Resorcinol–triethyl­enediamine (1/1)

Gao, Y.-H.

doi:10.1107/S1600536811029308

Volume 67
Part 8
Page o2158
August 2011

Received 8 July 2011
Accepted 20 July 2011
Online 30 July 2011

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.002 Å
R = 0.045
wR = 0.121
Data-to-parameter ratio = 14.1
Details

Resorcinol-triethylenediamine (1/1)

Yi-Hong Gao ^a ^*

^aCollege of Chemistry & Chemical Engineering, Xianyang Nomal University, Xianyang 712000, People's Republic of China
Correspondence e-mail: shanxiab@163.com

The title co-crystal, C₆H₁₂N₂·C₆H₆O₂, is composed of neutral resorcinol and triethylenediamine molecules in which the resorcinol molecules came from the in situ decarboxylation of 2,4-dihydroxybenzoic acid. In the crystal, the components are connected by O-HN hydrogen bonds, forming a chain in the b-axis direction.

Related literature

For background to alkali metal bis(salicylato)borates, see: Barthel et al. (2000) and to organic base bis(salicylato)borates, see: Han et al. (2007); Li & Liu (2006).

Experimental

Crystal data

C₆H₁₂N₂·C₆H₆O₂
M_r = 222.29
Monoclinic, P 2₁ /c
a = 9.4882 (5) Å
b = 23.7390 (11) Å
c = 11.2532 (6) Å
= 113.335 (6)°
V = 2327.3 (2) Å³
Z = 8
Mo K radiation
= 0.09 mm^-1
T = 293 K
0.45 × 0.43 × 0.02 mm

Data collection

Oxford Diffraction Xcalibur Eos Gemini diffractometer
Absorption correction: multi-scan (CrysAlis PRO; Oxford Diffraction, 2010 $[Oxford Diffraction (2010). CrysAlis PRO. Oxford Diffraction Ltd, Yarnton, England.]$ ) T_min = 0.789, T_max = 1.000
8717 measured reflections
4091 independent reflections
3270 reflections with I > 2(I)
R_int = 0.017

Refinement

R[F² > 2(F²)] = 0.045
wR(F²) = 0.121
S = 1.03
4091 reflections
290 parameters
H-atom parameters constrained
_max = 0.19 e Å^-3
_min = -0.16 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O1-H1N1	0.82	1.98	2.7577 (18)	158
O2-H2N2ⁱ	0.82	1.93	2.7279 (17)	164
O3-H3N4ⁱⁱ	0.82	1.89	2.6816 (19)	162
O4-H4N3	0.82	1.88	2.6525 (19)	156
Symmetry codes: (i) $[-x+1, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (ii) $[-x, y+{\script{1\over 2}}, -z+{\script{3\over 2}}]$ .

Data collection: CrysAlis PRO (Oxford Diffraction, 2010 $[Oxford Diffraction (2010). CrysAlis PRO. Oxford Diffraction Ltd, Yarnton, England.]$ ); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL/PC (Sheldrick, 2008); software used to prepare material for publication: publCIF (Westrip, 2010).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: VM2111 ).

Acknowledgements

The author thanks Xiangyang Normal University for supporting this study.

References

Barthel, J., Schmid, A. & Gores, H. J. (2000). J. Electrochem. Soc. 147, 21-24.
Han, W.-H., Li, P. & Liu, Z.-H. (2007). Acta Cryst. E63, o3946.
Li, P. & Liu, Z.-H. (2006). Z. Kristallogr. New Cryst. Struct. 221, 179-180.
Oxford Diffraction (2010). CrysAlis PRO. Oxford Diffraction Ltd, Yarnton, England.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.

organic compounds