catena-Poly[[dichloridomercury(II)]-N'-nicotinoylnicotinohydrazide].

The title complex, [HgCl(2)(C(12)H(10)N(4)O(2))](n), is composed of one Hg(II) ion, one nnh ligand (nnh = N'-nicotinoylnicotinohydrazide) and two coordinated chloride ions. The Hg(II) ion shows a distorted tetra-hedral geometry, being surrounded by two N atoms from two nnh ligands and two chloride ions. Due to the bridging role of nnh, the Hg(II) atoms are connected into polymeric chains along the c axis, which are further inter-linked via N-H⋯O and C-H⋯Cl hydrogen-bonding inter-actions, forming a three-dimensional network.

Related literature

For the coordination systems of N-donor heterocyclic groups, see: Zhang & Chen (2010 ▶); Ma et al. (2005 ▶); Tao et al. (2010 ▶).

Experimental

Crystal data

[HgCl2(C12H10N4O2)]

M = 513.73

Monoclinic,

a = 7.2514 (4) Å

b = 4.7113 (3) Å

c = 21.8591 (11) Å

β = 103.394 (2)°

V = 726.47 (7) Å3

Z = 2

Mo Kα radiation

μ = 10.97 mm−1

T = 296 K

0.30 × 0.26 × 0.22 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.137, T max = 0.196

3510 measured reflections

1288 independent reflections

1244 reflections with I > 2σ(I)

R int = 0.018

Refinement

R[F 2 > 2σ(F 2)] = 0.016

wR(F 2) = 0.038

S = 1.09

1288 reflections

96 parameters

H-atom parameters constrained

Δρmax = 0.52 e Å−3

Δρmin = −0.57 e Å−3

Data collection: SMART (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 1999 ▶); software used to prepare material for publication: SHELXTL (Sheldrick, 2008 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812008884/hp2029sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812008884/hp2029Isup2.hkl

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

[HgCl2(C12H10N4O2)]	F(000) = 480
Mr = 513.73	Dx = 2.349 Mg m−3
Monoclinic, P2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yc	Cell parameters from 2648 reflections
a = 7.2514 (4) Å	θ = 2.9–27.9°
b = 4.7113 (3) Å	µ = 10.97 mm−1
c = 21.8591 (11) Å	T = 296 K
β = 103.394 (2)°	BLOCK, yellow
V = 726.47 (7) Å3	0.30 × 0.26 × 0.22 mm
Z = 2

Bruker SMART CCD area-detector diffractometer	1288 independent reflections
Radiation source: fine-focus sealed tube	1244 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.018
phi and ω scans	θmax = 25.0°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −8→8
Tmin = 0.137, Tmax = 0.196	k = −5→5
3510 measured reflections	l = −14→26

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)] = 0.016	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.038	H-atom parameters constrained
S = 1.09	w = 1/[σ2(Fo2) + (0.0224P)2 + 0.0147P] where P = (Fo2 + 2Fc2)/3
1288 reflections	(Δ/σ)max = 0.001
96 parameters	Δρmax = 0.52 e Å−3
0 restraints	Δρmin = −0.57 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	1.07616 (3)	0.7500	0.03638 (8)
Cl1	0.81805 (12)	1.1749 (2)	0.79628 (5)	0.0524 (2)
O1	0.7884 (3)	0.1092 (4)	0.98476 (12)	0.0385 (5)
N1	0.4508 (3)	0.7488 (5)	0.83334 (12)	0.0348 (6)
N2	0.9166 (4)	0.5412 (5)	0.97954 (13)	0.0293 (6)
H2A	0.9048	0.7096	0.9639	0.035*
C1	0.6042 (4)	0.6598 (6)	0.87486 (15)	0.0305 (6)
H1	0.7211	0.7361	0.8730	0.037*
C2	0.2825 (5)	0.6416 (8)	0.83653 (16)	0.0405 (8)
H2	0.1741	0.7054	0.8082	0.049*
C3	0.2644 (5)	0.4401 (7)	0.88032 (18)	0.0423 (8)
H3	0.1454	0.3698	0.8815	0.051*
C4	0.4239 (4)	0.3429 (7)	0.92245 (15)	0.0345 (7)
H4	0.4146	0.2023	0.9514	0.041*
C5	0.5987 (4)	0.4593 (6)	0.92072 (15)	0.0267 (6)
C6	0.7733 (4)	0.3541 (6)	0.96446 (14)	0.0264 (6)

	U11	U22	U33	U12	U13	U23
Hg1	0.03059 (11)	0.04571 (12)	0.02898 (11)	0.000	−0.00099 (8)	0.000
Cl1	0.0347 (4)	0.0712 (6)	0.0475 (5)	−0.0132 (4)	0.0020 (4)	−0.0076 (5)
O1	0.0319 (12)	0.0234 (10)	0.0553 (15)	0.0000 (8)	0.0000 (11)	0.0057 (9)
N1	0.0289 (13)	0.0411 (14)	0.0303 (14)	0.0040 (11)	−0.0016 (11)	−0.0001 (12)
N2	0.0235 (12)	0.0220 (11)	0.0361 (15)	−0.0008 (9)	−0.0057 (11)	0.0066 (10)
C1	0.0271 (15)	0.0304 (14)	0.0316 (16)	−0.0018 (12)	0.0017 (13)	−0.0014 (13)
C2	0.0293 (17)	0.0529 (18)	0.0331 (18)	0.0022 (14)	−0.0053 (15)	−0.0012 (15)
C3	0.0234 (17)	0.058 (2)	0.042 (2)	−0.0087 (14)	0.0019 (15)	−0.0062 (16)
C4	0.0292 (17)	0.0387 (15)	0.0339 (17)	−0.0052 (13)	0.0041 (14)	−0.0009 (14)
C5	0.0254 (15)	0.0255 (13)	0.0279 (16)	−0.0010 (11)	0.0032 (13)	−0.0054 (12)
C6	0.0251 (15)	0.0239 (13)	0.0295 (16)	0.0008 (11)	0.0051 (13)	−0.0018 (12)

Hg1—Cl1	2.3405 (9)	C1—C5	1.385 (5)
Hg1—Cl1i	2.3405 (9)	C1—H1	0.9300
Hg1—N1i	2.475 (2)	C2—C3	1.376 (5)
Hg1—N1	2.475 (2)	C2—H2	0.9300
O1—C6	1.232 (3)	C3—C4	1.379 (5)
N1—C1	1.330 (4)	C3—H3	0.9300
N1—C2	1.338 (4)	C4—C5	1.390 (4)
N2—C6	1.344 (4)	C4—H4	0.9300
N2—N2ii	1.383 (5)	C5—C6	1.484 (4)
N2—H2A	0.8601
Cl1—Hg1—Cl1i	157.08 (6)	N1—C2—C3	122.1 (3)
Cl1—Hg1—N1i	98.41 (6)	N1—C2—H2	118.9
Cl1i—Hg1—N1i	95.81 (6)	C3—C2—H2	118.9
Cl1—Hg1—N1	95.81 (6)	C2—C3—C4	119.6 (3)
Cl1i—Hg1—N1	98.41 (6)	C2—C3—H3	120.2
N1i—Hg1—N1	102.92 (11)	C4—C3—H3	120.2
C1—N1—C2	118.3 (3)	C3—C4—C5	118.7 (3)
C1—N1—Hg1	117.28 (19)	C3—C4—H4	120.7
C2—N1—Hg1	124.2 (2)	C5—C4—H4	120.7
C6—N2—N2ii	119.0 (3)	C1—C5—C4	117.9 (3)
C6—N2—H2A	120.5	C1—C5—C6	122.1 (3)
N2ii—N2—H2A	120.5	C4—C5—C6	119.9 (3)
N1—C1—C5	123.3 (3)	O1—C6—N2	121.8 (3)
N1—C1—H1	118.3	O1—C6—C5	122.4 (3)
C5—C1—H1	118.3	N2—C6—C5	115.8 (2)
Cl1—Hg1—N1—C1	−12.5 (2)	C2—C3—C4—C5	2.1 (5)
Cl1i—Hg1—N1—C1	−174.5 (2)	N1—C1—C5—C4	1.1 (5)
N1i—Hg1—N1—C1	87.6 (2)	N1—C1—C5—C6	177.0 (3)
Cl1—Hg1—N1—C2	172.4 (2)	C3—C4—C5—C1	−2.5 (5)
Cl1i—Hg1—N1—C2	10.4 (3)	C3—C4—C5—C6	−178.5 (3)
N1i—Hg1—N1—C2	−87.6 (3)	N2ii—N2—C6—O1	−2.0 (5)
C2—N1—C1—C5	0.8 (5)	N2ii—N2—C6—C5	179.5 (3)
Hg1—N1—C1—C5	−174.6 (2)	C1—C5—C6—O1	−147.0 (3)
C1—N1—C2—C3	−1.3 (5)	C4—C5—C6—O1	28.8 (4)
Hg1—N1—C2—C3	173.8 (3)	C1—C5—C6—N2	31.5 (4)
N1—C2—C3—C4	−0.2 (5)	C4—C5—C6—N2	−152.7 (3)

D—H···A	D—H	H···A	D···A	D—H···A
C3—H3···Cl1iii	0.93	2.81	3.558 (4)	138
N2—H2A···O1iv	0.86	2.15	2.844 (3)	137

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C3—H3⋯Cl1i	0.93	2.81	3.558 (4)	138
N2—H2A⋯O1ii	0.86	2.15	2.844 (3)	137

Symmetry codes: (i) ; (ii) .