2-Amino­pyrimidin-1-ium 4-methyl­benzene­sulfonate

Tabatabaee, M.; Noozari, N.

doi:10.1107/S1600536811018198

Volume 67
Part 6
Page o1457
June 2011

Received 29 April 2011
Accepted 13 May 2011
Online 20 May 2011

Key indicators
Single-crystal X-ray study
T = 100 K
Mean (C-C) = 0.002 Å
R = 0.032
wR = 0.088
Data-to-parameter ratio = 22.2
Details

2-Aminopyrimidin-1-ium 4-methylbenzenesulfonate

Masoumeh Tabatabaee ^a ^* and Najmeh Noozari ^a

^aDepartment of Chemistry, Yazd Branch, IslamicAzad University, Yazd, Iran.
Correspondence e-mail: tabatabaee45m@yahoo.com

In the crystal structure of the title compound, C₄H₆N₃⁺·C₇H₇O₃S^-, intermolecular N-HO hydrogen bonds link the cations and anions into chains along [100]. Additional stabilization is provided by weak C-HO hydrogen bonds. An intermolecular [pi] - [pi] stacking interaction with a centroid-centroid distance of 3.6957 (7) Å is also observed. The H atoms of the methyl group were refined as disordered over two sets of sites with equal occupancies

Related literature

For related structures, see: Tabatabaee et al. (2010, 2011).

Experimental

Crystal data

C₄H₆N₃⁺·C₇H₇O₃S^-
M_r = 267.30
Monoclinic, P 2₁ /n
a = 6.2567 (3) Å
b = 13.3756 (6) Å
c = 15.2512 (7) Å
= 101.335 (1)°
V = 1251.43 (10) Å³
Z = 4
Mo K radiation
= 0.26 mm^-1
T = 100 K
0.50 × 0.36 × 0.32 mm

Data collection

Bruker SMART APEXII diffractometer
12275 measured reflections
3617 independent reflections
3160 reflections with I > 2(I)
R_int = 0.021

Refinement

R[F² > 2(F²)] = 0.032
wR(F²) = 0.088
S = 1.04
3617 reflections
163 parameters
H-atom parameters constrained
_max = 0.45 e Å^-3
_min = -0.38 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N1-H1AO1	0.88	1.79	2.674 (1)	176
N3-H3BO1ⁱ	0.88	2.03	2.835 (1)	151
N3-H3CO2	0.88	2.08	2.902 (1)	155
C10-H10AO3ⁱⁱ	0.95	2.46	3.1035 (14)	124
C11-H11AO3ⁱⁱⁱ	0.95	2.56	3.3629 (14)	143
Symmetry codes: (i) x+1, y, z; (ii) $[-x+{\script{1\over 2}}, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (iii) $[-x+{\script{3\over 2}}, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ .

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH5246 ).

Acknowledgements

This research was supported by the Islamic Azad University, Yazd Branch.

References

Bruker (2005). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.
Tabatabaee, M., Ghassemzadeh, M., Hesami, L. & Neumüller, B. (2010). Acta Cryst. E66, o1891.
Tabatabaee, M., Hesami, L., Ghassemzadeh, M. & Rotenberger, A. (2011). Z. Kristallogr. New Cryst. Struct. 226, 273-274.

organic compounds