Di-4-pyridyl sulfide–isophthalic acid (1/1)

Qin, J.-H.; Li, X.-D.; Wang, J.-G.

doi:10.1107/S1600536808035496

Volume 64
Part 12
Page o2279
December 2008

Received 21 October 2008
Accepted 30 October 2008
Online 8 November 2008

Key indicators
Single-crystal X-ray study
T = 291 K
Mean (C-C) = 0.007 Å
R = 0.080
wR = 0.269
Data-to-parameter ratio = 13.5
Details

Di-4-pyridyl sulfide-isophthalic acid (1/1)

Jian-Hua Qin,^a ^* Xiao-Dong Li ^a and Jian-Ge Wang ^a

^aCollege of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471022, People's Republic of China
Correspondence e-mail: jh_q128105@126.com

In the heteromolecular title structure, C₁₀H₈N₂S·C₈H₆O₄, the two components are linked by O-HN hydrogen bonds to form a one-dimensional chain. These chains are further interconnected by weak intermolecular C-HO hydrogen bonds and weak C-H [pi] interactions to generate a three-dimensional supramolecular structure.

Related literature

For C-HO hydrogen bonds, see: Bhogala et al. (2005); Wang et al. (2008). For C-H [pi] interactions, see: Fun & Kia (2008).

Experimental

Crystal data

C₁₀H₈N₂S·C₈H₆O₄
M_r = 354.37
Triclinic, $[P \overline 1]$
a = 6.618 (6) Å
b = 8.200 (7) Å
c = 16.013 (13) Å
= 88.808 (11)°
= 79.340 (11)°
= 79.275 (11)°
V = 839.0 (12) Å³
Z = 2
Mo K radiation
= 0.22 mm^-1
T = 291 (2) K
0.47 × 0.30 × 0.11 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 1997) T_min = 0.905, T_max = 0.977
6280 measured reflections
3084 independent reflections
1885 reflections with I > 2(I)
R_int = 0.020

Refinement

R[F² > 2(F²)] = 0.080
wR(F²) = 0.269
S = 1.08
3084 reflections
228 parameters
H-atom parameters constrained
_max = 1.05 e Å^-3
_min = -0.28 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
C17-H17O2ⁱ	0.93	2.45	3.334 (6)	159
C16-H16O2ⁱⁱ	0.93	2.58	3.180 (6)	123
C13-H13O4ⁱⁱⁱ	0.93	2.31	3.141 (6)	148
C12-H12Cg1^iv	0.93	2.98	3.570 (6)	123
O3-H3DN1^v	0.82	1.83	2.634 (5)	164
O1-H1DN2^vi	0.82	1.84	2.662 (5)	179
Symmetry codes: (i) -x+1, -y+1, -z+1; (ii) x, y, z+1; (iii) x-1, y+1, z; (iv) -x+1, -y+2, -z+1; (v) x, y-1, z; (vi) x, y, z-1. Cg1 is the centroid of the C2-C7 isophthalic acid ring.

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: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SI2125 ).

Acknowledgements

The authors thank Luo Yang Normal University for supporting this work.

References

Bhogala, B. R., Basavoju, S. & Nangia, A. (2005). Cryst. Growth Des. 5, 1683-1686.
Bruker (1997). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Fun, H.-K. & Kia, R. (2008). Acta Cryst. E64, m1116-m1117.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Wang, Y.-T., Tang, G.-M., Zhang, Y.-C. & Wan, W.-Z. (2008). Acta Cryst. E64, o1753.

organic compounds