1)°	Block, yellow
V = 1564.97 (4) Å3	0.17 × 0.13 × 0.12 mm
Z = 2

Bruker SMART CCD area-detector diffractometer	3279 reflections with I > 2σ(I)
φ and ω scans	Rint = 0.027
Absorption correction: multi-scan (SADABS; Bruker, 2002)	θmax = 28.3°, θmin = 2.1°
Tmin = 0.104, Tmax = 0.158	h = −13→10
16269 measured reflections	k = −10→10
3892 independent reflections	l = −25→25

Refinement on F2	0 restraints
Least-squares matrix: full	H-atom parameters constrained
R[F2 > 2σ(F2)] = 0.025	w = 1/[σ2(Fo2) + (0.025P)2 + 1.1429P] where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.055	(Δ/σ)max < 0.001
S = 1.04	Δρmax = 1.21 e Å−3
3892 reflections	Δρmin = −1.18 e Å−3
178 parameters

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.

	x	y	z	Uiso*/Ueq
Hg1	0.092853 (16)	0.45122 (2)	0.092463 (9)	0.04770 (6)
Cl1	0.02059 (13)	0.19456 (15)	0.14429 (6)	0.0625 (3)
Cl2	−0.09059 (10)	0.64548 (14)	0.05096 (6)	0.0503 (3)
N1	0.3257 (3)	0.4310 (4)	0.08642 (17)	0.0395 (7)
C2	0.3903 (5)	0.3289 (6)	0.0459 (2)	0.0515 (11)
H2	0.3421	0.2636	0.0137	0.062*
C3	0.5252 (5)	0.3161 (7)	0.0498 (3)	0.0637 (14)
H3	0.5671	0.2431	0.0206	0.076*
C4	0.5977 (5)	0.4107 (8)	0.0965 (3)	0.0700 (17)
H4	0.6895	0.4035	0.0997	0.084*
C5	0.5319 (5)	0.5178 (7)	0.1392 (3)	0.0623 (14)
H5	0.5789	0.5839	0.1716	0.075*
C6	0.3952 (4)	0.5253 (5)	0.1331 (2)	0.0422 (9)
C7	0.3196 (4)	0.6329 (5)	0.1779 (2)	0.0457 (10)
H7	0.3644	0.7015	0.2101	0.055*
N8	0.1950 (4)	0.6345 (4)	0.17363 (18)	0.0451 (8)
C9	0.1223 (6)	0.7461 (6)	0.2188 (3)	0.0658 (14)
H9A	0.0734	0.8259	0.1899	0.079*
H9B	0.1844	0.8057	0.2498	0.079*
C10	0.0277 (4)	0.6506 (6)	0.2621 (2)	0.0495 (10)
C11	−0.1060 (5)	0.6560 (8)	0.2474 (3)	0.0740 (16)
H11	−0.1404	0.7177	0.2096	0.089*
C12	−0.1907 (5)	0.5681 (11)	0.2896 (3)	0.090 (2)
H12	−0.2816	0.5723	0.28	0.108*
C13	−0.1409 (6)	0.4767 (8)	0.3446 (3)	0.0747 (17)
H13	−0.1975	0.4182	0.3724	0.09*
C14	−0.0083 (6)	0.4711 (6)	0.3589 (3)	0.0625 (13)
H14	0.0259	0.4081	0.3963	0.075*
C15	0.0756 (5)	0.5576 (5)	0.3184 (3)	0.0531 (11)
H15	0.1662	0.5537	0.329	0.064*
Hg2	0	1	0	0.04776 (7)
Cl3	0.21296 (11)	0.91503 (18)	0.02343 (7)	0.0664 (3)

	U11	U22	U33	U12	U13	U23
Hg1	0.03772 (9)	0.05296 (12)	0.05168 (11)	−0.00140 (7)	−0.00498 (7)	0.00188 (7)
Cl1	0.0824 (8)	0.0537 (7)	0.0518 (6)	−0.0145 (6)	0.0082 (6)	0.0031 (5)
Cl2	0.0455 (6)	0.0592 (7)	0.0456 (6)	0.0081 (5)	−0.0034 (4)	0.0008 (5)
N1	0.0362 (17)	0.0416 (19)	0.0408 (18)	−0.0014 (14)	0.0015 (14)	0.0033 (15)
C2	0.058 (3)	0.047 (3)	0.050 (3)	0.005 (2)	0.009 (2)	0.001 (2)
C3	0.063 (3)	0.062 (3)	0.068 (3)	0.018 (3)	0.024 (3)	0.020 (3)
C4	0.037 (2)	0.083 (4)	0.091 (4)	0.011 (3)	0.014 (3)	0.040 (3)
C5	0.046 (3)	0.069 (3)	0.071 (3)	−0.014 (2)	−0.012 (2)	0.021 (3)
C6	0.037 (2)	0.044 (2)	0.045 (2)	−0.0056 (16)	−0.0036 (17)	0.0101 (18)
C7	0.057 (3)	0.041 (2)	0.039 (2)	−0.0116 (19)	−0.0028 (18)	0.0030 (17)
N8	0.058 (2)	0.0355 (19)	0.0425 (19)	0.0052 (15)	0.0057 (16)	−0.0015 (14)
C9	0.094 (4)	0.043 (3)	0.063 (3)	0.011 (3)	0.020 (3)	−0.008 (2)
C10	0.056 (3)	0.045 (2)	0.048 (2)	0.010 (2)	0.007 (2)	−0.0124 (19)
C11	0.065 (3)	0.101 (4)	0.054 (3)	0.025 (3)	−0.008 (3)	−0.008 (3)
C12	0.043 (3)	0.154 (7)	0.071 (4)	−0.004 (3)	0.000 (3)	−0.034 (4)
C13	0.073 (4)	0.096 (5)	0.056 (3)	−0.025 (3)	0.013 (3)	−0.019 (3)
C14	0.073 (4)	0.055 (3)	0.060 (3)	−0.001 (2)	0.006 (3)	−0.006 (2)
C15	0.049 (3)	0.048 (3)	0.063 (3)	0.005 (2)	0.002 (2)	−0.009 (2)
Hg2	0.03219 (11)	0.05415 (15)	0.05669 (15)	0.00592 (9)	−0.00021 (10)	0.00053 (11)
Cl3	0.0374 (6)	0.0813 (9)	0.0799 (9)	0.0158 (6)	−0.0035 (5)	0.0004 (7)

Hg1—N8	2.347 (4)	C7—H7	0.93
Hg1—N1	2.373 (3)	N8—C9	1.473 (5)
Hg1—Cl1	2.4338 (12)	C9—C10	1.510 (7)
Hg1—Cl2	2.5327 (10)	C9—H9A	0.97
Hg1—Cl2i	2.8428 (11)	C9—H9B	0.97
Cl2—Hg1i	2.8428 (11)	C10—C11	1.370 (7)
N1—C2	1.328 (5)	C10—C15	1.379 (6)
N1—C6	1.345 (5)	C11—C12	1.402 (9)
C2—C3	1.369 (6)	C11—H11	0.93
C2—H2	0.93	C12—C13	1.360 (10)
C3—C4	1.363 (8)	C12—H12	0.93
C3—H3	0.93	C13—C14	1.359 (8)
C4—C5	1.385 (8)	C13—H13	0.93
C4—H4	0.93	C14—C15	1.371 (7)
C5—C6	1.385 (6)	C14—H14	0.93
C5—H5	0.93	C15—H15	0.93
C6—C7	1.465 (6)	Hg2—Cl3ii	2.2875 (11)
C7—N8	1.262 (5)	Hg2—Cl3	2.2875 (11)
N8—Hg1—N1	70.74 (12)	N8—C7—H7	119.3
N8—Hg1—Cl1	113.97 (9)	C6—C7—H7	119.3
N1—Hg1—Cl1	106.32 (9)	C7—N8—C9	119.8 (4)
N8—Hg1—Cl2	95.92 (9)	C7—N8—Hg1	116.2 (3)
N1—Hg1—Cl2	138.01 (8)	C9—N8—Hg1	123.9 (3)
Cl1—Hg1—Cl2	115.34 (4)	N8—C9—C10	110.8 (4)
N8—Hg1—Cl2i	142.19 (9)	N8—C9—H9A	109.5
N1—Hg1—Cl2i	83.87 (8)	C10—C9—H9A	109.5
Cl1—Hg1—Cl2i	99.58 (4)	N8—C9—H9B	109.5
Cl2—Hg1—Cl2i	84.37 (3)	C10—C9—H9B	109.5
Hg1—Cl2—Hg1i	95.63 (3)	H9A—C9—H9B	108.1
C2—N1—C6	118.8 (4)	C11—C10—C15	118.8 (5)
C2—N1—Hg1	126.3 (3)	C11—C10—C9	121.4 (5)
C6—N1—Hg1	114.7 (3)	C15—C10—C9	119.8 (4)
N1—C2—C3	122.5 (5)	C10—C11—C12	119.6 (5)
N1—C2—H2	118.8	C10—C11—H11	120.2
C3—C2—H2	118.8	C12—C11—H11	120.2
C4—C3—C2	119.8 (5)	C13—C12—C11	120.4 (5)
C4—C3—H3	120.1	C13—C12—H12	119.8
C2—C3—H3	120.1	C11—C12—H12	119.8
C3—C4—C5	118.5 (5)	C14—C13—C12	119.8 (6)
C3—C4—H4	120.7	C14—C13—H13	120.1
C5—C4—H4	120.7	C12—C13—H13	120.1
C4—C5—C6	119.2 (5)	C13—C14—C15	120.4 (5)
C4—C5—H5	120.4	C13—C14—H14	119.8
C6—C5—H5	120.4	C15—C14—H14	119.8
N1—C6—C5	121.2 (4)	C14—C15—C10	120.9 (5)
N1—C6—C7	116.9 (4)	C14—C15—H15	119.5
C5—C6—C7	121.8 (4)	C10—C15—H15	119.5
N8—C7—C6	121.4 (4)	Cl3ii—Hg2—Cl3	180

Hg1—N8	2.347 (4)
Hg1—N1	2.373 (3)
Hg1—Cl1	2.4338 (12)

N8—Hg1—N1	70.74 (12)
N8—Hg1—Cl1	113.97 (9)
N1—Hg1—Cl1	106.32 (9)
N8—Hg1—Cl2	95.92 (9)
N1—Hg1—Cl2	138.01 (8)
Cl1—Hg1—Cl2	115.34 (4)
N8—Hg1—Cl2i	142.19 (9)
N1—Hg1—Cl2i	83.87 (8)
Cl1—Hg1—Cl2i	99.58 (4)
Cl2—Hg1—Cl2i	84.37 (3)

Symmetry code: (i) .