catena-Poly[[di-chlorido-mercury(II)]-μ-1,4-bis-[2-(pyridin-4-yl)ethyn-yl]benzene-κ(2) N:N'].

In the polymeric title compound, [HgCl2(C20H12N2)] n , the Hg(II) atom is located on a twofold rotation axis and the benzene ring of the bidentate bridging 1,4-bis-[2-(pyridin-4-yl)ethyn-yl]benzene (L) ligand is located about a twofold rotation axis. The Hg(II) atom is coordinated by two N atoms of two different L ligands and by two chloride ions in a distorted tetra-hedral geometry. The dihedral angle between the coordinating pyridine and the benzene ring is 12.8 (2)°. The result of the bridging is the formation of a zigzag chain running parallel to [102]. The chains pack with no specific inter-molecular inter-actions between them.

Related literature

For examples of 1,4-bis­[2-(pyridin-4-yl)ethyn­yl]benzene-containing polymers, see: Yamada et al. (2011 ▶). For examples of Hg-containing polymers, see: Xie & Wu (2007 ▶). For the synthesis of the ligand, see: Fasina et al. (2004 ▶).

Experimental

Crystal data

[HgCl2(C20H12N2)]

M = 551.81

Monoclinic,

a = 12.285 (3) Å

b = 4.8482 (10) Å

c = 15.271 (3) Å

β = 98.00 (3)°

V = 900.7 (3) Å3

Z = 2

Mo Kα radiation

μ = 8.85 mm−1

T = 173 K

0.18 × 0.16 × 0.16 mm

Data collection

Bruker SMART 1000 CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1995 ▶) T min = 0.222, T max = 0.243

4238 measured reflections

1585 independent reflections

1512 reflections with I > 2σ(I)

R int = 0.033

Refinement

R[F 2 > 2σ(F 2)] = 0.028

wR(F 2) = 0.070

S = 0.92

1585 reflections

114 parameters

H-atom parameters constrained

Δρmax = 2.15 e Å−3

Δρmin = −1.73 e Å−3

Data collection: SMART (Bruker, 1998 ▶); cell refinement: SAINT (Bruker, 1998 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) 1, I. DOI: 10.1107/S1600536814010228/tk5312sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536814010228/tk5312Isup2.hkl

Click here for additional data file.

Supporting information file. DOI: 10.1107/S1600536814010228/tk5312Isup3.cdx

CCDC reference: 1001220

Additional supporting information: crystallographic information; 3D view; checkCIF report

[HgCl2(C20H12N2)]	Z = 2
Mr = 551.81	F(000) = 520
Monoclinic, P2/c	Dx = 2.035 Mg m−3
a = 12.285 (3) Å	Mo Kα radiation, λ = 0.71073 Å
b = 4.8482 (10) Å	µ = 8.85 mm−1
c = 15.271 (3) Å	T = 173 K
β = 98.00 (3)°	Block, colourless
V = 900.7 (3) Å3	0.18 × 0.16 × 0.16 mm

Bruker SMART 1000 CCD area-detector diffractometer	1585 independent reflections
Radiation source: fine-focus sealed tube	1512 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.033
ω and phi scan	θmax = 25.0°, θmin = 2.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 1995)	h = −11→14
Tmin = 0.222, Tmax = 0.243	k = −5→5
4238 measured reflections	l = −18→17

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)] = 0.028	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.070	H-atom parameters constrained
S = 0.92	w = 1/[σ2(Fo2) + (0.0394P)2 + 2.093P] where P = (Fo2 + 2Fc2)/3
1585 reflections	(Δ/σ)max < 0.001
114 parameters	Δρmax = 2.15 e Å−3
0 restraints	Δρmin = −1.73 e Å−3

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. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq
Hg1	0.5000	−0.01536 (4)	0.2500	0.01426 (13)
Cl1	0.61049 (9)	−0.1178 (2)	0.38614 (6)	0.0215 (3)
C6	0.1775 (4)	0.9118 (11)	0.3998 (3)	0.0188 (9)
C5	0.3948 (4)	0.3872 (9)	0.3923 (3)	0.0178 (9)
H5	0.4536	0.3071	0.4310	0.021*
C3	0.2446 (3)	0.7051 (9)	0.3688 (3)	0.0161 (9)
C2	0.2249 (4)	0.6136 (9)	0.2821 (3)	0.0193 (9)
H2	0.1656	0.6871	0.2425	0.023*
C7	0.1230 (4)	1.0887 (10)	0.4276 (3)	0.0179 (9)
C8	0.0599 (3)	1.2960 (8)	0.4641 (3)	0.0156 (8)
C4	0.3310 (4)	0.5860 (11)	0.4251 (3)	0.0196 (9)
H4	0.3457	0.6411	0.4853	0.024*
C1	0.2929 (4)	0.4134 (11)	0.2537 (3)	0.0197 (9)
H1	0.2795	0.3527	0.1940	0.024*
C10	0.1000 (4)	1.4112 (11)	0.5461 (3)	0.0205 (9)
H10	0.1682	1.3511	0.5772	0.025*
C9	−0.0398 (4)	1.3864 (10)	0.4180 (3)	0.0197 (9)
H9	−0.0665	1.3092	0.3619	0.024*
N1	0.3772 (3)	0.3030 (7)	0.3080 (2)	0.0141 (7)

	U11	U22	U33	U12	U13	U23
Hg1	0.01265 (19)	0.01679 (18)	0.01374 (17)	0.000	0.00326 (11)	0.000
Cl1	0.0189 (6)	0.0284 (7)	0.0167 (5)	0.0057 (4)	0.0013 (4)	0.0040 (4)
C6	0.018 (3)	0.019 (2)	0.020 (2)	−0.001 (2)	0.0039 (19)	0.0006 (19)
C5	0.014 (2)	0.020 (2)	0.018 (2)	0.0032 (18)	0.0009 (17)	−0.0011 (17)
C3	0.016 (2)	0.015 (2)	0.018 (2)	−0.0011 (17)	0.0063 (16)	−0.0011 (16)
C2	0.018 (2)	0.020 (3)	0.019 (2)	0.0059 (19)	0.0012 (18)	0.0001 (18)
C7	0.018 (3)	0.020 (2)	0.016 (2)	−0.002 (2)	0.0014 (18)	0.0005 (19)
C8	0.017 (2)	0.015 (2)	0.0162 (19)	−0.0015 (17)	0.0068 (16)	0.0019 (16)
C4	0.018 (3)	0.023 (2)	0.018 (2)	0.001 (2)	0.0053 (18)	−0.005 (2)
C1	0.020 (3)	0.024 (2)	0.017 (2)	0.002 (2)	0.0060 (19)	−0.0011 (19)
C10	0.019 (3)	0.022 (2)	0.020 (2)	0.004 (2)	0.0039 (19)	0.002 (2)
C9	0.020 (2)	0.021 (2)	0.018 (2)	0.0003 (19)	0.0041 (18)	−0.0036 (18)
N1	0.0115 (18)	0.0172 (18)	0.0145 (16)	−0.0012 (14)	0.0053 (13)	−0.0004 (14)

Hg1—Cl1i	2.3719 (12)	C2—H2	0.9500
Hg1—Cl1	2.3719 (12)	C7—C8	1.428 (6)
Hg1—N1i	2.412 (3)	C8—C9	1.396 (6)
Hg1—N1	2.412 (3)	C8—C10	1.397 (6)
C6—C7	1.202 (8)	C4—H4	0.9500
C6—C3	1.420 (6)	C1—N1	1.344 (6)
C5—N1	1.339 (5)	C1—H1	0.9500
C5—C4	1.380 (7)	C10—C9ii	1.386 (7)
C5—H5	0.9500	C10—H10	0.9500
C3—C2	1.385 (6)	C9—C10ii	1.386 (7)
C3—C4	1.395 (6)	C9—H9	0.9500
C2—C1	1.389 (7)
Cl1i—Hg1—Cl1	155.82 (6)	C9—C8—C7	120.7 (4)
Cl1i—Hg1—N1i	97.08 (8)	C10—C8—C7	119.2 (4)
Cl1—Hg1—N1i	98.33 (8)	C5—C4—C3	119.1 (4)
Cl1i—Hg1—N1	98.33 (8)	C5—C4—H4	120.4
Cl1—Hg1—N1	97.08 (8)	C3—C4—H4	120.4
N1i—Hg1—N1	100.42 (16)	N1—C1—C2	122.1 (4)
C7—C6—C3	178.3 (5)	N1—C1—H1	119.0
N1—C5—C4	122.5 (4)	C2—C1—H1	119.0
N1—C5—H5	118.7	C9ii—C10—C8	119.8 (4)
C4—C5—H5	118.7	C9ii—C10—H10	120.1
C2—C3—C4	118.3 (4)	C8—C10—H10	120.1
C2—C3—C6	120.8 (4)	C10ii—C9—C8	120.1 (4)
C4—C3—C6	120.9 (4)	C10ii—C9—H9	120.0
C3—C2—C1	119.3 (4)	C8—C9—H9	120.0
C3—C2—H2	120.3	C5—N1—C1	118.6 (4)
C1—C2—H2	120.3	C5—N1—Hg1	121.5 (3)
C6—C7—C8	177.8 (5)	C1—N1—Hg1	119.7 (3)
C9—C8—C10	120.1 (4)
C4—C3—C2—C1	−1.6 (7)	C4—C5—N1—C1	−1.0 (7)
C6—C3—C2—C1	179.3 (5)	C4—C5—N1—Hg1	174.6 (4)
N1—C5—C4—C3	−0.1 (8)	C2—C1—N1—C5	0.8 (7)
C2—C3—C4—C5	1.4 (7)	C2—C1—N1—Hg1	−174.9 (4)
C6—C3—C4—C5	−179.5 (5)	Cl1i—Hg1—N1—C5	168.6 (3)
C3—C2—C1—N1	0.6 (8)	Cl1—Hg1—N1—C5	7.3 (3)
C9—C8—C10—C9ii	0.7 (8)	N1i—Hg1—N1—C5	−92.5 (3)
C7—C8—C10—C9ii	179.7 (5)	Cl1i—Hg1—N1—C1	−15.8 (3)
C10—C8—C9—C10ii	−0.7 (8)	Cl1—Hg1—N1—C1	−177.1 (3)
C7—C8—C9—C10ii	−179.7 (5)	N1i—Hg1—N1—C1	83.0 (3)

Table 1

Selected bond lengths (Å)

Hg1—Cl1i	2.3719 (12)
Hg1—Cl1	2.3719 (12)
Hg1—N1i	2.412 (3)
Hg1—N1	2.412 (3)

Symmetry code: (i) .