[1-(1H-Imidazo[4,5-f][1,10]phenanthro­lin-2-yl)naphthalen-2-ol-κ2 N 7,N 8]diiodidomercury(II)

Tian-Le Li

doi:10.1107/S1600536811037160

. 2011 Sep 17;67(Pt 10):m1396. doi: 10.1107/S1600536811037160

[1-(1H-Imidazo[4,5-f][1,10]phenanthrolin-2-yl)naphthalen-2-ol-κ² N ⁷,N ⁸]diiodidomercury(II)

Tian-Le Li ^a,^*

PMCID: PMC3201534 PMID: 22065133

Abstract

In the title compound, [HgI₂(C₂₃H₁₄N₄O)], the Hg^II atom is four-coordinated by two N atoms from one 1-(1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)naphthalen-2-ol ligand and by two I atoms in a distorted tetrahedral environment. An intramolecular O—H⋯N hydrogen bond stabilizes the molecular conformation and an intermolecular N—H⋯I interaction stabilizes the crystal packing.

Related literature

For information about the organic ligand 1-(1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)naphthalen-2-ol), see: Wang et al. (2010 ▶).

Experimental

Crystal data

[HgI₂(C₂₃H₁₄N₄O)]
M _r = 816.77
Monoclinic,
a = 14.4271 (10) Å
b = 7.3026 (5) Å
c = 21.1337 (15) Å
β = 94.472 (1)°
V = 2219.8 (3) Å³
Z = 4
Mo Kα radiation
μ = 9.74 mm⁻¹
T = 293 K
0.17 × 0.14 × 0.12 mm

Data collection

Bruker SMART APEX diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T _min = 0.41, T _max = 0.64
11586 measured reflections
4351 independent reflections
3217 reflections with I > 2σ(I)
R _int = 0.031

Refinement

R[F ² > 2σ(F ²)] = 0.029
wR(F ²) = 0.057
S = 1.01
4351 reflections
284 parameters
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.67 e Å⁻³
Δρ_min = −0.84 e Å⁻³

Data collection: SMART (Bruker, 1997 ▶); cell refinement: SAINT (Bruker, 1997 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP in SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97.

Supplementary Material

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536811037160/bt5643sup1.cif

e-67-m1396-sup1.cif^{(18.4KB, cif)}

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811037160/bt5643Isup2.hkl

e-67-m1396-Isup2.hkl^{(208.9KB, hkl)}

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

Table 1. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H3A⋯I1ⁱ	0.86	3.05	3.896 (4)	167
O1—H1A⋯N4	0.91 (8)	1.77 (8)	2.623 (6)	155 (7)

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Symmetry code: (i) Inline graphic .

Acknowledgments

The author thanks Guangdong University of Petrochemical Technology for supporting this work.

supplementary crystallographic information

Comment

The ligand 1-(1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)naphthalen-2-ol) is a N-donor ligand and has excellent coordinating ability (Wang et al., 2010). In this work, we selected it as an N-donor chelating ligand, generating a new Hg^II complex.

In the compound, the central Hg^II atom is four-coordinated by two N atoms from one organic ligand, and two I atoms in a distorted tetrahedral sphere. N-H···I and O-H···N H-bonding interactions stabilize the crystal structure and the molecular conformation.

Experimental

A mixture of HgI₂ (0.5 mmol) and 1-(1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)naphthalen-2-ol) (0.5 mmol) in 8 mL distilled water was heated at 462 K in a Teflon-lined stainless steel autoclave for seven days. The reaction system was then slowly cooled to room temperature. Pale yellow crystals of the title compound suitable for single crystal X-ray diffraction analysis were collected from the final reaction system by filtration, washed several times with distilled water and dried in air at ambient temperature. Yield: 15% based on Hg(II).