(2,2′-Bipyridine-κ2N,N′)[bis­(diphenyl­thio­phosphino­yl)meth­yl]lithium(I) benzene monosolvate

Ren, W.; Chantrapromma, S.; Fun, H.-K.

doi:10.1107/S160053681300456X

Volume 69
Part 3
Pages m160-m161
March 2013

Received 13 February 2013
Accepted 15 February 2013
Online 20 February 2013

Key indicators
Single-crystal X-ray study
T = 297 K
Mean (C-C) = 0.004 Å
R = 0.050
wR = 0.115
Data-to-parameter ratio = 17.4
Details

(2,2'-Bipyridine-²N,N')[bis(diphenylthiophosphinoyl)methyl]lithium(I) benzene monosolvate

Wenshan Ren,^a Suchada Chantrapromma ^b ⁺ and Hoong-Kun Fun ^c,^d ^*⁺⁺

^aCollege of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, People's Republic of China,^bDepartment of Chemistry, Faculty of Science, Prince of Songkla University, Hat-Yai, Songkhla 90112, Thailand,^cX-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia, and ^dDepartment of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia
Correspondence e-mail: hkfun@usm.my

In the title benzene-solvated heteroleptic lithium complex, [Li(C₂₅H₂₁P₂S₂)(C₁₀H₈N₂)]·C₆H₆, the Li^I ion is four-coordinated in a distorted tetrahedral geometry by two S atoms and two N atoms of the two chelating ligands, viz. bis(diphenylthiophosphinoyl)methyl and 2,2'-bipyridine. The 2,2'-bipyridine molecule is slightly twisted with a dihedral angle between the pyridine rings of 7.35 (12)°. Intramolecular C-HS hydrogen bonds are present. In the crystal, molecules are stacked along the c axis by [pi] - [pi] interactions, with centroid-centroid distances of 3.6021 (15) and 3.6401 (16) Å. The crystal structure also features weak C-H [pi] interactions.

Related literature

For standard bond lengths, see: Allen et al. (1987). For background to and applications of thiophosphinoyl ligands and their complexes, see: Amir et al. (2013); Leung, Wan & Mak (2010); Leung, Wan, Kan & Mak (2010); Ren et al. (2011). For related structures, see: Thirumoorthi & Chivers (2012).

Experimental

Crystal data

[Li(C₂₅H₂₁P₂S₂)(C₁₀H₈N₂)]·C₆H₆
M_r = 688.73
Triclinic, $[P \overline 1]$
a = 10.7654 (11) Å
b = 13.1295 (12) Å
c = 13.5498 (11) Å
= 90.746 (2)°
= 101.902 (1)°
= 109.257 (2)°
V = 1762.3 (3) Å³
Z = 2
Mo K radiation
= 0.28 mm^-1
T = 297 K
0.44 × 0.28 × 0.20 mm

Data collection

Bruker APEXII CCD area detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2009) T_min = 0.889, T_max = 0.947
10290 measured reflections
7517 independent reflections
5856 reflections with I > 2(I)
R_int = 0.031

Refinement

R[F² > 2(F²)] = 0.050
wR(F²) = 0.115
S = 1.04
7517 reflections
433 parameters
H-atom parameters constrained
_max = 0.53 e Å^-3
_min = -0.39 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

Cg3, Cg6 and Cg7 are the centroids of the C11-C16, C30-C35 and C36-C41 rings, respectively.

D-HA	D-H	HA	DA	D-HA
C12-H12S1	0.95	2.86	3.367 (2)	114
C25-H25S2	0.95	2.82	3.332 (2)	115
C1-H1Cg6	0.95	2.77	3.710 (3)	172
C21-H21Cg6ⁱ	0.95	2.70	3.632 (3)	166
C28-H28Cg7ⁱⁱ	0.95	2.93	3.654 (3)	134
C37-H37Cg3ⁱⁱⁱ	0.95	2.80	3.634 (3)	147
Symmetry codes: (i) -x, -y+1, -z; (ii) -x+1, -y+1, -z; (iii) -x+1, -y+2, -z.

Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL, PLATON (Spek, 2009), Mercury (Macrae et al., 2006) and publCIF (Westrip, 2010).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RZ5044 ).

Acknowledgements

We thank the Fundamental Research Funds for the Central Universities (XDJK2013C032) and the Doctoral Foundation of Southwest University for support and Universiti Sains Malaysia for the Research University Grant No. 1001/PFIZIK/811160. The authors also thank Universiti Sains Malaysia (USM) for the RUC grant (Structure Determination of 50 kDa Outer Membrane Proteins From S.typhi By X-ray Protein Crystallography, No. 1001/PSKBP/8630013).

References

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